#------------------------------------------------------------------------------ #$Date: 2021-10-16 02:57:36 +0300 (Sat, 16 Oct 2021) $ #$Revision: 269974 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/37/7243744.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7243744 loop_ _publ_author_name 'Krause, Bernhard Markus' 'Bauer, Britta' 'Neudoerfl, Joerg' 'Wieder, Thomas' 'Schmalz, Hans G\"unther' _publ_section_title ; ItaCORMs: Conjugation with a CO-releasing Unit greatly Enhances the Anti-inflammatory Activity of Itaconates ; _journal_name_full 'RSC Medicinal Chemistry' _journal_paper_doi 10.1039/D1MD00163A _journal_year 2021 _chemical_formula_moiety 'C15 H14 Fe O7' _chemical_formula_sum 'C15 H14 Fe O7' _chemical_formula_weight 362.11 _space_group_crystal_system orthorhombic _space_group_IT_number 60 _space_group_name_Hall '-P 2n 2ab' _space_group_name_H-M_alt 'P b c n' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2021-04-14 deposited with the CCDC. 2021-10-12 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 11.3484(2) _cell_length_b 7.47810(10) _cell_length_c 36.7370(6) _cell_measurement_reflns_used 9990 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 72.29 _cell_measurement_theta_min 2.41 _cell_volume 3117.67(9) _computing_cell_refinement 'Bruker APEX 3' _computing_data_collection 'Bruker APEX 3' _computing_data_reduction 'Bruker APEX 3' _computing_molecular_graphics 'SCHAKAL99 (E. Keller 1999)' _computing_publication_material 'PLATON (A. L. Spek 1980-2015)' _computing_structure_refinement ; SHELXL-2014/7 (Sheldrick, 2014) SHELXLE (C. B. Huebschle 2016)' ; _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_temperature 100(2) _diffrn_detector_type 'Bruker PhotonIII M14' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method 'phi / omega scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0511 _diffrn_reflns_av_unetI/netI 0.0215 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_number 33111 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 72.285 _diffrn_reflns_theta_min 4.580 _diffrn_source 'micro focus' _exptl_absorpt_coefficient_mu 8.079 _exptl_absorpt_correction_T_max 0.7536 _exptl_absorpt_correction_T_min 0.3992 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.543 _exptl_crystal_description irregular_platelet _exptl_crystal_F_000 1488 _exptl_crystal_size_max 0.150 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.030 _refine_diff_density_max 1.342 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.059 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 209 _refine_ls_number_reflns 3074 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.093 _refine_ls_R_factor_all 0.0381 _refine_ls_R_factor_gt 0.0360 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0427P)^2^+3.7377P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0935 _refine_ls_wR_factor_ref 0.0945 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2919 _reflns_number_total 3074 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1md00163a2.cif _cod_data_source_block bhd_kse10n _cod_database_code 7243744 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.377 _shelx_estimated_absorpt_t_max 0.794 _shelx_res_file ; bhd_kse10n_0ma_a.res created by SHELXL-2014/7 TITL bhd_kse10n_0ma_a.res in Pbcn CELL 1.54178 11.3484 7.4781 36.7370 90.000 90.000 90.000 ZERR 8.000 0.0002 0.0001 0.0006 0.000 0.000 0.000 LATT 1 SYMM 1/2-X, 1/2-Y, 1/2+Z SYMM -X, Y, 1/2-Z SYMM 1/2+X, 1/2-Y, -Z SFAC C H O Fe UNIT 120 112 56 8 TEMP -173.150 SIZE 0.03 0.15 0.15 L.S. 10 ACTA CONF BOND $H LIST 6 FMAP 2 PLAN 20 WGHT 0.042700 3.737700 FVAR 0.37063 FE1 4 0.559458 0.682378 0.428551 11.00000 0.01597 0.02020 = 0.01579 -0.00172 0.00092 -0.00080 O1 3 0.768636 0.594849 0.385228 11.00000 0.02501 0.05297 = 0.03946 0.00068 0.01076 0.00732 O2 3 0.694721 0.861546 0.486405 11.00000 0.03955 0.05884 = 0.03415 -0.01377 -0.00932 -0.01174 O3 3 0.512885 0.331014 0.461051 11.00000 0.04141 0.02629 = 0.02644 0.00631 -0.00109 -0.00498 O4 3 0.495482 0.581940 0.350171 11.00000 0.02488 0.01905 = 0.01551 -0.00080 0.00202 0.00124 O5 3 0.494678 0.293025 0.369101 11.00000 0.03511 0.02128 = 0.02123 0.00173 0.00508 0.00257 O6 3 0.379268 0.168007 0.288751 11.00000 0.01914 0.02786 = 0.03778 0.00042 -0.00426 0.00640 O7 3 0.473714 -0.092228 0.296334 11.00000 0.02061 0.02111 = 0.03021 -0.00090 -0.00716 0.00047 C1 1 0.449776 0.648967 0.383628 11.00000 0.01880 0.01780 = 0.01777 -0.00074 0.00025 0.00125 C2 1 0.481886 0.832583 0.388409 11.00000 0.02036 0.01923 = 0.02064 0.00214 0.00049 0.00189 AFIX 13 H2 2 0.527575 0.902429 0.369980 11.00000 -1.20000 AFIX 0 C3 1 0.450371 0.900766 0.422830 11.00000 0.02074 0.02039 = 0.02514 -0.00332 0.00092 0.00228 AFIX 13 H3 2 0.473916 1.023139 0.431049 11.00000 -1.20000 AFIX 0 C4 1 0.393247 0.776424 0.446437 11.00000 0.02044 0.02359 = 0.02110 -0.00569 0.00433 0.00319 AFIX 13 H4 2 0.387348 0.811376 0.472648 11.00000 -1.20000 AFIX 0 C5 1 0.298433 0.653024 0.432202 11.00000 0.01838 0.02232 = 0.02584 -0.00338 0.00407 -0.00047 AFIX 23 H5A 2 0.222032 0.716923 0.432035 11.00000 -1.20000 H5AB 2 0.290929 0.548764 0.448647 11.00000 -1.20000 AFIX 0 C6 1 0.326892 0.587105 0.393291 11.00000 0.01868 0.02078 = 0.02339 -0.00290 -0.00013 -0.00149 AFIX 23 H6A 2 0.322490 0.454984 0.392259 11.00000 -1.20000 H6AB 2 0.269189 0.636711 0.375783 11.00000 -1.20000 AFIX 0 C7 1 0.688804 0.631942 0.402576 11.00000 0.02113 0.02685 = 0.02516 0.00144 -0.00094 0.00025 C8 1 0.642454 0.789409 0.464197 11.00000 0.02347 0.03535 = 0.02599 -0.00280 -0.00053 -0.00380 C9 1 0.532307 0.466542 0.448377 11.00000 0.02429 0.02977 = 0.01707 -0.00389 -0.00051 0.00185 C10 1 0.517905 0.404745 0.346594 11.00000 0.02000 0.01985 = 0.01753 -0.00081 -0.00085 0.00047 C11 1 0.576568 0.365052 0.311044 11.00000 0.01681 0.02302 = 0.01656 -0.00220 -0.00062 0.00225 C12 1 0.586899 0.169100 0.302877 11.00000 0.01726 0.02256 = 0.01770 -0.00374 -0.00026 0.00358 AFIX 23 H12A 2 0.624213 0.107747 0.323791 11.00000 -1.20000 H12B 2 0.638227 0.152125 0.281363 11.00000 -1.20000 AFIX 0 C13 1 0.467617 0.085991 0.295515 11.00000 0.02004 0.02471 = 0.01337 -0.00068 -0.00003 0.00224 C14 1 0.615709 0.492310 0.288991 11.00000 0.02656 0.02536 = 0.02421 -0.00061 0.00654 0.00116 AFIX 93 H14A 2 0.606963 0.614473 0.295551 11.00000 -1.20000 H14B 2 0.652490 0.461294 0.266636 11.00000 -1.20000 AFIX 0 C15 1 0.362952 -0.183508 0.289876 11.00000 0.02619 0.02946 = 0.03657 0.00143 -0.01066 -0.00630 AFIX 137 H15A 2 0.334037 -0.153835 0.265477 11.00000 -1.50000 H15B 2 0.305001 -0.145415 0.308071 11.00000 -1.50000 H15C 2 0.374951 -0.312970 0.291717 11.00000 -1.50000 AFIX 0 HKLF 4 REM bhd_kse10n_0ma_a.res in Pbcn REM R1 = 0.0360 for 2919 Fo > 4sig(Fo) and 0.0381 for all 3074 data REM 209 parameters refined using 0 restraints END WGHT 0.0427 3.7377 REM Highest difference peak 1.342, deepest hole -0.511, 1-sigma level 0.059 Q1 1 0.4419 0.6603 0.4247 11.00000 0.05 1.34 Q2 1 0.5754 0.3172 0.3737 11.00000 0.05 0.31 Q3 1 0.5974 0.6123 0.3574 11.00000 0.05 0.29 Q4 1 0.5796 0.6802 0.3938 11.00000 0.05 0.27 Q5 1 0.5548 0.8021 0.4553 11.00000 0.05 0.27 Q6 1 0.5600 0.3809 0.3279 11.00000 0.05 0.24 Q7 1 0.3872 0.6216 0.3903 11.00000 0.05 0.24 Q8 1 0.6790 0.6647 0.4238 11.00000 0.05 0.24 Q9 1 0.4462 0.7550 0.3811 11.00000 0.05 0.24 Q10 1 0.5288 0.1263 0.2981 11.00000 0.05 0.24 Q11 1 0.6287 0.4257 0.3094 11.00000 0.05 0.23 Q12 1 0.5201 -0.1240 0.2970 11.00000 0.05 0.22 Q13 1 0.2963 0.5104 0.3642 11.00000 0.05 0.22 Q14 1 0.2307 0.7575 0.4680 11.00000 0.05 0.22 Q15 1 0.3400 0.7112 0.4413 11.00000 0.05 0.22 Q16 1 0.5323 0.8409 0.3869 11.00000 0.05 0.21 Q17 1 0.3927 0.2530 0.2918 11.00000 0.05 0.21 Q18 1 0.3881 0.1568 0.3066 11.00000 0.05 0.21 Q19 1 0.3162 0.6210 0.4100 11.00000 0.05 0.20 Q20 1 0.5884 0.2743 0.3077 11.00000 0.05 0.20 ; _shelx_res_checksum 49538 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.55946(3) 0.68238(5) 0.42855(2) 0.01732(12) Uani 1 1 d . . . . . O1 O 0.76864(15) 0.5948(3) 0.38523(6) 0.0391(5) Uani 1 1 d . . . . . O2 O 0.69472(18) 0.8615(3) 0.48640(6) 0.0442(5) Uani 1 1 d . . . . . O3 O 0.51288(17) 0.3310(2) 0.46105(5) 0.0314(4) Uani 1 1 d . . . . . O4 O 0.49548(13) 0.5819(2) 0.35017(4) 0.0198(3) Uani 1 1 d . . . . . O5 O 0.49468(15) 0.2930(2) 0.36910(5) 0.0259(4) Uani 1 1 d . . . . . O6 O 0.37927(14) 0.1680(2) 0.28875(5) 0.0283(4) Uani 1 1 d . . . . . O7 O 0.47371(14) -0.0922(2) 0.29633(5) 0.0240(3) Uani 1 1 d . . . . . C1 C 0.44978(18) 0.6490(3) 0.38363(6) 0.0181(4) Uani 1 1 d . . . . . C2 C 0.48189(19) 0.8326(3) 0.38841(6) 0.0201(4) Uani 1 1 d . . . . . H2 H 0.5276 0.9024 0.3700 0.024 Uiso 1 1 calc R U . . . C3 C 0.45037(19) 0.9008(3) 0.42283(7) 0.0221(5) Uani 1 1 d . . . . . H3 H 0.4739 1.0231 0.4310 0.027 Uiso 1 1 calc R U . . . C4 C 0.39325(19) 0.7764(3) 0.44644(6) 0.0217(4) Uani 1 1 d . . . . . H4 H 0.3873 0.8114 0.4726 0.026 Uiso 1 1 calc R U . . . C5 C 0.2984(2) 0.6530(3) 0.43220(6) 0.0222(5) Uani 1 1 d . . . . . H5A H 0.2220 0.7169 0.4320 0.027 Uiso 1 1 calc R U . . . H5AB H 0.2909 0.5488 0.4486 0.027 Uiso 1 1 calc R U . . . C6 C 0.32689(18) 0.5871(3) 0.39329(6) 0.0210(4) Uani 1 1 d . . . . . H6A H 0.3225 0.4550 0.3923 0.025 Uiso 1 1 calc R U . . . H6AB H 0.2692 0.6367 0.3758 0.025 Uiso 1 1 calc R U . . . C7 C 0.6888(2) 0.6319(3) 0.40258(7) 0.0244(5) Uani 1 1 d . . . . . C8 C 0.6425(2) 0.7894(4) 0.46420(7) 0.0283(5) Uani 1 1 d . . . . . C9 C 0.5323(2) 0.4665(3) 0.44838(6) 0.0237(5) Uani 1 1 d . . . . . C10 C 0.51790(19) 0.4047(3) 0.34659(6) 0.0191(4) Uani 1 1 d . . . . . C11 C 0.57657(18) 0.3651(3) 0.31104(6) 0.0188(4) Uani 1 1 d . . . . . C12 C 0.58690(19) 0.1691(3) 0.30288(6) 0.0192(4) Uani 1 1 d . . . . . H12A H 0.6242 0.1077 0.3238 0.023 Uiso 1 1 calc R U . . . H12B H 0.6382 0.1521 0.2814 0.023 Uiso 1 1 calc R U . . . C13 C 0.46762(19) 0.0860(3) 0.29552(6) 0.0194(4) Uani 1 1 d . . . . . C14 C 0.6157(2) 0.4923(3) 0.28899(6) 0.0254(5) Uani 1 1 d . . . . . H14A H 0.6070 0.6145 0.2956 0.030 Uiso 1 1 calc R U . . . H14B H 0.6525 0.4613 0.2666 0.030 Uiso 1 1 calc R U . . . C15 C 0.3630(2) -0.1835(3) 0.28988(8) 0.0307(5) Uani 1 1 d . . . . . H15A H 0.3340 -0.1538 0.2655 0.046 Uiso 1 1 calc R U . . . H15B H 0.3050 -0.1454 0.3081 0.046 Uiso 1 1 calc R U . . . H15C H 0.3750 -0.3130 0.2917 0.046 Uiso 1 1 calc R U . . . 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 0.01597(18) 0.02020(19) 0.01579(18) -0.00172(13) 0.00092(12) -0.00080(12) O1 0.0250(9) 0.0530(12) 0.0395(10) 0.0007(9) 0.0108(8) 0.0073(8) O2 0.0396(10) 0.0588(13) 0.0342(10) -0.0138(10) -0.0093(9) -0.0117(10) O3 0.0414(10) 0.0263(9) 0.0264(9) 0.0063(7) -0.0011(7) -0.0050(7) O4 0.0249(7) 0.0191(7) 0.0155(7) -0.0008(6) 0.0020(6) 0.0012(6) O5 0.0351(9) 0.0213(8) 0.0212(8) 0.0017(6) 0.0051(7) 0.0026(7) O6 0.0191(8) 0.0279(9) 0.0378(10) 0.0004(7) -0.0043(7) 0.0064(6) O7 0.0206(7) 0.0211(8) 0.0302(8) -0.0009(6) -0.0072(6) 0.0005(6) C1 0.0188(10) 0.0178(10) 0.0178(10) -0.0007(8) 0.0003(8) 0.0012(8) C2 0.0204(10) 0.0192(10) 0.0206(11) 0.0021(8) 0.0005(8) 0.0019(8) C3 0.0207(10) 0.0204(11) 0.0251(11) -0.0033(9) 0.0009(8) 0.0023(8) C4 0.0204(10) 0.0236(11) 0.0211(11) -0.0057(9) 0.0043(8) 0.0032(9) C5 0.0184(10) 0.0223(11) 0.0258(11) -0.0034(9) 0.0041(8) -0.0005(9) C6 0.0187(10) 0.0208(10) 0.0234(11) -0.0029(9) -0.0001(8) -0.0015(8) C7 0.0211(11) 0.0269(12) 0.0252(11) 0.0014(9) -0.0009(9) 0.0003(9) C8 0.0235(11) 0.0354(13) 0.0260(12) -0.0028(10) -0.0005(9) -0.0038(10) C9 0.0243(10) 0.0298(13) 0.0171(10) -0.0039(9) -0.0005(8) 0.0018(9) C10 0.0200(10) 0.0199(10) 0.0175(10) -0.0008(8) -0.0009(8) 0.0005(8) C11 0.0168(9) 0.0230(11) 0.0166(10) -0.0022(8) -0.0006(8) 0.0022(8) C12 0.0173(10) 0.0226(11) 0.0177(10) -0.0037(8) -0.0003(8) 0.0036(8) C13 0.0200(10) 0.0247(11) 0.0134(9) -0.0007(8) 0.0000(8) 0.0022(9) C14 0.0266(11) 0.0254(11) 0.0242(11) -0.0006(9) 0.0065(9) 0.0012(9) C15 0.0262(12) 0.0295(13) 0.0366(14) 0.0014(10) -0.0107(10) -0.0063(10) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C7 Fe1 C9 99.63(11) . . ? C7 Fe1 C8 93.00(11) . . ? C9 Fe1 C8 101.19(11) . . ? C7 Fe1 C2 94.82(10) . . ? C9 Fe1 C2 135.17(10) . . ? C8 Fe1 C2 120.24(11) . . ? C7 Fe1 C3 127.24(10) . . ? C9 Fe1 C3 130.56(10) . . ? C8 Fe1 C3 92.07(11) . . ? C2 Fe1 C3 40.09(9) . . ? C7 Fe1 C1 92.43(10) . . ? C9 Fe1 C1 96.37(10) . . ? C8 Fe1 C1 160.46(11) . . ? C2 Fe1 C1 40.51(8) . . ? C3 Fe1 C1 69.82(9) . . ? C7 Fe1 C4 164.87(10) . . ? C9 Fe1 C4 91.13(10) . . ? C8 Fe1 C4 95.31(10) . . ? C2 Fe1 C4 70.07(9) . . ? C3 Fe1 C4 39.92(9) . . ? C1 Fe1 C4 75.72(8) . . ? C10 O4 C1 119.72(17) . . ? C13 O7 C15 114.92(18) . . ? O4 C1 C2 110.52(18) . . ? O4 C1 C6 115.51(18) . . ? C2 C1 C6 119.98(19) . . ? O4 C1 Fe1 120.55(14) . . ? C2 C1 Fe1 68.62(12) . . ? C6 C1 Fe1 113.71(15) . . ? C3 C2 C1 113.1(2) . . ? C3 C2 Fe1 70.26(13) . . ? C1 C2 Fe1 70.87(12) . . ? C3 C2 H2 123.4 . . ? C1 C2 H2 123.4 . . ? Fe1 C2 H2 123.4 . . ? C2 C3 C4 115.1(2) . . ? C2 C3 Fe1 69.65(13) . . ? C4 C3 Fe1 72.21(13) . . ? C2 C3 H3 122.3 . . ? C4 C3 H3 122.3 . . ? Fe1 C3 H3 122.3 . . ? C3 C4 C5 120.7(2) . . ? C3 C4 Fe1 67.87(12) . . ? C5 C4 Fe1 108.91(14) . . ? C3 C4 H4 116.4 . . ? C5 C4 H4 116.4 . . ? Fe1 C4 H4 116.4 . . ? C4 C5 C6 111.47(18) . . ? C4 C5 H5A 109.3 . . ? C6 C5 H5A 109.3 . . ? C4 C5 H5AB 109.3 . . ? C6 C5 H5AB 109.3 . . ? H5A C5 H5AB 108.0 . . ? C1 C6 C5 108.19(18) . . ? C1 C6 H6A 110.1 . . ? C5 C6 H6A 110.1 . . ? C1 C6 H6AB 110.1 . . ? C5 C6 H6AB 110.1 . . ? H6A C6 H6AB 108.4 . . ? O1 C7 Fe1 177.2(2) . . ? O2 C8 Fe1 178.2(3) . . ? O3 C9 Fe1 178.6(2) . . ? O5 C10 O4 124.8(2) . . ? O5 C10 C11 124.0(2) . . ? O4 C10 C11 111.23(19) . . ? C14 C11 C10 122.7(2) . . ? C14 C11 C12 123.5(2) . . ? C10 C11 C12 113.78(19) . . ? C11 C12 C13 111.52(18) . . ? C11 C12 H12A 109.3 . . ? C13 C12 H12A 109.3 . . ? C11 C12 H12B 109.3 . . ? C13 C12 H12B 109.3 . . ? H12A C12 H12B 108.0 . . ? O6 C13 O7 123.9(2) . . ? O6 C13 C12 125.0(2) . . ? O7 C13 C12 111.07(18) . . ? C11 C14 H14A 120.0 . . ? C11 C14 H14B 120.0 . . ? H14A C14 H14B 120.0 . . ? O7 C15 H15A 109.5 . . ? O7 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O7 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? 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 C7 1.791(2) . ? Fe1 C9 1.797(3) . ? Fe1 C8 1.801(3) . ? Fe1 C2 2.052(2) . ? Fe1 C3 2.060(2) . ? Fe1 C1 2.082(2) . ? Fe1 C4 2.118(2) . ? O1 C7 1.142(3) . ? O2 C8 1.144(3) . ? O3 C9 1.137(3) . ? O4 C10 1.356(3) . ? O4 C1 1.425(3) . ? O5 C10 1.205(3) . ? O6 C13 1.201(3) . ? O7 C13 1.335(3) . ? O7 C15 1.450(3) . ? C1 C2 1.431(3) . ? C1 C6 1.512(3) . ? C2 C3 1.410(3) . ? C2 H2 1.0000 . ? C3 C4 1.427(3) . ? C3 H3 1.0000 . ? C4 C5 1.511(3) . ? C4 H4 1.0000 . ? C5 C6 1.546(3) . ? C5 H5A 0.9900 . ? C5 H5AB 0.9900 . ? C6 H6A 0.9900 . ? C6 H6AB 0.9900 . ? C10 C11 1.496(3) . ? C11 C14 1.326(3) . ? C11 C12 1.500(3) . ? C12 C13 1.514(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C14 H14A 0.9500 . ? C14 H14B 0.9500 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? 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 C10 O4 C1 C2 153.50(18) . . . . ? C10 O4 C1 C6 -66.2(2) . . . . ? C10 O4 C1 Fe1 76.9(2) . . . . ? O4 C1 C2 C3 -173.40(18) . . . . ? C6 C1 C2 C3 48.3(3) . . . . ? Fe1 C1 C2 C3 -57.54(17) . . . . ? O4 C1 C2 Fe1 -115.86(16) . . . . ? C6 C1 C2 Fe1 105.83(19) . . . . ? C1 C2 C3 C4 0.2(3) . . . . ? Fe1 C2 C3 C4 -57.73(18) . . . . ? C1 C2 C3 Fe1 57.88(16) . . . . ? C2 C3 C4 C5 -43.1(3) . . . . ? Fe1 C3 C4 C5 -99.51(19) . . . . ? C2 C3 C4 Fe1 56.37(17) . . . . ? C3 C4 C5 C6 37.3(3) . . . . ? Fe1 C4 C5 C6 -37.6(2) . . . . ? O4 C1 C6 C5 173.02(18) . . . . ? C2 C1 C6 C5 -50.6(3) . . . . ? Fe1 C1 C6 C5 27.5(2) . . . . ? C4 C5 C6 C1 7.3(3) . . . . ? C1 O4 C10 O5 5.3(3) . . . . ? C1 O4 C10 C11 -174.19(17) . . . . ? O5 C10 C11 C14 -170.5(2) . . . . ? O4 C10 C11 C14 9.0(3) . . . . ? O5 C10 C11 C12 9.4(3) . . . . ? O4 C10 C11 C12 -171.08(17) . . . . ? C14 C11 C12 C13 -111.3(2) . . . . ? C10 C11 C12 C13 68.8(2) . . . . ? C15 O7 C13 O6 -2.5(3) . . . . ? C15 O7 C13 C12 179.46(19) . . . . ? C11 C12 C13 O6 15.9(3) . . . . ? C11 C12 C13 O7 -166.13(18) . . . . ?