data_General _audit_creation_date 2010-10-27 _audit_creation_method 'by CrystalStructure 4.0' _audit_update_record ? #============================================================================== # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'ENTER NAME' _publ_contact_author_email 'ENTER EMAIL ADDRESS' _publ_contact_author_fax 'ENTER FAX NUMBER' _publ_contact_author_phone 'ENTER PHONE NUMBER' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal 'ENTER JOURNAL NAME HERE' _publ_requested_category 'FO' _publ_requested_coeditor_name ? #============================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; loop_ _publ_author_name _publ_author_footnote _publ_author_address ' FIRST AUTHORS NAME ' ; FIRST AUTHORS FOOTNOTES ; ; FIRST AUTHORS ADDRESS ; _publ_section_synopsis ; ENTER SYNOPSIS ; #============================================================================== # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Rigaku (2010). CrystalStructure. Version 4.0. Rigaku Corporation, Tokyo, Japan. Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M., Polidori, G., and Camalli, M. (1994) J. Appl. Cryst., 27, 435. SIR92 Carruthers, J.R., Rollett,J.S., Betteridge, P.W., Kinna, D., Pearce, L., Larsen, A., and Gabe, E.(1999) CRYSTALS Issue 11, Chemical Crystallography Laboratory, Oxford, UK. Carruthers, J.R. and Watkin, D.J. (1979), Acta Cryst, A35, 698-699 ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; #============================================================================== data_22-KK-18 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C20 H24 Br N O3' _chemical_formula_moiety 'C20 H24 Br N O3' _chemical_formula_weight 406.32 _chemical_melting_point ? _chemical_absolute_configuration 'ad' #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P 1' _symmetry_space_group_name_Hall 'P 1' _symmetry_Int_Tables_number 1 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 '+X,+Y,+Z' #------------------------------------------------------------------------------ _cell_length_a 5.0852(6) _cell_length_b 5.5751(7) _cell_length_c 17.793(3) _cell_angle_alpha 96.981(6) _cell_angle_beta 93.8853(15) _cell_angle_gamma 99.0089(14) _cell_volume 492.57(12) _cell_formula_units_Z 1 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 293 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour clear _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.550 _exptl_crystal_size_min 0.020 _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 210.00 _exptl_absorpt_coefficient_mu 2.110 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_process_details ; HIGASHI, T. (1995). Abscor - Empirical Absorption Correction, Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.5022 _exptl_absorpt_correction_T_max 1.1349 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 293 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_device_type 'Quantum CCD1 on Rigaku AFC-7R' _diffrn_measurement_method 'PHIOMEGA' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 4169 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_max 0.889 _diffrn_measured_fraction_theta_full 0.889 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using reflections with F > 2.0 sigma(F). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F > 2.0 sigma(F) is used only for calculating R-factor (gt). ; _reflns_number_total 3107 _reflns_number_gt 2641 _reflns_threshold_expression F>2.0\s(F) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.0589 _refine_ls_number_restraints ? _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2641 _refine_ls_number_parameters 251 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Chebychev polynomial with 4 parameters (Carruthers & Watkin, 1979) 10.8027 -7.1947 5.8227 -3.1555 ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.708 _refine_diff_density_min -1.110 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 1096 Friedel Pairs' _refine_ls_abs_structure_Flack 0.019(15) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Br' 'Br' -0.290 2.459 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'O' 'O' 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'N' 'N' 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'C' 'C' 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'H' 'H' 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.9332(3) -0.1125(3) 1.01973(8) 0.0874(3) Uani 1.0 1 d . . . O1 O 0.2211(9) 0.1199(7) 0.7056(3) 0.0478(12) Uani 1.0 1 d . . . O2 O -0.2196(10) 0.5396(8) 0.7087(3) 0.0593(14) Uani 1.0 1 d . . . O3 O 0.5156(10) 0.5687(10) 0.4966(3) 0.0725(17) Uani 1.0 1 d . . . N1 N 0.0733(10) 0.3957(9) 0.7913(3) 0.0483(15) Uani 1.0 1 d . . . C1 C 0.7175(13) -0.0039(12) 0.9442(4) 0.056(2) Uani 1.0 1 d . . . C2 C 0.5881(16) 0.1937(13) 0.9628(4) 0.065(3) Uani 1.0 1 d . . . C3 C 0.6867(14) -0.1300(11) 0.8712(4) 0.0539(19) Uani 1.0 1 d . . . C4 C 0.4306(16) 0.2697(14) 0.9089(5) 0.061(3) Uani 1.0 1 d . . . C5 C 0.5245(13) -0.0535(11) 0.8172(4) 0.0513(18) Uani 1.0 1 d . . . C6 C 0.3930(13) 0.1463(12) 0.8350(4) 0.0458(16) Uani 1.0 1 d . . . C7 C 0.2218(12) 0.2272(11) 0.7774(4) 0.0439(16) Uani 1.0 1 d . . . C8 C -0.0562(12) 0.4122(10) 0.7207(4) 0.0468(16) Uani 1.0 1 d . . . C9 C 0.0396(12) 0.2319(11) 0.6595(4) 0.0440(16) Uani 1.0 1 d . . . C10 C -0.1903(14) 0.0382(11) 0.6213(4) 0.0538(19) Uani 1.0 1 d . . . C11 C 0.2020(13) 0.3670(11) 0.6054(4) 0.0464(16) Uani 1.0 1 d . . . C12 C 0.1034(13) 0.4322(11) 0.5423(4) 0.0522(18) Uani 1.0 1 d . . . C13 C 0.2748(13) 0.5712(11) 0.4926(4) 0.0483(17) Uani 1.0 1 d . . . C14 C 0.1441(15) 0.7078(13) 0.4379(5) 0.060(2) Uani 1.0 1 d . . . C15 C 0.3370(14) 0.8726(12) 0.3972(4) 0.0574(19) Uani 1.0 1 d . . . C16 C 0.1969(14) 1.0010(13) 0.3392(4) 0.062(2) Uani 1.0 1 d . . . C17 C 0.3916(16) 1.1602(13) 0.2973(4) 0.066(3) Uani 1.0 1 d . . . C18 C 0.2539(17) 1.2850(13) 0.2385(4) 0.069(3) Uani 1.0 1 d . . . C19 C 0.445(2) 1.4413(17) 0.1950(6) 0.088(4) Uani 1.0 1 d . . . C20 C 0.305(3) 1.5661(17) 0.1374(6) 0.103(4) Uani 1.0 1 d . . . H1 H 0.6085 0.2714 1.0126 0.0791 Uiso 1.0 1 calc R . . H2 H 0.7744 -0.2621 0.8590 0.0665 Uiso 1.0 1 calc R . . H3 H 0.3494 0.4059 0.9212 0.0736 Uiso 1.0 1 calc R . . H4 H 0.4977 -0.1369 0.7681 0.0628 Uiso 1.0 1 calc R . . H5 H -0.1196 -0.0901 0.5924 0.0629 Uiso 1.0 1 calc R . . H6 H -0.2943 -0.0290 0.6592 0.0629 Uiso 1.0 1 calc R . . H7 H -0.3018 0.1108 0.5880 0.0628 Uiso 1.0 1 calc R . . H8 H 0.3857 0.4086 0.6174 0.0570 Uiso 1.0 1 calc R . . H9 H -0.0794 0.3907 0.5286 0.0647 Uiso 1.0 1 calc R . . H10 H 0.0293 0.5893 0.4005 0.0744 Uiso 1.0 1 calc R . . H11 H 0.0362 0.8084 0.4666 0.0744 Uiso 1.0 1 calc R . . H12 H 0.4443 0.9958 0.4349 0.0703 Uiso 1.0 1 calc R . . H13 H 0.4519 0.7721 0.3715 0.0702 Uiso 1.0 1 calc R . . H14 H 0.0864 0.8760 0.3026 0.0754 Uiso 1.0 1 calc R . . H15 H 0.0845 1.1023 0.3656 0.0754 Uiso 1.0 1 calc R . . H16 H 0.5019 1.2865 0.3334 0.0813 Uiso 1.0 1 calc R . . H17 H 0.5046 1.0599 0.2706 0.0812 Uiso 1.0 1 calc R . . H18 H 0.1390 1.1571 0.2040 0.0843 Uiso 1.0 1 calc R . . H19 H 0.1449 1.3874 0.2661 0.0843 Uiso 1.0 1 calc R . . H20 H 0.5624 1.5683 0.2292 0.1106 Uiso 1.0 1 calc R . . H21 H 0.5521 1.3396 0.1664 0.1106 Uiso 1.0 1 calc R . . H22 H 0.2004 1.6721 0.1639 0.1282 Uiso 1.0 1 calc R . . H23 H 0.4330 1.6612 0.1108 0.1282 Uiso 1.0 1 calc R . . H24 H 0.1901 1.4456 0.1017 0.1282 Uiso 1.0 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Br1 0.0936(6) 0.0909(6) 0.0784(5) 0.0095(4) -0.0227(4) 0.0384(4) O1 0.054(3) 0.051(3) 0.044(3) 0.0193(19) 0.0064(19) 0.0152(18) O2 0.065(3) 0.056(3) 0.064(3) 0.030(3) 0.003(3) 0.010(2) O3 0.046(3) 0.099(4) 0.082(4) 0.013(3) 0.002(3) 0.049(3) N1 0.048(3) 0.045(3) 0.055(3) 0.012(3) 0.001(3) 0.011(3) C1 0.053(4) 0.054(4) 0.060(5) -0.002(3) -0.003(4) 0.023(4) C2 0.087(6) 0.068(5) 0.043(4) 0.015(4) 0.005(4) 0.012(4) C3 0.065(4) 0.050(4) 0.052(4) 0.015(3) 0.002(4) 0.018(3) C4 0.071(5) 0.065(5) 0.048(4) 0.012(4) 0.002(4) 0.015(4) C5 0.053(4) 0.052(4) 0.052(4) 0.010(3) 0.005(3) 0.018(3) C6 0.049(4) 0.048(3) 0.043(4) 0.010(3) 0.003(3) 0.017(3) C7 0.047(4) 0.040(3) 0.043(4) 0.001(3) 0.005(3) 0.007(3) C8 0.051(4) 0.040(3) 0.050(4) 0.007(3) 0.000(3) 0.007(3) C9 0.042(4) 0.055(4) 0.039(3) 0.014(3) 0.007(3) 0.015(3) C10 0.061(5) 0.044(4) 0.052(4) -0.001(3) 0.003(4) 0.004(3) C11 0.048(4) 0.050(4) 0.045(3) 0.010(3) 0.008(3) 0.015(3) C12 0.048(4) 0.057(4) 0.057(4) 0.010(3) 0.005(3) 0.025(3) C13 0.050(4) 0.054(4) 0.046(4) 0.016(3) 0.005(3) 0.013(3) C14 0.061(5) 0.063(4) 0.062(5) 0.018(4) 0.010(4) 0.025(4) C15 0.061(4) 0.059(4) 0.056(4) 0.007(3) 0.010(3) 0.023(4) C16 0.068(5) 0.061(4) 0.059(4) 0.010(4) 0.004(4) 0.026(4) C17 0.082(5) 0.056(4) 0.064(5) 0.010(4) 0.012(4) 0.028(4) C18 0.095(6) 0.059(4) 0.057(5) 0.018(4) 0.003(4) 0.019(4) C19 0.107(7) 0.084(6) 0.085(6) 0.022(5) 0.027(6) 0.045(6) C20 0.155(11) 0.083(6) 0.082(7) 0.027(7) 0.022(7) 0.046(6) #============================================================================== _computing_data_collection 'Rigaku Diffractometer Controller' _computing_cell_refinement 'Rigaku Diffractometer Controller' _computing_data_reduction 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_structure_solution 'SIR92 (Altomare, et al., 1994)' _computing_structure_refinement 'CRYSTALS (Carruthers, et al., 1999)' _computing_publication_material 'CrystalStructure 4.0' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Br1 C1 1.892(8) yes . . O1 C7 1.344(7) yes . . O1 C9 1.455(8) yes . . O2 C8 1.199(8) yes . . O3 C13 1.224(9) yes . . N1 C7 1.305(9) yes . . N1 C8 1.399(8) yes . . C1 C2 1.387(11) yes . . C1 C3 1.386(9) yes . . C2 C4 1.358(12) yes . . C3 C5 1.375(10) yes . . C4 C6 1.393(10) yes . . C5 C6 1.402(10) yes . . C6 C7 1.458(9) yes . . C8 C9 1.547(9) yes . . C9 C10 1.521(8) yes . . C9 C11 1.504(9) yes . . C11 C12 1.314(9) yes . . C12 C13 1.483(9) yes . . C13 C14 1.491(11) yes . . C14 C15 1.519(10) yes . . C15 C16 1.525(11) yes . . C16 C17 1.519(11) yes . . C17 C18 1.516(11) yes . . C18 C19 1.519(13) yes . . C19 C20 1.507(15) yes . . C2 H1 0.930 no . . C3 H2 0.930 no . . C4 H3 0.930 no . . C5 H4 0.930 no . . C10 H5 0.960 no . . C10 H6 0.960 no . . C10 H7 0.960 no . . C11 H8 0.930 no . . C12 H9 0.930 no . . C14 H10 0.970 no . . C14 H11 0.970 no . . C15 H12 0.970 no . . C15 H13 0.970 no . . C16 H14 0.970 no . . C16 H15 0.970 no . . C17 H16 0.970 no . . C17 H17 0.970 no . . C18 H18 0.970 no . . C18 H19 0.970 no . . C19 H20 0.970 no . . C19 H21 0.970 no . . C20 H22 0.960 no . . C20 H23 0.960 no . . C20 H24 0.960 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C7 O1 C9 106.4(5) yes . . . C7 N1 C8 104.9(5) yes . . . Br1 C1 C2 120.1(6) yes . . . Br1 C1 C3 118.6(6) yes . . . C2 C1 C3 121.3(7) yes . . . C1 C2 C4 120.2(7) yes . . . C1 C3 C5 118.2(7) yes . . . C2 C4 C6 120.2(8) yes . . . C3 C5 C6 121.2(6) yes . . . C4 C6 C5 118.9(7) yes . . . C4 C6 C7 120.1(7) yes . . . C5 C6 C7 121.0(6) yes . . . O1 C7 N1 118.8(6) yes . . . O1 C7 C6 116.8(6) yes . . . N1 C7 C6 124.4(6) yes . . . O2 C8 N1 126.4(6) yes . . . O2 C8 C9 124.8(6) yes . . . N1 C8 C9 108.7(5) yes . . . O1 C9 C8 101.2(5) yes . . . O1 C9 C10 110.0(5) yes . . . O1 C9 C11 107.5(5) yes . . . C8 C9 C10 111.5(5) yes . . . C8 C9 C11 111.1(5) yes . . . C10 C9 C11 114.6(5) yes . . . C9 C11 C12 124.8(6) yes . . . C11 C12 C13 121.9(6) yes . . . O3 C13 C12 120.1(7) yes . . . O3 C13 C14 121.9(7) yes . . . C12 C13 C14 118.1(6) yes . . . C13 C14 C15 114.6(6) yes . . . C14 C15 C16 113.2(6) yes . . . C15 C16 C17 112.7(6) yes . . . C16 C17 C18 113.1(7) yes . . . C17 C18 C19 113.9(7) yes . . . C18 C19 C20 113.2(8) yes . . . C1 C2 H1 119.228 no . . . C4 C2 H1 120.613 no . . . C1 C3 H2 120.959 no . . . C5 C3 H2 120.862 no . . . C2 C4 H3 119.802 no . . . C6 C4 H3 119.983 no . . . C3 C5 H4 119.901 no . . . C6 C5 H4 118.879 no . . . C9 C10 H5 109.206 no . . . C9 C10 H6 109.748 no . . . C9 C10 H7 109.550 no . . . H5 C10 H6 109.441 no . . . H5 C10 H7 109.441 no . . . H6 C10 H7 109.441 no . . . C9 C11 H8 118.066 no . . . C12 C11 H8 117.154 no . . . C11 C12 H9 118.878 no . . . C13 C12 H9 119.242 no . . . C13 C14 H10 108.078 no . . . C13 C14 H11 107.033 no . . . C15 C14 H10 109.036 no . . . C15 C14 H11 108.562 no . . . H10 C14 H11 109.481 no . . . C14 C15 H12 108.329 no . . . C14 C15 H13 107.876 no . . . C16 C15 H12 108.797 no . . . C16 C15 H13 109.136 no . . . H12 C15 H13 109.487 no . . . C15 C16 H14 107.958 no . . . C15 C16 H15 108.317 no . . . C17 C16 H14 109.121 no . . . C17 C16 H15 109.165 no . . . H14 C16 H15 109.487 no . . . C16 C17 H16 109.588 no . . . C16 C17 H17 109.633 no . . . C18 C17 H16 107.943 no . . . C18 C17 H17 107.046 no . . . H16 C17 H17 109.479 no . . . C17 C18 H18 107.041 no . . . C17 C18 H19 106.247 no . . . C19 C18 H18 110.604 no . . . C19 C18 H19 109.496 no . . . H18 C18 H19 109.393 no . . . C18 C19 H20 111.083 no . . . C18 C19 H21 110.001 no . . . C20 C19 H20 107.278 no . . . C20 C19 H21 105.709 no . . . H20 C19 H21 109.310 no . . . C19 C20 H22 108.146 no . . . C19 C20 H23 110.602 no . . . C19 C20 H24 109.738 no . . . H22 C20 H23 109.441 no . . . H22 C20 H24 109.443 no . . . H23 C20 H24 109.448 no . . . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C7 O1 C9 C8 -0.9(5) no . . . . C7 O1 C9 C10 -119.0(5) no . . . . C7 O1 C9 C11 115.7(5) no . . . . C9 O1 C7 N1 0.1(7) no . . . . C9 O1 C7 C6 -179.5(4) no . . . . C7 N1 C8 O2 176.9(6) no . . . . C7 N1 C8 C9 -1.5(6) no . . . . C8 N1 C7 O1 0.9(7) no . . . . C8 N1 C7 C6 -179.6(5) no . . . . Br1 C1 C2 C4 -179.2(5) no . . . . Br1 C1 C3 C5 178.5(4) no . . . . C2 C1 C3 C5 0.2(10) no . . . . C3 C1 C2 C4 -0.9(11) no . . . . C1 C2 C4 C6 1.5(11) no . . . . C1 C3 C5 C6 -0.0(9) no . . . . C2 C4 C6 C5 -1.3(10) no . . . . C2 C4 C6 C7 179.5(6) no . . . . C3 C5 C6 C4 0.5(9) no . . . . C3 C5 C6 C7 179.8(6) no . . . . C4 C6 C7 O1 171.9(6) no . . . . C4 C6 C7 N1 -7.6(9) no . . . . C5 C6 C7 O1 -7.4(8) no . . . . C5 C6 C7 N1 173.1(5) no . . . . O2 C8 C9 O1 -176.9(6) no . . . . O2 C8 C9 C10 -60.0(8) no . . . . O2 C8 C9 C11 69.2(7) no . . . . N1 C8 C9 O1 1.5(6) no . . . . N1 C8 C9 C10 118.4(5) no . . . . N1 C8 C9 C11 -112.4(5) no . . . . O1 C9 C11 C12 160.2(5) no . . . . C8 C9 C11 C12 -90.0(6) no . . . . C10 C9 C11 C12 37.6(8) no . . . . C9 C11 C12 C13 178.4(5) no . . . . C11 C12 C13 O3 21.0(9) no . . . . C11 C12 C13 C14 -160.0(6) no . . . . O3 C13 C14 C15 -9.0(9) no . . . . C12 C13 C14 C15 172.0(5) no . . . . C13 C14 C15 C16 177.5(5) no . . . . C14 C15 C16 C17 -178.5(5) no . . . . C15 C16 C17 C18 179.0(5) no . . . . C16 C17 C18 C19 -178.9(5) no . . . . C17 C18 C19 C20 -179.4(6) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O1 O2 3.482(7) no . . O1 C5 2.789(8) no . . O2 C7 3.307(8) no . . O2 C10 3.059(8) no . . O2 C11 3.107(8) no . . O2 C12 3.516(9) no . . O3 C11 2.819(9) no . . O3 C15 2.796(10) no . . N1 C4 2.900(10) no . . N1 C10 3.474(8) no . . N1 C11 3.404(8) no . . C1 C6 2.755(10) no . . C2 C5 2.755(10) no . . C3 C4 2.788(11) no . . C6 C8 3.567(10) no . . C7 C10 3.321(9) no . . C7 C11 3.248(9) no . . C8 C12 3.339(10) no . . C10 C12 3.007(10) no . . Br1 C20 3.551(12) no . 1_636 O1 O2 3.645(6) no . 1_545 O1 O2 3.380(6) no . 1_655 O1 C10 3.505(9) no . 1_655 O2 O1 3.380(6) no . 1_455 O2 O1 3.645(6) no . 1_565 O2 C3 3.339(8) no . 1_465 O2 C5 3.281(8) no . 1_465 O2 C7 3.469(8) no . 1_455 O2 C10 3.335(9) no . 1_565 O2 C11 3.302(8) no . 1_455 O3 C10 3.305(8) no . 1_665 O3 C12 3.272(9) no . 1_655 O3 C14 3.432(9) no . 1_655 N1 C5 3.541(8) no . 1_455 N1 C5 3.495(8) no . 1_565 N1 C6 3.692(8) no . 1_455 C3 O2 3.339(8) no . 1_645 C3 C4 3.556(10) no . 1_545 C4 C3 3.556(10) no . 1_565 C5 O2 3.281(8) no . 1_645 C5 N1 3.495(8) no . 1_545 C5 N1 3.541(8) no . 1_655 C6 N1 3.692(8) no . 1_655 C7 O2 3.469(8) no . 1_655 C10 O1 3.505(9) no . 1_455 C10 O2 3.335(9) no . 1_545 C10 O3 3.305(8) no . 1_445 C11 O2 3.302(8) no . 1_655 C12 O3 3.272(9) no . 1_455 C14 O3 3.432(9) no . 1_455 C20 Br1 3.551(12) no . 1_474 Br1 H1 2.9097 no . . Br1 H2 2.9014 no . . O1 H4 2.4639 no . . O1 H5 2.5974 no . . O1 H6 2.6641 no . . O1 H7 3.2601 no . . O1 H8 2.4746 no . . O2 H6 3.1409 no . . O2 H7 2.9695 no . . O2 H9 3.3633 no . . O3 H8 2.5151 no . . O3 H9 3.1459 no . . O3 H10 2.9354 no . . O3 H11 3.0048 no . . O3 H12 2.8031 no . . O3 H13 2.6416 no . . N1 H3 2.6107 no . . N1 H6 3.3599 no . . N1 H8 3.5765 no . . C1 H3 3.2179 no . . C1 H4 3.2129 no . . C2 H2 3.2571 no . . C3 H1 3.2461 no . . C4 H4 3.2417 no . . C5 H3 3.2495 no . . C6 H1 3.2290 no . . C6 H2 3.2610 no . . C7 H3 2.6280 no . . C7 H4 2.6377 no . . C7 H6 3.2711 no . . C7 H8 3.2540 no . . C8 H5 3.3496 no . . C8 H6 2.6355 no . . C8 H7 2.8169 no . . C8 H8 2.9991 no . . C8 H9 3.3977 no . . C9 H9 2.6545 no . . C10 H8 3.3195 no . . C10 H9 2.7324 no . . C11 H5 2.7793 no . . C11 H6 3.3547 no . . C11 H7 2.7091 no . . C12 H5 3.2087 no . . C12 H7 2.7462 no . . C12 H10 2.7906 no . . C12 H11 2.6790 no . . C13 H8 2.5580 no . . C13 H12 2.7343 no . . C13 H13 2.6927 no . . C14 H9 2.7091 no . . C14 H14 2.7009 no . . C14 H15 2.7249 no . . C15 H16 2.7336 no . . C15 H17 2.7279 no . . C16 H10 2.7033 no . . C16 H11 2.7443 no . . C16 H18 2.6677 no . . C16 H19 2.6859 no . . C17 H12 2.7274 no . . C17 H13 2.7134 no . . C17 H20 2.7552 no . . C17 H21 2.7677 no . . C18 H14 2.7167 no . . C18 H15 2.7280 no . . C18 H22 2.7065 no . . C18 H23 3.3517 no . . C18 H24 2.7110 no . . C19 H16 2.7183 no . . C19 H17 2.6946 no . . C20 H18 2.7403 no . . C20 H19 2.7295 no . . H1 H3 2.2940 no . . H2 H4 2.3154 no . . H5 H8 3.4409 no . . H5 H9 3.0189 no . . H6 H9 3.5955 no . . H7 H9 2.1997 no . . H8 H9 2.7348 no . . H9 H10 2.7063 no . . H9 H11 2.6965 no . . H10 H12 2.8207 no . . H10 H13 2.3487 no . . H10 H14 2.5038 no . . H10 H15 2.9745 no . . H11 H12 2.3107 no . . H11 H13 2.8124 no . . H11 H14 3.0091 no . . H11 H15 2.5734 no . . H12 H14 2.8200 no . . H12 H15 2.3305 no . . H12 H16 2.5704 no . . H12 H17 3.0181 no . . H13 H14 2.3431 no . . H13 H15 2.8261 no . . H13 H16 3.0023 no . . H13 H17 2.5491 no . . H14 H16 2.8329 no . . H14 H17 2.3501 no . . H14 H18 2.4912 no . . H14 H19 2.9750 no . . H15 H16 2.3479 no . . H15 H17 2.8336 no . . H15 H18 2.9552 no . . H15 H19 2.5227 no . . H16 H18 2.7979 no . . H16 H19 2.2883 no . . H16 H20 2.5753 no . . H16 H21 3.0461 no . . H17 H18 2.3074 no . . H17 H19 2.7831 no . . H17 H20 2.9892 no . . H17 H21 2.5637 no . . H18 H20 2.8577 no . . H18 H21 2.3628 no . . H18 H22 3.0164 no . . H18 H24 2.5722 no . . H19 H20 2.3735 no . . H19 H21 2.8390 no . . H19 H22 2.5557 no . . H19 H24 3.0018 no . . H20 H22 2.2981 no . . H20 H23 2.3078 no . . H20 H24 2.7996 no . . H21 H22 2.7722 no . . H21 H23 2.2911 no . . H21 H24 2.2980 no . . Br1 H1 3.5542 no . 1_545 Br1 H18 3.4570 no . 1_646 Br1 H22 3.2648 no . 1_636 Br1 H23 3.2773 no . 1_536 Br1 H23 3.4087 no . 1_636 Br1 H24 3.3951 no . 1_636 Br1 H24 3.2982 no . 1_646 O1 H6 2.8623 no . 1_655 O1 H7 3.3112 no . 1_655 O2 H2 2.7716 no . 1_465 O2 H4 2.6437 no . 1_465 O2 H5 3.1072 no . 1_565 O2 H6 2.7318 no . 1_565 O2 H8 2.4521 no . 1_455 O3 H5 2.7649 no . 1_665 O3 H6 3.4211 no . 1_665 O3 H7 3.4016 no . 1_655 O3 H7 3.2195 no . 1_665 O3 H9 2.4840 no . 1_655 O3 H10 3.2123 no . 1_655 O3 H11 2.8873 no . 1_655 O3 H12 3.2044 no . 1_545 O3 H15 3.6115 no . 1_545 O3 H16 3.1202 no . 1_545 N1 H2 2.8290 no . 1_465 N1 H4 3.1998 no . 1_565 C1 H3 3.4838 no . 1_545 C2 H21 3.6385 no . 1_546 C2 H23 3.6892 no . 1_546 C2 H24 3.5920 no . 1_546 C3 H3 3.1307 no . 1_545 C4 H2 3.1621 no . 1_565 C5 H6 3.0294 no . 1_655 C6 H2 3.6659 no . 1_455 C6 H2 3.5163 no . 1_565 C6 H6 3.6998 no . 1_655 C7 H4 3.6307 no . 1_565 C7 H6 3.6868 no . 1_655 C8 H2 3.1292 no . 1_465 C8 H4 3.4506 no . 1_565 C8 H8 3.2709 no . 1_455 C9 H8 3.6682 no . 1_455 C10 H4 3.3142 no . 1_455 C10 H8 3.2134 no . 1_455 C10 H11 3.2529 no . 1_545 C10 H12 3.6532 no . 1_445 C11 H5 3.6820 no . 1_565 C11 H7 3.1030 no . 1_655 C11 H11 3.6793 no . 1_545 C12 H5 3.1110 no . 1_565 C12 H11 3.5289 no . 1_545 C12 H12 3.6355 no . 1_545 C12 H15 3.4306 no . 1_545 C13 H5 3.4049 no . 1_565 C13 H5 3.5811 no . 1_665 C13 H7 3.5781 no . 1_665 C13 H9 3.6214 no . 1_655 C13 H12 3.5033 no . 1_545 C13 H15 3.2171 no . 1_545 C13 H16 3.4355 no . 1_545 C14 H5 3.2934 no . 1_565 C14 H15 3.4222 no . 1_545 C14 H16 3.6080 no . 1_545 C14 H19 3.3489 no . 1_545 C15 H16 3.5712 no . 1_545 C15 H19 3.3233 no . 1_545 C15 H20 3.6002 no . 1_545 C16 H10 3.5785 no . 1_565 C16 H19 3.4717 no . 1_545 C16 H22 3.4218 no . 1_545 C17 H10 3.6414 no . 1_565 C17 H13 3.4638 no . 1_565 C17 H20 3.6302 no . 1_545 C17 H22 3.3568 no . 1_545 C18 H10 3.5141 no . 1_565 C18 H13 3.3530 no . 1_565 C18 H14 3.6031 no . 1_565 C18 H22 3.4738 no . 1_545 C19 H1 3.4620 no . 1_564 C19 H13 3.4373 no . 1_565 C19 H14 3.6879 no . 1_565 C19 H17 3.5051 no . 1_565 C20 H1 3.2218 no . 1_564 C20 H14 3.5607 no . 1_565 C20 H17 3.3817 no . 1_565 C20 H18 3.6101 no . 1_565 H1 Br1 3.5542 no . 1_565 H1 C19 3.4620 no . 1_546 H1 C20 3.2218 no . 1_546 H1 H21 2.7567 no . 1_546 H1 H23 2.9100 no . 1_546 H1 H24 2.9516 no . 1_546 H1 H24 3.2082 no . 1_646 H2 O2 2.7716 no . 1_645 H2 N1 2.8290 no . 1_645 H2 C4 3.1621 no . 1_545 H2 C6 3.5163 no . 1_545 H2 C6 3.6659 no . 1_655 H2 C8 3.1292 no . 1_645 H2 H3 2.9811 no . 1_545 H3 C1 3.4838 no . 1_565 H3 C3 3.1307 no . 1_565 H3 H2 2.9811 no . 1_565 H3 H23 3.4699 no . 1_546 H3 H24 3.3552 no . 1_546 H4 O2 2.6437 no . 1_645 H4 N1 3.1998 no . 1_545 H4 C7 3.6307 no . 1_545 H4 C8 3.4506 no . 1_545 H4 C10 3.3142 no . 1_655 H4 H6 2.3654 no . 1_655 H4 H8 3.4093 no . 1_545 H5 O2 3.1072 no . 1_545 H5 O3 2.7649 no . 1_445 H5 C11 3.6820 no . 1_545 H5 C12 3.1110 no . 1_545 H5 C13 3.5811 no . 1_445 H5 C13 3.4049 no . 1_545 H5 C14 3.2934 no . 1_545 H5 H8 3.5476 no . 1_445 H5 H9 3.0210 no . 1_545 H5 H11 2.4561 no . 1_545 H5 H12 3.5803 no . 1_445 H6 O1 2.8623 no . 1_455 H6 O2 2.7318 no . 1_545 H6 O3 3.4211 no . 1_445 H6 C5 3.0294 no . 1_455 H6 C6 3.6998 no . 1_455 H6 C7 3.6868 no . 1_455 H6 H4 2.3654 no . 1_455 H6 H8 3.2720 no . 1_445 H6 H8 3.2670 no . 1_455 H7 O1 3.3112 no . 1_455 H7 O3 3.2195 no . 1_445 H7 O3 3.4016 no . 1_455 H7 C11 3.1030 no . 1_455 H7 C13 3.5781 no . 1_445 H7 H8 2.5061 no . 1_455 H7 H11 3.3152 no . 1_545 H7 H12 2.8877 no . 1_445 H8 O2 2.4521 no . 1_655 H8 C8 3.2709 no . 1_655 H8 C9 3.6682 no . 1_655 H8 C10 3.2134 no . 1_655 H8 H4 3.4093 no . 1_565 H8 H5 3.5476 no . 1_665 H8 H6 3.2670 no . 1_655 H8 H6 3.2720 no . 1_665 H8 H7 2.5061 no . 1_655 H8 H9 3.2448 no . 1_655 H9 O3 2.4840 no . 1_455 H9 C13 3.6214 no . 1_455 H9 H5 3.0210 no . 1_565 H9 H8 3.2448 no . 1_455 H9 H11 3.4522 no . 1_545 H9 H12 3.2223 no . 1_445 H9 H15 3.3620 no . 1_545 H10 O3 3.2123 no . 1_455 H10 C16 3.5785 no . 1_545 H10 C17 3.6414 no . 1_545 H10 C18 3.5141 no . 1_545 H10 H13 3.2843 no . 1_455 H10 H15 2.7724 no . 1_545 H10 H16 3.0207 no . 1_445 H10 H16 3.3493 no . 1_545 H10 H19 2.6600 no . 1_545 H11 O3 2.8873 no . 1_455 H11 C10 3.2529 no . 1_565 H11 C11 3.6793 no . 1_565 H11 C12 3.5289 no . 1_565 H11 H5 2.4561 no . 1_565 H11 H7 3.3152 no . 1_565 H11 H9 3.4522 no . 1_565 H11 H12 3.3718 no . 1_455 H11 H13 3.2840 no . 1_455 H12 O3 3.2044 no . 1_565 H12 C10 3.6532 no . 1_665 H12 C12 3.6355 no . 1_565 H12 C13 3.5033 no . 1_565 H12 H5 3.5803 no . 1_665 H12 H7 2.8877 no . 1_665 H12 H9 3.2223 no . 1_665 H12 H11 3.3718 no . 1_655 H12 H15 3.5476 no . 1_655 H13 C17 3.4638 no . 1_545 H13 C18 3.3530 no . 1_545 H13 C19 3.4373 no . 1_545 H13 H10 3.2843 no . 1_655 H13 H11 3.2840 no . 1_655 H13 H14 3.5167 no . 1_655 H13 H15 3.4622 no . 1_655 H13 H16 2.7650 no . 1_545 H13 H19 2.8515 no . 1_545 H13 H20 2.7757 no . 1_545 H14 C18 3.6031 no . 1_545 H14 C19 3.6879 no . 1_545 H14 C20 3.5607 no . 1_545 H14 H13 3.5167 no . 1_455 H14 H17 3.3156 no . 1_455 H14 H19 2.7899 no . 1_545 H14 H20 3.0498 no . 1_445 H14 H20 3.4198 no . 1_545 H14 H22 2.7273 no . 1_545 H15 O3 3.6115 no . 1_565 H15 C12 3.4306 no . 1_565 H15 C13 3.2171 no . 1_565 H15 C14 3.4222 no . 1_565 H15 H9 3.3620 no . 1_565 H15 H10 2.7724 no . 1_565 H15 H12 3.5476 no . 1_455 H15 H13 3.4622 no . 1_455 H15 H16 3.3208 no . 1_455 H15 H17 3.2591 no . 1_455 H16 O3 3.1202 no . 1_565 H16 C13 3.4355 no . 1_565 H16 C14 3.6080 no . 1_565 H16 C15 3.5712 no . 1_565 H16 H10 3.3493 no . 1_565 H16 H10 3.0207 no . 1_665 H16 H13 2.7650 no . 1_565 H16 H15 3.3208 no . 1_655 H16 H19 3.5445 no . 1_655 H17 C19 3.5051 no . 1_545 H17 C20 3.3817 no . 1_545 H17 H14 3.3156 no . 1_655 H17 H15 3.2591 no . 1_655 H17 H18 3.4973 no . 1_655 H17 H19 3.4857 no . 1_655 H17 H20 2.8165 no . 1_545 H17 H22 2.8681 no . 1_545 H17 H23 3.3508 no . 1_545 H18 Br1 3.4570 no . 1_464 H18 C20 3.6101 no . 1_545 H18 H17 3.4973 no . 1_455 H18 H21 3.3525 no . 1_455 H18 H22 2.7823 no . 1_545 H18 H23 3.6256 no . 1_545 H19 C14 3.3489 no . 1_565 H19 C15 3.3233 no . 1_565 H19 C16 3.4717 no . 1_565 H19 H10 2.6600 no . 1_565 H19 H13 2.8515 no . 1_565 H19 H14 2.7899 no . 1_565 H19 H16 3.5445 no . 1_455 H19 H17 3.4857 no . 1_455 H19 H20 3.3246 no . 1_455 H19 H21 3.3488 no . 1_455 H20 C15 3.6002 no . 1_565 H20 C17 3.6302 no . 1_565 H20 H13 2.7757 no . 1_565 H20 H14 3.4198 no . 1_565 H20 H14 3.0498 no . 1_665 H20 H17 2.8165 no . 1_565 H20 H19 3.3246 no . 1_655 H20 H22 3.5064 no . 1_655 H21 C2 3.6385 no . 1_564 H21 H1 2.7567 no . 1_564 H21 H18 3.3525 no . 1_655 H21 H19 3.3488 no . 1_655 H21 H22 3.5261 no . 1_655 H21 H24 3.5033 no . 1_655 H22 Br1 3.2648 no . 1_474 H22 C16 3.4218 no . 1_565 H22 C17 3.3568 no . 1_565 H22 C18 3.4738 no . 1_565 H22 H14 2.7273 no . 1_565 H22 H17 2.8681 no . 1_565 H22 H18 2.7823 no . 1_565 H22 H20 3.5064 no . 1_455 H22 H21 3.5261 no . 1_455 H23 Br1 3.4087 no . 1_474 H23 Br1 3.2773 no . 1_574 H23 C2 3.6892 no . 1_564 H23 H1 2.9100 no . 1_564 H23 H3 3.4699 no . 1_564 H23 H17 3.3508 no . 1_565 H23 H18 3.6256 no . 1_565 H24 Br1 3.2982 no . 1_464 H24 Br1 3.3951 no . 1_474 H24 C2 3.5920 no . 1_564 H24 H1 3.2082 no . 1_464 H24 H1 2.9516 no . 1_564 H24 H3 3.3552 no . 1_564 H24 H21 3.5033 no . 1_455 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================