# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_sb382_m_Compound_1a _database_code_depnum_ccdc_archive 'CCDC 922230' #TrackingRef 'chem_comm_2013_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H34 Cu N5 P2' _chemical_formula_sum 'C42 H34 Cu N5 P2' _chemical_formula_weight 734.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.0816(2) _cell_length_b 18.2546(6) _cell_length_c 22.2364(6) _cell_angle_alpha 90.00 _cell_angle_beta 91.356(2) _cell_angle_gamma 90.00 _cell_volume 3685.34(18) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 7863 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description plates _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1520 _exptl_absorpt_coefficient_mu 0.717 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.84718 _exptl_absorpt_correction_T_max 0.94806 _exptl_absorpt_process_details 'MULABS (Platon, cf. blessing, 1995)' _exptl_special_details ; dx = 35 mm, 30 sec./deg.,1 deg., 4 sets, 284 frames ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius APEXII' _diffrn_measurement_method 'rotation in phi and omega, 1 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22790 _diffrn_reflns_av_R_equivalents 0.1038 _diffrn_reflns_av_sigmaI/netI 0.0931 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6500 _reflns_number_gt 4703 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. One phenylg roup is disordered, using constraints (EADP) for the displacement parameters and geometrical restraints (SADI). ; _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^)+(0.0000P)^2^+14.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 6500 _refine_ls_number_parameters 420 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.1137 _refine_ls_R_factor_gt 0.0765 _refine_ls_wR_factor_ref 0.1489 _refine_ls_wR_factor_gt 0.1337 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.161 _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 0.40094(7) 0.74099(3) 0.65859(3) 0.02160(18) Uani 1 1 d D A . N1 N 0.4797(4) 0.7073(2) 0.74085(19) 0.0211(10) Uani 1 1 d . . . N2 N 0.6066(5) 0.6887(3) 0.7699(2) 0.0279(11) Uani 1 1 d . . . N3 N 0.5787(5) 0.6788(3) 0.8275(2) 0.0336(12) Uani 1 1 d . . . N4 N 0.4344(5) 0.6899(3) 0.8365(2) 0.0343(12) Uani 1 1 d . . . C5 C 0.3772(6) 0.7070(3) 0.7830(2) 0.0204(11) Uani 1 1 d . . . C6 C 0.2246(6) 0.7243(3) 0.7664(2) 0.0250(12) Uani 1 1 d . . . C7 C 0.1093(6) 0.7197(3) 0.8058(3) 0.0360(15) Uani 1 1 d . . . H7 H 0.1270 0.7057 0.8465 0.043 Uiso 1 1 calc R . . C8 C -0.0314(6) 0.7357(4) 0.7854(3) 0.0425(16) Uani 1 1 d . . . H8 H -0.1127 0.7318 0.8114 0.051 Uiso 1 1 calc R . . C9 C -0.0516(6) 0.7574(4) 0.7269(3) 0.0409(16) Uani 1 1 d . . . H9 H -0.1476 0.7685 0.7117 0.049 Uiso 1 1 calc R . . C10 C 0.0675(6) 0.7631(3) 0.6901(3) 0.0315(13) Uani 1 1 d . . . H10 H 0.0518 0.7800 0.6500 0.038 Uiso 1 1 calc R . . N11 N 0.2054(4) 0.7458(2) 0.70854(19) 0.0231(10) Uani 1 1 d . . . P1 P 0.45961(15) 0.85398(8) 0.62807(6) 0.0251(3) Uani 1 1 d D . . C12 C 0.5683(6) 0.8566(3) 0.5605(2) 0.0290(13) Uani 1 1 d D A . C13 C 0.5446(8) 0.9043(4) 0.5123(3) 0.0490(18) Uani 1 1 d . . . H13 H 0.4632 0.9370 0.5122 0.059 Uiso 1 1 calc R A . C14 C 0.6399(12) 0.9042(4) 0.4642(3) 0.075(3) Uani 1 1 d . A . H14 H 0.6238 0.9372 0.4318 0.090 Uiso 1 1 calc R . . C15 C 0.7558(10) 0.8571(4) 0.4633(3) 0.060(2) Uani 1 1 d . . . H15 H 0.8196 0.8571 0.4301 0.073 Uiso 1 1 calc R A . C16 C 0.7809(8) 0.8096(4) 0.5104(3) 0.0511(18) Uani 1 1 d . A . H16 H 0.8619 0.7767 0.5099 0.061 Uiso 1 1 calc R . . C17 C 0.6867(7) 0.8102(3) 0.5587(3) 0.0392(15) Uani 1 1 d . . . H17 H 0.7048 0.7775 0.5914 0.047 Uiso 1 1 calc R A . C18 C 0.5740(5) 0.9115(3) 0.6780(2) 0.0264(12) Uani 1 1 d D A . C19 C 0.6300(6) 0.8838(3) 0.7311(2) 0.0295(13) Uani 1 1 d . . . H19 H 0.6033 0.8359 0.7436 0.035 Uiso 1 1 calc R A . C20 C 0.7262(7) 0.9257(4) 0.7666(3) 0.0412(16) Uani 1 1 d . A . H20 H 0.7666 0.9057 0.8028 0.049 Uiso 1 1 calc R . . C21 C 0.7633(7) 0.9952(4) 0.7501(3) 0.0445(17) Uani 1 1 d . . . H21 H 0.8282 1.0238 0.7747 0.053 Uiso 1 1 calc R A . C22 C 0.7051(8) 1.0232(4) 0.6972(3) 0.058(2) Uani 1 1 d . A . H22 H 0.7295 1.0716 0.6852 0.069 Uiso 1 1 calc R . . C23 C 0.6109(7) 0.9812(4) 0.6612(3) 0.0472(18) Uani 1 1 d . . . H23 H 0.5717 1.0009 0.6247 0.057 Uiso 1 1 calc R A . C24 C 0.2916(6) 0.9112(4) 0.6201(4) 0.0294(16) Uiso 0.543(14) 1 d PGD A 1 C25 C 0.1903(8) 0.8983(4) 0.5735(4) 0.043(3) Uiso 0.543(14) 1 d PG A 1 H25 H 0.2110 0.8629 0.5435 0.052 Uiso 0.543(14) 1 calc PR A 1 C26 C 0.0588(7) 0.9372(4) 0.5707(5) 0.041(3) Uiso 0.543(14) 1 d PG A 1 H26 H -0.0105 0.9284 0.5388 0.049 Uiso 0.543(14) 1 calc PR A 1 C27 C 0.0285(6) 0.9890(4) 0.6145(5) 0.044(2) Uiso 0.543(14) 1 d PG A 1 H27 H -0.0614 1.0156 0.6126 0.052 Uiso 0.543(14) 1 calc PR A 1 C28 C 0.1298(9) 1.0019(5) 0.6611(4) 0.042(3) Uiso 0.543(14) 1 d PG A 1 H28 H 0.1091 1.0373 0.6911 0.050 Uiso 0.543(14) 1 calc PR A 1 C29 C 0.2613(8) 0.9630(5) 0.6640(3) 0.039(3) Uiso 0.543(14) 1 d PG A 1 H29 H 0.3305 0.9718 0.6958 0.047 Uiso 0.543(14) 1 calc PR A 1 C24' C 0.2957(7) 0.9070(5) 0.6067(4) 0.0294(16) Uiso 0.457(14) 1 d PGD A 2 C25' C 0.2237(10) 0.8998(5) 0.5512(4) 0.037(4) Uiso 0.457(14) 1 d PG A 2 H25' H 0.2675 0.8721 0.5202 0.045 Uiso 0.457(14) 1 calc PR A 2 C26' C 0.0877(9) 0.9330(5) 0.5411(5) 0.039(4) Uiso 0.457(14) 1 d PG A 2 H26' H 0.0385 0.9281 0.5031 0.047 Uiso 0.457(14) 1 calc PR A 2 C27' C 0.0237(7) 0.9735(6) 0.5865(6) 0.044(2) Uiso 0.457(14) 1 d PG A 2 H27' H -0.0692 0.9963 0.5796 0.052 Uiso 0.457(14) 1 calc PR A 2 C28' C 0.0957(10) 0.9808(6) 0.6420(5) 0.044(4) Uiso 0.457(14) 1 d PG A 2 H28' H 0.0520 1.0085 0.6731 0.052 Uiso 0.457(14) 1 calc PR A 2 C29' C 0.2317(10) 0.9475(6) 0.6522(4) 0.035(4) Uiso 0.457(14) 1 d PG A 2 H29' H 0.2809 0.9524 0.6901 0.042 Uiso 0.457(14) 1 calc PR A 2 P2 P 0.41429(15) 0.64434(8) 0.59611(6) 0.0218(3) Uani 1 1 d . . . C30 C 0.6055(6) 0.6273(3) 0.5763(2) 0.0252(12) Uani 1 1 d . A . C31 C 0.7083(6) 0.6268(3) 0.6241(3) 0.0303(13) Uani 1 1 d . . . H31 H 0.6769 0.6341 0.6641 0.036 Uiso 1 1 calc R A . C32 C 0.8549(6) 0.6157(4) 0.6132(3) 0.0416(16) Uani 1 1 d . A . H32 H 0.9241 0.6138 0.6459 0.050 Uiso 1 1 calc R . . C33 C 0.9026(6) 0.6073(4) 0.5548(3) 0.0420(16) Uani 1 1 d . . . H33 H 1.0043 0.6005 0.5474 0.050 Uiso 1 1 calc R A . C34 C 0.8020(7) 0.6087(3) 0.5075(3) 0.0389(15) Uani 1 1 d . A . H34 H 0.8344 0.6032 0.4674 0.047 Uiso 1 1 calc R . . C35 C 0.6526(6) 0.6183(3) 0.5183(3) 0.0307(13) Uani 1 1 d . . . H35 H 0.5832 0.6187 0.4857 0.037 Uiso 1 1 calc R A . C36 C 0.3141(6) 0.6477(3) 0.5240(2) 0.0259(12) Uani 1 1 d . A . C37 C 0.2795(9) 0.7149(4) 0.5007(3) 0.063(2) Uani 1 1 d . . . H37 H 0.3100 0.7577 0.5219 0.076 Uiso 1 1 calc R A . C38 C 0.2009(10) 0.7220(4) 0.4469(3) 0.079(3) Uani 1 1 d . A . H38 H 0.1786 0.7693 0.4316 0.095 Uiso 1 1 calc R . . C39 C 0.1549(7) 0.6609(4) 0.4156(3) 0.0440(17) Uani 1 1 d . . . H39 H 0.0986 0.6654 0.3792 0.053 Uiso 1 1 calc R A . C40 C 0.1920(6) 0.5937(4) 0.4380(3) 0.0370(15) Uani 1 1 d . A . H40 H 0.1634 0.5509 0.4162 0.044 Uiso 1 1 calc R . . C41 C 0.2708(6) 0.5865(3) 0.4918(2) 0.0313(14) Uani 1 1 d . . . H41 H 0.2951 0.5391 0.5066 0.038 Uiso 1 1 calc R A . C42 C 0.3561(5) 0.5562(3) 0.6277(2) 0.0220(12) Uani 1 1 d . A . C43 C 0.2245(6) 0.5551(3) 0.6582(3) 0.0310(14) Uani 1 1 d . . . H43 H 0.1720 0.5995 0.6636 0.037 Uiso 1 1 calc R A . C44 C 0.1687(7) 0.4908(3) 0.6806(3) 0.0385(15) Uani 1 1 d . A . H44 H 0.0766 0.4908 0.6999 0.046 Uiso 1 1 calc R . . C45 C 0.2470(7) 0.4258(4) 0.6749(3) 0.0387(15) Uani 1 1 d . . . H45 H 0.2104 0.3814 0.6911 0.046 Uiso 1 1 calc R A . C46 C 0.3782(7) 0.4269(3) 0.6453(3) 0.0379(15) Uani 1 1 d . A . H46 H 0.4320 0.3826 0.6410 0.045 Uiso 1 1 calc R . . C47 C 0.4339(6) 0.4913(3) 0.6215(2) 0.0304(13) Uani 1 1 d . . . H47 H 0.5246 0.4909 0.6012 0.036 Uiso 1 1 calc R A . 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 0.0206(3) 0.0241(4) 0.0201(3) 0.0023(3) 0.0004(2) 0.0005(3) N1 0.015(2) 0.023(2) 0.025(2) 0.0028(19) 0.0024(19) 0.0015(18) N2 0.019(2) 0.033(3) 0.031(3) 0.004(2) -0.007(2) 0.004(2) N3 0.033(3) 0.042(3) 0.025(3) 0.004(2) -0.007(2) 0.006(2) N4 0.034(3) 0.042(3) 0.027(3) 0.006(2) 0.002(2) 0.007(2) C5 0.024(3) 0.019(3) 0.018(3) -0.004(2) 0.004(2) -0.002(2) C6 0.023(3) 0.022(3) 0.030(3) -0.004(2) 0.003(2) -0.002(2) C7 0.034(3) 0.040(4) 0.034(3) 0.001(3) 0.007(3) 0.000(3) C8 0.031(3) 0.049(4) 0.048(4) -0.010(3) 0.018(3) -0.002(3) C9 0.019(3) 0.056(4) 0.048(4) -0.013(3) 0.001(3) 0.007(3) C10 0.022(3) 0.036(4) 0.036(3) -0.008(3) -0.004(2) 0.003(3) N11 0.018(2) 0.020(2) 0.032(3) -0.006(2) -0.0009(19) 0.0024(19) P1 0.0242(7) 0.0240(8) 0.0268(8) 0.0042(6) -0.0039(6) -0.0024(6) C12 0.041(3) 0.020(3) 0.026(3) 0.001(2) -0.002(3) -0.006(3) C13 0.082(5) 0.036(4) 0.030(4) 0.007(3) 0.014(4) 0.010(4) C14 0.150(9) 0.043(5) 0.035(4) 0.005(4) 0.016(5) 0.000(6) C15 0.102(7) 0.048(5) 0.033(4) -0.012(4) 0.030(4) -0.034(5) C16 0.051(4) 0.044(4) 0.059(5) -0.010(4) 0.017(4) -0.012(3) C17 0.038(3) 0.038(4) 0.042(4) 0.000(3) 0.009(3) -0.009(3) C18 0.023(3) 0.029(3) 0.027(3) -0.001(2) 0.003(2) -0.002(2) C19 0.024(3) 0.033(3) 0.031(3) -0.006(3) 0.004(3) -0.004(2) C20 0.039(4) 0.052(4) 0.032(3) -0.007(3) -0.010(3) -0.002(3) C21 0.045(4) 0.051(5) 0.038(4) -0.020(3) 0.005(3) -0.021(3) C22 0.084(6) 0.042(4) 0.048(4) 0.002(3) -0.004(4) -0.034(4) C23 0.057(4) 0.040(4) 0.044(4) 0.004(3) -0.010(3) -0.020(3) P2 0.0180(6) 0.0246(8) 0.0227(7) -0.0002(6) 0.0000(6) 0.0006(6) C30 0.022(3) 0.024(3) 0.030(3) 0.002(2) 0.007(2) 0.000(2) C31 0.023(3) 0.039(4) 0.030(3) -0.004(3) 0.002(2) 0.001(3) C32 0.026(3) 0.049(4) 0.049(4) -0.007(3) -0.010(3) 0.004(3) C33 0.020(3) 0.048(4) 0.058(4) -0.004(3) 0.013(3) 0.000(3) C34 0.035(3) 0.042(4) 0.040(4) -0.012(3) 0.009(3) 0.000(3) C35 0.025(3) 0.037(4) 0.030(3) -0.002(3) 0.002(3) -0.002(3) C36 0.023(3) 0.025(3) 0.029(3) 0.001(2) 0.001(2) 0.005(2) C37 0.103(6) 0.035(4) 0.049(4) -0.007(3) -0.047(5) 0.007(4) C38 0.137(8) 0.040(5) 0.059(5) -0.004(4) -0.051(5) 0.025(5) C39 0.048(4) 0.058(5) 0.025(3) -0.005(3) -0.013(3) 0.015(3) C40 0.038(3) 0.043(4) 0.030(3) -0.011(3) -0.003(3) -0.002(3) C41 0.030(3) 0.040(4) 0.024(3) -0.001(3) 0.003(3) 0.003(3) C42 0.024(3) 0.020(3) 0.022(3) 0.001(2) -0.008(2) -0.004(2) C43 0.019(3) 0.032(3) 0.042(4) 0.004(3) 0.000(3) 0.000(2) C44 0.030(3) 0.037(4) 0.048(4) 0.015(3) 0.005(3) -0.011(3) C45 0.045(4) 0.034(4) 0.037(4) 0.011(3) -0.001(3) -0.007(3) C46 0.053(4) 0.026(3) 0.034(3) 0.002(3) -0.006(3) 0.005(3) C47 0.032(3) 0.030(3) 0.029(3) -0.001(3) 0.007(3) 0.007(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 2.043(4) . ? Cu1 N11 2.118(4) . ? Cu1 P1 2.2397(16) . ? Cu1 P2 2.2508(15) . ? N1 C5 1.337(6) . ? N1 N2 1.351(5) . ? N2 N3 1.323(6) . ? N3 N4 1.346(6) . ? N4 C5 1.323(6) . ? C5 C6 1.461(7) . ? C6 N11 1.352(7) . ? C6 C7 1.385(8) . ? C7 C8 1.377(8) . ? C7 H7 0.9500 . ? C8 C9 1.368(9) . ? C8 H8 0.9500 . ? C9 C10 1.376(8) . ? C9 H9 0.9500 . ? C10 N11 1.346(6) . ? C10 H10 0.9500 . ? P1 C12 1.818(6) . ? P1 C24' 1.828(5) . ? P1 C18 1.833(5) . ? P1 C24 1.854(5) . ? C12 C17 1.371(8) . ? C12 C13 1.394(8) . ? C13 C14 1.391(10) . ? C13 H13 0.9500 . ? C14 C15 1.359(11) . ? C14 H14 0.9500 . ? C15 C16 1.375(10) . ? C15 H15 0.9500 . ? C16 C17 1.390(9) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C23 1.370(8) . ? C18 C19 1.371(7) . ? C19 C20 1.394(8) . ? C19 H19 0.9500 . ? C20 C21 1.365(9) . ? C20 H20 0.9500 . ? C21 C22 1.377(9) . ? C21 H21 0.9500 . ? C22 C23 1.388(8) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 C25 1.3900 . ? C24 C29 1.3900 . ? C25 C26 1.3900 . ? C25 H25 0.9500 . ? C26 C27 1.3900 . ? C26 H26 0.9500 . ? C27 C28 1.3900 . ? C27 H27 0.9500 . ? C28 C29 1.3900 . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C24' C25' 1.3900 . ? C24' C29' 1.3900 . ? C25' C26' 1.3900 . ? C25' H25' 0.9500 . ? C26' C27' 1.3900 . ? C26' H26' 0.9500 . ? C27' C28' 1.3900 . ? C27' H27' 0.9500 . ? C28' C29' 1.3900 . ? C28' H28' 0.9500 . ? C29' H29' 0.9500 . ? P2 C36 1.825(5) . ? P2 C30 1.828(5) . ? P2 C42 1.839(5) . ? C30 C35 1.378(7) . ? C30 C31 1.399(7) . ? C31 C32 1.373(8) . ? C31 H31 0.9500 . ? C32 C33 1.388(9) . ? C32 H32 0.9500 . ? C33 C34 1.377(8) . ? C33 H33 0.9500 . ? C34 C35 1.394(8) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 C37 1.366(8) . ? C36 C41 1.379(8) . ? C37 C38 1.384(9) . ? C37 H37 0.9500 . ? C38 C39 1.375(9) . ? C38 H38 0.9500 . ? C39 C40 1.364(9) . ? C39 H39 0.9500 . ? C40 C41 1.387(8) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? C42 C47 1.387(7) . ? C42 C43 1.388(7) . ? C43 C44 1.377(8) . ? C43 H43 0.9500 . ? C44 C45 1.389(9) . ? C44 H44 0.9500 . ? C45 C46 1.375(9) . ? C45 H45 0.9500 . ? C46 C47 1.389(8) . ? C46 H46 0.9500 . ? C47 H47 0.9500 . ? 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 79.82(16) . . ? N1 Cu1 P1 117.88(13) . . ? N11 Cu1 P1 109.19(13) . . ? N1 Cu1 P2 107.11(13) . . ? N11 Cu1 P2 114.48(12) . . ? P1 Cu1 P2 121.21(6) . . ? C5 N1 N2 105.3(4) . . ? C5 N1 Cu1 113.2(3) . . ? N2 N1 Cu1 141.3(3) . . ? N3 N2 N1 108.5(4) . . ? N2 N3 N4 109.4(4) . . ? C5 N4 N3 105.3(4) . . ? N4 C5 N1 111.5(4) . . ? N4 C5 C6 129.0(5) . . ? N1 C5 C6 119.5(4) . . ? N11 C6 C7 122.5(5) . . ? N11 C6 C5 113.9(5) . . ? C7 C6 C5 123.6(5) . . ? C8 C7 C6 119.3(6) . . ? C8 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? C9 C8 C7 118.5(6) . . ? C9 C8 H8 120.8 . . ? C7 C8 H8 120.8 . . ? C8 C9 C10 119.9(5) . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? N11 C10 C9 122.6(5) . . ? N11 C10 H10 118.7 . . ? C9 C10 H10 118.7 . . ? C10 N11 C6 117.2(5) . . ? C10 N11 Cu1 129.4(4) . . ? C6 N11 Cu1 113.3(3) . . ? C12 P1 C24' 103.1(3) . . ? C12 P1 C18 100.1(2) . . ? C24' P1 C18 107.5(3) . . ? C12 P1 C24 111.6(3) . . ? C24' P1 C24 9.6(4) . . ? C18 P1 C24 100.8(3) . . ? C12 P1 Cu1 114.34(18) . . ? C24' P1 Cu1 111.6(3) . . ? C18 P1 Cu1 118.64(19) . . ? C24 P1 Cu1 110.3(3) . . ? C17 C12 C13 118.2(6) . . ? C17 C12 P1 116.7(4) . . ? C13 C12 P1 125.1(5) . . ? C14 C13 C12 120.1(7) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C15 C14 C13 120.6(7) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 120.1(7) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C15 C16 C17 119.4(7) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C12 C17 C16 121.6(6) . . ? C12 C17 H17 119.2 . . ? C16 C17 H17 119.2 . . ? C23 C18 C19 119.3(5) . . ? C23 C18 P1 120.3(4) . . ? C19 C18 P1 120.2(4) . . ? C18 C19 C20 120.0(6) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C21 C20 C19 120.9(6) . . ? C21 C20 H20 119.5 . . ? C19 C20 H20 119.5 . . ? C20 C21 C22 118.8(6) . . ? C20 C21 H21 120.6 . . ? C22 C21 H21 120.6 . . ? C21 C22 C23 120.4(6) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C18 C23 C22 120.5(6) . . ? C18 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C25 C24 C29 120.0 . . ? C25 C24 P1 120.3(4) . . ? C29 C24 P1 119.5(4) . . ? C26 C25 C24 120.0 . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C25 C26 C27 120.0 . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C28 C27 C26 120.0 . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C29 C28 C27 120.0 . . ? C29 C28 H28 120.0 . . ? C27 C28 H28 120.0 . . ? C28 C29 C24 120.0 . . ? C28 C29 H29 120.0 . . ? C24 C29 H29 120.0 . . ? C25' C24' C29' 120.0 . . ? C25' C24' P1 122.9(5) . . ? C29' C24' P1 116.4(5) . . ? C26' C25' C24' 120.0 . . ? C26' C25' H25' 120.0 . . ? C24' C25' H25' 120.0 . . ? C27' C26' C25' 120.0 . . ? C27' C26' H26' 120.0 . . ? C25' C26' H26' 120.0 . . ? C26' C27' C28' 120.0 . . ? C26' C27' H27' 120.0 . . ? C28' C27' H27' 120.0 . . ? C29' C28' C27' 120.0 . . ? C29' C28' H28' 120.0 . . ? C27' C28' H28' 120.0 . . ? C28' C29' C24' 120.0 . . ? C28' C29' H29' 120.0 . . ? C24' C29' H29' 120.0 . . ? C36 P2 C30 104.5(2) . . ? C36 P2 C42 102.9(2) . . ? C30 P2 C42 103.1(2) . . ? C36 P2 Cu1 118.88(18) . . ? C30 P2 Cu1 110.33(18) . . ? C42 P2 Cu1 115.46(18) . . ? C35 C30 C31 119.6(5) . . ? C35 C30 P2 124.3(4) . . ? C31 C30 P2 116.1(4) . . ? C32 C31 C30 119.9(5) . . ? C32 C31 H31 120.0 . . ? C30 C31 H31 120.0 . . ? C31 C32 C33 120.5(6) . . ? C31 C32 H32 119.8 . . ? C33 C32 H32 119.8 . . ? C34 C33 C32 119.8(6) . . ? C34 C33 H33 120.1 . . ? C32 C33 H33 120.1 . . ? C33 C34 C35 120.1(6) . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? C30 C35 C34 120.1(5) . . ? C30 C35 H35 119.9 . . ? C34 C35 H35 119.9 . . ? C37 C36 C41 118.0(5) . . ? C37 C36 P2 118.0(4) . . ? C41 C36 P2 124.0(4) . . ? C36 C37 C38 121.4(6) . . ? C36 C37 H37 119.3 . . ? C38 C37 H37 119.3 . . ? C39 C38 C37 120.5(7) . . ? C39 C38 H38 119.8 . . ? C37 C38 H38 119.8 . . ? C40 C39 C38 118.3(6) . . ? C40 C39 H39 120.8 . . ? C38 C39 H39 120.8 . . ? C39 C40 C41 121.2(6) . . ? C39 C40 H40 119.4 . . ? C41 C40 H40 119.4 . . ? C36 C41 C40 120.5(6) . . ? C36 C41 H41 119.8 . . ? C40 C41 H41 119.8 . . ? C47 C42 C43 118.8(5) . . ? C47 C42 P2 123.9(4) . . ? C43 C42 P2 117.2(4) . . ? C44 C43 C42 121.2(6) . . ? C44 C43 H43 119.4 . . ? C42 C43 H43 119.4 . . ? C43 C44 C45 120.1(6) . . ? C43 C44 H44 120.0 . . ? C45 C44 H44 120.0 . . ? C46 C45 C44 118.9(6) . . ? C46 C45 H45 120.6 . . ? C44 C45 H45 120.6 . . ? C45 C46 C47 121.4(6) . . ? C45 C46 H46 119.3 . . ? C47 C46 H46 119.3 . . ? C42 C47 C46 119.6(5) . . ? C42 C47 H47 120.2 . . ? C46 C47 H47 120.2 . . ? 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 N11 Cu1 N1 C5 -1.6(3) . . . . ? P1 Cu1 N1 C5 104.8(3) . . . . ? P2 Cu1 N1 C5 -114.3(3) . . . . ? N11 Cu1 N1 N2 -175.8(6) . . . . ? P1 Cu1 N1 N2 -69.4(6) . . . . ? P2 Cu1 N1 N2 71.5(6) . . . . ? C5 N1 N2 N3 -0.8(5) . . . . ? Cu1 N1 N2 N3 173.7(4) . . . . ? N1 N2 N3 N4 0.6(6) . . . . ? N2 N3 N4 C5 -0.2(6) . . . . ? N3 N4 C5 N1 -0.4(6) . . . . ? N3 N4 C5 C6 179.8(5) . . . . ? N2 N1 C5 N4 0.7(6) . . . . ? Cu1 N1 C5 N4 -175.5(4) . . . . ? N2 N1 C5 C6 -179.4(4) . . . . ? Cu1 N1 C5 C6 4.4(6) . . . . ? N4 C5 C6 N11 174.3(5) . . . . ? N1 C5 C6 N11 -5.6(7) . . . . ? N4 C5 C6 C7 -5.4(9) . . . . ? N1 C5 C6 C7 174.8(5) . . . . ? N11 C6 C7 C8 1.8(9) . . . . ? C5 C6 C7 C8 -178.6(5) . . . . ? C6 C7 C8 C9 -1.6(9) . . . . ? C7 C8 C9 C10 -0.3(10) . . . . ? C8 C9 C10 N11 2.2(10) . . . . ? C9 C10 N11 C6 -2.1(8) . . . . ? C9 C10 N11 Cu1 173.9(4) . . . . ? C7 C6 N11 C10 0.1(8) . . . . ? C5 C6 N11 C10 -179.6(5) . . . . ? C7 C6 N11 Cu1 -176.5(4) . . . . ? C5 C6 N11 Cu1 3.8(6) . . . . ? N1 Cu1 N11 C10 -177.4(5) . . . . ? P1 Cu1 N11 C10 66.5(5) . . . . ? P2 Cu1 N11 C10 -73.1(5) . . . . ? N1 Cu1 N11 C6 -1.3(4) . . . . ? P1 Cu1 N11 C6 -117.4(3) . . . . ? P2 Cu1 N11 C6 103.0(3) . . . . ? N1 Cu1 P1 C12 117.3(2) . . . . ? N11 Cu1 P1 C12 -154.2(2) . . . . ? P2 Cu1 P1 C12 -17.9(2) . . . . ? N1 Cu1 P1 C24' -126.2(3) . . . . ? N11 Cu1 P1 C24' -37.7(3) . . . . ? P2 Cu1 P1 C24' 98.6(3) . . . . ? N1 Cu1 P1 C18 -0.5(3) . . . . ? N11 Cu1 P1 C18 88.0(2) . . . . ? P2 Cu1 P1 C18 -135.6(2) . . . . ? N1 Cu1 P1 C24 -115.9(3) . . . . ? N11 Cu1 P1 C24 -27.5(3) . . . . ? P2 Cu1 P1 C24 108.9(3) . . . . ? C24' P1 C12 C17 -168.5(5) . . . . ? C18 P1 C12 C17 80.8(5) . . . . ? C24 P1 C12 C17 -173.2(5) . . . . ? Cu1 P1 C12 C17 -47.2(5) . . . . ? C24' P1 C12 C13 14.9(6) . . . . ? C18 P1 C12 C13 -95.8(6) . . . . ? C24 P1 C12 C13 10.2(6) . . . . ? Cu1 P1 C12 C13 136.2(5) . . . . ? C17 C12 C13 C14 -0.1(10) . . . . ? P1 C12 C13 C14 176.4(6) . . . . ? C12 C13 C14 C15 0.7(12) . . . . ? C13 C14 C15 C16 -0.7(12) . . . . ? C14 C15 C16 C17 0.1(11) . . . . ? C13 C12 C17 C16 -0.5(9) . . . . ? P1 C12 C17 C16 -177.3(5) . . . . ? C15 C16 C17 C12 0.5(10) . . . . ? C12 P1 C18 C23 55.6(6) . . . . ? C24' P1 C18 C23 -51.6(6) . . . . ? C24 P1 C18 C23 -58.9(6) . . . . ? Cu1 P1 C18 C23 -179.3(4) . . . . ? C12 P1 C18 C19 -120.8(5) . . . . ? C24' P1 C18 C19 132.0(5) . . . . ? C24 P1 C18 C19 124.7(5) . . . . ? Cu1 P1 C18 C19 4.3(5) . . . . ? C23 C18 C19 C20 -1.5(9) . . . . ? P1 C18 C19 C20 174.9(4) . . . . ? C18 C19 C20 C21 1.6(9) . . . . ? C19 C20 C21 C22 -0.7(10) . . . . ? C20 C21 C22 C23 -0.3(11) . . . . ? C19 C18 C23 C22 0.6(10) . . . . ? P1 C18 C23 C22 -175.8(6) . . . . ? C21 C22 C23 C18 0.3(11) . . . . ? C12 P1 C24 C25 57.2(5) . . . . ? C24' P1 C24 C25 28(3) . . . . ? C18 P1 C24 C25 162.7(5) . . . . ? Cu1 P1 C24 C25 -71.1(5) . . . . ? C12 P1 C24 C29 -128.2(5) . . . . ? C24' P1 C24 C29 -157(3) . . . . ? C18 P1 C24 C29 -22.7(5) . . . . ? Cu1 P1 C24 C29 103.5(4) . . . . ? C29 C24 C25 C26 0.0 . . . . ? P1 C24 C25 C26 174.6(6) . . . . ? C24 C25 C26 C27 0.0 . . . . ? C25 C26 C27 C28 0.0 . . . . ? C26 C27 C28 C29 0.0 . . . . ? C27 C28 C29 C24 0.0 . . . . ? C25 C24 C29 C28 0.0 . . . . ? P1 C24 C29 C28 -174.6(6) . . . . ? C12 P1 C24' C25' 42.6(6) . . . . ? C18 P1 C24' C25' 147.8(5) . . . . ? C24 P1 C24' C25' -165(3) . . . . ? Cu1 P1 C24' C25' -80.5(6) . . . . ? C12 P1 C24' C29' -146.9(5) . . . . ? C18 P1 C24' C29' -41.7(6) . . . . ? C24 P1 C24' C29' 6(3) . . . . ? Cu1 P1 C24' C29' 90.0(5) . . . . ? C29' C24' C25' C26' 0.0 . . . . ? P1 C24' C25' C26' 170.2(7) . . . . ? C24' C25' C26' C27' 0.0 . . . . ? C25' C26' C27' C28' 0.0 . . . . ? C26' C27' C28' C29' 0.0 . . . . ? C27' C28' C29' C24' 0.0 . . . . ? C25' C24' C29' C28' 0.0 . . . . ? P1 C24' C29' C28' -170.8(7) . . . . ? N1 Cu1 P2 C36 165.7(2) . . . . ? N11 Cu1 P2 C36 79.3(2) . . . . ? P1 Cu1 P2 C36 -55.0(2) . . . . ? N1 Cu1 P2 C30 -73.7(2) . . . . ? N11 Cu1 P2 C30 -160.0(2) . . . . ? P1 Cu1 P2 C30 65.7(2) . . . . ? N1 Cu1 P2 C42 42.7(2) . . . . ? N11 Cu1 P2 C42 -43.7(2) . . . . ? P1 Cu1 P2 C42 -177.99(18) . . . . ? C36 P2 C30 C35 -1.0(6) . . . . ? C42 P2 C30 C35 106.2(5) . . . . ? Cu1 P2 C30 C35 -129.9(5) . . . . ? C36 P2 C30 C31 176.2(4) . . . . ? C42 P2 C30 C31 -76.6(5) . . . . ? Cu1 P2 C30 C31 47.2(5) . . . . ? C35 C30 C31 C32 -1.5(9) . . . . ? P2 C30 C31 C32 -178.9(5) . . . . ? C30 C31 C32 C33 2.1(10) . . . . ? C31 C32 C33 C34 -1.2(10) . . . . ? C32 C33 C34 C35 -0.3(10) . . . . ? C31 C30 C35 C34 0.1(9) . . . . ? P2 C30 C35 C34 177.2(5) . . . . ? C33 C34 C35 C30 0.8(9) . . . . ? C30 P2 C36 C37 -100.5(6) . . . . ? C42 P2 C36 C37 152.1(6) . . . . ? Cu1 P2 C36 C37 23.1(6) . . . . ? C30 P2 C36 C41 79.8(5) . . . . ? C42 P2 C36 C41 -27.6(5) . . . . ? Cu1 P2 C36 C41 -156.7(4) . . . . ? C41 C36 C37 C38 1.2(12) . . . . ? P2 C36 C37 C38 -178.6(7) . . . . ? C36 C37 C38 C39 0.3(14) . . . . ? C37 C38 C39 C40 -1.8(13) . . . . ? C38 C39 C40 C41 1.7(11) . . . . ? C37 C36 C41 C40 -1.2(9) . . . . ? P2 C36 C41 C40 178.6(4) . . . . ? C39 C40 C41 C36 -0.3(9) . . . . ? C36 P2 C42 C47 94.3(5) . . . . ? C30 P2 C42 C47 -14.2(5) . . . . ? Cu1 P2 C42 C47 -134.5(4) . . . . ? C36 P2 C42 C43 -84.0(4) . . . . ? C30 P2 C42 C43 167.5(4) . . . . ? Cu1 P2 C42 C43 47.1(4) . . . . ? C47 C42 C43 C44 -1.8(8) . . . . ? P2 C42 C43 C44 176.6(4) . . . . ? C42 C43 C44 C45 2.4(9) . . . . ? C43 C44 C45 C46 -1.6(9) . . . . ? C44 C45 C46 C47 0.4(9) . . . . ? C43 C42 C47 C46 0.6(8) . . . . ? P2 C42 C47 C46 -177.7(4) . . . . ? C45 C46 C47 C42 0.1(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C19 H19 N1 0.95 2.60 3.507(7) 159.3 . C15 H15 N4 0.95 2.50 3.397(9) 157.1 4_675 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.457 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.091 data_sb523_hy_compound_1b _database_code_depnum_ccdc_archive 'CCDC 922231' #TrackingRef 'chem_comm_2013_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H35 Cu N5 P2, B F4' _chemical_formula_sum 'C42 H35 B Cu F4 N5 P2' _chemical_formula_weight 822.04 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 triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.889(1) _cell_length_b 11.950(1) _cell_length_c 16.851(2) _cell_angle_alpha 108.70(1) _cell_angle_beta 96.41(1) _cell_angle_gamma 107.01(1) _cell_volume 1934.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 146 _cell_measurement_theta_min 1 _cell_measurement_theta_max 25 _exptl_crystal_description plates _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.411 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 844 _exptl_absorpt_coefficient_mu 0.705 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8627 _exptl_absorpt_correction_T_max 0.9562 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; dx = 35 mm, 60 sec./deg., 2 deg., 9 sets, 402 frames ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method 'rotation in phi and omega, 2 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43246 _diffrn_reflns_av_R_equivalents 0.0314 _diffrn_reflns_av_sigmaI/netI 0.0274 _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 -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.48 _reflns_number_total 8862 _reflns_number_gt 7351 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement EVALCCD _computing_data_reduction EVALCCD _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0276P)^2^+1.3748P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8862 _refine_ls_number_parameters 500 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0440 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0727 _refine_ls_wR_factor_gt 0.0670 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 0.430492(19) 0.701851(18) 0.250327(12) 0.01468(6) Uani 1 1 d . . . P1 P 0.39471(4) 0.81230(4) 0.17108(3) 0.01489(9) Uani 1 1 d . . . P2 P 0.32218(4) 0.49819(4) 0.23186(3) 0.01546(9) Uani 1 1 d . . . N1 N 0.62906(13) 0.72313(12) 0.27540(8) 0.0162(3) Uani 1 1 d . . . N2 N 0.72412(14) 0.69832(14) 0.23426(9) 0.0206(3) Uani 1 1 d . . . N3 N 0.83062(15) 0.72541(14) 0.28992(9) 0.0234(3) Uani 1 1 d . . . N4 N 0.80512(14) 0.76864(14) 0.36837(10) 0.0199(3) Uani 1 1 d . . . H4 H 0.860(2) 0.794(2) 0.4127(15) 0.031(6) Uiso 1 1 d . . . C5 C 0.68193(16) 0.76745(14) 0.35878(10) 0.0151(3) Uani 1 1 d . . . C6 C 0.60658(16) 0.80241(14) 0.42336(10) 0.0155(3) Uani 1 1 d . . . C7 C 0.65525(17) 0.84115(17) 0.51101(11) 0.0223(4) Uani 1 1 d . . . H7 H 0.7437 0.8519 0.5334 0.027 Uiso 1 1 calc R . . C8 C 0.57066(18) 0.86381(18) 0.56518(11) 0.0266(4) Uani 1 1 d . . . H8 H 0.6000 0.8891 0.6256 0.032 Uiso 1 1 calc R . . C9 C 0.44338(18) 0.84918(17) 0.53016(11) 0.0252(4) Uani 1 1 d . . . H9 H 0.3843 0.8645 0.5663 0.030 Uiso 1 1 calc R . . C10 C 0.40265(17) 0.81184(16) 0.44163(11) 0.0213(4) Uani 1 1 d . . . H10 H 0.3152 0.8029 0.4183 0.026 Uiso 1 1 calc R . . N11 N 0.48205(13) 0.78789(12) 0.38771(9) 0.0166(3) Uani 1 1 d . . . C12 C 0.28965(16) 0.90537(14) 0.20423(10) 0.0161(3) Uani 1 1 d . . . C13 C 0.20567(17) 0.87577(16) 0.25674(11) 0.0207(3) Uani 1 1 d . . . H13 H 0.2051 0.8088 0.2756 0.025 Uiso 1 1 calc R . . C14 C 0.12242(17) 0.94286(17) 0.28195(12) 0.0236(4) Uani 1 1 d . . . H14 H 0.0644 0.9208 0.3170 0.028 Uiso 1 1 calc R . . C15 C 0.12455(18) 1.04147(17) 0.25589(12) 0.0263(4) Uani 1 1 d . . . H15 H 0.0685 1.0880 0.2733 0.032 Uiso 1 1 calc R . . C16 C 0.2088(2) 1.07261(18) 0.20422(14) 0.0305(4) Uani 1 1 d . . . H16 H 0.2104 1.1408 0.1865 0.037 Uiso 1 1 calc R . . C17 C 0.29049(19) 1.00485(17) 0.17827(12) 0.0246(4) Uani 1 1 d . . . H17 H 0.3474 1.0265 0.1426 0.029 Uiso 1 1 calc R . . C18 C 0.54514(16) 0.92735(15) 0.16589(11) 0.0175(3) Uani 1 1 d . . . C19 C 0.64495(17) 0.99169(16) 0.24083(11) 0.0213(3) Uani 1 1 d . . . H19 H 0.6340 0.9725 0.2907 0.026 Uiso 1 1 calc R . . C20 C 0.76044(18) 1.08374(17) 0.24343(13) 0.0271(4) Uani 1 1 d . . . H20 H 0.8272 1.1276 0.2950 0.033 Uiso 1 1 calc R . . C21 C 0.77779(19) 1.11119(19) 0.17090(14) 0.0320(4) Uani 1 1 d . . . H21 H 0.8565 1.1740 0.1726 0.038 Uiso 1 1 calc R . . C22 C 0.6805(2) 1.0471(2) 0.09575(13) 0.0315(4) Uani 1 1 d . . . H22 H 0.6933 1.0655 0.0458 0.038 Uiso 1 1 calc R . . C23 C 0.56415(18) 0.95585(18) 0.09276(12) 0.0253(4) Uani 1 1 d . . . H23 H 0.4976 0.9129 0.0411 0.030 Uiso 1 1 calc R . . C24 C 0.31348(17) 0.71401(15) 0.05896(10) 0.0187(3) Uani 1 1 d . . . C25 C 0.3854(2) 0.66131(17) 0.00361(12) 0.0269(4) Uani 1 1 d . . . H25 H 0.4776 0.6833 0.0231 0.032 Uiso 1 1 calc R . . C26 C 0.3228(2) 0.57702(19) -0.07975(12) 0.0326(4) Uani 1 1 d . . . H26 H 0.3725 0.5427 -0.1173 0.039 Uiso 1 1 calc R . . C27 C 0.1882(2) 0.5430(2) -0.10813(13) 0.0400(5) Uani 1 1 d . . . H27 H 0.1455 0.4851 -0.1651 0.048 Uiso 1 1 calc R . . C28 C 0.1160(2) 0.5932(2) -0.05381(14) 0.0467(6) Uani 1 1 d . . . H28 H 0.0234 0.5690 -0.0732 0.056 Uiso 1 1 calc R . . C29 C 0.1786(2) 0.67943(19) 0.02970(13) 0.0329(5) Uani 1 1 d . . . H29 H 0.1285 0.7145 0.0666 0.040 Uiso 1 1 calc R . . C30 C 0.43813(16) 0.43446(15) 0.27296(11) 0.0193(3) Uani 1 1 d . . . C31 C 0.47548(18) 0.34086(18) 0.21949(13) 0.0265(4) Uani 1 1 d . . . H31 H 0.4368 0.3043 0.1596 0.032 Uiso 1 1 calc R . . C32 C 0.5695(2) 0.3002(2) 0.25327(15) 0.0362(5) Uani 1 1 d . . . H32 H 0.5945 0.2362 0.2162 0.043 Uiso 1 1 calc R . . C33 C 0.6263(2) 0.3521(2) 0.34007(16) 0.0377(5) Uani 1 1 d . . . H33 H 0.6898 0.3237 0.3629 0.045 Uiso 1 1 calc R . . C34 C 0.5904(2) 0.44620(19) 0.39398(14) 0.0352(5) Uani 1 1 d . . . H34 H 0.6300 0.4826 0.4538 0.042 Uiso 1 1 calc R . . C35 C 0.49727(18) 0.48752(17) 0.36116(12) 0.0263(4) Uani 1 1 d . . . H35 H 0.4734 0.5521 0.3986 0.032 Uiso 1 1 calc R . . C36 C 0.24065(17) 0.38071(15) 0.12387(11) 0.0192(3) Uani 1 1 d . . . C37 C 0.12600(18) 0.27811(16) 0.10805(12) 0.0247(4) Uani 1 1 d . . . H37 H 0.0865 0.2687 0.1541 0.030 Uiso 1 1 calc R . . C38 C 0.0696(2) 0.18961(18) 0.02477(14) 0.0348(5) Uani 1 1 d . . . H38 H -0.0080 0.1197 0.0143 0.042 Uiso 1 1 calc R . . C39 C 0.1260(2) 0.2031(2) -0.04248(13) 0.0390(5) Uani 1 1 d . . . H39 H 0.0875 0.1422 -0.0991 0.047 Uiso 1 1 calc R . . C40 C 0.2386(2) 0.3052(2) -0.02767(13) 0.0380(5) Uani 1 1 d . . . H40 H 0.2772 0.3146 -0.0741 0.046 Uiso 1 1 calc R . . C41 C 0.2951(2) 0.39418(18) 0.05528(12) 0.0286(4) Uani 1 1 d . . . H41 H 0.3716 0.4648 0.0651 0.034 Uiso 1 1 calc R . . C42 C 0.19504(16) 0.47636(15) 0.29302(10) 0.0180(3) Uani 1 1 d . . . C43 C 0.10671(17) 0.53985(16) 0.29127(11) 0.0227(4) Uani 1 1 d . . . H43 H 0.1148 0.5932 0.2593 0.027 Uiso 1 1 calc R . . C44 C 0.00695(19) 0.52600(18) 0.33568(12) 0.0286(4) Uani 1 1 d . . . H44 H -0.0532 0.5693 0.3337 0.034 Uiso 1 1 calc R . . C45 C -0.00500(19) 0.44904(19) 0.38296(12) 0.0304(4) Uani 1 1 d . . . H45 H -0.0726 0.4402 0.4140 0.036 Uiso 1 1 calc R . . C46 C 0.0821(2) 0.38488(19) 0.38485(13) 0.0313(4) Uani 1 1 d . . . H46 H 0.0739 0.3320 0.4172 0.038 Uiso 1 1 calc R . . C47 C 0.18091(18) 0.39750(17) 0.33995(12) 0.0248(4) Uani 1 1 d . . . H47 H 0.2395 0.3524 0.3410 0.030 Uiso 1 1 calc R . . B1 B 1.1006(2) 0.85390(19) 0.51913(13) 0.0234(4) Uani 1 1 d . . . F1 F 1.13712(11) 0.76161(10) 0.53651(7) 0.0301(2) Uani 1 1 d . . . F2 F 0.96734(11) 0.83477(12) 0.52499(7) 0.0328(3) Uani 1 1 d . . . F3 F 1.10702(13) 0.84599(13) 0.43582(8) 0.0424(3) Uani 1 1 d . . . F4 F 1.18000(14) 0.97014(11) 0.57766(9) 0.0488(4) 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 0.01422(10) 0.01535(10) 0.01377(10) 0.00561(7) 0.00122(7) 0.00468(7) P1 0.0154(2) 0.01557(19) 0.01328(19) 0.00509(15) 0.00148(15) 0.00578(16) P2 0.0150(2) 0.01516(19) 0.0157(2) 0.00656(16) 0.00178(16) 0.00415(16) N1 0.0164(7) 0.0178(7) 0.0147(6) 0.0048(5) 0.0046(5) 0.0072(5) N2 0.0190(7) 0.0248(7) 0.0193(7) 0.0064(6) 0.0069(6) 0.0104(6) N3 0.0200(7) 0.0290(8) 0.0206(7) 0.0052(6) 0.0064(6) 0.0114(6) N4 0.0148(7) 0.0250(7) 0.0174(7) 0.0046(6) 0.0012(6) 0.0080(6) C5 0.0145(7) 0.0146(7) 0.0162(7) 0.0060(6) 0.0026(6) 0.0047(6) C6 0.0145(8) 0.0144(7) 0.0157(7) 0.0044(6) 0.0029(6) 0.0037(6) C7 0.0151(8) 0.0297(9) 0.0170(8) 0.0056(7) 0.0007(6) 0.0049(7) C8 0.0235(9) 0.0334(10) 0.0138(8) 0.0026(7) 0.0030(7) 0.0043(8) C9 0.0230(9) 0.0301(9) 0.0191(8) 0.0042(7) 0.0093(7) 0.0083(7) C10 0.0164(8) 0.0235(8) 0.0217(9) 0.0052(7) 0.0048(7) 0.0070(7) N11 0.0165(7) 0.0168(6) 0.0155(7) 0.0048(5) 0.0038(5) 0.0061(5) C12 0.0168(8) 0.0145(7) 0.0141(7) 0.0030(6) 0.0000(6) 0.0051(6) C13 0.0206(8) 0.0204(8) 0.0223(8) 0.0104(7) 0.0037(7) 0.0067(7) C14 0.0172(8) 0.0282(9) 0.0247(9) 0.0091(7) 0.0071(7) 0.0068(7) C15 0.0215(9) 0.0243(9) 0.0325(10) 0.0061(8) 0.0052(8) 0.0126(7) C16 0.0340(11) 0.0267(9) 0.0437(12) 0.0211(9) 0.0142(9) 0.0180(8) C17 0.0286(10) 0.0252(9) 0.0285(9) 0.0158(8) 0.0126(8) 0.0128(8) C18 0.0153(8) 0.0176(8) 0.0211(8) 0.0080(6) 0.0050(6) 0.0066(6) C19 0.0206(9) 0.0219(8) 0.0225(9) 0.0092(7) 0.0036(7) 0.0083(7) C20 0.0190(9) 0.0264(9) 0.0328(10) 0.0104(8) 0.0007(8) 0.0059(7) C21 0.0199(9) 0.0335(10) 0.0457(12) 0.0199(9) 0.0119(9) 0.0064(8) C22 0.0287(10) 0.0407(11) 0.0325(10) 0.0217(9) 0.0136(8) 0.0111(9) C23 0.0234(9) 0.0307(10) 0.0231(9) 0.0126(8) 0.0056(7) 0.0085(8) C24 0.0233(9) 0.0179(8) 0.0148(8) 0.0060(6) 0.0007(7) 0.0085(7) C25 0.0277(10) 0.0269(9) 0.0222(9) 0.0049(7) 0.0059(7) 0.0085(8) C26 0.0457(12) 0.0308(10) 0.0194(9) 0.0051(8) 0.0110(9) 0.0139(9) C27 0.0550(14) 0.0354(11) 0.0191(9) -0.0035(8) -0.0092(9) 0.0228(10) C28 0.0382(12) 0.0458(13) 0.0370(12) -0.0098(10) -0.0183(10) 0.0252(11) C29 0.0276(10) 0.0336(10) 0.0270(10) -0.0049(8) -0.0060(8) 0.0178(8) C30 0.0144(8) 0.0179(8) 0.0260(9) 0.0123(7) 0.0019(7) 0.0024(6) C31 0.0229(9) 0.0293(9) 0.0323(10) 0.0146(8) 0.0071(8) 0.0122(8) C32 0.0268(10) 0.0388(11) 0.0540(13) 0.0232(10) 0.0120(9) 0.0194(9) C33 0.0204(10) 0.0384(11) 0.0627(15) 0.0320(11) 0.0017(10) 0.0102(9) C34 0.0276(10) 0.0330(11) 0.0399(12) 0.0214(9) -0.0095(9) 0.0009(8) C35 0.0258(9) 0.0213(9) 0.0286(10) 0.0114(7) -0.0022(8) 0.0042(7) C36 0.0197(8) 0.0179(8) 0.0187(8) 0.0054(6) -0.0008(7) 0.0082(7) C37 0.0212(9) 0.0196(8) 0.0292(9) 0.0065(7) -0.0009(7) 0.0066(7) C38 0.0315(11) 0.0214(9) 0.0376(11) 0.0013(8) -0.0098(9) 0.0066(8) C39 0.0493(13) 0.0308(11) 0.0244(10) -0.0030(8) -0.0108(9) 0.0181(10) C40 0.0535(14) 0.0415(12) 0.0205(10) 0.0086(9) 0.0067(9) 0.0225(11) C41 0.0334(11) 0.0294(10) 0.0213(9) 0.0087(8) 0.0052(8) 0.0097(8) C42 0.0170(8) 0.0167(8) 0.0172(8) 0.0051(6) 0.0027(6) 0.0030(6) C43 0.0209(9) 0.0215(8) 0.0251(9) 0.0091(7) 0.0036(7) 0.0066(7) C44 0.0226(9) 0.0303(10) 0.0319(10) 0.0079(8) 0.0068(8) 0.0117(8) C45 0.0212(9) 0.0384(11) 0.0245(9) 0.0074(8) 0.0091(8) 0.0038(8) C46 0.0286(10) 0.0371(11) 0.0313(10) 0.0207(9) 0.0099(8) 0.0060(8) C47 0.0234(9) 0.0263(9) 0.0291(9) 0.0152(8) 0.0079(8) 0.0088(7) B1 0.0175(9) 0.0260(10) 0.0262(10) 0.0130(8) 0.0017(8) 0.0046(8) F1 0.0262(6) 0.0325(6) 0.0402(6) 0.0205(5) 0.0099(5) 0.0138(5) F2 0.0211(5) 0.0535(7) 0.0319(6) 0.0220(5) 0.0067(5) 0.0173(5) F3 0.0385(7) 0.0688(9) 0.0364(7) 0.0340(7) 0.0159(6) 0.0233(6) F4 0.0481(8) 0.0248(6) 0.0532(8) 0.0111(6) -0.0171(6) -0.0018(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 2.0794(14) . ? Cu1 N11 2.1396(14) . ? Cu1 P1 2.2342(5) . ? Cu1 P2 2.2724(5) . ? P1 C24 1.8242(17) . ? P1 C12 1.8294(17) . ? P1 C18 1.8364(17) . ? P2 C42 1.8239(17) . ? P2 C36 1.8282(17) . ? P2 C30 1.8328(17) . ? N1 C5 1.323(2) . ? N1 N2 1.3594(19) . ? N2 N3 1.293(2) . ? N3 N4 1.349(2) . ? N4 C5 1.328(2) . ? N4 H4 0.81(2) . ? C5 C6 1.463(2) . ? C6 N11 1.358(2) . ? C6 C7 1.386(2) . ? C7 C8 1.389(2) . ? C7 H7 0.9500 . ? C8 C9 1.382(3) . ? C8 H8 0.9500 . ? C9 C10 1.389(2) . ? C9 H9 0.9500 . ? C10 N11 1.345(2) . ? C10 H10 0.9500 . ? C12 C17 1.390(2) . ? C12 C13 1.391(2) . ? C13 C14 1.392(2) . ? C13 H13 0.9500 . ? C14 C15 1.378(3) . ? C14 H14 0.9500 . ? C15 C16 1.387(3) . ? C15 H15 0.9500 . ? C16 C17 1.386(3) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C19 1.396(2) . ? C18 C23 1.401(2) . ? C19 C20 1.393(3) . ? C19 H19 0.9500 . ? C20 C21 1.382(3) . ? C20 H20 0.9500 . ? C21 C22 1.384(3) . ? C21 H21 0.9500 . ? C22 C23 1.393(3) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 C29 1.387(3) . ? C24 C25 1.398(2) . ? C25 C26 1.389(3) . ? C25 H25 0.9500 . ? C26 C27 1.382(3) . ? C26 H26 0.9500 . ? C27 C28 1.378(3) . ? C27 H27 0.9500 . ? C28 C29 1.397(3) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 C31 1.389(3) . ? C30 C35 1.403(3) . ? C31 C32 1.395(3) . ? C31 H31 0.9500 . ? C32 C33 1.378(3) . ? C32 H32 0.9500 . ? C33 C34 1.387(3) . ? C33 H33 0.9500 . ? C34 C35 1.386(3) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 C41 1.389(3) . ? C36 C37 1.398(2) . ? C37 C38 1.393(3) . ? C37 H37 0.9500 . ? C38 C39 1.379(3) . ? C38 H38 0.9500 . ? C39 C40 1.384(3) . ? C39 H39 0.9500 . ? C40 C41 1.391(3) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? C42 C43 1.392(2) . ? C42 C47 1.399(2) . ? C43 C44 1.387(3) . ? C43 H43 0.9500 . ? C44 C45 1.386(3) . ? C44 H44 0.9500 . ? C45 C46 1.387(3) . ? C45 H45 0.9500 . ? C46 C47 1.383(3) . ? C46 H46 0.9500 . ? C47 H47 0.9500 . ? B1 F4 1.371(2) . ? B1 F1 1.378(2) . ? B1 F3 1.388(2) . ? B1 F2 1.421(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N11 79.01(5) . . ? N1 Cu1 P1 110.22(4) . . ? N11 Cu1 P1 120.25(4) . . ? N1 Cu1 P2 104.56(4) . . ? N11 Cu1 P2 100.63(4) . . ? P1 Cu1 P2 129.928(19) . . ? C24 P1 C12 103.11(7) . . ? C24 P1 C18 104.57(8) . . ? C12 P1 C18 103.68(7) . . ? C24 P1 Cu1 113.24(5) . . ? C12 P1 Cu1 116.59(6) . . ? C18 P1 Cu1 114.23(6) . . ? C42 P2 C36 103.59(8) . . ? C42 P2 C30 103.42(8) . . ? C36 P2 C30 103.79(8) . . ? C42 P2 Cu1 114.78(6) . . ? C36 P2 Cu1 120.10(6) . . ? C30 P2 Cu1 109.42(5) . . ? C5 N1 N2 106.55(13) . . ? C5 N1 Cu1 112.28(11) . . ? N2 N1 Cu1 140.96(11) . . ? N3 N2 N1 109.92(13) . . ? N2 N3 N4 106.72(14) . . ? C5 N4 N3 108.84(14) . . ? C5 N4 H4 128.2(16) . . ? N3 N4 H4 122.9(16) . . ? N1 C5 N4 107.96(14) . . ? N1 C5 C6 121.82(14) . . ? N4 C5 C6 130.19(15) . . ? N11 C6 C7 123.75(15) . . ? N11 C6 C5 112.54(14) . . ? C7 C6 C5 123.67(15) . . ? C6 C7 C8 117.96(16) . . ? C6 C7 H7 121.0 . . ? C8 C7 H7 121.0 . . ? C9 C8 C7 119.18(16) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C8 C9 C10 119.37(16) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? N11 C10 C9 122.62(16) . . ? N11 C10 H10 118.7 . . ? C9 C10 H10 118.7 . . ? C10 N11 C6 117.11(14) . . ? C10 N11 Cu1 128.22(11) . . ? C6 N11 Cu1 113.94(10) . . ? C17 C12 C13 118.71(16) . . ? C17 C12 P1 122.03(13) . . ? C13 C12 P1 119.26(12) . . ? C12 C13 C14 120.93(16) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C15 C14 C13 119.70(17) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 119.87(17) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C17 C16 C15 120.41(17) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C16 C17 C12 120.35(17) . . ? C16 C17 H17 119.8 . . ? C12 C17 H17 119.8 . . ? C19 C18 C23 118.66(16) . . ? C19 C18 P1 117.05(13) . . ? C23 C18 P1 124.28(13) . . ? C20 C19 C18 120.82(17) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C21 C20 C19 119.93(18) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C22 119.98(18) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C21 C22 C23 120.51(18) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C22 C23 C18 120.09(17) . . ? C22 C23 H23 120.0 . . ? C18 C23 H23 120.0 . . ? C29 C24 C25 118.96(16) . . ? C29 C24 P1 121.18(14) . . ? C25 C24 P1 119.50(13) . . ? C26 C25 C24 120.41(18) . . ? C26 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? C27 C26 C25 120.12(19) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C28 C27 C26 120.00(18) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C27 C28 C29 120.2(2) . . ? C27 C28 H28 119.9 . . ? C29 C28 H28 119.9 . . ? C24 C29 C28 120.28(19) . . ? C24 C29 H29 119.9 . . ? C28 C29 H29 119.9 . . ? C31 C30 C35 118.75(16) . . ? C31 C30 P2 122.52(14) . . ? C35 C30 P2 118.62(14) . . ? C30 C31 C32 120.40(19) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C33 C32 C31 120.5(2) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.8 . . ? C32 C33 C34 119.67(19) . . ? C32 C33 H33 120.2 . . ? C34 C33 H33 120.2 . . ? C35 C34 C33 120.41(19) . . ? C35 C34 H34 119.8 . . ? C33 C34 H34 119.8 . . ? C34 C35 C30 120.32(19) . . ? C34 C35 H35 119.8 . . ? C30 C35 H35 119.8 . . ? C41 C36 C37 119.02(16) . . ? C41 C36 P2 118.60(13) . . ? C37 C36 P2 122.38(14) . . ? C38 C37 C36 120.05(19) . . ? C38 C37 H37 120.0 . . ? C36 C37 H37 120.0 . . ? C39 C38 C37 120.27(19) . . ? C39 C38 H38 119.9 . . ? C37 C38 H38 119.9 . . ? C38 C39 C40 120.13(18) . . ? C38 C39 H39 119.9 . . ? C40 C39 H39 119.9 . . ? C39 C40 C41 119.9(2) . . ? C39 C40 H40 120.1 . . ? C41 C40 H40 120.1 . . ? C36 C41 C40 120.62(19) . . ? C36 C41 H41 119.7 . . ? C40 C41 H41 119.7 . . ? C43 C42 C47 118.80(16) . . ? C43 C42 P2 117.96(13) . . ? C47 C42 P2 123.23(13) . . ? C44 C43 C42 120.69(17) . . ? C44 C43 H43 119.7 . . ? C42 C43 H43 119.7 . . ? C45 C44 C43 120.03(18) . . ? C45 C44 H44 120.0 . . ? C43 C44 H44 120.0 . . ? C44 C45 C46 119.76(17) . . ? C44 C45 H45 120.1 . . ? C46 C45 H45 120.1 . . ? C47 C46 C45 120.35(18) . . ? C47 C46 H46 119.8 . . ? C45 C46 H46 119.8 . . ? C46 C47 C42 120.35(18) . . ? C46 C47 H47 119.8 . . ? C42 C47 H47 119.8 . . ? F4 B1 F1 109.66(16) . . ? F4 B1 F3 110.86(16) . . ? F1 B1 F3 110.61(17) . . ? F4 B1 F2 109.46(17) . . ? F1 B1 F2 109.02(15) . . ? F3 B1 F2 107.18(15) . . ? 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 N1 Cu1 P1 C24 105.48(7) . . . . ? N11 Cu1 P1 C24 -165.69(7) . . . . ? P2 Cu1 P1 C24 -25.64(7) . . . . ? N1 Cu1 P1 C12 -135.12(7) . . . . ? N11 Cu1 P1 C12 -46.28(7) . . . . ? P2 Cu1 P1 C12 93.76(6) . . . . ? N1 Cu1 P1 C18 -14.09(7) . . . . ? N11 Cu1 P1 C18 74.74(7) . . . . ? P2 Cu1 P1 C18 -145.21(6) . . . . ? N1 Cu1 P2 C42 131.05(7) . . . . ? N11 Cu1 P2 C42 49.78(7) . . . . ? P1 Cu1 P2 C42 -95.86(6) . . . . ? N1 Cu1 P2 C36 -104.42(8) . . . . ? N11 Cu1 P2 C36 174.31(7) . . . . ? P1 Cu1 P2 C36 28.67(7) . . . . ? N1 Cu1 P2 C30 15.35(7) . . . . ? N11 Cu1 P2 C30 -65.93(7) . . . . ? P1 Cu1 P2 C30 148.43(6) . . . . ? N11 Cu1 N1 C5 4.60(11) . . . . ? P1 Cu1 N1 C5 122.98(10) . . . . ? P2 Cu1 N1 C5 -93.66(11) . . . . ? N11 Cu1 N1 N2 178.23(18) . . . . ? P1 Cu1 N1 N2 -63.39(17) . . . . ? P2 Cu1 N1 N2 79.96(17) . . . . ? C5 N1 N2 N3 0.41(18) . . . . ? Cu1 N1 N2 N3 -173.44(13) . . . . ? N1 N2 N3 N4 -0.10(19) . . . . ? N2 N3 N4 C5 -0.24(19) . . . . ? N2 N1 C5 N4 -0.55(18) . . . . ? Cu1 N1 C5 N4 175.27(10) . . . . ? N2 N1 C5 C6 -178.86(14) . . . . ? Cu1 N1 C5 C6 -3.05(19) . . . . ? N3 N4 C5 N1 0.50(19) . . . . ? N3 N4 C5 C6 178.62(16) . . . . ? N1 C5 C6 N11 -2.0(2) . . . . ? N4 C5 C6 N11 -179.91(16) . . . . ? N1 C5 C6 C7 175.53(16) . . . . ? N4 C5 C6 C7 -2.4(3) . . . . ? N11 C6 C7 C8 1.4(3) . . . . ? C5 C6 C7 C8 -175.87(16) . . . . ? C6 C7 C8 C9 -1.1(3) . . . . ? C7 C8 C9 C10 0.2(3) . . . . ? C8 C9 C10 N11 0.6(3) . . . . ? C9 C10 N11 C6 -0.4(2) . . . . ? C9 C10 N11 Cu1 169.13(13) . . . . ? C7 C6 N11 C10 -0.6(2) . . . . ? C5 C6 N11 C10 176.90(14) . . . . ? C7 C6 N11 Cu1 -171.64(13) . . . . ? C5 C6 N11 Cu1 5.89(17) . . . . ? N1 Cu1 N11 C10 -175.70(15) . . . . ? P1 Cu1 N11 C10 77.18(15) . . . . ? P2 Cu1 N11 C10 -72.76(14) . . . . ? N1 Cu1 N11 C6 -5.90(11) . . . . ? P1 Cu1 N11 C6 -113.02(10) . . . . ? P2 Cu1 N11 C6 97.05(11) . . . . ? C24 P1 C12 C17 -74.71(16) . . . . ? C18 P1 C12 C17 34.11(16) . . . . ? Cu1 P1 C12 C17 160.57(13) . . . . ? C24 P1 C12 C13 105.00(14) . . . . ? C18 P1 C12 C13 -146.18(13) . . . . ? Cu1 P1 C12 C13 -19.72(15) . . . . ? C17 C12 C13 C14 1.0(3) . . . . ? P1 C12 C13 C14 -178.76(13) . . . . ? C12 C13 C14 C15 -1.1(3) . . . . ? C13 C14 C15 C16 0.5(3) . . . . ? C14 C15 C16 C17 0.3(3) . . . . ? C15 C16 C17 C12 -0.4(3) . . . . ? C13 C12 C17 C16 -0.2(3) . . . . ? P1 C12 C17 C16 179.53(15) . . . . ? C24 P1 C18 C19 -162.30(13) . . . . ? C12 P1 C18 C19 89.97(14) . . . . ? Cu1 P1 C18 C19 -37.97(14) . . . . ? C24 P1 C18 C23 19.12(17) . . . . ? C12 P1 C18 C23 -88.61(16) . . . . ? Cu1 P1 C18 C23 143.45(14) . . . . ? C23 C18 C19 C20 0.9(3) . . . . ? P1 C18 C19 C20 -177.74(14) . . . . ? C18 C19 C20 C21 -0.8(3) . . . . ? C19 C20 C21 C22 -0.1(3) . . . . ? C20 C21 C22 C23 0.8(3) . . . . ? C21 C22 C23 C18 -0.6(3) . . . . ? C19 C18 C23 C22 -0.3(3) . . . . ? P1 C18 C23 C22 178.31(14) . . . . ? C12 P1 C24 C29 -28.31(17) . . . . ? C18 P1 C24 C29 -136.46(16) . . . . ? Cu1 P1 C24 C29 98.58(15) . . . . ? C12 P1 C24 C25 158.68(14) . . . . ? C18 P1 C24 C25 50.53(16) . . . . ? Cu1 P1 C24 C25 -74.43(15) . . . . ? C29 C24 C25 C26 0.9(3) . . . . ? P1 C24 C25 C26 174.07(15) . . . . ? C24 C25 C26 C27 -1.1(3) . . . . ? C25 C26 C27 C28 0.3(3) . . . . ? C26 C27 C28 C29 0.7(4) . . . . ? C25 C24 C29 C28 0.0(3) . . . . ? P1 C24 C29 C28 -173.01(18) . . . . ? C27 C28 C29 C24 -0.8(4) . . . . ? C42 P2 C30 C31 125.18(15) . . . . ? C36 P2 C30 C31 17.28(17) . . . . ? Cu1 P2 C30 C31 -112.07(14) . . . . ? C42 P2 C30 C35 -58.69(15) . . . . ? C36 P2 C30 C35 -166.59(14) . . . . ? Cu1 P2 C30 C35 64.06(14) . . . . ? C35 C30 C31 C32 0.4(3) . . . . ? P2 C30 C31 C32 176.51(15) . . . . ? C30 C31 C32 C33 0.1(3) . . . . ? C31 C32 C33 C34 -0.5(3) . . . . ? C32 C33 C34 C35 0.4(3) . . . . ? C33 C34 C35 C30 0.1(3) . . . . ? C31 C30 C35 C34 -0.5(3) . . . . ? P2 C30 C35 C34 -176.75(14) . . . . ? C42 P2 C36 C41 161.89(14) . . . . ? C30 P2 C36 C41 -90.33(15) . . . . ? Cu1 P2 C36 C41 32.21(16) . . . . ? C42 P2 C36 C37 -18.20(16) . . . . ? C30 P2 C36 C37 89.57(15) . . . . ? Cu1 P2 C36 C37 -147.89(12) . . . . ? C41 C36 C37 C38 1.5(3) . . . . ? P2 C36 C37 C38 -178.45(14) . . . . ? C36 C37 C38 C39 -0.4(3) . . . . ? C37 C38 C39 C40 -0.4(3) . . . . ? C38 C39 C40 C41 0.2(3) . . . . ? C37 C36 C41 C40 -1.7(3) . . . . ? P2 C36 C41 C40 178.21(15) . . . . ? C39 C40 C41 C36 0.9(3) . . . . ? C36 P2 C42 C43 -85.91(14) . . . . ? C30 P2 C42 C43 166.04(13) . . . . ? Cu1 P2 C42 C43 46.93(15) . . . . ? C36 P2 C42 C47 92.88(15) . . . . ? C30 P2 C42 C47 -15.16(16) . . . . ? Cu1 P2 C42 C47 -134.28(13) . . . . ? C47 C42 C43 C44 0.4(3) . . . . ? P2 C42 C43 C44 179.28(14) . . . . ? C42 C43 C44 C45 0.5(3) . . . . ? C43 C44 C45 C46 -0.8(3) . . . . ? C44 C45 C46 C47 0.1(3) . . . . ? C45 C46 C47 C42 0.8(3) . . . . ? C43 C42 C47 C46 -1.1(3) . . . . ? P2 C42 C47 C46 -179.86(14) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4 F2 0.81(2) 1.94(2) 2.7414(19) 169(2) . N4 H4 F3 0.81(2) 2.53(2) 3.109(2) 129.6(19) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.412 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.054 data_sb330_hy_compound_2a _database_code_depnum_ccdc_archive 'CCDC 922232' #TrackingRef 'chem_comm_2013_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H32 Cu N5 O P2' _chemical_formula_sum 'C42 H32 Cu N5 O P2' _chemical_formula_weight 748.21 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.0162(4) _cell_length_b 17.8097(12) _cell_length_c 22.3584(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.648(6) _cell_angle_gamma 90.00 _cell_volume 3590.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 718 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 0.739 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7510 _exptl_absorpt_correction_T_max 0.9010 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; dx = 45 mm, 40 sec./deg., 1 deg., 3 sets, 429 frames ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method 'rotation in phi and omega, 1 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30988 _diffrn_reflns_av_R_equivalents 0.0338 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 27.48 _reflns_number_total 8194 _reflns_number_gt 6691 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement EVALCCD _computing_data_reduction EVALCCD _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0242P)^2^+3.0775P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 8194 _refine_ls_number_parameters 460 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0494 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0779 _refine_ls_wR_factor_gt 0.0721 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _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 0.60533(2) 0.265548(13) 0.327409(10) 0.01489(6) Uani 1 1 d . . . P1 P 0.54138(5) 0.15045(3) 0.35616(2) 0.01713(10) Uani 1 1 d . . . P2 P 0.57607(5) 0.35444(3) 0.39776(2) 0.01397(10) Uani 1 1 d . . . O1 O 0.63095(16) 0.21210(8) 0.46766(6) 0.0224(3) Uani 1 1 d . . . C1 C 0.4224(2) 0.16072(11) 0.42041(8) 0.0212(4) Uani 1 1 d . . . C2 C 0.2719(2) 0.14451(12) 0.41950(10) 0.0285(5) Uani 1 1 d . . . H2 H 0.2292 0.1193 0.3861 0.034 Uiso 1 1 calc R . . C3 C 0.1836(3) 0.16488(14) 0.46699(11) 0.0367(6) Uani 1 1 d . . . H3 H 0.0803 0.1543 0.4658 0.044 Uiso 1 1 calc R . . C4 C 0.2449(3) 0.20038(14) 0.51587(10) 0.0383(6) Uani 1 1 d . . . H4 H 0.1841 0.2137 0.5486 0.046 Uiso 1 1 calc R . . C5 C 0.3940(3) 0.21674(12) 0.51766(9) 0.0308(5) Uani 1 1 d . . . H5 H 0.4366 0.2409 0.5516 0.037 Uiso 1 1 calc R . . C6 C 0.4806(2) 0.19773(11) 0.46966(9) 0.0232(4) Uani 1 1 d . . . C7 C 0.4295(2) 0.09251(11) 0.30684(8) 0.0197(4) Uani 1 1 d . . . C8 C 0.3560(2) 0.12586(12) 0.25936(9) 0.0230(4) Uani 1 1 d . . . H8 H 0.3728 0.1774 0.2507 0.028 Uiso 1 1 calc R . . C9 C 0.2585(2) 0.08501(13) 0.22433(10) 0.0305(5) Uani 1 1 d . . . H9 H 0.2070 0.1087 0.1922 0.037 Uiso 1 1 calc R . . C10 C 0.2359(2) 0.01077(13) 0.23572(10) 0.0333(5) Uani 1 1 d . . . H10 H 0.1673 -0.0171 0.2119 0.040 Uiso 1 1 calc R . . C11 C 0.3118(3) -0.02377(13) 0.28144(12) 0.0381(6) Uani 1 1 d . . . H11 H 0.2980 -0.0759 0.2886 0.046 Uiso 1 1 calc R . . C12 C 0.4079(3) 0.01679(12) 0.31697(10) 0.0318(5) Uani 1 1 d . . . H12 H 0.4598 -0.0074 0.3487 0.038 Uiso 1 1 calc R . . C13 C 0.6884(2) 0.08694(11) 0.37878(9) 0.0248(4) Uani 1 1 d . . . C14 C 0.7998(2) 0.07382(13) 0.33855(11) 0.0341(5) Uani 1 1 d . . . H14 H 0.7978 0.0983 0.3008 0.041 Uiso 1 1 calc R . . C15 C 0.9149(3) 0.02516(15) 0.35261(15) 0.0511(7) Uani 1 1 d . . . H15 H 0.9907 0.0159 0.3244 0.061 Uiso 1 1 calc R . . C16 C 0.9192(4) -0.00926(16) 0.40690(16) 0.0628(10) Uani 1 1 d . . . H16 H 0.9983 -0.0425 0.4166 0.075 Uiso 1 1 calc R . . C17 C 0.8110(4) 0.00382(16) 0.44725(14) 0.0625(9) Uani 1 1 d . . . H17 H 0.8156 -0.0200 0.4852 0.075 Uiso 1 1 calc R . . C18 C 0.6940(3) 0.05146(13) 0.43376(11) 0.0423(6) Uani 1 1 d . . . H18 H 0.6180 0.0597 0.4621 0.051 Uiso 1 1 calc R . . C19 C 0.6659(2) 0.34544(11) 0.47098(8) 0.0166(4) Uani 1 1 d . . . C20 C 0.7243(2) 0.40617(11) 0.50184(8) 0.0193(4) Uani 1 1 d . . . H20 H 0.7111 0.4553 0.4861 0.023 Uiso 1 1 calc R . . C21 C 0.8014(2) 0.39701(12) 0.55507(9) 0.0236(4) Uani 1 1 d . . . H21 H 0.8393 0.4395 0.5759 0.028 Uiso 1 1 calc R . . C22 C 0.8231(2) 0.32604(13) 0.57779(9) 0.0285(5) Uani 1 1 d . . . H22 H 0.8790 0.3194 0.6137 0.034 Uiso 1 1 calc R . . C23 C 0.7644(2) 0.26465(12) 0.54875(9) 0.0278(5) Uani 1 1 d . . . H23 H 0.7787 0.2156 0.5646 0.033 Uiso 1 1 calc R . . C24 C 0.6847(2) 0.27486(11) 0.49651(8) 0.0201(4) Uani 1 1 d . . . C25 C 0.38294(19) 0.36966(10) 0.41574(8) 0.0161(4) Uani 1 1 d . . . C26 C 0.2807(2) 0.36470(11) 0.36936(9) 0.0223(4) Uani 1 1 d . . . H26 H 0.3120 0.3506 0.3305 0.027 Uiso 1 1 calc R . . C27 C 0.1337(2) 0.38011(13) 0.37941(10) 0.0300(5) Uani 1 1 d . . . H27 H 0.0647 0.3791 0.3470 0.036 Uiso 1 1 calc R . . C28 C 0.0858(2) 0.39699(13) 0.43604(10) 0.0302(5) Uani 1 1 d . . . H28 H -0.0164 0.4062 0.4429 0.036 Uiso 1 1 calc R . . C29 C 0.1858(2) 0.40042(12) 0.48248(9) 0.0266(5) Uani 1 1 d . . . H29 H 0.1528 0.4117 0.5217 0.032 Uiso 1 1 calc R . . C30 C 0.3340(2) 0.38760(11) 0.47253(9) 0.0217(4) Uani 1 1 d . . . H30 H 0.4032 0.3911 0.5048 0.026 Uiso 1 1 calc R . . C31 C 0.6353(2) 0.44741(10) 0.37380(8) 0.0160(4) Uani 1 1 d . . . C32 C 0.7646(2) 0.45219(12) 0.34137(9) 0.0244(4) Uani 1 1 d . . . H32 H 0.8171 0.4077 0.3316 0.029 Uiso 1 1 calc R . . C33 C 0.8183(3) 0.52098(13) 0.32311(11) 0.0338(5) Uani 1 1 d . . . H33 H 0.9085 0.5237 0.3017 0.041 Uiso 1 1 calc R . . C34 C 0.7415(3) 0.58535(12) 0.33582(10) 0.0316(5) Uani 1 1 d . . . H34 H 0.7785 0.6327 0.3234 0.038 Uiso 1 1 calc R . . C35 C 0.6108(2) 0.58110(12) 0.36662(9) 0.0270(5) Uani 1 1 d . . . H35 H 0.5565 0.6256 0.3748 0.032 Uiso 1 1 calc R . . C36 C 0.5578(2) 0.51254(11) 0.38576(9) 0.0216(4) Uani 1 1 d . . . H36 H 0.4677 0.5101 0.4073 0.026 Uiso 1 1 calc R . . N37 N 0.79783(17) 0.26768(9) 0.27689(7) 0.0186(3) Uani 1 1 d . . . C38 C 0.9367(2) 0.25157(11) 0.29338(10) 0.0257(4) Uani 1 1 d . . . H38 H 0.9546 0.2339 0.3329 0.031 Uiso 1 1 calc R . . C39 C 1.0548(2) 0.25936(13) 0.25579(11) 0.0336(5) Uani 1 1 d . . . H39 H 1.1522 0.2470 0.2692 0.040 Uiso 1 1 calc R . . C40 C 1.0312(2) 0.28510(14) 0.19882(11) 0.0361(6) Uani 1 1 d . . . H40 H 1.1118 0.2912 0.1723 0.043 Uiso 1 1 calc R . . C41 C 0.8891(2) 0.30190(13) 0.18064(10) 0.0296(5) Uani 1 1 d . . . H41 H 0.8696 0.3202 0.1414 0.036 Uiso 1 1 calc R . . C42 C 0.7751(2) 0.29167(11) 0.22054(8) 0.0192(4) Uani 1 1 d . . . C43 C 0.6203(2) 0.30584(10) 0.20564(8) 0.0172(4) Uani 1 1 d . . . N44 N 0.56104(19) 0.31938(10) 0.15257(7) 0.0245(4) Uani 1 1 d . . . N45 N 0.41548(19) 0.32659(10) 0.16326(7) 0.0236(4) Uani 1 1 d . . . N46 N 0.39015(17) 0.31741(9) 0.22048(7) 0.0196(3) Uani 1 1 d . . . N47 N 0.51915(16) 0.30375(9) 0.24833(7) 0.0158(3) 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 0.01559(11) 0.01645(11) 0.01269(11) 0.00105(9) 0.00184(8) 0.00049(9) P1 0.0213(2) 0.0154(2) 0.0147(2) 0.00087(18) 0.00004(18) -0.00065(19) P2 0.0144(2) 0.0155(2) 0.0120(2) 0.00043(17) 0.00032(17) 0.00063(17) O1 0.0315(8) 0.0195(7) 0.0161(7) 0.0002(5) -0.0014(6) -0.0013(6) C1 0.0315(11) 0.0161(9) 0.0162(9) 0.0050(7) 0.0052(8) -0.0021(8) C2 0.0340(12) 0.0274(11) 0.0243(11) 0.0017(9) 0.0058(9) -0.0087(9) C3 0.0377(13) 0.0378(13) 0.0350(13) 0.0036(10) 0.0157(11) -0.0101(11) C4 0.0522(15) 0.0357(13) 0.0274(12) 0.0000(10) 0.0214(11) -0.0098(11) C5 0.0503(14) 0.0275(11) 0.0149(10) 0.0019(8) 0.0087(9) -0.0086(10) C6 0.0353(11) 0.0184(10) 0.0161(9) 0.0059(8) 0.0037(8) -0.0037(8) C7 0.0218(9) 0.0188(9) 0.0185(9) -0.0024(8) 0.0021(8) -0.0022(8) C8 0.0255(10) 0.0213(10) 0.0224(10) -0.0003(8) 0.0009(8) -0.0021(8) C9 0.0307(11) 0.0355(12) 0.0254(11) -0.0028(9) -0.0052(9) -0.0046(10) C10 0.0294(11) 0.0343(13) 0.0360(13) -0.0137(10) -0.0028(10) -0.0068(10) C11 0.0394(13) 0.0216(11) 0.0534(16) -0.0046(11) -0.0027(12) -0.0080(10) C12 0.0389(13) 0.0212(11) 0.0351(12) 0.0030(9) -0.0081(10) -0.0037(9) C13 0.0323(11) 0.0160(9) 0.0261(11) -0.0031(8) -0.0085(9) 0.0026(8) C14 0.0311(12) 0.0300(12) 0.0409(13) -0.0049(10) -0.0045(10) 0.0069(10) C15 0.0386(14) 0.0411(15) 0.073(2) -0.0180(14) -0.0132(14) 0.0163(12) C16 0.073(2) 0.0358(15) 0.079(2) -0.0203(15) -0.0429(18) 0.0321(15) C17 0.107(3) 0.0342(15) 0.0458(17) -0.0017(13) -0.0350(18) 0.0291(16) C18 0.0702(18) 0.0259(12) 0.0304(13) 0.0016(10) -0.0110(12) 0.0142(12) C19 0.0162(9) 0.0217(10) 0.0118(8) -0.0008(7) 0.0016(7) 0.0016(7) C20 0.0183(9) 0.0229(10) 0.0167(9) -0.0011(8) 0.0029(7) 0.0021(8) C21 0.0232(10) 0.0289(11) 0.0188(10) -0.0068(8) -0.0022(8) -0.0003(8) C22 0.0319(11) 0.0362(12) 0.0173(10) -0.0026(9) -0.0077(9) 0.0052(9) C23 0.0395(12) 0.0262(11) 0.0175(10) 0.0033(9) -0.0043(9) 0.0056(10) C24 0.0257(10) 0.0215(10) 0.0131(9) -0.0024(7) -0.0010(7) 0.0008(8) C25 0.0149(8) 0.0151(9) 0.0183(9) 0.0002(7) 0.0019(7) -0.0011(7) C26 0.0186(9) 0.0278(11) 0.0206(10) -0.0053(8) 0.0005(8) 0.0015(8) C27 0.0181(10) 0.0412(13) 0.0308(12) -0.0095(10) -0.0034(9) 0.0015(9) C28 0.0152(9) 0.0364(13) 0.0393(13) -0.0082(10) 0.0077(9) -0.0026(9) C29 0.0238(10) 0.0324(12) 0.0239(11) -0.0050(9) 0.0103(8) -0.0026(9) C30 0.0215(10) 0.0247(10) 0.0189(10) -0.0016(8) 0.0020(8) -0.0021(8) C31 0.0176(9) 0.0176(9) 0.0128(8) 0.0020(7) -0.0029(7) -0.0014(7) C32 0.0218(10) 0.0224(10) 0.0293(11) 0.0026(8) 0.0048(8) 0.0005(8) C33 0.0307(12) 0.0315(12) 0.0396(13) 0.0070(10) 0.0107(10) -0.0066(10) C34 0.0411(13) 0.0234(11) 0.0303(12) 0.0087(9) -0.0023(10) -0.0085(9) C35 0.0376(12) 0.0177(10) 0.0257(11) 0.0007(8) -0.0056(9) 0.0030(9) C36 0.0235(10) 0.0214(10) 0.0199(10) 0.0000(8) -0.0009(8) 0.0008(8) N37 0.0154(7) 0.0168(8) 0.0236(8) -0.0046(7) 0.0019(6) -0.0015(6) C38 0.0185(9) 0.0248(11) 0.0337(11) -0.0059(9) -0.0024(8) 0.0005(8) C39 0.0145(9) 0.0389(13) 0.0475(14) -0.0156(11) 0.0026(9) 0.0004(9) C40 0.0220(11) 0.0503(15) 0.0364(13) -0.0196(11) 0.0137(9) -0.0094(10) C41 0.0251(11) 0.0395(13) 0.0245(11) -0.0109(10) 0.0091(9) -0.0087(10) C42 0.0192(9) 0.0190(9) 0.0194(10) -0.0073(8) 0.0048(7) -0.0037(7) C43 0.0213(9) 0.0162(9) 0.0142(9) -0.0020(7) 0.0038(7) -0.0035(7) N44 0.0272(9) 0.0326(10) 0.0139(8) -0.0007(7) 0.0015(7) -0.0023(7) N45 0.0265(9) 0.0277(9) 0.0165(8) -0.0004(7) -0.0028(7) 0.0016(7) N46 0.0193(8) 0.0226(8) 0.0167(8) 0.0005(7) -0.0020(6) 0.0018(7) N47 0.0141(7) 0.0186(8) 0.0147(7) 0.0010(6) 0.0007(6) 0.0009(6) _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 N47 2.0400(15) . ? Cu1 N37 2.0818(16) . ? Cu1 P1 2.2262(5) . ? Cu1 P2 2.2493(5) . ? P1 C7 1.8093(19) . ? P1 C13 1.810(2) . ? P1 C1 1.812(2) . ? P2 C25 1.8119(18) . ? P2 C31 1.8221(19) . ? P2 C19 1.8256(18) . ? O1 C24 1.376(2) . ? O1 C6 1.381(2) . ? C1 C6 1.381(3) . ? C1 C2 1.388(3) . ? C2 C3 1.383(3) . ? C2 H2 0.9500 . ? C3 C4 1.373(3) . ? C3 H3 0.9500 . ? C4 C5 1.375(3) . ? C4 H4 0.9500 . ? C5 C6 1.377(3) . ? C5 H5 0.9500 . ? C7 C8 1.379(3) . ? C7 C12 1.382(3) . ? C8 C9 1.378(3) . ? C8 H8 0.9500 . ? C9 C10 1.362(3) . ? C9 H9 0.9500 . ? C10 C11 1.370(3) . ? C10 H10 0.9500 . ? C11 C12 1.374(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.376(3) . ? C13 C18 1.383(3) . ? C14 C15 1.385(3) . ? C14 H14 0.9500 . ? C15 C16 1.360(4) . ? C15 H15 0.9500 . ? C16 C17 1.357(5) . ? C16 H16 0.9500 . ? C17 C18 1.385(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.384(3) . ? C19 C24 1.390(3) . ? C20 C21 1.381(3) . ? C20 H20 0.9500 . ? C21 C22 1.375(3) . ? C21 H21 0.9500 . ? C22 C23 1.375(3) . ? C22 H22 0.9500 . ? C23 C24 1.376(3) . ? C23 H23 0.9500 . ? C25 C26 1.383(3) . ? C25 C30 1.386(3) . ? C26 C27 1.374(3) . ? C26 H26 0.9500 . ? C27 C28 1.376(3) . ? C27 H27 0.9500 . ? C28 C29 1.369(3) . ? C28 H28 0.9500 . ? C29 C30 1.377(3) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C36 1.382(3) . ? C31 C32 1.383(3) . ? C32 C33 1.381(3) . ? C32 H32 0.9500 . ? C33 C34 1.371(3) . ? C33 H33 0.9500 . ? C34 C35 1.374(3) . ? C34 H34 0.9500 . ? C35 C36 1.381(3) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? N37 C38 1.332(2) . ? N37 C42 1.344(2) . ? C38 C39 1.371(3) . ? C38 H38 0.9500 . ? C39 C40 1.368(4) . ? C39 H39 0.9500 . ? C40 C41 1.373(3) . ? C40 H40 0.9500 . ? C41 C42 1.380(3) . ? C41 H41 0.9500 . ? C42 C43 1.454(3) . ? C43 N44 1.318(2) . ? C43 N47 1.328(2) . ? N44 N45 1.343(2) . ? N45 N46 1.312(2) . ? N46 N47 1.335(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N47 Cu1 N37 80.52(6) . . ? N47 Cu1 P1 117.39(5) . . ? N37 Cu1 P1 113.19(5) . . ? N47 Cu1 P2 108.95(5) . . ? N37 Cu1 P2 118.14(5) . . ? P1 Cu1 P2 114.42(2) . . ? C7 P1 C13 102.44(9) . . ? C7 P1 C1 102.11(9) . . ? C13 P1 C1 106.24(10) . . ? C7 P1 Cu1 119.58(7) . . ? C13 P1 Cu1 117.70(7) . . ? C1 P1 Cu1 107.08(6) . . ? C25 P2 C31 102.40(8) . . ? C25 P2 C19 103.41(8) . . ? C31 P2 C19 102.41(8) . . ? C25 P2 Cu1 112.40(6) . . ? C31 P2 Cu1 113.39(6) . . ? C19 P2 Cu1 120.73(6) . . ? C24 O1 C6 118.43(15) . . ? C6 C1 C2 118.24(19) . . ? C6 C1 P1 117.23(15) . . ? C2 C1 P1 123.72(16) . . ? C3 C2 C1 120.4(2) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C4 C3 C2 120.1(2) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 120.3(2) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 119.2(2) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? C5 C6 O1 123.05(19) . . ? C5 C6 C1 121.7(2) . . ? O1 C6 C1 115.23(17) . . ? C8 C7 C12 118.62(19) . . ? C8 C7 P1 118.89(15) . . ? C12 C7 P1 122.38(16) . . ? C9 C8 C7 120.5(2) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C10 C9 C8 120.1(2) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C11 120.0(2) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C10 C11 C12 120.1(2) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C7 120.5(2) . . ? C11 C12 H12 119.7 . . ? C7 C12 H12 119.7 . . ? C14 C13 C18 118.9(2) . . ? C14 C13 P1 117.47(16) . . ? C18 C13 P1 123.60(18) . . ? C13 C14 C15 120.6(2) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C16 C15 C14 119.9(3) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C17 C16 C15 120.2(2) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C18 120.8(3) . . ? C16 C17 H17 119.6 . . ? C18 C17 H17 119.6 . . ? C13 C18 C17 119.6(3) . . ? C13 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C20 C19 C24 117.27(17) . . ? C20 C19 P2 122.75(15) . . ? C24 C19 P2 119.90(14) . . ? C21 C20 C19 121.48(19) . . ? C21 C20 H20 119.3 . . ? C19 C20 H20 119.3 . . ? C22 C21 C20 119.67(19) . . ? C22 C21 H21 120.2 . . ? C20 C21 H21 120.2 . . ? C23 C22 C21 120.26(19) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C24 119.4(2) . . ? C22 C23 H23 120.3 . . ? C24 C23 H23 120.3 . . ? O1 C24 C23 117.92(18) . . ? O1 C24 C19 120.09(16) . . ? C23 C24 C19 121.87(19) . . ? C26 C25 C30 119.04(17) . . ? C26 C25 P2 117.28(14) . . ? C30 C25 P2 123.66(14) . . ? C27 C26 C25 120.05(18) . . ? C27 C26 H26 120.0 . . ? C25 C26 H26 120.0 . . ? C26 C27 C28 120.5(2) . . ? C26 C27 H27 119.7 . . ? C28 C27 H27 119.7 . . ? C29 C28 C27 119.79(19) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C28 C29 C30 120.17(19) . . ? C28 C29 H29 119.9 . . ? C30 C29 H29 119.9 . . ? C29 C30 C25 120.38(18) . . ? C29 C30 H30 119.8 . . ? C25 C30 H30 119.8 . . ? C36 C31 C32 118.75(18) . . ? C36 C31 P2 123.75(14) . . ? C32 C31 P2 117.50(14) . . ? C33 C32 C31 120.67(19) . . ? C33 C32 H32 119.7 . . ? C31 C32 H32 119.7 . . ? C34 C33 C32 120.1(2) . . ? C34 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C33 C34 C35 119.7(2) . . ? C33 C34 H34 120.1 . . ? C35 C34 H34 120.1 . . ? C34 C35 C36 120.4(2) . . ? C34 C35 H35 119.8 . . ? C36 C35 H35 119.8 . . ? C35 C36 C31 120.33(19) . . ? C35 C36 H36 119.8 . . ? C31 C36 H36 119.8 . . ? C38 N37 C42 117.43(17) . . ? C38 N37 Cu1 129.23(15) . . ? C42 N37 Cu1 113.29(12) . . ? N37 C38 C39 122.9(2) . . ? N37 C38 H38 118.6 . . ? C39 C38 H38 118.6 . . ? C40 C39 C38 119.4(2) . . ? C40 C39 H39 120.3 . . ? C38 C39 H39 120.3 . . ? C39 C40 C41 118.9(2) . . ? C39 C40 H40 120.5 . . ? C41 C40 H40 120.5 . . ? C40 C41 C42 118.6(2) . . ? C40 C41 H41 120.7 . . ? C42 C41 H41 120.7 . . ? N37 C42 C41 122.77(19) . . ? N37 C42 C43 113.94(16) . . ? C41 C42 C43 123.29(19) . . ? N44 C43 N47 112.18(17) . . ? N44 C43 C42 128.06(17) . . ? N47 C43 C42 119.73(17) . . ? C43 N44 N45 104.14(15) . . ? N46 N45 N44 110.05(15) . . ? N45 N46 N47 108.48(15) . . ? C43 N47 N46 105.14(15) . . ? C43 N47 Cu1 111.98(12) . . ? N46 N47 Cu1 141.82(12) . . ? 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 N47 Cu1 P1 C7 4.89(9) . . . . ? N37 Cu1 P1 C7 -86.26(9) . . . . ? P2 Cu1 P1 C7 134.45(7) . . . . ? N47 Cu1 P1 C13 130.18(9) . . . . ? N37 Cu1 P1 C13 39.03(9) . . . . ? P2 Cu1 P1 C13 -100.26(8) . . . . ? N47 Cu1 P1 C1 -110.37(8) . . . . ? N37 Cu1 P1 C1 158.47(8) . . . . ? P2 Cu1 P1 C1 19.19(7) . . . . ? N47 Cu1 P2 C25 67.20(8) . . . . ? N37 Cu1 P2 C25 156.41(8) . . . . ? P1 Cu1 P2 C25 -66.44(7) . . . . ? N47 Cu1 P2 C31 -48.36(8) . . . . ? N37 Cu1 P2 C31 40.85(8) . . . . ? P1 Cu1 P2 C31 178.01(6) . . . . ? N47 Cu1 P2 C19 -170.33(8) . . . . ? N37 Cu1 P2 C19 -81.12(9) . . . . ? P1 Cu1 P2 C19 56.04(7) . . . . ? C7 P1 C1 C6 174.79(16) . . . . ? C13 P1 C1 C6 67.82(17) . . . . ? Cu1 P1 C1 C6 -58.76(16) . . . . ? C7 P1 C1 C2 -15.8(2) . . . . ? C13 P1 C1 C2 -122.74(18) . . . . ? Cu1 P1 C1 C2 110.68(17) . . . . ? C6 C1 C2 C3 -0.3(3) . . . . ? P1 C1 C2 C3 -169.60(17) . . . . ? C1 C2 C3 C4 -1.0(4) . . . . ? C2 C3 C4 C5 0.8(4) . . . . ? C3 C4 C5 C6 0.6(4) . . . . ? C4 C5 C6 O1 179.9(2) . . . . ? C4 C5 C6 C1 -1.9(3) . . . . ? C24 O1 C6 C5 -32.0(3) . . . . ? C24 O1 C6 C1 149.70(17) . . . . ? C2 C1 C6 C5 1.7(3) . . . . ? P1 C1 C6 C5 171.73(16) . . . . ? C2 C1 C6 O1 -179.99(17) . . . . ? P1 C1 C6 O1 -10.0(2) . . . . ? C13 P1 C7 C8 -147.83(16) . . . . ? C1 P1 C7 C8 102.29(16) . . . . ? Cu1 P1 C7 C8 -15.56(18) . . . . ? C13 P1 C7 C12 36.0(2) . . . . ? C1 P1 C7 C12 -73.85(19) . . . . ? Cu1 P1 C7 C12 168.30(16) . . . . ? C12 C7 C8 C9 2.6(3) . . . . ? P1 C7 C8 C9 -173.66(16) . . . . ? C7 C8 C9 C10 -1.2(3) . . . . ? C8 C9 C10 C11 -1.1(3) . . . . ? C9 C10 C11 C12 1.8(4) . . . . ? C10 C11 C12 C7 -0.3(4) . . . . ? C8 C7 C12 C11 -1.9(3) . . . . ? P1 C7 C12 C11 174.28(18) . . . . ? C7 P1 C13 C14 77.46(18) . . . . ? C1 P1 C13 C14 -175.81(17) . . . . ? Cu1 P1 C13 C14 -55.92(18) . . . . ? C7 P1 C13 C18 -102.5(2) . . . . ? C1 P1 C13 C18 4.2(2) . . . . ? Cu1 P1 C13 C18 124.09(18) . . . . ? C18 C13 C14 C15 0.8(3) . . . . ? P1 C13 C14 C15 -179.23(19) . . . . ? C13 C14 C15 C16 -0.9(4) . . . . ? C14 C15 C16 C17 0.1(4) . . . . ? C15 C16 C17 C18 0.8(5) . . . . ? C14 C13 C18 C17 0.1(4) . . . . ? P1 C13 C18 C17 -179.9(2) . . . . ? C16 C17 C18 C13 -0.9(4) . . . . ? C25 P2 C19 C20 -90.57(16) . . . . ? C31 P2 C19 C20 15.61(17) . . . . ? Cu1 P2 C19 C20 142.74(13) . . . . ? C25 P2 C19 C24 92.82(16) . . . . ? C31 P2 C19 C24 -161.01(15) . . . . ? Cu1 P2 C19 C24 -33.87(18) . . . . ? C24 C19 C20 C21 1.6(3) . . . . ? P2 C19 C20 C21 -175.09(15) . . . . ? C19 C20 C21 C22 1.0(3) . . . . ? C20 C21 C22 C23 -2.1(3) . . . . ? C21 C22 C23 C24 0.5(3) . . . . ? C6 O1 C24 C23 107.1(2) . . . . ? C6 O1 C24 C19 -76.9(2) . . . . ? C22 C23 C24 O1 178.21(19) . . . . ? C22 C23 C24 C19 2.2(3) . . . . ? C20 C19 C24 O1 -179.13(16) . . . . ? P2 C19 C24 O1 -2.3(2) . . . . ? C20 C19 C24 C23 -3.2(3) . . . . ? P2 C19 C24 C23 173.55(16) . . . . ? C31 P2 C25 C26 85.65(16) . . . . ? C19 P2 C25 C26 -168.17(15) . . . . ? Cu1 P2 C25 C26 -36.37(17) . . . . ? C31 P2 C25 C30 -92.69(17) . . . . ? C19 P2 C25 C30 13.49(19) . . . . ? Cu1 P2 C25 C30 145.28(15) . . . . ? C30 C25 C26 C27 2.3(3) . . . . ? P2 C25 C26 C27 -176.08(17) . . . . ? C25 C26 C27 C28 -3.2(3) . . . . ? C26 C27 C28 C29 1.7(4) . . . . ? C27 C28 C29 C30 0.5(3) . . . . ? C28 C29 C30 C25 -1.3(3) . . . . ? C26 C25 C30 C29 -0.1(3) . . . . ? P2 C25 C30 C29 178.18(16) . . . . ? C25 P2 C31 C36 16.89(18) . . . . ? C19 P2 C31 C36 -90.06(17) . . . . ? Cu1 P2 C31 C36 138.24(15) . . . . ? C25 P2 C31 C32 -162.52(15) . . . . ? C19 P2 C31 C32 90.53(16) . . . . ? Cu1 P2 C31 C32 -41.17(16) . . . . ? C36 C31 C32 C33 2.3(3) . . . . ? P2 C31 C32 C33 -178.28(17) . . . . ? C31 C32 C33 C34 -1.5(3) . . . . ? C32 C33 C34 C35 -0.2(4) . . . . ? C33 C34 C35 C36 1.2(3) . . . . ? C34 C35 C36 C31 -0.4(3) . . . . ? C32 C31 C36 C35 -1.3(3) . . . . ? P2 C31 C36 C35 179.30(15) . . . . ? N47 Cu1 N37 C38 177.46(18) . . . . ? P1 Cu1 N37 C38 -66.70(17) . . . . ? P2 Cu1 N37 C38 70.95(17) . . . . ? N47 Cu1 N37 C42 0.19(13) . . . . ? P1 Cu1 N37 C42 116.03(12) . . . . ? P2 Cu1 N37 C42 -106.31(12) . . . . ? C42 N37 C38 C39 0.8(3) . . . . ? Cu1 N37 C38 C39 -176.36(16) . . . . ? N37 C38 C39 C40 0.3(3) . . . . ? C38 C39 C40 C41 -0.5(3) . . . . ? C39 C40 C41 C42 -0.4(3) . . . . ? C38 N37 C42 C41 -1.8(3) . . . . ? Cu1 N37 C42 C41 175.79(16) . . . . ? C38 N37 C42 C43 178.25(17) . . . . ? Cu1 N37 C42 C43 -4.1(2) . . . . ? C40 C41 C42 N37 1.7(3) . . . . ? C40 C41 C42 C43 -178.4(2) . . . . ? N37 C42 C43 N44 -169.67(19) . . . . ? C41 C42 C43 N44 10.4(3) . . . . ? N37 C42 C43 N47 8.3(3) . . . . ? C41 C42 C43 N47 -171.63(19) . . . . ? N47 C43 N44 N45 0.5(2) . . . . ? C42 C43 N44 N45 178.56(18) . . . . ? C43 N44 N45 N46 -0.2(2) . . . . ? N44 N45 N46 N47 -0.2(2) . . . . ? N44 C43 N47 N46 -0.6(2) . . . . ? C42 C43 N47 N46 -178.85(16) . . . . ? N44 C43 N47 Cu1 170.34(13) . . . . ? C42 C43 N47 Cu1 -7.9(2) . . . . ? N45 N46 N47 C43 0.5(2) . . . . ? N45 N46 N47 Cu1 -165.86(16) . . . . ? N37 Cu1 N47 C43 4.10(13) . . . . ? P1 Cu1 N47 C43 -107.19(12) . . . . ? P2 Cu1 N47 C43 120.74(12) . . . . ? N37 Cu1 N47 N46 169.8(2) . . . . ? P1 Cu1 N47 N46 58.6(2) . . . . ? P2 Cu1 N47 N46 -73.5(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C8 H8 N46 0.95 2.59 3.535(3) 173.5 . C8 H8 N47 0.95 2.61 3.503(3) 156.7 . C11 H11 N46 0.95 2.55 3.364(3) 143.3 2_545 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.388 _refine_diff_density_min -0.358 _refine_diff_density_rms 0.058 data_sb337_hy_compound_(2a+2b) _database_code_depnum_ccdc_archive 'CCDC 922233' #TrackingRef 'chem_comm_2013_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C84 H65 Cu2 N10 O2 P4, F6 P, 2(C H2 Cl2)' _chemical_formula_sum 'C86 H69 Cl4 Cu2 F6 N10 O2 P5' _chemical_formula_weight 1812.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cl Cl 0.1484 0.1585 '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 12.294(1) _cell_length_b 13.170(1) _cell_length_c 14.471(1) _cell_angle_alpha 71.00(1) _cell_angle_beta 85.67(1) _cell_angle_gamma 69.54(1) _cell_volume 2073.7(3) _cell_formula_units_Z 1 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 173 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description blocks _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 926 _exptl_absorpt_coefficient_mu 0.806 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7847 _exptl_absorpt_correction_T_max 0.9281 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; dx = 35 mm, 70 sec./deg., 2 deg., 8 sets, 367 frames ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method 'rotation in phi and omega, 2 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42424 _diffrn_reflns_av_R_equivalents 0.0271 _diffrn_reflns_av_sigmaI/netI 0.0236 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9464 _reflns_number_gt 8104 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement EVALCCD _computing_data_reduction EVALCCD _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. H(46) disordered (s.o.f.= 0.50): (LLH)+Cu2 PF6 2 CH2Cl2 ; _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^)+(0.0790P)^2^+6.5647P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9464 _refine_ls_number_parameters 523 _refine_ls_number_restraints 22 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0565 _refine_ls_wR_factor_ref 0.1615 _refine_ls_wR_factor_gt 0.1509 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 0.75202(3) 0.49285(3) 0.18907(3) 0.01672(11) Uani 1 1 d . . . P1 P 0.60039(6) 0.64131(6) 0.11472(5) 0.01571(16) Uani 1 1 d . . . P2 P 0.83622(6) 0.51056(7) 0.31259(6) 0.01882(17) Uani 1 1 d . . . O1 O 0.58088(18) 0.63487(19) 0.31462(15) 0.0195(4) Uani 1 1 d . . . C1 C 0.5886(2) 0.7584(3) 0.1579(2) 0.0184(6) Uani 1 1 d . . . C2 C 0.5917(3) 0.8623(3) 0.0979(2) 0.0257(7) Uani 1 1 d . . . H2 H 0.5899 0.8789 0.0289 0.031 Uiso 1 1 calc R . . C3 C 0.5975(4) 0.9427(3) 0.1372(3) 0.0336(8) Uani 1 1 d . . . H3 H 0.5996 1.0144 0.0953 0.040 Uiso 1 1 calc R . . C4 C 0.6003(4) 0.9193(3) 0.2364(3) 0.0346(8) Uani 1 1 d . . . H4 H 0.6052 0.9749 0.2629 0.041 Uiso 1 1 calc R . . C5 C 0.5962(3) 0.8171(3) 0.2982(2) 0.0260(7) Uani 1 1 d . . . H5 H 0.5978 0.8013 0.3671 0.031 Uiso 1 1 calc R . . C6 C 0.5899(2) 0.7379(3) 0.2585(2) 0.0194(6) Uani 1 1 d . . . C7 C 0.4579(3) 0.6299(3) 0.1274(2) 0.0202(6) Uani 1 1 d . . . C8 C 0.4457(3) 0.5310(3) 0.1264(3) 0.0273(7) Uani 1 1 d . . . H8 H 0.5125 0.4680 0.1240 0.033 Uiso 1 1 calc R . . C9 C 0.3367(3) 0.5222(3) 0.1288(3) 0.0317(8) Uani 1 1 d . . . H9 H 0.3287 0.4536 0.1273 0.038 Uiso 1 1 calc R . . C10 C 0.2406(3) 0.6118(4) 0.1331(3) 0.0323(8) Uani 1 1 d . . . H10 H 0.1658 0.6056 0.1350 0.039 Uiso 1 1 calc R . . C11 C 0.2522(3) 0.7108(4) 0.1349(4) 0.0477(12) Uani 1 1 d . . . H11 H 0.1852 0.7732 0.1381 0.057 Uiso 1 1 calc R . . C12 C 0.3603(3) 0.7203(4) 0.1318(3) 0.0394(10) Uani 1 1 d . . . H12 H 0.3678 0.7893 0.1328 0.047 Uiso 1 1 calc R . . C13 C 0.6083(3) 0.7008(3) -0.0157(2) 0.0188(6) Uani 1 1 d . . . C14 C 0.7151(3) 0.7038(3) -0.0508(2) 0.0237(6) Uani 1 1 d . . . H14 H 0.7802 0.6747 -0.0065 0.028 Uiso 1 1 calc R . . C15 C 0.7281(3) 0.7485(3) -0.1492(3) 0.0299(7) Uani 1 1 d . . . H15 H 0.8015 0.7514 -0.1727 0.036 Uiso 1 1 calc R . . C16 C 0.6342(4) 0.7889(3) -0.2136(2) 0.0322(8) Uani 1 1 d . . . H16 H 0.6429 0.8199 -0.2817 0.039 Uiso 1 1 calc R . . C17 C 0.5288(3) 0.7848(3) -0.1801(2) 0.0297(7) Uani 1 1 d . . . H17 H 0.4646 0.8121 -0.2251 0.036 Uiso 1 1 calc R . . C18 C 0.5147(3) 0.7413(3) -0.0817(2) 0.0229(6) Uani 1 1 d . . . H18 H 0.4408 0.7390 -0.0589 0.027 Uiso 1 1 calc R . . C19 C 0.7502(3) 0.5174(3) 0.4195(2) 0.0198(6) Uani 1 1 d . . . C20 C 0.7970(3) 0.4591(3) 0.5137(2) 0.0262(7) Uani 1 1 d . . . H20 H 0.8768 0.4127 0.5237 0.031 Uiso 1 1 calc R . . C21 C 0.7305(3) 0.4668(3) 0.5926(2) 0.0315(8) Uani 1 1 d . . . H21 H 0.7640 0.4259 0.6570 0.038 Uiso 1 1 calc R . . C22 C 0.6155(3) 0.5335(4) 0.5791(3) 0.0368(9) Uani 1 1 d . . . H22 H 0.5694 0.5393 0.6341 0.044 Uiso 1 1 calc R . . C23 C 0.5663(3) 0.5927(3) 0.4858(3) 0.0310(8) Uani 1 1 d . . . H23 H 0.4864 0.6392 0.4762 0.037 Uiso 1 1 calc R . . C24 C 0.6337(3) 0.5834(3) 0.4073(2) 0.0203(6) Uani 1 1 d . . . C25 C 0.9660(3) 0.3880(3) 0.3617(2) 0.0246(7) Uani 1 1 d . . . C26 C 0.9564(3) 0.2814(3) 0.3952(3) 0.0311(8) Uani 1 1 d . . . H26 H 0.8819 0.2745 0.3971 0.037 Uiso 1 1 calc R . . C27 C 1.0534(3) 0.1844(4) 0.4260(3) 0.0378(9) Uani 1 1 d . . . H27 H 1.0458 0.1111 0.4483 0.045 Uiso 1 1 calc R . . C28 C 1.1611(3) 0.1942(4) 0.4244(3) 0.0402(10) Uani 1 1 d . . . H28 H 1.2281 0.1275 0.4459 0.048 Uiso 1 1 calc R . . C29 C 1.1718(3) 0.2991(4) 0.3920(3) 0.0380(9) Uani 1 1 d . . . H29 H 1.2465 0.3055 0.3913 0.046 Uiso 1 1 calc R . . C30 C 1.0747(3) 0.3967(3) 0.3599(3) 0.0298(7) Uani 1 1 d . . . H30 H 1.0830 0.4698 0.3367 0.036 Uiso 1 1 calc R . . C31 C 0.8828(3) 0.6321(3) 0.2866(2) 0.0216(6) Uani 1 1 d . . . C32 C 0.9010(3) 0.6846(3) 0.1911(2) 0.0284(7) Uani 1 1 d . . . H32 H 0.8869 0.6579 0.1413 0.034 Uiso 1 1 calc R . . C33 C 0.9395(3) 0.7753(4) 0.1671(3) 0.0361(8) Uani 1 1 d . . . H33 H 0.9521 0.8112 0.1008 0.043 Uiso 1 1 calc R . . C34 C 0.9597(3) 0.8144(3) 0.2389(3) 0.0319(8) Uani 1 1 d . . . H34 H 0.9878 0.8765 0.2224 0.038 Uiso 1 1 calc R . . C35 C 0.9397(3) 0.7641(3) 0.3343(3) 0.0315(8) Uani 1 1 d . . . H35 H 0.9525 0.7922 0.3837 0.038 Uiso 1 1 calc R . . C36 C 0.9012(3) 0.6729(3) 0.3587(3) 0.0274(7) Uani 1 1 d . . . H36 H 0.8872 0.6380 0.4249 0.033 Uiso 1 1 calc R . . N37 N 0.7403(2) 0.3329(2) 0.24185(19) 0.0186(5) Uani 1 1 d . . . C38 C 0.6784(3) 0.2962(3) 0.3161(2) 0.0247(7) Uani 1 1 d . . . H38 H 0.6221 0.3511 0.3403 0.030 Uiso 1 1 calc R . . C39 C 0.6919(3) 0.1837(3) 0.3592(3) 0.0317(8) Uani 1 1 d . . . H39 H 0.6473 0.1607 0.4133 0.038 Uiso 1 1 calc R . . C40 C 0.7709(3) 0.1042(3) 0.3231(3) 0.0347(8) Uani 1 1 d . . . H40 H 0.7812 0.0253 0.3512 0.042 Uiso 1 1 calc R . . C41 C 0.8349(3) 0.1407(3) 0.2455(3) 0.0313(8) Uani 1 1 d . . . H41 H 0.8899 0.0877 0.2187 0.038 Uiso 1 1 calc R . . C42 C 0.8177(3) 0.2550(3) 0.2079(2) 0.0203(6) Uani 1 1 d . . . C43 C 0.8870(3) 0.3012(3) 0.1322(2) 0.0195(6) Uani 1 1 d . . . N44 N 0.9654(2) 0.2444(3) 0.0817(2) 0.0275(6) Uani 1 1 d . . . N45 N 1.0096(2) 0.3196(3) 0.0255(2) 0.0287(6) Uani 1 1 d . . . N46 N 0.9588(2) 0.4165(3) 0.04221(19) 0.0227(5) Uani 1 1 d D . . H46 H 0.984(7) 0.474(5) 0.019(6) 0.027 Uiso 0.50 1 d PD . . N47 N 0.8803(2) 0.4085(2) 0.10932(18) 0.0177(5) Uani 1 1 d . . . P3 P 0.5000 0.0000 0.5000 0.0150(2) Uani 1 2 d S . . F1 F 0.60152(16) -0.01717(18) 0.42643(14) 0.0269(4) Uani 1 1 d . . . F2 F 0.45346(17) 0.13321(16) 0.44415(15) 0.0279(4) Uani 1 1 d . . . F3 F 0.41855(16) -0.01829(18) 0.43110(14) 0.0268(4) Uani 1 1 d . . . C1C C 0.2745(7) -0.0849(8) 0.2952(5) 0.113(3) Uani 1 1 d DU . . H1C1 H 0.3067 -0.0363 0.3162 0.135 Uiso 1 1 calc R . . H1C2 H 0.3398 -0.1415 0.2746 0.135 Uiso 1 1 calc R . . Cl1 Cl 0.1806(2) -0.0024(2) 0.1991(2) 0.1170(8) Uani 1 1 d DU . . Cl2 Cl 0.2127(4) -0.1550(4) 0.3913(3) 0.196(2) Uani 1 1 d DU . . 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 0.01470(18) 0.01779(19) 0.01667(19) -0.00778(14) -0.00171(13) -0.00184(14) P1 0.0138(3) 0.0174(4) 0.0162(3) -0.0077(3) -0.0021(3) -0.0030(3) P2 0.0117(3) 0.0280(4) 0.0165(4) -0.0105(3) -0.0010(3) -0.0030(3) O1 0.0168(10) 0.0245(11) 0.0174(10) -0.0085(9) 0.0001(8) -0.0055(8) C1 0.0154(13) 0.0200(14) 0.0197(14) -0.0096(11) -0.0033(10) -0.0021(11) C2 0.0305(17) 0.0216(15) 0.0229(15) -0.0084(13) -0.0075(13) -0.0037(13) C3 0.048(2) 0.0190(16) 0.0321(18) -0.0076(14) -0.0121(16) -0.0072(15) C4 0.046(2) 0.0247(17) 0.0350(19) -0.0165(15) -0.0101(16) -0.0057(16) C5 0.0285(16) 0.0237(16) 0.0238(15) -0.0127(13) -0.0065(13) -0.0002(13) C6 0.0141(13) 0.0208(14) 0.0210(14) -0.0090(12) -0.0026(11) -0.0006(11) C7 0.0170(14) 0.0269(16) 0.0179(14) -0.0098(12) -0.0010(11) -0.0064(12) C8 0.0206(15) 0.0247(16) 0.0359(18) -0.0090(14) -0.0046(13) -0.0063(13) C9 0.0279(17) 0.0311(18) 0.041(2) -0.0125(16) -0.0033(15) -0.0146(15) C10 0.0206(16) 0.051(2) 0.0353(19) -0.0215(17) 0.0036(14) -0.0179(16) C11 0.0195(17) 0.059(3) 0.083(3) -0.051(3) 0.0119(19) -0.0109(18) C12 0.0213(17) 0.044(2) 0.070(3) -0.042(2) 0.0088(17) -0.0116(16) C13 0.0221(14) 0.0177(14) 0.0165(13) -0.0079(11) -0.0020(11) -0.0039(11) C14 0.0264(16) 0.0279(16) 0.0186(14) -0.0074(12) -0.0012(12) -0.0111(13) C15 0.0378(19) 0.0304(18) 0.0236(16) -0.0069(14) 0.0045(14) -0.0163(15) C16 0.050(2) 0.0244(17) 0.0173(15) -0.0031(13) -0.0047(14) -0.0097(16) C17 0.0366(19) 0.0245(16) 0.0222(16) -0.0069(13) -0.0132(14) -0.0016(14) C18 0.0222(15) 0.0212(15) 0.0232(15) -0.0093(12) -0.0072(12) -0.0012(12) C19 0.0177(14) 0.0273(16) 0.0163(13) -0.0092(12) 0.0013(11) -0.0079(12) C20 0.0221(15) 0.0345(18) 0.0201(15) -0.0090(13) -0.0018(12) -0.0068(13) C21 0.0330(18) 0.043(2) 0.0168(15) -0.0063(14) 0.0007(13) -0.0138(16) C22 0.0313(19) 0.055(2) 0.0215(16) -0.0132(16) 0.0105(14) -0.0126(17) C23 0.0198(15) 0.043(2) 0.0254(17) -0.0129(15) 0.0062(13) -0.0047(14) C24 0.0183(14) 0.0259(15) 0.0170(14) -0.0083(12) 0.0012(11) -0.0071(12) C25 0.0159(14) 0.0358(18) 0.0195(14) -0.0141(13) -0.0044(11) 0.0000(13) C26 0.0214(16) 0.0364(19) 0.0277(17) -0.0083(15) -0.0065(13) -0.0011(14) C27 0.0320(19) 0.035(2) 0.034(2) -0.0084(16) -0.0095(15) 0.0026(16) C28 0.0247(17) 0.047(2) 0.035(2) -0.0170(18) -0.0081(15) 0.0108(16) C29 0.0153(15) 0.054(2) 0.043(2) -0.0251(19) -0.0025(14) 0.0005(15) C30 0.0164(15) 0.042(2) 0.0321(18) -0.0200(16) -0.0021(13) -0.0026(14) C31 0.0124(13) 0.0325(17) 0.0218(15) -0.0145(13) 0.0006(11) -0.0046(12) C32 0.0267(16) 0.045(2) 0.0234(16) -0.0194(15) 0.0079(13) -0.0181(15) C33 0.038(2) 0.051(2) 0.0311(18) -0.0186(17) 0.0129(15) -0.0265(18) C34 0.0247(17) 0.037(2) 0.041(2) -0.0199(16) 0.0054(14) -0.0133(15) C35 0.0297(17) 0.0359(19) 0.0331(18) -0.0190(15) -0.0046(14) -0.0079(15) C36 0.0264(16) 0.0347(18) 0.0221(15) -0.0133(14) -0.0037(12) -0.0068(14) N37 0.0147(11) 0.0216(13) 0.0195(12) -0.0067(10) 0.0017(9) -0.0063(10) C38 0.0174(14) 0.0331(17) 0.0234(15) -0.0068(13) 0.0026(12) -0.0108(13) C39 0.0275(17) 0.038(2) 0.0290(17) -0.0025(15) 0.0036(14) -0.0192(15) C40 0.0313(18) 0.0269(18) 0.043(2) -0.0018(15) 0.0021(16) -0.0151(15) C41 0.0294(18) 0.0213(16) 0.041(2) -0.0096(15) 0.0054(15) -0.0071(14) C42 0.0169(14) 0.0201(14) 0.0220(14) -0.0057(12) 0.0002(11) -0.0049(11) C43 0.0182(14) 0.0205(14) 0.0191(14) -0.0078(11) 0.0020(11) -0.0047(11) N44 0.0239(14) 0.0293(15) 0.0300(15) -0.0156(12) 0.0069(11) -0.0054(12) N45 0.0235(14) 0.0384(17) 0.0254(14) -0.0156(13) 0.0087(11) -0.0087(12) N46 0.0195(13) 0.0328(15) 0.0180(12) -0.0108(11) 0.0057(10) -0.0100(11) N47 0.0154(11) 0.0230(13) 0.0153(11) -0.0077(10) 0.0044(9) -0.0066(10) P3 0.0134(5) 0.0179(5) 0.0126(4) -0.0038(4) 0.0003(4) -0.0053(4) F1 0.0226(9) 0.0379(11) 0.0245(9) -0.0145(8) 0.0113(7) -0.0132(8) F2 0.0248(10) 0.0196(9) 0.0313(10) 0.0008(8) -0.0043(8) -0.0055(8) F3 0.0224(9) 0.0356(11) 0.0259(10) -0.0136(8) -0.0051(7) -0.0094(8) C1C 0.099(6) 0.165(9) 0.118(7) -0.090(7) 0.003(5) -0.055(6) Cl1 0.1126(17) 0.1056(16) 0.1270(19) -0.0126(14) -0.0281(14) -0.0467(14) Cl2 0.269(5) 0.204(4) 0.138(3) 0.027(2) -0.074(3) -0.167(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 N37 2.046(3) . ? Cu1 N47 2.095(2) . ? Cu1 P1 2.2002(9) . ? Cu1 P2 2.2451(8) . ? P1 C7 1.801(3) . ? P1 C13 1.802(3) . ? P1 C1 1.802(3) . ? P2 C31 1.802(3) . ? P2 C25 1.812(3) . ? P2 C19 1.816(3) . ? O1 C6 1.374(4) . ? O1 C24 1.382(4) . ? C1 C2 1.374(5) . ? C1 C6 1.392(4) . ? C2 C3 1.378(5) . ? C2 H2 0.9500 . ? C3 C4 1.368(5) . ? C3 H3 0.9500 . ? C4 C5 1.368(5) . ? C4 H4 0.9500 . ? C5 C6 1.369(4) . ? C5 H5 0.9500 . ? C7 C8 1.366(5) . ? C7 C12 1.379(5) . ? C8 C9 1.382(5) . ? C8 H8 0.9500 . ? C9 C10 1.361(5) . ? C9 H9 0.9500 . ? C10 C11 1.368(6) . ? C10 H10 0.9500 . ? C11 C12 1.374(5) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.381(4) . ? C13 C18 1.388(4) . ? C14 C15 1.372(5) . ? C14 H14 0.9500 . ? C15 C16 1.377(5) . ? C15 H15 0.9500 . ? C16 C17 1.361(6) . ? C16 H16 0.9500 . ? C17 C18 1.374(5) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C24 1.380(4) . ? C19 C20 1.381(4) . ? C20 C21 1.364(5) . ? C20 H20 0.9500 . ? C21 C22 1.367(5) . ? C21 H21 0.9500 . ? C22 C23 1.381(5) . ? C22 H22 0.9500 . ? C23 C24 1.367(4) . ? C23 H23 0.9500 . ? C25 C26 1.372(5) . ? C25 C30 1.378(5) . ? C26 C27 1.377(5) . ? C26 H26 0.9500 . ? C27 C28 1.371(6) . ? C27 H27 0.9500 . ? C28 C29 1.357(7) . ? C28 H28 0.9500 . ? C29 C30 1.385(5) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.370(5) . ? C31 C36 1.384(4) . ? C32 C33 1.368(5) . ? C32 H32 0.9500 . ? C33 C34 1.373(5) . ? C33 H33 0.9500 . ? C34 C35 1.368(6) . ? C34 H34 0.9500 . ? C35 C36 1.374(5) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? N37 C38 1.328(4) . ? N37 C42 1.333(4) . ? C38 C39 1.362(5) . ? C38 H38 0.9500 . ? C39 C40 1.372(6) . ? C39 H39 0.9500 . ? C40 C41 1.375(5) . ? C40 H40 0.9500 . ? C41 C42 1.367(5) . ? C41 H41 0.9500 . ? C42 C43 1.443(4) . ? C43 N47 1.316(4) . ? C43 N44 1.329(4) . ? N44 N45 1.312(4) . ? N45 N46 1.303(4) . ? N46 N47 1.323(3) . ? N46 H46 0.87(2) . ? P3 F1 1.5815(18) 2_656 ? P3 F1 1.5815(18) . ? P3 F2 1.5822(19) 2_656 ? P3 F2 1.5822(19) . ? P3 F3 1.5908(18) 2_656 ? P3 F3 1.5908(18) . ? C1C Cl1 1.682(7) . ? C1C Cl2 1.690(7) . ? C1C H1C1 0.9900 . ? C1C H1C2 0.9900 . ? 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 N37 Cu1 N47 79.99(10) . . ? N37 Cu1 P1 120.27(7) . . ? N47 Cu1 P1 121.09(7) . . ? N37 Cu1 P2 104.83(8) . . ? N47 Cu1 P2 109.56(7) . . ? P1 Cu1 P2 115.43(3) . . ? C7 P1 C13 102.97(14) . . ? C7 P1 C1 104.69(14) . . ? C13 P1 C1 103.11(14) . . ? C7 P1 Cu1 119.65(11) . . ? C13 P1 Cu1 115.70(10) . . ? C1 P1 Cu1 109.00(10) . . ? C31 P2 C25 104.44(15) . . ? C31 P2 C19 102.80(14) . . ? C25 P2 C19 103.16(15) . . ? C31 P2 Cu1 117.52(11) . . ? C25 P2 Cu1 111.32(11) . . ? C19 P2 Cu1 115.98(10) . . ? C6 O1 C24 118.7(2) . . ? C2 C1 C6 118.1(3) . . ? C2 C1 P1 123.5(2) . . ? C6 C1 P1 118.0(2) . . ? C1 C2 C3 120.4(3) . . ? C1 C2 H2 119.8 . . ? C3 C2 H2 119.8 . . ? C4 C3 C2 120.0(3) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 121.1(3) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C4 C5 C6 118.5(3) . . ? C4 C5 H5 120.8 . . ? C6 C5 H5 120.8 . . ? C5 C6 O1 122.6(3) . . ? C5 C6 C1 121.9(3) . . ? O1 C6 C1 115.5(3) . . ? C8 C7 C12 119.2(3) . . ? C8 C7 P1 118.8(2) . . ? C12 C7 P1 121.9(3) . . ? C7 C8 C9 120.4(3) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C10 C9 C8 120.1(3) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C11 119.9(3) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C10 C11 C12 120.3(4) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C7 120.1(4) . . ? C11 C12 H12 119.9 . . ? C7 C12 H12 119.9 . . ? C14 C13 C18 118.9(3) . . ? C14 C13 P1 117.1(2) . . ? C18 C13 P1 124.0(3) . . ? C15 C14 C13 120.7(3) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 119.7(3) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C17 C16 C15 120.3(3) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C18 120.4(3) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C17 C18 C13 120.1(3) . . ? C17 C18 H18 120.0 . . ? C13 C18 H18 120.0 . . ? C24 C19 C20 118.1(3) . . ? C24 C19 P2 119.5(2) . . ? C20 C19 P2 122.4(2) . . ? C21 C20 C19 121.1(3) . . ? C21 C20 H20 119.4 . . ? C19 C20 H20 119.4 . . ? C20 C21 C22 119.9(3) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C21 C22 C23 120.3(3) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C24 C23 C22 119.2(3) . . ? C24 C23 H23 120.4 . . ? C22 C23 H23 120.4 . . ? C23 C24 C19 121.4(3) . . ? C23 C24 O1 118.5(3) . . ? C19 C24 O1 120.0(3) . . ? C26 C25 C30 118.9(3) . . ? C26 C25 P2 118.3(3) . . ? C30 C25 P2 122.7(3) . . ? C25 C26 C27 120.9(4) . . ? C25 C26 H26 119.6 . . ? C27 C26 H26 119.6 . . ? C28 C27 C26 119.8(4) . . ? C28 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? C29 C28 C27 120.0(4) . . ? C29 C28 H28 120.0 . . ? C27 C28 H28 120.0 . . ? C28 C29 C30 120.4(4) . . ? C28 C29 H29 119.8 . . ? C30 C29 H29 119.8 . . ? C25 C30 C29 120.0(4) . . ? C25 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C32 C31 C36 119.5(3) . . ? C32 C31 P2 117.8(2) . . ? C36 C31 P2 122.7(3) . . ? C33 C32 C31 120.5(3) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.8 . . ? C32 C33 C34 119.9(4) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C35 C34 C33 120.2(4) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C34 C35 C36 120.1(3) . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C35 C36 C31 119.8(3) . . ? C35 C36 H36 120.1 . . ? C31 C36 H36 120.1 . . ? C38 N37 C42 117.6(3) . . ? C38 N37 Cu1 126.6(2) . . ? C42 N37 Cu1 114.8(2) . . ? N37 C38 C39 123.1(3) . . ? N37 C38 H38 118.4 . . ? C39 C38 H38 118.4 . . ? C38 C39 C40 118.9(3) . . ? C38 C39 H39 120.6 . . ? C40 C39 H39 120.6 . . ? C39 C40 C41 118.9(3) . . ? C39 C40 H40 120.6 . . ? C41 C40 H40 120.6 . . ? C42 C41 C40 118.5(3) . . ? C42 C41 H41 120.7 . . ? C40 C41 H41 120.7 . . ? N37 C42 C41 123.0(3) . . ? N37 C42 C43 113.9(3) . . ? C41 C42 C43 123.0(3) . . ? N47 C43 N44 112.5(3) . . ? N47 C43 C42 120.8(3) . . ? N44 C43 C42 126.6(3) . . ? N45 N44 C43 104.7(3) . . ? N46 N45 N44 108.5(3) . . ? N45 N46 N47 111.3(3) . . ? N45 N46 H46 123(6) . . ? N47 N46 H46 125(6) . . ? C43 N47 N46 102.9(2) . . ? C43 N47 Cu1 110.16(19) . . ? N46 N47 Cu1 146.9(2) . . ? F1 P3 F1 180.00(11) 2_656 . ? F1 P3 F2 90.42(11) 2_656 2_656 ? F1 P3 F2 89.58(11) . 2_656 ? F1 P3 F2 89.58(11) 2_656 . ? F1 P3 F2 90.42(11) . . ? F2 P3 F2 180.00(15) 2_656 . ? F1 P3 F3 90.37(10) 2_656 2_656 ? F1 P3 F3 89.63(10) . 2_656 ? F2 P3 F3 90.27(10) 2_656 2_656 ? F2 P3 F3 89.73(10) . 2_656 ? F1 P3 F3 89.63(10) 2_656 . ? F1 P3 F3 90.37(10) . . ? F2 P3 F3 89.73(10) 2_656 . ? F2 P3 F3 90.27(10) . . ? F3 P3 F3 180.000(1) 2_656 . ? Cl1 C1C Cl2 112.9(4) . . ? Cl1 C1C H1C1 109.0 . . ? Cl2 C1C H1C1 109.0 . . ? Cl1 C1C H1C2 109.0 . . ? Cl2 C1C H1C2 109.0 . . ? H1C1 C1C H1C2 107.8 . . ? 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 N37 Cu1 P1 C7 15.93(15) . . . . ? N47 Cu1 P1 C7 112.64(14) . . . . ? P2 Cu1 P1 C7 -111.35(12) . . . . ? N37 Cu1 P1 C13 -108.17(14) . . . . ? N47 Cu1 P1 C13 -11.46(14) . . . . ? P2 Cu1 P1 C13 124.55(11) . . . . ? N37 Cu1 P1 C1 136.23(14) . . . . ? N47 Cu1 P1 C1 -127.05(14) . . . . ? P2 Cu1 P1 C1 8.96(12) . . . . ? N37 Cu1 P2 C31 170.03(13) . . . . ? N47 Cu1 P2 C31 85.59(14) . . . . ? P1 Cu1 P2 C31 -55.28(12) . . . . ? N37 Cu1 P2 C25 49.69(15) . . . . ? N47 Cu1 P2 C25 -34.76(15) . . . . ? P1 Cu1 P2 C25 -175.62(13) . . . . ? N37 Cu1 P2 C19 -67.84(14) . . . . ? N47 Cu1 P2 C19 -152.29(14) . . . . ? P1 Cu1 P2 C19 66.85(12) . . . . ? C7 P1 C1 C2 -110.2(3) . . . . ? C13 P1 C1 C2 -2.7(3) . . . . ? Cu1 P1 C1 C2 120.7(3) . . . . ? C7 P1 C1 C6 77.5(3) . . . . ? C13 P1 C1 C6 -175.0(2) . . . . ? Cu1 P1 C1 C6 -51.6(3) . . . . ? C6 C1 C2 C3 0.8(5) . . . . ? P1 C1 C2 C3 -171.5(3) . . . . ? C1 C2 C3 C4 0.1(6) . . . . ? C2 C3 C4 C5 -0.7(6) . . . . ? C3 C4 C5 C6 0.3(6) . . . . ? C4 C5 C6 O1 -177.4(3) . . . . ? C4 C5 C6 C1 0.6(5) . . . . ? C24 O1 C6 C5 -32.0(4) . . . . ? C24 O1 C6 C1 149.8(3) . . . . ? C2 C1 C6 C5 -1.2(5) . . . . ? P1 C1 C6 C5 171.5(2) . . . . ? C2 C1 C6 O1 177.0(3) . . . . ? P1 C1 C6 O1 -10.3(4) . . . . ? C13 P1 C7 C8 90.2(3) . . . . ? C1 P1 C7 C8 -162.2(3) . . . . ? Cu1 P1 C7 C8 -39.8(3) . . . . ? C13 P1 C7 C12 -85.6(3) . . . . ? C1 P1 C7 C12 21.9(3) . . . . ? Cu1 P1 C7 C12 144.4(3) . . . . ? C12 C7 C8 C9 0.7(5) . . . . ? P1 C7 C8 C9 -175.3(3) . . . . ? C7 C8 C9 C10 -0.7(6) . . . . ? C8 C9 C10 C11 0.2(6) . . . . ? C9 C10 C11 C12 0.2(7) . . . . ? C10 C11 C12 C7 -0.2(7) . . . . ? C8 C7 C12 C11 -0.2(6) . . . . ? P1 C7 C12 C11 175.6(4) . . . . ? C7 P1 C13 C14 -170.2(3) . . . . ? C1 P1 C13 C14 81.0(3) . . . . ? Cu1 P1 C13 C14 -37.8(3) . . . . ? C7 P1 C13 C18 8.6(3) . . . . ? C1 P1 C13 C18 -100.1(3) . . . . ? Cu1 P1 C13 C18 141.1(2) . . . . ? C18 C13 C14 C15 1.5(5) . . . . ? P1 C13 C14 C15 -179.6(3) . . . . ? C13 C14 C15 C16 -1.1(5) . . . . ? C14 C15 C16 C17 0.0(5) . . . . ? C15 C16 C17 C18 0.7(5) . . . . ? C16 C17 C18 C13 -0.3(5) . . . . ? C14 C13 C18 C17 -0.8(5) . . . . ? P1 C13 C18 C17 -179.7(3) . . . . ? C31 P2 C19 C24 86.8(3) . . . . ? C25 P2 C19 C24 -164.8(3) . . . . ? Cu1 P2 C19 C24 -42.8(3) . . . . ? C31 P2 C19 C20 -92.9(3) . . . . ? C25 P2 C19 C20 15.5(3) . . . . ? Cu1 P2 C19 C20 137.5(3) . . . . ? C24 C19 C20 C21 -0.5(5) . . . . ? P2 C19 C20 C21 179.3(3) . . . . ? C19 C20 C21 C22 -0.2(6) . . . . ? C20 C21 C22 C23 0.4(6) . . . . ? C21 C22 C23 C24 0.1(6) . . . . ? C22 C23 C24 C19 -0.8(6) . . . . ? C22 C23 C24 O1 174.4(3) . . . . ? C20 C19 C24 C23 1.0(5) . . . . ? P2 C19 C24 C23 -178.8(3) . . . . ? C20 C19 C24 O1 -174.1(3) . . . . ? P2 C19 C24 O1 6.1(4) . . . . ? C6 O1 C24 C23 101.0(4) . . . . ? C6 O1 C24 C19 -83.7(4) . . . . ? C31 P2 C25 C26 175.6(3) . . . . ? C19 P2 C25 C26 68.4(3) . . . . ? Cu1 P2 C25 C26 -56.6(3) . . . . ? C31 P2 C25 C30 -9.5(3) . . . . ? C19 P2 C25 C30 -116.7(3) . . . . ? Cu1 P2 C25 C30 118.3(3) . . . . ? C30 C25 C26 C27 -0.3(5) . . . . ? P2 C25 C26 C27 174.7(3) . . . . ? C25 C26 C27 C28 0.7(6) . . . . ? C26 C27 C28 C29 -0.4(6) . . . . ? C27 C28 C29 C30 -0.3(6) . . . . ? C26 C25 C30 C29 -0.3(5) . . . . ? P2 C25 C30 C29 -175.2(3) . . . . ? C28 C29 C30 C25 0.7(6) . . . . ? C25 P2 C31 C32 102.5(3) . . . . ? C19 P2 C31 C32 -150.0(3) . . . . ? Cu1 P2 C31 C32 -21.3(3) . . . . ? C25 P2 C31 C36 -77.0(3) . . . . ? C19 P2 C31 C36 30.4(3) . . . . ? Cu1 P2 C31 C36 159.1(2) . . . . ? C36 C31 C32 C33 1.3(5) . . . . ? P2 C31 C32 C33 -178.2(3) . . . . ? C31 C32 C33 C34 -0.1(6) . . . . ? C32 C33 C34 C35 -1.1(6) . . . . ? C33 C34 C35 C36 1.2(6) . . . . ? C34 C35 C36 C31 0.0(5) . . . . ? C32 C31 C36 C35 -1.3(5) . . . . ? P2 C31 C36 C35 178.2(3) . . . . ? N47 Cu1 N37 C38 171.6(3) . . . . ? P1 Cu1 N37 C38 -68.1(3) . . . . ? P2 Cu1 N37 C38 63.8(3) . . . . ? N47 Cu1 N37 C42 3.4(2) . . . . ? P1 Cu1 N37 C42 123.7(2) . . . . ? P2 Cu1 N37 C42 -104.3(2) . . . . ? C42 N37 C38 C39 1.0(5) . . . . ? Cu1 N37 C38 C39 -166.9(3) . . . . ? N37 C38 C39 C40 -1.7(5) . . . . ? C38 C39 C40 C41 0.9(6) . . . . ? C39 C40 C41 C42 0.5(6) . . . . ? C38 N37 C42 C41 0.5(5) . . . . ? Cu1 N37 C42 C41 169.8(3) . . . . ? C38 N37 C42 C43 -175.7(3) . . . . ? Cu1 N37 C42 C43 -6.4(3) . . . . ? C40 C41 C42 N37 -1.2(5) . . . . ? C40 C41 C42 C43 174.7(3) . . . . ? N37 C42 C43 N47 7.3(4) . . . . ? C41 C42 C43 N47 -168.9(3) . . . . ? N37 C42 C43 N44 -175.8(3) . . . . ? C41 C42 C43 N44 8.0(5) . . . . ? N47 C43 N44 N45 0.2(4) . . . . ? C42 C43 N44 N45 -176.8(3) . . . . ? C43 N44 N45 N46 -0.1(4) . . . . ? N44 N45 N46 N47 -0.1(4) . . . . ? N44 C43 N47 N46 -0.3(3) . . . . ? C42 C43 N47 N46 177.0(3) . . . . ? N44 C43 N47 Cu1 178.5(2) . . . . ? C42 C43 N47 Cu1 -4.2(4) . . . . ? N45 N46 N47 C43 0.2(3) . . . . ? N45 N46 N47 Cu1 -177.7(3) . . . . ? N37 Cu1 N47 C43 0.5(2) . . . . ? P1 Cu1 N47 C43 -118.96(19) . . . . ? P2 Cu1 N47 C43 102.8(2) . . . . ? N37 Cu1 N47 N46 178.3(4) . . . . ? P1 Cu1 N47 N46 58.8(4) . . . . ? P2 Cu1 N47 N46 -79.4(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N46 H46 N46 0.87(2) 1.78(2) 2.641(6) 171(9) 2_765 N46 H46 N45 0.87(2) 2.61(4) 3.444(4) 160(8) 2_765 C1C H1C1 F3 0.99 2.35 3.241(7) 148.7 . C4 H4 F1 0.95 2.40 3.126(4) 133.1 1_565 C14 H14 N45 0.95 2.60 3.328(4) 133.4 2_765 C16 H16 F2 0.95 2.50 3.299(4) 141.2 2_665 C28 H28 F3 0.95 2.50 3.397(4) 156.8 1_655 C32 H32 N45 0.95 2.62 3.254(4) 124.5 2_765 C39 H39 F1 0.95 2.54 3.065(4) 115.0 . C39 H39 F2 0.95 2.52 3.291(4) 138.5 . C40 H40 F1 0.95 2.55 3.070(4) 115.0 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.441 _refine_diff_density_min -1.853 _refine_diff_density_rms 0.111 data_sb529_hy_compound_3a _database_code_depnum_ccdc_archive 'CCDC 922234' #TrackingRef 'chem_comm_2013_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C45 H36 Cu N5 O P2' _chemical_formula_sum 'C45 H36 Cu N5 O P2' _chemical_formula_weight 788.27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.0720(6) _cell_length_b 20.3844(18) _cell_length_c 17.9511(18) _cell_angle_alpha 90.00 _cell_angle_beta 94.184(5) _cell_angle_gamma 90.00 _cell_volume 3675.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 333 _cell_measurement_theta_min 1 _cell_measurement_theta_max 25 _exptl_crystal_description plates _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.424 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 0.726 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7120 _exptl_absorpt_correction_T_max 0.9281 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; dx = 48 mm, 30 sec./deg., 1 deg., 2 sets, 410 frames ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method 'rotation in phi and omega, 1 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28344 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0238 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.48 _reflns_number_total 8393 _reflns_number_gt 7407 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement EVALCCD _computing_data_reduction EVALCCD _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0274P)^2^+2.5146P] 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 8393 _refine_ls_number_parameters 489 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0334 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0696 _refine_ls_wR_factor_gt 0.0661 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.631503(16) 0.237492(8) 0.534867(9) 0.01433(5) Uani 1 1 d . . . P1 P 0.63651(4) 0.314160(17) 0.62528(2) 0.01445(8) Uani 1 1 d . . . P2 P 0.77528(3) 0.154178(17) 0.553164(19) 0.01297(7) Uani 1 1 d . . . N1 N 0.59704(12) 0.28088(6) 0.43411(7) 0.0163(2) Uani 1 1 d . . . N2 N 0.64437(13) 0.32821(6) 0.39168(7) 0.0204(3) Uani 1 1 d . . . N3 N 0.55399(14) 0.34102(6) 0.33624(7) 0.0242(3) Uani 1 1 d . . . N4 N 0.44593(14) 0.30257(6) 0.34176(7) 0.0228(3) Uani 1 1 d . . . C5 C 0.47577(14) 0.26671(7) 0.40257(8) 0.0159(3) Uani 1 1 d . . . C6 C 0.39495(14) 0.21648(7) 0.43516(8) 0.0151(3) Uani 1 1 d . . . C7 C 0.27586(14) 0.19322(8) 0.40125(8) 0.0199(3) Uani 1 1 d . . . H7 H 0.2389 0.2121 0.3560 0.024 Uiso 1 1 calc R . . C8 C 0.21234(15) 0.14230(8) 0.43438(9) 0.0221(3) Uani 1 1 d . . . H8 H 0.1310 0.1254 0.4121 0.027 Uiso 1 1 calc R . . C9 C 0.26831(15) 0.11585(7) 0.50065(9) 0.0203(3) Uani 1 1 d . . . H9 H 0.2275 0.0798 0.5236 0.024 Uiso 1 1 calc R . . C10 C 0.38465(14) 0.14297(7) 0.53252(8) 0.0175(3) Uani 1 1 d . . . H10 H 0.4216 0.1256 0.5786 0.021 Uiso 1 1 calc R . . N11 N 0.44757(11) 0.19261(6) 0.50135(6) 0.0150(2) Uani 1 1 d . . . C12 C 0.57190(14) 0.28682(7) 0.71297(8) 0.0156(3) Uani 1 1 d . . . C13 C 0.48278(15) 0.32292(7) 0.75299(8) 0.0194(3) Uani 1 1 d . . . H13 H 0.4663 0.3677 0.7410 0.023 Uiso 1 1 calc R . . C14 C 0.41834(15) 0.29371(8) 0.81013(9) 0.0218(3) Uani 1 1 d . . . H14 H 0.3600 0.3190 0.8380 0.026 Uiso 1 1 calc R . . C15 C 0.43840(15) 0.22790(7) 0.82691(8) 0.0200(3) Uani 1 1 d . . . H15 H 0.3906 0.2082 0.8648 0.024 Uiso 1 1 calc R . . C16 C 0.52742(14) 0.19007(7) 0.78924(8) 0.0161(3) Uani 1 1 d . . . C17 C 0.59386(13) 0.22159(7) 0.73427(8) 0.0147(3) Uani 1 1 d . . . O18 O 0.68720(9) 0.18961(5) 0.69527(5) 0.01474(19) Uani 1 1 d . . . C19 C 0.67551(13) 0.12266(7) 0.68836(8) 0.0138(3) Uani 1 1 d . . . C20 C 0.61588(13) 0.08537(7) 0.74143(8) 0.0154(3) Uani 1 1 d . . . C21 C 0.61842(15) 0.01752(7) 0.73168(8) 0.0194(3) Uani 1 1 d . . . H21 H 0.5831 -0.0101 0.7680 0.023 Uiso 1 1 calc R . . C22 C 0.67137(16) -0.01052(7) 0.67008(9) 0.0221(3) Uani 1 1 d . . . H22 H 0.6729 -0.0569 0.6650 0.027 Uiso 1 1 calc R . . C23 C 0.72232(14) 0.02872(7) 0.61559(8) 0.0183(3) Uani 1 1 d . . . H23 H 0.7547 0.0092 0.5724 0.022 Uiso 1 1 calc R . . C24 C 0.72596(13) 0.09668(7) 0.62425(8) 0.0146(3) Uani 1 1 d . . . C25 C 0.55246(14) 0.11756(7) 0.80672(8) 0.0172(3) Uani 1 1 d . . . C26 C 0.41952(16) 0.08336(8) 0.81909(11) 0.0287(4) Uani 1 1 d . . . H26A H 0.3608 0.0858 0.7732 0.043 Uiso 1 1 calc R . . H26B H 0.3770 0.1052 0.8597 0.043 Uiso 1 1 calc R . . H26C H 0.4362 0.0373 0.8322 0.043 Uiso 1 1 calc R . . C27 C 0.64711(19) 0.11115(9) 0.87748(9) 0.0300(4) Uani 1 1 d . . . H27A H 0.6638 0.0646 0.8883 0.045 Uiso 1 1 calc R . . H27B H 0.6064 0.1316 0.9197 0.045 Uiso 1 1 calc R . . H27C H 0.7315 0.1331 0.8696 0.045 Uiso 1 1 calc R . . C28 C 0.80637(14) 0.34303(7) 0.64712(8) 0.0167(3) Uani 1 1 d . . . C29 C 0.88711(15) 0.32001(7) 0.70778(8) 0.0198(3) Uani 1 1 d . . . H29 H 0.8527 0.2895 0.7415 0.024 Uiso 1 1 calc R . . C30 C 1.01779(16) 0.34153(8) 0.71916(9) 0.0252(3) Uani 1 1 d . . . H30 H 1.0721 0.3261 0.7610 0.030 Uiso 1 1 calc R . . C31 C 1.06957(16) 0.38526(8) 0.66990(10) 0.0274(4) Uani 1 1 d . . . H31 H 1.1586 0.4003 0.6783 0.033 Uiso 1 1 calc R . . C32 C 0.99108(16) 0.40695(8) 0.60831(10) 0.0265(3) Uani 1 1 d . . . H32 H 1.0270 0.4363 0.5739 0.032 Uiso 1 1 calc R . . C33 C 0.85999(16) 0.38603(7) 0.59662(9) 0.0219(3) Uani 1 1 d . . . H33 H 0.8066 0.4010 0.5542 0.026 Uiso 1 1 calc R . . C34 C 0.54534(14) 0.39038(7) 0.60824(8) 0.0175(3) Uani 1 1 d . . . C35 C 0.57824(16) 0.44769(7) 0.64790(9) 0.0235(3) Uani 1 1 d . . . H35 H 0.6540 0.4483 0.6827 0.028 Uiso 1 1 calc R . . C36 C 0.50154(17) 0.50366(8) 0.63712(10) 0.0273(3) Uani 1 1 d . . . H36 H 0.5245 0.5424 0.6645 0.033 Uiso 1 1 calc R . . C37 C 0.39117(17) 0.50296(8) 0.58632(10) 0.0283(4) Uani 1 1 d . . . H37 H 0.3382 0.5413 0.5789 0.034 Uiso 1 1 calc R . . C38 C 0.35806(17) 0.44661(9) 0.54648(10) 0.0291(4) Uani 1 1 d . . . H38 H 0.2824 0.4463 0.5116 0.035 Uiso 1 1 calc R . . C39 C 0.43501(15) 0.39033(8) 0.55715(9) 0.0220(3) Uani 1 1 d . . . H39 H 0.4121 0.3518 0.5294 0.026 Uiso 1 1 calc R . . C40 C 0.94373(13) 0.17938(7) 0.58366(8) 0.0150(3) Uani 1 1 d . . . C41 C 0.99963(15) 0.22945(7) 0.54279(8) 0.0189(3) Uani 1 1 d . . . H41 H 0.9514 0.2467 0.4997 0.023 Uiso 1 1 calc R . . C42 C 1.12439(16) 0.25405(8) 0.56441(9) 0.0229(3) Uani 1 1 d . . . H42 H 1.1622 0.2875 0.5358 0.027 Uiso 1 1 calc R . . C43 C 1.19448(15) 0.22984(8) 0.62799(9) 0.0243(3) Uani 1 1 d . . . H43 H 1.2801 0.2468 0.6430 0.029 Uiso 1 1 calc R . . C44 C 1.13951(15) 0.18100(8) 0.66933(9) 0.0234(3) Uani 1 1 d . . . H44 H 1.1874 0.1647 0.7130 0.028 Uiso 1 1 calc R . . C45 C 1.01437(14) 0.15550(8) 0.64750(8) 0.0191(3) Uani 1 1 d . . . H45 H 0.9773 0.1218 0.6761 0.023 Uiso 1 1 calc R . . C46 C 0.79413(14) 0.10027(7) 0.47307(8) 0.0148(3) Uani 1 1 d . . . C47 C 0.91244(14) 0.06843(7) 0.46048(8) 0.0191(3) Uani 1 1 d . . . H47 H 0.9876 0.0734 0.4952 0.023 Uiso 1 1 calc R . . C48 C 0.92193(15) 0.02942(8) 0.39766(9) 0.0230(3) Uani 1 1 d . . . H48 H 1.0038 0.0084 0.3894 0.028 Uiso 1 1 calc R . . C49 C 0.81324(16) 0.02092(8) 0.34707(8) 0.0227(3) Uani 1 1 d . . . H49 H 0.8201 -0.0057 0.3041 0.027 Uiso 1 1 calc R . . C50 C 0.69451(16) 0.05156(8) 0.35952(9) 0.0253(3) Uani 1 1 d . . . H50 H 0.6189 0.0453 0.3254 0.030 Uiso 1 1 calc R . . C51 C 0.68513(15) 0.09144(8) 0.42158(9) 0.0225(3) Uani 1 1 d . . . H51 H 0.6035 0.1130 0.4291 0.027 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01345(9) 0.01408(9) 0.01512(9) -0.00017(6) -0.00120(6) 0.00044(6) P1 0.01520(17) 0.01213(16) 0.01579(17) -0.00061(13) -0.00039(13) -0.00021(13) P2 0.01139(16) 0.01365(16) 0.01382(16) -0.00031(13) 0.00053(12) 0.00031(12) N1 0.0161(6) 0.0153(6) 0.0178(6) 0.0010(5) 0.0037(5) -0.0005(5) N2 0.0250(6) 0.0160(6) 0.0208(6) 0.0015(5) 0.0069(5) 0.0000(5) N3 0.0341(7) 0.0185(6) 0.0202(6) 0.0027(5) 0.0035(5) 0.0002(5) N4 0.0300(7) 0.0190(6) 0.0187(6) 0.0029(5) -0.0018(5) 0.0013(5) C5 0.0184(7) 0.0147(6) 0.0144(6) -0.0017(5) 0.0007(5) 0.0023(5) C6 0.0145(6) 0.0148(6) 0.0162(6) -0.0028(5) 0.0014(5) 0.0027(5) C7 0.0180(7) 0.0241(7) 0.0173(7) -0.0030(6) -0.0018(5) 0.0019(6) C8 0.0154(7) 0.0255(8) 0.0252(8) -0.0075(6) 0.0001(6) -0.0030(6) C9 0.0181(7) 0.0181(7) 0.0252(7) -0.0037(6) 0.0052(6) -0.0031(6) C10 0.0162(7) 0.0172(7) 0.0194(7) 0.0007(5) 0.0036(5) 0.0007(5) N11 0.0138(5) 0.0152(6) 0.0161(6) -0.0009(4) 0.0012(4) 0.0010(4) C12 0.0149(6) 0.0161(6) 0.0156(6) -0.0017(5) -0.0007(5) -0.0018(5) C13 0.0209(7) 0.0157(7) 0.0217(7) -0.0033(6) 0.0009(6) 0.0011(5) C14 0.0211(7) 0.0220(7) 0.0229(7) -0.0062(6) 0.0051(6) 0.0025(6) C15 0.0199(7) 0.0220(7) 0.0185(7) -0.0032(6) 0.0053(6) -0.0017(6) C16 0.0154(6) 0.0169(7) 0.0160(6) -0.0015(5) 0.0003(5) -0.0018(5) C17 0.0126(6) 0.0167(7) 0.0147(6) -0.0040(5) 0.0001(5) 0.0001(5) O18 0.0145(5) 0.0121(5) 0.0179(5) -0.0010(4) 0.0036(4) -0.0006(4) C19 0.0117(6) 0.0126(6) 0.0167(6) 0.0007(5) -0.0010(5) 0.0003(5) C20 0.0122(6) 0.0174(7) 0.0165(6) 0.0006(5) 0.0005(5) 0.0006(5) C21 0.0202(7) 0.0175(7) 0.0207(7) 0.0034(6) 0.0036(6) -0.0018(6) C22 0.0248(8) 0.0136(7) 0.0285(8) 0.0001(6) 0.0054(6) -0.0002(6) C23 0.0186(7) 0.0166(7) 0.0201(7) -0.0019(5) 0.0040(5) 0.0009(5) C24 0.0110(6) 0.0160(7) 0.0165(6) 0.0013(5) 0.0001(5) 0.0007(5) C25 0.0179(7) 0.0174(7) 0.0167(7) 0.0015(5) 0.0042(5) 0.0000(5) C26 0.0244(8) 0.0196(8) 0.0444(10) 0.0015(7) 0.0172(7) -0.0012(6) C27 0.0401(10) 0.0300(9) 0.0188(8) 0.0002(6) -0.0051(7) 0.0075(7) C28 0.0167(7) 0.0135(6) 0.0199(7) -0.0044(5) 0.0019(5) -0.0008(5) C29 0.0194(7) 0.0189(7) 0.0213(7) -0.0028(6) 0.0014(6) 0.0000(6) C30 0.0199(7) 0.0266(8) 0.0283(8) -0.0073(7) -0.0028(6) 0.0013(6) C31 0.0182(7) 0.0251(8) 0.0395(9) -0.0136(7) 0.0068(7) -0.0051(6) C32 0.0260(8) 0.0199(7) 0.0351(9) -0.0042(7) 0.0122(7) -0.0056(6) C33 0.0238(7) 0.0180(7) 0.0243(8) 0.0002(6) 0.0038(6) -0.0010(6) C34 0.0179(7) 0.0145(6) 0.0200(7) 0.0012(5) 0.0017(5) 0.0012(5) C35 0.0238(8) 0.0171(7) 0.0288(8) -0.0021(6) -0.0038(6) 0.0005(6) C36 0.0305(9) 0.0160(7) 0.0355(9) -0.0029(6) 0.0027(7) 0.0022(6) C37 0.0296(9) 0.0213(8) 0.0342(9) 0.0040(7) 0.0034(7) 0.0096(7) C38 0.0255(8) 0.0307(9) 0.0300(9) -0.0013(7) -0.0048(7) 0.0088(7) C39 0.0219(7) 0.0210(7) 0.0226(7) -0.0034(6) -0.0014(6) 0.0023(6) C40 0.0126(6) 0.0158(6) 0.0167(6) -0.0037(5) 0.0020(5) 0.0004(5) C41 0.0195(7) 0.0177(7) 0.0195(7) -0.0012(5) 0.0026(5) -0.0004(6) C42 0.0201(7) 0.0202(7) 0.0292(8) -0.0057(6) 0.0076(6) -0.0046(6) C43 0.0142(7) 0.0285(8) 0.0304(8) -0.0140(7) 0.0031(6) -0.0033(6) C44 0.0166(7) 0.0321(9) 0.0209(7) -0.0065(6) -0.0025(6) 0.0029(6) C45 0.0156(7) 0.0227(7) 0.0190(7) -0.0005(6) 0.0015(5) 0.0017(6) C46 0.0149(6) 0.0154(6) 0.0142(6) -0.0002(5) 0.0012(5) -0.0012(5) C47 0.0135(6) 0.0212(7) 0.0223(7) -0.0024(6) 0.0003(5) 0.0002(5) C48 0.0167(7) 0.0242(8) 0.0284(8) -0.0071(6) 0.0036(6) 0.0024(6) C49 0.0267(8) 0.0223(8) 0.0191(7) -0.0055(6) 0.0031(6) -0.0018(6) C50 0.0209(7) 0.0318(9) 0.0220(7) -0.0071(6) -0.0054(6) 0.0011(6) C51 0.0163(7) 0.0287(8) 0.0220(7) -0.0050(6) -0.0016(6) 0.0046(6) _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 2.0206(12) . ? Cu1 N11 2.1138(12) . ? Cu1 P2 2.2405(4) . ? Cu1 P1 2.2510(4) . ? P1 C34 1.8192(15) . ? P1 C28 1.8245(15) . ? P1 C12 1.8334(15) . ? P2 C40 1.8184(14) . ? P2 C24 1.8279(14) . ? P2 C46 1.8305(14) . ? N1 N2 1.3383(17) . ? N1 C5 1.3397(18) . ? N2 N3 1.3249(18) . ? N3 N4 1.3507(19) . ? N4 C5 1.3300(19) . ? C5 C6 1.457(2) . ? C6 N11 1.3555(18) . ? C6 C7 1.3884(19) . ? C7 C8 1.377(2) . ? C7 H7 0.9500 . ? C8 C9 1.388(2) . ? C8 H8 0.9500 . ? C9 C10 1.381(2) . ? C9 H9 0.9500 . ? C10 N11 1.3381(18) . ? C10 H10 0.9500 . ? C12 C17 1.397(2) . ? C12 C13 1.399(2) . ? C13 C14 1.387(2) . ? C13 H13 0.9500 . ? C14 C15 1.386(2) . ? C14 H14 0.9500 . ? C15 C16 1.394(2) . ? C15 H15 0.9500 . ? C16 C17 1.389(2) . ? C16 C25 1.528(2) . ? C17 O18 1.3766(17) . ? O18 C19 1.3746(16) . ? C19 C20 1.3891(19) . ? C19 C24 1.3959(19) . ? C20 C21 1.395(2) . ? C20 C25 1.5237(19) . ? C21 C22 1.386(2) . ? C21 H21 0.9500 . ? C22 C23 1.390(2) . ? C22 H22 0.9500 . ? C23 C24 1.394(2) . ? C23 H23 0.9500 . ? C25 C27 1.537(2) . ? C25 C26 1.540(2) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.392(2) . ? C28 C33 1.398(2) . ? C29 C30 1.388(2) . ? C29 H29 0.9500 . ? C30 C31 1.384(2) . ? C30 H30 0.9500 . ? C31 C32 1.384(3) . ? C31 H31 0.9500 . ? C32 C33 1.389(2) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 C39 1.388(2) . ? C34 C35 1.395(2) . ? C35 C36 1.384(2) . ? C35 H35 0.9500 . ? C36 C37 1.386(2) . ? C36 H36 0.9500 . ? C37 C38 1.381(2) . ? C37 H37 0.9500 . ? C38 C39 1.390(2) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 C45 1.392(2) . ? C40 C41 1.399(2) . ? C41 C42 1.382(2) . ? C41 H41 0.9500 . ? C42 C43 1.388(2) . ? C42 H42 0.9500 . ? C43 C44 1.382(2) . ? C43 H43 0.9500 . ? C44 C45 1.393(2) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C46 C47 1.390(2) . ? C46 C51 1.3943(19) . ? C47 C48 1.389(2) . ? C47 H47 0.9500 . ? C48 C49 1.381(2) . ? C48 H48 0.9500 . ? C49 C50 1.382(2) . ? C49 H49 0.9500 . ? C50 C51 1.388(2) . ? C50 H50 0.9500 . ? C51 H51 0.9500 . ? 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 81.08(5) . . ? N1 Cu1 P2 122.01(4) . . ? N11 Cu1 P2 104.91(3) . . ? N1 Cu1 P1 109.56(4) . . ? N11 Cu1 P1 118.60(3) . . ? P2 Cu1 P1 116.125(15) . . ? C34 P1 C28 102.39(7) . . ? C34 P1 C12 101.39(7) . . ? C28 P1 C12 107.42(6) . . ? C34 P1 Cu1 119.16(5) . . ? C28 P1 Cu1 110.50(5) . . ? C12 P1 Cu1 114.67(5) . . ? C40 P2 C24 105.43(6) . . ? C40 P2 C46 104.96(6) . . ? C24 P2 C46 102.27(6) . . ? C40 P2 Cu1 114.13(5) . . ? C24 P2 Cu1 112.50(5) . . ? C46 P2 Cu1 116.29(5) . . ? N2 N1 C5 105.46(12) . . ? N2 N1 Cu1 141.25(10) . . ? C5 N1 Cu1 112.06(9) . . ? N3 N2 N1 108.41(12) . . ? N2 N3 N4 110.10(12) . . ? C5 N4 N3 104.13(12) . . ? N4 C5 N1 111.89(13) . . ? N4 C5 C6 128.06(13) . . ? N1 C5 C6 120.05(12) . . ? N11 C6 C7 122.13(13) . . ? N11 C6 C5 114.20(12) . . ? C7 C6 C5 123.65(13) . . ? C8 C7 C6 118.80(14) . . ? C8 C7 H7 120.6 . . ? C6 C7 H7 120.6 . . ? C7 C8 C9 119.38(14) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C10 C9 C8 118.61(14) . . ? C10 C9 H9 120.7 . . ? C8 C9 H9 120.7 . . ? N11 C10 C9 122.88(14) . . ? N11 C10 H10 118.6 . . ? C9 C10 H10 118.6 . . ? C10 N11 C6 118.10(12) . . ? C10 N11 Cu1 129.81(10) . . ? C6 N11 Cu1 111.88(9) . . ? C17 C12 C13 117.05(13) . . ? C17 C12 P1 117.74(10) . . ? C13 C12 P1 124.21(11) . . ? C14 C13 C12 120.41(14) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C15 C14 C13 120.48(14) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C16 121.22(14) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C17 C16 C15 116.67(13) . . ? C17 C16 C25 120.81(13) . . ? C15 C16 C25 122.52(13) . . ? O18 C17 C16 121.63(13) . . ? O18 C17 C12 114.32(12) . . ? C16 C17 C12 124.04(13) . . ? C19 O18 C17 117.31(11) . . ? O18 C19 C20 121.32(12) . . ? O18 C19 C24 114.65(12) . . ? C20 C19 C24 124.02(13) . . ? C19 C20 C21 116.35(13) . . ? C19 C20 C25 121.23(13) . . ? C21 C20 C25 122.43(13) . . ? C22 C21 C20 121.39(14) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C21 C22 C23 120.49(14) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C22 C23 C24 120.09(14) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C23 C24 C19 117.43(13) . . ? C23 C24 P2 124.45(11) . . ? C19 C24 P2 117.78(10) . . ? C20 C25 C16 109.32(11) . . ? C20 C25 C27 109.24(12) . . ? C16 C25 C27 109.58(12) . . ? C20 C25 C26 109.48(12) . . ? C16 C25 C26 109.59(12) . . ? C27 C25 C26 109.62(13) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C33 119.17(14) . . ? C29 C28 P1 122.99(11) . . ? C33 C28 P1 117.62(11) . . ? C30 C29 C28 120.14(15) . . ? C30 C29 H29 119.9 . . ? C28 C29 H29 119.9 . . ? C31 C30 C29 120.45(15) . . ? C31 C30 H30 119.8 . . ? C29 C30 H30 119.8 . . ? C32 C31 C30 119.75(15) . . ? C32 C31 H31 120.1 . . ? C30 C31 H31 120.1 . . ? C31 C32 C33 120.26(15) . . ? C31 C32 H32 119.9 . . ? C33 C32 H32 119.9 . . ? C32 C33 C28 120.18(15) . . ? C32 C33 H33 119.9 . . ? C28 C33 H33 119.9 . . ? C39 C34 C35 119.11(14) . . ? C39 C34 P1 118.71(11) . . ? C35 C34 P1 122.08(11) . . ? C36 C35 C34 120.64(15) . . ? C36 C35 H35 119.7 . . ? C34 C35 H35 119.7 . . ? C35 C36 C37 119.77(15) . . ? C35 C36 H36 120.1 . . ? C37 C36 H36 120.1 . . ? C38 C37 C36 120.08(15) . . ? C38 C37 H37 120.0 . . ? C36 C37 H37 120.0 . . ? C37 C38 C39 120.27(15) . . ? C37 C38 H38 119.9 . . ? C39 C38 H38 119.9 . . ? C34 C39 C38 120.12(14) . . ? C34 C39 H39 119.9 . . ? C38 C39 H39 119.9 . . ? C45 C40 C41 119.06(13) . . ? C45 C40 P2 123.97(11) . . ? C41 C40 P2 116.78(11) . . ? C42 C41 C40 120.66(14) . . ? C42 C41 H41 119.7 . . ? C40 C41 H41 119.7 . . ? C41 C42 C43 119.95(15) . . ? C41 C42 H42 120.0 . . ? C43 C42 H42 120.0 . . ? C44 C43 C42 119.88(14) . . ? C44 C43 H43 120.1 . . ? C42 C43 H43 120.1 . . ? C43 C44 C45 120.50(15) . . ? C43 C44 H44 119.7 . . ? C45 C44 H44 119.7 . . ? C40 C45 C44 119.92(14) . . ? C40 C45 H45 120.0 . . ? C44 C45 H45 120.0 . . ? C47 C46 C51 118.35(13) . . ? C47 C46 P2 123.19(11) . . ? C51 C46 P2 118.45(11) . . ? C48 C47 C46 120.66(13) . . ? C48 C47 H47 119.7 . . ? C46 C47 H47 119.7 . . ? C49 C48 C47 120.50(14) . . ? C49 C48 H48 119.8 . . ? C47 C48 H48 119.8 . . ? C48 C49 C50 119.39(14) . . ? C48 C49 H49 120.3 . . ? C50 C49 H49 120.3 . . ? C49 C50 C51 120.33(14) . . ? C49 C50 H50 119.8 . . ? C51 C50 H50 119.8 . . ? C50 C51 C46 120.75(14) . . ? C50 C51 H51 119.6 . . ? C46 C51 H51 119.6 . . ? 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 N1 Cu1 P1 C34 26.07(7) . . . . ? N11 Cu1 P1 C34 -64.29(7) . . . . ? P2 Cu1 P1 C34 169.28(6) . . . . ? N1 Cu1 P1 C28 -92.02(6) . . . . ? N11 Cu1 P1 C28 177.62(6) . . . . ? P2 Cu1 P1 C28 51.19(5) . . . . ? N1 Cu1 P1 C12 146.41(6) . . . . ? N11 Cu1 P1 C12 56.05(6) . . . . ? P2 Cu1 P1 C12 -70.38(5) . . . . ? N1 Cu1 P2 C40 91.83(7) . . . . ? N11 Cu1 P2 C40 -179.48(6) . . . . ? P1 Cu1 P2 C40 -46.44(5) . . . . ? N1 Cu1 P2 C24 -148.09(6) . . . . ? N11 Cu1 P2 C24 -59.40(6) . . . . ? P1 Cu1 P2 C24 73.63(5) . . . . ? N1 Cu1 P2 C46 -30.63(7) . . . . ? N11 Cu1 P2 C46 58.06(6) . . . . ? P1 Cu1 P2 C46 -168.91(5) . . . . ? N11 Cu1 N1 N2 171.91(16) . . . . ? P2 Cu1 N1 N2 -86.03(16) . . . . ? P1 Cu1 N1 N2 54.62(16) . . . . ? N11 Cu1 N1 C5 7.17(10) . . . . ? P2 Cu1 N1 C5 109.24(9) . . . . ? P1 Cu1 N1 C5 -110.12(9) . . . . ? C5 N1 N2 N3 -0.65(15) . . . . ? Cu1 N1 N2 N3 -165.99(12) . . . . ? N1 N2 N3 N4 0.34(16) . . . . ? N2 N3 N4 C5 0.12(16) . . . . ? N3 N4 C5 N1 -0.55(16) . . . . ? N3 N4 C5 C6 -179.82(14) . . . . ? N2 N1 C5 N4 0.76(16) . . . . ? Cu1 N1 C5 N4 170.91(10) . . . . ? N2 N1 C5 C6 -179.90(12) . . . . ? Cu1 N1 C5 C6 -9.74(16) . . . . ? N4 C5 C6 N11 -174.26(14) . . . . ? N1 C5 C6 N11 6.52(19) . . . . ? N4 C5 C6 C7 7.4(2) . . . . ? N1 C5 C6 C7 -171.86(13) . . . . ? N11 C6 C7 C8 -2.9(2) . . . . ? C5 C6 C7 C8 175.34(14) . . . . ? C6 C7 C8 C9 0.3(2) . . . . ? C7 C8 C9 C10 1.9(2) . . . . ? C8 C9 C10 N11 -1.7(2) . . . . ? C9 C10 N11 C6 -0.8(2) . . . . ? C9 C10 N11 Cu1 -175.20(11) . . . . ? C7 C6 N11 C10 3.2(2) . . . . ? C5 C6 N11 C10 -175.24(12) . . . . ? C7 C6 N11 Cu1 178.51(11) . . . . ? C5 C6 N11 Cu1 0.11(14) . . . . ? N1 Cu1 N11 C10 170.75(13) . . . . ? P2 Cu1 N11 C10 49.85(13) . . . . ? P1 Cu1 N11 C10 -81.77(12) . . . . ? N1 Cu1 N11 C6 -3.91(9) . . . . ? P2 Cu1 N11 C6 -124.80(9) . . . . ? P1 Cu1 N11 C6 103.57(9) . . . . ? C34 P1 C12 C17 164.23(11) . . . . ? C28 P1 C12 C17 -88.75(12) . . . . ? Cu1 P1 C12 C17 34.48(12) . . . . ? C34 P1 C12 C13 -3.95(14) . . . . ? C28 P1 C12 C13 103.06(13) . . . . ? Cu1 P1 C12 C13 -133.70(11) . . . . ? C17 C12 C13 C14 -1.2(2) . . . . ? P1 C12 C13 C14 167.05(11) . . . . ? C12 C13 C14 C15 -1.9(2) . . . . ? C13 C14 C15 C16 2.7(2) . . . . ? C14 C15 C16 C17 -0.3(2) . . . . ? C14 C15 C16 C25 179.60(13) . . . . ? C15 C16 C17 O18 177.82(12) . . . . ? C25 C16 C17 O18 -2.0(2) . . . . ? C15 C16 C17 C12 -3.1(2) . . . . ? C25 C16 C17 C12 177.08(13) . . . . ? C13 C12 C17 O18 -177.03(12) . . . . ? P1 C12 C17 O18 13.93(16) . . . . ? C13 C12 C17 C16 3.8(2) . . . . ? P1 C12 C17 C16 -165.25(11) . . . . ? C16 C17 O18 C19 26.32(18) . . . . ? C12 C17 O18 C19 -152.88(12) . . . . ? C17 O18 C19 C20 -27.42(18) . . . . ? C17 O18 C19 C24 151.67(12) . . . . ? O18 C19 C20 C21 -175.34(12) . . . . ? C24 C19 C20 C21 5.7(2) . . . . ? O18 C19 C20 C25 4.2(2) . . . . ? C24 C19 C20 C25 -174.77(13) . . . . ? C19 C20 C21 C22 -3.3(2) . . . . ? C25 C20 C21 C22 177.09(14) . . . . ? C20 C21 C22 C23 -0.7(2) . . . . ? C21 C22 C23 C24 2.9(2) . . . . ? C22 C23 C24 C19 -0.8(2) . . . . ? C22 C23 C24 P2 -173.88(11) . . . . ? O18 C19 C24 C23 177.29(12) . . . . ? C20 C19 C24 C23 -3.6(2) . . . . ? O18 C19 C24 P2 -9.15(16) . . . . ? C20 C19 C24 P2 169.92(11) . . . . ? C40 P2 C24 C23 -103.10(13) . . . . ? C46 P2 C24 C23 6.41(13) . . . . ? Cu1 P2 C24 C23 131.91(11) . . . . ? C40 P2 C24 C19 83.83(11) . . . . ? C46 P2 C24 C19 -166.65(11) . . . . ? Cu1 P2 C24 C19 -41.16(12) . . . . ? C19 C20 C25 C16 17.79(18) . . . . ? C21 C20 C25 C16 -162.66(13) . . . . ? C19 C20 C25 C27 -102.11(15) . . . . ? C21 C20 C25 C27 77.44(17) . . . . ? C19 C20 C25 C26 137.84(14) . . . . ? C21 C20 C25 C26 -42.61(18) . . . . ? C17 C16 C25 C20 -18.81(18) . . . . ? C15 C16 C25 C20 161.34(13) . . . . ? C17 C16 C25 C27 100.88(16) . . . . ? C15 C16 C25 C27 -78.97(17) . . . . ? C17 C16 C25 C26 -138.80(14) . . . . ? C15 C16 C25 C26 41.35(19) . . . . ? C34 P1 C28 C29 133.26(12) . . . . ? C12 P1 C28 C29 26.95(14) . . . . ? Cu1 P1 C28 C29 -98.81(12) . . . . ? C34 P1 C28 C33 -52.24(13) . . . . ? C12 P1 C28 C33 -158.56(11) . . . . ? Cu1 P1 C28 C33 75.69(12) . . . . ? C33 C28 C29 C30 2.3(2) . . . . ? P1 C28 C29 C30 176.73(11) . . . . ? C28 C29 C30 C31 -0.9(2) . . . . ? C29 C30 C31 C32 -0.9(2) . . . . ? C30 C31 C32 C33 1.3(2) . . . . ? C31 C32 C33 C28 0.2(2) . . . . ? C29 C28 C33 C32 -1.9(2) . . . . ? P1 C28 C33 C32 -176.66(12) . . . . ? C28 P1 C34 C39 148.70(12) . . . . ? C12 P1 C34 C39 -100.38(13) . . . . ? Cu1 P1 C34 C39 26.48(14) . . . . ? C28 P1 C34 C35 -35.04(15) . . . . ? C12 P1 C34 C35 75.88(14) . . . . ? Cu1 P1 C34 C35 -157.25(11) . . . . ? C39 C34 C35 C36 0.6(2) . . . . ? P1 C34 C35 C36 -175.69(13) . . . . ? C34 C35 C36 C37 -0.2(3) . . . . ? C35 C36 C37 C38 -0.1(3) . . . . ? C36 C37 C38 C39 0.1(3) . . . . ? C35 C34 C39 C38 -0.6(2) . . . . ? P1 C34 C39 C38 175.76(13) . . . . ? C37 C38 C39 C34 0.3(3) . . . . ? C24 P2 C40 C45 1.91(14) . . . . ? C46 P2 C40 C45 -105.66(13) . . . . ? Cu1 P2 C40 C45 125.87(11) . . . . ? C24 P2 C40 C41 -173.06(11) . . . . ? C46 P2 C40 C41 79.37(12) . . . . ? Cu1 P2 C40 C41 -49.09(12) . . . . ? C45 C40 C41 C42 1.3(2) . . . . ? P2 C40 C41 C42 176.55(11) . . . . ? C40 C41 C42 C43 -1.1(2) . . . . ? C41 C42 C43 C44 0.3(2) . . . . ? C42 C43 C44 C45 0.4(2) . . . . ? C41 C40 C45 C44 -0.7(2) . . . . ? P2 C40 C45 C44 -175.55(11) . . . . ? C43 C44 C45 C40 -0.1(2) . . . . ? C40 P2 C46 C47 21.44(14) . . . . ? C24 P2 C46 C47 -88.44(13) . . . . ? Cu1 P2 C46 C47 148.59(11) . . . . ? C40 P2 C46 C51 -157.60(12) . . . . ? C24 P2 C46 C51 92.52(13) . . . . ? Cu1 P2 C46 C51 -30.45(13) . . . . ? C51 C46 C47 C48 0.7(2) . . . . ? P2 C46 C47 C48 -178.32(12) . . . . ? C46 C47 C48 C49 -0.8(2) . . . . ? C47 C48 C49 C50 -0.1(2) . . . . ? C48 C49 C50 C51 1.1(3) . . . . ? C49 C50 C51 C46 -1.2(3) . . . . ? C47 C46 C51 C50 0.3(2) . . . . ? P2 C46 C51 C50 179.40(13) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C27 H27C N4 0.98 2.61 3.584(2) 175.8 4_666 C36 H36 N3 0.95 2.50 3.256(2) 136.2 3_666 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.359 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.051 data_sb525_n_compound_4a _database_code_depnum_ccdc_archive 'CCDC 922235' #TrackingRef 'chem_comm_2013_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H36 Cu N5 O P2' _chemical_formula_sum 'C44 H36 Cu N5 O P2' _chemical_formula_weight 776.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.3177(7) _cell_length_b 18.3378(9) _cell_length_c 22.3498(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.654(7) _cell_angle_gamma 90.00 _cell_volume 3818.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 229 _cell_measurement_theta_min 1 _cell_measurement_theta_max 25 _exptl_crystal_description plates _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1608 _exptl_absorpt_coefficient_mu 0.698 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8603 _exptl_absorpt_correction_T_max 0.9562 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; dx = 35 mm, 80 sec./deg., 1 deg., 7 sets,640 frames ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method 'rotation in phi and omega, 1 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 67074 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 27.48 _reflns_number_total 8734 _reflns_number_gt 7360 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement EVALCCD _computing_data_reduction EVALCCD _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0282P)^2^+2.7348P] 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 8734 _refine_ls_number_parameters 480 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0418 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0743 _refine_ls_wR_factor_gt 0.0691 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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 0.57811(2) 0.740854(10) 0.672601(8) 0.01522(6) Uani 1 1 d . . . P1 P 0.56275(4) 0.65203(2) 0.601151(17) 0.01413(8) Uani 1 1 d . . . P2 P 0.50617(4) 0.85178(2) 0.642345(18) 0.01535(9) Uani 1 1 d . . . N1 N 0.48582(14) 0.70223(7) 0.74977(6) 0.0173(3) Uani 1 1 d . . . N2 N 0.35785(15) 0.68994(8) 0.77500(6) 0.0202(3) Uani 1 1 d . . . N3 N 0.37883(16) 0.67342(8) 0.83192(6) 0.0227(3) Uani 1 1 d . . . N4 N 0.52061(16) 0.67470(8) 0.84508(6) 0.0239(3) Uani 1 1 d . . . C5 C 0.58232(18) 0.69217(9) 0.79368(7) 0.0178(3) Uani 1 1 d . . . C6 C 0.73493(18) 0.70298(9) 0.78163(7) 0.0194(3) Uani 1 1 d . . . C7 C 0.8436(2) 0.68214(11) 0.82138(8) 0.0287(4) Uani 1 1 d . . . H7 H 0.8215 0.6597 0.8585 0.034 Uiso 1 1 calc R . . C8 C 0.9846(2) 0.69496(12) 0.80557(9) 0.0351(5) Uani 1 1 d . . . H8 H 1.0612 0.6810 0.8316 0.042 Uiso 1 1 calc R . . C9 C 1.01277(19) 0.72837(11) 0.75152(9) 0.0314(4) Uani 1 1 d . . . H9 H 1.1087 0.7385 0.7403 0.038 Uiso 1 1 calc R . . C10 C 0.89928(18) 0.74696(10) 0.71399(8) 0.0246(4) Uani 1 1 d . . . H10 H 0.9195 0.7697 0.6768 0.029 Uiso 1 1 calc R . . N11 N 0.76149(14) 0.73408(8) 0.72801(6) 0.0185(3) Uani 1 1 d . . . C12 C 0.64879(16) 0.66342(9) 0.52802(7) 0.0154(3) Uani 1 1 d . . . C13 C 0.71494(17) 0.60599(9) 0.49746(7) 0.0174(3) Uani 1 1 d . . . H13 H 0.7132 0.5584 0.5143 0.021 Uiso 1 1 calc R . . C14 C 0.78347(17) 0.61681(9) 0.44275(7) 0.0192(3) Uani 1 1 d . . . C15 C 0.78409(19) 0.68645(10) 0.41832(7) 0.0219(3) Uani 1 1 d . . . H15 H 0.8302 0.6946 0.3812 0.026 Uiso 1 1 calc R . . C16 C 0.71856(18) 0.74424(9) 0.44718(7) 0.0211(3) Uani 1 1 d . . . H16 H 0.7195 0.7916 0.4299 0.025 Uiso 1 1 calc R . . C17 C 0.65178(17) 0.73247(9) 0.50133(7) 0.0170(3) Uani 1 1 d . . . O18 O 0.59568(12) 0.79241(6) 0.53128(5) 0.0180(2) Uani 1 1 d . . . C19 C 0.44850(17) 0.80456(9) 0.52762(7) 0.0171(3) Uani 1 1 d . . . C20 C 0.36476(19) 0.78465(10) 0.47877(7) 0.0218(3) Uani 1 1 d . . . H20 H 0.4070 0.7622 0.4450 0.026 Uiso 1 1 calc R . . C21 C 0.21800(19) 0.79803(10) 0.47990(8) 0.0242(4) Uani 1 1 d . . . H21 H 0.1599 0.7837 0.4467 0.029 Uiso 1 1 calc R . . C22 C 0.15442(18) 0.83192(10) 0.52838(8) 0.0230(4) Uani 1 1 d . . . C23 C 0.24207(18) 0.85361(9) 0.57645(7) 0.0199(3) Uani 1 1 d . . . H23 H 0.2004 0.8782 0.6094 0.024 Uiso 1 1 calc R . . C24 C 0.38960(17) 0.83985(9) 0.57690(7) 0.0168(3) Uani 1 1 d . . . C25 C 0.62528(17) 0.56151(9) 0.62501(7) 0.0170(3) Uani 1 1 d . . . C26 C 0.75042(19) 0.55770(10) 0.65988(8) 0.0246(4) Uani 1 1 d . . . H26 H 0.8004 0.6012 0.6700 0.030 Uiso 1 1 calc R . . C27 C 0.8025(2) 0.49075(11) 0.67990(9) 0.0332(4) Uani 1 1 d . . . H27 H 0.8884 0.4887 0.7031 0.040 Uiso 1 1 calc R . . C28 C 0.7295(2) 0.42721(11) 0.66603(8) 0.0321(4) Uani 1 1 d . . . H28 H 0.7648 0.3816 0.6799 0.039 Uiso 1 1 calc R . . C29 C 0.6048(2) 0.43041(10) 0.63188(8) 0.0274(4) Uani 1 1 d . . . H29 H 0.5543 0.3868 0.6225 0.033 Uiso 1 1 calc R . . C30 C 0.55282(19) 0.49694(9) 0.61124(8) 0.0219(4) Uani 1 1 d . . . H30 H 0.4675 0.4985 0.5876 0.026 Uiso 1 1 calc R . . C31 C 0.37484(17) 0.63696(9) 0.57967(7) 0.0169(3) Uani 1 1 d . . . C32 C 0.33357(19) 0.61539(10) 0.52213(8) 0.0241(4) Uani 1 1 d . . . H32 H 0.4046 0.6041 0.4934 0.029 Uiso 1 1 calc R . . C33 C 0.1892(2) 0.61035(11) 0.50657(8) 0.0303(4) Uani 1 1 d . . . H33 H 0.1619 0.5964 0.4671 0.036 Uiso 1 1 calc R . . C34 C 0.0855(2) 0.62554(11) 0.54822(9) 0.0316(4) Uani 1 1 d . . . H34 H -0.0133 0.6228 0.5373 0.038 Uiso 1 1 calc R . . C35 C 0.1253(2) 0.64471(11) 0.60578(10) 0.0326(4) Uani 1 1 d . . . H35 H 0.0536 0.6537 0.6347 0.039 Uiso 1 1 calc R . . C36 C 0.26947(18) 0.65103(10) 0.62178(8) 0.0241(4) Uani 1 1 d . . . H36 H 0.2959 0.6649 0.6613 0.029 Uiso 1 1 calc R . . C37 C 0.64208(17) 0.91759(9) 0.62012(7) 0.0178(3) Uani 1 1 d . . . C38 C 0.6348(2) 0.95696(10) 0.56691(8) 0.0252(4) Uani 1 1 d . . . H38 H 0.5588 0.9480 0.5392 0.030 Uiso 1 1 calc R . . C39 C 0.7378(2) 1.00919(10) 0.55415(9) 0.0319(4) Uani 1 1 d . . . H39 H 0.7323 1.0357 0.5177 0.038 Uiso 1 1 calc R . . C40 C 0.8483(2) 1.02278(11) 0.59435(9) 0.0338(4) Uani 1 1 d . . . H40 H 0.9181 1.0589 0.5857 0.041 Uiso 1 1 calc R . . C41 C 0.8573(2) 0.98380(11) 0.64727(9) 0.0335(4) Uani 1 1 d . . . H41 H 0.9331 0.9933 0.6750 0.040 Uiso 1 1 calc R . . C42 C 0.75537(19) 0.93069(10) 0.65988(8) 0.0247(4) Uani 1 1 d . . . H42 H 0.7631 0.9032 0.6958 0.030 Uiso 1 1 calc R . . C43 C 0.39345(17) 0.90628(9) 0.69175(7) 0.0180(3) Uani 1 1 d . . . C44 C 0.3034(2) 0.87006(10) 0.73085(8) 0.0281(4) Uani 1 1 d . . . H44 H 0.3079 0.8184 0.7339 0.034 Uiso 1 1 calc R . . C45 C 0.2066(2) 0.90857(12) 0.76560(9) 0.0345(5) Uani 1 1 d . . . H45 H 0.1436 0.8832 0.7914 0.041 Uiso 1 1 calc R . . C46 C 0.2022(2) 0.98380(11) 0.76252(8) 0.0321(4) Uani 1 1 d . . . H46 H 0.1354 1.0102 0.7859 0.038 Uiso 1 1 calc R . . C47 C 0.2944(2) 1.02033(11) 0.72565(10) 0.0357(5) Uani 1 1 d . . . H47 H 0.2933 1.0721 0.7246 0.043 Uiso 1 1 calc R . . C48 C 0.3894(2) 0.98213(10) 0.68980(9) 0.0295(4) Uani 1 1 d . . . H48 H 0.4518 1.0079 0.6639 0.035 Uiso 1 1 calc R . . C49 C 0.8594(2) 0.55456(10) 0.41214(8) 0.0254(4) Uani 1 1 d . . . H49A H 0.7895 0.5168 0.4011 0.038 Uiso 1 1 calc R . . H49B H 0.9317 0.5339 0.4394 0.038 Uiso 1 1 calc R . . H49C H 0.9063 0.5726 0.3760 0.038 Uiso 1 1 calc R . . C50 C -0.0057(2) 0.84341(12) 0.52993(9) 0.0351(5) Uani 1 1 d . . . H50A H -0.0418 0.8531 0.4893 0.053 Uiso 1 1 calc R . . H50B H -0.0274 0.8851 0.5558 0.053 Uiso 1 1 calc R . . H50C H -0.0520 0.7995 0.5457 0.053 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01533(10) 0.01789(10) 0.01240(9) 0.00025(7) -0.00159(7) 0.00026(7) P1 0.01308(19) 0.01690(19) 0.01242(18) -0.00067(15) 0.00047(14) -0.00117(15) P2 0.01642(19) 0.0165(2) 0.01311(19) -0.00057(15) -0.00086(15) 0.00062(15) N1 0.0153(6) 0.0199(7) 0.0166(6) 0.0006(5) -0.0007(5) 0.0008(5) N2 0.0189(7) 0.0232(7) 0.0185(7) 0.0008(6) 0.0028(5) -0.0008(6) N3 0.0241(7) 0.0255(8) 0.0185(7) 0.0003(6) 0.0028(6) 0.0015(6) N4 0.0265(8) 0.0292(8) 0.0158(7) 0.0007(6) 0.0004(6) 0.0050(6) C5 0.0208(8) 0.0191(8) 0.0135(7) -0.0018(6) -0.0016(6) 0.0042(6) C6 0.0195(8) 0.0228(9) 0.0159(8) -0.0064(6) -0.0032(6) 0.0054(6) C7 0.0249(9) 0.0408(11) 0.0204(9) -0.0044(8) -0.0070(7) 0.0098(8) C8 0.0211(9) 0.0527(13) 0.0313(10) -0.0113(9) -0.0119(8) 0.0122(9) C9 0.0142(8) 0.0409(11) 0.0389(11) -0.0120(9) -0.0017(7) 0.0019(8) C10 0.0187(8) 0.0271(9) 0.0280(9) -0.0068(7) 0.0018(7) -0.0006(7) N11 0.0153(6) 0.0203(7) 0.0199(7) -0.0052(6) -0.0013(5) 0.0011(5) C12 0.0129(7) 0.0213(8) 0.0119(7) -0.0011(6) 0.0002(6) -0.0025(6) C13 0.0165(8) 0.0184(8) 0.0174(8) -0.0012(6) -0.0006(6) -0.0028(6) C14 0.0160(8) 0.0246(9) 0.0171(8) -0.0048(6) 0.0005(6) -0.0023(6) C15 0.0229(8) 0.0290(9) 0.0139(8) -0.0013(7) 0.0038(6) -0.0045(7) C16 0.0237(8) 0.0227(9) 0.0170(8) 0.0022(6) 0.0006(6) -0.0031(7) C17 0.0154(7) 0.0208(8) 0.0146(7) -0.0030(6) -0.0012(6) -0.0010(6) O18 0.0177(6) 0.0198(6) 0.0164(5) -0.0022(4) 0.0000(4) 0.0007(4) C19 0.0184(8) 0.0163(8) 0.0166(8) 0.0029(6) -0.0016(6) 0.0000(6) C20 0.0277(9) 0.0234(8) 0.0142(8) -0.0007(6) -0.0029(7) 0.0018(7) C21 0.0267(9) 0.0245(9) 0.0211(8) 0.0002(7) -0.0089(7) -0.0020(7) C22 0.0202(8) 0.0239(9) 0.0246(9) 0.0044(7) -0.0048(7) -0.0010(7) C23 0.0206(8) 0.0207(8) 0.0184(8) 0.0017(6) -0.0002(6) 0.0009(6) C24 0.0193(8) 0.0160(8) 0.0151(7) 0.0020(6) -0.0022(6) -0.0014(6) C25 0.0183(8) 0.0198(8) 0.0131(7) 0.0008(6) 0.0042(6) 0.0012(6) C26 0.0247(9) 0.0258(9) 0.0232(9) -0.0012(7) -0.0032(7) 0.0019(7) C27 0.0367(11) 0.0350(11) 0.0279(10) 0.0010(8) -0.0068(8) 0.0123(9) C28 0.0486(12) 0.0249(10) 0.0230(9) 0.0049(7) 0.0060(8) 0.0121(9) C29 0.0391(11) 0.0194(9) 0.0240(9) -0.0001(7) 0.0116(8) -0.0021(8) C30 0.0235(9) 0.0229(9) 0.0193(8) -0.0013(7) 0.0057(7) -0.0023(7) C31 0.0145(7) 0.0176(8) 0.0187(8) 0.0008(6) -0.0011(6) -0.0015(6) C32 0.0221(9) 0.0319(10) 0.0182(8) 0.0002(7) -0.0004(7) -0.0078(7) C33 0.0273(10) 0.0392(11) 0.0243(9) 0.0047(8) -0.0106(8) -0.0115(8) C34 0.0169(9) 0.0320(10) 0.0455(12) -0.0006(9) -0.0097(8) -0.0026(7) C35 0.0174(9) 0.0358(11) 0.0446(12) -0.0149(9) 0.0052(8) -0.0004(8) C36 0.0181(8) 0.0292(9) 0.0251(9) -0.0091(7) 0.0016(7) -0.0025(7) C37 0.0186(8) 0.0157(8) 0.0192(8) -0.0027(6) 0.0010(6) -0.0002(6) C38 0.0289(9) 0.0230(9) 0.0236(9) 0.0017(7) -0.0033(7) -0.0042(7) C39 0.0419(12) 0.0243(9) 0.0295(10) 0.0042(8) 0.0029(8) -0.0082(8) C40 0.0345(11) 0.0252(10) 0.0419(12) -0.0036(8) 0.0059(9) -0.0111(8) C41 0.0284(10) 0.0353(11) 0.0366(11) -0.0087(9) -0.0051(8) -0.0086(8) C42 0.0250(9) 0.0263(9) 0.0227(9) -0.0023(7) -0.0026(7) -0.0020(7) C43 0.0189(8) 0.0206(8) 0.0146(7) -0.0023(6) -0.0019(6) 0.0041(6) C44 0.0331(10) 0.0244(9) 0.0270(9) 0.0023(7) 0.0079(8) 0.0061(8) C45 0.0378(11) 0.0368(11) 0.0292(10) 0.0041(8) 0.0143(9) 0.0092(9) C46 0.0350(11) 0.0364(11) 0.0248(9) -0.0050(8) 0.0044(8) 0.0154(9) C47 0.0421(12) 0.0229(10) 0.0422(12) -0.0039(8) 0.0066(9) 0.0095(8) C48 0.0344(10) 0.0225(9) 0.0318(10) 0.0018(8) 0.0081(8) 0.0047(8) C49 0.0252(9) 0.0284(9) 0.0226(9) -0.0062(7) 0.0069(7) -0.0008(7) C50 0.0210(9) 0.0474(12) 0.0368(11) -0.0033(9) -0.0073(8) 0.0000(9) _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 2.0614(14) . ? Cu1 N11 2.1024(14) . ? Cu1 P2 2.2436(5) . ? Cu1 P1 2.2844(5) . ? P1 C31 1.8312(16) . ? P1 C25 1.8364(17) . ? P1 C12 1.8406(16) . ? P2 C37 1.8224(17) . ? P2 C24 1.8250(16) . ? P2 C43 1.8297(16) . ? N1 C5 1.336(2) . ? N1 N2 1.3439(19) . ? N2 N3 1.320(2) . ? N3 N4 1.350(2) . ? N4 C5 1.330(2) . ? C5 C6 1.464(2) . ? C6 N11 1.353(2) . ? C6 C7 1.393(2) . ? C7 C8 1.384(3) . ? C7 H7 0.9500 . ? C8 C9 1.382(3) . ? C8 H8 0.9500 . ? C9 C10 1.385(3) . ? C9 H9 0.9500 . ? C10 N11 1.346(2) . ? C10 H10 0.9500 . ? C12 C17 1.400(2) . ? C12 C13 1.402(2) . ? C13 C14 1.400(2) . ? C13 H13 0.9500 . ? C14 C15 1.389(2) . ? C14 C49 1.511(2) . ? C15 C16 1.386(2) . ? C15 H15 0.9500 . ? C16 C17 1.384(2) . ? C16 H16 0.9500 . ? C17 O18 1.3919(19) . ? O18 C19 1.3909(19) . ? C19 C20 1.384(2) . ? C19 C24 1.395(2) . ? C20 C21 1.390(3) . ? C20 H20 0.9500 . ? C21 C22 1.388(3) . ? C21 H21 0.9500 . ? C22 C23 1.400(2) . ? C22 C50 1.508(2) . ? C23 C24 1.398(2) . ? C23 H23 0.9500 . ? C25 C30 1.396(2) . ? C25 C26 1.397(2) . ? C26 C27 1.392(3) . ? C26 H26 0.9500 . ? C27 C28 1.382(3) . ? C27 H27 0.9500 . ? C28 C29 1.385(3) . ? C28 H28 0.9500 . ? C29 C30 1.389(3) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C36 1.392(2) . ? C31 C32 1.395(2) . ? C32 C33 1.389(2) . ? C32 H32 0.9500 . ? C33 C34 1.378(3) . ? C33 H33 0.9500 . ? C34 C35 1.381(3) . ? C34 H34 0.9500 . ? C35 C36 1.391(2) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C38 1.392(2) . ? C37 C42 1.393(2) . ? C38 C39 1.388(3) . ? C38 H38 0.9500 . ? C39 C40 1.381(3) . ? C39 H39 0.9500 . ? C40 C41 1.384(3) . ? C40 H40 0.9500 . ? C41 C42 1.392(3) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 C44 1.388(2) . ? C43 C48 1.392(2) . ? C44 C45 1.389(3) . ? C44 H44 0.9500 . ? C45 C46 1.382(3) . ? C45 H45 0.9500 . ? C46 C47 1.372(3) . ? C46 H46 0.9500 . ? C47 C48 1.390(3) . ? C47 H47 0.9500 . ? C48 H48 0.9500 . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? 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 80.26(5) . . ? N1 Cu1 P2 115.95(4) . . ? N11 Cu1 P2 117.98(4) . . ? N1 Cu1 P1 108.45(4) . . ? N11 Cu1 P1 114.43(4) . . ? P2 Cu1 P1 114.812(17) . . ? C31 P1 C25 103.83(7) . . ? C31 P1 C12 102.07(7) . . ? C25 P1 C12 102.74(7) . . ? C31 P1 Cu1 110.06(5) . . ? C25 P1 Cu1 115.11(5) . . ? C12 P1 Cu1 121.02(5) . . ? C37 P2 C24 105.66(7) . . ? C37 P2 C43 102.02(8) . . ? C24 P2 C43 102.04(7) . . ? C37 P2 Cu1 118.45(6) . . ? C24 P2 Cu1 107.81(5) . . ? C43 P2 Cu1 119.01(6) . . ? C5 N1 N2 105.15(13) . . ? C5 N1 Cu1 112.23(11) . . ? N2 N1 Cu1 142.12(11) . . ? N3 N2 N1 108.70(13) . . ? N2 N3 N4 109.86(13) . . ? C5 N4 N3 104.34(13) . . ? N4 C5 N1 111.96(15) . . ? N4 C5 C6 128.48(15) . . ? N1 C5 C6 119.54(14) . . ? N11 C6 C7 122.80(16) . . ? N11 C6 C5 114.09(14) . . ? C7 C6 C5 123.11(16) . . ? C8 C7 C6 118.41(18) . . ? C8 C7 H7 120.8 . . ? C6 C7 H7 120.8 . . ? C9 C8 C7 119.23(17) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C8 C9 C10 119.17(17) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? N11 C10 C9 122.66(18) . . ? N11 C10 H10 118.7 . . ? C9 C10 H10 118.7 . . ? C10 N11 C6 117.70(15) . . ? C10 N11 Cu1 128.57(12) . . ? C6 N11 Cu1 113.02(11) . . ? C17 C12 C13 117.44(14) . . ? C17 C12 P1 119.47(12) . . ? C13 C12 P1 123.08(12) . . ? C14 C13 C12 121.77(15) . . ? C14 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? C15 C14 C13 118.53(15) . . ? C15 C14 C49 120.84(15) . . ? C13 C14 C49 120.60(16) . . ? C16 C15 C14 121.08(15) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C17 C16 C15 119.50(16) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C16 C17 O18 118.18(15) . . ? C16 C17 C12 121.66(15) . . ? O18 C17 C12 120.00(14) . . ? C19 O18 C17 118.27(12) . . ? C20 C19 O18 123.43(15) . . ? C20 C19 C24 121.46(15) . . ? O18 C19 C24 115.11(14) . . ? C19 C20 C21 119.03(16) . . ? C19 C20 H20 120.5 . . ? C21 C20 H20 120.5 . . ? C22 C21 C20 121.47(16) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C21 C22 C23 118.43(16) . . ? C21 C22 C50 120.80(16) . . ? C23 C22 C50 120.76(17) . . ? C24 C23 C22 121.29(16) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C19 C24 C23 118.28(15) . . ? C19 C24 P2 116.90(12) . . ? C23 C24 P2 124.08(13) . . ? C30 C25 C26 118.65(16) . . ? C30 C25 P1 123.48(13) . . ? C26 C25 P1 117.86(13) . . ? C27 C26 C25 120.61(17) . . ? C27 C26 H26 119.7 . . ? C25 C26 H26 119.7 . . ? C28 C27 C26 120.15(18) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C27 C28 C29 119.71(17) . . ? C27 C28 H28 120.1 . . ? C29 C28 H28 120.1 . . ? C28 C29 C30 120.49(18) . . ? C28 C29 H29 119.8 . . ? C30 C29 H29 119.8 . . ? C29 C30 C25 120.39(17) . . ? C29 C30 H30 119.8 . . ? C25 C30 H30 119.8 . . ? C36 C31 C32 119.13(15) . . ? C36 C31 P1 118.32(12) . . ? C32 C31 P1 122.49(13) . . ? C33 C32 C31 120.38(17) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.8 . . ? C34 C33 C32 120.15(17) . . ? C34 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C33 C34 C35 119.84(17) . . ? C33 C34 H34 120.1 . . ? C35 C34 H34 120.1 . . ? C34 C35 C36 120.65(18) . . ? C34 C35 H35 119.7 . . ? C36 C35 H35 119.7 . . ? C35 C36 C31 119.81(17) . . ? C35 C36 H36 120.1 . . ? C31 C36 H36 120.1 . . ? C38 C37 C42 118.99(16) . . ? C38 C37 P2 123.30(13) . . ? C42 C37 P2 117.67(13) . . ? C39 C38 C37 120.42(17) . . ? C39 C38 H38 119.8 . . ? C37 C38 H38 119.8 . . ? C40 C39 C38 120.19(18) . . ? C40 C39 H39 119.9 . . ? C38 C39 H39 119.9 . . ? C39 C40 C41 120.03(18) . . ? C39 C40 H40 120.0 . . ? C41 C40 H40 120.0 . . ? C40 C41 C42 119.96(18) . . ? C40 C41 H41 120.0 . . ? C42 C41 H41 120.0 . . ? C41 C42 C37 120.38(17) . . ? C41 C42 H42 119.8 . . ? C37 C42 H42 119.8 . . ? C44 C43 C48 118.79(16) . . ? C44 C43 P2 118.30(13) . . ? C48 C43 P2 122.83(14) . . ? C43 C44 C45 120.65(18) . . ? C43 C44 H44 119.7 . . ? C45 C44 H44 119.7 . . ? C46 C45 C44 119.92(19) . . ? C46 C45 H45 120.0 . . ? C44 C45 H45 120.0 . . ? C47 C46 C45 119.91(18) . . ? C47 C46 H46 120.0 . . ? C45 C46 H46 120.0 . . ? C46 C47 C48 120.50(19) . . ? C46 C47 H47 119.7 . . ? C48 C47 H47 119.7 . . ? C47 C48 C43 120.15(18) . . ? C47 C48 H48 119.9 . . ? C43 C48 H48 119.9 . . ? C14 C49 H49A 109.5 . . ? C14 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C14 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C22 C50 H50A 109.5 . . ? C22 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C22 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 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 N1 Cu1 P1 C31 67.03(7) . . . . ? N11 Cu1 P1 C31 154.50(7) . . . . ? P2 Cu1 P1 C31 -64.46(6) . . . . ? N1 Cu1 P1 C25 -49.85(7) . . . . ? N11 Cu1 P1 C25 37.61(7) . . . . ? P2 Cu1 P1 C25 178.66(6) . . . . ? N1 Cu1 P1 C12 -174.32(7) . . . . ? N11 Cu1 P1 C12 -86.86(7) . . . . ? P2 Cu1 P1 C12 54.19(6) . . . . ? N1 Cu1 P2 C37 133.57(7) . . . . ? N11 Cu1 P2 C37 40.96(8) . . . . ? P1 Cu1 P2 C37 -98.65(6) . . . . ? N1 Cu1 P2 C24 -106.66(7) . . . . ? N11 Cu1 P2 C24 160.73(7) . . . . ? P1 Cu1 P2 C24 21.13(6) . . . . ? N1 Cu1 P2 C43 8.73(8) . . . . ? N11 Cu1 P2 C43 -83.88(8) . . . . ? P1 Cu1 P2 C43 136.52(6) . . . . ? N11 Cu1 N1 C5 -0.47(11) . . . . ? P2 Cu1 N1 C5 -116.95(10) . . . . ? P1 Cu1 N1 C5 112.18(11) . . . . ? N11 Cu1 N1 N2 169.72(18) . . . . ? P2 Cu1 N1 N2 53.24(19) . . . . ? P1 Cu1 N1 N2 -77.63(18) . . . . ? C5 N1 N2 N3 0.17(17) . . . . ? Cu1 N1 N2 N3 -170.42(14) . . . . ? N1 N2 N3 N4 0.12(18) . . . . ? N2 N3 N4 C5 -0.36(18) . . . . ? N3 N4 C5 N1 0.48(19) . . . . ? N3 N4 C5 C6 178.52(16) . . . . ? N2 N1 C5 N4 -0.42(19) . . . . ? Cu1 N1 C5 N4 173.36(11) . . . . ? N2 N1 C5 C6 -178.65(14) . . . . ? Cu1 N1 C5 C6 -4.87(19) . . . . ? N4 C5 C6 N11 -167.75(16) . . . . ? N1 C5 C6 N11 10.2(2) . . . . ? N4 C5 C6 C7 13.2(3) . . . . ? N1 C5 C6 C7 -168.94(16) . . . . ? N11 C6 C7 C8 1.0(3) . . . . ? C5 C6 C7 C8 -179.94(17) . . . . ? C6 C7 C8 C9 0.6(3) . . . . ? C7 C8 C9 C10 -1.2(3) . . . . ? C8 C9 C10 N11 0.3(3) . . . . ? C9 C10 N11 C6 1.3(3) . . . . ? C9 C10 N11 Cu1 -168.36(14) . . . . ? C7 C6 N11 C10 -2.0(2) . . . . ? C5 C6 N11 C10 178.93(14) . . . . ? C7 C6 N11 Cu1 169.27(14) . . . . ? C5 C6 N11 Cu1 -9.83(17) . . . . ? N1 Cu1 N11 C10 175.97(15) . . . . ? P2 Cu1 N11 C10 -69.72(15) . . . . ? P1 Cu1 N11 C10 70.03(15) . . . . ? N1 Cu1 N11 C6 5.89(11) . . . . ? P2 Cu1 N11 C6 120.20(10) . . . . ? P1 Cu1 N11 C6 -100.05(11) . . . . ? C31 P1 C12 C17 86.32(13) . . . . ? C25 P1 C12 C17 -166.28(12) . . . . ? Cu1 P1 C12 C17 -36.22(14) . . . . ? C31 P1 C12 C13 -94.84(14) . . . . ? C25 P1 C12 C13 12.56(15) . . . . ? Cu1 P1 C12 C13 142.62(11) . . . . ? C17 C12 C13 C14 0.9(2) . . . . ? P1 C12 C13 C14 -177.96(12) . . . . ? C12 C13 C14 C15 -0.6(2) . . . . ? C12 C13 C14 C49 177.33(15) . . . . ? C13 C14 C15 C16 0.0(2) . . . . ? C49 C14 C15 C16 -177.90(16) . . . . ? C14 C15 C16 C17 0.2(3) . . . . ? C15 C16 C17 O18 175.58(14) . . . . ? C15 C16 C17 C12 0.1(2) . . . . ? C13 C12 C17 C16 -0.7(2) . . . . ? P1 C12 C17 C16 178.23(13) . . . . ? C13 C12 C17 O18 -176.05(13) . . . . ? P1 C12 C17 O18 2.9(2) . . . . ? C16 C17 O18 C19 101.34(17) . . . . ? C12 C17 O18 C19 -83.13(18) . . . . ? C17 O18 C19 C20 -29.9(2) . . . . ? C17 O18 C19 C24 151.09(14) . . . . ? O18 C19 C20 C21 178.86(15) . . . . ? C24 C19 C20 C21 -2.2(3) . . . . ? C19 C20 C21 C22 1.1(3) . . . . ? C20 C21 C22 C23 0.9(3) . . . . ? C20 C21 C22 C50 -177.61(18) . . . . ? C21 C22 C23 C24 -1.8(3) . . . . ? C50 C22 C23 C24 176.63(17) . . . . ? C20 C19 C24 C23 1.2(2) . . . . ? O18 C19 C24 C23 -179.73(14) . . . . ? C20 C19 C24 P2 171.80(13) . . . . ? O18 C19 C24 P2 -9.15(19) . . . . ? C22 C23 C24 C19 0.8(2) . . . . ? C22 C23 C24 P2 -169.03(13) . . . . ? C37 P2 C24 C19 68.77(14) . . . . ? C43 P2 C24 C19 175.09(13) . . . . ? Cu1 P2 C24 C19 -58.80(13) . . . . ? C37 P2 C24 C23 -121.26(14) . . . . ? C43 P2 C24 C23 -14.94(16) . . . . ? Cu1 P2 C24 C23 111.17(14) . . . . ? C31 P1 C25 C30 16.52(15) . . . . ? C12 P1 C25 C30 -89.53(14) . . . . ? Cu1 P1 C25 C30 136.88(12) . . . . ? C31 P1 C25 C26 -162.05(13) . . . . ? C12 P1 C25 C26 91.90(14) . . . . ? Cu1 P1 C25 C26 -41.69(14) . . . . ? C30 C25 C26 C27 0.7(3) . . . . ? P1 C25 C26 C27 179.33(14) . . . . ? C25 C26 C27 C28 -0.8(3) . . . . ? C26 C27 C28 C29 0.3(3) . . . . ? C27 C28 C29 C30 0.3(3) . . . . ? C28 C29 C30 C25 -0.4(3) . . . . ? C26 C25 C30 C29 -0.1(2) . . . . ? P1 C25 C30 C29 -178.61(13) . . . . ? C25 P1 C31 C36 95.48(14) . . . . ? C12 P1 C31 C36 -157.96(14) . . . . ? Cu1 P1 C31 C36 -28.24(15) . . . . ? C25 P1 C31 C32 -87.64(15) . . . . ? C12 P1 C31 C32 18.91(16) . . . . ? Cu1 P1 C31 C32 148.64(13) . . . . ? C36 C31 C32 C33 2.1(3) . . . . ? P1 C31 C32 C33 -174.77(14) . . . . ? C31 C32 C33 C34 -1.0(3) . . . . ? C32 C33 C34 C35 -1.0(3) . . . . ? C33 C34 C35 C36 2.0(3) . . . . ? C34 C35 C36 C31 -0.9(3) . . . . ? C32 C31 C36 C35 -1.1(3) . . . . ? P1 C31 C36 C35 175.86(15) . . . . ? C24 P2 C37 C38 9.65(17) . . . . ? C43 P2 C37 C38 -96.69(15) . . . . ? Cu1 P2 C37 C38 130.53(13) . . . . ? C24 P2 C37 C42 -172.95(13) . . . . ? C43 P2 C37 C42 80.71(14) . . . . ? Cu1 P2 C37 C42 -52.07(15) . . . . ? C42 C37 C38 C39 -0.9(3) . . . . ? P2 C37 C38 C39 176.45(15) . . . . ? C37 C38 C39 C40 -0.3(3) . . . . ? C38 C39 C40 C41 0.6(3) . . . . ? C39 C40 C41 C42 0.3(3) . . . . ? C40 C41 C42 C37 -1.5(3) . . . . ? C38 C37 C42 C41 1.8(3) . . . . ? P2 C37 C42 C41 -175.72(15) . . . . ? C37 P2 C43 C44 -161.55(14) . . . . ? C24 P2 C43 C44 89.32(15) . . . . ? Cu1 P2 C43 C44 -29.10(16) . . . . ? C37 P2 C43 C48 21.50(17) . . . . ? C24 P2 C43 C48 -87.62(16) . . . . ? Cu1 P2 C43 C48 153.95(14) . . . . ? C48 C43 C44 C45 2.7(3) . . . . ? P2 C43 C44 C45 -174.37(15) . . . . ? C43 C44 C45 C46 -1.7(3) . . . . ? C44 C45 C46 C47 -0.7(3) . . . . ? C45 C46 C47 C48 2.1(3) . . . . ? C46 C47 C48 C43 -1.1(3) . . . . ? C44 C43 C48 C47 -1.3(3) . . . . ? P2 C43 C48 C47 175.60(15) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C44 H44 N2 0.95 2.57 3.483(2) 161.3 . C9 H9 N2 0.95 2.60 3.327(2) 134.0 1_655 C47 H47 N2 0.95 2.58 3.418(2) 147.5 2_556 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.393 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.053 #============================================================================== #_eof # End of Crystallographic Information File