#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:02:00 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179167 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/28/4312805.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_4312805
loop_
_publ_author_name
'Jane Kuzelka'
'Joshua R. Farrell'
'Stephen J. Lippard'
_publ_section_title
;
 Modeling the Syn Disposition of Nitrogen Donors at the Active Sites of
 Carboxylate-Bridged Diiron Enzymes. Enforcing Dinuclearity and Kinetic
 Stability with a 1,2-Diethynylbenzene-Based Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8652
_journal_page_last               8662
_journal_paper_doi               10.1021/ic034928e
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C52 H44 Fe N2 O4'
_chemical_formula_weight         816.74
_chemical_name_systematic
;

   ?

;
_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                 114.962(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.272(5)
_cell_length_b                   16.099(5)
_cell_length_c                   13.652(5)
_cell_measurement_temperature    173(2)
_cell_volume                     4239(2)
_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      173(2)
_diffrn_measured_fraction_theta_full 0.926
_diffrn_measured_fraction_theta_max 0.926
_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     0.71069
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13206
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    0.404
_exptl_absorpt_correction_T_max  1.0000000
_exptl_absorpt_correction_T_min  0.933445
_exptl_absorpt_correction_type   sadabs
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.00000(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         4885
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0447
_refine_ls_shift/su_max          0.236
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0479P)²+3.4476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1035
_refine_ls_wR_factor_ref         0.1139
_reflns_number_gt                3598
_reflns_number_total             4885
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic034928esi20030806_110655_1.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4312805
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_assembly
_atom_site_disorder_group
Fe1 Fe 0.5000 0.61876(2) 0.7500 0.03046(13) Uani 1 2 d S . .
O1 O 0.42355(7) 0.63969(9) 0.81032(11) 0.0352(3) Uani 1 1 d . . .
O2 O 0.41034(7) 0.69601(9) 0.65716(11) 0.0359(3) Uani 1 1 d . . .
N1 N 0.46937(9) 0.50025(11) 0.65995(13) 0.0333(4) Uani 1 1 d . . .
C1 C 0.5000 0.45297(18) 0.7500 0.0339(6) Uani 1 2 d S . .
C2 C 0.5000 0.36607(19) 0.7500 0.0468(8) Uani 1 2 d S . .
C3 C 0.53205(15) 0.32777(15) 0.8524(2) 0.0583(7) Uani 1 1 d . . .
H3A H 0.5331 0.2702 0.8580 0.070 Uiso 1 1 calc R . .
C4 C 0.56134(14) 0.37538(15) 0.94288(19) 0.0510(6) Uani 1 1 d . . .
H4A H 0.5816 0.3501 1.0104 0.061 Uiso 1 1 calc R . .
C5 C 0.56121(11) 0.46297(14) 0.93510(17) 0.0385(5) Uani 1 1 d . . .
C6 C 0.59435(12) 0.51689(16) 1.03220(18) 0.0474(6) Uani 1 1 d . . .
H6A H 0.5889 0.5741 1.0104 0.071 Uiso 1 1 calc R . .
H6B H 0.6428 0.5038 1.0685 0.071 Uiso 1 1 calc R . .
H6C H 0.5727 0.5075 1.0803 0.071 Uiso 1 1 calc R . .
C7 C 0.38883(10) 0.68350(12) 0.72860(15) 0.0309(4) Uani 1 1 d . . .
C8 C 0.32174(10) 0.72231(13) 0.71678(16) 0.0325(4) Uani 1 1 d . . .
C9 C 0.25818(11) 0.69084(14) 0.63958(17) 0.0365(5) Uani 1 1 d . . .
C10 C 0.19708(12) 0.73318(15) 0.6236(2) 0.0473(6) Uani 1 1 d . . .
H10A H 0.1549 0.7143 0.5715 0.057 Uiso 1 1 calc R . .
C11 C 0.19853(13) 0.80198(16) 0.6837(2) 0.0529(6) Uani 1 1 d . . .
H11A H 0.1575 0.8293 0.6721 0.063 Uiso 1 1 calc R . .
C12 C 0.26067(13) 0.83082(15) 0.7612(2) 0.0472(6) Uani 1 1 d . . .
H12A H 0.2608 0.8772 0.8020 0.057 Uiso 1 1 calc R . .
C13 C 0.32355(11) 0.79183(13) 0.77977(17) 0.0364(5) Uani 1 1 d . . .
C14 C 0.25370(11) 0.61300(14) 0.57893(17) 0.0373(5) Uani 1 1 d . . .
C15 C 0.29027(11) 0.54200(14) 0.62891(17) 0.0380(5) Uani 1 1 d . . .
H15A H 0.3194 0.5434 0.7023 0.046 Uiso 1 1 calc R . .
C16 C 0.28421(12) 0.46919(15) 0.57173(18) 0.0437(5) Uani 1 1 d . . .
H16A H 0.3096 0.4228 0.6075 0.052 Uiso 1 1 calc R . .
C17 C 0.24096(13) 0.46382(17) 0.46175(19) 0.0504(6) Uani 1 1 d . . .
C18 C 0.23671(17) 0.38448(19) 0.4001(2) 0.0724(9) Uani 1 1 d . . .
H18A H 0.2046 0.3917 0.3260 0.109 Uiso 1 1 calc R . .
H18B H 0.2211 0.3401 0.4313 0.109 Uiso 1 1 calc R . .
H18C H 0.2817 0.3713 0.4040 0.109 Uiso 1 1 calc R . .
C19 C 0.20387(14) 0.53424(18) 0.41250(19) 0.0551(7) Uani 1 1 d . . .
H19A H 0.1741 0.5323 0.3394 0.066 Uiso 1 1 calc R . .
C20 C 0.20960(12) 0.60730(17) 0.46836(18) 0.0491(6) Uani 1 1 d . . .
H20A H 0.1839 0.6534 0.4323 0.059 Uiso 1 1 calc R . .
C21 C 0.38878(12) 0.82630(13) 0.86530(18) 0.0393(5) Uani 1 1 d . . .
C22 C 0.44932(12) 0.83732(14) 0.85207(19) 0.0431(5) Uani 1 1 d . . .
H22A H 0.4503 0.8227 0.7868 0.052 Uiso 1 1 calc R . .
C23 C 0.50877(13) 0.86994(15) 0.9345(2) 0.0522(6) Uani 1 1 d . . .
H23A H 0.5489 0.8760 0.9238 0.063 Uiso 1 1 calc R . .
C24 C 0.50896(15) 0.89352(15) 1.0325(2) 0.0554(7) Uani 1 1 d . . .
C25 C 0.57446(16) 0.92781(19) 1.1233(2) 0.0789(10) Uani 1 1 d . . .
H25A H 0.5652 0.9407 1.1846 0.118 Uiso 1 1 calc R . .
H25B H 0.5887 0.9773 1.0990 0.118 Uiso 1 1 calc R . .
H25C H 0.6107 0.8870 1.1434 0.118 Uiso 1 1 calc R . .
C26 C 0.44799(16) 0.88455(15) 1.0446(2) 0.0578(7) Uani 1 1 d . . .
H26A H 0.4467 0.9010 1.1090 0.069 Uiso 1 1 calc R . .
C27 C 0.38877(14) 0.85159(15) 0.96315(19) 0.0497(6) Uani 1 1 d . . .
H27A H 0.3486 0.8463 0.9738 0.060 Uiso 1 1 calc R . .
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'
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 O1 161.86(8) . 2_656 ?
O1 Fe1 O2 107.90(6) . 2_656 ?
O1 Fe1 O2 60.83(5) 2_656 2_656 ?
O1 Fe1 O2 60.83(5) . . ?
O1 Fe1 O2 107.90(6) 2_656 . ?
O2 Fe1 O2 110.42(8) 2_656 . ?
O1 Fe1 N1 104.86(6) . . ?
O1 Fe1 N1 90.88(6) 2_656 . ?
O2 Fe1 N1 142.65(6) 2_656 . ?
O2 Fe1 N1 100.87(6) . . ?
O1 Fe1 N1 90.88(6) . 2_656 ?
O1 Fe1 N1 104.86(6) 2_656 2_656 ?
O2 Fe1 N1 100.87(6) 2_656 2_656 ?
O2 Fe1 N1 142.66(6) . 2_656 ?
N1 Fe1 N1 60.93(9) . 2_656 ?
O1 Fe1 C7 136.84(6) . 2_656 ?
O1 Fe1 C7 30.50(6) 2_656 2_656 ?
O2 Fe1 C7 30.34(6) 2_656 2_656 ?
O2 Fe1 C7 112.62(6) . 2_656 ?
N1 Fe1 C7 117.97(6) . 2_656 ?
N1 Fe1 C7 104.69(6) 2_656 2_656 ?
O1 Fe1 C7 30.50(6) . . ?
O1 Fe1 C7 136.84(6) 2_656 . ?
O2 Fe1 C7 112.62(6) 2_656 . ?
O2 Fe1 C7 30.34(6) . . ?
N1 Fe1 C7 104.69(6) . . ?
N1 Fe1 C7 117.97(6) 2_656 . ?
C7 Fe1 C7 130.43(9) 2_656 . ?
C7 O1 Fe1 90.24(12) . . ?
C7 O2 Fe1 88.46(12) . . ?
C5 N1 C1 118.89(19) 2_656 . ?
C5 N1 Fe1 147.38(15) 2_656 . ?
C1 N1 Fe1 93.68(13) . . ?
N1 C1 N1 111.7(2) 2_656 . ?
N1 C1 C2 124.14(12) 2_656 . ?
N1 C1 C2 124.14(12) . . ?
C1 C2 C3 115.88(15) . . ?
C1 C2 C3 115.88(15) . 2_656 ?
C3 C2 C3 128.2(3) . 2_656 ?
C4 C3 C2 119.8(2) . . ?
C3 C4 C5 120.5(2) . . ?
N1 C5 C4 120.7(2) 2_656 . ?
N1 C5 C6 117.4(2) 2_656 . ?
C4 C5 C6 121.9(2) . . ?
O2 C7 O1 120.47(19) . . ?
O2 C7 C8 119.37(17) . . ?
O1 C7 C8 120.15(18) . . ?
O2 C7 Fe1 61.21(11) . . ?
O1 C7 Fe1 59.26(10) . . ?
C8 C7 Fe1 179.42(15) . . ?
C13 C8 C9 120.94(19) . . ?
C13 C8 C7 119.14(18) . . ?
C9 C8 C7 119.86(19) . . ?
C10 C9 C8 118.4(2) . . ?
C10 C9 C14 119.2(2) . . ?
C8 C9 C14 122.40(19) . . ?
C11 C10 C9 121.0(2) . . ?
C10 C11 C12 120.2(2) . . ?
C11 C12 C13 121.4(2) . . ?
C12 C13 C8 118.0(2) . . ?
C12 C13 C21 118.5(2) . . ?
C8 C13 C21 123.52(19) . . ?
C15 C14 C20 117.1(2) . . ?
C15 C14 C9 122.04(19) . . ?
C20 C14 C9 120.8(2) . . ?
C16 C15 C14 121.4(2) . . ?
C15 C16 C17 121.5(2) . . ?
C19 C17 C16 117.0(2) . . ?
C19 C17 C18 122.3(2) . . ?
C16 C17 C18 120.6(3) . . ?
C20 C19 C17 122.1(2) . . ?
C19 C20 C14 120.9(2) . . ?
C22 C21 C27 117.6(2) . . ?
C22 C21 C13 123.6(2) . . ?
C27 C21 C13 118.8(2) . . ?
C21 C22 C23 121.3(2) . . ?
C24 C23 C22 120.9(3) . . ?
C26 C24 C23 117.7(2) . . ?
C26 C24 C25 121.5(3) . . ?
C23 C24 C25 120.8(3) . . ?
C24 C26 C27 121.7(2) . . ?
C26 C27 C21 120.8(3) . . ?
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 2.1369(15) . ?
Fe1 O1 2.1369(15) 2_656 ?
Fe1 O2 2.1796(14) 2_656 ?
Fe1 O2 2.1796(14) . ?
Fe1 N1 2.2136(18) . ?
Fe1 N1 2.2136(18) 2_656 ?
Fe1 C7 2.486(2) 2_656 ?
Fe1 C7 2.486(2) . ?
O1 C7 1.262(2) . ?
O2 C7 1.256(2) . ?
N1 C5 1.325(3) 2_656 ?
N1 C1 1.356(2) . ?
C1 N1 1.356(2) 2_656 ?
C1 C2 1.399(4) . ?
C2 C3 1.413(3) . ?
C2 C3 1.413(3) 2_656 ?
C3 C4 1.361(3) . ?
C4 C5 1.414(3) . ?
C5 N1 1.325(3) 2_656 ?
C5 C6 1.490(3) . ?
C7 C8 1.503(3) . ?
C8 C13 1.402(3) . ?
C8 C9 1.412(3) . ?
C9 C10 1.401(3) . ?
C9 C14 1.483(3) . ?
C10 C11 1.370(4) . ?
C11 C12 1.379(4) . ?
C12 C13 1.400(3) . ?
C13 C21 1.493(3) . ?
C14 C15 1.389(3) . ?
C14 C20 1.404(3) . ?
C15 C16 1.384(3) . ?
C16 C17 1.394(3) . ?
C17 C19 1.383(4) . ?
C17 C18 1.511(4) . ?
C19 C20 1.379(4) . ?
C21 C22 1.385(3) . ?
C21 C27 1.397(3) . ?
C22 C23 1.393(3) . ?
C23 C24 1.389(4) . ?
C24 C26 1.383(4) . ?
C24 C25 1.525(4) . ?
C26 C27 1.387(4) . ?
