# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Christoph Janiak' 'Hesham A Habib' 'Anke Hoffmann' 'Henning A. Hoppe' _publ_contact_author_name 'Christoph Janiak' _publ_contact_author_email JANIAK@UNI-FREIBURG.DE _publ_section_title ; Crystal structures and solid-state CPMAS 13C NMR correlations in luminescent zinc(II) and cadmium(II) mixed-ligand coordination polymers constructed from 1,2-bis(1,2,4-triazol-4-yl)ethane and benzenedicarboxylate ; # Attachment '1.CIF' data_35-znfin _database_code_depnum_ccdc_archive 'CCDC 695986' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-[(\m2-benzene-1,4-dicarboxylato-\k2O,O':\k2O'',O''')- (\m2-benzene-1,4-dicarboxylato-\kO:\kO'')- (\m4-1,2-bis(1,2,4-triazol-4-yl)ethane-\kN1:\kN1':\kN2':\kN2')-dizinc(II)] ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H8 N3 O4 Zn' _chemical_formula_sum 'C11 H8 N3 O4 Zn' _chemical_formula_weight 311.59 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-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 12.4552(10) _cell_length_b 15.1581(10) _cell_length_c 13.274(2) _cell_angle_alpha 90.00 _cell_angle_beta 117.432(10) _cell_angle_gamma 90.00 _cell_volume 2224.3(4) _cell_formula_units_Z 8 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 8963 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 38.6 _exptl_crystal_description parallelepiped _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.861 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 2.223 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.3349 _exptl_absorpt_correction_T_max 0.6382 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX2 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 46785 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0209 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 39.12 _reflns_number_total 6281 _reflns_number_gt 5188 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact, 2006)' _computing_publication_material ? _publ_section_references ; Bruker (2006). APEX2 (Version 2.1-0) and SAINT. Bruker Analytical X-ray Systems, Madison, Wisconsin, USA. Crystal Impact (2006). DIAMOND. Version3.1e. Crystal Impact GbR, Bonn, Germany. Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of G\"ottingen, Germany. ; _publ_section_exptl_refinement ; Hydrogen atoms for aromatic CH, aliphatic CH, CH~2~ and methyl groups were positioned geometrically (C---H = 0.94 \%A for aromatic CH, C---H = 0.99 \%A for aliphatic CH, C---H = 0.98 \%A for CH~2~, C---H = 0.97 \%A for CH~3~) and refined using a riding model (AFIX 43 for aromatic CH, AFIX 13 for aliphatic CH, AFIX 23 for CH~2~, AFIX 33 or 137 for CH~3~), with U~iso~(H) = 1.2U~eq~(CH) and U~iso~(H) = 1.5U~eq~(CH~3~). ; _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^)+(0.0397P)^2^+0.7942P] 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 6281 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0376 _refine_ls_R_factor_gt 0.0263 _refine_ls_wR_factor_ref 0.0719 _refine_ls_wR_factor_gt 0.0676 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 Zn Zn -0.765173(9) 0.190250(7) -0.376289(8) 0.01554(3) Uani 1 1 d . . . O1 O -0.92606(6) 0.20951(5) -0.39044(7) 0.02245(13) Uani 1 1 d . . . O2 O -1.02528(8) 0.10703(6) -0.52330(9) 0.0341(2) Uani 1 1 d . . . O3 O -0.63969(8) 0.16719(6) -0.22099(7) 0.03092(18) Uani 1 1 d . . . O4 O -0.71632(8) 0.03876(7) -0.29971(6) 0.03173(18) Uani 1 1 d . . . N1 N -0.70190(7) 0.31711(5) -0.38139(7) 0.01728(13) Uani 1 1 d . . . N2 N -0.71978(7) 0.36352(5) -0.47748(6) 0.01761(13) Uani 1 1 d . . . N3 N -0.63097(7) 0.45066(5) -0.33156(6) 0.01686(13) Uani 1 1 d . . . C1 C -0.67596(9) 0.44313(6) -0.44547(7) 0.01825(15) Uani 1 1 d . . . H1 H -0.6758 0.4881 -0.4942 0.022 Uiso 1 1 calc R . . C2 C -0.64827(9) 0.37074(6) -0.29478(8) 0.01879(15) Uani 1 1 d . . . H2 H -0.6253 0.3561 -0.2187 0.023 Uiso 1 1 calc R . . C3 C -0.56573(9) 0.52660(6) -0.26113(8) 0.01898(15) Uani 1 1 d . . . H3A H -0.5688 0.5241 -0.1887 0.023 Uiso 1 1 calc R . . H3B H -0.6050 0.5814 -0.2998 0.023 Uiso 1 1 calc R . . C4 C -1.02269(8) 0.17156(7) -0.46525(8) 0.01958(15) Uani 1 1 d . . . C5 C -1.14046(8) 0.21147(7) -0.48093(8) 0.01867(15) Uani 1 1 d . . . C6 C -1.24912(9) 0.18091(7) -0.56897(9) 0.02154(17) Uani 1 1 d . . . H6 H -1.2485 0.1343 -0.6154 0.026 Uiso 1 1 calc R . . C7 C -1.35805(9) 0.21949(7) -0.58793(8) 0.02192(17) Uani 1 1 d . . . H7 H -1.4310 0.1990 -0.6473 0.026 Uiso 1 1 calc R . . C8 C -0.64558(9) 0.08295(7) -0.21666(8) 0.02233(18) Uani 1 1 d . . . C9 C -0.56747(8) 0.03974(6) -0.10505(7) 0.01772(15) Uani 1 1 d . . . C10 C -0.50011(9) 0.09112(6) -0.00969(8) 0.02128(17) Uani 1 1 d . . . H10 H -0.4997 0.1528 -0.0164 0.026 Uiso 1 1 calc R . . C11 C -0.43356(9) 0.05164(7) 0.09518(8) 0.02100(16) Uani 1 1 d . . . H11 H -0.3891 0.0866 0.1597 0.025 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.01517(5) 0.01693(5) 0.01218(5) 0.00254(3) 0.00430(4) 0.00080(3) O1 0.0153(3) 0.0269(3) 0.0223(3) -0.0001(3) 0.0062(2) 0.0021(3) O2 0.0220(3) 0.0322(4) 0.0428(5) -0.0130(4) 0.0104(3) 0.0030(3) O3 0.0308(4) 0.0298(4) 0.0239(4) 0.0146(3) 0.0056(3) 0.0065(3) O4 0.0252(3) 0.0464(5) 0.0143(3) 0.0057(3) 0.0012(3) 0.0013(3) N1 0.0192(3) 0.0173(3) 0.0137(3) 0.0028(2) 0.0063(3) -0.0007(3) N2 0.0222(3) 0.0160(3) 0.0139(3) 0.0026(2) 0.0077(3) 0.0003(3) N3 0.0188(3) 0.0163(3) 0.0140(3) 0.0009(2) 0.0064(2) 0.0004(3) C1 0.0227(4) 0.0159(3) 0.0149(3) 0.0022(3) 0.0076(3) 0.0012(3) C2 0.0209(4) 0.0197(4) 0.0145(3) 0.0022(3) 0.0070(3) -0.0014(3) C3 0.0205(4) 0.0158(3) 0.0191(4) -0.0025(3) 0.0078(3) 0.0000(3) C4 0.0161(3) 0.0208(4) 0.0201(4) 0.0031(3) 0.0069(3) 0.0029(3) C5 0.0153(3) 0.0215(4) 0.0174(3) 0.0023(3) 0.0059(3) 0.0020(3) C6 0.0171(4) 0.0249(4) 0.0205(4) -0.0034(3) 0.0069(3) 0.0010(3) C7 0.0155(3) 0.0273(5) 0.0193(4) -0.0030(3) 0.0049(3) 0.0002(3) C8 0.0162(3) 0.0324(5) 0.0169(4) 0.0110(3) 0.0064(3) 0.0055(3) C9 0.0151(3) 0.0205(4) 0.0137(3) 0.0047(3) 0.0033(3) 0.0018(3) C10 0.0232(4) 0.0159(4) 0.0186(4) 0.0033(3) 0.0044(3) 0.0005(3) C11 0.0207(4) 0.0200(4) 0.0149(3) 0.0004(3) 0.0018(3) -0.0013(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 Zn O1 1.9465(7) . ? Zn O3 1.9611(9) . ? Zn N2 2.0328(8) 7_354 ? Zn N1 2.0911(8) . ? Zn O4 2.4712(10) . ? Zn C8 2.5389(10) . ? O1 C4 1.2901(12) . ? O2 C4 1.2364(13) . ? O3 C8 1.2818(14) . ? O4 C8 1.2432(14) . ? N1 C2 1.3120(12) . ? N1 N2 1.3819(11) . ? N2 C1 1.3119(12) . ? N2 Zn 2.0328(8) 7_354 ? N3 C1 1.3537(12) . ? N3 C2 1.3598(12) . ? N3 C3 1.4695(12) . ? C1 H1 0.9400 . ? C2 H2 0.9400 . ? C3 C3 1.5240(19) 2_454 ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C4 C5 1.5097(13) . ? C5 C7 1.3953(14) 7_254 ? C5 C6 1.3981(14) . ? C6 C7 1.3898(14) . ? C6 H6 0.9400 . ? C7 C5 1.3953(14) 7_254 ? C7 H7 0.9400 . ? C8 C9 1.4974(12) . ? C9 C10 1.3907(13) . ? C9 C11 1.3909(14) 5_455 ? C10 C11 1.3855(13) . ? C10 H10 0.9400 . ? C11 C9 1.3909(14) 5_455 ? C11 H11 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 O1 Zn O3 114.50(4) . . ? O1 Zn N2 109.27(3) . 7_354 ? O3 Zn N2 127.62(4) . 7_354 ? O1 Zn N1 104.21(3) . . ? O3 Zn N1 93.91(4) . . ? N2 Zn N1 102.01(3) 7_354 . ? O1 Zn O4 103.09(3) . . ? O3 Zn O4 58.40(3) . . ? N2 Zn O4 85.24(3) 7_354 . ? N1 Zn O4 147.44(3) . . ? O1 Zn C8 111.02(3) . . ? O3 Zn C8 29.71(4) . . ? N2 Zn C8 107.49(4) 7_354 . ? N1 Zn C8 122.09(3) . . ? O4 Zn C8 28.69(3) . . ? C4 O1 Zn 124.15(7) . . ? C8 O3 Zn 100.97(7) . . ? C8 O4 Zn 78.68(7) . . ? C2 N1 N2 107.09(7) . . ? C2 N1 Zn 126.07(6) . . ? N2 N1 Zn 126.52(6) . . ? C1 N2 N1 107.65(7) . . ? C1 N2 Zn 121.31(6) . 7_354 ? N1 N2 Zn 125.59(6) . 7_354 ? C1 N3 C2 105.87(8) . . ? C1 N3 C3 126.85(8) . . ? C2 N3 C3 127.01(8) . . ? N2 C1 N3 109.61(8) . . ? N2 C1 H1 125.2 . . ? N3 C1 H1 125.2 . . ? N1 C2 N3 109.77(8) . . ? N1 C2 H2 125.1 . . ? N3 C2 H2 125.1 . . ? N3 C3 C3 110.68(7) . 2_454 ? N3 C3 H3A 109.5 . . ? C3 C3 H3A 109.5 2_454 . ? N3 C3 H3B 109.5 . . ? C3 C3 H3B 109.5 2_454 . ? H3A C3 H3B 108.1 . . ? O2 C4 O1 125.42(9) . . ? O2 C4 C5 119.10(9) . . ? O1 C4 C5 115.48(9) . . ? C7 C5 C6 119.75(9) 7_254 . ? C7 C5 C4 121.03(9) 7_254 . ? C6 C5 C4 119.17(9) . . ? C7 C6 C5 120.02(9) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C6 C7 C5 120.24(9) . 7_254 ? C6 C7 H7 119.9 . . ? C5 C7 H7 119.9 7_254 . ? O4 C8 O3 121.93(9) . . ? O4 C8 C9 120.91(10) . . ? O3 C8 C9 117.10(9) . . ? O4 C8 Zn 72.63(6) . . ? O3 C8 Zn 49.31(5) . . ? C9 C8 Zn 165.90(8) . . ? C10 C9 C11 119.76(8) . 5_455 ? C10 C9 C8 120.01(9) . . ? C11 C9 C8 120.16(9) 5_455 . ? C11 C10 C9 120.23(9) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C10 C11 C9 120.00(9) . 5_455 ? C10 C11 H11 120.0 . . ? C9 C11 H11 120.0 5_455 . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.614 _refine_diff_density_min -0.294 _refine_diff_density_rms 0.076 # Attachment '2.CIF' data_m132_2 _database_code_depnum_ccdc_archive 'CCDC 695987' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-[(\m4-benzene-1,4-dicarboxylato-\kO:\kO,O':\kO'':\kO'',O''')- bis(\m4-1,2-bis(1,2,4-triazol-4-yl)ethane-\kN:\kN1':\kN2':\kN2')- dicadmium(II) dinitrate hydrate] ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H10 N6 O2 Cd, N O3, 0.5(O)' _chemical_formula_sum 'C10 H10 Cd N7 O5.50' _chemical_formula_weight 428.65 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' Cd Cd -0.8075 1.2024 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-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 22.9206(8) _cell_length_b 7.7047(2) _cell_length_c 19.3208(7) _cell_angle_alpha 90.00 _cell_angle_beta 114.596(3) _cell_angle_gamma 90.00 _cell_volume 3102.40(18) _cell_formula_units_Z 8 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 6976 _cell_measurement_theta_min 2.318 _cell_measurement_theta_max 29.125 _exptl_crystal_description parallelepiped _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.835 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1688 _exptl_absorpt_coefficient_mu 1.448 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6543 _exptl_absorpt_correction_T_max 0.9716 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX2 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20459 _diffrn_reflns_av_R_equivalents 0.0395 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.85 _reflns_number_total 3001 _reflns_number_gt 2633 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact, 2006)' _computing_publication_material ? _publ_section_references ; Bruker (2006). APEX2 (Version 2.1-0) and SAINT. Bruker Analytical X-ray Systems, Madison, Wisconsin, USA. Crystal Impact (2006). DIAMOND. Version3.1e. Crystal Impact GbR, Bonn, Germany. Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of G\"ottingen, Germany. ; _publ_section_exptl_refinement ; Hydrogen atoms for aromatic CH, aliphatic CH, CH~2~ and methyl groups were positioned geometrically (C---H = 0.94 \%A for aromatic CH, C---H = 0.99 \%A for aliphatic CH, C---H = 0.98 \%A for CH~2~, C---H = 0.97 \%A for CH~3~) and refined using a riding model (AFIX 43 for aromatic CH, AFIX 13 for aliphatic CH, AFIX 23 for CH~2~, AFIX 33 or 137 for CH~3~), with U~iso~(H) = 1.2U~eq~(CH) and U~iso~(H) = 1.5U~eq~(CH~3~). The nitrate ions are disordered over at least two positions. Their N and O atoms could only be refined isotropically. The crystal water molecules have about 0.25 occupancy. Only the oxygen atoms could be found and refined isotropically. The maximum of the residual electron density is found within 1.1 \%A of the cadmium atom. ; _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^)+(0.0438P)^2^+10.1591P] 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 3001 _refine_ls_number_parameters 216 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0334 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0774 _refine_ls_wR_factor_gt 0.0745 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 Cd Cd 0.247578(10) 0.28420(3) 0.272487(11) 0.01463(10) Uani 1 1 d . . . O1 O 0.24950(12) 0.0801(3) 0.17776(12) 0.0267(5) Uani 1 1 d . . . O2 O 0.25425(18) -0.1408(4) 0.11015(16) 0.0500(9) Uani 1 1 d . . . C11 C 0.25129(17) 0.0180(5) 0.11836(18) 0.0238(7) Uani 1 1 d . . . C12 C 0.25072(17) 0.1379(4) 0.05730(18) 0.0240(7) Uani 1 1 d . . . C13 C 0.2487(2) 0.3175(5) 0.0652(2) 0.0319(9) Uani 1 1 d . . . H13 H 0.2478 0.3638 0.1098 0.038 Uiso 1 1 calc R . . C14 C 0.2520(2) 0.0716(5) -0.00875(19) 0.0329(9) Uani 1 1 d . . . H14 H 0.2533 -0.0491 -0.0151 0.039 Uiso 1 1 calc R . . N1 N 0.32783(13) 0.0910(4) 0.34824(15) 0.0248(6) Uani 1 1 d . . . N2 N 0.33439(13) -0.0791(4) 0.33077(15) 0.0245(6) Uani 1 1 d . . . C1 C 0.37493(19) 0.1246(5) 0.4136(2) 0.0387(9) Uani 1 1 d . . . H1 H 0.3819 0.2317 0.4391 0.046 Uiso 1 1 calc R . . C2 C 0.38510(17) -0.1412(5) 0.3865(2) 0.0355(9) Uani 1 1 d . . . H2 H 0.4004 -0.2554 0.3894 0.043 Uiso 1 1 calc R . . N3 N 0.41237(16) -0.0173(5) 0.43945(18) 0.0412(9) Uani 1 1 d . . . C3 C 0.4725(2) -0.0298(7) 0.5091(2) 0.0537(13) Uani 1 1 d . . . H3A H 0.4796 -0.1501 0.5273 0.064 Uiso 1 1 calc R . . H3B H 0.4698 0.0432 0.5492 0.064 Uiso 1 1 calc R . . N4 N 0.16821(13) 0.0852(4) 0.26511(18) 0.0269(6) Uani 1 1 d . . . N5 N 0.16871(13) -0.0885(4) 0.24930(17) 0.0242(6) Uani 1 1 d . . . C4 C 0.1198(2) 0.1116(6) 0.2823(3) 0.0465(11) Uani 1 1 d . . . H4 H 0.1088 0.2194 0.2963 0.056 Uiso 1 1 calc R . . C5 C 0.12038(17) -0.1584(5) 0.2575(2) 0.0335(9) Uani 1 1 d . . . H5 H 0.1097 -0.2769 0.2505 0.040 Uiso 1 1 calc R . . N6 N 0.08769(16) -0.0379(5) 0.2773(2) 0.0429(9) Uani 1 1 d . . . C6 C 0.0284(2) -0.0595(7) 0.2885(3) 0.0569(14) Uani 1 1 d . . . H6A H 0.0242 0.0356 0.3198 0.068 Uiso 1 1 calc R . . H6B H 0.0299 -0.1691 0.3149 0.068 Uiso 1 1 calc R . . N7 N 0.0065(5) 0.4503(12) 0.2735(4) 0.064(3) Uiso 0.50 1 d P A -1 O3 O -0.0296(7) 0.5039(18) 0.2924(8) 0.122(4) Uiso 0.50 1 d P A -1 O4A O 0.0090(8) 0.337(2) 0.3093(9) 0.070(4) Uiso 0.25 1 d P A -1 O4B O 0.0628(10) 0.492(3) 0.3197(13) 0.091(5) Uiso 0.25 1 d P A -1 O5 O 0.0512(7) 0.4974(19) 0.2660(10) 0.124(4) Uiso 0.50 1 d P A -1 N8 N -0.0085(7) 0.0207(18) 0.0265(8) 0.090(3) Uiso 0.50 1 d P B -2 O6 O 0.0327(6) -0.0367(16) 0.0721(7) 0.108(3) Uiso 0.50 1 d P B -2 O7 O -0.0251(8) 0.140(3) 0.0540(9) 0.159(5) Uiso 0.50 1 d P B -2 O8 O -0.0441(9) 0.000(2) -0.0317(12) 0.164(6) Uiso 0.50 1 d P B -2 O10 O 0.0876(16) 0.037(4) -0.0229(18) 0.168(12) Uiso 0.25 1 d P C -2 O9 O 0.1297(10) 0.252(2) 0.4305(11) 0.088(5) Uiso 0.25 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 Cd 0.01741(14) 0.01203(15) 0.01525(13) -0.00031(8) 0.00761(10) 0.00003(8) O1 0.0455(14) 0.0211(13) 0.0200(11) 0.0013(10) 0.0203(11) -0.0009(11) O2 0.115(3) 0.0157(14) 0.0369(15) 0.0035(12) 0.0490(18) 0.0019(16) C11 0.0325(18) 0.0227(19) 0.0177(15) 0.0028(14) 0.0120(14) 0.0002(15) C12 0.0380(19) 0.0165(18) 0.0218(16) 0.0020(14) 0.0168(15) 0.0006(15) C13 0.059(2) 0.023(2) 0.0219(17) -0.0003(15) 0.0247(17) 0.0021(17) C14 0.062(3) 0.0163(17) 0.0267(18) 0.0021(15) 0.0254(18) 0.0013(17) N1 0.0248(14) 0.0176(15) 0.0222(13) -0.0014(11) 0.0001(11) -0.0006(12) N2 0.0218(13) 0.0197(15) 0.0240(14) 0.0005(12) 0.0016(11) 0.0001(12) C1 0.037(2) 0.027(2) 0.0323(19) -0.0039(17) -0.0050(16) -0.0016(17) C2 0.0265(18) 0.028(2) 0.036(2) 0.0003(17) -0.0033(16) 0.0054(16) N3 0.0313(17) 0.036(2) 0.0305(16) 0.0017(15) -0.0125(14) 0.0024(15) C3 0.037(2) 0.056(3) 0.035(2) 0.003(2) -0.0191(19) 0.002(2) N4 0.0246(14) 0.0148(14) 0.0494(18) -0.0017(13) 0.0236(13) -0.0016(12) N5 0.0209(13) 0.0172(15) 0.0399(16) -0.0028(12) 0.0179(12) -0.0003(12) C4 0.043(2) 0.027(2) 0.090(3) 0.000(2) 0.048(2) 0.0044(18) C5 0.0277(18) 0.0245(19) 0.056(2) -0.0060(18) 0.0250(18) -0.0063(16) N6 0.0294(17) 0.034(2) 0.085(3) -0.0012(19) 0.0433(18) -0.0027(15) C6 0.040(2) 0.050(3) 0.108(4) -0.006(3) 0.058(3) -0.007(2) _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 Cd N4 2.338(3) . ? Cd N5 2.344(3) 4 ? Cd N2 2.345(3) 4 ? Cd N1 2.345(3) . ? Cd O2 2.357(2) 4 ? Cd O1 2.427(2) . ? Cd O1 2.464(2) 4 ? O1 C11 1.260(4) . ? O1 Cd 2.464(2) 4_545 ? O2 C11 1.239(4) . ? O2 Cd 2.357(2) 4_545 ? C11 C12 1.494(4) . ? C12 C14 1.386(5) . ? C12 C13 1.395(5) . ? C13 C14 1.381(5) 7 ? C13 H13 0.9400 . ? C14 C13 1.381(5) 7 ? C14 H14 0.9400 . ? N1 C1 1.301(4) . ? N1 N2 1.377(4) . ? N2 C2 1.303(4) . ? N2 Cd 2.345(3) 4_545 ? C1 N3 1.350(5) . ? C1 H1 0.9400 . ? C2 N3 1.348(5) . ? C2 H2 0.9400 . ? N3 C3 1.475(5) . ? C3 C3 1.514(10) 5_656 ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? N4 C4 1.300(5) . ? N4 N5 1.374(4) . ? N5 C5 1.299(4) . ? N5 Cd 2.344(3) 4_545 ? C4 N6 1.349(6) . ? C4 H4 0.9400 . ? C5 N6 1.345(5) . ? C5 H5 0.9400 . ? N6 C6 1.472(4) . ? C6 C6 1.514(11) 2 ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? N7 O4A 1.097(17) . ? N7 O3 1.113(14) . ? N7 O5 1.150(16) . ? N7 O4B 1.27(2) . ? O3 O4A 1.51(2) . ? O4A O4B 1.67(3) . ? O4B O5 0.959(19) . ? N8 O6 1.082(16) . ? N8 O8 1.091(18) . ? N8 O7 1.201(19) . ? 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 N4 Cd N5 159.72(10) . 4 ? N4 Cd N2 85.13(10) . 4 ? N5 Cd N2 94.89(10) 4 4 ? N4 Cd N1 90.58(10) . . ? N5 Cd N1 83.66(10) 4 . ? N2 Cd N1 163.44(10) 4 . ? N4 Cd O2 83.95(11) . 4 ? N5 Cd O2 114.44(11) 4 4 ? N2 Cd O2 112.31(11) 4 4 ? N1 Cd O2 83.03(11) . 4 ? N4 Cd O1 77.70(9) . . ? N5 Cd O1 82.10(9) 4 . ? N2 Cd O1 84.78(9) 4 . ? N1 Cd O1 78.68(9) . . ? O2 Cd O1 153.81(9) 4 . ? N4 Cd O1 121.65(9) . 4 ? N5 Cd O1 77.97(9) 4 4 ? N2 Cd O1 78.38(9) 4 4 ? N1 Cd O1 117.18(9) . 4 ? O2 Cd O1 53.58(9) 4 4 ? O1 Cd O1 152.56(7) . 4 ? C11 O1 Cd 161.9(2) . . ? C11 O1 Cd 89.9(2) . 4_545 ? Cd O1 Cd 108.14(8) . 4_545 ? C11 O2 Cd 95.5(2) . 4_545 ? O2 C11 O1 121.1(3) . . ? O2 C11 C12 119.5(3) . . ? O1 C11 C12 119.4(3) . . ? C14 C12 C13 118.8(3) . . ? C14 C12 C11 120.1(3) . . ? C13 C12 C11 121.1(3) . . ? C14 C13 C12 121.1(3) 7 . ? C14 C13 H13 119.4 7 . ? C12 C13 H13 119.4 . . ? C13 C14 C12 120.1(3) 7 . ? C13 C14 H14 119.9 7 . ? C12 C14 H14 119.9 . . ? C1 N1 N2 107.2(3) . . ? C1 N1 Cd 126.7(3) . . ? N2 N1 Cd 126.05(19) . . ? C2 N2 N1 107.3(3) . . ? C2 N2 Cd 131.4(3) . 4_545 ? N1 N2 Cd 120.35(19) . 4_545 ? N1 C1 N3 109.9(3) . . ? N1 C1 H1 125.0 . . ? N3 C1 H1 125.0 . . ? N2 C2 N3 109.8(3) . . ? N2 C2 H2 125.1 . . ? N3 C2 H2 125.1 . . ? C2 N3 C1 105.7(3) . . ? C2 N3 C3 127.4(4) . . ? C1 N3 C3 126.8(4) . . ? N3 C3 C3 108.7(4) . 5_656 ? N3 C3 H3A 110.0 . . ? C3 C3 H3A 110.0 5_656 . ? N3 C3 H3B 110.0 . . ? C3 C3 H3B 110.0 5_656 . ? H3A C3 H3B 108.3 . . ? C4 N4 N5 107.2(3) . . ? C4 N4 Cd 127.4(3) . . ? N5 N4 Cd 125.05(19) . . ? C5 N5 N4 106.9(3) . . ? C5 N5 Cd 130.7(3) . 4_545 ? N4 N5 Cd 122.05(19) . 4_545 ? N4 C4 N6 110.3(4) . . ? N4 C4 H4 124.9 . . ? N6 C4 H4 124.9 . . ? N5 C5 N6 110.7(3) . . ? N5 C5 H5 124.7 . . ? N6 C5 H5 124.7 . . ? C5 N6 C4 104.9(3) . . ? C5 N6 C6 128.4(4) . . ? C4 N6 C6 126.6(4) . . ? N6 C6 C6 109.0(5) . 2 ? N6 C6 H6A 109.9 . . ? C6 C6 H6A 109.9 2 . ? N6 C6 H6B 109.9 . . ? C6 C6 H6B 109.9 2 . ? H6A C6 H6B 108.3 . . ? O4A N7 O3 86.5(13) . . ? O4A N7 O5 120.8(16) . . ? O3 N7 O5 138.2(13) . . ? O4A N7 O4B 89.2(15) . . ? O3 N7 O4B 110.5(13) . . ? O5 N7 O4B 46.4(10) . . ? N7 O3 O4A 46.3(9) . . ? N7 O4A O3 47.2(10) . . ? N7 O4A O4B 49.6(12) . . ? O3 O4A O4B 75.9(12) . . ? O5 O4B N7 60.3(15) . . ? O5 O4B O4A 92(2) . . ? N7 O4B O4A 41.2(9) . . ? O4B O5 N7 73.3(16) . . ? O6 N8 O8 144(2) . . ? O6 N8 O7 106.4(16) . . ? O8 N8 O7 109(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.85 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.581 _refine_diff_density_min -0.589 _refine_diff_density_rms 0.100 # Attachment '3.CIF' data_m212 _database_code_depnum_ccdc_archive 'CCDC 695988' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-[diaqua-bis(\m3-benzene-1,3-dicarboxylato-\kO:\kO':\kO'')- (\m2-1,2-bis(1,2,4-triazol-4-yl)ethane-\kN1:\kN1')-dizinc(II)] dihydrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H12 N3 O5 Zn, H2 O' _chemical_formula_sum 'C11 H12 N3 O6 Zn' _chemical_formula_weight 347.63 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' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.4247(2) _cell_length_b 9.3631(2) _cell_length_c 10.1580(2) _cell_angle_alpha 81.6570(10) _cell_angle_beta 70.6750(10) _cell_angle_gamma 71.7040(10) _cell_volume 632.02(3) _cell_formula_units_Z 2 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 3968 _cell_measurement_theta_min 3.03 _cell_measurement_theta_max 35.5 _exptl_crystal_description parallelepiped _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.827 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 354 _exptl_absorpt_coefficient_mu 1.977 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6378 _exptl_absorpt_correction_T_max 0.9805 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX2 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8293 _diffrn_reflns_av_R_equivalents 0.0192 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 35.63 _reflns_number_total 4087 _reflns_number_gt 3464 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact, 2006)' _computing_publication_material ? _publ_section_references ; Bruker (2006). APEX2 (Version 2.1-0) and SAINT. Bruker Analytical X-ray Systems, Madison, Wisconsin, USA. Crystal Impact (2006). DIAMOND. Version3.1e. Crystal Impact GbR, Bonn, Germany. Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of G\"ottingen, Germany. ; _publ_section_exptl_refinement ; Hydrogen atoms for aromatic CH, aliphatic CH, CH~2~ and methyl groups were positioned geometrically (C---H = 0.94 \%A for aromatic CH, C---H = 0.99 \%A for aliphatic CH, C---H = 0.98 \%A for CH~2~, C---H = 0.97 \%A for CH~3~) and refined using a riding model (AFIX 43 for aromatic CH, AFIX 13 for aliphatic CH, AFIX 23 for CH~2~, AFIX 33 or 137 for CH~3~), with U~iso~(H) = 1.2U~eq~(CH) and U~iso~(H) = 1.5U~eq~(CH~3~). Hydrogen atoms of the aqua ligand and the water molecule of crystallization were found and refined with U~iso~(H) = 1.5U~eq~(O). ; _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^)+(0.0349P)^2^+0.2037P] 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 4087 _refine_ls_number_parameters 202 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0394 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0741 _refine_ls_wR_factor_gt 0.0702 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 Zn Zn 0.00765(3) 0.741199(19) 0.446532(19) 0.01720(7) Uani 1 1 d . . . N1 N -0.0048(2) 0.73799(15) 0.65464(15) 0.0183(3) Uani 1 1 d . . . N2 N -0.1290(2) 0.84954(15) 0.74623(16) 0.0212(3) Uani 1 1 d . . . N3 N 0.0090(2) 0.65483(15) 0.86331(15) 0.0184(3) Uani 1 1 d . . . C1 C 0.0760(3) 0.62312(18) 0.72756(18) 0.0197(3) Uani 1 1 d . . . H1 H 0.1670 0.5324 0.6905 0.024 Uiso 1 1 calc R . . C2 C -0.1190(3) 0.79561(18) 0.86982(18) 0.0214(4) Uani 1 1 d . . . H2 H -0.1909 0.8472 0.9526 0.026 Uiso 1 1 calc R . . C3 C 0.0601(3) 0.55608(18) 0.97902(18) 0.0199(3) Uani 1 1 d . . . H3A H 0.0314 0.6162 1.0587 0.024 Uiso 1 1 calc R . . H3B H 0.2025 0.5026 0.9504 0.024 Uiso 1 1 calc R . . O1 O 0.22694(18) 0.57517(13) 0.34322(14) 0.0246(3) Uani 1 1 d . . . O2 O 0.19506(17) 0.39224(13) 0.50984(13) 0.0196(2) Uani 1 1 d . . . O3 O 0.80709(19) -0.06258(13) 0.42045(14) 0.0246(3) Uani 1 1 d . . . O4 O 0.9139(2) -0.15428(15) 0.21150(17) 0.0395(4) Uani 1 1 d . . . C11 C 0.4321(2) 0.32965(16) 0.28733(17) 0.0157(3) Uani 1 1 d . . . C12 C 0.5394(2) 0.19454(17) 0.33705(17) 0.0160(3) Uani 1 1 d . . . H12 H 0.5128 0.1726 0.4337 0.019 Uiso 1 1 calc R . . C13 C 0.6866(2) 0.09156(17) 0.24291(18) 0.0169(3) Uani 1 1 d . . . C14 C 0.7196(3) 0.12377(19) 0.10000(18) 0.0207(3) Uani 1 1 d . . . H14 H 0.8171 0.0541 0.0364 0.025 Uiso 1 1 calc R . . C15 C 0.6110(3) 0.25661(19) 0.05066(18) 0.0215(4) Uani 1 1 d . . . H15 H 0.6328 0.2766 -0.0459 0.026 Uiso 1 1 calc R . . C16 C 0.4689(2) 0.36078(18) 0.14506(18) 0.0189(3) Uani 1 1 d . . . H16 H 0.3975 0.4528 0.1119 0.023 Uiso 1 1 calc R . . C17 C 0.2724(2) 0.43974(17) 0.38897(18) 0.0177(3) Uani 1 1 d . . . C18 C 0.8111(2) -0.05173(18) 0.2929(2) 0.0216(4) Uani 1 1 d . . . O5 O 0.23105(19) 0.86589(14) 0.38831(15) 0.0236(3) Uani 1 1 d . . . H5A H 0.212(4) 0.935(3) 0.336(3) 0.035 Uiso 1 1 d . . . H5B H 0.216(4) 0.907(3) 0.459(3) 0.035 Uiso 1 1 d . . . O6 O 0.6203(3) 0.6920(2) 0.2117(2) 0.0512(5) Uani 1 1 d . . . H6A H 0.499(5) 0.721(4) 0.278(4) 0.077 Uiso 1 1 d . . . H6B H 0.685(5) 0.750(4) 0.239(3) 0.077 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.01839(10) 0.01126(9) 0.01584(11) 0.00126(7) -0.00419(7) 0.00220(6) N1 0.0211(7) 0.0165(6) 0.0157(7) 0.0034(5) -0.0064(5) -0.0042(5) N2 0.0268(7) 0.0139(6) 0.0207(7) 0.0022(5) -0.0069(6) -0.0044(5) N3 0.0255(7) 0.0148(6) 0.0154(7) 0.0036(5) -0.0076(6) -0.0068(5) C1 0.0229(8) 0.0180(7) 0.0162(8) 0.0012(6) -0.0068(6) -0.0031(6) C2 0.0282(9) 0.0157(7) 0.0188(8) -0.0002(6) -0.0060(7) -0.0056(6) C3 0.0277(8) 0.0188(7) 0.0160(8) 0.0043(6) -0.0107(7) -0.0085(6) O1 0.0215(6) 0.0101(5) 0.0298(7) 0.0020(5) 0.0019(5) 0.0009(4) O2 0.0195(5) 0.0166(5) 0.0184(6) -0.0011(5) -0.0031(5) -0.0020(4) O3 0.0251(6) 0.0150(5) 0.0315(8) 0.0082(5) -0.0133(6) -0.0018(5) O4 0.0361(8) 0.0172(6) 0.0452(10) -0.0042(6) -0.0005(7) 0.0087(6) C11 0.0134(6) 0.0116(6) 0.0202(8) 0.0000(6) -0.0054(6) -0.0011(5) C12 0.0145(7) 0.0134(6) 0.0175(8) 0.0000(6) -0.0047(6) -0.0008(5) C13 0.0153(7) 0.0116(6) 0.0209(8) 0.0007(6) -0.0047(6) -0.0015(5) C14 0.0199(7) 0.0183(7) 0.0204(8) -0.0052(6) -0.0032(6) -0.0017(6) C15 0.0243(8) 0.0223(8) 0.0168(8) 0.0006(7) -0.0068(7) -0.0054(6) C16 0.0183(7) 0.0152(7) 0.0206(8) 0.0039(6) -0.0067(6) -0.0022(6) C17 0.0147(7) 0.0124(6) 0.0245(9) -0.0031(6) -0.0067(6) -0.0002(5) C18 0.0164(7) 0.0121(7) 0.0314(10) 0.0040(7) -0.0052(7) -0.0017(6) O5 0.0255(6) 0.0149(5) 0.0268(7) 0.0033(5) -0.0072(5) -0.0033(5) O6 0.0316(8) 0.0611(12) 0.0523(11) -0.0237(9) -0.0084(8) 0.0031(8) _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 Zn O1 1.9805(11) . ? Zn O3 2.0162(11) 1_465 ? Zn N1 2.0814(14) . ? Zn O2 2.1450(13) 2_566 ? Zn O5 2.1978(14) . ? N1 C1 1.313(2) . ? N1 N2 1.3843(19) . ? N2 C2 1.300(2) . ? N3 C1 1.345(2) . ? N3 C2 1.357(2) . ? N3 C3 1.463(2) . ? C1 H1 0.9400 . ? C2 H2 0.9400 . ? C3 C3 1.512(4) 2_567 ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? O1 C17 1.2656(19) . ? O2 C17 1.253(2) . ? O2 Zn 2.1450(13) 2_566 ? O3 C18 1.276(2) . ? O3 Zn 2.0162(11) 1_645 ? O4 C18 1.241(2) . ? C11 C16 1.384(2) . ? C11 C12 1.392(2) . ? C11 C17 1.505(2) . ? C12 C13 1.397(2) . ? C12 H12 0.9400 . ? C13 C14 1.394(2) . ? C13 C18 1.499(2) . ? C14 C15 1.380(2) . ? C14 H14 0.9400 . ? C15 C16 1.393(2) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? O5 H5A 0.79(3) . ? O5 H5B 0.82(2) . ? O6 H6A 0.91(4) . ? O6 H6B 0.95(3) . ? 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 Zn O3 142.84(6) . 1_465 ? O1 Zn N1 112.75(5) . . ? O3 Zn N1 103.59(5) 1_465 . ? O1 Zn O2 90.35(5) . 2_566 ? O3 Zn O2 94.99(5) 1_465 2_566 ? N1 Zn O2 93.69(5) . 2_566 ? O1 Zn O5 85.33(5) . . ? O3 Zn O5 87.59(5) 1_465 . ? N1 Zn O5 89.37(6) . . ? O2 Zn O5 175.42(4) 2_566 . ? C1 N1 N2 107.73(13) . . ? C1 N1 Zn 126.68(11) . . ? N2 N1 Zn 124.74(10) . . ? C2 N2 N1 106.28(13) . . ? C1 N3 C2 105.34(14) . . ? C1 N3 C3 126.94(14) . . ? C2 N3 C3 127.70(14) . . ? N1 C1 N3 109.73(14) . . ? N1 C1 H1 125.1 . . ? N3 C1 H1 125.1 . . ? N2 C2 N3 110.90(14) . . ? N2 C2 H2 124.5 . . ? N3 C2 H2 124.5 . . ? N3 C3 C3 109.49(16) . 2_567 ? N3 C3 H3A 109.8 . . ? C3 C3 H3A 109.8 2_567 . ? N3 C3 H3B 109.8 . . ? C3 C3 H3B 109.8 2_567 . ? H3A C3 H3B 108.2 . . ? C17 O1 Zn 125.10(12) . . ? C17 O2 Zn 122.70(10) . 2_566 ? C18 O3 Zn 106.76(10) . 1_645 ? C16 C11 C12 120.08(14) . . ? C16 C11 C17 120.19(13) . . ? C12 C11 C17 119.71(15) . . ? C11 C12 C13 119.83(15) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C14 C13 C12 119.31(14) . . ? C14 C13 C18 119.50(14) . . ? C12 C13 C18 121.19(15) . . ? C15 C14 C13 120.88(14) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C16 119.46(16) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C11 C16 C15 120.40(14) . . ? C11 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? O2 C17 O1 125.25(14) . . ? O2 C17 C11 118.80(14) . . ? O1 C17 C11 115.94(15) . . ? O4 C18 O3 122.22(16) . . ? O4 C18 C13 120.34(17) . . ? O3 C18 C13 117.44(14) . . ? Zn O5 H5A 114.8(18) . . ? Zn O5 H5B 106.4(18) . . ? H5A O5 H5B 101(2) . . ? H6A O6 H6B 98(3) . . ? 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 H5A N2 0.79(3) 2.05(3) 2.8110(19) 163(2) 2_576 O5 H5B O3 0.82(2) 1.97(2) 2.7555(18) 161(2) 2_666 O6 H6A O5 0.91(4) 2.08(4) 2.947(2) 157(3) . O6 H6B O4 0.95(3) 2.09(4) 2.965(3) 154(3) 1_565 _diffrn_measured_fraction_theta_max 0.701 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.472 _refine_diff_density_min -0.335 _refine_diff_density_rms 0.075