# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Tapas Maji' _publ_contact_author_email TMAJI@JNCASR.AC.IN _publ_section_title ; Facile synthesis of anion dependent versatile CuI and mixed-valent porous CuI/CuII frameworks in aqueous solution and aerobic condition ; loop_ _publ_author_name 'Tapas Maji' 'Sudip Mohapatra' # Attachment 'Complex1.cif' data_complex1 _database_code_depnum_ccdc_archive 'CCDC 695019' #TrackingRef 'Complex1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H6 Cl Cu N3 O4' _chemical_formula_weight 283.13 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/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.6851(10) _cell_length_b 13.4524(17) _cell_length_c 9.3010(13) _cell_angle_alpha 90.00 _cell_angle_beta 97.565(7) _cell_angle_gamma 90.00 _cell_volume 953.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Needle shaped' _exptl_crystal_colour 'Light yellow' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.973 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 564 _exptl_absorpt_coefficient_mu 2.568 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3691 _exptl_absorpt_correction_T_max 0.9012 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12240 _diffrn_reflns_av_R_equivalents 0.0492 _diffrn_reflns_av_sigmaI/netI 0.0327 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 29.37 _reflns_number_total 2405 _reflns_number_gt 1930 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker,2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.1285P)^2^+1.3980P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2405 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0700 _refine_ls_R_factor_gt 0.0584 _refine_ls_wR_factor_ref 0.1812 _refine_ls_wR_factor_gt 0.1663 _refine_ls_goodness_of_fit_ref 0.957 _refine_ls_restrained_S_all 0.957 _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 C1 C 0.9268(6) 0.3116(3) 0.2289(5) 0.0404(8) Uani 1 1 d . . . H1 H 0.9336 0.3491 0.3135 0.048 Uiso 1 1 calc R . . C2 C 0.8110(6) 0.1846(3) 0.0872(5) 0.0423(9) Uani 1 1 d . . . H2 H 0.7330 0.1318 0.0696 0.051 Uiso 1 1 calc R . . C3 C 1.0317(5) 0.3366(3) 0.1248(5) 0.0400(8) Uani 1 1 d . . . H3 H 1.1064 0.3911 0.1406 0.048 Uiso 1 1 calc R . . C4 C 0.9176(6) 0.2083(3) -0.0145(5) 0.0437(9) Uani 1 1 d . . . H4 H 0.9122 0.1699 -0.0981 0.052 Uiso 1 1 calc R . . C5 C 0.8890(6) -0.0120(3) 0.3791(5) 0.0468(9) Uani 1 1 d . . . H5 H 0.8143 -0.0227 0.2935 0.056 Uiso 1 1 calc R . . C6 C 0.9877(6) 0.0831(3) 0.5727(5) 0.0464(10) Uani 1 1 d . . . H6 H 0.9839 0.1412 0.6264 0.056 Uiso 1 1 calc R . . N1 N 0.8163(4) 0.2353(2) 0.2112(4) 0.0362(7) Uani 1 1 d . . . N2 N 1.0288(4) 0.2848(2) 0.0023(4) 0.0340(6) Uani 1 1 d . . . N3 N 0.8749(4) 0.0724(2) 0.4537(4) 0.0393(7) Uani 1 1 d . . . O1 O 1.5033(5) 0.0523(3) 0.2346(5) 0.0743(12) Uani 1 1 d . . . O2 O 1.2230(7) 0.1174(7) 0.2620(7) 0.136(3) Uani 1 1 d . . . O3 O 1.3767(9) 0.1791(5) 0.0998(11) 0.153(4) Uani 1 1 d . . . O4 O 1.2589(10) 0.0260(9) 0.0680(15) 0.278(9) Uani 1 1 d . . . Cl1 Cl 1.33685(13) 0.08851(8) 0.16242(13) 0.0466(3) Uani 1 1 d . . . Cu1 Cu 0.70081(6) 0.18422(4) 0.37166(6) 0.0432(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 C1 0.047(2) 0.0376(18) 0.039(2) -0.0073(15) 0.0175(16) 0.0009(15) C2 0.043(2) 0.040(2) 0.047(2) -0.0042(16) 0.0178(17) -0.0131(15) C3 0.0428(19) 0.0346(17) 0.046(2) -0.0075(15) 0.0185(16) -0.0063(15) C4 0.046(2) 0.048(2) 0.040(2) -0.0118(17) 0.0157(17) -0.0117(17) C5 0.044(2) 0.040(2) 0.054(2) -0.0058(17) 0.0001(18) 0.0048(16) C6 0.048(2) 0.0339(18) 0.058(3) -0.0043(16) 0.0083(19) 0.0068(16) N1 0.0351(15) 0.0377(15) 0.0389(17) 0.0034(12) 0.0166(12) 0.0028(12) N2 0.0333(14) 0.0346(14) 0.0367(16) -0.0009(12) 0.0147(12) -0.0021(11) N3 0.0340(15) 0.0340(15) 0.0511(19) 0.0019(13) 0.0110(13) 0.0077(12) O1 0.052(2) 0.053(2) 0.116(3) 0.021(2) 0.004(2) 0.0065(16) O2 0.069(3) 0.247(9) 0.099(4) 0.001(5) 0.035(3) 0.025(4) O3 0.079(4) 0.148(6) 0.231(9) 0.124(6) 0.014(5) 0.022(4) O4 0.104(5) 0.271(12) 0.429(17) -0.279(13) -0.082(8) 0.042(6) Cl1 0.0406(5) 0.0392(5) 0.0605(6) -0.0026(4) 0.0079(4) -0.0003(4) Cu1 0.0412(3) 0.0473(3) 0.0457(4) 0.00716(19) 0.0230(2) 0.00835(19) _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 C1 N1 1.329(5) . ? C1 C3 1.381(6) . ? C1 H1 0.9300 . ? C2 N1 1.336(6) . ? C2 C4 1.368(6) . ? C2 H2 0.9300 . ? C3 N2 1.334(5) . ? C3 H3 0.9300 . ? C4 N2 1.334(5) . ? C4 H4 0.9300 . ? C5 N3 1.342(5) . ? C5 C6 1.379(6) 3_756 ? C5 H5 0.9300 . ? C6 N3 1.321(6) . ? C6 C5 1.379(6) 3_756 ? C6 H6 0.9300 . ? N1 Cu1 1.958(3) . ? N2 Cu1 1.954(3) 4_665 ? N3 Cu1 2.089(3) . ? O1 Cl1 1.449(4) . ? O2 Cl1 1.410(6) . ? O3 Cl1 1.402(6) . ? O4 Cl1 1.304(6) . ? Cu1 N2 1.954(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 N1 C1 C3 121.6(4) . . ? N1 C1 H1 119.2 . . ? C3 C1 H1 119.2 . . ? N1 C2 C4 121.7(4) . . ? N1 C2 H2 119.2 . . ? C4 C2 H2 119.2 . . ? N2 C3 C1 121.8(4) . . ? N2 C3 H3 119.1 . . ? C1 C3 H3 119.1 . . ? N2 C4 C2 122.1(4) . . ? N2 C4 H4 118.9 . . ? C2 C4 H4 118.9 . . ? N3 C5 C6 121.2(4) . 3_756 ? N3 C5 H5 119.4 . . ? C6 C5 H5 119.4 3_756 . ? N3 C6 C5 122.9(4) . 3_756 ? N3 C6 H6 118.5 . . ? C5 C6 H6 118.5 3_756 . ? C1 N1 C2 116.6(3) . . ? C1 N1 Cu1 121.5(3) . . ? C2 N1 Cu1 120.9(3) . . ? C3 N2 C4 116.2(3) . . ? C3 N2 Cu1 118.9(3) . 4_665 ? C4 N2 Cu1 124.6(3) . 4_665 ? C6 N3 C5 115.9(3) . . ? C6 N3 Cu1 123.1(3) . . ? C5 N3 Cu1 120.8(3) . . ? O4 Cl1 O3 112.8(9) . . ? O4 Cl1 O2 110.5(6) . . ? O3 Cl1 O2 102.8(5) . . ? O4 Cl1 O1 113.3(5) . . ? O3 Cl1 O1 104.9(3) . . ? O2 Cl1 O1 112.0(3) . . ? N2 Cu1 N1 144.12(14) 4_566 . ? N2 Cu1 N3 112.30(14) 4_566 . ? N1 Cu1 N3 101.44(13) . . ? _diffrn_measured_fraction_theta_max 0.912 _diffrn_reflns_theta_full 29.37 _diffrn_measured_fraction_theta_full 0.912 _refine_diff_density_max 1.316 _refine_diff_density_min -0.691 _refine_diff_density_rms 0.138 # Attachment 'Complex2.cif' data_complex2 _database_code_depnum_ccdc_archive 'CCDC 695020' #TrackingRef 'Complex2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H4 Cu N3 O3' _chemical_formula_weight 205.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cu Cu 0.3201 1.2651 '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 nma' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 7.9915(5) _cell_length_b 6.5796(4) _cell_length_c 12.0511(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 633.66(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Parallelopiped _exptl_crystal_colour 'Deep red' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.156 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 408 _exptl_absorpt_coefficient_mu 3.399 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6704 _exptl_absorpt_correction_T_max 0.9823 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3795 _diffrn_reflns_av_R_equivalents 0.0847 _diffrn_reflns_av_sigmaI/netI 0.0621 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.60 _reflns_number_total 784 _reflns_number_gt 481 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker,2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.0556P)^2^+1.8377P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 784 _refine_ls_number_parameters 58 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0985 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_ref 0.1194 _refine_ls_wR_factor_gt 0.0969 _refine_ls_goodness_of_fit_ref 0.895 _refine_ls_restrained_S_all 0.895 _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 C1 C 0.4054(6) 0.1446(7) 0.3435(4) 0.0356(12) Uani 1 1 d . . . H1 H 0.3088 0.0754 0.3230 0.043 Uiso 1 1 calc R . . C2 C 0.6730(6) 0.1454(6) 0.4069(4) 0.0311(11) Uani 1 1 d . . . H2 H 0.7675 0.0767 0.4318 0.037 Uiso 1 1 calc R . . N1 N 0.5417(5) 0.0389(5) 0.3724(3) 0.0297(9) Uani 1 1 d . . . N2 N 0.4813(8) -0.2500 0.1081(5) 0.0332(14) Uani 1 2 d S . . O1 O 0.6302(7) -0.2500 0.1399(4) 0.0501(15) Uani 1 2 d S . . O2 O 0.3683(7) -0.2500 0.1814(4) 0.0420(13) Uani 1 2 d S . . O3 O 0.4416(7) -0.2500 0.0091(4) 0.0525(15) Uani 1 2 d S . . Cu1 Cu 0.55780(14) -0.2500 0.34406(7) 0.0460(4) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.035(3) 0.025(2) 0.047(3) -0.001(2) -0.006(2) -0.005(2) C2 0.037(3) 0.018(2) 0.038(3) 0.004(2) 0.002(2) 0.002(2) N1 0.045(2) 0.0134(18) 0.031(2) 0.0010(15) 0.0016(18) 0.0001(18) N2 0.037(4) 0.029(3) 0.034(3) 0.000 -0.003(3) 0.000 O1 0.027(3) 0.060(4) 0.063(4) 0.000 -0.011(3) 0.000 O2 0.040(3) 0.037(3) 0.049(3) 0.000 0.008(3) 0.000 O3 0.056(4) 0.063(4) 0.039(3) 0.000 -0.002(3) 0.000 Cu1 0.0792(8) 0.0126(4) 0.0462(6) 0.000 -0.0031(5) 0.000 _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 C1 N1 1.338(6) . ? C1 C1 1.387(9) 8_565 ? C1 H1 0.9300 . ? C2 N1 1.329(6) . ? C2 C2 1.376(8) 8_565 ? C2 H2 0.9300 . ? N1 Cu1 1.935(4) . ? N2 O3 1.234(7) . ? N2 O1 1.250(8) . ? N2 O2 1.264(8) . ? Cu1 N1 1.935(4) 8 ? 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 N1 C1 C1 121.3(3) . 8_565 ? N1 C1 H1 119.3 . . ? C1 C1 H1 119.3 8_565 . ? N1 C2 C2 121.8(3) . 8_565 ? N1 C2 H2 119.1 . . ? C2 C2 H2 119.1 8_565 . ? C1 N1 C2 116.7(4) . . ? C1 N1 Cu1 121.3(3) . . ? C2 N1 Cu1 121.4(3) . . ? O3 N2 O1 122.8(6) . . ? O3 N2 O2 119.5(6) . . ? O1 N2 O2 117.7(6) . . ? N1 Cu1 N1 158.3(2) . 8 ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.60 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.497 _refine_diff_density_min -0.804 _refine_diff_density_rms 0.112 # Attachment 'complex5.cif' data_complex6 _database_code_depnum_ccdc_archive 'CCDC 695023' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H4 Cl2 Cu N2 ' _chemical_formula_weight 214.54 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 C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 11.9896(3) _cell_length_b 6.8572(2) _cell_length_c 3.70580(10) _cell_angle_alpha 90.00 _cell_angle_beta 95.9430(10) _cell_angle_gamma 90.00 _cell_volume 303.035(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ' block parallelopiped' _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.351 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 210 _exptl_absorpt_coefficient_mu 4.372 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6815 _exptl_absorpt_correction_T_max 0.9943 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6578 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0099 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 32.55 _reflns_number_total 553 _reflns_number_gt 537 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker,2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.0222P)^2^+0.4621P] 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 553 _refine_ls_number_parameters 29 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0193 _refine_ls_R_factor_gt 0.0183 _refine_ls_wR_factor_ref 0.0481 _refine_ls_wR_factor_gt 0.0472 _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_restrained_S_all 1.107 _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 C1 C 0.59145(11) 0.89891(19) 0.9364(4) 0.0191(2) Uani 1 1 d . . . N1 N 0.5000 0.7973(2) 1.0000 0.0166(3) Uani 1 2 d S . . Cl1 Cl 0.64856(4) 0.5000 1.43978(12) 0.01948(11) Uani 1 2 d S . . Cu1 Cu 0.5000 0.5000 1.0000 0.01723(10) Uani 1 4 d S . . H1 H 0.6541(18) 0.833(3) 0.888(6) 0.027(5) 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 C1 0.0185(5) 0.0116(6) 0.0278(6) -0.0006(5) 0.0053(4) 0.0016(4) N1 0.0202(7) 0.0085(7) 0.0210(7) 0.000 0.0015(5) 0.000 Cl1 0.0198(2) 0.0171(2) 0.0213(2) 0.000 0.00099(15) 0.000 Cu1 0.02032(16) 0.00719(15) 0.02339(17) 0.000 -0.00151(11) 0.000 _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 C1 N1 1.3406(15) . ? C1 C1 1.386(3) 6_575 ? N1 C1 1.3406(15) 2_657 ? N1 Cu1 2.0384(15) . ? Cl1 Cu1 2.2864(4) . ? Cu1 N1 2.0384(15) 5_667 ? Cu1 Cl1 2.2864(4) 5_667 ? 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 N1 C1 C1 121.33(8) . 6_575 ? C1 N1 C1 117.34(16) . 2_657 ? C1 N1 Cu1 121.33(8) . . ? C1 N1 Cu1 121.33(8) 2_657 . ? N1 Cu1 N1 180.0 5_667 . ? N1 Cu1 Cl1 90.0 5_667 . ? N1 Cu1 Cl1 90.0 . . ? N1 Cu1 Cl1 90.0 5_667 5_667 ? N1 Cu1 Cl1 90.0 . 5_667 ? Cl1 Cu1 Cl1 180.0 . 5_667 ? _diffrn_measured_fraction_theta_max 0.925 _diffrn_reflns_theta_full 32.55 _diffrn_measured_fraction_theta_full 0.925 _refine_diff_density_max 0.419 _refine_diff_density_min -0.345 _refine_diff_density_rms 0.077 #=====END # Attachment 'complex4.cif' data_complex4 _database_code_depnum_ccdc_archive 'CCDC 720413' #TrackingRef 'complex4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H22 Cu3 N8 O10' _chemical_formula_weight 797.14 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' 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' Cu Cu 0.3201 1.2651 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7849(4) _cell_length_b 9.8480(5) _cell_length_c 10.5585(6) _cell_angle_alpha 107.136(2) _cell_angle_beta 109.811(3) _cell_angle_gamma 96.066(2) _cell_volume 708.49(7) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.868 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 401 _exptl_absorpt_coefficient_mu 2.306 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6615 _exptl_absorpt_correction_T_max 0.9987 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12400 _diffrn_reflns_av_R_equivalents 0.0401 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 27.35 _reflns_number_total 3117 _reflns_number_gt 2526 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker,2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.0433P)^2^+0.4222P] 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 3117 _refine_ls_number_parameters 250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0459 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0900 _refine_ls_wR_factor_gt 0.0840 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 C1 C 1.6809(4) -0.2055(3) 0.8039(3) 0.0362(7) Uani 1 1 d . . . C2 C 1.6182(4) -0.0638(3) 0.8420(3) 0.0295(6) Uani 1 1 d . . . C3 C 1.4345(4) -0.0537(3) 0.7857(3) 0.0300(6) Uani 1 1 d . . . C4 C 1.3919(3) 0.0828(3) 0.8220(3) 0.0267(5) Uani 1 1 d . . . C5 C 1.5347(4) 0.2023(3) 0.9172(3) 0.0328(6) Uani 1 1 d . . . C6 C 1.7151(4) 0.1829(3) 0.9746(3) 0.0318(6) Uani 1 1 d . . . C7 C 1.1901(4) 0.0965(3) 0.7588(3) 0.0308(6) Uani 1 1 d . . . C8 C 1.1245(4) 0.4258(3) 0.9741(3) 0.0309(6) Uani 1 1 d . . . C9 C 0.8383(4) 0.4772(3) 0.8918(3) 0.0316(6) Uani 1 1 d . . . C10 C 0.9221(5) 0.5338(3) 0.5943(4) 0.0401(7) Uani 1 1 d . . . C11 C 1.0240(5) 0.3657(3) 0.4592(3) 0.0377(7) Uani 1 1 d . . . C12 C 0.4996(4) 0.1396(3) 0.5295(3) 0.0326(6) Uani 1 1 d . . . C13 C 0.6650(4) -0.0354(3) 0.5380(3) 0.0312(6) Uani 1 1 d . . . N1 N 1.7563(3) 0.0524(2) 0.9358(2) 0.0294(5) Uani 1 1 d . . . N2 N 0.9610(3) 0.4007(2) 0.8629(2) 0.0286(5) Uani 1 1 d . . . N3 N 0.9467(3) 0.3975(2) 0.5557(2) 0.0315(5) Uani 1 1 d . . . N4 N 0.6687(3) 0.1068(2) 0.5691(2) 0.0266(5) Uani 1 1 d . . . O1 O 1.8552(3) -0.1955(2) 0.8716(3) 0.0446(5) Uani 1 1 d . . . O2 O 1.5665(3) -0.3169(2) 0.7146(3) 0.0553(6) Uani 1 1 d . . . O1W O 0.3885(4) 0.4913(4) 0.8092(3) 0.0877(10) Uani 1 1 d . . . H10 H 0.3162 0.3827 0.7489 0.105 Uiso 1 1 d R . . H11 H 0.4254 0.5415 0.7431 0.105 Uiso 1 1 d R . . O3 O 1.1646(3) 0.1970(2) 0.7084(2) 0.0347(4) Uani 1 1 d . . . O4 O 1.0683(3) 0.0096(3) 0.7649(3) 0.0578(7) Uani 1 1 d . . . Cu1 Cu 2.0000 0.0000 1.0000 0.04455(17) Uani 1 2 d S . . Cu2 Cu 0.90388(4) 0.25942(3) 0.65954(3) 0.02983(12) Uani 1 1 d . . . H1 H 1.334(5) -0.139(4) 0.723(3) 0.041(8) Uiso 1 1 d . . . H2 H 1.518(4) 0.307(3) 0.952(3) 0.030(7) Uiso 1 1 d . . . H3 H 1.815(4) 0.259(3) 1.046(3) 0.026(7) Uiso 1 1 d . . . H4 H 0.718(4) 0.457(3) 0.810(3) 0.032(7) Uiso 1 1 d . . . H5 H 1.213(4) 0.370(3) 0.957(3) 0.033(8) Uiso 1 1 d . . . H6 H 0.871(5) 0.558(4) 0.659(4) 0.047(10) Uiso 1 1 d . . . H7 H 1.045(4) 0.273(4) 0.430(3) 0.042(9) Uiso 1 1 d . . . H8 H 0.497(4) 0.238(4) 0.545(3) 0.042(9) Uiso 1 1 d . . . H9 H 0.771(5) -0.059(3) 0.567(3) 0.042(9) 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 C1 0.0307(15) 0.0341(16) 0.0513(18) 0.0239(15) 0.0162(14) 0.0107(13) C2 0.0252(14) 0.0325(15) 0.0382(15) 0.0218(13) 0.0120(12) 0.0099(11) C3 0.0206(13) 0.0333(15) 0.0365(15) 0.0164(13) 0.0080(12) 0.0066(12) C4 0.0188(12) 0.0332(14) 0.0306(13) 0.0163(11) 0.0078(10) 0.0078(11) C5 0.0236(14) 0.0350(15) 0.0416(16) 0.0176(13) 0.0106(12) 0.0098(11) C6 0.0213(13) 0.0318(15) 0.0390(15) 0.0161(13) 0.0049(12) 0.0048(12) C7 0.0196(13) 0.0356(15) 0.0342(14) 0.0125(12) 0.0061(11) 0.0084(11) C8 0.0270(14) 0.0350(15) 0.0335(14) 0.0139(12) 0.0119(12) 0.0121(12) C9 0.0236(14) 0.0392(16) 0.0313(14) 0.0141(13) 0.0078(12) 0.0088(12) C10 0.055(2) 0.0373(17) 0.0453(18) 0.0209(15) 0.0318(16) 0.0213(15) C11 0.0520(19) 0.0269(15) 0.0445(17) 0.0164(13) 0.0250(15) 0.0180(13) C12 0.0265(14) 0.0270(14) 0.0413(16) 0.0129(13) 0.0085(12) 0.0069(11) C13 0.0180(13) 0.0336(15) 0.0373(15) 0.0124(12) 0.0051(11) 0.0067(11) N1 0.0192(11) 0.0332(12) 0.0396(13) 0.0210(11) 0.0090(10) 0.0067(9) N2 0.0254(12) 0.0309(12) 0.0305(12) 0.0111(10) 0.0118(10) 0.0071(9) N3 0.0333(13) 0.0289(12) 0.0352(13) 0.0156(10) 0.0129(10) 0.0079(10) N4 0.0195(11) 0.0300(12) 0.0282(11) 0.0113(9) 0.0068(9) 0.0027(9) O1 0.0255(11) 0.0351(11) 0.0742(15) 0.0264(11) 0.0128(10) 0.0129(9) O2 0.0393(13) 0.0354(13) 0.0758(17) 0.0148(12) 0.0086(12) 0.0079(10) O1W 0.078(2) 0.081(2) 0.082(2) 0.0304(18) 0.0146(17) -0.0187(17) O3 0.0261(10) 0.0385(11) 0.0469(12) 0.0221(10) 0.0144(9) 0.0154(8) O4 0.0225(11) 0.0679(16) 0.0864(18) 0.0502(15) 0.0073(11) 0.0045(11) Cu1 0.0190(3) 0.0329(3) 0.0766(4) 0.0273(3) 0.0047(2) 0.0093(2) Cu2 0.02228(19) 0.02889(19) 0.0342(2) 0.01117(15) 0.00712(14) 0.00212(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 C1 O2 1.225(4) . ? C1 O1 1.279(3) . ? C1 C2 1.514(4) . ? C2 N1 1.340(4) . ? C2 C3 1.378(4) . ? C3 C4 1.393(4) . ? C3 H1 0.97(3) . ? C4 C5 1.378(4) . ? C4 C7 1.523(3) . ? C5 C6 1.387(4) . ? C5 H2 1.02(3) . ? C6 N1 1.338(3) . ? C6 H3 0.94(3) . ? C7 O4 1.241(3) . ? C7 O3 1.257(3) . ? C8 N2 1.345(3) . ? C8 C9 1.367(4) 2_767 ? C8 H5 0.96(3) . ? C9 N2 1.337(3) . ? C9 C8 1.367(4) 2_767 ? C9 H4 0.99(3) . ? C10 N3 1.337(4) . ? C10 C11 1.371(4) 2_766 ? C10 H6 0.89(3) . ? C11 N3 1.329(4) . ? C11 C10 1.371(4) 2_766 ? C11 H7 0.92(3) . ? C12 N4 1.345(3) . ? C12 C13 1.369(4) 2_656 ? C12 H8 0.94(3) . ? C13 N4 1.336(3) . ? C13 C12 1.369(4) 2_656 ? C13 H9 0.86(3) . ? N1 Cu1 1.966(2) . ? N2 Cu2 2.050(2) . ? N3 Cu2 2.047(2) . ? N4 Cu2 1.977(2) . ? O1 Cu1 1.945(2) . ? O1W H10 1.0463 . ? O1W H11 1.0594 . ? O3 Cu2 2.1224(18) . ? Cu1 O1 1.945(2) 2_957 ? Cu1 N1 1.966(2) 2_957 ? 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 C1 O1 125.8(3) . . ? O2 C1 C2 119.7(3) . . ? O1 C1 C2 114.5(3) . . ? N1 C2 C3 122.2(2) . . ? N1 C2 C1 114.6(2) . . ? C3 C2 C1 123.2(3) . . ? C2 C3 C4 119.0(3) . . ? C2 C3 H1 121.6(19) . . ? C4 C3 H1 119.4(18) . . ? C5 C4 C3 118.6(2) . . ? C5 C4 C7 121.6(2) . . ? C3 C4 C7 119.7(2) . . ? C4 C5 C6 119.2(3) . . ? C4 C5 H2 124.8(16) . . ? C6 C5 H2 116.0(17) . . ? N1 C6 C5 121.9(3) . . ? N1 C6 H3 115.4(16) . . ? C5 C6 H3 122.7(17) . . ? O4 C7 O3 126.7(2) . . ? O4 C7 C4 116.8(2) . . ? O3 C7 C4 116.5(2) . . ? N2 C8 C9 121.9(3) . 2_767 ? N2 C8 H5 117.3(18) . . ? C9 C8 H5 120.8(18) 2_767 . ? N2 C9 C8 122.3(3) . 2_767 ? N2 C9 H4 115.2(17) . . ? C8 C9 H4 122.5(17) 2_767 . ? N3 C10 C11 122.7(3) . 2_766 ? N3 C10 H6 117(2) . . ? C11 C10 H6 120(2) 2_766 . ? N3 C11 C10 122.3(3) . 2_766 ? N3 C11 H7 118(2) . . ? C10 C11 H7 120(2) 2_766 . ? N4 C12 C13 122.8(3) . 2_656 ? N4 C12 H8 117(2) . . ? C13 C12 H8 120(2) 2_656 . ? N4 C13 C12 122.1(3) . 2_656 ? N4 C13 H9 117(2) . . ? C12 C13 H9 121(2) 2_656 . ? C6 N1 C2 119.0(2) . . ? C6 N1 Cu1 128.96(19) . . ? C2 N1 Cu1 112.02(17) . . ? C9 N2 C8 115.8(2) . . ? C9 N2 Cu2 121.49(18) . . ? C8 N2 Cu2 122.72(18) . . ? C11 N3 C10 115.0(2) . . ? C11 N3 Cu2 122.49(18) . . ? C10 N3 Cu2 121.9(2) . . ? C13 N4 C12 115.1(2) . . ? C13 N4 Cu2 123.14(18) . . ? C12 N4 Cu2 121.73(18) . . ? C1 O1 Cu1 115.22(18) . . ? H10 O1W H11 110.2 . . ? C7 O3 Cu2 120.56(18) . . ? O1 Cu1 O1 180.000(1) . 2_957 ? O1 Cu1 N1 96.47(9) . 2_957 ? O1 Cu1 N1 83.53(9) 2_957 2_957 ? O1 Cu1 N1 83.53(9) . . ? O1 Cu1 N1 96.47(9) 2_957 . ? N1 Cu1 N1 180.000(1) 2_957 . ? N4 Cu2 N3 119.05(9) . . ? N4 Cu2 N2 116.32(9) . . ? N3 Cu2 N2 102.57(9) . . ? N4 Cu2 O3 119.22(8) . . ? N3 Cu2 O3 99.33(8) . . ? N2 Cu2 O3 96.49(8) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 27.35 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.652 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.073 # Attachment 'Complex3.cif' data_complex3 _database_code_depnum_ccdc_archive 'CCDC 752063' #TrackingRef 'Complex3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 Cl1 Cu1 N2 O2' _chemical_formula_weight 313.22 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9239(6) _cell_length_b 9.9549(9) _cell_length_c 10.2041(9) _cell_angle_alpha 98.014(6) _cell_angle_beta 110.367(5) _cell_angle_gamma 108.134(5) _cell_volume 688.83(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description parallelopiped _exptl_crystal_colour red _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 316 _exptl_absorpt_coefficient_mu 1.773 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6958 _exptl_absorpt_correction_T_max 0.9874 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13253 _diffrn_reflns_av_R_equivalents 0.0815 _diffrn_reflns_av_sigmaI/netI 0.1000 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3151 _reflns_number_gt 1518 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker,2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.1452P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3151 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1641 _refine_ls_R_factor_gt 0.0783 _refine_ls_wR_factor_ref 0.2626 _refine_ls_wR_factor_gt 0.2154 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 C1 C 0.8050(11) 0.3287(9) 0.5540(8) 0.066(2) Uani 1 1 d . . . H1 H 0.8301 0.4176 0.5303 0.080 Uiso 1 1 calc R . . C2 C 0.8932(12) 0.2373(11) 0.5185(8) 0.077(3) Uani 1 1 d . . . H2 H 0.9721 0.2634 0.4692 0.093 Uiso 1 1 calc R . . C3 C 0.8624(14) 0.1073(11) 0.5570(9) 0.084(3) Uani 1 1 d . . . C4 C 0.7452(12) 0.0764(8) 0.6345(10) 0.075(2) Uani 1 1 d . . . H4 H 0.7244 -0.0071 0.6676 0.090 Uiso 1 1 calc R . . C5 C 0.6640(11) 0.1731(8) 0.6588(8) 0.065(2) Uani 1 1 d . . . H5 H 0.5844 0.1501 0.7081 0.078 Uiso 1 1 calc R . . C6 C 0.9450(14) -0.0168(13) 0.5271(10) 0.112(4) Uani 1 1 d . . . H6 H 0.9096 -0.1056 0.5501 0.134 Uiso 1 1 calc R . . C7 C 0.3358(10) 0.3325(8) 0.8260(8) 0.0579(18) Uani 1 1 d . . . H7 H 0.3721 0.2525 0.8176 0.070 Uiso 1 1 calc R . . C8 C 0.2287(10) 0.3395(8) 0.9065(8) 0.0590(19) Uani 1 1 d . . . H8 H 0.2013 0.2684 0.9547 0.071 Uiso 1 1 calc R . . C9 C 0.1627(10) 0.4510(9) 0.9156(7) 0.0580(19) Uani 1 1 d . . . C10 C 0.2218(13) 0.5578(9) 0.8478(9) 0.073(2) Uani 1 1 d . . . H10 H 0.1845 0.6375 0.8531 0.088 Uiso 1 1 calc R . . C11 C 0.3333(12) 0.5472(9) 0.7738(8) 0.065(2) Uani 1 1 d . . . H11 H 0.3719 0.6212 0.7313 0.078 Uiso 1 1 calc R . . C12 C 0.0475(11) 0.4561(9) 1.0003(8) 0.066(2) Uani 1 1 d . . . H12 H 0.0408 0.3926 1.0588 0.079 Uiso 1 1 calc R . . N1 N 0.6851(8) 0.2943(6) 0.6211(6) 0.0490(13) Uani 1 1 d . . . N2 N 0.3899(8) 0.4324(6) 0.7602(6) 0.0510(14) Uani 1 1 d . . . O1 O 0.453(5) 0.9495(13) 0.8978(16) 0.423(17) Uani 1 1 d . . . O2 O 1.051(4) 0.9358(13) 0.9334(13) 0.368(17) Uani 1 1 d . . . Cl1 Cl 0.7141(3) 0.66170(18) 0.6366(2) 0.0650(6) Uani 1 1 d . . . Cu1 Cu 0.53603(13) 0.41831(10) 0.63983(10) 0.0659(5) 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 C1 0.080(5) 0.102(6) 0.075(5) 0.050(5) 0.055(4) 0.071(5) C2 0.079(6) 0.138(8) 0.056(5) 0.030(5) 0.041(4) 0.078(6) C3 0.109(7) 0.097(7) 0.056(5) 0.007(5) 0.010(5) 0.086(6) C4 0.083(6) 0.052(4) 0.099(6) 0.016(4) 0.039(5) 0.039(4) C5 0.074(5) 0.056(4) 0.080(5) 0.023(4) 0.041(4) 0.034(4) C6 0.084(8) 0.131(9) 0.075(6) 0.063(6) 0.013(5) -0.007(7) C7 0.066(5) 0.065(5) 0.073(5) 0.028(4) 0.047(4) 0.039(4) C8 0.064(5) 0.076(5) 0.065(5) 0.033(4) 0.042(4) 0.039(4) C9 0.056(4) 0.088(5) 0.047(4) 0.024(4) 0.030(4) 0.038(4) C10 0.099(6) 0.091(6) 0.092(6) 0.049(5) 0.066(5) 0.074(5) C11 0.088(6) 0.090(6) 0.069(5) 0.044(4) 0.056(5) 0.063(5) C12 0.068(5) 0.104(6) 0.064(5) 0.040(4) 0.046(4) 0.052(4) N1 0.054(3) 0.058(3) 0.059(3) 0.023(3) 0.033(3) 0.039(3) N2 0.050(3) 0.075(4) 0.056(3) 0.029(3) 0.035(3) 0.039(3) O1 0.81(5) 0.118(10) 0.260(15) 0.132(11) 0.17(3) 0.116(18) O2 0.56(3) 0.148(12) 0.172(13) 0.097(9) -0.002(17) 0.002(16) Cl1 0.0839(14) 0.0478(10) 0.0665(12) 0.0200(9) 0.0386(11) 0.0193(9) Cu1 0.0773(8) 0.0684(7) 0.0958(8) 0.0343(6) 0.0646(6) 0.0465(6) _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 C1 N1 1.344(8) . ? C1 C2 1.388(10) . ? C2 C3 1.378(12) . ? C3 C4 1.408(13) . ? C3 C6 1.608(16) . ? C4 C5 1.354(10) . ? C5 N1 1.296(8) . ? C6 C6 1.175(19) 2_756 ? C7 N2 1.321(8) . ? C7 C8 1.381(9) . ? C8 C9 1.372(10) . ? C9 C10 1.396(10) . ? C9 C12 1.466(9) . ? C10 C11 1.365(9) . ? C11 N2 1.359(9) . ? C12 C12 1.318(14) 2_567 ? N1 Cu1 1.989(5) . ? N2 Cu1 1.978(5) . ? Cl1 Cu1 2.4062(19) . ? Cl1 Cu1 2.649(2) 2_666 ? Cu1 Cl1 2.649(2) 2_666 ? 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 N1 C1 C2 122.9(7) . . ? C3 C2 C1 119.3(7) . . ? C2 C3 C4 117.3(7) . . ? C2 C3 C6 128.7(9) . . ? C4 C3 C6 114.0(8) . . ? C5 C4 C3 117.4(8) . . ? N1 C5 C4 127.1(8) . . ? C6 C6 C3 112.7(14) 2_756 . ? N2 C7 C8 124.1(6) . . ? C9 C8 C7 120.1(7) . . ? C8 C9 C10 115.8(6) . . ? C8 C9 C12 119.5(7) . . ? C10 C9 C12 124.6(7) . . ? C11 C10 C9 121.2(7) . . ? N2 C11 C10 122.2(7) . . ? C12 C12 C9 124.9(9) 2_567 . ? C5 N1 C1 115.9(6) . . ? C5 N1 Cu1 124.6(5) . . ? C1 N1 Cu1 119.3(4) . . ? C7 N2 C11 116.5(6) . . ? C7 N2 Cu1 123.8(4) . . ? C11 N2 Cu1 119.7(5) . . ? Cu1 Cl1 Cu1 85.70(6) . 2_666 ? N2 Cu1 N1 132.1(2) . . ? N2 Cu1 Cl1 109.07(18) . . ? N1 Cu1 Cl1 108.27(17) . . ? N2 Cu1 Cl1 107.53(17) . 2_666 ? N1 Cu1 Cl1 98.37(17) . 2_666 ? Cl1 Cu1 Cl1 94.30(6) . 2_666 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.159 _refine_diff_density_min -0.667 _refine_diff_density_rms 0.128