data_compound3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H4 O10 Zn1.50, 1(C2 H8 N)' _chemical_formula_sum 'C14 H12 N O10 Zn1.50' _chemical_formula_weight 452.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.426(5) _cell_length_b 15.424(5) _cell_length_c 17.359(5) _cell_angle_alpha 90.000 _cell_angle_beta 92.474(5) _cell_angle_gamma 90.000 _cell_volume 2521.4(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'rod' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.191 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.476 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.6658 _exptl_absorpt_correction_T_max 0.7568 _exptl_absorpt_process_details 'multi-scan absorption correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25095 _diffrn_reflns_av_R_equivalents 0.0301 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 28.64 _reflns_number_total 6457 _reflns_number_gt 5245 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The structure was solved by direct methods and subsequent difference Fourier syntheses. The electron density contributionof the diffuse scattering of the disordered guest molecules was handled using SQUEEZE procedure in the PLATON software suite. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6457 _refine_ls_number_parameters 243 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1152 _refine_ls_R_factor_gt 0.1038 _refine_ls_wR_factor_ref 0.3523 _refine_ls_wR_factor_gt 0.3378 _refine_ls_goodness_of_fit_ref 1.525 _refine_ls_restrained_S_all 1.525 _refine_ls_shift/su_max 0.148 _refine_ls_shift/su_mean 0.008 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 C1 C 0.7856(5) 0.0071(4) 0.1056(3) 0.0324(10) Uani 1 1 d . . . C2 C 0.9386(5) -0.0156(4) 0.1008(3) 0.0322(10) Uani 1 1 d . . . C3 C 1.0046(6) -0.0860(4) 0.0728(3) 0.0373(11) Uani 1 1 d . . . H3 H 0.9610 -0.1369 0.0520 0.045 Uiso 1 1 calc R . . C4 C 1.1528(6) -0.0683(4) 0.0807(3) 0.0383(11) Uani 1 1 d . . . H4 H 1.2279 -0.1049 0.0658 0.046 Uiso 1 1 calc R . . C5 C 1.1658(5) 0.0107(3) 0.1135(3) 0.0319(10) Uani 1 1 d . . . C6 C 1.2900(5) 0.0662(4) 0.1362(3) 0.0343(10) Uani 1 1 d . . . C7 C 0.5650(6) 0.2233(3) 0.0288(3) 0.0324(10) Uani 1 1 d . . . C8 C 0.5864(6) 0.1920(4) 0.4930(3) 0.0346(10) Uani 1 1 d . . . C9 C 0.6153(11) 0.1129(4) 0.5236(4) 0.057(2) Uani 1 1 d . . . H9 H 0.6269 0.0984 0.5767 0.068 Uiso 1 1 calc R . . C10 C 0.6249(9) 0.0563(4) 0.4595(4) 0.0570(18) Uani 1 1 d . . . H10 H 0.6421 -0.0044 0.4616 0.068 Uiso 1 1 calc R . . C11 C 0.6053(6) 0.1037(3) 0.3960(3) 0.0344(11) Uani 1 1 d . . . C12 C 0.5954(6) 0.0798(4) 0.3131(3) 0.0348(11) Uani 1 1 d . . . C13 C 0.6543(9) -0.1899(5) 0.2036(5) 0.071(2) Uani 1 1 d . . . H13A H 0.7344 -0.1702 0.1740 0.106 Uiso 1 1 calc R . . H13B H 0.6369 -0.2516 0.1934 0.106 Uiso 1 1 calc R . . H13C H 0.6765 -0.1814 0.2588 0.106 Uiso 1 1 calc R . . C14 C 0.4062(9) -0.1515(4) 0.2302(4) 0.0555(16) Uani 1 1 d . . . H14A H 0.3328 -0.1862 0.2028 0.083 Uiso 1 1 calc R . . H14B H 0.3672 -0.0946 0.2429 0.083 Uiso 1 1 calc R . . H14C H 0.4377 -0.1813 0.2777 0.083 Uiso 1 1 calc R . . N1 N 0.5276(8) -0.1401(5) 0.1807(4) 0.0635(16) Uani 1 1 d . . . H1A H 0.5512 -0.0822 0.1802 0.076 Uiso 1 1 calc R . . H1B H 0.4996 -0.1554 0.1312 0.076 Uiso 1 1 calc R . . O1 O 0.6985(4) -0.0441(3) 0.0769(3) 0.0456(10) Uani 1 1 d . . . O2 O 0.7590(4) 0.0772(3) 0.1389(2) 0.0466(10) Uani 1 1 d . . . O3 O 1.0360(3) 0.0451(3) 0.1260(2) 0.0338(8) Uani 1 1 d . . . O4 O 1.2721(5) 0.1370(4) 0.1657(4) 0.0601(14) Uani 1 1 d . . . O5 O 1.4116(3) 0.0328(2) 0.12245(18) 0.0300(7) Uani 1 1 d . . . O6 O 0.5614(5) 0.2261(3) 0.1032(2) 0.0403(9) Uani 1 1 d . . . O7 O 0.5549(4) 0.1565(2) -0.0106(2) 0.0352(8) Uani 1 1 d . . . O8 O 0.5782(4) 0.1882(2) 0.41506(19) 0.0307(7) Uani 1 1 d . . . O9 O 0.5713(4) 0.1425(3) 0.26668(19) 0.0386(9) Uani 1 1 d . . . O10 O 0.6094(6) 0.0025(3) 0.2952(3) 0.0538(12) Uani 1 1 d . . . Zn1 Zn 0.56336(5) 0.11449(4) 0.15741(3) 0.0274(3) Uani 1 1 d . . . Zn2 Zn 0.5000 0.0000 0.0000 0.1160(8) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.015(2) 0.053(3) 0.029(2) 0.007(2) 0.0010(16) 0.0009(19) C2 0.015(2) 0.057(3) 0.024(2) 0.000(2) 0.0014(16) -0.0009(19) C3 0.025(2) 0.050(3) 0.037(3) -0.005(2) -0.001(2) -0.004(2) C4 0.022(2) 0.055(3) 0.038(3) -0.009(2) 0.0004(19) 0.006(2) C5 0.018(2) 0.049(3) 0.029(2) -0.0032(19) 0.0026(17) -0.0036(19) C6 0.021(2) 0.049(3) 0.033(2) -0.006(2) 0.0051(18) -0.0008(19) C7 0.032(3) 0.042(2) 0.024(2) 0.0017(18) 0.0045(18) 0.0000(19) C8 0.038(3) 0.046(3) 0.019(2) 0.0018(18) 0.0008(18) -0.003(2) C9 0.095(6) 0.048(3) 0.027(3) 0.003(2) 0.005(3) 0.008(3) C10 0.101(6) 0.037(3) 0.034(3) 0.004(2) 0.004(3) 0.014(3) C11 0.036(3) 0.037(2) 0.029(2) 0.0024(18) 0.001(2) 0.0002(19) C12 0.033(3) 0.045(3) 0.027(2) -0.005(2) 0.0016(19) -0.001(2) C13 0.064(5) 0.062(4) 0.086(6) 0.017(4) -0.005(4) 0.003(4) C14 0.068(5) 0.045(3) 0.052(4) 0.005(3) -0.001(3) -0.001(3) N1 0.061(4) 0.070(4) 0.058(4) 0.010(3) -0.004(3) 0.004(3) O1 0.0165(17) 0.071(3) 0.049(2) 0.003(2) -0.0048(15) 0.0016(17) O2 0.0206(18) 0.076(3) 0.043(2) -0.001(2) 0.0035(15) 0.0072(18) O3 0.0165(16) 0.052(2) 0.0332(18) -0.0082(15) 0.0012(13) 0.0024(14) O4 0.029(2) 0.066(3) 0.086(4) -0.032(3) 0.003(2) -0.006(2) O5 0.0195(16) 0.0449(18) 0.0257(15) -0.0021(13) 0.0015(12) -0.0038(13) O6 0.052(2) 0.047(2) 0.0218(16) -0.0006(15) 0.0022(15) 0.0013(17) O7 0.0366(19) 0.0403(19) 0.0288(17) -0.0007(14) 0.0026(14) -0.0044(15) O8 0.0316(18) 0.0376(17) 0.0229(15) 0.0017(13) 0.0022(13) 0.0012(13) O9 0.050(2) 0.0458(19) 0.0203(16) -0.0016(14) -0.0012(15) 0.0000(17) O10 0.080(3) 0.039(2) 0.042(2) -0.0077(17) 0.006(2) -0.004(2) Zn1 0.0213(4) 0.0393(4) 0.0217(4) -0.00589(19) 0.0002(2) 0.00039(19) Zn2 0.1055(17) 0.141(2) 0.1022(16) -0.0109(14) 0.0086(12) 0.0016(14) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.228(7) . ? C1 O2 1.258(7) . ? C1 C2 1.490(6) . ? C2 C3 1.352(8) . ? C2 O3 1.369(6) . ? C3 C4 1.425(7) . ? C3 H3 0.9500 . ? C4 C5 1.347(8) . ? C4 H4 0.9500 . ? C5 O3 1.360(6) . ? C5 C6 1.489(7) . ? C6 O4 1.221(7) . ? C6 O5 1.289(6) . ? C7 O7 1.238(6) . ? C7 O6 1.295(6) . ? C7 C8 1.465(7) 4_565 ? C8 C9 1.353(8) . ? C8 O8 1.352(5) . ? C8 C7 1.465(7) 4_566 ? C9 C10 1.421(9) . ? C9 H9 0.9500 . ? C10 C11 1.330(8) . ? C10 H10 0.9500 . ? C11 O8 1.371(6) . ? C11 C12 1.485(7) . ? C12 O10 1.241(7) . ? C12 O9 1.272(7) . ? C13 N1 1.461(11) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 N1 1.470(10) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? O1 Zn2 2.352(4) . ? O2 Zn1 1.971(4) . ? O5 Zn1 1.981(3) 1_655 ? O5 Zn2 2.371(3) 1_655 ? O6 Zn1 1.962(4) . ? O7 Zn2 2.477(4) . ? O9 Zn1 1.943(3) . ? Zn1 O5 1.981(3) 1_455 ? Zn2 O1 2.352(4) 3_655 ? Zn2 O5 2.371(3) 3_755 ? Zn2 O5 2.371(3) 1_455 ? Zn2 O7 2.477(4) 3_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 126.6(5) . . ? O1 C1 C2 117.3(5) . . ? O2 C1 C2 116.1(5) . . ? C3 C2 O3 110.6(4) . . ? C3 C2 C1 132.0(5) . . ? O3 C2 C1 117.3(4) . . ? C2 C3 C4 106.0(5) . . ? C2 C3 H3 127.0 . . ? C4 C3 H3 127.0 . . ? C5 C4 C3 106.6(5) . . ? C5 C4 H4 126.7 . . ? C3 C4 H4 126.7 . . ? C4 C5 O3 110.7(4) . . ? C4 C5 C6 133.4(5) . . ? O3 C5 C6 115.8(4) . . ? O4 C6 O5 125.1(5) . . ? O4 C6 C5 120.3(5) . . ? O5 C6 C5 114.6(4) . . ? O7 C7 O6 125.1(5) . . ? O7 C7 C8 121.1(4) . 4_565 ? O6 C7 C8 113.8(4) . 4_565 ? C9 C8 O8 110.9(5) . . ? C9 C8 C7 131.8(5) . 4_566 ? O8 C8 C7 117.4(4) . 4_566 ? C8 C9 C10 105.4(5) . . ? C8 C9 H9 127.3 . . ? C10 C9 H9 127.3 . . ? C11 C10 C9 107.4(5) . . ? C11 C10 H10 126.3 . . ? C9 C10 H10 126.3 . . ? C10 C11 O8 110.1(5) . . ? C10 C11 C12 131.9(5) . . ? O8 C11 C12 117.8(4) . . ? O10 C12 O9 126.1(5) . . ? O10 C12 C11 118.6(5) . . ? O9 C12 C11 115.3(5) . . ? N1 C13 H13A 109.5 . . ? N1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N1 C14 H14A 109.5 . . ? N1 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N1 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C14 N1 C13 115.2(6) . . ? C14 N1 H1A 108.5 . . ? C13 N1 H1A 108.5 . . ? C14 N1 H1B 108.5 . . ? C13 N1 H1B 108.5 . . ? H1A N1 H1B 107.5 . . ? C1 O1 Zn2 123.1(4) . . ? C1 O2 Zn1 122.1(4) . . ? C5 O3 C2 106.1(4) . . ? C6 O5 Zn1 109.0(3) . 1_655 ? C6 O5 Zn2 126.9(3) . 1_655 ? Zn1 O5 Zn2 97.68(13) 1_655 1_655 ? C7 O6 Zn1 116.7(3) . . ? C7 O7 Zn2 141.4(3) . . ? C8 O8 C11 106.2(4) . . ? C12 O9 Zn1 116.6(3) . . ? O9 Zn1 O6 105.82(16) . . ? O9 Zn1 O5 115.91(15) . 1_455 ? O6 Zn1 O5 114.78(16) . 1_455 ? O9 Zn1 O2 103.10(18) . . ? O6 Zn1 O2 99.64(19) . . ? O5 Zn1 O2 115.65(18) 1_455 . ? O1 Zn2 O1 180.0(3) 3_655 . ? O1 Zn2 O5 81.62(14) 3_655 3_755 ? O1 Zn2 O5 98.38(14) . 3_755 ? O1 Zn2 O5 98.38(14) 3_655 1_455 ? O1 Zn2 O5 81.62(14) . 1_455 ? O5 Zn2 O5 180.00(15) 3_755 1_455 ? O1 Zn2 O7 99.22(15) 3_655 3_655 ? O1 Zn2 O7 80.78(15) . 3_655 ? O5 Zn2 O7 86.62(12) 3_755 3_655 ? O5 Zn2 O7 93.38(12) 1_455 3_655 ? O1 Zn2 O7 80.78(15) 3_655 . ? O1 Zn2 O7 99.22(15) . . ? O5 Zn2 O7 93.38(12) 3_755 . ? O5 Zn2 O7 86.62(12) 1_455 . ? O7 Zn2 O7 180.0 3_655 . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.64 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.387 _refine_diff_density_min -5.154 _refine_diff_density_rms 0.256 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 -0.004 0.320 1055 165 ' ' _platon_squeeze_details ; The SQUEEZE routine of the program PLATON was used in order to eliminate the contribution of disordered solvents molecules, thereby a final model based only on the ordered part of the crystal structure was obtained. The SQUEEZE routine suggested that a total potential solvent area volume of 1067.9 Ang^3^[42.3% of cell volume], and a void electron population of 165 per cell. Refinement after the SQUEEZE routine gave significantly improved R values. [R values before SQUEEZE] R1 = 0.1386 for >2sigma(I) data R1 = 0.1524, wR2 = 0.4302, GooF = S = 2.0030 for all data ( 6457 data and 0 restraint / 243 parameters) ;