Electronic Supplementary Material for CrystEngComm Thid journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full CrystEngComm #==================================================================== # 1. SUBMISSION DETAILS _journal_coden_Cambridge 1350 _publ_contact_author_name 'Dr. Malcolm A. Halcrow' _publ_contact_author_address ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; _publ_contact_author_phone '+44 (0)113 3436506' _publ_contact_author_fax '+44 (0)113 3436565' _publ_contact_author_email m.a.halcrow@leeds.ac.uk _publ_contact_letter ; The following set of data is for four structures included in the revised version of CrystEngComm manuscript B417718E. The data for the solvent-free alpha- and beta-polymorphs only are different from the original submission. ; #======================================================================= # 2. TITLE AND AUTHOR LIST _publ_section_title ; An iron(II) complex salt that crystallises in three crystal forms, one of which undergoes a sterically controlled incomplete spin-state transition on cooling. ; loop_ _publ_author_name _publ_author_address 'Jerome Elhaik' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; 'Colin A. Kilner' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; 'Malcolm A. Halcrow' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; #================================================================= data_c:\datasets\leeds\je41c\je41c _database_code_depnum_ccdc_archive 'CCDC 256647' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-bis{3-(hydroxymethyl)pyrazol-1-yl}pyridine]iron(II) diperchlorate, alpha polymorph ; _chemical_name_common ; Bis(2,6-bis(3-(hydroxymethyl)pyrazol-1-yl)pyridine)iron(ii) diperchlorate, alpha polymorph ; _chemical_melting_point ? _chemical_formula_moiety 'C26 H26 Fe N10 O4, 2[Cl O4]' _chemical_formula_sum 'C26 H26 Cl2 Fe N10 O12' _chemical_formula_weight 797.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Fe Fe 0.3463 0.8444 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 16.2700(6) _cell_length_b 11.3714(4) _cell_length_c 16.6040(6) _cell_angle_alpha 90.00 _cell_angle_beta 91.6986(16) _cell_angle_gamma 90.00 _cell_volume 3070.60(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 15074 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 27.52 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.63 _exptl_crystal_size_min 0.33 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.725 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 0.749 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.586 _exptl_absorpt_correction_T_max 0.790 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _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 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15074 _diffrn_reflns_av_R_equivalents 0.1023 _diffrn_reflns_av_sigmaI/netI 0.0816 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 27.52 _reflns_number_total 6434 _reflns_number_gt 5377 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _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. No heavy-atom disorder was detected during refinement, and no restraints were applied. All non-H atoms were refined anisotropically, while all H atoms were placed in calculated positions and refined using a riding model. The torsions of the O-H groups were allowed to refine freely. Note that, since the hydroxyl groups O21 and O21^i^ (symmetry code (i) -x, y, 0.5-z) hydrogen bond to each other across a crystallographic C2 axis, the position of H21 is likely to be disordered in practise over at least two positions (one lying near the O21...O21^i^ vector and one pointing away from it). This putative H atom disorder could not be included in the final model, however. The deepest electron hole of -1.09 e.\%A^-3^ lies 0.8\%A from Fe1. ; _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^)+(0.1202P)^2^+0.8864P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6434 _refine_ls_number_parameters 464 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0713 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.1822 _refine_ls_wR_factor_gt 0.1697 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 0.24776(2) 0.24683(3) 0.22427(2) 0.02272(15) Uani 1 1 d . . . N2 N 0.18638(13) 0.38166(19) 0.28752(12) 0.0226(4) Uani 1 1 d . . . C3 C 0.21238(16) 0.4927(2) 0.28091(15) 0.0245(5) Uani 1 1 d . . . C4 C 0.16740(18) 0.5889(2) 0.30520(17) 0.0291(6) Uani 1 1 d . . . H4 H 0.1879 0.6668 0.3013 0.035 Uiso 1 1 calc R . . C5 C 0.09081(17) 0.5652(2) 0.33542(17) 0.0297(6) Uani 1 1 d . . . H5 H 0.0575 0.6288 0.3521 0.036 Uiso 1 1 calc R . . C6 C 0.06119(17) 0.4509(2) 0.34204(16) 0.0276(6) Uani 1 1 d . . . H6 H 0.0085 0.4348 0.3627 0.033 Uiso 1 1 calc R . . C7 C 0.11275(16) 0.3616(2) 0.31682(15) 0.0240(5) Uani 1 1 d . . . N8 N 0.28864(13) 0.50224(19) 0.24449(13) 0.0251(4) Uani 1 1 d . . . N9 N 0.32188(13) 0.40447(18) 0.20897(13) 0.0234(4) Uani 1 1 d . . . C10 C 0.39223(16) 0.4411(2) 0.17935(15) 0.0250(5) Uani 1 1 d . . . C11 C 0.40487(17) 0.5616(2) 0.19460(16) 0.0273(5) Uani 1 1 d . . . H11 H 0.4504 0.6081 0.1795 0.033 Uiso 1 1 calc R . . C12 C 0.33813(17) 0.5975(2) 0.23560(16) 0.0283(6) Uani 1 1 d . . . H12 H 0.3280 0.6749 0.2545 0.034 Uiso 1 1 calc R . . C13 C 0.44674(17) 0.3588(2) 0.13535(16) 0.0299(6) Uani 1 1 d . . . H13A H 0.4950 0.3382 0.1703 0.036 Uiso 1 1 calc R . . H13B H 0.4163 0.2854 0.1225 0.036 Uiso 1 1 calc R . . O14 O 0.47398(12) 0.41093(18) 0.06270(12) 0.0322(4) Uani 1 1 d . . . H14 H 0.4350 0.4120 0.0284 0.039 Uiso 1 1 calc R . . N15 N 0.09145(14) 0.24200(18) 0.31875(14) 0.0251(5) Uani 1 1 d . . . N16 N 0.14152(13) 0.16072(19) 0.28371(13) 0.0243(4) Uani 1 1 d . . . C17 C 0.10871(16) 0.0570(2) 0.30157(16) 0.0254(5) Uani 1 1 d . . . C18 C 0.03845(17) 0.0704(3) 0.34756(17) 0.0296(6) Uani 1 1 d . . . H18 H 0.0043 0.0098 0.3673 0.036 Uiso 1 1 calc R . . C19 C 0.02938(17) 0.1886(2) 0.35808(16) 0.0294(6) Uani 1 1 d . . . H19 H -0.0124 0.2265 0.3873 0.035 Uiso 1 1 calc R . . C20 C 0.14610(17) -0.0565(2) 0.27365(19) 0.0318(6) Uani 1 1 d . . . H20A H 0.1623 -0.0483 0.2169 0.038 Uiso 1 1 calc R . . H20B H 0.1962 -0.0738 0.3068 0.038 Uiso 1 1 calc R . . O21 O 0.08968(13) -0.15071(17) 0.28002(14) 0.0354(5) Uani 1 1 d . . . H21 H 0.0668 -0.1633 0.2348 0.043 Uiso 1 1 calc R . . N22 N 0.30134(13) 0.08320(19) 0.18738(13) 0.0231(4) Uani 1 1 d . . . C23 C 0.27688(15) 0.0345(2) 0.11759(15) 0.0241(5) Uani 1 1 d . . . C24 C 0.30529(16) -0.0728(2) 0.09100(16) 0.0273(5) Uani 1 1 d . . . H24 H 0.2875 -0.1050 0.0406 0.033 Uiso 1 1 calc R . . C25 C 0.36118(16) -0.1315(2) 0.14150(17) 0.0290(6) Uani 1 1 d . . . H25 H 0.3822 -0.2055 0.1254 0.035 Uiso 1 1 calc R . . C26 C 0.38677(16) -0.0843(2) 0.21458(16) 0.0264(5) Uani 1 1 d . . . H26 H 0.4247 -0.1245 0.2494 0.032 Uiso 1 1 calc R . . C27 C 0.35452(15) 0.0249(2) 0.23496(15) 0.0240(5) Uani 1 1 d . . . N28 N 0.21970(13) 0.10442(19) 0.07431(13) 0.0248(5) Uani 1 1 d . . . N29 N 0.20937(13) 0.21864(19) 0.09829(13) 0.0238(4) Uani 1 1 d . . . C30 C 0.16169(17) 0.2674(2) 0.04053(16) 0.0262(5) Uani 1 1 d . . . C31 C 0.13970(17) 0.1841(2) -0.01895(16) 0.0308(6) Uani 1 1 d . . . H31 H 0.1051 0.1961 -0.0653 0.037 Uiso 1 1 calc R . . C32 C 0.17847(18) 0.0822(2) 0.00382(17) 0.0305(6) Uani 1 1 d . . . H32 H 0.1768 0.0096 -0.0244 0.037 Uiso 1 1 calc R . . C33 C 0.14243(19) 0.3955(2) 0.04166(16) 0.0315(6) Uani 1 1 d . . . H33A H 0.1857 0.4399 0.0140 0.038 Uiso 1 1 calc R . . H33B H 0.0892 0.4102 0.0129 0.038 Uiso 1 1 calc R . . O34 O 0.13825(13) 0.43328(17) 0.12251(11) 0.0324(4) Uani 1 1 d . . . H34 H 0.1487 0.5055 0.1252 0.039 Uiso 1 1 calc R . . N35 N 0.37372(13) 0.08434(19) 0.30737(13) 0.0247(5) Uani 1 1 d . . . N36 N 0.33423(13) 0.18806(19) 0.32292(13) 0.0248(5) Uani 1 1 d . . . C37 C 0.36505(16) 0.2238(2) 0.39370(16) 0.0253(5) Uani 1 1 d . . . C38 C 0.42415(16) 0.1440(2) 0.42453(16) 0.0287(6) Uani 1 1 d . . . H38 H 0.4549 0.1501 0.4739 0.034 Uiso 1 1 calc R . . C39 C 0.42816(17) 0.0560(2) 0.36874(17) 0.0291(6) Uani 1 1 d . . . H39 H 0.4622 -0.0118 0.3719 0.035 Uiso 1 1 calc R . . C40 C 0.33797(17) 0.3379(3) 0.43127(16) 0.0296(6) Uani 1 1 d . . . H40A H 0.3527 0.4044 0.3960 0.036 Uiso 1 1 calc R . . H40B H 0.2775 0.3375 0.4361 0.036 Uiso 1 1 calc R . . O41 O 0.37561(13) 0.35377(19) 0.50827(11) 0.0346(5) Uani 1 1 d . . . H41 H 0.4235 0.3798 0.5032 0.041 Uiso 1 1 calc R . . Cl42 Cl 0.37206(4) 0.23870(6) -0.07778(4) 0.02793(19) Uani 1 1 d . . . O43 O 0.34935(14) 0.35748(19) -0.05797(14) 0.0426(5) Uani 1 1 d . . . O44 O 0.37809(14) 0.1686(2) -0.00624(13) 0.0400(5) Uani 1 1 d . . . O45 O 0.45088(14) 0.23928(18) -0.11607(15) 0.0372(5) Uani 1 1 d . . . O46 O 0.31069(12) 0.18959(19) -0.13314(12) 0.0355(5) Uani 1 1 d . . . Cl47 Cl 0.11550(5) 0.74076(6) 0.06041(4) 0.03109(19) Uani 1 1 d . . . O50 O 0.16193(15) 0.7773(3) -0.00702(15) 0.0500(6) Uani 1 1 d . . . O49 O 0.05117(15) 0.6629(2) 0.03324(16) 0.0519(6) Uani 1 1 d . . . O48 O 0.16895(17) 0.6804(2) 0.11769(16) 0.0567(7) Uani 1 1 d . . . O51 O 0.0833(2) 0.8426(3) 0.09740(19) 0.0724(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0249(2) 0.0193(2) 0.0240(2) -0.00221(12) 0.00069(17) 0.00030(13) N2 0.0248(10) 0.0204(10) 0.0224(10) -0.0007(8) -0.0005(8) 0.0001(8) C3 0.0287(12) 0.0221(12) 0.0227(12) 0.0001(9) 0.0007(10) 0.0001(10) C4 0.0376(14) 0.0212(12) 0.0287(13) -0.0017(10) 0.0025(11) 0.0003(11) C5 0.0339(14) 0.0257(13) 0.0296(13) -0.0037(11) 0.0021(11) 0.0051(11) C6 0.0273(13) 0.0280(14) 0.0278(13) -0.0030(10) 0.0042(10) 0.0034(10) C7 0.0278(12) 0.0229(12) 0.0213(11) -0.0016(9) -0.0011(9) 0.0007(10) N8 0.0285(11) 0.0207(10) 0.0263(10) -0.0008(8) 0.0019(8) 0.0018(9) N9 0.0279(11) 0.0178(10) 0.0243(10) -0.0008(8) 0.0010(8) 0.0014(8) C10 0.0274(12) 0.0224(12) 0.0249(12) 0.0017(9) -0.0030(10) 0.0006(10) C11 0.0295(13) 0.0238(13) 0.0286(13) 0.0013(10) 0.0003(10) -0.0052(10) C12 0.0365(14) 0.0180(12) 0.0305(13) -0.0008(10) 0.0013(11) -0.0039(11) C13 0.0306(13) 0.0294(14) 0.0300(13) -0.0013(11) 0.0034(11) 0.0025(11) O14 0.0319(10) 0.0373(11) 0.0275(10) 0.0014(8) 0.0023(8) -0.0005(8) N15 0.0261(11) 0.0255(12) 0.0239(11) -0.0016(8) 0.0025(9) -0.0005(8) N16 0.0251(10) 0.0233(11) 0.0246(10) -0.0003(8) 0.0002(8) 0.0017(9) C17 0.0264(12) 0.0243(13) 0.0251(12) 0.0005(10) -0.0047(10) -0.0014(10) C18 0.0318(14) 0.0296(13) 0.0274(13) 0.0001(11) 0.0013(11) -0.0055(11) C19 0.0300(13) 0.0310(14) 0.0274(13) -0.0044(11) 0.0056(10) -0.0033(11) C20 0.0296(13) 0.0243(13) 0.0416(16) 0.0034(11) 0.0022(12) -0.0027(11) O21 0.0369(11) 0.0232(10) 0.0461(12) -0.0003(9) 0.0001(9) -0.0051(8) N22 0.0251(10) 0.0205(10) 0.0236(10) -0.0013(8) -0.0015(8) 0.0016(8) C23 0.0262(12) 0.0240(12) 0.0220(12) 0.0018(10) 0.0017(9) 0.0007(10) C24 0.0305(13) 0.0269(13) 0.0246(12) -0.0019(10) 0.0017(10) -0.0009(11) C25 0.0312(13) 0.0228(13) 0.0333(14) 0.0010(10) 0.0063(11) 0.0034(11) C26 0.0250(12) 0.0230(12) 0.0312(14) 0.0020(10) 0.0011(10) 0.0034(10) C27 0.0245(12) 0.0236(12) 0.0238(12) 0.0012(10) 0.0012(10) 0.0007(10) N28 0.0297(11) 0.0201(10) 0.0244(10) -0.0019(8) -0.0023(9) -0.0006(9) N29 0.0274(11) 0.0205(10) 0.0232(11) -0.0012(9) -0.0003(8) 0.0021(9) C30 0.0266(13) 0.0293(13) 0.0228(13) 0.0018(10) 0.0030(10) 0.0009(10) C31 0.0357(14) 0.0289(14) 0.0276(13) -0.0011(11) -0.0051(11) -0.0004(11) C32 0.0374(15) 0.0271(14) 0.0265(13) -0.0039(10) -0.0068(11) -0.0019(11) C33 0.0413(15) 0.0284(14) 0.0244(13) 0.0032(11) -0.0035(11) 0.0060(12) O34 0.0436(11) 0.0254(10) 0.0279(10) 0.0000(8) -0.0035(8) 0.0025(9) N35 0.0257(10) 0.0224(10) 0.0257(11) -0.0006(8) -0.0039(8) 0.0007(8) N36 0.0279(11) 0.0207(11) 0.0257(11) -0.0001(8) -0.0003(8) 0.0007(9) C37 0.0243(12) 0.0274(12) 0.0243(12) 0.0024(10) 0.0005(10) -0.0023(11) C38 0.0311(13) 0.0285(14) 0.0262(12) 0.0039(10) -0.0039(10) 0.0000(11) C39 0.0283(13) 0.0268(13) 0.0317(14) 0.0028(11) -0.0050(10) 0.0032(11) C40 0.0315(13) 0.0312(14) 0.0258(13) -0.0028(11) -0.0032(10) -0.0040(11) O41 0.0400(11) 0.0375(11) 0.0260(10) -0.0058(8) -0.0028(8) -0.0050(9) Cl42 0.0289(4) 0.0263(3) 0.0285(4) -0.0011(2) -0.0016(3) -0.0011(2) O43 0.0471(12) 0.0314(11) 0.0486(13) -0.0089(9) -0.0071(10) 0.0074(10) O44 0.0466(12) 0.0425(12) 0.0308(10) 0.0085(9) -0.0018(9) -0.0023(10) O45 0.0334(11) 0.0374(12) 0.0410(13) -0.0018(9) 0.0057(10) -0.0048(8) O46 0.0336(10) 0.0413(12) 0.0313(10) -0.0027(9) -0.0055(8) -0.0060(9) Cl47 0.0347(4) 0.0287(4) 0.0297(4) -0.0023(2) -0.0013(3) 0.0027(3) O50 0.0426(13) 0.0687(16) 0.0386(13) -0.0053(12) 0.0011(10) -0.0138(12) O49 0.0442(13) 0.0558(15) 0.0551(15) 0.0066(12) -0.0094(11) -0.0199(12) O48 0.0722(17) 0.0423(14) 0.0538(15) 0.0120(11) -0.0299(13) -0.0023(13) O51 0.088(2) 0.0591(19) 0.0699(19) -0.0250(15) -0.0002(16) 0.0327(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 N2 2.124(2) . ? Fe1 N22 2.152(2) . ? Fe1 N9 2.180(2) . ? Fe1 N29 2.189(2) . ? Fe1 N36 2.230(2) . ? Fe1 N16 2.241(2) . ? N2 C7 1.326(3) . ? N2 C3 1.338(3) . ? C3 C4 1.382(4) . ? C3 N8 1.400(3) . ? C4 C5 1.384(4) . ? C5 C6 1.391(4) . ? C6 C7 1.390(4) . ? C7 N15 1.404(3) . ? N8 C12 1.361(3) . ? N8 N9 1.377(3) . ? N9 C10 1.326(3) . ? C10 C11 1.408(4) . ? C10 C13 1.495(4) . ? C11 C12 1.361(4) . ? C13 O14 1.426(3) . ? N15 C19 1.362(4) . ? N15 N16 1.373(3) . ? N16 C17 1.331(3) . ? C17 C18 1.402(4) . ? C17 C20 1.506(4) . ? C18 C19 1.364(4) . ? C20 O21 1.417(3) . ? N22 C27 1.331(3) . ? N22 C23 1.334(3) . ? C23 C24 1.383(4) . ? C23 N28 1.405(3) . ? C24 C25 1.389(4) . ? C25 C26 1.380(4) . ? C26 C27 1.394(4) . ? C27 N35 1.406(3) . ? N28 C32 1.355(3) . ? N28 N29 1.370(3) . ? N29 C30 1.336(3) . ? C30 C31 1.407(4) . ? C30 C33 1.490(4) . ? C31 C32 1.367(4) . ? C33 O34 1.413(3) . ? N35 C39 1.369(3) . ? N35 N36 1.371(3) . ? N36 C37 1.328(3) . ? C37 C38 1.407(4) . ? C37 C40 1.511(4) . ? C38 C39 1.366(4) . ? C40 O41 1.413(3) . ? Cl42 O44 1.432(2) . ? Cl42 O43 1.441(2) . ? Cl42 O45 1.448(2) . ? Cl42 O46 1.449(2) . ? Cl47 O51 1.418(3) . ? Cl47 O50 1.431(3) . ? Cl47 O49 1.433(2) . ? Cl47 O48 1.443(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Fe1 N22 164.86(8) . . ? N2 Fe1 N9 74.57(8) . . ? N22 Fe1 N9 116.61(8) . . ? N2 Fe1 N29 116.95(8) . . ? N22 Fe1 N29 73.01(8) . . ? N9 Fe1 N29 98.76(8) . . ? N2 Fe1 N36 98.56(8) . . ? N22 Fe1 N36 72.41(8) . . ? N9 Fe1 N36 89.59(8) . . ? N29 Fe1 N36 144.49(8) . . ? N2 Fe1 N16 73.60(8) . . ? N22 Fe1 N16 94.12(8) . . ? N9 Fe1 N16 147.93(8) . . ? N29 Fe1 N16 98.91(8) . . ? N36 Fe1 N16 91.35(8) . . ? C7 N2 C3 119.0(2) . . ? C7 N2 Fe1 120.01(17) . . ? C3 N2 Fe1 119.11(17) . . ? N2 C3 C4 123.5(2) . . ? N2 C3 N8 113.3(2) . . ? C4 C3 N8 123.3(2) . . ? C3 C4 C5 116.2(2) . . ? C4 C5 C6 121.9(3) . . ? C7 C6 C5 116.4(2) . . ? N2 C7 C6 123.0(2) . . ? N2 C7 N15 113.7(2) . . ? C6 C7 N15 123.3(2) . . ? C12 N8 N9 110.8(2) . . ? C12 N8 C3 130.0(2) . . ? N9 N8 C3 119.1(2) . . ? C10 N9 N8 105.0(2) . . ? C10 N9 Fe1 142.00(18) . . ? N8 N9 Fe1 112.87(15) . . ? N9 C10 C11 111.2(2) . . ? N9 C10 C13 121.1(2) . . ? C11 C10 C13 127.7(2) . . ? C12 C11 C10 105.5(2) . . ? N8 C12 C11 107.4(2) . . ? O14 C13 C10 110.9(2) . . ? C19 N15 N16 111.1(2) . . ? C19 N15 C7 129.1(2) . . ? N16 N15 C7 119.5(2) . . ? C17 N16 N15 104.8(2) . . ? C17 N16 Fe1 143.59(18) . . ? N15 N16 Fe1 111.57(15) . . ? N16 C17 C18 111.4(2) . . ? N16 C17 C20 121.5(2) . . ? C18 C17 C20 127.2(2) . . ? C19 C18 C17 105.6(2) . . ? N15 C19 C18 107.1(2) . . ? O21 C20 C17 110.9(2) . . ? C27 N22 C23 118.7(2) . . ? C27 N22 Fe1 121.57(17) . . ? C23 N22 Fe1 119.55(17) . . ? N22 C23 C24 123.4(2) . . ? N22 C23 N28 112.7(2) . . ? C24 C23 N28 124.0(2) . . ? C23 C24 C25 116.8(2) . . ? C26 C25 C24 121.3(3) . . ? C25 C26 C27 117.0(2) . . ? N22 C27 C26 122.9(2) . . ? N22 C27 N35 113.1(2) . . ? C26 C27 N35 124.1(2) . . ? C32 N28 N29 111.5(2) . . ? C32 N28 C23 129.8(2) . . ? N29 N28 C23 118.2(2) . . ? C30 N29 N28 105.0(2) . . ? C30 N29 Fe1 140.20(19) . . ? N28 N29 Fe1 112.49(15) . . ? N29 C30 C31 110.7(2) . . ? N29 C30 C33 121.0(2) . . ? C31 C30 C33 128.2(2) . . ? C32 C31 C30 105.7(2) . . ? N28 C32 C31 107.1(2) . . ? O34 C33 C30 109.0(2) . . ? C39 N35 N36 111.0(2) . . ? C39 N35 C27 130.2(2) . . ? N36 N35 C27 118.7(2) . . ? C37 N36 N35 105.3(2) . . ? C37 N36 Fe1 140.52(18) . . ? N35 N36 Fe1 114.11(15) . . ? N36 C37 C38 111.1(2) . . ? N36 C37 C40 121.4(2) . . ? C38 C37 C40 127.4(2) . . ? C39 C38 C37 105.7(2) . . ? C38 C39 N35 106.8(2) . . ? O41 C40 C37 111.1(2) . . ? O44 Cl42 O43 110.15(14) . . ? O44 Cl42 O45 109.09(14) . . ? O43 Cl42 O45 109.42(13) . . ? O44 Cl42 O46 109.92(13) . . ? O43 Cl42 O46 109.24(13) . . ? O45 Cl42 O46 109.01(13) . . ? O51 Cl47 O50 108.19(19) . . ? O51 Cl47 O49 111.40(19) . . ? O50 Cl47 O49 109.30(15) . . ? O51 Cl47 O48 109.02(18) . . ? O50 Cl47 O48 109.38(17) . . ? O49 Cl47 O48 109.51(15) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O14 H14 O43 0.84 2.06 2.873(3) 161.3 . O21 H21 O21 0.84 2.55 3.056(4) 119.4 2 O21 H21 O51 0.84 2.31 3.032(4) 144.8 1_545 O34 H34 O48 0.84 2.02 2.856(3) 173.0 . O41 H41 O14 0.84 2.05 2.823(3) 152.2 2_655 _diffrn_measured_fraction_theta_max 0.910 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.910 _refine_diff_density_max 0.761 _refine_diff_density_min -1.088 _refine_diff_density_rms 0.149 #=END data_c:\datasets\leeds\je41b\je41b _database_code_depnum_ccdc_archive 'CCDC 256648' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-bis{3-(hydroxymethyl)pyrazol-1-yl}pyridine]iron(II) diperchlorate, beta polymorph ; _chemical_name_common ; Bis(2,6-bis(3-(hydroxymethyl)pyrazol-1-yl)pyridine)iron(ii) diperchlorate, beta polymorph ; _chemical_melting_point ? _chemical_formula_moiety 'C26 H26 Fe N10 O4, 2[Cl O4]' _chemical_formula_sum 'C26 H26 Cl2 Fe N10 O12' _chemical_formula_weight 797.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 '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' 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 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 20.1578(2) _cell_length_b 10.0249(1) _cell_length_c 16.2228(1) _cell_angle_alpha 90.00 _cell_angle_beta 108.3160(8) _cell_angle_gamma 90.00 _cell_volume 3112.22(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 55093 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 27.48 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.702 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 0.739 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.742 _exptl_absorpt_correction_T_max 0.866 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _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 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 55081 _diffrn_reflns_av_R_equivalents 0.0806 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7089 _reflns_number_gt 6254 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _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. During refinement, the anion Cl47-O51 was found to be disordered. Each of these atoms was modelled over two partial sites, labelled 'A' (refined occupancy 0.66) and 'B' (0.34). The restraints Cl-O = 1.42(2) and O...O = 2.32(2)\%A were employed to each partial anion. An antibumping restraint between C39 and O49B^i^ (symmetry code i x, 0.5–y, –0.5+z) was also applied. All non-H atoms except for the minor anion disorder orientation were refined anisotropically, while all H atoms were placed in calculated positions and refined using a riding model. The torsions of the O-H groups were allowed to refine freely. ; _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^)+(0.0586P)^2^+2.1228P] 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 SHELXL _refine_ls_extinction_coef 0.0033(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7089 _refine_ls_number_parameters 486 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0445 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1110 _refine_ls_wR_factor_gt 0.1051 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.180 _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 0.250221(15) 0.46481(3) 0.540789(19) 0.02436(11) Uani 1 1 d . . . N2 N 0.36150(9) 0.49175(18) 0.57697(11) 0.0244(3) Uani 1 1 d . . . C3 C 0.38786(11) 0.6051(2) 0.55653(13) 0.0261(4) Uani 1 1 d . . . C4 C 0.45835(12) 0.6261(2) 0.57065(15) 0.0329(5) Uani 1 1 d . . . H4 H 0.4754 0.7081 0.5559 0.040 Uiso 1 1 calc R . . C5 C 0.50300(12) 0.5219(2) 0.60735(17) 0.0357(5) Uani 1 1 d . . . H5 H 0.5518 0.5321 0.6178 0.043 Uiso 1 1 calc R . . C6 C 0.47754(11) 0.4030(2) 0.62909(15) 0.0323(5) Uani 1 1 d . . . H6 H 0.5078 0.3312 0.6545 0.039 Uiso 1 1 calc R . . C7 C 0.40577(10) 0.3938(2) 0.61209(13) 0.0256(4) Uani 1 1 d . . . N8 N 0.33648(9) 0.70130(18) 0.51950(12) 0.0273(4) Uani 1 1 d . . . N9 N 0.26778(9) 0.66585(18) 0.50104(11) 0.0272(4) Uani 1 1 d . . . C10 C 0.23193(12) 0.7768(2) 0.47193(14) 0.0312(5) Uani 1 1 d . . . C11 C 0.27746(14) 0.8837(2) 0.47206(16) 0.0373(5) Uani 1 1 d . . . H11 H 0.2648 0.9729 0.4542 0.045 Uiso 1 1 calc R . . C12 C 0.34320(13) 0.8327(2) 0.50308(15) 0.0337(5) Uani 1 1 d . . . H12 H 0.3857 0.8799 0.5116 0.040 Uiso 1 1 calc R . . C13 C 0.15393(13) 0.7786(3) 0.44867(17) 0.0387(5) Uani 1 1 d . . . H13A H 0.1405 0.8337 0.4915 0.046 Uiso 1 1 calc R . . H13B H 0.1339 0.8208 0.3910 0.046 Uiso 1 1 calc R . . O14 O 0.12558(10) 0.65112(19) 0.44668(13) 0.0433(4) Uani 1 1 d . . . H14 H 0.1149 0.6205 0.3960 0.052 Uiso 1 1 calc R . . N15 N 0.37339(9) 0.27827(17) 0.63013(11) 0.0254(4) Uani 1 1 d . . . N16 N 0.30281(8) 0.27940(17) 0.61746(11) 0.0241(3) Uani 1 1 d . . . C17 C 0.28937(11) 0.1597(2) 0.64384(13) 0.0260(4) Uani 1 1 d . . . C18 C 0.35049(11) 0.0822(2) 0.67389(15) 0.0307(4) Uani 1 1 d . . . H18 H 0.3544 -0.0061 0.6962 0.037 Uiso 1 1 calc R . . C19 C 0.40291(11) 0.1607(2) 0.66418(15) 0.0308(4) Uani 1 1 d . . . H19 H 0.4509 0.1375 0.6785 0.037 Uiso 1 1 calc R . . C20 C 0.21723(11) 0.1192(2) 0.64110(15) 0.0312(5) Uani 1 1 d . . . H20A H 0.1926 0.1954 0.6572 0.037 Uiso 1 1 calc R . . H20B H 0.1901 0.0898 0.5818 0.037 Uiso 1 1 calc R . . O21 O 0.22369(9) 0.01362(19) 0.70059(14) 0.0451(5) Uani 1 1 d . . . H21 H 0.1864 0.0061 0.7130 0.054 Uiso 1 1 calc R . . N22 N 0.14765(8) 0.38478(17) 0.52367(11) 0.0237(3) Uani 1 1 d . . . C23 C 0.11095(11) 0.4235(2) 0.57518(14) 0.0260(4) Uani 1 1 d . . . C24 C 0.04606(12) 0.3710(2) 0.56922(16) 0.0347(5) Uani 1 1 d . . . H24 H 0.0214 0.3978 0.6076 0.042 Uiso 1 1 calc R . . C25 C 0.01889(12) 0.2776(3) 0.50443(18) 0.0401(6) Uani 1 1 d . . . H25 H -0.0257 0.2398 0.4981 0.048 Uiso 1 1 calc R . . C26 C 0.05514(11) 0.2378(2) 0.44855(16) 0.0350(5) Uani 1 1 d . . . H26 H 0.0362 0.1749 0.4035 0.042 Uiso 1 1 calc R . . C27 C 0.12035(10) 0.2948(2) 0.46218(13) 0.0256(4) Uani 1 1 d . . . N28 N 0.14541(9) 0.52061(18) 0.63560(12) 0.0266(4) Uani 1 1 d . . . N29 N 0.21216(9) 0.55518(17) 0.63970(11) 0.0249(3) Uani 1 1 d . . . C30 C 0.22934(12) 0.6568(2) 0.69475(13) 0.0285(4) Uani 1 1 d . . . C31 C 0.17420(13) 0.6876(2) 0.72763(15) 0.0357(5) Uani 1 1 d . . . H31 H 0.1737 0.7551 0.7685 0.043 Uiso 1 1 calc R . . C32 C 0.12173(13) 0.6003(2) 0.68865(15) 0.0336(5) Uani 1 1 d . . . H32 H 0.0772 0.5958 0.6969 0.040 Uiso 1 1 calc R . . C33 C 0.29773(12) 0.7270(2) 0.70944(14) 0.0326(5) Uani 1 1 d . . . H33A H 0.3330 0.6619 0.7039 0.039 Uiso 1 1 calc R . . H33B H 0.2923 0.7959 0.6641 0.039 Uiso 1 1 calc R . . O34 O 0.32186(10) 0.78795(16) 0.79221(11) 0.0386(4) Uani 1 1 d . . . H34 H 0.3524 0.7394 0.8261 0.046 Uiso 1 1 calc R . . N35 N 0.16491(9) 0.26212(17) 0.41391(11) 0.0244(3) Uani 1 1 d . . . N36 N 0.22557(8) 0.33332(17) 0.42872(11) 0.0240(3) Uani 1 1 d . . . C37 C 0.25747(10) 0.2807(2) 0.37596(13) 0.0249(4) Uani 1 1 d . . . C38 C 0.21777(11) 0.1759(2) 0.32727(14) 0.0300(4) Uani 1 1 d . . . H38 H 0.2290 0.1228 0.2850 0.036 Uiso 1 1 calc R . . C39 C 0.15961(11) 0.1659(2) 0.35319(14) 0.0296(4) Uani 1 1 d D . . H39 H 0.1226 0.1036 0.3326 0.036 Uiso 1 1 calc R . . C40 C 0.32710(11) 0.3337(2) 0.37610(14) 0.0277(4) Uani 1 1 d . . . H40A H 0.3643 0.2909 0.4238 0.033 Uiso 1 1 calc R . . H40B H 0.3349 0.3095 0.3207 0.033 Uiso 1 1 calc R . . O41 O 0.33221(8) 0.47366(15) 0.38666(11) 0.0302(3) Uani 1 1 d . . . H41 H 0.3118 0.5109 0.3390 0.036 Uiso 1 1 calc R . . Cl42 Cl 0.42976(3) 0.47627(5) 0.86163(4) 0.03292(15) Uani 1 1 d . . . O43 O 0.36690(11) 0.4452(2) 0.79285(13) 0.0496(5) Uani 1 1 d . . . O44 O 0.43756(9) 0.62021(16) 0.86916(13) 0.0420(4) Uani 1 1 d . . . O45 O 0.48878(11) 0.4220(2) 0.84220(16) 0.0568(5) Uani 1 1 d . . . O46 O 0.42623(12) 0.4232(2) 0.94188(12) 0.0512(5) Uani 1 1 d . . . Cl4A Cl 0.0489(2) 0.0309(4) 0.7263(3) 0.0398(17) Uani 0.66 1 d PD A 1 O48A O -0.00081(17) -0.0615(4) 0.7388(2) 0.0628(10) Uani 0.66 1 d PD A 1 O49A O 0.02777(19) 0.1635(4) 0.7354(3) 0.0697(10) Uani 0.66 1 d PD A 1 O50A O 0.11633(14) 0.0043(3) 0.78975(19) 0.0457(7) Uani 0.66 1 d PD A 1 O51A O 0.0567(2) 0.0087(4) 0.6420(2) 0.0609(9) Uani 0.66 1 d PD A 1 O48B O -0.0253(3) 0.0411(6) 0.6743(4) 0.0476(13) Uiso 0.34 1 d PD B 2 O49B O 0.0776(4) 0.1478(6) 0.7103(4) 0.0631(17) Uiso 0.34 1 d PD B 2 O50B O 0.0801(4) -0.0727(7) 0.6968(5) 0.0678(18) Uiso 0.34 1 d PD B 2 O51B O 0.0500(4) 0.0184(7) 0.8152(4) 0.0661(18) Uiso 0.34 1 d PD B 2 Cl4B Cl 0.0480(4) 0.0339(7) 0.7252(6) 0.031(3) Uiso 0.34 1 d PD B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01942(17) 0.02614(18) 0.02840(18) -0.00398(11) 0.00876(12) -0.00335(10) N2 0.0221(8) 0.0258(8) 0.0263(8) -0.0017(7) 0.0089(7) -0.0030(6) C3 0.0253(10) 0.0267(10) 0.0277(10) -0.0026(8) 0.0102(8) -0.0034(8) C4 0.0282(11) 0.0328(11) 0.0407(12) -0.0041(9) 0.0151(9) -0.0091(9) C5 0.0225(10) 0.0404(13) 0.0455(13) -0.0044(10) 0.0124(10) -0.0068(9) C6 0.0221(10) 0.0357(11) 0.0391(12) 0.0003(9) 0.0099(9) -0.0002(8) C7 0.0225(9) 0.0275(10) 0.0272(10) -0.0024(8) 0.0086(8) -0.0021(8) N8 0.0274(9) 0.0261(9) 0.0308(9) 0.0002(7) 0.0125(7) -0.0037(7) N9 0.0258(9) 0.0279(9) 0.0294(9) 0.0004(7) 0.0110(7) 0.0006(7) C10 0.0361(12) 0.0305(11) 0.0297(11) 0.0030(9) 0.0142(9) 0.0050(9) C11 0.0468(13) 0.0281(11) 0.0397(12) 0.0063(9) 0.0176(11) 0.0013(10) C12 0.0409(12) 0.0275(11) 0.0356(12) 0.0018(9) 0.0160(10) -0.0048(9) C13 0.0357(12) 0.0380(12) 0.0444(13) 0.0075(10) 0.0156(10) 0.0088(10) O14 0.0373(9) 0.0443(10) 0.0489(10) 0.0050(8) 0.0142(8) -0.0013(8) N15 0.0196(8) 0.0275(9) 0.0299(9) 0.0007(7) 0.0089(7) 0.0004(6) N16 0.0192(8) 0.0258(8) 0.0271(8) -0.0003(7) 0.0072(6) -0.0008(6) C17 0.0258(10) 0.0263(10) 0.0267(10) -0.0013(8) 0.0093(8) -0.0015(8) C18 0.0292(10) 0.0260(10) 0.0375(11) 0.0028(9) 0.0116(9) 0.0024(8) C19 0.0255(10) 0.0291(11) 0.0385(12) 0.0019(9) 0.0111(9) 0.0052(8) C20 0.0250(10) 0.0294(10) 0.0391(12) 0.0071(9) 0.0098(9) -0.0015(8) O21 0.0311(9) 0.0424(10) 0.0668(13) 0.0223(9) 0.0224(9) 0.0039(7) N22 0.0195(8) 0.0250(8) 0.0269(8) 0.0011(7) 0.0078(6) 0.0002(6) C23 0.0236(10) 0.0266(10) 0.0288(10) 0.0024(8) 0.0096(8) 0.0024(8) C24 0.0256(10) 0.0409(12) 0.0423(12) -0.0018(10) 0.0172(9) -0.0021(9) C25 0.0248(10) 0.0472(14) 0.0514(14) -0.0059(12) 0.0162(10) -0.0088(10) C26 0.0250(10) 0.0384(12) 0.0408(12) -0.0076(10) 0.0092(9) -0.0082(9) C27 0.0213(9) 0.0261(10) 0.0282(10) 0.0010(8) 0.0060(8) -0.0001(7) N28 0.0237(8) 0.0295(9) 0.0289(9) -0.0001(7) 0.0116(7) 0.0007(7) N29 0.0239(8) 0.0255(8) 0.0260(8) -0.0001(7) 0.0090(7) -0.0004(6) C30 0.0352(11) 0.0256(10) 0.0251(10) 0.0001(8) 0.0102(8) 0.0001(8) C31 0.0458(13) 0.0326(11) 0.0333(11) -0.0049(9) 0.0192(10) 0.0015(10) C32 0.0381(12) 0.0353(12) 0.0328(11) -0.0003(9) 0.0191(10) 0.0058(9) C33 0.0392(12) 0.0278(10) 0.0297(11) -0.0046(9) 0.0093(9) -0.0058(9) O34 0.0472(10) 0.0293(8) 0.0323(8) -0.0068(7) 0.0024(7) 0.0031(7) N35 0.0202(8) 0.0254(8) 0.0267(8) -0.0011(7) 0.0061(6) -0.0028(6) N36 0.0202(8) 0.0255(8) 0.0262(8) -0.0009(7) 0.0073(7) -0.0026(6) C37 0.0254(10) 0.0244(9) 0.0249(9) 0.0019(8) 0.0081(8) 0.0038(7) C38 0.0304(11) 0.0292(10) 0.0297(10) -0.0054(8) 0.0083(9) 0.0019(8) C39 0.0273(10) 0.0270(10) 0.0325(11) -0.0067(8) 0.0063(8) -0.0030(8) C40 0.0259(10) 0.0280(10) 0.0317(10) 0.0004(8) 0.0127(8) 0.0024(8) O41 0.0292(8) 0.0277(8) 0.0339(8) 0.0025(6) 0.0100(7) -0.0005(6) Cl42 0.0319(3) 0.0270(3) 0.0399(3) 0.0007(2) 0.0113(2) -0.00295(19) O43 0.0462(11) 0.0427(10) 0.0495(11) 0.0029(8) 0.0002(9) -0.0103(8) O44 0.0347(9) 0.0271(8) 0.0634(12) 0.0012(8) 0.0142(8) -0.0042(7) O45 0.0516(12) 0.0433(11) 0.0856(16) -0.0003(10) 0.0362(11) 0.0077(9) O46 0.0714(14) 0.0410(10) 0.0417(10) -0.0012(8) 0.0181(10) -0.0168(10) Cl4A 0.0262(13) 0.055(2) 0.0396(17) -0.0135(6) 0.0118(6) -0.0167(7) O48A 0.0471(17) 0.098(3) 0.0496(17) -0.0180(17) 0.0238(14) -0.0442(18) O49A 0.061(2) 0.059(2) 0.078(2) -0.0183(18) 0.0059(18) 0.0143(17) O50A 0.0310(14) 0.0523(16) 0.0501(16) -0.0121(14) 0.0075(12) -0.0068(12) O51A 0.069(2) 0.083(2) 0.0416(16) -0.0176(16) 0.0334(16) -0.0328(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 N2 2.1499(17) . ? Fe1 N22 2.1530(17) . ? Fe1 N36 2.1731(17) . ? Fe1 N9 2.1786(18) . ? Fe1 N29 2.1812(17) . ? Fe1 N16 2.3015(17) . ? N2 C7 1.328(3) . ? N2 C3 1.340(3) . ? C3 C4 1.383(3) . ? C3 N8 1.404(3) . ? C4 C5 1.385(3) . ? C5 C6 1.386(3) . ? C6 C7 1.388(3) . ? C7 N15 1.405(3) . ? N8 C12 1.359(3) . ? N8 N9 1.369(2) . ? N9 C10 1.330(3) . ? C10 C11 1.410(3) . ? C10 C13 1.497(3) . ? C11 C12 1.361(4) . ? C13 O14 1.396(3) . ? N15 C19 1.357(3) . ? N15 N16 1.372(2) . ? N16 C17 1.330(3) . ? C17 C18 1.407(3) . ? C17 C20 1.497(3) . ? C18 C19 1.366(3) . ? C20 O21 1.410(3) . ? N22 C27 1.329(3) . ? N22 C23 1.336(3) . ? C23 C24 1.385(3) . ? C23 N28 1.401(3) . ? C24 C25 1.386(4) . ? C25 C26 1.390(3) . ? C26 C27 1.386(3) . ? C27 N35 1.403(3) . ? N28 C32 1.365(3) . ? N28 N29 1.371(2) . ? N29 C30 1.327(3) . ? C30 C31 1.410(3) . ? C30 C33 1.499(3) . ? C31 C32 1.365(4) . ? C33 O34 1.415(3) . ? N35 C39 1.359(3) . ? N35 N36 1.370(2) . ? N36 C37 1.330(3) . ? C37 C38 1.404(3) . ? C37 C40 1.500(3) . ? C38 C39 1.368(3) . ? C40 O41 1.414(2) . ? Cl42 O46 1.4286(19) . ? Cl42 O45 1.431(2) . ? Cl42 O43 1.435(2) . ? Cl42 O44 1.4524(17) . ? Cl4A O49A 1.418(6) . ? Cl4A O48A 1.425(5) . ? Cl4A O51A 1.441(6) . ? Cl4A O50A 1.449(5) . ? O48B Cl4B 1.450(9) . ? O49B Cl4B 1.345(10) . ? O51B Cl4B 1.456(10) . ? O50B Cl4B 1.400(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Fe1 N22 163.62(7) . . ? N2 Fe1 N36 104.43(6) . . ? N22 Fe1 N36 73.03(6) . . ? N2 Fe1 N9 73.26(7) . . ? N22 Fe1 N9 123.05(7) . . ? N36 Fe1 N9 109.22(7) . . ? N2 Fe1 N29 108.97(7) . . ? N22 Fe1 N29 72.79(7) . . ? N36 Fe1 N29 145.75(6) . . ? N9 Fe1 N29 87.76(6) . . ? N2 Fe1 N16 71.94(6) . . ? N22 Fe1 N16 91.68(6) . . ? N36 Fe1 N16 84.70(6) . . ? N9 Fe1 N16 144.79(6) . . ? N29 Fe1 N16 98.43(6) . . ? C7 N2 C3 117.90(18) . . ? C7 N2 Fe1 121.79(14) . . ? C3 N2 Fe1 120.00(14) . . ? N2 C3 C4 123.7(2) . . ? N2 C3 N8 113.07(18) . . ? C4 C3 N8 123.21(19) . . ? C3 C4 C5 116.8(2) . . ? C4 C5 C6 121.0(2) . . ? C5 C6 C7 116.9(2) . . ? N2 C7 C6 123.6(2) . . ? N2 C7 N15 113.91(17) . . ? C6 C7 N15 122.46(19) . . ? C12 N8 N9 111.41(18) . . ? C12 N8 C3 130.08(19) . . ? N9 N8 C3 118.35(17) . . ? C10 N9 N8 105.07(17) . . ? C10 N9 Fe1 139.32(15) . . ? N8 N9 Fe1 115.01(13) . . ? N9 C10 C11 110.8(2) . . ? N9 C10 C13 120.7(2) . . ? C11 C10 C13 128.5(2) . . ? C12 C11 C10 105.8(2) . . ? N8 C12 C11 106.9(2) . . ? O14 C13 C10 112.6(2) . . ? C19 N15 N16 111.69(17) . . ? C19 N15 C7 128.90(18) . . ? N16 N15 C7 119.32(17) . . ? C17 N16 N15 104.52(16) . . ? C17 N16 Fe1 142.82(14) . . ? N15 N16 Fe1 111.56(12) . . ? N16 C17 C18 111.39(18) . . ? N16 C17 C20 121.95(19) . . ? C18 C17 C20 126.65(19) . . ? C19 C18 C17 105.48(19) . . ? N15 C19 C18 106.93(18) . . ? O21 C20 C17 107.65(18) . . ? C27 N22 C23 119.12(18) . . ? C27 N22 Fe1 120.27(13) . . ? C23 N22 Fe1 120.60(14) . . ? N22 C23 C24 122.9(2) . . ? N22 C23 N28 112.91(18) . . ? C24 C23 N28 124.23(19) . . ? C23 C24 C25 116.7(2) . . ? C24 C25 C26 121.7(2) . . ? C27 C26 C25 116.4(2) . . ? N22 C27 C26 123.22(19) . . ? N22 C27 N35 112.99(17) . . ? C26 C27 N35 123.78(19) . . ? C32 N28 N29 110.72(18) . . ? C32 N28 C23 130.75(19) . . ? N29 N28 C23 118.22(16) . . ? C30 N29 N28 105.74(17) . . ? C30 N29 Fe1 137.41(14) . . ? N28 N29 Fe1 115.23(13) . . ? N29 C30 C31 110.6(2) . . ? N29 C30 C33 119.99(19) . . ? C31 C30 C33 129.2(2) . . ? C32 C31 C30 105.8(2) . . ? C31 C32 N28 107.1(2) . . ? O34 C33 C30 112.23(19) . . ? C39 N35 N36 111.06(16) . . ? C39 N35 C27 130.69(18) . . ? N36 N35 C27 118.23(16) . . ? C37 N36 N35 105.41(16) . . ? C37 N36 Fe1 138.51(14) . . ? N35 N36 Fe1 114.80(12) . . ? N36 C37 C38 110.70(18) . . ? N36 C37 C40 120.00(18) . . ? C38 C37 C40 129.29(19) . . ? C39 C38 C37 105.88(18) . . ? N35 C39 C38 106.94(18) . . ? O41 C40 C37 112.57(17) . . ? O46 Cl42 O45 110.01(14) . . ? O46 Cl42 O43 110.08(12) . . ? O45 Cl42 O43 109.79(14) . . ? O46 Cl42 O44 109.16(12) . . ? O45 Cl42 O44 108.72(12) . . ? O43 Cl42 O44 109.06(12) . . ? O49A Cl4A O48A 110.3(4) . . ? O49A Cl4A O51A 111.7(4) . . ? O48A Cl4A O51A 109.0(3) . . ? O49A Cl4A O50A 110.1(4) . . ? O48A Cl4A O50A 108.9(4) . . ? O51A Cl4A O50A 106.7(4) . . ? O49B Cl4B O50B 108.2(7) . . ? O49B Cl4B O48B 106.6(6) . . ? O50B Cl4B O48B 110.2(7) . . ? O49B Cl4B O51B 113.4(7) . . ? O50B Cl4B O51B 112.2(6) . . ? O48B Cl4B O51B 106.1(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 O14 H14 O50A 0.84 2.14 2.940(4) 159.9 4_565 O14 H14 O51B 0.84 2.07 2.778(7) 141.4 4_565 O21 H21 O50A 0.84 2.16 2.958(3) 159.4 . O21 H21 O50B 0.84 2.22 3.002(8) 155.0 . O34 H34 O44 0.84 2.03 2.828(2) 159.2 . O41 H41 O34 0.84 2.19 2.811(2) 131.1 4_575 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.989 _refine_diff_density_min -0.891 _refine_diff_density_rms 0.063 #=END data_je41200 _database_code_depnum_ccdc_archive 'CCDC 256649' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-bis(3-hydroxymethylpyrazol-1-yl)pyridine]iron(II) diperchlorate acetonitrile solvate ; _chemical_name_common ; Bis(2,6-bis(3-hydroxymethylpyrazol-1-yl)pyridine)iron(ii) diperchlorate acetonitrile solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C26 H26 Fe N10 O4, 2[Cl O4], 0.75[C2 H3 N]' _chemical_formula_sum 'C27.50 H28.25 Cl2 Fe N10.75 O12' _chemical_formula_weight 828.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.8535(2) _cell_length_b 11.6789(1) _cell_length_c 27.9986(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.6122(5) _cell_angle_gamma 90.00 _cell_volume 7122.65(12) _cell_formula_units_Z 8 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 56828 _cell_measurement_theta_min 2.02 _cell_measurement_theta_max 27.47 _exptl_crystal_description 'Rectangular Prism' _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3396 _exptl_absorpt_coefficient_mu 0.649 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.768 _exptl_absorpt_correction_T_max 0.881 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_ambient_temperature 200(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 'Nonius KappaCCD diffractometer' _diffrn_measurement_method 'Area detector scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 56828 _diffrn_reflns_av_R_equivalents 0.0875 _diffrn_reflns_av_sigmaI/netI 0.0431 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 27.47 _reflns_number_total 8152 _reflns_number_gt 5950 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The asymmetric unit contains one complex cation and two ClO~4~^-^ anions, and one badly disordered region of solvent that forms channels running parallel to the crystallographic b direction. This disordered region was modelled using 16 partial C environments C52A-C52P with occupancies of 0.10, 0.15 or 0.20, summing to a total occupancy of 2.25xC. Since the crystals were grown from MeCN/Et~2~O, the channels most likely contain MeCN. This then corresponds to an approximate content of 0.75 MeCN molecules per complex molecule. This formula was used for the density calculation. Both ClO~4~- anions, and all the hydroxymethyl groups on the complex dication, are also disordered. One ClO~4~^-^ anion was modeled over two equally occupied orientations, Cl42A-O46A and Cl42B-O46B. The other anion was modeled using three partial environments: Cl47A-O51A (occupancy 0.40) Cl47B-O51B (occupancy 0.30) Cl47C-O51C (occupancy 0.30). All Cl-O distances were restrained to 1.43(2)\%A, and O...O distances within a given disorder orientation to 2.34(2)\%A. Two of the hydroxymethyl groups in the molecule are disordered over three orientations: C13A-O14A (occupancy 0.55) C13B-O14B (occupancy 0.35) C13C-O14C (occupancy 0.10) and C20A-O21A (occupancy 0.70) C20B-O21B (occupancy 0.15) C20C-O21C (occupancy 0.15) The other two hydroxymethyl groups are disordered over two orientations: C33A-O34A (occupancy 0.80) C33B-O34B (occupancy 0.20) and C40A-O41A (occupancy 0.70) C40B-O41B (occupancy 0.30) The following restraints were used to model this disorder: C-O = 1.39(2)\%A, C-C = 1.50(2)\%A and C...O = 2.42(2)\%A. All non-H atoms with occupancies >=0.5 were modelled anisotropically. All H atoms were placed in calculated positions and refined using a riding model. The torsions of all O-H groups were allowed to refine freely except for O14C-H14C (occupancy 0.1) and O41B-H41B (occupancy 0.3), which were placed in calculated positions corresponding to the most likely hydrogen bonds they could form and then refined as a rigid group. The positions of all the hydroxyl H atoms in this model should be treated with caution. ; _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^)+(0.1523P)^2^+3.8098P] 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 SHELXL _refine_ls_extinction_coef 0.0109(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8152 _refine_ls_number_parameters 639 _refine_ls_number_restraints 80 _refine_ls_R_factor_all 0.1025 _refine_ls_R_factor_gt 0.0749 _refine_ls_wR_factor_ref 0.2341 _refine_ls_wR_factor_gt 0.2076 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.108 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.58389(2) 0.31821(4) 0.643588(17) 0.0463(2) Uani 1 1 d . . . N2 N 0.59283(12) 0.4790(2) 0.67926(9) 0.0457(6) Uani 1 1 d . . . C3 C 0.54367(15) 0.5350(3) 0.68280(11) 0.0483(7) Uani 1 1 d . . . C4 C 0.54750(18) 0.6369(3) 0.70857(13) 0.0582(8) Uani 1 1 d . . . H4 H 0.5118 0.6766 0.7101 0.070 Uiso 1 1 calc R . . C5 C 0.6057(2) 0.6785(3) 0.73207(14) 0.0627(9) Uani 1 1 d . . . H5 H 0.6103 0.7477 0.7507 0.075 Uiso 1 1 calc R . . C6 C 0.65734(18) 0.6219(3) 0.72912(13) 0.0601(9) Uani 1 1 d . . . H6 H 0.6974 0.6505 0.7452 0.072 Uiso 1 1 calc R . . C7 C 0.64822(15) 0.5221(3) 0.70185(11) 0.0490(7) Uani 1 1 d . . . N8 N 0.48810(13) 0.4798(2) 0.65769(10) 0.0521(6) Uani 1 1 d . A . N9 N 0.48988(12) 0.3761(2) 0.63577(10) 0.0511(6) Uani 1 1 d . A . C10 C 0.43177(16) 0.3469(3) 0.61526(13) 0.0571(8) Uani 1 1 d D . . C11 C 0.39254(17) 0.4313(4) 0.62426(14) 0.0636(9) Uani 1 1 d . A . H11 H 0.3489 0.4302 0.6139 0.076 Uiso 1 1 calc R . . C12 C 0.42928(17) 0.5138(3) 0.65042(14) 0.0604(9) Uani 1 1 d . . . H12 H 0.4165 0.5833 0.6618 0.073 Uiso 1 1 calc R A . C13A C 0.4124(9) 0.2382(12) 0.5859(5) 0.082(8) Uani 0.55 1 d PD A 1 H13A H 0.4497 0.1936 0.5871 0.098 Uiso 0.55 1 calc PR A 1 H13B H 0.3879 0.1919 0.6025 0.098 Uiso 0.55 1 calc PR A 1 O14A O 0.3780(3) 0.2538(6) 0.5355(2) 0.0986(18) Uani 0.55 1 d PD A 1 H14A H 0.3998 0.2380 0.5170 0.148 Uiso 0.55 1 calc PR A 1 C13B C 0.4189(16) 0.233(2) 0.5888(10) 0.065(11) Uiso 0.35 1 d PD A 2 H13C H 0.4342 0.1719 0.6138 0.078 Uiso 0.35 1 calc PR A 2 H13D H 0.3738 0.2240 0.5749 0.078 Uiso 0.35 1 calc PR A 2 O14B O 0.4449(5) 0.2190(9) 0.5501(4) 0.098(3) Uiso 0.35 1 d PD A 2 H14B H 0.4485 0.2831 0.5377 0.147 Uiso 0.35 1 calc PR A 2 C13C C 0.4138(11) 0.2348(18) 0.5899(10) 0.031(14) Uiso 0.10 1 d PD A 3 H13E H 0.4307 0.2293 0.5614 0.037 Uiso 0.10 1 calc PR A 3 H13F H 0.4323 0.1727 0.6137 0.037 Uiso 0.10 1 calc PR A 3 O14C O 0.3509(11) 0.2186(18) 0.5724(10) 0.082(8) Uiso 0.10 1 d PRD A 3 H14C H 0.3342 0.2531 0.5912 0.123 Uiso 0.10 1 d PR A 3 N15 N 0.69616(13) 0.4559(2) 0.69405(10) 0.0528(6) Uani 1 1 d . B . N16 N 0.68211(12) 0.3538(2) 0.66953(10) 0.0500(6) Uani 1 1 d . B . C17 C 0.73548(16) 0.3140(3) 0.66644(13) 0.0552(8) Uani 1 1 d D . . C18 C 0.78326(17) 0.3906(4) 0.68859(15) 0.0669(10) Uani 1 1 d . B . H18 H 0.8254 0.3823 0.6910 0.080 Uiso 1 1 calc R . . C19 C 0.75681(16) 0.4791(3) 0.70595(16) 0.0639(9) Uani 1 1 d . . . H19 H 0.7771 0.5449 0.7232 0.077 Uiso 1 1 calc R B . C20A C 0.7385(4) 0.1967(6) 0.6466(4) 0.070(3) Uani 0.70 1 d PD B 1 H20A H 0.7160 0.1949 0.6103 0.083 Uiso 0.70 1 calc PR B 1 H20B H 0.7818 0.1761 0.6510 0.083 Uiso 0.70 1 calc PR B 1 O21A O 0.7135(2) 0.1198(4) 0.6707(2) 0.0906(13) Uani 0.70 1 d PD B 1 H21A H 0.7117 0.0555 0.6569 0.136 Uiso 0.70 1 calc PR B 1 C20B C 0.745(2) 0.217(3) 0.6353(10) 0.061(19) Uiso 0.15 1 d PD B 2 H20C H 0.7897 0.2057 0.6418 0.073 Uiso 0.15 1 calc PR B 2 H20D H 0.7287 0.1461 0.6464 0.073 Uiso 0.15 1 calc PR B 2 O21B O 0.7176(11) 0.229(2) 0.5837(7) 0.093(6) Uiso 0.15 1 d PD B 2 H21B H 0.7261 0.2938 0.5746 0.139 Uiso 0.15 1 calc PR B 2 C20C C 0.7377(15) 0.211(3) 0.6345(13) 0.038(12) Uiso 0.15 1 d PD B 3 H20E H 0.7110 0.1502 0.6415 0.045 Uiso 0.15 1 calc PR B 3 H20F H 0.7207 0.2322 0.5988 0.045 Uiso 0.15 1 calc PR B 3 O21C O 0.7966(9) 0.1653(15) 0.6424(8) 0.076(5) Uiso 0.15 1 d PD B 3 H21C H 0.7961 0.0945 0.6477 0.114 Uiso 0.15 1 calc PR B 3 N22 N 0.57783(12) 0.17940(19) 0.59342(9) 0.0447(6) Uani 1 1 d . . . C23 C 0.57628(15) 0.0725(3) 0.60972(12) 0.0496(7) Uani 1 1 d . . . C24 C 0.57496(18) -0.0239(3) 0.57966(14) 0.0587(9) Uani 1 1 d . . . H24 H 0.5734 -0.0995 0.5917 0.070 Uiso 1 1 calc R . . C25 C 0.5761(2) -0.0027(3) 0.53175(15) 0.0648(10) Uani 1 1 d . . . H25 H 0.5759 -0.0655 0.5102 0.078 Uiso 1 1 calc R . . C26 C 0.57754(18) 0.1072(3) 0.51389(13) 0.0593(9) Uani 1 1 d . . . H26 H 0.5780 0.1209 0.4806 0.071 Uiso 1 1 calc R . . C27 C 0.57826(15) 0.1963(3) 0.54650(11) 0.0466(7) Uani 1 1 d . . . N28 N 0.57494(13) 0.0665(2) 0.65901(10) 0.0523(6) Uani 1 1 d . C . N29 N 0.57982(13) 0.1650(2) 0.68591(10) 0.0523(7) Uani 1 1 d . C . C30 C 0.57859(15) 0.1319(4) 0.73133(12) 0.0588(9) Uani 1 1 d D . . C31 C 0.57246(18) 0.0131(4) 0.73299(15) 0.0665(10) Uani 1 1 d . C . H31 H 0.5700 -0.0309 0.7609 0.080 Uiso 1 1 calc R . . C32 C 0.57071(19) -0.0268(3) 0.68774(15) 0.0654(10) Uani 1 1 d . . . H32 H 0.5672 -0.1047 0.6775 0.078 Uiso 1 1 calc R C . C33A C 0.5852(5) 0.2122(7) 0.7738(3) 0.074(3) Uani 0.80 1 d PD C 1 H33A H 0.5480 0.2088 0.7849 0.089 Uiso 0.80 1 calc PR C 1 H33B H 0.6209 0.1896 0.8023 0.089 Uiso 0.80 1 calc PR C 1 O34A O 0.5934(2) 0.3235(3) 0.75885(14) 0.0847(12) Uani 0.80 1 d PD C 1 H34A H 0.6299 0.3440 0.7726 0.127 Uiso 0.80 1 calc PR C 1 C33B C 0.5832(17) 0.233(2) 0.7662(10) 0.058(9) Uiso 0.20 1 d PD C 2 H33C H 0.5707 0.2062 0.7951 0.069 Uiso 0.20 1 calc PR C 2 H33D H 0.6271 0.2543 0.7792 0.069 Uiso 0.20 1 calc PR C 2 O34B O 0.5502(13) 0.3346(15) 0.7486(10) 0.123(8) Uiso 0.20 1 d PD C 2 H34B H 0.5457 0.3716 0.7730 0.185 Uiso 0.20 1 calc PR C 2 N35 N 0.58015(14) 0.3118(2) 0.53395(10) 0.0488(6) Uani 1 1 d . D . N36 N 0.57977(12) 0.3935(2) 0.56874(9) 0.0466(6) Uani 1 1 d . D . C37 C 0.57927(17) 0.4932(3) 0.54519(13) 0.0551(8) Uani 1 1 d D . . C38 C 0.5806(2) 0.4744(3) 0.49632(14) 0.0693(11) Uani 1 1 d . D . H38 H 0.5816 0.5311 0.4723 0.083 Uiso 1 1 calc R . . C39 C 0.5801(2) 0.3601(3) 0.48993(13) 0.0643(10) Uani 1 1 d . . . H39 H 0.5797 0.3207 0.4602 0.077 Uiso 1 1 calc R D . C40A C 0.5737(4) 0.6071(4) 0.5695(2) 0.0550(14) Uani 0.70 1 d PD D 1 H40A H 0.5394 0.6027 0.5841 0.066 Uiso 0.70 1 calc PR D 1 H40B H 0.6118 0.6214 0.5971 0.066 Uiso 0.70 1 calc PR D 1 O41A O 0.5635(3) 0.6984(3) 0.53602(17) 0.0780(13) Uani 0.70 1 d PD D 1 H41A H 0.5921 0.7018 0.5230 0.117 Uiso 0.70 1 calc PR D 1 C40B C 0.5935(5) 0.6045(8) 0.5744(4) 0.050(5) Uiso 0.30 1 d PD D 2 H40C H 0.5583 0.6255 0.5862 0.060 Uiso 0.30 1 calc PR D 2 H40D H 0.6297 0.5931 0.6042 0.060 Uiso 0.30 1 calc PR D 2 O41B O 0.6054(5) 0.6934(8) 0.5459(4) 0.088(4) Uiso 0.30 1 d PRD D 2 H41B H 0.6427 0.7113 0.5567 0.132 Uiso 0.30 1 d PR D 2 Cl42A Cl 0.9163(6) 0.3473(9) 0.6267(4) 0.0566(18) Uani 0.50 1 d PD E 1 O43A O 0.9159(12) 0.4685(12) 0.6302(11) 0.144(9) Uani 0.50 1 d PD E 1 O44A O 0.9208(12) 0.302(2) 0.6752(6) 0.065(4) Uani 0.50 1 d PD E 1 O45A O 0.9689(8) 0.3088(19) 0.6130(8) 0.080(5) Uani 0.50 1 d PD E 1 O46A O 0.8627(7) 0.3052(19) 0.5910(6) 0.086(4) Uani 0.50 1 d PD E 1 Cl42B Cl 0.9226(6) 0.3401(9) 0.6301(4) 0.062(2) Uani 0.50 1 d PD F 2 O43B O 0.9202(8) 0.4610(10) 0.6240(9) 0.104(5) Uani 0.50 1 d PD F 2 O44B O 0.9308(13) 0.316(2) 0.6822(6) 0.072(5) Uani 0.50 1 d PD F 2 O45B O 0.9726(9) 0.2919(18) 0.6159(9) 0.076(5) Uani 0.50 1 d PD F 2 O46B O 0.8667(8) 0.2892(19) 0.6006(8) 0.112(7) Uani 0.50 1 d PD F 2 Cl47A Cl 0.7589(2) 0.3092(4) 0.84302(17) 0.0804(11) Uiso 0.40 1 d PD G 1 O48A O 0.7563(4) 0.4108(8) 0.8731(4) 0.089(2) Uiso 0.40 1 d PD G 1 O49A O 0.7219(7) 0.3171(14) 0.7916(4) 0.151(7) Uiso 0.40 1 d PD G 1 O50A O 0.8203(4) 0.2861(10) 0.8507(4) 0.117(3) Uiso 0.40 1 d PD G 1 O51A O 0.7251(6) 0.2314(10) 0.8649(4) 0.135(4) Uiso 0.40 1 d PD G 1 Cl47B Cl 0.7686(3) 0.3357(5) 0.8352(2) 0.0700(12) Uiso 0.30 1 d PD H 2 O48B O 0.7323(6) 0.4200(10) 0.8440(6) 0.103(4) Uiso 0.30 1 d PD H 2 O49B O 0.7292(4) 0.2758(10) 0.7861(3) 0.057(2) Uiso 0.30 1 d PD H 2 O50B O 0.8244(4) 0.3466(11) 0.8317(4) 0.080(3) Uiso 0.30 1 d PD H 2 O51B O 0.7722(9) 0.2355(14) 0.8699(6) 0.166(7) Uiso 0.30 1 d PD H 2 Cl47C Cl 0.7485(4) 0.3324(7) 0.8279(3) 0.105(2) Uiso 0.30 1 d PD I 3 O48C O 0.7012(5) 0.4183(9) 0.8094(5) 0.092(3) Uiso 0.30 1 d PD I 3 O49C O 0.7317(9) 0.2354(14) 0.8001(8) 0.164(9) Uiso 0.30 1 d PD I 3 O50C O 0.8031(6) 0.3879(13) 0.8215(6) 0.117(5) Uiso 0.30 1 d PD I 3 O51C O 0.7541(9) 0.3206(18) 0.8794(5) 0.156(7) Uiso 0.30 1 d PD I 3 C52A C 0.7479(12) 0.028(3) 0.9256(11) 0.074(7) Uiso 0.20 1 d P J 1 C52B C 0.7292(15) 0.028(3) 1.0069(14) 0.085(7) Uiso 0.20 1 d P K 2 C52C C 0.7509(9) -0.082(2) 1.0186(9) 0.059(4) Uiso 0.20 1 d P L 3 C52D C 0.6887(13) 0.057(2) 0.9951(9) 0.071(6) Uiso 0.20 1 d P M 4 C52E C 0.8039(7) 0.1521(14) 0.9874(6) 0.049(3) Uiso 0.20 1 d P N 5 C52F C 0.7644(10) 0.078(2) 0.9759(9) 0.049(5) Uiso 0.15 1 d P O 6 C52G C 0.7559(10) -0.009(2) 0.9392(10) 0.046(5) Uiso 0.15 1 d P P 7 C52H C 0.7281(14) 0.014(3) 0.9829(10) 0.046(5) Uiso 0.15 1 d P Q 8 C52I C 0.7357(17) -0.030(4) 1.0234(14) 0.051(7) Uiso 0.10 1 d P R 9 C52J C 0.8245(14) 0.276(3) 0.9700(11) 0.046(6) Uiso 0.10 1 d P S 10 C52K C 0.7422(18) -0.034(4) 0.9931(15) 0.050(8) Uiso 0.10 1 d P T 11 C52L C 0.7864(13) 0.120(3) 1.0091(11) 0.044(6) Uiso 0.10 1 d P U 12 C52M C 0.708(3) 0.084(4) 1.0006(17) 0.062(11) Uiso 0.10 1 d P V 13 C52N C 0.7446(15) 0.043(3) 0.9450(15) 0.043(7) Uiso 0.10 1 d P W 14 C52O C 0.7504(19) -0.102(4) 0.9963(19) 0.062(9) Uiso 0.10 1 d P X 15 C52P C 0.754(2) 0.031(4) 0.9872(14) 0.048(8) Uiso 0.10 1 d P Y 16 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 0.0521(3) 0.0406(3) 0.0469(3) -0.00348(17) 0.0158(2) -0.00070(17) N2 0.0523(15) 0.0464(14) 0.0406(13) -0.0003(10) 0.0177(11) 0.0018(11) C3 0.0554(18) 0.0502(17) 0.0427(15) 0.0034(13) 0.0198(13) 0.0058(14) C4 0.073(2) 0.0550(19) 0.0534(19) -0.0026(15) 0.0288(17) 0.0087(17) C5 0.084(3) 0.053(2) 0.0521(19) -0.0103(15) 0.0231(18) 0.0051(17) C6 0.069(2) 0.055(2) 0.0527(18) -0.0086(15) 0.0135(16) -0.0034(17) C7 0.0582(19) 0.0468(16) 0.0431(16) -0.0013(12) 0.0171(14) -0.0006(14) N8 0.0547(16) 0.0527(15) 0.0527(15) 0.0022(12) 0.0222(12) 0.0047(12) N9 0.0515(15) 0.0497(15) 0.0534(15) 0.0060(11) 0.0176(12) -0.0001(12) C10 0.058(2) 0.0591(19) 0.0541(19) 0.0148(15) 0.0165(16) -0.0041(16) C11 0.0488(19) 0.077(3) 0.069(2) 0.0155(19) 0.0236(17) 0.0043(17) C12 0.057(2) 0.067(2) 0.063(2) 0.0066(17) 0.0282(17) 0.0110(17) C13A 0.061(8) 0.071(8) 0.098(11) 0.023(5) 0.001(5) -0.021(5) O14A 0.131(5) 0.086(4) 0.079(4) 0.006(3) 0.033(4) -0.019(4) N15 0.0534(16) 0.0497(15) 0.0541(15) -0.0018(12) 0.0146(12) 0.0001(12) N16 0.0526(15) 0.0464(14) 0.0506(15) -0.0005(11) 0.0151(12) 0.0017(12) C17 0.0524(19) 0.058(2) 0.0539(19) 0.0057(14) 0.0148(15) 0.0100(15) C18 0.0497(19) 0.072(2) 0.077(2) 0.0025(19) 0.0165(17) 0.0036(17) C19 0.0493(19) 0.064(2) 0.073(2) -0.0068(18) 0.0112(17) -0.0065(16) C20A 0.077(5) 0.069(5) 0.065(5) 0.006(4) 0.025(4) 0.017(3) O21A 0.090(3) 0.061(2) 0.124(4) -0.014(3) 0.037(3) -0.001(2) N22 0.0546(15) 0.0377(13) 0.0415(13) 0.0014(10) 0.0141(11) -0.0014(10) C23 0.0543(18) 0.0443(16) 0.0495(17) 0.0050(13) 0.0146(14) -0.0008(13) C24 0.074(2) 0.0375(16) 0.062(2) 0.0026(14) 0.0162(17) 0.0010(15) C25 0.090(3) 0.0456(18) 0.059(2) -0.0100(15) 0.0220(19) 0.0019(17) C26 0.082(2) 0.0532(19) 0.0453(17) -0.0027(14) 0.0234(16) -0.0010(17) C27 0.0532(18) 0.0439(16) 0.0415(15) -0.0003(12) 0.0123(13) -0.0011(12) N28 0.0599(16) 0.0464(14) 0.0501(15) 0.0101(12) 0.0159(12) -0.0007(12) N29 0.0577(16) 0.0585(16) 0.0407(13) 0.0033(11) 0.0150(12) -0.0026(12) C30 0.0482(18) 0.084(3) 0.0427(17) 0.0087(16) 0.0114(14) -0.0012(17) C31 0.068(2) 0.076(3) 0.056(2) 0.0240(18) 0.0202(17) -0.0029(19) C32 0.075(2) 0.055(2) 0.066(2) 0.0213(17) 0.0227(19) 0.0012(18) C33A 0.087(5) 0.104(5) 0.035(3) 0.006(3) 0.023(3) -0.018(4) O34A 0.117(4) 0.079(3) 0.053(2) -0.0029(17) 0.018(2) 0.020(2) N35 0.0644(17) 0.0447(14) 0.0385(13) 0.0014(10) 0.0176(12) -0.0008(11) N36 0.0611(15) 0.0379(13) 0.0411(13) 0.0009(10) 0.0160(11) -0.0008(11) C37 0.073(2) 0.0432(17) 0.0498(18) 0.0088(13) 0.0193(16) -0.0026(15) C38 0.110(3) 0.054(2) 0.0474(19) 0.0087(15) 0.028(2) -0.004(2) C39 0.101(3) 0.0538(19) 0.0418(17) 0.0047(14) 0.0267(18) 0.0008(19) C40A 0.067(4) 0.039(3) 0.056(3) 0.002(2) 0.015(3) 0.005(2) O41A 0.129(4) 0.041(2) 0.075(3) 0.0133(17) 0.047(3) 0.006(2) Cl42A 0.069(3) 0.066(3) 0.038(2) 0.0091(16) 0.022(2) 0.010(2) O43A 0.25(2) 0.057(9) 0.135(13) 0.015(8) 0.070(13) 0.020(10) O44A 0.094(9) 0.073(8) 0.036(4) 0.012(6) 0.033(5) 0.029(7) O45A 0.066(7) 0.135(14) 0.051(6) -0.006(8) 0.037(5) -0.004(7) O46A 0.066(6) 0.134(10) 0.056(4) -0.009(5) 0.016(4) 0.016(6) Cl42B 0.071(3) 0.055(3) 0.057(4) 0.000(2) 0.0116(19) 0.007(2) O43B 0.109(9) 0.053(8) 0.141(14) 0.025(7) 0.023(8) 0.010(6) O44B 0.090(8) 0.072(6) 0.058(7) -0.007(5) 0.030(6) 0.012(5) O45B 0.092(10) 0.071(5) 0.067(8) -0.004(5) 0.029(7) 0.003(5) O46B 0.079(8) 0.124(11) 0.111(13) -0.048(11) -0.003(7) -0.010(7) _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 N2 2.107(3) . ? Fe1 N22 2.122(2) . ? Fe1 N29 2.163(3) . ? Fe1 N16 2.180(3) . ? Fe1 N9 2.199(3) . ? Fe1 N36 2.248(2) . ? N2 C3 1.330(4) . ? N2 C7 1.331(4) . ? C3 C4 1.381(5) . ? C3 N8 1.408(4) . ? C4 C5 1.382(6) . ? C5 C6 1.376(5) . ? C6 C7 1.374(5) . ? C7 N15 1.411(4) . ? N8 C12 1.356(5) . ? N8 N9 1.364(4) . ? N9 C10 1.322(4) . ? C10 C11 1.406(5) . ? C10 C13C 1.486(16) . ? C10 C13B 1.503(17) . ? C10 C13A 1.505(13) . ? C11 C12 1.341(6) . ? C13A O14A 1.403(16) . ? C13B O14B 1.395(19) . ? C13C O14C 1.38(2) . ? N15 C19 1.352(5) . ? N15 N16 1.365(4) . ? N16 C17 1.332(4) . ? C17 C18 1.403(5) . ? C17 C20A 1.488(8) . ? C17 C20B 1.49(2) . ? C17 C20C 1.511(19) . ? C18 C19 1.360(6) . ? C20A O21A 1.349(9) . ? C20B O21B 1.40(2) . ? C20C O21C 1.40(2) . ? N22 C27 1.331(4) . ? N22 C23 1.333(4) . ? C23 N28 1.391(4) . ? C23 C24 1.401(5) . ? C24 C25 1.372(5) . ? C25 C26 1.381(5) . ? C26 C27 1.381(5) . ? C27 N35 1.398(4) . ? N28 N29 1.361(4) . ? N28 C32 1.376(4) . ? N29 C30 1.338(4) . ? C30 C31 1.397(6) . ? C30 C33A 1.485(7) . ? C30 C33B 1.517(19) . ? C31 C32 1.339(6) . ? C33A O34A 1.395(8) . ? C33B O34B 1.41(2) . ? N35 C39 1.355(4) . ? N35 N36 1.366(4) . ? N36 C37 1.337(4) . ? C37 C38 1.395(5) . ? C37 C40A 1.516(6) . ? C37 C40B 1.517(10) . ? C38 C39 1.347(5) . ? C40A O41A 1.392(6) . ? C40B O41B 1.3858 . ? Cl42A O46A 1.415(12) . ? Cl42A O43A 1.420(13) . ? Cl42A O44A 1.431(11) . ? Cl42A O45A 1.439(11) . ? Cl42B O43B 1.422(12) . ? Cl42B O46B 1.426(12) . ? Cl42B O45B 1.433(13) . ? Cl42B O44B 1.438(12) . ? Cl47A O50A 1.381(10) . ? Cl47A O49A 1.434(11) . ? Cl47A O51A 1.442(11) . ? Cl47A O48A 1.467(8) . ? Cl47B O50B 1.314(10) . ? Cl47B O48B 1.357(11) . ? Cl47B O51B 1.508(13) . ? Cl47B O49B 1.561(9) . ? Cl47C O49C 1.364(13) . ? Cl47C O51C 1.413(13) . ? Cl47C O48C 1.452(11) . ? Cl47C O50C 1.465(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Fe1 N22 166.40(10) . . ? N2 Fe1 N29 119.42(10) . . ? N22 Fe1 N29 74.09(10) . . ? N2 Fe1 N16 74.33(10) . . ? N22 Fe1 N16 102.75(10) . . ? N29 Fe1 N16 100.71(11) . . ? N2 Fe1 N9 74.04(10) . . ? N22 Fe1 N9 107.62(11) . . ? N29 Fe1 N9 96.08(11) . . ? N16 Fe1 N9 148.32(10) . . ? N2 Fe1 N36 93.68(9) . . ? N22 Fe1 N36 72.88(9) . . ? N29 Fe1 N36 146.86(10) . . ? N16 Fe1 N36 89.12(10) . . ? N9 Fe1 N36 91.31(10) . . ? C3 N2 C7 118.8(3) . . ? C3 N2 Fe1 120.7(2) . . ? C7 N2 Fe1 120.3(2) . . ? N2 C3 C4 122.8(3) . . ? N2 C3 N8 113.1(3) . . ? C4 C3 N8 124.1(3) . . ? C3 C4 C5 116.8(3) . . ? C6 C5 C4 121.5(3) . . ? C7 C6 C5 116.9(3) . . ? N2 C7 C6 123.2(3) . . ? N2 C7 N15 113.0(3) . . ? C6 C7 N15 123.8(3) . . ? C12 N8 N9 110.8(3) . . ? C12 N8 C3 130.1(3) . . ? N9 N8 C3 119.1(2) . . ? C10 N9 N8 105.2(3) . . ? C10 N9 Fe1 141.9(3) . . ? N8 N9 Fe1 112.91(19) . . ? N9 C10 C11 110.6(3) . . ? N9 C10 C13C 122.1(10) . . ? C11 C10 C13C 127.2(10) . . ? N9 C10 C13B 117.6(14) . . ? C11 C10 C13B 131.8(14) . . ? N9 C10 C13A 123.0(8) . . ? C11 C10 C13A 126.3(9) . . ? C12 C11 C10 105.9(3) . . ? C11 C12 N8 107.5(3) . . ? O14A C13A C10 115.0(12) . . ? O14B C13B C10 115.0(16) . . ? O14C C13C C10 113.4(10) . . ? C19 N15 N16 111.6(3) . . ? C19 N15 C7 129.6(3) . . ? N16 N15 C7 118.8(3) . . ? C17 N16 N15 104.9(3) . . ? C17 N16 Fe1 141.5(2) . . ? N15 N16 Fe1 113.34(19) . . ? N16 C17 C18 110.7(3) . . ? N16 C17 C20A 119.5(5) . . ? C18 C17 C20A 129.4(5) . . ? N16 C17 C20B 127(2) . . ? C18 C17 C20B 121(2) . . ? C20A C17 C20B 17.5(19) . . ? N16 C17 C20C 120.8(13) . . ? C18 C17 C20C 127.6(14) . . ? C19 C18 C17 105.8(3) . . ? N15 C19 C18 107.0(3) . . ? O21A C20A C17 110.6(6) . . ? O21B C20B C17 115(2) . . ? O21C C20C C17 114(2) . . ? C27 N22 C23 119.0(3) . . ? C27 N22 Fe1 121.44(19) . . ? C23 N22 Fe1 119.5(2) . . ? N22 C23 N28 113.4(3) . . ? N22 C23 C24 123.0(3) . . ? N28 C23 C24 123.6(3) . . ? C25 C24 C23 116.0(3) . . ? C24 C25 C26 122.1(3) . . ? C27 C26 C25 117.2(3) . . ? N22 C27 C26 122.6(3) . . ? N22 C27 N35 113.6(3) . . ? C26 C27 N35 123.8(3) . . ? N29 N28 C32 110.8(3) . . ? N29 N28 C23 118.9(3) . . ? C32 N28 C23 130.3(3) . . ? C30 N29 N28 105.1(3) . . ? C30 N29 Fe1 140.9(3) . . ? N28 N29 Fe1 113.94(19) . . ? N29 C30 C31 110.5(3) . . ? N29 C30 C33A 123.5(5) . . ? C31 C30 C33A 126.0(4) . . ? N29 C30 C33B 111.6(13) . . ? C31 C30 C33B 137.9(13) . . ? C32 C31 C30 106.8(3) . . ? C31 C32 N28 106.8(3) . . ? O34A C33A C30 109.8(5) . . ? O34B C33B C30 120(2) . . ? C39 N35 N36 111.1(3) . . ? C39 N35 C27 129.7(3) . . ? N36 N35 C27 119.2(2) . . ? C37 N36 N35 105.0(2) . . ? C37 N36 Fe1 142.4(2) . . ? N35 N36 Fe1 112.60(18) . . ? N36 C37 C38 110.3(3) . . ? N36 C37 C40A 122.2(3) . . ? C38 C37 C40A 127.4(3) . . ? N36 C37 C40B 120.8(5) . . ? C38 C37 C40B 126.8(5) . . ? C39 C38 C37 106.5(3) . . ? C38 C39 N35 107.1(3) . . ? O41A C40A C37 112.9(4) . . ? O41B C40B C37 112.3(4) . . ? O46A Cl42A O43A 111.8(12) . . ? O46A Cl42A O44A 109.9(11) . . ? O43A Cl42A O44A 107.6(11) . . ? O46A Cl42A O45A 108.5(9) . . ? O43A Cl42A O45A 110.7(11) . . ? O44A Cl42A O45A 108.2(11) . . ? O43B Cl42B O46B 110.4(11) . . ? O43B Cl42B O45B 111.2(10) . . ? O46B Cl42B O45B 108.9(10) . . ? O43B Cl42B O44B 107.5(11) . . ? O46B Cl42B O44B 109.1(11) . . ? O45B Cl42B O44B 109.6(12) . . ? O50A Cl47A O49A 115.6(8) . . ? O50A Cl47A O51A 117.4(7) . . ? O49A Cl47A O51A 103.7(8) . . ? O50A Cl47A O48A 106.5(6) . . ? O49A Cl47A O48A 114.2(8) . . ? O51A Cl47A O48A 98.4(6) . . ? O50B Cl47B O48B 127.2(9) . . ? O50B Cl47B O51B 104.9(9) . . ? O48B Cl47B O51B 111.3(9) . . ? O50B Cl47B O49B 107.0(7) . . ? O48B Cl47B O49B 105.3(8) . . ? O51B Cl47B O49B 97.1(8) . . ? O49C Cl47C O51C 115.1(12) . . ? O49C Cl47C O48C 108.6(10) . . ? O51C Cl47C O48C 105.1(10) . . ? O49C Cl47C O50C 113.6(11) . . ? O51C Cl47C O50C 110.6(10) . . ? O48C Cl47C O50C 102.8(9) . . ? 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 O14A H14A O41A 0.84 2.05 2.780(8) 144.5 5_666 O14B H14B O41B 0.84 2.31 2.779(16) 116.0 5_666 O14C H14C O51C 0.84 2.53 3.31(3) 155.9 2_656 O21A H21A O48A 0.84 2.11 2.908(11) 157.4 4_646 O21B H21B O46B 0.84 3.07 3.37(3) 103.6 . O21C H21C O48C 0.84 2.37 3.18(2) 160.4 4_646 O34A H34A O49A 0.84 2.03 2.800(16) 151.7 . O34B H34B O34A 0.84 3.08 3.23(3) 92.3 2_656 O41A H41A O14A 0.84 2.02 2.780(8) 149.3 5_666 O41B H41B O51B 0.84 2.38 3.10(2) 144.6 4_656 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.788 _refine_diff_density_min -0.739 _refine_diff_density_rms 0.193 #=END data_je41100 _database_code_depnum_ccdc_archive 'CCDC 256650' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-bis(3-hydroxymethylpyrazol-1-yl)pyridine]iron(II) diperchlorate acetonitrile solvate ; _chemical_name_common ; Bis(2,6-bis(3-hydroxymethylpyrazol-1-yl)pyridine)iron(ii) diperchlorate acetonitrile solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C26 H26 Fe N10 O4, 2[Cl O4], 0.75[C2 H3 N]' _chemical_formula_sum 'C27.50 H28.25 Cl2 Fe N10.75 O12' _chemical_formula_weight 828.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.4565(2) _cell_length_b 11.6040(1) _cell_length_c 27.9163(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.3812(4) _cell_angle_gamma 90.00 _cell_volume 6942.41(11) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 53260 _cell_measurement_theta_min 2.00 _cell_measurement_theta_max 26.00 _exptl_crystal_description 'Rectangular Prism' _exptl_crystal_colour Brown _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.585 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3396 _exptl_absorpt_coefficient_mu 0.666 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.763 _exptl_absorpt_correction_T_max 0.878 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD diffractometer' _diffrn_measurement_method 'Area detector scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 53260 _diffrn_reflns_av_R_equivalents 0.1056 _diffrn_reflns_av_sigmaI/netI 0.0442 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6821 _reflns_number_gt 5732 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The asymmetric unit contains one complex cation and two ClO~4~^-^ anions, and one badly disordered region of solvent that forms channels running parallel to the crystallographic b direction. This disordered region was modelled using 19 partial C environments C52A-C52S with occupancies of 0.10, 0.15 or 0.20, summing to a total occupancy of 2.25xC. Since the crystals were grown from MeCN/Et~2~O, the channels most likely contain MeCN. This then corresponds to an approximate content of 0.75 MeCN molecules per complex molecule. This formula was used for the density calculation. Both ClO~4~- anions, and all the hydroxymethyl groups on the complex dication, are also disordered. One ClO~4~^-^ anion was modeled over two equally occupied orientations, Cl42A-O46A and Cl42B-O46B. The other anion was modeled using two partial environments: Cl47A-O51A (occupancy 0.40) Cl47B-O51B (occupancy 0.60). All Cl-O distances were restrained to 1.42(2)\%A, and O...O distances within a given disorder orientation to 2.33(2)\%A. Two of the hydroxymethyl groups in the molecule are disordered over three orientations: C13A-O14A (occupancy 0.50) C13B-O14B (occupancy 0.20) C13C-O14C (occupancy 0.30) and C20A-O21A (occupancy 0.60) C20B-O21B (occupancy 0.25) C20B-O21C (occupancy 0.15), so that C20B has a total occupancy of 0.40. One other hydroxymethyl group is disordered over two orientations: C40A-O41A (occupancy 0.70) C40B-O41B (occupancy 0.30) Finally, the entire hydroxymethylpyrazole group N28-O34 is disordered over two orientations, also labelled 'A' and 'B' which have refined occupancies of 0.581(4) and 0.419(4) respectively. The following restraints were used to model this disorder: N-N = 1.34(1)\%A, intra-pyrazole N-C = 1.35(1)\%A, N=C = 1.34(1)\%A, intra-pyrazole C-C = 1.39(1)\%A, C=C = 1.37(1)\%A, extra-ring N-C = 1.40(1)\%A, extra-ring C-C = 1.50(2)\%A, C-O = 1.45(2)\%A and 1,3-C...O = 2.43(2)\%A. All non-H atoms with occupancies >=0.5 were modelled anisotropically. All H atoms were placed in calculated positions and refined using a riding model. The torsions of all O-H groups were allowed to refine freely except for O14C-H14C (occupancy 0.1) and O34B-H34B (occupancy 0.3), which were placed in calculate dpositions corresponding to the most likely hydrogen bonds they could form and then refined as a rigid group. The highest residual electron density peak of 1.2 e.\%A^-3^, lies within the region of disordered solvent. ; _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^)+(0.1714P)^2^+17.2852P] 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 SHELXL _refine_ls_extinction_coef 0.0134(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6821 _refine_ls_number_parameters 700 _refine_ls_number_restraints 81 _refine_ls_R_factor_all 0.1090 _refine_ls_R_factor_gt 0.0929 _refine_ls_wR_factor_ref 0.2691 _refine_ls_wR_factor_gt 0.2487 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.108 _refine_ls_shift/su_max 0.003 _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 0.58251(3) 0.31505(5) 0.64102(3) 0.0479(3) Uani 1 1 d . . . N2 N 0.59105(15) 0.4673(3) 0.67783(13) 0.0412(8) Uani 1 1 d . . . C3 C 0.54057(19) 0.5248(4) 0.68030(16) 0.0437(9) Uani 1 1 d . . . C4 C 0.5445(2) 0.6270(4) 0.70669(17) 0.0535(11) Uani 1 1 d . . . H4 H 0.5081 0.6673 0.7078 0.064 Uiso 1 1 calc R . . C5 C 0.6038(2) 0.6681(4) 0.73143(18) 0.0536(11) Uani 1 1 d . . . H5 H 0.6081 0.7380 0.7499 0.064 Uiso 1 1 calc R C . C6 C 0.6565(2) 0.6093(4) 0.72971(17) 0.0502(10) Uani 1 1 d . . . H6 H 0.6971 0.6364 0.7470 0.060 Uiso 1 1 calc R . . C7 C 0.64732(18) 0.5093(4) 0.70178(16) 0.0429(9) Uani 1 1 d . . . N8 N 0.48524(16) 0.4711(3) 0.65299(15) 0.0490(9) Uani 1 1 d . A . N9 N 0.48904(16) 0.3673(3) 0.63083(15) 0.0516(9) Uani 1 1 d . A . C10 C 0.4304(2) 0.3335(4) 0.60925(18) 0.0604(14) Uani 1 1 d D . . C11 C 0.3890(2) 0.4185(5) 0.61814(19) 0.0660(15) Uani 1 1 d . A . H11 H 0.3447 0.4158 0.6072 0.079 Uiso 1 1 calc R . . C12 C 0.4250(2) 0.5041(5) 0.64528(19) 0.0582(13) Uani 1 1 d . . . H12 H 0.4109 0.5732 0.6566 0.070 Uiso 1 1 calc R A . C13A C 0.4163(8) 0.2231(12) 0.5798(6) 0.093(12) Uani 0.50 1 d PD A 1 H13A H 0.4555 0.1888 0.5769 0.112 Uiso 0.50 1 calc PR A 1 H13B H 0.3967 0.1672 0.5972 0.112 Uiso 0.50 1 calc PR A 1 O14A O 0.3743(6) 0.2478(13) 0.5300(4) 0.121(4) Uani 0.50 1 d PD A 1 H14A H 0.3952 0.2573 0.5098 0.181 Uiso 0.50 1 calc PR A 1 C13B C 0.4090(16) 0.226(2) 0.5813(11) 0.031(6) Uiso 0.20 1 d PD A 2 H13C H 0.3634 0.2282 0.5651 0.037 Uiso 0.20 1 calc PR A 2 H13D H 0.4189 0.1589 0.6042 0.037 Uiso 0.20 1 calc PR A 2 O14B O 0.4429(8) 0.2165(15) 0.5420(6) 0.057(4) Uiso 0.20 1 d PD A 2 H14B H 0.4461 0.2822 0.5304 0.069 Uiso 0.20 1 calc PR A 2 C13C C 0.4236(6) 0.2168(9) 0.5843(5) 0.100(18) Uiso 0.30 1 d PD A 3 H13E H 0.4462 0.2171 0.5588 0.120 Uiso 0.30 1 calc PR A 3 H13F H 0.4432 0.1579 0.6098 0.120 Uiso 0.30 1 calc PR A 3 O14C O 0.3596(6) 0.1852(9) 0.5605(5) 0.072(3) Uiso 0.30 1 d PRD A 3 H14C H 0.3369 0.2143 0.5764 0.108 Uiso 0.30 1 d PR A 3 N15 N 0.69544(15) 0.4414(3) 0.69374(14) 0.0446(8) Uani 1 1 d . B . N16 N 0.67970(17) 0.3408(3) 0.66718(15) 0.0480(9) Uani 1 1 d . B . C17 C 0.7337(2) 0.2986(4) 0.6647(2) 0.0548(12) Uani 1 1 d D . . C18 C 0.7828(2) 0.3719(5) 0.6884(2) 0.0641(13) Uani 1 1 d . B . H18 H 0.8256 0.3612 0.6912 0.077 Uiso 1 1 calc R . . C19 C 0.7577(2) 0.4607(5) 0.7066(2) 0.0610(13) Uani 1 1 d . . . H19 H 0.7794 0.5247 0.7249 0.073 Uiso 1 1 calc R B . C20A C 0.7377(2) 0.1843(4) 0.6415(2) 0.056(3) Uani 0.60 1 d PD B 1 H20A H 0.7114 0.1824 0.6061 0.067 Uiso 0.60 1 calc PR B 1 H20B H 0.7813 0.1661 0.6431 0.067 Uiso 0.60 1 calc PR B 1 H20C H 0.7133 0.2210 0.5956 0.067 Uiso 0.25 1 d PR . . H20D H 0.7049 0.1364 0.6383 0.067 Uiso 0.25 1 d PR . . H20E H 0.7024 0.1387 0.6364 0.067 Uiso 0.15 1 d PR . . H20F H 0.7740 0.1607 0.6400 0.067 Uiso 0.15 1 d PR . . O21A O 0.7142(2) 0.1030(4) 0.6724(2) 0.084(2) Uani 0.60 1 d PRD B 1 H21A H 0.7271 0.0363 0.6693 0.126 Uiso 0.60 1 d PR B 1 C20B C 0.7321(2) 0.1965(4) 0.6311(2) 0.118(11) Uiso 0.40 1 d PRD B . O21B O 0.7931(7) 0.1465(15) 0.6358(7) 0.080(4) Uiso 0.25 1 d PD B 2 H21B H 0.8083 0.1776 0.6149 0.120 Uiso 0.25 1 calc PR B 2 O21C O 0.7138(9) 0.2280(17) 0.5785(5) 0.049(4) Uiso 0.15 1 d PD B 3 H21C H 0.7453 0.2504 0.5708 0.073 Uiso 0.15 1 calc PR B 3 N22 N 0.57723(16) 0.1804(3) 0.59354(13) 0.0434(8) Uani 1 1 d . C . C23 C 0.57609(19) 0.0720(4) 0.61032(15) 0.0487(10) Uani 1 1 d D . . C24 C 0.5766(2) -0.0235(4) 0.5812(2) 0.0595(12) Uani 1 1 d . C . H24 H 0.5766 -0.0994 0.5940 0.071 Uiso 1 1 calc R . . C25 C 0.5773(3) -0.0037(4) 0.5328(2) 0.0649(14) Uani 1 1 d . . . H25 H 0.5775 -0.0675 0.5116 0.078 Uiso 1 1 calc R C . C26 C 0.5778(3) 0.1077(4) 0.51413(17) 0.0561(12) Uani 1 1 d . C . H26 H 0.5780 0.1212 0.4806 0.067 Uiso 1 1 calc R . . C27 C 0.5779(2) 0.1972(4) 0.54646(16) 0.0435(9) Uani 1 1 d . . . N28A N 0.5743(10) 0.0502(9) 0.6589(4) 0.036(3) Uani 0.50 1 d PD C 1 N29A N 0.5820(7) 0.1465(9) 0.6859(4) 0.043(3) Uani 0.50 1 d PD C 1 C30A C 0.5806(5) 0.1112(9) 0.7311(4) 0.036(2) Uani 0.50 1 d PD C 1 C31A C 0.5743(4) -0.0083(8) 0.7323(4) 0.043(2) Uani 0.50 1 d PD C 1 H31A H 0.5722 -0.0539 0.7600 0.051 Uiso 0.50 1 calc PR C 1 C32A C 0.5716(5) -0.0462(9) 0.6852(4) 0.045(2) Uani 0.50 1 d PD C 1 H32A H 0.5686 -0.1236 0.6736 0.055 Uiso 0.50 1 calc PR C 1 C33A C 0.5880(4) 0.1935(10) 0.7736(3) 0.047(2) Uani 0.50 1 d PD C 1 H33A H 0.5534 0.1823 0.7883 0.057 Uiso 0.50 1 calc PR C 1 H33B H 0.6276 0.1767 0.8001 0.057 Uiso 0.50 1 calc PR C 1 O34A O 0.5884(7) 0.3103(11) 0.7581(6) 0.052(4) Uani 0.50 1 d PD C 1 H34A H 0.6252 0.3352 0.7669 0.079 Uiso 0.50 1 calc PR C 1 N28B N 0.5774(9) 0.0903(11) 0.6613(4) 0.043(3) Uani 0.50 1 d PD C 2 N29B N 0.5784(6) 0.1945(10) 0.6843(3) 0.046(3) Uani 0.50 1 d PD C 2 C30B C 0.5782(5) 0.1825(10) 0.7325(3) 0.053(3) Uani 0.50 1 d PD C 2 C31B C 0.5771(6) 0.0648(12) 0.7411(4) 0.052(3) Uani 0.50 1 d PD C 2 H31B H 0.5777 0.0285 0.7718 0.062 Uiso 0.50 1 calc PR C 2 C32B C 0.5748(5) 0.0108(11) 0.6970(4) 0.061(4) Uani 0.50 1 d PD C 2 H32B H 0.5718 -0.0702 0.6918 0.074 Uiso 0.50 1 calc PR C 2 C33B C 0.5814(10) 0.2831(14) 0.7658(7) 0.051(5) Uani 0.50 1 d PD C 2 H33C H 0.5807 0.2544 0.7990 0.061 Uiso 0.50 1 calc PR C 2 H33D H 0.6221 0.3217 0.7706 0.061 Uiso 0.50 1 calc PR C 2 O34B O 0.5320(4) 0.3698(8) 0.7488(3) 0.075(2) Uani 0.50 1 d PD C 2 H34B H 0.5021 0.3417 0.7261 0.112 Uiso 0.50 1 calc PR C 2 N35 N 0.57924(17) 0.3134(3) 0.53444(13) 0.0419(8) Uani 1 1 d . C . N36 N 0.58049(15) 0.3941(3) 0.57045(12) 0.0411(8) Uani 1 1 d . C . C37 C 0.5803(2) 0.4959(4) 0.54847(17) 0.0484(10) Uani 1 1 d D . . C38 C 0.5801(3) 0.4808(4) 0.49871(19) 0.0577(12) Uani 1 1 d . C . H38 H 0.5807 0.5397 0.4752 0.069 Uiso 1 1 calc R . . C39 C 0.5790(2) 0.3645(4) 0.49045(16) 0.0515(11) Uani 1 1 d . . . H39 H 0.5781 0.3268 0.4601 0.062 Uiso 1 1 calc R C . C40A C 0.5839(7) 0.6081(7) 0.5767(4) 0.076(6) Uani 0.70 1 d PD C 1 H40A H 0.5534 0.6077 0.5960 0.091 Uiso 0.70 1 calc PR C 1 H40B H 0.6262 0.6185 0.6004 0.091 Uiso 0.70 1 calc PR C 1 O41A O 0.5696(5) 0.7015(5) 0.5401(2) 0.079(2) Uani 0.70 1 d PD C 1 H41A H 0.5308 0.7098 0.5287 0.118 Uiso 0.70 1 calc PR C 1 C40B C 0.5782(7) 0.6103(10) 0.5722(6) 0.044(8) Uiso 0.30 1 d PD C 2 H40C H 0.5342 0.6301 0.5684 0.053 Uiso 0.30 1 calc PR C 2 H40D H 0.6003 0.6045 0.6086 0.053 Uiso 0.30 1 calc PR C 2 O41B O 0.6061(7) 0.7023(10) 0.5511(6) 0.067(4) Uiso 0.30 1 d PRD C 2 H41B H 0.6344 0.7340 0.5740 0.101 Uiso 0.30 1 d PR C 2 Cl42A Cl 0.9229(4) 0.3452(10) 0.6283(3) 0.0419(19) Uani 0.50 1 d PD D 1 O43A O 0.9233(6) 0.4664(9) 0.6303(7) 0.088(6) Uani 0.50 1 d PD D 1 O44A O 0.9217(13) 0.303(2) 0.6754(6) 0.070(7) Uani 0.50 1 d PD D 1 O45A O 0.9779(7) 0.3032(18) 0.6183(8) 0.102(8) Uani 0.50 1 d PD D 1 O46A O 0.8684(5) 0.3080(12) 0.5902(5) 0.063(3) Uani 0.50 1 d PD D 1 Cl42B Cl 0.9208(5) 0.3342(12) 0.6289(4) 0.061(3) Uani 0.50 1 d PD E 2 O43B O 0.9213(11) 0.4548(13) 0.6260(11) 0.175(13) Uani 0.50 1 d PD E 2 O44B O 0.9306(13) 0.3051(18) 0.6803(6) 0.061(5) Uani 0.50 1 d PD E 2 O45B O 0.9728(5) 0.2894(12) 0.6140(5) 0.045(3) Uani 0.50 1 d PD E 2 O46B O 0.8639(7) 0.289(2) 0.5986(8) 0.135(10) Uani 0.50 1 d PD E 2 Cl47A Cl 0.7566(3) 0.2967(6) 0.8406(3) 0.086(2) Uiso 0.40 1 d PD F 1 O48A O 0.7364(9) 0.4075(11) 0.8483(8) 0.138(6) Uiso 0.40 1 d PD F 1 O49A O 0.7293(7) 0.2709(13) 0.7864(4) 0.090(4) Uiso 0.40 1 d PD F 1 O50A O 0.8213(5) 0.2952(13) 0.8461(6) 0.106(4) Uiso 0.40 1 d PD F 1 O51A O 0.7292(8) 0.2230(14) 0.8666(6) 0.148(6) Uiso 0.40 1 d PD F 1 Cl47B Cl 0.76060(18) 0.3349(5) 0.83109(12) 0.0851(10) Uani 0.60 1 d PD G 2 O48B O 0.7061(4) 0.4071(7) 0.8126(3) 0.096(2) Uani 0.60 1 d PD G 2 O49B O 0.7394(5) 0.2240(9) 0.8094(7) 0.165(7) Uani 0.60 1 d PD G 2 O50B O 0.8125(5) 0.3722(13) 0.8218(3) 0.156(6) Uani 0.60 1 d PD G 2 O51B O 0.7681(4) 0.3323(14) 0.8832(3) 0.162(6) Uani 0.60 1 d PD G 2 C52A C 0.7508(14) 0.028(3) 0.9172(11) 0.037(7) Uiso 0.20 1 d P H 1 C52B C 0.755(2) -0.125(5) 0.9958(18) 0.043(9) Uiso 0.10 1 d P I 2 C52C C 0.731(3) -0.021(6) 1.020(3) 0.044(18) Uiso 0.10 1 d P J 3 C52D C 0.730(2) 0.039(4) 1.0107(15) 0.031(9) Uiso 0.10 1 d P K 4 C52E C 0.746(2) -0.031(5) 1.0277(18) 0.024(11) Uiso 0.10 1 d P L 5 C52F C 0.7661(7) 0.0721(15) 0.9722(6) 0.026(3) Uiso 0.20 1 d P M 6 C52G C 0.755(3) -0.004(10) 0.931(4) 0.033(18) Uiso 0.10 1 d P N 7 C52H C 0.750(4) 0.018(9) 0.939(4) 0.035(18) Uiso 0.10 1 d P O 8 C52I C 0.750(3) 0.024(6) 0.992(3) 0.053(14) Uiso 0.10 1 d P P 9 C52J C 0.758(2) -0.205(4) 0.9948(17) 0.048(9) Uiso 0.10 1 d P . 10 C52K C 0.7481(14) -0.065(3) 0.9852(13) 0.019(6) Uiso 0.10 1 d P Q 11 C52L C 0.7480(16) -0.079(4) 1.0123(17) 0.029(7) Uiso 0.10 1 d P R 12 C52M C 0.746(3) 0.002(6) 0.961(3) 0.058(15) Uiso 0.10 1 d P S 13 C52N C 0.736(3) 0.032(6) 0.928(4) 0.046(18) Uiso 0.10 1 d P T 14 C52O C 0.7492(18) 0.013(4) 1.0148(17) 0.013(6) Uiso 0.10 1 d P U 15 C52P C 0.759(2) -0.024(5) 0.943(3) 0.028(14) Uiso 0.10 1 d P V 16 C52Q C 0.7397(19) -0.018(5) 0.997(2) 0.028(9) Uiso 0.10 1 d P W 17 C52R C 0.8226(16) 0.273(3) 0.9676(13) 0.032(7) Uiso 0.10 1 d P X 18 C52S C 0.8013(5) 0.1581(10) 0.9831(4) 0.020(2) Uiso 0.25 1 d P Y 19 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 0.0311(4) 0.0496(5) 0.0618(5) -0.0139(3) 0.0117(3) -0.0007(2) N2 0.0351(17) 0.0426(18) 0.0464(18) 0.0085(14) 0.0132(14) 0.0033(14) C3 0.037(2) 0.049(2) 0.048(2) 0.0100(17) 0.0165(17) 0.0093(17) C4 0.052(3) 0.059(3) 0.054(3) 0.008(2) 0.023(2) 0.018(2) C5 0.060(3) 0.050(2) 0.049(2) -0.0004(19) 0.014(2) 0.011(2) C6 0.047(2) 0.053(3) 0.048(2) -0.0025(19) 0.0109(18) -0.0002(19) C7 0.036(2) 0.047(2) 0.046(2) 0.0064(17) 0.0118(16) 0.0034(16) N8 0.0326(17) 0.055(2) 0.059(2) 0.0129(17) 0.0134(15) 0.0066(15) N9 0.0333(17) 0.049(2) 0.065(2) 0.0177(18) 0.0031(16) -0.0028(15) C10 0.045(3) 0.071(3) 0.057(3) 0.030(2) 0.002(2) -0.011(2) C11 0.034(2) 0.105(4) 0.060(3) 0.029(3) 0.014(2) 0.001(2) C12 0.037(2) 0.083(3) 0.056(3) 0.020(2) 0.018(2) 0.013(2) C13A 0.057(9) 0.082(12) 0.094(15) 0.050(9) -0.049(9) -0.053(8) O14A 0.116(9) 0.149(11) 0.096(8) 0.024(8) 0.029(7) 0.002(8) N15 0.0360(17) 0.0423(18) 0.054(2) 0.0043(15) 0.0121(15) 0.0034(14) N16 0.0413(19) 0.0432(18) 0.064(2) 0.0098(16) 0.0229(17) 0.0066(15) C17 0.050(3) 0.049(2) 0.073(3) 0.013(2) 0.029(2) 0.013(2) C18 0.035(2) 0.081(4) 0.075(3) 0.015(3) 0.015(2) 0.012(2) C19 0.032(2) 0.073(3) 0.074(3) 0.001(3) 0.009(2) 0.000(2) C20A 0.036(4) 0.047(4) 0.094(6) 0.001(4) 0.031(4) 0.020(3) O21A 0.066(4) 0.072(4) 0.113(6) -0.019(4) 0.026(4) -0.005(3) N22 0.0366(18) 0.055(2) 0.0365(17) 0.0055(14) 0.0080(14) -0.0021(14) C23 0.035(2) 0.059(3) 0.048(2) 0.014(2) 0.0061(17) -0.0050(18) C24 0.061(3) 0.047(3) 0.064(3) 0.017(2) 0.009(2) -0.004(2) C25 0.085(4) 0.046(3) 0.060(3) -0.004(2) 0.017(3) -0.007(2) C26 0.075(3) 0.049(3) 0.040(2) 0.0045(19) 0.012(2) -0.002(2) C27 0.042(2) 0.047(2) 0.039(2) 0.0041(16) 0.0080(17) -0.0044(17) N28A 0.039(4) 0.022(6) 0.043(5) 0.015(4) 0.005(3) -0.011(6) N29A 0.035(5) 0.040(7) 0.051(6) 0.014(5) 0.006(4) 0.009(5) C30A 0.031(4) 0.038(7) 0.036(6) 0.012(5) 0.005(4) 0.002(6) C31A 0.047(5) 0.041(5) 0.040(5) 0.011(4) 0.013(4) -0.009(4) C32A 0.043(5) 0.036(5) 0.055(5) 0.020(5) 0.012(4) -0.001(5) C33A 0.049(5) 0.069(7) 0.024(4) 0.006(4) 0.009(3) -0.015(4) O34A 0.054(6) 0.046(5) 0.057(7) 0.003(4) 0.016(4) 0.000(4) N28B 0.038(5) 0.041(9) 0.050(7) 0.021(6) 0.012(5) -0.008(9) N29B 0.029(4) 0.081(9) 0.024(4) 0.002(5) 0.003(3) 0.012(6) C30B 0.036(5) 0.079(8) 0.046(6) 0.015(6) 0.015(4) 0.003(5) C31B 0.042(6) 0.071(12) 0.039(6) 0.018(7) 0.007(4) 0.006(8) C32B 0.040(5) 0.051(8) 0.091(12) 0.031(8) 0.015(6) 0.005(6) C33B 0.057(8) 0.061(12) 0.028(5) -0.005(7) 0.004(5) -0.013(7) O34B 0.071(5) 0.090(5) 0.065(5) -0.002(4) 0.024(4) -0.008(4) N35 0.0456(19) 0.0448(19) 0.0338(16) 0.0020(13) 0.0096(14) -0.0010(14) N36 0.0404(17) 0.0419(18) 0.0419(18) 0.0042(14) 0.0137(14) 0.0012(14) C37 0.053(2) 0.045(2) 0.050(2) 0.0089(18) 0.0196(19) 0.0030(19) C38 0.076(3) 0.050(3) 0.052(3) 0.012(2) 0.026(2) 0.004(2) C39 0.067(3) 0.051(2) 0.038(2) 0.0050(18) 0.019(2) 0.001(2) C40A 0.132(12) 0.045(5) 0.065(6) 0.024(4) 0.051(6) 0.024(5) O41A 0.136(7) 0.045(3) 0.068(4) 0.020(2) 0.050(5) 0.025(4) Cl42A 0.040(3) 0.052(3) 0.030(3) 0.0069(17) 0.005(2) 0.0061(19) O43A 0.070(7) 0.041(6) 0.137(13) 0.033(7) 0.005(8) 0.002(5) O44A 0.056(7) 0.117(15) 0.043(7) 0.031(8) 0.023(6) 0.048(8) O45A 0.069(10) 0.155(17) 0.102(13) 0.000(10) 0.059(9) -0.008(9) O46A 0.043(6) 0.096(7) 0.041(4) -0.006(5) -0.002(4) 0.026(5) Cl42B 0.054(4) 0.067(5) 0.070(5) 0.007(3) 0.029(4) 0.013(3) O43B 0.21(2) 0.088(14) 0.29(3) 0.060(15) 0.17(2) 0.072(14) O44B 0.069(11) 0.073(10) 0.045(7) 0.006(6) 0.024(6) 0.030(7) O45B 0.041(5) 0.056(5) 0.035(4) 0.006(4) 0.009(4) 0.017(4) O46B 0.071(10) 0.21(2) 0.126(17) -0.087(15) 0.031(10) -0.022(10) Cl47B 0.085(2) 0.113(3) 0.0545(16) -0.0028(18) 0.0175(14) 0.018(2) O48B 0.104(6) 0.087(6) 0.096(6) -0.012(4) 0.031(5) 0.002(5) O49B 0.100(8) 0.099(8) 0.33(2) -0.086(12) 0.113(11) -0.026(7) O50B 0.123(8) 0.272(15) 0.084(6) -0.078(8) 0.047(6) -0.127(9) O51B 0.068(5) 0.37(2) 0.054(5) 0.015(7) 0.019(4) -0.034(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N29B 1.869(11) . ? Fe1 N2 2.024(4) . ? Fe1 N22 2.030(4) . ? Fe1 N16 2.106(4) . ? Fe1 N9 2.121(4) . ? Fe1 N36 2.161(3) . ? Fe1 N29A 2.324(10) . ? N2 C7 1.333(5) . ? N2 C3 1.335(5) . ? C3 C4 1.385(7) . ? C3 N8 1.396(6) . ? C4 C5 1.388(7) . ? C5 C6 1.379(7) . ? C6 C7 1.379(6) . ? C7 N15 1.408(5) . ? N8 C12 1.359(6) . ? N8 N9 1.369(6) . ? N9 C10 1.333(6) . ? C10 C11 1.427(8) . ? C10 C13B 1.475(18) . ? C10 C13A 1.505(14) . ? C10 C13C 1.511(11) . ? C11 C12 1.360(8) . ? C13A O14A 1.456(15) . ? C13B O14B 1.514(19) . ? C13C O14C 1.4388 . ? N15 C19 1.354(6) . ? N15 N16 1.371(5) . ? N16 C17 1.329(6) . ? C17 C18 1.392(8) . ? C17 C20A 1.490(6) . ? C17 C20B 1.506(6) . ? C18 C19 1.345(8) . ? C20A O21A 1.478(12) . ? C20B O21C 1.447(14) . ? C20B O21B 1.456(13) . ? N22 C27 1.333(5) . ? N22 C23 1.345(6) . ? C23 C24 1.376(7) . ? C23 N28A 1.392(8) . ? C23 N28B 1.431(8) . ? C24 C25 1.375(8) . ? C25 C26 1.396(7) . ? C26 C27 1.375(6) . ? C27 N35 1.393(5) . ? N28A N29A 1.329(9) . ? N28A C32A 1.350(8) . ? N29A C30A 1.338(9) . ? C30A C31A 1.395(8) . ? C30A C33A 1.493(12) . ? C31A C32A 1.369(9) . ? C33A O34A 1.423(12) . ? N28B N29B 1.365(9) . ? N28B C32B 1.372(9) . ? N29B C30B 1.355(9) . ? C30B C31B 1.388(9) . ? C30B C33B 1.480(17) . ? C31B C32B 1.369(10) . ? C33B O34B 1.468(18) . ? N35 C39 1.361(5) . ? N35 N36 1.368(5) . ? N36 C37 1.330(5) . ? C37 C38 1.399(7) . ? C37 C40B 1.491(12) . ? C37 C40A 1.511(10) . ? C38 C39 1.368(7) . ? C40A O41A 1.458(9) . ? C40B O41B 1.4486 . ? Cl42A O43A 1.408(12) . ? Cl42A O44A 1.411(12) . ? Cl42A O46A 1.428(10) . ? Cl42A O45A 1.431(12) . ? Cl42B O43B 1.402(14) . ? Cl42B O46B 1.407(14) . ? Cl42B O44B 1.425(13) . ? Cl42B O45B 1.447(11) . ? Cl47A O51A 1.380(12) . ? Cl47A O48A 1.401(13) . ? Cl47A O50A 1.413(12) . ? Cl47A O49A 1.483(12) . ? Cl47B O50B 1.340(8) . ? Cl47B O51B 1.414(8) . ? Cl47B O49B 1.442(9) . ? Cl47B O48B 1.445(8) . ? 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 N29B Fe1 N2 109.9(3) . . ? N29B Fe1 N22 80.9(3) . . ? N2 Fe1 N22 169.08(14) . . ? N29B Fe1 N16 97.4(4) . . ? N2 Fe1 N16 76.65(14) . . ? N22 Fe1 N16 100.82(15) . . ? N29B Fe1 N9 93.6(4) . . ? N2 Fe1 N9 76.03(15) . . ? N22 Fe1 N9 105.67(15) . . ? N16 Fe1 N9 152.62(16) . . ? N29B Fe1 N36 156.3(3) . . ? N2 Fe1 N36 93.75(13) . . ? N22 Fe1 N36 75.53(13) . . ? N16 Fe1 N36 89.61(14) . . ? N9 Fe1 N36 90.35(14) . . ? N2 Fe1 N29A 118.4(3) . . ? N22 Fe1 N29A 72.2(3) . . ? N16 Fe1 N29A 96.0(4) . . ? N9 Fe1 N29A 98.6(4) . . ? N36 Fe1 N29A 147.8(3) . . ? C7 N2 C3 118.9(4) . . ? C7 N2 Fe1 120.4(3) . . ? C3 N2 Fe1 120.7(3) . . ? N2 C3 C4 122.4(4) . . ? N2 C3 N8 112.3(4) . . ? C4 C3 N8 125.3(4) . . ? C3 C4 C5 117.2(4) . . ? C6 C5 C4 121.2(4) . . ? C7 C6 C5 116.9(4) . . ? N2 C7 C6 123.4(4) . . ? N2 C7 N15 111.9(4) . . ? C6 C7 N15 124.7(4) . . ? C12 N8 N9 111.7(4) . . ? C12 N8 C3 129.9(4) . . ? N9 N8 C3 118.3(3) . . ? C10 N9 N8 106.0(4) . . ? C10 N9 Fe1 141.4(4) . . ? N8 N9 Fe1 112.6(2) . . ? N9 C10 C11 109.0(5) . . ? N9 C10 C13B 127.5(15) . . ? C11 C10 C13B 123.5(14) . . ? N9 C10 C13A 121.0(8) . . ? C11 C10 C13A 130.0(8) . . ? N9 C10 C13C 114.9(7) . . ? C11 C10 C13C 136.0(6) . . ? C12 C11 C10 106.9(4) . . ? N8 C12 C11 106.3(5) . . ? O14A C13A C10 108.9(12) . . ? C10 C13B O14B 106.9(15) . . ? O14C C13C C10 113.0(5) . . ? C19 N15 N16 111.3(4) . . ? C19 N15 C7 130.2(4) . . ? N16 N15 C7 118.4(3) . . ? C17 N16 N15 104.5(4) . . ? C17 N16 Fe1 142.9(4) . . ? N15 N16 Fe1 112.4(2) . . ? N16 C17 C18 110.8(4) . . ? N16 C17 C20A 121.6(5) . . ? C18 C17 C20A 127.4(4) . . ? N16 C17 C20B 118.0(5) . . ? C18 C17 C20B 130.2(4) . . ? C19 C18 C17 106.6(4) . . ? C18 C19 N15 106.8(5) . . ? O21A C20A C17 103.6(3) . . ? O21C C20B C17 112.3(8) . . ? O21B C20B C17 114.2(8) . . ? C27 N22 C23 119.2(4) . . ? C27 N22 Fe1 121.0(3) . . ? C23 N22 Fe1 119.7(3) . . ? N22 C23 C24 122.9(4) . . ? N22 C23 N28A 121.2(6) . . ? C24 C23 N28A 115.9(6) . . ? N22 C23 N28B 102.2(6) . . ? C24 C23 N28B 134.8(6) . . ? C25 C24 C23 116.7(4) . . ? C24 C25 C26 121.7(5) . . ? C27 C26 C25 116.9(4) . . ? N22 C27 C26 122.6(4) . . ? N22 C27 N35 112.7(4) . . ? C26 C27 N35 124.7(4) . . ? N29A N28A C32A 114.1(8) . . ? N29A N28A C23 111.2(8) . . ? C32A N28A C23 134.4(9) . . ? N28A N29A C30A 104.0(9) . . ? N28A N29A Fe1 115.0(7) . . ? C30A N29A Fe1 140.5(9) . . ? N29A C30A C31A 110.9(9) . . ? N29A C30A C33A 121.8(9) . . ? C31A C30A C33A 127.3(9) . . ? C32A C31A C30A 105.9(9) . . ? N28A C32A C31A 105.0(9) . . ? O34A C33A C30A 112.1(9) . . ? N29B N28B C32B 104.7(9) . . ? N29B N28B C23 126.3(8) . . ? C32B N28B C23 129.0(10) . . ? C30B N29B N28B 111.8(10) . . ? C30B N29B Fe1 137.3(9) . . ? N28B N29B Fe1 110.9(6) . . ? N29B C30B C31B 106.1(9) . . ? N29B C30B C33B 121.9(12) . . ? C31B C30B C33B 131.9(11) . . ? C32B C31B C30B 107.1(10) . . ? C31B C32B N28B 110.3(10) . . ? O34B C33B C30B 116.6(13) . . ? C39 N35 N36 111.0(3) . . ? C39 N35 C27 130.1(4) . . ? N36 N35 C27 118.9(3) . . ? C37 N36 N35 105.8(3) . . ? C37 N36 Fe1 142.5(3) . . ? N35 N36 Fe1 111.7(2) . . ? N36 C37 C38 110.2(4) . . ? N36 C37 C40B 125.5(7) . . ? C38 C37 C40B 124.2(7) . . ? N36 C37 C40A 122.2(5) . . ? C38 C37 C40A 127.5(5) . . ? C39 C38 C37 106.6(4) . . ? N35 C39 C38 106.4(4) . . ? O41A C40A C37 108.0(7) . . ? O41B C40B C37 113.6(6) . . ? O43A Cl42A O44A 108.1(11) . . ? O43A Cl42A O46A 108.9(8) . . ? O44A Cl42A O46A 109.8(12) . . ? O43A Cl42A O45A 110.7(11) . . ? O44A Cl42A O45A 108.8(11) . . ? O46A Cl42A O45A 110.5(10) . . ? O43B Cl42B O46B 111.0(13) . . ? O43B Cl42B O44B 107.1(12) . . ? O46B Cl42B O44B 110.9(13) . . ? O43B Cl42B O45B 108.8(11) . . ? O46B Cl42B O45B 111.0(11) . . ? O44B Cl42B O45B 108.0(10) . . ? O51A Cl47A O48A 105.8(11) . . ? O51A Cl47A O50A 122.8(10) . . ? O48A Cl47A O50A 111.3(10) . . ? O51A Cl47A O49A 107.3(10) . . ? O48A Cl47A O49A 106.7(10) . . ? O50A Cl47A O49A 101.9(9) . . ? O50B Cl47B O51B 111.3(6) . . ? O50B Cl47B O49B 113.7(7) . . ? O51B Cl47B O49B 109.7(9) . . ? O50B Cl47B O48B 115.9(8) . . ? O51B Cl47B O48B 102.1(6) . . ? O49B Cl47B O48B 103.3(7) . . ? 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 O14A H14A O41A 0.84 1.86 2.687(14) 169.5 5_666 O14B H14B O41B 0.84 2.23 2.67(2) 112.8 5_666 O14C H14C O51A 0.84 2.48 3.28(2) 158.2 2_656 O21A H21A O48A 0.84 1.84 2.664(17) 166.1 4_646 O21B H21B O46B 0.84 1.94 2.71(3) 150.5 . O21C H21C O46B 0.84 2.58 3.32(3) 148.1 . O34A H34A O49A 0.84 2.36 3.06(2) 141.3 . O34B H34B N9 0.84 2.60 3.144(9) 123.3 . O41A H41A N35 0.84 2.59 3.373(10) 156.7 5_666 O41B H41B O51B 0.84 2.44 3.244(18) 160.3 4_656 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.182 _refine_diff_density_min -0.919 _refine_diff_density_rms 0.224