# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name _publ_author_address B.Mondal ;Indian Institute of Technology Guwahati Assam -781039 ; P.Kumar '' A.Kalita '' _publ_contact_author_address ;Indian Institute of Technology Guwahati Assam -781039 ; _publ_contact_author_email biplab@iitg.ernet.in #TrackingRef '- Complex 2.cif' _publ_contact_author_name 'Dr. Biplab Mondal' data_11 _database_code_depnum_ccdc_archive 'CCDC 816461' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C15 H17 Cl2 Cu N4 O8' _chemical_formula_sum 'C15 H17 Cl2 Cu N4 O8' _chemical_compound_source Synthesised _exptl_crystal_recrystallization_method Acetonitrile _chemical_melting_point ? _exptl_crystal_description Cube _exptl_crystal_colour blue _diffrn_ambient_temperature 296(2) _chemical_formula_weight 515.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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/c' _symmetry_int_tables_number 14 _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.4963(9) _cell_length_b 9.0426(10) _cell_length_c 26.440(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.769(7) _cell_angle_gamma 90.00 _cell_volume 2031.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3178 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 21.37 _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.687 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048.0 _exptl_absorpt_coefficient_mu 1.383 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _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 16911 _diffrn_reflns_av_R_equivalents 0.1309 _diffrn_reflns_av_sigmaI/netI 0.0639 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 21.70 _reflns_number_total 2355 _reflns_number_gt 1670 _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^)+(0.1594P)^2^+2.1244P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2355 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1045 _refine_ls_R_factor_gt 0.0847 _refine_ls_wR_factor_ref 0.2465 _refine_ls_wR_factor_gt 0.2306 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 Cu1 Cu 0.25358(12) 0.33821(12) 0.12109(4) 0.0702(6) Uani 1 1 d . . . Cl1 Cl 0.5047(3) 0.6640(3) 0.07894(12) 0.0883(9) Uani 1 1 d . . . Cl2 Cl 0.0269(3) 0.0222(3) 0.16364(11) 0.0909(9) Uani 1 1 d . . . C1 C -0.0327(12) 0.3717(12) 0.0531(4) 0.084(3) Uani 1 1 d . . . H13 H -0.0697 0.4378 0.0771 0.100 Uiso 1 1 calc R . . C2 C -0.1268(14) 0.3438(14) 0.0113(5) 0.097(4) Uani 1 1 d . . . H12 H -0.2225 0.3922 0.0066 0.117 Uiso 1 1 calc R . . C4 C 0.0655(19) 0.1813(13) -0.0166(4) 0.101(4) Uani 1 1 d . . . H10 H 0.1038 0.1177 -0.0412 0.122 Uiso 1 1 calc R . . C10 C 0.6413(17) 0.2929(16) 0.2244(7) 0.126(5) Uani 1 1 d . . . H4 H 0.7478 0.2705 0.2222 0.152 Uiso 1 1 calc R . . C5 C 0.1585(13) 0.2114(11) 0.0276(4) 0.082(3) Uani 1 1 d . . . C12 C 0.426(2) 0.3626(19) 0.2718(5) 0.136(5) Uani 1 1 d . . . H2 H 0.3807 0.3872 0.3025 0.164 Uiso 1 1 calc R . . C9 C 0.5470(15) 0.2938(13) 0.1807(5) 0.098(3) Uani 1 1 d . . . C7 C 0.5372(16) 0.1619(14) 0.0983(6) 0.119(4) Uani 1 1 d . . . H7A H 0.5015 0.0816 0.1196 0.143 Uiso 1 1 calc R . . H7B H 0.6053 0.1208 0.0728 0.143 Uiso 1 1 calc R . . C13 C 0.3385(15) 0.3642(15) 0.2270(5) 0.111(4) Uani 1 1 d . . . H1 H 0.2327 0.3898 0.2287 0.133 Uiso 1 1 calc R . . C3 C -0.0745(17) 0.2427(15) -0.0229(5) 0.100(4) Uani 1 1 d . . . H11 H -0.1373 0.2171 -0.0506 0.120 Uiso 1 1 calc R . . C11 C 0.5793(19) 0.3241(17) 0.2692(6) 0.124(5) Uani 1 1 d . . . H3 H 0.6411 0.3193 0.2984 0.149 Uiso 1 1 calc R . . C8 C 0.6256(15) 0.2703(15) 0.1292(6) 0.123(5) Uani 1 1 d . . . H6A H 0.6304 0.3638 0.1113 0.147 Uiso 1 1 calc R . . H6B H 0.7325 0.2353 0.1346 0.147 Uiso 1 1 calc R . . C6 C 0.3107(15) 0.1397(13) 0.0411(4) 0.102(3) Uani 1 1 d . . . H8A H 0.2915 0.0465 0.0581 0.122 Uiso 1 1 calc R . . H8B H 0.3696 0.1196 0.0107 0.122 Uiso 1 1 calc R . . N3 N 0.3965(9) 0.3314(8) 0.1821(3) 0.073(2) Uani 1 1 d . . . N1 N 0.1084(9) 0.3099(8) 0.0613(3) 0.073(2) Uani 1 1 d . . . N2 N 0.3986(10) 0.2351(12) 0.0734(4) 0.108(3) Uani 1 1 d . . . O2 O 0.577(4) 0.690(3) 0.1161(9) 0.394(18) Uani 1 1 d . . . O3 O 0.4589(14) 0.7911(14) 0.0551(9) 0.256(9) Uani 1 1 d . . . O1 O 0.603(3) 0.5915(19) 0.0515(10) 0.354(15) Uani 1 1 d . . . O8 O -0.0099(19) -0.0344(15) 0.2091(4) 0.225(7) Uani 1 1 d . . . N4 N 0.1074(12) 0.4777(11) 0.1534(4) 0.108(3) Uani 1 1 d . . . C14 C 0.0073(16) 0.5448(13) 0.1697(5) 0.101(3) Uani 1 1 d . . . C15 C -0.1197(17) 0.6278(16) 0.1921(6) 0.129(5) Uani 1 1 d . . . H15A H -0.1451 0.5854 0.2242 0.194 Uiso 1 1 calc R . . H15B H -0.2106 0.6242 0.1701 0.194 Uiso 1 1 calc R . . H15C H -0.0877 0.7287 0.1967 0.194 Uiso 1 1 calc R . . O5 O 0.091(3) 0.154(2) 0.1686(5) 0.308(14) Uani 1 1 d . . . O4 O 0.3824(12) 0.5757(14) 0.0885(6) 0.212(7) Uani 1 1 d . . . O7 O -0.0885(13) 0.0137(14) 0.1285(5) 0.187(5) Uani 1 1 d . . . O6 O 0.1424(19) -0.056(3) 0.1428(7) 0.329(14) 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 Cu1 0.0637(9) 0.0717(9) 0.0752(9) -0.0023(5) 0.0032(6) 0.0015(5) Cl1 0.0841(18) 0.0715(17) 0.109(2) -0.0117(15) -0.0096(15) -0.0018(14) Cl2 0.0722(17) 0.105(2) 0.096(2) 0.0141(16) 0.0018(15) -0.0079(15) C1 0.075(7) 0.095(7) 0.081(7) -0.002(5) 0.000(6) -0.017(6) C2 0.087(8) 0.110(10) 0.095(9) 0.013(7) -0.004(7) -0.018(7) C4 0.144(12) 0.085(8) 0.076(8) -0.015(6) 0.012(8) -0.019(8) C10 0.100(10) 0.138(12) 0.141(13) 0.023(10) -0.026(10) 0.007(8) C5 0.098(8) 0.067(6) 0.082(8) 0.006(6) 0.007(6) -0.007(6) C12 0.123(12) 0.198(16) 0.087(10) -0.009(9) -0.014(9) -0.024(11) C9 0.090(9) 0.108(8) 0.095(9) 0.002(6) -0.007(7) 0.012(7) C7 0.110(10) 0.092(9) 0.155(12) -0.020(8) 0.012(9) 0.022(7) C13 0.097(8) 0.148(11) 0.088(9) -0.009(8) 0.005(7) 0.004(8) C3 0.100(10) 0.103(9) 0.097(9) 0.006(8) -0.023(7) -0.020(7) C11 0.105(11) 0.165(13) 0.102(11) 0.016(9) -0.031(8) -0.032(9) C8 0.100(9) 0.103(9) 0.166(13) 0.033(9) 0.012(9) 0.027(8) C6 0.125(10) 0.091(8) 0.088(8) -0.001(6) 0.006(7) 0.009(7) N3 0.059(5) 0.072(5) 0.088(6) 0.001(4) -0.009(4) -0.008(4) N1 0.070(5) 0.072(5) 0.075(5) 0.004(4) 0.002(4) -0.010(4) N2 0.062(5) 0.127(8) 0.132(8) -0.035(7) -0.012(5) 0.018(5) O2 0.48(4) 0.41(4) 0.28(2) -0.05(2) -0.22(3) -0.11(3) O3 0.139(9) 0.130(9) 0.50(3) 0.118(14) 0.024(13) 0.004(7) O1 0.45(3) 0.143(12) 0.48(3) 0.037(16) 0.31(3) 0.085(16) O8 0.350(17) 0.219(13) 0.107(8) -0.001(7) 0.075(9) -0.146(13) N4 0.103(7) 0.108(7) 0.113(7) -0.031(6) -0.029(6) 0.040(6) C14 0.109(9) 0.078(7) 0.115(9) -0.007(6) -0.019(7) 0.005(7) C15 0.120(10) 0.124(10) 0.144(12) -0.002(8) 0.019(9) 0.044(9) O5 0.50(3) 0.296(19) 0.128(10) 0.053(11) -0.067(14) -0.29(2) O4 0.127(8) 0.161(10) 0.348(18) 0.147(12) -0.016(10) -0.031(8) O7 0.155(9) 0.194(11) 0.210(11) -0.060(9) -0.096(9) 0.043(8) O6 0.178(13) 0.57(4) 0.239(17) 0.01(2) -0.009(13) 0.20(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N4 1.973(10) . ? Cu1 N2 2.004(9) . ? Cu1 N3 2.006(8) . ? Cu1 N1 2.008(8) . ? Cl1 O2 1.176(16) . ? Cl1 O1 1.294(16) . ? Cl1 O4 1.337(10) . ? Cl1 O3 1.365(12) . ? Cl2 O5 1.316(13) . ? Cl2 O6 1.337(17) . ? Cl2 O7 1.344(9) . ? Cl2 O8 1.348(10) . ? C1 N1 1.338(12) . ? C1 C2 1.378(14) . ? C2 C3 1.365(17) . ? C4 C3 1.321(16) . ? C4 C5 1.429(16) . ? C10 C11 1.333(19) . ? C10 C9 1.396(17) . ? C5 N1 1.333(13) . ? C5 C6 1.486(15) . ? C12 C11 1.350(19) . ? C12 C13 1.391(17) . ? C9 N3 1.324(14) . ? C9 C8 1.540(17) . ? C7 C8 1.475(17) . ? C7 N2 1.496(16) . ? C13 N3 1.326(14) . ? C6 N2 1.419(14) . ? N4 C14 1.134(14) . ? C14 C15 1.448(18) . ? 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 Cu1 N2 164.9(4) . . ? N4 Cu1 N3 92.9(4) . . ? N2 Cu1 N3 96.9(4) . . ? N4 Cu1 N1 92.2(4) . . ? N2 Cu1 N1 79.7(4) . . ? N3 Cu1 N1 170.9(3) . . ? O2 Cl1 O1 104(2) . . ? O2 Cl1 O4 111.1(17) . . ? O1 Cl1 O4 108.3(13) . . ? O2 Cl1 O3 110.9(16) . . ? O1 Cl1 O3 110.5(12) . . ? O4 Cl1 O3 111.9(7) . . ? O5 Cl2 O6 102.6(16) . . ? O5 Cl2 O7 114.7(10) . . ? O6 Cl2 O7 102.6(10) . . ? O5 Cl2 O8 110.8(8) . . ? O6 Cl2 O8 110.3(12) . . ? O7 Cl2 O8 114.8(9) . . ? N1 C1 C2 124.3(11) . . ? C3 C2 C1 117.6(11) . . ? C3 C4 C5 120.7(11) . . ? C11 C10 C9 120.2(13) . . ? N1 C5 C4 119.8(11) . . ? N1 C5 C6 114.6(10) . . ? C4 C5 C6 125.7(11) . . ? C11 C12 C13 117.6(14) . . ? N3 C9 C10 121.6(12) . . ? N3 C9 C8 119.3(10) . . ? C10 C9 C8 118.6(12) . . ? C8 C7 N2 110.0(10) . . ? N3 C13 C12 124.1(12) . . ? C4 C3 C2 119.9(11) . . ? C10 C11 C12 119.6(13) . . ? C7 C8 C9 110.9(11) . . ? N2 C6 C5 109.2(9) . . ? C9 N3 C13 116.9(10) . . ? C9 N3 Cu1 124.1(8) . . ? C13 N3 Cu1 119.0(7) . . ? C5 N1 C1 117.6(9) . . ? C5 N1 Cu1 114.4(7) . . ? C1 N1 Cu1 127.9(7) . . ? C6 N2 C7 113.6(10) . . ? C6 N2 Cu1 109.8(7) . . ? C7 N2 Cu1 114.6(8) . . ? C14 N4 Cu1 170.4(10) . . ? N4 C14 C15 178.1(14) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 21.70 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.705 _refine_diff_density_min -0.499 _refine_diff_density_rms 0.114 # Attachment '- Complex-1.cif' data_pan1 _database_code_depnum_ccdc_archive 'CCDC 816462' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C12 H15 Cl2 Cu N4 O10 ' _chemical_formula_sum 'C12 H15 Cl2 Cu N4 O10 ' _chemical_compound_source Synthesised _exptl_crystal_recrystallization_method Methanol _chemical_melting_point ? _exptl_crystal_description Cube _exptl_crystal_colour blue _diffrn_ambient_temperature 293(2) _chemical_formula_weight 509.73 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' Cu Cu 0.3201 1.2651 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3087(2) _cell_length_b 10.3152(3) _cell_length_c 11.6673(3) _cell_angle_alpha 85.8490(10) _cell_angle_beta 83.5950(10) _cell_angle_gamma 85.1690(10) _cell_volume 988.18(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6458 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 27.27 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.713 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 516.0 _exptl_absorpt_coefficient_mu 1.434 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _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 12352 _diffrn_reflns_av_R_equivalents 0.0513 _diffrn_reflns_av_sigmaI/netI 0.0391 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4211 _reflns_number_gt 3287 _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^)+(0.0821P)^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_number_reflns 4211 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0623 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1549 _refine_ls_wR_factor_gt 0.1474 _refine_ls_goodness_of_fit_ref 1.277 _refine_ls_restrained_S_all 1.277 _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 O3 O 0.6125(6) -0.0336(4) 0.2332(4) 0.1243(18) Uani 1 1 d . . . Cu1 Cu 0.21032(5) 0.26111(4) 0.23502(3) 0.04009(18) Uani 1 1 d . . . Cl Cl 0.88680(10) 0.48330(8) 0.33813(7) 0.0455(2) Uani 1 1 d . . . Cl2 Cl 0.63976(13) 0.07650(10) 0.16007(9) 0.0580(3) Uani 1 1 d . . . N3 N 0.2640(3) 0.4206(3) 0.1420(2) 0.0405(6) Uani 1 1 d . . . O9 O 0.9599(4) 0.3528(3) 0.3464(2) 0.0661(8) Uani 1 1 d . . . O1 O 0.0560(3) 0.2181(3) 0.1261(2) 0.0638(8) Uani 1 1 d . . . N1 N 0.1957(3) 0.0889(3) 0.3242(2) 0.0454(7) Uani 1 1 d . . . N4 N 0.3881(4) 0.5995(3) 0.1236(3) 0.0515(8) Uani 1 1 d . . . N2 N 0.3248(4) 0.3434(3) 0.3519(3) 0.0635(10) Uani 1 1 d . . . O6 O 0.7544(3) 0.4942(3) 0.4274(2) 0.0705(8) Uani 1 1 d . . . C9 C 0.3624(4) 0.4907(3) 0.1884(3) 0.0412(7) Uani 1 1 d . . . C10 C 0.3007(5) 0.5982(4) 0.0310(4) 0.0567(10) Uani 1 1 d . . . C11 C 0.2243(4) 0.4896(4) 0.0431(3) 0.0488(9) Uani 1 1 d . . . H12 H 0.1552 0.4644 -0.0073 0.059 Uiso 1 1 calc R . . C7 C 0.3977(5) 0.2539(4) 0.4413(3) 0.0554(10) Uani 1 1 d . . . H7A H 0.4429 0.3030 0.4962 0.066 Uiso 1 1 calc R . . H7B H 0.4834 0.1954 0.4058 0.066 Uiso 1 1 calc R . . C5 C 0.2222(4) 0.0660(4) 0.4369(3) 0.0518(9) Uani 1 1 d . . . O5 O 0.7251(4) 0.1651(3) 0.2147(3) 0.0844(10) Uani 1 1 d . . . O2 O 0.4888(4) 0.1432(4) 0.1363(3) 0.1018(13) Uani 1 1 d . . . C1 C 0.1653(5) -0.0138(4) 0.2668(4) 0.0581(10) Uani 1 1 d . . . H5 H 0.1496 0.0000 0.1890 0.070 Uiso 1 1 calc R . . C4 C 0.2133(5) -0.0592(5) 0.4911(4) 0.0671(12) Uani 1 1 d . . . H2 H 0.2296 -0.0731 0.5687 0.081 Uiso 1 1 calc R . . C8 C 0.4286(5) 0.4411(4) 0.2982(3) 0.0584(10) Uani 1 1 d . . . H9A H 0.5391 0.4033 0.2824 0.070 Uiso 1 1 calc R . . H9B H 0.4289 0.5116 0.3488 0.070 Uiso 1 1 calc R . . O7 O 0.8283(5) 0.5081(5) 0.2283(3) 0.1062(14) Uani 1 1 d . . . O8 O 1.0087(4) 0.5694(3) 0.3530(3) 0.0912(11) Uani 1 1 d . . . O4 O 0.7333(5) 0.0494(4) 0.0546(3) 0.1091(13) Uani 1 1 d . . . C6 C 0.2623(5) 0.1787(4) 0.5004(3) 0.0634(11) Uani 1 1 d . . . H6A H 0.1656 0.2380 0.5119 0.076 Uiso 1 1 calc R . . H6B H 0.2908 0.1460 0.5762 0.076 Uiso 1 1 calc R . . C2 C 0.1563(6) -0.1379(4) 0.3176(5) 0.0740(13) Uani 1 1 d . . . H4 H 0.1335 -0.2055 0.2748 0.089 Uiso 1 1 calc R . . C3 C 0.1808(6) -0.1612(5) 0.4308(5) 0.0776(15) Uani 1 1 d . . . H3 H 0.1756 -0.2446 0.4664 0.093 Uiso 1 1 calc R . . C12 C 0.4959(5) 0.6995(4) 0.1479(4) 0.0714(12) Uani 1 1 d . . . H14A H 0.4942 0.7689 0.0885 0.107 Uiso 1 1 calc R . . H14B H 0.6048 0.6606 0.1496 0.107 Uiso 1 1 calc R . . H121 H 0.4584 0.7337 0.2214 0.107 Uiso 1 1 calc R . . H100 H 0.303(5) 0.657(4) -0.018(3) 0.049(11) Uiso 1 1 d . . . O10 O 0.0868(5) 0.2239(4) 0.8969(3) 0.0937(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O3 0.175(5) 0.077(3) 0.134(3) 0.049(2) -0.076(3) -0.053(3) Cu1 0.0514(3) 0.0365(3) 0.0337(3) 0.00168(17) -0.01070(18) -0.00650(19) Cl 0.0468(5) 0.0454(5) 0.0444(5) -0.0024(4) -0.0108(4) 0.0034(4) Cl2 0.0667(6) 0.0485(6) 0.0598(6) -0.0014(4) -0.0091(5) -0.0085(5) N3 0.0426(15) 0.0396(15) 0.0385(15) 0.0005(12) -0.0048(12) -0.0001(13) O9 0.0720(19) 0.0516(16) 0.0677(18) 0.0029(13) 0.0081(14) 0.0107(14) O1 0.0722(18) 0.0680(18) 0.0573(16) -0.0025(13) -0.0243(14) -0.0190(15) N1 0.0487(17) 0.0418(16) 0.0428(16) 0.0034(13) 0.0016(13) 0.0007(13) N4 0.0480(17) 0.0388(16) 0.066(2) -0.0029(14) 0.0033(15) -0.0043(14) N2 0.084(2) 0.060(2) 0.053(2) 0.0072(16) -0.0335(17) -0.0201(19) O6 0.0569(17) 0.089(2) 0.0650(18) -0.0235(16) -0.0006(14) 0.0068(15) C9 0.0414(17) 0.0370(18) 0.0443(19) -0.0010(14) -0.0013(14) -0.0037(15) C10 0.061(2) 0.048(2) 0.058(3) 0.013(2) -0.0047(19) 0.000(2) C11 0.051(2) 0.049(2) 0.044(2) 0.0101(16) -0.0086(15) -0.0012(17) C7 0.066(2) 0.058(2) 0.043(2) -0.0036(17) -0.0212(17) 0.0097(19) C5 0.047(2) 0.057(2) 0.045(2) 0.0093(17) 0.0038(16) 0.0078(18) O5 0.089(2) 0.083(2) 0.087(2) -0.0189(18) -0.0044(18) -0.0343(19) O2 0.074(2) 0.127(3) 0.096(3) 0.026(2) -0.0049(19) 0.005(2) C1 0.068(3) 0.042(2) 0.065(2) 0.0004(18) -0.0040(19) -0.0085(19) C4 0.054(2) 0.076(3) 0.063(3) 0.027(2) -0.0003(19) 0.012(2) C8 0.059(2) 0.064(3) 0.058(2) -0.0003(19) -0.0188(18) -0.021(2) O7 0.102(3) 0.163(4) 0.0504(18) 0.014(2) -0.0278(18) 0.020(3) O8 0.081(2) 0.068(2) 0.129(3) -0.027(2) 0.002(2) -0.0262(18) O4 0.106(3) 0.127(3) 0.093(3) -0.047(2) 0.005(2) 0.013(3) C6 0.072(3) 0.079(3) 0.036(2) -0.0013(19) -0.0048(18) 0.008(2) C2 0.072(3) 0.046(2) 0.102(4) 0.001(2) 0.004(3) -0.013(2) C3 0.065(3) 0.051(3) 0.109(4) 0.030(3) 0.002(3) -0.003(2) C12 0.068(3) 0.055(3) 0.092(3) -0.005(2) 0.001(2) -0.021(2) O10 0.122(3) 0.093(3) 0.066(2) -0.0103(18) -0.0133(19) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O3 Cl2 1.389(3) . ? Cu1 N3 1.959(3) . ? Cu1 N1 1.998(3) . ? Cu1 O1 1.999(2) . ? Cu1 N2 2.019(3) . ? Cl O7 1.420(3) . ? Cl O9 1.431(3) . ? Cl O6 1.431(3) . ? Cl O8 1.434(3) . ? Cl2 O4 1.413(3) . ? Cl2 O2 1.424(4) . ? Cl2 O5 1.428(3) . ? N3 C9 1.319(4) . ? N3 C11 1.369(4) . ? N1 C1 1.349(5) . ? N1 C5 1.359(4) . ? N4 C9 1.327(4) . ? N4 C10 1.369(5) . ? N4 C12 1.483(5) . ? N2 C8 1.444(5) . ? N2 C7 1.489(4) . ? C9 C8 1.490(5) . ? C10 C11 1.325(5) . ? C7 C6 1.496(6) . ? C5 C4 1.400(5) . ? C5 C6 1.503(6) . ? C1 C2 1.376(5) . ? C4 C3 1.369(8) . ? C2 C3 1.360(6) . ? 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 N3 Cu1 N1 170.22(11) . . ? N3 Cu1 O1 92.08(11) . . ? N1 Cu1 O1 92.62(12) . . ? N3 Cu1 N2 81.97(12) . . ? N1 Cu1 N2 95.34(12) . . ? O1 Cu1 N2 165.48(14) . . ? O7 Cl O9 109.0(2) . . ? O7 Cl O6 109.8(2) . . ? O9 Cl O6 107.95(18) . . ? O7 Cl O8 111.2(3) . . ? O9 Cl O8 107.6(2) . . ? O6 Cl O8 111.17(19) . . ? O3 Cl2 O4 113.7(3) . . ? O3 Cl2 O2 109.9(3) . . ? O4 Cl2 O2 109.1(2) . . ? O3 Cl2 O5 110.2(2) . . ? O4 Cl2 O5 106.8(2) . . ? O2 Cl2 O5 106.9(2) . . ? C9 N3 C11 106.4(3) . . ? C9 N3 Cu1 113.8(2) . . ? C11 N3 Cu1 139.7(2) . . ? C1 N1 C5 117.4(3) . . ? C1 N1 Cu1 117.6(2) . . ? C5 N1 Cu1 124.9(2) . . ? C9 N4 C10 106.9(3) . . ? C9 N4 C12 125.3(3) . . ? C10 N4 C12 127.9(3) . . ? C8 N2 C7 114.8(3) . . ? C8 N2 Cu1 112.0(2) . . ? C7 N2 Cu1 116.9(2) . . ? N3 C9 N4 110.6(3) . . ? N3 C9 C8 119.5(3) . . ? N4 C9 C8 129.8(3) . . ? C11 C10 N4 107.5(3) . . ? C10 C11 N3 108.7(3) . . ? N2 C7 C6 106.0(3) . . ? N1 C5 C4 120.6(4) . . ? N1 C5 C6 117.8(3) . . ? C4 C5 C6 121.5(4) . . ? N1 C1 C2 123.2(4) . . ? C3 C4 C5 120.6(4) . . ? N2 C8 C9 107.1(3) . . ? C7 C6 C5 114.9(3) . . ? C3 C2 C1 119.6(4) . . ? C2 C3 C4 118.5(4) . . ? _diffrn_measured_fraction_theta_max 0.928 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.928 _refine_diff_density_max 1.072 _refine_diff_density_min -0.461 _refine_diff_density_rms 0.085