Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Dario Braga' _publ_contact_author_address ; University of Bologna Bologna 40126 ITALY ; _publ_contact_author_email DARIO.BRAGA@UNIBO.IT _publ_section_title ; Solvent effect in a "solvent free" reaction ; loop_ _publ_author_name 'Dario Braga' 'Michele Chierotti' 'Stefano Giaffreda' 'Roberto Gobetto' 'F. Grepioni' ; G.Palladino ; 'Marco Polito' data_[Fe(C5H4-C6H5NH)2][OOC-(CH2)5-COOH] _database_code_depnum_ccdc_archive 'CCDC 648403' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H40 Fe N2 O8' _chemical_formula_weight 660.53 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.6982(4) _cell_length_b 10.6620(6) _cell_length_c 19.4343(10) _cell_angle_alpha 87.5310(10) _cell_angle_beta 86.4200(10) _cell_angle_gamma 75.9380(10) _cell_volume 1543.67(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.421 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.545 _exptl_absorpt_correction_type 'SADABS - Bruker Nonius area detector scaling and absorption correction' _exptl_absorpt_correction_T_min 0.851335 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17259 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 28.05 _reflns_number_total 6811 _reflns_number_gt 5095 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0586P)^2^+0.3663P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6811 _refine_ls_number_parameters 422 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0516 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0916 _refine_ls_wR_factor_gt 0.0843 _refine_ls_goodness_of_fit_ref 0.843 _refine_ls_restrained_S_all 0.843 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7934(2) -0.00196(16) 0.30786(8) 0.0358(4) Uani 1 1 d . . . C2 C 0.9433(3) -0.10319(16) 0.28664(9) 0.0408(4) Uani 1 1 d . . . H2 H 1.0206 -0.1585 0.3157 0.049 Uiso 1 1 calc R . . C3 C 0.9539(3) -0.10478(17) 0.21383(9) 0.0443(4) Uani 1 1 d . . . H3 H 1.0387 -0.1620 0.1868 0.053 Uiso 1 1 calc R . . C4 C 0.8143(3) -0.00510(18) 0.18918(9) 0.0425(4) Uani 1 1 d . . . H4 H 0.7916 0.0150 0.1431 0.051 Uiso 1 1 calc R . . C5 C 0.7145(2) 0.05921(18) 0.24623(8) 0.0392(4) Uani 1 1 d . . . H5 H 0.6151 0.1290 0.2442 0.047 Uiso 1 1 calc R . . C6 C 1.0625(2) 0.20722(16) 0.18851(8) 0.0356(4) Uani 1 1 d . . . C7 C 0.9747(3) 0.26152(16) 0.25120(9) 0.0395(4) Uani 1 1 d . . . H7 H 0.8738 0.3302 0.2546 0.047 Uiso 1 1 calc R . . C8 C 1.0675(3) 0.19291(18) 0.30703(9) 0.0435(4) Uani 1 1 d . . . H8 H 1.0380 0.2086 0.3535 0.052 Uiso 1 1 calc R . . C9 C 1.2125(2) 0.09668(18) 0.28016(9) 0.0421(4) Uani 1 1 d . . . H9 H 1.2955 0.0383 0.3059 0.050 Uiso 1 1 calc R . . C10 C 1.2099(2) 0.10427(17) 0.20746(9) 0.0384(4) Uani 1 1 d . . . H10 H 1.2905 0.0513 0.1771 0.046 Uiso 1 1 calc R . . C11 C 1.0106(2) 0.24597(16) 0.11813(8) 0.0358(4) Uani 1 1 d . . . C12 C 1.0756(3) 0.16568(18) 0.06299(9) 0.0430(4) Uani 1 1 d . . . H12 H 1.1519 0.0848 0.0707 0.052 Uiso 1 1 calc R . . C13 C 1.0278(3) 0.20532(19) -0.00244(9) 0.0484(5) Uani 1 1 d . . . H13 H 1.0721 0.1502 -0.0387 0.058 Uiso 1 1 calc R . . C14 C 0.8543(3) 0.3991(2) 0.03628(10) 0.0551(5) Uani 1 1 d . . . H14 H 0.7779 0.4793 0.0270 0.066 Uiso 1 1 calc R . . C15 C 0.8966(3) 0.36521(18) 0.10286(10) 0.0495(5) Uani 1 1 d . . . H15 H 0.8491 0.4220 0.1380 0.059 Uiso 1 1 calc R . . C16 C 0.7368(2) 0.03511(16) 0.37883(8) 0.0361(4) Uani 1 1 d . . . C17 C 0.6023(3) 0.14464(18) 0.39416(9) 0.0475(5) Uani 1 1 d . . . H17 H 0.5449 0.1964 0.3586 0.057 Uiso 1 1 calc R . . C18 C 0.5539(3) 0.17683(19) 0.46105(10) 0.0516(5) Uani 1 1 d . . . H18 H 0.4637 0.2506 0.4703 0.062 Uiso 1 1 calc R . . C19 C 0.7620(3) -0.00119(19) 0.50049(9) 0.0486(5) Uani 1 1 d . . . H19 H 0.8171 -0.0509 0.5371 0.058 Uiso 1 1 calc R . . C20 C 0.8153(3) -0.03884(18) 0.43472(9) 0.0438(4) Uani 1 1 d . . . H20 H 0.9043 -0.1141 0.4272 0.053 Uiso 1 1 calc R . . C21 C 0.4256(3) -0.16639(19) -0.03060(9) 0.0435(4) Uani 1 1 d . . . C22 C 0.5170(2) -0.25353(18) 0.02612(8) 0.0417(4) Uani 1 1 d . . . H22A H 0.6454 -0.2745 0.0154 0.050 Uiso 1 1 calc R . . H22B H 0.4782 -0.3336 0.0273 0.050 Uiso 1 1 calc R . . C23 C 0.5814(3) -0.28382(18) 0.15275(8) 0.0415(4) Uani 1 1 d . . . H23A H 0.5591 -0.3692 0.1505 0.050 Uiso 1 1 calc R . . H23B H 0.7091 -0.2921 0.1440 0.050 Uiso 1 1 calc R . . C24 C 0.4802(3) -0.19583(18) 0.09693(9) 0.0441(4) Uani 1 1 d . . . H24A H 0.3525 -0.1788 0.1089 0.053 Uiso 1 1 calc R . . H24B H 0.5141 -0.1139 0.0955 0.053 Uiso 1 1 calc R . . C25 C 0.5258(3) -0.23232(17) 0.22480(8) 0.0396(4) Uani 1 1 d . . . H25A H 0.5480 -0.1468 0.2267 0.048 Uiso 1 1 calc R . . H25B H 0.3979 -0.2236 0.2331 0.048 Uiso 1 1 calc R . . C26 C 0.6231(3) -0.31731(18) 0.28156(8) 0.0411(4) Uani 1 1 d . . . H26A H 0.6078 -0.4043 0.2773 0.049 Uiso 1 1 calc R . . H26B H 0.7502 -0.3213 0.2747 0.049 Uiso 1 1 calc R . . C27 C 0.5624(3) -0.27369(17) 0.35390(9) 0.0406(4) Uani 1 1 d . . . C28 C 1.2609(3) -0.49772(18) 0.14667(9) 0.0423(4) Uani 1 1 d . . . C29 C 1.3070(3) -0.54787(17) 0.21906(8) 0.0405(4) Uani 1 1 d . . . H29A H 1.4343 -0.5569 0.2235 0.049 Uiso 1 1 calc R . . H29B H 1.2844 -0.6334 0.2252 0.049 Uiso 1 1 calc R . . C30 C 1.2051(3) -0.46423(18) 0.27642(8) 0.0429(4) Uani 1 1 d . . . H30A H 1.0780 -0.4582 0.2734 0.051 Uiso 1 1 calc R . . H30B H 1.2237 -0.3777 0.2695 0.051 Uiso 1 1 calc R . . C31 C 1.2591(3) -0.51374(17) 0.34844(8) 0.0413(4) Uani 1 1 d . . . H31A H 1.3884 -0.5302 0.3501 0.050 Uiso 1 1 calc R . . H31B H 1.2258 -0.5951 0.3580 0.050 Uiso 1 1 calc R . . C32 C 1.1715(3) -0.41886(18) 0.40409(8) 0.0411(4) Uani 1 1 d . . . H32A H 1.2043 -0.3373 0.3946 0.049 Uiso 1 1 calc R . . H32B H 1.0422 -0.4028 0.4028 0.049 Uiso 1 1 calc R . . C33 C 1.2275(3) -0.46931(18) 0.47525(8) 0.0415(4) Uani 1 1 d . . . H33A H 1.1929 -0.5503 0.4844 0.050 Uiso 1 1 calc R . . H33B H 1.3573 -0.4877 0.4755 0.050 Uiso 1 1 calc R . . C34 C 1.1492(3) -0.37923(18) 0.53276(9) 0.0444(4) Uani 1 1 d . . . N1 N 0.6334(2) 0.10459(15) 0.51364(8) 0.0460(4) Uani 1 1 d . . . N2 N 0.9192(2) 0.32077(16) -0.01587(8) 0.0496(4) Uani 1 1 d . . . O1 O 0.4650(2) -0.20749(16) -0.09414(7) 0.0614(4) Uani 1 1 d . . . O2 O 0.3207(2) -0.06426(14) -0.02084(7) 0.0646(4) Uani 1 1 d . . . O3 O 0.4551(2) -0.16421(13) 0.36083(6) 0.0560(4) Uani 1 1 d . . . O4 O 0.6164(2) -0.34509(14) 0.40418(7) 0.0624(4) Uani 1 1 d . . . O5 O 1.3332(2) -0.55975(15) 0.09632(7) 0.0673(5) Uani 1 1 d . . . O6 O 1.1465(2) -0.39049(13) 0.14076(7) 0.0599(4) Uani 1 1 d . . . O7 O 1.1959(2) -0.42090(15) 0.59562(7) 0.0582(4) Uani 1 1 d . . . O8 O 1.0510(2) -0.27413(14) 0.52412(7) 0.0660(4) Uani 1 1 d . . . Fe1 Fe 0.97410(3) 0.07103(2) 0.247824(11) 0.03186(8) Uani 1 1 d . . . H100 H 0.592(3) 0.133(3) 0.5671(15) 0.099(9) Uiso 1 1 d . . . H200 H 0.886(4) 0.347(3) -0.0707(16) 0.113(10) Uiso 1 1 d . . . H101 H 0.534(4) -0.284(3) -0.0945(15) 0.103(11) Uiso 1 1 d . . . H700 H 1.258(4) -0.500(3) 0.5955(14) 0.087(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0438(10) 0.0313(9) 0.0304(8) 0.0018(7) -0.0005(7) -0.0059(8) C2 0.0559(11) 0.0289(9) 0.0333(9) -0.0002(7) 0.0003(8) -0.0028(8) C3 0.0608(12) 0.0355(10) 0.0346(9) -0.0092(7) 0.0056(8) -0.0085(9) C4 0.0535(11) 0.0455(10) 0.0303(9) -0.0036(8) -0.0044(8) -0.0142(9) C5 0.0414(10) 0.0426(10) 0.0316(9) 0.0002(7) -0.0038(7) -0.0062(8) C6 0.0415(10) 0.0333(9) 0.0306(8) -0.0001(7) -0.0015(7) -0.0064(7) C7 0.0504(11) 0.0295(9) 0.0356(9) -0.0046(7) 0.0001(8) -0.0036(8) C8 0.0582(12) 0.0441(10) 0.0292(9) -0.0061(8) -0.0043(8) -0.0128(9) C9 0.0427(10) 0.0474(11) 0.0354(9) 0.0036(8) -0.0107(8) -0.0079(8) C10 0.0382(9) 0.0396(10) 0.0345(9) -0.0009(7) -0.0022(7) -0.0037(8) C11 0.0400(9) 0.0338(9) 0.0319(9) 0.0033(7) -0.0019(7) -0.0067(7) C12 0.0533(11) 0.0377(10) 0.0316(9) 0.0010(7) -0.0021(8) 0.0011(8) C13 0.0603(12) 0.0478(11) 0.0320(9) -0.0017(8) -0.0003(9) -0.0037(10) C14 0.0709(14) 0.0420(11) 0.0433(11) 0.0054(9) -0.0112(10) 0.0047(10) C15 0.0656(13) 0.0380(10) 0.0372(10) -0.0007(8) -0.0042(9) 0.0027(9) C16 0.0442(10) 0.0338(9) 0.0290(8) -0.0002(7) 0.0020(7) -0.0082(8) C17 0.0594(12) 0.0403(10) 0.0339(9) 0.0024(8) -0.0008(9) 0.0040(9) C18 0.0640(13) 0.0418(11) 0.0395(10) -0.0051(8) 0.0059(9) 0.0040(9) C19 0.0576(12) 0.0527(12) 0.0305(9) 0.0039(8) -0.0040(8) -0.0039(10) C20 0.0485(11) 0.0413(10) 0.0337(9) 0.0009(8) 0.0017(8) 0.0035(8) C21 0.0466(11) 0.0481(11) 0.0302(9) -0.0007(8) -0.0018(8) -0.0007(9) C22 0.0442(10) 0.0481(11) 0.0281(9) -0.0024(8) -0.0018(7) -0.0016(8) C23 0.0509(11) 0.0422(10) 0.0280(9) -0.0022(7) -0.0019(8) -0.0044(8) C24 0.0567(12) 0.0419(10) 0.0290(9) -0.0017(7) -0.0019(8) -0.0030(9) C25 0.0495(11) 0.0396(9) 0.0263(8) -0.0023(7) -0.0009(7) -0.0043(8) C26 0.0489(11) 0.0397(10) 0.0296(9) -0.0017(7) -0.0024(8) -0.0006(8) C27 0.0505(11) 0.0399(10) 0.0286(9) -0.0008(7) -0.0042(8) -0.0049(8) C28 0.0542(11) 0.0399(10) 0.0299(9) -0.0033(7) -0.0037(8) -0.0053(9) C29 0.0519(11) 0.0369(9) 0.0305(9) 0.0000(7) -0.0057(8) -0.0056(8) C30 0.0551(11) 0.0404(10) 0.0282(9) 0.0001(7) -0.0057(8) -0.0015(9) C31 0.0524(11) 0.0381(10) 0.0295(9) 0.0010(7) -0.0034(8) -0.0035(8) C32 0.0499(11) 0.0409(10) 0.0287(9) 0.0015(7) -0.0045(8) -0.0034(8) C33 0.0479(11) 0.0429(10) 0.0279(9) -0.0006(7) -0.0039(7) 0.0005(8) C34 0.0559(12) 0.0406(10) 0.0322(9) -0.0020(8) -0.0063(8) -0.0018(9) N1 0.0570(10) 0.0470(9) 0.0298(8) -0.0035(7) 0.0035(7) -0.0055(8) N2 0.0621(11) 0.0494(10) 0.0336(8) 0.0051(7) -0.0085(8) -0.0059(8) O1 0.0771(11) 0.0640(10) 0.0276(7) -0.0017(6) -0.0056(7) 0.0137(8) O2 0.0771(10) 0.0568(9) 0.0433(8) -0.0023(7) -0.0096(7) 0.0179(8) O3 0.0810(10) 0.0451(8) 0.0266(6) -0.0007(6) -0.0005(6) 0.0140(7) O4 0.0908(11) 0.0513(8) 0.0283(7) 0.0042(6) -0.0100(7) 0.0160(8) O5 0.0921(12) 0.0603(9) 0.0304(7) -0.0082(6) -0.0013(7) 0.0191(8) O6 0.0868(11) 0.0474(8) 0.0307(7) -0.0023(6) -0.0113(7) 0.0148(8) O7 0.0867(11) 0.0486(9) 0.0282(7) -0.0042(6) -0.0094(7) 0.0073(8) O8 0.0929(12) 0.0467(8) 0.0420(8) -0.0043(6) -0.0109(8) 0.0171(8) Fe1 0.03958(15) 0.02917(13) 0.02291(12) -0.00134(9) -0.00142(9) -0.00067(10) _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 C1 C2 1.428(2) . ? C1 C5 1.435(2) . ? C1 C16 1.462(2) . ? C1 Fe1 2.0365(17) . ? C2 C3 1.413(2) . ? C2 Fe1 2.0363(17) . ? C2 H2 0.9300 . ? C3 C4 1.407(3) . ? C3 Fe1 2.0579(18) . ? C3 H3 0.9300 . ? C4 C5 1.412(2) . ? C4 Fe1 2.0521(18) . ? C4 H4 0.9300 . ? C5 Fe1 2.0349(18) . ? C5 H5 0.9300 . ? C6 C7 1.430(2) . ? C6 C10 1.428(2) . ? C6 C11 1.463(2) . ? C6 Fe1 2.0343(17) . ? C7 C8 1.413(3) . ? C7 Fe1 2.0360(17) . ? C7 H7 0.9300 . ? C8 C9 1.410(3) . ? C8 Fe1 2.0534(18) . ? C8 H8 0.9300 . ? C9 C10 1.413(2) . ? C9 Fe1 2.0593(18) . ? C9 H9 0.9300 . ? C10 Fe1 2.0365(18) . ? C10 H10 0.9300 . ? C11 C12 1.391(2) . ? C11 C15 1.390(2) . ? C12 C13 1.367(2) . ? C12 H12 0.9300 . ? C13 N2 1.335(2) . ? C13 H13 0.9300 . ? C14 N2 1.335(3) . ? C14 C15 1.366(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.388(2) . ? C16 C20 1.394(2) . ? C17 C18 1.365(3) . ? C17 H17 0.9300 . ? C18 N1 1.339(2) . ? C18 H18 0.9300 . ? C19 N1 1.330(2) . ? C19 C20 1.365(2) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 O2 1.202(2) . ? C21 O1 1.321(2) . ? C21 C22 1.505(2) . ? C22 C24 1.514(2) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C25 1.524(2) . ? C23 C24 1.525(2) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.512(2) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.510(2) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 O4 1.241(2) . ? C27 O3 1.263(2) . ? C28 O5 1.230(2) . ? C28 O6 1.268(2) . ? C28 C29 1.515(2) . ? C29 C30 1.514(2) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.521(2) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.523(2) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.512(2) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.504(2) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 O8 1.201(2) . ? C34 O7 1.323(2) . ? N1 H100 1.10(3) . ? N2 H200 1.12(3) . ? O1 H101 0.86(3) . ? O7 H700 0.86(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C5 106.89(15) . . ? C2 C1 C16 126.21(16) . . ? C5 C1 C16 126.85(16) . . ? C2 C1 Fe1 69.46(10) . . ? C5 C1 Fe1 69.30(10) . . ? C16 C1 Fe1 124.33(12) . . ? C3 C2 C1 108.24(16) . . ? C3 C2 Fe1 70.64(10) . . ? C1 C2 Fe1 69.48(10) . . ? C3 C2 H2 125.9 . . ? C1 C2 H2 125.9 . . ? Fe1 C2 H2 125.6 . . ? C4 C3 C2 108.35(16) . . ? C4 C3 Fe1 69.76(10) . . ? C2 C3 Fe1 68.99(10) . . ? C4 C3 H3 125.8 . . ? C2 C3 H3 125.8 . . ? Fe1 C3 H3 127.0 . . ? C3 C4 C5 108.52(16) . . ? C3 C4 Fe1 70.21(11) . . ? C5 C4 Fe1 69.14(10) . . ? C3 C4 H4 125.7 . . ? C5 C4 H4 125.7 . . ? Fe1 C4 H4 126.5 . . ? C4 C5 C1 108.00(16) . . ? C4 C5 Fe1 70.45(11) . . ? C1 C5 Fe1 69.42(10) . . ? C4 C5 H5 126.0 . . ? C1 C5 H5 126.0 . . ? Fe1 C5 H5 125.7 . . ? C7 C6 C10 106.84(15) . . ? C7 C6 C11 127.26(16) . . ? C10 C6 C11 125.88(15) . . ? C7 C6 Fe1 69.50(10) . . ? C10 C6 Fe1 69.54(10) . . ? C11 C6 Fe1 124.76(12) . . ? C8 C7 C6 108.26(16) . . ? C8 C7 Fe1 70.44(10) . . ? C6 C7 Fe1 69.37(9) . . ? C8 C7 H7 125.9 . . ? C6 C7 H7 125.9 . . ? Fe1 C7 H7 125.9 . . ? C9 C8 C7 108.30(15) . . ? C9 C8 Fe1 70.18(10) . . ? C7 C8 Fe1 69.12(10) . . ? C9 C8 H8 125.8 . . ? C7 C8 H8 125.8 . . ? Fe1 C8 H8 126.4 . . ? C8 C9 C10 108.20(16) . . ? C8 C9 Fe1 69.72(10) . . ? C10 C9 Fe1 68.96(10) . . ? C8 C9 H9 125.9 . . ? C10 C9 H9 125.9 . . ? Fe1 C9 H9 127.0 . . ? C9 C10 C6 108.39(15) . . ? C9 C10 Fe1 70.69(10) . . ? C6 C10 Fe1 69.37(10) . . ? C9 C10 H10 125.8 . . ? C6 C10 H10 125.8 . . ? Fe1 C10 H10 125.7 . . ? C12 C11 C15 116.76(16) . . ? C12 C11 C6 121.42(15) . . ? C15 C11 C6 121.82(16) . . ? C13 C12 C11 120.21(17) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? N2 C13 C12 121.91(18) . . ? N2 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? N2 C14 C15 122.04(18) . . ? N2 C14 H14 119.0 . . ? C15 C14 H14 119.0 . . ? C14 C15 C11 120.13(18) . . ? C14 C15 H15 119.9 . . ? C11 C15 H15 119.9 . . ? C17 C16 C20 116.63(16) . . ? C17 C16 C1 122.07(16) . . ? C20 C16 C1 121.30(16) . . ? C18 C17 C16 120.46(17) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? N1 C18 C17 121.50(18) . . ? N1 C18 H18 119.2 . . ? C17 C18 H18 119.2 . . ? N1 C19 C20 121.87(17) . . ? N1 C19 H19 119.1 . . ? C20 C19 H19 119.1 . . ? C19 C20 C16 120.20(17) . . ? C19 C20 H20 119.9 . . ? C16 C20 H20 119.9 . . ? O2 C21 O1 119.66(17) . . ? O2 C21 C22 123.78(17) . . ? O1 C21 C22 116.56(16) . . ? C21 C22 C24 114.10(15) . . ? C21 C22 H22A 108.7 . . ? C24 C22 H22A 108.7 . . ? C21 C22 H22B 108.7 . . ? C24 C22 H22B 108.7 . . ? H22A C22 H22B 107.6 . . ? C25 C23 C24 112.25(15) . . ? C25 C23 H23A 109.2 . . ? C24 C23 H23A 109.2 . . ? C25 C23 H23B 109.2 . . ? C24 C23 H23B 109.2 . . ? H23A C23 H23B 107.9 . . ? C22 C24 C23 112.86(15) . . ? C22 C24 H24A 109.0 . . ? C23 C24 H24A 109.0 . . ? C22 C24 H24B 109.0 . . ? C23 C24 H24B 109.0 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C23 113.74(15) . . ? C26 C25 H25A 108.8 . . ? C23 C25 H25A 108.8 . . ? C26 C25 H25B 108.8 . . ? C23 C25 H25B 108.8 . . ? H25A C25 H25B 107.7 . . ? C27 C26 C25 115.06(15) . . ? C27 C26 H26A 108.5 . . ? C25 C26 H26A 108.5 . . ? C27 C26 H26B 108.5 . . ? C25 C26 H26B 108.5 . . ? H26A C26 H26B 107.5 . . ? O4 C27 O3 122.08(16) . . ? O4 C27 C26 120.11(16) . . ? O3 C27 C26 117.81(15) . . ? O5 C28 O6 122.28(17) . . ? O5 C28 C29 120.46(17) . . ? O6 C28 C29 117.27(15) . . ? C28 C29 C30 115.18(15) . . ? C28 C29 H29A 108.5 . . ? C30 C29 H29A 108.5 . . ? C28 C29 H29B 108.5 . . ? C30 C29 H29B 108.5 . . ? H29A C29 H29B 107.5 . . ? C29 C30 C31 114.17(15) . . ? C29 C30 H30A 108.7 . . ? C31 C30 H30A 108.7 . . ? C29 C30 H30B 108.7 . . ? C31 C30 H30B 108.7 . . ? H30A C30 H30B 107.6 . . ? C30 C31 C32 112.68(14) . . ? C30 C31 H31A 109.1 . . ? C32 C31 H31A 109.1 . . ? C30 C31 H31B 109.1 . . ? C32 C31 H31B 109.1 . . ? H31A C31 H31B 107.8 . . ? C33 C32 C31 111.95(14) . . ? C33 C32 H32A 109.2 . . ? C31 C32 H32A 109.2 . . ? C33 C32 H32B 109.2 . . ? C31 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? C34 C33 C32 114.91(15) . . ? C34 C33 H33A 108.5 . . ? C32 C33 H33A 108.5 . . ? C34 C33 H33B 108.5 . . ? C32 C33 H33B 108.5 . . ? H33A C33 H33B 107.5 . . ? O8 C34 O7 120.01(17) . . ? O8 C34 C33 123.76(17) . . ? O7 C34 C33 116.23(16) . . ? C19 N1 C18 119.34(16) . . ? C19 N1 H100 120.6(14) . . ? C18 N1 H100 120.1(14) . . ? C13 N2 C14 118.94(17) . . ? C13 N2 H200 118.0(15) . . ? C14 N2 H200 123.0(15) . . ? C21 O1 H101 111(2) . . ? C34 O7 H700 111.0(18) . . ? C5 Fe1 C6 120.26(7) . . ? C5 Fe1 C7 107.77(7) . . ? C6 Fe1 C7 41.13(7) . . ? C5 Fe1 C1 41.28(7) . . ? C6 Fe1 C1 155.83(7) . . ? C7 Fe1 C1 120.48(7) . . ? C5 Fe1 C10 155.73(7) . . ? C6 Fe1 C10 41.09(7) . . ? C7 Fe1 C10 68.60(7) . . ? C1 Fe1 C10 161.59(7) . . ? C5 Fe1 C2 68.80(7) . . ? C6 Fe1 C2 161.59(7) . . ? C7 Fe1 C2 155.86(7) . . ? C1 Fe1 C2 41.06(7) . . ? C10 Fe1 C2 124.50(7) . . ? C5 Fe1 C4 40.41(7) . . ? C6 Fe1 C4 107.58(7) . . ? C7 Fe1 C4 125.80(7) . . ? C1 Fe1 C4 68.57(7) . . ? C10 Fe1 C4 120.96(7) . . ? C2 Fe1 C4 68.00(7) . . ? C5 Fe1 C8 125.77(7) . . ? C6 Fe1 C8 68.61(7) . . ? C7 Fe1 C8 40.44(7) . . ? C1 Fe1 C8 107.61(7) . . ? C10 Fe1 C8 67.98(7) . . ? C2 Fe1 C8 120.92(7) . . ? C4 Fe1 C8 162.78(8) . . ? C5 Fe1 C3 67.97(8) . . ? C6 Fe1 C3 124.91(7) . . ? C7 Fe1 C3 162.39(7) . . ? C1 Fe1 C3 68.42(7) . . ? C10 Fe1 C3 107.82(7) . . ? C2 Fe1 C3 40.37(7) . . ? C4 Fe1 C3 40.04(7) . . ? C8 Fe1 C3 155.83(8) . . ? C5 Fe1 C9 162.48(7) . . ? C6 Fe1 C9 68.51(7) . . ? C7 Fe1 C9 67.94(7) . . ? C1 Fe1 C9 124.92(7) . . ? C10 Fe1 C9 40.35(7) . . ? C2 Fe1 C9 107.73(8) . . ? C4 Fe1 C9 155.78(8) . . ? C8 Fe1 C9 40.10(7) . . ? C3 Fe1 C9 121.27(8) . . ? _diffrn_measured_fraction_theta_max 0.910 _diffrn_reflns_theta_full 28.05 _diffrn_measured_fraction_theta_full 0.910 _refine_diff_density_max 0.407 _refine_diff_density_min -0.230 _refine_diff_density_rms 0.043