#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:02:00 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179167 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/28/4312809.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_4312809
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            'C82 H94 Cl0 Fe N4 O6'
_chemical_formula_weight         1287.46
_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                 104.9430(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.8112(10)
_cell_length_b                   31.795(2)
_cell_length_c                   16.8180(12)
_cell_measurement_reflns_used    6147
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      26.89
_cell_measurement_theta_min      2.22
_cell_volume                     7652.1(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      203(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0337
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19849
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.28
_exptl_absorpt_coefficient_mu    0.249
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.787947
_exptl_absorpt_correction_type   sadabs
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.118
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2752
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.032
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         6730
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0791
_refine_ls_shift/su_max          0.157
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1666P)²+17.9781P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2487
_refine_ls_wR_factor_ref         0.2642
_reflns_number_gt                5466
_reflns_number_total             6730
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic034928esi20030806_110655_5.cif
_cod_data_source_block           7
_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_original_cell_volume        7652.0(9)
_cod_database_code               4312809
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 1.0000 0.09256(2) 0.7500 0.0288(3) Uani 1 2 d S . .
O1 O 0.88621(18) 0.10657(8) 0.65404(16) 0.0334(6) Uani 1 1 d . . .
O2 O 1.10445(18) 0.14810(8) 0.73956(16) 0.0371(6) Uani 1 1 d . . .
N1 N 1.0715(2) 0.04672(9) 0.69323(19) 0.0332(7) Uani 1 1 d . . .
N2 N 1.0985(2) 0.01227(10) 0.7439(2) 0.0380(8) Uani 1 1 d . . .
C1 C 0.8563(2) 0.13735(11) 0.6890(2) 0.0304(8) Uani 1 1 d . . .
C2 C 0.7711(3) 0.16083(11) 0.6407(2) 0.0316(8) Uani 1 1 d . . .
C3 C 0.7731(3) 0.18176(11) 0.5670(2) 0.0349(9) Uani 1 1 d . . .
C4 C 0.6937(3) 0.20443(12) 0.5256(3) 0.0413(10) Uani 1 1 d . . .
H4A H 0.6937 0.2181 0.4767 0.050 Uiso 1 1 calc R . .
C5 C 0.6164(3) 0.20692(13) 0.5553(3) 0.0456(10) Uani 1 1 d . . .
H5A H 0.5651 0.2226 0.5273 0.055 Uiso 1 1 calc R . .
C6 C 0.6144(3) 0.18615(13) 0.6266(3) 0.0423(10) Uani 1 1 d . . .
H6A H 0.5611 0.1878 0.6460 0.051 Uiso 1 1 calc R . .
C7 C 0.6906(3) 0.16259(11) 0.6705(3) 0.0353(9) Uani 1 1 d . . .
C8 C 0.8568(3) 0.18226(11) 0.5337(2) 0.0366(9) Uani 1 1 d . . .
C9 C 0.9461(3) 0.19040(12) 0.5823(3) 0.0387(9) Uani 1 1 d . . .
H9A H 0.9553 0.1946 0.6386 0.046 Uiso 1 1 calc R . .
C10 C 1.0216(3) 0.19241(13) 0.5480(3) 0.0441(10) Uani 1 1 d . . .
H10A H 1.0808 0.1976 0.5821 0.053 Uiso 1 1 calc R . .
C11 C 1.0118(3) 0.18693(13) 0.4644(3) 0.0446(10) Uani 1 1 d . . .
C12 C 0.9226(3) 0.17855(14) 0.4165(3) 0.0499(11) Uani 1 1 d . . .
H12A H 0.9135 0.1742 0.3603 0.060 Uiso 1 1 calc R . .
C13 C 0.8465(3) 0.17646(14) 0.4499(3) 0.0448(10) Uani 1 1 d . . .
H13A H 0.7875 0.1711 0.4156 0.054 Uiso 1 1 calc R . .
C14 C 1.0950(4) 0.19051(15) 0.4259(3) 0.0561(13) Uani 1 1 d . . .
C15 C 1.0828(5) 0.2307(2) 0.3735(5) 0.096(3) Uani 1 1 d . . .
H15A H 1.0241 0.2297 0.3326 0.144 Uiso 1 1 calc R . .
H15B H 1.1328 0.2328 0.3470 0.144 Uiso 1 1 calc R . .
H15C H 1.0839 0.2548 0.4083 0.144 Uiso 1 1 calc R . .
C16 C 1.0981(5) 0.1524(2) 0.3716(4) 0.0764(17) Uani 1 1 d . . .
H16A H 1.0402 0.1503 0.3299 0.115 Uiso 1 1 calc R . .
H16B H 1.1074 0.1274 0.4047 0.115 Uiso 1 1 calc R . .
H16C H 1.1487 0.1555 0.3461 0.115 Uiso 1 1 calc R . .
C17 C 1.1888(4) 0.1930(2) 0.4904(4) 0.0780(18) Uani 1 1 d . . .
H17A H 1.1980 0.1678 0.5232 0.117 Uiso 1 1 calc R . .
H17B H 1.1890 0.2169 0.5253 0.117 Uiso 1 1 calc R . .
H17C H 1.2382 0.1957 0.4635 0.117 Uiso 1 1 calc R . .
C18 C 0.6795(3) 0.13827(12) 0.7427(3) 0.0372(9) Uani 1 1 d . . .
C19 C 0.6984(3) 0.09548(13) 0.7506(3) 0.0434(10) Uani 1 1 d . . .
H19A H 0.7275 0.0823 0.7145 0.052 Uiso 1 1 calc R . .
C20 C 0.6742(3) 0.07228(15) 0.8117(3) 0.0518(12) Uani 1 1 d . . .
H20A H 0.6860 0.0435 0.8148 0.062 Uiso 1 1 calc R . .
C21 C 0.6327(3) 0.09069(16) 0.8691(3) 0.0533(12) Uani 1 1 d . . .
C22 C 0.6186(3) 0.13367(17) 0.8627(3) 0.0566(12) Uani 1 1 d . . .
H22A H 0.5934 0.1473 0.9010 0.068 Uiso 1 1 calc R . .
C23 C 0.6412(3) 0.15703(15) 0.8005(3) 0.0487(11) Uani 1 1 d . . .
H23A H 0.6304 0.1859 0.7979 0.058 Uiso 1 1 calc R . .
C24 C 0.6018(4) 0.0657(2) 0.9348(4) 0.0702(17) Uani 1 1 d . . .
C25 C 0.5009(5) 0.0747(3) 0.9303(6) 0.129(4) Uani 1 1 d . . .
H25A H 0.4932 0.1043 0.9385 0.193 Uiso 1 1 calc R . .
H25B H 0.4823 0.0591 0.9723 0.193 Uiso 1 1 calc R . .
H25C H 0.4628 0.0666 0.8772 0.193 Uiso 1 1 calc R . .
C26 C 0.6105(6) 0.0173(2) 0.9208(5) 0.109(3) Uani 1 1 d . . .
H26A H 0.5905 0.0021 0.9625 0.163 Uiso 1 1 calc R . .
H26B H 0.6743 0.0105 0.9237 0.163 Uiso 1 1 calc R . .
H26C H 0.5718 0.0098 0.8676 0.163 Uiso 1 1 calc R . .
C27 C 0.6653(5) 0.0757(3) 1.0174(4) 0.099(2) Uani 1 1 d . . .
H27A H 0.6619 0.1053 1.0282 0.148 Uiso 1 1 calc R . .
H27B H 0.7283 0.0684 1.0180 0.148 Uiso 1 1 calc R . .
H27C H 0.6463 0.0600 1.0591 0.148 Uiso 1 1 calc R . .
C28 C 1.1482(3) -0.02654(14) 0.4693(3) 0.0456(10) Uani 1 1 d . . .
H28A H 1.1494 -0.0276 0.4143 0.055 Uiso 1 1 calc R . .
C29 C 1.1753(4) -0.06164(15) 0.5199(3) 0.0537(12) Uani 1 1 d . . .
H29A H 1.1957 -0.0858 0.4987 0.064 Uiso 1 1 calc R . .
C30 C 1.1202(3) 0.00907(13) 0.5002(2) 0.0393(9) Uani 1 1 d . . .
H30A H 1.1037 0.0325 0.4664 0.047 Uiso 1 1 calc R . .
C31 C 1.1719(4) -0.06058(14) 0.6003(3) 0.0505(11) Uani 1 1 d . . .
H31A H 1.1902 -0.0840 0.6335 0.061 Uiso 1 1 calc R . .
C32 C 1.1157(3) 0.01113(12) 0.5827(2) 0.0329(8) Uani 1 1 d . . .
C33 C 1.1409(3) -0.02431(12) 0.6332(2) 0.0373(9) Uani 1 1 d . . .
C34 C 1.0827(3) 0.04742(11) 0.6185(2) 0.0324(8) Uani 1 1 d . . .
C35 C 1.1323(3) -0.02109(13) 0.7158(2) 0.0419(10) Uani 1 1 d . . .
C36 C 1.0620(3) 0.08770(13) 0.5717(3) 0.0435(10) Uani 1 1 d . . .
H36A H 1.0409 0.1083 0.6046 0.065 Uiso 1 1 calc R . .
H36B H 1.0142 0.0830 0.5217 0.065 Uiso 1 1 calc R . .
H36C H 1.1176 0.0977 0.5585 0.065 Uiso 1 1 calc R . .
C37 C 1.1590(5) -0.05681(17) 0.7750(3) 0.0741(18) Uani 1 1 d . . .
H37A H 1.1490 -0.0489 0.8271 0.111 Uiso 1 1 calc R . .
H37B H 1.2237 -0.0635 0.7818 0.111 Uiso 1 1 calc R . .
H37C H 1.1214 -0.0809 0.7540 0.111 Uiso 1 1 calc R . .
O1S O 0.7239(6) 0.2296(3) 0.2725(6) 0.193(4) Uani 1 1 d U . .
C1S C 0.6333(12) 0.2406(4) 0.2427(11) 0.275(8) Uani 1 1 d U . .
H1SA H 0.6264 0.2707 0.2334 0.330 Uiso 1 1 calc R . .
H1SB H 0.5957 0.2318 0.2793 0.330 Uiso 1 1 calc R . .
C2S C 0.7311(9) 0.1935(5) 0.2325(9) 0.191(5) Uani 1 1 d U . .
H2SA H 0.7593 0.1726 0.2734 0.229 Uiso 1 1 calc R . .
H2SB H 0.7744 0.1984 0.1989 0.229 Uiso 1 1 calc R . .
C3S C 0.6015(8) 0.2099(3) 0.1418(7) 0.142(4) Uani 1 1 d U . .
H3SA H 0.5352 0.2042 0.1212 0.170 Uiso 1 1 calc R . .
H3SB H 0.6271 0.2218 0.0991 0.170 Uiso 1 1 calc R . .
C4S C 0.6524(11) 0.1766(5) 0.1836(11) 0.206(5) Uani 1 1 d U . .
H4SB H 0.6170 0.1621 0.2164 0.248 Uiso 1 1 calc R . .
H4SA H 0.6677 0.1568 0.1452 0.248 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'
Cl Cl 0.1484 0.1585 '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 155.02(15) 2_756 . ?
O1 Fe1 N1 95.55(11) 2_756 . ?
O1 Fe1 N1 101.23(11) . . ?
O1 Fe1 N1 101.23(11) 2_756 2_756 ?
O1 Fe1 N1 95.55(11) . 2_756 ?
N1 Fe1 N1 95.28(17) . 2_756 ?
O1 Fe1 O2 58.80(10) 2_756 . ?
O1 Fe1 O2 101.40(10) . . ?
N1 Fe1 O2 93.77(11) . . ?
N1 Fe1 O2 158.83(10) 2_756 . ?
O1 Fe1 O2 101.40(10) 2_756 2_756 ?
O1 Fe1 O2 58.80(10) . 2_756 ?
N1 Fe1 O2 158.83(10) . 2_756 ?
N1 Fe1 O2 93.77(11) 2_756 2_756 ?
O2 Fe1 O2 84.40(13) . 2_756 ?
C1 O1 Fe1 96.6(2) . . ?
C1 O2 Fe1 82.8(2) 2_756 . ?
C34 N1 N2 121.1(3) . . ?
C34 N1 Fe1 127.6(2) . . ?
N2 N1 Fe1 111.0(2) . . ?
C35 N2 N1 119.7(3) . . ?
O2 C1 O1 121.7(3) 2_756 . ?
O2 C1 C2 120.1(3) 2_756 . ?
O1 C1 C2 118.2(3) . . ?
C7 C2 C3 120.2(3) . . ?
C7 C2 C1 119.7(3) . . ?
C3 C2 C1 120.0(3) . . ?
C4 C3 C2 118.2(4) . . ?
C4 C3 C8 118.8(4) . . ?
C2 C3 C8 122.9(3) . . ?
C5 C4 C3 121.6(4) . . ?
C4 C5 C6 120.0(4) . . ?
C5 C6 C7 121.4(4) . . ?
C6 C7 C2 118.5(4) . . ?
C6 C7 C18 117.8(4) . . ?
C2 C7 C18 123.6(3) . . ?
C9 C8 C13 117.4(4) . . ?
C9 C8 C3 122.7(4) . . ?
C13 C8 C3 119.8(4) . . ?
C10 C9 C8 120.8(4) . . ?
C9 C10 C11 122.1(4) . . ?
C12 C11 C10 116.6(4) . . ?
C12 C11 C14 121.2(4) . . ?
C10 C11 C14 122.1(4) . . ?
C13 C12 C11 121.9(4) . . ?
C12 C13 C8 121.1(4) . . ?
C16 C14 C17 107.6(5) . . ?
C16 C14 C11 110.2(4) . . ?
C17 C14 C11 112.7(4) . . ?
C16 C14 C15 109.6(5) . . ?
C17 C14 C15 108.4(5) . . ?
C11 C14 C15 108.3(4) . . ?
C23 C18 C19 117.8(4) . . ?
C23 C18 C7 120.2(4) . . ?
C19 C18 C7 121.7(4) . . ?
C20 C19 C18 120.5(5) . . ?
C19 C20 C21 122.2(4) . . ?
C22 C21 C20 116.5(4) . . ?
C22 C21 C24 120.2(5) . . ?
C20 C21 C24 123.3(5) . . ?
C21 C22 C23 121.6(5) . . ?
C18 C23 C22 121.4(4) . . ?
C27 C24 C25 112.6(7) . . ?
C27 C24 C21 109.1(5) . . ?
C25 C24 C21 110.1(4) . . ?
C27 C24 C26 107.1(5) . . ?
C25 C24 C26 107.4(6) . . ?
C21 C24 C26 110.6(5) . . ?
C30 C28 C29 120.2(4) . . ?
C31 C29 C28 120.3(4) . . ?
C28 C30 C32 120.9(4) . . ?
C29 C31 C33 120.6(4) . . ?
C33 C32 C30 119.1(4) . . ?
C33 C32 C34 117.1(4) . . ?
C30 C32 C34 123.7(4) . . ?
C32 C33 C31 118.9(4) . . ?
C32 C33 C35 117.0(4) . . ?
C31 C33 C35 124.1(4) . . ?
N1 C34 C32 121.8(3) . . ?
N1 C34 C36 117.4(3) . . ?
C32 C34 C36 120.7(4) . . ?
N2 C35 C33 123.0(4) . . ?
N2 C35 C37 115.8(4) . . ?
C33 C35 C37 121.2(4) . . ?
C2S O1S C1S 103.5(9) . . ?
O1S C1S C3S 101.0(11) . . ?
O1S C2S C4S 118.3(12) . . ?
C4S C3S C1S 87.8(9) . . ?
C2S C4S C3S 106.1(14) . . ?
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 2.059(2) 2_756 ?
Fe1 O1 2.059(2) . ?
Fe1 N1 2.163(3) . ?
Fe1 N1 2.163(3) 2_756 ?
Fe1 O2 2.384(3) . ?
Fe1 O2 2.384(3) 2_756 ?
O1 C1 1.278(5) . ?
O2 C1 1.240(4) 2_756 ?
N1 C34 1.310(5) . ?
N1 N2 1.382(4) . ?
N2 C35 1.312(5) . ?
C1 O2 1.240(4) 2_756 ?
C1 C2 1.510(5) . ?
C2 C7 1.409(6) . ?
C2 C3 1.414(5) . ?
C3 C4 1.403(5) . ?
C3 C8 1.486(6) . ?
C4 C5 1.363(6) . ?
C5 C6 1.377(6) . ?
C6 C7 1.397(6) . ?
C7 C18 1.485(6) . ?
C8 C9 1.388(6) . ?
C8 C13 1.391(6) . ?
C9 C10 1.386(6) . ?
C10 C11 1.387(7) . ?
C11 C12 1.384(7) . ?
C11 C14 1.536(6) . ?
C12 C13 1.384(7) . ?
C14 C16 1.526(8) . ?
C14 C17 1.529(8) . ?
C14 C15 1.537(7) . ?
C18 C23 1.380(6) . ?
C18 C19 1.388(6) . ?
C19 C20 1.386(6) . ?
C20 C21 1.398(8) . ?
C21 C22 1.382(7) . ?
C21 C24 1.525(7) . ?
C22 C23 1.392(7) . ?
C24 C27 1.497(10) . ?
C24 C25 1.505(8) . ?
C24 C26 1.566(10) . ?
C28 C30 1.355(6) . ?
C28 C29 1.397(7) . ?
C29 C31 1.367(7) . ?
C30 C32 1.407(6) . ?
C31 C33 1.406(6) . ?
C32 C33 1.402(5) . ?
C32 C34 1.443(5) . ?
C33 C35 1.431(6) . ?
C34 C36 1.493(5) . ?
C35 C37 1.495(6) . ?
O1S C2S 1.348(12) . ?
O1S C1S 1.352(14) . ?
C1S C3S 1.908(17) . ?
C2S C4S 1.353(16) . ?
C3S C4S 1.383(18) . ?
