#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:21:43 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179106 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/68/4306868.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_4306868
loop_
_publ_author_name
'Javier Vela'
'Jordi Cirera'
'Jeremy M. Smith'
'Rene J. Lachicotte'
'Christine J. Flaschenriem'
'Santiago Alvarez'
'Patrick L. Holland'
_publ_section_title
;
Quantitative Geometric Descriptions of the Belt Iron Atoms of the
Iron-Molybdenum Cofactor of Nitrogenase and Synthetic Iron(II) Model
Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              60
_journal_page_last               71
_journal_paper_doi               10.1021/ic0609148
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C36 H53 F3 Fe N2 O3 S'
_chemical_formula_weight         706.71
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 95.194(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.7581(12)
_cell_length_b                   17.336(2)
_cell_length_c                   21.989(3)
_cell_measurement_temperature    193(2)
_cell_volume                     3704.5(8)
_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      193(2)
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '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  0.0488
_diffrn_reflns_av_sigmaI/netI    0.0929
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            21706
_diffrn_reflns_theta_full        28.25
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         1.50
_exptl_absorpt_coefficient_mu    0.514
_exptl_absorpt_correction_T_max  0.931
_exptl_absorpt_correction_T_min  0.912
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Cluster
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         8649
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.1635
_refine_ls_R_factor_gt           0.0984
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0723P)²+2.2008P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1662
_refine_ls_wR_factor_ref         0.1892
_reflns_number_gt                5578
_reflns_number_total             8649
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0609148si20060525_034035_5.cif
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'na' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        3704.4(8)
_cod_database_code               4306868
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'
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 0.91590(6) 0.24847(3) 0.63026(3) 0.03145(18) Uani 1 1 d . . .
N11 N 0.7882(3) 0.25829(17) 0.55663(13) 0.0233(7) Uani 1 1 d . . .
N21 N 0.9116(3) 0.35790(18) 0.65265(14) 0.0257(7) Uani 1 1 d . . .
C11 C 0.6205(4) 0.3306(2) 0.47940(17) 0.0280(9) Uani 1 1 d . . .
C21 C 0.7251(4) 0.3230(2) 0.53654(17) 0.0238(8) Uani 1 1 d . . .
C31 C 0.7531(4) 0.3933(2) 0.56793(17) 0.0266(9) Uani 1 1 d . . .
H31A H 0.7053 0.4353 0.5503 0.032 Uiso 1 1 calc R . .
C41 C 0.8384(4) 0.4118(2) 0.62017(17) 0.0264(8) Uani 1 1 d . . .
C51 C 0.8369(4) 0.5009(2) 0.63588(18) 0.0347(10) Uani 1 1 d . . .
C61 C 0.5855(4) 0.2568(2) 0.44239(19) 0.0405(11) Uani 1 1 d . . .
H61A H 0.6679 0.2359 0.4281 0.061 Uiso 1 1 calc R . .
H61B H 0.5210 0.2688 0.4081 0.061 Uiso 1 1 calc R . .
H61C H 0.5456 0.2195 0.4679 0.061 Uiso 1 1 calc R . .
C71 C 0.4833(4) 0.3601(3) 0.5002(2) 0.0416(11) Uani 1 1 d . . .
H71A H 0.4993 0.4066 0.5235 0.062 Uiso 1 1 calc R . .
H71B H 0.4448 0.3216 0.5250 0.062 Uiso 1 1 calc R . .
H71C H 0.4203 0.3705 0.4650 0.062 Uiso 1 1 calc R . .
C81 C 0.6758(5) 0.3891(3) 0.43535(19) 0.0444(12) Uani 1 1 d . . .
H81A H 0.7612 0.3707 0.4223 0.067 Uiso 1 1 calc R . .
H81B H 0.6908 0.4377 0.4557 0.067 Uiso 1 1 calc R . .
H81C H 0.6102 0.3955 0.4005 0.067 Uiso 1 1 calc R . .
C91 C 0.6891(5) 0.5232(3) 0.6491(2) 0.0498(13) Uani 1 1 d . . .
H91A H 0.6861 0.5771 0.6588 0.075 Uiso 1 1 calc R . .
H91B H 0.6626 0.4935 0.6830 0.075 Uiso 1 1 calc R . .
H91C H 0.6269 0.5128 0.6137 0.075 Uiso 1 1 calc R . .
C101 C 0.8738(5) 0.5467(2) 0.5789(2) 0.0474(12) Uani 1 1 d . . .
H10A H 0.8735 0.6009 0.5877 0.071 Uiso 1 1 calc R . .
H10B H 0.8071 0.5358 0.5452 0.071 Uiso 1 1 calc R . .
H10C H 0.9635 0.5316 0.5687 0.071 Uiso 1 1 calc R . .
C111 C 0.9339(5) 0.5300(2) 0.6891(2) 0.0417(11) Uani 1 1 d . . .
H11A H 0.9222 0.5847 0.6936 0.063 Uiso 1 1 calc R . .
H11B H 1.0272 0.5192 0.6815 0.063 Uiso 1 1 calc R . .
H11C H 0.9133 0.5045 0.7260 0.063 Uiso 1 1 calc R . .
C12 C 0.7827(4) 0.1824(2) 0.52903(17) 0.0249(9) Uani 1 1 d . . .
C22 C 0.6932(4) 0.1263(2) 0.55010(18) 0.0300(9) Uani 1 1 d . . .
C32 C 0.7062(5) 0.0511(2) 0.5296(2) 0.0389(11) Uani 1 1 d . . .
H32A H 0.6488 0.0130 0.5428 0.047 Uiso 1 1 calc R . .
C42 C 0.8027(5) 0.0319(2) 0.4899(2) 0.0420(11) Uani 1 1 d . . .
H42A H 0.8107 -0.0190 0.4772 0.050 Uiso 1 1 calc R . .
C52 C 0.8870(4) 0.0876(2) 0.4692(2) 0.0396(11) Uani 1 1 d . . .
H52A H 0.9507 0.0739 0.4421 0.048 Uiso 1 1 calc R . .
C62 C 0.8794(4) 0.1640(2) 0.48761(17) 0.0290(9) Uani 1 1 d . . .
C72 C 0.5805(4) 0.1467(3) 0.5906(2) 0.0397(11) Uani 1 1 d . . .
H72A H 0.5831 0.2027 0.5965 0.048 Uiso 1 1 calc R . .
C82 C 0.4388(5) 0.1263(4) 0.5633(3) 0.078(2) Uani 1 1 d . . .
H82A H 0.4229 0.1495 0.5236 0.117 Uiso 1 1 calc R . .
H82B H 0.3721 0.1452 0.5891 0.117 Uiso 1 1 calc R . .
H82C H 0.4307 0.0713 0.5596 0.117 Uiso 1 1 calc R . .
C92 C 0.5980(6) 0.1098(5) 0.6533(3) 0.102(3) Uani 1 1 d . . .
H92A H 0.6874 0.1221 0.6727 0.154 Uiso 1 1 calc R . .
H92B H 0.5891 0.0548 0.6493 0.154 Uiso 1 1 calc R . .
H92C H 0.5285 0.1290 0.6776 0.154 Uiso 1 1 calc R . .
C102 C 0.9726(4) 0.2244(3) 0.46221(19) 0.0360(10) Uani 1 1 d . . .
H10D H 0.9489 0.2749 0.4785 0.043 Uiso 1 1 calc R . .
C112 C 0.9516(5) 0.2284(3) 0.3919(2) 0.0510(13) Uani 1 1 d . . .
H11D H 0.8567 0.2391 0.3794 0.076 Uiso 1 1 calc R . .
H11E H 0.9769 0.1799 0.3750 0.076 Uiso 1 1 calc R . .
H11F H 1.0082 0.2686 0.3776 0.076 Uiso 1 1 calc R . .
C122 C 1.1254(5) 0.2090(3) 0.4812(2) 0.0565(14) Uani 1 1 d . . .
H12A H 1.1404 0.2074 0.5249 0.085 Uiso 1 1 calc R . .
H12B H 1.1800 0.2495 0.4659 0.085 Uiso 1 1 calc R . .
H12C H 1.1515 0.1605 0.4646 0.085 Uiso 1 1 calc R . .
C13 C 0.9885(4) 0.3695(2) 0.71118(17) 0.0274(9) Uani 1 1 d . . .
C23 C 0.9184(4) 0.3702(2) 0.76434(18) 0.0333(10) Uani 1 1 d . . .
C33 C 0.9953(5) 0.3830(3) 0.81946(19) 0.0456(12) Uani 1 1 d . . .
H33A H 0.9510 0.3840 0.8552 0.055 Uiso 1 1 calc R . .
C43 C 1.1350(5) 0.3943(3) 0.8228(2) 0.0455(12) Uani 1 1 d . . .
H43A H 1.1831 0.4067 0.8600 0.055 Uiso 1 1 calc R . .
C53 C 1.2033(5) 0.3873(3) 0.7714(2) 0.0410(11) Uani 1 1 d . . .
H53A H 1.2985 0.3925 0.7746 0.049 Uiso 1 1 calc R . .
C63 C 1.1340(4) 0.3725(2) 0.71433(18) 0.0309(9) Uani 1 1 d . . .
C73 C 0.7635(5) 0.3551(3) 0.7624(2) 0.0437(11) Uani 1 1 d . . .
H73A H 0.7246 0.3616 0.7200 0.052 Uiso 1 1 calc R . .
C83 C 0.7381(6) 0.2722(3) 0.7809(3) 0.0674(17) Uani 1 1 d . . .
H83A H 0.7839 0.2378 0.7552 0.101 Uiso 1 1 calc R . .
H83B H 0.6411 0.2618 0.7766 0.101 Uiso 1 1 calc R . .
H83C H 0.7733 0.2646 0.8227 0.101 Uiso 1 1 calc R . .
C93 C 0.6885(5) 0.4114(3) 0.8022(2) 0.0580(14) Uani 1 1 d . . .
H93A H 0.5921 0.3993 0.7990 0.087 Uiso 1 1 calc R . .
H93B H 0.7011 0.4633 0.7885 0.087 Uiso 1 1 calc R . .
H93C H 0.7256 0.4067 0.8440 0.087 Uiso 1 1 calc R . .
C103 C 1.2127(4) 0.3602(3) 0.6583(2) 0.0388(10) Uani 1 1 d . . .
H10E H 1.1591 0.3230 0.6323 0.047 Uiso 1 1 calc R . .
C113 C 1.2247(6) 0.4318(3) 0.6201(2) 0.0614(15) Uani 1 1 d . . .
H11G H 1.1349 0.4536 0.6103 0.092 Uiso 1 1 calc R . .
H11H H 1.2644 0.4187 0.5831 0.092 Uiso 1 1 calc R . .
H11I H 1.2823 0.4688 0.6426 0.092 Uiso 1 1 calc R . .
C123 C 1.3546(5) 0.3236(4) 0.6736(3) 0.0728(18) Uani 1 1 d . . .
H12D H 1.3452 0.2775 0.6970 0.109 Uiso 1 1 calc R . .
H12E H 1.4132 0.3594 0.6969 0.109 Uiso 1 1 calc R . .
H12F H 1.3944 0.3111 0.6365 0.109 Uiso 1 1 calc R . .
S14 S 1.05244(12) 0.11728(6) 0.66917(5) 0.0388(3) Uani 1 1 d . . .
O14 O 0.9168(3) 0.14528(18) 0.68299(15) 0.0516(9) Uani 1 1 d . . .
O24 O 1.1060(3) 0.17859(19) 0.63221(14) 0.0511(9) Uani 1 1 d . . .
O34 O 1.0621(4) 0.04050(18) 0.64942(17) 0.0728(12) Uani 1 1 d . . .
C14 C 1.1549(6) 0.1215(3) 0.7419(2) 0.0608(15) Uani 1 1 d . . .
F14 F 1.2836(4) 0.1065(3) 0.7352(2) 0.1109(15) Uani 1 1 d . . .
F24 F 1.1463(4) 0.1897(2) 0.76711(16) 0.1005(13) Uani 1 1 d . . .
F34 F 1.1091(4) 0.0693(2) 0.77917(15) 0.0940(12) 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'
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
N11 Fe1 N21 95.56(12) . . ?
N11 Fe1 O14 119.57(13) . . ?
N21 Fe1 O14 132.41(14) . . ?
N11 Fe1 O24 122.21(12) . . ?
N21 Fe1 O24 124.18(13) . . ?
O14 Fe1 O24 64.40(12) . . ?
N11 Fe1 S14 125.90(9) . . ?
N21 Fe1 S14 138.34(9) . . ?
O14 Fe1 S14 32.17(9) . . ?
O24 Fe1 S14 32.28(8) . . ?
C21 N11 C12 128.7(3) . . ?
C21 N11 Fe1 125.9(2) . . ?
C12 N11 Fe1 105.3(2) . . ?
C41 N21 C13 125.9(3) . . ?
C41 N21 Fe1 124.2(3) . . ?
C13 N21 Fe1 109.7(2) . . ?
C81 C11 C61 106.9(3) . . ?
C81 C11 C71 109.4(3) . . ?
C61 C11 C71 106.0(3) . . ?
C81 C11 C21 108.9(3) . . ?
C61 C11 C21 117.2(3) . . ?
C71 C11 C21 108.3(3) . . ?
N11 C21 C31 120.0(3) . . ?
N11 C21 C11 126.1(3) . . ?
C31 C21 C11 113.9(3) . . ?
C41 C31 C21 132.4(3) . . ?
N21 C41 C31 121.9(3) . . ?
N21 C41 C51 125.3(3) . . ?
C31 C41 C51 112.8(3) . . ?
C111 C51 C91 107.3(4) . . ?
C111 C51 C101 106.2(4) . . ?
C91 C51 C101 108.2(4) . . ?
C111 C51 C41 118.2(3) . . ?
C91 C51 C41 108.2(3) . . ?
C101 C51 C41 108.4(3) . . ?
C62 C12 C22 121.8(4) . . ?
C62 C12 N11 118.4(3) . . ?
C22 C12 N11 119.2(3) . . ?
C32 C22 C12 117.5(4) . . ?
C32 C22 C72 120.1(4) . . ?
C12 C22 C72 122.3(4) . . ?
C42 C32 C22 121.3(4) . . ?
C52 C42 C32 120.1(4) . . ?
C42 C52 C62 121.7(4) . . ?
C52 C62 C12 117.5(4) . . ?
C52 C62 C102 119.9(4) . . ?
C12 C62 C102 122.5(3) . . ?
C82 C72 C92 106.8(4) . . ?
C82 C72 C22 113.6(4) . . ?
C92 C72 C22 114.1(4) . . ?
C62 C102 C122 112.2(4) . . ?
C62 C102 C112 111.6(4) . . ?
C122 C102 C112 108.5(4) . . ?
C23 C13 C63 121.3(3) . . ?
C23 C13 N21 119.3(3) . . ?
C63 C13 N21 119.1(3) . . ?
C33 C23 C13 117.6(4) . . ?
C33 C23 C73 120.5(4) . . ?
C13 C23 C73 121.9(4) . . ?
C43 C33 C23 121.8(4) . . ?
C33 C43 C53 119.9(4) . . ?
C43 C53 C63 121.8(4) . . ?
C53 C63 C13 116.9(4) . . ?
C53 C63 C103 120.9(4) . . ?
C13 C63 C103 122.1(4) . . ?
C83 C73 C93 110.4(4) . . ?
C83 C73 C23 109.8(4) . . ?
C93 C73 C23 113.2(4) . . ?
C113 C103 C63 113.8(4) . . ?
C113 C103 C123 110.4(4) . . ?
C63 C103 C123 113.1(4) . . ?
O34 S14 O24 118.6(2) . . ?
O34 S14 O14 117.7(2) . . ?
O24 S14 O14 104.42(19) . . ?
O34 S14 C14 105.3(2) . . ?
O24 S14 C14 105.4(2) . . ?
O14 S14 C14 103.9(2) . . ?
O34 S14 Fe1 137.34(17) . . ?
O24 S14 Fe1 53.86(13) . . ?
O14 S14 Fe1 50.68(13) . . ?
C14 S14 Fe1 117.24(18) . . ?
S14 O14 Fe1 97.15(17) . . ?
S14 O24 Fe1 93.86(16) . . ?
F14 C14 F24 109.1(5) . . ?
F14 C14 F34 108.4(5) . . ?
F24 C14 F34 108.4(5) . . ?
F14 C14 S14 110.7(4) . . ?
F24 C14 S14 111.0(4) . . ?
F34 C14 S14 109.2(4) . . ?
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 N11 1.959(3) . ?
Fe1 N21 1.961(3) . ?
Fe1 O14 2.131(3) . ?
Fe1 O24 2.213(3) . ?
Fe1 S14 2.7338(12) . ?
N11 C21 1.335(5) . ?
N11 C12 1.448(4) . ?
N21 C41 1.341(5) . ?
N21 C13 1.444(5) . ?
C11 C81 1.534(6) . ?
C11 C61 1.538(5) . ?
C11 C71 1.541(6) . ?
C11 C21 1.551(5) . ?
C21 C31 1.416(5) . ?
C31 C41 1.394(5) . ?
C41 C51 1.584(5) . ?
C51 C111 1.523(6) . ?
C51 C91 1.545(6) . ?
C51 C101 1.552(6) . ?
C12 C62 1.406(5) . ?
C12 C22 1.413(5) . ?
C22 C32 1.389(6) . ?
C22 C72 1.517(6) . ?
C32 C42 1.382(6) . ?
C42 C52 1.374(6) . ?
C52 C62 1.388(6) . ?
C62 C102 1.526(6) . ?
C72 C82 1.499(7) . ?
C72 C92 1.516(7) . ?
C102 C122 1.536(6) . ?
C102 C112 1.543(6) . ?
C13 C23 1.407(5) . ?
C13 C63 1.415(5) . ?
C23 C33 1.384(6) . ?
C23 C73 1.531(6) . ?
C33 C43 1.372(6) . ?
C43 C53 1.369(6) . ?
C53 C63 1.395(6) . ?
C63 C103 1.525(6) . ?
C73 C83 1.521(7) . ?
C73 C93 1.540(6) . ?
C103 C113 1.510(6) . ?
C103 C123 1.532(6) . ?
S14 O34 1.406(3) . ?
S14 O24 1.463(3) . ?
S14 O14 1.467(3) . ?
S14 C14 1.809(6) . ?
C14 F14 1.303(6) . ?
C14 F24 1.312(6) . ?
C14 F34 1.326(6) . ?
