# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_p21 _database_code_depnum_ccdc_archive 'CCDC 879652' #TrackingRef 'CuNNPOP Final Rev.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H51 B Cu F4 N5 O2 P2' _chemical_formula_weight 966.25 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' P P 0.1023 0.0942 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.8303(7) _cell_length_b 21.6994(15) _cell_length_c 11.6696(8) _cell_angle_alpha 90.00 _cell_angle_beta 94.9510(10) _cell_angle_gamma 90.00 _cell_volume 2480.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7367 _cell_measurement_theta_min 2.2815 _cell_measurement_theta_max 23.935 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1004 _exptl_absorpt_coefficient_mu 0.563 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9054 _exptl_absorpt_correction_T_max 0.9407 _exptl_absorpt_process_details ; Data were corrected for Lorentz polarization and absorption effects (empirical absorption correction SADABS). R(int) = 0.0909 (selected reflections only, before parameter refinement) R(int) = 0.0413 (selected reflections only, after parameter refinement) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27802 _diffrn_reflns_av_R_equivalents 0.0531 _diffrn_reflns_av_sigmaI/netI 0.0852 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 27.00 _reflns_number_total 10836 _reflns_number_gt 6141 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPIII (johnson, 1996)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _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. The following restraints were applied (given as SHELXL lines): SIMU .01 $C SAME O2 C203 C204 C201 C202 (Et2O molecule) DFIX 1.53 .01 C201 C202 C203 C204 DFIX 1.43 .01 O2 C201 O2 C203 same .01 b1 f2 f3 f4 f1 (BF4 anion) same .01 b1 f3 f4 f1 f2 same .01 b1 f4 f1 f2 f3 SADI .01 F1 F2 F1 F3 F1 F4 F2 F3 F2 F4 F3 F4 SADI .01 F1' F2' F1' F3' F1' F4' F2' F3' F2' F4' F3' F4' SAME .01 B1 F1' > F4' DFIX 1.3 .01 B1 F1 B1 F2 B1 F3 B1 F4 B1 F1' B1 F2' B1 F3' B1 F4' SIMU .01 B1 > F4' ; _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^)+(0.1203P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _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 0.01(2) _refine_ls_number_reflns 10836 _refine_ls_number_parameters 553 _refine_ls_number_restraints 388 _refine_ls_R_factor_all 0.1288 _refine_ls_R_factor_gt 0.0646 _refine_ls_wR_factor_ref 0.2087 _refine_ls_wR_factor_gt 0.1672 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.00322(7) 0.38127(5) 1.00151(6) 0.0534(2) Uani 1 1 d . . . N1 N -0.1242(5) 0.3435(3) 0.8664(4) 0.0546(13) Uani 1 1 d . . . N2 N -0.1521(6) 0.2898(3) 0.8194(5) 0.0589(14) Uani 1 1 d . . . N3 N -0.2583(5) 0.3004(2) 0.7447(5) 0.0547(13) Uani 1 1 d . . . N4 N -0.3019(5) 0.3583(3) 0.7410(5) 0.0595(14) Uani 1 1 d . . . N5 N -0.1230(5) 0.4581(3) 0.9515(5) 0.0586(13) Uani 1 1 d . . . P1 P 0.21803(16) 0.40097(7) 0.95585(14) 0.0508(4) Uani 1 1 d . . . P2 P -0.00803(16) 0.33628(8) 1.17282(14) 0.0519(4) Uani 1 1 d . . . O1 O 0.2036(4) 0.4274(2) 1.2091(4) 0.0605(12) Uani 1 1 d . . . C6 C -0.1077(8) 0.5155(3) 0.9911(7) 0.0695(18) Uani 1 1 d U . . H6 H -0.0491 0.5227 1.0566 0.083 Uiso 1 1 calc R . . C5 C -0.1756(9) 0.5641(4) 0.9383(8) 0.085(2) Uani 1 1 d U . . H5 H -0.1605 0.6038 0.9665 0.102 Uiso 1 1 calc R . . C4 C -0.2671(10) 0.5543(4) 0.8429(8) 0.089(2) Uani 1 1 d U . . H4 H -0.3148 0.5869 0.8067 0.106 Uiso 1 1 calc R . . C3 C -0.2850(8) 0.4948(3) 0.8032(7) 0.0708(18) Uani 1 1 d U . . H3 H -0.3472 0.4862 0.7406 0.085 Uiso 1 1 calc R . . C2 C -0.2100(6) 0.4485(3) 0.8574(5) 0.0538(14) Uani 1 1 d U . . C1 C -0.2149(5) 0.3846(3) 0.8199(5) 0.0501(13) Uani 1 1 d U . . C7 C -0.3227(7) 0.2506(4) 0.6661(6) 0.0653(18) Uani 1 1 d U . . C8 C -0.2695(9) 0.2579(5) 0.5574(7) 0.088(2) Uani 1 1 d U . . H8A H -0.2977 0.2970 0.5249 0.132 Uiso 1 1 calc R . . H8B H -0.3034 0.2254 0.5068 0.132 Uiso 1 1 calc R . . H8C H -0.1716 0.2561 0.5670 0.132 Uiso 1 1 calc R . . C9 C -0.4774(8) 0.2603(5) 0.6600(8) 0.097(3) Uani 1 1 d U . . H9A H -0.5085 0.2549 0.7351 0.146 Uiso 1 1 calc R . . H9B H -0.5217 0.2309 0.6079 0.146 Uiso 1 1 calc R . . H9C H -0.4990 0.3013 0.6331 0.146 Uiso 1 1 calc R . . C10 C -0.2763(11) 0.1882(4) 0.7216(8) 0.102(3) Uani 1 1 d U . . H10A H -0.3133 0.1840 0.7947 0.153 Uiso 1 1 calc R . . H10B H -0.1784 0.1870 0.7323 0.153 Uiso 1 1 calc R . . H10C H -0.3086 0.1550 0.6721 0.153 Uiso 1 1 calc R . . C11 C 0.3082(6) 0.4615(3) 1.0419(6) 0.0545(15) Uani 1 1 d U . . C12 C 0.3901(8) 0.5047(4) 0.9939(8) 0.0755(19) Uani 1 1 d U . . H12 H 0.3974 0.5040 0.9149 0.091 Uiso 1 1 calc R . . C13 C 0.4609(9) 0.5486(4) 1.0595(9) 0.087(2) Uani 1 1 d U . . H13 H 0.5208 0.5747 1.0256 0.105 Uiso 1 1 calc R . . C14 C 0.4442(9) 0.5543(4) 1.1746(9) 0.088(2) Uani 1 1 d U . . H14 H 0.4894 0.5852 1.2179 0.106 Uiso 1 1 calc R . . C15 C 0.3578(8) 0.5127(4) 1.2268(8) 0.080(2) Uani 1 1 d U . . H15 H 0.3457 0.5154 1.3048 0.097 Uiso 1 1 calc R . . C16 C 0.2907(6) 0.4672(3) 1.1573(7) 0.0639(17) Uani 1 1 d U . . C17 C 0.2546(6) 0.3712(4) 1.2460(5) 0.0605(16) Uani 1 1 d U . . C18 C 0.3904(8) 0.3632(4) 1.2876(7) 0.084(2) Uani 1 1 d U . . H18 H 0.4503 0.3964 1.2917 0.101 Uiso 1 1 calc R . . C19 C 0.4351(9) 0.3058(5) 1.3224(8) 0.101(3) Uani 1 1 d U . . H19 H 0.5259 0.3001 1.3499 0.121 Uiso 1 1 calc R . . C20 C 0.3451(10) 0.2558(5) 1.3169(8) 0.097(2) Uani 1 1 d U . . H20 H 0.3760 0.2168 1.3399 0.116 Uiso 1 1 calc R . . C21 C 0.2101(8) 0.2644(4) 1.2772(6) 0.0746(19) Uani 1 1 d U . . H21 H 0.1499 0.2313 1.2760 0.089 Uiso 1 1 calc R . . C22 C 0.1628(6) 0.3220(3) 1.2389(5) 0.0547(15) Uani 1 1 d U . . C23 C 0.2329(7) 0.4264(3) 0.8107(6) 0.0652(17) Uani 1 1 d U . . C24 C 0.1413(9) 0.4715(4) 0.7636(7) 0.084(2) Uani 1 1 d U . . H24 H 0.0755 0.4877 0.8078 0.101 Uiso 1 1 calc R . . C25 C 0.1486(10) 0.4916(5) 0.6538(9) 0.100(3) Uani 1 1 d U . . H25 H 0.0889 0.5221 0.6244 0.120 Uiso 1 1 calc R . . C26 C 0.2403(13) 0.4682(6) 0.5871(9) 0.115(3) Uani 1 1 d U . . H26 H 0.2397 0.4802 0.5105 0.138 Uiso 1 1 calc R . . C27 C 0.3372(12) 0.4257(5) 0.6335(8) 0.113(3) Uani 1 1 d U . . H27 H 0.4073 0.4129 0.5904 0.135 Uiso 1 1 calc R . . C28 C 0.3291(10) 0.4033(5) 0.7402(7) 0.095(2) Uani 1 1 d U . . H28 H 0.3881 0.3720 0.7673 0.114 Uiso 1 1 calc R . . C29 C 0.3358(7) 0.3356(3) 0.9747(6) 0.0617(16) Uani 1 1 d U . . C30 C 0.2873(9) 0.2784(4) 0.9540(8) 0.084(2) Uani 1 1 d U . . H30 H 0.1944 0.2737 0.9336 0.101 Uiso 1 1 calc R . . C31 C 0.3681(12) 0.2262(4) 0.9616(10) 0.105(3) Uani 1 1 d U . . H31 H 0.3323 0.1874 0.9433 0.125 Uiso 1 1 calc R . . C32 C 0.5007(12) 0.2341(5) 0.9965(9) 0.109(3) Uani 1 1 d U . . H32 H 0.5559 0.1994 1.0080 0.130 Uiso 1 1 calc R . . C33 C 0.5568(11) 0.2900(5) 1.0157(9) 0.103(3) Uani 1 1 d U . . H33 H 0.6495 0.2942 1.0377 0.124 Uiso 1 1 calc R . . C34 C 0.4722(8) 0.3421(4) 1.0017(7) 0.084(2) Uani 1 1 d U . . H34 H 0.5099 0.3813 1.0110 0.100 Uiso 1 1 calc R . . C35 C -0.0881(7) 0.2608(3) 1.1738(6) 0.0587(15) Uani 1 1 d U . . C36 C -0.0806(8) 0.2232(3) 1.0785(7) 0.0704(18) Uani 1 1 d U . . H36 H -0.0363 0.2374 1.0163 0.085 Uiso 1 1 calc R . . C37 C -0.1391(10) 0.1637(4) 1.0744(8) 0.086(2) Uani 1 1 d U . . H37 H -0.1331 0.1381 1.0112 0.103 Uiso 1 1 calc R . . C38 C -0.2064(10) 0.1449(4) 1.1689(8) 0.093(2) Uani 1 1 d U . . H38 H -0.2446 0.1057 1.1692 0.111 Uiso 1 1 calc R . . C39 C -0.2169(11) 0.1819(4) 1.2584(8) 0.092(2) Uani 1 1 d U . . H39 H -0.2651 0.1691 1.3193 0.111 Uiso 1 1 calc R . . C40 C -0.1570(9) 0.2387(4) 1.2611(7) 0.081(2) Uani 1 1 d U . . H40 H -0.1638 0.2634 1.3255 0.097 Uiso 1 1 calc R . . C41 C -0.0923(6) 0.3800(4) 1.2818(6) 0.0605(14) Uani 1 1 d U . . C42 C -0.2064(7) 0.4141(4) 1.2475(8) 0.0741(19) Uani 1 1 d U . . H42 H -0.2384 0.4153 1.1702 0.089 Uiso 1 1 calc R . . C43 C -0.2732(9) 0.4461(4) 1.3266(10) 0.096(2) Uani 1 1 d U . . H43 H -0.3499 0.4694 1.3026 0.115 Uiso 1 1 calc R . . C44 C -0.2271(10) 0.4442(4) 1.4433(10) 0.099(2) Uani 1 1 d U . . H44 H -0.2732 0.4659 1.4967 0.119 Uiso 1 1 calc R . . C45 C -0.1139(10) 0.4102(4) 1.4789(8) 0.094(2) Uani 1 1 d U . . H45 H -0.0830 0.4084 1.5565 0.113 Uiso 1 1 calc R . . C46 C -0.0445(8) 0.3776(4) 1.3962(6) 0.0737(17) Uani 1 1 d U . . H46 H 0.0331 0.3548 1.4191 0.088 Uiso 1 1 calc R . . O2 O 0.0751(12) 0.1634(5) 0.6558(10) 0.171(4) Uiso 1 1 d D . . C201 C 0.142(2) 0.1995(7) 0.5756(15) 0.207(7) Uiso 1 1 d DU . . H20C H 0.0918 0.1979 0.5004 0.248 Uiso 1 1 calc R . . H20D H 0.2336 0.1840 0.5689 0.248 Uiso 1 1 calc R . . C202 C 0.1475(17) 0.2647(7) 0.6204(13) 0.168(6) Uiso 1 1 d DU . . H20E H 0.1959 0.2902 0.5703 0.251 Uiso 1 1 calc R . . H20F H 0.1938 0.2654 0.6963 0.251 Uiso 1 1 calc R . . H20G H 0.0563 0.2801 0.6232 0.251 Uiso 1 1 calc R . . C203 C 0.058(2) 0.1048(7) 0.6034(15) 0.216(8) Uiso 1 1 d DU . . H20A H 0.1464 0.0875 0.5917 0.259 Uiso 1 1 calc R . . H20B H 0.0071 0.1092 0.5288 0.259 Uiso 1 1 calc R . . C204 C -0.0179(18) 0.0618(8) 0.6772(16) 0.196(7) Uiso 1 1 d DU . . H20H H -0.0282 0.0223 0.6402 0.294 Uiso 1 1 calc R . . H20I H -0.1064 0.0786 0.6876 0.294 Uiso 1 1 calc R . . H20J H 0.0327 0.0570 0.7508 0.294 Uiso 1 1 calc R . . B1 B 0.4914(9) 0.0874(4) 0.4527(7) 0.154(5) Uiso 1 1 d DU . . F1 F 0.4554(11) 0.0290(4) 0.4521(12) 0.149(5) Uiso 0.581(10) 1 d PDU A 1 F2 F 0.6268(9) 0.0913(5) 0.4916(9) 0.133(4) Uiso 0.581(10) 1 d PDU A 1 F3 F 0.4732(15) 0.1132(8) 0.3518(10) 0.248(8) Uiso 0.581(10) 1 d PDU A 1 F4 F 0.4264(14) 0.1186(6) 0.5316(12) 0.214(7) Uiso 0.581(10) 1 d PDU A 1 F1' F 0.3563(11) 0.0996(8) 0.4294(16) 0.198(8) Uiso 0.419(10) 1 d PDU A 2 F2' F 0.555(2) 0.1366(6) 0.4904(14) 0.230(9) Uiso 0.419(10) 1 d PDU A 2 F3' F 0.5046(14) 0.0396(5) 0.5214(11) 0.119(5) Uiso 0.419(10) 1 d PDU A 2 F4' F 0.5334(16) 0.0718(8) 0.3486(9) 0.148(6) Uiso 0.419(10) 1 d PDU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0434(3) 0.0581(4) 0.0568(4) 0.0024(4) -0.0072(3) -0.0018(3) N1 0.049(3) 0.054(3) 0.059(3) -0.006(3) -0.005(2) -0.001(2) N2 0.061(3) 0.059(3) 0.055(3) 0.000(3) -0.011(3) 0.005(3) N3 0.054(3) 0.052(3) 0.058(3) -0.010(3) 0.002(2) -0.002(2) N4 0.053(3) 0.066(4) 0.059(3) 0.009(2) -0.003(3) 0.005(3) N5 0.053(3) 0.056(3) 0.066(3) -0.007(3) 0.003(3) 0.000(3) P1 0.0462(8) 0.0466(9) 0.0588(9) 0.0008(7) -0.0003(7) -0.0012(6) P2 0.0436(9) 0.0557(10) 0.0557(9) 0.0017(8) 0.0007(7) 0.0007(7) O1 0.047(2) 0.065(3) 0.069(3) -0.005(2) 0.001(2) -0.004(2) C6 0.067(4) 0.055(4) 0.085(5) -0.016(3) -0.004(4) -0.002(3) C5 0.089(5) 0.053(4) 0.111(5) -0.010(4) 0.001(4) 0.007(4) C4 0.095(5) 0.062(4) 0.106(5) 0.014(4) -0.007(4) 0.011(4) C3 0.077(4) 0.062(4) 0.071(4) 0.007(3) -0.008(3) 0.009(3) C2 0.043(3) 0.058(3) 0.059(3) 0.002(3) -0.005(3) 0.003(3) C1 0.042(3) 0.057(3) 0.050(3) -0.004(3) -0.004(2) -0.003(3) C7 0.057(4) 0.083(5) 0.054(4) -0.013(3) -0.003(3) -0.017(3) C8 0.090(6) 0.103(6) 0.070(5) -0.017(4) 0.004(4) -0.018(5) C9 0.062(5) 0.125(7) 0.103(6) -0.046(6) -0.002(4) -0.015(5) C10 0.124(8) 0.082(6) 0.096(6) -0.014(5) -0.019(6) -0.026(5) C11 0.041(3) 0.049(3) 0.073(4) -0.005(3) -0.002(3) -0.001(3) C12 0.061(4) 0.062(4) 0.104(5) -0.001(4) 0.002(4) -0.007(3) C13 0.073(4) 0.061(4) 0.128(6) -0.007(4) 0.010(4) -0.019(4) C14 0.074(4) 0.067(4) 0.122(6) -0.019(4) -0.005(4) -0.007(4) C15 0.066(4) 0.075(4) 0.100(5) -0.027(4) 0.002(4) -0.009(4) C16 0.039(3) 0.063(4) 0.089(4) -0.016(3) -0.003(3) -0.002(3) C17 0.044(3) 0.086(5) 0.051(3) 0.004(3) -0.001(2) 0.002(3) C18 0.059(4) 0.113(6) 0.077(4) 0.012(4) -0.012(3) -0.002(4) C19 0.066(4) 0.131(6) 0.100(5) 0.035(5) -0.021(4) 0.017(4) C20 0.083(5) 0.109(6) 0.095(5) 0.030(5) -0.012(4) 0.027(4) C21 0.066(4) 0.090(5) 0.067(4) 0.014(4) 0.000(3) 0.011(4) C22 0.046(3) 0.069(4) 0.048(3) 0.007(3) -0.005(3) 0.012(3) C23 0.063(4) 0.066(4) 0.066(4) 0.010(3) 0.004(3) -0.010(3) C24 0.078(4) 0.092(5) 0.082(4) 0.021(4) 0.005(4) -0.004(4) C25 0.092(5) 0.118(6) 0.088(5) 0.044(5) -0.003(4) 0.001(5) C26 0.127(6) 0.135(6) 0.084(5) 0.040(5) 0.009(5) -0.015(6) C27 0.134(6) 0.118(6) 0.091(5) 0.016(5) 0.042(5) 0.004(5) C28 0.114(5) 0.098(5) 0.077(4) 0.017(4) 0.030(4) 0.014(5) C29 0.063(4) 0.054(3) 0.068(4) 0.005(3) 0.010(3) 0.004(3) C30 0.085(5) 0.057(4) 0.113(5) -0.001(4) 0.026(4) 0.002(4) C31 0.115(6) 0.063(4) 0.140(6) 0.013(5) 0.038(5) 0.013(5) C32 0.119(6) 0.088(5) 0.121(6) 0.027(5) 0.021(5) 0.039(5) C33 0.091(5) 0.108(6) 0.108(5) -0.003(5) -0.005(5) 0.035(5) C34 0.069(4) 0.080(5) 0.100(5) -0.010(4) -0.003(4) 0.019(4) C35 0.060(4) 0.056(4) 0.061(4) 0.004(3) 0.003(3) 0.001(3) C36 0.072(4) 0.066(4) 0.072(4) 0.000(3) 0.004(3) 0.006(3) C37 0.103(5) 0.057(4) 0.097(5) -0.004(4) -0.002(4) -0.003(4) C38 0.116(5) 0.056(4) 0.104(5) 0.012(4) -0.007(5) -0.020(4) C39 0.117(5) 0.074(5) 0.087(5) -0.001(4) 0.021(4) -0.032(4) C40 0.095(5) 0.075(4) 0.076(4) -0.003(4) 0.021(4) -0.019(4) C41 0.047(3) 0.056(3) 0.079(4) -0.012(4) 0.011(3) -0.002(3) C42 0.049(3) 0.073(4) 0.101(5) -0.008(4) 0.008(3) 0.003(3) C43 0.061(4) 0.083(5) 0.146(6) -0.013(5) 0.024(5) 0.001(4) C44 0.086(5) 0.088(5) 0.129(6) -0.032(5) 0.041(5) -0.009(4) C45 0.103(5) 0.092(5) 0.091(5) -0.025(4) 0.021(4) -0.013(4) C46 0.072(4) 0.072(4) 0.078(4) -0.010(4) 0.011(3) -0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 2.093(5) . ? Cu1 N5 2.129(6) . ? Cu1 P2 2.2361(18) . ? Cu1 P1 2.2628(17) . ? N1 N2 1.309(7) . ? N1 C1 1.342(8) . ? N2 N3 1.321(7) . ? N3 N4 1.325(7) . ? N3 C7 1.520(8) . ? N4 C1 1.331(8) . ? N5 C6 1.334(9) . ? N5 C2 1.348(8) . ? P1 C23 1.799(7) . ? P1 C29 1.832(7) . ? P1 C11 1.835(6) . ? P2 C22 1.813(6) . ? P2 C35 1.818(7) . ? P2 C41 1.841(6) . ? O1 C17 1.373(9) . ? O1 C16 1.390(9) . ? C6 C5 1.365(11) . ? C6 H6 0.9300 . ? C5 C4 1.386(13) . ? C5 H5 0.9300 . ? C4 C3 1.377(11) . ? C4 H4 0.9300 . ? C3 C2 1.368(9) . ? C3 H3 0.9300 . ? C2 C1 1.454(10) . ? C7 C8 1.422(10) . ? C7 C9 1.531(11) . ? C7 C10 1.553(13) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C16 1.379(10) . ? C11 C12 1.385(10) . ? C12 C13 1.372(11) . ? C12 H12 0.9300 . ? C13 C14 1.373(13) . ? C13 H13 0.9300 . ? C14 C15 1.413(12) . ? C14 H14 0.9300 . ? C15 C16 1.405(10) . ? C15 H15 0.9300 . ? C17 C18 1.391(10) . ? C17 C22 1.397(10) . ? C18 C19 1.369(13) . ? C18 H18 0.9300 . ? C19 C20 1.399(14) . ? C19 H19 0.9300 . ? C20 C21 1.380(12) . ? C20 H20 0.9300 . ? C21 C22 1.393(10) . ? C21 H21 0.9300 . ? C23 C28 1.400(11) . ? C23 C24 1.409(11) . ? C24 C25 1.362(12) . ? C24 H24 0.9300 . ? C25 C26 1.340(15) . ? C25 H25 0.9300 . ? C26 C27 1.402(15) . ? C26 H26 0.9300 . ? C27 C28 1.345(12) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 C30 1.342(11) . ? C29 C34 1.359(10) . ? C30 C31 1.383(12) . ? C30 H30 0.9300 . ? C31 C32 1.342(15) . ? C31 H31 0.9300 . ? C32 C33 1.345(16) . ? C32 H32 0.9300 . ? C33 C34 1.404(13) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C40 1.358(10) . ? C35 C36 1.386(10) . ? C36 C37 1.412(11) . ? C36 H36 0.9300 . ? C37 C38 1.394(13) . ? C37 H37 0.9300 . ? C38 C39 1.329(12) . ? C38 H38 0.9300 . ? C39 C40 1.364(12) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 C42 1.373(10) . ? C41 C46 1.378(9) . ? C42 C43 1.368(12) . ? C42 H42 0.9300 . ? C43 C44 1.398(14) . ? C43 H43 0.9300 . ? C44 C45 1.369(14) . ? C44 H44 0.9300 . ? C45 C46 1.418(11) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? O2 C203 1.414(9) . ? O2 C201 1.425(9) . ? C201 C202 1.509(9) . ? C201 H20C 0.9700 . ? C201 H20D 0.9700 . ? C202 H20E 0.9600 . ? C202 H20F 0.9600 . ? C202 H20G 0.9600 . ? C203 C204 1.509(9) . ? C203 H20A 0.9700 . ? C203 H20B 0.9700 . ? C204 H20H 0.9600 . ? C204 H20I 0.9600 . ? C204 H20J 0.9600 . ? B1 F2' 1.293(6) . ? B1 F3 1.301(6) . ? B1 F3' 1.312(6) . ? B1 F1 1.315(6) . ? B1 F4 1.348(6) . ? B1 F1' 1.359(6) . ? B1 F4' 1.359(6) . ? B1 F2 1.371(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 N1 Cu1 N5 78.6(2) . . ? N1 Cu1 P2 115.45(16) . . ? N5 Cu1 P2 120.96(16) . . ? N1 Cu1 P1 113.98(15) . . ? N5 Cu1 P1 108.73(16) . . ? P2 Cu1 P1 114.34(6) . . ? N2 N1 C1 108.3(5) . . ? N2 N1 Cu1 139.0(4) . . ? C1 N1 Cu1 112.2(4) . . ? N1 N2 N3 104.2(5) . . ? N2 N3 N4 115.0(5) . . ? N2 N3 C7 122.5(5) . . ? N4 N3 C7 122.5(6) . . ? N3 N4 C1 101.4(5) . . ? C6 N5 C2 118.0(6) . . ? C6 N5 Cu1 126.3(5) . . ? C2 N5 Cu1 114.6(4) . . ? C23 P1 C29 104.4(3) . . ? C23 P1 C11 102.7(3) . . ? C29 P1 C11 102.6(3) . . ? C23 P1 Cu1 115.6(2) . . ? C29 P1 Cu1 114.7(2) . . ? C11 P1 Cu1 115.0(2) . . ? C22 P2 C35 103.2(3) . . ? C22 P2 C41 104.5(3) . . ? C35 P2 C41 103.9(3) . . ? C22 P2 Cu1 109.8(2) . . ? C35 P2 Cu1 117.0(2) . . ? C41 P2 Cu1 116.9(3) . . ? C17 O1 C16 117.8(5) . . ? N5 C6 C5 122.0(7) . . ? N5 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C6 C5 C4 120.1(8) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C3 C4 C5 118.0(8) . . ? C3 C4 H4 121.0 . . ? C5 C4 H4 121.0 . . ? C2 C3 C4 118.9(7) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? N5 C2 C3 122.9(6) . . ? N5 C2 C1 113.2(5) . . ? C3 C2 C1 124.0(6) . . ? N4 C1 N1 111.1(6) . . ? N4 C1 C2 128.4(6) . . ? N1 C1 C2 120.5(5) . . ? C8 C7 N3 107.1(6) . . ? C8 C7 C9 112.5(7) . . ? N3 C7 C9 106.9(6) . . ? C8 C7 C10 110.5(8) . . ? N3 C7 C10 106.1(6) . . ? C9 C7 C10 113.2(8) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 117.5(7) . . ? C16 C11 P1 120.2(5) . . ? C12 C11 P1 122.3(6) . . ? C13 C12 C11 121.9(8) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C14 120.7(8) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C13 C14 C15 119.4(8) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 C14 118.0(8) . . ? C16 C15 H15 121.0 . . ? C14 C15 H15 121.0 . . ? C11 C16 O1 120.2(6) . . ? C11 C16 C15 122.3(7) . . ? O1 C16 C15 117.5(7) . . ? O1 C17 C18 122.3(7) . . ? O1 C17 C22 116.3(5) . . ? C18 C17 C22 121.3(7) . . ? C19 C18 C17 119.4(8) . . ? C19 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? C18 C19 C20 120.4(8) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C21 C20 C19 119.7(9) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C20 C21 C22 121.0(9) . . ? C20 C21 H21 119.5 . . ? C22 C21 H21 119.5 . . ? C21 C22 C17 118.1(6) . . ? C21 C22 P2 124.1(6) . . ? C17 C22 P2 117.7(5) . . ? C28 C23 C24 117.4(7) . . ? C28 C23 P1 123.9(6) . . ? C24 C23 P1 118.7(6) . . ? C25 C24 C23 120.4(9) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C26 C25 C24 121.3(10) . . ? C26 C25 H25 119.4 . . ? C24 C25 H25 119.4 . . ? C25 C26 C27 119.5(9) . . ? C25 C26 H26 120.2 . . ? C27 C26 H26 120.2 . . ? C28 C27 C26 120.2(10) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C27 C28 C23 120.8(9) . . ? C27 C28 H28 119.6 . . ? C23 C28 H28 119.6 . . ? C30 C29 C34 117.8(8) . . ? C30 C29 P1 118.9(6) . . ? C34 C29 P1 123.2(6) . . ? C29 C30 C31 123.6(9) . . ? C29 C30 H30 118.2 . . ? C31 C30 H30 118.2 . . ? C32 C31 C30 116.9(10) . . ? C32 C31 H31 121.5 . . ? C30 C31 H31 121.5 . . ? C31 C32 C33 122.6(10) . . ? C31 C32 H32 118.7 . . ? C33 C32 H32 118.7 . . ? C32 C33 C34 118.6(10) . . ? C32 C33 H33 120.7 . . ? C34 C33 H33 120.7 . . ? C29 C34 C33 120.4(9) . . ? C29 C34 H34 119.8 . . ? C33 C34 H34 119.8 . . ? C40 C35 C36 117.3(7) . . ? C40 C35 P2 124.5(6) . . ? C36 C35 P2 118.1(5) . . ? C35 C36 C37 121.0(8) . . ? C35 C36 H36 119.5 . . ? C37 C36 H36 119.5 . . ? C38 C37 C36 117.4(8) . . ? C38 C37 H37 121.3 . . ? C36 C37 H37 121.3 . . ? C39 C38 C37 121.2(8) . . ? C39 C38 H38 119.4 . . ? C37 C38 H38 119.4 . . ? C38 C39 C40 120.1(9) . . ? C38 C39 H39 120.0 . . ? C40 C39 H39 120.0 . . ? C35 C40 C39 122.9(8) . . ? C35 C40 H40 118.5 . . ? C39 C40 H40 118.5 . . ? C42 C41 C46 120.3(7) . . ? C42 C41 P2 118.8(6) . . ? C46 C41 P2 120.9(6) . . ? C43 C42 C41 120.3(8) . . ? C43 C42 H42 119.9 . . ? C41 C42 H42 119.9 . . ? C42 C43 C44 120.5(9) . . ? C42 C43 H43 119.7 . . ? C44 C43 H43 119.7 . . ? C45 C44 C43 119.9(9) . . ? C45 C44 H44 120.1 . . ? C43 C44 H44 120.1 . . ? C44 C45 C46 119.2(9) . . ? C44 C45 H45 120.4 . . ? C46 C45 H45 120.4 . . ? C41 C46 C45 119.8(8) . . ? C41 C46 H46 120.1 . . ? C45 C46 H46 120.1 . . ? C203 O2 C201 104.8(12) . . ? O2 C201 C202 107.0(13) . . ? O2 C201 H20C 110.3 . . ? C202 C201 H20C 110.3 . . ? O2 C201 H20D 110.3 . . ? C202 C201 H20D 110.3 . . ? H20C C201 H20D 108.6 . . ? C201 C202 H20E 109.5 . . ? C201 C202 H20F 109.5 . . ? H20E C202 H20F 109.5 . . ? C201 C202 H20G 109.5 . . ? H20E C202 H20G 109.5 . . ? H20F C202 H20G 109.5 . . ? O2 C203 C204 110.9(14) . . ? O2 C203 H20A 109.5 . . ? C204 C203 H20A 109.5 . . ? O2 C203 H20B 109.5 . . ? C204 C203 H20B 109.5 . . ? H20A C203 H20B 108.0 . . ? C203 C204 H20H 109.5 . . ? C203 C204 H20I 109.5 . . ? H20H C204 H20I 109.5 . . ? C203 C204 H20J 109.5 . . ? H20H C204 H20J 109.5 . . ? H20I C204 H20J 109.5 . . ? F2' B1 F3 88.8(9) . . ? F2' B1 F3' 115.2(6) . . ? F3 B1 F3' 153.1(8) . . ? F2' B1 F1 156.6(8) . . ? F3 B1 F1 113.1(6) . . ? F3' B1 F1 41.7(7) . . ? F2' B1 F4 66.3(9) . . ? F3 B1 F4 111.5(6) . . ? F3' B1 F4 90.4(8) . . ? F1 B1 F4 110.1(6) . . ? F2' B1 F1' 110.0(6) . . ? F3 B1 F1' 71.3(8) . . ? F3' B1 F1' 108.6(6) . . ? F1 B1 F1' 85.9(9) . . ? F4 B1 F1' 61.7(8) . . ? F2' B1 F4' 109.6(6) . . ? F3 B1 F4' 47.7(8) . . ? F3' B1 F4' 109.1(5) . . ? F1 B1 F4' 81.8(8) . . ? F4 B1 F4' 159.2(8) . . ? F1' B1 F4' 103.7(5) . . ? F2' B1 F2 53.9(9) . . ? F3 B1 F2 109.1(6) . . ? F3' B1 F2 78.7(7) . . ? F1 B1 F2 108.3(5) . . ? F4 B1 F2 104.3(5) . . ? F1' B1 F2 163.4(9) . . ? F4' B1 F2 87.2(8) . . ? 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 N5 Cu1 N1 N2 -171.2(7) . . . . ? P2 Cu1 N1 N2 -52.1(7) . . . . ? P1 Cu1 N1 N2 83.2(7) . . . . ? N5 Cu1 N1 C1 0.1(4) . . . . ? P2 Cu1 N1 C1 119.1(4) . . . . ? P1 Cu1 N1 C1 -105.6(4) . . . . ? C1 N1 N2 N3 0.7(7) . . . . ? Cu1 N1 N2 N3 172.2(5) . . . . ? N1 N2 N3 N4 -0.5(7) . . . . ? N1 N2 N3 C7 177.6(6) . . . . ? N2 N3 N4 C1 0.0(7) . . . . ? C7 N3 N4 C1 -178.1(5) . . . . ? N1 Cu1 N5 C6 -173.2(6) . . . . ? P2 Cu1 N5 C6 73.8(6) . . . . ? P1 Cu1 N5 C6 -61.5(6) . . . . ? N1 Cu1 N5 C2 -5.3(4) . . . . ? P2 Cu1 N5 C2 -118.3(4) . . . . ? P1 Cu1 N5 C2 106.4(4) . . . . ? N1 Cu1 P1 C23 35.2(3) . . . . ? N5 Cu1 P1 C23 -50.4(3) . . . . ? P2 Cu1 P1 C23 171.1(3) . . . . ? N1 Cu1 P1 C29 -86.4(3) . . . . ? N5 Cu1 P1 C29 -172.0(3) . . . . ? P2 Cu1 P1 C29 49.4(3) . . . . ? N1 Cu1 P1 C11 154.9(3) . . . . ? N5 Cu1 P1 C11 69.3(3) . . . . ? P2 Cu1 P1 C11 -69.3(3) . . . . ? N1 Cu1 P2 C22 133.0(3) . . . . ? N5 Cu1 P2 C22 -135.2(3) . . . . ? P1 Cu1 P2 C22 -2.2(3) . . . . ? N1 Cu1 P2 C35 15.9(3) . . . . ? N5 Cu1 P2 C35 107.6(3) . . . . ? P1 Cu1 P2 C35 -119.3(3) . . . . ? N1 Cu1 P2 C41 -108.2(3) . . . . ? N5 Cu1 P2 C41 -16.4(3) . . . . ? P1 Cu1 P2 C41 116.6(2) . . . . ? C2 N5 C6 C5 -0.9(11) . . . . ? Cu1 N5 C6 C5 166.6(6) . . . . ? N5 C6 C5 C4 2.2(13) . . . . ? C6 C5 C4 C3 -0.8(14) . . . . ? C5 C4 C3 C2 -1.6(13) . . . . ? C6 N5 C2 C3 -1.7(10) . . . . ? Cu1 N5 C2 C3 -170.6(6) . . . . ? C6 N5 C2 C1 178.1(6) . . . . ? Cu1 N5 C2 C1 9.1(7) . . . . ? C4 C3 C2 N5 3.0(12) . . . . ? C4 C3 C2 C1 -176.8(7) . . . . ? N3 N4 C1 N1 0.5(6) . . . . ? N3 N4 C1 C2 -179.4(6) . . . . ? N2 N1 C1 N4 -0.8(7) . . . . ? Cu1 N1 C1 N4 -174.8(4) . . . . ? N2 N1 C1 C2 179.0(6) . . . . ? Cu1 N1 C1 C2 5.1(7) . . . . ? N5 C2 C1 N4 170.1(6) . . . . ? C3 C2 C1 N4 -10.1(11) . . . . ? N5 C2 C1 N1 -9.8(9) . . . . ? C3 C2 C1 N1 170.0(6) . . . . ? N2 N3 C7 C8 -98.5(8) . . . . ? N4 N3 C7 C8 79.4(8) . . . . ? N2 N3 C7 C9 140.6(7) . . . . ? N4 N3 C7 C9 -41.5(9) . . . . ? N2 N3 C7 C10 19.6(9) . . . . ? N4 N3 C7 C10 -162.5(7) . . . . ? C23 P1 C11 C16 163.6(5) . . . . ? C29 P1 C11 C16 -88.2(6) . . . . ? Cu1 P1 C11 C16 37.1(6) . . . . ? C23 P1 C11 C12 -13.1(6) . . . . ? C29 P1 C11 C12 95.0(6) . . . . ? Cu1 P1 C11 C12 -139.7(5) . . . . ? C16 C11 C12 C13 5.4(11) . . . . ? P1 C11 C12 C13 -177.7(6) . . . . ? C11 C12 C13 C14 -5.3(13) . . . . ? C12 C13 C14 C15 2.8(13) . . . . ? C13 C14 C15 C16 -0.7(13) . . . . ? C12 C11 C16 O1 176.4(6) . . . . ? P1 C11 C16 O1 -0.5(8) . . . . ? C12 C11 C16 C15 -3.3(10) . . . . ? P1 C11 C16 C15 179.8(6) . . . . ? C17 O1 C16 C11 84.0(7) . . . . ? C17 O1 C16 C15 -96.3(8) . . . . ? C14 C15 C16 C11 1.0(12) . . . . ? C14 C15 C16 O1 -178.7(7) . . . . ? C16 O1 C17 C18 32.9(9) . . . . ? C16 O1 C17 C22 -146.6(6) . . . . ? O1 C17 C18 C19 -179.6(8) . . . . ? C22 C17 C18 C19 -0.1(12) . . . . ? C17 C18 C19 C20 -0.3(14) . . . . ? C18 C19 C20 C21 -0.6(15) . . . . ? C19 C20 C21 C22 2.1(14) . . . . ? C20 C21 C22 C17 -2.4(11) . . . . ? C20 C21 C22 P2 173.9(7) . . . . ? O1 C17 C22 C21 -179.0(6) . . . . ? C18 C17 C22 C21 1.5(10) . . . . ? O1 C17 C22 P2 4.4(8) . . . . ? C18 C17 C22 P2 -175.2(6) . . . . ? C35 P2 C22 C21 0.4(7) . . . . ? C41 P2 C22 C21 108.8(6) . . . . ? Cu1 P2 C22 C21 -125.1(6) . . . . ? C35 P2 C22 C17 176.8(5) . . . . ? C41 P2 C22 C17 -74.8(6) . . . . ? Cu1 P2 C22 C17 51.4(5) . . . . ? C29 P1 C23 C28 -7.1(8) . . . . ? C11 P1 C23 C28 99.7(7) . . . . ? Cu1 P1 C23 C28 -134.1(7) . . . . ? C29 P1 C23 C24 171.8(6) . . . . ? C11 P1 C23 C24 -81.4(6) . . . . ? Cu1 P1 C23 C24 44.7(7) . . . . ? C28 C23 C24 C25 -0.5(13) . . . . ? P1 C23 C24 C25 -179.5(7) . . . . ? C23 C24 C25 C26 1.5(15) . . . . ? C24 C25 C26 C27 -4.7(17) . . . . ? C25 C26 C27 C28 7.3(18) . . . . ? C26 C27 C28 C23 -6.5(17) . . . . ? C24 C23 C28 C27 3.1(14) . . . . ? P1 C23 C28 C27 -178.0(8) . . . . ? C23 P1 C29 C30 -93.4(7) . . . . ? C11 P1 C29 C30 159.7(7) . . . . ? Cu1 P1 C29 C30 34.2(7) . . . . ? C23 P1 C29 C34 82.3(7) . . . . ? C11 P1 C29 C34 -24.6(7) . . . . ? Cu1 P1 C29 C34 -150.1(6) . . . . ? C34 C29 C30 C31 1.6(13) . . . . ? P1 C29 C30 C31 177.6(8) . . . . ? C29 C30 C31 C32 3.0(16) . . . . ? C30 C31 C32 C33 -4.8(17) . . . . ? C31 C32 C33 C34 1.9(17) . . . . ? C30 C29 C34 C33 -4.6(12) . . . . ? P1 C29 C34 C33 179.6(7) . . . . ? C32 C33 C34 C29 3.0(14) . . . . ? C22 P2 C35 C40 89.7(7) . . . . ? C41 P2 C35 C40 -19.2(7) . . . . ? Cu1 P2 C35 C40 -149.6(6) . . . . ? C22 P2 C35 C36 -91.4(6) . . . . ? C41 P2 C35 C36 159.7(6) . . . . ? Cu1 P2 C35 C36 29.3(6) . . . . ? C40 C35 C36 C37 -1.8(12) . . . . ? P2 C35 C36 C37 179.2(6) . . . . ? C35 C36 C37 C38 1.1(12) . . . . ? C36 C37 C38 C39 1.1(14) . . . . ? C37 C38 C39 C40 -2.4(16) . . . . ? C36 C35 C40 C39 0.5(13) . . . . ? P2 C35 C40 C39 179.4(8) . . . . ? C38 C39 C40 C35 1.6(16) . . . . ? C22 P2 C41 C42 160.2(6) . . . . ? C35 P2 C41 C42 -91.9(6) . . . . ? Cu1 P2 C41 C42 38.6(6) . . . . ? C22 P2 C41 C46 -21.4(7) . . . . ? C35 P2 C41 C46 86.4(7) . . . . ? Cu1 P2 C41 C46 -143.0(6) . . . . ? C46 C41 C42 C43 0.3(12) . . . . ? P2 C41 C42 C43 178.6(6) . . . . ? C41 C42 C43 C44 -0.6(13) . . . . ? C42 C43 C44 C45 0.2(14) . . . . ? C43 C44 C45 C46 0.4(14) . . . . ? C42 C41 C46 C45 0.4(12) . . . . ? P2 C41 C46 C45 -177.9(6) . . . . ? C44 C45 C46 C41 -0.8(13) . . . . ? C203 O2 C201 C202 173.1(16) . . . . ? C201 O2 C203 C204 -177.7(16) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.620 _refine_diff_density_min -0.524 _refine_diff_density_rms 0.069 data_p-1 _database_code_depnum_ccdc_archive 'CCDC 879653' #TrackingRef 'CuNNdppe P-1 Final Rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C76 H84 B2 Cu2 F8 N10 O P4' _chemical_formula_weight 1578.11 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' P P 0.1023 0.0942 '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 11.935(5) _cell_length_b 12.949(5) _cell_length_c 14.490(6) _cell_angle_alpha 73.001(5) _cell_angle_beta 68.107(5) _cell_angle_gamma 88.574(5) _cell_volume 1978.2(14) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1673 _cell_measurement_theta_min 2.343 _cell_measurement_theta_max 18.621 _exptl_crystal_description PRISMATIC _exptl_crystal_colour 'BROWN ORANGE' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 818 _exptl_absorpt_coefficient_mu 0.686 _exptl_absorpt_correction_type 'EMPIRICAL SADABS' _exptl_absorpt_correction_T_min 0.8749 _exptl_absorpt_correction_T_max 0.9222 _exptl_absorpt_process_details ? _exptl_special_details ; Data were corrected for Lorentz polarization and absorption effects (empirical absorption correction SADABS). R(int) = 0.0856 (selected reflections only, before parameter refinement) R(int) = 0.0507 (selected reflections only, after parameter refinement) ; _diffrn_ambient_temperature 296(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 'CCD AREA DETECTOR' _diffrn_measurement_method 'OMEGA SCANS' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18689 _diffrn_reflns_av_R_equivalents 0.2151 _diffrn_reflns_av_sigmaI/netI 0.3188 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6952 _reflns_number_gt 2141 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP 3 (Farrugia, 1997)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _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. The following restraints were appllied (given as SHELXL lines): dang 2.50 0.08 c100 O102 O102 c104 c101 c103 sadi 0.01 f11 f12 f11 f13 f11 f14 f12 f13 f12 f14 f13 f14 sadi 0.01 f1 f2 f1 f3 f1 f4 f2 f3 f2 f4 f3 f4 sadi 0.01 b10 f11 b10 f12 b10 f13 b10 f14 sadi 0.01 b1 f1 b1 f2 b1 f3 b1 f4 DFIX 1.54 0.02 C100 C101 C103 C104 DFIX 1.46 0.02 C101 O102 O102 C103 SIMU 0.01 B1 > F14 SIMU 0.01 C100 > C104 ; _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^)+(0.0676P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6952 _refine_ls_number_parameters 536 _refine_ls_number_restraints 211 _refine_ls_R_factor_all 0.2808 _refine_ls_R_factor_gt 0.0811 _refine_ls_wR_factor_ref 0.2121 _refine_ls_wR_factor_gt 0.1413 _refine_ls_goodness_of_fit_ref 0.917 _refine_ls_restrained_S_all 0.918 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.79889(11) 0.41351(10) 0.20298(8) 0.0549(5) Uani 1 1 d . . . N1 N 0.6371(7) 0.3856(6) 0.3349(6) 0.059(2) Uani 1 1 d . . . C2 C 0.6147(9) 0.3281(8) 0.4357(7) 0.067(3) Uani 1 1 d . . . H2 H 0.6753 0.2878 0.4498 0.080 Uiso 1 1 calc R . . C3 C 0.5084(10) 0.3254(9) 0.5184(8) 0.082(4) Uani 1 1 d . . . H3 H 0.4982 0.2851 0.5862 0.099 Uiso 1 1 calc R . . C4 C 0.4180(11) 0.3834(11) 0.4986(9) 0.101(4) Uani 1 1 d . . . H4 H 0.3452 0.3823 0.5534 0.122 Uiso 1 1 calc R . . C5 C 0.4344(10) 0.4446(9) 0.3961(8) 0.091(4) Uani 1 1 d . . . H5 H 0.3750 0.4853 0.3804 0.109 Uiso 1 1 calc R . . C6 C 0.5448(10) 0.4399(8) 0.3206(7) 0.056(3) Uani 1 1 d . . . C7 C 0.5736(10) 0.5024(8) 0.2091(8) 0.055(3) Uani 1 1 d . . . N8 N 0.4998(7) 0.5667(7) 0.1736(6) 0.066(2) Uani 1 1 d . . . N9 N 0.5709(8) 0.6059(6) 0.0721(7) 0.061(2) Uani 1 1 d . . . N10 N 0.6799(8) 0.5691(7) 0.0458(6) 0.064(2) Uani 1 1 d . . . N11 N 0.6823(7) 0.4996(6) 0.1352(6) 0.057(2) Uani 1 1 d . . . C12 C 0.5347(10) 0.6971(9) -0.0026(8) 0.064(3) Uani 1 1 d . . . C13 C 0.6066(10) 0.6898(8) -0.1133(8) 0.099(4) Uani 1 1 d . . . H13A H 0.6919 0.6961 -0.1278 0.148 Uiso 1 1 calc R . . H13B H 0.5887 0.7474 -0.1634 0.148 Uiso 1 1 calc R . . H13C H 0.5840 0.6212 -0.1176 0.148 Uiso 1 1 calc R . . C14 C 0.5693(10) 0.8009(8) 0.0120(8) 0.094(4) Uani 1 1 d . . . H14A H 0.5208 0.8023 0.0813 0.141 Uiso 1 1 calc R . . H14B H 0.5557 0.8618 -0.0381 0.141 Uiso 1 1 calc R . . H14C H 0.6535 0.8045 0.0018 0.141 Uiso 1 1 calc R . . C15 C 0.4015(9) 0.6745(8) 0.0281(8) 0.094(4) Uani 1 1 d . . . H15A H 0.3855 0.6057 0.0207 0.142 Uiso 1 1 calc R . . H15B H 0.3737 0.7306 -0.0160 0.142 Uiso 1 1 calc R . . H15C H 0.3596 0.6727 0.0995 0.142 Uiso 1 1 calc R . . P2 P 0.9352(2) 0.53291(19) 0.20315(18) 0.0484(7) Uani 1 1 d . . . C16 C 0.8916(11) 0.6581(8) 0.2377(7) 0.055(3) Uani 1 1 d . . . C17 C 0.7872(10) 0.7010(10) 0.2260(7) 0.069(3) Uani 1 1 d . . . H17 H 0.7368 0.6630 0.2088 0.083 Uiso 1 1 calc R . . C18 C 0.7600(14) 0.8019(11) 0.2407(9) 0.106(5) Uani 1 1 d . . . H18 H 0.6915 0.8317 0.2322 0.127 Uiso 1 1 calc R . . C19 C 0.8325(17) 0.8571(12) 0.2672(10) 0.111(7) Uani 1 1 d . . . H19 H 0.8115 0.9234 0.2784 0.133 Uiso 1 1 calc R . . C20 C 0.9351(15) 0.8173(13) 0.2778(10) 0.110(5) Uani 1 1 d . . . H20 H 0.9850 0.8563 0.2948 0.133 Uiso 1 1 calc R . . C21 C 0.9646(11) 0.7152(9) 0.2624(7) 0.075(4) Uani 1 1 d . . . H21 H 1.0345 0.6869 0.2693 0.090 Uiso 1 1 calc R . . C22 C 1.0093(9) 0.4686(7) 0.2901(7) 0.046(3) Uani 1 1 d . . . C23 C 0.9409(9) 0.4316(7) 0.3989(7) 0.063(3) Uani 1 1 d . . . H23 H 0.8596 0.4444 0.4243 0.076 Uiso 1 1 calc R . . C24 C 0.9920(11) 0.3768(8) 0.4682(8) 0.076(3) Uani 1 1 d . . . H24 H 0.9442 0.3521 0.5392 0.092 Uiso 1 1 calc R . . C25 C 1.1102(12) 0.3584(9) 0.4347(9) 0.092(4) Uani 1 1 d . . . H25 H 1.1438 0.3224 0.4824 0.111 Uiso 1 1 calc R . . C26 C 1.1816(11) 0.3938(10) 0.3281(9) 0.098(4) Uani 1 1 d . . . H26 H 1.2631 0.3813 0.3039 0.118 Uiso 1 1 calc R . . C27 C 1.1294(9) 0.4477(8) 0.2591(7) 0.074(3) Uani 1 1 d . . . H27 H 1.1777 0.4710 0.1882 0.088 Uiso 1 1 calc R . . C28 C 1.0591(7) 0.5917(7) 0.0725(6) 0.052(3) Uani 1 1 d . . . H28A H 1.1195 0.6358 0.0778 0.062 Uiso 1 1 calc R . . H28B H 1.0983 0.5342 0.0456 0.062 Uiso 1 1 calc R . . P3 P 0.8837(2) 0.2805(2) 0.13681(18) 0.0501(8) Uani 1 1 d . . . C29 C 0.7858(9) 0.1803(7) 0.1247(8) 0.052(3) Uani 1 1 d . . . C30 C 0.6726(11) 0.1480(8) 0.2024(8) 0.071(3) Uani 1 1 d . . . H30 H 0.6476 0.1778 0.2571 0.085 Uiso 1 1 calc R . . C31 C 0.5950(11) 0.0714(10) 0.2002(10) 0.085(4) Uani 1 1 d . . . H31 H 0.5192 0.0488 0.2538 0.102 Uiso 1 1 calc R . . C32 C 0.6312(13) 0.0299(9) 0.1188(12) 0.086(4) Uani 1 1 d . . . H32 H 0.5784 -0.0195 0.1158 0.103 Uiso 1 1 calc R . . C33 C 0.7448(13) 0.0599(10) 0.0407(10) 0.088(4) Uani 1 1 d . . . H33 H 0.7690 0.0297 -0.0139 0.106 Uiso 1 1 calc R . . C34 C 0.8240(10) 0.1358(8) 0.0436(8) 0.067(3) Uani 1 1 d . . . H34 H 0.9012 0.1560 -0.0084 0.080 Uiso 1 1 calc R . . C35 C 0.9710(9) 0.1943(7) 0.2057(7) 0.052(3) Uani 1 1 d . . . C36 C 1.0559(10) 0.1322(9) 0.1646(8) 0.077(3) Uani 1 1 d . . . H36 H 1.0735 0.1329 0.0962 0.092 Uiso 1 1 calc R . . C37 C 1.1179(10) 0.0672(9) 0.2202(10) 0.095(4) Uani 1 1 d . . . H37 H 1.1765 0.0257 0.1895 0.114 Uiso 1 1 calc R . . C38 C 1.0913(13) 0.0654(9) 0.3207(11) 0.092(4) Uani 1 1 d . . . H38 H 1.1322 0.0220 0.3588 0.110 Uiso 1 1 calc R . . C39 C 1.0058(14) 0.1262(11) 0.3662(10) 0.111(5) Uani 1 1 d . . . H39 H 0.9881 0.1246 0.4349 0.134 Uiso 1 1 calc R . . C40 C 0.9447(10) 0.1919(8) 0.3070(8) 0.082(4) Uani 1 1 d . . . H40 H 0.8862 0.2339 0.3369 0.099 Uiso 1 1 calc R . . C41 C 0.9989(7) 0.3374(7) 0.0021(6) 0.048(3) Uani 1 1 d . . . H41A H 1.0627 0.3813 0.0033 0.057 Uiso 1 1 calc R . . H41B H 1.0350 0.2786 -0.0241 0.057 Uiso 1 1 calc R . . B1 B 0.6955(13) 0.2040(10) 0.6850(11) 0.169(6) Uani 0.513(10) 1 d PDU A 1 F1 F 0.7070(13) 0.3125(11) 0.6445(12) 0.163(6) Uani 0.513(10) 1 d PDU A 1 F2 F 0.5776(16) 0.1684(14) 0.7253(16) 0.176(7) Uani 0.513(10) 1 d PDU A 1 F3 F 0.757(2) 0.1602(15) 0.6093(15) 0.189(7) Uani 0.513(10) 1 d PDU A 1 F4 F 0.7410(18) 0.1757(15) 0.7597(14) 0.168(6) Uani 0.513(10) 1 d PDU A 1 B10 B 0.6757(13) 0.1832(11) 0.7066(11) 0.169(6) Uani 0.487(10) 1 d PDU A 2 F11 F 0.7559(18) 0.2461(16) 0.7165(16) 0.190(6) Uani 0.487(10) 1 d PDU A 2 F12 F 0.5692(16) 0.2269(14) 0.7250(15) 0.143(6) Uani 0.487(10) 1 d PDU A 2 F13 F 0.719(2) 0.1754(17) 0.6091(15) 0.182(7) Uani 0.487(10) 1 d PDU A 2 F14 F 0.6588(14) 0.0840(13) 0.7757(13) 0.180(6) Uani 0.487(10) 1 d PDU A 2 C100 C 0.691(3) -0.019(3) 0.493(4) 0.185(13) Uani 0.50 1 d PDU B -1 H10A H 0.7333 -0.0810 0.5124 0.278 Uiso 0.50 1 calc PR B -1 H10B H 0.6771 0.0218 0.5406 0.278 Uiso 0.50 1 calc PR B -1 H10C H 0.7397 0.0252 0.4233 0.278 Uiso 0.50 1 calc PR B -1 C101 C 0.571(3) -0.058(3) 0.495(4) 0.174(11) Uani 0.50 1 d PDU B -1 H10D H 0.5831 -0.0914 0.4405 0.209 Uiso 0.50 1 calc PR B -1 H10E H 0.5244 -0.1108 0.5622 0.209 Uiso 0.50 1 calc PR B -1 O102 O 0.509(3) 0.038(2) 0.479(3) 0.172(9) Uani 0.50 1 d PDU B -1 C103 C 0.385(3) 0.014(3) 0.488(4) 0.169(11) Uani 0.50 1 d PDU B -1 H10F H 0.3326 -0.0194 0.5604 0.203 Uiso 0.50 1 calc PR B -1 H10G H 0.3845 -0.0356 0.4490 0.203 Uiso 0.50 1 calc PR B -1 C104 C 0.337(3) 0.124(2) 0.442(2) 0.142(10) Uani 0.50 1 d PDU B -1 H10H H 0.2544 0.1117 0.4514 0.212 Uiso 0.50 1 calc PR B -1 H10I H 0.3860 0.1541 0.3687 0.212 Uiso 0.50 1 calc PR B -1 H10J H 0.3433 0.1747 0.4776 0.212 Uiso 0.50 1 calc PR B -1 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 0.0608(9) 0.0528(9) 0.0383(7) -0.0001(6) -0.0153(6) 0.0035(7) N1 0.073(6) 0.055(6) 0.043(5) -0.002(4) -0.025(5) 0.004(5) C2 0.069(8) 0.080(8) 0.043(7) -0.004(6) -0.024(6) 0.000(6) C3 0.073(9) 0.107(10) 0.030(6) 0.009(6) -0.003(6) 0.006(8) C4 0.071(9) 0.152(13) 0.047(8) -0.020(8) 0.005(7) 0.018(9) C5 0.087(9) 0.110(10) 0.043(7) -0.005(7) -0.005(7) 0.015(8) C6 0.057(8) 0.065(7) 0.036(6) -0.014(5) -0.009(6) -0.001(6) C7 0.059(8) 0.052(7) 0.056(7) -0.009(6) -0.030(6) 0.010(6) N8 0.059(6) 0.074(6) 0.047(6) -0.010(5) -0.008(5) 0.014(5) N9 0.052(6) 0.061(6) 0.063(6) -0.005(5) -0.024(5) 0.011(5) N10 0.067(7) 0.071(6) 0.048(6) -0.006(5) -0.024(5) 0.000(5) N11 0.051(6) 0.069(6) 0.037(5) -0.002(4) -0.014(4) 0.005(5) C12 0.078(9) 0.064(8) 0.060(7) -0.010(6) -0.046(7) 0.020(7) C13 0.147(11) 0.088(9) 0.074(9) -0.017(7) -0.064(8) 0.050(8) C14 0.125(10) 0.041(7) 0.120(10) -0.010(7) -0.061(8) -0.006(7) C15 0.088(10) 0.082(9) 0.122(10) 0.003(7) -0.075(8) 0.003(7) P2 0.0581(18) 0.0424(17) 0.0348(15) -0.0012(12) -0.0150(14) 0.0029(14) C16 0.075(8) 0.041(7) 0.031(6) -0.002(5) -0.008(6) -0.004(6) C17 0.078(9) 0.066(9) 0.044(6) -0.005(6) -0.011(6) -0.001(7) C18 0.161(16) 0.063(11) 0.053(8) -0.009(7) -0.004(8) 0.037(10) C19 0.20(2) 0.046(10) 0.060(9) -0.021(7) -0.017(11) 0.015(11) C20 0.167(17) 0.086(13) 0.079(10) -0.039(9) -0.035(11) -0.009(11) C21 0.122(11) 0.054(8) 0.045(7) -0.015(6) -0.026(7) -0.003(8) C22 0.053(7) 0.038(6) 0.043(6) -0.003(5) -0.021(5) -0.007(5) C23 0.076(8) 0.065(7) 0.043(6) -0.002(5) -0.027(6) 0.002(6) C24 0.082(9) 0.085(9) 0.047(7) 0.008(6) -0.028(7) -0.014(7) C25 0.092(10) 0.104(10) 0.067(9) 0.014(7) -0.045(8) 0.002(8) C26 0.079(9) 0.151(13) 0.069(9) -0.015(8) -0.048(8) 0.013(9) C27 0.052(8) 0.109(10) 0.040(6) 0.004(6) -0.017(6) -0.001(7) C28 0.054(6) 0.047(6) 0.047(6) -0.004(5) -0.017(5) 0.004(5) P3 0.0593(18) 0.0453(17) 0.0343(15) 0.0020(12) -0.0156(14) -0.0011(14) C29 0.064(8) 0.052(7) 0.042(6) -0.006(6) -0.028(6) 0.004(6) C30 0.080(9) 0.062(8) 0.057(8) -0.004(6) -0.022(7) -0.016(7) C31 0.093(10) 0.081(10) 0.069(9) 0.005(7) -0.038(8) -0.010(8) C32 0.100(12) 0.058(9) 0.100(11) 0.004(8) -0.059(10) -0.001(8) C33 0.119(12) 0.075(10) 0.086(10) -0.034(8) -0.050(10) 0.010(9) C34 0.101(10) 0.035(7) 0.066(8) -0.006(6) -0.039(7) 0.000(7) C35 0.061(7) 0.051(7) 0.047(7) -0.012(5) -0.028(6) 0.016(6) C36 0.081(9) 0.086(9) 0.049(7) -0.001(6) -0.025(6) 0.033(7) C37 0.105(10) 0.087(10) 0.083(10) -0.001(8) -0.046(9) 0.030(8) C38 0.129(13) 0.055(9) 0.098(11) 0.011(8) -0.077(10) -0.006(8) C39 0.190(16) 0.098(11) 0.067(9) -0.011(8) -0.084(10) 0.032(10) C40 0.129(11) 0.074(8) 0.055(8) -0.017(6) -0.049(8) 0.018(7) C41 0.046(6) 0.040(6) 0.044(6) -0.004(5) -0.008(5) -0.003(5) B1 0.184(9) 0.147(9) 0.173(8) -0.027(8) -0.083(8) 0.029(8) F1 0.170(10) 0.111(10) 0.176(11) -0.005(9) -0.059(9) 0.028(9) F2 0.171(10) 0.142(12) 0.181(9) 0.001(10) -0.068(9) 0.004(10) F3 0.212(12) 0.168(10) 0.178(10) -0.079(9) -0.048(10) 0.066(10) F4 0.201(10) 0.142(12) 0.180(10) -0.008(9) -0.126(8) 0.040(9) B10 0.183(9) 0.147(9) 0.173(8) -0.025(8) -0.082(8) 0.030(8) F11 0.207(10) 0.166(12) 0.176(11) -0.008(10) -0.082(9) -0.012(10) F12 0.158(10) 0.114(12) 0.159(10) -0.023(10) -0.079(8) 0.047(9) F13 0.205(12) 0.185(11) 0.171(10) -0.071(10) -0.078(10) 0.058(10) F14 0.159(10) 0.137(11) 0.202(10) 0.022(9) -0.080(9) 0.039(9) C100 0.18(3) 0.18(2) 0.18(2) -0.091(19) -0.02(3) -0.01(3) C101 0.18(3) 0.159(18) 0.173(18) -0.085(17) -0.02(2) 0.00(2) O102 0.17(3) 0.153(17) 0.176(18) -0.080(16) -0.02(2) 0.02(2) C103 0.16(3) 0.157(18) 0.175(18) -0.079(17) -0.03(2) 0.01(2) C104 0.15(2) 0.13(2) 0.16(2) -0.100(18) -0.047(19) 0.02(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 Cu1 N1 2.096(8) . ? Cu1 N11 2.108(8) . ? Cu1 P3 2.251(3) . ? Cu1 P2 2.273(3) . ? N1 C6 1.341(11) . ? N1 C2 1.357(10) . ? C2 C3 1.375(12) . ? C2 H2 0.9300 . ? C3 C4 1.371(13) . ? C3 H3 0.9300 . ? C4 C5 1.404(13) . ? C4 H4 0.9300 . ? C5 C6 1.377(12) . ? C5 H5 0.9300 . ? C6 C7 1.490(12) . ? C7 N8 1.336(10) . ? C7 N11 1.346(10) . ? N8 N9 1.340(9) . ? N9 N10 1.330(9) . ? N9 C12 1.526(11) . ? N10 N11 1.354(9) . ? C12 C15 1.494(12) . ? C12 C14 1.510(12) . ? C12 C13 1.542(12) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? P2 C22 1.801(9) . ? P2 C16 1.840(10) . ? P2 C28 1.865(8) . ? C16 C21 1.362(12) . ? C16 C17 1.399(12) . ? C17 C18 1.395(14) . ? C17 H17 0.9300 . ? C18 C19 1.360(17) . ? C18 H18 0.9300 . ? C19 C20 1.361(17) . ? C19 H19 0.9300 . ? C20 C21 1.419(15) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C27 1.379(11) . ? C22 C23 1.414(11) . ? C23 C24 1.379(12) . ? C23 H23 0.9300 . ? C24 C25 1.350(13) . ? C24 H24 0.9300 . ? C25 C26 1.395(13) . ? C25 H25 0.9300 . ? C26 C27 1.383(12) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C41 1.560(10) 2_765 ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? P3 C35 1.843(9) . ? P3 C29 1.856(10) . ? P3 C41 1.858(8) . ? C29 C30 1.374(12) . ? C29 C34 1.378(12) . ? C30 C31 1.388(13) . ? C30 H30 0.9300 . ? C31 C32 1.359(14) . ? C31 H31 0.9300 . ? C32 C33 1.377(14) . ? C32 H32 0.9300 . ? C33 C34 1.401(13) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.348(11) . ? C35 C40 1.372(11) . ? C36 C37 1.387(13) . ? C36 H36 0.9300 . ? C37 C38 1.363(14) . ? C37 H37 0.9300 . ? C38 C39 1.363(15) . ? C38 H38 0.9300 . ? C39 C40 1.415(14) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 C28 1.560(10) 2_765 ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? B1 F2 1.340(12) . ? B1 F4 1.341(12) . ? B1 F1 1.343(12) . ? B1 F3 1.343(12) . ? B10 F14 1.343(13) . ? B10 F12 1.344(13) . ? B10 F13 1.346(13) . ? B10 F11 1.346(13) . ? C100 C101 1.521(19) . ? C100 H10A 0.9600 . ? C100 H10B 0.9600 . ? C100 H10C 0.9600 . ? C101 O102 1.443(18) . ? C101 H10D 0.9700 . ? C101 H10E 0.9700 . ? O102 C103 1.469(19) . ? C103 C104 1.577(19) . ? C103 H10F 0.9700 . ? C103 H10G 0.9700 . ? C104 H10H 0.9600 . ? C104 H10I 0.9600 . ? C104 H10J 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N11 79.5(3) . . ? N1 Cu1 P3 122.6(2) . . ? N11 Cu1 P3 114.8(2) . . ? N1 Cu1 P2 111.7(2) . . ? N11 Cu1 P2 109.4(2) . . ? P3 Cu1 P2 113.80(11) . . ? C6 N1 C2 114.3(8) . . ? C6 N1 Cu1 116.0(6) . . ? C2 N1 Cu1 129.3(7) . . ? N1 C2 C3 124.4(10) . . ? N1 C2 H2 117.8 . . ? C3 C2 H2 117.8 . . ? C4 C3 C2 118.4(10) . . ? C4 C3 H3 120.8 . . ? C2 C3 H3 120.8 . . ? C3 C4 C5 120.5(10) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C6 C5 C4 115.2(11) . . ? C6 C5 H5 122.4 . . ? C4 C5 H5 122.4 . . ? N1 C6 C5 127.2(9) . . ? N1 C6 C7 112.5(9) . . ? C5 C6 C7 120.2(10) . . ? N8 C7 N11 114.5(8) . . ? N8 C7 C6 125.0(10) . . ? N11 C7 C6 120.5(9) . . ? C7 N8 N9 100.4(8) . . ? N10 N9 N8 114.6(8) . . ? N10 N9 C12 123.3(9) . . ? N8 N9 C12 121.6(9) . . ? N9 N10 N11 105.7(7) . . ? C7 N11 N10 104.7(8) . . ? C7 N11 Cu1 111.0(6) . . ? N10 N11 Cu1 143.2(7) . . ? C15 C12 C14 113.8(9) . . ? C15 C12 N9 106.1(8) . . ? C14 C12 N9 105.8(8) . . ? C15 C12 C13 111.3(9) . . ? C14 C12 C13 112.7(9) . . ? N9 C12 C13 106.5(8) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C22 P2 C16 102.8(5) . . ? C22 P2 C28 105.8(4) . . ? C16 P2 C28 99.7(4) . . ? C22 P2 Cu1 111.3(3) . . ? C16 P2 Cu1 122.3(4) . . ? C28 P2 Cu1 113.1(3) . . ? C21 C16 C17 119.8(11) . . ? C21 C16 P2 121.8(10) . . ? C17 C16 P2 118.0(10) . . ? C18 C17 C16 118.8(12) . . ? C18 C17 H17 120.6 . . ? C16 C17 H17 120.6 . . ? C19 C18 C17 120.8(16) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C18 C19 C20 121.2(16) . . ? C18 C19 H19 119.4 . . ? C20 C19 H19 119.4 . . ? C19 C20 C21 118.7(15) . . ? C19 C20 H20 120.7 . . ? C21 C20 H20 120.7 . . ? C16 C21 C20 120.6(13) . . ? C16 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C27 C22 C23 115.6(9) . . ? C27 C22 P2 125.1(7) . . ? C23 C22 P2 119.3(8) . . ? C24 C23 C22 121.4(10) . . ? C24 C23 H23 119.3 . . ? C22 C23 H23 119.3 . . ? C25 C24 C23 121.1(10) . . ? C25 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? C24 C25 C26 119.6(11) . . ? C24 C25 H25 120.2 . . ? C26 C25 H25 120.2 . . ? C27 C26 C25 118.9(11) . . ? C27 C26 H26 120.6 . . ? C25 C26 H26 120.6 . . ? C22 C27 C26 123.3(10) . . ? C22 C27 H27 118.3 . . ? C26 C27 H27 118.3 . . ? C41 C28 P2 107.7(5) 2_765 . ? C41 C28 H28A 110.2 2_765 . ? P2 C28 H28A 110.2 . . ? C41 C28 H28B 110.2 2_765 . ? P2 C28 H28B 110.2 . . ? H28A C28 H28B 108.5 . . ? C35 P3 C29 103.0(4) . . ? C35 P3 C41 102.7(4) . . ? C29 P3 C41 103.8(4) . . ? C35 P3 Cu1 115.2(3) . . ? C29 P3 Cu1 119.3(4) . . ? C41 P3 Cu1 111.0(3) . . ? C30 C29 C34 120.0(10) . . ? C30 C29 P3 117.3(9) . . ? C34 C29 P3 122.7(9) . . ? C29 C30 C31 120.8(11) . . ? C29 C30 H30 119.6 . . ? C31 C30 H30 119.6 . . ? C32 C31 C30 119.3(12) . . ? C32 C31 H31 120.4 . . ? C30 C31 H31 120.4 . . ? C31 C32 C33 121.0(13) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C32 C33 C34 119.8(12) . . ? C32 C33 H33 120.1 . . ? C34 C33 H33 120.1 . . ? C29 C34 C33 119.1(11) . . ? C29 C34 H34 120.4 . . ? C33 C34 H34 120.4 . . ? C36 C35 C40 118.4(10) . . ? C36 C35 P3 124.7(8) . . ? C40 C35 P3 116.9(9) . . ? C35 C36 C37 122.6(11) . . ? C35 C36 H36 118.7 . . ? C37 C36 H36 118.7 . . ? C38 C37 C36 118.7(12) . . ? C38 C37 H37 120.7 . . ? C36 C37 H37 120.7 . . ? C37 C38 C39 121.1(12) . . ? C37 C38 H38 119.5 . . ? C39 C38 H38 119.5 . . ? C38 C39 C40 118.7(12) . . ? C38 C39 H39 120.7 . . ? C40 C39 H39 120.7 . . ? C35 C40 C39 120.6(11) . . ? C35 C40 H40 119.7 . . ? C39 C40 H40 119.7 . . ? C28 C41 P3 111.2(5) 2_765 . ? C28 C41 H41A 109.4 2_765 . ? P3 C41 H41A 109.4 . . ? C28 C41 H41B 109.4 2_765 . ? P3 C41 H41B 109.4 . . ? H41A C41 H41B 108.0 . . ? F2 B1 F4 110.0(7) . . ? F2 B1 F1 108.8(6) . . ? F4 B1 F1 109.9(7) . . ? F2 B1 F3 109.9(7) . . ? F4 B1 F3 108.8(7) . . ? F1 B1 F3 109.4(7) . . ? F14 B10 F12 109.3(7) . . ? F14 B10 F13 109.5(7) . . ? F12 B10 F13 109.5(7) . . ? F14 B10 F11 109.4(7) . . ? F12 B10 F11 109.9(7) . . ? F13 B10 F11 109.2(7) . . ? C101 C100 H10A 109.5 . . ? C101 C100 H10B 109.5 . . ? H10A C100 H10B 109.5 . . ? C101 C100 H10C 109.5 . . ? H10A C100 H10C 109.5 . . ? H10B C100 H10C 109.5 . . ? O102 C101 C100 105(3) . . ? O102 C101 H10D 110.8 . . ? C100 C101 H10D 110.8 . . ? O102 C101 H10E 110.8 . . ? C100 C101 H10E 110.8 . . ? H10D C101 H10E 108.9 . . ? C101 O102 C103 112(2) . . ? O102 C103 C104 108(3) . . ? O102 C103 H10F 110.2 . . ? C104 C103 H10F 110.2 . . ? O102 C103 H10G 110.2 . . ? C104 C103 H10G 110.2 . . ? H10F C103 H10G 108.5 . . ? C103 C104 H10H 109.5 . . ? C103 C104 H10I 109.5 . . ? H10H C104 H10I 109.5 . . ? C103 C104 H10J 109.5 . . ? H10H C104 H10J 109.5 . . ? H10I C104 H10J 109.5 . . ? 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 N11 Cu1 N1 C6 -6.7(7) . . . . ? P3 Cu1 N1 C6 -119.6(6) . . . . ? P2 Cu1 N1 C6 100.1(7) . . . . ? N11 Cu1 N1 C2 -179.9(9) . . . . ? P3 Cu1 N1 C2 67.3(9) . . . . ? P2 Cu1 N1 C2 -73.1(8) . . . . ? C6 N1 C2 C3 -1.2(15) . . . . ? Cu1 N1 C2 C3 172.1(8) . . . . ? N1 C2 C3 C4 0.7(17) . . . . ? C2 C3 C4 C5 -0.4(19) . . . . ? C3 C4 C5 C6 0.7(18) . . . . ? C2 N1 C6 C5 1.5(15) . . . . ? Cu1 N1 C6 C5 -172.7(9) . . . . ? C2 N1 C6 C7 179.6(8) . . . . ? Cu1 N1 C6 C7 5.4(10) . . . . ? C4 C5 C6 N1 -1.3(17) . . . . ? C4 C5 C6 C7 -179.2(10) . . . . ? N1 C6 C7 N8 -177.4(9) . . . . ? C5 C6 C7 N8 0.9(16) . . . . ? N1 C6 C7 N11 0.5(13) . . . . ? C5 C6 C7 N11 178.8(9) . . . . ? N11 C7 N8 N9 -1.1(11) . . . . ? C6 C7 N8 N9 176.9(9) . . . . ? C7 N8 N9 N10 0.3(11) . . . . ? C7 N8 N9 C12 -171.6(8) . . . . ? N8 N9 N10 N11 0.5(10) . . . . ? C12 N9 N10 N11 172.3(8) . . . . ? N8 C7 N11 N10 1.5(11) . . . . ? C6 C7 N11 N10 -176.7(8) . . . . ? N8 C7 N11 Cu1 172.1(7) . . . . ? C6 C7 N11 Cu1 -6.0(11) . . . . ? N9 N10 N11 C7 -1.1(9) . . . . ? N9 N10 N11 Cu1 -166.5(8) . . . . ? N1 Cu1 N11 C7 6.5(6) . . . . ? P3 Cu1 N11 C7 127.7(6) . . . . ? P2 Cu1 N11 C7 -103.0(6) . . . . ? N1 Cu1 N11 N10 171.4(11) . . . . ? P3 Cu1 N11 N10 -67.5(11) . . . . ? P2 Cu1 N11 N10 61.9(11) . . . . ? N10 N9 C12 C15 149.4(9) . . . . ? N8 N9 C12 C15 -39.4(12) . . . . ? N10 N9 C12 C14 -89.4(11) . . . . ? N8 N9 C12 C14 81.8(11) . . . . ? N10 N9 C12 C13 30.7(13) . . . . ? N8 N9 C12 C13 -158.1(9) . . . . ? N1 Cu1 P2 C22 78.2(4) . . . . ? N11 Cu1 P2 C22 164.3(4) . . . . ? P3 Cu1 P2 C22 -65.8(4) . . . . ? N1 Cu1 P2 C16 -43.7(4) . . . . ? N11 Cu1 P2 C16 42.3(4) . . . . ? P3 Cu1 P2 C16 172.2(4) . . . . ? N1 Cu1 P2 C28 -162.8(4) . . . . ? N11 Cu1 P2 C28 -76.7(4) . . . . ? P3 Cu1 P2 C28 53.2(3) . . . . ? C22 P2 C16 C21 37.9(9) . . . . ? C28 P2 C16 C21 -70.9(8) . . . . ? Cu1 P2 C16 C21 163.7(6) . . . . ? C22 P2 C16 C17 -149.7(7) . . . . ? C28 P2 C16 C17 101.5(8) . . . . ? Cu1 P2 C16 C17 -23.8(8) . . . . ? C21 C16 C17 C18 -0.4(14) . . . . ? P2 C16 C17 C18 -173.0(7) . . . . ? C16 C17 C18 C19 -0.9(17) . . . . ? C17 C18 C19 C20 2(2) . . . . ? C18 C19 C20 C21 -1(2) . . . . ? C17 C16 C21 C20 0.8(15) . . . . ? P2 C16 C21 C20 173.2(8) . . . . ? C19 C20 C21 C16 -0.1(19) . . . . ? C16 P2 C22 C27 -117.1(9) . . . . ? C28 P2 C22 C27 -13.0(10) . . . . ? Cu1 P2 C22 C27 110.3(8) . . . . ? C16 P2 C22 C23 65.6(8) . . . . ? C28 P2 C22 C23 169.8(7) . . . . ? Cu1 P2 C22 C23 -67.0(8) . . . . ? C27 C22 C23 C24 -1.0(14) . . . . ? P2 C22 C23 C24 176.6(8) . . . . ? C22 C23 C24 C25 1.3(17) . . . . ? C23 C24 C25 C26 -1.0(18) . . . . ? C24 C25 C26 C27 0.4(19) . . . . ? C23 C22 C27 C26 0.3(16) . . . . ? P2 C22 C27 C26 -177.0(9) . . . . ? C25 C26 C27 C22 -0.1(19) . . . . ? C22 P2 C28 C41 -171.9(6) . . . 2_765 ? C16 P2 C28 C41 -65.5(7) . . . 2_765 ? Cu1 P2 C28 C41 66.0(6) . . . 2_765 ? N1 Cu1 P3 C35 -79.8(4) . . . . ? N11 Cu1 P3 C35 -173.0(4) . . . . ? P2 Cu1 P3 C35 59.9(3) . . . . ? N1 Cu1 P3 C29 43.5(5) . . . . ? N11 Cu1 P3 C29 -49.7(4) . . . . ? P2 Cu1 P3 C29 -176.9(3) . . . . ? N1 Cu1 P3 C41 164.1(4) . . . . ? N11 Cu1 P3 C41 70.8(4) . . . . ? P2 Cu1 P3 C41 -56.3(3) . . . . ? C35 P3 C29 C30 92.2(8) . . . . ? C41 P3 C29 C30 -161.0(7) . . . . ? Cu1 P3 C29 C30 -36.8(8) . . . . ? C35 P3 C29 C34 -85.7(8) . . . . ? C41 P3 C29 C34 21.1(9) . . . . ? Cu1 P3 C29 C34 145.2(7) . . . . ? C34 C29 C30 C31 -0.5(15) . . . . ? P3 C29 C30 C31 -178.5(8) . . . . ? C29 C30 C31 C32 -1.4(16) . . . . ? C30 C31 C32 C33 2.2(17) . . . . ? C31 C32 C33 C34 -1.2(17) . . . . ? C30 C29 C34 C33 1.5(14) . . . . ? P3 C29 C34 C33 179.4(7) . . . . ? C32 C33 C34 C29 -0.7(16) . . . . ? C29 P3 C35 C36 68.4(10) . . . . ? C41 P3 C35 C36 -39.2(10) . . . . ? Cu1 P3 C35 C36 -160.1(8) . . . . ? C29 P3 C35 C40 -110.0(8) . . . . ? C41 P3 C35 C40 142.4(8) . . . . ? Cu1 P3 C35 C40 21.6(9) . . . . ? C40 C35 C36 C37 -0.6(16) . . . . ? P3 C35 C36 C37 -178.9(8) . . . . ? C35 C36 C37 C38 0.5(18) . . . . ? C36 C37 C38 C39 -0.2(19) . . . . ? C37 C38 C39 C40 0(2) . . . . ? C36 C35 C40 C39 0.3(16) . . . . ? P3 C35 C40 C39 178.8(9) . . . . ? C38 C39 C40 C35 0.0(19) . . . . ? C35 P3 C41 C28 176.3(6) . . . 2_765 ? C29 P3 C41 C28 69.2(7) . . . 2_765 ? Cu1 P3 C41 C28 -60.1(6) . . . 2_765 ? C100 C101 O102 C103 -175(3) . . . . ? C101 O102 C103 C104 -166(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.521 _refine_diff_density_min -0.440 _refine_diff_density_rms 0.073 data_c2c _database_code_depnum_ccdc_archive 'CCDC 879654' #TrackingRef '- CuNNdppm_C2Crev.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C70 H70 B2 Cu2 F8 N10 P4' _chemical_formula_weight 1475.94 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 42.896(3) _cell_length_b 13.8035(10) _cell_length_c 24.5456(17) _cell_angle_alpha 90.00 _cell_angle_beta 99.2160(10) _cell_angle_gamma 90.00 _cell_volume 14346.2(18) _cell_formula_units_Z 8 _cell_measurement_temperature 292(2) _cell_measurement_reflns_used 9953 _cell_measurement_theta_min 2.2305 _cell_measurement_theta_max 23.286 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.367 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6080 _exptl_absorpt_coefficient_mu 0.751 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8582 _exptl_absorpt_correction_T_max 0.9153 _exptl_absorpt_process_details ; Data were corrected for Lorentz polarization and absorption effects (empirical absorption correction SADABS). R(int) = 0.1028 (selected reflections only, before parameter refinement) R(int) = 0.0315 (selected reflections only, after parameter refinement) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 292(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 78301 _diffrn_reflns_av_R_equivalents 0.0580 _diffrn_reflns_av_sigmaI/netI 0.0501 _diffrn_reflns_limit_h_min -54 _diffrn_reflns_limit_h_max 54 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 27.00 _reflns_number_total 15663 _reflns_number_gt 9265 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The following restraints were applied (given as SHELXL lines): simu .005 $c simu .005 $f isor .01 c10 c17 c18 c19 c20 c67 c68 ; _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^)+(0.0755P)^2^+57.9294P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 15663 _refine_ls_number_parameters 865 _refine_ls_number_restraints 426 _refine_ls_R_factor_all 0.1163 _refine_ls_R_factor_gt 0.0593 _refine_ls_wR_factor_ref 0.1943 _refine_ls_wR_factor_gt 0.1487 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.099 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.146182(13) 0.59656(4) 0.12153(2) 0.04401(16) Uani 1 1 d . . . Cu2 Cu 0.099394(14) 0.83369(5) 0.12556(2) 0.04596(17) Uani 1 1 d . . . N1 N 0.16220(9) 0.5143(3) 0.19134(16) 0.0475(10) Uani 1 1 d . . . N2 N 0.16114(10) 0.5165(3) 0.24450(18) 0.0530(11) Uani 1 1 d . . . N3 N 0.18347(10) 0.4560(3) 0.26702(18) 0.0560(11) Uani 1 1 d . . . N4 N 0.19907(11) 0.4136(3) 0.23109(19) 0.0598(12) Uani 1 1 d . . . N5 N 0.17739(9) 0.4899(3) 0.08939(17) 0.0487(10) Uani 1 1 d . . . C1 C 0.18546(12) 0.4519(4) 0.1839(2) 0.0501(11) Uani 1 1 d U . . C2 C 0.19342(13) 0.4341(4) 0.1291(2) 0.0552(11) Uani 1 1 d U . . C3 C 0.21585(15) 0.3685(4) 0.1192(3) 0.0672(13) Uani 1 1 d U . . H3 H 0.2268 0.3317 0.1478 0.081 Uiso 1 1 calc R . . C4 C 0.22203(16) 0.3582(5) 0.0652(3) 0.0762(14) Uani 1 1 d U . . H4 H 0.2373 0.3148 0.0573 0.091 Uiso 1 1 calc R . . C5 C 0.20548(15) 0.4121(5) 0.0250(3) 0.0729(14) Uani 1 1 d U . . H5 H 0.2087 0.4051 -0.0114 0.088 Uiso 1 1 calc R . . C6 C 0.18366(14) 0.4782(4) 0.0384(2) 0.0620(13) Uani 1 1 d U . . H6 H 0.1728 0.5164 0.0104 0.074 Uiso 1 1 calc R . . C7 C 0.19142(16) 0.4367(5) 0.3273(2) 0.0720(16) Uani 1 1 d U . . C8 C 0.22395(16) 0.4827(6) 0.3459(3) 0.096(2) Uani 1 1 d U . . H8A H 0.2226 0.5515 0.3402 0.144 Uiso 1 1 calc R . . H8B H 0.2389 0.4559 0.3248 0.144 Uiso 1 1 calc R . . H8C H 0.2308 0.4696 0.3844 0.144 Uiso 1 1 calc R . . C9 C 0.16744(17) 0.4875(6) 0.3567(3) 0.091(2) Uani 1 1 d U . . H9A H 0.1683 0.5561 0.3505 0.136 Uiso 1 1 calc R . . H9B H 0.1722 0.4747 0.3956 0.136 Uiso 1 1 calc R . . H9C H 0.1466 0.4640 0.3426 0.136 Uiso 1 1 calc R . . C10 C 0.1921(2) 0.3298(6) 0.3357(3) 0.105(2) Uani 1 1 d U . . H10A H 0.2078 0.3018 0.3167 0.158 Uiso 1 1 calc R . . H10B H 0.1718 0.3031 0.3214 0.158 Uiso 1 1 calc R . . H10C H 0.1972 0.3158 0.3744 0.158 Uiso 1 1 calc R . . N6 N 0.07020(10) 0.9489(3) 0.14766(17) 0.0524(10) Uani 1 1 d . . . N7 N 0.05955(12) 1.0343(3) 0.13030(18) 0.0616(12) Uani 1 1 d . . . N8 N 0.04900(12) 1.0744(4) 0.17230(19) 0.0662(13) Uani 1 1 d . . . N9 N 0.05208(12) 1.0190(4) 0.2172(2) 0.0687(13) Uani 1 1 d . . . N10 N 0.09383(10) 0.7935(3) 0.20717(16) 0.0491(10) Uani 1 1 d . . . C11 C 0.06576(12) 0.9408(4) 0.2008(2) 0.0534(12) Uani 1 1 d U . . C12 C 0.07703(13) 0.8558(5) 0.2333(2) 0.0589(12) Uani 1 1 d U . . C13 C 0.07181(16) 0.8418(6) 0.2861(3) 0.0807(15) Uani 1 1 d U . . H13 H 0.0596 0.8850 0.3027 0.097 Uiso 1 1 calc R . . C14 C 0.08524(19) 0.7616(6) 0.3140(3) 0.0932(17) Uani 1 1 d U . . H14 H 0.0825 0.7506 0.3503 0.112 Uiso 1 1 calc R . . C15 C 0.10245(18) 0.6988(6) 0.2887(3) 0.0867(16) Uani 1 1 d U . . H15 H 0.1113 0.6440 0.3071 0.104 Uiso 1 1 calc R . . C16 C 0.10670(15) 0.7170(5) 0.2355(2) 0.0666(14) Uani 1 1 d U . . H16 H 0.1190 0.6745 0.2185 0.080 Uiso 1 1 calc R . . C17 C 0.0338(2) 1.1724(6) 0.1676(3) 0.098(2) Uani 1 1 d U . . C18 C 0.0391(2) 1.2176(6) 0.2234(3) 0.105(2) Uani 1 1 d U . . H18A H 0.0613 1.2268 0.2353 0.157 Uiso 1 1 calc R . . H18B H 0.0308 1.1759 0.2490 0.157 Uiso 1 1 calc R . . H18C H 0.0285 1.2791 0.2218 0.157 Uiso 1 1 calc R . . C19 C 0.0000(2) 1.1578(7) 0.1452(4) 0.133(3) Uani 1 1 d U . . H19A H -0.0019 1.1297 0.1090 0.200 Uiso 1 1 calc R . . H19B H -0.0107 1.2190 0.1430 0.200 Uiso 1 1 calc R . . H19C H -0.0092 1.1151 0.1690 0.200 Uiso 1 1 calc R . . C20 C 0.0504(3) 1.2300(7) 0.1267(4) 0.134(3) Uani 1 1 d U . . H20A H 0.0722 1.2399 0.1423 0.201 Uiso 1 1 calc R . . H20B H 0.0402 1.2916 0.1194 0.201 Uiso 1 1 calc R . . H20C H 0.0492 1.1943 0.0928 0.201 Uiso 1 1 calc R . . P1 P 0.18242(3) 0.71931(9) 0.13133(5) 0.0403(3) Uani 1 1 d . . . P2 P 0.14634(3) 0.90971(9) 0.14490(5) 0.0420(3) Uani 1 1 d . . . C21 C 0.17893(11) 0.8295(3) 0.1725(2) 0.0452(11) Uani 1 1 d . . . H21A H 0.1764 0.8102 0.2095 0.054 Uiso 1 1 calc R . . H21B H 0.1985 0.8656 0.1753 0.054 Uiso 1 1 calc R . . C22 C 0.19007(12) 0.7626(4) 0.0649(2) 0.0493(11) Uani 1 1 d U . . C23 C 0.21606(14) 0.8171(4) 0.0581(2) 0.0644(13) Uani 1 1 d U . . H23 H 0.2312 0.8311 0.0886 0.077 Uiso 1 1 calc R . . C24 C 0.22020(17) 0.8509(5) 0.0074(3) 0.0775(14) Uani 1 1 d U . . H24 H 0.2379 0.8876 0.0036 0.093 Uiso 1 1 calc R . . C25 C 0.19796(17) 0.8302(5) -0.0379(3) 0.0783(14) Uani 1 1 d U . . H25 H 0.2006 0.8533 -0.0725 0.094 Uiso 1 1 calc R . . C26 C 0.17221(16) 0.7761(5) -0.0324(2) 0.0736(14) Uani 1 1 d U . . H26 H 0.1573 0.7617 -0.0632 0.088 Uiso 1 1 calc R . . C27 C 0.16822(14) 0.7427(4) 0.0188(2) 0.0584(12) Uani 1 1 d U . . H27 H 0.1505 0.7060 0.0224 0.070 Uiso 1 1 calc R . . C28 C 0.22058(11) 0.6731(4) 0.1654(2) 0.0487(10) Uani 1 1 d U . . C29 C 0.23959(12) 0.6191(4) 0.1364(3) 0.0570(12) Uani 1 1 d U . . H29 H 0.2341 0.6123 0.0984 0.068 Uiso 1 1 calc R . . C30 C 0.26691(13) 0.5748(4) 0.1637(3) 0.0669(13) Uani 1 1 d U . . H30 H 0.2791 0.5365 0.1442 0.080 Uiso 1 1 calc R . . C31 C 0.27573(14) 0.5879(5) 0.2193(3) 0.0742(14) Uani 1 1 d U . . H31 H 0.2943 0.5599 0.2373 0.089 Uiso 1 1 calc R . . C32 C 0.25724(14) 0.6423(5) 0.2486(3) 0.0740(14) Uani 1 1 d U . . H32 H 0.2634 0.6510 0.2863 0.089 Uiso 1 1 calc R . . C33 C 0.22965(13) 0.6840(4) 0.2224(2) 0.0615(12) Uani 1 1 d U . . H33 H 0.2171 0.7194 0.2426 0.074 Uiso 1 1 calc R . . C34 C 0.16194(13) 0.9855(4) 0.0951(2) 0.0529(11) Uani 1 1 d U . . C35 C 0.14659(15) 0.9911(4) 0.0417(2) 0.0622(12) Uani 1 1 d U . . H35 H 0.1279 0.9570 0.0311 0.075 Uiso 1 1 calc R . . C36 C 0.15907(17) 1.0481(5) 0.0031(3) 0.0774(15) Uani 1 1 d U . . H36 H 0.1488 1.0514 -0.0332 0.093 Uiso 1 1 calc R . . C37 C 0.18636(18) 1.0988(5) 0.0193(3) 0.0817(15) Uani 1 1 d U . . H37 H 0.1946 1.1363 -0.0065 0.098 Uiso 1 1 calc R . . C38 C 0.20166(17) 1.0953(5) 0.0724(3) 0.0798(15) Uani 1 1 d U . . H38 H 0.2200 1.1313 0.0829 0.096 Uiso 1 1 calc R . . C39 C 0.18991(14) 1.0382(4) 0.1106(3) 0.0661(13) Uani 1 1 d U . . H39 H 0.2006 1.0347 0.1466 0.079 Uiso 1 1 calc R . . C40 C 0.14441(12) 0.9926(4) 0.2028(2) 0.0547(11) Uani 1 1 d U . . C41 C 0.13626(15) 1.0885(5) 0.1924(3) 0.0718(14) Uani 1 1 d U . . H41 H 0.1342 1.1124 0.1566 0.086 Uiso 1 1 calc R . . C42 C 0.13114(16) 1.1496(5) 0.2355(3) 0.0839(16) Uani 1 1 d U . . H42 H 0.1256 1.2140 0.2283 0.101 Uiso 1 1 calc R . . C43 C 0.13428(16) 1.1152(6) 0.2876(3) 0.0847(16) Uani 1 1 d U . . H43 H 0.1306 1.1560 0.3160 0.102 Uiso 1 1 calc R . . C44 C 0.14277(15) 1.0217(5) 0.2990(3) 0.0762(14) Uani 1 1 d U . . H44 H 0.1453 0.9991 0.3352 0.091 Uiso 1 1 calc R . . C45 C 0.14770(13) 0.9601(5) 0.2566(2) 0.0629(13) Uani 1 1 d U . . H45 H 0.1533 0.8959 0.2646 0.075 Uiso 1 1 calc R . . P3 P 0.09818(3) 0.56357(9) 0.07407(5) 0.0406(3) Uani 1 1 d . . . P4 P 0.06970(3) 0.76680(9) 0.05255(5) 0.0404(3) Uani 1 1 d . . . C46 C 0.08115(11) 0.6531(3) 0.02241(19) 0.0432(11) Uani 1 1 d . . . H46A H 0.0964 0.6673 -0.0016 0.052 Uiso 1 1 calc R . . H46B H 0.0627 0.6252 -0.0001 0.052 Uiso 1 1 calc R . . C47 C 0.10386(12) 0.4564(4) 0.0331(2) 0.0492(11) Uani 1 1 d U . . C48 C 0.10964(14) 0.3691(4) 0.0602(3) 0.0628(12) Uani 1 1 d U . . H48 H 0.1075 0.3646 0.0973 0.075 Uiso 1 1 calc R . . C49 C 0.11851(15) 0.2883(5) 0.0331(3) 0.0731(14) Uani 1 1 d U . . H49 H 0.1221 0.2298 0.0518 0.088 Uiso 1 1 calc R . . C50 C 0.12195(15) 0.2946(5) -0.0210(3) 0.0736(14) Uani 1 1 d U . . H50 H 0.1284 0.2407 -0.0390 0.088 Uiso 1 1 calc R . . C51 C 0.11597(14) 0.3794(4) -0.0488(3) 0.0669(13) Uani 1 1 d U . . H51 H 0.1181 0.3831 -0.0858 0.080 Uiso 1 1 calc R . . C52 C 0.10670(13) 0.4604(4) -0.0221(2) 0.0569(12) Uani 1 1 d U . . H52 H 0.1024 0.5179 -0.0416 0.068 Uiso 1 1 calc R . . C53 C 0.06579(12) 0.5275(4) 0.1092(2) 0.0486(10) Uani 1 1 d U . . C54 C 0.07053(15) 0.5190(4) 0.1660(2) 0.0631(13) Uani 1 1 d U . . H54 H 0.0904 0.5311 0.1863 0.076 Uiso 1 1 calc R . . C55 C 0.04578(17) 0.4924(5) 0.1931(3) 0.0777(14) Uani 1 1 d U . . H55 H 0.0492 0.4870 0.2313 0.093 Uiso 1 1 calc R . . C56 C 0.01643(17) 0.4740(5) 0.1638(3) 0.0796(15) Uani 1 1 d U . . H56 H -0.0001 0.4573 0.1823 0.096 Uiso 1 1 calc R . . C57 C 0.01151(15) 0.4801(4) 0.1075(3) 0.0699(14) Uani 1 1 d U . . H57 H -0.0084 0.4670 0.0877 0.084 Uiso 1 1 calc R . . C58 C 0.03580(12) 0.5055(4) 0.0801(2) 0.0565(12) Uani 1 1 d U . . H58 H 0.0323 0.5082 0.0417 0.068 Uiso 1 1 calc R . . C59 C 0.02899(11) 0.7436(4) 0.0615(2) 0.0510(11) Uani 1 1 d U . . C64 C 0.02113(12) 0.7424(4) 0.1138(2) 0.0619(13) Uani 1 1 d U . . H64 H 0.0364 0.7560 0.1442 0.074 Uiso 1 1 calc R . . C63 C -0.00938(14) 0.7209(5) 0.1213(3) 0.0784(15) Uani 1 1 d U . . H63 H -0.0144 0.7200 0.1568 0.094 Uiso 1 1 calc R . . C62 C -0.03212(15) 0.7010(5) 0.0772(3) 0.0828(15) Uani 1 1 d U . . H62 H -0.0526 0.6867 0.0827 0.099 Uiso 1 1 calc R . . C61 C -0.02491(14) 0.7020(5) 0.0252(3) 0.0758(15) Uani 1 1 d U . . H61 H -0.0404 0.6882 -0.0048 0.091 Uiso 1 1 calc R . . C60 C 0.00541(12) 0.7235(4) 0.0169(2) 0.0617(13) Uani 1 1 d U . . H60 H 0.0102 0.7245 -0.0187 0.074 Uiso 1 1 calc R . . C65 C 0.06532(15) 0.8539(4) -0.0039(2) 0.0621(13) Uani 1 1 d U . . C66 C 0.04980(18) 0.9396(5) 0.0041(3) 0.0810(15) Uani 1 1 d U . . H66 H 0.0402 0.9462 0.0353 0.097 Uiso 1 1 calc R . . C67 C 0.0482(2) 1.0151(6) -0.0328(3) 0.1004(18) Uani 1 1 d U . . H67 H 0.0370 1.0711 -0.0276 0.120 Uiso 1 1 calc R . . C68 C 0.0633(2) 1.0059(6) -0.0767(3) 0.1074(19) Uani 1 1 d U . . H68 H 0.0636 1.0583 -0.1004 0.129 Uiso 1 1 calc R . . C69 C 0.0780(2) 0.9234(6) -0.0875(3) 0.1014(18) Uani 1 1 d U . . H69 H 0.0871 0.9177 -0.1192 0.122 Uiso 1 1 calc R . . C70 C 0.07917(17) 0.8459(5) -0.0500(3) 0.0800(15) Uani 1 1 d U . . H70 H 0.0895 0.7889 -0.0567 0.096 Uiso 1 1 calc R . . B1 B 0.3075(3) 0.2780(9) 0.1337(5) 0.107(3) Uani 1 1 d . . . F1 F 0.3005(2) 0.3681(5) 0.1234(4) 0.223(4) Uani 1 1 d . . . F2 F 0.2860(2) 0.2229(5) 0.1054(5) 0.271(6) Uani 1 1 d . . . F3 F 0.3328(3) 0.2660(11) 0.1162(4) 0.320(8) Uani 1 1 d . . . F4 F 0.3147(3) 0.2546(7) 0.1838(3) 0.256(6) Uani 1 1 d . . . B2 B 0.0826(3) 0.6231(10) 0.8507(5) 0.121(4) Uani 1 1 d . . . F5 F 0.0909(3) 0.6649(10) 0.8086(5) 0.358(9) Uani 1 1 d . . . F6 F 0.08337(17) 0.5280(5) 0.8418(3) 0.172(3) Uani 1 1 d . . . F7 F 0.10579(13) 0.6492(4) 0.8923(2) 0.1292(17) Uani 1 1 d . . . F8 F 0.05569(17) 0.6446(7) 0.8599(7) 0.336(9) 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 0.0411(3) 0.0440(3) 0.0450(3) 0.0040(3) 0.0012(2) 0.0013(3) Cu2 0.0450(3) 0.0534(4) 0.0385(3) -0.0041(3) 0.0036(2) -0.0048(3) N1 0.046(2) 0.051(2) 0.045(2) 0.0089(19) 0.0063(18) 0.0052(19) N2 0.048(2) 0.055(3) 0.054(3) 0.015(2) 0.004(2) 0.004(2) N3 0.053(3) 0.061(3) 0.053(3) 0.019(2) 0.006(2) 0.007(2) N4 0.060(3) 0.059(3) 0.061(3) 0.014(2) 0.010(2) 0.012(2) N5 0.047(2) 0.047(2) 0.051(2) 0.0001(19) 0.0049(19) 0.0008(19) C1 0.049(3) 0.043(2) 0.058(3) 0.007(2) 0.007(2) 0.005(2) C2 0.056(3) 0.046(2) 0.062(3) 0.002(2) 0.008(2) 0.006(2) C3 0.072(3) 0.057(3) 0.073(3) 0.002(2) 0.014(3) 0.016(2) C4 0.080(3) 0.068(3) 0.084(3) -0.008(3) 0.023(3) 0.017(3) C5 0.076(3) 0.075(3) 0.070(3) -0.011(3) 0.020(3) 0.008(3) C6 0.063(3) 0.065(3) 0.059(3) -0.006(3) 0.013(2) 0.007(3) C7 0.079(4) 0.081(4) 0.054(3) 0.030(3) 0.008(3) 0.007(3) C8 0.076(4) 0.128(6) 0.077(4) 0.023(4) -0.007(4) -0.005(4) C9 0.082(4) 0.128(6) 0.062(4) 0.018(4) 0.008(3) 0.007(4) C10 0.146(5) 0.087(4) 0.080(4) 0.034(4) 0.012(4) -0.005(4) N6 0.056(3) 0.052(3) 0.049(2) -0.001(2) 0.006(2) 0.010(2) N7 0.075(3) 0.056(3) 0.051(3) -0.002(2) 0.003(2) 0.015(2) N8 0.074(3) 0.073(3) 0.049(3) -0.009(2) 0.003(2) 0.022(3) N9 0.071(3) 0.078(4) 0.057(3) -0.008(3) 0.011(2) 0.018(3) N10 0.053(2) 0.053(2) 0.041(2) 0.0022(19) 0.0044(19) -0.006(2) C11 0.049(3) 0.068(3) 0.045(3) -0.004(2) 0.010(2) 0.001(2) C12 0.054(3) 0.075(3) 0.048(2) 0.000(2) 0.010(2) 0.003(2) C13 0.085(3) 0.101(4) 0.060(3) 0.013(3) 0.024(3) 0.016(3) C14 0.108(4) 0.110(4) 0.066(3) 0.028(3) 0.027(3) 0.015(3) C15 0.100(4) 0.092(4) 0.068(3) 0.029(3) 0.014(3) 0.013(3) C16 0.076(3) 0.066(3) 0.057(3) 0.017(3) 0.007(3) 0.006(3) C17 0.111(4) 0.088(4) 0.094(4) -0.020(3) 0.012(4) 0.043(4) C18 0.120(5) 0.087(4) 0.103(5) -0.027(4) 0.007(4) 0.028(4) C19 0.118(5) 0.130(6) 0.138(6) -0.038(5) -0.019(5) 0.053(5) C20 0.168(6) 0.106(5) 0.132(6) 0.009(5) 0.034(5) 0.041(5) P1 0.0376(6) 0.0418(7) 0.0411(6) 0.0030(5) 0.0056(5) 0.0016(5) P2 0.0405(6) 0.0413(7) 0.0433(7) -0.0030(5) 0.0040(5) 0.0002(5) C21 0.042(3) 0.047(3) 0.044(3) -0.001(2) 0.000(2) 0.001(2) C22 0.051(2) 0.053(2) 0.046(2) 0.001(2) 0.013(2) -0.001(2) C23 0.067(3) 0.070(3) 0.059(3) 0.002(2) 0.019(2) -0.013(2) C24 0.085(3) 0.084(3) 0.070(3) 0.004(3) 0.031(3) -0.017(3) C25 0.097(3) 0.087(3) 0.056(3) 0.004(3) 0.029(3) -0.008(3) C26 0.086(3) 0.085(3) 0.051(3) -0.003(3) 0.015(3) -0.001(3) C27 0.061(3) 0.068(3) 0.047(2) 0.001(2) 0.011(2) -0.001(2) C28 0.041(2) 0.048(2) 0.058(2) 0.011(2) 0.0086(19) 0.0014(19) C29 0.044(2) 0.055(3) 0.074(3) 0.010(2) 0.015(2) 0.005(2) C30 0.048(2) 0.067(3) 0.088(3) 0.013(3) 0.018(2) 0.012(2) C31 0.052(3) 0.079(3) 0.089(3) 0.023(3) 0.005(3) 0.014(2) C32 0.060(3) 0.085(3) 0.073(3) 0.017(3) -0.001(2) 0.015(3) C33 0.053(3) 0.069(3) 0.060(3) 0.011(2) 0.002(2) 0.011(2) C34 0.057(3) 0.043(2) 0.059(3) 0.003(2) 0.011(2) 0.002(2) C35 0.076(3) 0.049(3) 0.061(3) 0.003(2) 0.010(2) 0.004(2) C36 0.098(3) 0.062(3) 0.071(3) 0.011(3) 0.011(3) 0.007(3) C37 0.099(3) 0.065(3) 0.086(3) 0.017(3) 0.027(3) -0.002(3) C38 0.084(3) 0.061(3) 0.095(3) 0.012(3) 0.016(3) -0.009(3) C39 0.068(3) 0.054(3) 0.076(3) 0.008(2) 0.010(2) -0.008(2) C40 0.044(2) 0.057(3) 0.062(3) -0.018(2) 0.006(2) -0.004(2) C41 0.068(3) 0.064(3) 0.081(3) -0.020(3) 0.006(3) 0.006(3) C42 0.081(3) 0.074(3) 0.097(3) -0.030(3) 0.013(3) 0.004(3) C43 0.080(3) 0.088(3) 0.089(3) -0.039(3) 0.022(3) -0.008(3) C44 0.071(3) 0.088(3) 0.073(3) -0.030(3) 0.021(3) -0.016(3) C45 0.057(3) 0.073(3) 0.061(3) -0.021(2) 0.015(2) -0.012(2) P3 0.0411(6) 0.0380(6) 0.0412(6) 0.0014(5) 0.0019(5) 0.0014(5) P4 0.0431(6) 0.0395(6) 0.0363(6) 0.0007(5) -0.0003(5) 0.0026(5) C46 0.046(3) 0.042(3) 0.040(2) -0.002(2) 0.003(2) 0.003(2) C47 0.048(2) 0.044(2) 0.055(2) -0.005(2) 0.005(2) 0.001(2) C48 0.069(3) 0.051(2) 0.068(3) 0.002(2) 0.008(2) 0.009(2) C49 0.079(3) 0.052(3) 0.086(3) -0.004(3) 0.009(3) 0.016(2) C50 0.074(3) 0.061(3) 0.084(3) -0.022(3) 0.007(3) 0.010(3) C51 0.067(3) 0.065(3) 0.066(3) -0.016(2) 0.006(2) 0.001(2) C52 0.058(3) 0.054(3) 0.057(3) -0.010(2) 0.004(2) 0.000(2) C53 0.051(2) 0.044(2) 0.051(2) 0.003(2) 0.009(2) 0.000(2) C54 0.067(3) 0.064(3) 0.058(3) 0.004(2) 0.012(2) -0.006(2) C55 0.087(3) 0.079(3) 0.071(3) 0.007(3) 0.025(3) -0.005(3) C56 0.075(3) 0.078(3) 0.092(3) 0.007(3) 0.032(3) -0.007(3) C57 0.057(3) 0.066(3) 0.088(3) 0.003(3) 0.013(3) -0.005(2) C58 0.053(2) 0.052(2) 0.065(3) 0.002(2) 0.008(2) -0.003(2) C59 0.039(2) 0.051(2) 0.059(3) -0.008(2) -0.002(2) 0.006(2) C64 0.043(2) 0.073(3) 0.068(3) -0.016(2) 0.006(2) -0.006(2) C63 0.054(3) 0.095(3) 0.088(3) -0.024(3) 0.017(2) -0.008(3) C62 0.050(3) 0.094(3) 0.102(3) -0.020(3) 0.007(3) -0.006(3) C61 0.050(3) 0.079(3) 0.091(3) -0.016(3) -0.013(3) 0.001(3) C60 0.047(2) 0.064(3) 0.068(3) -0.007(2) -0.010(2) 0.005(2) C65 0.088(3) 0.051(3) 0.045(2) 0.007(2) 0.004(2) 0.008(2) C66 0.123(4) 0.058(3) 0.058(3) 0.008(2) 0.005(3) 0.019(3) C67 0.143(4) 0.072(3) 0.083(3) 0.014(3) 0.009(3) 0.018(3) C68 0.145(4) 0.085(3) 0.092(3) 0.031(3) 0.017(3) 0.008(3) C69 0.129(4) 0.095(4) 0.082(3) 0.029(3) 0.024(3) 0.010(3) C70 0.100(3) 0.078(3) 0.063(3) 0.021(3) 0.016(3) 0.012(3) B1 0.126(9) 0.104(8) 0.092(7) -0.028(6) 0.015(6) 0.032(7) F1 0.239(9) 0.107(5) 0.297(10) -0.031(6) -0.034(7) 0.046(5) F2 0.249(9) 0.114(5) 0.374(13) -0.023(7) -0.182(9) 0.017(6) F3 0.281(12) 0.49(2) 0.218(9) 0.076(11) 0.137(9) 0.181(13) F4 0.401(14) 0.289(11) 0.085(4) -0.010(5) 0.058(6) -0.169(10) B2 0.132(10) 0.116(9) 0.097(8) 0.020(7) -0.032(7) 0.045(8) F5 0.403(17) 0.377(17) 0.231(10) 0.184(12) -0.139(11) -0.124(14) F6 0.191(6) 0.139(6) 0.168(6) -0.039(5) -0.026(5) 0.020(5) F7 0.122(4) 0.139(5) 0.125(4) -0.021(3) 0.018(3) 0.006(3) F8 0.084(4) 0.218(9) 0.71(3) -0.158(13) 0.068(9) -0.006(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 2.079(4) . ? Cu1 N5 2.218(4) . ? Cu1 P3 2.2440(13) . ? Cu1 P1 2.2861(14) . ? Cu2 N10 2.128(4) . ? Cu2 N6 2.147(4) . ? Cu2 P4 2.2259(13) . ? Cu2 P2 2.2527(14) . ? N1 N2 1.313(6) . ? N1 C1 1.352(6) . ? N2 N3 1.323(6) . ? N3 N4 1.326(6) . ? N3 C7 1.489(7) . ? N4 C1 1.321(6) . ? N5 C6 1.331(7) . ? N5 C2 1.343(6) . ? C1 C2 1.460(7) . ? C2 C3 1.371(8) . ? C3 C4 1.401(8) . ? C3 H3 0.9300 . ? C4 C5 1.344(9) . ? C4 H4 0.9300 . ? C5 C6 1.384(8) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C10 1.488(10) . ? C7 C9 1.519(9) . ? C7 C8 1.535(9) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? N6 N7 1.311(6) . ? N6 C11 1.352(6) . ? N7 N8 1.313(6) . ? N8 N9 1.332(7) . ? N8 C17 1.498(8) . ? N9 C11 1.322(7) . ? N10 C16 1.334(7) . ? N10 C12 1.348(7) . ? C11 C12 1.457(8) . ? C12 C13 1.364(8) . ? C13 C14 1.379(10) . ? C13 H13 0.9300 . ? C14 C15 1.352(10) . ? C14 H14 0.9300 . ? C15 C16 1.371(8) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C19 1.480(11) . ? C17 C18 1.487(10) . ? C17 C20 1.541(12) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? P1 C22 1.814(5) . ? P1 C28 1.829(5) . ? P1 C21 1.845(5) . ? P2 C34 1.816(5) . ? P2 C21 1.826(5) . ? P2 C40 1.836(5) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C27 1.377(7) . ? C22 C23 1.377(7) . ? C23 C24 1.366(8) . ? C23 H23 0.9300 . ? C24 C25 1.374(9) . ? C24 H24 0.9300 . ? C25 C26 1.358(9) . ? C25 H25 0.9300 . ? C26 C27 1.376(8) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.382(7) . ? C28 C33 1.399(7) . ? C29 C30 1.394(8) . ? C29 H29 0.9300 . ? C30 C31 1.368(9) . ? C30 H30 0.9300 . ? C31 C32 1.375(9) . ? C31 H31 0.9300 . ? C32 C33 1.379(8) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 C35 1.371(8) . ? C34 C39 1.403(8) . ? C35 C36 1.402(8) . ? C35 H35 0.9300 . ? C36 C37 1.367(10) . ? C36 H36 0.9300 . ? C37 C38 1.364(10) . ? C37 H37 0.9300 . ? C38 C39 1.380(8) . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? C40 C41 1.382(8) . ? C40 C45 1.382(8) . ? C41 C42 1.398(8) . ? C41 H41 0.9300 . ? C42 C43 1.352(10) . ? C42 H42 0.9300 . ? C43 C44 1.358(10) . ? C43 H43 0.9300 . ? C44 C45 1.386(8) . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? P3 C53 1.818(5) . ? P3 C47 1.827(5) . ? P3 C46 1.837(5) . ? P4 C65 1.821(5) . ? P4 C59 1.823(5) . ? P4 C46 1.835(5) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 C48 1.381(7) . ? C47 C52 1.381(7) . ? C48 C49 1.383(8) . ? C48 H48 0.9300 . ? C49 C50 1.364(9) . ? C49 H49 0.9300 . ? C50 C51 1.358(9) . ? C50 H50 0.9300 . ? C51 C52 1.385(8) . ? C51 H51 0.9300 . ? C52 H52 0.9300 . ? C53 C54 1.383(7) . ? C53 C58 1.401(7) . ? C54 C55 1.388(8) . ? C54 H54 0.9300 . ? C55 C56 1.370(9) . ? C55 H55 0.9300 . ? C56 C57 1.368(9) . ? C56 H56 0.9300 . ? C57 C58 1.373(8) . ? C57 H57 0.9300 . ? C58 H58 0.9300 . ? C59 C64 1.379(8) . ? C59 C60 1.394(7) . ? C64 C63 1.383(8) . ? C64 H64 0.9300 . ? C63 C62 1.363(9) . ? C63 H63 0.9300 . ? C62 C61 1.362(9) . ? C62 H62 0.9300 . ? C61 C60 1.381(8) . ? C61 H61 0.9300 . ? C60 H60 0.9300 . ? C65 C70 1.365(8) . ? C65 C66 1.386(8) . ? C66 C67 1.375(9) . ? C66 H66 0.9300 . ? C67 C68 1.352(11) . ? C67 H67 0.9300 . ? C68 C69 1.347(11) . ? C68 H68 0.9300 . ? C69 C70 1.405(9) . ? C69 H69 0.9300 . ? C70 H70 0.9300 . ? B1 F3 1.244(13) . ? B1 F4 1.262(13) . ? B1 F1 1.294(13) . ? B1 F2 1.304(13) . ? B2 F8 1.246(15) . ? B2 F5 1.283(16) . ? B2 F6 1.333(13) . ? B2 F7 1.355(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N5 77.99(16) . . ? N1 Cu1 P3 118.15(12) . . ? N5 Cu1 P3 103.69(11) . . ? N1 Cu1 P1 100.88(12) . . ? N5 Cu1 P1 95.18(11) . . ? P3 Cu1 P1 139.20(5) . . ? N10 Cu2 N6 78.31(17) . . ? N10 Cu2 P4 120.91(12) . . ? N6 Cu2 P4 103.24(12) . . ? N10 Cu2 P2 98.86(12) . . ? N6 Cu2 P2 98.03(13) . . ? P4 Cu2 P2 137.71(5) . . ? N2 N1 C1 107.0(4) . . ? N2 N1 Cu1 138.3(3) . . ? C1 N1 Cu1 113.0(3) . . ? N1 N2 N3 105.2(4) . . ? N2 N3 N4 114.2(4) . . ? N2 N3 C7 124.3(5) . . ? N4 N3 C7 121.5(5) . . ? C1 N4 N3 101.9(4) . . ? C6 N5 C2 117.1(5) . . ? C6 N5 Cu1 129.7(4) . . ? C2 N5 Cu1 113.0(3) . . ? N4 C1 N1 111.7(5) . . ? N4 C1 C2 127.1(5) . . ? N1 C1 C2 121.2(4) . . ? N5 C2 C3 122.8(5) . . ? N5 C2 C1 113.8(5) . . ? C3 C2 C1 123.3(5) . . ? C2 C3 C4 118.7(6) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 118.7(6) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? C4 C5 C6 119.2(6) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? N5 C6 C5 123.3(6) . . ? N5 C6 H6 118.3 . . ? C5 C6 H6 118.3 . . ? C10 C7 N3 108.1(6) . . ? C10 C7 C9 113.1(6) . . ? N3 C7 C9 108.9(5) . . ? C10 C7 C8 111.8(6) . . ? N3 C7 C8 105.9(5) . . ? C9 C7 C8 108.6(6) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N7 N6 C11 107.0(4) . . ? N7 N6 Cu2 140.5(4) . . ? C11 N6 Cu2 111.1(3) . . ? N6 N7 N8 105.7(4) . . ? N7 N8 N9 114.0(5) . . ? N7 N8 C17 121.4(5) . . ? N9 N8 C17 124.5(5) . . ? C11 N9 N8 101.9(4) . . ? C16 N10 C12 117.8(5) . . ? C16 N10 Cu2 126.6(4) . . ? C12 N10 Cu2 115.5(4) . . ? N9 C11 N6 111.4(5) . . ? N9 C11 C12 127.9(5) . . ? N6 C11 C12 120.6(5) . . ? N10 C12 C13 122.9(6) . . ? N10 C12 C11 114.1(5) . . ? C13 C12 C11 122.9(6) . . ? C12 C13 C14 117.8(7) . . ? C12 C13 H13 121.1 . . ? C14 C13 H13 121.1 . . ? C15 C14 C13 120.1(6) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 119.1(7) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? N10 C16 C15 122.3(6) . . ? N10 C16 H16 118.9 . . ? C15 C16 H16 118.9 . . ? C19 C17 C18 113.3(7) . . ? C19 C17 N8 107.0(7) . . ? C18 C17 N8 107.9(6) . . ? C19 C17 C20 110.8(8) . . ? C18 C17 C20 111.5(8) . . ? N8 C17 C20 105.9(6) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 P1 C28 104.3(2) . . ? C22 P1 C21 105.2(2) . . ? C28 P1 C21 100.5(2) . . ? C22 P1 Cu1 111.56(17) . . ? C28 P1 Cu1 109.48(17) . . ? C21 P1 Cu1 123.72(16) . . ? C34 P2 C21 104.8(2) . . ? C34 P2 C40 103.2(3) . . ? C21 P2 C40 102.6(2) . . ? C34 P2 Cu2 122.66(19) . . ? C21 P2 Cu2 113.65(17) . . ? C40 P2 Cu2 107.70(17) . . ? P2 C21 P1 114.9(2) . . ? P2 C21 H21A 108.5 . . ? P1 C21 H21A 108.5 . . ? P2 C21 H21B 108.5 . . ? P1 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? C27 C22 C23 117.8(5) . . ? C27 C22 P1 118.4(4) . . ? C23 C22 P1 123.8(4) . . ? C24 C23 C22 121.6(6) . . ? C24 C23 H23 119.2 . . ? C22 C23 H23 119.2 . . ? C23 C24 C25 119.4(6) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C26 C25 C24 120.3(6) . . ? C26 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? C25 C26 C27 119.8(6) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? C26 C27 C22 121.1(6) . . ? C26 C27 H27 119.4 . . ? C22 C27 H27 119.4 . . ? C29 C28 C33 118.6(5) . . ? C29 C28 P1 120.8(4) . . ? C33 C28 P1 120.3(4) . . ? C28 C29 C30 120.6(6) . . ? C28 C29 H29 119.7 . . ? C30 C29 H29 119.7 . . ? C31 C30 C29 119.9(6) . . ? C31 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? C30 C31 C32 120.1(6) . . ? C30 C31 H31 119.9 . . ? C32 C31 H31 119.9 . . ? C31 C32 C33 120.5(6) . . ? C31 C32 H32 119.7 . . ? C33 C32 H32 119.7 . . ? C32 C33 C28 120.1(6) . . ? C32 C33 H33 119.9 . . ? C28 C33 H33 119.9 . . ? C35 C34 C39 119.2(5) . . ? C35 C34 P2 120.2(4) . . ? C39 C34 P2 120.5(4) . . ? C34 C35 C36 120.0(6) . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C37 C36 C35 119.6(6) . . ? C37 C36 H36 120.2 . . ? C35 C36 H36 120.2 . . ? C38 C37 C36 121.2(7) . . ? C38 C37 H37 119.4 . . ? C36 C37 H37 119.4 . . ? C37 C38 C39 119.8(7) . . ? C37 C38 H38 120.1 . . ? C39 C38 H38 120.1 . . ? C38 C39 C34 120.1(6) . . ? C38 C39 H39 119.9 . . ? C34 C39 H39 119.9 . . ? C41 C40 C45 118.2(5) . . ? C41 C40 P2 119.7(5) . . ? C45 C40 P2 121.8(4) . . ? C40 C41 C42 120.3(7) . . ? C40 C41 H41 119.9 . . ? C42 C41 H41 119.9 . . ? C43 C42 C41 120.0(7) . . ? C43 C42 H42 120.0 . . ? C41 C42 H42 120.0 . . ? C42 C43 C44 120.8(7) . . ? C42 C43 H43 119.6 . . ? C44 C43 H43 119.6 . . ? C43 C44 C45 119.8(7) . . ? C43 C44 H44 120.1 . . ? C45 C44 H44 120.1 . . ? C40 C45 C44 120.9(6) . . ? C40 C45 H45 119.5 . . ? C44 C45 H45 119.5 . . ? C53 P3 C47 102.6(2) . . ? C53 P3 C46 105.2(2) . . ? C47 P3 C46 103.8(2) . . ? C53 P3 Cu1 121.14(17) . . ? C47 P3 Cu1 104.96(17) . . ? C46 P3 Cu1 116.89(16) . . ? C65 P4 C59 102.9(3) . . ? C65 P4 C46 105.1(2) . . ? C59 P4 C46 102.8(2) . . ? C65 P4 Cu2 108.3(2) . . ? C59 P4 Cu2 114.30(17) . . ? C46 P4 Cu2 121.59(16) . . ? P4 C46 P3 113.6(2) . . ? P4 C46 H46A 108.9 . . ? P3 C46 H46A 108.9 . . ? P4 C46 H46B 108.9 . . ? P3 C46 H46B 108.9 . . ? H46A C46 H46B 107.7 . . ? C48 C47 C52 118.1(5) . . ? C48 C47 P3 118.0(4) . . ? C52 C47 P3 123.3(4) . . ? C47 C48 C49 120.9(6) . . ? C47 C48 H48 119.6 . . ? C49 C48 H48 119.6 . . ? C50 C49 C48 119.9(6) . . ? C50 C49 H49 120.0 . . ? C48 C49 H49 120.0 . . ? C51 C50 C49 120.2(6) . . ? C51 C50 H50 119.9 . . ? C49 C50 H50 119.9 . . ? C50 C51 C52 120.3(6) . . ? C50 C51 H51 119.9 . . ? C52 C51 H51 119.9 . . ? C47 C52 C51 120.6(6) . . ? C47 C52 H52 119.7 . . ? C51 C52 H52 119.7 . . ? C54 C53 C58 118.0(5) . . ? C54 C53 P3 120.1(4) . . ? C58 C53 P3 121.8(4) . . ? C53 C54 C55 120.3(6) . . ? C53 C54 H54 119.8 . . ? C55 C54 H54 119.8 . . ? C56 C55 C54 120.5(6) . . ? C56 C55 H55 119.8 . . ? C54 C55 H55 119.8 . . ? C57 C56 C55 119.9(6) . . ? C57 C56 H56 120.1 . . ? C55 C56 H56 120.1 . . ? C56 C57 C58 120.3(6) . . ? C56 C57 H57 119.8 . . ? C58 C57 H57 119.8 . . ? C57 C58 C53 120.9(6) . . ? C57 C58 H58 119.6 . . ? C53 C58 H58 119.6 . . ? C64 C59 C60 118.2(5) . . ? C64 C59 P4 119.7(4) . . ? C60 C59 P4 122.0(4) . . ? C59 C64 C63 120.3(6) . . ? C59 C64 H64 119.8 . . ? C63 C64 H64 119.8 . . ? C62 C63 C64 120.6(6) . . ? C62 C63 H63 119.7 . . ? C64 C63 H63 119.7 . . ? C61 C62 C63 120.1(6) . . ? C61 C62 H62 120.0 . . ? C63 C62 H62 120.0 . . ? C62 C61 C60 120.1(6) . . ? C62 C61 H61 120.0 . . ? C60 C61 H61 120.0 . . ? C61 C60 C59 120.7(6) . . ? C61 C60 H60 119.7 . . ? C59 C60 H60 119.7 . . ? C70 C65 C66 118.0(6) . . ? C70 C65 P4 124.9(5) . . ? C66 C65 P4 116.7(5) . . ? C67 C66 C65 121.9(7) . . ? C67 C66 H66 119.1 . . ? C65 C66 H66 119.1 . . ? C68 C67 C66 118.3(8) . . ? C68 C67 H67 120.8 . . ? C66 C67 H67 120.8 . . ? C69 C68 C67 122.3(8) . . ? C69 C68 H68 118.8 . . ? C67 C68 H68 118.8 . . ? C68 C69 C70 119.0(8) . . ? C68 C69 H69 120.5 . . ? C70 C69 H69 120.5 . . ? C65 C70 C69 120.4(7) . . ? C65 C70 H70 119.8 . . ? C69 C70 H70 119.8 . . ? F3 B1 F4 102.2(12) . . ? F3 B1 F1 104.3(14) . . ? F4 B1 F1 116.7(10) . . ? F3 B1 F2 108.6(12) . . ? F4 B1 F2 114.2(13) . . ? F1 B1 F2 109.7(11) . . ? F8 B2 F5 115.1(12) . . ? F8 B2 F6 108.3(14) . . ? F5 B2 F6 107.0(13) . . ? F8 B2 F7 112.9(13) . . ? F5 B2 F7 102.8(13) . . ? F6 B2 F7 110.6(8) . . ? 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 N5 Cu1 N1 N2 171.5(5) . . . . ? P3 Cu1 N1 N2 -89.3(5) . . . . ? P1 Cu1 N1 N2 78.4(5) . . . . ? N5 Cu1 N1 C1 8.8(3) . . . . ? P3 Cu1 N1 C1 108.1(3) . . . . ? P1 Cu1 N1 C1 -84.2(3) . . . . ? C1 N1 N2 N3 -0.1(5) . . . . ? Cu1 N1 N2 N3 -163.4(4) . . . . ? N1 N2 N3 N4 -0.4(6) . . . . ? N1 N2 N3 C7 178.6(5) . . . . ? N2 N3 N4 C1 0.7(6) . . . . ? C7 N3 N4 C1 -178.3(5) . . . . ? N1 Cu1 N5 C6 177.8(5) . . . . ? P3 Cu1 N5 C6 61.4(5) . . . . ? P1 Cu1 N5 C6 -82.1(5) . . . . ? N1 Cu1 N5 C2 -6.7(4) . . . . ? P3 Cu1 N5 C2 -123.1(3) . . . . ? P1 Cu1 N5 C2 93.3(4) . . . . ? N3 N4 C1 N1 -0.7(6) . . . . ? N3 N4 C1 C2 178.4(5) . . . . ? N2 N1 C1 N4 0.5(6) . . . . ? Cu1 N1 C1 N4 168.5(4) . . . . ? N2 N1 C1 C2 -178.6(5) . . . . ? Cu1 N1 C1 C2 -10.6(6) . . . . ? C6 N5 C2 C3 1.3(8) . . . . ? Cu1 N5 C2 C3 -174.8(5) . . . . ? C6 N5 C2 C1 179.4(5) . . . . ? Cu1 N5 C2 C1 3.3(6) . . . . ? N4 C1 C2 N5 -174.3(5) . . . . ? N1 C1 C2 N5 4.7(7) . . . . ? N4 C1 C2 C3 3.8(9) . . . . ? N1 C1 C2 C3 -177.2(5) . . . . ? N5 C2 C3 C4 -1.0(9) . . . . ? C1 C2 C3 C4 -179.0(6) . . . . ? C2 C3 C4 C5 -0.7(10) . . . . ? C3 C4 C5 C6 2.1(10) . . . . ? C2 N5 C6 C5 0.1(8) . . . . ? Cu1 N5 C6 C5 175.4(4) . . . . ? C4 C5 C6 N5 -1.8(10) . . . . ? N2 N3 C7 C10 130.0(6) . . . . ? N4 N3 C7 C10 -51.1(8) . . . . ? N2 N3 C7 C9 6.7(8) . . . . ? N4 N3 C7 C9 -174.4(5) . . . . ? N2 N3 C7 C8 -109.9(6) . . . . ? N4 N3 C7 C8 68.9(7) . . . . ? N10 Cu2 N6 N7 168.5(6) . . . . ? P4 Cu2 N6 N7 -72.2(6) . . . . ? P2 Cu2 N6 N7 71.0(6) . . . . ? N10 Cu2 N6 C11 4.7(4) . . . . ? P4 Cu2 N6 C11 124.1(3) . . . . ? P2 Cu2 N6 C11 -92.7(4) . . . . ? C11 N6 N7 N8 -0.4(6) . . . . ? Cu2 N6 N7 N8 -164.6(4) . . . . ? N6 N7 N8 N9 -0.2(7) . . . . ? N6 N7 N8 C17 -177.9(6) . . . . ? N7 N8 N9 C11 0.7(7) . . . . ? C17 N8 N9 C11 178.3(6) . . . . ? N6 Cu2 N10 C16 -178.2(5) . . . . ? P4 Cu2 N10 C16 83.3(5) . . . . ? P2 Cu2 N10 C16 -81.7(5) . . . . ? N6 Cu2 N10 C12 -2.3(4) . . . . ? P4 Cu2 N10 C12 -100.8(4) . . . . ? P2 Cu2 N10 C12 94.1(4) . . . . ? N8 N9 C11 N6 -0.9(6) . . . . ? N8 N9 C11 C12 175.8(6) . . . . ? N7 N6 C11 N9 0.9(6) . . . . ? Cu2 N6 C11 N9 170.2(4) . . . . ? N7 N6 C11 C12 -176.1(5) . . . . ? Cu2 N6 C11 C12 -6.8(6) . . . . ? C16 N10 C12 C13 -2.4(9) . . . . ? Cu2 N10 C12 C13 -178.7(5) . . . . ? C16 N10 C12 C11 175.8(5) . . . . ? Cu2 N10 C12 C11 -0.5(6) . . . . ? N9 C11 C12 N10 -171.3(5) . . . . ? N6 C11 C12 N10 5.1(8) . . . . ? N9 C11 C12 C13 6.9(10) . . . . ? N6 C11 C12 C13 -176.7(6) . . . . ? N10 C12 C13 C14 2.0(10) . . . . ? C11 C12 C13 C14 -176.1(6) . . . . ? C12 C13 C14 C15 -1.2(12) . . . . ? C13 C14 C15 C16 1.0(12) . . . . ? C12 N10 C16 C15 2.2(9) . . . . ? Cu2 N10 C16 C15 178.0(5) . . . . ? C14 C15 C16 N10 -1.6(11) . . . . ? N7 N8 C17 C19 85.6(9) . . . . ? N9 N8 C17 C19 -91.8(8) . . . . ? N7 N8 C17 C18 -152.1(7) . . . . ? N9 N8 C17 C18 30.4(10) . . . . ? N7 N8 C17 C20 -32.6(9) . . . . ? N9 N8 C17 C20 149.9(7) . . . . ? N1 Cu1 P1 C22 147.2(2) . . . . ? N5 Cu1 P1 C22 68.5(2) . . . . ? P3 Cu1 P1 C22 -49.5(2) . . . . ? N1 Cu1 P1 C28 32.2(2) . . . . ? N5 Cu1 P1 C28 -46.5(2) . . . . ? P3 Cu1 P1 C28 -164.48(18) . . . . ? N1 Cu1 P1 C21 -85.8(2) . . . . ? N5 Cu1 P1 C21 -164.5(2) . . . . ? P3 Cu1 P1 C21 77.5(2) . . . . ? N10 Cu2 P2 C34 -166.6(2) . . . . ? N6 Cu2 P2 C34 -87.3(2) . . . . ? P4 Cu2 P2 C34 32.6(2) . . . . ? N10 Cu2 P2 C21 65.6(2) . . . . ? N6 Cu2 P2 C21 144.9(2) . . . . ? P4 Cu2 P2 C21 -95.15(19) . . . . ? N10 Cu2 P2 C40 -47.3(2) . . . . ? N6 Cu2 P2 C40 32.0(2) . . . . ? P4 Cu2 P2 C40 151.9(2) . . . . ? C34 P2 C21 P1 -85.3(3) . . . . ? C40 P2 C21 P1 167.2(3) . . . . ? Cu2 P2 C21 P1 51.2(3) . . . . ? C22 P1 C21 P2 62.4(3) . . . . ? C28 P1 C21 P2 170.6(3) . . . . ? Cu1 P1 C21 P2 -67.3(3) . . . . ? C28 P1 C22 C27 137.6(4) . . . . ? C21 P1 C22 C27 -117.0(4) . . . . ? Cu1 P1 C22 C27 19.5(5) . . . . ? C28 P1 C22 C23 -44.5(5) . . . . ? C21 P1 C22 C23 60.9(5) . . . . ? Cu1 P1 C22 C23 -162.6(4) . . . . ? C27 C22 C23 C24 0.3(9) . . . . ? P1 C22 C23 C24 -177.6(5) . . . . ? C22 C23 C24 C25 -0.1(10) . . . . ? C23 C24 C25 C26 -0.4(11) . . . . ? C24 C25 C26 C27 0.6(11) . . . . ? C25 C26 C27 C22 -0.4(10) . . . . ? C23 C22 C27 C26 -0.1(9) . . . . ? P1 C22 C27 C26 178.0(5) . . . . ? C22 P1 C28 C29 -42.2(5) . . . . ? C21 P1 C28 C29 -151.0(4) . . . . ? Cu1 P1 C28 C29 77.4(4) . . . . ? C22 P1 C28 C33 144.0(4) . . . . ? C21 P1 C28 C33 35.2(5) . . . . ? Cu1 P1 C28 C33 -96.5(4) . . . . ? C33 C28 C29 C30 1.2(8) . . . . ? P1 C28 C29 C30 -172.7(4) . . . . ? C28 C29 C30 C31 -2.6(9) . . . . ? C29 C30 C31 C32 1.8(10) . . . . ? C30 C31 C32 C33 0.2(10) . . . . ? C31 C32 C33 C28 -1.5(10) . . . . ? C29 C28 C33 C32 0.8(8) . . . . ? P1 C28 C33 C32 174.7(5) . . . . ? C21 P2 C34 C35 125.2(5) . . . . ? C40 P2 C34 C35 -127.7(5) . . . . ? Cu2 P2 C34 C35 -6.3(5) . . . . ? C21 P2 C34 C39 -54.2(5) . . . . ? C40 P2 C34 C39 52.9(5) . . . . ? Cu2 P2 C34 C39 174.3(4) . . . . ? C39 C34 C35 C36 0.8(9) . . . . ? P2 C34 C35 C36 -178.7(5) . . . . ? C34 C35 C36 C37 -0.8(9) . . . . ? C35 C36 C37 C38 -0.3(11) . . . . ? C36 C37 C38 C39 1.4(11) . . . . ? C37 C38 C39 C34 -1.4(10) . . . . ? C35 C34 C39 C38 0.3(9) . . . . ? P2 C34 C39 C38 179.7(5) . . . . ? C34 P2 C40 C41 36.5(5) . . . . ? C21 P2 C40 C41 145.3(5) . . . . ? Cu2 P2 C40 C41 -94.5(5) . . . . ? C34 P2 C40 C45 -150.3(4) . . . . ? C21 P2 C40 C45 -41.5(5) . . . . ? Cu2 P2 C40 C45 78.7(5) . . . . ? C45 C40 C41 C42 -0.8(9) . . . . ? P2 C40 C41 C42 172.6(5) . . . . ? C40 C41 C42 C43 0.2(10) . . . . ? C41 C42 C43 C44 0.8(11) . . . . ? C42 C43 C44 C45 -1.3(10) . . . . ? C41 C40 C45 C44 0.4(8) . . . . ? P2 C40 C45 C44 -172.9(4) . . . . ? C43 C44 C45 C40 0.6(9) . . . . ? N1 Cu1 P3 C53 36.4(2) . . . . ? N5 Cu1 P3 C53 119.9(2) . . . . ? P1 Cu1 P3 C53 -124.9(2) . . . . ? N1 Cu1 P3 C47 -78.8(2) . . . . ? N5 Cu1 P3 C47 4.7(2) . . . . ? P1 Cu1 P3 C47 119.85(19) . . . . ? N1 Cu1 P3 C46 166.9(2) . . . . ? N5 Cu1 P3 C46 -109.6(2) . . . . ? P1 Cu1 P3 C46 5.6(2) . . . . ? N10 Cu2 P4 C65 151.1(3) . . . . ? N6 Cu2 P4 C65 66.9(2) . . . . ? P2 Cu2 P4 C65 -51.2(2) . . . . ? N10 Cu2 P4 C59 37.0(2) . . . . ? N6 Cu2 P4 C59 -47.1(2) . . . . ? P2 Cu2 P4 C59 -165.28(19) . . . . ? N10 Cu2 P4 C46 -87.3(2) . . . . ? N6 Cu2 P4 C46 -171.4(2) . . . . ? P2 Cu2 P4 C46 70.4(2) . . . . ? C65 P4 C46 P3 163.1(3) . . . . ? C59 P4 C46 P3 -89.5(3) . . . . ? Cu2 P4 C46 P3 39.9(3) . . . . ? C53 P3 C46 P4 67.7(3) . . . . ? C47 P3 C46 P4 175.1(3) . . . . ? Cu1 P3 C46 P4 -69.9(3) . . . . ? C53 P3 C47 C48 -56.2(5) . . . . ? C46 P3 C47 C48 -165.5(4) . . . . ? Cu1 P3 C47 C48 71.3(4) . . . . ? C53 P3 C47 C52 132.4(5) . . . . ? C46 P3 C47 C52 23.1(5) . . . . ? Cu1 P3 C47 C52 -100.1(4) . . . . ? C52 C47 C48 C49 1.0(9) . . . . ? P3 C47 C48 C49 -170.8(5) . . . . ? C47 C48 C49 C50 0.7(10) . . . . ? C48 C49 C50 C51 -1.6(10) . . . . ? C49 C50 C51 C52 0.8(10) . . . . ? C48 C47 C52 C51 -1.8(8) . . . . ? P3 C47 C52 C51 169.6(4) . . . . ? C50 C51 C52 C47 0.9(9) . . . . ? C47 P3 C53 C54 115.7(5) . . . . ? C46 P3 C53 C54 -136.0(4) . . . . ? Cu1 P3 C53 C54 -0.7(5) . . . . ? C47 P3 C53 C58 -62.8(5) . . . . ? C46 P3 C53 C58 45.4(5) . . . . ? Cu1 P3 C53 C58 -179.2(4) . . . . ? C58 C53 C54 C55 -2.1(8) . . . . ? P3 C53 C54 C55 179.4(5) . . . . ? C53 C54 C55 C56 0.2(10) . . . . ? C54 C55 C56 C57 1.1(11) . . . . ? C55 C56 C57 C58 -0.6(10) . . . . ? C56 C57 C58 C53 -1.3(9) . . . . ? C54 C53 C58 C57 2.6(8) . . . . ? P3 C53 C58 C57 -178.8(4) . . . . ? C65 P4 C59 C64 -134.7(5) . . . . ? C46 P4 C59 C64 116.3(5) . . . . ? Cu2 P4 C59 C64 -17.5(5) . . . . ? C65 P4 C59 C60 47.7(5) . . . . ? C46 P4 C59 C60 -61.3(5) . . . . ? Cu2 P4 C59 C60 164.9(4) . . . . ? C60 C59 C64 C63 0.4(9) . . . . ? P4 C59 C64 C63 -177.3(5) . . . . ? C59 C64 C63 C62 -0.2(10) . . . . ? C64 C63 C62 C61 0.1(11) . . . . ? C63 C62 C61 C60 -0.2(11) . . . . ? C62 C61 C60 C59 0.4(10) . . . . ? C64 C59 C60 C61 -0.6(9) . . . . ? P4 C59 C60 C61 177.1(5) . . . . ? C59 P4 C65 C70 -129.7(6) . . . . ? C46 P4 C65 C70 -22.4(7) . . . . ? Cu2 P4 C65 C70 108.9(6) . . . . ? C59 P4 C65 C66 58.2(6) . . . . ? C46 P4 C65 C66 165.5(5) . . . . ? Cu2 P4 C65 C66 -63.1(6) . . . . ? C70 C65 C66 C67 -0.1(11) . . . . ? P4 C65 C66 C67 172.6(6) . . . . ? C65 C66 C67 C68 -2.6(13) . . . . ? C66 C67 C68 C69 4.6(14) . . . . ? C67 C68 C69 C70 -3.7(15) . . . . ? C66 C65 C70 C69 1.0(11) . . . . ? P4 C65 C70 C69 -171.0(6) . . . . ? C68 C69 C70 C65 0.9(13) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.847 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.076 data_p2121 _database_code_depnum_ccdc_archive 'CCDC 879655' #TrackingRef 'CuNN2 Final Rev.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H26 B Cu F4 N10' _chemical_formula_weight 556.86 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.647(2) _cell_length_b 12.310(3) _cell_length_c 21.399(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2541.2(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9990 _cell_measurement_theta_min 2.316 _cell_measurement_theta_max 28.4095 _exptl_crystal_description prism _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.456 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.918 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8029 _exptl_absorpt_correction_T_max 0.8745 _exptl_absorpt_process_details ; Data were corrected for Lorentz polarization and absorption effects (empirical absorption correction SADABS). R(int) = 0.1109 (selected reflections only, before parameter refinement) R(int) = 0.0397 (selected reflections only, after parameter refinement) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29121 _diffrn_reflns_av_R_equivalents 0.0268 _diffrn_reflns_av_sigmaI/netI 0.0283 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 28.00 _reflns_number_total 6031 _reflns_number_gt 5621 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPIII (johnson, 1996)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _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^)+(0.0584P)^2^+0.5037P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _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 0.973(9) _refine_ls_number_reflns 6031 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0344 _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_ref 0.0896 _refine_ls_wR_factor_gt 0.0876 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.07976(3) 0.72926(2) 1.013443(11) 0.02573(8) Uani 1 1 d . . . N1 N 0.00989(18) 0.86934(14) 1.05045(8) 0.0203(3) Uani 1 1 d . . . N2 N -0.07319(19) 0.95133(13) 1.03755(8) 0.0222(3) Uani 1 1 d . . . N3 N -0.04501(16) 1.02586(13) 1.07987(8) 0.0186(3) Uani 1 1 d . . . N4 N 0.05283(17) 0.99776(14) 1.12070(8) 0.0194(3) Uani 1 1 d . . . N5 N 0.20683(16) 0.73414(15) 1.09051(7) 0.0186(3) Uani 1 1 d . . . C1 C 0.0850(2) 0.89852(15) 1.10072(8) 0.0171(3) Uani 1 1 d . . . C2 C 0.18791(19) 0.82301(16) 1.12671(9) 0.0180(4) Uani 1 1 d . . . C3 C 0.2549(2) 0.83894(16) 1.18315(9) 0.0193(4) Uani 1 1 d . . . H3 H 0.2389 0.9026 1.2072 0.023 Uiso 1 1 calc R . . C4 C 0.3465(2) 0.75901(18) 1.20370(9) 0.0231(4) Uani 1 1 d . . . H4 H 0.3936 0.7669 1.2424 0.028 Uiso 1 1 calc R . . C5 C 0.3680(2) 0.66814(18) 1.16693(10) 0.0249(4) Uani 1 1 d . . . H5 H 0.4298 0.6126 1.1801 0.030 Uiso 1 1 calc R . . C6 C 0.2981(2) 0.65921(17) 1.11069(10) 0.0227(4) Uani 1 1 d . . . H6 H 0.3153 0.5975 1.0852 0.027 Uiso 1 1 calc R . . C7 C -0.1170(2) 1.13336(16) 1.08333(10) 0.0220(4) Uani 1 1 d . . . C8 C -0.1853(2) 1.1388(2) 1.14739(10) 0.0292(5) Uani 1 1 d . . . H8A H -0.2512 1.0786 1.1518 0.044 Uiso 1 1 calc R . . H8B H -0.2346 1.2080 1.1517 0.044 Uiso 1 1 calc R . . H8C H -0.1142 1.1332 1.1799 0.044 Uiso 1 1 calc R . . C9 C -0.0059(2) 1.22200(19) 1.07569(11) 0.0295(4) Uani 1 1 d . . . H9A H 0.0677 1.2108 1.1066 0.044 Uiso 1 1 calc R . . H9B H -0.0481 1.2936 1.0821 0.044 Uiso 1 1 calc R . . H9C H 0.0335 1.2181 1.0335 0.044 Uiso 1 1 calc R . . C10 C -0.2227(2) 1.13951(18) 1.03017(10) 0.0270(4) Uani 1 1 d . . . H10A H -0.1741 1.1375 0.9900 0.041 Uiso 1 1 calc R . . H10B H -0.2753 1.2073 1.0335 0.041 Uiso 1 1 calc R . . H10C H -0.2862 1.0776 1.0330 0.041 Uiso 1 1 calc R . . N6 N 0.16059(17) 0.72955(16) 0.92559(8) 0.0228(3) Uani 1 1 d . . . N7 N 0.24408(19) 0.78488(15) 0.88823(8) 0.0256(4) Uani 1 1 d . . . N8 N 0.24244(17) 0.73195(16) 0.83450(8) 0.0226(3) Uani 1 1 d . . . N9 N 0.16151(18) 0.64300(16) 0.83454(8) 0.0240(4) Uani 1 1 d . . . N10 N -0.02313(18) 0.59816(14) 0.97987(8) 0.0209(3) Uani 1 1 d . . . C11 C 0.11174(19) 0.64450(17) 0.89211(9) 0.0194(4) Uani 1 1 d . . . C12 C 0.0140(2) 0.56922(17) 0.92111(9) 0.0206(4) Uani 1 1 d . . . C13 C -0.0369(2) 0.47662(18) 0.89177(10) 0.0235(4) Uani 1 1 d . . . H13 H -0.0097 0.4588 0.8503 0.028 Uiso 1 1 calc R . . C14 C -0.1283(2) 0.41093(18) 0.92455(11) 0.0265(4) Uani 1 1 d . . . H14 H -0.1616 0.3454 0.9065 0.032 Uiso 1 1 calc R . . C15 C -0.1703(2) 0.44166(17) 0.98352(11) 0.0258(4) Uani 1 1 d . . . H15 H -0.2358 0.3993 1.0060 0.031 Uiso 1 1 calc R . . C16 C -0.1151(2) 0.53586(16) 1.00970(10) 0.0238(4) Uani 1 1 d . . . H16 H -0.1442 0.5566 1.0504 0.029 Uiso 1 1 calc R . . C17 C 0.3179(2) 0.7708(2) 0.77806(9) 0.0276(4) Uani 1 1 d . . . C18 C 0.4189(3) 0.8591(2) 0.79880(11) 0.0353(5) Uani 1 1 d . . . H18A H 0.3668 0.9223 0.8138 0.053 Uiso 1 1 calc R . . H18B H 0.4772 0.8805 0.7634 0.053 Uiso 1 1 calc R . . H18C H 0.4776 0.8311 0.8325 0.053 Uiso 1 1 calc R . . C19 C 0.2093(3) 0.8190(2) 0.73355(11) 0.0374(6) Uani 1 1 d . . . H19A H 0.1425 0.7626 0.7218 0.056 Uiso 1 1 calc R . . H19B H 0.2554 0.8466 0.6959 0.056 Uiso 1 1 calc R . . H19C H 0.1606 0.8787 0.7545 0.056 Uiso 1 1 calc R . . C20 C 0.3905(3) 0.6732(2) 0.74913(11) 0.0339(5) Uani 1 1 d . . . H20A H 0.4547 0.6416 0.7796 0.051 Uiso 1 1 calc R . . H20B H 0.4422 0.6964 0.7120 0.051 Uiso 1 1 calc R . . H20C H 0.3214 0.6188 0.7371 0.051 Uiso 1 1 calc R . . B1 B 0.5887(4) 0.4058(2) 0.13593(14) 0.0423(7) Uani 1 1 d . . . F1 F 0.7336(2) 0.40162(15) 0.12833(12) 0.0685(6) Uani 1 1 d . . . F2 F 0.5672(2) 0.45088(16) 0.19363(8) 0.0633(5) Uani 1 1 d . . . F3 F 0.5347(3) 0.4717(2) 0.09164(10) 0.1012(10) Uani 1 1 d . . . F4 F 0.53861(19) 0.29982(17) 0.13834(13) 0.0743(7) 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 0.03859(15) 0.02010(12) 0.01850(12) -0.00491(10) -0.00162(11) -0.00020(11) N1 0.0215(8) 0.0186(8) 0.0209(8) -0.0007(6) -0.0026(6) 0.0017(6) N2 0.0239(8) 0.0195(7) 0.0233(8) 0.0008(6) -0.0020(7) -0.0009(7) N3 0.0193(8) 0.0166(7) 0.0200(7) 0.0004(6) 0.0003(6) 0.0013(6) N4 0.0186(8) 0.0186(8) 0.0208(8) -0.0010(6) 0.0001(6) 0.0016(6) N5 0.0194(7) 0.0179(7) 0.0186(7) 0.0015(7) 0.0022(6) 0.0011(7) C1 0.0169(8) 0.0184(8) 0.0161(8) 0.0005(6) 0.0020(7) 0.0000(7) C2 0.0156(8) 0.0181(9) 0.0202(9) 0.0016(7) 0.0042(7) 0.0004(7) C3 0.0181(9) 0.0194(9) 0.0203(9) -0.0021(7) 0.0011(7) 0.0011(7) C4 0.0190(9) 0.0285(11) 0.0217(8) 0.0018(8) -0.0013(7) 0.0017(8) C5 0.0212(9) 0.0254(11) 0.0280(10) 0.0019(9) -0.0008(8) 0.0060(8) C6 0.0242(9) 0.0201(9) 0.0240(9) -0.0017(8) 0.0039(8) 0.0031(8) C7 0.0205(9) 0.0167(9) 0.0288(10) 0.0012(8) -0.0019(8) 0.0035(7) C8 0.0262(11) 0.0305(11) 0.0310(11) -0.0013(9) -0.0001(9) 0.0088(9) C9 0.0239(10) 0.0203(10) 0.0444(12) 0.0016(10) -0.0040(9) 0.0005(9) C10 0.0240(10) 0.0241(10) 0.0329(11) 0.0044(8) -0.0052(8) 0.0034(8) N6 0.0279(8) 0.0222(8) 0.0185(7) 0.0011(7) -0.0008(6) -0.0029(8) N7 0.0302(9) 0.0275(9) 0.0190(7) 0.0014(7) -0.0016(7) -0.0026(8) N8 0.0211(8) 0.0288(8) 0.0179(7) 0.0016(7) -0.0019(6) 0.0006(8) N9 0.0215(8) 0.0314(9) 0.0190(8) -0.0016(7) -0.0024(7) -0.0004(7) N10 0.0244(8) 0.0198(8) 0.0185(8) -0.0004(7) -0.0043(7) 0.0044(6) C11 0.0188(9) 0.0227(9) 0.0168(8) -0.0013(7) -0.0050(7) 0.0045(7) C12 0.0202(9) 0.0224(10) 0.0191(9) -0.0002(8) -0.0051(7) 0.0030(7) C13 0.0221(9) 0.0272(10) 0.0211(9) -0.0057(8) -0.0051(8) 0.0026(8) C14 0.0254(10) 0.0238(10) 0.0305(11) -0.0047(9) -0.0105(9) -0.0007(8) C15 0.0252(10) 0.0234(9) 0.0288(10) 0.0038(9) -0.0036(9) -0.0008(8) C16 0.0268(10) 0.0226(9) 0.0221(9) 0.0011(8) -0.0014(8) 0.0020(7) C17 0.0255(10) 0.0364(11) 0.0208(9) 0.0079(9) 0.0023(8) 0.0016(10) C18 0.0279(11) 0.0428(13) 0.0351(12) 0.0055(10) 0.0017(10) -0.0049(11) C19 0.0295(11) 0.0563(16) 0.0264(11) 0.0162(11) 0.0000(9) 0.0063(11) C20 0.0305(12) 0.0452(14) 0.0260(10) -0.0003(10) 0.0036(9) 0.0039(10) B1 0.0551(18) 0.0342(14) 0.0376(14) 0.0072(12) 0.0062(14) 0.0197(15) F1 0.0579(12) 0.0418(10) 0.1059(17) 0.0126(10) 0.0276(12) 0.0058(9) F2 0.0865(14) 0.0571(11) 0.0462(9) 0.0077(8) 0.0062(10) 0.0306(11) F3 0.147(2) 0.110(2) 0.0469(11) 0.0110(12) -0.0139(14) 0.0771(19) F4 0.0398(10) 0.0550(12) 0.128(2) -0.0296(13) -0.0077(11) 0.0037(8) _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 N1 2.0136(17) . ? Cu1 N10 2.0262(18) . ? Cu1 N6 2.0353(17) . ? Cu1 N5 2.0557(16) . ? N1 N2 1.318(2) . ? N1 C1 1.346(3) . ? N2 N3 1.317(2) . ? N3 N4 1.332(2) . ? N3 C7 1.496(2) . ? N4 C1 1.331(3) . ? N5 C6 1.346(3) . ? N5 C2 1.353(3) . ? C1 C2 1.469(3) . ? C2 C3 1.384(3) . ? C3 C4 1.394(3) . ? C3 H3 0.9500 . ? C4 C5 1.383(3) . ? C4 H4 0.9500 . ? C5 C6 1.384(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.523(3) . ? C7 C10 1.529(3) . ? C7 C9 1.538(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? N6 N7 1.324(2) . ? N6 C11 1.353(3) . ? N7 N8 1.321(2) . ? N8 N9 1.345(3) . ? N8 C17 1.489(3) . ? N9 C11 1.322(3) . ? N10 C16 1.335(3) . ? N10 C12 1.355(3) . ? C11 C12 1.461(3) . ? C12 C13 1.391(3) . ? C13 C14 1.387(3) . ? C13 H13 0.9500 . ? C14 C15 1.378(3) . ? C14 H14 0.9500 . ? C15 C16 1.393(3) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C20 1.522(3) . ? C17 C18 1.525(3) . ? C17 C19 1.536(3) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? B1 F3 1.352(4) . ? B1 F2 1.369(4) . ? B1 F4 1.393(4) . ? B1 F1 1.409(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N10 131.10(7) . . ? N1 Cu1 N6 119.34(8) . . ? N10 Cu1 N6 82.04(7) . . ? N1 Cu1 N5 81.90(7) . . ? N10 Cu1 N5 126.86(7) . . ? N6 Cu1 N5 120.83(7) . . ? N2 N1 C1 106.88(16) . . ? N2 N1 Cu1 140.99(14) . . ? C1 N1 Cu1 111.26(13) . . ? N3 N2 N1 105.30(16) . . ? N2 N3 N4 114.60(16) . . ? N2 N3 C7 123.65(16) . . ? N4 N3 C7 121.74(16) . . ? C1 N4 N3 101.12(16) . . ? C6 N5 C2 117.29(17) . . ? C6 N5 Cu1 128.85(14) . . ? C2 N5 Cu1 113.74(13) . . ? N4 C1 N1 112.10(17) . . ? N4 C1 C2 128.07(17) . . ? N1 C1 C2 119.84(17) . . ? N5 C2 C3 123.47(18) . . ? N5 C2 C1 112.70(17) . . ? C3 C2 C1 123.79(18) . . ? C2 C3 C4 118.13(18) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C5 C4 C3 119.09(19) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 119.09(19) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? N5 C6 C5 122.90(19) . . ? N5 C6 H6 118.6 . . ? C5 C6 H6 118.6 . . ? N3 C7 C8 106.52(17) . . ? N3 C7 C10 108.44(17) . . ? C8 C7 C10 112.28(17) . . ? N3 C7 C9 107.38(16) . . ? C8 C7 C9 111.49(19) . . ? C10 C7 C9 110.50(18) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N7 N6 C11 106.87(16) . . ? N7 N6 Cu1 142.37(15) . . ? C11 N6 Cu1 110.75(14) . . ? N8 N7 N6 105.34(17) . . ? N7 N8 N9 114.07(16) . . ? N7 N8 C17 122.78(19) . . ? N9 N8 C17 123.08(17) . . ? C11 N9 N8 101.54(17) . . ? C16 N10 C12 117.92(19) . . ? C16 N10 Cu1 127.84(15) . . ? C12 N10 Cu1 114.14(14) . . ? N9 C11 N6 112.19(19) . . ? N9 C11 C12 128.43(19) . . ? N6 C11 C12 119.38(18) . . ? N10 C12 C13 122.8(2) . . ? N10 C12 C11 113.46(18) . . ? C13 C12 C11 123.77(19) . . ? C14 C13 C12 118.3(2) . . ? C14 C13 H13 120.9 . . ? C12 C13 H13 120.9 . . ? C15 C14 C13 119.3(2) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? C14 C15 C16 119.0(2) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? N10 C16 C15 122.6(2) . . ? N10 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? N8 C17 C20 107.5(2) . . ? N8 C17 C18 107.76(17) . . ? C20 C17 C18 112.74(19) . . ? N8 C17 C19 107.06(17) . . ? C20 C17 C19 111.5(2) . . ? C18 C17 C19 109.9(2) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? F3 B1 F2 109.3(2) . . ? F3 B1 F4 117.0(3) . . ? F2 B1 F4 107.1(3) . . ? F3 B1 F1 108.9(3) . . ? F2 B1 F1 105.6(3) . . ? F4 B1 F1 108.3(2) . . ? 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 N10 Cu1 N1 N2 -54.9(3) . . . . ? N6 Cu1 N1 N2 51.4(2) . . . . ? N5 Cu1 N1 N2 172.3(2) . . . . ? N10 Cu1 N1 C1 137.93(13) . . . . ? N6 Cu1 N1 C1 -115.83(14) . . . . ? N5 Cu1 N1 C1 5.09(13) . . . . ? C1 N1 N2 N3 0.2(2) . . . . ? Cu1 N1 N2 N3 -167.37(17) . . . . ? N1 N2 N3 N4 -0.2(2) . . . . ? N1 N2 N3 C7 -179.33(16) . . . . ? N2 N3 N4 C1 0.1(2) . . . . ? C7 N3 N4 C1 179.25(17) . . . . ? N1 Cu1 N5 C6 174.81(18) . . . . ? N10 Cu1 N5 C6 38.5(2) . . . . ? N6 Cu1 N5 C6 -65.75(19) . . . . ? N1 Cu1 N5 C2 -1.12(13) . . . . ? N10 Cu1 N5 C2 -137.44(13) . . . . ? N6 Cu1 N5 C2 118.32(14) . . . . ? N3 N4 C1 N1 0.1(2) . . . . ? N3 N4 C1 C2 -179.94(18) . . . . ? N2 N1 C1 N4 -0.2(2) . . . . ? Cu1 N1 C1 N4 171.48(13) . . . . ? N2 N1 C1 C2 179.84(17) . . . . ? Cu1 N1 C1 C2 -8.5(2) . . . . ? C6 N5 C2 C3 -1.3(3) . . . . ? Cu1 N5 C2 C3 175.09(15) . . . . ? C6 N5 C2 C1 -179.25(17) . . . . ? Cu1 N5 C2 C1 -2.8(2) . . . . ? N4 C1 C2 N5 -172.24(18) . . . . ? N1 C1 C2 N5 7.8(3) . . . . ? N4 C1 C2 C3 9.9(3) . . . . ? N1 C1 C2 C3 -170.12(18) . . . . ? N5 C2 C3 C4 -0.1(3) . . . . ? C1 C2 C3 C4 177.60(18) . . . . ? C2 C3 C4 C5 0.7(3) . . . . ? C3 C4 C5 C6 0.2(3) . . . . ? C2 N5 C6 C5 2.2(3) . . . . ? Cu1 N5 C6 C5 -173.57(16) . . . . ? C4 C5 C6 N5 -1.7(3) . . . . ? N2 N3 C7 C8 120.3(2) . . . . ? N4 N3 C7 C8 -58.8(2) . . . . ? N2 N3 C7 C10 -0.8(3) . . . . ? N4 N3 C7 C10 -179.87(17) . . . . ? N2 N3 C7 C9 -120.2(2) . . . . ? N4 N3 C7 C9 60.7(2) . . . . ? N1 Cu1 N6 N7 43.3(3) . . . . ? N10 Cu1 N6 N7 176.4(2) . . . . ? N5 Cu1 N6 N7 -55.2(3) . . . . ? N1 Cu1 N6 C11 -135.41(13) . . . . ? N10 Cu1 N6 C11 -2.33(14) . . . . ? N5 Cu1 N6 C11 126.12(14) . . . . ? C11 N6 N7 N8 0.0(2) . . . . ? Cu1 N6 N7 N8 -178.72(18) . . . . ? N6 N7 N8 N9 -0.3(2) . . . . ? N6 N7 N8 C17 176.74(18) . . . . ? N7 N8 N9 C11 0.4(2) . . . . ? C17 N8 N9 C11 -176.57(18) . . . . ? N1 Cu1 N10 C16 -57.2(2) . . . . ? N6 Cu1 N10 C16 -179.56(18) . . . . ? N5 Cu1 N10 C16 57.6(2) . . . . ? N1 Cu1 N10 C12 126.56(14) . . . . ? N6 Cu1 N10 C12 4.24(14) . . . . ? N5 Cu1 N10 C12 -118.58(14) . . . . ? N8 N9 C11 N6 -0.4(2) . . . . ? N8 N9 C11 C12 178.68(19) . . . . ? N7 N6 C11 N9 0.3(2) . . . . ? Cu1 N6 C11 N9 179.44(14) . . . . ? N7 N6 C11 C12 -178.91(17) . . . . ? Cu1 N6 C11 C12 0.3(2) . . . . ? C16 N10 C12 C13 -1.7(3) . . . . ? Cu1 N10 C12 C13 174.89(15) . . . . ? C16 N10 C12 C11 178.26(17) . . . . ? Cu1 N10 C12 C11 -5.1(2) . . . . ? N9 C11 C12 N10 -175.76(19) . . . . ? N6 C11 C12 N10 3.3(3) . . . . ? N9 C11 C12 C13 4.2(3) . . . . ? N6 C11 C12 C13 -176.74(19) . . . . ? N10 C12 C13 C14 -0.7(3) . . . . ? C11 C12 C13 C14 179.34(19) . . . . ? C12 C13 C14 C15 2.9(3) . . . . ? C13 C14 C15 C16 -2.6(3) . . . . ? C12 N10 C16 C15 2.0(3) . . . . ? Cu1 N10 C16 C15 -174.11(15) . . . . ? C14 C15 C16 N10 0.2(3) . . . . ? N7 N8 C17 C20 135.7(2) . . . . ? N9 N8 C17 C20 -47.5(2) . . . . ? N7 N8 C17 C18 13.9(3) . . . . ? N9 N8 C17 C18 -169.31(19) . . . . ? N7 N8 C17 C19 -104.3(2) . . . . ? N9 N8 C17 C19 72.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.840 _refine_diff_density_min -0.347 _refine_diff_density_rms 0.060