# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1898 data_total _audit_creation_method 'RAELSPUB and manual entry' # SUBMISSION DETAILS _publ_contact_author_name 'Stephen B. Colbran' _publ_contact_author_address ; School of Chemistry University of New South Wales Sydney 2052, Australia ; _publ_contact_author_email 'S.Colbran@unsw.edu.au' _publ_contact_letter ? _publ_requested_journal 'J. Chem. Soc. Dalton Trans' _publ_requested_category ? # TITLE AND AUTHOR LIST _publ_section_title ; Copper(II) Complexes of 6-Hydroxymethyl-substituted Tris(2-pyridylmethyl)amine Ligands ; _publ_section_title_footnote ? loop_ _publ-author_name ; Zhicong He, Jinny P. Chaimungkalanont, Donald C. Craig and Stephen B. Colbran ; _publ_author_address ; School of Chemistry University of New South Wales Sydney 2052, Australia ; data_COMPOUND1 _audit_creation_method 'RAELSPUB and manual entry' # TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_acknowledgements ? _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C., Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435. De Meulenaer, J. and Tompa, H. Acta Cryst., 1965, 19, 1014. Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974. Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement Program, University of New South Wales, 1989. ; _publ_section_figure_captions ? _publ_section_exptl_prep ? _publ_section_exptl_refinement ? # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C19 H20 Cl Cu N4 O 1+, Cl 1-' _chemical_formula_sum 'C19 H20 Cl2 Cu N4 O' _chemical_formula_iupac ? _chemical_formula_weight 454.8 # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 x,-y,1/2+z 3 -x,-y,-z 4 -x,y,1/2-z 5 1/2+x,1/2+y,z 6 1/2+x,1/2-y,1/2+z 7 1/2-x,1/2-y,-z 8 1/2-x,1/2+y,1/2-z _cell_length_a 20.669(9) _cell_length_b 13.190(3) _cell_length_c 15.770(7) _cell_angle_alpha 90 _cell_angle_beta 112.92(2) _cell_angle_gamma 90 _cell_volume 3960(3) _cell_formula_units_Z 8 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 12 _cell_measurement_theta_max 13 _cell_measurement_temperature 294 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.53 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1864.0 _exptl_absorpt_coefficient_mu 1.393 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details '(DeMeulenaer & Tompa, 1965)' _exptl_absorpt_correction_T-min 0.78 _exptl_absorpt_correction_T-max 0.85 # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_reflns_number 3595 _diffrn_reflns_av_R_equivalents 0.016 _diffrn_reflns_theta_max 25 _diffrn_reflns_h_min 0 _diffrn_reflns_h_max 24 _diffrn_reflns_k_min -15 _diffrn_reflns_k_max 0 _diffrn_reflns_l_min -18 _diffrn_reflns_l_max 18 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 6 # REFINEMENT DATA _refine_special_details ? _reflns_number_total 3494 _reflns_number_gt 2625 _reflns_threshold_expression I>3\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.027 _refine_ls_wR_factor_ref 0.042 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2625 _refine_ls_number_parameters 244 _refine_ls_goodness_of_fit_ref 1.52 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0016F^2^]' _refine_ls_shift/su_max 0.009 _refine_diff_density_max 0.43 _refine_diff_density_min -0.37 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_type_symbol _atom_site_occupancy Cu 0.21242(2) 0.48932(3) 0.64970(2) 0.0351(1) Uani Cu ? Cl1 0.18136(5) 0.42730(6) 0.76026(5) 0.0542(2) Uani Cl ? Cl2 0.40282(4) 0.33183(6) 0.97800(5) 0.0475(2) Uani Cl ? O 0.3432(1) 0.1855(2) 0.8098(1) 0.0514(6) Uani O ? N1 0.3049(1) 0.5512(2) 0.7296(2) 0.0350(5) Uani N ? N2 0.1232(1) 0.4570(2) 0.5431(2) 0.0396(6) Uani N ? N3 0.2889(1) 0.3624(2) 0.6195(2) 0.0381(6) Uani N ? N4 0.2317(1) 0.5642(2) 0.5490(1) 0.0317(5) Uani N ? C1 0.2782(2) 0.6515(2) 0.5930(2) 0.0389(7) Uani C ? C2 0.3283(2) 0.6223(2) 0.6874(2) 0.0367(6) Uani C ? C3 0.3940(2) 0.6664(3) 0.7290(2) 0.0520(8) Uani C ? C4 0.4373(2) 0.6353(3) 0.8168(2) 0.0605(9) Uani C ? C5 0.4137(2) 0.5593(3) 0.8585(2) 0.0565(9) Uani C ? C6 0.3477(2) 0.5195(2) 0.8138(2) 0.0448(7) Uani C ? C7 0.1629(2) 0.5975(2) 0.4796(2) 0.0358(6) Uani C ? C8 0.1104(2) 0.5156(2) 0.4687(2) 0.0383(7) Uani C ? C9 0.0506(2) 0.5040(3) 0.3892(2) 0.0514(8) Uani C ? C10 0.0020(2) 0.4308(3) 0.3864(3) 0.063(1) Uani C ? C11 0.0161(2) 0.3690(3) 0.4622(3) 0.062(1) Uani C ? C12 0.0768(2) 0.3838(3) 0.5391(2) 0.0516(8) Uani C ? C13 0.2662(2) 0.4934(2) 0.5054(2) 0.0403(7) Uani C ? C14 0.3157(2) 0.4198(2) 0.5713(2) 0.0398(7) Uani C ? C15 0.3840(2) 0.4122(3) 0.5794(3) 0.060(1) Uani C ? C16 0.4256(2) 0.3383(3) 0.6374(3) 0.076(1) Uani C ? C17 0.3978(2) 0.2773(3) 0.6856(3) 0.063(1) Uani C ? C18 0.3296(2) 0.2916(2) 0.6759(2) 0.0414(7) Uani C ? C19 0.2953(2) 0.2268(2) 0.7258(2) 0.0509(8) Uani C ? HO 0.3602 0.2433 0.8501 0.051 Uani H ? H1C1 0.2489 0.7100 0.5975 0.039 Uani H ? H2C1 0.3051 0.6714 0.5550 0.039 Uani H ? HC3 0.4099 0.7196 0.6963 0.052 Uani H ? HC4 0.4845 0.6670 0.8494 0.060 Uani H ? HC5 0.4447 0.5336 0.9209 0.056 Uani H ? HC6 0.3310 0.4654 0.8447 0.045 Uani H ? H1C7 0.1671 0.6101 0.4194 0.036 Uani H ? H2C7 0.1477 0.6613 0.5008 0.036 Uani H ? HC9 0.0427 0.5482 0.3345 0.051 Uani H ? HC10 -0.0424 0.4227 0.3306 0.063 Uani H ? HC11 -0.0174 0.3139 0.4612 0.062 Uani H ? HC12 0.0867 0.3386 0.5937 0.052 Uani H ? H1C13 0.2931 0.5346 0.4769 0.040 Uani H ? H2C13 0.2287 0.4541 0.4563 0.040 Uani H ? HC15 0.4031 0.4585 0.5446 0.060 Uani H ? HC16 0.4755 0.3293 0.6443 0.076 Uani H ? HC17 0.4271 0.2230 0.7272 0.063 Uani H ? H1C19 0.2703 0.1696 0.6845 0.051 Uani H ? H2C19 0.2606 0.2696 0.7395 0.051 Uani H ? 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 _atom_site_aniso_type_symbol Cu 0.0383(2) 0.0419(2) 0.0264(2) -0.0061(2) 0.0140(1) 0.0037(1) Cu Cl1 0.0669(6) 0.0652(5) 0.0397(4) -0.0126(4) 0.0307(4) 0.0064(4) Cl Cl2 0.0501(5) 0.0426(4) 0.0478(4) 0.0038(3) 0.0168(4) 0.0001(3) Cl O 0.066(2) 0.041(1) 0.040(1) 0.009(1) 0.012(1) 0.0075(9) O N1 0.037(1) 0.038(1) 0.030(1) 0.000(1) 0.014(1) 0.002(1) N N2 0.041(1) 0.043(1) 0.037(1) -0.007(1) 0.017(1) -0.003(1) N N3 0.042(1) 0.037(1) 0.035(1) 0.002(1) 0.016(1) 0.002(1) N N4 0.033(1) 0.034(1) 0.028(1) 0.000(1) 0.012(1) 0.0034(9) N C1 0.041(2) 0.037(2) 0.036(2) -0.005(1) 0.013(1) 0.006(1) C C2 0.036(2) 0.039(2) 0.035(2) -0.002(1) 0.013(1) 0.000(1) C C3 0.043(2) 0.059(2) 0.050(2) -0.009(2) 0.013(2) 0.005(2) C C4 0.042(2) 0.084(3) 0.046(2) -0.010(2) 0.007(2) -0.004(2) C C5 0.047(2) 0.078(3) 0.036(2) 0.003(2) 0.007(2) 0.003(2) C C6 0.049(2) 0.055(2) 0.029(1) 0.004(2) 0.013(1) 0.004(1) C C7 0.035(2) 0.042(2) 0.028(1) 0.004(1) 0.009(1) 0.007(1) C C8 0.037(2) 0.044(2) 0.034(2) 0.000(1) 0.013(1) -0.004(1) C C9 0.047(2) 0.060(2) 0.040(2) -0.004(2) 0.009(2) -0.008(2) C C10 0.051(2) 0.076(3) 0.058(2) -0.015(2) 0.015(2) -0.023(2) C C11 0.056(2) 0.061(2) 0.072(2) -0.023(2) 0.028(2) -0.023(2) C C12 0.052(2) 0.054(2) 0.056(2) -0.018(2) 0.028(2) -0.008(2) C C13 0.048(2) 0.045(2) 0.033(1) 0.009(1) 0.022(1) 0.007(1) C C14 0.047(2) 0.040(2) 0.038(2) 0.007(1) 0.022(1) 0.001(1) C C15 0.061(2) 0.062(2) 0.073(3) 0.017(2) 0.042(2) 0.020(2) C C16 0.055(2) 0.082(3) 0.102(3) 0.029(2) 0.043(2) 0.034(2) C C17 0.059(2) 0.058(2) 0.077(3) 0.021(2) 0.031(2) 0.023(2) C C18 0.047(2) 0.035(2) 0.041(2) 0.004(1) 0.017(1) 0.005(1) C C19 0.057(2) 0.046(2) 0.048(2) 0.000(2) 0.018(2) 0.015(1) C # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu Cl1 2.234(1) 1_555 1_555 no Cu N1 2.008(2) 1_555 1_555 no Cu N2 1.999(2) 1_555 1_555 no Cu N3 2.472(2) 1_555 1_555 no Cu N4 2.037(2) 1_555 1_555 no O C19 1.417(3) 1_555 1_555 no N1 C2 1.344(4) 1_555 1_555 no N1 C6 1.344(3) 1_555 1_555 no N2 C8 1.343(4) 1_555 1_555 no N2 C12 1.345(4) 1_555 1_555 no N3 C14 1.336(4) 1_555 1_555 no N3 C18 1.337(4) 1_555 1_555 no N4 C1 1.486(4) 1_555 1_555 no N4 C7 1.483(3) 1_555 1_555 no N4 C13 1.496(4) 1_555 1_555 no C1 C2 1.494(4) 1_555 1_555 no C2 C3 1.386(4) 1_555 1_555 no C3 C4 1.386(4) 1_555 1_555 no C4 C5 1.388(5) 1_555 1_555 no C5 C6 1.373(5) 1_555 1_555 no C7 C8 1.493(4) 1_555 1_555 no C8 C9 1.383(4) 1_555 1_555 no C9 C10 1.382(5) 1_555 1_555 no C10 C11 1.381(5) 1_555 1_555 no C11 C12 1.377(5) 1_555 1_555 no C13 C14 1.498(4) 1_555 1_555 no C14 C15 1.371(4) 1_555 1_555 no C15 C16 1.383(5) 1_555 1_555 no C16 C17 1.376(5) 1_555 1_555 no C17 C18 1.371(4) 1_555 1_555 no C18 C19 1.513(4) 1_555 1_555 no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Cu N1 98.7(1) 1_555 1_555 1_555 no Cl1 Cu N2 97.3(1) 1_555 1_555 1_555 no Cl1 Cu N3 107.6(1) 1_555 1_555 1_555 no Cl1 Cu N4 171.4(1) 1_555 1_555 1_555 no N1 Cu N2 162.8(1) 1_555 1_555 1_555 no N1 Cu N3 82.7(1) 1_555 1_555 1_555 no N1 Cu N4 82.2(1) 1_555 1_555 1_555 no N2 Cu N3 98.2(1) 1_555 1_555 1_555 no N2 Cu N4 81.0(1) 1_555 1_555 1_555 no N3 Cu N4 81.0(1) 1_555 1_555 1_555 no Cu N1 C2 114.3(2) 1_555 1_555 1_555 no Cu N1 C6 126.4(2) 1_555 1_555 1_555 no C2 N1 C6 118.7(3) 1_555 1_555 1_555 no Cu N2 C8 114.6(2) 1_555 1_555 1_555 no Cu N2 C12 126.8(2) 1_555 1_555 1_555 no C8 N2 C12 118.6(3) 1_555 1_555 1_555 no Cu N3 C14 99.5(2) 1_555 1_555 1_555 no Cu N3 C18 129.0(2) 1_555 1_555 1_555 no C14 N3 C18 118.6(3) 1_555 1_555 1_555 no Cu N4 C1 107.4(2) 1_555 1_555 1_555 no Cu N4 C7 107.3(2) 1_555 1_555 1_555 no Cu N4 C13 109.2(2) 1_555 1_555 1_555 no C1 N4 C7 112.0(2) 1_555 1_555 1_555 no C1 N4 C13 111.2(2) 1_555 1_555 1_555 no C7 N4 C13 109.7(2) 1_555 1_555 1_555 no N4 C1 C2 109.7(2) 1_555 1_555 1_555 no N1 C2 C1 115.4(2) 1_555 1_555 1_555 no N1 C2 C3 122.2(3) 1_555 1_555 1_555 no C1 C2 C3 122.3(3) 1_555 1_555 1_555 no C2 C3 C4 118.8(3) 1_555 1_555 1_555 no C3 C4 C5 118.5(3) 1_555 1_555 1_555 no C4 C5 C6 119.6(3) 1_555 1_555 1_555 no N1 C6 C5 122.0(3) 1_555 1_555 1_555 no N4 C7 C8 108.4(2) 1_555 1_555 1_555 no N2 C8 C7 115.4(2) 1_555 1_555 1_555 no N2 C8 C9 122.1(3) 1_555 1_555 1_555 no C7 C8 C9 122.5(3) 1_555 1_555 1_555 no C8 C9 C10 119.2(3) 1_555 1_555 1_555 no C9 C10 C11 118.7(3) 1_555 1_555 1_555 no C10 C11 C12 119.4(3) 1_555 1_555 1_555 no N2 C12 C11 122.0(3) 1_555 1_555 1_555 no N4 C13 C14 113.8(2) 1_555 1_555 1_555 no N3 C14 C13 116.0(3) 1_555 1_555 1_555 no N3 C14 C15 123.1(3) 1_555 1_555 1_555 no C13 C14 C15 120.8(3) 1_555 1_555 1_555 no C14 C15 C16 117.7(3) 1_555 1_555 1_555 no C15 C16 C17 119.4(3) 1_555 1_555 1_555 no C16 C17 C18 119.3(3) 1_555 1_555 1_555 no N3 C18 C17 121.6(3) 1_555 1_555 1_555 no N3 C18 C19 116.1(3) 1_555 1_555 1_555 no C17 C18 C19 122.3(3) 1_555 1_555 1_555 no O C19 C18 114.0(3) 1_555 1_555 1_555 no #===END data_COMPOUND2 _audit_creation_method 'RAELSPUB and manual entry' # TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_acknowledgements ? _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C., Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435. De Meulenaer, J. and Tompa, H. Acta Cryst., 1965, 19, 1014. Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974. Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement Program, University of New South Wales, 1989. ; _publ_section_figure_captions ? _publ_section_exptl_prep ? _publ_section_exptl_refinement ? # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C20 H22 Cl Cu N4 O2 1+, Cl 1-' _chemical_formula_sum 'C20 H22 Cl2 Cu N4 O2' _chemical_formula_iupac ? _chemical_formula_weight 484.9 # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 8.204(5) _cell_length_b 16.174(3) _cell_length_c 16.453(9) _cell_angle_alpha 90 _cell_angle_beta 105.85(2) _cell_angle_gamma 90 _cell_volume 2100(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 9 _cell_measurement_theta_max 11 _cell_measurement_temperature 294 _exptl_crystal_description prism _exptl_crystal_colour ? _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.09 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.53 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 996.0 _exptl_absorpt_coefficient_mu 1.321 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details '(DeMeulenaer & Tompa, 1965)' _exptl_absorpt_correction_T-min 0.86 _exptl_absorpt_correction_T-max 0.90 # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_reflns_number 2850 _diffrn_reflns_av_R_equivalents 0.015 _diffrn_reflns_theta_max 23 _diffrn_reflns_h_min -8 _diffrn_reflns_h_max 8 _diffrn_reflns_k_min 0 _diffrn_reflns_k_max 17 _diffrn_reflns_l_min 0 _diffrn_reflns_l_max 17 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 0 # REFINEMENT DATA _refine_special_details ? _reflns_number_total 2738 _reflns_number_gt 1826 _reflns_threshold_expression I>3\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.029 _refine_ls_wR_factor_ref 0.039 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 1826 _refine_ls_number_parameters 262 _refine_ls_goodness_of_fit_ref 1.47 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0016F^2^]' _refine_ls_shift/su_max 0.010 _refine_diff_density_max 0.56 _refine_diff_density_min -0.56 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_type_symbol _atom_site_occupancy Cu 0.56899(6) 0.53722(3) 0.13882(3) 0.0328(2) Uani Cu ? Cl1 0.75737(14) 0.50403(8) 0.06739(7) 0.0438(3) Uani Cl ? O1 1.0859(4) 0.4795(2) 0.3424(2) 0.058(1) Uani O ? O2 1.0257(4) 0.7301(2) 0.2082(2) 0.060(1) Uani O ? N1 0.6527(4) 0.5292(2) 0.2809(2) 0.0322(9) Uani N ? N2 0.5884(4) 0.6631(2) 0.1302(2) 0.0324(9) Uani N ? N3 0.4635(5) 0.4249(2) 0.1290(2) 0.0369(9) Uani N ? N4 0.3482(4) 0.5727(2) 0.1653(2) 0.0351(9) Uani N ? C1 0.3875(5) 0.6058(3) 0.2522(3) 0.039(1) Uani C ? C2 0.5313(5) 0.5613(3) 0.3124(3) 0.033(1) Uani C ? C3 0.5415(6) 0.5597(3) 0.3977(3) 0.038(1) Uani C ? C4 0.6809(6) 0.5216(3) 0.4520(3) 0.044(1) Uani C ? C5 0.8018(6) 0.4858(3) 0.4199(3) 0.041(1) Uani C ? C6 0.7859(5) 0.4917(3) 0.3337(3) 0.036(1) Uani C ? C7 0.9187(6) 0.4568(3) 0.2962(3) 0.048(1) Uani C ? C8 0.2883(5) 0.6395(3) 0.1030(3) 0.041(1) Uani C ? C9 0.4322(5) 0.6986(3) 0.1086(3) 0.035(1) Uani C ? C10 0.4104(6) 0.7821(3) 0.0978(3) 0.053(1) Uani C ? C11 0.5493(7) 0.8315(3) 0.1103(4) 0.064(2) Uani C ? C12 0.7073(6) 0.7971(3) 0.1351(4) 0.056(1) Uani C ? C13 0.7252(5) 0.7125(3) 0.1444(3) 0.040(1) Uani C ? C14 0.8952(6) 0.6726(3) 0.1729(4) 0.055(2) Uani C ? C15 0.2283(6) 0.5027(3) 0.1532(4) 0.051(1) Uani C ? C16 0.3027(6) 0.4234(3) 0.1357(3) 0.040(1) Uani C ? C17 0.2110(7) 0.3503(4) 0.1260(4) 0.063(2) Uani C ? C18 0.2862(9) 0.2773(4) 0.1082(4) 0.078(2) Uani C ? C19 0.4504(8) 0.2802(3) 0.1031(4) 0.068(2) Uani C ? C20 0.5356(6) 0.3546(3) 0.1134(3) 0.048(1) Uani C ? Cl2 1.11771(15) 0.66719(9) 0.39263(8) 0.0576(4) Uani Cl ? HO1 1.0960 0.5393 0.3584 0.058 Uani H ? HO2 1.0555 0.7098 0.2679 0.060 Uani H ? H1C1 0.2843 0.6006 0.2730 0.039 Uani H ? H2C1 0.4185 0.6655 0.2509 0.039 Uani H ? HC3 0.4509 0.5853 0.4196 0.038 Uani H ? HC4 0.6932 0.5203 0.5141 0.044 Uani H ? HC5 0.9000 0.4559 0.4580 0.041 Uani H ? H1C7 0.8973 0.4775 0.2370 0.048 Uani H ? H2C7 0.9098 0.3951 0.2957 0.048 Uani H ? H1C8 0.1914 0.6692 0.1159 0.041 Uani H ? H2C8 0.2506 0.6155 0.0449 0.041 Uani H ? HC10 0.2940 0.8065 0.0808 0.053 Uani H ? HC11 0.5359 0.8926 0.1014 0.064 Uani H ? HC12 0.8100 0.8333 0.1466 0.056 Uani H ? H1C14 0.9208 0.6454 0.1232 0.055 Uani H ? H2C14 0.8925 0.6300 0.2165 0.055 Uani H ? H1C15 0.1283 0.5157 0.1045 0.051 Uani H ? H2C15 0.1904 0.4962 0.2056 0.051 Uani H ? HC17 0.0927 0.3497 0.1318 0.063 Uani H ? HC18 0.2217 0.2241 0.0992 0.078 Uani H ? HC19 0.5080 0.2286 0.0921 0.068 Uani H ? HC20 0.6548 0.3561 0.1091 0.048 Uani H ? 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 _atom_site_aniso_type_symbol Cu 0.0282(3) 0.0330(3) 0.0391(3) 0.0023(3) 0.0125(2) -0.0024(3) Cu Cl1 0.0386(7) 0.0510(8) 0.0467(7) 0.0026(6) 0.0199(5) -0.0070(6) Cl O1 0.038(2) 0.063(3) 0.069(2) 0.009(2) 0.010(2) -0.001(2) O O2 0.040(2) 0.060(2) 0.077(3) -0.014(2) 0.007(2) 0.004(2) O N1 0.030(2) 0.032(2) 0.034(2) 0.000(2) 0.008(2) 0.000(2) N N2 0.025(2) 0.033(2) 0.039(2) 0.005(2) 0.008(2) 0.000(2) N N3 0.041(2) 0.034(2) 0.037(2) -0.001(2) 0.012(2) -0.001(2) N N4 0.028(2) 0.036(2) 0.042(2) 0.002(2) 0.011(2) -0.001(2) N C1 0.037(3) 0.050(3) 0.033(3) 0.011(2) 0.014(2) 0.001(2) C C2 0.031(3) 0.027(3) 0.041(3) -0.003(2) 0.010(2) 0.001(2) C C3 0.038(3) 0.038(3) 0.040(3) -0.006(2) 0.015(2) 0.001(2) C C4 0.049(3) 0.048(3) 0.036(3) -0.013(3) 0.013(3) 0.002(2) C C5 0.042(3) 0.043(3) 0.035(3) -0.005(2) 0.002(2) 0.010(2) C C6 0.029(3) 0.030(3) 0.045(3) -0.003(2) 0.002(2) 0.000(2) C C7 0.034(3) 0.055(3) 0.050(3) 0.013(3) 0.004(2) 0.003(3) C C8 0.033(3) 0.047(3) 0.040(3) 0.009(2) 0.007(2) 0.002(2) C C9 0.036(3) 0.038(3) 0.032(3) 0.002(2) 0.008(2) 0.002(2) C C10 0.046(3) 0.043(3) 0.066(4) 0.016(3) 0.009(3) 0.011(3) C C11 0.056(4) 0.038(3) 0.090(4) 0.007(3) 0.009(3) 0.017(3) C C12 0.050(3) 0.037(3) 0.079(4) -0.006(3) 0.014(3) 0.007(3) C C13 0.033(3) 0.041(3) 0.046(3) -0.002(2) 0.010(2) 0.001(2) C C14 0.032(3) 0.048(3) 0.082(4) -0.007(2) 0.011(3) -0.003(3) C C15 0.035(3) 0.046(3) 0.077(4) -0.003(3) 0.023(3) -0.003(3) C C16 0.039(3) 0.041(3) 0.038(3) -0.005(2) 0.009(2) 0.004(2) C C17 0.058(4) 0.059(4) 0.074(4) -0.019(3) 0.025(3) 0.003(3) C C18 0.102(5) 0.036(4) 0.101(5) -0.019(4) 0.036(4) -0.006(3) C C19 0.091(5) 0.040(4) 0.082(4) -0.008(3) 0.039(4) 0.001(3) C C20 0.052(3) 0.040(3) 0.055(3) 0.008(3) 0.019(3) 0.006(3) C Cl2 0.0492(8) 0.070(1) 0.0531(8) 0.0038(7) 0.0132(6) -0.0050(7) Cl # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu Cl1 2.247(1) 1_555 1_555 no Cu N1 2.253(3) 1_555 1_555 no Cu N2 2.051(3) 1_555 1_555 no Cu N3 2.000(4) 1_555 1_555 no Cu N4 2.057(3) 1_555 1_555 no O1 C7 1.423(5) 1_555 1_555 no O2 C14 1.418(5) 1_555 1_555 no N1 C2 1.346(5) 1_555 1_555 no N1 C6 1.342(5) 1_555 1_555 no N2 C9 1.359(5) 1_555 1_555 no N2 C13 1.344(5) 1_555 1_555 no N3 C16 1.354(6) 1_555 1_555 no N3 C20 1.338(6) 1_555 1_555 no N4 C1 1.478(5) 1_555 1_555 no N4 C8 1.477(6) 1_555 1_555 no N4 C15 1.477(6) 1_555 1_555 no C1 C2 1.501(6) 1_555 1_555 no C2 C3 1.383(6) 1_555 1_555 no C3 C4 1.389(7) 1_555 1_555 no C4 C5 1.372(7) 1_555 1_555 no C5 C6 1.392(6) 1_555 1_555 no C6 C7 1.500(6) 1_555 1_555 no C8 C9 1.502(6) 1_555 1_555 no C9 C10 1.368(6) 1_555 1_555 no C10 C11 1.361(7) 1_555 1_555 no C11 C12 1.366(7) 1_555 1_555 no C12 C13 1.381(7) 1_555 1_555 no C13 C14 1.491(6) 1_555 1_555 no C15 C16 1.483(7) 1_555 1_555 no C16 C17 1.387(7) 1_555 1_555 no C17 C18 1.400(8) 1_555 1_555 no C18 C19 1.373(8) 1_555 1_555 no C19 C20 1.379(7) 1_555 1_555 no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Cu N1 118.1(1) 1_555 1_555 1_555 no Cl1 Cu N2 97.1(1) 1_555 1_555 1_555 no Cl1 Cu N3 94.9(1) 1_555 1_555 1_555 no Cl1 Cu N4 161.5(1) 1_555 1_555 1_555 no N1 Cu N2 96.9(1) 1_555 1_555 1_555 no N1 Cu N3 92.0(1) 1_555 1_555 1_555 no N1 Cu N4 80.4(1) 1_555 1_555 1_555 no N2 Cu N3 159.5(1) 1_555 1_555 1_555 no N2 Cu N4 80.0(1) 1_555 1_555 1_555 no N3 Cu N4 83.3(1) 1_555 1_555 1_555 no Cu N1 C2 109.3(3) 1_555 1_555 1_555 no Cu N1 C6 131.4(3) 1_555 1_555 1_555 no C2 N1 C6 118.9(4) 1_555 1_555 1_555 no Cu N2 C9 110.6(3) 1_555 1_555 1_555 no Cu N2 C13 130.9(3) 1_555 1_555 1_555 no C9 N2 C13 118.5(4) 1_555 1_555 1_555 no Cu N3 C16 114.8(3) 1_555 1_555 1_555 no Cu N3 C20 125.7(3) 1_555 1_555 1_555 no C16 N3 C20 119.5(4) 1_555 1_555 1_555 no Cu N4 C1 109.5(2) 1_555 1_555 1_555 no Cu N4 C8 101.7(2) 1_555 1_555 1_555 no Cu N4 C15 110.5(3) 1_555 1_555 1_555 no C1 N4 C8 110.5(3) 1_555 1_555 1_555 no C1 N4 C15 111.7(4) 1_555 1_555 1_555 no C8 N4 C15 112.6(4) 1_555 1_555 1_555 no N4 C1 C2 112.9(4) 1_555 1_555 1_555 no N1 C2 C1 117.5(4) 1_555 1_555 1_555 no N1 C2 C3 122.5(4) 1_555 1_555 1_555 no C1 C2 C3 119.8(4) 1_555 1_555 1_555 no C2 C3 C4 118.2(4) 1_555 1_555 1_555 no C3 C4 C5 119.6(4) 1_555 1_555 1_555 no C4 C5 C6 119.2(4) 1_555 1_555 1_555 no N1 C6 C5 121.6(4) 1_555 1_555 1_555 no N1 C6 C7 117.3(4) 1_555 1_555 1_555 no C5 C6 C7 121.1(4) 1_555 1_555 1_555 no O1 C7 C6 112.7(4) 1_555 1_555 1_555 no N4 C8 C9 108.4(3) 1_555 1_555 1_555 no N2 C9 C8 114.6(4) 1_555 1_555 1_555 no N2 C9 C10 122.1(4) 1_555 1_555 1_555 no C8 C9 C10 123.2(4) 1_555 1_555 1_555 no C9 C10 C11 119.1(4) 1_555 1_555 1_555 no C10 C11 C12 119.6(5) 1_555 1_555 1_555 no C11 C12 C13 120.0(5) 1_555 1_555 1_555 no N2 C13 C12 120.7(4) 1_555 1_555 1_555 no N2 C13 C14 117.6(4) 1_555 1_555 1_555 no C12 C13 C14 121.7(4) 1_555 1_555 1_555 no O2 C14 C13 112.5(4) 1_555 1_555 1_555 no N4 C15 C16 113.3(4) 1_555 1_555 1_555 no N3 C16 C15 117.5(4) 1_555 1_555 1_555 no N3 C16 C17 121.1(5) 1_555 1_555 1_555 no C15 C16 C17 121.4(4) 1_555 1_555 1_555 no C16 C17 C18 119.1(5) 1_555 1_555 1_555 no C17 C18 C19 118.6(5) 1_555 1_555 1_555 no C18 C19 C20 119.7(5) 1_555 1_555 1_555 no N3 C20 C19 121.9(5) 1_555 1_555 1_555 no #===END data_COMPOUND3 _audit_creation_method 'RAELSPUB and manual entry' # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C20 H22 Cl Cu N4 O2 +, C7 H7 O3 S -1' _chemical_formula_sum 'C27 H29 Cl Cu N4 O5 S' _chemical_formula_iupac ? _chemical_formula_weight 620.6 # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,-y,-z _cell_length_a 8.929(5) _cell_length_b 12.006(7) _cell_length_c 14.098(9) _cell_angle_alpha 114.43(3) _cell_angle_beta 97.71(4) _cell_angle_gamma 91.00(4) _cell_volume 1359(1) _cell_formula_units_Z 2 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 10 _cell_measurement_theta_max 11 _cell_measurement_temperature 294 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.07 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.52 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 642.0 _exptl_absorpt_coefficient_mu 1.020 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details '(DeMeulenaer & Tompa, 1965)' _exptl_absorpt_correction_T-min 0.77 _exptl_absorpt_correction_T-max 0.94 # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_reflns_number 4988 _diffrn_reflns_av_R_equivalents 0.012 _diffrn_reflns_theta_max 25 _diffrn_reflns_h_min -10 _diffrn_reflns_h_max 10 _diffrn_reflns_k_min -14 _diffrn_reflns_k_max 14 _diffrn_reflns_l_min -16 _diffrn_reflns_l_max 0 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 4 # REFINEMENT DATA _refine_special_details ? _reflns_number_total 4774 _reflns_number_gt 3593 _reflns_threshold_expression I>3\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.031 _refine_ls_wR_factor_ref 0.042 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 3593 _refine_ls_number_parameters 362 _refine_ls_goodness_of_fit_ref 1.40 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0016F^2^]' _refine_ls_shift/su_max 0.014 _refine_diff_density_max 0.57 _refine_diff_density_min -0.44 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_type_symbol _atom_site_occupancy Cu 0.48272(4) 0.82700(3) 0.49120(3) 0.0348(1) Uani Cu ? Cl 0.65945(8) 0.91903(7) 0.44051(6) 0.0446(2) Uani Cl ? O1 0.8332(3) 0.5575(2) 0.3721(2) 0.0719(7) Uani O ? O2 0.9814(5) 0.8584(8) 0.6730(5) 0.128(4) Uani O ? O2' 0.9287(7) 0.9486(6) 0.6195(6) 0.081(3) Uani O ? N1 0.3308(3) 0.7922(2) 0.3608(2) 0.0356(5) Uani N ? N2 0.5009(3) 0.6096(2) 0.4151(2) 0.0387(6) Uani N ? N3 0.5766(3) 0.8693(2) 0.6443(2) 0.0365(6) Uani N ? N4 0.3008(3) 0.7756(2) 0.5414(2) 0.0346(5) Uani N ? C1 0.1595(3) 0.7829(3) 0.4763(3) 0.0452(8) Uani C ? C2 0.1888(3) 0.7705(3) 0.3702(2) 0.0395(7) Uani C ? C3 0.0714(4) 0.7436(4) 0.2875(3) 0.0574(9) Uani C ? C4 0.1036(4) 0.7404(4) 0.1929(3) 0.063(1) Uani C ? C5 0.2512(4) 0.7616(3) 0.1827(3) 0.0521(8) Uani C ? C6 0.3612(4) 0.7872(3) 0.2677(2) 0.0448(8) Uani C ? C7 0.3177(4) 0.6487(3) 0.5327(3) 0.0440(7) Uani C ? C8 0.3716(3) 0.5678(3) 0.4319(2) 0.0394(7) Uani C ? C9 0.2940(4) 0.4575(3) 0.3625(3) 0.0510(8) Uani C ? C10 0.3551(4) 0.3869(3) 0.2732(3) 0.0569(9) Uani C ? C11 0.4886(4) 0.4268(3) 0.2564(3) 0.0523(9) Uani C ? C12 0.5602(4) 0.5396(3) 0.3291(2) 0.0427(7) Uani C ? C13 0.7090(4) 0.5860(3) 0.3147(3) 0.0560(9) Uani C ? C14 0.3078(3) 0.8612(3) 0.6532(2) 0.0411(7) Uani C ? C15 0.4690(3) 0.8904(3) 0.7068(2) 0.0374(7) Uani C ? C16 0.5022(4) 0.9369(3) 0.8150(3) 0.0498(8) Uani C ? C17 0.6517(4) 0.9663(3) 0.8619(3) 0.0575(9) Uani C ? C18 0.7627(4) 0.9399(3) 0.7987(3) 0.0545(9) Uani C ? C19 0.7236(3) 0.8892(3) 0.6911(3) 0.0454(8) Uani C ? C20 0.8435(4) 0.8483(4) 0.6210(3) 0.065(1) Uani C ? ST 0.8611(1) 0.2511(1) 0.1345(1) 0.0495(2) Uani S ? O1T 0.8438(3) 0.1211(2) 0.1086(2) 0.0739(8) Uani O ? O2T 0.7336(3) 0.2959(4) 0.0913(3) 0.098(1) Uani O ? O3T 0.9050(3) 0.3225(2) 0.2467(2) 0.0653(7) Uani O ? C1T 1.0144(3) 0.2740(3) 0.0752(2) 0.0406(7) Uani C ? C2T 1.0621(4) 0.3909(3) 0.0903(3) 0.0555(9) Uani C ? C3T 1.1835(5) 0.4083(4) 0.0447(3) 0.065(1) Uani C ? C4T 1.2578(4) 0.3108(4) -0.0155(3) 0.064(1) Uani C ? C5T 1.2080(4) 0.1945(4) -0.0303(3) 0.062(1) Uani C ? C6T 1.0869(4) 0.1759(3) 0.0147(3) 0.0475(8) Uani C ? C7T 1.3916(5) 0.3308(6) -0.0621(4) 0.108(2) Uani C ? HO1 0.8631 0.4796 0.3182 0.072 Uani H ? HO2 0.9793 0.7934 0.7000 0.128 Uani H ? H1C1 0.1182 0.8639 0.5135 0.045 Uani H ? H2C1 0.0835 0.7153 0.4665 0.045 Uani H ? HC3 -0.0350 0.7267 0.2958 0.057 Uani H ? HC4 0.0202 0.7228 0.1326 0.063 Uani H ? HC5 0.2772 0.7584 0.1149 0.052 Uani H ? HC6 0.4687 0.8030 0.2609 0.045 Uani H ? H1C7 0.2172 0.6127 0.5351 0.044 Uani H ? H2C7 0.3928 0.6525 0.5935 0.044 Uani H ? HC9 0.1964 0.4293 0.3763 0.051 Uani H ? HC10 0.3014 0.3068 0.2211 0.057 Uani H ? HC11 0.5346 0.3759 0.1928 0.052 Uani H ? H1C13 0.7112 0.6771 0.3397 0.056 Uani H ? H2C13 0.7184 0.5473 0.2381 0.056 Uani H ? H1C14 0.2490 0.8226 0.6889 0.041 Uani H ? H2C14 0.2628 0.9387 0.6577 0.041 Uani H ? HC16 0.4193 0.9490 0.8587 0.050 Uani H ? HC17 0.6790 1.0062 0.9405 0.058 Uani H ? HC18 0.8720 0.9577 0.8313 0.054 Uani H ? H1C20 0.8440 0.8996 0.5803 0.065 Uani H ? H2C20 0.8170 0.7603 0.5710 0.065 Uani H ? H1'C20 0.7932 0.7951 0.5475 0.065 Uani H ? H2'C20 0.9143 0.7999 0.6471 0.065 Uani H ? HC2T 1.0092 0.4628 0.1340 0.056 Uani H ? HC3T 1.2175 0.4932 0.0559 0.065 Uani H ? HC5T 1.2603 0.1225 -0.0743 0.062 Uani H ? HC6T 1.0523 0.0909 0.0030 0.047 Uani H ? H1C7T 1.3795 0.4044 -0.0778 0.108 Uani H ? H2C7T 1.4864 0.3445 -0.0108 0.108 Uani H ? H3C7T 1.3980 0.2570 -0.1287 0.108 Uani H ? 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 _atom_site_aniso_type_symbol Cu 0.0293(2) 0.0437(2) 0.0315(2) -0.0059(1) 0.0014(1) 0.0063(1) Cu Cl 0.0402(4) 0.0453(4) 0.0483(5) -0.0112(3) 0.0061(3) 0.0042(3) Cl O1 0.059(2) 0.086(2) 0.071(2) -0.006(1) 0.005(1) -0.016(2) O O2 0.033(3) 0.232(9) 0.120(5) 0.000(4) -0.007(3) 0.109(5) O O2' 0.060(4) 0.077(5) 0.106(6) -0.021(3) 0.011(4) -0.015(4) O N1 0.036(1) 0.038(1) 0.032(1) -0.002(1) 0.000(1) 0.004(1) N N2 0.041(1) 0.035(1) 0.041(2) -0.003(1) -0.002(1) 0.002(1) N N3 0.034(1) 0.040(1) 0.036(1) -0.004(1) 0.000(1) 0.004(1) N N4 0.028(1) 0.044(1) 0.032(1) -0.004(1) 0.002(1) 0.007(1) N C1 0.026(2) 0.063(2) 0.046(2) -0.002(1) -0.002(1) 0.014(2) C C2 0.038(2) 0.041(2) 0.040(2) -0.002(1) -0.004(1) 0.009(1) C C3 0.046(2) 0.074(2) 0.052(2) -0.009(2) -0.013(2) 0.013(2) C C4 0.063(3) 0.077(3) 0.049(2) -0.001(2) -0.017(2) 0.017(2) C C5 0.063(2) 0.056(2) 0.037(2) -0.004(2) -0.003(2) 0.008(2) C C6 0.050(2) 0.051(2) 0.033(2) -0.002(2) 0.005(2) 0.005(1) C C7 0.046(2) 0.040(2) 0.046(2) -0.010(1) 0.001(2) 0.008(1) C C8 0.042(2) 0.034(2) 0.041(2) 0.000(1) -0.006(1) 0.007(1) C C9 0.050(2) 0.041(2) 0.062(2) -0.003(2) -0.014(2) 0.002(2) C C10 0.067(2) 0.052(2) 0.051(2) 0.011(2) -0.019(2) -0.011(2) C C11 0.063(2) 0.050(2) 0.044(2) 0.014(2) -0.007(2) -0.004(2) C C12 0.050(2) 0.037(2) 0.041(2) 0.008(1) 0.001(2) 0.004(1) C C13 0.054(2) 0.045(2) 0.068(3) 0.003(2) 0.016(2) 0.000(2) C C14 0.034(2) 0.052(2) 0.037(2) -0.001(1) 0.007(1) 0.007(1) C C15 0.041(2) 0.038(2) 0.033(2) -0.001(1) 0.003(1) 0.003(1) C C16 0.063(2) 0.050(2) 0.036(2) 0.004(2) 0.003(2) 0.002(1) C C17 0.078(3) 0.058(2) 0.037(2) -0.001(2) -0.011(2) -0.002(2) C C18 0.055(2) 0.061(2) 0.047(2) -0.010(2) -0.018(2) 0.005(2) C C19 0.040(2) 0.047(2) 0.049(2) -0.004(1) -0.010(2) 0.009(2) C C20 0.035(2) 0.091(3) 0.068(3) -0.006(2) -0.005(2) 0.026(2) C ST 0.0427(5) 0.0664(6) 0.0393(5) 0.0045(4) 0.0029(4) -0.0012(4) S O1T 0.075(2) 0.069(2) 0.077(2) -0.027(1) 0.016(2) -0.023(1) O O2T 0.044(2) 0.160(3) 0.091(2) 0.033(2) 0.013(2) 0.046(2) O O3T 0.082(2) 0.074(2) 0.040(1) -0.004(1) 0.008(1) -0.004(1) O C1T 0.038(2) 0.046(2) 0.037(2) 0.003(1) -0.004(1) 0.000(1) C C2T 0.060(2) 0.054(2) 0.052(2) 0.005(2) -0.004(2) -0.009(2) C C3T 0.067(3) 0.061(2) 0.067(3) -0.016(2) -0.012(2) 0.005(2) C C4T 0.043(2) 0.089(3) 0.058(2) -0.004(2) -0.005(2) 0.017(2) C C5T 0.050(2) 0.077(3) 0.058(2) 0.018(2) 0.010(2) 0.010(2) C C6T 0.050(2) 0.052(2) 0.041(2) 0.010(2) 0.004(2) 0.001(2) C C7T 0.068(3) 0.152(5) 0.103(4) -0.025(3) 0.011(3) 0.040(4) C # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu Cl 2.262(1) 1_555 1_555 no Cu N1 2.018(2) 1_555 1_555 no Cu N2 2.395(2) 1_555 1_555 no Cu N3 2.052(2) 1_555 1_555 no Cu N4 2.038(2) 1_555 1_555 no O1 C13 1.415(4) 1_555 1_555 no O2 C20 1.322(6) 1_555 1_555 no O2' C20 1.422(7) 1_555 1_555 no N1 C2 1.325(4) 1_555 1_555 no N1 C6 1.352(4) 1_555 1_555 no N2 C8 1.338(4) 1_555 1_555 no N2 C12 1.342(4) 1_555 1_555 no N3 C15 1.347(4) 1_555 1_555 no N3 C19 1.358(4) 1_555 1_555 no N4 C1 1.484(4) 1_555 1_555 no N4 C7 1.489(4) 1_555 1_555 no N4 C14 1.476(4) 1_555 1_555 no C1 C2 1.500(4) 1_555 1_555 no C2 C3 1.382(4) 1_555 1_555 no C3 C4 1.387(5) 1_555 1_555 no C4 C5 1.375(5) 1_555 1_555 no C5 C6 1.366(4) 1_555 1_555 no C7 C8 1.501(4) 1_555 1_555 no C8 C9 1.381(4) 1_555 1_555 no C9 C10 1.386(5) 1_555 1_555 no C10 C11 1.362(5) 1_555 1_555 no C11 C12 1.393(4) 1_555 1_555 no C12 C13 1.502(4) 1_555 1_555 no C14 C15 1.496(4) 1_555 1_555 no C15 C16 1.377(4) 1_555 1_555 no C16 C17 1.378(5) 1_555 1_555 no C17 C18 1.375(5) 1_555 1_555 no C18 C19 1.372(4) 1_555 1_555 no C19 C20 1.504(5) 1_555 1_555 no ST O1T 1.448(3) 1_555 1_555 no ST O2T 1.437(3) 1_555 1_555 no ST O3T 1.446(2) 1_555 1_555 no ST C1T 1.770(3) 1_555 1_555 no C1T C2T 1.379(4) 1_555 1_555 no C1T C6T 1.370(4) 1_555 1_555 no C2T C3T 1.386(5) 1_555 1_555 no C3T C4T 1.374(6) 1_555 1_555 no C4T C5T 1.379(5) 1_555 1_555 no C4T C7T 1.499(5) 1_555 1_555 no C5T C6T 1.384(5) 1_555 1_555 no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl Cu N1 93.4(1) 1_555 1_555 1_555 no Cl Cu N2 109.8(1) 1_555 1_555 1_555 no Cl Cu N3 101.2(1) 1_555 1_555 1_555 no Cl Cu N4 168.2(1) 1_555 1_555 1_555 no N1 Cu N2 84.6(1) 1_555 1_555 1_555 no N1 Cu N3 162.1(1) 1_555 1_555 1_555 no N1 Cu N4 82.8(1) 1_555 1_555 1_555 no N2 Cu N3 99.8(1) 1_555 1_555 1_555 no N2 Cu N4 81.1(1) 1_555 1_555 1_555 no N3 Cu N4 80.8(1) 1_555 1_555 1_555 no Cu N1 C2 114.4(2) 1_555 1_555 1_555 no Cu N1 C6 126.6(2) 1_555 1_555 1_555 no C2 N1 C6 119.0(3) 1_555 1_555 1_555 no Cu N2 C8 102.2(2) 1_555 1_555 1_555 no Cu N2 C12 129.1(2) 1_555 1_555 1_555 no C8 N2 C12 118.7(3) 1_555 1_555 1_555 no Cu N3 C15 111.2(2) 1_555 1_555 1_555 no Cu N3 C19 130.9(2) 1_555 1_555 1_555 no C15 N3 C19 117.6(3) 1_555 1_555 1_555 no Cu N4 C1 109.2(2) 1_555 1_555 1_555 no Cu N4 C7 108.1(2) 1_555 1_555 1_555 no Cu N4 C14 106.4(2) 1_555 1_555 1_555 no C1 N4 C7 111.8(2) 1_555 1_555 1_555 no C1 N4 C14 111.6(2) 1_555 1_555 1_555 no C7 N4 C14 109.6(2) 1_555 1_555 1_555 no N4 C1 C2 111.1(2) 1_555 1_555 1_555 no N1 C2 C1 117.1(3) 1_555 1_555 1_555 no N1 C2 C3 121.6(3) 1_555 1_555 1_555 no C1 C2 C3 121.2(3) 1_555 1_555 1_555 no C2 C3 C4 118.9(3) 1_555 1_555 1_555 no C3 C4 C5 119.5(3) 1_555 1_555 1_555 no C4 C5 C6 118.2(3) 1_555 1_555 1_555 no N1 C6 C5 122.7(3) 1_555 1_555 1_555 no N4 C7 C8 111.9(2) 1_555 1_555 1_555 no N2 C8 C7 115.2(3) 1_555 1_555 1_555 no N2 C8 C9 122.7(3) 1_555 1_555 1_555 no C7 C8 C9 122.1(3) 1_555 1_555 1_555 no C8 C9 C10 118.0(3) 1_555 1_555 1_555 no C9 C10 C11 119.9(3) 1_555 1_555 1_555 no C10 C11 C12 119.0(3) 1_555 1_555 1_555 no N2 C12 C11 121.6(3) 1_555 1_555 1_555 no N2 C12 C13 117.7(3) 1_555 1_555 1_555 no C11 C12 C13 120.7(3) 1_555 1_555 1_555 no O1 C13 C12 111.8(3) 1_555 1_555 1_555 no N4 C14 C15 110.0(2) 1_555 1_555 1_555 no N3 C15 C14 116.8(2) 1_555 1_555 1_555 no N3 C15 C16 122.9(3) 1_555 1_555 1_555 no C14 C15 C16 120.3(3) 1_555 1_555 1_555 no C15 C16 C17 118.7(3) 1_555 1_555 1_555 no C16 C17 C18 118.8(3) 1_555 1_555 1_555 no C17 C18 C19 120.1(3) 1_555 1_555 1_555 no N3 C19 C18 121.6(3) 1_555 1_555 1_555 no N3 C19 C20 117.8(3) 1_555 1_555 1_555 no C18 C19 C20 120.5(3) 1_555 1_555 1_555 no O2 C20 C19 113.7(4) 1_555 1_555 1_555 no O2' C20 C19 112.5(4) 1_555 1_555 1_555 no O1T ST O2T 114.1(2) 1_555 1_555 1_555 no O1T ST O3T 111.3(2) 1_555 1_555 1_555 no O1T ST C1T 106.9(1) 1_555 1_555 1_555 no O2T ST O3T 112.6(2) 1_555 1_555 1_555 no O2T ST C1T 105.2(2) 1_555 1_555 1_555 no O3T ST C1T 105.9(1) 1_555 1_555 1_555 no ST C1T C2T 120.1(2) 1_555 1_555 1_555 no ST C1T C6T 120.1(2) 1_555 1_555 1_555 no C2T C1T C6T 119.8(3) 1_555 1_555 1_555 no C1T C2T C3T 119.8(3) 1_555 1_555 1_555 no C2T C3T C4T 121.1(3) 1_555 1_555 1_555 no C3T C4T C5T 118.4(3) 1_555 1_555 1_555 no C3T C4T C7T 120.7(4) 1_555 1_555 1_555 no C5T C4T C7T 120.9(4) 1_555 1_555 1_555 no C4T C5T C6T 121.2(3) 1_555 1_555 1_555 no C1T C6T C5T 119.9(3) 1_555 1_555 1_555 no #===END data_COMPOUND4 _audit_creation_method 'RAELSPUB and manual entry' # TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_acknowledgements ? _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C., Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435. De Meulenaer, J. and Tompa, H. Acta Cryst., 1965, 19, 1014. Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974. Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement Program, University of New South Wales, 1989. ; _publ_section_figure_captions ? _publ_section_exptl_prep ? _publ_section_exptl_refinement ? # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C20 H20 B Cu F2 N4 O2 +, B F4 -' _chemical_formula_sum 'C20 H20 B2 Cu1 F6 N4 O2' _chemical_formula_iupac ? _chemical_formula_weight 547.6 # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 9.206(5) _cell_length_b 20.410(4) _cell_length_c 13.364(7) _cell_angle_alpha 90 _cell_angle_beta 119.44(2) _cell_angle_gamma 90 _cell_volume 2187(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 10 _cell_measurement_theta_max 12 _cell_measurement_temperature 294 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.05 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.66 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1108.0 _exptl_absorpt_coefficient_mu 1.075 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details '(DeMeulenaer & Tompa, 1965)' _exptl_absorpt_correction_T-min 0.80 _exptl_absorpt_correction_T-max 0.91 # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_reflns_number 4009 _diffrn_reflns_av_R_equivalents 0.019 _diffrn_reflns_theta_max 25 _diffrn_reflns_h_min -10 _diffrn_reflns_h_max 10 _diffrn_reflns_k_min 0 _diffrn_reflns_k_max 24 _diffrn_reflns_l_min 0 _diffrn_reflns_l_max 15 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 0 # REFINEMENT DATA _refine_special_details ? _reflns_number_total 3834 _reflns_number_gt 2498 _reflns_threshold_expression I>3\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.048 _refine_ls_wR_factor_ref 0.059 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2498 _refine_ls_number_parameters 307 _refine_ls_goodness_of_fit_ref 1.78 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0016F^2^]' _refine_ls_shift/su_max 0.007 _refine_diff_density_max 0.88 _refine_diff_density_min -0.77 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_type_symbol _atom_site_occupancy Cu 0.46771(7) 0.24059(3) 0.27601(5) 0.0414(2) Uani Cu ? O1 0.2668(4) 0.2457(2) 0.2919(3) 0.0469(8) Uani O ? O2 0.1648(4) 0.1765(2) 0.1331(3) 0.0516(9) Uani O ? N1 0.4148(5) 0.3001(2) 0.1256(3) 0.048(1) Uani N ? N2 0.5314(5) 0.3123(2) 0.3838(3) 0.041(1) Uani N ? N3 0.5028(5) 0.1462(2) 0.2609(3) 0.044(1) Uani N ? N4 0.7050(5) 0.2506(2) 0.3033(3) 0.046(1) Uani N ? C1 0.6912(6) 0.2587(3) 0.1893(4) 0.054(1) Uani C ? C2 0.5556(7) 0.3074(3) 0.1198(4) 0.049(1) Uani C ? C3 0.5731(8) 0.3570(3) 0.0558(5) 0.066(2) Uani C ? C4 0.4385(10) 0.3991(3) -0.0050(5) 0.074(2) Uani C ? C5 0.2949(9) 0.3909(3) 0.0001(6) 0.076(2) Uani C ? C6 0.2881(7) 0.3409(3) 0.0668(5) 0.060(2) Uani C ? C7 0.7876(6) 0.3094(3) 0.3781(5) 0.055(1) Uani C ? C8 0.6804(6) 0.3394(3) 0.4221(4) 0.046(1) Uani C ? C9 0.7270(7) 0.3931(3) 0.4947(5) 0.060(2) Uani C ? C10 0.6123(8) 0.4179(3) 0.5227(5) 0.067(2) Uani C ? C11 0.4564(7) 0.3897(3) 0.4805(5) 0.057(2) Uani C ? C12 0.4188(6) 0.3354(2) 0.4109(4) 0.043(1) Uani C ? C13 0.2582(7) 0.2985(3) 0.3584(5) 0.050(1) Uani C ? C14 0.7872(6) 0.1883(3) 0.3595(5) 0.056(2) Uani C ? C15 0.6687(6) 0.1316(3) 0.3097(4) 0.051(1) Uani C ? C16 0.7239(8) 0.0685(3) 0.3173(6) 0.066(2) Uani C ? C17 0.6095(9) 0.0186(3) 0.2761(6) 0.073(2) Uani C ? C18 0.4419(8) 0.0326(3) 0.2266(5) 0.063(2) Uani C ? C19 0.3924(7) 0.0971(3) 0.2189(5) 0.049(1) Uani C ? C20 0.2073(7) 0.1116(3) 0.1625(5) 0.061(2) Uani C ? B 0.1116(7) 0.2160(3) 0.1973(6) 0.048(2) Uani B ? F1 0.0084(4) 0.2658(2) 0.1281(3) 0.0688(9) Uani F ? F2 0.0318(4) 0.1825(2) 0.2460(3) 0.0676(9) Uani F ? BT -0.0185(10) 0.4549(4) 0.2688(8) 0.070(5) Uani B 0.34 F1T -0.0469(27) 0.4602(8) 0.3571(13) 0.199(9) Uani F 0.34 F2T 0.1442(10) 0.4616(7) 0.3062(17) 0.157(5) Uani F 0.34 F3T -0.0691(16) 0.3962(5) 0.2200(14) 0.130(6) Uani F 0.34 F4T -0.1022(17) 0.5015(6) 0.1919(11) 0.109(6) Uani F 0.34 BT' -0.0371(9) 0.4570(3) 0.2292(7) 0.070(6) Uani B 0.38 F1T' -0.0470(17) 0.4074(5) 0.2903(11) 0.124(5) Uani F 0.38 F2T' -0.1852(12) 0.4864(6) 0.1721(12) 0.154(8) Uani F 0.38 F3T' 0.0761(13) 0.5000(5) 0.2995(11) 0.128(4) Uani F 0.38 F4T' 0.0077(21) 0.4344(7) 0.1548(12) 0.190(9) Uani F 0.38 BT'' -0.0097(12) 0.4626(5) 0.2626(10) 0.068(5) Uani B 0.28 F1T'' -0.0121(21) 0.5243(5) 0.2292(16) 0.122(6) Uani F 0.28 F2T'' -0.1606(17) 0.4463(8) 0.2452(20) 0.145(8) Uani F 0.28 F3T'' 0.0329(27) 0.4228(7) 0.2022(18) 0.136(8) Uani F 0.28 F4T'' 0.1010(25) 0.4570(10) 0.3740(12) 0.186(5) Uani F 0.28 H1C1 0.6635 0.2155 0.1486 0.054 Uani H ? H2C1 0.7997 0.2750 0.1988 0.054 Uani H ? HC3 0.6792 0.3625 0.0533 0.066 Uani H ? HC4 0.4470 0.4352 -0.0525 0.074 Uani H ? HC5 0.1972 0.4206 -0.0435 0.076 Uani H ? HC6 0.1836 0.3350 0.0712 0.060 Uani H ? H1C7 0.8087 0.3429 0.3322 0.055 Uani H ? H2C7 0.8960 0.2955 0.4451 0.055 Uani H ? HC9 0.8400 0.4133 0.5257 0.060 Uani H ? HC10 0.6423 0.4569 0.5744 0.067 Uani H ? HC11 0.3729 0.4083 0.5000 0.057 Uani H ? H1C13 0.1646 0.3284 0.3079 0.050 Uani H ? H2C13 0.2384 0.2808 0.4205 0.050 Uani H ? H1C14 0.8260 0.1913 0.4436 0.056 Uani H ? H2C14 0.8852 0.1808 0.3478 0.056 Uani H ? HC16 0.8458 0.0590 0.3525 0.066 Uani H ? HC17 0.6477 -0.0279 0.2820 0.073 Uani H ? HC18 0.3573 -0.0034 0.1967 0.063 Uani H ? H1C20 0.1674 0.0984 0.2170 0.061 Uani H ? H2C20 0.1492 0.0847 0.0909 0.061 Uani H ? 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 _atom_site_aniso_type_symbol Cu 0.0283(3) 0.0532(4) 0.0417(3) 0.0007(3) 0.0165(2) -0.0062(3) Cu O1 0.034(2) 0.058(2) 0.048(2) 0.003(2) 0.019(2) -0.006(2) O O2 0.039(2) 0.063(3) 0.050(2) -0.002(2) 0.019(2) -0.007(2) O N1 0.040(3) 0.055(3) 0.041(3) 0.001(2) 0.014(2) 0.001(2) N N2 0.038(2) 0.047(3) 0.034(2) -0.001(2) 0.014(2) 0.000(2) N N3 0.036(2) 0.051(3) 0.047(3) 0.002(2) 0.021(2) -0.003(2) N N4 0.033(2) 0.061(3) 0.044(2) 0.000(2) 0.020(2) -0.002(2) N C1 0.044(3) 0.072(4) 0.051(3) -0.002(3) 0.027(3) -0.008(3) C C2 0.049(3) 0.063(4) 0.034(3) -0.009(3) 0.020(3) -0.009(3) C C3 0.081(5) 0.077(4) 0.050(4) -0.023(4) 0.040(4) -0.010(3) C C4 0.105(6) 0.059(4) 0.056(4) -0.007(4) 0.038(4) 0.007(3) C C5 0.077(5) 0.069(5) 0.063(4) 0.009(4) 0.020(4) 0.006(4) C C6 0.052(4) 0.062(4) 0.050(3) 0.003(3) 0.013(3) 0.005(3) C C7 0.038(3) 0.073(4) 0.050(3) -0.010(3) 0.018(3) -0.009(3) C C8 0.042(3) 0.051(3) 0.035(3) -0.004(3) 0.011(2) 0.002(2) C C9 0.053(4) 0.053(4) 0.054(4) -0.010(3) 0.012(3) -0.003(3) C C10 0.075(4) 0.057(4) 0.053(4) -0.004(3) 0.020(3) -0.018(3) C C11 0.068(4) 0.055(4) 0.048(3) 0.007(3) 0.030(3) -0.004(3) C C12 0.043(3) 0.051(3) 0.033(3) 0.012(2) 0.016(2) 0.006(2) C C13 0.048(3) 0.057(3) 0.051(3) 0.007(3) 0.029(3) -0.002(3) C C14 0.034(3) 0.073(4) 0.056(4) 0.014(3) 0.018(3) 0.005(3) C C15 0.045(3) 0.062(4) 0.047(3) 0.013(3) 0.025(3) 0.005(3) C C16 0.061(4) 0.067(4) 0.074(4) 0.026(3) 0.035(4) 0.015(3) C C17 0.101(5) 0.053(4) 0.079(5) 0.023(4) 0.055(4) 0.012(4) C C18 0.073(4) 0.052(4) 0.075(4) 0.003(3) 0.045(4) -0.003(3) C C19 0.053(3) 0.046(3) 0.054(3) 0.003(3) 0.032(3) -0.002(3) C C20 0.048(3) 0.053(4) 0.086(5) -0.006(3) 0.036(3) -0.018(3) C B 0.031(3) 0.054(4) 0.053(4) 0.002(3) 0.016(3) 0.004(3) B F1 0.049(2) 0.076(2) 0.060(2) 0.018(2) 0.011(2) 0.008(2) F F2 0.050(2) 0.081(2) 0.087(3) -0.005(2) 0.046(2) -0.002(2) F BT 0.050(6) 0.053(5) 0.093(9) 0.003(2) 0.024(4) 0.019(3) B F1T 0.314(9) 0.176(9) 0.185(9) 0.039(9) 0.181(9) 0.039(7) F F2T 0.044(5) 0.110(7) 0.252(9) 0.001(3) 0.023(4) 0.025(6) F F3T 0.107(8) 0.057(5) 0.192(9) -0.014(3) 0.047(7) -0.005(4) F F4T 0.083(7) 0.074(4) 0.134(9) 0.022(4) 0.025(5) 0.043(4) F BT' 0.050(6) 0.053(5) 0.091(9) 0.002(2) 0.023(5) 0.016(3) B F1T' 0.123(8) 0.072(5) 0.188(9) 0.006(3) 0.085(6) 0.052(4) F F2T' 0.062(8) 0.112(7) 0.201(9) 0.024(4) -0.002(7) 0.040(5) F F3T' 0.072(5) 0.075(4) 0.177(9) -0.020(4) 0.016(4) -0.004(4) F F4T' 0.288(9) 0.156(9) 0.193(9) 0.036(8) 0.171(9) 0.004(7) F BT'' 0.046(6) 0.051(5) 0.092(9) 0.002(2) 0.021(4) 0.016(3) B F1T'' 0.107(7) 0.056(4) 0.194(9) 0.001(3) 0.068(7) 0.036(3) F F2T'' 0.081(8) 0.100(7) 0.272(9) 0.000(3) 0.101(8) 0.036(6) F F3T'' 0.161(9) 0.096(6) 0.190(9) 0.025(4) 0.116(8) 0.004(5) F F4T'' 0.180(9) 0.157(9) 0.105(8) 0.017(7) -0.020(5) 0.018(5) F # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu O1 1.966(3) 1_555 1_555 no Cu N1 2.189(4) 1_555 1_555 no Cu N2 1.931(4) 1_555 1_555 no Cu N3 1.981(4) 1_555 1_555 no Cu N4 2.041(4) 1_555 1_555 no O1 C13 1.423(6) 1_555 1_555 no O1 B 1.494(7) 1_555 1_555 no O2 C20 1.383(6) 1_555 1_555 no O2 B 1.428(7) 1_555 1_555 no N1 C2 1.344(6) 1_555 1_555 no N1 C6 1.331(6) 1_555 1_555 no N2 C8 1.327(6) 1_555 1_555 no N2 C12 1.340(6) 1_555 1_555 no N3 C15 1.367(6) 1_555 1_555 no N3 C19 1.338(6) 1_555 1_555 no N4 C1 1.474(6) 1_555 1_555 no N4 C7 1.507(6) 1_555 1_555 no N4 C14 1.481(6) 1_555 1_555 no C1 C2 1.506(7) 1_555 1_555 no C2 C3 1.386(7) 1_555 1_555 no C3 C4 1.393(9) 1_555 1_555 no C4 C5 1.368(9) 1_555 1_555 no C5 C6 1.375(8) 1_555 1_555 no C7 C8 1.504(7) 1_555 1_555 no C8 C9 1.385(7) 1_555 1_555 no C9 C10 1.379(8) 1_555 1_555 no C10 C11 1.384(8) 1_555 1_555 no C11 C12 1.378(7) 1_555 1_555 no C12 C13 1.492(7) 1_555 1_555 no C14 C15 1.502(7) 1_555 1_555 no C15 C16 1.370(7) 1_555 1_555 no C16 C17 1.372(8) 1_555 1_555 no C17 C18 1.378(9) 1_555 1_555 no C18 C19 1.380(7) 1_555 1_555 no C19 C20 1.516(7) 1_555 1_555 no B F1 1.388(6) 1_555 1_555 no B F2 1.379(7) 1_555 1_555 no BT FT 1.333(3) 1_555 1_555 no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu N1 105.8(1) 1_555 1_555 1_555 no O1 Cu N2 80.5(2) 1_555 1_555 1_555 no O1 Cu N3 105.8(2) 1_555 1_555 1_555 no O1 Cu N4 163.2(1) 1_555 1_555 1_555 no N1 Cu N2 96.5(2) 1_555 1_555 1_555 no N1 Cu N3 114.9(2) 1_555 1_555 1_555 no N1 Cu N4 81.1(2) 1_555 1_555 1_555 no N2 Cu N3 143.9(2) 1_555 1_555 1_555 no N2 Cu N4 83.4(2) 1_555 1_555 1_555 no N3 Cu N4 84.3(2) 1_555 1_555 1_555 no Cu O1 C13 116.9(3) 1_555 1_555 1_555 no Cu O1 B 116.5(3) 1_555 1_555 1_555 no C13 O1 B 120.8(4) 1_555 1_555 1_555 no C20 O2 B 120.2(4) 1_555 1_555 1_555 no Cu N1 C2 109.2(3) 1_555 1_555 1_555 no Cu N1 C6 128.7(4) 1_555 1_555 1_555 no C2 N1 C6 119.1(5) 1_555 1_555 1_555 no Cu N2 C8 118.7(4) 1_555 1_555 1_555 no Cu N2 C12 118.4(3) 1_555 1_555 1_555 no C8 N2 C12 122.7(4) 1_555 1_555 1_555 no Cu N3 C15 111.3(3) 1_555 1_555 1_555 no Cu N3 C19 130.0(3) 1_555 1_555 1_555 no C15 N3 C19 118.5(4) 1_555 1_555 1_555 no Cu N4 C1 106.6(3) 1_555 1_555 1_555 no Cu N4 C7 110.1(3) 1_555 1_555 1_555 no Cu N4 C14 103.9(3) 1_555 1_555 1_555 no C1 N4 C7 110.8(4) 1_555 1_555 1_555 no C1 N4 C14 112.6(4) 1_555 1_555 1_555 no C7 N4 C14 112.5(4) 1_555 1_555 1_555 no N4 C1 C2 109.6(4) 1_555 1_555 1_555 no N1 C2 C1 115.0(5) 1_555 1_555 1_555 no N1 C2 C3 121.6(5) 1_555 1_555 1_555 no C1 C2 C3 123.4(5) 1_555 1_555 1_555 no C2 C3 C4 118.1(6) 1_555 1_555 1_555 no C3 C4 C5 120.0(6) 1_555 1_555 1_555 no C4 C5 C6 118.4(6) 1_555 1_555 1_555 no N1 C6 C5 122.8(6) 1_555 1_555 1_555 no N4 C7 C8 111.7(4) 1_555 1_555 1_555 no N2 C8 C7 115.6(4) 1_555 1_555 1_555 no N2 C8 C9 120.4(5) 1_555 1_555 1_555 no C7 C8 C9 124.0(5) 1_555 1_555 1_555 no C8 C9 C10 117.8(5) 1_555 1_555 1_555 no C9 C10 C11 121.1(5) 1_555 1_555 1_555 no C10 C11 C12 118.4(5) 1_555 1_555 1_555 no N2 C12 C11 119.6(5) 1_555 1_555 1_555 no N2 C12 C13 114.5(4) 1_555 1_555 1_555 no C11 C12 C13 125.8(5) 1_555 1_555 1_555 no O1 C13 C12 109.2(4) 1_555 1_555 1_555 no N4 C14 C15 110.9(4) 1_555 1_555 1_555 no N3 C15 C14 116.2(4) 1_555 1_555 1_555 no N3 C15 C16 121.8(5) 1_555 1_555 1_555 no C14 C15 C16 121.9(5) 1_555 1_555 1_555 no C15 C16 C17 119.1(5) 1_555 1_555 1_555 no C16 C17 C18 119.7(5) 1_555 1_555 1_555 no C17 C18 C19 119.0(6) 1_555 1_555 1_555 no N3 C19 C18 121.9(5) 1_555 1_555 1_555 no N3 C19 C20 119.9(5) 1_555 1_555 1_555 no C18 C19 C20 118.2(5) 1_555 1_555 1_555 no O2 C20 C19 114.9(4) 1_555 1_555 1_555 no O1 B O2 105.7(4) 1_555 1_555 1_555 no O1 B F1 108.8(4) 1_555 1_555 1_555 no O1 B F2 108.2(5) 1_555 1_555 1_555 no O2 B F1 109.7(5) 1_555 1_555 1_555 no O2 B F2 115.1(5) 1_555 1_555 1_555 no F1 B F2 109.1(4) 1_555 1_555 1_555 no FT BT FT 109.5 1_555 1_555 1_555 no #===END data_COMPOUND5 _audit_creation_method 'RAELSPUB and manual entry' # TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_acknowledgements ? _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C., Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435. De Meulenaer, J. and Tompa, H. Acta Cryst., 1965, 19, 1014. Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974. Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement Program, University of New South Wales, 1989. ; _publ_section_figure_captions ? _publ_section_exptl_prep ? _publ_section_exptl_refinement ? # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C21 H24 Br0.43 Cl0.57 Cu N4 O3 1+,0.5(Br2.8 Cl1.2 Cu 2-)' _chemical_formula_sum 'C21 H24 Br1.83 Cl1.18 Cu1.5 N4 O3' _chemical_formula_iupac ? _chemical_formula_weight 663.0 # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 x,-y,1/2+z 3 -x,-y,-z 4 -x,y,1/2-z 5 1/2+x,1/2+y,z 6 1/2+x,1/2-y,1/2+z 7 1/2-x,1/2-y,-z 8 1/2-x,1/2+y,1/2-z _cell_length_a 16.310(4) _cell_length_b 10.311(1) _cell_length_c 28.039(6) _cell_angle_alpha 90 _cell_angle_beta 90.77(1) _cell_angle_gamma 90 _cell_volume 4715(2) _cell_formula_units_Z 8 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 18 _cell_measurement_theta_max 20 _cell_measurement_temperature 294 _exptl_crystal_description needle _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.87 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2634.1 _exptl_absorpt_coefficient_mu 6.934 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details '(DeMeulenaer & Tompa, 1965)' _exptl_absorpt_correction_T-min 0.53 _exptl_absorpt_correction_T-max 0.82 # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_reflns_number 3577 _diffrn_reflns_av_R_equivalents 0.013 _diffrn_reflns_theta_max 60 _diffrn_reflns_h_min -18 _diffrn_reflns_h_max 18 _diffrn_reflns_k_min 0 _diffrn_reflns_k_max 11 _diffrn_reflns_l_min 0 _diffrn_reflns_l_max 31 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 0 # REFINEMENT DATA _refine_special_details ? _reflns_number_total 3497 _reflns_number_gt 2291 _reflns_threshold_expression I>3\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.026 _refine_ls_wR_factor_ref 0.038 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2291 _refine_ls_number_parameters 297 _refine_ls_goodness_of_fit_ref 1.36 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0016F^2^]' _refine_ls_shift/su_max 0.006 _refine_diff_density_max 0.68 _refine_diff_density_min -0.76 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_type_symbol _atom_type_description 'Br/Cl1' '0.43Br+0.57Cl' 'Br/Cl2' '0.97Br+0.03Cl' 'Br/Cl3' '0.43Br+0.57Cl' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_type_symbol _atom_site_occupancy Cu1 0.24821(4) 0.47280(6) 0.08095(2) 0.0390(2) Uani Cu ? Br/Cl1 0.21815(5) 0.56154(8) 0.00694(3) 0.0495(3) Uani Br/Cl1 ? O1 0.1860(2) 0.3004(3) 0.0693(1) 0.0375(8) Uani O ? O2 0.0405(2) 0.4007(3) 0.0815(1) 0.0452(8) Uani O ? O3 0.4401(2) 0.0843(3) 0.0315(1) 0.056(1) Uani O ? N1 0.2732(2) 0.3848(3) 0.1398(1) 0.0321(9) Uani N ? N2 0.1456(2) 0.5985(3) 0.1227(1) 0.0383(9) Uani N ? N3 0.3983(2) 0.4179(4) 0.0653(1) 0.0386(9) Uani N ? N4 0.3148(2) 0.6236(4) 0.1106(1) 0.0386(9) Uani N ? C1 0.3387(3) 0.5862(5) 0.1606(2) 0.044(1) Uani C ? C2 0.3198(3) 0.4472(5) 0.1722(2) 0.036(1) Uani C ? C3 0.3470(3) 0.3845(5) 0.2131(2) 0.046(1) Uani C ? C4 0.3249(3) 0.2557(5) 0.2193(2) 0.050(1) Uani C ? C5 0.2773(3) 0.1925(5) 0.1856(2) 0.045(1) Uani C ? C6 0.2518(3) 0.2620(4) 0.1459(2) 0.035(1) Uani C ? C7 0.1988(3) 0.2072(5) 0.1063(2) 0.040(1) Uani C ? C8 0.2627(3) 0.7425(4) 0.1109(2) 0.044(1) Uani C ? C9 0.1784(3) 0.7162(4) 0.1315(2) 0.038(1) Uani C ? C10 0.1374(3) 0.8123(5) 0.1561(2) 0.044(1) Uani C ? C11 0.0587(3) 0.7878(5) 0.1718(2) 0.049(1) Uani C ? C12 0.0251(3) 0.6667(5) 0.1628(2) 0.046(1) Uani C ? C13 0.0696(3) 0.5753(4) 0.1386(2) 0.038(1) Uani C ? C14 0.0353(3) 0.4431(5) 0.1299(2) 0.049(1) Uani C ? C15 0.3875(3) 0.6509(5) 0.0808(2) 0.044(1) Uani C ? C16 0.4379(3) 0.5315(5) 0.0702(2) 0.042(1) Uani C ? C17 0.5213(3) 0.5444(5) 0.0624(2) 0.043(1) Uani C ? C18 0.5649(3) 0.4360(6) 0.0493(2) 0.049(1) Uani C ? C19 0.5256(3) 0.3180(5) 0.0446(2) 0.044(1) Uani C ? C20 0.4421(3) 0.3139(5) 0.0530(2) 0.036(1) Uani C ? C21 0.3937(3) 0.1902(5) 0.0509(2) 0.048(1) Uani C ? Cu2 0.00000 0.27027(9) 0.25000 0.0391(3) Uani Cu ? Br/Cl2 0.11328(4) 0.41109(6) 0.26244(2) 0.0629(3) Uani Br/Cl2 ? Br/Cl3 0.05824(5) 0.12279(7) 0.19811(3) 0.0469(3) Uani Br/Cl3 ? HO1 0.1285 0.3335 0.0672 0.038 Uani H ? HO2 0.0173 0.4722 0.0613 0.045 Uani H ? HO3 0.3952 0.0184 0.0322 0.056 Uani H ? H1C1 0.3084 0.6431 0.1833 0.044 Uani H ? H2C1 0.3990 0.6003 0.1649 0.044 Uani H ? HC3 0.3815 0.4307 0.2375 0.046 Uani H ? HC4 0.3436 0.2082 0.2486 0.050 Uani H ? HC5 0.2618 0.0994 0.1897 0.045 Uani H ? H1C7 0.1446 0.1815 0.1196 0.040 Uani H ? H2C7 0.2264 0.1291 0.0927 0.040 Uani H ? H1C8 0.2556 0.7743 0.0774 0.044 Uani H ? H2C8 0.2907 0.8106 0.1305 0.044 Uani H ? HC10 0.1641 0.8981 0.1623 0.044 Uani H ? HC11 0.0271 0.8555 0.1893 0.049 Uani H ? HC12 -0.0315 0.6459 0.1737 0.046 Uani H ? H1C14 -0.0238 0.4435 0.1391 0.049 Uani H ? H2C14 0.0661 0.3801 0.1505 0.049 Uani H ? H1C15 0.4232 0.7148 0.0981 0.044 Uani H ? H2C15 0.3681 0.6892 0.0499 0.044 Uani H ? HC17 0.5490 0.6303 0.0661 0.043 Uani H ? HC18 0.6250 0.4428 0.0433 0.049 Uani H ? HC19 0.5564 0.2381 0.0354 0.044 Uani H ? H1C21 0.3439 0.2043 0.0304 0.048 Uani H ? H2C21 0.3767 0.1668 0.0839 0.048 Uani H ? 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 _atom_site_aniso_type_symbol Cu1 0.0434(4) 0.0374(4) 0.0358(4) -0.0119(3) -0.0097(3) 0.0022(3) Cu Br/Cl1 0.0522(5) 0.0539(5) 0.0422(5) -0.0135(4) -0.0087(4) 0.0093(4) Br/Cl1 O1 0.041(2) 0.036(2) 0.034(2) -0.009(1) -0.010(2) 0.001(2) O O2 0.040(2) 0.048(2) 0.048(2) -0.007(2) -0.003(2) -0.004(2) O O3 0.051(2) 0.053(2) 0.063(3) 0.010(2) -0.002(2) -0.012(2) O N1 0.028(2) 0.034(2) 0.034(2) -0.001(2) -0.005(2) -0.003(2) N N2 0.042(2) 0.034(2) 0.039(2) -0.002(2) -0.001(2) -0.001(2) N N3 0.032(2) 0.045(2) 0.038(2) -0.007(2) -0.002(2) -0.004(2) N N4 0.037(2) 0.035(2) 0.044(3) -0.007(2) -0.002(2) -0.001(2) N C1 0.049(3) 0.042(3) 0.041(3) -0.005(2) -0.014(3) -0.001(2) C C2 0.030(2) 0.042(3) 0.036(3) -0.002(2) -0.001(2) -0.003(2) C C3 0.043(3) 0.056(3) 0.038(3) -0.001(3) -0.009(2) -0.003(3) C C4 0.053(3) 0.054(3) 0.044(3) 0.005(3) -0.011(3) 0.010(3) C C5 0.043(3) 0.042(3) 0.049(3) 0.001(2) -0.006(2) 0.006(3) C C6 0.029(2) 0.037(3) 0.040(3) -0.001(2) 0.002(2) -0.001(2) C C7 0.038(3) 0.040(3) 0.040(3) -0.006(2) -0.004(2) 0.001(2) C C8 0.043(3) 0.033(3) 0.055(3) -0.001(2) -0.001(3) 0.002(2) C C9 0.040(3) 0.037(3) 0.038(3) -0.003(2) -0.008(2) 0.002(2) C C10 0.051(3) 0.038(3) 0.043(3) 0.000(2) -0.007(2) -0.008(3) C C11 0.056(3) 0.048(3) 0.042(3) 0.010(3) -0.002(3) -0.009(3) C C12 0.044(3) 0.048(3) 0.045(3) 0.003(3) 0.000(2) -0.004(3) C C13 0.039(3) 0.040(3) 0.033(3) -0.003(2) -0.002(2) 0.003(2) C C14 0.049(3) 0.046(3) 0.052(3) -0.006(3) 0.012(3) -0.003(3) C C15 0.035(3) 0.039(3) 0.058(4) -0.009(2) 0.002(2) -0.002(2) C C16 0.035(3) 0.052(3) 0.038(3) -0.013(2) -0.006(2) -0.002(2) C C17 0.034(3) 0.052(3) 0.041(3) -0.010(2) -0.008(2) 0.002(3) C C18 0.033(3) 0.074(4) 0.041(3) -0.006(3) -0.004(2) 0.006(3) C C19 0.038(3) 0.060(3) 0.035(3) 0.003(3) -0.001(2) 0.003(3) C C20 0.035(3) 0.044(3) 0.029(3) -0.004(2) -0.004(2) -0.001(2) C C21 0.046(3) 0.047(3) 0.052(4) -0.001(3) 0.005(3) -0.011(3) C Cu2 0.0382(6) 0.0345(5) 0.0447(6) 0.0000 0.0005(4) 0.0000 Cu Br/Cl2 0.0566(4) 0.0546(4) 0.0776(5) -0.0189(3) 0.0037(3) -0.0135(3) Br/Cl2 Br/Cl3 0.0476(5) 0.0432(5) 0.0501(6) 0.0025(4) 0.0092(4) -0.0062(4) Br/Cl3 # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 Br/Cl1 2.314(1) 1_555 1_555 no Cu1 O1 2.070(3) 1_555 1_555 no Cu1 N1 1.921(4) 1_555 1_555 no Cu1 N2 2.429(4) 1_555 1_555 no Cu1 N3 2.556(4) 1_555 1_555 no Cu1 N4 2.066(4) 1_555 1_555 no O1 C7 1.427(5) 1_555 1_555 no O2 C14 1.430(6) 1_555 1_555 no O3 C21 1.438(6) 1_555 1_555 no N1 C2 1.340(5) 1_555 1_555 no N1 C6 1.326(5) 1_555 1_555 no N2 C9 1.347(5) 1_555 1_555 no N2 C13 1.345(6) 1_555 1_555 no N3 C16 1.344(6) 1_555 1_555 no N3 C20 1.336(6) 1_555 1_555 no N4 C1 1.501(6) 1_555 1_555 no N4 C8 1.492(6) 1_555 1_555 no N4 C15 1.485(6) 1_555 1_555 no C1 C2 1.502(6) 1_555 1_555 no C2 C3 1.385(6) 1_555 1_555 no C3 C4 1.388(7) 1_555 1_555 no C4 C5 1.378(7) 1_555 1_555 no C5 C6 1.383(6) 1_555 1_555 no C6 C7 1.507(6) 1_555 1_555 no C8 C9 1.523(6) 1_555 1_555 no C9 C10 1.385(6) 1_555 1_555 no C10 C11 1.387(6) 1_555 1_555 no C11 C12 1.386(7) 1_555 1_555 no C12 C13 1.374(6) 1_555 1_555 no C13 C14 1.493(6) 1_555 1_555 no C15 C16 1.512(6) 1_555 1_555 no C16 C17 1.386(6) 1_555 1_555 no C17 C18 1.377(7) 1_555 1_555 no C18 C19 1.380(7) 1_555 1_555 no C19 C20 1.387(6) 1_555 1_555 no C20 C21 1.501(6) 1_555 1_555 no Cu2 Br/Cl2 2.372(1) 1_555 1_555 no Cu2 Br/Cl3 2.317(1) 1_555 1_555 no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br/Cl1 Cu1 O1 95.8(1) 1_555 1_555 1_555 no Br/Cl1 Cu1 N1 175.1(1) 1_555 1_555 1_555 no Br/Cl1 Cu1 N2 94.7(1) 1_555 1_555 1_555 no Br/Cl1 Cu1 N3 97.2(1) 1_555 1_555 1_555 no Br/Cl1 Cu1 N4 99.6(1) 1_555 1_555 1_555 no O1 Cu1 N1 80.1(1) 1_555 1_555 1_555 no O1 Cu1 N2 101.2(1) 1_555 1_555 1_555 no O1 Cu1 N3 104.5(1) 1_555 1_555 1_555 no O1 Cu1 N4 164.5(1) 1_555 1_555 1_555 no N1 Cu1 N2 88.8(1) 1_555 1_555 1_555 no N1 Cu1 N3 81.4(1) 1_555 1_555 1_555 no N1 Cu1 N4 84.6(1) 1_555 1_555 1_555 no N2 Cu1 N3 150.2(1) 1_555 1_555 1_555 no N2 Cu1 N4 76.5(1) 1_555 1_555 1_555 no N3 Cu1 N4 74.7(1) 1_555 1_555 1_555 no Cu1 O1 C7 113.4(2) 1_555 1_555 1_555 no Cu1 N1 C2 117.8(3) 1_555 1_555 1_555 no Cu1 N1 C6 120.6(3) 1_555 1_555 1_555 no C2 N1 C6 121.2(4) 1_555 1_555 1_555 no Cu1 N2 C9 107.1(3) 1_555 1_555 1_555 no Cu1 N2 C13 135.1(3) 1_555 1_555 1_555 no C9 N2 C13 117.7(4) 1_555 1_555 1_555 no Cu1 N3 C16 104.5(3) 1_555 1_555 1_555 no Cu1 N3 C20 137.7(3) 1_555 1_555 1_555 no C16 N3 C20 117.8(4) 1_555 1_555 1_555 no Cu1 N4 C1 108.1(3) 1_555 1_555 1_555 no Cu1 N4 C8 108.9(3) 1_555 1_555 1_555 no Cu1 N4 C15 109.6(3) 1_555 1_555 1_555 no C1 N4 C8 110.3(4) 1_555 1_555 1_555 no C1 N4 C15 112.0(3) 1_555 1_555 1_555 no C8 N4 C15 107.9(4) 1_555 1_555 1_555 no N4 C1 C2 113.3(4) 1_555 1_555 1_555 no N1 C2 C1 115.3(4) 1_555 1_555 1_555 no N1 C2 C3 120.7(4) 1_555 1_555 1_555 no C1 C2 C3 124.0(4) 1_555 1_555 1_555 no C2 C3 C4 118.0(4) 1_555 1_555 1_555 no C3 C4 C5 120.8(5) 1_555 1_555 1_555 no C4 C5 C6 117.9(4) 1_555 1_555 1_555 no N1 C6 C5 121.5(4) 1_555 1_555 1_555 no N1 C6 C7 114.3(4) 1_555 1_555 1_555 no C5 C6 C7 124.2(4) 1_555 1_555 1_555 no O1 C7 C6 111.1(4) 1_555 1_555 1_555 no N4 C8 C9 111.9(4) 1_555 1_555 1_555 no N2 C9 C8 116.7(4) 1_555 1_555 1_555 no N2 C9 C10 122.9(4) 1_555 1_555 1_555 no C8 C9 C10 120.4(4) 1_555 1_555 1_555 no C9 C10 C11 118.9(4) 1_555 1_555 1_555 no C10 C11 C12 118.1(4) 1_555 1_555 1_555 no C11 C12 C13 119.9(5) 1_555 1_555 1_555 no N2 C13 C12 122.5(4) 1_555 1_555 1_555 no N2 C13 C14 117.0(4) 1_555 1_555 1_555 no C12 C13 C14 120.5(4) 1_555 1_555 1_555 no O2 C14 C13 114.0(4) 1_555 1_555 1_555 no N4 C15 C16 113.4(4) 1_555 1_555 1_555 no N3 C16 C15 117.9(4) 1_555 1_555 1_555 no N3 C16 C17 122.6(5) 1_555 1_555 1_555 no C15 C16 C17 119.4(4) 1_555 1_555 1_555 no C16 C17 C18 118.4(4) 1_555 1_555 1_555 no C17 C18 C19 120.1(4) 1_555 1_555 1_555 no C18 C19 C20 117.7(5) 1_555 1_555 1_555 no N3 C20 C19 123.4(4) 1_555 1_555 1_555 no N3 C20 C21 114.2(4) 1_555 1_555 1_555 no C19 C20 C21 122.4(4) 1_555 1_555 1_555 no O3 C21 C20 112.4(4) 1_555 1_555 1_555 no Br/Cl2 Cu2 Br/Cl3 99.7(1) 1_555 1_555 1_555 no #===END data_COMPOUND6 _audit_creation_method 'RAELSPUB and manual entry' # TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_acknowledgements ? _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C., Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435. De Meulenaer, J. and Tompa, H. Acta Cryst., 1965, 19, 1014. Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974. Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement Program, University of New South Wales, 1989. ; _publ_section_figure_captions ? _publ_section_exptl_prep ? _publ_section_exptl_refinement ? # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C21 H24 Br Cu N4 O3 1+, Br 1-' _chemical_formula_sum 'C21 H24 Br2 Cu N4 O3' _chemical_formula_iupac ? _chemical_formula_weight 603.8 # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2+x,1/2-y,-z 3 -x,1/2+y,1/2-z 4 1/2-x,-y,1/2+z 5 -x,-y,-z 6 1/2-x,1/2+y,z 7 x,1/2-y,1/2+z 8 1/2+x,y,1/2-z _cell_length_a 16.793(3) _cell_length_b 14.003(2) _cell_length_c 18.986(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4465(1) _cell_formula_units_Z 8 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 20 _cell_measurement_theta_max 23 _cell_measurement_temperature 294 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.07 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.80 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2408.0 _exptl_absorpt_coefficient_mu 5.863 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details '(DeMeulenaer & Tompa, 1965)' _exptl_absorpt_correction_T-min 0.25 _exptl_absorpt_correction_T-max 0.68 # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_reflns_number 4222 _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_theta_max 70 _diffrn_reflns_h_min -20 _diffrn_reflns_h_max 0 _diffrn_reflns_k_min 0 _diffrn_reflns_k_max 17 _diffrn_reflns_l_min 0 _diffrn_reflns_l_max 23 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 5 # REFINEMENT DATA _refine_special_details ? _reflns_number_total 4222 _reflns_number_gt 3148 _reflns_threshold_expression I>3\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.031 _refine_ls_wR_factor_ref 0.040 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 3148 _refine_ls_number_parameters 280 _refine_ls_goodness_of_fit_ref 1.38 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0016F^2^]' _refine_ls_shift/su_max 0.012 _refine_diff_density_max 0.49 _refine_diff_density_min -0.75 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_type_symbol _atom_site_occupancy Cu 0.20539(3) 0.48698(3) 0.16043(2) 0.0329(1) Uani Cu ? Br1 0.16968(2) 0.58904(3) 0.25434(2) 0.0460(1) Uani Br ? O1 0.1511(1) 0.5656(2) 0.0819(1) 0.0414(6) Uani O ? O2 -0.0562(2) 0.3466(2) 0.1012(2) 0.0651(9) Uani O ? O3 0.3482(2) 0.6629(2) -0.0316(2) 0.0656(8) Uani O ? N1 0.2428(2) 0.4219(2) 0.0762(1) 0.0311(6) Uani N ? N2 0.1275(2) 0.3613(2) 0.2007(1) 0.0338(6) Uani N ? N3 0.3571(2) 0.5603(2) 0.1373(1) 0.0371(6) Uani N ? N4 0.2868(2) 0.3971(2) 0.2110(1) 0.0338(6) Uani N ? C1 0.3109(2) 0.3214(3) 0.1591(2) 0.0383(7) Uani C ? C2 0.2978(2) 0.3533(2) 0.0843(2) 0.0337(7) Uani C ? C3 0.3359(2) 0.3139(3) 0.0268(2) 0.0452(9) Uani C ? C4 0.3141(3) 0.3451(3) -0.0404(2) 0.052(1) Uani C ? C5 0.2584(2) 0.4161(3) -0.0477(2) 0.0461(9) Uani C ? C6 0.2236(2) 0.4537(3) 0.0124(2) 0.0341(7) Uani C ? C7 0.1630(2) 0.5321(3) 0.0109(2) 0.0428(8) Uani C ? C8 0.2465(2) 0.3530(3) 0.2726(2) 0.0399(8) Uani C ? C9 0.1661(2) 0.3144(2) 0.2519(2) 0.0353(7) Uani C ? C10 0.1330(2) 0.2356(3) 0.2855(2) 0.0447(8) Uani C ? C11 0.0587(2) 0.2046(3) 0.2649(2) 0.0452(9) Uani C ? C12 0.0187(2) 0.2529(3) 0.2130(2) 0.0420(8) Uani C ? C13 0.0543(2) 0.3312(2) 0.1818(2) 0.0333(7) Uani C ? C14 0.0135(2) 0.3916(3) 0.1270(2) 0.0453(9) Uani C ? C15 0.3576(2) 0.4520(3) 0.2355(2) 0.0443(9) Uani C ? C16 0.4003(2) 0.4983(3) 0.1753(2) 0.0395(8) Uani C ? C17 0.4787(2) 0.4778(3) 0.1604(2) 0.0486(9) Uani C ? C18 0.5143(2) 0.5227(3) 0.1035(2) 0.052(1) Uani C ? C19 0.4715(2) 0.5864(3) 0.0640(2) 0.0473(9) Uani C ? C20 0.3923(2) 0.6033(3) 0.0826(2) 0.0389(8) Uani C ? C21 0.3419(2) 0.6744(3) 0.0425(2) 0.0490(9) Uani C ? Br2 0.01758(2) 0.33952(3) -0.05751(2) 0.0542(1) Uani Br ? H1O1 0.0978 0.5957 0.0742 0.041 Uani H ? H1O2 -0.0336 0.3444 0.0525 0.065 Uani H ? H1O3 0.3879 0.7151 -0.0393 0.066 Uani H ? H1C1 0.2786 0.2626 0.1680 0.038 Uani H ? H2C1 0.3687 0.3065 0.1659 0.038 Uani H ? HC3 0.3781 0.2642 0.0331 0.045 Uani H ? HC4 0.3391 0.3158 -0.0831 0.052 Uani H ? HC5 0.2432 0.4402 -0.0954 0.046 Uani H ? H1C7 0.1117 0.5073 -0.0085 0.043 Uani H ? H2C7 0.1826 0.5857 -0.0193 0.043 Uani H ? H1C8 0.2395 0.4023 0.3101 0.040 Uani H ? H2C8 0.2802 0.2996 0.2910 0.040 Uani H ? HC10 0.1627 0.2020 0.3238 0.045 Uani H ? HC11 0.0341 0.1473 0.2877 0.045 Uani H ? HC12 -0.0356 0.2318 0.1980 0.042 Uani H ? H1C14 0.0510 0.4026 0.0870 0.045 Uani H ? H2C14 -0.0014 0.4543 0.1485 0.045 Uani H ? H1C15 0.3950 0.4074 0.2600 0.044 Uani H ? H2C15 0.3397 0.5025 0.2691 0.044 Uani H ? HC17 0.5093 0.4316 0.1901 0.049 Uani H ? HC18 0.5710 0.5087 0.0914 0.052 Uani H ? HC19 0.4963 0.6198 0.0229 0.047 Uani H ? H1C21 0.3597 0.7404 0.0551 0.049 Uani H ? H2C21 0.2850 0.6657 0.0565 0.049 Uani H ? 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 _atom_site_aniso_type_symbol Cu 0.0361(3) 0.0316(3) 0.0309(2) 0.0062(2) -0.0005(2) 0.0021(2) Cu Br1 0.0562(2) 0.0399(2) 0.0418(2) 0.0029(2) 0.0076(2) -0.0048(2) Br O1 0.041(1) 0.044(2) 0.040(1) 0.010(1) -0.004(1) 0.004(1) O O2 0.044(2) 0.090(3) 0.062(2) -0.020(2) -0.013(1) 0.018(2) O O3 0.072(2) 0.067(2) 0.058(2) -0.009(2) -0.013(2) 0.014(2) O N1 0.029(1) 0.030(2) 0.034(1) -0.002(1) 0.000(1) 0.003(1) N N2 0.035(1) 0.033(2) 0.033(1) -0.001(1) 0.004(1) 0.003(1) N N3 0.031(1) 0.036(2) 0.044(2) -0.004(1) -0.001(1) 0.002(1) N N4 0.033(1) 0.035(2) 0.034(1) 0.001(1) -0.002(1) 0.007(1) N C1 0.036(2) 0.033(2) 0.045(2) 0.008(1) 0.003(1) 0.008(2) C C2 0.031(2) 0.028(2) 0.043(2) -0.002(1) 0.004(1) 0.002(1) C C3 0.045(2) 0.038(2) 0.052(2) 0.007(2) 0.013(2) 0.000(2) C C4 0.059(2) 0.051(3) 0.045(2) 0.000(2) 0.017(2) -0.006(2) C C5 0.052(2) 0.054(2) 0.033(2) -0.007(2) 0.007(2) 0.000(2) C C6 0.034(2) 0.035(2) 0.033(2) -0.004(1) 0.000(1) 0.003(1) C C7 0.046(2) 0.045(2) 0.037(2) 0.007(2) -0.005(2) 0.008(2) C C8 0.038(2) 0.047(2) 0.035(2) -0.001(2) -0.001(1) 0.014(1) C C9 0.038(2) 0.034(2) 0.034(2) 0.002(1) 0.002(1) 0.004(1) C C10 0.051(2) 0.041(2) 0.042(2) 0.000(2) 0.006(2) 0.012(2) C C11 0.054(2) 0.036(2) 0.046(2) -0.007(2) 0.012(2) 0.004(2) C C12 0.040(2) 0.044(2) 0.041(2) -0.006(2) 0.010(2) -0.002(2) C C13 0.033(2) 0.035(2) 0.033(2) 0.001(1) 0.006(1) -0.004(1) C C14 0.035(2) 0.058(3) 0.043(2) -0.007(2) -0.002(1) 0.009(2) C C15 0.032(2) 0.058(2) 0.042(2) -0.005(2) -0.009(2) 0.011(2) C C16 0.031(2) 0.045(2) 0.043(2) -0.004(2) -0.005(1) 0.000(2) C C17 0.031(2) 0.054(2) 0.061(2) 0.004(2) -0.006(2) 0.005(2) C C18 0.029(2) 0.064(3) 0.064(2) 0.001(2) 0.002(2) 0.002(2) C C19 0.036(2) 0.051(2) 0.054(2) -0.006(2) 0.006(2) 0.002(2) C C20 0.034(2) 0.036(2) 0.047(2) -0.005(2) -0.002(1) 0.000(2) C C21 0.047(2) 0.042(2) 0.058(2) -0.001(2) 0.000(2) 0.009(2) C Br2 0.0441(2) 0.0677(3) 0.0508(2) 0.0127(2) -0.0012(2) -0.0015(2) Br # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu Br1 2.362(1) 1_555 1_555 no Cu O1 2.065(2) 1_555 1_555 no Cu N1 1.944(3) 1_555 1_555 no Cu N2 2.322(3) 1_555 1_555 no Cu N3 2.782(3) 1_555 1_555 no Cu N4 2.092(3) 1_555 1_555 no O1 C7 1.442(4) 1_555 1_555 no O2 C14 1.417(4) 1_555 1_555 no O3 C21 1.420(5) 1_555 1_555 no N1 C2 1.341(4) 1_555 1_555 no N1 C6 1.332(4) 1_555 1_555 no N2 C9 1.341(4) 1_555 1_555 no N2 C13 1.349(4) 1_555 1_555 no N3 C16 1.341(4) 1_555 1_555 no N3 C20 1.338(4) 1_555 1_555 no N4 C1 1.502(4) 1_555 1_555 no N4 C8 1.485(4) 1_555 1_555 no N4 C15 1.491(4) 1_555 1_555 no C1 C2 1.507(5) 1_555 1_555 no C2 C3 1.380(5) 1_555 1_555 no C3 C4 1.399(6) 1_555 1_555 no C4 C5 1.372(6) 1_555 1_555 no C5 C6 1.385(5) 1_555 1_555 no C6 C7 1.497(5) 1_555 1_555 no C8 C9 1.507(5) 1_555 1_555 no C9 C10 1.390(5) 1_555 1_555 no C10 C11 1.379(5) 1_555 1_555 no C11 C12 1.371(5) 1_555 1_555 no C12 C13 1.382(5) 1_555 1_555 no C13 C14 1.505(5) 1_555 1_555 no C15 C16 1.497(5) 1_555 1_555 no C16 C17 1.378(5) 1_555 1_555 no C17 C18 1.385(6) 1_555 1_555 no C18 C19 1.369(5) 1_555 1_555 no C19 C20 1.397(5) 1_555 1_555 no C20 C21 1.512(5) 1_555 1_555 no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br1 Cu O1 96.3(1) 1_555 1_555 1_555 no Br1 Cu N1 170.4(1) 1_555 1_555 1_555 no Br1 Cu N2 93.9(1) 1_555 1_555 1_555 no Br1 Cu N3 97.4(1) 1_555 1_555 1_555 no Br1 Cu N4 100.6(1) 1_555 1_555 1_555 no O1 Cu N1 78.4(1) 1_555 1_555 1_555 no O1 Cu N2 113.1(1) 1_555 1_555 1_555 no O1 Cu N3 95.4(1) 1_555 1_555 1_555 no O1 Cu N4 160.2(1) 1_555 1_555 1_555 no N1 Cu N2 95.6(1) 1_555 1_555 1_555 no N1 Cu N3 75.4(1) 1_555 1_555 1_555 no N1 Cu N4 83.3(1) 1_555 1_555 1_555 no N2 Cu N3 147.9(1) 1_555 1_555 1_555 no N2 Cu N4 76.1(1) 1_555 1_555 1_555 no N3 Cu N4 72.3(1) 1_555 1_555 1_555 no Cu O1 C7 116.1(2) 1_555 1_555 1_555 no Cu N1 C2 117.7(2) 1_555 1_555 1_555 no Cu N1 C6 120.9(2) 1_555 1_555 1_555 no C2 N1 C6 120.6(3) 1_555 1_555 1_555 no Cu N2 C9 109.8(2) 1_555 1_555 1_555 no Cu N2 C13 131.5(2) 1_555 1_555 1_555 no C9 N2 C13 118.7(3) 1_555 1_555 1_555 no Cu N3 C16 99.8(2) 1_555 1_555 1_555 no Cu N3 C20 133.8(2) 1_555 1_555 1_555 no C16 N3 C20 118.0(3) 1_555 1_555 1_555 no Cu N4 C1 107.5(2) 1_555 1_555 1_555 no Cu N4 C8 108.3(2) 1_555 1_555 1_555 no Cu N4 C15 110.7(2) 1_555 1_555 1_555 no C1 N4 C8 110.2(3) 1_555 1_555 1_555 no C1 N4 C15 110.7(3) 1_555 1_555 1_555 no C8 N4 C15 109.4(2) 1_555 1_555 1_555 no N4 C1 C2 111.7(3) 1_555 1_555 1_555 no N1 C2 C1 114.9(3) 1_555 1_555 1_555 no N1 C2 C3 121.1(3) 1_555 1_555 1_555 no C1 C2 C3 124.0(3) 1_555 1_555 1_555 no C2 C3 C4 118.4(3) 1_555 1_555 1_555 no C3 C4 C5 119.8(3) 1_555 1_555 1_555 no C4 C5 C6 118.7(3) 1_555 1_555 1_555 no N1 C6 C5 121.4(3) 1_555 1_555 1_555 no N1 C6 C7 115.2(3) 1_555 1_555 1_555 no C5 C6 C7 123.4(3) 1_555 1_555 1_555 no O1 C7 C6 108.4(3) 1_555 1_555 1_555 no N4 C8 C9 110.6(3) 1_555 1_555 1_555 no N2 C9 C8 116.5(3) 1_555 1_555 1_555 no N2 C9 C10 121.9(3) 1_555 1_555 1_555 no C8 C9 C10 121.6(3) 1_555 1_555 1_555 no C9 C10 C11 118.8(3) 1_555 1_555 1_555 no C10 C11 C12 119.4(3) 1_555 1_555 1_555 no C11 C12 C13 119.2(3) 1_555 1_555 1_555 no N2 C13 C12 121.9(3) 1_555 1_555 1_555 no N2 C13 C14 115.0(3) 1_555 1_555 1_555 no C12 C13 C14 123.0(3) 1_555 1_555 1_555 no O2 C14 C13 111.4(3) 1_555 1_555 1_555 no N4 C15 C16 111.5(3) 1_555 1_555 1_555 no N3 C16 C15 115.6(3) 1_555 1_555 1_555 no N3 C16 C17 122.8(3) 1_555 1_555 1_555 no C15 C16 C17 121.6(3) 1_555 1_555 1_555 no C16 C17 C18 118.5(3) 1_555 1_555 1_555 no C17 C18 C19 119.8(3) 1_555 1_555 1_555 no C18 C19 C20 118.1(3) 1_555 1_555 1_555 no N3 C20 C19 122.7(3) 1_555 1_555 1_555 no N3 C20 C21 116.1(3) 1_555 1_555 1_555 no C19 C20 C21 121.1(3) 1_555 1_555 1_555 no O3 C21 C20 112.5(3) 1_555 1_555 1_555 no #===END data_COMPOUND7 _audit_creation_method 'RAELSPUB and manual entry' # TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_acknowledgements ? _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C., Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435. De Meulenaer, J. and Tompa, H. Acta Cryst., 1965, 19, 1014. Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974. Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement Program, University of New South Wales, 1989. ; _publ_section_figure_captions ? _publ_section_exptl_prep ? _publ_section_exptl_refinement ? # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C42 H42 Br Cu3 N8 O6 2+, 2(B F4 1-),C4 H8 O, 0.5(C4 H10 O)' _chemical_formula_sum 'C48 H61 B2 Br Cu3 F8 N8 O7.5' _chemical_formula_iupac ? _chemical_formula_weight 1314.2 # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,1/2+y,1/2-z 3 -x,-y,-z 4 1/2+x,1/2-y,1/2+z _cell_length_a 14.600(3) _cell_length_b 19.021(4) _cell_length_c 19.560(3) _cell_angle_alpha 90 _cell_angle_beta 90.407(8) _cell_angle_gamma 90 _cell_volume 5432(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 19 _cell_measurement_theta_max 20 _cell_measurement_temperature 294 _exptl_crystal_description needle _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.05 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.61 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2676.0 _exptl_absorpt_coefficient_mu 2.945 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details '(DeMeulenaer & Tompa, 1965)' _exptl_absorpt_correction_T-min 0.66 _exptl_absorpt_correction_T-max 0.86 # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_reflns_number 5860 _diffrn_reflns_av_R_equivalents 0.027 _diffrn_reflns_theta_max 50 _diffrn_reflns_h_min -14 _diffrn_reflns_h_max 0 _diffrn_reflns_k_min 0 _diffrn_reflns_k_max 18 _diffrn_reflns_l_min -19 _diffrn_reflns_l_max 19 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 7 # REFINEMENT DATA _refine_special_details ? _reflns_number_total 5581 _reflns_number_gt 3579 _reflns_threshold_expression I>3\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.062 _refine_ls_wR_factor_ref 0.091 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 3579 _refine_ls_number_parameters 280 _refine_ls_goodness_of_fit_ref 3.29 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0016F^2^]' _refine_ls_shift/su_max 0.004 _refine_diff_density_max 1.49 _refine_diff_density_min -1.74 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_type_symbol _atom_site_occupancy CuA 0.40820(10) 0.33212(8) 0.17650(7) 0.0458(8) Uani Cu ? O1A 0.4551(6) 0.5807(4) 0.1449(6) 0.105(2) Uani O ? O2A 0.3216(4) 0.3677(3) 0.1065(3) 0.0529(9) Uani O ? O3A 0.1511(4) 0.2312(3) 0.1542(3) 0.0495(8) Uani O ? N1A 0.4969(4) 0.4119(4) 0.2267(3) 0.0599(9) Uani N ? N2A 0.4768(4) 0.3086(4) 0.0983(3) 0.0547(9) Uani N ? N3A 0.3247(4) 0.1936(3) 0.1658(3) 0.0514(8) Uani N ? N4A 0.5042(6) 0.2674(4) 0.2242(4) 0.0507(7) Uani N ? C1A 0.5329(7) 0.3047(6) 0.2882(5) 0.0578(9) Uani C ? C2A 0.5532(5) 0.3809(3) 0.2735(4) 0.063(1) Uani C ? C3A 0.6217(5) 0.4174(5) 0.3056(4) 0.077(2) Uani C ? C4A 0.6343(5) 0.4871(5) 0.2902(5) 0.091(2) Uani C ? C5A 0.5774(6) 0.5194(4) 0.2425(5) 0.091(2) Uani C ? C6A 0.5097(5) 0.4797(4) 0.2121(4) 0.074(1) Uani C ? C7A 0.4447(8) 0.5107(6) 0.1606(7) 0.080(1) Uani C ? C8A 0.5836(7) 0.2588(6) 0.1769(5) 0.0546(8) Uani C ? C9A 0.5570(5) 0.2725(4) 0.1041(3) 0.058(1) Uani C ? C10A 0.6069(5) 0.2541(4) 0.0480(4) 0.071(2) Uani C ? C11A 0.5754(6) 0.2723(5) -0.0158(4) 0.084(2) Uani C ? C12A 0.4936(6) 0.3091(5) -0.0225(3) 0.082(2) Uani C ? C13A 0.4468(5) 0.3260(4) 0.0359(4) 0.065(1) Uani C ? C14A 0.3534(8) 0.3628(6) 0.0381(5) 0.065(1) Uani C ? C15A 0.4593(7) 0.1991(6) 0.2405(5) 0.0551(7) Uani C ? C16A 0.4105(5) 0.1692(4) 0.1794(3) 0.0560(8) Uani C ? C17A 0.4541(5) 0.1241(4) 0.1361(4) 0.0675(8) Uani C ? C18A 0.4104(6) 0.1027(4) 0.0774(4) 0.078(1) Uani C ? C19A 0.3227(6) 0.1272(4) 0.0628(4) 0.074(1) Uani C ? C20A 0.2828(4) 0.1725(4) 0.1085(4) 0.0584(8) Uani C ? C21A 0.1890(7) 0.2011(6) 0.0958(5) 0.0569(8) Uani C ? CuB 0.07032(10) 0.31011(8) 0.14623(7) 0.0476(9) Uani Cu ? O1B 0.0242(6) 0.3444(6) -0.0968(4) 0.109(3) Uani O ? O2B 0.1606(5) 0.3808(4) 0.1147(3) 0.0536(9) Uani O ? O3B 0.3253(4) 0.3215(3) 0.2507(3) 0.0474(9) Uani O ? N1B -0.0239(4) 0.2650(4) 0.0658(4) 0.064(1) Uani N ? N2B 0.0074(4) 0.3915(3) 0.1757(3) 0.0563(8) Uani N ? N3B 0.1515(4) 0.3097(3) 0.2853(3) 0.0524(9) Uani N ? N4B -0.0287(6) 0.2594(4) 0.2060(4) 0.0552(9) Uani N ? C1B -0.0591(7) 0.1977(6) 0.1661(6) 0.064(1) Uani C ? C2B -0.0786(5) 0.2152(4) 0.0942(3) 0.068(1) Uani C ? C3B -0.1451(5) 0.1817(4) 0.0570(5) 0.084(2) Uani C ? C4B -0.1571(5) 0.1986(5) -0.0107(5) 0.098(3) Uani C ? C5B -0.1016(6) 0.2493(5) -0.0403(4) 0.097(2) Uani C ? C6B -0.0360(5) 0.2811(4) 0.0000(4) 0.079(2) Uani C ? C7B 0.0268(9) 0.3400(8) -0.0241(6) 0.083(2) Uani C ? C8B -0.1053(7) 0.3103(6) 0.2158(5) 0.060(1) Uani C ? C9B -0.0710(5) 0.3857(3) 0.2125(4) 0.061(1) Uani C ? C10B -0.1128(5) 0.4432(5) 0.2402(4) 0.073(1) Uani C ? C11B -0.0750(6) 0.5085(4) 0.2308(4) 0.084(1) Uani C ? C12B 0.0050(6) 0.5151(4) 0.1933(5) 0.080(1) Uani C ? C13B 0.0436(5) 0.4552(4) 0.1668(4) 0.0650(9) Uani C ? C14B 0.1340(8) 0.4517(6) 0.1262(6) 0.0640(9) Uani C ? C15B 0.0149(7) 0.2367(6) 0.2724(6) 0.060(1) Uani C ? C16B 0.0645(5) 0.2966(4) 0.3061(3) 0.059(1) Uani C ? C17B 0.0216(5) 0.3386(5) 0.3526(4) 0.071(2) Uani C ? C18B 0.0674(6) 0.3955(5) 0.3792(4) 0.080(2) Uani C ? C19B 0.1563(6) 0.4095(4) 0.3585(4) 0.073(2) Uani C ? C20B 0.1955(4) 0.3652(4) 0.3115(4) 0.058(1) Uani C ? C21B 0.2913(7) 0.3792(6) 0.2869(5) 0.055(1) Uani C ? Cu 0.23745(10) 0.24708(8) 0.22912(7) 0.0509(7) Uani Cu ? Br 0.24198(9) 0.15069(8) 0.32359(8) 0.088(1) Uani Br ? B1A 0.1726(6) 0.4773(6) 0.5691(4) 0.067(7) Uani B 0.57 F1A 0.1775(11) 0.4306(8) 0.6193(6) 0.095(6) Uani F 0.57 F2A 0.0883(7) 0.4783(10) 0.5435(8) 0.130(9) Uani F 0.57 F3A 0.1936(13) 0.5405(7) 0.5931(7) 0.140(9) Uani F 0.57 F4A 0.2311(12) 0.4599(10) 0.5204(7) 0.142(6) Uani F 0.57 B1A' 0.1742(8) 0.4646(7) 0.5731(6) 0.067(7) Uani B 0.43 F1A' 0.1836(17) 0.4289(12) 0.6309(8) 0.108(6) Uani F 0.43 F2A' 0.2491(10) 0.5023(12) 0.5622(12) 0.122(9) Uani F 0.43 F4A' 0.1616(18) 0.4202(10) 0.5216(9) 0.148(9) Uani F 0.43 F3A' 0.1025(12) 0.5071(12) 0.5775(13) 0.125(9) Uani F 0.43 B1B 0.2592(10) 0.3155(9) 0.8441(7) 0.120(9) Uani B 0.48 F1B 0.3376(14) 0.3460(15) 0.8615(13) 0.215(9) Uani F 0.48 F2B 0.2608(16) 0.2487(10) 0.8633(12) 0.170(9) Uani F 0.48 F4B 0.1905(17) 0.3482(12) 0.8748(12) 0.193(9) Uani F 0.48 F3B 0.2477(15) 0.3192(13) 0.7769(7) 0.180(8) Uani F 0.48 B1B' 0.2423(9) 0.2968(7) 0.8456(7) 0.123(9) Uani B 0.52 F1B' 0.2173(15) 0.2848(13) 0.9096(8) 0.200(9) Uani F 0.52 F2B' 0.1811(13) 0.3382(11) 0.8154(12) 0.194(6) Uani F 0.52 F3B' 0.3236(11) 0.3279(12) 0.8452(11) 0.160(9) Uani F 0.52 F4B' 0.2471(16) 0.2364(10) 0.8121(13) 0.215(9) Uani F 0.52 O1T1 0.1505(18) 0.0420(18) 0.5419(23) 0.270(9) Uani O 0.49 C1T1 0.1975(27) 0.0484(19) 0.6046(17) 0.209(9) Uani C 0.49 C2T1 0.2668(25) 0.1051(17) 0.5914(15) 0.145(9) Uani C 0.49 C3T1 0.2736(31) 0.1023(19) 0.5154(16) 0.183(9) Uani C 0.49 C4T1 0.2263(29) 0.0352(20) 0.5000(16) 0.187(7) Uani C 0.49 O1T' 0.3243(16) 0.0612(14) 0.5312(13) 0.159(7) Uani O 0.51 C1T' 0.2988(24) -0.0050(11) 0.5580(17) 0.163(9) Uani C 0.51 C2T' 0.2065(25) 0.0043(15) 0.5883(23) 0.219(9) Uani C 0.51 C3T' 0.1974(25) 0.0806(16) 0.6005(23) 0.189(9) Uani C 0.51 C4T' 0.2748(26) 0.1142(11) 0.5655(20) 0.146(9) Uani C 0.51 OBu 0.1516(15) 0.0021(17) 0.0706(13) 0.216(9) Uani O 0.5 C1Bu 0.0598(14) -0.0054(15) 0.0823(9) 0.228(9) Uani C 0.5 C2Bu 0.0107(18) 0.0284(8) 0.0244(10) 0.267(9) Uani C 0.5 H1C1A 0.5891 0.2818 0.3072 0.064 Uani H ? H2C1A 0.4824 0.3017 0.3223 0.061 Uani H ? HC3A 0.6622 0.3935 0.3399 0.083 Uani H ? HC4A 0.6841 0.5145 0.3133 0.106 Uani H ? HC5A 0.5854 0.5701 0.2306 0.108 Uani H ? H1C7A 0.3813 0.5043 0.1785 0.075 Uani H ? H2C7A 0.4516 0.4835 0.1172 0.076 Uani H ? H1C8A 0.6072 0.2096 0.1809 0.059 Uani H ? H2C8A 0.6329 0.2925 0.1906 0.057 Uani H ? HC10A 0.6656 0.2276 0.0535 0.075 Uani H ? HC11A 0.6112 0.2592 -0.0573 0.101 Uani H ? HC12A 0.4695 0.3228 -0.0686 0.097 Uani H ? H1C14A 0.3082 0.3353 0.0103 0.068 Uani H ? H2C14A 0.3594 0.4112 0.0187 0.075 Uani H ? H1C15A 0.4139 0.2067 0.2778 0.057 Uani H ? H2C15A 0.5070 0.1650 0.2562 0.063 Uani H ? HC17A 0.5172 0.1068 0.1471 0.073 Uani H ? HC18A 0.4414 0.0697 0.0452 0.093 Uani H ? HC19A 0.2897 0.1123 0.0203 0.086 Uani H ? H1C21A 0.1484 0.1618 0.0801 0.066 Uani H ? H2C21A 0.1925 0.2377 0.0593 0.059 Uani H ? H1C1B -0.1160 0.1784 0.1872 0.071 Uani H ? H2C1B -0.0098 0.1612 0.1677 0.066 Uani H ? HC3B -0.1846 0.1452 0.0789 0.091 Uani H ? HC4B -0.2054 0.1745 -0.0385 0.115 Uani H ? HC5B -0.1092 0.2624 -0.0895 0.114 Uani H ? H1C7B 0.0910 0.3302 -0.0085 0.075 Uani H ? H2C7B 0.0059 0.3857 -0.0042 0.082 Uani H ? H1C8B -0.1337 0.3019 0.2614 0.065 Uani H ? H2C8B -0.1523 0.3029 0.1790 0.063 Uani H ? HC10B -0.1704 0.4377 0.2671 0.079 Uani H ? HC11B -0.1048 0.5510 0.2507 0.100 Uani H ? HC12B 0.0337 0.5622 0.1858 0.094 Uani H ? H1C14B 0.1834 0.4762 0.1528 0.067 Uani H ? H2C14B 0.1252 0.4758 0.0812 0.075 Uani H ? H1C15B 0.0594 0.1980 0.2632 0.061 Uani H ? H2C15B -0.0339 0.2192 0.3038 0.069 Uani H ? HC17B -0.0425 0.3280 0.3672 0.078 Uani H ? HC18B 0.0368 0.4267 0.4133 0.095 Uani H ? HC19B 0.1909 0.4507 0.3772 0.084 Uani H ? H1C21B 0.3320 0.3886 0.3272 0.063 Uani H ? H2C21B 0.2905 0.4213 0.2563 0.057 Uani H ? H1C1T 0.2284 0.0033 0.6173 0.255 Uani H 0.49 H2C1T 0.1548 0.0626 0.6419 0.326 Uani H 0.49 H1C2T 0.3269 0.0942 0.6139 0.211 Uani H 0.49 H2C2T 0.2445 0.1520 0.6073 0.176 Uani H 0.49 H1C3T 0.3389 0.1012 0.5003 0.243 Uani H 0.49 H2C3T 0.2417 0.1431 0.4935 0.302 Uani H 0.49 H1C4T 0.2646 -0.0064 0.5128 0.151 Uani H 0.49 H2C4T 0.2083 0.0318 0.4506 0.319 Uani H 0.49 H1C1T' 0.3437 -0.0203 0.5938 0.282 Uani H 0.51 H2C1T' 0.2964 -0.0410 0.5206 0.172 Uani H 0.51 H1C2T' 0.2019 -0.0222 0.6323 0.363 Uani H 0.51 H2C2T' 0.1579 -0.0124 0.5559 0.287 Uani H 0.51 H1C3T' 0.2002 0.0908 0.6507 0.259 Uani H 0.51 H2C3T' 0.1380 0.0982 0.5813 0.284 Uani H 0.51 H1C4T' 0.3154 0.1382 0.5996 0.194 Uani H 0.51 H2C4T' 0.2514 0.1496 0.5317 0.221 Uani H 0.51 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 _atom_site_aniso_type_symbol CuA 0.039(1) 0.052(1) 0.046(1) 0.0016(8) 0.0033(7) 0.0008(9) Cu O1A 0.070(2) 0.051(2) 0.194(4) -0.007(2) 0.007(2) 0.025(2) O O2A 0.053(1) 0.056(1) 0.050(1) 0.0025(8) 0.0050(8) 0.013(1) O O3A 0.050(1) 0.047(1) 0.052(1) 0.0016(8) 0.0026(8) -0.003(1) O N1A 0.052(1) 0.052(1) 0.076(1) -0.002(1) 0.0021(9) -0.008(1) N N2A 0.051(1) 0.064(1) 0.048(1) 0.0023(9) 0.0079(9) 0.004(1) N N3A 0.051(1) 0.044(1) 0.059(2) 0.0038(8) 0.0032(8) -0.002(1) N N4A 0.049(1) 0.052(1) 0.050(1) 0.0045(9) 0.0015(8) 0.0014(9) N C1A 0.052(1) 0.069(2) 0.052(1) 0.0043(9) -0.002(1) -0.003(1) C C2A 0.052(1) 0.066(2) 0.069(2) 0.000(1) -0.002(1) -0.014(1) C C3A 0.055(1) 0.083(3) 0.092(2) -0.002(1) -0.005(1) -0.029(2) C C4A 0.058(1) 0.079(3) 0.135(3) -0.007(2) -0.004(2) -0.038(2) C C5A 0.060(2) 0.061(2) 0.152(3) -0.009(2) 0.001(2) -0.022(2) C C6A 0.056(1) 0.052(2) 0.114(2) -0.005(1) 0.003(1) -0.007(1) C C7A 0.061(2) 0.049(2) 0.130(3) -0.004(1) 0.006(1) 0.013(1) C C8A 0.049(1) 0.057(1) 0.058(2) 0.0048(9) 0.0039(8) -0.002(1) C C9A 0.051(1) 0.068(2) 0.054(1) 0.0038(9) 0.009(1) -0.003(1) C C10A 0.055(1) 0.097(3) 0.061(2) 0.005(1) 0.013(1) -0.009(2) C C11A 0.061(1) 0.135(4) 0.056(2) 0.006(2) 0.017(2) -0.006(2) C C12A 0.063(2) 0.134(3) 0.050(1) 0.004(2) 0.014(1) 0.008(1) C C13A 0.057(1) 0.091(2) 0.048(1) 0.003(1) 0.010(1) 0.011(1) C C14A 0.058(1) 0.086(2) 0.050(1) 0.003(1) 0.0073(9) 0.020(1) C C15A 0.052(1) 0.052(1) 0.061(2) 0.007(1) 0.0010(9) 0.009(1) C C16A 0.052(1) 0.046(1) 0.070(2) 0.0060(9) 0.0028(8) -0.001(1) C C17A 0.056(1) 0.053(1) 0.094(3) 0.009(1) 0.003(1) -0.015(1) C C18A 0.059(2) 0.069(1) 0.106(3) 0.009(1) 0.004(1) -0.037(2) C C19A 0.058(1) 0.072(1) 0.090(2) 0.006(1) 0.002(1) -0.036(2) C C20A 0.053(1) 0.055(1) 0.067(2) 0.0037(8) 0.0026(8) -0.016(1) C C21A 0.053(1) 0.059(1) 0.059(2) 0.0025(8) 0.0012(8) -0.015(1) C CuB 0.039(1) 0.049(1) 0.055(1) 0.0019(7) 0.0042(7) 0.0024(9) Cu O1B 0.075(2) 0.199(5) 0.053(2) 0.015(2) -0.012(2) 0.020(2) O O2B 0.053(1) 0.054(1) 0.054(1) 0.0053(8) 0.0017(8) 0.012(1) O O3B 0.050(1) 0.050(1) 0.042(1) 0.0030(8) 0.0027(8) -0.001(1) O N1B 0.053(1) 0.082(2) 0.058(1) 0.004(1) -0.005(1) -0.010(1) N N2B 0.051(1) 0.053(1) 0.065(1) 0.008(1) 0.0018(9) 0.001(1) N N3B 0.052(1) 0.063(1) 0.043(1) 0.0035(8) 0.0060(9) -0.0002(9) N N4B 0.049(1) 0.056(1) 0.060(1) 0.0005(9) 0.0052(8) 0.001(1) N C1B 0.051(1) 0.059(2) 0.081(2) -0.003(1) 0.0029(9) -0.005(1) C C2B 0.052(1) 0.075(2) 0.077(2) 0.000(1) -0.004(1) -0.017(2) C C3B 0.055(1) 0.097(3) 0.099(3) -0.002(2) -0.008(2) -0.033(2) C C4B 0.061(2) 0.139(4) 0.094(3) 0.002(2) -0.016(2) -0.043(3) C C5B 0.064(2) 0.156(4) 0.070(2) 0.008(2) -0.016(2) -0.027(2) C C6B 0.059(1) 0.120(3) 0.058(2) 0.007(1) -0.010(1) -0.010(2) C C7B 0.064(2) 0.133(3) 0.053(1) 0.011(1) -0.008(1) 0.013(2) C C8B 0.049(1) 0.065(2) 0.065(2) 0.0034(9) 0.0057(9) -0.002(2) C C9B 0.051(1) 0.061(2) 0.071(2) 0.008(1) 0.0040(9) -0.005(1) C C10B 0.054(1) 0.070(2) 0.096(3) 0.013(1) 0.005(1) -0.016(2) C C11B 0.059(1) 0.064(2) 0.130(4) 0.016(2) 0.003(2) -0.018(2) C C12B 0.060(2) 0.053(2) 0.128(3) 0.014(1) 0.001(2) -0.003(1) C C13B 0.055(1) 0.051(1) 0.089(2) 0.010(1) 0.001(1) 0.005(1) C C14B 0.057(1) 0.052(2) 0.083(2) 0.007(1) 0.001(1) 0.018(1) C C15B 0.052(1) 0.066(1) 0.060(1) 0.000(1) 0.009(1) 0.010(1) C C16B 0.053(1) 0.075(2) 0.048(1) 0.0031(9) 0.009(1) 0.002(1) C C17B 0.057(1) 0.103(3) 0.053(2) 0.006(1) 0.012(1) -0.010(1) C C18B 0.060(1) 0.117(3) 0.062(2) 0.009(1) 0.010(1) -0.031(2) C C19B 0.059(1) 0.098(3) 0.064(2) 0.007(1) 0.006(1) -0.032(1) C C20B 0.054(1) 0.072(2) 0.049(2) 0.0049(8) 0.0047(8) -0.013(1) C C21B 0.052(1) 0.060(2) 0.053(1) 0.0036(8) 0.0024(8) -0.013(1) C Cu 0.041(1) 0.056(1) 0.055(1) 0.0016(8) 0.0045(8) -0.0012(8) Cu Br 0.069(1) 0.098(2) 0.096(1) -0.0059(8) 0.0028(8) 0.042(1) Br B1A 0.053(8) 0.099(9) 0.051(8) 0.003(5) 0.002(5) 0.006(5) B F1A 0.083(9) 0.131(8) 0.071(8) -0.004(5) -0.006(5) 0.031(5) F F2A 0.069(9) 0.170(9) 0.151(9) -0.012(5) -0.038(7) 0.060(9) F F3A 0.178(9) 0.106(9) 0.136(9) -0.015(8) -0.031(9) -0.011(5) F F4A 0.136(9) 0.195(9) 0.097(9) 0.035(7) 0.065(9) 0.017(8) F B1A' 0.052(8) 0.098(9) 0.049(8) 0.003(5) 0.002(5) 0.005(5) B F1A' 0.100(9) 0.149(8) 0.075(8) -0.008(6) -0.012(6) 0.040(5) F F2A' 0.065(7) 0.160(9) 0.141(9) -0.022(7) -0.008(6) 0.056(7) F F4A' 0.216(9) 0.144(9) 0.085(9) -0.005(8) -0.016(8) -0.033(9) F F3A' 0.080(9) 0.147(9) 0.149(9) 0.041(8) 0.027(7) 0.031(8) F B1B 0.075(9) 0.153(9) 0.131(9) -0.012(8) 0.004(9) -0.068(9) B F1B 0.129(9) 0.263(9) 0.253(9) -0.074(9) -0.030(9) -0.101(9) F F2B 0.126(9) 0.169(9) 0.214(9) 0.008(9) 0.049(9) -0.029(9) F F4B 0.162(9) 0.198(9) 0.219(9) 0.037(9) 0.080(9) -0.046(9) F F3B 0.140(9) 0.265(9) 0.135(9) 0.011(9) -0.007(8) -0.048(9) F B1B' 0.073(9) 0.156(9) 0.139(9) -0.012(8) 0.006(8) -0.064(9) B F1B' 0.174(9) 0.253(9) 0.175(9) 0.038(9) 0.066(9) -0.014(9) F F2B' 0.089(7) 0.271(9) 0.221(9) 0.026(9) 0.004(9) -0.002(9) F F3B' 0.084(9) 0.203(9) 0.193(9) -0.035(8) -0.009(9) -0.069(9) F F4B' 0.204(9) 0.178(9) 0.263(9) -0.050(9) 0.040(9) -0.121(9) F O1T1 0.155(9) 0.243(9) 0.412(9) -0.024(9) 0.004(9) -0.127(9) O C1T1 0.267(9) 0.137(9) 0.225(9) -0.070(9) 0.129(9) -0.023(9) C C2T1 0.176(9) 0.128(9) 0.131(9) -0.035(9) 0.032(9) 0.010(9) C C3T1 0.292(9) 0.127(9) 0.130(9) -0.010(9) 0.041(9) 0.037(9) C C4T1 0.223(9) 0.181(9) 0.158(9) -0.004(9) -0.035(9) -0.011(9) C O1T' 0.175(9) 0.130(9) 0.172(9) -0.040(9) 0.052(9) -0.002(9) O C1T' 0.213(9) 0.125(9) 0.150(9) -0.002(9) 0.017(9) 0.028(9) C C2T' 0.298(9) 0.133(9) 0.227(9) -0.070(9) 0.144(9) -0.016(9) C C3T' 0.206(9) 0.138(9) 0.223(9) -0.055(9) 0.092(9) -0.022(9) C C4T' 0.180(9) 0.119(9) 0.140(9) -0.030(9) 0.041(9) 0.016(9) C OBu 0.273(9) 0.240(9) 0.136(9) 0.047(9) -0.033(9) -0.015(9) O C1Bu 0.147(9) 0.317(9) 0.222(9) 0.077(9) 0.070(9) 0.118(9) C C2Bu 0.243(9) 0.261(9) 0.298(9) 0.146(9) 0.033(9) -0.008(9) C # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CuA O2A 1.976(6) 1_555 1_555 no CuA N1A 2.220(5) 1_555 1_555 no CuA N2A 1.889(5) 1_555 1_555 no CuA N4A 2.082(8) 1_555 1_555 no CuA O3B 1.907(6) 1_555 1_555 no O1A C7A 1.374(13) 1_555 1_555 no O2A C14A 1.422(12) 1_555 1_555 no O3A C21A 1.397(11) 1_555 1_555 no O3A CuB 1.914(6) 1_555 1_555 no O3A Cu 1.950(6) 1_555 1_555 no N1A C2A 1.360(5) 1_555 1_555 no N1A C6A 1.334(5) 1_555 1_555 no N2A C9A 1.360(5) 1_555 1_555 no N2A C13A 1.334(5) 1_555 1_555 no N3A C16A 1.360(5) 1_555 1_555 no N3A C20A 1.334(5) 1_555 1_555 no N3A Cu 2.053(5) 1_555 1_555 no N4A C1A 1.496(12) 1_555 1_555 no N4A C8A 1.496(12) 1_555 1_555 no N4A C15A 1.491(13) 1_555 1_555 no C1A C2A 1.507(12) 1_555 1_555 no C2A C3A 1.367(5) 1_555 1_555 no C3A C4A 1.372(6) 1_555 1_555 no C4A C5A 1.389(7) 1_555 1_555 no C5A C6A 1.375(6) 1_555 1_555 no C6A C7A 1.501(14) 1_555 1_555 no C8A C9A 1.498(12) 1_555 1_555 no C9A C10A 1.367(5) 1_555 1_555 no C10A C11A 1.372(6) 1_555 1_555 no C11A C12A 1.389(7) 1_555 1_555 no C12A C13A 1.375(6) 1_555 1_555 no C13A C14A 1.534(13) 1_555 1_555 no C15A C16A 1.498(12) 1_555 1_555 no C16A C17A 1.367(5) 1_555 1_555 no C17A C18A 1.372(6) 1_555 1_555 no C18A C19A 1.389(7) 1_555 1_555 no C19A C20A 1.375(6) 1_555 1_555 no C20A C21A 1.492(12) 1_555 1_555 no CuB O2B 1.984(7) 1_555 1_555 no CuB N1B 2.252(6) 1_555 1_555 no CuB N2B 1.892(5) 1_555 1_555 no CuB N4B 2.101(8) 1_555 1_555 no O1B C7B 1.426(13) 1_555 1_555 no O2B C14B 1.423(12) 1_555 1_555 no O3B C21B 1.399(11) 1_555 1_555 no O3B Cu 1.955(7) 1_555 1_555 no N1B C2B 1.360(5) 1_555 1_555 no N1B C6B 1.334(5) 1_555 1_555 no N2B C9B 1.360(5) 1_555 1_555 no N2B C13B 1.334(5) 1_555 1_555 no N3B C16B 1.360(5) 1_555 1_555 no N3B C20B 1.334(5) 1_555 1_555 no N3B Cu 2.055(5) 1_555 1_555 no N4B C1B 1.475(13) 1_555 1_555 no N4B C8B 1.493(13) 1_555 1_555 no N4B C15B 1.506(13) 1_555 1_555 no C1B C2B 1.472(13) 1_555 1_555 no C2B C3B 1.367(5) 1_555 1_555 no C3B C4B 1.372(6) 1_555 1_555 no C4B C5B 1.389(7) 1_555 1_555 no C5B C6B 1.375(6) 1_555 1_555 no C6B C7B 1.526(15) 1_555 1_555 no C8B C9B 1.521(12) 1_555 1_555 no C9B C10B 1.367(5) 1_555 1_555 no C10B C11B 1.372(6) 1_555 1_555 no C11B C12B 1.389(7) 1_555 1_555 no C12B C13B 1.375(6) 1_555 1_555 no C13B C14B 1.547(12) 1_555 1_555 no C15B C16B 1.501(12) 1_555 1_555 no C16B C17B 1.367(5) 1_555 1_555 no C17B C18B 1.372(6) 1_555 1_555 no C18B C19B 1.389(7) 1_555 1_555 no C19B C20B 1.375(6) 1_555 1_555 no C20B C21B 1.506(12) 1_555 1_555 no Cu Br 2.603(2) 1_555 1_555 no B F 1.326(4) 1_555 1_555 no O1T1 C1T1 1.407(14) 1_555 1_555 no O1T1 C4T1 1.387(19) 1_555 1_555 no C1T1 C2T1 1.501(14) 1_555 1_555 no C2T1 C3T1 1.491(18) 1_555 1_555 no C3T1 C4T1 1.481(21) 1_555 1_555 no O1T' C1T' 1.415(10) 1_555 1_555 no O1T' C4T' 1.413(13) 1_555 1_555 no C1T' C2T' 1.487(13) 1_555 1_555 no C2T' C3T' 1.477(15) 1_555 1_555 no C3T' C4T' 1.473(16) 1_555 1_555 no OBu C1Bu 1.369(10) 1_555 1_555 no C1Bu C2Bu 1.482(10) 1_555 1_555 no C2Bu C2Bu 1.475(16) 1_555 3_555 no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2A CuA N1A 116.2(3) 1_555 1_555 1_555 no O2A CuA N2A 82.0(3) 1_555 1_555 1_555 no O2A CuA N4A 159.8(3) 1_555 1_555 1_555 no O2A CuA O3B 99.0(3) 1_555 1_555 1_555 no N1A CuA N2A 102.1(3) 1_555 1_555 1_555 no N1A CuA N4A 79.4(3) 1_555 1_555 1_555 no N1A CuA O3B 96.1(3) 1_555 1_555 1_555 no N2A CuA N4A 82.2(3) 1_555 1_555 1_555 no N2A CuA O3B 159.2(3) 1_555 1_555 1_555 no N4A CuA O3B 91.5(3) 1_555 1_555 1_555 no CuA O2A C14A 114.7(6) 1_555 1_555 1_555 no C21A O3A CuB 120.2(6) 1_555 1_555 1_555 no C21A O3A Cu 114.9(6) 1_555 1_555 1_555 no CuB O3A Cu 109.6(3) 1_555 1_555 1_555 no CuA N1A C2A 110.4(4) 1_555 1_555 1_555 no CuA N1A C6A 130.4(5) 1_555 1_555 1_555 no C2A N1A C6A 118.6(3) 1_555 1_555 1_555 no CuA N2A C9A 120.8(4) 1_555 1_555 1_555 no CuA N2A C13A 120.6(5) 1_555 1_555 1_555 no C9A N2A C13A 118.6(3) 1_555 1_555 1_555 no C16A N3A C20A 118.6(3) 1_555 1_555 1_555 no C16A N3A Cu 128.7(4) 1_555 1_555 1_555 no C20A N3A Cu 111.9(4) 1_555 1_555 1_555 no CuA N4A C1A 106.1(6) 1_555 1_555 1_555 no CuA N4A C8A 108.1(6) 1_555 1_555 1_555 no CuA N4A C15A 108.3(6) 1_555 1_555 1_555 no C1A N4A C8A 110.9(8) 1_555 1_555 1_555 no C1A N4A C15A 110.8(8) 1_555 1_555 1_555 no C8A N4A C15A 112.4(8) 1_555 1_555 1_555 no N4A C1A C2A 110.6(8) 1_555 1_555 1_555 no N1A C2A C1A 115.2(6) 1_555 1_555 1_555 no N1A C2A C3A 121.7(4) 1_555 1_555 1_555 no C1A C2A C3A 123.1(7) 1_555 1_555 1_555 no C2A C3A C4A 119.3(5) 1_555 1_555 1_555 no C3A C4A C5A 119.7(5) 1_555 1_555 1_555 no C4A C5A C6A 118.1(5) 1_555 1_555 1_555 no N1A C6A C5A 122.7(5) 1_555 1_555 1_555 no N1A C6A C7A 115.8(7) 1_555 1_555 1_555 no C5A C6A C7A 121.5(8) 1_555 1_555 1_555 no O1A C7A C6A 117.4(10) 1_555 1_555 1_555 no N4A C8A C9A 111.8(8) 1_555 1_555 1_555 no N2A C9A C8A 112.6(6) 1_555 1_555 1_555 no N2A C9A C10A 121.7(4) 1_555 1_555 1_555 no C8A C9A C10A 125.6(7) 1_555 1_555 1_555 no C9A C10A C11A 119.3(5) 1_555 1_555 1_555 no C10A C11A C12A 119.7(5) 1_555 1_555 1_555 no C11A C12A C13A 118.1(5) 1_555 1_555 1_555 no N2A C13A C12A 122.7(5) 1_555 1_555 1_555 no N2A C13A C14A 112.0(7) 1_555 1_555 1_555 no C12A C13A C14A 125.3(7) 1_555 1_555 1_555 no O2A C14A C13A 110.6(8) 1_555 1_555 1_555 no N4A C15A C16A 111.6(8) 1_555 1_555 1_555 no N3A C16A C15A 117.3(6) 1_555 1_555 1_555 no N3A C16A C17A 121.7(4) 1_555 1_555 1_555 no C15A C16A C17A 120.8(7) 1_555 1_555 1_555 no C16A C17A C18A 119.3(5) 1_555 1_555 1_555 no C17A C18A C19A 119.7(5) 1_555 1_555 1_555 no C18A C19A C20A 118.1(5) 1_555 1_555 1_555 no N3A C20A C19A 122.7(5) 1_555 1_555 1_555 no N3A C20A C21A 116.5(6) 1_555 1_555 1_555 no C19A C20A C21A 120.9(7) 1_555 1_555 1_555 no O3A C21A C20A 112.4(8) 1_555 1_555 1_555 no O3A CuB O2B 98.4(3) 1_555 1_555 1_555 no O3A CuB N1B 97.5(3) 1_555 1_555 1_555 no O3A CuB N2B 156.5(3) 1_555 1_555 1_555 no O3A CuB N4B 91.2(3) 1_555 1_555 1_555 no O2B CuB N1B 116.4(3) 1_555 1_555 1_555 no O2B CuB N2B 82.3(3) 1_555 1_555 1_555 no O2B CuB N4B 161.1(3) 1_555 1_555 1_555 no N1B CuB N2B 103.2(3) 1_555 1_555 1_555 no N1B CuB N4B 78.1(3) 1_555 1_555 1_555 no N2B CuB N4B 82.5(3) 1_555 1_555 1_555 no CuB O2B C14B 114.3(6) 1_555 1_555 1_555 no CuA O3B C21B 122.1(6) 1_555 1_555 1_555 no CuA O3B Cu 109.3(3) 1_555 1_555 1_555 no C21B O3B Cu 116.3(6) 1_555 1_555 1_555 no CuB N1B C2B 109.8(5) 1_555 1_555 1_555 no CuB N1B C6B 131.6(5) 1_555 1_555 1_555 no C2B N1B C6B 118.6(3) 1_555 1_555 1_555 no CuB N2B C9B 120.5(5) 1_555 1_555 1_555 no CuB N2B C13B 120.6(5) 1_555 1_555 1_555 no C9B N2B C13B 118.6(3) 1_555 1_555 1_555 no C16B N3B C20B 118.6(3) 1_555 1_555 1_555 no C16B N3B Cu 129.0(4) 1_555 1_555 1_555 no C20B N3B Cu 111.7(4) 1_555 1_555 1_555 no CuB N4B C1B 106.1(6) 1_555 1_555 1_555 no CuB N4B C8B 107.0(6) 1_555 1_555 1_555 no CuB N4B C15B 108.9(6) 1_555 1_555 1_555 no C1B N4B C8B 111.2(8) 1_555 1_555 1_555 no C1B N4B C15B 110.6(8) 1_555 1_555 1_555 no C8B N4B C15B 112.8(8) 1_555 1_555 1_555 no N4B C1B C2B 112.4(9) 1_555 1_555 1_555 no N1B C2B C1B 115.9(7) 1_555 1_555 1_555 no N1B C2B C3B 121.7(4) 1_555 1_555 1_555 no C1B C2B C3B 122.4(8) 1_555 1_555 1_555 no C2B C3B C4B 119.3(5) 1_555 1_555 1_555 no C3B C4B C5B 119.7(5) 1_555 1_555 1_555 no C4B C5B C6B 118.1(5) 1_555 1_555 1_555 no N1B C6B C5B 122.7(5) 1_555 1_555 1_555 no N1B C6B C7B 112.9(7) 1_555 1_555 1_555 no C5B C6B C7B 124.3(8) 1_555 1_555 1_555 no O1B C7B C6B 109.8(10) 1_555 1_555 1_555 no N4B C8B C9B 111.0(8) 1_555 1_555 1_555 no N2B C9B C8B 112.2(6) 1_555 1_555 1_555 no N2B C9B C10B 121.7(4) 1_555 1_555 1_555 no C8B C9B C10B 126.1(7) 1_555 1_555 1_555 no C9B C10B C11B 119.3(5) 1_555 1_555 1_555 no C10B C11B C12B 119.7(5) 1_555 1_555 1_555 no C11B C12B C13B 118.1(5) 1_555 1_555 1_555 no N2B C13B C12B 122.7(5) 1_555 1_555 1_555 no N2B C13B C14B 111.6(7) 1_555 1_555 1_555 no C12B C13B C14B 125.6(7) 1_555 1_555 1_555 no O2B C14B C13B 110.9(8) 1_555 1_555 1_555 no N4B C15B C16B 111.1(8) 1_555 1_555 1_555 no N3B C16B C15B 117.2(6) 1_555 1_555 1_555 no N3B C16B C17B 121.7(4) 1_555 1_555 1_555 no C15B C16B C17B 121.0(7) 1_555 1_555 1_555 no C16B C17B C18B 119.3(5) 1_555 1_555 1_555 no C17B C18B C19B 119.7(5) 1_555 1_555 1_555 no C18B C19B C20B 118.1(5) 1_555 1_555 1_555 no N3B C20B C19B 122.7(5) 1_555 1_555 1_555 no N3B C20B C21B 117.6(7) 1_555 1_555 1_555 no C19B C20B C21B 119.7(7) 1_555 1_555 1_555 no O3B C21B C20B 110.9(8) 1_555 1_555 1_555 no O3A Cu N3A 82.6(3) 1_555 1_555 1_555 no O3A Cu O3B 134.0(3) 1_555 1_555 1_555 no O3A Cu N3B 95.6(3) 1_555 1_555 1_555 no O3A Cu Br 116.0(2) 1_555 1_555 1_555 no N3A Cu O3B 94.6(3) 1_555 1_555 1_555 no N3A Cu N3B 173.7(3) 1_555 1_555 1_555 no N3A Cu Br 93.8(2) 1_555 1_555 1_555 no O3B Cu N3B 82.3(3) 1_555 1_555 1_555 no O3B Cu Br 110.1(2) 1_555 1_555 1_555 no N3B Cu Br 92.4(2) 1_555 1_555 1_555 no F B F 109.5 1_555 1_555 1_555 no C1T1 O1T1 C4T1 97.9(16) 1_555 1_555 1_555 no O1T1 C1T1 C2T1 103.7(8) 1_555 1_555 1_555 no C1T1 C2T1 C3T1 101.4(8) 1_555 1_555 1_555 no C2T1 C3T1 C4T1 101.5(11) 1_555 1_555 1_555 no O1T1 C4T1 C3T1 99.9(14) 1_555 1_555 1_555 no C1T' O1T' C4T' 108.9(8) 1_555 1_555 1_555 no O1T' C1T' C2T' 106.4(7) 1_555 1_555 1_555 no C1T' C2T' C3T' 105.4(6) 1_555 1_555 1_555 no C2T' C3T' C4T' 106.3(6) 1_555 1_555 1_555 no O1T' C4T' C3T' 107.9(5) 1_555 1_555 1_555 no OBu C1Bu C2Bu 107.2(13) 1_555 1_555 1_555 no C1Bu C2Bu C2Bu 106.0(14) 1_555 1_555 3_555 no