data_1a _publ_contact_author_name 'Dr. Rahul Banerjee' _publ_contact_author_address ;Dr. Rahul Banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _publ_contact_author_email r.banerjee@ncl.res.in loop_ _publ_author_name _publ_author_address 'Dr. Rahul Banerjee' ;Dr. Rahul Banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C12 H17 Cd Cl N2 O2, O' _chemical_formula_sum 'C12 H17 Cd Cl N2 O3' _chemical_compound_source synthesized _chemical_melting_point ? _exptl_crystal_description rod _exptl_crystal_colour colorless _diffrn_ambient_temperature 296(2) _chemical_formula_weight 385.14 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' Cl Cl 0.1484 0.1585 '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 orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_int_tables_number 19 _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 7.123(3) _cell_length_b 13.896(5) _cell_length_c 15.893(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1573.1(11) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7122 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 27.870 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.626 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 1.563 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.694 _exptl_absorpt_correction_T_max 0.855 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17963 _diffrn_reflns_av_R_equivalents 0.0649 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.87 _reflns_number_total 3677 _reflns_number_gt 3445 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; The hydrogen atoms attached to O3 atom cannot be fixed which can be noted from the high thermal parameter of the oxygen atom. 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^)+(0.0700P)^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(5) _refine_ls_number_reflns 3677 _refine_ls_number_parameters 174 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0475 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1079 _refine_ls_wR_factor_gt 0.1059 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 Cd1 Cd 0.65386(5) 0.26693(3) 0.10986(2) 0.03422(13) Uani 1 1 d . . . Cl1 Cl 0.3959(2) 0.24977(12) 0.21341(11) 0.0581(4) Uani 1 1 d . . . O1 O 0.8987(5) 0.2267(3) 0.0199(3) 0.0453(9) Uani 1 1 d . . . O2 O 0.5629(7) 0.3934(4) 0.0320(3) 0.0665(14) Uani 1 1 d . . . N2 N 0.8306(7) 0.3744(3) 0.1865(3) 0.0415(11) Uani 1 1 d . . . N1 N 0.7719(6) 0.1154(3) 0.1492(3) 0.0301(9) Uani 1 1 d . . . H2A H 0.6760 0.0799 0.1708 0.036 Uiso 1 1 d R . . C10 C 1.0111(8) 0.3937(4) 0.1726(4) 0.0420(13) Uani 1 1 d . . . H1 H 1.0812 0.3512 0.1400 0.050 Uiso 1 1 calc R . . C9 C 1.0971(8) 0.4740(5) 0.2047(3) 0.0459(14) Uani 1 1 d . . . H2 H 1.2240 0.4843 0.1944 0.055 Uiso 1 1 calc R . . C8 C 0.9982(8) 0.5392(4) 0.2518(4) 0.0403(12) Uani 1 1 d . . . C12 C 0.8130(9) 0.5158(5) 0.2686(6) 0.073(2) Uani 1 1 d . . . H4 H 0.7412 0.5562 0.3024 0.088 Uiso 1 1 calc R . . C11 C 0.7361(10) 0.4359(6) 0.2367(6) 0.081(3) Uani 1 1 d . . . H5 H 0.6117 0.4221 0.2497 0.097 Uiso 1 1 calc R . . C7 C 0.9135(9) 0.1304(4) 0.2155(4) 0.0436(14) Uani 1 1 d . . . H6A H 0.8555 0.1640 0.2618 0.052 Uiso 1 1 d R . . H6B H 1.0118 0.1722 0.1931 0.052 Uiso 1 1 d R . . C2 C 0.8428(8) 0.0671(4) 0.0744(3) 0.0361(11) Uani 1 1 d . . . H7 H 0.9325 0.0172 0.0912 0.043 Uiso 1 1 calc R . . C1 C 0.9422(8) 0.1407(4) 0.0174(4) 0.0443(13) Uani 1 1 d . . . C3 C 0.6810(9) 0.0206(4) 0.0257(3) 0.0458(14) Uani 1 1 d . . . H9A H 0.5816 0.0677 0.0191 0.055 Uiso 1 1 calc R . . H9B H 0.7253 0.0036 -0.0300 0.055 Uiso 1 1 calc R . . C4 C 0.5991(13) -0.0692(6) 0.0672(5) 0.074(3) Uani 1 1 d . . . H10 H 0.5699 -0.0522 0.1256 0.089 Uiso 1 1 calc R . . C6 C 0.4107(17) -0.0943(9) 0.0238(7) 0.147(6) Uani 1 1 d . . . H11A H 0.4376 -0.1361 -0.0250 0.176 Uiso 1 1 d R . . H11B H 0.3524 -0.0370 0.0014 0.176 Uiso 1 1 d R . . H11C H 0.3499 -0.1426 0.0474 0.176 Uiso 1 1 d R . . C5 C 0.740(2) -0.1479(6) 0.0700(6) 0.132(5) Uani 1 1 d . . . H26A H 0.7695 -0.1680 0.0137 0.199 Uiso 1 1 calc R . . H26B H 0.6897 -0.2014 0.1009 0.199 Uiso 1 1 calc R . . H26C H 0.8520 -0.1253 0.0972 0.199 Uiso 1 1 calc R . . O3 O 0.5319(12) 0.0943(10) 0.3578(7) 0.178(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 0.03614(19) 0.02264(17) 0.0439(2) -0.00020(14) -0.01413(16) 0.00123(14) Cl1 0.0435(7) 0.0504(10) 0.0805(10) -0.0049(8) 0.0068(7) 0.0033(6) O1 0.056(2) 0.0276(18) 0.052(2) 0.0144(17) 0.0051(17) -0.0138(18) O2 0.066(3) 0.057(3) 0.076(3) 0.015(3) -0.040(3) -0.003(3) N2 0.035(2) 0.037(2) 0.052(3) -0.014(2) -0.006(2) 0.004(2) N1 0.0257(19) 0.029(2) 0.035(2) 0.0051(17) 0.0022(16) 0.0044(16) C10 0.034(3) 0.047(3) 0.045(3) -0.016(3) -0.004(2) 0.004(2) C9 0.036(3) 0.055(4) 0.046(3) -0.009(3) -0.002(2) -0.008(3) C8 0.037(3) 0.032(3) 0.052(3) -0.007(2) -0.014(2) -0.003(2) C12 0.037(4) 0.058(4) 0.125(6) -0.055(5) 0.014(4) 0.000(3) C11 0.031(3) 0.077(5) 0.135(7) -0.057(5) 0.019(4) -0.011(3) C7 0.050(3) 0.025(3) 0.056(3) 0.007(2) -0.015(3) -0.003(2) C2 0.038(3) 0.028(2) 0.042(2) 0.006(2) 0.017(2) -0.001(2) C1 0.036(3) 0.047(3) 0.050(3) 0.013(3) 0.008(3) -0.009(3) C3 0.054(4) 0.044(3) 0.040(3) -0.008(2) 0.010(3) -0.014(3) C4 0.104(7) 0.057(4) 0.062(4) -0.017(4) 0.032(4) -0.041(4) C6 0.173(13) 0.111(9) 0.156(10) -0.036(8) 0.024(10) -0.108(9) C5 0.251(16) 0.038(4) 0.109(7) 0.015(5) 0.066(9) -0.016(7) O3 0.094(6) 0.186(11) 0.253(10) 0.021(10) -0.054(7) 0.029(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 2.245(5) . ? Cd1 N2 2.302(5) . ? Cd1 O1 2.323(4) . ? Cd1 N1 2.352(4) . ? Cd1 Cl1 2.4780(17) . ? O1 C1 1.235(7) . ? O2 C1 1.257(7) 3_455 ? N2 C10 1.332(7) . ? N2 C11 1.348(8) . ? N1 C2 1.455(6) . ? N1 C7 1.473(7) . ? N1 H2A 0.9100 . ? C10 C9 1.372(8) . ? C10 H1 0.9300 . ? C9 C8 1.370(8) . ? C9 H2 0.9300 . ? C8 C12 1.384(9) . ? C8 C7 1.507(7) 4_755 ? C12 C11 1.338(9) . ? C12 H4 0.9300 . ? C11 H5 0.9300 . ? C7 C8 1.507(7) 4_745 ? C7 H6A 0.9650 . ? C7 H6B 0.9767 . ? C2 C3 1.531(8) . ? C2 C1 1.540(7) . ? C2 H7 0.9800 . ? C1 O2 1.257(7) 3 ? C3 C4 1.526(9) . ? C3 H9A 0.9700 . ? C3 H9B 0.9700 . ? C4 C5 1.486(16) . ? C4 C6 1.548(13) . ? C4 H10 0.9800 . ? C6 H11A 0.9865 . ? C6 H11B 0.9657 . ? C6 H11C 0.8818 . ? C5 H26A 0.9600 . ? C5 H26B 0.9600 . ? C5 H26C 0.9600 . ? 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 N2 86.66(18) . . ? O2 Cd1 O1 93.78(18) . . ? N2 Cd1 O1 94.09(15) . . ? O2 Cd1 N1 161.91(18) . . ? N2 Cd1 N1 104.16(16) . . ? O1 Cd1 N1 71.31(13) . . ? O2 Cd1 Cl1 103.14(15) . . ? N2 Cd1 Cl1 96.68(13) . . ? O1 Cd1 Cl1 160.40(10) . . ? N1 Cd1 Cl1 90.15(11) . . ? C1 O1 Cd1 116.2(3) . . ? C1 O2 Cd1 104.2(4) 3_455 . ? C10 N2 C11 116.9(5) . . ? C10 N2 Cd1 124.8(4) . . ? C11 N2 Cd1 116.8(4) . . ? C2 N1 C7 114.3(4) . . ? C2 N1 Cd1 108.7(3) . . ? C7 N1 Cd1 107.9(3) . . ? C2 N1 H2A 108.6 . . ? C7 N1 H2A 108.7 . . ? Cd1 N1 H2A 108.5 . . ? N2 C10 C9 122.2(5) . . ? N2 C10 H1 118.9 . . ? C9 C10 H1 118.9 . . ? C8 C9 C10 120.8(5) . . ? C8 C9 H2 119.6 . . ? C10 C9 H2 119.6 . . ? C9 C8 C12 116.1(5) . . ? C9 C8 C7 122.0(5) . 4_755 ? C12 C8 C7 121.9(6) . 4_755 ? C11 C12 C8 120.8(6) . . ? C11 C12 H4 119.6 . . ? C8 C12 H4 119.6 . . ? C12 C11 N2 123.1(6) . . ? C12 C11 H5 118.5 . . ? N2 C11 H5 118.5 . . ? N1 C7 C8 114.4(5) . 4_745 ? N1 C7 H6A 108.7 . . ? C8 C7 H6A 108.8 4_745 . ? N1 C7 H6B 108.3 . . ? C8 C7 H6B 109.1 4_745 . ? H6A C7 H6B 107.3 . . ? N1 C2 C3 110.3(4) . . ? N1 C2 C1 109.5(4) . . ? C3 C2 C1 109.2(5) . . ? N1 C2 H7 109.3 . . ? C3 C2 H7 109.3 . . ? C1 C2 H7 109.3 . . ? O1 C1 O2 123.9(5) . 3 ? O1 C1 C2 120.6(5) . . ? O2 C1 C2 115.5(5) 3 . ? C4 C3 C2 114.5(6) . . ? C4 C3 H9A 108.6 . . ? C2 C3 H9A 108.6 . . ? C4 C3 H9B 108.6 . . ? C2 C3 H9B 108.6 . . ? H9A C3 H9B 107.6 . . ? C5 C4 C3 110.9(7) . . ? C5 C4 C6 115.6(8) . . ? C3 C4 C6 108.9(8) . . ? C5 C4 H10 107.0 . . ? C3 C4 H10 107.0 . . ? C6 C4 H10 107.0 . . ? C4 C6 H11A 108.3 . . ? C4 C6 H11B 110.5 . . ? H11A C6 H11B 106.2 . . ? C4 C6 H11C 114.1 . . ? H11A C6 H11C 89.0 . . ? H11B C6 H11C 124.9 . . ? C4 C5 H26A 109.5 . . ? C4 C5 H26B 109.5 . . ? H26A C5 H26B 109.5 . . ? C4 C5 H26C 109.5 . . ? H26A C5 H26C 109.5 . . ? H26B C5 H26C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Cd1 O1 C1 -151.0(5) . . . . ? N2 Cd1 O1 C1 122.1(5) . . . . ? N1 Cd1 O1 C1 18.6(4) . . . . ? Cl1 Cd1 O1 C1 -1.1(7) . . . . ? N2 Cd1 O2 C1 -174.8(5) . . . 3_455 ? O1 Cd1 O2 C1 91.3(4) . . . 3_455 ? N1 Cd1 O2 C1 57.6(8) . . . 3_455 ? Cl1 Cd1 O2 C1 -78.7(4) . . . 3_455 ? O2 Cd1 N2 C10 -94.4(5) . . . . ? O1 Cd1 N2 C10 -0.8(5) . . . . ? N1 Cd1 N2 C10 70.9(5) . . . . ? Cl1 Cd1 N2 C10 162.8(5) . . . . ? O2 Cd1 N2 C11 71.1(6) . . . . ? O1 Cd1 N2 C11 164.7(6) . . . . ? N1 Cd1 N2 C11 -123.6(6) . . . . ? Cl1 Cd1 N2 C11 -31.7(6) . . . . ? O2 Cd1 N1 C2 5.0(7) . . . . ? N2 Cd1 N1 C2 -120.3(3) . . . . ? O1 Cd1 N1 C2 -30.8(3) . . . . ? Cl1 Cd1 N1 C2 142.7(3) . . . . ? O2 Cd1 N1 C7 129.5(6) . . . . ? N2 Cd1 N1 C7 4.2(4) . . . . ? O1 Cd1 N1 C7 93.8(4) . . . . ? Cl1 Cd1 N1 C7 -92.7(3) . . . . ? C11 N2 C10 C9 -2.4(10) . . . . ? Cd1 N2 C10 C9 163.1(5) . . . . ? N2 C10 C9 C8 -1.1(10) . . . . ? C10 C9 C8 C12 3.7(10) . . . . ? C10 C9 C8 C7 -177.1(6) . . . 4_755 ? C9 C8 C12 C11 -2.9(13) . . . . ? C7 C8 C12 C11 177.9(8) 4_755 . . . ? C8 C12 C11 N2 -0.6(16) . . . . ? C10 N2 C11 C12 3.3(13) . . . . ? Cd1 N2 C11 C12 -163.4(8) . . . . ? C2 N1 C7 C8 -59.5(7) . . . 4_745 ? Cd1 N1 C7 C8 179.5(4) . . . 4_745 ? C7 N1 C2 C3 158.2(4) . . . . ? Cd1 N1 C2 C3 -81.1(4) . . . . ? C7 N1 C2 C1 -81.6(6) . . . . ? Cd1 N1 C2 C1 39.0(5) . . . . ? Cd1 O1 C1 O2 175.1(5) . . . 3 ? Cd1 O1 C1 C2 -2.6(8) . . . . ? N1 C2 C1 O1 -26.0(8) . . . . ? C3 C2 C1 O1 94.8(7) . . . . ? N1 C2 C1 O2 156.1(5) . . . 3 ? C3 C2 C1 O2 -83.1(7) . . . 3 ? N1 C2 C3 C4 -72.9(6) . . . . ? C1 C2 C3 C4 166.8(5) . . . . ? C2 C3 C4 C5 -64.9(8) . . . . ? C2 C3 C4 C6 166.8(6) . . . . ? _diffrn_measured_fraction_theta_max 0.98 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.98 _refine_diff_density_max 0.869 _refine_diff_density_min -0.875 _refine_diff_density_rms 0.105 data_1b _publ_contact_author_name 'Dr. Rahul Banerjee' _publ_contact_author_address ;Dr. Rahul Banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _publ_contact_author_email r.banerjee@ncl.res.in loop_ _publ_author_name _publ_author_address 'Dr. Rahul Banerjee' ;Dr. Rahul Banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C12 H17 Br Cd N2 O2' _chemical_formula_sum 'C12 H17 Br Cd N2 O2' _chemical_compound_source synthesized _chemical_melting_point ? _exptl_crystal_description rod _exptl_crystal_colour colorless _diffrn_ambient_temperature 296(2) _chemical_formula_weight 413.59 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' Br Br -0.2901 2.4595 '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 'P 21 21 21' _symmetry_int_tables_number 19 _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.2398(6) _cell_length_b 13.7041(11) _cell_length_c 16.5286(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1639.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8054 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 27.86 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.675 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 3.779 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.401 _exptl_absorpt_correction_T_max 0.635 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18907 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 27.86 _reflns_number_total 3871 _reflns_number_gt 3568 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.1849P] 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 0.0009(2) _refine_ls_number_reflns 3871 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0461 _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1342 _refine_ls_wR_factor_gt 0.1300 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.81613(5) 0.28393(3) 0.90014(2) 0.04666(14) Uani 1 1 d . . . Br1 Br 1.08708(11) 0.27642(6) 0.79696(6) 0.0843(3) Uani 1 1 d . . . N2 N 0.6532(8) 0.4059(4) 0.8350(4) 0.0616(13) Uani 1 1 d . . . C10 C 0.4773(9) 0.4240(5) 0.8425(3) 0.0551(13) Uani 1 1 d . . . H1 H 0.4056 0.3803 0.8720 0.066 Uiso 1 1 calc R . . C7 C 0.5912(9) 0.1584(4) 0.7767(4) 0.0546(13) Uani 1 1 d . . . H3A H 0.6621 0.1947 0.7370 0.066 Uiso 1 1 calc R . . H3B H 0.4926 0.2004 0.7957 0.066 Uiso 1 1 calc R . . C8 C 0.5070(9) 0.0695(4) 0.7359(4) 0.0553(14) Uani 1 1 d . . . C2 C 0.6266(9) 0.0772(4) 0.9097(3) 0.0527(13) Uani 1 1 d . . . H4 H 0.5405 0.0301 0.8859 0.063 Uiso 1 1 calc R . . C3 C 0.7792(12) 0.0213(4) 0.9576(4) 0.0678(19) Uani 1 1 d . . . H14A H 0.8817 0.0654 0.9672 0.081 Uiso 1 1 calc R . . H14B H 0.7296 0.0025 1.0098 0.081 Uiso 1 1 calc R . . C11 C 0.7463(13) 0.4688(8) 0.7932(9) 0.146(6) Uani 1 1 d . . . H7 H 0.8722 0.4573 0.7873 0.175 Uiso 1 1 calc R . . C9 C 0.6082(9) 0.0043(5) 0.6909(3) 0.0595(15) Uani 1 1 d . . . H9 H 0.7339 0.0143 0.6830 0.071 Uiso 1 1 calc R . . C12 C 0.3233(14) 0.0505(8) 0.7431(9) 0.141(6) Uani 1 1 d . . . H8 H 0.2467 0.0923 0.7721 0.169 Uiso 1 1 calc R . . C4 C 0.8531(18) -0.0706(6) 0.9149(5) 0.103(4) Uani 1 1 d . . . H11 H 0.8873 -0.0526 0.8595 0.123 Uiso 1 1 calc R . . O2 O 0.3962(9) 0.1056(4) 1.0085(3) 0.0823(16) Uani 1 1 d . . . O1 O 0.5644(7) 0.2326(3) 0.9740(2) 0.0590(10) Uani 1 1 d . . . C1 C 0.5228(9) 0.1432(5) 0.9670(4) 0.0571(14) Uani 1 1 d . . . N1 N 0.7126(6) 0.1335(3) 0.8455(2) 0.0427(9) Uani 1 1 d . . . H5 H 0.8119 0.0999 0.8266 0.051 Uiso 1 1 calc R . . C6 C 0.705(3) -0.1485(7) 0.9104(8) 0.172(9) Uani 1 1 d . . . H16A H 0.7463 -0.2002 0.8755 0.258 Uiso 1 1 calc R . . H16B H 0.5938 -0.1207 0.8891 0.258 Uiso 1 1 calc R . . H16C H 0.6825 -0.1740 0.9635 0.258 Uiso 1 1 calc R . . C5 C 1.024(3) -0.1031(11) 0.9580(9) 0.172(8) Uani 1 1 d . . . H17A H 1.0887 -0.0471 0.9786 0.258 Uiso 1 1 calc R . . H17B H 1.1026 -0.1377 0.9210 0.258 Uiso 1 1 calc R . . H17C H 0.9911 -0.1452 1.0021 0.258 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 Cd1 0.0534(2) 0.03426(19) 0.0523(2) 0.00003(14) -0.01588(15) -0.00098(14) Br1 0.0641(4) 0.0716(5) 0.1171(6) 0.0163(4) 0.0206(4) -0.0050(4) N2 0.058(3) 0.045(3) 0.082(3) 0.014(2) -0.020(3) -0.011(2) C10 0.061(3) 0.063(4) 0.042(3) 0.012(2) -0.007(2) 0.005(3) C7 0.061(3) 0.040(3) 0.062(3) -0.003(2) -0.011(3) -0.006(2) C8 0.058(3) 0.044(3) 0.064(3) -0.009(2) -0.022(3) -0.001(2) C2 0.067(3) 0.040(2) 0.051(3) -0.008(2) 0.019(3) -0.004(2) C3 0.106(6) 0.052(3) 0.046(3) 0.003(2) 0.010(3) 0.018(4) C11 0.050(4) 0.111(9) 0.277(16) 0.126(10) -0.013(7) -0.002(5) C9 0.055(3) 0.072(4) 0.051(3) -0.016(3) 0.007(3) -0.019(3) C12 0.063(5) 0.100(7) 0.260(15) -0.114(9) -0.017(7) 0.017(5) C4 0.185(10) 0.056(4) 0.067(4) 0.008(3) 0.042(5) 0.052(6) O2 0.094(4) 0.072(3) 0.081(3) -0.016(3) 0.049(3) -0.012(3) O1 0.075(3) 0.043(2) 0.058(2) -0.0090(15) 0.0123(18) 0.019(2) C1 0.062(3) 0.053(3) 0.055(3) -0.008(2) 0.022(3) -0.004(3) N1 0.047(2) 0.041(2) 0.0400(19) -0.0030(15) -0.0002(17) -0.0014(17) C6 0.32(3) 0.044(4) 0.148(10) -0.020(5) 0.110(15) -0.015(8) C5 0.24(2) 0.130(11) 0.144(11) 0.007(9) 0.004(13) 0.118(13) _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 2.215(5) 4_557 ? Cd1 O1 2.303(5) . ? Cd1 N2 2.312(5) . ? Cd1 N1 2.372(4) . ? Cd1 Br1 2.6013(9) . ? N2 C11 1.294(10) . ? N2 C10 1.304(9) . ? C10 C9 1.378(8) 3_656 ? C7 N1 1.477(7) . ? C7 C8 1.519(8) . ? C8 C12 1.361(13) . ? C8 C9 1.375(9) . ? C2 N1 1.452(7) . ? C2 C1 1.510(7) . ? C2 C3 1.561(9) . ? C3 C4 1.539(9) . ? C11 C12 1.367(11) 3_656 ? C9 C10 1.378(8) 3_646 ? C12 C11 1.367(11) 3_646 ? C4 C5 1.50(2) . ? C4 C6 1.51(2) . ? O2 C1 1.256(8) . ? O2 Cd1 2.215(5) 4_457 ? O1 C1 1.267(7) . ? 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 93.1(2) 4_557 . ? O2 Cd1 N2 87.5(2) 4_557 . ? O1 Cd1 N2 93.66(18) . . ? O2 Cd1 N1 159.41(19) 4_557 . ? O1 Cd1 N1 71.71(14) . . ? N2 Cd1 N1 106.84(17) . . ? O2 Cd1 Br1 106.05(18) 4_557 . ? O1 Cd1 Br1 158.74(9) . . ? N2 Cd1 Br1 96.20(15) . . ? N1 Cd1 Br1 87.40(11) . . ? C11 N2 C10 115.7(6) . . ? C11 N2 Cd1 117.7(5) . . ? C10 N2 Cd1 126.3(4) . . ? N2 C10 C9 123.5(6) . 3_656 ? N1 C7 C8 113.3(5) . . ? C12 C8 C9 116.3(6) . . ? C12 C8 C7 120.5(6) . . ? C9 C8 C7 123.2(6) . . ? N1 C2 C1 110.7(5) . . ? N1 C2 C3 109.1(5) . . ? C1 C2 C3 109.2(5) . . ? C4 C3 C2 114.6(6) . . ? N2 C11 C12 126.0(9) . 3_656 ? C8 C9 C10 119.8(6) . 3_646 ? C8 C12 C11 118.6(8) . 3_646 ? C5 C4 C6 113.5(10) . . ? C5 C4 C3 108.2(9) . . ? C6 C4 C3 110.8(10) . . ? C1 O2 Cd1 106.4(4) . 4_457 ? C1 O1 Cd1 115.8(3) . . ? O2 C1 O1 121.5(5) . . ? O2 C1 C2 117.4(5) . . ? O1 C1 C2 121.2(5) . . ? C2 N1 C7 115.5(4) . . ? C2 N1 Cd1 108.6(3) . . ? C7 N1 Cd1 106.3(3) . . ? _diffrn_measured_fraction_theta_max 0.99 _diffrn_reflns_theta_full 27.86 _diffrn_measured_fraction_theta_full 0.99 _refine_diff_density_max 1.520 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.099 data_2a _publ_contact_author_name 'Dr. Rahul Banerjee' _publ_contact_author_address ;Dr. Rahul Banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _publ_contact_author_email r.banerjee@ncl.res.in loop_ _publ_author_name _publ_author_address 'Dr. Rahul Banerjee' ;Dr. Rahul Banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C9 H11 Cd Cl N2 O3, O' _chemical_formula_sum 'C9 H11 Cd Cl N2 O4' _chemical_compound_source synthesized _chemical_melting_point ? _exptl_crystal_description rod _exptl_crystal_colour colorless _diffrn_ambient_temperature 296(2) _chemical_formula_weight 359.06 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 orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_int_tables_number 19 _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 5.8751(17) _cell_length_b 15.067(4) _cell_length_c 16.416(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1453.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5183 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 27.81 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.641 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 1.689 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.673 _exptl_absorpt_correction_T_max 0.844 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16639 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_sigmaI/netI 0.0225 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 27.81 _reflns_number_total 3420 _reflns_number_gt 3389 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ;The hydrogen atoms attached to O3 atom cannot be fixed which can be noted from the high thermal parameter of the oxygen atom. 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^)+(0.0609P)^2^+1.6195P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0009(3) _refine_ls_number_reflns 3420 _refine_ls_number_parameters 158 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0341 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0956 _refine_ls_wR_factor_gt 0.0952 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _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 Cd1 Cd -0.11300(5) 0.588595(18) 0.536339(16) 0.02143(10) Uani 1 1 d . . . Cl1 Cl -0.4009(2) 0.46916(8) 0.53259(9) 0.0409(3) Uani 1 1 d . . . C9 C 0.3865(7) 0.5877(3) 0.7457(3) 0.0284(8) Uani 1 1 d . . . H2 H 0.5292 0.6129 0.7539 0.034 Uiso 1 1 calc R . . N2 N 0.0689(6) 0.5624(3) 0.6567(2) 0.0259(8) Uani 1 1 d . . . C5 C 0.2810(8) 0.5399(3) 0.8073(3) 0.0242(9) Uani 1 1 d . . . C8 C 0.2762(8) 0.5973(3) 0.6718(3) 0.0281(9) Uani 1 1 d . . . H1 H 0.3480 0.6294 0.6308 0.034 Uiso 1 1 calc R . . C7 C -0.0327(8) 0.5181(3) 0.7171(3) 0.0276(9) Uani 1 1 d . . . H5 H -0.1771 0.4949 0.7078 0.033 Uiso 1 1 calc R . . C6 C 0.0648(8) 0.5050(3) 0.7924(3) 0.0301(10) Uani 1 1 d . . . H4 H -0.0119 0.4734 0.8326 0.036 Uiso 1 1 calc R . . N1 N 0.1443(6) 0.5579(2) 0.4298(2) 0.0219(7) Uani 1 1 d . . . H2A H 0.2867 0.5546 0.4514 0.026 Uiso 1 1 calc R . . C4 C 0.0977(9) 0.4736(3) 0.3864(3) 0.0298(9) Uani 1 1 d . . . H6A H -0.0647 0.4700 0.3763 0.036 Uiso 1 1 calc R . . H6B H 0.1373 0.4249 0.4224 0.036 Uiso 1 1 calc R . . O1 O 0.1636(5) 0.7074(2) 0.51238(17) 0.0245(6) Uani 1 1 d . . . C2 C 0.1290(7) 0.6405(3) 0.3811(2) 0.0213(7) Uani 1 1 d . . . H8 H 0.2423 0.6387 0.3373 0.026 Uiso 1 1 calc R . . O3 O -0.2805(5) 0.6448(2) 0.4054(2) 0.0261(6) Uani 1 1 d . . . C1 C -0.1075(8) 0.6511(3) 0.3442(2) 0.0256(8) Uani 1 1 d . . . H2C H -0.1181 0.7083 0.3173 0.031 Uiso 1 1 calc R . . H1B H -0.1315 0.6054 0.3035 0.031 Uiso 1 1 calc R . . C3 C 0.1787(7) 0.7196(3) 0.4368(2) 0.0205(8) Uani 1 1 d . . . O2 O 0.2181(5) 0.7917(2) 0.40236(19) 0.0257(6) Uani 1 1 d . . . H1C H -0.310(10) 0.690(4) 0.429(4) 0.028(14) Uiso 1 1 d . . . O4 O 0.186(5) 0.6803(16) 0.1509(11) 0.409(17) 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 0.02220(14) 0.02504(15) 0.01705(14) 0.00029(11) 0.00078(11) 0.00014(11) Cl1 0.0352(6) 0.0374(6) 0.0502(7) 0.0020(5) -0.0027(7) -0.0112(5) C9 0.0219(18) 0.0299(19) 0.033(2) 0.0049(17) 0.0000(17) -0.002(2) N2 0.0213(18) 0.0321(18) 0.0243(17) 0.0050(14) 0.0019(14) 0.0015(14) C5 0.029(2) 0.0216(19) 0.022(2) 0.0050(16) -0.0022(17) 0.0015(16) C8 0.031(2) 0.029(2) 0.025(2) 0.0064(18) 0.0039(16) -0.0037(19) C7 0.0208(19) 0.032(2) 0.030(2) 0.0099(17) 0.0000(17) -0.0001(17) C6 0.023(2) 0.039(2) 0.028(2) 0.0137(19) 0.0027(17) -0.0034(17) N1 0.0197(18) 0.0250(16) 0.0208(15) -0.0026(13) -0.0014(13) -0.0003(13) C4 0.032(2) 0.029(2) 0.028(2) -0.0059(17) 0.009(2) -0.0040(19) O1 0.0281(16) 0.0284(14) 0.0171(13) -0.0019(10) -0.0013(11) -0.0031(12) C2 0.0238(19) 0.0251(18) 0.0150(16) -0.0031(14) 0.0002(16) 0.0032(17) O3 0.0233(15) 0.0275(16) 0.0276(16) -0.0062(13) 0.0004(12) -0.0011(12) C1 0.027(2) 0.031(2) 0.0190(17) -0.0049(15) 0.0002(17) -0.0056(19) C3 0.0157(17) 0.027(2) 0.0186(17) -0.0016(15) -0.0005(13) -0.0018(15) O2 0.0269(15) 0.0250(15) 0.0252(15) 0.0017(11) -0.0034(12) -0.0028(12) O4 0.60(4) 0.39(3) 0.237(14) -0.188(16) -0.27(2) 0.10(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 Cd1 N2 2.280(4) . ? Cd1 O2 2.291(3) 4_466 ? Cd1 N1 2.357(4) . ? Cd1 O1 2.449(3) . ? Cd1 Cl1 2.4703(13) . ? Cd1 O3 2.511(3) . ? C9 C8 1.382(6) . ? C9 C5 1.388(6) . ? N2 C7 1.336(6) . ? N2 C8 1.350(6) . ? C5 C6 1.396(6) . ? C5 C4 1.496(6) 2_565 ? C7 C6 1.377(6) . ? N1 C4 1.481(5) . ? N1 C2 1.483(5) . ? C4 C5 1.496(6) 2_564 ? O1 C3 1.258(5) . ? C2 C1 1.524(6) . ? C2 C3 1.530(5) . ? O3 C1 1.432(5) . ? C3 O2 1.246(5) . ? O2 Cd1 2.291(3) 4_566 ? 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 N2 Cd1 O2 87.65(13) . 4_466 ? N2 Cd1 N1 107.95(14) . . ? O2 Cd1 N1 139.29(11) 4_466 . ? N2 Cd1 O1 87.41(12) . . ? O2 Cd1 O1 77.45(11) 4_466 . ? N1 Cd1 O1 66.36(11) . . ? N2 Cd1 Cl1 102.49(10) . . ? O2 Cd1 Cl1 106.73(9) 4_466 . ? N1 Cd1 Cl1 106.11(9) . . ? O1 Cd1 Cl1 169.28(7) . . ? N2 Cd1 O3 169.60(12) . . ? O2 Cd1 O3 86.61(11) 4_466 . ? N1 Cd1 O3 71.48(12) . . ? O1 Cd1 O3 82.88(10) . . ? Cl1 Cd1 O3 87.48(8) . . ? C8 C9 C5 119.0(4) . . ? C7 N2 C8 117.4(4) . . ? C7 N2 Cd1 121.3(3) . . ? C8 N2 Cd1 121.0(3) . . ? C9 C5 C6 118.3(4) . . ? C9 C5 C4 119.4(4) . 2_565 ? C6 C5 C4 122.3(4) . 2_565 ? N2 C8 C9 122.9(4) . . ? N2 C7 C6 123.5(4) . . ? C7 C6 C5 118.8(4) . . ? C4 N1 C2 116.7(3) . . ? C4 N1 Cd1 114.0(3) . . ? C2 N1 Cd1 101.3(2) . . ? N1 C4 C5 116.5(4) . 2_564 ? C3 O1 Cd1 108.2(3) . . ? N1 C2 C1 110.9(3) . . ? N1 C2 C3 108.7(3) . . ? C1 C2 C3 109.3(3) . . ? C1 O3 Cd1 110.2(3) . . ? O3 C1 C2 111.2(3) . . ? O2 C3 O1 126.1(4) . . ? O2 C3 C2 116.3(3) . . ? O1 C3 C2 117.5(4) . . ? C3 O2 Cd1 124.6(3) . 4_566 ? _diffrn_measured_fraction_theta_max 0.99 _diffrn_reflns_theta_full 27.81 _diffrn_measured_fraction_theta_full 0.99 _refine_diff_density_max 1.004 _refine_diff_density_min -0.543 _refine_diff_density_rms 0.118 data_2b _publ_contact_author_name 'Dr. Rahul Banerjee' _publ_contact_author_address ;Dr. Rahul banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _publ_contact_author_email r.banerjee@ncl.res.in loop_ _publ_author_name _publ_author_address 'Dr. Rahul Banerjee' ;Dr. Rahul banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C18 H21 Br2 Cd2 N4 O6, 3(O)' _chemical_formula_sum 'C18 H21 Br2 Cd2 N4 O9' _chemical_compound_source synthesized _chemical_melting_point ? _exptl_crystal_description rod _exptl_crystal_colour colorless _diffrn_ambient_temperature 296(2) _chemical_formula_weight 822.01 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_int_tables_number 4 _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.4628(12) _cell_length_b 15.1900(19) _cell_length_c 10.0319(12) _cell_angle_alpha 90.00 _cell_angle_beta 110.630(2) _cell_angle_gamma 90.00 _cell_volume 1349.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7791 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 27.54 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.020 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 790.0 _exptl_absorpt_coefficient_mu 4.587 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.346 _exptl_absorpt_correction_T_max 0.632 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15436 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0450 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 27.54 _reflns_number_total 6139 _reflns_number_gt 5890 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ;The hydrogen atoms attached to O3 atom cannot be fixed which can be noted from the high thermal parameter of the oxygen atom. 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^)+(0.0922P)^2^+1.6778P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.055(14) _refine_ls_number_reflns 6139 _refine_ls_number_parameters 321 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0506 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.1344 _refine_ls_wR_factor_gt 0.1325 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.197 _refine_ls_shift/su_mean 0.001 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 Cd2 Cd 0.74343(5) 0.20867(3) 0.88427(5) 0.02152(13) Uani 1 1 d . . . Cd1 Cd 0.95761(6) 0.30855(3) 0.50855(5) 0.01948(13) Uani 1 1 d . . . Br2 Br 0.76210(10) 0.03839(6) 0.84804(10) 0.0329(2) Uani 1 1 d . . . O1 O 0.8230(7) 0.2710(4) 0.6584(6) 0.0308(13) Uani 1 1 d . . . O2 O 0.5912(7) 0.2495(4) 0.6580(6) 0.0297(12) Uani 1 1 d . . . O3 O 0.7562(6) 0.2066(4) 0.3639(5) 0.0249(11) Uani 1 1 d . . . O4 O 0.9956(7) 0.3281(4) 0.2976(6) 0.0278(12) Uani 1 1 d . . . O5 O 0.8633(6) 0.2219(4) 0.1519(5) 0.0235(11) Uani 1 1 d . . . O6 O 0.7599(6) 0.3719(4) -0.0735(6) 0.0246(11) Uani 1 1 d . . . N4 N 1.5326(7) 0.2079(5) -0.0516(6) 0.0225(12) Uani 1 1 d . . . N2 N 1.0916(7) 0.1824(4) 0.5858(7) 0.0230(13) Uani 1 1 d . . . N3 N 0.9966(7) 0.2517(5) -0.0410(7) 0.0230(13) Uani 1 1 d . . . H1K H 1.0116 0.2777 -0.1167 0.028 Uiso 1 1 calc R . . N1 N 0.7241(8) 0.3837(4) 0.4392(7) 0.0232(13) Uani 1 1 d . . . H1Z H 0.7324 0.4220 0.5114 0.028 Uiso 1 1 calc R . . C17 C 1.4902(9) 0.1324(6) -0.0033(9) 0.0294(17) Uani 1 1 d . . . H1 H 1.5558 0.0847 0.0170 0.035 Uiso 1 1 calc R . . C8 C 1.2392(9) 0.1742(5) 0.5979(8) 0.0210(14) Uani 1 1 d . . . H1B H 1.2871 0.2234 0.5784 0.025 Uiso 1 1 calc R . . C18 C 1.3557(10) 0.1238(6) 0.0167(10) 0.0315(17) Uani 1 1 d . . . H2 H 1.3301 0.0704 0.0477 0.038 Uiso 1 1 calc R . . C12 C 0.9136(9) 0.3986(6) -0.0056(9) 0.0269(16) Uani 1 1 d . . . H2K1 H 0.9195 0.4436 0.0648 0.032 Uiso 1 1 calc R . . H2K2 H 0.9509 0.4236 -0.0759 0.032 Uiso 1 1 calc R . . C14 C 1.2582(8) 0.1937(5) -0.0089(7) 0.0219(15) Uani 1 1 d . . . C9 C 1.3210(10) 0.0987(6) 0.6364(9) 0.0285(17) Uani 1 1 d . . . H2Z H 1.4217 0.0973 0.6437 0.034 Uiso 1 1 calc R . . C7 C 1.0260(10) 0.1101(5) 0.6151(9) 0.0269(16) Uani 1 1 d . . . H4B H 0.9254 0.1141 0.6075 0.032 Uiso 1 1 calc R . . C6 C 1.0972(9) 0.0316(5) 0.6553(9) 0.0260(15) Uani 1 1 d . . . H5B H 1.0472 -0.0163 0.6762 0.031 Uiso 1 1 calc R . . C5 C 1.2529(8) 0.0245(5) 0.6644(8) 0.0217(15) Uani 1 1 d . . . C1 C 0.6805(10) 0.2743(5) 0.6020(8) 0.0238(15) Uani 1 1 d . . . C4 C 0.6693(9) 0.4377(5) 0.3061(8) 0.0266(16) Uani 1 1 d . . . H7B1 H 0.6913 0.4079 0.2302 0.032 Uiso 1 1 calc R . . H7B2 H 0.5609 0.4460 0.2764 0.032 Uiso 1 1 calc R . . C10 C 0.9529(8) 0.2849(5) 0.1820(7) 0.0202(14) Uani 1 1 d . . . C16 C 1.4413(9) 0.2742(6) -0.0745(9) 0.0281(17) Uani 1 1 d . . . H8B H 1.4679 0.3261 -0.1090 0.034 Uiso 1 1 calc R . . C11 C 1.0110(8) 0.3209(5) 0.0661(8) 0.0216(15) Uani 1 1 d . . . H9 H 1.1167 0.3393 0.1095 0.026 Uiso 1 1 calc R . . C15 C 1.3044(9) 0.2718(6) -0.0501(9) 0.0284(16) Uani 1 1 d . . . H9B H 1.2456 0.3223 -0.0615 0.034 Uiso 1 1 calc R . . C2 C 0.6196(8) 0.3136(6) 0.4516(7) 0.0232(14) Uani 1 1 d . . . H12B H 0.5192 0.3386 0.4336 0.028 Uiso 1 1 calc R . . C13 C 1.1020(9) 0.1804(6) 0.0042(10) 0.0299(18) Uani 1 1 d . . . H13A H 1.0561 0.1286 -0.0506 0.036 Uiso 1 1 calc R . . H13B H 1.1174 0.1678 0.1032 0.036 Uiso 1 1 calc R . . C3 C 0.6097(9) 0.2402(6) 0.3401(9) 0.0250(15) Uani 1 1 d . . . H18A H 0.5440 0.1933 0.3488 0.030 Uiso 1 1 calc R . . H18B H 0.5677 0.2643 0.2446 0.030 Uiso 1 1 calc R . . O7 O 0.6774(9) 0.4814(5) 0.6981(9) 0.0485(18) Uani 1 1 d . . . O8 O 0.9367(10) 0.5680(6) 0.7174(9) 0.055(2) Uani 1 1 d . . . Br1 Br 1.16904(18) 0.42022(10) 0.65889(16) 0.0681(4) Uani 1 1 d . . . O9 O 0.4017(13) 0.5030(12) 0.5045(13) 0.112(6) Uani 1 1 d . . . H1M H 0.774(8) 0.182(5) 0.453(8) 0.000(16) 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 Cd2 0.0145(2) 0.0276(3) 0.0242(3) -0.0064(2) 0.00896(19) -0.0028(2) Cd1 0.0213(2) 0.0197(2) 0.0179(2) 0.00044(19) 0.00759(18) 0.0012(2) Br2 0.0260(4) 0.0269(4) 0.0448(5) -0.0065(3) 0.0111(4) 0.0034(3) O1 0.031(3) 0.042(3) 0.022(3) 0.008(2) 0.013(2) 0.013(3) O2 0.037(3) 0.033(3) 0.024(3) -0.001(2) 0.016(2) -0.011(3) O3 0.037(3) 0.022(2) 0.023(3) 0.002(2) 0.019(2) 0.001(2) O4 0.043(3) 0.024(3) 0.019(2) -0.001(2) 0.013(2) -0.009(2) O5 0.024(2) 0.026(3) 0.023(2) -0.002(2) 0.012(2) -0.002(2) O6 0.023(3) 0.024(3) 0.027(3) 0.003(2) 0.010(2) -0.004(2) N4 0.018(3) 0.030(3) 0.021(3) -0.007(3) 0.008(2) -0.005(3) N2 0.018(3) 0.024(3) 0.025(3) -0.006(2) 0.005(2) -0.008(2) N3 0.018(3) 0.034(4) 0.021(3) -0.002(3) 0.013(2) -0.007(3) N1 0.028(3) 0.021(3) 0.018(3) -0.005(2) 0.006(2) -0.005(3) C17 0.023(4) 0.034(4) 0.037(4) -0.003(4) 0.018(3) -0.003(3) C8 0.022(4) 0.022(3) 0.021(3) -0.002(3) 0.011(3) 0.001(3) C18 0.032(4) 0.028(4) 0.040(5) 0.000(4) 0.020(4) -0.003(4) C12 0.023(4) 0.030(4) 0.027(4) 0.002(3) 0.008(3) -0.008(3) C14 0.020(3) 0.033(4) 0.015(3) -0.005(3) 0.009(3) -0.009(3) C9 0.024(4) 0.030(4) 0.032(4) -0.004(3) 0.009(3) -0.003(3) C7 0.030(4) 0.021(4) 0.031(4) 0.002(3) 0.013(3) 0.000(3) C6 0.027(4) 0.020(3) 0.031(4) 0.002(3) 0.010(3) 0.005(3) C5 0.021(3) 0.015(3) 0.023(4) -0.004(3) 0.001(3) -0.005(3) C1 0.037(4) 0.021(3) 0.018(3) -0.002(3) 0.016(3) 0.005(3) C4 0.023(4) 0.027(4) 0.023(4) 0.008(3) 0.000(3) 0.000(3) C10 0.020(3) 0.028(4) 0.012(3) -0.002(3) 0.005(3) -0.001(3) C16 0.023(4) 0.036(4) 0.029(4) 0.006(3) 0.013(3) -0.001(3) C11 0.021(3) 0.024(4) 0.022(3) -0.007(3) 0.010(3) -0.004(3) C15 0.018(3) 0.031(4) 0.039(4) 0.008(3) 0.014(3) 0.006(3) C2 0.021(3) 0.029(4) 0.022(3) -0.004(3) 0.011(3) -0.002(3) C13 0.019(4) 0.042(5) 0.038(4) -0.009(4) 0.021(3) -0.003(3) C3 0.020(3) 0.027(4) 0.030(4) 0.004(3) 0.011(3) -0.001(3) O7 0.053(4) 0.030(4) 0.059(5) 0.003(3) 0.015(4) 0.006(3) O8 0.051(5) 0.059(5) 0.060(5) -0.014(4) 0.027(4) -0.009(4) Br1 0.0692(9) 0.0574(8) 0.0681(8) -0.0002(6) 0.0122(7) -0.0063(6) O9 0.058(6) 0.199(16) 0.079(7) 0.074(9) 0.025(5) 0.018(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 Cd2 N4 2.302(6) 1_456 ? Cd2 O2 2.304(6) . ? Cd2 N3 2.337(6) 1_556 ? Cd2 O6 2.511(6) 1_556 ? Cd2 O5 2.528(5) 1_556 ? Cd2 Br2 2.6265(10) . ? Cd1 N2 2.278(7) . ? Cd1 O4 2.287(5) . ? Cd1 O1 2.357(6) . ? Cd1 N1 2.364(7) . ? Cd1 O3 2.488(6) . ? Cd1 Br1 2.6511(15) . ? O1 C1 1.266(11) . ? O2 C1 1.227(10) . ? O3 C3 1.416(9) . ? O3 H1M 0.92(8) . ? O4 C10 1.267(9) . ? O5 C10 1.244(9) . ? O5 Cd2 2.528(5) 1_554 ? O6 C12 1.431(10) . ? O6 Cd2 2.511(6) 1_554 ? N4 C16 1.293(11) . ? N4 C17 1.359(11) . ? N4 Cd2 2.302(6) 1_654 ? N2 C7 1.344(10) . ? N2 C8 1.365(10) . ? N3 C13 1.433(12) . ? N3 C11 1.476(9) . ? N3 Cd2 2.337(6) 1_554 ? N3 H1K 0.9100 . ? N1 C2 1.488(10) . ? N1 C4 1.496(10) . ? N1 H1Z 0.9100 . ? C17 C18 1.363(12) . ? C17 H1 0.9300 . ? C8 C9 1.360(12) . ? C8 H1B 0.9300 . ? C18 C14 1.371(12) . ? C18 H2 0.9300 . ? C12 C11 1.513(12) . ? C12 H2K1 0.9700 . ? C12 H2K2 0.9700 . ? C14 C15 1.378(11) . ? C14 C13 1.542(10) . ? C9 C5 1.376(11) . ? C9 H2Z 0.9300 . ? C7 C6 1.359(11) . ? C7 H4B 0.9300 . ? C6 C5 1.448(11) . ? C6 H5B 0.9300 . ? C5 C4 1.488(11) 2_746 ? C1 C2 1.534(10) . ? C4 C5 1.488(11) 2_756 ? C4 H7B1 0.9700 . ? C4 H7B2 0.9700 . ? C10 C11 1.550(10) . ? C16 C15 1.401(11) . ? C16 H8B 0.9300 . ? C11 H9 0.9800 . ? C15 H9B 0.9300 . ? C2 C3 1.558(11) . ? C2 H12B 0.9800 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C3 H18A 0.9700 . ? C3 H18B 0.9700 . ? 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 Cd2 O2 88.5(2) 1_456 . ? N4 Cd2 N3 143.4(2) 1_456 1_556 ? O2 Cd2 N3 117.1(2) . 1_556 ? N4 Cd2 O6 88.0(2) 1_456 1_556 ? O2 Cd2 O6 83.1(2) . 1_556 ? N3 Cd2 O6 71.0(2) 1_556 1_556 ? N4 Cd2 O5 79.19(19) 1_456 1_556 ? O2 Cd2 O5 156.3(2) . 1_556 ? N3 Cd2 O5 67.14(19) 1_556 1_556 ? O6 Cd2 O5 76.38(18) 1_556 1_556 ? N4 Cd2 Br2 98.11(18) 1_456 . ? O2 Cd2 Br2 100.27(15) . . ? N3 Cd2 Br2 102.02(18) 1_556 . ? O6 Cd2 Br2 173.02(13) 1_556 . ? O5 Cd2 Br2 101.43(13) 1_556 . ? N2 Cd1 O4 100.0(2) . . ? N2 Cd1 O1 86.6(2) . . ? O4 Cd1 O1 156.6(2) . . ? N2 Cd1 N1 149.0(2) . . ? O4 Cd1 N1 95.8(2) . . ? O1 Cd1 N1 69.2(2) . . ? N2 Cd1 O3 84.0(2) . . ? O4 Cd1 O3 83.03(18) . . ? O1 Cd1 O3 75.3(2) . . ? N1 Cd1 O3 71.6(2) . . ? N2 Cd1 Br1 97.27(16) . . ? O4 Cd1 Br1 96.34(15) . . ? O1 Cd1 Br1 105.13(17) . . ? N1 Cd1 Br1 107.34(16) . . ? O3 Cd1 Br1 178.70(15) . . ? C1 O1 Cd1 115.8(5) . . ? C1 O2 Cd2 104.0(5) . . ? C3 O3 Cd1 112.1(5) . . ? C3 O3 H1M 98(4) . . ? Cd1 O3 H1M 81(4) . . ? C10 O4 Cd1 132.5(5) . . ? C10 O5 Cd2 109.4(4) . 1_554 ? C12 O6 Cd2 110.6(5) . 1_554 ? C16 N4 C17 117.3(7) . . ? C16 N4 Cd2 122.5(5) . 1_654 ? C17 N4 Cd2 119.8(5) . 1_654 ? C7 N2 C8 116.3(7) . . ? C7 N2 Cd1 121.2(5) . . ? C8 N2 Cd1 122.5(5) . . ? C13 N3 C11 115.6(7) . . ? C13 N3 Cd2 114.3(5) . 1_554 ? C11 N3 Cd2 104.7(4) . 1_554 ? C13 N3 H1K 107.3 . . ? C11 N3 H1K 107.3 . . ? Cd2 N3 H1K 107.3 1_554 . ? C2 N1 C4 115.8(6) . . ? C2 N1 Cd1 102.1(5) . . ? C4 N1 Cd1 121.4(5) . . ? C2 N1 H1Z 105.4 . . ? C4 N1 H1Z 105.4 . . ? Cd1 N1 H1Z 105.4 . . ? N4 C17 C18 122.8(8) . . ? N4 C17 H1 118.6 . . ? C18 C17 H1 118.6 . . ? C9 C8 N2 124.3(8) . . ? C9 C8 H1B 117.8 . . ? N2 C8 H1B 117.8 . . ? C17 C18 C14 120.0(8) . . ? C17 C18 H2 120.0 . . ? C14 C18 H2 120.0 . . ? O6 C12 C11 110.7(6) . . ? O6 C12 H2K1 109.5 . . ? C11 C12 H2K1 109.5 . . ? O6 C12 H2K2 109.5 . . ? C11 C12 H2K2 109.5 . . ? H2K1 C12 H2K2 108.1 . . ? C18 C14 C15 117.3(7) . . ? C18 C14 C13 119.0(7) . . ? C15 C14 C13 123.6(7) . . ? C8 C9 C5 119.3(8) . . ? C8 C9 H2Z 120.4 . . ? C5 C9 H2Z 120.4 . . ? N2 C7 C6 124.3(8) . . ? N2 C7 H4B 117.8 . . ? C6 C7 H4B 117.8 . . ? C7 C6 C5 118.1(8) . . ? C7 C6 H5B 121.0 . . ? C5 C6 H5B 121.0 . . ? C9 C5 C6 117.7(7) . . ? C9 C5 C4 122.2(8) . 2_746 ? C6 C5 C4 120.0(7) . 2_746 ? O2 C1 O1 125.5(7) . . ? O2 C1 C2 119.3(7) . . ? O1 C1 C2 115.3(6) . . ? C5 C4 N1 108.5(6) 2_756 . ? C5 C4 H7B1 110.0 2_756 . ? N1 C4 H7B1 110.0 . . ? C5 C4 H7B2 110.0 2_756 . ? N1 C4 H7B2 110.0 . . ? H7B1 C4 H7B2 108.4 . . ? O5 C10 O4 126.2(6) . . ? O5 C10 C11 118.8(6) . . ? O4 C10 C11 114.9(6) . . ? N4 C16 C15 123.3(8) . . ? N4 C16 H8B 118.3 . . ? C15 C16 H8B 118.3 . . ? N3 C11 C12 109.0(6) . . ? N3 C11 C10 109.2(6) . . ? C12 C11 C10 108.3(6) . . ? N3 C11 H9 110.1 . . ? C12 C11 H9 110.1 . . ? C10 C11 H9 110.1 . . ? C14 C15 C16 119.1(8) . . ? C14 C15 H9B 120.5 . . ? C16 C15 H9B 120.5 . . ? N1 C2 C1 109.3(6) . . ? N1 C2 C3 109.0(6) . . ? C1 C2 C3 109.6(7) . . ? N1 C2 H12B 109.7 . . ? C1 C2 H12B 109.7 . . ? C3 C2 H12B 109.7 . . ? N3 C13 C14 117.0(7) . . ? N3 C13 H13A 108.0 . . ? C14 C13 H13A 108.0 . . ? N3 C13 H13B 108.0 . . ? C14 C13 H13B 108.0 . . ? H13A C13 H13B 107.3 . . ? O3 C3 C2 109.2(6) . . ? O3 C3 H18A 109.8 . . ? C2 C3 H18A 109.8 . . ? O3 C3 H18B 109.8 . . ? C2 C3 H18B 109.8 . . ? H18A C3 H18B 108.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Cd1 O1 C1 -130.9(6) . . . . ? O4 Cd1 O1 C1 -23.5(9) . . . . ? N1 Cd1 O1 C1 29.3(5) . . . . ? O3 Cd1 O1 C1 -46.3(5) . . . . ? Br1 Cd1 O1 C1 132.4(5) . . . . ? N4 Cd2 O2 C1 165.7(5) 1_456 . . . ? N3 Cd2 O2 C1 13.0(6) 1_556 . . . ? O6 Cd2 O2 C1 77.5(5) 1_556 . . . ? O5 Cd2 O2 C1 107.5(6) 1_556 . . . ? Br2 Cd2 O2 C1 -96.3(5) . . . . ? N2 Cd1 O3 C3 149.7(5) . . . . ? O4 Cd1 O3 C3 -109.4(5) . . . . ? O1 Cd1 O3 C3 61.6(5) . . . . ? N1 Cd1 O3 C3 -11.0(5) . . . . ? Br1 Cd1 O3 C3 -48(5) . . . . ? N2 Cd1 O4 C10 67.2(7) . . . . ? O1 Cd1 O4 C10 -37.6(10) . . . . ? N1 Cd1 O4 C10 -86.1(7) . . . . ? O3 Cd1 O4 C10 -15.4(7) . . . . ? Br1 Cd1 O4 C10 165.7(7) . . . . ? O4 Cd1 N2 C7 -122.6(6) . . . . ? O1 Cd1 N2 C7 34.8(6) . . . . ? N1 Cd1 N2 C7 -3.1(9) . . . . ? O3 Cd1 N2 C7 -40.7(6) . . . . ? Br1 Cd1 N2 C7 139.7(6) . . . . ? O4 Cd1 N2 C8 53.9(6) . . . . ? O1 Cd1 N2 C8 -148.7(6) . . . . ? N1 Cd1 N2 C8 173.4(5) . . . . ? O3 Cd1 N2 C8 135.7(6) . . . . ? Br1 Cd1 N2 C8 -43.9(6) . . . . ? N2 Cd1 N1 C2 -1.3(7) . . . . ? O4 Cd1 N1 C2 119.2(4) . . . . ? O1 Cd1 N1 C2 -42.3(4) . . . . ? O3 Cd1 N1 C2 38.5(4) . . . . ? Br1 Cd1 N1 C2 -142.3(4) . . . . ? N2 Cd1 N1 C4 -132.1(6) . . . . ? O4 Cd1 N1 C4 -11.6(6) . . . . ? O1 Cd1 N1 C4 -173.0(6) . . . . ? O3 Cd1 N1 C4 -92.3(5) . . . . ? Br1 Cd1 N1 C4 86.9(5) . . . . ? C16 N4 C17 C18 2.2(12) . . . . ? Cd2 N4 C17 C18 -170.2(7) 1_654 . . . ? C7 N2 C8 C9 0.2(11) . . . . ? Cd1 N2 C8 C9 -176.4(6) . . . . ? N4 C17 C18 C14 -1.6(14) . . . . ? Cd2 O6 C12 C11 -20.2(7) 1_554 . . . ? C17 C18 C14 C15 -2.1(12) . . . . ? C17 C18 C14 C13 175.7(8) . . . . ? N2 C8 C9 C5 0.7(13) . . . . ? C8 N2 C7 C6 0.1(12) . . . . ? Cd1 N2 C7 C6 176.8(6) . . . . ? N2 C7 C6 C5 -1.3(13) . . . . ? C8 C9 C5 C6 -1.8(12) . . . . ? C8 C9 C5 C4 174.2(7) . . . 2_746 ? C7 C6 C5 C9 2.1(12) . . . . ? C7 C6 C5 C4 -174.0(7) . . . 2_746 ? Cd2 O2 C1 O1 4.1(9) . . . . ? Cd2 O2 C1 C2 -175.5(6) . . . . ? Cd1 O1 C1 O2 172.9(6) . . . . ? Cd1 O1 C1 C2 -7.6(8) . . . . ? C2 N1 C4 C5 155.4(7) . . . 2_756 ? Cd1 N1 C4 C5 -79.9(7) . . . 2_756 ? Cd2 O5 C10 O4 156.0(7) 1_554 . . . ? Cd2 O5 C10 C11 -18.8(8) 1_554 . . . ? Cd1 O4 C10 O5 7.2(12) . . . . ? Cd1 O4 C10 C11 -177.8(5) . . . . ? C17 N4 C16 C15 1.0(12) . . . . ? Cd2 N4 C16 C15 173.1(6) 1_654 . . . ? C13 N3 C11 C12 169.3(6) . . . . ? Cd2 N3 C11 C12 -64.0(6) 1_554 . . . ? C13 N3 C11 C10 -72.5(7) . . . . ? Cd2 N3 C11 C10 54.1(6) 1_554 . . . ? O6 C12 C11 N3 57.1(8) . . . . ? O6 C12 C11 C10 -61.5(8) . . . . ? O5 C10 C11 N3 -22.7(9) . . . . ? O4 C10 C11 N3 161.9(6) . . . . ? O5 C10 C11 C12 95.8(8) . . . . ? O4 C10 C11 C12 -79.6(8) . . . . ? C18 C14 C15 C16 5.0(12) . . . . ? C13 C14 C15 C16 -172.7(8) . . . . ? N4 C16 C15 C14 -4.6(13) . . . . ? C4 N1 C2 C1 -171.3(6) . . . . ? Cd1 N1 C2 C1 54.6(6) . . . . ? C4 N1 C2 C3 69.0(8) . . . . ? Cd1 N1 C2 C3 -65.1(6) . . . . ? O2 C1 C2 N1 145.8(7) . . . . ? O1 C1 C2 N1 -33.8(9) . . . . ? O2 C1 C2 C3 -94.8(8) . . . . ? O1 C1 C2 C3 85.6(8) . . . . ? C11 N3 C13 C14 -84.7(8) . . . . ? Cd2 N3 C13 C14 153.6(5) 1_554 . . . ? C18 C14 C13 N3 -172.2(7) . . . . ? C15 C14 C13 N3 5.4(12) . . . . ? Cd1 O3 C3 C2 -18.8(7) . . . . ? N1 C2 C3 O3 58.0(8) . . . . ? C1 C2 C3 O3 -61.6(8) . . . . ? _diffrn_measured_fraction_theta_max 0.99 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.99 _refine_diff_density_max 2.416 _refine_diff_density_min -2.270 _refine_diff_density_rms 0.214 data_3a _publ_contact_author_name 'Dr. Rahul Banerjee' _publ_contact_author_address ;Dr. Rahul Banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _publ_contact_author_email r.banerjee@ncl.res.in loop_ _publ_author_name _publ_author_address 'Dr. Rahul Banerjee' ;Dr. Rahul Banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C10 H13 Cd Cl N2 O3, 2(O)' _chemical_formula_sum 'C10 H13 Cd Cl N2 O5' _chemical_compound_source synthesized _chemical_melting_point ? _exptl_crystal_description rod _exptl_crystal_colour colorless _diffrn_ambient_temperature 296(2) _chemical_formula_weight 389.08 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 'P 21' _symmetry_int_tables_number 4 _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.9060(7) _cell_length_b 10.7338(10) _cell_length_c 8.9647(8) _cell_angle_alpha 90.00 _cell_angle_beta 110.5280(10) _cell_angle_gamma 90.00 _cell_volume 712.45(11) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7403 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 25.42 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.814 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384.0 _exptl_absorpt_coefficient_mu 1.736 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.666 _exptl_absorpt_correction_T_max 0.841 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5993 _diffrn_reflns_av_R_equivalents 0.0224 _diffrn_reflns_av_sigmaI/netI 0.0464 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 25.42 _reflns_number_total 2583 _reflns_number_gt 2571 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ;The hydrogen atoms attached to O3 atom cannot be fixed which can be noted from the high thermal parameter of the oxygen atom. 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^)+(0.0050P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) _refine_ls_number_reflns 2583 _refine_ls_number_parameters 179 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0190 _refine_ls_R_factor_gt 0.0189 _refine_ls_wR_factor_ref 0.0501 _refine_ls_wR_factor_gt 0.0501 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 0.49672(2) 0.98452(3) 0.141522(18) 0.01916(6) Uani 1 1 d . . . Cl1 Cl 0.27835(11) 0.94019(8) 0.28360(11) 0.03448(18) Uani 1 1 d . . . O18 O 0.7061(2) 0.9921(3) -0.0110(2) 0.0274(4) Uani 1 1 d . . . N1 N 0.3294(3) 0.9891(4) -0.1304(2) 0.0178(4) Uani 1 1 d . . . H1A H 0.3254 1.0682 -0.1681 0.021 Uiso 1 1 calc R . . O16 O 0.5071(3) 0.7812(2) 0.0379(2) 0.0269(5) Uani 1 1 d . . . C3 C 0.6183(3) 0.9686(3) -0.1791(3) 0.0216(6) Uani 1 1 d . . . H1 H 0.6908 0.9073 -0.2113 0.026 Uiso 1 1 calc R . . C5 C 0.1436(4) 0.9417(3) -0.1644(3) 0.0221(5) Uani 1 1 d . . . H6A H 0.0883 0.9903 -0.1025 0.027 Uiso 1 1 calc R . . H6B H 0.1521 0.8564 -0.1266 0.027 Uiso 1 1 calc R . . N2 N 0.7508(3) 0.95652(19) 0.3615(3) 0.0229(6) Uani 1 1 d . . . C9 C 0.7618(4) 0.8602(3) 0.4588(4) 0.0267(6) Uani 1 1 d . . . H7 H 0.6763 0.7971 0.4240 0.032 Uiso 1 1 calc R . . C7 C 1.0123(4) 1.0420(3) 0.5629(4) 0.0304(6) Uani 1 1 d . . . H9 H 1.0974 1.1056 0.5944 0.037 Uiso 1 1 calc R . . C8 C 0.8775(5) 1.0452(3) 0.4138(4) 0.0316(7) Uani 1 1 d . . . H10 H 0.8749 1.1120 0.3469 0.038 Uiso 1 1 calc R . . C10 C 0.8918(4) 0.8489(3) 0.6072(4) 0.0229(5) Uani 1 1 d . . . H12 H 0.8951 0.7788 0.6693 0.028 Uiso 1 1 calc R . . C6 C 1.0190(3) 0.9438(3) 0.6640(3) 0.0206(6) Uani 1 1 d . . . C1 C 0.4751(4) 0.7821(2) -0.1093(4) 0.0213(5) Uani 1 1 d . . . O17 O 0.4810(3) 0.6903(2) -0.1939(3) 0.0313(5) Uani 1 1 d . . . C2 C 0.4347(4) 0.9086(2) -0.1994(3) 0.0190(5) Uani 1 1 d . . . H16 H 0.3666 0.8943 -0.3127 0.023 Uiso 1 1 calc R . . C4 C 0.6038(4) 1.0848(3) -0.2793(4) 0.0306(7) Uani 1 1 d . . . H17A H 0.5428 1.1490 -0.2431 0.046 Uiso 1 1 calc R . . H17B H 0.5367 1.0661 -0.3889 0.046 Uiso 1 1 calc R . . H17C H 0.7226 1.1129 -0.2692 0.046 Uiso 1 1 calc R . . O19 O 0.9250(4) 0.7645(2) 0.1457(3) 0.0425(6) Uani 1 1 d . . . O20 O -0.0055(3) 0.1429(2) 0.0898(3) 0.0324(5) Uani 1 1 d . . . H2A H 0.810(6) 1.050(4) 0.021(5) 0.039(11) 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 Cd1 0.01834(9) 0.02031(9) 0.01362(9) -0.00064(8) -0.00092(7) 0.00009(8) Cl1 0.0286(4) 0.0442(4) 0.0318(4) 0.0045(3) 0.0119(4) -0.0014(3) O18 0.0192(9) 0.0383(11) 0.0198(9) -0.0014(12) 0.0004(8) -0.0097(12) N1 0.0158(8) 0.0170(9) 0.0153(9) 0.0006(13) -0.0010(8) 0.0015(13) O16 0.0376(13) 0.0199(9) 0.0193(11) 0.0029(8) 0.0049(11) 0.0018(8) C3 0.0210(12) 0.0255(19) 0.0170(11) 0.0044(11) 0.0052(11) 0.0004(11) C5 0.0160(11) 0.0313(12) 0.0145(13) 0.0003(10) -0.0004(11) -0.0014(10) N2 0.0205(11) 0.0271(15) 0.0162(11) 0.0016(8) 0.0005(10) 0.0033(9) C9 0.0263(15) 0.0219(12) 0.0234(15) -0.0047(11) -0.0020(14) -0.0055(11) C7 0.0237(15) 0.0374(16) 0.0214(15) 0.0068(13) -0.0031(14) -0.0102(12) C8 0.0316(16) 0.0355(16) 0.0217(15) 0.0099(14) 0.0017(14) -0.0071(13) C10 0.0227(13) 0.0217(12) 0.0176(13) 0.0033(10) -0.0014(12) 0.0017(10) C6 0.0153(12) 0.0258(13) 0.0173(12) -0.0005(10) 0.0015(11) 0.0017(9) C1 0.0199(12) 0.0179(12) 0.0226(13) -0.0003(11) 0.0032(12) -0.0009(10) O17 0.0477(14) 0.0176(9) 0.0267(12) -0.0021(9) 0.0109(11) -0.0003(8) C2 0.0202(13) 0.0162(11) 0.0159(13) 0.0004(9) 0.0005(12) 0.0004(9) C4 0.0398(18) 0.0257(13) 0.0288(16) 0.0056(12) 0.0152(16) 0.0005(12) O19 0.0365(15) 0.0396(14) 0.0445(17) -0.0059(11) 0.0054(15) 0.0070(10) O20 0.0300(12) 0.0292(12) 0.0363(14) -0.0050(10) 0.0094(11) -0.0043(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 Cd1 O17 2.252(2) 2_655 ? Cd1 N2 2.288(2) . ? Cd1 N1 2.331(2) . ? Cd1 O16 2.384(2) . ? Cd1 O18 2.4908(17) . ? Cd1 Cl1 2.5242(7) . ? O18 C3 1.443(3) . ? N1 C2 1.478(3) . ? N1 C5 1.481(3) . ? O16 C1 1.254(4) . ? C3 C4 1.518(4) . ? C3 C2 1.540(4) . ? C5 C6 1.508(4) 1_454 ? N2 C9 1.337(4) . ? N2 C8 1.341(4) . ? C9 C10 1.372(4) . ? C7 C6 1.379(4) . ? C7 C8 1.387(5) . ? C10 C6 1.397(4) . ? C6 C5 1.508(4) 1_656 ? C1 O17 1.255(4) . ? C1 C2 1.554(4) . ? O17 Cd1 2.252(2) 2_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 O17 Cd1 N2 88.18(8) 2_655 . ? O17 Cd1 N1 99.89(11) 2_655 . ? N2 Cd1 N1 155.33(7) . . ? O17 Cd1 O16 165.46(7) 2_655 . ? N2 Cd1 O16 94.33(8) . . ? N1 Cd1 O16 72.32(11) . . ? O17 Cd1 O18 93.68(9) 2_655 . ? N2 Cd1 O18 85.74(7) . . ? N1 Cd1 O18 70.60(6) . . ? O16 Cd1 O18 72.28(9) . . ? O17 Cd1 Cl1 95.57(6) 2_655 . ? N2 Cd1 Cl1 95.14(6) . . ? N1 Cd1 Cl1 107.09(5) . . ? O16 Cd1 Cl1 98.46(5) . . ? O18 Cd1 Cl1 170.74(8) . . ? C3 O18 Cd1 113.52(13) . . ? C2 N1 C5 112.1(3) . . ? C2 N1 Cd1 103.24(16) . . ? C5 N1 Cd1 111.46(15) . . ? C1 O16 Cd1 112.41(17) . . ? O18 C3 C4 112.5(3) . . ? O18 C3 C2 106.54(19) . . ? C4 C3 C2 113.7(3) . . ? N1 C5 C6 116.7(2) . 1_454 ? C9 N2 C8 116.8(3) . . ? C9 N2 Cd1 120.06(19) . . ? C8 N2 Cd1 122.0(2) . . ? N2 C9 C10 123.9(3) . . ? C6 C7 C8 119.5(3) . . ? N2 C8 C7 123.1(3) . . ? C9 C10 C6 119.2(3) . . ? C7 C6 C10 117.5(3) . . ? C7 C6 C5 122.9(3) . 1_656 ? C10 C6 C5 119.3(3) . 1_656 ? O16 C1 O17 126.4(3) . . ? O16 C1 C2 118.9(2) . . ? O17 C1 C2 114.6(3) . . ? C1 O17 Cd1 131.4(2) . 2_645 ? N1 C2 C3 110.6(3) . . ? N1 C2 C1 109.7(2) . . ? C3 C2 C1 106.9(2) . . ? _diffrn_measured_fraction_theta_max 0.99 _diffrn_reflns_theta_full 25.42 _diffrn_measured_fraction_theta_full 0.99 _refine_diff_density_max 0.428 _refine_diff_density_min -0.596 _refine_diff_density_rms 0.105 data_3b _publ_contact_author_name 'Dr. Rahul Banerjee' _publ_contact_author_address ;Dr. Rahul Banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _publ_contact_author_email r.banerjee@ncl.res.in loop_ _publ_author_name _publ_author_address 'Dr. Rahul Banerjee' ;Dr. Rahul Banerjee Physical Chemistry Division National Chemical Laboratory Pune Pune-411008 ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C10 H12 Br Cd N2 O3, 2(O)' _chemical_formula_sum 'C10 H12 Br Cd N2 O5' _chemical_compound_source synthesized _chemical_melting_point ? _exptl_crystal_description rod _exptl_crystal_colour colorless _diffrn_ambient_temperature 296(2) _chemical_formula_weight 432.53 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' Br Br -0.2901 2.4595 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_int_tables_number 4 _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.9689(12) _cell_length_b 10.7406(15) _cell_length_c 8.9501(13) _cell_angle_alpha 90.00 _cell_angle_beta 110.444(2) _cell_angle_gamma 90.00 _cell_volume 717.80(18) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3668 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 27.17 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.001 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 418 _exptl_absorpt_coefficient_mu 4.320 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.602 _exptl_absorpt_correction_T_max 0.650 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4289 _diffrn_reflns_av_R_equivalents 0.1372 _diffrn_reflns_av_sigmaI/netI 0.0883 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.17 _reflns_number_total 2245 _reflns_number_gt 2197 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ;The hydrogen atoms attached to O3 atom cannot be fixed which can be noted from the high thermal parameter of the oxygen atom. 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^)+(0.0804P)^2^+4.1117P] 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 0.11(3) _refine_ls_number_reflns 2245 _refine_ls_number_parameters 174 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0630 _refine_ls_R_factor_gt 0.0625 _refine_ls_wR_factor_ref 0.1450 _refine_ls_wR_factor_gt 0.1446 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _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 0.00009(7) 0.83001(6) 0.14296(6) 0.0141(2) Uani 1 1 d . . . Br1 Br -0.22130(13) 0.78457(14) 0.29987(11) 0.0242(3) Uani 1 1 d . . . O1 O 0.0058(10) 0.6261(8) 0.0391(8) 0.0191(14) Uani 1 1 d . . . N2 N 0.2547(10) 0.8027(8) 0.3635(9) 0.0167(19) Uani 1 1 d . . . N1 N -0.1685(8) 0.8350(11) -0.1288(8) 0.0139(13) Uani 1 1 d . . . H7 H -0.1709 0.9138 -0.1668 0.017 Uiso 1 1 calc R . . C9 C 0.2665(13) 0.7032(10) 0.4588(12) 0.0189(19) Uani 1 1 d . . . H10 H 0.1851 0.6382 0.4227 0.023 Uiso 1 1 calc R . . C10 C 0.3976(13) 0.6954(11) 0.6097(12) 0.0194(19) Uani 1 1 d . . . H11 H 0.4031 0.6256 0.6727 0.023 Uiso 1 1 calc R . . C5 C -0.3547(11) 0.7896(11) -0.1615(10) 0.0165(17) Uani 1 1 d . . . H12A H -0.4079 0.8399 -0.0996 0.020 Uiso 1 1 calc R . . H12B H -0.3479 0.7049 -0.1224 0.020 Uiso 1 1 calc R . . C6 C 0.5199(11) 0.7911(11) 0.6664(11) 0.0161(18) Uani 1 1 d . . . C8 C 0.3760(14) 0.8933(12) 0.4167(12) 0.024(2) Uani 1 1 d . . . H15 H 0.3703 0.9611 0.3504 0.028 Uiso 1 1 calc R . . C7 C 0.5094(13) 0.8915(11) 0.5653(12) 0.023(2) Uani 1 1 d . . . H16 H 0.5910 0.9566 0.5973 0.027 Uiso 1 1 calc R . . O5 O 0.5149(10) 0.4893(8) 0.9141(10) 0.0256(16) Uani 1 1 d . . . O2 O 0.0289(11) 1.0348(7) 0.1944(9) 0.0211(15) Uani 1 1 d . . . O3 O 0.2051(8) 0.8335(11) -0.0111(7) 0.0199(13) Uani 1 1 d . . . C3 C 0.1143(12) 0.8116(10) -0.1798(10) 0.017(2) Uani 1 1 d . . . H22 H 0.1840 0.7498 -0.2137 0.020 Uiso 1 1 calc R . . C2 C -0.0671(12) 0.7529(9) -0.1986(10) 0.0150(18) Uani 1 1 d . . . H21 H -0.1355 0.7394 -0.3119 0.018 Uiso 1 1 calc R . . C1 C -0.0302(12) 0.6273(10) -0.1107(11) 0.0148(17) Uani 1 1 d . . . C4 C 0.1038(15) 0.9279(11) -0.2780(12) 0.022(2) Uani 1 1 d . . . H23A H 0.0391 0.9912 -0.2451 0.034 Uiso 1 1 calc R . . H23B H 0.0431 0.9092 -0.3887 0.034 Uiso 1 1 calc R . . H23C H 0.2227 0.9570 -0.2625 0.034 Uiso 1 1 calc R . . O4 O 0.4128(12) 0.6049(10) 0.1410(10) 0.033(2) 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 0.0210(3) 0.0085(3) 0.0125(3) -0.0006(3) 0.0054(2) 0.0001(3) Br1 0.0280(5) 0.0261(5) 0.0225(4) 0.0011(4) 0.0138(4) -0.0017(4) O1 0.037(4) 0.006(3) 0.018(3) 0.002(3) 0.013(3) 0.002(3) N2 0.024(4) 0.012(6) 0.015(3) 0.002(3) 0.007(3) 0.004(3) N1 0.017(3) 0.008(3) 0.018(3) 0.001(4) 0.008(2) 0.001(4) C9 0.026(4) 0.006(4) 0.021(4) -0.002(4) 0.004(4) -0.008(4) C10 0.025(4) 0.011(5) 0.023(4) 0.002(4) 0.009(4) 0.003(4) C5 0.022(4) 0.016(4) 0.014(4) 0.000(4) 0.009(3) -0.001(4) C6 0.021(4) 0.012(4) 0.019(4) -0.002(4) 0.012(3) 0.001(4) C8 0.031(5) 0.021(6) 0.023(4) 0.007(5) 0.015(4) -0.003(5) C7 0.026(4) 0.016(6) 0.027(5) 0.004(5) 0.011(4) -0.002(4) O5 0.034(4) 0.018(4) 0.030(4) 0.005(4) 0.018(3) 0.006(4) O2 0.038(4) 0.002(3) 0.025(4) -0.001(3) 0.014(3) -0.002(3) O3 0.021(3) 0.023(3) 0.015(2) 0.004(4) 0.005(2) -0.007(4) C3 0.025(4) 0.012(7) 0.017(4) 0.006(4) 0.010(3) 0.003(4) C2 0.027(4) 0.005(4) 0.012(4) 0.000(3) 0.006(3) -0.001(4) C1 0.021(4) 0.007(4) 0.018(4) -0.003(4) 0.009(3) -0.005(4) C4 0.036(5) 0.011(5) 0.021(5) 0.002(4) 0.010(4) -0.004(5) O4 0.038(4) 0.029(5) 0.030(4) -0.006(4) 0.010(3) 0.007(4) _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 2.243(8) . ? Cd1 N2 2.302(7) . ? Cd1 N1 2.332(7) . ? Cd1 O1 2.386(8) . ? Cd1 O3 2.479(6) . ? Cd1 Br1 2.6559(11) . ? O1 C1 1.270(12) . ? N2 C8 1.337(14) . ? N2 C9 1.350(13) . ? N1 C2 1.474(13) . ? N1 C5 1.491(11) . ? N1 H7 0.9100 . ? C9 C10 1.392(13) . ? C9 H10 0.9300 . ? C10 C6 1.386(16) . ? C10 H11 0.9300 . ? C5 C6 1.515(12) 1_454 ? C5 H12A 0.9700 . ? C5 H12B 0.9700 . ? C6 C7 1.391(16) . ? C6 C5 1.515(12) 1_656 ? C8 C7 1.383(14) . ? C8 H15 0.9300 . ? C7 H16 0.9300 . ? O2 C1 1.246(13) 2 ? O3 C3 1.447(10) . ? C3 C4 1.512(14) . ? C3 C2 1.531(13) . ? C3 H22 0.9800 . ? C2 C1 1.537(14) . ? C2 H21 0.9800 . ? C1 O2 1.246(13) 2_545 ? C4 H23A 0.9600 . ? C4 H23B 0.9600 . ? C4 H23C 0.9600 . ? 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 N2 87.3(3) . . ? O2 Cd1 N1 99.9(4) . . ? N2 Cd1 N1 155.6(3) . . ? O2 Cd1 O1 165.0(3) . . ? N2 Cd1 O1 94.9(3) . . ? N1 Cd1 O1 72.4(3) . . ? O2 Cd1 O3 93.4(3) . . ? N2 Cd1 O3 85.7(2) . . ? N1 Cd1 O3 70.8(2) . . ? O1 Cd1 O3 72.0(3) . . ? O2 Cd1 Br1 96.4(2) . . ? N2 Cd1 Br1 94.2(2) . . ? N1 Cd1 Br1 107.98(17) . . ? O1 Cd1 Br1 98.28(18) . . ? O3 Cd1 Br1 170.2(3) . . ? C1 O1 Cd1 111.9(6) . . ? C8 N2 C9 118.0(8) . . ? C8 N2 Cd1 121.6(7) . . ? C9 N2 Cd1 119.2(7) . . ? C2 N1 C5 112.1(9) . . ? C2 N1 Cd1 103.1(5) . . ? C5 N1 Cd1 111.6(5) . . ? C2 N1 H7 109.9 . . ? C5 N1 H7 109.9 . . ? Cd1 N1 H7 109.9 . . ? N2 C9 C10 121.6(10) . . ? N2 C9 H10 119.2 . . ? C10 C9 H10 119.2 . . ? C6 C10 C9 120.3(10) . . ? C6 C10 H11 119.8 . . ? C9 C10 H11 119.8 . . ? N1 C5 C6 117.0(7) . 1_454 ? N1 C5 H12A 108.0 . . ? C6 C5 H12A 108.0 1_454 . ? N1 C5 H12B 108.0 . . ? C6 C5 H12B 108.0 1_454 . ? H12A C5 H12B 107.3 . . ? C10 C6 C7 117.5(9) . . ? C10 C6 C5 119.7(10) . 1_656 ? C7 C6 C5 122.5(10) . 1_656 ? N2 C8 C7 123.3(10) . . ? N2 C8 H15 118.3 . . ? C7 C8 H15 118.3 . . ? C8 C7 C6 119.2(10) . . ? C8 C7 H16 120.4 . . ? C6 C7 H16 120.4 . . ? C1 O2 Cd1 132.9(7) 2 . ? C3 O3 Cd1 113.0(5) . . ? O3 C3 C4 112.2(9) . . ? O3 C3 C2 106.9(7) . . ? C4 C3 C2 114.7(8) . . ? O3 C3 H22 107.6 . . ? C4 C3 H22 107.6 . . ? C2 C3 H22 107.6 . . ? N1 C2 C3 110.1(8) . . ? N1 C2 C1 110.1(8) . . ? C3 C2 C1 107.5(8) . . ? N1 C2 H21 109.7 . . ? C3 C2 H21 109.7 . . ? C1 C2 H21 109.7 . . ? O2 C1 O1 125.4(10) 2_545 . ? O2 C1 C2 115.6(8) 2_545 . ? O1 C1 C2 118.8(8) . . ? C3 C4 H23A 109.5 . . ? C3 C4 H23B 109.5 . . ? H23A C4 H23B 109.5 . . ? C3 C4 H23C 109.5 . . ? H23A C4 H23C 109.5 . . ? H23B C4 H23C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Cd1 O1 C1 -39.5(14) . . . . ? N2 Cd1 O1 C1 -137.5(6) . . . . ? N1 Cd1 O1 C1 21.2(6) . . . . ? O3 Cd1 O1 C1 -53.7(6) . . . . ? Br1 Cd1 O1 C1 127.6(6) . . . . ? O2 Cd1 N2 C8 -24.9(8) . . . . ? N1 Cd1 N2 C8 83.3(11) . . . . ? O1 Cd1 N2 C8 140.2(8) . . . . ? O3 Cd1 N2 C8 68.7(8) . . . . ? Br1 Cd1 N2 C8 -121.1(7) . . . . ? O2 Cd1 N2 C9 142.4(8) . . . . ? N1 Cd1 N2 C9 -109.4(10) . . . . ? O1 Cd1 N2 C9 -52.5(8) . . . . ? O3 Cd1 N2 C9 -124.0(8) . . . . ? Br1 Cd1 N2 C9 46.2(8) . . . . ? O2 Cd1 N1 C2 128.9(6) . . . . ? N2 Cd1 N1 C2 23.3(13) . . . . ? O1 Cd1 N1 C2 -37.8(6) . . . . ? O3 Cd1 N1 C2 38.8(6) . . . . ? Br1 Cd1 N1 C2 -131.0(6) . . . . ? O2 Cd1 N1 C5 -110.5(8) . . . . ? N2 Cd1 N1 C5 143.9(8) . . . . ? O1 Cd1 N1 C5 82.8(8) . . . . ? O3 Cd1 N1 C5 159.3(9) . . . . ? Br1 Cd1 N1 C5 -10.4(8) . . . . ? C8 N2 C9 C10 1.6(15) . . . . ? Cd1 N2 C9 C10 -166.2(8) . . . . ? N2 C9 C10 C6 0.3(16) . . . . ? C2 N1 C5 C6 -66.3(13) . . . 1_454 ? Cd1 N1 C5 C6 178.5(8) . . . 1_454 ? C9 C10 C6 C7 -2.0(15) . . . . ? C9 C10 C6 C5 171.7(9) . . . 1_656 ? C9 N2 C8 C7 -1.7(15) . . . . ? Cd1 N2 C8 C7 165.8(8) . . . . ? N2 C8 C7 C6 -0.1(16) . . . . ? C10 C6 C7 C8 1.9(15) . . . . ? C5 C6 C7 C8 -171.6(9) 1_656 . . . ? N2 Cd1 O2 C1 128.8(9) . . . 2 ? N1 Cd1 O2 C1 -27.7(9) . . . 2 ? O1 Cd1 O2 C1 29.9(17) . . . 2 ? O3 Cd1 O2 C1 43.4(9) . . . 2 ? Br1 Cd1 O2 C1 -137.3(9) . . . 2 ? O2 Cd1 O3 C3 -110.9(8) . . . . ? N2 Cd1 O3 C3 162.1(8) . . . . ? N1 Cd1 O3 C3 -11.6(7) . . . . ? O1 Cd1 O3 C3 65.4(7) . . . . ? Br1 Cd1 O3 C3 72.8(12) . . . . ? Cd1 O3 C3 C4 108.8(8) . . . . ? Cd1 O3 C3 C2 -17.8(10) . . . . ? C5 N1 C2 C3 173.0(7) . . . . ? Cd1 N1 C2 C3 -66.8(8) . . . . ? C5 N1 C2 C1 -68.7(9) . . . . ? Cd1 N1 C2 C1 51.5(8) . . . . ? O3 C3 C2 N1 56.9(10) . . . . ? C4 C3 C2 N1 -68.1(10) . . . . ? O3 C3 C2 C1 -62.9(10) . . . . ? C4 C3 C2 C1 172.0(8) . . . . ? Cd1 O1 C1 O2 176.7(8) . . . 2_545 ? Cd1 O1 C1 C2 1.0(10) . . . . ? N1 C2 C1 O2 146.2(8) . . . 2_545 ? C3 C2 C1 O2 -93.9(10) . . . 2_545 ? N1 C2 C1 O1 -37.7(11) . . . . ? C3 C2 C1 O1 82.2(10) . . . . ? _diffrn_measured_fraction_theta_max 0.96 _diffrn_reflns_theta_full 27.17 _diffrn_measured_fraction_theta_full 0.96 _refine_diff_density_max 2.277 _refine_diff_density_min -2.411 _refine_diff_density_rms 0.316