#------------------------------------------------------------------------------ #$Date: 2014-07-11 22:43:15 +0300 (Fri, 11 Jul 2014) $ #$Revision: 120076 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/10/24/4102443.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4102443 loop_ _publ_author_name 'Qi-Kui Liu' 'Jian-Ping Ma' 'Yu-Bin Dong' _publ_section_title ; Adsorption and Separation of Reactive Aromatic Isomers and Generation and Stabilization of Their Radicals within Cadmium(II)-Triazole Metal-Organic Confined Space in a Single-Crystal-to-Single-Crystal Fashion ; _journal_name_full 'Journal of the American Chemical Society' _journal_page_first 7005 _journal_page_last 7017 _journal_volume 132 _journal_year 2010 _chemical_formula_sum 'C53 H40 Cd Cl2 N12 O9 S' _chemical_formula_weight 1204.33 _chemical_name_systematic ; ? ; _space_group_IT_number 96 _symmetry_cell_setting tetragonal _symmetry_space_group_name_Hall 'P 4nw 2abw' _symmetry_space_group_name_H-M 'P 43 21 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 15.8731(10) _cell_length_b 15.8731(10) _cell_length_c 21.776(3) _cell_measurement_reflns_used 6234 _cell_measurement_temperature 123(2) _cell_measurement_theta_max 28.292 _cell_measurement_theta_min 2.268 _cell_volume 5486.6(9) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 123(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0629 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 28485 _diffrn_reflns_theta_full 25.49 _diffrn_reflns_theta_max 25.49 _diffrn_reflns_theta_min 1.59 _exptl_absorpt_coefficient_mu 0.600 _exptl_absorpt_correction_T_max 0.9369 _exptl_absorpt_correction_T_min 0.8500 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.458 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 2448 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.11 _refine_diff_density_max 1.193 _refine_diff_density_min -0.664 _refine_diff_density_rms 0.147 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(5) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 386 _refine_ls_number_reflns 5113 _refine_ls_number_restraints 27 _refine_ls_restrained_S_all 1.097 _refine_ls_R_factor_all 0.0708 _refine_ls_R_factor_gt 0.0632 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1167P)^2^+3.4655P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1690 _refine_ls_wR_factor_ref 0.1749 _reflns_number_gt 4577 _reflns_number_total 5113 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file ja101807c_si_003_10.cif _[local]_cod_data_source_block 5 _cod_original_cell_volume 5486.5(8) _cod_database_code 4102443 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' '-x+1/2, y+1/2, -z+3/4' 'x+1/2, -y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' 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 C1 C 0.5864(4) 1.3586(4) 0.1104(3) 0.0297(15) Uani 1 1 d . H1 H 0.5365 1.3881 0.0996 0.036 Uiso 1 1 calc R C2 C 0.6143(4) 1.2974(4) 0.0713(3) 0.0267(14) Uani 1 1 d . H2 H 0.5839 1.2850 0.0348 0.032 Uiso 1 1 calc R C3 C 0.6885(4) 1.2530(4) 0.0856(3) 0.0277(14) Uani 1 1 d . C4 C 0.7314(4) 1.2806(4) 0.1372(3) 0.0324(15) Uani 1 1 d . H4 H 0.7846 1.2569 0.1472 0.039 Uiso 1 1 calc R C5 C 0.6972(5) 1.3425(4) 0.1742(3) 0.0336(16) Uani 1 1 d . H5 H 0.7274 1.3591 0.2099 0.040 Uiso 1 1 calc R C6 C 0.7185(4) 1.1807(4) 0.0484(3) 0.0258(13) Uani 1 1 d . C7 C 0.6923(4) 1.1667(4) -0.0117(3) 0.0301(16) Uani 1 1 d . H7 H 0.6526 1.2038 -0.0300 0.036 Uiso 1 1 calc R C8 C 0.7233(5) 1.0991(6) -0.0451(3) 0.0398(18) Uani 1 1 d . H8 H 0.7045 1.0902 -0.0860 0.048 Uiso 1 1 calc R C9 C 0.7825(5) 1.0434(5) -0.0191(3) 0.0339(17) Uani 1 1 d . H9 H 0.8030 0.9964 -0.0416 0.041 Uiso 1 1 calc R C10 C 0.8099(4) 1.0592(4) 0.0403(3) 0.0231(12) Uani 1 1 d . C11 C 0.7785(4) 1.1251(4) 0.0735(3) 0.0264(14) Uani 1 1 d . H11 H 0.7976 1.1336 0.1144 0.032 Uiso 1 1 calc R C12 C 0.8719(4) 1.0031(4) 0.0697(3) 0.0231(13) Uani 1 1 d . C13 C 0.9243(4) 0.9084(4) 0.1319(3) 0.0208(12) Uani 1 1 d . C14 C 0.9326(4) 0.8384(4) 0.1763(3) 0.0264(13) Uani 1 1 d . C15 C 1.0040(5) 0.8368(5) 0.2138(3) 0.0368(17) Uani 1 1 d . H15 H 1.0448 0.8805 0.2112 0.044 Uiso 1 1 calc R C16 C 1.0147(5) 0.7723(5) 0.2542(4) 0.047(2) Uani 1 1 d . H16 H 1.0638 0.7708 0.2792 0.057 Uiso 1 1 calc R C17 C 0.9564(4) 0.7100(5) 0.2596(4) 0.0389(17) Uani 1 1 d . H17 H 0.9648 0.6667 0.2891 0.047 Uiso 1 1 calc R C18 C 0.8829(4) 0.7080(4) 0.2218(3) 0.0271(14) Uani 1 1 d . C19 C 0.8731(4) 0.7749(4) 0.1801(3) 0.0233(13) Uani 1 1 d . H19 H 0.8250 0.7766 0.1543 0.028 Uiso 1 1 calc R C20 C 0.8181(4) 0.6423(4) 0.2280(3) 0.0250(14) Uani 1 1 d . C21 C 0.8072(5) 0.5986(5) 0.2817(3) 0.0384(18) Uani 1 1 d . H21 H 0.8444 0.6074 0.3152 0.046 Uiso 1 1 calc R C22 C 0.7404(4) 0.5405(4) 0.2868(3) 0.0308(15) Uani 1 1 d . H22 H 0.7338 0.5109 0.3244 0.037 Uiso 1 1 calc R C23 C 0.6983(4) 0.5675(5) 0.1890(3) 0.0341(16) Uani 1 1 d . H23 H 0.6604 0.5570 0.1560 0.041 Uiso 1 1 calc R C24 C 0.7610(5) 0.6245(5) 0.1794(3) 0.0351(17) Uani 1 1 d . H24 H 0.7664 0.6520 0.1409 0.042 Uiso 1 1 calc R C25 C 0.6322(9) 0.0746(9) 0.2778(6) 0.089(4) Uani 0.50 1 d PDU H25 H 0.6735 0.1091 0.2969 0.107 Uiso 0.50 1 calc PR C26 C 0.5789(10) 0.0246(9) 0.3081(8) 0.105(6) Uani 0.50 1 d PDU H26 H 0.5775 0.0189 0.3515 0.126 Uiso 0.50 1 calc PR C27 C 0.5220(6) -0.0211(6) 0.2653(11) 0.089(4) Uani 0.50 1 d PDU C28 C 0.5372(7) -0.0025(7) 0.2070(11) 0.086(4) Uani 0.50 1 d PDU H28 H 0.5075 -0.0257 0.1731 0.104 Uiso 0.50 1 calc PR C29 C 0.4554(9) -0.0820(8) 0.2834(10) 0.079(5) Uani 0.50 1 d PDU H29 H 0.4222 -0.1086 0.2527 0.094 Uiso 0.50 1 calc PR Cd1 Cd 1.05786(2) 1.05786(2) 0.0000 0.01993(19) Uani 1 2 d S Cl1 Cl 0.76838(13) 0.76838(13) 0.0000 0.0543(7) Uani 1 2 d S Cl2 Cl 0.37891(16) 0.37891(16) 0.0000 0.0698(10) Uani 1 2 d S N1 N 0.6242(4) 1.3798(4) 0.1626(2) 0.0302(12) Uani 1 1 d . N2 N 0.9552(3) 1.0054(3) 0.0660(2) 0.0255(12) Uani 1 1 d . N3 N 0.9879(3) 0.9459(3) 0.1051(2) 0.0234(11) Uani 1 1 d . N4 N 0.8507(3) 0.9434(4) 0.1109(2) 0.0246(11) Uani 1 1 d . N5 N 0.7689(4) 0.9243(4) 0.1321(3) 0.0422(17) Uani 1 1 d . H5A H 0.7413 0.9730 0.1410 0.063 Uiso 1 1 d R H5C H 0.7405 0.8961 0.1022 0.063 Uiso 1 1 d R N6 N 0.6861(3) 0.5250(3) 0.2416(3) 0.0315(13) Uani 1 1 d . O1 O 0.7273(7) 0.7387(8) 0.0522(3) 0.119(4) Uani 1 1 d . O2 O 0.7231(16) 0.8422(13) -0.0080(16) 0.173(12) Uani 0.50 1 d P O3 O 0.8278(7) 0.8278(7) 0.0000 0.163(8) Uani 1 2 d S O4 O 0.358(2) 0.4484(9) 0.0287(6) 0.157(12) Uani 0.50 1 d P O5 O 0.4030(9) 0.3355(18) 0.0534(6) 0.270(12) Uani 1 1 d . O6 O 0.3144(17) 0.3144(17) 0.0000 0.291(15) Uiso 1 2 d S O7 O 0.4433(10) -0.0983(8) 0.3382(8) 0.107(6) Uani 0.50 1 d PDU S1 S 0.6170(4) 0.0685(4) 0.2014(5) 0.107(3) Uani 0.50 1 d PDU 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 C1 0.023(3) 0.028(3) 0.038(4) 0.008(3) 0.003(3) 0.008(3) C2 0.034(4) 0.026(3) 0.020(3) 0.003(3) 0.001(3) 0.003(3) C3 0.026(3) 0.026(3) 0.031(3) 0.008(3) 0.007(3) 0.005(3) C4 0.028(4) 0.037(4) 0.032(3) -0.003(3) -0.006(3) 0.008(3) C5 0.031(4) 0.033(4) 0.038(4) -0.008(3) 0.001(3) 0.006(3) C6 0.026(3) 0.023(3) 0.029(3) 0.003(3) 0.003(3) 0.004(3) C7 0.030(3) 0.037(4) 0.023(3) 0.007(3) -0.001(3) 0.001(3) C8 0.029(4) 0.066(5) 0.025(3) -0.004(4) -0.008(3) 0.009(4) C9 0.035(4) 0.038(4) 0.028(3) -0.017(3) 0.006(3) 0.003(3) C10 0.020(3) 0.023(3) 0.026(3) 0.005(3) 0.003(2) -0.003(3) C11 0.027(3) 0.031(4) 0.022(3) 0.005(3) -0.001(3) -0.001(3) C12 0.025(3) 0.023(3) 0.022(3) -0.003(3) 0.003(2) -0.005(3) C13 0.023(3) 0.016(3) 0.024(3) -0.006(2) 0.002(2) -0.002(2) C14 0.026(3) 0.026(3) 0.027(3) 0.001(3) 0.002(3) 0.006(3) C15 0.032(4) 0.041(4) 0.038(4) 0.005(3) -0.004(3) -0.016(3) C16 0.033(4) 0.053(5) 0.056(5) 0.015(4) -0.016(4) -0.011(3) C17 0.030(4) 0.043(4) 0.044(4) 0.018(3) -0.007(3) 0.000(3) C18 0.025(3) 0.024(3) 0.032(3) 0.002(3) 0.000(3) -0.003(3) C19 0.016(3) 0.027(3) 0.027(3) 0.006(3) 0.000(2) 0.000(2) C20 0.022(3) 0.019(3) 0.034(3) 0.000(3) 0.006(3) -0.001(3) C21 0.038(4) 0.037(4) 0.040(4) 0.007(3) -0.007(3) -0.011(3) C22 0.035(4) 0.030(4) 0.028(3) 0.005(3) 0.000(3) -0.010(3) C23 0.030(3) 0.040(4) 0.032(3) 0.008(3) -0.008(3) -0.007(3) C24 0.036(4) 0.039(4) 0.030(4) 0.009(3) -0.004(3) -0.003(3) C25 0.040(7) 0.037(7) 0.191(10) -0.013(8) -0.005(8) 0.010(5) C26 0.085(17) 0.053(13) 0.176(11) -0.010(14) -0.013(14) -0.015(10) C27 0.040(7) 0.037(7) 0.191(10) -0.013(8) -0.005(8) 0.010(5) C28 0.046(10) 0.040(9) 0.174(11) -0.024(10) 0.006(10) 0.022(6) C29 0.063(11) 0.024(8) 0.149(15) -0.010(10) -0.016(11) 0.012(7) Cd1 0.0168(2) 0.0168(2) 0.0262(3) 0.0010(2) -0.0010(2) -0.0019(2) Cl1 0.0605(11) 0.0605(11) 0.0418(14) 0.0024(12) -0.0024(12) -0.0160(15) Cl2 0.0820(16) 0.0820(16) 0.0453(16) 0.0017(16) -0.0017(16) -0.026(2) N1 0.028(3) 0.023(3) 0.040(3) 0.002(3) 0.004(3) 0.003(2) N2 0.025(3) 0.023(2) 0.029(3) 0.001(2) 0.003(2) 0.001(2) N3 0.021(2) 0.022(2) 0.027(3) -0.007(2) -0.001(2) 0.002(2) N4 0.020(2) 0.025(3) 0.028(3) 0.001(2) 0.008(2) -0.002(2) N5 0.023(3) 0.047(4) 0.057(4) 0.018(3) 0.015(3) 0.008(3) N6 0.025(3) 0.026(3) 0.043(3) 0.001(3) 0.003(3) 0.001(2) O1 0.116(8) 0.190(12) 0.052(4) 0.017(6) -0.001(5) -0.040(7) O2 0.15(2) 0.085(14) 0.28(3) 0.09(2) -0.02(2) 0.015(14) O3 0.173(12) 0.173(12) 0.145(14) -0.052(12) 0.052(12) -0.089(15) O4 0.40(4) 0.036(8) 0.040(7) -0.018(7) -0.010(14) 0.062(15) O5 0.097(9) 0.58(4) 0.131(11) 0.019(18) 0.005(9) -0.056(16) O7 0.123(15) 0.052(8) 0.146(14) 0.019(10) -0.059(11) -0.026(10) S1 0.059(3) 0.072(4) 0.189(7) -0.032(5) 0.052(4) 0.003(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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 N1 C1 C2 124.6(6) . . N1 C1 H1 117.7 . . C2 C1 H1 117.7 . . C1 C2 C3 119.3(6) . . C1 C2 H2 120.3 . . C3 C2 H2 120.3 . . C4 C3 C2 115.6(6) . . C4 C3 C6 122.0(6) . . C2 C3 C6 122.5(6) . . C5 C4 C3 120.4(6) . . C5 C4 H4 119.8 . . C3 C4 H4 119.8 . . N1 C5 C4 123.3(7) . . N1 C5 H5 118.4 . . C4 C5 H5 118.4 . . C7 C6 C11 117.8(6) . . C7 C6 C3 122.7(6) . . C11 C6 C3 119.4(6) . . C8 C7 C6 120.7(6) . . C8 C7 H7 119.7 . . C6 C7 H7 119.7 . . C7 C8 C9 120.9(6) . . C7 C8 H8 119.6 . . C9 C8 H8 119.6 . . C10 C9 C8 118.0(7) . . C10 C9 H9 121.0 . . C8 C9 H9 121.0 . . C11 C10 C9 121.2(6) . . C11 C10 C12 118.5(5) . . C9 C10 C12 120.3(6) . . C10 C11 C6 121.5(6) . . C10 C11 H11 119.3 . . C6 C11 H11 119.3 . . N2 C12 N4 108.0(5) . . N2 C12 C10 128.6(6) . . N4 C12 C10 123.1(5) . . N3 C13 N4 108.9(5) . . N3 C13 C14 124.3(5) . . N4 C13 C14 126.7(5) . . C19 C14 C15 120.4(6) . . C19 C14 C13 121.8(6) . . C15 C14 C13 117.9(6) . . C16 C15 C14 119.5(7) . . C16 C15 H15 120.3 . . C14 C15 H15 120.3 . . C17 C16 C15 121.2(7) . . C17 C16 H16 119.4 . . C15 C16 H16 119.4 . . C16 C17 C18 121.5(7) . . C16 C17 H17 119.2 . . C18 C17 H17 119.2 . . C19 C18 C17 116.5(6) . . C19 C18 C20 121.2(6) . . C17 C18 C20 122.3(6) . . C14 C19 C18 121.0(6) . . C14 C19 H19 119.5 . . C18 C19 H19 119.5 . . C21 C20 C24 116.9(6) . . C21 C20 C18 121.7(6) . . C24 C20 C18 121.3(6) . . C20 C21 C22 119.6(7) . . C20 C21 H21 120.2 . . C22 C21 H21 120.2 . . N6 C22 C21 123.3(6) . . N6 C22 H22 118.3 . . C21 C22 H22 118.3 . . N6 C23 C24 124.7(6) . . N6 C23 H23 117.6 . . C24 C23 H23 117.6 . . C23 C24 C20 119.1(6) . . C23 C24 H24 120.5 . . C20 C24 H24 120.5 . . C26 C25 S1 111.3(11) . . C26 C25 H25 124.4 . . S1 C25 H25 124.4 . . C25 C26 C27 111.5(8) . . C25 C26 H26 124.3 . . C27 C26 H26 124.3 . . C28 C27 C29 121.9(14) . . C28 C27 C26 112.4(8) . . C29 C27 C26 125.7(16) . . C27 C28 S1 110.6(11) . . C27 C28 H28 124.7 . . S1 C28 H28 124.7 . . O7 C29 C27 120(2) . . O7 C29 H29 119.9 . . C27 C29 H29 119.9 . . N2 Cd1 N2 83.1(3) 7 . N2 Cd1 N1 159.98(19) 7 6_575 N2 Cd1 N1 87.95(18) . 6_575 N2 Cd1 N1 87.95(18) 7 3_754 N2 Cd1 N1 159.98(19) . 3_754 N1 Cd1 N1 105.7(3) 6_575 3_754 N2 Cd1 N6 88.11(18) 7 6_565 N2 Cd1 N6 110.25(18) . 6_565 N1 Cd1 N6 78.2(2) 6_575 6_565 N1 Cd1 N6 87.2(2) 3_754 6_565 N2 Cd1 N6 110.25(19) 7 3_654 N2 Cd1 N6 88.11(18) . 3_654 N1 Cd1 N6 87.2(2) 6_575 3_654 N1 Cd1 N6 78.2(2) 3_754 3_654 N6 Cd1 N6 155.8(3) 6_565 3_654 O3 Cl1 O2 76.6(11) . 7 O3 Cl1 O2 76.6(11) . . O2 Cl1 O2 153(2) 7 . O3 Cl1 O1 124.7(4) . 7 O2 Cl1 O1 98.4(15) 7 7 O2 Cl1 O1 96.8(15) . 7 O3 Cl1 O1 124.7(4) . . O2 Cl1 O1 96.8(15) 7 . O2 Cl1 O1 98.4(15) . . O1 Cl1 O1 110.5(8) 7 . O4 Cl2 O4 130(3) . 7 O4 Cl2 O5 94.9(12) . . O4 Cl2 O5 92.6(10) 7 . O4 Cl2 O5 92.6(10) . 7 O4 Cl2 O5 94.9(12) 7 7 O5 Cl2 O5 162.2(17) . 7 O4 Cl2 O6 114.8(13) . . O4 Cl2 O6 114.8(13) 7 . O5 Cl2 O6 81.1(8) . . O5 Cl2 O6 81.1(8) 7 . C5 N1 C1 116.5(6) . . C5 N1 Cd1 114.6(4) . 4_475 C1 N1 Cd1 126.0(4) . 4_475 C12 N2 N3 108.7(5) . . C12 N2 Cd1 138.2(4) . . N3 N2 Cd1 111.4(4) . . C13 N3 N2 107.3(5) . . C12 N4 C13 107.0(5) . . C12 N4 N5 126.8(5) . . C13 N4 N5 126.0(5) . . N4 N5 H5A 109.3 . . N4 N5 H5C 109.2 . . H5A N5 H5C 109.5 . . C22 N6 C23 116.4(6) . . C22 N6 Cd1 125.9(5) . 4_465 C23 N6 Cd1 117.2(4) . 4_465 Cl1 O3 O2 53.1(8) . 7 C25 S1 C28 94.2(11) . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 N1 1.327(9) . C1 C2 1.366(9) . C1 H1 0.9500 . C2 C3 1.408(9) . C2 H2 0.9500 . C3 C4 1.385(9) . C3 C6 1.482(9) . C4 C5 1.383(9) . C4 H4 0.9500 . C5 N1 1.326(9) . C5 H5 0.9500 . C6 C7 1.392(9) . C6 C11 1.409(9) . C7 C8 1.387(11) . C7 H7 0.9500 . C8 C9 1.408(11) . C8 H8 0.9500 . C9 C10 1.389(9) . C9 H9 0.9500 . C10 C11 1.364(9) . C10 C12 1.474(9) . C11 H11 0.9500 . C12 N2 1.325(8) . C12 N4 1.348(8) . C13 N3 1.308(8) . C13 N4 1.373(8) . C13 C14 1.479(8) . C14 C19 1.383(9) . C14 C15 1.398(10) . C15 C16 1.361(11) . C15 H15 0.9500 . C16 C17 1.360(10) . C16 H16 0.9500 . C17 C18 1.427(10) . C17 H17 0.9500 . C18 C19 1.405(9) . C18 C20 1.471(9) . C19 H19 0.9500 . C20 C21 1.371(9) . C20 C24 1.421(10) . C21 C22 1.409(10) . C21 H21 0.9500 . C22 N6 1.332(9) . C22 H22 0.9500 . C23 N6 1.344(9) . C23 C24 1.360(10) . C23 H23 0.9500 . C24 H24 0.9500 . C25 C26 1.334(10) . C25 S1 1.684(10) . C25 H25 0.9500 . C26 C27 1.487(10) . C26 H26 0.9500 . C27 C28 1.325(10) . C27 C29 1.486(10) . C28 S1 1.701(9) . C28 H28 0.9500 . C29 O7 1.237(10) . C29 H29 0.9500 . Cd1 N2 2.327(5) 7 Cd1 N2 2.327(5) . Cd1 N1 2.390(5) 6_575 Cd1 N1 2.390(5) 3_754 Cd1 N6 2.430(6) 6_565 Cd1 N6 2.430(6) 3_654 Cl1 O3 1.333(16) . Cl1 O2 1.39(2) 7 Cl1 O2 1.39(2) . Cl1 O1 1.393(8) 7 Cl1 O1 1.393(8) . Cl2 O4 1.308(14) . Cl2 O4 1.308(14) 7 Cl2 O5 1.404(19) . Cl2 O5 1.404(19) 7 Cl2 O6 1.45(4) . N1 Cd1 2.390(5) 4_475 N2 N3 1.374(7) . N4 N5 1.410(7) . N5 H5A 0.9100 . N5 H5C 0.9100 . N6 Cd1 2.430(6) 4_465 O3 O2 1.69(3) 7 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_4 N1 C1 C2 C3 -0.6(11) . . C1 C2 C3 C4 -4.9(10) . . C1 C2 C3 C6 174.4(6) . . C2 C3 C4 C5 5.9(10) . . C6 C3 C4 C5 -173.4(6) . . C3 C4 C5 N1 -1.5(12) . . C4 C3 C6 C7 -161.0(7) . . C2 C3 C6 C7 19.8(10) . . C4 C3 C6 C11 16.6(10) . . C2 C3 C6 C11 -162.6(6) . . C11 C6 C7 C8 1.1(10) . . C3 C6 C7 C8 178.7(7) . . C6 C7 C8 C9 -0.4(11) . . C7 C8 C9 C10 -1.2(11) . . C8 C9 C10 C11 2.1(10) . . C8 C9 C10 C12 -179.8(6) . . C9 C10 C11 C6 -1.4(10) . . C12 C10 C11 C6 -179.5(6) . . C7 C6 C11 C10 -0.3(10) . . C3 C6 C11 C10 -177.9(6) . . C11 C10 C12 N2 -96.5(8) . . C9 C10 C12 N2 85.5(9) . . C11 C10 C12 N4 77.0(8) . . C9 C10 C12 N4 -101.1(7) . . N3 C13 C14 C19 -146.8(6) . . N4 C13 C14 C19 31.6(9) . . N3 C13 C14 C15 31.7(9) . . N4 C13 C14 C15 -149.9(6) . . C19 C14 C15 C16 0.0(11) . . C13 C14 C15 C16 -178.5(7) . . C14 C15 C16 C17 -1.2(13) . . C15 C16 C17 C18 1.9(13) . . C16 C17 C18 C19 -1.6(11) . . C16 C17 C18 C20 -178.4(7) . . C15 C14 C19 C18 0.3(10) . . C13 C14 C19 C18 178.8(6) . . C17 C18 C19 C14 0.4(10) . . C20 C18 C19 C14 177.4(6) . . C19 C18 C20 C21 -152.8(7) . . C17 C18 C20 C21 24.0(11) . . C19 C18 C20 C24 23.7(10) . . C17 C18 C20 C24 -159.6(7) . . C24 C20 C21 C22 -1.2(11) . . C18 C20 C21 C22 175.4(7) . . C20 C21 C22 N6 0.1(12) . . N6 C23 C24 C20 -0.6(12) . . C21 C20 C24 C23 1.4(11) . . C18 C20 C24 C23 -175.2(7) . . S1 C25 C26 C27 -0.2(2) . . C25 C26 C27 C28 0.4(4) . . C25 C26 C27 C29 179.6(4) . . C29 C27 C28 S1 -179.7(4) . . C26 C27 C28 S1 -0.4(5) . . C28 C27 C29 O7 179.6(5) . . C26 C27 C29 O7 0.4(7) . . C4 C5 N1 C1 -4.0(11) . . C4 C5 N1 Cd1 157.8(6) . 4_475 C2 C1 N1 C5 5.1(11) . . C2 C1 N1 Cd1 -154.3(5) . 4_475 N4 C12 N2 N3 0.4(6) . . C10 C12 N2 N3 174.6(6) . . N4 C12 N2 Cd1 163.5(5) . . C10 C12 N2 Cd1 -22.3(10) . . N2 Cd1 N2 C12 -67.8(6) 7 . N1 Cd1 N2 C12 130.2(6) 6_575 . N1 Cd1 N2 C12 -3.6(10) 3_754 . N6 Cd1 N2 C12 -153.2(6) 6_565 . N6 Cd1 N2 C12 42.9(6) 3_654 . N2 Cd1 N2 N3 95.0(4) 7 . N1 Cd1 N2 N3 -67.1(4) 6_575 . N1 Cd1 N2 N3 159.2(5) 3_754 . N6 Cd1 N2 N3 9.5(4) 6_565 . N6 Cd1 N2 N3 -154.4(4) 3_654 . N4 C13 N3 N2 -0.4(6) . . C14 C13 N3 N2 178.2(5) . . C12 N2 N3 C13 0.0(6) . . Cd1 N2 N3 C13 -168.0(4) . . N2 C12 N4 C13 -0.7(6) . . C10 C12 N4 C13 -175.3(5) . . N2 C12 N4 N5 175.1(6) . . C10 C12 N4 N5 0.5(10) . . N3 C13 N4 C12 0.7(6) . . C14 C13 N4 C12 -177.9(6) . . N3 C13 N4 N5 -175.2(6) . . C14 C13 N4 N5 6.3(10) . . C21 C22 N6 C23 0.7(11) . . C21 C22 N6 Cd1 -170.7(5) . 4_465 C24 C23 N6 C22 -0.5(11) . . C24 C23 N6 Cd1 171.7(6) . 4_465 O2 Cl1 O3 O2 180.0 . 7 O1 Cl1 O3 O2 -91.0(17) 7 7 O1 Cl1 O3 O2 89.0(17) . 7 C26 C25 S1 C28 0.00(16) . . C27 C28 S1 C25 0.3(4) . . _journal_paper_doi 10.1021/ja101807c