#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006146.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2006146 loop_ _publ_author_name 'Ohba, S.' 'Kato, T.' 'Yoshioka, N.' 'Inoue, H.' _publ_section_title ; Dichlorobis[4,4,5,5-tetramethyl-2-(2-pyridyl)-4,5-dihydro-1H-imidazol-1-yloxy 3-oxide]copper(II) Bis(dichloromethane) Solvate ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first IUC9700004 _journal_volume 53 _journal_year 1997 _chemical_formula_iupac '[Cu Cl2 (C12 H16 N3 O2)2], 2C H2 Cl2' _chemical_formula_moiety 'C24 H32 Cl2 Cu1 N6 O4,2(C H2 Cl2)' _chemical_formula_structural '(Cu (C12 H16 N3 O2)2 Cl2) (C H2 Cl2)2' _chemical_formula_sum 'C26 H36 Cl6 Cu N6 O4' _chemical_formula_weight 772.88 _chemical_name_systematic ; Bis(2-(2-pyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-[H-imidazolyl-1-oxy 3-oxide)dichlorocopper(II) Bis(methylene chloride) Solvate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_type_scat_source 'International Tables Vol.IV(1974)' _cell_angle_alpha 90.00 _cell_angle_beta 103.570(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 8.804(2) _cell_length_b 14.2080(10) _cell_length_c 13.9310(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298 _cell_measurement_theta_max 15.0 _cell_measurement_theta_min 14.8 _cell_volume 1693.9(4) _computing_cell_refinement ; AFC/MSC Diffractometer Control Program (Rigaku Corporation, 1993) ; _computing_data_collection ' AFC/MSC Diffractometer Control Program' _computing_data_reduction 'local programs' _computing_molecular_graphics CRYSTAN-GM _computing_publication_material CRYSTAN-GM _computing_structure_refinement CRYSTAN-GM _computing_structure_solution ' CRYSTAN-GM (Edwards, Gilmore, Mackay & Stewart, 1995)' _diffrn_measurement_device_type 'Rigaku AFC-5' _diffrn_measurement_method '\q-2\q scans' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.012 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 4137 _diffrn_reflns_theta_max 27.5 _diffrn_standards_decay_% 21.3 _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.159 _exptl_absorpt_correction_T_max 0.807 _exptl_absorpt_correction_T_min 0.739 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details '(Coppens, Leiserowitz & Rabinovich, 1965)' _exptl_crystal_colour black _exptl_crystal_density_diffrn 1.515 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 794 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.47 _refine_diff_density_min -0.59 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.18 _refine_ls_hydrogen_treatment mixed _refine_ls_number_parameters 262 _refine_ls_number_reflns 2917 _refine_ls_R_factor_obs 0.0417 _refine_ls_shift/esd_max 0.03 _refine_ls_shift/esd_mean 0.0040 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w=1/[\s ^2^(F) + 0.000225F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.0374 _reflns_number_observed 2917 _reflns_number_total 3892 _reflns_threshold_expression '|F~o~| > 3\s(|F~o~|)' _[local]_cod_data_source_file qb0002.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/c ' _[local]_cod_chemical_formula_sum_orig 'C26 H36 Cl6 Cu1 N6 O4' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2006146 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.0230(2) 0.0277(2) 0.0315(2) 0.0006(2) 0.01040(10) -.0004(2) Cl2 0.0296(3) 0.0379(3) 0.0424(3) -.0032(2) 0.0095(2) -.0059(3) Cl3 0.0873(7) 0.0891(7) 0.1166(8) 0.0059(5) 0.0338(6) -.0105(6) Cl4 0.0925(7) 0.1132(8) 0.1125(8) -.0136(6) 0.0259(6) -.0355(7) O5 0.0474(9) 0.0308(9) 0.0367(9) 0.0010(7) 0.0177(7) -.0011(7) O6 0.0630(10) 0.0350(10) 0.0670(10) 0.0040(10) 0.0290(10) -0.0070(10) N7 0.0304(9) 0.0325(10) 0.0304(9) 0.0005(8) 0.0081(8) 0.0054(8) N8 0.0360(10) 0.0320(10) 0.0390(10) 0.0030(10) 0.0090(10) 0.0030(10) N9 0.0241(9) 0.0293(9) 0.0295(9) -.0012(7) 0.0088(7) -.0014(8) C10 0.0280(10) 0.0320(10) 0.0340(10) 0.0020(10) 0.0060(10) 0.0030(10) C11 0.0360(10) 0.0360(10) 0.0470(10) -0.0020(10) 0.0120(10) 0.0070(10) C12 0.0320(10) 0.0400(10) 0.0380(10) -0.0020(10) 0.0100(10) 0.0100(10) C13 0.047(2) 0.062(2) 0.063(2) -0.016(2) 0.008(2) -0.010(2) C14 0.069(2) 0.040(2) 0.074(2) -0.001(2) 0.027(2) 0.014(2) C15 0.041(2) 0.051(2) 0.065(2) -0.0030(10) 0.0240(10) 0.010(2) C16 0.054(2) 0.055(2) 0.0390(10) -0.0060(10) 0.0090(10) 0.0140(10) C17 0.0250(10) 0.0360(10) 0.0280(10) -0.0020(10) 0.0060(10) -0.0020(10) C18 0.0310(10) 0.0400(10) 0.0440(10) 0.0070(10) 0.0090(10) 0.0020(10) C19 0.0250(10) 0.057(2) 0.0490(10) 0.0060(10) 0.0120(10) -0.0080(10) C20 0.0330(10) 0.050(2) 0.0470(10) -0.0100(10) 0.0190(10) -0.0040(10) C21 0.0330(10) 0.0350(10) 0.0390(10) -0.0020(10) 0.0150(10) 0.0000(10) C22 0.054(2) 0.094(2) 0.077(2) 0.009(2) 0.019(2) 0.002(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy Cu1 0.00000 0.00000 0.00000 0.02850(10) Uij 1.000 Cl2 0.17695(6) 0.10540(4) 0.09429(4) 0.0390(2) Uij 1.000 Cl3 -0.46180(10) 0.14008(7) -0.25942(8) 0.1033(4) Uij 1.000 Cl4 -0.51810(10) -0.03760(8) -0.36023(8) 0.1159(5) Uij 1.000 O5 -0.0271(2) 0.09340(10) -0.13950(10) 0.0401(5) Uij 1.000 O6 -0.1528(2) 0.37050(10) -0.00160(10) 0.0584(7) Uij 1.000 N7 -0.0337(2) 0.18100(10) -0.11770(10) 0.0314(6) Uij 1.000 N8 -0.0936(2) 0.31260(10) -0.05260(10) 0.0368(6) Uij 1.000 N9 -0.1822(2) 0.07800(10) 0.02300(10) 0.0289(6) Uij 1.000 C10 -0.1161(2) 0.2180(2) -0.0575(2) 0.0320(7) Uij 1.000 C11 0.0313(3) 0.3423(2) -0.1041(2) 0.0402(8) Uij 1.000 C12 0.0359(2) 0.2555(2) -0.1709(2) 0.0361(8) Uij 1.000 C13 0.1779(4) 0.3555(3) -0.0217(3) 0.0610(10) Uij 1.000 C14 -0.0151(4) 0.4339(2) -0.1589(3) 0.0610(10) Uij 1.000 C15 0.1979(3) 0.2250(2) -0.1794(2) 0.0530(10) Uij 1.000 C16 -0.0725(3) 0.2625(2) -0.2729(2) 0.0490(10) Uij 1.000 C17 -0.2193(2) 0.1669(2) -0.00710(10) 0.0308(7) Uij 1.000 C18 -0.3529(3) 0.2110(2) 0.0082(2) 0.0394(8) Uij 1.000 C19 -0.4470(3) 0.1637(2) 0.0579(2) 0.0466(9) Uij 1.000 C20 -0.4074(3) 0.0749(2) 0.0910(2) 0.0455(9) Uij 1.000 C21 -0.2760(3) 0.0342(2) 0.0719(2) 0.0369(7) Uij 1.000 C22 -0.3774(4) 0.0444(2) -0.3063(2) 0.0780(10) Uij 1.000 H13A 0.193(3) 0.303(2) 0.014(2) 0.060(10) Uiso 1.000 H13B 0.258(3) 0.375(2) -0.047(2) 0.060(8) Uiso 1.000 H13C 0.162(3) 0.399(2) 0.024(2) 0.052(8) Uiso 1.000 H14A 0.046(3) 0.444(2) -0.198(2) 0.048(8) Uiso 1.000 H14B -0.122(3) 0.432(2) -0.197(2) 0.062(9) Uiso 1.000 H14C 0.000(3) 0.481(2) -0.111(2) 0.068(9) Uiso 1.000 H15A 0.261(2) 0.2080(10) -0.119(2) 0.035(7) Uiso 1.000 H15B 0.192(3) 0.167(2) -0.220(2) 0.054(8) Uiso 1.000 H15C 0.240(3) 0.271(2) -0.206(2) 0.068(9) Uiso 1.000 H16A -0.177(3) 0.283(2) -0.267(2) 0.051(7) Uiso 1.000 H16B -0.077(3) 0.203(2) -0.304(2) 0.054(8) Uiso 1.000 H16C -0.033(3) 0.308(2) -0.310(2) 0.048(7) Uiso 1.000 H18 -0.378(2) 0.271(2) -0.0150(10) 0.034(6) Uiso 1.000 H19 -0.527(2) 0.1900(10) 0.066(2) 0.037(6) Uiso 1.000 H20 -0.463(3) 0.045(2) 0.121(2) 0.044(7) Uiso 1.000 H21 -0.248(3) -0.026(2) 0.093(2) 0.045(7) Uiso 1.000 H22A -0.30233 0.01488 -0.25373 0.110(10) Uiso 1.000 H22B -0.32513 0.06658 -0.35523 0.071(9) Uiso 1.000 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag Cl2 Cu1 O5 91.60(10) yes Cl2 Cu1 N9 90.50(10) yes O5 Cu1 N9 83.70(10) yes Cu1 O5 N7 111.0(2) yes O5 N7 C10 126.1(2) yes O5 N7 C12 121.3(2) yes C10 N7 C12 112.1(2) yes O6 N8 C10 126.4(2) yes O6 N8 C11 121.6(2) yes C10 N8 C11 111.5(2) yes Cu1 N9 C17 127.2(2) yes Cu1 N9 C21 115.5(2) yes C17 N9 C21 117.4(2) no N7 C10 N8 109.1(2) yes N7 C10 C17 126.5(2) yes N8 C10 C17 124.4(2) yes N8 C11 C12 100.9(2) yes N8 C11 C13 105.0(2) no N8 C11 C14 109.8(3) no C12 C11 C13 114.4(3) no C12 C11 C14 115.0(3) no C13 C11 C14 110.7(3) no N7 C12 C11 101.1(2) yes N7 C12 C15 109.7(2) no N7 C12 C16 105.6(2) no C11 C12 C15 115.5(2) no C11 C12 C16 114.2(3) no C15 C12 C16 109.9(3) no N9 C17 C10 118.8(2) no N9 C17 C18 121.7(2) no C10 C17 C18 119.5(2) no C17 C18 C19 119.3(3) no C18 C19 C20 119.2(3) no C19 C20 C21 119.0(3) no N9 C21 C20 123.4(3) no Cl3 C22 Cl4 111.1(2) no C11 C13 H13A 107.9(18) no C11 C13 H13B 110.0(17) no C11 C13 H13C 111.3(16) no H13A C13 H13B 117.(2) no H13A C13 H13C 102.(2) no H13B C13 H13C 109.(2) no C11 C14 H14A 108.9(17) no C11 C14 H14B 111.5(16) no C11 C14 H14C 106.4(18) no H14A C14 H14B 110.(2) no H14A C14 H14C 109.(2) no H14B C14 H14C 111.(2) no C12 C15 H15A 112.0(14) no C12 C15 H15B 110.8(14) no C12 C15 H15C 108.5(18) no H15A C15 H15B 104.(2) no H15A C15 H15C 111.(2) no H15B C15 H15C 110.(2) no C12 C16 H16A 109.8(14) no C12 C16 H16B 108.8(15) no C12 C16 H16C 108.9(14) no H16A C16 H16B 111.(2) no H16A C16 H16C 108.(2) no H16B C16 H16C 110.(2) no C17 C18 H18 120.2(13) no C19 C18 H18 120.6(13) no C18 C19 H19 119.0(15) no C20 C19 H19 121.8(15) no C19 C20 H20 120.4(16) no C21 C20 H20 120.6(16) no N9 C21 H21 116.0(15) no C20 C21 H21 120.5(15) no Cl3 C22 H22A 109.3(3) no Cl3 C22 H22B 109.0(3) no Cl4 C22 H22A 109.3(3) no Cl4 C22 H22B 109.0(3) no H22A C22 H22B 109.0(3) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Cu1 Cl2 2.3310(10) yes Cu1 O5 2.319(2) yes Cu1 N9 2.035(2) yes Cl3 C22 1.748(4) no Cl4 C22 1.737(4) no O5 N7 1.286(3) yes O6 N8 1.274(3) yes N7 C10 1.338(3) yes N7 C12 1.503(3) yes N8 C10 1.359(3) yes N8 C11 1.508(3) yes N9 C17 1.348(3) yes N9 C21 1.341(3) yes C10 C17 1.464(3) yes C11 C12 1.551(4) yes C11 C13 1.524(4) no C11 C14 1.516(4) no C12 C15 1.522(4) no C12 C16 1.519(4) no C17 C18 1.393(3) no C18 C19 1.374(4) no C19 C20 1.360(4) no C20 C21 1.374(4) no C13 H13A 0.89(3) no C13 H13B 0.90(3) no C13 H13C 0.92(3) no C14 H14A 0.86(3) no C14 H14B 0.97(3) no C14 H14C 0.93(3) no C15 H15A 0.92(3) no C15 H15B 1.00(3) no C15 H15C 0.87(3) no C16 H16A 0.99(3) no C16 H16B 0.95(3) no C16 H16C 0.94(3) no C18 H18 0.91(3) no C19 H19 0.83(3) no C20 H20 0.83(3) no C21 H21 0.92(3) no C22 H22A 0.960(4) no C22 H22B 0.961(4) no