# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Dr Chuan-De Wu' _publ_contact_author_email cdwu@zju.edu.cn loop_ _publ_author_name 'Guo-Qiang Kong' 'Chuan-De Wu' data_New1 _database_code_depnum_ccdc_archive 'CCDC 839203' #TrackingRef '- New.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H23 Cd N3 O14' _chemical_formula_weight 533.72 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M C222(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 4.7998(19) _cell_length_b 23.277(18) _cell_length_c 30.22(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3376(4) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6778 _cell_measurement_theta_min 3.75 _cell_measurement_theta_max 25.21 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.100 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2160 _exptl_absorpt_coefficient_mu 1.383 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.890 _exptl_absorpt_correction_T_max 0.946 _exptl_absorpt_process_details CrysAlisPro _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3592 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 6778 _diffrn_reflns_av_R_equivalents 0.0590 _diffrn_reflns_av_sigmaI/netI 0.0977 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 3.75 _diffrn_reflns_theta_max 25.21 _reflns_number_total 2988 _reflns_number_gt 1735 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. Because the solvent molecules and nitrate anions are highly disordered, SQUEEZE subroutine of the PLATON software suit was used to remove the scattering from the highly disordered solvent molecules and nitrate anions. The resulting new file was used to further refine the structure. Five suspected water molecules and one nitrate anion were included in the sum formula. Because of the disordered problem, the thermal factors of C3, C6 and C10 atoms are abnormal, which were restrained with ISOR to confine their Uij components. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.014 0.000 0.000 91 31 ' ' 2 -0.143 0.500 0.000 91 31 ' ' 3 -0.041 0.166 0.250 169 55 ' ' 4 -0.092 0.666 0.250 169 55 ' ' 5 -0.059 0.000 0.500 91 30 ' ' 6 -0.043 0.500 0.500 91 30 ' ' 7 -0.033 0.334 0.750 169 55 ' ' 8 -0.058 0.834 0.750 169 55 ' ' _platon_squeeze_details ; ; _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^)+(0.0979P)^2^+28.4023P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.08(12) _refine_ls_number_reflns 2988 _refine_ls_number_parameters 169 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1411 _refine_ls_R_factor_gt 0.0882 _refine_ls_wR_factor_ref 0.2357 _refine_ls_wR_factor_gt 0.2066 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 Cd1 Cd 0.8239(2) 0.46278(4) 0.15223(7) 0.1111(8) Uani 1 1 d . . . O1 O 1.4190(18) 0.5013(4) 0.1563(5) 0.088(4) Uani 1 1 d . . . O2 O 1.0298(19) 0.5492(4) 0.1415(6) 0.107(5) Uani 1 1 d . . . O3 O 1.0620(17) 0.8809(3) 0.1493(4) 0.062(3) Uani 1 1 d . . . O4 O 1.325(2) 0.8224(4) 0.1065(4) 0.063(3) Uani 1 1 d . . . O5 O 1.049(5) 0.4269(8) 0.0928(6) 0.163(9) Uani 1 1 d . . . O6 O 1.095(3) 0.4106(7) 0.2025(4) 0.110(5) Uani 1 1 d . . . N1 N 1.273(2) 0.6487(4) 0.1218(3) 0.041(3) Uani 1 1 d . . . N2 N 1.038(2) 0.7274(4) 0.1304(4) 0.041(3) Uani 1 1 d . . . C1 C 1.293(3) 0.5452(5) 0.1465(9) 0.106(8) Uani 1 1 d . . . C2 C 1.455(3) 0.5993(6) 0.1312(8) 0.089(7) Uani 1 1 d . . . H2A H 1.5870 0.6099 0.1540 0.106 Uiso 1 1 calc R . . H2B H 1.5596 0.5899 0.1047 0.106 Uiso 1 1 calc R . . C3 C 1.1183(16) 0.6539(3) 0.0847(3) 0.035(3) Uani 1 1 d GU . . C4 C 1.082(2) 0.6220(3) 0.0463(3) 0.102(8) Uani 1 1 d G . . H4A H 1.1824 0.5884 0.0420 0.122 Uiso 1 1 calc R . . C5 C 0.894(2) 0.6405(4) 0.0142(3) 0.084(6) Uani 1 1 d G . . H5A H 0.8697 0.6191 -0.0115 0.100 Uiso 1 1 calc R . . C6 C 0.744(2) 0.6908(4) 0.0206(2) 0.051(4) Uani 1 1 d GU . . H6A H 0.6183 0.7031 -0.0009 0.061 Uiso 1 1 calc R . . C7 C 0.7803(18) 0.7227(3) 0.0590(3) 0.059(4) Uani 1 1 d G . . H7A H 0.6796 0.7564 0.0633 0.070 Uiso 1 1 calc R . . C8 C 0.9677(18) 0.7043(3) 0.0911(2) 0.041(3) Uani 1 1 d G . . C9 C 1.219(3) 0.6936(5) 0.1487(7) 0.071(5) Uani 1 1 d . . . H9A H 1.3000 0.6994 0.1763 0.085 Uiso 1 1 calc R . . C10 C 0.947(2) 0.7828(4) 0.1482(3) 0.024(2) Uani 1 1 d U . . H10A H 0.9510 0.7814 0.1803 0.029 Uiso 1 1 calc R . . H10B H 0.7558 0.7899 0.1391 0.029 Uiso 1 1 calc R . . C11 C 1.131(3) 0.8318(5) 0.1322(5) 0.041(3) 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 Cd1 0.0358(6) 0.0238(5) 0.274(2) -0.0037(9) 0.0326(9) 0.0019(5) O1 0.042(5) 0.031(5) 0.191(13) 0.002(7) -0.010(8) 0.004(4) O2 0.025(5) 0.028(5) 0.267(17) 0.007(8) 0.011(8) -0.005(4) O3 0.034(4) 0.024(4) 0.127(8) -0.011(5) 0.012(6) 0.008(3) O4 0.059(6) 0.041(5) 0.091(7) -0.001(5) 0.007(7) -0.011(5) O5 0.20(2) 0.164(15) 0.122(12) -0.049(11) 0.015(14) -0.120(16) O6 0.100(11) 0.150(12) 0.081(9) -0.006(8) 0.013(8) -0.072(10) N1 0.045(7) 0.033(5) 0.046(6) 0.003(5) 0.007(6) -0.007(5) N2 0.047(6) 0.017(4) 0.057(7) 0.001(5) 0.013(6) 0.009(5) C1 0.046(8) 0.020(6) 0.25(2) 0.011(12) 0.006(14) 0.000(6) C2 0.040(8) 0.034(7) 0.19(2) 0.034(10) -0.005(11) 0.004(6) C3 0.043(6) 0.038(5) 0.024(6) 0.002(5) 0.025(5) -0.003(5) C4 0.088(14) 0.064(11) 0.153(19) -0.048(13) 0.065(15) -0.024(10) C5 0.091(15) 0.075(12) 0.086(13) -0.006(10) 0.003(11) -0.016(10) C6 0.075(8) 0.065(7) 0.013(5) 0.000(5) 0.000(6) -0.008(6) C7 0.070(10) 0.058(8) 0.048(8) 0.009(7) 0.002(8) -0.006(8) C8 0.041(7) 0.052(7) 0.032(8) 0.010(6) 0.016(7) 0.010(6) C9 0.046(8) 0.020(6) 0.147(15) -0.012(9) -0.033(11) -0.005(5) C10 0.041(5) 0.029(4) 0.002(4) -0.002(4) 0.000(5) -0.002(4) C11 0.026(6) 0.037(7) 0.061(9) -0.006(6) 0.001(6) 0.012(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O1 2.144(9) 1_455 ? Cd1 O5 2.257(19) . ? Cd1 O2 2.264(9) . ? Cd1 O3 2.284(8) 5_445 ? Cd1 O6 2.340(16) . ? O1 C1 1.224(17) . ? O1 Cd1 2.144(9) 1_655 ? O2 C1 1.275(18) . ? O3 C11 1.299(14) . ? O3 Cd1 2.284(8) 5 ? O4 C11 1.233(15) . ? N1 C9 1.348(17) . ? N1 C3 1.351(13) . ? N1 C2 1.469(17) . ? N2 C9 1.296(16) . ? N2 C8 1.348(12) . ? N2 C10 1.464(13) . ? C1 C2 1.55(2) . ? C3 C4 1.3900 . ? C3 C8 1.3900 . ? C4 C5 1.3900 . ? C5 C6 1.3900 . ? C6 C7 1.3900 . ? C7 C8 1.3900 . ? C10 C11 1.522(16) . ? 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 Cd1 O5 129.4(7) 1_455 . ? O1 Cd1 O2 91.8(3) 1_455 . ? O5 Cd1 O2 90.4(6) . . ? O1 Cd1 O3 81.5(3) 1_455 5_445 ? O5 Cd1 O3 85.6(5) . 5_445 ? O2 Cd1 O3 167.3(5) . 5_445 ? O1 Cd1 O6 133.1(5) 1_455 . ? O5 Cd1 O6 93.4(7) . . ? O2 Cd1 O6 108.1(5) . . ? O3 Cd1 O6 84.2(4) 5_445 . ? C1 O1 Cd1 141.6(11) . 1_655 ? C1 O2 Cd1 110.6(9) . . ? C11 O3 Cd1 127.6(8) . 5 ? C9 N1 C3 108.8(11) . . ? C9 N1 C2 127.2(14) . . ? C3 N1 C2 123.8(12) . . ? C9 N2 C8 107.5(11) . . ? C9 N2 C10 125.5(12) . . ? C8 N2 C10 126.8(9) . . ? O1 C1 O2 125.4(13) . . ? O1 C1 C2 120.1(13) . . ? O2 C1 C2 113.8(15) . . ? N1 C2 C1 113.3(12) . . ? N1 C3 C4 135.6(7) . . ? N1 C3 C8 104.4(7) . . ? C4 C3 C8 120.0 . . ? C5 C4 C3 120.0 . . ? C6 C5 C4 120.0 . . ? C7 C6 C5 120.0 . . ? C6 C7 C8 120.0 . . ? N2 C8 C7 130.8(7) . . ? N2 C8 C3 109.2(7) . . ? C7 C8 C3 120.0 . . ? N2 C9 N1 110.1(14) . . ? N2 C10 C11 111.6(9) . . ? O4 C11 O3 126.9(12) . . ? O4 C11 C10 120.4(10) . . ? O3 C11 C10 112.7(10) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.21 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.549 _refine_diff_density_min -1.688 _refine_diff_density_rms 0.134 #===END data_New2 _database_code_depnum_ccdc_archive 'CCDC 839204' #TrackingRef '- New.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H27 N2 O13 Zn' _chemical_formula_weight 460.72 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 orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 5.0975(3) _cell_length_b 11.4735(6) _cell_length_c 29.143(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1704.46(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8569 _cell_measurement_theta_min 3.82 _cell_measurement_theta_max 26.37 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.795 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 964 _exptl_absorpt_coefficient_mu 1.517 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.488 _exptl_absorpt_correction_T_max 0.846 _exptl_absorpt_process_details CrysAlisPro _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3592 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 8569 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0295 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.82 _diffrn_reflns_theta_max 26.37 _reflns_number_total 1806 _reflns_number_gt 1454 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. Because the solvent molecules are highly disordered, SQUEEZE subroutine of the PLATON software suit was used to remove the scattering from the highly disordered guest molecules. The resulting new file was used to further refine the structure. Five suspected water molecules were included in the sum formula. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.071 0.750 0.250 196 34 ' ' 2 -0.087 0.250 0.750 196 34 ' ' _platon_squeeze_details ; ; _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^)+(0.0658P)^2^+17.9014P] 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 1806 _refine_ls_number_parameters 106 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0891 _refine_ls_R_factor_gt 0.0766 _refine_ls_wR_factor_ref 0.2084 _refine_ls_wR_factor_gt 0.2013 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 0.3943(2) 0.7500 0.03777(4) 0.0431(4) Uani 1 2 d S . . O1 O 0.6469(9) 0.6235(4) 0.06384(18) 0.0500(13) Uani 1 1 d . . . O2 O 0.3931(8) 0.4660(4) 0.06312(15) 0.0383(10) Uani 1 1 d . . . O3 O 0.1444(8) 0.8766(4) 0.00577(17) 0.0459(11) Uani 1 1 d . . . H3B H 0.1960 0.9369 0.0184 0.055 Uiso 1 1 d . . . H3C H -0.0125 0.8662 0.0097 0.055 Uiso 1 1 d . . . O4 O 0.6378(13) 0.7500 -0.0229(2) 0.0420(15) Uani 1 2 d S . . H4A H 0.6681 0.8106 -0.0364 0.050 Uiso 1 1 d . . . O5 O 0.1506(17) 0.7500 0.0951(3) 0.077(3) Uani 1 2 d S . . H5B H 0.1691 0.8087 0.1111 0.092 Uiso 1 1 d . . . N1 N 0.7225(9) 0.3454(4) 0.11828(16) 0.0275(10) Uani 1 1 d . . . C1 C 0.5880(11) 0.5218(5) 0.0750(2) 0.0327(13) Uani 1 1 d . . . C2 C 0.7868(12) 0.4651(5) 0.1064(2) 0.0353(14) Uani 1 1 d . . . H2A H 0.9571 0.4665 0.0916 0.042 Uiso 1 1 calc R . . H2B H 0.7999 0.5106 0.1344 0.042 Uiso 1 1 calc R . . C3 C 0.8290(15) 0.2500 0.1008(3) 0.0313(17) Uani 1 2 d S . . H3A H 0.9621 0.2500 0.0790 0.038 Uiso 1 2 calc SR . . C4 C 0.5270(10) 0.3119(5) 0.14902(17) 0.0278(11) Uani 1 1 d . . . C5 C 0.3535(12) 0.3748(6) 0.1759(2) 0.0383(14) Uani 1 1 d . . . H5A H 0.3503 0.4558 0.1760 0.046 Uiso 1 1 calc R . . C6 C 0.1849(13) 0.3090(6) 0.2028(2) 0.0444(16) Uani 1 1 d . . . H6A H 0.0663 0.3476 0.2217 0.053 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 Zn1 0.0335(6) 0.0379(6) 0.0579(8) 0.000 -0.0015(5) 0.000 O1 0.031(2) 0.035(2) 0.085(4) 0.021(2) -0.010(2) -0.0044(19) O2 0.028(2) 0.038(2) 0.049(3) 0.0071(19) -0.0044(19) 0.0002(19) O3 0.025(2) 0.044(2) 0.069(3) -0.002(2) -0.004(2) 0.0029(19) O4 0.042(4) 0.040(3) 0.044(4) 0.000 -0.003(3) 0.000 O5 0.060(5) 0.105(7) 0.065(5) 0.000 0.013(4) 0.000 N1 0.021(2) 0.023(2) 0.038(2) 0.0019(19) -0.0014(19) 0.0003(18) C1 0.026(3) 0.031(3) 0.041(3) 0.005(2) 0.002(3) 0.002(2) C2 0.028(3) 0.030(3) 0.048(4) 0.004(3) -0.003(3) -0.005(2) C3 0.020(4) 0.043(5) 0.031(4) 0.000 -0.002(3) 0.000 C4 0.025(3) 0.037(3) 0.021(2) -0.001(2) -0.005(2) 0.003(2) C5 0.035(3) 0.045(3) 0.035(3) -0.008(3) -0.004(3) 0.009(3) C6 0.033(3) 0.072(4) 0.028(3) -0.009(3) 0.004(2) 0.007(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 O1 2.084(4) 8_575 ? Zn1 O1 2.084(4) . ? Zn1 O5 2.081(8) . ? Zn1 O3 2.145(5) . ? Zn1 O3 2.145(5) 8_575 ? Zn1 O4 2.160(7) . ? O1 C1 1.248(7) . ? O2 C1 1.231(7) . ? O3 H3B 0.8265 . ? O3 H3C 0.8168 . ? O4 H4A 0.8138 . ? O5 H5B 0.8252 . ? N1 C3 1.323(6) . ? N1 C4 1.394(7) . ? N1 C2 1.454(7) . ? C1 C2 1.512(8) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N1 1.323(6) 8_565 ? C3 H3A 0.9300 . ? C4 C5 1.385(8) . ? C4 C4 1.420(11) 8_565 ? C5 C6 1.386(9) . ? C5 H5A 0.9300 . ? C6 C6 1.353(15) 8_565 ? C6 H6A 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 O1 88.3(3) 8_575 . ? O1 Zn1 O5 94.4(2) 8_575 . ? O1 Zn1 O5 94.4(2) . . ? O1 Zn1 O3 93.06(18) 8_575 . ? O1 Zn1 O3 175.6(2) . . ? O5 Zn1 O3 89.7(2) . . ? O1 Zn1 O3 175.6(2) 8_575 8_575 ? O1 Zn1 O3 93.06(18) . 8_575 ? O5 Zn1 O3 89.7(2) . 8_575 ? O3 Zn1 O3 85.3(2) . 8_575 ? O1 Zn1 O4 86.74(19) 8_575 . ? O1 Zn1 O4 86.74(19) . . ? O5 Zn1 O4 178.4(3) . . ? O3 Zn1 O4 89.17(18) . . ? O3 Zn1 O4 89.17(18) 8_575 . ? C1 O1 Zn1 126.7(4) . . ? Zn1 O3 H3B 100.6 . . ? Zn1 O3 H3C 114.9 . . ? H3B O3 H3C 111.8 . . ? Zn1 O4 H4A 120.4 . . ? Zn1 O5 H5B 112.7 . . ? C3 N1 C4 108.2(5) . . ? C3 N1 C2 126.7(5) . . ? C4 N1 C2 125.1(5) . . ? O2 C1 O1 127.4(6) . . ? O2 C1 C2 119.2(5) . . ? O1 C1 C2 113.5(5) . . ? N1 C2 C1 113.5(5) . . ? N1 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? N1 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? N1 C3 N1 111.6(7) . 8_565 ? N1 C3 H3A 124.2 . . ? N1 C3 H3A 124.2 8_565 . ? C5 C4 N1 132.6(5) . . ? C5 C4 C4 121.4(4) . 8_565 ? N1 C4 C4 106.0(3) . 8_565 ? C4 C5 C6 115.6(6) . . ? C4 C5 H5A 122.2 . . ? C6 C5 H5A 122.2 . . ? C6 C6 C5 123.0(4) 8_565 . ? C6 C6 H6A 118.5 8_565 . ? C5 C6 H6A 118.5 . . ? 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 O3 H3B O2 0.83 1.99 2.767(6) 157.3 8_575 O3 H3C O1 0.82 2.35 3.049(7) 144.1 8_475 O3 H3C O4 0.82 2.42 3.078(7) 138.3 1_455 O4 H4A O2 0.81 1.97 2.747(5) 159.1 4_655 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.612 _refine_diff_density_min -0.824 _refine_diff_density_rms 0.147 #===END data_New3 _database_code_depnum_ccdc_archive 'CCDC 839205' #TrackingRef '- New.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H9 Cd Cl N2 O4' _chemical_formula_weight 381.05 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' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n 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 7.0378(10) _cell_length_b 13.4247(19) _cell_length_c 13.0933(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.475(13) _cell_angle_gamma 90.00 _cell_volume 1237.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5405 _cell_measurement_theta_min 3.03 _cell_measurement_theta_max 25.09 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.046 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 1.992 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.583 _exptl_absorpt_correction_T_max 0.685 _exptl_absorpt_process_details CrysAlisPro _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3592 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 5405 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0497 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.09 _reflns_number_total 2164 _reflns_number_gt 1814 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0559P)^2^+61.5923P] 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 2164 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1006 _refine_ls_R_factor_gt 0.0858 _refine_ls_wR_factor_ref 0.2369 _refine_ls_wR_factor_gt 0.2290 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_restrained_S_all 1.150 _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 Cd1 Cd 0.13881(16) 0.44164(8) 0.58734(9) 0.0272(4) Uani 1 1 d . . . Cl1 Cl 0.3545(7) 0.3353(3) 0.6869(3) 0.0423(11) Uani 1 1 d . . . O1 O 0.251(2) 0.4318(12) 0.4292(10) 0.058(4) Uani 1 1 d . . . O2 O 0.0866(19) 0.5094(12) 0.3060(10) 0.055(4) Uani 1 1 d . . . O3 O 0.405(2) 0.1631(10) 0.0312(10) 0.052(3) Uani 1 1 d . . . O4 O 0.2425(19) 0.0953(9) -0.1003(10) 0.048(3) Uani 1 1 d . . . N1 N 0.2991(19) 0.4124(10) 0.1605(10) 0.033(3) Uani 1 1 d . . . N2 N 0.203(2) 0.3342(10) 0.0238(10) 0.033(3) Uani 1 1 d . . . C1 C 0.222(2) 0.4580(15) 0.3396(14) 0.043(4) Uani 1 1 d . . . C2 C 0.373(3) 0.4248(15) 0.2660(12) 0.040(4) Uani 1 1 d . . . H2A H 0.4744 0.4735 0.2658 0.048 Uiso 1 1 calc R . . H2B H 0.4254 0.3620 0.2892 0.048 Uiso 1 1 calc R . . C3 C 0.247(2) 0.3235(12) 0.1206(12) 0.033(4) Uani 1 1 d . . . H3A H 0.2428 0.2638 0.1565 0.040 Uiso 1 1 calc R . . C4 C 0.285(2) 0.4803(13) 0.0831(13) 0.032(4) Uani 1 1 d . . . C5 C 0.325(2) 0.5794(12) 0.0826(13) 0.032(4) Uani 1 1 d . . . H5A H 0.3725 0.6106 0.1409 0.039 Uiso 1 1 calc R . . C6 C 0.294(2) 0.6336(14) -0.0070(15) 0.045(5) Uani 1 1 d . . . H6A H 0.3167 0.7018 -0.0082 0.054 Uiso 1 1 calc R . . C7 C 0.227(2) 0.5848(13) -0.0956(14) 0.038(4) Uani 1 1 d . . . H7A H 0.2089 0.6211 -0.1554 0.045 Uiso 1 1 calc R . . C8 C 0.188(2) 0.4824(12) -0.0949(12) 0.031(3) Uani 1 1 d . . . H8A H 0.1428 0.4497 -0.1527 0.037 Uiso 1 1 calc R . . C9 C 0.221(2) 0.4314(12) -0.0024(12) 0.031(3) Uani 1 1 d . . . C10 C 0.147(2) 0.2505(12) -0.0460(13) 0.033(4) Uani 1 1 d . . . H10A H 0.1460 0.2743 -0.1159 0.040 Uiso 1 1 calc R . . H10B H 0.0195 0.2290 -0.0295 0.040 Uiso 1 1 calc R . . C11 C 0.280(3) 0.1631(12) -0.0375(14) 0.040(4) 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 Cd1 0.0296(6) 0.0269(6) 0.0250(6) 0.0009(5) -0.0018(4) 0.0005(5) Cl1 0.052(3) 0.038(2) 0.037(2) -0.0008(18) -0.0147(19) 0.014(2) O1 0.053(8) 0.088(11) 0.032(7) -0.004(7) -0.001(6) -0.005(8) O2 0.042(7) 0.082(10) 0.041(7) -0.023(7) 0.002(6) 0.017(7) O3 0.052(8) 0.055(8) 0.049(8) -0.010(7) -0.013(6) 0.007(7) O4 0.055(8) 0.037(7) 0.052(8) -0.004(6) -0.018(6) 0.005(6) N1 0.036(7) 0.039(8) 0.024(7) -0.001(6) 0.002(6) 0.009(6) N2 0.038(8) 0.032(7) 0.030(7) -0.003(6) 0.001(6) 0.008(6) C1 0.030(9) 0.063(12) 0.035(10) -0.007(9) -0.006(7) -0.004(9) C2 0.041(10) 0.059(12) 0.020(8) -0.007(8) -0.003(7) 0.015(9) C3 0.042(9) 0.022(8) 0.036(9) 0.009(7) -0.010(7) 0.000(7) C4 0.019(7) 0.038(9) 0.039(9) -0.004(7) 0.003(6) 0.004(7) C5 0.031(8) 0.033(9) 0.033(9) -0.001(7) 0.008(7) -0.002(7) C6 0.036(10) 0.036(9) 0.063(12) 0.012(9) 0.014(9) 0.007(8) C7 0.033(9) 0.041(10) 0.038(9) -0.001(8) 0.002(7) 0.004(8) C8 0.039(9) 0.027(8) 0.028(8) 0.009(7) 0.009(7) -0.002(7) C9 0.035(9) 0.034(9) 0.024(8) 0.003(7) 0.004(6) 0.003(7) C10 0.030(8) 0.031(8) 0.039(9) -0.002(7) -0.007(7) 0.004(7) C11 0.043(10) 0.026(8) 0.049(10) 0.000(8) -0.019(8) 0.015(7) _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 Cd1 O2 2.221(12) 3_566 ? Cd1 O1 2.226(13) . ? Cd1 O4 2.232(13) 2 ? Cd1 O3 2.281(13) 4_566 ? Cd1 Cl1 2.452(4) . ? Cd1 Cd1 3.381(2) 3_566 ? O1 C1 1.24(2) . ? O2 C1 1.25(2) . ? O2 Cd1 2.221(12) 3_566 ? O3 C11 1.26(2) . ? O3 Cd1 2.281(13) 4_665 ? O4 C11 1.25(2) . ? O4 Cd1 2.232(13) 2_545 ? N1 C3 1.35(2) . ? N1 C4 1.37(2) . ? N1 C2 1.48(2) . ? N2 C3 1.31(2) . ? N2 C9 1.36(2) . ? N2 C10 1.50(2) . ? C1 C2 1.51(2) . ? C4 C5 1.36(2) . ? C4 C9 1.37(2) . ? C5 C6 1.40(2) . ? C6 C7 1.41(3) . ? C7 C8 1.40(2) . ? C8 C9 1.41(2) . ? C10 C11 1.50(2) . ? 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 O2 Cd1 O1 149.6(5) 3_566 . ? O2 Cd1 O4 87.0(6) 3_566 2 ? O1 Cd1 O4 89.5(5) . 2 ? O2 Cd1 O3 82.4(5) 3_566 4_566 ? O1 Cd1 O3 85.6(5) . 4_566 ? O4 Cd1 O3 149.7(5) 2 4_566 ? O2 Cd1 Cl1 106.3(4) 3_566 . ? O1 Cd1 Cl1 103.8(4) . . ? O4 Cd1 Cl1 105.6(3) 2 . ? O3 Cd1 Cl1 104.7(4) 4_566 . ? O2 Cd1 Cd1 82.9(4) 3_566 3_566 ? O1 Cd1 Cd1 66.7(4) . 3_566 ? O4 Cd1 Cd1 80.6(3) 2 3_566 ? O3 Cd1 Cd1 69.9(3) 4_566 3_566 ? Cl1 Cd1 Cd1 168.98(12) . 3_566 ? C1 O1 Cd1 143.8(14) . . ? C1 O2 Cd1 119.1(12) . 3_566 ? C11 O3 Cd1 137.0(12) . 4_665 ? C11 O4 Cd1 123.1(10) . 2_545 ? C3 N1 C4 106.5(13) . . ? C3 N1 C2 123.4(14) . . ? C4 N1 C2 129.9(15) . . ? C3 N2 C9 109.2(14) . . ? C3 N2 C10 124.4(14) . . ? C9 N2 C10 126.4(13) . . ? O1 C1 O2 127.3(18) . . ? O1 C1 C2 114.3(16) . . ? O2 C1 C2 118.4(16) . . ? N1 C2 C1 112.9(14) . . ? N2 C3 N1 109.7(14) . . ? C5 C4 N1 129.9(16) . . ? C5 C4 C9 122.1(16) . . ? N1 C4 C9 108.0(15) . . ? C4 C5 C6 118.8(17) . . ? C5 C6 C7 119.9(17) . . ? C8 C7 C6 120.9(17) . . ? C7 C8 C9 116.8(16) . . ? N2 C9 C4 106.6(14) . . ? N2 C9 C8 132.0(15) . . ? C4 C9 C8 121.4(16) . . ? N2 C10 C11 112.4(13) . . ? O4 C11 O3 127.7(15) . . ? O4 C11 C10 113.2(14) . . ? O3 C11 C10 119.0(15) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.09 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 3.027 _refine_diff_density_min -2.661 _refine_diff_density_rms 0.250 #===END data_New4 _database_code_depnum_ccdc_archive 'CCDC 839206' #TrackingRef '- New.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H16 N2 O10 Zn' _chemical_formula_weight 461.68 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 P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 7.0505(9) _cell_length_b 7.7448(9) _cell_length_c 8.4534(9) _cell_angle_alpha 107.543(10) _cell_angle_beta 95.451(10) _cell_angle_gamma 98.716(10) _cell_volume 430.17(9) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2793 _cell_measurement_theta_min 2.96 _cell_measurement_theta_max 26.36 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.782 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 236 _exptl_absorpt_coefficient_mu 1.492 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.761 _exptl_absorpt_correction_T_max 0.799 _exptl_absorpt_process_details CrysAlisPro _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3592 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 2793 _diffrn_reflns_av_R_equivalents 0.0400 _diffrn_reflns_av_sigmaI/netI 0.0954 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 26.36 _reflns_number_total 2256 _reflns_number_gt 1966 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0513P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_number_reflns 2256 _refine_ls_number_parameters 262 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0525 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1028 _refine_ls_wR_factor_gt 0.0959 _refine_ls_goodness_of_fit_ref 0.856 _refine_ls_restrained_S_all 0.856 _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 0.08396(7) -0.11872(7) 0.80968(7) 0.0296(2) Uani 1 1 d . . . O1 O -0.3028(9) -0.1760(8) 0.6166(9) 0.0594(18) Uani 1 1 d . . . O2 O -0.0514(7) 0.0509(7) 0.7274(6) 0.0390(12) Uani 1 1 d . . . O3 O -0.8720(7) 0.6881(6) 0.6101(5) 0.0334(11) Uani 1 1 d . . . O4 O -0.7425(10) 0.5466(9) 0.7718(7) 0.0649(19) Uani 1 1 d . . . O5 O 0.3335(7) 0.0491(7) 0.8941(6) 0.0374(12) Uani 1 1 d . . . O6 O 0.4834(8) -0.0052(8) 1.1139(8) 0.0506(16) Uani 1 1 d . . . O7 O 0.9457(7) 0.8003(7) 0.9718(6) 0.0380(12) Uani 1 1 d . . . O8 O 1.0294(8) 1.0768(7) 1.1700(7) 0.0428(13) Uani 1 1 d . . . O101 O 0.2709(10) -0.2736(8) 1.2326(8) 0.0618(17) Uani 1 1 d . . . H10A H 0.3288 -0.1992 1.1949 0.074 Uiso 1 1 d . . . H10B H 0.2680 -0.3834 1.1965 0.074 Uiso 1 1 d . . . O102 O 0.0745(11) -0.6201(10) 1.0340(8) 0.079(2) Uani 1 1 d . . . H10C H 0.0630 -0.5567 0.9720 0.095 Uiso 1 1 d . . . H10D H 0.0422 -0.7120 0.9526 0.095 Uiso 1 1 d . . . N1 N -0.5579(8) 0.3544(8) 0.5333(7) 0.0288(13) Uani 1 1 d . . . N2 N 0.7576(9) 0.6466(8) 1.1824(8) 0.0278(13) Uani 1 1 d . . . C1 C -0.2254(10) -0.0139(10) 0.6576(9) 0.0308(16) Uani 1 1 d . . . C2 C -0.3426(10) 0.1159(9) 0.6157(8) 0.0276(15) Uani 1 1 d . . . C3 C -0.2654(11) 0.3044(10) 0.6505(10) 0.0358(18) Uani 1 1 d . . . H3A H -0.1382 0.3523 0.7034 0.043 Uiso 1 1 calc R . . C4 C -0.3772(12) 0.4171(12) 0.6066(11) 0.035(2) Uani 1 1 d . . . H4A H -0.3240 0.5410 0.6290 0.042 Uiso 1 1 calc R . . C5 C -0.6361(12) 0.1776(11) 0.4997(10) 0.0366(18) Uani 1 1 d . . . H5A H -0.7636 0.1340 0.4462 0.044 Uiso 1 1 calc R . . C6 C -0.5309(11) 0.0574(10) 0.5429(9) 0.0340(16) Uani 1 1 d . . . H6A H -0.5899 -0.0648 0.5219 0.041 Uiso 1 1 calc R . . C7 C -0.6760(11) 0.4800(10) 0.4914(9) 0.0348(17) Uani 1 1 d . . . H7A H -0.7757 0.4105 0.3970 0.042 Uiso 1 1 calc R . . H7B H -0.5943 0.5715 0.4581 0.042 Uiso 1 1 calc R . . C8 C -0.7716(9) 0.5775(9) 0.6394(9) 0.0290(15) Uani 1 1 d . . . C9 C 0.4509(10) 0.0902(10) 1.0257(9) 0.0342(16) Uani 1 1 d . . . C10 C 0.5677(10) 0.2857(10) 1.0786(9) 0.0286(15) Uani 1 1 d . . . C11 C 0.7139(10) 0.3533(10) 1.2152(9) 0.0349(16) Uani 1 1 d . . . H11A H 0.7486 0.2760 1.2740 0.042 Uiso 1 1 calc R . . C12 C 0.8073(10) 0.5325(10) 1.2638(8) 0.0311(16) Uani 1 1 d . . . H12A H 0.9067 0.5761 1.3546 0.037 Uiso 1 1 calc R . . C13 C 0.6159(10) 0.5868(10) 1.0486(9) 0.0277(15) Uani 1 1 d . . . H13A H 0.5816 0.6671 0.9931 0.033 Uiso 1 1 calc R . . C14 C 0.5231(12) 0.4052(13) 0.9957(10) 0.0328(19) Uani 1 1 d . . . H14A H 0.4279 0.3625 0.9016 0.039 Uiso 1 1 calc R . . C15 C 0.8490(10) 0.8440(9) 1.2429(9) 0.0336(16) Uani 1 1 d . . . H15A H 0.9422 0.8666 1.3423 0.040 Uiso 1 1 calc R . . H15B H 0.7496 0.9159 1.2760 0.040 Uiso 1 1 calc R . . C16 C 0.9508(9) 0.9130(10) 1.1186(9) 0.0311(16) 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 0.0314(4) 0.0270(4) 0.0299(4) 0.0086(3) 0.0028(3) 0.0064(3) O1 0.057(4) 0.028(4) 0.091(5) 0.019(4) -0.006(4) 0.011(3) O2 0.038(3) 0.031(3) 0.049(3) 0.014(2) -0.002(3) 0.015(2) O3 0.040(3) 0.034(3) 0.026(3) 0.004(2) 0.000(2) 0.022(2) O4 0.090(5) 0.094(5) 0.038(3) 0.036(3) 0.024(3) 0.060(4) O5 0.034(3) 0.041(3) 0.031(3) 0.012(2) -0.002(2) -0.009(2) O6 0.051(4) 0.033(3) 0.068(4) 0.026(3) -0.005(3) -0.002(3) O7 0.044(3) 0.037(3) 0.032(3) 0.009(2) 0.011(2) 0.003(2) O8 0.049(3) 0.024(3) 0.050(3) 0.009(2) 0.008(3) -0.005(2) O101 0.083(4) 0.037(3) 0.066(4) 0.020(3) 0.021(3) 0.001(3) O102 0.082(5) 0.080(5) 0.054(4) 0.001(3) 0.008(4) 0.001(4) N1 0.031(3) 0.034(3) 0.024(3) 0.009(2) 0.006(3) 0.011(3) N2 0.026(3) 0.024(3) 0.030(3) 0.005(3) 0.005(3) 0.002(2) C1 0.030(4) 0.032(4) 0.032(4) 0.008(3) 0.002(3) 0.013(3) C2 0.033(4) 0.025(4) 0.031(4) 0.012(3) 0.010(3) 0.013(3) C3 0.030(4) 0.035(5) 0.040(4) 0.014(3) -0.003(4) 0.001(3) C4 0.035(4) 0.021(4) 0.048(5) 0.009(4) 0.007(4) 0.003(3) C5 0.036(4) 0.033(5) 0.038(5) 0.011(4) -0.006(4) 0.005(3) C6 0.036(4) 0.026(4) 0.039(4) 0.009(3) 0.004(3) 0.007(3) C7 0.048(5) 0.035(4) 0.027(4) 0.011(3) 0.006(3) 0.022(3) C8 0.025(4) 0.027(4) 0.035(4) 0.010(3) -0.003(3) 0.010(3) C9 0.033(4) 0.034(4) 0.037(4) 0.013(3) 0.006(3) 0.004(3) C10 0.023(3) 0.034(4) 0.033(4) 0.015(3) 0.005(3) 0.009(3) C11 0.040(4) 0.037(4) 0.034(4) 0.020(3) 0.001(3) 0.012(3) C12 0.031(4) 0.032(4) 0.024(4) 0.004(3) -0.008(3) 0.003(3) C13 0.026(4) 0.028(4) 0.029(4) 0.011(3) -0.005(3) 0.004(3) C14 0.028(4) 0.040(5) 0.028(4) 0.012(4) -0.004(3) 0.002(3) C15 0.035(4) 0.025(4) 0.038(4) 0.009(3) 0.003(3) 0.002(3) C16 0.017(3) 0.033(4) 0.043(4) 0.013(3) 0.006(3) 0.002(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 O5 1.950(5) . ? Zn1 O7 1.951(4) 1_445 ? Zn1 O3 1.975(4) 1_645 ? Zn1 O2 1.981(4) . ? O1 C1 1.220(9) . ? O2 C1 1.266(8) . ? O3 C8 1.255(7) . ? O3 Zn1 1.975(4) 1_465 ? O4 C8 1.219(8) . ? O5 C9 1.247(9) . ? O6 C9 1.227(9) . ? O7 C16 1.278(8) . ? O7 Zn1 1.951(4) 1_665 ? O8 C16 1.230(8) . ? N1 C4 1.313(10) . ? N1 C5 1.329(9) . ? N1 C7 1.470(8) . ? N2 C12 1.338(9) . ? N2 C13 1.350(9) . ? N2 C15 1.477(9) . ? C1 C2 1.494(9) . ? C2 C6 1.357(10) . ? C2 C3 1.408(10) . ? C3 C4 1.367(11) . ? C5 C6 1.383(10) . ? C7 C8 1.528(9) . ? C9 C10 1.521(10) . ? C10 C14 1.372(10) . ? C10 C11 1.384(10) . ? C11 C12 1.363(9) . ? C13 C14 1.376(11) . ? C15 C16 1.507(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Zn1 O7 117.5(2) . 1_445 ? O5 Zn1 O3 105.4(2) . 1_645 ? O7 Zn1 O3 117.3(2) 1_445 1_645 ? O5 Zn1 O2 96.8(2) . . ? O7 Zn1 O2 110.6(2) 1_445 . ? O3 Zn1 O2 107.00(19) 1_645 . ? C1 O2 Zn1 115.7(5) . . ? C8 O3 Zn1 115.5(4) . 1_465 ? C9 O5 Zn1 133.4(4) . . ? C16 O7 Zn1 119.7(4) . 1_665 ? C4 N1 C5 120.1(6) . . ? C4 N1 C7 120.2(6) . . ? C5 N1 C7 119.7(6) . . ? C12 N2 C13 121.0(6) . . ? C12 N2 C15 120.7(6) . . ? C13 N2 C15 118.2(6) . . ? O1 C1 O2 124.9(6) . . ? O1 C1 C2 117.3(6) . . ? O2 C1 C2 117.7(6) . . ? C6 C2 C3 116.5(7) . . ? C6 C2 C1 121.2(6) . . ? C3 C2 C1 122.2(6) . . ? C4 C3 C2 120.1(7) . . ? N1 C4 C3 121.5(8) . . ? N1 C5 C6 121.1(7) . . ? C2 C6 C5 120.7(7) . . ? N1 C7 C8 111.9(5) . . ? O4 C8 O3 126.3(7) . . ? O4 C8 C7 119.5(6) . . ? O3 C8 C7 114.2(6) . . ? O6 C9 O5 128.8(7) . . ? O6 C9 C10 117.7(7) . . ? O5 C9 C10 113.6(6) . . ? C14 C10 C11 117.5(7) . . ? C14 C10 C9 120.2(7) . . ? C11 C10 C9 122.3(6) . . ? C12 C11 C10 120.2(6) . . ? N2 C12 C11 120.8(6) . . ? N2 C13 C14 118.9(6) . . ? C10 C14 C13 121.5(8) . . ? N2 C15 C16 115.4(6) . . ? O8 C16 O7 126.2(6) . . ? O8 C16 C15 115.4(6) . . ? O7 C16 C15 118.4(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 O101 H10A O6 0.82 2.04 2.858(8) 176.6 . O101 H10B O102 0.81 2.12 2.766(9) 137.5 . O102 H10C O4 0.83 2.51 3.163(9) 136.7 1_645 O102 H10D O2 0.81 2.17 2.983(9) 176.8 1_545 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.574 _refine_diff_density_min -0.472 _refine_diff_density_rms 0.090 #===END data_New5 _database_code_depnum_ccdc_archive 'CCDC 839207' #TrackingRef '- New.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H12 Cd N2 O8' _chemical_formula_weight 472.68 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 P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 7.8622(5) _cell_length_b 7.8443(4) _cell_length_c 14.2865(9) _cell_angle_alpha 90.00 _cell_angle_beta 102.523(6) _cell_angle_gamma 90.00 _cell_volume 860.14(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6024 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 26.37 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.825 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 468 _exptl_absorpt_coefficient_mu 1.319 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.764 _exptl_absorpt_correction_T_max 0.876 _exptl_absorpt_process_details CrysAlisPro _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3592 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 6024 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0338 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 26.37 _reflns_number_total 1754 _reflns_number_gt 1603 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0163P)^2^+5.2920P] 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 1754 _refine_ls_number_parameters 123 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0510 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1065 _refine_ls_wR_factor_gt 0.1035 _refine_ls_goodness_of_fit_ref 1.126 _refine_ls_restrained_S_all 1.126 _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 Cd1 Cd -0.5000 1.30076(7) 0.2500 0.03348(19) Uani 1 2 d S . . O1 O -0.0881(6) 1.2621(5) 0.3783(4) 0.0582(13) Uani 1 1 d . . . O2 O -0.3005(6) 1.1060(6) 0.2936(4) 0.0624(14) Uani 1 1 d . . . O3 O 0.3311(6) 0.5169(5) 0.2999(3) 0.0480(11) Uani 1 1 d . . . O4 O 0.4301(5) 0.3176(5) 0.4067(3) 0.0495(11) Uani 1 1 d . . . N1 N 0.1386(6) 0.6710(5) 0.4139(3) 0.0309(10) Uani 1 1 d . . . C1 C -0.1511(8) 1.1285(7) 0.3426(4) 0.0389(13) Uani 1 1 d . . . C2 C -0.0437(7) 0.9677(7) 0.3639(4) 0.0335(12) Uani 1 1 d . . . C3 C -0.1218(7) 0.8107(7) 0.3426(4) 0.0340(12) Uani 1 1 d . . . H3A H -0.2383 0.8052 0.3111 0.041 Uiso 1 1 calc R . . C4 C -0.0298(7) 0.6623(6) 0.3672(4) 0.0334(12) Uani 1 1 d . . . H4A H -0.0831 0.5571 0.3519 0.040 Uiso 1 1 calc R . . C5 C 0.2192(7) 0.8224(7) 0.4312(4) 0.0378(13) Uani 1 1 d . . . H5A H 0.3371 0.8254 0.4602 0.045 Uiso 1 1 calc R . . C6 C 0.1321(7) 0.9717(8) 0.4073(4) 0.0408(14) Uani 1 1 d . . . H6A H 0.1899 1.0753 0.4199 0.049 Uiso 1 1 calc R . . C7 C 0.2335(8) 0.5135(7) 0.4476(4) 0.0380(13) Uani 1 1 d . . . H7A H 0.1508 0.4268 0.4569 0.046 Uiso 1 1 calc R . . H7B H 0.3111 0.5349 0.5092 0.046 Uiso 1 1 calc R . . C8 C 0.3395(7) 0.4464(7) 0.3782(4) 0.0374(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 Cd1 0.0298(3) 0.0256(3) 0.0439(3) 0.000 0.0057(2) 0.000 O1 0.065(3) 0.023(2) 0.080(3) -0.005(2) 0.000(3) 0.006(2) O2 0.044(3) 0.044(3) 0.090(4) -0.003(3) -0.006(2) 0.016(2) O3 0.059(3) 0.036(2) 0.053(3) 0.003(2) 0.021(2) 0.011(2) O4 0.043(2) 0.041(2) 0.061(3) 0.001(2) 0.004(2) 0.019(2) N1 0.034(2) 0.024(2) 0.034(2) 0.0015(18) 0.0078(19) 0.0057(18) C1 0.042(3) 0.034(3) 0.041(3) 0.001(3) 0.010(3) 0.006(3) C2 0.036(3) 0.031(3) 0.033(3) -0.002(2) 0.007(2) 0.000(2) C3 0.031(3) 0.029(3) 0.040(3) 0.000(2) 0.004(2) 0.008(2) C4 0.037(3) 0.020(2) 0.043(3) -0.004(2) 0.008(2) -0.003(2) C5 0.033(3) 0.032(3) 0.047(3) -0.010(3) 0.004(2) -0.006(2) C6 0.035(3) 0.034(3) 0.052(4) 0.000(3) 0.005(3) 0.001(3) C7 0.041(3) 0.030(3) 0.041(3) 0.006(2) 0.007(3) 0.010(2) C8 0.027(3) 0.032(3) 0.050(4) -0.009(3) 0.002(2) 0.003(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 Cd1 O2 2.181(4) 2_455 ? Cd1 O2 2.181(4) . ? Cd1 O3 2.357(4) 2_565 ? Cd1 O3 2.357(4) 1_465 ? Cd1 O4 2.422(5) 1_465 ? Cd1 O4 2.422(5) 2_565 ? Cd1 C8 2.694(6) 1_465 ? Cd1 C8 2.694(6) 2_565 ? O1 C1 1.222(7) . ? O2 C1 1.243(7) . ? O3 C8 1.237(7) . ? O3 Cd1 2.357(4) 1_645 ? O4 C8 1.253(7) . ? O4 Cd1 2.422(4) 1_645 ? N1 C5 1.344(7) . ? N1 C4 1.349(7) . ? N1 C7 1.469(6) . ? C1 C2 1.512(8) . ? C2 C3 1.381(8) . ? C2 C6 1.387(8) . ? C3 C4 1.376(7) . ? C3 H3A 0.9300 . ? C4 H4A 0.9300 . ? C5 C6 1.362(8) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C8 1.520(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 Cd1 2.694(6) 1_645 ? 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 O2 Cd1 O2 91.1(3) 2_455 . ? O2 Cd1 O3 146.60(17) 2_455 2_565 ? O2 Cd1 O3 99.94(18) . 2_565 ? O2 Cd1 O3 99.94(18) 2_455 1_465 ? O2 Cd1 O3 146.60(17) . 1_465 ? O3 Cd1 O3 88.0(2) 2_565 1_465 ? O2 Cd1 O4 90.50(18) 2_455 1_465 ? O2 Cd1 O4 93.87(17) . 1_465 ? O3 Cd1 O4 119.73(15) 2_565 1_465 ? O3 Cd1 O4 54.95(14) 1_465 1_465 ? O2 Cd1 O4 93.87(17) 2_455 2_565 ? O2 Cd1 O4 90.50(18) . 2_565 ? O3 Cd1 O4 54.95(14) 2_565 2_565 ? O3 Cd1 O4 119.73(15) 1_465 2_565 ? O4 Cd1 O4 173.8(2) 1_465 2_565 ? O2 Cd1 C8 94.43(18) 2_455 1_465 ? O2 Cd1 C8 121.13(19) . 1_465 ? O3 Cd1 C8 106.16(17) 2_565 1_465 ? O3 Cd1 C8 27.33(15) 1_465 1_465 ? O4 Cd1 C8 27.70(15) 1_465 1_465 ? O4 Cd1 C8 147.06(17) 2_565 1_465 ? O2 Cd1 C8 121.13(19) 2_455 2_565 ? O2 Cd1 C8 94.43(18) . 2_565 ? O3 Cd1 C8 27.33(15) 2_565 2_565 ? O3 Cd1 C8 106.16(17) 1_465 2_565 ? O4 Cd1 C8 147.06(17) 1_465 2_565 ? O4 Cd1 C8 27.70(15) 2_565 2_565 ? C8 Cd1 C8 129.8(3) 1_465 2_565 ? C1 O2 Cd1 126.5(4) . . ? C8 O3 Cd1 91.7(3) . 1_645 ? C8 O4 Cd1 88.3(4) . 1_645 ? C5 N1 C4 120.6(5) . . ? C5 N1 C7 119.8(5) . . ? C4 N1 C7 119.6(4) . . ? O1 C1 O2 127.2(6) . . ? O1 C1 C2 118.3(5) . . ? O2 C1 C2 114.4(5) . . ? C3 C2 C6 118.1(5) . . ? C3 C2 C1 119.8(5) . . ? C6 C2 C1 122.0(5) . . ? C4 C3 C2 121.0(5) . . ? C4 C3 H3A 119.5 . . ? C2 C3 H3A 119.5 . . ? N1 C4 C3 119.3(5) . . ? N1 C4 H4A 120.4 . . ? C3 C4 H4A 120.4 . . ? N1 C5 C6 121.5(5) . . ? N1 C5 H5A 119.3 . . ? C6 C5 H5A 119.3 . . ? C5 C6 C2 119.4(5) . . ? C5 C6 H6A 120.3 . . ? C2 C6 H6A 120.3 . . ? N1 C7 C8 112.9(5) . . ? N1 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 . . ? N1 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? O3 C8 O4 124.7(5) . . ? O3 C8 C7 120.4(5) . . ? O4 C8 C7 114.9(5) . . ? O3 C8 Cd1 61.0(3) . 1_645 ? O4 C8 Cd1 64.0(3) . 1_645 ? C7 C8 Cd1 173.7(4) . 1_645 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.737 _refine_diff_density_min -1.329 _refine_diff_density_rms 0.114 #===END