Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 #==================================================================== # 1. SUBMISSION DETAILS _publ_contact_author 'Dr. Malcolm A. Halcrow' _publ_contact_author_address ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; _publ_contact_author_phone '+44 (0)113 3436506' _publ_contact_author_fax '+44 (0)113 3436565' _publ_contact_author_email m.a.halcrow@@leeds.ac.uk _publ_contact_letter ; The following set of data is for seven structures included in a manuscript we have just submitted to the Dalton Transactions office. This includes a variable temperature study of one compound, collected over six temperatures; and, one structure of a second compound. ; #======================================================================= # 2. TITLE AND AUTHOR LIST _publ_section_title ; Thermal and Light-Induced Spin-Crossover in Salts of the Heptadentate Complex [Tris(4-{pyrazol-3-yl}-3-aza-3-butenyl)amine]iron(II) ; loop_ _publ_author_name _publ_author_address 'Malcolm A. Halcrow' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; 'Hanane Z. Lazar' ; Institut de Chimie de la Matiere Condensee de Bordeaux, UPR CNRS 9048 - Universite de Bordeaux 1, Groupe des Sciences Moleculaires, 87 Av. Doc. A. Schweitzer, F-33608 Pessac, France. ; 'Thibaut Forestier' ; Institut de Chimie de la Matiere Condensee de Bordeaux, UPR CNRS 9048 - Universite de Bordeaux 1, Groupe des Sciences Moleculaires, 87 Av. Doc. A. Schweitzer, F-33608 Pessac, France. ; 'Simon A. Barrett' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; 'Colin A. Kilner' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; ; J.-F.Letard ; ; Institut de Chimie de la Matiere Condensee de Bordeaux, UPR CNRS 9048 - Universite de Bordeaux 1, Groupe des Sciences Moleculaires, 87 Av. Doc. A. Schweitzer, F-33608 Pessac, France. ; _publ_contact_author_name 'Dr. Malcolm A. Halcrow' #================================================================= data_mh171 _database_code_depnum_ccdc_archive 'CCDC 650558' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Tris-(4-{pyrazol-3-yl}-3-aza-3-butenyl)amine]iron(II) ditetrafluoroborate monohydrate ; _chemical_name_common ; (Tris-(4-(pyrazol-3-yl)-3-aza-3-butenyl)amine)iron(ii) ditetrafluoroborate monohydrate ; _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 Fe N10, 2[B F4], H2 O' _chemical_formula_sum 'C18 H26 B2 F8 Fe N10 O' _chemical_formula_weight 627.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.3582(1) _cell_length_b 22.4857(3) _cell_length_c 12.6267(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.5842(5) _cell_angle_gamma 90.00 _cell_volume 2602.86(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 46070 _cell_measurement_theta_min 1.81 _cell_measurement_theta_max 27.48 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Orange-yellow _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 0.671 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.565 _exptl_absorpt_correction_T_max 0.934 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 46070 _diffrn_reflns_av_R_equivalents 0.0942 _diffrn_reflns_av_sigmaI/netI 0.0489 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5973 _reflns_number_gt 4149 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-SEED (Barbour, 2003)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Both BF~4~^--^ ions are disordered over two orientations, labelled A and B. The occupancy ratio of these sites for anion B30--F34 refined to 0.69:0.31, and these values were applied in the final least squares cycles. The thermal parameters of the 'A' and 'B' sites for anion B35--F39 were consistent with these two moieties being equally occupied. All B---F bonds were restrained to the refined value of 1.38(2)\%A, and F...F distances within each partial anion to 2.25(2)\%A. All non-H atoms except the minor disorder orientation B30B--F34B were refined anisotropically. All H atoms in the complex dication were placed in calculated positions and refined using a riding model. The two water H atoms [H40A and H40B] were located in the difference map and allowed to refine with the restraints O---H = 0.84(2)\%A, H40A...H40B = 1.37(2)\%A and with U~iso~ fixed to be 1.2U~iso~ of O40. An anti-bumping restraint was also applied between H9 and H40A. ; _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^)+(0.0736P)^2^+0.3241P] 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 5973 _refine_ls_number_parameters 433 _refine_ls_number_restraints 44 _refine_ls_R_factor_all 0.0765 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.1286 _refine_ls_wR_factor_gt 0.1103 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.50627(3) 0.366450(14) 0.24897(2) 0.02588(12) Uani 1 1 d . . . N2 N 0.4303(2) 0.26717(9) 0.12579(15) 0.0306(4) Uani 1 1 d . . . C3 C 0.4077(3) 0.21916(11) 0.19978(19) 0.0342(6) Uani 1 1 d . . . H3A H 0.4338 0.1805 0.1713 0.041 Uiso 1 1 calc R . . H3B H 0.3035 0.2176 0.2049 0.041 Uiso 1 1 calc R . . C4 C 0.5012(3) 0.22976(10) 0.3113(2) 0.0339(5) Uani 1 1 d . . . H4A H 0.4761 0.2007 0.3636 0.041 Uiso 1 1 calc R . . H4B H 0.6057 0.2251 0.3090 0.041 Uiso 1 1 calc R . . N5 N 0.4728(2) 0.29036(8) 0.34432(15) 0.0286(4) Uani 1 1 d . . . C6 C 0.4150(2) 0.29852(10) 0.42648(18) 0.0294(5) Uani 1 1 d . . . H6 H 0.3944 0.2659 0.4689 0.035 Uiso 1 1 calc R . . C7 C 0.3816(2) 0.35932(10) 0.45326(18) 0.0276(5) Uani 1 1 d . . . N8 N 0.40805(19) 0.40167(8) 0.38528(15) 0.0280(4) Uani 1 1 d . . . N9 N 0.36756(19) 0.45252(9) 0.42608(16) 0.0306(4) Uani 1 1 d . . . H9 H 0.3739 0.4877 0.3969 0.037 Uiso 1 1 calc RD . . C10 C 0.3161(2) 0.44354(11) 0.51694(19) 0.0329(5) Uani 1 1 d . . . H10 H 0.2810 0.4732 0.5589 0.039 Uiso 1 1 calc R . . C11 C 0.3238(2) 0.38345(11) 0.53761(19) 0.0308(5) Uani 1 1 d . . . H11 H 0.2961 0.3629 0.5961 0.037 Uiso 1 1 calc R . . C12 C 0.5553(3) 0.25562(11) 0.0733(2) 0.0344(5) Uani 1 1 d . . . H12A H 0.5212 0.2345 0.0041 0.041 Uiso 1 1 calc R . . H12B H 0.6273 0.2300 0.1205 0.041 Uiso 1 1 calc R . . C13 C 0.6269(3) 0.31395(11) 0.05242(19) 0.0341(6) Uani 1 1 d . . . H13A H 0.7142 0.3063 0.0214 0.041 Uiso 1 1 calc R . . H13B H 0.5579 0.3386 0.0008 0.041 Uiso 1 1 calc R . . N14 N 0.66808(19) 0.34451(9) 0.15591(16) 0.0296(4) Uani 1 1 d . . . C15 C 0.8009(2) 0.35699(10) 0.1956(2) 0.0327(5) Uani 1 1 d . . . H15 H 0.8748 0.3513 0.1549 0.039 Uiso 1 1 calc R . . C16 C 0.8359(2) 0.38025(10) 0.3052(2) 0.0315(5) Uani 1 1 d . . . N17 N 0.7241(2) 0.38562(9) 0.35659(15) 0.0295(4) Uani 1 1 d . . . N18 N 0.7860(2) 0.40416(9) 0.45681(16) 0.0313(4) Uani 1 1 d . . . H18 H 0.7371 0.4113 0.5081 0.038 Uiso 1 1 calc R . . C19 C 0.9314(3) 0.41039(11) 0.4692(2) 0.0369(6) Uani 1 1 d . . . H19 H 0.9965 0.4230 0.5330 0.044 Uiso 1 1 calc R . . C20 C 0.9682(3) 0.39528(12) 0.3732(2) 0.0390(6) Uani 1 1 d . . . H20 H 1.0627 0.3950 0.3564 0.047 Uiso 1 1 calc R . . C21 C 0.2961(3) 0.28289(11) 0.0488(2) 0.0350(6) Uani 1 1 d . . . H21A H 0.2374 0.2466 0.0274 0.042 Uiso 1 1 calc R . . H21B H 0.3212 0.3005 -0.0170 0.042 Uiso 1 1 calc R . . C22 C 0.2074(2) 0.32732(11) 0.1001(2) 0.0346(6) Uani 1 1 d . . . H22A H 0.1202 0.3401 0.0468 0.042 Uiso 1 1 calc R . . H22B H 0.1747 0.3090 0.1625 0.042 Uiso 1 1 calc R . . N23 N 0.3021(2) 0.37829(9) 0.13567(16) 0.0299(4) Uani 1 1 d . . . C24 C 0.2695(2) 0.42946(11) 0.09542(19) 0.0326(5) Uani 1 1 d . . . H24 H 0.1783 0.4369 0.0486 0.039 Uiso 1 1 calc R . . C25 C 0.3779(2) 0.47638(11) 0.12410(19) 0.0310(5) Uani 1 1 d . . . N26 N 0.5038(2) 0.46026(8) 0.18905(15) 0.0303(4) Uani 1 1 d . . . N27 N 0.5872(2) 0.50925(9) 0.19713(16) 0.0328(5) Uani 1 1 d . . . H27 H 0.6765 0.5113 0.2357 0.039 Uiso 1 1 calc R . . C28 C 0.5187(3) 0.55475(12) 0.1396(2) 0.0402(6) Uani 1 1 d . . . H28 H 0.5576 0.5933 0.1335 0.048 Uiso 1 1 calc R . . C29 C 0.3822(3) 0.53543(11) 0.0914(2) 0.0403(6) Uani 1 1 d . . . H29 H 0.3074 0.5574 0.0459 0.048 Uiso 1 1 calc R . . B30A B 0.9611(10) 0.5328(4) 0.2026(7) 0.045(3) Uani 0.69 1 d PD A 1 F31A F 0.8776(7) 0.5451(3) 0.2814(5) 0.0580(13) Uani 0.69 1 d PD A 1 F32A F 1.0966(2) 0.51124(16) 0.2524(3) 0.0578(8) Uani 0.69 1 d PD A 1 F33A F 0.8901(10) 0.4921(4) 0.1316(7) 0.071(3) Uani 0.69 1 d PD A 1 F34A F 0.9784(4) 0.58464(12) 0.1497(3) 0.0747(9) Uani 0.69 1 d PD A 1 B30B B 0.940(2) 0.5359(8) 0.2018(15) 0.048(8) Uiso 0.31 1 d PD B 2 F31B F 0.8762(16) 0.5299(6) 0.2910(12) 0.045(3) Uiso 0.31 1 d PD B 2 F32B F 1.0883(13) 0.5370(6) 0.2340(12) 0.139(6) Uiso 0.31 1 d PD B 2 F33B F 0.8930(16) 0.4904(5) 0.1306(12) 0.037(4) Uiso 0.31 1 d PD B 2 F34B F 0.9027(11) 0.5904(5) 0.1512(10) 0.116(4) Uiso 0.31 1 d PD B 2 B35A B 0.5020(16) 0.7179(6) 0.2376(14) 0.034(6) Uani 0.50 1 d PD C 1 F36A F 0.4116(17) 0.6681(5) 0.2349(15) 0.052(3) Uani 0.50 1 d PD C 1 F37A F 0.6279(19) 0.7027(9) 0.2037(18) 0.057(4) Uani 0.50 1 d PD C 1 F38A F 0.537(2) 0.7372(7) 0.3452(11) 0.058(4) Uani 0.50 1 d PD C 1 F39A F 0.426(2) 0.7619(7) 0.1742(14) 0.044(3) Uani 0.50 1 d PD C 1 B35B B 0.4976(16) 0.7174(7) 0.2458(13) 0.035(6) Uani 0.50 1 d PD D 2 F36B F 0.4173(15) 0.6675(6) 0.2621(15) 0.063(4) Uani 0.50 1 d PD D 2 F37B F 0.6054(19) 0.7000(7) 0.1907(18) 0.044(2) Uani 0.50 1 d PD D 2 F38B F 0.563(2) 0.7423(8) 0.3435(12) 0.054(3) Uani 0.50 1 d PD D 2 F39B F 0.405(2) 0.7585(7) 0.1848(15) 0.042(3) Uani 0.50 1 d PD D 2 O40 O 0.32962(18) 0.57226(8) 0.35711(14) 0.0368(4) Uani 1 1 d D . . H40A H 0.254(2) 0.5691(8) 0.3069(18) 0.044 Uiso 1 1 d D . . H40B H 0.379(2) 0.5982(10) 0.335(2) 0.044 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.02625(19) 0.0273(2) 0.02365(19) 0.00103(13) 0.00406(13) 0.00015(12) N2 0.0335(10) 0.0320(11) 0.0251(10) -0.0008(9) 0.0034(8) -0.0044(8) C3 0.0451(14) 0.0268(13) 0.0307(13) -0.0032(10) 0.0075(11) -0.0040(10) C4 0.0427(13) 0.0259(13) 0.0327(14) 0.0003(11) 0.0067(10) 0.0038(10) N5 0.0320(10) 0.0273(10) 0.0251(10) 0.0000(8) 0.0020(8) 0.0007(8) C6 0.0332(12) 0.0305(13) 0.0236(12) 0.0040(10) 0.0036(9) -0.0022(9) C7 0.0263(11) 0.0334(13) 0.0222(12) 0.0011(10) 0.0031(9) -0.0009(9) N8 0.0280(9) 0.0274(10) 0.0284(11) -0.0003(8) 0.0055(8) 0.0006(8) N9 0.0326(10) 0.0263(11) 0.0332(11) -0.0002(9) 0.0075(8) 0.0012(8) C10 0.0312(12) 0.0384(14) 0.0296(13) -0.0055(11) 0.0073(10) 0.0009(10) C11 0.0314(12) 0.0354(14) 0.0261(12) 0.0001(10) 0.0068(9) -0.0008(10) C12 0.0418(13) 0.0345(14) 0.0272(13) -0.0059(10) 0.0079(10) -0.0020(10) C13 0.0367(13) 0.0408(14) 0.0250(13) -0.0053(11) 0.0067(10) -0.0016(10) N14 0.0300(10) 0.0301(11) 0.0289(11) -0.0014(9) 0.0066(8) -0.0009(8) C15 0.0313(12) 0.0337(13) 0.0343(14) -0.0034(11) 0.0092(10) -0.0007(9) C16 0.0289(12) 0.0312(13) 0.0333(13) -0.0003(10) 0.0038(10) 0.0001(9) N17 0.0300(10) 0.0315(11) 0.0263(10) -0.0035(9) 0.0042(8) 0.0008(8) N18 0.0330(10) 0.0331(11) 0.0265(11) -0.0031(9) 0.0027(8) 0.0007(8) C19 0.0317(12) 0.0392(15) 0.0362(15) -0.0048(12) -0.0021(10) -0.0020(10) C20 0.0287(12) 0.0462(16) 0.0405(15) -0.0042(12) 0.0030(10) -0.0013(11) C21 0.0372(13) 0.0360(14) 0.0288(13) -0.0027(11) -0.0004(10) -0.0088(10) C22 0.0314(12) 0.0359(14) 0.0340(14) 0.0041(11) 0.0006(10) -0.0069(10) N23 0.0278(10) 0.0342(12) 0.0270(10) 0.0004(9) 0.0034(8) -0.0022(8) C24 0.0327(12) 0.0350(14) 0.0282(13) 0.0035(11) 0.0016(10) 0.0017(10) C25 0.0353(12) 0.0317(13) 0.0262(12) 0.0021(10) 0.0067(10) 0.0026(10) N26 0.0312(10) 0.0310(11) 0.0284(11) 0.0007(9) 0.0053(8) -0.0037(8) N27 0.0349(10) 0.0301(11) 0.0330(11) -0.0010(9) 0.0056(9) -0.0043(8) C28 0.0535(15) 0.0285(13) 0.0392(15) 0.0018(11) 0.0111(12) -0.0019(11) C29 0.0436(14) 0.0329(14) 0.0428(16) 0.0073(12) 0.0045(12) 0.0057(11) B30A 0.024(3) 0.056(5) 0.050(5) -0.004(2) -0.001(2) -0.015(2) F31A 0.0484(19) 0.075(4) 0.050(2) -0.018(3) 0.0072(14) -0.012(3) F32A 0.0228(11) 0.072(2) 0.071(2) -0.0011(17) -0.0092(10) -0.0013(11) F33A 0.068(4) 0.082(4) 0.059(3) -0.0201(17) 0.0019(14) -0.0156(16) F34A 0.100(3) 0.0399(16) 0.090(2) 0.0112(15) 0.031(2) -0.0153(16) B35A 0.046(10) 0.028(10) 0.029(8) -0.006(6) 0.011(7) -0.022(7) F36A 0.074(5) 0.026(3) 0.065(6) 0.003(3) 0.037(4) -0.007(3) F37A 0.035(5) 0.085(6) 0.056(7) -0.017(4) 0.018(5) -0.007(3) F38A 0.088(8) 0.055(6) 0.025(4) 0.001(3) -0.004(4) 0.029(6) F39A 0.062(7) 0.043(4) 0.029(4) 0.005(3) 0.013(4) 0.000(3) B35B 0.041(9) 0.039(11) 0.028(8) 0.006(6) 0.016(6) 0.019(6) F36B 0.044(4) 0.055(5) 0.092(10) 0.020(4) 0.021(4) -0.008(3) F37B 0.035(5) 0.057(5) 0.043(4) 0.002(4) 0.013(4) 0.005(4) F38B 0.072(5) 0.051(4) 0.037(4) -0.011(3) 0.005(3) 0.001(3) F39B 0.045(3) 0.051(4) 0.032(4) 0.016(3) 0.014(3) 0.011(4) O40 0.0373(9) 0.0372(10) 0.0360(10) 0.0009(8) 0.0076(8) -0.0059(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N5 2.1509(19) . ? Fe1 N14 2.1522(19) . ? Fe1 N23 2.1611(19) . ? Fe1 N26 2.2395(19) . ? Fe1 N8 2.2516(19) . ? Fe1 N17 2.2531(19) . ? Fe1 N2 2.7320(19) . ? N2 C21 1.469(3) . ? N2 C3 1.471(3) . ? N2 C12 1.478(3) . ? C3 C4 1.520(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N5 1.465(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? N5 C6 1.276(3) . ? C6 C7 1.458(3) . ? C6 H6 0.9500 . ? C7 N8 1.338(3) . ? C7 C11 1.397(3) . ? N8 N9 1.340(3) . ? N9 C10 1.346(3) . ? N9 H9 0.8800 . ? C10 C11 1.375(3) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.520(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N14 1.458(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? N14 C15 1.275(3) . ? C15 C16 1.453(3) . ? C15 H15 0.9500 . ? C16 N17 1.342(3) . ? C16 C20 1.399(3) . ? N17 N18 1.348(3) . ? N18 C19 1.345(3) . ? N18 H18 0.8800 . ? C19 C20 1.368(4) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C22 1.524(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 N23 1.463(3) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? N23 C24 1.270(3) . ? C24 C25 1.458(3) . ? C24 H24 0.9500 . ? C25 N26 1.343(3) . ? C25 C29 1.393(4) . ? N26 N27 1.342(3) . ? N27 C28 1.341(3) . ? N27 H27 0.8800 . ? C28 C29 1.370(4) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? B30A F33A 1.359(8) . ? B30A F34A 1.369(8) . ? B30A F32A 1.385(9) . ? B30A F31A 1.410(9) . ? B30B F32B 1.367(16) . ? B30B F33B 1.373(16) . ? B30B F31B 1.382(17) . ? B30B F34B 1.394(17) . ? B35A F37A 1.374(14) . ? B35A F39A 1.379(13) . ? B35A F36A 1.399(11) . ? B35A F38A 1.400(13) . ? B35B F38B 1.380(13) . ? B35B F36B 1.388(13) . ? B35B F39B 1.389(12) . ? B35B F37B 1.392(13) . ? O40 H40A 0.855(15) . ? O40 H40B 0.823(16) . ? 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 N5 Fe1 N14 108.70(7) . . ? N5 Fe1 N23 105.06(7) . . ? N14 Fe1 N23 106.99(7) . . ? N5 Fe1 N26 161.02(7) . . ? N14 Fe1 N26 89.54(7) . . ? N23 Fe1 N26 73.30(7) . . ? N5 Fe1 N8 74.00(7) . . ? N14 Fe1 N8 159.71(7) . . ? N23 Fe1 N8 91.17(7) . . ? N26 Fe1 N8 87.07(7) . . ? N5 Fe1 N17 91.73(7) . . ? N14 Fe1 N17 73.89(7) . . ? N23 Fe1 N17 161.51(8) . . ? N26 Fe1 N17 88.29(7) . . ? N8 Fe1 N17 86.02(7) . . ? N5 Fe1 N2 67.55(6) . . ? N14 Fe1 N2 68.47(6) . . ? N23 Fe1 N2 68.25(7) . . ? N26 Fe1 N2 126.41(6) . . ? N8 Fe1 N2 128.54(6) . . ? N17 Fe1 N2 126.88(6) . . ? C21 N2 C3 112.58(18) . . ? C21 N2 C12 113.20(19) . . ? C3 N2 C12 112.56(19) . . ? C21 N2 Fe1 105.69(14) . . ? C3 N2 Fe1 107.00(13) . . ? C12 N2 Fe1 105.06(13) . . ? N2 C3 C4 110.11(19) . . ? N2 C3 H3A 109.6 . . ? C4 C3 H3A 109.6 . . ? N2 C3 H3B 109.6 . . ? C4 C3 H3B 109.6 . . ? H3A C3 H3B 108.2 . . ? N5 C4 C3 107.81(19) . . ? N5 C4 H4A 110.1 . . ? C3 C4 H4A 110.1 . . ? N5 C4 H4B 110.1 . . ? C3 C4 H4B 110.1 . . ? H4A C4 H4B 108.5 . . ? C6 N5 C4 119.7(2) . . ? C6 N5 Fe1 118.28(16) . . ? C4 N5 Fe1 121.72(15) . . ? N5 C6 C7 118.0(2) . . ? N5 C6 H6 121.0 . . ? C7 C6 H6 121.0 . . ? N8 C7 C11 111.3(2) . . ? N8 C7 C6 116.3(2) . . ? C11 C7 C6 132.5(2) . . ? C7 N8 N9 104.93(18) . . ? C7 N8 Fe1 113.37(15) . . ? N9 N8 Fe1 141.68(15) . . ? N8 N9 C10 112.15(19) . . ? N8 N9 H9 123.9 . . ? C10 N9 H9 123.9 . . ? N9 C10 C11 107.2(2) . . ? N9 C10 H10 126.4 . . ? C11 C10 H10 126.4 . . ? C10 C11 C7 104.5(2) . . ? C10 C11 H11 127.7 . . ? C7 C11 H11 127.7 . . ? N2 C12 C13 110.0(2) . . ? N2 C12 H12A 109.7 . . ? C13 C12 H12A 109.7 . . ? N2 C12 H12B 109.7 . . ? C13 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? N14 C13 C12 107.30(19) . . ? N14 C13 H13A 110.3 . . ? C12 C13 H13A 110.3 . . ? N14 C13 H13B 110.3 . . ? C12 C13 H13B 110.3 . . ? H13A C13 H13B 108.5 . . ? C15 N14 C13 121.2(2) . . ? C15 N14 Fe1 118.18(16) . . ? C13 N14 Fe1 120.59(14) . . ? N14 C15 C16 117.9(2) . . ? N14 C15 H15 121.0 . . ? C16 C15 H15 121.0 . . ? N17 C16 C20 111.1(2) . . ? N17 C16 C15 116.4(2) . . ? C20 C16 C15 132.3(2) . . ? C16 N17 N18 104.61(18) . . ? C16 N17 Fe1 112.93(15) . . ? N18 N17 Fe1 142.35(15) . . ? C19 N18 N17 112.1(2) . . ? C19 N18 H18 124.0 . . ? N17 N18 H18 124.0 . . ? N18 C19 C20 107.4(2) . . ? N18 C19 H19 126.3 . . ? C20 C19 H19 126.3 . . ? C19 C20 C16 104.8(2) . . ? C19 C20 H20 127.6 . . ? C16 C20 H20 127.6 . . ? N2 C21 C22 110.05(19) . . ? N2 C21 H21A 109.7 . . ? C22 C21 H21A 109.7 . . ? N2 C21 H21B 109.7 . . ? C22 C21 H21B 109.7 . . ? H21A C21 H21B 108.2 . . ? N23 C22 C21 107.19(19) . . ? N23 C22 H22A 110.3 . . ? C21 C22 H22A 110.3 . . ? N23 C22 H22B 110.3 . . ? C21 C22 H22B 110.3 . . ? H22A C22 H22B 108.5 . . ? C24 N23 C22 120.30(19) . . ? C24 N23 Fe1 119.07(16) . . ? C22 N23 Fe1 120.49(15) . . ? N23 C24 C25 117.2(2) . . ? N23 C24 H24 121.4 . . ? C25 C24 H24 121.4 . . ? N26 C25 C29 111.3(2) . . ? N26 C25 C24 116.0(2) . . ? C29 C25 C24 132.5(2) . . ? N27 N26 C25 104.49(18) . . ? N27 N26 Fe1 141.38(14) . . ? C25 N26 Fe1 114.11(15) . . ? C28 N27 N26 112.20(19) . . ? C28 N27 H27 123.9 . . ? N26 N27 H27 123.9 . . ? N27 C28 C29 107.5(2) . . ? N27 C28 H28 126.3 . . ? C29 C28 H28 126.3 . . ? C28 C29 C25 104.5(2) . . ? C28 C29 H29 127.7 . . ? C25 C29 H29 127.7 . . ? F33A B30A F34A 110.0(7) . . ? F33A B30A F32A 110.2(8) . . ? F34A B30A F32A 109.5(6) . . ? F33A B30A F31A 109.3(7) . . ? F34A B30A F31A 108.4(7) . . ? F32A B30A F31A 109.5(6) . . ? F32B B30B F33B 112.3(15) . . ? F32B B30B F31B 109.7(14) . . ? F33B B30B F31B 109.1(14) . . ? F32B B30B F34B 105.4(13) . . ? F33B B30B F34B 109.7(14) . . ? F31B B30B F34B 110.5(14) . . ? F37A B35A F39A 111.9(12) . . ? F37A B35A F36A 110.2(11) . . ? F39A B35A F36A 108.6(11) . . ? F37A B35A F38A 109.5(11) . . ? F39A B35A F38A 109.4(11) . . ? F36A B35A F38A 107.0(12) . . ? F38B B35B F36B 110.5(12) . . ? F38B B35B F39B 109.9(12) . . ? F36B B35B F39B 108.8(11) . . ? F38B B35B F37B 109.1(11) . . ? F36B B35B F37B 108.4(11) . . ? F39B B35B F37B 110.2(12) . . ? H40A O40 H40B 104.2(19) . . ? 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 N9 H9 O40 0.88 1.99 2.830(3) 159.6 . N18 H18 O40 0.88 1.96 2.827(3) 167.5 3_666 N27 H27 F31A 0.88 2.00 2.830(6) 155.8 . N27 H27 F31B 0.88 1.91 2.766(16) 165.2 . O40 H40A F32A 0.855(15) 1.980(18) 2.689(3) 139.5(16) 1_455 O40 H40A F32B 0.855(15) 1.79(2) 2.596(13) 157.0(19) 1_455 O40 H40B F36A 0.823(16) 2.08(2) 2.845(14) 154(2) . O40 H40B F36B 0.823(16) 1.88(2) 2.664(14) 158(3) . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.883 _refine_diff_density_min -0.725 _refine_diff_density_rms 0.128 #=END data_mh172rt _database_code_depnum_ccdc_archive 'CCDC 650559' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Tris-(4-{pyrazol-3-yl}-3-aza-3-butenyl)amine]iron(II) dinitrate mono-nitromethane solvate ; _chemical_name_common ; (Tris-(4-(pyrazol-3-yl)-3-aza-3-butenyl)amine)iron(ii) dinitrate mono-nitromethane solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 Fe N10, 2[N O3], C H3 N O2' _chemical_formula_sum 'C19 H27 Fe N13 O8' _chemical_formula_weight 621.39 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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' 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' _cell_length_a 11.6918(12) _cell_length_b 12.9226(14) _cell_length_c 17.923(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2708.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 300(2) _cell_measurement_reflns_used 113800 _cell_measurement_theta_min 1.94 _cell_measurement_theta_max 28.36 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.626 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.716 _exptl_absorpt_correction_T_max 0.853 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 300(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 113800 _diffrn_reflns_av_R_equivalents 0.0444 _diffrn_reflns_av_sigmaI/netI 0.0191 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 28.36 _reflns_number_total 6678 _reflns_number_gt 5669 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Both nitrate ions, N30--O33 and N34--O37, are disordered over three equally occupied sites, labelled 'A', 'B' and 'C'. The refined restraints N---O = 1.25(2) and O...O = 2.17(2)\%A were applied to these moieties. The nitromethane molecule C38--N41 is also disordered, over two sites 'A' (refined with occupancy 0.60) and 'B' (0.40) that share a common, wholly occupied N atom N39. The restraints C---N = 1.45(2), N---O = 1.25(2) and O...O = 2.17(2)\%A were applied to these partial solvent molecules. All wholly occupied non-H atoms were refined anisotropically, while H atoms were placed in calculated positions and refined using a riding model. ; _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^)+(0.0975P)^2^+0.3768P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.004(17) _refine_ls_number_reflns 6678 _refine_ls_number_parameters 392 _refine_ls_number_restraints 44 _refine_ls_R_factor_all 0.0595 _refine_ls_R_factor_gt 0.0481 _refine_ls_wR_factor_ref 0.1450 _refine_ls_wR_factor_gt 0.1331 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.41944(3) 0.62144(3) 0.92936(2) 0.04389(12) Uani 1 1 d . . . N2 N 0.4185(3) 0.8096(2) 0.83522(16) 0.0577(6) Uani 1 1 d . . . C3 C 0.4974(3) 0.7839(3) 0.77330(19) 0.0599(8) Uani 1 1 d . . . H3A H 0.5736 0.8086 0.7852 0.072 Uiso 1 1 calc R . . H3B H 0.4723 0.8184 0.7281 0.072 Uiso 1 1 calc R . . C4 C 0.5010(4) 0.6674(3) 0.76020(18) 0.0596(8) Uani 1 1 d . . . H4A H 0.4272 0.6434 0.7425 0.072 Uiso 1 1 calc R . . H4B H 0.5580 0.6510 0.7227 0.072 Uiso 1 1 calc R . . N5 N 0.5298(2) 0.6163(2) 0.83113(14) 0.0497(5) Uani 1 1 d . . . C6 C 0.6271(3) 0.5728(3) 0.8391(2) 0.0563(7) Uani 1 1 d . . . H6 H 0.6781 0.5687 0.7994 0.068 Uiso 1 1 calc R . . C7 C 0.6564(3) 0.5298(2) 0.91169(19) 0.0539(7) Uani 1 1 d . . . N8 N 0.5788(2) 0.5397(2) 0.96756(14) 0.0502(5) Uani 1 1 d . . . N9 N 0.6278(3) 0.4944(2) 1.02747(16) 0.0565(6) Uani 1 1 d . . . H9 H 0.5961 0.4895 1.0706 0.068 Uiso 1 1 calc R . . C10 C 0.7339(3) 0.4574(3) 1.0108(3) 0.0696(10) Uani 1 1 d . . . H10 H 0.7826 0.4226 1.0433 0.084 Uiso 1 1 calc R . . C11 C 0.7557(3) 0.4807(3) 0.9380(3) 0.0663(9) Uani 1 1 d . . . H11 H 0.8223 0.4670 0.9114 0.080 Uiso 1 1 calc R . . C12 C 0.2986(3) 0.8197(3) 0.8118(3) 0.0693(10) Uani 1 1 d . . . H12A H 0.2878 0.7851 0.7643 0.083 Uiso 1 1 calc R . . H12B H 0.2800 0.8923 0.8053 0.083 Uiso 1 1 calc R . . C13 C 0.2192(3) 0.7723(3) 0.8698(3) 0.0677(10) Uani 1 1 d . . . H13A H 0.2241 0.8109 0.9161 0.081 Uiso 1 1 calc R . . H13B H 0.1408 0.7749 0.8523 0.081 Uiso 1 1 calc R . . N14 N 0.2536(2) 0.6635(2) 0.88254(16) 0.0527(6) Uani 1 1 d . . . C15 C 0.1909(3) 0.5889(3) 0.86076(18) 0.0543(7) Uani 1 1 d . . . H15 H 0.1201 0.6018 0.8389 0.065 Uiso 1 1 calc R . . C16 C 0.2318(3) 0.4820(3) 0.87058(17) 0.0513(7) Uani 1 1 d . . . N17 N 0.3386(2) 0.46983(19) 0.89942(14) 0.0477(5) Uani 1 1 d . . . N18 N 0.3568(3) 0.3666(2) 0.89982(15) 0.0572(6) Uani 1 1 d . . . H18 H 0.4182 0.3374 0.9158 0.069 Uiso 1 1 calc R . . C19 C 0.2658(4) 0.3153(3) 0.8718(2) 0.0738(11) Uani 1 1 d . . . H19 H 0.2598 0.2439 0.8665 0.089 Uiso 1 1 calc R . . C20 C 0.1839(4) 0.3861(3) 0.8525(2) 0.0702(10) Uani 1 1 d . . . H20 H 0.1122 0.3732 0.8320 0.084 Uiso 1 1 calc R . . C21 C 0.4583(4) 0.8919(3) 0.8857(2) 0.0680(9) Uani 1 1 d . . . H21A H 0.3926 0.9273 0.9068 0.082 Uiso 1 1 calc R . . H21B H 0.5022 0.9421 0.8574 0.082 Uiso 1 1 calc R . . C22 C 0.5313(4) 0.8500(3) 0.9481(2) 0.0654(9) Uani 1 1 d . . . H22A H 0.6028 0.8239 0.9282 0.079 Uiso 1 1 calc R . . H22B H 0.5485 0.9047 0.9834 0.079 Uiso 1 1 calc R . . N23 N 0.4684(2) 0.7658(2) 0.98588(15) 0.0515(6) Uani 1 1 d . . . C24 C 0.4330(3) 0.7777(2) 1.05285(18) 0.0525(7) Uani 1 1 d . . . H24 H 0.4474 0.8387 1.0787 0.063 Uiso 1 1 calc R . . C25 C 0.3694(3) 0.6930(2) 1.08794(16) 0.0467(6) Uani 1 1 d . . . N26 N 0.3447(2) 0.61001(19) 1.04469(13) 0.0454(5) Uani 1 1 d . . . N27 N 0.2892(2) 0.5448(2) 1.09040(15) 0.0503(6) Uani 1 1 d . . . H27 H 0.2639 0.4852 1.0768 0.060 Uiso 1 1 calc R . . C28 C 0.2777(3) 0.5830(3) 1.16003(19) 0.0570(7) Uani 1 1 d . . . H28 H 0.2429 0.5500 1.2002 0.068 Uiso 1 1 calc R . . C29 C 0.3270(3) 0.6803(3) 1.16086(18) 0.0540(7) Uani 1 1 d . . . H29 H 0.3312 0.7266 1.2005 0.065 Uiso 1 1 calc R . . N30A N 0.5624(10) 0.1737(8) 0.9459(7) 0.046(4) Uiso 0.34 1 d PD A 1 O31A O 0.5935(14) 0.2681(9) 0.9534(9) 0.108(5) Uiso 0.34 1 d PD A 1 O32A O 0.4599(8) 0.1531(8) 0.9312(7) 0.069(2) Uiso 0.34 1 d PD A 1 O33A O 0.6288(8) 0.1032(7) 0.9608(5) 0.068(2) Uiso 0.34 1 d PD A 1 N30B N 0.5652(15) 0.1813(11) 0.9278(11) 0.096(7) Uiso 0.33 1 d PD B 2 O31B O 0.5638(8) 0.2772(6) 0.9376(7) 0.055(2) Uiso 0.33 1 d PD B 2 O32B O 0.4916(14) 0.1259(13) 0.9580(11) 0.123(5) Uiso 0.33 1 d PD B 2 O33B O 0.6677(13) 0.1484(13) 0.9221(12) 0.139(5) Uiso 0.33 1 d PD B 2 N30C N 0.5814(9) 0.1810(7) 0.9403(7) 0.038(3) Uiso 0.33 1 d PD C 3 O31C O 0.5885(9) 0.2711(6) 0.9158(6) 0.067(2) Uiso 0.33 1 d PD C 3 O32C O 0.4898(11) 0.1311(11) 0.9240(9) 0.094(4) Uiso 0.33 1 d PD C 3 O33C O 0.6661(8) 0.1355(8) 0.9651(6) 0.072(2) Uiso 0.33 1 d PD C 3 N34A N 0.5976(10) 0.4581(10) 1.2241(6) 0.043(3) Uiso 0.34 1 d PD D 1 O35A O 0.5098(13) 0.4673(14) 1.1809(9) 0.125(8) Uiso 0.34 1 d PD D 1 O36A O 0.5810(10) 0.4432(12) 1.2918(5) 0.055(3) Uiso 0.34 1 d PD D 1 O37A O 0.6670(9) 0.3895(9) 1.1940(6) 0.072(3) Uiso 0.34 1 d PD D 1 N34B N 0.6062(10) 0.4484(12) 1.2109(7) 0.048(4) Uiso 0.33 1 d PD E 2 O35B O 0.5473(8) 0.5182(8) 1.1802(5) 0.066(3) Uiso 0.33 1 d PD E 2 O36B O 0.5799(11) 0.4183(9) 1.2780(6) 0.080(4) Uiso 0.33 1 d PD E 2 O37B O 0.7014(9) 0.4280(9) 1.1810(7) 0.067(3) Uiso 0.33 1 d PD E 2 N34C N 0.5924(11) 0.4345(12) 1.2192(8) 0.058(4) Uiso 0.33 1 d PD F 3 O36C O 0.5793(12) 0.4682(10) 1.2862(6) 0.078(4) Uiso 0.33 1 d PD F 3 O35C O 0.5305(8) 0.4858(9) 1.1708(4) 0.0449(16) Uiso 0.33 1 d PD F 3 O37C O 0.6920(9) 0.4125(10) 1.1973(6) 0.050(2) Uiso 0.33 1 d PD F 3 C38A C 0.4285(13) 0.2823(12) 1.0889(7) 0.110(5) Uiso 0.60 1 d PD G 1 H38A H 0.3749 0.3154 1.0561 0.164 Uiso 0.60 1 calc PR G 1 H38B H 0.4399 0.2120 1.0733 0.164 Uiso 0.60 1 calc PR G 1 H38C H 0.5001 0.3187 1.0874 0.164 Uiso 0.60 1 calc PR G 1 N39 N 0.3835(4) 0.2836(3) 1.1656(2) 0.0843(10) Uani 1 1 d D . . O40A O 0.4443(6) 0.2435(6) 1.2159(4) 0.1032(19) Uiso 0.60 1 d PD G 1 O41A O 0.3004(5) 0.3426(4) 1.1837(3) 0.0746(13) Uiso 0.60 1 d PD G 1 C38B C 0.3979(15) 0.2795(12) 1.0845(7) 0.076(4) Uiso 0.40 1 d PD G 2 H38D H 0.4332 0.2151 1.0708 0.114 Uiso 0.40 1 calc PR G 2 H38E H 0.4455 0.3358 1.0686 0.114 Uiso 0.40 1 calc PR G 2 H38F H 0.3245 0.2847 1.0608 0.114 Uiso 0.40 1 calc PR G 2 O40B O 0.4154(11) 0.1977(8) 1.1969(7) 0.111(3) Uiso 0.40 1 d PD G 2 O41B O 0.3447(12) 0.3509(9) 1.2015(7) 0.112(4) Uiso 0.40 1 d PD G 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.03873(18) 0.04713(19) 0.0458(2) -0.00338(17) 0.00321(16) -0.00117(15) N2 0.0536(14) 0.0565(13) 0.0631(15) 0.0112(12) 0.0042(14) 0.0014(13) C3 0.0601(17) 0.0662(19) 0.0533(17) 0.0148(15) 0.0038(15) -0.0062(15) C4 0.0663(18) 0.071(2) 0.0413(15) 0.0027(14) 0.0014(13) -0.0009(16) N5 0.0509(12) 0.0527(13) 0.0456(11) 0.0001(11) 0.0043(10) -0.0015(11) C6 0.0537(16) 0.0576(17) 0.0575(17) -0.0057(14) 0.0140(14) 0.0059(14) C7 0.0440(13) 0.0493(14) 0.068(2) 0.0007(13) 0.0043(13) 0.0025(11) N8 0.0449(11) 0.0529(13) 0.0529(13) 0.0017(10) -0.0029(11) 0.0035(11) N9 0.0592(14) 0.0517(14) 0.0586(15) 0.0071(11) -0.0129(12) -0.0054(12) C10 0.0603(19) 0.0552(18) 0.093(3) 0.0123(18) -0.0193(19) 0.0038(15) C11 0.0479(15) 0.0578(17) 0.093(3) 0.0078(19) -0.0012(18) 0.0088(13) C12 0.0587(19) 0.064(2) 0.085(3) 0.0257(19) -0.0044(18) 0.0051(16) C13 0.0544(18) 0.0612(19) 0.088(3) 0.0150(18) 0.0082(17) 0.0159(15) N14 0.0435(12) 0.0546(13) 0.0599(15) 0.0120(11) 0.0044(11) 0.0055(11) C15 0.0396(13) 0.073(2) 0.0507(16) 0.0069(14) -0.0036(12) 0.0020(13) C16 0.0494(15) 0.0631(17) 0.0414(14) -0.0020(13) 0.0007(12) -0.0138(13) N17 0.0537(13) 0.0447(12) 0.0447(11) -0.0036(9) -0.0023(10) -0.0036(10) N18 0.0729(17) 0.0477(13) 0.0510(13) -0.0010(11) 0.0031(12) 0.0001(12) C19 0.105(3) 0.0525(18) 0.064(2) -0.0149(16) 0.009(2) -0.025(2) C20 0.073(2) 0.080(2) 0.0578(19) -0.0099(18) -0.0006(16) -0.029(2) C21 0.074(2) 0.0496(17) 0.081(2) 0.0055(16) 0.0135(18) -0.0027(15) C22 0.072(2) 0.0579(18) 0.066(2) -0.0014(15) 0.0084(17) -0.0231(16) N23 0.0499(13) 0.0487(13) 0.0560(14) 0.0001(11) 0.0020(11) -0.0095(11) C24 0.0508(15) 0.0491(14) 0.0576(17) -0.0074(12) -0.0018(13) -0.0065(12) C25 0.0445(13) 0.0500(14) 0.0457(14) -0.0036(11) -0.0005(11) 0.0019(11) N26 0.0471(11) 0.0464(12) 0.0428(11) 0.0005(9) 0.0046(9) 0.0003(10) N27 0.0467(12) 0.0471(12) 0.0572(14) 0.0037(10) 0.0020(10) -0.0005(10) C28 0.0547(16) 0.0701(19) 0.0462(16) 0.0081(14) 0.0035(13) 0.0053(14) C29 0.0550(16) 0.0639(18) 0.0432(15) -0.0052(13) -0.0010(13) 0.0039(14) N39 0.085(2) 0.087(2) 0.081(2) 0.014(2) 0.012(2) 0.003(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 N14 2.181(3) . ? Fe1 N5 2.184(2) . ? Fe1 N23 2.199(3) . ? Fe1 N17 2.240(2) . ? Fe1 N8 2.248(3) . ? Fe1 N26 2.249(2) . ? Fe1 N2 2.959(3) . ? N2 C12 1.469(5) . ? N2 C21 1.473(5) . ? N2 C3 1.481(5) . ? C3 C4 1.524(5) . ? C4 N5 1.472(4) . ? N5 C6 1.277(4) . ? C6 C7 1.456(5) . ? C7 N8 1.357(4) . ? C7 C11 1.405(5) . ? N8 N9 1.351(4) . ? N9 C10 1.362(5) . ? C10 C11 1.364(7) . ? C12 C13 1.523(6) . ? C13 N14 1.479(5) . ? N14 C15 1.273(5) . ? C15 C16 1.473(5) . ? C16 N17 1.361(4) . ? C16 C20 1.399(5) . ? N17 N18 1.350(4) . ? N18 C19 1.351(5) . ? C19 C20 1.368(7) . ? C21 C22 1.507(6) . ? C22 N23 1.478(4) . ? N23 C24 1.279(4) . ? C24 C25 1.465(4) . ? C25 N26 1.354(4) . ? C25 C29 1.407(4) . ? N26 N27 1.343(4) . ? N27 C28 1.349(4) . ? C28 C29 1.383(5) . ? N30A O33A 1.227(11) . ? N30A O32A 1.256(13) . ? N30A O31A 1.280(13) . ? N30B O32B 1.243(16) . ? N30B O31B 1.253(14) . ? N30B O33B 1.276(16) . ? N30C O33C 1.234(11) . ? N30C O31C 1.248(11) . ? N30C O32C 1.284(13) . ? N34A O36A 1.243(13) . ? N34A O35A 1.292(14) . ? N34A O37A 1.317(12) . ? N34B O35B 1.261(12) . ? N34B O37B 1.263(13) . ? N34B O36B 1.302(13) . ? N34C O37C 1.261(14) . ? N34C O36C 1.286(15) . ? N34C O35C 1.311(12) . ? C38A N39 1.472(12) . ? N39 O40A 1.259(7) . ? N39 O41A 1.277(7) . ? C38B N39 1.465(13) . ? N39 O40B 1.299(10) . ? N39 O41B 1.174(11) . ? 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 N14 Fe1 N5 102.86(10) . . ? N14 Fe1 N23 101.35(11) . . ? N5 Fe1 N23 104.08(10) . . ? N14 Fe1 N17 75.58(10) . . ? N5 Fe1 N17 91.70(10) . . ? N23 Fe1 N17 164.19(9) . . ? N14 Fe1 N8 166.09(10) . . ? N5 Fe1 N8 75.03(10) . . ? N23 Fe1 N8 92.46(10) . . ? N17 Fe1 N8 90.66(10) . . ? N14 Fe1 N26 91.41(10) . . ? N5 Fe1 N26 165.59(10) . . ? N23 Fe1 N26 74.54(10) . . ? N17 Fe1 N26 89.93(9) . . ? N8 Fe1 N26 90.64(9) . . ? N14 Fe1 N2 64.70(9) . . ? N5 Fe1 N2 64.36(9) . . ? N23 Fe1 N2 64.31(9) . . ? N17 Fe1 N2 125.47(9) . . ? N8 Fe1 N2 124.24(9) . . ? N26 Fe1 N2 125.21(9) . . ? C12 N2 C21 114.4(3) . . ? C12 N2 C3 113.6(3) . . ? C21 N2 C3 115.2(3) . . ? C12 N2 Fe1 103.8(2) . . ? C21 N2 Fe1 104.0(2) . . ? C3 N2 Fe1 103.96(19) . . ? N2 C3 C4 110.7(3) . . ? N5 C4 C3 108.4(3) . . ? C6 N5 C4 119.9(3) . . ? C6 N5 Fe1 116.7(2) . . ? C4 N5 Fe1 123.2(2) . . ? N5 C6 C7 118.5(3) . . ? N8 C7 C11 110.3(3) . . ? N8 C7 C6 117.8(3) . . ? C11 C7 C6 131.8(3) . . ? N9 N8 C7 105.2(3) . . ? N9 N8 Fe1 142.9(2) . . ? C7 N8 Fe1 111.9(2) . . ? N8 N9 C10 111.4(3) . . ? N9 C10 C11 107.6(3) . . ? C10 C11 C7 105.4(3) . . ? N2 C12 C13 110.5(3) . . ? N14 C13 C12 108.8(3) . . ? C15 N14 C13 121.0(3) . . ? C15 N14 Fe1 116.2(2) . . ? C13 N14 Fe1 122.5(2) . . ? N14 C15 C16 119.1(3) . . ? N17 C16 C20 110.7(3) . . ? N17 C16 C15 116.9(3) . . ? C20 C16 C15 132.4(3) . . ? N18 N17 C16 105.1(3) . . ? N18 N17 Fe1 142.7(2) . . ? C16 N17 Fe1 112.1(2) . . ? N17 N18 C19 111.0(3) . . ? N18 C19 C20 108.5(3) . . ? C19 C20 C16 104.7(3) . . ? N2 C21 C22 112.0(3) . . ? N23 C22 C21 108.8(3) . . ? C24 N23 C22 120.2(3) . . ? C24 N23 Fe1 116.7(2) . . ? C22 N23 Fe1 122.9(2) . . ? N23 C24 C25 118.5(3) . . ? N26 C25 C29 111.4(3) . . ? N26 C25 C24 117.0(3) . . ? C29 C25 C24 131.6(3) . . ? N27 N26 C25 104.5(2) . . ? N27 N26 Fe1 142.2(2) . . ? C25 N26 Fe1 113.03(19) . . ? N26 N27 C28 112.5(3) . . ? N27 C28 C29 107.5(3) . . ? C28 C29 C25 104.1(3) . . ? O33A N30A O32A 119.5(11) . . ? O33A N30A O31A 120.4(12) . . ? O32A N30A O31A 119.6(11) . . ? O32B N30B O31B 120.0(16) . . ? O32B N30B O33B 119.6(16) . . ? O31B N30B O33B 110.6(15) . . ? O33C N30C O31C 121.3(11) . . ? O33C N30C O32C 120.8(11) . . ? O31C N30C O32C 116.3(11) . . ? O36A N34A O35A 118.4(13) . . ? O36A N34A O37A 113.1(11) . . ? O35A N34A O37A 107.8(12) . . ? O35B N34B O37B 116.4(11) . . ? O35B N34B O36B 119.2(11) . . ? O37B N34B O36B 122.6(11) . . ? O37C N34C O36C 118.6(12) . . ? O37C N34C O35C 114.6(12) . . ? O36C N34C O35C 112.3(12) . . ? O40A N39 O41A 119.6(5) . . ? O40A N39 C38A 117.5(7) . . ? O41A N39 C38A 121.1(7) . . ? O41B N39 O40B 120.5(8) . . ? O41B N39 C38B 128.0(10) . . ? O40B N39 C38B 111.4(9) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N9 H9 O35A 0.86 2.24 3.096(19) 176.6 . N9 H9 O35B 0.86 2.08 2.910(10) 162.7 . N9 H9 O35C 0.86 1.95 2.811(9) 176.2 . C10 H10 O32A 0.93 2.34 3.179(10) 150.2 3_557 C10 H10 O32B 0.93 2.52 3.248(15) 135.0 3_557 C10 H10 O32C 0.93 2.59 3.410(13) 147.7 3_557 N18 H18 O31A 0.86 2.34 3.194(17) 175.2 . N18 H18 O31B 0.86 1.91 2.766(10) 171.7 . N18 H18 O31C 0.86 2.17 2.990(11) 160.0 . C19 H19 O37A 0.93 2.31 3.119(11) 145.5 3_457 C19 H19 O37B 0.93 2.48 3.369(11) 161.1 3_457 C19 H19 O37C 0.93 2.45 3.308(11) 152.8 3_457 N27 H27 O33A 0.86 2.06 2.831(8) 148.4 3_457 N27 H27 O33B 0.86 2.06 2.881(15) 159.3 3_457 N27 H27 O33C 0.86 2.07 2.914(10) 164.9 3_457 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.652 _refine_diff_density_min -0.380 _refine_diff_density_rms 0.076 #=END data_mh172250 _database_code_depnum_ccdc_archive 'CCDC 650560' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Tris-(4-{pyrazol-3-yl}-3-aza-3-butenyl)amine]iron(II) dinitrate mono-nitromethane solvate ; _chemical_name_common ; (Tris-(4-(pyrazol-3-yl)-3-aza-3-butenyl)amine)iron(ii) dinitrate mono-nitromethane solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 Fe N10, 2[N O3], C H3 N O2' _chemical_formula_sum 'C19 H27 Fe N13 O8' _chemical_formula_weight 621.39 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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' 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' _cell_length_a 11.7421(12) _cell_length_b 12.8654(11) _cell_length_c 17.8180(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2691.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 250(2) _cell_measurement_reflns_used 33496 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 30.43 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Orange _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.630 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.811 _exptl_absorpt_correction_T_max 0.951 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 250(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33496 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0443 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 30.43 _reflns_number_total 8035 _reflns_number_gt 6068 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Both nitrate ions, N30--O33 and N34--O37, are disordered over three equally occupied sites, labelled 'A', 'B' and 'C'. The refined restraints N---O = 1.25(2) and O...O = 2.17(2)\%A were applied to these moieties. The nitromethane molecule C38--N41 is also disordered, over two sites 'A' (refined with occupancy 0.60) and 'B' (0.40) that share a common, wholly occupied N atom N39. The restraints C---N = 1.45(2), N---O = 1.25(2) and O...O = 2.17(2)\%A were applied to these partial solvent molecules. All wholly occupied non-H atoms were refined anisotropically, while H atoms were placed in calculated positions and refined using a riding model. ; _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^)+(0.0685P)^2^+0.1590P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.020(15) _refine_ls_number_reflns 8035 _refine_ls_number_parameters 392 _refine_ls_number_restraints 44 _refine_ls_R_factor_all 0.0685 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1192 _refine_ls_wR_factor_gt 0.1075 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.41971(3) 0.62257(3) 0.929671(18) 0.03345(9) Uani 1 1 d . . . N2 N 0.4183(2) 0.81200(18) 0.83476(13) 0.0453(5) Uani 1 1 d . . . C3 C 0.4954(3) 0.7870(2) 0.77279(15) 0.0457(6) Uani 1 1 d . . . H3A H 0.5713 0.8120 0.7844 0.055 Uiso 1 1 calc R . . H3B H 0.4697 0.8217 0.7275 0.055 Uiso 1 1 calc R . . C4 C 0.4991(3) 0.6689(2) 0.75948(15) 0.0472(6) Uani 1 1 d . . . H4A H 0.4256 0.6447 0.7419 0.057 Uiso 1 1 calc R . . H4B H 0.5557 0.6525 0.7216 0.057 Uiso 1 1 calc R . . N5 N 0.52807(19) 0.61789(18) 0.83021(11) 0.0389(4) Uani 1 1 d . . . C6 C 0.6260(3) 0.5744(2) 0.83750(16) 0.0445(6) Uani 1 1 d . . . H6 H 0.6765 0.5708 0.7974 0.053 Uiso 1 1 calc R . . C7 C 0.6560(2) 0.5306(2) 0.91099(15) 0.0423(6) Uani 1 1 d . . . N8 N 0.5787(2) 0.54033(16) 0.96674(11) 0.0385(4) Uani 1 1 d . . . N9 N 0.6273(2) 0.49444(17) 1.02680(13) 0.0437(5) Uani 1 1 d . . . H9 H 0.5955 0.4893 1.0701 0.052 Uiso 1 1 calc R . . C10 C 0.7328(3) 0.4574(2) 1.0105(2) 0.0551(8) Uani 1 1 d . . . H10 H 0.7813 0.4231 1.0435 0.066 Uiso 1 1 calc R . . C11 C 0.7549(3) 0.4798(2) 0.9367(2) 0.0526(7) Uani 1 1 d . . . H11 H 0.8205 0.4647 0.9097 0.063 Uiso 1 1 calc R . . C12 C 0.2983(3) 0.8228(3) 0.81229(19) 0.0535(8) Uani 1 1 d . . . H12A H 0.2867 0.7889 0.7643 0.064 Uiso 1 1 calc R . . H12B H 0.2801 0.8959 0.8063 0.064 Uiso 1 1 calc R . . C13 C 0.2192(3) 0.7750(2) 0.8704(2) 0.0537(8) Uani 1 1 d . . . H13A H 0.2234 0.8140 0.9169 0.064 Uiso 1 1 calc R . . H13B H 0.1412 0.7771 0.8525 0.064 Uiso 1 1 calc R . . N14 N 0.2545(2) 0.66598(18) 0.88347(13) 0.0406(5) Uani 1 1 d . . . C15 C 0.1907(2) 0.5906(2) 0.86114(14) 0.0423(6) Uani 1 1 d . . . H15 H 0.1201 0.6037 0.8394 0.051 Uiso 1 1 calc R . . C16 C 0.2317(2) 0.4838(2) 0.87081(13) 0.0398(6) Uani 1 1 d . . . N17 N 0.3379(2) 0.47193(16) 0.89959(11) 0.0368(5) Uani 1 1 d . . . N18 N 0.3567(2) 0.36803(18) 0.89949(12) 0.0451(5) Uani 1 1 d . . . H18 H 0.4184 0.3389 0.9149 0.054 Uiso 1 1 calc R . . C19 C 0.2653(4) 0.3159(2) 0.87177(17) 0.0599(9) Uani 1 1 d . . . H19 H 0.2592 0.2442 0.8665 0.072 Uiso 1 1 calc R . . C20 C 0.1834(3) 0.3874(3) 0.85282(16) 0.0558(8) Uani 1 1 d . . . H20 H 0.1118 0.3746 0.8326 0.067 Uiso 1 1 calc R . . C21 C 0.4590(3) 0.8947(2) 0.88510(18) 0.0533(7) Uani 1 1 d . . . H21A H 0.3941 0.9311 0.9061 0.064 Uiso 1 1 calc R . . H21B H 0.5034 0.9444 0.8564 0.064 Uiso 1 1 calc R . . C22 C 0.5317(3) 0.8519(2) 0.94850(16) 0.0499(7) Uani 1 1 d . . . H22A H 0.6031 0.8257 0.9287 0.060 Uiso 1 1 calc R . . H22B H 0.5487 0.9066 0.9843 0.060 Uiso 1 1 calc R . . N23 N 0.4689(2) 0.76731(17) 0.98597(13) 0.0398(5) Uani 1 1 d . . . C24 C 0.4340(2) 0.77976(19) 1.05311(14) 0.0401(6) Uani 1 1 d . . . H24 H 0.4490 0.8409 1.0791 0.048 Uiso 1 1 calc R . . C25 C 0.3693(2) 0.69497(19) 1.08831(13) 0.0356(5) Uani 1 1 d . . . N26 N 0.34617(18) 0.61129(16) 1.04535(11) 0.0349(4) Uani 1 1 d . . . N27 N 0.29013(19) 0.54534(17) 1.09120(12) 0.0385(5) Uani 1 1 d . . . H27 H 0.2651 0.4854 1.0775 0.046 Uiso 1 1 calc R . . C28 C 0.2778(3) 0.5845(2) 1.16123(15) 0.0437(6) Uani 1 1 d . . . H28 H 0.2426 0.5519 1.2016 0.052 Uiso 1 1 calc R . . C29 C 0.3271(3) 0.6816(2) 1.16172(15) 0.0422(6) Uani 1 1 d . . . H29 H 0.3315 0.7280 1.2016 0.051 Uiso 1 1 calc R . . N30A N 0.5597(9) 0.1779(7) 0.9422(7) 0.030(3) Uiso 0.34 1 d PD A 1 O31A O 0.5839(9) 0.2722(6) 0.9483(5) 0.054(2) Uiso 0.34 1 d PD A 1 O32A O 0.4551(7) 0.1556(7) 0.9324(6) 0.062(3) Uiso 0.34 1 d PD A 1 O33A O 0.6263(6) 0.1043(5) 0.9590(4) 0.0485(17) Uiso 0.34 1 d PD A 1 N30B N 0.5695(17) 0.1820(13) 0.9292(13) 0.137(9) Uiso 0.33 1 d PD B 2 O31B O 0.5585(8) 0.2790(6) 0.9318(7) 0.055(2) Uiso 0.33 1 d PD B 2 O32B O 0.4888(13) 0.1301(12) 0.9564(9) 0.120(5) Uiso 0.33 1 d PD B 2 O33B O 0.6711(12) 0.1479(11) 0.9309(10) 0.132(5) Uiso 0.33 1 d PD B 2 N30C N 0.5772(9) 0.1806(7) 0.9421(6) 0.027(3) Uiso 0.33 1 d PD C 3 O31C O 0.5917(8) 0.2708(6) 0.9179(5) 0.052(2) Uiso 0.33 1 d PD C 3 O32C O 0.4828(8) 0.1344(8) 0.9266(6) 0.063(3) Uiso 0.33 1 d PD C 3 O33C O 0.6627(7) 0.1317(6) 0.9659(4) 0.0504(17) Uiso 0.33 1 d PD C 3 N34A N 0.5946(8) 0.4512(8) 1.2218(5) 0.022(2) Uiso 0.34 1 d PD D 1 O35A O 0.5205(8) 0.4910(9) 1.1812(5) 0.050(3) Uiso 0.34 1 d PD D 1 O36A O 0.5894(9) 0.4496(11) 1.2918(5) 0.046(3) Uiso 0.34 1 d PD D 1 O37A O 0.6691(7) 0.3916(6) 1.1918(5) 0.047(2) Uiso 0.34 1 d PD D 1 N34B N 0.6038(8) 0.4413(8) 1.2120(6) 0.031(3) Uiso 0.33 1 d PD E 2 O35B O 0.5457(7) 0.5146(6) 1.1753(5) 0.050(2) Uiso 0.33 1 d PD E 2 O36B O 0.5765(9) 0.4218(6) 1.2808(4) 0.050(2) Uiso 0.33 1 d PD E 2 O37B O 0.7007(7) 0.4246(7) 1.1821(5) 0.044(2) Uiso 0.33 1 d PD E 2 N34C N 0.5999(15) 0.4554(19) 1.2187(9) 0.103(8) Uiso 0.33 1 d PD F 3 O36C O 0.5690(10) 0.4626(10) 1.2864(5) 0.059(4) Uiso 0.33 1 d PD F 3 O35C O 0.5282(8) 0.4722(7) 1.1649(5) 0.048(2) Uiso 0.33 1 d PD F 3 O37C O 0.6921(9) 0.4121(9) 1.1990(6) 0.043(3) Uiso 0.33 1 d PD F 3 C38A C 0.4260(9) 0.2829(8) 1.0889(5) 0.082(3) Uiso 0.60 1 d PD G 1 H38A H 0.3720 0.3161 1.0563 0.124 Uiso 0.60 1 calc PR G 1 H38B H 0.4366 0.2121 1.0733 0.124 Uiso 0.60 1 calc PR G 1 H38C H 0.4974 0.3190 1.0864 0.124 Uiso 0.60 1 calc PR G 1 N39 N 0.3833(3) 0.2850(3) 1.16578(17) 0.0680(8) Uani 1 1 d D . . O40A O 0.4438(4) 0.2445(4) 1.2160(3) 0.0752(13) Uiso 0.60 1 d PD G 1 O41A O 0.2971(4) 0.3428(4) 1.1834(3) 0.0580(12) Uiso 0.60 1 d PD G 1 C38B C 0.3941(12) 0.2758(10) 1.0841(6) 0.061(3) Uiso 0.40 1 d PD G 2 H38D H 0.4294 0.2107 1.0718 0.091 Uiso 0.40 1 calc PR G 2 H38E H 0.4400 0.3318 1.0653 0.091 Uiso 0.40 1 calc PR G 2 H38F H 0.3199 0.2789 1.0616 0.091 Uiso 0.40 1 calc PR G 2 O40B O 0.4161(9) 0.1996(7) 1.1984(5) 0.095(2) Uiso 0.40 1 d PD G 2 O41B O 0.3345(9) 0.3516(7) 1.1978(5) 0.090(3) Uiso 0.40 1 d PD G 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.03065(16) 0.03474(15) 0.03497(15) -0.00316(14) 0.00244(14) -0.00125(15) N2 0.0423(13) 0.0444(11) 0.0491(12) 0.0064(9) 0.0025(12) -0.0009(12) C3 0.0481(16) 0.0482(15) 0.0409(13) 0.0102(11) 0.0024(12) -0.0045(13) C4 0.0526(17) 0.0560(16) 0.0329(12) 0.0012(11) 0.0003(11) -0.0020(14) N5 0.0402(12) 0.0390(10) 0.0374(10) 0.0005(10) 0.0022(8) 0.0011(11) C6 0.0439(15) 0.0461(14) 0.0436(14) -0.0039(12) 0.0112(12) 0.0025(13) C7 0.0360(14) 0.0394(13) 0.0514(15) -0.0014(11) 0.0016(11) 0.0027(11) N8 0.0363(11) 0.0408(10) 0.0386(10) 0.0009(8) -0.0002(10) 0.0010(10) N9 0.0484(13) 0.0386(11) 0.0441(11) 0.0058(9) -0.0094(10) -0.0055(10) C10 0.0472(18) 0.0401(14) 0.078(2) 0.0105(14) -0.0165(16) 0.0025(13) C11 0.0368(14) 0.0467(14) 0.074(2) 0.0092(15) 0.0010(15) 0.0055(12) C12 0.0458(17) 0.0509(17) 0.0640(19) 0.0182(14) -0.0040(14) 0.0038(14) C13 0.0391(16) 0.0470(16) 0.075(2) 0.0115(14) 0.0060(14) 0.0124(13) N14 0.0335(12) 0.0424(11) 0.0459(12) 0.0075(9) 0.0036(9) 0.0034(10) C15 0.0330(14) 0.0584(17) 0.0354(12) 0.0050(11) -0.0030(10) -0.0001(12) C16 0.0420(15) 0.0495(14) 0.0278(11) 0.0000(10) 0.0009(10) -0.0123(12) N17 0.0426(12) 0.0337(10) 0.0342(9) 0.0008(8) -0.0023(9) -0.0022(9) N18 0.0633(15) 0.0350(11) 0.0370(10) 0.0003(9) 0.0025(10) -0.0005(11) C19 0.090(3) 0.0416(16) 0.0482(16) -0.0114(13) 0.0054(17) -0.0261(18) C20 0.064(2) 0.0603(19) 0.0437(14) -0.0069(14) 0.0003(13) -0.0246(18) C21 0.0600(19) 0.0372(14) 0.0627(18) 0.0046(12) 0.0106(14) -0.0032(12) C22 0.0531(17) 0.0448(15) 0.0516(15) -0.0026(11) 0.0069(13) -0.0179(13) N23 0.0381(12) 0.0368(11) 0.0444(11) 0.0023(9) 0.0007(9) -0.0064(9) C24 0.0398(14) 0.0365(12) 0.0440(13) -0.0062(10) -0.0029(11) -0.0050(11) C25 0.0326(12) 0.0363(11) 0.0379(12) -0.0023(9) -0.0014(9) 0.0043(10) N26 0.0358(11) 0.0349(10) 0.0340(9) 0.0014(8) 0.0038(8) -0.0011(9) N27 0.0380(12) 0.0351(10) 0.0425(11) 0.0014(8) 0.0005(9) -0.0015(9) C28 0.0424(15) 0.0549(15) 0.0337(12) 0.0082(11) 0.0041(11) 0.0068(13) C29 0.0427(15) 0.0496(15) 0.0343(12) -0.0038(11) -0.0014(11) 0.0054(13) N39 0.070(2) 0.0676(18) 0.0661(17) 0.0125(15) 0.0117(15) 0.0020(16) _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 N14 2.180(2) . ? Fe1 N5 2.182(2) . ? Fe1 N23 2.193(2) . ? Fe1 N17 2.229(2) . ? Fe1 N26 2.240(2) . ? Fe1 N8 2.245(2) . ? Fe1 N2 2.966(2) . ? N2 C3 1.463(4) . ? N2 C21 1.472(4) . ? N2 C12 1.472(4) . ? C3 C4 1.538(4) . ? C4 N5 1.461(3) . ? N5 C6 1.286(4) . ? C6 C7 1.468(4) . ? C7 N8 1.352(3) . ? C7 C11 1.409(4) . ? N8 N9 1.349(3) . ? N9 C10 1.358(4) . ? C10 C11 1.370(5) . ? C12 C13 1.521(4) . ? C13 N14 1.481(4) . ? N14 C15 1.288(4) . ? C15 C16 1.467(4) . ? C16 N17 1.356(4) . ? C16 C20 1.401(4) . ? N17 N18 1.355(3) . ? N18 C19 1.359(4) . ? C19 C20 1.372(5) . ? C21 C22 1.519(5) . ? C22 N23 1.475(3) . ? N23 C24 1.275(3) . ? C24 C25 1.470(4) . ? C25 N26 1.349(3) . ? C25 C29 1.409(4) . ? N26 N27 1.349(3) . ? N27 C28 1.353(4) . ? C28 C29 1.376(4) . ? N30A O31A 1.251(11) . ? N30A O33A 1.264(11) . ? N30A O32A 1.273(12) . ? N30B O31B 1.255(15) . ? N30B O32B 1.257(16) . ? N30B O33B 1.271(16) . ? N30C O31C 1.250(10) . ? N30C O33C 1.258(10) . ? N30C O32C 1.288(11) . ? N34A O35A 1.242(10) . ? N34A O36A 1.249(10) . ? N34A O37A 1.281(10) . ? N34B O37B 1.274(11) . ? N34B O36B 1.292(10) . ? N34B O35B 1.335(10) . ? N34C O36C 1.264(15) . ? N34C O37C 1.267(15) . ? N34C O35C 1.294(15) . ? C38A N39 1.459(9) . ? N39 O41B 1.179(9) . ? N39 O40A 1.256(5) . ? C38B N39 1.466(11) . ? N39 O41A 1.295(5) . ? N39 O40B 1.301(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N14 Fe1 N5 102.67(8) . . ? N14 Fe1 N23 100.93(9) . . ? N5 Fe1 N23 103.97(9) . . ? N14 Fe1 N17 75.41(9) . . ? N5 Fe1 N17 91.84(8) . . ? N23 Fe1 N17 164.19(8) . . ? N14 Fe1 N26 91.20(8) . . ? N5 Fe1 N26 166.02(8) . . ? N23 Fe1 N26 74.66(8) . . ? N17 Fe1 N26 89.93(8) . . ? N14 Fe1 N8 166.33(8) . . ? N5 Fe1 N8 74.99(8) . . ? N23 Fe1 N8 92.67(8) . . ? N17 Fe1 N8 91.12(8) . . ? N26 Fe1 N8 91.11(8) . . ? N14 Fe1 N2 64.50(8) . . ? N5 Fe1 N2 64.08(8) . . ? N23 Fe1 N2 64.19(8) . . ? N17 Fe1 N2 125.10(7) . . ? N26 Fe1 N2 125.16(7) . . ? N8 Fe1 N2 124.01(8) . . ? C3 N2 C21 114.7(2) . . ? C3 N2 C12 114.1(2) . . ? C21 N2 C12 114.1(3) . . ? C3 N2 Fe1 104.26(16) . . ? C21 N2 Fe1 104.18(16) . . ? C12 N2 Fe1 103.77(16) . . ? N2 C3 C4 110.5(2) . . ? N5 C4 C3 108.5(2) . . ? C6 N5 C4 119.4(2) . . ? C6 N5 Fe1 116.84(18) . . ? C4 N5 Fe1 123.53(18) . . ? N5 C6 C7 118.1(2) . . ? N8 C7 C11 110.9(2) . . ? N8 C7 C6 117.3(2) . . ? C11 C7 C6 131.8(3) . . ? N9 N8 C7 105.0(2) . . ? N9 N8 Fe1 142.32(18) . . ? C7 N8 Fe1 112.71(16) . . ? N8 N9 C10 111.7(3) . . ? N9 C10 C11 107.7(3) . . ? C10 C11 C7 104.7(3) . . ? N2 C12 C13 111.2(2) . . ? N14 C13 C12 108.6(2) . . ? C15 N14 C13 120.1(3) . . ? C15 N14 Fe1 116.20(19) . . ? C13 N14 Fe1 123.4(2) . . ? N14 C15 C16 118.5(2) . . ? N17 C16 C20 111.1(3) . . ? N17 C16 C15 116.8(2) . . ? C20 C16 C15 132.0(3) . . ? N18 N17 C16 105.1(2) . . ? N18 N17 Fe1 141.97(19) . . ? C16 N17 Fe1 112.93(18) . . ? N17 N18 C19 111.0(3) . . ? N18 C19 C20 108.2(3) . . ? C19 C20 C16 104.7(3) . . ? N2 C21 C22 111.9(2) . . ? N23 C22 C21 108.9(2) . . ? C24 N23 C22 119.5(2) . . ? C24 N23 Fe1 116.83(17) . . ? C22 N23 Fe1 123.47(17) . . ? N23 C24 C25 118.3(2) . . ? N26 C25 C29 111.0(2) . . ? N26 C25 C24 117.0(2) . . ? C29 C25 C24 132.0(2) . . ? C25 N26 N27 104.88(19) . . ? C25 N26 Fe1 113.13(16) . . ? N27 N26 Fe1 141.82(16) . . ? N26 N27 C28 112.1(2) . . ? N27 C28 C29 107.4(2) . . ? C28 C29 C25 104.7(2) . . ? O31A N30A O33A 124.4(10) . . ? O31A N30A O32A 116.7(10) . . ? O33A N30A O32A 117.4(9) . . ? O31B N30B O32B 115.8(16) . . ? O31B N30B O33B 116.1(16) . . ? O32B N30B O33B 121.0(16) . . ? O31C N30C O33C 118.1(10) . . ? O31C N30C O32C 118.1(10) . . ? O33C N30C O32C 121.9(9) . . ? O35A N34A O36A 123.7(11) . . ? O35A N34A O37A 118.8(9) . . ? O36A N34A O37A 116.1(9) . . ? O37B N34B O36B 125.9(9) . . ? O37B N34B O35B 111.7(8) . . ? O36B N34B O35B 118.4(10) . . ? O36C N34C O37C 122.8(14) . . ? O36C N34C O35C 120.6(14) . . ? O37C N34C O35C 115.1(14) . . ? O40A N39 O41A 120.5(4) . . ? O40A N39 C38A 117.9(5) . . ? O41A N39 C38A 120.5(5) . . ? O41B N39 O40B 122.8(6) . . ? O41B N39 C38B 125.5(8) . . ? O40B N39 C38B 110.5(7) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N9 H9 O35A 0.86 2.17 3.023(10) 174.6 . N9 H9 O35B 0.86 1.99 2.826(9) 163.7 . N9 H9 O35C 0.86 1.88 2.737(9) 177.6 . C10 H10 O32A 0.93 2.32 3.157(9) 149.8 3_557 C10 H10 O32B 0.93 2.53 3.264(14) 136.0 3_557 C10 H10 O32C 0.93 2.54 3.357(9) 147.5 3_557 N18 H18 O31A 0.86 2.21 3.065(11) 175.5 . N18 H18 O31B 0.86 1.84 2.694(10) 170.5 . N18 H18 O31C 0.86 2.22 3.048(10) 162.3 . C19 H19 O37A 0.93 2.29 3.112(8) 146.8 3_457 C19 H19 O37B 0.93 2.44 3.328(9) 160.3 3_457 C19 H19 O37C 0.93 2.46 3.307(10) 152.2 3_457 N27 H27 O33A 0.86 2.10 2.865(7) 147.7 3_457 N27 H27 O33B 0.86 2.05 2.879(13) 163.0 3_457 N27 H27 O33C 0.86 2.08 2.909(7) 162.4 3_457 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 30.43 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.457 _refine_diff_density_min -0.375 _refine_diff_density_rms 0.058 #=END data_mh172200 _database_code_depnum_ccdc_archive 'CCDC 650561' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Tris-(4-{pyrazol-3-yl}-3-aza-3-butenyl)amine]iron(II) dinitrate mono-nitromethane solvate ; _chemical_name_common ; (Tris-(4-(pyrazol-3-yl)-3-aza-3-butenyl)amine)iron(ii) dinitrate mono-nitromethane solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 Fe N10, 2[N O3], C H3 N O2' _chemical_formula_sum 'C19 H27 Fe N13 O8' _chemical_formula_weight 621.39 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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' 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' _cell_length_a 11.7098(11) _cell_length_b 12.8195(13) _cell_length_c 17.7697(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2667.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 24994 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 28.27 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Orange _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.547 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.636 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.739 _exptl_absorpt_correction_T_max 1.178 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24994 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 28.27 _reflns_number_total 6484 _reflns_number_gt 5355 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The O atoms of one nitrate ion, O31--O33, are disordered over two equally occupied sites, labelled 'A' and 'B'. The refined restraints N---O = 1.25(2) and O...O = 2.17(2)\%A were applied to this moiety. The C and O atoms of nitromethane molecule C38--N41 are also disordered, over two sites 'A' (with occupancy 0.6) and 'B' (0.4). The restraints C---N = 1.45(2), N---O = 1.25(2) and O...O = 2.17(2)\%A were applied to these partial solvent molecules. For both disordered residues, attempts to refine disorder sites for their central N atoms N30 and N39 led to unsatisfactory thermal ellipsoids on at least one of the resultant partial N atoms. So these were modelled as ordered in the final refienment cycles. The use of common N atoms for both disorder sites accounts for deviations from the ideal geometry in these disordered residues. All wholly occupied non-H atoms were refined anisotropically, while H atoms were placed in calculated positions and refined using a riding model. ; _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^)+(0.0723P)^2^+0.1252P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.013(16) _refine_ls_number_reflns 6484 _refine_ls_number_parameters 365 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0578 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1154 _refine_ls_wR_factor_gt 0.1077 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.41956(3) 0.62185(3) 0.93030(2) 0.02833(11) Uani 1 1 d . . . N2 N 0.4181(2) 0.8138(2) 0.83404(14) 0.0405(6) Uani 1 1 d . . . C3 C 0.4942(3) 0.7873(3) 0.77127(16) 0.0405(7) Uani 1 1 d . . . H3A H 0.5723 0.8128 0.7822 0.049 Uiso 1 1 calc R . . H3B H 0.4671 0.8220 0.7248 0.049 Uiso 1 1 calc R . . C4 C 0.4971(3) 0.6684(3) 0.75906(16) 0.0421(7) Uani 1 1 d . . . H4A H 0.4215 0.6436 0.7417 0.051 Uiso 1 1 calc R . . H4B H 0.5544 0.6505 0.7202 0.051 Uiso 1 1 calc R . . N5 N 0.52669(19) 0.6187(2) 0.82993(12) 0.0341(5) Uani 1 1 d . . . C6 C 0.6256(3) 0.5751(3) 0.83723(17) 0.0367(6) Uani 1 1 d . . . H6 H 0.6771 0.5715 0.7960 0.044 Uiso 1 1 calc R . . C7 C 0.6560(2) 0.5313(2) 0.91060(16) 0.0346(6) Uani 1 1 d . . . N8 N 0.5777(2) 0.54028(19) 0.96668(12) 0.0324(5) Uani 1 1 d . . . N9 N 0.6262(2) 0.4940(2) 1.02708(13) 0.0364(5) Uani 1 1 d . . . H9 H 0.5928 0.4881 1.0712 0.044 Uiso 1 1 calc R . . C10 C 0.7326(3) 0.4577(3) 1.0115(2) 0.0463(8) Uani 1 1 d . . . H10 H 0.7824 0.4231 1.0455 0.056 Uiso 1 1 calc R . . C11 C 0.7551(2) 0.4806(3) 0.9368(2) 0.0446(7) Uani 1 1 d . . . H11 H 0.8226 0.4655 0.9092 0.054 Uiso 1 1 calc R . . C12 C 0.2967(3) 0.8246(3) 0.8133(2) 0.0479(8) Uani 1 1 d . . . H12A H 0.2834 0.7907 0.7640 0.057 Uiso 1 1 calc R . . H12B H 0.2777 0.8995 0.8081 0.057 Uiso 1 1 calc R . . C13 C 0.2190(3) 0.7755(3) 0.8721(2) 0.0484(8) Uani 1 1 d . . . H13A H 0.2244 0.8148 0.9199 0.058 Uiso 1 1 calc R . . H13B H 0.1388 0.7776 0.8546 0.058 Uiso 1 1 calc R . . N14 N 0.2547(2) 0.6664(2) 0.88406(14) 0.0367(6) Uani 1 1 d . . . C15 C 0.1901(2) 0.5916(3) 0.86143(16) 0.0367(7) Uani 1 1 d . . . H15 H 0.1177 0.6052 0.8394 0.044 Uiso 1 1 calc R . . C16 C 0.2319(2) 0.4842(3) 0.87065(15) 0.0349(6) Uani 1 1 d . . . N17 N 0.33829(19) 0.47197(19) 0.89990(12) 0.0312(5) Uani 1 1 d . . . N18 N 0.3578(2) 0.3682(2) 0.89983(13) 0.0380(5) Uani 1 1 d . . . H18 H 0.4211 0.3387 0.9159 0.046 Uiso 1 1 calc R . . C19 C 0.2666(3) 0.3152(3) 0.87166(18) 0.0522(9) Uani 1 1 d . . . H19 H 0.2609 0.2417 0.8662 0.063 Uiso 1 1 calc R . . C20 C 0.1843(3) 0.3866(3) 0.85254(17) 0.0480(8) Uani 1 1 d . . . H20 H 0.1111 0.3731 0.8316 0.058 Uiso 1 1 calc R . . C21 C 0.4605(3) 0.8953(3) 0.8843(2) 0.0476(8) Uani 1 1 d . . . H21A H 0.3949 0.9335 0.9060 0.057 Uiso 1 1 calc R . . H21B H 0.5066 0.9456 0.8549 0.057 Uiso 1 1 calc R . . C22 C 0.5327(3) 0.8514(3) 0.94740(18) 0.0452(8) Uani 1 1 d . . . H22A H 0.6054 0.8240 0.9269 0.054 Uiso 1 1 calc R . . H22B H 0.5510 0.9072 0.9840 0.054 Uiso 1 1 calc R . . N23 N 0.46925(19) 0.7667(2) 0.98531(13) 0.0341(5) Uani 1 1 d . . . C24 C 0.4343(2) 0.7804(2) 1.05254(15) 0.0334(6) Uani 1 1 d . . . H24 H 0.4500 0.8433 1.0788 0.040 Uiso 1 1 calc R . . C25 C 0.3688(2) 0.6954(2) 1.08835(15) 0.0304(6) Uani 1 1 d . . . N26 N 0.34609(18) 0.61187(19) 1.04543(12) 0.0307(5) Uani 1 1 d . . . N27 N 0.29035(19) 0.5454(2) 1.09142(13) 0.0332(5) Uani 1 1 d . . . H27 H 0.2651 0.4836 1.0776 0.040 Uiso 1 1 calc R . . C28 C 0.2780(2) 0.5853(3) 1.16165(16) 0.0386(7) Uani 1 1 d . . . H28 H 0.2421 0.5518 1.2031 0.046 Uiso 1 1 calc R . . C29 C 0.3265(2) 0.6830(2) 1.16223(16) 0.0348(6) Uani 1 1 d . . . H29 H 0.3306 0.7310 1.2029 0.042 Uiso 1 1 calc R . . N30 N 0.5689(2) 0.1798(2) 0.94187(15) 0.0441(6) Uani 1 1 d D . . O31A O 0.5725(6) 0.2759(5) 0.9423(4) 0.0500(18) Uiso 0.50 1 d PD A 1 O32A O 0.4628(6) 0.1504(6) 0.9270(4) 0.0638(19) Uiso 0.50 1 d PD A 1 O33A O 0.6360(5) 0.1117(5) 0.9628(3) 0.0541(13) Uiso 0.50 1 d PD A 1 O31B O 0.5846(7) 0.2726(5) 0.9227(4) 0.061(2) Uiso 0.50 1 d PD A 2 O32B O 0.4857(7) 0.1300(7) 0.9411(5) 0.088(3) Uiso 0.50 1 d PD A 2 O33B O 0.6718(6) 0.1426(7) 0.9565(5) 0.089(2) Uiso 0.50 1 d PD A 2 N34 N 0.5975(2) 0.4480(2) 1.21832(14) 0.0403(6) Uani 1 1 d . . . O35 O 0.5286(2) 0.4904(3) 1.17387(15) 0.0677(8) Uani 1 1 d . . . O36 O 0.5793(2) 0.4461(2) 1.28763(13) 0.0634(7) Uani 1 1 d . . . O37 O 0.6877(2) 0.4095(2) 1.19180(14) 0.0604(7) Uani 1 1 d . . . C38A C 0.4016(7) 0.2793(8) 1.0858(4) 0.052(2) Uiso 0.60 1 d PD B 1 H38A H 0.3415 0.3177 1.0592 0.078 Uiso 0.60 1 calc PR B 1 H38B H 0.4002 0.2060 1.0703 0.078 Uiso 0.60 1 calc PR B 1 H38C H 0.4762 0.3097 1.0735 0.078 Uiso 0.60 1 calc PR B 1 N39 N 0.3823(3) 0.2863(3) 1.16687(18) 0.0578(8) Uani 1 1 d D . . O40A O 0.4446(4) 0.2479(4) 1.2174(3) 0.0596(12) Uiso 0.60 1 d PD B 1 O41A O 0.2955(4) 0.3431(4) 1.1831(3) 0.0437(11) Uiso 0.60 1 d PD B 1 C38B C 0.4328(13) 0.2746(16) 1.0924(8) 0.082(5) Uiso 0.40 1 d PD B 2 H38D H 0.4625 0.2036 1.0867 0.123 Uiso 0.40 1 calc PR B 2 H38E H 0.4953 0.3248 1.0864 0.123 Uiso 0.40 1 calc PR B 2 H38F H 0.3745 0.2876 1.0539 0.123 Uiso 0.40 1 calc PR B 2 O40B O 0.4217(8) 0.2055(7) 1.2013(5) 0.081(2) Uiso 0.40 1 d PD B 2 O41B O 0.3284(9) 0.3522(8) 1.1975(6) 0.085(3) Uiso 0.40 1 d PD B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.02538(15) 0.02854(19) 0.03107(17) -0.00377(17) 0.00301(15) -0.00139(16) N2 0.0333(11) 0.0439(15) 0.0443(13) 0.0041(12) 0.0027(12) 0.0014(13) C3 0.0434(15) 0.0426(18) 0.0354(15) 0.0063(14) 0.0043(13) -0.0014(14) C4 0.0504(16) 0.0470(19) 0.0290(14) 0.0021(13) -0.0017(12) 0.0003(15) N5 0.0362(11) 0.0328(12) 0.0333(11) -0.0015(12) -0.0004(9) 0.0006(12) C6 0.0353(13) 0.0363(16) 0.0385(14) -0.0039(13) 0.0080(12) -0.0022(13) C7 0.0297(12) 0.0309(15) 0.0433(16) 0.0004(13) -0.0006(11) -0.0011(11) N8 0.0315(10) 0.0331(12) 0.0327(10) 0.0008(9) -0.0020(10) -0.0005(11) N9 0.0419(12) 0.0323(14) 0.0351(12) 0.0048(11) -0.0069(10) -0.0067(11) C10 0.0392(15) 0.0358(18) 0.064(2) 0.0042(16) -0.0147(15) 0.0011(14) C11 0.0306(13) 0.0392(17) 0.064(2) 0.0073(17) 0.0012(14) 0.0040(12) C12 0.0370(15) 0.044(2) 0.063(2) 0.0196(17) -0.0014(14) 0.0052(14) C13 0.0376(16) 0.0397(19) 0.068(2) 0.0115(17) 0.0093(15) 0.0110(14) N14 0.0316(11) 0.0354(14) 0.0432(13) 0.0076(11) 0.0072(10) 0.0047(11) C15 0.0271(12) 0.050(2) 0.0334(13) 0.0057(13) 0.0002(11) 0.0012(13) C16 0.0347(14) 0.0449(18) 0.0251(12) -0.0010(13) 0.0024(10) -0.0109(13) N17 0.0355(11) 0.0290(12) 0.0292(10) 0.0005(10) -0.0004(9) -0.0005(10) N18 0.0552(14) 0.0282(13) 0.0307(11) 0.0006(11) 0.0028(10) -0.0007(12) C19 0.078(2) 0.0383(19) 0.0404(17) -0.0101(15) 0.0045(17) -0.0218(19) C20 0.0523(17) 0.055(2) 0.0372(15) -0.0065(16) -0.0002(13) -0.0183(18) C21 0.0555(18) 0.0332(17) 0.0539(18) 0.0052(15) 0.0099(15) -0.0033(14) C22 0.0479(16) 0.0428(19) 0.0448(17) 0.0001(14) 0.0061(13) -0.0170(14) N23 0.0324(11) 0.0318(13) 0.0381(12) 0.0031(11) 0.0012(9) -0.0080(10) C24 0.0333(13) 0.0292(14) 0.0378(14) -0.0051(11) -0.0051(11) -0.0038(12) C25 0.0287(11) 0.0300(14) 0.0326(13) -0.0006(11) -0.0015(10) 0.0023(11) N26 0.0329(10) 0.0278(12) 0.0314(10) 0.0015(10) 0.0021(8) -0.0028(10) N27 0.0332(11) 0.0304(13) 0.0359(12) 0.0013(10) 0.0019(9) -0.0011(10) C28 0.0372(14) 0.0485(19) 0.0300(13) 0.0047(13) 0.0005(11) 0.0070(14) C29 0.0354(14) 0.0372(17) 0.0317(13) -0.0031(13) -0.0020(11) 0.0052(13) N30 0.0508(14) 0.0343(14) 0.0473(14) -0.0040(12) 0.0016(13) 0.0028(12) N34 0.0363(13) 0.0420(15) 0.0425(13) 0.0047(12) -0.0070(11) -0.0021(12) O35 0.0467(13) 0.099(2) 0.0573(14) 0.0193(16) -0.0050(11) 0.0249(15) O36 0.0550(13) 0.092(2) 0.0429(12) 0.0122(13) 0.0001(12) 0.0003(16) O37 0.0580(14) 0.0697(19) 0.0536(14) -0.0070(13) -0.0090(11) 0.0310(14) N39 0.0576(17) 0.058(2) 0.0579(17) 0.0111(16) 0.0096(14) 0.0012(16) _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 N14 2.174(2) . ? Fe1 N23 2.178(3) . ? Fe1 N5 2.181(2) . ? Fe1 N17 2.211(2) . ? Fe1 N8 2.223(2) . ? Fe1 N26 2.223(2) . ? Fe1 N2 2.997(3) . ? N2 C21 1.461(4) . ? N2 C3 1.467(4) . ? N2 C12 1.476(4) . ? C3 C4 1.540(5) . ? C4 N5 1.453(4) . ? N5 C6 1.292(4) . ? C6 C7 1.464(4) . ? C7 N8 1.359(4) . ? C7 C11 1.409(4) . ? N8 N9 1.351(3) . ? N9 C10 1.359(4) . ? C10 C11 1.384(5) . ? C12 C13 1.521(5) . ? C13 N14 1.475(4) . ? N14 C15 1.286(4) . ? C15 C16 1.470(5) . ? C16 N17 1.359(4) . ? C16 C20 1.408(5) . ? N17 N18 1.349(4) . ? N18 C19 1.361(4) . ? C19 C20 1.371(6) . ? C21 C22 1.514(5) . ? C22 N23 1.478(4) . ? N23 C24 1.275(4) . ? C24 C25 1.476(4) . ? C25 N26 1.342(4) . ? C25 C29 1.412(4) . ? N26 N27 1.349(3) . ? N27 C28 1.357(4) . ? C28 C29 1.375(5) . ? N30 O33A 1.233(6) . ? N30 O31A 1.233(6) . ? N30 O32A 1.326(7) . ? N30 O32B 1.166(8) . ? N30 O31B 1.250(7) . ? N30 O33B 1.322(7) . ? N34 O36 1.250(3) . ? N34 O35 1.253(3) . ? N34 O37 1.257(3) . ? C38A N39 1.461(7) . ? N39 O40A 1.257(5) . ? N39 O41A 1.284(5) . ? C38B N39 1.457(13) . ? N39 O41B 1.187(9) . ? N39 O40B 1.288(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N14 Fe1 N23 100.54(10) . . ? N14 Fe1 N5 101.92(9) . . ? N23 Fe1 N5 103.25(9) . . ? N14 Fe1 N17 75.75(10) . . ? N23 Fe1 N17 164.93(8) . . ? N5 Fe1 N17 91.82(9) . . ? N14 Fe1 N8 166.69(10) . . ? N23 Fe1 N8 92.75(9) . . ? N5 Fe1 N8 75.52(9) . . ? N17 Fe1 N8 91.20(9) . . ? N14 Fe1 N26 91.10(9) . . ? N23 Fe1 N26 74.89(9) . . ? N5 Fe1 N26 166.94(8) . . ? N17 Fe1 N26 90.47(9) . . ? N8 Fe1 N26 91.59(8) . . ? N14 Fe1 N2 64.14(8) . . ? N23 Fe1 N2 63.74(8) . . ? N5 Fe1 N2 63.36(8) . . ? N17 Fe1 N2 124.87(8) . . ? N8 Fe1 N2 123.84(8) . . ? N26 Fe1 N2 124.78(8) . . ? C21 N2 C3 115.1(3) . . ? C21 N2 C12 114.4(3) . . ? C3 N2 C12 114.6(3) . . ? C21 N2 Fe1 103.70(18) . . ? C3 N2 Fe1 103.90(18) . . ? C12 N2 Fe1 103.01(18) . . ? N2 C3 C4 110.5(3) . . ? N5 C4 C3 108.5(3) . . ? C6 N5 C4 119.4(3) . . ? C6 N5 Fe1 116.19(19) . . ? C4 N5 Fe1 124.30(19) . . ? N5 C6 C7 118.3(3) . . ? N8 C7 C11 110.6(3) . . ? N8 C7 C6 117.1(2) . . ? C11 C7 C6 132.2(3) . . ? N9 N8 C7 105.2(2) . . ? N9 N8 Fe1 141.96(18) . . ? C7 N8 Fe1 112.87(17) . . ? N8 N9 C10 111.9(3) . . ? N9 C10 C11 107.3(3) . . ? C10 C11 C7 104.9(3) . . ? N2 C12 C13 111.4(3) . . ? N14 C13 C12 108.8(3) . . ? C15 N14 C13 119.7(3) . . ? C15 N14 Fe1 116.4(2) . . ? C13 N14 Fe1 123.7(2) . . ? N14 C15 C16 117.9(3) . . ? N17 C16 C20 110.4(3) . . ? N17 C16 C15 117.1(3) . . ? C20 C16 C15 132.5(3) . . ? N18 N17 C16 105.6(2) . . ? N18 N17 Fe1 141.61(19) . . ? C16 N17 Fe1 112.8(2) . . ? N17 N18 C19 111.1(3) . . ? N18 C19 C20 108.0(3) . . ? C19 C20 C16 105.0(3) . . ? N2 C21 C22 112.1(3) . . ? N23 C22 C21 109.3(3) . . ? C24 N23 C22 119.2(3) . . ? C24 N23 Fe1 116.87(19) . . ? C22 N23 Fe1 123.79(19) . . ? N23 C24 C25 118.0(3) . . ? N26 C25 C29 111.6(3) . . ? N26 C25 C24 116.6(2) . . ? C29 C25 C24 131.8(3) . . ? C25 N26 N27 104.8(2) . . ? C25 N26 Fe1 113.60(18) . . ? N27 N26 Fe1 141.34(19) . . ? N26 N27 C28 111.7(2) . . ? N27 C28 C29 107.9(3) . . ? C28 C29 C25 103.9(3) . . ? O33A N30 O31A 133.2(5) . . ? O33A N30 O32A 117.2(5) . . ? O31A N30 O32A 108.5(5) . . ? O32B N30 O31B 129.9(6) . . ? O32B N30 O33B 124.5(6) . . ? O31B N30 O33B 105.3(5) . . ? O36 N34 O35 121.3(3) . . ? O36 N34 O37 120.3(3) . . ? O35 N34 O37 118.3(3) . . ? O40A N39 O41A 121.4(4) . . ? O40A N39 C38A 126.2(5) . . ? O41A N39 C38A 112.3(5) . . ? O41B N39 O40B 123.1(7) . . ? O41B N39 C38B 134.8(10) . . ? O40B N39 C38B 101.7(9) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N9 H9 O35 0.88 1.97 2.848(4) 172.9 . C10 H10 O32A 0.95 2.36 3.222(7) 150.0 3_557 C10 H10 O32B 0.95 2.49 3.279(9) 140.9 3_557 N18 H18 O31A 0.88 2.00 2.879(7) 174.1 . N18 H18 O31B 0.88 2.10 2.953(8) 164.1 . C19 H19 O37 0.95 2.36 3.228(4) 152.4 3_457 N27 H27 O33A 0.88 2.07 2.872(6) 150.7 3_457 N27 H27 O33B 0.88 2.04 2.909(8) 167.0 3_457 _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.380 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.066 #=END data_mh172 _database_code_depnum_ccdc_archive 'CCDC 650562' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Tris-(4-{pyrazol-3-yl}-3-aza-3-butenyl)amine]iron(II) dinitrate mono-nitromethane solvate ; _chemical_name_common ; (Tris-(4-(pyrazol-3-yl)-3-aza-3-butenyl)amine)iron(ii) dinitrate mono-nitromethane solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 Fe N10, 2[N O3], C H3 N O2' _chemical_formula_sum 'C19 H27 Fe N13 O8' _chemical_formula_weight 621.39 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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' 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' _cell_length_a 11.6229(10) _cell_length_b 12.6878(12) _cell_length_c 17.5957(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2594.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 68429 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 30.07 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Orange-brown _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.591 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.654 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.749 _exptl_absorpt_correction_T_max 0.891 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 68429 _diffrn_reflns_av_R_equivalents 0.0503 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 30.07 _reflns_number_total 7534 _reflns_number_gt 6696 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. No disorder was detected during refinement, and no restraints were applied. All non-H atoms were refined anisotropically, while H atoms were placed in calculated positions and refined using a riding model. There is one residual Fourier peak of +1.1 e.\%A^-3^ lying 0.7\%A from Fe1. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0617P)^2^+1.1587P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.002(14) _refine_ls_number_reflns 7534 _refine_ls_number_parameters 371 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1137 _refine_ls_wR_factor_gt 0.1082 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.42025(3) 0.61573(2) 0.934463(18) 0.02319(8) Uani 1 1 d . . . N2 N 0.4175(2) 0.8234(2) 0.82882(14) 0.0435(6) Uani 1 1 d . . . C3 C 0.4860(3) 0.7830(2) 0.76640(15) 0.0349(6) Uani 1 1 d . . . H3A H 0.5666 0.8069 0.7726 0.042 Uiso 1 1 calc R . . H3B H 0.4565 0.8123 0.7180 0.042 Uiso 1 1 calc R . . C4 C 0.4836(4) 0.6622(2) 0.76230(17) 0.0465(8) Uani 1 1 d . . . H4A H 0.4049 0.6382 0.7494 0.056 Uiso 1 1 calc R . . H4B H 0.5363 0.6377 0.7218 0.056 Uiso 1 1 calc R . . N5 N 0.51868(19) 0.61634(18) 0.83537(12) 0.0324(4) Uani 1 1 d . . . C6 C 0.6198(2) 0.5752(2) 0.84009(15) 0.0316(5) Uani 1 1 d . . . H6 H 0.6701 0.5724 0.7976 0.038 Uiso 1 1 calc R . . C7 C 0.6530(2) 0.53296(19) 0.91423(14) 0.0293(5) Uani 1 1 d . . . N8 N 0.57198(19) 0.54035(15) 0.96946(11) 0.0255(4) Uani 1 1 d . . . N9 N 0.6198(2) 0.49584(17) 1.03192(12) 0.0310(4) Uani 1 1 d . . . H9 H 0.5849 0.4899 1.0761 0.037 Uiso 1 1 calc R . . C10 C 0.7278(3) 0.4616(2) 1.01782(18) 0.0375(6) Uani 1 1 d . . . H10 H 0.7774 0.4277 1.0531 0.045 Uiso 1 1 calc R . . C11 C 0.7533(2) 0.4847(2) 0.94300(19) 0.0379(6) Uani 1 1 d . . . H11 H 0.8230 0.4711 0.9167 0.045 Uiso 1 1 calc R . . C12 C 0.2958(3) 0.8327(3) 0.8198(2) 0.0451(7) Uani 1 1 d . . . H12A H 0.2731 0.8012 0.7705 0.054 Uiso 1 1 calc R . . H12B H 0.2747 0.9083 0.8186 0.054 Uiso 1 1 calc R . . C13 C 0.2294(3) 0.7784(2) 0.8835(2) 0.0521(9) Uani 1 1 d . . . H13A H 0.2442 0.8151 0.9322 0.062 Uiso 1 1 calc R . . H13B H 0.1458 0.7822 0.8729 0.062 Uiso 1 1 calc R . . N14 N 0.2649(2) 0.66665(18) 0.89007(14) 0.0351(5) Uani 1 1 d . . . C15 C 0.1975(2) 0.5937(2) 0.86491(14) 0.0336(6) Uani 1 1 d . . . H15 H 0.1251 0.6103 0.8429 0.040 Uiso 1 1 calc R . . C16 C 0.2368(2) 0.4843(2) 0.87162(14) 0.0304(5) Uani 1 1 d . . . N17 N 0.34284(19) 0.47297(16) 0.90271(11) 0.0269(4) Uani 1 1 d . . . N18 N 0.3649(2) 0.36776(17) 0.90229(12) 0.0331(5) Uani 1 1 d . . . H18 H 0.4285 0.3388 0.9197 0.040 Uiso 1 1 calc R . . C19 C 0.2760(3) 0.3136(2) 0.87157(17) 0.0430(7) Uani 1 1 d . . . H19 H 0.2721 0.2393 0.8653 0.052 Uiso 1 1 calc R . . C20 C 0.1914(3) 0.3854(3) 0.85088(15) 0.0411(6) Uani 1 1 d . . . H20 H 0.1192 0.3711 0.8279 0.049 Uiso 1 1 calc R . . C21 C 0.4720(3) 0.8957(2) 0.88202(17) 0.0397(6) Uani 1 1 d . . . H21A H 0.4119 0.9386 0.9072 0.048 Uiso 1 1 calc R . . H21B H 0.5229 0.9443 0.8535 0.048 Uiso 1 1 calc R . . C22 C 0.5421(3) 0.8391(3) 0.94219(18) 0.0456(7) Uani 1 1 d . . . H22A H 0.6093 0.8047 0.9181 0.055 Uiso 1 1 calc R . . H22B H 0.5710 0.8909 0.9797 0.055 Uiso 1 1 calc R . . N23 N 0.47184(19) 0.75942(18) 0.98119(12) 0.0303(4) Uani 1 1 d . . . C24 C 0.4385(2) 0.77863(19) 1.04945(14) 0.0280(5) Uani 1 1 d . . . H24 H 0.4569 0.8430 1.0743 0.034 Uiso 1 1 calc R . . C25 C 0.3708(2) 0.69631(18) 1.08714(13) 0.0234(4) Uani 1 1 d . . . N26 N 0.34991(16) 0.60993(16) 1.04405(10) 0.0237(4) Uani 1 1 d . . . N27 N 0.29252(18) 0.54328(16) 1.09032(11) 0.0257(4) Uani 1 1 d . . . H27 H 0.2677 0.4806 1.0766 0.031 Uiso 1 1 calc R . . C28 C 0.2779(2) 0.5852(2) 1.16109(14) 0.0287(5) Uani 1 1 d . . . H28 H 0.2408 0.5521 1.2028 0.034 Uiso 1 1 calc R . . C29 C 0.3265(2) 0.6844(2) 1.16117(14) 0.0273(5) Uani 1 1 d . . . H29 H 0.3295 0.7335 1.2019 0.033 Uiso 1 1 calc R . . N30 N 0.5704(2) 0.17940(18) 0.94618(13) 0.0397(5) Uani 1 1 d . . . O31 O 0.5821(2) 0.27564(16) 0.94024(15) 0.0518(5) Uani 1 1 d . . . O32 O 0.4725(3) 0.1432(2) 0.9341(2) 0.0815(9) Uani 1 1 d . . . O33 O 0.6501(3) 0.1209(3) 0.96500(17) 0.0888(12) Uani 1 1 d . . . N34 N 0.5951(2) 0.44744(17) 1.22450(13) 0.0320(5) Uani 1 1 d . . . O35 O 0.52369(19) 0.4882(2) 1.17916(13) 0.0468(5) Uani 1 1 d . . . O36 O 0.5774(2) 0.4487(2) 1.29472(12) 0.0499(5) Uani 1 1 d . . . O37 O 0.68393(19) 0.40595(18) 1.19825(13) 0.0465(5) Uani 1 1 d . . . C38 C 0.4092(4) 0.2696(3) 1.0911(2) 0.0641(10) Uani 1 1 d . . . H38A H 0.4649 0.3231 1.0749 0.096 Uiso 1 1 calc R . . H38B H 0.3388 0.2763 1.0608 0.096 Uiso 1 1 calc R . . H38C H 0.4422 0.1992 1.0836 0.096 Uiso 1 1 calc R . . N39 N 0.3817(2) 0.2848(2) 1.17226(16) 0.0443(6) Uani 1 1 d . . . O40 O 0.4415(3) 0.2428(3) 1.22105(17) 0.0672(8) Uani 1 1 d . . . O41 O 0.2992(2) 0.3418(2) 1.18788(14) 0.0545(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01788(14) 0.02297(13) 0.02872(14) -0.00531(13) 0.00333(12) -0.00129(12) N2 0.0224(11) 0.0686(17) 0.0397(12) -0.0065(11) 0.0056(10) 0.0023(12) C3 0.0420(15) 0.0330(13) 0.0296(12) 0.0071(10) 0.0087(10) 0.0008(11) C4 0.070(2) 0.0339(14) 0.0355(14) 0.0009(11) -0.0200(14) 0.0008(14) N5 0.0359(11) 0.0244(9) 0.0369(10) 0.0043(9) -0.0105(8) -0.0060(9) C6 0.0329(13) 0.0312(11) 0.0306(11) 0.0015(10) 0.0024(10) -0.0059(10) C7 0.0278(12) 0.0257(11) 0.0343(12) 0.0028(9) -0.0007(9) -0.0019(9) N8 0.0252(10) 0.0263(9) 0.0250(8) 0.0022(7) -0.0026(8) -0.0035(8) N9 0.0355(12) 0.0267(10) 0.0309(10) 0.0045(8) -0.0083(8) -0.0081(8) C10 0.0315(14) 0.0309(12) 0.0500(16) 0.0091(11) -0.0148(11) -0.0063(11) C11 0.0242(12) 0.0345(12) 0.0549(17) 0.0094(12) -0.0012(11) -0.0006(9) C12 0.0286(14) 0.0445(16) 0.062(2) 0.0243(14) -0.0069(13) -0.0011(12) C13 0.0344(16) 0.0312(14) 0.091(3) 0.0099(16) 0.0250(17) 0.0085(12) N14 0.0385(13) 0.0269(10) 0.0401(12) 0.0060(9) 0.0172(10) 0.0049(9) C15 0.0274(13) 0.0464(16) 0.0271(11) 0.0089(10) 0.0075(9) 0.0066(11) C16 0.0290(13) 0.0408(13) 0.0215(10) 0.0011(9) 0.0038(9) -0.0015(10) N17 0.0303(11) 0.0274(9) 0.0230(9) 0.0018(7) 0.0043(7) 0.0034(8) N18 0.0450(13) 0.0281(11) 0.0262(9) -0.0003(8) 0.0028(9) 0.0047(9) C19 0.062(2) 0.0344(13) 0.0320(13) -0.0088(11) 0.0023(13) -0.0041(14) C20 0.0474(16) 0.0463(15) 0.0296(11) -0.0075(12) -0.0003(11) -0.0105(14) C21 0.0514(17) 0.0241(12) 0.0437(14) 0.0031(11) 0.0083(12) -0.0021(12) C22 0.0401(15) 0.0561(17) 0.0406(15) 0.0132(14) -0.0035(12) -0.0261(13) N23 0.0234(10) 0.0331(11) 0.0343(11) 0.0059(9) 0.0016(8) -0.0071(8) C24 0.0228(12) 0.0255(10) 0.0359(12) -0.0023(9) -0.0042(9) -0.0028(8) C25 0.0206(10) 0.0235(10) 0.0262(10) -0.0030(8) -0.0026(8) 0.0024(8) N26 0.0239(9) 0.0217(8) 0.0256(8) 0.0012(7) 0.0006(6) -0.0014(8) N27 0.0233(10) 0.0251(9) 0.0286(9) 0.0032(7) 0.0015(7) -0.0021(7) C28 0.0286(12) 0.0318(11) 0.0258(10) 0.0039(9) 0.0021(9) 0.0040(9) C29 0.0248(12) 0.0306(11) 0.0265(11) -0.0013(9) -0.0009(9) 0.0060(9) N30 0.0508(14) 0.0313(10) 0.0371(12) -0.0061(9) 0.0010(11) 0.0094(11) O31 0.0519(13) 0.0368(10) 0.0667(14) 0.0021(10) -0.0049(13) -0.0042(10) O32 0.095(2) 0.0577(16) 0.092(2) -0.0068(17) -0.007(2) -0.0308(16) O33 0.106(3) 0.102(2) 0.0577(15) -0.0026(16) 0.0020(16) 0.078(2) N34 0.0285(12) 0.0306(10) 0.0368(11) 0.0026(8) -0.0049(9) -0.0018(9) O35 0.0362(11) 0.0611(14) 0.0431(11) 0.0114(10) -0.0063(9) 0.0119(10) O36 0.0478(12) 0.0670(14) 0.0348(10) 0.0072(10) 0.0007(10) -0.0033(12) O37 0.0419(12) 0.0497(13) 0.0478(11) -0.0029(10) -0.0038(9) 0.0208(10) C38 0.080(3) 0.066(2) 0.0459(17) -0.0150(16) 0.0154(19) -0.002(2) N39 0.0444(15) 0.0422(13) 0.0463(14) 0.0033(11) 0.0100(11) -0.0065(11) O40 0.0598(18) 0.0778(18) 0.0642(16) 0.0184(15) 0.0104(13) 0.0161(14) O41 0.0591(15) 0.0511(13) 0.0533(14) 0.0017(11) 0.0156(12) 0.0095(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N14 2.071(3) . ? Fe1 N5 2.085(2) . ? Fe1 N23 2.088(2) . ? Fe1 N26 2.0957(19) . ? Fe1 N17 2.098(2) . ? Fe1 N8 2.099(2) . ? Fe1 N2 3.224(3) . ? N2 C12 1.428(4) . ? N2 C3 1.450(3) . ? N2 C21 1.456(4) . ? C3 C4 1.535(4) . ? C4 N5 1.469(3) . ? N5 C6 1.289(4) . ? C6 C7 1.462(4) . ? C7 N8 1.357(3) . ? C7 C11 1.410(4) . ? N8 N9 1.355(3) . ? N9 C10 1.351(4) . ? C10 C11 1.381(4) . ? C12 C13 1.526(4) . ? C13 N14 1.481(4) . ? N14 C15 1.290(4) . ? C15 C16 1.467(4) . ? C16 N17 1.356(3) . ? C16 C20 1.409(4) . ? N17 N18 1.359(3) . ? N18 C19 1.354(4) . ? C19 C20 1.389(5) . ? C21 C22 1.517(4) . ? C22 N23 1.470(3) . ? N23 C24 1.285(3) . ? C24 C25 1.467(3) . ? C25 N26 1.354(3) . ? C25 C29 1.409(3) . ? N26 N27 1.350(3) . ? N27 C28 1.365(3) . ? C28 C29 1.379(4) . ? N30 O33 1.233(4) . ? N30 O31 1.233(3) . ? N30 O32 1.245(4) . ? N34 O37 1.247(3) . ? N34 O36 1.253(3) . ? N34 O35 1.262(3) . ? C38 N39 1.477(4) . ? N39 O40 1.227(4) . ? N39 O41 1.233(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 N14 Fe1 N5 99.31(8) . . ? N14 Fe1 N23 97.27(9) . . ? N5 Fe1 N23 99.70(9) . . ? N14 Fe1 N26 91.02(8) . . ? N5 Fe1 N26 169.55(8) . . ? N23 Fe1 N26 77.32(8) . . ? N14 Fe1 N17 78.17(9) . . ? N5 Fe1 N17 90.90(8) . . ? N23 Fe1 N17 169.06(8) . . ? N26 Fe1 N17 92.72(8) . . ? N14 Fe1 N8 170.28(9) . . ? N5 Fe1 N8 77.64(8) . . ? N23 Fe1 N8 92.35(8) . . ? N26 Fe1 N8 92.40(8) . . ? N17 Fe1 N8 92.58(8) . . ? N14 Fe1 N2 61.25(8) . . ? N5 Fe1 N2 61.34(8) . . ? N23 Fe1 N2 61.08(8) . . ? N26 Fe1 N2 123.73(7) . . ? N17 Fe1 N2 123.20(7) . . ? N8 Fe1 N2 123.36(7) . . ? C12 N2 C3 119.3(3) . . ? C12 N2 C21 116.8(3) . . ? C3 N2 C21 118.1(2) . . ? C12 N2 Fe1 98.14(17) . . ? C3 N2 Fe1 98.20(17) . . ? C21 N2 Fe1 98.06(16) . . ? N2 C3 C4 112.2(3) . . ? N5 C4 C3 110.4(2) . . ? C6 N5 C4 118.0(3) . . ? C6 N5 Fe1 116.41(17) . . ? C4 N5 Fe1 125.5(2) . . ? N5 C6 C7 116.5(2) . . ? N8 C7 C11 110.3(2) . . ? N8 C7 C6 115.5(2) . . ? C11 C7 C6 134.2(3) . . ? N9 N8 C7 105.5(2) . . ? N9 N8 Fe1 140.58(17) . . ? C7 N8 Fe1 113.88(16) . . ? C10 N9 N8 111.5(2) . . ? N9 C10 C11 107.8(2) . . ? C10 C11 C7 104.9(3) . . ? N2 C12 C13 112.4(3) . . ? N14 C13 C12 110.4(3) . . ? C15 N14 C13 119.4(3) . . ? C15 N14 Fe1 115.79(18) . . ? C13 N14 Fe1 124.8(2) . . ? N14 C15 C16 117.5(2) . . ? N17 C16 C20 110.5(3) . . ? N17 C16 C15 114.6(2) . . ? C20 C16 C15 134.9(3) . . ? C16 N17 N18 105.9(2) . . ? C16 N17 Fe1 113.95(17) . . ? N18 N17 Fe1 140.19(18) . . ? C19 N18 N17 110.9(2) . . ? N18 C19 C20 108.1(3) . . ? C19 C20 C16 104.6(3) . . ? N2 C21 C22 112.6(2) . . ? N23 C22 C21 110.7(2) . . ? C24 N23 C22 118.2(2) . . ? C24 N23 Fe1 116.55(17) . . ? C22 N23 Fe1 125.21(19) . . ? N23 C24 C25 116.7(2) . . ? N26 C25 C29 111.4(2) . . ? N26 C25 C24 114.8(2) . . ? C29 C25 C24 133.7(2) . . ? N27 N26 C25 104.93(18) . . ? N27 N26 Fe1 140.32(16) . . ? C25 N26 Fe1 114.63(15) . . ? N26 N27 C28 111.6(2) . . ? N27 C28 C29 107.8(2) . . ? C28 C29 C25 104.3(2) . . ? O33 N30 O31 122.4(3) . . ? O33 N30 O32 120.7(3) . . ? O31 N30 O32 116.8(3) . . ? O37 N34 O36 120.4(2) . . ? O37 N34 O35 118.9(2) . . ? O36 N34 O35 120.7(3) . . ? O40 N39 O41 122.7(3) . . ? O40 N39 C38 119.8(3) . . ? O41 N39 C38 117.5(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N9 H9 O35 0.88 1.95 2.823(3) 172.6 . C10 H10 O32 0.95 2.45 3.252(4) 142.0 3_557 N18 H18 O31 0.88 1.99 2.861(4) 169.9 . C19 H19 O37 0.95 2.39 3.227(4) 147.3 3_457 N27 H27 O33 0.88 2.01 2.833(3) 154.1 3_457 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 30.07 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.118 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.071 #=END data_mh172100 _database_code_depnum_ccdc_archive 'CCDC 650563' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Tris-(4-{pyrazol-3-yl}-3-aza-3-butenyl)amine]iron(II) dinitrate mono-nitromethane solvate ; _chemical_name_common ; (Tris-(4-(pyrazol-3-yl)-3-aza-3-butenyl)amine)iron(ii) dinitrate mono-nitromethane solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 Fe N10, 2[N O3], C H3 N O2' _chemical_formula_sum 'C19 H27 Fe N13 O8' _chemical_formula_weight 621.39 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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' 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' _cell_length_a 11.6168(10) _cell_length_b 12.6034(14) _cell_length_c 17.4840(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2559.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 58395 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 28.24 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Orange-brown _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.612 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.663 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.725 _exptl_absorpt_correction_T_max 0.912 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 58395 _diffrn_reflns_av_R_equivalents 0.0612 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 28.24 _reflns_number_total 6222 _reflns_number_gt 5626 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. No disorder was detected during refinement, and no restraints were applied. All non-H atoms were refined anisotropically, while H atoms were placed in calculated positions and refined using a riding model. There is one residual Fourier peak of +1.2 e.\%A^-3^ lying 0.8\%A from Fe1. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0632P)^2^+2.4498P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.003(17) _refine_ls_number_reflns 6222 _refine_ls_number_parameters 371 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0530 _refine_ls_R_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.1204 _refine_ls_wR_factor_gt 0.1159 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.57851(4) 0.38773(3) 0.06231(2) 0.01586(10) Uani 1 1 d . . . N2 N 0.5824(3) 0.1657(2) 0.17600(16) 0.0276(6) Uani 1 1 d . . . C3 C 0.5199(3) 0.2188(3) 0.23734(18) 0.0232(7) Uani 1 1 d . . . H3A H 0.5502 0.1939 0.2871 0.028 Uiso 1 1 calc R . . H3B H 0.4377 0.1982 0.2345 0.028 Uiso 1 1 calc R . . C4 C 0.5285(3) 0.3414(3) 0.23446(19) 0.0270(7) Uani 1 1 d . . . H4A H 0.4820 0.3722 0.2764 0.032 Uiso 1 1 calc R . . H4B H 0.6096 0.3630 0.2423 0.032 Uiso 1 1 calc R . . N5 N 0.4872(2) 0.3830(2) 0.16028(15) 0.0213(5) Uani 1 1 d . . . C6 C 0.3845(3) 0.4227(2) 0.15778(19) 0.0213(6) Uani 1 1 d . . . H6 H 0.3357 0.4250 0.2013 0.026 Uiso 1 1 calc R . . C7 C 0.3490(3) 0.4639(3) 0.08327(18) 0.0201(6) Uani 1 1 d . . . N8 N 0.4312(2) 0.45761(19) 0.02835(14) 0.0167(5) Uani 1 1 d . . . N9 N 0.3853(2) 0.5018(2) -0.03522(16) 0.0200(5) Uani 1 1 d . . . H9 H 0.4213 0.5083 -0.0792 0.024 Uiso 1 1 calc R . . C10 C 0.2755(3) 0.5347(3) -0.0216(2) 0.0249(7) Uani 1 1 d . . . H10 H 0.2260 0.5681 -0.0575 0.030 Uiso 1 1 calc R . . C11 C 0.2490(3) 0.5109(2) 0.0530(2) 0.0236(6) Uani 1 1 d . . . H11 H 0.1782 0.5236 0.0788 0.028 Uiso 1 1 calc R . . C12 C 0.7053(3) 0.1607(3) 0.1761(2) 0.0280(7) Uani 1 1 d . . . H12A H 0.7291 0.0853 0.1740 0.034 Uiso 1 1 calc R . . H12B H 0.7341 0.1906 0.2249 0.034 Uiso 1 1 calc R . . C13 C 0.7619(3) 0.2207(3) 0.1092(2) 0.0256(7) Uani 1 1 d . . . H13A H 0.8467 0.2165 0.1145 0.031 Uiso 1 1 calc R . . H13B H 0.7406 0.1858 0.0605 0.031 Uiso 1 1 calc R . . N14 N 0.7269(2) 0.3334(2) 0.10628(16) 0.0226(6) Uani 1 1 d . . . C15 C 0.7966(3) 0.4052(3) 0.13284(18) 0.0245(7) Uani 1 1 d . . . H15 H 0.8691 0.3872 0.1544 0.029 Uiso 1 1 calc R . . C16 C 0.7572(3) 0.5150(3) 0.12771(17) 0.0210(6) Uani 1 1 d . . . N17 N 0.6519(2) 0.5250(2) 0.09479(15) 0.0184(5) Uani 1 1 d . . . N18 N 0.6280(3) 0.6301(2) 0.09544(15) 0.0217(5) Uani 1 1 d . . . H18 H 0.5642 0.6584 0.0776 0.026 Uiso 1 1 calc R . . C19 C 0.7156(3) 0.6861(3) 0.12735(19) 0.0268(7) Uani 1 1 d . . . H19 H 0.7181 0.7609 0.1338 0.032 Uiso 1 1 calc R . . C20 C 0.8005(3) 0.6155(3) 0.14877(18) 0.0281(7) Uani 1 1 d . . . H20 H 0.8722 0.6310 0.1724 0.034 Uiso 1 1 calc R . . C21 C 0.5202(3) 0.1031(3) 0.1199(2) 0.0265(7) Uani 1 1 d . . . H21A H 0.4665 0.0552 0.1471 0.032 Uiso 1 1 calc R . . H21B H 0.5759 0.0582 0.0918 0.032 Uiso 1 1 calc R . . C22 C 0.4517(3) 0.1693(3) 0.0620(2) 0.0261(7) Uani 1 1 d . . . H22A H 0.4149 0.1215 0.0243 0.031 Uiso 1 1 calc R . . H22B H 0.3900 0.2085 0.0890 0.031 Uiso 1 1 calc R . . N23 N 0.5264(2) 0.2453(2) 0.02156(15) 0.0193(5) Uani 1 1 d . . . C24 C 0.5585(2) 0.2220(2) -0.04735(17) 0.0172(6) Uani 1 1 d . . . H24 H 0.5386 0.1566 -0.0710 0.021 Uiso 1 1 calc R . . C25 C 0.6273(3) 0.3025(2) -0.08650(16) 0.0159(6) Uani 1 1 d . . . N26 N 0.6469(2) 0.3904(2) -0.04334(13) 0.0156(5) Uani 1 1 d . . . N27 N 0.7041(2) 0.4578(2) -0.08995(15) 0.0171(5) Uani 1 1 d . . . H27 H 0.7281 0.5213 -0.0764 0.021 Uiso 1 1 calc R . . C28 C 0.7199(3) 0.4146(2) -0.16060(17) 0.0186(6) Uani 1 1 d . . . H28 H 0.7570 0.4481 -0.2025 0.022 Uiso 1 1 calc R . . C29 C 0.6731(3) 0.3143(2) -0.16106(17) 0.0179(6) Uani 1 1 d . . . H29 H 0.6718 0.2646 -0.2019 0.022 Uiso 1 1 calc R . . N30 N 0.4311(3) 0.8223(2) 0.05072(17) 0.0320(7) Uani 1 1 d . . . O31 O 0.4120(3) 0.7253(2) 0.05620(16) 0.0361(6) Uani 1 1 d . . . O32 O 0.5312(3) 0.8535(3) 0.0636(2) 0.0575(9) Uani 1 1 d . . . O33 O 0.3550(3) 0.8864(3) 0.03270(18) 0.0618(11) Uani 1 1 d . . . N34 N 0.4072(2) 0.5546(2) -0.22936(15) 0.0205(5) Uani 1 1 d . . . O35 O 0.4802(2) 0.5138(2) -0.18317(14) 0.0287(5) Uani 1 1 d . . . O36 O 0.4245(3) 0.5515(2) -0.30004(14) 0.0339(6) Uani 1 1 d . . . O37 O 0.3191(2) 0.5979(2) -0.20274(14) 0.0296(5) Uani 1 1 d . . . C38 C 0.5921(4) 0.7381(4) -0.0934(2) 0.0447(10) Uani 1 1 d . . . H38A H 0.5382 0.6842 -0.0747 0.067 Uiso 1 1 calc R . . H38B H 0.5569 0.8084 -0.0887 0.067 Uiso 1 1 calc R . . H38C H 0.6629 0.7356 -0.0630 0.067 Uiso 1 1 calc R . . N39 N 0.6197(3) 0.7168(3) -0.17487(19) 0.0323(7) Uani 1 1 d . . . O40 O 0.5589(3) 0.7553(3) -0.22571(17) 0.0423(7) Uani 1 1 d . . . O41 O 0.7044(3) 0.6602(2) -0.18817(17) 0.0378(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01269(19) 0.01477(17) 0.02012(19) -0.00269(16) 0.00285(16) -0.00117(16) N2 0.0159(13) 0.0427(16) 0.0242(13) 0.0011(12) 0.0016(11) 0.0042(13) C3 0.0247(17) 0.0257(16) 0.0193(15) 0.0051(12) 0.0014(12) 0.0006(14) C4 0.0336(19) 0.0251(16) 0.0222(16) 0.0011(13) -0.0054(13) -0.0035(14) N5 0.0226(14) 0.0180(12) 0.0234(12) 0.0028(11) -0.0035(10) -0.0030(11) C6 0.0191(15) 0.0217(14) 0.0229(15) 0.0025(12) 0.0038(12) -0.0033(11) C7 0.0169(15) 0.0196(14) 0.0239(15) -0.0008(11) 0.0012(11) -0.0012(11) N8 0.0161(12) 0.0147(10) 0.0194(12) 0.0003(9) 0.0001(10) -0.0006(10) N9 0.0205(13) 0.0186(12) 0.0208(12) 0.0022(10) -0.0030(10) -0.0049(10) C10 0.0207(17) 0.0199(15) 0.0341(18) 0.0043(13) -0.0077(13) -0.0006(13) C11 0.0179(15) 0.0208(14) 0.0320(17) 0.0019(13) 0.0000(13) -0.0002(11) C12 0.0221(18) 0.0284(17) 0.0335(19) 0.0066(14) -0.0023(14) 0.0019(14) C13 0.0193(17) 0.0232(16) 0.0344(18) -0.0006(14) 0.0031(13) 0.0030(13) N14 0.0227(14) 0.0213(13) 0.0238(14) 0.0032(10) 0.0069(10) 0.0024(11) C15 0.0183(15) 0.0366(19) 0.0187(14) 0.0051(13) 0.0035(11) 0.0023(13) C16 0.0231(16) 0.0280(16) 0.0120(13) 0.0026(12) 0.0040(11) -0.0003(13) N17 0.0220(13) 0.0163(12) 0.0170(12) 0.0013(9) 0.0007(10) 0.0028(10) N18 0.0267(14) 0.0177(13) 0.0207(12) -0.0011(10) 0.0015(10) 0.0004(10) C19 0.034(2) 0.0243(16) 0.0219(16) -0.0068(13) 0.0032(13) -0.0044(14) C20 0.0301(18) 0.0360(17) 0.0184(14) -0.0040(15) 0.0032(12) -0.0090(16) C21 0.0276(17) 0.0198(15) 0.0319(17) 0.0045(14) 0.0068(13) -0.0026(14) C22 0.0249(17) 0.0288(16) 0.0245(15) 0.0000(14) 0.0014(13) -0.0116(12) N23 0.0142(12) 0.0192(12) 0.0246(13) 0.0013(10) -0.0007(10) -0.0037(10) C24 0.0129(15) 0.0166(12) 0.0221(15) -0.0022(10) -0.0021(10) -0.0020(10) C25 0.0158(14) 0.0158(13) 0.0162(13) -0.0033(10) -0.0030(10) 0.0014(11) N26 0.0156(12) 0.0162(10) 0.0148(11) -0.0002(9) 0.0004(8) -0.0025(10) N27 0.0141(12) 0.0180(12) 0.0193(12) 0.0003(9) 0.0006(9) -0.0017(9) C28 0.0165(15) 0.0240(15) 0.0153(13) 0.0025(11) -0.0006(10) 0.0012(11) C29 0.0183(15) 0.0205(14) 0.0150(13) -0.0015(11) -0.0023(11) 0.0026(12) N30 0.0390(18) 0.0295(14) 0.0275(15) -0.0071(12) -0.0034(13) 0.0089(14) O31 0.0393(15) 0.0279(12) 0.0411(14) 0.0014(11) -0.0054(13) 0.0003(11) O32 0.059(2) 0.0389(16) 0.074(2) -0.0041(17) -0.008(2) -0.0131(15) O33 0.077(3) 0.070(2) 0.0384(16) 0.0017(17) 0.0054(16) 0.055(2) N34 0.0165(14) 0.0203(12) 0.0248(13) 0.0025(10) -0.0032(10) -0.0013(10) O35 0.0232(13) 0.0360(14) 0.0270(12) 0.0080(10) -0.0037(10) 0.0060(10) O36 0.0343(14) 0.0437(15) 0.0238(12) 0.0035(10) -0.0013(11) -0.0027(13) O37 0.0248(13) 0.0323(14) 0.0316(12) 0.0013(11) -0.0021(10) 0.0106(11) C38 0.050(3) 0.047(2) 0.038(2) -0.0106(18) 0.009(2) -0.003(2) N39 0.0332(18) 0.0289(15) 0.0347(17) 0.0024(13) 0.0035(13) -0.0031(13) O40 0.0370(17) 0.0468(16) 0.0431(16) 0.0096(13) 0.0016(13) 0.0043(13) O41 0.0357(16) 0.0371(15) 0.0407(16) 0.0034(12) 0.0076(12) 0.0039(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N14 2.008(3) . ? Fe1 N17 2.010(3) . ? Fe1 N26 2.011(2) . ? Fe1 N8 2.014(3) . ? Fe1 N5 2.016(3) . ? Fe1 N23 2.024(3) . ? Fe1 N2 3.433(3) . ? N2 C12 1.428(5) . ? N2 C21 1.451(5) . ? N2 C3 1.458(4) . ? C3 C4 1.548(5) . ? C4 N5 1.479(4) . ? N5 C6 1.294(4) . ? C6 C7 1.462(5) . ? C7 N8 1.357(4) . ? C7 C11 1.407(5) . ? N8 N9 1.353(4) . ? N9 C10 1.362(4) . ? C10 C11 1.375(5) . ? C12 C13 1.541(5) . ? C13 N14 1.478(4) . ? N14 C15 1.301(5) . ? C15 C16 1.461(5) . ? C16 N17 1.358(4) . ? C16 C20 1.411(5) . ? N17 N18 1.353(4) . ? N18 C19 1.359(4) . ? C19 C20 1.381(5) . ? C21 C22 1.535(5) . ? C22 N23 1.473(4) . ? N23 C24 1.295(4) . ? C24 C25 1.462(4) . ? C25 N26 1.360(4) . ? C25 C29 1.416(4) . ? N26 N27 1.351(3) . ? N27 C28 1.362(4) . ? C28 C29 1.376(4) . ? N30 O33 1.238(4) . ? N30 O31 1.246(4) . ? N30 O32 1.248(5) . ? N34 O37 1.249(4) . ? N34 O36 1.253(4) . ? N34 O35 1.279(4) . ? C38 N39 1.485(5) . ? N39 O40 1.235(4) . ? N39 O41 1.237(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 N14 Fe1 N17 79.73(11) . . ? N14 Fe1 N26 91.04(11) . . ? N17 Fe1 N26 94.44(11) . . ? N14 Fe1 N8 172.52(11) . . ? N17 Fe1 N8 93.85(10) . . ? N26 Fe1 N8 93.30(10) . . ? N14 Fe1 N5 96.68(11) . . ? N17 Fe1 N5 90.50(11) . . ? N26 Fe1 N5 171.48(10) . . ? N8 Fe1 N5 79.42(11) . . ? N14 Fe1 N23 95.09(11) . . ? N17 Fe1 N23 171.66(11) . . ? N26 Fe1 N23 79.03(11) . . ? N8 Fe1 N23 91.72(11) . . ? N5 Fe1 N23 96.63(11) . . ? N14 Fe1 N2 59.25(9) . . ? N17 Fe1 N2 122.17(9) . . ? N26 Fe1 N2 122.71(9) . . ? N8 Fe1 N2 122.58(9) . . ? N5 Fe1 N2 59.39(9) . . ? N23 Fe1 N2 58.99(9) . . ? C12 N2 C21 118.3(3) . . ? C12 N2 C3 121.1(3) . . ? C21 N2 C3 119.9(3) . . ? C12 N2 Fe1 92.9(2) . . ? C21 N2 Fe1 92.62(19) . . ? C3 N2 Fe1 92.57(19) . . ? N2 C3 C4 113.7(3) . . ? N5 C4 C3 111.2(3) . . ? C6 N5 C4 117.8(3) . . ? C6 N5 Fe1 116.4(2) . . ? C4 N5 Fe1 125.8(2) . . ? N5 C6 C7 115.3(3) . . ? N8 C7 C11 109.9(3) . . ? N8 C7 C6 114.3(3) . . ? C11 C7 C6 135.8(3) . . ? N9 N8 C7 106.2(3) . . ? N9 N8 Fe1 139.2(2) . . ? C7 N8 Fe1 114.5(2) . . ? N8 N9 C10 110.6(3) . . ? N9 C10 C11 108.0(3) . . ? C10 C11 C7 105.3(3) . . ? N2 C12 C13 113.8(3) . . ? N14 C13 C12 112.3(3) . . ? C15 N14 C13 119.0(3) . . ? C15 N14 Fe1 115.7(2) . . ? C13 N14 Fe1 125.3(2) . . ? N14 C15 C16 116.2(3) . . ? N17 C16 C20 110.4(3) . . ? N17 C16 C15 113.3(3) . . ? C20 C16 C15 136.2(3) . . ? N18 N17 C16 105.8(3) . . ? N18 N17 Fe1 139.3(2) . . ? C16 N17 Fe1 115.0(2) . . ? N17 N18 C19 111.0(3) . . ? N18 C19 C20 108.1(3) . . ? C19 C20 C16 104.7(3) . . ? N2 C21 C22 114.1(3) . . ? N23 C22 C21 111.4(3) . . ? C24 N23 C22 117.9(3) . . ? C24 N23 Fe1 116.3(2) . . ? C22 N23 Fe1 125.7(2) . . ? N23 C24 C25 115.8(3) . . ? N26 C25 C29 111.2(3) . . ? N26 C25 C24 113.4(2) . . ? C29 C25 C24 135.2(3) . . ? N27 N26 C25 105.0(2) . . ? N27 N26 Fe1 139.4(2) . . ? C25 N26 Fe1 115.4(2) . . ? N26 N27 C28 111.2(2) . . ? N27 C28 C29 108.6(3) . . ? C28 C29 C25 103.9(3) . . ? O33 N30 O31 122.1(4) . . ? O33 N30 O32 120.4(4) . . ? O31 N30 O32 117.5(3) . . ? O37 N34 O36 120.8(3) . . ? O37 N34 O35 118.9(3) . . ? O36 N34 O35 120.3(3) . . ? O40 N39 O41 123.1(3) . . ? O40 N39 C38 119.8(3) . . ? O41 N39 C38 117.1(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N9 H9 O35 0.88 1.94 2.816(4) 171.4 . C10 H10 O32 0.95 2.47 3.252(5) 139.5 3_465 N18 H18 O31 0.88 1.99 2.865(4) 170.0 . C19 H19 O37 0.95 2.45 3.255(4) 142.5 3_565 N27 H27 O33 0.88 2.03 2.816(4) 148.6 3_565 _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.24 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.220 _refine_diff_density_min -0.421 _refine_diff_density_rms 0.087 #=END data_mh17230 _database_code_depnum_ccdc_archive 'CCDC 650564' _chemical_name_systematic ; [Tris-(4-{pyrazol-3-yl}-3-aza-3-butenyl)amine]iron(II) dinitrate mono-nitromethane solvate ; _chemical_name_common ; (Tris-(4-(pyrazol-3-yl)-3-aza-3-butenyl)amine)iron(ii) dinitrate mono-nitromethane solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 Fe N10, 2[N O3], C H3 N O2' _chemical_formula_sum 'C19 H27 Fe N13 O8' _chemical_formula_weight 621.39 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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' 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' _cell_length_a 11.626(2) _cell_length_b 12.574(2) _cell_length_c 17.373(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2539.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 30(2) _cell_measurement_reflns_used 54613 _cell_measurement_theta_min 2.00 _cell_measurement_theta_max 26.29 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_colour Orange-brown _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.668 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.518 _exptl_absorpt_correction_T_max 1.482 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 30(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' _diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 54613 _diffrn_reflns_av_R_equivalents 0.0599 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 26.29 _reflns_number_total 5096 _reflns_number_gt 4559 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. No disorder was detected during refinement, and no restraints were applied. All non-H atoms were refined anisotropically, while H atoms were placed in calculated positions and refined using a riding model. There is one residual Fourier peak of +1.7 e.\%A^-3^ lying 0.8\%A from Fe1. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1198P)^2^+22.5397P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(5) _refine_ls_number_reflns 5096 _refine_ls_number_parameters 371 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1038 _refine_ls_R_factor_gt 0.0923 _refine_ls_wR_factor_ref 0.2631 _refine_ls_wR_factor_gt 0.2524 _refine_ls_goodness_of_fit_ref 1.129 _refine_ls_restrained_S_all 1.129 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.41977(10) 0.61307(9) 0.93694(7) 0.0222(3) Uani 1 1 d . . . N2 N 0.4135(7) 0.8349(7) 0.8238(4) 0.0341(17) Uani 1 1 d . . . C3 C 0.4794(8) 0.7818(7) 0.7616(5) 0.0254(17) Uani 1 1 d . . . H3A H 0.5613 0.8025 0.7657 0.030 Uiso 1 1 calc R . . H3B H 0.4506 0.8069 0.7112 0.030 Uiso 1 1 calc R . . C4 C 0.4702(10) 0.6600(7) 0.7649(5) 0.036(2) Uani 1 1 d . . . H4A H 0.3889 0.6389 0.7573 0.043 Uiso 1 1 calc R . . H4B H 0.5160 0.6289 0.7225 0.043 Uiso 1 1 calc R . . N5 N 0.5112(6) 0.6174(6) 0.8383(4) 0.0267(15) Uani 1 1 d . . . C6 C 0.6137(8) 0.5782(6) 0.8411(5) 0.0258(18) Uani 1 1 d . . . H6 H 0.6626 0.5765 0.7973 0.031 Uiso 1 1 calc R . . C7 C 0.6501(7) 0.5367(6) 0.9162(5) 0.0225(16) Uani 1 1 d . . . N8 N 0.5678(6) 0.5431(5) 0.9713(4) 0.0218(14) Uani 1 1 d . . . N9 N 0.6131(6) 0.4979(5) 1.0341(4) 0.0224(14) Uani 1 1 d . . . H9 H 0.5770 0.4910 1.0784 0.027 Uiso 1 1 calc R . . C10 C 0.7243(8) 0.4634(7) 1.0202(5) 0.0267(18) Uani 1 1 d . . . H10 H 0.7733 0.4287 1.0560 0.032 Uiso 1 1 calc R . . C11 C 0.7510(8) 0.4881(7) 0.9463(5) 0.0288(18) Uani 1 1 d . . . H11 H 0.8217 0.4756 0.9204 0.035 Uiso 1 1 calc R . . C12 C 0.2925(10) 0.8397(8) 0.8232(6) 0.041(2) Uani 1 1 d . . . H12A H 0.2641 0.8108 0.7738 0.049 Uiso 1 1 calc R . . H12B H 0.2684 0.9151 0.8263 0.049 Uiso 1 1 calc R . . C13 C 0.2366(8) 0.7779(7) 0.8896(6) 0.034(2) Uani 1 1 d . . . H13A H 0.2578 0.8124 0.9388 0.040 Uiso 1 1 calc R . . H13B H 0.1520 0.7825 0.8842 0.040 Uiso 1 1 calc R . . N14 N 0.2697(7) 0.6663(6) 0.8929(4) 0.0307(17) Uani 1 1 d . . . C15 C 0.1994(8) 0.5947(8) 0.8663(5) 0.034(2) Uani 1 1 d . . . H15 H 0.1269 0.6127 0.8446 0.040 Uiso 1 1 calc R . . C16 C 0.2396(8) 0.4840(7) 0.8722(5) 0.0281(19) Uani 1 1 d . . . N17 N 0.3479(6) 0.4749(6) 0.9050(4) 0.0230(14) Uani 1 1 d . . . N18 N 0.3718(7) 0.3694(5) 0.9047(4) 0.0247(14) Uani 1 1 d . . . H18 H 0.4358 0.3411 0.9224 0.030 Uiso 1 1 calc R . . C19 C 0.2832(8) 0.3130(7) 0.8730(5) 0.0290(19) Uani 1 1 d . . . H19 H 0.2813 0.2380 0.8666 0.035 Uiso 1 1 calc R . . C20 C 0.1970(10) 0.3824(9) 0.8519(5) 0.038(2) Uani 1 1 d . . . H20 H 0.1250 0.3657 0.8289 0.046 Uiso 1 1 calc R . . C21 C 0.4758(9) 0.8980(8) 0.8790(6) 0.037(2) Uani 1 1 d . . . H21A H 0.4204 0.9431 0.9074 0.044 Uiso 1 1 calc R . . H21B H 0.5289 0.9458 0.8510 0.044 Uiso 1 1 calc R . . C22 C 0.5461(9) 0.8320(8) 0.9380(6) 0.037(2) Uani 1 1 d . . . H22A H 0.6078 0.7927 0.9108 0.044 Uiso 1 1 calc R . . H22B H 0.5828 0.8804 0.9756 0.044 Uiso 1 1 calc R . . N23 N 0.4711(6) 0.7558(6) 0.9790(4) 0.0258(15) Uani 1 1 d . . . C24 C 0.4392(7) 0.7795(6) 1.0470(5) 0.0251(18) Uani 1 1 d . . . H24 H 0.4587 0.8452 1.0706 0.030 Uiso 1 1 calc R . . C25 C 0.3699(8) 0.6979(6) 1.0866(4) 0.0219(16) Uani 1 1 d . . . N26 N 0.3514(6) 0.6107(6) 1.0436(3) 0.0217(13) Uani 1 1 d . . . N27 N 0.2949(6) 0.5432(5) 1.0907(4) 0.0210(14) Uani 1 1 d . . . H27 H 0.2709 0.4794 1.0772 0.025 Uiso 1 1 calc R . . C28 C 0.2800(7) 0.5861(6) 1.1608(5) 0.0221(16) Uani 1 1 d . . . H28 H 0.2449 0.5514 1.2033 0.027 Uiso 1 1 calc R . . C29 C 0.3228(7) 0.6866(6) 1.1618(5) 0.0222(16) Uani 1 1 d . . . H29 H 0.3217 0.7369 1.2026 0.027 Uiso 1 1 calc R . . N30 N 0.5673(7) 0.1786(7) 0.9500(4) 0.0356(18) Uani 1 1 d . . . O31 O 0.5882(7) 0.2738(5) 0.9429(4) 0.0405(16) Uani 1 1 d . . . O32 O 0.4684(8) 0.1474(7) 0.9359(6) 0.059(2) Uani 1 1 d . . . O33 O 0.6429(8) 0.1135(9) 0.9681(4) 0.064(3) Uani 1 1 d . . . N34 N 0.5930(6) 0.4435(5) 1.2293(4) 0.0232(15) Uani 1 1 d . . . O35 O 0.5180(6) 0.4861(5) 1.1830(3) 0.0283(13) Uani 1 1 d . . . O36 O 0.5758(6) 0.4459(5) 1.2993(3) 0.0330(14) Uani 1 1 d . . . O37 O 0.6808(5) 0.4027(5) 1.2015(3) 0.0298(14) Uani 1 1 d . . . C38 C 0.4048(11) 0.2623(10) 1.0918(6) 0.048(3) Uani 1 1 d . . . H38A H 0.4683 0.3078 1.0747 0.072 Uiso 1 1 calc R . . H38B H 0.3365 0.2770 1.0605 0.072 Uiso 1 1 calc R . . H38C H 0.4267 0.1875 1.0859 0.072 Uiso 1 1 calc R . . N39 N 0.3791(7) 0.2845(7) 1.1734(5) 0.0367(19) Uani 1 1 d . . . O40 O 0.4418(7) 0.2455(6) 1.2243(4) 0.0441(18) Uani 1 1 d . . . O41 O 0.2935(7) 0.3401(6) 1.1880(4) 0.0431(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0203(5) 0.0177(5) 0.0285(6) -0.0030(5) 0.0037(5) -0.0001(5) N2 0.028(4) 0.047(4) 0.027(4) 0.005(3) 0.004(3) 0.013(4) C3 0.028(5) 0.022(4) 0.026(4) 0.003(3) 0.006(3) 0.006(4) C4 0.058(7) 0.017(4) 0.032(5) -0.002(3) -0.001(4) -0.003(4) N5 0.033(4) 0.018(3) 0.029(3) -0.003(3) -0.005(3) -0.007(3) C6 0.027(5) 0.023(4) 0.027(4) 0.000(3) 0.007(3) -0.012(3) C7 0.023(4) 0.012(3) 0.033(4) -0.005(3) 0.003(3) -0.004(3) N8 0.025(4) 0.014(3) 0.026(3) -0.003(2) 0.005(3) -0.003(3) N9 0.023(4) 0.023(3) 0.021(3) 0.003(3) -0.003(3) -0.006(3) C10 0.023(4) 0.019(4) 0.038(5) 0.008(3) -0.010(3) -0.006(3) C11 0.030(5) 0.027(4) 0.029(4) -0.001(4) -0.001(4) -0.002(3) C12 0.053(7) 0.031(5) 0.038(5) 0.011(4) 0.006(5) 0.014(5) C13 0.028(5) 0.026(4) 0.048(6) 0.002(4) 0.000(4) 0.009(4) N14 0.042(5) 0.018(3) 0.033(4) 0.007(3) 0.010(3) 0.004(3) C15 0.032(5) 0.048(6) 0.022(4) 0.008(4) 0.006(3) 0.007(4) C16 0.031(5) 0.034(5) 0.019(4) 0.004(3) 0.006(3) 0.004(4) N17 0.028(4) 0.023(3) 0.019(3) 0.002(3) 0.001(3) 0.010(3) N18 0.031(4) 0.019(3) 0.024(3) 0.002(3) 0.001(3) -0.001(3) C19 0.033(5) 0.027(4) 0.027(4) -0.007(4) 0.003(4) -0.006(4) C20 0.052(6) 0.042(5) 0.020(4) -0.006(4) 0.009(4) -0.005(5) C21 0.047(6) 0.023(4) 0.041(5) 0.006(4) 0.012(4) 0.005(4) C22 0.043(5) 0.038(5) 0.030(4) -0.004(4) -0.001(4) -0.012(4) N23 0.022(4) 0.026(4) 0.029(4) 0.001(3) 0.001(3) 0.002(3) C24 0.028(5) 0.017(3) 0.030(4) -0.003(3) -0.005(3) 0.002(3) C25 0.028(4) 0.018(4) 0.020(4) -0.004(3) -0.004(3) 0.002(3) N26 0.027(3) 0.020(3) 0.018(3) 0.000(3) 0.000(2) 0.004(3) N27 0.015(3) 0.017(3) 0.031(4) -0.002(3) 0.001(3) -0.004(3) C28 0.023(4) 0.019(4) 0.025(4) 0.002(3) -0.001(3) -0.002(3) C29 0.027(4) 0.021(4) 0.019(4) 0.001(3) -0.002(3) 0.000(3) N30 0.032(4) 0.044(5) 0.031(4) -0.009(3) -0.004(3) 0.003(4) O31 0.057(4) 0.030(3) 0.034(3) -0.004(3) -0.013(4) 0.010(3) O32 0.067(6) 0.050(5) 0.061(5) -0.001(4) 0.004(5) -0.014(4) O33 0.074(6) 0.078(6) 0.039(4) 0.002(4) 0.003(4) 0.052(6) N34 0.014(3) 0.019(3) 0.037(4) 0.004(3) -0.008(3) 0.002(3) O35 0.031(3) 0.025(3) 0.029(3) 0.005(2) -0.004(3) 0.002(3) O36 0.025(3) 0.048(4) 0.025(3) 0.004(3) -0.006(3) -0.011(3) O37 0.026(3) 0.030(3) 0.033(3) 0.000(3) -0.003(2) 0.017(3) C38 0.057(8) 0.050(6) 0.037(5) -0.005(5) -0.007(5) 0.003(6) N39 0.030(4) 0.043(5) 0.037(4) 0.007(4) -0.003(3) 0.000(4) O40 0.044(5) 0.044(4) 0.044(4) 0.000(3) -0.001(3) 0.004(3) O41 0.038(4) 0.043(4) 0.048(4) 0.000(3) 0.004(3) 0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N17 2.006(8) . ? Fe1 N26 2.016(6) . ? Fe1 N5 2.018(7) . ? Fe1 N14 2.019(9) . ? Fe1 N8 2.023(8) . ? Fe1 N23 2.028(8) . ? Fe1 N2 3.414(8) . ? N2 C12 1.408(14) . ? N2 C21 1.440(14) . ? N2 C3 1.483(11) . ? C3 C4 1.537(11) . ? C4 N5 1.462(12) . ? N5 C6 1.291(12) . ? C6 C7 1.467(12) . ? C7 N8 1.356(11) . ? C7 C11 1.423(13) . ? N8 N9 1.338(10) . ? N9 C10 1.386(12) . ? C10 C11 1.356(13) . ? C12 C13 1.534(14) . ? C13 N14 1.457(11) . ? N14 C15 1.300(13) . ? C15 C16 1.472(13) . ? C16 N17 1.387(12) . ? C16 C20 1.415(14) . ? N17 N18 1.356(10) . ? N18 C19 1.366(12) . ? C19 C20 1.379(15) . ? C21 C22 1.552(14) . ? C22 N23 1.478(12) . ? N23 C24 1.273(11) . ? C24 C25 1.475(12) . ? C25 N26 1.344(11) . ? C25 C29 1.424(11) . ? N26 N27 1.350(10) . ? N27 C28 1.344(11) . ? C28 C29 1.359(12) . ? N30 O31 1.227(11) . ? N30 O32 1.239(12) . ? N30 O33 1.242(11) . ? N34 O36 1.234(9) . ? N34 O37 1.239(9) . ? N34 O35 1.301(9) . ? C38 N39 1.477(14) . ? N39 O41 1.242(11) . ? N39 O40 1.247(11) . ? 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 N17 Fe1 N26 94.4(3) . . ? N17 Fe1 N5 90.4(3) . . ? N26 Fe1 N5 171.4(3) . . ? N17 Fe1 N14 79.7(3) . . ? N26 Fe1 N14 90.7(3) . . ? N5 Fe1 N14 97.1(3) . . ? N17 Fe1 N8 93.4(3) . . ? N26 Fe1 N8 93.3(3) . . ? N5 Fe1 N8 79.3(3) . . ? N14 Fe1 N8 172.3(3) . . ? N17 Fe1 N23 171.4(3) . . ? N26 Fe1 N23 78.3(3) . . ? N5 Fe1 N23 97.3(3) . . ? N14 Fe1 N23 95.6(3) . . ? N8 Fe1 N23 91.6(3) . . ? N17 Fe1 N2 122.6(2) . . ? N26 Fe1 N2 122.2(2) . . ? N5 Fe1 N2 60.0(2) . . ? N14 Fe1 N2 59.5(3) . . ? N8 Fe1 N2 122.9(2) . . ? N23 Fe1 N2 59.4(2) . . ? C12 N2 C21 118.9(8) . . ? C12 N2 C3 122.1(8) . . ? C21 N2 C3 118.3(8) . . ? C12 N2 Fe1 93.4(6) . . ? C21 N2 Fe1 93.2(5) . . ? C3 N2 Fe1 92.3(5) . . ? N2 C3 C4 112.7(8) . . ? N5 C4 C3 112.0(8) . . ? C6 N5 C4 118.3(8) . . ? C6 N5 Fe1 116.3(6) . . ? C4 N5 Fe1 125.4(6) . . ? N5 C6 C7 115.9(7) . . ? N8 C7 C11 110.3(7) . . ? N8 C7 C6 113.7(7) . . ? C11 C7 C6 135.9(8) . . ? N9 N8 C7 105.9(7) . . ? N9 N8 Fe1 139.4(6) . . ? C7 N8 Fe1 114.7(6) . . ? N8 N9 C10 110.9(7) . . ? C11 C10 N9 107.9(8) . . ? C10 C11 C7 104.9(8) . . ? N2 C12 C13 113.4(8) . . ? N14 C13 C12 113.9(8) . . ? C15 N14 C13 119.1(9) . . ? C15 N14 Fe1 116.7(6) . . ? C13 N14 Fe1 124.2(7) . . ? N14 C15 C16 115.4(8) . . ? N17 C16 C20 110.2(8) . . ? N17 C16 C15 113.3(8) . . ? C20 C16 C15 136.5(9) . . ? N18 N17 C16 105.4(7) . . ? N18 N17 Fe1 139.7(6) . . ? C16 N17 Fe1 114.9(6) . . ? N17 N18 C19 110.8(7) . . ? N18 C19 C20 109.1(8) . . ? C19 C20 C16 104.5(9) . . ? N2 C21 C22 114.2(8) . . ? N23 C22 C21 110.7(8) . . ? C24 N23 C22 117.9(8) . . ? C24 N23 Fe1 117.1(6) . . ? C22 N23 Fe1 124.9(6) . . ? N23 C24 C25 115.4(7) . . ? N26 C25 C29 111.6(7) . . ? N26 C25 C24 113.4(7) . . ? C29 C25 C24 135.0(7) . . ? C25 N26 N27 104.7(6) . . ? C25 N26 Fe1 115.8(6) . . ? N27 N26 Fe1 139.3(6) . . ? C28 N27 N26 111.1(6) . . ? N27 C28 C29 109.8(7) . . ? C28 C29 C25 102.8(7) . . ? O31 N30 O32 118.2(9) . . ? O31 N30 O33 121.9(10) . . ? O32 N30 O33 119.8(10) . . ? O36 N34 O37 121.8(7) . . ? O36 N34 O35 119.3(7) . . ? O37 N34 O35 118.8(7) . . ? O41 N39 O40 123.1(9) . . ? O41 N39 C38 117.6(8) . . ? O40 N39 C38 119.2(9) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N9 H9 O35 0.88 1.94 2.817(9) 171.2 . C10 H10 O32 0.95 2.47 3.252(13) 140.0 3_557 N18 H18 O31 0.88 2.00 2.866(11) 169.7 . C19 H19 O37 0.95 2.43 3.233(10) 142.4 3_457 N27 H27 O33 0.88 2.05 2.836(10) 148.3 3_457 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.29 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.701 _refine_diff_density_min -1.114 _refine_diff_density_rms 0.178