# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_tris-3 _database_code_depnum_ccdc_archive 'CCDC 870322' _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_sum 'C49 H61 Cl3 Co6 F12 N24 O14 P2' _chemical_formula_weight 1960.09 _chemical_absolute_configuration unk #============================================================================== # CRYSTAL DATA _space_group_crystal_system tetragonal _space_group_name_H-M_alt 'P -4 21 c' _space_group_name_Hall 'P -4 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' 'y+1/2, x+1/2, z+1/2' '-y+1/2, -x+1/2, z+1/2' '-y, x, -z' 'y, -x, -z' _cell_length_a 22.2776(10) _cell_length_b 22.2776(10) _cell_length_c 14.7609(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 7325.7(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9898 _cell_measurement_theta_min 2.4664 _cell_measurement_theta_max 25.6801 _cell_measurement_temperature 100(2) _exptl_crystal_description prism _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.777 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3944 _exptl_absorpt_coefficient_mu 1.587 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.7 _exptl_absorpt_correction_T_max 0.82 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 81831 _diffrn_reflns_av_R_equivalents 0.0812 _diffrn_reflns_av_unetI/netI 0.0469 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 27.51 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. ; _reflns_number_total 8382 _reflns_number_gt 6829 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0688 _refine_ls_R_factor_gt 0.0503 _refine_ls_wR_factor_ref 0.1346 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.037 _refine_ls_number_reflns 8382 _refine_ls_number_parameters 483 _refine_ls_number_restraints 3 _refine_ls_hydrogen_treatment noref _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0639P)^2^+12.0422P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.034 _refine_diff_density_min -1.052 _refine_diff_density_rms 0.089 _refine_ls_extinction_method none _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.015(19) 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 0 '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 0.006 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.1810(3) 0.2890(3) 0.6095(4) 0.0494(15) Uani d . 1 . . C H1 0.1479 0.3112 0.5866 0.059 Uiso calc R 1 . . H C2A 0.1828(4) 0.4420(4) 0.6356(6) 0.047(2) Uiso d PG 0.699(9) A 1 C H3 0.1551 0.44 0.5867 0.057 Uiso calc PR 0.699(9) A 1 H C2 0.1765(3) 0.2356(3) 0.6592(4) 0.0515(16) Uani d . 1 . . C H2 0.1412 0.2147 0.6763 0.062 Uiso calc R 1 . . H C3A 0.1727(6) 0.4714(6) 0.7180(9) 0.050(4) Uiso d PG 0.699(9) A 1 C H4 0.1365 0.4886 0.7399 0.06 Uiso calc PR 0.699(9) A 1 H C3 0.2344(3) 0.2209(3) 0.6774(4) 0.0479(14) Uani d . 1 . . C H5 0.2461 0.1866 0.7115 0.057 Uiso calc R 1 . . H C4A 0.2287(4) 0.4693(4) 0.7601(6) 0.046(2) Uiso d PG 0.699(9) A 1 C H6 0.2379 0.4884 0.8159 0.055 Uiso calc PR 0.699(9) A 1 H C4 0.3451(3) 0.3127(3) 0.3957(3) 0.0386(12) Uani d . 1 . . C H7 0.3286 0.3364 0.3484 0.046 Uiso calc R 1 . . H C5 0.3883(3) 0.2693(3) 0.3846(4) 0.0418(14) Uani d . 1 . . C H8 0.4069 0.257 0.3297 0.05 Uiso calc R 1 . . H C6 0.3986(3) 0.2476(3) 0.4704(4) 0.0407(13) Uani d . 1 . . C H9 0.4264 0.2167 0.4851 0.049 Uiso calc R 1 . . H C7 0.3604(2) 0.4726(2) 0.5616(4) 0.0330(11) Uani d . 1 . . C C8 0.3881(3) 0.5243(3) 0.5148(4) 0.0397(13) Uani d . 1 . . C H10 0.4121 0.5474 0.558 0.06 Uiso calc R 1 . . H H11 0.3566 0.5499 0.4894 0.06 Uiso calc R 1 . . H H12 0.414 0.5097 0.4658 0.06 Uiso calc R 1 . . H C9 0.4585(3) 0.3396(3) 0.7153(4) 0.0403(13) Uani d . 1 . . C C10 0.5254(2) 0.3423(3) 0.7297(5) 0.0528(16) Uani d . 1 . . C H13 0.5368 0.3141 0.7777 0.079 Uiso calc R 1 . . H H14 0.5368 0.3831 0.7475 0.079 Uiso calc R 1 . . H H15 0.546 0.3315 0.6734 0.079 Uiso calc R 1 . . H C12 0.4169(4) 0.1118(3) 0.7294(5) 0.069(2) Uani d G 1 A . C H25 0.4395 0.0874 0.7696 0.083 Uiso calc R 1 . . H C13 0.3868(4) 0.0930(3) 0.6564(5) 0.069(2) Uani d G 1 . . C H26 0.3828 0.0529 0.6352 0.082 Uiso calc R 1 . . H C14A 0.3286(4) 0.3103(4) 0.8402(6) 0.042(2) Uiso d P 0.699(9) A 1 C C14 0.3630(3) 0.1435(3) 0.6186(5) 0.0586(18) Uani d . 1 . . C H27 0.3404 0.144 0.564 0.07 Uiso calc R 1 . . H C15A 0.3152(4) 0.2891(5) 0.9369(6) 0.042(3) Uiso d P 0.699(9) A 1 C H16 0.2876 0.2548 0.9348 0.063 Uiso calc PR 0.699(9) A 1 H H17 0.2968 0.3219 0.9712 0.063 Uiso calc PR 0.699(9) A 1 H H18 0.3527 0.2769 0.9664 0.063 Uiso calc PR 0.699(9) A 1 H C16B 0.3249(4) 0.3414(4) 0.9110(5) 0.025(4) Uiso d P 0.301(9) A 2 C H19 0.3212 0.3743 0.9517 0.03 Uiso calc PR 0.301(9) A 2 H C14B 0.3239(4) 0.2500(4) 0.8595(5) 0.020(3) Uiso d PR 0.301(9) A 2 C H20 0.3195 0.2079 0.8523 0.024 Uiso d PR 0.301(9) A 2 H C2B 0.2354(4) 0.4399(4) 0.7043(5) 0.032(4) Uiso d PR 0.301(9) A 2 C C15B 0.3183(4) 0.2751(4) 0.9329(5) 0.027(5) Uiso d PR 0.301(9) A 2 C H21 0.3115 0.2572 0.9904 0.032 Uiso d PR 0.301(9) A 2 H C3B 0.1825(12) 0.4828(13) 0.7236(19) 0.041(7) Uiso d P 0.301(9) A 2 C H22 0.1626 0.4709 0.7801 0.061 Uiso calc PR 0.301(9) A 2 H H23 0.1536 0.4808 0.6736 0.061 Uiso calc PR 0.301(9) A 2 H H24 0.1975 0.524 0.7294 0.061 Uiso calc PR 0.301(9) A 2 H Co1 0.35456(3) 0.27629(3) 0.65857(5) 0.02914(15) Uani d . 1 . . Co Co2 0.34841(3) 0.40963(3) 0.73312(5) 0.03167(16) Uani d . 1 . . Co Co3 0.28180(3) 0.37000(3) 0.55491(5) 0.02787(15) Uani d . 1 . . Co F1 0.4655(2) 0.2472(2) 0.8842(3) 0.0837(14) Uani d . 1 . . F F2 0.55092(19) 0.2520(3) 0.9681(3) 0.0936(18) Uani d . 1 . . F F3 0.5366(2) 0.1754(3) 0.8695(4) 0.106(2) Uani d . 1 . . F F4 0.4494(2) 0.1545(2) 0.9347(3) 0.0776(13) Uani d . 1 . . F F5 0.4630(2) 0.2297(2) 1.0343(3) 0.0731(13) Uani d . 1 . . F F6 0.5307(3) 0.1587(3) 1.0199(4) 0.113(2) Uani d . 1 . . F N1 0.2720(2) 0.2595(2) 0.6424(3) 0.0382(10) Uani d . 1 A . N N2 0.2377(2) 0.3038(2) 0.5990(3) 0.0357(10) Uani d . 1 A . N N3A 0.2671(3) 0.4373(3) 0.7126(6) 0.0361(16) Uiso d PG 0.699(9) A 1 N N3 0.36408(19) 0.27625(19) 0.5297(3) 0.0314(9) Uani d . 1 A . N N4A 0.2373(4) 0.4172(4) 0.6366(7) 0.041(3) Uiso d PG 0.699(9) A 1 N N4 0.32991(19) 0.3167(2) 0.4836(3) 0.0317(9) Uani d . 1 A . N N5 0.3754(2) 0.1923(2) 0.6682(3) 0.0426(11) Uani d G 1 A . N N6 0.4094(2) 0.1715(2) 0.7357(4) 0.0467(12) Uani d . 1 . . N H28 0.425 0.194 0.7788 0.056 Uiso calc R 1 A . H N9B 0.3368(6) 0.3436(7) 0.8227(8) 0.019(3) Uiso d P 0.301(9) A 2 N N10B 0.3361(6) 0.2868(6) 0.7894(9) 0.012(3) Uiso d P 0.301(9) A 2 N O1 0.33826(15) 0.35612(15) 0.6428(2) 0.0289(7) Uani d . 1 A . O O2 0.37209(18) 0.46789(16) 0.6444(3) 0.0390(9) Uani d . 1 A . O O3 0.32711(16) 0.43892(16) 0.5148(3) 0.0347(8) Uani d . 1 A . O O4 0.43028(17) 0.38499(17) 0.7439(3) 0.0423(9) Uani d . 1 A . O O5 0.43820(16) 0.29505(17) 0.6770(2) 0.0371(8) Uani d . 1 A . O O6A 0.3204(3) 0.3637(3) 0.8291(4) 0.0426(16) Uiso d P 0.699(9) A 1 O O6B 0.2721(5) 0.4330(5) 0.7558(10) 0.033(3) Uiso d P 0.301(9) A 2 O O7A 0.3465(3) 0.2715(3) 0.7844(4) 0.0392(19) Uiso d P 0.699(9) A 1 O O7B 0.2353(6) 0.4284(6) 0.6197(10) 0.020(3) Uiso d P 0.301(9) A 2 O P1 0.50011(8) 0.20295(10) 0.95189(12) 0.0590(5) Uani d . 1 . . P N21 0.3606(4) 0.4764(3) 0.8167(4) 0.032(2) Uiso d PG 0.5 A 3 N N22 0.3469(4) 0.4697(3) 0.9101(4) 0.0289(19) Uiso d PG 0.25 A 3 N C21 0.3663(4) 0.5223(4) 0.9558(4) 0.048(4) Uiso d PG 0.5 A 3 C C22 0.3919(5) 0.5616(3) 0.8906(7) 0.057(3) Uiso d PG 0.5 A 3 C C23 0.3884(5) 0.5332(4) 0.8047(5) 0.069(4) Uiso d PG 0.25 A 3 C C23C 0.3469(4) 0.4697(3) 0.9101(4) 0.0289(19) Uiso d P 0.25 A 3 C N22C 0.3884(5) 0.5332(4) 0.8047(5) 0.069(4) Uiso d P 0.25 A 3 N C26 0.4318(4) 0.4913(7) 0.8454(11) 0.176(12) Uiso d PG 0.25 A 4 C C25 0.4257(6) 0.5340(7) 0.9162(11) 0.107(7) Uiso d PG 0.5 A 4 C C24 0.3646(7) 0.5345(6) 0.9439(9) 0.106(9) Uiso d PG 0.5 A 4 C N24 0.3330(4) 0.4921(6) 0.8901(8) 0.064(4) Uiso d PG 0.25 A 4 N N23 0.3745(5) 0.4654(4) 0.8292(6) 0.042(3) Uiso d PG 0.5 A 4 N C26C 0.3330(4) 0.4921(6) 0.8901(8) 0.064(4) Uiso d P 0.25 A 4 C N24C 0.4318(4) 0.4913(7) 0.8454(11) 0.176(12) Uiso d P 0.25 A 4 N N25 0.2286(7) 0.3899(7) 0.4531(12) 0.038(5) Uiso d P 0.5 A 5 N C29 0.2299(6) 0.4454(6) 0.4112(8) 0.040(3) Uiso d P 0.25 A 5 C N26 0.1890(5) 0.3558(6) 0.4093(8) 0.041(3) Uiso d P 0.25 A 5 N C28 0.1879(6) 0.4430(7) 0.3406(9) 0.046(3) Uiso d P 0.5 A 5 C C29C 0.1890(5) 0.3558(6) 0.4093(8) 0.041(3) Uiso d P 0.25 A 5 C N26C 0.2299(6) 0.4454(6) 0.4112(8) 0.040(3) Uiso d P 0.25 A 5 N C30 0.1680(7) 0.3504(8) 0.3378(12) 0.069(4) Uiso d P 0.5 A 6 C C27 0.1615(6) 0.3874(7) 0.3394(9) 0.038(3) Uiso d P 0.5 A 5 C C32 0.2128(6) 0.4307(6) 0.4110(9) 0.046(3) Uiso d P 0.25 A 6 C N28 0.2016(6) 0.3299(7) 0.4099(10) 0.060(4) Uiso d P 0.25 A 6 N C31 0.1722(7) 0.4121(9) 0.3345(11) 0.054(4) Uiso d P 0.5 A 6 C N27 0.2255(6) 0.3792(7) 0.4548(10) 0.028(4) Uiso d P 0.5 A 6 N N28C 0.2128(6) 0.4307(6) 0.4110(9) 0.046(3) Uiso d P 0.25 A 6 N C32C 0.2016(6) 0.3299(7) 0.4099(10) 0.060(4) Uiso d P 0.25 A 6 C Cl1 0 0.5 0.1392(7) 0.235(4) Uiso d SDU 1 . . Cl C35 0.0229(11) 0.5042(9) 0.0233(13) 0.183(15) Uiso d PD 0.5 B -1 C H29 0.0668 0.5116 0.0146 0.22 Uiso calc PR 0.5 B -1 H Cl2 -0.0253(4) 0.5517(4) -0.0455(6) 0.148(3) Uiso d PD 0.5 B -1 Cl Cl3 0.0016(5) 0.4267(5) 0.0174(8) 0.191(4) Uiso d PDU 0.5 B -1 Cl loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.045(3) 0.062(4) 0.041(3) -0.007(3) -0.002(3) -0.010(3) C2 0.047(3) 0.074(4) 0.034(3) -0.025(3) 0.013(3) -0.005(3) C3 0.061(4) 0.051(3) 0.031(3) -0.007(3) 0.002(3) 0.002(3) C4 0.050(3) 0.041(3) 0.025(2) -0.002(3) -0.004(2) -0.003(2) C5 0.048(3) 0.047(3) 0.030(3) 0.007(3) 0.006(2) -0.013(2) C6 0.042(3) 0.042(3) 0.038(3) 0.008(3) 0.003(2) -0.007(2) C7 0.029(2) 0.032(2) 0.039(3) 0.006(2) -0.002(2) 0.000(2) C8 0.044(3) 0.033(3) 0.042(3) -0.006(2) 0.001(2) 0.007(2) C9 0.036(3) 0.053(4) 0.032(3) -0.004(3) -0.005(2) 0.006(3) C10 0.028(3) 0.072(4) 0.057(4) -0.007(3) -0.002(3) 0.008(4) C12 0.113(6) 0.036(3) 0.058(4) 0.005(4) -0.020(5) 0.012(3) C13 0.115(7) 0.039(3) 0.052(4) -0.009(4) -0.006(4) -0.006(3) C14 0.084(5) 0.031(3) 0.061(4) -0.004(3) -0.029(4) -0.012(3) Co1 0.0317(3) 0.0294(3) 0.0263(3) -0.0012(3) -0.0042(3) -0.0020(3) Co2 0.0343(4) 0.0341(4) 0.0267(3) -0.0043(3) 0.0013(3) -0.0074(3) Co3 0.0271(3) 0.0317(3) 0.0248(3) 0.0018(3) -0.0029(3) -0.0031(3) F1 0.086(3) 0.101(4) 0.064(3) -0.017(3) -0.017(3) 0.020(3) F2 0.047(2) 0.144(5) 0.089(4) -0.035(3) 0.014(2) -0.058(3) F3 0.081(3) 0.156(5) 0.081(3) -0.020(3) 0.023(3) -0.058(4) F4 0.082(3) 0.085(3) 0.066(3) -0.022(3) -0.006(2) -0.005(3) F5 0.066(3) 0.100(3) 0.053(2) -0.002(2) 0.017(2) -0.010(2) F6 0.112(4) 0.144(5) 0.084(4) 0.045(4) -0.042(3) -0.012(4) N1 0.037(2) 0.047(3) 0.031(2) -0.008(2) -0.0003(19) -0.006(2) N2 0.037(2) 0.041(2) 0.028(2) -0.006(2) 0.0028(18) -0.0026(19) N3 0.034(2) 0.030(2) 0.030(2) -0.0013(19) -0.0012(17) -0.0006(17) N4 0.034(2) 0.037(2) 0.025(2) -0.0030(19) 0.0000(17) -0.0013(18) N5 0.059(3) 0.032(2) 0.037(2) 0.005(2) -0.004(2) -0.002(2) N6 0.068(3) 0.032(2) 0.040(3) -0.003(2) -0.012(3) 0.005(2) O1 0.0316(17) 0.0294(17) 0.0258(16) 0.0003(14) -0.0056(13) -0.0004(14) O2 0.044(2) 0.0356(19) 0.038(2) -0.0046(17) -0.0055(17) 0.0003(16) O3 0.0351(19) 0.0330(19) 0.0360(19) 0.0001(16) -0.0045(16) -0.0018(16) O4 0.038(2) 0.044(2) 0.045(2) -0.0034(17) -0.0123(18) -0.0039(18) O5 0.0312(19) 0.047(2) 0.0329(19) 0.0008(16) -0.0051(15) -0.0017(17) P1 0.0489(9) 0.0894(14) 0.0388(8) -0.0096(9) -0.0029(8) -0.0114(9) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 N2 . 1.316(8) ? C1 C2 . 1.400(9) ? C2A N4A . 1.335(13) ? C2A C3A . 1.400(16) ? C2 C3 . 1.357(9) ? C3A C4A . 1.394(16) ? C3 N1 . 1.308(8) ? C4A N3A . 1.316(11) ? C4 N4 . 1.344(6) ? C4 C5 . 1.374(8) ? C5 C6 . 1.375(8) ? C6 N3 . 1.329(7) ? C7 O2 . 1.253(6) ? C7 O3 . 1.261(6) ? C7 C8 . 1.478(7) ? C9 O5 . 1.229(7) ? C9 O4 . 1.263(7) ? C9 C10 . 1.505(8) ? C12 C13 . 1.337(10) ? C12 N6 . 1.343(8) ? C13 C14 . 1.362(10) ? C14A O6A . 1.216(11) ? C14A O7A . 1.258(11) ? C14A C15A . 1.533(13) ? C14 N5 . 1.338(7) ? C16B N9B . 1.331(15) ? C16B C15B . 1.5183 ? C14B C15B . 1.226 ? C14B N10B . 1.346(15) ? C2B O6B . 1.127(16) ? C2B O7B . 1.275(16) ? C2B C3B . 1.54(3) ? Co1 O1 . 1.830(3) ? Co1 O7A . 1.869(7) ? Co1 N1 . 1.891(5) ? Co1 N3 . 1.914(4) ? Co1 O5 . 1.929(4) ? Co1 N5 . 1.934(5) ? Co1 N10B . 1.989(13) ? Co2 O1 . 1.803(3) ? Co2 O6B . 1.810(12) ? Co2 O6A . 1.855(6) ? Co2 O4 . 1.911(4) ? Co2 O2 . 1.918(4) ? Co2 N3A . 1.938(7) ? Co2 N21 . 1.951(6) ? Co2 N23 . 1.974(9) ? Co2 N9B . 1.994(14) ? Co3 O1 . 1.833(3) ? Co3 N4A . 1.882(9) ? Co3 N2 . 1.887(5) ? Co3 N4 . 1.915(4) ? Co3 O7B . 1.919(13) ? Co3 O3 . 1.930(4) ? Co3 N27 . 1.950(15) ? Co3 N25 . 1.965(17) ? F1 P1 . 1.602(5) ? F2 P1 . 1.591(5) ? F3 P1 . 1.586(5) ? F4 P1 . 1.583(5) ? F5 P1 . 1.587(4) ? F6 P1 . 1.564(6) ? N1 N2 . 1.404(6) ? N3A N4A . 1.377(12) ? N3 N4 . 1.362(6) ? N5 N6 . 1.335(7) ? N9B N10B . 1.36(2) ? N21 N22 . 1.42 ? N21 C23 . 1.42 ? N22 C21 . 1.42 ? C21 C22 . 1.42 ? C22 C23 . 1.42 ? C26 N23 . 1.42 ? C26 C25 . 1.42 ? C25 C24 . 1.42 ? C24 N24 . 1.42 ? N24 N23 . 1.42 ? N25 N26 . 1.331(19) ? N25 C29 . 1.38(2) ? C29 C28 . 1.402(19) ? N26 C27 . 1.390(18) ? C28 C27 . 1.370(18) ? C30 N28 . 1.38(2) ? C30 C31 . 1.38(2) ? C32 N27 . 1.35(2) ? C32 C31 . 1.51(2) ? N28 N27 . 1.39(2) ? Cl1 C35 2_565 1.788(17) ? Cl1 C35 . 1.788(17) ? Cl1 Cl3 . 2.429(13) ? Cl1 Cl3 2_565 2.429(13) ? C35 Cl3 . 1.792(18) ? C35 Cl2 . 1.819(18) ? 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 N2 C1 C2 110.1(6) . . ? N4A C2A C3A 109.3(10) . . ? C3 C2 C1 104.0(5) . . ? C4A C3A C2A 103.2(11) . . ? N1 C3 C2 111.8(6) . . ? N3A C4A C3A 111.2(9) . . ? N4 C4 C5 109.8(5) . . ? C4 C5 C6 104.7(5) . . ? N3 C6 C5 109.9(5) . . ? O2 C7 O3 127.3(5) . . ? O2 C7 C8 115.7(5) . . ? O3 C7 C8 116.9(5) . . ? O5 C9 O4 128.0(5) . . ? O5 C9 C10 117.5(6) . . ? O4 C9 C10 114.4(5) . . ? C13 C12 N6 107.7(6) . . ? C12 C13 C14 105.5(6) . . ? O6A C14A O7A 129.2(10) . . ? O6A C14A C15A 113.4(9) . . ? O7A C14A C15A 117.4(9) . . ? N5 C14 C13 111.5(6) . . ? N9B C16B C15B 105.3(7) . . ? C15B C14B N10B 114.9(7) . . ? O6B C2B O7B 129.4(12) . . ? O6B C2B C3B 120.9(14) . . ? O7B C2B C3B 107.7(13) . . ? C14B C15B C16B 104.2 . . ? O1 Co1 O7A 99.4(2) . . ? O1 Co1 N1 89.07(18) . . ? O7A Co1 N1 91.2(3) . . ? O1 Co1 N3 84.01(16) . . ? O7A Co1 N3 176.6(3) . . ? N1 Co1 N3 88.97(19) . . ? O1 Co1 O5 89.95(16) . . ? O7A Co1 O5 88.0(2) . . ? N1 Co1 O5 178.60(19) . . ? N3 Co1 O5 91.92(17) . . ? O1 Co1 N5 176.1(2) . . ? O7A Co1 N5 84.0(3) . . ? N1 Co1 N5 92.9(2) . . ? N3 Co1 N5 92.63(19) . . ? O5 Co1 N5 88.2(2) . . ? O1 Co1 N10B 88.2(4) . . ? O7A Co1 N10B 11.9(4) . . ? N1 Co1 N10B 86.8(4) . . ? N3 Co1 N10B 171.2(4) . . ? O5 Co1 N10B 92.1(4) . . ? N5 Co1 N10B 95.3(4) . . ? O1 Co2 O6B 102.1(4) . . ? O1 Co2 O6A 99.1(2) . . ? O6B Co2 O6A 72.6(5) . . ? O1 Co2 O4 89.49(16) . . ? O6B Co2 O4 164.6(5) . . ? O6A Co2 O4 95.7(3) . . ? O1 Co2 O2 88.65(15) . . ? O6B Co2 O2 101.0(5) . . ? O6A Co2 O2 170.8(3) . . ? O4 Co2 O2 89.35(17) . . ? O1 Co2 N3A 88.7(2) . . ? O6B Co2 N3A 19.8(4) . . ? O6A Co2 N3A 88.9(3) . . ? O4 Co2 N3A 175.3(3) . . ? O2 Co2 N3A 86.2(3) . . ? O1 Co2 N21 171.5(2) . . ? O6B Co2 N21 78.1(5) . . ? O6A Co2 N21 89.1(3) . . ? O4 Co2 N21 91.9(3) . . ? O2 Co2 N21 83.0(2) . . ? N3A Co2 N21 89.2(3) . . ? O1 Co2 N23 170.1(3) . . ? O6B Co2 N23 87.8(5) . . ? O6A Co2 N23 84.1(4) . . ? O4 Co2 N23 80.8(3) . . ? O2 Co2 N23 89.1(3) . . ? N3A Co2 N23 100.8(4) . . ? N21 Co2 N23 12.7(4) . . ? O1 Co2 N9B 89.2(4) . . ? O6B Co2 N9B 88.1(6) . . ? O6A Co2 N9B 17.0(4) . . ? O4 Co2 N9B 81.8(4) . . ? O2 Co2 N9B 170.9(4) . . ? N3A Co2 N9B 102.6(5) . . ? N21 Co2 N9B 99.2(4) . . ? N23 Co2 N9B 91.5(5) . . ? O1 Co3 N4A 90.1(3) . . ? O1 Co3 N2 88.91(18) . . ? N4A Co3 N2 86.6(3) . . ? O1 Co3 N4 84.28(17) . . ? N4A Co3 N4 173.4(3) . . ? N2 Co3 N4 89.82(19) . . ? O1 Co3 O7B 97.6(4) . . ? N4A Co3 O7B 10.7(5) . . ? N2 Co3 O7B 94.4(4) . . ? N4 Co3 O7B 175.4(5) . . ? O1 Co3 O3 89.56(15) . . ? N4A Co3 O3 91.6(3) . . ? N2 Co3 O3 177.65(18) . . ? N4 Co3 O3 91.81(17) . . ? O7B Co3 O3 84.0(4) . . ? O1 Co3 N27 174.7(4) . . ? N4A Co3 N27 95.1(5) . . ? N2 Co3 N27 90.5(5) . . ? N4 Co3 N27 90.5(4) . . ? O7B Co3 N27 87.7(6) . . ? O3 Co3 N27 91.2(4) . . ? O1 Co3 N25 173.4(5) . . ? N4A Co3 N25 92.7(6) . . ? N2 Co3 N25 97.2(5) . . ? N4 Co3 N25 93.2(5) . . ? O7B Co3 N25 84.4(6) . . ? O3 Co3 N25 84.4(5) . . ? N27 Co3 N25 7.3(7) . . ? C3 N1 N2 107.1(5) . . ? C3 N1 Co1 134.8(4) . . ? N2 N1 Co1 116.5(3) . . ? C1 N2 N1 107.0(5) . . ? C1 N2 Co3 137.5(5) . . ? N1 N2 Co3 115.1(3) . . ? C4A N3A N4A 107.3(8) . . ? C4A N3A Co2 134.1(7) . . ? N4A N3A Co2 118.3(6) . . ? C6 N3 N4 108.2(4) . . ? C6 N3 Co1 136.0(4) . . ? N4 N3 Co1 115.8(3) . . ? C2A N4A N3A 108.2(8) . . ? C2A N4A Co3 134.7(8) . . ? N3A N4A Co3 116.8(6) . . ? C4 N4 N3 107.3(4) . . ? C4 N4 Co3 135.5(4) . . ? N3 N4 Co3 116.6(3) . . ? N6 N5 C14 104.1(5) . . ? N6 N5 Co1 121.8(4) . . ? C14 N5 Co1 134.1(4) . . ? N5 N6 C12 111.2(5) . . ? C16B N9B N10B 108.5(12) . . ? C16B N9B Co2 134.6(11) . . ? N10B N9B Co2 116.7(9) . . ? C14B N10B N9B 107.0(12) . . ? C14B N10B Co1 135.7(10) . . ? N9B N10B Co1 117.3(9) . . ? Co2 O1 Co1 121.55(18) . . ? Co2 O1 Co3 119.85(18) . . ? Co1 O1 Co3 112.99(17) . . ? C7 O2 Co2 131.7(4) . . ? C7 O3 Co3 127.8(4) . . ? C9 O4 Co2 132.7(4) . . ? C9 O5 Co1 126.6(4) . . ? C14A O6A Co2 126.3(7) . . ? C2B O6B Co2 126.6(12) . . ? C14A O7A Co1 130.0(7) . . ? C2B O7B Co3 128.6(11) . . ? F6 P1 F4 89.1(3) . . ? F6 P1 F3 91.4(4) . . ? F4 P1 F3 88.8(3) . . ? F6 P1 F5 88.4(3) . . ? F4 P1 F5 90.4(3) . . ? F3 P1 F5 179.2(3) . . ? F6 P1 F2 91.5(4) . . ? F4 P1 F2 179.4(3) . . ? F3 P1 F2 91.0(3) . . ? F5 P1 F2 89.9(3) . . ? F6 P1 F1 177.0(4) . . ? F4 P1 F1 88.6(3) . . ? F3 P1 F1 90.4(3) . . ? F5 P1 F1 89.8(3) . . ? F2 P1 F1 90.8(3) . . ? N22 N21 C23 108 . . ? N22 N21 Co2 120.3(5) . . ? C23 N21 Co2 131.3(4) . . ? N21 N22 C21 108 . . ? C22 C21 N22 108 . . ? C21 C22 C23 108 . . ? C22 C23 N21 108 . . ? N23 C26 C25 108 . . ? C26 C25 C24 108 . . ? N24 C24 C25 108 . . ? C24 N24 N23 108 . . ? C26 N23 N24 108 . . ? C26 N23 Co2 129.8(7) . . ? N24 N23 Co2 121.8(7) . . ? N26 N25 C29 107.9(14) . . ? N26 N25 Co3 130.0(12) . . ? C29 N25 Co3 122.0(11) . . ? N25 C29 C28 106.4(13) . . ? N25 N26 C27 111.3(13) . . ? C27 C28 C29 109.4(12) . . ? N28 C30 C31 108.7(15) . . ? C28 C27 N26 105.0(11) . . ? N27 C32 C31 104.5(13) . . ? C30 N28 N27 108.4(15) . . ? C30 C31 C32 106.8(13) . . ? C32 N27 N28 111.4(13) . . ? C32 N27 Co3 126.0(11) . . ? N28 N27 Co3 121.7(11) . . ? C35 Cl1 C35 33.7(16) 2_565 . ? C35 Cl1 Cl3 42.3(8) 2_565 . ? C35 Cl1 Cl3 47.4(6) . . ? C35 Cl1 Cl3 47.4(6) 2_565 2_565 ? C35 Cl1 Cl3 42.3(8) . 2_565 ? Cl3 Cl1 Cl3 84.5(7) . 2_565 ? Cl1 C35 Cl3 85.4(9) . . ? Cl1 C35 Cl2 113.4(13) . . ? Cl3 C35 Cl2 112.1(13) . . ? C35 Cl3 Cl1 47.2(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 N2 C1 C2 C3 0.4(7) . . . . ? N4A C2A C3A C4A 8.7(12) . . . . ? C1 C2 C3 N1 -1.0(7) . . . . ? C2A C3A C4A N3A -5.3(12) . . . . ? N4 C4 C5 C6 -0.4(7) . . . . ? C4 C5 C6 N3 -0.2(7) . . . . ? N6 C12 C13 C14 1.7(10) . . . . ? C12 C13 C14 N5 -2.6(10) . . . . ? N10B C14B C15B C16B 2.9(7) . . . . ? N9B C16B C15B C14B -3.0(7) . . . . ? C2 C3 N1 N2 1.1(6) . . . . ? C2 C3 N1 Co1 165.5(4) . . . . ? O1 Co1 N1 C3 -143.8(6) . . . . ? O7A Co1 N1 C3 -44.5(6) . . . . ? N3 Co1 N1 C3 132.1(6) . . . . ? O5 Co1 N1 C3 -98(8) . . . . ? N5 Co1 N1 C3 39.5(6) . . . . ? N10B Co1 N1 C3 -55.6(7) . . . . ? O1 Co1 N1 N2 19.5(3) . . . . ? O7A Co1 N1 N2 118.8(4) . . . . ? N3 Co1 N1 N2 -64.5(4) . . . . ? O5 Co1 N1 N2 65(8) . . . . ? N5 Co1 N1 N2 -157.1(4) . . . . ? N10B Co1 N1 N2 107.7(5) . . . . ? C2 C1 N2 N1 0.2(6) . . . . ? C2 C1 N2 Co3 -171.4(4) . . . . ? C3 N1 N2 C1 -0.8(6) . . . . ? Co1 N1 N2 C1 -168.5(4) . . . . ? C3 N1 N2 Co3 173.0(4) . . . . ? Co1 N1 N2 Co3 5.3(5) . . . . ? O1 Co3 N2 C1 144.1(6) . . . . ? N4A Co3 N2 C1 53.9(7) . . . . ? N4 Co3 N2 C1 -131.6(6) . . . . ? O7B Co3 N2 C1 46.6(7) . . . . ? O3 Co3 N2 C1 95(4) . . . . ? N27 Co3 N2 C1 -41.1(7) . . . . ? N25 Co3 N2 C1 -38.3(8) . . . . ? O1 Co3 N2 N1 -27.0(3) . . . . ? N4A Co3 N2 N1 -117.2(4) . . . . ? N4 Co3 N2 N1 57.3(3) . . . . ? O7B Co3 N2 N1 -124.5(5) . . . . ? O3 Co3 N2 N1 -77(5) . . . . ? N27 Co3 N2 N1 147.8(5) . . . . ? N25 Co3 N2 N1 150.6(6) . . . . ? C3A C4A N3A N4A 0.1(11) . . . . ? C3A C4A N3A Co2 -173.6(8) . . . . ? O1 Co2 N3A C4A 163.1(8) . . . . ? O6B Co2 N3A C4A 30.1(13) . . . . ? O6A Co2 N3A C4A 63.9(9) . . . . ? O4 Co2 N3A C4A -129(3) . . . . ? O2 Co2 N3A C4A -108.2(8) . . . . ? N21 Co2 N3A C4A -25.1(9) . . . . ? N23 Co2 N3A C4A -19.8(9) . . . . ? N9B Co2 N3A C4A 74.2(9) . . . . ? O1 Co2 N3A N4A -10.0(7) . . . . ? O6B Co2 N3A N4A -143.0(18) . . . . ? O6A Co2 N3A N4A -109.2(7) . . . . ? O4 Co2 N3A N4A 58(3) . . . . ? O2 Co2 N3A N4A 78.7(7) . . . . ? N21 Co2 N3A N4A 161.7(7) . . . . ? N23 Co2 N3A N4A 167.0(7) . . . . ? N9B Co2 N3A N4A -99.0(8) . . . . ? C5 C6 N3 N4 0.8(6) . . . . ? C5 C6 N3 Co1 -175.8(4) . . . . ? O1 Co1 N3 C6 145.9(6) . . . . ? O7A Co1 N3 C6 -32(5) . . . . ? N1 Co1 N3 C6 -124.9(6) . . . . ? O5 Co1 N3 C6 56.2(6) . . . . ? N5 Co1 N3 C6 -32.0(6) . . . . ? N10B Co1 N3 C6 174(2) . . . . ? O1 Co1 N3 N4 -30.4(3) . . . . ? O7A Co1 N3 N4 151(4) . . . . ? N1 Co1 N3 N4 58.8(3) . . . . ? O5 Co1 N3 N4 -120.2(3) . . . . ? N5 Co1 N3 N4 151.6(4) . . . . ? N10B Co1 N3 N4 -3(3) . . . . ? C3A C2A N4A N3A -9.0(12) . . . . ? C3A C2A N4A Co3 178.2(9) . . . . ? C4A N3A N4A C2A 5.6(11) . . . . ? Co2 N3A N4A C2A -179.6(6) . . . . ? C4A N3A N4A Co3 179.8(6) . . . . ? Co2 N3A N4A Co3 -5.4(10) . . . . ? O1 Co3 N4A C2A -170.3(11) . . . . ? N2 Co3 N4A C2A -81.4(11) . . . . ? N4 Co3 N4A C2A -139(2) . . . . ? O7B Co3 N4A C2A 55(3) . . . . ? O3 Co3 N4A C2A 100.1(11) . . . . ? N27 Co3 N4A C2A 8.8(12) . . . . ? N25 Co3 N4A C2A 15.7(12) . . . . ? O1 Co3 N4A N3A 17.4(7) . . . . ? N2 Co3 N4A N3A 106.3(7) . . . . ? N4 Co3 N4A N3A 49(3) . . . . ? O7B Co3 N4A N3A -117(4) . . . . ? O3 Co3 N4A N3A -72.2(7) . . . . ? N27 Co3 N4A N3A -163.5(8) . . . . ? N25 Co3 N4A N3A -156.6(8) . . . . ? C5 C4 N4 N3 0.9(6) . . . . ? C5 C4 N4 Co3 171.6(4) . . . . ? C6 N3 N4 C4 -1.0(6) . . . . ? Co1 N3 N4 C4 176.3(4) . . . . ? C6 N3 N4 Co3 -173.8(4) . . . . ? Co1 N3 N4 Co3 3.6(4) . . . . ? O1 Co3 N4 C4 -144.8(6) . . . . ? N4A Co3 N4 C4 -176(3) . . . . ? N2 Co3 N4 C4 126.3(6) . . . . ? O7B Co3 N4 C4 -30(6) . . . . ? O3 Co3 N4 C4 -55.4(5) . . . . ? N27 Co3 N4 C4 35.8(7) . . . . ? N25 Co3 N4 C4 29.1(7) . . . . ? O1 Co3 N4 N3 25.3(3) . . . . ? N4A Co3 N4 N3 -6(3) . . . . ? N2 Co3 N4 N3 -63.6(4) . . . . ? O7B Co3 N4 N3 140(5) . . . . ? O3 Co3 N4 N3 114.7(3) . . . . ? N27 Co3 N4 N3 -154.1(5) . . . . ? N25 Co3 N4 N3 -160.8(6) . . . . ? C13 C14 N5 N6 2.4(8) . . . . ? C13 C14 N5 Co1 -177.6(6) . . . . ? O1 Co1 N5 N6 110(3) . . . . ? O7A Co1 N5 N6 -39.6(5) . . . . ? N1 Co1 N5 N6 -130.5(5) . . . . ? N3 Co1 N5 N6 140.4(5) . . . . ? O5 Co1 N5 N6 48.6(5) . . . . ? N10B Co1 N5 N6 -43.4(6) . . . . ? O1 Co1 N5 C14 -70(3) . . . . ? O7A Co1 N5 C14 140.4(7) . . . . ? N1 Co1 N5 C14 49.5(7) . . . . ? N3 Co1 N5 C14 -39.6(7) . . . . ? O5 Co1 N5 C14 -131.5(7) . . . . ? N10B Co1 N5 C14 136.6(8) . . . . ? C14 N5 N6 C12 -1.2(8) . . . . ? Co1 N5 N6 C12 178.8(5) . . . . ? C13 C12 N6 N5 -0.4(9) . . . . ? C15B C16B N9B N10B 2.0(12) . . . . ? C15B C16B N9B Co2 176.5(10) . . . . ? O1 Co2 N9B C16B -164.0(13) . . . . ? O6B Co2 N9B C16B -61.9(14) . . . . ? O6A Co2 N9B C16B -38.2(13) . . . . ? O4 Co2 N9B C16B 106.4(13) . . . . ? O2 Co2 N9B C16B 119(2) . . . . ? N3A Co2 N9B C16B -75.5(14) . . . . ? N21 Co2 N9B C16B 15.8(14) . . . . ? N23 Co2 N9B C16B 25.9(14) . . . . ? O1 Co2 N9B N10B 10.2(11) . . . . ? O6B Co2 N9B N10B 112.3(11) . . . . ? O6A Co2 N9B N10B 136(2) . . . . ? O4 Co2 N9B N10B -79.4(11) . . . . ? O2 Co2 N9B N10B -66(3) . . . . ? N3A Co2 N9B N10B 98.7(11) . . . . ? N21 Co2 N9B N10B -170.1(11) . . . . ? N23 Co2 N9B N10B -159.9(11) . . . . ? C15B C14B N10B N9B -1.8(13) . . . . ? C15B C14B N10B Co1 175.8(9) . . . . ? C16B N9B N10B C14B -0.4(14) . . . . ? Co2 N9B N10B C14B -176.0(8) . . . . ? C16B N9B N10B Co1 -178.5(8) . . . . ? Co2 N9B N10B Co1 5.9(15) . . . . ? O1 Co1 N10B C14B 164.2(13) . . . . ? O7A Co1 N10B C14B -36.1(18) . . . . ? N1 Co1 N10B C14B 75.0(13) . . . . ? N3 Co1 N10B C14B 137(2) . . . . ? O5 Co1 N10B C14B -105.9(13) . . . . ? N5 Co1 N10B C14B -17.6(13) . . . . ? O1 Co1 N10B N9B -18.4(11) . . . . ? O7A Co1 N10B N9B 141(3) . . . . ? N1 Co1 N10B N9B -107.5(11) . . . . ? N3 Co1 N10B N9B -46(3) . . . . ? O5 Co1 N10B N9B 71.5(11) . . . . ? N5 Co1 N10B N9B 159.8(11) . . . . ? O6B Co2 O1 Co1 -113.5(5) . . . . ? O6A Co2 O1 Co1 -39.5(3) . . . . ? O4 Co2 O1 Co1 56.2(2) . . . . ? O2 Co2 O1 Co1 145.5(2) . . . . ? N3A Co2 O1 Co1 -128.2(3) . . . . ? N21 Co2 O1 Co1 155.8(19) . . . . ? N23 Co2 O1 Co1 69(2) . . . . ? N9B Co2 O1 Co1 -25.6(4) . . . . ? O6B Co2 O1 Co3 38.2(5) . . . . ? O6A Co2 O1 Co3 112.2(3) . . . . ? O4 Co2 O1 Co3 -152.1(2) . . . . ? O2 Co2 O1 Co3 -62.7(2) . . . . ? N3A Co2 O1 Co3 23.5(3) . . . . ? N21 Co2 O1 Co3 -52(2) . . . . ? N23 Co2 O1 Co3 -139.6(19) . . . . ? N9B Co2 O1 Co3 126.1(5) . . . . ? O7A Co1 O1 Co2 23.6(3) . . . . ? N1 Co1 O1 Co2 114.6(2) . . . . ? N3 Co1 O1 Co2 -156.3(2) . . . . ? O5 Co1 O1 Co2 -64.4(2) . . . . ? N5 Co1 O1 Co2 -125(3) . . . . ? N10B Co1 O1 Co2 27.7(4) . . . . ? O7A Co1 O1 Co3 -129.9(3) . . . . ? N1 Co1 O1 Co3 -38.9(2) . . . . ? N3 Co1 O1 Co3 50.2(2) . . . . ? O5 Co1 O1 Co3 142.12(19) . . . . ? N5 Co1 O1 Co3 81(3) . . . . ? N10B Co1 O1 Co3 -125.7(4) . . . . ? N4A Co3 O1 Co2 -26.1(4) . . . . ? N2 Co3 O1 Co2 -112.8(2) . . . . ? N4 Co3 O1 Co2 157.3(2) . . . . ? O7B Co3 O1 Co2 -18.5(5) . . . . ? O3 Co3 O1 Co2 65.4(2) . . . . ? N27 Co3 O1 Co2 164(5) . . . . ? N25 Co3 O1 Co2 89(4) . . . . ? N4A Co3 O1 Co1 127.8(3) . . . . ? N2 Co3 O1 Co1 41.2(2) . . . . ? N4 Co3 O1 Co1 -48.7(2) . . . . ? O7B Co3 O1 Co1 135.5(5) . . . . ? O3 Co3 O1 Co1 -140.6(2) . . . . ? N27 Co3 O1 Co1 -42(5) . . . . ? N25 Co3 O1 Co1 -117(4) . . . . ? O3 C7 O2 Co2 2.0(8) . . . . ? C8 C7 O2 Co2 -179.3(4) . . . . ? O1 Co2 O2 C7 25.1(5) . . . . ? O6B Co2 O2 C7 -76.9(6) . . . . ? O6A Co2 O2 C7 -122.3(14) . . . . ? O4 Co2 O2 C7 114.6(5) . . . . ? N3A Co2 O2 C7 -63.7(5) . . . . ? N21 Co2 O2 C7 -153.4(5) . . . . ? N23 Co2 O2 C7 -164.6(6) . . . . ? N9B Co2 O2 C7 102(2) . . . . ? O2 C7 O3 Co3 1.4(8) . . . . ? C8 C7 O3 Co3 -177.4(4) . . . . ? O1 Co3 O3 C7 -29.8(4) . . . . ? N4A Co3 O3 C7 60.4(5) . . . . ? N2 Co3 O3 C7 20(5) . . . . ? N4 Co3 O3 C7 -114.0(4) . . . . ? O7B Co3 O3 C7 67.9(6) . . . . ? N27 Co3 O3 C7 155.5(6) . . . . ? N25 Co3 O3 C7 152.9(6) . . . . ? O5 C9 O4 Co2 -6.4(9) . . . . ? C10 C9 O4 Co2 172.5(4) . . . . ? O1 Co2 O4 C9 -15.9(5) . . . . ? O6B Co2 O4 C9 123.1(15) . . . . ? O6A Co2 O4 C9 83.2(5) . . . . ? O2 Co2 O4 C9 -104.5(5) . . . . ? N3A Co2 O4 C9 -83(3) . . . . ? N21 Co2 O4 C9 172.5(5) . . . . ? N23 Co2 O4 C9 166.3(6) . . . . ? N9B Co2 O4 C9 73.4(6) . . . . ? O4 C9 O5 Co1 -6.7(8) . . . . ? C10 C9 O5 Co1 174.5(4) . . . . ? O1 Co1 O5 C9 35.6(4) . . . . ? O7A Co1 O5 C9 -63.7(5) . . . . ? N1 Co1 O5 C9 -10(8) . . . . ? N3 Co1 O5 C9 119.6(4) . . . . ? N5 Co1 O5 C9 -147.8(5) . . . . ? N10B Co1 O5 C9 -52.5(6) . . . . ? O7A C14A O6A Co2 -15.5(14) . . . . ? C15A C14A O6A Co2 164.1(5) . . . . ? O1 Co2 O6A C14A 38.5(8) . . . . ? O6B Co2 O6A C14A 138.4(9) . . . . ? O4 Co2 O6A C14A -51.9(7) . . . . ? O2 Co2 O6A C14A -174.6(11) . . . . ? N3A Co2 O6A C14A 127.0(8) . . . . ? N21 Co2 O6A C14A -143.7(8) . . . . ? N23 Co2 O6A C14A -132.0(8) . . . . ? N9B Co2 O6A C14A -16.7(14) . . . . ? O7B C2B O6B Co2 7(2) . . . . ? C3B C2B O6B Co2 -154.8(14) . . . . ? O1 Co2 O6B C2B -37.4(12) . . . . ? O6A Co2 O6B C2B -133.3(12) . . . . ? O4 Co2 O6B C2B -175.2(8) . . . . ? O2 Co2 O6B C2B 53.6(12) . . . . ? N3A Co2 O6B C2B 11.1(9) . . . . ? N21 Co2 O6B C2B 134.0(12) . . . . ? N23 Co2 O6B C2B 142.3(12) . . . . ? N9B Co2 O6B C2B -126.2(12) . . . . ? O6A C14A O7A Co1 -12.3(15) . . . . ? C15A C14A O7A Co1 168.2(6) . . . . ? O1 Co1 O7A C14A 6.9(8) . . . . ? N1 Co1 O7A C14A -82.4(8) . . . . ? N3 Co1 O7A C14A -18E1(4) . . . . ? O5 Co1 O7A C14A 96.5(8) . . . . ? N5 Co1 O7A C14A -175.2(8) . . . . ? N10B Co1 O7A C14A -14(2) . . . . ? O6B C2B O7B Co3 26(2) . . . . ? C3B C2B O7B Co3 -170.5(14) . . . . ? O1 Co3 O7B C2B -16.5(13) . . . . ? N4A Co3 O7B C2B 29(3) . . . . ? N2 Co3 O7B C2B 73.0(12) . . . . ? N4 Co3 O7B C2B -130(5) . . . . ? O3 Co3 O7B C2B -105.2(12) . . . . ? N27 Co3 O7B C2B 163.3(13) . . . . ? N25 Co3 O7B C2B 169.9(13) . . . . ? O1 Co2 N21 N22 165.4(16) . . . . ? O6B Co2 N21 N22 72.9(7) . . . . ? O6A Co2 N21 N22 0.5(6) . . . . ? O4 Co2 N21 N22 -95.1(6) . . . . ? O2 Co2 N21 N22 175.8(6) . . . . ? N3A Co2 N21 N22 89.4(6) . . . . ? N23 Co2 N21 N22 -66.1(18) . . . . ? N9B Co2 N21 N22 -13.2(8) . . . . ? O1 Co2 N21 C23 -23(2) . . . . ? O6B Co2 N21 C23 -115.2(8) . . . . ? O6A Co2 N21 C23 172.4(7) . . . . ? O4 Co2 N21 C23 76.8(6) . . . . ? O2 Co2 N21 C23 -12.3(6) . . . . ? N3A Co2 N21 C23 -98.7(7) . . . . ? N23 Co2 N21 C23 106(2) . . . . ? N9B Co2 N21 C23 158.7(7) . . . . ? C23 N21 N22 C21 0 . . . . ? Co2 N21 N22 C21 173.6(7) . . . . ? N21 N22 C21 C22 0 . . . . ? N22 C21 C22 C23 0 . . . . ? C21 C22 C23 N21 0 . . . . ? N22 N21 C23 C22 0 . . . . ? Co2 N21 C23 C22 -172.6(8) . . . . ? N23 C26 C25 C24 0 . . . . ? C26 C25 C24 N24 0 . . . . ? C25 C24 N24 N23 0 . . . . ? C25 C26 N23 N24 0 . . . . ? C25 C26 N23 Co2 173.0(10) . . . . ? C24 N24 N23 C26 0 . . . . ? C24 N24 N23 Co2 -173.7(9) . . . . ? O1 Co2 N23 C26 18(2) . . . . ? O6B Co2 N23 C26 -159.9(10) . . . . ? O6A Co2 N23 C26 127.4(10) . . . . ? O4 Co2 N23 C26 30.6(9) . . . . ? O2 Co2 N23 C26 -58.9(9) . . . . ? N3A Co2 N23 C26 -144.9(9) . . . . ? N21 Co2 N23 C26 -120(2) . . . . ? N9B Co2 N23 C26 112.0(10) . . . . ? O1 Co2 N23 N24 -169.9(15) . . . . ? O6B Co2 N23 N24 12.3(10) . . . . ? O6A Co2 N23 N24 -60.4(9) . . . . ? O4 Co2 N23 N24 -157.2(9) . . . . ? O2 Co2 N23 N24 113.3(9) . . . . ? N3A Co2 N23 N24 27.3(9) . . . . ? N21 Co2 N23 N24 52.2(18) . . . . ? N9B Co2 N23 N24 -75.8(10) . . . . ? O1 Co3 N25 N26 136(3) . . . . ? N4A Co3 N25 N26 -109.1(15) . . . . ? N2 Co3 N25 N26 -22.2(16) . . . . ? N4 Co3 N25 N26 68.0(15) . . . . ? O7B Co3 N25 N26 -115.9(16) . . . . ? O3 Co3 N25 N26 159.6(15) . . . . ? N27 Co3 N25 N26 0(6) . . . . ? O1 Co3 N25 C29 -40(5) . . . . ? N4A Co3 N25 C29 74.5(13) . . . . ? N2 Co3 N25 C29 161.4(12) . . . . ? N4 Co3 N25 C29 -108.3(13) . . . . ? O7B Co3 N25 C29 67.7(13) . . . . ? O3 Co3 N25 C29 -16.8(12) . . . . ? N27 Co3 N25 C29 -176(8) . . . . ? N26 N25 C29 C28 1.0(17) . . . . ? Co3 N25 C29 C28 178.1(10) . . . . ? C29 N25 N26 C27 -1.8(17) . . . . ? Co3 N25 N26 C27 -178.6(11) . . . . ? N25 C29 C28 C27 0.1(15) . . . . ? C29 C28 C27 N26 -1.2(14) . . . . ? N25 N26 C27 C28 1.9(16) . . . . ? C31 C30 N28 N27 2.2(19) . . . . ? N28 C30 C31 C32 0.9(18) . . . . ? N27 C32 C31 C30 -3.6(17) . . . . ? C31 C32 N27 N28 5.1(16) . . . . ? C31 C32 N27 Co3 174.3(11) . . . . ? C30 N28 N27 C32 -4.8(18) . . . . ? C30 N28 N27 Co3 -174.6(11) . . . . ? O1 Co3 N27 C32 -124(5) . . . . ? N4A Co3 N27 C32 65.7(13) . . . . ? N2 Co3 N27 C32 152.4(13) . . . . ? N4 Co3 N27 C32 -117.8(13) . . . . ? O7B Co3 N27 C32 58.0(13) . . . . ? O3 Co3 N27 C32 -25.9(13) . . . . ? N25 Co3 N27 C32 -5(6) . . . . ? O1 Co3 N27 N28 44(6) . . . . ? N4A Co3 N27 N28 -126.1(12) . . . . ? N2 Co3 N27 N28 -39.4(12) . . . . ? N4 Co3 N27 N28 50.4(12) . . . . ? O7B Co3 N27 N28 -133.8(13) . . . . ? O3 Co3 N27 N28 142.2(12) . . . . ? N25 Co3 N27 N28 163(8) . . . . ? C35 Cl1 C35 Cl3 -64.4(19) 2_565 . . . ? Cl3 Cl1 C35 Cl3 -144.8(15) 2_565 . . . ? C35 Cl1 C35 Cl2 47.7(16) 2_565 . . . ? Cl3 Cl1 C35 Cl2 112.1(16) . . . . ? Cl3 Cl1 C35 Cl2 -32.7(6) 2_565 . . . ? Cl2 C35 Cl3 Cl1 -113.4(16) . . . . ? C35 Cl1 Cl3 C35 48(2) 2_565 . . . ? Cl3 Cl1 Cl3 C35 22.9(10) 2_565 . . . ? data_bis-2 _database_code_depnum_ccdc_archive 'CCDC 870323' _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C23 H30 Co3 N10 O9, F6 P, 2(C H Cl3) ' _chemical_formula_sum 'C25 H32 Cl6 Co3 F6 N10 O9 P' _chemical_formula_weight 1151.07 #============================================================================== # CRYSTAL DATA _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' _space_group_crystal_system monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.9668(4) _cell_length_b 35.7616(14) _cell_length_c 12.1666(5) _cell_angle_alpha 90 _cell_angle_beta 102.6166(4) _cell_angle_gamma 90 _cell_volume 4231.8(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3580 _cell_measurement_theta_min 2.4211 _cell_measurement_theta_max 26.6826 _cell_measurement_temperature 100(2) _exptl_crystal_description block _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.13 _exptl_crystal_density_diffrn 1.807 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2304 _exptl_absorpt_coefficient_mu 1.665 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.71 _exptl_absorpt_correction_T_max 0.82 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 47616 _diffrn_reflns_av_R_equivalents 0.0404 _diffrn_reflns_av_unetI/netI 0.0328 _diffrn_reflns_theta_min 1.14 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -46 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. In pyrazole, N-N bond is usually longer than N-C bond (Acta Cryst. (1960), 13, 946). N6, N8 and N10 atoms in terminal pyrazoles were positioned as the N-N bonds are longer than N-C bonds. There is a max difference electron density peak of 1.447 in this crystal structure. This peak is observed near one of the chloroform molecules. A part of chloroform molecules in the crystal may be disordered, while we refined it as a static one. . ; _reflns_number_total 9627 _reflns_number_gt 8250 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0652 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1452 _refine_ls_goodness_of_fit_ref 1.137 _refine_ls_restrained_S_all 1.137 _refine_ls_number_reflns 9627 _refine_ls_number_parameters 545 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment noref _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0569P)^2^+15.6700P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.447 _refine_diff_density_min -1.072 _refine_diff_density_rms 0.126 _refine_ls_extinction_method none _refine_ls_abs_structure_details ; ; 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 0 '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 0.006 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 0.3683(3) 0.08649(8) 0.1863(2) 0.0169(5) Uani d . 1 . . O Co1 0.41407(5) 0.093952(15) 0.33979(4) 0.01608(13) Uani d . 1 . . Co Co2 0.50139(5) 0.076196(15) 0.10649(4) 0.01556(13) Uani d . 1 . . Co Co3 0.21789(5) 0.113397(15) 0.11065(4) 0.01515(12) Uani d . 1 . . Co N1 0.3300(3) 0.14145(10) 0.3228(3) 0.0202(7) Uani d . 1 . . N N2 0.2589(3) 0.15171(10) 0.2188(3) 0.0182(7) Uani d . 1 . . N C1 0.2400(5) 0.18859(12) 0.2190(4) 0.0255(9) Uani d . 1 . . C H1 0.1937 0.2029 0.1564 0.031 Uiso calc R 1 . . H C2 0.2985(5) 0.20293(13) 0.3251(4) 0.0307(10) Uani d . 1 . . C H2 0.2992 0.2282 0.3495 0.037 Uiso calc R 1 . . H C3 0.3552(5) 0.17216(13) 0.3869(4) 0.0272(9) Uani d . 1 . . C H3 0.4046 0.1727 0.4631 0.033 Uiso calc R 1 . . H N3 0.4481(3) 0.11946(9) 0.0178(3) 0.0179(7) Uani d . 1 . . N N4 0.3272(3) 0.13629(10) 0.0210(3) 0.0184(7) Uani d . 1 . . N C4 0.3130(4) 0.16651(12) -0.0447(4) 0.0217(8) Uani d . 1 . . C H4 0.2374 0.1833 -0.0565 0.026 Uiso calc R 1 . . H C5 0.4271(5) 0.16947(13) -0.0933(4) 0.0256(9) Uani d . 1 . . C H5 0.4442 0.188 -0.1445 0.031 Uiso calc R 1 . . H C6 0.5098(4) 0.13940(13) -0.0502(4) 0.0238(9) Uani d . 1 . . C H6 0.5967 0.1338 -0.0663 0.029 Uiso calc R 1 . . H O2 0.2496(3) 0.06863(9) 0.3516(2) 0.0228(6) Uani d . 1 . . O O3 0.1009(3) 0.08803(8) 0.1942(2) 0.0206(6) Uani d . 1 . . O C7 0.1342(4) 0.06937(12) 0.2842(3) 0.0205(8) Uani d . 1 . . C C8 0.0254(4) 0.04522(14) 0.3159(4) 0.0280(10) Uani d . 1 . . C H7 -0.0655 0.0538 0.2758 0.042 Uiso calc R 1 . . H H8 0.0318 0.0469 0.3973 0.042 Uiso calc R 1 . . H H9 0.0389 0.0192 0.2953 0.042 Uiso calc R 1 . . H O4 0.3739(3) 0.04629(8) 0.0045(2) 0.0183(6) Uani d . 1 . . O O5 0.1698(3) 0.07458(8) -0.0008(2) 0.0176(5) Uani d . 1 . . O C9 0.2452(4) 0.04997(11) -0.0307(3) 0.0168(8) Uani d . 1 . . C C10 0.1756(4) 0.02241(12) -0.1183(3) 0.0206(8) Uani d . 1 . . C H10 0.0973 0.011 -0.0941 0.031 Uiso calc R 1 . . H H11 0.2411 0.0029 -0.1277 0.031 Uiso calc R 1 . . H H12 0.143 0.0354 -0.1902 0.031 Uiso calc R 1 . . H O6 0.5834(3) 0.11966(8) 0.3513(2) 0.0212(6) Uani d . 1 . . O O7 0.6505(3) 0.10367(9) 0.1925(2) 0.0228(6) Uani d . 1 . . O C11 0.6638(4) 0.12075(11) 0.2850(3) 0.0189(8) Uani d . 1 . . C C12 0.7896(4) 0.14487(13) 0.3194(4) 0.0263(9) Uani d . 1 . . C H13 0.7816 0.1666 0.2695 0.039 Uiso calc R 1 . . H H14 0.8714 0.1304 0.3139 0.039 Uiso calc R 1 . . H H15 0.7978 0.1533 0.3973 0.039 Uiso calc R 1 . . H O8 0.5087(3) 0.04706(8) 0.3639(2) 0.0221(6) Uani d . 1 . . O O9 0.5567(3) 0.03177(8) 0.1955(2) 0.0212(6) Uani d . 1 . . O C13 0.5574(4) 0.02639(12) 0.2989(4) 0.0212(8) Uani d . 1 . . C C14 0.6251(5) -0.00886(14) 0.3518(4) 0.0326(10) Uani d . 1 . . C H16 0.7222 -0.0039 0.385 0.049 Uiso calc R 1 . . H H17 0.6181 -0.0283 0.2942 0.049 Uiso calc R 1 . . H H18 0.579 -0.0173 0.4108 0.049 Uiso calc R 1 . . H N5 0.4511(3) 0.09821(10) 0.5036(3) 0.0195(7) Uani d . 1 . . N N6 0.3577(4) 0.10300(11) 0.5663(3) 0.0266(8) Uani d . 1 . . N H19 0.2683 0.1041 0.5394 0.032 Uiso calc R 1 . . H C15 0.4194(5) 0.10591(13) 0.6773(4) 0.0297(10) Uani d . 1 . . C H20 0.3753 0.1094 0.7383 0.036 Uiso calc R 1 . . H C16 0.5579(5) 0.10285(14) 0.6837(4) 0.0337(11) Uani d . 1 . . C H21 0.6289 0.1038 0.75 0.04 Uiso calc R 1 . . H C17 0.5737(4) 0.09810(12) 0.5746(4) 0.0221(8) Uani d . 1 . . C H22 0.6593 0.0952 0.5533 0.027 Uiso calc R 1 . . H N7 0.6357(3) 0.06149(10) 0.0155(3) 0.0186(7) Uani d . 1 . . N N8 0.6099(4) 0.03730(11) -0.0715(3) 0.0252(8) Uani d . 1 . . N H23 0.5308 0.0258 -0.0956 0.03 Uiso calc R 1 . . H C18 0.7217(5) 0.03295(15) -0.1169(4) 0.0359(12) Uani d . 1 . . C H24 0.7284 0.0174 -0.1788 0.043 Uiso calc R 1 . . H C19 0.8221(5) 0.05505(15) -0.0567(5) 0.0377(12) Uani d . 1 . . C H25 0.9125 0.0581 -0.0686 0.045 Uiso calc R 1 . . H C20 0.7667(4) 0.07225(12) 0.0255(4) 0.0242(9) Uani d . 1 . . C H26 0.8145 0.0891 0.0806 0.029 Uiso calc R 1 . . H N9 0.0503(3) 0.13868(10) 0.0309(3) 0.0186(7) Uani d . 1 . . N N10 0.0031(3) 0.13580(11) -0.0814(3) 0.0229(7) Uani d . 1 . . N H27 0.0445 0.1231 -0.1264 0.027 Uiso calc R 1 . . H C21 -0.1148(4) 0.15467(13) -0.1159(4) 0.0270(9) Uani d . 1 . . C H28 -0.1664 0.1566 -0.1912 0.032 Uiso calc R 1 . . H C22 -0.1469(4) 0.17049(13) -0.0233(4) 0.0280(10) Uani d . 1 . . C H29 -0.2245 0.1856 -0.0205 0.034 Uiso calc R 1 . . H C23 -0.0414(4) 0.15975(13) 0.0671(4) 0.0251(9) Uani d . 1 . . C H30 -0.036 0.1665 0.1435 0.03 Uiso calc R 1 . . H C24 0.0786(6) 0.29240(16) 0.1209(5) 0.0458(14) Uani d . 1 . . C H31 0.0575 0.3197 0.1116 0.055 Uiso calc R 1 . . H Cl1 -0.0233(2) 0.26857(7) 0.00985(17) 0.0830(6) Uani d . 1 . . Cl Cl2 0.25411(17) 0.28575(6) 0.12568(14) 0.0627(5) Uani d . 1 . . Cl Cl3 0.04280(15) 0.27732(5) 0.25068(14) 0.0515(4) Uani d . 1 . . Cl C25 -0.3289(6) 0.25657(18) 0.1917(6) 0.0533(16) Uani d . 1 . . C H32 -0.2302 0.2528 0.1891 0.064 Uiso calc R 1 . . H Cl4 -0.42946(16) 0.22463(5) 0.09894(14) 0.0544(4) Uani d . 1 . . Cl Cl5 -0.3741(2) 0.30257(5) 0.15392(18) 0.0786(7) Uani d . 1 . . Cl Cl6 -0.3481(2) 0.24809(5) 0.33005(14) 0.0630(5) Uani d . 1 . . Cl P1 0.98117(12) 0.09608(4) 0.61826(10) 0.0259(2) Uani d . 1 . . P F1 0.8888(3) 0.13250(8) 0.6243(3) 0.0369(7) Uani d . 1 . . F F2 1.0988(3) 0.11337(10) 0.7190(2) 0.0420(8) Uani d . 1 . . F F3 1.0517(3) 0.11741(8) 0.5284(2) 0.0351(6) Uani d . 1 . . F F4 0.8652(3) 0.07974(8) 0.5184(2) 0.0334(6) Uani d . 1 . . F F5 0.9126(3) 0.07604(10) 0.7095(2) 0.0414(7) Uani d . 1 . . F F6 1.0766(3) 0.06079(9) 0.6132(2) 0.0378(7) Uani d . 1 . . F loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.0133(12) 0.0223(14) 0.0147(13) 0.0018(10) 0.0021(10) -0.0008(11) Co1 0.0120(2) 0.0210(3) 0.0146(3) 0.0009(2) 0.00156(18) -0.0017(2) Co2 0.0107(2) 0.0196(3) 0.0161(3) 0.00052(19) 0.00233(19) -0.0025(2) Co3 0.0112(2) 0.0194(3) 0.0146(3) 0.00105(19) 0.00221(18) -0.0024(2) N1 0.0165(16) 0.0243(18) 0.0191(17) 0.0028(13) 0.0023(13) -0.0040(14) N2 0.0148(15) 0.0219(17) 0.0174(16) 0.0001(13) 0.0020(12) -0.0029(13) C1 0.027(2) 0.024(2) 0.023(2) 0.0024(17) 0.0023(17) -0.0015(17) C2 0.035(2) 0.025(2) 0.029(2) 0.0006(19) -0.0011(19) -0.0093(19) C3 0.029(2) 0.030(2) 0.022(2) 0.0028(18) 0.0015(17) -0.0065(18) N3 0.0156(15) 0.0193(17) 0.0190(16) 0.0001(13) 0.0044(12) -0.0035(13) N4 0.0162(16) 0.0209(17) 0.0183(17) 0.0011(13) 0.0042(13) -0.0006(13) C4 0.0197(19) 0.021(2) 0.024(2) 0.0003(16) 0.0025(16) -0.0009(16) C5 0.027(2) 0.028(2) 0.021(2) -0.0025(18) 0.0055(17) 0.0041(17) C6 0.020(2) 0.032(2) 0.021(2) -0.0021(17) 0.0062(16) -0.0017(17) O2 0.0169(14) 0.0306(16) 0.0206(15) -0.0017(12) 0.0032(11) -0.0005(12) O3 0.0148(13) 0.0266(15) 0.0208(14) -0.0010(11) 0.0049(11) -0.0036(12) C7 0.0177(19) 0.025(2) 0.019(2) -0.0018(16) 0.0048(15) -0.0064(16) C8 0.022(2) 0.041(3) 0.021(2) -0.0093(19) 0.0054(17) -0.0038(19) O4 0.0124(12) 0.0210(14) 0.0217(14) 0.0002(10) 0.0038(11) -0.0042(11) O5 0.0127(12) 0.0219(14) 0.0175(13) 0.0002(11) 0.0019(10) -0.0035(11) C9 0.0144(18) 0.0202(19) 0.0156(18) 0.0007(14) 0.0031(14) 0.0004(15) C10 0.0172(19) 0.023(2) 0.020(2) 0.0026(15) 0.0003(15) -0.0054(16) O6 0.0161(13) 0.0279(16) 0.0189(14) -0.0020(11) 0.0026(11) -0.0030(12) O7 0.0148(13) 0.0326(17) 0.0212(15) -0.0031(12) 0.0044(11) -0.0057(12) C11 0.0168(18) 0.021(2) 0.0169(19) 0.0023(15) 0.0000(14) 0.0006(15) C12 0.024(2) 0.032(2) 0.022(2) -0.0066(18) 0.0031(17) 0.0006(18) O8 0.0217(14) 0.0247(15) 0.0193(14) 0.0059(12) 0.0031(11) 0.0012(12) O9 0.0177(14) 0.0246(15) 0.0216(15) 0.0047(11) 0.0048(11) 0.0011(12) C13 0.0139(18) 0.021(2) 0.027(2) -0.0015(15) 0.0017(15) -0.0006(17) C14 0.037(3) 0.030(2) 0.032(3) 0.012(2) 0.009(2) 0.002(2) N5 0.0122(15) 0.0285(19) 0.0178(16) -0.0004(13) 0.0034(12) -0.0023(14) N6 0.0218(18) 0.036(2) 0.0232(19) 0.0009(15) 0.0065(15) -0.0006(16) C15 0.041(3) 0.031(2) 0.018(2) -0.005(2) 0.0106(19) -0.0034(18) C16 0.037(3) 0.039(3) 0.019(2) -0.010(2) -0.0062(19) 0.0056(19) C17 0.0117(18) 0.030(2) 0.022(2) -0.0005(16) -0.0013(15) 0.0019(17) N7 0.0148(15) 0.0200(17) 0.0211(17) 0.0011(13) 0.0038(13) -0.0027(13) N8 0.0227(18) 0.031(2) 0.0214(18) 0.0030(15) 0.0034(14) -0.0037(15) C18 0.041(3) 0.045(3) 0.026(2) 0.021(2) 0.017(2) 0.005(2) C19 0.025(2) 0.036(3) 0.059(3) 0.009(2) 0.024(2) 0.016(2) C20 0.0120(18) 0.019(2) 0.042(3) 0.0001(15) 0.0070(17) -0.0023(18) N9 0.0168(16) 0.0226(17) 0.0154(16) 0.0010(13) 0.0013(12) -0.0022(13) N10 0.0144(16) 0.033(2) 0.0199(17) 0.0021(14) 0.0019(13) -0.0013(15) C21 0.020(2) 0.031(2) 0.025(2) -0.0010(17) -0.0039(17) 0.0058(18) C22 0.018(2) 0.025(2) 0.040(3) 0.0043(17) 0.0023(18) -0.0032(19) C23 0.021(2) 0.026(2) 0.030(2) 0.0019(17) 0.0075(17) -0.0054(18) C24 0.048(3) 0.031(3) 0.054(4) 0.002(2) 0.000(3) 0.002(2) Cl1 0.0832(14) 0.0906(15) 0.0576(11) -0.0197(11) -0.0232(10) -0.0105(10) Cl2 0.0511(9) 0.0858(13) 0.0512(9) -0.0165(8) 0.0113(7) 0.0187(9) Cl3 0.0381(7) 0.0613(9) 0.0556(9) 0.0031(6) 0.0114(6) -0.0093(7) C25 0.035(3) 0.051(4) 0.069(4) -0.006(3) 0.000(3) -0.020(3) Cl4 0.0488(8) 0.0627(10) 0.0515(9) -0.0117(7) 0.0104(7) -0.0299(7) Cl5 0.0744(12) 0.0484(9) 0.0867(14) -0.0072(8) -0.0399(10) 0.0050(9) Cl6 0.0765(11) 0.0615(10) 0.0437(8) -0.0007(9) -0.0028(8) -0.0158(7) P1 0.0212(5) 0.0363(7) 0.0201(5) 0.0048(5) 0.0043(4) -0.0010(5) F1 0.0269(14) 0.0406(17) 0.0417(17) 0.0063(12) 0.0041(12) -0.0106(13) F2 0.0229(14) 0.073(2) 0.0276(15) 0.0033(14) -0.0003(11) -0.0140(14) F3 0.0302(14) 0.0433(17) 0.0314(15) 0.0022(12) 0.0063(11) 0.0071(12) F4 0.0320(14) 0.0388(16) 0.0276(14) -0.0022(12) 0.0023(11) -0.0068(12) F5 0.0375(16) 0.062(2) 0.0289(15) 0.0056(15) 0.0155(12) 0.0086(14) F6 0.0429(17) 0.0420(17) 0.0309(15) 0.0192(13) 0.0134(13) 0.0074(13) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 Co1 . 1.843(3) ? O1 Co2 . 1.844(3) ? O1 Co3 . 1.849(3) ? Co1 N1 . 1.886(4) ? Co1 O6 . 1.900(3) ? Co1 O2 . 1.905(3) ? Co1 O8 . 1.915(3) ? Co1 N5 . 1.952(3) ? Co2 O7 . 1.894(3) ? Co2 N3 . 1.895(3) ? Co2 O4 . 1.899(3) ? Co2 O9 . 1.934(3) ? Co2 N7 . 1.986(3) ? Co3 N2 . 1.881(3) ? Co3 N4 . 1.888(3) ? Co3 O5 . 1.926(3) ? Co3 O3 . 1.932(3) ? Co3 N9 . 1.959(3) ? N1 C3 . 1.338(6) ? N1 N2 . 1.359(5) ? N2 C1 . 1.332(6) ? C1 C2 . 1.393(6) ? C1 H1 . 0.95 ? C2 C3 . 1.383(7) ? C2 H2 . 0.95 ? C3 H3 . 0.95 ? N3 C6 . 1.339(5) ? N3 N4 . 1.355(5) ? N4 C4 . 1.333(5) ? C4 C5 . 1.395(6) ? C4 H4 . 0.95 ? C5 C6 . 1.387(6) ? C5 H5 . 0.95 ? C6 H6 . 0.95 ? O2 C7 . 1.259(5) ? O3 C7 . 1.263(5) ? C7 C8 . 1.501(6) ? C8 H7 . 0.98 ? C8 H8 . 0.98 ? C8 H9 . 0.98 ? O4 C9 . 1.268(5) ? O5 C9 . 1.262(5) ? C9 C10 . 1.505(5) ? C10 H10 . 0.98 ? C10 H11 . 0.98 ? C10 H12 . 0.98 ? O6 C11 . 1.256(5) ? O7 C11 . 1.262(5) ? C11 C12 . 1.504(6) ? C12 H13 . 0.98 ? C12 H14 . 0.98 ? C12 H15 . 0.98 ? O8 C13 . 1.255(5) ? O9 C13 . 1.271(5) ? C13 C14 . 1.506(6) ? C14 H16 . 0.98 ? C14 H17 . 0.98 ? C14 H18 . 0.98 ? N5 C17 . 1.334(5) ? N5 N6 . 1.337(5) ? N6 C15 . 1.360(6) ? N6 H19 . 0.88 ? C15 C16 . 1.370(7) ? C15 H20 . 0.95 ? C16 C17 . 1.381(6) ? C16 H21 . 0.95 ? C17 H22 . 0.95 ? N7 C20 . 1.341(5) ? N7 N8 . 1.347(5) ? N8 C18 . 1.357(6) ? N8 H23 . 0.88 ? C18 C19 . 1.357(8) ? C18 H24 . 0.95 ? C19 C20 . 1.387(7) ? C19 H25 . 0.95 ? C20 H26 . 0.95 ? N9 C23 . 1.332(5) ? N9 N10 . 1.349(5) ? N10 C21 . 1.340(5) ? N10 H27 . 0.88 ? C21 C22 . 1.361(7) ? C21 H28 . 0.95 ? C22 C23 . 1.399(6) ? C22 H29 . 0.95 ? C23 H30 . 0.95 ? C24 Cl1 . 1.728(6) ? C24 Cl2 . 1.754(6) ? C24 Cl3 . 1.777(7) ? C24 H31 . 1 ? C25 Cl5 . 1.741(7) ? C25 Cl4 . 1.757(6) ? C25 Cl6 . 1.762(7) ? C25 H32 . 1 ? P1 F6 . 1.589(3) ? P1 F4 . 1.593(3) ? P1 F5 . 1.595(3) ? P1 F1 . 1.606(3) ? P1 F3 . 1.615(3) ? P1 F2 . 1.622(3) ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Co1 O1 Co2 121.03(14) . . ? Co1 O1 Co3 115.05(14) . . ? Co2 O1 Co3 116.12(14) . . ? O1 Co1 N1 90.79(14) . . ? O1 Co1 O6 99.44(12) . . ? N1 Co1 O6 86.48(14) . . ? O1 Co1 O2 88.91(12) . . ? N1 Co1 O2 93.87(14) . . ? O6 Co1 O2 171.64(13) . . ? O1 Co1 O8 91.89(12) . . ? N1 Co1 O8 176.40(14) . . ? O6 Co1 O8 90.71(13) . . ? O2 Co1 O8 88.58(13) . . ? O1 Co1 N5 174.84(14) . . ? N1 Co1 N5 91.25(15) . . ? O6 Co1 N5 85.42(13) . . ? O2 Co1 N5 86.22(13) . . ? O8 Co1 N5 86.27(14) . . ? O1 Co2 O7 99.98(12) . . ? O1 Co2 N3 89.56(13) . . ? O7 Co2 N3 88.83(14) . . ? O1 Co2 O4 90.06(12) . . ? O7 Co2 O4 169.97(12) . . ? N3 Co2 O4 91.34(13) . . ? O1 Co2 O9 91.07(12) . . ? O7 Co2 O9 91.35(13) . . ? N3 Co2 O9 179.30(14) . . ? O4 Co2 O9 88.36(12) . . ? O1 Co2 N7 175.34(13) . . ? O7 Co2 N7 84.38(13) . . ? N3 Co2 N7 92.19(14) . . ? O4 Co2 N7 85.58(13) . . ? O9 Co2 N7 87.16(13) . . ? O1 Co3 N2 90.13(13) . . ? O1 Co3 N4 90.33(13) . . ? N2 Co3 N4 91.35(15) . . ? O1 Co3 O5 91.45(12) . . ? N2 Co3 O5 178.18(13) . . ? N4 Co3 O5 89.55(13) . . ? O1 Co3 O3 90.61(12) . . ? N2 Co3 O3 92.17(13) . . ? N4 Co3 O3 176.35(14) . . ? O5 Co3 O3 86.91(12) . . ? O1 Co3 N9 175.85(14) . . ? N2 Co3 N9 92.38(14) . . ? N4 Co3 N9 92.91(14) . . ? O5 Co3 N9 85.99(13) . . ? O3 Co3 N9 86.00(13) . . ? C3 N1 N2 108.3(3) . . ? C3 N1 Co1 130.7(3) . . ? N2 N1 Co1 118.3(3) . . ? C1 N2 N1 108.1(3) . . ? C1 N2 Co3 135.5(3) . . ? N1 N2 Co3 116.4(3) . . ? N2 C1 C2 109.6(4) . . ? N2 C1 H1 125.2 . . ? C2 C1 H1 125.2 . . ? C3 C2 C1 104.5(4) . . ? C3 C2 H2 127.8 . . ? C1 C2 H2 127.8 . . ? N1 C3 C2 109.5(4) . . ? N1 C3 H3 125.3 . . ? C2 C3 H3 125.3 . . ? C6 N3 N4 108.2(3) . . ? C6 N3 Co2 132.6(3) . . ? N4 N3 Co2 119.1(3) . . ? C4 N4 N3 108.7(3) . . ? C4 N4 Co3 134.3(3) . . ? N3 N4 Co3 116.9(3) . . ? N4 C4 C5 109.0(4) . . ? N4 C4 H4 125.5 . . ? C5 C4 H4 125.5 . . ? C6 C5 C4 104.7(4) . . ? C6 C5 H5 127.7 . . ? C4 C5 H5 127.7 . . ? N3 C6 C5 109.3(4) . . ? N3 C6 H6 125.3 . . ? C5 C6 H6 125.3 . . ? C7 O2 Co1 128.3(3) . . ? C7 O3 Co3 129.1(3) . . ? O2 C7 O3 127.2(4) . . ? O2 C7 C8 115.4(4) . . ? O3 C7 C8 117.3(4) . . ? C7 C8 H7 109.5 . . ? C7 C8 H8 109.5 . . ? H7 C8 H8 109.5 . . ? C7 C8 H9 109.5 . . ? H7 C8 H9 109.5 . . ? H8 C8 H9 109.5 . . ? C9 O4 Co2 130.2(3) . . ? C9 O5 Co3 129.3(2) . . ? O5 C9 O4 126.7(4) . . ? O5 C9 C10 116.7(3) . . ? O4 C9 C10 116.6(3) . . ? C9 C10 H10 109.5 . . ? C9 C10 H11 109.5 . . ? H10 C10 H11 109.5 . . ? C9 C10 H12 109.5 . . ? H10 C10 H12 109.5 . . ? H11 C10 H12 109.5 . . ? C11 O6 Co1 130.4(3) . . ? C11 O7 Co2 131.4(3) . . ? O6 C11 O7 126.9(4) . . ? O6 C11 C12 116.7(4) . . ? O7 C11 C12 116.4(4) . . ? C11 C12 H13 109.5 . . ? C11 C12 H14 109.5 . . ? H13 C12 H14 109.5 . . ? C11 C12 H15 109.5 . . ? H13 C12 H15 109.5 . . ? H14 C12 H15 109.5 . . ? C13 O8 Co1 131.6(3) . . ? C13 O9 Co2 128.2(3) . . ? O8 C13 O9 128.0(4) . . ? O8 C13 C14 115.0(4) . . ? O9 C13 C14 117.1(4) . . ? C13 C14 H16 109.5 . . ? C13 C14 H17 109.5 . . ? H16 C14 H17 109.5 . . ? C13 C14 H18 109.5 . . ? H16 C14 H18 109.5 . . ? H17 C14 H18 109.5 . . ? C17 N5 N6 106.5(3) . . ? C17 N5 Co1 127.1(3) . . ? N6 N5 Co1 126.4(3) . . ? N5 N6 C15 110.8(4) . . ? N5 N6 H19 124.6 . . ? C15 N6 H19 124.6 . . ? N6 C15 C16 106.4(4) . . ? N6 C15 H20 126.8 . . ? C16 C15 H20 126.8 . . ? C15 C16 C17 106.3(4) . . ? C15 C16 H21 126.9 . . ? C17 C16 H21 126.9 . . ? N5 C17 C16 110.0(4) . . ? N5 C17 H22 125 . . ? C16 C17 H22 125 . . ? C20 N7 N8 105.7(3) . . ? C20 N7 Co2 129.4(3) . . ? N8 N7 Co2 124.8(3) . . ? N7 N8 C18 111.1(4) . . ? N7 N8 H23 124.4 . . ? C18 N8 H23 124.4 . . ? C19 C18 N8 106.7(4) . . ? C19 C18 H24 126.6 . . ? N8 C18 H24 126.6 . . ? C18 C19 C20 106.5(4) . . ? C18 C19 H25 126.7 . . ? C20 C19 H25 126.7 . . ? N7 C20 C19 109.9(4) . . ? N7 C20 H26 125.1 . . ? C19 C20 H26 125.1 . . ? C23 N9 N10 105.4(3) . . ? C23 N9 Co3 132.1(3) . . ? N10 N9 Co3 122.5(3) . . ? C21 N10 N9 111.6(4) . . ? C21 N10 H27 124.2 . . ? N9 N10 H27 124.2 . . ? N10 C21 C22 107.4(4) . . ? N10 C21 H28 126.3 . . ? C22 C21 H28 126.3 . . ? C21 C22 C23 105.3(4) . . ? C21 C22 H29 127.3 . . ? C23 C22 H29 127.3 . . ? N9 C23 C22 110.4(4) . . ? N9 C23 H30 124.8 . . ? C22 C23 H30 124.8 . . ? Cl1 C24 Cl2 111.8(4) . . ? Cl1 C24 Cl3 110.3(3) . . ? Cl2 C24 Cl3 108.8(3) . . ? Cl1 C24 H31 108.6 . . ? Cl2 C24 H31 108.6 . . ? Cl3 C24 H31 108.6 . . ? Cl5 C25 Cl4 111.5(4) . . ? Cl5 C25 Cl6 109.8(4) . . ? Cl4 C25 Cl6 109.6(4) . . ? Cl5 C25 H32 108.6 . . ? Cl4 C25 H32 108.6 . . ? Cl6 C25 H32 108.6 . . ? F6 P1 F4 91.14(17) . . ? F6 P1 F5 91.21(17) . . ? F4 P1 F5 90.92(17) . . ? F6 P1 F1 178.30(18) . . ? F4 P1 F1 90.26(16) . . ? F5 P1 F1 89.74(17) . . ? F6 P1 F3 89.79(16) . . ? F4 P1 F3 90.43(16) . . ? F5 P1 F3 178.30(19) . . ? F1 P1 F3 89.23(17) . . ? F6 P1 F2 89.56(17) . . ? F4 P1 F2 179.09(19) . . ? F5 P1 F2 89.65(17) . . ? F1 P1 F2 89.03(16) . . ? F3 P1 F2 88.98(17) . . ? 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 Co2 O1 Co1 N1 123.17(19) . . . . ? Co3 O1 Co1 N1 -24.85(17) . . . . ? Co2 O1 Co1 O6 36.61(19) . . . . ? Co3 O1 Co1 O6 -111.42(16) . . . . ? Co2 O1 Co1 O2 -142.98(18) . . . . ? Co3 O1 Co1 O2 69.00(16) . . . . ? Co2 O1 Co1 O8 -54.43(18) . . . . ? Co3 O1 Co1 O8 157.55(16) . . . . ? Co2 O1 Co1 N5 -123.5(15) . . . . ? Co3 O1 Co1 N5 88.4(15) . . . . ? Co1 O1 Co2 O7 -32.1(2) . . . . ? Co3 O1 Co2 O7 115.57(17) . . . . ? Co1 O1 Co2 N3 -120.86(19) . . . . ? Co3 O1 Co2 N3 26.84(17) . . . . ? Co1 O1 Co2 O4 147.79(18) . . . . ? Co3 O1 Co2 O4 -64.51(16) . . . . ? Co1 O1 Co2 O9 59.44(18) . . . . ? Co3 O1 Co2 O9 -152.86(16) . . . . ? Co1 O1 Co2 N7 127.0(16) . . . . ? Co3 O1 Co2 N7 -85.3(17) . . . . ? Co1 O1 Co3 N2 30.21(17) . . . . ? Co2 O1 Co3 N2 -119.44(17) . . . . ? Co1 O1 Co3 N4 121.56(17) . . . . ? Co2 O1 Co3 N4 -28.09(17) . . . . ? Co1 O1 Co3 O5 -148.89(16) . . . . ? Co2 O1 Co3 O5 61.47(16) . . . . ? Co1 O1 Co3 O3 -61.97(16) . . . . ? Co2 O1 Co3 O3 148.39(16) . . . . ? Co1 O1 Co3 N9 -97.1(18) . . . . ? Co2 O1 Co3 N9 113.3(18) . . . . ? O1 Co1 N1 C3 -152.8(4) . . . . ? O6 Co1 N1 C3 -53.4(4) . . . . ? O2 Co1 N1 C3 118.2(4) . . . . ? O8 Co1 N1 C3 -15(2) . . . . ? N5 Co1 N1 C3 31.9(4) . . . . ? O1 Co1 N1 N2 6.5(3) . . . . ? O6 Co1 N1 N2 105.9(3) . . . . ? O2 Co1 N1 N2 -82.4(3) . . . . ? O8 Co1 N1 N2 145(2) . . . . ? N5 Co1 N1 N2 -168.7(3) . . . . ? C3 N1 N2 C1 -0.3(5) . . . . ? Co1 N1 N2 C1 -163.9(3) . . . . ? C3 N1 N2 Co3 177.3(3) . . . . ? Co1 N1 N2 Co3 13.7(4) . . . . ? O1 Co3 N2 C1 150.8(4) . . . . ? N4 Co3 N2 C1 60.5(4) . . . . ? O5 Co3 N2 C1 -59(5) . . . . ? O3 Co3 N2 C1 -118.5(4) . . . . ? N9 Co3 N2 C1 -32.5(4) . . . . ? O1 Co3 N2 N1 -25.9(3) . . . . ? N4 Co3 N2 N1 -116.2(3) . . . . ? O5 Co3 N2 N1 124(4) . . . . ? O3 Co3 N2 N1 64.7(3) . . . . ? N9 Co3 N2 N1 150.8(3) . . . . ? N1 N2 C1 C2 -0.5(5) . . . . ? Co3 N2 C1 C2 -177.4(3) . . . . ? N2 C1 C2 C3 1.0(5) . . . . ? N2 N1 C3 C2 0.9(5) . . . . ? Co1 N1 C3 C2 161.8(3) . . . . ? C1 C2 C3 N1 -1.2(5) . . . . ? O1 Co2 N3 C6 163.1(4) . . . . ? O7 Co2 N3 C6 63.1(4) . . . . ? O4 Co2 N3 C6 -106.8(4) . . . . ? O9 Co2 N3 C6 -42(12) . . . . ? N7 Co2 N3 C6 -21.2(4) . . . . ? O1 Co2 N3 N4 -14.3(3) . . . . ? O7 Co2 N3 N4 -114.3(3) . . . . ? O4 Co2 N3 N4 75.8(3) . . . . ? O9 Co2 N3 N4 140(12) . . . . ? N7 Co2 N3 N4 161.4(3) . . . . ? C6 N3 N4 C4 0.2(4) . . . . ? Co2 N3 N4 C4 178.2(3) . . . . ? C6 N3 N4 Co3 179.5(3) . . . . ? Co2 N3 N4 Co3 -2.5(4) . . . . ? O1 Co3 N4 C4 -163.1(4) . . . . ? N2 Co3 N4 C4 -73.0(4) . . . . ? O5 Co3 N4 C4 105.4(4) . . . . ? O3 Co3 N4 C4 92(2) . . . . ? N9 Co3 N4 C4 19.5(4) . . . . ? O1 Co3 N4 N3 17.8(3) . . . . ? N2 Co3 N4 N3 107.9(3) . . . . ? O5 Co3 N4 N3 -73.7(3) . . . . ? O3 Co3 N4 N3 -87(2) . . . . ? N9 Co3 N4 N3 -159.6(3) . . . . ? N3 N4 C4 C5 0.5(5) . . . . ? Co3 N4 C4 C5 -178.6(3) . . . . ? N4 C4 C5 C6 -1.0(5) . . . . ? N4 N3 C6 C5 -0.8(5) . . . . ? Co2 N3 C6 C5 -178.4(3) . . . . ? C4 C5 C6 N3 1.1(5) . . . . ? O1 Co1 O2 C7 -36.1(4) . . . . ? N1 Co1 O2 C7 54.6(4) . . . . ? O6 Co1 O2 C7 146.7(8) . . . . ? O8 Co1 O2 C7 -128.1(4) . . . . ? N5 Co1 O2 C7 145.6(4) . . . . ? O1 Co3 O3 C7 16.7(3) . . . . ? N2 Co3 O3 C7 -73.4(4) . . . . ? N4 Co3 O3 C7 122(2) . . . . ? O5 Co3 O3 C7 108.1(3) . . . . ? N9 Co3 O3 C7 -165.7(4) . . . . ? Co1 O2 C7 O3 -1.8(6) . . . . ? Co1 O2 C7 C8 178.2(3) . . . . ? Co3 O3 C7 O2 14.2(6) . . . . ? Co3 O3 C7 C8 -165.8(3) . . . . ? O1 Co2 O4 C9 33.9(3) . . . . ? O7 Co2 O4 C9 -146.6(7) . . . . ? N3 Co2 O4 C9 -55.7(4) . . . . ? O9 Co2 O4 C9 124.9(3) . . . . ? N7 Co2 O4 C9 -147.8(4) . . . . ? O1 Co3 O5 C9 -24.3(3) . . . . ? N2 Co3 O5 C9 -17E1(2) . . . . ? N4 Co3 O5 C9 66.0(3) . . . . ? O3 Co3 O5 C9 -114.9(3) . . . . ? N9 Co3 O5 C9 158.9(3) . . . . ? Co3 O5 C9 O4 -2.8(6) . . . . ? Co3 O5 C9 C10 178.0(3) . . . . ? Co2 O4 C9 O5 -3.3(6) . . . . ? Co2 O4 C9 C10 176.0(3) . . . . ? O1 Co1 O6 C11 -20.8(4) . . . . ? N1 Co1 O6 C11 -111.0(4) . . . . ? O2 Co1 O6 C11 156.3(8) . . . . ? O8 Co1 O6 C11 71.3(4) . . . . ? N5 Co1 O6 C11 157.5(4) . . . . ? O1 Co2 O7 C11 7.4(4) . . . . ? N3 Co2 O7 C11 96.7(4) . . . . ? O4 Co2 O7 C11 -172.2(6) . . . . ? O9 Co2 O7 C11 -83.9(4) . . . . ? N7 Co2 O7 C11 -170.9(4) . . . . ? Co1 O6 C11 O7 -1.4(6) . . . . ? Co1 O6 C11 C12 178.8(3) . . . . ? Co2 O7 C11 O6 9.8(7) . . . . ? Co2 O7 C11 C12 -170.4(3) . . . . ? O1 Co1 O8 C13 20.0(4) . . . . ? N1 Co1 O8 C13 -118(2) . . . . ? O6 Co1 O8 C13 -79.5(4) . . . . ? O2 Co1 O8 C13 108.8(4) . . . . ? N5 Co1 O8 C13 -164.9(4) . . . . ? O1 Co2 O9 C13 -33.8(3) . . . . ? O7 Co2 O9 C13 66.2(3) . . . . ? N3 Co2 O9 C13 17E1(8) . . . . ? O4 Co2 O9 C13 -123.8(3) . . . . ? N7 Co2 O9 C13 150.5(3) . . . . ? Co1 O8 C13 O9 0.4(6) . . . . ? Co1 O8 C13 C14 -179.9(3) . . . . ? Co2 O9 C13 O8 8.5(6) . . . . ? Co2 O9 C13 C14 -171.2(3) . . . . ? O1 Co1 N5 C17 128.0(14) . . . . ? N1 Co1 N5 C17 -118.7(4) . . . . ? O6 Co1 N5 C17 -32.3(4) . . . . ? O2 Co1 N5 C17 147.5(4) . . . . ? O8 Co1 N5 C17 58.7(4) . . . . ? O1 Co1 N5 N6 -54.2(17) . . . . ? N1 Co1 N5 N6 59.1(4) . . . . ? O6 Co1 N5 N6 145.4(4) . . . . ? O2 Co1 N5 N6 -34.7(4) . . . . ? O8 Co1 N5 N6 -123.6(4) . . . . ? C17 N5 N6 C15 -0.1(5) . . . . ? Co1 N5 N6 C15 -178.2(3) . . . . ? N5 N6 C15 C16 0.1(5) . . . . ? N6 C15 C16 C17 -0.1(5) . . . . ? N6 N5 C17 C16 0.0(5) . . . . ? Co1 N5 C17 C16 178.2(3) . . . . ? C15 C16 C17 N5 0.0(6) . . . . ? O1 Co2 N7 C20 -162.5(15) . . . . ? O7 Co2 N7 C20 -3.1(4) . . . . ? N3 Co2 N7 C20 85.5(4) . . . . ? O4 Co2 N7 C20 176.7(4) . . . . ? O9 Co2 N7 C20 -94.8(4) . . . . ? O1 Co2 N7 N8 16.9(19) . . . . ? O7 Co2 N7 N8 176.3(3) . . . . ? N3 Co2 N7 N8 -95.1(3) . . . . ? O4 Co2 N7 N8 -3.9(3) . . . . ? O9 Co2 N7 N8 84.6(3) . . . . ? C20 N7 N8 C18 -0.6(5) . . . . ? Co2 N7 N8 C18 179.9(3) . . . . ? N7 N8 C18 C19 0.1(5) . . . . ? N8 C18 C19 C20 0.4(6) . . . . ? N8 N7 C20 C19 0.8(5) . . . . ? Co2 N7 C20 C19 -179.7(3) . . . . ? C18 C19 C20 N7 -0.8(6) . . . . ? O1 Co3 N9 C23 92.7(18) . . . . ? N2 Co3 N9 C23 -34.6(4) . . . . ? N4 Co3 N9 C23 -126.0(4) . . . . ? O5 Co3 N9 C23 144.6(4) . . . . ? O3 Co3 N9 C23 57.5(4) . . . . ? O1 Co3 N9 N10 -84.5(18) . . . . ? N2 Co3 N9 N10 148.2(3) . . . . ? N4 Co3 N9 N10 56.8(3) . . . . ? O5 Co3 N9 N10 -32.6(3) . . . . ? O3 Co3 N9 N10 -119.8(3) . . . . ? C23 N9 N10 C21 0.4(5) . . . . ? Co3 N9 N10 C21 178.3(3) . . . . ? N9 N10 C21 C22 -0.2(5) . . . . ? N10 C21 C22 C23 -0.1(5) . . . . ? N10 N9 C23 C22 -0.5(5) . . . . ? Co3 N9 C23 C22 -178.0(3) . . . . ? C21 C22 C23 N9 0.4(5) . . . . ? data_bis-1 _database_code_depnum_ccdc_archive 'CCDC 870324' _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C23 H30 Co3 N10 O9, F6 P, C4 H8 O2' _chemical_formula_sum 'C27 H38 Co3 F6 N10 O11 P' _chemical_formula_weight 1000.43 #============================================================================== # CRYSTAL DATA _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 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 8.7406(3) _cell_length_b 28.1478(10) _cell_length_c 16.0824(6) _cell_angle_alpha 90 _cell_angle_beta 92.7707(4) _cell_angle_gamma 90 _cell_volume 3952.1(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9886 _cell_measurement_theta_min 2.4425 _cell_measurement_theta_max 27.5173 _cell_measurement_temperature 100(2) _exptl_crystal_description block _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.14 _exptl_crystal_density_diffrn 1.681 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2032 _exptl_absorpt_coefficient_mu 1.38 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.74 _exptl_absorpt_correction_T_max 0.83 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 44429 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_unetI/netI 0.0282 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 27.53 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. In the pyrazole ring, N-N bond is usually longer than N-C bond (Acta Cryst. (1960), 13, 946). N6, N8 and N10 atoms in terminal pyrazoles were positioned as the N-N bonds are longer than N-C bonds. ; _reflns_number_total 9058 _reflns_number_gt 7526 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0445 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.1015 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _refine_ls_number_reflns 9058 _refine_ls_number_parameters 529 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment noref _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0575P)^2^+2.0826P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.956 _refine_diff_density_min -0.597 _refine_diff_density_rms 0.104 _refine_ls_extinction_method none 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 0 '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 0.006 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Co2 0.19774(3) 0.012620(11) 0.681934(18) 0.01492(8) Uani d . 1 . . Co O1 0.24123(19) 0.07066(5) 0.72715(10) 0.0188(3) Uani d . 1 . . O Co3 0.31278(3) 0.073567(10) 0.835628(18) 0.01456(8) Uani d . 1 . . Co Co1 0.21289(3) 0.126069(11) 0.670258(18) 0.01500(8) Uani d . 1 . . Co O2 0.26574(19) 0.02910(6) 0.57288(10) 0.0212(4) Uani d . 1 . . O C1 0.3316(3) 0.06597(9) 0.54835(15) 0.0202(5) Uani d . 1 . . C O3 0.33604(19) 0.10632(6) 0.58298(10) 0.0212(4) Uani d . 1 . . O C2 0.4121(3) 0.06247(9) 0.46827(15) 0.0251(5) Uani d . 1 . . C H1 0.4416 0.0294 0.4588 0.038 Uiso calc R 1 . . H H2 0.504 0.0825 0.4715 0.038 Uiso calc R 1 . . H H3 0.3433 0.0733 0.4222 0.038 Uiso calc R 1 . . H O4 -0.00726(19) 0.02966(6) 0.65160(10) 0.0211(3) Uani d . 1 . . O C3 -0.0508(3) 0.06892(9) 0.61962(16) 0.0228(5) Uani d . 1 . . C O5 0.02890(19) 0.10549(6) 0.61025(10) 0.0227(4) Uani d . 1 . . O C4 -0.2161(3) 0.07123(10) 0.5894(2) 0.0350(7) Uani d . 1 . . C H4 -0.2801 0.0773 0.6366 0.052 Uiso calc R 1 . . H H5 -0.246 0.041 0.5633 0.052 Uiso calc R 1 . . H H6 -0.2298 0.0969 0.5486 0.052 Uiso calc R 1 . . H O6 0.14250(18) 0.10969(6) 0.86870(10) 0.0187(3) Uani d . 1 . . O C5 0.0617(3) 0.13842(9) 0.82506(15) 0.0214(5) Uani d . 1 . . C O7 0.08005(19) 0.15104(6) 0.75064(10) 0.0210(4) Uani d . 1 . . O C6 -0.0736(3) 0.15993(11) 0.86558(18) 0.0363(7) Uani d . 1 . . C H7 -0.1685 0.1466 0.8403 0.054 Uiso calc R 1 . . H H8 -0.0731 0.1944 0.8576 0.054 Uiso calc R 1 . . H H9 -0.0674 0.1527 0.9253 0.054 Uiso calc R 1 . . H O8 0.40142(18) -0.01061(6) 0.70725(10) 0.0176(3) Uani d . 1 . . O C7 0.5031(3) 0.00468(8) 0.75989(14) 0.0173(5) Uani d . 1 . . C O9 0.48914(18) 0.03718(6) 0.81294(10) 0.0173(3) Uani d . 1 . . O C8 0.6584(3) -0.01846(9) 0.75883(15) 0.0227(5) Uani d . 1 . . C H10 0.7217 -0.0015 0.7199 0.034 Uiso calc R 1 . . H H11 0.6467 -0.0516 0.7412 0.034 Uiso calc R 1 . . H H12 0.7079 -0.0173 0.8148 0.034 Uiso calc R 1 . . H N1 0.3836(2) 0.15012(7) 0.73258(13) 0.0192(4) Uani d . 1 . . N N2 0.4182(2) 0.13037(7) 0.80858(12) 0.0184(4) Uani d . 1 . . N C9 0.5207(3) 0.15815(9) 0.84882(18) 0.0290(6) Uani d . 1 . . C H13 0.5634 0.1526 0.9034 0.035 Uiso calc R 1 . . H C10 0.5551(3) 0.19632(10) 0.7988(2) 0.0364(7) Uani d . 1 . . C H14 0.6249 0.2215 0.8115 0.044 Uiso calc R 1 . . H C11 0.4655(3) 0.18990(9) 0.72593(18) 0.0280(6) Uani d . 1 . . C H15 0.4628 0.2104 0.679 0.034 Uiso calc R 1 . . H N4 0.1967(2) 0.01755(7) 0.85554(12) 0.0175(4) Uani d . 1 . . N N3 0.1395(2) -0.00699(7) 0.78841(12) 0.0163(4) Uani d . 1 . . N C12 0.0543(3) -0.04309(8) 0.81523(15) 0.0199(5) Uani d . 1 . . C H16 0.0023 -0.0659 0.7807 0.024 Uiso calc R 1 . . H C13 0.0544(3) -0.04168(9) 0.90172(16) 0.0234(5) Uani d . 1 . . C H17 0.0036 -0.0627 0.9375 0.028 Uiso calc R 1 . . H C14 0.1449(3) -0.00286(9) 0.92412(15) 0.0205(5) Uani d . 1 . . C H18 0.1668 0.0077 0.9795 0.025 Uiso calc R 1 . . H N5 0.1871(2) 0.18661(7) 0.61010(12) 0.0186(4) Uani d . 1 . . N N6 0.1158(3) 0.22454(7) 0.64133(14) 0.0258(5) Uani d . 1 . . N H19 0.0726 0.2249 0.6896 0.031 Uiso calc R 1 . . H C15 0.1193(3) 0.26175(10) 0.58909(19) 0.0328(6) Uani d . 1 . . C H20 0.077 0.2923 0.5978 0.039 Uiso calc R 1 . . H C16 0.1950(3) 0.24740(10) 0.52113(17) 0.0327(6) Uani d . 1 . . C H21 0.2149 0.2657 0.4732 0.039 Uiso calc R 1 . . H C17 0.2370(3) 0.20022(9) 0.53668(14) 0.0218(5) Uani d . 1 . . C H22 0.2927 0.1808 0.5005 0.026 Uiso calc R 1 . . H N7 0.1474(2) -0.05040(7) 0.63710(12) 0.0188(4) Uani d . 1 . . N N8 0.2355(2) -0.08856(7) 0.65434(12) 0.0193(4) Uani d . 1 . . N H23 0.3266 -0.0873 0.68 0.023 Uiso calc R 1 . . H C18 0.1668(3) -0.12902(9) 0.62737(15) 0.0234(5) Uani d . 1 . . C H24 0.2072 -0.1603 0.6327 0.028 Uiso calc R 1 . . H C19 0.0284(3) -0.11651(10) 0.59108(17) 0.0298(6) Uani d . 1 . . C H25 -0.0465 -0.1371 0.5661 0.036 Uiso calc R 1 . . H C20 0.0196(3) -0.06723(9) 0.59824(17) 0.0267(6) Uani d . 1 . . C H26 -0.0647 -0.0484 0.5785 0.032 Uiso calc R 1 . . H N9 0.3939(2) 0.07732(7) 0.95082(12) 0.0187(4) Uani d . 1 . . N N10 0.3255(2) 0.10368(7) 1.00835(12) 0.0208(4) Uani d . 1 . . N H27 0.2369 0.1182 0.9999 0.025 Uiso calc R 1 . . H C21 0.4100(3) 0.10494(9) 1.08007(15) 0.0269(6) Uani d . 1 . . C H28 0.385 0.1213 1.1293 0.032 Uiso calc R 1 . . H C22 0.5382(3) 0.07846(10) 1.06970(16) 0.0276(6) Uani d . 1 . . C H29 0.62 0.0727 1.1095 0.033 Uiso calc R 1 . . H C23 0.5238(3) 0.06153(9) 0.98781(15) 0.0232(5) Uani d . 1 . . C H30 0.596 0.0417 0.9624 0.028 Uiso calc R 1 . . H P1 0.42298(8) 0.18276(2) 0.29941(4) 0.02350(15) Uani d . 1 . . P F1 0.5538(3) 0.22195(8) 0.29877(13) 0.0661(6) Uani d . 1 . . F F2 0.4895(2) 0.16634(7) 0.38907(10) 0.0415(4) Uani d . 1 . . F F3 0.3114(3) 0.21790(8) 0.34180(12) 0.0608(6) Uani d . 1 . . F F4 0.3588(2) 0.19862(7) 0.20917(10) 0.0455(5) Uani d . 1 . . F F5 0.5376(2) 0.14702(9) 0.25574(13) 0.0644(7) Uani d . 1 . . F F6 0.2978(3) 0.14218(8) 0.29790(16) 0.0651(6) Uani d . 1 . . F O10 0.0792(2) 0.15484(7) 0.06181(13) 0.0379(5) Uani d . 1 . . O C24 -0.0514(3) 0.17708(10) 0.18374(18) 0.0341(6) Uani d . 1 . . C H31 -0.1259 0.1517 0.1716 0.051 Uiso calc R 1 . . H H32 -0.1055 0.2063 0.1976 0.051 Uiso calc R 1 . . H H33 0.017 0.1677 0.231 0.051 Uiso calc R 1 . . H C25 0.0407(3) 0.18549(9) 0.10910(16) 0.0256(5) Uani d . 1 . . C O11 0.0807(2) 0.23072(6) 0.10191(11) 0.0278(4) Uani d . 1 . . O C26 0.1849(4) 0.24258(12) 0.03701(19) 0.0415(7) Uani d . 1 . . C H34 0.1325 0.2392 -0.0187 0.05 Uiso calc R 1 . . H H35 0.275 0.2212 0.0401 0.05 Uiso calc R 1 . . H C27 0.2335(4) 0.29282(12) 0.0517(2) 0.0519(9) Uani d . 1 . . C H36 0.1447 0.3138 0.0431 0.078 Uiso calc R 1 . . H H37 0.3116 0.3014 0.0126 0.078 Uiso calc R 1 . . H H38 0.2759 0.2962 0.1089 0.078 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co2 0.01638(16) 0.01379(16) 0.01447(15) -0.00015(11) -0.00066(12) 0.00041(11) O1 0.0266(9) 0.0135(8) 0.0157(8) -0.0012(6) -0.0044(7) 0.0004(6) Co3 0.01558(15) 0.01421(16) 0.01385(15) 0.00044(11) 0.00033(11) -0.00006(11) Co1 0.01680(16) 0.01336(15) 0.01482(15) 0.00036(11) 0.00057(12) 0.00062(11) O2 0.0276(9) 0.0190(8) 0.0170(8) -0.0011(7) 0.0006(7) 0.0011(7) C1 0.0214(12) 0.0217(12) 0.0172(11) 0.0044(9) -0.0028(9) 0.0018(9) O3 0.0261(9) 0.0193(9) 0.0184(8) 0.0021(7) 0.0031(7) -0.0001(7) C2 0.0295(13) 0.0253(13) 0.0208(12) 0.0007(11) 0.0047(10) -0.0001(10) O4 0.0197(8) 0.0186(8) 0.0244(9) 0.0008(7) -0.0029(7) 0.0025(7) C3 0.0229(12) 0.0233(13) 0.0220(12) -0.0005(10) -0.0019(10) 0.0009(10) O5 0.0224(9) 0.0217(9) 0.0234(9) -0.0020(7) -0.0045(7) 0.0018(7) C4 0.0253(14) 0.0272(15) 0.0512(18) -0.0017(11) -0.0100(13) 0.0113(13) O6 0.0199(8) 0.0195(8) 0.0167(8) 0.0039(7) 0.0023(6) 0.0003(6) C5 0.0203(12) 0.0214(12) 0.0226(12) 0.0013(9) 0.0017(10) -0.0002(10) O7 0.0206(8) 0.0222(9) 0.0206(8) 0.0062(7) 0.0038(7) 0.0024(7) C6 0.0337(15) 0.0459(18) 0.0302(15) 0.0208(13) 0.0105(12) 0.0072(13) O8 0.0169(8) 0.0185(8) 0.0175(8) 0.0002(6) 0.0009(6) -0.0021(6) C7 0.0184(11) 0.0183(11) 0.0154(11) -0.0003(9) 0.0037(9) 0.0034(9) O9 0.0177(8) 0.0175(8) 0.0166(8) 0.0010(6) 0.0007(6) -0.0014(6) C8 0.0190(11) 0.0260(13) 0.0233(12) 0.0052(10) 0.0015(10) 0.0002(10) N1 0.0200(10) 0.0157(10) 0.0216(10) -0.0002(8) -0.0010(8) 0.0014(8) N2 0.0184(10) 0.0165(10) 0.0201(10) 0.0008(8) -0.0007(8) 0.0011(8) C9 0.0260(13) 0.0257(14) 0.0340(14) -0.0037(11) -0.0119(11) 0.0022(11) C10 0.0332(15) 0.0263(14) 0.0481(18) -0.0133(12) -0.0156(13) 0.0101(13) C11 0.0254(13) 0.0211(13) 0.0369(15) -0.0069(10) -0.0044(11) 0.0098(11) N4 0.0170(9) 0.0181(10) 0.0175(9) 0.0009(7) 0.0020(8) 0.0009(7) N3 0.0157(9) 0.0154(9) 0.0177(9) 0.0011(7) 0.0005(7) -0.0001(7) C12 0.0185(11) 0.0155(11) 0.0259(12) -0.0004(9) 0.0035(9) 0.0012(9) C13 0.0243(12) 0.0203(12) 0.0263(12) -0.0007(10) 0.0085(10) 0.0032(10) C14 0.0228(12) 0.0215(12) 0.0176(11) 0.0030(9) 0.0054(9) 0.0025(9) N5 0.0208(10) 0.0164(10) 0.0186(9) 0.0021(8) 0.0010(8) -0.0008(8) N6 0.0313(12) 0.0200(11) 0.0265(11) 0.0050(9) 0.0057(9) 0.0013(9) C15 0.0370(15) 0.0184(13) 0.0430(16) 0.0056(11) 0.0006(13) 0.0060(12) C16 0.0419(16) 0.0292(15) 0.0266(14) -0.0047(12) -0.0030(12) 0.0120(11) C17 0.0265(13) 0.0215(12) 0.0173(11) -0.0020(10) 0.0003(10) 0.0004(9) N7 0.0219(10) 0.0168(10) 0.0174(9) 0.0000(8) -0.0019(8) 0.0002(8) N8 0.0209(10) 0.0174(10) 0.0194(10) 0.0015(8) 0.0000(8) -0.0020(8) C18 0.0311(13) 0.0155(12) 0.0237(12) -0.0006(10) 0.0014(10) -0.0037(9) C19 0.0327(14) 0.0255(14) 0.0307(14) -0.0058(11) -0.0051(12) -0.0073(11) C20 0.0260(13) 0.0257(13) 0.0277(13) 0.0015(10) -0.0068(11) -0.0053(10) N9 0.0228(10) 0.0179(10) 0.0156(9) 0.0012(8) 0.0008(8) -0.0026(7) N10 0.0262(11) 0.0186(10) 0.0175(10) 0.0037(8) 0.0007(8) -0.0026(8) C21 0.0382(15) 0.0241(13) 0.0183(12) 0.0009(11) -0.0005(11) -0.0034(10) C22 0.0325(14) 0.0315(14) 0.0183(12) 0.0021(11) -0.0066(11) -0.0008(10) C23 0.0263(13) 0.0223(12) 0.0207(12) 0.0044(10) -0.0016(10) -0.0004(10) P1 0.0281(3) 0.0215(3) 0.0209(3) 0.0033(3) 0.0014(3) 0.0005(2) F1 0.0753(15) 0.0731(15) 0.0496(12) -0.0383(13) -0.0002(11) 0.0159(11) F2 0.0442(10) 0.0510(11) 0.0289(9) 0.0039(9) -0.0026(8) 0.0133(8) F3 0.0795(15) 0.0630(13) 0.0406(11) 0.0460(12) 0.0103(10) -0.0015(9) F4 0.0479(11) 0.0635(12) 0.0246(8) 0.0184(9) -0.0022(8) 0.0056(8) F5 0.0563(13) 0.0881(17) 0.0469(12) 0.0418(12) -0.0162(10) -0.0285(11) F6 0.0568(13) 0.0521(13) 0.0844(16) -0.0213(11) -0.0165(12) 0.0149(12) O10 0.0423(12) 0.0283(11) 0.0439(12) 0.0019(9) 0.0109(10) -0.0115(9) C24 0.0366(16) 0.0296(15) 0.0370(15) 0.0023(12) 0.0119(13) 0.0037(12) C25 0.0237(13) 0.0239(13) 0.0292(13) 0.0051(10) 0.0005(10) -0.0026(10) O11 0.0332(10) 0.0211(9) 0.0297(10) 0.0005(8) 0.0070(8) 0.0014(7) C26 0.0443(18) 0.0481(19) 0.0324(16) -0.0076(15) 0.0066(14) 0.0090(14) C27 0.050(2) 0.048(2) 0.057(2) -0.0152(16) -0.0065(17) 0.0260(17) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co2 O1 . 1.8208(16) ? Co2 N3 . 1.8922(19) ? Co2 O4 . 1.8959(17) ? Co2 O8 . 1.9216(16) ? Co2 O2 . 1.9353(16) ? Co2 N7 . 1.957(2) ? O1 Co1 . 1.8191(16) ? O1 Co3 . 1.8265(16) ? Co3 O6 . 1.8996(16) ? Co3 O9 . 1.9007(16) ? Co3 N2 . 1.906(2) ? Co3 N4 . 1.910(2) ? Co3 N9 . 1.954(2) ? Co1 N1 . 1.882(2) ? Co1 O3 . 1.8932(16) ? Co1 O7 . 1.9128(16) ? Co1 O5 . 1.9244(17) ? Co1 N5 . 1.967(2) ? O2 C1 . 1.259(3) ? C1 O3 . 1.265(3) ? C1 C2 . 1.500(3) ? C2 H1 . 0.98 ? C2 H2 . 0.98 ? C2 H3 . 0.98 ? O4 C3 . 1.269(3) ? C3 O5 . 1.256(3) ? C3 C4 . 1.503(4) ? C4 H4 . 0.98 ? C4 H5 . 0.98 ? C4 H6 . 0.98 ? O6 C5 . 1.264(3) ? C5 O7 . 1.266(3) ? C5 C6 . 1.505(3) ? C6 H7 . 0.98 ? C6 H8 . 0.98 ? C6 H9 . 0.98 ? O8 C7 . 1.272(3) ? C7 O9 . 1.261(3) ? C7 C8 . 1.507(3) ? C8 H10 . 0.98 ? C8 H11 . 0.98 ? C8 H12 . 0.98 ? N1 C11 . 1.336(3) ? N1 N2 . 1.363(3) ? N2 C9 . 1.333(3) ? C9 C10 . 1.384(4) ? C9 H13 . 0.95 ? C10 C11 . 1.389(4) ? C10 H14 . 0.95 ? C11 H15 . 0.95 ? N4 C14 . 1.342(3) ? N4 N3 . 1.357(3) ? N3 C12 . 1.343(3) ? C12 C13 . 1.392(3) ? C12 H16 . 0.95 ? C13 C14 . 1.386(4) ? C13 H17 . 0.95 ? C14 H18 . 0.95 ? N5 C17 . 1.335(3) ? N5 N6 . 1.346(3) ? N6 C15 . 1.344(3) ? N6 H19 . 0.88 ? C15 C16 . 1.366(4) ? C15 H20 . 0.95 ? C16 C17 . 1.397(4) ? C16 H21 . 0.95 ? C17 H22 . 0.95 ? N7 C20 . 1.340(3) ? N7 N8 . 1.343(3) ? N8 C18 . 1.349(3) ? N8 H23 . 0.88 ? C18 C19 . 1.364(4) ? C18 H24 . 0.95 ? C19 C20 . 1.395(4) ? C19 H25 . 0.95 ? C20 H26 . 0.95 ? N9 C23 . 1.332(3) ? N9 N10 . 1.348(3) ? N10 C21 . 1.340(3) ? N10 H27 . 0.88 ? C21 C22 . 1.363(4) ? C21 H28 . 0.95 ? C22 C23 . 1.400(3) ? C22 H29 . 0.95 ? C23 H30 . 0.95 ? P1 F3 . 1.5682(19) ? P1 F6 . 1.581(2) ? P1 F1 . 1.589(2) ? P1 F4 . 1.5943(17) ? P1 F2 . 1.5967(17) ? P1 F5 . 1.6053(19) ? O10 C25 . 1.209(3) ? C24 C25 . 1.496(4) ? C24 H31 . 0.98 ? C24 H32 . 0.98 ? C24 H33 . 0.98 ? C25 O11 . 1.327(3) ? O11 C26 . 1.457(3) ? C26 C27 . 1.492(5) ? C26 H34 . 0.99 ? C26 H35 . 0.99 ? C27 H36 . 0.98 ? C27 H37 . 0.98 ? C27 H38 . 0.98 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co2 N3 87.73(8) . . ? O1 Co2 O4 92.99(7) . . ? N3 Co2 O4 90.82(8) . . ? O1 Co2 O8 92.72(7) . . ? N3 Co2 O8 89.77(7) . . ? O4 Co2 O8 174.28(7) . . ? O1 Co2 O2 94.56(7) . . ? N3 Co2 O2 176.31(8) . . ? O4 Co2 O2 91.95(7) . . ? O8 Co2 O2 87.23(7) . . ? O1 Co2 N7 177.89(8) . . ? N3 Co2 N7 90.20(8) . . ? O4 Co2 N7 86.64(8) . . ? O8 Co2 N7 87.67(8) . . ? O2 Co2 N7 87.53(8) . . ? Co1 O1 Co2 123.21(9) . . ? Co1 O1 Co3 118.29(8) . . ? Co2 O1 Co3 118.48(8) . . ? O1 Co3 O6 93.13(7) . . ? O1 Co3 O9 92.06(7) . . ? O6 Co3 O9 174.79(7) . . ? O1 Co3 N2 88.08(8) . . ? O6 Co3 N2 90.50(8) . . ? O9 Co3 N2 90.16(8) . . ? O1 Co3 N4 87.88(8) . . ? O6 Co3 N4 88.00(8) . . ? O9 Co3 N4 91.70(7) . . ? N2 Co3 N4 175.61(8) . . ? O1 Co3 N9 178.63(8) . . ? O6 Co3 N9 87.65(8) . . ? O9 Co3 N9 87.17(8) . . ? N2 Co3 N9 90.79(8) . . ? N4 Co3 N9 93.27(8) . . ? O1 Co1 N1 87.44(8) . . ? O1 Co1 O3 93.02(7) . . ? N1 Co1 O3 92.06(8) . . ? O1 Co1 O7 92.72(7) . . ? N1 Co1 O7 89.96(8) . . ? O3 Co1 O7 173.99(7) . . ? O1 Co1 O5 94.83(7) . . ? N1 Co1 O5 175.42(8) . . ? O3 Co1 O5 91.78(7) . . ? O7 Co1 O5 85.97(7) . . ? O1 Co1 N5 178.55(8) . . ? N1 Co1 N5 91.11(8) . . ? O3 Co1 N5 86.88(8) . . ? O7 Co1 N5 87.43(8) . . ? O5 Co1 N5 86.62(8) . . ? C1 O2 Co2 130.27(16) . . ? O2 C1 O3 127.4(2) . . ? O2 C1 C2 117.1(2) . . ? O3 C1 C2 115.6(2) . . ? C1 O3 Co1 125.72(16) . . ? C1 C2 H1 109.5 . . ? C1 C2 H2 109.5 . . ? H1 C2 H2 109.5 . . ? C1 C2 H3 109.5 . . ? H1 C2 H3 109.5 . . ? H2 C2 H3 109.5 . . ? C3 O4 Co2 125.84(16) . . ? O5 C3 O4 127.2(2) . . ? O5 C3 C4 117.1(2) . . ? O4 C3 C4 115.7(2) . . ? C3 O5 Co1 129.90(16) . . ? C3 C4 H4 109.5 . . ? C3 C4 H5 109.5 . . ? H4 C4 H5 109.5 . . ? C3 C4 H6 109.5 . . ? H4 C4 H6 109.5 . . ? H5 C4 H6 109.5 . . ? C5 O6 Co3 127.70(15) . . ? O6 C5 O7 127.7(2) . . ? O6 C5 C6 116.5(2) . . ? O7 C5 C6 115.8(2) . . ? C5 O7 Co1 130.15(16) . . ? C5 C6 H7 109.5 . . ? C5 C6 H8 109.5 . . ? H7 C6 H8 109.5 . . ? C5 C6 H9 109.5 . . ? H7 C6 H9 109.5 . . ? H8 C6 H9 109.5 . . ? C7 O8 Co2 129.48(15) . . ? O9 C7 O8 127.5(2) . . ? O9 C7 C8 116.0(2) . . ? O8 C7 C8 116.5(2) . . ? C7 O9 Co3 128.81(15) . . ? C7 C8 H10 109.5 . . ? C7 C8 H11 109.5 . . ? H10 C8 H11 109.5 . . ? C7 C8 H12 109.5 . . ? H10 C8 H12 109.5 . . ? H11 C8 H12 109.5 . . ? C11 N1 N2 108.5(2) . . ? C11 N1 Co1 132.28(17) . . ? N2 N1 Co1 117.80(15) . . ? C9 N2 N1 108.1(2) . . ? C9 N2 Co3 134.60(18) . . ? N1 N2 Co3 117.25(15) . . ? N2 C9 C10 109.4(2) . . ? N2 C9 H13 125.3 . . ? C10 C9 H13 125.3 . . ? C9 C10 C11 105.1(2) . . ? C9 C10 H14 127.5 . . ? C11 C10 H14 127.5 . . ? N1 C11 C10 108.9(2) . . ? N1 C11 H15 125.5 . . ? C10 C11 H15 125.5 . . ? C14 N4 N3 108.06(19) . . ? C14 N4 Co3 133.98(17) . . ? N3 N4 Co3 117.72(14) . . ? C12 N3 N4 108.57(19) . . ? C12 N3 Co2 133.54(17) . . ? N4 N3 Co2 117.82(14) . . ? N3 C12 C13 109.0(2) . . ? N3 C12 H16 125.5 . . ? C13 C12 H16 125.5 . . ? C14 C13 C12 104.8(2) . . ? C14 C13 H17 127.6 . . ? C12 C13 H17 127.6 . . ? N4 C14 C13 109.6(2) . . ? N4 C14 H18 125.2 . . ? C13 C14 H18 125.2 . . ? C17 N5 N6 106.2(2) . . ? C17 N5 Co1 130.48(17) . . ? N6 N5 Co1 123.23(15) . . ? C15 N6 N5 111.1(2) . . ? C15 N6 H19 124.4 . . ? N5 N6 H19 124.4 . . ? N6 C15 C16 107.2(2) . . ? N6 C15 H20 126.4 . . ? C16 C15 H20 126.4 . . ? C15 C16 C17 105.7(2) . . ? C15 C16 H21 127.1 . . ? C17 C16 H21 127.1 . . ? N5 C17 C16 109.7(2) . . ? N5 C17 H22 125.2 . . ? C16 C17 H22 125.2 . . ? C20 N7 N8 105.7(2) . . ? C20 N7 Co2 131.30(17) . . ? N8 N7 Co2 122.17(15) . . ? N7 N8 C18 111.5(2) . . ? N7 N8 H23 124.2 . . ? C18 N8 H23 124.2 . . ? N8 C18 C19 106.9(2) . . ? N8 C18 H24 126.5 . . ? C19 C18 H24 126.5 . . ? C18 C19 C20 105.8(2) . . ? C18 C19 H25 127.1 . . ? C20 C19 H25 127.1 . . ? N7 C20 C19 110.0(2) . . ? N7 C20 H26 125 . . ? C19 C20 H26 125 . . ? C23 N9 N10 105.89(19) . . ? C23 N9 Co3 131.89(17) . . ? N10 N9 Co3 121.84(16) . . ? C21 N10 N9 111.2(2) . . ? C21 N10 H27 124.4 . . ? N9 N10 H27 124.4 . . ? N10 C21 C22 107.6(2) . . ? N10 C21 H28 126.2 . . ? C22 C21 H28 126.2 . . ? C21 C22 C23 105.3(2) . . ? C21 C22 H29 127.4 . . ? C23 C22 H29 127.4 . . ? N9 C23 C22 110.0(2) . . ? N9 C23 H30 125 . . ? C22 C23 H30 125 . . ? F3 P1 F6 91.02(14) . . ? F3 P1 F1 91.59(14) . . ? F6 P1 F1 177.38(15) . . ? F3 P1 F4 91.16(10) . . ? F6 P1 F4 88.60(12) . . ? F1 P1 F4 91.21(11) . . ? F3 P1 F2 89.82(11) . . ? F6 P1 F2 91.50(11) . . ? F1 P1 F2 88.64(11) . . ? F4 P1 F2 179.01(11) . . ? F3 P1 F5 179.68(15) . . ? F6 P1 F5 89.23(14) . . ? F1 P1 F5 88.15(14) . . ? F4 P1 F5 88.66(10) . . ? F2 P1 F5 90.35(11) . . ? C25 C24 H31 109.5 . . ? C25 C24 H32 109.5 . . ? H31 C24 H32 109.5 . . ? C25 C24 H33 109.5 . . ? H31 C24 H33 109.5 . . ? H32 C24 H33 109.5 . . ? O10 C25 O11 123.2(2) . . ? O10 C25 C24 124.7(3) . . ? O11 C25 C24 112.1(2) . . ? C25 O11 C26 117.3(2) . . ? O11 C26 C27 106.7(3) . . ? O11 C26 H34 110.4 . . ? C27 C26 H34 110.4 . . ? O11 C26 H35 110.4 . . ? C27 C26 H35 110.4 . . ? H34 C26 H35 108.6 . . ? C26 C27 H36 109.5 . . ? C26 C27 H37 109.5 . . ? H36 C27 H37 109.5 . . ? C26 C27 H38 109.5 . . ? H36 C27 H38 109.5 . . ? H37 C27 H38 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 N3 Co2 O1 Co1 -145.73(12) . . . . ? O4 Co2 O1 Co1 -55.03(12) . . . . ? O8 Co2 O1 Co1 124.60(11) . . . . ? O2 Co2 O1 Co1 37.17(12) . . . . ? N7 Co2 O1 Co1 -135(2) . . . . ? N3 Co2 O1 Co3 32.86(11) . . . . ? O4 Co2 O1 Co3 123.56(10) . . . . ? O8 Co2 O1 Co3 -56.81(10) . . . . ? O2 Co2 O1 Co3 -144.24(10) . . . . ? N7 Co2 O1 Co3 44(2) . . . . ? Co1 O1 Co3 O6 60.46(11) . . . . ? Co2 O1 Co3 O6 -118.20(10) . . . . ? Co1 O1 Co3 O9 -120.03(10) . . . . ? Co2 O1 Co3 O9 61.31(10) . . . . ? Co1 O1 Co3 N2 -29.94(11) . . . . ? Co2 O1 Co3 N2 151.40(11) . . . . ? Co1 O1 Co3 N4 148.34(11) . . . . ? Co2 O1 Co3 N4 -30.32(11) . . . . ? Co1 O1 Co3 N9 -64(3) . . . . ? Co2 O1 Co3 N9 117(3) . . . . ? Co2 O1 Co1 N1 -147.43(12) . . . . ? Co3 O1 Co1 N1 33.98(11) . . . . ? Co2 O1 Co1 O3 -55.50(12) . . . . ? Co3 O1 Co1 O3 125.91(10) . . . . ? Co2 O1 Co1 O7 122.73(11) . . . . ? Co3 O1 Co1 O7 -55.86(11) . . . . ? Co2 O1 Co1 O5 36.54(12) . . . . ? Co3 O1 Co1 O5 -142.05(10) . . . . ? Co2 O1 Co1 N5 -141(3) . . . . ? Co3 O1 Co1 N5 40(3) . . . . ? O1 Co2 O2 C1 6.6(2) . . . . ? N3 Co2 O2 C1 -121.6(12) . . . . ? O4 Co2 O2 C1 99.8(2) . . . . ? O8 Co2 O2 C1 -85.9(2) . . . . ? N7 Co2 O2 C1 -173.7(2) . . . . ? Co2 O2 C1 O3 -19.4(4) . . . . ? Co2 O2 C1 C2 161.77(17) . . . . ? O2 C1 O3 Co1 -12.7(4) . . . . ? C2 C1 O3 Co1 166.07(16) . . . . ? O1 Co1 O3 C1 44.46(19) . . . . ? N1 Co1 O3 C1 132.01(19) . . . . ? O7 Co1 O3 C1 -118.4(7) . . . . ? O5 Co1 O3 C1 -50.47(19) . . . . ? N5 Co1 O3 C1 -136.99(19) . . . . ? O1 Co2 O4 C3 42.5(2) . . . . ? N3 Co2 O4 C3 130.2(2) . . . . ? O8 Co2 O4 C3 -133.8(7) . . . . ? O2 Co2 O4 C3 -52.2(2) . . . . ? N7 Co2 O4 C3 -139.6(2) . . . . ? Co2 O4 C3 O5 -8.3(4) . . . . ? Co2 O4 C3 C4 171.22(18) . . . . ? O4 C3 O5 Co1 -24.5(4) . . . . ? C4 C3 O5 Co1 156.0(2) . . . . ? O1 Co1 O5 C3 9.4(2) . . . . ? N1 Co1 O5 C3 -110.3(10) . . . . ? O3 Co1 O5 C3 102.6(2) . . . . ? O7 Co1 O5 C3 -83.0(2) . . . . ? N5 Co1 O5 C3 -170.7(2) . . . . ? O1 Co3 O6 C5 -28.9(2) . . . . ? O9 Co3 O6 C5 156.5(7) . . . . ? N2 Co3 O6 C5 59.2(2) . . . . ? N4 Co3 O6 C5 -116.7(2) . . . . ? N9 Co3 O6 C5 149.9(2) . . . . ? Co3 O6 C5 O7 -3.2(4) . . . . ? Co3 O6 C5 C6 176.06(19) . . . . ? O6 C5 O7 Co1 10.3(4) . . . . ? C6 C5 O7 Co1 -168.99(19) . . . . ? O1 Co1 O7 C5 18.0(2) . . . . ? N1 Co1 O7 C5 -69.4(2) . . . . ? O3 Co1 O7 C5 -18E1(9) . . . . ? O5 Co1 O7 C5 112.7(2) . . . . ? N5 Co1 O7 C5 -160.6(2) . . . . ? O1 Co2 O8 C7 19.87(19) . . . . ? N3 Co2 O8 C7 -67.85(19) . . . . ? O4 Co2 O8 C7 -163.8(7) . . . . ? O2 Co2 O8 C7 114.31(19) . . . . ? N7 Co2 O8 C7 -158.1(2) . . . . ? Co2 O8 C7 O9 5.8(3) . . . . ? Co2 O8 C7 C8 -173.99(15) . . . . ? O8 C7 O9 Co3 1.8(3) . . . . ? C8 C7 O9 Co3 -178.35(15) . . . . ? O1 Co3 O9 C7 -31.84(19) . . . . ? O6 Co3 O9 C7 142.8(7) . . . . ? N2 Co3 O9 C7 -119.93(19) . . . . ? N4 Co3 O9 C7 56.09(19) . . . . ? N9 Co3 O9 C7 149.29(19) . . . . ? O1 Co1 N1 C11 170.2(2) . . . . ? O3 Co1 N1 C11 77.2(2) . . . . ? O7 Co1 N1 C11 -97.1(2) . . . . ? O5 Co1 N1 C11 -69.9(11) . . . . ? N5 Co1 N1 C11 -9.7(2) . . . . ? O1 Co1 N1 N2 -25.35(16) . . . . ? O3 Co1 N1 N2 -118.27(16) . . . . ? O7 Co1 N1 N2 67.38(17) . . . . ? O5 Co1 N1 N2 94.6(10) . . . . ? N5 Co1 N1 N2 154.81(17) . . . . ? C11 N1 N2 C9 0.4(3) . . . . ? Co1 N1 N2 C9 -167.61(17) . . . . ? C11 N1 N2 Co3 178.52(17) . . . . ? Co1 N1 N2 Co3 10.6(2) . . . . ? O1 Co3 N2 C9 -171.9(3) . . . . ? O6 Co3 N2 C9 94.9(3) . . . . ? O9 Co3 N2 C9 -79.9(3) . . . . ? N4 Co3 N2 C9 165.0(10) . . . . ? N9 Co3 N2 C9 7.3(3) . . . . ? O1 Co3 N2 N1 10.49(16) . . . . ? O6 Co3 N2 N1 -82.62(16) . . . . ? O9 Co3 N2 N1 102.55(16) . . . . ? N4 Co3 N2 N1 -12.6(12) . . . . ? N9 Co3 N2 N1 -170.28(16) . . . . ? N1 N2 C9 C10 -0.5(3) . . . . ? Co3 N2 C9 C10 -178.3(2) . . . . ? N2 C9 C10 C11 0.5(3) . . . . ? N2 N1 C11 C10 0.0(3) . . . . ? Co1 N1 C11 C10 165.5(2) . . . . ? C9 C10 C11 N1 -0.3(3) . . . . ? O1 Co3 N4 C14 -160.6(2) . . . . ? O6 Co3 N4 C14 -67.4(2) . . . . ? O9 Co3 N4 C14 107.4(2) . . . . ? N2 Co3 N4 C14 -137.5(10) . . . . ? N9 Co3 N4 C14 20.2(2) . . . . ? O1 Co3 N4 N3 13.07(16) . . . . ? O6 Co3 N4 N3 106.28(16) . . . . ? O9 Co3 N4 N3 -78.93(16) . . . . ? N2 Co3 N4 N3 36.2(11) . . . . ? N9 Co3 N4 N3 -166.19(16) . . . . ? C14 N4 N3 C12 -1.0(2) . . . . ? Co3 N4 N3 C12 -176.18(15) . . . . ? C14 N4 N3 Co2 -178.31(15) . . . . ? Co3 N4 N3 Co2 6.5(2) . . . . ? O1 Co2 N3 C12 161.3(2) . . . . ? O4 Co2 N3 C12 68.3(2) . . . . ? O8 Co2 N3 C12 -106.0(2) . . . . ? O2 Co2 N3 C12 -70.3(13) . . . . ? N7 Co2 N3 C12 -18.3(2) . . . . ? O1 Co2 N3 N4 -22.24(16) . . . . ? O4 Co2 N3 N4 -115.20(16) . . . . ? O8 Co2 N3 N4 70.49(16) . . . . ? O2 Co2 N3 N4 106.2(12) . . . . ? N7 Co2 N3 N4 158.16(16) . . . . ? N4 N3 C12 C13 0.8(3) . . . . ? Co2 N3 C12 C13 177.48(17) . . . . ? N3 C12 C13 C14 -0.2(3) . . . . ? N3 N4 C14 C13 0.9(3) . . . . ? Co3 N4 C14 C13 174.93(17) . . . . ? C12 C13 C14 N4 -0.4(3) . . . . ? O1 Co1 N5 C17 89(3) . . . . ? N1 Co1 N5 C17 95.3(2) . . . . ? O3 Co1 N5 C17 3.3(2) . . . . ? O7 Co1 N5 C17 -174.8(2) . . . . ? O5 Co1 N5 C17 -88.7(2) . . . . ? O1 Co1 N5 N6 -88(3) . . . . ? N1 Co1 N5 N6 -81.38(19) . . . . ? O3 Co1 N5 N6 -173.39(19) . . . . ? O7 Co1 N5 N6 8.53(19) . . . . ? O5 Co1 N5 N6 94.64(19) . . . . ? C17 N5 N6 C15 0.2(3) . . . . ? Co1 N5 N6 C15 177.58(18) . . . . ? N5 N6 C15 C16 0.3(3) . . . . ? N6 C15 C16 C17 -0.7(3) . . . . ? N6 N5 C17 C16 -0.6(3) . . . . ? Co1 N5 C17 C16 -177.75(18) . . . . ? C15 C16 C17 N5 0.8(3) . . . . ? O1 Co2 N7 C20 84(2) . . . . ? N3 Co2 N7 C20 94.7(2) . . . . ? O4 Co2 N7 C20 3.9(2) . . . . ? O8 Co2 N7 C20 -175.5(2) . . . . ? O2 Co2 N7 C20 -88.2(2) . . . . ? O1 Co2 N7 N8 -84(2) . . . . ? N3 Co2 N7 N8 -73.15(18) . . . . ? O4 Co2 N7 N8 -163.96(17) . . . . ? O8 Co2 N7 N8 16.61(17) . . . . ? O2 Co2 N7 N8 103.94(17) . . . . ? C20 N7 N8 C18 0.0(3) . . . . ? Co2 N7 N8 C18 170.62(16) . . . . ? N7 N8 C18 C19 0.0(3) . . . . ? N8 C18 C19 C20 -0.1(3) . . . . ? N8 N7 C20 C19 -0.1(3) . . . . ? Co2 N7 C20 C19 -169.48(18) . . . . ? C18 C19 C20 N7 0.1(3) . . . . ? O1 Co3 N9 C23 -53(3) . . . . ? O6 Co3 N9 C23 -177.5(2) . . . . ? O9 Co3 N9 C23 3.1(2) . . . . ? N2 Co3 N9 C23 -87.1(2) . . . . ? N4 Co3 N9 C23 94.6(2) . . . . ? O1 Co3 N9 N10 119(3) . . . . ? O6 Co3 N9 N10 -5.67(18) . . . . ? O9 Co3 N9 N10 174.92(18) . . . . ? N2 Co3 N9 N10 84.80(18) . . . . ? N4 Co3 N9 N10 -93.53(18) . . . . ? C23 N9 N10 C21 0.4(3) . . . . ? Co3 N9 N10 C21 -173.33(17) . . . . ? N9 N10 C21 C22 -0.2(3) . . . . ? N10 C21 C22 C23 -0.1(3) . . . . ? N10 N9 C23 C22 -0.5(3) . . . . ? Co3 N9 C23 C22 172.35(18) . . . . ? C21 C22 C23 N9 0.4(3) . . . . ? O10 C25 O11 C26 -4.4(4) . . . . ? C24 C25 O11 C26 173.4(2) . . . . ? C25 O11 C26 C27 -170.0(2) . . . . ? data_tris-1 _database_code_depnum_ccdc_archive 'CCDC 895049' _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H30 Co3 N12 O7, F6 P, 2(C H4 O)' _chemical_formula_sum 'C26 H38 Co3 F6 N12 O9 P' _chemical_formula_weight 984.44 #============================================================================== # CRYSTAL DATA _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.584(3) _cell_length_b 11.7176(14) _cell_length_c 15.8966(19) _cell_angle_alpha 90 _cell_angle_beta 112.4080(10) _cell_angle_gamma 90 _cell_volume 3716.8(8) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3229 _cell_measurement_theta_min 2.2147 _cell_measurement_theta_max 25.4185 _cell_measurement_temperature 120(2) _exptl_crystal_description prism _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 1.759 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 1.464 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.74 _exptl_absorpt_correction_T_max 0.9 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 20138 _diffrn_reflns_av_R_equivalents 0.073 _diffrn_reflns_av_unetI/netI 0.0648 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. Disorder One tricobalt complex exists in the asymmetric unit, while the same two complexes headed in the different direction occupied the same position. The central O1 atom may be also slightly disordered, responding to the direction of the complexes. However, O1 atom is on the special position. Therefore, the refinement was done as the two complexes have the same Co3O structure. This leaded to the alert A: Check High Ueq as Compared to Neighbors for O1. NH groups in terminal pyrazole In the pyrazole ring, N-N bond is usually longer than N-C bond (Acta Cryst. (1960), 13, 946). N7 atom in terminal pyrazoles were positioned as the N-N bonds are longer than N-C bonds. In contrast, the atom next to N5 was treated as the 1:1 mixture of carbon and nitrogen atoms. ; _reflns_number_total 4225 _reflns_number_gt 2881 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0937 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.1145 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_number_reflns 4225 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment noref _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0352P)^2^+15.2979P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.792 _refine_diff_density_min -0.835 _refine_diff_density_rms 0.091 _refine_ls_extinction_method none 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 0 '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 0.006 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Co1 0 0.11131(6) 0.25 0.0287(2) Uani d S 1 . . Co Co2 0.07188(3) 0.34286(5) 0.24814(4) 0.02750(16) Uani d . 1 . . Co O1 0 0.2656(4) 0.25 0.084(2) Uani d S 1 . . O N1 0.09351(16) 0.1232(3) 0.3244(2) 0.0293(8) Uani d . 1 . . N N2 0.12375(16) 0.2260(3) 0.3251(2) 0.0281(8) Uani d . 1 . . N C1 0.1871(2) 0.2192(4) 0.3852(3) 0.0348(10) Uani d . 1 . . C H1 0.2193 0.2788 0.3986 0.042 Uiso calc R 1 . . H C2 0.1984(2) 0.1121(4) 0.4246(3) 0.0371(10) Uani d . 1 . . C H2 0.2387 0.0843 0.4697 0.044 Uiso calc R 1 . . H C3 0.1383(2) 0.0539(4) 0.3845(3) 0.0322(10) Uani d . 1 . . C H3 0.1302 -0.0225 0.3974 0.039 Uiso calc R 1 . . H O2 0.01967(13) 0.0984(2) 0.1434(2) 0.0313(7) Uani d . 1 . . O O3 0.07544(13) 0.2618(2) 0.14481(18) 0.0301(7) Uani d . 1 . . O C4 0.0514(2) 0.1657(4) 0.1129(3) 0.0320(9) Uani d . 1 . . C C5 0.0623(2) 0.1270(4) 0.0295(3) 0.0452(12) Uani d . 1 . . C H5 0.0934 0.0623 0.0451 0.068 Uiso calc R 1 . . H H5A 0.0812 0.1898 0.0062 0.068 Uiso calc R 1 . . H H5B 0.0194 0.1035 -0.0173 0.068 Uiso calc R 1 . . H N3 0.0547(4) 0.4313(8) 0.3302(6) 0.0231(19) Uani d P 0.5 . 2 N N4 0.0102(7) 0.4451(12) 0.1790(9) 0.022(3) Uani d P 0.5 . 2 N C6 0.0118(5) 0.5114(8) 0.1122(7) 0.031(2) Uani d P 0.5 A 2 C H6 0.0514 0.5321 0.1031 0.037 Uiso calc PR 0.5 A 2 H C7 -0.0523(10) 0.546(2) 0.0574(14) 0.033(4) Uani d P 0.5 A 2 C H7 -0.0657 0.5958 0.0063 0.04 Uiso calc PR 0.5 A 2 H C8 -0.0935(5) 0.4892(8) 0.0970(7) 0.0304(19) Uani d P 0.5 . 2 C H8 -0.1411 0.4923 0.0746 0.036 Uiso calc PR 0.5 . 2 H O4 -0.0875(4) 0.4300(7) 0.1391(6) 0.0281(17) Uani d P 0.5 . 1 O O5 0.0184(6) 0.4570(10) 0.1500(7) 0.025(2) Uani d P 0.5 . 1 O C9 -0.0443(5) 0.4755(8) 0.1144(7) 0.035(2) Uani d P 0.5 . 1 C C10 -0.0709(11) 0.554(3) 0.0370(17) 0.049(6) Uani d P 0.5 . 1 C H10 -0.1111 0.5206 -0.0093 0.073 Uiso calc PR 0.5 . 1 H H10A -0.037 0.5664 0.011 0.073 Uiso calc PR 0.5 . 1 H H10B -0.0823 0.6268 0.0576 0.073 Uiso calc PR 0.5 . 1 H N6 0.15132(16) 0.4252(3) 0.2479(2) 0.0278(8) Uani d . 1 . . N N7 0.18743(17) 0.3873(3) 0.2008(2) 0.0364(9) Uani d . 1 . . N H7A 0.1775 0.326 0.1662 0.044 Uiso calc R 1 . . H C13 0.2406(2) 0.4548(4) 0.2133(3) 0.0442(12) Uani d . 1 . . C H13 0.2733 0.4446 0.1874 0.053 Uiso calc R 1 . . H C14 0.2387(3) 0.5387(5) 0.2689(4) 0.0646(17) Uani d . 1 . . C H14 0.2692 0.6005 0.2898 0.078 Uiso calc R 1 . . H C15 0.1830(2) 0.5175(4) 0.2900(4) 0.0559(15) Uani d . 1 . . C H15 0.1696 0.5633 0.3294 0.067 Uiso calc R 1 . . H O6 -0.3828(4) 0.3464(7) 0.0942(7) 0.183(3) Uani d . 1 . . O H6A -0.3546 0.3848 0.0815 0.274 Uiso calc R 1 . . H C16 -0.3874(6) 0.2426(6) 0.0587(7) 0.144(5) Uani d . 1 . . C H16 -0.3591 0.2379 0.0232 0.216 Uiso calc R 1 . . H H16A -0.4341 0.2272 0.0191 0.216 Uiso calc R 1 . . H H16B -0.3725 0.186 0.1078 0.216 Uiso calc R 1 . . H P1 0.25 0.75 0.5 0.0302(4) Uani d S 1 . . P F1 0.2881(5) 0.7369(7) 0.4324(5) 0.059(2) Uani d P 0.75(3) B 3 F F2 0.2372(3) 0.6181(6) 0.4957(6) 0.054(2) Uani d P 0.75(3) B 3 F F3 0.31627(13) 0.7321(2) 0.58803(19) 0.0585(8) Uani d . 1 B . F F4 0.263(3) 0.627(3) 0.4676(19) 0.123(18) Uani d P 0.25(3) B 4 F F5 0.3000(9) 0.806(5) 0.460(2) 0.109(18) Uani d P 0.25(3) B 4 F N5 0 -0.0557(4) 0.25 0.0323(12) Uani d S 1 . . N C12 0.0220(3) -0.2355(4) 0.2290(4) 0.0634(18) Uani d . 1 . . C H21 0.0406 -0.3005 0.2117 0.076 Uiso calc R 1 . 1 H C11 0.0346(2) -0.1240(3) 0.2166(3) 0.0425(11) Uani d P 0.5 . 1 C H20 0.0637 -0.0986 0.1882 0.051 Uiso calc PR 0.5 . 1 H N11 0.0346(2) -0.1240(3) 0.2166(3) 0.0425(11) Uani d P 0.5 . 2 N H20B 0.0637(2) -0.0986(3) 0.1882(3) 0.051 Uiso d P 0.5 C 2 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co1 0.0201(4) 0.0181(4) 0.0475(5) 0 0.0126(4) 0 Co2 0.0232(3) 0.0203(3) 0.0434(3) -0.0034(2) 0.0177(2) -0.0065(3) O1 0.040(3) 0.016(2) 0.223(7) 0 0.079(4) 0 N1 0.0254(18) 0.0243(18) 0.042(2) -0.0024(14) 0.0170(16) -0.0085(16) N2 0.0320(19) 0.0256(19) 0.0298(19) -0.0073(14) 0.0153(16) -0.0076(15) C1 0.026(2) 0.045(3) 0.029(2) -0.0122(19) 0.0048(18) -0.010(2) C2 0.027(2) 0.044(3) 0.034(3) -0.001(2) 0.0037(19) -0.008(2) C3 0.030(2) 0.028(2) 0.041(3) 0.0033(18) 0.016(2) -0.0053(19) O2 0.0262(15) 0.0222(15) 0.0450(18) -0.0030(12) 0.0129(13) -0.0024(13) O3 0.0295(15) 0.0266(15) 0.0308(16) -0.0059(12) 0.0078(13) -0.0021(12) C4 0.024(2) 0.028(2) 0.037(2) 0.0014(18) 0.0035(18) -0.002(2) C5 0.048(3) 0.048(3) 0.040(3) -0.015(2) 0.017(2) -0.012(2) N3 0.021(4) 0.021(4) 0.029(5) -0.002(4) 0.011(4) 0.003(4) N4 0.024(5) 0.016(4) 0.031(7) -0.004(3) 0.016(4) -0.001(5) C6 0.039(6) 0.023(5) 0.039(6) -0.005(4) 0.023(5) 0.001(4) C7 0.034(12) 0.042(9) 0.027(8) 0.001(8) 0.016(9) 0.006(8) C8 0.019(5) 0.030(5) 0.038(6) 0.004(4) 0.005(4) 0.001(4) O4 0.029(4) 0.028(4) 0.030(5) 0.009(4) 0.014(4) 0.012(4) O5 0.022(4) 0.026(5) 0.031(7) 0.002(3) 0.014(4) 0.005(4) C9 0.042(7) 0.028(5) 0.040(6) -0.002(4) 0.021(5) 0.000(5) C10 0.022(10) 0.056(9) 0.065(14) 0.003(8) 0.011(8) 0.032(10) N6 0.0225(17) 0.0307(19) 0.033(2) -0.0045(14) 0.0131(15) -0.0068(15) N7 0.035(2) 0.038(2) 0.043(2) -0.0043(17) 0.0211(18) -0.0069(18) C13 0.034(3) 0.052(3) 0.054(3) -0.010(2) 0.025(2) -0.001(3) C14 0.048(3) 0.054(4) 0.100(5) -0.032(3) 0.038(3) -0.028(3) C15 0.049(3) 0.052(3) 0.083(4) -0.029(3) 0.043(3) -0.042(3) O6 0.146(7) 0.157(7) 0.275(10) 0.000(5) 0.115(7) 0.039(7) C16 0.277(13) 0.041(4) 0.234(11) -0.012(6) 0.232(11) -0.010(5) P1 0.0279(8) 0.0264(8) 0.0355(9) -0.0016(6) 0.0113(7) 0.0033(7) F1 0.053(4) 0.075(5) 0.061(4) -0.004(3) 0.036(3) -0.005(3) F2 0.070(4) 0.022(3) 0.060(4) -0.007(2) 0.014(3) 0.001(2) F3 0.0425(16) 0.0495(18) 0.0571(19) 0.0022(13) -0.0107(14) 0.0044(14) F4 0.17(3) 0.10(2) 0.042(13) 0.10(2) -0.026(15) -0.023(13) F5 0.050(9) 0.20(4) 0.066(15) -0.059(15) 0.008(9) 0.05(2) N5 0.030(3) 0.018(2) 0.042(3) 0 0.006(2) 0 C12 0.091(5) 0.023(2) 0.057(4) 0.015(3) 0.007(3) -0.006(2) C11 0.046(3) 0.024(2) 0.052(3) 0.0050(18) 0.012(2) -0.0055(19) N11 0.046(3) 0.024(2) 0.052(3) 0.0050(18) 0.012(2) -0.0055(19) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 O1 . 1.808(4) ? Co1 O2 2 1.903(3) ? Co1 O2 . 1.903(3) ? Co1 N1 . 1.916(3) ? Co1 N1 2 1.916(3) ? Co1 N5 . 1.957(5) ? Co2 O1 . 1.806(2) ? Co2 N3 . 1.812(10) ? Co2 N4 . 1.816(16) ? Co2 N2 . 1.892(3) ? Co2 O3 . 1.924(3) ? Co2 N6 . 1.969(3) ? Co2 O4 2 1.977(9) ? Co2 O5 . 2.045(12) ? O1 Co2 2 1.806(2) ? N1 C3 . 1.342(5) ? N1 N2 . 1.367(4) ? N2 C1 . 1.339(5) ? C1 C2 . 1.382(6) ? C1 H1 . 0.95 ? C2 C3 . 1.386(6) ? C2 H2 . 0.95 ? C3 H3 . 0.95 ? O2 C4 . 1.257(5) ? O3 C4 . 1.263(5) ? C4 C5 . 1.502(6) ? C5 H5 . 0.98 ? C5 H5A . 0.98 ? C5 H5B . 0.98 ? N3 C8 2 1.327(13) ? N3 N4 2 1.361(16) ? N4 C6 . 1.327(14) ? N4 N3 2 1.362(16) ? C6 C7 . 1.39(2) ? C6 H6 . 0.95 ? C7 C8 . 1.44(3) ? C7 H7 . 0.95 ? C8 N3 2 1.327(13) ? C8 H8 . 0.95 ? O4 C9 . 1.260(13) ? O4 Co2 2 1.977(9) ? O5 C9 . 1.272(16) ? C9 C10 . 1.46(3) ? C10 H10 . 0.98 ? C10 H10A . 0.98 ? C10 H10B . 0.98 ? N6 C15 . 1.318(5) ? N6 N7 . 1.345(4) ? N7 C13 . 1.345(5) ? N7 H7A . 0.88 ? C13 C14 . 1.334(7) ? C13 H13 . 0.95 ? C14 C15 . 1.387(7) ? C14 H14 . 0.95 ? C15 H15 . 0.95 ? O6 C16 . 1.328(9) ? O6 H6A . 0.84 ? C16 H16 . 0.98 ? C16 H16A . 0.98 ? C16 H16B . 0.98 ? P1 F2 7_566 1.567(6) ? P1 F2 . 1.567(6) ? P1 F5 . 1.587(16) ? P1 F5 7_566 1.588(16) ? P1 F3 . 1.588(3) ? P1 F3 7_566 1.588(2) ? P1 F4 7_566 1.589(19) ? P1 F4 . 1.589(19) ? P1 F1 7_566 1.589(6) ? P1 F1 . 1.589(6) ? N5 C11 . 1.335(5) ? N5 N11 2 1.335(5) ? N5 C11 2 1.335(5) ? C12 C12 2 1.354(12) ? C12 C11 . 1.364(6) ? C12 H21 . 0.95 ? C11 H20 . 0.95 ? C11 H20B . 0.95 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O2 94.58(8) . 2 ? O1 Co1 O2 94.58(8) . . ? O2 Co1 O2 170.85(17) 2 . ? O1 Co1 N1 85.82(10) . . ? O2 Co1 N1 89.79(13) 2 . ? O2 Co1 N1 90.88(13) . . ? O1 Co1 N1 85.82(10) . 2 ? O2 Co1 N1 90.88(13) 2 2 ? O2 Co1 N1 89.79(13) . 2 ? N1 Co1 N1 171.6(2) . 2 ? O1 Co1 N5 180.0000(10) . . ? O2 Co1 N5 85.42(8) 2 . ? O2 Co1 N5 85.42(8) . . ? N1 Co1 N5 94.18(10) . . ? N1 Co1 N5 94.18(10) 2 . ? O1 Co2 N3 82.1(3) . . ? O1 Co2 N4 84.5(4) . . ? N3 Co2 N4 75.8(4) . . ? O1 Co2 N2 85.82(14) . . ? N3 Co2 N2 100.5(3) . . ? N4 Co2 N2 170.0(3) . . ? O1 Co2 O3 94.64(11) . . ? N3 Co2 O3 169.4(3) . . ? N4 Co2 O3 93.9(4) . . ? N2 Co2 O3 89.31(13) . . ? O1 Co2 N6 178.94(14) . . ? N3 Co2 N6 97.9(3) . . ? N4 Co2 N6 96.5(4) . . ? N2 Co2 N6 93.14(14) . . ? O3 Co2 N6 85.52(12) . . ? O1 Co2 O4 95.4(2) . 2 ? N3 Co2 O4 20.4(2) . 2 ? N4 Co2 O4 92.3(4) . 2 ? N2 Co2 O4 86.2(3) . 2 ? O3 Co2 O4 168.7(2) . 2 ? N6 Co2 O4 84.3(2) . 2 ? O1 Co2 O5 95.8(3) . . ? N3 Co2 O5 88.0(4) . . ? N4 Co2 O5 15.6(4) . . ? N2 Co2 O5 171.5(3) . . ? O3 Co2 O5 82.3(3) . . ? N6 Co2 O5 85.2(3) . . ? O4 Co2 O5 101.9(4) 2 . ? Co2 O1 Co2 119.9(2) 2 . ? Co2 O1 Co1 120.07(12) 2 . ? Co2 O1 Co1 120.07(12) . . ? C3 N1 N2 108.3(3) . . ? C3 N1 Co1 134.3(3) . . ? N2 N1 Co1 117.1(3) . . ? C1 N2 N1 108.0(3) . . ? C1 N2 Co2 134.1(3) . . ? N1 N2 Co2 118.0(3) . . ? N2 C1 C2 109.4(4) . . ? N2 C1 H1 125.3 . . ? C2 C1 H1 125.3 . . ? C1 C2 C3 105.4(4) . . ? C1 C2 H2 127.3 . . ? C3 C2 H2 127.3 . . ? N1 C3 C2 108.9(4) . . ? N1 C3 H3 125.6 . . ? C2 C3 H3 125.6 . . ? C4 O2 Co1 129.3(3) . . ? C4 O3 Co2 129.7(3) . . ? O2 C4 O3 127.2(4) . . ? O2 C4 C5 116.3(4) . . ? O3 C4 C5 116.4(4) . . ? C4 C5 H5 109.5 . . ? C4 C5 H5A 109.5 . . ? H5 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C8 N3 N4 108.4(10) 2 2 ? C8 N3 Co2 133.3(9) 2 . ? N4 N3 Co2 118.3(8) 2 . ? C6 N4 N3 108.8(13) . 2 ? C6 N4 Co2 129.3(9) . . ? N3 N4 Co2 118.3(9) 2 . ? N4 C6 C7 110.5(15) . . ? N4 C6 H6 124.7 . . ? C7 C6 H6 124.7 . . ? C6 C7 C8 103.0(18) . . ? C6 C7 H7 128.5 . . ? C8 C7 H7 128.5 . . ? N3 C8 C7 109.2(12) 2 . ? N3 C8 H8 125.4 2 . ? C7 C8 H8 125.4 . . ? C9 O4 Co2 127.7(8) . 2 ? C9 O5 Co2 130.3(8) . . ? O4 C9 O5 125.3(11) . . ? O4 C9 C10 115.4(14) . . ? O5 C9 C10 119.3(13) . . ? C15 N6 N7 104.8(3) . . ? C15 N6 Co2 133.2(3) . . ? N7 N6 Co2 121.9(3) . . ? C13 N7 N6 111.5(4) . . ? C13 N7 H7A 124.3 . . ? N6 N7 H7A 124.3 . . ? C14 C13 N7 106.9(4) . . ? C14 C13 H13 126.5 . . ? N7 C13 H13 126.5 . . ? C13 C14 C15 106.1(4) . . ? C13 C14 H14 127 . . ? C15 C14 H14 127 . . ? N6 C15 C14 110.7(4) . . ? N6 C15 H15 124.6 . . ? C14 C15 H15 124.6 . . ? C16 O6 H6A 109.5 . . ? O6 C16 H16 109.5 . . ? O6 C16 H16A 109.5 . . ? H16 C16 H16A 109.5 . . ? O6 C16 H16B 109.5 . . ? H16 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? F2 P1 F2 179.997(2) 7_566 . ? F2 P1 F5 58(2) 7_566 . ? F2 P1 F5 122(2) . . ? F2 P1 F5 122(2) 7_566 7_566 ? F2 P1 F5 58(2) . 7_566 ? F5 P1 F5 179.999(6) . 7_566 ? F2 P1 F3 90.4(3) 7_566 . ? F2 P1 F3 89.6(3) . . ? F5 P1 F3 83.5(7) . . ? F5 P1 F3 96.5(7) 7_566 . ? F2 P1 F3 89.6(3) 7_566 7_566 ? F2 P1 F3 90.4(3) . 7_566 ? F5 P1 F3 96.5(7) . 7_566 ? F5 P1 F3 83.5(7) 7_566 7_566 ? F3 P1 F3 179.9960(10) . 7_566 ? F2 P1 F4 31(2) 7_566 7_566 ? F2 P1 F4 149(2) . 7_566 ? F5 P1 F4 89.6(14) . 7_566 ? F5 P1 F4 90.4(14) 7_566 7_566 ? F3 P1 F4 92.7(9) . 7_566 ? F3 P1 F4 87.3(9) 7_566 7_566 ? F2 P1 F4 149(2) 7_566 . ? F2 P1 F4 31(2) . . ? F5 P1 F4 90.4(14) . . ? F5 P1 F4 89.6(14) 7_566 . ? F3 P1 F4 87.3(9) . . ? F3 P1 F4 92.7(9) 7_566 . ? F4 P1 F4 179.999(9) 7_566 . ? F2 P1 F1 90.2(3) 7_566 7_566 ? F2 P1 F1 89.8(3) . 7_566 ? F5 P1 F1 147(2) . 7_566 ? F5 P1 F1 33(2) 7_566 7_566 ? F3 P1 F1 86.6(3) . 7_566 ? F3 P1 F1 93.4(3) 7_566 7_566 ? F4 P1 F1 59(2) 7_566 7_566 ? F4 P1 F1 121(2) . 7_566 ? F2 P1 F1 89.8(3) 7_566 . ? F2 P1 F1 90.2(3) . . ? F5 P1 F1 33(2) . . ? F5 P1 F1 147(2) 7_566 . ? F3 P1 F1 93.4(3) . . ? F3 P1 F1 86.6(3) 7_566 . ? F4 P1 F1 121(2) 7_566 . ? F4 P1 F1 59(2) . . ? F1 P1 F1 179.999(2) 7_566 . ? C11 N5 N11 106.4(5) . 2 ? C11 N5 C11 106.4(5) . 2 ? N11 N5 C11 0.0(4) 2 2 ? C11 N5 Co1 126.8(2) . . ? N11 N5 Co1 126.8(2) 2 . ? C11 N5 Co1 126.8(2) 2 . ? C12 C12 C11 106.7(3) 2 . ? C12 C12 H21 126.6 2 . ? C11 C12 H21 126.6 . . ? N5 C11 C12 110.1(4) . . ? N5 C11 H20 125 . . ? C12 C11 H20 125 . . ? N5 C11 H20B 125.0(2) . . ? C12 C11 H20B 125.0(3) . . ? H20 C11 H20B 0 . . ? 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 N3 Co2 O1 Co2 41.6(3) . . . 2 ? N4 Co2 O1 Co2 -34.8(4) . . . 2 ? N2 Co2 O1 Co2 142.78(10) . . . 2 ? O3 Co2 O1 Co2 -128.25(9) . . . 2 ? N6 Co2 O1 Co2 133(8) . . . 2 ? O4 Co2 O1 Co2 57.0(2) 2 . . 2 ? O5 Co2 O1 Co2 -45.6(3) . . . 2 ? N3 Co2 O1 Co1 -138.4(3) . . . . ? N4 Co2 O1 Co1 145.2(4) . . . . ? N2 Co2 O1 Co1 -37.22(10) . . . . ? O3 Co2 O1 Co1 51.75(9) . . . . ? N6 Co2 O1 Co1 -47(8) . . . . ? O4 Co2 O1 Co1 -123.0(2) 2 . . . ? O5 Co2 O1 Co1 134.4(3) . . . . ? O2 Co1 O1 Co2 -54.65(8) 2 . . 2 ? O2 Co1 O1 Co2 125.35(8) . . . 2 ? N1 Co1 O1 Co2 -144.10(10) . . . 2 ? N1 Co1 O1 Co2 35.90(10) 2 . . 2 ? N5 Co1 O1 Co2 0E1(10) . . . 2 ? O2 Co1 O1 Co2 125.35(8) 2 . . . ? O2 Co1 O1 Co2 -54.65(8) . . . . ? N1 Co1 O1 Co2 35.90(10) . . . . ? N1 Co1 O1 Co2 -144.10(10) 2 . . . ? N5 Co1 O1 Co2 -18E1(10) . . . . ? O1 Co1 N1 C3 156.8(4) . . . . ? O2 Co1 N1 C3 62.2(4) 2 . . . ? O2 Co1 N1 C3 -108.7(4) . . . . ? N1 Co1 N1 C3 156.8(4) 2 . . . ? N5 Co1 N1 C3 -23.2(4) . . . . ? O1 Co1 N1 N2 -17.4(2) . . . . ? O2 Co1 N1 N2 -112.0(3) 2 . . . ? O2 Co1 N1 N2 77.2(3) . . . . ? N1 Co1 N1 N2 -17.4(3) 2 . . . ? N5 Co1 N1 N2 162.6(2) . . . . ? C3 N1 N2 C1 0.3(4) . . . . ? Co1 N1 N2 C1 175.9(3) . . . . ? C3 N1 N2 Co2 -178.8(3) . . . . ? Co1 N1 N2 Co2 -3.2(4) . . . . ? O1 Co2 N2 C1 -157.0(4) . . . . ? N3 Co2 N2 C1 -75.8(5) . . . . ? N4 Co2 N2 C1 -143(2) . . . . ? O3 Co2 N2 C1 108.3(4) . . . . ? N6 Co2 N2 C1 22.9(4) . . . . ? O4 Co2 N2 C1 -61.2(4) 2 . . . ? O5 Co2 N2 C1 101(2) . . . . ? O1 Co2 N2 N1 21.9(3) . . . . ? N3 Co2 N2 N1 103.0(4) . . . . ? N4 Co2 N2 N1 36(2) . . . . ? O3 Co2 N2 N1 -72.8(3) . . . . ? N6 Co2 N2 N1 -158.3(3) . . . . ? O4 Co2 N2 N1 117.6(3) 2 . . . ? O5 Co2 N2 N1 -80(2) . . . . ? N1 N2 C1 C2 -0.5(5) . . . . ? Co2 N2 C1 C2 178.5(3) . . . . ? N2 C1 C2 C3 0.5(5) . . . . ? N2 N1 C3 C2 0.0(5) . . . . ? Co1 N1 C3 C2 -174.5(3) . . . . ? C1 C2 C3 N1 -0.3(5) . . . . ? O1 Co1 O2 C4 28.5(3) . . . . ? O2 Co1 O2 C4 -151.5(3) 2 . . . ? N1 Co1 O2 C4 -57.4(3) . . . . ? N1 Co1 O2 C4 114.3(3) 2 . . . ? N5 Co1 O2 C4 -151.5(3) . . . . ? O1 Co2 O3 C4 -20.9(3) . . . . ? N3 Co2 O3 C4 -92.4(16) . . . . ? N4 Co2 O3 C4 -105.7(5) . . . . ? N2 Co2 O3 C4 64.8(3) . . . . ? N6 Co2 O3 C4 158.1(3) . . . . ? O4 Co2 O3 C4 131.5(12) 2 . . . ? O5 Co2 O3 C4 -116.2(4) . . . . ? Co1 O2 C4 O3 -3.4(6) . . . . ? Co1 O2 C4 C5 176.1(3) . . . . ? Co2 O3 C4 O2 -1.4(6) . . . . ? Co2 O3 C4 C5 179.1(3) . . . . ? O1 Co2 N3 C8 145.9(10) . . . 2 ? N4 Co2 N3 C8 -127.8(10) . . . 2 ? N2 Co2 N3 C8 61.7(10) . . . 2 ? O3 Co2 N3 C8 -141.5(12) . . . 2 ? N6 Co2 N3 C8 -33.0(10) . . . 2 ? O4 Co2 N3 C8 15.4(9) 2 . . 2 ? O5 Co2 N3 C8 -117.9(10) . . . 2 ? O1 Co2 N3 N4 -33.3(8) . . . 2 ? N4 Co2 N3 N4 53.0(7) . . . 2 ? N2 Co2 N3 N4 -117.5(8) . . . 2 ? O3 Co2 N3 N4 39(2) . . . 2 ? N6 Co2 N3 N4 147.8(8) . . . 2 ? O4 Co2 N3 N4 -163.8(18) 2 . . 2 ? O5 Co2 N3 N4 62.9(10) . . . 2 ? O1 Co2 N4 C6 -147.8(14) . . . . ? N3 Co2 N4 C6 129.0(14) . . . . ? N2 Co2 N4 C6 -161.9(14) . . . . ? O3 Co2 N4 C6 -53.6(13) . . . . ? N6 Co2 N4 C6 32.4(14) . . . . ? O4 Co2 N4 C6 116.9(13) 2 . . . ? O5 Co2 N4 C6 -11.4(16) . . . . ? O1 Co2 N4 N3 8.3(9) . . . 2 ? N3 Co2 N4 N3 -74.9(9) . . . 2 ? N2 Co2 N4 N3 -6(3) . . . 2 ? O3 Co2 N4 N3 102.6(9) . . . 2 ? N6 Co2 N4 N3 -171.4(9) . . . 2 ? O4 Co2 N4 N3 -86.9(10) 2 . . 2 ? O5 Co2 N4 N3 145(3) . . . 2 ? N3 N4 C6 C7 1.5(17) 2 . . . ? Co2 N4 C6 C7 159.4(13) . . . . ? N4 C6 C7 C8 -2.3(18) . . . . ? C6 C7 C8 N3 2.3(17) . . . 2 ? O1 Co2 O5 C9 9.4(11) . . . . ? N3 Co2 O5 C9 -72.4(11) . . . . ? N4 Co2 O5 C9 -34(2) . . . . ? N2 Co2 O5 C9 110.3(19) . . . . ? O3 Co2 O5 C9 103.3(11) . . . . ? N6 Co2 O5 C9 -170.6(11) . . . . ? O4 Co2 O5 C9 -87.4(11) 2 . . . ? Co2 O4 C9 O5 13.1(15) 2 . . . ? Co2 O4 C9 C10 -168.1(14) 2 . . . ? Co2 O5 C9 O4 5.8(17) . . . . ? Co2 O5 C9 C10 -172.9(15) . . . . ? O1 Co2 N6 C15 -93(8) . . . . ? N3 Co2 N6 C15 -2.0(6) . . . . ? N4 Co2 N6 C15 74.5(6) . . . . ? N2 Co2 N6 C15 -103.0(5) . . . . ? O3 Co2 N6 C15 167.9(5) . . . . ? O4 Co2 N6 C15 -17.2(5) 2 . . . ? O5 Co2 N6 C15 85.3(6) . . . . ? O1 Co2 N6 N7 84(8) . . . . ? N3 Co2 N6 N7 175.0(4) . . . . ? N4 Co2 N6 N7 -108.5(5) . . . . ? N2 Co2 N6 N7 74.0(3) . . . . ? O3 Co2 N6 N7 -15.1(3) . . . . ? O4 Co2 N6 N7 159.8(4) 2 . . . ? O5 Co2 N6 N7 -97.7(4) . . . . ? C15 N6 N7 C13 -0.1(5) . . . . ? Co2 N6 N7 C13 -177.8(3) . . . . ? N6 N7 C13 C14 -0.6(6) . . . . ? N7 C13 C14 C15 0.9(7) . . . . ? N7 N6 C15 C14 0.6(6) . . . . ? Co2 N6 C15 C14 178.0(4) . . . . ? C13 C14 C15 N6 -1.0(7) . . . . ? O1 Co1 N5 C11 15E1(10) . . . . ? O2 Co1 N5 C11 -151.7(2) 2 . . . ? O2 Co1 N5 C11 28.3(2) . . . . ? N1 Co1 N5 C11 -62.3(2) . . . . ? N1 Co1 N5 C11 117.7(2) 2 . . . ? O1 Co1 N5 N11 -3E1(10) . . . 2 ? O2 Co1 N5 N11 28.3(2) 2 . . 2 ? O2 Co1 N5 N11 -151.7(2) . . . 2 ? N1 Co1 N5 N11 117.7(2) . . . 2 ? N1 Co1 N5 N11 -62.3(2) 2 . . 2 ? O1 Co1 N5 C11 -3E1(10) . . . 2 ? O2 Co1 N5 C11 28.3(2) 2 . . 2 ? O2 Co1 N5 C11 -151.7(2) . . . 2 ? N1 Co1 N5 C11 117.7(2) . . . 2 ? N1 Co1 N5 C11 -62.3(2) 2 . . 2 ? N11 N5 C11 C12 -0.2(3) 2 . . . ? C11 N5 C11 C12 -0.2(3) 2 . . . ? Co1 N5 C11 C12 179.8(3) . . . . ? C12 C12 C11 N5 0.4(7) 2 . . . ? data_tris-2 _database_code_depnum_ccdc_archive 'CCDC 895050' _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_sum 'C32 H39 Co3 F6 N13 O7 P' _chemical_formula_weight 1039.52 #============================================================================== # CRYSTAL DATA _space_group_crystal_system orthorhombic _space_group_name_H-M_alt 'P b c a' _space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 14.5714(10) _cell_length_b 19.7339(13) _cell_length_c 33.610(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 9664.5(11) _cell_formula_units_Z 8 _cell_measurement_reflns_used 8735 _cell_measurement_theta_min 2.3937 _cell_measurement_theta_max 26.348 _cell_measurement_temperature 100(2) _exptl_crystal_description prism _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4224 _exptl_absorpt_coefficient_mu 1.128 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.81 _exptl_absorpt_correction_T_max 0.92 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 104761 _diffrn_reflns_av_R_equivalents 0.1004 _diffrn_reflns_av_unetI/netI 0.0643 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 27.54 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 43 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. Guest molecules One acetonitrile and one benzene molecule could be assigned. However, large solvent accessible voids still remain in this crystal structure. In this space, further acetonitrile and/or benzene molecules were estimated to exist, while they were at severe disorder and could not be determined by X-ray study. Refinement was done by using Platon/Squeeze. PART instructions were applied to the assigned benzene and acetonitrile, respectively, due to their movement in the crystal structure. The benzene molecule was refined as a rigid group using a constrained model (AFIX 66). F atoms in PF6 and carbon atoms in benzene showed extremely large (Ueq = > 0.15). In the pyrazole ring, N-N bond is usually longer than N-C bond (Acta Cryst. (1960), 13, 946). C, N atoms in terminal pyrazoles were assigned as the N-N bonds are longer than N-C bonds. ; # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 487 247 ' ' 2 0.000 0.500 0.500 487 248 ' ' 3 0.500 0.500 0.000 487 247 ' ' 4 0.500 0.000 0.500 487 248 ' ' _platon_squeeze_details ; ; _reflns_number_total 11120 _reflns_number_gt 6973 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.1008 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1609 _refine_ls_goodness_of_fit_ref 0.927 _refine_ls_restrained_S_all 0.925 _refine_ls_number_reflns 11120 _refine_ls_number_parameters 650 _refine_ls_number_restraints 72 _refine_ls_hydrogen_treatment noref _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.014 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.708 _refine_diff_density_min -0.605 _refine_diff_density_rms 0.112 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00036(5) 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 0 '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 0.006 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Co3 0.31178(3) 0.31358(2) 0.223682(14) 0.01428(13) Uani d . 1 . . Co Co2 0.28121(3) 0.23274(3) 0.144964(14) 0.01686(13) Uani d . 1 . . Co Co1 0.31032(3) 0.15530(2) 0.225144(13) 0.01308(13) Uani d . 1 . . Co O1 0.27517(15) 0.23395(12) 0.19972(7) 0.0144(5) Uani d . 1 . . O N4 0.3863(2) 0.33526(16) 0.17910(9) 0.0200(7) Uani d . 1 . . N N3 0.3727(2) 0.30052(17) 0.14532(9) 0.0207(7) Uani d . 1 . . N O7 0.18604(16) 0.16548(14) 0.14387(7) 0.0199(6) Uani d . 1 . . O O6 0.20569(16) 0.10833(13) 0.20190(7) 0.0183(6) Uani d . 1 . . O N8 0.3433(2) 0.07178(17) 0.29484(9) 0.0198(7) Uani d . 1 . . N H38 0.3398 0.1074 0.3095 0.024 Uiso calc R 1 . . H O2 0.23361(16) 0.17836(13) 0.26994(7) 0.0157(5) Uani d . 1 . . O O3 0.23730(16) 0.29320(13) 0.26941(7) 0.0167(5) Uani d . 1 . . O O4 0.18658(17) 0.30058(14) 0.14283(8) 0.0225(6) Uani d . 1 . . O O5 0.20682(16) 0.35969(13) 0.20017(8) 0.0208(6) Uani d . 1 . . O N11 0.3403(2) 0.39870(16) 0.25120(9) 0.0185(7) Uani d . 1 . . N N12 0.3486(2) 0.40290(16) 0.29087(10) 0.0208(7) Uani d . 1 . . N H37 0.3442 0.369 0.3068 0.025 Uiso calc R 1 . . H C22 0.3647(2) 0.46724(19) 0.30245(13) 0.0239(9) Uani d . 1 . . C H25 0.373 0.4823 0.3284 0.029 Uiso calc R 1 . . H N7 0.3375(2) 0.07172(15) 0.25479(9) 0.0168(7) Uani d . 1 . . N C18 0.3461(2) 0.00686(19) 0.24370(12) 0.0202(8) Uani d . 1 . . C H39 0.3444 -0.0084 0.2175 0.024 Uiso calc R 1 . . H N1 0.41132(19) 0.20029(15) 0.24838(8) 0.0142(6) Uani d . 1 . . N N2 0.4122(2) 0.26895(15) 0.24765(9) 0.0163(6) Uani d . 1 . . N C1 0.4923(2) 0.2903(2) 0.26299(11) 0.0192(8) Uani d . 1 . . C H1 0.5102 0.3353 0.2656 0.023 Uiso calc R 1 . . H C2 0.5439(2) 0.23446(19) 0.27423(10) 0.0175(7) Uani d . 1 . . C H2 0.6017 0.2342 0.286 0.021 Uiso calc R 1 . . H C3 0.4907(2) 0.17929(19) 0.26403(10) 0.0149(7) Uani d . 1 . . C H3 0.5075 0.1342 0.2675 0.018 Uiso calc R 1 . . H N5 0.3847(2) 0.13053(15) 0.18143(9) 0.0165(7) Uani d . 1 . . N N6 0.3729(2) 0.16584(16) 0.14672(9) 0.0188(7) Uani d . 1 . . N C8 0.4937(3) 0.0975(2) 0.13931(12) 0.0254(9) Uani d . 1 . . C H8 0.5437 0.0749 0.1284 0.031 Uiso calc R 1 . . H C9 0.4577(2) 0.0901(2) 0.17748(11) 0.0204(8) Uani d . 1 . . C H9 0.4808 0.0615 0.1971 0.024 Uiso calc R 1 . . H N9 0.2732(2) 0.23116(19) 0.08711(10) 0.0287(8) Uani d . 1 . . N C23 0.3665(2) 0.5063(2) 0.26880(12) 0.0240(9) Uani d . 1 . . C H26 0.3761 0.5528 0.2672 0.029 Uiso calc R 1 . . H C24 0.3509(2) 0.46133(19) 0.23741(12) 0.0212(8) Uani d . 1 . . C H27 0.3482 0.4735 0.2107 0.025 Uiso calc R 1 . . H N13 0.3645(3) 0.3211(2) -0.14428(13) 0.0534(12) Uani d . 1 . . N C14 0.1663(2) 0.12089(19) 0.16907(11) 0.0185(8) Uani d . 1 . . C C16 0.3556(2) 0.0083(2) 0.30871(13) 0.0249(9) Uani d . 1 . . C H19 0.3612 -0.0042 0.3353 0.03 Uiso calc R 1 . . H C17 0.3581(2) -0.0345(2) 0.27677(12) 0.0246(9) Uani d . 1 . . C H20 0.3661 -0.0812 0.2771 0.029 Uiso calc R 1 . . H C7 0.4393(3) 0.1453(2) 0.12139(12) 0.0255(9) Uani d . 1 . . C H7 0.4471 0.1613 0.0956 0.031 Uiso calc R 1 . . H C10 0.2132(2) 0.23590(19) 0.28345(10) 0.0154(7) Uani d . 1 . . C C11 0.1521(3) 0.2380(2) 0.31922(11) 0.0229(8) Uani d . 1 . . C H10 0.0915 0.2515 0.3113 0.034 Uiso calc R 1 . . H H11 0.176 0.27 0.3381 0.034 Uiso calc R 1 . . H H12 0.1496 0.1939 0.3312 0.034 Uiso calc R 1 . . H C15 0.0845(3) 0.0768(2) 0.15796(13) 0.0324(10) Uani d . 1 . . C H16 0.0624 0.0538 0.1812 0.049 Uiso calc R 1 . . H H17 0.1029 0.0441 0.1384 0.049 Uiso calc R 1 . . H H18 0.0365 0.1048 0.1473 0.049 Uiso calc R 1 . . H N10 0.2626(3) 0.2870(2) 0.06454(12) 0.0499(12) Uani d . 1 . . N H21 0.2624 0.3279 0.0735 0.06 Uiso calc R 1 . . H C19 0.2523(4) 0.2698(5) 0.02606(16) 0.080(3) Uani d . 1 . . C H22 0.2448 0.2996 0.0049 0.097 Uiso calc R 1 . . H C20 0.2549(4) 0.2017(5) 0.02369(15) 0.0666(19) Uani d . 1 . . C H23 0.2495 0.1754 0.0009 0.08 Uiso calc R 1 . . H C21 0.2674(3) 0.1789(3) 0.06248(13) 0.0453(13) Uani d . 1 . . C H24 0.2712 0.1336 0.07 0.054 Uiso calc R 1 . . H C12 0.1661(3) 0.3461(2) 0.16804(11) 0.0215(8) Uani d . 1 . . C C13 0.0812(3) 0.3864(3) 0.15818(13) 0.0383(12) Uani d . 1 . . C H13 0.0908 0.4108 0.1338 0.057 Uiso calc R 1 . . H H14 0.0688 0.4178 0.1793 0.057 Uiso calc R 1 . . H H15 0.0301 0.3561 0.1551 0.057 Uiso calc R 1 . . H C6 0.4390(3) 0.3181(2) 0.11911(12) 0.0264(9) Uani d . 1 . . C H6 0.445 0.301 0.0935 0.032 Uiso calc R 1 . . H C5 0.4959(3) 0.3651(2) 0.13618(12) 0.0283(10) Uani d . 1 . . C H5 0.5467 0.386 0.1248 0.034 Uiso calc R 1 . . H C4 0.4611(3) 0.3747(2) 0.17410(12) 0.0250(9) Uani d . 1 . . C H4 0.4854 0.4038 0.1931 0.03 Uiso calc R 1 . . H C32 0.4182(3) 0.2958(3) -0.12387(15) 0.0437(12) Uani d . 1 . . C C31 0.4880(4) 0.2654(3) -0.09793(17) 0.0538(14) Uani d . 1 . . C H34 0.543 0.2575 -0.1129 0.081 Uiso calc R 1 . . H H35 0.4656 0.2232 -0.0876 0.081 Uiso calc R 1 . . H H36 0.501 0.2957 -0.0763 0.081 Uiso calc R 1 . . H C65 0.5233(12) 0.2035(9) 0.0173(6) 0.071(6) Uani d PGU 0.5 A 4 C H40 0.4805 0.2256 0.0013 0.086 Uiso calc PR 0.5 A 4 H C60 0.5810(18) 0.2408(6) 0.0419(7) 0.071(6) Uani d PGU 0.5 A 4 C H41 0.5769 0.2878 0.0424 0.085 Uiso calc PR 0.5 A 4 H C64 0.6449(14) 0.2078(13) 0.0657(5) 0.080(7) Uani d PGU 0.5 A 4 C H42 0.6835 0.2327 0.0822 0.096 Uiso calc PR 0.5 A 4 H C62 0.6511(9) 0.1375(14) 0.0649(4) 0.080(7) Uani d PGU 0.5 A 4 C H43 0.6938 0.1154 0.0808 0.096 Uiso calc PR 0.5 A 4 H C63 0.5933(14) 0.1002(6) 0.0403(5) 0.066(6) Uani d PGU 0.5 A 4 C H44 0.5974 0.0532 0.0398 0.08 Uiso calc PR 0.5 A 4 H C61 0.5294(11) 0.1333(9) 0.0165(4) 0.069(6) Uani d PGU 0.5 A 4 C H45 0.4908 0.1083 0 0.083 Uiso calc PR 0.5 A 4 H C50 0.5571(17) 0.1055(11) 0.0243(8) 0.111(9) Uani d PGU 0.5 B 3 C H46 0.5429 0.0625 0.0148 0.133 Uiso calc PR 0.5 B 3 H C51 0.5070(9) 0.161(2) 0.0116(4) 0.098(9) Uani d PGU 0.5 B 3 C H47 0.4592 0.1557 -0.0065 0.118 Uiso calc PR 0.5 B 3 H C52 0.5283(16) 0.2256(14) 0.0258(7) 0.091(8) Uani d PGU 0.5 B 3 C H48 0.4948 0.263 0.0172 0.109 Uiso calc PR 0.5 B 3 H C55 0.5997(18) 0.2340(7) 0.0527(8) 0.071(7) Uani d PGU 0.5 B 3 C H49 0.614 0.277 0.0622 0.085 Uiso calc PR 0.5 B 3 H C54 0.6498(11) 0.1782(14) 0.0655(5) 0.075(6) Uani d PGU 0.5 B 3 C H50 0.6976 0.1838 0.0836 0.09 Uiso calc PR 0.5 B 3 H C53 0.6285(16) 0.1139(9) 0.0513(8) 0.096(8) Uani d PGU 0.5 B 3 C H51 0.6621 0.0765 0.0599 0.116 Uiso calc PR 0.5 B 3 H P1 0.19583(11) 0.59810(8) -0.08814(4) 0.0501(4) Uani d . 1 . . P F1 0.1983(8) 0.5619(5) -0.0460(3) 0.069(3) Uani d P 0.592(14) C 1 F F2 0.2291(14) 0.5322(7) -0.1073(4) 0.138(8) Uani d P 0.592(14) . 1 F F3 0.1979(15) 0.6381(7) -0.1287(4) 0.151(8) Uani d P 0.592(14) . 1 F F4 0.1742(10) 0.6680(6) -0.0667(3) 0.091(5) Uani d P 0.592(14) C 1 F F5 0.0993(6) 0.5767(7) -0.0968(4) 0.120(5) Uani d P 0.592(14) C 1 F F6 0.3041(6) 0.6147(8) -0.0766(4) 0.123(5) Uani d P 0.592(14) . 1 F F11 0.173(2) 0.5256(8) -0.1049(6) 0.153(14) Uani d P 0.408(14) C 2 F F12 0.2443(19) 0.5623(15) -0.0508(7) 0.169(13) Uani d P 0.408(14) C 2 F F13 0.0976(16) 0.6053(15) -0.0671(6) 0.185(12) Uani d P 0.408(14) C 2 F F16 0.224(3) 0.6680(10) -0.0785(6) 0.183(14) Uani d P 0.408(14) C 2 F F14 0.7823(8) -0.0979(9) 0.1124(8) 0.121(8) Uani d P 0.408(14) . . F F15 0.1463(10) 0.6281(7) -0.1274(5) 0.063(5) Uani d P 0.408(14) C 2 F loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co3 0.0115(2) 0.0128(3) 0.0186(3) 0.00100(19) 0.00016(19) 0.0017(2) Co2 0.0141(2) 0.0216(3) 0.0148(2) 0.0030(2) -0.00075(18) 0.0015(2) Co1 0.0109(2) 0.0139(3) 0.0145(2) 0.00097(19) -0.00022(18) -0.00055(19) O1 0.0120(11) 0.0152(12) 0.0159(12) 0.0013(10) -0.0015(9) 0.0003(11) N4 0.0136(15) 0.0237(18) 0.0227(17) 0.0007(13) -0.0005(13) 0.0023(14) N3 0.0189(16) 0.0248(18) 0.0182(16) 0.0029(14) -0.0010(13) 0.0040(14) O7 0.0173(13) 0.0208(14) 0.0216(14) 0.0000(11) -0.0034(11) -0.0017(12) O6 0.0152(13) 0.0177(14) 0.0220(14) -0.0003(10) -0.0014(10) -0.0029(11) N8 0.0204(16) 0.0204(18) 0.0186(16) -0.0010(13) -0.0029(13) 0.0028(14) O2 0.0131(12) 0.0164(13) 0.0176(13) 0.0006(10) 0.0000(10) -0.0013(11) O3 0.0167(13) 0.0151(13) 0.0183(13) -0.0001(11) 0.0021(10) 0.0001(11) O4 0.0187(13) 0.0245(15) 0.0243(14) 0.0059(12) -0.0036(11) 0.0027(12) O5 0.0157(13) 0.0197(14) 0.0270(15) 0.0016(11) -0.0017(11) 0.0045(11) N11 0.0135(15) 0.0174(17) 0.0246(17) -0.0004(13) -0.0008(13) 0.0027(14) N12 0.0213(16) 0.0137(16) 0.0272(18) 0.0014(13) -0.0007(14) -0.0001(14) C22 0.0157(19) 0.0132(19) 0.043(3) 0.0006(15) -0.0012(17) -0.0081(18) N7 0.0165(15) 0.0152(16) 0.0186(16) -0.0002(13) 0.0009(12) 0.0025(13) C18 0.0122(17) 0.0148(19) 0.034(2) -0.0014(15) 0.0020(16) -0.0009(17) N1 0.0121(14) 0.0139(16) 0.0167(15) 0.0031(12) -0.0006(12) 0.0022(13) N2 0.0147(14) 0.0122(15) 0.0221(16) 0.0026(13) -0.0003(12) 0.0049(14) C1 0.0127(17) 0.021(2) 0.024(2) -0.0015(15) -0.0011(15) -0.0013(16) C2 0.0119(16) 0.0233(19) 0.0172(17) 0.0033(16) 0.0009(13) 0.0005(17) C3 0.0141(17) 0.0145(19) 0.0160(18) 0.0001(14) 0.0025(14) 0.0033(14) N5 0.0160(15) 0.0168(16) 0.0168(16) 0.0026(13) 0.0000(12) -0.0035(13) N6 0.0158(15) 0.0248(18) 0.0159(16) 0.0060(13) 0.0011(12) 0.0001(14) C8 0.0169(19) 0.028(2) 0.031(2) 0.0072(17) 0.0056(16) -0.0039(19) C9 0.0136(18) 0.024(2) 0.023(2) 0.0037(15) -0.0002(15) -0.0017(17) N9 0.0209(17) 0.044(2) 0.0211(17) 0.0034(16) -0.0015(13) 0.0022(17) C23 0.0158(19) 0.015(2) 0.041(2) -0.0030(15) -0.0013(17) 0.0028(18) C24 0.0107(17) 0.017(2) 0.036(2) -0.0003(15) 0.0010(16) 0.0043(17) N13 0.049(3) 0.066(3) 0.046(3) -0.007(2) -0.004(2) 0.019(2) C14 0.0179(19) 0.018(2) 0.0195(19) 0.0023(15) -0.0010(15) -0.0054(16) C16 0.0164(19) 0.027(2) 0.031(2) -0.0007(16) -0.0014(17) 0.0084(19) C17 0.018(2) 0.0125(19) 0.043(3) -0.0015(16) -0.0008(17) 0.0094(18) C7 0.020(2) 0.032(2) 0.024(2) 0.0047(17) 0.0074(16) 0.0025(18) C10 0.0102(15) 0.0186(18) 0.0173(17) -0.0006(15) -0.0015(13) -0.0018(16) C11 0.0212(19) 0.021(2) 0.026(2) 0.0020(17) 0.0111(16) 0.0029(17) C15 0.028(2) 0.033(3) 0.036(3) -0.0056(19) -0.0148(19) -0.001(2) N10 0.049(3) 0.063(3) 0.038(2) -0.010(2) -0.014(2) 0.017(2) C19 0.059(4) 0.157(8) 0.025(3) -0.027(5) -0.023(3) 0.026(4) C20 0.044(3) 0.135(7) 0.021(3) 0.002(4) -0.004(2) -0.014(4) C21 0.032(3) 0.077(4) 0.027(2) 0.010(3) -0.003(2) -0.015(3) C12 0.0191(19) 0.023(2) 0.022(2) 0.0019(16) -0.0016(16) 0.0065(17) C13 0.036(3) 0.046(3) 0.032(3) 0.024(2) -0.007(2) 0.002(2) C6 0.023(2) 0.031(2) 0.026(2) 0.0038(18) 0.0042(17) 0.0109(18) C5 0.018(2) 0.038(3) 0.028(2) -0.0030(18) 0.0088(17) 0.0089(19) C4 0.019(2) 0.024(2) 0.032(2) -0.0034(17) -0.0009(17) 0.0081(18) C32 0.042(3) 0.051(3) 0.038(3) -0.005(3) 0.006(2) 0.014(3) C31 0.045(3) 0.060(4) 0.056(3) 0.006(3) 0.001(3) 0.012(3) C65 0.064(12) 0.114(14) 0.036(10) 0.011(11) 0.028(8) 0.021(11) C60 0.051(12) 0.109(14) 0.052(11) 0.005(10) 0.041(9) 0.020(9) C64 0.059(12) 0.135(18) 0.047(10) -0.001(12) 0.025(9) 0.022(12) C62 0.092(13) 0.100(17) 0.047(10) 0.031(13) 0.042(8) 0.038(12) C63 0.072(13) 0.098(13) 0.029(8) 0.031(10) 0.015(8) 0.021(9) C61 0.060(11) 0.097(13) 0.050(9) 0.033(10) 0.018(8) 0.019(9) C50 0.110(19) 0.135(19) 0.087(19) 0.005(16) 0.007(13) -0.028(16) C51 0.054(10) 0.18(2) 0.064(12) 0.024(16) 0.000(8) -0.026(16) C52 0.049(12) 0.169(19) 0.054(13) 0.033(13) 0.026(9) 0.022(13) C55 0.063(14) 0.086(13) 0.065(15) -0.008(10) 0.039(10) 0.008(10) C54 0.062(11) 0.119(18) 0.044(10) 0.021(11) 0.037(8) 0.033(11) C53 0.109(19) 0.095(14) 0.085(19) -0.005(14) 0.049(14) -0.004(13) P1 0.0617(9) 0.0530(9) 0.0355(7) 0.0068(7) -0.0070(7) -0.0069(7) F1 0.105(8) 0.062(5) 0.040(4) -0.006(5) -0.004(5) 0.003(3) F2 0.251(18) 0.100(11) 0.062(6) 0.111(13) -0.048(8) -0.045(7) F3 0.33(2) 0.091(7) 0.034(4) -0.076(12) -0.032(10) 0.009(4) F4 0.148(9) 0.080(7) 0.044(5) 0.066(7) -0.046(6) -0.024(4) F5 0.066(6) 0.154(11) 0.141(11) -0.027(6) -0.049(6) -0.009(9) F6 0.074(6) 0.168(12) 0.126(10) -0.037(6) 0.017(6) -0.035(8) F11 0.35(4) 0.042(9) 0.066(10) -0.076(16) -0.087(16) 0.039(8) F12 0.19(3) 0.22(2) 0.095(16) 0.11(2) -0.075(17) -0.040(14) F13 0.174(17) 0.26(3) 0.122(14) 0.114(18) 0.121(13) 0.075(16) F16 0.37(4) 0.082(11) 0.100(14) -0.037(19) -0.055(19) -0.065(10) F14 0.042(6) 0.111(13) 0.21(2) -0.005(7) -0.057(9) 0.005(13) F15 0.107(10) 0.043(7) 0.040(6) 0.034(7) -0.019(6) -0.012(6) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co3 O1 . 1.845(2) ? Co3 N2 . 1.888(3) ? Co3 N4 . 1.900(3) ? Co3 O3 . 1.924(2) ? Co3 O5 . 1.947(2) ? Co3 N11 . 1.962(3) ? Co2 O1 . 1.843(2) ? Co2 N6 . 1.879(3) ? Co2 N3 . 1.888(3) ? Co2 O7 . 1.920(3) ? Co2 O4 . 1.923(3) ? Co2 N9 . 1.948(3) ? Co1 O1 . 1.844(2) ? Co1 N1 . 1.888(3) ? Co1 N5 . 1.890(3) ? Co1 O2 . 1.930(2) ? Co1 O6 . 1.948(2) ? Co1 N7 . 1.967(3) ? N4 N3 . 1.341(4) ? N4 C4 . 1.350(5) ? N3 C6 . 1.353(5) ? O7 C14 . 1.255(5) ? O6 C14 . 1.268(4) ? N8 N7 . 1.349(4) ? N8 C16 . 1.349(5) ? N8 H38 . 0.86 ? O2 C10 . 1.258(4) ? O3 C10 . 1.275(4) ? O4 C12 . 1.271(5) ? O5 C12 . 1.261(4) ? N11 C24 . 1.329(5) ? N11 N12 . 1.341(4) ? N12 C22 . 1.349(5) ? N12 H37 . 0.86 ? C22 C23 . 1.368(6) ? C22 H25 . 0.93 ? N7 C18 . 1.339(5) ? C18 C17 . 1.390(5) ? C18 H39 . 0.93 ? N1 C3 . 1.336(4) ? N1 N2 . 1.355(4) ? N2 C1 . 1.344(4) ? C1 C2 . 1.387(5) ? C1 H1 . 0.93 ? C2 C3 . 1.380(5) ? C2 H2 . 0.93 ? C3 H3 . 0.93 ? N5 C9 . 1.336(4) ? N5 N6 . 1.370(4) ? N6 C7 . 1.351(5) ? C8 C7 . 1.372(5) ? C8 C9 . 1.394(5) ? C8 H8 . 0.93 ? C9 H9 . 0.93 ? N9 C21 . 1.326(6) ? N9 N10 . 1.347(5) ? C23 C24 . 1.397(6) ? C23 H26 . 0.93 ? C24 H27 . 0.93 ? N13 C32 . 1.154(6) ? C14 C15 . 1.522(5) ? C16 C17 . 1.365(6) ? C16 H19 . 0.93 ? C17 H20 . 0.93 ? C7 H7 . 0.93 ? C10 C11 . 1.497(5) ? C11 H10 . 0.96 ? C11 H11 . 0.96 ? C11 H12 . 0.96 ? C15 H16 . 0.96 ? C15 H17 . 0.96 ? C15 H18 . 0.96 ? N10 C19 . 1.345(7) ? N10 H21 . 0.86 ? C19 C20 . 1.347(10) ? C19 H22 . 0.93 ? C20 C21 . 1.391(7) ? C20 H23 . 0.93 ? C21 H24 . 0.93 ? C12 C13 . 1.506(5) ? C13 H13 . 0.96 ? C13 H14 . 0.96 ? C13 H15 . 0.96 ? C6 C5 . 1.370(6) ? C6 H6 . 0.93 ? C5 C4 . 1.384(5) ? C5 H5 . 0.93 ? C4 H4 . 0.93 ? C32 C31 . 1.468(7) ? C31 H34 . 0.96 ? C31 H35 . 0.96 ? C31 H36 . 0.96 ? C65 C60 . 1.39 ? C65 C61 . 1.39 ? C65 H40 . 0.93 ? C60 C64 . 1.39 ? C60 H41 . 0.93 ? C64 C62 . 1.39 ? C64 H42 . 0.93 ? C62 C63 . 1.39 ? C62 H43 . 0.93 ? C63 C61 . 1.39 ? C63 H44 . 0.93 ? C61 H45 . 0.93 ? C50 C51 . 1.39 ? C50 C53 . 1.39 ? C50 H46 . 0.93 ? C51 C52 . 1.39 ? C51 H47 . 0.93 ? C52 C55 . 1.39 ? C52 H48 . 0.93 ? C55 C54 . 1.39 ? C55 H49 . 0.93 ? C54 C53 . 1.39 ? C54 H50 . 0.93 ? C53 H51 . 0.93 ? P1 F16 . 1.475(19) ? P1 F5 . 1.497(7) ? P1 F14 3_455 1.501(11) ? P1 F2 . 1.530(10) ? P1 F11 . 1.574(16) ? P1 F3 . 1.576(13) ? P1 F1 . 1.587(10) ? P1 F4 . 1.588(10) ? P1 F13 . 1.602(13) ? P1 F12 . 1.60(2) ? P1 F15 . 1.616(14) ? P1 F6 . 1.657(9) ? F2 F14 3_455 1.521(19) ? F3 F14 3_455 1.564(19) ? F6 F14 3_455 1.287(19) ? F14 F6 3 1.287(19) ? F14 P1 3 1.501(11) ? F14 F2 3 1.521(19) ? F14 F3 3 1.564(19) ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co3 N2 90.75(12) . . ? O1 Co3 N4 90.74(12) . . ? N2 Co3 N4 89.91(13) . . ? O1 Co3 O3 90.43(11) . . ? N2 Co3 O3 89.93(12) . . ? N4 Co3 O3 178.82(13) . . ? O1 Co3 O5 89.64(11) . . ? N2 Co3 O5 178.66(12) . . ? N4 Co3 O5 91.37(12) . . ? O3 Co3 O5 88.78(10) . . ? O1 Co3 N11 175.13(11) . . ? N2 Co3 N11 91.95(13) . . ? N4 Co3 N11 93.32(13) . . ? O3 Co3 N11 85.51(12) . . ? O5 Co3 N11 87.57(12) . . ? O1 Co2 N6 90.67(12) . . ? O1 Co2 N3 91.05(12) . . ? N6 Co2 N3 89.76(13) . . ? O1 Co2 O7 89.63(11) . . ? N6 Co2 O7 91.62(13) . . ? N3 Co2 O7 178.45(13) . . ? O1 Co2 O4 89.65(11) . . ? N6 Co2 O4 179.39(14) . . ? N3 Co2 O4 90.76(13) . . ? O7 Co2 O4 87.86(11) . . ? O1 Co2 N9 173.84(12) . . ? N6 Co2 N9 93.58(14) . . ? N3 Co2 N9 93.42(14) . . ? O7 Co2 N9 85.80(13) . . ? O4 Co2 N9 86.06(13) . . ? O1 Co1 N1 90.72(12) . . ? O1 Co1 N5 90.96(12) . . ? N1 Co1 N5 89.76(12) . . ? O1 Co1 O2 90.13(10) . . ? N1 Co1 O2 91.02(11) . . ? N5 Co1 O2 178.64(12) . . ? O1 Co1 O6 89.84(10) . . ? N1 Co1 O6 179.18(12) . . ? N5 Co1 O6 90.82(12) . . ? O2 Co1 O6 88.38(10) . . ? O1 Co1 N7 174.96(11) . . ? N1 Co1 N7 91.60(12) . . ? N5 Co1 N7 93.52(13) . . ? O2 Co1 N7 85.36(11) . . ? O6 Co1 N7 87.79(12) . . ? Co2 O1 Co1 116.01(13) . . ? Co2 O1 Co3 115.68(13) . . ? Co1 O1 Co3 115.74(12) . . ? N3 N4 C4 108.0(3) . . ? N3 N4 Co3 117.9(2) . . ? C4 N4 Co3 133.6(3) . . ? N4 N3 C6 108.3(3) . . ? N4 N3 Co2 118.2(2) . . ? C6 N3 Co2 133.0(3) . . ? C14 O7 Co2 129.6(2) . . ? C14 O6 Co1 127.6(2) . . ? N7 N8 C16 110.6(3) . . ? N7 N8 H38 124.7 . . ? C16 N8 H38 124.7 . . ? C10 O2 Co1 129.1(2) . . ? C10 O3 Co3 129.5(2) . . ? C12 O4 Co2 129.5(2) . . ? C12 O5 Co3 128.2(3) . . ? C24 N11 N12 106.2(3) . . ? C24 N11 Co3 131.0(3) . . ? N12 N11 Co3 122.7(2) . . ? N11 N12 C22 111.1(3) . . ? N11 N12 H37 124.4 . . ? C22 N12 H37 124.4 . . ? N12 C22 C23 107.1(4) . . ? N12 C22 H25 126.4 . . ? C23 C22 H25 126.4 . . ? C18 N7 N8 105.8(3) . . ? C18 N7 Co1 132.8(3) . . ? N8 N7 Co1 121.2(2) . . ? N7 C18 C17 110.5(4) . . ? N7 C18 H39 124.8 . . ? C17 C18 H39 124.8 . . ? C3 N1 N2 108.0(3) . . ? C3 N1 Co1 133.8(3) . . ? N2 N1 Co1 118.0(2) . . ? C1 N2 N1 108.3(3) . . ? C1 N2 Co3 133.7(3) . . ? N1 N2 Co3 117.9(2) . . ? N2 C1 C2 109.1(3) . . ? N2 C1 H1 125.4 . . ? C2 C1 H1 125.4 . . ? C3 C2 C1 104.7(3) . . ? C3 C2 H2 127.6 . . ? C1 C2 H2 127.6 . . ? N1 C3 C2 109.9(3) . . ? N1 C3 H3 125.1 . . ? C2 C3 H3 125.1 . . ? C9 N5 N6 108.7(3) . . ? C9 N5 Co1 133.5(3) . . ? N6 N5 Co1 117.3(2) . . ? C7 N6 N5 107.1(3) . . ? C7 N6 Co2 134.4(3) . . ? N5 N6 Co2 118.3(2) . . ? C7 C8 C9 105.0(3) . . ? C7 C8 H8 127.5 . . ? C9 C8 H8 127.5 . . ? N5 C9 C8 109.2(3) . . ? N5 C9 H9 125.4 . . ? C8 C9 H9 125.4 . . ? C21 N9 N10 106.1(4) . . ? C21 N9 Co2 129.8(3) . . ? N10 N9 Co2 123.8(3) . . ? C22 C23 C24 105.3(4) . . ? C22 C23 H26 127.3 . . ? C24 C23 H26 127.3 . . ? N11 C24 C23 110.2(4) . . ? N11 C24 H27 124.9 . . ? C23 C24 H27 124.9 . . ? O7 C14 O6 128.3(3) . . ? O7 C14 C15 114.5(3) . . ? O6 C14 C15 117.2(3) . . ? N8 C16 C17 107.8(4) . . ? N8 C16 H19 126.1 . . ? C17 C16 H19 126.1 . . ? C16 C17 C18 105.3(4) . . ? C16 C17 H20 127.4 . . ? C18 C17 H20 127.4 . . ? N6 C7 C8 110.1(4) . . ? N6 C7 H7 124.9 . . ? C8 C7 H7 124.9 . . ? O2 C10 O3 127.0(3) . . ? O2 C10 C11 117.1(3) . . ? O3 C10 C11 115.9(3) . . ? C10 C11 H10 109.5 . . ? C10 C11 H11 109.5 . . ? H10 C11 H11 109.5 . . ? C10 C11 H12 109.5 . . ? H10 C11 H12 109.5 . . ? H11 C11 H12 109.5 . . ? C14 C15 H16 109.5 . . ? C14 C15 H17 109.5 . . ? H16 C15 H17 109.5 . . ? C14 C15 H18 109.5 . . ? H16 C15 H18 109.5 . . ? H17 C15 H18 109.5 . . ? C19 N10 N9 110.3(5) . . ? C19 N10 H21 124.8 . . ? N9 N10 H21 124.8 . . ? N10 C19 C20 107.8(6) . . ? N10 C19 H22 126.1 . . ? C20 C19 H22 126.1 . . ? C19 C20 C21 105.7(6) . . ? C19 C20 H23 127.1 . . ? C21 C20 H23 127.1 . . ? N9 C21 C20 110.0(6) . . ? N9 C21 H24 125 . . ? C20 C21 H24 125 . . ? O5 C12 O4 127.6(3) . . ? O5 C12 C13 117.6(4) . . ? O4 C12 C13 114.8(3) . . ? C12 C13 H13 109.5 . . ? C12 C13 H14 109.5 . . ? H13 C13 H14 109.5 . . ? C12 C13 H15 109.5 . . ? H13 C13 H15 109.5 . . ? H14 C13 H15 109.5 . . ? N3 C6 C5 109.5(4) . . ? N3 C6 H6 125.3 . . ? C5 C6 H6 125.3 . . ? C6 C5 C4 104.9(3) . . ? C6 C5 H5 127.6 . . ? C4 C5 H5 127.6 . . ? N4 C4 C5 109.3(4) . . ? N4 C4 H4 125.3 . . ? C5 C4 H4 125.3 . . ? N13 C32 C31 178.3(6) . . ? C32 C31 H34 109.5 . . ? C32 C31 H35 109.5 . . ? H34 C31 H35 109.5 . . ? C32 C31 H36 109.5 . . ? H34 C31 H36 109.5 . . ? H35 C31 H36 109.5 . . ? C60 C65 C61 120 . . ? C60 C65 H40 120 . . ? C61 C65 H40 120 . . ? C65 C60 C64 120 . . ? C65 C60 H41 120 . . ? C64 C60 H41 120 . . ? C60 C64 C62 120 . . ? C60 C64 H42 120 . . ? C62 C64 H42 120 . . ? C64 C62 C63 120 . . ? C64 C62 H43 120 . . ? C63 C62 H43 120 . . ? C61 C63 C62 120 . . ? C61 C63 H44 120 . . ? C62 C63 H44 120 . . ? C63 C61 C65 120 . . ? C63 C61 H45 120 . . ? C65 C61 H45 120 . . ? C51 C50 C53 120 . . ? C51 C50 H46 120 . . ? C53 C50 H46 120 . . ? C52 C51 C50 120 . . ? C52 C51 H47 120 . . ? C50 C51 H47 120 . . ? C51 C52 C55 120 . . ? C51 C52 H48 120 . . ? C55 C52 H48 120 . . ? C54 C55 C52 120 . . ? C54 C55 H49 120 . . ? C52 C55 H49 120 . . ? C55 C54 C53 120 . . ? C55 C54 H50 120 . . ? C53 C54 H50 120 . . ? C54 C53 C50 120 . . ? C54 C53 H51 120 . . ? C50 C53 H51 120 . . ? F16 P1 F5 124.5(15) . . ? F16 P1 F14 83.6(15) . 3_455 ? F5 P1 F14 133.1(10) . 3_455 ? F16 P1 F2 143.1(16) . . ? F5 P1 F2 88.7(8) . . ? F14 P1 F2 60.2(8) 3_455 . ? F16 P1 F11 171.0(13) . . ? F5 P1 F11 58.3(11) . . ? F14 P1 F11 89.0(12) 3_455 . ? F2 P1 F11 31.2(13) . . ? F16 P1 F3 73.4(9) . . ? F5 P1 F3 89.5(7) . . ? F14 P1 F3 61.0(8) 3_455 . ? F2 P1 F3 93.3(8) . . ? F11 P1 F3 98.6(7) . . ? F16 P1 F1 102.7(9) . . ? F5 P1 F1 93.8(6) . . ? F14 P1 F1 117.7(9) 3_455 . ? F2 P1 F1 89.1(7) . . ? F11 P1 F1 85.1(7) . . ? F3 P1 F1 175.9(6) . . ? F16 P1 F4 31.0(15) . . ? F5 P1 F4 98.4(7) . . ? F14 P1 F4 114.5(9) 3_455 . ? F2 P1 F4 172.9(9) . . ? F11 P1 F4 155.5(14) . . ? F3 P1 F4 87.7(7) . . ? F1 P1 F4 89.5(6) . . ? F16 P1 F13 93.9(14) . . ? F5 P1 F13 43.2(10) . . ? F14 P1 F13 171.7(9) 3_455 . ? F2 P1 F13 122.9(13) . . ? F11 P1 F13 92.7(15) . . ? F3 P1 F13 110.7(9) . . ? F1 P1 F13 70.5(7) . . ? F4 P1 F13 63.0(11) . . ? F16 P1 F12 96.9(14) . . ? F5 P1 F12 116.2(13) . . ? F14 P1 F12 93.1(12) 3_455 . ? F2 P1 F12 79.3(10) . . ? F11 P1 F12 88.5(13) . . ? F3 P1 F12 152.8(12) . . ? F1 P1 F12 25.0(11) . . ? F4 P1 F12 96.7(10) . . ? F13 P1 F12 95.0(11) . . ? F16 P1 F15 87.7(11) . . ? F5 P1 F15 61.7(7) . . ? F14 P1 F15 86.1(9) 3_455 . ? F2 P1 F15 96.3(6) . . ? F11 P1 F15 86.8(8) . . ? F3 P1 F15 28.2(8) . . ? F1 P1 F15 154.6(7) . . ? F4 P1 F15 87.9(5) . . ? F13 P1 F15 85.9(8) . . ? F12 P1 F15 175.3(11) . . ? F16 P1 F6 60.0(13) . . ? F5 P1 F6 174.6(8) . . ? F14 P1 F6 47.8(7) 3_455 . ? F2 P1 F6 88.0(8) . . ? F11 P1 F6 117.8(13) . . ? F3 P1 F6 94.9(8) . . ? F1 P1 F6 81.9(6) . . ? F4 P1 F6 84.9(7) . . ? F13 P1 F6 136.9(12) . . ? F12 P1 F6 59.0(11) . . ? F15 P1 F6 122.9(7) . . ? F14 F2 P1 58.9(6) 3_455 . ? F14 F3 P1 57.1(7) 3_455 . ? F14 F6 P1 59.8(6) 3_455 . ? F6 F14 P1 72.4(10) 3 3 ? F6 F14 F2 103.8(15) 3 3 ? P1 F14 F2 60.8(6) 3 3 ? F6 F14 F3 113.0(14) 3 3 ? P1 F14 F3 61.8(6) 3 3 ? F2 F14 F3 94.1(10) 3 3 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N6 Co2 O1 Co1 -25.90(15) . . . . ? N3 Co2 O1 Co1 -115.67(15) . . . . ? O7 Co2 O1 Co1 65.72(14) . . . . ? O4 Co2 O1 Co1 153.58(14) . . . . ? N9 Co2 O1 Co1 107.8(13) . . . . ? N6 Co2 O1 Co3 114.53(15) . . . . ? N3 Co2 O1 Co3 24.76(15) . . . . ? O7 Co2 O1 Co3 -153.85(14) . . . . ? O4 Co2 O1 Co3 -65.99(14) . . . . ? N9 Co2 O1 Co3 -111.8(13) . . . . ? N1 Co1 O1 Co2 114.77(14) . . . . ? N5 Co1 O1 Co2 25.00(15) . . . . ? O2 Co1 O1 Co2 -154.20(13) . . . . ? O6 Co1 O1 Co2 -65.82(14) . . . . ? N7 Co1 O1 Co2 -127.9(13) . . . . ? N1 Co1 O1 Co3 -25.63(14) . . . . ? N5 Co1 O1 Co3 -115.41(14) . . . . ? O2 Co1 O1 Co3 65.40(13) . . . . ? O6 Co1 O1 Co3 153.78(13) . . . . ? N7 Co1 O1 Co3 91.7(13) . . . . ? N2 Co3 O1 Co2 -114.76(14) . . . . ? N4 Co3 O1 Co2 -24.84(15) . . . . ? O3 Co3 O1 Co2 155.30(13) . . . . ? O5 Co3 O1 Co2 66.52(13) . . . . ? N11 Co3 O1 Co2 121.6(14) . . . . ? N2 Co3 O1 Co1 25.78(15) . . . . ? N4 Co3 O1 Co1 115.70(15) . . . . ? O3 Co3 O1 Co1 -64.16(14) . . . . ? O5 Co3 O1 Co1 -152.94(14) . . . . ? N11 Co3 O1 Co1 -97.9(14) . . . . ? O1 Co3 N4 N3 14.9(3) . . . . ? N2 Co3 N4 N3 105.7(3) . . . . ? O3 Co3 N4 N3 -17E1(4) . . . . ? O5 Co3 N4 N3 -74.7(3) . . . . ? N11 Co3 N4 N3 -162.4(3) . . . . ? O1 Co3 N4 C4 -156.1(4) . . . . ? N2 Co3 N4 C4 -65.4(4) . . . . ? O3 Co3 N4 C4 17(6) . . . . ? O5 Co3 N4 C4 114.2(4) . . . . ? N11 Co3 N4 C4 26.6(4) . . . . ? C4 N4 N3 C6 0.1(4) . . . . ? Co3 N4 N3 C6 -173.1(2) . . . . ? C4 N4 N3 Co2 172.8(2) . . . . ? Co3 N4 N3 Co2 -0.4(3) . . . . ? O1 Co2 N3 N4 -14.4(3) . . . . ? N6 Co2 N3 N4 -105.1(3) . . . . ? O7 Co2 N3 N4 102(5) . . . . ? O4 Co2 N3 N4 75.3(3) . . . . ? N9 Co2 N3 N4 161.4(3) . . . . ? O1 Co2 N3 C6 156.1(4) . . . . ? N6 Co2 N3 C6 65.5(4) . . . . ? O7 Co2 N3 C6 -88(5) . . . . ? O4 Co2 N3 C6 -114.2(4) . . . . ? N9 Co2 N3 C6 -28.1(4) . . . . ? O1 Co2 O7 C14 -29.3(3) . . . . ? N6 Co2 O7 C14 61.4(3) . . . . ? N3 Co2 O7 C14 -145(5) . . . . ? O4 Co2 O7 C14 -118.9(3) . . . . ? N9 Co2 O7 C14 154.8(3) . . . . ? O1 Co1 O6 C14 29.2(3) . . . . ? N1 Co1 O6 C14 163(9) . . . . ? N5 Co1 O6 C14 -61.8(3) . . . . ? O2 Co1 O6 C14 119.3(3) . . . . ? N7 Co1 O6 C14 -155.3(3) . . . . ? O1 Co1 O2 C10 -31.8(3) . . . . ? N1 Co1 O2 C10 58.9(3) . . . . ? N5 Co1 O2 C10 -18E1(10) . . . . ? O6 Co1 O2 C10 -121.7(3) . . . . ? N7 Co1 O2 C10 150.4(3) . . . . ? O1 Co3 O3 C10 28.4(3) . . . . ? N2 Co3 O3 C10 -62.4(3) . . . . ? N4 Co3 O3 C10 -145(6) . . . . ? O5 Co3 O3 C10 118.0(3) . . . . ? N11 Co3 O3 C10 -154.3(3) . . . . ? O1 Co2 O4 C12 27.9(3) . . . . ? N6 Co2 O4 C12 150(14) . . . . ? N3 Co2 O4 C12 -63.2(3) . . . . ? O7 Co2 O4 C12 117.5(3) . . . . ? N9 Co2 O4 C12 -156.6(3) . . . . ? O1 Co3 O5 C12 -29.1(3) . . . . ? N2 Co3 O5 C12 -136(5) . . . . ? N4 Co3 O5 C12 61.6(3) . . . . ? O3 Co3 O5 C12 -119.6(3) . . . . ? N11 Co3 O5 C12 154.9(3) . . . . ? O1 Co3 N11 C24 -107.8(14) . . . . ? N2 Co3 N11 C24 128.6(3) . . . . ? N4 Co3 N11 C24 38.6(3) . . . . ? O3 Co3 N11 C24 -141.6(3) . . . . ? O5 Co3 N11 C24 -52.7(3) . . . . ? O1 Co3 N11 N12 68.7(15) . . . . ? N2 Co3 N11 N12 -54.9(3) . . . . ? N4 Co3 N11 N12 -144.9(3) . . . . ? O3 Co3 N11 N12 34.9(3) . . . . ? O5 Co3 N11 N12 123.9(3) . . . . ? C24 N11 N12 C22 -0.3(4) . . . . ? Co3 N11 N12 C22 -177.5(2) . . . . ? N11 N12 C22 C23 0.2(4) . . . . ? C16 N8 N7 C18 0.1(4) . . . . ? C16 N8 N7 Co1 175.4(2) . . . . ? O1 Co1 N7 C18 112.6(13) . . . . ? N1 Co1 N7 C18 -130.1(3) . . . . ? N5 Co1 N7 C18 -40.2(3) . . . . ? O2 Co1 N7 C18 139.0(3) . . . . ? O6 Co1 N7 C18 50.5(3) . . . . ? O1 Co1 N7 N8 -61.3(14) . . . . ? N1 Co1 N7 N8 56.1(3) . . . . ? N5 Co1 N7 N8 145.9(2) . . . . ? O2 Co1 N7 N8 -34.8(2) . . . . ? O6 Co1 N7 N8 -123.4(2) . . . . ? N8 N7 C18 C17 -0.3(4) . . . . ? Co1 N7 C18 C17 -174.9(3) . . . . ? O1 Co1 N1 C3 -159.2(3) . . . . ? N5 Co1 N1 C3 -68.2(3) . . . . ? O2 Co1 N1 C3 110.7(3) . . . . ? O6 Co1 N1 C3 67(9) . . . . ? N7 Co1 N1 C3 25.3(3) . . . . ? O1 Co1 N1 N2 14.9(2) . . . . ? N5 Co1 N1 N2 105.9(2) . . . . ? O2 Co1 N1 N2 -75.3(2) . . . . ? O6 Co1 N1 N2 -118(9) . . . . ? N7 Co1 N1 N2 -160.6(2) . . . . ? C3 N1 N2 C1 -0.1(4) . . . . ? Co1 N1 N2 C1 -175.6(2) . . . . ? C3 N1 N2 Co3 175.8(2) . . . . ? Co1 N1 N2 Co3 0.3(3) . . . . ? O1 Co3 N2 C1 159.3(3) . . . . ? N4 Co3 N2 C1 68.6(4) . . . . ? O3 Co3 N2 C1 -110.2(4) . . . . ? O5 Co3 N2 C1 -94(5) . . . . ? N11 Co3 N2 C1 -24.7(4) . . . . ? O1 Co3 N2 N1 -15.4(2) . . . . ? N4 Co3 N2 N1 -106.1(3) . . . . ? O3 Co3 N2 N1 75.1(2) . . . . ? O5 Co3 N2 N1 91(5) . . . . ? N11 Co3 N2 N1 160.6(2) . . . . ? N1 N2 C1 C2 -0.6(4) . . . . ? Co3 N2 C1 C2 -175.7(3) . . . . ? N2 C1 C2 C3 1.1(4) . . . . ? N2 N1 C3 C2 0.8(4) . . . . ? Co1 N1 C3 C2 175.3(2) . . . . ? C1 C2 C3 N1 -1.2(4) . . . . ? O1 Co1 N5 C9 156.7(3) . . . . ? N1 Co1 N5 C9 66.0(3) . . . . ? O2 Co1 N5 C9 -60(5) . . . . ? O6 Co1 N5 C9 -113.4(3) . . . . ? N7 Co1 N5 C9 -25.6(4) . . . . ? O1 Co1 N5 N6 -13.2(3) . . . . ? N1 Co1 N5 N6 -103.9(3) . . . . ? O2 Co1 N5 N6 131(5) . . . . ? O6 Co1 N5 N6 76.7(3) . . . . ? N7 Co1 N5 N6 164.5(2) . . . . ? C9 N5 N6 C7 0.8(4) . . . . ? Co1 N5 N6 C7 173.1(3) . . . . ? C9 N5 N6 Co2 -174.7(2) . . . . ? Co1 N5 N6 Co2 -2.5(3) . . . . ? O1 Co2 N6 C7 -157.4(4) . . . . ? N3 Co2 N6 C7 -66.3(4) . . . . ? O7 Co2 N6 C7 113.0(4) . . . . ? O4 Co2 N6 C7 80(14) . . . . ? N9 Co2 N6 C7 27.1(4) . . . . ? O1 Co2 N6 N5 16.7(3) . . . . ? N3 Co2 N6 N5 107.7(3) . . . . ? O7 Co2 N6 N5 -73.0(3) . . . . ? O4 Co2 N6 N5 -106(14) . . . . ? N9 Co2 N6 N5 -158.9(3) . . . . ? N6 N5 C9 C8 -1.3(4) . . . . ? Co1 N5 C9 C8 -171.8(3) . . . . ? C7 C8 C9 N5 1.2(4) . . . . ? O1 Co2 N9 C21 -86.4(14) . . . . ? N6 Co2 N9 C21 47.1(4) . . . . ? N3 Co2 N9 C21 137.1(4) . . . . ? O7 Co2 N9 C21 -44.2(4) . . . . ? O4 Co2 N9 C21 -132.4(4) . . . . ? O1 Co2 N9 N10 85.9(14) . . . . ? N6 Co2 N9 N10 -140.5(3) . . . . ? N3 Co2 N9 N10 -50.5(3) . . . . ? O7 Co2 N9 N10 128.2(3) . . . . ? O4 Co2 N9 N10 40.0(3) . . . . ? N12 C22 C23 C24 -0.1(4) . . . . ? N12 N11 C24 C23 0.2(4) . . . . ? Co3 N11 C24 C23 177.2(3) . . . . ? C22 C23 C24 N11 -0.1(4) . . . . ? Co2 O7 C14 O6 -1.0(6) . . . . ? Co2 O7 C14 C15 179.2(3) . . . . ? Co1 O6 C14 O7 1.1(6) . . . . ? Co1 O6 C14 C15 -179.2(3) . . . . ? N7 N8 C16 C17 0.3(4) . . . . ? N8 C16 C17 C18 -0.4(4) . . . . ? N7 C18 C17 C16 0.5(4) . . . . ? N5 N6 C7 C8 -0.1(4) . . . . ? Co2 N6 C7 C8 174.4(3) . . . . ? C9 C8 C7 N6 -0.7(5) . . . . ? Co1 O2 C10 O3 2.3(5) . . . . ? Co1 O2 C10 C11 -179.5(2) . . . . ? Co3 O3 C10 O2 -0.1(5) . . . . ? Co3 O3 C10 C11 -178.3(2) . . . . ? C21 N9 N10 C19 -1.4(6) . . . . ? Co2 N9 N10 C19 -175.3(4) . . . . ? N9 N10 C19 C20 1.0(7) . . . . ? N10 C19 C20 C21 -0.2(7) . . . . ? N10 N9 C21 C20 1.3(5) . . . . ? Co2 N9 C21 C20 174.7(3) . . . . ? C19 C20 C21 N9 -0.7(6) . . . . ? Co3 O5 C12 O4 -2.8(6) . . . . ? Co3 O5 C12 C13 175.0(3) . . . . ? Co2 O4 C12 O5 3.7(6) . . . . ? Co2 O4 C12 C13 -174.2(3) . . . . ? N4 N3 C6 C5 -0.3(4) . . . . ? Co2 N3 C6 C5 -171.5(3) . . . . ? N3 C6 C5 C4 0.4(5) . . . . ? N3 N4 C4 C5 0.2(4) . . . . ? Co3 N4 C4 C5 171.8(3) . . . . ? C6 C5 C4 N4 -0.3(5) . . . . ? C61 C65 C60 C64 0 . . . . ? C65 C60 C64 C62 0 . . . . ? C60 C64 C62 C63 0 . . . . ? C64 C62 C63 C61 0 . . . . ? C62 C63 C61 C65 0 . . . . ? C60 C65 C61 C63 0 . . . . ? C53 C50 C51 C52 0 . . . . ? C50 C51 C52 C55 0 . . . . ? C51 C52 C55 C54 0 . . . . ? C52 C55 C54 C53 0 . . . . ? C55 C54 C53 C50 0 . . . . ? C51 C50 C53 C54 0 . . . . ? F16 P1 F2 F14 -13(2) . . . 3_455 ? F5 P1 F2 F14 143.2(11) . . . 3_455 ? F11 P1 F2 F14 155(2) . . . 3_455 ? F3 P1 F2 F14 53.7(10) . . . 3_455 ? F1 P1 F2 F14 -123.0(11) . . . 3_455 ? F4 P1 F2 F14 -44(6) . . . 3_455 ? F13 P1 F2 F14 171.0(12) . . . 3_455 ? F12 P1 F2 F14 -99.9(14) . . . 3_455 ? F15 P1 F2 F14 81.9(11) . . . 3_455 ? F6 P1 F2 F14 -41.0(10) . . . 3_455 ? F16 P1 F3 F14 91.8(16) . . . 3_455 ? F5 P1 F3 F14 -141.8(10) . . . 3_455 ? F2 P1 F3 F14 -53.1(9) . . . 3_455 ? F11 P1 F3 F14 -84.0(13) . . . 3_455 ? F1 P1 F3 F14 73(12) . . . 3_455 ? F4 P1 F3 F14 119.8(11) . . . 3_455 ? F13 P1 F3 F14 179.8(14) . . . 3_455 ? F12 P1 F3 F14 20(3) . . . 3_455 ? F15 P1 F3 F14 -150(2) . . . 3_455 ? F6 P1 F3 F14 35.1(9) . . . 3_455 ? F16 P1 F6 F14 -110.5(17) . . . 3_455 ? F5 P1 F6 F14 102(7) . . . 3_455 ? F2 P1 F6 F14 50.3(11) . . . 3_455 ? F11 P1 F6 F14 59.6(13) . . . 3_455 ? F3 P1 F6 F14 -42.8(11) . . . 3_455 ? F1 P1 F6 F14 139.7(12) . . . 3_455 ? F4 P1 F6 F14 -130.0(12) . . . 3_455 ? F13 P1 F6 F14 -170.4(14) . . . 3_455 ? F12 P1 F6 F14 129.0(15) . . . 3_455 ? F15 P1 F6 F14 -45.9(13) . . . 3_455 ? data_tetra _database_code_depnum_ccdc_archive 'CCDC 895051' _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_sum 'C52 H63 Co6 F12 N29 O10 P2' _chemical_formula_weight 1897.83 _chemical_absolute_configuration rm #============================================================================== # CRYSTAL DATA _space_group_crystal_system tetragonal _space_group_name_H-M_alt 'P -4 21 c' _space_group_name_Hall 'P -4 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' 'y+1/2, x+1/2, z+1/2' '-y+1/2, -x+1/2, z+1/2' '-y, x, -z' 'y, -x, -z' _cell_length_a 22.0251(11) _cell_length_b 22.0251(11) _cell_length_c 14.7509(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 7155.7(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9904 _cell_measurement_theta_min 2.4864 _cell_measurement_theta_max 25.6987 _cell_measurement_temperature 100(2) _exptl_crystal_description prism _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_diffrn 1.762 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3832 _exptl_absorpt_coefficient_mu 1.511 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.7 _exptl_absorpt_correction_T_max 0.81 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 79790 _diffrn_reflns_av_R_equivalents 0.0737 _diffrn_reflns_av_unetI/netI 0.0431 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 27.64 _diffrn_reflns_theta_full 27.64 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. Disorder One terminal pyrazole showed positional disorder, which were treated as the mixtures of two pyrazoles with different directions and with isotropic displacement parameters. In this crystal, there is a max. difference electron density peak of 1.065. This peak is observed near the disordered terminal pyrazole. One possibility is that disordering of the pyrazole is connected with the electron density peak. Another possbility is that a totally disordered small molecule such as water and acetonitrile exists near the disordered pyrazole, while we could not find such molecules during the refinement process. One assigned acetonitrile molecule on the special position also showed large Ueq values. This molecule may be also at a disordered state, while it was refined as an ordered one. In the pyrazole ring, N-N bond is usually longer than N-C bond (Acta Cryst. (1960), 13, 946). In other two ordered pyrazoles, nitrogen atoms were positioned as the N-N bonds are longer than N-C bonds. Hydrogen atoms were not assigned to the acetonitrile molecule on the special position. ; _reflns_number_total 8301 _reflns_number_gt 7139 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0555 _refine_ls_R_factor_gt 0.0427 _refine_ls_wR_factor_ref 0.1098 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_number_reflns 8301 _refine_ls_number_parameters 476 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment noref _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0556P)^2^+9.3827P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.032 _refine_diff_density_min -0.593 _refine_diff_density_rms 0.091 _refine_ls_extinction_method none _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.019(15) 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 0 '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 0.006 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Co1 0.85534(2) 0.22529(2) 0.15743(4) 0.01757(12) Uani d . 1 A . Co Co2 0.78318(2) 0.13137(2) 0.04925(4) 0.01782(12) Uani d . 1 A . Co Co3 0.84714(3) 0.09130(2) 0.22865(4) 0.01969(12) Uani d . 1 . . Co O1 0.84130(12) 0.14509(13) 0.13585(17) 0.0182(6) Uani d . 1 A . O N1 0.83791(16) 0.21476(17) 0.2829(2) 0.0222(7) Uani d . 1 . . N N2 0.82826(19) 0.1538(2) 0.3134(3) 0.0326(9) Uani d . 1 A . N C1 0.8133(3) 0.1577(3) 0.3999(3) 0.0402(13) Uani d . 1 . . C H1 0.8043 0.1236 0.437 0.048 Uiso calc R 1 A . H C2 0.8123(2) 0.2163(2) 0.4296(3) 0.0329(11) Uani d . 1 A . C H2 0.8036 0.2307 0.4889 0.039 Uiso calc R 1 . . H C3 0.8271(2) 0.2507(2) 0.3517(3) 0.0306(10) Uani d . 1 A . C H3 0.829 0.2938 0.3496 0.037 Uiso calc R 1 . . H N3 0.73780(16) 0.08195(16) 0.1298(2) 0.0229(7) Uani d . 1 . . N N4 0.76425(18) 0.06888(17) 0.2124(2) 0.0276(8) Uani d . 1 A . N C4 0.7221(2) 0.0393(2) 0.2606(3) 0.0354(11) Uani d . 1 . . C H4 0.7281 0.0249 0.3206 0.043 Uiso calc R 1 A . H C5 0.6696(2) 0.0327(2) 0.2128(3) 0.0348(11) Uani d . 1 A . C H5 0.6332 0.0132 0.2315 0.042 Uiso calc R 1 . . H C6 0.6815(2) 0.0609(2) 0.1308(3) 0.0326(11) Uani d . 1 A . C H6 0.6534 0.0646 0.0823 0.039 Uiso calc R 1 . . H N5 0.77230(17) 0.24271(16) 0.1368(2) 0.0227(7) Uani d . 1 . . N N6 0.73974(15) 0.19979(17) 0.0914(2) 0.0194(7) Uani d . 1 A . N C7 0.6804(2) 0.2145(2) 0.0984(3) 0.0285(10) Uani d . 1 . . C H7 0.6477 0.192 0.0732 0.034 Uiso calc R 1 A . H C8 0.6748(2) 0.2675(2) 0.1482(3) 0.0324(11) Uani d . 1 A . C H8 0.6384 0.2884 0.1631 0.039 Uiso calc R 1 . . H C9 0.7331(2) 0.2835(2) 0.1716(3) 0.0290(10) Uani d . 1 A . C H9 0.744 0.3179 0.2068 0.035 Uiso calc R 1 . . H N7 0.86783(17) 0.22809(16) 0.0274(2) 0.0273(8) Uani d G 1 . . N N8 0.83405(14) 0.18595(15) -0.02150(18) 0.0252(8) Uani d G 1 A . N C10 0.8503(2) 0.1909(2) -0.1123(3) 0.0357(11) Uani d G 1 A . C H10 0.8345 0.1676 -0.161 0.043 Uiso calc R 1 . . H C11 0.8937(2) 0.2362(2) -0.1188(3) 0.0253(9) Uani d G 1 . . C H11 0.9141 0.2498 -0.1719 0.03 Uiso calc R 1 A . H C12 0.9008(2) 0.2574(2) -0.0309(3) 0.0357(11) Uani d G 1 A . C H12 0.9271 0.2899 -0.0151 0.043 Uiso calc R 1 . . H O2 0.93955(13) 0.20688(13) 0.17973(19) 0.0238(6) Uani d . 1 . . O O3 0.93220(13) 0.11238(13) 0.2393(2) 0.0257(7) Uani d . 1 A . O C13 0.9607(2) 0.1594(2) 0.2144(3) 0.0264(10) Uani d . 1 A . C C14 1.0285(2) 0.1585(3) 0.2284(4) 0.0383(12) Uani d . 1 . . C H13 1.0489 0.1684 0.1712 0.057 Uiso calc R 1 A . H H14 1.0411 0.118 0.2485 0.057 Uiso calc R 1 . . H H15 1.0396 0.1886 0.2745 0.057 Uiso calc R 1 . . H O4 0.86957(15) 0.02961(13) 0.1420(2) 0.0261(7) Uani d . 1 A . O O5 0.82759(14) 0.06081(14) 0.0100(2) 0.0245(6) Uani d . 1 . . O C15 0.85905(19) 0.02532(19) 0.0576(3) 0.0242(9) Uani d . 1 A . C C16 0.8873(2) -0.0270(2) 0.0110(3) 0.0259(9) Uani d . 1 . . C H16 0.8587 -0.0439 -0.0332 0.039 Uiso calc R 1 A . H H17 0.8978 -0.0582 0.0557 0.039 Uiso calc R 1 . . H H18 0.9242 -0.0136 -0.0204 0.039 Uiso calc R 1 . . H N9 0.87669(17) 0.31047(16) 0.1709(2) 0.0235(8) Uani d . 1 . . N N10 0.91720(19) 0.32952(17) 0.2327(3) 0.0348(10) Uani d . 1 A . N H19 0.9351 0.3056 0.2722 0.042 Uiso calc R 1 . . H C17 0.9270(3) 0.3891(2) 0.2267(4) 0.0421(13) Uani d . 1 . . C H20 0.9533 0.4125 0.264 0.051 Uiso calc R 1 A . H C18 0.8921(3) 0.4103(2) 0.1570(3) 0.0397(12) Uani d . 1 A . C H21 0.8897 0.4507 0.1348 0.048 Uiso calc R 1 . . H C19 0.8607(3) 0.3593(2) 0.1254(3) 0.0327(11) Uani d . 1 A . C H22 0.8318 0.3598 0.0776 0.039 Uiso calc R 1 . . H N11 0.72836(16) 0.11778(17) -0.0525(2) 0.0252(8) Uani d . 1 . . N N12 0.7032(2) 0.1641(2) -0.1004(3) 0.0446(11) Uani d . 1 A . N H23 0.7077 0.2028 -0.0873 0.053 Uiso calc R 1 . . H C20 0.6709(3) 0.1431(3) -0.1695(3) 0.0524(16) Uani d . 1 . . C H24 0.6492 0.167 -0.2123 0.063 Uiso calc R 1 A . H C21 0.6741(3) 0.0842(4) -0.1684(4) 0.065(2) Uani d . 1 A . C H25 0.6545 0.0573 -0.2092 0.078 Uiso calc R 1 . . H C22 0.7124(3) 0.0675(3) -0.0945(4) 0.0470(14) Uani d . 1 A . C H26 0.7242 0.0274 -0.0786 0.056 Uiso calc R 1 . . H N14 0.5 0 0.1688(7) 0.083(3) Uani d S 1 . . N C27 0.5 0 0.0928(8) 0.074(3) Uani d S 1 . . C C28 0.5 0 -0.0042(9) 0.154(9) Uani d S 1 . . C P1 0.69664(8) -0.00041(6) 0.54425(8) 0.0405(3) Uani d . 1 . . P F1 0.64701(16) -0.05138(14) 0.5622(2) 0.0474(8) Uani d . 1 . . F F2 0.6678(2) 0.03918(16) 0.6238(3) 0.0688(12) Uani d . 1 . . F F3 0.74106(17) -0.03252(17) 0.6161(2) 0.0569(10) Uani d . 1 . . F F4 0.72527(17) -0.04034(14) 0.4649(2) 0.0491(8) Uani d . 1 . . F F5 0.6531(2) 0.03115(19) 0.4726(3) 0.0748(13) Uani d . 1 . . F F6 0.7476(2) 0.05039(15) 0.5276(2) 0.0669(12) Uani d . 1 . . F N15 0.8572(2) 0.03227(16) 0.3248(2) 0.031(3) Uiso d PG 0.5 A 1 N C30A 0.8412(3) -0.0286(2) 0.3038(3) 0.049(3) Uiso d PG 0.25 A 1 C H27 0.8203 -0.0418 0.251 0.059 Uiso calc PR 0.25 A 1 H C31 0.8618(3) -0.0662(2) 0.3756(3) 0.063(4) Uiso d PG 0.5 A 1 C H28 0.8572 -0.1091 0.3792 0.076 Uiso calc PR 0.5 A 1 H C32 0.8906(3) -0.0287(3) 0.4410(4) 0.169(14) Uiso d PG 0.5 A 1 C H29 0.9086 -0.0419 0.4961 0.202 Uiso calc PR 0.5 A 1 H C33A 0.8877(4) 0.0322(2) 0.4096(3) 0.091(5) Uiso d PG 0.25 A 1 C H30 0.9035 0.0668 0.44 0.109 Uiso calc PR 0.25 A 1 H N30A 0.8412(3) -0.0286(2) 0.3038(3) 0.049(3) Uiso d P 0.25 B 2 N N33A 0.8877(4) 0.0322(2) 0.4096(3) 0.091(5) Uiso d P 0.25 C 2 N C36 0.9310(3) -0.0316(4) 0.4064(5) 0.173(13) Uiso d PG 0.5 A 3 C H33 0.9659 -0.0527 0.4277 0.208 Uiso calc PR 0.5 A 3 H C35 0.8734(3) -0.0299(2) 0.4495(3) 0.062(4) Uiso d PG 0.5 A 3 C H32 0.8629 -0.0496 0.5047 0.074 Uiso calc PR 0.5 A 3 H C34A 0.8341(3) 0.0063(2) 0.3957(3) 0.100(5) Uiso d PG 0.25 A 3 C H31 0.7928 0.0152 0.4085 0.12 Uiso calc PR 0.25 A 3 H N16 0.8675(2) 0.02704(16) 0.3193(2) 0.024(2) Uiso d PG 0.5 A 3 N C37A 0.9274(2) 0.0036(3) 0.3260(5) 0.118(7) Uiso d PG 0.25 A 3 C H34 0.9594 0.0102 0.284 0.141 Uiso calc PR 0.25 A 3 H N34A 0.8341(3) 0.0063(2) 0.3957(3) 0.100(5) Uiso d P 0.25 D 4 N N37A 0.9274(2) 0.0036(3) 0.3260(5) 0.118(7) Uiso d P 0.25 E 4 N H27A 0.8203(5) -0.0418(3) 0.2510(3) 0.141 Uiso d P 0.25 F 2 H H30A 0.9035(6) 0.0668(3) 0.4400(3) 0.141 Uiso d P 0.25 G 2 H H31A 0.7928(3) 0.0152(3) 0.4085(5) 0.141 Uiso d P 0.25 H 4 H H34A 0.9594(3) 0.0102(4) 0.2840(6) 0.141 Uiso d P 0.25 I 4 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co1 0.0198(3) 0.0179(3) 0.0149(2) 0.0009(2) -0.0002(2) -0.0006(2) Co2 0.0161(3) 0.0216(3) 0.0157(2) -0.0009(2) -0.0005(2) 0.0001(2) Co3 0.0233(3) 0.0195(3) 0.0163(2) -0.0014(2) -0.0001(2) 0.0014(2) O1 0.0190(14) 0.0193(14) 0.0164(12) -0.0019(11) -0.0004(11) 0.0009(11) N1 0.0245(18) 0.0279(19) 0.0143(16) 0.0062(15) -0.0004(13) 0.0002(14) N2 0.033(2) 0.042(2) 0.0227(18) 0.0016(19) 0.0003(16) -0.0047(17) C1 0.056(3) 0.039(3) 0.025(2) -0.011(3) 0.013(2) 0.001(2) C2 0.039(3) 0.037(3) 0.022(2) -0.004(2) 0.0094(19) -0.005(2) C3 0.031(2) 0.030(2) 0.031(2) 0.0015(19) -0.002(2) -0.004(2) N3 0.0233(18) 0.0225(18) 0.0229(17) -0.0046(14) -0.0003(14) 0.0065(15) N4 0.031(2) 0.0265(19) 0.026(2) -0.0049(16) 0.0080(16) 0.0001(15) C4 0.039(3) 0.039(3) 0.029(2) -0.009(2) 0.008(2) 0.006(2) C5 0.032(3) 0.040(3) 0.032(3) -0.014(2) 0.007(2) 0.002(2) C6 0.026(2) 0.038(3) 0.034(3) -0.005(2) -0.004(2) 0.004(2) N5 0.0266(19) 0.0255(18) 0.0161(15) 0.0042(15) -0.0031(14) 0.0011(14) N6 0.0153(16) 0.0286(19) 0.0144(15) 0.0007(14) 0.0006(13) 0.0026(14) C7 0.022(2) 0.036(3) 0.027(2) 0.0046(19) 0.0032(18) 0.000(2) C8 0.026(2) 0.043(3) 0.029(2) 0.013(2) 0.0052(19) 0.000(2) C9 0.033(2) 0.033(2) 0.021(2) 0.013(2) -0.0022(18) -0.0002(18) N7 0.037(2) 0.0210(18) 0.0243(18) 0.0056(17) 0.0079(16) 0.0035(14) N8 0.0192(18) 0.034(2) 0.0224(18) 0.0120(15) 0.0051(14) 0.0086(15) C10 0.042(3) 0.035(3) 0.030(2) 0.007(2) -0.001(2) 0.000(2) C11 0.026(2) 0.030(2) 0.020(2) 0.0002(18) 0.0070(17) 0.0039(17) C12 0.038(3) 0.035(3) 0.034(3) 0.001(2) 0.000(2) 0.001(2) O2 0.0240(15) 0.0236(15) 0.0238(15) 0.0004(12) -0.0021(12) -0.0005(12) O3 0.0235(15) 0.0209(15) 0.0328(16) 0.0001(12) -0.0063(13) -0.0004(13) C13 0.024(2) 0.031(2) 0.024(2) 0.0035(18) 0.0007(17) -0.0063(19) C14 0.021(2) 0.044(3) 0.050(3) 0.001(2) -0.005(2) -0.001(3) O4 0.0337(17) 0.0228(15) 0.0217(15) 0.0039(13) 0.0009(13) -0.0023(12) O5 0.0236(15) 0.0218(15) 0.0279(15) -0.0008(12) -0.0030(13) -0.0019(13) C15 0.021(2) 0.023(2) 0.028(2) -0.0051(17) -0.0014(18) -0.0005(17) C16 0.029(2) 0.021(2) 0.028(2) -0.0020(18) 0.0033(18) -0.0077(18) N9 0.031(2) 0.0209(18) 0.0185(17) 0.0026(15) -0.0048(15) -0.0018(14) N10 0.044(2) 0.0213(19) 0.039(2) -0.0056(17) -0.020(2) -0.0018(17) C17 0.059(4) 0.025(2) 0.042(3) -0.010(2) -0.013(3) -0.002(2) C18 0.065(4) 0.019(2) 0.035(3) -0.001(2) -0.001(3) -0.003(2) C19 0.055(3) 0.022(2) 0.022(2) -0.002(2) -0.006(2) 0.0021(17) N11 0.0217(18) 0.033(2) 0.0206(17) 0.0012(15) -0.0025(15) 0.0017(16) N12 0.045(3) 0.060(3) 0.029(2) 0.007(2) -0.0059(19) 0.003(2) C20 0.045(3) 0.088(5) 0.024(2) 0.015(3) -0.013(2) -0.006(3) C21 0.052(4) 0.105(6) 0.038(3) -0.022(4) -0.011(3) -0.033(4) C22 0.056(4) 0.046(3) 0.039(3) -0.013(3) -0.002(3) -0.016(3) N14 0.114(8) 0.062(6) 0.073(6) 0.053(5) 0 0 C27 0.098(9) 0.056(6) 0.067(7) 0.043(6) 0 0 C28 0.32(3) 0.076(10) 0.062(8) 0.060(13) 0 0 P1 0.0722(10) 0.0257(6) 0.0236(6) -0.0053(6) 0.0030(7) 0.0026(5) F1 0.056(2) 0.0458(18) 0.0406(17) -0.0092(16) -0.0054(16) -0.0007(14) F2 0.118(4) 0.044(2) 0.045(2) -0.013(2) 0.031(2) -0.0122(16) F3 0.064(2) 0.062(2) 0.0446(19) -0.0230(18) -0.0156(17) 0.0220(17) F4 0.070(2) 0.0357(16) 0.0412(17) -0.0045(16) 0.0040(17) -0.0105(14) F5 0.107(3) 0.068(3) 0.050(2) 0.031(3) 0.011(2) 0.0250(19) F6 0.120(4) 0.0310(17) 0.049(2) -0.029(2) 0.031(2) -0.0045(15) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 O1 . 1.821(3) ? Co1 N5 . 1.893(4) ? Co1 N1 . 1.905(3) ? Co1 O2 . 1.927(3) ? Co1 N7 . 1.939(3) ? Co1 N9 . 1.944(4) ? Co2 O1 . 1.834(3) ? Co2 N6 . 1.890(4) ? Co2 N3 . 1.896(3) ? Co2 O5 . 1.925(3) ? Co2 N8 . 1.947(3) ? Co2 N11 . 1.949(4) ? Co3 O1 . 1.815(3) ? Co3 N2 . 1.905(4) ? Co3 N4 . 1.906(4) ? Co3 O4 . 1.930(3) ? Co3 O3 . 1.937(3) ? Co3 N15 . 1.937(3) ? Co3 N16 . 1.999(3) ? N1 C3 . 1.308(6) ? N1 N2 . 1.431(6) ? N2 C1 . 1.321(6) ? C1 C2 . 1.363(7) ? C1 H1 . 0.95 ? C2 C3 . 1.415(7) ? C2 H2 . 0.95 ? C3 H3 . 0.95 ? N3 C6 . 1.324(6) ? N3 N4 . 1.382(5) ? N4 C4 . 1.338(6) ? C4 C5 . 1.363(7) ? C4 H4 . 0.95 ? C5 C6 . 1.385(7) ? C5 H5 . 0.95 ? C6 H6 . 0.95 ? N5 C9 . 1.347(6) ? N5 N6 . 1.363(5) ? N6 C7 . 1.350(6) ? C7 C8 . 1.385(7) ? C7 H7 . 0.95 ? C8 C9 . 1.376(7) ? C8 H8 . 0.95 ? C9 H9 . 0.95 ? N7 C12 . 1.298(6) ? N7 N8 . 1.391(4) ? N8 C10 . 1.391(4) ? C10 C11 . 1.384(6) ? C10 H10 . 0.95 ? C11 C12 . 1.387(7) ? C11 H11 . 0.95 ? C12 H12 . 0.95 ? O2 C13 . 1.254(5) ? O3 C13 . 1.266(6) ? C13 C14 . 1.507(6) ? C14 H13 . 0.98 ? C14 H14 . 0.98 ? C14 H15 . 0.98 ? O4 C15 . 1.269(5) ? O5 C15 . 1.259(5) ? C15 C16 . 1.479(6) ? C16 H16 . 0.98 ? C16 H17 . 0.98 ? C16 H18 . 0.98 ? N9 C19 . 1.315(6) ? N9 N10 . 1.342(5) ? N10 C17 . 1.333(6) ? N10 H19 . 0.88 ? C17 C18 . 1.365(7) ? C17 H20 . 0.95 ? C18 C19 . 1.400(7) ? C18 H21 . 0.95 ? C19 H22 . 0.95 ? N11 C22 . 1.318(6) ? N11 N12 . 1.359(6) ? N12 C20 . 1.326(7) ? N12 H23 . 0.88 ? C20 C21 . 1.299(10) ? C20 H24 . 0.95 ? C21 C22 . 1.427(9) ? C21 H25 . 0.95 ? C22 H26 . 0.95 ? N14 C27 . 1.122(13) ? C27 C28 . 1.431(18) ? P1 F5 . 1.588(4) ? P1 F1 . 1.589(4) ? P1 F2 . 1.593(4) ? P1 F4 . 1.594(3) ? P1 F6 . 1.604(4) ? P1 F3 . 1.606(4) ? N15 C33A . 1.4200(11) ? N15 C30A . 1.4200(11) ? C30A C31 . 1.4200(11) ? C30A H27 . 0.95 ? C30A H27A . 0.95 ? C31 C32 . 1.4200(11) ? C31 H28 . 0.95 ? C32 C33A . 1.4200(11) ? C32 H29 . 0.95 ? C33A H30 . 0.95 ? C33A H30A . 0.95 ? C36 C37A . 1.4200(11) ? C36 C35 . 1.4200(11) ? C36 H33 . 0.95 ? C35 C34A . 1.4200(11) ? C35 H32 . 0.95 ? C34A N16 . 1.4200(11) ? C34A H31 . 0.95 ? C34A H31A . 0.95 ? N16 C37A . 1.4200(11) ? C37A H34 . 0.95 ? C37A H34A . 0.95 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 N5 90.26(14) . . ? O1 Co1 N1 91.01(14) . . ? N5 Co1 N1 89.19(15) . . ? O1 Co1 O2 89.38(13) . . ? N5 Co1 O2 179.23(15) . . ? N1 Co1 O2 90.14(14) . . ? O1 Co1 N7 83.23(13) . . ? N5 Co1 N7 88.39(16) . . ? N1 Co1 N7 173.73(16) . . ? O2 Co1 N7 92.24(15) . . ? O1 Co1 N9 174.14(14) . . ? N5 Co1 N9 93.12(15) . . ? N1 Co1 N9 93.82(15) . . ? O2 Co1 N9 87.30(14) . . ? N7 Co1 N9 92.09(15) . . ? O1 Co2 N6 89.58(14) . . ? O1 Co2 N3 91.51(14) . . ? N6 Co2 N3 89.12(15) . . ? O1 Co2 O5 89.31(13) . . ? N6 Co2 O5 178.29(14) . . ? N3 Co2 O5 89.60(15) . . ? O1 Co2 N8 82.52(12) . . ? N6 Co2 N8 88.59(14) . . ? N3 Co2 N8 173.62(14) . . ? O5 Co2 N8 92.56(14) . . ? O1 Co2 N11 173.81(14) . . ? N6 Co2 N11 93.56(15) . . ? N3 Co2 N11 93.87(16) . . ? O5 Co2 N11 87.66(14) . . ? N8 Co2 N11 92.22(14) . . ? O1 Co3 N2 90.43(15) . . ? O1 Co3 N4 90.37(15) . . ? N2 Co3 N4 93.48(17) . . ? O1 Co3 O4 88.74(12) . . ? N2 Co3 O4 177.55(16) . . ? N4 Co3 O4 88.83(15) . . ? O1 Co3 O3 88.46(13) . . ? N2 Co3 O3 89.12(15) . . ? N4 Co3 O3 177.16(15) . . ? O4 Co3 O3 88.55(13) . . ? O1 Co3 N15 177.01(17) . . ? N2 Co3 N15 91.70(17) . . ? N4 Co3 N15 91.59(17) . . ? O4 Co3 N15 89.05(15) . . ? O3 Co3 N15 89.48(16) . . ? O1 Co3 N16 169.44(16) . . ? N2 Co3 N16 96.99(17) . . ? N4 Co3 N16 96.65(16) . . ? O4 Co3 N16 83.54(14) . . ? O3 Co3 N16 84.16(15) . . ? N15 Co3 N16 7.6 . . ? Co3 O1 Co1 119.29(14) . . ? Co3 O1 Co2 117.85(15) . . ? Co1 O1 Co2 113.59(15) . . ? C3 N1 N2 107.3(4) . . ? C3 N1 Co1 135.8(3) . . ? N2 N1 Co1 116.7(3) . . ? C1 N2 N1 106.2(4) . . ? C1 N2 Co3 137.3(4) . . ? N1 N2 Co3 116.1(3) . . ? N2 C1 C2 112.1(5) . . ? N2 C1 H1 124 . . ? C2 C1 H1 124 . . ? C1 C2 C3 104.0(4) . . ? C1 C2 H2 128 . . ? C3 C2 H2 128 . . ? N1 C3 C2 110.4(4) . . ? N1 C3 H3 124.8 . . ? C2 C3 H3 124.8 . . ? C6 N3 N4 108.1(4) . . ? C6 N3 Co2 134.6(3) . . ? N4 N3 Co2 116.8(3) . . ? C4 N4 N3 106.1(4) . . ? C4 N4 Co3 136.3(3) . . ? N3 N4 Co3 117.4(3) . . ? N4 C4 C5 111.5(4) . . ? N4 C4 H4 124.2 . . ? C5 C4 H4 124.2 . . ? C4 C5 C6 104.0(4) . . ? C4 C5 H5 128 . . ? C6 C5 H5 128 . . ? N3 C6 C5 110.2(4) . . ? N3 C6 H6 124.9 . . ? C5 C6 H6 124.9 . . ? C9 N5 N6 108.2(4) . . ? C9 N5 Co1 133.9(3) . . ? N6 N5 Co1 116.5(3) . . ? C7 N6 N5 107.8(4) . . ? C7 N6 Co2 134.9(3) . . ? N5 N6 Co2 116.6(3) . . ? N6 C7 C8 109.3(4) . . ? N6 C7 H7 125.4 . . ? C8 C7 H7 125.4 . . ? C9 C8 C7 105.3(4) . . ? C9 C8 H8 127.3 . . ? C7 C8 H8 127.3 . . ? N5 C9 C8 109.4(4) . . ? N5 C9 H9 125.3 . . ? C8 C9 H9 125.3 . . ? C12 N7 N8 106.7(3) . . ? C12 N7 Co1 138.7(3) . . ? N8 N7 Co1 114.6(2) . . ? C10 N8 N7 108 . . ? C10 N8 Co2 135.5(2) . . ? N7 N8 Co2 116.22(19) . . ? C11 C10 N8 107.6(3) . . ? C11 C10 H10 126.2 . . ? N8 C10 H10 126.2 . . ? C10 C11 C12 104.8(4) . . ? C10 C11 H11 127.6 . . ? C12 C11 H11 127.6 . . ? N7 C12 C11 112.9(4) . . ? N7 C12 H12 123.5 . . ? C11 C12 H12 123.5 . . ? C13 O2 Co1 127.1(3) . . ? C13 O3 Co3 130.8(3) . . ? O2 C13 O3 128.0(4) . . ? O2 C13 C14 115.8(4) . . ? O3 C13 C14 116.2(4) . . ? C13 C14 H13 109.5 . . ? C13 C14 H14 109.5 . . ? H13 C14 H14 109.5 . . ? C13 C14 H15 109.5 . . ? H13 C14 H15 109.5 . . ? H14 C14 H15 109.5 . . ? C15 O4 Co3 130.9(3) . . ? C15 O5 Co2 127.8(3) . . ? O5 C15 O4 127.0(4) . . ? O5 C15 C16 117.1(4) . . ? O4 C15 C16 115.9(4) . . ? C15 C16 H16 109.5 . . ? C15 C16 H17 109.5 . . ? H16 C16 H17 109.5 . . ? C15 C16 H18 109.5 . . ? H16 C16 H18 109.5 . . ? H17 C16 H18 109.5 . . ? C19 N9 N10 105.6(4) . . ? C19 N9 Co1 132.2(3) . . ? N10 N9 Co1 122.1(3) . . ? C17 N10 N9 111.8(4) . . ? C17 N10 H19 124.1 . . ? N9 N10 H19 124.1 . . ? N10 C17 C18 107.1(5) . . ? N10 C17 H20 126.4 . . ? C18 C17 H20 126.4 . . ? C17 C18 C19 104.7(4) . . ? C17 C18 H21 127.6 . . ? C19 C18 H21 127.6 . . ? N9 C19 C18 110.7(4) . . ? N9 C19 H22 124.6 . . ? C18 C19 H22 124.6 . . ? C22 N11 N12 106.1(4) . . ? C22 N11 Co2 131.1(4) . . ? N12 N11 Co2 122.5(3) . . ? C20 N12 N11 111.0(5) . . ? C20 N12 H23 124.5 . . ? N11 N12 H23 124.5 . . ? C21 C20 N12 108.0(5) . . ? C21 C20 H24 126 . . ? N12 C20 H24 126 . . ? C20 C21 C22 107.5(5) . . ? C20 C21 H25 126.3 . . ? C22 C21 H25 126.3 . . ? N11 C22 C21 107.4(6) . . ? N11 C22 H26 126.3 . . ? C21 C22 H26 126.3 . . ? N14 C27 C28 180.0000(10) . . ? F5 P1 F1 90.3(2) . . ? F5 P1 F2 90.6(2) . . ? F1 P1 F2 89.4(2) . . ? F5 P1 F4 89.5(2) . . ? F1 P1 F4 90.25(18) . . ? F2 P1 F4 179.7(2) . . ? F5 P1 F6 90.9(2) . . ? F1 P1 F6 178.9(2) . . ? F2 P1 F6 90.6(2) . . ? F4 P1 F6 89.72(19) . . ? F5 P1 F3 179.5(2) . . ? F1 P1 F3 89.90(18) . . ? F2 P1 F3 89.9(2) . . ? F4 P1 F3 90.0(2) . . ? F6 P1 F3 89.0(2) . . ? C33A N15 C30A 108 . . ? C33A N15 Co3 134.41(13) . . ? C30A N15 Co3 116.43(14) . . ? C31 C30A N15 108 . . ? C31 C30A H27 126 . . ? N15 C30A H27 126 . . ? C31 C30A H27A 126 . . ? N15 C30A H27A 126 . . ? H27 C30A H27A 0 . . ? C32 C31 C30A 108 . . ? C32 C31 H28 126 . . ? C30A C31 H28 126 . . ? C31 C32 C33A 108 . . ? C31 C32 H29 126 . . ? C33A C32 H29 126 . . ? N15 C33A C32 108 . . ? N15 C33A H30 126 . . ? C32 C33A H30 126 . . ? N15 C33A H30A 126 . . ? C32 C33A H30A 126 . . ? H30 C33A H30A 0 . . ? C37A C36 C35 108 . . ? C37A C36 H33 126 . . ? C35 C36 H33 126 . . ? C36 C35 C34A 108 . . ? C36 C35 H32 126 . . ? C34A C35 H32 126 . . ? N16 C34A C35 108 . . ? N16 C34A H31 126 . . ? C35 C34A H31 126 . . ? N16 C34A H31A 126 . . ? C35 C34A H31A 126 . . ? H31 C34A H31A 0 . . ? C37A N16 C34A 108 . . ? C37A N16 Co3 120.84(11) . . ? C34A N16 Co3 129.95(11) . . ? N16 C37A C36 108 . . ? N16 C37A H34 126 . . ? C36 C37A H34 126 . . ? N16 C37A H34A 126 . . ? C36 C37A H34A 126 . . ? H34 C37A H34A 0 . . ? 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 N2 Co3 O1 Co1 26.25(19) . . . . ? N4 Co3 O1 Co1 119.73(18) . . . . ? O4 Co3 O1 Co1 -151.44(18) . . . . ? O3 Co3 O1 Co1 -62.86(18) . . . . ? N15 Co3 O1 Co1 -109(3) . . . . ? N16 Co3 O1 Co1 -108.5(7) . . . . ? N2 Co3 O1 Co2 -118.38(19) . . . . ? N4 Co3 O1 Co2 -24.90(18) . . . . ? O4 Co3 O1 Co2 63.92(17) . . . . ? O3 Co3 O1 Co2 152.51(17) . . . . ? N15 Co3 O1 Co2 106(3) . . . . ? N16 Co3 O1 Co2 106.9(7) . . . . ? N5 Co1 O1 Co3 -111.49(18) . . . . ? N1 Co1 O1 Co3 -22.29(19) . . . . ? O2 Co1 O1 Co3 67.84(17) . . . . ? N7 Co1 O1 Co3 160.2(2) . . . . ? N9 Co1 O1 Co3 123.2(13) . . . . ? N5 Co1 O1 Co2 34.57(17) . . . . ? N1 Co1 O1 Co2 123.76(16) . . . . ? O2 Co1 O1 Co2 -146.11(15) . . . . ? N7 Co1 O1 Co2 -53.78(17) . . . . ? N9 Co1 O1 Co2 -90.8(14) . . . . ? N6 Co2 O1 Co3 110.63(18) . . . . ? N3 Co2 O1 Co3 21.52(19) . . . . ? O5 Co2 O1 Co3 -68.07(17) . . . . ? N8 Co2 O1 Co3 -160.74(18) . . . . ? N11 Co2 O1 Co3 -128.8(13) . . . . ? N6 Co2 O1 Co1 -35.95(17) . . . . ? N3 Co2 O1 Co1 -125.06(17) . . . . ? O5 Co2 O1 Co1 145.35(16) . . . . ? N8 Co2 O1 Co1 52.68(16) . . . . ? N11 Co2 O1 Co1 84.6(14) . . . . ? O1 Co1 N1 C3 -166.7(4) . . . . ? N5 Co1 N1 C3 -76.4(5) . . . . ? O2 Co1 N1 C3 103.9(5) . . . . ? N7 Co1 N1 C3 -143.7(14) . . . . ? N9 Co1 N1 C3 16.6(5) . . . . ? O1 Co1 N1 N2 6.4(3) . . . . ? N5 Co1 N1 N2 96.6(3) . . . . ? O2 Co1 N1 N2 -83.0(3) . . . . ? N7 Co1 N1 N2 29.4(16) . . . . ? N9 Co1 N1 N2 -170.3(3) . . . . ? C3 N1 N2 C1 -1.2(5) . . . . ? Co1 N1 N2 C1 -176.1(3) . . . . ? C3 N1 N2 Co3 -175.2(3) . . . . ? Co1 N1 N2 Co3 9.8(4) . . . . ? O1 Co3 N2 C1 168.0(6) . . . . ? N4 Co3 N2 C1 77.6(6) . . . . ? O4 Co3 N2 C1 -122(4) . . . . ? O3 Co3 N2 C1 -103.6(6) . . . . ? N15 Co3 N2 C1 -14.1(6) . . . . ? N16 Co3 N2 C1 -19.6(6) . . . . ? O1 Co3 N2 N1 -20.4(3) . . . . ? N4 Co3 N2 N1 -110.8(3) . . . . ? O4 Co3 N2 N1 50(4) . . . . ? O3 Co3 N2 N1 68.0(3) . . . . ? N15 Co3 N2 N1 157.5(3) . . . . ? N16 Co3 N2 N1 152.0(3) . . . . ? N1 N2 C1 C2 -0.1(6) . . . . ? Co3 N2 C1 C2 172.0(4) . . . . ? N2 C1 C2 C3 1.2(7) . . . . ? N2 N1 C3 C2 2.0(5) . . . . ? Co1 N1 C3 C2 175.5(3) . . . . ? C1 C2 C3 N1 -2.0(6) . . . . ? O1 Co2 N3 C6 164.3(5) . . . . ? N6 Co2 N3 C6 74.7(5) . . . . ? O5 Co2 N3 C6 -106.4(5) . . . . ? N8 Co2 N3 C6 143.7(12) . . . . ? N11 Co2 N3 C6 -18.8(5) . . . . ? O1 Co2 N3 N4 -6.6(3) . . . . ? N6 Co2 N3 N4 -96.2(3) . . . . ? O5 Co2 N3 N4 82.7(3) . . . . ? N8 Co2 N3 N4 -27.2(15) . . . . ? N11 Co2 N3 N4 170.3(3) . . . . ? C6 N3 N4 C4 0.6(5) . . . . ? Co2 N3 N4 C4 173.8(3) . . . . ? C6 N3 N4 Co3 177.6(3) . . . . ? Co2 N3 N4 Co3 -9.2(4) . . . . ? O1 Co3 N4 C4 -164.2(5) . . . . ? N2 Co3 N4 C4 -73.8(5) . . . . ? O4 Co3 N4 C4 107.0(5) . . . . ? O3 Co3 N4 C4 130(3) . . . . ? N15 Co3 N4 C4 18.0(5) . . . . ? N16 Co3 N4 C4 23.7(5) . . . . ? O1 Co3 N4 N3 19.9(3) . . . . ? N2 Co3 N4 N3 110.4(3) . . . . ? O4 Co3 N4 N3 -68.8(3) . . . . ? O3 Co3 N4 N3 -46(3) . . . . ? N15 Co3 N4 N3 -157.8(3) . . . . ? N16 Co3 N4 N3 -152.2(3) . . . . ? N3 N4 C4 C5 0.0(6) . . . . ? Co3 N4 C4 C5 -176.1(4) . . . . ? N4 C4 C5 C6 -0.6(6) . . . . ? N4 N3 C6 C5 -1.0(6) . . . . ? Co2 N3 C6 C5 -172.4(4) . . . . ? C4 C5 C6 N3 0.9(6) . . . . ? O1 Co1 N5 C9 146.5(4) . . . . ? N1 Co1 N5 C9 55.5(4) . . . . ? O2 Co1 N5 C9 85(12) . . . . ? N7 Co1 N5 C9 -130.3(4) . . . . ? N9 Co1 N5 C9 -38.3(4) . . . . ? O1 Co1 N5 N6 -18.2(3) . . . . ? N1 Co1 N5 N6 -109.2(3) . . . . ? O2 Co1 N5 N6 -80(12) . . . . ? N7 Co1 N5 N6 65.1(3) . . . . ? N9 Co1 N5 N6 157.1(3) . . . . ? C9 N5 N6 C7 0.1(4) . . . . ? Co1 N5 N6 C7 168.5(3) . . . . ? C9 N5 N6 Co2 -172.1(3) . . . . ? Co1 N5 N6 Co2 -3.7(4) . . . . ? O1 Co2 N6 C7 -146.1(4) . . . . ? N3 Co2 N6 C7 -54.6(4) . . . . ? O5 Co2 N6 C7 -96(5) . . . . ? N8 Co2 N6 C7 131.3(4) . . . . ? N11 Co2 N6 C7 39.2(4) . . . . ? O1 Co2 N6 N5 23.3(3) . . . . ? N3 Co2 N6 N5 114.8(3) . . . . ? O5 Co2 N6 N5 73(5) . . . . ? N8 Co2 N6 N5 -59.3(3) . . . . ? N11 Co2 N6 N5 -151.4(3) . . . . ? N5 N6 C7 C8 0.4(5) . . . . ? Co2 N6 C7 C8 170.5(3) . . . . ? N6 C7 C8 C9 -0.7(5) . . . . ? N6 N5 C9 C8 -0.6(5) . . . . ? Co1 N5 C9 C8 -166.1(3) . . . . ? C7 C8 C9 N5 0.8(5) . . . . ? O1 Co1 N7 C12 -147.0(5) . . . . ? N5 Co1 N7 C12 122.5(5) . . . . ? N1 Co1 N7 C12 -170.1(13) . . . . ? O2 Co1 N7 C12 -57.9(5) . . . . ? N9 Co1 N7 C12 29.5(5) . . . . ? O1 Co1 N7 N8 30.3(3) . . . . ? N5 Co1 N7 N8 -60.1(3) . . . . ? N1 Co1 N7 N8 7.2(16) . . . . ? O2 Co1 N7 N8 119.4(3) . . . . ? N9 Co1 N7 N8 -153.2(3) . . . . ? C12 N7 N8 C10 1.6(5) . . . . ? Co1 N7 N8 C10 -176.6(3) . . . . ? C12 N7 N8 Co2 176.4(3) . . . . ? Co1 N7 N8 Co2 -1.7(4) . . . . ? O1 Co2 N8 C10 145.3(4) . . . . ? N6 Co2 N8 C10 -125.0(4) . . . . ? N3 Co2 N8 C10 166.0(12) . . . . ? O5 Co2 N8 C10 56.3(4) . . . . ? N11 Co2 N8 C10 -31.5(4) . . . . ? O1 Co2 N8 N7 -27.8(3) . . . . ? N6 Co2 N8 N7 62.0(3) . . . . ? N3 Co2 N8 N7 -7.0(15) . . . . ? O5 Co2 N8 N7 -116.7(3) . . . . ? N11 Co2 N8 N7 155.5(3) . . . . ? N7 N8 C10 C11 -0.2(5) . . . . ? Co2 N8 C10 C11 -173.7(3) . . . . ? N8 C10 C11 C12 -1.1(5) . . . . ? N8 N7 C12 C11 -2.4(5) . . . . ? Co1 N7 C12 C11 175.1(4) . . . . ? C10 C11 C12 N7 2.2(6) . . . . ? O1 Co1 O2 C13 -33.1(3) . . . . ? N5 Co1 O2 C13 29(12) . . . . ? N1 Co1 O2 C13 57.9(4) . . . . ? N7 Co1 O2 C13 -116.3(3) . . . . ? N9 Co1 O2 C13 151.7(4) . . . . ? O1 Co3 O3 C13 22.4(4) . . . . ? N2 Co3 O3 C13 -68.1(4) . . . . ? N4 Co3 O3 C13 88(3) . . . . ? O4 Co3 O3 C13 111.1(4) . . . . ? N15 Co3 O3 C13 -159.8(4) . . . . ? N16 Co3 O3 C13 -165.2(4) . . . . ? Co1 O2 C13 O3 2.8(7) . . . . ? Co1 O2 C13 C14 -176.9(3) . . . . ? Co3 O3 C13 O2 4.2(7) . . . . ? Co3 O3 C13 C14 -176.1(3) . . . . ? O1 Co3 O4 C15 -24.1(4) . . . . ? N2 Co3 O4 C15 -94(4) . . . . ? N4 Co3 O4 C15 66.3(4) . . . . ? O3 Co3 O4 C15 -112.6(4) . . . . ? N15 Co3 O4 C15 157.9(4) . . . . ? N16 Co3 O4 C15 163.1(4) . . . . ? O1 Co2 O5 C15 32.9(4) . . . . ? N6 Co2 O5 C15 -17(5) . . . . ? N3 Co2 O5 C15 -58.6(4) . . . . ? N8 Co2 O5 C15 115.4(4) . . . . ? N11 Co2 O5 C15 -152.5(4) . . . . ? Co2 O5 C15 O4 -2.2(7) . . . . ? Co2 O5 C15 C16 178.2(3) . . . . ? Co3 O4 C15 O5 -3.7(7) . . . . ? Co3 O4 C15 C16 175.9(3) . . . . ? O1 Co1 N9 C19 82.3(15) . . . . ? N5 Co1 N9 C19 -42.9(5) . . . . ? N1 Co1 N9 C19 -132.2(4) . . . . ? O2 Co1 N9 C19 137.8(5) . . . . ? N7 Co1 N9 C19 45.6(5) . . . . ? O1 Co1 N9 N10 -93.6(14) . . . . ? N5 Co1 N9 N10 141.2(4) . . . . ? N1 Co1 N9 N10 51.8(4) . . . . ? O2 Co1 N9 N10 -38.2(4) . . . . ? N7 Co1 N9 N10 -130.3(4) . . . . ? C19 N9 N10 C17 -0.1(6) . . . . ? Co1 N9 N10 C17 176.8(4) . . . . ? N9 N10 C17 C18 -1.0(7) . . . . ? N10 C17 C18 C19 1.6(6) . . . . ? N10 N9 C19 C18 1.1(6) . . . . ? Co1 N9 C19 C18 -175.4(4) . . . . ? C17 C18 C19 N9 -1.7(6) . . . . ? O1 Co2 N11 C22 90.0(14) . . . . ? N6 Co2 N11 C22 -149.6(5) . . . . ? N3 Co2 N11 C22 -60.3(5) . . . . ? O5 Co2 N11 C22 29.2(5) . . . . ? N8 Co2 N11 C22 121.6(5) . . . . ? O1 Co2 N11 N12 -82.8(14) . . . . ? N6 Co2 N11 N12 37.6(4) . . . . ? N3 Co2 N11 N12 126.9(4) . . . . ? O5 Co2 N11 N12 -143.6(4) . . . . ? N8 Co2 N11 N12 -51.1(4) . . . . ? C22 N11 N12 C20 1.6(6) . . . . ? Co2 N11 N12 C20 176.0(4) . . . . ? N11 N12 C20 C21 0.0(7) . . . . ? N12 C20 C21 C22 -1.5(7) . . . . ? N12 N11 C22 C21 -2.4(6) . . . . ? Co2 N11 C22 C21 -176.1(4) . . . . ? C20 C21 C22 N11 2.5(7) . . . . ? O1 Co3 N15 C33A 89(3) . . . . ? N2 Co3 N15 C33A -46.2(4) . . . . ? N4 Co3 N15 C33A -139.7(4) . . . . ? O4 Co3 N15 C33A 131.5(4) . . . . ? O3 Co3 N15 C33A 42.9(4) . . . . ? N16 Co3 N15 C33A 88.27(12) . . . . ? O1 Co3 N15 C30A -77(3) . . . . ? N2 Co3 N15 C30A 147.9(3) . . . . ? N4 Co3 N15 C30A 54.3(3) . . . . ? O4 Co3 N15 C30A -34.5(3) . . . . ? O3 Co3 N15 C30A -123.0(3) . . . . ? N16 Co3 N15 C30A -77.71(6) . . . . ? C33A N15 C30A C31 0 . . . . ? Co3 N15 C30A C31 169.52(13) . . . . ? N15 C30A C31 C32 0 . . . . ? C30A C31 C32 C33A 0 . . . . ? C30A N15 C33A C32 0 . . . . ? Co3 N15 C33A C32 -166.81(17) . . . . ? C31 C32 C33A N15 0 . . . . ? C37A C36 C35 C34A 0 . . . . ? C36 C35 C34A N16 0 . . . . ? C35 C34A N16 C37A 0 . . . . ? C35 C34A N16 Co3 -167.23(17) . . . . ? O1 Co3 N16 C37A 19.4(8) . . . . ? N2 Co3 N16 C37A -114.8(4) . . . . ? N4 Co3 N16 C37A 150.8(4) . . . . ? O4 Co3 N16 C37A 62.7(4) . . . . ? O3 Co3 N16 C37A -26.5(4) . . . . ? N15 Co3 N16 C37A -160.8 . . . . ? O1 Co3 N16 C34A -174.7(7) . . . . ? N2 Co3 N16 C34A 51.0(3) . . . . ? N4 Co3 N16 C34A -43.4(3) . . . . ? O4 Co3 N16 C34A -131.4(3) . . . . ? O3 Co3 N16 C34A 139.4(3) . . . . ? N15 Co3 N16 C34A 4.99(15) . . . . ? C34A N16 C37A C36 0 . . . . ? Co3 N16 C37A C36 168.61(16) . . . . ? C35 C36 C37A N16 0 . . . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF data_mono _database_code_depnum_ccdc_archive 'CCDC 895052' _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_sum 'C24 H33 Co3 F6 N9 O11 P' _chemical_formula_weight 945.35 #============================================================================== # CRYSTAL DATA _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.8429(9) _cell_length_b 7.9148(4) _cell_length_c 26.7022(14) _cell_angle_alpha 90 _cell_angle_beta 97.0330(10) _cell_angle_gamma 90 _cell_volume 3532.8(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 7417 _cell_measurement_theta_min 2.4402 _cell_measurement_theta_max 26.6314 _cell_measurement_temperature 120(2) _exptl_crystal_description 'hexagonal plate' _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.777 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1912 _exptl_absorpt_coefficient_mu 1.538 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.75 _exptl_absorpt_correction_T_max 0.86 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 38607 _diffrn_reflns_av_R_equivalents 0.0515 _diffrn_reflns_av_unetI/netI 0.0448 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 27.54 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. In the pyrazole ring, N-N bond is usually longer than N-C bond (Acta Cryst. (1960), 13, 946). C, N atoms in terminal pyrazoles were assigned as the N-N bonds are longer than N-C bonds. Disorder One tricobalt complex exists in the asymmetric unit, while the same two complexes headed in the different direction occupied the same position. The two complexes were refined to have the same Co3O struture. Refinement was done by using PART instructions for the acetates and pyrazolates. (O4, O5, C3, C4) and (N1, N2, C5, C6, C7) belong to part 1, while (O12, O13, C33, C34) and (N10, N11, C30, C31, C32) belong to part2. The occupancies of disordered acetates and pyrazolates were refined. Following alert was observed in CIFCHECK. Short Inter XH3 .. XHn H13 .. H32 Short Inter XH3 .. XHn H39 .. H31 H31 and H32 belogn to PART 2 and their refined occupancy is 0.20. In fact, interactions between H13 and H32, and H39 and H31 are negligible. Large Non-Solvent Ueq was observed in C37 in acetonitrile. Some acetonitrile in the crystal structure is probably disordered. ; _reflns_number_total 8089 _reflns_number_gt 6052 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0731 _refine_ls_R_factor_gt 0.0489 _refine_ls_wR_factor_ref 0.1248 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_number_reflns 8089 _refine_ls_number_parameters 541 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment noref _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0527P)^2^+7.4363P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.836 _refine_diff_density_min -0.648 _refine_diff_density_rms 0.096 _refine_ls_extinction_method none 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 0 '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 0.006 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Co1 0.16201(3) -0.07532(6) 0.094214(17) 0.01997(12) Uani d . 1 . . Co Co2 0.34963(3) -0.10078(6) 0.131846(17) 0.02129(12) Uani d . 1 . . Co Co3 0.28568(3) 0.10276(6) 0.031814(17) 0.02084(12) Uani d . 1 . . Co O1 0.2682(2) -0.0443(6) 0.08414(14) 0.0201(8) Uani d P 0.797(7) A 1 O O2 0.17120(16) 0.0200(4) 0.16008(9) 0.0278(6) Uani d . 1 A . O O3 0.30271(16) -0.0099(4) 0.18755(9) 0.0281(6) Uani d . 1 A . O C1 0.2324(2) 0.0337(5) 0.19237(14) 0.0257(8) Uani d . 1 . . C C2 0.2190(3) 0.1112(6) 0.24202(14) 0.0331(9) Uani d . 1 A . C H1 0.2342 0.0301 0.2693 0.05 Uiso calc R 1 . . H H2 0.1623 0.1404 0.2414 0.05 Uiso calc R 1 . . H H3 0.2516 0.2135 0.2478 0.05 Uiso calc R 1 . . H O4 0.1777(3) -0.3010(6) 0.12243(18) 0.0250(11) Uani d P 0.797(7) A 1 O O5 0.3114(2) -0.3233(5) 0.14109(14) 0.0259(9) Uani d P 0.797(7) A 1 O C3 0.2404(3) -0.3771(6) 0.13842(16) 0.0205(11) Uani d P 0.797(7) A 1 C C4 0.2324(5) -0.5543(9) 0.1579(3) 0.0258(16) Uani d P 0.797(7) A 1 C H4 0.2401 -0.6355 0.1312 0.039 Uiso calc PR 0.797(7) A 1 H H5 0.1791 -0.5693 0.1683 0.039 Uiso calc PR 0.797(7) A 1 H H6 0.273 -0.5733 0.1869 0.039 Uiso calc PR 0.797(7) A 1 H N1 0.1368(3) 0.1370(6) 0.06711(18) 0.0260(11) Uani d PG 0.797(7) A 1 N N2 0.1918(2) 0.2228(5) 0.04081(15) 0.0255(10) Uani d PG 0.797(7) A 1 N C5 0.1640(3) 0.3695(7) 0.02971(19) 0.0355(14) Uani d PG 0.797(7) A 1 C H7 0.1903 0.4512 0.0115 0.043 Uiso calc PR 0.797(7) A 1 H C6 0.0901(5) 0.3964(11) 0.0474(3) 0.0328(17) Uani d PG 0.797(7) A 1 C H8 0.0574 0.4945 0.045 0.039 Uiso calc PR 0.797(7) A 1 H C7 0.0771(3) 0.2397(8) 0.0699(2) 0.0354(14) Uani d PG 0.797(7) A 1 C H9 0.0307 0.2123 0.0851 0.042 Uiso calc PR 0.797(7) A 1 H O6 0.14149(15) -0.1801(3) 0.02985(9) 0.0239(6) Uani d . 1 A . O O7 0.22608(17) -0.0426(4) -0.01566(9) 0.0291(6) Uani d . 1 A . O C8 0.1733(2) -0.1517(5) -0.00952(14) 0.0251(8) Uani d . 1 . . C C9 0.1452(3) -0.2569(6) -0.05498(15) 0.0340(9) Uani d . 1 A . C H10 0.1039 -0.3357 -0.0467 0.051 Uiso calc R 1 . . H H11 0.1905 -0.3206 -0.0652 0.051 Uiso calc R 1 . . H H12 0.1231 -0.1831 -0.0827 0.051 Uiso calc R 1 . . H O8 0.41206(16) 0.0999(3) 0.13164(10) 0.0280(6) Uani d . 1 A . O O9 0.34938(16) 0.2639(3) 0.07057(9) 0.0270(6) Uani d . 1 A . O C10 0.4012(2) 0.2362(5) 0.10787(13) 0.0241(8) Uani d . 1 . . C C11 0.4553(3) 0.3816(5) 0.12483(17) 0.0349(10) Uani d . 1 A . C H13 0.445 0.4182 0.1585 0.052 Uiso calc R 1 . . H H14 0.445 0.4756 0.101 0.052 Uiso calc R 1 . . H H15 0.5112 0.3458 0.126 0.052 Uiso calc R 1 . . H O10 0.40605(17) -0.2023(4) 0.08233(10) 0.0302(6) Uani d . 1 A . O O11 0.37769(16) -0.0211(3) 0.01806(10) 0.0290(6) Uani d . 1 A . O C12 0.4126(2) -0.1480(5) 0.03905(15) 0.0286(8) Uani d . 1 . . C C13 0.4693(3) -0.2389(5) 0.00993(16) 0.0338(9) Uani d . 1 A . C H16 0.5195 -0.1753 0.0116 0.051 Uiso calc R 1 . . H H17 0.4458 -0.2496 -0.0253 0.051 Uiso calc R 1 . . H H18 0.48 -0.3516 0.0244 0.051 Uiso calc R 1 . . H N3 0.04910(18) -0.1204(4) 0.10134(11) 0.0248(7) Uani d . 1 A . N N4 -0.0115(2) -0.1709(6) 0.06850(17) 0.0534(11) Uani d . 1 . . N H19 -0.0082 -0.1898 0.0363 0.064 Uiso calc R 1 A . H C14 -0.0806(3) -0.1902(7) 0.09119(18) 0.0421(11) Uani d . 1 A . C H20 -0.1315 -0.2294 0.0765 0.05 Uiso calc R 1 . . H C15 -0.0582(3) -0.1396(9) 0.1396(2) 0.0653(18) Uani d . 1 . . C H21 -0.0919 -0.1348 0.1656 0.078 Uiso calc R 1 A . H C16 0.0193(2) -0.0980(6) 0.14425(15) 0.0350(10) Uani d . 1 A . C H22 0.0489 -0.0576 0.1744 0.042 Uiso calc R 1 . . H N5 0.4370(2) -0.1826(4) 0.18177(11) 0.0255(7) Uani d . 1 A . N N6 0.4233(2) -0.2477(5) 0.22616(13) 0.0372(9) Uani d . 1 . . N H23 0.3763 -0.2478 0.2373 0.045 Uiso calc R 1 A . H C17 0.4893(3) -0.3124(6) 0.25145(16) 0.0388(11) Uani d . 1 A . C H24 0.4937 -0.3638 0.2838 0.047 Uiso calc R 1 . . H C18 0.5483(3) -0.2916(7) 0.22287(18) 0.0503(13) Uani d . 1 . . C H25 0.6026 -0.3255 0.2305 0.06 Uiso calc R 1 A . H C19 0.5133(3) -0.2093(7) 0.17948(17) 0.0447(12) Uani d . 1 A . C H26 0.541 -0.1771 0.152 0.054 Uiso calc R 1 . . H N7 0.30504(18) 0.2434(4) -0.02642(11) 0.0249(7) Uani d . 1 A . N N8 0.2985(2) 0.1810(5) -0.07317(12) 0.0307(8) Uani d . 1 . . N H27 0.2861 0.0755 -0.081 0.037 Uiso calc R 1 A . H C20 0.3133(3) 0.3001(6) -0.10682(16) 0.0368(10) Uani d . 1 A . C H28 0.3114 0.2856 -0.1423 0.044 Uiso calc R 1 . . H C21 0.3313(3) 0.4440(6) -0.08073(17) 0.0397(11) Uani d . 1 . . C H29 0.3449 0.5502 -0.0939 0.048 Uiso calc R 1 A . H C22 0.3257(3) 0.4045(5) -0.03039(17) 0.0351(9) Uani d . 1 A . C H30 0.3352 0.4814 -0.003 0.042 Uiso calc R 1 . . H P1 -0.26898(9) 0.15920(17) 0.18297(5) 0.0462(3) Uani d . 1 . . P F1 -0.2950(2) 0.1427(4) 0.12260(12) 0.0762(11) Uani d . 1 . . F F2 -0.3308(2) 0.3118(4) 0.18335(12) 0.0659(9) Uani d . 1 . . F F3 -0.2020(2) 0.2898(5) 0.17254(13) 0.0755(11) Uani d . 1 . . F F4 -0.2114(3) 0.0072(5) 0.1802(2) 0.1115(16) Uani d . 1 . . F F5 -0.3366(3) 0.0293(5) 0.19288(16) 0.0932(14) Uani d . 1 . . F F6 -0.2477(2) 0.1849(5) 0.24197(11) 0.0734(10) Uani d . 1 . . F C33 0.1364(9) 0.2657(18) 0.0489(5) 0.009(3) Uiso d P 0.203(7) A 2 C C30 0.1653(14) -0.407(3) 0.1308(8) 0.035(5) Uiso d P 0.203(7) A 2 C H31 0.11 -0.4341 0.1242 0.042 Uiso calc PR 0.203(7) A 2 H C32 0.2933(14) -0.442(3) 0.1517(8) 0.034(5) Uiso d P 0.203(7) A 2 C H32 0.3438 -0.4915 0.1627 0.041 Uiso calc PR 0.203(7) A 2 H O12 0.2079(10) 0.285(2) 0.0350(6) 0.026(5) Uiso d P 0.203(7) A 2 O N10 0.2814(12) -0.286(3) 0.1368(7) 0.021(5) Uiso d P 0.203(7) A 2 N O13 0.1063(10) 0.138(3) 0.0674(7) 0.021(5) Uiso d P 0.203(7) A 2 O N11 0.1930(15) -0.260(3) 0.1233(10) 0.016(6) Uiso d P 0.203(7) A 2 N C34 0.083(2) 0.413(5) 0.0343(14) 0.034(10) Uiso d P 0.203(7) A 2 C H33 0.0719 0.4188 -0.0025 0.051 Uiso calc PR 0.203(7) A 2 H H34 0.1092 0.5172 0.0472 0.051 Uiso calc PR 0.203(7) A 2 H H35 0.0325 0.3988 0.0487 0.051 Uiso calc PR 0.203(7) A 2 H O14 0.2607(10) 0.017(2) 0.0893(6) 0.014(4) Uiso d P 0.203(7) A 2 O C31 0.222(2) -0.521(5) 0.1490(13) 0.031(10) Uiso d P 0.203(7) A 2 C H36 0.2128 -0.6352 0.158 0.037 Uiso calc PR 0.203(7) A 2 H N12 0.0182(4) 0.0554(14) 0.2443(2) 0.134(3) Uani d . 1 . . N C36 0.0085(5) -0.0056(18) 0.2820(3) 0.137(5) Uani d . 1 . . C C37 0.0012(7) -0.077(2) 0.3310(4) 0.206(8) Uani d . 1 . . C H37 0.0512 -0.0599 0.3533 0.309 Uiso calc R 1 . . H H38 -0.0099 -0.1983 0.3275 0.309 Uiso calc R 1 . . H H39 -0.0427 -0.0213 0.3455 0.309 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co1 0.0195(2) 0.0235(3) 0.0165(2) -0.0012(2) 0.00061(18) 0.00169(19) Co2 0.0227(3) 0.0242(3) 0.0164(2) -0.0040(2) -0.00001(19) 0.00240(19) Co3 0.0205(2) 0.0247(3) 0.0168(2) -0.0012(2) 0.00030(18) 0.00303(19) O1 0.0188(18) 0.022(2) 0.0191(18) -0.0009(16) 0.0007(13) 0.0065(16) O2 0.0263(14) 0.0364(15) 0.0205(13) -0.0026(12) 0.0024(11) -0.0018(11) O3 0.0267(14) 0.0377(16) 0.0197(13) 0.0017(12) 0.0015(11) 0.0015(11) C1 0.030(2) 0.0240(19) 0.0223(18) -0.0018(16) -0.0013(16) 0.0022(15) C2 0.036(2) 0.040(2) 0.0219(19) 0.0013(19) 0.0008(17) -0.0038(17) O4 0.026(3) 0.019(3) 0.029(2) 0.000(2) 0.0005(18) 0.0062(19) O5 0.0161(19) 0.024(2) 0.036(2) 0.0017(17) -0.0019(16) 0.0049(15) C3 0.024(2) 0.021(2) 0.016(2) 0.002(2) 0.0045(18) -0.0019(17) C4 0.032(4) 0.017(3) 0.028(3) -0.001(3) 0.000(3) 0.006(3) N1 0.025(3) 0.027(3) 0.024(2) -0.001(2) -0.004(2) -0.0001(16) N2 0.021(2) 0.031(3) 0.024(2) 0.003(2) -0.0011(17) -0.003(2) C5 0.035(3) 0.035(3) 0.035(3) 0.003(2) -0.002(2) 0.008(2) C6 0.026(3) 0.034(4) 0.036(5) 0.000(2) -0.007(3) 0.009(3) C7 0.027(3) 0.036(3) 0.042(3) 0.000(2) 0.001(2) 0.002(2) O6 0.0240(13) 0.0283(14) 0.0190(13) -0.0016(11) 0.0015(10) 0.0008(10) O7 0.0340(15) 0.0345(15) 0.0184(13) -0.0102(12) 0.0010(11) 0.0032(11) C8 0.0227(19) 0.028(2) 0.0233(19) -0.0008(15) -0.0015(15) 0.0029(15) C9 0.039(2) 0.039(2) 0.024(2) -0.0084(19) 0.0026(17) -0.0035(17) O8 0.0262(14) 0.0290(14) 0.0266(14) -0.0065(12) -0.0052(11) 0.0065(11) O9 0.0295(14) 0.0256(14) 0.0237(13) 0.0013(11) -0.0051(11) 0.0049(11) C10 0.0258(19) 0.027(2) 0.0193(18) -0.0003(16) 0.0027(15) 0.0004(15) C11 0.035(2) 0.027(2) 0.039(2) -0.0059(18) -0.0074(19) 0.0032(18) O10 0.0355(16) 0.0321(15) 0.0230(14) -0.0008(13) 0.0038(12) 0.0003(11) O11 0.0287(15) 0.0298(15) 0.0286(14) 0.0027(12) 0.0035(12) 0.0036(12) C12 0.032(2) 0.025(2) 0.029(2) -0.0066(17) 0.0029(17) 0.0008(16) C13 0.042(2) 0.029(2) 0.033(2) 0.0025(19) 0.0129(19) 0.0021(17) N3 0.0193(15) 0.0315(18) 0.0226(15) 0.0027(13) -0.0016(12) -0.0010(13) N4 0.043(2) 0.068(3) 0.049(2) -0.008(2) 0.000(2) 0.001(2) C14 0.019(2) 0.062(3) 0.045(3) -0.004(2) 0.0044(19) -0.001(2) C15 0.031(3) 0.128(6) 0.039(3) -0.004(3) 0.010(2) 0.002(3) C16 0.0173(18) 0.068(3) 0.0204(18) 0.001(2) 0.0033(15) -0.005(2) N5 0.0319(18) 0.0239(16) 0.0202(15) -0.0022(14) 0.0009(13) 0.0001(13) N6 0.037(2) 0.047(2) 0.0261(18) -0.0037(17) -0.0025(15) 0.0103(16) C17 0.046(3) 0.040(3) 0.027(2) -0.003(2) -0.0138(19) 0.0057(18) C18 0.037(3) 0.067(4) 0.044(3) 0.018(2) -0.006(2) 0.006(3) C19 0.036(3) 0.066(3) 0.032(2) 0.010(2) 0.0027(19) 0.008(2) N7 0.0230(16) 0.0284(17) 0.0223(16) 0.0007(13) -0.0014(13) 0.0054(13) N8 0.037(2) 0.0328(19) 0.0222(16) 0.0006(15) 0.0036(14) 0.0051(14) C20 0.035(2) 0.049(3) 0.027(2) -0.001(2) 0.0079(18) 0.0116(19) C21 0.039(2) 0.039(3) 0.041(2) -0.001(2) 0.008(2) 0.017(2) C22 0.035(2) 0.031(2) 0.039(2) -0.0005(18) 0.0054(19) 0.0068(18) P1 0.0575(8) 0.0423(7) 0.0432(7) -0.0005(6) 0.0238(6) -0.0070(6) F1 0.114(3) 0.064(2) 0.053(2) -0.017(2) 0.0193(19) -0.0223(16) F2 0.073(2) 0.067(2) 0.0584(19) 0.0181(18) 0.0136(17) 0.0024(16) F3 0.079(2) 0.083(3) 0.072(2) -0.031(2) 0.0386(19) -0.0282(19) F4 0.106(3) 0.076(3) 0.160(4) 0.042(3) 0.046(3) -0.020(3) F5 0.115(3) 0.072(2) 0.104(3) -0.041(2) 0.059(3) -0.015(2) F6 0.109(3) 0.070(2) 0.0388(17) 0.013(2) -0.0002(17) 0.0086(16) N12 0.093(5) 0.258(11) 0.054(4) -0.020(6) 0.015(4) -0.034(5) C36 0.087(6) 0.279(14) 0.047(4) -0.048(7) 0.019(4) -0.010(6) C37 0.139(10) 0.40(2) 0.078(6) -0.099(13) 0.010(6) 0.027(10) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 N11 . 1.70(3) ? Co1 O14 . 1.836(16) ? Co1 O1 . 1.858(4) ? Co1 N1 . 1.858(5) ? Co1 O6 . 1.901(2) ? Co1 O2 . 1.902(3) ? Co1 O4 . 1.944(5) ? Co1 N3 . 1.967(3) ? Co1 O13 . 2.02(2) ? Co2 O1 . 1.810(4) ? Co2 N10 . 1.88(2) ? Co2 O10 . 1.898(3) ? Co2 O5 . 1.901(4) ? Co2 O8 . 1.905(3) ? Co2 O3 . 1.908(3) ? Co2 N5 . 1.970(3) ? Co2 O14 . 1.998(16) ? Co3 O14 . 1.775(16) ? Co3 O1 . 1.869(4) ? Co3 N2 . 1.886(3) ? Co3 O9 . 1.892(3) ? Co3 O7 . 1.904(3) ? Co3 O11 . 1.907(3) ? Co3 O12 . 1.960(17) ? Co3 N7 . 1.972(3) ? O2 C1 . 1.265(5) ? O3 C1 . 1.255(5) ? C1 C2 . 1.503(5) ? C2 H1 . 0.98 ? C2 H2 . 0.98 ? C2 H3 . 0.98 ? O4 C3 . 1.245(7) ? O5 C3 . 1.265(6) ? C3 C4 . 1.508(8) ? C4 H4 . 0.98 ? C4 H5 . 0.98 ? C4 H6 . 0.98 ? N1 C7 . 1.302(8) ? N1 N2 . 1.404(5) ? N2 C5 . 1.273(4) ? C5 C6 . 1.401(9) ? C5 H7 . 0.95 ? C6 C7 . 1.406(10) ? C6 H8 . 0.95 ? C7 H9 . 0.95 ? O6 C8 . 1.257(4) ? O7 C8 . 1.264(5) ? C8 C9 . 1.500(5) ? C9 H10 . 0.98 ? C9 H11 . 0.98 ? C9 H12 . 0.98 ? O8 C10 . 1.254(4) ? O9 C10 . 1.261(4) ? C10 C11 . 1.503(5) ? C11 H13 . 0.98 ? C11 H14 . 0.98 ? C11 H15 . 0.98 ? O10 C12 . 1.250(5) ? O11 C12 . 1.260(5) ? C12 C13 . 1.489(6) ? C13 H16 . 0.98 ? C13 H17 . 0.98 ? C13 H18 . 0.98 ? N3 C16 . 1.318(5) ? N3 N4 . 1.323(5) ? N4 C14 . 1.385(6) ? N4 H19 . 0.88 ? C14 C15 . 1.361(7) ? C14 H20 . 0.95 ? C15 C16 . 1.337(6) ? C15 H21 . 0.95 ? C16 H22 . 0.95 ? N5 C19 . 1.312(5) ? N5 N6 . 1.338(4) ? N6 C17 . 1.330(5) ? N6 H23 . 0.88 ? C17 C18 . 1.335(7) ? C17 H24 . 0.95 ? C18 C19 . 1.395(6) ? C18 H25 . 0.95 ? C19 H26 . 0.95 ? N7 C22 . 1.329(5) ? N7 N8 . 1.334(4) ? N8 C20 . 1.347(5) ? N8 H27 . 0.88 ? C20 C21 . 1.350(7) ? C20 H28 . 0.95 ? C21 C22 . 1.395(6) ? C21 H29 . 0.95 ? C22 H30 . 0.95 ? P1 F4 . 1.553(4) ? P1 F3 . 1.580(3) ? P1 F5 . 1.581(4) ? P1 F6 . 1.585(3) ? P1 F2 . 1.595(3) ? P1 F1 . 1.623(4) ? C33 O13 . 1.26(2) ? C33 O12 . 1.31(2) ? C33 C34 . 1.49(4) ? C30 N11 . 1.28(3) ? C30 C31 . 1.36(4) ? C30 H31 . 0.95 ? C32 N10 . 1.30(3) ? C32 C31 . 1.35(5) ? C32 H32 . 0.95 ? N10 N11 . 1.50(3) ? C34 H33 . 0.98 ? C34 H34 . 0.98 ? C34 H35 . 0.98 ? C31 H36 . 0.95 ? N12 C36 . 1.144(11) ? C36 C37 . 1.445(12) ? C37 H37 . 0.98 ? C37 H38 . 0.98 ? C37 H39 . 0.98 ? 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 N11 Co1 O14 98.3(9) . . ? N11 Co1 O1 86.1(8) . . ? O14 Co1 O1 16.4(4) . . ? N11 Co1 N1 173.8(8) . . ? O14 Co1 N1 77.1(5) . . ? O1 Co1 N1 90.1(2) . . ? N11 Co1 O6 92.9(8) . . ? O14 Co1 O6 100.1(5) . . ? O1 Co1 O6 89.91(15) . . ? N1 Co1 O6 92.00(17) . . ? N11 Co1 O2 86.1(8) . . ? O14 Co1 O2 86.3(5) . . ? O1 Co1 O2 96.35(15) . . ? N1 Co1 O2 89.45(17) . . ? O6 Co1 O2 173.57(11) . . ? N11 Co1 O4 10.7(8) . . ? O14 Co1 O4 108.3(5) . . ? O1 Co1 O4 95.2(2) . . ? N1 Co1 O4 174.6(2) . . ? O6 Co1 O4 87.16(17) . . ? O2 Co1 O4 90.82(17) . . ? N11 Co1 N3 92.7(8) . . ? O14 Co1 N3 166.9(5) . . ? O1 Co1 N3 176.07(18) . . ? N1 Co1 N3 91.40(19) . . ? O6 Co1 N3 86.41(12) . . ? O2 Co1 N3 87.29(12) . . ? O4 Co1 N3 83.26(18) . . ? N11 Co1 O13 168.6(10) . . ? O14 Co1 O13 91.5(7) . . ? O1 Co1 O13 104.6(5) . . ? N1 Co1 O13 14.5(4) . . ? O6 Co1 O13 91.1(5) . . ? O2 Co1 O13 88.7(5) . . ? O4 Co1 O13 160.2(5) . . ? N3 Co1 O13 76.9(5) . . ? O1 Co2 N10 79.9(6) . . ? O1 Co2 O10 90.87(17) . . ? N10 Co2 O10 94.7(6) . . ? O1 Co2 O5 94.64(18) . . ? N10 Co2 O5 17.8(6) . . ? O10 Co2 O5 84.52(15) . . ? O1 Co2 O8 99.37(15) . . ? N10 Co2 O8 173.7(6) . . ? O10 Co2 O8 91.57(12) . . ? O5 Co2 O8 165.51(15) . . ? O1 Co2 O3 96.03(16) . . ? N10 Co2 O3 85.6(6) . . ? O10 Co2 O3 173.04(12) . . ? O5 Co2 O3 93.96(15) . . ? O8 Co2 O3 88.24(12) . . ? O1 Co2 N5 175.05(18) . . ? N10 Co2 N5 96.2(6) . . ? O10 Co2 N5 86.35(12) . . ? O5 Co2 N5 81.03(15) . . ? O8 Co2 N5 84.81(12) . . ? O3 Co2 N5 86.71(12) . . ? O1 Co2 O14 14.8(4) . . ? N10 Co2 O14 89.0(7) . . ? O10 Co2 O14 101.9(4) . . ? O5 Co2 O14 105.3(5) . . ? O8 Co2 O14 89.1(5) . . ? O3 Co2 O14 85.1(4) . . ? N5 Co2 O14 169.9(4) . . ? O14 Co3 O1 16.3(4) . . ? O14 Co3 N2 77.9(5) . . ? O1 Co3 N2 90.42(18) . . ? O14 Co3 O9 87.9(5) . . ? O1 Co3 O9 98.14(15) . . ? N2 Co3 O9 91.08(16) . . ? O14 Co3 O7 100.6(5) . . ? O1 Co3 O7 90.17(15) . . ? N2 Co3 O7 90.41(16) . . ? O9 Co3 O7 171.54(11) . . ? O14 Co3 O11 104.8(5) . . ? O1 Co3 O11 91.71(16) . . ? N2 Co3 O11 176.11(15) . . ? O9 Co3 O11 91.84(12) . . ? O7 Co3 O11 86.32(12) . . ? O14 Co3 O12 90.8(7) . . ? O1 Co3 O12 105.0(5) . . ? N2 Co3 O12 17.6(4) . . ? O9 Co3 O12 79.4(5) . . ? O7 Co3 O12 100.0(5) . . ? O11 Co3 O12 162.0(5) . . ? O14 Co3 N7 167.7(5) . . ? O1 Co3 N7 175.87(18) . . ? N2 Co3 N7 92.19(15) . . ? O9 Co3 N7 85.02(12) . . ? O7 Co3 N7 86.61(12) . . ? O11 Co3 N7 85.51(12) . . ? O12 Co3 N7 78.1(5) . . ? Co2 O1 Co1 121.72(19) . . ? Co2 O1 Co3 120.32(19) . . ? Co1 O1 Co3 115.7(2) . . ? C1 O2 Co1 129.1(3) . . ? C1 O3 Co2 132.0(2) . . ? O3 C1 O2 127.4(4) . . ? O3 C1 C2 116.7(3) . . ? O2 C1 C2 115.9(4) . . ? C1 C2 H1 109.5 . . ? C1 C2 H2 109.5 . . ? H1 C2 H2 109.5 . . ? C1 C2 H3 109.5 . . ? H1 C2 H3 109.5 . . ? H2 C2 H3 109.5 . . ? C3 O4 Co1 130.3(4) . . ? C3 O5 Co2 129.6(4) . . ? O4 C3 O5 127.9(5) . . ? O4 C3 C4 117.5(5) . . ? O5 C3 C4 114.7(5) . . ? C7 N1 N2 106.7(4) . . ? C7 N1 Co1 133.1(4) . . ? N2 N1 Co1 120.0(3) . . ? C5 N2 N1 108.2 . . ? C5 N2 Co3 136.0(3) . . ? N1 N2 Co3 115.7(3) . . ? N2 C5 C6 112.1(4) . . ? N2 C5 H7 124 . . ? C6 C5 H7 124 . . ? C5 C6 C7 101.6(6) . . ? C5 C6 H8 129.2 . . ? C7 C6 H8 129.2 . . ? N1 C7 C6 111.4(5) . . ? N1 C7 H9 124.3 . . ? C6 C7 H9 124.3 . . ? C8 O6 Co1 129.0(2) . . ? C8 O7 Co3 130.4(2) . . ? O6 C8 O7 127.5(4) . . ? O6 C8 C9 117.0(3) . . ? O7 C8 C9 115.5(3) . . ? C8 C9 H10 109.5 . . ? C8 C9 H11 109.5 . . ? H10 C9 H11 109.5 . . ? C8 C9 H12 109.5 . . ? H10 C9 H12 109.5 . . ? H11 C9 H12 109.5 . . ? C10 O8 Co2 132.3(2) . . ? C10 O9 Co3 127.3(3) . . ? O8 C10 O9 126.4(4) . . ? O8 C10 C11 117.5(3) . . ? O9 C10 C11 116.1(3) . . ? C10 C11 H13 109.5 . . ? C10 C11 H14 109.5 . . ? H13 C11 H14 109.5 . . ? C10 C11 H15 109.5 . . ? H13 C11 H15 109.5 . . ? H14 C11 H15 109.5 . . ? C12 O10 Co2 127.3(3) . . ? C12 O11 Co3 132.1(3) . . ? O10 C12 O11 126.6(4) . . ? O10 C12 C13 116.8(4) . . ? O11 C12 C13 116.6(3) . . ? C12 C13 H16 109.5 . . ? C12 C13 H17 109.5 . . ? H16 C13 H17 109.5 . . ? C12 C13 H18 109.5 . . ? H16 C13 H18 109.5 . . ? H17 C13 H18 109.5 . . ? C16 N3 N4 105.8(3) . . ? C16 N3 Co1 122.4(3) . . ? N4 N3 Co1 131.8(3) . . ? N3 N4 C14 111.4(4) . . ? N3 N4 H19 124.3 . . ? C14 N4 H19 124.3 . . ? C15 C14 N4 103.4(4) . . ? C15 C14 H20 128.3 . . ? N4 C14 H20 128.3 . . ? C16 C15 C14 108.4(4) . . ? C16 C15 H21 125.8 . . ? C14 C15 H21 125.8 . . ? N3 C16 C15 110.9(4) . . ? N3 C16 H22 124.5 . . ? C15 C16 H22 124.5 . . ? C19 N5 N6 104.7(3) . . ? C19 N5 Co2 132.6(3) . . ? N6 N5 Co2 122.1(3) . . ? C17 N6 N5 112.0(4) . . ? C17 N6 H23 124 . . ? N5 N6 H23 124 . . ? N6 C17 C18 107.2(4) . . ? N6 C17 H24 126.4 . . ? C18 C17 H24 126.4 . . ? C17 C18 C19 105.3(4) . . ? C17 C18 H25 127.3 . . ? C19 C18 H25 127.3 . . ? N5 C19 C18 110.7(4) . . ? N5 C19 H26 124.7 . . ? C18 C19 H26 124.7 . . ? C22 N7 N8 105.9(3) . . ? C22 N7 Co3 132.4(3) . . ? N8 N7 Co3 121.7(3) . . ? N7 N8 C20 111.4(4) . . ? N7 N8 H27 124.3 . . ? C20 N8 H27 124.3 . . ? N8 C20 C21 107.1(4) . . ? N8 C20 H28 126.4 . . ? C21 C20 H28 126.4 . . ? C20 C21 C22 105.7(4) . . ? C20 C21 H29 127.1 . . ? C22 C21 H29 127.1 . . ? N7 C22 C21 110.0(4) . . ? N7 C22 H30 125 . . ? C21 C22 H30 125 . . ? F4 P1 F3 92.0(2) . . ? F4 P1 F5 88.3(3) . . ? F3 P1 F5 179.4(3) . . ? F4 P1 F6 94.6(2) . . ? F3 P1 F6 90.7(2) . . ? F5 P1 F6 89.8(2) . . ? F4 P1 F2 177.1(3) . . ? F3 P1 F2 89.2(2) . . ? F5 P1 F2 90.4(2) . . ? F6 P1 F2 87.98(19) . . ? F4 P1 F1 89.1(2) . . ? F3 P1 F1 89.39(19) . . ? F5 P1 F1 90.1(2) . . ? F6 P1 F1 176.3(2) . . ? F2 P1 F1 88.3(2) . . ? O13 C33 O12 129.4(17) . . ? O13 C33 C34 118(2) . . ? O12 C33 C34 112(2) . . ? N11 C30 C31 114(3) . . ? N11 C30 H31 122.9 . . ? C31 C30 H31 122.9 . . ? N10 C32 C31 109(2) . . ? N10 C32 H32 125.7 . . ? C31 C32 H32 125.7 . . ? C33 O12 Co3 124.5(12) . . ? C32 N10 N11 108.5(19) . . ? C32 N10 Co2 133.5(18) . . ? N11 N10 Co2 118.1(15) . . ? C33 O13 Co1 128.2(13) . . ? C30 N11 N10 102(2) . . ? C30 N11 Co1 139(2) . . ? N10 N11 Co1 117.9(16) . . ? C33 C34 H33 109.5 . . ? C33 C34 H34 109.5 . . ? H33 C34 H34 109.5 . . ? C33 C34 H35 109.5 . . ? H33 C34 H35 109.5 . . ? H34 C34 H35 109.5 . . ? Co3 O14 Co1 121.8(9) . . ? Co3 O14 Co2 115.4(8) . . ? Co1 O14 Co2 113.3(8) . . ? C32 C31 C30 107(3) . . ? C32 C31 H36 126.6 . . ? C30 C31 H36 126.6 . . ? N12 C36 C37 176.1(10) . . ? C36 C37 H37 109.5 . . ? C36 C37 H38 109.5 . . ? H37 C37 H38 109.5 . . ? C36 C37 H39 109.5 . . ? H37 C37 H39 109.5 . . ? H38 C37 H39 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 N10 Co2 O1 Co1 41.2(7) . . . . ? O10 Co2 O1 Co1 135.8(3) . . . . ? O5 Co2 O1 Co1 51.2(3) . . . . ? O8 Co2 O1 Co1 -132.4(3) . . . . ? O3 Co2 O1 Co1 -43.2(3) . . . . ? N5 Co2 O1 Co1 80.1(18) . . . . ? O14 Co2 O1 Co1 -86(2) . . . . ? N10 Co2 O1 Co3 -156.8(6) . . . . ? O10 Co2 O1 Co3 -62.2(3) . . . . ? O5 Co2 O1 Co3 -146.8(3) . . . . ? O8 Co2 O1 Co3 29.5(3) . . . . ? O3 Co2 O1 Co3 118.7(3) . . . . ? N5 Co2 O1 Co3 -117.9(17) . . . . ? O14 Co2 O1 Co3 76(2) . . . . ? N11 Co1 O1 Co2 -39.0(9) . . . . ? O14 Co1 O1 Co2 99(2) . . . . ? N1 Co1 O1 Co2 136.2(3) . . . . ? O6 Co1 O1 Co2 -131.8(3) . . . . ? O2 Co1 O1 Co2 46.7(3) . . . . ? O4 Co1 O1 Co2 -44.7(3) . . . . ? N3 Co1 O1 Co2 -111(2) . . . . ? O13 Co1 O1 Co2 137.0(6) . . . . ? N11 Co1 O1 Co3 158.3(9) . . . . ? O14 Co1 O1 Co3 -63.5(19) . . . . ? N1 Co1 O1 Co3 -26.6(3) . . . . ? O6 Co1 O1 Co3 65.4(3) . . . . ? O2 Co1 O1 Co3 -116.1(2) . . . . ? O4 Co1 O1 Co3 152.5(3) . . . . ? N3 Co1 O1 Co3 86(2) . . . . ? O13 Co1 O1 Co3 -25.8(6) . . . . ? O14 Co3 O1 Co2 -95(2) . . . . ? N2 Co3 O1 Co2 -134.6(3) . . . . ? O9 Co3 O1 Co2 -43.5(3) . . . . ? O7 Co3 O1 Co2 135.0(3) . . . . ? O11 Co3 O1 Co2 48.6(3) . . . . ? O12 Co3 O1 Co2 -124.6(5) . . . . ? N7 Co3 O1 Co2 96(2) . . . . ? O14 Co3 O1 Co1 68(2) . . . . ? N2 Co3 O1 Co1 28.4(3) . . . . ? O9 Co3 O1 Co1 119.6(2) . . . . ? O7 Co3 O1 Co1 -62.0(3) . . . . ? O11 Co3 O1 Co1 -148.3(3) . . . . ? O12 Co3 O1 Co1 38.4(6) . . . . ? N7 Co3 O1 Co1 -101(2) . . . . ? N11 Co1 O2 C1 61.2(9) . . . . ? O14 Co1 O2 C1 -37.4(6) . . . . ? O1 Co1 O2 C1 -24.5(4) . . . . ? N1 Co1 O2 C1 -114.5(4) . . . . ? O6 Co1 O2 C1 142.4(10) . . . . ? O4 Co1 O2 C1 70.8(4) . . . . ? N3 Co1 O2 C1 154.0(3) . . . . ? O13 Co1 O2 C1 -129.0(6) . . . . ? O1 Co2 O3 C1 16.3(4) . . . . ? N10 Co2 O3 C1 -63.1(7) . . . . ? O10 Co2 O3 C1 -156.0(9) . . . . ? O5 Co2 O3 C1 -78.8(4) . . . . ? O8 Co2 O3 C1 115.5(4) . . . . ? N5 Co2 O3 C1 -159.6(4) . . . . ? O14 Co2 O3 C1 26.3(6) . . . . ? Co2 O3 C1 O2 3.6(6) . . . . ? Co2 O3 C1 C2 -176.3(3) . . . . ? Co1 O2 C1 O3 1.9(6) . . . . ? Co1 O2 C1 C2 -178.1(3) . . . . ? N11 Co1 O4 C3 -18(5) . . . . ? O14 Co1 O4 C3 4.3(7) . . . . ? O1 Co1 O4 C3 14.3(5) . . . . ? N1 Co1 O4 C3 -175(2) . . . . ? O6 Co1 O4 C3 104.0(5) . . . . ? O2 Co1 O4 C3 -82.2(5) . . . . ? N3 Co1 O4 C3 -169.3(5) . . . . ? O13 Co1 O4 C3 -170.6(16) . . . . ? O1 Co2 O5 C3 -33.7(4) . . . . ? N10 Co2 O5 C3 0.5(19) . . . . ? O10 Co2 O5 C3 -124.1(4) . . . . ? O8 Co2 O5 C3 161.0(5) . . . . ? O3 Co2 O5 C3 62.7(4) . . . . ? N5 Co2 O5 C3 148.7(4) . . . . ? O14 Co2 O5 C3 -23.3(6) . . . . ? Co1 O4 C3 O5 1.4(8) . . . . ? Co1 O4 C3 C4 -179.6(4) . . . . ? Co2 O5 C3 O4 10.5(7) . . . . ? Co2 O5 C3 C4 -168.5(4) . . . . ? N11 Co1 N1 C7 -108(8) . . . . ? O14 Co1 N1 C7 -150.6(8) . . . . ? O1 Co1 N1 C7 -160.6(6) . . . . ? O6 Co1 N1 C7 109.5(6) . . . . ? O2 Co1 N1 C7 -64.2(6) . . . . ? O4 Co1 N1 C7 29(3) . . . . ? N3 Co1 N1 C7 23.0(6) . . . . ? O13 Co1 N1 C7 23(2) . . . . ? N11 Co1 N1 N2 66(8) . . . . ? O14 Co1 N1 N2 23.3(6) . . . . ? O1 Co1 N1 N2 13.3(4) . . . . ? O6 Co1 N1 N2 -76.6(4) . . . . ? O2 Co1 N1 N2 109.7(4) . . . . ? O4 Co1 N1 N2 -157(2) . . . . ? N3 Co1 N1 N2 -163.1(4) . . . . ? O13 Co1 N1 N2 -163(3) . . . . ? C7 N1 N2 C5 0.7(6) . . . . ? Co1 N1 N2 C5 -174.7(4) . . . . ? C7 N1 N2 Co3 179.4(4) . . . . ? Co1 N1 N2 Co3 4.0(5) . . . . ? O14 Co3 N2 C5 148.8(8) . . . . ? O1 Co3 N2 C5 159.4(6) . . . . ? O9 Co3 N2 C5 61.2(6) . . . . ? O7 Co3 N2 C5 -110.4(6) . . . . ? O11 Co3 N2 C5 -77(2) . . . . ? O12 Co3 N2 C5 12.9(17) . . . . ? N7 Co3 N2 C5 -23.8(6) . . . . ? O14 Co3 N2 N1 -29.4(6) . . . . ? O1 Co3 N2 N1 -18.9(4) . . . . ? O9 Co3 N2 N1 -117.0(3) . . . . ? O7 Co3 N2 N1 71.3(3) . . . . ? O11 Co3 N2 N1 104(2) . . . . ? O12 Co3 N2 N1 -165(2) . . . . ? N7 Co3 N2 N1 157.9(3) . . . . ? N1 N2 C5 C6 0.6(7) . . . . ? Co3 N2 C5 C6 -177.8(5) . . . . ? N2 C5 C6 C7 -1.5(8) . . . . ? N2 N1 C7 C6 -1.7(7) . . . . ? Co1 N1 C7 C6 172.8(5) . . . . ? C5 C6 C7 N1 1.9(8) . . . . ? N11 Co1 O6 C8 -118.0(9) . . . . ? O14 Co1 O6 C8 -19.0(6) . . . . ? O1 Co1 O6 C8 -31.9(3) . . . . ? N1 Co1 O6 C8 58.2(4) . . . . ? O2 Co1 O6 C8 161.1(10) . . . . ? O4 Co1 O6 C8 -127.1(3) . . . . ? N3 Co1 O6 C8 149.5(3) . . . . ? O13 Co1 O6 C8 72.7(6) . . . . ? O14 Co3 O7 C8 10.3(6) . . . . ? O1 Co3 O7 C8 22.9(4) . . . . ? N2 Co3 O7 C8 -67.5(4) . . . . ? O9 Co3 O7 C8 -167.7(7) . . . . ? O11 Co3 O7 C8 114.6(3) . . . . ? O12 Co3 O7 C8 -82.4(6) . . . . ? N7 Co3 O7 C8 -159.7(4) . . . . ? Co1 O6 C8 O7 -1.5(6) . . . . ? Co1 O6 C8 C9 179.3(3) . . . . ? Co3 O7 C8 O6 7.2(6) . . . . ? Co3 O7 C8 C9 -173.6(3) . . . . ? O1 Co2 O8 C10 2.5(4) . . . . ? N10 Co2 O8 C10 -81(6) . . . . ? O10 Co2 O8 C10 93.7(3) . . . . ? O5 Co2 O8 C10 167.7(5) . . . . ? O3 Co2 O8 C10 -93.3(3) . . . . ? N5 Co2 O8 C10 179.9(4) . . . . ? O14 Co2 O8 C10 -8.2(6) . . . . ? O14 Co3 O9 C10 49.9(6) . . . . ? O1 Co3 O9 C10 37.1(3) . . . . ? N2 Co3 O9 C10 127.7(3) . . . . ? O7 Co3 O9 C10 -132.2(8) . . . . ? O11 Co3 O9 C10 -54.9(3) . . . . ? O12 Co3 O9 C10 141.0(6) . . . . ? N7 Co3 O9 C10 -140.2(3) . . . . ? Co2 O8 C10 O9 -12.7(6) . . . . ? Co2 O8 C10 C11 167.8(3) . . . . ? Co3 O9 C10 O8 -12.2(6) . . . . ? Co3 O9 C10 C11 167.4(3) . . . . ? O1 Co2 O10 C12 41.0(3) . . . . ? N10 Co2 O10 C12 121.0(7) . . . . ? O5 Co2 O10 C12 135.6(4) . . . . ? O8 Co2 O10 C12 -58.4(3) . . . . ? O3 Co2 O10 C12 -146.7(9) . . . . ? N5 Co2 O10 C12 -143.1(3) . . . . ? O14 Co2 O10 C12 31.0(6) . . . . ? O14 Co3 O11 C12 7.2(6) . . . . ? O1 Co3 O11 C12 -2.8(4) . . . . ? N2 Co3 O11 C12 -126(2) . . . . ? O9 Co3 O11 C12 95.5(4) . . . . ? O7 Co3 O11 C12 -92.8(4) . . . . ? O12 Co3 O11 C12 155.8(16) . . . . ? N7 Co3 O11 C12 -179.7(4) . . . . ? Co2 O10 C12 O11 -6.0(6) . . . . ? Co2 O10 C12 C13 171.8(3) . . . . ? Co3 O11 C12 O10 -18.3(6) . . . . ? Co3 O11 C12 C13 163.9(3) . . . . ? N11 Co1 N3 C16 77.9(9) . . . . ? O14 Co1 N3 C16 -69(2) . . . . ? O1 Co1 N3 C16 150(2) . . . . ? N1 Co1 N3 C16 -97.5(4) . . . . ? O6 Co1 N3 C16 170.6(4) . . . . ? O2 Co1 N3 C16 -8.1(3) . . . . ? O4 Co1 N3 C16 83.0(4) . . . . ? O13 Co1 N3 C16 -97.4(6) . . . . ? N11 Co1 N3 N4 -104.0(9) . . . . ? O14 Co1 N3 N4 109(2) . . . . ? O1 Co1 N3 N4 -32(2) . . . . ? N1 Co1 N3 N4 80.6(4) . . . . ? O6 Co1 N3 N4 -11.3(4) . . . . ? O2 Co1 N3 N4 170.0(4) . . . . ? O4 Co1 N3 N4 -98.9(4) . . . . ? O13 Co1 N3 N4 80.7(7) . . . . ? C16 N3 N4 C14 -3.3(5) . . . . ? Co1 N3 N4 C14 178.4(3) . . . . ? N3 N4 C14 C15 2.9(6) . . . . ? N4 C14 C15 C16 -1.3(7) . . . . ? N4 N3 C16 C15 2.4(6) . . . . ? Co1 N3 C16 C15 -179.1(4) . . . . ? C14 C15 C16 N3 -0.6(7) . . . . ? O1 Co2 N5 C19 86.2(18) . . . . ? N10 Co2 N5 C19 124.6(7) . . . . ? O10 Co2 N5 C19 30.3(4) . . . . ? O5 Co2 N5 C19 115.3(4) . . . . ? O8 Co2 N5 C19 -61.6(4) . . . . ? O3 Co2 N5 C19 -150.1(4) . . . . ? O14 Co2 N5 C19 -115(3) . . . . ? O1 Co2 N5 N6 -83.6(18) . . . . ? N10 Co2 N5 N6 -45.1(6) . . . . ? O10 Co2 N5 N6 -139.5(3) . . . . ? O5 Co2 N5 N6 -54.4(3) . . . . ? O8 Co2 N5 N6 128.6(3) . . . . ? O3 Co2 N5 N6 40.1(3) . . . . ? O14 Co2 N5 N6 75(3) . . . . ? C19 N5 N6 C17 0.6(5) . . . . ? Co2 N5 N6 C17 172.8(3) . . . . ? N5 N6 C17 C18 -0.7(5) . . . . ? N6 C17 C18 C19 0.6(6) . . . . ? N6 N5 C19 C18 -0.2(5) . . . . ? Co2 N5 C19 C18 -171.3(3) . . . . ? C17 C18 C19 N5 -0.2(6) . . . . ? O14 Co3 N7 C22 33(3) . . . . ? O1 Co3 N7 C22 -162.2(19) . . . . ? N2 Co3 N7 C22 68.7(4) . . . . ? O9 Co3 N7 C22 -22.2(4) . . . . ? O7 Co3 N7 C22 159.0(4) . . . . ? O11 Co3 N7 C22 -114.4(4) . . . . ? O12 Co3 N7 C22 58.0(6) . . . . ? O14 Co3 N7 N8 -147(2) . . . . ? O1 Co3 N7 N8 18(2) . . . . ? N2 Co3 N7 N8 -111.5(3) . . . . ? O9 Co3 N7 N8 157.6(3) . . . . ? O7 Co3 N7 N8 -21.2(3) . . . . ? O11 Co3 N7 N8 65.4(3) . . . . ? O12 Co3 N7 N8 -122.2(6) . . . . ? C22 N7 N8 C20 -1.0(4) . . . . ? Co3 N7 N8 C20 179.1(3) . . . . ? N7 N8 C20 C21 1.0(5) . . . . ? N8 C20 C21 C22 -0.5(5) . . . . ? N8 N7 C22 C21 0.6(5) . . . . ? Co3 N7 C22 C21 -179.5(3) . . . . ? C20 C21 C22 N7 -0.1(5) . . . . ? O13 C33 O12 Co3 8(3) . . . . ? C34 C33 O12 Co3 -164.2(19) . . . . ? O14 Co3 O12 C33 -41.1(15) . . . . ? O1 Co3 O12 C33 -33.1(15) . . . . ? N2 Co3 O12 C33 1.8(10) . . . . ? O9 Co3 O12 C33 -128.8(15) . . . . ? O7 Co3 O12 C33 59.8(15) . . . . ? O11 Co3 O12 C33 169.1(9) . . . . ? N7 Co3 O12 C33 144.1(15) . . . . ? C31 C32 N10 N11 1(3) . . . . ? C31 C32 N10 Co2 178(2) . . . . ? O1 Co2 N10 C32 154(2) . . . . ? O10 Co2 N10 C32 64(2) . . . . ? O5 Co2 N10 C32 8.9(14) . . . . ? O8 Co2 N10 C32 -121(5) . . . . ? O3 Co2 N10 C32 -109(2) . . . . ? N5 Co2 N10 C32 -23(2) . . . . ? O14 Co2 N10 C32 166(2) . . . . ? O1 Co2 N10 N11 -28.3(15) . . . . ? O10 Co2 N10 N11 -118.4(15) . . . . ? O5 Co2 N10 N11 -174(3) . . . . ? O8 Co2 N10 N11 56(6) . . . . ? O3 Co2 N10 N11 68.6(16) . . . . ? N5 Co2 N10 N11 154.8(15) . . . . ? O14 Co2 N10 N11 -16.5(16) . . . . ? O12 C33 O13 Co1 11(3) . . . . ? C34 C33 O13 Co1 -176.6(19) . . . . ? N11 Co1 O13 C33 158(4) . . . . ? O14 Co1 O13 C33 8.7(18) . . . . ? O1 Co1 O13 C33 -1.2(18) . . . . ? N1 Co1 O13 C33 2.2(13) . . . . ? O6 Co1 O13 C33 -91.4(17) . . . . ? O2 Co1 O13 C33 95.0(17) . . . . ? O4 Co1 O13 C33 -176.2(9) . . . . ? N3 Co1 O13 C33 -177.5(18) . . . . ? C31 C30 N11 N10 3(3) . . . . ? C31 C30 N11 Co1 168(3) . . . . ? C32 N10 N11 C30 -2(3) . . . . ? Co2 N10 N11 C30 -179.9(16) . . . . ? C32 N10 N11 Co1 -170.9(17) . . . . ? Co2 N10 N11 Co1 11(2) . . . . ? O14 Co1 N11 C30 -161(3) . . . . ? O1 Co1 N11 C30 -150(3) . . . . ? N1 Co1 N11 C30 157(6) . . . . ? O6 Co1 N11 C30 -61(3) . . . . ? O2 Co1 N11 C30 113(3) . . . . ? O4 Co1 N11 C30 -3(3) . . . . ? N3 Co1 N11 C30 26(3) . . . . ? O13 Co1 N11 C30 50(7) . . . . ? O14 Co1 N11 N10 2.4(19) . . . . ? O1 Co1 N11 N10 13.3(17) . . . . ? N1 Co1 N11 N10 -39(9) . . . . ? O6 Co1 N11 N10 103.0(17) . . . . ? O2 Co1 N11 N10 -83.4(17) . . . . ? O4 Co1 N11 N10 161(7) . . . . ? N3 Co1 N11 N10 -170.5(17) . . . . ? O13 Co1 N11 N10 -147(4) . . . . ? O1 Co3 O14 Co1 -84(2) . . . . ? N2 Co3 O14 Co1 54.8(8) . . . . ? O9 Co3 O14 Co1 146.4(9) . . . . ? O7 Co3 O14 Co1 -33.3(10) . . . . ? O11 Co3 O14 Co1 -122.3(8) . . . . ? O12 Co3 O14 Co1 67.0(10) . . . . ? N7 Co3 O14 Co1 92(3) . . . . ? O1 Co3 O14 Co2 59.6(18) . . . . ? N2 Co3 O14 Co2 -161.1(8) . . . . ? O9 Co3 O14 Co2 -69.5(7) . . . . ? O7 Co3 O14 Co2 110.8(7) . . . . ? O11 Co3 O14 Co2 21.8(9) . . . . ? O12 Co3 O14 Co2 -148.9(8) . . . . ? N7 Co3 O14 Co2 -124(2) . . . . ? N11 Co1 O14 Co3 131.1(12) . . . . ? O1 Co1 O14 Co3 89(2) . . . . ? N1 Co1 O14 Co3 -53.1(8) . . . . ? O6 Co1 O14 Co3 36.6(10) . . . . ? O2 Co1 O14 Co3 -143.4(9) . . . . ? O4 Co1 O14 Co3 127.0(8) . . . . ? N3 Co1 O14 Co3 -82(2) . . . . ? O13 Co1 O14 Co3 -54.8(10) . . . . ? N11 Co1 O14 Co2 -13.7(11) . . . . ? O1 Co1 O14 Co2 -55.9(17) . . . . ? N1 Co1 O14 Co2 162.1(8) . . . . ? O6 Co1 O14 Co2 -108.1(7) . . . . ? O2 Co1 O14 Co2 71.8(7) . . . . ? O4 Co1 O14 Co2 -17.8(8) . . . . ? N3 Co1 O14 Co2 132.9(18) . . . . ? O13 Co1 O14 Co2 160.4(9) . . . . ? O1 Co2 O14 Co3 -78(2) . . . . ? N10 Co2 O14 Co3 -129.9(9) . . . . ? O10 Co2 O14 Co3 -35.3(9) . . . . ? O5 Co2 O14 Co3 -122.8(7) . . . . ? O8 Co2 O14 Co3 56.1(8) . . . . ? O3 Co2 O14 Co3 144.4(8) . . . . ? N5 Co2 O14 Co3 109(2) . . . . ? O1 Co2 O14 Co1 69.2(19) . . . . ? N10 Co2 O14 Co1 17.3(9) . . . . ? O10 Co2 O14 Co1 111.8(7) . . . . ? O5 Co2 O14 Co1 24.3(8) . . . . ? O8 Co2 O14 Co1 -156.8(7) . . . . ? O3 Co2 O14 Co1 -68.4(7) . . . . ? N5 Co2 O14 Co1 -104(3) . . . . ? N10 C32 C31 C30 1(3) . . . . ? N11 C30 C31 C32 -2(4) . . . . ?