#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:33:33 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179251 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/71/4317152.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4317152
loop_
_publ_author_name
'Sara S. Rocks'
'William W. Brennessel'
'Timothy E. Machonkin'
'Patrick L. Holland'
_publ_section_title
;
 Solution and Structural Characterization of Iron(II) Complexes with
 Ortho-Halogenated Phenolates: Insights Into Potential Substrate Binding
 Modes in Hydroquinone Dioxygenases
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10914
_journal_page_last               10929
_journal_paper_doi               10.1021/ic101377u
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C36 H36 Br2 Fe N3 O, C F3 O3 S'
_chemical_formula_sum            'C37 H36 Br2 F3 Fe N3 O4 S'
_chemical_formula_weight         891.42
_chemical_name_common            holssr24
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                92.183(2)
_cell_angle_beta                 97.622(2)
_cell_angle_gamma                112.503(2)
_cell_formula_units_Z            2
_cell_length_a                   10.6512(11)
_cell_length_b                   12.1541(12)
_cell_length_c                   15.2230(15)
_cell_measurement_reflns_used    3942
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      37.95
_cell_measurement_theta_min      2.31
_cell_volume                     1796.1(3)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD Platform'
_diffrn_measurement_method       'area detector, ω scans per φ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_sigmaI/netI    0.0473
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            41689
_diffrn_reflns_theta_full        36.32
_diffrn_reflns_theta_max         36.32
_diffrn_reflns_theta_min         1.36
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.763
_exptl_absorpt_correction_T_max  0.7328
_exptl_absorpt_correction_T_min  0.5816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             900
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.964
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     463
_refine_ls_number_reflns         17055
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0359
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0429P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0879
_reflns_number_gt                12895
_reflns_number_total             17055
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic101377u_si_002_5.cif
_cod_data_source_block           5
_cod_database_code               4317152
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.74747(2) 0.265949(17) 0.251998(13) 0.01175(4) Uani 1 1 d . . .
N1 N 0.58501(12) 0.14610(10) 0.31033(8) 0.0137(2) Uani 1 1 d . . .
N2 N 0.89002(12) 0.28548(10) 0.36502(8) 0.0132(2) Uani 1 1 d . . .
N3 N 0.68253(12) 0.39974(10) 0.29294(8) 0.0136(2) Uani 1 1 d . . .
C1 C 0.58082(14) 0.18129(12) 0.40383(9) 0.0135(2) Uani 1 1 d . . .
H1A H 0.5040 0.1161 0.4254 0.016 Uiso 1 1 calc R . .
C2 C 0.71645(14) 0.19995(12) 0.46329(9) 0.0148(2) Uani 1 1 d . . .
H2A H 0.7362 0.1275 0.4539 0.018 Uiso 1 1 calc R . .
H2B H 0.7039 0.2073 0.5262 0.018 Uiso 1 1 calc R . .
C3 C 0.84217(14) 0.30913(12) 0.44841(9) 0.0140(2) Uani 1 1 d . . .
H3A H 0.9179 0.3227 0.4993 0.017 Uiso 1 1 calc R . .
C4 C 0.81102(15) 0.42251(12) 0.44560(10) 0.0156(2) Uani 1 1 d . . .
H4A H 0.8114 0.4516 0.5073 0.019 Uiso 1 1 calc R . .
H4B H 0.8865 0.4852 0.4222 0.019 Uiso 1 1 calc R . .
C5 C 0.67413(14) 0.40773(12) 0.38927(9) 0.0146(2) Uani 1 1 d . . .
H5A H 0.6544 0.4798 0.4040 0.017 Uiso 1 1 calc R . .
C6 C 0.55461(15) 0.29660(13) 0.40915(10) 0.0154(2) Uani 1 1 d . . .
H6A H 0.5359 0.3109 0.4696 0.018 Uiso 1 1 calc R . .
H6B H 0.4711 0.2853 0.3664 0.018 Uiso 1 1 calc R . .
C7 C 0.49210(14) 0.05252(12) 0.26538(10) 0.0153(2) Uani 1 1 d . . .
H7A H 0.5087 0.0358 0.2075 0.018 Uiso 1 1 calc R . .
C8 C 0.36301(14) -0.03349(13) 0.28979(9) 0.0147(2) Uani 1 1 d . . .
C9 C 0.27356(15) 0.00631(14) 0.32872(10) 0.0187(3) Uani 1 1 d . . .
H9A H 0.2996 0.0895 0.3439 0.022 Uiso 1 1 calc R . .
C10 C 0.14809(16) -0.07407(16) 0.34516(11) 0.0222(3) Uani 1 1 d . . .
H10A H 0.0884 -0.0461 0.3715 0.027 Uiso 1 1 calc R . .
C11 C 0.10954(16) -0.19522(16) 0.32325(11) 0.0233(3) Uani 1 1 d . . .
H11A H 0.0236 -0.2507 0.3348 0.028 Uiso 1 1 calc R . .
C12 C 0.19688(16) -0.23545(14) 0.28440(11) 0.0210(3) Uani 1 1 d . . .
H12A H 0.1699 -0.3189 0.2700 0.025 Uiso 1 1 calc R . .
C13 C 0.32313(15) -0.15651(13) 0.26593(10) 0.0164(3) Uani 1 1 d . . .
C14 C 0.41049(18) -0.20578(15) 0.22089(12) 0.0255(3) Uani 1 1 d . . .
H14A H 0.4704 -0.1441 0.1883 0.038 Uiso 1 1 calc R . .
H14B H 0.3510 -0.2752 0.1792 0.038 Uiso 1 1 calc R . .
H14C H 0.4671 -0.2301 0.2658 0.038 Uiso 1 1 calc R . .
C15 C 1.01038(14) 0.28368(13) 0.37231(10) 0.0152(2) Uani 1 1 d . . .
H15A H 1.0662 0.3041 0.4293 0.018 Uiso 1 1 calc R . .
C16 C 1.06643(14) 0.25126(13) 0.29618(10) 0.0146(2) Uani 1 1 d . . .
C17 C 0.99105(15) 0.14353(13) 0.24411(10) 0.0167(3) Uani 1 1 d . . .
H17A H 0.9034 0.0931 0.2567 0.020 Uiso 1 1 calc R . .
C18 C 1.04308(17) 0.10912(14) 0.17375(11) 0.0210(3) Uani 1 1 d . . .
H18A H 0.9915 0.0354 0.1385 0.025 Uiso 1 1 calc R . .
C19 C 1.17073(17) 0.18317(15) 0.15545(11) 0.0223(3) Uani 1 1 d . . .
H19A H 1.2068 0.1603 0.1073 0.027 Uiso 1 1 calc R . .
C20 C 1.24580(16) 0.29053(15) 0.20728(11) 0.0215(3) Uani 1 1 d . . .
H20A H 1.3327 0.3409 0.1936 0.026 Uiso 1 1 calc R . .
C21 C 1.19663(15) 0.32633(13) 0.27915(10) 0.0171(3) Uani 1 1 d . . .
C22 C 1.27832(17) 0.44372(14) 0.33373(12) 0.0233(3) Uani 1 1 d . . .
H22A H 1.3629 0.4858 0.3094 0.035 Uiso 1 1 calc R . .
H22B H 1.3020 0.4294 0.3955 0.035 Uiso 1 1 calc R . .
H22C H 1.2234 0.4927 0.3320 0.035 Uiso 1 1 calc R . .
C23 C 0.64687(14) 0.47253(12) 0.24664(10) 0.0153(2) Uani 1 1 d . . .
H23A H 0.6245 0.5309 0.2766 0.018 Uiso 1 1 calc R . .
C24 C 0.63939(14) 0.46904(13) 0.14960(10) 0.0143(2) Uani 1 1 d . . .
C25 C 0.59605(15) 0.35971(13) 0.09829(10) 0.0166(3) Uani 1 1 d . . .
H25A H 0.5630 0.2872 0.1256 0.020 Uiso 1 1 calc R . .
C26 C 0.60089(16) 0.35623(14) 0.00776(11) 0.0193(3) Uani 1 1 d . . .
H26A H 0.5729 0.2817 -0.0269 0.023 Uiso 1 1 calc R . .
C27 C 0.64704(15) 0.46272(14) -0.03202(10) 0.0192(3) Uani 1 1 d . . .
H27A H 0.6530 0.4611 -0.0937 0.023 Uiso 1 1 calc R . .
C28 C 0.68442(15) 0.57116(14) 0.01821(10) 0.0181(3) Uani 1 1 d . . .
H28A H 0.7134 0.6431 -0.0101 0.022 Uiso 1 1 calc R . .
C29 C 0.68043(14) 0.57685(13) 0.10942(10) 0.0162(3) Uani 1 1 d . . .
C30 C 0.72106(17) 0.69553(14) 0.16264(11) 0.0217(3) Uani 1 1 d . . .
H30A H 0.7501 0.7600 0.1236 0.033 Uiso 1 1 calc R . .
H30B H 0.7973 0.7066 0.2105 0.033 Uiso 1 1 calc R . .
H30C H 0.6422 0.6973 0.1884 0.033 Uiso 1 1 calc R . .
O1 O 0.73099(10) 0.17143(9) 0.14594(7) 0.01474(19) Uani 1 1 d . . .
C31 C 0.80105(13) 0.19568(12) 0.07924(9) 0.0126(2) Uani 1 1 d . . .
C32 C 0.90395(14) 0.30821(13) 0.07126(9) 0.0141(2) Uani 1 1 d . . .
C33 C 0.97673(16) 0.33336(14) 0.00065(10) 0.0183(3) Uani 1 1 d . . .
H33A H 1.0448 0.4110 -0.0015 0.022 Uiso 1 1 calc R . .
C34 C 0.94896(17) 0.24364(16) -0.06686(11) 0.0223(3) Uani 1 1 d . . .
H34A H 0.9974 0.2597 -0.1161 0.027 Uiso 1 1 calc R . .
C35 C 0.85031(16) 0.13041(15) -0.06246(10) 0.0195(3) Uani 1 1 d . . .
H35A H 0.8313 0.0685 -0.1084 0.023 Uiso 1 1 calc R . .
C36 C 0.77960(15) 0.10810(13) 0.00919(10) 0.0155(2) Uani 1 1 d . . .
Br1 Br 0.948007(14) 0.432140(12) 0.164505(10) 0.01526(3) Uani 1 1 d . . .
Br2 Br 0.651715(17) -0.049313(14) 0.017455(11) 0.02291(4) Uani 1 1 d . . .
S1 S 0.27764(4) 0.25781(3) 0.56529(3) 0.01583(7) Uani 1 1 d . . .
O2 O 0.26775(12) 0.23512(12) 0.47071(8) 0.0252(2) Uani 1 1 d . . .
O3 O 0.16770(12) 0.28624(11) 0.59237(8) 0.0238(2) Uani 1 1 d . . .
O4 O 0.41298(11) 0.33160(10) 0.61220(8) 0.0223(2) Uani 1 1 d . . .
C37 C 0.24991(17) 0.11124(13) 0.60342(11) 0.0216(3) Uani 1 1 d . . .
F1 F 0.24514(13) 0.11032(9) 0.69069(7) 0.0356(3) Uani 1 1 d . . .
F2 F 0.35403(11) 0.08010(9) 0.58883(8) 0.0338(3) Uani 1 1 d . . .
F3 F 0.13310(11) 0.02606(9) 0.56158(8) 0.0300(2) Uani 1 1 d . . .
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 N2 123.60(5) . . ?
O1 Fe1 N3 137.97(5) . . ?
N2 Fe1 N3 97.29(5) . . ?
O1 Fe1 N1 100.29(5) . . ?
N2 Fe1 N1 91.80(5) . . ?
N3 Fe1 N1 86.43(5) . . ?
O1 Fe1 Br1 79.05(3) . . ?
N2 Fe1 Br1 92.68(3) . . ?
N3 Fe1 Br1 90.79(3) . . ?
N1 Fe1 Br1 174.99(3) . . ?
C7 N1 C1 122.44(12) . . ?
C7 N1 Fe1 121.50(10) . . ?
C1 N1 Fe1 115.95(8) . . ?
C15 N2 C3 117.27(12) . . ?
C15 N2 Fe1 130.08(10) . . ?
C3 N2 Fe1 112.61(9) . . ?
C23 N3 C5 116.45(12) . . ?
C23 N3 Fe1 129.57(10) . . ?
C5 N3 Fe1 113.95(9) . . ?
N1 C1 C2 110.48(11) . . ?
N1 C1 C6 109.91(11) . . ?
C2 C1 C6 109.79(11) . . ?
N1 C1 H1A 108.9 . . ?
C2 C1 H1A 108.9 . . ?
C6 C1 H1A 108.9 . . ?
C1 C2 C3 115.75(12) . . ?
C1 C2 H2A 108.3 . . ?
C3 C2 H2A 108.3 . . ?
C1 C2 H2B 108.3 . . ?
C3 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
N2 C3 C2 110.01(11) . . ?
N2 C3 C4 110.57(11) . . ?
C2 C3 C4 111.62(11) . . ?
N2 C3 H3A 108.2 . . ?
C2 C3 H3A 108.2 . . ?
C4 C3 H3A 108.2 . . ?
C5 C4 C3 115.60(11) . . ?
C5 C4 H4A 108.4 . . ?
C3 C4 H4A 108.4 . . ?
C5 C4 H4B 108.4 . . ?
C3 C4 H4B 108.4 . . ?
H4A C4 H4B 107.4 . . ?
N3 C5 C4 110.87(11) . . ?
N3 C5 C6 109.33(11) . . ?
C4 C5 C6 111.70(12) . . ?
N3 C5 H5A 108.3 . . ?
C4 C5 H5A 108.3 . . ?
C6 C5 H5A 108.3 . . ?
C1 C6 C5 114.16(11) . . ?
C1 C6 H6A 108.7 . . ?
C5 C6 H6A 108.7 . . ?
C1 C6 H6B 108.7 . . ?
C5 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
N1 C7 C8 129.85(13) . . ?
N1 C7 H7A 115.1 . . ?
C8 C7 H7A 115.1 . . ?
C9 C8 C13 119.47(13) . . ?
C9 C8 C7 121.00(13) . . ?
C13 C8 C7 119.26(12) . . ?
C10 C9 C8 120.80(15) . . ?
C10 C9 H9A 119.6 . . ?
C8 C9 H9A 119.6 . . ?
C9 C10 C11 119.93(15) . . ?
C9 C10 H10A 120.0 . . ?
C11 C10 H10A 120.0 . . ?
C10 C11 C12 119.74(14) . . ?
C10 C11 H11A 120.1 . . ?
C12 C11 H11A 120.1 . . ?
C11 C12 C13 121.66(15) . . ?
C11 C12 H12A 119.2 . . ?
C13 C12 H12A 119.2 . . ?
C12 C13 C8 118.38(14) . . ?
C12 C13 C14 118.89(14) . . ?
C8 C13 C14 122.72(13) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C16 123.06(13) . . ?
N2 C15 H15A 118.5 . . ?
C16 C15 H15A 118.5 . . ?
C17 C16 C21 120.64(13) . . ?
C17 C16 C15 119.21(13) . . ?
C21 C16 C15 120.09(13) . . ?
C18 C17 C16 120.44(14) . . ?
C18 C17 H17A 119.8 . . ?
C16 C17 H17A 119.8 . . ?
C19 C18 C17 119.52(15) . . ?
C19 C18 H18A 120.2 . . ?
C17 C18 H18A 120.2 . . ?
C20 C19 C18 120.04(14) . . ?
C20 C19 H19A 120.0 . . ?
C18 C19 H19A 120.0 . . ?
C19 C20 C21 121.53(15) . . ?
C19 C20 H20A 119.2 . . ?
C21 C20 H20A 119.2 . . ?
C20 C21 C16 117.80(14) . . ?
C20 C21 C22 120.82(14) . . ?
C16 C21 C22 121.33(13) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 C24 122.74(13) . . ?
N3 C23 H23A 118.6 . . ?
C24 C23 H23A 118.6 . . ?
C25 C24 C29 120.52(14) . . ?
C25 C24 C23 120.05(13) . . ?
C29 C24 C23 119.40(13) . . ?
C26 C25 C24 120.39(14) . . ?
C26 C25 H25A 119.8 . . ?
C24 C25 H25A 119.8 . . ?
C25 C26 C27 119.48(14) . . ?
C25 C26 H26A 120.3 . . ?
C27 C26 H26A 120.3 . . ?
C28 C27 C26 120.14(14) . . ?
C28 C27 H27A 119.9 . . ?
C26 C27 H27A 119.9 . . ?
C27 C28 C29 121.36(14) . . ?
C27 C28 H28A 119.3 . . ?
C29 C28 H28A 119.3 . . ?
C28 C29 C24 117.96(14) . . ?
C28 C29 C30 120.49(13) . . ?
C24 C29 C30 121.55(14) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C31 O1 Fe1 130.80(9) . . ?
O1 C31 C36 121.70(12) . . ?
O1 C31 C32 124.26(12) . . ?
C36 C31 C32 114.03(12) . . ?
C33 C32 C31 123.99(14) . . ?
C33 C32 Br1 118.02(11) . . ?
C31 C32 Br1 117.98(10) . . ?
C32 C33 C34 119.06(14) . . ?
C32 C33 H33A 120.5 . . ?
C34 C33 H33A 120.5 . . ?
C33 C34 C35 119.87(14) . . ?
C33 C34 H34A 120.1 . . ?
C35 C34 H34A 120.1 . . ?
C36 C35 C34 119.64(14) . . ?
C36 C35 H35A 120.2 . . ?
C34 C35 H35A 120.2 . . ?
C35 C36 C31 123.40(14) . . ?
C35 C36 Br2 119.17(11) . . ?
C31 C36 Br2 117.39(10) . . ?
C32 Br1 Fe1 87.80(4) . . ?
O2 S1 O4 115.63(7) . . ?
O2 S1 O3 114.75(7) . . ?
O4 S1 O3 114.48(7) . . ?
O2 S1 C37 102.26(8) . . ?
O4 S1 C37 102.73(7) . . ?
O3 S1 C37 104.59(7) . . ?
F3 C37 F1 107.29(13) . . ?
F3 C37 F2 107.82(13) . . ?
F1 C37 F2 107.10(14) . . ?
F3 C37 S1 112.43(12) . . ?
F1 C37 S1 112.12(11) . . ?
F2 C37 S1 109.84(11) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O1 1.8937(10) . ?
Fe1 N2 2.0789(12) . ?
Fe1 N3 2.0998(12) . ?
Fe1 N1 2.1170(12) . ?
Fe1 Br1 2.8414(3) . ?
N1 C7 1.2808(18) . ?
N1 C1 1.4819(18) . ?
N2 C15 1.2807(18) . ?
N2 C3 1.4867(18) . ?
N3 C23 1.2875(18) . ?
N3 C5 1.4828(18) . ?
C1 C2 1.531(2) . ?
C1 C6 1.5314(19) . ?
C1 H1A 1.0000 . ?
C2 C3 1.5324(19) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.537(2) . ?
C3 H3A 1.0000 . ?
C4 C5 1.533(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.534(2) . ?
C5 H5A 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.4786(19) . ?
C7 H7A 0.9500 . ?
C8 C9 1.405(2) . ?
C8 C13 1.407(2) . ?
C9 C10 1.382(2) . ?
C9 H9A 0.9500 . ?
C10 C11 1.383(2) . ?
C10 H10A 0.9500 . ?
C11 C12 1.388(2) . ?
C11 H11A 0.9500 . ?
C12 C13 1.393(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.503(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.478(2) . ?
C15 H15A 0.9500 . ?
C16 C17 1.391(2) . ?
C16 C21 1.403(2) . ?
C17 C18 1.389(2) . ?
C17 H17A 0.9500 . ?
C18 C19 1.385(2) . ?
C18 H18A 0.9500 . ?
C19 C20 1.386(2) . ?
C19 H19A 0.9500 . ?
C20 C21 1.397(2) . ?
C20 H20A 0.9500 . ?
C21 C22 1.500(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.467(2) . ?
C23 H23A 0.9500 . ?
C24 C25 1.395(2) . ?
C24 C29 1.406(2) . ?
C25 C26 1.385(2) . ?
C25 H25A 0.9500 . ?
C26 C27 1.391(2) . ?
C26 H26A 0.9500 . ?
C27 C28 1.386(2) . ?
C27 H27A 0.9500 . ?
C28 C29 1.395(2) . ?
C28 H28A 0.9500 . ?
C29 C30 1.505(2) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
O1 C31 1.3154(16) . ?
C31 C36 1.4090(19) . ?
C31 C32 1.4096(19) . ?
C32 C33 1.384(2) . ?
C32 Br1 1.9035(14) . ?
C33 C34 1.386(2) . ?
C33 H33A 0.9500 . ?
C34 C35 1.386(2) . ?
C34 H34A 0.9500 . ?
C35 C36 1.384(2) . ?
C35 H35A 0.9500 . ?
C36 Br2 1.8975(15) . ?
S1 O2 1.4378(12) . ?
S1 O4 1.4425(12) . ?
S1 O3 1.4449(11) . ?
S1 C37 1.8218(16) . ?
C37 F3 1.3339(18) . ?
C37 F1 1.336(2) . ?
C37 F2 1.3427(19) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Fe1 N1 C7 -14.29(12) . . . . ?
N2 Fe1 N1 C7 -138.93(12) . . . . ?
N3 Fe1 N1 C7 123.87(12) . . . . ?
Br1 Fe1 N1 C7 67.6(4) . . . . ?
O1 Fe1 N1 C1 169.48(9) . . . . ?
N2 Fe1 N1 C1 44.84(10) . . . . ?
N3 Fe1 N1 C1 -52.35(10) . . . . ?
Br1 Fe1 N1 C1 -108.6(4) . . . . ?
O1 Fe1 N2 C15 30.81(15) . . . . ?
N3 Fe1 N2 C15 -138.95(13) . . . . ?
N1 Fe1 N2 C15 134.43(13) . . . . ?
Br1 Fe1 N2 C15 -47.81(13) . . . . ?
O1 Fe1 N2 C3 -151.51(8) . . . . ?
N3 Fe1 N2 C3 38.73(9) . . . . ?
N1 Fe1 N2 C3 -47.89(9) . . . . ?
Br1 Fe1 N2 C3 129.87(8) . . . . ?
O1 Fe1 N3 C23 -22.75(16) . . . . ?
N2 Fe1 N3 C23 144.47(13) . . . . ?
N1 Fe1 N3 C23 -124.17(13) . . . . ?
Br1 Fe1 N3 C23 51.67(13) . . . . ?
O1 Fe1 N3 C5 155.59(8) . . . . ?
N2 Fe1 N3 C5 -37.18(10) . . . . ?
N1 Fe1 N3 C5 54.18(9) . . . . ?
Br1 Fe1 N3 C5 -129.99(9) . . . . ?
C7 N1 C1 C2 126.81(14) . . . . ?
Fe1 N1 C1 C2 -57.00(13) . . . . ?
C7 N1 C1 C6 -111.89(15) . . . . ?
Fe1 N1 C1 C6 64.30(13) . . . . ?
N1 C1 C2 C3 69.26(15) . . . . ?
C6 C1 C2 C3 -52.12(15) . . . . ?
C15 N2 C3 C2 -116.36(14) . . . . ?
Fe1 N2 C3 C2 65.64(12) . . . . ?
C15 N2 C3 C4 119.88(14) . . . . ?
Fe1 N2 C3 C4 -58.12(12) . . . . ?
C1 C2 C3 N2 -74.99(15) . . . . ?
C1 C2 C3 C4 48.15(16) . . . . ?
N2 C3 C4 C5 77.63(15) . . . . ?
C2 C3 C4 C5 -45.19(16) . . . . ?
C23 N3 C5 C4 -127.20(13) . . . . ?
Fe1 N3 C5 C4 54.22(13) . . . . ?
C23 N3 C5 C6 109.21(14) . . . . ?
Fe1 N3 C5 C6 -69.36(12) . . . . ?
C3 C4 C5 N3 -74.96(15) . . . . ?
C3 C4 C5 C6 47.26(16) . . . . ?
N1 C1 C6 C5 -68.26(15) . . . . ?
C2 C1 C6 C5 53.46(15) . . . . ?
N3 C5 C6 C1 71.43(15) . . . . ?
C4 C5 C6 C1 -51.67(16) . . . . ?
C1 N1 C7 C8 4.1(2) . . . . ?
Fe1 N1 C7 C8 -171.87(12) . . . . ?
N1 C7 C8 C9 46.9(2) . . . . ?
N1 C7 C8 C13 -139.14(16) . . . . ?
C13 C8 C9 C10 1.1(2) . . . . ?
C7 C8 C9 C10 175.00(14) . . . . ?
C8 C9 C10 C11 0.0(2) . . . . ?
C9 C10 C11 C12 -0.3(2) . . . . ?
C10 C11 C12 C13 -0.5(2) . . . . ?
C11 C12 C13 C8 1.6(2) . . . . ?
C11 C12 C13 C14 -177.90(15) . . . . ?
C9 C8 C13 C12 -1.9(2) . . . . ?
C7 C8 C13 C12 -175.92(14) . . . . ?
C9 C8 C13 C14 177.63(15) . . . . ?
C7 C8 C13 C14 3.6(2) . . . . ?
C3 N2 C15 C16 174.66(12) . . . . ?
Fe1 N2 C15 C16 -7.8(2) . . . . ?
N2 C15 C16 C17 -53.5(2) . . . . ?
N2 C15 C16 C21 129.07(16) . . . . ?
C21 C16 C17 C18 -0.6(2) . . . . ?
C15 C16 C17 C18 -178.08(14) . . . . ?
C16 C17 C18 C19 -0.2(2) . . . . ?
C17 C18 C19 C20 0.2(2) . . . . ?
C18 C19 C20 C21 0.7(2) . . . . ?
C19 C20 C21 C16 -1.5(2) . . . . ?
C19 C20 C21 C22 -179.08(15) . . . . ?
C17 C16 C21 C20 1.5(2) . . . . ?
C15 C16 C21 C20 178.92(14) . . . . ?
C17 C16 C21 C22 179.02(14) . . . . ?
C15 C16 C21 C22 -3.6(2) . . . . ?
C5 N3 C23 C24 -175.10(12) . . . . ?
Fe1 N3 C23 C24 3.2(2) . . . . ?
N3 C23 C24 C25 35.5(2) . . . . ?
N3 C23 C24 C29 -142.51(14) . . . . ?
C29 C24 C25 C26 4.0(2) . . . . ?
C23 C24 C25 C26 -173.95(13) . . . . ?
C24 C25 C26 C27 -1.2(2) . . . . ?
C25 C26 C27 C28 -1.7(2) . . . . ?
C26 C27 C28 C29 1.7(2) . . . . ?
C27 C28 C29 C24 1.1(2) . . . . ?
C27 C28 C29 C30 -179.82(14) . . . . ?
C25 C24 C29 C28 -3.9(2) . . . . ?
C23 C24 C29 C28 174.07(13) . . . . ?
C25 C24 C29 C30 176.99(14) . . . . ?
C23 C24 C29 C30 -5.0(2) . . . . ?
N2 Fe1 O1 C31 -82.34(13) . . . . ?
N3 Fe1 O1 C31 82.39(13) . . . . ?
N1 Fe1 O1 C31 178.52(12) . . . . ?
Br1 Fe1 O1 C31 3.57(11) . . . . ?
Fe1 O1 C31 C36 174.49(10) . . . . ?
Fe1 O1 C31 C32 -4.5(2) . . . . ?
O1 C31 C32 C33 -179.59(13) . . . . ?
C36 C31 C32 C33 1.3(2) . . . . ?
O1 C31 C32 Br1 1.73(19) . . . . ?
C36 C31 C32 Br1 -177.34(10) . . . . ?
C31 C32 C33 C34 -0.3(2) . . . . ?
Br1 C32 C33 C34 178.33(12) . . . . ?
C32 C33 C34 C35 -0.6(2) . . . . ?
C33 C34 C35 C36 0.4(2) . . . . ?
C34 C35 C36 C31 0.7(2) . . . . ?
C34 C35 C36 Br2 -176.77(12) . . . . ?
O1 C31 C36 C35 179.39(14) . . . . ?
C32 C31 C36 C35 -1.5(2) . . . . ?
O1 C31 C36 Br2 -3.10(18) . . . . ?
C32 C31 C36 Br2 176.00(10) . . . . ?
C33 C32 Br1 Fe1 -178.26(11) . . . . ?
C31 C32 Br1 Fe1 0.50(10) . . . . ?
O1 Fe1 Br1 C32 -1.66(5) . . . . ?
N2 Fe1 Br1 C32 122.06(5) . . . . ?
N3 Fe1 Br1 C32 -140.60(5) . . . . ?
N1 Fe1 Br1 C32 -84.5(4) . . . . ?
O2 S1 C37 F3 -54.50(13) . . . . ?
O4 S1 C37 F3 -174.69(11) . . . . ?
O3 S1 C37 F3 65.46(13) . . . . ?
O2 S1 C37 F1 -175.48(12) . . . . ?
O4 S1 C37 F1 64.33(13) . . . . ?
O3 S1 C37 F1 -55.53(13) . . . . ?
O2 S1 C37 F2 65.57(12) . . . . ?
O4 S1 C37 F2 -54.62(13) . . . . ?
O3 S1 C37 F2 -174.47(11) . . . . ?
