data_publication_text _publ_contact_author_name 'Jon Zubieta' _publ_contact_author_address ;Department of Chemistry 111 College Place Syracuse University Syracuse, NY 13244 ; data_c2c compound 4c [H3N(CH2)4NH3] [V4O4(OH)2{O3P(CH2)3PO3}2] _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H16.50 N O10.25 P2 V2' _chemical_formula_weight 418.51 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' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'V' 'V' 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.2003(11) _cell_length_b 10.2122(7) _cell_length_c 18.5903(13) _cell_angle_alpha 90.00 _cell_angle_beta 103.5300(10) _cell_angle_gamma 90.00 _cell_volume 2805.7(3) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 5255 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 29.13 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.982 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1692 _exptl_absorpt_coefficient_mu 1.608 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6271 _exptl_absorpt_correction_T_max 0.9685 _exptl_absorpt_process_details 'SADABS SHELXL-97 (SHELDRICK, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX CCD area detector' _diffrn_measurement_method 'Phi and omega scans' _diffrn_detector_area_resol_mean 512 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.001 _diffrn_reflns_number 14263 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0289 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 28.28 _reflns_number_total 3477 _reflns_number_gt 3121 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^ > 2sigma(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. ; _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^)+(0.0623P)^2^+31.4315P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3477 _refine_ls_number_parameters 194 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0597 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1382 _refine_ls_wR_factor_gt 0.1340 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 V1 V 0.16025(4) 0.38417(6) 0.08394(3) 0.01194(16) Uani 1 1 d . . . V2 V 0.25210(4) -0.04648(6) 0.21606(3) 0.01174(16) Uani 1 1 d . . . P1 P 0.28636(6) 0.12163(9) 0.07779(5) 0.0111(2) Uani 1 1 d . . . P2 P 0.33657(6) 0.16866(9) 0.33572(5) 0.0108(2) Uani 1 1 d . . . O1 O 0.21142(19) 0.4257(3) -0.00013(14) 0.0158(5) Uani 1 1 d . . . O2 O 0.17471(19) 0.5730(3) 0.10387(14) 0.0159(5) Uani 1 1 d . . . O3 O 0.0539(2) 0.3647(3) 0.05904(18) 0.0242(6) Uani 1 1 d . . . O4 O 0.2025(3) 0.3566(3) 0.19155(17) 0.0259(7) Uani 1 1 d . . . O5 O 0.20186(18) 0.2008(3) 0.07841(15) 0.0163(5) Uani 1 1 d . . . O6 O 0.29019(19) -0.0014(3) 0.12580(14) 0.0154(5) Uani 1 1 d . . . O7 O 0.23296(18) -0.2219(3) 0.16968(15) 0.0164(5) Uani 1 1 d . . . O8 O 0.1526(2) 0.0052(3) 0.2138(2) 0.0291(7) Uani 1 1 d . . . O9 O 0.32841(18) 0.1006(3) 0.26113(14) 0.0149(5) Uani 1 1 d . . . O90 O 0.0431(9) 0.0279(15) 0.0189(9) 0.038(4) Uani 0.25 1 d P . . O91 O 0.8270(10) 0.2940(6) 0.0371(5) 0.188(6) Uani 1 1 d . . . C1 C 0.3840(2) 0.2210(4) 0.1123(2) 0.0139(7) Uani 1 1 d . . . H1D H 0.3860 0.2909 0.0758 0.017 Uiso 1 1 calc R . . H1E H 0.3776 0.2637 0.1586 0.017 Uiso 1 1 calc R . . C2 C 0.4468(3) 0.2411(4) 0.3599(2) 0.0162(7) Uani 1 1 d . . . H2A H 0.4524 0.3028 0.3201 0.019 Uiso 1 1 calc R . . H2B H 0.4517 0.2929 0.4056 0.019 Uiso 1 1 calc R . . C3 C 0.5263(3) 0.1465(4) 0.3722(2) 0.0160(7) Uani 1 1 d . . . H3A H 0.5213 0.0911 0.3277 0.019 Uiso 1 1 calc R . . H3B H 0.5248 0.0885 0.4145 0.019 Uiso 1 1 calc R . . N1 N 0.8937(18) 0.125(3) 0.0823(10) 0.352(14) Uani 1 1 d DU . . H1A H 0.8360 0.1210 0.0882 0.527 Uiso 1 1 calc R . . H1B H 0.9050 0.0535 0.0566 0.527 Uiso 1 1 calc R . . H1C H 0.9009 0.1989 0.0570 0.527 Uiso 1 1 calc R . . C4 C 0.9602(9) 0.1272(15) 0.1587(10) 0.198(10) Uani 1 1 d D . . H4A1 H 0.9519 0.0431 0.1828 0.237 Uiso 1 1 calc R . . H4A2 H 1.0216 0.1246 0.1493 0.237 Uiso 1 1 calc R . . C5 C 0.9624(5) 0.2341(7) 0.2173(4) 0.0616(19) Uani 1 1 d D . . H5A H 0.9620 0.3201 0.1926 0.074 Uiso 1 1 calc R . . H5B H 0.9055 0.2278 0.2343 0.074 Uiso 1 1 calc R . . H4 H 0.214(4) 0.294(6) 0.196(3) 0.019(14) Uiso 1 1 d . . . 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 V1 0.0141(3) 0.0136(3) 0.0092(3) -0.0014(2) 0.0050(2) 0.0016(2) V2 0.0131(3) 0.0134(3) 0.0098(3) -0.0028(2) 0.0048(2) -0.0022(2) P1 0.0148(4) 0.0115(4) 0.0071(4) -0.0007(3) 0.0030(3) 0.0012(3) P2 0.0133(4) 0.0115(4) 0.0074(4) 0.0006(3) 0.0022(3) -0.0005(3) O1 0.0216(13) 0.0180(13) 0.0090(11) -0.0013(10) 0.0059(10) -0.0015(11) O2 0.0266(14) 0.0132(12) 0.0090(11) -0.0014(10) 0.0067(10) -0.0005(11) O3 0.0184(14) 0.0246(15) 0.0314(17) -0.0075(13) 0.0098(12) 0.0002(12) O4 0.053(2) 0.0152(15) 0.0103(13) -0.0001(12) 0.0082(13) 0.0078(15) O5 0.0168(13) 0.0172(13) 0.0156(13) 0.0000(10) 0.0054(10) 0.0034(10) O6 0.0246(14) 0.0122(12) 0.0108(11) 0.0002(10) 0.0072(10) 0.0021(11) O7 0.0180(13) 0.0147(13) 0.0180(13) -0.0047(10) 0.0075(10) -0.0031(10) O8 0.0188(14) 0.0285(16) 0.0424(19) -0.0182(15) 0.0121(13) -0.0029(13) O9 0.0201(13) 0.0169(13) 0.0083(11) -0.0020(10) 0.0045(10) -0.0067(10) O90 0.023(7) 0.033(8) 0.055(10) 0.014(7) -0.001(6) 0.000(6) O91 0.461(18) 0.034(3) 0.140(7) -0.007(4) 0.214(10) -0.012(6) C1 0.0152(16) 0.0114(16) 0.0145(17) -0.0030(13) 0.0024(13) 0.0007(13) C2 0.0168(17) 0.0120(16) 0.0179(17) -0.0019(14) 0.0002(14) -0.0015(14) C3 0.0183(18) 0.0130(16) 0.0147(17) -0.0004(14) -0.0003(14) -0.0017(14) N1 0.352(14) 0.352(14) 0.352(14) 0.0004(10) 0.083(3) 0.0000(10) C4 0.084(9) 0.149(13) 0.32(2) -0.158(15) -0.041(12) 0.006(8) C5 0.077(5) 0.042(3) 0.077(5) -0.001(3) 0.038(4) -0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 V1 O3 1.586(3) . ? V1 O1 1.948(3) . ? V1 O2 1.966(3) . ? V1 O4 1.973(3) . ? V1 O5 1.987(3) . ? V2 O8 1.593(3) . ? V2 O6 1.954(3) . ? V2 O9 1.962(3) . ? V2 O4 1.963(3) 4_545 ? V2 O7 1.980(3) . ? P1 O5 1.520(3) . ? P1 O1 1.530(3) 7 ? P1 O6 1.534(3) . ? P1 C1 1.788(4) . ? P2 O7 1.525(3) 4 ? P2 O2 1.528(3) 4_545 ? P2 O9 1.530(3) . ? P2 C2 1.790(4) . ? O1 P1 1.530(3) 7 ? O2 P2 1.528(3) 4 ? O4 V2 1.963(3) 4 ? O4 H4 0.66(6) . ? O7 P2 1.525(3) 4_545 ? O90 O90 1.45(3) 5 ? C1 C3 1.528(5) 2_655 ? C1 H1D 0.9900 . ? C1 H1E 0.9900 . ? C2 C3 1.521(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C1 1.528(5) 2_655 ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N1 C4 1.537(10) . ? N1 H1A 0.9100 . ? N1 H1B 0.9100 . ? N1 H1C 0.9100 . ? C4 C5 1.536(8) . ? C4 H4A1 0.9900 . ? C4 H4A2 0.9900 . ? C5 C5 1.462(16) 2_755 ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? 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 O3 V1 O1 111.34(15) . . ? O3 V1 O2 103.84(14) . . ? O1 V1 O2 83.67(11) . . ? O3 V1 O4 110.21(17) . . ? O1 V1 O4 138.44(14) . . ? O2 V1 O4 87.33(13) . . ? O3 V1 O5 100.48(14) . . ? O1 V1 O5 88.39(12) . . ? O2 V1 O5 155.66(12) . . ? O4 V1 O5 83.45(13) . . ? O8 V2 O6 111.69(16) . . ? O8 V2 O9 102.71(14) . . ? O6 V2 O9 85.53(11) . . ? O8 V2 O4 109.12(18) . 4_545 ? O6 V2 O4 139.13(14) . 4_545 ? O9 V2 O4 87.73(13) . 4_545 ? O8 V2 O7 104.29(14) . . ? O6 V2 O7 83.23(11) . . ? O9 V2 O7 152.96(12) . . ? O4 V2 O7 84.87(13) 4_545 . ? O5 P1 O1 112.35(16) . 7 ? O5 P1 O6 110.38(16) . . ? O1 P1 O6 106.51(15) 7 . ? O5 P1 C1 109.10(17) . . ? O1 P1 C1 108.53(16) 7 . ? O6 P1 C1 109.92(17) . . ? O7 P2 O2 108.77(15) 4 4_545 ? O7 P2 O9 111.43(16) 4 . ? O2 P2 O9 112.10(15) 4_545 . ? O7 P2 C2 107.90(17) 4 . ? O2 P2 C2 109.83(17) 4_545 . ? O9 P2 C2 106.71(17) . . ? P1 O1 V1 142.11(18) 7 . ? P2 O2 V1 137.62(17) 4 . ? V2 O4 V1 141.24(19) 4 . ? V2 O4 H4 111(5) 4 . ? V1 O4 H4 106(5) . . ? P1 O5 V1 141.41(18) . . ? P1 O6 V2 135.56(17) . . ? P2 O7 V2 136.11(17) 4_545 . ? P2 O9 V2 130.50(16) . . ? C3 C1 P1 114.5(3) 2_655 . ? C3 C1 H1D 108.6 2_655 . ? P1 C1 H1D 108.6 . . ? C3 C1 H1E 108.6 2_655 . ? P1 C1 H1E 108.6 . . ? H1D C1 H1E 107.6 . . ? C3 C2 P2 116.1(3) . . ? C3 C2 H2A 108.3 . . ? P2 C2 H2A 108.3 . . ? C3 C2 H2B 108.3 . . ? P2 C2 H2B 108.3 . . ? H2A C2 H2B 107.4 . . ? C2 C3 C1 110.8(3) . 2_655 ? C2 C3 H3A 109.5 . . ? C1 C3 H3A 109.5 2_655 . ? C2 C3 H3B 109.5 . . ? C1 C3 H3B 109.5 2_655 . ? H3A C3 H3B 108.1 . . ? C4 N1 H1A 109.5 . . ? C4 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C4 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C5 C4 N1 124.5(15) . . ? C5 C4 H4A1 106.2 . . ? N1 C4 H4A1 106.2 . . ? C5 C4 H4A2 106.2 . . ? N1 C4 H4A2 106.2 . . ? H4A1 C4 H4A2 106.4 . . ? C5 C5 C4 118.2(8) 2_755 . ? C5 C5 H5A 107.7 2_755 . ? C4 C5 H5A 107.7 . . ? C5 C5 H5B 107.7 2_755 . ? C4 C5 H5B 107.7 . . ? H5A C5 H5B 107.1 . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 V1 O1 P1 -51.5(3) . . . 7 ? O2 V1 O1 P1 -153.9(3) . . . 7 ? O4 V1 O1 P1 127.4(3) . . . 7 ? O5 V1 O1 P1 49.1(3) . . . 7 ? O3 V1 O2 P2 75.5(3) . . . 4 ? O1 V1 O2 P2 -174.0(3) . . . 4 ? O4 V1 O2 P2 -34.7(3) . . . 4 ? O5 V1 O2 P2 -102.3(3) . . . 4 ? O3 V1 O4 V2 -107.3(3) . . . 4 ? O1 V1 O4 V2 73.8(4) . . . 4 ? O2 V1 O4 V2 -3.6(3) . . . 4 ? O5 V1 O4 V2 153.9(3) . . . 4 ? O1 P1 O5 V1 -102.7(3) 7 . . . ? O6 P1 O5 V1 138.6(3) . . . . ? C1 P1 O5 V1 17.7(3) . . . . ? O3 V1 O5 P1 165.6(3) . . . . ? O1 V1 O5 P1 54.2(3) . . . . ? O2 V1 O5 P1 -16.6(5) . . . . ? O4 V1 O5 P1 -85.0(3) . . . . ? O5 P1 O6 V2 -33.0(3) . . . . ? O1 P1 O6 V2 -155.2(2) 7 . . . ? C1 P1 O6 V2 87.4(3) . . . . ? O8 V2 O6 P1 45.3(3) . . . . ? O9 V2 O6 P1 -56.6(3) . . . . ? O4 V2 O6 P1 -137.9(2) 4_545 . . . ? O7 V2 O6 P1 148.1(3) . . . . ? O8 V2 O7 P2 -31.1(3) . . . 4_545 ? O6 V2 O7 P2 -141.8(3) . . . 4_545 ? O9 V2 O7 P2 152.1(2) . . . 4_545 ? O4 V2 O7 P2 77.4(3) 4_545 . . 4_545 ? O7 P2 O9 V2 -87.1(2) 4 . . . ? O2 P2 O9 V2 35.1(3) 4_545 . . . ? C2 P2 O9 V2 155.3(2) . . . . ? O8 V2 O9 P2 57.9(3) . . . . ? O6 V2 O9 P2 169.1(2) . . . . ? O4 V2 O9 P2 -51.2(2) 4_545 . . . ? O7 V2 O9 P2 -125.3(3) . . . . ? O5 P1 C1 C3 169.5(3) . . . 2_655 ? O1 P1 C1 C3 -67.8(3) 7 . . 2_655 ? O6 P1 C1 C3 48.3(3) . . . 2_655 ? O7 P2 C2 C3 176.7(3) 4 . . . ? O2 P2 C2 C3 58.3(3) 4_545 . . . ? O9 P2 C2 C3 -63.4(3) . . . . ? P2 C2 C3 C1 176.6(3) . . . 2_655 ? N1 C4 C5 C5 -171.0(18) . . . 2_755 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.842 _refine_diff_density_min -1.090 _refine_diff_density_rms 0.148 loop_ _publ_author_name _publ_author_address 'Wayne Ouellette' ;Department of Chemistry 111 College Place Syracuse University Syracuse, NY 13244 ;