#Supplementary Material (ESI) for Dalton Transactions #This journal is (c) The Royal Society of Chemistry 2001 data_global # *** Added by check_cif _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' _publ_contact_author 'Juan Manuel Fernandez-G' ; ? ; _publ_contact_author_phone '52 56 22 45 06' _publ_contact_author_fax '52 56 16 2203' _publ_contact_author_email 'jmanuel@servidor.unam.mx' # 2. title and author list _publ_section_title ; The crystal structures and electrochemical studies of six copper (II) complexes of schiff bases derived from cycloalkylamines. ; loop_ _publ_author_name _publ_author_address 'Aguilar-Mart\'inez, Martha' ; Instituto de Qu\'imica, Universidad Nacional Aut\'onoma de M\'exico Circuito Exterior. Ciudad Universitaria Coyoac\'an, 04510 M\'exico, D.F, MEXICO. ; 'Saloma-Aguilar, Ricardo' ; Instituto de Qu\'imica, Universidad Nacional Aut\'onoma de M\'exico Circuito Exterior. Ciudad Universitaria Coyoac\'an, 04510 M\'exico, D.F, MEXICO. ; 'Macias-Ruvalcaba, Norma' ; Instituto de qu\'imica, Universidad Nacional Aut\'onoma de M\'exico Circuito Exterior. Ciudad Universitaria Coyoac\'an, 04510 M\'exico, D.F, MEXICO. ; 'Cetina-Rosado, Ra\'ul' ; Facultad de Estudios Superiores, Cuautitl\'an, Campo 1 Universidad Nacional Aut\'onoma de M\'exico Cuautitl\'an Izcalli 54740 Edo. de M\'exico., MEXICO ; 'Navarrete-Vazquez, Agustina' ; Instituto de Qu\'imica, Universidad Nacional Aut\'onoma de M\'exico Circuito Exterior. Ciudad Universitaria Coyoac\'an, 04510 M\'exico, D.F, MEXICO. ; 'G\'omez-Vidales, Virginia' ; Instituto de Qu\'imica, Universidad Nacional Aut\'onoma de M\'exico Circuito Exterior. Ciudad Universitaria Coyoac\'an, 04510 M\'exico, D.F, MEXICO. ; 'Zentella-Dehesa, Arturo' ; Instituto de Qu\'imica, Universidad Nacional Aut\'onoma de M\'exico Circuito Exterior. Ciudad Universitaria Coyoac\'an, 04510 M\'exico, D.F, MEXICO. ; 'Toscano , Rub\'en A.' ; Instituto de Qu\'imica, Universidad Nacional Aut\'onoma de M\'exico Circuito Exterior. Ciudad Universitaria Coyoac\'an, 04510 M\'exico, D.F, MEXICO. ; 'Hern\'andez-Ortega, Sim\'on' ; Instituto de Qu\'imica, Universidad Nacional Aut\'onoma de M\'exico Circuito Exterior. Ciudad Universitaria Coyoac\'an, 04510 M\'exico, D.F, MEXICO. ; 'Fernandez-G, Juan Manuel' ; Instituto de Qu\'imica, Universidad Nacional Aut\'onoma de M\'exico Circuito Exterior. Ciudad Universitaria Coyoac\'an, 04510 M\'exico, D.F, MEXICO. ; #============================================================================== data_cusalncp _database_code_CSD 154192 _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis-{(cyclopentyl)[(2-oxo-1H-benzo-1-ylidene)methyl]-aminato}copper(II) (1) ; _chemical_name_common 'CuSal-N-Cyclopentyl' _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H28 Cu N2 O2' _chemical_formula_weight 440.02 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P2(1)/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.306(1) _cell_length_b 16.143(2) _cell_length_c 12.149(1) _cell_angle_alpha 90.00 _cell_angle_beta 114.89(1) _cell_angle_gamma 90.00 _cell_volume 2189.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 43 _cell_measurement_theta_min 4.44 _cell_measurement_theta_max 24.80 _exptl_crystal_description 'Prism' _exptl_crystal_colour 'Black' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 1.019 _exptl_absorpt_correction_type 'Semiempirical' _exptl_absorpt_correction_T_min 0.6860 _exptl_absorpt_correction_T_max 0.8539 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4/PC' _diffrn_measurement_method \w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 4 -1 0 3 2 2 0 1 _diffrn_reflns_number 4789 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0766 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 25.00 _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.963 _reflns_number_total 3865 _reflns_number_gt 2475 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS Ver 2.1, (SIEMENS 1994)' _computing_cell_refinement 'XSCANS Ver 2.1, (SIEMENS 1994)' _computing_data_reduction 'XSCANS Ver 2.1, (SIEMENS 1994)' _computing_structure_solution 'Patterson SHELXTL PC Ver 4.2 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP, SHELXTL PC Ver 4.2 (sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _solved_by 'Simon Hernandez-Ortega' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0763P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'no refined' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0048(9) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3865 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1015 _refine_ls_R_factor_gt 0.0571 _refine_ls_wR_factor_ref 0.1652 _refine_ls_wR_factor_gt 0.1324 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.369 _refine_diff_density_min -0.486 _refine_diff_density_rms 0.100 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.34078(6) 0.11131(4) 0.21706(6) 0.0449(2) Uani 1 d . . . O1 O 0.5006(3) 0.1399(2) 0.2520(4) 0.0552(9) Uani 1 d . . . N1 N 0.2713(4) 0.1789(3) 0.0654(4) 0.0472(10) Uani 1 d . . . C1 C 0.4660(5) 0.2146(3) 0.0693(5) 0.0500(13) Uani 1 d . . . C2 C 0.5409(5) 0.1771(3) 0.1810(5) 0.0463(12) Uani 1 d . . . C3 C 0.6656(5) 0.1808(4) 0.2165(6) 0.0623(16) Uani 1 d . . . H3 H 0.7172 0.1586 0.2909 0.060 Uiso 1 calc R . . C4 C 0.7122(6) 0.2166(4) 0.1436(7) 0.0678(18) Uani 1 d . . . H4 H 0.7949 0.2168 0.1690 0.060 Uiso 1 calc R . . C5 C 0.6405(6) 0.2520(4) 0.0339(7) 0.0694(19) Uani 1 d . . . H5 H 0.6734 0.2756 -0.0150 0.060 Uiso 1 calc R . . C6 C 0.5189(6) 0.2516(4) -0.0013(6) 0.0617(16) Uani 1 d . . . H6 H 0.4696 0.2765 -0.0743 0.060 Uiso 1 calc R . . C7 C 0.3374(5) 0.2135(3) 0.0206(5) 0.0489(13) Uani 1 d . . . H7 H 0.2972 0.2414 -0.0524 0.060 Uiso 1 calc R . . C8 C 0.1404(5) 0.1886(4) -0.0029(6) 0.0557(14) Uani 1 d . . . H8 H 0.1249 0.2085 -0.0844 0.060 Uiso 1 calc R . . C9 C 0.0856(5) 0.2495(4) 0.0524(7) 0.0620(16) Uani 1 d . . . H9A H 0.1210 0.2444 0.1401 0.060 Uiso 1 calc R . . H9B H 0.0965 0.3059 0.0311 0.060 Uiso 1 calc R . . C10 C -0.0447(6) 0.2267(5) -0.0010(9) 0.089(2) Uani 1 d . . . H10A H -0.0784 0.2376 0.0567 0.060 Uiso 1 calc R . . H10B H -0.0886 0.2588 -0.0738 0.060 Uiso 1 calc R . . C11 C -0.0525(7) 0.1390(6) -0.0297(9) 0.108(3) Uani 1 d . . . H11A H -0.1120 0.1300 -0.1120 0.060 Uiso 1 calc R . . H11B H -0.0768 0.1085 0.0250 0.060 Uiso 1 calc R . . C12 C 0.0694(6) 0.1084(4) -0.0170(6) 0.0704(17) Uani 1 d . . . H12A H 0.0623 0.0779 -0.0885 0.060 Uiso 1 calc R . . H12B H 0.1068 0.0732 0.0538 0.060 Uiso 1 calc R . . O1A O 0.2226(3) 0.1318(2) 0.2746(4) 0.0551(10) Uani 1 d . . . N1A N 0.3655(4) -0.0061(3) 0.2723(4) 0.0468(10) Uani 1 d . . . C1A C 0.1908(5) -0.0078(4) 0.3196(5) 0.0494(13) Uani 1 d . . . C2A C 0.1597(5) 0.0766(4) 0.3015(5) 0.0470(12) Uani 1 d . . . C3A C 0.0550(5) 0.1011(4) 0.3134(6) 0.0595(15) Uani 1 d . . . H3A H 0.0319 0.1564 0.3017 0.060 Uiso 1 calc R . . C4A C -0.0128(6) 0.0458(5) 0.3414(7) 0.0722(19) Uani 1 d . . . H4A H -0.0819 0.0642 0.3471 0.060 Uiso 1 calc R . . C5A C 0.0174(7) -0.0359(5) 0.3615(7) 0.079(2) Uani 1 d . . . H5A H -0.0289 -0.0729 0.3823 0.060 Uiso 1 calc R . . C6A C 0.1182(6) -0.0617(4) 0.3500(7) 0.0700(18) Uani 1 d . . . H6A H 0.1394 -0.1173 0.3630 0.060 Uiso 1 calc R . . C7A C 0.2933(5) -0.0427(4) 0.3075(6) 0.0530(14) Uani 1 d . . . H7A H 0.3087 -0.0984 0.3277 0.060 Uiso 1 calc R . . C8A C 0.4654(5) -0.0566(4) 0.2730(7) 0.0610(16) Uani 1 d . . . H8B H 0.4462 -0.1147 0.2799 0.060 Uiso 1 calc R . . C9A C 0.5843(5) -0.0377(4) 0.3788(7) 0.0726(19) Uani 1 d . . . H9C H 0.5911 0.0211 0.3974 0.060 Uiso 1 calc R . . H9D H 0.5918 -0.0681 0.4505 0.060 Uiso 1 calc R . . C10A C 0.6776(7) -0.0640(6) 0.3392(10) 0.106(3) Uani 1 d . . . H10C H 0.7439 -0.0252 0.3681 0.060 Uiso 1 calc R . . H10D H 0.7078 -0.1184 0.3716 0.060 Uiso 1 calc R . . C11A C 0.6242(8) -0.0661(8) 0.2113(12) 0.150(6) Uani 1 d . . . H11C H 0.6370 -0.1201 0.1838 0.060 Uiso 1 calc R . . H11D H 0.6616 -0.0249 0.1804 0.060 Uiso 1 calc R . . C12A C 0.4887(6) -0.0488(5) 0.1613(7) 0.080(2) Uani 1 d . . . H12D H 0.4695 0.0064 0.1267 0.060 Uiso 1 calc R . . H12C H 0.4429 -0.0892 0.1003 0.060 Uiso 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0408(3) 0.0449(4) 0.0519(4) 0.0034(3) 0.0225(3) 0.0004(3) O1 0.0429(19) 0.064(2) 0.060(2) 0.0068(19) 0.0224(18) -0.0035(17) N1 0.045(2) 0.047(2) 0.052(3) 0.002(2) 0.022(2) 0.007(2) C1 0.056(3) 0.043(3) 0.056(3) -0.005(3) 0.029(3) -0.001(2) C2 0.048(3) 0.042(3) 0.056(3) -0.003(3) 0.029(3) -0.001(2) C3 0.053(3) 0.065(4) 0.072(4) -0.002(3) 0.029(3) -0.009(3) C4 0.052(4) 0.068(4) 0.094(5) -0.009(4) 0.040(4) -0.013(3) C5 0.081(5) 0.067(4) 0.084(5) -0.004(4) 0.057(4) -0.025(4) C6 0.073(4) 0.051(3) 0.071(4) 0.006(3) 0.039(4) -0.004(3) C7 0.056(3) 0.046(3) 0.044(3) 0.005(2) 0.020(3) 0.007(2) C8 0.048(3) 0.062(4) 0.056(3) 0.009(3) 0.021(3) 0.008(3) C9 0.052(3) 0.057(4) 0.080(5) 0.004(3) 0.031(3) 0.008(3) C10 0.057(4) 0.105(6) 0.109(6) 0.013(5) 0.039(4) 0.014(4) C11 0.059(4) 0.144(9) 0.116(7) -0.047(6) 0.033(5) -0.037(5) C12 0.064(4) 0.072(4) 0.062(4) -0.013(4) 0.013(3) -0.007(3) O1A 0.057(2) 0.050(2) 0.072(3) 0.0027(19) 0.040(2) 0.0023(17) N1A 0.041(2) 0.046(2) 0.049(2) 0.002(2) 0.015(2) 0.0011(19) C1A 0.046(3) 0.055(3) 0.049(3) 0.002(3) 0.022(3) -0.006(2) C2A 0.046(3) 0.056(3) 0.040(3) -0.002(2) 0.019(2) -0.005(3) C3A 0.057(3) 0.066(4) 0.065(4) -0.002(3) 0.036(3) 0.007(3) C4A 0.059(4) 0.088(5) 0.084(5) -0.009(4) 0.044(4) -0.004(4) C5A 0.080(5) 0.081(5) 0.101(6) -0.001(4) 0.064(5) -0.021(4) C6A 0.074(4) 0.063(4) 0.085(5) 0.014(4) 0.045(4) -0.003(3) C7A 0.053(3) 0.044(3) 0.062(4) 0.004(3) 0.024(3) -0.002(2) C8A 0.050(3) 0.047(3) 0.088(5) 0.001(3) 0.031(3) 0.003(3) C9A 0.052(3) 0.068(4) 0.088(5) 0.023(4) 0.021(3) 0.011(3) C10A 0.070(5) 0.113(7) 0.143(9) 0.032(7) 0.052(6) 0.033(5) C11A 0.084(6) 0.211(13) 0.191(13) -0.106(11) 0.093(8) -0.028(7) C12A 0.081(5) 0.077(5) 0.084(5) -0.025(4) 0.039(4) 0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu O1 1.887(4) . yes Cu O1A 1.889(4) . yes Cu N1A 1.991(5) . yes Cu N1 1.998(5) . yes O1 C2 1.308(6) . yes N1 C7 1.282(7) . yes N1 C8 1.478(7) . yes C1 C6 1.408(8) . yes C1 C2 1.416(8) . yes C1 C7 1.437(8) . yes C2 C3 1.410(8) . yes C3 C4 1.369(9) . yes C4 C5 1.377(10) . yes C5 C6 1.373(9) . yes C8 C9 1.501(8) . yes C8 C12 1.531(9) . yes C9 C10 1.501(9) . yes C10 C11 1.450(12) . yes C11 C12 1.525(10) . yes O1A C2A 1.308(6) . yes N1A C7A 1.282(7) . yes N1A C8A 1.472(7) . yes C1A C6A 1.405(8) . yes C1A C2A 1.407(8) . yes C1A C7A 1.444(8) . yes C2A C3A 1.412(8) . yes C3A C4A 1.360(9) . yes C4A C5A 1.364(10) . yes C5A C6A 1.369(9) . yes C8A C12A 1.506(10) . yes C8A C9A 1.518(9) . yes C9A C10A 1.482(10) . yes C10A C11A 1.410(14) . yes C11A C12A 1.541(11) . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu O1A 140.04(18) . . yes O1 Cu N1A 99.20(17) . . yes O1A Cu N1A 94.24(17) . . yes O1 Cu N1 94.29(18) . . yes O1A Cu N1 98.52(17) . . yes N1A Cu N1 140.94(19) . . yes C2 O1 Cu 127.8(4) . . yes C7 N1 C8 116.9(5) . . yes C7 N1 Cu 121.9(4) . . yes C8 N1 Cu 121.2(4) . . yes C6 C1 C2 118.9(5) . . yes C6 C1 C7 117.7(6) . . yes C2 C1 C7 123.3(5) . . yes O1 C2 C3 118.9(5) . . yes O1 C2 C1 123.7(5) . . yes C3 C2 C1 117.4(5) . . yes C4 C3 C2 121.2(7) . . yes C3 C4 C5 122.0(6) . . yes C6 C5 C4 118.0(6) . . yes C5 C6 C1 122.4(7) . . yes N1 C7 C1 128.0(5) . . yes N1 C8 C9 114.0(5) . . yes N1 C8 C12 114.2(5) . . yes C9 C8 C12 105.2(5) . . yes C10 C9 C8 104.1(6) . . yes C11 C10 C9 107.1(6) . . yes C10 C11 C12 109.2(6) . . yes C11 C12 C8 103.2(6) . . yes C2A O1A Cu 127.0(4) . . yes C7A N1A C8A 115.9(5) . . yes C7A N1A Cu 121.5(4) . . yes C8A N1A Cu 122.5(4) . . yes C6A C1A C2A 118.7(5) . . yes C6A C1A C7A 117.6(6) . . yes C2A C1A C7A 123.7(5) . . yes O1A C2A C1A 123.2(5) . . yes O1A C2A C3A 119.7(5) . . yes C1A C2A C3A 117.1(5) . . yes C4A C3A C2A 121.6(6) . . yes C3A C4A C5A 122.0(6) . . yes C4A C5A C6A 117.8(6) . . yes C5A C6A C1A 122.8(7) . . yes N1A C7A C1A 127.7(5) . . yes N1A C8A C12A 115.1(6) . . yes N1A C8A C9A 113.5(5) . . yes C12A C8A C9A 105.4(5) . . yes C10A C9A C8A 105.6(7) . . yes C11A C10A C9A 107.4(7) . . yes C10A C11A C12A 110.8(7) . . yes C8A C12A C11A 102.4(7) . . yes #========================================================================END data_cusalchp _database_code_CSD 154193 _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis-{(cycloheptyl)[(2-oxo-1H-benzo-1-ylidene)methyl]-aminato}copper(II) (2) ; _chemical_name_common 'CuSal-N-Cycloheptyl' _chemical_formula_moiety ? _chemical_formula_structural 'C28 H36 Cu N1A O1A' _chemical_formula_analytical 'C28 H36 Cu N1A O1A' _chemical_formula_sum 'C28 H36 Cu N1A O1A' _chemical_formula_weight 496.13 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P2(1)/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.543(2) _cell_length_b 10.067(2) _cell_length_c 12.624(2) _cell_angle_alpha 90.00 _cell_angle_beta 96.53(2) _cell_angle_gamma 90.00 _cell_volume 2467.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 41 _cell_measurement_theta_min 4.18 _cell_measurement_theta_max 23.91 _exptl_crystal_description 'Prism' _exptl_crystal_colour 'Black' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1052 _exptl_absorpt_coefficient_mu 0.912 _exptl_absorpt_correction_type 'Semi-empirical' _exptl_absorpt_correction_T_min 0.7777 _exptl_absorpt_correction_T_max 0.8182 _exptl_special_details ; Cu[Salnchp]2 ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4/PC' _diffrn_measurement_method w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <3 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 1 -3 4 0 2 2 2 2 _diffrn_reflns_number 5320 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0716 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 25.00 _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.941 _reflns_number_total 4330 _reflns_number_observed 2811 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS V. 4.2 (Siemens 1990)' _computing_cell_refinement 'XSCANS V. 4.2 (Siemens 1990)' _computing_data_reduction 'XSCANS V. 4.2 (Siemens 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP, SHELXTL PC Ver 4.2 (sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _solved_by 'Simon Hernandez-Ortega' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0381P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0012(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4330 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0738 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_all 0.0936 _refine_ls_wR_factor_gt 0.0846 _refine_ls_goodness_of_fit_ref 0.874 _refine_ls_restrained_S_all 0.874 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.345 _refine_diff_density_min -0.380 _refine_diff_density_rms 0.054 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.24547(2) 0.01432(3) 0.24469(3) 0.03422(13) Uani 1 d . . . O1 O 0.30792(13) 0.0135(2) 0.14120(18) 0.0486(6) Uani 1 d . . . N1 N 0.21658(14) 0.2019(3) 0.2105(2) 0.0365(6) Uani 1 d . . . C1 C 0.28998(18) 0.2327(3) 0.0682(2) 0.0376(8) Uani 1 d . . . C2 C 0.32129(17) 0.1062(3) 0.0744(2) 0.0350(7) Uani 1 d . . . C3 C 0.37062(19) 0.0795(4) 0.0028(3) 0.0449(8) Uani 1 d . . . H3 H 0.3928 -0.0024 0.0060 0.060 Uiso 1 calc R . . C4 C 0.3863(2) 0.1708(4) -0.0706(3) 0.0478(9) Uani 1 d . . . H4 H 0.4184 0.1497 -0.1170 0.060 Uiso 1 calc R . . C5 C 0.3547(2) 0.2959(4) -0.0768(3) 0.0488(9) Uani 1 d . . . H5 H 0.3656 0.3583 -0.1266 0.060 Uiso 1 calc R . . C6 C 0.30717(19) 0.3244(4) -0.0079(3) 0.0430(8) Uani 1 d . . . H6 H 0.2858 0.4071 -0.0119 0.060 Uiso 1 calc R . . C7 C 0.23978(18) 0.2711(3) 0.1374(3) 0.0402(8) Uani 1 d . . . H7 H 0.2221 0.3566 0.1278 0.060 Uiso 1 calc R . . C8 C 0.16469(18) 0.2660(4) 0.2724(3) 0.0425(8) Uani 1 d . . . H8 H 0.1619 0.2104 0.3355 0.060 Uiso 1 calc R . . C9 C 0.09420(19) 0.2579(4) 0.2067(3) 0.0550(10) Uani 1 d . . . H9A H 0.0937 0.3192 0.1474 0.060 Uiso 1 calc R . . H9B H 0.0885 0.1691 0.1772 0.060 Uiso 1 calc R . . C10 C 0.0330(2) 0.2884(5) 0.2665(5) 0.0763(14) Uani 1 d . . . H10A H -0.0087 0.2713 0.2191 0.060 Uiso 1 calc R . . H10B H 0.0336 0.2270 0.3258 0.060 Uiso 1 calc R . . C11 C 0.0291(3) 0.4260(7) 0.3088(5) 0.104(2) Uani 1 d . . . H11A H 0.0329 0.4865 0.2500 0.060 Uiso 1 calc R . . H11B H -0.0167 0.4375 0.3302 0.060 Uiso 1 calc R . . C12 C 0.0770(3) 0.4687(10) 0.3955(5) 0.154(4) Uani 1 d . . . H12A H 0.0711 0.5642 0.3997 0.060 Uiso 1 calc R . . H12B H 0.0605 0.4322 0.4591 0.060 Uiso 1 calc R . . C13 C 0.1493(3) 0.4468(5) 0.4079(4) 0.0802(15) Uani 1 d . . . H13A H 0.1590 0.3803 0.4632 0.060 Uiso 1 calc R . . H13B H 0.1710 0.5286 0.4350 0.060 Uiso 1 calc R . . C14 C 0.1858(2) 0.4034(4) 0.3135(4) 0.0599(11) Uani 1 d . . . H14A H 0.1758 0.4671 0.2561 0.060 Uiso 1 calc R . . H14B H 0.2351 0.4043 0.3343 0.060 Uiso 1 calc R . . O1A O 0.16527(12) -0.0157(3) 0.31181(19) 0.0496(6) Uani 1 d . . . N1A N 0.29177(14) -0.1474(3) 0.3150(2) 0.0348(6) Uani 1 d . . . C1A C 0.20925(18) -0.1724(3) 0.4459(2) 0.0378(8) Uani 1 d . . . C2A C 0.15920(18) -0.0806(3) 0.3999(3) 0.0401(8) Uani 1 d . . . C3A C 0.1004(2) -0.0620(4) 0.4535(3) 0.0541(10) Uani 1 d . . . H3A H 0.0665 -0.0028 0.4255 0.060 Uiso 1 calc R . . C4A C 0.0920(2) -0.1284(5) 0.5452(3) 0.0607(11) Uani 1 d . . . H4A H 0.0525 -0.1133 0.5783 0.060 Uiso 1 calc R . . C5A C 0.1405(2) -0.2174(4) 0.5902(3) 0.0564(10) Uani 1 d . . . H5A H 0.1341 -0.2624 0.6527 0.060 Uiso 1 calc R . . C6A C 0.1987(2) -0.2381(4) 0.5406(3) 0.0473(9) Uani 1 d . . . H6A H 0.2319 -0.2973 0.5707 0.060 Uiso 1 calc R . . C7A C 0.26929(18) -0.2041(3) 0.3960(3) 0.0394(8) Uani 1 d . . . H7A H 0.2955 -0.2747 0.4257 0.060 Uiso 1 calc R . . C8A C 0.35508(17) -0.2069(3) 0.2778(3) 0.0374(7) Uani 1 d . . . H8A H 0.3649 -0.1584 0.2140 0.060 Uiso 1 calc R . . C9A C 0.41647(18) -0.1885(4) 0.3627(3) 0.0469(9) Uani 1 d . . . H9C H 0.4148 -0.0991 0.3910 0.060 Uiso 1 calc R . . H9D H 0.4115 -0.2496 0.4207 0.060 Uiso 1 calc R . . C10A C 0.48707(18) -0.2098(4) 0.3258(3) 0.0499(9) Uani 1 d . . . H10C H 0.5214 -0.2011 0.3872 0.060 Uiso 1 calc R . . H10D H 0.4951 -0.1391 0.2765 0.060 Uiso 1 calc R . . C11A C 0.49836(19) -0.3420(4) 0.2720(3) 0.0518(10) Uani 1 d . . . H11C H 0.4851 -0.4133 0.3171 0.060 Uiso 1 calc R . . H11D H 0.5470 -0.3520 0.2653 0.060 Uiso 1 calc R . . C12A C 0.4579(2) -0.3558(4) 0.1618(3) 0.0534(10) Uani 1 d . . . H12C H 0.4572 -0.2700 0.1267 0.060 Uiso 1 calc R . . H12D H 0.4824 -0.4169 0.1202 0.060 Uiso 1 calc R . . C13A C 0.3841(2) -0.4042(4) 0.1602(3) 0.0541(10) Uani 1 d . . . H13C H 0.3850 -0.5004 0.1648 0.060 Uiso 1 calc R . . H13D H 0.3595 -0.3811 0.0916 0.060 Uiso 1 calc R . . C14A C 0.34284(18) -0.3522(3) 0.2466(3) 0.0427(8) Uani 1 d . . . H14C H 0.3535 -0.4065 0.3099 0.060 Uiso 1 calc R . . H14D H 0.2943 -0.3638 0.2227 0.060 Uiso 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0372(2) 0.0306(2) 0.03581(19) 0.0030(2) 0.00827(14) 0.0024(2) O1 0.0626(15) 0.0364(13) 0.0515(13) 0.0102(12) 0.0266(12) 0.0146(13) N1 0.0388(15) 0.0320(14) 0.0394(14) -0.0005(12) 0.0077(12) 0.0045(12) C1 0.0432(19) 0.0359(18) 0.0332(16) 0.0018(14) 0.0018(15) 0.0013(15) C2 0.0378(18) 0.0365(17) 0.0312(15) 0.0026(14) 0.0058(14) -0.0007(15) C3 0.047(2) 0.043(2) 0.0464(19) -0.0016(16) 0.0096(16) 0.0048(17) C4 0.049(2) 0.055(2) 0.0420(18) -0.0046(17) 0.0172(17) -0.0051(19) C5 0.052(2) 0.052(2) 0.0436(19) 0.0131(17) 0.0098(17) -0.0076(19) C6 0.048(2) 0.0365(19) 0.0446(19) 0.0062(15) 0.0054(17) -0.0009(16) C7 0.0418(19) 0.0354(18) 0.0433(18) 0.0022(15) 0.0051(16) 0.0030(16) C8 0.044(2) 0.0415(19) 0.0438(18) -0.0040(16) 0.0112(16) 0.0036(16) C9 0.044(2) 0.048(2) 0.073(3) -0.003(2) 0.009(2) 0.0027(18) C10 0.049(3) 0.072(3) 0.112(4) 0.011(3) 0.026(3) 0.006(2) C11 0.067(3) 0.122(5) 0.124(5) -0.020(4) 0.018(3) 0.035(4) C12 0.093(4) 0.260(11) 0.109(5) -0.076(6) 0.014(4) 0.063(6) C13 0.077(3) 0.086(4) 0.076(3) -0.036(3) 0.001(3) 0.024(3) C14 0.055(2) 0.048(2) 0.078(3) -0.020(2) 0.014(2) 0.001(2) O1A 0.0391(12) 0.0499(15) 0.0621(14) 0.0215(13) 0.0153(11) 0.0088(13) N1A 0.0348(14) 0.0343(15) 0.0371(14) 0.0032(12) 0.0110(12) 0.0031(12) C1A 0.0421(19) 0.0333(17) 0.0396(17) -0.0006(14) 0.0118(15) -0.0030(15) C2A 0.0408(18) 0.0355(18) 0.0449(18) -0.0025(15) 0.0090(15) -0.0006(16) C3A 0.043(2) 0.054(2) 0.069(2) 0.007(2) 0.0216(19) 0.0095(18) C4A 0.052(2) 0.072(3) 0.065(3) 0.003(2) 0.036(2) 0.004(2) C5A 0.064(3) 0.062(3) 0.047(2) 0.0078(19) 0.022(2) -0.008(2) C6A 0.050(2) 0.052(2) 0.0413(18) 0.0092(17) 0.0087(17) 0.0002(18) C7A 0.0377(18) 0.0380(18) 0.0433(18) 0.0057(15) 0.0075(15) 0.0045(15) C8A 0.0381(18) 0.0355(17) 0.0400(17) 0.0064(14) 0.0100(14) 0.0067(15) C9A 0.042(2) 0.042(2) 0.056(2) -0.0084(17) 0.0054(17) -0.0020(17) C10A 0.0336(19) 0.047(2) 0.068(2) 0.0018(18) 0.0041(17) -0.0023(17) C11A 0.039(2) 0.060(2) 0.057(2) 0.0057(19) 0.0087(17) 0.0128(18) C12A 0.053(2) 0.059(2) 0.049(2) 0.0037(18) 0.0130(18) 0.014(2) C13A 0.056(2) 0.057(2) 0.049(2) -0.0114(19) 0.0073(18) 0.010(2) C14A 0.0373(18) 0.043(2) 0.0486(19) -0.0040(16) 0.0070(16) 0.0001(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu O1 1.887(2) . yes Cu O1A 1.889(2) . yes Cu N1 2.004(3) . yes Cu N1A 2.019(3) . yes O1 C2 1.304(4) . yes N1 C7 1.280(4) . yes N1 C8 1.495(4) . yes C1 C6 1.401(5) . yes C1 C2 1.411(5) . yes C1 C7 1.439(5) . yes C2 C3 1.420(5) . yes C3 C4 1.364(5) . yes C3 H3 0.9300 . ? C4 C5 1.402(6) . yes C4 H4 0.9300 . ? C5 C6 1.373(5) . yes C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C14 1.518(5) . yes C8 C9 1.527(5) . yes C8 H8 0.9800 . ? C9 C10 1.517(6) . yes C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.489(8) . yes C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.424(8) . yes C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.422(7) . yes C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.520(6) . yes C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? O1A C2A 1.307(4) . yes N1A C7A 1.290(4) . yes N1A C8A 1.498(4) . yes C1A C6A 1.402(5) . yes C1A C2A 1.421(5) . yes C1A C7A 1.429(5) . yes C2A C3A 1.410(5) . yes C3A C4A 1.364(6) . yes C3A H3A 0.9300 . ? C4A C5A 1.380(6) . yes C4A H4A 0.9300 . ? C5A C6A 1.374(6) . yes C5A H5A 0.9300 . ? C6A H6A 0.9300 . ? C7A H7A 0.9300 . ? C8A C9A 1.526(5) . yes C8A C14A 1.527(5) . yes C8A H8A 0.9800 . ? C9A C10A 1.521(5) . yes C9A H9A 0.9700 . ? C9A H9B 0.9700 . ? C10A C11A 1.522(5) . yes C10A H10C 0.9700 . ? C10A H10D 0.9700 . ? C11A C12A 1.526(5) . yes C11A H11C 0.9700 . ? C11A H11D 0.9700 . ? C12A C13A 1.520(6) . yes C12A H12C 0.9700 . ? C12A H12D 0.9700 . ? C13A C14A 1.521(5) . yes C13A H13C 0.9700 . ? C13A H13D 0.9700 . ? C14A H14C 0.9700 . ? C14A H14D 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu O1A 160.94(11) . . yes O1 Cu N1 92.49(11) . . yes O1A Cu N1 91.11(11) . . yes O1 Cu N1A 90.48(10) . . yes O1A Cu N1A 91.54(11) . . yes N1 Cu N1A 162.94(11) . . yes C2 O1 Cu 129.6(2) . . yes C7 N1 C8 117.3(3) . . yes C7 N1 Cu 123.6(2) . . yes C8 N1 Cu 119.0(2) . . yes C6 C1 C2 119.8(3) . . yes C6 C1 C7 118.2(3) . . yes C2 C1 C7 122.0(3) . . yes O1 C2 C1 124.3(3) . . yes O1 C2 C3 118.5(3) . . yes C1 C2 C3 117.2(3) . . yes C4 C3 C2 121.7(3) . . yes C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 120.8(4) . . yes C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C6 C5 C4 118.6(3) . . yes C6 C5 H5 120.7 . . ? C4 C5 H5 120.7 . . ? C5 C6 C1 121.9(3) . . yes C5 C6 H6 119.0 . . ? C1 C6 H6 119.0 . . ? N1 C7 C1 127.8(3) . . yes N1 C7 H7 116.1 . . ? C1 C7 H7 116.1 . . ? N1 C8 C14 113.5(3) . . yes N1 C8 C9 108.5(3) . . yes C14 C8 C9 115.3(3) . . yes N1 C8 H8 106.3 . . ? C14 C8 H8 106.3 . . ? C9 C8 H8 106.3 . . ? C10 C9 C8 115.7(4) . . yes C10 C9 H9A 108.4 . . ? C8 C9 H9A 108.4 . . ? C10 C9 H9B 108.4 . . ? C8 C9 H9B 108.4 . . ? H9A C9 H9B 107.4 . . ? C11 C10 C9 116.3(4) . . yes C11 C10 H10A 108.2 . . ? C9 C10 H10A 108.2 . . ? C11 C10 H10B 108.2 . . ? C9 C10 H10B 108.2 . . ? H10A C10 H10B 107.4 . . ? C12 C11 C10 120.0(6) . . yes C12 C11 H11A 107.3 . . ? C10 C11 H11A 107.3 . . ? C12 C11 H11B 107.3 . . ? C10 C11 H11B 107.3 . . ? H11A C11 H11B 106.9 . . ? C13 C12 C11 126.6(5) . . yes C13 C12 H12A 105.7 . . ? C11 C12 H12A 105.7 . . ? C13 C12 H12B 105.7 . . ? C11 C12 H12B 105.7 . . ? H12A C12 H12B 106.1 . . ? C12 C13 C14 120.5(4) . . yes C12 C13 H13A 107.2 . . ? C14 C13 H13A 107.2 . . ? C12 C13 H13B 107.2 . . ? C14 C13 H13B 107.2 . . ? H13A C13 H13B 106.8 . . ? C8 C14 C13 113.4(4) . . yes C8 C14 H14A 108.9 . . ? C13 C14 H14A 108.9 . . ? C8 C14 H14B 108.9 . . ? C13 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C2A O1A Cu 128.5(2) . . yes C7A N1A C8A 116.1(3) . . yes C7A N1A Cu 121.9(2) . . yes C8A N1A Cu 122.0(2) . . yes C6A C1A C2A 119.6(3) . . yes C6A C1A C7A 118.6(3) . . yes C2A C1A C7A 121.8(3) . . yes O1A C2A C3A 120.0(3) . . yes O1A C2A C1A 123.2(3) . . yes C3A C2A C1A 116.8(3) . . yes C4A C3A C2A 121.7(4) . . yes C4A C3A H3A 119.1 . . ? C2A C3A H3A 119.1 . . ? C3A C4A C5A 121.6(4) . . yes C3A C4A H4A 119.2 . . ? C5A C4A H4A 119.2 . . ? C6A C5A C4A 118.5(4) . . yes C6A C5A H5A 120.8 . . ? C4A C5A H5A 120.8 . . ? C5A C6A C1A 121.8(4) . . yes C5A C6A H6A 119.1 . . ? C1A C6A H6A 119.1 . . ? N1A C7A C1A 128.4(3) . . yes N1A C7A H7A 115.8 . . ? C1A C7A H7A 115.8 . . ? N1A C8A C9A 110.0(3) . . yes N1A C8A C14A 110.7(3) . . yes C9A C8A C14A 112.6(3) . . yes N1A C8A H8A 107.8 . . ? C9A C8A H8A 107.8 . . ? C14A C8A H8A 107.8 . . ? C10A C9A C8A 115.8(3) . . yes C10A C9A H9A 108.3 . . ? C8A C9A H9A 108.3 . . ? C10A C9A H9B 108.3 . . ? C8A C9A H9B 108.3 . . ? H9A C9A H9B 107.4 . . ? C9A C10A C11A 116.3(3) . . yes C9A C10A H10C 108.2 . . ? C11A C10A H10C 108.2 . . ? C9A C10A H10D 108.2 . . ? C11A C10A H10D 108.2 . . ? H10C C10A H10D 107.4 . . ? C10A C11A C12A 113.6(3) . . yes C10A C11A H11C 108.9 . . ? C12A C11A H11C 108.9 . . ? C10A C11A H11D 108.9 . . ? C12A C11A H11D 108.9 . . ? H11C C11A H11D 107.7 . . ? C13A C12A C11A 115.7(3) . . yes C13A C12A H12C 108.4 . . ? C11A C12A H12C 108.4 . . ? C13A C12A H12D 108.4 . . ? C11A C12A H12D 108.4 . . ? H12C C12A H12D 107.4 . . ? C12A C13A C14A 117.4(3) . . yes C12A C13A H13C 108.0 . . ? C14A C13A H13C 108.0 . . ? C12A C13A H13D 108.0 . . ? C14A C13A H13D 108.0 . . ? H13C C13A H13D 107.2 . . ? C13A C14A C8A 115.7(3) . . yes C13A C14A H14C 108.3 . . ? C8A C14A H14C 108.3 . . ? C13A C14A H14D 108.3 . . ? C8A C14A H14D 108.3 . . ? H14C C14A H14D 107.4 . . ? #========================================================================END data_cusalco _database_code_CSD 154194 _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis-{(cyclooctyl)[(2-oxo-1H-benzo-1-ylidene)methyl]-aminato}copper(II) (3) ; _chemical_name_common 'CuSal-N-Cyclooctyl' _chemical_formula_moiety ? _chemical_formula_sum 'C30 H40 Cu N2 O2' _chemical_formula_weight 524.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P2(1)/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.937(2) _cell_length_b 17.112(2) _cell_length_c 13.358(2) _cell_angle_alpha 90.00 _cell_angle_beta 109.84(1) _cell_angle_gamma 90.00 _cell_volume 2781.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 50 _cell_measurement_theta_min 4.09 _cell_measurement_theta_max 17.58 _exptl_crystal_description 'Prism' _exptl_crystal_colour 'Black' _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.252 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1116 _exptl_absorpt_coefficient_mu 0.813 _exptl_absorpt_correction_type 'semi-empirical' _exptl_absorpt_correction_T_min 0.7585 _exptl_absorpt_correction_T_max 0.9088 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4/PC' _diffrn_measurement_method '\w-2\q' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4846 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_sigmaI/netI 0.1044 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 25.00 _diffrn_measured_fraction_theta_max 0.908 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.908 _reflns_number_total 4616 _reflns_number_gt 1889 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS Ver 2.1, (SIEMENS 1994)' _computing_cell_refinement 'XSCANS Ver 2.1, (SIEMENS 1994)' _computing_data_reduction 'XSCANS Ver 2.1, (SIEMENS 1994)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP, SHELXTL PC Ver 4.2 (sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _solved_by 'Simon Hernandez-Ortega' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1077P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'no refined' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0014(9) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4616 _refine_ls_number_parameters 289 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.1516 _refine_ls_R_factor_gt 0.0693 _refine_ls_wR_factor_ref 0.2093 _refine_ls_wR_factor_gt 0.1714 _refine_ls_goodness_of_fit_ref 0.849 _refine_ls_restrained_S_all 0.849 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.002 _refine_diff_density_max 0.482 _refine_diff_density_min -0.311 _refine_diff_density_rms 0.063 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.16410(7) 0.13598(5) 0.29260(7) 0.0727(4) Uani 1 d . . . O1 O 0.0211(4) 0.1648(3) 0.2837(4) 0.0871(15) Uani 1 d . . . N1 N 0.2366(4) 0.1970(3) 0.4236(5) 0.0740(15) Uani 1 d . . . C1 C 0.0647(6) 0.2452(4) 0.4401(6) 0.0753(19) Uani 1 d . . . C2 C -0.0088(6) 0.2089(4) 0.3488(6) 0.0774(19) Uani 1 d . . . C3 C -0.1207(6) 0.2190(5) 0.3301(7) 0.091(2) Uani 1 d . . . H3 H -0.1710 0.1942 0.2719 0.060 Uiso 1 d R . . C4 C -0.1587(7) 0.2623(5) 0.3957(8) 0.103(3) Uani 1 d . . . H4 H -0.2340 0.2695 0.3787 0.060 Uiso 1 d R . . C5 C -0.0874(9) 0.2982(6) 0.4854(9) 0.110(3) Uani 1 d . . . H5 H -0.1141 0.3266 0.5308 0.060 Uiso 1 d R . . C6 C 0.0226(8) 0.2900(5) 0.5070(7) 0.097(2) Uani 1 d . . . H6 H 0.0710 0.3143 0.5669 0.060 Uiso 1 d R . . C7 C 0.1804(6) 0.2362(4) 0.4710(6) 0.080(2) Uani 1 d . . . H7 H 0.2219 0.2624 0.5325 0.060 Uiso 1 d R . . C8 C 0.3577(6) 0.1940(4) 0.4771(7) 0.092(2) Uani 1 d . . . H8 H 0.3767 0.2130 0.5503 0.060 Uiso 1 calc R A 1 C91 C 0.396(2) 0.1047(16) 0.4781(18) 0.116(4) Uiso 0.50 d PD B 1 H91A H 0.3377 0.0701 0.4798 0.060 Uiso 0.50 calc PR B 1 H91B H 0.4128 0.0939 0.4138 0.060 Uiso 0.50 calc PR B 1 C101 C 0.5009(14) 0.0892(16) 0.5775(19) 0.119(4) Uiso 0.50 d PD B 1 H10A H 0.4973 0.1213 0.6360 0.060 Uiso 0.50 calc PR B 1 H10B H 0.5010 0.0349 0.5985 0.060 Uiso 0.50 calc PR B 1 C111 C 0.6088(18) 0.1066(14) 0.558(2) 0.144(6) Uiso 0.50 d PD B 1 H11A H 0.6634 0.0704 0.6010 0.060 Uiso 0.50 calc PR B 1 H11B H 0.5971 0.0932 0.4839 0.060 Uiso 0.50 calc PR B 1 C121 C 0.654(2) 0.1777(11) 0.574(2) 0.161(7) Uiso 0.50 d PD B 1 H12A H 0.7041 0.1779 0.5337 0.060 Uiso 0.50 calc PR B 1 H12B H 0.7010 0.1773 0.6484 0.060 Uiso 0.50 calc PR B 1 C131 C 0.602(2) 0.2607(12) 0.5565(19) 0.141(6) Uiso 0.50 d PD B 1 H13A H 0.5545 0.2706 0.5977 0.060 Uiso 0.50 calc PR B 1 H13B H 0.6553 0.3025 0.5659 0.060 Uiso 0.50 calc PR B 1 C141 C 0.539(2) 0.2404(18) 0.4381(19) 0.122(5) Uiso 0.50 d P B 1 H14A H 0.5515 0.1860 0.4254 0.060 Uiso 0.50 calc PR B 1 H14B H 0.5671 0.2721 0.3928 0.060 Uiso 0.50 calc PR B 1 C151 C 0.4062(15) 0.2559(12) 0.4069(14) 0.079(3) Uiso 0.50 d P B 1 H15A H 0.3693 0.2474 0.3314 0.060 Uiso 0.50 calc PR B 1 H15B H 0.3930 0.3094 0.4234 0.060 Uiso 0.50 calc PR B 1 C92 C 0.389(2) 0.1221(16) 0.5008(19) 0.116(4) Uiso 0.50 d P B 2 H92A H 0.4073 0.1037 0.4399 0.060 Uiso 0.50 calc PR B 2 H92B H 0.3229 0.0945 0.4978 0.060 Uiso 0.50 calc PR B 2 C102 C 0.4774(16) 0.0869(15) 0.595(2) 0.119(4) Uiso 0.50 d PD B 2 H10C H 0.4793 0.0310 0.5849 0.060 Uiso 0.50 calc PR B 2 H10D H 0.4576 0.0955 0.6584 0.060 Uiso 0.50 calc PR B 2 C112 C 0.5922(17) 0.1201(11) 0.615(2) 0.144(6) Uiso 0.50 d PD B 2 H11C H 0.6153 0.1051 0.5562 0.060 Uiso 0.50 calc PR B 2 H11D H 0.6421 0.0954 0.6787 0.060 Uiso 0.50 calc PR B 2 C122 C 0.606(2) 0.2087(11) 0.6296(17) 0.161(7) Uiso 0.50 d PD B 2 H12C H 0.6715 0.2197 0.6897 0.060 Uiso 0.50 calc PR B 2 H12D H 0.5435 0.2298 0.6454 0.060 Uiso 0.50 calc PR B 2 C132 C 0.614(2) 0.2501(15) 0.5289(14) 0.141(6) Uiso 0.50 d PD B 2 H13C H 0.6421 0.3023 0.5507 0.060 Uiso 0.50 calc PR B 2 H13D H 0.6709 0.2229 0.5100 0.060 Uiso 0.50 calc PR B 2 C142 C 0.5151(19) 0.2589(19) 0.4259(17) 0.122(5) Uiso 0.50 d PD B 2 H14C H 0.5214 0.3083 0.3927 0.060 Uiso 0.50 calc PR B 2 H14D H 0.5174 0.2175 0.3772 0.060 Uiso 0.50 calc PR B 2 C152 C 0.4100(16) 0.2565(12) 0.4418(14) 0.079(3) Uiso 0.50 d P B 2 H15C H 0.4128 0.2990 0.4906 0.060 Uiso 0.50 calc PR B 2 H15D H 0.3572 0.2723 0.3740 0.060 Uiso 0.50 calc PR B 2 O1A O 0.2773(4) 0.1477(3) 0.2340(4) 0.0865(14) Uani 1 d . . . N1A N 0.1209(4) 0.0317(3) 0.2291(4) 0.0737(15) Uani 1 d . . . C1A C 0.2760(6) 0.0191(4) 0.1663(6) 0.0767(19) Uani 1 d . . . C2A C 0.3229(6) 0.0928(5) 0.1940(6) 0.0753(18) Uani 1 d . . . C3A C 0.4238(6) 0.1084(5) 0.1780(6) 0.090(2) Uani 1 d . . . H3A H 0.4543 0.1579 0.1953 0.060 Uiso 1 d R . . C4A C 0.4729(7) 0.0546(6) 0.1357(7) 0.102(3) Uani 1 d . . . H4A H 0.5381 0.0683 0.1254 0.060 Uiso 1 d R . . C5A C 0.4288(8) -0.0168(7) 0.1080(7) 0.110(3) Uani 1 d . . . H5A H 0.4662 -0.0539 0.0824 0.060 Uiso 1 d R . . C6A C 0.3323(7) -0.0360(5) 0.1222(7) 0.102(3) Uani 1 d . . . H6A H 0.3012 -0.0849 0.1011 0.060 Uiso 1 d R . . C7A C 0.1779(6) -0.0069(4) 0.1831(6) 0.081(2) Uani 1 d . . . H7A H 0.1512 -0.0557 0.1560 0.060 Uiso 1 d R . . C8A C 0.0231(6) -0.0103(5) 0.2390(6) 0.086(2) Uani 1 d . . . H8A H -0.0157 0.0259 0.2708 0.060 Uiso 1 calc R C 1 C93 C -0.0580(13) -0.0379(10) 0.1329(13) 0.090(3) Uiso 0.50 d P D 1 H93A H -0.0221 -0.0758 0.1018 0.060 Uiso 0.50 calc PR D 1 H93B H -0.0794 0.0062 0.0847 0.060 Uiso 0.50 calc PR D 1 C103 C -0.1713(19) -0.0786(14) 0.146(2) 0.125(5) Uiso 0.50 d P D 1 H10E H -0.2184 -0.1003 0.0785 0.060 Uiso 0.50 calc PR D 1 H10F H -0.1523 -0.1195 0.1990 0.060 Uiso 0.50 calc PR D 1 C113 C -0.225(2) -0.0121(13) 0.1789(19) 0.128(5) Uiso 0.50 d P D 1 H11E H -0.3030 -0.0140 0.1404 0.060 Uiso 0.50 calc PR D 1 H11F H -0.1966 0.0363 0.1604 0.060 Uiso 0.50 calc PR D 1 C123 C -0.205(2) -0.0127(14) 0.2991(17) 0.127(5) Uiso 0.50 d P D 1 H12E H -0.2752 -0.0161 0.3097 0.060 Uiso 0.50 calc PR D 1 H12F H -0.1714 0.0366 0.3291 0.060 Uiso 0.50 calc PR D 1 C133 C -0.123(2) -0.0868(15) 0.367(2) 0.151(6) Uiso 0.50 d P D 1 H13E H -0.1103 -0.0764 0.4417 0.060 Uiso 0.50 calc PR D 1 H13F H -0.1685 -0.1334 0.3496 0.060 Uiso 0.50 calc PR D 1 C143 C -0.0202(16) -0.1084(11) 0.3605(15) 0.100(4) Uiso 0.50 d P D 1 H14E H -0.0300 -0.1630 0.3398 0.060 Uiso 0.50 calc PR D 1 H14F H 0.0282 -0.1086 0.4341 0.060 Uiso 0.50 calc PR D 1 C153 C 0.0486(13) -0.0782(10) 0.3031(14) 0.088(3) Uiso 0.50 d P D 1 H15E H 0.1207 -0.0696 0.3557 0.060 Uiso 0.50 calc PR D 1 H15F H 0.0568 -0.1203 0.2576 0.060 Uiso 0.50 calc PR D 1 C94 C -0.0718(12) 0.0019(10) 0.1523(13) 0.090(3) Uiso 0.50 d PD D 2 H94A H -0.0491 0.0041 0.0902 0.060 Uiso 0.50 calc PR D 2 H94B H -0.0976 0.0539 0.1609 0.060 Uiso 0.50 calc PR D 2 C104 C -0.1736(17) -0.0523(13) 0.123(2) 0.125(5) Uiso 0.50 d PD D 2 H10G H -0.2209 -0.0405 0.0507 0.060 Uiso 0.50 calc PR D 2 H10H H -0.1495 -0.1061 0.1239 0.060 Uiso 0.50 calc PR D 2 C114 C -0.239(2) -0.0443(14) 0.196(2) 0.128(5) Uiso 0.50 d P D 2 H11G H -0.2465 0.0116 0.2023 0.060 Uiso 0.50 calc PR D 2 H11H H -0.3112 -0.0632 0.1545 0.060 Uiso 0.50 calc PR D 2 C124 C -0.2236(18) -0.0692(15) 0.2856(17) 0.127(5) Uiso 0.50 d P D 2 H12G H -0.2149 -0.1253 0.2828 0.060 Uiso 0.50 calc PR D 2 H12H H -0.2910 -0.0603 0.3003 0.060 Uiso 0.50 calc PR D 2 C134 C -0.127(2) -0.0390(16) 0.385(2) 0.151(6) Uiso 0.50 d P D 2 H13G H -0.1191 0.0169 0.3782 0.060 Uiso 0.50 calc PR D 2 H13H H -0.1454 -0.0482 0.4485 0.060 Uiso 0.50 calc PR D 2 C144 C -0.0197(16) -0.0781(11) 0.3970(16) 0.100(4) Uiso 0.50 d P D 2 H14G H 0.0206 -0.0851 0.4722 0.060 Uiso 0.50 calc PR D 2 H14H H -0.0346 -0.1296 0.3649 0.060 Uiso 0.50 calc PR D 2 C154 C 0.0501(13) -0.0355(10) 0.3491(12) 0.088(3) Uiso 0.50 d P D 2 H15G H 0.0723 0.0116 0.3914 0.060 Uiso 0.50 calc PR D 2 H15H H 0.1160 -0.0669 0.3640 0.060 Uiso 0.50 calc PR D 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0612(5) 0.0862(6) 0.0772(6) 0.0018(5) 0.0317(4) 0.0017(5) O1 0.060(3) 0.112(4) 0.089(3) -0.012(3) 0.025(3) 0.013(3) N1 0.054(3) 0.080(4) 0.085(4) 0.007(3) 0.019(3) -0.001(3) C1 0.070(5) 0.080(5) 0.076(5) 0.007(4) 0.024(4) 0.007(4) C2 0.061(4) 0.080(5) 0.098(6) 0.009(4) 0.035(4) 0.013(4) C3 0.070(5) 0.092(5) 0.108(6) 0.000(5) 0.026(4) 0.006(4) C4 0.077(6) 0.109(7) 0.134(8) 0.007(6) 0.053(6) 0.023(5) C5 0.116(8) 0.116(7) 0.126(8) 0.005(6) 0.077(7) 0.038(6) C6 0.112(7) 0.095(6) 0.089(5) -0.017(5) 0.040(5) 0.007(5) C7 0.084(5) 0.078(5) 0.072(5) -0.001(4) 0.017(4) -0.009(4) C8 0.072(5) 0.078(5) 0.118(6) -0.002(5) 0.022(4) -0.005(4) O1A 0.086(3) 0.085(3) 0.107(4) 0.001(3) 0.056(3) -0.005(3) N1A 0.065(4) 0.090(4) 0.073(4) 0.001(3) 0.032(3) -0.007(3) C1A 0.083(5) 0.081(5) 0.077(5) 0.001(4) 0.042(4) 0.001(4) C2A 0.070(5) 0.091(5) 0.072(4) 0.006(4) 0.033(4) 0.003(4) C3A 0.083(5) 0.105(6) 0.101(6) 0.002(5) 0.053(5) -0.010(4) C4A 0.084(6) 0.131(8) 0.115(7) 0.009(6) 0.063(5) 0.000(6) C5A 0.108(7) 0.138(8) 0.118(7) -0.001(6) 0.082(6) 0.024(6) C6A 0.115(7) 0.087(6) 0.122(7) -0.012(5) 0.065(6) -0.002(5) C7A 0.083(5) 0.078(5) 0.086(5) -0.012(4) 0.033(4) -0.015(4) C8A 0.071(5) 0.111(6) 0.082(5) 0.008(5) 0.032(4) -0.011(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.878(5) . ? Cu1 O1A 1.891(5) . ? Cu1 N1A 1.973(6) . ? Cu1 N1 1.980(6) . ? O1 C2 1.306(8) . ? N1 C7 1.300(8) . ? N1 C8 1.486(9) . ? C1 C2 1.411(10) . ? C1 C6 1.418(10) . ? C1 C7 1.420(10) . ? C2 C3 1.394(9) . ? C3 C4 1.360(11) . ? C4 C5 1.383(12) . ? C5 C6 1.361(12) . ? C8 C92 1.30(2) . ? C8 C152 1.43(2) . ? C8 C91 1.61(3) . ? C8 C151 1.671(19) . ? C91 C101 1.562(10) . ? C101 C111 1.537(10) . ? C111 C121 1.34(3) . ? C121 C131 1.556(10) . ? C131 C141 1.55(3) . ? C141 C151 1.65(3) . ? C92 C102 1.51(3) . ? C102 C112 1.527(10) . ? C112 C122 1.530(10) . ? C122 C132 1.557(10) . ? C132 C142 1.539(10) . ? C142 C152 1.45(3) . ? O1A C2A 1.315(8) . ? N1A C7A 1.290(8) . ? N1A C8A 1.500(8) . ? C1A C2A 1.392(10) . ? C1A C7A 1.433(9) . ? C1A C6A 1.435(10) . ? C2A C3A 1.418(9) . ? C3A C4A 1.347(11) . ? C4A C5A 1.347(12) . ? C5A C6A 1.364(11) . ? C8A C94 1.388(16) . ? C8A C153 1.415(16) . ? C8A C154 1.457(16) . ? C8A C93 1.525(17) . ? C93 C103 1.68(3) . ? C103 C113 1.48(3) . ? C113 C123 1.54(3) . ? C123 C133 1.70(3) . ? C133 C143 1.42(3) . ? C143 C153 1.45(2) . ? C94 C104 1.549(10) . ? C104 C114 1.50(3) . ? C114 C124 1.22(3) . ? C124 C134 1.57(3) . ? C134 C144 1.50(3) . ? C144 C154 1.47(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1A 146.1(2) . . ? O1 Cu1 N1A 94.6(2) . . ? O1A Cu1 N1A 93.7(2) . . ? O1 Cu1 N1 94.5(2) . . ? O1A Cu1 N1 96.3(2) . . ? N1A Cu1 N1 146.9(2) . . ? C2 O1 Cu1 128.2(5) . . ? C7 N1 C8 117.2(6) . . ? C7 N1 Cu1 121.8(5) . . ? C8 N1 Cu1 120.8(5) . . ? C2 C1 C6 119.5(7) . . ? C2 C1 C7 122.5(7) . . ? C6 C1 C7 117.9(7) . . ? O1 C2 C3 118.5(7) . . ? O1 C2 C1 124.4(6) . . ? C3 C2 C1 117.0(7) . . ? C4 C3 C2 122.2(8) . . ? C3 C4 C5 121.3(8) . . ? C6 C5 C4 118.7(8) . . ? C5 C6 C1 121.3(9) . . ? N1 C7 C1 128.6(7) . . ? C92 C8 C152 129.9(17) . . ? C92 C8 N1 110.1(14) . . ? C152 C8 N1 110.9(9) . . ? C92 C8 C91 13.4(18) . . ? C152 C8 C91 122.2(14) . . ? N1 C8 C91 108.2(11) . . ? C92 C8 C151 126.0(16) . . ? C152 C8 C151 14.2(13) . . ? N1 C8 C151 104.1(8) . . ? C91 C8 C151 115.6(13) . . ? C101 C91 C8 110.3(18) . . ? C111 C101 C91 113(2) . . ? C121 C111 C101 122(2) . . ? C111 C121 C131 131(2) . . ? C141 C131 C121 90.1(19) . . ? C131 C141 C151 111.4(19) . . ? C141 C151 C8 108.3(14) . . ? C8 C92 C102 132(2) . . ? C92 C102 C112 114(2) . . ? C102 C112 C122 117(2) . . ? C112 C122 C132 113(2) . . ? C142 C132 C122 122(2) . . ? C152 C142 C132 114(2) . . ? C8 C152 C142 130.2(19) . . ? C2A O1A Cu1 127.5(4) . . ? C7A N1A C8A 115.6(6) . . ? C7A N1A Cu1 122.9(5) . . ? C8A N1A Cu1 121.3(5) . . ? C2A C1A C7A 124.6(7) . . ? C2A C1A C6A 117.9(7) . . ? C7A C1A C6A 117.4(7) . . ? O1A C2A C1A 122.7(6) . . ? O1A C2A C3A 119.2(7) . . ? C1A C2A C3A 118.1(7) . . ? C4A C3A C2A 121.5(8) . . ? C5A C4A C3A 121.3(8) . . ? C4A C5A C6A 120.1(8) . . ? C5A C6A C1A 121.0(8) . . ? N1A C7A C1A 126.5(7) . . ? C94 C8A C153 126.0(11) . . ? C94 C8A C154 136.8(11) . . ? C153 C8A C154 38.7(8) . . ? C94 C8A N1A 112.8(8) . . ? C153 C8A N1A 114.6(9) . . ? C154 C8A N1A 108.1(8) . . ? C94 C8A C93 30.3(9) . . ? C153 C8A C93 104.7(11) . . ? C154 C8A C93 134.5(10) . . ? N1A C8A C93 113.7(8) . . ? C8A C93 C103 112.5(14) . . ? C113 C103 C93 102.9(18) . . ? C103 C113 C123 112(2) . . ? C113 C123 C133 114.5(18) . . ? C143 C133 C123 126(2) . . ? C133 C143 C153 134.3(18) . . ? C8A C153 C143 123.5(14) . . ? C8A C94 C104 123.8(16) . . ? C114 C104 C94 113(2) . . ? C124 C114 C104 132(3) . . ? C114 C124 C134 122(2) . . ? C144 C134 C124 113(2) . . ? C154 C144 C134 114.6(18) . . ? C8A C154 C144 128.0(14) . . ? #========================================================================END data_f749s _database_code_CSD 154195 _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis-{(cyclopentyl)[2-oxo-1H-naphth-1-ylidene)methyl]-aminato}copper(II) (4) ; _chemical_name_common 'Cu-1,2-N-Cyclopentyl' _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu N2 O2' _chemical_formula_weight 540.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.316(2) _cell_length_b 20.085(4) _cell_length_c 10.531(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.17(2) _cell_angle_gamma 90.00 _cell_volume 2604.5(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 5.0 _cell_measurement_theta_max 12.5 _exptl_crystal_description prism _exptl_crystal_colour deep-red _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1132 _exptl_absorpt_coefficient_mu 0.871 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4/PC diffractometer' _diffrn_measurement_method \q:2q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <3 _diffrn_reflns_number 4856 _diffrn_reflns_av_R_equivalents 0.0551 _diffrn_reflns_av_sigmaI/netI 0.1153 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4589 _reflns_number_gt 2545 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0739P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0085(10) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4589 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1387 _refine_ls_R_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.1877 _refine_ls_wR_factor_gt 0.1438 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.35816(7) 0.07613(4) 0.23141(7) 0.0448(3) Uani 1 d . . . N1 N 0.4571(4) 0.1522(3) 0.2714(5) 0.0444(13) Uani 1 d . . . O1 O 0.3957(4) 0.0768(3) 0.0594(4) 0.0562(12) Uani 1 d . . . N1A N 0.2098(4) 0.0392(3) 0.2029(5) 0.0421(13) Uani 1 d . . . O1A O 0.3719(4) 0.0370(2) 0.3947(4) 0.0494(12) Uani 1 d . . . C1 C 0.5578(5) 0.1437(3) 0.0736(6) 0.0410(15) Uani 1 d . . . C2 C 0.4852(6) 0.0998(3) 0.0107(6) 0.0465(16) Uani 1 d . . . C3 C 0.5085(6) 0.0796(4) -0.1161(6) 0.0541(17) Uani 1 d . . . H3 H 0.4584 0.0503 -0.1592 0.065 Uiso 1 d R . . C4 C 0.5968(7) 0.1001(4) -0.1763(6) 0.0552(19) Uani 1 d . . . H4 H 0.6085 0.0859 -0.2619 0.066 Uiso 1 d R . . C5 C 0.7691(7) 0.1637(4) -0.1774(7) 0.059(2) Uani 1 d . . . H5 H 0.7823 0.1473 -0.2613 0.071 Uiso 1 d R . . C6 C 0.8410(7) 0.2057(5) -0.1222(9) 0.072(2) Uani 1 d . . . H6 H 0.9037 0.2200 -0.1676 0.086 Uiso 1 d R . . C7 C 0.8241(7) 0.2283(5) 0.0008(9) 0.074(2) Uani 1 d . . . H7 H 0.8749 0.2584 0.0406 0.088 Uiso 1 d R . . C8 C 0.7347(6) 0.2077(4) 0.0647(7) 0.060(2) Uani 1 d . . . H8 H 0.7254 0.2215 0.1511 0.072 Uiso 1 d R . . C9 C 0.6554(5) 0.1662(3) 0.0085(6) 0.0412(15) Uani 1 d . . . C10 C 0.6744(6) 0.1431(3) -0.1159(6) 0.0474(16) Uani 1 d . . . C11 C 0.5322(5) 0.1707(3) 0.1948(6) 0.0437(16) Uani 1 d . . . H11 H 0.5764 0.2073 0.2234 0.052 Uiso 1 d R . . C12 C 0.4403(6) 0.1933(4) 0.3859(6) 0.0481(17) Uani 1 d . . . H12 H 0.4780 0.2347 0.3755 0.058 Uiso 1 d R . . C13 C 0.4815(6) 0.1608(4) 0.5102(6) 0.0563(19) Uani 1 d . . . H13A H 0.5473 0.1815 0.5407 0.068 Uiso 1 d R . . H13B H 0.4952 0.1143 0.4966 0.068 Uiso 1 d R . . C14 C 0.3906(8) 0.1703(4) 0.6032(7) 0.073(3) Uani 1 d . . . H14A H 0.4192 0.1850 0.6839 0.088 Uiso 1 d R . . H14B H 0.3517 0.1294 0.6153 0.088 Uiso 1 d R . . C15 C 0.3164(7) 0.2223(4) 0.5446(7) 0.067(2) Uani 1 d . . . H15A H 0.3428 0.2662 0.5633 0.080 Uiso 1 d R . . H15B H 0.2438 0.2180 0.5752 0.080 Uiso 1 d R . . C16 C 0.3205(6) 0.2081(4) 0.4048(7) 0.062(2) Uani 1 d . . . H16A H 0.2765 0.1703 0.3821 0.074 Uiso 1 d R . . H16B H 0.2974 0.2459 0.3555 0.074 Uiso 1 d R . . C1A C 0.2016(5) -0.0198(3) 0.4072(6) 0.0395(14) Uani 1 d . . . C2A C 0.3042(5) 0.0000(3) 0.4547(6) 0.0419(15) Uani 1 d . . . C3A C 0.3375(6) -0.0219(4) 0.5796(6) 0.0546(19) Uani 1 d . . . H3A H 0.4082 -0.0099 0.6119 0.065 Uiso 1 d R . . C4A C 0.2711(6) -0.0594(4) 0.6508(6) 0.0537(19) Uani 1 d . . . H4A H 0.2946 -0.0722 0.7348 0.064 Uiso 1 d R . . C5A C 0.0981(7) -0.1199(4) 0.6822(7) 0.064(2) Uani 1 d . . . H5A H 0.1219 -0.1321 0.7663 0.077 Uiso 1 d R . . C6A C -0.0003(7) -0.1405(4) 0.6389(8) 0.067(2) Uani 1 d . . . H6A H -0.0465 -0.1663 0.6922 0.080 Uiso 1 d R . . C7A C -0.0333(7) -0.1232(4) 0.5164(8) 0.069(2) Uani 1 d . . . H7A H -0.1018 -0.1392 0.4837 0.083 Uiso 1 d R . . C8A C 0.0303(6) -0.0847(4) 0.4413(7) 0.063(2) Uani 1 d . . . H8A H 0.0043 -0.0726 0.3579 0.076 Uiso 1 d R . . C9A C 0.1319(5) -0.0613(3) 0.4830(6) 0.0441(16) Uani 1 d . . . C10A C 0.1668(5) -0.0806(4) 0.6070(6) 0.0478(16) Uani 1 d . . . C11A C 0.1619(5) 0.0041(3) 0.2870(6) 0.0419(15) Uani 1 d . . . H11A H 0.0880 -0.0076 0.2664 0.050 Uiso 1 d R . . C12A C 0.1456(6) 0.0536(4) 0.0864(6) 0.0508(18) Uani 1 d . . . H12A H 0.0713 0.0429 0.1032 0.061 Uiso 1 d R . . C13A C 0.1788(7) 0.0134(4) -0.0289(7) 0.063(2) Uani 1 d . . . H13C H 0.1372 -0.0269 -0.0357 0.076 Uiso 1 d R . . H13D H 0.2544 0.0020 -0.0211 0.076 Uiso 1 d R . . C14A C 0.1582(11) 0.0572(6) -0.1409(8) 0.102(4) Uani 1 d . . . H14C H 0.0982 0.0401 -0.1907 0.122 Uiso 1 d R . . H14D H 0.2213 0.0578 -0.1930 0.122 Uiso 1 d R . . C15A C 0.177(6) 0.1254(18) -0.098(3) 0.069(12) Uani 0.38(7) d P . . H15C H 0.1241 0.1529 -0.1406 0.082 Uiso 0.38(7) d PR . . H15D H 0.2484 0.1420 -0.1145 0.082 Uiso 0.38(7) d PR . . C15B C 0.118(4) 0.1192(16) -0.0979(19) 0.074(8) Uani 0.62(7) d P . . H15E H 0.0407 0.1192 -0.1071 0.089 Uiso 0.62(7) d PR . . H15F H 0.1468 0.1555 -0.1463 0.089 Uiso 0.62(7) d PR . . C16A C 0.1486(7) 0.1255(4) 0.0420(7) 0.062(2) Uani 1 d . . . H16C H 0.2171 0.1453 0.0656 0.074 Uiso 1 d R . . H16D H 0.0913 0.1511 0.0785 0.074 Uiso 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0421(4) 0.0512(5) 0.0410(4) -0.0002(4) -0.0040(3) -0.0100(4) N1 0.042(3) 0.055(4) 0.036(3) -0.001(2) -0.003(2) -0.006(3) O1 0.056(3) 0.066(3) 0.046(2) -0.005(3) -0.002(2) -0.018(3) N1A 0.040(3) 0.051(3) 0.035(3) 0.005(2) -0.008(2) -0.005(3) O1A 0.043(3) 0.062(3) 0.043(2) 0.004(2) -0.010(2) -0.009(2) C1 0.041(4) 0.043(4) 0.039(3) 0.008(3) -0.005(3) 0.001(3) C2 0.050(4) 0.050(4) 0.039(3) 0.004(3) -0.004(3) -0.002(3) C3 0.063(4) 0.060(4) 0.039(3) -0.006(3) -0.004(3) -0.003(4) C4 0.076(5) 0.053(4) 0.036(3) 0.001(3) 0.007(3) 0.011(4) C5 0.073(5) 0.048(4) 0.058(4) 0.012(4) 0.025(4) 0.005(4) C6 0.064(6) 0.063(6) 0.090(6) 0.010(5) 0.032(5) -0.005(4) C7 0.063(5) 0.072(6) 0.087(6) 0.009(5) 0.007(5) -0.019(5) C8 0.054(5) 0.072(5) 0.053(4) 0.000(4) 0.000(3) -0.009(4) C9 0.048(4) 0.038(4) 0.037(3) 0.006(3) 0.001(3) 0.000(3) C10 0.049(4) 0.041(4) 0.053(4) 0.009(3) 0.004(3) 0.012(3) C11 0.043(4) 0.041(4) 0.047(4) 0.002(3) -0.008(3) -0.005(3) C12 0.048(4) 0.048(4) 0.048(4) -0.005(3) 0.005(3) -0.005(3) C13 0.060(5) 0.065(5) 0.043(4) -0.019(3) -0.012(3) 0.004(4) C14 0.119(8) 0.061(5) 0.040(4) -0.011(4) 0.011(4) 0.012(5) C15 0.073(6) 0.062(5) 0.065(5) -0.013(4) 0.007(4) 0.000(4) C16 0.058(5) 0.068(5) 0.058(4) -0.011(4) -0.007(4) 0.013(4) C1A 0.038(3) 0.039(4) 0.041(3) 0.001(3) 0.000(3) 0.001(3) C2A 0.048(4) 0.042(4) 0.036(3) -0.003(3) -0.002(3) 0.001(3) C3A 0.064(5) 0.064(5) 0.036(3) -0.003(3) -0.004(3) 0.009(4) C4A 0.059(5) 0.061(5) 0.041(4) 0.011(3) -0.001(3) 0.018(4) C5A 0.077(6) 0.066(5) 0.049(4) 0.012(4) 0.012(4) 0.014(5) C6A 0.073(6) 0.059(5) 0.068(5) 0.016(4) 0.020(4) -0.002(4) C7A 0.051(5) 0.069(6) 0.088(6) 0.002(5) 0.010(4) -0.014(4) C8A 0.054(4) 0.074(6) 0.062(4) 0.015(4) 0.003(3) -0.018(4) C9A 0.045(4) 0.040(4) 0.047(4) -0.002(3) 0.004(3) 0.008(3) C10A 0.054(4) 0.044(4) 0.046(3) 0.005(3) 0.007(3) 0.015(4) C11A 0.033(3) 0.050(4) 0.042(3) 0.009(3) -0.004(3) -0.007(3) C12A 0.048(4) 0.058(5) 0.046(4) 0.012(3) -0.013(3) -0.006(3) C13A 0.074(5) 0.058(5) 0.057(4) 0.004(4) -0.024(4) -0.013(4) C14A 0.150(11) 0.099(8) 0.055(5) 0.007(5) -0.035(6) 0.008(8) C15A 0.07(3) 0.065(16) 0.074(16) 0.026(12) 0.035(18) -0.016(18) C15B 0.074(17) 0.089(15) 0.059(9) 0.036(9) 0.015(11) 0.023(14) C16A 0.067(5) 0.065(5) 0.053(4) 0.010(4) -0.004(4) 0.008(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu O1 1.878(4) . ? Cu O1A 1.895(4) . ? Cu N1A 1.989(5) . ? Cu N1 1.993(6) . ? N1 C11 1.294(8) . ? N1 C12 1.478(8) . ? O1 C2 1.310(8) . ? N1A C11A 1.286(8) . ? N1A C12A 1.475(8) . ? O1A C2A 1.291(8) . ? C1 C2 1.411(9) . ? C1 C11 1.428(9) . ? C1 C9 1.467(9) . ? C2 C3 1.430(9) . ? C3 C4 1.335(10) . ? C4 C10 1.427(11) . ? C5 C6 1.347(12) . ? C5 C10 1.409(10) . ? C6 C7 1.393(12) . ? C7 C8 1.366(11) . ? C8 C9 1.406(10) . ? C9 C10 1.414(9) . ? C12 C16 1.522(10) . ? C12 C13 1.540(10) . ? C13 C14 1.515(11) . ? C14 C15 1.510(12) . ? C15 C16 1.501(10) . ? C1A C2A 1.406(9) . ? C1A C11A 1.430(8) . ? C1A C9A 1.448(9) . ? C2A C3A 1.439(9) . ? C3A C4A 1.350(10) . ? C4A C10A 1.421(10) . ? C5A C6A 1.351(12) . ? C5A C10A 1.412(11) . ? C6A C7A 1.389(12) . ? C7A C8A 1.365(11) . ? C8A C9A 1.399(10) . ? C9A C10A 1.420(9) . ? C12A C16A 1.518(11) . ? C12A C13A 1.522(11) . ? C13A C14A 1.489(11) . ? C14A C15B 1.42(2) . ? C14A C15A 1.46(4) . ? C15A C15B 0.73(3) . ? C15A C16A 1.52(3) . ? C15B C16A 1.52(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu O1A 149.2(2) . . ? O1 Cu N1A 95.8(2) . . ? O1A Cu N1A 92.7(2) . . ? O1 Cu N1 92.1(2) . . ? O1A Cu N1 94.8(2) . . ? N1A Cu N1 150.8(2) . . ? C11 N1 C12 117.5(6) . . ? C11 N1 Cu 122.0(5) . . ? C12 N1 Cu 120.3(4) . . ? C2 O1 Cu 127.3(4) . . ? C11A N1A C12A 115.8(5) . . ? C11A N1A Cu 122.2(4) . . ? C12A N1A Cu 121.9(4) . . ? C2A O1A Cu 129.5(4) . . ? C2 C1 C11 120.5(6) . . ? C2 C1 C9 119.4(6) . . ? C11 C1 C9 119.9(6) . . ? O1 C2 C1 124.5(6) . . ? O1 C2 C3 116.9(6) . . ? C1 C2 C3 118.6(6) . . ? C4 C3 C2 122.5(7) . . ? C3 C4 C10 121.3(6) . . ? C6 C5 C10 122.0(7) . . ? C5 C6 C7 119.7(7) . . ? C8 C7 C6 119.9(8) . . ? C7 C8 C9 122.1(7) . . ? C8 C9 C10 117.3(6) . . ? C8 C9 C1 123.7(6) . . ? C10 C9 C1 118.9(6) . . ? C5 C10 C9 118.9(7) . . ? C5 C10 C4 121.8(7) . . ? C9 C10 C4 119.3(6) . . ? N1 C11 C1 128.5(6) . . ? N1 C12 C16 111.6(6) . . ? N1 C12 C13 114.0(6) . . ? C16 C12 C13 106.0(6) . . ? C14 C13 C12 105.1(6) . . ? C15 C14 C13 105.8(6) . . ? C16 C15 C14 103.8(6) . . ? C15 C16 C12 102.6(6) . . ? C2A C1A C11A 120.5(6) . . ? C2A C1A C9A 120.4(6) . . ? C11A C1A C9A 119.0(6) . . ? O1A C2A C1A 124.9(6) . . ? O1A C2A C3A 116.7(6) . . ? C1A C2A C3A 118.4(6) . . ? C4A C3A C2A 120.9(7) . . ? C3A C4A C10A 122.7(6) . . ? C6A C5A C10A 121.7(7) . . ? C5A C6A C7A 118.7(7) . . ? C8A C7A C6A 121.3(8) . . ? C7A C8A C9A 122.0(7) . . ? C8A C9A C10A 116.7(6) . . ? C8A C9A C1A 123.9(6) . . ? C10A C9A C1A 119.5(6) . . ? C5A C10A C9A 119.6(7) . . ? C5A C10A C4A 122.2(6) . . ? C9A C10A C4A 118.1(6) . . ? N1A C11A C1A 129.9(6) . . ? N1A C12A C16A 115.3(6) . . ? N1A C12A C13A 114.3(6) . . ? C16A C12A C13A 104.5(6) . . ? C14A C13A C12A 105.9(8) . . ? C15B C14A C15A 29.4(13) . . ? C15B C14A C13A 108.7(11) . . ? C15A C14A C13A 106.5(18) . . ? C15B C15A C14A 72(4) . . ? C15B C15A C16A 76(4) . . ? C14A C15A C16A 105.4(17) . . ? C15A C15B C14A 79(4) . . ? C15A C15B C16A 76(4) . . ? C14A C15B C16A 107.7(12) . . ? C15A C16A C12A 107.7(16) . . ? C15A C16A C15B 27.9(13) . . ? C12A C16A C15B 102.2(14) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu N1 C11 -15.7(5) . . . . ? O1A Cu N1 C11 134.2(5) . . . . ? N1A Cu N1 C11 -121.5(6) . . . . ? O1 Cu N1 C12 158.8(5) . . . . ? O1A Cu N1 C12 -51.2(5) . . . . ? N1A Cu N1 C12 53.0(7) . . . . ? O1A Cu O1 C2 -78.8(8) . . . . ? N1A Cu O1 C2 176.0(6) . . . . ? N1 Cu O1 C2 24.1(6) . . . . ? O1 Cu N1A C11A 151.6(6) . . . . ? O1A Cu N1A C11A 1.2(6) . . . . ? N1 Cu N1A C11A -103.5(6) . . . . ? O1 Cu N1A C12A -31.8(5) . . . . ? O1A Cu N1A C12A 177.9(5) . . . . ? N1 Cu N1A C12A 73.1(7) . . . . ? O1 Cu O1A C2A -105.2(6) . . . . ? N1A Cu O1A C2A 0.8(6) . . . . ? N1 Cu O1A C2A 152.5(6) . . . . ? Cu O1 C2 C1 -17.3(10) . . . . ? Cu O1 C2 C3 164.0(5) . . . . ? C11 C1 C2 O1 -5.2(10) . . . . ? C9 C1 C2 O1 -179.7(6) . . . . ? C11 C1 C2 C3 173.4(6) . . . . ? C9 C1 C2 C3 -1.1(10) . . . . ? O1 C2 C3 C4 179.5(7) . . . . ? C1 C2 C3 C4 0.8(11) . . . . ? C2 C3 C4 C10 0.9(12) . . . . ? C10 C5 C6 C7 2.0(13) . . . . ? C5 C6 C7 C8 0.0(14) . . . . ? C6 C7 C8 C9 -2.7(13) . . . . ? C7 C8 C9 C10 3.3(11) . . . . ? C7 C8 C9 C1 -179.3(7) . . . . ? C2 C1 C9 C8 -177.5(7) . . . . ? C11 C1 C9 C8 8.0(10) . . . . ? C2 C1 C9 C10 -0.2(9) . . . . ? C11 C1 C9 C10 -174.7(6) . . . . ? C6 C5 C10 C9 -1.2(11) . . . . ? C6 C5 C10 C4 178.1(8) . . . . ? C8 C9 C10 C5 -1.4(10) . . . . ? C1 C9 C10 C5 -178.9(6) . . . . ? C8 C9 C10 C4 179.3(6) . . . . ? C1 C9 C10 C4 1.8(9) . . . . ? C3 C4 C10 C5 178.5(7) . . . . ? C3 C4 C10 C9 -2.2(11) . . . . ? C12 N1 C11 C1 -173.8(6) . . . . ? Cu N1 C11 C1 0.9(9) . . . . ? C2 C1 C11 N1 13.5(11) . . . . ? C9 C1 C11 N1 -172.1(6) . . . . ? C11 N1 C12 C16 133.0(7) . . . . ? Cu N1 C12 C16 -41.8(8) . . . . ? C11 N1 C12 C13 -107.0(7) . . . . ? Cu N1 C12 C13 78.2(7) . . . . ? N1 C12 C13 C14 -133.7(6) . . . . ? C16 C12 C13 C14 -10.5(8) . . . . ? C12 C13 C14 C15 -14.9(8) . . . . ? C13 C14 C15 C16 35.3(9) . . . . ? C14 C15 C16 C12 -41.2(9) . . . . ? N1 C12 C16 C15 156.6(6) . . . . ? C13 C12 C16 C15 32.0(8) . . . . ? Cu O1A C2A C1A 0.4(10) . . . . ? Cu O1A C2A C3A -179.3(5) . . . . ? C11A C1A C2A O1A -3.7(10) . . . . ? C9A C1A C2A O1A -179.8(6) . . . . ? C11A C1A C2A C3A 176.1(6) . . . . ? C9A C1A C2A C3A -0.1(9) . . . . ? O1A C2A C3A C4A 178.4(7) . . . . ? C1A C2A C3A C4A -1.4(10) . . . . ? C2A C3A C4A C10A 1.4(11) . . . . ? C10A C5A C6A C7A 1.0(13) . . . . ? C5A C6A C7A C8A -1.7(14) . . . . ? C6A C7A C8A C9A 0.6(14) . . . . ? C7A C8A C9A C10A 1.1(12) . . . . ? C7A C8A C9A C1A -179.3(7) . . . . ? C2A C1A C9A C8A -178.0(7) . . . . ? C11A C1A C9A C8A 5.7(10) . . . . ? C2A C1A C9A C10A 1.5(9) . . . . ? C11A C1A C9A C10A -174.7(6) . . . . ? C6A C5A C10A C9A 0.7(12) . . . . ? C6A C5A C10A C4A -179.1(8) . . . . ? C8A C9A C10A C5A -1.8(10) . . . . ? C1A C9A C10A C5A 178.7(7) . . . . ? C8A C9A C10A C4A 178.0(7) . . . . ? C1A C9A C10A C4A -1.6(9) . . . . ? C3A C4A C10A C5A 179.9(7) . . . . ? C3A C4A C10A C9A 0.1(11) . . . . ? C12A N1A C11A C1A 178.3(7) . . . . ? Cu N1A C11A C1A -4.9(10) . . . . ? C2A C1A C11A N1A 6.3(11) . . . . ? C9A C1A C11A N1A -177.5(7) . . . . ? C11A N1A C12A C16A 133.8(7) . . . . ? Cu N1A C12A C16A -43.1(8) . . . . ? C11A N1A C12A C13A -105.1(7) . . . . ? Cu N1A C12A C13A 78.1(7) . . . . ? N1A C12A C13A C14A -147.9(8) . . . . ? C16A C12A C13A C14A -21.0(9) . . . . ? C12A C13A C14A C15B 1(2) . . . . ? C12A C13A C14A C15A 32(3) . . . . ? C13A C14A C15A C15B -99(5) . . . . ? C15B C14A C15A C16A 69(3) . . . . ? C13A C14A C15A C16A -30(4) . . . . ? C16A C15A C15B C14A -111.7(9) . . . . ? C14A C15A C15B C16A 111.7(9) . . . . ? C13A C14A C15B C15A 91(5) . . . . ? C15A C14A C15B C16A -71(4) . . . . ? C13A C14A C15B C16A 19(3) . . . . ? C15B C15A C16A C12A 83(5) . . . . ? C14A C15A C16A C12A 16(5) . . . . ? C14A C15A C16A C15B -66(3) . . . . ? N1A C12A C16A C15A 129(3) . . . . ? C13A C12A C16A C15A 3(3) . . . . ? N1A C12A C16A C15B 157.7(17) . . . . ? C13A C12A C16A C15B 31.4(18) . . . . ? C14A C15B C16A C15A 73(4) . . . . ? C15A C15B C16A C12A -105(5) . . . . ? C14A C15B C16A C12A -32(3) . . . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.545 _refine_diff_density_min -0.408 _refine_diff_density_rms 0.119 #========================================================================END data_f785 _database_code_CSD 154196 _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis-{(cycloheptyl)[2-oxo-1H-naphth-1-ylidene)methyl]-aminato}copper(II) (5) ; _chemical_name_common 'Cu-1,2-N-Cycloheptyl' _chemical_formula_moiety ? _chemical_formula_sum 'C36 H40 Cu N2 O2' _chemical_formula_weight 596.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.239(1) _cell_length_b 9.140(1) _cell_length_c 17.190(1) _cell_angle_alpha 90.00 _cell_angle_beta 96.037(6) _cell_angle_gamma 90.00 _cell_volume 1443.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 5.0 _cell_measurement_theta_max 12.5 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.68 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.372 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 630 _exptl_absorpt_coefficient_mu 0.793 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4/PC diffractometer' _diffrn_measurement_method \q:2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <3 _diffrn_reflns_number 2707 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2541 _reflns_number_gt 1899 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0488P)^2^+0.5478P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2541 _refine_ls_number_parameters 187 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0648 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1075 _refine_ls_wR_factor_gt 0.0960 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.0000 0.0000 0.0000 0.03699(17) Uani 1 d S . . O1 O 0.1603(2) 0.1268(3) -0.00859(14) 0.0510(6) Uani 1 d . . . N1 N -0.1139(3) 0.1076(3) -0.08739(14) 0.0342(5) Uani 1 d . . . C1 C 0.0417(3) 0.3257(3) -0.07999(17) 0.0344(6) Uani 1 d . . . C2 C 0.1571(3) 0.2625(4) -0.03158(18) 0.0410(7) Uani 1 d . . . C3 C 0.2805(4) 0.3525(5) -0.0060(2) 0.0544(10) Uani 1 d . . . H3 H 0.3611 0.3105 0.0262 0.065 Uiso 1 d R . . C4 C 0.2856(3) 0.4942(5) -0.02611(18) 0.0510(8) Uani 1 d . . . H4 H 0.3692 0.5510 -0.0070 0.061 Uiso 1 d R . . C5 C 0.1788(4) 0.7114(4) -0.0965(2) 0.0474(8) Uani 1 d . . . H5 H 0.2621 0.7684 -0.0770 0.057 Uiso 1 d R . . C6 C 0.0710(4) 0.7760(4) -0.1447(2) 0.0547(9) Uani 1 d . . . H6 H 0.0781 0.8770 -0.1591 0.066 Uiso 1 d R . . C7 C -0.0503(4) 0.6929(4) -0.1732(3) 0.0566(10) Uani 1 d . . . H7 H -0.1263 0.7371 -0.2077 0.068 Uiso 1 d R . . C8 C -0.0618(4) 0.5497(4) -0.1520(2) 0.0477(8) Uani 1 d . . . H8 H -0.1476 0.4961 -0.1712 0.057 Uiso 1 d R . . C9 C 0.0482(3) 0.4775(3) -0.10272(16) 0.0351(7) Uani 1 d . . . C10 C 0.1715(3) 0.5628(4) -0.07476(18) 0.0411(7) Uani 1 d . . . C11 C -0.0828(3) 0.2379(3) -0.10847(17) 0.0351(7) Uani 1 d . . . H11 H -0.1503 0.2820 -0.1479 0.042 Uiso 1 d R . . C12 C -0.2483(3) 0.0408(3) -0.12841(16) 0.0359(7) Uani 1 d . . . H12 H -0.2453 -0.0611 -0.1148 0.043 Uiso 1 d R . . C13 C -0.2522(4) 0.0479(4) -0.21694(18) 0.0512(9) Uani 1 d . . . H13A H -0.1601 0.0151 -0.2315 0.061 Uiso 1 d R . . H13B H -0.2645 0.1480 -0.2333 0.061 Uiso 1 d R . . C14 C -0.3717(4) -0.0435(4) -0.2606(2) 0.0546(9) Uani 1 d . . . H14A H -0.3756 -0.1362 -0.2346 0.065 Uiso 1 d R . . H14B H -0.3460 -0.0622 -0.3123 0.065 Uiso 1 d R . . C15 C -0.5202(5) 0.0240(7) -0.2670(3) 0.0856(16) Uani 1 d . . . H15A H -0.5809 -0.0330 -0.3043 0.103 Uiso 1 d R . . H15B H -0.5130 0.1199 -0.2891 0.103 Uiso 1 d R . . C16 C -0.5987(4) 0.0363(6) -0.1963(3) 0.0815(16) Uani 1 d . . . H16A H -0.6791 -0.0308 -0.2019 0.098 Uiso 1 d R . . H16B H -0.6394 0.1330 -0.1972 0.098 Uiso 1 d R . . C17 C -0.5212(4) 0.0155(6) -0.1160(2) 0.0617(10) Uani 1 d . . . H17A H -0.4978 -0.0865 -0.1102 0.074 Uiso 1 d R . . H17B H -0.5870 0.0390 -0.0782 0.074 Uiso 1 d R . . C18 C -0.3812(4) 0.1030(5) -0.0961(3) 0.0637(11) Uani 1 d . . . H18A H -0.3969 0.2004 -0.1160 0.076 Uiso 1 d R . . H18B H -0.3622 0.1100 -0.0402 0.076 Uiso 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0274(2) 0.0464(3) 0.0357(3) 0.0123(3) -0.00348(17) -0.0067(3) O1 0.0297(11) 0.0596(16) 0.0611(14) 0.0291(12) -0.0084(10) -0.0114(10) N1 0.0291(12) 0.0386(14) 0.0333(12) 0.0034(11) -0.0042(10) -0.0068(11) C1 0.0272(13) 0.0422(17) 0.0332(14) 0.0022(12) 0.0001(11) -0.0064(12) C2 0.0314(15) 0.052(2) 0.0386(16) 0.0109(14) -0.0011(12) -0.0109(14) C3 0.0344(17) 0.075(3) 0.0503(19) 0.0227(19) -0.0122(14) -0.0205(17) C4 0.0388(15) 0.064(2) 0.0478(16) 0.000(2) -0.0076(12) -0.0253(19) C5 0.0465(18) 0.0443(19) 0.0525(19) -0.0142(16) 0.0110(15) -0.0160(16) C6 0.053(2) 0.0335(18) 0.080(3) -0.0061(18) 0.0161(19) -0.0030(16) C7 0.0438(19) 0.041(2) 0.084(3) 0.0067(19) 0.0012(18) 0.0074(16) C8 0.0347(16) 0.0375(17) 0.069(2) 0.0026(15) -0.0039(15) -0.0004(13) C9 0.0314(13) 0.0372(18) 0.0369(13) -0.0040(13) 0.0053(11) -0.0028(13) C10 0.0398(17) 0.0467(18) 0.0373(15) -0.0049(14) 0.0063(13) -0.0125(14) C11 0.0293(14) 0.0395(17) 0.0348(14) 0.0045(13) -0.0051(11) -0.0044(12) C12 0.0323(14) 0.0378(18) 0.0356(14) 0.0052(12) -0.0061(11) -0.0078(12) C13 0.059(2) 0.055(2) 0.0376(16) 0.0034(15) -0.0057(15) -0.0182(17) C14 0.062(2) 0.057(2) 0.0427(17) -0.0078(16) -0.0045(16) -0.0149(18) C15 0.075(3) 0.110(4) 0.063(2) -0.006(3) -0.035(2) 0.014(3) C16 0.039(2) 0.103(4) 0.098(3) 0.031(3) -0.011(2) -0.004(2) C17 0.0348(16) 0.080(3) 0.070(2) 0.002(2) 0.0032(15) -0.013(2) C18 0.0361(18) 0.079(3) 0.076(3) -0.025(2) 0.0070(18) -0.0146(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu O1 1.898(2) . ? Cu O1 1.898(2) 3 ? Cu N1 2.000(2) . ? Cu N1 2.000(2) 3 ? O1 C2 1.301(4) . ? N1 C11 1.286(4) . ? N1 C12 1.493(3) . ? C1 C2 1.405(4) . ? C1 C9 1.445(4) . ? C1 C11 1.445(4) . ? C2 C3 1.437(4) . ? C3 C4 1.343(6) . ? C4 C10 1.421(5) . ? C5 C6 1.361(5) . ? C5 C10 1.412(5) . ? C6 C7 1.398(5) . ? C7 C8 1.366(5) . ? C8 C9 1.416(4) . ? C9 C10 1.422(4) . ? C12 C18 1.511(5) . ? C12 C13 1.520(4) . ? C13 C14 1.519(4) . ? C14 C15 1.497(6) . ? C15 C16 1.484(7) . ? C16 C17 1.499(5) . ? C17 C18 1.529(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu O1 180.0 . 3 ? O1 Cu N1 89.68(9) . . ? O1 Cu N1 90.32(9) 3 . ? O1 Cu N1 90.32(9) . 3 ? O1 Cu N1 89.68(9) 3 3 ? N1 Cu N1 180.0 . 3 ? C2 O1 Cu 127.8(2) . . ? C11 N1 C12 116.4(2) . . ? C11 N1 Cu 123.49(19) . . ? C12 N1 Cu 119.98(19) . . ? C2 C1 C9 120.3(3) . . ? C2 C1 C11 120.0(3) . . ? C9 C1 C11 119.7(3) . . ? O1 C2 C1 124.3(3) . . ? O1 C2 C3 117.4(3) . . ? C1 C2 C3 118.3(3) . . ? C4 C3 C2 121.4(3) . . ? C3 C4 C10 122.2(3) . . ? C6 C5 C10 121.7(3) . . ? C5 C6 C7 119.0(3) . . ? C8 C7 C6 120.6(4) . . ? C7 C8 C9 122.3(3) . . ? C8 C9 C10 116.5(3) . . ? C8 C9 C1 124.1(3) . . ? C10 C9 C1 119.4(3) . . ? C5 C10 C4 121.8(3) . . ? C5 C10 C9 119.8(3) . . ? C4 C10 C9 118.4(3) . . ? N1 C11 C1 127.7(3) . . ? N1 C12 C18 109.9(3) . . ? N1 C12 C13 112.7(2) . . ? C18 C12 C13 114.7(3) . . ? C14 C13 C12 114.3(3) . . ? C15 C14 C13 114.9(4) . . ? C16 C15 C14 119.6(3) . . ? C15 C16 C17 121.1(3) . . ? C16 C17 C18 116.8(4) . . ? C12 C18 C17 114.9(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu O1 C2 -69(8) 3 . . . ? N1 Cu O1 C2 29.7(3) . . . . ? N1 Cu O1 C2 -150.3(3) 3 . . . ? O1 Cu N1 C11 -20.1(3) . . . . ? O1 Cu N1 C11 159.9(3) 3 . . . ? N1 Cu N1 C11 100(66) 3 . . . ? O1 Cu N1 C12 164.0(2) . . . . ? O1 Cu N1 C12 -16.0(2) 3 . . . ? N1 Cu N1 C12 -76(66) 3 . . . ? Cu O1 C2 C1 -23.9(5) . . . . ? Cu O1 C2 C3 156.6(3) . . . . ? C9 C1 C2 O1 -179.7(3) . . . . ? C11 C1 C2 O1 -1.0(5) . . . . ? C9 C1 C2 C3 -0.3(5) . . . . ? C11 C1 C2 C3 178.5(3) . . . . ? O1 C2 C3 C4 -179.1(3) . . . . ? C1 C2 C3 C4 1.3(6) . . . . ? C2 C3 C4 C10 -1.2(6) . . . . ? C10 C5 C6 C7 0.2(6) . . . . ? C5 C6 C7 C8 1.0(6) . . . . ? C6 C7 C8 C9 -1.7(6) . . . . ? C7 C8 C9 C10 1.2(5) . . . . ? C7 C8 C9 C1 -178.9(3) . . . . ? C2 C1 C9 C8 179.2(3) . . . . ? C11 C1 C9 C8 0.4(5) . . . . ? C2 C1 C9 C10 -0.9(4) . . . . ? C11 C1 C9 C10 -179.7(3) . . . . ? C6 C5 C10 C4 178.3(3) . . . . ? C6 C5 C10 C9 -0.7(5) . . . . ? C3 C4 C10 C5 -179.0(3) . . . . ? C3 C4 C10 C9 0.0(5) . . . . ? C8 C9 C10 C5 0.0(4) . . . . ? C1 C9 C10 C5 -179.9(3) . . . . ? C8 C9 C10 C4 -179.0(3) . . . . ? C1 C9 C10 C4 1.0(4) . . . . ? C12 N1 C11 C1 -178.3(3) . . . . ? Cu N1 C11 C1 5.7(5) . . . . ? C2 C1 C11 N1 9.7(5) . . . . ? C9 C1 C11 N1 -171.5(3) . . . . ? C11 N1 C12 C18 -77.5(4) . . . . ? Cu N1 C12 C18 98.6(3) . . . . ? C11 N1 C12 C13 51.8(4) . . . . ? Cu N1 C12 C13 -132.1(2) . . . . ? N1 C12 C13 C14 168.9(3) . . . . ? C18 C12 C13 C14 -64.3(4) . . . . ? C12 C13 C14 C15 79.0(4) . . . . ? C13 C14 C15 C16 -70.6(6) . . . . ? C14 C15 C16 C17 14.4(8) . . . . ? C15 C16 C17 C18 50.5(7) . . . . ? N1 C12 C18 C17 -163.8(3) . . . . ? C13 C12 C18 C17 68.0(5) . . . . ? C16 C17 C18 C12 -79.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.935 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.935 _refine_diff_density_max 0.299 _refine_diff_density_min -0.329 _refine_diff_density_rms 0.056 #========================================================================END data_cu12ncy-octyl _database_code_CSD 154197 _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis-{(cyclooctyl)[(2-oxo-1H-naphth-1-ylidene)methyl]-aminato}copper(II) (6) ; _chemical_name_common 'Cu-1,2-N-cyclooctyl' _chemical_formula_moiety ? _chemical_formula_sum 'C76 H88 Cu2 N4 O4' _chemical_formula_weight 1248.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.739(4) _cell_length_b 14.054(3) _cell_length_c 17.212(3) _cell_angle_alpha 93.26(2) _cell_angle_beta 101.15(3) _cell_angle_gamma 98.57(4) _cell_volume 3211.6(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 40 _cell_measurement_theta_min 5.40 _cell_measurement_theta_max 18.60 _exptl_crystal_description 'Prism' _exptl_crystal_colour 'Black' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.297 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1324 _exptl_absorpt_coefficient_mu 0.719 _exptl_absorpt_correction_type 'semi-empirical based on psi-scan data collection' _exptl_absorpt_correction_T_min 0.7619 _exptl_absorpt_correction_T_max 0.8695 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4/PC' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <5 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 1 -3 1 -2 3 5 0 -5 _diffrn_reflns_number 11829 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_sigmaI/netI 0.1236 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 25.05 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.998 _reflns_number_total 11313 _reflns_number_gt 4876 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS Ver. 2.1, (SIEMENS 1994)' _computing_cell_refinement 'XSCANS Ver. 2.1, (SIEMENS 1994)' _computing_data_reduction 'XSCANS Ver. 2.1, (SIEMENS 1994)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP, SHELXTL PC Ver 4.2 (sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _solved_by 'Simon Hernandez-Ortega' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0620P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'no refined' _refine_ls_extinction_method none _refine_ls_extinction_coef 'no applied' _refine_ls_extinction_expression ? _refine_ls_number_reflns 11313 _refine_ls_number_parameters 771 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.1381 _refine_ls_R_factor_gt 0.0554 _refine_ls_wR_factor_ref 0.1446 _refine_ls_wR_factor_gt 0.1198 _refine_ls_goodness_of_fit_ref 0.796 _refine_ls_restrained_S_all 0.804 _refine_ls_shift/su_max 0.868 _refine_ls_shift/su_mean 0.023 _refine_diff_density_max 0.610 _refine_diff_density_min -0.449 _refine_diff_density_rms 0.057 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.34429(5) -0.17345(5) 0.56436(4) 0.0538(2) Uani 1 d . . . O1 O 0.3422(3) -0.0536(3) 0.5225(2) 0.0634(10) Uani 1 d . . . N1 N 0.2191(3) -0.1687(3) 0.6034(2) 0.0480(10) Uani 1 d . . . O2 O 0.4079(3) -0.2433(3) 0.6448(2) 0.0652(11) Uani 1 d . . . N2 N 0.4043(3) -0.2319(3) 0.4820(2) 0.0506(11) Uani 1 d . . . C1 C 0.1987(4) -0.0056(4) 0.5645(3) 0.0509(13) Uani 1 d . . . C2 C 0.2811(4) 0.0091(4) 0.5266(3) 0.0528(13) Uani 1 d . . . C3 C 0.2976(5) 0.0952(4) 0.4876(3) 0.0657(15) Uani 1 d . . . H3 H 0.3513 0.1051 0.4618 0.060 Uiso 1 calc R . . C4 C 0.2373(5) 0.1628(4) 0.4872(3) 0.0699(17) Uani 1 d . . . H4 H 0.2499 0.2175 0.4603 0.060 Uiso 1 calc R . . C5 C 0.0940(5) 0.2252(4) 0.5270(4) 0.0809(19) Uani 1 d . . . H5 H 0.1065 0.2800 0.5002 0.060 Uiso 1 calc R . . C6 C 0.0173(6) 0.2155(5) 0.5659(4) 0.090(2) Uani 1 d . . . H6 H -0.0222 0.2639 0.5663 0.060 Uiso 1 calc R . . C7 C -0.0030(5) 0.1346(5) 0.6051(4) 0.084(2) Uani 1 d . . . H7 H -0.0561 0.1284 0.6317 0.060 Uiso 1 calc R . . C8 C 0.0541(5) 0.0636(4) 0.6051(4) 0.0709(17) Uani 1 d . . . H8 H 0.0396 0.0099 0.6327 0.060 Uiso 1 calc R . . C9 C 0.1339(4) 0.0682(4) 0.5653(3) 0.0535(14) Uani 1 d . . . C10 C 0.1556(5) 0.1532(4) 0.5265(3) 0.0630(15) Uani 1 d . . . C11 C 0.1706(4) -0.0967(4) 0.5965(3) 0.0500(13) Uani 1 d . . . H11 H 0.1102 -0.1041 0.6142 0.060 Uiso 1 calc R . . C12 C 0.1700(4) -0.2549(4) 0.6368(3) 0.0531(13) Uani 1 d . . . H12 H 0.0984 -0.2506 0.6311 0.060 Uiso 1 calc R . . C13 C 0.1785(4) -0.3477(4) 0.5885(3) 0.0622(15) Uani 1 d . . . H13A H 0.1920 -0.3305 0.5373 0.060 Uiso 1 calc R . . H13B H 0.2362 -0.3734 0.6159 0.060 Uiso 1 calc R . . C14 C 0.0885(5) -0.4269(4) 0.5740(4) 0.0819(19) Uani 1 d . . . H14A H 0.0320 -0.3998 0.5461 0.060 Uiso 1 calc R . . H14B H 0.1013 -0.4764 0.5372 0.060 Uiso 1 calc R . . C15 C 0.0535(6) -0.4778(5) 0.6405(4) 0.100(2) Uani 1 d . . . H15A H 0.1076 -0.5091 0.6669 0.060 Uiso 1 calc R . . H15B H -0.0024 -0.5285 0.6171 0.060 Uiso 1 calc R . . C16 C 0.0206(6) -0.4173(5) 0.7030(4) 0.097(2) Uani 1 d . . . H16A H -0.0368 -0.4551 0.7182 0.060 Uiso 1 calc R . . H16B H -0.0021 -0.3614 0.6792 0.060 Uiso 1 calc R . . C17 C 0.0987(6) -0.3820(6) 0.7777(4) 0.118(3) Uani 1 d . . . H17A H 0.0724 -0.3349 0.8079 0.060 Uiso 1 calc R . . H17B H 0.1058 -0.4365 0.8095 0.060 Uiso 1 calc R . . C18 C 0.2011(5) -0.3375(5) 0.7694(4) 0.095(2) Uani 1 d . . . H18A H 0.2296 -0.3872 0.7440 0.060 Uiso 1 calc R . . H18B H 0.2415 -0.3218 0.8228 0.060 Uiso 1 calc R . . C19 C 0.2157(5) -0.2491(4) 0.7253(3) 0.0657(16) Uani 1 d . . . H19A H 0.2876 -0.2280 0.7317 0.060 Uiso 1 calc R . . H19B H 0.1894 -0.1985 0.7516 0.060 Uiso 1 calc R . . C21 C 0.5079(4) -0.3260(4) 0.5717(3) 0.0491(13) Uani 1 d . . . C22 C 0.4739(4) -0.3004(4) 0.6409(3) 0.0542(14) Uani 1 d . . . C23 C 0.5106(5) -0.3418(4) 0.7122(3) 0.0727(17) Uani 1 d . . . H23 H 0.4859 -0.3283 0.7576 0.060 Uiso 1 calc R . . C24 C 0.5811(5) -0.4006(5) 0.7152(4) 0.0787(19) Uani 1 d . . . H24 H 0.6044 -0.4250 0.7632 0.060 Uiso 1 calc R . . C25 C 0.6944(5) -0.4852(4) 0.6514(5) 0.083(2) Uani 1 d . . . H25 H 0.7179 -0.5095 0.6995 0.060 Uiso 1 calc R . . C26 C 0.7331(5) -0.5084(5) 0.5880(5) 0.094(2) Uani 1 d . . . H26 H 0.7834 -0.5466 0.5924 0.060 Uiso 1 calc R . . C27 C 0.6965(5) -0.4742(5) 0.5165(4) 0.082(2) Uani 1 d . . . H27 H 0.7208 -0.4919 0.4718 0.060 Uiso 1 calc R . . C28 C 0.6249(4) -0.4147(4) 0.5095(4) 0.0689(17) Uani 1 d . . . H28 H 0.6034 -0.3912 0.4606 0.060 Uiso 1 calc R . . C29 C 0.5833(4) -0.3883(4) 0.5755(3) 0.0551(14) Uani 1 d . . . C30 C 0.6201(5) -0.4259(4) 0.6481(4) 0.0657(16) Uani 1 d . . . C31 C 0.4673(4) -0.2921(4) 0.4970(3) 0.0540(14) Uani 1 d . . . H31 H 0.4891 -0.3168 0.4532 0.060 Uiso 1 calc R . . C32 C 0.3769(4) -0.2108(4) 0.3974(3) 0.0565(14) Uani 1 d . . . H32 H 0.3911 -0.2645 0.3645 0.060 Uiso 1 calc R . . C33 C 0.4471(4) -0.1197(4) 0.3860(3) 0.0665(16) Uani 1 d . . . H33A H 0.4530 -0.0741 0.4320 0.060 Uiso 1 calc R . . H33B H 0.5131 -0.1373 0.3877 0.060 Uiso 1 calc R . . C34 C 0.4229(7) -0.0672(5) 0.3138(4) 0.111(3) Uani 1 d . . . H34A H 0.3589 -0.0460 0.3139 0.060 Uiso 1 calc R . . H34B H 0.4731 -0.0093 0.3198 0.060 Uiso 1 calc R . . C35 C 0.4168(7) -0.1164(6) 0.2340(4) 0.111(3) Uani 1 d . . . H35A H 0.4830 -0.1311 0.2317 0.060 Uiso 1 calc R . . H35B H 0.4020 -0.0703 0.1952 0.060 Uiso 1 calc R . . C36 C 0.3423(6) -0.2081(6) 0.2074(4) 0.099(2) Uani 1 d . . . H36A H 0.3376 -0.2228 0.1508 0.060 Uiso 1 calc R . . H36B H 0.3687 -0.2605 0.2344 0.060 Uiso 1 calc R . . C37 C 0.2380(6) -0.2066(5) 0.2217(4) 0.097(2) Uani 1 d . . . H37A H 0.2282 -0.1396 0.2261 0.060 Uiso 1 calc R . . H37B H 0.1907 -0.2386 0.1750 0.060 Uiso 1 calc R . . C38 C 0.2108(5) -0.2522(5) 0.2932(4) 0.085(2) Uani 1 d . . . H38A H 0.2206 -0.3192 0.2885 0.060 Uiso 1 calc R . . H38B H 0.1395 -0.2525 0.2902 0.060 Uiso 1 calc R . . C39 C 0.2649(4) -0.2086(4) 0.3747(3) 0.0662(16) Uani 1 d . . . H39A H 0.2328 -0.2419 0.4134 0.060 Uiso 1 calc R . . H39B H 0.2551 -0.1417 0.3797 0.060 Uiso 1 calc R . . Cu2 Cu 0.14013(5) 0.17957(5) 0.95294(4) 0.0563(2) Uani 1 d . . . O1A O 0.0312(3) 0.1951(3) 1.0035(2) 0.0635(10) Uani 1 d . . . N1A N 0.1373(3) 0.3060(3) 0.9075(2) 0.0523(11) Uani 1 d . . . O2A O 0.1908(3) 0.1223(3) 0.8701(2) 0.0657(10) Uani 1 d . . . N2A N 0.1963(3) 0.0937(3) 1.0296(2) 0.0530(11) Uani 1 d . . . C1A C -0.0194(4) 0.3352(4) 0.9451(3) 0.0523(14) Uani 1 d . . . C2A C -0.0330(4) 0.2544(4) 0.9887(3) 0.0526(13) Uani 1 d . . . C3A C -0.1222(4) 0.2353(4) 1.0211(3) 0.0622(15) Uani 1 d . . . H3A H -0.1319 0.1814 1.0494 0.060 Uiso 1 calc R . . C4A C -0.1914(4) 0.2936(5) 1.0112(3) 0.0680(16) Uani 1 d . . . H4A H -0.2481 0.2793 1.0333 0.060 Uiso 1 calc R . . C5A C -0.2556(5) 0.4372(5) 0.9581(4) 0.0756(18) Uani 1 d . . . H5A H -0.3121 0.4221 0.9803 0.060 Uiso 1 calc R . . C6A C -0.2470(5) 0.5158(5) 0.9174(4) 0.086(2) Uani 1 d . . . H6A H -0.2968 0.5547 0.9115 0.060 Uiso 1 calc R . . C7A C -0.1627(5) 0.5385(5) 0.8844(4) 0.085(2) Uani 1 d . . . H7A H -0.1561 0.5927 0.8559 0.060 Uiso 1 calc R . . C8A C -0.0896(5) 0.4818(4) 0.8933(4) 0.0720(17) Uani 1 d . . . H8A H -0.0337 0.4987 0.8708 0.060 Uiso 1 calc R . . C9A C -0.0955(4) 0.3991(4) 0.9351(3) 0.0521(14) Uani 1 d . . . C10A C -0.1812(4) 0.3763(4) 0.9683(3) 0.0604(15) Uani 1 d . . . C11A C 0.0680(4) 0.3576(4) 0.9127(3) 0.0521(13) Uani 1 d . . . H11A H 0.0765 0.4176 0.8924 0.060 Uiso 1 calc R . . C12A C 0.2193(4) 0.3468(4) 0.8678(3) 0.0645(15) Uani 1 d . . . H12A H 0.2224 0.4172 0.8715 0.060 Uiso 1 calc R . . C13A C 0.1879(5) 0.3107(5) 0.7799(3) 0.084(2) Uani 1 d . . . H13C H 0.1824 0.2408 0.7764 0.060 Uiso 1 calc R . . H13D H 0.1208 0.3250 0.7612 0.060 Uiso 1 calc R . . C14A C 0.2486(7) 0.3457(11) 0.7234(6) 0.242(8) Uani 1 d D . . H14C H 0.2316 0.4097 0.7160 0.060 Uiso 1 calc R A 1 H14D H 0.2150 0.3067 0.6745 0.060 Uiso 1 calc R A 1 C15A C 0.3540(9) 0.3587(16) 0.7165(11) 0.151(6) Uiso 0.50 d PD C 1 H15C H 0.3539 0.3930 0.6691 0.060 Uiso 0.50 calc PR C 1 H15D H 0.3634 0.2937 0.7009 0.060 Uiso 0.50 calc PR C 1 C16A C 0.4538(9) 0.4012(14) 0.7689(8) 0.204(11) Uiso 0.61(2) d PD C 1 H16C H 0.4929 0.4466 0.7417 0.060 Uiso 0.61(2) calc PR C 1 H16D H 0.4925 0.3511 0.7864 0.060 Uiso 0.61(2) calc PR C 1 C17A C 0.4220(16) 0.4526(12) 0.8388(8) 0.138(5) Uiso 0.50 d PD C 1 H17C H 0.4693 0.5125 0.8538 0.060 Uiso 0.50 calc PR C 1 H17D H 0.3573 0.4708 0.8177 0.060 Uiso 0.50 calc PR C 1 C15B C 0.3431(12) 0.3034(16) 0.7304(10) 0.151(6) Uiso 0.50 d PD C 2 H15E H 0.3750 0.3360 0.6912 0.060 Uiso 0.50 calc PR C 2 H15F H 0.3181 0.2380 0.7061 0.060 Uiso 0.50 calc PR C 2 C16B C 0.4326(18) 0.289(2) 0.7921(17) 0.27(2) Uiso 0.39(2) d PD C 2 H16E H 0.4873 0.2780 0.7663 0.060 Uiso 0.39(2) calc PR C 2 H16F H 0.4148 0.2328 0.8198 0.060 Uiso 0.39(2) calc PR C 2 C17B C 0.4661(13) 0.3786(14) 0.8516(8) 0.138(5) Uiso 0.50 d PD C 2 H17E H 0.5339 0.3743 0.8787 0.060 Uiso 0.50 calc PR C 2 H17F H 0.4720 0.4335 0.8200 0.060 Uiso 0.50 calc PR C 2 C18A C 0.4121(5) 0.4074(6) 0.9158(6) 0.134(4) Uani 1 d D . . H18C H 0.4092 0.4587 0.9552 0.060 Uiso 1 calc R B 1 H18D H 0.4731 0.3812 0.9345 0.060 Uiso 1 calc R B 1 C19A C 0.3214(4) 0.3262(5) 0.9137(4) 0.0826(19) Uani 1 d . . . H19C H 0.3156 0.3156 0.9681 0.060 Uiso 1 calc R . . H19D H 0.3352 0.2667 0.8896 0.060 Uiso 1 calc R . . C21A C 0.2880(4) 0.0153(4) 0.9420(3) 0.0502(13) Uani 1 d . . . C22A C 0.2522(4) 0.0593(4) 0.8728(3) 0.0553(14) Uani 1 d . . . C23A C 0.2850(4) 0.0363(4) 0.8015(3) 0.0610(15) Uani 1 d . . . H23A H 0.2610 0.0649 0.7557 0.060 Uiso 1 calc R . . C24A C 0.3493(4) -0.0254(4) 0.7990(3) 0.0660(16) Uani 1 d . . . H24A H 0.3689 -0.0388 0.7511 0.060 Uiso 1 calc R . . C25A C 0.4585(5) -0.1363(5) 0.8624(4) 0.0746(18) Uani 1 d . . . H25A H 0.4783 -0.1490 0.8145 0.060 Uiso 1 calc R . . C26A C 0.4964(5) -0.1800(5) 0.9268(4) 0.0808(19) Uani 1 d . . . H26A H 0.5414 -0.2227 0.9231 0.060 Uiso 1 calc R . . C27A C 0.4677(5) -0.1605(4) 0.9986(4) 0.0761(18) Uani 1 d . . . H27A H 0.4941 -0.1901 1.0431 0.060 Uiso 1 calc R . . C28A C 0.4006(4) -0.0982(4) 1.0045(4) 0.0637(15) Uani 1 d . . . H28A H 0.3827 -0.0860 1.0532 0.060 Uiso 1 calc R . . C29A C 0.3587(4) -0.0528(4) 0.9388(3) 0.0549(14) Uani 1 d . . . C30A C 0.3892(4) -0.0714(4) 0.8659(3) 0.0573(14) Uani 1 d . . . C31A C 0.2541(4) 0.0338(4) 1.0142(3) 0.0565(14) Uani 1 d . . . H31A H 0.2768 -0.0024 1.0556 0.060 Uiso 1 calc R . . C32A C 0.1717(4) 0.0960(4) 1.1111(3) 0.0570(14) Uani 1 d . . . H32A H 0.1278 0.1450 1.1120 0.060 Uiso 1 calc R . . C33A C 0.1084(5) 0.0018(4) 1.1206(3) 0.0710(17) Uani 1 d . . . H33C H 0.1505 -0.0481 1.1215 0.060 Uiso 1 calc R . . H33D H 0.0556 -0.0137 1.0732 0.060 Uiso 1 calc R . . C34A C 0.0593(5) -0.0057(4) 1.1919(4) 0.0746(17) Uani 1 d . . . H34C H 0.0090 -0.0638 1.1824 0.060 Uiso 1 calc R . . H34D H 0.1100 -0.0139 1.2377 0.060 Uiso 1 calc R . . C35A C 0.0100(5) 0.0779(5) 1.2127(4) 0.087(2) Uani 1 d . . . H35C H -0.0531 0.0521 1.2269 0.060 Uiso 1 calc R . . H35D H -0.0061 0.1113 1.1652 0.060 Uiso 1 calc R . . C36A C 0.0683(5) 0.1518(5) 1.2791(4) 0.093(2) Uani 1 d . . . H36C H 0.0240 0.1965 1.2899 0.060 Uiso 1 calc R . . H36D H 0.0841 0.1181 1.3266 0.060 Uiso 1 calc R . . C37A C 0.1650(5) 0.2110(5) 1.2676(4) 0.087(2) Uani 1 d . . . H37C H 0.1499 0.2453 1.2204 0.060 Uiso 1 calc R . . H37D H 0.1891 0.2593 1.3127 0.060 Uiso 1 calc R . . C38A C 0.2487(5) 0.1556(5) 1.2592(4) 0.082(2) Uani 1 d . . . H38C H 0.2366 0.0950 1.2828 0.060 Uiso 1 calc R . . H38D H 0.3111 0.1923 1.2900 0.060 Uiso 1 calc R . . C39A C 0.2639(5) 0.1328(5) 1.1745(3) 0.084(2) Uani 1 d . . . H39C H 0.2985 0.1911 1.1579 0.060 Uiso 1 calc R . . H39D H 0.3084 0.0849 1.1765 0.060 Uiso 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0527(4) 0.0619(5) 0.0529(4) 0.0115(3) 0.0178(3) 0.0172(4) O1 0.061(3) 0.060(2) 0.079(3) 0.015(2) 0.031(2) 0.016(2) N1 0.051(3) 0.050(3) 0.047(2) 0.007(2) 0.016(2) 0.011(2) O2 0.069(3) 0.088(3) 0.049(2) 0.015(2) 0.019(2) 0.033(2) N2 0.049(3) 0.064(3) 0.041(2) 0.011(2) 0.008(2) 0.016(2) C1 0.052(3) 0.052(3) 0.047(3) 0.005(3) 0.005(3) 0.008(3) C2 0.054(3) 0.052(3) 0.049(3) 0.010(3) 0.005(3) 0.003(3) C3 0.067(4) 0.068(4) 0.061(4) 0.015(3) 0.014(3) 0.001(3) C4 0.073(4) 0.057(4) 0.076(4) 0.026(3) 0.004(3) 0.002(3) C5 0.092(5) 0.059(4) 0.093(5) 0.027(3) 0.010(4) 0.023(4) C6 0.086(5) 0.079(5) 0.110(6) 0.009(4) 0.003(5) 0.046(4) C7 0.075(5) 0.086(5) 0.100(5) 0.020(4) 0.022(4) 0.037(4) C8 0.071(4) 0.066(4) 0.086(4) 0.019(3) 0.021(4) 0.030(3) C9 0.055(4) 0.052(3) 0.051(3) 0.003(3) 0.002(3) 0.010(3) C10 0.067(4) 0.056(4) 0.063(4) 0.007(3) 0.001(3) 0.014(3) C11 0.047(3) 0.057(3) 0.050(3) 0.005(3) 0.015(3) 0.013(3) C12 0.060(3) 0.051(3) 0.056(3) 0.012(3) 0.024(3) 0.014(3) C13 0.075(4) 0.049(3) 0.064(4) -0.002(3) 0.018(3) 0.011(3) C14 0.088(5) 0.062(4) 0.100(5) -0.004(4) 0.034(4) 0.013(4) C15 0.107(6) 0.072(5) 0.106(6) 0.010(4) 0.003(5) -0.011(4) C16 0.097(6) 0.094(5) 0.099(6) 0.021(5) 0.031(5) -0.011(5) C17 0.140(8) 0.121(7) 0.083(5) 0.022(5) 0.043(5) -0.044(6) C18 0.101(6) 0.104(6) 0.065(4) 0.019(4) -0.003(4) -0.010(5) C19 0.077(4) 0.064(4) 0.059(3) 0.007(3) 0.026(3) 0.003(3) C21 0.045(3) 0.055(3) 0.047(3) 0.012(3) 0.007(3) 0.007(3) C22 0.048(3) 0.061(3) 0.054(3) 0.011(3) 0.004(3) 0.013(3) C23 0.084(5) 0.083(4) 0.058(4) 0.020(3) 0.017(3) 0.030(4) C24 0.089(5) 0.085(4) 0.060(4) 0.029(3) -0.003(4) 0.022(4) C25 0.080(5) 0.064(4) 0.101(5) 0.015(4) -0.010(4) 0.029(4) C26 0.078(5) 0.078(5) 0.130(7) 0.001(5) 0.013(5) 0.044(4) C27 0.079(5) 0.077(5) 0.098(5) -0.002(4) 0.022(4) 0.037(4) C28 0.062(4) 0.068(4) 0.081(4) 0.011(3) 0.015(3) 0.025(3) C29 0.046(3) 0.051(3) 0.063(4) 0.003(3) 0.003(3) 0.004(3) C30 0.068(4) 0.052(3) 0.070(4) 0.006(3) 0.000(3) 0.004(3) C31 0.047(3) 0.061(3) 0.058(3) 0.006(3) 0.015(3) 0.014(3) C32 0.049(3) 0.076(4) 0.049(3) 0.014(3) 0.015(3) 0.019(3) C33 0.057(4) 0.090(4) 0.053(3) 0.013(3) 0.016(3) 0.002(3) C34 0.144(8) 0.101(6) 0.074(5) 0.019(4) 0.014(5) -0.019(5) C35 0.136(7) 0.126(7) 0.060(4) 0.027(4) 0.018(5) -0.021(6) C36 0.113(7) 0.123(7) 0.053(4) 0.001(4) 0.011(4) 0.008(5) C37 0.108(6) 0.096(6) 0.067(4) 0.001(4) -0.017(4) 0.007(5) C38 0.059(4) 0.109(5) 0.084(5) -0.003(4) 0.001(4) 0.022(4) C39 0.051(3) 0.090(4) 0.061(4) 0.017(3) 0.007(3) 0.023(3) Cu2 0.0549(5) 0.0607(5) 0.0572(4) 0.0082(3) 0.0164(4) 0.0140(4) O1A 0.061(2) 0.066(2) 0.070(2) 0.017(2) 0.023(2) 0.018(2) N1A 0.045(3) 0.058(3) 0.056(3) 0.011(2) 0.015(2) 0.008(2) O2A 0.076(3) 0.067(2) 0.059(2) 0.0043(19) 0.016(2) 0.026(2) N2A 0.051(3) 0.062(3) 0.052(3) 0.007(2) 0.019(2) 0.015(2) C1A 0.048(3) 0.061(4) 0.048(3) 0.007(3) 0.010(3) 0.008(3) C2A 0.048(3) 0.060(3) 0.051(3) 0.001(3) 0.013(3) 0.010(3) C3A 0.054(4) 0.073(4) 0.061(3) 0.008(3) 0.014(3) 0.008(3) C4A 0.051(4) 0.092(5) 0.062(4) 0.005(3) 0.019(3) 0.009(3) C5A 0.055(4) 0.103(5) 0.072(4) 0.002(4) 0.009(3) 0.029(4) C6A 0.074(5) 0.101(6) 0.086(5) -0.001(4) 0.003(4) 0.044(4) C7A 0.085(5) 0.076(5) 0.094(5) 0.015(4) 0.008(4) 0.027(4) C8A 0.062(4) 0.082(4) 0.078(4) 0.016(4) 0.017(3) 0.025(4) C9A 0.045(3) 0.058(3) 0.048(3) -0.002(3) -0.004(3) 0.013(3) C10A 0.049(3) 0.076(4) 0.054(3) -0.010(3) 0.004(3) 0.017(3) C11A 0.044(3) 0.055(3) 0.056(3) 0.011(3) 0.008(3) 0.004(3) C12A 0.050(3) 0.074(4) 0.076(4) 0.017(3) 0.026(3) 0.011(3) C13A 0.069(4) 0.125(6) 0.065(4) 0.024(4) 0.025(4) 0.021(4) C19A 0.056(4) 0.114(6) 0.077(4) 0.007(4) 0.014(3) 0.011(4) C21A 0.044(3) 0.054(3) 0.051(3) -0.002(3) 0.011(3) 0.005(3) C22A 0.059(4) 0.053(3) 0.054(3) 0.001(3) 0.017(3) 0.004(3) C23A 0.072(4) 0.067(4) 0.045(3) -0.004(3) 0.016(3) 0.014(3) C24A 0.069(4) 0.068(4) 0.059(4) -0.010(3) 0.024(3) -0.003(3) C25A 0.070(4) 0.077(4) 0.079(4) -0.012(4) 0.025(4) 0.013(4) C26A 0.063(4) 0.079(5) 0.107(5) -0.003(4) 0.026(4) 0.025(4) C27A 0.074(4) 0.080(4) 0.079(4) 0.013(3) 0.018(4) 0.021(4) C28A 0.056(4) 0.069(4) 0.072(4) 0.006(3) 0.019(3) 0.022(3) C29A 0.044(3) 0.057(3) 0.062(4) -0.002(3) 0.014(3) 0.002(3) C30A 0.047(3) 0.056(3) 0.067(4) -0.010(3) 0.017(3) 0.001(3) C31A 0.059(4) 0.061(3) 0.054(3) 0.014(3) 0.016(3) 0.015(3) C32A 0.059(4) 0.071(4) 0.047(3) 0.008(3) 0.017(3) 0.020(3) C33A 0.080(4) 0.072(4) 0.061(4) 0.002(3) 0.021(3) 0.004(3) C34A 0.065(4) 0.078(4) 0.079(4) 0.006(3) 0.023(3) -0.004(3) C35A 0.067(4) 0.128(6) 0.074(4) 0.013(4) 0.030(4) 0.019(4) C36A 0.093(5) 0.099(5) 0.102(5) 0.005(4) 0.048(5) 0.027(5) C37A 0.106(6) 0.083(5) 0.074(4) -0.008(4) 0.033(4) 0.002(4) C38A 0.067(4) 0.102(5) 0.067(4) -0.015(4) 0.017(4) -0.017(4) C39A 0.064(4) 0.118(6) 0.063(4) -0.003(4) 0.016(3) -0.007(4) C14A 0.169(12) 0.48(3) 0.088(7) 0.001(11) 0.021(8) 0.109(15) C18A 0.058(5) 0.105(6) 0.219(11) -0.067(7) -0.004(6) 0.021(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.868(4) . yes Cu1 O2 1.891(4) . yes Cu1 N2 1.967(4) . yes Cu1 N1 1.970(4) . yes O1 C2 1.310(6) . yes N1 C11 1.289(6) . yes N1 C12 1.495(6) . yes O2 C22 1.305(6) . yes N2 C31 1.297(6) . yes N2 C32 1.489(6) . yes C1 C2 1.407(7) . yes C1 C11 1.448(7) . yes C1 C9 1.462(7) . yes C2 C3 1.424(7) . yes C3 C4 1.347(8) . yes C4 C10 1.410(8) . yes C5 C6 1.346(9) . yes C5 C10 1.411(8) . yes C6 C7 1.373(9) . yes C7 C8 1.355(8) . yes C8 C9 1.395(7) . yes C9 C10 1.420(7) . yes C12 C19 1.522(7) . yes C12 C13 1.533(6) . yes C13 C14 1.505(8) . yes C14 C15 1.500(9) . yes C15 C16 1.508(9) . yes C16 C17 1.511(9) . yes C17 C18 1.487(9) . yes C18 C19 1.499(8) . yes C21 C22 1.406(7) . yes C21 C31 1.434(7) . yes C21 C29 1.445(7) . yes C22 C23 1.422(7) . yes C23 C24 1.357(8) . yes C24 C30 1.410(8) . yes C25 C26 1.344(9) . yes C25 C30 1.404(8) . yes C26 C27 1.376(9) . yes C27 C28 1.374(8) . yes C28 C29 1.420(7) . yes C29 C30 1.415(8) . yes C32 C39 1.517(7) . yes C32 C33 1.528(7) . yes C33 C34 1.489(8) . yes C34 C35 1.479(9) . yes C35 C36 1.507(9) . yes C36 C37 1.501(10) . yes C37 C38 1.500(9) . yes C38 C39 1.501(8) . yes Cu2 O2A 1.890(4) . yes Cu2 O1A 1.901(4) . yes Cu2 N2A 1.962(4) . yes Cu2 N1A 1.981(4) . yes O1A C2A 1.300(6) . yes N1A C11A 1.291(6) . yes N1A C12A 1.486(6) . yes O2A C22A 1.305(6) . yes N2A C31A 1.287(6) . yes N2A C32A 1.502(6) . yes C1A C2A 1.402(7) . yes C1A C11A 1.420(7) . yes C1A C9A 1.466(7) . yes C2A C3A 1.437(7) . yes C3A C4A 1.336(7) . yes C4A C10A 1.414(8) . yes C5A C6A 1.342(9) . yes C5A C10A 1.419(8) . yes C6A C7A 1.389(9) . yes C7A C8A 1.362(8) . yes C8A C9A 1.400(7) . yes C9A C10A 1.407(7) . yes C12A C13A 1.524(8) . yes C12A C19A 1.546(8) . yes C13A C14A 1.455(11) . yes C19A C18A 1.551(9) . yes C21A C22A 1.409(7) . yes C21A C31A 1.430(7) . yes C21A C29A 1.466(7) . yes C22A C23A 1.420(7) . yes C23A C24A 1.331(7) . yes C24A C30A 1.410(8) . yes C25A C26A 1.350(9) . yes C25A C30A 1.417(8) . yes C26A C27A 1.390(8) . yes C27A C28A 1.374(7) . yes C28A C29A 1.396(7) . yes C29A C30A 1.417(7) . yes C32A C39A 1.505(8) . yes C32A C33A 1.504(7) . yes C33A C34A 1.510(7) . yes C34A C35A 1.496(8) . yes C35A C36A 1.512(9) . yes C36A C37A 1.511(9) . yes C37A C38A 1.505(9) . yes C38A C39A 1.532(8) . yes C14A C15A 1.461(9) . yes C14A C15B 1.493(9) . yes C18A C17B 1.510(9) . yes C18A C17A 1.521(9) . yes C15A C16A 1.504(9) . yes C16A C17A 1.532(9) . yes C15B C16B 1.506(9) . yes C16B C17B 1.527(10) . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O2 146.14(18) . . yes O1 Cu1 N2 95.97(16) . . yes O2 Cu1 N2 93.13(16) . . yes O1 Cu1 N1 92.94(16) . . yes O2 Cu1 N1 98.05(16) . . yes N2 Cu1 N1 145.02(17) . . yes C2 O1 Cu1 130.2(3) . . yes C11 N1 C12 115.9(4) . . yes C11 N1 Cu1 123.6(4) . . yes C12 N1 Cu1 120.2(3) . . yes C22 O2 Cu1 128.9(3) . . yes C31 N2 C32 116.1(4) . . yes C31 N2 Cu1 122.9(3) . . yes C32 N2 Cu1 121.0(3) . . yes C2 C1 C11 121.2(5) . . yes C2 C1 C9 119.8(5) . . yes C11 C1 C9 118.7(5) . . yes O1 C2 C1 123.7(5) . . yes O1 C2 C3 117.6(5) . . yes C1 C2 C3 118.6(5) . . yes C4 C3 C2 121.8(6) . . yes C3 C4 C10 122.0(5) . . yes C6 C5 C10 120.8(6) . . yes C5 C6 C7 120.4(6) . . yes C8 C7 C6 120.4(7) . . yes C7 C8 C9 122.4(6) . . yes C8 C9 C10 116.7(5) . . yes C8 C9 C1 124.5(5) . . yes C10 C9 C1 118.7(5) . . yes C5 C10 C4 121.6(6) . . yes C5 C10 C9 119.3(6) . . yes C4 C10 C9 119.1(5) . . yes N1 C11 C1 127.8(5) . . yes N1 C12 C19 108.0(4) . . yes N1 C12 C13 109.7(4) . . yes C19 C12 C13 115.1(4) . . yes C14 C13 C12 116.4(5) . . yes C15 C14 C13 122.2(6) . . yes C14 C15 C16 117.4(6) . . yes C15 C16 C17 116.3(7) . . yes C18 C17 C16 118.5(6) . . yes C17 C18 C19 120.6(7) . . yes C18 C19 C12 119.3(5) . . yes C22 C21 C31 120.6(5) . . yes C22 C21 C29 119.7(5) . . yes C31 C21 C29 119.7(5) . . yes O2 C22 C21 125.0(5) . . yes O2 C22 C23 116.4(5) . . yes C21 C22 C23 118.6(5) . . yes C24 C23 C22 121.2(6) . . yes C23 C24 C30 122.4(6) . . yes C26 C25 C30 122.8(6) . . yes C25 C26 C27 118.4(6) . . yes C26 C27 C28 121.7(7) . . yes C27 C28 C29 121.1(6) . . yes C30 C29 C28 116.4(5) . . yes C30 C29 C21 120.0(5) . . yes C28 C29 C21 123.5(5) . . yes C25 C30 C24 122.5(6) . . yes C25 C30 C29 119.5(6) . . yes C24 C30 C29 118.0(5) . . yes N2 C31 C21 129.1(5) . . yes N2 C32 C39 110.1(4) . . yes N2 C32 C33 107.7(4) . . yes C39 C32 C33 116.6(5) . . yes C34 C33 C32 120.0(5) . . yes C35 C34 C33 119.9(7) . . yes C34 C35 C36 119.1(6) . . yes C37 C36 C35 116.1(7) . . yes C38 C37 C36 117.9(6) . . yes C37 C38 C39 119.0(6) . . yes C38 C39 C32 117.5(5) . . yes O2A Cu2 O1A 150.35(18) . . yes O2A Cu2 N2A 92.43(16) . . yes O1A Cu2 N2A 94.15(16) . . yes O2A Cu2 N1A 94.93(17) . . yes O1A Cu2 N1A 92.10(16) . . yes N2A Cu2 N1A 153.18(18) . . yes C2A O1A Cu2 128.1(3) . . yes C11A N1A C12A 117.2(4) . . yes C11A N1A Cu2 122.8(4) . . yes C12A N1A Cu2 119.9(3) . . yes C22A O2A Cu2 129.7(3) . . yes C31A N2A C32A 116.9(4) . . yes C31A N2A Cu2 123.6(4) . . yes C32A N2A Cu2 119.5(3) . . yes C2A C1A C11A 121.1(5) . . yes C2A C1A C9A 119.3(5) . . yes C11A C1A C9A 119.6(5) . . yes O1A C2A C1A 124.4(5) . . yes O1A C2A C3A 116.5(5) . . yes C1A C2A C3A 119.1(5) . . yes C4A C3A C2A 121.2(6) . . yes C3A C4A C10A 122.0(5) . . yes C6A C5A C10A 122.0(6) . . yes C5A C6A C7A 119.1(6) . . yes C8A C7A C6A 120.5(7) . . yes C7A C8A C9A 122.4(6) . . yes C8A C9A C10A 117.0(5) . . yes C8A C9A C1A 124.2(5) . . yes C10A C9A C1A 118.8(5) . . yes C9A C10A C4A 119.5(5) . . yes C9A C10A C5A 119.1(6) . . yes C4A C10A C5A 121.3(6) . . yes N1A C11A C1A 128.9(5) . . yes N1A C12A C13A 107.4(5) . . yes N1A C12A C19A 109.9(4) . . yes C13A C12A C19A 117.6(5) . . yes C14A C13A C12A 120.6(7) . . yes C18A C19A C12A 115.0(6) . . yes C22A C21A C31A 121.1(5) . . yes C22A C21A C29A 119.2(5) . . yes C31A C21A C29A 119.7(5) . . yes O2A C22A C21A 123.7(5) . . yes O2A C22A C23A 116.9(5) . . yes C21A C22A C23A 119.3(5) . . yes C24A C23A C22A 121.2(6) . . yes C23A C24A C30A 122.7(5) . . yes C26A C25A C30A 121.6(6) . . yes C25A C26A C27A 119.4(6) . . yes C28A C27A C26A 120.8(6) . . yes C27A C28A C29A 121.3(6) . . yes C28A C29A C30A 117.9(5) . . yes C28A C29A C21A 123.6(5) . . yes C30A C29A C21A 118.4(5) . . yes C24A C30A C25A 121.9(6) . . yes C24A C30A C29A 119.1(5) . . yes C25A C30A C29A 119.0(6) . . yes N2A C31A C21A 128.8(5) . . yes N2A C32A C39A 111.3(4) . . yes N2A C32A C33A 109.9(4) . . yes C39A C32A C33A 118.1(5) . . yes C32A C33A C34A 119.0(5) . . yes C35A C34A C33A 116.3(5) . . yes C34A C35A C36A 117.4(6) . . yes C37A C36A C35A 118.5(6) . . yes C38A C37A C36A 116.1(6) . . yes C37A C38A C39A 116.8(6) . . yes C32A C39A C38A 117.6(5) . . yes C13A C14A C15A 138.2(12) . . yes C13A C14A C15B 112.7(13) . . yes C15A C14A C15B 32.4(13) . . yes C17B C18A C17A 50.2(10) . . yes C17B C18A C19A 107.6(9) . . yes C17A C18A C19A 118.0(11) . . yes C14A C15A C16A 136.6(13) . . yes C15A C16A C17A 102.1(12) . . yes C18A C17A C16A 123.8(12) . . yes C14A C15B C16B 140.3(14) . . yes C15B C16B C17B 109.9(15) . . yes C18A C17B C16B 125.8(18) . . yes