# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name _publ_author_address 'Keith Murray' ;School of Chemistry Monash University VIC 3800 Australia ; 'David S. Innes' ;School of Chemistry Monash University VIC 3800 Australia ; 'Boujemaa Moubaraki' ;School of Chemistry Monash University VIC 3800 Australia ; 'Suzanne M. Neville' ;School of Chemistry Monash University VIC 3800 Australia ; 'Tamsyn M. Ross' ;School of Chemistry Monash University VIC 3800 Australia ; 'David Turner' '' _publ_contact_author_name 'Keith Murray' _publ_contact_author_email KEITH.MURRAY@SCI.MONASH.EDU.AU _publ_section_title ; Spin Crossover in Iron(III) Schiff-Base 1-D Chain Complexes ; _publ_contact_letter ; ; # Attachment '1a.CIF' #========================================================================== data_1a _database_code_depnum_ccdc_archive 'CCDC 738866' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' #========================================================================== _chemical_name_systematic ; ? ; _chemical_name_common 1a _chemical_melting_point ? _chemical_formula_moiety 'C26 H22 Fe N6 O2, C24 H20 B, 2(C H4 O)' _chemical_formula_sum 'C52 H50 B Fe N6 O4' _chemical_formula_weight 889.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2yn' 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 13.48980(10) _cell_length_b 14.70170(10) _cell_length_c 22.7228(9) _cell_angle_alpha 90.00 _cell_angle_beta 97.265(4) _cell_angle_gamma 90.00 _cell_volume 4470.27(18) _cell_formula_units_Z 4 _cell_measurement_temperature 123 _cell_measurement_reflns_used 111 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 30.5 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.322 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1868 _exptl_absorpt_coefficient_mu 0.391 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.791357 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details twinabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 123 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 17832 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0384 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 30.60 _reflns_number_total 17992 _reflns_number_gt 16984 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (BrukerAXS, 1997)' _computing_cell_refinement 'SMART (BrukerAXS, 1997)' _computing_data_reduction 'SAINT+ (BrukerAXS, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _computing_structure_refinement X-SEED _computing_molecular_graphics 'MERCURY 1.4 (Bruno et al., 2002)' _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0553P)^2^+10.0418P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 17992 _refine_ls_number_parameters 580 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0778 _refine_ls_R_factor_gt 0.0732 _refine_ls_wR_factor_ref 0.1919 _refine_ls_wR_factor_gt 0.1881 _refine_ls_goodness_of_fit_ref 1.191 _refine_ls_restrained_S_all 1.191 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.69510(3) 0.95757(3) 0.793250(17) 0.01087(9) Uani 1 1 d . . . N5 N 0.22448(19) 0.9702(2) 0.81446(12) 0.0212(5) Uani 1 1 d . . . N6 N 0.53189(17) 0.96044(19) 0.79954(11) 0.0160(5) Uani 1 1 d . . . N3 N 0.85923(17) 0.95360(18) 0.78589(11) 0.0154(5) Uani 1 1 d . . . N4 N 1.16587(18) 0.9641(2) 0.76734(12) 0.0201(5) Uani 1 1 d . . . C19 C 1.0630(2) 0.9618(2) 0.77649(13) 0.0171(5) Uani 1 1 d . . . C24 C 0.3277(2) 0.9686(2) 0.80558(13) 0.0164(5) Uani 1 1 d . . . C23 C 0.3626(2) 0.9566(2) 0.75116(13) 0.0183(6) Uani 1 1 d . . . H23 H 0.3188 0.9514 0.7163 0.022 Uiso 1 1 calc R . . C50 C 0.3934(2) 0.9510(2) 0.59363(12) 0.0154(5) Uani 1 1 d . . . H50 H 0.4501 0.9162 0.5907 0.018 Uiso 1 1 calc R . . C22 C 0.4646(2) 0.9525(2) 0.75074(13) 0.0179(6) Uani 1 1 d . . . H22 H 0.4884 0.9437 0.7145 0.022 Uiso 1 1 calc R . . O2 O 0.70910(15) 1.06454(13) 0.84107(8) 0.0141(4) Uani 1 1 d . . . O1 O 0.67476(14) 0.99811(14) 0.71392(8) 0.0129(4) Uani 1 1 d . . . C46 C 0.2176(2) 0.9658(2) 0.59252(15) 0.0226(6) Uani 1 1 d . . . H46 H 0.1541 0.9403 0.5896 0.027 Uiso 1 1 calc R . . C49 C 0.4043(2) 1.0447(2) 0.60422(13) 0.0199(6) Uani 1 1 d . . . H49 H 0.4677 1.0707 0.6087 0.024 Uiso 1 1 calc R . . N2 N 0.73241(17) 0.88112(16) 0.87134(10) 0.0137(4) Uani 1 1 d . . . C26 C 0.4968(2) 0.9731(2) 0.85181(13) 0.0169(6) Uani 1 1 d . . . H26 H 0.5422 0.9790 0.8860 0.020 Uiso 1 1 calc R . . N1 N 0.66847(17) 0.82376(17) 0.76214(10) 0.0136(4) Uani 1 1 d . . . C10 C 0.7467(2) 0.9112(2) 0.92501(12) 0.0160(5) Uani 1 1 d . . . H10 H 0.7653 0.8696 0.9553 0.019 Uiso 1 1 calc R . . C12 C 0.7458(2) 1.0262(2) 1.00239(13) 0.0195(6) Uani 1 1 d . . . H12 H 0.7613 0.9798 1.0298 0.023 Uiso 1 1 calc R . . C28 C 0.3880(3) 0.7414(2) 0.68173(14) 0.0232(6) Uani 1 1 d . . . H28 H 0.4448 0.7463 0.6626 0.028 Uiso 1 1 calc R . . C21 C 0.9255(2) 0.9807(2) 0.83175(14) 0.0223(6) Uani 1 1 d . . . H21 H 0.9018 0.9976 0.8668 0.027 Uiso 1 1 calc R . . C20 C 1.0274(2) 0.9846(2) 0.82917(14) 0.0218(6) Uani 1 1 d . . . H20 H 1.0711 1.0021 0.8622 0.026 Uiso 1 1 calc R . . C9 C 0.7476(2) 0.7838(2) 0.85968(13) 0.0174(5) Uani 1 1 d . . . H9A H 0.7411 0.7482 0.8949 0.021 Uiso 1 1 calc R . . H9B H 0.8138 0.7739 0.8485 0.021 Uiso 1 1 calc R . . C42 C 0.5008(2) 0.6588(2) 0.47456(15) 0.0242(7) Uani 1 1 d . . . H42 H 0.5438 0.6291 0.4521 0.029 Uiso 1 1 calc R . . C18 C 0.9959(2) 0.9334(3) 0.72894(14) 0.0231(7) Uani 1 1 d . . . H18 H 1.0182 0.9171 0.6933 0.028 Uiso 1 1 calc R . . C17 C 0.8949(2) 0.9294(2) 0.73518(14) 0.0207(6) Uani 1 1 d . . . H17 H 0.8502 0.9093 0.7033 0.025 Uiso 1 1 calc R . . C39 C 0.3696(2) 0.75036(19) 0.54423(12) 0.0143(5) Uani 1 1 d . . . C13 C 0.7334(2) 1.1136(2) 1.02237(13) 0.0222(6) Uani 1 1 d . . . H13 H 0.7419 1.1263 1.0628 0.027 Uiso 1 1 calc R . . C14 C 0.7080(3) 1.1825(2) 0.98103(15) 0.0229(6) Uani 1 1 d . . . H14 H 0.6975 1.2412 0.9943 0.027 Uiso 1 1 calc R . . C48 C 0.3214(3) 1.0987(2) 0.60809(15) 0.0245(7) Uani 1 1 d . . . H48 H 0.3286 1.1609 0.6148 0.029 Uiso 1 1 calc R . . C27 C 0.2942(2) 0.7606(2) 0.64920(13) 0.0197(6) Uani 1 1 d . . . B1 B 0.2859(2) 0.7981(2) 0.58040(14) 0.0149(6) Uani 1 1 d . . . C40 C 0.4018(2) 0.7893(2) 0.49360(13) 0.0188(6) Uani 1 1 d . . . H40 H 0.3799 0.8476 0.4827 0.023 Uiso 1 1 calc R . . C45 C 0.2997(2) 0.9083(2) 0.58736(12) 0.0140(5) Uani 1 1 d . . . C43 C 0.4713(3) 0.6176(2) 0.52445(15) 0.0262(7) Uani 1 1 d . . . H43 H 0.4950 0.5600 0.5357 0.031 Uiso 1 1 calc R . . C44 C 0.4064(2) 0.6623(2) 0.55780(14) 0.0209(6) Uani 1 1 d . . . H44 H 0.3864 0.6325 0.5905 0.025 Uiso 1 1 calc R . . C11 C 0.7355(2) 1.0058(2) 0.94117(12) 0.0150(5) Uani 1 1 d . . . C25 C 0.3959(2) 0.9777(2) 0.85659(13) 0.0179(6) Uani 1 1 d . . . H25 H 0.3739 0.9866 0.8933 0.021 Uiso 1 1 calc R . . C29 C 0.3993(3) 0.7157(3) 0.74104(15) 0.0297(8) Uani 1 1 d . . . H29 H 0.4625 0.7025 0.7605 0.036 Uiso 1 1 calc R . . C16 C 0.7144(2) 1.0773(2) 0.89961(12) 0.0138(5) Uani 1 1 d . . . C47 C 0.2275(3) 1.0591(2) 0.60182(16) 0.0273(7) Uani 1 1 d . . . H47 H 0.1711 1.0948 0.6038 0.033 Uiso 1 1 calc R . . C41 C 0.4650(2) 0.7448(2) 0.45880(14) 0.0208(6) Uani 1 1 d . . . H41 H 0.4831 0.7729 0.4251 0.025 Uiso 1 1 calc R . . C8 C 0.6688(2) 0.7559(2) 0.80968(13) 0.0175(6) Uani 1 1 d . . . H8A H 0.6839 0.6961 0.7951 0.021 Uiso 1 1 calc R . . H8B H 0.6037 0.7535 0.8236 0.021 Uiso 1 1 calc R . . C1 C 0.6659(2) 0.9545(2) 0.66212(11) 0.0132(5) Uani 1 1 d . . . C6 C 0.6512(2) 0.85948(19) 0.65706(12) 0.0134(5) Uani 1 1 d . . . C7 C 0.6530(2) 0.7990(2) 0.70781(13) 0.0150(5) Uani 1 1 d . . . H7 H 0.6420 0.7374 0.7002 0.018 Uiso 1 1 calc R . . C33 C 0.1802(2) 0.7717(2) 0.53972(13) 0.0172(6) Uani 1 1 d . . . C38 C 0.1426(2) 0.8238(2) 0.49057(13) 0.0201(6) Uani 1 1 d . . . H38 H 0.1740 0.8786 0.4841 0.024 Uiso 1 1 calc R . . C2 C 0.6705(2) 1.0053(2) 0.61010(12) 0.0167(5) Uani 1 1 d . . . H2 H 0.6803 1.0678 0.6126 0.020 Uiso 1 1 calc R . . C34 C 0.1294(2) 0.6895(2) 0.54685(16) 0.0244(6) Uani 1 1 d . . . H34 H 0.1516 0.6521 0.5788 0.029 Uiso 1 1 calc R . . C15 C 0.6981(2) 1.1653(2) 0.92082(14) 0.0186(6) Uani 1 1 d . . . H15 H 0.6806 1.2122 0.8941 0.022 Uiso 1 1 calc R . . C32 C 0.2128(3) 0.7553(3) 0.68168(17) 0.0337(8) Uani 1 1 d . . . H32 H 0.1492 0.7692 0.6630 0.040 Uiso 1 1 calc R . . C30 C 0.3171(3) 0.7097(3) 0.77088(16) 0.0399(10) Uani 1 1 d . . . H30 H 0.3240 0.6923 0.8105 0.048 Uiso 1 1 calc R . . C31 C 0.2242(3) 0.7299(4) 0.74113(18) 0.0450(12) Uani 1 1 d . . . H31 H 0.1683 0.7266 0.7611 0.054 Uiso 1 1 calc R . . C5 C 0.6377(2) 0.8189(2) 0.60058(13) 0.0172(5) Uani 1 1 d . . . H5 H 0.6253 0.7568 0.5972 0.021 Uiso 1 1 calc R . . O3A O 0.9648(2) 0.8495(2) 0.59387(12) 0.0366(6) Uani 1 1 d . . . H3A H 0.9792 0.8090 0.5717 0.044 Uiso 1 1 calc R . . C3 C 0.6605(2) 0.9630(2) 0.55523(12) 0.0197(6) Uani 1 1 d . . . H3 H 0.6658 0.9973 0.5214 0.024 Uiso 1 1 calc R . . C4 C 0.6427(2) 0.8700(2) 0.55012(13) 0.0188(6) Uani 1 1 d . . . H4 H 0.6341 0.8425 0.5130 0.023 Uiso 1 1 calc R . . O4 O 0.6443(2) 1.2127(2) 0.76278(15) 0.0430(7) Uani 1 1 d . . . H4A H 0.6648 1.1732 0.7868 0.052 Uiso 1 1 calc R . . C36 C 0.0125(3) 0.7165(3) 0.45921(17) 0.0311(8) Uani 1 1 d . . . H36 H -0.0422 0.6984 0.4328 0.037 Uiso 1 1 calc R . . C37 C 0.0603(2) 0.7977(3) 0.45073(15) 0.0253(7) Uani 1 1 d . . . H37 H 0.0378 0.8348 0.4186 0.030 Uiso 1 1 calc R . . C35 C 0.0467(3) 0.6622(3) 0.50746(18) 0.0308(8) Uani 1 1 d . . . H35 H 0.0147 0.6077 0.5136 0.037 Uiso 1 1 calc R . . C51 C 0.9267(3) 0.9249(3) 0.5600(2) 0.0411(10) Uani 1 1 d . . . H51A H 0.8831 0.9592 0.5819 0.062 Uiso 1 1 calc R . . H51B H 0.8900 0.9041 0.5235 0.062 Uiso 1 1 calc R . . H51C H 0.9809 0.9629 0.5513 0.062 Uiso 1 1 calc R . . C52 C 0.5452(4) 1.1946(3) 0.7405(3) 0.0567(15) Uani 1 1 d . . . H52A H 0.5088 1.1777 0.7725 0.085 Uiso 1 1 calc R . . H52B H 0.5429 1.1456 0.7124 0.085 Uiso 1 1 calc R . . H52C H 0.5156 1.2479 0.7212 0.085 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.00674(16) 0.01511(17) 0.01069(16) 0.00140(14) 0.00076(13) -0.00022(14) N5 0.0118(11) 0.0316(14) 0.0201(12) 0.0013(10) 0.0019(9) -0.0003(11) N6 0.0086(10) 0.0221(12) 0.0172(11) 0.0013(10) 0.0019(9) 0.0009(9) N3 0.0068(10) 0.0226(12) 0.0173(11) -0.0004(10) 0.0032(8) 0.0011(9) N4 0.0086(11) 0.0303(14) 0.0214(12) -0.0018(11) 0.0014(9) -0.0004(10) C19 0.0100(12) 0.0220(14) 0.0197(13) 0.0006(11) 0.0034(10) -0.0006(11) C24 0.0093(11) 0.0227(14) 0.0175(12) 0.0008(11) 0.0031(10) 0.0021(11) C23 0.0090(12) 0.0322(16) 0.0135(12) -0.0001(12) 0.0010(9) -0.0006(12) C50 0.0169(13) 0.0160(12) 0.0129(11) 0.0000(10) 0.0009(10) 0.0024(11) C22 0.0103(12) 0.0299(16) 0.0139(12) -0.0009(11) 0.0024(10) 0.0005(12) O2 0.0128(9) 0.0168(9) 0.0127(8) 0.0003(7) 0.0015(7) 0.0004(7) O1 0.0120(9) 0.0171(9) 0.0093(8) 0.0006(7) 0.0001(7) 0.0005(7) C46 0.0150(14) 0.0258(16) 0.0263(15) -0.0097(13) 0.0000(11) 0.0009(12) C49 0.0224(15) 0.0186(13) 0.0179(13) -0.0022(11) -0.0001(11) -0.0029(12) N2 0.0085(10) 0.0171(11) 0.0150(10) 0.0031(8) 0.0003(8) 0.0021(9) C26 0.0094(12) 0.0271(16) 0.0145(12) 0.0012(11) 0.0024(10) -0.0012(11) N1 0.0105(10) 0.0163(11) 0.0137(10) 0.0040(9) 0.0009(8) -0.0012(9) C10 0.0105(12) 0.0229(14) 0.0141(12) 0.0030(10) 0.0001(10) 0.0016(11) C12 0.0165(14) 0.0286(16) 0.0133(12) 0.0002(11) 0.0017(10) -0.0014(12) C28 0.0229(16) 0.0304(17) 0.0152(13) 0.0018(12) -0.0022(11) -0.0061(13) C21 0.0109(13) 0.0361(18) 0.0209(14) -0.0082(13) 0.0056(11) -0.0022(12) C20 0.0107(13) 0.0343(17) 0.0203(14) -0.0104(12) 0.0019(11) -0.0046(12) C9 0.0169(14) 0.0174(13) 0.0174(13) 0.0032(10) 0.0009(10) 0.0018(11) C42 0.0150(14) 0.0287(17) 0.0282(16) -0.0133(13) 0.0004(12) 0.0022(12) C18 0.0107(13) 0.0405(19) 0.0185(14) -0.0021(13) 0.0033(11) 0.0031(12) C17 0.0099(12) 0.0332(17) 0.0185(13) -0.0051(12) -0.0002(10) 0.0009(12) C39 0.0103(12) 0.0164(13) 0.0149(12) -0.0022(10) -0.0035(9) -0.0006(10) C13 0.0221(15) 0.0304(16) 0.0145(12) -0.0037(12) 0.0044(11) -0.0050(13) C14 0.0238(15) 0.0218(15) 0.0242(15) -0.0067(12) 0.0077(12) -0.0035(12) C48 0.0297(17) 0.0177(14) 0.0248(16) -0.0082(12) -0.0009(13) 0.0026(13) C27 0.0195(14) 0.0207(14) 0.0190(13) 0.0016(11) 0.0020(11) 0.0006(12) B1 0.0131(14) 0.0175(14) 0.0142(13) -0.0002(11) 0.0019(11) 0.0007(11) C40 0.0222(15) 0.0160(13) 0.0181(13) -0.0016(11) 0.0022(11) 0.0001(11) C45 0.0143(12) 0.0183(13) 0.0094(11) -0.0008(9) 0.0007(9) 0.0002(10) C43 0.0285(17) 0.0197(15) 0.0280(16) -0.0062(12) -0.0054(13) 0.0073(13) C44 0.0253(16) 0.0149(13) 0.0211(14) -0.0004(11) -0.0023(12) 0.0008(12) C11 0.0086(12) 0.0231(14) 0.0135(11) -0.0023(10) 0.0022(9) -0.0004(10) C25 0.0103(12) 0.0278(16) 0.0158(13) -0.0019(11) 0.0025(10) -0.0009(11) C29 0.0301(18) 0.0342(19) 0.0221(15) 0.0076(14) -0.0064(13) -0.0054(15) C16 0.0064(11) 0.0215(13) 0.0137(11) -0.0021(10) 0.0020(9) -0.0032(10) C47 0.0195(15) 0.0285(18) 0.0326(17) -0.0138(14) -0.0016(13) 0.0087(13) C41 0.0186(14) 0.0251(15) 0.0196(13) -0.0056(11) 0.0064(11) -0.0061(12) C8 0.0203(14) 0.0159(13) 0.0158(12) 0.0036(10) 0.0003(10) -0.0039(11) C1 0.0082(11) 0.0177(12) 0.0135(11) 0.0024(10) 0.0002(9) 0.0023(10) C6 0.0093(11) 0.0163(12) 0.0144(12) 0.0009(9) 0.0010(9) 0.0011(10) C7 0.0106(12) 0.0177(13) 0.0164(12) 0.0014(10) 0.0007(10) -0.0004(10) C33 0.0137(13) 0.0199(14) 0.0182(13) -0.0041(11) 0.0021(10) 0.0004(11) C38 0.0171(14) 0.0246(15) 0.0175(13) -0.0044(11) -0.0016(11) -0.0003(12) C2 0.0160(13) 0.0179(13) 0.0159(12) 0.0016(10) 0.0009(10) 0.0014(11) C34 0.0173(14) 0.0221(15) 0.0338(17) -0.0022(13) 0.0032(13) -0.0003(12) C15 0.0158(13) 0.0189(14) 0.0219(14) 0.0000(11) 0.0052(11) -0.0030(11) C32 0.0238(17) 0.052(2) 0.0263(17) 0.0098(16) 0.0060(14) 0.0052(16) C30 0.040(2) 0.060(3) 0.0194(15) 0.0161(17) 0.0009(16) -0.011(2) C31 0.029(2) 0.078(3) 0.0292(19) 0.016(2) 0.0113(16) -0.006(2) C5 0.0131(13) 0.0199(13) 0.0184(13) -0.0018(11) 0.0014(10) 0.0009(11) O3A 0.0395(16) 0.0377(15) 0.0332(14) -0.0063(12) 0.0067(12) -0.0003(13) C3 0.0189(14) 0.0273(15) 0.0130(12) 0.0030(11) 0.0024(10) 0.0040(13) C4 0.0159(13) 0.0258(15) 0.0143(12) -0.0028(11) 0.0009(10) 0.0013(12) O4 0.0410(17) 0.0339(16) 0.0528(18) 0.0109(14) 0.0008(14) -0.0003(13) C36 0.0125(14) 0.044(2) 0.0356(18) -0.0199(16) 0.0001(13) -0.0028(14) C37 0.0158(14) 0.0384(19) 0.0206(14) -0.0076(14) -0.0018(11) 0.0042(13) C35 0.0194(16) 0.0258(17) 0.047(2) -0.0103(16) 0.0038(15) -0.0075(14) C51 0.031(2) 0.054(3) 0.038(2) -0.0015(19) 0.0030(17) 0.0103(19) C52 0.035(2) 0.033(2) 0.096(4) 0.016(2) -0.017(3) -0.0039(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.8855(19) . ? Fe1 O2 1.907(2) . ? Fe1 N1 2.106(3) . ? Fe1 N2 2.107(2) . ? Fe1 N6 2.225(2) . ? Fe1 N3 2.242(2) . ? N5 N4 1.251(4) 1_455 ? N5 C24 1.432(4) . ? N6 C26 1.346(4) . ? N6 C22 1.346(4) . ? N3 C21 1.345(4) . ? N3 C17 1.352(4) . ? N4 N5 1.251(4) 1_655 ? N4 C19 1.429(4) . ? C19 C18 1.384(4) . ? C19 C20 1.386(4) . ? C24 C23 1.389(4) . ? C24 C25 1.392(4) . ? C23 C22 1.379(4) . ? C23 H23 0.9300 . ? C50 C45 1.402(4) . ? C50 C49 1.402(4) . ? C50 H50 0.9300 . ? C22 H22 0.9300 . ? O2 C16 1.336(3) . ? O1 C1 1.332(3) . ? C46 C47 1.391(5) . ? C46 C45 1.411(4) . ? C46 H46 0.9300 . ? C49 C48 1.384(5) . ? C49 H49 0.9300 . ? N2 C10 1.288(4) . ? N2 C9 1.474(4) . ? C26 C25 1.381(4) . ? C26 H26 0.9300 . ? N1 C7 1.279(4) . ? N1 C8 1.470(4) . ? C10 C11 1.451(4) . ? C10 H10 0.9300 . ? C12 C13 1.379(5) . ? C12 C11 1.413(4) . ? C12 H12 0.9300 . ? C28 C29 1.390(4) . ? C28 C27 1.410(4) . ? C28 H28 0.9300 . ? C21 C20 1.383(4) . ? C21 H21 0.9300 . ? C20 H20 0.9300 . ? C9 C8 1.512(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C42 C41 1.383(5) . ? C42 C43 1.387(5) . ? C42 H42 0.9300 . ? C18 C17 1.389(4) . ? C18 H18 0.9300 . ? C17 H17 0.9300 . ? C39 C40 1.402(4) . ? C39 C44 1.407(4) . ? C39 B1 1.637(4) . ? C13 C14 1.395(5) . ? C13 H13 0.9300 . ? C14 C15 1.381(4) . ? C14 H14 0.9300 . ? C48 C47 1.385(5) . ? C48 H48 0.9300 . ? C27 C32 1.401(5) . ? C27 B1 1.648(4) . ? B1 C45 1.636(4) . ? B1 C33 1.644(4) . ? C40 C41 1.398(4) . ? C40 H40 0.9300 . ? C43 C44 1.393(5) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? C11 C16 1.418(4) . ? C25 H25 0.9300 . ? C29 C30 1.375(6) . ? C29 H29 0.9300 . ? C16 C15 1.407(4) . ? C47 H47 0.9300 . ? C41 H41 0.9300 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C1 C2 1.406(4) . ? C1 C6 1.414(4) . ? C6 C5 1.406(4) . ? C6 C7 1.454(4) . ? C7 H7 0.9300 . ? C33 C38 1.396(4) . ? C33 C34 1.409(4) . ? C38 C37 1.395(4) . ? C38 H38 0.9300 . ? C2 C3 1.384(4) . ? C2 H2 0.9300 . ? C34 C35 1.397(5) . ? C34 H34 0.9300 . ? C15 H15 0.9300 . ? C32 C31 1.391(5) . ? C32 H32 0.9300 . ? C30 C31 1.378(6) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C5 C4 1.380(4) . ? C5 H5 0.9300 . ? O3A C51 1.410(5) . ? O3A H3A 0.8200 . ? C3 C4 1.390(5) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? O4 C52 1.395(5) . ? O4 H4A 0.8200 . ? C36 C37 1.382(6) . ? C36 C35 1.387(6) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? C35 H35 0.9300 . ? C51 H51A 0.9600 . ? C51 H51B 0.9600 . ? C51 H51C 0.9600 . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O2 106.02(9) . . ? O1 Fe1 N1 88.65(9) . . ? O2 Fe1 N1 164.14(9) . . ? O1 Fe1 N2 164.63(9) . . ? O2 Fe1 N2 87.95(9) . . ? N1 Fe1 N2 78.28(9) . . ? O1 Fe1 N6 91.71(9) . . ? O2 Fe1 N6 88.58(9) . . ? N1 Fe1 N6 84.90(10) . . ? N2 Fe1 N6 95.11(9) . . ? O1 Fe1 N3 87.86(9) . . ? O2 Fe1 N3 92.09(9) . . ? N1 Fe1 N3 94.52(9) . . ? N2 Fe1 N3 85.18(9) . . ? N6 Fe1 N3 179.28(10) . . ? N4 N5 C24 113.5(2) 1_455 . ? C26 N6 C22 117.6(2) . . ? C26 N6 Fe1 121.36(19) . . ? C22 N6 Fe1 120.99(19) . . ? C21 N3 C17 117.7(2) . . ? C21 N3 Fe1 120.04(19) . . ? C17 N3 Fe1 122.16(19) . . ? N5 N4 C19 113.4(2) 1_655 . ? C18 C19 C20 118.9(3) . . ? C18 C19 N4 116.4(3) . . ? C20 C19 N4 124.7(3) . . ? C23 C24 C25 119.4(3) . . ? C23 C24 N5 124.9(3) . . ? C25 C24 N5 115.7(3) . . ? C22 C23 C24 117.6(3) . . ? C22 C23 H23 121.2 . . ? C24 C23 H23 121.2 . . ? C45 C50 C49 122.1(3) . . ? C45 C50 H50 118.9 . . ? C49 C50 H50 118.9 . . ? N6 C22 C23 124.0(3) . . ? N6 C22 H22 118.0 . . ? C23 C22 H22 118.0 . . ? C16 O2 Fe1 132.20(18) . . ? C1 O1 Fe1 132.73(18) . . ? C47 C46 C45 122.8(3) . . ? C47 C46 H46 118.6 . . ? C45 C46 H46 118.6 . . ? C48 C49 C50 120.4(3) . . ? C48 C49 H49 119.8 . . ? C50 C49 H49 119.8 . . ? C10 N2 C9 119.7(2) . . ? C10 N2 Fe1 127.3(2) . . ? C9 N2 Fe1 112.96(17) . . ? N6 C26 C25 122.4(3) . . ? N6 C26 H26 118.8 . . ? C25 C26 H26 118.8 . . ? C7 N1 C8 120.1(3) . . ? C7 N1 Fe1 126.2(2) . . ? C8 N1 Fe1 113.77(18) . . ? N2 C10 C11 124.1(3) . . ? N2 C10 H10 118.0 . . ? C11 C10 H10 118.0 . . ? C13 C12 C11 121.4(3) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C29 C28 C27 123.0(3) . . ? C29 C28 H28 118.5 . . ? C27 C28 H28 118.5 . . ? N3 C21 C20 123.1(3) . . ? N3 C21 H21 118.5 . . ? C20 C21 H21 118.5 . . ? C21 C20 C19 118.8(3) . . ? C21 C20 H20 120.6 . . ? C19 C20 H20 120.6 . . ? N2 C9 C8 107.4(2) . . ? N2 C9 H9A 110.2 . . ? C8 C9 H9A 110.2 . . ? N2 C9 H9B 110.2 . . ? C8 C9 H9B 110.2 . . ? H9A C9 H9B 108.5 . . ? C41 C42 C43 118.9(3) . . ? C41 C42 H42 120.5 . . ? C43 C42 H42 120.5 . . ? C19 C18 C17 119.1(3) . . ? C19 C18 H18 120.5 . . ? C17 C18 H18 120.5 . . ? N3 C17 C18 122.4(3) . . ? N3 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C40 C39 C44 114.8(3) . . ? C40 C39 B1 122.8(3) . . ? C44 C39 B1 122.1(3) . . ? C12 C13 C14 119.0(3) . . ? C12 C13 H13 120.5 . . ? C14 C13 H13 120.5 . . ? C15 C14 C13 121.2(3) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C49 C48 C47 119.2(3) . . ? C49 C48 H48 120.4 . . ? C47 C48 H48 120.4 . . ? C32 C27 C28 115.1(3) . . ? C32 C27 B1 123.7(3) . . ? C28 C27 B1 120.9(3) . . ? C45 B1 C39 113.3(2) . . ? C45 B1 C33 111.6(2) . . ? C39 B1 C33 102.7(2) . . ? C45 B1 C27 104.3(2) . . ? C39 B1 C27 111.4(2) . . ? C33 B1 C27 113.9(2) . . ? C41 C40 C39 123.2(3) . . ? C41 C40 H40 118.4 . . ? C39 C40 H40 118.4 . . ? C50 C45 C46 115.4(3) . . ? C50 C45 B1 123.0(3) . . ? C46 C45 B1 121.4(3) . . ? C42 C43 C44 120.3(3) . . ? C42 C43 H43 119.9 . . ? C44 C43 H43 119.9 . . ? C43 C44 C39 122.9(3) . . ? C43 C44 H44 118.6 . . ? C39 C44 H44 118.6 . . ? C12 C11 C16 119.0(3) . . ? C12 C11 C10 116.9(3) . . ? C16 C11 C10 124.1(2) . . ? C26 C25 C24 119.0(3) . . ? C26 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? C30 C29 C28 119.9(4) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? O2 C16 C15 118.6(3) . . ? O2 C16 C11 122.7(3) . . ? C15 C16 C11 118.7(3) . . ? C48 C47 C46 120.0(3) . . ? C48 C47 H47 120.0 . . ? C46 C47 H47 120.0 . . ? C42 C41 C40 120.0(3) . . ? C42 C41 H41 120.0 . . ? C40 C41 H41 120.0 . . ? N1 C8 C9 107.7(2) . . ? N1 C8 H8A 110.2 . . ? C9 C8 H8A 110.2 . . ? N1 C8 H8B 110.2 . . ? C9 C8 H8B 110.2 . . ? H8A C8 H8B 108.5 . . ? O1 C1 C2 118.6(3) . . ? O1 C1 C6 122.9(2) . . ? C2 C1 C6 118.5(3) . . ? C5 C6 C1 119.6(3) . . ? C5 C6 C7 116.9(3) . . ? C1 C6 C7 123.5(3) . . ? N1 C7 C6 125.2(3) . . ? N1 C7 H7 117.4 . . ? C6 C7 H7 117.4 . . ? C38 C33 C34 115.5(3) . . ? C38 C33 B1 121.4(3) . . ? C34 C33 B1 122.5(3) . . ? C37 C38 C33 123.2(3) . . ? C37 C38 H38 118.4 . . ? C33 C38 H38 118.4 . . ? C3 C2 C1 120.6(3) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C35 C34 C33 122.2(3) . . ? C35 C34 H34 118.9 . . ? C33 C34 H34 118.9 . . ? C14 C15 C16 120.5(3) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C31 C32 C27 121.9(4) . . ? C31 C32 H32 119.1 . . ? C27 C32 H32 119.1 . . ? C29 C30 C31 119.0(3) . . ? C29 C30 H30 120.5 . . ? C31 C30 H30 120.5 . . ? C30 C31 C32 121.1(4) . . ? C30 C31 H31 119.4 . . ? C32 C31 H31 119.4 . . ? C4 C5 C6 120.9(3) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C51 O3A H3A 109.5 . . ? C2 C3 C4 120.8(3) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 119.5(3) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C52 O4 H4A 109.5 . . ? C37 C36 C35 119.5(3) . . ? C37 C36 H36 120.2 . . ? C35 C36 H36 120.2 . . ? C36 C37 C38 119.6(3) . . ? C36 C37 H37 120.2 . . ? C38 C37 H37 120.2 . . ? C36 C35 C34 120.0(3) . . ? C36 C35 H35 120.0 . . ? C34 C35 H35 120.0 . . ? O3A C51 H51A 109.5 . . ? O3A C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? O3A C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? O4 C52 H52A 109.5 . . ? O4 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? O4 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4A O2 0.82 2.06 2.877(4) 174.1 . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 30.60 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.913 _refine_diff_density_min -0.794 _refine_diff_density_rms 0.092 # Attachment '1b.CIF' #========================================================================== data_1b _database_code_depnum_ccdc_archive 'CCDC 738867' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' _chemical_name_systematic ; ? ; _chemical_name_common 1b _chemical_melting_point ? _chemical_formula_moiety 'C28 H24 Fe N4 O2, C24 H20 B, 2(C H4 O)' _chemical_formula_sum 'C54 H52 B Fe N4 O4' _chemical_formula_weight 887.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2yn' 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 13.7711(4) _cell_length_b 14.6168(4) _cell_length_c 22.6560(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.0780(10) _cell_angle_gamma 90.00 _cell_volume 4525.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 123 _cell_measurement_reflns_used 111 _cell_measurement_theta_min 2.1565 _cell_measurement_theta_max 24.4445 _exptl_crystal_description plate _exptl_crystal_colour 'orange brown' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.303 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1868 _exptl_absorpt_coefficient_mu 0.385 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.862333 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7714 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0673 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 24.75 _reflns_number_total 7714 _reflns_number_gt 5758 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (BrukerAXS, 1997)' _computing_cell_refinement 'SMART (BrukerAXS, 1997)' _computing_data_reduction 'SAINT+ (BrukerAXS, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _computing_structure_refinement X-SEED _computing_molecular_graphics 'MERCURY 1.4 (Bruno et al., 2002)' _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0193P)^2^+10.6857P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7714 _refine_ls_number_parameters 581 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0924 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1224 _refine_ls_wR_factor_gt 0.1076 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.69408(4) 0.95728(3) 0.79369(2) 0.01526(14) Uani 1 1 d . . . N3 N 0.5369(2) 0.9598(2) 0.80123(12) 0.0181(6) Uani 1 1 d . . . N4 N -0.1483(2) 0.9553(2) 0.78527(12) 0.0181(6) Uani 1 1 d . . . C22 C 0.2300(3) 0.9849(3) 0.81070(16) 0.0256(9) Uani 1 1 d . . . H22 H 0.2123 1.0080 0.8461 0.031 Uiso 1 1 calc R . . C18 C 0.3722(3) 0.9647(3) 0.75129(15) 0.0251(9) Uani 1 1 d . . . H18 H 0.3306 0.9622 0.7157 0.030 Uiso 1 1 calc R . . O2 O 0.70809(17) 1.06502(15) 0.84177(9) 0.0183(5) Uani 1 1 d . . . O1 O 0.67298(17) 0.99717(16) 0.71394(9) 0.0180(5) Uani 1 1 d . . . C1 C 0.6639(2) 0.9533(2) 0.66213(14) 0.0168(8) Uani 1 1 d . . . C19 C 0.3346(3) 0.9781(2) 0.80565(15) 0.0226(8) Uani 1 1 d . . . C21 C 0.5009(3) 0.9746(2) 0.85273(15) 0.0213(8) Uani 1 1 d . . . H21 H 0.5446 0.9793 0.8874 0.026 Uiso 1 1 calc R . . C17 C 0.4707(3) 0.9555(3) 0.75168(16) 0.0266(9) Uani 1 1 d . . . H17 H 0.4943 0.9456 0.7155 0.032 Uiso 1 1 calc R . . C10 C 0.7455(2) 0.9112(2) 0.92547(15) 0.0198(8) Uani 1 1 d . . . H10 H 0.7633 0.8693 0.9558 0.024 Uiso 1 1 calc R . . N2 N 0.7319(2) 0.88072(19) 0.87178(12) 0.0170(7) Uani 1 1 d . . . C9 C 0.7469(3) 0.7835(2) 0.86056(15) 0.0198(8) Uani 1 1 d . . . H9A H 0.7406 0.7481 0.8961 0.024 Uiso 1 1 calc R . . H9B H 0.8119 0.7736 0.8494 0.024 Uiso 1 1 calc R . . C8 C 0.6701(3) 0.7541(2) 0.81055(15) 0.0212(8) Uani 1 1 d . . . H8A H 0.6859 0.6942 0.7959 0.025 Uiso 1 1 calc R . . H8B H 0.6064 0.7508 0.8246 0.025 Uiso 1 1 calc R . . N1 N 0.6689(2) 0.82253(19) 0.76292(12) 0.0175(7) Uani 1 1 d . . . C3 C 0.6572(3) 0.9610(3) 0.55526(15) 0.0242(9) Uani 1 1 d . . . H3 H 0.6615 0.9956 0.5212 0.029 Uiso 1 1 calc R . . C26 C 0.0537(3) 0.9612(3) 0.77483(16) 0.0247(9) Uani 1 1 d . . . C12 C 0.7439(3) 1.0266(3) 1.00313(15) 0.0234(9) Uani 1 1 d . . . H12 H 0.7588 0.9801 1.0307 0.028 Uiso 1 1 calc R . . C46 C 0.8992(3) 0.7115(2) 0.99301(15) 0.0208(8) Uani 1 1 d . . . H46 H 0.8767 0.6536 0.9813 0.025 Uiso 1 1 calc R . . C47 C 0.6817(3) 0.7277(2) 1.03964(15) 0.0211(8) Uani 1 1 d . . . C5 C 0.6354(2) 0.8166(2) 0.60066(15) 0.0199(8) Uani 1 1 d . . . H5 H 0.6230 0.7542 0.5974 0.024 Uiso 1 1 calc R . . C44 C 0.9980(3) 0.8415(3) 0.97583(17) 0.0274(9) Uani 1 1 d . . . H44 H 1.0411 0.8711 0.9536 0.033 Uiso 1 1 calc R . . C25 C -0.0144(3) 0.9299(3) 0.72870(16) 0.0290(10) Uani 1 1 d . . . H25 H 0.0062 0.9103 0.6932 0.035 Uiso 1 1 calc R . . C42 C 0.9058(3) 0.8374(2) 1.05859(16) 0.0240(9) Uani 1 1 d . . . H42 H 0.8872 0.8669 1.0918 0.029 Uiso 1 1 calc R . . C43 C 0.9697(3) 0.8818(3) 1.02543(17) 0.0289(9) Uani 1 1 d . . . H43 H 0.9934 0.9395 1.0370 0.035 Uiso 1 1 calc R . . C52 C 0.6443(3) 0.6744(3) 0.99041(15) 0.0242(9) Uani 1 1 d . . . H52 H 0.6752 0.6195 0.9837 0.029 Uiso 1 1 calc R . . C2 C 0.6685(3) 1.0028(3) 0.60993(14) 0.0209(8) Uani 1 1 d . . . H2 H 0.6795 1.0656 0.6122 0.025 Uiso 1 1 calc R . . C15 C 0.6972(3) 1.1656(3) 0.92187(15) 0.0221(8) Uani 1 1 d . . . H15 H 0.6795 1.2128 0.8952 0.027 Uiso 1 1 calc R . . C28 C -0.0825(3) 0.9843(3) 0.83003(16) 0.0301(10) Uani 1 1 d . . . H28 H -0.1052 1.0031 0.8651 0.036 Uiso 1 1 calc R . . C51 C 0.5629(3) 0.7003(3) 0.95115(16) 0.0304(10) Uani 1 1 d . . . H51 H 0.5408 0.6627 0.9192 0.036 Uiso 1 1 calc R . . C50 C 0.5153(3) 0.7809(3) 0.95944(18) 0.0340(10) Uani 1 1 d . . . H50 H 0.4611 0.7983 0.9332 0.041 Uiso 1 1 calc R . . C4 C 0.6395(3) 0.8676(3) 0.55026(15) 0.0233(9) Uani 1 1 d . . . H4 H 0.6305 0.8399 0.5130 0.028 Uiso 1 1 calc R . . C20 C 0.4031(3) 0.9831(3) 0.85679(16) 0.0262(9) Uani 1 1 d . . . H20 H 0.3817 0.9923 0.8937 0.031 Uiso 1 1 calc R . . C41 C 0.8682(2) 0.7503(2) 1.04443(14) 0.0174(8) Uani 1 1 d . . . C13 C 0.7311(3) 1.1138(3) 1.02300(16) 0.0261(9) Uani 1 1 d . . . H13 H 0.7386 1.1264 1.0635 0.031 Uiso 1 1 calc R . . C7 C 0.6520(2) 0.7976(2) 0.70823(15) 0.0196(8) Uani 1 1 d . . . H7 H 0.6404 0.7358 0.7007 0.023 Uiso 1 1 calc R . . C6 C 0.6495(2) 0.8577(2) 0.65727(14) 0.0180(8) Uani 1 1 d . . . B1 B 0.7845(3) 0.7018(3) 1.08023(17) 0.0208(9) Uani 1 1 d . . . C24 C -0.1120(3) 0.9281(3) 0.73568(16) 0.0276(9) Uani 1 1 d . . . H24 H -0.1558 0.9068 0.7041 0.033 Uiso 1 1 calc R . . C14 C 0.7068(3) 1.1831(3) 0.98197(16) 0.0271(9) Uani 1 1 d . . . H14 H 0.6969 1.2421 0.9953 0.033 Uiso 1 1 calc R . . C23 C 0.1583(3) 0.9611(3) 0.76911(16) 0.0280(9) Uani 1 1 d . . . H23 H 0.1763 0.9425 0.7327 0.034 Uiso 1 1 calc R . . C16 C 0.7135(2) 1.0781(2) 0.90022(14) 0.0168(8) Uani 1 1 d . . . C48 C 0.6304(3) 0.8094(3) 1.04601(17) 0.0279(9) Uani 1 1 d . . . H48 H 0.6518 0.8479 1.0777 0.033 Uiso 1 1 calc R . . C30 C 0.7198(3) 0.5329(3) 1.09267(15) 0.0238(9) Uani 1 1 d . . . H30 H 0.6572 0.5577 1.0897 0.029 Uiso 1 1 calc R . . C40 C 0.8835(3) 0.7532(3) 1.18241(16) 0.0287(9) Uani 1 1 d . . . H40 H 0.9394 0.7469 1.1635 0.034 Uiso 1 1 calc R . . C29 C 0.7989(3) 0.5913(2) 1.08724(14) 0.0178(8) Uani 1 1 d . . . C35 C 0.7920(3) 0.7385(2) 1.14922(15) 0.0228(9) Uani 1 1 d . . . C34 C 0.8912(3) 0.5490(2) 1.09351(14) 0.0187(8) Uani 1 1 d . . . H34 H 0.9463 0.5848 1.0907 0.022 Uiso 1 1 calc R . . C36 C 0.7118(3) 0.7483(3) 1.18092(17) 0.0316(10) Uani 1 1 d . . . H36 H 0.6491 0.7395 1.1613 0.038 Uiso 1 1 calc R . . C11 C 0.7351(2) 1.0056(2) 0.94195(15) 0.0185(8) Uani 1 1 d . . . C45 C 0.9615(3) 0.7559(3) 0.95935(15) 0.0238(9) Uani 1 1 d . . . H45 H 0.9791 0.7280 0.9253 0.029 Uiso 1 1 calc R . . C31 C 0.7310(3) 0.4399(3) 1.10222(16) 0.0302(10) Uani 1 1 d . . . H31 H 0.6762 0.4036 1.1050 0.036 Uiso 1 1 calc R . . C49 C 0.5489(3) 0.8355(3) 1.00704(19) 0.0339(10) Uani 1 1 d . . . H49 H 0.5170 0.8901 1.0133 0.041 Uiso 1 1 calc R . . C33 C 0.9033(3) 0.4556(3) 1.10382(14) 0.0230(8) Uani 1 1 d . . . H33 H 0.9657 0.4303 1.1082 0.028 Uiso 1 1 calc R . . C32 C 0.8228(3) 0.4002(3) 1.10764(16) 0.0283(9) Uani 1 1 d . . . H32 H 0.8303 0.3376 1.1137 0.034 Uiso 1 1 calc R . . C39 C 0.8944(3) 0.7766(3) 1.24230(17) 0.0365(11) Uani 1 1 d . . . H39 H 0.9565 0.7866 1.2624 0.044 Uiso 1 1 calc R . . C37 C 0.7230(3) 0.7709(3) 1.24101(18) 0.0397(11) Uani 1 1 d . . . H37 H 0.6679 0.7764 1.2607 0.048 Uiso 1 1 calc R . . C38 C 0.8138(3) 0.7850(3) 1.27169(18) 0.0404(11) Uani 1 1 d . . . H38 H 0.8206 0.8001 1.3119 0.048 Uiso 1 1 calc R . . O4 O 0.4670(2) 0.6509(2) 1.09289(13) 0.0446(8) Uani 1 1 d . . . H4A H 0.4834 0.6901 1.0702 0.11(3) Uiso 1 1 calc R . . O3 O 0.6440(2) 1.2120(2) 0.76308(15) 0.0543(9) Uani 1 1 d . . . H3A H 0.6674 1.1667 0.7808 2.0(8) Uiso 1 1 calc R . . C27 C 0.0159(3) 0.9876(3) 0.82685(17) 0.0335(10) Uani 1 1 d . . . H27 H 0.0581 1.0076 0.8595 0.040 Uiso 1 1 calc R . . C54 C 0.4265(3) 0.5760(3) 1.0597(2) 0.0489(13) Uani 1 1 d . . . H54A H 0.4780 0.5361 1.0506 0.073 Uiso 1 1 calc R . . H54B H 0.3903 0.5974 1.0234 0.073 Uiso 1 1 calc R . . H54C H 0.3834 0.5432 1.0825 0.073 Uiso 1 1 calc R . . C53 C 0.5480(4) 1.1938(3) 0.7393(3) 0.0668(17) Uani 1 1 d . . . H53A H 0.5119 1.1724 0.7702 0.100 Uiso 1 1 calc R . . H53B H 0.5475 1.1477 0.7091 0.100 Uiso 1 1 calc R . . H53C H 0.5183 1.2487 0.7222 0.100 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0108(3) 0.0201(3) 0.0148(2) 0.0015(2) 0.00135(19) 0.0005(2) N3 0.0121(16) 0.0227(16) 0.0199(15) -0.0004(13) 0.0032(12) 0.0007(14) N4 0.0143(16) 0.0228(16) 0.0173(14) -0.0033(13) 0.0024(12) -0.0012(14) C22 0.023(2) 0.031(2) 0.0228(19) -0.0064(17) 0.0037(17) -0.0002(18) C18 0.014(2) 0.038(2) 0.0214(18) -0.0036(18) -0.0044(15) 0.0030(18) O2 0.0166(13) 0.0211(13) 0.0175(12) 0.0014(10) 0.0029(10) -0.0013(11) O1 0.0185(14) 0.0213(13) 0.0137(11) 0.0007(10) 0.0008(10) 0.0009(11) C1 0.0082(18) 0.024(2) 0.0178(17) 0.0000(16) 0.0000(14) 0.0023(16) C19 0.018(2) 0.027(2) 0.0235(19) 0.0006(16) 0.0020(16) -0.0012(17) C21 0.013(2) 0.032(2) 0.0183(18) 0.0019(16) 0.0002(15) -0.0003(17) C17 0.020(2) 0.039(2) 0.0210(18) -0.0033(18) 0.0043(16) -0.0013(19) C10 0.0110(19) 0.028(2) 0.0207(18) 0.0052(16) 0.0022(15) 0.0006(16) N2 0.0114(16) 0.0208(16) 0.0188(15) 0.0010(13) 0.0015(12) 0.0007(13) C9 0.019(2) 0.022(2) 0.0184(18) 0.0018(15) 0.0010(15) 0.0038(17) C8 0.021(2) 0.021(2) 0.0218(18) 0.0029(16) 0.0006(16) -0.0031(17) N1 0.0136(16) 0.0216(16) 0.0170(15) 0.0036(13) 0.0004(12) 0.0011(13) C3 0.023(2) 0.033(2) 0.0160(17) 0.0064(17) 0.0018(15) 0.0016(19) C26 0.020(2) 0.028(2) 0.0273(19) -0.0025(17) 0.0073(16) -0.0003(18) C12 0.018(2) 0.030(2) 0.0215(18) 0.0012(17) 0.0022(16) -0.0022(17) C46 0.024(2) 0.0163(19) 0.0216(18) 0.0001(15) 0.0002(16) 0.0003(17) C47 0.020(2) 0.022(2) 0.0218(18) 0.0088(16) 0.0051(16) 0.0003(17) C5 0.016(2) 0.022(2) 0.0224(18) -0.0035(16) 0.0039(15) 0.0000(16) C44 0.019(2) 0.027(2) 0.036(2) 0.0140(19) 0.0050(18) -0.0007(18) C25 0.021(2) 0.048(3) 0.0191(18) -0.0072(18) 0.0030(16) -0.0010(19) C42 0.025(2) 0.024(2) 0.0216(18) 0.0008(16) 0.0011(17) 0.0011(18) C43 0.031(2) 0.021(2) 0.033(2) 0.0029(18) -0.0040(19) -0.0086(18) C52 0.023(2) 0.028(2) 0.0223(19) 0.0082(17) 0.0053(17) -0.0010(18) C2 0.022(2) 0.0214(19) 0.0183(18) 0.0020(16) -0.0002(16) -0.0019(17) C15 0.020(2) 0.024(2) 0.0238(19) 0.0015(16) 0.0075(16) -0.0023(17) C28 0.018(2) 0.051(3) 0.0227(19) -0.0127(19) 0.0057(17) -0.0049(19) C51 0.022(2) 0.046(3) 0.022(2) 0.0116(19) 0.0006(17) -0.003(2) C50 0.018(2) 0.047(3) 0.036(2) 0.019(2) -0.0007(19) 0.004(2) C4 0.021(2) 0.034(2) 0.0155(17) -0.0031(17) 0.0012(15) -0.0004(18) C20 0.023(2) 0.036(2) 0.0212(19) -0.0029(17) 0.0062(17) -0.0029(18) C41 0.0133(19) 0.0175(19) 0.0197(17) 0.0035(15) -0.0054(15) 0.0026(16) C13 0.022(2) 0.038(2) 0.0188(18) -0.0093(18) 0.0050(16) -0.0049(19) C7 0.012(2) 0.021(2) 0.0253(19) -0.0015(16) 0.0024(16) -0.0014(16) C6 0.0114(19) 0.025(2) 0.0175(17) 0.0007(15) 0.0010(14) -0.0009(16) B1 0.020(2) 0.022(2) 0.019(2) 0.0014(18) -0.0014(18) 0.0000(19) C24 0.018(2) 0.040(2) 0.025(2) -0.0037(18) -0.0011(17) -0.0002(18) C14 0.024(2) 0.026(2) 0.033(2) -0.0064(18) 0.0096(18) -0.0027(18) C23 0.023(2) 0.038(2) 0.0244(19) -0.0063(18) 0.0087(17) -0.003(2) C16 0.0088(19) 0.024(2) 0.0179(17) -0.0010(15) 0.0037(14) -0.0020(15) C48 0.021(2) 0.027(2) 0.036(2) 0.0073(18) 0.0041(18) 0.0010(18) C30 0.018(2) 0.032(2) 0.0214(18) 0.0083(17) 0.0000(16) 0.0024(18) C40 0.029(2) 0.035(2) 0.0213(19) -0.0008(18) 0.0027(18) 0.011(2) C29 0.019(2) 0.023(2) 0.0115(16) 0.0018(15) -0.0002(14) -0.0005(17) C35 0.025(2) 0.019(2) 0.0240(19) 0.0016(16) 0.0017(17) 0.0053(17) C34 0.020(2) 0.020(2) 0.0161(17) 0.0012(15) 0.0037(15) -0.0022(17) C36 0.027(2) 0.041(3) 0.027(2) -0.0043(19) 0.0058(18) -0.002(2) C11 0.0106(19) 0.025(2) 0.0199(18) -0.0032(16) 0.0012(15) -0.0011(16) C45 0.022(2) 0.029(2) 0.0206(18) 0.0062(17) 0.0045(16) 0.0064(18) C31 0.026(2) 0.032(2) 0.032(2) 0.0136(18) -0.0004(18) -0.0129(19) C49 0.021(2) 0.031(2) 0.050(3) 0.013(2) 0.005(2) 0.0083(19) C33 0.026(2) 0.027(2) 0.0151(17) 0.0016(16) 0.0012(16) 0.0030(19) C32 0.036(3) 0.024(2) 0.024(2) 0.0067(17) -0.0005(18) -0.0016(19) C39 0.033(3) 0.046(3) 0.028(2) -0.009(2) -0.0053(19) 0.012(2) C37 0.039(3) 0.053(3) 0.030(2) -0.006(2) 0.016(2) 0.004(2) C38 0.047(3) 0.049(3) 0.024(2) -0.012(2) 0.001(2) 0.007(2) O4 0.054(2) 0.0458(19) 0.0345(16) 0.0087(16) 0.0067(15) -0.0013(17) O3 0.048(2) 0.047(2) 0.066(2) 0.0077(17) 0.0031(18) -0.0027(17) C27 0.021(2) 0.053(3) 0.026(2) -0.013(2) 0.0008(17) -0.006(2) C54 0.039(3) 0.064(3) 0.044(3) -0.001(2) 0.006(2) -0.010(3) C53 0.040(3) 0.036(3) 0.112(5) 0.023(3) -0.036(3) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.887(2) . ? Fe1 O2 1.911(2) . ? Fe1 N2 2.104(3) . ? Fe1 N1 2.104(3) . ? Fe1 N3 2.193(3) . ? Fe1 N4 2.203(3) 1_655 ? N3 C21 1.340(4) . ? N3 C17 1.357(4) . ? N4 C28 1.342(4) . ? N4 C24 1.345(4) . ? N4 Fe1 2.203(3) 1_455 ? C22 C23 1.324(5) . ? C22 C19 1.463(5) . ? C22 H22 0.9300 . ? C18 C17 1.362(5) . ? C18 C19 1.407(5) . ? C18 H18 0.9300 . ? O2 C16 1.331(4) . ? O1 C1 1.330(4) . ? C1 C2 1.395(5) . ? C1 C6 1.413(5) . ? C19 C20 1.402(5) . ? C21 C20 1.368(5) . ? C21 H21 0.9300 . ? C17 H17 0.9300 . ? C10 N2 1.287(4) . ? C10 C11 1.442(5) . ? C10 H10 0.9300 . ? N2 C9 1.463(4) . ? C9 C8 1.514(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C8 N1 1.470(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? N1 C7 1.285(4) . ? C3 C2 1.373(5) . ? C3 C4 1.389(5) . ? C3 H3 0.9300 . ? C26 C25 1.393(5) . ? C26 C27 1.400(5) . ? C26 C23 1.462(5) . ? C12 C13 1.370(5) . ? C12 C11 1.410(5) . ? C12 H12 0.9300 . ? C46 C45 1.378(5) . ? C46 C41 1.408(5) . ? C46 H46 0.9300 . ? C47 C52 1.405(5) . ? C47 C48 1.404(5) . ? C47 B1 1.635(5) . ? C5 C4 1.370(5) . ? C5 C6 1.408(5) . ? C5 H5 0.9300 . ? C44 C43 1.368(5) . ? C44 C45 1.383(5) . ? C44 H44 0.9300 . ? C25 C24 1.373(5) . ? C25 H25 0.9300 . ? C42 C43 1.387(5) . ? C42 C41 1.396(5) . ? C42 H42 0.9300 . ? C43 H43 0.9300 . ? C52 C51 1.394(5) . ? C52 H52 0.9300 . ? C2 H2 0.9300 . ? C15 C14 1.376(5) . ? C15 C16 1.398(5) . ? C15 H15 0.9300 . ? C28 C27 1.368(5) . ? C28 H28 0.9300 . ? C51 C50 1.373(6) . ? C51 H51 0.9300 . ? C50 C49 1.375(6) . ? C50 H50 0.9300 . ? C4 H4 0.9300 . ? C20 H20 0.9300 . ? C41 B1 1.649(5) . ? C13 C14 1.387(5) . ? C13 H13 0.9300 . ? C7 C6 1.448(5) . ? C7 H7 0.9300 . ? B1 C29 1.633(5) . ? B1 C35 1.644(5) . ? C24 H24 0.9300 . ? C14 H14 0.9300 . ? C23 H23 0.9300 . ? C16 C11 1.426(5) . ? C48 C49 1.393(5) . ? C48 H48 0.9300 . ? C30 C31 1.382(5) . ? C30 C29 1.402(5) . ? C30 H30 0.9300 . ? C40 C39 1.389(5) . ? C40 C35 1.402(5) . ? C40 H40 0.9300 . ? C29 C34 1.405(5) . ? C35 C36 1.397(5) . ? C34 C33 1.392(5) . ? C34 H34 0.9300 . ? C36 C37 1.391(5) . ? C36 H36 0.9300 . ? C45 H45 0.9300 . ? C31 C32 1.383(5) . ? C31 H31 0.9300 . ? C49 H49 0.9300 . ? C33 C32 1.384(5) . ? C33 H33 0.9300 . ? C32 H32 0.9300 . ? C39 C38 1.368(6) . ? C39 H39 0.9300 . ? C37 C38 1.370(6) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? O4 C54 1.404(5) . ? O4 H4A 0.8200 . ? O3 C53 1.391(5) . ? O3 H3A 0.8200 . ? C27 H27 0.9300 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? C53 H53A 0.9600 . ? C53 H53B 0.9600 . ? C53 H53C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O2 106.51(10) . . ? O1 Fe1 N2 164.28(10) . . ? O2 Fe1 N2 87.81(10) . . ? O1 Fe1 N1 88.41(10) . . ? O2 Fe1 N1 164.01(10) . . ? N2 Fe1 N1 78.13(11) . . ? O1 Fe1 N3 91.86(10) . . ? O2 Fe1 N3 88.45(10) . . ? N2 Fe1 N3 95.04(11) . . ? N1 Fe1 N3 85.27(11) . . ? O1 Fe1 N4 87.61(10) . 1_655 ? O2 Fe1 N4 91.66(10) . 1_655 ? N2 Fe1 N4 85.49(10) . 1_655 ? N1 Fe1 N4 94.76(11) . 1_655 ? N3 Fe1 N4 179.46(11) . 1_655 ? C21 N3 C17 116.4(3) . . ? C21 N3 Fe1 123.0(2) . . ? C17 N3 Fe1 120.2(2) . . ? C28 N4 C24 116.0(3) . . ? C28 N4 Fe1 120.7(2) . 1_455 ? C24 N4 Fe1 123.2(2) . 1_455 ? C23 C22 C19 125.5(3) . . ? C23 C22 H22 117.2 . . ? C19 C22 H22 117.2 . . ? C17 C18 C19 118.8(3) . . ? C17 C18 H18 120.6 . . ? C19 C18 H18 120.6 . . ? C16 O2 Fe1 132.4(2) . . ? C1 O1 Fe1 133.1(2) . . ? O1 C1 C2 119.3(3) . . ? O1 C1 C6 122.8(3) . . ? C2 C1 C6 117.9(3) . . ? C20 C19 C18 116.6(3) . . ? C20 C19 C22 120.0(3) . . ? C18 C19 C22 123.4(3) . . ? N3 C21 C20 123.1(3) . . ? N3 C21 H21 118.4 . . ? C20 C21 H21 118.4 . . ? N3 C17 C18 124.6(3) . . ? N3 C17 H17 117.7 . . ? C18 C17 H17 117.7 . . ? N2 C10 C11 124.6(3) . . ? N2 C10 H10 117.7 . . ? C11 C10 H10 117.7 . . ? C10 N2 C9 119.5(3) . . ? C10 N2 Fe1 127.1(2) . . ? C9 N2 Fe1 113.4(2) . . ? N2 C9 C8 107.7(3) . . ? N2 C9 H9A 110.2 . . ? C8 C9 H9A 110.2 . . ? N2 C9 H9B 110.2 . . ? C8 C9 H9B 110.2 . . ? H9A C9 H9B 108.5 . . ? N1 C8 C9 107.5(3) . . ? N1 C8 H8A 110.2 . . ? C9 C8 H8A 110.2 . . ? N1 C8 H8B 110.2 . . ? C9 C8 H8B 110.2 . . ? H8A C8 H8B 108.5 . . ? C7 N1 C8 120.0(3) . . ? C7 N1 Fe1 126.0(2) . . ? C8 N1 Fe1 114.0(2) . . ? C2 C3 C4 120.7(3) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C25 C26 C27 115.8(3) . . ? C25 C26 C23 120.9(3) . . ? C27 C26 C23 123.2(3) . . ? C13 C12 C11 121.8(3) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C45 C46 C41 122.8(3) . . ? C45 C46 H46 118.6 . . ? C41 C46 H46 118.6 . . ? C52 C47 C48 114.4(3) . . ? C52 C47 B1 121.7(3) . . ? C48 C47 B1 123.4(3) . . ? C4 C5 C6 120.8(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C43 C44 C45 118.7(3) . . ? C43 C44 H44 120.6 . . ? C45 C44 H44 120.6 . . ? C24 C25 C26 119.9(3) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C43 C42 C41 123.0(3) . . ? C43 C42 H42 118.5 . . ? C41 C42 H42 118.5 . . ? C44 C43 C42 120.5(4) . . ? C44 C43 H43 119.8 . . ? C42 C43 H43 119.8 . . ? C51 C52 C47 122.9(4) . . ? C51 C52 H52 118.5 . . ? C47 C52 H52 118.5 . . ? C3 C2 C1 121.4(3) . . ? C3 C2 H2 119.3 . . ? C1 C2 H2 119.3 . . ? C14 C15 C16 121.1(3) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? N4 C28 C27 123.5(3) . . ? N4 C28 H28 118.2 . . ? C27 C28 H28 118.2 . . ? C50 C51 C52 120.4(4) . . ? C50 C51 H51 119.8 . . ? C52 C51 H51 119.8 . . ? C51 C50 C49 119.0(4) . . ? C51 C50 H50 120.5 . . ? C49 C50 H50 120.5 . . ? C5 C4 C3 119.4(3) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C21 C20 C19 120.5(3) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C42 C41 C46 114.5(3) . . ? C42 C41 B1 122.7(3) . . ? C46 C41 B1 122.4(3) . . ? C12 C13 C14 119.3(3) . . ? C12 C13 H13 120.4 . . ? C14 C13 H13 120.4 . . ? N1 C7 C6 125.5(3) . . ? N1 C7 H7 117.3 . . ? C6 C7 H7 117.3 . . ? C5 C6 C1 119.7(3) . . ? C5 C6 C7 117.0(3) . . ? C1 C6 C7 123.3(3) . . ? C29 B1 C47 111.7(3) . . ? C29 B1 C35 103.8(3) . . ? C47 B1 C35 114.1(3) . . ? C29 B1 C41 112.9(3) . . ? C47 B1 C41 103.5(3) . . ? C35 B1 C41 111.2(3) . . ? N4 C24 C25 124.1(3) . . ? N4 C24 H24 118.0 . . ? C25 C24 H24 118.0 . . ? C15 C14 C13 120.9(4) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C22 C23 C26 126.4(3) . . ? C22 C23 H23 116.8 . . ? C26 C23 H23 116.8 . . ? O2 C16 C15 119.3(3) . . ? O2 C16 C11 122.3(3) . . ? C15 C16 C11 118.5(3) . . ? C49 C48 C47 122.9(4) . . ? C49 C48 H48 118.5 . . ? C47 C48 H48 118.5 . . ? C31 C30 C29 122.7(4) . . ? C31 C30 H30 118.7 . . ? C29 C30 H30 118.7 . . ? C39 C40 C35 122.9(4) . . ? C39 C40 H40 118.5 . . ? C35 C40 H40 118.5 . . ? C30 C29 C34 115.3(3) . . ? C30 C29 B1 121.7(3) . . ? C34 C29 B1 122.8(3) . . ? C36 C35 C40 115.1(3) . . ? C36 C35 B1 124.2(3) . . ? C40 C35 B1 120.4(3) . . ? C33 C34 C29 122.4(3) . . ? C33 C34 H34 118.8 . . ? C29 C34 H34 118.8 . . ? C37 C36 C35 121.9(4) . . ? C37 C36 H36 119.1 . . ? C35 C36 H36 119.1 . . ? C12 C11 C16 118.4(3) . . ? C12 C11 C10 117.6(3) . . ? C16 C11 C10 124.0(3) . . ? C46 C45 C44 120.4(3) . . ? C46 C45 H45 119.8 . . ? C44 C45 H45 119.8 . . ? C30 C31 C32 120.6(4) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? C50 C49 C48 120.4(4) . . ? C50 C49 H49 119.8 . . ? C48 C49 H49 119.8 . . ? C32 C33 C34 120.3(4) . . ? C32 C33 H33 119.9 . . ? C34 C33 H33 119.9 . . ? C31 C32 C33 118.7(4) . . ? C31 C32 H32 120.7 . . ? C33 C32 H32 120.7 . . ? C38 C39 C40 120.0(4) . . ? C38 C39 H39 120.0 . . ? C40 C39 H39 120.0 . . ? C38 C37 C36 121.1(4) . . ? C38 C37 H37 119.5 . . ? C36 C37 H37 119.5 . . ? C39 C38 C37 119.0(4) . . ? C39 C38 H38 120.5 . . ? C37 C38 H38 120.5 . . ? C54 O4 H4A 109.5 . . ? C53 O3 H3A 109.5 . . ? C28 C27 C26 120.6(4) . . ? C28 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? O4 C54 H54A 109.5 . . ? O4 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? O4 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? O3 C53 H53A 109.5 . . ? O3 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? O3 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3A O2 0.82 2.06 2.861(4) 166.0 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 24.75 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.850 _refine_diff_density_min -0.422 _refine_diff_density_rms 0.072 # Attachment '1c.cif' #========================================================================== data_1c _database_code_depnum_ccdc_archive 'CCDC 738868' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' #========================================================================== _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H26 Fe N4 O2, C24 H20 B, 2(C H4 O)' _chemical_formula_sum 'C54 H54 B Fe N4 O4' _chemical_formula_weight 889.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.7528(5) _cell_length_b 14.7010(7) _cell_length_c 22.6381(11) _cell_angle_alpha 90.00 _cell_angle_beta 96.594(2) _cell_angle_gamma 90.00 _cell_volume 4546.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 211 _cell_measurement_theta_min 2.771 _cell_measurement_theta_max 24.146 _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.300 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1876 _exptl_absorpt_coefficient_mu 0.384 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.877804 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 36860 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_sigmaI/netI 0.0874 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 24.17 _reflns_number_total 7250 _reflns_number_gt 5943 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+7.2241P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7250 _refine_ls_number_parameters 581 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0947 _refine_ls_R_factor_gt 0.0743 _refine_ls_wR_factor_ref 0.1387 _refine_ls_wR_factor_gt 0.1319 _refine_ls_goodness_of_fit_ref 1.214 _refine_ls_restrained_S_all 1.214 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.69200(4) 0.45683(4) 0.79263(3) 0.01695(16) Uani 1 1 d . . . N3 N 0.5344(3) 0.4604(2) 0.80064(15) 0.0211(8) Uani 1 1 d . . . N4 N -0.1503(3) 0.4556(2) 0.78333(15) 0.0208(8) Uani 1 1 d . . . O1 O 0.7056(2) 0.56519(19) 0.84003(12) 0.0200(7) Uani 1 1 d . . . N2 N 0.7296(2) 0.3819(2) 0.87142(15) 0.0176(8) Uani 1 1 d . . . C48 C 0.3900(3) 0.4514(3) 0.59280(18) 0.0197(10) Uani 1 1 d . . . H48 H 0.4451 0.4157 0.5899 0.024 Uiso 1 1 calc R . . C16 C 0.6622(3) 0.4510(3) 0.66166(18) 0.0177(9) Uani 1 1 d . . . C49 C 0.4025(3) 0.5436(3) 0.60300(18) 0.0228(10) Uani 1 1 d . . . H49 H 0.4651 0.5683 0.6070 0.027 Uiso 1 1 calc R . . C18 C 0.3695(3) 0.4716(3) 0.75316(19) 0.0241(10) Uani 1 1 d . . . H18 H 0.3274 0.4720 0.7179 0.029 Uiso 1 1 calc R . . O2 O 0.6708(2) 0.49556(19) 0.71277(12) 0.0189(7) Uani 1 1 d . . . C52 C 0.2184(3) 0.4681(3) 0.59233(19) 0.0244(10) Uani 1 1 d . . . H52 H 0.1556 0.4437 0.5898 0.029 Uiso 1 1 calc R . . C50 C 0.3227(4) 0.5995(3) 0.60739(19) 0.0263(11) Uani 1 1 d . . . H50 H 0.3311 0.6615 0.6141 0.032 Uiso 1 1 calc R . . C17 C 0.4683(3) 0.4601(3) 0.7519(2) 0.0250(11) Uani 1 1 d . . . H17 H 0.4910 0.4515 0.7151 0.030 Uiso 1 1 calc R . . C19 C 0.3327(3) 0.4827(3) 0.80735(19) 0.0208(10) Uani 1 1 d . . . C21 C 0.4986(3) 0.4718(3) 0.85308(19) 0.0234(10) Uani 1 1 d . . . H21 H 0.5423 0.4724 0.8876 0.028 Uiso 1 1 calc R . . C8 C 0.7455(3) 0.2854(3) 0.86011(19) 0.0221(10) Uani 1 1 d . . . H8A H 0.7400 0.2501 0.8958 0.026 Uiso 1 1 calc R . . H8B H 0.8104 0.2762 0.8483 0.026 Uiso 1 1 calc R . . C47 C 0.2977(3) 0.4092(3) 0.58657(18) 0.0183(10) Uani 1 1 d . . . C51 C 0.2302(4) 0.5614(3) 0.6017(2) 0.0269(11) Uani 1 1 d . . . H51 H 0.1758 0.5981 0.6041 0.032 Uiso 1 1 calc R . . C9 C 0.6677(3) 0.2557(3) 0.81035(19) 0.0236(10) Uani 1 1 d . . . H9A H 0.6832 0.1959 0.7959 0.028 Uiso 1 1 calc R . . H9B H 0.6041 0.2529 0.8249 0.028 Uiso 1 1 calc R . . N1 N 0.6665(3) 0.3226(2) 0.76272(15) 0.0196(8) Uani 1 1 d . . . C14 C 0.6577(3) 0.4577(3) 0.5547(2) 0.0254(11) Uani 1 1 d . . . H14 H 0.6634 0.4914 0.5205 0.030 Uiso 1 1 calc R . . C7 C 0.7454(3) 0.4132(3) 0.92398(19) 0.0207(10) Uani 1 1 d . . . H7 H 0.7663 0.3723 0.9542 0.025 Uiso 1 1 calc R . . C5 C 0.7439(3) 0.5292(3) 1.0015(2) 0.0250(11) Uani 1 1 d . . . H5 H 0.7607 0.4836 1.0293 0.030 Uiso 1 1 calc R . . C46 C 0.2064(4) 0.2519(3) 0.6794(2) 0.0296(11) Uani 1 1 d . . . H46 H 0.1442 0.2593 0.6591 0.036 Uiso 1 1 calc R . . C41 C 0.2881(3) 0.2634(3) 0.64903(19) 0.0212(10) Uani 1 1 d . . . C15 C 0.6680(3) 0.5006(3) 0.60875(19) 0.0229(10) Uani 1 1 d . . . H15 H 0.6791 0.5630 0.6106 0.027 Uiso 1 1 calc R . . C42 C 0.3784(4) 0.2528(3) 0.6826(2) 0.0294(11) Uani 1 1 d . . . H42 H 0.4345 0.2608 0.6639 0.035 Uiso 1 1 calc R . . C43 C 0.3894(4) 0.2309(3) 0.7425(2) 0.0340(12) Uani 1 1 d . . . H43 H 0.4515 0.2239 0.7630 0.041 Uiso 1 1 calc R . . C6 C 0.7335(3) 0.5080(3) 0.94072(19) 0.0202(10) Uani 1 1 d . . . C10 C 0.6495(3) 0.2969(3) 0.70794(19) 0.0205(10) Uani 1 1 d . . . H10 H 0.6374 0.2354 0.7007 0.025 Uiso 1 1 calc R . . C23 C 0.1558(3) 0.4738(3) 0.7589(2) 0.0254(11) Uani 1 1 d . . . H23A H 0.1634 0.5186 0.7283 0.030 Uiso 1 1 calc R . . H23B H 0.1746 0.4153 0.7439 0.030 Uiso 1 1 calc R . . C40 C 0.3990(3) 0.2887(3) 0.4928(2) 0.0232(10) Uani 1 1 d . . . H40 H 0.3781 0.3468 0.4811 0.028 Uiso 1 1 calc R . . C12 C 0.6348(3) 0.3157(3) 0.60077(19) 0.0226(10) Uani 1 1 d . . . H12 H 0.6232 0.2535 0.5978 0.027 Uiso 1 1 calc R . . C11 C 0.6477(3) 0.3562(3) 0.65730(19) 0.0196(10) Uani 1 1 d . . . C35 C 0.3662(3) 0.2508(3) 0.54395(18) 0.0181(10) Uani 1 1 d . . . C20 C 0.4015(3) 0.4826(3) 0.8580(2) 0.0236(11) Uani 1 1 d . . . H20 H 0.3806 0.4901 0.8953 0.028 Uiso 1 1 calc R . . C22 C 0.2264(3) 0.4973(3) 0.8135(2) 0.0267(11) Uani 1 1 d . . . H22A H 0.2170 0.5606 0.8233 0.032 Uiso 1 1 calc R . . H22B H 0.2095 0.4610 0.8466 0.032 Uiso 1 1 calc R . . C29 C 0.1796(3) 0.2752(3) 0.53794(19) 0.0191(10) Uani 1 1 d . . . C45 C 0.2166(4) 0.2293(3) 0.7397(2) 0.0350(13) Uani 1 1 d . . . H45 H 0.1609 0.2208 0.7588 0.042 Uiso 1 1 calc R . . C34 C 0.1299(3) 0.1919(3) 0.5438(2) 0.0263(11) Uani 1 1 d . . . H34 H 0.1518 0.1532 0.5750 0.032 Uiso 1 1 calc R . . C13 C 0.6389(3) 0.3654(3) 0.5499(2) 0.0243(10) Uani 1 1 d . . . H13 H 0.6293 0.3376 0.5128 0.029 Uiso 1 1 calc R . . C36 C 0.4016(3) 0.1639(3) 0.5583(2) 0.0232(10) Uani 1 1 d . . . H36 H 0.3813 0.1352 0.5914 0.028 Uiso 1 1 calc R . . C1 C 0.7111(3) 0.5790(3) 0.89841(19) 0.0191(10) Uani 1 1 d . . . C26 C 0.0497(3) 0.4694(3) 0.7680(2) 0.0232(10) Uani 1 1 d . . . C2 C 0.6939(3) 0.6665(3) 0.9194(2) 0.0248(11) Uani 1 1 d . . . H2 H 0.6754 0.7130 0.8926 0.030 Uiso 1 1 calc R . . C4 C 0.7297(3) 0.6165(3) 1.0208(2) 0.0265(11) Uani 1 1 d . . . H4 H 0.7373 0.6299 1.0612 0.032 Uiso 1 1 calc R . . C3 C 0.7043(3) 0.6839(3) 0.9796(2) 0.0295(11) Uani 1 1 d . . . H3 H 0.6939 0.7426 0.9928 0.035 Uiso 1 1 calc R . . C24 C -0.1146(3) 0.4237(3) 0.7344(2) 0.0289(11) Uani 1 1 d . . . H24 H -0.1580 0.3975 0.7047 0.035 Uiso 1 1 calc R . . C25 C -0.0173(3) 0.4280(3) 0.7262(2) 0.0295(12) Uani 1 1 d . . . H25 H 0.0038 0.4027 0.6922 0.035 Uiso 1 1 calc R . . C38 C 0.4951(3) 0.1579(3) 0.4756(2) 0.0275(11) Uani 1 1 d . . . H38 H 0.5377 0.1275 0.4533 0.033 Uiso 1 1 calc R . . C37 C 0.4657(3) 0.1177(3) 0.5256(2) 0.0283(11) Uani 1 1 d . . . H37 H 0.4886 0.0602 0.5374 0.034 Uiso 1 1 calc R . . C32 C 0.0155(4) 0.2218(3) 0.4581(2) 0.0338(12) Uani 1 1 d . . . H32 H -0.0385 0.2045 0.4319 0.041 Uiso 1 1 calc R . . C39 C 0.4615(3) 0.2427(3) 0.4589(2) 0.0251(11) Uani 1 1 d . . . H39 H 0.4805 0.2697 0.4249 0.030 Uiso 1 1 calc R . . C31 C 0.0619(3) 0.3036(3) 0.4505(2) 0.0297(12) Uani 1 1 d . . . H31 H 0.0389 0.3417 0.4192 0.036 Uiso 1 1 calc R . . C27 C 0.0132(4) 0.5007(4) 0.8187(2) 0.0402(14) Uani 1 1 d . . . H27 H 0.0551 0.5270 0.8491 0.048 Uiso 1 1 calc R . . C44 C 0.3076(4) 0.2195(3) 0.7714(2) 0.0342(13) Uani 1 1 d . . . H44 H 0.3136 0.2054 0.8117 0.041 Uiso 1 1 calc R . . C33 C 0.0500(3) 0.1663(3) 0.5046(2) 0.0319(12) Uani 1 1 d . . . H33 H 0.0193 0.1109 0.5097 0.038 Uiso 1 1 calc R . . C30 C 0.1430(3) 0.3293(3) 0.4897(2) 0.0260(11) Uani 1 1 d . . . H30 H 0.1738 0.3843 0.4835 0.031 Uiso 1 1 calc R . . C28 C -0.0858(4) 0.4930(4) 0.8241(2) 0.0390(14) Uani 1 1 d . . . H28 H -0.1083 0.5153 0.8585 0.047 Uiso 1 1 calc R . . B1 B 0.2825(4) 0.3001(3) 0.5795(2) 0.0207(11) Uani 1 1 d . . . O3 O -0.0354(3) 0.3480(2) 0.59062(15) 0.0412(9) Uani 1 1 d . . . H3A H -0.0115 0.3138 0.5675 0.050(19) Uiso 1 1 calc R . . O4 O 0.6478(3) 0.7105(2) 0.76178(18) 0.0496(10) Uani 1 1 d . . . H4A H 0.6619 0.6781 0.7910 1.9(9) Uiso 1 1 calc R . . C53 C -0.0744(4) 0.4250(4) 0.5597(2) 0.0460(15) Uani 1 1 d . . . H53A H -0.1235 0.4521 0.5810 0.069 Uiso 1 1 calc R . . H53B H -0.1033 0.4074 0.5207 0.069 Uiso 1 1 calc R . . H53C H -0.0231 0.4683 0.5561 0.069 Uiso 1 1 calc R . . C54 C 0.5513(4) 0.6937(4) 0.7381(3) 0.0615(19) Uani 1 1 d . . . H54A H 0.5151 0.6710 0.7688 0.092 Uiso 1 1 calc R . . H54B H 0.5505 0.6494 0.7069 0.092 Uiso 1 1 calc R . . H54C H 0.5220 0.7491 0.7224 0.092 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0124(3) 0.0232(3) 0.0157(3) 0.0013(3) 0.0036(3) 0.0009(3) N3 0.017(2) 0.029(2) 0.018(2) 0.0003(16) 0.0027(16) 0.0023(16) N4 0.014(2) 0.030(2) 0.018(2) 0.0001(17) 0.0008(16) -0.0019(16) O1 0.0182(17) 0.0258(16) 0.0162(16) -0.0006(13) 0.0018(13) -0.0007(13) N2 0.016(2) 0.0221(19) 0.016(2) 0.0011(15) 0.0040(16) 0.0037(15) C48 0.020(3) 0.024(2) 0.015(2) 0.0010(19) 0.0018(19) 0.003(2) C16 0.006(2) 0.028(2) 0.020(2) 0.0006(19) 0.0039(18) 0.0031(18) C49 0.027(3) 0.027(2) 0.016(2) 0.0015(19) 0.004(2) -0.009(2) C18 0.018(3) 0.039(3) 0.016(2) -0.001(2) 0.0016(19) 0.004(2) O2 0.0186(17) 0.0255(16) 0.0128(16) -0.0002(12) 0.0023(13) 0.0002(13) C52 0.020(3) 0.031(3) 0.022(2) -0.004(2) 0.000(2) -0.002(2) C50 0.039(3) 0.020(2) 0.019(3) -0.0033(19) 0.000(2) 0.001(2) C17 0.018(3) 0.039(3) 0.019(2) -0.005(2) 0.005(2) 0.003(2) C19 0.014(2) 0.025(2) 0.024(3) 0.0015(19) 0.004(2) 0.0006(18) C21 0.022(3) 0.033(3) 0.016(2) 0.004(2) 0.002(2) 0.000(2) C8 0.023(3) 0.023(2) 0.020(2) 0.0030(19) 0.002(2) 0.0020(19) C47 0.023(3) 0.024(2) 0.009(2) 0.0003(18) 0.0042(18) 0.0001(19) C51 0.030(3) 0.025(2) 0.025(3) -0.002(2) 0.001(2) 0.010(2) C9 0.020(3) 0.027(2) 0.024(3) 0.002(2) 0.003(2) 0.000(2) N1 0.016(2) 0.025(2) 0.018(2) 0.0059(16) 0.0035(16) -0.0013(16) C14 0.025(3) 0.033(3) 0.019(2) 0.003(2) 0.007(2) -0.002(2) C7 0.014(2) 0.030(2) 0.019(3) 0.007(2) 0.0049(19) 0.0026(19) C5 0.020(3) 0.035(3) 0.021(2) 0.002(2) 0.005(2) -0.001(2) C46 0.029(3) 0.034(3) 0.027(3) 0.002(2) 0.006(2) 0.003(2) C41 0.026(3) 0.018(2) 0.020(2) -0.0018(18) 0.007(2) -0.0012(19) C15 0.024(3) 0.025(2) 0.019(2) 0.0004(19) 0.000(2) -0.004(2) C42 0.030(3) 0.031(3) 0.027(3) 0.001(2) 0.004(2) -0.010(2) C43 0.033(3) 0.041(3) 0.026(3) 0.008(2) -0.003(2) -0.006(2) C6 0.015(2) 0.030(2) 0.017(2) -0.0033(19) 0.0047(19) -0.0001(19) C10 0.014(2) 0.026(2) 0.021(3) -0.0004(19) -0.0014(19) 0.0009(19) C23 0.018(3) 0.034(3) 0.025(3) -0.009(2) 0.008(2) -0.004(2) C40 0.023(3) 0.022(2) 0.023(3) -0.0007(19) 0.000(2) -0.003(2) C12 0.020(3) 0.027(2) 0.022(3) -0.004(2) 0.004(2) 0.000(2) C11 0.012(2) 0.027(2) 0.020(2) 0.0000(19) 0.0049(19) 0.0017(18) C35 0.017(2) 0.021(2) 0.016(2) -0.0007(18) -0.0014(19) 0.0000(19) C20 0.020(3) 0.032(3) 0.020(2) -0.002(2) 0.007(2) 0.001(2) C22 0.018(3) 0.037(3) 0.026(3) 0.001(2) 0.005(2) 0.002(2) C29 0.017(2) 0.020(2) 0.021(2) -0.0049(18) 0.008(2) 0.0028(18) C45 0.038(3) 0.038(3) 0.034(3) 0.006(2) 0.020(3) 0.003(2) C34 0.021(3) 0.024(2) 0.034(3) -0.008(2) 0.004(2) -0.001(2) C13 0.019(3) 0.037(3) 0.017(2) -0.003(2) 0.002(2) 0.000(2) C36 0.024(3) 0.022(2) 0.022(3) 0.0017(19) -0.002(2) -0.002(2) C1 0.011(2) 0.028(2) 0.020(3) -0.0012(19) 0.0044(19) -0.0072(18) C26 0.019(3) 0.027(2) 0.024(3) -0.002(2) 0.004(2) 0.001(2) C2 0.020(3) 0.028(2) 0.027(3) 0.001(2) 0.006(2) 0.000(2) C4 0.028(3) 0.036(3) 0.016(2) -0.002(2) 0.004(2) -0.001(2) C3 0.028(3) 0.031(3) 0.031(3) -0.005(2) 0.009(2) -0.004(2) C24 0.022(3) 0.037(3) 0.027(3) -0.007(2) -0.001(2) -0.001(2) C25 0.021(3) 0.046(3) 0.024(3) -0.011(2) 0.008(2) 0.002(2) C38 0.021(3) 0.030(3) 0.032(3) -0.010(2) 0.005(2) 0.001(2) C37 0.030(3) 0.021(2) 0.033(3) -0.005(2) -0.001(2) 0.009(2) C32 0.017(3) 0.047(3) 0.037(3) -0.018(3) 0.001(2) -0.001(2) C39 0.025(3) 0.030(3) 0.020(3) -0.003(2) 0.005(2) -0.008(2) C31 0.022(3) 0.043(3) 0.023(3) -0.004(2) 0.001(2) 0.004(2) C27 0.018(3) 0.069(4) 0.033(3) -0.027(3) 0.000(2) -0.009(3) C44 0.042(3) 0.040(3) 0.020(3) 0.011(2) 0.003(3) 0.001(2) C33 0.025(3) 0.028(3) 0.044(3) -0.012(2) 0.006(2) -0.002(2) C30 0.023(3) 0.033(3) 0.024(3) -0.006(2) 0.011(2) -0.002(2) C28 0.024(3) 0.067(4) 0.028(3) -0.020(3) 0.010(2) -0.007(3) B1 0.021(3) 0.025(3) 0.016(3) 0.001(2) 0.000(2) -0.001(2) O3 0.052(3) 0.041(2) 0.031(2) -0.0079(18) 0.0060(18) 0.0031(18) O4 0.043(3) 0.045(2) 0.059(3) 0.0075(19) 0.004(2) -0.0063(19) C53 0.039(3) 0.057(4) 0.042(3) 0.000(3) 0.007(3) 0.011(3) C54 0.040(4) 0.043(3) 0.096(5) 0.019(3) -0.014(4) -0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O2 1.886(3) . ? Fe1 O1 1.918(3) . ? Fe1 N1 2.103(4) . ? Fe1 N2 2.109(3) . ? Fe1 N3 2.196(4) . ? Fe1 N4 2.203(4) 1_655 ? N3 C17 1.346(5) . ? N3 C21 1.347(5) . ? N4 C28 1.324(6) . ? N4 C24 1.347(6) . ? N4 Fe1 2.203(4) 1_455 ? O1 C1 1.331(5) . ? N2 C7 1.271(5) . ? N2 C8 1.462(5) . ? C48 C49 1.383(6) . ? C48 C47 1.405(6) . ? C48 H48 0.9300 . ? C16 O2 1.323(5) . ? C16 C11 1.410(6) . ? C16 C15 1.412(6) . ? C49 C50 1.383(6) . ? C49 H49 0.9300 . ? C18 C17 1.374(6) . ? C18 C19 1.389(6) . ? C18 H18 0.9300 . ? C52 C51 1.395(6) . ? C52 C47 1.410(6) . ? C52 H52 0.9300 . ? C50 C51 1.382(6) . ? C50 H50 0.9300 . ? C17 H17 0.9300 . ? C19 C20 1.399(6) . ? C19 C22 1.499(6) . ? C21 C20 1.362(6) . ? C21 H21 0.9300 . ? C8 C9 1.526(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C47 B1 1.623(6) . ? C51 H51 0.9300 . ? C9 N1 1.458(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? N1 C10 1.292(5) . ? C14 C15 1.368(6) . ? C14 C13 1.383(6) . ? C14 H14 0.9300 . ? C7 C6 1.459(6) . ? C7 H7 0.9300 . ? C5 C4 1.376(6) . ? C5 C6 1.403(6) . ? C5 H5 0.9300 . ? C46 C41 1.392(6) . ? C46 C45 1.398(7) . ? C46 H46 0.9300 . ? C41 C42 1.389(6) . ? C41 B1 1.657(6) . ? C15 H15 0.9300 . ? C42 C43 1.384(7) . ? C42 H42 0.9300 . ? C43 C44 1.375(7) . ? C43 H43 0.9300 . ? C6 C1 1.426(6) . ? C10 C11 1.438(6) . ? C10 H10 0.9300 . ? C23 C26 1.499(6) . ? C23 C22 1.521(6) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C40 C39 1.392(6) . ? C40 C35 1.405(6) . ? C40 H40 0.9300 . ? C12 C13 1.370(6) . ? C12 C11 1.404(6) . ? C12 H12 0.9300 . ? C35 C36 1.393(6) . ? C35 B1 1.646(7) . ? C20 H20 0.9300 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C29 C30 1.397(6) . ? C29 C34 1.416(6) . ? C29 B1 1.649(6) . ? C45 C44 1.376(7) . ? C45 H45 0.9300 . ? C34 C33 1.385(6) . ? C34 H34 0.9300 . ? C13 H13 0.9300 . ? C36 C37 1.391(6) . ? C36 H36 0.9300 . ? C1 C2 1.401(6) . ? C26 C27 1.383(6) . ? C26 C25 1.383(6) . ? C2 C3 1.378(6) . ? C2 H2 0.9300 . ? C4 C3 1.377(6) . ? C4 H4 0.9300 . ? C3 H3 0.9300 . ? C24 C25 1.373(6) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C38 C39 1.367(6) . ? C38 C37 1.378(7) . ? C38 H38 0.9300 . ? C37 H37 0.9300 . ? C32 C33 1.373(7) . ? C32 C31 1.381(7) . ? C32 H32 0.9300 . ? C39 H39 0.9300 . ? C31 C30 1.395(6) . ? C31 H31 0.9300 . ? C27 C28 1.386(7) . ? C27 H27 0.9300 . ? C44 H44 0.9300 . ? C33 H33 0.9300 . ? C30 H30 0.9300 . ? C28 H28 0.9300 . ? O3 C53 1.405(6) . ? O3 H3A 0.8200 . ? O4 C54 1.394(6) . ? O4 H4A 0.8200 . ? C53 H53A 0.9600 . ? C53 H53B 0.9600 . ? C53 H53C 0.9600 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Fe1 O1 106.26(12) . . ? O2 Fe1 N1 88.45(13) . . ? O1 Fe1 N1 164.10(13) . . ? O2 Fe1 N2 164.61(13) . . ? O1 Fe1 N2 87.81(13) . . ? N1 Fe1 N2 78.33(13) . . ? O2 Fe1 N3 91.51(13) . . ? O1 Fe1 N3 88.18(13) . . ? N1 Fe1 N3 85.38(14) . . ? N2 Fe1 N3 95.20(13) . . ? O2 Fe1 N4 87.51(13) . 1_655 ? O1 Fe1 N4 91.49(13) . 1_655 ? N1 Fe1 N4 95.23(13) . 1_655 ? N2 Fe1 N4 85.90(13) . 1_655 ? N3 Fe1 N4 178.84(14) . 1_655 ? C17 N3 C21 116.2(4) . . ? C17 N3 Fe1 120.8(3) . . ? C21 N3 Fe1 122.7(3) . . ? C28 N4 C24 116.1(4) . . ? C28 N4 Fe1 121.2(3) . 1_455 ? C24 N4 Fe1 122.5(3) . 1_455 ? C1 O1 Fe1 132.3(3) . . ? C7 N2 C8 120.1(4) . . ? C7 N2 Fe1 127.0(3) . . ? C8 N2 Fe1 112.7(3) . . ? C49 C48 C47 122.9(4) . . ? C49 C48 H48 118.6 . . ? C47 C48 H48 118.6 . . ? O2 C16 C11 123.3(4) . . ? O2 C16 C15 118.6(4) . . ? C11 C16 C15 118.1(4) . . ? C48 C49 C50 120.7(4) . . ? C48 C49 H49 119.7 . . ? C50 C49 H49 119.7 . . ? C17 C18 C19 119.6(4) . . ? C17 C18 H18 120.2 . . ? C19 C18 H18 120.2 . . ? C16 O2 Fe1 132.6(3) . . ? C51 C52 C47 122.6(4) . . ? C51 C52 H52 118.7 . . ? C47 C52 H52 118.7 . . ? C51 C50 C49 118.8(4) . . ? C51 C50 H50 120.6 . . ? C49 C50 H50 120.6 . . ? N3 C17 C18 124.0(4) . . ? N3 C17 H17 118.0 . . ? C18 C17 H17 118.0 . . ? C18 C19 C20 116.3(4) . . ? C18 C19 C22 123.8(4) . . ? C20 C19 C22 119.9(4) . . ? N3 C21 C20 123.2(4) . . ? N3 C21 H21 118.4 . . ? C20 C21 H21 118.4 . . ? N2 C8 C9 107.5(3) . . ? N2 C8 H8A 110.2 . . ? C9 C8 H8A 110.2 . . ? N2 C8 H8B 110.2 . . ? C9 C8 H8B 110.2 . . ? H8A C8 H8B 108.5 . . ? C48 C47 C52 114.8(4) . . ? C48 C47 B1 123.4(4) . . ? C52 C47 B1 121.5(4) . . ? C50 C51 C52 120.2(4) . . ? C50 C51 H51 119.9 . . ? C52 C51 H51 119.9 . . ? N1 C9 C8 107.4(3) . . ? N1 C9 H9A 110.2 . . ? C8 C9 H9A 110.2 . . ? N1 C9 H9B 110.2 . . ? C8 C9 H9B 110.2 . . ? H9A C9 H9B 108.5 . . ? C10 N1 C9 119.9(4) . . ? C10 N1 Fe1 126.1(3) . . ? C9 N1 Fe1 114.0(3) . . ? C15 C14 C13 121.4(4) . . ? C15 C14 H14 119.3 . . ? C13 C14 H14 119.3 . . ? N2 C7 C6 125.2(4) . . ? N2 C7 H7 117.4 . . ? C6 C7 H7 117.4 . . ? C4 C5 C6 121.0(4) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C41 C46 C45 121.0(5) . . ? C41 C46 H46 119.5 . . ? C45 C46 H46 119.5 . . ? C42 C41 C46 115.9(4) . . ? C42 C41 B1 119.8(4) . . ? C46 C41 B1 123.8(4) . . ? C14 C15 C16 120.7(4) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C43 C42 C41 123.5(5) . . ? C43 C42 H42 118.2 . . ? C41 C42 H42 118.2 . . ? C44 C43 C42 119.4(5) . . ? C44 C43 H43 120.3 . . ? C42 C43 H43 120.3 . . ? C5 C6 C1 119.1(4) . . ? C5 C6 C7 117.8(4) . . ? C1 C6 C7 123.1(4) . . ? N1 C10 C11 124.9(4) . . ? N1 C10 H10 117.5 . . ? C11 C10 H10 117.5 . . ? C26 C23 C22 116.1(4) . . ? C26 C23 H23A 108.3 . . ? C22 C23 H23A 108.3 . . ? C26 C23 H23B 108.3 . . ? C22 C23 H23B 108.3 . . ? H23A C23 H23B 107.4 . . ? C39 C40 C35 122.6(4) . . ? C39 C40 H40 118.7 . . ? C35 C40 H40 118.7 . . ? C13 C12 C11 121.8(4) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C11 C16 119.0(4) . . ? C12 C11 C10 117.3(4) . . ? C16 C11 C10 123.7(4) . . ? C36 C35 C40 114.7(4) . . ? C36 C35 B1 122.4(4) . . ? C40 C35 B1 122.5(4) . . ? C21 C20 C19 120.7(4) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C19 C22 C23 115.5(4) . . ? C19 C22 H22A 108.4 . . ? C23 C22 H22A 108.4 . . ? C19 C22 H22B 108.4 . . ? C23 C22 H22B 108.4 . . ? H22A C22 H22B 107.5 . . ? C30 C29 C34 115.6(4) . . ? C30 C29 B1 121.9(4) . . ? C34 C29 B1 122.0(4) . . ? C44 C45 C46 121.1(5) . . ? C44 C45 H45 119.4 . . ? C46 C45 H45 119.4 . . ? C33 C34 C29 122.1(5) . . ? C33 C34 H34 119.0 . . ? C29 C34 H34 119.0 . . ? C12 C13 C14 118.8(4) . . ? C12 C13 H13 120.6 . . ? C14 C13 H13 120.6 . . ? C37 C36 C35 123.4(4) . . ? C37 C36 H36 118.3 . . ? C35 C36 H36 118.3 . . ? O1 C1 C2 118.9(4) . . ? O1 C1 C6 122.6(4) . . ? C2 C1 C6 118.5(4) . . ? C27 C26 C25 115.9(4) . . ? C27 C26 C23 123.5(4) . . ? C25 C26 C23 120.5(4) . . ? C3 C2 C1 120.2(4) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C5 C4 C3 119.4(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C4 C3 C2 121.7(4) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? N4 C24 C25 123.2(4) . . ? N4 C24 H24 118.4 . . ? C25 C24 H24 118.4 . . ? C24 C25 C26 120.7(4) . . ? C24 C25 H25 119.6 . . ? C26 C25 H25 119.6 . . ? C39 C38 C37 119.7(4) . . ? C39 C38 H38 120.1 . . ? C37 C38 H38 120.1 . . ? C38 C37 C36 119.4(4) . . ? C38 C37 H37 120.3 . . ? C36 C37 H37 120.3 . . ? C33 C32 C31 119.3(4) . . ? C33 C32 H32 120.4 . . ? C31 C32 H32 120.4 . . ? C38 C39 C40 120.1(4) . . ? C38 C39 H39 119.9 . . ? C40 C39 H39 119.9 . . ? C32 C31 C30 120.3(5) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? C26 C27 C28 120.0(4) . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? C43 C44 C45 119.0(5) . . ? C43 C44 H44 120.5 . . ? C45 C44 H44 120.5 . . ? C32 C33 C34 120.6(5) . . ? C32 C33 H33 119.7 . . ? C34 C33 H33 119.7 . . ? C31 C30 C29 122.1(4) . . ? C31 C30 H30 118.9 . . ? C29 C30 H30 118.9 . . ? N4 C28 C27 124.0(4) . . ? N4 C28 H28 118.0 . . ? C27 C28 H28 118.0 . . ? C47 B1 C35 113.2(4) . . ? C47 B1 C29 111.6(4) . . ? C35 B1 C29 103.0(3) . . ? C47 B1 C41 103.7(3) . . ? C35 B1 C41 111.3(4) . . ? C29 B1 C41 114.4(4) . . ? C53 O3 H3A 109.5 . . ? C54 O4 H4A 109.5 . . ? O3 C53 H53A 109.5 . . ? O3 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? O3 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? O4 C54 H54A 109.5 . . ? O4 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? O4 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4A O1 0.82 2.05 2.830(5) 159.3 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 24.17 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.422 _refine_diff_density_min -0.434 _refine_diff_density_rms 0.066 # Attachment '1e.cif' #========================================================================== data_1e _database_code_depnum_ccdc_archive 'CCDC 738869' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' #========================================================================== _chemical_name_systematic ; ? ; _chemical_name_common 1e _chemical_melting_point ? _chemical_formula_moiety 'C54 H48 B Fe N6 O2' _chemical_formula_sum 'C54 H48 B Fe N6 O2' _chemical_formula_weight 879.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.9331(3) _cell_length_b 14.1303(3) _cell_length_c 14.6055(4) _cell_angle_alpha 106.6760(10) _cell_angle_beta 94.1480(10) _cell_angle_gamma 106.6390(10) _cell_volume 2228.14(10) _cell_formula_units_Z 2 _cell_measurement_temperature 123 _cell_measurement_reflns_used 111 _cell_measurement_theta_min 2.4935 _cell_measurement_theta_max 30.483 _exptl_crystal_description plate _exptl_crystal_colour orange-brown _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.311 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 922 _exptl_absorpt_coefficient_mu 0.389 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.791745 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 32261 _diffrn_reflns_av_R_equivalents 0.0512 _diffrn_reflns_av_sigmaI/netI 0.0797 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 30.54 _reflns_number_total 13213 _reflns_number_gt 8819 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (BrukerAXS, 1997)' _computing_cell_refinement 'SMART (BrukerAXS, 1997)' _computing_data_reduction 'SAINT+ (BrukerAXS, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _computing_structure_refinement X-SEED _computing_molecular_graphics 'MERCURY 1.4 (Bruno et al., 2002)' _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0432P)^2^+1.6955P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13213 _refine_ls_number_parameters 577 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0971 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1314 _refine_ls_wR_factor_gt 0.1139 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.17714(3) 0.16139(2) 0.66599(2) 0.01481(8) Uani 1 1 d . . . N4 N -0.27799(17) -0.31874(15) 0.61878(15) 0.0227(4) Uani 1 1 d . . . C20 C 0.3905(2) 0.04808(19) 0.6810(2) 0.0275(6) Uani 1 1 d . . . C4 C -0.13126(19) -0.12590(17) 0.61600(16) 0.0192(5) Uani 1 1 d . . . H4 H -0.2080 -0.1526 0.5775 0.023 Uiso 1 1 calc R . . C9 C -0.6567(2) -0.51939(18) 0.65355(19) 0.0240(5) Uani 1 1 d . . . H9 H -0.6840 -0.4613 0.6598 0.029 Uiso 1 1 calc R . . C41 C 0.0868(2) -0.4572(2) 0.69259(18) 0.0239(5) Uani 1 1 d . . . H41 H 0.0275 -0.5233 0.6639 0.029 Uiso 1 1 calc R . . C33 C 0.2197(2) -0.0988(2) 1.17246(18) 0.0273(5) Uani 1 1 d . . . H33 H 0.2476 -0.0703 1.2404 0.033 Uiso 1 1 calc R . . O1 O 0.25007(13) 0.08053(12) 0.57679(12) 0.0200(3) Uani 1 1 d . . . N2 N -0.69766(16) -0.69481(15) 0.65620(14) 0.0190(4) Uani 1 1 d . . . O2 O 0.05462(13) 0.18572(12) 0.59600(11) 0.0166(3) Uani 1 1 d . . . B1 B 0.2959(2) -0.2903(2) 0.94789(19) 0.0172(5) Uani 1 1 d . . . N1 N 0.05595(15) 0.01165(14) 0.67122(13) 0.0169(4) Uani 1 1 d . . . C42 C 0.14189(19) -0.42870(18) 0.78829(17) 0.0201(5) Uani 1 1 d . . . H42 H 0.1194 -0.4765 0.8232 0.024 Uiso 1 1 calc R . . C39 C 0.2027(2) -0.2937(2) 0.68197(18) 0.0246(5) Uani 1 1 d . . . H39 H 0.2242 -0.2464 0.6464 0.030 Uiso 1 1 calc R . . C3 C -0.09644(19) -0.18144(17) 0.67096(16) 0.0175(4) Uani 1 1 d . . . C13 C -0.4619(2) -0.41662(17) 0.62522(17) 0.0205(5) Uani 1 1 d . . . C2 C 0.0175(2) -0.13742(18) 0.72585(18) 0.0214(5) Uani 1 1 d . . . H2 H 0.0452 -0.1724 0.7647 0.026 Uiso 1 1 calc R . . N5 N 0.30933(16) 0.17483(15) 0.77761(15) 0.0212(4) Uani 1 1 d . . . N3 N -0.35236(17) -0.41213(15) 0.62570(15) 0.0239(4) Uani 1 1 d . . . C32 C 0.2690(2) -0.16722(19) 1.11486(17) 0.0230(5) Uani 1 1 d . . . H32 H 0.3297 -0.1852 1.1448 0.028 Uiso 1 1 calc R . . C5 C -0.05309(18) -0.03116(17) 0.61783(16) 0.0177(4) Uani 1 1 d . . . H5 H -0.0781 0.0053 0.5793 0.021 Uiso 1 1 calc R . . C6 C -0.5871(2) -0.68881(19) 0.63832(19) 0.0232(5) Uani 1 1 d . . . H6 H -0.5621 -0.7480 0.6326 0.028 Uiso 1 1 calc R . . C34 C 0.1304(2) -0.0717(2) 1.1321(2) 0.0280(5) Uani 1 1 d . . . H34 H 0.0971 -0.0242 1.1715 0.034 Uiso 1 1 calc R . . C8 C -0.54356(19) -0.51379(17) 0.63451(17) 0.0194(5) Uani 1 1 d . . . C43 C 0.28534(19) -0.38434(18) 0.99578(16) 0.0192(5) Uani 1 1 d . . . C14 C -0.5099(2) -0.3317(2) 0.6198(2) 0.0292(6) Uani 1 1 d . . . H14A H -0.4461 -0.2732 0.6139 0.044 Uiso 1 1 calc R . . H14B H -0.5424 -0.3081 0.6787 0.044 Uiso 1 1 calc R . . H14C H -0.5727 -0.3579 0.5631 0.044 Uiso 1 1 calc R . . C31 C 0.23287(19) -0.21112(17) 1.01377(16) 0.0178(4) Uani 1 1 d . . . C21 C 0.3848(2) 0.1247(2) 0.7688(2) 0.0270(6) Uani 1 1 d . . . H21 H 0.4411 0.1393 0.8246 0.032 Uiso 1 1 calc R . . C12 C -0.1365(2) -0.3306(2) 0.7437(2) 0.0277(6) Uani 1 1 d . . . H12A H -0.1978 -0.3962 0.7380 0.042 Uiso 1 1 calc R . . H12B H -0.1222 -0.2826 0.8100 0.042 Uiso 1 1 calc R . . H12C H -0.0629 -0.3445 0.7285 0.042 Uiso 1 1 calc R . . C7 C -0.50850(19) -0.60156(18) 0.62789(19) 0.0230(5) Uani 1 1 d . . . H7 H -0.4310 -0.6009 0.6163 0.028 Uiso 1 1 calc R . . C1 C 0.08934(19) -0.04325(18) 0.72322(17) 0.0206(5) Uani 1 1 d . . . H1 H 0.1670 -0.0153 0.7602 0.025 Uiso 1 1 calc R . . C11 C -0.17704(19) -0.28229(17) 0.67403(17) 0.0192(5) Uani 1 1 d . . . N6 N 0.11834(16) 0.23174(14) 0.79399(13) 0.0188(4) Uani 1 1 d . . . C40 C 0.1176(2) -0.3900(2) 0.63886(18) 0.0255(5) Uani 1 1 d . . . H40 H 0.0806 -0.4100 0.5733 0.031 Uiso 1 1 calc R . . C37 C 0.22941(18) -0.33206(18) 0.83494(16) 0.0176(4) Uani 1 1 d . . . C25 C -0.04013(19) 0.27281(17) 0.71774(16) 0.0184(4) Uani 1 1 d . . . C10 C -0.7300(2) -0.61049(18) 0.66353(19) 0.0249(5) Uani 1 1 d . . . H10 H -0.8075 -0.6129 0.6763 0.030 Uiso 1 1 calc R . . C22 C 0.3101(2) 0.2480(2) 0.87156(18) 0.0269(5) Uani 1 1 d . . . H22A H 0.3488 0.3207 0.8733 0.032 Uiso 1 1 calc R . . H22B H 0.3540 0.2347 0.9241 0.032 Uiso 1 1 calc R . . C36 C 0.1413(2) -0.18246(19) 0.97622(18) 0.0221(5) Uani 1 1 d . . . H36 H 0.1126 -0.2104 0.9084 0.027 Uiso 1 1 calc R . . C15 C 0.32246(19) 0.02801(18) 0.59012(19) 0.0235(5) Uani 1 1 d . . . C48 C 0.3827(2) -0.4098(2) 1.02667(19) 0.0265(5) Uani 1 1 d . . . H48 H 0.4585 -0.3747 1.0155 0.032 Uiso 1 1 calc R . . C30 C -0.02230(18) 0.23622(17) 0.62079(16) 0.0168(4) Uani 1 1 d . . . C38 C 0.2572(2) -0.26603(18) 0.77793(17) 0.0215(5) Uani 1 1 d . . . H38 H 0.3159 -0.1995 0.8061 0.026 Uiso 1 1 calc R . . C44 C 0.1770(2) -0.44041(19) 1.01459(18) 0.0245(5) Uani 1 1 d . . . H44 H 0.1072 -0.4265 0.9952 0.029 Uiso 1 1 calc R . . C16 C 0.3349(2) -0.0493(2) 0.5103(2) 0.0331(6) Uani 1 1 d . . . H16 H 0.2899 -0.0645 0.4484 0.040 Uiso 1 1 calc R . . C35 C 0.0904(2) -0.1148(2) 1.0338(2) 0.0277(5) Uani 1 1 d . . . H35 H 0.0277 -0.0982 1.0050 0.033 Uiso 1 1 calc R . . C49 C 0.43642(19) -0.23094(18) 0.94711(17) 0.0196(5) Uani 1 1 d . . . C29 C -0.08952(19) 0.25463(18) 0.54899(17) 0.0205(5) Uani 1 1 d . . . H29 H -0.0780 0.2321 0.4836 0.025 Uiso 1 1 calc R . . C54 C 0.4983(2) -0.2868(2) 0.88735(18) 0.0247(5) Uani 1 1 d . . . H54 H 0.4584 -0.3578 0.8508 0.030 Uiso 1 1 calc R . . C24 C 0.0301(2) 0.26645(18) 0.79927(17) 0.0201(5) Uani 1 1 d . . . H24 H 0.0093 0.2898 0.8614 0.024 Uiso 1 1 calc R . . C28 C -0.1726(2) 0.30528(19) 0.57212(18) 0.0244(5) Uani 1 1 d . . . H28 H -0.2161 0.3180 0.5224 0.029 Uiso 1 1 calc R . . C26 C -0.1271(2) 0.32141(19) 0.73834(18) 0.0240(5) Uani 1 1 d . . . H26 H -0.1406 0.3435 0.8032 0.029 Uiso 1 1 calc R . . C23 C 0.1821(2) 0.2311(2) 0.88400(17) 0.0255(5) Uani 1 1 d . . . H23A H 0.1479 0.1634 0.8950 0.031 Uiso 1 1 calc R . . H23B H 0.1760 0.2874 0.9403 0.031 Uiso 1 1 calc R . . C50 C 0.5003(2) -0.12741(19) 0.99811(19) 0.0252(5) Uani 1 1 d . . . H50 H 0.4623 -0.0860 1.0395 0.030 Uiso 1 1 calc R . . C45 C 0.1671(2) -0.5155(2) 1.06046(19) 0.0285(6) Uani 1 1 d . . . H45 H 0.0916 -0.5520 1.0713 0.034 Uiso 1 1 calc R . . C27 C -0.1932(2) 0.3377(2) 0.66658(19) 0.0258(5) Uani 1 1 d . . . H27 H -0.2518 0.3706 0.6815 0.031 Uiso 1 1 calc R . . C46 C 0.2663(2) -0.5370(2) 1.09009(19) 0.0307(6) Uani 1 1 d . . . H46 H 0.2602 -0.5877 1.1220 0.037 Uiso 1 1 calc R . . C47 C 0.3742(2) -0.4841(2) 1.0731(2) 0.0338(6) Uani 1 1 d . . . H47 H 0.4434 -0.4984 1.0931 0.041 Uiso 1 1 calc R . . C19 C 0.4691(2) -0.0084(2) 0.6890(3) 0.0392(7) Uani 1 1 d . . . H19 H 0.5150 0.0057 0.7501 0.047 Uiso 1 1 calc R . . C18 C 0.4798(2) -0.0832(2) 0.6095(3) 0.0475(9) Uani 1 1 d . . . H18 H 0.5331 -0.1206 0.6154 0.057 Uiso 1 1 calc R . . C17 C 0.4124(2) -0.1039(2) 0.5206(3) 0.0440(8) Uani 1 1 d . . . H17 H 0.4192 -0.1565 0.4657 0.053 Uiso 1 1 calc R . . C53 C 0.6156(2) -0.2427(2) 0.8792(2) 0.0334(6) Uani 1 1 d . . . H53 H 0.6540 -0.2836 0.8377 0.040 Uiso 1 1 calc R . . C51 C 0.6187(2) -0.0817(2) 0.9908(2) 0.0358(7) Uani 1 1 d . . . H51 H 0.6593 -0.0106 1.0270 0.043 Uiso 1 1 calc R . . C52 C 0.6766(2) -0.1397(2) 0.9313(2) 0.0399(8) Uani 1 1 d . . . H52 H 0.7570 -0.1093 0.9263 0.048 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01213(14) 0.01325(16) 0.01747(16) 0.00660(12) 0.00070(11) 0.00051(11) N4 0.0189(9) 0.0156(10) 0.0313(11) 0.0107(9) 0.0076(8) -0.0019(7) C20 0.0172(11) 0.0209(12) 0.0472(16) 0.0176(12) 0.0034(10) 0.0039(9) C4 0.0171(10) 0.0155(11) 0.0204(11) 0.0056(9) 0.0020(8) -0.0009(8) C9 0.0209(11) 0.0152(11) 0.0372(14) 0.0112(10) 0.0098(10) 0.0039(9) C41 0.0194(11) 0.0241(13) 0.0243(12) 0.0043(10) -0.0002(9) 0.0054(9) C33 0.0286(12) 0.0256(13) 0.0214(12) 0.0039(10) 0.0076(10) 0.0024(10) O1 0.0172(7) 0.0165(8) 0.0273(9) 0.0084(7) 0.0053(6) 0.0054(6) N2 0.0163(9) 0.0165(10) 0.0243(10) 0.0086(8) 0.0042(7) 0.0031(7) O2 0.0150(7) 0.0169(8) 0.0175(8) 0.0064(6) 0.0020(6) 0.0037(6) B1 0.0146(11) 0.0176(12) 0.0201(12) 0.0076(10) 0.0024(9) 0.0048(9) N1 0.0146(8) 0.0144(9) 0.0204(10) 0.0068(8) 0.0031(7) 0.0013(7) C42 0.0179(10) 0.0195(11) 0.0237(12) 0.0075(10) 0.0042(9) 0.0063(9) C39 0.0262(12) 0.0282(13) 0.0232(12) 0.0123(11) 0.0030(9) 0.0104(10) C3 0.0162(10) 0.0147(10) 0.0217(11) 0.0067(9) 0.0076(8) 0.0033(8) C13 0.0201(11) 0.0146(11) 0.0247(12) 0.0086(9) 0.0051(9) 0.0000(9) C2 0.0198(11) 0.0202(12) 0.0274(13) 0.0132(10) 0.0050(9) 0.0056(9) N5 0.0163(9) 0.0191(10) 0.0257(11) 0.0109(8) -0.0017(8) -0.0006(7) N3 0.0209(9) 0.0171(10) 0.0326(12) 0.0124(9) 0.0069(8) -0.0005(8) C32 0.0192(11) 0.0252(13) 0.0231(12) 0.0091(10) 0.0048(9) 0.0033(9) C5 0.0172(10) 0.0143(10) 0.0194(11) 0.0073(9) 0.0011(8) 0.0005(8) C6 0.0178(10) 0.0198(12) 0.0361(14) 0.0134(11) 0.0068(10) 0.0072(9) C34 0.0281(12) 0.0221(13) 0.0339(14) 0.0063(11) 0.0154(11) 0.0085(10) C8 0.0178(10) 0.0154(11) 0.0226(12) 0.0078(9) 0.0035(9) -0.0001(8) C43 0.0207(11) 0.0176(11) 0.0171(11) 0.0042(9) 0.0019(8) 0.0044(9) C14 0.0265(12) 0.0234(13) 0.0430(16) 0.0195(12) 0.0106(11) 0.0060(10) C31 0.0163(10) 0.0143(10) 0.0210(11) 0.0067(9) 0.0031(8) 0.0011(8) C21 0.0163(10) 0.0261(13) 0.0374(15) 0.0179(12) -0.0039(10) -0.0006(9) C12 0.0240(12) 0.0256(13) 0.0372(15) 0.0204(12) 0.0075(10) 0.0027(10) C7 0.0148(10) 0.0194(12) 0.0366(14) 0.0128(11) 0.0074(9) 0.0036(9) C1 0.0138(10) 0.0199(11) 0.0259(12) 0.0098(10) 0.0006(9) 0.0002(8) C11 0.0182(10) 0.0152(11) 0.0249(12) 0.0077(9) 0.0092(9) 0.0038(8) N6 0.0198(9) 0.0166(9) 0.0165(9) 0.0065(8) -0.0011(7) 0.0006(7) C40 0.0252(12) 0.0322(14) 0.0201(12) 0.0076(10) 0.0005(9) 0.0121(11) C37 0.0160(10) 0.0197(11) 0.0194(11) 0.0061(9) 0.0044(8) 0.0090(9) C25 0.0186(10) 0.0169(11) 0.0197(11) 0.0086(9) 0.0032(8) 0.0030(8) C10 0.0171(11) 0.0179(12) 0.0398(15) 0.0106(11) 0.0104(10) 0.0029(9) C22 0.0228(11) 0.0248(13) 0.0253(13) 0.0068(10) -0.0092(10) 0.0001(10) C36 0.0218(11) 0.0237(12) 0.0225(12) 0.0096(10) 0.0029(9) 0.0077(9) C15 0.0130(10) 0.0153(11) 0.0404(15) 0.0093(10) 0.0062(9) 0.0011(8) C48 0.0192(11) 0.0285(13) 0.0350(14) 0.0186(12) 0.0025(10) 0.0046(10) C30 0.0141(9) 0.0129(10) 0.0217(11) 0.0070(9) 0.0021(8) 0.0008(8) C38 0.0219(11) 0.0189(12) 0.0225(12) 0.0059(10) 0.0030(9) 0.0059(9) C44 0.0239(11) 0.0261(13) 0.0262(13) 0.0109(10) 0.0063(10) 0.0089(10) C16 0.0189(12) 0.0215(13) 0.0521(18) 0.0048(12) 0.0067(11) 0.0031(10) C35 0.0241(12) 0.0293(14) 0.0363(15) 0.0147(12) 0.0106(11) 0.0132(10) C49 0.0174(10) 0.0238(12) 0.0215(11) 0.0132(10) 0.0023(8) 0.0069(9) C29 0.0203(11) 0.0202(12) 0.0194(11) 0.0067(9) -0.0008(9) 0.0046(9) C54 0.0227(11) 0.0320(14) 0.0233(12) 0.0127(11) 0.0042(9) 0.0108(10) C24 0.0234(11) 0.0183(11) 0.0166(11) 0.0062(9) 0.0030(9) 0.0031(9) C28 0.0217(11) 0.0238(13) 0.0271(13) 0.0098(10) -0.0006(9) 0.0059(10) C26 0.0252(12) 0.0246(13) 0.0243(12) 0.0089(10) 0.0077(10) 0.0094(10) C23 0.0306(13) 0.0276(13) 0.0171(11) 0.0081(10) -0.0018(9) 0.0082(10) C50 0.0210(11) 0.0221(12) 0.0369(14) 0.0168(11) 0.0019(10) 0.0068(10) C45 0.0302(13) 0.0243(13) 0.0321(14) 0.0131(11) 0.0145(11) 0.0041(10) C27 0.0198(11) 0.0273(13) 0.0328(14) 0.0094(11) 0.0054(10) 0.0113(10) C46 0.0444(15) 0.0241(13) 0.0298(14) 0.0150(11) 0.0124(12) 0.0126(12) C47 0.0335(14) 0.0363(16) 0.0439(17) 0.0247(14) 0.0081(12) 0.0173(12) C19 0.0231(13) 0.0292(15) 0.069(2) 0.0226(15) 0.0030(13) 0.0087(11) C18 0.0254(14) 0.0258(15) 0.094(3) 0.0204(17) 0.0077(16) 0.0111(12) C17 0.0248(13) 0.0194(14) 0.079(2) 0.0036(14) 0.0101(14) 0.0062(11) C53 0.0231(12) 0.0542(19) 0.0385(16) 0.0301(14) 0.0136(11) 0.0187(12) C51 0.0218(12) 0.0264(14) 0.063(2) 0.0271(14) 0.0005(12) 0.0019(11) C52 0.0179(12) 0.0510(19) 0.068(2) 0.0463(17) 0.0116(13) 0.0088(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O2 1.8906(15) . ? Fe1 O1 1.9077(16) . ? Fe1 N5 2.1121(19) . ? Fe1 N6 2.121(2) . ? Fe1 N2 2.2001(18) 1_665 ? Fe1 N1 2.2206(17) . ? N4 C11 1.278(3) . ? N4 N3 1.399(2) . ? C20 C15 1.413(4) . ? C20 C19 1.413(3) . ? C20 C21 1.441(4) . ? C4 C5 1.387(3) . ? C4 C3 1.390(3) . ? C4 H4 0.9500 . ? C9 C8 1.383(3) . ? C9 C10 1.387(3) . ? C9 H9 0.9500 . ? C41 C40 1.386(3) . ? C41 C42 1.393(3) . ? C41 H41 0.9500 . ? C33 C34 1.379(4) . ? C33 C32 1.386(3) . ? C33 H33 0.9500 . ? O1 C15 1.327(3) . ? N2 C10 1.333(3) . ? N2 C6 1.347(3) . ? N2 Fe1 2.2001(18) 1_445 ? O2 C30 1.326(3) . ? B1 C37 1.638(3) . ? B1 C31 1.646(3) . ? B1 C49 1.649(3) . ? B1 C43 1.650(3) . ? N1 C5 1.341(3) . ? N1 C1 1.345(3) . ? C42 C37 1.402(3) . ? C42 H42 0.9500 . ? C39 C40 1.380(3) . ? C39 C38 1.396(3) . ? C39 H39 0.9500 . ? C3 C2 1.397(3) . ? C3 C11 1.489(3) . ? C13 N3 1.290(3) . ? C13 C8 1.488(3) . ? C13 C14 1.489(3) . ? C2 C1 1.374(3) . ? C2 H2 0.9500 . ? N5 C21 1.288(3) . ? N5 C22 1.459(3) . ? C32 C31 1.407(3) . ? C32 H32 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.374(3) . ? C6 H6 0.9500 . ? C34 C35 1.377(4) . ? C34 H34 0.9500 . ? C8 C7 1.399(3) . ? C43 C48 1.393(3) . ? C43 C44 1.402(3) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C31 C36 1.397(3) . ? C21 H21 0.9500 . ? C12 C11 1.500(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C7 H7 0.9500 . ? C1 H1 0.9500 . ? N6 C24 1.281(3) . ? N6 C23 1.474(3) . ? C40 H40 0.9500 . ? C37 C38 1.408(3) . ? C25 C26 1.405(3) . ? C25 C30 1.416(3) . ? C25 C24 1.445(3) . ? C10 H10 0.9500 . ? C22 C23 1.510(3) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C36 C35 1.391(3) . ? C36 H36 0.9500 . ? C15 C16 1.401(4) . ? C48 C47 1.389(3) . ? C48 H48 0.9500 . ? C30 C29 1.402(3) . ? C38 H38 0.9500 . ? C44 C45 1.392(3) . ? C44 H44 0.9500 . ? C16 C17 1.389(4) . ? C16 H16 0.9500 . ? C35 H35 0.9500 . ? C49 C50 1.389(3) . ? C49 C54 1.401(3) . ? C29 C28 1.387(3) . ? C29 H29 0.9500 . ? C54 C53 1.388(3) . ? C54 H54 0.9500 . ? C24 H24 0.9500 . ? C28 C27 1.387(4) . ? C28 H28 0.9500 . ? C26 C27 1.377(3) . ? C26 H26 0.9500 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C50 C51 1.401(3) . ? C50 H50 0.9500 . ? C45 C46 1.374(4) . ? C45 H45 0.9500 . ? C27 H27 0.9500 . ? C46 C47 1.371(4) . ? C46 H46 0.9500 . ? C47 H47 0.9500 . ? C19 C18 1.370(5) . ? C19 H19 0.9500 . ? C18 C17 1.383(5) . ? C18 H18 0.9500 . ? C17 H17 0.9500 . ? C53 C52 1.380(4) . ? C53 H53 0.9500 . ? C51 C52 1.381(4) . ? C51 H51 0.9500 . ? C52 H52 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Fe1 O1 109.06(7) . . ? O2 Fe1 N5 162.08(8) . . ? O1 Fe1 N5 87.84(8) . . ? O2 Fe1 N6 87.22(7) . . ? O1 Fe1 N6 162.49(7) . . ? N5 Fe1 N6 76.82(8) . . ? O2 Fe1 N2 89.04(7) . 1_665 ? O1 Fe1 N2 89.87(7) . 1_665 ? N5 Fe1 N2 84.97(7) . 1_665 ? N6 Fe1 N2 97.03(7) . 1_665 ? O2 Fe1 N1 92.21(7) . . ? O1 Fe1 N1 87.21(7) . . ? N5 Fe1 N1 94.61(7) . . ? N6 Fe1 N1 85.69(7) . . ? N2 Fe1 N1 177.06(7) 1_665 . ? C11 N4 N3 114.71(19) . . ? C15 C20 C19 119.9(3) . . ? C15 C20 C21 123.4(2) . . ? C19 C20 C21 116.6(3) . . ? C5 C4 C3 119.5(2) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C8 C9 C10 119.5(2) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C40 C41 C42 120.7(2) . . ? C40 C41 H41 119.7 . . ? C42 C41 H41 119.7 . . ? C34 C33 C32 120.6(2) . . ? C34 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? C15 O1 Fe1 131.25(16) . . ? C10 N2 C6 116.74(19) . . ? C10 N2 Fe1 121.11(15) . 1_445 ? C6 N2 Fe1 122.08(15) . 1_445 ? C30 O2 Fe1 134.29(14) . . ? C37 B1 C31 108.75(18) . . ? C37 B1 C49 105.87(18) . . ? C31 B1 C49 112.44(19) . . ? C37 B1 C43 113.50(19) . . ? C31 B1 C43 106.58(18) . . ? C49 B1 C43 109.82(17) . . ? C5 N1 C1 116.66(18) . . ? C5 N1 Fe1 120.89(14) . . ? C1 N1 Fe1 122.37(14) . . ? C41 C42 C37 122.4(2) . . ? C41 C42 H42 118.8 . . ? C37 C42 H42 118.8 . . ? C40 C39 C38 119.8(2) . . ? C40 C39 H39 120.1 . . ? C38 C39 H39 120.1 . . ? C4 C3 C2 117.16(19) . . ? C4 C3 C11 122.1(2) . . ? C2 C3 C11 120.7(2) . . ? N3 C13 C8 116.0(2) . . ? N3 C13 C14 125.1(2) . . ? C8 C13 C14 118.8(2) . . ? C1 C2 C3 119.5(2) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C21 N5 C22 119.9(2) . . ? C21 N5 Fe1 125.87(18) . . ? C22 N5 Fe1 114.23(15) . . ? C13 N3 N4 114.26(19) . . ? C33 C32 C31 122.6(2) . . ? C33 C32 H32 118.7 . . ? C31 C32 H32 118.7 . . ? N1 C5 C4 123.4(2) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? N2 C6 C7 123.5(2) . . ? N2 C6 H6 118.3 . . ? C7 C6 H6 118.3 . . ? C35 C34 C33 118.7(2) . . ? C35 C34 H34 120.6 . . ? C33 C34 H34 120.6 . . ? C9 C8 C7 117.2(2) . . ? C9 C8 C13 120.9(2) . . ? C7 C8 C13 121.9(2) . . ? C48 C43 C44 114.6(2) . . ? C48 C43 B1 123.46(19) . . ? C44 C43 B1 121.8(2) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C36 C31 C32 114.8(2) . . ? C36 C31 B1 124.2(2) . . ? C32 C31 B1 120.9(2) . . ? N5 C21 C20 125.1(2) . . ? N5 C21 H21 117.4 . . ? C20 C21 H21 117.4 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C6 C7 C8 119.5(2) . . ? C6 C7 H7 120.3 . . ? C8 C7 H7 120.3 . . ? N1 C1 C2 123.7(2) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? N4 C11 C3 116.5(2) . . ? N4 C11 C12 125.3(2) . . ? C3 C11 C12 118.2(2) . . ? C24 N6 C23 118.6(2) . . ? C24 N6 Fe1 126.86(16) . . ? C23 N6 Fe1 114.35(15) . . ? C39 C40 C41 119.0(2) . . ? C39 C40 H40 120.5 . . ? C41 C40 H40 120.5 . . ? C42 C37 C38 115.0(2) . . ? C42 C37 B1 125.9(2) . . ? C38 C37 B1 119.04(19) . . ? C26 C25 C30 119.7(2) . . ? C26 C25 C24 117.0(2) . . ? C30 C25 C24 123.3(2) . . ? N2 C10 C9 123.6(2) . . ? N2 C10 H10 118.2 . . ? C9 C10 H10 118.2 . . ? N5 C22 C23 106.65(19) . . ? N5 C22 H22A 110.4 . . ? C23 C22 H22A 110.4 . . ? N5 C22 H22B 110.4 . . ? C23 C22 H22B 110.4 . . ? H22A C22 H22B 108.6 . . ? C35 C36 C31 122.9(2) . . ? C35 C36 H36 118.6 . . ? C31 C36 H36 118.6 . . ? O1 C15 C16 118.8(2) . . ? O1 C15 C20 123.1(2) . . ? C16 C15 C20 118.1(2) . . ? C47 C48 C43 123.1(2) . . ? C47 C48 H48 118.4 . . ? C43 C48 H48 118.4 . . ? O2 C30 C29 119.4(2) . . ? O2 C30 C25 122.64(19) . . ? C29 C30 C25 117.9(2) . . ? C39 C38 C37 123.1(2) . . ? C39 C38 H38 118.4 . . ? C37 C38 H38 118.4 . . ? C45 C44 C43 122.9(2) . . ? C45 C44 H44 118.6 . . ? C43 C44 H44 118.6 . . ? C17 C16 C15 120.6(3) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? C34 C35 C36 120.4(2) . . ? C34 C35 H35 119.8 . . ? C36 C35 H35 119.8 . . ? C50 C49 C54 115.4(2) . . ? C50 C49 B1 126.0(2) . . ? C54 C49 B1 118.5(2) . . ? C28 C29 C30 120.9(2) . . ? C28 C29 H29 119.5 . . ? C30 C29 H29 119.5 . . ? C53 C54 C49 122.8(3) . . ? C53 C54 H54 118.6 . . ? C49 C54 H54 118.6 . . ? N6 C24 C25 124.9(2) . . ? N6 C24 H24 117.6 . . ? C25 C24 H24 117.6 . . ? C29 C28 C27 121.1(2) . . ? C29 C28 H28 119.4 . . ? C27 C28 H28 119.4 . . ? C27 C26 C25 121.5(2) . . ? C27 C26 H26 119.3 . . ? C25 C26 H26 119.3 . . ? N6 C23 C22 106.91(19) . . ? N6 C23 H23A 110.3 . . ? C22 C23 H23A 110.3 . . ? N6 C23 H23B 110.3 . . ? C22 C23 H23B 110.3 . . ? H23A C23 H23B 108.6 . . ? C49 C50 C51 122.5(3) . . ? C49 C50 H50 118.7 . . ? C51 C50 H50 118.7 . . ? C46 C45 C44 120.1(2) . . ? C46 C45 H45 120.0 . . ? C44 C45 H45 120.0 . . ? C26 C27 C28 118.8(2) . . ? C26 C27 H27 120.6 . . ? C28 C27 H27 120.6 . . ? C47 C46 C45 119.1(2) . . ? C47 C46 H46 120.4 . . ? C45 C46 H46 120.4 . . ? C46 C47 C48 120.2(2) . . ? C46 C47 H47 119.9 . . ? C48 C47 H47 119.9 . . ? C18 C19 C20 120.7(3) . . ? C18 C19 H19 119.6 . . ? C20 C19 H19 119.6 . . ? C19 C18 C17 119.6(3) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C17 C16 121.1(3) . . ? C18 C17 H17 119.4 . . ? C16 C17 H17 119.4 . . ? C52 C53 C54 120.2(3) . . ? C52 C53 H53 119.9 . . ? C54 C53 H53 119.9 . . ? C52 C51 C50 120.2(3) . . ? C52 C51 H51 119.9 . . ? C50 C51 H51 119.9 . . ? C51 C52 C53 118.8(2) . . ? C51 C52 H52 120.6 . . ? C53 C52 H52 120.6 . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 30.54 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.488 _refine_diff_density_min -0.442 _refine_diff_density_rms 0.072 # Attachment '2a.cif' #========================================================================== data_2a _database_code_depnum_ccdc_archive 'CCDC 738870' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H32 Fe N4 O3, C24 H20 B' _chemical_formula_sum 'C54 H52 B Fe N4 O3' _chemical_formula_weight 871.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2yn' 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 17.7548(7) _cell_length_b 10.4792(4) _cell_length_c 24.2709(10) _cell_angle_alpha 90.00 _cell_angle_beta 96.0470(10) _cell_angle_gamma 90.00 _cell_volume 4490.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 213 _cell_measurement_theta_min 2.3695 _cell_measurement_theta_max 24.7175 _exptl_crystal_description rod _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1836 _exptl_absorpt_coefficient_mu 0.385 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.637453 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25354 _diffrn_reflns_av_R_equivalents 0.0430 _diffrn_reflns_av_sigmaI/netI 0.0573 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 24.77 _reflns_number_total 7682 _reflns_number_gt 6854 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0077P)^2^+4.8864P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7682 _refine_ls_number_parameters 572 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0688 _refine_ls_R_factor_gt 0.0597 _refine_ls_wR_factor_ref 0.1059 _refine_ls_wR_factor_gt 0.1023 _refine_ls_goodness_of_fit_ref 1.224 _refine_ls_restrained_S_all 1.224 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.55165(2) 0.90377(4) 0.760985(17) 0.01599(12) Uani 1 1 d . . . O2 O 0.59748(11) 1.06819(18) 0.76768(8) 0.0185(5) Uani 1 1 d . . . O3 O 0.61633(11) 0.79237(19) 0.72547(9) 0.0203(5) Uani 1 1 d . . . N4 N 0.48229(14) 0.7424(2) 0.76962(10) 0.0199(6) Uani 1 1 d . . . C1 C 0.6134(2) 1.3913(3) 0.81901(13) 0.0271(8) Uani 1 1 d . . . H1 H 0.6483 1.4576 0.8202 0.032 Uiso 1 1 calc R . . C2 C 0.48036(18) 1.0882(3) 0.66884(13) 0.0247(7) Uani 1 1 d . . . H2 H 0.5000 1.1482 0.6947 0.030 Uiso 1 1 calc R . . C3 C 0.54581(17) 0.5959(3) 0.71283(12) 0.0202(7) Uani 1 1 d . . . C5 C 0.29216(17) 0.4099(3) 0.64827(13) 0.0225(7) Uani 1 1 d . . . H5 H 0.2969 0.3606 0.6170 0.027 Uiso 1 1 calc R . . C9 C 0.45097(18) 1.0968(3) 0.81341(12) 0.0215(7) Uani 1 1 d . . . H9 H 0.4064 1.1185 0.8281 0.026 Uiso 1 1 calc R . . C10 C 0.25762(17) 0.6012(3) 0.69039(12) 0.0206(7) Uani 1 1 d . . . H10 H 0.2396 0.6845 0.6883 0.025 Uiso 1 1 calc R . . C11 C 0.39156(17) 0.8953(3) 0.79370(15) 0.0266(8) Uani 1 1 d . . . H11A H 0.3623 0.8951 0.7576 0.032 Uiso 1 1 calc R . . H11B H 0.3587 0.9209 0.8212 0.032 Uiso 1 1 calc R . . N12 N 0.49307(14) 0.9636(2) 0.68017(10) 0.0184(6) Uani 1 1 d . . . C13 C 0.32207(17) 0.6186(3) 0.54998(12) 0.0178(7) Uani 1 1 d . . . C14 C 0.54544(19) 1.4096(3) 0.84188(13) 0.0272(8) Uani 1 1 d . . . H14 H 0.5351 1.4866 0.8586 0.033 Uiso 1 1 calc R . . C15 C 0.39476(17) 0.5833(3) 0.57277(13) 0.0214(7) Uani 1 1 d . . . H15 H 0.4003 0.5434 0.6072 0.026 Uiso 1 1 calc R . . C16 C 0.57893(17) 1.1756(3) 0.79209(12) 0.0180(7) Uani 1 1 d . . . C17 C 0.26391(16) 0.5355(3) 0.64107(13) 0.0180(7) Uani 1 1 d . . . C18 C 0.45909(19) 0.6056(3) 0.54611(14) 0.0264(8) Uani 1 1 d . . . H18 H 0.5064 0.5801 0.5626 0.032 Uiso 1 1 calc R . . C20 C 0.42294(18) 0.9157(3) 0.59290(13) 0.0242(7) Uani 1 1 d . . . H20 H 0.4046 0.8539 0.5674 0.029 Uiso 1 1 calc R . . C21 C 0.66434(18) 0.6263(3) 0.67411(13) 0.0255(8) Uani 1 1 d . . . H21 H 0.7062 0.6761 0.6686 0.031 Uiso 1 1 calc R . . N23 N 0.45596(14) 0.9832(2) 0.79396(10) 0.0190(6) Uani 1 1 d . . . C24 C 0.48731(17) 0.6328(3) 0.74677(13) 0.0207(7) Uani 1 1 d . . . H24 H 0.4505 0.5725 0.7525 0.025 Uiso 1 1 calc R . . C25 C 0.63019(18) 1.2781(3) 0.79483(13) 0.0219(7) Uani 1 1 d . . . H25 H 0.6761 1.2690 0.7800 0.026 Uiso 1 1 calc R . . C26 C 0.49396(18) 1.3110(3) 0.83917(13) 0.0235(7) Uani 1 1 d . . . H26 H 0.4482 1.3221 0.8541 0.028 Uiso 1 1 calc R . . C28 C 0.6581(2) 0.5044(3) 0.65172(14) 0.0314(8) Uani 1 1 d . . . H28 H 0.6956 0.4741 0.6311 0.038 Uiso 1 1 calc R . . C34 C 0.54160(19) 0.4727(3) 0.68981(13) 0.0254(8) Uani 1 1 d . . . H34 H 0.5005 0.4210 0.6952 0.031 Uiso 1 1 calc R . . C35 C 0.46426(17) 0.8800(3) 0.64162(12) 0.0205(7) Uani 1 1 d . . . H35 H 0.4727 0.7935 0.6482 0.025 Uiso 1 1 calc R . . C39 C 0.30572(18) 0.4259(3) 0.74763(13) 0.0268(8) Uani 1 1 d . . . H39 H 0.3198 0.3908 0.7824 0.032 Uiso 1 1 calc R . . C41 C 0.60847(17) 0.6753(3) 0.70496(12) 0.0205(7) Uani 1 1 d . . . C46 C 0.40861(17) 1.0445(3) 0.58165(13) 0.0217(7) Uani 1 1 d . . . C49 C 0.43980(18) 1.1308(3) 0.62108(13) 0.0255(8) Uani 1 1 d . . . H49 H 0.4332 1.2180 0.6151 0.031 Uiso 1 1 calc R . . C51 C 0.27687(18) 0.5485(3) 0.74251(13) 0.0253(8) Uani 1 1 d . . . H51 H 0.2703 0.5958 0.7741 0.030 Uiso 1 1 calc R . . C52 C 0.45265(19) 0.6657(3) 0.49507(14) 0.0283(8) Uani 1 1 d . . . H52 H 0.4953 0.6798 0.4768 0.034 Uiso 1 1 calc R . . C53 C 0.42397(18) 0.7642(3) 0.80704(14) 0.0266(8) Uani 1 1 d . . . H53A H 0.4459 0.7604 0.8453 0.032 Uiso 1 1 calc R . . H53B H 0.3846 0.6999 0.8013 0.032 Uiso 1 1 calc R . . C54 C 0.31313(18) 0.3569(3) 0.70004(14) 0.0254(8) Uani 1 1 d . . . H54 H 0.3323 0.2743 0.7027 0.031 Uiso 1 1 calc R . . C56 C 0.50918(17) 1.1934(3) 0.81424(12) 0.0183(7) Uani 1 1 d . . . C4 C 0.36036(19) 1.0844(3) 0.52988(13) 0.0294(8) Uani 1 1 d . . . H4A H 0.3442 1.1720 0.5341 0.035 Uiso 1 1 calc R . . H4B H 0.3154 1.0313 0.5254 0.035 Uiso 1 1 calc R . . C8 C 0.31836(18) 0.6809(3) 0.49859(12) 0.0222(7) Uani 1 1 d . . . H8 H 0.2714 0.7074 0.4820 0.027 Uiso 1 1 calc R . . C6 C 0.40133(17) 1.0742(3) 0.47767(12) 0.0229(7) Uani 1 1 d . . . H6A H 0.4169 0.9865 0.4731 0.027 Uiso 1 1 calc R . . H6B H 0.4466 1.1265 0.4823 0.027 Uiso 1 1 calc R . . C7 C 0.3820(2) 0.7045(3) 0.47160(13) 0.0271(8) Uani 1 1 d . . . H7 H 0.3771 0.7464 0.4377 0.033 Uiso 1 1 calc R . . C12 C 0.5966(2) 0.4272(3) 0.65961(14) 0.0306(8) Uani 1 1 d . . . H12 H 0.5929 0.3455 0.6446 0.037 Uiso 1 1 calc R . . B22 B 0.2433(2) 0.5917(3) 0.57811(15) 0.0198(8) Uani 1 1 d . . . C19 C 0.21928(19) 0.4110(3) 0.49905(13) 0.0251(7) Uani 1 1 d . . . H19 H 0.2679 0.4267 0.4897 0.030 Uiso 1 1 calc R . . C22 C 0.19795(17) 0.7296(3) 0.57609(13) 0.0204(7) Uani 1 1 d . . . C23 C 0.19306(18) 0.4816(3) 0.54211(13) 0.0210(7) Uani 1 1 d . . . C27 C 0.2004(2) 0.9579(3) 0.59816(15) 0.0329(9) Uani 1 1 d . . . H27 H 0.2250 1.0261 0.6168 0.039 Uiso 1 1 calc R . . C29 C 0.11969(19) 0.4490(3) 0.55436(14) 0.0283(8) Uani 1 1 d . . . H29 H 0.0998 0.4912 0.5833 0.034 Uiso 1 1 calc R . . C30 C 0.23218(19) 0.8369(3) 0.60307(14) 0.0266(8) Uani 1 1 d . . . H30 H 0.2779 0.8263 0.6251 0.032 Uiso 1 1 calc R . . C31 C 0.12963(18) 0.7546(3) 0.54353(13) 0.0264(8) Uani 1 1 d . . . H31 H 0.1045 0.6872 0.5247 0.032 Uiso 1 1 calc R . . C32 C 0.29595(17) 1.0162(3) 0.40295(12) 0.0189(7) Uani 1 1 d . . . C33 C 0.23281(17) 0.9847(3) 0.42959(12) 0.0199(7) Uani 1 1 d . . . H33 H 0.2221 1.0292 0.4610 0.024 Uiso 1 1 calc R . . C36 C 0.35185(18) 1.1168(3) 0.42509(13) 0.0247(7) Uani 1 1 d . . . H36A H 0.3244 1.1934 0.4333 0.030 Uiso 1 1 calc R . . H36B H 0.3844 1.1380 0.3967 0.030 Uiso 1 1 calc R . . C37 C 0.1754(2) 0.3181(3) 0.46960(14) 0.0310(8) Uani 1 1 d . . . H37 H 0.1950 0.2738 0.4411 0.037 Uiso 1 1 calc R . . C38 C 0.30627(18) 0.9479(3) 0.35544(13) 0.0236(7) Uani 1 1 d . . . H38 H 0.3471 0.9669 0.3358 0.028 Uiso 1 1 calc R . . C42 C 0.0977(2) 0.8760(3) 0.53815(14) 0.0341(9) Uani 1 1 d . . . H42 H 0.0525 0.8881 0.5157 0.041 Uiso 1 1 calc R . . C43 C 0.1030(2) 0.2913(3) 0.48244(15) 0.0322(9) Uani 1 1 d . . . H43 H 0.0735 0.2302 0.4626 0.039 Uiso 1 1 calc R . . C44 C 0.0757(2) 0.3569(3) 0.52521(15) 0.0350(9) Uani 1 1 d . . . H44 H 0.0274 0.3394 0.5347 0.042 Uiso 1 1 calc R . . C45 C 0.1327(2) 0.9782(3) 0.56581(15) 0.0370(10) Uani 1 1 d . . . H45 H 0.1112 1.0592 0.5628 0.044 Uiso 1 1 calc R . . N1 N 0.19722(15) 0.8200(2) 0.36351(11) 0.0236(6) Uani 1 1 d . . . C47 C 0.18601(17) 0.8858(3) 0.40871(13) 0.0220(7) Uani 1 1 d . . . H47 H 0.1446 0.8645 0.4274 0.026 Uiso 1 1 calc R . . C48 C 0.25691(19) 0.8524(3) 0.33705(14) 0.0269(8) Uani 1 1 d . . . H48 H 0.2653 0.8085 0.3050 0.032 Uiso 1 1 calc R . . O1 O 0.59766(13) 0.8580(2) 0.84024(9) 0.0241(5) Uani 1 1 d . . . C40 C 0.6165(2) 0.9481(3) 0.88460(13) 0.0323(9) Uani 1 1 d . . . H40A H 0.6494 1.0127 0.8725 0.048 Uiso 1 1 calc R . . H40B H 0.6417 0.9044 0.9161 0.048 Uiso 1 1 calc R . . H40C H 0.5710 0.9870 0.8947 0.048 Uiso 1 1 calc R . . H1A H 0.630(2) 0.797(3) 0.8433(15) 0.039 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0156(2) 0.0156(2) 0.0168(2) -0.00197(19) 0.00169(18) 0.00096(18) O2 0.0177(11) 0.0157(11) 0.0225(12) -0.0052(9) 0.0044(9) 0.0007(9) O3 0.0185(11) 0.0180(11) 0.0249(12) -0.0053(9) 0.0045(9) 0.0001(9) N4 0.0199(14) 0.0185(13) 0.0225(14) -0.0038(12) 0.0075(11) 0.0009(11) C1 0.037(2) 0.0208(17) 0.0219(18) 0.0008(15) -0.0041(15) -0.0076(15) C2 0.0294(18) 0.0218(17) 0.0220(18) -0.0029(14) -0.0014(14) 0.0003(15) C3 0.0248(17) 0.0174(15) 0.0184(16) -0.0011(14) 0.0024(14) 0.0033(14) C5 0.0232(17) 0.0252(17) 0.0198(17) 0.0031(14) 0.0052(14) 0.0011(14) C9 0.0221(17) 0.0239(17) 0.0189(16) -0.0015(14) 0.0036(13) 0.0068(14) C10 0.0208(17) 0.0177(15) 0.0239(17) -0.0003(14) 0.0044(14) -0.0060(14) C11 0.0196(17) 0.0255(17) 0.036(2) -0.0080(16) 0.0108(15) -0.0006(15) N12 0.0175(14) 0.0196(13) 0.0181(14) -0.0031(11) 0.0015(11) 0.0003(11) C13 0.0238(17) 0.0120(15) 0.0176(16) -0.0030(13) 0.0026(13) 0.0000(13) C14 0.041(2) 0.0166(16) 0.0234(18) -0.0061(14) -0.0012(16) 0.0029(15) C15 0.0259(18) 0.0173(16) 0.0216(17) 0.0013(14) 0.0047(14) 0.0014(14) C16 0.0233(17) 0.0175(16) 0.0123(15) -0.0011(13) -0.0025(13) 0.0029(13) C17 0.0138(15) 0.0195(15) 0.0216(17) 0.0017(13) 0.0051(13) -0.0036(13) C18 0.0257(18) 0.0209(17) 0.034(2) -0.0003(16) 0.0086(15) 0.0002(15) C20 0.0249(18) 0.0279(18) 0.0193(17) -0.0061(15) -0.0003(14) -0.0011(15) C21 0.0233(18) 0.0267(18) 0.0271(18) -0.0046(15) 0.0051(15) 0.0026(14) N23 0.0167(14) 0.0181(13) 0.0222(14) -0.0019(11) 0.0026(11) 0.0005(11) C24 0.0215(17) 0.0182(16) 0.0223(17) 0.0007(14) 0.0014(14) -0.0027(13) C25 0.0241(18) 0.0217(17) 0.0195(17) 0.0010(14) -0.0001(14) -0.0017(14) C26 0.0277(18) 0.0211(16) 0.0213(17) -0.0012(14) 0.0009(14) 0.0066(14) C28 0.037(2) 0.0295(19) 0.0292(19) -0.0078(16) 0.0108(16) 0.0117(17) C34 0.034(2) 0.0198(16) 0.0219(18) -0.0016(14) 0.0008(15) 0.0036(15) C35 0.0227(17) 0.0190(16) 0.0196(17) -0.0010(14) 0.0018(14) 0.0007(13) C39 0.0249(18) 0.036(2) 0.0194(17) 0.0095(15) 0.0006(14) -0.0062(16) C41 0.0236(17) 0.0219(16) 0.0149(16) -0.0001(14) -0.0022(13) 0.0075(14) C46 0.0174(16) 0.0312(18) 0.0174(16) 0.0013(14) 0.0066(13) 0.0029(14) C49 0.0295(19) 0.0200(17) 0.0264(18) -0.0001(14) 0.0001(15) 0.0065(14) C51 0.0244(18) 0.0305(18) 0.0208(18) -0.0015(15) 0.0026(14) -0.0074(15) C52 0.031(2) 0.0206(17) 0.037(2) -0.0067(16) 0.0211(17) -0.0039(15) C53 0.0291(19) 0.0217(17) 0.032(2) -0.0030(15) 0.0157(16) -0.0080(15) C54 0.0205(17) 0.0236(17) 0.033(2) 0.0079(15) 0.0044(15) 0.0010(14) C56 0.0215(17) 0.0175(15) 0.0157(16) -0.0002(13) 0.0007(13) 0.0016(13) C4 0.0268(19) 0.039(2) 0.0215(18) 0.0004(16) -0.0025(15) 0.0073(16) C8 0.0295(19) 0.0178(16) 0.0190(17) -0.0033(14) 0.0013(14) 0.0030(14) C6 0.0218(17) 0.0244(17) 0.0215(17) 0.0012(14) -0.0020(14) -0.0055(14) C7 0.043(2) 0.0202(17) 0.0194(17) -0.0033(14) 0.0103(16) -0.0051(16) C12 0.045(2) 0.0185(17) 0.0294(19) -0.0067(15) 0.0088(17) 0.0075(16) B22 0.0185(18) 0.0205(18) 0.0199(19) 0.0001(16) 0.0008(15) -0.0005(15) C19 0.0262(18) 0.0216(17) 0.0266(18) 0.0018(15) -0.0013(15) 0.0018(14) C22 0.0224(17) 0.0224(17) 0.0175(16) 0.0014(14) 0.0075(13) 0.0000(14) C23 0.0250(18) 0.0170(15) 0.0205(17) 0.0070(14) 0.0007(14) 0.0034(14) C27 0.049(2) 0.0208(17) 0.032(2) 0.0012(16) 0.0208(18) -0.0012(17) C29 0.032(2) 0.0304(19) 0.0225(18) -0.0002(15) 0.0029(15) -0.0053(16) C30 0.0300(19) 0.0250(18) 0.0261(18) 0.0050(15) 0.0085(15) 0.0028(15) C31 0.0269(19) 0.0292(18) 0.0242(18) 0.0028(15) 0.0075(15) 0.0036(15) C32 0.0185(16) 0.0211(16) 0.0161(16) 0.0073(13) -0.0028(13) 0.0017(13) C33 0.0215(17) 0.0237(16) 0.0142(16) 0.0029(13) 0.0004(13) 0.0006(14) C36 0.0239(18) 0.0290(18) 0.0211(17) 0.0067(15) 0.0012(14) -0.0059(15) C37 0.043(2) 0.0199(17) 0.0288(19) -0.0019(15) -0.0005(17) 0.0051(16) C38 0.0188(17) 0.0323(18) 0.0200(17) 0.0028(15) 0.0041(14) 0.0010(14) C42 0.035(2) 0.041(2) 0.027(2) 0.0141(17) 0.0103(16) 0.0171(18) C43 0.038(2) 0.0233(18) 0.033(2) 0.0022(16) -0.0075(17) -0.0080(16) C44 0.032(2) 0.039(2) 0.033(2) 0.0060(17) -0.0036(17) -0.0108(17) C45 0.052(3) 0.0272(19) 0.037(2) 0.0166(18) 0.0258(19) 0.0211(18) N1 0.0268(15) 0.0197(14) 0.0231(15) 0.0023(12) -0.0024(12) -0.0002(12) C47 0.0186(16) 0.0265(17) 0.0209(17) 0.0066(15) 0.0019(13) -0.0034(14) C48 0.034(2) 0.0267(18) 0.0201(17) -0.0034(15) 0.0015(15) 0.0070(16) O1 0.0310(13) 0.0189(12) 0.0212(12) -0.0034(10) -0.0032(10) 0.0076(10) C40 0.046(2) 0.0277(19) 0.0212(18) -0.0050(15) -0.0065(16) 0.0074(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O2 1.905(2) . ? Fe1 O3 1.906(2) . ? Fe1 O1 2.066(2) . ? Fe1 N4 2.115(3) . ? Fe1 N23 2.123(3) . ? Fe1 N12 2.212(2) . ? O2 C16 1.330(3) . ? O3 C41 1.326(4) . ? N4 C24 1.283(4) . ? N4 C53 1.465(4) . ? C1 C25 1.370(4) . ? C1 C14 1.394(5) . ? C1 H1 0.9300 . ? C2 N12 1.348(4) . ? C2 C49 1.373(4) . ? C2 H2 0.9300 . ? C3 C34 1.406(4) . ? C3 C41 1.418(4) . ? C3 C24 1.445(4) . ? C5 C54 1.388(4) . ? C5 C17 1.413(4) . ? C5 H5 0.9300 . ? C9 N23 1.287(4) . ? C9 C56 1.445(4) . ? C9 H9 0.9300 . ? C10 C51 1.389(4) . ? C10 C17 1.395(4) . ? C10 H10 0.9300 . ? C11 N23 1.468(4) . ? C11 C53 1.511(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? N12 C35 1.343(4) . ? C13 C15 1.399(4) . ? C13 C8 1.403(4) . ? C13 B22 1.645(5) . ? C14 C26 1.376(4) . ? C14 H14 0.9300 . ? C15 C18 1.390(4) . ? C15 H15 0.9300 . ? C16 C25 1.405(4) . ? C16 C56 1.413(4) . ? C17 B22 1.643(5) . ? C18 C52 1.384(5) . ? C18 H18 0.9300 . ? C20 C35 1.376(4) . ? C20 C46 1.395(4) . ? C20 H20 0.9300 . ? C21 C28 1.388(4) . ? C21 C41 1.402(4) . ? C21 H21 0.9300 . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C56 1.411(4) . ? C26 H26 0.9300 . ? C28 C12 1.388(5) . ? C28 H28 0.9300 . ? C34 C12 1.368(5) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C39 C54 1.381(5) . ? C39 C51 1.384(4) . ? C39 H39 0.9300 . ? C46 C49 1.389(4) . ? C46 C4 1.504(4) . ? C49 H49 0.9300 . ? C51 H51 0.9300 . ? C52 C7 1.383(5) . ? C52 H52 0.9300 . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C54 H54 0.9300 . ? C4 C6 1.530(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C8 C7 1.386(4) . ? C8 H8 0.9300 . ? C6 C36 1.537(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7 0.9300 . ? C12 H12 0.9300 . ? B22 C23 1.651(5) . ? B22 C22 1.652(5) . ? C19 C37 1.396(4) . ? C19 C23 1.399(4) . ? C19 H19 0.9300 . ? C22 C31 1.401(4) . ? C22 C30 1.407(4) . ? C23 C29 1.408(4) . ? C27 C45 1.382(5) . ? C27 C30 1.388(4) . ? C27 H27 0.9300 . ? C29 C44 1.388(5) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C42 1.393(4) . ? C31 H31 0.9300 . ? C32 C38 1.386(4) . ? C32 C33 1.392(4) . ? C32 C36 1.507(4) . ? C33 C47 1.390(4) . ? C33 H33 0.9300 . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C43 1.382(5) . ? C37 H37 0.9300 . ? C38 C48 1.374(4) . ? C38 H38 0.9300 . ? C42 C45 1.377(5) . ? C42 H42 0.9300 . ? C43 C44 1.376(5) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? N1 C47 1.328(4) . ? N1 C48 1.339(4) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? O1 C40 1.445(4) . ? O1 H1A 0.85(4) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Fe1 O3 108.68(9) . . ? O2 Fe1 O1 90.41(9) . . ? O3 Fe1 O1 94.64(9) . . ? O2 Fe1 N4 164.25(9) . . ? O3 Fe1 N4 86.56(9) . . ? O1 Fe1 N4 84.22(9) . . ? O2 Fe1 N23 87.98(9) . . ? O3 Fe1 N23 162.73(9) . . ? O1 Fe1 N23 89.64(9) . . ? N4 Fe1 N23 77.22(9) . . ? O2 Fe1 N12 88.63(9) . . ? O3 Fe1 N12 91.26(9) . . ? O1 Fe1 N12 174.02(9) . . ? N4 Fe1 N12 95.17(10) . . ? N23 Fe1 N12 84.43(9) . . ? C16 O2 Fe1 132.85(19) . . ? C41 O3 Fe1 133.78(19) . . ? C24 N4 C53 119.6(3) . . ? C24 N4 Fe1 127.2(2) . . ? C53 N4 Fe1 113.18(18) . . ? C25 C1 C14 121.7(3) . . ? C25 C1 H1 119.1 . . ? C14 C1 H1 119.1 . . ? N12 C2 C49 123.3(3) . . ? N12 C2 H2 118.4 . . ? C49 C2 H2 118.4 . . ? C34 C3 C41 119.7(3) . . ? C34 C3 C24 117.5(3) . . ? C41 C3 C24 122.8(3) . . ? C54 C5 C17 122.9(3) . . ? C54 C5 H5 118.6 . . ? C17 C5 H5 118.6 . . ? N23 C9 C56 125.2(3) . . ? N23 C9 H9 117.4 . . ? C56 C9 H9 117.4 . . ? C51 C10 C17 123.5(3) . . ? C51 C10 H10 118.3 . . ? C17 C10 H10 118.3 . . ? N23 C11 C53 106.9(3) . . ? N23 C11 H11A 110.3 . . ? C53 C11 H11A 110.3 . . ? N23 C11 H11B 110.3 . . ? C53 C11 H11B 110.3 . . ? H11A C11 H11B 108.6 . . ? C35 N12 C2 116.5(3) . . ? C35 N12 Fe1 122.8(2) . . ? C2 N12 Fe1 120.5(2) . . ? C15 C13 C8 115.4(3) . . ? C15 C13 B22 125.5(3) . . ? C8 C13 B22 119.1(3) . . ? C26 C14 C1 118.4(3) . . ? C26 C14 H14 120.8 . . ? C1 C14 H14 120.8 . . ? C18 C15 C13 122.7(3) . . ? C18 C15 H15 118.6 . . ? C13 C15 H15 118.6 . . ? O2 C16 C25 118.6(3) . . ? O2 C16 C56 123.3(3) . . ? C25 C16 C56 118.1(3) . . ? C10 C17 C5 114.4(3) . . ? C10 C17 B22 126.3(3) . . ? C5 C17 B22 119.4(3) . . ? C52 C18 C15 119.9(3) . . ? C52 C18 H18 120.0 . . ? C15 C18 H18 120.0 . . ? C35 C20 C46 120.1(3) . . ? C35 C20 H20 120.0 . . ? C46 C20 H20 120.0 . . ? C28 C21 C41 121.0(3) . . ? C28 C21 H21 119.5 . . ? C41 C21 H21 119.5 . . ? C9 N23 C11 119.9(3) . . ? C9 N23 Fe1 126.1(2) . . ? C11 N23 Fe1 113.95(18) . . ? N4 C24 C3 125.0(3) . . ? N4 C24 H24 117.5 . . ? C3 C24 H24 117.5 . . ? C1 C25 C16 120.9(3) . . ? C1 C25 H25 119.6 . . ? C16 C25 H25 119.6 . . ? C14 C26 C56 121.3(3) . . ? C14 C26 H26 119.3 . . ? C56 C26 H26 119.3 . . ? C12 C28 C21 120.9(3) . . ? C12 C28 H28 119.5 . . ? C21 C28 H28 119.5 . . ? C12 C34 C3 121.5(3) . . ? C12 C34 H34 119.3 . . ? C3 C34 H34 119.3 . . ? N12 C35 C20 123.4(3) . . ? N12 C35 H35 118.3 . . ? C20 C35 H35 118.3 . . ? C54 C39 C51 118.6(3) . . ? C54 C39 H39 120.7 . . ? C51 C39 H39 120.7 . . ? O3 C41 C21 119.2(3) . . ? O3 C41 C3 123.0(3) . . ? C21 C41 C3 117.8(3) . . ? C49 C46 C20 116.4(3) . . ? C49 C46 C4 123.0(3) . . ? C20 C46 C4 120.6(3) . . ? C2 C49 C46 120.3(3) . . ? C2 C49 H49 119.8 . . ? C46 C49 H49 119.8 . . ? C39 C51 C10 120.2(3) . . ? C39 C51 H51 119.9 . . ? C10 C51 H51 119.9 . . ? C7 C52 C18 119.2(3) . . ? C7 C52 H52 120.4 . . ? C18 C52 H52 120.4 . . ? N4 C53 C11 106.7(3) . . ? N4 C53 H53A 110.4 . . ? C11 C53 H53A 110.4 . . ? N4 C53 H53B 110.4 . . ? C11 C53 H53B 110.4 . . ? H53A C53 H53B 108.6 . . ? C39 C54 C5 120.5(3) . . ? C39 C54 H54 119.8 . . ? C5 C54 H54 119.8 . . ? C26 C56 C16 119.6(3) . . ? C26 C56 C9 116.7(3) . . ? C16 C56 C9 123.8(3) . . ? C46 C4 C6 113.2(3) . . ? C46 C4 H4A 108.9 . . ? C6 C4 H4A 108.9 . . ? C46 C4 H4B 108.9 . . ? C6 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? C7 C8 C13 122.6(3) . . ? C7 C8 H8 118.7 . . ? C13 C8 H8 118.7 . . ? C4 C6 C36 112.8(3) . . ? C4 C6 H6A 109.0 . . ? C36 C6 H6A 109.0 . . ? C4 C6 H6B 109.0 . . ? C36 C6 H6B 109.0 . . ? H6A C6 H6B 107.8 . . ? C52 C7 C8 120.1(3) . . ? C52 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C34 C12 C28 119.2(3) . . ? C34 C12 H12 120.4 . . ? C28 C12 H12 120.4 . . ? C17 B22 C13 109.4(2) . . ? C17 B22 C23 107.3(2) . . ? C13 B22 C23 109.6(3) . . ? C17 B22 C22 113.7(3) . . ? C13 B22 C22 105.7(2) . . ? C23 B22 C22 111.2(3) . . ? C37 C19 C23 122.6(3) . . ? C37 C19 H19 118.7 . . ? C23 C19 H19 118.7 . . ? C31 C22 C30 114.8(3) . . ? C31 C22 B22 124.8(3) . . ? C30 C22 B22 120.0(3) . . ? C19 C23 C29 114.7(3) . . ? C19 C23 B22 124.1(3) . . ? C29 C23 B22 121.2(3) . . ? C45 C27 C30 120.7(3) . . ? C45 C27 H27 119.6 . . ? C30 C27 H27 119.6 . . ? C44 C29 C23 123.0(3) . . ? C44 C29 H29 118.5 . . ? C23 C29 H29 118.5 . . ? C27 C30 C22 122.6(3) . . ? C27 C30 H30 118.7 . . ? C22 C30 H30 118.7 . . ? C42 C31 C22 122.9(3) . . ? C42 C31 H31 118.6 . . ? C22 C31 H31 118.6 . . ? C38 C32 C33 116.6(3) . . ? C38 C32 C36 121.2(3) . . ? C33 C32 C36 122.2(3) . . ? C47 C33 C32 119.2(3) . . ? C47 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? C32 C36 C6 113.0(3) . . ? C32 C36 H36A 109.0 . . ? C6 C36 H36A 109.0 . . ? C32 C36 H36B 109.0 . . ? C6 C36 H36B 109.0 . . ? H36A C36 H36B 107.8 . . ? C43 C37 C19 120.6(3) . . ? C43 C37 H37 119.7 . . ? C19 C37 H37 119.7 . . ? C48 C38 C32 120.7(3) . . ? C48 C38 H38 119.6 . . ? C32 C38 H38 119.6 . . ? C45 C42 C31 120.5(3) . . ? C45 C42 H42 119.8 . . ? C31 C42 H42 119.8 . . ? C44 C43 C37 118.6(3) . . ? C44 C43 H43 120.7 . . ? C37 C43 H43 120.7 . . ? C43 C44 C29 120.6(3) . . ? C43 C44 H44 119.7 . . ? C29 C44 H44 119.7 . . ? C42 C45 C27 118.6(3) . . ? C42 C45 H45 120.7 . . ? C27 C45 H45 120.7 . . ? C47 N1 C48 117.4(3) . . ? N1 C47 C33 123.5(3) . . ? N1 C47 H47 118.2 . . ? C33 C47 H47 118.2 . . ? N1 C48 C38 122.6(3) . . ? N1 C48 H48 118.7 . . ? C38 C48 H48 118.7 . . ? C40 O1 Fe1 125.46(18) . . ? C40 O1 H1A 109(2) . . ? Fe1 O1 H1A 117(2) . . ? O1 C40 H40A 109.5 . . ? O1 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? O1 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1A N1 0.85(4) 1.75(4) 2.591(3) 169(4) 4_676 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.77 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.310 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.056 # Attachment '2b.cif' #========================================================================== data_2b _database_code_depnum_ccdc_archive 'CCDC 738871' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' #========================================================================== _chemical_name_systematic ; ? ; _chemical_name_common 2b _chemical_melting_point ? _chemical_formula_moiety ; 2(C27 H26 Fe N4 O3 S), C24 H20 B, C24 H19 B, C H4 O ; _chemical_formula_sum 'C103 H95 B2 Fe2 N8 O7 S2' _chemical_formula_weight 1754.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0871(2) _cell_length_b 17.0283(3) _cell_length_c 27.1416(7) _cell_angle_alpha 102.7040(10) _cell_angle_beta 90.9760(10) _cell_angle_gamma 105.7480(10) _cell_volume 4362.53(16) _cell_formula_units_Z 2 _cell_measurement_temperature 123 _cell_measurement_reflns_used 122 _cell_measurement_theta_min 2.182 _cell_measurement_theta_max 25.773 _exptl_crystal_description plate _exptl_crystal_colour red-brown _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.336 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1838 _exptl_absorpt_coefficient_mu 0.444 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 16341 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0677 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 0.77 _diffrn_reflns_theta_max 25.61 _reflns_number_total 16341 _reflns_number_gt 12585 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (BrukerAXS, 1997)' _computing_cell_refinement 'SMART (BrukerAXS, 1997)' _computing_data_reduction 'SAINT+ (BrukerAXS, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _computing_structure_refinement X-SEED _computing_molecular_graphics 'MERCURY 1.4 (Bruno et al., 2002)' _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0342P)^2^+9.2620P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 16341 _refine_ls_number_parameters 1123 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0956 _refine_ls_R_factor_gt 0.0687 _refine_ls_wR_factor_ref 0.1407 _refine_ls_wR_factor_gt 0.1265 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe -0.19642(5) 0.97187(3) 0.116679(18) 0.01412(12) Uani 1 1 d . . . Fe2 Fe 0.17721(5) 0.60821(3) 0.395700(19) 0.01535(13) Uani 1 1 d . . . S1 S 0.14358(10) 1.24664(7) 0.32704(4) 0.0320(3) Uani 1 1 d . . . S2 S -0.17041(10) 0.32873(7) 0.18734(4) 0.0325(3) Uani 1 1 d . . . N1 N -0.3832(3) 0.91447(17) 0.14557(11) 0.0160(6) Uani 1 1 d . . . N2 N -0.1524(3) 0.86886(18) 0.13682(11) 0.0166(6) Uani 1 1 d . . . N3 N 0.1356(3) 0.70287(18) 0.36535(11) 0.0190(7) Uani 1 1 d . . . N4 N 0.3621(3) 0.65428(18) 0.36262(11) 0.0183(7) Uani 1 1 d . . . N5 N -0.0986(3) 1.05162(18) 0.18999(11) 0.0166(6) Uani 1 1 d . . . N6 N -0.1303(3) 1.2866(2) 0.45580(12) 0.0275(8) Uani 1 1 d . . . N7 N 0.0758(3) 0.52149(18) 0.32456(11) 0.0184(7) Uani 1 1 d . . . N8 N 0.1127(3) 0.2843(2) 0.06181(12) 0.0305(8) Uani 1 1 d . . . O1 O -0.2773(2) 1.05646(15) 0.10809(9) 0.0174(5) Uani 1 1 d . . . O2 O -0.0246(2) 0.99068(14) 0.08700(9) 0.0166(5) Uani 1 1 d . . . O3 O 0.0062(2) 0.59732(15) 0.42634(9) 0.0188(5) Uani 1 1 d . . . O4 O 0.2543(2) 0.52510(15) 0.41039(9) 0.0211(6) Uani 1 1 d . . . O5 O -0.2916(3) 0.89414(17) 0.04608(9) 0.0211(6) Uani 1 1 d . . . O6 O 0.2649(3) 0.69750(17) 0.46236(10) 0.0247(6) Uani 1 1 d . . . O7 O 0.7157(3) 0.74270(16) 0.01195(10) 0.0297(6) Uani 1 1 d . . . H7S H 0.7719 0.7395 -0.0104 0.045 Uiso 1 1 calc R . . C1 C 0.0429(3) 0.9363(2) 0.06618(12) 0.0150(7) Uani 1 1 d . . . C2 C 0.1352(4) 0.9557(2) 0.02953(13) 0.0202(8) Uani 1 1 d . . . H2 H 0.1459 1.0067 0.0192 0.024 Uiso 1 1 calc R . . C3 C 0.2101(4) 0.9022(2) 0.00845(14) 0.0245(9) Uani 1 1 d . . . H3 H 0.2710 0.9165 -0.0165 0.029 Uiso 1 1 calc R . . C4 C 0.1979(4) 0.8270(2) 0.02326(15) 0.0273(9) Uani 1 1 d . . . H4 H 0.2510 0.7907 0.0089 0.033 Uiso 1 1 calc R . . C5 C 0.1085(4) 0.8065(2) 0.05872(14) 0.0221(8) Uani 1 1 d . . . H5 H 0.1005 0.7558 0.0691 0.027 Uiso 1 1 calc R . . C6 C 0.0280(4) 0.8592(2) 0.08014(13) 0.0174(8) Uani 1 1 d . . . C7 C -0.0669(4) 0.8309(2) 0.11612(13) 0.0178(8) Uani 1 1 d . . . H7 H -0.0657 0.7802 0.1251 0.021 Uiso 1 1 calc R . . C8 C -0.2451(4) 0.8333(2) 0.17248(13) 0.0168(8) Uani 1 1 d . . . H8A H -0.2182 0.8684 0.2073 0.020 Uiso 1 1 calc R . . H8B H -0.2405 0.7758 0.1721 0.020 Uiso 1 1 calc R . . C9 C -0.3897(4) 0.8316(2) 0.15527(14) 0.0219(8) Uani 1 1 d . . . H9A H -0.4243 0.7871 0.1240 0.026 Uiso 1 1 calc R . . H9B H -0.4533 0.8199 0.1818 0.026 Uiso 1 1 calc R . . C10 C -0.4931(4) 0.9394(2) 0.14821(13) 0.0177(8) Uani 1 1 d . . . H10 H -0.5722 0.9049 0.1592 0.021 Uiso 1 1 calc R . . C11 C -0.5064(3) 1.0153(2) 0.13583(13) 0.0165(8) Uani 1 1 d . . . C12 C -0.6333(4) 1.0334(2) 0.14207(14) 0.0204(8) Uani 1 1 d . . . H12 H -0.7062 0.9954 0.1538 0.024 Uiso 1 1 calc R . . C13 C -0.6557(4) 1.1045(2) 0.13173(14) 0.0243(9) Uani 1 1 d . . . H13 H -0.7429 1.1153 0.1360 0.029 Uiso 1 1 calc R . . C14 C -0.5478(4) 1.1603(2) 0.11488(14) 0.0221(8) Uani 1 1 d . . . H14 H -0.5609 1.2106 0.1086 0.027 Uiso 1 1 calc R . . C15 C -0.4221(4) 1.1438(2) 0.10714(13) 0.0179(8) Uani 1 1 d . . . H15 H -0.3508 1.1823 0.0950 0.021 Uiso 1 1 calc R . . C16 C -0.3985(3) 1.0712(2) 0.11688(13) 0.0160(7) Uani 1 1 d . . . C17 C 0.3740(4) 0.5079(2) 0.40325(13) 0.0181(8) Uani 1 1 d . . . C18 C 0.3979(4) 0.4402(3) 0.41996(16) 0.0293(10) Uani 1 1 d . . . H18 H 0.3278 0.4076 0.4360 0.035 Uiso 1 1 calc R . . C19 C 0.5203(4) 0.4203(3) 0.41360(17) 0.0339(10) Uani 1 1 d . . . H19 H 0.5335 0.3739 0.4251 0.041 Uiso 1 1 calc R . . C20 C 0.6257(4) 0.4671(3) 0.39056(15) 0.0288(9) Uani 1 1 d . . . H20 H 0.7109 0.4536 0.3868 0.035 Uiso 1 1 calc R . . C21 C 0.6047(4) 0.5326(2) 0.37345(14) 0.0213(8) Uani 1 1 d . . . H21 H 0.6759 0.5639 0.3572 0.026 Uiso 1 1 calc R . . C22 C 0.4805(4) 0.5554(2) 0.37920(13) 0.0178(8) Uani 1 1 d . . . C23 C 0.4686(3) 0.6257(2) 0.36049(13) 0.0176(8) Uani 1 1 d . . . H23 H 0.5457 0.6538 0.3452 0.021 Uiso 1 1 calc R . . C24 C 0.3719(4) 0.7310(2) 0.34462(15) 0.0246(9) Uani 1 1 d . . . H24A H 0.4320 0.7332 0.3162 0.029 Uiso 1 1 calc R . . H24B H 0.4123 0.7813 0.3723 0.029 Uiso 1 1 calc R . . C25 C 0.2271(4) 0.7294(2) 0.32717(14) 0.0225(8) Uani 1 1 d . . . H25A H 0.2253 0.7858 0.3238 0.027 Uiso 1 1 calc R . . H25B H 0.1969 0.6895 0.2938 0.027 Uiso 1 1 calc R . . C26 C 0.0485(4) 0.7434(2) 0.38106(13) 0.0197(8) Uani 1 1 d . . . H26 H 0.0493 0.7908 0.3679 0.024 Uiso 1 1 calc R . . C27 C -0.0507(3) 0.7227(2) 0.41731(13) 0.0184(8) Uani 1 1 d . . . C28 C -0.1365(4) 0.7749(2) 0.43071(14) 0.0236(8) Uani 1 1 d . . . H28 H -0.1266 0.8214 0.4157 0.028 Uiso 1 1 calc R . . C29 C -0.2338(4) 0.7614(3) 0.46451(16) 0.0305(10) Uani 1 1 d . . . H29 H -0.2893 0.7985 0.4737 0.037 Uiso 1 1 calc R . . C30 C -0.2499(4) 0.6917(3) 0.48521(15) 0.0281(9) Uani 1 1 d . . . H30 H -0.3173 0.6814 0.5088 0.034 Uiso 1 1 calc R . . C31 C -0.1696(4) 0.6373(2) 0.47214(14) 0.0216(8) Uani 1 1 d . . . H31 H -0.1835 0.5898 0.4864 0.026 Uiso 1 1 calc R . . C32 C -0.0682(3) 0.6515(2) 0.43818(13) 0.0171(8) Uani 1 1 d . . . C33 C -0.1621(4) 1.1005(2) 0.22119(13) 0.0185(8) Uani 1 1 d . . . H33 H -0.2568 1.0945 0.2130 0.022 Uiso 1 1 calc R . . C34 C -0.0967(4) 1.1589(2) 0.26457(13) 0.0208(8) Uani 1 1 d . . . H34 H -0.1456 1.1918 0.2857 0.025 Uiso 1 1 calc R . . C36 C 0.0416(4) 1.1684(2) 0.27657(14) 0.0203(8) Uani 1 1 d . . . C37 C 0.1078(4) 1.1171(2) 0.24520(14) 0.0208(8) Uani 1 1 d . . . H37 H 0.2022 1.1214 0.2528 0.025 Uiso 1 1 calc R . . C38 C 0.0343(4) 1.0600(2) 0.20306(14) 0.0189(8) Uani 1 1 d . . . H38 H 0.0800 1.0248 0.1822 0.023 Uiso 1 1 calc R . . C39 C -0.1256(4) 1.2092(3) 0.43306(14) 0.0252(9) Uani 1 1 d . . . H39 H -0.1773 1.1633 0.4457 0.030 Uiso 1 1 calc R . . C40 C -0.0499(4) 1.1930(2) 0.39253(14) 0.0239(9) Uani 1 1 d . . . H40 H -0.0495 1.1371 0.3775 0.029 Uiso 1 1 calc R . . C41 C 0.0262(4) 1.2597(2) 0.37389(13) 0.0211(8) Uani 1 1 d . . . C42 C 0.0203(4) 1.3397(2) 0.39652(14) 0.0239(9) Uani 1 1 d . . . H42 H 0.0699 1.3866 0.3843 0.029 Uiso 1 1 calc R . . C43 C -0.0584(4) 1.3500(3) 0.43690(15) 0.0282(9) Uani 1 1 d . . . H43 H -0.0620 1.4051 0.4522 0.034 Uiso 1 1 calc R . . C44 C -0.0577(4) 0.5136(2) 0.31182(14) 0.0209(8) Uani 1 1 d . . . H44 H -0.1030 0.5484 0.3332 0.025 Uiso 1 1 calc R . . C45 C -0.1317(4) 0.4577(2) 0.26944(15) 0.0244(9) Uani 1 1 d . . . H45 H -0.2258 0.4544 0.2621 0.029 Uiso 1 1 calc R . . C46 C -0.0674(4) 0.4060(2) 0.23733(14) 0.0205(8) Uani 1 1 d . . . C47 C 0.0720(4) 0.4154(2) 0.24946(14) 0.0242(9) Uani 1 1 d . . . H47 H 0.1208 0.3829 0.2281 0.029 Uiso 1 1 calc R . . C48 C 0.1378(4) 0.4726(2) 0.29289(14) 0.0206(8) Uani 1 1 d . . . H48 H 0.2323 0.4778 0.3010 0.025 Uiso 1 1 calc R . . C49 C 0.0420(4) 0.2227(3) 0.08190(16) 0.0317(10) Uani 1 1 d . . . H49 H 0.0489 0.1677 0.0684 0.038 Uiso 1 1 calc R . . C50 C -0.0408(4) 0.2338(2) 0.12115(15) 0.0271(9) Uani 1 1 d . . . H50 H -0.0883 0.1879 0.1347 0.033 Uiso 1 1 calc R . . C51 C -0.0531(4) 0.3141(2) 0.14051(14) 0.0241(9) Uani 1 1 d . . . C52 C 0.0181(4) 0.3784(2) 0.11960(14) 0.0259(9) Uani 1 1 d . . . H52 H 0.0111 0.4337 0.1317 0.031 Uiso 1 1 calc R . . C53 C 0.0994(4) 0.3612(3) 0.08100(14) 0.0290(9) Uani 1 1 d . . . H53 H 0.1489 0.4061 0.0671 0.035 Uiso 1 1 calc R . . C54 C 0.6256(4) 0.5297(2) 0.11951(13) 0.0202(8) Uani 1 1 d . . . C55 C 0.6639(4) 0.4557(2) 0.10330(14) 0.0244(9) Uani 1 1 d . . . H55 H 0.6266 0.4106 0.1188 0.029 Uiso 1 1 calc R . . C56 C 0.7530(4) 0.4446(3) 0.06602(16) 0.0327(10) Uani 1 1 d . . . H56 H 0.7746 0.3927 0.0564 0.039 Uiso 1 1 calc R . . C57 C 0.8111(4) 0.5089(3) 0.04252(15) 0.0351(11) Uani 1 1 d . . . H57 H 0.8722 0.5016 0.0167 0.042 Uiso 1 1 calc R . . C58 C 0.7782(4) 0.5835(3) 0.05749(15) 0.0342(10) Uani 1 1 d . . . H58 H 0.8181 0.6288 0.0424 0.041 Uiso 1 1 calc R . . C59 C 0.6872(4) 0.5927(2) 0.09444(14) 0.0253(9) Uani 1 1 d . . . H59 H 0.6651 0.6446 0.1034 0.030 Uiso 1 1 calc R . . C60 C 0.4748(4) 0.4653(2) 0.19022(14) 0.0176(8) Uani 1 1 d . . . C61 C 0.3865(4) 0.3913(2) 0.15973(14) 0.0210(8) Uani 1 1 d . . . H61 H 0.3655 0.3897 0.1252 0.025 Uiso 1 1 calc R . . C62 C 0.3289(4) 0.3210(2) 0.17760(15) 0.0220(8) Uani 1 1 d . . . H62 H 0.2702 0.2723 0.1554 0.026 Uiso 1 1 calc R . . C63 C 0.3558(4) 0.3205(2) 0.22783(15) 0.0244(9) Uani 1 1 d . . . H63 H 0.3168 0.2717 0.2401 0.029 Uiso 1 1 calc R . . C64 C 0.4405(4) 0.3923(2) 0.25983(15) 0.0239(9) Uani 1 1 d . . . H64 H 0.4592 0.3936 0.2945 0.029 Uiso 1 1 calc R . . C65 C 0.4982(4) 0.4628(2) 0.24072(14) 0.0197(8) Uani 1 1 d . . . H65 H 0.5563 0.5115 0.2632 0.024 Uiso 1 1 calc R . . C66 C 0.6354(4) 0.6245(2) 0.21014(13) 0.0165(8) Uani 1 1 d . . . C67 C 0.5979(4) 0.6918(2) 0.24015(13) 0.0153(7) Uani 1 1 d . . . H67 H 0.5057 0.6944 0.2357 0.018 Uiso 1 1 calc R . . C68 C 0.6891(4) 0.7551(2) 0.27617(13) 0.0187(8) Uani 1 1 d . . . H68 H 0.6590 0.7998 0.2955 0.022 Uiso 1 1 calc R . . C69 C 0.8235(4) 0.7529(2) 0.28392(14) 0.0228(8) Uani 1 1 d . . . H69 H 0.8870 0.7964 0.3081 0.027 Uiso 1 1 calc R . . C70 C 0.8640(4) 0.6864(2) 0.25592(15) 0.0262(9) Uani 1 1 d . . . H70 H 0.9557 0.6835 0.2612 0.031 Uiso 1 1 calc R . . C71 C 0.7716(4) 0.6241(2) 0.22026(14) 0.0225(8) Uani 1 1 d . . . H71 H 0.8021 0.5789 0.2018 0.027 Uiso 1 1 calc R . . C72 C 0.2902(4) 0.5748(2) 0.18563(14) 0.0216(8) Uani 1 1 d . . . H72 H 0.3060 0.5636 0.2177 0.026 Uiso 1 1 calc R . . C73 C 0.1675(4) 0.5924(2) 0.17550(17) 0.0282(9) Uani 1 1 d . . . H73 H 0.1024 0.5937 0.2003 0.034 Uiso 1 1 calc R . . C74 C 0.1404(4) 0.6082(2) 0.12897(18) 0.0357(11) Uani 1 1 d . . . H74 H 0.0564 0.6197 0.1213 0.043 Uiso 1 1 calc R . . C75 C 0.2379(5) 0.6067(3) 0.09404(17) 0.0358(11) Uani 1 1 d . . . H75 H 0.2210 0.6178 0.0621 0.043 Uiso 1 1 calc R . . C76 C 0.3611(4) 0.5892(2) 0.10498(15) 0.0277(9) Uani 1 1 d . . . H76 H 0.4260 0.5885 0.0801 0.033 Uiso 1 1 calc R . . C77 C 0.6073(4) 0.9889(2) 0.34689(13) 0.0174(8) Uani 1 1 d . . . C78 C 0.6600(4) 0.9815(2) 0.39298(14) 0.0261(9) Uani 1 1 d . . . H78 H 0.6052 0.9849 0.4211 0.031 Uiso 1 1 calc R . . C79 C 0.7891(5) 0.9693(3) 0.39959(16) 0.0335(10) Uani 1 1 d . . . H79 H 0.8194 0.9634 0.4315 0.040 Uiso 1 1 calc R . . C80 C 0.8741(4) 0.9657(2) 0.36017(16) 0.0305(10) Uani 1 1 d . . . H80 H 0.9628 0.9579 0.3647 0.037 Uiso 1 1 calc R . . C81 C 0.8269(4) 0.9738(2) 0.31431(15) 0.0243(9) Uani 1 1 d . . . H81 H 0.8836 0.9715 0.2867 0.029 Uiso 1 1 calc R . . C82 C 0.6971(3) 0.9852(2) 0.30794(14) 0.0180(8) Uani 1 1 d . . . H82 H 0.6677 0.9908 0.2758 0.022 Uiso 1 1 calc R . . C83 C 0.3608(4) 0.9384(2) 0.28964(13) 0.0175(8) Uani 1 1 d . . . C84 C 0.2281(4) 0.9443(2) 0.27706(15) 0.0242(9) Uani 1 1 d . . . H84 H 0.2009 0.9913 0.2949 0.029 Uiso 1 1 calc R . . C85 C 0.1357(4) 0.8847(2) 0.23989(15) 0.0258(9) Uani 1 1 d . . . H85 H 0.0473 0.8914 0.2329 0.031 Uiso 1 1 calc R . . C86 C 0.1718(4) 0.8152(2) 0.21287(14) 0.0213(8) Uani 1 1 d . . . H86 H 0.1088 0.7741 0.1874 0.026 Uiso 1 1 calc R . . C87 C 0.3010(3) 0.8073(2) 0.22378(13) 0.0165(8) Uani 1 1 d . . . H87 H 0.3277 0.7604 0.2056 0.020 Uiso 1 1 calc R . . C88 C 0.3925(3) 0.8678(2) 0.26127(13) 0.0161(7) Uani 1 1 d . . . H88 H 0.4808 0.8606 0.2679 0.019 Uiso 1 1 calc R . . C89 C 0.5088(4) 1.1005(2) 0.32082(14) 0.0184(8) Uani 1 1 d . . . C90 C 0.4929(4) 1.1121(2) 0.27195(14) 0.0216(8) Uani 1 1 d . . . H90 H 0.4436 1.0656 0.2459 0.026 Uiso 1 1 calc R . . C91 C 0.5467(4) 1.1895(2) 0.25987(16) 0.0257(9) Uani 1 1 d . . . H91 H 0.5334 1.1947 0.2261 0.031 Uiso 1 1 calc R . . C92 C 0.6191(4) 1.2583(2) 0.29664(16) 0.0284(9) Uani 1 1 d . . . H92 H 0.6564 1.3111 0.2886 0.034 Uiso 1 1 calc R . . C93 C 0.6364(4) 1.2488(2) 0.34563(16) 0.0289(9) Uani 1 1 d . . . H93 H 0.6855 1.2956 0.3716 0.035 Uiso 1 1 calc R . . C94 C 0.5824(4) 1.1717(2) 0.35687(15) 0.0259(9) Uani 1 1 d . . . H94 H 0.5961 1.1670 0.3907 0.031 Uiso 1 1 calc R . . C95 C 0.3645(4) 1.0129(3) 0.38384(14) 0.0270(9) Uani 1 1 d . . . C96 C 0.3326(5) 0.9485(3) 0.40979(15) 0.0420(12) Uani 1 1 d . . . H96 H 0.3791 0.9063 0.4018 0.050 Uiso 1 1 calc R . . C97 C 0.2384(6) 0.9418(4) 0.44624(19) 0.069(2) Uani 1 1 d . . . C98 C 0.1709(6) 1.0042(6) 0.45786(19) 0.087(3) Uani 1 1 d . . . H98 H 0.1058 1.0019 0.4827 0.104 Uiso 1 1 calc R . . C99 C 0.1979(5) 1.0689(5) 0.4336(2) 0.074(2) Uani 1 1 d . . . H99 H 0.1499 1.1105 0.4415 0.088 Uiso 1 1 calc R . . C100 C 0.2947(4) 1.0745(3) 0.39774(16) 0.0401(12) Uani 1 1 d . . . H100 H 0.3140 1.1209 0.3823 0.048 Uiso 1 1 calc R . . C101 C -0.4206(4) 0.8938(3) 0.02366(15) 0.0313(10) Uani 1 1 d . . . H10A H -0.4429 0.8522 -0.0088 0.047 Uiso 1 1 calc R . . H10B H -0.4144 0.9495 0.0180 0.047 Uiso 1 1 calc R . . H10C H -0.4932 0.8793 0.0464 0.047 Uiso 1 1 calc R . . C102 C 0.4056(5) 0.7257(4) 0.48157(18) 0.0565(15) Uani 1 1 d . . . H10D H 0.4162 0.7676 0.5136 0.085 Uiso 1 1 calc R . . H10E H 0.4623 0.7509 0.4570 0.085 Uiso 1 1 calc R . . H10F H 0.4355 0.6780 0.4873 0.085 Uiso 1 1 calc R . . C103 C 0.3922(4) 0.5726(2) 0.15144(14) 0.0191(8) Uani 1 1 d . . . C104 C 0.5845(4) 0.6833(3) -0.00672(16) 0.0357(10) Uani 1 1 d . . . H10G H 0.5179 0.6888 0.0188 0.054 Uiso 1 1 calc R . . H10H H 0.5946 0.6263 -0.0137 0.054 Uiso 1 1 calc R . . H10I H 0.5515 0.6942 -0.0380 0.054 Uiso 1 1 calc R . . B1 B 0.5329(4) 0.5480(3) 0.16700(15) 0.0170(9) Uani 1 1 d . . . B2 B 0.4616(4) 1.0097(3) 0.33616(15) 0.0187(9) Uani 1 1 d . . . H5A H 0.215(4) 0.692(2) 0.4857(15) 0.022 Uiso 1 1 d . . . H6A H -0.279(4) 0.849(3) 0.0382(15) 0.022 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0125(3) 0.0160(3) 0.0142(3) 0.0047(2) 0.0037(2) 0.00370(19) Fe2 0.0135(3) 0.0189(3) 0.0154(3) 0.0057(2) 0.0049(2) 0.0059(2) S1 0.0234(5) 0.0385(6) 0.0209(5) -0.0053(5) 0.0056(4) -0.0036(4) S2 0.0225(5) 0.0395(7) 0.0249(5) -0.0034(5) 0.0021(4) -0.0002(4) N1 0.0161(15) 0.0161(16) 0.0162(16) 0.0047(13) 0.0037(12) 0.0044(12) N2 0.0131(15) 0.0187(16) 0.0176(16) 0.0045(13) 0.0020(12) 0.0033(12) N3 0.0160(16) 0.0207(17) 0.0195(16) 0.0057(13) 0.0054(13) 0.0029(12) N4 0.0201(16) 0.0171(16) 0.0177(16) 0.0044(13) 0.0025(13) 0.0050(12) N5 0.0185(16) 0.0182(16) 0.0151(15) 0.0061(13) 0.0055(13) 0.0063(12) N6 0.0225(18) 0.039(2) 0.0176(17) -0.0011(16) -0.0015(14) 0.0089(15) N7 0.0175(16) 0.0181(17) 0.0208(17) 0.0049(13) 0.0047(13) 0.0064(12) N8 0.0275(19) 0.036(2) 0.0204(18) -0.0052(16) -0.0003(15) 0.0063(15) O1 0.0146(12) 0.0202(14) 0.0194(13) 0.0083(11) 0.0039(10) 0.0052(10) O2 0.0148(12) 0.0181(13) 0.0168(13) 0.0049(11) 0.0050(10) 0.0036(10) O3 0.0176(13) 0.0204(14) 0.0206(14) 0.0056(11) 0.0056(11) 0.0078(10) O4 0.0179(13) 0.0246(15) 0.0264(14) 0.0135(12) 0.0092(11) 0.0088(11) O5 0.0227(14) 0.0220(15) 0.0182(14) 0.0019(12) -0.0002(11) 0.0077(11) O6 0.0168(14) 0.0358(16) 0.0200(14) 0.0032(12) 0.0054(11) 0.0070(12) O7 0.0275(15) 0.0273(16) 0.0282(16) -0.0018(12) 0.0028(12) 0.0045(12) C1 0.0117(17) 0.021(2) 0.0100(17) 0.0001(15) -0.0033(14) 0.0034(14) C2 0.0178(19) 0.027(2) 0.0170(19) 0.0082(16) 0.0052(15) 0.0051(15) C3 0.0166(19) 0.036(2) 0.019(2) 0.0016(18) 0.0084(16) 0.0076(16) C4 0.026(2) 0.029(2) 0.030(2) 0.0017(18) 0.0064(18) 0.0155(17) C5 0.0193(19) 0.025(2) 0.023(2) 0.0038(17) 0.0042(16) 0.0101(16) C6 0.0155(18) 0.021(2) 0.0167(19) 0.0045(15) 0.0046(15) 0.0061(14) C7 0.0176(18) 0.0156(19) 0.0205(19) 0.0050(15) -0.0032(15) 0.0048(14) C8 0.0209(19) 0.0176(19) 0.0141(18) 0.0076(15) 0.0064(15) 0.0059(14) C9 0.0195(19) 0.023(2) 0.025(2) 0.0106(17) 0.0078(16) 0.0055(15) C10 0.0158(18) 0.021(2) 0.0142(18) 0.0037(15) 0.0044(15) 0.0019(14) C11 0.0145(18) 0.019(2) 0.0143(18) 0.0011(15) -0.0003(14) 0.0045(14) C12 0.0175(19) 0.023(2) 0.022(2) 0.0051(16) 0.0062(16) 0.0061(15) C13 0.020(2) 0.030(2) 0.026(2) 0.0069(18) 0.0060(17) 0.0117(16) C14 0.027(2) 0.023(2) 0.019(2) 0.0022(16) 0.0024(16) 0.0126(16) C15 0.0175(18) 0.021(2) 0.0161(19) 0.0049(16) 0.0049(15) 0.0059(15) C16 0.0157(18) 0.0186(19) 0.0125(18) 0.0020(15) -0.0012(14) 0.0045(14) C17 0.0154(18) 0.024(2) 0.0165(19) 0.0048(16) 0.0015(15) 0.0074(15) C18 0.027(2) 0.033(2) 0.039(2) 0.022(2) 0.0123(19) 0.0151(18) C19 0.037(2) 0.032(2) 0.045(3) 0.020(2) 0.009(2) 0.0195(19) C20 0.021(2) 0.033(2) 0.035(2) 0.0053(19) 0.0034(18) 0.0147(17) C21 0.0171(19) 0.026(2) 0.020(2) 0.0017(17) 0.0030(16) 0.0063(15) C22 0.0174(18) 0.0180(19) 0.0163(19) -0.0012(15) 0.0012(15) 0.0062(14) C23 0.0128(17) 0.0159(19) 0.0208(19) 0.0014(15) 0.0020(15) 0.0008(14) C24 0.0170(19) 0.028(2) 0.035(2) 0.0178(18) 0.0127(17) 0.0067(16) C25 0.025(2) 0.030(2) 0.020(2) 0.0141(17) 0.0101(16) 0.0111(16) C26 0.0200(19) 0.022(2) 0.0190(19) 0.0060(16) -0.0006(16) 0.0075(15) C27 0.0124(17) 0.024(2) 0.0183(19) 0.0047(16) 0.0016(15) 0.0038(14) C28 0.021(2) 0.026(2) 0.028(2) 0.0088(17) 0.0063(17) 0.0105(16) C29 0.026(2) 0.035(2) 0.037(2) 0.006(2) 0.0099(19) 0.0206(18) C30 0.025(2) 0.041(3) 0.023(2) 0.0093(19) 0.0106(17) 0.0163(18) C31 0.0166(19) 0.028(2) 0.022(2) 0.0086(17) 0.0034(16) 0.0078(15) C32 0.0130(17) 0.020(2) 0.0164(19) -0.0003(15) 0.0006(15) 0.0049(14) C33 0.0123(17) 0.026(2) 0.0197(19) 0.0091(17) 0.0038(15) 0.0070(15) C34 0.026(2) 0.023(2) 0.0153(19) 0.0029(16) 0.0083(16) 0.0114(16) C36 0.022(2) 0.017(2) 0.0180(19) 0.0033(16) 0.0027(16) -0.0007(15) C37 0.0184(19) 0.022(2) 0.021(2) 0.0041(16) 0.0059(16) 0.0042(15) C38 0.0157(18) 0.019(2) 0.022(2) 0.0046(16) 0.0073(15) 0.0043(14) C39 0.024(2) 0.031(2) 0.017(2) 0.0045(18) 0.0000(16) 0.0029(17) C40 0.030(2) 0.020(2) 0.019(2) 0.0007(16) 0.0006(17) 0.0044(16) C41 0.0193(19) 0.026(2) 0.0145(19) 0.0020(16) 0.0007(15) 0.0031(15) C42 0.023(2) 0.021(2) 0.023(2) 0.0016(17) -0.0052(17) 0.0026(16) C43 0.022(2) 0.028(2) 0.031(2) -0.0022(19) -0.0024(18) 0.0079(17) C44 0.0170(19) 0.022(2) 0.023(2) 0.0039(17) 0.0026(16) 0.0068(15) C45 0.0147(19) 0.027(2) 0.033(2) 0.0075(18) 0.0034(17) 0.0079(16) C46 0.021(2) 0.020(2) 0.0187(19) 0.0054(16) 0.0026(16) 0.0029(15) C47 0.022(2) 0.030(2) 0.019(2) 0.0001(17) 0.0046(16) 0.0083(16) C48 0.0167(19) 0.027(2) 0.020(2) 0.0044(17) 0.0033(16) 0.0098(15) C49 0.025(2) 0.024(2) 0.037(3) -0.0073(19) -0.0046(19) 0.0048(17) C50 0.023(2) 0.021(2) 0.032(2) 0.0071(18) -0.0072(18) -0.0012(16) C51 0.024(2) 0.023(2) 0.020(2) -0.0023(17) -0.0040(16) 0.0018(16) C52 0.030(2) 0.020(2) 0.024(2) 0.0031(17) -0.0007(18) 0.0039(16) C53 0.029(2) 0.034(3) 0.021(2) 0.0098(19) 0.0024(18) 0.0006(18) C54 0.0190(19) 0.021(2) 0.0170(19) -0.0008(16) -0.0036(15) 0.0048(15) C55 0.020(2) 0.027(2) 0.023(2) 0.0020(17) 0.0006(16) 0.0058(16) C56 0.025(2) 0.039(3) 0.033(2) -0.004(2) 0.0000(19) 0.0171(19) C57 0.028(2) 0.052(3) 0.021(2) -0.001(2) 0.0072(18) 0.010(2) C58 0.036(2) 0.042(3) 0.024(2) 0.012(2) 0.0066(19) 0.007(2) C59 0.028(2) 0.026(2) 0.021(2) 0.0041(17) 0.0022(17) 0.0073(17) C60 0.0165(18) 0.018(2) 0.021(2) 0.0042(16) 0.0042(15) 0.0102(14) C61 0.0178(19) 0.021(2) 0.023(2) 0.0029(16) -0.0001(16) 0.0052(15) C62 0.0168(19) 0.017(2) 0.029(2) -0.0028(17) 0.0010(16) 0.0060(15) C63 0.020(2) 0.022(2) 0.036(2) 0.0122(18) 0.0088(18) 0.0089(16) C64 0.027(2) 0.024(2) 0.024(2) 0.0074(17) 0.0058(17) 0.0112(17) C65 0.0182(19) 0.017(2) 0.023(2) 0.0014(16) 0.0009(16) 0.0054(15) C66 0.0194(19) 0.0184(19) 0.0130(18) 0.0071(15) 0.0031(15) 0.0045(14) C67 0.0141(17) 0.020(2) 0.0147(18) 0.0088(15) 0.0036(14) 0.0064(14) C68 0.0222(19) 0.0146(19) 0.0194(19) 0.0038(15) 0.0069(16) 0.0052(15) C69 0.029(2) 0.017(2) 0.019(2) 0.0028(16) -0.0039(17) 0.0022(16) C70 0.019(2) 0.029(2) 0.032(2) 0.0024(18) -0.0028(17) 0.0121(16) C71 0.022(2) 0.020(2) 0.024(2) 0.0016(17) -0.0006(16) 0.0072(16) C72 0.023(2) 0.016(2) 0.024(2) 0.0026(16) -0.0015(16) 0.0031(15) C73 0.021(2) 0.014(2) 0.044(3) -0.0032(18) -0.0020(19) 0.0053(15) C74 0.026(2) 0.024(2) 0.052(3) -0.004(2) -0.017(2) 0.0106(18) C75 0.051(3) 0.027(2) 0.030(2) 0.0021(19) -0.017(2) 0.015(2) C76 0.036(2) 0.024(2) 0.024(2) 0.0023(18) -0.0032(18) 0.0118(18) C77 0.0220(19) 0.0075(18) 0.021(2) 0.0006(15) -0.0015(16) 0.0046(14) C78 0.038(2) 0.024(2) 0.018(2) 0.0030(17) -0.0016(18) 0.0136(18) C79 0.045(3) 0.028(2) 0.028(2) 0.0039(19) -0.016(2) 0.015(2) C80 0.028(2) 0.020(2) 0.041(3) -0.0007(19) -0.009(2) 0.0101(17) C81 0.021(2) 0.016(2) 0.032(2) -0.0005(17) 0.0004(17) 0.0034(15) C82 0.0170(18) 0.0134(19) 0.022(2) 0.0047(15) -0.0021(15) 0.0013(14) C83 0.0166(18) 0.0174(19) 0.0177(19) 0.0057(15) 0.0014(15) 0.0021(14) C84 0.024(2) 0.020(2) 0.027(2) -0.0006(17) 0.0030(17) 0.0084(16) C85 0.0180(19) 0.029(2) 0.031(2) 0.0043(18) -0.0032(17) 0.0098(16) C86 0.0193(19) 0.019(2) 0.021(2) 0.0015(16) 0.0005(16) 0.0009(15) C87 0.0170(18) 0.0152(19) 0.0163(18) 0.0024(15) 0.0054(15) 0.0035(14) C88 0.0121(17) 0.0172(19) 0.0190(19) 0.0061(15) 0.0026(14) 0.0027(14) C89 0.0171(18) 0.017(2) 0.022(2) 0.0016(16) 0.0005(15) 0.0093(14) C90 0.0209(19) 0.019(2) 0.024(2) 0.0007(16) 0.0013(16) 0.0067(15) C91 0.023(2) 0.026(2) 0.031(2) 0.0093(18) 0.0022(17) 0.0100(17) C92 0.025(2) 0.015(2) 0.048(3) 0.0122(19) -0.0005(19) 0.0069(16) C93 0.027(2) 0.019(2) 0.038(2) 0.0011(18) -0.0092(19) 0.0063(16) C94 0.027(2) 0.021(2) 0.027(2) -0.0004(17) -0.0086(17) 0.0077(16) C95 0.021(2) 0.032(2) 0.018(2) -0.0057(18) 0.0004(16) -0.0006(17) C96 0.049(3) 0.039(3) 0.020(2) 0.001(2) 0.012(2) -0.012(2) C97 0.044(3) 0.106(5) 0.023(3) -0.002(3) 0.011(2) -0.023(3) C98 0.025(3) 0.190(8) 0.012(3) -0.004(4) 0.004(2) -0.003(4) C99 0.032(3) 0.151(7) 0.026(3) -0.028(4) -0.005(2) 0.046(4) C100 0.027(2) 0.058(3) 0.026(2) -0.015(2) -0.0028(19) 0.017(2) C101 0.031(2) 0.041(3) 0.021(2) 0.0040(19) -0.0095(18) 0.0115(19) C102 0.025(2) 0.096(4) 0.034(3) -0.009(3) -0.002(2) 0.013(3) C103 0.0224(19) 0.0116(19) 0.020(2) -0.0005(15) -0.0041(16) 0.0024(14) C104 0.035(2) 0.033(3) 0.033(2) 0.003(2) -0.003(2) 0.0043(19) B1 0.018(2) 0.017(2) 0.016(2) 0.0027(17) 0.0002(17) 0.0064(16) B2 0.023(2) 0.017(2) 0.016(2) 0.0015(17) 0.0042(17) 0.0055(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.890(2) . ? Fe1 O2 1.901(2) . ? Fe1 N2 2.100(3) . ? Fe1 O5 2.116(3) . ? Fe1 N1 2.123(3) . ? Fe1 N5 2.189(3) . ? Fe2 O4 1.897(2) . ? Fe2 O3 1.909(2) . ? Fe2 O6 2.091(3) . ? Fe2 N3 2.096(3) . ? Fe2 N4 2.115(3) . ? Fe2 N7 2.194(3) . ? S1 C36 1.765(4) . ? S1 C41 1.772(4) . ? S2 C46 1.754(4) . ? S2 C51 1.774(4) . ? N1 C10 1.288(4) . ? N1 C9 1.476(4) . ? N2 C7 1.280(4) . ? N2 C8 1.469(4) . ? N3 C26 1.281(4) . ? N3 C25 1.463(4) . ? N4 C23 1.291(4) . ? N4 C24 1.473(5) . ? N5 C38 1.343(4) . ? N5 C33 1.348(4) . ? N6 C43 1.336(5) . ? N6 C39 1.341(5) . ? N7 C48 1.345(4) . ? N7 C44 1.348(4) . ? N8 C49 1.329(5) . ? N8 C53 1.342(5) . ? O1 C16 1.329(4) . ? O2 C1 1.329(4) . ? O3 C32 1.332(4) . ? O4 C17 1.326(4) . ? O5 C101 1.425(5) . ? O5 H6A 0.80(4) . ? O6 C102 1.418(5) . ? O6 H5A 0.82(4) . ? O7 C104 1.434(5) . ? O7 H7S 0.8400 . ? C1 C2 1.405(5) . ? C1 C6 1.415(5) . ? C2 C3 1.373(5) . ? C2 H2 0.9500 . ? C3 C4 1.400(5) . ? C3 H3 0.9500 . ? C4 C5 1.366(5) . ? C4 H4 0.9500 . ? C5 C6 1.409(5) . ? C5 H5 0.9500 . ? C6 C7 1.446(5) . ? C7 H7 0.9500 . ? C8 C9 1.516(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.444(5) . ? C10 H10 0.9500 . ? C11 C12 1.400(5) . ? C11 C16 1.424(5) . ? C12 C13 1.374(5) . ? C12 H12 0.9500 . ? C13 C14 1.395(5) . ? C13 H13 0.9500 . ? C14 C15 1.380(5) . ? C14 H14 0.9500 . ? C15 C16 1.399(5) . ? C15 H15 0.9500 . ? C17 C18 1.402(5) . ? C17 C22 1.421(5) . ? C18 C19 1.371(5) . ? C18 H18 0.9500 . ? C19 C20 1.392(6) . ? C19 H19 0.9500 . ? C20 C21 1.363(5) . ? C20 H20 0.9500 . ? C21 C22 1.410(5) . ? C21 H21 0.9500 . ? C22 C23 1.432(5) . ? C23 H23 0.9500 . ? C24 C25 1.519(5) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.445(5) . ? C26 H26 0.9500 . ? C27 C28 1.399(5) . ? C27 C32 1.418(5) . ? C28 C29 1.363(5) . ? C28 H28 0.9500 . ? C29 C30 1.394(6) . ? C29 H29 0.9500 . ? C30 C31 1.383(5) . ? C30 H30 0.9500 . ? C31 C32 1.396(5) . ? C31 H31 0.9500 . ? C33 C34 1.383(5) . ? C33 H33 0.9500 . ? C34 C36 1.384(5) . ? C34 H34 0.9500 . ? C36 C37 1.394(5) . ? C37 C38 1.376(5) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 C40 1.371(5) . ? C39 H39 0.9500 . ? C40 C41 1.389(5) . ? C40 H40 0.9500 . ? C41 C42 1.383(5) . ? C42 C43 1.372(5) . ? C42 H42 0.9500 . ? C43 H43 0.9500 . ? C44 C45 1.374(5) . ? C44 H44 0.9500 . ? C45 C46 1.396(5) . ? C45 H45 0.9500 . ? C46 C47 1.396(5) . ? C47 C48 1.377(5) . ? C47 H47 0.9500 . ? C48 H48 0.9500 . ? C49 C50 1.377(6) . ? C49 H49 0.9500 . ? C50 C51 1.393(5) . ? C50 H50 0.9500 . ? C51 C52 1.377(5) . ? C52 C53 1.371(5) . ? C52 H52 0.9500 . ? C53 H53 0.9500 . ? C54 C55 1.398(5) . ? C54 C59 1.405(5) . ? C54 B1 1.630(5) . ? C55 C56 1.381(5) . ? C55 H55 0.9500 . ? C56 C57 1.385(6) . ? C56 H56 0.9500 . ? C57 C58 1.377(6) . ? C57 H57 0.9500 . ? C58 C59 1.383(5) . ? C58 H58 0.9500 . ? C59 H59 0.9500 . ? C60 C65 1.399(5) . ? C60 C61 1.405(5) . ? C60 B1 1.636(5) . ? C61 C62 1.376(5) . ? C61 H61 0.9500 . ? C62 C63 1.388(5) . ? C62 H62 0.9500 . ? C63 C64 1.386(5) . ? C63 H63 0.9500 . ? C64 C65 1.398(5) . ? C64 H64 0.9500 . ? C65 H65 0.9500 . ? C66 C71 1.399(5) . ? C66 C67 1.399(5) . ? C66 B1 1.641(5) . ? C67 C68 1.390(5) . ? C67 H67 0.9500 . ? C68 C69 1.380(5) . ? C68 H68 0.9500 . ? C69 C70 1.382(5) . ? C69 H69 0.9500 . ? C70 C71 1.383(5) . ? C70 H70 0.9500 . ? C71 H71 0.9500 . ? C72 C73 1.387(5) . ? C72 C103 1.399(5) . ? C72 H72 0.9500 . ? C73 C74 1.385(6) . ? C73 H73 0.9500 . ? C74 C75 1.379(6) . ? C74 H74 0.9500 . ? C75 C76 1.397(6) . ? C75 H75 0.9500 . ? C76 C103 1.399(5) . ? C76 H76 0.9500 . ? C77 C78 1.396(5) . ? C77 C82 1.406(5) . ? C77 B2 1.638(5) . ? C78 C79 1.387(6) . ? C78 H78 0.9500 . ? C79 C80 1.384(6) . ? C79 H79 0.9500 . ? C80 C81 1.373(6) . ? C80 H80 0.9500 . ? C81 C82 1.389(5) . ? C81 H81 0.9500 . ? C82 H82 0.9500 . ? C83 C88 1.397(5) . ? C83 C84 1.411(5) . ? C83 B2 1.648(5) . ? C84 C85 1.386(5) . ? C84 H84 0.9500 . ? C85 C86 1.390(5) . ? C85 H85 0.9500 . ? C86 C87 1.380(5) . ? C86 H86 0.9500 . ? C87 C88 1.392(5) . ? C87 H87 0.9500 . ? C88 H88 0.9500 . ? C89 C94 1.395(5) . ? C89 C90 1.397(5) . ? C89 B2 1.636(5) . ? C90 C91 1.394(5) . ? C90 H90 0.9500 . ? C91 C92 1.378(6) . ? C91 H91 0.9500 . ? C92 C93 1.388(6) . ? C92 H92 0.9500 . ? C93 C94 1.381(5) . ? C93 H93 0.9500 . ? C94 H94 0.9500 . ? C95 C96 1.399(6) . ? C95 C100 1.405(6) . ? C95 B2 1.637(5) . ? C96 C97 1.385(6) . ? C96 H96 0.9500 . ? C97 C98 1.394(10) . ? C98 C99 1.372(10) . ? C98 H98 0.9500 . ? C99 C100 1.390(7) . ? C99 H99 0.9500 . ? C100 H100 0.9500 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C102 H10D 0.9800 . ? C102 H10E 0.9800 . ? C102 H10F 0.9800 . ? C103 B1 1.658(5) . ? C104 H10G 0.9800 . ? C104 H10H 0.9800 . ? C104 H10I 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O2 107.87(10) . . ? O1 Fe1 N2 164.89(10) . . ? O2 Fe1 N2 87.21(10) . . ? O1 Fe1 O5 91.23(10) . . ? O2 Fe1 O5 88.49(10) . . ? N2 Fe1 O5 90.08(11) . . ? O1 Fe1 N1 87.57(10) . . ? O2 Fe1 N1 163.17(11) . . ? N2 Fe1 N1 77.57(11) . . ? O5 Fe1 N1 84.43(11) . . ? O1 Fe1 N5 88.98(11) . . ? O2 Fe1 N5 91.76(10) . . ? N2 Fe1 N5 89.64(11) . . ? O5 Fe1 N5 179.61(11) . . ? N1 Fe1 N5 95.25(11) . . ? O4 Fe2 O3 107.58(10) . . ? O4 Fe2 O6 94.68(11) . . ? O3 Fe2 O6 85.85(10) . . ? O4 Fe2 N3 163.91(11) . . ? O3 Fe2 N3 88.18(10) . . ? O6 Fe2 N3 89.55(11) . . ? O4 Fe2 N4 87.39(11) . . ? O3 Fe2 N4 164.00(11) . . ? O6 Fe2 N4 87.35(11) . . ? N3 Fe2 N4 77.29(11) . . ? O4 Fe2 N7 89.95(11) . . ? O3 Fe2 N7 92.19(11) . . ? O6 Fe2 N7 175.34(11) . . ? N3 Fe2 N7 86.16(11) . . ? N4 Fe2 N7 93.47(11) . . ? C36 S1 C41 103.92(17) . . ? C46 S2 C51 103.70(17) . . ? C10 N1 C9 119.0(3) . . ? C10 N1 Fe1 126.1(2) . . ? C9 N1 Fe1 114.1(2) . . ? C7 N2 C8 120.0(3) . . ? C7 N2 Fe1 125.4(2) . . ? C8 N2 Fe1 113.9(2) . . ? C26 N3 C25 119.2(3) . . ? C26 N3 Fe2 125.4(2) . . ? C25 N3 Fe2 115.0(2) . . ? C23 N4 C24 118.1(3) . . ? C23 N4 Fe2 126.5(2) . . ? C24 N4 Fe2 115.2(2) . . ? C38 N5 C33 117.1(3) . . ? C38 N5 Fe1 120.0(2) . . ? C33 N5 Fe1 122.5(2) . . ? C43 N6 C39 117.2(3) . . ? C48 N7 C44 116.9(3) . . ? C48 N7 Fe2 123.8(2) . . ? C44 N7 Fe2 119.3(2) . . ? C49 N8 C53 116.9(3) . . ? C16 O1 Fe1 134.9(2) . . ? C1 O2 Fe1 129.8(2) . . ? C32 O3 Fe2 130.5(2) . . ? C17 O4 Fe2 134.4(2) . . ? C101 O5 Fe1 124.8(2) . . ? C101 O5 H6A 111(3) . . ? Fe1 O5 H6A 117(3) . . ? C102 O6 Fe2 127.6(3) . . ? C102 O6 H5A 110(3) . . ? Fe2 O6 H5A 111(3) . . ? C104 O7 H7S 109.5 . . ? O2 C1 C2 119.6(3) . . ? O2 C1 C6 122.6(3) . . ? C2 C1 C6 117.9(3) . . ? C3 C2 C1 121.1(3) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C2 C3 C4 120.9(3) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 119.0(3) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 121.3(4) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C5 C6 C1 119.7(3) . . ? C5 C6 C7 117.2(3) . . ? C1 C6 C7 123.1(3) . . ? N2 C7 C6 125.0(3) . . ? N2 C7 H7 117.5 . . ? C6 C7 H7 117.5 . . ? N2 C8 C9 106.8(3) . . ? N2 C8 H8A 110.4 . . ? C9 C8 H8A 110.4 . . ? N2 C8 H8B 110.4 . . ? C9 C8 H8B 110.4 . . ? H8A C8 H8B 108.6 . . ? N1 C9 C8 107.8(3) . . ? N1 C9 H9A 110.2 . . ? C8 C9 H9A 110.2 . . ? N1 C9 H9B 110.2 . . ? C8 C9 H9B 110.2 . . ? H9A C9 H9B 108.5 . . ? N1 C10 C11 125.6(3) . . ? N1 C10 H10 117.2 . . ? C11 C10 H10 117.2 . . ? C12 C11 C16 118.9(3) . . ? C12 C11 C10 117.8(3) . . ? C16 C11 C10 123.4(3) . . ? C13 C12 C11 122.1(3) . . ? C13 C12 H12 118.9 . . ? C11 C12 H12 118.9 . . ? C12 C13 C14 118.6(3) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 120.7 . . ? C15 C14 C13 121.1(3) . . ? C15 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? C14 C15 C16 120.9(3) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? O1 C16 C15 119.4(3) . . ? O1 C16 C11 122.3(3) . . ? C15 C16 C11 118.4(3) . . ? O4 C17 C18 119.2(3) . . ? O4 C17 C22 122.7(3) . . ? C18 C17 C22 118.1(3) . . ? C19 C18 C17 121.3(4) . . ? C19 C18 H18 119.4 . . ? C17 C18 H18 119.4 . . ? C18 C19 C20 120.9(4) . . ? C18 C19 H19 119.5 . . ? C20 C19 H19 119.5 . . ? C21 C20 C19 119.0(4) . . ? C21 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? C20 C21 C22 122.0(3) . . ? C20 C21 H21 119.0 . . ? C22 C21 H21 119.0 . . ? C21 C22 C17 118.7(3) . . ? C21 C22 C23 118.0(3) . . ? C17 C22 C23 123.3(3) . . ? N4 C23 C22 125.6(3) . . ? N4 C23 H23 117.2 . . ? C22 C23 H23 117.2 . . ? N4 C24 C25 107.9(3) . . ? N4 C24 H24A 110.1 . . ? C25 C24 H24A 110.1 . . ? N4 C24 H24B 110.1 . . ? C25 C24 H24B 110.1 . . ? H24A C24 H24B 108.4 . . ? N3 C25 C24 107.4(3) . . ? N3 C25 H25A 110.2 . . ? C24 C25 H25A 110.2 . . ? N3 C25 H25B 110.2 . . ? C24 C25 H25B 110.2 . . ? H25A C25 H25B 108.5 . . ? N3 C26 C27 125.1(3) . . ? N3 C26 H26 117.5 . . ? C27 C26 H26 117.5 . . ? C28 C27 C32 119.1(3) . . ? C28 C27 C26 117.3(3) . . ? C32 C27 C26 123.6(3) . . ? C29 C28 C27 122.4(4) . . ? C29 C28 H28 118.8 . . ? C27 C28 H28 118.8 . . ? C28 C29 C30 118.3(3) . . ? C28 C29 H29 120.9 . . ? C30 C29 H29 120.9 . . ? C31 C30 C29 121.3(4) . . ? C31 C30 H30 119.3 . . ? C29 C30 H30 119.3 . . ? C30 C31 C32 120.7(4) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? O3 C32 C31 118.8(3) . . ? O3 C32 C27 123.0(3) . . ? C31 C32 C27 118.2(3) . . ? N5 C33 C34 123.5(3) . . ? N5 C33 H33 118.2 . . ? C34 C33 H33 118.2 . . ? C36 C34 C33 118.5(3) . . ? C36 C34 H34 120.7 . . ? C33 C34 H34 120.7 . . ? C34 C36 C37 118.6(3) . . ? C34 C36 S1 123.9(3) . . ? C37 C36 S1 117.3(3) . . ? C38 C37 C36 119.0(3) . . ? C38 C37 H37 120.5 . . ? C36 C37 H37 120.5 . . ? N5 C38 C37 123.3(3) . . ? N5 C38 H38 118.4 . . ? C37 C38 H38 118.4 . . ? N6 C39 C40 123.3(4) . . ? N6 C39 H39 118.4 . . ? C40 C39 H39 118.4 . . ? C39 C40 C41 118.7(4) . . ? C39 C40 H40 120.6 . . ? C41 C40 H40 120.6 . . ? C42 C41 C40 118.5(3) . . ? C42 C41 S1 119.3(3) . . ? C40 C41 S1 121.9(3) . . ? C43 C42 C41 118.7(4) . . ? C43 C42 H42 120.6 . . ? C41 C42 H42 120.6 . . ? N6 C43 C42 123.5(4) . . ? N6 C43 H43 118.2 . . ? C42 C43 H43 118.2 . . ? N7 C44 C45 123.4(3) . . ? N7 C44 H44 118.3 . . ? C45 C44 H44 118.3 . . ? C44 C45 C46 119.4(3) . . ? C44 C45 H45 120.3 . . ? C46 C45 H45 120.3 . . ? C45 C46 C47 117.6(3) . . ? C45 C46 S2 117.6(3) . . ? C47 C46 S2 124.6(3) . . ? C48 C47 C46 119.0(3) . . ? C48 C47 H47 120.5 . . ? C46 C47 H47 120.5 . . ? N7 C48 C47 123.7(3) . . ? N7 C48 H48 118.2 . . ? C47 C48 H48 118.2 . . ? N8 C49 C50 123.9(4) . . ? N8 C49 H49 118.0 . . ? C50 C49 H49 118.0 . . ? C49 C50 C51 118.2(4) . . ? C49 C50 H50 120.9 . . ? C51 C50 H50 120.9 . . ? C52 C51 C50 118.5(4) . . ? C52 C51 S2 122.1(3) . . ? C50 C51 S2 119.1(3) . . ? C53 C52 C51 118.9(4) . . ? C53 C52 H52 120.5 . . ? C51 C52 H52 120.5 . . ? N8 C53 C52 123.5(4) . . ? N8 C53 H53 118.3 . . ? C52 C53 H53 118.3 . . ? C55 C54 C59 113.6(3) . . ? C55 C54 B1 124.9(3) . . ? C59 C54 B1 121.2(3) . . ? C56 C55 C54 123.7(4) . . ? C56 C55 H55 118.1 . . ? C54 C55 H55 118.1 . . ? C55 C56 C57 120.3(4) . . ? C55 C56 H56 119.8 . . ? C57 C56 H56 119.8 . . ? C58 C57 C56 118.3(4) . . ? C58 C57 H57 120.8 . . ? C56 C57 H57 120.8 . . ? C57 C58 C59 120.3(4) . . ? C57 C58 H58 119.9 . . ? C59 C58 H58 119.9 . . ? C58 C59 C54 123.7(4) . . ? C58 C59 H59 118.2 . . ? C54 C59 H59 118.2 . . ? C65 C60 C61 114.8(3) . . ? C65 C60 B1 124.9(3) . . ? C61 C60 B1 120.1(3) . . ? C62 C61 C60 123.0(4) . . ? C62 C61 H61 118.5 . . ? C60 C61 H61 118.5 . . ? C61 C62 C63 120.6(3) . . ? C61 C62 H62 119.7 . . ? C63 C62 H62 119.7 . . ? C64 C63 C62 118.9(3) . . ? C64 C63 H63 120.6 . . ? C62 C63 H63 120.6 . . ? C63 C64 C65 119.5(4) . . ? C63 C64 H64 120.3 . . ? C65 C64 H64 120.3 . . ? C60 C65 C64 123.3(3) . . ? C60 C65 H65 118.4 . . ? C64 C65 H65 118.4 . . ? C71 C66 C67 114.7(3) . . ? C71 C66 B1 119.8(3) . . ? C67 C66 B1 125.5(3) . . ? C68 C67 C66 123.1(3) . . ? C68 C67 H67 118.5 . . ? C66 C67 H67 118.5 . . ? C69 C68 C67 120.0(3) . . ? C69 C68 H68 120.0 . . ? C67 C68 H68 120.0 . . ? C68 C69 C70 118.8(3) . . ? C68 C69 H69 120.6 . . ? C70 C69 H69 120.6 . . ? C69 C70 C71 120.3(4) . . ? C69 C70 H70 119.8 . . ? C71 C70 H70 119.8 . . ? C70 C71 C66 123.1(3) . . ? C70 C71 H71 118.5 . . ? C66 C71 H71 118.5 . . ? C73 C72 C103 123.9(4) . . ? C73 C72 H72 118.1 . . ? C103 C72 H72 118.1 . . ? C74 C73 C72 119.6(4) . . ? C74 C73 H73 120.2 . . ? C72 C73 H73 120.2 . . ? C75 C74 C73 118.6(4) . . ? C75 C74 H74 120.7 . . ? C73 C74 H74 120.7 . . ? C74 C75 C76 121.0(4) . . ? C74 C75 H75 119.5 . . ? C76 C75 H75 119.5 . . ? C75 C76 C103 122.2(4) . . ? C75 C76 H76 118.9 . . ? C103 C76 H76 118.9 . . ? C78 C77 C82 114.5(3) . . ? C78 C77 B2 126.6(3) . . ? C82 C77 B2 118.6(3) . . ? C79 C78 C77 122.9(4) . . ? C79 C78 H78 118.6 . . ? C77 C78 H78 118.6 . . ? C80 C79 C78 120.7(4) . . ? C80 C79 H79 119.6 . . ? C78 C79 H79 119.6 . . ? C81 C80 C79 118.3(4) . . ? C81 C80 H80 120.8 . . ? C79 C80 H80 120.8 . . ? C80 C81 C82 120.5(4) . . ? C80 C81 H81 119.7 . . ? C82 C81 H81 119.7 . . ? C81 C82 C77 123.0(3) . . ? C81 C82 H82 118.5 . . ? C77 C82 H82 118.5 . . ? C88 C83 C84 114.6(3) . . ? C88 C83 B2 125.5(3) . . ? C84 C83 B2 119.9(3) . . ? C85 C84 C83 123.0(3) . . ? C85 C84 H84 118.5 . . ? C83 C84 H84 118.5 . . ? C84 C85 C86 120.2(3) . . ? C84 C85 H85 119.9 . . ? C86 C85 H85 119.9 . . ? C87 C86 C85 118.6(3) . . ? C87 C86 H86 120.7 . . ? C85 C86 H86 120.7 . . ? C86 C87 C88 120.4(3) . . ? C86 C87 H87 119.8 . . ? C88 C87 H87 119.8 . . ? C87 C88 C83 123.1(3) . . ? C87 C88 H88 118.4 . . ? C83 C88 H88 118.4 . . ? C94 C89 C90 115.3(3) . . ? C94 C89 B2 119.6(3) . . ? C90 C89 B2 124.8(3) . . ? C91 C90 C89 122.5(4) . . ? C91 C90 H90 118.7 . . ? C89 C90 H90 118.7 . . ? C92 C91 C90 120.3(4) . . ? C92 C91 H91 119.9 . . ? C90 C91 H91 119.9 . . ? C91 C92 C93 118.6(4) . . ? C91 C92 H92 120.7 . . ? C93 C92 H92 120.7 . . ? C94 C93 C92 120.3(4) . . ? C94 C93 H93 119.9 . . ? C92 C93 H93 119.9 . . ? C93 C94 C89 123.0(4) . . ? C93 C94 H94 118.5 . . ? C89 C94 H94 118.5 . . ? C96 C95 C100 115.2(4) . . ? C96 C95 B2 121.7(4) . . ? C100 C95 B2 122.7(4) . . ? C97 C96 C95 124.9(5) . . ? C97 C96 H96 117.6 . . ? C95 C96 H96 117.6 . . ? C96 C97 C98 117.2(6) . . ? C99 C98 C97 120.5(5) . . ? C99 C98 H98 119.7 . . ? C97 C98 H98 119.7 . . ? C98 C99 C100 120.8(6) . . ? C98 C99 H99 119.6 . . ? C100 C99 H99 119.6 . . ? C99 C100 C95 121.4(5) . . ? C99 C100 H100 119.3 . . ? C95 C100 H100 119.3 . . ? O5 C101 H10A 109.5 . . ? O5 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? O5 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? O6 C102 H10D 109.5 . . ? O6 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? O6 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? C72 C103 C76 114.7(3) . . ? C72 C103 B1 119.6(3) . . ? C76 C103 B1 125.6(3) . . ? O7 C104 H10G 109.5 . . ? O7 C104 H10H 109.5 . . ? H10G C104 H10H 109.5 . . ? O7 C104 H10I 109.5 . . ? H10G C104 H10I 109.5 . . ? H10H C104 H10I 109.5 . . ? C54 B1 C60 111.8(3) . . ? C54 B1 C66 106.0(3) . . ? C60 B1 C66 109.9(3) . . ? C54 B1 C103 113.4(3) . . ? C60 B1 C103 104.5(3) . . ? C66 B1 C103 111.2(3) . . ? C89 B2 C95 111.2(3) . . ? C89 B2 C77 104.3(3) . . ? C95 B2 C77 114.9(3) . . ? C89 B2 C83 110.2(3) . . ? C95 B2 C83 103.9(3) . . ? C77 B2 C83 112.4(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O7 H7S N8 0.84 1.88 2.713(4) 171.9 2_665 O6 H5A N6 0.82(4) 1.83(4) 2.625(4) 163(4) 2_576 O5 H6A O7 0.80(4) 1.77(4) 2.563(4) 167(4) 1_455 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.61 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.408 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.076 # Attachment '2c.CIF' data_2c _database_code_depnum_ccdc_archive 'CCDC 738872' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' #========================================================================== _chemical_name_systematic ; ? ; _chemical_name_common 2c _chemical_melting_point ? _chemical_formula_moiety 'C27 H26 Fe N4 O3, C24 H20 B' _chemical_formula_sum 'C51 H46 B Fe N4 O3' _chemical_formula_weight 829.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_Int_Tables_number 61 _symmetry_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 13.2122(7) _cell_length_b 25.5531(13) _cell_length_c 25.6679(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8665.8(8) _cell_formula_units_Z 8 _cell_measurement_temperature 123 _cell_measurement_reflns_used 111 _cell_measurement_theta_min 0.624883 _cell_measurement_theta_max 1.000000 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.272 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3480 _exptl_absorpt_coefficient_mu 0.396 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9075 _exptl_absorpt_correction_T_max 0.9250 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 24490 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0609 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 20.66 _reflns_number_total 4018 _reflns_number_gt 3345 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (BrukerAXS, 1997)' _computing_cell_refinement 'SMART (BrukerAXS, 1997)' _computing_data_reduction 'SAINT+ (BrukerAXS, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _computing_structure_refinement X-SEED _computing_molecular_graphics 'MERCURY 1.4 (Bruno et al., 2002)' _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0203P)^2^+43.4847P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4018 _refine_ls_number_parameters 542 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0912 _refine_ls_R_factor_gt 0.0725 _refine_ls_wR_factor_ref 0.1475 _refine_ls_wR_factor_gt 0.1395 _refine_ls_goodness_of_fit_ref 1.198 _refine_ls_restrained_S_all 1.196 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.47699(7) 0.17555(3) 0.29172(4) 0.0112(3) Uani 1 1 d . . . N4 N 0.4532(5) 0.3220(2) 0.6219(2) 0.0255(15) Uani 1 1 d . . . O3 O 0.4781(4) 0.13895(16) 0.21790(16) 0.0173(11) Uani 1 1 d . . . O2 O 0.5018(3) 0.24108(15) 0.25901(16) 0.0133(11) Uani 1 1 d . . . N3 N 0.4689(4) 0.2110(2) 0.3693(2) 0.0134(14) Uani 1 1 d . . . O1 O 0.6049(3) 0.14579(17) 0.30846(16) 0.0147(11) Uani 1 1 d . . . C6 C 0.5616(5) 0.0670(2) 0.3551(2) 0.0144(17) Uani 1 1 d . . . C13 C 0.3343(5) 0.2740(2) 0.2391(2) 0.0113(16) Uani 1 1 d . . . N1 N 0.4108(4) 0.1048(2) 0.3170(2) 0.0109(13) Uani 1 1 d . . . N2 N 0.3212(4) 0.19235(19) 0.2862(2) 0.0134(13) Uani 1 1 d . . . C8 C 0.4429(5) 0.2775(2) 0.2385(2) 0.0135(17) Uani 1 1 d . . . C20 C 0.4820(5) 0.2036(3) 0.4617(3) 0.0177(17) Uani 1 1 d . . . H20 H 0.4943 0.1819 0.4911 0.021 Uiso 1 1 calc R . . C21 C 0.4858(6) 0.1829(3) 0.4126(3) 0.0212(18) Uani 1 1 d . . . H21 H 0.5012 0.1468 0.4089 0.025 Uiso 1 1 calc R . . C10 C 0.4280(6) 0.3592(3) 0.1914(3) 0.029(2) Uani 1 1 d . . . H10 H 0.4599 0.3881 0.1750 0.035 Uiso 1 1 calc R . . C19 C 0.4601(5) 0.2566(2) 0.4685(2) 0.0121(16) Uani 1 1 d . . . C2 C 0.7329(5) 0.1005(3) 0.3534(3) 0.0195(18) Uani 1 1 d . . . H2 H 0.7814 0.1254 0.3420 0.023 Uiso 1 1 calc R . . C23 C 0.4227(6) 0.2514(3) 0.5636(3) 0.0234(18) Uani 1 1 d . . . H23 H 0.3999 0.2164 0.5592 0.028 Uiso 1 1 calc R . . C22 C 0.4224(6) 0.2739(3) 0.6125(3) 0.029(2) Uani 1 1 d . . . H22 H 0.3986 0.2535 0.6409 0.035 Uiso 1 1 calc R . . C1 C 0.6310(5) 0.1056(2) 0.3377(2) 0.0132(17) Uani 1 1 d . . . C12 C 0.2774(6) 0.3136(3) 0.2157(3) 0.0240(18) Uani 1 1 d . . . H12 H 0.2056 0.3114 0.2166 0.029 Uiso 1 1 calc R . . C5 C 0.5961(6) 0.0260(3) 0.3872(3) 0.0228(19) Uani 1 1 d . . . H5 H 0.5493 0.0005 0.3990 0.027 Uiso 1 1 calc R . . C51 C 0.5079(5) 0.0859(2) 0.2084(3) 0.0229(18) Uani 1 1 d . . . H51A H 0.5533 0.0741 0.2362 0.034 Uiso 1 1 calc R . . H51B H 0.5430 0.0837 0.1748 0.034 Uiso 1 1 calc R . . H51C H 0.4477 0.0635 0.2076 0.034 Uiso 1 1 calc R . . C18 C 0.4440(5) 0.2855(3) 0.4241(2) 0.0176(17) Uani 1 1 d . . . H18 H 0.4295 0.3218 0.4269 0.021 Uiso 1 1 calc R . . C24 C 0.4564(5) 0.2797(2) 0.5207(2) 0.0119(16) Uani 1 1 d . . . C26 C 0.4845(6) 0.3497(3) 0.5805(3) 0.0243(18) Uani 1 1 d . . . H26 H 0.5067 0.3846 0.5861 0.029 Uiso 1 1 calc R . . C16 C 0.3022(5) 0.0998(3) 0.3030(3) 0.0166(17) Uani 1 1 d . . . H16A H 0.2689 0.0734 0.3254 0.020 Uiso 1 1 calc R . . H16B H 0.2952 0.0887 0.2662 0.020 Uiso 1 1 calc R . . C3 C 0.7626(6) 0.0600(3) 0.3847(3) 0.0271(19) Uani 1 1 d . . . H3 H 0.8315 0.0576 0.3952 0.033 Uiso 1 1 calc R . . C17 C 0.4486(5) 0.2625(3) 0.3757(3) 0.0191(18) Uani 1 1 d . . . H17 H 0.4373 0.2835 0.3457 0.023 Uiso 1 1 calc R . . C14 C 0.2798(5) 0.2314(3) 0.2629(2) 0.0153(17) Uani 1 1 d . . . H14 H 0.2080 0.2322 0.2612 0.018 Uiso 1 1 calc R . . C25 C 0.4864(5) 0.3307(3) 0.5300(3) 0.0192(17) Uani 1 1 d . . . H25 H 0.5081 0.3524 0.5021 0.023 Uiso 1 1 calc R . . C11 C 0.3218(6) 0.3554(3) 0.1917(3) 0.030(2) Uani 1 1 d . . . H11 H 0.2816 0.3815 0.1755 0.036 Uiso 1 1 calc R . . C15 C 0.2547(5) 0.1531(2) 0.3111(3) 0.0168(16) Uani 1 1 d U . . H15A H 0.1865 0.1541 0.2951 0.020 Uiso 1 1 calc R . . H15B H 0.2479 0.1605 0.3487 0.020 Uiso 1 1 calc R . . C4 C 0.6945(6) 0.0222(3) 0.4017(3) 0.0257(19) Uani 1 1 d . . . H4 H 0.7166 -0.0059 0.4231 0.031 Uiso 1 1 calc R . . C7 C 0.4543(5) 0.0678(3) 0.3415(2) 0.0140(17) Uani 1 1 d . . . H7 H 0.4142 0.0386 0.3516 0.017 Uiso 1 1 calc R . . C9 C 0.4862(5) 0.3207(3) 0.2150(3) 0.0222(18) Uani 1 1 d . . . H9 H 0.5578 0.3241 0.2149 0.027 Uiso 1 1 calc R . . C39 C 0.9150(5) 0.0659(2) 0.6052(3) 0.0135(16) Uani 1 1 d . . . C41 C 1.0742(5) 0.0600(3) 0.5570(3) 0.0236(18) Uani 1 1 d . . . H41 H 1.1105 0.0468 0.5279 0.028 Uiso 1 1 calc R . . C27 C 0.7463(5) 0.1142(3) 0.5868(3) 0.0191(17) Uani 1 1 d . . . C46 C 0.8177(5) 0.0269(2) 0.7087(3) 0.0177(17) Uani 1 1 d . . . H46 H 0.8865 0.0199 0.7004 0.021 Uiso 1 1 calc R . . C40 C 0.9722(6) 0.0474(3) 0.5635(3) 0.0195(18) Uani 1 1 d . . . H40 H 0.9405 0.0254 0.5385 0.023 Uiso 1 1 calc R . . C35 C 0.7638(6) -0.0861(3) 0.5566(3) 0.025(2) Uani 1 1 d . . . H35 H 0.7996 -0.1181 0.5604 0.030 Uiso 1 1 calc R . . C38 C 0.6604(6) 0.0071(3) 0.5477(3) 0.0237(19) Uani 1 1 d . . . H38 H 0.6232 0.0387 0.5442 0.028 Uiso 1 1 calc R . . C33 C 0.7510(5) 0.0077(3) 0.5768(3) 0.0169(17) Uani 1 1 d . . . C45 C 0.7560(5) 0.0479(2) 0.6700(3) 0.0120(16) Uani 1 1 d . . . C31 C 0.7210(5) 0.1726(3) 0.5131(3) 0.031(2) Uani 1 1 d . . . H31 H 0.7228 0.1782 0.4766 0.037 Uiso 1 1 calc R . . C49 C 0.6194(6) 0.0445(3) 0.7352(3) 0.0234(19) Uani 1 1 d . . . H49 H 0.5505 0.0509 0.7438 0.028 Uiso 1 1 calc R . . C37 C 0.6237(6) -0.0379(3) 0.5240(3) 0.0264(19) Uani 1 1 d . . . H37 H 0.5619 -0.0366 0.5051 0.032 Uiso 1 1 calc R . . C47 C 0.7845(6) 0.0157(2) 0.7587(3) 0.0195(18) Uani 1 1 d . . . H47 H 0.8303 0.0020 0.7838 0.023 Uiso 1 1 calc R . . C50 C 0.6545(6) 0.0553(3) 0.6851(3) 0.0208(18) Uani 1 1 d . . . H50 H 0.6078 0.0682 0.6600 0.025 Uiso 1 1 calc R . . C28 C 0.7171(5) 0.1564(3) 0.6190(3) 0.0222(18) Uani 1 1 d . . . H28 H 0.7160 0.1515 0.6557 0.027 Uiso 1 1 calc R . . C44 C 0.9665(5) 0.0970(2) 0.6407(3) 0.0181(17) Uani 1 1 d . . . H44 H 0.9310 0.1100 0.6702 0.022 Uiso 1 1 calc R . . C34 C 0.7998(5) -0.0409(3) 0.5804(3) 0.0176(18) Uani 1 1 d . . . H34 H 0.8606 -0.0431 0.6001 0.021 Uiso 1 1 calc R . . C32 C 0.7475(5) 0.1244(3) 0.5331(3) 0.0204(18) Uani 1 1 d U . . H32 H 0.7671 0.0973 0.5098 0.024 Uiso 1 1 calc R . . C48 C 0.6837(6) 0.0246(3) 0.7721(3) 0.0197(18) Uani 1 1 d . . . H48 H 0.6600 0.0171 0.8062 0.024 Uiso 1 1 calc R . . C42 C 1.1218(6) 0.0913(3) 0.5926(3) 0.0203(18) Uani 1 1 d U . . H42 H 1.1911 0.1001 0.5881 0.024 Uiso 1 1 calc R . . C43 C 1.0690(6) 0.1101(3) 0.6348(3) 0.0253(19) Uani 1 1 d . . . H43 H 1.1017 0.1318 0.6597 0.030 Uiso 1 1 calc R . . B1 B 0.7907(6) 0.0584(3) 0.6099(3) 0.0152(19) Uani 1 1 d . . . C29 C 0.6899(6) 0.2048(3) 0.5988(3) 0.034(2) Uani 1 1 d . . . H29 H 0.6700 0.2324 0.6214 0.041 Uiso 1 1 calc R . . C30 C 0.6922(6) 0.2127(3) 0.5455(4) 0.036(2) Uani 1 1 d . . . H30 H 0.6737 0.2457 0.5314 0.043 Uiso 1 1 calc R . . C36 C 0.6758(6) -0.0844(3) 0.5275(3) 0.026(2) Uani 1 1 d . . . H36 H 0.6518 -0.1148 0.5102 0.031 Uiso 1 1 calc R . . H3A H 0.4562 0.1594 0.1811 0.031 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0063(5) 0.0137(5) 0.0135(5) 0.0015(4) -0.0005(4) -0.0007(4) N4 0.026(4) 0.027(4) 0.023(4) -0.002(3) -0.002(3) 0.006(3) O3 0.020(3) 0.020(3) 0.013(2) 0.002(2) -0.002(2) 0.008(2) O2 0.007(3) 0.017(3) 0.016(3) 0.007(2) 0.002(2) -0.003(2) N3 0.012(4) 0.019(4) 0.009(3) 0.001(3) 0.000(3) -0.001(2) O1 0.002(3) 0.020(3) 0.021(3) 0.004(2) -0.003(2) 0.0020(19) C6 0.014(5) 0.017(4) 0.013(4) -0.001(3) 0.002(3) 0.005(3) C13 0.002(4) 0.012(4) 0.019(4) -0.002(3) 0.003(3) 0.001(3) N1 0.012(4) 0.009(3) 0.011(3) 0.002(2) -0.001(3) 0.000(2) N2 0.004(3) 0.017(3) 0.020(3) 0.003(3) -0.002(3) -0.006(2) C8 0.020(5) 0.011(4) 0.009(4) 0.000(3) -0.005(3) 0.002(3) C20 0.022(5) 0.019(4) 0.011(4) 0.008(3) 0.000(3) 0.002(3) C21 0.025(5) 0.022(4) 0.016(4) -0.007(4) -0.003(3) 0.004(3) C10 0.023(5) 0.018(4) 0.046(5) 0.014(4) -0.007(4) -0.006(3) C19 0.004(4) 0.016(4) 0.016(4) -0.001(3) 0.001(3) -0.003(3) C2 0.014(5) 0.025(4) 0.019(4) -0.003(4) -0.009(4) 0.002(3) C23 0.039(5) 0.013(4) 0.018(4) -0.003(4) 0.002(4) 0.007(3) C22 0.039(6) 0.026(5) 0.022(5) 0.004(4) 0.010(4) 0.005(4) C1 0.018(5) 0.016(4) 0.005(4) -0.003(3) 0.001(3) 0.007(3) C12 0.016(5) 0.024(4) 0.033(5) 0.009(4) 0.003(4) 0.002(3) C5 0.029(6) 0.026(5) 0.014(4) 0.005(3) 0.005(4) 0.012(4) C51 0.025(5) 0.020(4) 0.023(4) -0.005(3) 0.000(4) 0.002(3) C18 0.019(5) 0.025(4) 0.009(4) 0.003(4) 0.000(3) 0.006(3) C24 0.009(4) 0.013(4) 0.014(4) 0.000(3) -0.002(3) 0.004(3) C26 0.021(5) 0.021(4) 0.031(5) -0.009(4) 0.007(4) -0.004(3) C16 0.012(4) 0.026(4) 0.012(4) -0.004(3) -0.008(3) -0.009(3) C3 0.017(5) 0.041(5) 0.024(4) 0.008(4) 0.003(4) 0.017(4) C17 0.023(5) 0.011(4) 0.023(4) 0.006(3) 0.001(4) 0.004(3) C14 0.005(4) 0.027(4) 0.014(4) -0.006(3) -0.002(3) 0.005(3) C25 0.025(5) 0.019(4) 0.014(4) 0.001(3) 0.008(3) -0.004(3) C11 0.016(5) 0.021(4) 0.052(6) 0.008(4) -0.003(4) 0.005(3) C15 0.0158(19) 0.0176(18) 0.0170(18) 0.0008(10) 0.0001(10) -0.0002(10) C4 0.025(5) 0.028(5) 0.024(4) 0.017(4) -0.003(4) 0.013(4) C7 0.016(5) 0.014(4) 0.012(4) -0.003(3) 0.006(3) -0.007(3) C9 0.005(4) 0.027(4) 0.034(4) 0.001(4) -0.001(4) -0.007(3) C39 0.007(4) 0.014(4) 0.020(4) 0.005(3) -0.005(4) 0.004(3) C41 0.017(5) 0.027(4) 0.027(4) 0.005(3) 0.007(4) 0.004(3) C27 0.004(4) 0.023(4) 0.030(4) 0.005(3) 0.000(3) -0.005(3) C46 0.013(4) 0.011(4) 0.029(5) -0.003(3) 0.000(4) -0.002(3) C40 0.019(5) 0.020(4) 0.019(4) 0.007(3) -0.006(4) -0.007(3) C35 0.031(6) 0.020(4) 0.023(4) -0.003(3) 0.020(4) -0.010(4) C38 0.016(5) 0.032(5) 0.023(4) 0.003(4) 0.000(4) -0.004(3) C33 0.013(4) 0.022(4) 0.016(4) 0.009(3) 0.007(4) 0.000(3) C45 0.008(4) 0.010(4) 0.019(4) -0.006(3) -0.004(3) 0.006(3) C31 0.015(5) 0.043(5) 0.034(5) 0.016(4) -0.008(4) 0.000(4) C49 0.016(5) 0.020(4) 0.035(5) 0.004(4) 0.010(4) -0.004(3) C37 0.009(5) 0.045(6) 0.025(5) 0.003(4) -0.003(4) -0.009(4) C47 0.030(6) 0.014(4) 0.014(4) 0.001(3) -0.009(4) 0.001(3) C50 0.019(5) 0.020(4) 0.023(4) 0.002(3) 0.001(4) -0.004(3) C28 0.012(5) 0.020(5) 0.034(5) 0.009(4) -0.003(4) 0.002(3) C44 0.012(5) 0.019(4) 0.024(4) 0.005(3) 0.002(4) 0.004(3) C34 0.015(5) 0.026(5) 0.012(4) 0.007(3) -0.001(3) -0.003(3) C32 0.020(2) 0.0207(19) 0.021(2) 0.0009(10) -0.0007(10) 0.0003(10) C48 0.026(5) 0.019(4) 0.014(4) 0.001(3) 0.004(4) -0.005(3) C42 0.019(2) 0.0204(19) 0.021(2) 0.0007(10) 0.0003(10) -0.0007(10) C43 0.021(5) 0.022(4) 0.033(5) 0.004(4) -0.008(4) -0.004(3) B1 0.007(5) 0.023(5) 0.016(5) 0.004(4) 0.002(4) 0.000(3) C29 0.023(5) 0.028(5) 0.052(6) -0.002(4) 0.002(4) 0.012(4) C30 0.021(5) 0.027(5) 0.060(7) 0.020(5) -0.008(4) 0.001(4) C36 0.016(5) 0.039(5) 0.023(4) -0.012(4) 0.004(4) -0.022(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O2 1.902(4) . ? Fe1 O1 1.902(4) . ? Fe1 N2 2.107(5) . ? Fe1 N1 2.110(5) . ? Fe1 O3 2.113(4) . ? Fe1 N3 2.190(5) . ? N4 C22 1.318(9) . ? N4 C26 1.342(9) . ? O3 C51 1.433(7) . ? O3 H3A 1.1189 . ? O2 C8 1.322(8) . ? N3 C21 1.341(8) . ? N3 C17 1.353(8) . ? O1 C1 1.318(8) . ? C6 C5 1.408(9) . ? C6 C1 1.419(10) . ? C6 C7 1.460(10) . ? C13 C12 1.396(9) . ? C13 C8 1.438(9) . ? C13 C14 1.442(9) . ? N1 C7 1.274(8) . ? N1 C16 1.484(8) . ? N2 C14 1.285(8) . ? N2 C15 1.480(8) . ? C8 C9 1.383(9) . ? C20 C21 1.368(9) . ? C20 C19 1.397(9) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C10 C9 1.388(10) . ? C10 C11 1.406(10) . ? C10 H10 0.9500 . ? C19 C18 1.373(9) . ? C19 C24 1.465(9) . ? C2 C3 1.369(10) . ? C2 C1 1.411(10) . ? C2 H2 0.9500 . ? C23 C22 1.380(10) . ? C23 C24 1.391(9) . ? C23 H23 0.9500 . ? C22 H22 0.9500 . ? C12 C11 1.365(10) . ? C12 H12 0.9500 . ? C5 C4 1.356(11) . ? C5 H5 0.9500 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C18 C17 1.377(10) . ? C18 H18 0.9500 . ? C24 C25 1.381(9) . ? C26 C25 1.385(9) . ? C26 H26 0.9500 . ? C16 C15 1.514(9) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C3 C4 1.390(11) . ? C3 H3 0.9500 . ? C17 H17 0.9500 . ? C14 H14 0.9500 . ? C25 H25 0.9500 . ? C11 H11 0.9500 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C4 H4 0.9500 . ? C7 H7 0.9500 . ? C9 H9 0.9500 . ? C39 C44 1.388(9) . ? C39 C40 1.394(10) . ? C39 B1 1.657(10) . ? C41 C42 1.369(10) . ? C41 C40 1.396(10) . ? C41 H41 0.9500 . ? C27 C32 1.402(10) . ? C27 C28 1.413(10) . ? C27 B1 1.651(11) . ? C46 C47 1.386(10) . ? C46 C45 1.393(9) . ? C46 H46 0.9500 . ? C40 H40 0.9500 . ? C35 C36 1.382(11) . ? C35 C34 1.389(10) . ? C35 H35 0.9500 . ? C38 C37 1.389(10) . ? C38 C33 1.411(10) . ? C38 H38 0.9500 . ? C33 C34 1.402(9) . ? C33 B1 1.637(11) . ? C45 C50 1.409(10) . ? C45 B1 1.633(10) . ? C31 C30 1.372(11) . ? C31 C32 1.380(10) . ? C31 H31 0.9500 . ? C49 C48 1.370(10) . ? C49 C50 1.393(10) . ? C49 H49 0.9500 . ? C37 C36 1.377(10) . ? C37 H37 0.9500 . ? C47 C48 1.395(10) . ? C47 H47 0.9500 . ? C50 H50 0.9500 . ? C28 C29 1.389(10) . ? C28 H28 0.9500 . ? C44 C43 1.404(10) . ? C44 H44 0.9500 . ? C34 H34 0.9500 . ? C32 H32 0.9500 . ? C48 H48 0.9500 . ? C42 C43 1.374(10) . ? C42 H42 0.9500 . ? C43 H43 0.9500 . ? C29 C30 1.382(11) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C36 H36 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Fe1 O1 107.36(19) . . ? O2 Fe1 N2 87.67(19) . . ? O1 Fe1 N2 164.7(2) . . ? O2 Fe1 N1 164.1(2) . . ? O1 Fe1 N1 87.5(2) . . ? N2 Fe1 N1 77.9(2) . . ? O2 Fe1 O3 89.58(17) . . ? O1 Fe1 O3 91.13(18) . . ? N2 Fe1 O3 92.07(19) . . ? N1 Fe1 O3 84.27(18) . . ? O2 Fe1 N3 92.63(18) . . ? O1 Fe1 N3 90.2(2) . . ? N2 Fe1 N3 85.9(2) . . ? N1 Fe1 N3 93.06(19) . . ? O3 Fe1 N3 177.0(2) . . ? C22 N4 C26 116.3(6) . . ? C51 O3 Fe1 125.0(4) . . ? C51 O3 H3A 111.6 . . ? Fe1 O3 H3A 123.3 . . ? C8 O2 Fe1 133.9(4) . . ? C21 N3 C17 116.9(6) . . ? C21 N3 Fe1 121.6(4) . . ? C17 N3 Fe1 121.5(4) . . ? C1 O1 Fe1 132.3(4) . . ? C5 C6 C1 119.4(7) . . ? C5 C6 C7 117.7(6) . . ? C1 C6 C7 122.8(6) . . ? C12 C13 C8 119.3(6) . . ? C12 C13 C14 117.5(6) . . ? C8 C13 C14 123.3(6) . . ? C7 N1 C16 119.4(5) . . ? C7 N1 Fe1 127.0(5) . . ? C16 N1 Fe1 113.6(4) . . ? C14 N2 C15 118.3(6) . . ? C14 N2 Fe1 127.3(4) . . ? C15 N2 Fe1 114.4(4) . . ? O2 C8 C9 119.4(6) . . ? O2 C8 C13 122.8(6) . . ? C9 C8 C13 117.8(6) . . ? C21 C20 C19 119.9(6) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? N3 C21 C20 123.4(6) . . ? N3 C21 H21 118.3 . . ? C20 C21 H21 118.3 . . ? C9 C10 C11 120.1(7) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C18 C19 C20 116.7(6) . . ? C18 C19 C24 122.5(6) . . ? C20 C19 C24 120.8(6) . . ? C3 C2 C1 120.7(7) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C22 C23 C24 120.3(7) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? N4 C22 C23 123.6(7) . . ? N4 C22 H22 118.2 . . ? C23 C22 H22 118.2 . . ? O1 C1 C2 118.9(6) . . ? O1 C1 C6 123.5(6) . . ? C2 C1 C6 117.6(6) . . ? C11 C12 C13 121.9(7) . . ? C11 C12 H12 119.0 . . ? C13 C12 H12 119.0 . . ? C4 C5 C6 121.7(7) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? O3 C51 H51A 109.5 . . ? O3 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? O3 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C19 C18 C17 120.9(6) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C25 C24 C23 116.5(6) . . ? C25 C24 C19 121.9(6) . . ? C23 C24 C19 121.6(6) . . ? N4 C26 C25 124.1(6) . . ? N4 C26 H26 117.9 . . ? C25 C26 H26 117.9 . . ? N1 C16 C15 106.8(5) . . ? N1 C16 H16A 110.4 . . ? C15 C16 H16A 110.4 . . ? N1 C16 H16B 110.4 . . ? C15 C16 H16B 110.4 . . ? H16A C16 H16B 108.6 . . ? C2 C3 C4 121.6(7) . . ? C2 C3 H3 119.2 . . ? C4 C3 H3 119.2 . . ? N3 C17 C18 122.2(6) . . ? N3 C17 H17 118.9 . . ? C18 C17 H17 118.9 . . ? N2 C14 C13 124.8(6) . . ? N2 C14 H14 117.6 . . ? C13 C14 H14 117.6 . . ? C24 C25 C26 119.2(6) . . ? C24 C25 H25 120.4 . . ? C26 C25 H25 120.4 . . ? C12 C11 C10 119.1(7) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? N2 C15 C16 107.7(5) . . ? N2 C15 H15A 110.2 . . ? C16 C15 H15A 110.2 . . ? N2 C15 H15B 110.2 . . ? C16 C15 H15B 110.2 . . ? H15A C15 H15B 108.5 . . ? C5 C4 C3 118.9(6) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? N1 C7 C6 124.5(6) . . ? N1 C7 H7 117.7 . . ? C6 C7 H7 117.7 . . ? C8 C9 C10 121.8(7) . . ? C8 C9 H9 119.1 . . ? C10 C9 H9 119.1 . . ? C44 C39 C40 115.7(6) . . ? C44 C39 B1 120.3(6) . . ? C40 C39 B1 123.6(6) . . ? C42 C41 C40 119.9(7) . . ? C42 C41 H41 120.0 . . ? C40 C41 H41 120.0 . . ? C32 C27 C28 115.9(6) . . ? C32 C27 B1 120.6(6) . . ? C28 C27 B1 123.1(6) . . ? C47 C46 C45 123.7(7) . . ? C47 C46 H46 118.2 . . ? C45 C46 H46 118.2 . . ? C39 C40 C41 122.5(7) . . ? C39 C40 H40 118.7 . . ? C41 C40 H40 118.7 . . ? C36 C35 C34 120.0(7) . . ? C36 C35 H35 120.0 . . ? C34 C35 H35 120.0 . . ? C37 C38 C33 122.4(7) . . ? C37 C38 H38 118.8 . . ? C33 C38 H38 118.8 . . ? C34 C33 C38 114.6(6) . . ? C34 C33 B1 121.4(6) . . ? C38 C33 B1 123.6(6) . . ? C46 C45 C50 114.4(6) . . ? C46 C45 B1 125.0(6) . . ? C50 C45 B1 120.4(6) . . ? C30 C31 C32 120.7(7) . . ? C30 C31 H31 119.6 . . ? C32 C31 H31 119.6 . . ? C48 C49 C50 120.3(7) . . ? C48 C49 H49 119.9 . . ? C50 C49 H49 119.9 . . ? C36 C37 C38 120.8(7) . . ? C36 C37 H37 119.6 . . ? C38 C37 H37 119.6 . . ? C46 C47 C48 119.7(7) . . ? C46 C47 H47 120.1 . . ? C48 C47 H47 120.1 . . ? C49 C50 C45 123.0(7) . . ? C49 C50 H50 118.5 . . ? C45 C50 H50 118.5 . . ? C29 C28 C27 122.1(7) . . ? C29 C28 H28 118.9 . . ? C27 C28 H28 118.9 . . ? C39 C44 C43 122.5(7) . . ? C39 C44 H44 118.7 . . ? C43 C44 H44 118.7 . . ? C35 C34 C33 123.3(7) . . ? C35 C34 H34 118.4 . . ? C33 C34 H34 118.4 . . ? C31 C32 C27 121.9(7) . . ? C31 C32 H32 119.1 . . ? C27 C32 H32 119.1 . . ? C49 C48 C47 118.9(6) . . ? C49 C48 H48 120.5 . . ? C47 C48 H48 120.5 . . ? C41 C42 C43 119.8(7) . . ? C41 C42 H42 120.1 . . ? C43 C42 H42 120.1 . . ? C42 C43 C44 119.5(7) . . ? C42 C43 H43 120.2 . . ? C44 C43 H43 120.2 . . ? C45 B1 C33 105.6(5) . . ? C45 B1 C27 112.4(6) . . ? C33 B1 C27 112.6(6) . . ? C45 B1 C39 111.4(6) . . ? C33 B1 C39 111.8(6) . . ? C27 B1 C39 103.2(5) . . ? C30 C29 C28 119.5(7) . . ? C30 C29 H29 120.2 . . ? C28 C29 H29 120.2 . . ? C31 C30 C29 119.8(7) . . ? C31 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? C37 C36 C35 118.8(7) . . ? C37 C36 H36 120.6 . . ? C35 C36 H36 120.6 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3A N4 1.12 1.59 2.680(7) 162.3 8_565 _diffrn_measured_fraction_theta_max 0.902 _diffrn_reflns_theta_full 20.66 _diffrn_measured_fraction_theta_full 0.902 _refine_diff_density_max 0.380 _refine_diff_density_min -0.921 _refine_diff_density_rms 0.067 # Attachment '3a.cif' #========================================================================== data_3a _database_code_depnum_ccdc_archive 'CCDC 738873' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C30 H28 Fe N6 O2, C16 H14 Cl Fe N2 O2, F6 P, C H4 O ; _chemical_formula_sum 'C47 H46 Cl F6 Fe2 N8 O5 P' _chemical_formula_weight 1095.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.0126(5) _cell_length_b 13.9365(6) _cell_length_c 15.7137(7) _cell_angle_alpha 93.666(2) _cell_angle_beta 107.727(2) _cell_angle_gamma 107.489(2) _cell_volume 2354.70(18) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 385 _cell_measurement_theta_min 2.6385 _cell_measurement_theta_max 30.455 _exptl_crystal_description plate _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1124 _exptl_absorpt_coefficient_mu 0.787 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.791357 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 58290 _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_sigmaI/netI 0.0801 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 30.50 _reflns_number_total 14108 _reflns_number_gt 12786 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+33.1759P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14108 _refine_ls_number_parameters 635 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1771 _refine_ls_R_factor_gt 0.1644 _refine_ls_wR_factor_ref 0.3003 _refine_ls_wR_factor_gt 0.2959 _refine_ls_goodness_of_fit_ref 1.482 _refine_ls_restrained_S_all 1.482 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.17891(9) 0.24920(7) 0.14311(7) 0.0084(2) Uani 1 1 d . . . O4 O 0.2624(5) 0.1528(4) 0.1448(4) 0.0175(11) Uani 1 1 d . . . O5 O 0.0864(5) 0.2464(4) 0.0209(3) 0.0112(9) Uani 1 1 d . . . N7 N 0.1076(6) 0.3600(4) 0.1824(4) 0.0117(11) Uani 1 1 d . . . N8 N 0.2674(6) 0.2846(5) 0.2841(5) 0.0168(13) Uani 1 1 d . . . N10 N 0.0161(6) 0.1261(5) 0.1495(4) 0.0141(12) Uani 1 1 d . . . N13 N -0.6654(6) -0.6343(5) 0.1271(4) 0.0124(11) Uani 1 1 d . . . N18 N -0.3911(7) -0.3006(5) 0.1044(5) 0.0217(15) Uani 1 1 d . . . C21 C -0.0028(7) 0.2829(6) -0.0171(5) 0.0143(14) Uani 1 1 d . . . C22 C -0.0353(7) 0.3529(5) 0.0322(5) 0.0134(13) Uani 1 1 d . . . C24 C -0.0014(7) 0.0316(6) 0.1096(6) 0.0191(16) Uani 1 1 d . . . H24 H 0.0585 0.0223 0.0871 0.023 Uiso 1 1 calc R . . C25 C 0.3073(7) 0.2240(6) 0.3356(6) 0.0183(15) Uani 1 1 d . . . H25 H 0.3292 0.2418 0.3980 0.022 Uiso 1 1 calc R . . N26 N -0.2919(6) -0.2159(5) 0.1064(5) 0.0200(14) Uani 1 1 d . . . C28 C -0.3012(8) -0.1302(6) 0.1318(6) 0.0186(15) Uani 1 1 d . . . C29 C -0.1039(7) -0.0519(6) 0.1004(6) 0.0167(15) Uani 1 1 d . . . H29 H -0.1127 -0.1156 0.0719 0.020 Uiso 1 1 calc R . . C31 C 0.0241(6) 0.3895(5) 0.1288(5) 0.0123(13) Uani 1 1 d . . . H31 H -0.0002 0.4383 0.1543 0.015 Uiso 1 1 calc R . . C32 C 0.3194(7) 0.1303(6) 0.3007(6) 0.0177(15) Uani 1 1 d . . . C37 C -0.5492(7) -0.6361(6) 0.1556(6) 0.0167(15) Uani 1 1 d . . . H37 H -0.5353 -0.6931 0.1782 0.020 Uiso 1 1 calc R . . C38 C -0.0721(7) 0.1379(6) 0.1800(5) 0.0161(14) Uani 1 1 d . . . H38 H -0.0623 0.2027 0.2067 0.019 Uiso 1 1 calc R . . C39 C -0.1586(7) 0.2910(6) -0.1539(5) 0.0181(15) Uani 1 1 d . . . H39 H -0.1997 0.2695 -0.2159 0.022 Uiso 1 1 calc R . . C41 C 0.1488(7) 0.3988(6) 0.2804(5) 0.0173(15) Uani 1 1 d . . . H41A H 0.0877 0.3619 0.3058 0.021 Uiso 1 1 calc R . . H41B H 0.1584 0.4707 0.2904 0.021 Uiso 1 1 calc R . . C42 C -0.1945(7) -0.0397(5) 0.1346(5) 0.0138(13) Uani 1 1 d . . . C43 C -0.1784(7) 0.0573(6) 0.1735(6) 0.0185(15) Uani 1 1 d . . . H43 H -0.2379 0.0689 0.1953 0.022 Uiso 1 1 calc R . . C47 C 0.3610(8) 0.0708(7) 0.3638(7) 0.0265(18) Uani 1 1 d . . . H47 H 0.3719 0.0897 0.4244 0.032 Uiso 1 1 calc R . . C48 C -0.6831(7) -0.5528(5) 0.0926(5) 0.0145(14) Uani 1 1 d . . . H48 H -0.7634 -0.5506 0.0722 0.017 Uiso 1 1 calc R . . C51 C 0.3015(7) 0.1008(5) 0.2075(6) 0.0152(14) Uani 1 1 d . . . C55 C -0.0658(7) 0.2557(6) -0.1099(5) 0.0166(14) Uani 1 1 d . . . H55 H -0.0440 0.2116 -0.1435 0.020 Uiso 1 1 calc R . . C56 C 0.2719(7) 0.3838(6) 0.3257(6) 0.0196(15) Uani 1 1 d . . . H56A H 0.3388 0.4382 0.3179 0.023 Uiso 1 1 calc R . . H56B H 0.2871 0.3856 0.3901 0.023 Uiso 1 1 calc R . . C57 C 0.3706(8) -0.0414(6) 0.2487(7) 0.0272(19) Uani 1 1 d . . . H57 H 0.3885 -0.0984 0.2311 0.033 Uiso 1 1 calc R . . C58 C 0.3294(8) 0.0138(6) 0.1844(7) 0.0218(17) Uani 1 1 d . . . H58 H 0.3197 -0.0067 0.1243 0.026 Uiso 1 1 calc R . . C62 C -0.1919(9) 0.3593(7) -0.1060(6) 0.0259(18) Uani 1 1 d . . . H62 H -0.2546 0.3840 -0.1357 0.031 Uiso 1 1 calc R . . C63 C -0.4048(9) -0.1167(7) 0.1583(8) 0.032(2) Uani 1 1 d . . . H63A H -0.4790 -0.1739 0.1282 0.049 Uiso 1 1 calc R . . H63B H -0.4180 -0.0550 0.1410 0.049 Uiso 1 1 calc R . . H63C H -0.3844 -0.1123 0.2227 0.049 Uiso 1 1 calc R . . C64 C -0.1303(8) 0.3895(6) -0.0140(6) 0.0229(17) Uani 1 1 d . . . H64 H -0.1518 0.4351 0.0182 0.027 Uiso 1 1 calc R . . C66 C 0.3863(8) -0.0146(6) 0.3388(7) 0.029(2) Uani 1 1 d . . . H66 H 0.4132 -0.0533 0.3815 0.035 Uiso 1 1 calc R . . Fe2 Fe 0.89936(10) 0.41912(8) 0.41247(7) 0.0104(2) Uani 1 1 d . . . Cl2 Cl 0.8464(2) 0.41398(19) 0.25878(17) 0.0318(5) Uani 1 1 d . . . O3 O 0.9731(5) 0.3174(4) 0.4108(4) 0.0174(11) Uani 1 1 d . . . O6 O 1.0310(5) 0.5561(4) 0.4425(4) 0.0142(10) Uani 1 1 d . . . N12 N 0.7351(6) 0.3036(5) 0.4024(4) 0.0145(12) Uani 1 1 d . . . N15 N 0.7845(5) 0.5023(5) 0.4280(4) 0.0114(11) Uani 1 1 d . . . C17 C 0.7166(8) 0.2068(5) 0.3969(6) 0.0187(16) Uani 1 1 d . . . H17 H 0.6377 0.1638 0.3913 0.022 Uiso 1 1 calc R . . C20 C 0.7961(7) 0.5923(5) 0.4103(6) 0.0154(14) Uani 1 1 d . . . H20 H 0.7343 0.6188 0.4122 0.018 Uiso 1 1 calc R . . C30 C 0.8987(8) 0.6555(6) 0.3873(5) 0.0167(15) Uani 1 1 d . . . C33 C 0.6775(7) 0.4440(6) 0.4514(5) 0.0158(14) Uani 1 1 d . . . H33A H 0.6139 0.4757 0.4367 0.019 Uiso 1 1 calc R . . H33B H 0.7023 0.4412 0.5158 0.019 Uiso 1 1 calc R . . C35 C 0.6293(7) 0.3384(6) 0.3968(6) 0.0190(15) Uani 1 1 d . . . H35A H 0.5725 0.2922 0.4205 0.023 Uiso 1 1 calc R . . H35B H 0.5849 0.3393 0.3341 0.023 Uiso 1 1 calc R . . C36 C 0.9351(8) 0.2176(6) 0.4079(5) 0.0187(16) Uani 1 1 d . . . C40 C 1.0118(7) 0.6363(5) 0.4021(5) 0.0124(13) Uani 1 1 d . . . C44 C 0.8864(8) 0.7429(6) 0.3510(6) 0.0192(16) Uani 1 1 d . . . H44 H 0.8132 0.7570 0.3419 0.023 Uiso 1 1 calc R . . C46 C 1.1053(8) 0.7024(6) 0.3794(5) 0.0171(15) Uani 1 1 d . . . H46 H 1.1795 0.6898 0.3886 0.021 Uiso 1 1 calc R . . C49 C 1.0168(9) 0.1651(6) 0.4109(6) 0.0216(16) Uani 1 1 d . . . H49 H 1.0978 0.2012 0.4155 0.026 Uiso 1 1 calc R . . C52 C 1.0898(8) 0.7870(6) 0.3431(6) 0.0209(16) Uani 1 1 d . . . H52 H 1.1540 0.8307 0.3282 0.025 Uiso 1 1 calc R . . C54 C 0.9808(9) 0.8083(6) 0.3284(6) 0.0243(18) Uani 1 1 d . . . H54 H 0.9713 0.8654 0.3038 0.029 Uiso 1 1 calc R . . C59 C 0.8101(8) 0.1609(6) 0.3990(5) 0.0169(15) Uani 1 1 d . . . C60 C 0.9813(10) 0.0595(7) 0.4074(7) 0.033(2) Uani 1 1 d . . . H60 H 1.0382 0.0258 0.4110 0.040 Uiso 1 1 calc R . . C61 C 0.7767(9) 0.0549(6) 0.3956(6) 0.0246(18) Uani 1 1 d . . . H61 H 0.6962 0.0174 0.3912 0.030 Uiso 1 1 calc R . . C65 C 0.8597(11) 0.0058(7) 0.3986(8) 0.037(2) Uani 1 1 d . . . H65 H 0.8345 -0.0648 0.3947 0.044 Uiso 1 1 calc R . . P1 P 0.4929(2) 0.70119(16) 0.37355(15) 0.0174(4) Uani 1 1 d . . . F9 F 0.5181(6) 0.6334(5) 0.4513(4) 0.0347(14) Uani 1 1 d . . . F11 F 0.4576(6) 0.7715(5) 0.4376(5) 0.0413(15) Uani 1 1 d . . . F14 F 0.5271(6) 0.6286(6) 0.3107(4) 0.0432(17) Uani 1 1 d . . . F16 F 0.3513(5) 0.6293(5) 0.3345(5) 0.0428(16) Uani 1 1 d . . . F19 F 0.4669(7) 0.7670(6) 0.2963(5) 0.0518(19) Uani 1 1 d . . . F27 F 0.6347(6) 0.7709(5) 0.4158(5) 0.0496(18) Uani 1 1 d . . . C1 C -0.4658(7) -0.4712(5) 0.1188(5) 0.0116(13) Uani 1 1 d . . . C2 C -0.5879(7) -0.4713(5) 0.0857(5) 0.0138(14) Uani 1 1 d . . . H2 H -0.6051 -0.4172 0.0592 0.017 Uiso 1 1 calc R . . C3 C -0.3614(7) -0.3822(6) 0.1177(5) 0.0156(14) Uani 1 1 d . . . C4 C -0.2366(7) -0.3914(6) 0.1352(6) 0.0201(16) Uani 1 1 d . . . H4A H -0.1867 -0.3370 0.1142 0.030 Uiso 1 1 calc R . . H4B H -0.2450 -0.4558 0.1035 0.030 Uiso 1 1 calc R . . H4C H -0.1975 -0.3874 0.1990 0.030 Uiso 1 1 calc R . . C5 C -0.4487(7) -0.5567(6) 0.1528(5) 0.0160(14) Uani 1 1 d . . . H5 H -0.3694 -0.5610 0.1739 0.019 Uiso 1 1 calc R . . O1 O 0.6269(11) 0.2038(8) 0.1834(7) 0.070(3) Uani 1 1 d . . . H1 H 0.6976 0.2449 0.2060 0.00(2) Uiso 1 1 calc R . . C6 C 0.592(2) 0.1895(14) 0.0874(9) 0.089(7) Uani 1 1 d . . . H6A H 0.5900 0.2527 0.0671 0.133 Uiso 1 1 calc R . . H6B H 0.5114 0.1384 0.0610 0.133 Uiso 1 1 calc R . . H6C H 0.6514 0.1678 0.0693 0.133 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0084(4) 0.0049(4) 0.0122(5) 0.0037(4) 0.0042(4) 0.0017(4) O4 0.020(3) 0.008(2) 0.028(3) 0.007(2) 0.013(2) 0.004(2) O5 0.014(2) 0.012(2) 0.011(2) 0.0001(19) 0.007(2) 0.008(2) N7 0.012(3) 0.004(2) 0.011(3) -0.004(2) 0.003(2) -0.005(2) N8 0.018(3) 0.009(3) 0.024(4) 0.004(2) 0.012(3) -0.001(2) N10 0.021(3) 0.008(3) 0.014(3) 0.006(2) 0.010(3) 0.002(2) N13 0.011(3) 0.010(3) 0.013(3) 0.001(2) 0.004(2) 0.000(2) N18 0.021(3) 0.008(3) 0.039(4) 0.005(3) 0.019(3) 0.001(3) C21 0.010(3) 0.014(3) 0.017(4) 0.002(3) 0.005(3) 0.002(3) C22 0.015(3) 0.008(3) 0.016(3) 0.003(3) 0.006(3) 0.003(3) C24 0.018(4) 0.019(4) 0.025(4) 0.002(3) 0.014(3) 0.007(3) C25 0.008(3) 0.016(4) 0.021(4) 0.004(3) -0.001(3) -0.005(3) N26 0.018(3) 0.008(3) 0.032(4) 0.001(3) 0.017(3) -0.007(2) C28 0.024(4) 0.012(3) 0.023(4) 0.005(3) 0.012(3) 0.005(3) C29 0.011(3) 0.007(3) 0.028(4) -0.003(3) 0.008(3) -0.003(3) C31 0.010(3) 0.007(3) 0.017(3) 0.000(3) 0.004(3) 0.000(2) C32 0.009(3) 0.012(3) 0.030(4) 0.009(3) 0.001(3) 0.004(3) C37 0.008(3) 0.009(3) 0.030(4) 0.010(3) 0.002(3) 0.001(3) C38 0.018(4) 0.009(3) 0.021(4) -0.003(3) 0.011(3) 0.000(3) C39 0.019(4) 0.021(4) 0.012(3) 0.003(3) 0.000(3) 0.009(3) C41 0.019(4) 0.015(3) 0.017(4) -0.003(3) 0.008(3) 0.005(3) C42 0.016(3) 0.006(3) 0.011(3) -0.001(2) 0.003(3) -0.007(3) C43 0.018(4) 0.020(4) 0.021(4) 0.007(3) 0.013(3) 0.005(3) C47 0.023(4) 0.023(4) 0.027(5) 0.005(4) 0.006(4) 0.001(4) C48 0.013(3) 0.009(3) 0.025(4) 0.010(3) 0.011(3) 0.002(3) C51 0.008(3) 0.006(3) 0.031(4) 0.006(3) 0.007(3) 0.000(2) C55 0.020(4) 0.014(3) 0.020(4) 0.005(3) 0.010(3) 0.006(3) C56 0.015(4) 0.017(4) 0.025(4) 0.003(3) 0.006(3) 0.003(3) C57 0.025(4) 0.010(4) 0.046(6) 0.008(4) 0.010(4) 0.006(3) C58 0.023(4) 0.012(3) 0.035(5) 0.010(3) 0.011(4) 0.010(3) C62 0.030(5) 0.029(5) 0.024(4) 0.007(4) 0.006(4) 0.021(4) C63 0.030(5) 0.016(4) 0.052(6) -0.002(4) 0.029(5) -0.005(4) C64 0.029(4) 0.021(4) 0.025(4) 0.003(3) 0.008(4) 0.019(4) C66 0.022(4) 0.015(4) 0.050(6) 0.018(4) 0.006(4) 0.008(3) Fe2 0.0099(5) 0.0081(5) 0.0145(5) 0.0036(4) 0.0061(4) 0.0025(4) Cl2 0.0295(11) 0.0331(12) 0.0347(13) 0.0133(10) 0.0108(10) 0.0121(10) O3 0.019(3) 0.017(3) 0.023(3) 0.006(2) 0.011(2) 0.011(2) O6 0.011(2) 0.010(2) 0.022(3) 0.003(2) 0.008(2) 0.003(2) N12 0.014(3) 0.022(3) 0.008(3) 0.003(2) 0.004(2) 0.007(3) N15 0.008(3) 0.011(3) 0.011(3) 0.000(2) 0.003(2) -0.001(2) C17 0.021(4) 0.005(3) 0.021(4) 0.002(3) 0.005(3) -0.007(3) C20 0.013(3) 0.009(3) 0.028(4) 0.003(3) 0.009(3) 0.006(3) C30 0.025(4) 0.011(3) 0.017(4) 0.004(3) 0.008(3) 0.008(3) C33 0.011(3) 0.019(4) 0.019(4) 0.006(3) 0.007(3) 0.004(3) C35 0.013(3) 0.016(4) 0.029(4) 0.006(3) 0.007(3) 0.005(3) C36 0.034(5) 0.008(3) 0.013(4) 0.000(3) 0.009(3) 0.007(3) C40 0.021(4) 0.001(3) 0.014(3) 0.000(2) 0.009(3) 0.000(3) C44 0.026(4) 0.012(3) 0.022(4) 0.006(3) 0.005(3) 0.012(3) C46 0.020(4) 0.015(3) 0.016(4) 0.003(3) 0.010(3) 0.002(3) C49 0.030(4) 0.018(4) 0.020(4) 0.004(3) 0.008(3) 0.013(3) C52 0.033(5) 0.012(3) 0.020(4) 0.009(3) 0.016(4) 0.002(3) C54 0.044(5) 0.007(3) 0.023(4) 0.007(3) 0.008(4) 0.013(4) C59 0.024(4) 0.009(3) 0.012(3) -0.003(3) 0.005(3) 0.000(3) C60 0.043(6) 0.019(4) 0.037(5) 0.008(4) 0.005(5) 0.018(4) C61 0.036(5) 0.014(4) 0.018(4) 0.008(3) 0.002(4) 0.006(4) C65 0.054(7) 0.009(4) 0.046(6) 0.006(4) 0.015(5) 0.012(4) P1 0.0178(9) 0.0175(9) 0.0196(10) 0.0075(8) 0.0062(8) 0.0089(8) F9 0.047(4) 0.040(3) 0.030(3) 0.023(3) 0.017(3) 0.026(3) F11 0.052(4) 0.035(3) 0.047(4) -0.001(3) 0.024(3) 0.024(3) F14 0.051(4) 0.073(5) 0.019(3) 0.002(3) 0.008(3) 0.044(4) F16 0.020(3) 0.035(3) 0.063(4) 0.002(3) 0.005(3) 0.005(3) F19 0.070(5) 0.064(5) 0.049(4) 0.051(4) 0.030(4) 0.043(4) F27 0.022(3) 0.038(4) 0.078(5) 0.005(3) 0.016(3) -0.005(3) C1 0.015(3) 0.005(3) 0.012(3) 0.000(2) 0.006(3) -0.002(2) C2 0.018(3) 0.006(3) 0.023(4) 0.009(3) 0.012(3) 0.007(3) C3 0.014(3) 0.009(3) 0.019(4) -0.002(3) 0.006(3) -0.002(3) C4 0.017(4) 0.018(4) 0.029(4) 0.005(3) 0.014(3) 0.003(3) C5 0.014(3) 0.011(3) 0.020(4) 0.006(3) 0.005(3) 0.002(3) O1 0.083(8) 0.071(7) 0.048(6) 0.009(5) -0.001(6) 0.038(7) C6 0.156(19) 0.095(13) 0.034(7) 0.010(8) 0.011(9) 0.090(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O5 1.894(5) . ? Fe1 O4 1.901(5) . ? Fe1 N8 2.096(7) . ? Fe1 N7 2.120(6) . ? Fe1 N13 2.171(6) 1_665 ? Fe1 N10 2.214(6) . ? O4 C51 1.316(9) . ? O5 C21 1.321(8) . ? N7 C31 1.290(9) . ? N7 C41 1.475(10) . ? N8 C25 1.300(10) . ? N8 C56 1.470(10) . ? N10 C38 1.336(9) . ? N10 C24 1.349(10) . ? N13 C48 1.336(9) . ? N13 C37 1.338(9) . ? N13 Fe1 2.171(6) 1_445 ? N18 C3 1.301(10) . ? N18 N26 1.393(8) . ? C21 C55 1.387(11) . ? C21 C22 1.421(10) . ? C22 C64 1.408(10) . ? C22 C31 1.447(11) . ? C24 C29 1.379(10) . ? C24 H24 0.9300 . ? C25 C32 1.448(11) . ? C25 H25 0.9300 . ? N26 C28 1.281(10) . ? C28 C63 1.485(12) . ? C28 C42 1.491(10) . ? C29 C42 1.398(10) . ? C29 H29 0.9300 . ? C31 H31 0.9300 . ? C32 C47 1.405(11) . ? C32 C51 1.427(12) . ? C37 C5 1.385(10) . ? C37 H37 0.9300 . ? C38 C43 1.395(10) . ? C38 H38 0.9300 . ? C39 C55 1.366(10) . ? C39 C62 1.398(11) . ? C39 H39 0.9300 . ? C41 C56 1.516(11) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C43 1.380(11) . ? C43 H43 0.9300 . ? C47 C66 1.376(13) . ? C47 H47 0.9300 . ? C48 C2 1.386(9) . ? C48 H48 0.9300 . ? C51 C58 1.406(10) . ? C55 H55 0.9300 . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? C57 C58 1.371(11) . ? C57 C66 1.381(15) . ? C57 H57 0.9300 . ? C58 H58 0.9300 . ? C62 C64 1.378(12) . ? C62 H62 0.9300 . ? C63 H63A 0.9600 . ? C63 H63B 0.9600 . ? C63 H63C 0.9600 . ? C64 H64 0.9300 . ? C66 H66 0.9300 . ? Fe2 O3 1.887(5) . ? Fe2 O6 1.996(5) . ? Fe2 N12 2.093(7) . ? Fe2 N15 2.107(6) . ? Fe2 O6 2.140(6) 2_766 ? Fe2 Cl2 2.293(3) . ? O3 C36 1.320(9) . ? O6 C40 1.364(8) . ? O6 Fe2 2.140(6) 2_766 ? N12 C17 1.292(10) . ? N12 C35 1.471(9) . ? N15 C20 1.277(9) . ? N15 C33 1.465(9) . ? C17 C59 1.444(12) . ? C17 H17 0.9300 . ? C20 C30 1.443(10) . ? C20 H20 0.9300 . ? C30 C44 1.406(10) . ? C30 C40 1.416(11) . ? C33 C35 1.504(11) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C49 1.382(11) . ? C36 C59 1.430(12) . ? C40 C46 1.379(10) . ? C44 C54 1.381(12) . ? C44 H44 0.9300 . ? C46 C52 1.380(10) . ? C46 H46 0.9300 . ? C49 C60 1.396(12) . ? C49 H49 0.9300 . ? C52 C54 1.383(12) . ? C52 H52 0.9300 . ? C54 H54 0.9300 . ? C59 C61 1.402(11) . ? C60 C65 1.385(15) . ? C60 H60 0.9300 . ? C61 C65 1.360(13) . ? C61 H61 0.9300 . ? C65 H65 0.9300 . ? P1 F19 1.580(6) . ? P1 F27 1.588(6) . ? P1 F16 1.592(6) . ? P1 F14 1.593(6) . ? P1 F11 1.592(6) . ? P1 F9 1.604(5) . ? C1 C5 1.381(9) . ? C1 C2 1.398(10) . ? C1 C3 1.482(10) . ? C2 H2 0.9300 . ? C3 C4 1.486(11) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5 0.9300 . ? O1 C6 1.419(16) . ? O1 H1 0.8200 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Fe1 O4 108.1(2) . . ? O5 Fe1 N8 165.3(2) . . ? O4 Fe1 N8 86.5(3) . . ? O5 Fe1 N7 88.4(2) . . ? O4 Fe1 N7 163.4(3) . . ? N8 Fe1 N7 77.1(2) . . ? O5 Fe1 N13 88.4(2) . 1_665 ? O4 Fe1 N13 90.1(2) . 1_665 ? N8 Fe1 N13 89.6(2) . 1_665 ? N7 Fe1 N13 91.9(2) . 1_665 ? O5 Fe1 N10 88.2(2) . . ? O4 Fe1 N10 89.1(2) . . ? N8 Fe1 N10 94.2(2) . . ? N7 Fe1 N10 89.9(2) . . ? N13 Fe1 N10 176.1(2) 1_665 . ? C51 O4 Fe1 131.5(5) . . ? C21 O5 Fe1 133.1(5) . . ? C31 N7 C41 117.7(6) . . ? C31 N7 Fe1 125.3(5) . . ? C41 N7 Fe1 116.7(5) . . ? C25 N8 C56 119.6(7) . . ? C25 N8 Fe1 125.8(6) . . ? C56 N8 Fe1 114.4(5) . . ? C38 N10 C24 117.3(6) . . ? C38 N10 Fe1 126.5(5) . . ? C24 N10 Fe1 115.8(5) . . ? C48 N13 C37 117.3(6) . . ? C48 N13 Fe1 119.2(5) . 1_445 ? C37 N13 Fe1 123.3(5) . 1_445 ? C3 N18 N26 113.5(7) . . ? O5 C21 C55 119.5(7) . . ? O5 C21 C22 122.9(7) . . ? C55 C21 C22 117.5(7) . . ? C64 C22 C21 119.2(7) . . ? C64 C22 C31 117.2(7) . . ? C21 C22 C31 123.6(7) . . ? N10 C24 C29 123.2(7) . . ? N10 C24 H24 118.4 . . ? C29 C24 H24 118.4 . . ? N8 C25 C32 123.3(8) . . ? N8 C25 H25 118.3 . . ? C32 C25 H25 118.3 . . ? C28 N26 N18 114.0(7) . . ? N26 C28 C63 125.7(7) . . ? N26 C28 C42 113.9(7) . . ? C63 C28 C42 120.4(7) . . ? C24 C29 C42 119.3(7) . . ? C24 C29 H29 120.4 . . ? C42 C29 H29 120.4 . . ? N7 C31 C22 125.5(7) . . ? N7 C31 H31 117.2 . . ? C22 C31 H31 117.2 . . ? C47 C32 C51 119.0(7) . . ? C47 C32 C25 117.4(8) . . ? C51 C32 C25 123.3(7) . . ? N13 C37 C5 122.8(7) . . ? N13 C37 H37 118.6 . . ? C5 C37 H37 118.6 . . ? N10 C38 C43 123.0(7) . . ? N10 C38 H38 118.5 . . ? C43 C38 H38 118.5 . . ? C55 C39 C62 120.3(8) . . ? C55 C39 H39 119.9 . . ? C62 C39 H39 119.9 . . ? N7 C41 C56 108.3(6) . . ? N7 C41 H41A 110.0 . . ? C56 C41 H41A 110.0 . . ? N7 C41 H41B 110.0 . . ? C56 C41 H41B 110.0 . . ? H41A C41 H41B 108.4 . . ? C43 C42 C29 117.7(7) . . ? C43 C42 C28 122.1(7) . . ? C29 C42 C28 120.2(7) . . ? C42 C43 C38 119.5(7) . . ? C42 C43 H43 120.3 . . ? C38 C43 H43 120.3 . . ? C66 C47 C32 122.1(9) . . ? C66 C47 H47 119.0 . . ? C32 C47 H47 119.0 . . ? N13 C48 C2 123.3(7) . . ? N13 C48 H48 118.3 . . ? C2 C48 H48 118.3 . . ? O4 C51 C58 120.3(8) . . ? O4 C51 C32 122.3(7) . . ? C58 C51 C32 117.4(7) . . ? C39 C55 C21 122.7(7) . . ? C39 C55 H55 118.6 . . ? C21 C55 H55 118.6 . . ? N8 C56 C41 108.7(7) . . ? N8 C56 H56A 109.9 . . ? C41 C56 H56A 109.9 . . ? N8 C56 H56B 109.9 . . ? C41 C56 H56B 109.9 . . ? H56A C56 H56B 108.3 . . ? C58 C57 C66 121.8(8) . . ? C58 C57 H57 119.1 . . ? C66 C57 H57 119.1 . . ? C57 C58 C51 121.3(9) . . ? C57 C58 H58 119.3 . . ? C51 C58 H58 119.3 . . ? C64 C62 C39 118.8(7) . . ? C64 C62 H62 120.6 . . ? C39 C62 H62 120.6 . . ? C28 C63 H63A 109.5 . . ? C28 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C28 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C62 C64 C22 121.4(7) . . ? C62 C64 H64 119.3 . . ? C22 C64 H64 119.3 . . ? C47 C66 C57 118.3(8) . . ? C47 C66 H66 120.8 . . ? C57 C66 H66 120.8 . . ? O3 Fe2 O6 108.9(2) . . ? O3 Fe2 N12 88.1(2) . . ? O6 Fe2 N12 160.8(2) . . ? O3 Fe2 N15 164.1(2) . . ? O6 Fe2 N15 84.5(2) . . ? N12 Fe2 N15 77.5(2) . . ? O3 Fe2 O6 89.2(2) . 2_766 ? O6 Fe2 O6 77.7(2) . 2_766 ? N12 Fe2 O6 94.0(2) . 2_766 ? N15 Fe2 O6 85.2(2) . 2_766 ? O3 Fe2 Cl2 92.94(19) . . ? O6 Fe2 Cl2 94.16(18) . . ? N12 Fe2 Cl2 93.91(18) . . ? N15 Fe2 Cl2 94.64(18) . . ? O6 Fe2 Cl2 171.88(16) 2_766 . ? C36 O3 Fe2 134.5(5) . . ? C40 O6 Fe2 122.3(5) . . ? C40 O6 Fe2 117.3(4) . 2_766 ? Fe2 O6 Fe2 102.3(2) . 2_766 ? C17 N12 C35 117.9(7) . . ? C17 N12 Fe2 127.1(5) . . ? C35 N12 Fe2 114.9(5) . . ? C20 N15 C33 120.6(6) . . ? C20 N15 Fe2 124.8(5) . . ? C33 N15 Fe2 114.2(5) . . ? N12 C17 C59 124.4(7) . . ? N12 C17 H17 117.8 . . ? C59 C17 H17 117.8 . . ? N15 C20 C30 124.4(6) . . ? N15 C20 H20 117.8 . . ? C30 C20 H20 117.8 . . ? C44 C30 C40 118.4(7) . . ? C44 C30 C20 117.7(7) . . ? C40 C30 C20 123.8(6) . . ? N15 C33 C35 106.7(6) . . ? N15 C33 H33A 110.4 . . ? C35 C33 H33A 110.4 . . ? N15 C33 H33B 110.4 . . ? C35 C33 H33B 110.4 . . ? H33A C33 H33B 108.6 . . ? N12 C35 C33 108.7(6) . . ? N12 C35 H35A 109.9 . . ? C33 C35 H35A 109.9 . . ? N12 C35 H35B 109.9 . . ? C33 C35 H35B 109.9 . . ? H35A C35 H35B 108.3 . . ? O3 C36 C49 119.5(8) . . ? O3 C36 C59 122.1(7) . . ? C49 C36 C59 118.4(7) . . ? O6 C40 C46 119.9(7) . . ? O6 C40 C30 120.6(6) . . ? C46 C40 C30 119.4(7) . . ? C54 C44 C30 121.4(7) . . ? C54 C44 H44 119.3 . . ? C30 C44 H44 119.3 . . ? C40 C46 C52 120.6(8) . . ? C40 C46 H46 119.7 . . ? C52 C46 H46 119.7 . . ? C36 C49 C60 122.0(9) . . ? C36 C49 H49 119.0 . . ? C60 C49 H49 119.0 . . ? C46 C52 C54 121.3(7) . . ? C46 C52 H52 119.3 . . ? C54 C52 H52 119.3 . . ? C44 C54 C52 118.7(7) . . ? C44 C54 H54 120.6 . . ? C52 C54 H54 120.6 . . ? C61 C59 C36 118.6(8) . . ? C61 C59 C17 117.6(8) . . ? C36 C59 C17 123.8(7) . . ? C65 C60 C49 118.8(9) . . ? C65 C60 H60 120.6 . . ? C49 C60 H60 120.6 . . ? C65 C61 C59 121.4(9) . . ? C65 C61 H61 119.3 . . ? C59 C61 H61 119.3 . . ? C61 C65 C60 120.9(8) . . ? C61 C65 H65 119.5 . . ? C60 C65 H65 119.5 . . ? F19 P1 F27 92.2(4) . . ? F19 P1 F16 90.0(4) . . ? F27 P1 F16 177.8(4) . . ? F19 P1 F14 90.7(4) . . ? F27 P1 F14 90.2(4) . . ? F16 P1 F14 90.3(4) . . ? F19 P1 F11 90.6(4) . . ? F27 P1 F11 90.4(4) . . ? F16 P1 F11 89.1(4) . . ? F14 P1 F11 178.6(4) . . ? F19 P1 F9 179.4(5) . . ? F27 P1 F9 88.4(4) . . ? F16 P1 F9 89.5(4) . . ? F14 P1 F9 89.1(3) . . ? F11 P1 F9 89.6(3) . . ? C5 C1 C2 116.9(6) . . ? C5 C1 C3 122.6(7) . . ? C2 C1 C3 120.5(6) . . ? C48 C2 C1 119.4(6) . . ? C48 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? N18 C3 C1 113.4(7) . . ? N18 C3 C4 126.9(7) . . ? C1 C3 C4 119.6(7) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C1 C5 C37 120.2(7) . . ? C1 C5 H5 119.9 . . ? C37 C5 H5 119.9 . . ? C6 O1 H1 109.5 . . ? O1 C6 H6A 109.5 . . ? O1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? O1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 Cl2 0.82 2.40 3.154(13) 153.5 . _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 30.50 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.223 _refine_diff_density_min -1.854 _refine_diff_density_rms 0.161 # Attachment '4a.cif' #========================================================================== data_4a _database_code_depnum_ccdc_archive 'CCDC 738874' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C34 H28 Fe N6 O2, C24 H20 B, C2 H6 O, C2 H O ; _chemical_formula_sum 'C62 H55 B Fe N6 O4' _chemical_formula_weight 1014.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M cc _symmetry_Int_Tables_number 9 _symmetry_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' _cell_length_a 24.2992(12) _cell_length_b 11.8936(6) _cell_length_c 18.1891(6) _cell_angle_alpha 90.00 _cell_angle_beta 93.565(2) _cell_angle_gamma 90.00 _cell_volume 5246.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 193 _cell_measurement_theta_min 2.186 _cell_measurement_theta_max 24.652 _exptl_crystal_description plate _exptl_crystal_colour red-orange _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.285 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2128 _exptl_absorpt_coefficient_mu 0.342 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.650406 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 68680 _diffrn_reflns_av_R_equivalents 0.0366 _diffrn_reflns_av_sigmaI/netI 0.0724 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 24.73 _reflns_number_total 6166 _reflns_number_gt 5919 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0390P)^2^+16.2113P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 6943 _refine_ls_number_parameters 640 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0944 _refine_ls_R_factor_gt 0.0814 _refine_ls_wR_factor_ref 0.1753 _refine_ls_wR_factor_gt 0.1628 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.00882(5) 0.29309(9) 0.31806(6) 0.0496(3) Uani 1 1 d . . . C29 C -0.2636(3) 0.1927(5) 0.6523(4) 0.0351(17) Uani 1 1 d . . . N6 N -0.4146(3) 0.2035(5) 0.7622(4) 0.0448(18) Uani 1 1 d . . . N3 N -0.0671(3) 0.2808(6) 0.3791(4) 0.0471(18) Uani 1 1 d . . . N1 N 0.0046(3) 0.1170(5) 0.3082(4) 0.0502(16) Uani 1 1 d . . . C30 C -0.3175(3) 0.1943(5) 0.6907(4) 0.0353(17) Uani 1 1 d . . . C23 C -0.1633(4) 0.2905(6) 0.4578(4) 0.045(2) Uani 1 1 d . . . C24 C -0.1198(3) 0.2176(7) 0.4777(5) 0.053(2) Uani 1 1 d . . . H24 H -0.1220 0.1695 0.5191 0.064 Uiso 1 1 calc R . . C33 C -0.4032(4) 0.2773(7) 0.7087(5) 0.052(2) Uani 1 1 d . . . H33 H -0.4296 0.3341 0.6961 0.063 Uiso 1 1 calc R . . N5 N -0.2642(3) 0.2446(8) 0.5906(4) 0.064(2) Uani 1 1 d . . . N2 N 0.0529(2) 0.2378(6) 0.4146(3) 0.0494(17) Uani 1 1 d . . . C25 C -0.0733(3) 0.2156(7) 0.4371(4) 0.047(2) Uani 1 1 d . . . H25 H -0.0445 0.1647 0.4515 0.057 Uiso 1 1 calc R . . C26 C -0.2133(4) 0.2991(7) 0.4991(5) 0.050(2) Uani 1 1 d . . . C34 C -0.3562(3) 0.2753(6) 0.6718(4) 0.0388(18) Uani 1 1 d . . . H34 H -0.3503 0.3283 0.6340 0.047 Uiso 1 1 calc R . . O1 O -0.0347(3) 0.3043(5) 0.2270(3) 0.0610(17) Uani 1 1 d . . . C32 C -0.3751(4) 0.1316(7) 0.7805(5) 0.061(2) Uani 1 1 d . . . H32 H -0.3812 0.0812 0.8198 0.074 Uiso 1 1 calc R . . C1 C -0.0661(4) 0.2245(11) 0.1922(5) 0.073(3) Uani 1 1 d . . . B1 B -0.3096(5) 0.3000(9) 0.2104(5) 0.068(3) Uani 1 1 d . . . C22 C -0.1553(3) 0.3606(7) 0.3980(4) 0.048(2) Uani 1 1 d . . . H22 H -0.1832 0.4131 0.3827 0.057 Uiso 1 1 calc R . . C21 C -0.1075(3) 0.3550(8) 0.3605(4) 0.055(2) Uani 1 1 d . . . H21 H -0.1030 0.4048 0.3204 0.066 Uiso 1 1 calc R . . C31 C -0.3254(4) 0.1227(7) 0.7476(5) 0.053(2) Uani 1 1 d . . . H31 H -0.2982 0.0693 0.7638 0.064 Uiso 1 1 calc R . . C13 C 0.0641(3) 0.1204(8) 0.4174(5) 0.053(2) Uani 1 1 d . . . C27 C -0.2581(5) 0.3722(12) 0.4709(8) 0.148(7) Uani 1 1 d . . . H27A H -0.2935 0.3346 0.4761 0.222 Uiso 1 1 calc R . . H27B H -0.2537 0.3885 0.4188 0.222 Uiso 1 1 calc R . . H27C H -0.2572 0.4427 0.4989 0.222 Uiso 1 1 calc R . . C56 C -0.2430(6) 0.6141(9) 0.3070(5) 0.080(3) Uani 1 1 d . . . H56 H -0.2288 0.6800 0.3308 0.096 Uiso 1 1 calc R . . C8 C 0.0383(3) 0.0552(7) 0.3618(5) 0.052(2) Uani 1 1 d . . . C6 C -0.0650(3) 0.1128(9) 0.2096(5) 0.060(2) Uani 1 1 d . . . C20 C 0.0282(5) 0.4856(8) 0.4154(6) 0.087(3) Uani 1 1 d . . . C46 C -0.3739(5) 0.2993(9) 0.1989(6) 0.078(3) Uiso 1 1 d . . . C51 C -0.2671(5) 0.3090(10) 0.0029(5) 0.097(4) Uani 1 1 d . . . H51 H -0.2584 0.3653 -0.0315 0.116 Uiso 1 1 calc R . . C42 C -0.4648(10) 0.2018(17) 0.2001(10) 0.157(7) Uani 1 1 d . . . H42 H -0.4862 0.1405 0.2158 0.188 Uiso 1 1 calc R . . C47 C -0.2907(4) 0.2644(7) 0.1264(4) 0.068(3) Uani 1 1 d . . . C52 C -0.2761(5) 0.3396(8) 0.0750(4) 0.085(4) Uani 1 1 d . . . H52 H -0.2719 0.4163 0.0888 0.102 Uiso 1 1 calc R . . C3 C -0.1385(5) 0.1873(13) 0.0968(6) 0.095(4) Uani 1 1 d . . . H3 H -0.1653 0.2145 0.0609 0.114 Uiso 1 1 calc R . . C43 C -0.4869(7) 0.2964(18) 0.1606(10) 0.127(6) Uani 1 1 d . . . H43 H -0.5246 0.2927 0.1432 0.152 Uiso 1 1 calc R . . C28 C -0.2163(4) 0.1334(8) 0.6879(6) 0.076(3) Uani 1 1 d . . . H28A H -0.2198 0.0526 0.6780 0.113 Uiso 1 1 calc R . . H28B H -0.2153 0.1463 0.7412 0.113 Uiso 1 1 calc R . . H28C H -0.1822 0.1615 0.6684 0.113 Uiso 1 1 calc R . . C4 C -0.1357(5) 0.0731(15) 0.1104(7) 0.121(5) Uani 1 1 d . . . H4 H -0.1575 0.0211 0.0818 0.146 Uiso 1 1 calc R . . C40 C -0.2335(4) 0.1590(6) 0.2680(5) 0.063(2) Uani 1 1 d . . . H40 H -0.2129 0.1778 0.2271 0.075 Uiso 1 1 calc R . . C5 C -0.1009(4) 0.0391(10) 0.1658(6) 0.082(3) Uani 1 1 d . . . H5 H -0.0997 -0.0389 0.1771 0.098 Uiso 1 1 calc R . . C38 C -0.2385(5) 0.0643(7) 0.3831(5) 0.078(3) Uani 1 1 d . . . H38 H -0.2227 0.0172 0.4209 0.093 Uiso 1 1 calc R . . C44 C -0.4602(6) 0.3875(16) 0.1464(6) 0.115(5) Uani 1 1 d . . . H44 H -0.4786 0.4508 0.1245 0.137 Uiso 1 1 calc R . . C53 C -0.2863(4) 0.4184(7) 0.2390(4) 0.062(2) Uani 1 1 d . . . C36 C -0.3123(5) 0.1775(8) 0.3346(5) 0.099(4) Uani 1 1 d . . . H36 H -0.3478 0.2086 0.3406 0.119 Uiso 1 1 calc R . . C15 C 0.0536(5) 0.4193(10) 0.4758(5) 0.084(3) Uani 1 1 d . . . C12 C 0.0980(4) 0.0658(10) 0.4706(5) 0.075(3) Uani 1 1 d . . . H12 H 0.1172 0.1078 0.5086 0.090 Uiso 1 1 calc R . . C39 C -0.2092(4) 0.0881(7) 0.3213(5) 0.069(3) Uani 1 1 d . . . H39 H -0.1737 0.0568 0.3160 0.082 Uiso 1 1 calc R . . C7 C -0.0298(3) 0.0648(10) 0.2652(5) 0.063(3) Uani 1 1 d . . . H7 H -0.0318 -0.0144 0.2711 0.075 Uiso 1 1 calc R . . C58 C -0.3168(4) 0.4876(7) 0.2865(4) 0.060(2) Uani 1 1 d . . . H58 H -0.3534 0.4665 0.2960 0.072 Uiso 1 1 calc R . . C41 C -0.4067(6) 0.2102(12) 0.2131(7) 0.112(5) Uani 1 1 d . . . H41 H -0.3887 0.1460 0.2342 0.135 Uiso 1 1 calc R . . C37 C -0.2892(6) 0.1080(9) 0.3892(6) 0.108(5) Uani 1 1 d . . . H37 H -0.3092 0.0911 0.4311 0.130 Uiso 1 1 calc R . . C35 C -0.2856(5) 0.2038(7) 0.2708(4) 0.071(3) Uani 1 1 d . . . C50 C -0.2705(4) 0.1987(11) -0.0192(5) 0.087(4) Uani 1 1 d . . . H50 H -0.2629 0.1772 -0.0678 0.104 Uiso 1 1 calc R . . C48 C -0.2955(4) 0.1532(9) 0.1021(5) 0.078(3) Uani 1 1 d . . . H48 H -0.3061 0.0969 0.1354 0.094 Uiso 1 1 calc R . . C49 C -0.2850(4) 0.1226(10) 0.0301(6) 0.088(3) Uani 1 1 d . . . H49 H -0.2882 0.0459 0.0159 0.106 Uiso 1 1 calc R . . N4 N -0.2149(3) 0.2355(8) 0.5546(4) 0.068(2) Uani 1 1 d . . . C9 C 0.0475(4) -0.0624(8) 0.3584(5) 0.070(2) Uani 1 1 d . . . H9 H 0.0313 -0.1068 0.3194 0.083 Uiso 1 1 calc R . . C54 C -0.2324(5) 0.4548(9) 0.2299(5) 0.077(3) Uani 1 1 d . . . H54 H -0.2098 0.4106 0.2005 0.093 Uiso 1 1 calc R . . C57 C -0.2951(6) 0.5828(8) 0.3185(5) 0.074(3) Uani 1 1 d . . . H57 H -0.3168 0.6273 0.3490 0.089 Uiso 1 1 calc R . . C16 C 0.0665(6) 0.4672(12) 0.5453(6) 0.133(6) Uani 1 1 d . . . H16 H 0.0829 0.4242 0.5849 0.159 Uiso 1 1 calc R . . C11 C 0.1037(5) -0.0489(12) 0.4683(6) 0.095(4) Uani 1 1 d . . . H11 H 0.1249 -0.0852 0.5070 0.113 Uiso 1 1 calc R . . C10 C 0.0813(5) -0.1102(11) 0.4150(7) 0.094(4) Uani 1 1 d . . . H10 H 0.0881 -0.1888 0.4146 0.113 Uiso 1 1 calc R . . C19 C 0.0163(7) 0.5978(9) 0.4278(7) 0.123(5) Uani 1 1 d . . . H19 H -0.0007 0.6417 0.3891 0.148 Uiso 1 1 calc R . . C45 C -0.4030(5) 0.3897(10) 0.1643(4) 0.087(3) Uani 1 1 d . . . H45 H -0.3829 0.4553 0.1526 0.104 Uiso 1 1 calc R . . C55 C -0.2096(5) 0.5551(11) 0.2627(6) 0.094(4) Uani 1 1 d . . . H55 H -0.1733 0.5795 0.2542 0.113 Uiso 1 1 calc R . . C2 C -0.1032(5) 0.2640(11) 0.1339(5) 0.089(3) Uani 1 1 d . . . H2 H -0.1039 0.3412 0.1205 0.107 Uiso 1 1 calc R . . C17 C 0.0544(9) 0.5796(14) 0.5535(8) 0.178(10) Uani 1 1 d . . . H17 H 0.0633 0.6136 0.6000 0.213 Uiso 1 1 calc R . . C18 C 0.0292(10) 0.6474(12) 0.4967(9) 0.181(10) Uani 1 1 d . . . H18 H 0.0214 0.7244 0.5051 0.217 Uiso 1 1 calc R . . C14 C 0.0643(4) 0.3036(9) 0.4695(5) 0.070(3) Uani 1 1 d . . . H14 H 0.0823 0.2693 0.5116 0.084 Uiso 1 1 calc R . . O2 O 0.0174(3) 0.4434(5) 0.3491(3) 0.0629(15) Uani 1 1 d . . . O3 O -0.5758(6) 0.2904(12) 0.2943(7) 0.189(5) Uiso 1 1 d . . . H3A H -0.5430 0.2701 0.3038 0.227 Uiso 1 1 calc R . . C60 C -0.5968(8) 0.3780(13) 0.4045(10) 0.167(6) Uiso 1 1 d . . . H60A H -0.5588 0.3769 0.4258 0.251 Uiso 1 1 calc R . . H60B H -0.6223 0.3825 0.4441 0.251 Uiso 1 1 calc R . . H60C H -0.6021 0.4436 0.3722 0.251 Uiso 1 1 calc R . . C59 C -0.6082(9) 0.2710(16) 0.3600(11) 0.194(8) Uiso 1 1 d . . . H59A H -0.5950 0.2035 0.3878 0.233 Uiso 1 1 calc R . . H59B H -0.6480 0.2625 0.3459 0.233 Uiso 1 1 calc R . . C61 C -0.0981(9) 0.5699(18) 0.1544(13) 0.185(7) Uiso 1 1 d . . . C62 C -0.0671(10) 0.545(2) 0.0830(14) 0.217(10) Uiso 1 1 d . A . O4B O -0.0698(10) 0.573(2) 0.2288(13) 0.175(9) Uiso 0.50 1 d P A 1 H4B H -0.0566 0.5097 0.2394 0.263 Uiso 0.50 1 calc PR A 1 O4A O -0.1131(10) 0.691(2) 0.1564(14) 0.168(8) Uiso 0.50 1 d P A 2 H4A H -0.1081 0.7206 0.1153 0.252 Uiso 0.50 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0413(5) 0.0715(6) 0.0369(5) 0.0172(6) 0.0089(4) 0.0094(6) C29 0.029(4) 0.030(3) 0.047(5) -0.005(3) 0.009(3) -0.006(3) N6 0.051(5) 0.048(4) 0.036(4) -0.017(3) 0.008(3) -0.005(3) N3 0.034(4) 0.071(4) 0.038(4) 0.016(3) 0.011(3) 0.008(3) N1 0.031(3) 0.079(4) 0.041(4) 0.017(4) 0.009(3) 0.002(4) C30 0.038(4) 0.035(4) 0.034(4) -0.005(3) 0.011(3) -0.007(3) C23 0.036(5) 0.062(5) 0.037(4) 0.003(4) 0.006(4) 0.003(3) C24 0.037(5) 0.071(5) 0.052(5) 0.021(4) 0.004(4) 0.004(4) C33 0.043(5) 0.075(6) 0.039(5) 0.007(4) 0.003(4) 0.008(4) N5 0.037(4) 0.113(6) 0.041(4) 0.024(4) 0.004(4) 0.013(4) N2 0.030(4) 0.079(5) 0.039(4) 0.013(3) 0.002(3) -0.003(3) C25 0.031(4) 0.068(5) 0.041(5) 0.016(4) -0.004(4) 0.002(4) C26 0.038(5) 0.064(5) 0.047(5) 0.009(4) -0.001(4) 0.001(4) C34 0.034(4) 0.054(4) 0.029(4) 0.001(3) 0.007(3) 0.003(3) O1 0.058(4) 0.086(4) 0.039(3) 0.020(3) 0.009(3) 0.008(3) C32 0.061(6) 0.057(5) 0.069(6) 0.003(4) 0.020(5) 0.006(5) C1 0.041(5) 0.147(11) 0.031(5) 0.006(5) 0.008(4) 0.009(6) B1 0.084(8) 0.080(7) 0.041(5) -0.007(5) 0.011(5) 0.028(6) C22 0.045(5) 0.060(5) 0.038(4) 0.013(4) 0.007(4) 0.014(4) C21 0.043(5) 0.084(6) 0.039(5) 0.018(4) 0.009(4) 0.015(4) C31 0.050(5) 0.049(5) 0.064(6) 0.005(4) 0.021(4) 0.003(4) C13 0.029(4) 0.088(6) 0.045(5) 0.023(5) 0.019(4) 0.011(4) C27 0.086(8) 0.191(14) 0.177(13) 0.135(12) 0.087(9) 0.093(9) C56 0.123(10) 0.071(7) 0.045(6) 0.007(5) -0.003(7) 0.019(7) C8 0.039(5) 0.066(5) 0.052(5) 0.013(4) 0.016(4) 0.006(4) C6 0.031(5) 0.086(7) 0.065(6) 0.011(5) 0.013(4) -0.001(4) C20 0.123(9) 0.072(6) 0.073(7) -0.012(6) 0.057(7) -0.033(6) C51 0.134(10) 0.119(9) 0.037(5) 0.000(5) 0.001(5) 0.081(8) C42 0.20(2) 0.164(17) 0.115(13) -0.045(12) 0.077(14) -0.017(16) C47 0.091(7) 0.078(6) 0.035(5) -0.020(4) 0.000(4) 0.042(5) C52 0.136(9) 0.087(7) 0.030(5) 0.001(4) 0.000(5) 0.073(7) C3 0.060(7) 0.163(12) 0.059(7) 0.002(8) -0.019(5) 0.007(8) C43 0.089(10) 0.169(17) 0.121(13) -0.059(12) -0.001(9) 0.010(11) C28 0.045(5) 0.092(7) 0.091(7) 0.055(6) 0.015(5) 0.010(5) C4 0.050(7) 0.219(17) 0.095(10) -0.007(11) 0.004(7) -0.023(9) C40 0.089(7) 0.038(4) 0.060(5) -0.004(4) -0.003(5) -0.004(4) C5 0.029(5) 0.133(10) 0.084(7) -0.004(7) 0.004(5) -0.015(6) C38 0.141(10) 0.039(5) 0.052(6) 0.010(4) 0.003(6) 0.006(6) C44 0.116(12) 0.177(15) 0.050(7) -0.037(8) 0.004(7) 0.036(10) C53 0.099(7) 0.058(5) 0.028(4) 0.003(4) 0.002(4) 0.027(5) C36 0.163(12) 0.077(7) 0.059(6) 0.004(5) 0.020(7) 0.075(7) C15 0.099(8) 0.103(8) 0.052(6) -0.009(6) 0.013(5) -0.052(7) C12 0.038(5) 0.131(10) 0.058(6) 0.033(6) 0.012(4) 0.029(5) C39 0.089(7) 0.043(5) 0.070(7) 0.006(4) -0.028(6) -0.011(5) C7 0.031(4) 0.108(8) 0.051(5) 0.007(5) 0.016(4) 0.001(5) C58 0.088(6) 0.060(5) 0.030(4) 0.001(4) -0.004(4) 0.021(5) C41 0.091(9) 0.145(12) 0.103(9) -0.062(9) 0.014(8) 0.029(9) C37 0.182(13) 0.083(7) 0.063(6) 0.019(6) 0.033(7) 0.075(8) C35 0.133(9) 0.042(4) 0.036(5) -0.012(4) 0.000(5) 0.010(5) C50 0.078(7) 0.144(10) 0.036(5) -0.018(6) -0.007(5) 0.056(7) C48 0.091(8) 0.101(7) 0.042(5) -0.031(5) 0.000(5) 0.011(6) C49 0.073(7) 0.124(9) 0.066(7) -0.056(7) -0.006(5) 0.020(6) N4 0.036(4) 0.122(7) 0.047(5) 0.019(4) 0.019(4) 0.023(4) C9 0.052(5) 0.078(6) 0.081(6) 0.007(5) 0.018(5) 0.014(5) C54 0.089(8) 0.082(7) 0.059(6) 0.021(5) -0.005(6) 0.034(6) C57 0.122(10) 0.055(5) 0.042(5) -0.003(4) -0.017(6) 0.023(6) C16 0.198(16) 0.130(11) 0.069(7) -0.005(7) 0.002(8) -0.103(11) C11 0.075(8) 0.149(12) 0.061(7) 0.059(7) 0.016(6) 0.050(8) C10 0.077(8) 0.114(9) 0.094(9) 0.042(8) 0.034(7) 0.037(7) C19 0.209(16) 0.068(7) 0.100(9) -0.014(7) 0.072(10) -0.022(8) C45 0.088(8) 0.146(10) 0.026(4) -0.020(5) -0.002(5) 0.043(7) C55 0.098(9) 0.100(9) 0.081(8) 0.041(7) -0.015(7) 0.007(7) C2 0.077(7) 0.130(9) 0.060(6) 0.015(6) 0.000(6) 0.015(7) C17 0.33(3) 0.128(13) 0.082(10) -0.033(9) 0.066(13) -0.124(16) C18 0.35(3) 0.090(9) 0.111(12) -0.030(9) 0.105(16) -0.081(14) C14 0.059(6) 0.113(8) 0.037(5) 0.008(5) 0.002(4) -0.028(6) O2 0.072(4) 0.061(3) 0.060(4) 0.007(3) 0.035(3) 0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O2 1.882(6) . ? Fe1 O1 1.913(6) . ? Fe1 N2 2.104(6) . ? Fe1 N1 2.105(6) . ? Fe1 N6 2.176(7) 4_554 ? Fe1 N3 2.216(6) . ? C29 N5 1.280(10) . ? C29 C28 1.465(11) . ? C29 C30 1.522(11) . ? N6 C32 1.312(10) . ? N6 C33 1.352(10) . ? N6 Fe1 2.176(7) 4_455 ? N3 C25 1.325(10) . ? N3 C21 1.347(10) . ? N1 C7 1.270(11) . ? N1 C8 1.436(10) . ? C30 C31 1.363(10) . ? C30 C34 1.375(10) . ? C23 C22 1.393(11) . ? C23 C24 1.399(11) . ? C23 C26 1.471(13) . ? C24 C25 1.387(12) . ? C24 H24 0.9500 . ? C33 C34 1.361(12) . ? C33 H33 0.9500 . ? N5 N4 1.405(7) . ? N2 C14 1.285(11) . ? N2 C13 1.423(11) . ? C25 H25 0.9500 . ? C26 N4 1.264(11) . ? C26 C27 1.461(12) . ? C34 H34 0.9500 . ? O1 C1 1.350(12) . ? C32 C31 1.385(12) . ? C32 H32 0.9500 . ? C1 C6 1.366(14) . ? C1 C2 1.430(13) . ? B1 C46 1.562(15) . ? B1 C53 1.593(14) . ? B1 C35 1.666(13) . ? B1 C47 1.677(13) . ? C22 C21 1.387(11) . ? C22 H22 0.9500 . ? C21 H21 0.9500 . ? C31 H31 0.9500 . ? C13 C8 1.392(12) . ? C13 C12 1.393(11) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C56 C57 1.346(15) . ? C56 C55 1.373(16) . ? C56 H56 0.9500 . ? C8 C9 1.418(12) . ? C6 C7 1.404(12) . ? C6 C5 1.441(13) . ? C20 O2 1.318(11) . ? C20 C19 1.387(14) . ? C20 C15 1.459(15) . ? C46 C41 1.362(17) . ? C46 C45 1.413(13) . ? C51 C50 1.373(15) . ? C51 C52 1.391(12) . ? C51 H51 0.9500 . ? C42 C41 1.42(2) . ? C42 C43 1.42(2) . ? C42 H42 0.9500 . ? C47 C52 1.356(13) . ? C47 C48 1.397(12) . ? C52 H52 0.9500 . ? C3 C4 1.381(18) . ? C3 C2 1.397(16) . ? C3 H3 0.9500 . ? C43 C44 1.30(2) . ? C43 H43 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C4 C5 1.338(15) . ? C4 H4 0.9500 . ? C40 C35 1.377(13) . ? C40 C39 1.389(12) . ? C40 H40 0.9500 . ? C5 H5 0.9500 . ? C38 C37 1.348(15) . ? C38 C39 1.396(14) . ? C38 H38 0.9500 . ? C44 C45 1.408(16) . ? C44 H44 0.9500 . ? C53 C54 1.398(14) . ? C53 C58 1.434(11) . ? C36 C37 1.383(12) . ? C36 C35 1.400(14) . ? C36 H36 0.9500 . ? C15 C16 1.405(14) . ? C15 C14 1.406(14) . ? C12 C11 1.371(16) . ? C12 H12 0.9500 . ? C39 H39 0.9500 . ? C7 H7 0.9500 . ? C58 C57 1.365(12) . ? C58 H58 0.9500 . ? C41 H41 0.9500 . ? C37 H37 0.9500 . ? C50 C49 1.336(15) . ? C50 H50 0.9500 . ? C48 C49 1.397(12) . ? C48 H48 0.9500 . ? C49 H49 0.9500 . ? C9 C10 1.396(14) . ? C9 H9 0.9500 . ? C54 C55 1.429(15) . ? C54 H54 0.9500 . ? C57 H57 0.9500 . ? C16 C17 1.38(2) . ? C16 H16 0.9500 . ? C11 C10 1.306(16) . ? C11 H11 0.9500 . ? C10 H10 0.9500 . ? C19 C18 1.402(18) . ? C19 H19 0.9500 . ? C45 H45 0.9500 . ? C55 H55 0.9500 . ? C2 H2 0.9500 . ? C17 C18 1.42(2) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C14 H14 0.9500 . ? O3 C59 1.49(2) . ? O3 H3A 0.8400 . ? C60 C59 1.52(2) . ? C60 H60A 0.9800 . ? C60 H60B 0.9800 . ? C60 H60C 0.9800 . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C61 O4B 1.48(3) . ? C61 O4A 1.49(2) . ? C61 C62 1.57(3) . ? O4B H4B 0.8400 . ? O4A H4A 0.8400 . ? 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 O2 Fe1 O1 103.8(3) . . ? O2 Fe1 N2 90.3(3) . . ? O1 Fe1 N2 165.7(3) . . ? O2 Fe1 N1 167.2(2) . . ? O1 Fe1 N1 88.5(3) . . ? N2 Fe1 N1 77.3(3) . . ? O2 Fe1 N6 92.3(2) . 4_554 ? O1 Fe1 N6 92.1(3) . 4_554 ? N2 Fe1 N6 89.4(2) . 4_554 ? N1 Fe1 N6 91.0(3) . 4_554 ? O2 Fe1 N3 89.5(3) . . ? O1 Fe1 N3 90.4(3) . . ? N2 Fe1 N3 87.6(2) . . ? N1 Fe1 N3 86.5(3) . . ? N6 Fe1 N3 176.4(2) 4_554 . ? N5 C29 C28 125.8(7) . . ? N5 C29 C30 115.7(7) . . ? C28 C29 C30 118.4(7) . . ? C32 N6 C33 115.3(8) . . ? C32 N6 Fe1 121.7(6) . 4_455 ? C33 N6 Fe1 122.9(6) . 4_455 ? C25 N3 C21 117.7(7) . . ? C25 N3 Fe1 125.3(5) . . ? C21 N3 Fe1 116.5(5) . . ? C7 N1 C8 119.6(7) . . ? C7 N1 Fe1 124.4(6) . . ? C8 N1 Fe1 115.4(5) . . ? C31 C30 C34 120.1(8) . . ? C31 C30 C29 120.5(7) . . ? C34 C30 C29 119.2(7) . . ? C22 C23 C24 115.7(8) . . ? C22 C23 C26 121.1(7) . . ? C24 C23 C26 123.1(8) . . ? C25 C24 C23 120.0(8) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? N6 C33 C34 124.0(8) . . ? N6 C33 H33 118.0 . . ? C34 C33 H33 118.0 . . ? C29 N5 N4 114.1(6) . . ? C14 N2 C13 122.5(8) . . ? C14 N2 Fe1 122.1(7) . . ? C13 N2 Fe1 115.0(5) . . ? N3 C25 C24 123.5(8) . . ? N3 C25 H25 118.3 . . ? C24 C25 H25 118.3 . . ? N4 C26 C27 125.4(9) . . ? N4 C26 C23 115.6(8) . . ? C27 C26 C23 118.9(8) . . ? C33 C34 C30 118.1(8) . . ? C33 C34 H34 120.9 . . ? C30 C34 H34 120.9 . . ? C1 O1 Fe1 128.5(6) . . ? N6 C32 C31 125.6(9) . . ? N6 C32 H32 117.2 . . ? C31 C32 H32 117.2 . . ? O1 C1 C6 125.0(8) . . ? O1 C1 C2 115.4(11) . . ? C6 C1 C2 119.6(11) . . ? C46 B1 C53 112.3(8) . . ? C46 B1 C35 113.0(9) . . ? C53 B1 C35 106.8(7) . . ? C46 B1 C47 101.8(8) . . ? C53 B1 C47 114.1(9) . . ? C35 B1 C47 108.9(7) . . ? C21 C22 C23 121.2(7) . . ? C21 C22 H22 119.4 . . ? C23 C22 H22 119.4 . . ? N3 C21 C22 121.9(7) . . ? N3 C21 H21 119.1 . . ? C22 C21 H21 119.1 . . ? C30 C31 C32 116.7(8) . . ? C30 C31 H31 121.7 . . ? C32 C31 H31 121.7 . . ? C8 C13 C12 117.8(10) . . ? C8 C13 N2 116.3(7) . . ? C12 C13 N2 125.9(10) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C57 C56 C55 123.0(12) . . ? C57 C56 H56 118.5 . . ? C55 C56 H56 118.5 . . ? C13 C8 C9 121.0(8) . . ? C13 C8 N1 114.9(8) . . ? C9 C8 N1 124.0(8) . . ? C1 C6 C7 124.3(9) . . ? C1 C6 C5 117.5(9) . . ? C7 C6 C5 118.1(10) . . ? O2 C20 C19 118.9(12) . . ? O2 C20 C15 122.3(9) . . ? C19 C20 C15 118.7(11) . . ? C41 C46 C45 113.1(11) . . ? C41 C46 B1 124.9(11) . . ? C45 C46 B1 121.6(10) . . ? C50 C51 C52 121.1(11) . . ? C50 C51 H51 119.5 . . ? C52 C51 H51 119.5 . . ? C41 C42 C43 111.7(17) . . ? C41 C42 H42 124.2 . . ? C43 C42 H42 124.2 . . ? C52 C47 C48 115.2(8) . . ? C52 C47 B1 124.0(8) . . ? C48 C47 B1 120.3(9) . . ? C47 C52 C51 122.7(10) . . ? C47 C52 H52 118.7 . . ? C51 C52 H52 118.7 . . ? C4 C3 C2 122.2(11) . . ? C4 C3 H3 118.9 . . ? C2 C3 H3 118.9 . . ? C44 C43 C42 125.6(18) . . ? C44 C43 H43 117.2 . . ? C42 C43 H43 117.2 . . ? C29 C28 H28A 109.5 . . ? C29 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C29 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C5 C4 C3 117.1(13) . . ? C5 C4 H4 121.5 . . ? C3 C4 H4 121.5 . . ? C35 C40 C39 124.1(10) . . ? C35 C40 H40 117.9 . . ? C39 C40 H40 117.9 . . ? C4 C5 C6 124.4(13) . . ? C4 C5 H5 117.8 . . ? C6 C5 H5 117.8 . . ? C37 C38 C39 120.2(9) . . ? C37 C38 H38 119.9 . . ? C39 C38 H38 119.9 . . ? C43 C44 C45 118.0(16) . . ? C43 C44 H44 121.0 . . ? C45 C44 H44 121.0 . . ? C54 C53 C58 114.6(9) . . ? C54 C53 B1 123.5(8) . . ? C58 C53 B1 121.2(9) . . ? C37 C36 C35 122.7(11) . . ? C37 C36 H36 118.7 . . ? C35 C36 H36 118.7 . . ? C16 C15 C14 116.0(11) . . ? C16 C15 C20 121.3(12) . . ? C14 C15 C20 122.6(9) . . ? C11 C12 C13 119.9(11) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C40 C39 C38 117.9(10) . . ? C40 C39 H39 121.0 . . ? C38 C39 H39 121.0 . . ? N1 C7 C6 126.4(10) . . ? N1 C7 H7 116.8 . . ? C6 C7 H7 116.8 . . ? C57 C58 C53 122.2(10) . . ? C57 C58 H58 118.9 . . ? C53 C58 H58 118.9 . . ? C46 C41 C42 127.8(16) . . ? C46 C41 H41 116.1 . . ? C42 C41 H41 116.1 . . ? C38 C37 C36 120.2(11) . . ? C38 C37 H37 119.9 . . ? C36 C37 H37 119.9 . . ? C40 C35 C36 114.8(8) . . ? C40 C35 B1 121.8(9) . . ? C36 C35 B1 122.6(9) . . ? C49 C50 C51 117.6(9) . . ? C49 C50 H50 121.2 . . ? C51 C50 H50 121.2 . . ? C49 C48 C47 121.8(10) . . ? C49 C48 H48 119.1 . . ? C47 C48 H48 119.1 . . ? C50 C49 C48 121.5(10) . . ? C50 C49 H49 119.2 . . ? C48 C49 H49 119.2 . . ? C26 N4 N5 113.2(7) . . ? C10 C9 C8 117.1(10) . . ? C10 C9 H9 121.4 . . ? C8 C9 H9 121.4 . . ? C53 C54 C55 123.5(10) . . ? C53 C54 H54 118.3 . . ? C55 C54 H54 118.3 . . ? C56 C57 C58 120.4(11) . . ? C56 C57 H57 119.8 . . ? C58 C57 H57 119.8 . . ? C17 C16 C15 117.0(14) . . ? C17 C16 H16 121.5 . . ? C15 C16 H16 121.5 . . ? C10 C11 C12 122.7(10) . . ? C10 C11 H11 118.7 . . ? C12 C11 H11 118.7 . . ? C11 C10 C9 121.3(11) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C20 C19 C18 120.8(15) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C44 C45 C46 123.3(13) . . ? C44 C45 H45 118.4 . . ? C46 C45 H45 118.4 . . ? C56 C55 C54 116.3(12) . . ? C56 C55 H55 121.9 . . ? C54 C55 H55 121.9 . . ? C3 C2 C1 119.0(11) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C16 C17 C18 123.9(13) . . ? C16 C17 H17 118.1 . . ? C18 C17 H17 118.1 . . ? C19 C18 C17 118.3(14) . . ? C19 C18 H18 120.8 . . ? C17 C18 H18 120.8 . . ? N2 C14 C15 128.9(9) . . ? N2 C14 H14 115.6 . . ? C15 C14 H14 115.6 . . ? C20 O2 Fe1 130.4(6) . . ? C59 O3 H3A 109.5 . . ? C59 C60 H60A 109.5 . . ? C59 C60 H60B 109.5 . . ? H60A C60 H60B 109.5 . . ? C59 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? O3 C59 C60 102.1(16) . . ? O3 C59 H59A 111.4 . . ? C60 C59 H59A 111.4 . . ? O3 C59 H59B 111.4 . . ? C60 C59 H59B 111.4 . . ? H59A C59 H59B 109.2 . . ? O4B C61 O4A 93.0(19) . . ? O4B C61 C62 123(2) . . ? O4A C61 C62 109(2) . . ? C61 O4B H4B 109.5 . . ? C61 O4A H4A 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4B H4B O1 0.84 2.51 3.31(3) 159.3 . _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 24.73 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.336 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.059 # Attachment '1d.CIF' #========================================================================== data_1d _database_code_depnum_ccdc_archive 'CCDC 739042' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' #========================================================================== _chemical_name_systematic ; ? ; _chemical_name_common 1d _chemical_melting_point ? _chemical_formula_moiety 'C27 H23 Fe N5 O3, C24 H20 B, 2(C H4 O)' _chemical_formula_sum 'C53 H51 B Fe N5 O5' _chemical_formula_weight 904.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2yn' 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 13.7092(10) _cell_length_b 14.5012(10) _cell_length_c 22.9555(11) _cell_angle_alpha 90.00 _cell_angle_beta 96.135(3) _cell_angle_gamma 90.00 _cell_volume 4537.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 123 _cell_measurement_reflns_used 111 _cell_measurement_theta_min 2.299 _cell_measurement_theta_max 26.645 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.324 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1900 _exptl_absorpt_coefficient_mu 0.388 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9093 _exptl_absorpt_correction_T_max 0.9093 _exptl_absorpt_process_details TWINABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20021 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0771 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 28.61 _reflns_number_total 20138 _reflns_number_gt 17276 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (BrukerAXS, 1997)' _computing_cell_refinement 'SMART (BrukerAXS, 1997)' _computing_data_reduction 'SAINT+ (BrukerAXS, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _computing_structure_refinement X-SEED _computing_molecular_graphics 'MERCURY 1.4 (Bruno et al., 2002)' _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0227P)^2^+23.8340P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 20138 _refine_ls_number_parameters 591 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1361 _refine_ls_R_factor_gt 0.1175 _refine_ls_wR_factor_ref 0.2365 _refine_ls_wR_factor_gt 0.2249 _refine_ls_goodness_of_fit_ref 1.220 _refine_ls_restrained_S_all 1.220 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.69246(4) 0.44815(4) 0.78686(3) 0.01360(14) Uani 1 1 d . . . N3 N 0.5318(2) 0.4483(3) 0.79284(16) 0.0181(8) Uani 1 1 d . . . N5 N -0.1489(2) 0.4501(3) 0.78019(17) 0.0217(8) Uani 1 1 d . . . O2 O 0.6986(2) 0.5576(2) 0.83307(12) 0.0193(6) Uani 1 1 d . . . C45 C 0.3904(3) 0.4512(3) 0.59173(18) 0.0195(9) Uani 1 1 d . . . H45 H 0.4462 0.4136 0.5880 0.023 Uiso 1 1 calc R . . C20 C 0.3659(3) 0.4569(3) 0.7481(2) 0.0259(11) Uani 1 1 d . . . H20 H 0.3218 0.4571 0.7132 0.031 Uiso 1 1 calc R . . N4 N 0.1581(3) 0.4594(3) 0.77102(19) 0.0319(10) Uani 1 1 d . . . H4A H 0.1776 0.4460 0.7367 0.038 Uiso 1 1 calc R . . C21 C 0.4667(3) 0.4470(3) 0.7453(2) 0.0208(9) Uani 1 1 d . . . H21 H 0.4898 0.4389 0.7080 0.025 Uiso 1 1 calc R . . C22 C 0.2260(4) 0.4790(4) 0.8148(2) 0.0314(12) Uani 1 1 d . . . C18 C 0.3992(3) 0.4682(4) 0.8516(2) 0.0271(11) Uani 1 1 d . . . H18 H 0.3780 0.4759 0.8893 0.033 Uiso 1 1 calc R . . C44 C 0.4043(3) 0.5449(3) 0.60299(19) 0.0233(10) Uani 1 1 d . . . H44 H 0.4687 0.5697 0.6073 0.028 Uiso 1 1 calc R . . C41 C 0.2188(3) 0.4698(3) 0.5921(2) 0.0264(11) Uani 1 1 d . . . H41 H 0.1544 0.4449 0.5895 0.032 Uiso 1 1 calc R . . N2 N 0.7266(2) 0.3725(2) 0.86488(15) 0.0162(8) Uani 1 1 d . . . C17 C 0.4974(3) 0.4585(3) 0.8451(2) 0.0226(10) Uani 1 1 d . . . H17 H 0.5430 0.4589 0.8793 0.027 Uiso 1 1 calc R . . C19 C 0.3314(3) 0.4664(3) 0.8018(2) 0.0231(10) Uani 1 1 d . . . C27 C -0.0893(3) 0.4858(4) 0.8244(2) 0.0287(11) Uani 1 1 d . . . H27 H -0.1176 0.5089 0.8575 0.034 Uiso 1 1 calc R . . C23 C -0.1057(3) 0.4192(3) 0.7337(2) 0.0258(11) Uani 1 1 d . . . H23 H -0.1463 0.3934 0.7016 0.031 Uiso 1 1 calc R . . C24 C -0.0058(4) 0.4232(3) 0.7300(3) 0.0318(12) Uani 1 1 d . . . H24 H 0.0208 0.4015 0.6960 0.038 Uiso 1 1 calc R . . C43 C 0.3246(4) 0.6021(3) 0.6079(2) 0.0277(11) Uani 1 1 d . . . H43 H 0.3339 0.6663 0.6150 0.033 Uiso 1 1 calc R . . C40 C 0.2975(3) 0.4101(3) 0.58566(18) 0.0170(9) Uani 1 1 d . . . C25 C 0.0547(3) 0.4587(4) 0.7761(2) 0.0296(12) Uani 1 1 d . . . C26 C 0.0128(4) 0.4909(4) 0.8245(2) 0.0341(13) Uani 1 1 d . . . H26 H 0.0526 0.5159 0.8571 0.041 Uiso 1 1 calc R . . O1 O 0.6740(2) 0.4881(2) 0.70892(12) 0.0161(6) Uani 1 1 d . . . C10 C 0.7401(3) 0.4048(3) 0.91722(19) 0.0172(9) Uani 1 1 d . . . H10 H 0.7603 0.3629 0.9480 0.021 Uiso 1 1 calc R . . C1 C 0.6656(3) 0.4436(3) 0.65736(18) 0.0159(8) Uani 1 1 d . . . O3 O 0.2067(2) 0.4989(3) 0.86485(15) 0.0401(10) Uani 1 1 d . . . C34 C 0.1793(3) 0.2731(3) 0.5390(2) 0.0200(10) Uani 1 1 d . . . C9 C 0.7435(3) 0.2749(3) 0.85395(19) 0.0196(9) Uani 1 1 d . . . H9A H 0.7359 0.2386 0.8897 0.023 Uiso 1 1 calc R . . H9B H 0.8110 0.2658 0.8434 0.023 Uiso 1 1 calc R . . C51 C 0.2103(4) 0.2555(4) 0.6784(2) 0.0299(11) Uani 1 1 d . . . H51 H 0.1468 0.2694 0.6597 0.036 Uiso 1 1 calc R . . C6 C 0.6507(3) 0.3469(3) 0.65356(18) 0.0145(9) Uani 1 1 d . . . C47 C 0.3817(4) 0.2427(3) 0.6779(2) 0.0253(10) Uani 1 1 d . . . H47 H 0.4392 0.2483 0.6584 0.030 Uiso 1 1 calc R . . C11 C 0.7269(3) 0.5003(3) 0.93288(19) 0.0189(9) Uani 1 1 d . . . C7 C 0.6538(3) 0.2865(3) 0.70358(19) 0.0191(9) Uani 1 1 d . . . H7 H 0.6431 0.2227 0.6963 0.023 Uiso 1 1 calc R . . N1 N 0.6700(2) 0.3123(2) 0.75731(15) 0.0159(8) Uani 1 1 d . . . C46 C 0.2909(3) 0.2611(3) 0.6461(2) 0.0202(9) Uani 1 1 d . . . C8 C 0.6700(3) 0.2432(3) 0.80436(19) 0.0209(10) Uani 1 1 d . . . H8A H 0.6887 0.1819 0.7901 0.025 Uiso 1 1 calc R . . H8B H 0.6039 0.2384 0.8177 0.025 Uiso 1 1 calc R . . C48 C 0.3918(4) 0.2169(4) 0.7361(2) 0.0363(13) Uani 1 1 d . . . H48 H 0.4551 0.2036 0.7552 0.044 Uiso 1 1 calc R . . C5 C 0.6363(3) 0.3062(3) 0.59769(19) 0.0200(10) Uani 1 1 d . . . H5 H 0.6237 0.2419 0.5945 0.024 Uiso 1 1 calc R . . C35 C 0.1419(3) 0.3265(3) 0.4912(2) 0.0237(10) Uani 1 1 d . . . H35 H 0.1730 0.3833 0.4842 0.028 Uiso 1 1 calc R . . C2 C 0.6688(3) 0.4947(3) 0.60600(19) 0.0202(9) Uani 1 1 d . . . H2 H 0.6784 0.5595 0.6083 0.024 Uiso 1 1 calc R . . C36 C 0.0598(3) 0.2995(4) 0.4528(2) 0.0305(12) Uani 1 1 d . . . H36 H 0.0363 0.3380 0.4209 0.037 Uiso 1 1 calc R . . B1 B 0.2830(4) 0.2988(4) 0.5781(2) 0.0179(10) Uani 1 1 d . . . C39 C 0.1305(3) 0.1887(3) 0.5459(2) 0.0257(11) Uani 1 1 d . . . H39 H 0.1540 0.1489 0.5772 0.031 Uiso 1 1 calc R . . C15 C 0.6850(3) 0.6607(3) 0.9115(2) 0.0219(10) Uani 1 1 d . . . H15 H 0.6642 0.7078 0.8842 0.026 Uiso 1 1 calc R . . C16 C 0.7035(3) 0.5720(3) 0.89130(18) 0.0160(9) Uani 1 1 d . . . C42 C 0.2312(4) 0.5644(3) 0.6024(2) 0.0306(12) Uani 1 1 d . . . H42 H 0.1757 0.6027 0.6055 0.037 Uiso 1 1 calc R . . C3 C 0.6581(3) 0.4520(3) 0.55184(19) 0.0234(10) Uani 1 1 d . . . H3 H 0.6629 0.4872 0.5173 0.028 Uiso 1 1 calc R . . C13 C 0.7244(4) 0.6120(3) 1.0116(2) 0.0263(11) Uani 1 1 d . . . H13 H 0.7334 0.6265 1.0522 0.032 Uiso 1 1 calc R . . C28 C 0.3654(3) 0.2504(3) 0.54080(18) 0.0162(9) Uani 1 1 d . . . C14 C 0.6966(3) 0.6804(4) 0.9707(2) 0.0270(11) Uani 1 1 d . . . H14 H 0.6855 0.7413 0.9836 0.032 Uiso 1 1 calc R . . C33 C 0.4019(3) 0.1618(3) 0.5536(2) 0.0239(10) Uani 1 1 d . . . H33 H 0.3816 0.1302 0.5865 0.029 Uiso 1 1 calc R . . C4 C 0.6402(3) 0.3575(3) 0.5477(2) 0.0234(10) Uani 1 1 d . . . H4 H 0.6307 0.3286 0.5104 0.028 Uiso 1 1 calc R . . C12 C 0.7389(3) 0.5234(3) 0.99312(19) 0.0213(10) Uani 1 1 d . . . H12 H 0.7573 0.4768 1.0213 0.026 Uiso 1 1 calc R . . C37 C 0.0141(3) 0.2176(4) 0.4617(2) 0.0334(13) Uani 1 1 d . . . H37 H -0.0414 0.1989 0.4361 0.040 Uiso 1 1 calc R . . C38 C 0.0494(4) 0.1621(4) 0.5084(3) 0.0350(13) Uani 1 1 d . . . H38 H 0.0178 0.1053 0.5148 0.042 Uiso 1 1 calc R . . C29 C 0.3964(3) 0.2901(3) 0.4900(2) 0.0217(10) Uani 1 1 d . . . H29 H 0.3735 0.3501 0.4788 0.026 Uiso 1 1 calc R . . C49 C 0.3106(4) 0.2102(4) 0.7667(2) 0.0402(14) Uani 1 1 d . . . H49 H 0.3173 0.1925 0.8068 0.048 Uiso 1 1 calc R . . C50 C 0.2209(4) 0.2296(4) 0.7381(2) 0.0403(14) Uani 1 1 d . . . H50 H 0.1644 0.2257 0.7586 0.048 Uiso 1 1 calc R . . O5 O -0.0304(3) 0.3508(3) 0.59532(17) 0.0405(9) Uani 1 1 d . . . H5A H 0.0071 0.3215 0.5754 0.049 Uiso 1 1 calc R . . C30 C 0.4586(3) 0.2459(3) 0.4555(2) 0.0242(10) Uani 1 1 d . . . H30 H 0.4766 0.2753 0.4212 0.029 Uiso 1 1 calc R . . C32 C 0.4668(4) 0.1182(3) 0.5199(2) 0.0287(11) Uani 1 1 d . . . H32 H 0.4922 0.0592 0.5312 0.034 Uiso 1 1 calc R . . C31 C 0.4947(4) 0.1596(4) 0.4703(2) 0.0300(11) Uani 1 1 d . . . H31 H 0.5379 0.1293 0.4469 0.036 Uiso 1 1 calc R . . O4 O 0.6359(3) 0.7065(3) 0.75907(17) 0.0399(9) Uani 1 1 d . . . H4B H 0.6487 0.6730 0.7887 0.048 Uiso 1 1 calc R . . C53 C -0.0707(4) 0.4261(4) 0.5628(3) 0.0445(15) Uani 1 1 d . . . H53A H -0.1086 0.4641 0.5876 0.067 Uiso 1 1 calc R . . H53B H -0.1139 0.4036 0.5290 0.067 Uiso 1 1 calc R . . H53C H -0.0178 0.4631 0.5492 0.067 Uiso 1 1 calc R . . C52 C 0.5432(4) 0.6854(4) 0.7323(3) 0.0544(18) Uani 1 1 d . . . H52A H 0.5009 0.6671 0.7621 0.082 Uiso 1 1 calc R . . H52B H 0.5478 0.6345 0.7046 0.082 Uiso 1 1 calc R . . H52C H 0.5152 0.7397 0.7112 0.082 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0063(3) 0.0198(3) 0.0148(3) 0.0007(3) 0.0015(2) -0.0004(2) N3 0.0079(17) 0.0243(19) 0.0220(19) 0.0023(16) 0.0011(14) 0.0022(15) N5 0.0118(18) 0.028(2) 0.025(2) 0.0028(17) 0.0031(16) 0.0027(16) O2 0.0183(16) 0.0247(16) 0.0146(15) -0.0013(13) 0.0005(12) 0.0004(13) C45 0.021(2) 0.022(2) 0.014(2) -0.0003(18) -0.0028(17) 0.0018(19) C20 0.008(2) 0.034(3) 0.034(3) 0.008(2) -0.0034(19) -0.0043(19) N4 0.024(2) 0.042(3) 0.031(2) -0.005(2) 0.0081(18) -0.0014(19) C21 0.010(2) 0.026(2) 0.026(2) 0.000(2) 0.0031(18) -0.0022(18) C22 0.025(3) 0.032(3) 0.037(3) 0.001(2) 0.001(2) 0.003(2) C18 0.018(2) 0.042(3) 0.023(3) -0.001(2) 0.0105(19) 0.004(2) C44 0.029(3) 0.019(2) 0.020(2) -0.0006(19) -0.0030(19) -0.004(2) C41 0.019(2) 0.030(3) 0.029(3) -0.009(2) -0.004(2) 0.0046(19) N2 0.0088(17) 0.0219(19) 0.0180(19) 0.0014(15) 0.0013(14) -0.0002(14) C17 0.012(2) 0.033(3) 0.024(2) 0.000(2) 0.0071(18) -0.0007(19) C19 0.015(2) 0.013(2) 0.042(3) 0.0045(19) 0.008(2) 0.0032(17) C27 0.013(2) 0.038(3) 0.035(3) -0.007(2) 0.002(2) -0.005(2) C23 0.019(2) 0.024(2) 0.036(3) -0.003(2) 0.010(2) 0.0009(19) C24 0.017(2) 0.030(3) 0.050(3) 0.003(2) 0.014(2) 0.006(2) C43 0.029(3) 0.023(3) 0.032(3) -0.004(2) 0.004(2) -0.001(2) C40 0.015(2) 0.023(2) 0.013(2) -0.0004(17) -0.0004(17) -0.0027(17) C25 0.013(2) 0.030(3) 0.049(3) 0.003(2) 0.014(2) 0.003(2) C26 0.013(2) 0.043(3) 0.043(3) 0.000(3) -0.012(2) -0.009(2) O1 0.0162(15) 0.0205(15) 0.0122(14) -0.0020(12) 0.0037(12) 0.0023(12) C10 0.013(2) 0.023(2) 0.016(2) -0.0005(18) 0.0010(17) 0.0024(17) C1 0.0085(19) 0.020(2) 0.019(2) -0.0028(18) 0.0024(16) 0.0037(17) O3 0.0149(17) 0.083(3) 0.0229(18) -0.0183(19) 0.0021(15) 0.0127(18) C34 0.011(2) 0.024(2) 0.025(2) -0.0064(19) 0.0044(18) 0.0022(17) C9 0.017(2) 0.022(2) 0.020(2) 0.0033(18) 0.0054(18) 0.0024(18) C51 0.028(3) 0.036(3) 0.027(3) 0.001(2) 0.008(2) 0.003(2) C6 0.0047(19) 0.023(2) 0.016(2) -0.0009(17) 0.0007(16) 0.0027(16) C47 0.025(3) 0.030(3) 0.022(2) 0.004(2) 0.002(2) -0.007(2) C11 0.011(2) 0.029(2) 0.017(2) -0.0011(18) 0.0029(17) -0.0022(18) C7 0.012(2) 0.022(2) 0.023(2) -0.0017(19) 0.0000(18) -0.0006(17) N1 0.0084(17) 0.0228(19) 0.0167(19) 0.0023(15) 0.0015(14) -0.0017(14) C46 0.025(2) 0.011(2) 0.026(2) -0.0007(17) 0.007(2) -0.0015(17) C8 0.019(2) 0.021(2) 0.022(2) 0.0046(19) 0.0001(18) -0.0030(18) C48 0.042(3) 0.037(3) 0.028(3) 0.007(2) -0.003(2) -0.007(2) C5 0.016(2) 0.025(2) 0.019(2) -0.0036(19) 0.0011(18) 0.0028(18) C35 0.019(2) 0.029(3) 0.023(2) -0.005(2) 0.0019(19) -0.0005(19) C2 0.016(2) 0.024(2) 0.020(2) 0.0019(18) -0.0015(18) 0.0014(18) C36 0.017(2) 0.047(3) 0.028(3) -0.010(2) 0.001(2) 0.002(2) B1 0.012(2) 0.024(3) 0.017(2) 0.001(2) 0.002(2) -0.004(2) C39 0.012(2) 0.025(2) 0.040(3) -0.009(2) 0.005(2) -0.0023(18) C15 0.021(2) 0.025(2) 0.021(2) 0.0013(19) 0.0056(19) -0.0012(18) C16 0.0069(19) 0.026(2) 0.016(2) 0.0019(17) 0.0051(16) -0.0039(16) C42 0.033(3) 0.025(3) 0.034(3) -0.009(2) 0.002(2) 0.008(2) C3 0.023(2) 0.029(2) 0.018(2) -0.004(2) 0.0006(19) 0.004(2) C13 0.026(3) 0.035(3) 0.018(2) -0.006(2) 0.003(2) -0.002(2) C28 0.013(2) 0.017(2) 0.019(2) -0.0007(17) 0.0016(17) -0.0025(16) C14 0.020(3) 0.031(3) 0.032(3) -0.008(2) 0.010(2) -0.003(2) C33 0.025(3) 0.025(3) 0.022(2) 0.0007(19) 0.004(2) -0.0022(19) C4 0.019(2) 0.032(3) 0.018(2) -0.001(2) -0.0012(19) 0.002(2) C12 0.017(2) 0.031(3) 0.016(2) -0.0017(19) 0.0006(18) -0.0006(18) C37 0.007(2) 0.051(3) 0.042(3) -0.020(3) 0.003(2) -0.004(2) C38 0.020(3) 0.034(3) 0.052(4) -0.014(3) 0.009(2) -0.007(2) C29 0.022(2) 0.018(2) 0.025(2) 0.0014(19) 0.0025(19) 0.0001(18) C49 0.057(4) 0.038(3) 0.026(3) 0.011(2) 0.009(3) -0.009(3) C50 0.045(4) 0.049(4) 0.030(3) 0.007(3) 0.018(3) -0.009(3) O5 0.041(2) 0.040(2) 0.043(2) -0.0020(18) 0.0134(19) 0.0058(18) C30 0.023(3) 0.031(3) 0.020(2) -0.005(2) 0.006(2) -0.009(2) C32 0.028(3) 0.020(2) 0.039(3) -0.003(2) 0.008(2) -0.002(2) C31 0.026(3) 0.032(3) 0.033(3) -0.008(2) 0.004(2) 0.003(2) O4 0.043(2) 0.034(2) 0.042(2) 0.0106(17) 0.0002(19) -0.0029(18) C53 0.029(3) 0.050(4) 0.053(4) -0.003(3) 0.000(3) 0.007(3) C52 0.039(4) 0.036(3) 0.084(5) 0.011(3) -0.013(3) -0.010(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.872(3) . ? Fe1 O2 1.905(3) . ? Fe1 N1 2.095(4) . ? Fe1 N2 2.110(4) . ? Fe1 N5 2.197(3) 1_655 ? Fe1 N3 2.221(3) . ? N3 C21 1.335(5) . ? N3 C17 1.343(6) . ? N5 C27 1.338(6) . ? N5 C23 1.352(6) . ? N5 Fe1 2.197(3) 1_455 ? O2 C16 1.348(5) . ? C45 C44 1.393(6) . ? C45 C40 1.398(6) . ? C45 H45 0.9500 . ? C20 C19 1.374(7) . ? C20 C21 1.398(6) . ? C20 H20 0.9500 . ? N4 C22 1.325(6) . ? N4 C25 1.435(6) . ? N4 H4A 0.8800 . ? C21 H21 0.9500 . ? C22 O3 1.241(6) . ? C22 C19 1.518(7) . ? C18 C17 1.377(6) . ? C18 C19 1.395(7) . ? C18 H18 0.9500 . ? C44 C43 1.386(7) . ? C44 H44 0.9500 . ? C41 C42 1.399(7) . ? C41 C40 1.404(6) . ? C41 H41 0.9500 . ? N2 C10 1.285(5) . ? N2 C9 1.460(6) . ? C17 H17 0.9500 . ? C27 C26 1.402(6) . ? C27 H27 0.9500 . ? C23 C24 1.383(6) . ? C23 H23 0.9500 . ? C24 C25 1.372(7) . ? C24 H24 0.9500 . ? C43 C42 1.386(7) . ? C43 H43 0.9500 . ? C40 B1 1.633(6) . ? C25 C26 1.384(7) . ? C26 H26 0.9500 . ? O1 C1 1.342(5) . ? C10 C11 1.447(6) . ? C10 H10 0.9500 . ? C1 C2 1.398(6) . ? C1 C6 1.418(6) . ? C34 C35 1.396(6) . ? C34 C39 1.412(6) . ? C34 B1 1.640(6) . ? C9 C8 1.510(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C51 C46 1.397(6) . ? C51 C50 1.415(7) . ? C51 H51 0.9500 . ? C6 C5 1.407(6) . ? C6 C7 1.441(6) . ? C47 C48 1.380(7) . ? C47 C46 1.400(6) . ? C47 H47 0.9500 . ? C11 C12 1.415(6) . ? C11 C16 1.425(6) . ? C7 N1 1.285(5) . ? C7 H7 0.9500 . ? N1 C8 1.474(5) . ? C46 B1 1.647(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C48 C49 1.382(8) . ? C48 H48 0.9500 . ? C5 C4 1.373(6) . ? C5 H5 0.9500 . ? C35 C36 1.408(6) . ? C35 H35 0.9500 . ? C2 C3 1.383(6) . ? C2 H2 0.9500 . ? C36 C37 1.369(8) . ? C36 H36 0.9500 . ? B1 C28 1.646(6) . ? C39 C38 1.387(7) . ? C39 H39 0.9500 . ? C15 C14 1.380(6) . ? C15 C16 1.400(6) . ? C15 H15 0.9500 . ? C42 H42 0.9500 . ? C3 C4 1.394(7) . ? C3 H3 0.9500 . ? C13 C12 1.374(7) . ? C13 C14 1.392(7) . ? C13 H13 0.9500 . ? C28 C33 1.397(6) . ? C28 C29 1.407(6) . ? C14 H14 0.9500 . ? C33 C32 1.392(7) . ? C33 H33 0.9500 . ? C4 H4 0.9500 . ? C12 H12 0.9500 . ? C37 C38 1.385(8) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C29 C30 1.381(6) . ? C29 H29 0.9500 . ? C49 C50 1.360(8) . ? C49 H49 0.9500 . ? C50 H50 0.9500 . ? O5 C53 1.401(7) . ? O5 H5A 0.8400 . ? C30 C31 1.374(7) . ? C30 H30 0.9500 . ? C32 C31 1.376(7) . ? C32 H32 0.9500 . ? C31 H31 0.9500 . ? O4 C52 1.386(6) . ? O4 H4B 0.8400 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O2 105.54(13) . . ? O1 Fe1 N1 88.92(13) . . ? O2 Fe1 N1 163.60(13) . . ? O1 Fe1 N2 165.32(13) . . ? O2 Fe1 N2 88.16(13) . . ? N1 Fe1 N2 78.32(14) . . ? O1 Fe1 N5 87.90(13) . 1_655 ? O2 Fe1 N5 92.44(14) . 1_655 ? N1 Fe1 N5 95.84(14) . 1_655 ? N2 Fe1 N5 86.24(14) . 1_655 ? O1 Fe1 N3 91.42(13) . . ? O2 Fe1 N3 87.13(13) . . ? N1 Fe1 N3 84.78(14) . . ? N2 Fe1 N3 94.57(13) . . ? N5 Fe1 N3 179.07(15) 1_655 . ? C21 N3 C17 117.6(4) . . ? C21 N3 Fe1 122.0(3) . . ? C17 N3 Fe1 120.1(3) . . ? C27 N5 C23 116.4(4) . . ? C27 N5 Fe1 118.8(3) . 1_455 ? C23 N5 Fe1 124.8(3) . 1_455 ? C16 O2 Fe1 132.5(3) . . ? C44 C45 C40 122.6(4) . . ? C44 C45 H45 118.7 . . ? C40 C45 H45 118.7 . . ? C19 C20 C21 119.3(4) . . ? C19 C20 H20 120.4 . . ? C21 C20 H20 120.4 . . ? C22 N4 C25 124.0(4) . . ? C22 N4 H4A 118.0 . . ? C25 N4 H4A 118.0 . . ? N3 C21 C20 122.6(4) . . ? N3 C21 H21 118.7 . . ? C20 C21 H21 118.7 . . ? O3 C22 N4 123.4(5) . . ? O3 C22 C19 120.8(5) . . ? N4 C22 C19 115.5(5) . . ? C17 C18 C19 118.9(4) . . ? C17 C18 H18 120.6 . . ? C19 C18 H18 120.6 . . ? C43 C44 C45 120.4(4) . . ? C43 C44 H44 119.8 . . ? C45 C44 H44 119.8 . . ? C42 C41 C40 122.8(5) . . ? C42 C41 H41 118.6 . . ? C40 C41 H41 118.6 . . ? C10 N2 C9 120.3(4) . . ? C10 N2 Fe1 126.9(3) . . ? C9 N2 Fe1 112.5(3) . . ? N3 C17 C18 123.3(4) . . ? N3 C17 H17 118.4 . . ? C18 C17 H17 118.4 . . ? C20 C19 C18 118.3(4) . . ? C20 C19 C22 128.0(5) . . ? C18 C19 C22 113.7(4) . . ? N5 C27 C26 123.3(5) . . ? N5 C27 H27 118.3 . . ? C26 C27 H27 118.3 . . ? N5 C23 C24 123.7(5) . . ? N5 C23 H23 118.2 . . ? C24 C23 H23 118.2 . . ? C25 C24 C23 119.3(5) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C42 C43 C44 118.9(5) . . ? C42 C43 H43 120.5 . . ? C44 C43 H43 120.5 . . ? C45 C40 C41 115.4(4) . . ? C45 C40 B1 122.0(4) . . ? C41 C40 B1 122.3(4) . . ? C24 C25 C26 118.5(4) . . ? C24 C25 N4 117.4(4) . . ? C26 C25 N4 124.1(5) . . ? C25 C26 C27 118.8(5) . . ? C25 C26 H26 120.6 . . ? C27 C26 H26 120.6 . . ? C1 O1 Fe1 133.2(3) . . ? N2 C10 C11 124.9(4) . . ? N2 C10 H10 117.6 . . ? C11 C10 H10 117.6 . . ? O1 C1 C2 118.8(4) . . ? O1 C1 C6 121.9(4) . . ? C2 C1 C6 119.3(4) . . ? C35 C34 C39 115.4(4) . . ? C35 C34 B1 121.9(4) . . ? C39 C34 B1 121.9(4) . . ? N2 C9 C8 108.7(4) . . ? N2 C9 H9A 110.0 . . ? C8 C9 H9A 110.0 . . ? N2 C9 H9B 110.0 . . ? C8 C9 H9B 110.0 . . ? H9A C9 H9B 108.3 . . ? C46 C51 C50 121.6(5) . . ? C46 C51 H51 119.2 . . ? C50 C51 H51 119.2 . . ? C5 C6 C1 118.5(4) . . ? C5 C6 C7 117.4(4) . . ? C1 C6 C7 124.0(4) . . ? C48 C47 C46 123.2(5) . . ? C48 C47 H47 118.4 . . ? C46 C47 H47 118.4 . . ? C12 C11 C16 118.5(4) . . ? C12 C11 C10 117.7(4) . . ? C16 C11 C10 123.9(4) . . ? N1 C7 C6 125.1(4) . . ? N1 C7 H7 117.4 . . ? C6 C7 H7 117.4 . . ? C7 N1 C8 119.4(4) . . ? C7 N1 Fe1 126.1(3) . . ? C8 N1 Fe1 114.5(3) . . ? C51 C46 C47 115.0(4) . . ? C51 C46 B1 123.1(4) . . ? C47 C46 B1 121.5(4) . . ? N1 C8 C9 107.0(3) . . ? N1 C8 H8A 110.3 . . ? C9 C8 H8A 110.3 . . ? N1 C8 H8B 110.3 . . ? C9 C8 H8B 110.3 . . ? H8A C8 H8B 108.6 . . ? C47 C48 C49 120.6(5) . . ? C47 C48 H48 119.7 . . ? C49 C48 H48 119.7 . . ? C4 C5 C6 121.3(4) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C34 C35 C36 122.8(5) . . ? C34 C35 H35 118.6 . . ? C36 C35 H35 118.6 . . ? C3 C2 C1 120.7(4) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C37 C36 C35 119.7(5) . . ? C37 C36 H36 120.2 . . ? C35 C36 H36 120.2 . . ? C40 B1 C34 111.8(4) . . ? C40 B1 C28 113.3(4) . . ? C34 B1 C28 102.8(3) . . ? C40 B1 C46 103.4(3) . . ? C34 B1 C46 114.0(4) . . ? C28 B1 C46 111.8(4) . . ? C38 C39 C34 122.0(5) . . ? C38 C39 H39 119.0 . . ? C34 C39 H39 119.0 . . ? C14 C15 C16 120.6(4) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? O2 C16 C15 118.7(4) . . ? O2 C16 C11 122.4(4) . . ? C15 C16 C11 119.0(4) . . ? C43 C42 C41 119.8(5) . . ? C43 C42 H42 120.1 . . ? C41 C42 H42 120.1 . . ? C2 C3 C4 120.1(4) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C12 C13 C14 119.7(4) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C33 C28 C29 114.7(4) . . ? C33 C28 B1 122.2(4) . . ? C29 C28 B1 122.7(4) . . ? C15 C14 C13 120.8(5) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C32 C33 C28 122.4(4) . . ? C32 C33 H33 118.8 . . ? C28 C33 H33 118.8 . . ? C5 C4 C3 119.9(4) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C13 C12 C11 121.2(4) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C36 C37 C38 119.4(5) . . ? C36 C37 H37 120.3 . . ? C38 C37 H37 120.3 . . ? C37 C38 C39 120.7(5) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C30 C29 C28 123.0(4) . . ? C30 C29 H29 118.5 . . ? C28 C29 H29 118.5 . . ? C50 C49 C48 118.4(5) . . ? C50 C49 H49 120.8 . . ? C48 C49 H49 120.8 . . ? C49 C50 C51 121.1(5) . . ? C49 C50 H50 119.4 . . ? C51 C50 H50 119.4 . . ? C53 O5 H5A 109.5 . . ? C31 C30 C29 120.6(5) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C31 C32 C33 120.8(5) . . ? C31 C32 H32 119.6 . . ? C33 C32 H32 119.6 . . ? C30 C31 C32 118.5(5) . . ? C30 C31 H31 120.7 . . ? C32 C31 H31 120.7 . . ? C52 O4 H4B 109.5 . . ? O5 C53 H53A 109.5 . . ? O5 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? O5 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? O4 C52 H52A 109.5 . . ? O4 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? O4 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4B O2 0.84 2.04 2.824(5) 155.4 . _diffrn_measured_fraction_theta_max 0.845 _diffrn_reflns_theta_full 28.61 _diffrn_measured_fraction_theta_full 0.845 _refine_diff_density_max 1.012 _refine_diff_density_min -0.717 _refine_diff_density_rms 0.124 # Attachment '5a.CIF' data_5a _database_code_depnum_ccdc_archive 'CCDC 739043' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [(Fe(acen))2(mu-tvp)(tvp)(tvpH)](tvpH)(BPh4)4.1.5(CH3OH) ; _chemical_name_common 5a _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C169.50 H164 B4 Fe2 N12 O5.50' _chemical_formula_weight 2612.07 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _cell_length_a 16.2950(6) _cell_length_b 19.6279(7) _cell_length_c 22.6273(6) _cell_angle_alpha 79.6020(10) _cell_angle_beta 80.3540(10) _cell_angle_gamma 79.952(2) _cell_volume 6939.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 123(1) _cell_measurement_reflns_used 68605 _cell_measurement_theta_min 1.30 _cell_measurement_theta_max 23.38 _exptl_crystal_description plate _exptl_crystal_colour green-red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2762 _exptl_absorpt_coefficient_mu 0.273 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9349 _exptl_absorpt_correction_T_max 0.9732 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 68605 _diffrn_reflns_av_R_equivalents 0.1103 _diffrn_reflns_av_sigmaI/netI 0.0827 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.30 _diffrn_reflns_theta_max 23.38 _reflns_number_total 19827 _reflns_number_gt 16391 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (Bruker)' _computing_cell_refinement 'Bruker SMART (Bruker)' _computing_data_reduction 'Bruker SAINT (Bruker)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 19827 _refine_ls_number_parameters 1801 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1106 _refine_ls_R_factor_gt 0.0899 _refine_ls_wR_factor_ref 0.1937 _refine_ls_wR_factor_gt 0.1810 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.139 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe2 Fe 0.76714(4) 0.35858(4) 0.13949(3) 0.028 Uani 1 1 d . . . O3 O 0.6997(2) 0.44733(17) 0.12431(16) 0.038 Uani 1 1 d . . . O4 O 0.6959(2) 0.34573(18) 0.21495(15) 0.037 Uani 1 1 d . . . N9 N 0.6879(2) 0.3131(2) 0.10401(17) 0.029 Uani 1 1 d . . . N3 N 0.8345(2) 0.36903(19) 0.06187(17) 0.026 Uani 1 1 d . . . N4 N 0.8387(2) 0.2730(2) 0.15758(17) 0.028 Uani 1 1 d . . . N8 N 0.8429(2) 0.4062(2) 0.1749(2) 0.037 Uani 1 1 d . . . N10 N 0.3114(2) 0.1788(2) -0.10881(18) 0.033 Uani 1 1 d . . . C54 C 0.5159(3) 0.2241(2) 0.0277(2) 0.030 Uani 1 1 d . . . H59 H 0.4993 0.1811 0.0487 0.036 Uiso 1 1 calc R . . C33 C 0.9143(4) 0.4138(5) 0.2567(3) 0.076 Uani 1 1 d . C . H35 H 0.9263 0.3952 0.2966 0.091 Uiso 1 1 calc R . . C40 C 0.8325(3) 0.2271(3) 0.2081(2) 0.039 Uani 1 1 d . . . C35 C 0.8764(3) 0.4630(3) 0.1436(3) 0.044 Uani 1 1 d . . . H37 H 0.8637 0.4807 0.1038 0.053 Uiso 1 1 calc R . . C56 C 0.4262(3) 0.2242(2) -0.0513(2) 0.026 Uani 1 1 d . . . C38 C 0.6994(3) 0.2899(3) 0.2560(2) 0.032 Uani 1 1 d . . . C34 C 0.8621(3) 0.3828(3) 0.2307(3) 0.050 Uani 1 1 d . . . H36 H 0.8391 0.3433 0.2536 0.061 Uiso 1 1 calc R . . C32 C 0.9492(3) 0.4715(5) 0.2252(4) 0.087 Uani 1 1 d . . . C46 C 0.7651(3) 0.4814(3) 0.0233(2) 0.039 Uani 1 1 d . . . H42 H 0.7646 0.5180 -0.0105 0.046 Uiso 1 1 calc R . . C52 C 0.6230(3) 0.2152(3) 0.0961(2) 0.031 Uani 1 1 d . . . H56 H 0.6183 0.1671 0.1091 0.037 Uiso 1 1 calc R . . C55 C 0.4848(3) 0.2516(3) -0.0225(2) 0.031 Uani 1 1 d . . . H60 H 0.5024 0.2945 -0.0427 0.038 Uiso 1 1 calc R . . C36 C 0.9275(4) 0.4956(4) 0.1671(3) 0.066 Uani 1 1 d . C . H38 H 0.9488 0.5356 0.1436 0.080 Uiso 1 1 calc R . . C39 C 0.7640(3) 0.2332(3) 0.2545(2) 0.035 Uani 1 1 d . . . H52 H 0.7614 0.1956 0.2874 0.041 Uiso 1 1 calc R . . C47 C 0.7081(3) 0.4933(3) 0.0741(3) 0.040 Uani 1 1 d . . . C49 C 0.6406(3) 0.3511(3) 0.0627(3) 0.043 Uani 1 1 d . . . H58 H 0.6472 0.3989 0.0496 0.051 Uiso 1 1 calc R . . C57 C 0.4001(3) 0.2612(3) -0.1048(2) 0.032 Uani 1 1 d . . . H64 H 0.4220 0.3030 -0.1230 0.038 Uiso 1 1 calc R . . C58 C 0.3429(3) 0.2380(3) -0.1317(2) 0.032 Uani 1 1 d . . . H63 H 0.3252 0.2650 -0.1679 0.038 Uiso 1 1 calc R . . C48 C 0.6500(4) 0.5610(3) 0.0750(3) 0.063 Uani 1 1 d . . . H39 H 0.5916 0.5520 0.0821 0.094 Uiso 1 1 calc R . . H40 H 0.6603 0.5914 0.0359 0.094 Uiso 1 1 calc R . . H41 H 0.6600 0.5840 0.1076 0.094 Uiso 1 1 calc R . . C45 C 0.8234(3) 0.4214(3) 0.0166(2) 0.036 Uani 1 1 d . . . C51 C 0.5746(3) 0.2551(3) 0.0538(2) 0.028 Uani 1 1 d . . . C60 C 0.3937(3) 0.1624(3) -0.0280(2) 0.033 Uani 1 1 d . . . H61 H 0.4097 0.1348 0.0084 0.039 Uiso 1 1 calc R . . C44 C 0.8769(3) 0.4174(3) -0.0441(2) 0.043 Uani 1 1 d . . . H44 H 0.9356 0.4191 -0.0405 0.065 Uiso 1 1 calc R . . H43 H 0.8567 0.4570 -0.0738 0.065 Uiso 1 1 calc R . . H45 H 0.8733 0.3734 -0.0576 0.065 Uiso 1 1 calc R . . C53 C 0.6784(3) 0.2458(3) 0.1194(2) 0.033 Uani 1 1 d . . . H55 H 0.7115 0.2172 0.1479 0.040 Uiso 1 1 calc R . . C37 C 0.6294(3) 0.2885(3) 0.3078(3) 0.047 Uani 1 1 d . . . H33 H 0.6247 0.3302 0.3271 0.071 Uiso 1 1 calc R . . H53 H 0.6412 0.2464 0.3376 0.071 Uiso 1 1 calc R . . H54 H 0.5765 0.2881 0.2929 0.071 Uiso 1 1 calc R . . C59 C 0.3379(3) 0.1416(3) -0.0584(2) 0.033 Uani 1 1 d . . . H62 H 0.3174 0.0985 -0.0425 0.040 Uiso 1 1 calc R . . C50 C 0.5841(3) 0.3250(3) 0.0386(2) 0.040 Uani 1 1 d . . . H57 H 0.5508 0.3550 0.0109 0.048 Uiso 1 1 calc R . . C43 C 0.8947(4) 0.3044(3) 0.0527(3) 0.056 Uani 1 1 d . . . H46 H 0.9458 0.3163 0.0251 0.067 Uiso 1 1 calc R . . H47 H 0.8685 0.2728 0.0345 0.067 Uiso 1 1 calc R . . C41 C 0.9016(4) 0.1654(3) 0.2175(3) 0.056 Uani 1 1 d . . . H51 H 0.9054 0.1360 0.1862 0.084 Uiso 1 1 calc R . . H49 H 0.8887 0.1379 0.2577 0.084 Uiso 1 1 calc R . . H50 H 0.9554 0.1825 0.2148 0.084 Uiso 1 1 calc R . . C42 C 0.9179(4) 0.2683(4) 0.1150(3) 0.061 Uani 1 1 d . . . H34 H 0.9426 0.2187 0.1136 0.073 Uiso 1 1 calc R . . H48 H 0.9592 0.2923 0.1276 0.073 Uiso 1 1 calc R . . Fe1 Fe 1.28633(4) 0.64877(3) 0.39149(3) 0.025 Uani 1 1 d . . . N7 N 1.2086(2) 0.6072(2) 0.35067(18) 0.032 Uani 1 1 d . . . N6 N 1.3654(2) 0.6893(2) 0.43184(17) 0.026 Uani 1 1 d . . . O1 O 1.34876(19) 0.55836(16) 0.41168(14) 0.029 Uani 1 1 d . . . O2 O 1.3618(2) 0.65527(17) 0.31704(14) 0.034 Uani 1 1 d . . . N2 N 1.2271(2) 0.7405(2) 0.37228(17) 0.028 Uani 1 1 d . . . C28 C 1.1198(4) 0.6133(4) 0.2751(3) 0.071 Uani 1 1 d . . . H32 H 1.0981 0.6395 0.2400 0.085 Uiso 1 1 calc R . . C25 C 1.1851(3) 0.5442(3) 0.3734(3) 0.047 Uani 1 1 d . . . H30 H 1.2074 0.5183 0.4084 0.056 Uiso 1 1 calc R . . C26 C 1.1306(4) 0.5158(4) 0.3486(3) 0.066 Uani 1 1 d . . . H31 H 1.1167 0.4711 0.3670 0.079 Uiso 1 1 calc R . . C29 C 1.1752(4) 0.6409(3) 0.3011(3) 0.051 Uani 1 1 d . . . H29 H 1.1902 0.6854 0.2832 0.062 Uiso 1 1 calc R . . C27 C 1.0954(3) 0.5492(4) 0.2984(3) 0.070 Uani 1 1 d . . . C18 C 1.5406(3) 0.7737(2) 0.5096(2) 0.029 Uani 1 1 d . . . H23 H 1.5642 0.8119 0.4846 0.035 Uiso 1 1 calc R . . N1 N 1.2067(2) 0.63868(19) 0.46377(17) 0.024 Uani 1 1 d . . . C22 C 1.6838(3) 0.8242(3) 0.5491(2) 0.034 Uani 1 1 d . . . H28 H 1.6853 0.8308 0.5063 0.040 Uiso 1 1 calc R . . N5 N 1.7365(2) 0.8451(2) 0.63416(18) 0.029 Uani 1 1 d D . . C24 C 1.6855(3) 0.8045(3) 0.6717(2) 0.033 Uani 1 1 d . . . H26 H 1.6872 0.7973 0.7142 0.040 Uiso 1 1 calc R . . C16 C 1.4595(3) 0.7715(3) 0.4270(2) 0.035 Uani 1 1 d . . . H22 H 1.4845 0.8101 0.4042 0.042 Uiso 1 1 calc R . . C14 C 1.4392(3) 0.6876(2) 0.5153(2) 0.025 Uani 1 1 d . . . H21 H 1.4499 0.6669 0.5551 0.030 Uiso 1 1 calc R . . C9 C 1.2400(3) 0.7849(3) 0.3225(2) 0.034 Uani 1 1 d . . . C10 C 1.3009(3) 0.7678(3) 0.2732(2) 0.039 Uani 1 1 d . . . H15 H 1.3041 0.8018 0.2375 0.047 Uiso 1 1 calc R . . C17 C 1.4041(3) 0.7433(3) 0.4027(2) 0.035 Uani 1 1 d . . . H19 H 1.3925 0.7630 0.3629 0.042 Uiso 1 1 calc R . . C181 C 1.6274(3) 0.7840(2) 0.5863(2) 0.025 Uani 1 1 d . . . C13 C 1.3846(3) 0.6620(2) 0.4881(2) 0.027 Uani 1 1 d . . . H20 H 1.3590 0.6232 0.5098 0.032 Uiso 1 1 calc R . . C15 C 1.4796(3) 0.7445(3) 0.4847(2) 0.028 Uani 1 1 d . . . C20 C 1.7371(3) 0.8544(3) 0.5736(2) 0.036 Uani 1 1 d . . . H27 H 1.7749 0.8822 0.5477 0.043 Uiso 1 1 calc R . . C6 C 1.1352(3) 0.6959(3) 0.4612(2) 0.037 Uani 1 1 d . . . H9 H 1.1106 0.7046 0.5027 0.044 Uiso 1 1 calc R . . H8 H 1.0910 0.6832 0.4418 0.044 Uiso 1 1 calc R . . C4 C 1.2042(3) 0.5824(3) 0.5055(2) 0.031 Uani 1 1 d . . . C3 C 1.2681(3) 0.5245(3) 0.5062(2) 0.035 Uani 1 1 d . . . H4 H 1.2645 0.4886 0.5405 0.042 Uiso 1 1 calc R . . C23 C 1.6310(3) 0.7734(3) 0.6490(2) 0.030 Uani 1 1 d . . . H25 H 1.5954 0.7444 0.6759 0.036 Uiso 1 1 calc R . . C11 C 1.3563(3) 0.7062(3) 0.2722(2) 0.039 Uani 1 1 d . . . C2 C 1.3360(3) 0.5149(3) 0.4612(2) 0.032 Uani 1 1 d . . . C8 C 1.1890(4) 0.8567(3) 0.3150(3) 0.048 Uani 1 1 d . . . H13 H 1.1910 0.8796 0.3498 0.072 Uiso 1 1 calc R . . H12 H 1.1305 0.8528 0.3129 0.072 Uiso 1 1 calc R . . H14 H 1.2122 0.8847 0.2776 0.072 Uiso 1 1 calc R . . C19 C 1.5667(3) 0.7524(2) 0.5633(2) 0.026 Uani 1 1 d . . . H24 H 1.5442 0.7140 0.5887 0.031 Uiso 1 1 calc R . . C7 C 1.1669(3) 0.7612(3) 0.4246(2) 0.041 Uani 1 1 d . . . H10 H 1.1193 0.7953 0.4103 0.049 Uiso 1 1 calc R . . H11 H 1.1950 0.7834 0.4500 0.049 Uiso 1 1 calc R . . C1 C 1.4005(3) 0.4506(3) 0.4669(3) 0.047 Uani 1 1 d . . . H3 H 1.4540 0.4634 0.4723 0.070 Uiso 1 1 calc R . . H2 H 1.4083 0.4292 0.4301 0.070 Uiso 1 1 calc R . . H1 H 1.3813 0.4172 0.5021 0.070 Uiso 1 1 calc R . . C12 C 1.4175(4) 0.6940(3) 0.2164(3) 0.061 Uani 1 1 d . . . H17 H 1.4080 0.6520 0.2023 0.091 Uiso 1 1 calc R . . H18 H 1.4751 0.6874 0.2260 0.091 Uiso 1 1 calc R . . H16 H 1.4094 0.7345 0.1845 0.091 Uiso 1 1 calc R . . C5 C 1.1302(3) 0.5783(3) 0.5549(2) 0.037 Uani 1 1 d . . . H6 H 1.0780 0.5881 0.5368 0.056 Uiso 1 1 calc R . . H7 H 1.1294 0.6129 0.5814 0.056 Uiso 1 1 calc R . . H5 H 1.1348 0.5312 0.5788 0.056 Uiso 1 1 calc R . . C118 C 0.2110(3) 0.3513(3) 0.2719(2) 0.044 Uani 1 1 d . . . H120 H 0.2572 0.3758 0.2695 0.053 Uiso 1 1 calc R . . C108 C 0.4402(3) 0.1548(3) 0.1892(2) 0.042 Uani 1 1 d . . . H112 H 0.4786 0.1135 0.1989 0.050 Uiso 1 1 calc R . . C122 C 0.1198(4) 0.3017(3) 0.2274(3) 0.048 Uani 1 1 d . . . H124 H 0.1030 0.2901 0.1927 0.057 Uiso 1 1 calc R . . C99 C 0.2010(3) 0.3508(2) 0.0965(2) 0.025 Uani 1 1 d . . . C117 C 0.1902(3) 0.3365(3) 0.2189(2) 0.033 Uani 1 1 d . . . C102 C 0.1113(3) 0.3647(3) -0.0034(2) 0.037 Uani 1 1 d . . . H107 H 0.0809 0.3681 -0.0364 0.044 Uiso 1 1 calc R . . C111 C 0.2924(3) 0.4209(3) 0.1404(2) 0.034 Uani 1 1 d . . . C105 C 0.3248(3) 0.2789(3) 0.16087(19) 0.028 Uani 1 1 d . . . C116 C 0.3657(4) 0.4280(3) 0.0992(2) 0.048 Uani 1 1 d . . . H119 H 0.3942 0.3887 0.0812 0.058 Uiso 1 1 calc R . . C121 C 0.0738(4) 0.2833(3) 0.2832(3) 0.060 Uani 1 1 d . . . H123 H 0.0257 0.2610 0.2860 0.072 Uiso 1 1 calc R . . C120 C 0.0968(4) 0.2968(3) 0.3336(3) 0.054 Uani 1 1 d . . . H122 H 0.0659 0.2828 0.3721 0.065 Uiso 1 1 calc R . . C112 C 0.2541(3) 0.4808(3) 0.1645(3) 0.041 Uani 1 1 d . . . H115 H 0.2038 0.4787 0.1925 0.050 Uiso 1 1 calc R . . C113 C 0.2867(4) 0.5438(3) 0.1492(3) 0.056 Uani 1 1 d . . . H116 H 0.2583 0.5835 0.1667 0.067 Uiso 1 1 calc R . . C100 C 0.2340(3) 0.3203(3) 0.0448(2) 0.030 Uani 1 1 d . . . H109 H 0.2888 0.2938 0.0432 0.037 Uiso 1 1 calc R . . C106 C 0.3985(3) 0.2789(3) 0.1850(2) 0.029 Uani 1 1 d . . . H110 H 0.4105 0.3222 0.1921 0.035 Uiso 1 1 calc R . . C101 C 0.1911(3) 0.3268(3) -0.0040(2) 0.033 Uani 1 1 d . . . H108 H 0.2166 0.3051 -0.0382 0.040 Uiso 1 1 calc R . . C107 C 0.4549(3) 0.2186(3) 0.1991(2) 0.039 Uani 1 1 d . . . H111 H 0.5039 0.2214 0.2156 0.047 Uiso 1 1 calc R . . C110 C 0.3123(3) 0.2124(2) 0.1513(2) 0.030 Uani 1 1 d . . . H114 H 0.2634 0.2092 0.1349 0.036 Uiso 1 1 calc R . . C119 C 0.1645(4) 0.3306(3) 0.3297(2) 0.053 Uani 1 1 d . . . H121 H 0.1806 0.3403 0.3654 0.063 Uiso 1 1 calc R . . C109 C 0.3678(3) 0.1521(3) 0.1646(2) 0.038 Uani 1 1 d . . . H113 H 0.3569 0.1087 0.1572 0.045 Uiso 1 1 calc R . . C104 C 0.1205(3) 0.3902(3) 0.0948(2) 0.033 Uani 1 1 d . . . H105 H 0.0949 0.4126 0.1285 0.039 Uiso 1 1 calc R . . C114 C 0.3581(4) 0.5491(3) 0.1098(3) 0.059 Uani 1 1 d . . . H117 H 0.3806 0.5919 0.1001 0.070 Uiso 1 1 calc R . . C103 C 0.0766(3) 0.3976(3) 0.0458(2) 0.041 Uani 1 1 d . . . H106 H 0.0226 0.4254 0.0463 0.049 Uiso 1 1 calc R . . C115 C 0.3983(4) 0.4911(3) 0.0836(3) 0.063 Uani 1 1 d . . . H118 H 0.4480 0.4944 0.0552 0.076 Uiso 1 1 calc R . . B2 B 0.2520(3) 0.3474(3) 0.1538(2) 0.025 Uani 1 1 d . . . C92 C 0.8949(3) -0.0318(3) 0.4793(2) 0.028 Uani 1 1 d . . . H99 H 0.9023 0.0079 0.4952 0.034 Uiso 1 1 calc R . . C87 C 0.8293(3) -0.0250(2) 0.44426(19) 0.022 Uani 1 1 d . . . C77 C 0.6646(3) 0.0486(3) 0.6104(2) 0.039 Uani 1 1 d . . . H88 H 0.6785 0.0641 0.6444 0.047 Uiso 1 1 calc R . . C80 C 0.6273(3) 0.0038(3) 0.5112(2) 0.034 Uani 1 1 d . . . H85 H 0.6132 -0.0127 0.4777 0.041 Uiso 1 1 calc R . . C76 C 0.7127(3) 0.0622(3) 0.5538(2) 0.033 Uani 1 1 d . . . H89 H 0.7585 0.0874 0.5502 0.039 Uiso 1 1 calc R . . C96 C 0.6417(3) 0.0849(3) 0.2679(2) 0.038 Uani 1 1 d . . . H102 H 0.6177 0.0939 0.2312 0.045 Uiso 1 1 calc R . . C79 C 0.5784(3) -0.0091(3) 0.5672(2) 0.041 Uani 1 1 d . . . H86 H 0.5316 -0.0332 0.5712 0.050 Uiso 1 1 calc R . . C94 C 0.7585(3) 0.0424(3) 0.3220(2) 0.032 Uani 1 1 d . . . H104 H 0.8161 0.0224 0.3211 0.038 Uiso 1 1 calc R . . C90 C 0.9410(3) -0.1522(3) 0.4689(2) 0.040 Uani 1 1 d . . . H97 H 0.9782 -0.1947 0.4774 0.048 Uiso 1 1 calc R . . C93 C 0.7127(3) 0.0566(2) 0.3777(2) 0.024 Uani 1 1 d . . . C78 C 0.5974(3) 0.0131(3) 0.6174(2) 0.041 Uani 1 1 d . . . H87 H 0.5644 0.0039 0.6559 0.050 Uiso 1 1 calc R . . C82 C 0.8869(3) 0.1194(3) 0.3967(2) 0.030 Uani 1 1 d . . . H94 H 0.9201 0.0765 0.3884 0.036 Uiso 1 1 calc R . . C75 C 0.6962(3) 0.0399(2) 0.5017(2) 0.025 Uani 1 1 d . . . C97 C 0.5930(3) 0.1008(3) 0.3214(2) 0.036 Uani 1 1 d . . . H101 H 0.5356 0.1210 0.3216 0.043 Uiso 1 1 calc R . . C91 C 0.9485(3) -0.0931(3) 0.4917(2) 0.034 Uani 1 1 d . . . H98 H 0.9912 -0.0949 0.5161 0.041 Uiso 1 1 calc R . . C89 C 0.8779(3) -0.1484(3) 0.4332(2) 0.039 Uani 1 1 d . . . H96 H 0.8717 -0.1882 0.4169 0.046 Uiso 1 1 calc R . . C86 C 0.7599(3) 0.1835(3) 0.4354(2) 0.031 Uani 1 1 d . . . H90 H 0.7038 0.1859 0.4557 0.038 Uiso 1 1 calc R . . C84 C 0.8765(3) 0.2432(3) 0.3889(2) 0.037 Uani 1 1 d . . . H92 H 0.9006 0.2852 0.3766 0.045 Uiso 1 1 calc R . . C95 C 0.7247(3) 0.0559(3) 0.2681(2) 0.038 Uani 1 1 d . . . H103 H 0.7586 0.0452 0.2316 0.045 Uiso 1 1 calc R . . C98 C 0.6286(3) 0.0872(2) 0.3748(2) 0.029 Uani 1 1 d . . . H100 H 0.5945 0.0991 0.4109 0.035 Uiso 1 1 calc R . . C88 C 0.8243(3) -0.0859(3) 0.4218(2) 0.030 Uani 1 1 d . . . H95 H 0.7817 -0.0843 0.3974 0.036 Uiso 1 1 calc R . . C83 C 0.9229(3) 0.1802(3) 0.3793(2) 0.038 Uani 1 1 d . . . H93 H 0.9799 0.1781 0.3607 0.045 Uiso 1 1 calc R . . C81 C 0.8047(3) 0.1180(2) 0.42557(18) 0.022 Uani 1 1 d . . . C85 C 0.7939(3) 0.2452(3) 0.4168(2) 0.037 Uani 1 1 d . . . H91 H 0.7605 0.2887 0.4231 0.045 Uiso 1 1 calc R . . B1 B 0.7598(3) 0.0473(3) 0.4378(2) 0.021 Uani 1 1 d . . . C169 C 0.0692(3) 0.3968(3) 0.5516(2) 0.040 Uani 1 1 d . . . H163 H 0.0123 0.4189 0.5542 0.048 Uiso 1 1 calc R . . C151 C 0.4159(3) 0.1805(3) 0.7166(2) 0.032 Uani 1 1 d . . . H146 H 0.4564 0.1742 0.7436 0.038 Uiso 1 1 calc R . . C160 C 0.1122(3) 0.2890(3) 0.7345(2) 0.037 Uani 1 1 d . . . H159 H 0.0980 0.2727 0.7010 0.045 Uiso 1 1 calc R . . C165 C 0.1933(3) 0.3491(2) 0.6016(2) 0.027 Uani 1 1 d . . . C164 C 0.1951(3) 0.3489(3) 0.7775(2) 0.038 Uani 1 1 d . . . H155 H 0.2397 0.3754 0.7738 0.045 Uiso 1 1 calc R . . C150 C 0.4066(3) 0.1250(3) 0.6900(2) 0.035 Uani 1 1 d . . . H147 H 0.4392 0.0804 0.6990 0.042 Uiso 1 1 calc R . . C149 C 0.3485(3) 0.1360(3) 0.6498(2) 0.032 Uani 1 1 d . . . H148 H 0.3420 0.0988 0.6301 0.038 Uiso 1 1 calc R . . C167 C 0.1948(3) 0.3495(3) 0.4934(2) 0.041 Uani 1 1 d . . . H161 H 0.2253 0.3390 0.4557 0.049 Uiso 1 1 calc R . . C147 C 0.3067(3) 0.2585(2) 0.66557(19) 0.025 Uani 1 1 d . . . C154 C 0.3825(3) 0.3959(3) 0.6301(2) 0.035 Uani 1 1 d . . . H150 H 0.4119 0.3530 0.6187 0.042 Uiso 1 1 calc R . . C168 C 0.1118(3) 0.3797(3) 0.4969(2) 0.044 Uani 1 1 d . . . H162 H 0.0840 0.3887 0.4620 0.052 Uiso 1 1 calc R . . C166 C 0.2341(3) 0.3345(3) 0.5453(2) 0.032 Uani 1 1 d . . . H160 H 0.2914 0.3134 0.5421 0.039 Uiso 1 1 calc R . . C157 C 0.3005(3) 0.5218(3) 0.6603(2) 0.043 Uani 1 1 d . . . H153 H 0.2712 0.5655 0.6701 0.051 Uiso 1 1 calc R . . C152 C 0.3678(3) 0.2446(3) 0.7048(2) 0.030 Uani 1 1 d . . . H145 H 0.3762 0.2815 0.7240 0.036 Uiso 1 1 calc R . . C161 C 0.0648(3) 0.2748(3) 0.7914(3) 0.047 Uani 1 1 d . . . H158 H 0.0197 0.2485 0.7959 0.056 Uiso 1 1 calc R . . C153 C 0.2973(3) 0.3996(2) 0.6536(2) 0.026 Uani 1 1 d . . . C148 C 0.2997(3) 0.2011(2) 0.6381(2) 0.028 Uani 1 1 d . . . H149 H 0.2601 0.2072 0.6104 0.034 Uiso 1 1 calc R . . C159 C 0.1800(3) 0.3265(2) 0.7253(2) 0.029 Uani 1 1 d . . . C155 C 0.4264(3) 0.4524(3) 0.6227(3) 0.045 Uani 1 1 d . . . H151 H 0.4846 0.4474 0.6069 0.054 Uiso 1 1 calc R . . C170 C 0.1095(3) 0.3817(3) 0.6028(2) 0.031 Uani 1 1 d . . . H164 H 0.0793 0.3939 0.6400 0.037 Uiso 1 1 calc R . . C158 C 0.2578(3) 0.4652(3) 0.6683(2) 0.032 Uani 1 1 d . . . H154 H 0.1997 0.4708 0.6842 0.039 Uiso 1 1 calc R . . C156 C 0.3853(3) 0.5157(3) 0.6382(3) 0.046 Uani 1 1 d . . . H152 H 0.4149 0.5544 0.6337 0.055 Uiso 1 1 calc R . . C163 C 0.1484(4) 0.3346(3) 0.8339(2) 0.051 Uani 1 1 d . . . H156 H 0.1623 0.3501 0.8678 0.061 Uiso 1 1 calc R . . C162 C 0.0820(4) 0.2980(3) 0.8411(2) 0.050 Uani 1 1 d . . . H157 H 0.0488 0.2889 0.8796 0.060 Uiso 1 1 calc R . . B4 B 0.2441(3) 0.3336(3) 0.6609(2) 0.026 Uani 1 1 d . . . C132 C 0.4119(3) 0.9285(3) 0.2148(2) 0.035 Uani 1 1 d . . . H132 H 0.4446 0.9236 0.2468 0.043 Uiso 1 1 calc R . . C136 C 0.1020(3) 1.0090(3) 0.0510(2) 0.034 Uani 1 1 d . . . H135 H 0.0890 0.9639 0.0501 0.041 Uiso 1 1 calc R . . C131 C 0.4381(3) 0.8890(3) 0.1681(2) 0.035 Uani 1 1 d . . . H133 H 0.4890 0.8569 0.1680 0.042 Uiso 1 1 calc R . . C126 C 0.3963(3) 0.9857(3) -0.1255(2) 0.035 Uani 1 1 d . . . H127 H 0.4233 0.9962 -0.1659 0.042 Uiso 1 1 calc R . . C135 C 0.1827(3) 1.0148(3) 0.0615(2) 0.030 Uani 1 1 d . . . C125 C 0.3127(3) 0.9767(3) -0.1139(2) 0.040 Uani 1 1 d . . . H126 H 0.2820 0.9802 -0.1468 0.048 Uiso 1 1 calc R . . C133 C 0.3381(3) 0.9745(3) 0.2143(2) 0.035 Uani 1 1 d . . . H131 H 0.3187 1.0009 0.2465 0.042 Uiso 1 1 calc R . . C141 C 0.2211(3) 0.8736(3) 0.0817(2) 0.031 Uani 1 1 d . . . C137 C 0.0408(3) 1.0665(3) 0.0418(2) 0.048 Uani 1 1 d . . . H136 H -0.0134 1.0601 0.0356 0.057 Uiso 1 1 calc R . . C129 C 0.3161(3) 0.9443(2) 0.1183(2) 0.026 Uani 1 1 d . . . C123 C 0.3143(3) 0.9566(2) -0.0041(2) 0.028 Uani 1 1 d . . . C128 C 0.3993(3) 0.9653(3) -0.0180(2) 0.030 Uani 1 1 d . . . H129 H 0.4308 0.9614 0.0145 0.036 Uiso 1 1 calc R . . C146 C 0.1705(3) 0.8583(3) 0.1373(2) 0.036 Uani 1 1 d . . . H144 H 0.1549 0.8935 0.1626 0.044 Uiso 1 1 calc R . . C138 C 0.0573(4) 1.1324(3) 0.0415(3) 0.056 Uani 1 1 d . . . H137 H 0.0157 1.1720 0.0335 0.067 Uiso 1 1 calc R . . C130 C 0.3901(3) 0.8966(2) 0.1216(2) 0.028 Uani 1 1 d . . . H134 H 0.4084 0.8682 0.0907 0.033 Uiso 1 1 calc R . . C134 C 0.2919(3) 0.9823(2) 0.1663(2) 0.028 Uani 1 1 d . . . H130 H 0.2416 1.0152 0.1664 0.034 Uiso 1 1 calc R . . C127 C 0.4396(3) 0.9792(3) -0.0768(2) 0.034 Uani 1 1 d . . . H128 H 0.4975 0.9843 -0.0837 0.041 Uiso 1 1 calc R . . C124 C 0.2733(3) 0.9625(3) -0.0549(2) 0.033 Uani 1 1 d . . . H125 H 0.2157 0.9564 -0.0485 0.040 Uiso 1 1 calc R . . C142 C 0.2415(4) 0.8191(3) 0.0478(3) 0.057 Uani 1 1 d . . . H140 H 0.2750 0.8263 0.0093 0.068 Uiso 1 1 calc R . . C140 C 0.1962(3) 1.0834(3) 0.0625(2) 0.037 Uani 1 1 d . . . H139 H 0.2495 1.0904 0.0701 0.044 Uiso 1 1 calc R . . C143 C 0.2144(5) 0.7538(4) 0.0685(3) 0.076 Uani 1 1 d . . . H141 H 0.2318 0.7172 0.0447 0.091 Uiso 1 1 calc R . . C139 C 0.1351(4) 1.1410(3) 0.0530(2) 0.050 Uani 1 1 d . . . H138 H 0.1466 1.1865 0.0543 0.060 Uiso 1 1 calc R . . C145 C 0.1421(3) 0.7948(3) 0.1574(3) 0.046 Uani 1 1 d . . . H143 H 0.1078 0.7872 0.1956 0.055 Uiso 1 1 calc R . . C144 C 0.1632(4) 0.7424(3) 0.1224(3) 0.064 Uani 1 1 d . . . H142 H 0.1425 0.6991 0.1355 0.077 Uiso 1 1 calc R . . B3 B 0.2596(3) 0.9472(3) 0.0642(2) 0.027 Uani 1 1 d . . . N11 N 0.1982(2) 0.1322(2) -0.15665(18) 0.030 Uani 1 1 d D . . N12 N -0.1590(2) -0.0903(2) -0.31695(17) 0.030 Uani 1 1 d . B . C65 C 0.2073(3) 0.1326(2) -0.2162(2) 0.029 Uani 1 1 d . . . H67 H 0.2523 0.1526 -0.2417 0.035 Uiso 1 1 calc R . . C68 C -0.0545(3) -0.0198(3) -0.2702(3) 0.058 Uani 1 1 d . . . C61 C 0.1349(3) 0.1052(3) -0.1206(3) 0.048 Uani 1 1 d . . . H70 H 0.1291 0.1055 -0.0781 0.058 Uiso 1 1 calc R . . C63 C 0.0873(3) 0.0745(3) -0.2046(4) 0.057 Uani 1 1 d . . . C72 C -0.0987(4) -0.0705(4) -0.2335(3) 0.057 Uani 1 1 d . B . H73 H -0.0943 -0.0816 -0.1914 0.069 Uiso 1 1 calc R . . C70 C -0.1170(3) -0.0419(3) -0.3520(2) 0.033 Uani 1 1 d . . . H75 H -0.1231 -0.0312 -0.3939 0.040 Uiso 1 1 calc R B . C69 C -0.0650(3) -0.0067(3) -0.3303(3) 0.044 Uani 1 1 d . B . H76 H -0.0361 0.0271 -0.3573 0.053 Uiso 1 1 calc R . . C64 C 0.1522(3) 0.1040(3) -0.2415(3) 0.043 Uani 1 1 d . . . H68 H 0.1591 0.1048 -0.2841 0.051 Uiso 1 1 calc R . . C71 C -0.1485(3) -0.1042(3) -0.2583(2) 0.043 Uani 1 1 d . . . H74 H -0.1769 -0.1392 -0.2325 0.052 Uiso 1 1 calc R B . C62 C 0.0779(4) 0.0769(3) -0.1429(4) 0.063 Uani 1 1 d . . . H69 H 0.0321 0.0591 -0.1165 0.076 Uiso 1 1 calc R . . O6 O 0.4439(3) 0.3868(3) 0.3239(3) 0.098 Uani 1 1 d . A 1 H84 H 0.4875 0.4057 0.3189 2.000 Uiso 1 1 calc R . . O5 O 0.5486(4) 0.4451(4) 0.2316(3) 0.047 Uani 0.50 1 d P . . H80 H 0.5976 0.4294 0.2169 0.056 Uiso 0.50 1 calc PR . . C73 C 0.3715(5) 0.4403(5) 0.3165(5) 0.118 Uani 1 1 d . . . H82 H 0.3202 0.4212 0.3358 0.177 Uiso 1 1 calc R A 1 H83 H 0.3685 0.4559 0.2731 0.177 Uiso 1 1 calc R A 1 H81 H 0.3769 0.4802 0.3354 0.177 Uiso 1 1 calc R A 1 H65 H 1.765(5) 0.866(4) 0.653(4) 0.142 Uiso 1 1 d D . . H66 H 0.236(4) 0.151(4) -0.145(4) 0.142 Uiso 1 1 d D . . C67A C -0.0132(6) 0.0045(5) -0.2255(5) 0.029 Uani 0.50 1 d P B 2 H72A H -0.0240 -0.0108 -0.1830 0.035 Uiso 0.50 1 calc PR B 2 C66B C 0.0221(6) 0.0329(5) -0.2088(4) 0.027 Uani 0.50 1 d P B 1 H71B H -0.0095 0.0102 -0.1739 0.033 Uiso 0.50 1 calc PR B 1 C67B C 0.0109(5) 0.0294(5) -0.2637(4) 0.020 Uani 0.50 1 d P B 1 H72B H 0.0401 0.0549 -0.2982 0.024 Uiso 0.50 1 calc PR B 1 C66A C 0.0400(6) 0.0495(5) -0.2501(5) 0.026 Uani 0.50 1 d P B 2 H71A H 0.0489 0.0655 -0.2926 0.031 Uiso 0.50 1 calc PR B 2 C31A C 0.9988(6) 0.5250(5) 0.2384(4) 0.024 Uani 0.50 1 d P C 1 H34B H 0.9978 0.5711 0.2164 0.029 Uiso 0.50 1 calc PR C 1 C30A C 1.0440(6) 0.5001(5) 0.2842(4) 0.025 Uani 0.50 1 d P C 1 H33B H 1.0432 0.4541 0.3062 0.030 Uiso 0.50 1 calc PR C 1 C31B C 1.0105(6) 0.4799(5) 0.2679(5) 0.035 Uani 0.50 1 d P C 2 H34A H 1.0281 0.4444 0.2996 0.042 Uiso 0.50 1 calc PR C 2 C30B C 1.0349(6) 0.5403(6) 0.2557(5) 0.035 Uani 0.50 1 d P C 2 H33A H 1.0176 0.5757 0.2237 0.042 Uiso 0.50 1 calc PR C 2 C74 C 0.5396(9) 0.5159(8) 0.2247(6) 0.083 Uani 0.50 1 d P . . H79 H 0.4985 0.5326 0.2577 0.124 Uiso 0.50 1 calc PR . . H78 H 0.5200 0.5359 0.1857 0.124 Uiso 0.50 1 calc PR . . H77 H 0.5940 0.5303 0.2256 0.124 Uiso 0.50 1 calc PR . . _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_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe2 0.027 0.027 0.036 -0.010 -0.009 -0.006 O3 0.032 0.027 0.056 -0.011 -0.010 -0.004 O4 0.038 0.035 0.039 -0.012 -0.009 -0.003 N9 0.026 0.028 0.034 -0.005 -0.007 -0.006 N3 0.024 0.019 0.038 -0.010 -0.007 -0.006 N4 0.026 0.031 0.029 -0.008 -0.005 -0.002 N8 0.025 0.045 0.049 -0.025 -0.008 -0.002 N10 0.029 0.043 0.029 -0.013 -0.009 0.002 C54 0.036 0.025 0.032 -0.002 -0.005 -0.012 C33 0.025 0.150 0.072 -0.072 -0.005 -0.012 C40 0.036 0.040 0.046 -0.015 -0.014 0.002 C35 0.024 0.041 0.073 -0.029 0.001 -0.006 C56 0.023 0.026 0.029 -0.014 0.000 0.001 C38 0.036 0.032 0.033 -0.010 -0.014 -0.004 C34 0.031 0.072 0.057 -0.038 -0.010 -0.001 C32 0.019 0.156 0.117 -0.118 0.018 -0.027 C46 0.037 0.026 0.051 0.001 -0.004 -0.008 C52 0.038 0.024 0.033 0.001 -0.008 -0.011 C55 0.028 0.030 0.036 -0.006 -0.005 -0.006 C36 0.036 0.075 0.107 -0.068 0.012 -0.025 C39 0.035 0.038 0.030 -0.004 -0.005 -0.005 C47 0.037 0.022 0.061 0.003 -0.006 -0.011 C49 0.045 0.025 0.062 0.001 -0.024 -0.010 C57 0.030 0.034 0.029 -0.004 -0.004 -0.003 C58 0.036 0.034 0.025 -0.006 -0.007 0.004 C48 0.060 0.031 0.084 0.000 0.011 -0.002 C45 0.032 0.035 0.047 -0.007 -0.009 -0.013 C51 0.026 0.034 0.026 -0.009 -0.002 -0.010 C60 0.038 0.033 0.031 -0.002 -0.015 -0.007 C44 0.045 0.041 0.046 -0.007 -0.008 -0.010 C53 0.035 0.030 0.036 -0.001 -0.010 -0.008 C37 0.042 0.048 0.047 -0.009 0.005 -0.007 C59 0.035 0.036 0.034 -0.006 -0.012 -0.008 C50 0.042 0.031 0.054 0.001 -0.025 -0.012 C43 0.053 0.061 0.057 -0.013 -0.013 -0.011 C41 0.046 0.057 0.057 -0.004 -0.011 0.016 C42 0.059 0.064 0.061 -0.017 -0.015 0.001 Fe1 0.023 0.028 0.027 -0.004 -0.007 -0.007 N7 0.025 0.039 0.037 -0.014 -0.011 -0.003 N6 0.021 0.027 0.029 -0.002 -0.005 -0.005 O1 0.024 0.031 0.033 -0.003 -0.003 -0.008 O2 0.035 0.038 0.030 -0.003 -0.005 -0.009 N2 0.027 0.030 0.028 -0.004 -0.010 -0.005 C28 0.042 0.115 0.073 -0.052 -0.032 0.003 C25 0.037 0.048 0.062 -0.027 -0.002 -0.015 C26 0.048 0.083 0.088 -0.058 0.007 -0.037 C29 0.050 0.058 0.055 -0.021 -0.016 -0.009 C27 0.021 0.121 0.094 -0.087 0.006 -0.017 C18 0.026 0.027 0.034 0.000 -0.003 -0.010 N1 0.022 0.020 0.032 -0.007 -0.010 -0.004 C22 0.033 0.043 0.027 -0.003 -0.008 -0.010 N5 0.026 0.026 0.036 -0.005 -0.007 -0.005 C24 0.035 0.039 0.029 -0.009 -0.006 -0.009 C16 0.033 0.038 0.035 0.004 -0.006 -0.019 C14 0.024 0.025 0.024 -0.002 -0.004 -0.002 C9 0.038 0.029 0.039 -0.004 -0.016 -0.007 C10 0.048 0.038 0.032 -0.001 -0.011 -0.007 C17 0.035 0.040 0.031 0.003 -0.011 -0.011 C181 0.023 0.024 0.028 -0.006 -0.003 -0.003 C13 0.023 0.024 0.032 -0.001 -0.005 -0.004 C15 0.022 0.033 0.032 -0.007 -0.006 -0.006 C20 0.033 0.040 0.035 0.001 -0.005 -0.013 C6 0.036 0.038 0.040 -0.012 -0.005 -0.006 C4 0.024 0.036 0.033 -0.005 -0.004 -0.009 C3 0.034 0.029 0.042 -0.001 -0.007 -0.009 C23 0.029 0.032 0.029 -0.003 -0.001 -0.012 C11 0.043 0.046 0.031 -0.005 -0.005 -0.014 C2 0.030 0.030 0.036 -0.003 -0.002 -0.008 C8 0.058 0.040 0.047 0.002 -0.018 -0.007 C19 0.022 0.028 0.029 -0.006 0.000 -0.010 C7 0.046 0.038 0.040 -0.009 -0.012 -0.002 C1 0.046 0.039 0.047 0.003 0.000 0.001 C12 0.077 0.056 0.040 -0.006 0.015 -0.010 C5 0.034 0.039 0.038 -0.007 0.000 -0.011 C118 0.040 0.059 0.028 -0.009 -0.002 0.008 C108 0.039 0.042 0.037 -0.003 -0.010 0.011 C122 0.059 0.041 0.043 -0.009 0.012 -0.024 C99 0.028 0.025 0.021 -0.002 -0.001 -0.005 C117 0.045 0.028 0.021 -0.002 -0.003 0.006 C102 0.032 0.054 0.030 -0.014 -0.011 -0.008 C111 0.037 0.041 0.025 -0.001 -0.009 -0.011 C105 0.029 0.037 0.016 -0.003 0.001 -0.008 C116 0.071 0.044 0.033 -0.004 0.004 -0.027 C121 0.083 0.055 0.036 0.001 0.021 -0.027 C120 0.053 0.046 0.048 0.014 0.008 0.000 C112 0.041 0.033 0.051 -0.004 -0.013 -0.003 C113 0.063 0.035 0.076 -0.011 -0.024 -0.008 C100 0.034 0.030 0.024 -0.005 -0.001 0.000 C106 0.025 0.035 0.026 -0.005 0.002 -0.004 C101 0.044 0.035 0.019 -0.007 0.001 -0.006 C107 0.024 0.058 0.036 -0.015 -0.002 -0.003 C110 0.031 0.034 0.026 -0.002 -0.007 -0.006 C119 0.064 0.062 0.026 -0.014 -0.019 0.031 C109 0.050 0.027 0.033 -0.003 -0.004 -0.003 C104 0.030 0.041 0.030 -0.014 0.000 -0.007 C114 0.085 0.041 0.057 0.002 -0.014 -0.034 C103 0.023 0.059 0.045 -0.016 -0.007 -0.005 C115 0.083 0.070 0.042 -0.005 0.009 -0.046 B2 0.023 0.030 0.022 -0.005 0.001 -0.005 C92 0.024 0.035 0.026 0.001 -0.006 -0.008 C87 0.017 0.032 0.017 0.002 -0.004 -0.009 C77 0.044 0.044 0.027 -0.008 0.001 -0.007 C80 0.029 0.041 0.033 -0.002 -0.005 -0.011 C76 0.033 0.044 0.024 -0.004 -0.004 -0.014 C96 0.049 0.036 0.035 -0.006 -0.029 -0.003 C79 0.028 0.047 0.045 0.003 -0.001 -0.011 C94 0.028 0.038 0.030 -0.011 -0.009 0.003 C90 0.027 0.040 0.046 0.006 -0.009 0.002 C93 0.023 0.019 0.031 0.000 -0.010 -0.005 C78 0.033 0.052 0.029 0.001 0.012 -0.003 C82 0.024 0.033 0.031 0.001 -0.005 -0.005 C75 0.019 0.031 0.025 -0.003 -0.005 -0.004 C97 0.030 0.038 0.042 -0.002 -0.019 -0.002 C91 0.023 0.041 0.039 0.005 -0.015 -0.010 C89 0.040 0.033 0.043 -0.011 -0.008 0.000 C86 0.028 0.033 0.035 -0.011 0.001 -0.010 C84 0.037 0.038 0.040 -0.004 -0.002 -0.020 C95 0.042 0.046 0.029 -0.014 -0.017 0.005 C98 0.026 0.033 0.029 -0.003 -0.007 -0.005 C88 0.027 0.036 0.030 -0.010 -0.009 -0.003 C83 0.025 0.043 0.040 0.009 -0.003 -0.012 C81 0.020 0.032 0.016 -0.005 -0.009 -0.002 C85 0.046 0.030 0.038 -0.012 -0.003 -0.005 B1 0.015 0.026 0.025 -0.006 -0.006 -0.006 C169 0.029 0.049 0.043 -0.011 -0.011 -0.001 C151 0.031 0.031 0.031 -0.003 -0.013 0.005 C160 0.030 0.033 0.042 -0.001 0.001 0.002 C165 0.030 0.023 0.026 -0.001 -0.002 -0.004 C164 0.032 0.046 0.031 -0.001 -0.004 0.000 C150 0.032 0.030 0.039 -0.003 -0.007 0.003 C149 0.027 0.036 0.032 -0.008 0.000 -0.003 C167 0.044 0.049 0.028 -0.005 -0.008 -0.002 C147 0.022 0.030 0.021 0.002 0.000 -0.006 C154 0.031 0.033 0.038 -0.003 -0.002 -0.005 C168 0.038 0.057 0.037 -0.003 -0.019 -0.002 C166 0.028 0.040 0.027 -0.001 -0.006 -0.003 C157 0.048 0.029 0.050 -0.009 -0.008 -0.001 C152 0.029 0.032 0.027 -0.006 -0.002 -0.004 C161 0.030 0.033 0.062 0.009 0.016 0.001 C153 0.029 0.026 0.022 -0.001 -0.008 -0.003 C148 0.025 0.031 0.027 0.000 -0.004 -0.004 C159 0.021 0.028 0.031 -0.001 -0.005 0.009 C155 0.030 0.042 0.062 -0.008 0.004 -0.011 C170 0.027 0.035 0.029 -0.008 -0.008 0.003 C158 0.029 0.034 0.036 -0.006 -0.002 -0.009 C156 0.042 0.041 0.058 -0.009 -0.005 -0.018 C163 0.049 0.072 0.021 0.000 -0.001 0.008 C162 0.053 0.054 0.026 0.005 0.014 0.009 B4 0.025 0.026 0.026 0.002 -0.006 -0.002 C132 0.041 0.040 0.027 -0.006 -0.012 -0.003 C136 0.026 0.046 0.028 -0.003 -0.002 -0.003 C131 0.029 0.043 0.030 -0.004 -0.003 0.000 C126 0.045 0.035 0.024 -0.007 -0.002 -0.007 C135 0.029 0.035 0.025 0.000 -0.005 -0.005 C125 0.054 0.039 0.032 -0.011 -0.020 -0.005 C133 0.044 0.033 0.029 -0.009 -0.008 -0.003 C141 0.026 0.034 0.034 -0.007 -0.008 -0.005 C137 0.032 0.065 0.037 0.013 -0.004 -0.004 C129 0.026 0.028 0.025 -0.006 -0.001 -0.010 C123 0.031 0.027 0.027 -0.005 -0.004 -0.006 C128 0.025 0.036 0.030 -0.006 -0.004 -0.007 C146 0.038 0.042 0.032 -0.006 -0.005 -0.013 C138 0.047 0.056 0.051 0.007 -0.010 0.016 C130 0.028 0.033 0.022 -0.007 0.004 -0.006 C134 0.028 0.027 0.030 -0.004 -0.006 -0.001 C127 0.029 0.039 0.034 -0.005 0.002 -0.010 C124 0.030 0.044 0.029 -0.012 -0.004 -0.008 C142 0.060 0.052 0.062 -0.027 0.019 -0.025 C140 0.037 0.040 0.032 -0.001 -0.006 -0.004 C143 0.105 0.055 0.075 -0.031 0.016 -0.039 C139 0.066 0.037 0.040 0.002 -0.005 0.001 C145 0.043 0.051 0.045 -0.005 -0.004 -0.020 C144 0.067 0.054 0.075 -0.016 0.013 -0.037 B3 0.025 0.031 0.024 -0.002 -0.001 -0.009 N11 0.029 0.034 0.029 -0.004 -0.007 -0.008 N12 0.024 0.036 0.032 -0.005 -0.010 -0.006 C65 0.025 0.028 0.033 -0.002 -0.006 -0.004 C68 0.032 0.062 0.096 -0.057 -0.042 0.025 C61 0.044 0.050 0.039 0.008 0.009 -0.005 C63 0.022 0.034 0.124 -0.031 -0.027 0.007 C72 0.039 0.090 0.046 -0.043 -0.026 0.036 C70 0.033 0.037 0.032 -0.008 -0.007 -0.005 C69 0.020 0.022 0.092 -0.019 -0.006 -0.001 C64 0.039 0.042 0.056 -0.027 -0.021 0.006 C71 0.027 0.063 0.032 0.000 -0.003 0.008 C62 0.033 0.037 0.113 -0.002 0.014 -0.021 O6 0.086 0.091 0.109 -0.013 -0.001 -0.006 O5 0.027 0.035 0.052 0.008 0.018 0.028 C73 0.074 0.143 0.144 -0.080 -0.038 0.047 C67A 0.025 0.028 0.030 0.001 -0.002 0.001 C66B 0.025 0.031 0.028 -0.002 -0.001 -0.018 C67B 0.004 0.031 0.025 -0.002 -0.004 -0.001 C66A 0.015 0.034 0.032 -0.007 -0.008 -0.008 C31A 0.024 0.023 0.027 0.003 -0.004 -0.008 C30A 0.027 0.022 0.023 0.002 -0.006 -0.002 C31B 0.034 0.030 0.037 0.006 -0.003 -0.011 C30B 0.031 0.037 0.037 -0.007 -0.009 -0.004 C74 0.073 0.118 0.031 0.014 -0.004 0.027 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe2 N4 1.891(4) . ? Fe2 O3 1.898(3) . ? Fe2 O4 1.900(3) . ? Fe2 N3 1.907(4) . ? Fe2 N8 2.011(4) . ? Fe2 N9 2.029(4) . ? O3 C47 1.321(6) . ? O4 C38 1.302(6) . ? N9 C53 1.334(6) . ? N9 C49 1.347(6) . ? N3 C45 1.325(6) . ? N3 C43 1.486(7) . ? N4 C40 1.322(6) . ? N4 C42 1.475(7) . ? N8 C34 1.334(7) . ? N8 C35 1.358(7) . ? N10 C59 1.334(6) . ? N10 C58 1.335(6) . ? C54 C55 1.310(7) . ? C54 C51 1.468(6) . ? C54 H59 0.9500 . ? C33 C32 1.383(11) . ? C33 C34 1.384(8) . ? C33 H35 0.9500 . ? C40 C39 1.403(7) . ? C40 C41 1.513(7) . ? C35 C36 1.356(7) . ? C35 H37 0.9500 . ? C56 C57 1.385(7) . ? C56 C60 1.388(7) . ? C56 C55 1.463(6) . ? C38 C39 1.394(7) . ? C38 C37 1.493(7) . ? C34 H36 0.9500 . ? C32 C36 1.395(11) . ? C32 C31A 1.528(11) . ? C32 C31B 1.548(13) . ? C46 C47 1.378(7) . ? C46 C45 1.394(7) . ? C46 H42 0.9500 . ? C52 C53 1.382(7) . ? C52 C51 1.386(7) . ? C52 H56 0.9500 . ? C55 H60 0.9500 . ? C36 H38 0.9500 . ? C39 H52 0.9500 . ? C47 C48 1.492(8) . ? C49 C50 1.357(7) . ? C49 H58 0.9500 . ? C57 C58 1.373(7) . ? C57 H64 0.9500 . ? C58 H63 0.9500 . ? C48 H39 0.9800 . ? C48 H40 0.9800 . ? C48 H41 0.9800 . ? C45 C44 1.505(7) . ? C51 C50 1.383(7) . ? C60 C59 1.380(6) . ? C60 H61 0.9500 . ? C44 H44 0.9800 . ? C44 H43 0.9800 . ? C44 H45 0.9800 . ? C53 H55 0.9500 . ? C37 H33 0.9800 . ? C37 H53 0.9800 . ? C37 H54 0.9800 . ? C59 H62 0.9500 . ? C50 H57 0.9500 . ? C43 C42 1.535(8) . ? C43 H46 0.9900 . ? C43 H47 0.9900 . ? C41 H51 0.9800 . ? C41 H49 0.9800 . ? C41 H50 0.9800 . ? C42 H34 0.9900 . ? C42 H48 0.9900 . ? Fe1 N2 1.900(4) . ? Fe1 O1 1.904(3) . ? Fe1 O2 1.910(3) . ? Fe1 N1 1.913(4) . ? Fe1 N6 2.036(4) . ? Fe1 N7 2.037(4) . ? N7 C29 1.342(7) . ? N7 C25 1.344(7) . ? N6 C17 1.340(6) . ? N6 C13 1.355(6) . ? O1 C2 1.290(6) . ? O2 C11 1.293(6) . ? N2 C9 1.306(6) . ? N2 C7 1.474(6) . ? C28 C27 1.372(10) . ? C28 C29 1.385(8) . ? C28 H32 0.9500 . ? C25 C26 1.366(7) . ? C25 H30 0.9500 . ? C26 C27 1.368(10) . ? C26 H31 0.9500 . ? C29 H29 0.9500 . ? C27 C30A 1.488(12) . ? C27 C30B 1.542(12) . ? C18 C19 1.327(6) . ? C18 C15 1.462(6) . ? C18 H23 0.9500 . ? N1 C4 1.319(6) . ? N1 C6 1.472(6) . ? C22 C20 1.369(7) . ? C22 C181 1.390(6) . ? C22 H28 0.9500 . ? N5 C24 1.340(6) . ? N5 C20 1.347(6) . ? N5 H65 0.871(11) . ? C24 C23 1.372(6) . ? C24 H26 0.9500 . ? C16 C17 1.371(7) . ? C16 C15 1.388(7) . ? C16 H22 0.9500 . ? C14 C13 1.368(6) . ? C14 C15 1.407(6) . ? C14 H21 0.9500 . ? C9 C10 1.411(7) . ? C9 C8 1.502(7) . ? C10 C11 1.377(7) . ? C10 H15 0.9500 . ? C17 H19 0.9500 . ? C181 C23 1.405(6) . ? C181 C19 1.462(6) . ? C13 H20 0.9500 . ? C20 H27 0.9500 . ? C6 C7 1.516(7) . ? C6 H9 0.9900 . ? C6 H8 0.9900 . ? C4 C3 1.401(7) . ? C4 C5 1.504(7) . ? C3 C2 1.384(7) . ? C3 H4 0.9500 . ? C23 H25 0.9500 . ? C11 C12 1.500(7) . ? C2 C1 1.496(7) . ? C8 H13 0.9800 . ? C8 H12 0.9800 . ? C8 H14 0.9800 . ? C19 H24 0.9500 . ? C7 H10 0.9900 . ? C7 H11 0.9900 . ? C1 H3 0.9800 . ? C1 H2 0.9800 . ? C1 H1 0.9800 . ? C12 H17 0.9800 . ? C12 H18 0.9800 . ? C12 H16 0.9800 . ? C5 H6 0.9800 . ? C5 H7 0.9800 . ? C5 H5 0.9800 . ? C118 C117 1.390(7) . ? C118 C119 1.426(8) . ? C118 H120 0.9500 . ? C108 C107 1.378(7) . ? C108 C109 1.399(7) . ? C108 H112 0.9500 . ? C122 C121 1.378(7) . ? C122 C117 1.404(7) . ? C122 H124 0.9500 . ? C99 C100 1.394(6) . ? C99 C104 1.404(7) . ? C99 B2 1.640(7) . ? C117 B2 1.641(7) . ? C102 C103 1.379(7) . ? C102 C101 1.379(7) . ? C102 H107 0.9500 . ? C111 C112 1.390(7) . ? C111 C116 1.397(7) . ? C111 B2 1.647(7) . ? C105 C106 1.401(6) . ? C105 C110 1.414(7) . ? C105 B2 1.635(7) . ? C116 C115 1.396(8) . ? C116 H119 0.9500 . ? C121 C120 1.341(9) . ? C121 H123 0.9500 . ? C120 C119 1.367(8) . ? C120 H122 0.9500 . ? C112 C113 1.396(8) . ? C112 H115 0.9500 . ? C113 C114 1.350(9) . ? C113 H116 0.9500 . ? C100 C101 1.380(7) . ? C100 H109 0.9500 . ? C106 C107 1.388(7) . ? C106 H110 0.9500 . ? C101 H108 0.9500 . ? C107 H111 0.9500 . ? C110 C109 1.377(7) . ? C110 H114 0.9500 . ? C119 H121 0.9500 . ? C109 H113 0.9500 . ? C104 C103 1.389(7) . ? C104 H105 0.9500 . ? C114 C115 1.389(9) . ? C114 H117 0.9500 . ? C103 H106 0.9500 . ? C115 H118 0.9500 . ? C92 C91 1.372(7) . ? C92 C87 1.410(6) . ? C92 H99 0.9500 . ? C87 C88 1.399(6) . ? C87 B1 1.654(7) . ? C77 C78 1.371(7) . ? C77 C76 1.391(7) . ? C77 H88 0.9500 . ? C80 C79 1.386(7) . ? C80 C75 1.397(6) . ? C80 H85 0.9500 . ? C76 C75 1.411(6) . ? C76 H89 0.9500 . ? C96 C95 1.373(7) . ? C96 C97 1.386(7) . ? C96 H102 0.9500 . ? C79 C78 1.385(8) . ? C79 H86 0.9500 . ? C94 C95 1.385(7) . ? C94 C93 1.401(6) . ? C94 H104 0.9500 . ? C90 C91 1.383(7) . ? C90 C89 1.394(7) . ? C90 H97 0.9500 . ? C93 C98 1.405(6) . ? C93 B1 1.637(6) . ? C78 H87 0.9500 . ? C82 C83 1.386(7) . ? C82 C81 1.391(6) . ? C82 H94 0.9500 . ? C75 B1 1.630(7) . ? C97 C98 1.390(7) . ? C97 H101 0.9500 . ? C91 H98 0.9500 . ? C89 C88 1.386(7) . ? C89 H96 0.9500 . ? C86 C85 1.385(7) . ? C86 C81 1.399(6) . ? C86 H90 0.9500 . ? C84 C83 1.365(7) . ? C84 C85 1.385(7) . ? C84 H92 0.9500 . ? C95 H103 0.9500 . ? C98 H100 0.9500 . ? C88 H95 0.9500 . ? C83 H93 0.9500 . ? C81 B1 1.638(7) . ? C85 H91 0.9500 . ? C169 C168 1.381(7) . ? C169 C170 1.387(7) . ? C169 H163 0.9500 . ? C151 C152 1.370(7) . ? C151 C150 1.377(7) . ? C151 H146 0.9500 . ? C160 C161 1.394(7) . ? C160 C159 1.399(7) . ? C160 H159 0.9500 . ? C165 C166 1.389(7) . ? C165 C170 1.400(6) . ? C165 B4 1.648(7) . ? C164 C163 1.380(7) . ? C164 C159 1.404(7) . ? C164 H155 0.9500 . ? C150 C149 1.384(7) . ? C150 H147 0.9500 . ? C149 C148 1.388(7) . ? C149 H148 0.9500 . ? C167 C168 1.374(7) . ? C167 C166 1.392(7) . ? C167 H161 0.9500 . ? C147 C152 1.402(6) . ? C147 C148 1.412(7) . ? C147 B4 1.636(7) . ? C154 C155 1.392(7) . ? C154 C153 1.395(7) . ? C154 H150 0.9500 . ? C168 H162 0.9500 . ? C166 H160 0.9500 . ? C157 C158 1.380(7) . ? C157 C156 1.381(7) . ? C157 H153 0.9500 . ? C152 H145 0.9500 . ? C161 C162 1.372(8) . ? C161 H158 0.9500 . ? C153 C158 1.405(7) . ? C153 B4 1.651(7) . ? C148 H149 0.9500 . ? C159 B4 1.644(7) . ? C155 C156 1.379(8) . ? C155 H151 0.9500 . ? C170 H164 0.9500 . ? C158 H154 0.9500 . ? C156 H152 0.9500 . ? C163 C162 1.372(8) . ? C163 H156 0.9500 . ? C162 H157 0.9500 . ? C132 C133 1.372(7) . ? C132 C131 1.388(7) . ? C132 H132 0.9500 . ? C136 C137 1.378(7) . ? C136 C135 1.403(7) . ? C136 H135 0.9500 . ? C131 C130 1.385(7) . ? C131 H133 0.9500 . ? C126 C125 1.379(7) . ? C126 C127 1.381(7) . ? C126 H127 0.9500 . ? C135 C140 1.406(7) . ? C135 B3 1.659(7) . ? C125 C124 1.384(7) . ? C125 H126 0.9500 . ? C133 C134 1.394(7) . ? C133 H131 0.9500 . ? C141 C142 1.388(7) . ? C141 C146 1.400(7) . ? C141 B3 1.631(7) . ? C137 C138 1.366(8) . ? C137 H136 0.9500 . ? C129 C134 1.394(6) . ? C129 C130 1.395(6) . ? C129 B3 1.639(7) . ? C123 C128 1.401(6) . ? C123 C124 1.401(6) . ? C123 B3 1.645(7) . ? C128 C127 1.383(7) . ? C128 H129 0.9500 . ? C146 C145 1.379(7) . ? C146 H144 0.9500 . ? C138 C139 1.379(8) . ? C138 H137 0.9500 . ? C130 H134 0.9500 . ? C134 H130 0.9500 . ? C127 H128 0.9500 . ? C124 H125 0.9500 . ? C142 C143 1.403(8) . ? C142 H140 0.9500 . ? C140 C139 1.380(7) . ? C140 H139 0.9500 . ? C143 C144 1.364(9) . ? C143 H141 0.9500 . ? C139 H138 0.9500 . ? C145 C144 1.370(8) . ? C145 H143 0.9500 . ? C144 H142 0.9500 . ? N11 C61 1.329(6) . ? N11 C65 1.330(6) . ? N11 H66 0.872(10) . ? N12 C70 1.331(6) . ? N12 C71 1.340(6) . ? C65 C64 1.382(7) . ? C65 H67 0.9500 . ? C68 C69 1.372(9) . ? C68 C72 1.396(9) . ? C68 C67A 1.488(11) . ? C68 C67B 1.597(11) . ? C61 C62 1.366(9) . ? C61 H70 0.9500 . ? C63 C64 1.376(8) . ? C63 C62 1.387(9) . ? C63 C66B 1.473(10) . ? C63 C66A 1.574(11) . ? C72 C71 1.373(8) . ? C72 H73 0.9500 . ? C70 C69 1.381(7) . ? C70 H75 0.9500 . ? C69 H76 0.9500 . ? C64 H68 0.9500 . ? C71 H74 0.9500 . ? C62 H69 0.9500 . ? O6 C73 1.447(9) . ? O6 H84 0.8400 . ? O5 C74 1.354(17) . ? O5 H80 0.8400 . ? C73 H82 0.9800 . ? C73 H83 0.9800 . ? C73 H81 0.9800 . ? C67A C66A 1.330(14) . ? C67A H72A 0.9500 . ? C66B C67B 1.303(14) . ? C66B H71B 0.9500 . ? C67B H72B 0.9500 . ? C66A H71A 0.9500 . ? C31A C30A 1.344(14) . ? C31A H34B 0.9500 . ? C30A H33B 0.9500 . ? C31B C30B 1.284(15) . ? C31B H34A 0.9500 . ? C30B H33A 0.9500 . ? C74 H79 0.9800 . ? C74 H78 0.9800 . ? C74 H77 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Fe2 O3 176.06(16) . . ? N4 Fe2 O4 93.57(16) . . ? O3 Fe2 O4 86.02(15) . . ? N4 Fe2 N3 86.56(16) . . ? O3 Fe2 N3 94.07(16) . . ? O4 Fe2 N3 176.79(15) . . ? N4 Fe2 N8 88.60(17) . . ? O3 Fe2 N8 87.49(16) . . ? O4 Fe2 N8 91.42(16) . . ? N3 Fe2 N8 91.79(16) . . ? N4 Fe2 N9 93.07(16) . . ? O3 Fe2 N9 90.83(15) . . ? O4 Fe2 N9 87.93(15) . . ? N3 Fe2 N9 88.85(15) . . ? N8 Fe2 N9 178.24(16) . . ? C47 O3 Fe2 125.8(3) . . ? C38 O4 Fe2 126.5(3) . . ? C53 N9 C49 115.9(4) . . ? C53 N9 Fe2 123.8(3) . . ? C49 N9 Fe2 120.3(3) . . ? C45 N3 C43 121.2(4) . . ? C45 N3 Fe2 126.5(3) . . ? C43 N3 Fe2 111.5(3) . . ? C40 N4 C42 119.0(4) . . ? C40 N4 Fe2 127.2(3) . . ? C42 N4 Fe2 112.2(3) . . ? C34 N8 C35 117.1(5) . . ? C34 N8 Fe2 120.8(4) . . ? C35 N8 Fe2 122.1(4) . . ? C59 N10 C58 117.7(4) . . ? C55 C54 C51 124.5(4) . . ? C55 C54 H59 117.7 . . ? C51 C54 H59 117.7 . . ? C32 C33 C34 120.7(7) . . ? C32 C33 H35 119.6 . . ? C34 C33 H35 119.6 . . ? N4 C40 C39 122.6(5) . . ? N4 C40 C41 119.8(5) . . ? C39 C40 C41 117.6(5) . . ? C36 C35 N8 122.5(6) . . ? C36 C35 H37 118.7 . . ? N8 C35 H37 118.7 . . ? C57 C56 C60 116.8(4) . . ? C57 C56 C55 119.4(4) . . ? C60 C56 C55 123.8(4) . . ? O4 C38 C39 124.2(5) . . ? O4 C38 C37 116.6(4) . . ? C39 C38 C37 119.2(5) . . ? N8 C34 C33 122.6(7) . . ? N8 C34 H36 118.7 . . ? C33 C34 H36 118.7 . . ? C33 C32 C36 115.6(5) . . ? C33 C32 C31A 137.5(8) . . ? C36 C32 C31A 106.3(8) . . ? C33 C32 C31B 101.5(8) . . ? C36 C32 C31B 142.2(8) . . ? C31A C32 C31B 38.7(5) . . ? C47 C46 C45 126.7(5) . . ? C47 C46 H42 116.7 . . ? C45 C46 H42 116.7 . . ? C53 C52 C51 119.7(4) . . ? C53 C52 H56 120.1 . . ? C51 C52 H56 120.1 . . ? C54 C55 C56 127.8(5) . . ? C54 C55 H60 116.1 . . ? C56 C55 H60 116.1 . . ? C35 C36 C32 121.3(7) . . ? C35 C36 H38 119.3 . . ? C32 C36 H38 119.3 . . ? C38 C39 C40 125.1(5) . . ? C38 C39 H52 117.4 . . ? C40 C39 H52 117.4 . . ? O3 C47 C46 124.1(5) . . ? O3 C47 C48 115.2(5) . . ? C46 C47 C48 120.7(5) . . ? N9 C49 C50 123.7(5) . . ? N9 C49 H58 118.2 . . ? C50 C49 H58 118.2 . . ? C58 C57 C56 120.6(5) . . ? C58 C57 H64 119.7 . . ? C56 C57 H64 119.7 . . ? N10 C58 C57 122.3(4) . . ? N10 C58 H63 118.9 . . ? C57 C58 H63 118.9 . . ? C47 C48 H39 109.5 . . ? C47 C48 H40 109.5 . . ? H39 C48 H40 109.5 . . ? C47 C48 H41 109.5 . . ? H39 C48 H41 109.5 . . ? H40 C48 H41 109.5 . . ? N3 C45 C46 122.4(5) . . ? N3 C45 C44 119.4(5) . . ? C46 C45 C44 118.2(5) . . ? C50 C51 C52 116.2(4) . . ? C50 C51 C54 122.6(4) . . ? C52 C51 C54 121.1(4) . . ? C59 C60 C56 119.2(5) . . ? C59 C60 H61 120.4 . . ? C56 C60 H61 120.4 . . ? C45 C44 H44 109.5 . . ? C45 C44 H43 109.5 . . ? H44 C44 H43 109.5 . . ? C45 C44 H45 109.5 . . ? H44 C44 H45 109.5 . . ? H43 C44 H45 109.5 . . ? N9 C53 C52 123.7(5) . . ? N9 C53 H55 118.1 . . ? C52 C53 H55 118.1 . . ? C38 C37 H33 109.5 . . ? C38 C37 H53 109.5 . . ? H33 C37 H53 109.5 . . ? C38 C37 H54 109.5 . . ? H33 C37 H54 109.5 . . ? H53 C37 H54 109.5 . . ? N10 C59 C60 123.3(5) . . ? N10 C59 H62 118.4 . . ? C60 C59 H62 118.4 . . ? C49 C50 C51 120.7(5) . . ? C49 C50 H57 119.6 . . ? C51 C50 H57 119.6 . . ? N3 C43 C42 107.7(5) . . ? N3 C43 H46 110.2 . . ? C42 C43 H46 110.2 . . ? N3 C43 H47 110.2 . . ? C42 C43 H47 110.2 . . ? H46 C43 H47 108.5 . . ? C40 C41 H51 109.5 . . ? C40 C41 H49 109.5 . . ? H51 C41 H49 109.5 . . ? C40 C41 H50 109.5 . . ? H51 C41 H50 109.5 . . ? H49 C41 H50 109.5 . . ? N4 C42 C43 106.1(5) . . ? N4 C42 H34 110.5 . . ? C43 C42 H34 110.5 . . ? N4 C42 H48 110.5 . . ? C43 C42 H48 110.5 . . ? H34 C42 H48 108.7 . . ? N2 Fe1 O1 177.90(15) . . ? N2 Fe1 O2 93.70(16) . . ? O1 Fe1 O2 86.00(14) . . ? N2 Fe1 N1 87.04(16) . . ? O1 Fe1 N1 93.39(14) . . ? O2 Fe1 N1 176.20(15) . . ? N2 Fe1 N6 89.20(15) . . ? O1 Fe1 N6 88.73(14) . . ? O2 Fe1 N6 90.73(14) . . ? N1 Fe1 N6 93.01(15) . . ? N2 Fe1 N7 91.47(16) . . ? O1 Fe1 N7 90.60(15) . . ? O2 Fe1 N7 88.74(15) . . ? N1 Fe1 N7 87.52(16) . . ? N6 Fe1 N7 179.17(16) . . ? C29 N7 C25 115.5(5) . . ? C29 N7 Fe1 123.1(4) . . ? C25 N7 Fe1 121.3(4) . . ? C17 N6 C13 116.4(4) . . ? C17 N6 Fe1 121.2(3) . . ? C13 N6 Fe1 122.4(3) . . ? C2 O1 Fe1 126.8(3) . . ? C11 O2 Fe1 125.4(3) . . ? C9 N2 C7 120.9(4) . . ? C9 N2 Fe1 127.4(3) . . ? C7 N2 Fe1 111.3(3) . . ? C27 C28 C29 121.9(7) . . ? C27 C28 H32 119.0 . . ? C29 C28 H32 119.0 . . ? N7 C25 C26 123.0(6) . . ? N7 C25 H30 118.5 . . ? C26 C25 H30 118.5 . . ? C25 C26 C27 122.6(7) . . ? C25 C26 H31 118.7 . . ? C27 C26 H31 118.7 . . ? N7 C29 C28 122.7(6) . . ? N7 C29 H29 118.7 . . ? C28 C29 H29 118.7 . . ? C26 C27 C28 114.2(5) . . ? C26 C27 C30A 106.1(7) . . ? C28 C27 C30A 139.6(8) . . ? C26 C27 C30B 141.8(8) . . ? C28 C27 C30B 104.0(7) . . ? C30A C27 C30B 35.8(5) . . ? C19 C18 C15 126.8(4) . . ? C19 C18 H23 116.6 . . ? C15 C18 H23 116.6 . . ? C4 N1 C6 121.4(4) . . ? C4 N1 Fe1 126.3(3) . . ? C6 N1 Fe1 111.0(3) . . ? C20 C22 C181 120.5(5) . . ? C20 C22 H28 119.8 . . ? C181 C22 H28 119.8 . . ? C24 N5 C20 120.9(4) . . ? C24 N5 H65 114(6) . . ? C20 N5 H65 125(6) . . ? N5 C24 C23 120.3(4) . . ? N5 C24 H26 119.9 . . ? C23 C24 H26 119.9 . . ? C17 C16 C15 120.8(4) . . ? C17 C16 H22 119.6 . . ? C15 C16 H22 119.6 . . ? C13 C14 C15 120.6(4) . . ? C13 C14 H21 119.7 . . ? C15 C14 H21 119.7 . . ? N2 C9 C10 122.0(5) . . ? N2 C9 C8 120.9(5) . . ? C10 C9 C8 117.1(5) . . ? C11 C10 C9 125.8(5) . . ? C11 C10 H15 117.1 . . ? C9 C10 H15 117.1 . . ? N6 C17 C16 123.6(5) . . ? N6 C17 H19 118.2 . . ? C16 C17 H19 118.2 . . ? C22 C181 C23 117.0(4) . . ? C22 C181 C19 123.3(4) . . ? C23 C181 C19 119.7(4) . . ? N6 C13 C14 123.1(4) . . ? N6 C13 H20 118.4 . . ? C14 C13 H20 118.4 . . ? C16 C15 C14 115.5(4) . . ? C16 C15 C18 120.3(4) . . ? C14 C15 C18 124.1(4) . . ? N5 C20 C22 120.7(5) . . ? N5 C20 H27 119.7 . . ? C22 C20 H27 119.7 . . ? N1 C6 C7 108.3(4) . . ? N1 C6 H9 110.0 . . ? C7 C6 H9 110.0 . . ? N1 C6 H8 110.0 . . ? C7 C6 H8 110.0 . . ? H9 C6 H8 108.4 . . ? N1 C4 C3 122.9(4) . . ? N1 C4 C5 120.0(4) . . ? C3 C4 C5 117.1(4) . . ? C2 C3 C4 125.6(5) . . ? C2 C3 H4 117.2 . . ? C4 C3 H4 117.2 . . ? C24 C23 C181 120.5(4) . . ? C24 C23 H25 119.7 . . ? C181 C23 H25 119.7 . . ? O2 C11 C10 125.2(5) . . ? O2 C11 C12 114.2(5) . . ? C10 C11 C12 120.6(5) . . ? O1 C2 C3 124.4(5) . . ? O1 C2 C1 114.8(4) . . ? C3 C2 C1 120.8(4) . . ? C9 C8 H13 109.5 . . ? C9 C8 H12 109.5 . . ? H13 C8 H12 109.5 . . ? C9 C8 H14 109.5 . . ? H13 C8 H14 109.5 . . ? H12 C8 H14 109.5 . . ? C18 C19 C181 124.7(4) . . ? C18 C19 H24 117.7 . . ? C181 C19 H24 117.7 . . ? N2 C7 C6 108.2(4) . . ? N2 C7 H10 110.1 . . ? C6 C7 H10 110.1 . . ? N2 C7 H11 110.1 . . ? C6 C7 H11 110.1 . . ? H10 C7 H11 108.4 . . ? C2 C1 H3 109.5 . . ? C2 C1 H2 109.5 . . ? H3 C1 H2 109.5 . . ? C2 C1 H1 109.5 . . ? H3 C1 H1 109.5 . . ? H2 C1 H1 109.5 . . ? C11 C12 H17 109.5 . . ? C11 C12 H18 109.5 . . ? H17 C12 H18 109.5 . . ? C11 C12 H16 109.5 . . ? H17 C12 H16 109.5 . . ? H18 C12 H16 109.5 . . ? C4 C5 H6 109.5 . . ? C4 C5 H7 109.5 . . ? H6 C5 H7 109.5 . . ? C4 C5 H5 109.5 . . ? H6 C5 H5 109.5 . . ? H7 C5 H5 109.5 . . ? C117 C118 C119 121.4(6) . . ? C117 C118 H120 119.3 . . ? C119 C118 H120 119.3 . . ? C107 C108 C109 118.8(5) . . ? C107 C108 H112 120.6 . . ? C109 C108 H112 120.6 . . ? C121 C122 C117 123.8(6) . . ? C121 C122 H124 118.1 . . ? C117 C122 H124 118.1 . . ? C100 C99 C104 114.8(4) . . ? C100 C99 B2 124.5(4) . . ? C104 C99 B2 120.6(4) . . ? C118 C117 C122 114.7(5) . . ? C118 C117 B2 122.0(5) . . ? C122 C117 B2 122.6(4) . . ? C103 C102 C101 118.9(4) . . ? C103 C102 H107 120.5 . . ? C101 C102 H107 120.5 . . ? C112 C111 C116 115.6(5) . . ? C112 C111 B2 123.5(4) . . ? C116 C111 B2 120.8(5) . . ? C106 C105 C110 114.7(4) . . ? C106 C105 B2 122.7(4) . . ? C110 C105 B2 121.9(4) . . ? C115 C116 C111 122.1(6) . . ? C115 C116 H119 118.9 . . ? C111 C116 H119 118.9 . . ? C120 C121 C122 120.1(6) . . ? C120 C121 H123 119.9 . . ? C122 C121 H123 119.9 . . ? C121 C120 C119 120.1(5) . . ? C121 C120 H122 119.9 . . ? C119 C120 H122 119.9 . . ? C111 C112 C113 122.4(6) . . ? C111 C112 H115 118.8 . . ? C113 C112 H115 118.8 . . ? C114 C113 C112 120.8(6) . . ? C114 C113 H116 119.6 . . ? C112 C113 H116 119.6 . . ? C101 C100 C99 123.2(5) . . ? C101 C100 H109 118.4 . . ? C99 C100 H109 118.4 . . ? C107 C106 C105 123.0(5) . . ? C107 C106 H110 118.5 . . ? C105 C106 H110 118.5 . . ? C102 C101 C100 120.3(4) . . ? C102 C101 H108 119.9 . . ? C100 C101 H108 119.9 . . ? C108 C107 C106 120.4(5) . . ? C108 C107 H111 119.8 . . ? C106 C107 H111 119.8 . . ? C109 C110 C105 123.1(5) . . ? C109 C110 H114 118.5 . . ? C105 C110 H114 118.5 . . ? C120 C119 C118 119.9(5) . . ? C120 C119 H121 120.0 . . ? C118 C119 H121 120.0 . . ? C110 C109 C108 120.0(5) . . ? C110 C109 H113 120.0 . . ? C108 C109 H113 120.0 . . ? C103 C104 C99 122.8(5) . . ? C103 C104 H105 118.6 . . ? C99 C104 H105 118.6 . . ? C113 C114 C115 119.1(6) . . ? C113 C114 H117 120.4 . . ? C115 C114 H117 120.4 . . ? C102 C103 C104 120.0(5) . . ? C102 C103 H106 120.0 . . ? C104 C103 H106 120.0 . . ? C114 C115 C116 119.9(6) . . ? C114 C115 H118 120.0 . . ? C116 C115 H118 120.0 . . ? C105 B2 C99 112.8(4) . . ? C105 B2 C117 102.4(4) . . ? C99 B2 C117 111.6(4) . . ? C105 B2 C111 111.5(4) . . ? C99 B2 C111 105.0(4) . . ? C117 B2 C111 113.8(4) . . ? C91 C92 C87 123.2(5) . . ? C91 C92 H99 118.4 . . ? C87 C92 H99 118.4 . . ? C88 C87 C92 114.3(4) . . ? C88 C87 B1 124.6(4) . . ? C92 C87 B1 120.9(4) . . ? C78 C77 C76 120.5(5) . . ? C78 C77 H88 119.7 . . ? C76 C77 H88 119.7 . . ? C79 C80 C75 123.0(5) . . ? C79 C80 H85 118.5 . . ? C75 C80 H85 118.5 . . ? C77 C76 C75 122.6(5) . . ? C77 C76 H89 118.7 . . ? C75 C76 H89 118.7 . . ? C95 C96 C97 119.6(4) . . ? C95 C96 H102 120.2 . . ? C97 C96 H102 120.2 . . ? C78 C79 C80 120.4(5) . . ? C78 C79 H86 119.8 . . ? C80 C79 H86 119.8 . . ? C95 C94 C93 123.8(5) . . ? C95 C94 H104 118.1 . . ? C93 C94 H104 118.1 . . ? C91 C90 C89 118.7(5) . . ? C91 C90 H97 120.6 . . ? C89 C90 H97 120.6 . . ? C94 C93 C98 114.4(4) . . ? C94 C93 B1 120.7(4) . . ? C98 C93 B1 124.3(4) . . ? C77 C78 C79 118.8(5) . . ? C77 C78 H87 120.6 . . ? C79 C78 H87 120.6 . . ? C83 C82 C81 123.5(5) . . ? C83 C82 H94 118.2 . . ? C81 C82 H94 118.2 . . ? C80 C75 C76 114.7(4) . . ? C80 C75 B1 122.9(4) . . ? C76 C75 B1 122.1(4) . . ? C96 C97 C98 119.8(5) . . ? C96 C97 H101 120.1 . . ? C98 C97 H101 120.1 . . ? C92 C91 C90 120.6(4) . . ? C92 C91 H98 119.7 . . ? C90 C91 H98 119.7 . . ? C88 C89 C90 119.4(5) . . ? C88 C89 H96 120.3 . . ? C90 C89 H96 120.3 . . ? C85 C86 C81 122.9(5) . . ? C85 C86 H90 118.5 . . ? C81 C86 H90 118.5 . . ? C83 C84 C85 119.1(5) . . ? C83 C84 H92 120.5 . . ? C85 C84 H92 120.5 . . ? C96 C95 C94 119.5(5) . . ? C96 C95 H103 120.2 . . ? C94 C95 H103 120.2 . . ? C97 C98 C93 122.9(5) . . ? C97 C98 H100 118.6 . . ? C93 C98 H100 118.6 . . ? C89 C88 C87 123.7(4) . . ? C89 C88 H95 118.1 . . ? C87 C88 H95 118.1 . . ? C84 C83 C82 120.0(5) . . ? C84 C83 H93 120.0 . . ? C82 C83 H93 120.0 . . ? C82 C81 C86 114.5(4) . . ? C82 C81 B1 122.4(4) . . ? C86 C81 B1 122.5(4) . . ? C86 C85 C84 119.9(5) . . ? C86 C85 H91 120.0 . . ? C84 C85 H91 120.0 . . ? C75 B1 C93 113.8(4) . . ? C75 B1 C81 112.8(4) . . ? C93 B1 C81 102.4(3) . . ? C75 B1 C87 104.0(4) . . ? C93 B1 C87 112.2(4) . . ? C81 B1 C87 112.0(3) . . ? C168 C169 C170 119.9(5) . . ? C168 C169 H163 120.0 . . ? C170 C169 H163 120.0 . . ? C152 C151 C150 121.0(4) . . ? C152 C151 H146 119.5 . . ? C150 C151 H146 119.5 . . ? C161 C160 C159 122.0(5) . . ? C161 C160 H159 119.0 . . ? C159 C160 H159 119.0 . . ? C166 C165 C170 115.5(4) . . ? C166 C165 B4 120.8(4) . . ? C170 C165 B4 123.6(4) . . ? C163 C164 C159 123.4(5) . . ? C163 C164 H155 118.3 . . ? C159 C164 H155 118.3 . . ? C151 C150 C149 118.4(5) . . ? C151 C150 H147 120.8 . . ? C149 C150 H147 120.8 . . ? C150 C149 C148 120.3(5) . . ? C150 C149 H148 119.8 . . ? C148 C149 H148 119.8 . . ? C168 C167 C166 119.7(5) . . ? C168 C167 H161 120.2 . . ? C166 C167 H161 120.2 . . ? C152 C147 C148 114.4(4) . . ? C152 C147 B4 119.6(4) . . ? C148 C147 B4 125.6(4) . . ? C155 C154 C153 122.8(5) . . ? C155 C154 H150 118.6 . . ? C153 C154 H150 118.6 . . ? C167 C168 C169 119.5(5) . . ? C167 C168 H162 120.3 . . ? C169 C168 H162 120.3 . . ? C165 C166 C167 122.9(5) . . ? C165 C166 H160 118.5 . . ? C167 C166 H160 118.5 . . ? C158 C157 C156 120.8(5) . . ? C158 C157 H153 119.6 . . ? C156 C157 H153 119.6 . . ? C151 C152 C147 123.3(5) . . ? C151 C152 H145 118.4 . . ? C147 C152 H145 118.4 . . ? C162 C161 C160 121.2(5) . . ? C162 C161 H158 119.4 . . ? C160 C161 H158 119.4 . . ? C154 C153 C158 115.3(4) . . ? C154 C153 B4 123.2(4) . . ? C158 C153 B4 121.5(4) . . ? C149 C148 C147 122.6(4) . . ? C149 C148 H149 118.7 . . ? C147 C148 H149 118.7 . . ? C160 C159 C164 114.5(4) . . ? C160 C159 B4 122.0(4) . . ? C164 C159 B4 122.9(4) . . ? C156 C155 C154 120.0(5) . . ? C156 C155 H151 120.0 . . ? C154 C155 H151 120.0 . . ? C169 C170 C165 122.5(5) . . ? C169 C170 H164 118.8 . . ? C165 C170 H164 118.8 . . ? C157 C158 C153 122.3(5) . . ? C157 C158 H154 118.8 . . ? C153 C158 H154 118.8 . . ? C155 C156 C157 118.8(5) . . ? C155 C156 H152 120.6 . . ? C157 C156 H152 120.6 . . ? C162 C163 C164 120.4(5) . . ? C162 C163 H156 119.8 . . ? C164 C163 H156 119.8 . . ? C163 C162 C161 118.4(5) . . ? C163 C162 H157 120.8 . . ? C161 C162 H157 120.8 . . ? C147 B4 C159 103.3(4) . . ? C147 B4 C165 112.9(4) . . ? C159 B4 C165 112.1(4) . . ? C147 B4 C153 111.3(4) . . ? C159 B4 C153 111.6(4) . . ? C165 B4 C153 105.8(4) . . ? C133 C132 C131 119.2(5) . . ? C133 C132 H132 120.4 . . ? C131 C132 H132 120.4 . . ? C137 C136 C135 122.4(5) . . ? C137 C136 H135 118.8 . . ? C135 C136 H135 118.8 . . ? C130 C131 C132 119.9(5) . . ? C130 C131 H133 120.0 . . ? C132 C131 H133 120.0 . . ? C125 C126 C127 118.4(5) . . ? C125 C126 H127 120.8 . . ? C127 C126 H127 120.8 . . ? C136 C135 C140 114.9(5) . . ? C136 C135 B3 122.1(4) . . ? C140 C135 B3 122.5(4) . . ? C126 C125 C124 120.6(5) . . ? C126 C125 H126 119.7 . . ? C124 C125 H126 119.7 . . ? C132 C133 C134 119.7(5) . . ? C132 C133 H131 120.1 . . ? C134 C133 H131 120.1 . . ? C142 C141 C146 114.5(5) . . ? C142 C141 B3 124.8(5) . . ? C146 C141 B3 120.4(4) . . ? C138 C137 C136 120.8(5) . . ? C138 C137 H136 119.6 . . ? C136 C137 H136 119.6 . . ? C134 C129 C130 115.2(4) . . ? C134 C129 B3 124.4(4) . . ? C130 C129 B3 120.1(4) . . ? C128 C123 C124 114.4(4) . . ? C128 C123 B3 126.1(4) . . ? C124 C123 B3 119.3(4) . . ? C127 C128 C123 123.2(4) . . ? C127 C128 H129 118.4 . . ? C123 C128 H129 118.4 . . ? C145 C146 C141 123.4(5) . . ? C145 C146 H144 118.3 . . ? C141 C146 H144 118.3 . . ? C137 C138 C139 119.3(5) . . ? C137 C138 H137 120.4 . . ? C139 C138 H137 120.4 . . ? C131 C130 C129 122.8(4) . . ? C131 C130 H134 118.6 . . ? C129 C130 H134 118.6 . . ? C133 C134 C129 123.1(4) . . ? C133 C134 H130 118.5 . . ? C129 C134 H130 118.5 . . ? C126 C127 C128 120.5(5) . . ? C126 C127 H128 119.8 . . ? C128 C127 H128 119.8 . . ? C125 C124 C123 123.1(5) . . ? C125 C124 H125 118.5 . . ? C123 C124 H125 118.5 . . ? C141 C142 C143 122.5(6) . . ? C141 C142 H140 118.8 . . ? C143 C142 H140 118.8 . . ? C139 C140 C135 122.7(5) . . ? C139 C140 H139 118.7 . . ? C135 C140 H139 118.7 . . ? C144 C143 C142 120.5(6) . . ? C144 C143 H141 119.8 . . ? C142 C143 H141 119.8 . . ? C138 C139 C140 119.9(6) . . ? C138 C139 H138 120.0 . . ? C140 C139 H138 120.0 . . ? C144 C145 C146 120.3(5) . . ? C144 C145 H143 119.9 . . ? C146 C145 H143 119.9 . . ? C143 C144 C145 118.8(6) . . ? C143 C144 H142 120.6 . . ? C145 C144 H142 120.6 . . ? C141 B3 C129 103.6(4) . . ? C141 B3 C123 113.0(4) . . ? C129 B3 C123 113.1(4) . . ? C141 B3 C135 110.6(4) . . ? C129 B3 C135 112.7(4) . . ? C123 B3 C135 104.2(4) . . ? C61 N11 C65 120.2(4) . . ? C61 N11 H66 126(6) . . ? C65 N11 H66 114(6) . . ? C70 N12 C71 116.8(4) . . ? N11 C65 C64 120.8(5) . . ? N11 C65 H67 119.6 . . ? C64 C65 H67 119.6 . . ? C69 C68 C72 116.1(5) . . ? C69 C68 C67A 141.8(7) . . ? C72 C68 C67A 102.1(7) . . ? C69 C68 C67B 105.6(6) . . ? C72 C68 C67B 138.3(6) . . ? C67A C68 C67B 36.5(4) . . ? N11 C61 C62 121.7(6) . . ? N11 C61 H70 119.2 . . ? C62 C61 H70 119.2 . . ? C64 C63 C62 118.1(5) . . ? C64 C63 C66B 139.1(7) . . ? C62 C63 C66B 102.6(6) . . ? C64 C63 C66A 103.9(7) . . ? C62 C63 C66A 138.0(6) . . ? C66B C63 C66A 36.1(4) . . ? C71 C72 C68 120.0(5) . . ? C71 C72 H73 120.0 . . ? C68 C72 H73 120.0 . . ? N12 C70 C69 122.9(5) . . ? N12 C70 H75 118.6 . . ? C69 C70 H75 118.6 . . ? C68 C69 C70 120.9(6) . . ? C68 C69 H76 119.5 . . ? C70 C69 H76 119.5 . . ? C63 C64 C65 119.7(5) . . ? C63 C64 H68 120.1 . . ? C65 C64 H68 120.1 . . ? N12 C71 C72 123.4(6) . . ? N12 C71 H74 118.3 . . ? C72 C71 H74 118.3 . . ? C61 C62 C63 119.5(5) . . ? C61 C62 H69 120.3 . . ? C63 C62 H69 120.3 . . ? C73 O6 H84 109.5 . . ? C74 O5 H80 109.5 . . ? C66A C67A C68 114.3(9) . . ? C66A C67A H72A 122.9 . . ? C68 C67A H72A 122.9 . . ? C67B C66B C63 115.1(9) . . ? C67B C66B H71B 122.5 . . ? C63 C66B H71B 122.5 . . ? C66B C67B C68 116.5(8) . . ? C66B C67B H72B 121.7 . . ? C68 C67B H72B 121.7 . . ? C67A C66A C63 115.9(9) . . ? C67A C66A H71A 122.0 . . ? C63 C66A H71A 122.0 . . ? C30A C31A C32 113.1(9) . . ? C30A C31A H34B 123.4 . . ? C32 C31A H34B 123.4 . . ? C31A C30A C27 115.8(9) . . ? C31A C30A H33B 122.1 . . ? C27 C30A H33B 122.1 . . ? C30B C31B C32 112.5(10) . . ? C30B C31B H34A 123.8 . . ? C32 C31B H34A 123.8 . . ? C31B C30B C27 112.7(10) . . ? C31B C30B H33A 123.6 . . ? C27 C30B H33A 123.6 . . ? O5 C74 H79 109.5 . . ? O5 C74 H78 109.5 . . ? H79 C74 H78 109.5 . . ? O5 C74 H77 109.5 . . ? H79 C74 H77 109.5 . . ? H78 C74 H77 109.5 . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 23.38 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.881 _refine_diff_density_min -0.665 _refine_diff_density_rms 0.094 # Attachment '5a1.CIF' #========================================================================== data_5a1 _database_code_depnum_ccdc_archive 'CCDC 739044' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' #========================================================================== _chemical_name_systematic ; 1,2-transvinylpyridine tetraphenylborate ; _chemical_name_common 5a1 _chemical_melting_point ? _chemical_formula_moiety ; C24 H20 B, C12 H11 N2 ; _chemical_formula_sum 'C36 H31 B N2' _chemical_formula_weight 502.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.3875(10) _cell_length_b 10.4827(8) _cell_length_c 23.361(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.464(3) _cell_angle_gamma 90.00 _cell_volume 2733.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 123(1) _cell_measurement_reflns_used 5396 _cell_measurement_theta_min 1.86 _cell_measurement_theta_max 25.00 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.221 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9793 _exptl_absorpt_correction_T_max 0.9930 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5395 _diffrn_reflns_av_R_equivalents 0.1226 _diffrn_reflns_av_sigmaI/netI 0.0997 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4063 _reflns_number_gt 3153 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (Bruker)' _computing_cell_refinement 'Bruker SMART (Bruker)' _computing_data_reduction 'Bruker SAINT (Bruker)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4063 _refine_ls_number_parameters 373 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1058 _refine_ls_R_factor_gt 0.0771 _refine_ls_wR_factor_ref 0.2338 _refine_ls_wR_factor_gt 0.2023 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.110 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.3621(2) 0.1943(3) 0.56128(14) 0.0281(7) Uani 1 1 d . . . N2 N -0.0272(2) 0.2773(3) 0.17350(14) 0.0286(7) Uani 1 1 d D . . C25 C 0.5728(3) 0.1015(3) 0.13842(16) 0.0255(8) Uani 1 1 d . . . C24 C 0.2895(3) 0.0761(3) 0.11180(17) 0.0295(9) Uani 1 1 d . . . H24 H 0.3280 0.0143 0.1389 0.035 Uiso 1 1 calc R . . C13 C 0.5466(3) 0.3478(3) 0.13157(16) 0.0237(8) Uani 1 1 d . . . C26 C 0.5534(3) 0.0214(3) 0.08929(16) 0.0269(8) Uani 1 1 d . . . H26 H 0.4799 0.0288 0.0619 0.032 Uiso 1 1 calc R . . C28 C 0.7450(3) -0.0813(3) 0.11722(19) 0.0346(10) Uani 1 1 d . . . H28 H 0.8017 -0.1431 0.1104 0.042 Uiso 1 1 calc R . . C1 C 0.2786(3) 0.2821(4) 0.54387(19) 0.0348(9) Uani 1 1 d . . . H1 H 0.2642 0.3441 0.5713 0.042 Uiso 1 1 calc R . . C16 C 0.6754(3) 0.5614(3) 0.09989(19) 0.0338(9) Uani 1 1 d . . . H16 H 0.7172 0.6332 0.0893 0.041 Uiso 1 1 calc R . . C27 C 0.6368(3) -0.0685(3) 0.07876(19) 0.0332(9) Uani 1 1 d . . . H27 H 0.6190 -0.1211 0.0450 0.040 Uiso 1 1 calc R . . C20 C 0.2839(3) 0.2800(3) 0.06912(17) 0.0302(9) Uani 1 1 d . . . H20 H 0.3177 0.3620 0.0661 0.036 Uiso 1 1 calc R . . C30 C 0.6849(3) 0.0865(3) 0.17594(17) 0.0283(8) Uani 1 1 d . . . H30 H 0.7038 0.1394 0.2095 0.034 Uiso 1 1 calc R . . C18 C 0.5511(3) 0.3765(3) 0.07344(17) 0.0291(9) Uani 1 1 d . . . H18 H 0.5102 0.3219 0.0435 0.035 Uiso 1 1 calc R . . C23 C 0.1789(3) 0.0463(3) 0.07786(17) 0.0322(9) Uani 1 1 d . . . H23 H 0.1433 -0.0343 0.0820 0.039 Uiso 1 1 calc R . . C5 C 0.3797(3) 0.1078(4) 0.52189(18) 0.0326(9) Uani 1 1 d . . . H5 H 0.4384 0.0435 0.5335 0.039 Uiso 1 1 calc R . . C17 C 0.6126(3) 0.4810(3) 0.05747(19) 0.0319(9) Uani 1 1 d . . . H17 H 0.6115 0.4973 0.0174 0.038 Uiso 1 1 calc R . . C34 C 0.4435(3) 0.2559(4) 0.33614(19) 0.0374(10) Uani 1 1 d . . . H34 H 0.4403 0.2670 0.3762 0.045 Uiso 1 1 calc R . . C31 C 0.4650(3) 0.2257(3) 0.21728(17) 0.0278(8) Uani 1 1 d . . . C14 C 0.6127(3) 0.4312(4) 0.17279(18) 0.0321(9) Uani 1 1 d . . . H14 H 0.6144 0.4161 0.2130 0.039 Uiso 1 1 calc R . . C19 C 0.3475(3) 0.1927(3) 0.10818(17) 0.0262(8) Uani 1 1 d . . . C21 C 0.1731(3) 0.2526(4) 0.03425(19) 0.0349(10) Uani 1 1 d . . . H21 H 0.1334 0.3150 0.0078 0.042 Uiso 1 1 calc R . . C32 C 0.4985(3) 0.1310(4) 0.25950(18) 0.0336(9) Uani 1 1 d . . . H32 H 0.5296 0.0531 0.2480 0.040 Uiso 1 1 calc R . . C12 C 0.0822(3) 0.2274(4) 0.18723(19) 0.0353(10) Uani 1 1 d . . . H12 H 0.1256 0.2106 0.1573 0.042 Uiso 1 1 calc R . . B1 B 0.4820(3) 0.2173(4) 0.14964(19) 0.0251(9) Uani 1 1 d . . . C8 C -0.0888(3) 0.3039(4) 0.21532(19) 0.0354(10) Uani 1 1 d . . . H8 H -0.1669 0.3394 0.2051 0.042 Uiso 1 1 calc R . . C33 C 0.4886(3) 0.1446(4) 0.31669(19) 0.0399(10) Uani 1 1 d . . . H33 H 0.5130 0.0769 0.3434 0.048 Uiso 1 1 calc R . . C35 C 0.4035(3) 0.3500(4) 0.29563(19) 0.0395(10) Uani 1 1 d . . . H35 H 0.3687 0.4255 0.3074 0.047 Uiso 1 1 calc R . . C29 C 0.7700(3) -0.0028(4) 0.16594(18) 0.0337(9) Uani 1 1 d . . . H29 H 0.8446 -0.0097 0.1925 0.040 Uiso 1 1 calc R . . C15 C 0.6759(3) 0.5351(4) 0.1574(2) 0.0364(10) Uani 1 1 d . . . H15 H 0.7198 0.5884 0.1870 0.044 Uiso 1 1 calc R . . C36 C 0.4137(3) 0.3353(4) 0.23801(18) 0.0337(9) Uani 1 1 d . . . H36 H 0.3851 0.4016 0.2111 0.040 Uiso 1 1 calc R . . C22 C 0.1201(3) 0.1340(4) 0.03789(19) 0.0374(10) Uani 1 1 d . . . H22 H 0.0453 0.1137 0.0135 0.045 Uiso 1 1 calc R . . C9 C -0.0407(4) 0.2805(4) 0.2716(2) 0.0490(12) Uani 1 1 d . A . H9 H -0.0851 0.3006 0.3008 0.059 Uiso 1 1 calc R . . C2 C 0.2122(4) 0.2876(4) 0.4883(2) 0.0481(12) Uani 1 1 d . . . H2 H 0.1533 0.3522 0.4780 0.058 Uiso 1 1 calc R . . C11 C 0.1319(4) 0.2004(5) 0.2428(2) 0.0542(14) Uani 1 1 d . A . H11 H 0.2090 0.1621 0.2513 0.065 Uiso 1 1 calc R . . C4 C 0.3170(4) 0.1079(5) 0.4657(2) 0.0494(12) Uani 1 1 d . . . H4 H 0.3329 0.0444 0.4392 0.059 Uiso 1 1 calc R . . C3 C 0.2308(4) 0.1993(5) 0.4470(2) 0.0583(16) Uani 1 1 d . . . C10 C 0.0734(5) 0.2273(5) 0.2880(2) 0.0583(16) Uani 1 1 d . . . H2A H -0.064(4) 0.284(5) 0.1369(8) 0.070 Uiso 1 1 d D . . C7A C 0.1538(8) 0.1813(8) 0.3417(4) 0.0268(18) Uani 0.50 1 d P A 1 H7A H 0.2129 0.1185 0.3397 0.032 Uiso 0.50 1 calc PR A 1 C6A C 0.1416(9) 0.2302(9) 0.3934(4) 0.0295(19) Uani 0.50 1 d P A 1 H6A H 0.0759 0.2845 0.3956 0.035 Uiso 0.50 1 calc PR A 1 C7B C 0.0967(8) 0.2385(8) 0.3553(6) 0.038(2) Uani 0.50 1 d P A 2 H7B H 0.0470 0.2846 0.3763 0.046 Uiso 0.50 1 calc PR A 2 C6B C 0.1936(8) 0.1762(8) 0.3799(5) 0.0322(19) Uani 0.50 1 d P A 2 H6B H 0.2370 0.1223 0.3589 0.039 Uiso 0.50 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0232(15) 0.0312(16) 0.030(2) -0.0010(14) 0.0053(12) 0.0006(12) N2 0.0260(16) 0.0307(16) 0.027(2) -0.0027(14) 0.0004(13) -0.0045(12) C25 0.0263(17) 0.0220(17) 0.030(2) 0.0067(15) 0.0104(14) -0.0009(13) C24 0.0281(18) 0.0283(18) 0.035(2) 0.0040(16) 0.0123(16) 0.0057(14) C13 0.0226(17) 0.0216(16) 0.028(2) -0.0026(15) 0.0064(14) 0.0065(13) C26 0.0265(18) 0.0220(17) 0.032(2) -0.0003(15) 0.0063(15) 0.0000(13) C28 0.034(2) 0.0253(18) 0.049(3) 0.0044(18) 0.0186(18) 0.0046(15) C1 0.031(2) 0.032(2) 0.043(3) 0.0069(18) 0.0113(17) -0.0032(16) C16 0.0278(19) 0.0223(17) 0.053(3) 0.0045(17) 0.0117(17) -0.0028(14) C27 0.033(2) 0.0286(18) 0.041(3) -0.0032(18) 0.0166(17) 0.0000(15) C20 0.0223(18) 0.0280(18) 0.041(3) 0.0014(17) 0.0074(15) 0.0012(14) C30 0.0290(18) 0.0298(18) 0.028(2) 0.0009(16) 0.0092(15) 0.0006(14) C18 0.0211(17) 0.0288(18) 0.037(2) -0.0025(17) 0.0054(15) -0.0003(14) C23 0.0299(19) 0.0288(18) 0.040(3) -0.0037(17) 0.0119(16) -0.0027(15) C5 0.0287(19) 0.0309(19) 0.041(3) -0.0018(18) 0.0136(16) -0.0030(15) C17 0.0269(18) 0.0306(19) 0.041(2) 0.0082(17) 0.0128(16) 0.0040(15) C34 0.038(2) 0.050(2) 0.028(2) -0.0030(19) 0.0158(17) -0.0041(18) C31 0.0208(17) 0.0296(18) 0.034(2) -0.0004(16) 0.0075(14) -0.0005(13) C14 0.0324(19) 0.033(2) 0.032(2) -0.0010(17) 0.0087(16) 0.0001(15) C19 0.0240(17) 0.0249(17) 0.033(2) -0.0017(15) 0.0128(15) 0.0043(13) C21 0.0284(19) 0.035(2) 0.041(3) 0.0063(18) 0.0067(16) 0.0077(16) C32 0.040(2) 0.0295(19) 0.036(3) 0.0018(17) 0.0181(17) 0.0071(16) C12 0.033(2) 0.036(2) 0.039(3) -0.0017(18) 0.0111(17) 0.0044(16) B1 0.0222(19) 0.0249(19) 0.027(3) -0.0033(17) 0.0020(16) -0.0018(15) C8 0.032(2) 0.0286(19) 0.048(3) -0.0022(18) 0.0126(18) -0.0029(15) C33 0.039(2) 0.046(2) 0.037(3) 0.005(2) 0.0137(17) 0.0063(18) C35 0.038(2) 0.035(2) 0.048(3) -0.008(2) 0.0160(19) 0.0007(17) C29 0.0271(18) 0.033(2) 0.042(3) 0.0079(18) 0.0096(16) 0.0043(15) C15 0.0289(19) 0.0280(19) 0.051(3) -0.0082(18) 0.0045(17) -0.0041(15) C36 0.035(2) 0.0314(19) 0.037(3) -0.0018(18) 0.0137(16) 0.0036(15) C22 0.0234(19) 0.039(2) 0.050(3) -0.0072(19) 0.0071(17) -0.0008(16) C9 0.070(3) 0.051(3) 0.033(3) -0.016(2) 0.026(2) -0.033(2) C2 0.034(2) 0.047(3) 0.057(3) 0.026(2) -0.008(2) -0.0108(18) C11 0.030(2) 0.054(3) 0.070(4) 0.028(3) -0.010(2) -0.0034(19) C4 0.069(3) 0.052(3) 0.033(3) -0.010(2) 0.022(2) -0.030(2) C3 0.059(3) 0.065(3) 0.039(3) 0.025(3) -0.018(2) -0.041(3) C10 0.066(3) 0.066(3) 0.032(3) 0.013(2) -0.016(2) -0.047(3) C7A 0.023(4) 0.032(4) 0.021(5) 0.000(4) -0.005(4) -0.006(3) C6A 0.023(4) 0.027(4) 0.038(6) -0.006(4) 0.003(4) -0.002(4) C7B 0.026(5) 0.028(4) 0.069(9) -0.001(5) 0.030(5) 0.008(4) C6B 0.032(5) 0.024(4) 0.045(7) 0.002(4) 0.018(5) 0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.328(5) . ? N1 C5 1.335(5) . ? N2 C12 1.331(5) . ? N2 C8 1.341(5) . ? N2 H2A 0.878(10) . ? C25 C26 1.404(5) . ? C25 C30 1.406(5) . ? C25 B1 1.649(5) . ? C24 C23 1.384(5) . ? C24 C19 1.400(5) . ? C24 H24 0.9500 . ? C13 C14 1.403(5) . ? C13 C18 1.402(5) . ? C13 B1 1.648(5) . ? C26 C27 1.394(5) . ? C26 H26 0.9500 . ? C28 C27 1.380(6) . ? C28 C29 1.387(6) . ? C28 H28 0.9500 . ? C1 C2 1.368(6) . ? C1 H1 0.9500 . ? C16 C15 1.369(6) . ? C16 C17 1.387(6) . ? C16 H16 0.9500 . ? C27 H27 0.9500 . ? C20 C21 1.389(5) . ? C20 C19 1.390(5) . ? C20 H20 0.9500 . ? C30 C29 1.400(5) . ? C30 H30 0.9500 . ? C18 C17 1.390(5) . ? C18 H18 0.9500 . ? C23 C22 1.385(6) . ? C23 H23 0.9500 . ? C5 C4 1.363(6) . ? C5 H5 0.9500 . ? C17 H17 0.9500 . ? C34 C35 1.380(6) . ? C34 C33 1.387(6) . ? C34 H34 0.9500 . ? C31 C32 1.398(5) . ? C31 C36 1.417(5) . ? C31 B1 1.632(6) . ? C14 C15 1.392(5) . ? C14 H14 0.9500 . ? C19 B1 1.662(5) . ? C21 C22 1.392(5) . ? C21 H21 0.9500 . ? C32 C33 1.370(6) . ? C32 H32 0.9500 . ? C12 C11 1.338(6) . ? C12 H12 0.9500 . ? C8 C9 1.343(6) . ? C8 H8 0.9500 . ? C33 H33 0.9500 . ? C35 C36 1.383(6) . ? C35 H35 0.9500 . ? C29 H29 0.9500 . ? C15 H15 0.9500 . ? C36 H36 0.9500 . ? C22 H22 0.9500 . ? C9 C10 1.396(7) . ? C9 H9 0.9500 . ? C2 C3 1.382(8) . ? C2 H2 0.9500 . ? C11 C10 1.386(8) . ? C11 H11 0.9500 . ? C4 C3 1.380(7) . ? C4 H4 0.9500 . ? C3 C6A 1.483(12) . ? C3 C6B 1.559(13) . ? C10 C7A 1.479(11) . ? C10 C7B 1.546(14) . ? C7A C6A 1.344(14) . ? C7A H7A 0.9500 . ? C6A H6A 0.9500 . ? C7B C6B 1.312(13) . ? C7B H7B 0.9500 . ? C6B H6B 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C5 117.1(3) . . ? C12 N2 C8 120.5(3) . . ? C12 N2 H2A 121(4) . . ? C8 N2 H2A 118(4) . . ? C26 C25 C30 114.7(3) . . ? C26 C25 B1 124.7(3) . . ? C30 C25 B1 120.2(3) . . ? C23 C24 C19 123.3(4) . . ? C23 C24 H24 118.4 . . ? C19 C24 H24 118.4 . . ? C14 C13 C18 114.4(3) . . ? C14 C13 B1 123.2(3) . . ? C18 C13 B1 122.0(3) . . ? C27 C26 C25 123.2(3) . . ? C27 C26 H26 118.4 . . ? C25 C26 H26 118.4 . . ? C27 C28 C29 119.1(3) . . ? C27 C28 H28 120.4 . . ? C29 C28 H28 120.4 . . ? N1 C1 C2 123.2(4) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C15 C16 C17 118.7(3) . . ? C15 C16 H16 120.7 . . ? C17 C16 H16 120.7 . . ? C28 C27 C26 120.2(4) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C21 C20 C19 122.9(3) . . ? C21 C20 H20 118.6 . . ? C19 C20 H20 118.6 . . ? C29 C30 C25 122.9(4) . . ? C29 C30 H30 118.6 . . ? C25 C30 H30 118.6 . . ? C17 C18 C13 123.1(4) . . ? C17 C18 H18 118.5 . . ? C13 C18 H18 118.5 . . ? C22 C23 C24 120.0(3) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? N1 C5 C4 122.8(4) . . ? N1 C5 H5 118.6 . . ? C4 C5 H5 118.6 . . ? C16 C17 C18 120.2(4) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C35 C34 C33 118.0(4) . . ? C35 C34 H34 121.0 . . ? C33 C34 H34 121.0 . . ? C32 C31 C36 114.1(3) . . ? C32 C31 B1 125.2(3) . . ? C36 C31 B1 120.7(3) . . ? C15 C14 C13 123.0(4) . . ? C15 C14 H14 118.5 . . ? C13 C14 H14 118.5 . . ? C20 C19 C24 115.1(3) . . ? C20 C19 B1 125.4(3) . . ? C24 C19 B1 119.5(3) . . ? C20 C21 C22 120.2(4) . . ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? C33 C32 C31 123.4(3) . . ? C33 C32 H32 118.3 . . ? C31 C32 H32 118.3 . . ? N2 C12 C11 120.8(4) . . ? N2 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C31 B1 C13 110.4(3) . . ? C31 B1 C25 113.1(3) . . ? C13 B1 C25 104.2(3) . . ? C31 B1 C19 107.4(3) . . ? C13 B1 C19 112.7(3) . . ? C25 B1 C19 109.1(3) . . ? N2 C8 C9 120.3(4) . . ? N2 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C32 C33 C34 121.0(4) . . ? C32 C33 H33 119.5 . . ? C34 C33 H33 119.5 . . ? C34 C35 C36 120.5(4) . . ? C34 C35 H35 119.7 . . ? C36 C35 H35 119.7 . . ? C28 C29 C30 119.9(4) . . ? C28 C29 H29 120.1 . . ? C30 C29 H29 120.1 . . ? C16 C15 C14 120.6(4) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C35 C36 C31 122.9(4) . . ? C35 C36 H36 118.5 . . ? C31 C36 H36 118.5 . . ? C23 C22 C21 118.5(3) . . ? C23 C22 H22 120.8 . . ? C21 C22 H22 120.8 . . ? C8 C9 C10 121.2(4) . . ? C8 C9 H9 119.4 . . ? C10 C9 H9 119.4 . . ? C1 C2 C3 120.1(4) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C12 C11 C10 121.5(4) . . ? C12 C11 H11 119.3 . . ? C10 C11 H11 119.3 . . ? C5 C4 C3 120.5(4) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C3 C2 116.3(4) . . ? C4 C3 C6A 138.1(7) . . ? C2 C3 C6A 105.6(6) . . ? C4 C3 C6B 104.2(6) . . ? C2 C3 C6B 139.1(5) . . ? C6A C3 C6B 35.1(4) . . ? C11 C10 C9 115.7(4) . . ? C11 C10 C7A 105.7(6) . . ? C9 C10 C7A 138.5(6) . . ? C11 C10 C7B 141.2(5) . . ? C9 C10 C7B 102.2(5) . . ? C7A C10 C7B 37.8(4) . . ? C6A C7A C10 118.8(10) . . ? C6A C7A H7A 120.6 . . ? C10 C7A H7A 120.6 . . ? C7A C6A C3 120.0(11) . . ? C7A C6A H6A 120.0 . . ? C3 C6A H6A 120.0 . . ? C6B C7B C10 111.5(10) . . ? C6B C7B H7B 124.2 . . ? C10 C7B H7B 124.2 . . ? C7B C6B C3 113.6(11) . . ? C7B C6B H6B 123.2 . . ? C3 C6B H6B 123.2 . . ? _diffrn_measured_fraction_theta_max 0.843 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.843 _refine_diff_density_max 0.346 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.096