# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_Zn-bte-1,3-bdc _database_code_depnum_ccdc_archive 'CCDC 865635' #TrackingRef 'ZnbteCIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H13 N6 O4.50 Zn' _chemical_formula_weight 402.67 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 Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3853(14) _cell_length_b 9.5439(19) _cell_length_c 10.2148(16) _cell_angle_alpha 79.250(13) _cell_angle_beta 66.306(10) _cell_angle_gamma 80.437(13) _cell_volume 818.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3140 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 25.3 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.68 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.633 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 410 _exptl_absorpt_coefficient_mu 1.537 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4213 _exptl_absorpt_correction_T_max 0.8370 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7927 _diffrn_reflns_av_R_equivalents 0.0477 _diffrn_reflns_av_sigmaI/netI 0.0904 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.34 _reflns_number_total 2967 _reflns_number_gt 2194 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _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^)+(0.1497P)^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 2967 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0747 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.2245 _refine_ls_wR_factor_gt 0.1342 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 0.33029(8) 0.28730(7) 0.65463(7) 0.0274(3) Uani 1 1 d . . . O1 O 0.2940(5) 0.4293(5) 0.7893(5) 0.0334(11) Uani 1 1 d . . . O2 O 0.3720(6) 0.2302(5) 0.9006(5) 0.0424(12) Uani 1 1 d . . . O3 O 0.2888(6) 0.4111(5) 1.4951(5) 0.0385(11) Uani 1 1 d . . . O4 O 0.3264(10) 0.2131(6) 1.4005(6) 0.075(2) Uani 1 1 d . . . N1 N 0.8054(6) 0.2400(6) 0.4267(6) 0.0303(12) Uani 1 1 d . . . N2 N 0.8090(6) 0.1416(6) 0.5393(6) 0.0378(14) Uani 1 1 d . . . N3 N 0.5631(6) 0.2303(6) 0.5693(6) 0.0330(12) Uani 1 1 d . . . N4 N 0.9454(6) 0.0463(5) 0.2302(6) 0.0304(12) Uani 1 1 d . . . N5 N 0.8743(8) 0.0923(6) 0.1339(7) 0.0460(16) Uani 1 1 d . . . N6 N 0.7968(6) -0.1169(5) 0.2600(5) 0.0275(11) Uani 1 1 d . . . C1 C 0.9492(8) 0.2738(7) 0.3059(8) 0.0370(16) Uani 1 1 d . . . H1A H 1.0106 0.3230 0.3366 0.044 Uiso 1 1 calc R . . H1B H 0.9248 0.3370 0.2299 0.044 Uiso 1 1 calc R . . C2 C 1.0441(7) 0.1356(7) 0.2483(8) 0.0373(16) Uani 1 1 d . . . H2A H 1.1282 0.1595 0.1564 0.045 Uiso 1 1 calc R . . H2B H 1.0902 0.0836 0.3152 0.045 Uiso 1 1 calc R . . C3 C 0.6590(8) 0.1374(8) 0.6204(7) 0.0397(17) Uani 1 1 d . . . H3A H 0.6225 0.0754 0.7059 0.048 Uiso 1 1 calc R . . C4 C 0.6604(7) 0.2913(7) 0.4442(7) 0.0304(14) Uani 1 1 d . . . H4A H 0.6308 0.3593 0.3793 0.036 Uiso 1 1 calc R . . C5 C 0.7872(9) -0.0083(8) 0.1562(8) 0.0467(19) Uani 1 1 d . . . H5A H 0.7237 -0.0064 0.1055 0.056 Uiso 1 1 calc R . . C6 C 0.8944(8) -0.0768(7) 0.3064(7) 0.0321(14) Uani 1 1 d . . . H6A H 0.9229 -0.1270 0.3808 0.039 Uiso 1 1 calc R . . C7 C 0.3063(7) 0.4404(6) 1.0161(6) 0.0268(13) Uani 1 1 d . . . C8 C 0.3258(7) 0.3641(6) 1.1386(7) 0.0259(13) Uani 1 1 d . . . H8A H 0.3600 0.2668 1.1406 0.031 Uiso 1 1 calc R . . C9 C 0.2950(7) 0.4311(7) 1.2579(7) 0.0288(14) Uani 1 1 d . . . C10 C 0.2467(9) 0.5760(7) 1.2528(7) 0.0400(17) Uani 1 1 d . . . H10A H 0.2264 0.6224 1.3318 0.048 Uiso 1 1 calc R . . C11 C 0.2284(11) 0.6530(8) 1.1292(9) 0.059(2) Uani 1 1 d . . . H11A H 0.1978 0.7510 1.1253 0.071 Uiso 1 1 calc R . . C12 C 0.2550(9) 0.5852(7) 1.0148(7) 0.0409(18) Uani 1 1 d . . . H12A H 0.2385 0.6366 0.9344 0.049 Uiso 1 1 calc R . . C13 C 0.3060(8) 0.3443(7) 1.3933(6) 0.0301(14) Uani 1 1 d . . . C14 C 0.3281(7) 0.3611(7) 0.8937(6) 0.0262(13) Uani 1 1 d . . . O5 O 0.4153(18) 0.9833(16) 0.0475(18) 0.097(5) Uani 0.50 1 d P . . 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 0.0398(5) 0.0258(5) 0.0200(5) -0.0039(3) -0.0142(3) -0.0039(3) O1 0.056(3) 0.032(2) 0.022(2) -0.0074(19) -0.024(2) 0.000(2) O2 0.080(4) 0.025(2) 0.029(3) -0.007(2) -0.030(3) 0.005(2) O3 0.064(3) 0.037(3) 0.024(2) -0.005(2) -0.027(2) -0.003(2) O4 0.167(7) 0.038(3) 0.037(3) 0.001(3) -0.057(4) -0.015(4) N1 0.035(3) 0.029(3) 0.030(3) -0.007(2) -0.014(2) -0.004(2) N2 0.039(3) 0.039(3) 0.033(3) -0.001(3) -0.017(3) 0.005(3) N3 0.042(3) 0.028(3) 0.028(3) -0.008(2) -0.013(3) 0.002(2) N4 0.037(3) 0.023(3) 0.030(3) -0.003(2) -0.012(2) -0.006(2) N5 0.072(4) 0.036(3) 0.049(4) 0.005(3) -0.042(3) -0.018(3) N6 0.037(3) 0.029(3) 0.021(3) 0.000(2) -0.015(2) -0.011(2) C1 0.040(4) 0.027(3) 0.044(4) -0.001(3) -0.013(3) -0.014(3) C2 0.023(3) 0.041(4) 0.041(4) -0.005(3) -0.005(3) -0.006(3) C3 0.053(4) 0.040(4) 0.022(4) -0.002(3) -0.014(3) 0.003(3) C4 0.044(4) 0.027(3) 0.024(3) -0.005(3) -0.017(3) -0.002(3) C5 0.064(5) 0.042(4) 0.045(5) 0.005(4) -0.035(4) -0.010(4) C6 0.044(4) 0.028(3) 0.025(3) 0.001(3) -0.015(3) -0.006(3) C7 0.040(3) 0.026(3) 0.018(3) -0.002(2) -0.012(3) -0.007(3) C8 0.036(3) 0.022(3) 0.028(3) -0.006(3) -0.018(3) -0.005(2) C9 0.034(3) 0.034(4) 0.023(3) -0.008(3) -0.014(3) -0.005(3) C10 0.071(5) 0.033(4) 0.023(4) -0.010(3) -0.024(3) -0.002(3) C11 0.104(7) 0.036(4) 0.048(5) -0.023(4) -0.042(5) 0.020(4) C12 0.066(5) 0.039(4) 0.026(4) -0.006(3) -0.030(4) 0.007(4) C13 0.042(4) 0.034(4) 0.013(3) 0.003(3) -0.010(3) -0.010(3) C14 0.031(3) 0.029(3) 0.019(3) -0.005(3) -0.011(3) 0.000(3) O5 0.107(11) 0.069(9) 0.097(13) 0.028(9) -0.045(10) 0.008(9) _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 1.960(4) 1_554 ? Zn1 O1 2.003(4) . ? Zn1 N3 2.020(5) . ? Zn1 N6 2.026(5) 2_656 ? O1 C14 1.270(7) . ? O2 C14 1.246(7) . ? O3 C13 1.262(8) . ? O3 Zn1 1.960(4) 1_556 ? O4 C13 1.228(8) . ? N1 C4 1.319(8) . ? N1 N2 1.350(7) . ? N1 C1 1.451(8) . ? N2 C3 1.319(9) . ? N3 C4 1.329(8) . ? N3 C3 1.344(8) . ? N4 C6 1.328(8) . ? N4 N5 1.370(8) . ? N4 C2 1.440(8) . ? N5 C5 1.293(9) . ? N6 C6 1.320(8) . ? N6 C5 1.358(8) . ? N6 Zn1 2.026(5) 2_656 ? C1 C2 1.535(9) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3A 0.9300 . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C12 1.386(9) . ? C7 C8 1.388(8) . ? C7 C14 1.508(8) . ? C8 C9 1.387(8) . ? C8 H8A 0.9300 . ? C9 C10 1.380(9) . ? C9 C13 1.507(8) . ? C10 C11 1.397(10) . ? C10 H10A 0.9300 . ? C11 C12 1.357(10) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? O5 O5 1.54(3) 2_675 ? 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 O1 101.20(18) 1_554 . ? O3 Zn1 N3 103.6(2) 1_554 . ? O1 Zn1 N3 107.1(2) . . ? O3 Zn1 N6 115.0(2) 1_554 2_656 ? O1 Zn1 N6 115.6(2) . 2_656 ? N3 Zn1 N6 113.1(2) . 2_656 ? C14 O1 Zn1 106.4(4) . . ? C13 O3 Zn1 113.2(4) . 1_556 ? C4 N1 N2 110.9(5) . . ? C4 N1 C1 128.6(6) . . ? N2 N1 C1 120.5(5) . . ? C3 N2 N1 102.0(5) . . ? C4 N3 C3 103.3(5) . . ? C4 N3 Zn1 124.3(4) . . ? C3 N3 Zn1 132.2(5) . . ? C6 N4 N5 109.5(5) . . ? C6 N4 C2 129.4(6) . . ? N5 N4 C2 120.8(5) . . ? C5 N5 N4 103.2(6) . . ? C6 N6 C5 103.8(5) . . ? C6 N6 Zn1 127.1(4) . 2_656 ? C5 N6 Zn1 128.6(5) . 2_656 ? N1 C1 C2 110.0(5) . . ? N1 C1 H1A 109.7 . . ? C2 C1 H1A 109.7 . . ? N1 C1 H1B 109.7 . . ? C2 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? N4 C2 C1 110.6(5) . . ? N4 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 . . ? N4 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N2 C3 N3 114.4(6) . . ? N2 C3 H3A 122.8 . . ? N3 C3 H3A 122.8 . . ? N1 C4 N3 109.2(6) . . ? N1 C4 H4A 125.4 . . ? N3 C4 H4A 125.4 . . ? N5 C5 N6 114.1(6) . . ? N5 C5 H5A 123.0 . . ? N6 C5 H5A 123.0 . . ? N6 C6 N4 109.4(5) . . ? N6 C6 H6A 125.3 . . ? N4 C6 H6A 125.3 . . ? C12 C7 C8 118.9(5) . . ? C12 C7 C14 121.7(5) . . ? C8 C7 C14 119.1(5) . . ? C7 C8 C9 120.9(5) . . ? C7 C8 H8A 119.6 . . ? C9 C8 H8A 119.6 . . ? C10 C9 C8 119.1(6) . . ? C10 C9 C13 120.9(6) . . ? C8 C9 C13 119.9(6) . . ? C9 C10 C11 120.0(6) . . ? C9 C10 H10A 120.0 . . ? C11 C10 H10A 120.0 . . ? C10 C11 C12 120.2(7) . . ? C10 C11 H11A 119.9 . . ? C12 C11 H11A 119.9 . . ? C11 C12 C7 120.8(6) . . ? C11 C12 H12A 119.6 . . ? C7 C12 H12A 119.6 . . ? O4 C13 O3 123.6(6) . . ? O4 C13 C9 118.7(6) . . ? O3 C13 C9 117.7(6) . . ? O2 C14 O1 122.0(6) . . ? O2 C14 C7 119.6(5) . . ? O1 C14 C7 118.4(5) . . ? 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 Zn1 O1 C14 -175.8(4) 1_554 . . . ? N3 Zn1 O1 C14 -67.7(4) . . . . ? N6 Zn1 O1 C14 59.4(4) 2_656 . . . ? C4 N1 N2 C3 1.1(7) . . . . ? C1 N1 N2 C3 -177.4(6) . . . . ? O3 Zn1 N3 C4 12.1(5) 1_554 . . . ? O1 Zn1 N3 C4 -94.4(5) . . . . ? N6 Zn1 N3 C4 137.2(5) 2_656 . . . ? O3 Zn1 N3 C3 -173.3(6) 1_554 . . . ? O1 Zn1 N3 C3 80.2(6) . . . . ? N6 Zn1 N3 C3 -48.2(7) 2_656 . . . ? C6 N4 N5 C5 -1.4(8) . . . . ? C2 N4 N5 C5 -174.8(6) . . . . ? C4 N1 C1 C2 -125.9(7) . . . . ? N2 N1 C1 C2 52.2(8) . . . . ? C6 N4 C2 C1 -108.7(7) . . . . ? N5 N4 C2 C1 63.3(8) . . . . ? N1 C1 C2 N4 47.4(8) . . . . ? N1 N2 C3 N3 -2.6(8) . . . . ? C4 N3 C3 N2 3.1(8) . . . . ? Zn1 N3 C3 N2 -172.3(5) . . . . ? N2 N1 C4 N3 0.8(7) . . . . ? C1 N1 C4 N3 179.1(6) . . . . ? C3 N3 C4 N1 -2.2(7) . . . . ? Zn1 N3 C4 N1 173.6(4) . . . . ? N4 N5 C5 N6 -0.2(9) . . . . ? C6 N6 C5 N5 1.6(8) . . . . ? Zn1 N6 C5 N5 173.8(5) 2_656 . . . ? C5 N6 C6 N4 -2.4(7) . . . . ? Zn1 N6 C6 N4 -174.8(4) 2_656 . . . ? N5 N4 C6 N6 2.5(8) . . . . ? C2 N4 C6 N6 175.2(6) . . . . ? C12 C7 C8 C9 -0.2(9) . . . . ? C14 C7 C8 C9 -174.9(6) . . . . ? C7 C8 C9 C10 -1.0(10) . . . . ? C7 C8 C9 C13 175.7(5) . . . . ? C8 C9 C10 C11 0.5(11) . . . . ? C13 C9 C10 C11 -176.2(7) . . . . ? C9 C10 C11 C12 1.3(13) . . . . ? C10 C11 C12 C7 -2.5(14) . . . . ? C8 C7 C12 C11 1.9(11) . . . . ? C14 C7 C12 C11 176.6(8) . . . . ? Zn1 O3 C13 O4 9.0(10) 1_556 . . . ? Zn1 O3 C13 C9 -173.2(4) 1_556 . . . ? C10 C9 C13 O4 169.2(7) . . . . ? C8 C9 C13 O4 -7.5(10) . . . . ? C10 C9 C13 O3 -8.7(9) . . . . ? C8 C9 C13 O3 174.6(6) . . . . ? Zn1 O1 C14 O2 -1.1(7) . . . . ? Zn1 O1 C14 C7 -177.8(4) . . . . ? C12 C7 C14 O2 -178.8(7) . . . . ? C8 C7 C14 O2 -4.2(9) . . . . ? C12 C7 C14 O1 -1.9(9) . . . . ? C8 C7 C14 O1 172.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.012 _refine_diff_density_min -0.987 _refine_diff_density_rms 0.250 data_Zn-bte-NO2-1,3-bdc _database_code_depnum_ccdc_archive 'CCDC 865636' #TrackingRef 'ZnbteCIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H17 N7 O9 Zn' _chemical_formula_weight 492.72 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 Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.478(2) _cell_length_b 9.956(3) _cell_length_c 11.461(4) _cell_angle_alpha 85.54(2) _cell_angle_beta 82.98(2) _cell_angle_gamma 63.499(16) _cell_volume 960.3(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3680 _cell_measurement_theta_min 3.1436 _cell_measurement_theta_max 25.3491 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.704 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 504 _exptl_absorpt_coefficient_mu 1.346 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4124 _exptl_absorpt_correction_T_max 0.6883 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8965 _diffrn_reflns_av_R_equivalents 0.0354 _diffrn_reflns_av_sigmaI/netI 0.0452 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 25.35 _reflns_number_total 3484 _reflns_number_gt 3022 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _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^)+(0.0787P)^2^+0.6667P] 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 3484 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1469 _refine_ls_wR_factor_gt 0.1381 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _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 0.61185(5) -0.00405(5) 0.31303(4) 0.0352(2) Uani 1 1 d . . . O1 O 0.4908(3) 0.1767(3) 0.4082(3) 0.0399(7) Uani 1 1 d . . . O2 O 0.3392(4) 0.2422(4) 0.2625(3) 0.0592(10) Uani 1 1 d . . . O3 O -0.2080(3) 0.8760(3) 0.4058(2) 0.0383(7) Uani 1 1 d . . . O4 O -0.1470(4) 0.7160(3) 0.2639(3) 0.0478(8) Uani 1 1 d . . . O5 O 0.2020(5) 0.7930(4) 0.6601(4) 0.0827(14) Uani 1 1 d . . . O6 O 0.3752(4) 0.5684(4) 0.6977(3) 0.0668(10) Uani 1 1 d . . . O7 O 0.3432(6) 0.3706(5) 0.0344(4) 0.0923(14) Uani 1 1 d . . . O8 O 0.0646(7) 0.2394(7) 0.2005(5) 0.1203(19) Uani 1 1 d . . . O9 O 0.8984(10) 0.5109(7) 0.1032(6) 0.162(3) Uani 1 1 d . . . N1 N 0.7690(4) 0.1444(4) -0.0032(3) 0.0415(8) Uani 1 1 d . . . N2 N 0.8158(5) 0.0014(4) -0.0359(3) 0.0540(10) Uani 1 1 d . . . N3 N 0.6981(4) 0.0383(4) 0.1487(3) 0.0380(8) Uani 1 1 d . . . N4 N 0.6243(4) 0.2393(4) -0.2273(3) 0.0397(8) Uani 1 1 d . . . N5 N 0.7313(5) 0.1621(5) -0.3164(3) 0.0532(10) Uani 1 1 d . . . N6 N 0.5242(4) 0.1075(4) -0.2965(3) 0.0374(8) Uani 1 1 d . . . N7 N 0.2660(5) 0.6574(4) 0.6435(4) 0.0534(10) Uani 1 1 d . . . C1 C 0.7934(6) 0.2529(6) -0.0884(4) 0.0528(12) Uani 1 1 d . . . H1A H 0.8864 0.1998 -0.1424 0.063 Uiso 1 1 calc R . . H1B H 0.8124 0.3235 -0.0468 0.063 Uiso 1 1 calc R . . C2 C 0.6527(6) 0.3377(5) -0.1571(4) 0.0461(11) Uani 1 1 d . . . H2A H 0.5595 0.3901 -0.1030 0.055 Uiso 1 1 calc R . . H2B H 0.6704 0.4122 -0.2081 0.055 Uiso 1 1 calc R . . C3 C 0.7710(6) -0.0574(5) 0.0599(4) 0.0515(12) Uani 1 1 d . . . H3A H 0.7884 -0.1572 0.0656 0.062 Uiso 1 1 calc R . . C4 C 0.6998(5) 0.1632(5) 0.1050(4) 0.0452(11) Uani 1 1 d . . . H4A H 0.6579 0.2528 0.1450 0.054 Uiso 1 1 calc R . . C5 C 0.6660(5) 0.0854(5) -0.3548(4) 0.0477(11) Uani 1 1 d . . . H5A H 0.7130 0.0205 -0.4172 0.057 Uiso 1 1 calc R . . C6 C 0.5024(5) 0.2050(5) -0.2171(4) 0.0376(9) Uani 1 1 d . . . H6A H 0.4147 0.2443 -0.1618 0.045 Uiso 1 1 calc R . . C7 C 0.2674(4) 0.4159(4) 0.4127(3) 0.0299(8) Uani 1 1 d . . . C8 C 0.1273(4) 0.5105(4) 0.3655(3) 0.0305(8) Uani 1 1 d . . . H8A H 0.0975 0.4789 0.3025 0.037 Uiso 1 1 calc R . . C9 C 0.0302(4) 0.6522(4) 0.4108(3) 0.0301(8) Uani 1 1 d . . . C10 C 0.0757(4) 0.6993(4) 0.5034(4) 0.0340(9) Uani 1 1 d . . . H10A H 0.0131 0.7937 0.5344 0.041 Uiso 1 1 calc R . . C11 C 0.2153(5) 0.6042(4) 0.5492(4) 0.0356(9) Uani 1 1 d . . . C12 C 0.3122(5) 0.4615(4) 0.5075(3) 0.0344(9) Uani 1 1 d . . . H12A H 0.4040 0.3985 0.5419 0.041 Uiso 1 1 calc R . . C13 C 0.3717(5) 0.2676(4) 0.3571(4) 0.0331(9) Uani 1 1 d . . . C14 C -0.1188(4) 0.7529(4) 0.3556(3) 0.0328(9) 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 0.0301(3) 0.0283(3) 0.0349(3) -0.00521(19) -0.0090(2) 0.0003(2) O1 0.0318(15) 0.0253(14) 0.0480(17) -0.0051(12) -0.0121(13) 0.0032(12) O2 0.058(2) 0.0396(18) 0.0493(19) -0.0150(15) -0.0199(16) 0.0111(15) O3 0.0293(14) 0.0278(14) 0.0411(16) -0.0038(12) -0.0096(12) 0.0043(11) O4 0.0422(17) 0.0372(16) 0.0458(18) -0.0058(14) -0.0175(14) 0.0027(13) O5 0.079(3) 0.050(2) 0.106(3) -0.032(2) -0.040(2) -0.005(2) O6 0.068(2) 0.049(2) 0.072(2) -0.0059(17) -0.042(2) -0.0066(17) O7 0.096(3) 0.096(3) 0.076(3) -0.004(2) 0.004(3) -0.037(3) O8 0.108(4) 0.124(4) 0.121(4) -0.034(4) -0.008(4) -0.040(4) O9 0.203(7) 0.118(5) 0.119(5) -0.029(4) -0.066(5) -0.013(5) N1 0.050(2) 0.039(2) 0.0369(19) 0.0012(15) -0.0133(17) -0.0184(17) N2 0.075(3) 0.035(2) 0.043(2) -0.0066(17) 0.001(2) -0.017(2) N3 0.0394(19) 0.0293(18) 0.0357(18) -0.0001(14) -0.0113(15) -0.0049(15) N4 0.043(2) 0.0380(19) 0.0366(19) 0.0026(15) -0.0064(16) -0.0169(16) N5 0.049(2) 0.066(3) 0.043(2) -0.0038(19) 0.0061(18) -0.026(2) N6 0.0321(18) 0.0355(19) 0.0355(18) -0.0037(15) -0.0043(15) -0.0063(14) N7 0.045(2) 0.045(2) 0.059(2) -0.0168(19) -0.0175(19) -0.0041(18) C1 0.061(3) 0.054(3) 0.058(3) 0.007(2) -0.015(2) -0.037(3) C2 0.055(3) 0.044(3) 0.046(2) 0.004(2) -0.011(2) -0.027(2) C3 0.069(3) 0.037(2) 0.039(2) -0.007(2) 0.005(2) -0.017(2) C4 0.052(3) 0.036(2) 0.042(2) -0.0084(19) -0.015(2) -0.010(2) C5 0.049(3) 0.046(3) 0.037(2) -0.008(2) 0.001(2) -0.012(2) C6 0.031(2) 0.038(2) 0.041(2) -0.0028(18) -0.0011(18) -0.0136(18) C7 0.0249(19) 0.0223(19) 0.033(2) 0.0033(15) -0.0023(16) -0.0029(15) C8 0.0260(19) 0.0260(19) 0.033(2) -0.0001(15) -0.0036(16) -0.0059(15) C9 0.0237(18) 0.0260(19) 0.033(2) 0.0031(15) -0.0031(16) -0.0051(15) C10 0.027(2) 0.0238(19) 0.041(2) -0.0057(16) -0.0017(17) -0.0016(15) C11 0.034(2) 0.027(2) 0.039(2) -0.0058(17) -0.0088(17) -0.0055(17) C12 0.027(2) 0.028(2) 0.037(2) 0.0031(17) -0.0085(17) -0.0019(16) C13 0.029(2) 0.025(2) 0.036(2) -0.0019(16) -0.0034(17) -0.0043(16) C14 0.0265(19) 0.029(2) 0.036(2) 0.0004(17) -0.0028(17) -0.0063(16) _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 1.975(3) 1_645 ? Zn1 O1 1.975(3) . ? Zn1 N6 2.009(4) 2_655 ? Zn1 N3 2.049(4) . ? O1 C13 1.266(5) . ? O2 C13 1.236(5) . ? O3 C14 1.271(5) . ? O3 Zn1 1.975(3) 1_465 ? O4 C14 1.236(5) . ? O5 N7 1.228(5) . ? O6 N7 1.223(5) . ? N1 C4 1.316(6) . ? N1 N2 1.357(5) . ? N1 C1 1.476(6) . ? N2 C3 1.317(6) . ? N3 C4 1.311(6) . ? N3 C3 1.347(5) . ? N4 C6 1.334(5) . ? N4 N5 1.354(5) . ? N4 C2 1.446(6) . ? N5 C5 1.304(6) . ? N6 C6 1.313(5) . ? N6 C5 1.356(6) . ? N6 Zn1 2.009(4) 2_655 ? N7 C11 1.456(6) . ? C1 C2 1.503(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3A 0.9300 . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C8 1.387(5) . ? C7 C12 1.389(6) . ? C7 C13 1.501(5) . ? C8 C9 1.394(5) . ? C8 H8A 0.9300 . ? C9 C10 1.379(6) . ? C9 C14 1.502(5) . ? C10 C11 1.377(5) . ? C10 H10A 0.9300 . ? C11 C12 1.387(5) . ? C12 H12A 0.9300 . ? 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 O1 102.43(11) 1_645 . ? O3 Zn1 N6 112.93(13) 1_645 2_655 ? O1 Zn1 N6 109.87(13) . 2_655 ? O3 Zn1 N3 108.76(13) 1_645 . ? O1 Zn1 N3 114.01(13) . . ? N6 Zn1 N3 108.82(14) 2_655 . ? C13 O1 Zn1 109.7(2) . . ? C14 O3 Zn1 109.9(2) . 1_465 ? C4 N1 N2 110.1(4) . . ? C4 N1 C1 130.2(4) . . ? N2 N1 C1 119.6(4) . . ? C3 N2 N1 101.7(4) . . ? C4 N3 C3 102.8(4) . . ? C4 N3 Zn1 128.9(3) . . ? C3 N3 Zn1 128.3(3) . . ? C6 N4 N5 109.7(4) . . ? C6 N4 C2 129.2(4) . . ? N5 N4 C2 121.1(4) . . ? C5 N5 N4 102.6(4) . . ? C6 N6 C5 102.9(4) . . ? C6 N6 Zn1 127.2(3) . 2_655 ? C5 N6 Zn1 129.7(3) . 2_655 ? O6 N7 O5 122.7(4) . . ? O6 N7 C11 119.6(4) . . ? O5 N7 C11 117.5(4) . . ? N1 C1 C2 111.8(4) . . ? N1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 107.9 . . ? N4 C2 C1 111.9(4) . . ? N4 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? N4 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? N2 C3 N3 114.8(4) . . ? N2 C3 H3A 122.6 . . ? N3 C3 H3A 122.6 . . ? N3 C4 N1 110.6(4) . . ? N3 C4 H4A 124.7 . . ? N1 C4 H4A 124.7 . . ? N5 C5 N6 114.8(4) . . ? N5 C5 H5A 122.6 . . ? N6 C5 H5A 122.6 . . ? N6 C6 N4 110.1(4) . . ? N6 C6 H6A 125.0 . . ? N4 C6 H6A 125.0 . . ? C8 C7 C12 119.8(3) . . ? C8 C7 C13 119.2(3) . . ? C12 C7 C13 120.9(3) . . ? C7 C8 C9 121.2(4) . . ? C7 C8 H8A 119.4 . . ? C9 C8 H8A 119.4 . . ? C10 C9 C8 119.2(3) . . ? C10 C9 C14 121.1(3) . . ? C8 C9 C14 119.6(3) . . ? C11 C10 C9 118.9(3) . . ? C11 C10 H10A 120.5 . . ? C9 C10 H10A 120.5 . . ? C10 C11 C12 123.0(4) . . ? C10 C11 N7 118.6(3) . . ? C12 C11 N7 118.4(4) . . ? C11 C12 C7 117.8(3) . . ? C11 C12 H12A 121.1 . . ? C7 C12 H12A 121.1 . . ? O2 C13 O1 123.5(4) . . ? O2 C13 C7 118.3(3) . . ? O1 C13 C7 118.2(3) . . ? O4 C14 O3 123.4(4) . . ? O4 C14 C9 119.9(3) . . ? O3 C14 C9 116.7(3) . . ? 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 Zn1 O1 C13 178.3(3) 1_645 . . . ? N6 Zn1 O1 C13 -61.4(3) 2_655 . . . ? N3 Zn1 O1 C13 61.0(3) . . . . ? C4 N1 N2 C3 -0.9(5) . . . . ? C1 N1 N2 C3 -178.2(4) . . . . ? O3 Zn1 N3 C4 -104.7(4) 1_645 . . . ? O1 Zn1 N3 C4 8.9(4) . . . . ? N6 Zn1 N3 C4 131.9(4) 2_655 . . . ? O3 Zn1 N3 C3 73.5(4) 1_645 . . . ? O1 Zn1 N3 C3 -173.0(4) . . . . ? N6 Zn1 N3 C3 -49.9(4) 2_655 . . . ? C6 N4 N5 C5 0.1(5) . . . . ? C2 N4 N5 C5 178.3(4) . . . . ? C4 N1 C1 C2 -85.7(6) . . . . ? N2 N1 C1 C2 91.0(5) . . . . ? C6 N4 C2 C1 113.6(5) . . . . ? N5 N4 C2 C1 -64.3(5) . . . . ? N1 C1 C2 N4 -62.7(5) . . . . ? N1 N2 C3 N3 1.0(6) . . . . ? C4 N3 C3 N2 -0.7(6) . . . . ? Zn1 N3 C3 N2 -179.2(3) . . . . ? C3 N3 C4 N1 0.1(5) . . . . ? Zn1 N3 C4 N1 178.5(3) . . . . ? N2 N1 C4 N3 0.5(5) . . . . ? C1 N1 C4 N3 177.5(4) . . . . ? N4 N5 C5 N6 -0.1(5) . . . . ? C6 N6 C5 N5 0.0(5) . . . . ? Zn1 N6 C5 N5 -174.2(3) 2_655 . . . ? C5 N6 C6 N4 0.0(5) . . . . ? Zn1 N6 C6 N4 174.5(3) 2_655 . . . ? N5 N4 C6 N6 -0.1(5) . . . . ? C2 N4 C6 N6 -178.1(4) . . . . ? C12 C7 C8 C9 0.6(6) . . . . ? C13 C7 C8 C9 -177.1(3) . . . . ? C7 C8 C9 C10 0.7(6) . . . . ? C7 C8 C9 C14 178.6(3) . . . . ? C8 C9 C10 C11 -0.6(6) . . . . ? C14 C9 C10 C11 -178.4(4) . . . . ? C9 C10 C11 C12 -0.9(6) . . . . ? C9 C10 C11 N7 177.3(4) . . . . ? O6 N7 C11 C10 168.7(4) . . . . ? O5 N7 C11 C10 -15.7(7) . . . . ? O6 N7 C11 C12 -13.0(7) . . . . ? O5 N7 C11 C12 162.6(5) . . . . ? C10 C11 C12 C7 2.2(6) . . . . ? N7 C11 C12 C7 -176.1(4) . . . . ? C8 C7 C12 C11 -2.0(6) . . . . ? C13 C7 C12 C11 175.7(4) . . . . ? Zn1 O1 C13 O2 0.6(5) . . . . ? Zn1 O1 C13 C7 -177.4(3) . . . . ? C8 C7 C13 O2 8.8(6) . . . . ? C12 C7 C13 O2 -168.9(4) . . . . ? C8 C7 C13 O1 -173.2(3) . . . . ? C12 C7 C13 O1 9.2(6) . . . . ? Zn1 O3 C14 O4 -1.9(5) 1_465 . . . ? Zn1 O3 C14 C9 176.2(3) 1_465 . . . ? C10 C9 C14 O4 171.0(4) . . . . ? C8 C9 C14 O4 -6.8(6) . . . . ? C10 C9 C14 O3 -7.1(6) . . . . ? C8 C9 C14 O3 175.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.700 _refine_diff_density_min -0.492 _refine_diff_density_rms 0.089 ###====== data_Zn-bte-I-1,3-bdc _database_code_depnum_ccdc_archive 'CCDC 895540' #TrackingRef 'BLLIZnbte-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H13 I N6 O5 Zn, H2 O' _chemical_formula_sum 'C14 H15 I N6 O6 Zn' _chemical_formula_weight 555.59 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' I I -0.4742 1.8119 '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 '-C 2yc' _symmetry_Int_Tables_number 15 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 20.910(4) _cell_length_b 10.2807(13) _cell_length_c 20.029(3) _cell_angle_alpha 90.00 _cell_angle_beta 120.564(3) _cell_angle_gamma 90.00 _cell_volume 3707.3(10) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5423 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 25.3 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.991 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 3.037 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.3120 _exptl_absorpt_correction_T_max 0.7510 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 15001 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0290 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 25.35 _reflns_number_total 3379 _reflns_number_gt 2837 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _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^)+(0.0920P)^2^+2.3100P] 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 3379 _refine_ls_number_parameters 265 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0524 _refine_ls_R_factor_gt 0.0413 _refine_ls_wR_factor_ref 0.1357 _refine_ls_wR_factor_gt 0.1233 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 0.13166(3) 0.42564(4) 0.41673(3) 0.02648(19) Uani 1 1 d . . . I1 I 0.03956(2) -0.07719(3) 0.097894(19) 0.04844(19) Uani 1 1 d . . . O1 O 0.10775(17) 0.2820(3) 0.33233(19) 0.0375(7) Uani 1 1 d . . . O2 O 0.14484(19) 0.1816(3) 0.44223(18) 0.0440(8) Uani 1 1 d . . . O3 O 0.1465(3) -0.3007(3) 0.4511(2) 0.0625(11) Uani 1 1 d . . . O4 O 0.10635(18) -0.4154(3) 0.3451(2) 0.0345(8) Uani 1 1 d . . . O5 O 0.24059(18) 0.4371(3) 0.4370(2) 0.0385(8) Uani 1 1 d D . . H1W H 0.260(2) 0.514(3) 0.437(3) 0.046 Uiso 1 1 d D . . H2W H 0.2796(19) 0.399(4) 0.478(2) 0.046 Uiso 1 1 d D . . O6 O 0.1891(3) -0.1496(4) 0.5801(2) 0.0652(12) Uani 1 1 d D . . H3W H 0.165(3) -0.188(2) 0.5352(14) 0.078 Uiso 1 1 d D . . H4W H 0.160(3) -0.158(7) 0.601(3) 0.078 Uiso 1 1 d D . . N1 N 0.21217(19) 0.4930(4) 0.6544(2) 0.0324(9) Uani 1 1 d . . . N2 N 0.2006(3) 0.3617(4) 0.6572(2) 0.0509(11) Uani 1 1 d . . . N3 N 0.1730(2) 0.4235(3) 0.5379(2) 0.0308(9) Uani 1 1 d . . . N4 N 0.1021(2) 0.5991(4) 0.6839(2) 0.0340(9) Uani 1 1 d . . . N5 N 0.0855(2) 0.6864(4) 0.6258(3) 0.0489(11) Uani 1 1 d . . . N6 N -0.0186(2) 0.5935(3) 0.6115(2) 0.0338(9) Uani 1 1 d . . . C1 C 0.2340(3) 0.5774(5) 0.7211(3) 0.0411(13) Uani 1 1 d . . . H1A H 0.2402 0.6654 0.7079 0.049 Uiso 1 1 calc R . . H1B H 0.2815 0.5486 0.7637 0.049 Uiso 1 1 calc R . . C2 C 0.1776(3) 0.5777(5) 0.7469(3) 0.0377(12) Uani 1 1 d . . . H2A H 0.1799 0.4949 0.7713 0.045 Uiso 1 1 calc R . . H2B H 0.1906 0.6453 0.7855 0.045 Uiso 1 1 calc R . . C3 C 0.1781(3) 0.3268(5) 0.5863(3) 0.0482(13) Uani 1 1 d . . . H3A H 0.1662 0.2410 0.5699 0.058 Uiso 1 1 calc R . . C4 C 0.1960(3) 0.5252(5) 0.5848(3) 0.0357(11) Uani 1 1 d . . . H4A H 0.2002 0.6090 0.5699 0.043 Uiso 1 1 calc R . . C5 C 0.0135(3) 0.6793(6) 0.5841(3) 0.0514(14) Uani 1 1 d . . . H5A H -0.0143 0.7284 0.5394 0.062 Uiso 1 1 calc R . . C6 C 0.0401(2) 0.5501(5) 0.6747(3) 0.0344(10) Uani 1 1 d . . . H6A H 0.0380 0.4915 0.7089 0.041 Uiso 1 1 calc R . . C7 C 0.1108(2) 0.0511(4) 0.3315(2) 0.0242(9) Uani 1 1 d . . . C8 C 0.1229(2) -0.0655(4) 0.3725(3) 0.0255(9) Uani 1 1 d . . . H8A H 0.1390 -0.0628 0.4251 0.031 Uiso 1 1 calc R . . C9 C 0.1113(2) -0.1846(4) 0.3357(2) 0.0271(9) Uani 1 1 d . . . C10 C 0.0878(2) -0.1887(4) 0.2570(3) 0.0288(9) Uani 1 1 d . . . H10A H 0.0806 -0.2681 0.2319 0.035 Uiso 1 1 calc R . . C11 C 0.0754(3) -0.0721(4) 0.2164(3) 0.0293(10) Uani 1 1 d . . . C12 C 0.0862(2) 0.0474(4) 0.2532(3) 0.0285(9) Uani 1 1 d . . . H12A H 0.0770 0.1243 0.2252 0.034 Uiso 1 1 calc R . . C13 C 0.1221(2) 0.1804(4) 0.3721(3) 0.0291(10) Uani 1 1 d . . . C14 C 0.1225(2) -0.3080(4) 0.3810(3) 0.0337(10) 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 0.0326(3) 0.0212(3) 0.0237(3) -0.00019(18) 0.0129(3) 0.00088(18) I1 0.0702(3) 0.0466(3) 0.0276(3) -0.00077(13) 0.0241(2) 0.00491(15) O1 0.0495(19) 0.0174(15) 0.048(2) -0.0003(14) 0.0268(16) 0.0002(13) O2 0.054(2) 0.0361(18) 0.0286(18) -0.0070(14) 0.0118(15) 0.0108(15) O3 0.120(3) 0.0274(19) 0.036(2) 0.0064(15) 0.037(2) 0.005(2) O4 0.048(2) 0.0147(15) 0.0354(19) 0.0017(12) 0.0174(17) 0.0007(12) O5 0.0341(18) 0.0412(19) 0.0359(18) 0.0064(14) 0.0146(15) -0.0016(14) O6 0.098(3) 0.050(3) 0.062(3) -0.009(2) 0.051(3) -0.022(2) N1 0.033(2) 0.036(2) 0.029(2) -0.0034(16) 0.0158(16) 0.0038(16) N2 0.082(3) 0.037(2) 0.037(2) 0.0030(19) 0.033(2) 0.005(2) N3 0.039(2) 0.027(2) 0.028(2) -0.0025(15) 0.0182(18) 0.0034(15) N4 0.036(2) 0.039(2) 0.027(2) -0.0015(16) 0.0158(18) 0.0030(16) N5 0.044(2) 0.054(3) 0.052(3) 0.012(2) 0.027(2) 0.000(2) N6 0.032(2) 0.036(2) 0.033(2) 0.0058(16) 0.0160(18) 0.0062(15) C1 0.035(3) 0.059(4) 0.027(3) -0.014(2) 0.014(2) -0.005(2) C2 0.033(2) 0.057(3) 0.020(2) -0.0045(18) 0.012(2) 0.004(2) C3 0.077(4) 0.029(3) 0.037(3) 0.001(2) 0.028(3) 0.001(3) C4 0.042(3) 0.034(3) 0.030(3) 0.003(2) 0.018(2) 0.001(2) C5 0.039(3) 0.063(4) 0.049(3) 0.025(3) 0.020(2) 0.008(2) C6 0.037(3) 0.034(2) 0.030(2) 0.004(2) 0.015(2) 0.0026(19) C7 0.027(2) 0.0178(19) 0.028(2) -0.0014(17) 0.0143(19) -0.0018(16) C8 0.029(2) 0.023(2) 0.023(2) -0.0014(16) 0.0113(19) -0.0017(16) C9 0.031(2) 0.019(2) 0.029(2) -0.0002(17) 0.0137(19) -0.0006(16) C10 0.033(2) 0.024(2) 0.029(2) -0.0042(18) 0.0162(19) -0.0028(17) C11 0.032(2) 0.028(2) 0.025(2) -0.0016(17) 0.013(2) -0.0027(17) C12 0.033(2) 0.021(2) 0.034(2) 0.0038(18) 0.019(2) 0.0000(17) C13 0.021(2) 0.030(2) 0.035(3) -0.002(2) 0.0134(19) 0.0018(17) C14 0.037(2) 0.025(2) 0.035(3) 0.004(2) 0.015(2) 0.0016(18) _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 O4 2.059(3) 1_565 ? Zn1 O5 2.104(3) . ? Zn1 O1 2.104(3) . ? Zn1 N3 2.123(4) . ? Zn1 N6 2.142(4) 5_566 ? I1 C11 2.095(5) . ? O1 C13 1.254(5) . ? O2 C13 1.232(5) . ? O3 C14 1.231(6) . ? O4 C14 1.266(5) . ? O4 Zn1 2.059(3) 1_545 ? O5 H1W 0.886(19) . ? O5 H2W 0.899(19) . ? O6 H3W 0.87(2) . ? O6 H4W 0.90(2) . ? N1 C4 1.299(6) . ? N1 N2 1.378(6) . ? N1 C1 1.457(6) . ? N2 C3 1.298(7) . ? N3 C4 1.322(6) . ? N3 C3 1.355(6) . ? N4 C6 1.313(6) . ? N4 N5 1.366(6) . ? N4 C2 1.452(6) . ? N5 C5 1.300(6) . ? N6 C6 1.315(6) . ? N6 C5 1.379(6) . ? N6 Zn1 2.142(4) 5_566 ? C1 C2 1.508(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3A 0.9300 . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C12 1.381(6) . ? C7 C8 1.401(6) . ? C7 C13 1.514(6) . ? C8 C9 1.385(6) . ? C8 H8A 0.9300 . ? C9 C10 1.394(6) . ? C9 C14 1.507(6) . ? C10 C11 1.397(6) . ? C10 H10A 0.9300 . ? C11 C12 1.390(6) . ? C12 H12A 0.9300 . ? 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 O4 Zn1 O5 87.67(13) 1_565 . ? O4 Zn1 O1 97.20(13) 1_565 . ? O5 Zn1 O1 89.17(13) . . ? O4 Zn1 N3 128.05(12) 1_565 . ? O5 Zn1 N3 90.50(15) . . ? O1 Zn1 N3 134.71(13) . . ? O4 Zn1 N6 91.78(14) 1_565 5_566 ? O5 Zn1 N6 175.85(15) . 5_566 ? O1 Zn1 N6 86.81(14) . 5_566 ? N3 Zn1 N6 93.07(15) . 5_566 ? C13 O1 Zn1 101.0(3) . . ? C14 O4 Zn1 113.4(3) . 1_545 ? Zn1 O5 H1W 120(3) . . ? Zn1 O5 H2W 123(3) . . ? H1W O5 H2W 100(2) . . ? H3W O6 H4W 105(6) . . ? C4 N1 N2 109.7(4) . . ? C4 N1 C1 128.4(4) . . ? N2 N1 C1 121.7(4) . . ? C3 N2 N1 101.5(4) . . ? C4 N3 C3 101.7(4) . . ? C4 N3 Zn1 126.4(3) . . ? C3 N3 Zn1 131.6(3) . . ? C6 N4 N5 109.1(4) . . ? C6 N4 C2 128.5(4) . . ? N5 N4 C2 122.2(4) . . ? C5 N5 N4 102.7(4) . . ? C6 N6 C5 101.3(4) . . ? C6 N6 Zn1 126.0(3) . 5_566 ? C5 N6 Zn1 130.4(3) . 5_566 ? N1 C1 C2 112.3(4) . . ? N1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.9 . . ? N4 C2 C1 113.3(4) . . ? N4 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? N4 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? N2 C3 N3 115.6(5) . . ? N2 C3 H3A 122.2 . . ? N3 C3 H3A 122.2 . . ? N1 C4 N3 111.3(5) . . ? N1 C4 H4A 124.3 . . ? N3 C4 H4A 124.3 . . ? N5 C5 N6 114.7(4) . . ? N5 C5 H5A 122.6 . . ? N6 C5 H5A 122.6 . . ? N4 C6 N6 112.1(4) . . ? N4 C6 H6A 123.9 . . ? N6 C6 H6A 123.9 . . ? C12 C7 C8 119.7(4) . . ? C12 C7 C13 120.1(4) . . ? C8 C7 C13 120.2(4) . . ? C9 C8 C7 120.9(4) . . ? C9 C8 H8A 119.5 . . ? C7 C8 H8A 119.5 . . ? C8 C9 C10 119.6(4) . . ? C8 C9 C14 119.6(4) . . ? C10 C9 C14 120.8(4) . . ? C9 C10 C11 119.1(4) . . ? C9 C10 H10A 120.5 . . ? C11 C10 H10A 120.5 . . ? C12 C11 C10 121.2(4) . . ? C12 C11 I1 119.3(3) . . ? C10 C11 I1 119.4(3) . . ? C7 C12 C11 119.4(4) . . ? C7 C12 H12A 120.3 . . ? C11 C12 H12A 120.3 . . ? O2 C13 O1 123.0(4) . . ? O2 C13 C7 119.1(4) . . ? O1 C13 C7 117.9(4) . . ? O3 C14 O4 122.6(4) . . ? O3 C14 C9 118.9(4) . . ? O4 C14 C9 118.6(4) . . ? 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 O4 Zn1 O1 C13 179.9(3) 1_565 . . . ? O5 Zn1 O1 C13 92.4(3) . . . . ? N3 Zn1 O1 C13 2.5(3) . . . . ? N6 Zn1 O1 C13 -88.7(3) 5_566 . . . ? C4 N1 N2 C3 0.2(5) . . . . ? C1 N1 N2 C3 176.1(5) . . . . ? O4 Zn1 N3 C4 -8.4(5) 1_565 . . . ? O5 Zn1 N3 C4 79.0(4) . . . . ? O1 Zn1 N3 C4 168.3(3) . . . . ? N6 Zn1 N3 C4 -103.1(4) 5_566 . . . ? O4 Zn1 N3 C3 165.9(4) 1_565 . . . ? O5 Zn1 N3 C3 -106.7(5) . . . . ? O1 Zn1 N3 C3 -17.3(6) . . . . ? N6 Zn1 N3 C3 71.2(5) 5_566 . . . ? C6 N4 N5 C5 -2.1(5) . . . . ? C2 N4 N5 C5 -177.7(4) . . . . ? C4 N1 C1 C2 115.3(5) . . . . ? N2 N1 C1 C2 -59.8(6) . . . . ? C6 N4 C2 C1 145.5(5) . . . . ? N5 N4 C2 C1 -39.8(6) . . . . ? N1 C1 C2 N4 -49.4(6) . . . . ? N1 N2 C3 N3 -0.9(6) . . . . ? C4 N3 C3 N2 1.2(7) . . . . ? Zn1 N3 C3 N2 -174.1(4) . . . . ? N2 N1 C4 N3 0.5(5) . . . . ? C1 N1 C4 N3 -175.0(4) . . . . ? C3 N3 C4 N1 -1.0(6) . . . . ? Zn1 N3 C4 N1 174.7(3) . . . . ? N4 N5 C5 N6 0.5(6) . . . . ? C6 N6 C5 N5 1.2(6) . . . . ? Zn1 N6 C5 N5 164.2(4) 5_566 . . . ? N5 N4 C6 N6 3.1(5) . . . . ? C2 N4 C6 N6 178.3(4) . . . . ? C5 N6 C6 N4 -2.5(5) . . . . ? Zn1 N6 C6 N4 -166.6(3) 5_566 . . . ? C12 C7 C8 C9 0.6(7) . . . . ? C13 C7 C8 C9 178.6(4) . . . . ? C7 C8 C9 C10 0.6(7) . . . . ? C7 C8 C9 C14 -178.1(4) . . . . ? C8 C9 C10 C11 -1.1(6) . . . . ? C14 C9 C10 C11 177.7(4) . . . . ? C9 C10 C11 C12 0.3(7) . . . . ? C9 C10 C11 I1 -179.6(3) . . . . ? C8 C7 C12 C11 -1.4(6) . . . . ? C13 C7 C12 C11 -179.4(4) . . . . ? C10 C11 C12 C7 1.0(7) . . . . ? I1 C11 C12 C7 -179.1(3) . . . . ? Zn1 O1 C13 O2 -0.8(5) . . . . ? Zn1 O1 C13 C7 179.2(3) . . . . ? C12 C7 C13 O2 -179.2(4) . . . . ? C8 C7 C13 O2 2.8(6) . . . . ? C12 C7 C13 O1 0.7(6) . . . . ? C8 C7 C13 O1 -177.2(4) . . . . ? Zn1 O4 C14 O3 -4.4(6) 1_545 . . . ? Zn1 O4 C14 C9 176.1(3) 1_545 . . . ? C8 C9 C14 O3 -4.6(7) . . . . ? C10 C9 C14 O3 176.7(4) . . . . ? C8 C9 C14 O4 174.9(4) . . . . ? C10 C9 C14 O4 -3.8(6) . . . . ? 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 O5 H1W O6 0.886(19) 1.89(2) 2.751(5) 163(5) 7_556 O5 H2W O2 0.899(19) 1.783(19) 2.681(5) 178(4) 7_556 O6 H3W O3 0.87(2) 1.92(3) 2.746(5) 159(5) . O6 H4W N5 0.90(2) 2.46(5) 3.223(6) 143(6) 1_545 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.208 _refine_diff_density_min -0.833 _refine_diff_density_rms 0.103 data_Zn-bte-HSO3-1,3-bdc _database_code_depnum_ccdc_archive 'CCDC 895541' #TrackingRef 'BLLIZnbte-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H20 N12 O2 Zn, C8 H4 O7 S, 4(H2 O)' _chemical_formula_sum 'C20 H32 N12 O13 S Zn' _chemical_formula_weight 746.01 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' S S 0.1246 0.1234 '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 P21/c _symmetry_space_group_name_Hall '-P 2ybc' 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 13.178(4) _cell_length_b 14.361(4) _cell_length_c 16.553(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.428(6) _cell_angle_gamma 90.00 _cell_volume 3070.5(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9586 _cell_measurement_theta_min 3.0402 _cell_measurement_theta_max 25.3491 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.614 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 0.951 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7139 _exptl_absorpt_correction_T_max 0.8326 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 29005 _diffrn_reflns_av_R_equivalents 0.0800 _diffrn_reflns_av_sigmaI/netI 0.0691 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 25.35 _reflns_number_total 5580 _reflns_number_gt 4263 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _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^)+(0.0716P)^2^+2.3725P] 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 5580 _refine_ls_number_parameters 476 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0952 _refine_ls_R_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.1629 _refine_ls_wR_factor_gt 0.1498 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.097 _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 0.43628(4) 0.21803(4) 0.75335(3) 0.0320(2) Uani 1 1 d . . . S1 S 0.26985(10) 0.01908(9) 0.48123(8) 0.0378(3) Uani 1 1 d . . . O1 O 0.4336(4) 0.3422(3) 0.8182(3) 0.0436(10) Uani 1 1 d . . . H1W H 0.402(4) 0.383(4) 0.802(3) 0.039(19) Uiso 1 1 d . . . H2W H 0.450(5) 0.345(4) 0.864(4) 0.06(2) Uiso 1 1 d . . . O2 O 0.4498(3) 0.0853(3) 0.6953(2) 0.0435(9) Uani 1 1 d . . . H3W H 0.512(5) 0.059(5) 0.706(4) 0.08(2) Uiso 1 1 d . . . H4W H 0.412(7) 0.075(6) 0.639(6) 0.14(4) Uiso 1 1 d . . . O3 O 0.1538(3) -0.2624(2) 0.6494(2) 0.0435(9) Uani 1 1 d . . . O4 O 0.0530(3) -0.2063(2) 0.7315(2) 0.0381(8) Uani 1 1 d . . . O5 O -0.0397(3) 0.1331(2) 0.7087(2) 0.0434(9) Uani 1 1 d D . . HWA H -0.049(6) 0.187(3) 0.732(5) 0.13(3) Uiso 1 1 d D . . O6 O 0.0114(3) 0.2176(2) 0.6115(2) 0.0503(10) Uani 1 1 d . . . O7 O 0.2777(4) -0.0612(3) 0.4334(3) 0.0816(16) Uani 1 1 d . . . O8 O 0.3646(4) 0.0342(5) 0.5383(3) 0.125(3) Uani 1 1 d . . . O9 O 0.2355(5) 0.0971(4) 0.4321(4) 0.119(2) Uani 1 1 d . . . O10 O 0.3403(4) 0.5121(3) 0.7791(4) 0.0530(11) Uani 1 1 d . . . H5W H 0.309(5) 0.515(5) 0.811(4) 0.06(2) Uiso 1 1 d . . . H6W H 0.305(7) 0.526(7) 0.736(6) 0.13(4) Uiso 1 1 d . . . O11 O 0.1758(3) 0.5434(3) 0.6531(3) 0.0539(11) Uani 1 1 d . . . H7W H 0.165(5) 0.604(5) 0.668(4) 0.08(2) Uiso 1 1 d . . . H8W H 0.117(7) 0.510(7) 0.655(6) 0.14(4) Uiso 1 1 d . . . O12 O 0.5111(4) 0.3513(3) 0.9805(3) 0.0596(12) Uani 1 1 d D . . H9W H 0.461(4) 0.374(4) 1.002(3) 0.044(16) Uiso 1 1 d . . . H10W H 0.567(5) 0.386(6) 0.993(6) 0.14(4) Uiso 1 1 d D . . O13 O -0.0126(3) 0.4378(3) 0.6461(3) 0.0549(10) Uani 1 1 d D . . H11W H -0.062(3) 0.476(3) 0.654(4) 0.051(17) Uiso 1 1 d D . . H12W H -0.014(10) 0.388(6) 0.679(7) 0.21(6) Uiso 1 1 d D . . N1 N 0.6966(3) 0.2957(3) 0.6444(2) 0.0300(9) Uani 1 1 d . . . N2 N 0.6972(3) 0.3706(3) 0.6946(3) 0.0424(11) Uani 1 1 d . . . N3 N 0.5766(3) 0.2679(3) 0.7149(2) 0.0339(9) Uani 1 1 d . . . N4 N 0.6545(3) 0.3655(3) 0.4675(2) 0.0311(9) Uani 1 1 d . . . N5 N 0.5701(3) 0.4075(3) 0.4886(3) 0.0430(11) Uani 1 1 d . . . N6 N 0.5290(3) 0.3420(3) 0.3634(2) 0.0322(9) Uani 1 1 d . . . N7 N 0.2238(3) 0.3440(3) 0.5522(2) 0.0354(10) Uani 1 1 d . . . N8 N 0.3124(3) 0.3768(4) 0.5323(3) 0.0622(15) Uani 1 1 d . . . N9 N 0.3477(3) 0.2858(3) 0.6450(2) 0.0396(10) Uani 1 1 d . . . N10 N 0.1749(3) 0.3366(3) 0.3656(2) 0.0306(9) Uani 1 1 d . . . N11 N 0.1788(3) 0.4230(3) 0.3326(3) 0.0378(10) Uani 1 1 d . . . N12 N 0.2948(3) 0.3281(3) 0.2921(2) 0.0339(9) Uani 1 1 d . . . C1 C 0.7677(3) 0.2897(3) 0.5868(3) 0.0326(11) Uani 1 1 d . . . H1A H 0.7572 0.2306 0.5580 0.039 Uiso 1 1 calc R . . H1B H 0.8383 0.2908 0.6179 0.039 Uiso 1 1 calc R . . C2 C 0.7540(4) 0.3676(3) 0.5242(3) 0.0337(11) Uani 1 1 d . . . H2A H 0.7612 0.4267 0.5530 0.040 Uiso 1 1 calc R . . H2B H 0.8086 0.3635 0.4927 0.040 Uiso 1 1 calc R . . C3 C 0.6244(4) 0.3508(3) 0.7351(3) 0.0390(12) Uani 1 1 d . . . H3A H 0.6068 0.3903 0.7747 0.047 Uiso 1 1 calc R . . C4 C 0.6258(4) 0.2358(3) 0.6580(3) 0.0334(11) Uani 1 1 d . . . H4A H 0.6123 0.1788 0.6314 0.040 Uiso 1 1 calc R . . C5 C 0.4972(4) 0.3912(4) 0.4239(3) 0.0411(13) Uani 1 1 d . . . H5A H 0.4293 0.4116 0.4198 0.049 Uiso 1 1 calc R . . C6 C 0.6287(3) 0.3268(3) 0.3936(3) 0.0317(11) Uani 1 1 d . . . H6A H 0.6735 0.2942 0.3669 0.038 Uiso 1 1 calc R . . C7 C 0.1241(4) 0.3683(4) 0.5009(3) 0.0364(12) Uani 1 1 d . . . H7A H 0.1229 0.4345 0.4893 0.044 Uiso 1 1 calc R . . H7B H 0.0696 0.3553 0.5311 0.044 Uiso 1 1 calc R . . C8 C 0.1027(4) 0.3150(4) 0.4205(3) 0.0369(12) Uani 1 1 d . . . H8A H 0.1063 0.2489 0.4325 0.044 Uiso 1 1 calc R . . H8B H 0.0328 0.3288 0.3917 0.044 Uiso 1 1 calc R . . C9 C 0.3835(5) 0.3401(5) 0.5899(4) 0.066(2) Uani 1 1 d . . . H9A H 0.4537 0.3505 0.5927 0.079 Uiso 1 1 calc R . . C10 C 0.2458(4) 0.2915(3) 0.6186(3) 0.0379(12) Uani 1 1 d . . . H10A H 0.1969 0.2624 0.6435 0.045 Uiso 1 1 calc R . . C11 C 0.2517(4) 0.4136(3) 0.2886(3) 0.0346(11) Uani 1 1 d . . . H11A H 0.2716 0.4619 0.2578 0.042 Uiso 1 1 calc R . . C12 C 0.2440(4) 0.2816(3) 0.3415(3) 0.0354(11) Uani 1 1 d . . . H12A H 0.2554 0.2196 0.3568 0.043 Uiso 1 1 calc R . . C13 C 0.1056(3) -0.1040(3) 0.6343(3) 0.0291(10) Uani 1 1 d . . . C14 C 0.0464(3) -0.0301(3) 0.6534(3) 0.0304(10) Uani 1 1 d . . . H14A H 0.0016 -0.0393 0.6895 0.037 Uiso 1 1 calc R . . C15 C 0.0533(3) 0.0572(3) 0.6191(3) 0.0298(10) Uani 1 1 d . . . C16 C 0.1184(3) 0.0695(3) 0.5628(3) 0.0310(11) Uani 1 1 d . . . H16A H 0.1221 0.1275 0.5384 0.037 Uiso 1 1 calc R . . C17 C 0.1770(4) -0.0030(3) 0.5429(3) 0.0311(11) Uani 1 1 d . . . C18 C 0.1708(4) -0.0901(3) 0.5790(3) 0.0307(10) Uani 1 1 d . . . H18A H 0.2106 -0.1392 0.5658 0.037 Uiso 1 1 calc R . . C19 C 0.1048(4) -0.1980(3) 0.6750(3) 0.0322(11) Uani 1 1 d . . . C20 C 0.0033(3) 0.1437(3) 0.6451(3) 0.0320(11) 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 0.0361(3) 0.0345(3) 0.0261(3) -0.0003(2) 0.0076(2) -0.0028(2) S1 0.0492(8) 0.0344(7) 0.0352(7) -0.0032(6) 0.0213(6) -0.0056(6) O1 0.060(3) 0.038(2) 0.032(2) -0.0042(19) 0.0059(19) 0.007(2) O2 0.044(2) 0.044(2) 0.043(2) -0.0116(18) 0.0096(18) -0.0025(18) O3 0.049(2) 0.0269(19) 0.059(2) 0.0073(17) 0.0228(18) 0.0034(15) O4 0.051(2) 0.0322(19) 0.036(2) 0.0051(15) 0.0211(17) -0.0039(15) O5 0.063(2) 0.031(2) 0.041(2) 0.0010(17) 0.0237(18) 0.0051(17) O6 0.065(2) 0.032(2) 0.065(3) 0.0106(19) 0.039(2) 0.0128(17) O7 0.123(4) 0.050(3) 0.098(4) -0.026(3) 0.086(3) -0.021(3) O8 0.061(3) 0.272(8) 0.049(3) -0.044(4) 0.024(2) -0.077(4) O9 0.143(5) 0.096(4) 0.154(6) 0.093(4) 0.112(5) 0.058(4) O10 0.066(3) 0.053(3) 0.045(3) 0.007(2) 0.025(3) 0.011(2) O11 0.056(3) 0.045(3) 0.065(3) -0.001(2) 0.021(2) 0.006(2) O12 0.055(3) 0.073(3) 0.049(3) -0.008(2) 0.007(2) 0.011(2) O13 0.057(3) 0.052(3) 0.060(3) -0.004(2) 0.023(2) 0.000(2) N1 0.030(2) 0.030(2) 0.031(2) -0.0015(17) 0.0095(17) -0.0017(16) N2 0.053(3) 0.038(2) 0.040(3) -0.009(2) 0.018(2) -0.012(2) N3 0.041(2) 0.034(2) 0.028(2) 0.0007(18) 0.0078(18) -0.0039(18) N4 0.028(2) 0.039(2) 0.028(2) -0.0018(18) 0.0088(16) -0.0019(17) N5 0.034(2) 0.059(3) 0.037(3) -0.013(2) 0.0098(19) 0.006(2) N6 0.032(2) 0.035(2) 0.030(2) -0.0026(18) 0.0069(17) 0.0042(17) N7 0.034(2) 0.043(2) 0.029(2) 0.0047(19) 0.0068(17) -0.0027(18) N8 0.030(3) 0.103(4) 0.051(3) 0.032(3) 0.000(2) -0.017(2) N9 0.039(3) 0.053(3) 0.026(2) 0.0048(19) 0.0048(18) -0.0068(19) N10 0.034(2) 0.028(2) 0.031(2) 0.0004(17) 0.0072(17) -0.0016(16) N11 0.042(2) 0.030(2) 0.044(3) 0.0069(19) 0.014(2) 0.0066(18) N12 0.038(2) 0.033(2) 0.032(2) 0.0025(18) 0.0094(18) 0.0036(18) C1 0.027(2) 0.038(3) 0.033(3) -0.001(2) 0.007(2) 0.001(2) C2 0.035(3) 0.045(3) 0.021(2) 0.000(2) 0.008(2) -0.006(2) C3 0.049(3) 0.033(3) 0.037(3) -0.010(2) 0.015(2) -0.006(2) C4 0.040(3) 0.027(3) 0.034(3) -0.005(2) 0.010(2) -0.007(2) C5 0.034(3) 0.053(3) 0.036(3) -0.005(3) 0.006(2) 0.011(2) C6 0.032(3) 0.035(3) 0.030(3) -0.004(2) 0.010(2) 0.003(2) C7 0.036(3) 0.042(3) 0.034(3) 0.004(2) 0.013(2) 0.006(2) C8 0.028(3) 0.046(3) 0.038(3) 0.006(2) 0.009(2) -0.004(2) C9 0.038(3) 0.113(6) 0.046(4) 0.034(4) 0.004(3) -0.012(3) C10 0.045(3) 0.041(3) 0.028(3) 0.006(2) 0.009(2) -0.006(2) C11 0.042(3) 0.032(3) 0.031(3) 0.005(2) 0.013(2) -0.001(2) C12 0.043(3) 0.033(3) 0.032(3) 0.003(2) 0.010(2) 0.003(2) C13 0.033(3) 0.030(3) 0.024(2) 0.002(2) 0.0061(19) 0.001(2) C14 0.034(3) 0.033(3) 0.027(3) -0.003(2) 0.014(2) -0.003(2) C15 0.035(3) 0.032(3) 0.023(2) 0.000(2) 0.0071(19) 0.000(2) C16 0.038(3) 0.023(2) 0.033(3) 0.004(2) 0.008(2) -0.0025(19) C17 0.038(3) 0.028(3) 0.029(3) 0.002(2) 0.011(2) 0.002(2) C18 0.040(3) 0.023(2) 0.029(3) -0.003(2) 0.007(2) 0.000(2) C19 0.035(3) 0.027(3) 0.034(3) 0.001(2) 0.006(2) -0.002(2) C20 0.029(3) 0.031(3) 0.038(3) 0.000(2) 0.011(2) 0.0009(19) _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 O1 2.086(4) . ? Zn1 O2 2.158(4) . ? Zn1 N6 2.161(4) 4_566 ? Zn1 N9 2.167(4) . ? Zn1 N12 2.191(4) 4_566 ? Zn1 N3 2.192(4) . ? S1 O9 1.405(5) . ? S1 O7 1.414(4) . ? S1 O8 1.425(5) . ? S1 C17 1.771(5) . ? O1 H1W 0.74(6) . ? O1 H2W 0.74(7) . ? O2 H3W 0.89(7) . ? O2 H4W 0.98(10) . ? O3 C19 1.250(6) . ? O4 C19 1.268(6) . ? O5 C20 1.299(6) . ? O5 HWA 0.89(2) . ? O6 C20 1.213(5) . ? O10 H5W 0.73(7) . ? O10 H6W 0.79(10) . ? O11 H7W 0.93(7) . ? O11 H8W 0.92(10) . ? O12 H9W 0.87(6) . ? O12 H10W 0.87(5) . ? O13 H11W 0.87(2) . ? O13 H12W 0.90(2) . ? N1 C4 1.321(6) . ? N1 N2 1.359(5) . ? N1 C1 1.466(6) . ? N2 C3 1.306(6) . ? N3 C4 1.327(6) . ? N3 C3 1.357(6) . ? N4 C6 1.326(6) . ? N4 N5 1.369(5) . ? N4 C2 1.453(6) . ? N5 C5 1.310(6) . ? N6 C6 1.328(6) . ? N6 C5 1.358(6) . ? N6 Zn1 2.161(4) 4_565 ? N7 C10 1.317(6) . ? N7 N8 1.359(6) . ? N7 C7 1.459(6) . ? N8 C9 1.307(7) . ? N9 C10 1.330(6) . ? N9 C9 1.354(7) . ? N10 C12 1.325(6) . ? N10 N11 1.360(5) . ? N10 C8 1.473(6) . ? N11 C11 1.322(6) . ? N12 C12 1.333(6) . ? N12 C11 1.349(6) . ? N12 Zn1 2.191(4) 4_565 ? C1 C2 1.512(6) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3A 0.9300 . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C8 1.514(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9300 . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 C18 1.389(6) . ? C13 C14 1.391(6) . ? C13 C19 1.508(6) . ? C14 C15 1.386(6) . ? C14 H14A 0.9300 . ? C15 C16 1.398(6) . ? C15 C20 1.509(6) . ? C16 C17 1.375(6) . ? C16 H16A 0.9300 . ? C17 C18 1.394(6) . ? C18 H18A 0.9300 . ? 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 Zn1 O2 174.83(18) . . ? O1 Zn1 N6 88.36(18) . 4_566 ? O2 Zn1 N6 86.57(16) . 4_566 ? O1 Zn1 N9 88.89(18) . . ? O2 Zn1 N9 96.14(16) . . ? N6 Zn1 N9 176.69(15) 4_566 . ? O1 Zn1 N12 90.28(16) . 4_566 ? O2 Zn1 N12 90.79(15) . 4_566 ? N6 Zn1 N12 90.23(14) 4_566 4_566 ? N9 Zn1 N12 91.61(15) . 4_566 ? O1 Zn1 N3 88.38(16) . . ? O2 Zn1 N3 90.60(15) . . ? N6 Zn1 N3 90.37(14) 4_566 . ? N9 Zn1 N3 87.72(15) . . ? N12 Zn1 N3 178.52(14) 4_566 . ? O9 S1 O7 112.2(4) . . ? O9 S1 O8 113.7(4) . . ? O7 S1 O8 110.0(4) . . ? O9 S1 C17 107.3(3) . . ? O7 S1 C17 108.2(2) . . ? O8 S1 C17 105.0(3) . . ? Zn1 O1 H1W 124(4) . . ? Zn1 O1 H2W 123(5) . . ? H1W O1 H2W 110(7) . . ? Zn1 O2 H3W 116(4) . . ? Zn1 O2 H4W 119(5) . . ? H3W O2 H4W 114(7) . . ? C20 O5 HWA 112(6) . . ? H5W O10 H6W 108(8) . . ? H7W O11 H8W 108(7) . . ? H9W O12 H10W 112(7) . . ? H11W O13 H12W 108(9) . . ? C4 N1 N2 109.3(4) . . ? C4 N1 C1 129.5(4) . . ? N2 N1 C1 121.2(4) . . ? C3 N2 N1 103.0(4) . . ? C4 N3 C3 102.2(4) . . ? C4 N3 Zn1 130.6(3) . . ? C3 N3 Zn1 126.3(3) . . ? C6 N4 N5 110.3(4) . . ? C6 N4 C2 129.6(4) . . ? N5 N4 C2 120.1(4) . . ? C5 N5 N4 102.4(4) . . ? C6 N6 C5 103.6(4) . . ? C6 N6 Zn1 127.1(3) . 4_565 ? C5 N6 Zn1 128.6(3) . 4_565 ? C10 N7 N8 110.1(4) . . ? C10 N7 C7 130.3(4) . . ? N8 N7 C7 119.6(4) . . ? C9 N8 N7 102.1(4) . . ? C10 N9 C9 101.9(4) . . ? C10 N9 Zn1 130.0(3) . . ? C9 N9 Zn1 127.9(4) . . ? C12 N10 N11 109.9(4) . . ? C12 N10 C8 128.7(4) . . ? N11 N10 C8 121.3(4) . . ? C11 N11 N10 102.5(4) . . ? C12 N12 C11 102.9(4) . . ? C12 N12 Zn1 126.0(3) . 4_565 ? C11 N12 Zn1 129.6(3) . 4_565 ? N1 C1 C2 113.4(4) . . ? N1 C1 H1A 108.9 . . ? C2 C1 H1A 108.9 . . ? N1 C1 H1B 108.9 . . ? C2 C1 H1B 108.9 . . ? H1A C1 H1B 107.7 . . ? N4 C2 C1 113.4(4) . . ? N4 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? N4 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? N2 C3 N3 114.7(4) . . ? N2 C3 H3A 122.7 . . ? N3 C3 H3A 122.7 . . ? N1 C4 N3 110.8(4) . . ? N1 C4 H4A 124.6 . . ? N3 C4 H4A 124.6 . . ? N5 C5 N6 114.3(4) . . ? N5 C5 H5A 122.8 . . ? N6 C5 H5A 122.8 . . ? N4 C6 N6 109.4(4) . . ? N4 C6 H6A 125.3 . . ? N6 C6 H6A 125.3 . . ? N7 C7 C8 112.3(4) . . ? N7 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N7 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? N10 C8 C7 113.9(4) . . ? N10 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? N10 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? N8 C9 N9 115.4(5) . . ? N8 C9 H9A 122.3 . . ? N9 C9 H9A 122.3 . . ? N7 C10 N9 110.5(4) . . ? N7 C10 H10A 124.7 . . ? N9 C10 H10A 124.7 . . ? N11 C11 N12 114.5(4) . . ? N11 C11 H11A 122.7 . . ? N12 C11 H11A 122.7 . . ? N10 C12 N12 110.1(4) . . ? N10 C12 H12A 125.0 . . ? N12 C12 H12A 125.0 . . ? C18 C13 C14 119.2(4) . . ? C18 C13 C19 118.9(4) . . ? C14 C13 C19 121.9(4) . . ? C15 C14 C13 120.8(4) . . ? C15 C14 H14A 119.6 . . ? C13 C14 H14A 119.6 . . ? C14 C15 C16 119.1(4) . . ? C14 C15 C20 124.1(4) . . ? C16 C15 C20 116.6(4) . . ? C17 C16 C15 120.8(4) . . ? C17 C16 H16A 119.6 . . ? C15 C16 H16A 119.6 . . ? C16 C17 C18 119.6(4) . . ? C16 C17 S1 119.1(4) . . ? C18 C17 S1 120.9(4) . . ? C13 C18 C17 120.5(4) . . ? C13 C18 H18A 119.7 . . ? C17 C18 H18A 119.7 . . ? O3 C19 O4 124.7(4) . . ? O3 C19 C13 117.5(4) . . ? O4 C19 C13 117.8(4) . . ? O6 C20 O5 124.5(4) . . ? O6 C20 C15 120.4(4) . . ? O5 C20 C15 114.8(4) . . ? 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 C4 N1 N2 C3 -0.8(5) . . . . ? C1 N1 N2 C3 179.6(4) . . . . ? O1 Zn1 N3 C4 -167.8(4) . . . . ? O2 Zn1 N3 C4 17.3(4) . . . . ? N6 Zn1 N3 C4 103.8(4) 4_566 . . . ? N9 Zn1 N3 C4 -78.9(4) . . . . ? O1 Zn1 N3 C3 -0.3(4) . . . . ? O2 Zn1 N3 C3 -175.2(4) . . . . ? N6 Zn1 N3 C3 -88.6(4) 4_566 . . . ? N9 Zn1 N3 C3 88.7(4) . . . . ? C6 N4 N5 C5 -0.2(5) . . . . ? C2 N4 N5 C5 -179.9(4) . . . . ? C10 N7 N8 C9 0.3(7) . . . . ? C7 N7 N8 C9 -179.1(5) . . . . ? O1 Zn1 N9 C10 -90.8(5) . . . . ? O2 Zn1 N9 C10 90.4(5) . . . . ? N12 Zn1 N9 C10 -0.5(5) 4_566 . . . ? N3 Zn1 N9 C10 -179.2(5) . . . . ? O1 Zn1 N9 C9 83.5(5) . . . . ? O2 Zn1 N9 C9 -95.3(5) . . . . ? N12 Zn1 N9 C9 173.7(5) 4_566 . . . ? N3 Zn1 N9 C9 -4.9(5) . . . . ? C12 N10 N11 C11 0.7(5) . . . . ? C8 N10 N11 C11 179.8(4) . . . . ? C4 N1 C1 C2 119.9(5) . . . . ? N2 N1 C1 C2 -60.5(5) . . . . ? C6 N4 C2 C1 -93.6(6) . . . . ? N5 N4 C2 C1 86.0(5) . . . . ? N1 C1 C2 N4 -65.5(5) . . . . ? N1 N2 C3 N3 0.2(6) . . . . ? C4 N3 C3 N2 0.4(6) . . . . ? Zn1 N3 C3 N2 -169.9(3) . . . . ? N2 N1 C4 N3 1.1(6) . . . . ? C1 N1 C4 N3 -179.4(4) . . . . ? C3 N3 C4 N1 -0.9(5) . . . . ? Zn1 N3 C4 N1 168.8(3) . . . . ? N4 N5 C5 N6 0.0(6) . . . . ? C6 N6 C5 N5 0.3(6) . . . . ? Zn1 N6 C5 N5 171.0(3) 4_565 . . . ? N5 N4 C6 N6 0.4(5) . . . . ? C2 N4 C6 N6 -180.0(4) . . . . ? C5 N6 C6 N4 -0.4(5) . . . . ? Zn1 N6 C6 N4 -171.3(3) 4_565 . . . ? C10 N7 C7 C8 -104.0(6) . . . . ? N8 N7 C7 C8 75.2(6) . . . . ? C12 N10 C8 C7 114.3(5) . . . . ? N11 N10 C8 C7 -64.7(6) . . . . ? N7 C7 C8 N10 -64.6(5) . . . . ? N7 N8 C9 N9 0.3(8) . . . . ? C10 N9 C9 N8 -0.8(8) . . . . ? Zn1 N9 C9 N8 -176.3(4) . . . . ? N8 N7 C10 N9 -0.8(6) . . . . ? C7 N7 C10 N9 178.5(5) . . . . ? C9 N9 C10 N7 0.9(6) . . . . ? Zn1 N9 C10 N7 176.3(3) . . . . ? N10 N11 C11 N12 -0.7(5) . . . . ? C12 N12 C11 N11 0.4(6) . . . . ? Zn1 N12 C11 N11 -166.3(3) 4_565 . . . ? N11 N10 C12 N12 -0.5(5) . . . . ? C8 N10 C12 N12 -179.5(4) . . . . ? C11 N12 C12 N10 0.0(5) . . . . ? Zn1 N12 C12 N10 167.4(3) 4_565 . . . ? C18 C13 C14 C15 -1.3(7) . . . . ? C19 C13 C14 C15 175.9(4) . . . . ? C13 C14 C15 C16 2.1(7) . . . . ? C13 C14 C15 C20 -171.3(4) . . . . ? C14 C15 C16 C17 -1.7(7) . . . . ? C20 C15 C16 C17 172.2(4) . . . . ? C15 C16 C17 C18 0.6(7) . . . . ? C15 C16 C17 S1 -172.3(3) . . . . ? O9 S1 C17 C16 -27.2(5) . . . . ? O7 S1 C17 C16 -148.4(4) . . . . ? O8 S1 C17 C16 94.1(5) . . . . ? O9 S1 C17 C18 160.0(5) . . . . ? O7 S1 C17 C18 38.8(5) . . . . ? O8 S1 C17 C18 -78.7(5) . . . . ? C14 C13 C18 C17 0.1(7) . . . . ? C19 C13 C18 C17 -177.2(4) . . . . ? C16 C17 C18 C13 0.2(7) . . . . ? S1 C17 C18 C13 173.0(4) . . . . ? C18 C13 C19 O3 -8.4(6) . . . . ? C14 C13 C19 O3 174.4(4) . . . . ? C18 C13 C19 O4 172.8(4) . . . . ? C14 C13 C19 O4 -4.4(7) . . . . ? C14 C15 C20 O6 -178.9(5) . . . . ? C16 C15 C20 O6 7.5(7) . . . . ? C14 C15 C20 O5 6.5(7) . . . . ? C16 C15 C20 O5 -167.1(4) . . . . ? 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 O1 H1W O10 0.74(6) 2.02(6) 2.751(6) 166(6) . O1 H2W O12 0.74(7) 1.94(7) 2.682(6) 172(7) . O2 H3W O10 0.89(7) 2.02(7) 2.910(7) 173(6) 2_646 O2 H4W O8 0.98(10) 1.76(10) 2.720(6) 166(8) . O5 HWA O4 0.89(2) 1.65(2) 2.531(5) 171(9) 2_556 O10 H5W O7 0.73(7) 2.25(7) 2.922(7) 154(7) 4_566 O10 H6W O11 0.79(10) 1.98(10) 2.732(7) 158(10) . O11 H7W O3 0.93(7) 1.94(7) 2.802(6) 154(6) 1_565 O11 H8W O13 0.92(10) 1.97(10) 2.892(6) 174(9) . O12 H9W O8 0.87(6) 2.00(6) 2.842(7) 160(5) 4_566 O12 H10W O7 0.87(5) 2.30(6) 3.126(8) 158(9) 2_656 O12 H10W O8 0.87(5) 2.41(7) 3.142(9) 141(8) 2_656 O13 H11W N11 0.87(2) 2.17(2) 3.037(6) 175(5) 3_566 O13 H12W O4 0.90(2) 2.15(4) 3.017(6) 162(12) 2_556 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.397 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.079 data_Zn-bte-Hbtc _database_code_depnum_ccdc_archive 'CCDC 895542' #TrackingRef 'BLLIZnbte-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H18 N6 O9 Zn' _chemical_formula_weight 491.72 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 P21/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.0083(16) _cell_length_b 16.147(3) _cell_length_c 17.274(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.804(6) _cell_angle_gamma 90.00 _cell_volume 1950.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 9249 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.674 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 1.323 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4174 _exptl_absorpt_correction_T_max 0.8790 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10573 _diffrn_reflns_av_R_equivalents 0.0368 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 26.70 _reflns_number_total 4072 _reflns_number_gt 3449 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruke 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^)+(0.0767P)^2^+2.9910P] 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 4072 _refine_ls_number_parameters 295 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0694 _refine_ls_R_factor_gt 0.0557 _refine_ls_wR_factor_ref 0.1515 _refine_ls_wR_factor_gt 0.1425 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.065 _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 Zn1 Zn 0.82684(6) 0.32155(3) 0.75859(3) 0.02606(17) Uani 1 1 d . . . O1 O 0.9460(4) 0.26118(18) 0.67495(16) 0.0331(6) Uani 1 1 d . . . O2 O 0.6555(4) 0.2835(2) 0.62060(17) 0.0393(7) Uani 1 1 d . . . O3 O 0.5012(4) 0.18462(18) 0.35214(17) 0.0324(6) Uani 1 1 d . . . O4 O 0.6928(4) 0.0965(2) 0.29673(17) 0.0409(7) Uani 1 1 d . . . O5 O 1.3061(4) 0.0156(2) 0.44110(17) 0.0401(7) Uani 1 1 d . . . O6 O 1.3807(4) 0.0737(2) 0.55665(19) 0.0447(8) Uani 1 1 d D . . O7 O 1.1664(7) 0.4242(3) 0.6342(3) 0.0763(13) Uani 1 1 d D . . O8 O 0.3624(9) 0.3385(4) 0.5216(3) 0.084(2) Uani 0.75 1 d P . . O9 O -0.1142(10) 0.4312(5) 0.5154(4) 0.092(2) Uani 0.75 1 d P . . O10 O 1.5000 0.5000 0.5000 0.212(7) Uani 1 2 d S . . N1 N 0.5734(5) 0.5447(2) 0.6981(2) 0.0396(9) Uani 1 1 d . . . N2 N 0.7128(5) 0.5758(2) 0.7474(2) 0.0427(10) Uani 1 1 d . . . N3 N 0.7422(5) 0.4381(2) 0.73598(19) 0.0283(7) Uani 1 1 d . . . N4 N 0.1269(5) 0.6680(2) 0.7004(2) 0.0370(9) Uani 1 1 d . . . N5 N 0.0275(5) 0.6580(2) 0.6297(2) 0.0393(9) Uani 1 1 d . . . N6 N -0.1110(5) 0.7534(2) 0.7015(2) 0.0287(7) Uani 1 1 d . . . C1 C 0.4198(7) 0.5984(3) 0.6654(3) 0.0424(11) Uani 1 1 d . . . H1A H 0.3522 0.5716 0.6206 0.051 Uiso 1 1 calc R . . H1B H 0.4724 0.6511 0.6484 0.051 Uiso 1 1 calc R . . C2 C 0.2869(7) 0.6127(3) 0.7279(3) 0.0463(12) Uani 1 1 d . . . H2A H 0.2354 0.5596 0.7443 0.056 Uiso 1 1 calc R . . H2B H 0.3572 0.6379 0.7729 0.056 Uiso 1 1 calc R . . C3 C 0.8122(6) 0.5097(3) 0.7673(2) 0.0332(9) Uani 1 1 d . . . H3A H 0.9235 0.5118 0.8007 0.040 Uiso 1 1 calc R . . C4 C 0.5896(6) 0.4626(3) 0.6933(3) 0.0406(11) Uani 1 1 d . . . H4A H 0.5053 0.4276 0.6640 0.049 Uiso 1 1 calc R . . C5 C -0.1142(6) 0.7103(3) 0.6334(3) 0.0328(9) Uani 1 1 d . . . H5A H -0.2093 0.7176 0.5930 0.039 Uiso 1 1 calc R . . C6 C 0.0426(6) 0.7247(3) 0.7414(3) 0.0353(9) Uani 1 1 d . . . H6A H 0.0854 0.7421 0.7915 0.042 Uiso 1 1 calc R . . C7 C 0.8688(6) 0.2014(2) 0.5513(2) 0.0268(8) Uani 1 1 d . . . C8 C 0.7419(6) 0.1941(2) 0.4859(2) 0.0266(8) Uani 1 1 d . . . H8A H 0.6244 0.2224 0.4842 0.032 Uiso 1 1 calc R . . C9 C 0.7876(5) 0.1454(2) 0.4230(2) 0.0246(8) Uani 1 1 d . . . C10 C 0.9574(5) 0.1019(2) 0.4267(2) 0.0254(8) Uani 1 1 d . . . H10A H 0.9863 0.0671 0.3855 0.030 Uiso 1 1 calc R . . C11 C 1.0861(5) 0.1093(2) 0.4912(2) 0.0264(8) Uani 1 1 d . . . C12 C 1.0420(6) 0.1597(2) 0.5531(2) 0.0291(8) Uani 1 1 d . . . H12A H 1.1301 0.1654 0.5963 0.035 Uiso 1 1 calc R . . C13 C 0.8173(6) 0.2526(2) 0.6197(2) 0.0295(8) Uani 1 1 d . . . C14 C 0.6525(5) 0.1406(2) 0.3513(2) 0.0267(8) Uani 1 1 d . . . C15 C 1.2693(5) 0.0629(3) 0.4948(2) 0.0286(8) Uani 1 1 d . . . H1W H 1.484(4) 0.041(2) 0.558(3) 0.034 Uiso 1 1 d D . . H2W H 1.221(6) 0.378(2) 0.616(3) 0.034 Uiso 1 1 d D . . H3W H 1.059(4) 0.430(3) 0.603(2) 0.034 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 0.0255(3) 0.0265(3) 0.0254(3) -0.00238(17) -0.00399(17) 0.00194(18) O1 0.0337(15) 0.0377(16) 0.0271(15) -0.0071(12) -0.0034(12) 0.0042(12) O2 0.0401(17) 0.0465(18) 0.0307(16) -0.0068(13) -0.0029(13) 0.0151(15) O3 0.0275(14) 0.0397(17) 0.0285(15) -0.0025(12) -0.0091(11) 0.0077(12) O4 0.0370(16) 0.056(2) 0.0282(16) -0.0127(14) -0.0051(13) 0.0065(14) O5 0.0340(16) 0.054(2) 0.0321(16) -0.0045(14) -0.0018(13) 0.0150(14) O6 0.0344(16) 0.058(2) 0.0399(18) -0.0095(15) -0.0114(14) 0.0174(15) O7 0.073(3) 0.082(3) 0.076(3) 0.006(3) 0.011(2) -0.005(3) O8 0.081(4) 0.111(5) 0.052(3) -0.033(3) -0.038(3) 0.052(4) O9 0.102(5) 0.119(6) 0.053(4) -0.004(4) -0.003(3) -0.011(4) O10 0.288(17) 0.216(14) 0.148(11) -0.016(10) 0.134(12) -0.035(12) N1 0.0371(19) 0.038(2) 0.043(2) -0.0038(16) -0.0054(16) 0.0114(16) N2 0.043(2) 0.033(2) 0.051(3) -0.0042(17) -0.0101(18) 0.0032(17) N3 0.0285(16) 0.0278(17) 0.0280(18) -0.0010(13) -0.0028(13) 0.0065(14) N4 0.0311(18) 0.037(2) 0.042(2) -0.0066(16) -0.0071(16) 0.0063(15) N5 0.0340(19) 0.041(2) 0.041(2) -0.0088(17) -0.0040(16) 0.0058(16) N6 0.0264(16) 0.0277(17) 0.0316(18) 0.0041(14) -0.0024(13) 0.0021(14) C1 0.043(2) 0.045(3) 0.039(3) 0.007(2) -0.001(2) 0.012(2) C2 0.036(2) 0.062(3) 0.040(3) 0.005(2) -0.005(2) 0.010(2) C3 0.034(2) 0.028(2) 0.037(2) 0.0016(17) -0.0055(18) -0.0002(17) C4 0.037(2) 0.037(2) 0.046(3) -0.012(2) -0.013(2) 0.0101(19) C5 0.029(2) 0.035(2) 0.034(2) 0.0023(17) -0.0040(17) -0.0024(18) C6 0.028(2) 0.039(2) 0.038(2) -0.0053(18) -0.0052(17) 0.0032(18) C7 0.0291(19) 0.0266(19) 0.0242(19) -0.0023(15) -0.0008(15) 0.0024(16) C8 0.0259(18) 0.0249(19) 0.028(2) -0.0017(15) -0.0025(15) 0.0034(15) C9 0.0250(18) 0.0275(19) 0.0207(18) 0.0005(14) -0.0029(14) -0.0012(15) C10 0.0243(18) 0.027(2) 0.0247(19) -0.0004(14) -0.0012(15) 0.0013(15) C11 0.0228(17) 0.032(2) 0.0244(19) 0.0006(15) -0.0017(14) -0.0003(16) C12 0.031(2) 0.031(2) 0.0240(19) 0.0009(15) -0.0065(16) 0.0012(16) C13 0.034(2) 0.027(2) 0.027(2) -0.0011(15) -0.0020(16) 0.0052(17) C14 0.0264(19) 0.029(2) 0.0238(19) 0.0012(15) -0.0037(15) -0.0009(16) C15 0.0244(18) 0.034(2) 0.027(2) 0.0020(16) -0.0004(15) 0.0021(16) _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 1.963(3) 4_666 ? Zn1 O1 1.974(3) . ? Zn1 N3 2.004(3) . ? Zn1 N6 2.029(3) 2_546 ? O1 C13 1.276(5) . ? O2 C13 1.239(5) . ? O3 C14 1.277(5) . ? O3 Zn1 1.963(3) 4_565 ? O4 C14 1.229(5) . ? O5 C15 1.243(5) . ? O6 C15 1.292(5) . ? O6 H1W 0.894(19) . ? O7 H2W 0.908(19) . ? O7 H3W 0.900(19) . ? N1 C4 1.334(6) . ? N1 N2 1.349(5) . ? N1 C1 1.466(6) . ? N2 C3 1.308(5) . ? N3 C4 1.319(5) . ? N3 C3 1.355(5) . ? N4 C6 1.321(6) . ? N4 N5 1.375(5) . ? N4 C2 1.486(6) . ? N5 C5 1.309(6) . ? N6 C6 1.323(5) . ? N6 C5 1.365(5) . ? N6 Zn1 2.028(3) 2_556 ? C1 C2 1.490(7) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C3 H3A 0.9400 . ? C4 H4A 0.9400 . ? C5 H5A 0.9400 . ? C6 H6A 0.9400 . ? C7 C12 1.386(6) . ? C7 C8 1.396(5) . ? C7 C13 1.507(5) . ? C8 C9 1.395(5) . ? C8 H8A 0.9400 . ? C9 C10 1.380(5) . ? C9 C14 1.510(5) . ? C10 C11 1.391(5) . ? C10 H10A 0.9400 . ? C11 C12 1.395(6) . ? C11 C15 1.484(5) . ? C12 H12A 0.9400 . ? 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 O1 107.88(12) 4_666 . ? O3 Zn1 N3 111.61(13) 4_666 . ? O1 Zn1 N3 117.09(13) . . ? O3 Zn1 N6 97.47(13) 4_666 2_546 ? O1 Zn1 N6 110.01(13) . 2_546 ? N3 Zn1 N6 110.99(13) . 2_546 ? C13 O1 Zn1 106.7(2) . . ? C14 O3 Zn1 115.7(2) . 4_565 ? C15 O6 H1W 113(3) . . ? H2W O7 H3W 103(5) . . ? C4 N1 N2 110.4(3) . . ? C4 N1 C1 128.8(4) . . ? N2 N1 C1 120.4(4) . . ? C3 N2 N1 102.3(4) . . ? C4 N3 C3 103.1(3) . . ? C4 N3 Zn1 127.5(3) . . ? C3 N3 Zn1 129.0(3) . . ? C6 N4 N5 109.8(3) . . ? C6 N4 C2 126.9(4) . . ? N5 N4 C2 122.7(4) . . ? C5 N5 N4 102.8(3) . . ? C6 N6 C5 103.7(3) . . ? C6 N6 Zn1 127.7(3) . 2_556 ? C5 N6 Zn1 126.8(3) . 2_556 ? N1 C1 C2 106.9(4) . . ? N1 C1 H1A 110.3 . . ? C2 C1 H1A 110.3 . . ? N1 C1 H1B 110.3 . . ? C2 C1 H1B 110.3 . . ? H1A C1 H1B 108.6 . . ? N4 C2 C1 110.9(4) . . ? N4 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 . . ? N4 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N2 C3 N3 114.8(4) . . ? N2 C3 H3A 122.6 . . ? N3 C3 H3A 122.6 . . ? N3 C4 N1 109.4(4) . . ? N3 C4 H4A 125.3 . . ? N1 C4 H4A 125.3 . . ? N5 C5 N6 113.7(4) . . ? N5 C5 H5A 123.2 . . ? N6 C5 H5A 123.2 . . ? N4 C6 N6 109.9(4) . . ? N4 C6 H6A 125.0 . . ? N6 C6 H6A 125.0 . . ? C12 C7 C8 119.2(4) . . ? C12 C7 C13 120.3(3) . . ? C8 C7 C13 120.5(3) . . ? C9 C8 C7 120.7(3) . . ? C9 C8 H8A 119.7 . . ? C7 C8 H8A 119.7 . . ? C10 C9 C8 119.5(3) . . ? C10 C9 C14 120.2(3) . . ? C8 C9 C14 120.3(3) . . ? C9 C10 C11 120.3(4) . . ? C9 C10 H10A 119.8 . . ? C11 C10 H10A 119.8 . . ? C10 C11 C12 120.0(4) . . ? C10 C11 C15 120.2(3) . . ? C12 C11 C15 119.8(3) . . ? C7 C12 C11 120.2(4) . . ? C7 C12 H12A 119.9 . . ? C11 C12 H12A 119.9 . . ? O2 C13 O1 123.3(4) . . ? O2 C13 C7 119.8(4) . . ? O1 C13 C7 116.8(3) . . ? O4 C14 O3 124.4(4) . . ? O4 C14 C9 119.7(3) . . ? O3 C14 C9 115.9(3) . . ? O5 C15 O6 123.8(4) . . ? O5 C15 C11 120.0(3) . . ? O6 C15 C11 116.1(3) . . ? 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 Zn1 O1 C13 168.2(3) 4_666 . . . ? N3 Zn1 O1 C13 -65.0(3) . . . . ? N6 Zn1 O1 C13 62.9(3) 2_546 . . . ? C4 N1 N2 C3 2.7(5) . . . . ? C1 N1 N2 C3 176.0(4) . . . . ? O3 Zn1 N3 C4 -159.1(4) 4_666 . . . ? O1 Zn1 N3 C4 75.9(4) . . . . ? N6 Zn1 N3 C4 -51.5(4) 2_546 . . . ? O3 Zn1 N3 C3 12.3(4) 4_666 . . . ? O1 Zn1 N3 C3 -112.8(4) . . . . ? N6 Zn1 N3 C3 119.8(4) 2_546 . . . ? C6 N4 N5 C5 -0.5(5) . . . . ? C2 N4 N5 C5 171.3(4) . . . . ? C4 N1 C1 C2 95.9(6) . . . . ? N2 N1 C1 C2 -75.9(6) . . . . ? C6 N4 C2 C1 -144.1(5) . . . . ? N5 N4 C2 C1 45.5(6) . . . . ? N1 C1 C2 N4 179.1(4) . . . . ? N1 N2 C3 N3 -2.0(5) . . . . ? C4 N3 C3 N2 0.6(5) . . . . ? Zn1 N3 C3 N2 -172.4(3) . . . . ? C3 N3 C4 N1 1.2(5) . . . . ? Zn1 N3 C4 N1 174.3(3) . . . . ? N2 N1 C4 N3 -2.6(6) . . . . ? C1 N1 C4 N3 -175.1(4) . . . . ? N4 N5 C5 N6 0.5(5) . . . . ? C6 N6 C5 N5 -0.3(5) . . . . ? Zn1 N6 C5 N5 -166.1(3) 2_556 . . . ? N5 N4 C6 N6 0.4(5) . . . . ? C2 N4 C6 N6 -171.0(4) . . . . ? C5 N6 C6 N4 -0.1(5) . . . . ? Zn1 N6 C6 N4 165.6(3) 2_556 . . . ? C12 C7 C8 C9 0.2(6) . . . . ? C13 C7 C8 C9 -178.8(4) . . . . ? C7 C8 C9 C10 2.1(6) . . . . ? C7 C8 C9 C14 -177.7(4) . . . . ? C8 C9 C10 C11 -2.8(6) . . . . ? C14 C9 C10 C11 177.0(4) . . . . ? C9 C10 C11 C12 1.2(6) . . . . ? C9 C10 C11 C15 -179.5(4) . . . . ? C8 C7 C12 C11 -1.8(6) . . . . ? C13 C7 C12 C11 177.1(4) . . . . ? C10 C11 C12 C7 1.2(6) . . . . ? C15 C11 C12 C7 -178.1(4) . . . . ? Zn1 O1 C13 O2 4.7(5) . . . . ? Zn1 O1 C13 C7 -174.7(3) . . . . ? C12 C7 C13 O2 -173.4(4) . . . . ? C8 C7 C13 O2 5.5(6) . . . . ? C12 C7 C13 O1 6.0(6) . . . . ? C8 C7 C13 O1 -175.0(4) . . . . ? Zn1 O3 C14 O4 0.2(5) 4_565 . . . ? Zn1 O3 C14 C9 179.7(3) 4_565 . . . ? C10 C9 C14 O4 1.3(6) . . . . ? C8 C9 C14 O4 -178.8(4) . . . . ? C10 C9 C14 O3 -178.2(4) . . . . ? C8 C9 C14 O3 1.6(5) . . . . ? C10 C11 C15 O5 -2.0(6) . . . . ? C12 C11 C15 O5 177.3(4) . . . . ? C10 C11 C15 O6 179.7(4) . . . . ? C12 C11 C15 O6 -1.0(6) . . . . ? 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 O6 H1W O5 0.894(19) 1.73(2) 2.624(4) 175(4) 3_856 O7 H2W O8 0.908(19) 2.06(4) 2.818(8) 140(4) 1_655 O7 H3W O9 0.900(19) 1.88(3) 2.749(8) 162(5) 1_655 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.70 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.809 _refine_diff_density_min -0.564 _refine_diff_density_rms 0.094 data_Zn-bte-btc _database_code_depnum_ccdc_archive 'CCDC 895543' #TrackingRef 'BLLIZnbte-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H31 N12 O16.50 Zn3' _chemical_formula_weight 1019.78 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 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 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 17.860(2) _cell_length_b 9.6438(10) _cell_length_c 23.297(3) _cell_angle_alpha 90.00 _cell_angle_beta 104.683(3) _cell_angle_gamma 90.00 _cell_volume 3881.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 7928 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.745 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2068 _exptl_absorpt_coefficient_mu 1.929 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6990 _exptl_absorpt_correction_T_max 0.7607 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10897 _diffrn_reflns_av_R_equivalents 0.0638 _diffrn_reflns_av_sigmaI/netI 0.0908 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4413 _reflns_number_gt 3054 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _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^)+(0.0776P)^2^+3.7388P] 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 4413 _refine_ls_number_parameters 293 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1118 _refine_ls_R_factor_gt 0.0688 _refine_ls_wR_factor_ref 0.1694 _refine_ls_wR_factor_gt 0.1492 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.077 _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 0.5000 0.68838(9) 0.7500 0.0257(2) Uani 1 2 d S . . Zn2 Zn 0.71594(4) 0.54899(7) 0.48528(3) 0.0246(2) Uani 1 1 d . . . O1 O 0.8005(2) 0.5564(4) 0.44493(17) 0.0270(9) Uani 1 1 d . . . O2 O 0.8236(2) 0.3535(4) 0.48868(18) 0.0325(9) Uani 1 1 d . . . O3 O 1.0809(2) 0.1348(4) 0.50618(18) 0.0331(10) Uani 1 1 d . . . O4 O 1.1557(2) 0.2099(4) 0.45016(18) 0.0338(10) Uani 1 1 d . . . O5 O 1.0713(2) 0.6070(6) 0.3128(2) 0.0508(13) Uani 1 1 d . . . O6 O 0.9703(2) 0.7277(4) 0.31908(16) 0.0313(9) Uani 1 1 d . . . O7 O 0.6477(2) 0.3866(4) 0.44976(17) 0.0280(9) Uani 1 1 d D . . H1W H 0.650(4) 0.311(4) 0.468(2) 0.034 Uiso 1 1 d D . . H2W H 0.6016(15) 0.408(6) 0.435(3) 0.034 Uiso 1 1 d D . . O8 O 0.5054(2) 0.5747(4) 0.59170(18) 0.0341(10) Uani 1 1 d D . . H3W H 0.527(3) 0.640(5) 0.615(2) 0.041 Uiso 1 1 d D . . H4W H 0.524(3) 0.583(6) 0.5619(16) 0.041 Uiso 1 1 d D . . O9 O 1.0000 0.3166(12) 0.2500 0.053(4) Uani 0.50 2 d SP . . N1 N 0.6557(3) 0.3734(5) 0.7452(2) 0.0332(12) Uani 1 1 d . . . N2 N 0.6857(3) 0.3967(6) 0.8044(2) 0.0425(14) Uani 1 1 d . . . N3 N 0.5865(3) 0.5416(5) 0.7670(2) 0.0321(11) Uani 1 1 d . . . N4 N 0.7546(3) 0.4203(5) 0.6575(2) 0.0304(11) Uani 1 1 d . . . N5 N 0.7428(3) 0.5562(5) 0.6685(2) 0.0371(12) Uani 1 1 d . . . N6 N 0.7408(3) 0.5232(5) 0.57319(19) 0.0257(10) Uani 1 1 d . . . C1 C 0.6907(4) 0.2675(6) 0.7152(3) 0.0396(15) Uani 1 1 d . . . H1A H 0.6544 0.2435 0.6774 0.048 Uiso 1 1 calc R . . H1B H 0.7003 0.1837 0.7397 0.048 Uiso 1 1 calc R . . C2 C 0.7654(4) 0.3158(7) 0.7036(3) 0.0440(17) Uani 1 1 d . . . H2A H 0.7984 0.3538 0.7404 0.053 Uiso 1 1 calc R . . H2B H 0.7923 0.2360 0.6921 0.053 Uiso 1 1 calc R . . C3 C 0.6419(4) 0.4982(7) 0.8154(3) 0.0378(15) Uani 1 1 d . . . H3A H 0.6483 0.5373 0.8534 0.045 Uiso 1 1 calc R . . C4 C 0.5975(4) 0.4599(6) 0.7241(3) 0.0339(14) Uani 1 1 d . . . H4A H 0.5683 0.4629 0.6844 0.041 Uiso 1 1 calc R . . C5 C 0.7341(3) 0.6140(6) 0.6157(3) 0.0336(14) Uani 1 1 d . . . H5A H 0.7244 0.7090 0.6086 0.040 Uiso 1 1 calc R . . C6 C 0.7538(3) 0.4021(6) 0.6016(2) 0.0283(12) Uani 1 1 d . . . H6A H 0.7613 0.3169 0.5842 0.034 Uiso 1 1 calc R . . C7 C 0.9143(3) 0.4393(5) 0.4378(2) 0.0227(11) Uani 1 1 d . . . C8 C 0.9673(3) 0.3347(6) 0.4595(2) 0.0234(11) Uani 1 1 d . . . H8A H 0.9564 0.2688 0.4860 0.028 Uiso 1 1 calc R . . C9 C 1.0360(3) 0.3263(6) 0.4425(2) 0.0260(12) Uani 1 1 d . . . C10 C 1.0511(3) 0.4206(6) 0.4019(2) 0.0277(12) Uani 1 1 d . . . H10A H 1.0972 0.4136 0.3896 0.033 Uiso 1 1 calc R . . C11 C 0.9982(3) 0.5260(6) 0.3792(2) 0.0254(12) Uani 1 1 d . . . C12 C 0.9299(3) 0.5362(6) 0.3975(2) 0.0249(12) Uani 1 1 d . . . H12A H 0.8944 0.6078 0.3829 0.030 Uiso 1 1 calc R . . C13 C 0.8419(3) 0.4485(6) 0.4587(2) 0.0228(11) Uani 1 1 d . . . C14 C 1.0934(3) 0.2160(6) 0.4689(2) 0.0271(12) Uani 1 1 d . . . C15 C 1.0158(3) 0.6255(6) 0.3345(2) 0.0308(13) 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 0.0307(5) 0.0255(5) 0.0251(5) 0.000 0.0146(4) 0.000 Zn2 0.0243(3) 0.0269(4) 0.0252(3) 0.0067(3) 0.0114(2) 0.0080(3) O1 0.0236(19) 0.027(2) 0.035(2) 0.0057(17) 0.0152(16) 0.0111(18) O2 0.029(2) 0.030(2) 0.044(2) 0.0074(19) 0.0193(18) 0.0064(18) O3 0.034(2) 0.035(2) 0.035(2) 0.0143(19) 0.0175(18) 0.0091(19) O4 0.029(2) 0.036(2) 0.042(2) 0.0174(19) 0.0199(17) 0.0160(19) O5 0.034(2) 0.073(3) 0.054(3) 0.026(3) 0.028(2) 0.013(3) O6 0.044(2) 0.028(2) 0.026(2) 0.0099(17) 0.0167(17) 0.005(2) O7 0.023(2) 0.026(2) 0.035(2) 0.0075(17) 0.0079(17) 0.0070(19) O8 0.035(2) 0.043(3) 0.024(2) -0.0025(19) 0.0074(17) -0.004(2) O9 0.105(12) 0.013(6) 0.042(7) 0.000 0.021(7) 0.000 N1 0.048(3) 0.035(3) 0.021(2) 0.009(2) 0.016(2) 0.010(3) N2 0.053(3) 0.049(3) 0.024(3) 0.003(2) 0.007(2) 0.013(3) N3 0.039(3) 0.031(3) 0.029(3) 0.002(2) 0.013(2) 0.006(2) N4 0.037(3) 0.033(3) 0.021(2) 0.003(2) 0.008(2) 0.012(2) N5 0.048(3) 0.034(3) 0.030(3) -0.005(2) 0.013(2) 0.001(3) N6 0.022(2) 0.032(3) 0.023(2) -0.002(2) 0.0057(18) 0.000(2) C1 0.065(4) 0.030(3) 0.029(3) 0.006(3) 0.023(3) 0.010(3) C2 0.048(4) 0.052(4) 0.038(3) 0.020(3) 0.022(3) 0.026(3) C3 0.050(4) 0.038(4) 0.026(3) 0.004(3) 0.012(3) 0.009(3) C4 0.042(4) 0.030(3) 0.029(3) 0.000(3) 0.007(3) 0.005(3) C5 0.040(3) 0.026(3) 0.037(3) -0.010(3) 0.013(3) -0.002(3) C6 0.029(3) 0.031(3) 0.025(3) 0.004(2) 0.007(2) 0.006(3) C7 0.020(3) 0.023(3) 0.027(3) 0.003(2) 0.010(2) 0.003(2) C8 0.021(3) 0.025(3) 0.026(3) 0.004(2) 0.009(2) 0.003(2) C9 0.023(3) 0.029(3) 0.028(3) 0.000(2) 0.009(2) 0.006(2) C10 0.025(3) 0.035(3) 0.028(3) 0.006(2) 0.015(2) 0.007(3) C11 0.027(3) 0.026(3) 0.027(3) 0.006(2) 0.012(2) 0.003(2) C12 0.026(3) 0.029(3) 0.022(3) 0.000(2) 0.009(2) 0.007(3) C13 0.019(3) 0.026(3) 0.025(3) -0.001(2) 0.008(2) -0.001(2) C14 0.026(3) 0.029(3) 0.027(3) 0.001(2) 0.009(2) 0.010(3) C15 0.029(3) 0.035(3) 0.028(3) 0.004(3) 0.005(2) 0.001(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 Zn1 O6 1.990(4) 8_466 ? Zn1 O6 1.990(4) 7_666 ? Zn1 N3 2.058(5) 2_656 ? Zn1 N3 2.058(5) . ? Zn2 O4 1.946(4) 3_455 ? Zn2 O1 1.973(4) . ? Zn2 N6 1.998(4) . ? Zn2 O7 2.028(4) . ? O1 C13 1.269(6) . ? O2 C13 1.244(6) . ? O3 C14 1.231(7) . ? O4 C14 1.296(6) . ? O4 Zn2 1.946(4) 3_545 ? O5 C15 1.234(7) . ? O6 C15 1.270(7) . ? O6 Zn1 1.990(4) 7_666 ? O7 H1W 0.84(2) . ? O7 H2W 0.83(2) . ? O8 H3W 0.85(2) . ? O8 H4W 0.847(19) . ? N1 C4 1.326(8) . ? N1 N2 1.365(7) . ? N1 C1 1.464(7) . ? N2 C3 1.319(8) . ? N3 C4 1.326(7) . ? N3 C3 1.364(8) . ? N4 C6 1.312(7) . ? N4 N5 1.362(7) . ? N4 C2 1.450(7) . ? N5 C5 1.322(8) . ? N6 C6 1.334(7) . ? N6 C5 1.350(7) . ? C1 C2 1.500(9) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C3 H3A 0.9400 . ? C4 H4A 0.9400 . ? C5 H5A 0.9400 . ? C6 H6A 0.9400 . ? C7 C8 1.389(7) . ? C7 C12 1.401(7) . ? C7 C13 1.497(7) . ? C8 C9 1.384(7) . ? C8 H8A 0.9400 . ? C9 C10 1.387(8) . ? C9 C14 1.497(8) . ? C10 C11 1.397(8) . ? C10 H10A 0.9400 . ? C11 C12 1.395(7) . ? C11 C15 1.507(8) . ? C12 H12A 0.9400 . ? 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 O6 Zn1 O6 132.0(2) 8_466 7_666 ? O6 Zn1 N3 95.42(18) 8_466 2_656 ? O6 Zn1 N3 117.71(18) 7_666 2_656 ? O6 Zn1 N3 117.71(18) 8_466 . ? O6 Zn1 N3 95.42(18) 7_666 . ? N3 Zn1 N3 93.1(3) 2_656 . ? O4 Zn2 O1 100.32(16) 3_455 . ? O4 Zn2 N6 119.04(18) 3_455 . ? O1 Zn2 N6 119.69(17) . . ? O4 Zn2 O7 103.47(17) 3_455 . ? O1 Zn2 O7 106.69(16) . . ? N6 Zn2 O7 106.06(17) . . ? C13 O1 Zn2 108.5(3) . . ? C14 O4 Zn2 109.0(3) . 3_545 ? C15 O6 Zn1 105.1(4) . 7_666 ? Zn2 O7 H1W 121(4) . . ? Zn2 O7 H2W 114(4) . . ? H1W O7 H2W 110(6) . . ? H3W O8 H4W 104(3) . . ? C4 N1 N2 109.9(5) . . ? C4 N1 C1 130.6(5) . . ? N2 N1 C1 119.4(5) . . ? C3 N2 N1 102.7(5) . . ? C4 N3 C3 103.1(5) . . ? C4 N3 Zn1 120.7(4) . . ? C3 N3 Zn1 136.2(4) . . ? C6 N4 N5 110.6(5) . . ? C6 N4 C2 127.5(5) . . ? N5 N4 C2 121.8(5) . . ? C5 N5 N4 102.6(5) . . ? C6 N6 C5 104.0(5) . . ? C6 N6 Zn2 125.6(4) . . ? C5 N6 Zn2 129.4(4) . . ? N1 C1 C2 112.1(5) . . ? N1 C1 H1A 109.2 . . ? C2 C1 H1A 109.2 . . ? N1 C1 H1B 109.2 . . ? C2 C1 H1B 109.2 . . ? H1A C1 H1B 107.9 . . ? N4 C2 C1 113.0(5) . . ? N4 C2 H2A 109.0 . . ? C1 C2 H2A 109.0 . . ? N4 C2 H2B 109.0 . . ? C1 C2 H2B 109.0 . . ? H2A C2 H2B 107.8 . . ? N2 C3 N3 114.1(6) . . ? N2 C3 H3A 123.0 . . ? N3 C3 H3A 123.0 . . ? N1 C4 N3 110.3(5) . . ? N1 C4 H4A 124.9 . . ? N3 C4 H4A 124.9 . . ? N5 C5 N6 113.4(5) . . ? N5 C5 H5A 123.3 . . ? N6 C5 H5A 123.3 . . ? N4 C6 N6 109.4(5) . . ? N4 C6 H6A 125.3 . . ? N6 C6 H6A 125.3 . . ? C8 C7 C12 119.8(5) . . ? C8 C7 C13 119.3(5) . . ? C12 C7 C13 120.9(5) . . ? C9 C8 C7 120.6(5) . . ? C9 C8 H8A 119.7 . . ? C7 C8 H8A 119.7 . . ? C8 C9 C10 119.8(5) . . ? C8 C9 C14 119.3(5) . . ? C10 C9 C14 121.0(5) . . ? C9 C10 C11 120.4(5) . . ? C9 C10 H10A 119.8 . . ? C11 C10 H10A 119.8 . . ? C12 C11 C10 119.7(5) . . ? C12 C11 C15 121.3(5) . . ? C10 C11 C15 119.1(5) . . ? C11 C12 C7 119.7(5) . . ? C11 C12 H12A 120.2 . . ? C7 C12 H12A 120.2 . . ? O2 C13 O1 121.8(5) . . ? O2 C13 C7 120.7(5) . . ? O1 C13 C7 117.5(5) . . ? O3 C14 O4 122.3(5) . . ? O3 C14 C9 120.9(5) . . ? O4 C14 C9 116.9(5) . . ? O5 C15 O6 121.3(6) . . ? O5 C15 C11 121.4(5) . . ? O6 C15 C11 117.3(5) . . ? 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 O4 Zn2 O1 C13 -173.6(3) 3_455 . . . ? N6 Zn2 O1 C13 54.2(4) . . . . ? O7 Zn2 O1 C13 -66.0(4) . . . . ? C4 N1 N2 C3 0.4(7) . . . . ? C1 N1 N2 C3 178.7(6) . . . . ? O6 Zn1 N3 C4 164.9(4) 8_466 . . . ? O6 Zn1 N3 C4 -51.1(5) 7_666 . . . ? N3 Zn1 N3 C4 67.1(4) 2_656 . . . ? O6 Zn1 N3 C3 -14.4(7) 8_466 . . . ? O6 Zn1 N3 C3 129.6(6) 7_666 . . . ? N3 Zn1 N3 C3 -112.2(7) 2_656 . . . ? C6 N4 N5 C5 0.9(6) . . . . ? C2 N4 N5 C5 -178.7(5) . . . . ? O4 Zn2 N6 C6 152.9(4) 3_455 . . . ? O1 Zn2 N6 C6 -83.5(5) . . . . ? O7 Zn2 N6 C6 37.0(5) . . . . ? O4 Zn2 N6 C5 -13.3(6) 3_455 . . . ? O1 Zn2 N6 C5 110.3(5) . . . . ? O7 Zn2 N6 C5 -129.2(5) . . . . ? C4 N1 C1 C2 101.7(8) . . . . ? N2 N1 C1 C2 -76.1(7) . . . . ? C6 N4 C2 C1 -98.9(7) . . . . ? N5 N4 C2 C1 80.6(7) . . . . ? N1 C1 C2 N4 -71.5(7) . . . . ? N1 N2 C3 N3 -0.5(8) . . . . ? C4 N3 C3 N2 0.4(8) . . . . ? Zn1 N3 C3 N2 179.8(5) . . . . ? N2 N1 C4 N3 -0.2(7) . . . . ? C1 N1 C4 N3 -178.1(6) . . . . ? C3 N3 C4 N1 -0.1(7) . . . . ? Zn1 N3 C4 N1 -179.7(4) . . . . ? N4 N5 C5 N6 -0.8(7) . . . . ? C6 N6 C5 N5 0.4(7) . . . . ? Zn2 N6 C5 N5 168.8(4) . . . . ? N5 N4 C6 N6 -0.7(6) . . . . ? C2 N4 C6 N6 178.8(5) . . . . ? C5 N6 C6 N4 0.2(6) . . . . ? Zn2 N6 C6 N4 -168.8(4) . . . . ? C12 C7 C8 C9 1.0(8) . . . . ? C13 C7 C8 C9 -177.8(5) . . . . ? C7 C8 C9 C10 -2.1(8) . . . . ? C7 C8 C9 C14 177.3(5) . . . . ? C8 C9 C10 C11 1.6(9) . . . . ? C14 C9 C10 C11 -177.8(5) . . . . ? C9 C10 C11 C12 0.0(9) . . . . ? C9 C10 C11 C15 -179.1(5) . . . . ? C10 C11 C12 C7 -1.1(8) . . . . ? C15 C11 C12 C7 178.1(5) . . . . ? C8 C7 C12 C11 0.6(8) . . . . ? C13 C7 C12 C11 179.4(5) . . . . ? Zn2 O1 C13 O2 5.8(6) . . . . ? Zn2 O1 C13 C7 -174.1(4) . . . . ? C8 C7 C13 O2 -10.0(8) . . . . ? C12 C7 C13 O2 171.2(5) . . . . ? C8 C7 C13 O1 169.9(5) . . . . ? C12 C7 C13 O1 -8.9(7) . . . . ? Zn2 O4 C14 O3 4.5(7) 3_545 . . . ? Zn2 O4 C14 C9 -174.8(4) 3_545 . . . ? C8 C9 C14 O3 -1.4(8) . . . . ? C10 C9 C14 O3 177.9(5) . . . . ? C8 C9 C14 O4 177.9(5) . . . . ? C10 C9 C14 O4 -2.8(8) . . . . ? Zn1 O6 C15 O5 9.1(7) 7_666 . . . ? Zn1 O6 C15 C11 -169.5(4) 7_666 . . . ? C12 C11 C15 O5 -171.2(6) . . . . ? C10 C11 C15 O5 8.0(9) . . . . ? C12 C11 C15 O6 7.4(8) . . . . ? C10 C11 C15 O6 -173.4(5) . . . . ? 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 O7 H1W O2 0.84(2) 1.88(2) 2.704(6) 168(6) 7_656 O7 H2W O8 0.83(2) 1.86(2) 2.684(6) 169(6) 5_666 O8 H3W O6 0.85(2) 1.99(3) 2.772(6) 152(5) 7_666 O8 H4W O3 0.847(19) 1.91(3) 2.736(6) 166(5) 3_455 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.788 _refine_diff_density_min -0.491 _refine_diff_density_rms 0.125 ###======