Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _journal_volume ? _journal_year ? _journal_page_first ? _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'M. Schroder' 'Alexander J. Blake' 'Vito Lippolis' 'Lorenzo Tei' 'Claire Wilson' _publ_contact_author_name 'Prof M Schroder' _publ_contact_author_address ; Prof M Schroder Department of Chemistry University of Nottingham University Park Nottingham NG7 2RD ; _publ_contact_author_email 'M.SCHRODER@NOTTINGHAM.AC.UK' _publ_section_title ; Methanolysis of nitrile-funcationalised pendant arm derivatives of 1,4,7-triazacyclononane upon co-ordination to CuII. ; data_9n3ccn _database_code_CSD 193874 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H18 N6' _chemical_formula_weight 246.32 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.892(2) _cell_length_b 15.726(3) _cell_length_c 9.972(2) _cell_angle_alpha 90.00 _cell_angle_beta 114.84(2) _cell_angle_gamma 90.00 _cell_volume 1407.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 35 _cell_measurement_theta_min 15 _cell_measurement_theta_max 16 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.39 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.162 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 0.076 _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 'Stoe Stadi-4 four circle' _diffrn_measurement_method omega-theta _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 'random variation +-3.3%' _diffrn_reflns_number 2671 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_sigmaI/netI 0.0240 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2487 _reflns_number_gt 2056 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STADI4 v1.07 (Stoe & Cie, 1996a)' _computing_cell_refinement 'STADI4 v1.07' _computing_data_reduction 'X-RED v1.09 (Stoe & Cie, 1996b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL v5.03 (Sheldrick,1994)' _computing_publication_material 'SHELXL-97' _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^)+(0.0306P)^2^+0.6450P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'Direct methods' _atom_sites_solution_secondary 'difference Fourier maps' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2487 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.0989 _refine_ls_wR_factor_gt 0.0875 _refine_ls_goodness_of_fit_ref 1.148 _refine_ls_restrained_S_all 1.148 _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 N1 N 0.62126(14) 0.10647(9) 0.98401(14) 0.0203(3) Uani 1 d . . . C2 C 0.74819(17) 0.14398(11) 0.96271(17) 0.0221(4) Uani 1 d . . . H2A H 0.7546 0.2042 0.9859 0.027 Uiso 1 calc R . . H2B H 0.7306 0.1383 0.8598 0.027 Uiso 1 calc R . . C3 C 0.89492(17) 0.10156(11) 1.05910(18) 0.0238(4) Uani 1 d . . . H3A H 0.8878 0.0410 1.0387 0.029 Uiso 1 calc R . . H3B H 0.9734 0.1245 1.0356 0.029 Uiso 1 calc R . . N4 N 0.93264(14) 0.11541(9) 1.21644(14) 0.0210(3) Uani 1 d . . . C5 C 0.87107(18) 0.05237(11) 1.28419(18) 0.0226(4) Uani 1 d . . . H5A H 0.9495 0.0134 1.3433 0.027 Uiso 1 calc R . . H5B H 0.7948 0.0197 1.2067 0.027 Uiso 1 calc R . . C6 C 0.80398(18) 0.09249(11) 1.38161(18) 0.0245(4) Uani 1 d . . . H6A H 0.8040 0.0507 1.4531 0.029 Uiso 1 calc R . . H6B H 0.8668 0.1394 1.4358 0.029 Uiso 1 calc R . . N7 N 0.65148(15) 0.12397(9) 1.29946(15) 0.0223(3) Uani 1 d . . . C8 C 0.63310(19) 0.19433(11) 1.19472(18) 0.0241(4) Uani 1 d . . . H8A H 0.7304 0.2133 1.2055 0.029 Uiso 1 calc R . . H8B H 0.5843 0.2418 1.2183 0.029 Uiso 1 calc R . . C9 C 0.54140(18) 0.16717(11) 1.03527(18) 0.0239(4) Uani 1 d . . . H9A H 0.4491 0.1416 1.0273 0.029 Uiso 1 calc R . . H9B H 0.5164 0.2170 0.9721 0.029 Uiso 1 calc R . . C1A C 0.52453(18) 0.05665(11) 0.85806(17) 0.0233(4) Uani 1 d . . . H1A1 H 0.4519 0.0276 0.8834 0.028 Uiso 1 calc R . . H1A2 H 0.5837 0.0136 0.8379 0.028 Uiso 1 calc R . . C2A C 0.44404(19) 0.10730(12) 0.72124(19) 0.0274(4) Uani 1 d . . . N3A N 0.38441(19) 0.14821(11) 0.61885(18) 0.0425(4) Uani 1 d . . . C1B C 1.08933(17) 0.13152(11) 1.30450(18) 0.0239(4) Uani 1 d . . . H1B1 H 1.1044 0.1441 1.4050 0.029 Uiso 1 calc R . . H1B2 H 1.1187 0.1814 1.2659 0.029 Uiso 1 calc R . . C2B C 1.18688(18) 0.05929(12) 1.30677(18) 0.0255(4) Uani 1 d . . . N3B N 1.25666(18) 0.00156(11) 1.30504(17) 0.0378(4) Uani 1 d . . . C1C C 0.58181(19) 0.14241(12) 1.39891(19) 0.0288(4) Uani 1 d . . . H1C1 H 0.5801 0.0910 1.4518 0.035 Uiso 1 calc R . . H1C2 H 0.4795 0.1598 1.3411 0.035 Uiso 1 calc R . . C2C C 0.6607(2) 0.21069(14) 1.5082(2) 0.0343(5) Uani 1 d . . . N3C N 0.7283(2) 0.26227(13) 1.5894(2) 0.0512(5) Uani 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0167(7) 0.0255(8) 0.0176(7) -0.0010(6) 0.0061(5) -0.0009(6) C2 0.0216(8) 0.0265(9) 0.0184(8) 0.0004(7) 0.0087(7) -0.0031(7) C3 0.0189(8) 0.0322(10) 0.0219(9) -0.0009(7) 0.0102(7) -0.0015(7) N4 0.0155(7) 0.0281(8) 0.0193(7) 0.0000(6) 0.0070(6) -0.0023(6) C5 0.0176(8) 0.0257(9) 0.0230(9) 0.0030(7) 0.0070(7) 0.0012(7) C6 0.0222(8) 0.0322(10) 0.0184(8) 0.0027(7) 0.0077(7) -0.0015(7) N7 0.0203(7) 0.0285(8) 0.0201(7) -0.0005(6) 0.0102(6) -0.0005(6) C8 0.0257(9) 0.0228(9) 0.0253(9) -0.0028(7) 0.0122(7) 0.0006(7) C9 0.0214(8) 0.0263(9) 0.0234(9) 0.0035(7) 0.0089(7) 0.0050(7) C1A 0.0211(8) 0.0259(9) 0.0217(8) -0.0008(7) 0.0077(7) -0.0025(7) C2A 0.0227(9) 0.0346(10) 0.0204(9) -0.0058(8) 0.0046(7) -0.0013(8) N3A 0.0406(10) 0.0492(11) 0.0244(9) 0.0010(8) 0.0005(7) 0.0064(8) C1B 0.0187(8) 0.0285(9) 0.0234(9) -0.0022(7) 0.0079(7) -0.0023(7) C2B 0.0174(8) 0.0389(11) 0.0190(8) 0.0007(8) 0.0063(7) -0.0025(8) N3B 0.0323(9) 0.0482(11) 0.0341(9) -0.0001(8) 0.0151(7) 0.0091(8) C1C 0.0238(9) 0.0385(11) 0.0278(9) -0.0047(8) 0.0146(8) -0.0034(8) C2C 0.0305(10) 0.0492(12) 0.0315(10) -0.0058(9) 0.0212(9) -0.0007(9) N3C 0.0443(11) 0.0689(13) 0.0487(11) -0.0283(10) 0.0276(9) -0.0119(10) _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 N1 C1A 1.448(2) . ? N1 C9 1.461(2) . ? N1 C2 1.481(2) . ? C2 C3 1.518(2) . ? C3 N4 1.469(2) . ? N4 C1B 1.447(2) . ? N4 C5 1.468(2) . ? C5 C6 1.524(2) . ? C6 N7 1.467(2) . ? N7 C1C 1.455(2) . ? N7 C8 1.479(2) . ? C8 C9 1.524(2) . ? C1A C2A 1.489(2) . ? C2A N3A 1.139(2) . ? C1B C2B 1.484(2) . ? C2B N3B 1.145(2) . ? C1C C2C 1.495(3) . ? C2C N3C 1.143(3) . ? 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 C1A N1 C9 113.54(13) . . ? C1A N1 C2 112.46(13) . . ? C9 N1 C2 113.92(13) . . ? N1 C2 C3 112.15(13) . . ? N4 C3 C2 110.95(13) . . ? C1B N4 C3 113.63(12) . . ? C1B N4 C5 112.62(13) . . ? C3 N4 C5 115.03(13) . . ? N4 C5 C6 112.92(14) . . ? N7 C6 C5 113.86(13) . . ? C1C N7 C6 110.92(13) . . ? C1C N7 C8 112.29(14) . . ? C6 N7 C8 116.03(13) . . ? N7 C8 C9 111.71(14) . . ? N1 C9 C8 112.07(13) . . ? N1 C1A C2A 114.17(14) . . ? N3A C2A C1A 177.94(19) . . ? N4 C1B C2B 113.52(14) . . ? N3B C2B C1B 177.02(18) . . ? N7 C1C C2C 112.84(14) . . ? N3C C2C C1C 175.75(19) . . ? 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 C1A N1 C2 C3 -108.75(15) . . . . ? C9 N1 C2 C3 120.24(15) . . . . ? N1 C2 C3 N4 -64.03(18) . . . . ? C2 C3 N4 C1B -140.44(14) . . . . ? C2 C3 N4 C5 87.67(17) . . . . ? C1B N4 C5 C6 92.23(16) . . . . ? C3 N4 C5 C6 -135.40(14) . . . . ? N4 C5 C6 N7 82.20(17) . . . . ? C5 C6 N7 C1C 166.35(14) . . . . ? C5 C6 N7 C8 -63.97(19) . . . . ? C1C N7 C8 C9 -116.39(15) . . . . ? C6 N7 C8 C9 114.59(16) . . . . ? C1A N1 C9 C8 159.05(14) . . . . ? C2 N1 C9 C8 -70.47(17) . . . . ? N7 C8 C9 N1 -69.27(18) . . . . ? C9 N1 C1A C2A 65.11(18) . . . . ? C2 N1 C1A C2A -66.09(18) . . . . ? N1 C1A C2A N3A -1(6) . . . . ? C3 N4 C1B C2B -62.69(18) . . . . ? C5 N4 C1B C2B 70.36(17) . . . . ? N4 C1B C2B N3B -5(4) . . . . ? C6 N7 C1C C2C 62.1(2) . . . . ? C8 N7 C1C C2C -69.53(19) . . . . ? N7 C1C C2C N3C -14(3) . . . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.157 _refine_diff_density_min -0.178 _refine_diff_density_rms 0.037 ###======END data_n3cncu _database_code_CSD 193875 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H26 N6 O2 Cu. 2 BF~4' _chemical_formula_sum 'C14 H26 N6 O2 Cu B2 F8' _chemical_formula_weight 547.57 _refine_special_details ; The carbon atoms on the macrocyclic backbone and one BF4- anion were found disordered and were modelled using partial occupancy models over two sites (occupancy factors 0.616/0.384 for the carbon atoms and 0.398/0.602 for the BF4¯). 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. ; 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' 'B' 'B' 0.0013 0.0007 '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' 'F' 'F' 0.0171 0.0103 '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' 'O' 'O' 0.0106 0.0060 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.710(3) _cell_length_b 16.466(5) _cell_length_c 13.784(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.52(3) _cell_angle_gamma 90.00 _cell_volume 2193.6(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 33 _cell_measurement_theta_min 12.5 _cell_measurement_theta_max 15.5 _exptl_crystal_description 'column' _exptl_crystal_colour 'deep blue' _exptl_crystal_size_max 0.62 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.658 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1116 _exptl_absorpt_coefficient_mu 1.088 _exptl_absorpt_correction_type 'psi-scans' _exptl_absorpt_correction_T_min 0.505 _exptl_absorpt_correction_T_max 0.562 _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Stoe Stadi-4 four-circle' _diffrn_measurement_method omega-theta _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 5 _diffrn_reflns_number 3852 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.69 _diffrn_reflns_theta_max 25.04 _reflns_number_total 3852 _reflns_number_gt 3029 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STADI-4 (Stoe & Cie, 1996a)' _computing_cell_refinement 'STADI-4 (Stoe & Cie, 1996a)' _computing_data_reduction 'X-RED (Stoe & Cie, 1996b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PL (Version 5-03)(Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_scheme 'calc w==1/[\s^2^(Fo^2^)+(0.0481P)^2^+15.835P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'Patterson method' _atom_sites_solution_secondary 'difference Fourier method' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3852 _refine_ls_number_parameters 291 _refine_ls_number_restraints 86 _refine_ls_R_factor_all 0.0846 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.1600 _refine_ls_wR_factor_gt 0.1430 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.064 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.77665(6) 0.28793(4) 0.53772(5) 0.0209(2) Uani 1 1 d . A . N1 N 0.7199(5) 0.1840(3) 0.6046(3) 0.0268(10) Uani 1 1 d D . . C2 C 0.5738(8) 0.1721(5) 0.5547(8) 0.027(2) Uiso 0.616(11) 1 d PD A 1 H2A H 0.5275 0.1277 0.5874 0.033 Uiso 0.616(11) 1 calc PR A 1 H2B H 0.5793 0.1562 0.4859 0.033 Uiso 0.616(11) 1 calc PR A 1 C3 C 0.4879(9) 0.2503(5) 0.5583(8) 0.030(2) Uiso 0.616(11) 1 d PD A 1 H3A H 0.4024 0.2460 0.5132 0.036 Uiso 0.616(11) 1 calc PR A 1 H3B H 0.4613 0.2592 0.6250 0.036 Uiso 0.616(11) 1 calc PR A 1 N4 N 0.5734(4) 0.3186(3) 0.5292(3) 0.0257(10) Uani 1 1 d D . . C5 C 0.5667(10) 0.3904(5) 0.5982(6) 0.023(2) Uiso 0.616(11) 1 d PD A 1 H5A H 0.6109 0.4381 0.5705 0.028 Uiso 0.616(11) 1 calc PR A 1 H5B H 0.4687 0.4041 0.6043 0.028 Uiso 0.616(11) 1 calc PR A 1 C6 C 0.6386(8) 0.3724(7) 0.6985(7) 0.030(2) Uiso 0.616(11) 1 d PD A 1 H6A H 0.6448 0.4225 0.7383 0.036 Uiso 0.616(11) 1 calc PR A 1 H6B H 0.5848 0.3317 0.7320 0.036 Uiso 0.616(11) 1 calc PR A 1 N7 N 0.7791(4) 0.3408(3) 0.6882(3) 0.0256(10) Uani 1 1 d D . . C8 C 0.8101(11) 0.2652(5) 0.7463(7) 0.031(2) Uiso 0.616(11) 1 d PD A 1 H8A H 0.7989 0.2764 0.8157 0.038 Uiso 0.616(11) 1 calc PR A 1 H8B H 0.9077 0.2496 0.7417 0.038 Uiso 0.616(11) 1 calc PR A 1 C9 C 0.7163(12) 0.1939(6) 0.7118(6) 0.030(2) Uiso 0.616(11) 1 d PD A 1 H9A H 0.7489 0.1435 0.7459 0.036 Uiso 0.616(11) 1 calc PR A 1 H9B H 0.6203 0.2047 0.7270 0.036 Uiso 0.616(11) 1 calc PR A 1 C2' C 0.5661(10) 0.1757(9) 0.6021(12) 0.030(4) Uiso 0.384(11) 1 d PD A 2 H2'1 H 0.5341 0.1901 0.6660 0.035 Uiso 0.384(11) 1 calc PR A 2 H2'2 H 0.5368 0.1194 0.5855 0.035 Uiso 0.384(11) 1 calc PR A 2 C3' C 0.5079(15) 0.2352(6) 0.5226(11) 0.025(4) Uiso 0.384(11) 1 d PD A 2 H3'1 H 0.5211 0.2116 0.4581 0.030 Uiso 0.384(11) 1 calc PR A 2 H3'2 H 0.4072 0.2411 0.5267 0.030 Uiso 0.384(11) 1 calc PR A 2 C5' C 0.5338(14) 0.3591(11) 0.6197(9) 0.033(4) Uiso 0.384(11) 1 d PD A 2 H5'1 H 0.4982 0.3184 0.6639 0.040 Uiso 0.384(11) 1 calc PR A 2 H5'2 H 0.4604 0.3998 0.6029 0.040 Uiso 0.384(11) 1 calc PR A 2 C6' C 0.6613(12) 0.4001(8) 0.6692(13) 0.031(4) Uiso 0.384(11) 1 d PD A 2 H6'1 H 0.6898 0.4447 0.6275 0.038 Uiso 0.384(11) 1 calc PR A 2 H6'2 H 0.6389 0.4239 0.7318 0.038 Uiso 0.384(11) 1 calc PR A 2 C8' C 0.7478(17) 0.2782(7) 0.7588(9) 0.026(3) Uiso 0.384(11) 1 d PD A 2 H8'1 H 0.6491 0.2801 0.7711 0.031 Uiso 0.384(11) 1 calc PR A 2 H8'2 H 0.8057 0.2854 0.8214 0.031 Uiso 0.384(11) 1 calc PR A 2 C9' C 0.7824(17) 0.1979(9) 0.7096(8) 0.030(4) Uiso 0.384(11) 1 d PD A 2 H9'1 H 0.8842 0.1941 0.7105 0.036 Uiso 0.384(11) 1 calc PR A 2 H9'2 H 0.7521 0.1528 0.7500 0.036 Uiso 0.384(11) 1 calc PR A 2 C1A C 0.8070(6) 0.1194(3) 0.5704(5) 0.0319(13) Uani 1 1 d . A . H1A1 H 0.7616 0.0951 0.5098 0.038 Uiso 1 1 calc R . . H1A2 H 0.8206 0.0761 0.6202 0.038 Uiso 1 1 calc R . . C2A C 0.9442(6) 0.1551(4) 0.5514(4) 0.0307(13) Uani 1 1 d . . . N3A N 0.9516(5) 0.2310(3) 0.5364(3) 0.0278(11) Uani 1 1 d . A . H3AN H 1.0293 0.2557 0.5263 0.033 Uiso 1 1 calc R . . O4A O 1.0408(5) 0.0985(3) 0.5492(4) 0.0437(12) Uani 1 1 d . A . C5A C 1.1758(7) 0.1262(4) 0.5282(6) 0.056(2) Uani 1 1 d . . . H5A1 H 1.1697 0.1493 0.4624 0.083 Uiso 1 1 calc R A . H5A2 H 1.2404 0.0803 0.5322 0.083 Uiso 1 1 calc R . . H5A3 H 1.2091 0.1677 0.5756 0.083 Uiso 1 1 calc R . . C1B C 0.5417(6) 0.3541(4) 0.4307(4) 0.0341(14) Uani 1 1 d . A . H1B1 H 0.4683 0.3956 0.4323 0.041 Uiso 1 1 calc R . . H1B2 H 0.5077 0.3111 0.3841 0.041 Uiso 1 1 calc R . . C2B C 0.6692(5) 0.3919(3) 0.3981(4) 0.0277(12) Uani 1 1 d . . . N3B N 0.7864(4) 0.3735(3) 0.4411(3) 0.0245(10) Uani 1 1 d . A . H3BN H 0.8641 0.3970 0.4286 0.029 Uiso 1 1 calc R . . O4B O 0.6402(4) 0.4403(3) 0.3222(3) 0.0348(10) Uani 1 1 d . A . C5B C 0.7572(7) 0.4739(4) 0.2775(5) 0.0383(15) Uani 1 1 d . . . H5B1 H 0.8122 0.5080 0.3249 0.057 Uiso 1 1 calc R A . H5B2 H 0.7236 0.5068 0.2209 0.057 Uiso 1 1 calc R . . H5B3 H 0.8149 0.4296 0.2566 0.057 Uiso 1 1 calc R . . C1C C 0.8978(6) 0.3943(4) 0.7067(4) 0.0312(13) Uani 1 1 d . A . H1C1 H 0.8918 0.4379 0.6570 0.037 Uiso 1 1 calc R . . H1C2 H 0.9833 0.3629 0.6998 0.037 Uiso 1 1 calc R . . C2C C 0.9070(6) 0.4317(4) 0.8051(5) 0.0332(13) Uani 1 1 d . . . N3C N 0.9103(6) 0.4600(4) 0.8812(4) 0.0499(15) Uani 1 1 d . A . B1 B 1.1514(5) 0.3974(3) 0.4520(4) 0.0273(14) Uani 1 1 d D . . F1 F 1.1931(3) 0.31684(19) 0.4479(3) 0.0369(8) Uani 1 1 d D . . F2 F 1.0754(4) 0.4179(2) 0.3647(3) 0.0470(10) Uani 1 1 d D . . F3 F 1.0672(3) 0.4066(2) 0.5270(3) 0.0395(9) Uani 1 1 d D . . F4 F 1.2654(3) 0.4475(2) 0.4684(3) 0.0505(11) Uani 1 1 d D . . B2 B 0.7162(9) 0.7029(6) 0.2195(6) 0.022(4) Uiso 0.399(8) 1 d PD B 1 F5 F 0.8144(10) 0.7128(7) 0.1526(7) 0.048(3) Uiso 0.399(8) 1 d PD B 1 F6 F 0.6190(10) 0.6460(6) 0.1819(8) 0.066(4) Uiso 0.399(8) 1 d PD B 1 F7 F 0.6483(10) 0.7763(5) 0.2348(7) 0.039(3) Uiso 0.399(8) 1 d PD B 1 F8 F 0.7808(10) 0.6760(6) 0.3089(6) 0.043(3) Uiso 0.399(8) 1 d PD B 1 B2' B 0.7368(8) 0.7160(5) 0.2291(6) 0.034(4) Uiso 0.601(8) 1 d PD B 2 F5' F 0.7211(9) 0.6543(5) 0.2961(6) 0.065(2) Uiso 0.601(8) 1 d PD B 2 F6' F 0.8357(7) 0.7717(5) 0.2646(6) 0.065(2) Uiso 0.601(8) 1 d PD B 2 F7' F 0.6085(7) 0.7537(4) 0.2087(5) 0.0456(18) Uiso 0.601(8) 1 d PD B 2 F8' F 0.7746(8) 0.6840(5) 0.1419(5) 0.055(2) Uiso 0.601(8) 1 d PD B 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 Cu 0.0150(3) 0.0229(3) 0.0253(3) 0.0023(3) 0.0037(2) -0.0011(3) N1 0.023(2) 0.024(2) 0.035(3) -0.002(2) 0.010(2) -0.0020(19) N4 0.020(2) 0.034(3) 0.023(2) 0.004(2) 0.0032(18) 0.0006(19) N7 0.022(2) 0.029(3) 0.027(2) 0.002(2) 0.0052(18) -0.0030(19) C1A 0.030(3) 0.023(3) 0.044(3) -0.006(3) 0.012(3) -0.006(2) C2A 0.027(3) 0.030(3) 0.036(3) 0.004(3) 0.013(2) 0.005(2) N3A 0.019(2) 0.027(3) 0.038(3) 0.009(2) 0.0078(19) -0.0005(19) O4A 0.039(2) 0.027(2) 0.069(3) 0.012(2) 0.026(2) 0.0111(19) C5A 0.038(4) 0.037(4) 0.097(6) 0.025(4) 0.037(4) 0.017(3) C1B 0.019(3) 0.050(4) 0.033(3) 0.010(3) 0.000(2) -0.002(3) C2B 0.021(3) 0.029(3) 0.034(3) 0.006(2) 0.006(2) 0.000(2) N3B 0.019(2) 0.027(2) 0.027(2) 0.001(2) 0.0066(18) 0.0006(19) O4B 0.029(2) 0.042(2) 0.033(2) 0.0157(19) 0.0015(17) 0.0034(18) C5B 0.042(4) 0.040(4) 0.034(3) 0.011(3) 0.009(3) -0.003(3) C1C 0.029(3) 0.032(3) 0.033(3) -0.002(3) 0.005(2) -0.004(2) C2C 0.030(3) 0.030(3) 0.039(4) -0.005(3) -0.002(3) 0.001(2) N3C 0.047(3) 0.057(4) 0.045(4) -0.016(3) 0.004(3) -0.006(3) B1 0.021(3) 0.025(3) 0.037(4) -0.001(3) 0.006(3) 0.003(3) F1 0.0377(19) 0.0266(18) 0.047(2) 0.0010(15) 0.0077(16) 0.0042(14) F2 0.055(2) 0.047(2) 0.039(2) 0.0101(18) 0.0030(18) 0.0163(19) F3 0.0280(18) 0.049(2) 0.043(2) -0.0051(17) 0.0111(15) 0.0016(16) F4 0.0257(18) 0.036(2) 0.092(3) 0.002(2) 0.0167(19) -0.0067(15) _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 N3A 1.941(4) . ? Cu N3B 1.947(5) . ? Cu N4 2.029(4) . ? Cu N1 2.045(5) . ? Cu N7 2.248(5) . ? N1 C1A 1.465(7) . ? N1 C9 1.491(9) . ? N1 C2' 1.497(10) . ? N1 C2 1.528(8) . ? N1 C9' 1.531(10) . ? C2 C3 1.538(10) . ? C3 N4 1.476(9) . ? N4 C1B 1.483(7) . ? N4 C5' 1.498(10) . ? N4 C3' 1.512(10) . ? N4 C5 1.523(9) . ? C5 C6 1.517(10) . ? C6 N7 1.479(9) . ? N7 C1C 1.453(7) . ? N7 C8' 1.469(10) . ? N7 C8 1.495(9) . ? N7 C6' 1.507(10) . ? C8 C9 1.532(10) . ? C2' C3' 1.537(12) . ? C5' C6' 1.513(12) . ? C8' C9' 1.539(12) . ? C1A C2A 1.502(8) . ? C2A N3A 1.270(7) . ? C2A O4A 1.325(7) . ? O4A C5A 1.444(8) . ? C1B C2B 1.493(8) . ? C2B N3B 1.268(7) . ? C2B O4B 1.325(7) . ? O4B C5B 1.452(7) . ? C1C C2C 1.485(8) . ? C2C N3C 1.145(8) . ? B1 F4 1.382(5) . ? B1 F3 1.387(5) . ? B1 F1 1.389(5) . ? B1 F2 1.390(5) . ? B2 F6 1.394(7) . ? B2 F5 1.398(7) . ? B2 F8 1.400(7) . ? B2 F7 1.403(7) . ? B2' F6' 1.383(7) . ? B2' F5' 1.390(7) . ? B2' F8' 1.394(7) . ? B2' F7' 1.396(7) . ? 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 N3A Cu N3B 104.08(19) . . ? N3A Cu N4 165.1(2) . . ? N3B Cu N4 83.74(18) . . ? N3A Cu N1 82.75(18) . . ? N3B Cu N1 161.26(19) . . ? N4 Cu N1 86.08(18) . . ? N3A Cu N7 105.30(19) . . ? N3B Cu N7 110.72(18) . . ? N4 Cu N7 83.17(17) . . ? N1 Cu N7 83.53(18) . . ? C1A N1 C9 118.0(6) . . ? C1A N1 C2' 122.1(8) . . ? C9 N1 C2' 85.1(8) . . ? C1A N1 C2 107.5(5) . . ? C9 N1 C2 110.6(6) . . ? C2' N1 C2 25.5(6) . . ? C1A N1 C9' 103.0(6) . . ? C9 N1 C9' 24.8(6) . . ? C2' N1 C9' 109.8(10) . . ? C2 N1 C9' 135.3(8) . . ? C1A N1 Cu 105.9(3) . . ? C9 N1 Cu 112.8(4) . . ? C2' N1 Cu 112.2(6) . . ? C2 N1 Cu 100.5(5) . . ? C9' N1 Cu 101.6(7) . . ? N1 C2 C3 111.2(7) . . ? N4 C3 C2 107.9(7) . . ? C3 N4 C1B 118.5(6) . . ? C3 N4 C5' 85.2(8) . . ? C1B N4 C5' 122.7(8) . . ? C3 N4 C3' 23.1(6) . . ? C1B N4 C3' 104.7(6) . . ? C5' N4 C3' 108.3(10) . . ? C3 N4 C5 111.2(6) . . ? C1B N4 C5 104.4(5) . . ? C5' N4 C5 26.3(6) . . ? C3' N4 C5 134.4(8) . . ? C3 N4 Cu 111.4(4) . . ? C1B N4 Cu 105.4(3) . . ? C5' N4 Cu 112.8(6) . . ? C3' N4 Cu 100.3(6) . . ? C5 N4 Cu 104.8(4) . . ? C6 C5 N4 112.0(7) . . ? N7 C6 C5 109.2(7) . . ? C1C N7 C8' 121.3(7) . . ? C1C N7 C6 119.6(6) . . ? C8' N7 C6 86.1(8) . . ? C1C N7 C8 107.2(5) . . ? C8' N7 C8 26.5(6) . . ? C6 N7 C8 112.4(7) . . ? C1C N7 C6' 102.4(7) . . ? C8' N7 C6' 111.6(10) . . ? C6 N7 C6' 25.5(6) . . ? C8 N7 C6' 137.9(9) . . ? C1C N7 Cu 109.5(3) . . ? C8' N7 Cu 110.8(5) . . ? C6 N7 Cu 107.3(4) . . ? C8 N7 Cu 98.9(5) . . ? C6' N7 Cu 98.6(7) . . ? N7 C8 C9 112.9(7) . . ? N1 C9 C8 108.8(7) . . ? N1 C2' C3' 104.8(9) . . ? N4 C3' C2' 114.4(10) . . ? N4 C5' C6' 108.1(10) . . ? N7 C6' C5' 111.4(10) . . ? N7 C8' C9' 104.1(9) . . ? N1 C9' C8' 117.5(10) . . ? N1 C1A C2A 108.7(5) . . ? N3A C2A O4A 129.6(5) . . ? N3A C2A C1A 118.6(5) . . ? O4A C2A C1A 111.7(5) . . ? C2A N3A Cu 114.2(4) . . ? C2A O4A C5A 116.1(5) . . ? N4 C1B C2B 109.5(4) . . ? N3B C2B O4B 128.8(5) . . ? N3B C2B C1B 119.5(5) . . ? O4B C2B C1B 111.7(5) . . ? C2B N3B Cu 113.1(4) . . ? C2B O4B C5B 116.6(4) . . ? N7 C1C C2C 112.9(5) . . ? N3C C2C C1C 178.1(7) . . ? F4 B1 F3 109.4(4) . . ? F4 B1 F1 110.1(4) . . ? F3 B1 F1 109.3(4) . . ? F4 B1 F2 110.3(4) . . ? F3 B1 F2 108.5(4) . . ? F1 B1 F2 109.2(4) . . ? F6 B2 F5 108.3(8) . . ? F6 B2 F8 110.1(8) . . ? F5 B2 F8 109.9(7) . . ? F6 B2 F7 109.0(8) . . ? F5 B2 F7 111.0(7) . . ? F8 B2 F7 108.5(7) . . ? F6' B2' F5' 111.5(7) . . ? F6' B2' F8' 108.9(7) . . ? F5' B2' F8' 110.6(7) . . ? F6' B2' F7' 110.6(7) . . ? F5' B2' F7' 107.8(7) . . ? F8' B2' F7' 107.3(7) . . ? 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 N3A Cu N1 C1A -26.8(4) . . . . ? N3B Cu N1 C1A 86.0(7) . . . . ? N4 Cu N1 C1A 143.2(4) . . . . ? N7 Cu N1 C1A -133.2(4) . . . . ? N3A Cu N1 C9 103.6(6) . . . . ? N3B Cu N1 C9 -143.5(7) . . . . ? N4 Cu N1 C9 -86.3(6) . . . . ? N7 Cu N1 C9 -2.8(5) . . . . ? N3A Cu N1 C2' -162.3(8) . . . . ? N3B Cu N1 C2' -49.5(10) . . . . ? N4 Cu N1 C2' 7.7(8) . . . . ? N7 Cu N1 C2' 91.3(8) . . . . ? N3A Cu N1 C2 -138.6(5) . . . . ? N3B Cu N1 C2 -25.8(8) . . . . ? N4 Cu N1 C2 31.4(4) . . . . ? N7 Cu N1 C2 115.0(4) . . . . ? N3A Cu N1 C9' 80.5(6) . . . . ? N3B Cu N1 C9' -166.7(7) . . . . ? N4 Cu N1 C9' -109.5(6) . . . . ? N7 Cu N1 C9' -25.9(6) . . . . ? C1A N1 C2 C3 -161.1(7) . . . . ? C9 N1 C2 C3 68.8(10) . . . . ? C2' N1 C2 C3 69.6(14) . . . . ? C9' N1 C2 C3 68.0(13) . . . . ? Cu N1 C2 C3 -50.6(8) . . . . ? N1 C2 C3 N4 46.7(11) . . . . ? C2 C3 N4 C1B 105.2(8) . . . . ? C2 C3 N4 C5' -130.0(10) . . . . ? C2 C3 N4 C3' 47.4(14) . . . . ? C2 C3 N4 C5 -133.8(7) . . . . ? C2 C3 N4 Cu -17.3(9) . . . . ? N3A Cu N4 C3 32.9(10) . . . . ? N3B Cu N4 C3 155.5(6) . . . . ? N1 Cu N4 C3 -8.7(6) . . . . ? N7 Cu N4 C3 -92.7(6) . . . . ? N3A Cu N4 C1B -96.8(8) . . . . ? N3B Cu N4 C1B 25.8(4) . . . . ? N1 Cu N4 C1B -138.5(4) . . . . ? N7 Cu N4 C1B 137.6(4) . . . . ? N3A Cu N4 C5' 126.8(10) . . . . ? N3B Cu N4 C5' -110.6(8) . . . . ? N1 Cu N4 C5' 85.1(8) . . . . ? N7 Cu N4 C5' 1.2(8) . . . . ? N3A Cu N4 C3' 11.8(10) . . . . ? N3B Cu N4 C3' 134.3(6) . . . . ? N1 Cu N4 C3' -29.9(6) . . . . ? N7 Cu N4 C3' -113.8(6) . . . . ? N3A Cu N4 C5 153.3(7) . . . . ? N3B Cu N4 C5 -84.1(4) . . . . ? N1 Cu N4 C5 111.7(4) . . . . ? N7 Cu N4 C5 27.7(4) . . . . ? C3 N4 C5 C6 68.9(9) . . . . ? C1B N4 C5 C6 -162.2(7) . . . . ? C5' N4 C5 C6 60.2(14) . . . . ? C3' N4 C5 C6 69.6(11) . . . . ? Cu N4 C5 C6 -51.6(8) . . . . ? N4 C5 C6 N7 51.0(11) . . . . ? C5 C6 N7 C1C 101.7(8) . . . . ? C5 C6 N7 C8' -134.2(9) . . . . ? C5 C6 N7 C8 -131.3(8) . . . . ? C5 C6 N7 C6' 49.7(13) . . . . ? C5 C6 N7 Cu -23.6(9) . . . . ? N3A Cu N7 C1C 58.6(4) . . . . ? N3B Cu N7 C1C -53.3(4) . . . . ? N4 Cu N7 C1C -134.0(4) . . . . ? N1 Cu N7 C1C 139.2(4) . . . . ? N3A Cu N7 C8' -77.8(7) . . . . ? N3B Cu N7 C8' 170.2(7) . . . . ? N4 Cu N7 C8' 89.6(7) . . . . ? N1 Cu N7 C8' 2.8(7) . . . . ? N3A Cu N7 C6 -170.2(5) . . . . ? N3B Cu N7 C6 77.9(5) . . . . ? N4 Cu N7 C6 -2.8(5) . . . . ? N1 Cu N7 C6 -89.6(5) . . . . ? N3A Cu N7 C8 -53.3(5) . . . . ? N3B Cu N7 C8 -165.2(4) . . . . ? N4 Cu N7 C8 114.1(5) . . . . ? N1 Cu N7 C8 27.3(5) . . . . ? N3A Cu N7 C6' 165.1(7) . . . . ? N3B Cu N7 C6' 53.2(7) . . . . ? N4 Cu N7 C6' -27.5(7) . . . . ? N1 Cu N7 C6' -114.3(7) . . . . ? C1C N7 C8 C9 -162.8(7) . . . . ? C8' N7 C8 C9 70.3(14) . . . . ? C6 N7 C8 C9 63.8(10) . . . . ? C6' N7 C8 C9 64.5(14) . . . . ? Cu N7 C8 C9 -49.1(8) . . . . ? C1A N1 C9 C8 101.1(8) . . . . ? C2' N1 C9 C8 -135.0(10) . . . . ? C2 N1 C9 C8 -134.6(8) . . . . ? C9' N1 C9 C8 44.0(13) . . . . ? Cu N1 C9 C8 -22.9(9) . . . . ? N7 C8 C9 N1 51.7(11) . . . . ? C1A N1 C2' C3' -110.1(11) . . . . ? C9 N1 C2' C3' 129.8(12) . . . . ? C2 N1 C2' C3' -49.5(11) . . . . ? C9' N1 C2' C3' 129.3(11) . . . . ? Cu N1 C2' C3' 17.1(13) . . . . ? C3 N4 C3' C2' -70.1(15) . . . . ? C1B N4 C3' C2' 160.2(11) . . . . ? C5' N4 C3' C2' -67.3(15) . . . . ? C5 N4 C3' C2' -71.7(16) . . . . ? Cu N4 C3' C2' 51.1(13) . . . . ? N1 C2' C3' N4 -46.8(17) . . . . ? C3 N4 C5' C6' 137.6(13) . . . . ? C1B N4 C5' C6' -101.4(12) . . . . ? C3' N4 C5' C6' 136.5(11) . . . . ? C5 N4 C5' C6' -50.6(11) . . . . ? Cu N4 C5' C6' 26.4(14) . . . . ? C1C N7 C6' C5' 163.3(11) . . . . ? C8' N7 C6' C5' -65.5(15) . . . . ? C6 N7 C6' C5' -61.2(13) . . . . ? C8 N7 C6' C5' -62.7(18) . . . . ? Cu N7 C6' C5' 51.0(13) . . . . ? N4 C5' C6' N7 -55.0(17) . . . . ? C1C N7 C8' C9' -108.9(10) . . . . ? C6 N7 C8' C9' 128.6(11) . . . . ? C8 N7 C8' C9' -45.4(10) . . . . ? C6' N7 C8' C9' 130.4(11) . . . . ? Cu N7 C8' C9' 21.6(12) . . . . ? C1A N1 C9' C8' 161.5(12) . . . . ? C9 N1 C9' C8' -68.0(14) . . . . ? C2' N1 C9' C8' -66.9(16) . . . . ? C2 N1 C9' C8' -66.1(18) . . . . ? Cu N1 C9' C8' 52.0(14) . . . . ? N7 C8' C9' N1 -50.7(17) . . . . ? C9 N1 C1A C2A -95.8(7) . . . . ? C2' N1 C1A C2A 161.6(8) . . . . ? C2 N1 C1A C2A 138.4(6) . . . . ? C9' N1 C1A C2A -74.7(9) . . . . ? Cu N1 C1A C2A 31.6(6) . . . . ? N1 C1A C2A N3A -21.8(8) . . . . ? N1 C1A C2A O4A 160.9(5) . . . . ? O4A C2A N3A Cu 175.3(5) . . . . ? C1A C2A N3A Cu -1.5(7) . . . . ? N3B Cu N3A C2A -145.7(4) . . . . ? N4 Cu N3A C2A -25.4(10) . . . . ? N1 Cu N3A C2A 16.5(4) . . . . ? N7 Cu N3A C2A 97.7(5) . . . . ? N3A C2A O4A C5A 1.0(10) . . . . ? C1A C2A O4A C5A 178.0(6) . . . . ? C3 N4 C1B C2B -154.0(6) . . . . ? C5' N4 C1B C2B 102.4(8) . . . . ? C3' N4 C1B C2B -133.9(8) . . . . ? C5 N4 C1B C2B 81.6(6) . . . . ? Cu N4 C1B C2B -28.6(6) . . . . ? N4 C1B C2B N3B 16.9(8) . . . . ? N4 C1B C2B O4B -165.3(5) . . . . ? O4B C2B N3B Cu -171.8(5) . . . . ? C1B C2B N3B Cu 5.6(7) . . . . ? N3A Cu N3B C2B 148.7(4) . . . . ? N4 Cu N3B C2B -18.4(4) . . . . ? N1 Cu N3B C2B 39.1(8) . . . . ? N7 Cu N3B C2B -98.6(4) . . . . ? N3B C2B O4B C5B 3.9(9) . . . . ? C1B C2B O4B C5B -173.7(5) . . . . ? C8' N7 C1C C2C -48.8(9) . . . . ? C6 N7 C1C C2C 55.9(8) . . . . ? C8 N7 C1C C2C -73.5(7) . . . . ? C6' N7 C1C C2C 76.2(9) . . . . ? Cu N7 C1C C2C -179.9(4) . . . . ? N7 C1C C2C N3C -18(21) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.798 _refine_diff_density_min -0.819 _refine_diff_density_rms 0.118 ###======END data_9n3cup _database_code_CSD 193876 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H34 B2 Cu F8 N6 O3' _chemical_formula_weight 607.66 _refine_special_details ; There are four cations in the asymmetric unit, with 8 anions (BF4) and 4 water molecules. Two of the cations are free of disorder. Cu2 shows disorder in the CN chain, modelled over two sites 65:35 occupancies. The hydrogens on C17a are also necessarily disordered. Restraints were applied. The highest residual peak in the difference Fourier is in this region. The OMe arm of Cu cation is also disordered and modelled over two sites, 75:25 occupancies. Only one of the 8 BF4 shows disorder, although some show large thermal motions. The 8th had 3 of the 4F modelled over three sites 50:30:20 with restraints applied. Even so it is poorly behaved and an apparent H2O molecule is very close to some of the F sites. SAME restraints were applied to the other 7 BF4. There are 4 H2O in the asymmetric unit, two are modelled as fully occupied, the other two are modelled as two sites 80:20 occupancies. 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. ; 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' 'B' 'B' 0.0013 0.0007 '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' 'F' 'F' 0.0171 0.0103 '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 10.1492(8) _cell_length_b 16.5575(14) _cell_length_c 31.057(3) _cell_angle_alpha 100.7350(10) _cell_angle_beta 97.7800(10) _cell_angle_gamma 91.4020(10) _cell_volume 5073.8(8) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5397 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 27.93 _exptl_crystal_description 'triangular prism' _exptl_crystal_colour 'deep blue' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.591 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2504 _exptl_absorpt_coefficient_mu 0.952 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.739 _exptl_absorpt_correction_T_max 0.875 _exptl_absorpt_process_details 'Bruker SADABS, (1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker SMART1000 CCD area detector' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 47209 _diffrn_reflns_av_R_equivalents 0.034 _diffrn_reflns_av_sigmaI/netI 0.0744 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 1.25 _diffrn_reflns_theta_max 28.92 _reflns_number_total 23282 _reflns_number_gt 14322 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART version 5.054 (Bruker, 1998)' _computing_cell_refinement 'Bruker SAINT version 6.02a (Bruker, 2000)' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97; PLATON (Spek, 2000)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w==1/[\s^2^(Fo^2^)+(0.0659P)^2^] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geometrically placed, Me from delta-F, H2O omitted' _refine_ls_hydrogen_treatment 'riding model, Me rigid rotating group' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 23279 _refine_ls_number_parameters 1345 _refine_ls_number_restraints 475 _refine_ls_R_factor_all 0.0896 _refine_ls_R_factor_gt 0.0498 _refine_ls_wR_factor_ref 0.1292 _refine_ls_wR_factor_gt 0.1167 _refine_ls_goodness_of_fit_ref 0.925 _refine_ls_restrained_S_all 0.983 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.43628(4) 0.04521(2) 0.394127(13) 0.01763(10) Uani 1 1 d . . . N1 N 0.5367(3) 0.10881(16) 0.35691(9) 0.0229(6) Uani 1 1 d . . . C2 C 0.4483(4) 0.1719(2) 0.34160(13) 0.0302(8) Uani 1 1 d . . . H2A H 0.4091 0.1522 0.3103 0.036 Uiso 1 1 calc R . . H2B H 0.5013 0.2237 0.3435 0.036 Uiso 1 1 calc R . . C3 C 0.3384(3) 0.1878(2) 0.36993(12) 0.0271(8) Uani 1 1 d . . . H3A H 0.3753 0.2203 0.3994 0.032 Uiso 1 1 calc R . . H3B H 0.2700 0.2201 0.3559 0.032 Uiso 1 1 calc R . . N4 N 0.2768(3) 0.10852(16) 0.37512(9) 0.0197(6) Uani 1 1 d . . . C5 C 0.2014(3) 0.0629(2) 0.33229(11) 0.0268(8) Uani 1 1 d . . . H5A H 0.2226 0.0899 0.3080 0.032 Uiso 1 1 calc R . . H5B H 0.1048 0.0669 0.3336 0.032 Uiso 1 1 calc R . . C6 C 0.2314(3) -0.0268(2) 0.32139(12) 0.0283(8) Uani 1 1 d . . . H6A H 0.1892 -0.0572 0.3410 0.034 Uiso 1 1 calc R . . H6B H 0.1924 -0.0499 0.2904 0.034 Uiso 1 1 calc R . . N7 N 0.3762(3) -0.03884(17) 0.32689(9) 0.0252(6) Uani 1 1 d . . . C8 C 0.4470(4) -0.0062(2) 0.29479(12) 0.0318(9) Uani 1 1 d . . . H8A H 0.3862 0.0265 0.2780 0.038 Uiso 1 1 calc R . . H8B H 0.4749 -0.0525 0.2734 0.038 Uiso 1 1 calc R . . C9 C 0.5688(4) 0.0476(2) 0.31823(12) 0.0288(8) Uani 1 1 d . . . H9A H 0.6388 0.0123 0.3286 0.035 Uiso 1 1 calc R . . H9B H 0.6042 0.0772 0.2970 0.035 Uiso 1 1 calc R . . C1A C 0.6564(3) 0.1519(2) 0.38518(12) 0.0272(8) Uani 1 1 d . . . H1AA H 0.6287 0.1840 0.4124 0.033 Uiso 1 1 calc R . . H1AB H 0.6940 0.1914 0.3692 0.033 Uiso 1 1 calc R . . C2A C 0.7652(3) 0.0966(2) 0.39854(12) 0.0269(8) Uani 1 1 d . . . H2AA H 0.8083 0.0757 0.3722 0.032 Uiso 1 1 calc R . . H2AB H 0.8334 0.1307 0.4207 0.032 Uiso 1 1 calc R . . C3A C 0.7245(3) 0.0245(2) 0.41726(11) 0.0233(7) Uani 1 1 d . . . N4A N 0.6042(3) 0.00061(16) 0.41780(9) 0.0216(6) Uani 1 1 d . . . H4AA H 0.5946 -0.0419 0.4306 0.026 Uiso 1 1 calc R . . O5A O 0.8322(2) -0.01135(15) 0.43275(9) 0.0312(6) Uani 1 1 d . . . C6A C 0.8135(4) -0.0876(2) 0.44774(14) 0.0366(10) Uani 1 1 d . . . H6A1 H 0.7616 -0.0785 0.4724 0.055 Uiso 1 1 calc R . . H6A2 H 0.9005 -0.1076 0.4576 0.055 Uiso 1 1 calc R . . H6A3 H 0.7659 -0.1286 0.4234 0.055 Uiso 1 1 calc R . . C1B C 0.1884(3) 0.1278(2) 0.41001(11) 0.0220(7) Uani 1 1 d . . . H1BA H 0.1192 0.1643 0.4003 0.026 Uiso 1 1 calc R . . H1BB H 0.2420 0.1583 0.4375 0.026 Uiso 1 1 calc R . . C2B C 0.1207(3) 0.0525(2) 0.42032(11) 0.0223(7) Uani 1 1 d . . . H2BA H 0.0621 0.0711 0.4429 0.027 Uiso 1 1 calc R . . H2BB H 0.0632 0.0240 0.3932 0.027 Uiso 1 1 calc R . . C3B C 0.2115(3) -0.0080(2) 0.43674(11) 0.0211(7) Uani 1 1 d . . . N4B N 0.3329(3) -0.01319(16) 0.43076(9) 0.0200(6) Uani 1 1 d . . . H4BA H 0.3781 -0.0475 0.4448 0.024 Uiso 1 1 calc R . . O5B O 0.1457(2) -0.05624(15) 0.45743(8) 0.0280(6) Uani 1 1 d . . . C6B C 0.2115(4) -0.1252(2) 0.47133(13) 0.0334(9) Uani 1 1 d . . . H6B1 H 0.2387 -0.1612 0.4456 0.050 Uiso 1 1 calc R . . H6B2 H 0.1503 -0.1562 0.4849 0.050 Uiso 1 1 calc R . . H6B3 H 0.2903 -0.1052 0.4930 0.050 Uiso 1 1 calc R . . C1C C 0.4094(4) -0.1229(2) 0.33197(12) 0.0307(8) Uani 1 1 d D . . H1CA H 0.3813 -0.1327 0.3599 0.037 Uiso 1 1 calc R . . H1CB H 0.5075 -0.1260 0.3350 0.037 Uiso 1 1 calc R . . C2C C 0.3483(5) -0.1913(2) 0.29500(13) 0.0475(11) Uani 1 1 d D . . H2CA H 0.2501 -0.1887 0.2906 0.057 Uiso 1 1 calc R . . H2CB H 0.3810 -0.1857 0.2670 0.057 Uiso 1 1 calc R . . C3C C 0.3863(5) -0.2703(2) 0.30721(14) 0.0475(11) Uani 1 1 d D . . N4C N 0.4185(4) -0.3282(2) 0.31974(13) 0.0592(11) Uani 1 1 d D . . Cu2 Cu 0.96938(4) 0.54434(2) 0.398001(13) 0.01792(10) Uani 1 1 d . . . N11 N 0.8530(3) 0.63034(17) 0.37574(9) 0.0246(6) Uani 1 1 d . . . C12 C 0.9526(4) 0.7008(2) 0.37964(14) 0.0340(9) Uani 1 1 d . . . H12A H 0.9102 0.7446 0.3657 0.041 Uiso 1 1 calc R . . H12B H 0.9826 0.7241 0.4113 0.041 Uiso 1 1 calc R . . C13 C 1.0684(4) 0.6730(2) 0.35780(13) 0.0328(9) Uani 1 1 d . . . H13A H 1.1402 0.7169 0.3654 0.039 Uiso 1 1 calc R . . H13B H 1.0424 0.6618 0.3253 0.039 Uiso 1 1 calc R . . N14 N 1.1181(3) 0.59708(16) 0.37217(9) 0.0214(6) Uani 1 1 d . . . C15 C 1.1472(4) 0.5345(2) 0.33342(12) 0.0307(8) Uani 1 1 d . . . H15A H 1.1941 0.4890 0.3444 0.037 Uiso 1 1 calc R . . H15B H 1.2071 0.5605 0.3167 0.037 Uiso 1 1 calc R . . C16 C 1.0215(4) 0.4997(3) 0.30253(13) 0.0402(10) Uani 1 1 d . . . H16A H 0.9863 0.5418 0.2859 0.048 Uiso 1 1 calc R . . H16B H 1.0431 0.4516 0.2809 0.048 Uiso 1 1 calc R . . N17 N 0.9200(3) 0.47448(17) 0.32721(10) 0.0296(7) Uani 1 1 d . B . C18 C 0.7867(4) 0.5093(3) 0.31525(13) 0.0407(10) Uani 1 1 d . . . H18A H 0.7599 0.4948 0.2828 0.049 Uiso 1 1 calc R . . H18B H 0.7188 0.4841 0.3295 0.049 Uiso 1 1 calc R . . C19 C 0.7908(4) 0.6009(3) 0.32964(13) 0.0378(10) Uani 1 1 d . . . H19A H 0.8405 0.6263 0.3099 0.045 Uiso 1 1 calc R . . H19B H 0.6986 0.6195 0.3262 0.045 Uiso 1 1 calc R . . C11A C 0.7542(3) 0.6591(2) 0.40518(13) 0.0279(8) Uani 1 1 d . . . H11A H 0.7096 0.7060 0.3949 0.033 Uiso 1 1 calc R . . H11B H 0.8018 0.6798 0.4354 0.033 Uiso 1 1 calc R . . C11B C 0.6494(3) 0.5949(2) 0.40762(12) 0.0237(7) Uani 1 1 d . . . H11C H 0.5873 0.6206 0.4275 0.028 Uiso 1 1 calc R . . H11D H 0.5977 0.5771 0.3778 0.028 Uiso 1 1 calc R . . C11C C 0.7009(3) 0.5203(2) 0.42364(11) 0.0235(7) Uani 1 1 d . . . N11D N 0.8204(3) 0.49833(16) 0.42329(9) 0.0225(6) Uani 1 1 d . . . H11E H 0.8401 0.4563 0.4362 0.027 Uiso 1 1 calc R . . O11E O 0.6040(2) 0.48104(15) 0.43751(9) 0.0312(6) Uani 1 1 d . . . C11F C 0.6313(4) 0.4032(2) 0.45014(15) 0.0390(10) Uani 1 1 d . . . H11F H 0.6520 0.3640 0.4245 0.058 Uiso 1 1 calc R . . H11G H 0.5530 0.3822 0.4607 0.058 Uiso 1 1 calc R . . H11H H 0.7074 0.4105 0.4738 0.058 Uiso 1 1 calc R . . C14A C 1.2368(3) 0.6208(2) 0.40653(12) 0.0241(8) Uani 1 1 d . . . H14A H 1.2085 0.6564 0.4327 0.029 Uiso 1 1 calc R . . H14B H 1.3010 0.6538 0.3947 0.029 Uiso 1 1 calc R . . C14B C 1.3076(3) 0.5486(2) 0.42155(12) 0.0267(8) Uani 1 1 d . . . H14C H 1.3519 0.5203 0.3968 0.032 Uiso 1 1 calc R . . H14E H 1.3785 0.5712 0.4463 0.032 Uiso 1 1 calc R . . C14C C 1.2265(3) 0.4858(2) 0.43606(11) 0.0223(7) Uani 1 1 d . . . N14D N 1.0994(3) 0.47838(16) 0.42849(9) 0.0208(6) Uani 1 1 d . . . H14D H 1.0639 0.4376 0.4383 0.025 Uiso 1 1 calc R . . O14E O 1.3056(2) 0.43761(15) 0.45694(8) 0.0286(6) Uani 1 1 d . . . C14F C 1.2469(4) 0.3666(2) 0.46862(13) 0.0328(9) Uani 1 1 d . . . H14F H 1.1850 0.3840 0.4898 0.049 Uiso 1 1 calc R . . H14G H 1.3170 0.3357 0.4821 0.049 Uiso 1 1 calc R . . H14H H 1.1985 0.3315 0.4420 0.049 Uiso 1 1 calc R . . C17A C 0.9102(5) 0.3870(2) 0.32858(18) 0.0686(17) Uani 1 1 d D . . H17C H 0.8520 0.3815 0.3511 0.082 Uiso 0.65 1 calc PR A 1 H17D H 1.0001 0.3728 0.3407 0.082 Uiso 0.65 1 calc PR A 1 H7C' H 0.8394 0.3626 0.3041 0.082 Uiso 0.35 1 calc PR A 2 H7D' H 0.8744 0.3835 0.3563 0.082 Uiso 0.35 1 calc PR A 2 C17B C 0.8638(7) 0.3210(3) 0.29006(18) 0.0455(16) Uiso 0.65 1 d PD B 1 H17A H 0.7692 0.3278 0.2791 0.055 Uiso 0.65 1 calc PR B 1 H17B H 0.9165 0.3249 0.2659 0.055 Uiso 0.65 1 calc PR B 1 C17C C 0.8780(7) 0.2395(3) 0.3025(2) 0.0461(17) Uiso 0.65 1 d PD B 1 C7B' C 1.0191(8) 0.3294(4) 0.3263(5) 0.069(4) Uiso 0.35 1 d PD B 2 H7BA H 1.0625 0.3305 0.2997 0.083 Uiso 0.35 1 calc PR B 2 H7BB H 1.0870 0.3437 0.3529 0.083 Uiso 0.35 1 calc PR B 2 C7C' C 0.9536(11) 0.2479(4) 0.3240(4) 0.039(3) Uiso 0.35 1 d PD B 2 N17D N 0.9040(5) 0.1825(2) 0.31770(15) 0.0725(14) Uani 1 1 d D . . Cu3 Cu 0.70620(4) 0.44874(3) 0.861535(13) 0.02262(10) Uani 1 1 d . . . N21 N 0.8862(3) 0.49788(19) 0.89568(10) 0.0313(7) Uani 1 1 d . . . C22 C 0.9442(4) 0.5528(3) 0.86933(13) 0.0398(10) Uani 1 1 d . . . H22A H 1.0412 0.5455 0.8708 0.048 Uiso 1 1 calc R . . H22B H 0.9310 0.6109 0.8820 0.048 Uiso 1 1 calc R . . C23 C 0.8793(4) 0.5329(3) 0.82187(13) 0.0406(10) Uani 1 1 d . . . H23A H 0.9053 0.5763 0.8062 0.049 Uiso 1 1 calc R . . H23B H 0.9105 0.4800 0.8071 0.049 Uiso 1 1 calc R . . N24 N 0.7327(3) 0.52691(19) 0.81908(9) 0.0296(7) Uani 1 1 d . . . C25 C 0.6785(4) 0.6088(2) 0.83492(13) 0.0371(9) Uani 1 1 d . . . H25A H 0.6338 0.6295 0.8091 0.045 Uiso 1 1 calc R . . H25B H 0.7535 0.6483 0.8493 0.045 Uiso 1 1 calc R . . C26 C 0.5809(4) 0.6057(2) 0.86728(12) 0.0331(9) Uani 1 1 d . . . H26A H 0.5611 0.6625 0.8804 0.040 Uiso 1 1 calc R . . H26B H 0.4966 0.5772 0.8512 0.040 Uiso 1 1 calc R . . N27 N 0.6331(3) 0.56250(17) 0.90312(9) 0.0261(7) Uani 1 1 d . . . C28 C 0.7502(4) 0.6049(2) 0.93295(12) 0.0335(9) Uani 1 1 d . . . H28A H 0.7240 0.6281 0.9621 0.040 Uiso 1 1 calc R . . H28B H 0.7836 0.6509 0.9204 0.040 Uiso 1 1 calc R . . C29 C 0.8593(4) 0.5457(2) 0.93875(12) 0.0337(9) Uani 1 1 d . . . H29A H 0.9418 0.5769 0.9544 0.040 Uiso 1 1 calc R . . H29B H 0.8331 0.5072 0.9573 0.040 Uiso 1 1 calc R . . C21A C 0.9773(4) 0.4299(3) 0.90152(13) 0.0377(10) Uani 1 1 d . . . H21A H 1.0675 0.4548 0.9137 0.045 Uiso 1 1 calc R . . H21B H 0.9829 0.3964 0.8719 0.045 Uiso 1 1 calc R . . C21B C 0.9388(4) 0.3732(2) 0.93100(13) 0.0346(9) Uani 1 1 d . . . H21C H 0.9994 0.3271 0.9288 0.042 Uiso 1 1 calc R . . H21H H 0.9554 0.4039 0.9620 0.042 Uiso 1 1 calc R . . C21C C 0.7993(4) 0.3374(2) 0.92242(11) 0.0273(8) Uani 1 1 d . . . N21D N 0.7045(3) 0.36313(17) 0.89836(9) 0.0241(6) Uani 1 1 d . . . H21D H 0.6258 0.3393 0.8980 0.029 Uiso 1 1 calc R . . O21E O 0.7872(3) 0.27613(15) 0.94456(8) 0.0323(6) Uani 1 1 d . . . C21F C 0.6573(4) 0.2370(2) 0.94112(13) 0.0369(9) Uani 1 1 d . . . H21E H 0.5944 0.2785 0.9504 0.055 Uiso 1 1 calc R . . H21F H 0.6610 0.1960 0.9602 0.055 Uiso 1 1 calc R . . H21G H 0.6278 0.2099 0.9104 0.055 Uiso 1 1 calc R . . C24A C 0.6757(4) 0.4921(2) 0.77250(12) 0.0335(9) Uani 1 1 d . . . H24A H 0.7208 0.4411 0.7625 0.040 Uiso 1 1 calc R . . H24B H 0.6954 0.5318 0.7537 0.040 Uiso 1 1 calc R . . C24B C 0.5270(4) 0.4725(2) 0.76522(12) 0.0346(9) Uani 1 1 d . C . H24C H 0.4817 0.5225 0.7770 0.042 Uiso 1 1 calc R . . H24D H 0.4959 0.4574 0.7330 0.042 Uiso 1 1 calc R . . C24C C 0.4883(4) 0.4044(3) 0.78683(12) 0.0367(9) Uani 1 1 d D . . N24D N 0.5405(3) 0.3951(2) 0.82483(10) 0.0330(7) Uani 1 1 d . C . H24E H 0.4975 0.3600 0.8367 0.040 Uiso 1 1 calc R . . O24E O 0.4004(4) 0.3475(2) 0.75899(11) 0.0338(8) Uiso 0.75 1 d PD C 1 C24F C 0.3599(6) 0.2753(3) 0.7737(2) 0.0426(14) Uiso 0.75 1 d PD C 1 H24F H 0.4381 0.2442 0.7809 0.064 Uiso 0.75 1 calc PR C 1 H24G H 0.2973 0.2410 0.7502 0.064 Uiso 0.75 1 calc PR C 1 H24H H 0.3164 0.2911 0.8001 0.064 Uiso 0.75 1 calc PR C 1 O2E O 0.3582(8) 0.3804(6) 0.7673(3) 0.029(2) Uiso 0.25 1 d PD C 2 C2F C 0.299(2) 0.3174(10) 0.7843(6) 0.058(5) Uiso 0.25 1 d PD C 2 H2F1 H 0.3612 0.2735 0.7861 0.088 Uiso 0.25 1 calc PR C 2 H2F2 H 0.2174 0.2952 0.7646 0.088 Uiso 0.25 1 calc PR C 2 H2F3 H 0.2775 0.3398 0.8138 0.088 Uiso 0.25 1 calc PR C 2 C27A C 0.5275(4) 0.5371(2) 0.92688(11) 0.0270(8) Uani 1 1 d D . . H27A H 0.5679 0.5069 0.9496 0.032 Uiso 1 1 calc R . . H27B H 0.4627 0.4986 0.9056 0.032 Uiso 1 1 calc R . . C27B C 0.4535(4) 0.6078(2) 0.94915(13) 0.0374(9) Uani 1 1 d D . . H27C H 0.5164 0.6444 0.9721 0.045 Uiso 1 1 calc R . . H27D H 0.4174 0.6404 0.9269 0.045 Uiso 1 1 calc R . . C27C C 0.3436(4) 0.5785(2) 0.96965(12) 0.0362(9) Uani 1 1 d D . . N27D N 0.2560(4) 0.5560(2) 0.98457(12) 0.0473(9) Uani 1 1 d D . . Cu4 Cu 0.78608(4) 0.06147(3) 0.135774(13) 0.02298(10) Uani 1 1 d . . . N31 N 0.6036(3) 0.01723(19) 0.10140(10) 0.0294(7) Uani 1 1 d . . . C32 C 0.5361(4) -0.0319(3) 0.12857(13) 0.0396(10) Uani 1 1 d . . . H32A H 0.5435 -0.0914 0.1172 0.047 Uiso 1 1 calc R . . H32B H 0.4404 -0.0204 0.1262 0.047 Uiso 1 1 calc R . . C33 C 0.5986(4) -0.0106(3) 0.17614(13) 0.0398(10) Uani 1 1 d . . . H33A H 0.5717 0.0443 0.1897 0.048 Uiso 1 1 calc R . . H33B H 0.5667 -0.0513 0.1926 0.048 Uiso 1 1 calc R . . N34 N 0.7462(3) -0.01038(19) 0.17971(10) 0.0297(7) Uani 1 1 d . . . C35 C 0.7942(4) -0.0950(2) 0.16594(13) 0.0370(9) Uani 1 1 d . . . H35A H 0.7171 -0.1327 0.1516 0.044 Uiso 1 1 calc R . . H35B H 0.8340 -0.1150 0.1927 0.044 Uiso 1 1 calc R . . C36 C 0.8962(4) -0.0978(2) 0.13437(12) 0.0320(9) Uani 1 1 d . . . H36A H 0.9815 -0.0712 0.1508 0.038 Uiso 1 1 calc R . . H36B H 0.9120 -0.1559 0.1224 0.038 Uiso 1 1 calc R . . N37 N 0.8523(3) -0.05559(17) 0.09730(9) 0.0268(7) Uani 1 1 d . . . C38 C 0.7343(4) -0.0963(2) 0.06707(13) 0.0341(9) Uani 1 1 d . . . H38A H 0.6957 -0.1400 0.0801 0.041 Uiso 1 1 calc R . . H38B H 0.7616 -0.1223 0.0385 0.041 Uiso 1 1 calc R . . C39 C 0.6301(4) -0.0342(2) 0.05918(12) 0.0350(9) Uani 1 1 d . . . H39A H 0.6614 0.0019 0.0401 0.042 Uiso 1 1 calc R . . H39B H 0.5464 -0.0638 0.0434 0.042 Uiso 1 1 calc R . . C31A C 0.5189(4) 0.0875(2) 0.09372(13) 0.0359(9) Uani 1 1 d . . . H31A H 0.5136 0.1232 0.1227 0.043 Uiso 1 1 calc R . . H31B H 0.4277 0.0650 0.0811 0.043 Uiso 1 1 calc R . . C31B C 0.5662(4) 0.1400(2) 0.06358(13) 0.0343(9) Uani 1 1 d . . . H31C H 0.5498 0.1076 0.0330 0.041 Uiso 1 1 calc R . . H31E H 0.5095 0.1879 0.0644 0.041 Uiso 1 1 calc R . . C31C C 0.7077(3) 0.1717(2) 0.07247(11) 0.0249(8) Uani 1 1 d . . . N31D N 0.7980(3) 0.14526(17) 0.09841(9) 0.0250(6) Uani 1 1 d . . . H31D H 0.8782 0.1679 0.0999 0.030 Uiso 1 1 calc R . . O31E O 0.7259(2) 0.22880(15) 0.04870(8) 0.0303(6) Uani 1 1 d . . . C31F C 0.8600(4) 0.2628(2) 0.05116(13) 0.0344(9) Uani 1 1 d . . . H31F H 0.8905 0.2930 0.0813 0.052 Uiso 1 1 calc R . . H31G H 0.8610 0.3004 0.0302 0.052 Uiso 1 1 calc R . . H31H H 0.9193 0.2181 0.0436 0.052 Uiso 1 1 calc R . . C34A C 0.8027(4) 0.0260(2) 0.22584(11) 0.0332(9) Uani 1 1 d . . . H34A H 0.7740 -0.0094 0.2456 0.040 Uiso 1 1 calc R . . H34B H 0.7652 0.0805 0.2340 0.040 Uiso 1 1 calc R . . C34B C 0.9533(4) 0.0368(2) 0.23402(12) 0.0318(9) Uani 1 1 d . . . H34C H 0.9825 0.0541 0.2662 0.038 Uiso 1 1 calc R . . H34D H 0.9909 -0.0171 0.2244 0.038 Uiso 1 1 calc R . . C34C C 1.0089(4) 0.0980(2) 0.21079(12) 0.0331(9) Uani 1 1 d . . . N34D N 0.9527(3) 0.11133(18) 0.17358(10) 0.0293(7) Uani 1 1 d . . . H34E H 0.9946 0.1487 0.1629 0.035 Uiso 1 1 calc R . . O34E O 1.1212(3) 0.1350(2) 0.23355(9) 0.0513(8) Uani 1 1 d . . . C34F C 1.1889(5) 0.1950(4) 0.21516(18) 0.086(2) Uani 1 1 d . . . H34F H 1.2246 0.1674 0.1888 0.129 Uiso 1 1 calc R . . H34G H 1.2620 0.2229 0.2372 0.129 Uiso 1 1 calc R . . H34H H 1.1261 0.2355 0.2070 0.129 Uiso 1 1 calc R . . C37A C 0.9634(4) -0.0345(2) 0.07433(12) 0.0305(8) Uani 1 1 d D . . H37A H 1.0283 0.0036 0.0958 0.037 Uiso 1 1 calc R . . H37B H 0.9278 -0.0049 0.0507 0.037 Uiso 1 1 calc R . . C37B C 1.0357(4) -0.1073(2) 0.05398(13) 0.0390(10) Uani 1 1 d D . . H37C H 1.0708 -0.1380 0.0772 0.047 Uiso 1 1 calc R . . H37D H 0.9728 -0.1448 0.0315 0.047 Uiso 1 1 calc R . . C37C C 1.1465(4) -0.0801(2) 0.03309(13) 0.0378(10) Uani 1 1 d D . . N37D N 1.2339(4) -0.0597(2) 0.01746(11) 0.0457(9) Uani 1 1 d D . . B1 B -0.4617(3) 0.8018(2) 0.48395(12) 0.0267(9) Uani 1 1 d D . . F1 F -0.5397(2) 0.73219(15) 0.46557(9) 0.0556(7) Uani 1 1 d D . . F2 F -0.4875(2) 0.86183(17) 0.45870(10) 0.0662(9) Uani 1 1 d D . . F3 F -0.4900(2) 0.83032(15) 0.52620(7) 0.0466(6) Uani 1 1 d D . . F4 F -0.32851(19) 0.78444(12) 0.48535(7) 0.0322(5) Uani 1 1 d D . . B2 B -0.0730(4) 0.2960(2) 0.47829(13) 0.0261(9) Uani 1 1 d D . . F5 F -0.0268(3) 0.34933(16) 0.51760(8) 0.0590(8) Uani 1 1 d D . . F6 F -0.0686(2) 0.33813(15) 0.44356(8) 0.0499(7) Uani 1 1 d D . . F7 F 0.0059(2) 0.23053(13) 0.47324(8) 0.0474(6) Uani 1 1 d D . . F8 F -0.2027(2) 0.26940(13) 0.47871(7) 0.0368(5) Uani 1 1 d D . . B3 B 0.1805(4) 0.1665(3) 0.08980(17) 0.0385(11) Uani 1 1 d D . . F9 F 0.1149(4) 0.1373(2) 0.04822(10) 0.0909(11) Uani 1 1 d D . . F10 F 0.2934(3) 0.21209(16) 0.09098(14) 0.0916(12) Uani 1 1 d D . . F11 F 0.2122(3) 0.09964(15) 0.10926(10) 0.0619(8) Uani 1 1 d D . . F12 F 0.0930(2) 0.21379(14) 0.11411(7) 0.0428(6) Uani 1 1 d D . . B4 B 0.7682(5) 0.3390(4) 0.17690(17) 0.0533(14) Uani 1 1 d D . . F13 F 0.6770(4) 0.2739(3) 0.17663(14) 0.1172(14) Uani 1 1 d D . . F14 F 0.7424(4) 0.4035(2) 0.20710(10) 0.1058(14) Uani 1 1 d D . . F15 F 0.8928(3) 0.3133(2) 0.18541(12) 0.0827(10) Uani 1 1 d D . . F16 F 0.7506(3) 0.3587(2) 0.13590(9) 0.0825(10) Uani 1 1 d D . . B5 B 0.3233(4) 0.3302(3) 0.90894(17) 0.0394(11) Uani 1 1 d D . . F17 F 0.2166(3) 0.28378(17) 0.91172(16) 0.1081(15) Uani 1 1 d D . . F18 F 0.3959(3) 0.3618(2) 0.94973(9) 0.0801(10) Uani 1 1 d D . . F19 F 0.4078(2) 0.28509(15) 0.88279(8) 0.0481(6) Uani 1 1 d D . . F20 F 0.2830(3) 0.39668(15) 0.88989(9) 0.0594(7) Uani 1 1 d D . . B6 B 1.4455(5) 0.3836(3) 0.32473(15) 0.0341(10) Uani 1 1 d D . . F21 F 1.4126(4) 0.34253(18) 0.28221(10) 0.0968(12) Uani 1 1 d D . . F22 F 1.3561(3) 0.36513(16) 0.35107(12) 0.0815(10) Uani 1 1 d D . . F23 F 1.5691(3) 0.35973(15) 0.34116(10) 0.0612(8) Uani 1 1 d D . . F24 F 1.4513(2) 0.46721(12) 0.32588(7) 0.0380(5) Uani 1 1 d D . . B7 B 0.1107(5) 0.1163(3) 0.68002(16) 0.0410(12) Uani 1 1 d D . . F25 F 0.0053(3) 0.13420(17) 0.65017(11) 0.0735(9) Uani 1 1 d D . . F26 F 0.0951(3) 0.15663(18) 0.72158(11) 0.0839(11) Uani 1 1 d D . . F27 F 0.2284(2) 0.14029(17) 0.66776(10) 0.0632(8) Uani 1 1 d D . . F28 F 0.1019(2) 0.03290(13) 0.67811(8) 0.0447(6) Uani 1 1 d D . . B8 B 0.7501(4) 0.1328(3) 0.82229(14) 0.0610(16) Uani 1 1 d D . . F29 F 0.7575(10) 0.1109(8) 0.8630(3) 0.066(3) Uiso 0.30 1 d PD D 1 F30 F 0.8344(11) 0.2056(6) 0.8313(5) 0.110(6) Uiso 0.30 1 d PD D 1 F31 F 0.7865(10) 0.0799(6) 0.7881(3) 0.066(4) Uiso 0.30 1 d PD D 1 F29' F 0.7533(6) 0.0700(4) 0.8481(2) 0.0678(18) Uiso 0.50 1 d PD D 2 F30' F 0.8251(5) 0.1980(3) 0.8500(2) 0.0424(13) Uiso 0.50 1 d PD D 2 F31' F 0.8120(6) 0.1091(5) 0.78591(16) 0.0429(15) Uiso 0.50 1 d PD D 2 F29" F 0.7335(17) 0.0456(5) 0.8162(7) 0.139(9) Uiso 0.20 1 d PD D 3 F30" F 0.7956(11) 0.1674(8) 0.8637(3) 0.041(3) Uiso 0.20 1 d PD D 3 F31" F 0.8340(12) 0.1411(10) 0.7912(4) 0.061(5) Uiso 0.20 1 d PD D 3 F32 F 0.6237(3) 0.1574(2) 0.81034(11) 0.0833(10) Uani 1 1 d D D . O1W O 0.5669(4) 0.2037(2) 0.24058(15) 0.0942(13) Uani 1 1 d . . . O2W O 1.0193(4) 0.3212(3) 0.75116(14) 0.0604(11) Uiso 0.80 1 d P E 1 O2W' O 0.9339(15) 0.2959(9) 0.7527(5) 0.042(3) Uiso 0.20 1 d P F 2 O3W O 0.8126(4) 0.3308(3) 0.80177(14) 0.0635(12) Uiso 0.80 1 d P G 3 O3W' O 0.7986(18) 0.2552(12) 0.8127(6) 0.070(5) Uiso 0.20 1 d P D 2 O4W O 0.1823(5) 0.4411(3) 0.81098(15) 0.1058(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0159(2) 0.0182(2) 0.0203(2) 0.00667(17) 0.00384(16) 0.00148(15) N1 0.0248(15) 0.0183(14) 0.0285(16) 0.0088(12) 0.0079(13) 0.0018(11) C2 0.032(2) 0.0230(18) 0.040(2) 0.0140(17) 0.0083(17) 0.0033(15) C3 0.0282(19) 0.0205(17) 0.035(2) 0.0091(16) 0.0090(16) 0.0052(14) N4 0.0185(14) 0.0216(14) 0.0212(15) 0.0076(12) 0.0052(11) 0.0023(11) C5 0.0231(18) 0.034(2) 0.0228(19) 0.0081(16) -0.0006(15) 0.0013(15) C6 0.0268(19) 0.0296(19) 0.0251(19) 0.0016(16) -0.0023(15) -0.0017(15) N7 0.0285(16) 0.0216(15) 0.0254(16) 0.0040(12) 0.0039(13) 0.0023(12) C8 0.043(2) 0.028(2) 0.026(2) 0.0030(16) 0.0107(17) 0.0043(17) C9 0.030(2) 0.032(2) 0.029(2) 0.0096(16) 0.0144(16) 0.0028(15) C1A 0.0255(19) 0.0200(17) 0.037(2) 0.0045(16) 0.0100(16) -0.0024(14) C2A 0.0197(18) 0.0274(19) 0.035(2) 0.0071(16) 0.0071(15) -0.0024(14) C3A 0.0186(17) 0.0248(18) 0.0253(19) 0.0015(15) 0.0031(14) 0.0012(13) N4A 0.0184(14) 0.0214(14) 0.0266(16) 0.0076(12) 0.0044(12) 0.0016(11) O5A 0.0176(12) 0.0315(14) 0.0478(17) 0.0162(12) 0.0047(11) 0.0012(10) C6A 0.0219(19) 0.030(2) 0.061(3) 0.0182(19) 0.0011(18) 0.0042(15) C1B 0.0198(17) 0.0222(17) 0.0254(18) 0.0074(14) 0.0035(14) 0.0066(13) C2B 0.0163(16) 0.0266(18) 0.0254(18) 0.0078(15) 0.0032(14) 0.0032(13) C3B 0.0197(17) 0.0239(17) 0.0198(17) 0.0044(14) 0.0037(13) -0.0020(13) N4B 0.0188(14) 0.0232(14) 0.0199(15) 0.0092(12) 0.0024(11) 0.0027(11) O5B 0.0198(12) 0.0349(14) 0.0362(15) 0.0200(12) 0.0098(11) 0.0041(10) C6B 0.028(2) 0.034(2) 0.046(2) 0.0247(18) 0.0104(18) 0.0041(16) C1C 0.033(2) 0.0233(19) 0.036(2) 0.0036(16) 0.0064(17) 0.0030(15) C2C 0.067(3) 0.029(2) 0.043(3) -0.0013(19) 0.007(2) 0.001(2) C3C 0.067(3) 0.028(2) 0.049(3) -0.003(2) 0.024(2) -0.003(2) N4C 0.088(3) 0.0245(19) 0.072(3) 0.0082(19) 0.036(2) 0.0051(19) Cu2 0.0162(2) 0.0176(2) 0.0218(2) 0.00704(17) 0.00425(16) 0.00232(15) N11 0.0230(15) 0.0272(16) 0.0265(16) 0.0103(13) 0.0060(12) 0.0065(12) C12 0.040(2) 0.0223(19) 0.044(2) 0.0136(17) 0.0098(19) 0.0067(16) C13 0.031(2) 0.029(2) 0.043(2) 0.0198(18) 0.0024(17) -0.0002(16) N14 0.0184(14) 0.0245(15) 0.0226(15) 0.0071(12) 0.0035(12) 0.0009(11) C15 0.0253(19) 0.045(2) 0.0232(19) 0.0051(17) 0.0098(15) 0.0034(16) C16 0.046(3) 0.038(2) 0.034(2) -0.0057(18) 0.0165(19) -0.0060(19) N17 0.0382(18) 0.0217(15) 0.0283(17) -0.0016(13) 0.0127(14) -0.0052(13) C18 0.032(2) 0.058(3) 0.027(2) 0.005(2) -0.0059(17) -0.0020(19) C19 0.030(2) 0.053(3) 0.033(2) 0.013(2) 0.0063(17) 0.0108(18) C11A 0.0242(19) 0.0207(17) 0.041(2) 0.0089(16) 0.0090(16) 0.0077(14) C11B 0.0180(17) 0.0274(18) 0.0281(19) 0.0090(15) 0.0056(14) 0.0063(14) C11C 0.0235(18) 0.0232(17) 0.0229(18) 0.0015(14) 0.0043(14) 0.0000(14) N11D 0.0199(15) 0.0218(14) 0.0292(16) 0.0104(12) 0.0065(12) 0.0046(11) O11E 0.0202(13) 0.0340(14) 0.0465(16) 0.0204(12) 0.0115(11) 0.0055(10) C11F 0.028(2) 0.037(2) 0.061(3) 0.024(2) 0.0160(19) 0.0061(17) C14A 0.0169(17) 0.0265(18) 0.031(2) 0.0090(15) 0.0049(14) -0.0040(13) C14B 0.0175(17) 0.034(2) 0.031(2) 0.0150(16) 0.0010(15) 0.0018(14) C14C 0.0222(18) 0.0254(18) 0.0206(18) 0.0064(14) 0.0041(14) 0.0057(14) N14D 0.0176(14) 0.0219(14) 0.0257(16) 0.0109(12) 0.0041(12) 0.0017(11) O14E 0.0193(12) 0.0339(14) 0.0377(15) 0.0204(12) 0.0024(11) 0.0048(10) C14F 0.031(2) 0.031(2) 0.042(2) 0.0211(18) 0.0035(17) 0.0075(16) C17A 0.075(4) 0.024(2) 0.115(5) -0.006(3) 0.068(3) -0.006(2) N17D 0.110(4) 0.035(2) 0.088(3) 0.022(2) 0.054(3) 0.021(2) Cu3 0.0216(2) 0.0261(2) 0.0193(2) 0.00409(18) 0.00050(17) -0.00125(17) N21 0.0247(16) 0.0377(18) 0.0298(18) 0.0060(14) -0.0007(13) -0.0037(13) C22 0.031(2) 0.055(3) 0.032(2) 0.009(2) 0.0010(17) -0.0159(19) C23 0.034(2) 0.058(3) 0.033(2) 0.015(2) 0.0085(18) -0.0126(19) N24 0.0311(17) 0.0357(18) 0.0216(16) 0.0076(14) 0.0011(13) -0.0084(14) C25 0.048(2) 0.031(2) 0.032(2) 0.0112(17) -0.0004(19) -0.0067(18) C26 0.046(2) 0.0264(19) 0.027(2) 0.0077(16) -0.0003(17) 0.0000(17) N27 0.0313(17) 0.0244(15) 0.0210(16) 0.0040(12) -0.0011(13) -0.0021(12) C28 0.041(2) 0.029(2) 0.026(2) -0.0007(16) -0.0031(17) -0.0046(17) C29 0.036(2) 0.038(2) 0.023(2) 0.0013(17) -0.0042(16) -0.0071(17) C21A 0.0216(19) 0.056(3) 0.035(2) 0.008(2) 0.0007(16) 0.0011(18) C21B 0.026(2) 0.045(2) 0.030(2) 0.0048(18) -0.0024(16) 0.0088(17) C21C 0.031(2) 0.0285(19) 0.0219(19) 0.0009(15) 0.0044(15) 0.0094(15) N21D 0.0217(15) 0.0285(16) 0.0217(15) 0.0061(13) -0.0002(12) 0.0031(12) O21E 0.0342(15) 0.0319(14) 0.0305(14) 0.0080(12) -0.0010(11) 0.0124(11) C21F 0.043(2) 0.032(2) 0.039(2) 0.0184(18) 0.0032(19) 0.0079(18) C24A 0.036(2) 0.044(2) 0.0206(19) 0.0095(17) 0.0034(16) -0.0059(18) C24B 0.037(2) 0.046(2) 0.0197(19) 0.0095(17) -0.0013(16) -0.0031(18) C24C 0.032(2) 0.049(2) 0.028(2) 0.0088(19) -0.0027(17) -0.0103(18) N24D 0.0309(17) 0.0447(19) 0.0230(17) 0.0120(15) -0.0034(13) -0.0110(14) C27A 0.033(2) 0.0257(18) 0.0218(19) 0.0050(15) 0.0022(15) 0.0058(15) C27B 0.048(3) 0.031(2) 0.034(2) 0.0043(18) 0.0082(19) 0.0092(18) C27C 0.045(3) 0.035(2) 0.028(2) 0.0025(18) 0.0034(19) 0.0169(19) N27D 0.054(2) 0.053(2) 0.042(2) 0.0143(18) 0.0206(19) 0.0192(19) Cu4 0.0212(2) 0.0271(2) 0.0202(2) 0.00512(18) 0.00078(17) 0.00112(17) N31 0.0230(16) 0.0356(18) 0.0289(17) 0.0075(14) -0.0004(13) -0.0018(13) C32 0.028(2) 0.052(3) 0.040(2) 0.013(2) 0.0037(18) -0.0075(18) C33 0.032(2) 0.053(3) 0.038(2) 0.014(2) 0.0108(18) -0.0065(19) N34 0.0310(17) 0.0341(17) 0.0246(17) 0.0073(14) 0.0039(13) -0.0023(13) C35 0.043(2) 0.033(2) 0.036(2) 0.0148(18) -0.0012(19) -0.0057(18) C36 0.041(2) 0.0256(19) 0.028(2) 0.0048(16) -0.0005(17) 0.0028(16) N37 0.0305(17) 0.0258(16) 0.0225(16) 0.0039(13) -0.0015(13) 0.0015(13) C38 0.036(2) 0.034(2) 0.028(2) 0.0001(17) -0.0035(17) -0.0019(17) C39 0.032(2) 0.039(2) 0.029(2) 0.0026(18) -0.0048(17) -0.0033(17) C31A 0.0199(19) 0.048(2) 0.036(2) 0.0030(19) -0.0031(16) 0.0050(17) C31B 0.025(2) 0.041(2) 0.035(2) 0.0071(18) -0.0036(16) 0.0090(16) C31C 0.0268(19) 0.0255(18) 0.0210(18) 0.0011(15) 0.0021(15) 0.0076(14) N31D 0.0214(15) 0.0287(16) 0.0247(16) 0.0071(13) -0.0008(12) 0.0039(12) O31E 0.0313(14) 0.0308(14) 0.0281(14) 0.0080(11) -0.0025(11) 0.0073(11) C31F 0.034(2) 0.033(2) 0.038(2) 0.0152(18) 0.0008(18) 0.0036(17) C34A 0.037(2) 0.043(2) 0.0205(19) 0.0098(17) 0.0036(16) 0.0001(18) C34B 0.036(2) 0.039(2) 0.0199(19) 0.0091(16) -0.0015(16) 0.0016(17) C34C 0.028(2) 0.041(2) 0.028(2) 0.0057(18) -0.0009(16) 0.0000(17) N34D 0.0281(17) 0.0348(17) 0.0258(17) 0.0125(14) -0.0018(13) -0.0051(13) O34E 0.0401(17) 0.078(2) 0.0348(17) 0.0244(16) -0.0137(13) -0.0194(16) C34F 0.058(3) 0.130(5) 0.070(4) 0.054(4) -0.032(3) -0.057(4) C37A 0.034(2) 0.031(2) 0.026(2) 0.0042(16) 0.0041(16) 0.0074(16) C37B 0.045(2) 0.039(2) 0.034(2) 0.0062(19) 0.0098(19) 0.0146(19) C37C 0.049(3) 0.038(2) 0.027(2) 0.0036(18) 0.0059(19) 0.022(2) N37D 0.061(3) 0.045(2) 0.036(2) 0.0085(17) 0.0197(19) 0.0227(19) B1 0.027(2) 0.027(2) 0.028(2) 0.0091(18) 0.0036(17) 0.0053(17) F1 0.0415(14) 0.0473(15) 0.0663(18) -0.0177(13) 0.0079(13) -0.0102(12) F2 0.0342(14) 0.089(2) 0.105(2) 0.0799(18) 0.0246(14) 0.0264(13) F3 0.0354(13) 0.0649(17) 0.0350(13) -0.0060(12) 0.0099(10) 0.0044(12) F4 0.0250(11) 0.0364(12) 0.0393(13) 0.0148(10) 0.0071(9) 0.0108(9) B2 0.026(2) 0.023(2) 0.032(2) 0.0108(18) 0.0058(18) 0.0008(16) F5 0.0517(16) 0.0686(18) 0.0457(15) -0.0202(13) 0.0147(13) -0.0170(13) F6 0.0368(14) 0.0604(16) 0.0657(17) 0.0450(14) 0.0093(12) 0.0015(12) F7 0.0435(14) 0.0341(13) 0.0720(18) 0.0182(12) 0.0210(13) 0.0150(11) F8 0.0251(11) 0.0368(12) 0.0538(15) 0.0213(11) 0.0075(10) -0.0007(9) B3 0.032(3) 0.035(3) 0.052(3) 0.012(2) 0.011(2) 0.008(2) F9 0.102(3) 0.113(3) 0.0495(19) -0.0039(18) 0.0019(18) 0.053(2) F10 0.0442(17) 0.0346(15) 0.207(4) 0.0279(19) 0.050(2) 0.0070(12) F11 0.0487(16) 0.0428(15) 0.102(2) 0.0290(15) 0.0178(15) 0.0082(12) F12 0.0340(13) 0.0511(14) 0.0426(14) 0.0064(11) 0.0040(10) 0.0149(11) B4 0.048(3) 0.075(4) 0.037(3) 0.009(3) 0.006(2) 0.006(3) F13 0.087(3) 0.134(3) 0.131(3) 0.006(3) 0.048(2) -0.032(2) F14 0.173(4) 0.100(3) 0.0386(18) -0.0055(17) 0.010(2) 0.072(3) F15 0.0530(19) 0.082(2) 0.116(3) 0.030(2) 0.0055(18) 0.0130(16) F16 0.071(2) 0.139(3) 0.0359(16) 0.0114(18) 0.0088(14) 0.016(2) B5 0.030(2) 0.035(3) 0.054(3) 0.007(2) 0.009(2) 0.004(2) F17 0.0555(19) 0.0407(16) 0.241(5) 0.027(2) 0.067(2) 0.0019(14) F18 0.095(2) 0.092(2) 0.0488(18) 0.0031(16) 0.0004(17) 0.0379(19) F19 0.0404(14) 0.0603(16) 0.0420(14) 0.0043(12) 0.0048(11) 0.0181(12) F20 0.0516(16) 0.0476(15) 0.084(2) 0.0261(14) 0.0053(15) 0.0129(12) B6 0.040(3) 0.022(2) 0.040(3) 0.010(2) 0.002(2) -0.0018(18) F21 0.148(3) 0.0544(19) 0.066(2) -0.0095(16) -0.032(2) -0.002(2) F22 0.074(2) 0.0452(16) 0.151(3) 0.0501(19) 0.064(2) 0.0110(14) F23 0.0461(16) 0.0449(15) 0.096(2) 0.0287(15) 0.0005(15) 0.0069(12) F24 0.0471(14) 0.0268(11) 0.0428(14) 0.0129(10) 0.0075(11) -0.0012(10) B7 0.046(3) 0.038(3) 0.042(3) 0.014(2) 0.006(2) 0.002(2) F25 0.0516(17) 0.0619(18) 0.116(3) 0.0533(18) -0.0066(17) -0.0065(14) F26 0.090(2) 0.0621(19) 0.088(2) -0.0313(17) 0.0377(19) -0.0162(17) F27 0.0397(15) 0.0725(19) 0.082(2) 0.0258(16) 0.0126(14) -0.0070(13) F28 0.0566(16) 0.0344(13) 0.0431(14) 0.0107(11) 0.0026(12) 0.0023(11) B8 0.036(3) 0.075(4) 0.076(5) 0.021(4) 0.015(3) -0.001(3) F32 0.0397(17) 0.124(3) 0.091(2) 0.037(2) 0.0030(16) 0.0128(17) O1W 0.098(3) 0.070(3) 0.122(4) 0.027(3) 0.030(3) 0.017(2) O4W 0.110(4) 0.103(4) 0.104(4) 0.014(3) 0.020(3) 0.016(3) _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 N4A 1.979(3) . y Cu1 N4B 2.003(3) . y Cu1 N4 2.031(3) . y Cu1 N1 2.050(3) . y Cu1 N7 2.280(3) . y N1 C1A 1.481(4) . ? N1 C2 1.496(4) . ? N1 C9 1.498(4) . ? C2 C3 1.510(5) . ? C3 N4 1.486(4) . ? N4 C1B 1.493(4) . ? N4 C5 1.499(4) . ? C5 C6 1.509(5) . ? C6 N7 1.479(4) . ? N7 C1C 1.471(4) . ? N7 C8 1.476(5) . ? C8 C9 1.520(5) . ? C1A C2A 1.515(5) . ? C2A C3A 1.495(5) . ? C3A N4A 1.277(4) . ? C3A O5A 1.332(4) . ? O5A C6A 1.441(4) . ? C1B C2B 1.514(4) . ? C2B C3B 1.491(5) . ? C3B N4B 1.274(4) . ? C3B O5B 1.333(4) . ? O5B C6B 1.443(4) . ? C1C C2C 1.508(4) . ? C2C C3C 1.475(4) . ? C3C N4C 1.138(4) . ? Cu2 N14D 1.987(3) . y Cu2 N11D 1.993(3) . y Cu2 N11 2.032(3) . y Cu2 N14 2.051(3) . y Cu2 N17 2.269(3) . y N11 C19 1.472(5) . ? N11 C11A 1.476(4) . ? N11 C12 1.501(4) . ? C12 C13 1.476(5) . ? C13 N14 1.487(4) . ? N14 C14A 1.489(4) . ? N14 C15 1.502(4) . ? C15 C16 1.519(5) . ? C16 N17 1.461(5) . ? N17 C17A 1.459(5) . ? N17 C18 1.511(5) . ? C18 C19 1.497(6) . ? C11A C11B 1.505(5) . ? C11B C11C 1.495(5) . ? C11C N11D 1.276(4) . ? C11C O11E 1.328(4) . ? O11E C11F 1.438(4) . ? C14A C14B 1.524(5) . ? C14B C14C 1.482(5) . ? C14C N14D 1.277(4) . ? C14C O14E 1.336(4) . ? O14E C14F 1.432(4) . ? C17A C7B' 1.477(5) . ? C17A C17B 1.477(4) . ? C17B C17C 1.476(5) . ? C17C N17D 1.152(4) . ? C7B' C7C' 1.475(5) . ? C7C' N17D 1.154(5) . ? Cu3 N21D 1.981(3) . y Cu3 N24D 1.986(3) . y Cu3 N24 2.050(3) . y Cu3 N21 2.050(3) . y Cu3 N27 2.278(3) . y N21 C29 1.485(5) . ? N21 C22 1.491(5) . ? N21 C21A 1.496(5) . ? C22 C23 1.504(5) . ? C23 N24 1.478(5) . ? N24 C24A 1.485(4) . ? N24 C25 1.498(5) . ? C25 C26 1.511(5) . ? C26 N27 1.479(4) . ? N27 C27A 1.475(4) . ? N27 C28 1.478(4) . ? C28 C29 1.512(5) . ? C21A C21B 1.507(6) . ? C21B C21C 1.493(5) . ? C21C N21D 1.269(4) . ? C21C O21E 1.339(4) . ? O21E C21F 1.436(5) . ? C24A C24B 1.513(5) . ? C24B C24C 1.486(5) . ? C24C N24D 1.265(5) . ? C24C O24E 1.370(4) . ? C24C O2E 1.392(7) . ? O24E C24F 1.427(5) . ? O2E C2F 1.408(9) . ? C27A C27B 1.515(4) . ? C27B C27C 1.472(4) . ? C27C N27D 1.141(4) . ? Cu4 N31D 1.979(3) . y Cu4 N34D 1.988(3) . y Cu4 N34 2.042(3) . y Cu4 N31 2.053(3) . y Cu4 N37 2.248(3) . y N31 C39 1.486(5) . ? N31 C32 1.492(5) . ? N31 C31A 1.498(5) . ? C32 C33 1.500(5) . ? C33 N34 1.487(5) . ? N34 C34A 1.478(4) . ? N34 C35 1.500(5) . ? C35 C36 1.515(5) . ? C36 N37 1.479(4) . ? N37 C38 1.479(4) . ? N37 C37A 1.481(5) . ? C38 C39 1.521(5) . ? C31A C31B 1.505(5) . ? C31B C31C 1.489(5) . ? C31C N31D 1.277(4) . ? C31C O31E 1.328(4) . ? O31E C31F 1.447(4) . ? C34A C34B 1.516(5) . ? C34B C34C 1.490(5) . ? C34C N34D 1.278(5) . ? C34C O34E 1.327(4) . ? O34E C34F 1.438(5) . ? C37A C37B 1.508(4) . ? C37B C37C 1.473(4) . ? C37C N37D 1.141(4) . ? B1 F1 1.367(4) . ? B1 F3 1.380(4) . ? B1 F4 1.385(4) . ? B1 F2 1.386(4) . ? B2 F7 1.361(4) . ? B2 F8 1.380(4) . ? B2 F5 1.384(4) . ? B2 F6 1.394(4) . ? B3 F10 1.349(5) . ? B3 F9 1.365(5) . ? B3 F11 1.382(5) . ? B3 F12 1.403(5) . ? B4 F14 1.340(6) . ? B4 F15 1.352(6) . ? B4 F16 1.362(6) . ? B4 F13 1.402(6) . ? B5 F17 1.334(5) . ? B5 F18 1.380(5) . ? B5 F20 1.389(5) . ? B5 F19 1.395(5) . ? B6 F21 1.361(5) . ? B6 F22 1.366(5) . ? B6 F24 1.377(4) . ? B6 F23 1.385(5) . ? B7 F26 1.370(5) . ? B7 F28 1.371(5) . ? B7 F27 1.373(5) . ? B7 F25 1.393(5) . ? B8 F30" 1.323(6) . ? B8 F31 1.343(6) . ? B8 F31' 1.365(5) . ? B8 F29 1.371(6) . ? B8 F32 1.379(5) . ? B8 F30' 1.387(5) . ? B8 F31" 1.393(7) . ? B8 F30 1.422(7) . ? B8 F29" 1.423(7) . ? B8 F29' 1.424(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4A Cu1 N4B 91.23(11) . . y N4A Cu1 N4 170.95(11) . . y N4B Cu1 N4 92.27(11) . . y N4A Cu1 N1 90.76(11) . . y N4B Cu1 N1 177.63(11) . . y N4 Cu1 N1 85.57(11) . . y N4A Cu1 N7 103.50(11) . . y N4B Cu1 N7 99.12(11) . . y N4 Cu1 N7 84.19(10) . . y N1 Cu1 N7 81.63(11) . . y C1A N1 C2 108.5(3) . . ? C1A N1 C9 113.2(3) . . ? C2 N1 C9 110.7(3) . . ? C1A N1 Cu1 108.8(2) . . ? C2 N1 Cu1 108.6(2) . . ? C9 N1 Cu1 107.1(2) . . ? N1 C2 C3 110.2(3) . . ? N4 C3 C2 110.0(3) . . ? C3 N4 C1B 107.3(2) . . ? C3 N4 C5 111.7(3) . . ? C1B N4 C5 111.6(3) . . ? C3 N4 Cu1 103.11(19) . . ? C1B N4 Cu1 112.74(19) . . ? C5 N4 Cu1 110.07(19) . . ? N4 C5 C6 114.1(3) . . ? N7 C6 C5 112.0(3) . . ? C1C N7 C8 114.2(3) . . ? C1C N7 C6 113.3(3) . . ? C8 N7 C6 114.1(3) . . ? C1C N7 Cu1 107.4(2) . . ? C8 N7 Cu1 107.2(2) . . ? C6 N7 Cu1 99.08(19) . . ? N7 C8 C9 110.9(3) . . ? N1 C9 C8 111.8(3) . . ? N1 C1A C2A 115.2(3) . . ? C3A C2A C1A 117.0(3) . . ? N4A C3A O5A 125.4(3) . . ? N4A C3A C2A 124.8(3) . . ? O5A C3A C2A 109.8(3) . . ? C3A N4A Cu1 129.5(2) . . ? C3A O5A C6A 118.1(3) . . ? N4 C1B C2B 113.9(3) . . ? C3B C2B C1B 115.6(3) . . ? N4B C3B O5B 125.8(3) . . ? N4B C3B C2B 124.3(3) . . ? O5B C3B C2B 109.9(3) . . ? C3B N4B Cu1 129.6(2) . . ? C3B O5B C6B 118.6(3) . . ? N7 C1C C2C 116.1(3) . . ? C3C C2C C1C 108.1(3) . . ? N4C C3C C2C 175.0(5) . . ? N14D Cu2 N11D 91.28(11) . . ? N14D Cu2 N11 168.96(12) . . ? N11D Cu2 N11 91.90(11) . . ? N14D Cu2 N14 91.08(11) . . ? N11D Cu2 N14 177.16(11) . . ? N11 Cu2 N14 85.50(11) . . ? N14D Cu2 N17 106.00(11) . . ? N11D Cu2 N17 98.64(11) . . ? N11 Cu2 N17 83.96(11) . . ? N14 Cu2 N17 82.22(11) . . ? C19 N11 C11A 112.1(3) . . ? C19 N11 C12 111.9(3) . . ? C11A N11 C12 107.0(3) . . ? C19 N11 Cu2 111.1(2) . . ? C11A N11 Cu2 112.6(2) . . ? C12 N11 Cu2 101.6(2) . . ? C13 C12 N11 110.5(3) . . ? C12 C13 N14 110.4(3) . . ? C13 N14 C14A 108.3(3) . . ? C13 N14 C15 111.1(3) . . ? C14A N14 C15 112.6(3) . . ? C13 N14 Cu2 108.2(2) . . ? C14A N14 Cu2 110.3(2) . . ? C15 N14 Cu2 106.2(2) . . ? N14 C15 C16 112.2(3) . . ? N17 C16 C15 111.1(3) . . ? C17A N17 C16 115.8(3) . . ? C17A N17 C18 113.1(3) . . ? C16 N17 C18 112.6(3) . . ? C17A N17 Cu2 107.6(3) . . ? C16 N17 Cu2 107.2(2) . . ? C18 N17 Cu2 98.8(2) . . ? C19 C18 N17 111.9(3) . . ? N11 C19 C18 113.8(3) . . ? N11 C11A C11B 114.8(3) . . ? C11C C11B C11A 115.2(3) . . ? N11D C11C O11E 125.9(3) . . ? N11D C11C C11B 124.1(3) . . ? O11E C11C C11B 109.9(3) . . ? C11C N11D Cu2 130.0(2) . . ? C11C O11E C11F 118.0(3) . . ? N14 C14A C14B 114.7(3) . . ? C14C C14B C14A 117.9(3) . . ? N14D C14C O14E 125.6(3) . . ? N14D C14C C14B 124.2(3) . . ? O14E C14C C14B 110.1(3) . . ? C14C N14D Cu2 130.3(2) . . ? C14C O14E C14F 118.6(3) . . ? N17 C17A C7B' 126.6(4) . . ? N17 C17A C17B 124.9(5) . . ? C7B' C17A C17B 74.8(6) . . ? C17C C17B C17A 110.3(5) . . ? N17D C17C C17B 169.0(7) . . ? C7C' C7B' C17A 104.7(7) . . ? N17D C7C' C7B' 173.1(13) . . ? C17C N17D C7C' 47.8(6) . . ? N21D Cu3 N24D 88.97(12) . . ? N21D Cu3 N24 170.56(12) . . ? N24D Cu3 N24 93.40(12) . . ? N21D Cu3 N21 91.16(12) . . ? N24D Cu3 N21 175.06(13) . . ? N24 Cu3 N21 85.70(12) . . ? N21D Cu3 N27 104.73(11) . . ? N24D Cu3 N27 103.32(12) . . ? N24 Cu3 N27 83.63(11) . . ? N21 Cu3 N27 81.42(11) . . ? C29 N21 C22 110.7(3) . . ? C29 N21 C21A 112.0(3) . . ? C22 N21 C21A 109.5(3) . . ? C29 N21 Cu3 106.9(2) . . ? C22 N21 Cu3 108.3(2) . . ? C21A N21 Cu3 109.3(2) . . ? N21 C22 C23 110.4(3) . . ? N24 C23 C22 110.8(3) . . ? C23 N24 C24A 108.2(3) . . ? C23 N24 C25 111.5(3) . . ? C24A N24 C25 111.4(3) . . ? C23 N24 Cu3 102.0(2) . . ? C24A N24 Cu3 112.9(2) . . ? C25 N24 Cu3 110.3(2) . . ? N24 C25 C26 113.3(3) . . ? N27 C26 C25 112.0(3) . . ? C27A N27 C28 113.3(3) . . ? C27A N27 C26 112.5(3) . . ? C28 N27 C26 114.4(3) . . ? C27A N27 Cu3 109.15(19) . . ? C28 N27 Cu3 107.0(2) . . ? C26 N27 Cu3 99.2(2) . . ? N27 C28 C29 110.5(3) . . ? N21 C29 C28 112.0(3) . . ? N21 C21A C21B 116.0(3) . . ? C21C C21B C21A 117.7(3) . . ? N21D C21C O21E 124.8(3) . . ? N21D C21C C21B 124.4(3) . . ? O21E C21C C21B 110.8(3) . . ? C21C N21D Cu3 130.0(3) . . ? C21C O21E C21F 117.7(3) . . ? N24 C24A C24B 114.6(3) . . ? C24C C24B C24A 113.0(3) . . ? N24D C24C O24E 123.4(4) . . ? N24D C24C O2E 125.8(5) . . ? O24E C24C O2E 30.7(4) . . ? N24D C24C C24B 124.0(3) . . ? O24E C24C C24B 112.2(3) . . ? O2E C24C C24B 104.8(5) . . ? C24C N24D Cu3 129.0(3) . . ? C24C O24E C24F 119.3(4) . . ? C24C O2E C2F 114.5(11) . . ? N27 C27A C27B 114.1(3) . . ? C27C C27B C27A 111.7(3) . . ? N27D C27C C27B 178.1(4) . . ? N31D Cu4 N34D 89.29(12) . . ? N31D Cu4 N34 168.57(12) . . ? N34D Cu4 N34 92.88(12) . . ? N31D Cu4 N31 91.31(12) . . ? N34D Cu4 N31 174.08(12) . . ? N34 Cu4 N31 85.40(12) . . ? N31D Cu4 N37 105.96(11) . . ? N34D Cu4 N37 103.27(12) . . ? N34 Cu4 N37 84.47(11) . . ? N31 Cu4 N37 82.23(11) . . ? C39 N31 C32 111.8(3) . . ? C39 N31 C31A 111.9(3) . . ? C32 N31 C31A 108.3(3) . . ? C39 N31 Cu4 106.2(2) . . ? C32 N31 Cu4 108.7(2) . . ? C31A N31 Cu4 109.9(2) . . ? N31 C32 C33 110.3(3) . . ? N34 C33 C32 110.6(3) . . ? C34A N34 C33 108.2(3) . . ? C34A N34 C35 111.3(3) . . ? C33 N34 C35 112.0(3) . . ? C34A N34 Cu4 112.7(2) . . ? C33 N34 Cu4 102.6(2) . . ? C35 N34 Cu4 109.7(2) . . ? N34 C35 C36 113.0(3) . . ? N37 C36 C35 111.9(3) . . ? C36 N37 C38 114.1(3) . . ? C36 N37 C37A 112.7(3) . . ? C38 N37 C37A 113.9(3) . . ? C36 N37 Cu4 99.3(2) . . ? C38 N37 Cu4 107.2(2) . . ? C37A N37 Cu4 108.4(2) . . ? N37 C38 C39 110.6(3) . . ? N31 C39 C38 111.7(3) . . ? N31 C31A C31B 115.6(3) . . ? C31C C31B C31A 118.2(3) . . ? N31D C31C O31E 125.7(3) . . ? N31D C31C C31B 124.1(3) . . ? O31E C31C C31B 110.2(3) . . ? C31C N31D Cu4 130.2(3) . . ? C31C O31E C31F 117.7(3) . . ? N34 C34A C34B 114.5(3) . . ? C34C C34B C34A 114.2(3) . . ? N34D C34C O34E 125.9(4) . . ? N34D C34C C34B 122.7(3) . . ? O34E C34C C34B 111.5(3) . . ? C34C N34D Cu4 130.6(3) . . ? C34C O34E C34F 118.4(3) . . ? N37 C37A C37B 114.7(3) . . ? C37C C37B C37A 110.7(3) . . ? N37D C37C C37B 178.7(5) . . ? F1 B1 F3 109.0(3) . . ? F1 B1 F4 109.9(3) . . ? F3 B1 F4 110.1(3) . . ? F1 B1 F2 109.9(3) . . ? F3 B1 F2 109.3(3) . . ? F4 B1 F2 108.6(3) . . ? F7 B2 F8 110.1(3) . . ? F7 B2 F5 109.5(3) . . ? F8 B2 F5 109.6(3) . . ? F7 B2 F6 109.8(3) . . ? F8 B2 F6 109.4(3) . . ? F5 B2 F6 108.4(3) . . ? F10 B3 F9 114.4(4) . . ? F10 B3 F11 108.5(4) . . ? F9 B3 F11 107.7(4) . . ? F10 B3 F12 109.4(4) . . ? F9 B3 F12 108.0(3) . . ? F11 B3 F12 108.6(4) . . ? F14 B4 F15 112.8(4) . . ? F14 B4 F16 109.8(5) . . ? F15 B4 F16 109.2(4) . . ? F14 B4 F13 108.4(4) . . ? F15 B4 F13 108.6(5) . . ? F16 B4 F13 107.9(4) . . ? F17 B5 F18 112.8(4) . . ? F17 B5 F20 109.5(4) . . ? F18 B5 F20 107.0(3) . . ? F17 B5 F19 110.9(4) . . ? F18 B5 F19 108.0(3) . . ? F20 B5 F19 108.5(4) . . ? F21 B6 F22 111.6(4) . . ? F21 B6 F24 109.9(3) . . ? F22 B6 F24 109.5(3) . . ? F21 B6 F23 108.3(4) . . ? F22 B6 F23 108.0(4) . . ? F24 B6 F23 109.5(3) . . ? F26 B7 F28 109.7(4) . . ? F26 B7 F27 111.8(4) . . ? F28 B7 F27 111.2(4) . . ? F26 B7 F25 108.3(4) . . ? F28 B7 F25 106.7(4) . . ? F27 B7 F25 109.0(4) . . ? F31 B8 F29 119.5(7) . . ? F30" B8 F32 110.3(5) . . ? F31 B8 F32 109.4(5) . . ? F31' B8 F32 110.9(4) . . ? F29 B8 F32 109.3(5) . . ? F31' B8 F30' 108.3(5) . . ? F32 B8 F30' 109.3(4) . . ? F30" B8 F31" 115.7(8) . . ? F32 B8 F31" 112.2(6) . . ? F31 B8 F30 109.4(7) . . ? F29 B8 F30 102.7(7) . . ? F32 B8 F30 105.6(6) . . ? F30" B8 F29" 112.5(8) . . ? F32 B8 F29" 104.0(8) . . ? F30' B8 F29" 139.8(8) . . ? F31" B8 F29" 101.2(8) . . ? F31' B8 F29' 110.6(5) . . ? F32 B8 F29' 113.7(4) . . ? F30' B8 F29' 103.7(5) . . ? 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 N4A Cu1 N1 C1A -46.9(2) . . . . ? N4B Cu1 N1 C1A 101(3) . . . . ? N4 Cu1 N1 C1A 124.8(2) . . . . ? N7 Cu1 N1 C1A -150.4(2) . . . . ? N4A Cu1 N1 C2 -164.7(2) . . . . ? N4B Cu1 N1 C2 -17(3) . . . . ? N4 Cu1 N1 C2 7.0(2) . . . . ? N7 Cu1 N1 C2 91.7(2) . . . . ? N4A Cu1 N1 C9 75.7(2) . . . . ? N4B Cu1 N1 C9 -137(3) . . . . ? N4 Cu1 N1 C9 -112.6(2) . . . . ? N7 Cu1 N1 C9 -27.8(2) . . . . ? C1A N1 C2 C3 -99.0(3) . . . . ? C9 N1 C2 C3 136.3(3) . . . . ? Cu1 N1 C2 C3 19.0(3) . . . . ? N1 C2 C3 N4 -47.3(4) . . . . ? C2 C3 N4 C1B 169.3(3) . . . . ? C2 C3 N4 C5 -68.0(4) . . . . ? C2 C3 N4 Cu1 50.1(3) . . . . ? N4A Cu1 N4 C3 35.5(8) . . . . ? N4B Cu1 N4 C3 148.2(2) . . . . ? N1 Cu1 N4 C3 -30.9(2) . . . . ? N7 Cu1 N4 C3 -112.9(2) . . . . ? N4A Cu1 N4 C1B -79.9(7) . . . . ? N4B Cu1 N4 C1B 32.8(2) . . . . ? N1 Cu1 N4 C1B -146.3(2) . . . . ? N7 Cu1 N4 C1B 131.7(2) . . . . ? N4A Cu1 N4 C5 154.7(6) . . . . ? N4B Cu1 N4 C5 -92.6(2) . . . . ? N1 Cu1 N4 C5 88.4(2) . . . . ? N7 Cu1 N4 C5 6.4(2) . . . . ? C3 N4 C5 C6 132.3(3) . . . . ? C1B N4 C5 C6 -107.5(3) . . . . ? Cu1 N4 C5 C6 18.4(3) . . . . ? N4 C5 C6 N7 -47.9(4) . . . . ? C5 C6 N7 C1C 159.8(3) . . . . ? C5 C6 N7 C8 -67.2(4) . . . . ? C5 C6 N7 Cu1 46.4(3) . . . . ? N4A Cu1 N7 C1C 38.1(2) . . . . ? N4B Cu1 N7 C1C -55.4(2) . . . . ? N4 Cu1 N7 C1C -146.8(2) . . . . ? N1 Cu1 N7 C1C 126.9(2) . . . . ? N4A Cu1 N7 C8 -85.1(2) . . . . ? N4B Cu1 N7 C8 -178.6(2) . . . . ? N4 Cu1 N7 C8 90.0(2) . . . . ? N1 Cu1 N7 C8 3.7(2) . . . . ? N4A Cu1 N7 C6 156.1(2) . . . . ? N4B Cu1 N7 C6 62.6(2) . . . . ? N4 Cu1 N7 C6 -28.8(2) . . . . ? N1 Cu1 N7 C6 -115.1(2) . . . . ? C1C N7 C8 C9 -97.3(3) . . . . ? C6 N7 C8 C9 130.1(3) . . . . ? Cu1 N7 C8 C9 21.5(3) . . . . ? C1A N1 C9 C8 169.7(3) . . . . ? C2 N1 C9 C8 -68.3(4) . . . . ? Cu1 N1 C9 C8 49.8(3) . . . . ? N7 C8 C9 N1 -48.0(4) . . . . ? C2 N1 C1A C2A -172.2(3) . . . . ? C9 N1 C1A C2A -49.0(4) . . . . ? Cu1 N1 C1A C2A 69.9(3) . . . . ? N1 C1A C2A C3A -49.5(4) . . . . ? C1A C2A C3A N4A 8.9(5) . . . . ? C1A C2A C3A O5A -171.7(3) . . . . ? O5A C3A N4A Cu1 -177.5(2) . . . . ? C2A C3A N4A Cu1 1.7(5) . . . . ? N4B Cu1 N4A C3A -162.8(3) . . . . ? N4 Cu1 N4A C3A -50.0(8) . . . . ? N1 Cu1 N4A C3A 15.9(3) . . . . ? N7 Cu1 N4A C3A 97.5(3) . . . . ? N4A C3A O5A C6A 6.1(5) . . . . ? C2A C3A O5A C6A -173.2(3) . . . . ? C3 N4 C1B C2B -178.2(3) . . . . ? C5 N4 C1B C2B 59.1(3) . . . . ? Cu1 N4 C1B C2B -65.4(3) . . . . ? N4 C1B C2B C3B 60.1(4) . . . . ? C1B C2B C3B N4B -20.8(5) . . . . ? C1B C2B C3B O5B 160.5(3) . . . . ? O5B C3B N4B Cu1 171.5(2) . . . . ? C2B C3B N4B Cu1 -7.0(5) . . . . ? N4A Cu1 N4B C3B 172.5(3) . . . . ? N4 Cu1 N4B C3B 0.9(3) . . . . ? N1 Cu1 N4B C3B 25(3) . . . . ? N7 Cu1 N4B C3B -83.6(3) . . . . ? N4B C3B O5B C6B -5.7(5) . . . . ? C2B C3B O5B C6B 172.9(3) . . . . ? C8 N7 C1C C2C -75.7(4) . . . . ? C6 N7 C1C C2C 57.2(4) . . . . ? Cu1 N7 C1C C2C 165.5(3) . . . . ? N7 C1C C2C C3C -176.7(3) . . . . ? C1C C2C C3C N4C 15(6) . . . . ? N14D Cu2 N11 C19 160.2(5) . . . . ? N11D Cu2 N11 C19 -93.1(2) . . . . ? N14 Cu2 N11 C19 88.0(2) . . . . ? N17 Cu2 N11 C19 5.4(2) . . . . ? N14D Cu2 N11 C11A -73.1(7) . . . . ? N11D Cu2 N11 C11A 33.6(2) . . . . ? N14 Cu2 N11 C11A -145.3(2) . . . . ? N17 Cu2 N11 C11A 132.1(2) . . . . ? N14D Cu2 N11 C12 41.0(7) . . . . ? N11D Cu2 N11 C12 147.7(2) . . . . ? N14 Cu2 N11 C12 -31.2(2) . . . . ? N17 Cu2 N11 C12 -113.8(2) . . . . ? C19 N11 C12 C13 -67.3(4) . . . . ? C11A N11 C12 C13 169.5(3) . . . . ? Cu2 N11 C12 C13 51.3(3) . . . . ? N11 C12 C13 N14 -48.6(4) . . . . ? C12 C13 N14 C14A -100.4(3) . . . . ? C12 C13 N14 C15 135.4(3) . . . . ? C12 C13 N14 Cu2 19.2(4) . . . . ? N14D Cu2 N14 C13 -161.8(2) . . . . ? N11D Cu2 N14 C13 -16(2) . . . . ? N11 Cu2 N14 C13 7.7(2) . . . . ? N17 Cu2 N14 C13 92.2(2) . . . . ? N14D Cu2 N14 C14A -43.5(2) . . . . ? N11D Cu2 N14 C14A 103(2) . . . . ? N11 Cu2 N14 C14A 126.0(2) . . . . ? N17 Cu2 N14 C14A -149.5(2) . . . . ? N14D Cu2 N14 C15 78.9(2) . . . . ? N11D Cu2 N14 C15 -135(2) . . . . ? N11 Cu2 N14 C15 -111.6(2) . . . . ? N17 Cu2 N14 C15 -27.1(2) . . . . ? C13 N14 C15 C16 -68.3(4) . . . . ? C14A N14 C15 C16 170.0(3) . . . . ? Cu2 N14 C15 C16 49.1(3) . . . . ? N14 C15 C16 N17 -48.3(4) . . . . ? C15 C16 N17 C17A -98.3(4) . . . . ? C15 C16 N17 C18 129.4(3) . . . . ? C15 C16 N17 Cu2 21.8(4) . . . . ? N14D Cu2 N17 C17A 39.6(3) . . . . ? N11D Cu2 N17 C17A -54.2(3) . . . . ? N11 Cu2 N17 C17A -145.3(3) . . . . ? N14 Cu2 N17 C17A 128.5(3) . . . . ? N14D Cu2 N17 C16 -85.6(3) . . . . ? N11D Cu2 N17 C16 -179.4(2) . . . . ? N11 Cu2 N17 C16 89.6(3) . . . . ? N14 Cu2 N17 C16 3.3(2) . . . . ? N14D Cu2 N17 C18 157.4(2) . . . . ? N11D Cu2 N17 C18 63.5(2) . . . . ? N11 Cu2 N17 C18 -27.5(2) . . . . ? N14 Cu2 N17 C18 -113.7(2) . . . . ? C17A N17 C18 C19 159.3(3) . . . . ? C16 N17 C18 C19 -67.1(4) . . . . ? Cu2 N17 C18 C19 45.8(3) . . . . ? C11A N11 C19 C18 -107.0(4) . . . . ? C12 N11 C19 C18 132.8(3) . . . . ? Cu2 N11 C19 C18 19.9(4) . . . . ? N17 C18 C19 N11 -48.1(5) . . . . ? C19 N11 C11A C11B 60.1(4) . . . . ? C12 N11 C11A C11B -176.9(3) . . . . ? Cu2 N11 C11A C11B -66.0(3) . . . . ? N11 C11A C11B C11C 59.5(4) . . . . ? C11A C11B C11C N11D -20.0(5) . . . . ? C11A C11B C11C O11E 160.7(3) . . . . ? O11E C11C N11D Cu2 173.0(2) . . . . ? C11B C11C N11D Cu2 -6.2(5) . . . . ? N14D Cu2 N11D C11C 169.0(3) . . . . ? N11 Cu2 N11D C11C -0.5(3) . . . . ? N14 Cu2 N11D C11C 23(2) . . . . ? N17 Cu2 N11D C11C -84.7(3) . . . . ? N11D C11C O11E C11F -5.3(5) . . . . ? C11B C11C O11E C11F 174.0(3) . . . . ? C13 N14 C14A C14B -174.4(3) . . . . ? C15 N14 C14A C14B -51.2(4) . . . . ? Cu2 N14 C14A C14B 67.3(3) . . . . ? N14 C14A C14B C14C -52.0(4) . . . . ? C14A C14B C14C N14D 15.0(5) . . . . ? C14A C14B C14C O14E -166.5(3) . . . . ? O14E C14C N14D Cu2 -179.8(2) . . . . ? C14B C14C N14D Cu2 -1.6(5) . . . . ? N11D Cu2 N14D C14C -163.9(3) . . . . ? N11 Cu2 N14D C14C -57.2(7) . . . . ? N14 Cu2 N14D C14C 14.5(3) . . . . ? N17 Cu2 N14D C14C 96.8(3) . . . . ? N14D C14C O14E C14F 6.2(5) . . . . ? C14B C14C O14E C14F -172.3(3) . . . . ? C16 N17 C17A C7B' 29.1(10) . . . . ? C18 N17 C17A C7B' 161.1(9) . . . . ? Cu2 N17 C17A C7B' -90.8(9) . . . . ? C16 N17 C17A C17B -67.9(6) . . . . ? C18 N17 C17A C17B 64.2(6) . . . . ? Cu2 N17 C17A C17B 172.2(4) . . . . ? N17 C17A C17B C17C 175.0(5) . . . . ? C7B' C17A C17B C17C 50.6(7) . . . . ? C17A C17B C17C N17D -22(4) . . . . ? N17 C17A C7B' C7C' -173.9(7) . . . . ? C17B C17A C7B' C7C' -51.4(9) . . . . ? C17A C7B' C7C' N17D 106(10) . . . . ? C17B C17C N17D C7C' -11(4) . . . . ? C7B' C7C' N17D C17C -60(10) . . . . ? N21D Cu3 N21 C29 -76.6(2) . . . . ? N24D Cu3 N21 C29 -168.1(14) . . . . ? N24 Cu3 N21 C29 112.3(2) . . . . ? N27 Cu3 N21 C29 28.1(2) . . . . ? N21D Cu3 N21 C22 164.0(3) . . . . ? N24D Cu3 N21 C22 72.6(15) . . . . ? N24 Cu3 N21 C22 -7.1(3) . . . . ? N27 Cu3 N21 C22 -91.2(3) . . . . ? N21D Cu3 N21 C21A 44.8(2) . . . . ? N24D Cu3 N21 C21A -46.7(16) . . . . ? N24 Cu3 N21 C21A -126.3(2) . . . . ? N27 Cu3 N21 C21A 149.5(2) . . . . ? C29 N21 C22 C23 -135.7(3) . . . . ? C21A N21 C22 C23 100.2(4) . . . . ? Cu3 N21 C22 C23 -18.9(4) . . . . ? N21 C22 C23 N24 48.0(5) . . . . ? C22 C23 N24 C24A -169.5(3) . . . . ? C22 C23 N24 C25 67.5(4) . . . . ? C22 C23 N24 Cu3 -50.2(4) . . . . ? N21D Cu3 N24 C23 -40.1(8) . . . . ? N24D Cu3 N24 C23 -144.4(2) . . . . ? N21 Cu3 N24 C23 30.7(2) . . . . ? N27 Cu3 N24 C23 112.6(2) . . . . ? N21D Cu3 N24 C24A 75.9(8) . . . . ? N24D Cu3 N24 C24A -28.4(3) . . . . ? N21 Cu3 N24 C24A 146.7(3) . . . . ? N27 Cu3 N24 C24A -131.5(3) . . . . ? N21D Cu3 N24 C25 -158.7(6) . . . . ? N24D Cu3 N24 C25 97.0(2) . . . . ? N21 Cu3 N24 C25 -87.9(2) . . . . ? N27 Cu3 N24 C25 -6.1(2) . . . . ? C23 N24 C25 C26 -131.8(3) . . . . ? C24A N24 C25 C26 107.0(3) . . . . ? Cu3 N24 C25 C26 -19.2(4) . . . . ? N24 C25 C26 N27 49.1(4) . . . . ? C25 C26 N27 C27A -162.9(3) . . . . ? C25 C26 N27 C28 65.9(4) . . . . ? C25 C26 N27 Cu3 -47.6(3) . . . . ? N21D Cu3 N27 C27A -37.6(2) . . . . ? N24D Cu3 N27 C27A 54.9(2) . . . . ? N24 Cu3 N27 C27A 146.9(2) . . . . ? N21 Cu3 N27 C27A -126.5(2) . . . . ? N21D Cu3 N27 C28 85.4(2) . . . . ? N24D Cu3 N27 C28 177.9(2) . . . . ? N24 Cu3 N27 C28 -90.1(2) . . . . ? N21 Cu3 N27 C28 -3.5(2) . . . . ? N21D Cu3 N27 C26 -155.4(2) . . . . ? N24D Cu3 N27 C26 -62.9(2) . . . . ? N24 Cu3 N27 C26 29.1(2) . . . . ? N21 Cu3 N27 C26 115.6(2) . . . . ? C27A N27 C28 C29 98.5(4) . . . . ? C26 N27 C28 C29 -130.8(3) . . . . ? Cu3 N27 C28 C29 -21.9(3) . . . . ? C22 N21 C29 C28 66.9(4) . . . . ? C21A N21 C29 C28 -170.6(3) . . . . ? Cu3 N21 C29 C28 -50.8(3) . . . . ? N27 C28 C29 N21 49.1(4) . . . . ? C29 N21 C21A C21B 51.4(4) . . . . ? C22 N21 C21A C21B 174.7(3) . . . . ? Cu3 N21 C21A C21B -66.9(4) . . . . ? N21 C21A C21B C21C 50.1(5) . . . . ? C21A C21B C21C N21D -14.6(5) . . . . ? C21A C21B C21C O21E 167.2(3) . . . . ? O21E C21C N21D Cu3 -177.0(2) . . . . ? C21B C21C N21D Cu3 5.1(5) . . . . ? N24D Cu3 N21D C21C 156.1(3) . . . . ? N24 Cu3 N21D C21C 51.5(8) . . . . ? N21 Cu3 N21D C21C -18.9(3) . . . . ? N27 Cu3 N21D C21C -100.4(3) . . . . ? N21D C21C O21E C21F -0.5(5) . . . . ? C21B C21C O21E C21F 177.7(3) . . . . ? C23 N24 C24A C24B 173.0(3) . . . . ? C25 N24 C24A C24B -64.0(4) . . . . ? Cu3 N24 C24A C24B 60.8(4) . . . . ? N24 C24A C24B C24C -66.7(4) . . . . ? C24A C24B C24C N24D 40.2(6) . . . . ? C24A C24B C24C O24E -133.0(4) . . . . ? C24A C24B C24C O2E -164.5(5) . . . . ? O24E C24C N24D Cu3 158.6(3) . . . . ? O2E C24C N24D Cu3 -164.0(6) . . . . ? C24B C24C N24D Cu3 -13.8(6) . . . . ? N21D Cu3 N24D C24C -163.9(4) . . . . ? N24 Cu3 N24D C24C 6.9(4) . . . . ? N21 Cu3 N24D C24C -72.3(16) . . . . ? N27 Cu3 N24D C24C 91.2(4) . . . . ? N24D C24C O24E C24F 2.8(7) . . . . ? O2E C24C O24E C24F -102.4(10) . . . . ? C24B C24C O24E C24F 175.9(4) . . . . ? N24D C24C O2E C2F -23.1(14) . . . . ? O24E C24C O2E C2F 73.5(13) . . . . ? C24B C24C O2E C2F -177.8(11) . . . . ? C28 N27 C27A C27B 71.3(4) . . . . ? C26 N27 C27A C27B -60.4(4) . . . . ? Cu3 N27 C27A C27B -169.6(2) . . . . ? N27 C27A C27B C27C 176.1(3) . . . . ? C27A C27B C27C N27D -101(14) . . . . ? N31D Cu4 N31 C39 77.6(2) . . . . ? N34D Cu4 N31 C39 173.3(11) . . . . ? N34 Cu4 N31 C39 -113.3(2) . . . . ? N37 Cu4 N31 C39 -28.3(2) . . . . ? N31D Cu4 N31 C32 -161.9(2) . . . . ? N34D Cu4 N31 C32 -66.2(13) . . . . ? N34 Cu4 N31 C32 7.1(2) . . . . ? N37 Cu4 N31 C32 92.2(3) . . . . ? N31D Cu4 N31 C31A -43.6(2) . . . . ? N34D Cu4 N31 C31A 52.1(13) . . . . ? N34 Cu4 N31 C31A 125.4(2) . . . . ? N37 Cu4 N31 C31A -149.6(2) . . . . ? C39 N31 C32 C33 135.7(3) . . . . ? C31A N31 C32 C33 -100.5(4) . . . . ? Cu4 N31 C32 C33 18.8(4) . . . . ? N31 C32 C33 N34 -47.3(5) . . . . ? C32 C33 N34 C34A 169.3(3) . . . . ? C32 C33 N34 C35 -67.6(4) . . . . ? C32 C33 N34 Cu4 50.0(4) . . . . ? N31D Cu4 N34 C34A -73.1(7) . . . . ? N34D Cu4 N34 C34A 27.6(3) . . . . ? N31 Cu4 N34 C34A -146.7(3) . . . . ? N37 Cu4 N34 C34A 130.7(2) . . . . ? N31D Cu4 N34 C33 43.0(7) . . . . ? N34D Cu4 N34 C33 143.7(2) . . . . ? N31 Cu4 N34 C33 -30.6(2) . . . . ? N37 Cu4 N34 C33 -113.2(2) . . . . ? N31D Cu4 N34 C35 162.2(5) . . . . ? N34D Cu4 N34 C35 -97.0(2) . . . . ? N31 Cu4 N34 C35 88.6(2) . . . . ? N37 Cu4 N34 C35 6.0(2) . . . . ? C34A N34 C35 C36 -106.3(3) . . . . ? C33 N34 C35 C36 132.5(3) . . . . ? Cu4 N34 C35 C36 19.2(4) . . . . ? N34 C35 C36 N37 -48.9(4) . . . . ? C35 C36 N37 C38 -66.0(4) . . . . ? C35 C36 N37 C37A 162.1(3) . . . . ? C35 C36 N37 Cu4 47.6(3) . . . . ? N31D Cu4 N37 C36 155.7(2) . . . . ? N34D Cu4 N37 C36 62.6(2) . . . . ? N34 Cu4 N37 C36 -29.1(2) . . . . ? N31 Cu4 N37 C36 -115.2(2) . . . . ? N31D Cu4 N37 C38 -85.4(2) . . . . ? N34D Cu4 N37 C38 -178.5(2) . . . . ? N34 Cu4 N37 C38 89.8(2) . . . . ? N31 Cu4 N37 C38 3.7(2) . . . . ? N31D Cu4 N37 C37A 37.9(2) . . . . ? N34D Cu4 N37 C37A -55.3(2) . . . . ? N34 Cu4 N37 C37A -146.9(2) . . . . ? N31 Cu4 N37 C37A 127.0(2) . . . . ? C36 N37 C38 C39 130.6(3) . . . . ? C37A N37 C38 C39 -98.1(4) . . . . ? Cu4 N37 C38 C39 21.8(4) . . . . ? C32 N31 C39 C38 -67.9(4) . . . . ? C31A N31 C39 C38 170.4(3) . . . . ? Cu4 N31 C39 C38 50.5(3) . . . . ? N37 C38 C39 N31 -49.0(4) . . . . ? C39 N31 C31A C31B -51.4(4) . . . . ? C32 N31 C31A C31B -175.2(3) . . . . ? Cu4 N31 C31A C31B 66.3(3) . . . . ? N31 C31A C31B C31C -50.2(5) . . . . ? C31A C31B C31C N31D 13.8(5) . . . . ? C31A C31B C31C O31E -168.0(3) . . . . ? O31E C31C N31D Cu4 179.8(2) . . . . ? C31B C31C N31D Cu4 -2.3(5) . . . . ? N34D Cu4 N31D C31C -157.9(3) . . . . ? N34 Cu4 N31D C31C -56.9(7) . . . . ? N31 Cu4 N31D C31C 16.2(3) . . . . ? N37 Cu4 N31D C31C 98.5(3) . . . . ? N31D C31C O31E C31F 1.9(5) . . . . ? C31B C31C O31E C31F -176.3(3) . . . . ? C33 N34 C34A C34B -175.5(3) . . . . ? C35 N34 C34A C34B 61.1(4) . . . . ? Cu4 N34 C34A C34B -62.7(4) . . . . ? N34 C34A C34B C34C 66.2(4) . . . . ? C34A C34B C34C N34D -31.1(5) . . . . ? C34A C34B C34C O34E 149.0(3) . . . . ? O34E C34C N34D Cu4 -179.9(3) . . . . ? C34B C34C N34D Cu4 0.2(6) . . . . ? N31D Cu4 N34D C34C 170.4(4) . . . . ? N34 Cu4 N34D C34C 1.6(4) . . . . ? N31 Cu4 N34D C34C 74.6(13) . . . . ? N37 Cu4 N34D C34C -83.4(4) . . . . ? N34D C34C O34E C34F -1.0(7) . . . . ? C34B C34C O34E C34F 178.9(4) . . . . ? C36 N37 C37A C37B 60.2(4) . . . . ? C38 N37 C37A C37B -71.7(4) . . . . ? Cu4 N37 C37A C37B 169.1(3) . . . . ? N37 C37A C37B C37C -178.4(3) . . . . ? C37A C37B C37C N37D 117(23) . . . . ? _diffrn_measured_fraction_theta_max 0.869 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 1.074 _refine_diff_density_min -0.701 _refine_diff_density_rms 0.080 ###======END data_CNN3CU _database_code_CSD 193877 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H24 Cl2 Cu N6' _chemical_formula_weight 422.84 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.9750(11) _cell_length_b 11.1671(11) _cell_length_c 14.9887(15) _cell_angle_alpha 90.00 _cell_angle_beta 96.183(2) _cell_angle_gamma 90.00 _cell_volume 1826.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2688 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 28.55 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.538 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 876 _exptl_absorpt_coefficient_mu 1.498 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.696 _exptl_absorpt_correction_T_max 0.796 _exptl_absorpt_process_details 'Saint v6.02a/Sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker SMART1000 CCD area detector' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 4234 _diffrn_reflns_av_R_equivalents 0.023 _diffrn_reflns_av_sigmaI/netI 0.0304 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 28.65 _reflns_number_total 4234 _reflns_number_gt 3420 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART version 5.054 (Bruker, 1998)' _computing_cell_refinement 'Bruker SAINT version 6.02a (Bruker, 2000)' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 1997)' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w==1/[\s^2^(Fo^2^)+(0.0520P)^2^] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'Direct methods' _atom_sites_solution_secondary 'Difference Fourier map' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding on parent atom' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4234 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0407 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0852 _refine_ls_wR_factor_gt 0.0819 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.95391(2) 0.46138(2) 0.234627(16) 0.01835(9) Uani 1 1 d . . . N1 N 1.11632(15) 0.33978(14) 0.25670(11) 0.0190(3) Uani 1 1 d . . . C2 C 1.10493(19) 0.29897(19) 0.34973(14) 0.0259(5) Uani 1 1 d . . . H2A H 1.1284 0.3654 0.3918 0.031 Uiso 1 1 calc R . . H2B H 1.1628 0.2321 0.3646 0.031 Uiso 1 1 calc R . . C3 C 0.9757(2) 0.2577(2) 0.36278(14) 0.0264(5) Uani 1 1 d . . . H3A H 0.9611 0.1785 0.3340 0.032 Uiso 1 1 calc R . . H3B H 0.9695 0.2478 0.4278 0.032 Uiso 1 1 calc R . . N4 N 0.87874(15) 0.34199(14) 0.32497(11) 0.0221(4) Uani 1 1 d . . . C5 C 0.77909(19) 0.27848(19) 0.26691(14) 0.0248(5) Uani 1 1 d . . . H5A H 0.7491 0.2101 0.3005 0.030 Uiso 1 1 calc R . . H5B H 0.7096 0.3340 0.2520 0.030 Uiso 1 1 calc R . . C6 C 0.82349(19) 0.23382(18) 0.18227(14) 0.0256(5) Uani 1 1 d . . . H6A H 0.7527 0.2073 0.1404 0.031 Uiso 1 1 calc R . . H6B H 0.8779 0.1640 0.1959 0.031 Uiso 1 1 calc R . . N7 N 0.89188(15) 0.32942(15) 0.13859(11) 0.0215(4) Uani 1 1 d . . . C8 C 1.01015(19) 0.2809(2) 0.10985(15) 0.0269(5) Uani 1 1 d . . . H8A H 0.9917 0.2112 0.0699 0.032 Uiso 1 1 calc R . . H8B H 1.0490 0.3432 0.0753 0.032 Uiso 1 1 calc R . . C9 C 1.09860(19) 0.24342(19) 0.18886(14) 0.0259(5) Uani 1 1 d . . . H9A H 1.0669 0.1710 0.2166 0.031 Uiso 1 1 calc R . . H9B H 1.1785 0.2230 0.1678 0.031 Uiso 1 1 calc R . . C11 C 1.22923(17) 0.40942(17) 0.25046(14) 0.0201(4) Uani 1 1 d . . . H11B H 1.2297 0.4790 0.2914 0.024 Uiso 1 1 calc R . . H11A H 1.2286 0.4405 0.1886 0.024 Uiso 1 1 calc R . . C12 C 1.34743(18) 0.33654(18) 0.27426(16) 0.0259(5) Uani 1 1 d . . . H12A H 1.3488 0.3047 0.3360 0.031 Uiso 1 1 calc R . . H12B H 1.3487 0.2677 0.2327 0.031 Uiso 1 1 calc R . . C13 C 1.4556(2) 0.41059(19) 0.26806(15) 0.0250(5) Uani 1 1 d . . . N14 N 1.53915(17) 0.47013(17) 0.26303(14) 0.0332(5) Uani 1 1 d . . . C41 C 0.8243(2) 0.41308(19) 0.39520(14) 0.0256(5) Uani 1 1 d . . . H41A H 0.7757 0.4790 0.3650 0.031 Uiso 1 1 calc R . . H41B H 0.8922 0.4500 0.4346 0.031 Uiso 1 1 calc R . . C42 C 0.7420(2) 0.3454(2) 0.45478(15) 0.0314(5) Uani 1 1 d . . . H42A H 0.6783 0.2993 0.4177 0.038 Uiso 1 1 calc R . . H42B H 0.7911 0.2895 0.4954 0.038 Uiso 1 1 calc R . . C43 C 0.6860(2) 0.4384(2) 0.50639(16) 0.0327(5) Uani 1 1 d . . . N44 N 0.6453(2) 0.5158(2) 0.54262(15) 0.0441(6) Uani 1 1 d . . . C71 C 0.81781(19) 0.37319(19) 0.05644(14) 0.0250(4) Uani 1 1 d . . . H71A H 0.7939 0.3044 0.0167 0.030 Uiso 1 1 calc R . . H71B H 0.8682 0.4280 0.0237 0.030 Uiso 1 1 calc R . . C72 C 0.7027(2) 0.4387(2) 0.07849(15) 0.0272(5) Uani 1 1 d . . . H72A H 0.6399 0.3797 0.0919 0.033 Uiso 1 1 calc R . . H72B H 0.7225 0.4894 0.1323 0.033 Uiso 1 1 calc R . . C73 C 0.6546(2) 0.5134(2) 0.00268(16) 0.0287(5) Uani 1 1 d . . . N74 N 0.6211(2) 0.5746(2) -0.05594(15) 0.0421(5) Uani 1 1 d . . . Cl1 Cl 1.01068(5) 0.60064(4) 0.34308(4) 0.02749(13) Uani 1 1 d . . . Cl2 Cl 0.97795(5) 0.59636(5) 0.12534(4) 0.02901(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.01587(14) 0.01727(13) 0.02186(14) -0.00056(9) 0.00183(9) -0.00013(9) N1 0.0161(9) 0.0193(8) 0.0215(8) -0.0012(7) 0.0020(6) 0.0006(7) C2 0.0199(11) 0.0286(11) 0.0280(11) 0.0069(9) -0.0029(8) 0.0008(9) C3 0.0252(11) 0.0290(11) 0.0255(11) 0.0050(9) 0.0045(9) 0.0005(9) N4 0.0198(9) 0.0237(8) 0.0234(9) -0.0008(7) 0.0054(7) -0.0021(7) C5 0.0174(10) 0.0247(10) 0.0323(12) 0.0022(9) 0.0023(9) -0.0046(8) C6 0.0221(11) 0.0233(10) 0.0301(12) -0.0002(9) -0.0033(9) -0.0039(9) N7 0.0168(9) 0.0229(8) 0.0243(9) -0.0022(7) -0.0011(7) 0.0011(7) C8 0.0220(11) 0.0304(11) 0.0280(11) -0.0073(9) 0.0013(9) 0.0045(9) C9 0.0197(11) 0.0256(10) 0.0324(12) -0.0063(9) 0.0023(9) 0.0008(9) C11 0.0140(10) 0.0221(9) 0.0240(10) -0.0004(8) 0.0015(8) -0.0001(8) C12 0.0160(10) 0.0238(10) 0.0379(12) -0.0014(9) 0.0023(9) 0.0025(8) C13 0.0189(11) 0.0246(10) 0.0312(12) -0.0059(9) 0.0007(8) 0.0073(9) N14 0.0205(10) 0.0284(10) 0.0510(14) -0.0073(9) 0.0044(9) -0.0001(8) C41 0.0253(11) 0.0272(10) 0.0250(11) -0.0028(9) 0.0067(9) -0.0039(9) C42 0.0318(13) 0.0337(12) 0.0302(12) -0.0002(10) 0.0104(10) -0.0043(10) C43 0.0231(12) 0.0493(14) 0.0260(12) -0.0049(11) 0.0045(9) -0.0078(10) N44 0.0348(13) 0.0611(14) 0.0370(12) -0.0168(11) 0.0068(10) -0.0002(11) C71 0.0213(11) 0.0301(11) 0.0221(11) -0.0018(9) -0.0037(8) 0.0026(9) C72 0.0209(11) 0.0353(12) 0.0251(11) 0.0011(9) 0.0005(9) 0.0045(9) C73 0.0218(11) 0.0371(12) 0.0273(12) -0.0029(10) 0.0031(9) 0.0036(10) N74 0.0382(13) 0.0519(13) 0.0358(12) 0.0088(11) 0.0024(10) 0.0110(10) Cl1 0.0319(3) 0.0233(2) 0.0277(3) -0.0039(2) 0.0047(2) -0.0073(2) Cl2 0.0362(3) 0.0246(3) 0.0262(3) 0.0030(2) 0.0030(2) -0.0035(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N7 2.1203(17) . y Cu N4 2.1290(16) . y Cu N1 2.2368(16) . y Cu Cl2 2.2624(6) . y Cu Cl1 2.2871(6) . y N1 C11 1.474(2) . ? N1 C9 1.479(3) . ? N1 C2 1.485(3) . ? C2 C3 1.523(3) . ? C3 N4 1.486(3) . ? N4 C41 1.493(3) . ? N4 C5 1.500(3) . ? C5 C6 1.493(3) . ? C6 N7 1.496(3) . ? N7 C71 1.483(3) . ? N7 C8 1.511(3) . ? C8 C9 1.508(3) . ? C11 C12 1.540(3) . ? C12 C13 1.458(3) . ? C13 N14 1.142(3) . ? C41 C42 1.536(3) . ? C42 C43 1.469(3) . ? C43 N44 1.137(3) . ? C71 C72 1.526(3) . ? C72 C73 1.462(3) . ? C73 N74 1.142(3) . ? 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 N7 Cu N4 83.02(6) . . y N7 Cu N1 82.59(6) . . y N4 Cu N1 83.28(6) . . y N7 Cu Cl2 91.46(5) . . y N4 Cu Cl2 163.99(5) . . y N1 Cu Cl2 111.00(4) . . y N7 Cu Cl1 176.40(5) . . y N4 Cu Cl1 93.92(5) . . y N1 Cu Cl1 98.97(4) . . y Cl2 Cu Cl1 91.00(2) . . y C11 N1 C9 112.91(15) . . ? C11 N1 C2 112.19(15) . . ? C9 N1 C2 113.84(16) . . ? C11 N1 Cu 109.41(11) . . ? C9 N1 Cu 107.24(12) . . ? C2 N1 Cu 100.31(11) . . ? N1 C2 C3 112.77(17) . . ? N4 C3 C2 113.45(17) . . ? C3 N4 C41 113.09(16) . . ? C3 N4 C5 111.67(16) . . ? C41 N4 C5 109.77(16) . . ? C3 N4 Cu 109.16(12) . . ? C41 N4 Cu 109.10(12) . . ? C5 N4 Cu 103.61(12) . . ? C6 C5 N4 111.50(16) . . ? C5 C6 N7 111.01(16) . . ? C71 N7 C6 110.03(16) . . ? C71 N7 C8 106.99(15) . . ? C6 N7 C8 110.85(16) . . ? C71 N7 Cu 116.22(12) . . ? C6 N7 Cu 109.78(12) . . ? C8 N7 Cu 102.69(12) . . ? C9 C8 N7 112.08(17) . . ? N1 C9 C8 111.33(17) . . ? N1 C11 C12 113.53(16) . . ? C13 C12 C11 110.89(17) . . ? N14 C13 C12 179.0(2) . . ? N4 C41 C42 116.95(17) . . ? C43 C42 C41 105.32(18) . . ? N44 C43 C42 175.5(3) . . ? N7 C71 C72 111.75(17) . . ? C73 C72 C71 110.09(18) . . ? N74 C73 C72 177.2(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 N7 Cu N1 C11 128.08(13) . . . . ? N4 Cu N1 C11 -148.12(13) . . . . ? Cl2 Cu N1 C11 39.37(13) . . . . ? Cl1 Cu N1 C11 -55.19(12) . . . . ? N7 Cu N1 C9 5.30(12) . . . . ? N4 Cu N1 C9 89.10(13) . . . . ? Cl2 Cu N1 C9 -83.41(12) . . . . ? Cl1 Cu N1 C9 -177.97(11) . . . . ? N7 Cu N1 C2 -113.81(12) . . . . ? N4 Cu N1 C2 -30.01(12) . . . . ? Cl2 Cu N1 C2 157.48(10) . . . . ? Cl1 Cu N1 C2 62.91(11) . . . . ? C11 N1 C2 C3 164.24(17) . . . . ? C9 N1 C2 C3 -66.0(2) . . . . ? Cu N1 C2 C3 48.21(18) . . . . ? N1 C2 C3 N4 -47.0(2) . . . . ? C2 C3 N4 C41 -105.3(2) . . . . ? C2 C3 N4 C5 130.34(18) . . . . ? C2 C3 N4 Cu 16.4(2) . . . . ? N7 Cu N4 C3 91.41(13) . . . . ? N1 Cu N4 C3 8.10(13) . . . . ? Cl2 Cu N4 C3 161.92(13) . . . . ? Cl1 Cu N4 C3 -90.48(12) . . . . ? N7 Cu N4 C41 -144.56(14) . . . . ? N1 Cu N4 C41 132.13(14) . . . . ? Cl2 Cu N4 C41 -74.0(2) . . . . ? Cl1 Cu N4 C41 33.55(13) . . . . ? N7 Cu N4 C5 -27.68(12) . . . . ? N1 Cu N4 C5 -110.99(12) . . . . ? Cl2 Cu N4 C5 42.8(2) . . . . ? Cl1 Cu N4 C5 150.42(11) . . . . ? C3 N4 C5 C6 -69.1(2) . . . . ? C41 N4 C5 C6 164.68(17) . . . . ? Cu N4 C5 C6 48.27(18) . . . . ? N4 C5 C6 N7 -47.8(2) . . . . ? C5 C6 N7 C71 -108.12(19) . . . . ? C5 C6 N7 C8 133.75(18) . . . . ? C5 C6 N7 Cu 21.0(2) . . . . ? N4 Cu N7 C71 130.03(14) . . . . ? N1 Cu N7 C71 -145.88(14) . . . . ? Cl2 Cu N7 C71 -34.90(13) . . . . ? Cl1 Cu N7 C71 98.3(8) . . . . ? N4 Cu N7 C6 4.38(13) . . . . ? N1 Cu N7 C6 88.47(13) . . . . ? Cl2 Cu N7 C6 -160.54(12) . . . . ? Cl1 Cu N7 C6 -27.4(8) . . . . ? N4 Cu N7 C8 -113.57(13) . . . . ? N1 Cu N7 C8 -29.48(12) . . . . ? Cl2 Cu N7 C8 81.51(12) . . . . ? Cl1 Cu N7 C8 -145.3(7) . . . . ? C71 N7 C8 C9 174.95(17) . . . . ? C6 N7 C8 C9 -65.1(2) . . . . ? Cu N7 C8 C9 52.11(18) . . . . ? C11 N1 C9 C8 -99.2(2) . . . . ? C2 N1 C9 C8 131.42(18) . . . . ? Cu N1 C9 C8 21.43(19) . . . . ? N7 C8 C9 N1 -51.3(2) . . . . ? C9 N1 C11 C12 -66.6(2) . . . . ? C2 N1 C11 C12 63.7(2) . . . . ? Cu N1 C11 C12 174.07(13) . . . . ? N1 C11 C12 C13 -179.21(17) . . . . ? C11 C12 C13 N14 9(14) . . . . ? C3 N4 C41 C42 -70.8(2) . . . . ? C5 N4 C41 C42 54.6(2) . . . . ? Cu N4 C41 C42 167.47(16) . . . . ? N4 C41 C42 C43 -171.01(19) . . . . ? C41 C42 C43 N44 12(4) . . . . ? C6 N7 C71 C72 66.7(2) . . . . ? C8 N7 C71 C72 -172.83(17) . . . . ? Cu N7 C71 C72 -58.8(2) . . . . ? N7 C71 C72 C73 161.22(18) . . . . ? C71 C72 C73 N74 -67(5) . . . . ? _diffrn_measured_fraction_theta_max 0.902 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.688 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.072 ###======END data_9N3CUC _database_code_CSD 193878 _refine_special_details ; The nitromethane solvent molecule is present at only 0.50 occupancy, so all its atoms were refined isotropically. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H23 Cl2 Cu N5, 0.5(C H3 N O2)' _chemical_formula_sum 'C13.50 H24.50 Cl2 Cu N5.50 O' _chemical_formula_weight 414.33 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.325(2) _cell_length_b 8.090(2) _cell_length_c 15.219(3) _cell_angle_alpha 90.00 _cell_angle_beta 105.87(3) _cell_angle_gamma 90.00 _cell_volume 985.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5639 _cell_measurement_theta_min 3.58 _cell_measurement_theta_max 30.49 _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 'not recorded' _exptl_crystal_size_mid 'not recorded' _exptl_crystal_size_min 'not recorded' _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.396 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 430 _exptl_absorpt_coefficient_mu 1.389 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius kappaCCD area detector' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 5639 _diffrn_reflns_av_R_equivalents 0.042 _diffrn_reflns_av_sigmaI/netI 0.087 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.58 _diffrn_reflns_theta_max 30.49 _reflns_number_total 3856 _reflns_number_gt 2980 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT; DENZO' _computing_cell_refinement 'DENZO' _computing_data_reduction 'DENZO; SORTAV' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1994)' _computing_publication_material 'SHELXL-97; PLATON (Spek, 2001)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w==1/[\s^2^(Fo^2^)+(0.045P)^2^+0.71P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'calculated geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H.D. (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(2) _refine_ls_number_reflns 3856 _refine_ls_number_parameters 208 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0860 _refine_ls_R_factor_gt 0.0601 _refine_ls_wR_factor_ref 0.1403 _refine_ls_wR_factor_gt 0.1246 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.002 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.81396(7) 0.74880(8) 0.86189(5) 0.03473(19) Uani 1 1 d . . . Cl1 Cl 1.00895(19) 0.63991(18) 0.79881(15) 0.0553(5) Uani 1 1 d . . . Cl2 Cl 0.8116(2) 0.51024(19) 0.94232(13) 0.0545(5) Uani 1 1 d . . . N1 N 0.5752(5) 0.7219(6) 0.7477(4) 0.0374(11) Uani 1 1 d . . . C2 C 0.5655(9) 0.8646(9) 0.6876(6) 0.059(2) Uani 1 1 d . . . H2A H 0.4811 0.9425 0.6983 0.071 Uiso 1 1 calc R . . H2B H 0.5263 0.8267 0.6234 0.071 Uiso 1 1 calc R . . C3 C 0.7244(8) 0.9539(8) 0.7000(5) 0.057(2) Uani 1 1 d . . . H3A H 0.7010 1.0615 0.6681 0.069 Uiso 1 1 calc R . . H3B H 0.7964 0.8897 0.6703 0.069 Uiso 1 1 calc R . . N4 N 0.8184(5) 0.9844(5) 0.7968(4) 0.0380(13) Uani 1 1 d . . . C5 C 0.7316(9) 1.1067(8) 0.8365(7) 0.061(2) Uani 1 1 d . . . H5A H 0.7940 1.2123 0.8441 0.074 Uiso 1 1 calc R . . H5B H 0.6193 1.1263 0.7947 0.074 Uiso 1 1 calc R . . C6 C 0.7155(12) 1.0537(8) 0.9228(7) 0.069(2) Uani 1 1 d . . . H6A H 0.6343 1.1267 0.9407 0.083 Uiso 1 1 calc R . . H6B H 0.8246 1.0676 0.9688 0.083 Uiso 1 1 calc R . . N7 N 0.6586(6) 0.8740(7) 0.9258(4) 0.0477(14) Uani 1 1 d . . . C8 C 0.4836(8) 0.8551(13) 0.8733(6) 0.073(2) Uani 1 1 d . . . H8A H 0.4432 0.9624 0.8445 0.088 Uiso 1 1 calc R . . H8B H 0.4170 0.8283 0.9163 0.088 Uiso 1 1 calc R . . C9 C 0.4516(7) 0.7258(10) 0.8008(6) 0.059(2) Uani 1 1 d . . . H9A H 0.4500 0.6164 0.8296 0.071 Uiso 1 1 calc R . . H9B H 0.3396 0.7447 0.7584 0.071 Uiso 1 1 calc R . . C11 C 0.5763(8) 0.5625(7) 0.7022(5) 0.0490(19) Uani 1 1 d . . . H11A H 0.5940 0.4744 0.7490 0.059 Uiso 1 1 calc R . . H11B H 0.6731 0.5607 0.6763 0.059 Uiso 1 1 calc R . . C12 C 0.4202(9) 0.5201(8) 0.6262(5) 0.0529(19) Uani 1 1 d . . . H12A H 0.3239 0.5081 0.6521 0.064 Uiso 1 1 calc R . . H12B H 0.3952 0.6108 0.5808 0.064 Uiso 1 1 calc R . . C13 C 0.4448(10) 0.3676(10) 0.5818(6) 0.061(2) Uani 1 1 d . . . N14 N 0.4702(11) 0.2462(12) 0.5485(5) 0.094(2) Uani 1 1 d . . . C41 C 0.9903(6) 1.0366(6) 0.8015(5) 0.0361(14) Uani 1 1 d . . . H41A H 1.0437 0.9492 0.7736 0.043 Uiso 1 1 calc R . . H41B H 1.0542 1.0458 0.8665 0.043 Uiso 1 1 calc R . . C42 C 1.0035(8) 1.2001(7) 0.7541(7) 0.057(2) Uani 1 1 d . . . H42A H 0.9298 1.1978 0.6909 0.069 Uiso 1 1 calc R . . H42B H 0.9665 1.2917 0.7872 0.069 Uiso 1 1 calc R . . C43 C 1.1774(7) 1.2281(8) 0.7525(5) 0.0490(16) Uani 1 1 d . . . N44 N 1.3115(7) 1.2459(10) 0.7533(5) 0.0696(18) Uani 1 1 d . . . C71 C 0.6817(10) 0.8271(10) 1.0256(5) 0.0589(19) Uani 1 1 d . . . H71A H 0.6037 0.8909 1.0502 0.088 Uiso 1 1 calc R . . H71B H 0.7965 0.8516 1.0608 0.088 Uiso 1 1 calc R . . H71C H 0.6597 0.7088 1.0298 0.088 Uiso 1 1 calc R . . C1S C 0.121(2) 0.983(2) 0.4594(17) 0.092(6) Uiso 0.50 1 d PD . . H1S1 H 0.0541 0.9107 0.4114 0.138 Uiso 0.50 1 calc PR . . H1S2 H 0.2372 0.9459 0.4766 0.138 Uiso 0.50 1 calc PR . . H1S3 H 0.1146 1.0968 0.4368 0.138 Uiso 0.50 1 calc PR . . N1S N 0.0668(17) 0.9771(14) 0.5252(13) 0.086(4) Uiso 0.50 1 d PD . . O1S O -0.052(3) 1.047(3) 0.5345(18) 0.174(9) Uiso 0.50 1 d PD . . O2S O 0.127(3) 0.899(3) 0.5919(16) 0.158(7) Uiso 0.50 1 d PD . . 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 0.0353(3) 0.0290(3) 0.0391(4) 0.0004(3) 0.0088(2) 0.0019(3) Cl1 0.0516(8) 0.0350(7) 0.0864(14) 0.0016(7) 0.0310(9) 0.0080(5) Cl2 0.0756(11) 0.0375(8) 0.0474(12) 0.0042(7) 0.0119(9) -0.0022(7) N1 0.036(2) 0.035(3) 0.040(3) 0.003(2) 0.0068(19) -0.0052(17) C2 0.071(4) 0.045(4) 0.052(5) 0.007(3) 0.001(4) -0.015(3) C3 0.050(4) 0.055(4) 0.056(5) 0.016(3) -0.004(4) -0.016(3) N4 0.030(2) 0.028(2) 0.055(4) 0.001(2) 0.010(2) -0.0012(16) C5 0.062(4) 0.039(3) 0.095(7) -0.012(4) 0.041(4) 0.000(3) C6 0.112(6) 0.041(4) 0.063(6) -0.008(4) 0.038(5) 0.019(4) N7 0.052(3) 0.052(3) 0.043(4) 0.000(3) 0.020(3) 0.009(2) C8 0.048(4) 0.116(7) 0.060(6) -0.016(5) 0.022(4) 0.007(4) C9 0.038(3) 0.068(5) 0.076(5) -0.009(4) 0.024(3) -0.015(3) C11 0.050(3) 0.037(3) 0.053(5) -0.004(3) 0.004(3) -0.006(2) C12 0.065(4) 0.044(3) 0.042(5) 0.000(3) 0.002(3) -0.014(3) C13 0.081(5) 0.057(5) 0.044(5) 0.002(4) 0.012(4) -0.018(3) N14 0.145(6) 0.069(5) 0.066(5) -0.017(5) 0.026(5) -0.008(6) C41 0.037(3) 0.028(3) 0.045(4) 0.006(2) 0.015(3) 0.0001(19) C42 0.049(3) 0.035(3) 0.087(6) 0.015(3) 0.017(4) -0.005(2) C43 0.051(3) 0.039(3) 0.059(5) 0.014(3) 0.020(3) -0.006(3) N44 0.066(3) 0.063(3) 0.090(5) 0.028(5) 0.039(3) 0.004(4) C71 0.077(5) 0.066(4) 0.045(5) 0.004(3) 0.035(4) -0.004(3) _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 Cl1 2.2771(19) . y Cu Cl2 2.2883(18) . y Cu N1 2.265(4) . y Cu N4 2.154(5) . y Cu N7 2.081(6) . y N1 C2 1.461(9) . ? N1 C11 1.464(8) . ? N1 C9 1.472(9) . ? C2 C3 1.474(9) . ? C3 N4 1.488(9) . ? N4 C5 1.451(9) . ? N4 C41 1.475(7) . ? C5 C6 1.423(13) . ? C6 N7 1.533(10) . ? N7 C8 1.465(8) . ? N7 C71 1.526(10) . ? C8 C9 1.491(12) . ? C11 C12 1.523(8) . ? C12 C13 1.448(12) . ? C13 N14 1.151(13) . ? C41 C42 1.525(8) . ? C42 C43 1.472(9) . ? C43 N44 1.123(8) . ? C1S N1S 1.20(3) . ? N1S O1S 1.18(2) . ? N1S O2S 1.18(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 Cl1 Cu Cl2 90.61(7) . . Yes Cl1 Cu N1 102.50(15) . . Yes Cl1 Cu N4 92.55(15) . . Yes Cl1 Cu N7 172.27(16) . . Yes Cl2 Cu N1 101.27(13) . . Yes Cl2 Cu N4 175.18(16) . . Yes Cl2 Cu N7 93.64(18) . . Yes N1 Cu N4 81.59(16) . . Yes N1 Cu N7 83.0(2) . . Yes N4 Cu N7 82.8(2) . . Yes C2 N1 C11 114.0(6) . . ? C2 N1 C9 113.5(6) . . ? C11 N1 C9 112.0(5) . . ? C2 N1 Cu 106.9(3) . . ? C11 N1 Cu 109.3(3) . . ? C9 N1 Cu 100.1(4) . . ? N1 C2 C3 114.4(5) . . ? C2 C3 N4 114.7(7) . . ? C5 N4 C41 111.9(5) . . ? C5 N4 C3 109.8(5) . . ? C41 N4 C3 109.6(6) . . ? C5 N4 Cu 109.8(5) . . ? C41 N4 Cu 111.7(3) . . ? C3 N4 Cu 103.8(3) . . ? C6 C5 N4 111.3(6) . . ? C5 C6 N7 114.8(7) . . ? C8 N7 C71 110.6(6) . . ? C8 N7 C6 110.6(6) . . ? C71 N7 C6 108.0(6) . . ? C8 N7 Cu 110.3(4) . . ? C71 N7 Cu 114.8(4) . . ? C6 N7 Cu 102.2(5) . . ? N7 C8 C9 115.3(6) . . ? N1 C9 C8 114.3(6) . . ? N1 C11 C12 116.3(5) . . ? C13 C12 C11 110.2(6) . . ? N14 C13 C12 177.5(8) . . ? N4 C41 C42 114.8(4) . . ? C43 C42 C41 109.8(5) . . ? N44 C43 C42 177.9(8) . . ? O1S N1S O2S 109(3) . . ? O1S N1S C1S 126.6(19) . . ? O2S N1S C1S 124.6(18) . . ? 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 C11 N1 C2 C3 -104.1(8) . . . . ? C9 N1 C2 C3 126.1(7) . . . . ? N1 C2 C3 N4 -44.9(9) . . . . ? C2 C3 N4 C5 -70.4(7) . . . . ? C2 C3 N4 C41 166.3(6) . . . . ? C41 N4 C5 C6 -106.2(7) . . . . ? C3 N4 C5 C6 131.8(7) . . . . ? N4 C5 C6 N7 -45.4(9) . . . . ? C5 C6 N7 C8 -70.1(9) . . . . ? C5 C6 N7 C71 168.7(7) . . . . ? C71 N7 C8 C9 -115.3(8) . . . . ? C6 N7 C8 C9 125.1(9) . . . . ? C2 N1 C9 C8 -69.9(8) . . . . ? C11 N1 C9 C8 159.3(6) . . . . ? N7 C8 C9 N1 -41.8(11) . . . . ? C2 N1 C11 C12 -63.4(8) . . . . ? C9 N1 C11 C12 67.1(8) . . . . ? N1 C11 C12 C13 174.5(7) . . . . ? C11 C12 C13 N14 -2(24) . . . . ? C5 N4 C41 C42 -58.3(8) . . . . ? C3 N4 C41 C42 63.8(7) . . . . ? N4 C41 C42 C43 -172.4(6) . . . . ? C41 C42 C43 N44 -17(27) . . . . ? _diffrn_measured_fraction_theta_max 0.753 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.819 _refine_diff_density_max 0.47 _refine_diff_density_min -0.46 _refine_diff_density_rms 0.09 ###======END