#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:45:32 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179076 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/38/4303880.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_4303880
loop_
_publ_author_name
'Partha Halder'
'Abhishek Dey'
'Tapan Kanti Paine'
_publ_section_title
;
Molecular and Electronic Structure of a Nonheme Iron(II) Model Complex
Containing an Iron-Carbon Bond
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              11501
_journal_page_last               11503
_journal_paper_doi               10.1021/ic901841w
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C22 H17 F3 Fe N4 O3 S5'
_chemical_formula_weight         658.55
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.3743(3)
_cell_length_b                   11.3697(2)
_cell_length_c                   21.3828(3)
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.94
_cell_measurement_theta_min      2.24
_cell_volume                     5196.43(14)
_computing_cell_refinement       'BRUKER AXS SMART 3'
_computing_data_collection       'BRUKER AXS SMART 3'
_computing_data_reduction        'BRUKER AXS SAINT'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'MURCURY 2.2'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'BRUKER 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  0.0514
_diffrn_reflns_av_sigmaI/netI    0.0326
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            75568
_diffrn_reflns_theta_full        30.99
_diffrn_reflns_theta_max         30.99
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    1.038
_exptl_absorpt_correction_T_max  0.8433
_exptl_absorpt_correction_T_min  0.6815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.684
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2672
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         8230
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0336
_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)+(0.0412P)²+1.4349P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0832
_reflns_number_gt                6283
_reflns_number_total             8230
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic901841w_si_002.cif
_cod_data_source_block           ann
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4303880
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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -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_assembly
_atom_site_disorder_group
Fe1 Fe 0.130362(10) 0.244981(18) 0.281968(10) 0.01526(6) Uani 1 1 d . . .
C1 C 0.11825(9) 0.45414(14) 0.19986(8) 0.0227(3) Uani 1 1 d . . .
C2 C 0.13793(10) 0.53820(16) 0.15774(9) 0.0295(4) Uani 1 1 d . . .
C3 C 0.19994(10) 0.53837(16) 0.13865(9) 0.0316(4) Uani 1 1 d . . .
C4 C 0.24033(9) 0.45564(17) 0.16279(9) 0.0286(4) Uani 1 1 d . . .
C5 C 0.21691(8) 0.37404(14) 0.20554(8) 0.0212(3) Uani 1 1 d . . .
C6 C 0.21031(8) 0.20274(14) 0.28492(8) 0.0207(3) Uani 1 1 d . . .
C7 C 0.16219(9) 0.04696(15) 0.35799(8) 0.0273(4) Uani 1 1 d . . .
C8 C 0.15539(12) -0.04446(17) 0.40119(10) 0.0405(5) Uani 1 1 d . . .
C9 C 0.09839(13) -0.06112(18) 0.42928(10) 0.0448(6) Uani 1 1 d . . .
C10 C 0.04896(11) 0.01198(17) 0.41347(9) 0.0364(5) Uani 1 1 d . . .
C11 C 0.05842(9) 0.09922(15) 0.36990(8) 0.0260(4) Uani 1 1 d . . .
C12 C 0.12195(8) 0.32703(13) 0.43005(7) 0.0186(3) Uani 1 1 d . . .
C13 C 0.17214(9) 0.26186(15) 0.45361(9) 0.0248(4) Uani 1 1 d . . .
C14 C 0.16937(10) 0.21673(18) 0.51332(9) 0.0335(4) Uani 1 1 d . . .
C15 C 0.11754(12) 0.23688(17) 0.55088(9) 0.0357(5) Uani 1 1 d . . .
C16 C 0.06949(10) 0.30176(16) 0.52749(8) 0.0303(4) Uani 1 1 d . . .
C17 C -0.01351(8) 0.31913(14) 0.26830(8) 0.0203(3) Uani 1 1 d . . .
C18 C -0.06880(8) 0.30035(16) 0.23723(8) 0.0247(3) Uani 1 1 d . . .
C19 C -0.07119(9) 0.21250(17) 0.19178(8) 0.0269(4) Uani 1 1 d . . .
C20 C -0.01813(8) 0.14862(15) 0.17745(8) 0.0227(3) Uani 1 1 d . . .
C21 C 0.03684(8) 0.17464(13) 0.20968(7) 0.0181(3) Uani 1 1 d . . .
S1 S 0.26684(2) 0.26903(4) 0.23882(2) 0.02737(10) Uani 1 1 d . . .
S2 S 0.23517(2) 0.07754(4) 0.32412(2) 0.03076(11) Uani 1 1 d . . .
S3 S 0.119256(19) 0.39116(3) 0.356583(18) 0.01854(9) Uani 1 1 d . . .
S4 S 0.11088(2) 0.11356(3) 0.200794(19) 0.02038(9) Uani 1 1 d . . .
S5 S 0.411692(19) 0.33474(3) 0.069677(18) 0.01936(9) Uani 1 1 d . . .
N1 N 0.15649(6) 0.37052(11) 0.22367(6) 0.0177(3) Uani 1 1 d . . .
N2 N 0.11432(7) 0.11814(12) 0.34189(6) 0.0212(3) Uani 1 1 d . . .
N3 N 0.07266(7) 0.34364(12) 0.46852(6) 0.0210(3) Uani 1 1 d . . .
N4 N 0.03855(6) 0.25752(11) 0.25502(6) 0.0167(3) Uani 1 1 d . . .
F1 F 0.31918(6) 0.27687(10) -0.00413(6) 0.0423(3) Uani 1 1 d . . .
F2 F 0.39192(6) 0.37703(11) -0.04903(5) 0.0418(3) Uani 1 1 d . . .
F3 F 0.32678(5) 0.46303(10) 0.01276(6) 0.0362(3) Uani 1 1 d . . .
O1 O 0.44015(6) 0.22388(10) 0.05296(6) 0.0266(3) Uani 1 1 d . . .
O2 O 0.45471(6) 0.43348(10) 0.06817(6) 0.0272(3) Uani 1 1 d . . .
O3 O 0.36999(6) 0.33112(12) 0.12196(6) 0.0325(3) Uani 1 1 d . . .
C22 C 0.35989(9) 0.36502(15) 0.00403(8) 0.0257(4) Uani 1 1 d . . .
H19 H -0.1073(10) 0.1986(18) 0.1696(9) 0.026(5) Uiso 1 1 d . . .
H17 H -0.0112(8) 0.3777(16) 0.3016(8) 0.017(4) Uiso 1 1 d . . .
H1 H 0.0753(9) 0.4530(17) 0.2137(9) 0.025(5) Uiso 1 1 d . . .
H2 H 0.1078(11) 0.592(2) 0.1419(11) 0.042(6) Uiso 1 1 d . . .
H3 H 0.2139(10) 0.5961(18) 0.1108(9) 0.033(5) Uiso 1 1 d . . .
H3A H 0.0409(10) 0.3818(19) 0.4548(10) 0.031(6) Uiso 1 1 d . . .
H4 H 0.2818(10) 0.4503(18) 0.1535(10) 0.034(6) Uiso 1 1 d . . .
H8 H 0.1933(11) -0.089(2) 0.4104(11) 0.044(6) Uiso 1 1 d . . .
H9 H 0.0926(12) -0.117(2) 0.4599(11) 0.051(7) Uiso 1 1 d . . .
H10 H 0.0093(10) 0.0026(17) 0.4329(9) 0.027(5) Uiso 1 1 d . . .
H11 H 0.0255(9) 0.1532(17) 0.3584(9) 0.027(5) Uiso 1 1 d . . .
H13 H 0.2090(10) 0.2482(17) 0.4284(10) 0.031(6) Uiso 1 1 d . . .
H14 H 0.2040(11) 0.175(2) 0.5276(10) 0.043(6) Uiso 1 1 d . . .
H15 H 0.1139(12) 0.208(2) 0.5900(12) 0.056(7) Uiso 1 1 d . . .
H16 H 0.0333(11) 0.3208(19) 0.5502(11) 0.039(6) Uiso 1 1 d . . .
H18 H -0.1005(10) 0.3430(18) 0.2463(9) 0.030(5) Uiso 1 1 d . . .
H20 H -0.0197(9) 0.0913(17) 0.1473(9) 0.023(5) Uiso 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'
F F 0.0171 0.0103 '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'
O O 0.0106 0.0060 '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'
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
C6 Fe1 N2 86.91(7) . . ?
C6 Fe1 N1 86.89(7) . . ?
N2 Fe1 N1 173.64(6) . . ?
C6 Fe1 N4 161.74(6) . . ?
N2 Fe1 N4 93.87(6) . . ?
N1 Fe1 N4 92.46(5) . . ?
C6 Fe1 S3 105.56(5) . . ?
N2 Fe1 S3 93.42(4) . . ?
N1 Fe1 S3 86.86(4) . . ?
N4 Fe1 S3 92.61(4) . . ?
C6 Fe1 S4 91.43(5) . . ?
N2 Fe1 S4 89.08(4) . . ?
N1 Fe1 S4 92.51(4) . . ?
N4 Fe1 S4 70.36(4) . . ?
S3 Fe1 S4 162.928(18) . . ?
N1 C1 C2 123.26(17) . . ?
N1 C1 H1 116.7(12) . . ?
C2 C1 H1 120.0(12) . . ?
C1 C2 C3 119.00(18) . . ?
C1 C2 H2 118.2(14) . . ?
C3 C2 H2 122.8(14) . . ?
C4 C3 C2 119.20(17) . . ?
C4 C3 H3 121.2(13) . . ?
C2 C3 H3 119.6(13) . . ?
C3 C4 C5 118.35(17) . . ?
C3 C4 H4 125.0(14) . . ?
C5 C4 H4 116.6(14) . . ?
N1 C5 C4 123.46(16) . . ?
N1 C5 S1 116.50(12) . . ?
C4 C5 S1 120.04(14) . . ?
S1 C6 S2 114.73(9) . . ?
S1 C6 Fe1 122.23(10) . . ?
S2 C6 Fe1 122.24(10) . . ?
N2 C7 C8 122.39(19) . . ?
N2 C7 S2 116.74(13) . . ?
C8 C7 S2 120.83(16) . . ?
C9 C8 C7 119.0(2) . . ?
C9 C8 H8 125.2(14) . . ?
C7 C8 H8 115.7(14) . . ?
C8 C9 C10 119.18(19) . . ?
C8 C9 H9 121.7(16) . . ?
C10 C9 H9 119.0(16) . . ?
C11 C10 C9 119.0(2) . . ?
C11 C10 H10 120.6(12) . . ?
C9 C10 H10 120.4(12) . . ?
N2 C11 C10 122.95(19) . . ?
N2 C11 H11 115.5(12) . . ?
C10 C11 H11 121.6(12) . . ?
N3 C12 C13 116.98(15) . . ?
N3 C12 S3 117.88(12) . . ?
C13 C12 S3 125.12(13) . . ?
C14 C13 C12 119.91(18) . . ?
C14 C13 H13 119.5(13) . . ?
C12 C13 H13 120.6(13) . . ?
C13 C14 C15 120.62(18) . . ?
C13 C14 H14 117.4(14) . . ?
C15 C14 H14 122.0(14) . . ?
C16 C15 C14 118.66(18) . . ?
C16 C15 H15 118.3(17) . . ?
C14 C15 H15 123.0(17) . . ?
N3 C16 C15 119.81(18) . . ?
N3 C16 H16 116.3(14) . . ?
C15 C16 H16 123.9(14) . . ?
N4 C17 C18 121.95(15) . . ?
N4 C17 H17 117.9(11) . . ?
C18 C17 H17 120.1(11) . . ?
C17 C18 C19 118.70(17) . . ?
C17 C18 H18 118.9(14) . . ?
C19 C18 H18 122.4(14) . . ?
C20 C19 C18 120.08(16) . . ?
C20 C19 H19 118.9(13) . . ?
C18 C19 H19 120.9(13) . . ?
C19 C20 C21 118.09(16) . . ?
C19 C20 H20 120.0(12) . . ?
C21 C20 H20 121.9(12) . . ?
N4 C21 C20 121.67(15) . . ?
N4 C21 S4 109.39(12) . . ?
C20 C21 S4 128.93(13) . . ?
C6 S1 C5 95.90(8) . . ?
C6 S2 C7 95.15(8) . . ?
C12 S3 Fe1 108.61(5) . . ?
C21 S4 Fe1 79.92(5) . . ?
O3 S5 O1 115.51(8) . . ?
O3 S5 O2 115.75(8) . . ?
O1 S5 O2 113.75(8) . . ?
O3 S5 C22 103.24(8) . . ?
O1 S5 C22 103.31(8) . . ?
O2 S5 C22 102.82(8) . . ?
C1 N1 C5 116.70(14) . . ?
C1 N1 Fe1 125.05(11) . . ?
C5 N1 Fe1 118.25(11) . . ?
C7 N2 C11 117.46(15) . . ?
C7 N2 Fe1 118.41(12) . . ?
C11 N2 Fe1 124.10(12) . . ?
C16 N3 C12 123.99(16) . . ?
C16 N3 H3A 117.3(14) . . ?
C12 N3 H3A 118.7(14) . . ?
C17 N4 C21 119.45(14) . . ?
C17 N4 Fe1 140.24(11) . . ?
C21 N4 Fe1 100.31(10) . . ?
F2 C22 F3 107.84(14) . . ?
F2 C22 F1 107.44(15) . . ?
F3 C22 F1 107.41(15) . . ?
F2 C22 S5 111.31(13) . . ?
F3 C22 S5 111.89(12) . . ?
F1 C22 S5 110.74(12) . . ?
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 C6 1.7762(17) . ?
Fe1 N2 1.9594(14) . ?
Fe1 N1 1.9756(13) . ?
Fe1 N4 2.0501(14) . ?
Fe1 S3 2.3160(4) . ?
Fe1 S4 2.3279(4) . ?
C1 N1 1.353(2) . ?
C1 C2 1.379(2) . ?
C1 H1 0.96(2) . ?
C2 C3 1.387(3) . ?
C2 H2 0.95(2) . ?
C3 C4 1.377(3) . ?
C3 H3 0.93(2) . ?
C4 C5 1.395(2) . ?
C4 H4 0.91(2) . ?
C5 N1 1.349(2) . ?
C5 S1 1.7523(18) . ?
C6 S1 1.7319(18) . ?
C6 S2 1.7353(17) . ?
C7 N2 1.349(2) . ?
C7 C8 1.398(3) . ?
C7 S2 1.755(2) . ?
C8 C9 1.371(3) . ?
C8 H8 0.98(2) . ?
C9 C10 1.386(3) . ?
C9 H9 0.92(2) . ?
C10 C11 1.376(2) . ?
C10 H10 0.95(2) . ?
C11 N2 1.354(2) . ?
C11 H11 0.97(2) . ?
C12 N3 1.350(2) . ?
C12 C13 1.398(2) . ?
C12 S3 1.7329(16) . ?
C13 C14 1.377(3) . ?
C13 H13 0.97(2) . ?
C14 C15 1.387(3) . ?
C14 H14 0.93(2) . ?
C15 C16 1.360(3) . ?
C15 H15 0.90(3) . ?
C16 N3 1.350(2) . ?
C16 H16 0.94(2) . ?
C17 N4 1.345(2) . ?
C17 C18 1.372(2) . ?
C17 H17 0.975(18) . ?
C18 C19 1.395(3) . ?
C18 H18 0.86(2) . ?
C19 C20 1.381(3) . ?
C19 H19 0.92(2) . ?
C20 C21 1.394(2) . ?
C20 H20 0.917(19) . ?
C21 N4 1.3526(19) . ?
C21 S4 1.7386(17) . ?
S5 O3 1.4305(13) . ?
S5 O1 1.4444(12) . ?
S5 O2 1.4514(12) . ?
S5 C22 1.8207(18) . ?
N3 H3A 0.86(2) . ?
F1 C22 1.339(2) . ?
F2 C22 1.332(2) . ?
F3 C22 1.333(2) . ?
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
N3 H3A O2 0.86(2) 1.99(2) 2.831(2) 165(2) 6_556
C9 H9 O1 0.92(2) 2.43(3) 3.331(2) 164(2) 2
