# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Su, Zhong-Min' _publ_contact_author_email zmsu@nenu.edu.cn _publ_section_title ; pH-Dependent self-assembly of organic-inorganic hybrids based on different vanadate chains, Zn(II) ions and flexible ligands: crystallizing in polar and centrosymmetric space group ; loop_ _publ_author_name 'Zhong-Min Su' 'Junsheng Qin' # Attachment '- 1-3.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 778952' #TrackingRef '- 1-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H31 N8 O11 V3 Zn2' _chemical_formula_sum 'C20 H31 N8 O11 V3 Zn2' _chemical_formula_weight 843.09 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' V V 0.3005 0.5294 '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 Triclinic _symmetry_space_group_name_H-M p1 _symmetry_space_group_name_Hall p1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 8.3560(6) _cell_length_b 9.8220(7) _cell_length_c 9.9040(7) _cell_angle_alpha 68.2920(10) _cell_angle_beta 85.2000(10) _cell_angle_gamma 82.7590(10) _cell_volume 748.57(9) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 28.3 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.870 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 424 _exptl_absorpt_coefficient_mu 2.549 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.495 _exptl_absorpt_correction_T_max 0.542 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4679 _diffrn_reflns_av_R_equivalents 0.0487 _diffrn_reflns_av_sigmaI/netI 0.0805 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 28.30 _reflns_number_total 3936 _reflns_number_gt 3070 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.0166P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(2) _refine_ls_number_reflns 3936 _refine_ls_number_parameters 406 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0586 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.0826 _refine_ls_wR_factor_gt 0.0781 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.056 _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 Zn1 Zn 0.53882(10) 0.69584(9) 0.50291(10) 0.0367(3) Uani 1 1 d D . . Zn2 Zn 0.34064(10) 0.48459(9) 0.81364(10) 0.0354(3) Uani 1 1 d D . . V3 V 0.18200(15) 0.56947(16) 0.12604(15) 0.0301(3) Uani 1 1 d . . . V1 V 0.48635(15) 0.42432(15) 0.37569(15) 0.0305(3) Uani 1 1 d . . . V2 V -0.23356(16) 0.59460(16) 0.15111(15) 0.0350(4) Uani 1 1 d . . . O8 O 0.6554(7) 0.4375(7) 0.2501(7) 0.0447(17) Uani 1 1 d . . . N1 N 0.4139(8) 0.8743(7) 0.3686(7) 0.0270(15) Uani 1 1 d . . . N4 N 0.9402(8) 0.8076(8) 0.6378(7) 0.0319(17) Uani 1 1 d . . . C9 C 0.5373(9) 0.1807(9) 0.8715(9) 0.0317(19) Uani 1 1 d . . . H9 H 0.5028 0.1644 0.7924 0.038 Uiso 1 1 calc R . . N2 N 0.2748(8) 1.0299(8) 0.1902(7) 0.0294(16) Uani 1 1 d . . . O2 O 0.2460(7) 0.4940(7) 1.0058(6) 0.0460(16) Uani 1 1 d . . . O6 O 0.4762(10) 0.2576(7) 0.4762(8) 0.062(2) Uani 1 1 d . . . C11 C 1.0177(10) 0.7722(10) 0.5278(9) 0.038(2) Uani 1 1 d . . . H11 H 1.1269 0.7768 0.5015 0.045 Uiso 1 1 calc R . . N5 N 0.1496(7) 0.4230(7) 0.7499(7) 0.0302(16) Uani 1 1 d . . . O9 O -0.2981(8) 0.7208(8) 0.2165(9) 0.070(2) Uani 1 1 d . . . C1 C 0.3476(9) 0.8940(9) 0.2480(9) 0.0273(18) Uani 1 1 d . . . H1 H 0.3507 0.8223 0.2072 0.033 Uiso 1 1 calc R . . O1 O 0.4167(6) 0.6650(6) 0.6924(6) 0.0400(15) Uani 1 1 d D . . C14 C 1.0087(11) 0.8629(10) 0.7377(9) 0.042(2) Uani 1 1 d . . . H14A H 1.1085 0.8026 0.7737 0.051 Uiso 1 1 calc R . . H14B H 0.9340 0.8525 0.8205 0.051 Uiso 1 1 calc R . . C8 C 0.6257(10) 0.0810(10) 0.9785(9) 0.038(2) Uani 1 1 d . . . H8 H 0.6628 -0.0153 0.9877 0.045 Uiso 1 1 calc R . . C20 C 0.1384(10) 0.3678(9) 0.6496(9) 0.034(2) Uani 1 1 d . . . H20 H 0.2259 0.3463 0.5938 0.040 Uiso 1 1 calc R . . N6 N -0.0097(8) 0.3462(8) 0.6370(8) 0.0341(17) Uani 1 1 d . . . O3 O -0.0212(7) 0.5422(7) 0.1793(8) 0.062(2) Uani 1 1 d . . . C12 C 0.9083(10) 0.7286(9) 0.4625(9) 0.034(2) Uani 1 1 d . . . H12 H 0.9299 0.6955 0.3855 0.041 Uiso 1 1 calc R . . C6 C -0.0863(9) 1.1224(10) 0.1808(9) 0.034(2) Uani 1 1 d . . . H6A H -0.0847 1.2285 0.1396 0.041 Uiso 1 1 calc R . . H6B H -0.0350 1.0865 0.2736 0.041 Uiso 1 1 calc R . . O5 O 0.5073(7) 0.5101(6) 0.4910(6) 0.0466(16) Uani 1 1 d . . . N3 N 0.7576(8) 0.7421(7) 0.5312(7) 0.0283(16) Uani 1 1 d . . . C4 C 0.1850(9) 1.0882(10) 0.0541(8) 0.038(2) Uani 1 1 d . . . H4A H 0.2365 1.0442 -0.0136 0.045 Uiso 1 1 calc R . . H4B H 0.1896 1.1938 0.0099 0.045 Uiso 1 1 calc R . . N8 N 0.6501(7) 0.1517(7) 1.0725(7) 0.0287(16) Uani 1 1 d . . . C2 C 0.2973(10) 1.1014(10) 0.2791(10) 0.039(2) Uani 1 1 d . . . H2 H 0.2604 1.1987 0.2658 0.047 Uiso 1 1 calc R . . C13 C 0.7810(9) 0.7898(9) 0.6330(9) 0.032(2) Uani 1 1 d . . . H13 H 0.6996 0.8095 0.6952 0.039 Uiso 1 1 calc R . . C7 C -0.2590(9) 1.0869(10) 0.2057(9) 0.038(2) Uani 1 1 d . . . H7A H -0.2609 0.9808 0.2430 0.046 Uiso 1 1 calc R . . H7B H -0.3112 1.1235 0.2787 0.046 Uiso 1 1 calc R . . O4 O 0.2021(9) 0.7438(8) 0.0548(8) 0.060(2) Uani 1 1 d . . . C19 C -0.0048(11) 0.4416(9) 0.8033(9) 0.036(2) Uani 1 1 d . . . H19 H -0.0362 0.4800 0.8755 0.044 Uiso 1 1 calc R . . C5 C 0.0089(9) 1.0561(9) 0.0812(9) 0.035(2) Uani 1 1 d . . . H5A H -0.0427 1.0927 -0.0115 0.042 Uiso 1 1 calc R . . H5B H 0.0055 0.9502 0.1221 0.042 Uiso 1 1 calc R . . N7 N 0.5056(7) 0.3093(7) 0.8961(7) 0.0285(15) Uani 1 1 d . . . C10 C 0.5758(9) 0.2885(10) 1.0185(10) 0.034(2) Uani 1 1 d . . . H10 H 0.5736 0.3589 1.0608 0.041 Uiso 1 1 calc R . . C3 C 0.3831(9) 1.0055(10) 0.3909(10) 0.033(2) Uani 1 1 d . . . H3 H 0.4157 1.0246 0.4691 0.040 Uiso 1 1 calc R . . C16 C 0.8981(11) 1.1270(10) 0.6083(10) 0.045(2) Uani 1 1 d . . . H16A H 0.8185 1.1214 0.6868 0.055 Uiso 1 1 calc R . . H16B H 0.8504 1.0977 0.5385 0.055 Uiso 1 1 calc R . . C15 C 1.0424(11) 1.0207(11) 0.6684(12) 0.051(3) Uani 1 1 d . . . H15A H 1.0879 1.0488 0.7401 0.061 Uiso 1 1 calc R . . H15B H 1.1232 1.0292 0.5903 0.061 Uiso 1 1 calc R . . O7 O 0.3029(7) 0.4859(9) 0.2833(7) 0.078(3) Uani 1 1 d . . . C17 C -0.0632(13) 0.2860(11) 0.5343(10) 0.056(3) Uani 1 1 d . . . H17A H 0.0209 0.2910 0.4595 0.067 Uiso 1 1 calc R . . H17B H -0.1586 0.3463 0.4875 0.067 Uiso 1 1 calc R . . O10 O -0.2708(9) 0.6502(10) -0.0171(7) 0.090(3) Uani 1 1 d . . . C18 C -0.1030(11) 0.3942(10) 0.7325(10) 0.043(3) Uani 1 1 d . . . H18 H -0.2145 0.3944 0.7465 0.052 Uiso 1 1 calc R . . O1W O 0.4610(9) 0.8327(11) 0.8597(8) 0.070(2) Uani 1 1 d D . . H1A H 0.366(3) 0.867(10) 0.874(9) 0.104 Uiso 1 1 d D . . H1B H 0.512(8) 0.805(12) 0.937(5) 0.104 Uiso 1 1 d D . . H21 H 0.454(5) 0.715(3) 0.734(2) 0.104 Uiso 1 1 d 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 Zn1 0.0362(6) 0.0253(6) 0.0462(6) -0.0061(5) -0.0192(5) -0.0047(4) Zn2 0.0335(5) 0.0266(6) 0.0448(6) -0.0092(5) -0.0126(5) -0.0025(4) V3 0.0209(7) 0.0399(9) 0.0321(8) -0.0164(7) -0.0032(6) -0.0014(6) V1 0.0267(7) 0.0336(8) 0.0337(8) -0.0143(6) -0.0047(6) -0.0037(6) V2 0.0220(7) 0.0468(10) 0.0334(9) -0.0119(7) -0.0017(6) -0.0020(7) O8 0.041(4) 0.050(5) 0.054(4) -0.030(3) 0.009(3) -0.014(3) N1 0.024(3) 0.032(4) 0.021(4) -0.005(3) 0.000(3) -0.004(3) N4 0.035(4) 0.029(4) 0.030(4) -0.006(3) -0.008(3) -0.009(3) C9 0.025(4) 0.038(5) 0.038(5) -0.022(4) 0.001(4) -0.001(4) N2 0.023(3) 0.027(4) 0.033(4) -0.005(3) 0.001(3) -0.005(3) O2 0.046(4) 0.047(4) 0.053(4) -0.028(3) -0.003(3) 0.001(3) O6 0.085(6) 0.043(4) 0.061(5) -0.022(4) 0.023(4) -0.022(4) C11 0.029(5) 0.042(6) 0.036(5) -0.009(4) 0.011(4) -0.007(4) N5 0.023(3) 0.025(4) 0.041(4) -0.010(3) -0.003(3) -0.003(3) O9 0.055(4) 0.052(5) 0.107(6) -0.036(4) -0.008(4) 0.003(4) C1 0.022(4) 0.025(5) 0.032(5) -0.008(4) -0.002(4) -0.002(3) O1 0.036(3) 0.036(4) 0.050(4) -0.017(3) 0.001(3) -0.010(3) C14 0.040(5) 0.054(6) 0.036(5) -0.017(5) -0.014(4) -0.007(4) C8 0.034(5) 0.036(5) 0.051(6) -0.024(4) -0.007(4) -0.001(4) C20 0.035(5) 0.035(5) 0.033(5) -0.013(4) 0.002(4) -0.009(4) N6 0.028(4) 0.033(4) 0.041(4) -0.011(3) -0.007(3) -0.007(3) O3 0.027(3) 0.075(6) 0.080(5) -0.023(4) -0.004(3) -0.009(3) C12 0.038(5) 0.027(5) 0.035(5) -0.008(4) -0.002(4) -0.002(4) C6 0.018(4) 0.048(6) 0.032(5) -0.009(4) 0.000(3) -0.002(4) O5 0.045(4) 0.043(4) 0.058(4) -0.024(3) 0.005(3) -0.013(3) N3 0.028(4) 0.031(4) 0.025(4) -0.008(3) -0.008(3) -0.004(3) C4 0.024(4) 0.049(6) 0.025(5) 0.005(4) -0.009(4) -0.001(4) N8 0.019(3) 0.032(4) 0.030(4) -0.007(3) -0.004(3) 0.004(3) C2 0.031(5) 0.029(5) 0.051(6) -0.010(4) 0.006(4) 0.000(4) C13 0.020(4) 0.041(5) 0.036(5) -0.012(4) 0.004(4) -0.011(4) C7 0.028(5) 0.049(6) 0.025(5) 0.000(4) -0.002(4) 0.001(4) O4 0.065(5) 0.049(5) 0.076(5) -0.030(4) -0.006(4) -0.020(4) C19 0.053(6) 0.026(5) 0.027(5) -0.008(4) 0.006(4) -0.001(4) C5 0.020(4) 0.034(5) 0.042(5) -0.007(4) -0.007(4) 0.005(4) N7 0.022(3) 0.028(4) 0.035(4) -0.011(3) -0.005(3) -0.001(3) C10 0.028(5) 0.028(5) 0.045(6) -0.014(4) -0.004(4) 0.001(4) C3 0.018(4) 0.041(6) 0.049(6) -0.024(4) -0.002(4) -0.006(4) C16 0.053(6) 0.045(6) 0.049(6) -0.023(5) -0.019(5) -0.009(5) C15 0.044(6) 0.055(7) 0.068(7) -0.031(5) -0.012(5) -0.020(5) O7 0.030(4) 0.134(7) 0.058(5) -0.023(5) -0.020(4) 0.009(4) C17 0.074(7) 0.061(7) 0.037(6) -0.013(5) -0.022(5) -0.022(6) O10 0.058(5) 0.151(8) 0.039(4) -0.008(5) -0.015(4) -0.011(5) C18 0.030(5) 0.039(6) 0.049(6) 0.000(5) -0.004(4) -0.013(4) O1W 0.050(4) 0.126(8) 0.052(5) -0.054(5) 0.001(4) -0.010(5) _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 Zn1 O5 1.923(6) . ? Zn1 N1 1.994(7) . ? Zn1 O1 1.998(6) . ? Zn1 N3 2.004(6) . ? Zn2 O1 1.889(5) . ? Zn2 N5 2.002(7) . ? Zn2 N7 2.020(7) . ? Zn2 O2 2.029(6) . ? V3 O4 1.618(7) . ? V3 O2 1.643(6) 1_554 ? V3 O3 1.759(6) . ? V3 O7 1.796(6) . ? V1 O6 1.579(7) . ? V1 O5 1.681(6) . ? V1 O7 1.774(6) . ? V1 O8 1.786(6) . ? V2 O10 1.594(6) . ? V2 O9 1.616(8) . ? V2 O3 1.799(6) . ? V2 O8 1.814(6) 1_455 ? O8 V2 1.814(6) 1_655 ? N1 C1 1.297(10) . ? N1 C3 1.376(11) . ? N4 C11 1.354(10) . ? N4 C13 1.370(10) . ? N4 C14 1.474(11) . ? C9 C8 1.345(11) . ? C9 N7 1.363(10) . ? C9 H9 0.9300 . ? N2 C1 1.330(10) . ? N2 C2 1.350(12) . ? N2 C4 1.482(10) . ? O2 V3 1.643(6) 1_556 ? C11 C12 1.356(12) . ? C11 H11 0.9300 . ? N5 C20 1.310(11) . ? N5 C19 1.369(10) . ? C1 H1 0.9300 . ? O1 H21 0.85(3) . ? C14 C15 1.498(12) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C8 N8 1.392(11) . ? C8 H8 0.9300 . ? C20 N6 1.305(10) . ? C20 H20 0.9300 . ? N6 C18 1.355(12) . ? N6 C17 1.474(11) . ? C12 N3 1.395(10) . ? C12 H12 0.9300 . ? C6 C5 1.498(10) . ? C6 C7 1.507(10) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? N3 C13 1.296(10) . ? C4 C5 1.525(10) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? N8 C10 1.338(10) . ? N8 C7 1.466(10) 1_646 ? C2 C3 1.348(12) . ? C2 H2 0.9300 . ? C13 H13 0.9300 . ? C7 N8 1.466(10) 1_464 ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C19 C18 1.348(13) . ? C19 H19 0.9300 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? N7 C10 1.327(11) . ? C10 H10 0.9300 . ? C3 H3 0.9300 . ? C16 C15 1.497(11) . ? C16 C17 1.524(12) 1_665 ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C17 C16 1.524(12) 1_445 ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18 0.9300 . ? O1W H1A 0.84(6) . ? O1W H1B 0.84(6) . ? 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 O5 Zn1 N1 116.7(3) . . ? O5 Zn1 O1 96.6(2) . . ? N1 Zn1 O1 102.0(2) . . ? O5 Zn1 N3 121.5(3) . . ? N1 Zn1 N3 110.7(3) . . ? O1 Zn1 N3 105.3(2) . . ? O1 Zn2 N5 117.6(2) . . ? O1 Zn2 N7 117.8(2) . . ? N5 Zn2 N7 110.2(3) . . ? O1 Zn2 O2 111.5(3) . . ? N5 Zn2 O2 98.7(3) . . ? N7 Zn2 O2 97.4(3) . . ? O4 V3 O2 108.6(3) . 1_554 ? O4 V3 O3 110.1(4) . . ? O2 V3 O3 110.9(3) 1_554 . ? O4 V3 O7 109.5(4) . . ? O2 V3 O7 108.8(3) 1_554 . ? O3 V3 O7 108.9(3) . . ? O6 V1 O5 104.8(3) . . ? O6 V1 O7 106.7(4) . . ? O5 V1 O7 112.5(4) . . ? O6 V1 O8 109.4(4) . . ? O5 V1 O8 112.0(3) . . ? O7 V1 O8 111.0(3) . . ? O10 V2 O9 110.3(5) . . ? O10 V2 O3 111.2(4) . . ? O9 V2 O3 110.4(4) . . ? O10 V2 O8 108.9(4) . 1_455 ? O9 V2 O8 106.5(3) . 1_455 ? O3 V2 O8 109.4(3) . 1_455 ? V1 O8 V2 129.3(4) . 1_655 ? C1 N1 C3 106.4(7) . . ? C1 N1 Zn1 129.8(6) . . ? C3 N1 Zn1 123.8(6) . . ? C11 N4 C13 105.9(7) . . ? C11 N4 C14 127.8(7) . . ? C13 N4 C14 126.2(8) . . ? C8 C9 N7 110.0(8) . . ? C8 C9 H9 125.0 . . ? N7 C9 H9 125.0 . . ? C1 N2 C2 107.1(7) . . ? C1 N2 C4 125.4(8) . . ? C2 N2 C4 127.5(8) . . ? V3 O2 Zn2 157.4(4) 1_556 . ? N4 C11 C12 108.1(7) . . ? N4 C11 H11 126.0 . . ? C12 C11 H11 126.0 . . ? C20 N5 C19 105.8(7) . . ? C20 N5 Zn2 130.6(6) . . ? C19 N5 Zn2 123.5(6) . . ? N1 C1 N2 111.4(8) . . ? N1 C1 H1 124.3 . . ? N2 C1 H1 124.3 . . ? Zn2 O1 Zn1 124.3(3) . . ? Zn2 O1 H21 116.8(13) . . ? Zn1 O1 H21 108.5(11) . . ? N4 C14 C15 113.3(7) . . ? N4 C14 H14A 108.9 . . ? C15 C14 H14A 108.9 . . ? N4 C14 H14B 108.9 . . ? C15 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C9 C8 N8 105.7(8) . . ? C9 C8 H8 127.2 . . ? N8 C8 H8 127.2 . . ? N6 C20 N5 112.3(8) . . ? N6 C20 H20 123.9 . . ? N5 C20 H20 123.9 . . ? C20 N6 C18 106.7(8) . . ? C20 N6 C17 125.9(8) . . ? C18 N6 C17 127.4(8) . . ? V3 O3 V2 151.0(4) . . ? C11 C12 N3 108.0(8) . . ? C11 C12 H12 126.0 . . ? N3 C12 H12 126.0 . . ? C5 C6 C7 112.9(7) . . ? C5 C6 H6A 109.0 . . ? C7 C6 H6A 109.0 . . ? C5 C6 H6B 109.0 . . ? C7 C6 H6B 109.0 . . ? H6A C6 H6B 107.8 . . ? V1 O5 Zn1 144.2(3) . . ? C13 N3 C12 106.1(7) . . ? C13 N3 Zn1 121.3(5) . . ? C12 N3 Zn1 132.5(6) . . ? N2 C4 C5 112.1(6) . . ? N2 C4 H4A 109.2 . . ? C5 C4 H4A 109.2 . . ? N2 C4 H4B 109.2 . . ? C5 C4 H4B 109.2 . . ? H4A C4 H4B 107.9 . . ? C10 N8 C8 107.4(7) . . ? C10 N8 C7 126.8(8) . 1_646 ? C8 N8 C7 125.8(8) . 1_646 ? C3 C2 N2 107.3(8) . . ? C3 C2 H2 126.4 . . ? N2 C2 H2 126.4 . . ? N3 C13 N4 111.8(7) . . ? N3 C13 H13 124.1 . . ? N4 C13 H13 124.1 . . ? N8 C7 C6 112.3(6) 1_464 . ? N8 C7 H7A 109.1 1_464 . ? C6 C7 H7A 109.1 . . ? N8 C7 H7B 109.1 1_464 . ? C6 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? C18 C19 N5 107.7(8) . . ? C18 C19 H19 126.2 . . ? N5 C19 H19 126.2 . . ? C6 C5 C4 114.6(7) . . ? C6 C5 H5A 108.6 . . ? C4 C5 H5A 108.6 . . ? C6 C5 H5B 108.6 . . ? C4 C5 H5B 108.6 . . ? H5A C5 H5B 107.6 . . ? C10 N7 C9 106.5(7) . . ? C10 N7 Zn2 119.8(6) . . ? C9 N7 Zn2 131.6(6) . . ? N7 C10 N8 110.4(8) . . ? N7 C10 H10 124.8 . . ? N8 C10 H10 124.8 . . ? C2 C3 N1 107.8(8) . . ? C2 C3 H3 126.1 . . ? N1 C3 H3 126.1 . . ? C15 C16 C17 113.6(7) . 1_665 ? C15 C16 H16A 108.9 . . ? C17 C16 H16A 108.9 1_665 . ? C15 C16 H16B 108.9 . . ? C17 C16 H16B 108.9 1_665 . ? H16A C16 H16B 107.7 . . ? C16 C15 C14 114.7(7) . . ? C16 C15 H15A 108.6 . . ? C14 C15 H15A 108.6 . . ? C16 C15 H15B 108.6 . . ? C14 C15 H15B 108.6 . . ? H15A C15 H15B 107.6 . . ? V1 O7 V3 154.9(4) . . ? N6 C17 C16 112.6(7) . 1_445 ? N6 C17 H17A 109.1 . . ? C16 C17 H17A 109.1 1_445 . ? N6 C17 H17B 109.1 . . ? C16 C17 H17B 109.1 1_445 . ? H17A C17 H17B 107.8 . . ? C19 C18 N6 107.5(8) . . ? C19 C18 H18 126.3 . . ? N6 C18 H18 126.3 . . ? H1A O1W H1B 110(8) . . ? 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 O6 V1 O8 V2 -158.1(5) . . . 1_655 ? O5 V1 O8 V2 -42.3(6) . . . 1_655 ? O7 V1 O8 V2 84.5(6) . . . 1_655 ? O5 Zn1 N1 C1 -20.9(7) . . . . ? O1 Zn1 N1 C1 -124.7(6) . . . . ? N3 Zn1 N1 C1 123.6(7) . . . . ? O5 Zn1 N1 C3 159.5(5) . . . . ? O1 Zn1 N1 C3 55.7(6) . . . . ? N3 Zn1 N1 C3 -56.0(6) . . . . ? O1 Zn2 O2 V3 7.4(10) . . . 1_556 ? N5 Zn2 O2 V3 -116.9(10) . . . 1_556 ? N7 Zn2 O2 V3 131.2(10) . . . 1_556 ? C13 N4 C11 C12 -2.3(10) . . . . ? C14 N4 C11 C12 -179.0(8) . . . . ? O1 Zn2 N5 C20 76.1(8) . . . . ? N7 Zn2 N5 C20 -62.8(8) . . . . ? O2 Zn2 N5 C20 -164.0(7) . . . . ? O1 Zn2 N5 C19 -99.7(6) . . . . ? N7 Zn2 N5 C19 121.5(6) . . . . ? O2 Zn2 N5 C19 20.2(7) . . . . ? C3 N1 C1 N2 -0.2(8) . . . . ? Zn1 N1 C1 N2 -179.9(5) . . . . ? C2 N2 C1 N1 0.5(9) . . . . ? C4 N2 C1 N1 -178.9(6) . . . . ? N5 Zn2 O1 Zn1 -73.7(4) . . . . ? N7 Zn2 O1 Zn1 62.0(4) . . . . ? O2 Zn2 O1 Zn1 173.4(3) . . . . ? O5 Zn1 O1 Zn2 9.2(4) . . . . ? N1 Zn1 O1 Zn2 128.3(3) . . . . ? N3 Zn1 O1 Zn2 -116.0(4) . . . . ? C11 N4 C14 C15 74.4(12) . . . . ? C13 N4 C14 C15 -101.6(9) . . . . ? N7 C9 C8 N8 -0.3(9) . . . . ? C19 N5 C20 N6 -1.5(10) . . . . ? Zn2 N5 C20 N6 -177.9(5) . . . . ? N5 C20 N6 C18 1.7(10) . . . . ? N5 C20 N6 C17 179.8(8) . . . . ? O4 V3 O3 V2 36.3(11) . . . . ? O2 V3 O3 V2 -84.0(10) 1_554 . . . ? O7 V3 O3 V2 156.3(10) . . . . ? O10 V2 O3 V3 38.3(12) . . . . ? O9 V2 O3 V3 -84.5(11) . . . . ? O8 V2 O3 V3 158.7(10) 1_455 . . . ? N4 C11 C12 N3 2.0(10) . . . . ? O6 V1 O5 Zn1 176.5(6) . . . . ? O7 V1 O5 Zn1 -68.0(6) . . . . ? O8 V1 O5 Zn1 58.0(7) . . . . ? N1 Zn1 O5 V1 41.6(7) . . . . ? O1 Zn1 O5 V1 148.7(6) . . . . ? N3 Zn1 O5 V1 -98.8(6) . . . . ? C11 C12 N3 C13 -0.8(9) . . . . ? C11 C12 N3 Zn1 -178.2(6) . . . . ? O5 Zn1 N3 C13 -128.7(7) . . . . ? N1 Zn1 N3 C13 88.8(7) . . . . ? O1 Zn1 N3 C13 -20.8(7) . . . . ? O5 Zn1 N3 C12 48.4(8) . . . . ? N1 Zn1 N3 C12 -94.2(7) . . . . ? O1 Zn1 N3 C12 156.3(7) . . . . ? C1 N2 C4 C5 86.7(10) . . . . ? C2 N2 C4 C5 -92.5(10) . . . . ? C9 C8 N8 C10 0.2(9) . . . . ? C9 C8 N8 C7 -179.8(6) . . . 1_646 ? C1 N2 C2 C3 -0.5(9) . . . . ? C4 N2 C2 C3 178.8(6) . . . . ? C12 N3 C13 N4 -0.7(9) . . . . ? Zn1 N3 C13 N4 177.0(5) . . . . ? C11 N4 C13 N3 1.9(10) . . . . ? C14 N4 C13 N3 178.6(8) . . . . ? C5 C6 C7 N8 -64.9(9) . . . 1_464 ? C20 N5 C19 C18 0.7(9) . . . . ? Zn2 N5 C19 C18 177.4(6) . . . . ? C7 C6 C5 C4 -179.5(7) . . . . ? N2 C4 C5 C6 60.8(9) . . . . ? C8 C9 N7 C10 0.3(9) . . . . ? C8 C9 N7 Zn2 -162.9(6) . . . . ? O1 Zn2 N7 C10 85.8(6) . . . . ? N5 Zn2 N7 C10 -135.5(6) . . . . ? O2 Zn2 N7 C10 -33.4(6) . . . . ? O1 Zn2 N7 C9 -112.8(7) . . . . ? N5 Zn2 N7 C9 26.0(8) . . . . ? O2 Zn2 N7 C9 128.1(7) . . . . ? C9 N7 C10 N8 -0.2(8) . . . . ? Zn2 N7 C10 N8 165.4(5) . . . . ? C8 N8 C10 N7 0.0(9) . . . . ? C7 N8 C10 N7 180.0(7) 1_646 . . . ? N2 C2 C3 N1 0.4(9) . . . . ? C1 N1 C3 C2 -0.1(9) . . . . ? Zn1 N1 C3 C2 179.6(5) . . . . ? C17 C16 C15 C14 -178.2(9) 1_665 . . . ? N4 C14 C15 C16 58.9(11) . . . . ? O6 V1 O7 V3 -127.2(13) . . . . ? O5 V1 O7 V3 118.3(13) . . . . ? O8 V1 O7 V3 -8.1(14) . . . . ? O4 V3 O7 V1 -68.4(14) . . . . ? O2 V3 O7 V1 50.2(14) 1_554 . . . ? O3 V3 O7 V1 171.2(12) . . . . ? C20 N6 C17 C16 105.0(10) . . . 1_445 ? C18 N6 C17 C16 -77.3(12) . . . 1_445 ? N5 C19 C18 N6 0.3(10) . . . . ? C20 N6 C18 C19 -1.2(10) . . . . ? C17 N6 C18 C19 -179.3(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1A O4 0.84(6) 2.23(9) 2.776(9) 123(9) 1_556 O1W H1B O10 0.84(6) 2.18(7) 2.748(12) 125(7) 1_656 O1 H21 O1W 0.85(3) 2.00(3) 2.806(10) 159(3) . _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.200 _refine_diff_density_min -0.778 _refine_diff_density_rms 0.102 data_2 _database_code_depnum_ccdc_archive 'CCDC 778953' #TrackingRef '- 1-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H28 N8 O12 V4 Zn2' _chemical_formula_sum 'C20 H28 N8 O12 V4 Zn2' _chemical_formula_weight 907.00 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' V V 0.3005 0.5294 '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 Cc _symmetry_space_group_name_Hall C-2yc 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' _cell_length_a 19.0130(4) _cell_length_b 9.2000(5) _cell_length_c 18.4820(8) _cell_angle_alpha 90.00 _cell_angle_beta 97.2680(10) _cell_angle_gamma 90.00 _cell_volume 3206.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 28.31 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.879 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 2.659 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.444 _exptl_absorpt_correction_T_max 0.488 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9564 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.0432 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5145 _reflns_number_gt 4841 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.0413P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.008(11) _refine_ls_number_reflns 5145 _refine_ls_number_parameters 415 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0727 _refine_ls_wR_factor_gt 0.0719 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0.001 _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 0.57421(4) 0.51137(8) 0.66539(4) 0.02795(16) Uani 1 1 d . . . V2 V 0.62055(3) 0.16330(7) 0.61088(4) 0.02407(15) Uani 1 1 d . . . V3 V 0.75110(4) -0.05953(7) 0.67937(4) 0.02642(15) Uani 1 1 d . . . V4 V 0.65215(4) -0.25219(7) 0.77506(4) 0.02627(15) Uani 1 1 d . . . Zn1 Zn 0.60958(2) 0.13039(5) 0.43175(3) 0.02971(12) Uani 1 1 d . . . Zn2 Zn 0.40010(2) 0.60469(5) 0.64605(3) 0.02731(11) Uani 1 1 d . . . C1 C 0.3162(3) 0.6052(6) 0.4951(4) 0.0491(13) Uani 1 1 d . . . H1 H 0.2724 0.6032 0.5124 0.059 Uiso 1 1 calc R . . C2 C 0.3262(3) 0.6221(6) 0.4244(4) 0.0520(15) Uani 1 1 d . . . H2 H 0.2912 0.6349 0.3850 0.062 Uiso 1 1 calc R . . C3 C 0.4278(3) 0.5989(6) 0.4905(3) 0.0425(12) Uani 1 1 d . . . H3 H 0.4765 0.5924 0.5036 0.051 Uiso 1 1 calc R . . C4 C 0.4330(4) 0.6365(6) 0.3575(3) 0.0534(14) Uani 1 1 d . . . H4A H 0.4041 0.5944 0.3157 0.064 Uiso 1 1 calc R . . H4B H 0.4778 0.5847 0.3641 0.064 Uiso 1 1 calc R . . C5 C 0.4470(3) 0.7969(6) 0.3416(4) 0.0546(15) Uani 1 1 d . . . H5A H 0.4025 0.8497 0.3359 0.065 Uiso 1 1 calc R . . H5B H 0.4773 0.8387 0.3825 0.065 Uiso 1 1 calc R . . C6 C 0.4820(3) 0.8126(6) 0.2731(3) 0.0490(13) Uani 1 1 d . . . H6A H 0.5096 0.9017 0.2766 0.059 Uiso 1 1 calc R . . H6B H 0.5148 0.7324 0.2709 0.059 Uiso 1 1 calc R . . C7 C 0.4331(3) 0.8157(5) 0.2044(3) 0.0440(12) Uani 1 1 d . . . H7A H 0.4596 0.7968 0.1639 0.053 Uiso 1 1 calc R . . H7B H 0.3983 0.7388 0.2054 0.053 Uiso 1 1 calc R . . C8 C 0.3268(2) 0.9884(5) 0.2020(3) 0.0423(12) Uani 1 1 d . . . H8 H 0.2927 0.9244 0.2150 0.051 Uiso 1 1 calc R . . C9 C 0.3189(3) 1.1317(5) 0.1888(3) 0.0410(12) Uani 1 1 d . . . H9 H 0.2774 1.1844 0.1910 0.049 Uiso 1 1 calc R . . C10 C 0.4272(2) 1.0778(5) 0.1746(3) 0.0337(10) Uani 1 1 d . . . H10 H 0.4742 1.0849 0.1656 0.040 Uiso 1 1 calc R . . C11 C 0.4672(3) 0.2319(6) 0.3548(3) 0.0492(13) Uani 1 1 d . . . H11 H 0.4854 0.2565 0.3120 0.059 Uiso 1 1 calc R . . C12 C 0.3986(3) 0.2470(7) 0.3666(3) 0.0538(14) Uani 1 1 d . . . H12 H 0.3614 0.2823 0.3337 0.065 Uiso 1 1 calc R . . C13 C 0.4599(3) 0.1582(6) 0.4624(3) 0.0452(12) Uani 1 1 d . . . H13 H 0.4716 0.1209 0.5092 0.054 Uiso 1 1 calc R . . C14 C 0.3301(3) 0.1910(6) 0.4718(4) 0.0504(14) Uani 1 1 d . . . H14A H 0.2941 0.2551 0.4475 0.060 Uiso 1 1 calc R . . H14B H 0.3409 0.2236 0.5219 0.060 Uiso 1 1 calc R . . C15 C 0.3016(3) 0.0389(6) 0.4711(5) 0.067(2) Uani 1 1 d . . . H15A H 0.3379 -0.0249 0.4951 0.081 Uiso 1 1 calc R . . H15B H 0.2909 0.0068 0.4209 0.081 Uiso 1 1 calc R . . C16 C 0.2343(3) 0.0244(6) 0.5091(4) 0.0511(14) Uani 1 1 d . . . H16A H 0.2343 -0.0710 0.5314 0.061 Uiso 1 1 calc R . . H16B H 0.2366 0.0958 0.5479 0.061 Uiso 1 1 calc R . . C17 C 0.1658(3) 0.0439(5) 0.4607(3) 0.0442(12) Uani 1 1 d . . . H17A H 0.1629 -0.0286 0.4223 0.053 Uiso 1 1 calc R . . H17B H 0.1271 0.0263 0.4890 0.053 Uiso 1 1 calc R . . C18 C 0.1378(2) 0.3124(5) 0.4605(3) 0.0334(10) Uani 1 1 d . . . H18 H 0.1272 0.3173 0.5082 0.040 Uiso 1 1 calc R . . C19 C 0.1547(3) 0.3706(5) 0.3501(3) 0.0423(11) Uani 1 1 d . . . H19 H 0.1579 0.4246 0.3081 0.051 Uiso 1 1 calc R . . C20 C 0.1666(3) 0.2260(5) 0.3577(3) 0.0429(12) Uani 1 1 d . . . H20 H 0.1793 0.1631 0.3221 0.051 Uiso 1 1 calc R . . N1 N 0.3812(2) 0.5916(4) 0.5375(2) 0.0350(9) Uani 1 1 d . . . N2 N 0.3974(2) 0.6167(5) 0.4222(2) 0.0420(10) Uani 1 1 d . . . N3 N 0.3960(2) 0.9554(4) 0.1923(2) 0.0344(9) Uani 1 1 d . . . N4 N 0.38171(19) 1.1882(4) 0.1715(2) 0.0320(8) Uani 1 1 d . . . N5 N 0.5052(2) 0.1749(4) 0.4155(2) 0.0382(9) Uani 1 1 d . . . N6 N 0.3946(2) 0.2011(5) 0.4353(3) 0.0452(11) Uani 1 1 d . . . N7 N 0.1566(2) 0.1899(4) 0.4269(2) 0.0352(9) Uani 1 1 d . . . N8 N 0.1369(2) 0.4244(4) 0.4148(2) 0.0347(9) Uani 1 1 d . . . O1 O 0.63623(17) -0.4330(3) 0.7421(2) 0.0398(8) Uani 1 1 d . . . O2 O 0.58802(17) -0.1496(3) 0.7420(2) 0.0445(9) Uani 1 1 d . . . O3 O 0.73377(16) -0.1828(3) 0.75031(19) 0.0356(7) Uani 1 1 d . . . O4 O 0.83376(16) 0.0037(3) 0.6996(2) 0.0420(9) Uani 1 1 d . . . O5 O 0.7447(2) -0.1423(4) 0.6027(2) 0.0579(11) Uani 1 1 d . . . O6 O 0.69198(17) 0.0919(3) 0.6729(2) 0.0371(8) Uani 1 1 d . . . O7 O 0.55595(19) 0.0494(4) 0.5993(2) 0.0527(10) Uani 1 1 d . . . O8 O 0.5911(2) 0.3250(4) 0.6483(3) 0.0583(11) Uani 1 1 d . . . O9 O 0.64661(17) 0.1922(4) 0.52925(18) 0.0380(7) Uani 1 1 d . . . O10 O 0.49104(16) 0.5283(3) 0.6851(2) 0.0416(8) Uani 1 1 d . . . O11 O 0.5824(2) 0.6071(5) 0.5952(3) 0.0597(11) Uani 1 1 d . . . O12 O 0.65739(18) 0.2488(3) 0.36653(18) 0.0373(7) Uani 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 0.0208(3) 0.0304(3) 0.0334(4) -0.0024(3) 0.0059(3) 0.0036(3) V2 0.0204(3) 0.0256(3) 0.0266(4) -0.0015(3) 0.0048(3) 0.0025(3) V3 0.0207(3) 0.0274(3) 0.0323(4) 0.0041(3) 0.0074(3) -0.0001(3) V4 0.0226(3) 0.0264(3) 0.0306(4) 0.0038(3) 0.0068(3) -0.0016(2) Zn1 0.0251(2) 0.0305(2) 0.0341(3) -0.0013(2) 0.00605(19) 0.00140(19) Zn2 0.0235(2) 0.0258(2) 0.0338(3) 0.0007(2) 0.00809(19) -0.00086(19) C1 0.031(3) 0.060(3) 0.055(4) 0.007(3) 0.002(2) -0.002(2) C2 0.038(3) 0.066(4) 0.048(4) 0.016(3) -0.008(2) -0.005(2) C3 0.032(3) 0.059(3) 0.036(3) 0.003(2) 0.002(2) -0.001(2) C4 0.066(4) 0.054(3) 0.042(3) 0.007(3) 0.013(3) -0.003(3) C5 0.057(4) 0.044(3) 0.064(4) -0.011(3) 0.015(3) -0.003(2) C6 0.046(3) 0.040(3) 0.063(4) 0.010(3) 0.015(3) 0.001(2) C7 0.041(3) 0.027(2) 0.066(4) 0.004(2) 0.016(3) 0.0032(19) C8 0.026(2) 0.038(2) 0.064(4) 0.009(2) 0.011(2) -0.0070(19) C9 0.025(2) 0.036(2) 0.062(4) 0.001(2) 0.008(2) 0.0008(18) C10 0.026(2) 0.031(2) 0.045(3) 0.0014(19) 0.0073(19) -0.0024(17) C11 0.040(3) 0.069(3) 0.040(3) -0.001(3) 0.006(2) 0.012(2) C12 0.033(3) 0.080(4) 0.047(3) 0.003(3) -0.002(2) 0.012(3) C13 0.028(2) 0.062(3) 0.044(3) 0.006(2) 0.000(2) 0.004(2) C14 0.027(2) 0.059(3) 0.067(4) -0.007(3) 0.011(2) 0.005(2) C15 0.051(3) 0.044(3) 0.113(6) 0.012(3) 0.028(4) 0.016(3) C16 0.055(3) 0.035(2) 0.066(4) 0.012(2) 0.020(3) 0.002(2) C17 0.047(3) 0.024(2) 0.064(4) -0.002(2) 0.016(3) -0.0004(19) C18 0.029(2) 0.033(2) 0.039(3) -0.0062(19) 0.0050(19) 0.0023(17) C19 0.049(3) 0.044(3) 0.035(3) -0.001(2) 0.007(2) 0.004(2) C20 0.045(3) 0.042(3) 0.042(3) -0.011(2) 0.006(2) 0.008(2) N1 0.032(2) 0.044(2) 0.029(2) 0.0020(17) 0.0028(16) 0.0009(16) N2 0.039(2) 0.052(2) 0.034(2) 0.0040(19) 0.0025(19) -0.0037(18) N3 0.031(2) 0.0220(17) 0.051(3) 0.0027(16) 0.0057(17) -0.0038(14) N4 0.0256(18) 0.0249(17) 0.047(2) 0.0026(16) 0.0093(16) 0.0021(14) N5 0.0252(18) 0.050(2) 0.040(2) 0.0016(19) 0.0043(17) 0.0024(17) N6 0.028(2) 0.048(2) 0.060(3) -0.004(2) 0.007(2) 0.0015(17) N7 0.036(2) 0.0251(17) 0.044(2) -0.0042(17) 0.0035(17) 0.0015(15) N8 0.034(2) 0.0309(18) 0.039(2) -0.0041(17) 0.0047(17) 0.0029(15) O1 0.0365(18) 0.0310(15) 0.049(2) -0.0031(14) -0.0049(15) -0.0035(13) O2 0.0290(17) 0.0450(19) 0.059(2) 0.0115(17) 0.0027(16) 0.0068(14) O3 0.0251(15) 0.0358(16) 0.047(2) 0.0127(15) 0.0103(14) -0.0017(12) O4 0.0227(15) 0.0397(17) 0.065(2) 0.0171(17) 0.0103(15) -0.0015(13) O5 0.077(3) 0.049(2) 0.051(2) -0.0117(19) 0.018(2) 0.0010(19) O6 0.0262(16) 0.0371(16) 0.047(2) 0.0066(15) -0.0004(14) 0.0069(13) O7 0.037(2) 0.059(2) 0.059(3) 0.0137(19) -0.0046(18) -0.0199(16) O8 0.060(3) 0.047(2) 0.066(3) -0.0222(19) 0.002(2) 0.0242(17) O9 0.0398(18) 0.0474(18) 0.0283(17) 0.0021(15) 0.0101(14) 0.0008(14) O10 0.0242(16) 0.0387(17) 0.063(2) -0.0013(16) 0.0115(15) 0.0056(13) O11 0.048(2) 0.079(3) 0.053(3) 0.022(2) 0.0128(19) -0.002(2) O12 0.046(2) 0.0373(17) 0.0299(17) -0.0033(13) 0.0106(15) -0.0021(14) _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 O11 1.591(4) . ? V1 O10 1.674(3) . ? V1 O8 1.780(3) . ? V1 O1 1.799(3) 1_565 ? V2 O7 1.608(3) . ? V2 O9 1.668(3) . ? V2 O8 1.762(3) . ? V2 O6 1.788(3) . ? V3 O5 1.599(4) . ? V3 O4 1.673(3) . ? V3 O6 1.784(3) . ? V3 O3 1.795(3) . ? V4 O2 1.601(3) . ? V4 O12 1.681(3) 2 ? V4 O1 1.785(3) . ? V4 O3 1.790(3) . ? Zn1 O12 1.935(3) . ? Zn1 O9 1.935(3) . ? Zn1 N8 2.000(4) 3_545 ? Zn1 N5 2.011(4) . ? Zn2 O10 1.921(3) . ? Zn2 O4 1.936(3) 3_455 ? Zn2 N1 1.997(4) . ? Zn2 N4 2.004(4) 2_575 ? C1 C2 1.352(9) . ? C1 N1 1.383(6) . ? C1 H1 0.9300 . ? C2 N2 1.359(7) . ? C2 H2 0.9300 . ? C3 N1 1.318(7) . ? C3 N2 1.331(7) . ? C3 H3 0.9300 . ? C4 N2 1.459(8) . ? C4 C5 1.534(7) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.510(8) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.476(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N3 1.469(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.346(6) . ? C8 N3 1.383(6) . ? C8 H8 0.9300 . ? C9 N4 1.376(6) . ? C9 H9 0.9300 . ? C10 N4 1.332(6) . ? C10 N3 1.333(6) . ? C10 H10 0.9300 . ? C11 C12 1.357(8) . ? C11 N5 1.362(7) . ? C11 H11 0.9300 . ? C12 N6 1.349(8) . ? C12 H12 0.9300 . ? C13 N5 1.307(7) . ? C13 N6 1.337(6) . ? C13 H13 0.9300 . ? C14 N6 1.476(7) . ? C14 C15 1.501(8) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.540(8) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.494(8) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N7 1.483(6) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 N8 1.331(6) . ? C18 N7 1.356(6) . ? C18 H18 0.9300 . ? C19 C20 1.354(7) . ? C19 N8 1.375(7) . ? C19 H19 0.9300 . ? C20 N7 1.358(7) . ? C20 H20 0.9300 . ? N4 Zn2 2.004(3) 2_574 ? N8 Zn1 2.000(4) 3_455 ? O1 V1 1.799(3) 1_545 ? O4 Zn2 1.936(3) 3_545 ? O12 V4 1.681(3) 2_554 ? 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 O11 V1 O10 108.6(2) . . ? O11 V1 O8 110.5(2) . . ? O10 V1 O8 108.96(19) . . ? O11 V1 O1 111.3(2) . 1_565 ? O10 V1 O1 110.19(18) . 1_565 ? O8 V1 O1 107.37(17) . 1_565 ? O7 V2 O9 107.04(19) . . ? O7 V2 O8 109.1(2) . . ? O9 V2 O8 111.5(2) . . ? O7 V2 O6 110.56(17) . . ? O9 V2 O6 110.48(17) . . ? O8 V2 O6 108.20(18) . . ? O5 V3 O4 109.1(2) . . ? O5 V3 O6 109.61(19) . . ? O4 V3 O6 108.03(16) . . ? O5 V3 O3 110.22(19) . . ? O4 V3 O3 108.09(16) . . ? O6 V3 O3 111.70(16) . . ? O2 V4 O12 108.54(19) . 2 ? O2 V4 O1 109.35(17) . . ? O12 V4 O1 110.30(16) 2 . ? O2 V4 O3 109.59(17) . . ? O12 V4 O3 107.89(16) 2 . ? O1 V4 O3 111.12(16) . . ? O12 Zn1 O9 105.69(14) . . ? O12 Zn1 N8 106.50(16) . 3_545 ? O9 Zn1 N8 110.70(15) . 3_545 ? O12 Zn1 N5 108.97(16) . . ? O9 Zn1 N5 108.35(16) . . ? N8 Zn1 N5 116.12(16) 3_545 . ? O10 Zn2 O4 104.24(14) . 3_455 ? O10 Zn2 N1 113.24(16) . . ? O4 Zn2 N1 116.01(16) 3_455 . ? O10 Zn2 N4 115.78(15) . 2_575 ? O4 Zn2 N4 101.05(16) 3_455 2_575 ? N1 Zn2 N4 106.22(16) . 2_575 ? C2 C1 N1 109.4(5) . . ? C2 C1 H1 125.3 . . ? N1 C1 H1 125.3 . . ? C1 C2 N2 106.7(5) . . ? C1 C2 H2 126.6 . . ? N2 C2 H2 126.6 . . ? N1 C3 N2 112.6(4) . . ? N1 C3 H3 123.7 . . ? N2 C3 H3 123.7 . . ? N2 C4 C5 112.7(5) . . ? N2 C4 H4A 109.0 . . ? C5 C4 H4A 109.0 . . ? N2 C4 H4B 109.0 . . ? C5 C4 H4B 109.0 . . ? H4A C4 H4B 107.8 . . ? C6 C5 C4 111.0(5) . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5B 109.4 . . ? C4 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? C7 C6 C5 115.2(5) . . ? C7 C6 H6A 108.5 . . ? C5 C6 H6A 108.5 . . ? C7 C6 H6B 108.5 . . ? C5 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? N3 C7 C6 112.7(4) . . ? N3 C7 H7A 109.0 . . ? C6 C7 H7A 109.0 . . ? N3 C7 H7B 109.0 . . ? C6 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C9 C8 N3 106.1(4) . . ? C9 C8 H8 126.9 . . ? N3 C8 H8 126.9 . . ? C8 C9 N4 109.4(4) . . ? C8 C9 H9 125.3 . . ? N4 C9 H9 125.3 . . ? N4 C10 N3 110.3(4) . . ? N4 C10 H10 124.9 . . ? N3 C10 H10 124.9 . . ? C12 C11 N5 109.1(5) . . ? C12 C11 H11 125.5 . . ? N5 C11 H11 125.5 . . ? N6 C12 C11 106.8(5) . . ? N6 C12 H12 126.6 . . ? C11 C12 H12 126.6 . . ? N5 C13 N6 112.0(5) . . ? N5 C13 H13 124.0 . . ? N6 C13 H13 124.0 . . ? N6 C14 C15 112.0(5) . . ? N6 C14 H14A 109.2 . . ? C15 C14 H14A 109.2 . . ? N6 C14 H14B 109.2 . . ? C15 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C14 C15 C16 113.3(5) . . ? C14 C15 H15A 108.9 . . ? C16 C15 H15A 108.9 . . ? C14 C15 H15B 108.9 . . ? C16 C15 H15B 108.9 . . ? H15A C15 H15B 107.7 . . ? C17 C16 C15 115.3(6) . . ? C17 C16 H16A 108.4 . . ? C15 C16 H16A 108.4 . . ? C17 C16 H16B 108.4 . . ? C15 C16 H16B 108.4 . . ? H16A C16 H16B 107.5 . . ? N7 C17 C16 114.1(4) . . ? N7 C17 H17A 108.7 . . ? C16 C17 H17A 108.7 . . ? N7 C17 H17B 108.7 . . ? C16 C17 H17B 108.7 . . ? H17A C17 H17B 107.6 . . ? N8 C18 N7 109.6(4) . . ? N8 C18 H18 125.2 . . ? N7 C18 H18 125.2 . . ? C20 C19 N8 108.7(5) . . ? C20 C19 H19 125.7 . . ? N8 C19 H19 125.7 . . ? C19 C20 N7 107.2(5) . . ? C19 C20 H20 126.4 . . ? N7 C20 H20 126.4 . . ? C3 N1 C1 104.4(5) . . ? C3 N1 Zn2 127.5(3) . . ? C1 N1 Zn2 126.8(4) . . ? C3 N2 C2 106.8(5) . . ? C3 N2 C4 127.0(5) . . ? C2 N2 C4 126.0(5) . . ? C10 N3 C8 107.9(4) . . ? C10 N3 C7 123.7(4) . . ? C8 N3 C7 128.2(4) . . ? C10 N4 C9 106.3(4) . . ? C10 N4 Zn2 127.1(3) . 2_574 ? C9 N4 Zn2 126.6(3) . 2_574 ? C13 N5 C11 105.5(4) . . ? C13 N5 Zn1 126.8(4) . . ? C11 N5 Zn1 127.7(4) . . ? C13 N6 C12 106.6(5) . . ? C13 N6 C14 126.5(5) . . ? C12 N6 C14 126.7(4) . . ? C18 N7 C20 107.7(4) . . ? C18 N7 C17 125.7(4) . . ? C20 N7 C17 126.5(4) . . ? C18 N8 C19 106.7(4) . . ? C18 N8 Zn1 128.1(3) . 3_455 ? C19 N8 Zn1 125.1(3) . 3_455 ? V4 O1 V1 126.87(18) . 1_545 ? V4 O3 V3 131.08(18) . . ? V3 O4 Zn2 135.0(2) . 3_545 ? V3 O6 V2 138.7(2) . . ? V2 O8 V1 163.1(3) . . ? V2 O9 Zn1 132.89(19) . . ? V1 O10 Zn2 141.5(2) . . ? V4 O12 Zn1 131.63(18) 2_554 . ? 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 N1 C1 C2 N2 1.0(6) . . . . ? N2 C4 C5 C6 -178.4(5) . . . . ? C4 C5 C6 C7 84.9(6) . . . . ? C5 C6 C7 N3 75.6(6) . . . . ? N3 C8 C9 N4 -0.3(7) . . . . ? N5 C11 C12 N6 0.8(7) . . . . ? N6 C14 C15 C16 179.8(5) . . . . ? C14 C15 C16 C17 90.7(7) . . . . ? C15 C16 C17 N7 -62.2(6) . . . . ? N8 C19 C20 N7 -0.2(6) . . . . ? N2 C3 N1 C1 0.3(6) . . . . ? N2 C3 N1 Zn2 -166.9(3) . . . . ? C2 C1 N1 C3 -0.8(6) . . . . ? C2 C1 N1 Zn2 166.6(4) . . . . ? O10 Zn2 N1 C3 -31.5(5) . . . . ? O4 Zn2 N1 C3 -152.0(4) 3_455 . . . ? N4 Zn2 N1 C3 96.6(4) 2_575 . . . ? O10 Zn2 N1 C1 164.0(4) . . . . ? O4 Zn2 N1 C1 43.5(4) 3_455 . . . ? N4 Zn2 N1 C1 -67.8(4) 2_575 . . . ? N1 C3 N2 C2 0.3(6) . . . . ? N1 C3 N2 C4 176.6(5) . . . . ? C1 C2 N2 C3 -0.8(6) . . . . ? C1 C2 N2 C4 -177.1(5) . . . . ? C5 C4 N2 C3 -90.2(7) . . . . ? C5 C4 N2 C2 85.4(7) . . . . ? N4 C10 N3 C8 -0.6(6) . . . . ? N4 C10 N3 C7 -176.2(5) . . . . ? C9 C8 N3 C10 0.6(6) . . . . ? C9 C8 N3 C7 175.9(5) . . . . ? C6 C7 N3 C10 71.9(7) . . . . ? C6 C7 N3 C8 -102.8(6) . . . . ? N3 C10 N4 C9 0.4(6) . . . . ? N3 C10 N4 Zn2 -179.0(3) . . . 2_574 ? C8 C9 N4 C10 0.0(6) . . . . ? C8 C9 N4 Zn2 179.4(4) . . . 2_574 ? N6 C13 N5 C11 0.1(6) . . . . ? N6 C13 N5 Zn1 178.5(3) . . . . ? C12 C11 N5 C13 -0.6(6) . . . . ? C12 C11 N5 Zn1 -179.0(4) . . . . ? O12 Zn1 N5 C13 -155.0(4) . . . . ? O9 Zn1 N5 C13 -40.4(5) . . . . ? N8 Zn1 N5 C13 84.8(5) 3_545 . . . ? O12 Zn1 N5 C11 23.2(5) . . . . ? O9 Zn1 N5 C11 137.7(4) . . . . ? N8 Zn1 N5 C11 -97.0(5) 3_545 . . . ? N5 C13 N6 C12 0.4(7) . . . . ? N5 C13 N6 C14 176.9(5) . . . . ? C11 C12 N6 C13 -0.8(7) . . . . ? C11 C12 N6 C14 -177.2(5) . . . . ? C15 C14 N6 C13 -76.2(7) . . . . ? C15 C14 N6 C12 99.5(7) . . . . ? N8 C18 N7 C20 -1.0(5) . . . . ? N8 C18 N7 C17 177.9(4) . . . . ? C19 C20 N7 C18 0.8(6) . . . . ? C19 C20 N7 C17 -178.2(4) . . . . ? C16 C17 N7 C18 -78.1(6) . . . . ? C16 C17 N7 C20 100.6(6) . . . . ? N7 C18 N8 C19 0.8(5) . . . . ? N7 C18 N8 Zn1 177.4(3) . . . 3_455 ? C20 C19 N8 C18 -0.4(6) . . . . ? C20 C19 N8 Zn1 -177.0(3) . . . 3_455 ? O2 V4 O1 V1 16.6(3) . . . 1_545 ? O12 V4 O1 V1 135.9(3) 2 . . 1_545 ? O3 V4 O1 V1 -104.5(3) . . . 1_545 ? O2 V4 O3 V3 -19.4(3) . . . . ? O12 V4 O3 V3 -137.4(2) 2 . . . ? O1 V4 O3 V3 101.6(3) . . . . ? O5 V3 O3 V4 -78.4(3) . . . . ? O4 V3 O3 V4 162.4(2) . . . . ? O6 V3 O3 V4 43.7(3) . . . . ? O5 V3 O4 Zn2 44.8(3) . . . 3_545 ? O6 V3 O4 Zn2 -74.3(3) . . . 3_545 ? O3 V3 O4 Zn2 164.7(2) . . . 3_545 ? O5 V3 O6 V2 10.7(4) . . . . ? O4 V3 O6 V2 129.5(3) . . . . ? O3 V3 O6 V2 -111.8(3) . . . . ? O7 V2 O6 V3 61.0(4) . . . . ? O9 V2 O6 V3 -57.3(3) . . . . ? O8 V2 O6 V3 -179.6(3) . . . . ? O7 V2 O8 V1 -132.6(9) . . . . ? O9 V2 O8 V1 -14.6(9) . . . . ? O6 V2 O8 V1 107.1(9) . . . . ? O11 V1 O8 V2 20.2(9) . . . . ? O10 V1 O8 V2 139.4(9) . . . . ? O1 V1 O8 V2 -101.3(9) 1_565 . . . ? O7 V2 O9 Zn1 6.0(3) . . . . ? O8 V2 O9 Zn1 -113.2(3) . . . . ? O6 V2 O9 Zn1 126.5(2) . . . . ? O12 Zn1 O9 V2 166.6(2) . . . . ? N8 Zn1 O9 V2 -78.4(3) 3_545 . . . ? N5 Zn1 O9 V2 49.9(3) . . . . ? O11 V1 O10 Zn2 9.9(4) . . . . ? O8 V1 O10 Zn2 -110.4(3) . . . . ? O1 V1 O10 Zn2 132.0(3) 1_565 . . . ? O4 Zn2 O10 V1 160.3(3) 3_455 . . . ? N1 Zn2 O10 V1 33.3(4) . . . . ? N4 Zn2 O10 V1 -89.7(3) 2_575 . . . ? O9 Zn1 O12 V4 179.0(2) . . . 2_554 ? N8 Zn1 O12 V4 61.2(3) 3_545 . . 2_554 ? N5 Zn1 O12 V4 -64.8(3) . . . 2_554 ? _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.813 _refine_diff_density_min -0.637 _refine_diff_density_rms 0.088 data_3 _database_code_depnum_ccdc_archive 'CCDC 778954' #TrackingRef '- 1-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H14 N4 O6 V2 Zn' _chemical_formula_sum 'C10 H14 N4 O6 V2 Zn' _chemical_formula_weight 453.50 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' 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 _symmetry_space_group_name_Hall -C2yc 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 15.5740(5) _cell_length_b 5.6170(7) _cell_length_c 19.0900(15) _cell_angle_alpha 90.00 _cell_angle_beta 108.4080(10) _cell_angle_gamma 90.00 _cell_volume 1584.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 28.28 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.901 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 2.690 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.452 _exptl_absorpt_correction_T_max 0.484 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4525 _diffrn_reflns_av_R_equivalents 0.0204 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 6 _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 1852 _reflns_number_gt 1641 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.0439P)^2^+3.5711P] 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 1852 _refine_ls_number_parameters 123 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0394 _refine_ls_R_factor_gt 0.0346 _refine_ls_wR_factor_ref 0.0908 _refine_ls_wR_factor_gt 0.0881 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.085 _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 Zn1 Zn 0.0000 0.04821(8) 0.7500 0.03114(15) Uani 1 2 d S . . V1 V 0.18678(3) 0.31586(8) 0.71867(3) 0.03027(15) Uani 1 1 d . . . C1 C -0.0033(2) -0.1322(8) 0.59901(19) 0.0549(9) Uani 1 1 d . . . H1 H 0.0430 -0.0325 0.5957 0.066 Uiso 1 1 calc R . . C2 C -0.0506(3) -0.2799(8) 0.5457(2) 0.0582(10) Uani 1 1 d . . . H2 H -0.0446 -0.2992 0.4991 0.070 Uiso 1 1 calc R . . C3 C -0.0961(3) -0.3106(8) 0.6415(2) 0.0711(13) Uani 1 1 d . . . H3 H -0.1286 -0.3612 0.6721 0.085 Uiso 1 1 calc R . . C4' C -0.2054(10) -0.496(2) 0.5211(8) 0.101(4) Uani 0.50 1 d PD . . C4 C -0.1477(8) -0.625(2) 0.5420(9) 0.111(5) Uani 0.50 1 d PD . . C5 C -0.2426(7) -0.621(2) 0.5378(11) 0.151(8) Uani 0.50 1 d PD . . C5' C -0.1750(11) -0.727(2) 0.5055(11) 0.138(6) Uani 0.50 1 d PD . . N1 N -0.03289(17) -0.1497(5) 0.65906(13) 0.0363(5) Uani 1 1 d . . . N2 N -0.1081(3) -0.3936(7) 0.5731(2) 0.0776(12) Uani 1 1 d . . . O1 O 0.22480(16) 0.6066(4) 0.75207(18) 0.0598(7) Uani 1 1 d . . . O2 O 0.1516(3) 0.3138(7) 0.63046(16) 0.0856(11) Uani 1 1 d . . . O3 O 0.10236(15) 0.2404(5) 0.75019(15) 0.0516(6) Uani 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 Zn1 0.0280(2) 0.0368(3) 0.0316(2) 0.000 0.01373(17) 0.000 V1 0.0305(2) 0.0267(3) 0.0363(3) 0.00100(18) 0.01436(19) -0.00237(17) C1 0.054(2) 0.077(3) 0.0410(17) -0.0131(17) 0.0244(15) -0.0259(19) C2 0.066(2) 0.070(3) 0.0399(17) -0.0166(17) 0.0190(16) -0.016(2) C3 0.095(3) 0.067(3) 0.065(2) -0.017(2) 0.044(2) -0.047(2) C4' 0.090(8) 0.100(10) 0.102(9) -0.021(8) 0.015(7) -0.045(9) C4 0.117(10) 0.057(7) 0.154(13) -0.074(8) 0.037(9) -0.050(7) C5 0.069(7) 0.072(8) 0.28(2) -0.061(11) 0.005(10) -0.046(7) C5' 0.135(14) 0.103(11) 0.166(15) -0.025(11) 0.037(11) -0.065(11) N1 0.0389(13) 0.0399(14) 0.0323(11) -0.0030(10) 0.0143(10) -0.0081(11) N2 0.095(3) 0.074(2) 0.067(2) -0.031(2) 0.030(2) -0.048(2) O1 0.0467(13) 0.0273(11) 0.112(2) -0.0106(13) 0.0341(14) -0.0084(10) O2 0.108(3) 0.102(3) 0.0414(14) 0.0054(16) 0.0161(15) -0.020(2) O3 0.0397(12) 0.0485(13) 0.0766(16) -0.0100(12) 0.0326(12) -0.0122(10) _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 Zn1 O3 1.924(2) 2_556 ? Zn1 O3 1.924(2) . ? Zn1 N1 1.987(2) . ? Zn1 N1 1.987(2) 2_556 ? V1 O2 1.598(3) . ? V1 O3 1.664(2) . ? V1 O1 1.762(2) 4_546 ? V1 O1 1.785(2) . ? C1 C2 1.339(5) . ? C1 N1 1.368(4) . ? C1 H1 0.9300 . ? C2 N2 1.333(5) . ? C2 H2 0.9300 . ? C3 N1 1.301(4) . ? C3 N2 1.343(5) . ? C3 H3 0.9300 . ? C4' C5 1.02(2) . ? C4' C4 1.122(17) . ? C4' C5' 1.444(9) . ? C4' N2 1.631(13) . ? C4 C5' 0.900(18) . ? C4 C5 1.455(9) . ? C4 N2 1.478(10) . ? C5 C5' 1.50(2) . ? C5 C5' 1.547(16) 7_436 ? C5 C5 2.01(3) 7_436 ? C5' C5 1.547(16) 7_436 ? O1 V1 1.762(2) 4_556 ? 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 Zn1 O3 111.75(16) 2_556 . ? O3 Zn1 N1 109.10(11) 2_556 . ? O3 Zn1 N1 107.47(10) . . ? O3 Zn1 N1 107.47(10) 2_556 2_556 ? O3 Zn1 N1 109.10(11) . 2_556 ? N1 Zn1 N1 111.99(15) . 2_556 ? O2 V1 O3 109.40(16) . . ? O2 V1 O1 107.62(18) . 4_546 ? O3 V1 O1 110.07(13) . 4_546 ? O2 V1 O1 110.35(18) . . ? O3 V1 O1 108.34(13) . . ? O1 V1 O1 111.05(4) 4_546 . ? C2 C1 N1 110.0(3) . . ? C2 C1 H1 125.0 . . ? N1 C1 H1 125.0 . . ? N2 C2 C1 106.0(3) . . ? N2 C2 H2 127.0 . . ? C1 C2 H2 127.0 . . ? N1 C3 N2 110.7(3) . . ? N1 C3 H3 124.7 . . ? N2 C3 H3 124.7 . . ? C5 C4' C4 85.4(14) . . ? C5 C4' C5' 72.8(12) . . ? C5 C4' N2 124.2(16) . . ? C4 C4' N2 61.7(9) . . ? C5' C4' N2 98.1(12) . . ? C5' C4 C4' 90.4(15) . . ? C5' C4 C5 75.1(13) . . ? C5' C4 N2 155(2) . . ? C4' C4 N2 76.4(10) . . ? C5 C4 N2 107.2(9) . . ? C4' C5 C4 50.3(10) . . ? C4' C5 C5' 66.7(11) . . ? C4' C5 C5' 132(2) . 7_436 ? C4 C5 C5' 132.7(14) . 7_436 ? C5' C5 C5' 97.6(13) . 7_436 ? C4' C5 C5 102.7(19) . 7_436 ? C4 C5 C5 85.0(11) . 7_436 ? C5' C5 C5 49.8(10) . 7_436 ? C5' C5 C5 47.8(8) 7_436 7_436 ? C4 C5' C4' 51.0(11) . . ? C4 C5' C5 69.5(13) . . ? C4 C5' C5 151.3(19) . 7_436 ? C4' C5' C5 109.6(14) . 7_436 ? C5 C5' C5 82.4(13) . 7_436 ? C3 N1 C1 105.2(3) . . ? C3 N1 Zn1 125.4(2) . . ? C1 N1 Zn1 129.1(2) . . ? C2 N2 C3 108.1(3) . . ? C2 N2 C4 120.6(6) . . ? C3 N2 C4 127.4(7) . . ? C2 N2 C4' 122.7(6) . . ? C3 N2 C4' 122.1(6) . . ? V1 O1 V1 149.50(15) 4_556 . ? V1 O3 Zn1 152.96(16) . . ? 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 N1 C1 C2 N2 -1.5(5) . . . . ? C5 C4' C4 C5' 68(2) . . . . ? N2 C4' C4 C5' -158.8(18) . . . . ? C5' C4' C4 C5 -68(2) . . . . ? N2 C4' C4 C5 133.2(13) . . . . ? C5 C4' C4 N2 -133.2(13) . . . . ? C5' C4' C4 N2 158.8(18) . . . . ? C5' C4' C5 C4 37.2(11) . . . . ? N2 C4' C5 C4 -50.9(13) . . . . ? C4 C4' C5 C5' -37.2(11) . . . . ? N2 C4' C5 C5' -88.2(18) . . . . ? C4 C4' C5 C5' -116.0(19) . . . 7_436 ? C5' C4' C5 C5' -79(2) . . . 7_436 ? N2 C4' C5 C5' -166.9(15) . . . 7_436 ? C4 C4' C5 C5 -72.4(14) . . . 7_436 ? C5' C4' C5 C5 -35.1(13) . . . 7_436 ? N2 C4' C5 C5 -123.3(14) . . . 7_436 ? C5' C4 C5 C4' -106(2) . . . . ? N2 C4 C5 C4' 47.9(15) . . . . ? C4' C4 C5 C5' 106(2) . . . . ? N2 C4 C5 C5' 154(2) . . . . ? C5' C4 C5 C5' 8(3) . . . 7_436 ? C4' C4 C5 C5' 115(3) . . . 7_436 ? N2 C4 C5 C5' 162.6(17) . . . 7_436 ? C5' C4 C5 C5 4.7(17) . . . 7_436 ? C4' C4 C5 C5 111(2) . . . 7_436 ? N2 C4 C5 C5 159.0(12) . . . 7_436 ? C5 C4 C5' C4' 42.1(13) . . . . ? N2 C4 C5' C4' -57(4) . . . . ? C4' C4 C5' C5 -42.1(13) . . . . ? N2 C4 C5' C5 -99(4) . . . . ? C4' C4 C5' C5 -55(5) . . . 7_436 ? C5 C4 C5' C5 -13(4) . . . 7_436 ? N2 C4 C5' C5 -112(5) . . . 7_436 ? C5 C4' C5' C4 -105(2) . . . . ? N2 C4' C5' C4 18.7(16) . . . . ? C4 C4' C5' C5 105(2) . . . . ? N2 C4' C5' C5 123.4(16) . . . . ? C5 C4' C5' C5 51(2) . . . 7_436 ? C4 C4' C5' C5 155(2) . . . 7_436 ? N2 C4' C5' C5 174.1(13) . . . 7_436 ? C4' C5 C5' C4 53.4(16) . . . . ? C5' C5 C5' C4 -174(2) 7_436 . . . ? C5 C5 C5' C4 -174(2) 7_436 . . . ? C4 C5 C5' C4' -53.4(16) . . . . ? C5' C5 C5' C4' 133(2) 7_436 . . . ? C5 C5 C5' C4' 133(2) 7_436 . . . ? C4' C5 C5' C5 -133(2) . . . 7_436 ? C4 C5 C5' C5 174(2) . . . 7_436 ? C5' C5 C5' C5 0.000(3) 7_436 . . 7_436 ? N2 C3 N1 C1 -0.5(5) . . . . ? N2 C3 N1 Zn1 173.2(3) . . . . ? C2 C1 N1 C3 1.2(5) . . . . ? C2 C1 N1 Zn1 -172.1(3) . . . . ? O3 Zn1 N1 C3 -62.2(4) 2_556 . . . ? O3 Zn1 N1 C3 176.5(3) . . . . ? N1 Zn1 N1 C3 56.7(3) 2_556 . . . ? O3 Zn1 N1 C1 110.0(3) 2_556 . . . ? O3 Zn1 N1 C1 -11.4(3) . . . . ? N1 Zn1 N1 C1 -131.2(3) 2_556 . . . ? C1 C2 N2 C3 1.2(6) . . . . ? C1 C2 N2 C4 -158.2(8) . . . . ? C1 C2 N2 C4' 152.1(7) . . . . ? N1 C3 N2 C2 -0.5(6) . . . . ? N1 C3 N2 C4 157.2(8) . . . . ? N1 C3 N2 C4' -151.6(7) . . . . ? C5' C4 N2 C2 -47(4) . . . . ? C4' C4 N2 C2 -106.3(11) . . . . ? C5 C4 N2 C2 -138.6(12) . . . . ? C5' C4 N2 C3 158(3) . . . . ? C4' C4 N2 C3 98.5(14) . . . . ? C5 C4 N2 C3 66.3(17) . . . . ? C5' C4 N2 C4' 59(4) . . . . ? C5 C4 N2 C4' -32.2(13) . . . . ? C5 C4' N2 C2 162.5(15) . . . . ? C4 C4' N2 C2 101.0(12) . . . . ? C5' C4' N2 C2 87.9(12) . . . . ? C5 C4' N2 C3 -50.6(19) . . . . ? C4 C4' N2 C3 -112.1(12) . . . . ? C5' C4' N2 C3 -125.2(10) . . . . ? C5 C4' N2 C4 61.5(16) . . . . ? C5' C4' N2 C4 -13.2(12) . . . . ? O2 V1 O1 V1 -91.5(4) . . . 4_556 ? O3 V1 O1 V1 148.7(4) . . . 4_556 ? O1 V1 O1 V1 27.7(3) 4_546 . . 4_556 ? O2 V1 O3 Zn1 43.7(4) . . . . ? O1 V1 O3 Zn1 -74.4(4) 4_546 . . . ? O1 V1 O3 Zn1 164.0(4) . . . . ? O3 Zn1 O3 V1 -130.6(4) 2_556 . . . ? N1 Zn1 O3 V1 -11.0(4) . . . . ? N1 Zn1 O3 V1 110.7(4) 2_556 . . . ? _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.630 _refine_diff_density_min -0.346 _refine_diff_density_rms 0.083