# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Weber, Birgit' _publ_contact_author_email weber@uni-bayreuth.de _publ_section_title ; Complete and Incomplete Spin Transitions in 1D Chain Iron(II) Compounds ; loop_ _publ_author_name T.Pfaffeneder W.Bauer S.Thallmair B.Weber # Attachment 'oo008.cif' #:---------------------------------------------------------------------------- #:------------------------------CRYSTAL SOURCE-------------------------------- #:---------------------------------------------------------------------------- data_oo008 _database_code_depnum_ccdc_archive 'CCDC 794656' _audit_update_record 24-Sep-10 _chemical_name_common ; (E,E)-((diethyl-2,2'-(1,2- phenylenebis(iminomethylidyne))bis(3-oxo-3-phenyl-propanato)(2-)- N,N',O$3!,O$3!')(1,3-bis(4-pyridyl) propane)iron(ii) ; _chemical_compound_source ; A mixture of 0.29 g [FeL2(MeOH)~2~]\'b70.5(MeOH) (0.45 mmol) and 0.25 g 1,3-bis(pyridine-4-yl)propane (1.66 mmol) in 20 mL methanol was heated at reflux for 1 h. After cooling, the black precipitate was filtered off, washed with methanol (2 \\times 5 mL) and dried in vacuum. Single crystals of (I) were slowly formed by diffusion techniques in methanol solution after several weeks. ; _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.41 #?# in millimeters _exptl_crystal_size_mid 0.34 #?# in millimeters _exptl_crystal_size_min 0.22 #?# in millimeters _exptl_crystal_density_method 'not measured' _exptl_crystal_density_meas ? _exptl_special_details ? #?# all that happened prior to measurement (crystal embedded in mother liquor) #:---------------------------------------------------------------------------- #:---------------------------DATA COLLECTION---------------------------------- #:---------------------------------------------------------------------------- _audit_author_name 'P. Mayer' #?# X-ray operator _audit_creation_date ; 'Tue Jan 19 07:37:29 2010' ; _diffrn_ambient_temperature 173(2) #?# in K _diffrn_source_type 'Spellman generator' _diffrn_source_power 2.00 _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation '0.5 mm collimator' _diffrn_measurement_device 'CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Oxford XCalibur' _diffrn_measurement_method '\w scans' _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 59.00 101.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 21.3869 179.0000 0.0000 42 #__ type_ start__ end____ width___ exp.time_ 2 omega -15.00 65.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 21.3869 -97.0000 -172.0000 80 #__ type_ start__ end____ width___ exp.time_ 3 omega -37.00 95.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 21.3869 0.0000 150.0000 132 ; _diffrn_detector_area_resol_mean 15.9809 _diffrn_special_details ? # 'no? crystal decay in terms of mean intensity per image' #?# Source instability, crystal motion, degradation, formation of ice _diffrn_orient_matrix_type ? _diffrn_orient_matrix_UB_11 0.0383986404 _diffrn_orient_matrix_UB_12 -0.0161967081 _diffrn_orient_matrix_UB_13 -0.0020737332 _diffrn_orient_matrix_UB_21 0.0161355777 _diffrn_orient_matrix_UB_22 0.0305201876 _diffrn_orient_matrix_UB_23 -0.0116273709 _diffrn_orient_matrix_UB_31 0.0104580283 _diffrn_orient_matrix_UB_32 0.0124995438 _diffrn_orient_matrix_UB_33 0.0256586400 loop_ _reflns_scale_group_code _reflns_scale_meas_F ? ? _cell_length_a 19.3122(4) _cell_length_b 16.5116(3) _cell_length_c 25.1186(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8009.7(3) _cell_measurement_temperature 173(2) #?# in K _cell_measurement_reflns_used 10475 _cell_measurement_theta_min 4.2044 _cell_measurement_theta_max 26.2489 _cell_special_details ? #?# supposed (pseudo-)symmetries,subcells,deviation from standard setting loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist ? ? ? ? #?# same style as for the absorption correction routine, e.g.: #?# -1 0 -1 .0424 #:---------------------------------------------------------------------------- #:---------------------------ABSORPTION CORRECTION---------------------------- #:---------------------------------------------------------------------------- _exptl_absorpt_coefficient_mu 0.430 _exptl_absorpt_correction_type multi-scan #numerical (using crystal faces), refdelf (using DIFABS) _exptl_absorpt_correction_T_min 0.91951 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #:---------------------------------------------------------------------------- #:------------------------REFLECTION DATA ANALYSIS---------------------------- #:---------------------------------------------------------------------------- _diffrn_reflns_number 33558 #xl _diffrn_reflns_av_R_equivalents 0.0379 #xl _diffrn_reflns_av_sigmaI/netI 0.0604 #xl _diffrn_reflns_limit_h_min -24 #xl _diffrn_reflns_limit_h_max 24 #xl _diffrn_reflns_limit_k_min -20 #xl _diffrn_reflns_limit_k_max 10 #xl _diffrn_reflns_limit_l_min -18 #xl _diffrn_reflns_limit_l_max 31 #xl _diffrn_reflns_theta_min 4.20 #xl _diffrn_reflns_theta_max 26.28 #xl _diffrn_measured_fraction_theta_max 0.993 #xl _diffrn_reflns_theta_full 26.28 #xl _diffrn_measured_fraction_theta_full 0.993 #xl #:---------------------------------------------------------------------------- #:---------------------STRUCTURE SOLUTION AND REFINEMENT---------------------- #:---------------------------------------------------------------------------- _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _reflns_number_total 8121 #xl _reflns_number_gt 4814 #xl _reflns_threshold_expression >2sigma(I) #xl _reflns_special_details ? _refine_ls_structure_factor_coef Fsqd #xl _refine_ls_matrix_type full #xl _refine_ls_weighting_scheme calc #xl _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0380P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' #xl _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 #xl _refine_ls_extinction_coef ? #xl _refine_ls_abs_structure_details ? #xl _refine_ls_abs_structure_Flack ? #xl _refine_ls_number_reflns 8121 #xl _refine_ls_number_parameters 509 #xl _refine_ls_number_restraints 0 #xl _refine_ls_R_factor_all 0.0664 #xl _refine_ls_R_factor_gt 0.0325 #xl _refine_ls_wR_factor_ref 0.0744 #xl _refine_ls_wR_factor_gt 0.0701 #xl _refine_ls_goodness_of_fit_ref 0.841 #xl _refine_ls_restrained_S_all 0.841 #xl _refine_ls_shift/su_max 0.001 #xl _refine_ls_shift/su_mean 0.000 #xl _refine_diff_density_max 0.283 #xl _refine_diff_density_min -0.346 #xl _refine_diff_density_rms 0.041 #xl _refine_special_details ; Anisotrop refinement of all none-hydrogen atoms. Details of H atom refinement: riding with U(H)=1.2*U~iso~(C) for CH2 and CH, 1.5*U~iso~(C) for CH3 and OH. Disordered solvent molecule with 54% occupancy. ; #:---------------------------------------------------------------------------- #:-----------------------------REFERENCES------------------------------------- #:---------------------------------------------------------------------------- _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_structure_solution ; A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A. Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new tool for crystal structure determination and refinement; J. Appl. Crystallogr. 1999, 32, 115-119. ; _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick. University of G\"ottingen, 97-2 version)' _computing_molecular_graphics ; ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid Plot Program for Crystal Structure Illustrations, Oak Ridge National Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ. Glasgow) used --- SCHAKAL (E. Keller, University of Freiburg (Breisgau), Germany, 1995). ; _computing_publication_material ; PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version). #-- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses). ; #:---------------------------------------------------------------------------- #:---------------------TABLES AND GEOMETRICAL DATA---------------------------- #:---------------------------------------------------------------------------- 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 0.487255(13) 0.253540(14) 0.418510(9) 0.02237(7) Uani 1 1 d . . . O1 O 0.57355(6) 0.30159(7) 0.38742(4) 0.0259(3) Uani 1 1 d . . . O2 O 0.40710(6) 0.31201(7) 0.38466(4) 0.0257(3) Uani 1 1 d . . . O3 O 0.20328(7) 0.19065(8) 0.45224(5) 0.0383(3) Uani 1 1 d . . . O4 O 0.20379(7) 0.26747(8) 0.37875(5) 0.0406(4) Uani 1 1 d . . . O5 O 0.76331(7) 0.16080(8) 0.46235(5) 0.0370(3) Uani 1 1 d . . . O6 O 0.77327(7) 0.23826(7) 0.38942(5) 0.0372(3) Uani 1 1 d . . . N1 N 0.55248(8) 0.17916(8) 0.46362(5) 0.0233(3) Uani 1 1 d . . . N2 N 0.41388(8) 0.18845(8) 0.46163(5) 0.0234(3) Uani 1 1 d . . . N3 N 0.48697(8) 0.16492(9) 0.35145(5) 0.0266(3) Uani 1 1 d . . . N4 N 0.49048(8) 0.15305(8) -0.01636(5) 0.0234(3) Uani 1 1 d . . . C1 C 0.34228(10) 0.31049(10) 0.39388(6) 0.0233(4) Uani 1 1 d . . . C2 C 0.31006(9) 0.24650(10) 0.42177(6) 0.0237(4) Uani 1 1 d . . . C3 C 0.34710(10) 0.19217(10) 0.45538(6) 0.0246(4) Uani 1 1 d . . . H3 H 0.3202 0.1547 0.4753 0.030 Uiso 1 1 calc R . . C4 C 0.44357(10) 0.13637(10) 0.50053(6) 0.0258(4) Uani 1 1 d . . . C5 C 0.40561(10) 0.09369(11) 0.53851(7) 0.0357(5) Uani 1 1 d . . . H5 H 0.3566 0.0986 0.5390 0.043 Uiso 1 1 calc R . . C6 C 0.43738(12) 0.04475(12) 0.57520(7) 0.0426(6) Uani 1 1 d . . . H6 H 0.4104 0.0155 0.6003 0.051 Uiso 1 1 calc R . . C7 C 0.50865(12) 0.03816(12) 0.57553(7) 0.0428(6) Uani 1 1 d . . . H7A H 0.5308 0.0039 0.6007 0.051 Uiso 1 1 calc R . . C8 C 0.54740(11) 0.08118(11) 0.53948(7) 0.0350(5) Uani 1 1 d . . . H8 H 0.5965 0.0771 0.5405 0.042 Uiso 1 1 calc R . . C9 C 0.51620(10) 0.13090(10) 0.50126(6) 0.0253(4) Uani 1 1 d . . . C10 C 0.61971(9) 0.17511(10) 0.45953(6) 0.0239(4) Uani 1 1 d . . . H10 H 0.6422 0.1343 0.4798 0.029 Uiso 1 1 calc R . . C11 C 0.66269(9) 0.22576(10) 0.42774(6) 0.0224(4) Uani 1 1 d . . . C12 C 0.63725(10) 0.29228(11) 0.39820(6) 0.0238(4) Uani 1 1 d . . . C13 C 0.68116(9) 0.36210(11) 0.38128(7) 0.0294(4) Uani 1 1 d . . . C14 C 0.71575(10) 0.40788(11) 0.41880(8) 0.0384(5) Uani 1 1 d . . . H14 H 0.7171 0.3904 0.4548 0.046 Uiso 1 1 calc R . . C15 C 0.74840(12) 0.47890(13) 0.40430(12) 0.0587(7) Uani 1 1 d . . . H15 H 0.7713 0.5106 0.4305 0.070 Uiso 1 1 calc R . . C16 C 0.74794(14) 0.50377(16) 0.35247(14) 0.0783(9) Uani 1 1 d . . . H16 H 0.7710 0.5523 0.3425 0.094 Uiso 1 1 calc R . . C17 C 0.71426(14) 0.45863(17) 0.31487(11) 0.0726(8) Uani 1 1 d . . . H17 H 0.7148 0.4755 0.2787 0.087 Uiso 1 1 calc R . . C18 C 0.67931(11) 0.38851(13) 0.32890(8) 0.0477(6) Uani 1 1 d . . . H18 H 0.6543 0.3588 0.3029 0.057 Uiso 1 1 calc R . . C19 C 0.30536(9) 0.38660(10) 0.37851(7) 0.0259(4) Uani 1 1 d . . . C20 C 0.32157(10) 0.42505(12) 0.33118(7) 0.0345(5) Uani 1 1 d . . . H20 H 0.3517 0.3996 0.3064 0.041 Uiso 1 1 calc R . . C21 C 0.29392(12) 0.50079(13) 0.31970(8) 0.0457(6) Uani 1 1 d . . . H21 H 0.3048 0.5267 0.2870 0.055 Uiso 1 1 calc R . . C22 C 0.25051(12) 0.53859(13) 0.35591(9) 0.0506(6) Uani 1 1 d . . . H22 H 0.2320 0.5906 0.3483 0.061 Uiso 1 1 calc R . . C23 C 0.23451(12) 0.50051(13) 0.40265(9) 0.0498(6) Uani 1 1 d . . . H23 H 0.2046 0.5262 0.4274 0.060 Uiso 1 1 calc R . . C24 C 0.26147(10) 0.42501(12) 0.41418(7) 0.0373(5) Uani 1 1 d . . . H24 H 0.2499 0.3992 0.4468 0.045 Uiso 1 1 calc R . . C25 C 0.23501(9) 0.23234(11) 0.42090(7) 0.0281(4) Uani 1 1 d . . . C26 C 0.12943(11) 0.26060(15) 0.37590(9) 0.0545(6) Uani 1 1 d . . . H26A H 0.1082 0.2779 0.4099 0.065 Uiso 1 1 calc R . . H26B H 0.1159 0.2038 0.3688 0.065 Uiso 1 1 calc R . . C27 C 0.10581(14) 0.3145(2) 0.33133(10) 0.1045(12) Uani 1 1 d . . . H27A H 0.1237 0.2937 0.2975 0.157 Uiso 1 1 calc R . . H27B H 0.1232 0.3695 0.3372 0.157 Uiso 1 1 calc R . . H27C H 0.0551 0.3153 0.3302 0.157 Uiso 1 1 calc R . . C28 C 0.73638(10) 0.20558(11) 0.42992(7) 0.0276(4) Uani 1 1 d . . . C29 C 0.84699(11) 0.22396(13) 0.39012(9) 0.0499(6) Uani 1 1 d . . . H29A H 0.8567 0.1654 0.3862 0.060 Uiso 1 1 calc R . . H29B H 0.8671 0.2427 0.4242 0.060 Uiso 1 1 calc R . . C30 C 0.87759(13) 0.27013(17) 0.34462(10) 0.0825(9) Uani 1 1 d . . . H30A H 0.8645 0.3273 0.3475 0.124 Uiso 1 1 calc R . . H30B H 0.8602 0.2480 0.3110 0.124 Uiso 1 1 calc R . . H30C H 0.9282 0.2654 0.3456 0.124 Uiso 1 1 calc R . . C31 C 0.54786(11) 0.07808(12) 0.29145(7) 0.0365(5) Uani 1 1 d . . . H31 H 0.5913 0.0584 0.2793 0.044 Uiso 1 1 calc R . . C32 C 0.54572(10) 0.13418(12) 0.33221(7) 0.0353(5) Uani 1 1 d . . . H32 H 0.5883 0.1518 0.3473 0.042 Uiso 1 1 calc R . . C33 C 0.42865(10) 0.13704(11) 0.32941(7) 0.0346(5) Uani 1 1 d . . . H33 H 0.3858 0.1569 0.3426 0.042 Uiso 1 1 calc R . . C34 C 0.42709(10) 0.08117(12) 0.28872(7) 0.0360(5) Uani 1 1 d . . . H34 H 0.3839 0.0637 0.2747 0.043 Uiso 1 1 calc R . . C35 C 0.48803(10) 0.05051(10) 0.26834(6) 0.0275(4) Uani 1 1 d . . . C36 C 0.48916(10) -0.00526(11) 0.22091(6) 0.0307(4) Uani 1 1 d . . . H36A H 0.4474 -0.0400 0.2212 0.037 Uiso 1 1 calc R . . H36B H 0.5304 -0.0408 0.2227 0.037 Uiso 1 1 calc R . . C37 C 0.49108(10) 0.04438(10) 0.16963(6) 0.0314(4) Uani 1 1 d . . . H37A H 0.5315 0.0812 0.1708 0.038 Uiso 1 1 calc R . . H37B H 0.4489 0.0783 0.1677 0.038 Uiso 1 1 calc R . . C38 C 0.49558(10) -0.00740(10) 0.11931(6) 0.0270(4) Uani 1 1 d . . . H38A H 0.5389 -0.0395 0.1199 0.032 Uiso 1 1 calc R . . H38B H 0.4560 -0.0455 0.1182 0.032 Uiso 1 1 calc R . . C39 C 0.49444(10) 0.04584(10) 0.07053(6) 0.0238(4) Uani 1 1 d . . . C40 C 0.55359(10) 0.08315(10) 0.05156(6) 0.0277(4) Uani 1 1 d . . . H40 H 0.5970 0.0726 0.0679 0.033 Uiso 1 1 calc R . . C41 C 0.54965(10) 0.13543(10) 0.00910(6) 0.0270(4) Uani 1 1 d . . . H41 H 0.5911 0.1605 -0.0029 0.032 Uiso 1 1 calc R . . C42 C 0.43369(10) 0.11698(11) 0.00229(7) 0.0281(4) Uani 1 1 d . . . H42 H 0.3908 0.1285 -0.0147 0.034 Uiso 1 1 calc R . . C43 C 0.43344(10) 0.06406(10) 0.04465(7) 0.0279(4) Uani 1 1 d . . . H43 H 0.3912 0.0401 0.0560 0.034 Uiso 1 1 calc R . . O7 O 0.7153(2) 0.1835(2) 0.28675(14) 0.1002(18) Uani 0.542(5) 1 d P . . H7 H 0.7344 0.2021 0.3142 0.150 Uiso 0.542(5) 1 calc PR . . C44 C 0.7464(3) 0.2135(3) 0.24341(17) 0.086(2) Uani 0.542(5) 1 d P . . H44A H 0.7527 0.2720 0.2476 0.130 Uiso 0.542(5) 1 calc PR . . H44B H 0.7176 0.2030 0.2120 0.130 Uiso 0.542(5) 1 calc PR . . H44C H 0.7916 0.1875 0.2388 0.130 Uiso 0.542(5) 1 calc PR . . 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 0.01871(13) 0.02444(13) 0.02396(12) 0.00013(11) -0.00023(12) 0.00113(13) O1 0.0192(7) 0.0298(7) 0.0286(7) 0.0027(5) -0.0004(6) 0.0021(6) O2 0.0197(8) 0.0296(7) 0.0278(7) 0.0033(5) 0.0007(6) 0.0004(6) O3 0.0271(8) 0.0483(9) 0.0396(8) 0.0079(7) 0.0054(6) -0.0081(7) O4 0.0236(8) 0.0567(9) 0.0415(8) 0.0115(7) -0.0075(6) -0.0078(7) O5 0.0290(8) 0.0416(8) 0.0404(8) 0.0073(6) -0.0047(6) 0.0101(7) O6 0.0223(8) 0.0427(8) 0.0466(8) 0.0108(6) 0.0073(6) 0.0087(7) N1 0.0247(9) 0.0234(8) 0.0219(8) -0.0005(6) 0.0002(7) 0.0023(7) N2 0.0242(9) 0.0221(8) 0.0240(8) 0.0001(6) 0.0008(7) 0.0018(7) N3 0.0240(9) 0.0297(8) 0.0262(7) -0.0020(6) -0.0011(8) 0.0006(8) N4 0.0194(8) 0.0246(8) 0.0261(8) -0.0027(6) 0.0002(7) -0.0019(7) C1 0.0228(11) 0.0267(10) 0.0204(9) -0.0034(7) -0.0024(8) -0.0010(9) C2 0.0210(9) 0.0253(9) 0.0250(8) -0.0013(8) 0.0014(8) -0.0001(9) C3 0.0261(11) 0.0225(10) 0.0253(9) -0.0013(7) 0.0060(8) -0.0036(9) C4 0.0316(12) 0.0215(10) 0.0244(10) 0.0011(8) 0.0010(9) 0.0039(9) C5 0.0312(12) 0.0369(11) 0.0389(11) 0.0114(9) 0.0050(10) 0.0004(10) C6 0.0433(15) 0.0426(12) 0.0418(12) 0.0169(10) 0.0090(11) 0.0040(11) C7 0.0470(15) 0.0418(12) 0.0397(12) 0.0186(10) -0.0011(11) 0.0071(11) C8 0.0325(12) 0.0386(12) 0.0339(11) 0.0089(9) 0.0004(10) 0.0076(10) C9 0.0290(11) 0.0209(9) 0.0260(9) 0.0013(7) 0.0006(9) -0.0011(9) C10 0.0270(12) 0.0222(10) 0.0227(9) 0.0000(7) -0.0039(8) 0.0060(9) C11 0.0185(10) 0.0243(9) 0.0244(9) -0.0005(7) -0.0027(8) 0.0025(8) C12 0.0208(11) 0.0296(10) 0.0210(9) -0.0065(8) 0.0021(8) 0.0008(9) C13 0.0188(11) 0.0296(10) 0.0399(11) 0.0058(9) 0.0030(9) 0.0039(9) C14 0.0275(12) 0.0276(11) 0.0601(13) 0.0020(10) -0.0015(11) 0.0013(10) C15 0.0302(13) 0.0311(13) 0.115(2) 0.0035(13) -0.0068(15) 0.0002(11) C16 0.0325(15) 0.0509(16) 0.152(3) 0.0462(18) 0.0008(19) -0.0044(13) C17 0.0454(17) 0.086(2) 0.0865(19) 0.0551(17) 0.0105(15) -0.0003(16) C18 0.0320(13) 0.0624(15) 0.0485(13) 0.0246(11) 0.0019(11) 0.0006(12) C19 0.0184(10) 0.0284(10) 0.0309(10) -0.0004(8) -0.0049(8) -0.0003(9) C20 0.0251(11) 0.0418(12) 0.0366(10) 0.0067(9) -0.0008(9) 0.0007(10) C21 0.0416(15) 0.0469(13) 0.0485(13) 0.0183(10) -0.0067(11) 0.0023(12) C22 0.0441(15) 0.0329(12) 0.0748(15) 0.0075(12) -0.0112(13) 0.0115(11) C23 0.0500(18) 0.0390(12) 0.0603(14) -0.0021(11) 0.0070(12) 0.0156(13) C24 0.0369(13) 0.0360(11) 0.0391(11) -0.0001(9) 0.0040(10) 0.0069(10) C25 0.0234(11) 0.0311(11) 0.0298(10) -0.0043(9) -0.0008(9) 0.0010(9) C26 0.0233(12) 0.0769(18) 0.0633(15) 0.0098(13) -0.0104(11) -0.0073(12) C27 0.0434(18) 0.170(3) 0.100(2) 0.063(2) -0.0246(16) -0.004(2) C28 0.0259(12) 0.0245(10) 0.0324(11) -0.0043(8) -0.0009(9) 0.0024(9) C29 0.0242(12) 0.0513(14) 0.0741(15) -0.0014(11) 0.0109(12) 0.0072(11) C30 0.0456(17) 0.098(2) 0.104(2) 0.0164(17) 0.0335(15) -0.0017(16) C31 0.0269(12) 0.0488(13) 0.0338(11) -0.0106(9) 0.0004(10) 0.0082(11) C32 0.0240(12) 0.0478(12) 0.0341(11) -0.0099(9) -0.0026(10) 0.0002(10) C33 0.0236(12) 0.0434(12) 0.0368(11) -0.0084(9) 0.0038(10) 0.0019(10) C34 0.0273(12) 0.0462(13) 0.0346(11) -0.0131(9) -0.0034(9) -0.0044(10) C35 0.0339(11) 0.0268(10) 0.0218(9) 0.0034(7) 0.0008(9) -0.0006(10) C36 0.0363(12) 0.0285(10) 0.0274(10) -0.0016(8) 0.0014(9) -0.0012(10) C37 0.0431(12) 0.0245(9) 0.0265(9) -0.0017(8) 0.0002(9) -0.0003(9) C38 0.0332(12) 0.0246(9) 0.0232(8) -0.0021(7) 0.0001(8) -0.0006(9) C39 0.0303(12) 0.0204(9) 0.0208(9) -0.0057(7) 0.0013(8) 0.0008(9) C40 0.0227(11) 0.0327(11) 0.0277(10) 0.0006(8) -0.0038(9) 0.0018(9) C41 0.0197(11) 0.0300(11) 0.0313(10) 0.0007(8) 0.0001(9) -0.0033(9) C42 0.0202(11) 0.0357(11) 0.0285(10) 0.0000(8) -0.0022(8) -0.0006(9) C43 0.0244(11) 0.0308(11) 0.0286(10) 0.0009(8) 0.0013(9) -0.0060(9) O7 0.134(4) 0.099(3) 0.067(2) 0.009(2) -0.024(2) -0.038(3) C44 0.126(6) 0.076(4) 0.058(3) -0.007(3) -0.018(3) 0.029(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 2.0041(12) . ? Fe1 O2 2.0127(11) . ? Fe1 N2 2.0824(14) . ? Fe1 N1 2.0925(14) . ? Fe1 N3 2.2312(14) . ? Fe1 N4 2.2493(14) 8_566 ? O1 C12 1.269(2) . ? O2 C1 1.273(2) . ? O3 C25 1.2120(19) . ? O4 C25 1.349(2) . ? O4 C26 1.442(2) . ? O5 C28 1.2169(19) . ? O6 C28 1.354(2) . ? O6 C29 1.443(2) . ? N1 C10 1.304(2) . ? N1 C9 1.421(2) . ? N2 C3 1.301(2) . ? N2 C4 1.422(2) . ? N3 C32 1.334(2) . ? N3 C33 1.337(2) . ? N4 C42 1.333(2) . ? N4 C41 1.341(2) . ? N4 Fe1 2.2493(14) 8_565 ? C1 C2 1.412(2) . ? C1 C19 1.496(2) . ? C2 C3 1.425(2) . ? C2 C25 1.468(2) . ? C3 H3 0.9500 . ? C4 C5 1.394(2) . ? C4 C9 1.406(2) . ? C5 C6 1.371(2) . ? C5 H5 0.9500 . ? C6 C7 1.381(3) . ? C6 H6 0.9500 . ? C7 C8 1.373(3) . ? C7 H7A 0.9500 . ? C8 C9 1.399(2) . ? C8 H8 0.9500 . ? C10 C11 1.423(2) . ? C10 H10 0.9500 . ? C11 C12 1.413(2) . ? C11 C28 1.463(2) . ? C12 C13 1.493(2) . ? C13 C14 1.381(2) . ? C13 C18 1.386(2) . ? C14 C15 1.380(3) . ? C14 H14 0.9500 . ? C15 C16 1.365(3) . ? C15 H15 0.9500 . ? C16 C17 1.367(4) . ? C16 H16 0.9500 . ? C17 C18 1.386(3) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.384(2) . ? C19 C24 1.387(2) . ? C20 C21 1.390(3) . ? C20 H20 0.9500 . ? C21 C22 1.386(3) . ? C21 H21 0.9500 . ? C22 C23 1.367(3) . ? C22 H22 0.9500 . ? C23 C24 1.382(3) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C26 C27 1.501(3) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C29 C30 1.496(3) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C35 1.371(2) . ? C31 C32 1.381(2) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C34 1.377(2) . ? C33 H33 0.9500 . ? C34 C35 1.380(2) . ? C34 H34 0.9500 . ? C35 C36 1.506(2) . ? C36 C37 1.527(2) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.528(2) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.508(2) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C43 1.379(2) . ? C39 C40 1.383(2) . ? C40 C41 1.374(2) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? C42 C43 1.377(2) . ? C42 H42 0.9500 . ? C43 H43 0.9500 . ? O7 C44 1.338(5) . ? O7 H7 0.8400 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O2 106.56(5) . . ? O1 Fe1 N2 166.62(5) . . ? O2 Fe1 N2 86.79(5) . . ? O1 Fe1 N1 86.72(5) . . ? O2 Fe1 N1 166.71(5) . . ? N2 Fe1 N1 79.92(5) . . ? O1 Fe1 N3 88.14(5) . . ? O2 Fe1 N3 89.64(5) . . ? N2 Fe1 N3 93.01(5) . . ? N1 Fe1 N3 91.45(5) . . ? O1 Fe1 N4 89.36(5) . 8_566 ? O2 Fe1 N4 89.98(5) . 8_566 ? N2 Fe1 N4 89.68(5) . 8_566 ? N1 Fe1 N4 89.54(5) . 8_566 ? N3 Fe1 N4 177.26(5) . 8_566 ? C12 O1 Fe1 132.45(11) . . ? C1 O2 Fe1 132.05(11) . . ? C25 O4 C26 116.75(15) . . ? C28 O6 C29 116.40(15) . . ? C10 N1 C9 120.96(15) . . ? C10 N1 Fe1 125.93(12) . . ? C9 N1 Fe1 113.12(11) . . ? C3 N2 C4 120.75(15) . . ? C3 N2 Fe1 125.98(12) . . ? C4 N2 Fe1 113.27(11) . . ? C32 N3 C33 115.83(15) . . ? C32 N3 Fe1 121.40(12) . . ? C33 N3 Fe1 122.72(13) . . ? C42 N4 C41 115.88(14) . . ? C42 N4 Fe1 122.63(12) . 8_565 ? C41 N4 Fe1 121.27(12) . 8_565 ? O2 C1 C2 122.56(16) . . ? O2 C1 C19 113.90(15) . . ? C2 C1 C19 123.14(17) . . ? C1 C2 C3 122.95(16) . . ? C1 C2 C25 123.14(16) . . ? C3 C2 C25 113.85(15) . . ? N2 C3 C2 126.82(16) . . ? N2 C3 H3 116.6 . . ? C2 C3 H3 116.6 . . ? C5 C4 C9 118.89(16) . . ? C5 C4 N2 124.31(17) . . ? C9 C4 N2 116.76(15) . . ? C6 C5 C4 121.51(19) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C5 C6 C7 119.79(19) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C8 C7 C6 119.90(18) . . ? C8 C7 H7A 120.0 . . ? C6 C7 H7A 120.0 . . ? C7 C8 C9 121.42(19) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C8 C9 C4 118.45(16) . . ? C8 C9 N1 124.96(18) . . ? C4 C9 N1 116.56(15) . . ? N1 C10 C11 126.49(16) . . ? N1 C10 H10 116.8 . . ? C11 C10 H10 116.8 . . ? C12 C11 C10 123.25(16) . . ? C12 C11 C28 122.33(16) . . ? C10 C11 C28 114.36(15) . . ? O1 C12 C11 122.90(17) . . ? O1 C12 C13 113.34(16) . . ? C11 C12 C13 123.51(16) . . ? C14 C13 C18 119.21(18) . . ? C14 C13 C12 120.21(16) . . ? C18 C13 C12 119.90(17) . . ? C15 C14 C13 120.4(2) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C16 C15 C14 120.3(2) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 119.8(2) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C16 C17 C18 120.8(2) . . ? C16 C17 H17 119.6 . . ? C18 C17 H17 119.6 . . ? C17 C18 C13 119.4(2) . . ? C17 C18 H18 120.3 . . ? C13 C18 H18 120.3 . . ? C20 C19 C24 118.91(17) . . ? C20 C19 C1 119.97(16) . . ? C24 C19 C1 120.59(16) . . ? C19 C20 C21 120.27(19) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C22 C21 C20 120.10(19) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C23 C22 C21 119.6(2) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? C22 C23 C24 120.6(2) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C19 120.51(18) . . ? C23 C24 H24 119.7 . . ? C19 C24 H24 119.7 . . ? O3 C25 O4 121.86(17) . . ? O3 C25 C2 125.44(17) . . ? O4 C25 C2 112.60(15) . . ? O4 C26 C27 107.05(18) . . ? O4 C26 H26A 110.3 . . ? C27 C26 H26A 110.3 . . ? O4 C26 H26B 110.3 . . ? C27 C26 H26B 110.3 . . ? H26A C26 H26B 108.6 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? O5 C28 O6 121.34(17) . . ? O5 C28 C11 125.41(17) . . ? O6 C28 C11 113.14(15) . . ? O6 C29 C30 107.28(18) . . ? O6 C29 H29A 110.3 . . ? C30 C29 H29A 110.3 . . ? O6 C29 H29B 110.3 . . ? C30 C29 H29B 110.3 . . ? H29A C29 H29B 108.5 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C35 C31 C32 120.75(18) . . ? C35 C31 H31 119.6 . . ? C32 C31 H31 119.6 . . ? N3 C32 C31 123.32(18) . . ? N3 C32 H32 118.3 . . ? C31 C32 H32 118.3 . . ? N3 C33 C34 123.82(18) . . ? N3 C33 H33 118.1 . . ? C34 C33 H33 118.1 . . ? C33 C34 C35 120.16(18) . . ? C33 C34 H34 119.9 . . ? C35 C34 H34 119.9 . . ? C31 C35 C34 116.10(16) . . ? C31 C35 C36 121.73(18) . . ? C34 C35 C36 122.02(18) . . ? C35 C36 C37 109.84(14) . . ? C35 C36 H36A 109.7 . . ? C37 C36 H36A 109.7 . . ? C35 C36 H36B 109.7 . . ? C37 C36 H36B 109.7 . . ? H36A C36 H36B 108.2 . . ? C36 C37 C38 113.49(14) . . ? C36 C37 H37A 108.9 . . ? C38 C37 H37A 108.9 . . ? C36 C37 H37B 108.9 . . ? C38 C37 H37B 108.9 . . ? H37A C37 H37B 107.7 . . ? C39 C38 C37 110.18(14) . . ? C39 C38 H38A 109.6 . . ? C37 C38 H38A 109.6 . . ? C39 C38 H38B 109.6 . . ? C37 C38 H38B 109.6 . . ? H38A C38 H38B 108.1 . . ? C43 C39 C40 116.50(16) . . ? C43 C39 C38 121.51(17) . . ? C40 C39 C38 121.85(16) . . ? C41 C40 C39 120.11(17) . . ? C41 C40 H40 119.9 . . ? C39 C40 H40 119.9 . . ? N4 C41 C40 123.60(17) . . ? N4 C41 H41 118.2 . . ? C40 C41 H41 118.2 . . ? N4 C42 C43 123.92(17) . . ? N4 C42 H42 118.0 . . ? C43 C42 H42 118.0 . . ? C42 C43 C39 119.99(17) . . ? C42 C43 H43 120.0 . . ? C39 C43 H43 120.0 . . ? C44 O7 H7 109.5 . . ? O7 C44 H44A 109.5 . . ? O7 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? O7 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Fe1 O1 C12 172.67(14) . . . . ? N2 Fe1 O1 C12 -3.1(3) . . . . ? N1 Fe1 O1 C12 -6.70(15) . . . . ? N3 Fe1 O1 C12 -98.26(15) . . . . ? N4 Fe1 O1 C12 82.88(15) 8_566 . . . ? O1 Fe1 O2 C1 -172.27(14) . . . . ? N2 Fe1 O2 C1 6.74(14) . . . . ? N1 Fe1 O2 C1 5.0(3) . . . . ? N3 Fe1 O2 C1 99.78(15) . . . . ? N4 Fe1 O2 C1 -82.94(14) 8_566 . . . ? O1 Fe1 N1 C10 -5.54(13) . . . . ? O2 Fe1 N1 C10 177.11(17) . . . . ? N2 Fe1 N1 C10 175.32(14) . . . . ? N3 Fe1 N1 C10 82.52(14) . . . . ? N4 Fe1 N1 C10 -94.93(14) 8_566 . . . ? O1 Fe1 N1 C9 174.23(11) . . . . ? O2 Fe1 N1 C9 -3.1(3) . . . . ? N2 Fe1 N1 C9 -4.91(10) . . . . ? N3 Fe1 N1 C9 -97.71(11) . . . . ? N4 Fe1 N1 C9 84.84(11) 8_566 . . . ? O1 Fe1 N2 C3 -177.98(17) . . . . ? O2 Fe1 N2 C3 6.12(14) . . . . ? N1 Fe1 N2 C3 -174.29(14) . . . . ? N3 Fe1 N2 C3 -83.35(14) . . . . ? N4 Fe1 N2 C3 96.11(14) 8_566 . . . ? O1 Fe1 N2 C4 1.8(3) . . . . ? O2 Fe1 N2 C4 -174.12(11) . . . . ? N1 Fe1 N2 C4 5.46(10) . . . . ? N3 Fe1 N2 C4 96.40(11) . . . . ? N4 Fe1 N2 C4 -84.13(11) 8_566 . . . ? O1 Fe1 N3 C32 37.02(13) . . . . ? O2 Fe1 N3 C32 143.61(13) . . . . ? N2 Fe1 N3 C32 -129.63(13) . . . . ? N1 Fe1 N3 C32 -49.64(14) . . . . ? O1 Fe1 N3 C33 -145.51(14) . . . . ? O2 Fe1 N3 C33 -38.93(14) . . . . ? N2 Fe1 N3 C33 47.83(14) . . . . ? N1 Fe1 N3 C33 127.82(14) . . . . ? Fe1 O2 C1 C2 -19.5(2) . . . . ? Fe1 O2 C1 C19 153.47(11) . . . . ? O2 C1 C2 C3 19.6(2) . . . . ? C19 C1 C2 C3 -152.68(16) . . . . ? O2 C1 C2 C25 -163.50(15) . . . . ? C19 C1 C2 C25 24.2(2) . . . . ? C4 N2 C3 C2 173.77(15) . . . . ? Fe1 N2 C3 C2 -6.5(2) . . . . ? C1 C2 C3 N2 -6.4(3) . . . . ? C25 C2 C3 N2 176.44(16) . . . . ? C3 N2 C4 C5 -8.0(3) . . . . ? Fe1 N2 C4 C5 172.22(14) . . . . ? C3 N2 C4 C9 174.50(15) . . . . ? Fe1 N2 C4 C9 -5.27(19) . . . . ? C9 C4 C5 C6 -2.2(3) . . . . ? N2 C4 C5 C6 -179.60(16) . . . . ? C4 C5 C6 C7 1.1(3) . . . . ? C5 C6 C7 C8 0.6(3) . . . . ? C6 C7 C8 C9 -1.3(3) . . . . ? C7 C8 C9 C4 0.2(3) . . . . ? C7 C8 C9 N1 178.06(16) . . . . ? C5 C4 C9 C8 1.4(3) . . . . ? N2 C4 C9 C8 179.07(14) . . . . ? C5 C4 C9 N1 -176.56(15) . . . . ? N2 C4 C9 N1 1.1(2) . . . . ? C10 N1 C9 C8 5.6(2) . . . . ? Fe1 N1 C9 C8 -174.22(14) . . . . ? C10 N1 C9 C4 -176.59(15) . . . . ? Fe1 N1 C9 C4 3.63(18) . . . . ? C9 N1 C10 C11 -172.94(15) . . . . ? Fe1 N1 C10 C11 6.8(2) . . . . ? N1 C10 C11 C12 4.2(3) . . . . ? N1 C10 C11 C28 -178.37(15) . . . . ? Fe1 O1 C12 C11 17.9(2) . . . . ? Fe1 O1 C12 C13 -156.55(11) . . . . ? C10 C11 C12 O1 -16.8(3) . . . . ? C28 C11 C12 O1 165.98(15) . . . . ? C10 C11 C12 C13 157.03(16) . . . . ? C28 C11 C12 C13 -20.2(2) . . . . ? O1 C12 C13 C14 116.10(18) . . . . ? C11 C12 C13 C14 -58.3(2) . . . . ? O1 C12 C13 C18 -54.4(2) . . . . ? C11 C12 C13 C18 131.21(18) . . . . ? C18 C13 C14 C15 -0.3(3) . . . . ? C12 C13 C14 C15 -170.89(18) . . . . ? C13 C14 C15 C16 -1.3(3) . . . . ? C14 C15 C16 C17 0.8(4) . . . . ? C15 C16 C17 C18 1.3(4) . . . . ? C16 C17 C18 C13 -2.8(4) . . . . ? C14 C13 C18 C17 2.3(3) . . . . ? C12 C13 C18 C17 172.95(19) . . . . ? O2 C1 C19 C20 41.8(2) . . . . ? C2 C1 C19 C20 -145.27(17) . . . . ? O2 C1 C19 C24 -129.74(18) . . . . ? C2 C1 C19 C24 43.2(2) . . . . ? C24 C19 C20 C21 -0.3(3) . . . . ? C1 C19 C20 C21 -171.98(17) . . . . ? C19 C20 C21 C22 0.7(3) . . . . ? C20 C21 C22 C23 -0.7(3) . . . . ? C21 C22 C23 C24 0.3(3) . . . . ? C22 C23 C24 C19 0.1(3) . . . . ? C20 C19 C24 C23 -0.1(3) . . . . ? C1 C19 C24 C23 171.53(18) . . . . ? C26 O4 C25 O3 6.7(3) . . . . ? C26 O4 C25 C2 -176.81(16) . . . . ? C1 C2 C25 O3 -163.15(16) . . . . ? C3 C2 C25 O3 14.0(3) . . . . ? C1 C2 C25 O4 20.5(2) . . . . ? C3 C2 C25 O4 -162.36(14) . . . . ? C25 O4 C26 C27 171.27(19) . . . . ? C29 O6 C28 O5 -6.2(2) . . . . ? C29 O6 C28 C11 177.39(15) . . . . ? C12 C11 C28 O5 164.05(16) . . . . ? C10 C11 C28 O5 -13.4(3) . . . . ? C12 C11 C28 O6 -19.7(2) . . . . ? C10 C11 C28 O6 162.82(14) . . . . ? C28 O6 C29 C30 -175.87(17) . . . . ? C33 N3 C32 C31 1.1(3) . . . . ? Fe1 N3 C32 C31 178.76(14) . . . . ? C35 C31 C32 N3 -0.2(3) . . . . ? C32 N3 C33 C34 -1.1(3) . . . . ? Fe1 N3 C33 C34 -178.67(14) . . . . ? N3 C33 C34 C35 0.1(3) . . . . ? C32 C31 C35 C34 -0.9(3) . . . . ? C32 C31 C35 C36 174.84(16) . . . . ? C33 C34 C35 C31 0.9(3) . . . . ? C33 C34 C35 C36 -174.78(17) . . . . ? C31 C35 C36 C37 -88.6(2) . . . . ? C34 C35 C36 C37 86.9(2) . . . . ? C35 C36 C37 C38 177.43(16) . . . . ? C36 C37 C38 C39 177.81(15) . . . . ? C37 C38 C39 C43 -92.8(2) . . . . ? C37 C38 C39 C40 82.8(2) . . . . ? C43 C39 C40 C41 0.1(2) . . . . ? C38 C39 C40 C41 -175.71(15) . . . . ? C42 N4 C41 C40 0.6(2) . . . . ? Fe1 N4 C41 C40 175.30(13) 8_565 . . . ? C39 C40 C41 N4 -0.5(3) . . . . ? C41 N4 C42 C43 -0.5(2) . . . . ? Fe1 N4 C42 C43 -175.08(13) 8_565 . . . ? N4 C42 C43 C39 0.2(3) . . . . ? C40 C39 C43 C42 0.0(2) . . . . ? C38 C39 C43 C42 175.86(15) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? #?# use this item for nonbonding or very weakly bonding contacts, e.g.: #?# Sb1 N13 3.906(13) . . ? #?# Mn Mn 3.253(2) . 2 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag ? ? ? ? ? ? ? ? ? O7 H7 O6 0.84 2.12 2.953(4) 172 . y #:---------------------------------------------------------------------------- #:--------------------------ARCHIVING AND CHECKING---------------------------- #:---------------------------------------------------------------------------- _audit_block_code Fe_L5f_bppa_oo008_Bauer _audit_creation_method 'form98_non/compatible with shelxl97-2' _chemical_name_systematic ; (E,E)-[{diethyl-2,2'-[1,2-phenylenebis(iminomethylidyne)]bis[3-oxo-3-phenyl- propanato](2-)-N,N',O^3^,O^3^'}(1,3-bis(4-pyridyl) propane)iron(II) ; _chemical_formula_moiety 'C43 H40 Fe N4 O6, 0.54(C H4 O)' _chemical_formula_sum 'C43.54 H42.17 Fe N4 O6.54' _chemical_formula_weight 782.01 _chemical_melting_point ? #?# in K! _cell_formula_units_Z 8 _exptl_crystal_density_diffrn 1.297 #?# include sigma (s) from: s(rho)=s(V)/V*rho _exptl_crystal_F_000 3278 data_ex179 _database_code_depnum_ccdc_archive 'CCDC 794657' _publ_section_abstract ? _publ_section_comment ? _audit_update_record 24-Sep-10 _chemical_name_common ; (2,2')-(1,2-phenylenebis(iminomethylidyne)bis(1-phenylbutane- 1,3-dione) (2-)-N,N',O$3!,O$3!')(bis(1H-imidazol-1-yl) methane)iron(ii) ; _chemical_compound_source ; A mixture of 0.12 g [FeL1(MeOH)~2~] (0.21 mmol) and 0.25 g bis(1H-imidazol-1-yl)methane (1.66 mmol) in 10 mL methanol was heated at reflux for 1 h. After cooling, the dark brown precipitate was filtered off, washed with 3 mL methanol and dried in vacuum. Single crystals of (I) were slowly formed by diffusion techniques in methanol solution after several weeks. ; _exptl_crystal_description palett #?# e.g.: needle, platelet; prismatic _exptl_crystal_colour orange #white, black, blue, violet, red, pink, yellow, gold, silver #bronze, grey, orange, green, colourless, brown, purple _exptl_crystal_size_max 0.26 #?# in millimeters _exptl_crystal_size_mid 0.11 #?# in millimeters _exptl_crystal_size_min 0.05 #?# in millimeters _exptl_crystal_density_method 'not measured' _exptl_crystal_density_meas ? _exptl_special_details ? #:---------------------------------------------------------------------------- #:---------------------------DATA COLLECTION---------------------------------- #:---------------------------------------------------------------------------- _audit_author_name 'Weber, B.' _audit_creation_date ; 'Sat Apr 25 21:03:38 2009' ; _diffrn_ambient_temperature 250(2) _diffrn_source_type 'Spellman generator' _diffrn_source_power 2.01 _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation '0.5 mm collimator' _diffrn_measurement_device 'CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Oxford XCalibur' _diffrn_measurement_method '\w scans' _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -50.00 53.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -17.4513 37.0000 -180.0000 103 #__ type_ start__ end____ width___ exp.time_ 2 omega -10.00 90.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.6076 77.0000 30.0000 100 #__ type_ start__ end____ width___ exp.time_ 3 omega -11.00 81.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.6076 77.0000 150.0000 92 #__ type_ start__ end____ width___ exp.time_ 4 omega -55.00 46.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.6076 -77.0000 -60.0000 101 #__ type_ start__ end____ width___ exp.time_ 5 omega -51.00 51.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.6076 -77.0000 30.0000 102 #__ type_ start__ end____ width___ exp.time_ 6 omega -11.00 88.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.6076 77.0000 -90.0000 99 #__ type_ start__ end____ width___ exp.time_ 7 omega -4.00 77.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.6076 -124.0000 -99.0000 81 ; _diffrn_detector_area_resol_mean 15.9809 _diffrn_special_details ? _diffrn_orient_matrix_type ? _diffrn_orient_matrix_UB_11 -0.0272666731 _diffrn_orient_matrix_UB_12 -0.0477583882 _diffrn_orient_matrix_UB_13 0.0261236481 _diffrn_orient_matrix_UB_21 0.0708943816 _diffrn_orient_matrix_UB_22 -0.0518915340 _diffrn_orient_matrix_UB_23 0.0058225429 _diffrn_orient_matrix_UB_31 0.0034727833 _diffrn_orient_matrix_UB_32 0.0213410900 _diffrn_orient_matrix_UB_33 0.0380614622 loop_ _reflns_scale_group_code _reflns_scale_meas_F ? ? _cell_length_a 10.3530(16) _cell_length_b 10.928(2) _cell_length_c 15.794(4) _cell_angle_alpha 75.074(19) _cell_angle_beta 81.233(17) _cell_angle_gamma 64.423(18) _cell_volume 1555.7(5) _cell_measurement_temperature 250(2) #?# in K _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.7592 _cell_measurement_theta_max 27.5447 _cell_special_details ? #?# supposed (pseudo-)symmetries,subcells,deviation from standard setting loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist ? ? ? ? #?# same style as for the absorption correction routine, e.g.: #?# -1 0 -1 .0424 #:---------------------------------------------------------------------------- #:---------------------------ABSORPTION CORRECTION---------------------------- #:---------------------------------------------------------------------------- _exptl_absorpt_coefficient_mu 0.535 _exptl_absorpt_correction_type none #numerical (using crystal faces), refdelf (using DIFABS) _exptl_absorpt_correction_T_min . _exptl_absorpt_correction_T_max . _exptl_absorpt_process_details ? #?# 'XRed, rev. 1.09, Stoe (Darmstadt, Germany)' #:---------------------------------------------------------------------------- #:------------------------REFLECTION DATA ANALYSIS---------------------------- #:---------------------------------------------------------------------------- _diffrn_reflns_number 17523 #xl _diffrn_reflns_av_R_equivalents 0.0634 #xl _diffrn_reflns_av_sigmaI/netI 0.0976 #xl _diffrn_reflns_limit_h_min -12 #xl _diffrn_reflns_limit_h_max 12 #xl _diffrn_reflns_limit_k_min -13 #xl _diffrn_reflns_limit_k_max 13 #xl _diffrn_reflns_limit_l_min -19 #xl _diffrn_reflns_limit_l_max 19 #xl _diffrn_reflns_theta_min 3.76 #xl _diffrn_reflns_theta_max 25.35 #xl _diffrn_measured_fraction_theta_max 0.987 #xl _diffrn_reflns_theta_full 25.35 #xl _diffrn_measured_fraction_theta_full 0.987 #xl #:---------------------------------------------------------------------------- #:---------------------STRUCTURE SOLUTION AND REFINEMENT---------------------- #:---------------------------------------------------------------------------- _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _reflns_number_total 5624 #xl _reflns_number_gt 3350 #xl _reflns_threshold_expression >2sigma(I) #xl _reflns_special_details ? #?# "A description of reflection data not covered by the other data #?# names. It should include details of the Friedel pairs." _refine_ls_structure_factor_coef Fsqd #xl _refine_ls_matrix_type full #xl _refine_ls_weighting_scheme calc #xl _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0527P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' #xl _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 #xl _refine_ls_extinction_coef ? #xl _refine_ls_abs_structure_details ? #xl _refine_ls_abs_structure_Flack ? #xl _refine_ls_number_reflns 5624 #xl _refine_ls_number_parameters 417 #xl _refine_ls_number_restraints 0 #xl _refine_ls_R_factor_all 0.0946 #xl _refine_ls_R_factor_gt 0.0484 #xl _refine_ls_wR_factor_ref 0.1179 #xl _refine_ls_wR_factor_gt 0.1100 #xl _refine_ls_goodness_of_fit_ref 0.960 #xl _refine_ls_restrained_S_all 0.960 #xl _refine_ls_shift/su_max 0.000 #xl _refine_ls_shift/su_mean 0.000 #xl _refine_diff_density_max 0.254 #xl _refine_diff_density_min -0.239 #xl _refine_diff_density_rms 0.053 #xl _refine_special_details ; Anisotrop refinement of all none-hydrogen atoms. Details of H atom refinement: riding with U(H)=1.2*U~iso~(C) for CH2 and CH, 1.5*U~iso~(C) for CH3. C-bonded H: constr. ; #:---------------------------------------------------------------------------- #:-----------------------------REFERENCES------------------------------------- #:---------------------------------------------------------------------------- _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_structure_solution ; A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A. Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new tool for crystal structure determination and refinement; J. Appl. Crystallogr. 1999, 32, 115-119. ; _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick. University of G\"ottingen, 97-2 version)' _computing_molecular_graphics ; ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid Plot Program for Crystal Structure Illustrations, Oak Ridge National Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ. Glasgow) used --- SCHAKAL (E. Keller, University of Freiburg (Breisgau), Germany, 1995). ; _computing_publication_material ; PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version). #-- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses). ; #:---------------------------------------------------------------------------- #:---------------------TABLES AND GEOMETRICAL DATA---------------------------- #:---------------------------------------------------------------------------- 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 0.59152(5) 0.32651(5) 0.33493(3) 0.03422(17) Uani 1 1 d . . . O1 O 0.7508(3) 0.2574(2) 0.41863(16) 0.0441(6) Uani 1 1 d . . . O2 O 0.3997(2) 0.3809(2) 0.40292(15) 0.0405(6) Uani 1 1 d . . . O3 O 1.1708(3) 0.2162(3) 0.3583(2) 0.0818(11) Uani 1 1 d . . . O4 O 0.0471(3) 0.7385(3) 0.3148(2) 0.0732(9) Uani 1 1 d . . . N1 N 0.7525(3) 0.2801(3) 0.23587(19) 0.0341(7) Uani 1 1 d . . . N2 N 0.4702(3) 0.3947(3) 0.22385(18) 0.0316(7) Uani 1 1 d . . . N3 N 0.6086(3) 0.1116(3) 0.36564(19) 0.0373(7) Uani 1 1 d . . . N4 N 0.5615(3) -0.0730(3) 0.3919(2) 0.0421(8) Uani 1 1 d . . . N5 N 0.5332(3) -0.2617(3) 0.3596(2) 0.0390(8) Uani 1 1 d . . . N6 N 0.5761(3) -0.4608(3) 0.3254(2) 0.0387(7) Uani 1 1 d . . . C1 C 0.8846(4) 0.2240(4) 0.4069(3) 0.0436(10) Uani 1 1 d . . . C2 C 0.9560(4) 0.2179(4) 0.3231(3) 0.0410(9) Uani 1 1 d . . . C3 C 0.8887(4) 0.2419(3) 0.2454(3) 0.0403(9) Uani 1 1 d . . . H3 H 0.9489 0.2287 0.1946 0.048 Uiso 1 1 calc R . . C4 C 0.7022(4) 0.2900(3) 0.1551(2) 0.0348(8) Uani 1 1 d . . . C5 C 0.7879(4) 0.2381(4) 0.0848(3) 0.0489(10) Uani 1 1 d . . . H5 H 0.8881 0.1956 0.0885 0.059 Uiso 1 1 calc R . . C6 C 0.7282(4) 0.2480(4) 0.0097(3) 0.0500(10) Uani 1 1 d . . . H6 H 0.7880 0.2137 -0.0376 0.060 Uiso 1 1 calc R . . C7 C 0.5827(4) 0.3074(4) 0.0034(3) 0.0469(10) Uani 1 1 d . . . H7 H 0.5431 0.3142 -0.0482 0.056 Uiso 1 1 calc R . . C8 C 0.4940(4) 0.3573(3) 0.0724(2) 0.0413(9) Uani 1 1 d . . . H8 H 0.3941 0.3957 0.0680 0.050 Uiso 1 1 calc R . . C9 C 0.5512(3) 0.3515(3) 0.1487(2) 0.0318(8) Uani 1 1 d . . . C10 C 0.3360(4) 0.4874(3) 0.2187(2) 0.0368(9) Uani 1 1 d . . . H10 H 0.3002 0.5279 0.1622 0.044 Uiso 1 1 calc R . . C11 C 0.2409(4) 0.5319(4) 0.2897(3) 0.0390(9) Uani 1 1 d . . . C12 C 0.2764(4) 0.4682(4) 0.3781(3) 0.0395(9) Uani 1 1 d . . . C13 C 0.9652(4) 0.1802(5) 0.4878(3) 0.0684(13) Uani 1 1 d . . . H13A H 0.9907 0.2537 0.4926 0.103 Uiso 1 1 calc R . . H13B H 1.0516 0.0966 0.4848 0.103 Uiso 1 1 calc R . . H13C H 0.9056 0.1618 0.5388 0.103 Uiso 1 1 calc R . . C21 C 0.1623(5) 0.4884(4) 0.4520(3) 0.0761(14) Uani 1 1 d . . . H21A H 0.1593 0.3997 0.4808 0.114 Uiso 1 1 calc R . . H21B H 0.0697 0.5522 0.4285 0.114 Uiso 1 1 calc R . . H21C H 0.1847 0.5263 0.4942 0.114 Uiso 1 1 calc R . . C14 C 1.1109(4) 0.1841(4) 0.3128(3) 0.0558(11) Uani 1 1 d . . . C15 C 1.1994(4) 0.1083(4) 0.2429(3) 0.0446(10) Uani 1 1 d . . . C16 C 1.3077(4) 0.1430(4) 0.1962(3) 0.0518(11) Uani 1 1 d . . . H16 H 1.3206 0.2182 0.2060 0.062 Uiso 1 1 calc R . . C17 C 1.3966(4) 0.0698(4) 0.1358(3) 0.0601(12) Uani 1 1 d . . . H17 H 1.4661 0.0981 0.1024 0.072 Uiso 1 1 calc R . . C18 C 1.3837(5) -0.0447(5) 0.1242(3) 0.0676(13) Uani 1 1 d . . . H18 H 1.4455 -0.0960 0.0837 0.081 Uiso 1 1 calc R . . C19 C 1.2803(5) -0.0840(4) 0.1721(3) 0.0678(13) Uani 1 1 d . . . H19 H 1.2733 -0.1637 0.1651 0.081 Uiso 1 1 calc R . . C20 C 1.1868(4) -0.0082(4) 0.2301(3) 0.0539(11) Uani 1 1 d . . . H20 H 1.1146 -0.0345 0.2612 0.065 Uiso 1 1 calc R . . C22 C 0.1028(4) 0.6515(4) 0.2693(3) 0.0458(10) Uani 1 1 d . . . C23 C 0.0254(4) 0.6699(4) 0.1912(3) 0.0489(10) Uani 1 1 d . . . C24 C 0.0243(4) 0.5591(5) 0.1649(3) 0.0597(11) Uani 1 1 d . . . H24 H 0.0800 0.4680 0.1940 0.072 Uiso 1 1 calc R . . C25 C -0.0563(5) 0.5794(6) 0.0973(3) 0.0775(14) Uani 1 1 d . . . H25 H -0.0567 0.5028 0.0809 0.093 Uiso 1 1 calc R . . C26 C -0.1369(5) 0.7125(7) 0.0534(3) 0.0879(16) Uani 1 1 d . . . H26 H -0.1914 0.7270 0.0064 0.105 Uiso 1 1 calc R . . C27 C -0.1372(5) 0.8246(6) 0.0789(4) 0.0889(16) Uani 1 1 d . . . H27 H -0.1913 0.9154 0.0488 0.107 Uiso 1 1 calc R . . C28 C -0.0590(4) 0.8040(5) 0.1479(3) 0.0672(13) Uani 1 1 d . . . H28 H -0.0624 0.8808 0.1661 0.081 Uiso 1 1 calc R . . C29 C 0.5081(4) 0.0674(3) 0.3764(2) 0.0376(9) Uani 1 1 d . . . H29 H 0.4098 0.1259 0.3737 0.045 Uiso 1 1 calc R . . C30 C 0.7337(4) -0.0060(4) 0.3727(3) 0.0584(12) Uani 1 1 d . . . H30 H 0.8257 -0.0066 0.3668 0.070 Uiso 1 1 calc R . . C31 C 0.7080(4) -0.1202(4) 0.3893(3) 0.0647(13) Uani 1 1 d . . . H31 H 0.7758 -0.2130 0.3974 0.078 Uiso 1 1 calc R . . C32 C 0.4755(4) -0.1525(4) 0.4094(3) 0.0500(10) Uani 1 1 d . . . H32A H 0.3767 -0.0907 0.3933 0.060 Uiso 1 1 calc R . . H32B H 0.4740 -0.1941 0.4722 0.060 Uiso 1 1 calc R . . C33 C 0.5158(4) -0.3806(4) 0.3837(3) 0.0479(10) Uani 1 1 d . . . H33 H 0.4667 -0.4047 0.4358 0.057 Uiso 1 1 calc R . . C35 C 0.6330(4) -0.3875(4) 0.2619(3) 0.0599(12) Uani 1 1 d . . . H35 H 0.6830 -0.4173 0.2110 0.072 Uiso 1 1 calc R . . C34 C 0.6091(4) -0.2659(4) 0.2806(3) 0.0604(12) Uani 1 1 d . . . H34 H 0.6386 -0.1975 0.2463 0.072 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0350(3) 0.0328(3) 0.0377(3) -0.0101(3) 0.0026(2) -0.0164(2) O1 0.0489(16) 0.0470(15) 0.0433(16) -0.0123(13) -0.0021(13) -0.0245(13) O2 0.0414(15) 0.0392(14) 0.0380(16) -0.0084(13) 0.0062(12) -0.0163(13) O3 0.0486(18) 0.108(3) 0.118(3) -0.070(2) -0.0041(18) -0.0334(18) O4 0.0605(19) 0.0573(19) 0.078(2) -0.0348(18) 0.0011(17) 0.0078(15) N1 0.0296(16) 0.0341(17) 0.0400(19) -0.0096(15) -0.0018(14) -0.0133(14) N2 0.0298(16) 0.0271(15) 0.0393(19) -0.0092(14) 0.0019(14) -0.0130(13) N3 0.0318(16) 0.0280(16) 0.054(2) -0.0065(15) -0.0048(15) -0.0146(14) N4 0.0437(19) 0.0274(16) 0.057(2) -0.0066(16) -0.0044(16) -0.0175(15) N5 0.0459(18) 0.0305(17) 0.046(2) -0.0083(16) 0.0015(16) -0.0222(15) N6 0.0444(18) 0.0306(16) 0.045(2) -0.0061(16) -0.0005(16) -0.0209(15) C1 0.045(2) 0.036(2) 0.057(3) -0.015(2) -0.010(2) -0.0177(19) C2 0.034(2) 0.039(2) 0.054(3) -0.016(2) -0.0051(19) -0.0144(18) C3 0.035(2) 0.036(2) 0.052(3) -0.015(2) 0.0071(19) -0.0160(18) C4 0.038(2) 0.0293(19) 0.038(2) -0.0104(18) 0.0067(18) -0.0160(17) C5 0.036(2) 0.061(3) 0.046(3) -0.019(2) 0.006(2) -0.014(2) C6 0.051(3) 0.054(3) 0.040(3) -0.020(2) 0.011(2) -0.015(2) C7 0.061(3) 0.045(2) 0.037(2) -0.014(2) 0.001(2) -0.022(2) C8 0.044(2) 0.036(2) 0.044(3) -0.008(2) -0.0033(19) -0.0158(18) C9 0.036(2) 0.0265(18) 0.032(2) -0.0050(17) 0.0016(17) -0.0146(16) C10 0.039(2) 0.032(2) 0.039(2) -0.0083(18) 0.0016(18) -0.0157(18) C11 0.033(2) 0.035(2) 0.047(3) -0.015(2) 0.0068(19) -0.0122(18) C12 0.040(2) 0.031(2) 0.047(3) -0.012(2) 0.009(2) -0.0151(19) C13 0.067(3) 0.080(3) 0.067(3) -0.022(3) -0.020(2) -0.030(3) C21 0.067(3) 0.070(3) 0.060(3) -0.010(3) 0.027(3) -0.011(3) C14 0.046(2) 0.049(2) 0.078(3) -0.022(2) -0.010(2) -0.017(2) C15 0.037(2) 0.038(2) 0.059(3) -0.014(2) -0.013(2) -0.0106(18) C16 0.049(2) 0.044(2) 0.063(3) -0.009(2) -0.013(2) -0.019(2) C17 0.061(3) 0.063(3) 0.058(3) -0.014(3) 0.006(2) -0.029(2) C18 0.064(3) 0.073(3) 0.069(3) -0.038(3) 0.009(3) -0.023(3) C19 0.073(3) 0.059(3) 0.085(4) -0.034(3) -0.004(3) -0.029(3) C20 0.042(2) 0.049(2) 0.076(3) -0.026(2) -0.001(2) -0.017(2) C22 0.034(2) 0.044(2) 0.051(3) -0.013(2) 0.007(2) -0.0087(19) C23 0.029(2) 0.048(2) 0.053(3) -0.006(2) 0.004(2) -0.005(2) C24 0.050(3) 0.068(3) 0.053(3) -0.009(3) -0.003(2) -0.019(2) C25 0.066(3) 0.100(4) 0.066(4) -0.024(3) -0.003(3) -0.031(3) C26 0.058(3) 0.122(5) 0.059(4) -0.005(4) -0.015(3) -0.019(4) C27 0.062(3) 0.083(4) 0.079(4) 0.011(3) -0.010(3) -0.004(3) C28 0.044(3) 0.066(3) 0.066(3) -0.001(3) -0.002(2) -0.008(2) C29 0.036(2) 0.030(2) 0.046(2) -0.0140(19) -0.0024(18) -0.0087(17) C30 0.035(2) 0.034(2) 0.104(4) -0.011(2) -0.020(2) -0.0094(19) C31 0.046(3) 0.038(2) 0.107(4) -0.010(3) -0.026(3) -0.009(2) C32 0.056(2) 0.045(2) 0.058(3) -0.015(2) 0.006(2) -0.029(2) C33 0.061(3) 0.045(2) 0.046(3) -0.009(2) 0.005(2) -0.033(2) C35 0.085(3) 0.049(3) 0.054(3) -0.023(2) 0.020(2) -0.037(2) C34 0.082(3) 0.047(3) 0.058(3) -0.008(2) 0.018(3) -0.040(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N2 2.098(3) . ? Fe1 O1 2.028(3) . ? Fe1 N1 2.090(3) . ? Fe1 O2 2.027(2) . ? Fe1 N3 2.205(3) . ? Fe1 N6 2.226(3) 1_565 ? O1 C1 1.268(4) . ? O2 C12 1.266(4) . ? O3 C14 1.215(4) . ? O4 C22 1.227(4) . ? N1 C3 1.307(4) . ? N1 C4 1.411(4) . ? N2 C10 1.319(4) . ? N2 C9 1.407(4) . ? N3 C29 1.297(4) . ? N3 C30 1.369(4) . ? N4 C31 1.372(4) . ? N4 C29 1.354(4) . ? N4 C32 1.447(4) . ? N5 C33 1.338(4) . ? N5 C34 1.370(4) . ? N5 C32 1.458(4) . ? N6 C33 1.332(4) . ? N6 C35 1.345(4) . ? N6 Fe1 2.226(3) 1_545 ? C1 C2 1.417(5) . ? C1 C13 1.491(5) . ? C2 C3 1.413(5) . ? C2 C14 1.475(5) . ? C3 H3 0.9400 . ? C4 C9 1.419(4) . ? C4 C5 1.390(4) . ? C5 C6 1.378(5) . ? C5 H5 0.9400 . ? C6 C7 1.367(5) . ? C6 H6 0.9400 . ? C7 C8 1.376(5) . ? C7 H7 0.9400 . ? C8 C9 1.398(5) . ? C8 H8 0.9400 . ? C10 C11 1.412(4) . ? C10 H10 0.9400 . ? C11 C12 1.415(5) . ? C11 C22 1.472(5) . ? C12 C21 1.516(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? C14 C15 1.500(5) . ? C15 C16 1.384(5) . ? C15 C20 1.401(4) . ? C16 C17 1.374(5) . ? C16 H16 0.9400 . ? C17 C18 1.374(5) . ? C17 H17 0.9400 . ? C18 C19 1.373(5) . ? C18 H18 0.9400 . ? C19 C20 1.376(5) . ? C19 H19 0.9400 . ? C20 H20 0.9400 . ? C22 C23 1.496(5) . ? C23 C28 1.392(5) . ? C23 C24 1.382(5) . ? C24 C25 1.369(6) . ? C24 H24 0.9400 . ? C25 C26 1.379(7) . ? C25 H25 0.9400 . ? C26 C27 1.384(7) . ? C26 H26 0.9400 . ? C27 C28 1.370(6) . ? C27 H27 0.9400 . ? C28 H28 0.9400 . ? C29 H29 0.9400 . ? C30 C31 1.340(5) . ? C30 H30 0.9400 . ? C31 H31 0.9400 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C33 H33 0.9400 . ? C35 C34 1.345(5) . ? C35 H35 0.9400 . ? C34 H34 0.9400 . ? 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 O1 165.18(10) . . ? N2 Fe1 N1 78.60(11) . . ? O1 Fe1 N1 86.85(10) . . ? N2 Fe1 O2 85.21(10) . . ? O1 Fe1 O2 109.46(10) . . ? N1 Fe1 O2 163.53(10) . . ? N2 Fe1 N3 95.93(10) . . ? O1 Fe1 N3 86.92(10) . . ? N1 Fe1 N3 90.47(10) . . ? O2 Fe1 N3 88.24(10) . . ? N2 Fe1 N6 91.51(10) . 1_565 ? O1 Fe1 N6 86.95(10) . 1_565 ? N1 Fe1 N6 95.16(10) . 1_565 ? O2 Fe1 N6 88.17(10) . 1_565 ? N3 Fe1 N6 171.44(11) . 1_565 ? C1 O1 Fe1 132.8(3) . . ? C12 O2 Fe1 130.0(2) . . ? C3 N1 C4 121.2(3) . . ? C3 N1 Fe1 125.0(3) . . ? C4 N1 Fe1 113.7(2) . . ? C10 N2 C9 121.0(3) . . ? C10 N2 Fe1 124.3(2) . . ? C9 N2 Fe1 113.8(2) . . ? C29 N3 C30 104.8(3) . . ? C29 N3 Fe1 129.4(2) . . ? C30 N3 Fe1 125.7(2) . . ? C31 N4 C29 106.6(3) . . ? C31 N4 C32 128.7(3) . . ? C29 N4 C32 124.7(3) . . ? C33 N5 C34 105.9(3) . . ? C33 N5 C32 124.5(3) . . ? C34 N5 C32 129.6(3) . . ? C33 N6 C35 104.2(3) . . ? C33 N6 Fe1 127.9(2) . 1_545 ? C35 N6 Fe1 127.8(2) . 1_545 ? O1 C1 C2 122.5(3) . . ? O1 C1 C13 115.9(4) . . ? C2 C1 C13 121.5(3) . . ? C3 C2 C14 115.6(3) . . ? C3 C2 C1 124.3(3) . . ? C14 C2 C1 120.1(4) . . ? N1 C3 C2 127.7(3) . . ? N1 C3 H3 116.2 . . ? C2 C3 H3 116.2 . . ? C9 C4 N1 116.1(3) . . ? C9 C4 C5 118.5(3) . . ? N1 C4 C5 125.3(3) . . ? C6 C5 C4 121.0(4) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C7 C6 C5 120.5(4) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C8 120.3(4) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C9 C8 C7 120.6(3) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C4 C9 C8 119.0(3) . . ? C4 C9 N2 115.8(3) . . ? C8 C9 N2 125.0(3) . . ? N2 C10 C11 126.3(4) . . ? N2 C10 H10 116.8 . . ? C11 C10 H10 116.8 . . ? C12 C11 C22 120.0(3) . . ? C12 C11 C10 122.2(3) . . ? C22 C11 C10 117.7(4) . . ? O2 C12 C11 124.9(3) . . ? O2 C12 C21 113.4(4) . . ? C11 C12 C21 121.4(3) . . ? C1 C13 H13A 109.5 . . ? C1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C21 H21A 109.5 . . ? C12 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C12 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O3 C14 C2 122.8(4) . . ? O3 C14 C15 117.9(3) . . ? C2 C14 C15 119.3(3) . . ? C16 C15 C20 118.2(3) . . ? C16 C15 C14 119.9(3) . . ? C20 C15 C14 121.5(3) . . ? C15 C16 C17 121.3(4) . . ? C15 C16 H16 119.3 . . ? C17 C16 H16 119.3 . . ? C16 C17 C18 119.9(4) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C19 C18 C17 119.7(4) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C20 C19 C18 120.9(4) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C19 C20 C15 119.9(4) . . ? C19 C20 H20 120.1 . . ? C15 C20 H20 120.1 . . ? O4 C22 C11 122.0(4) . . ? O4 C22 C23 117.9(3) . . ? C11 C22 C23 120.1(3) . . ? C28 C23 C24 118.5(4) . . ? C28 C23 C22 118.7(4) . . ? C24 C23 C22 122.5(4) . . ? C25 C24 C23 121.3(4) . . ? C25 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? C24 C25 C26 119.9(5) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? C25 C26 C27 119.6(5) . . ? C25 C26 H26 120.2 . . ? C27 C26 H26 120.2 . . ? C28 C27 C26 120.4(5) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C27 C28 C23 120.3(5) . . ? C27 C28 H28 119.9 . . ? C23 C28 H28 119.9 . . ? N3 C29 N4 112.0(3) . . ? N3 C29 H29 124.0 . . ? N4 C29 H29 124.0 . . ? C31 C30 N3 111.2(3) . . ? C31 C30 H30 124.4 . . ? N3 C30 H30 124.4 . . ? N4 C31 C30 105.4(3) . . ? N4 C31 H31 127.3 . . ? C30 C31 H31 127.3 . . ? N4 C32 N5 110.7(3) . . ? N4 C32 H32A 109.5 . . ? N5 C32 H32A 109.5 . . ? N4 C32 H32B 109.5 . . ? N5 C32 H32B 109.5 . . ? H32A C32 H32B 108.1 . . ? N5 C33 N6 112.4(3) . . ? N5 C33 H33 123.8 . . ? N6 C33 H33 123.8 . . ? C34 C35 N6 111.3(3) . . ? C34 C35 H35 124.3 . . ? N6 C35 H35 124.3 . . ? C35 C34 N5 106.3(3) . . ? C35 C34 H34 126.9 . . ? N5 C34 H34 126.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Fe1 O1 C1 -1.5(5) . . . . ? N1 Fe1 O1 C1 9.4(3) . . . . ? O2 Fe1 O1 C1 -172.9(3) . . . . ? N3 Fe1 O1 C1 100.1(3) . . . . ? N6 Fe1 O1 C1 -85.9(3) 1_565 . . . ? N2 Fe1 O2 C12 -24.6(3) . . . . ? O1 Fe1 O2 C12 153.2(3) . . . . ? N1 Fe1 O2 C12 -35.0(5) . . . . ? N3 Fe1 O2 C12 -120.7(3) . . . . ? N6 Fe1 O2 C12 67.1(3) 1_565 . . . ? N2 Fe1 N1 C3 169.7(3) . . . . ? O1 Fe1 N1 C3 -7.4(3) . . . . ? O2 Fe1 N1 C3 -179.7(3) . . . . ? N3 Fe1 N1 C3 -94.3(3) . . . . ? N6 Fe1 N1 C3 79.2(3) 1_565 . . . ? N2 Fe1 N1 C4 -11.9(2) . . . . ? O1 Fe1 N1 C4 171.0(2) . . . . ? O2 Fe1 N1 C4 -1.3(5) . . . . ? N3 Fe1 N1 C4 84.1(2) . . . . ? N6 Fe1 N1 C4 -102.4(2) 1_565 . . . ? O1 Fe1 N2 C10 -146.4(3) . . . . ? N1 Fe1 N2 C10 -157.6(2) . . . . ? O2 Fe1 N2 C10 25.4(2) . . . . ? N3 Fe1 N2 C10 113.2(2) . . . . ? N6 Fe1 N2 C10 -62.6(2) 1_565 . . . ? O1 Fe1 N2 C9 23.0(5) . . . . ? N1 Fe1 N2 C9 11.82(19) . . . . ? O2 Fe1 N2 C9 -165.2(2) . . . . ? N3 Fe1 N2 C9 -77.5(2) . . . . ? N6 Fe1 N2 C9 106.8(2) 1_565 . . . ? N2 Fe1 N3 C29 -53.2(3) . . . . ? O1 Fe1 N3 C29 141.4(3) . . . . ? N1 Fe1 N3 C29 -131.8(3) . . . . ? O2 Fe1 N3 C29 31.8(3) . . . . ? N2 Fe1 N3 C30 122.9(3) . . . . ? O1 Fe1 N3 C30 -42.5(3) . . . . ? N1 Fe1 N3 C30 44.3(3) . . . . ? O2 Fe1 N3 C30 -152.1(3) . . . . ? Fe1 O1 C1 C2 -6.0(5) . . . . ? Fe1 O1 C1 C13 178.8(2) . . . . ? O1 C1 C2 C3 -2.8(5) . . . . ? C13 C1 C2 C3 172.1(3) . . . . ? O1 C1 C2 C14 177.4(3) . . . . ? C13 C1 C2 C14 -7.6(5) . . . . ? C4 N1 C3 C2 -175.2(3) . . . . ? Fe1 N1 C3 C2 3.1(5) . . . . ? C14 C2 C3 N1 -176.2(3) . . . . ? C1 C2 C3 N1 4.0(6) . . . . ? C3 N1 C4 C9 -171.2(3) . . . . ? Fe1 N1 C4 C9 10.3(3) . . . . ? C3 N1 C4 C5 12.5(5) . . . . ? Fe1 N1 C4 C5 -166.0(3) . . . . ? C9 C4 C5 C6 1.1(5) . . . . ? N1 C4 C5 C6 177.4(3) . . . . ? C4 C5 C6 C7 -1.1(6) . . . . ? C5 C6 C7 C8 -0.4(6) . . . . ? C6 C7 C8 C9 1.7(5) . . . . ? N1 C4 C9 C8 -176.4(3) . . . . ? C5 C4 C9 C8 0.2(5) . . . . ? N1 C4 C9 N2 -0.2(4) . . . . ? C5 C4 C9 N2 176.4(3) . . . . ? C7 C8 C9 C4 -1.6(5) . . . . ? C7 C8 C9 N2 -177.5(3) . . . . ? C10 N2 C9 C4 159.7(3) . . . . ? Fe1 N2 C9 C4 -10.0(3) . . . . ? C10 N2 C9 C8 -24.3(4) . . . . ? Fe1 N2 C9 C8 165.9(3) . . . . ? C9 N2 C10 C11 175.3(3) . . . . ? Fe1 N2 C10 C11 -16.0(4) . . . . ? N2 C10 C11 C12 -7.1(5) . . . . ? N2 C10 C11 C22 170.9(3) . . . . ? Fe1 O2 C12 C11 12.0(5) . . . . ? Fe1 O2 C12 C21 -174.3(2) . . . . ? C22 C11 C12 O2 -167.8(3) . . . . ? C10 C11 C12 O2 10.3(5) . . . . ? C22 C11 C12 C21 19.0(5) . . . . ? C10 C11 C12 C21 -163.0(3) . . . . ? C3 C2 C14 O3 148.4(4) . . . . ? C1 C2 C14 O3 -31.8(6) . . . . ? C3 C2 C14 C15 -30.8(5) . . . . ? C1 C2 C14 C15 148.9(4) . . . . ? O3 C14 C15 C16 -37.7(6) . . . . ? C2 C14 C15 C16 141.6(4) . . . . ? O3 C14 C15 C20 134.8(4) . . . . ? C2 C14 C15 C20 -45.9(6) . . . . ? C20 C15 C16 C17 3.0(6) . . . . ? C14 C15 C16 C17 175.7(4) . . . . ? C15 C16 C17 C18 -3.4(6) . . . . ? C16 C17 C18 C19 1.1(7) . . . . ? C17 C18 C19 C20 1.6(7) . . . . ? C18 C19 C20 C15 -2.0(7) . . . . ? C16 C15 C20 C19 -0.3(6) . . . . ? C14 C15 C20 C19 -172.9(4) . . . . ? C12 C11 C22 O4 34.9(5) . . . . ? C10 C11 C22 O4 -143.2(4) . . . . ? C12 C11 C22 C23 -145.0(3) . . . . ? C10 C11 C22 C23 36.9(5) . . . . ? O4 C22 C23 C28 31.1(5) . . . . ? C11 C22 C23 C28 -149.1(3) . . . . ? O4 C22 C23 C24 -143.1(4) . . . . ? C11 C22 C23 C24 36.8(5) . . . . ? C28 C23 C24 C25 0.7(6) . . . . ? C22 C23 C24 C25 174.9(4) . . . . ? C23 C24 C25 C26 0.8(7) . . . . ? C24 C25 C26 C27 -0.9(7) . . . . ? C25 C26 C27 C28 -0.6(7) . . . . ? C26 C27 C28 C23 2.2(7) . . . . ? C24 C23 C28 C27 -2.3(6) . . . . ? C22 C23 C28 C27 -176.6(4) . . . . ? C30 N3 C29 N4 1.3(4) . . . . ? Fe1 N3 C29 N4 178.0(2) . . . . ? C31 N4 C29 N3 -1.0(4) . . . . ? C32 N4 C29 N3 177.8(3) . . . . ? C29 N3 C30 C31 -1.2(5) . . . . ? Fe1 N3 C30 C31 -178.0(3) . . . . ? C29 N4 C31 C30 0.2(5) . . . . ? C32 N4 C31 C30 -178.5(4) . . . . ? N3 C30 C31 N4 0.6(5) . . . . ? C31 N4 C32 N5 -46.0(5) . . . . ? C29 N4 C32 N5 135.5(3) . . . . ? C33 N5 C32 N4 153.5(3) . . . . ? C34 N5 C32 N4 -28.9(5) . . . . ? C34 N5 C33 N6 0.2(4) . . . . ? C32 N5 C33 N6 178.3(3) . . . . ? C35 N6 C33 N5 -0.3(4) . . . . ? Fe1 N6 C33 N5 176.2(2) 1_545 . . . ? C33 N6 C35 C34 0.3(5) . . . . ? Fe1 N6 C35 C34 -176.2(3) 1_545 . . . ? N6 C35 C34 N5 -0.2(5) . . . . ? C33 N5 C34 C35 0.0(4) . . . . ? C32 N5 C34 C35 -178.0(4) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? #?# use this item for nonbonding or very weakly bonding contacts, e.g.: #?# Sb1 N13 3.906(13) . . ? #?# Mn Mn 3.253(2) . 2 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag ? ? ? ? ? ? ? ? ? #:---------------------------------------------------------------------------- #:--------------------------ARCHIVING AND CHECKING---------------------------- #:---------------------------------------------------------------------------- _audit_block_code Fe_L5e_bimm_250K_ex179_Bauer _audit_creation_method 'form98_non/compatible with shelxl97-2' _chemical_name_systematic ; [2,2']-[1,2-phenylenebis(iminomethylidyne)bis(1-phenylbutane-1,3-dione) (2-)-N,N',O^3^,O^3^'](bis(1H-imidazol-1-yl) methane)iron(II) ; _chemical_formula_moiety 'C35 H30 Fe N6 O4' _chemical_formula_sum 'C35 H30 Fe N6 O4' _chemical_formula_weight 654.496 _chemical_melting_point ? #?# in K! _cell_formula_units_Z 2 _exptl_crystal_density_diffrn 1.397 #?# include sigma (s) from: s(rho)=s(V)/V*rho _exptl_crystal_F_000 680 #=== END # Attachment 'CCDC 794658.cif' data_ex180 _database_code_depnum_ccdc_archive 'CCDC 794658' _publ_section_abstract ? _publ_section_comment ? _audit_update_record 24-Sep-10 _chemical_name_common ; (2,2')-(1,2-phenylenebis(iminomethylidyne)bis(1-phenylbutane- 1,3-dione) (2-)-N,N',O$3!,O$3!')(bis(1H-imidazol-1-yl) methane)iron(ii) ; _chemical_compound_source ; A mixture of 0.12 g [FeL1(MeOH)~2~] (0.21 mmol) and 0.25 g bis(1H-imidazol-1-yl)methane (1.66 mmol) in 10 mL methanol was heated at reflux for 1 h. After cooling, the dark brown precipitate was filtered off, washed with 3 mL methanol and dried in vacuum. Single crystals of (I) were slowly formed by diffusion techniques in methanol solution after several weeks. ; _exptl_crystal_description palett #?# e.g.: needle, platelet; prismatic _exptl_crystal_colour orange #white, black, blue, violet, red, pink, yellow, gold, silver #bronze, grey, orange, green, colourless, brown, purple _exptl_crystal_size_max 0.26 #?# in millimeters _exptl_crystal_size_mid 0.11 #?# in millimeters _exptl_crystal_size_min 0.05 #?# in millimeters _exptl_crystal_density_method 'not measured' _exptl_crystal_density_meas ? _exptl_special_details ? #?# all that happened prior to measurement (crystal embedded in mother liquor) #:---------------------------------------------------------------------------- #:---------------------------DATA COLLECTION---------------------------------- #:---------------------------------------------------------------------------- _audit_author_name 'Weber, B.' #?# X-ray operator _audit_creation_date ; 'Sun Apr 26 09:32:45 2009' ; _diffrn_ambient_temperature 180(2) #?# in K _diffrn_source_type 'Spellman generator' _diffrn_source_power 2.01 _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation '0.5 mm collimator' _diffrn_measurement_device 'CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Oxford XCalibur' _diffrn_measurement_method '\w scans' _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -48.00 53.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -17.6076 37.0000 120.0000 101 #__ type_ start__ end____ width___ exp.time_ 2 omega -51.00 48.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -17.6076 77.0000 -30.0000 99 #__ type_ start__ end____ width___ exp.time_ 3 omega -11.00 90.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.7638 77.0000 -30.0000 101 #__ type_ start__ end____ width___ exp.time_ 4 omega -11.00 90.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.7638 77.0000 90.0000 101 #__ type_ start__ end____ width___ exp.time_ 5 omega -8.00 88.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.7638 77.0000 -150.0000 96 #__ type_ start__ end____ width___ exp.time_ 6 omega -44.00 50.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.7638 -37.0000 -180.0000 94 #__ type_ start__ end____ width___ exp.time_ 7 omega -1.00 78.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.7638 -125.0000 -173.0000 79 ; _diffrn_detector_area_resol_mean 15.9809 _diffrn_special_details ? # 'no? crystal decay in terms of mean intensity per image' #?# Source instability, crystal motion, degradation, formation of ice _diffrn_orient_matrix_type ? _diffrn_orient_matrix_UB_11 -0.0271715816 _diffrn_orient_matrix_UB_12 -0.0482547392 _diffrn_orient_matrix_UB_13 0.0267945435 _diffrn_orient_matrix_UB_21 0.0711624547 _diffrn_orient_matrix_UB_22 -0.0523487042 _diffrn_orient_matrix_UB_23 0.0058534392 _diffrn_orient_matrix_UB_31 0.0035535899 _diffrn_orient_matrix_UB_32 0.0218574687 _diffrn_orient_matrix_UB_33 0.0381229096 loop_ _reflns_scale_group_code _reflns_scale_meas_F ? ? _cell_length_a 10.3326(16) _cell_length_b 10.8298(17) _cell_length_c 15.673(3) _cell_angle_alpha 74.763(14) _cell_angle_beta 80.991(14) _cell_angle_gamma 64.329(15) _cell_volume 1523.3(4) _cell_measurement_temperature 180(2) #?# in K _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.7328 _cell_measurement_theta_max 27.5454 _cell_special_details ? #?# supposed (pseudo-)symmetries,subcells,deviation from standard setting loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist ? ? ? ? #?# same style as for the absorption correction routine, e.g.: #?# -1 0 -1 .0424 #:---------------------------------------------------------------------------- #:---------------------------ABSORPTION CORRECTION---------------------------- #:---------------------------------------------------------------------------- _exptl_absorpt_coefficient_mu 0.546 _exptl_absorpt_correction_type none #numerical (using crystal faces), refdelf (using DIFABS) _exptl_absorpt_correction_T_min . _exptl_absorpt_correction_T_max . _exptl_absorpt_process_details ? #?# 'XRed, rev. 1.09, Stoe (Darmstadt, Germany)' #:---------------------------------------------------------------------------- #:------------------------REFLECTION DATA ANALYSIS---------------------------- #:---------------------------------------------------------------------------- _diffrn_reflns_number 17037 #xl _diffrn_reflns_av_R_equivalents 0.0631 #xl _diffrn_reflns_av_sigmaI/netI 0.1010 #xl _diffrn_reflns_limit_h_min -12 #xl _diffrn_reflns_limit_h_max 12 #xl _diffrn_reflns_limit_k_min -13 #xl _diffrn_reflns_limit_k_max 13 #xl _diffrn_reflns_limit_l_min -18 #xl _diffrn_reflns_limit_l_max 18 #xl _diffrn_reflns_theta_min 3.74 #xl _diffrn_reflns_theta_max 25.35 #xl _diffrn_measured_fraction_theta_max 0.988 #xl _diffrn_reflns_theta_full 25.35 #xl _diffrn_measured_fraction_theta_full 0.988 #xl #:---------------------------------------------------------------------------- #:---------------------STRUCTURE SOLUTION AND REFINEMENT---------------------- #:---------------------------------------------------------------------------- _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _reflns_number_total 5537 #xl _reflns_number_gt 3470 #xl _reflns_threshold_expression >2sigma(I) #xl _reflns_special_details ? #?# "A description of reflection data not covered by the other data #?# names. It should include details of the Friedel pairs." _refine_ls_structure_factor_coef Fsqd #xl _refine_ls_matrix_type full #xl _refine_ls_weighting_scheme calc #xl _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0560P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' #xl _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 #xl _refine_ls_extinction_coef ? #xl _refine_ls_abs_structure_details ? #xl _refine_ls_abs_structure_Flack ? #xl _refine_ls_number_reflns 5537 #xl _refine_ls_number_parameters 417 #xl _refine_ls_number_restraints 0 #xl _refine_ls_R_factor_all 0.1025 #xl _refine_ls_R_factor_gt 0.0567 #xl _refine_ls_wR_factor_ref 0.1243 #xl _refine_ls_wR_factor_gt 0.1159 #xl _refine_ls_goodness_of_fit_ref 1.002 #xl _refine_ls_restrained_S_all 1.002 #xl _refine_ls_shift/su_max 0.000 #xl _refine_ls_shift/su_mean 0.000 #xl _refine_diff_density_max 0.327 #xl _refine_diff_density_min -0.291 #xl _refine_diff_density_rms 0.060 #xl _refine_special_details ; Anisotrop refinement of all none-hydrogen atoms. Details of H atom refinement: riding with U(H)=1.2*U~iso~(C) for CH2 and CH, 1.5*U~iso~(C) for CH3. C-bonded H: constr. ; #:---------------------------------------------------------------------------- #:-----------------------------REFERENCES------------------------------------- #:---------------------------------------------------------------------------- _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_structure_solution ; A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A. Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new tool for crystal structure determination and refinement; J. Appl. Crystallogr. 1999, 32, 115-119. ; _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick. University of G\"ottingen, 97-2 version)' _computing_molecular_graphics ; ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid Plot Program for Crystal Structure Illustrations, Oak Ridge National Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ. Glasgow) used --- SCHAKAL (E. Keller, University of Freiburg (Breisgau), Germany, 1995). ; _computing_publication_material ; PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version). #-- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses). ; #:---------------------------------------------------------------------------- #:---------------------TABLES AND GEOMETRICAL DATA---------------------------- #:---------------------------------------------------------------------------- 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 0.59205(6) 0.32778(5) 0.33357(4) 0.02880(18) Uani 1 1 d . . . O1 O 0.7468(3) 0.2592(2) 0.41987(17) 0.0389(7) Uani 1 1 d . . . O2 O 0.4041(3) 0.3811(2) 0.40409(16) 0.0361(6) Uani 1 1 d . . . O3 O 1.1698(3) 0.2135(3) 0.3629(2) 0.0702(11) Uani 1 1 d . . . O4 O 0.0456(3) 0.7373(3) 0.3172(2) 0.0613(9) Uani 1 1 d . . . N1 N 0.7519(3) 0.2816(3) 0.23634(19) 0.0284(7) Uani 1 1 d . . . N2 N 0.4715(3) 0.3951(3) 0.22345(19) 0.0255(7) Uani 1 1 d . . . N3 N 0.6092(3) 0.1151(3) 0.3635(2) 0.0341(8) Uani 1 1 d . . . N4 N 0.5614(3) -0.0707(3) 0.3898(2) 0.0390(9) Uani 1 1 d . . . N5 N 0.5344(3) -0.2612(3) 0.3574(2) 0.0367(8) Uani 1 1 d . . . N6 N 0.5761(3) -0.4617(3) 0.3230(2) 0.0330(8) Uani 1 1 d . . . C1 C 0.8810(5) 0.2240(3) 0.4085(3) 0.0418(11) Uani 1 1 d . . . C2 C 0.9537(4) 0.2178(3) 0.3251(3) 0.0349(10) Uani 1 1 d . . . C3 C 0.8883(4) 0.2425(3) 0.2456(3) 0.0325(9) Uani 1 1 d . . . H3 H 0.9500 0.2293 0.1939 0.039 Uiso 1 1 calc R . . C4 C 0.7042(4) 0.2898(3) 0.1546(2) 0.0284(9) Uani 1 1 d . . . C5 C 0.7904(4) 0.2380(4) 0.0844(3) 0.0379(10) Uani 1 1 d . . . H5 H 0.8919 0.1955 0.0882 0.046 Uiso 1 1 calc R . . C6 C 0.7309(4) 0.2472(4) 0.0087(3) 0.0421(10) Uani 1 1 d . . . H6 H 0.7919 0.2120 -0.0393 0.051 Uiso 1 1 calc R . . C7 C 0.5847(4) 0.3066(3) 0.0023(3) 0.0369(10) Uani 1 1 d . . . H7 H 0.5448 0.3131 -0.0502 0.044 Uiso 1 1 calc R . . C8 C 0.4957(4) 0.3567(3) 0.0716(2) 0.0315(9) Uani 1 1 d . . . H8 H 0.3944 0.3960 0.0671 0.038 Uiso 1 1 calc R . . C9 C 0.5527(4) 0.3505(3) 0.1487(2) 0.0271(9) Uani 1 1 d . . . C10 C 0.3366(4) 0.4862(3) 0.2192(3) 0.0295(9) Uani 1 1 d . . . H10 H 0.2990 0.5265 0.1620 0.035 Uiso 1 1 calc R . . C11 C 0.2417(4) 0.5304(3) 0.2914(3) 0.0312(9) Uani 1 1 d . . . C12 C 0.2788(4) 0.4664(4) 0.3805(3) 0.0366(10) Uani 1 1 d . . . C13 C 0.9593(5) 0.1802(4) 0.4917(3) 0.0641(15) Uani 1 1 d . . . H13A H 0.9867 0.2544 0.4959 0.096 Uiso 1 1 calc R . . H13B H 1.0459 0.0933 0.4904 0.096 Uiso 1 1 calc R . . H13C H 0.8965 0.1642 0.5431 0.096 Uiso 1 1 calc R . . C21 C 0.1645(5) 0.4838(4) 0.4544(3) 0.0689(14) Uani 1 1 d . . . H21A H 0.1562 0.3943 0.4790 0.103 Uiso 1 1 calc R . . H21B H 0.0723 0.5555 0.4314 0.103 Uiso 1 1 calc R . . H21C H 0.1906 0.5129 0.5009 0.103 Uiso 1 1 calc R . . C14 C 1.1096(4) 0.1832(4) 0.3157(3) 0.0468(12) Uani 1 1 d . . . C15 C 1.1996(4) 0.1067(4) 0.2453(3) 0.0387(11) Uani 1 1 d . . . C16 C 1.3053(4) 0.1441(4) 0.1986(3) 0.0446(12) Uani 1 1 d . . . H16 H 1.3175 0.2210 0.2088 0.053 Uiso 1 1 calc R . . C17 C 1.3950(5) 0.0709(4) 0.1362(3) 0.0481(11) Uani 1 1 d . . . H17 H 1.4651 0.1004 0.1020 0.058 Uiso 1 1 calc R . . C18 C 1.3822(5) -0.0442(4) 0.1242(3) 0.0538(12) Uani 1 1 d . . . H18 H 1.4436 -0.0950 0.0819 0.065 Uiso 1 1 calc R . . C19 C 1.2798(5) -0.0856(4) 0.1738(3) 0.0522(13) Uani 1 1 d . . . H19 H 1.2741 -0.1678 0.1671 0.063 Uiso 1 1 calc R . . C20 C 1.1857(4) -0.0104(4) 0.2327(3) 0.0452(11) Uani 1 1 d . . . H20 H 1.1125 -0.0374 0.2644 0.054 Uiso 1 1 calc R . . C22 C 0.1022(4) 0.6504(4) 0.2713(3) 0.0422(11) Uani 1 1 d . . . C23 C 0.0249(4) 0.6694(4) 0.1921(3) 0.0382(10) Uani 1 1 d . . . C24 C 0.0244(4) 0.5572(4) 0.1658(3) 0.0444(11) Uani 1 1 d . . . H24 H 0.0799 0.4642 0.1962 0.053 Uiso 1 1 calc R . . C25 C -0.0548(5) 0.5776(5) 0.0966(3) 0.0576(13) Uani 1 1 d . . . H25 H -0.0531 0.4994 0.0790 0.069 Uiso 1 1 calc R . . C26 C -0.1363(5) 0.7118(6) 0.0532(3) 0.0655(14) Uani 1 1 d . . . H26 H -0.1916 0.7269 0.0054 0.079 Uiso 1 1 calc R . . C27 C -0.1377(5) 0.8248(5) 0.0792(3) 0.0694(15) Uani 1 1 d . . . H27 H -0.1936 0.9175 0.0487 0.083 Uiso 1 1 calc R . . C28 C -0.0594(4) 0.8050(4) 0.1487(3) 0.0537(12) Uani 1 1 d . . . H28 H -0.0628 0.8835 0.1669 0.064 Uiso 1 1 calc R . . C29 C 0.5077(4) 0.0707(4) 0.3753(2) 0.0366(10) Uani 1 1 d . . . H29 H 0.4080 0.1304 0.3738 0.044 Uiso 1 1 calc R . . C30 C 0.7354(4) -0.0034(4) 0.3701(3) 0.0496(12) Uani 1 1 d . . . H30 H 0.8285 -0.0036 0.3635 0.060 Uiso 1 1 calc R . . C31 C 0.7094(4) -0.1194(4) 0.3872(3) 0.0573(14) Uani 1 1 d . . . H31 H 0.7780 -0.2143 0.3955 0.069 Uiso 1 1 calc R . . C32 C 0.4766(4) -0.1520(4) 0.4078(3) 0.0435(11) Uani 1 1 d . . . H32A H 0.3762 -0.0893 0.3921 0.052 Uiso 1 1 calc R . . H32B H 0.4761 -0.1953 0.4718 0.052 Uiso 1 1 calc R . . C33 C 0.5163(4) -0.3813(4) 0.3819(3) 0.0455(11) Uani 1 1 d . . . H33 H 0.4666 -0.4061 0.4353 0.055 Uiso 1 1 calc R . . C35 C 0.6346(5) -0.3885(4) 0.2591(3) 0.0493(11) Uani 1 1 d . . . H35 H 0.6865 -0.4196 0.2076 0.059 Uiso 1 1 calc R . . C34 C 0.6101(5) -0.2653(4) 0.2775(3) 0.0499(11) Uani 1 1 d . . . H34 H 0.6394 -0.1952 0.2421 0.060 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0258(3) 0.0301(3) 0.0317(3) -0.0083(2) 0.0026(3) -0.0130(2) O1 0.0468(18) 0.0424(15) 0.0336(17) -0.0085(12) -0.0017(15) -0.0239(13) O2 0.0363(16) 0.0335(14) 0.0331(16) -0.0079(12) 0.0082(13) -0.0124(12) O3 0.0379(18) 0.083(2) 0.110(3) -0.060(2) -0.0082(19) -0.0202(16) O4 0.0498(19) 0.0512(18) 0.070(2) -0.0383(17) 0.0028(18) 0.0030(15) N1 0.0232(17) 0.0282(16) 0.0324(19) -0.0065(13) -0.0019(15) -0.0092(13) N2 0.0214(16) 0.0250(15) 0.0302(19) -0.0107(13) 0.0044(15) -0.0090(13) N3 0.0275(18) 0.0342(17) 0.043(2) -0.0111(15) -0.0039(17) -0.0128(14) N4 0.036(2) 0.0366(18) 0.048(2) -0.0052(15) -0.0060(18) -0.0190(15) N5 0.0362(19) 0.0364(18) 0.039(2) -0.0033(15) -0.0035(18) -0.0187(15) N6 0.0312(18) 0.0353(17) 0.033(2) -0.0017(15) 0.0073(16) -0.0201(15) C1 0.050(3) 0.027(2) 0.055(3) -0.0107(19) -0.017(3) -0.0159(19) C2 0.032(2) 0.032(2) 0.044(3) -0.0114(18) -0.007(2) -0.0117(17) C3 0.029(2) 0.0276(19) 0.040(3) -0.0088(17) 0.007(2) -0.0130(16) C4 0.034(2) 0.0245(18) 0.027(2) -0.0086(15) 0.0064(19) -0.0125(16) C5 0.029(2) 0.045(2) 0.034(3) -0.0133(19) 0.009(2) -0.0108(18) C6 0.040(3) 0.046(2) 0.034(3) -0.0153(19) 0.010(2) -0.012(2) C7 0.045(3) 0.035(2) 0.030(2) -0.0083(18) -0.002(2) -0.0154(19) C8 0.031(2) 0.030(2) 0.031(2) -0.0068(17) 0.0016(19) -0.0120(16) C9 0.030(2) 0.0204(18) 0.031(2) -0.0051(15) 0.0008(19) -0.0108(15) C10 0.030(2) 0.0272(19) 0.034(2) -0.0077(16) 0.0012(19) -0.0139(17) C11 0.029(2) 0.032(2) 0.032(2) -0.0124(17) 0.0119(19) -0.0133(17) C12 0.038(2) 0.030(2) 0.044(3) -0.0132(19) 0.018(2) -0.0190(18) C13 0.079(4) 0.061(3) 0.058(3) -0.012(2) -0.033(3) -0.025(3) C21 0.059(3) 0.058(3) 0.063(4) -0.011(2) 0.035(3) -0.013(2) C14 0.037(2) 0.038(2) 0.067(3) -0.016(2) -0.014(2) -0.0106(19) C15 0.030(2) 0.031(2) 0.056(3) -0.0093(19) -0.011(2) -0.0101(17) C16 0.038(2) 0.029(2) 0.064(3) -0.006(2) -0.018(2) -0.0083(18) C17 0.047(3) 0.045(3) 0.050(3) -0.006(2) 0.001(2) -0.021(2) C18 0.053(3) 0.053(3) 0.055(3) -0.022(2) 0.003(3) -0.018(2) C19 0.060(3) 0.039(2) 0.064(3) -0.022(2) -0.004(3) -0.019(2) C20 0.035(2) 0.039(2) 0.065(3) -0.018(2) -0.008(2) -0.0132(19) C22 0.034(2) 0.041(2) 0.051(3) -0.017(2) 0.007(2) -0.0145(19) C23 0.026(2) 0.039(2) 0.043(3) -0.0114(19) 0.013(2) -0.0097(18) C24 0.033(2) 0.049(2) 0.043(3) -0.009(2) 0.001(2) -0.0111(19) C25 0.042(3) 0.075(3) 0.054(3) -0.018(3) 0.002(3) -0.022(2) C26 0.046(3) 0.087(4) 0.050(3) -0.009(3) -0.004(3) -0.018(3) C27 0.042(3) 0.069(3) 0.064(4) 0.007(3) -0.001(3) -0.006(2) C28 0.036(3) 0.045(3) 0.065(3) -0.007(2) 0.006(3) -0.009(2) C29 0.028(2) 0.043(2) 0.040(3) -0.0178(19) -0.004(2) -0.0099(18) C30 0.026(2) 0.045(2) 0.076(3) -0.003(2) -0.016(2) -0.0144(19) C31 0.036(3) 0.037(2) 0.094(4) -0.001(2) -0.027(3) -0.0097(19) C32 0.044(3) 0.047(2) 0.046(3) -0.009(2) -0.002(2) -0.025(2) C33 0.053(3) 0.055(3) 0.040(3) -0.001(2) 0.002(2) -0.040(2) C35 0.052(3) 0.041(2) 0.052(3) -0.014(2) 0.017(2) -0.020(2) C34 0.055(3) 0.037(2) 0.048(3) -0.001(2) 0.016(3) -0.021(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O2 2.005(3) . ? Fe1 O1 2.014(2) . ? Fe1 N1 2.049(3) . ? Fe1 N2 2.070(3) . ? Fe1 N3 2.159(3) . ? Fe1 N6 2.176(3) 1_565 ? O1 C1 1.265(5) . ? O2 C12 1.265(4) . ? O3 C14 1.221(4) . ? O4 C22 1.222(4) . ? N1 C3 1.305(4) . ? N1 C4 1.411(4) . ? N2 C10 1.313(4) . ? N2 C9 1.396(4) . ? N3 C29 1.302(4) . ? N3 C30 1.371(4) . ? N4 C29 1.350(4) . ? N4 C31 1.382(5) . ? N4 C32 1.443(5) . ? N5 C33 1.342(4) . ? N5 C34 1.369(5) . ? N5 C32 1.453(4) . ? N6 C33 1.330(5) . ? N6 C35 1.344(5) . ? N6 Fe1 2.176(3) 1_545 ? C1 C2 1.403(6) . ? C1 C13 1.502(5) . ? C2 C3 1.419(5) . ? C2 C14 1.480(5) . ? C3 H3 0.9500 . ? C4 C5 1.379(5) . ? C4 C9 1.420(5) . ? C5 C6 1.381(5) . ? C5 H5 0.9500 . ? C6 C7 1.371(5) . ? C6 H6 0.9500 . ? C7 C8 1.373(5) . ? C7 H7 0.9500 . ? C8 C9 1.399(4) . ? C8 H8 0.9500 . ? C10 C11 1.414(5) . ? C10 H10 0.9500 . ? C11 C12 1.417(5) . ? C11 C22 1.473(5) . ? C12 C21 1.505(6) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C14 C15 1.503(6) . ? C15 C16 1.368(6) . ? C15 C20 1.403(5) . ? C16 C17 1.389(6) . ? C16 H16 0.9500 . ? C17 C18 1.371(5) . ? C17 H17 0.9500 . ? C18 C19 1.377(6) . ? C18 H18 0.9500 . ? C19 C20 1.375(6) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C22 C23 1.502(5) . ? C23 C24 1.384(5) . ? C23 C28 1.389(5) . ? C24 C25 1.374(5) . ? C24 H24 0.9500 . ? C25 C26 1.373(6) . ? C25 H25 0.9500 . ? C26 C27 1.383(6) . ? C26 H26 0.9500 . ? C27 C28 1.374(6) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 C31 1.348(5) . ? C30 H30 0.9500 . ? C31 H31 0.9500 . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33 0.9500 . ? C35 C34 1.347(5) . ? C35 H35 0.9500 . ? C34 H34 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Fe1 O1 106.69(11) . . ? O2 Fe1 N1 165.39(10) . . ? O1 Fe1 N1 87.76(11) . . ? O2 Fe1 N2 86.31(11) . . ? O1 Fe1 N2 166.86(12) . . ? N1 Fe1 N2 79.33(11) . . ? O2 Fe1 N3 88.46(11) . . ? O1 Fe1 N3 87.08(10) . . ? N1 Fe1 N3 90.22(11) . . ? N2 Fe1 N3 95.35(10) . . ? O2 Fe1 N6 87.98(11) . 1_565 ? O1 Fe1 N6 87.13(10) . 1_565 ? N1 Fe1 N6 95.01(12) . 1_565 ? N2 Fe1 N6 91.52(10) . 1_565 ? N3 Fe1 N6 172.05(12) . 1_565 ? C1 O1 Fe1 131.7(3) . . ? C12 O2 Fe1 130.3(3) . . ? C3 N1 C4 120.0(3) . . ? C3 N1 Fe1 125.8(2) . . ? C4 N1 Fe1 114.2(2) . . ? C10 N2 C9 121.8(3) . . ? C10 N2 Fe1 124.2(2) . . ? C9 N2 Fe1 113.4(2) . . ? C29 N3 C30 105.4(3) . . ? C29 N3 Fe1 129.1(2) . . ? C30 N3 Fe1 125.4(2) . . ? C29 N4 C31 106.9(3) . . ? C29 N4 C32 125.1(3) . . ? C31 N4 C32 127.9(3) . . ? C33 N5 C34 105.8(3) . . ? C33 N5 C32 124.1(4) . . ? C34 N5 C32 130.1(3) . . ? C33 N6 C35 104.4(3) . . ? C33 N6 Fe1 127.7(3) . 1_545 ? C35 N6 Fe1 127.7(3) . 1_545 ? O1 C1 C2 123.0(3) . . ? O1 C1 C13 115.0(4) . . ? C2 C1 C13 121.9(4) . . ? C1 C2 C3 124.6(4) . . ? C1 C2 C14 120.2(3) . . ? C3 C2 C14 115.2(4) . . ? N1 C3 C2 126.5(4) . . ? N1 C3 H3 116.8 . . ? C2 C3 H3 116.8 . . ? C5 C4 N1 126.0(3) . . ? C5 C4 C9 118.9(3) . . ? N1 C4 C9 114.9(3) . . ? C4 C5 C6 120.8(4) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C6 C5 120.6(4) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C8 120.1(3) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C7 C8 C9 120.7(3) . . ? C7 C8 H8 119.7 . . ? C9 C8 H8 119.7 . . ? N2 C9 C8 125.0(3) . . ? N2 C9 C4 116.1(3) . . ? C8 C9 C4 118.9(3) . . ? N2 C10 C11 126.5(3) . . ? N2 C10 H10 116.8 . . ? C11 C10 H10 116.8 . . ? C10 C11 C12 122.3(3) . . ? C10 C11 C22 117.7(3) . . ? C12 C11 C22 120.0(4) . . ? O2 C12 C11 124.3(4) . . ? O2 C12 C21 114.6(4) . . ? C11 C12 C21 120.7(4) . . ? C1 C13 H13A 109.5 . . ? C1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C21 H21A 109.5 . . ? C12 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C12 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O3 C14 C2 123.0(4) . . ? O3 C14 C15 117.8(4) . . ? C2 C14 C15 119.2(3) . . ? C16 C15 C20 119.5(4) . . ? C16 C15 C14 119.3(3) . . ? C20 C15 C14 120.9(4) . . ? C15 C16 C17 120.7(4) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C18 C17 C16 119.8(4) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C19 119.6(4) . . ? C17 C18 H18 120.2 . . ? C19 C18 H18 120.2 . . ? C20 C19 C18 121.3(4) . . ? C20 C19 H19 119.4 . . ? C18 C19 H19 119.4 . . ? C19 C20 C15 119.0(4) . . ? C19 C20 H20 120.5 . . ? C15 C20 H20 120.5 . . ? O4 C22 C11 122.1(3) . . ? O4 C22 C23 117.7(3) . . ? C11 C22 C23 120.1(3) . . ? C24 C23 C28 119.0(4) . . ? C24 C23 C22 122.3(3) . . ? C28 C23 C22 118.5(3) . . ? C25 C24 C23 121.3(4) . . ? C25 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? C26 C25 C24 119.5(4) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? C25 C26 C27 119.7(4) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? C28 C27 C26 121.0(4) . . ? C28 C27 H27 119.5 . . ? C26 C27 H27 119.5 . . ? C27 C28 C23 119.5(4) . . ? C27 C28 H28 120.3 . . ? C23 C28 H28 120.3 . . ? N3 C29 N4 111.7(3) . . ? N3 C29 H29 124.1 . . ? N4 C29 H29 124.1 . . ? C31 C30 N3 110.8(4) . . ? C31 C30 H30 124.6 . . ? N3 C30 H30 124.6 . . ? C30 C31 N4 105.1(3) . . ? C30 C31 H31 127.4 . . ? N4 C31 H31 127.4 . . ? N4 C32 N5 110.9(4) . . ? N4 C32 H32A 109.5 . . ? N5 C32 H32A 109.5 . . ? N4 C32 H32B 109.5 . . ? N5 C32 H32B 109.5 . . ? H32A C32 H32B 108.1 . . ? N6 C33 N5 112.3(4) . . ? N6 C33 H33 123.9 . . ? N5 C33 H33 123.9 . . ? N6 C35 C34 111.2(4) . . ? N6 C35 H35 124.4 . . ? C34 C35 H35 124.4 . . ? C35 C34 N5 106.4(4) . . ? C35 C34 H34 126.8 . . ? N5 C34 H34 126.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Fe1 O1 C1 -173.8(3) . . . . ? N1 Fe1 O1 C1 8.3(3) . . . . ? N2 Fe1 O1 C1 -2.4(6) . . . . ? N3 Fe1 O1 C1 98.7(3) . . . . ? N6 Fe1 O1 C1 -86.8(3) 1_565 . . . ? O1 Fe1 O2 C12 155.3(3) . . . . ? N1 Fe1 O2 C12 -33.3(6) . . . . ? N2 Fe1 O2 C12 -22.7(3) . . . . ? N3 Fe1 O2 C12 -118.2(3) . . . . ? N6 Fe1 O2 C12 68.9(3) 1_565 . . . ? O2 Fe1 N1 C3 -179.0(3) . . . . ? O1 Fe1 N1 C3 -7.3(3) . . . . ? N2 Fe1 N1 C3 170.3(3) . . . . ? N3 Fe1 N1 C3 -94.3(3) . . . . ? N6 Fe1 N1 C3 79.7(3) 1_565 . . . ? O2 Fe1 N1 C4 -1.4(5) . . . . ? O1 Fe1 N1 C4 170.4(2) . . . . ? N2 Fe1 N1 C4 -12.1(2) . . . . ? N3 Fe1 N1 C4 83.3(2) . . . . ? N6 Fe1 N1 C4 -102.7(2) 1_565 . . . ? O2 Fe1 N2 C10 24.0(3) . . . . ? O1 Fe1 N2 C10 -147.7(4) . . . . ? N1 Fe1 N2 C10 -158.7(3) . . . . ? N3 Fe1 N2 C10 112.1(3) . . . . ? N6 Fe1 N2 C10 -63.9(3) 1_565 . . . ? O2 Fe1 N2 C9 -164.9(2) . . . . ? O1 Fe1 N2 C9 23.3(5) . . . . ? N1 Fe1 N2 C9 12.4(2) . . . . ? N3 Fe1 N2 C9 -76.8(2) . . . . ? N6 Fe1 N2 C9 107.2(2) 1_565 . . . ? O2 Fe1 N3 C29 32.2(3) . . . . ? O1 Fe1 N3 C29 139.0(3) . . . . ? N1 Fe1 N3 C29 -133.2(3) . . . . ? N2 Fe1 N3 C29 -53.9(3) . . . . ? O2 Fe1 N3 C30 -151.0(3) . . . . ? O1 Fe1 N3 C30 -44.2(3) . . . . ? N1 Fe1 N3 C30 43.5(3) . . . . ? N2 Fe1 N3 C30 122.8(3) . . . . ? Fe1 O1 C1 C2 -4.6(5) . . . . ? Fe1 O1 C1 C13 179.1(2) . . . . ? O1 C1 C2 C3 -3.4(6) . . . . ? C13 C1 C2 C3 172.6(3) . . . . ? O1 C1 C2 C14 176.7(3) . . . . ? C13 C1 C2 C14 -7.2(5) . . . . ? C4 N1 C3 C2 -174.2(3) . . . . ? Fe1 N1 C3 C2 3.3(5) . . . . ? C1 C2 C3 N1 3.9(6) . . . . ? C14 C2 C3 N1 -176.2(3) . . . . ? C3 N1 C4 C5 11.6(5) . . . . ? Fe1 N1 C4 C5 -166.2(3) . . . . ? C3 N1 C4 C9 -172.2(3) . . . . ? Fe1 N1 C4 C9 10.0(3) . . . . ? N1 C4 C5 C6 177.3(3) . . . . ? C9 C4 C5 C6 1.2(5) . . . . ? C4 C5 C6 C7 -0.8(6) . . . . ? C5 C6 C7 C8 -0.5(6) . . . . ? C6 C7 C8 C9 1.3(5) . . . . ? C10 N2 C9 C8 -22.1(5) . . . . ? Fe1 N2 C9 C8 166.6(3) . . . . ? C10 N2 C9 C4 160.4(3) . . . . ? Fe1 N2 C9 C4 -10.9(4) . . . . ? C7 C8 C9 N2 -178.2(3) . . . . ? C7 C8 C9 C4 -0.8(5) . . . . ? C5 C4 C9 N2 177.2(3) . . . . ? N1 C4 C9 N2 0.7(4) . . . . ? C5 C4 C9 C8 -0.5(5) . . . . ? N1 C4 C9 C8 -177.0(3) . . . . ? C9 N2 C10 C11 174.9(3) . . . . ? Fe1 N2 C10 C11 -14.8(5) . . . . ? N2 C10 C11 C12 -7.8(5) . . . . ? N2 C10 C11 C22 170.1(3) . . . . ? Fe1 O2 C12 C11 9.9(5) . . . . ? Fe1 O2 C12 C21 -177.0(2) . . . . ? C10 C11 C12 O2 11.3(5) . . . . ? C22 C11 C12 O2 -166.6(3) . . . . ? C10 C11 C12 C21 -161.4(3) . . . . ? C22 C11 C12 C21 20.7(5) . . . . ? C1 C2 C14 O3 -30.8(6) . . . . ? C3 C2 C14 O3 149.4(4) . . . . ? C1 C2 C14 C15 149.1(3) . . . . ? C3 C2 C14 C15 -30.8(5) . . . . ? O3 C14 C15 C16 -39.9(5) . . . . ? C2 C14 C15 C16 140.2(4) . . . . ? O3 C14 C15 C20 134.1(4) . . . . ? C2 C14 C15 C20 -45.8(5) . . . . ? C20 C15 C16 C17 2.6(5) . . . . ? C14 C15 C16 C17 176.7(3) . . . . ? C15 C16 C17 C18 -3.1(6) . . . . ? C16 C17 C18 C19 0.3(6) . . . . ? C17 C18 C19 C20 2.8(6) . . . . ? C18 C19 C20 C15 -3.2(6) . . . . ? C16 C15 C20 C19 0.4(5) . . . . ? C14 C15 C20 C19 -173.5(3) . . . . ? C10 C11 C22 O4 -143.8(4) . . . . ? C12 C11 C22 O4 34.2(6) . . . . ? C10 C11 C22 C23 36.0(5) . . . . ? C12 C11 C22 C23 -146.1(4) . . . . ? O4 C22 C23 C24 -142.6(4) . . . . ? C11 C22 C23 C24 37.6(6) . . . . ? O4 C22 C23 C28 31.5(6) . . . . ? C11 C22 C23 C28 -148.3(4) . . . . ? C28 C23 C24 C25 1.6(7) . . . . ? C22 C23 C24 C25 175.7(4) . . . . ? C23 C24 C25 C26 -0.7(7) . . . . ? C24 C25 C26 C27 0.2(8) . . . . ? C25 C26 C27 C28 -0.5(8) . . . . ? C26 C27 C28 C23 1.4(7) . . . . ? C24 C23 C28 C27 -1.9(7) . . . . ? C22 C23 C28 C27 -176.3(4) . . . . ? C30 N3 C29 N4 0.5(4) . . . . ? Fe1 N3 C29 N4 177.7(2) . . . . ? C31 N4 C29 N3 0.1(4) . . . . ? C32 N4 C29 N3 178.0(3) . . . . ? C29 N3 C30 C31 -0.9(5) . . . . ? Fe1 N3 C30 C31 -178.3(3) . . . . ? N3 C30 C31 N4 1.0(5) . . . . ? C29 N4 C31 C30 -0.7(5) . . . . ? C32 N4 C31 C30 -178.5(4) . . . . ? C29 N4 C32 N5 136.0(4) . . . . ? C31 N4 C32 N5 -46.5(5) . . . . ? C33 N5 C32 N4 154.2(3) . . . . ? C34 N5 C32 N4 -28.5(5) . . . . ? C35 N6 C33 N5 0.3(4) . . . . ? Fe1 N6 C33 N5 175.4(2) 1_545 . . . ? C34 N5 C33 N6 0.3(4) . . . . ? C32 N5 C33 N6 178.1(3) . . . . ? C33 N6 C35 C34 -0.8(4) . . . . ? Fe1 N6 C35 C34 -175.8(2) 1_545 . . . ? N6 C35 C34 N5 0.9(5) . . . . ? C33 N5 C34 C35 -0.7(4) . . . . ? C32 N5 C34 C35 -178.4(3) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? #?# use this item for nonbonding or very weakly bonding contacts, e.g.: #?# Sb1 N13 3.906(13) . . ? #?# Mn Mn 3.253(2) . 2 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag ? ? ? ? ? ? ? ? ? #:---------------------------------------------------------------------------- #:--------------------------ARCHIVING AND CHECKING---------------------------- #:---------------------------------------------------------------------------- _audit_block_code Fe_L5e_bimm_180K_ex180_Bauer _audit_creation_method 'form98_non/compatible with shelxl97-2' _chemical_name_systematic ; [2,2']-[1,2-phenylenebis(iminomethylidyne)bis(1-phenylbutane-1,3-dione) (2-)-N,N',O^3^,O^3^'](bis(1H-imidazol-1-yl) methane)iron(II) ; _chemical_formula_moiety 'C35 H30 Fe N6 O4' _chemical_formula_sum 'C35 H30 Fe N6 O4' _chemical_formula_weight 654.496 _chemical_melting_point ? #?# in K! _cell_formula_units_Z 2 _exptl_crystal_density_diffrn 1.427 #?# include sigma (s) from: s(rho)=s(V)/V*rho _exptl_crystal_F_000 680 # Attachment 'CCDC 794659.cif' data_ex181 _database_code_depnum_ccdc_archive 'CCDC 794659' _publ_section_abstract ? _publ_section_comment ? _audit_update_record 24-Sep-10 _chemical_name_common ; (2,2')-(1,2-phenylenebis(iminomethylidyne)bis(1-phenylbutane- 1,3-dione) (2-)-N,N',O$3!,O$3!')(bis(1H-imidazol-1-yl) methane)iron(ii) ; _chemical_compound_source ; A mixture of 0.12 g [FeL1(MeOH)~2~] (0.21 mmol) and 0.25 g bis(1H-imidazol-1-yl)methane (1.66 mmol) in 10 mL methanol was heated at reflux for 1 h. After cooling, the dark brown precipitate was filtered off, washed with 3 mL methanol and dried in vacuum. Single crystals of (I) were slowly formed by diffusion techniques in methanol solution after several weeks. ; _exptl_crystal_description palett #?# e.g.: needle, platelet; prismatic _exptl_crystal_colour orange #white, black, blue, violet, red, pink, yellow, gold, silver #bronze, grey, orange, green, colourless, brown, purple _exptl_crystal_size_max 0.27 #?# in millimeters _exptl_crystal_size_mid 0.11 #?# in millimeters _exptl_crystal_size_min 0.05 #?# in millimeters _exptl_crystal_density_method 'not measured' _exptl_crystal_density_meas ? _exptl_special_details ? #?# all that happened prior to measurement (crystal embedded in mother liquor) #:---------------------------------------------------------------------------- #:---------------------------DATA COLLECTION---------------------------------- #:---------------------------------------------------------------------------- _audit_author_name 'Weber, B.' #?# X-ray operator _audit_creation_date ; 'Sun Apr 26 21:41:32 2009' ; _diffrn_ambient_temperature 125(2) #?# in K _diffrn_source_type 'Spellman generator' _diffrn_source_power 2.01 _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation '0.5 mm collimator' _diffrn_measurement_device 'CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Oxford XCalibur' _diffrn_measurement_method '\w scans' _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -90.00 9.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -17.6076 -48.0000 -83.0000 99 #__ type_ start__ end____ width___ exp.time_ 2 omega -62.00 15.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -17.6076 -77.0000 -150.0000 77 #__ type_ start__ end____ width___ exp.time_ 3 omega -50.00 56.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -17.6076 37.0000 90.0000 106 #__ type_ start__ end____ width___ exp.time_ 4 omega -86.00 -2.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -17.6076 -37.0000 120.0000 84 #__ type_ start__ end____ width___ exp.time_ 5 omega -90.00 15.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -17.6076 -77.0000 60.0000 105 #__ type_ start__ end____ width___ exp.time_ 6 omega -56.00 38.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.7638 -37.0000 -180.0000 94 #__ type_ start__ end____ width___ exp.time_ 7 omega -49.00 51.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.7638 -77.0000 -60.0000 100 #__ type_ start__ end____ width___ exp.time_ 8 omega -2.00 79.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 17.7638 -127.0000 174.0000 81 ; _diffrn_detector_area_resol_mean 15.9809 _diffrn_special_details ? # 'no? crystal decay in terms of mean intensity per image' #?# Source instability, crystal motion, degradation, formation of ice _diffrn_orient_matrix_type ? _diffrn_orient_matrix_UB_11 -0.0276396647 _diffrn_orient_matrix_UB_12 -0.0492488867 _diffrn_orient_matrix_UB_13 0.0278071513 _diffrn_orient_matrix_UB_21 0.0707799915 _diffrn_orient_matrix_UB_22 -0.0537175682 _diffrn_orient_matrix_UB_23 0.0047873889 _diffrn_orient_matrix_UB_31 0.0027925414 _diffrn_orient_matrix_UB_32 0.0231858163 _diffrn_orient_matrix_UB_33 0.0385665505 loop_ _reflns_scale_group_code _reflns_scale_meas_F ? ? _cell_length_a 10.4117(14) _cell_length_b 10.5247(12) _cell_length_c 15.4338(18) _cell_angle_alpha 74.913(10) _cell_angle_beta 79.006(11) _cell_angle_gamma 64.091(13) _cell_volume 1463.0(3) _cell_measurement_temperature 125(2) #?# in K _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.8235 _cell_measurement_theta_max 27.5452 _cell_special_details ? #?# supposed (pseudo-)symmetries,subcells,deviation from standard setting loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist ? ? ? ? #?# same style as for the absorption correction routine, e.g.: #?# -1 0 -1 .0424 #:---------------------------------------------------------------------------- #:---------------------------ABSORPTION CORRECTION---------------------------- #:---------------------------------------------------------------------------- _exptl_absorpt_coefficient_mu 0.569 _exptl_absorpt_correction_type none #numerical (using crystal faces), refdelf (using DIFABS) _exptl_absorpt_correction_T_min . _exptl_absorpt_correction_T_max . _exptl_absorpt_process_details ? #?# 'XRed, rev. 1.09, Stoe (Darmstadt, Germany)' #:---------------------------------------------------------------------------- #:------------------------REFLECTION DATA ANALYSIS---------------------------- #:---------------------------------------------------------------------------- _diffrn_reflns_number 17191 #xl _diffrn_reflns_av_R_equivalents 0.0819 #xl _diffrn_reflns_av_sigmaI/netI 0.1154 #xl _diffrn_reflns_limit_h_min -12 #xl _diffrn_reflns_limit_h_max 12 #xl _diffrn_reflns_limit_k_min -12 #xl _diffrn_reflns_limit_k_max 12 #xl _diffrn_reflns_limit_l_min -18 #xl _diffrn_reflns_limit_l_max 18 #xl _diffrn_reflns_theta_min 3.83 #xl _diffrn_reflns_theta_max 25.35 #xl _diffrn_measured_fraction_theta_max 0.988 #xl _diffrn_reflns_theta_full 25.35 #xl _diffrn_measured_fraction_theta_full 0.988 #xl #:---------------------------------------------------------------------------- #:---------------------STRUCTURE SOLUTION AND REFINEMENT---------------------- #:---------------------------------------------------------------------------- _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _reflns_number_total 5339 #xl _reflns_number_gt 3226 #xl _reflns_threshold_expression >2sigma(I) #xl _reflns_special_details ? #?# "A description of reflection data not covered by the other data #?# names. It should include details of the Friedel pairs." _refine_ls_structure_factor_coef Fsqd #xl _refine_ls_matrix_type full #xl _refine_ls_weighting_scheme calc #xl _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0683P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' #xl _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 #xl _refine_ls_extinction_coef ? #xl _refine_ls_abs_structure_details ? #xl _refine_ls_abs_structure_Flack ? #xl _refine_ls_number_reflns 5339 #xl _refine_ls_number_parameters 417 #xl _refine_ls_number_restraints 0 #xl _refine_ls_R_factor_all 0.1183 #xl _refine_ls_R_factor_gt 0.0635 #xl _refine_ls_wR_factor_ref 0.1494 #xl _refine_ls_wR_factor_gt 0.1366 #xl _refine_ls_goodness_of_fit_ref 1.025 #xl _refine_ls_restrained_S_all 1.025 #xl _refine_ls_shift/su_max 0.000 #xl _refine_ls_shift/su_mean 0.000 #xl _refine_diff_density_max 0.557 #xl _refine_diff_density_min -0.344 #xl _refine_diff_density_rms 0.079 #xl _refine_special_details ; Anisotrop refinement of all none-hydrogen atoms. Details of H atom refinement: riding with U(H)=1.2*U~iso~(C) for CH2 and CH, 1.5*U~iso~(C) for CH3. C-bonded H: constr. ; #:---------------------------------------------------------------------------- #:-----------------------------REFERENCES------------------------------------- #:---------------------------------------------------------------------------- _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_structure_solution ; A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A. Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new tool for crystal structure determination and refinement; J. Appl. Crystallogr. 1999, 32, 115-119. ; _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick. University of G\"ottingen, 97-2 version)' _computing_molecular_graphics ; ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid Plot Program for Crystal Structure Illustrations, Oak Ridge National Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ. Glasgow) used --- SCHAKAL (E. Keller, University of Freiburg (Breisgau), Germany, 1995). ; _computing_publication_material ; PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version). #-- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses). ; #:---------------------------------------------------------------------------- #:---------------------TABLES AND GEOMETRICAL DATA---------------------------- #:---------------------------------------------------------------------------- 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 0.57895(7) 0.34355(6) 0.33130(5) 0.0224(2) Uani 1 1 d . . . O1 O 0.7015(3) 0.2839(3) 0.4268(2) 0.0289(8) Uani 1 1 d . . . O2 O 0.4091(3) 0.3925(3) 0.4153(2) 0.0244(7) Uani 1 1 d . . . O3 O 1.1422(4) 0.2032(4) 0.3865(2) 0.0431(9) Uani 1 1 d . . . O4 O 0.0164(4) 0.7151(4) 0.3463(3) 0.0595(12) Uani 1 1 d . . . N1 N 0.7377(4) 0.2945(3) 0.2422(2) 0.0231(9) Uani 1 1 d . . . N2 N 0.4647(4) 0.4011(3) 0.2326(3) 0.0250(9) Uani 1 1 d . . . N3 N 0.5951(4) 0.1395(3) 0.3569(2) 0.0228(9) Uani 1 1 d . . . N4 N 0.5468(4) -0.0509(3) 0.3852(3) 0.0240(9) Uani 1 1 d . . . N5 N 0.5213(4) -0.2494(3) 0.3528(2) 0.0239(9) Uani 1 1 d . . . N6 N 0.5647(4) -0.4548(3) 0.3167(2) 0.0225(9) Uani 1 1 d . . . C1 C 0.8351(5) 0.2375(4) 0.4212(3) 0.0265(11) Uani 1 1 d . . . C2 C 0.9257(5) 0.2265(4) 0.3393(3) 0.0257(11) Uani 1 1 d . . . C3 C 0.8718(5) 0.2524(4) 0.2545(3) 0.0256(11) Uani 1 1 d . . . H3 H 0.9394 0.2376 0.2032 0.031 Uiso 1 1 calc R . . C4 C 0.6981(5) 0.2999(4) 0.1594(3) 0.0233(10) Uani 1 1 d . . . C5 C 0.7909(5) 0.2514(5) 0.0853(3) 0.0293(11) Uani 1 1 d . . . H5 H 0.8916 0.2151 0.0873 0.035 Uiso 1 1 calc R . . C6 C 0.7360(6) 0.2564(5) 0.0091(3) 0.0331(12) Uani 1 1 d . . . H6 H 0.7998 0.2232 -0.0410 0.040 Uiso 1 1 calc R . . C7 C 0.5909(5) 0.3085(4) 0.0046(3) 0.0323(12) Uani 1 1 d . . . H7 H 0.5551 0.3119 -0.0485 0.039 Uiso 1 1 calc R . . C8 C 0.4977(5) 0.3557(4) 0.0766(3) 0.0264(11) Uani 1 1 d . . . H8 H 0.3976 0.3884 0.0739 0.032 Uiso 1 1 calc R . . C9 C 0.5490(5) 0.3563(4) 0.1543(3) 0.0234(10) Uani 1 1 d . . . C10 C 0.3283(5) 0.4832(4) 0.2323(3) 0.0262(11) Uani 1 1 d . . . H10 H 0.2877 0.5183 0.1761 0.031 Uiso 1 1 calc R . . C11 C 0.2352(5) 0.5246(4) 0.3105(3) 0.0279(11) Uani 1 1 d . . . C12 C 0.2813(5) 0.4652(4) 0.3978(3) 0.0242(11) Uani 1 1 d . . . C13 C 0.8962(6) 0.1809(5) 0.5114(3) 0.0396(13) Uani 1 1 d . . . H13A H 0.8392 0.2484 0.5515 0.059 Uiso 1 1 calc R . . H13B H 0.9956 0.1708 0.5034 0.059 Uiso 1 1 calc R . . H13C H 0.8934 0.0867 0.5379 0.059 Uiso 1 1 calc R . . C21 C 0.1756(5) 0.4736(5) 0.4805(4) 0.0416(14) Uani 1 1 d . . . H21A H 0.1431 0.3961 0.4905 0.062 Uiso 1 1 calc R . . H21B H 0.0931 0.5671 0.4715 0.062 Uiso 1 1 calc R . . H21C H 0.2221 0.4632 0.5330 0.062 Uiso 1 1 calc R . . C14 C 1.0792(5) 0.1846(5) 0.3342(3) 0.0310(12) Uani 1 1 d . . . C15 C 1.1729(5) 0.1084(5) 0.2590(3) 0.0288(11) Uani 1 1 d . . . C16 C 1.2758(5) 0.1514(5) 0.2077(3) 0.0342(12) Uani 1 1 d . . . H16 H 1.2872 0.2299 0.2195 0.041 Uiso 1 1 calc R . . C17 C 1.3619(6) 0.0841(5) 0.1402(3) 0.0385(13) Uani 1 1 d . . . H17 H 1.4294 0.1185 0.1041 0.046 Uiso 1 1 calc R . . C18 C 1.3511(6) -0.0348(5) 0.1242(3) 0.0401(13) Uani 1 1 d . . . H18 H 1.4111 -0.0829 0.0777 0.048 Uiso 1 1 calc R . . C19 C 1.2504(6) -0.0816(5) 0.1778(4) 0.0418(14) Uani 1 1 d . . . H19 H 1.2433 -0.1644 0.1692 0.050 Uiso 1 1 calc R . . C20 C 1.1627(5) -0.0101(5) 0.2421(3) 0.0324(12) Uani 1 1 d . . . H20 H 1.0922 -0.0416 0.2765 0.039 Uiso 1 1 calc R . . C22 C 0.0898(5) 0.6340(5) 0.2945(4) 0.0338(12) Uani 1 1 d . . . C23 C 0.0235(5) 0.6587(5) 0.2088(3) 0.0316(12) Uani 1 1 d . . . C24 C 0.0252(5) 0.5460(5) 0.1773(3) 0.0294(11) Uani 1 1 d . . . H24 H 0.0773 0.4493 0.2062 0.035 Uiso 1 1 calc R . . C25 C -0.0478(5) 0.5726(5) 0.1048(4) 0.0390(13) Uani 1 1 d . . . H25 H -0.0465 0.4944 0.0844 0.047 Uiso 1 1 calc R . . C26 C -0.1234(5) 0.7129(6) 0.0611(4) 0.0433(14) Uani 1 1 d . . . H26 H -0.1730 0.7313 0.0105 0.052 Uiso 1 1 calc R . . C27 C -0.1253(5) 0.8249(5) 0.0922(4) 0.0411(13) Uani 1 1 d . . . H27 H -0.1753 0.9214 0.0621 0.049 Uiso 1 1 calc R . . C28 C -0.0554(5) 0.7988(5) 0.1667(4) 0.0367(13) Uani 1 1 d . . . H28 H -0.0615 0.8774 0.1891 0.044 Uiso 1 1 calc R . . C29 C 0.4930(5) 0.0955(4) 0.3694(3) 0.0251(11) Uani 1 1 d . . . H29 H 0.3939 0.1573 0.3677 0.030 Uiso 1 1 calc R . . C30 C 0.7201(5) 0.0171(4) 0.3656(3) 0.0288(11) Uani 1 1 d . . . H30 H 0.8134 0.0153 0.3596 0.035 Uiso 1 1 calc R . . C31 C 0.6908(5) -0.0995(5) 0.3839(3) 0.0337(12) Uani 1 1 d . . . H31 H 0.7580 -0.1973 0.3939 0.040 Uiso 1 1 calc R . . C32 C 0.4605(5) -0.1346(5) 0.4045(3) 0.0302(11) Uani 1 1 d . . . H32A H 0.3614 -0.0704 0.3890 0.036 Uiso 1 1 calc R . . H32B H 0.4568 -0.1773 0.4697 0.036 Uiso 1 1 calc R . . C33 C 0.5085(5) -0.3750(4) 0.3797(3) 0.0263(11) Uani 1 1 d . . . H33 H 0.4648 -0.4038 0.4367 0.032 Uiso 1 1 calc R . . C35 C 0.6167(5) -0.3743(4) 0.2474(3) 0.0283(11) Uani 1 1 d . . . H35 H 0.6642 -0.4032 0.1923 0.034 Uiso 1 1 calc R . . C34 C 0.5909(5) -0.2474(5) 0.2680(3) 0.0311(12) Uani 1 1 d . . . H34 H 0.6160 -0.1725 0.2313 0.037 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0225(4) 0.0183(3) 0.0287(4) -0.0034(3) -0.0012(3) -0.0115(3) O1 0.029(2) 0.0229(17) 0.038(2) -0.0033(15) -0.0066(16) -0.0136(15) O2 0.0237(19) 0.0164(15) 0.0295(19) -0.0031(13) 0.0028(15) -0.0076(14) O3 0.036(2) 0.053(2) 0.053(3) -0.0216(19) -0.0087(19) -0.0210(18) O4 0.036(2) 0.051(2) 0.083(3) -0.038(2) -0.023(2) 0.0112(18) N1 0.029(2) 0.0155(18) 0.026(2) 0.0000(16) -0.0050(19) -0.0119(17) N2 0.027(2) 0.0153(18) 0.037(3) -0.0047(17) -0.0007(19) -0.0143(17) N3 0.021(2) 0.022(2) 0.030(2) -0.0058(17) -0.0045(18) -0.0127(17) N4 0.022(2) 0.0179(19) 0.035(2) -0.0038(17) -0.0033(18) -0.0122(16) N5 0.025(2) 0.0191(19) 0.030(2) -0.0060(17) -0.0023(18) -0.0105(16) N6 0.024(2) 0.0205(19) 0.023(2) -0.0030(17) -0.0023(18) -0.0102(17) C1 0.039(3) 0.009(2) 0.029(3) -0.002(2) -0.004(2) -0.009(2) C2 0.025(3) 0.017(2) 0.039(3) -0.004(2) -0.008(2) -0.010(2) C3 0.026(3) 0.017(2) 0.034(3) 0.002(2) -0.004(2) -0.012(2) C4 0.031(3) 0.015(2) 0.025(3) 0.001(2) -0.004(2) -0.013(2) C5 0.029(3) 0.026(2) 0.032(3) 0.002(2) -0.005(2) -0.013(2) C6 0.040(3) 0.030(3) 0.027(3) -0.004(2) -0.003(2) -0.015(2) C7 0.044(3) 0.022(2) 0.032(3) -0.002(2) -0.012(3) -0.013(2) C8 0.025(3) 0.018(2) 0.036(3) 0.005(2) -0.012(2) -0.011(2) C9 0.025(3) 0.016(2) 0.029(3) -0.003(2) -0.005(2) -0.008(2) C10 0.024(3) 0.020(2) 0.041(3) -0.005(2) -0.011(2) -0.011(2) C11 0.020(3) 0.021(2) 0.047(3) -0.010(2) -0.006(2) -0.009(2) C12 0.021(3) 0.018(2) 0.039(3) -0.008(2) 0.003(2) -0.013(2) C13 0.042(3) 0.026(3) 0.045(4) -0.004(2) -0.015(3) -0.006(2) C21 0.031(3) 0.030(3) 0.057(4) -0.001(3) 0.002(3) -0.013(2) C14 0.038(3) 0.019(2) 0.040(3) -0.004(2) -0.014(3) -0.013(2) C15 0.019(3) 0.029(3) 0.035(3) 0.002(2) -0.013(2) -0.007(2) C16 0.031(3) 0.022(2) 0.051(4) -0.005(2) -0.017(3) -0.008(2) C17 0.038(3) 0.035(3) 0.040(3) 0.000(3) -0.005(3) -0.016(2) C18 0.050(4) 0.032(3) 0.037(3) -0.011(2) -0.004(3) -0.013(3) C19 0.037(3) 0.035(3) 0.055(4) -0.004(3) -0.006(3) -0.018(3) C20 0.029(3) 0.029(3) 0.043(3) -0.008(2) -0.002(3) -0.016(2) C22 0.024(3) 0.027(3) 0.053(4) -0.015(3) -0.006(3) -0.008(2) C23 0.017(3) 0.024(3) 0.050(3) -0.006(2) -0.004(2) -0.006(2) C24 0.021(3) 0.023(2) 0.041(3) -0.001(2) -0.006(2) -0.007(2) C25 0.033(3) 0.036(3) 0.048(4) -0.006(3) -0.004(3) -0.015(2) C26 0.033(3) 0.054(4) 0.040(4) -0.002(3) -0.007(3) -0.018(3) C27 0.024(3) 0.036(3) 0.050(4) 0.004(3) -0.003(3) -0.007(2) C28 0.024(3) 0.033(3) 0.051(4) -0.005(3) -0.002(3) -0.012(2) C29 0.024(3) 0.019(2) 0.028(3) -0.006(2) -0.002(2) -0.005(2) C30 0.023(3) 0.024(2) 0.041(3) -0.006(2) -0.001(2) -0.012(2) C31 0.026(3) 0.024(3) 0.047(3) -0.003(2) -0.006(2) -0.007(2) C32 0.029(3) 0.031(3) 0.035(3) -0.009(2) 0.002(2) -0.017(2) C33 0.030(3) 0.029(3) 0.024(3) -0.001(2) -0.002(2) -0.019(2) C35 0.032(3) 0.025(2) 0.025(3) -0.002(2) 0.000(2) -0.012(2) C34 0.039(3) 0.028(3) 0.027(3) -0.002(2) 0.002(2) -0.018(2) 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 N1 1.910(4) . ? Fe1 N2 1.919(4) . ? Fe1 O1 1.931(3) . ? Fe1 O2 1.936(3) . ? Fe1 N3 2.016(3) . ? Fe1 N6 2.017(3) 1_565 ? O1 C1 1.250(5) . ? O2 C12 1.253(5) . ? O3 C14 1.232(5) . ? O4 C22 1.227(5) . ? N1 C3 1.303(5) . ? N1 C4 1.396(5) . ? N2 C10 1.301(5) . ? N2 C9 1.408(5) . ? N3 C29 1.299(5) . ? N3 C30 1.372(5) . ? N4 C31 1.354(5) . ? N4 C29 1.360(5) . ? N4 C32 1.458(5) . ? N5 C33 1.335(5) . ? N5 C34 1.369(6) . ? N5 C32 1.463(5) . ? N6 C33 1.331(5) . ? N6 C35 1.365(5) . ? N6 Fe1 2.017(3) 1_545 ? C1 C2 1.425(6) . ? C1 C13 1.507(6) . ? C2 C3 1.437(6) . ? C2 C14 1.452(6) . ? C3 H3 0.9500 . ? C4 C5 1.398(6) . ? C4 C9 1.409(6) . ? C5 C6 1.381(6) . ? C5 H5 0.9500 . ? C6 C7 1.373(6) . ? C6 H6 0.9500 . ? C7 C8 1.370(6) . ? C7 H7 0.9500 . ? C8 C9 1.406(6) . ? C8 H8 0.9500 . ? C10 C11 1.431(6) . ? C10 H10 0.9500 . ? C11 C12 1.408(6) . ? C11 C22 1.466(6) . ? C12 C21 1.512(6) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C14 C15 1.520(6) . ? C15 C16 1.376(6) . ? C15 C20 1.390(6) . ? C16 C17 1.365(7) . ? C16 H16 0.9500 . ? C17 C18 1.391(6) . ? C17 H17 0.9500 . ? C18 C19 1.391(7) . ? C18 H18 0.9500 . ? C19 C20 1.351(6) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C22 C23 1.519(7) . ? C23 C28 1.386(6) . ? C23 C24 1.386(6) . ? C24 C25 1.371(6) . ? C24 H24 0.9500 . ? C25 C26 1.387(7) . ? C25 H25 0.9500 . ? C26 C27 1.375(7) . ? C26 H26 0.9500 . ? C27 C28 1.380(7) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 C31 1.338(6) . ? C30 H30 0.9500 . ? C31 H31 0.9500 . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33 0.9500 . ? C35 C34 1.354(6) . ? C35 H35 0.9500 . ? C34 H34 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Fe1 N2 84.62(16) . . ? N1 Fe1 O1 92.78(15) . . ? N2 Fe1 O1 177.39(16) . . ? N1 Fe1 O2 175.53(15) . . ? N2 Fe1 O2 91.18(15) . . ? O1 Fe1 O2 91.43(13) . . ? N1 Fe1 N3 89.24(14) . . ? N2 Fe1 N3 92.47(14) . . ? O1 Fe1 N3 87.69(13) . . ? O2 Fe1 N3 89.40(13) . . ? N1 Fe1 N6 93.37(14) . 1_565 ? N2 Fe1 N6 91.80(14) . 1_565 ? O1 Fe1 N6 88.15(13) . 1_565 ? O2 Fe1 N6 88.29(13) . 1_565 ? N3 Fe1 N6 175.19(15) . 1_565 ? C1 O1 Fe1 128.3(3) . . ? C12 O2 Fe1 127.9(3) . . ? C3 N1 C4 120.9(4) . . ? C3 N1 Fe1 126.1(3) . . ? C4 N1 Fe1 112.9(3) . . ? C10 N2 C9 121.9(4) . . ? C10 N2 Fe1 125.9(3) . . ? C9 N2 Fe1 111.8(3) . . ? C29 N3 C30 105.8(4) . . ? C29 N3 Fe1 128.4(3) . . ? C30 N3 Fe1 125.8(3) . . ? C31 N4 C29 106.8(3) . . ? C31 N4 C32 128.4(4) . . ? C29 N4 C32 124.8(4) . . ? C33 N5 C34 107.3(3) . . ? C33 N5 C32 124.3(4) . . ? C34 N5 C32 128.2(4) . . ? C33 N6 C35 104.8(3) . . ? C33 N6 Fe1 125.0(3) . 1_545 ? C35 N6 Fe1 130.1(3) . 1_545 ? O1 C1 C2 124.9(4) . . ? O1 C1 C13 113.6(4) . . ? C2 C1 C13 121.4(4) . . ? C1 C2 C3 122.0(4) . . ? C1 C2 C14 123.6(4) . . ? C3 C2 C14 114.4(4) . . ? N1 C3 C2 125.4(4) . . ? N1 C3 H3 117.3 . . ? C2 C3 H3 117.3 . . ? N1 C4 C5 126.4(4) . . ? N1 C4 C9 114.4(4) . . ? C5 C4 C9 119.1(4) . . ? C6 C5 C4 119.9(5) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 121.1(5) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C8 C7 C6 120.1(5) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C7 C8 C9 120.6(4) . . ? C7 C8 H8 119.7 . . ? C9 C8 H8 119.7 . . ? C8 C9 N2 126.0(4) . . ? C8 C9 C4 119.1(4) . . ? N2 C9 C4 114.8(4) . . ? N2 C10 C11 124.6(4) . . ? N2 C10 H10 117.7 . . ? C11 C10 H10 117.7 . . ? C12 C11 C10 121.8(4) . . ? C12 C11 C22 122.0(4) . . ? C10 C11 C22 116.2(4) . . ? O2 C12 C11 125.0(4) . . ? O2 C12 C21 113.3(4) . . ? C11 C12 C21 121.5(4) . . ? C1 C13 H13A 109.5 . . ? C1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C21 H21A 109.5 . . ? C12 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C12 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O3 C14 C2 125.9(5) . . ? O3 C14 C15 116.1(4) . . ? C2 C14 C15 118.1(4) . . ? C16 C15 C20 117.7(5) . . ? C16 C15 C14 120.6(4) . . ? C20 C15 C14 121.7(4) . . ? C17 C16 C15 121.6(4) . . ? C17 C16 H16 119.2 . . ? C15 C16 H16 119.2 . . ? C16 C17 C18 120.1(5) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C17 C18 C19 118.4(5) . . ? C17 C18 H18 120.8 . . ? C19 C18 H18 120.8 . . ? C20 C19 C18 120.4(5) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C19 C20 C15 121.6(5) . . ? C19 C20 H20 119.2 . . ? C15 C20 H20 119.2 . . ? O4 C22 C11 123.1(5) . . ? O4 C22 C23 115.7(4) . . ? C11 C22 C23 121.2(4) . . ? C28 C23 C24 118.7(5) . . ? C28 C23 C22 118.8(4) . . ? C24 C23 C22 122.1(4) . . ? C25 C24 C23 120.6(4) . . ? C25 C24 H24 119.7 . . ? C23 C24 H24 119.7 . . ? C24 C25 C26 120.6(5) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C27 C26 C25 118.9(5) . . ? C27 C26 H26 120.6 . . ? C25 C26 H26 120.6 . . ? C26 C27 C28 120.8(5) . . ? C26 C27 H27 119.6 . . ? C28 C27 H27 119.6 . . ? C27 C28 C23 120.3(5) . . ? C27 C28 H28 119.9 . . ? C23 C28 H28 119.9 . . ? N3 C29 N4 110.9(4) . . ? N3 C29 H29 124.5 . . ? N4 C29 H29 124.5 . . ? C31 C30 N3 109.7(4) . . ? C31 C30 H30 125.1 . . ? N3 C30 H30 125.1 . . ? C30 C31 N4 106.7(4) . . ? C30 C31 H31 126.6 . . ? N4 C31 H31 126.6 . . ? N4 C32 N5 110.6(4) . . ? N4 C32 H32A 109.5 . . ? N5 C32 H32A 109.5 . . ? N4 C32 H32B 109.5 . . ? N5 C32 H32B 109.5 . . ? H32A C32 H32B 108.1 . . ? N6 C33 N5 111.6(4) . . ? N6 C33 H33 124.2 . . ? N5 C33 H33 124.2 . . ? C34 C35 N6 110.5(4) . . ? C34 C35 H35 124.8 . . ? N6 C35 H35 124.8 . . ? C35 C34 N5 105.8(4) . . ? C35 C34 H34 127.1 . . ? N5 C34 H34 127.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Fe1 O1 C1 2.4(3) . . . . ? O2 Fe1 O1 C1 -179.1(3) . . . . ? N3 Fe1 O1 C1 91.6(3) . . . . ? N6 Fe1 O1 C1 -90.8(3) 1_565 . . . ? N2 Fe1 O2 C12 -14.0(3) . . . . ? O1 Fe1 O2 C12 165.9(3) . . . . ? N3 Fe1 O2 C12 -106.4(3) . . . . ? N6 Fe1 O2 C12 77.8(3) 1_565 . . . ? N2 Fe1 N1 C3 173.6(3) . . . . ? O1 Fe1 N1 C3 -6.2(3) . . . . ? N3 Fe1 N1 C3 -93.8(3) . . . . ? N6 Fe1 N1 C3 82.2(3) 1_565 . . . ? N2 Fe1 N1 C4 -9.8(3) . . . . ? O1 Fe1 N1 C4 170.4(3) . . . . ? N3 Fe1 N1 C4 82.7(3) . . . . ? N6 Fe1 N1 C4 -101.3(3) 1_565 . . . ? N1 Fe1 N2 C10 -163.1(3) . . . . ? O2 Fe1 N2 C10 18.4(3) . . . . ? N3 Fe1 N2 C10 107.9(3) . . . . ? N6 Fe1 N2 C10 -69.9(3) 1_565 . . . ? N1 Fe1 N2 C9 10.5(3) . . . . ? O2 Fe1 N2 C9 -167.9(3) . . . . ? N3 Fe1 N2 C9 -78.5(3) . . . . ? N6 Fe1 N2 C9 103.7(3) 1_565 . . . ? N1 Fe1 N3 C29 -136.9(4) . . . . ? N2 Fe1 N3 C29 -52.3(4) . . . . ? O1 Fe1 N3 C29 130.3(4) . . . . ? O2 Fe1 N3 C29 38.9(4) . . . . ? N1 Fe1 N3 C30 43.9(4) . . . . ? N2 Fe1 N3 C30 128.5(4) . . . . ? O1 Fe1 N3 C30 -48.9(4) . . . . ? O2 Fe1 N3 C30 -140.3(4) . . . . ? Fe1 O1 C1 C2 3.7(6) . . . . ? Fe1 O1 C1 C13 -171.5(3) . . . . ? O1 C1 C2 C3 -7.8(6) . . . . ? C13 C1 C2 C3 167.1(4) . . . . ? O1 C1 C2 C14 174.2(4) . . . . ? C13 C1 C2 C14 -11.0(6) . . . . ? C4 N1 C3 C2 -172.2(4) . . . . ? Fe1 N1 C3 C2 4.1(6) . . . . ? C1 C2 C3 N1 3.6(6) . . . . ? C14 C2 C3 N1 -178.1(4) . . . . ? C3 N1 C4 C5 6.1(6) . . . . ? Fe1 N1 C4 C5 -170.7(3) . . . . ? C3 N1 C4 C9 -176.1(3) . . . . ? Fe1 N1 C4 C9 7.1(4) . . . . ? N1 C4 C5 C6 176.4(4) . . . . ? C9 C4 C5 C6 -1.3(6) . . . . ? C4 C5 C6 C7 0.0(6) . . . . ? C5 C6 C7 C8 -0.5(7) . . . . ? C6 C7 C8 C9 2.3(6) . . . . ? C7 C8 C9 N2 -179.6(4) . . . . ? C7 C8 C9 C4 -3.6(6) . . . . ? C10 N2 C9 C8 -19.3(6) . . . . ? Fe1 N2 C9 C8 166.8(3) . . . . ? C10 N2 C9 C4 164.5(4) . . . . ? Fe1 N2 C9 C4 -9.4(4) . . . . ? N1 C4 C9 C8 -174.9(3) . . . . ? C5 C4 C9 C8 3.1(6) . . . . ? N1 C4 C9 N2 1.5(5) . . . . ? C5 C4 C9 N2 179.5(3) . . . . ? C9 N2 C10 C11 175.7(4) . . . . ? Fe1 N2 C10 C11 -11.3(6) . . . . ? N2 C10 C11 C12 -7.5(6) . . . . ? N2 C10 C11 C22 171.6(4) . . . . ? Fe1 O2 C12 C11 1.4(6) . . . . ? Fe1 O2 C12 C21 176.3(2) . . . . ? C10 C11 C12 O2 12.8(6) . . . . ? C22 C11 C12 O2 -166.1(4) . . . . ? C10 C11 C12 C21 -161.7(4) . . . . ? C22 C11 C12 C21 19.3(6) . . . . ? C1 C2 C14 O3 -27.9(7) . . . . ? C3 C2 C14 O3 154.0(4) . . . . ? C1 C2 C14 C15 151.0(4) . . . . ? C3 C2 C14 C15 -27.2(5) . . . . ? O3 C14 C15 C16 -48.3(6) . . . . ? C2 C14 C15 C16 132.7(5) . . . . ? O3 C14 C15 C20 128.9(5) . . . . ? C2 C14 C15 C20 -50.1(6) . . . . ? C20 C15 C16 C17 2.3(7) . . . . ? C14 C15 C16 C17 179.6(4) . . . . ? C15 C16 C17 C18 -2.7(7) . . . . ? C16 C17 C18 C19 0.5(7) . . . . ? C17 C18 C19 C20 1.9(8) . . . . ? C18 C19 C20 C15 -2.3(8) . . . . ? C16 C15 C20 C19 0.2(7) . . . . ? C14 C15 C20 C19 -177.0(4) . . . . ? C12 C11 C22 O4 25.2(7) . . . . ? C10 C11 C22 O4 -153.8(5) . . . . ? C12 C11 C22 C23 -158.0(4) . . . . ? C10 C11 C22 C23 23.0(6) . . . . ? O4 C22 C23 C28 38.3(7) . . . . ? C11 C22 C23 C28 -138.8(5) . . . . ? O4 C22 C23 C24 -133.9(5) . . . . ? C11 C22 C23 C24 49.0(7) . . . . ? C28 C23 C24 C25 1.2(7) . . . . ? C22 C23 C24 C25 173.5(4) . . . . ? C23 C24 C25 C26 0.6(8) . . . . ? C24 C25 C26 C27 -0.7(8) . . . . ? C25 C26 C27 C28 -1.1(8) . . . . ? C26 C27 C28 C23 3.0(8) . . . . ? C24 C23 C28 C27 -3.0(7) . . . . ? C22 C23 C28 C27 -175.5(4) . . . . ? C30 N3 C29 N4 -0.5(5) . . . . ? Fe1 N3 C29 N4 -179.8(3) . . . . ? C31 N4 C29 N3 1.1(5) . . . . ? C32 N4 C29 N3 178.1(4) . . . . ? C29 N3 C30 C31 -0.4(5) . . . . ? Fe1 N3 C30 C31 179.0(3) . . . . ? N3 C30 C31 N4 1.0(5) . . . . ? C29 N4 C31 C30 -1.3(5) . . . . ? C32 N4 C31 C30 -178.1(4) . . . . ? C31 N4 C32 N5 -48.4(6) . . . . ? C29 N4 C32 N5 135.4(4) . . . . ? C33 N5 C32 N4 150.9(4) . . . . ? C34 N5 C32 N4 -34.1(6) . . . . ? C35 N6 C33 N5 0.7(5) . . . . ? Fe1 N6 C33 N5 176.4(3) 1_545 . . . ? C34 N5 C33 N6 -0.7(5) . . . . ? C32 N5 C33 N6 175.3(4) . . . . ? C33 N6 C35 C34 -0.5(5) . . . . ? Fe1 N6 C35 C34 -175.9(3) 1_545 . . . ? N6 C35 C34 N5 0.2(5) . . . . ? C33 N5 C34 C35 0.3(5) . . . . ? C32 N5 C34 C35 -175.4(4) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? #?# use this item for nonbonding or very weakly bonding contacts, e.g.: #?# Sb1 N13 3.906(13) . . ? #?# Mn Mn 3.253(2) . 2 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag ? ? ? ? ? ? ? ? ? _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. ; #:---------------------------------------------------------------------------- #:--------------------------ARCHIVING AND CHECKING---------------------------- #:---------------------------------------------------------------------------- _audit_block_code Fe_L5e_bimm_125K_ex181_Bauer _audit_creation_method 'form98_non/compatible with shelxl97-2' _chemical_name_systematic ; [2,2']-[1,2-phenylenebis(iminomethylidyne)bis(1-phenylbutane-1,3-dione) (2-)-N,N',O^3^,O^3^'](bis(1H-imidazol-1-yl) methane)iron(II) ; _chemical_formula_moiety 'C35 H30 Fe N6 O4' _chemical_formula_sum 'C35 H30 Fe N6 O4' _chemical_formula_weight 654.496 _chemical_melting_point ? #?# in K! _cell_formula_units_Z 2 _exptl_crystal_density_diffrn 1.486 #?# include sigma (s) from: s(rho)=s(V)/V*rho _exptl_crystal_F_000 680