#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:19:20 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178894 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/23/4112399.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_4112399
loop_
_publ_author_name
'Krystyna Rachlewicz'
'Sian-Ling Wang'
'Jia-Ling Ko'
'Chen-Hsiung Hung'
'Lechosław Latos-Grażyński'
_publ_section_title
;
 Oxidation and Oxygenation of Iron Complexes of 2-Aza-21-carbaporphyrin
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4420
_journal_page_last               4431
_journal_paper_doi               10.1021/ja039792y
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C51 H36 Br Fe N4 O'
_chemical_formula_weight         856.60
_chemical_name_systematic
; 
Bromoiron(III) 2-aza-21-carba-21-oxo-5,10,15,20-tetraphenylporphyrin 
toluene solvate 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.060(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   33.229(4)
_cell_length_b                   13.2249(15)
_cell_length_c                   18.102(2)
_cell_measurement_temperature    150(2)
_cell_volume                     7935.0(16)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0914
_diffrn_reflns_av_sigmaI/netI    0.2541
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24572
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         1.23
_exptl_absorpt_coefficient_mu    1.433
_exptl_absorpt_correction_T_max  0.8700
_exptl_absorpt_correction_T_min  0.7825
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Dark Brown'
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_description       cubic
_exptl_crystal_F_000             3512
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.900
_refine_diff_density_min         -0.660
_refine_diff_density_rms         0.190
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     498
_refine_ls_number_reflns         9062
_refine_ls_number_restraints     47
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1616
_refine_ls_R_factor_gt           0.0510
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0332P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1606
_reflns_number_gt                3022
_reflns_number_total             9062
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja039792ysi20040114_112433_2.cif
_cod_data_source_block           c:\xray\done\h758\work\h578m2
_cod_original_cell_volume        7935.0(15)
_cod_database_code               4112399
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_group
Fe1 Fe 0.16628(3) 0.80159(7) 0.14284(5) 0.0316(3) Uani 1 1 d . .
Br1 Br 0.17909(2) 0.64599(6) 0.08153(4) 0.0424(2) Uani 1 1 d . .
O1 O 0.12645(13) 0.9146(3) 0.1137(2) 0.0399(13) Uani 1 1 d . .
C1 C 0.0858(2) 0.7753(5) 0.0538(4) 0.0348(19) Uani 1 1 d . .
C4 C 0.1329(2) 0.8571(5) -0.0138(4) 0.0329(17) Uani 1 1 d . .
C5 C 0.1675(2) 0.9004(5) -0.0365(4) 0.0323(18) Uani 1 1 d . .
C6 C 0.2004(2) 0.9257(5) 0.0145(4) 0.0346(18) Uani 1 1 d . .
C7 C 0.2347(2) 0.9879(5) -0.0014(4) 0.0375(19) Uani 1 1 d . .
H7 H 0.2380 1.0238 -0.0460 0.045 Uiso 1 1 calc R .
C8 C 0.2607(2) 0.9856(5) 0.0580(4) 0.0383(19) Uani 1 1 d . .
H8 H 0.2859 1.0197 0.0632 0.046 Uiso 1 1 calc R .
C9 C 0.2441(2) 0.9223(5) 0.1132(4) 0.0313(18) Uani 1 1 d . .
C10 C 0.2626(2) 0.8983(5) 0.1819(4) 0.0318(18) Uani 1 1 d . .
C11 C 0.24295(19) 0.8511(5) 0.2403(4) 0.0303(16) Uani 1 1 d . .
C12 C 0.2611(2) 0.8276(5) 0.3115(4) 0.0367(19) Uani 1 1 d . .
H12 H 0.2888 0.8350 0.3271 0.044 Uiso 1 1 calc R .
C13 C 0.2321(2) 0.7932(5) 0.3525(4) 0.0409(19) Uani 1 1 d . .
H13 H 0.2355 0.7731 0.4030 0.049 Uiso 1 1 calc R .
C14 C 0.1951(2) 0.7919(5) 0.3070(4) 0.0317(17) Uani 1 1 d . .
C15 C 0.1572(2) 0.7620(5) 0.3300(4) 0.0355(19) Uani 1 1 d . .
C16 C 0.1224(2) 0.7498(5) 0.2850(4) 0.0332(18) Uani 1 1 d . .
C17 C 0.0830(2) 0.7261(6) 0.3085(4) 0.048(2) Uani 1 1 d . .
H17 H 0.0761 0.7190 0.3582 0.058 Uiso 1 1 calc R .
C18 C 0.0580(2) 0.7158(6) 0.2481(4) 0.050(2) Uani 1 1 d . .
H18 H 0.0302 0.6990 0.2467 0.060 Uiso 1 1 calc R .
C19 C 0.0809(2) 0.7348(5) 0.1860(4) 0.0357(19) Uani 1 1 d . .
C20 C 0.0653(2) 0.7294(5) 0.1099(4) 0.0382(19) Uani 1 1 d . .
C21 C 0.11858(19) 0.8501(5) 0.0606(4) 0.0294(16) Uani 1 1 d . .
N22 N 0.20642(16) 0.8895(4) 0.0850(3) 0.0325(14) Uani 1 1 d . .
C22 C -0.0022(2) 0.7031(6) 0.0431(4) 0.043(2) Uani 1 1 d . .
H22A H 0.0002 0.7680 0.0214 0.052 Uiso 1 1 calc R .
N23 N 0.20229(16) 0.8273(4) 0.2374(3) 0.0300(14) Uani 1 1 d . .
C23 C -0.0365(2) 0.6448(7) 0.0257(4) 0.051(2) Uani 1 1 d . .
H23A H -0.0575 0.6696 -0.0078 0.061 Uiso 1 1 calc R .
N24 N 0.11987(16) 0.7560(4) 0.2086(3) 0.0336(15) Uani 1 1 d . .
C24 C -0.0396(3) 0.5506(7) 0.0575(5) 0.058(3) Uani 1 1 d . .
H24A H -0.0627 0.5101 0.0455 0.069 Uiso 1 1 calc R .
C25 C -0.0099(3) 0.5159(7) 0.1055(5) 0.059(3) Uani 1 1 d . .
H25A H -0.0125 0.4511 0.1274 0.071 Uiso 1 1 calc R .
C26 C 0.0237(2) 0.5716(6) 0.1231(4) 0.049(2) Uani 1 1 d . .
H26A H 0.0443 0.5454 0.1569 0.059 Uiso 1 1 calc R .
C27 C 0.1546(2) 0.7416(6) 0.4116(4) 0.0371(19) Uani 1 1 d . .
C28 C 0.1478(2) 0.6431(6) 0.4364(4) 0.049(2) Uani 1 1 d . .
H28A H 0.1453 0.5883 0.4024 0.058 Uiso 1 1 calc R .
C29 C 0.1450(2) 0.6270(7) 0.5119(5) 0.065(3) Uani 1 1 d . .
H29A H 0.1418 0.5600 0.5295 0.078 Uiso 1 1 calc R .
C30 C 0.1466(2) 0.7048(9) 0.5608(5) 0.070(3) Uani 1 1 d . .
H30A H 0.1439 0.6919 0.6119 0.084 Uiso 1 1 calc R .
C31 C 0.1522(3) 0.8038(8) 0.5365(5) 0.075(3) Uani 1 1 d . .
H31A H 0.1532 0.8584 0.5707 0.090 Uiso 1 1 calc R .
C32 C 0.1564(2) 0.8212(7) 0.4614(4) 0.060(3) Uani 1 1 d . .
H32A H 0.1605 0.8881 0.4444 0.072 Uiso 1 1 calc R .
C33 C 0.3061(2) 0.9228(5) 0.1960(4) 0.0314(18) Uani 1 1 d . .
C34 C 0.3343(2) 0.8849(5) 0.1496(4) 0.047(2) Uani 1 1 d . .
H34A H 0.3254 0.8433 0.1088 0.057 Uiso 1 1 calc R .
C35 C 0.3751(2) 0.9068(6) 0.1621(5) 0.065(3) Uani 1 1 d . .
H35A H 0.3937 0.8816 0.1292 0.078 Uiso 1 1 calc R .
C36 C 0.3884(2) 0.9639(6) 0.2210(5) 0.054(2) Uani 1 1 d . .
H36A H 0.4164 0.9767 0.2307 0.064 Uiso 1 1 calc R .
C37 C 0.3614(2) 1.0024(6) 0.2656(4) 0.045(2) Uani 1 1 d . .
H37A H 0.3707 1.0437 0.3062 0.054 Uiso 1 1 calc R .
C38 C 0.3208(2) 0.9835(5) 0.2541(4) 0.0361(19) Uani 1 1 d . .
H38A H 0.3026 1.0124 0.2864 0.043 Uiso 1 1 calc R .
C39 C 0.1722(2) 0.9128(5) -0.1168(4) 0.0323(18) Uani 1 1 d . .
C40 C 0.2072(2) 0.8837(5) -0.1469(4) 0.040(2) Uani 1 1 d . .
H40A H 0.2289 0.8571 -0.1159 0.048 Uiso 1 1 calc R .
C41 C 0.2109(3) 0.8932(5) -0.2235(5) 0.051(2) Uani 1 1 d . .
H41A H 0.2350 0.8734 -0.2447 0.061 Uiso 1 1 calc R .
C42 C 0.1792(3) 0.9316(6) -0.2672(4) 0.055(3) Uani 1 1 d . .
H42A H 0.1816 0.9389 -0.3189 0.066 Uiso 1 1 calc R .
C43 C 0.1443(3) 0.9594(6) -0.2382(5) 0.057(2) Uani 1 1 d . .
H43A H 0.1225 0.9851 -0.2695 0.068 Uiso 1 1 calc R .
C44 C 0.1407(2) 0.9503(5) -0.1628(4) 0.042(2) Uani 1 1 d . .
H44A H 0.1163 0.9700 -0.1424 0.050 Uiso 1 1 calc R .
C45 C 0.0283(2) 0.6666(6) 0.0920(4) 0.0373(19) Uani 1 1 d . .
C3 C 0.10619(19) 0.7983(5) -0.0582(3) 0.0393(15) Uani 0.50 1 d PDU .
H3A H 0.1050(18) 0.787(5) -0.1101(7) 0.047 Uiso 0.50 1 d PD .
N2 N 0.07911(19) 0.7516(5) -0.0215(4) 0.0377(15) Uani 0.50 1 d PDU .
H2A H 0.0646(15) 0.693(3) -0.037(3) 0.045 Uiso 0.50 1 d PD .
C3A C 0.07911(19) 0.7516(5) -0.0215(4) 0.0377(15) Uani 0.50 1 d PDU .
H3B H 0.0646(15) 0.693(3) -0.037(3) 0.045 Uiso 0.50 1 d PD .
N2A N 0.10619(19) 0.7983(5) -0.0582(3) 0.0393(15) Uani 0.50 1 d PDU .
H2B H 0.1050(18) 0.787(5) -0.1101(7) 0.047 Uiso 0.50 1 d PD .
C52 C 0.0602(5) 0.2414(18) 0.1725(11) 0.116(7) Uiso 0.50 1 d PDU .
C46 C -0.0430(6) 0.2165(18) 0.2946(15) 0.152(9) Uiso 0.50 1 d PGU -1
C47 C -0.0448(5) 0.1999(13) 0.2186(15) 0.143(8) Uiso 0.50 1 d PGU -1
C48 C -0.0102(7) 0.2100(16) 0.1803(9) 0.130(7) Uiso 0.50 1 d PGU -1
C49 C 0.0261(5) 0.2367(16) 0.2179(11) 0.117(6) Uiso 0.50 1 d PGDU -1
C50 C 0.0279(5) 0.2533(12) 0.2939(11) 0.089(6) Uiso 0.50 1 d PGU -1
C51 C -0.0067(8) 0.2431(17) 0.3323(9) 0.245(19) Uiso 0.50 1 d PG -1
C53 C 0.0242(5) 1.0357(10) -0.0858(7) 0.116(9) Uiso 0.50 1 d PG -2
C54 C -0.0161(5) 1.0120(11) -0.0787(8) 0.105(8) Uiso 0.50 1 d PG -2
C55 C -0.0294(3) 0.9900(12) -0.0094(10) 0.066(6) Uiso 0.50 1 d PG -2
C56 C -0.0024(5) 0.9915(13) 0.0529(7) 0.144(11) Uiso 0.50 1 d PGD -2
C57 C 0.0379(5) 1.0152(11) 0.0458(8) 0.076(6) Uiso 0.50 1 d PG -2
C58 C 0.0512(3) 1.0373(9) -0.0235(10) 0.067(5) Uiso 0.50 1 d PG -2
C59 C -0.0080(9) 0.972(2) 0.1308(7) 0.162(11) Uiso 0.50 1 d PD .
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'
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
O1 Fe1 N23 115.10(19) . .
O1 Fe1 N24 82.43(19) . .
N23 Fe1 N24 89.0(2) . .
O1 Fe1 N22 83.63(19) . .
N23 Fe1 N22 88.3(2) . .
N24 Fe1 N22 163.1(2) . .
O1 Fe1 C21 35.51(19) . .
N23 Fe1 C21 150.6(2) . .
N24 Fe1 C21 86.8(2) . .
N22 Fe1 C21 87.3(2) . .
O1 Fe1 Br1 130.11(14) . .
N23 Fe1 Br1 114.75(15) . .
N24 Fe1 Br1 100.24(15) . .
N22 Fe1 Br1 96.01(15) . .
C21 Fe1 Br1 94.62(19) . .
C21 O1 Fe1 78.6(4) . .
C20 C1 N2 123.8(7) . .
C20 C1 C21 128.7(7) . .
N2 C1 C21 107.3(6) . .
C5 C4 C3 125.0(6) . .
C5 C4 C21 129.5(6) . .
C3 C4 C21 105.1(6) . .
C4 C5 C6 121.7(6) . .
C4 C5 C39 119.2(6) . .
C6 C5 C39 118.9(6) . .
N22 C6 C5 125.5(7) . .
N22 C6 C7 108.7(6) . .
C5 C6 C7 125.7(7) . .
C8 C7 C6 107.5(6) . .
C7 C8 C9 108.3(6) . .
C10 C9 N22 126.1(6) . .
C10 C9 C8 126.0(7) . .
N22 C9 C8 107.8(6) . .
C9 C10 C11 124.8(6) . .
C9 C10 C33 117.9(6) . .
C11 C10 C33 117.3(6) . .
N23 C11 C12 109.7(6) . .
N23 C11 C10 124.5(6) . .
C12 C11 C10 125.7(6) . .
C13 C12 C11 107.6(6) . .
C12 C13 C14 107.9(7) . .
N23 C14 C15 125.5(6) . .
N23 C14 C13 108.9(6) . .
C15 C14 C13 125.6(6) . .
C16 C15 C14 126.0(6) . .
C16 C15 C27 117.1(6) . .
C14 C15 C27 116.9(6) . .
C15 C16 N24 125.1(6) . .
C15 C16 C17 126.4(7) . .
N24 C16 C17 108.4(6) . .
C18 C17 C16 108.0(7) . .
C17 C18 C19 107.0(7) . .
N24 C19 C18 110.5(7) . .
N24 C19 C20 124.7(6) . .
C18 C19 C20 124.8(7) . .
C1 C20 C19 120.9(7) . .
C1 C20 C45 121.1(7) . .
C19 C20 C45 117.9(6) . .
O1 C21 C4 125.3(6) . .
O1 C21 C1 127.8(6) . .
C4 C21 C1 104.7(6) . .
O1 C21 Fe1 65.9(3) . .
C4 C21 Fe1 112.1(4) . .
C1 C21 Fe1 110.9(5) . .
C6 N22 C9 107.6(6) . .
C6 N22 Fe1 127.1(5) . .
C9 N22 Fe1 125.2(5) . .
C45 C22 C23 120.2(8) . .
C14 N23 C11 105.9(5) . .
C14 N23 Fe1 125.3(4) . .
C11 N23 Fe1 125.5(4) . .
C24 C23 C22 119.3(8) . .
C19 N24 C16 106.2(6) . .
C19 N24 Fe1 127.6(5) . .
C16 N24 Fe1 126.0(5) . .
C25 C24 C23 120.3(8) . .
C24 C25 C26 121.2(9) . .
C25 C26 C45 120.5(8) . .
C32 C27 C28 119.9(7) . .
C32 C27 C15 119.9(7) . .
C28 C27 C15 120.1(7) . .
C29 C28 C27 118.7(8) . .
C30 C29 C28 121.5(9) . .
C29 C30 C31 120.3(9) . .
C32 C31 C30 119.1(9) . .
C27 C32 C31 120.4(8) . .
C38 C33 C34 116.8(7) . .
C38 C33 C10 122.9(6) . .
C34 C33 C10 120.3(7) . .
C35 C34 C33 121.1(7) . .
C36 C35 C34 120.3(8) . .
C37 C36 C35 119.2(8) . .
C36 C37 C38 121.9(7) . .
C37 C38 C33 120.7(7) . .
C40 C39 C44 119.2(7) . .
C40 C39 C5 120.6(7) . .
C44 C39 C5 120.1(7) . .
C39 C40 C41 120.1(7) . .
C42 C41 C40 119.0(8) . .
C43 C42 C41 121.4(8) . .
C42 C43 C44 119.7(8) . .
C39 C44 C43 120.6(8) . .
C22 C45 C26 118.5(7) . .
C22 C45 C20 119.8(7) . .
C26 C45 C20 121.6(7) . .
N2 C3 C4 113.7(6) . .
C3 N2 C1 108.7(6) . .
C46 C52 C49 21(2) 2 .
C46 C52 C51 51(2) 2 2
C49 C52 C51 37.5(14) . 2
C52 C46 C47 136(3) 2 .
C52 C46 C51 99(3) 2 .
C47 C46 C51 120.0 . .
C48 C47 C46 120.0 . .
C47 C48 C49 120.0 . .
C50 C49 C48 120.0 . .
C50 C49 C52 125(2) . .
C48 C49 C52 114.8(19) . .
C49 C50 C51 120.0 . .
C50 C51 C46 120.0 . .
C50 C51 C52 147.0(15) . 2
C46 C51 C52 30.7(14) . 2
C59 C53 C54 64.2(19) 5_575 .
C59 C53 C58 172(2) 5_575 .
C54 C53 C58 120.0 . .
C59 C54 C55 160.3(15) 5_575 .
C59 C54 C53 41.2(14) 5_575 .
C55 C54 C53 120.0 . .
C54 C55 C56 120.0 . .
C55 C56 C57 120.0 . .
C55 C56 C59 131.4(16) . .
C57 C56 C59 108.6(16) . .
C58 C57 C56 120.0 . .
C57 C58 C53 120.0 . .
C53 C59 C54 74.6(19) 5_575 5_575
C53 C59 C56 45.0(10) 5_575 .
C54 C59 C56 30.8(17) 5_575 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O1 2.041(5) .
Fe1 N23 2.046(5) .
Fe1 N24 2.102(5) .
Fe1 N22 2.104(5) .
Fe1 C21 2.192(6) .
Fe1 Br1 2.3906(12) .
O1 C21 1.299(7) .
C1 C20 1.400(9) .
C1 N2 1.401(8) .
C1 C21 1.470(9) .
C4 C5 1.374(8) .
C4 C3 1.393(8) .
C4 C21 1.463(9) .
C5 C6 1.420(9) .
C5 C39 1.481(9) .
C6 N22 1.364(8) .
C6 C7 1.450(9) .
C7 C8 1.332(9) .
C8 C9 1.442(9) .
C9 C10 1.384(9) .
C9 N22 1.388(8) .
C10 C11 1.425(8) .
C10 C33 1.489(9) .
C11 N23 1.384(7) .
C11 C12 1.417(8) .
C12 C13 1.338(8) .
C13 C14 1.432(9) .
C14 N23 1.381(7) .
C14 C15 1.412(8) .
C15 C16 1.375(9) .
C15 C27 1.509(9) .
C16 N24 1.382(8) .
C16 C17 1.439(9) .
C17 C18 1.333(9) .
C18 C19 1.423(9) .
C19 N24 1.360(8) .
C19 C20 1.438(9) .
C20 C45 1.501(9) .
C22 C45 1.385(9) .
C22 C23 1.391(9) .
C23 C24 1.379(10) .
C24 C25 1.348(11) .
C25 C26 1.357(10) .
C26 C45 1.390(9) .
C27 C32 1.385(9) .
C27 C28 1.402(9) .
C28 C29 1.392(10) .
C29 C30 1.357(11) .
C30 C31 1.398(12) .
C31 C32 1.396(10) .
C33 C38 1.385(8) .
C33 C34 1.394(9) .
C34 C35 1.389(9) .
C35 C36 1.355(10) .
C36 C37 1.350(9) .
C37 C38 1.372(9) .
C39 C40 1.373(9) .
C39 C44 1.383(9) .
C40 C41 1.407(9) .
C41 C42 1.370(10) .
C42 C43 1.355(10) .
C43 C44 1.386(9) .
C3 N2 1.311(8) .
C52 C46 0.92(3) 2
C52 C49 1.448(5) .
C52 C51 1.77(3) 2
C46 C52 0.92(3) 2
C46 C47 1.3900 .
C46 C51 1.3900 .
C47 C48 1.3900 .
C48 C49 1.3900 .
C49 C50 1.3900 .
C50 C51 1.3900 .
C51 C52 1.77(4) 2
C53 C59 0.95(3) 5_575
C53 C54 1.3900 .
C53 C58 1.3900 .
C54 C59 1.30(3) 5_575
C54 C55 1.3900 .
C55 C56 1.3900 .
C56 C57 1.3900 .
C56 C59 1.459(5) .
C57 C58 1.3900 .
C59 C53 0.95(3) 5_575
C59 C54 1.30(3) 5_575
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_4
N23 Fe1 O1 C21 179.5(4) . .
N24 Fe1 O1 C21 -95.2(4) . .
N22 Fe1 O1 C21 94.4(4) . .
Br1 Fe1 O1 C21 1.9(4) . .
C3 C4 C5 C6 -155.9(7) . .
C21 C4 C5 C6 15.5(11) . .
C3 C4 C5 C39 18.6(11) . .
C21 C4 C5 C39 -170.0(7) . .
C4 C5 C6 N22 17.3(11) . .
C39 C5 C6 N22 -157.2(6) . .
C4 C5 C6 C7 -167.8(7) . .
C39 C5 C6 C7 17.7(10) . .
N22 C6 C7 C8 1.8(8) . .
C5 C6 C7 C8 -173.9(7) . .
C6 C7 C8 C9 0.1(8) . .
C7 C8 C9 C10 178.0(7) . .
C7 C8 C9 N22 -1.9(8) . .
N22 C9 C10 C11 -12.0(11) . .
C8 C9 C10 C11 168.1(6) . .
N22 C9 C10 C33 167.6(6) . .
C8 C9 C10 C33 -12.3(10) . .
C9 C10 C11 N23 -3.3(11) . .
C33 C10 C11 N23 177.1(6) . .
C9 C10 C11 C12 -178.8(7) . .
C33 C10 C11 C12 1.6(10) . .
N23 C11 C12 C13 -2.0(8) . .
C10 C11 C12 C13 174.1(7) . .
C11 C12 C13 C14 1.5(8) . .
C12 C13 C14 N23 -0.5(8) . .
C12 C13 C14 C15 -178.9(7) . .
N23 C14 C15 C16 9.6(11) . .
C13 C14 C15 C16 -172.3(7) . .
N23 C14 C15 C27 -170.4(6) . .
C13 C14 C15 C27 7.7(10) . .
C14 C15 C16 N24 6.3(12) . .
C27 C15 C16 N24 -173.7(6) . .
C14 C15 C16 C17 -175.5(7) . .
C27 C15 C16 C17 4.5(11) . .
C15 C16 C17 C18 -176.9(7) . .
N24 C16 C17 C18 1.5(9) . .
C16 C17 C18 C19 -1.1(9) . .
C17 C18 C19 N24 0.4(9) . .
C17 C18 C19 C20 178.6(7) . .
N2 C1 C20 C19 162.1(6) . .
C21 C1 C20 C19 -14.2(11) . .
N2 C1 C20 C45 -13.2(11) . .
C21 C1 C20 C45 170.5(7) . .
N24 C19 C20 C1 -19.9(11) . .
C18 C19 C20 C1 162.1(7) . .
N24 C19 C20 C45 155.6(7) . .
C18 C19 C20 C45 -22.4(10) . .
Fe1 O1 C21 C4 -100.9(6) . .
Fe1 O1 C21 C1 98.5(7) . .
C5 C4 C21 O1 29.2(11) . .
C3 C4 C21 O1 -158.1(6) . .
C5 C4 C21 C1 -166.5(7) . .
C3 C4 C21 C1 6.2(7) . .
C5 C4 C21 Fe1 -46.2(9) . .
C3 C4 C21 Fe1 126.5(5) . .
C20 C1 C21 O1 -26.1(12) . .
N2 C1 C21 O1 157.2(7) . .
C20 C1 C21 C4 170.1(7) . .
N2 C1 C21 C4 -6.6(7) . .
C20 C1 C21 Fe1 49.0(9) . .
N2 C1 C21 Fe1 -127.7(5) . .
N23 Fe1 C21 O1 -0.9(6) . .
N24 Fe1 C21 O1 81.4(3) . .
N22 Fe1 C21 O1 -82.7(3) . .
Br1 Fe1 C21 O1 -178.6(3) . .
O1 Fe1 C21 C4 120.1(7) . .
N23 Fe1 C21 C4 119.2(6) . .
N24 Fe1 C21 C4 -158.5(5) . .
N22 Fe1 C21 C4 37.4(5) . .
Br1 Fe1 C21 C4 -58.4(5) . .
O1 Fe1 C21 C1 -123.3(6) . .
N23 Fe1 C21 C1 -124.2(5) . .
N24 Fe1 C21 C1 -41.8(5) . .
N22 Fe1 C21 C1 154.0(5) . .
Br1 Fe1 C21 C1 58.2(5) . .
C5 C6 N22 C9 172.7(6) . .
C7 C6 N22 C9 -2.9(7) . .
C5 C6 N22 Fe1 -8.0(9) . .
C7 C6 N22 Fe1 176.3(4) . .
C10 C9 N22 C6 -176.9(6) . .
C8 C9 N22 C6 3.0(7) . .
C10 C9 N22 Fe1 3.8(9) . .
C8 C9 N22 Fe1 -176.3(4) . .
O1 Fe1 N22 C6 -52.6(5) . .
N23 Fe1 N22 C6 -168.1(5) . .
N24 Fe1 N22 C6 -87.1(9) . .
C21 Fe1 N22 C6 -17.2(5) . .
Br1 Fe1 N22 C6 77.2(5) . .
O1 Fe1 N22 C9 126.5(5) . .
N23 Fe1 N22 C9 11.0(5) . .
N24 Fe1 N22 C9 92.0(9) . .
C21 Fe1 N22 C9 161.9(5) . .
Br1 Fe1 N22 C9 -103.7(5) . .
C15 C14 N23 C11 177.7(6) . .
C13 C14 N23 C11 -0.7(7) . .
C15 C14 N23 Fe1 -22.0(9) . .
C13 C14 N23 Fe1 159.7(4) . .
C12 C11 N23 C14 1.6(7) . .
C10 C11 N23 C14 -174.5(6) . .
C12 C11 N23 Fe1 -158.7(4) . .
C10 C11 N23 Fe1 25.2(9) . .
O1 Fe1 N23 C14 96.8(5) . .
N24 Fe1 N23 C14 15.7(5) . .
N22 Fe1 N23 C14 179.0(5) . .
C21 Fe1 N23 C14 97.4(6) . .
Br1 Fe1 N23 C14 -85.2(5) . .
O1 Fe1 N23 C11 -106.6(5) . .
N24 Fe1 N23 C11 172.2(5) . .
N22 Fe1 N23 C11 -24.4(5) . .
C21 Fe1 N23 C11 -106.0(6) . .
Br1 Fe1 N23 C11 71.4(5) . .
C45 C22 C23 C24 -0.1(10) . .
C18 C19 N24 C16 0.5(8) . .
C20 C19 N24 C16 -177.7(6) . .
C18 C19 N24 Fe1 -174.5(5) . .
C20 C19 N24 Fe1 7.2(10) . .
C15 C16 N24 C19 177.3(7) . .
C17 C16 N24 C19 -1.2(8) . .
C15 C16 N24 Fe1 -7.6(10) . .
C17 C16 N24 Fe1 173.9(4) . .
O1 Fe1 N24 C19 56.5(6) . .
N23 Fe1 N24 C19 172.0(6) . .
N22 Fe1 N24 C19 91.1(9) . .
C21 Fe1 N24 C19 21.1(6) . .
Br1 Fe1 N24 C19 -73.0(6) . .
O1 Fe1 N24 C16 -117.6(6) . .
N23 Fe1 N24 C16 -2.1(5) . .
N22 Fe1 N24 C16 -83.1(9) . .
C21 Fe1 N24 C16 -153.0(6) . .
Br1 Fe1 N24 C16 112.9(5) . .
C22 C23 C24 C25 0.6(12) . .
C23 C24 C25 C26 -0.7(13) . .
C24 C25 C26 C45 0.2(12) . .
C16 C15 C27 C32 -108.4(8) . .
C14 C15 C27 C32 71.5(9) . .
C16 C15 C27 C28 67.6(9) . .
C14 C15 C27 C28 -112.4(8) . .
C32 C27 C28 C29 -3.0(11) . .
C15 C27 C28 C29 -179.1(6) . .
C27 C28 C29 C30 3.3(12) . .
C28 C29 C30 C31 -1.6(13) . .
C29 C30 C31 C32 -0.4(13) . .
C28 C27 C32 C31 1.1(12) . .
C15 C27 C32 C31 177.1(7) . .
C30 C31 C32 C27 0.7(13) . .
C9 C10 C33 C38 123.2(8) . .
C11 C10 C33 C38 -57.2(9) . .
C9 C10 C33 C34 -56.5(9) . .
C11 C10 C33 C34 123.1(7) . .
C38 C33 C34 C35 0.5(11) . .
C10 C33 C34 C35 -179.8(7) . .
C33 C34 C35 C36 1.6(13) . .
C34 C35 C36 C37 -2.5(13) . .
C35 C36 C37 C38 1.4(13) . .
C36 C37 C38 C33 0.6(12) . .
C34 C33 C38 C37 -1.5(10) . .
C10 C33 C38 C37 178.8(6) . .
C4 C5 C39 C40 -132.1(7) . .
C6 C5 C39 C40 42.5(10) . .
C4 C5 C39 C44 45.5(9) . .
C6 C5 C39 C44 -139.9(7) . .
C44 C39 C40 C41 0.7(10) . .
C5 C39 C40 C41 178.3(6) . .
C39 C40 C41 C42 -0.1(11) . .
C40 C41 C42 C43 -0.7(12) . .
C41 C42 C43 C44 0.8(12) . .
C40 C39 C44 C43 -0.5(11) . .
C5 C39 C44 C43 -178.2(6) . .
C42 C43 C44 C39 -0.2(12) . .
C23 C22 C45 C26 -0.3(10) . .
C23 C22 C45 C20 179.3(6) . .
C25 C26 C45 C22 0.3(11) . .
C25 C26 C45 C20 -179.4(7) . .
C1 C20 C45 C22 -47.7(10) . .
C19 C20 C45 C22 136.9(7) . .
C1 C20 C45 C26 132.0(8) . .
C19 C20 C45 C26 -43.5(10) . .
C5 C4 C3 N2 169.3(7) . .
C21 C4 C3 N2 -3.9(8) . .
C4 C3 N2 C1 -0.4(9) . .
C20 C1 N2 C3 -172.4(7) . .
C21 C1 N2 C3 4.5(8) . .
C52 C46 C47 C48 147(4) 2 .
C51 C46 C47 C48 0.0 . .
C46 C47 C48 C49 0.0 . .
C47 C48 C49 C50 0.0 . .
C47 C48 C49 C52 178(2) . .
C46 C52 C49 C50 77(6) 2 .
C51 C52 C49 C50 -162.6(12) 2 .
C46 C52 C49 C48 -101(7) 2 .
C51 C52 C49 C48 19.5(9) 2 .
C48 C49 C50 C51 0.0 . .
C52 C49 C50 C51 -178(2) . .
C49 C50 C51 C46 0.0 . .
C49 C50 C51 C52 -21(3) . 2
C52 C46 C51 C50 -158(3) 2 .
C47 C46 C51 C50 0.0 . .
C47 C46 C51 C52 158(3) . 2
C58 C53 C54 C59 -172(3) . 5_575
C59 C53 C54 C55 172(3) 5_575 .
C58 C53 C54 C55 0.0 . .
C59 C54 C55 C56 15(5) 5_575 .
C53 C54 C55 C56 0.0 . .
C54 C55 C56 C57 0.0 . .
C54 C55 C56 C59 180(2) . .
C55 C56 C57 C58 0.0 . .
C59 C56 C57 C58 -179.7(18) . .
C56 C57 C58 C53 0.0 . .
C59 C53 C58 C57 -120(15) 5_575 .
C54 C53 C58 C57 0.0 . .
C55 C56 C59 C53 10(3) . 5_575
C57 C56 C59 C53 -171(2) . 5_575
C55 C56 C59 C54 171(4) . 5_575
C57 C56 C59 C54 -9(3) . 5_575
