#------------------------------------------------------------------------------
#$Date: 2016-03-23 23:40:49 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179511 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/08/4340883.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_4340883
loop_
_publ_author_name
'Pinder, Tiffany A.'
'Montalvo, Steven K.'
'Hsieh, Chung-Hung'
'Lunsford, Allen M.'
'Bethel, Ryan D.'
'Pierce, Brad S.'
'Darensbourg, Marcetta Y.'
_publ_section_title
;
 Metallodithiolates as ligands to dinitrosyl iron complexes: toward the
 understanding of structures, equilibria, and spin coupling.
;
_journal_issue                   17
_journal_name_full               'Inorganic chemistry'
_journal_page_first              9095
_journal_page_last               9105
_journal_paper_doi               10.1021/ic501117f
_journal_volume                  53
_journal_year                    2014
_chemical_formula_sum            'C21 H24 Fe I N4 O2'
_chemical_formula_weight         547.19
_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                   14.303(5)
_cell_length_b                   16.389(6)
_cell_length_c                   19.923(7)
_cell_measurement_reflns_used    6954
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      24.06
_cell_measurement_theta_min      2.49
_cell_volume                     4670(3)
_computing_cell_refinement       'Bruker APEXII'
_computing_data_collection       'Bruker APEXII'
_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      110(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0788
_diffrn_reflns_av_sigmaI/netI    0.0425
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            53589
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    1.990
_exptl_absorpt_correction_T_max  0.9613
_exptl_absorpt_correction_T_min  0.8570
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2184
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.646
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         5787
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0334
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0271P)²+4.1234P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0703
_refine_ls_wR_factor_ref         0.0793
_reflns_number_gt                4223
_reflns_number_total             5787
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic501117f_si_002.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 4340882--4340885.cif.'
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               4340883
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
Fe1 Fe 0.23154(3) 0.34275(3) 0.58465(2) 0.02405(10) Uani 1 1 d .
I1 I 0.169404(15) 0.224095(13) 0.656459(10) 0.03322(7) Uani 1 1 d .
N1 N 0.23346(18) 0.42841(16) 0.63172(12) 0.0284(6) Uani 1 1 d .
N2 N 0.17104(17) 0.35591(16) 0.51268(13) 0.0298(6) Uani 1 1 d .
O1 O 0.22583(18) 0.49396(14) 0.65422(11) 0.0398(6) Uani 1 1 d .
O2 O 0.12990(18) 0.38563(17) 0.46806(13) 0.0519(7) Uani 1 1 d .
C1 C 0.3661(2) 0.31876(17) 0.55682(13) 0.0215(6) Uani 1 1 d .
C2 C 0.5248(2) 0.32022(18) 0.55300(15) 0.0284(7) Uani 1 1 d .
H2 H 0.5866 0.3303 0.5648 0.034 Uiso 1 1 calc R
C3 C 0.4946(2) 0.28086(18) 0.49816(15) 0.0276(6) Uani 1 1 d .
H3 H 0.5315 0.2582 0.4646 0.033 Uiso 1 1 calc R
C4 C 0.44935(19) 0.38529(17) 0.65270(14) 0.0221(6) Uani 1 1 d .
C5 C 0.4541(2) 0.33964(18) 0.71105(15) 0.0260(6) Uani 1 1 d .
C6 C 0.4614(2) 0.38237(19) 0.77149(15) 0.0291(7) Uani 1 1 d .
H6 H 0.4649 0.3534 0.8115 0.035 Uiso 1 1 calc R
C7 C 0.4635(2) 0.46752(19) 0.77331(15) 0.0282(7) Uani 1 1 d .
C8 C 0.4578(2) 0.51016(18) 0.71341(15) 0.0285(7) Uani 1 1 d .
H8 H 0.4587 0.5669 0.7143 0.034 Uiso 1 1 calc R
C9 C 0.4508(2) 0.47036(18) 0.65182(14) 0.0252(6) Uani 1 1 d .
C10 C 0.4461(2) 0.51761(19) 0.58702(15) 0.0354(8) Uani 1 1 d .
H10A H 0.4374 0.5745 0.5967 0.053 Uiso 1 1 calc R
H10B H 0.3946 0.4981 0.5606 0.053 Uiso 1 1 calc R
H10C H 0.5033 0.5103 0.5625 0.053 Uiso 1 1 calc R
C11 C 0.4531(2) 0.24778(19) 0.71040(17) 0.0348(7) Uani 1 1 d .
H11A H 0.3949 0.2289 0.6920 0.052 Uiso 1 1 calc R
H11B H 0.4598 0.2277 0.7554 0.052 Uiso 1 1 calc R
H11C H 0.5038 0.2281 0.6834 0.052 Uiso 1 1 calc R
C12 C 0.4722(3) 0.5121(2) 0.83926(15) 0.0424(9) Uani 1 1 d .
H12A H 0.4703 0.4736 0.8755 0.064 Uiso 1 1 calc R
H12B H 0.4214 0.5500 0.8438 0.064 Uiso 1 1 calc R
H12C H 0.5305 0.5412 0.8404 0.064 Uiso 1 1 calc R
C13 C 0.34214(19) 0.23348(17) 0.45377(13) 0.0224(6) Uani 1 1 d .
C14 C 0.3276(2) 0.15123(17) 0.46775(14) 0.0239(6) Uani 1 1 d .
C15 C 0.2799(2) 0.10481(18) 0.42027(15) 0.0265(6) Uani 1 1 d .
H15 H 0.2692 0.0498 0.4287 0.032 Uiso 1 1 calc R
C16 C 0.2480(2) 0.13866(19) 0.36048(14) 0.0258(6) Uani 1 1 d .
C17 C 0.2629(2) 0.22144(18) 0.34912(13) 0.0266(6) Uani 1 1 d .
H17 H 0.2403 0.2448 0.3098 0.032 Uiso 1 1 calc R
C18 C 0.3106(2) 0.27041(18) 0.39493(14) 0.0255(6) Uani 1 1 d .
C19 C 0.3640(2) 0.11178(19) 0.53119(16) 0.0349(7) Uani 1 1 d .
H19A H 0.4297 0.1227 0.5356 0.052 Uiso 1 1 calc R
H19B H 0.3541 0.0539 0.5290 0.052 Uiso 1 1 calc R
H19C H 0.3315 0.1337 0.5693 0.052 Uiso 1 1 calc R
C20 C 0.2014(2) 0.0859(2) 0.30833(16) 0.0354(8) Uani 1 1 d .
H20A H 0.2471 0.0511 0.2878 0.053 Uiso 1 1 calc R
H20B H 0.1733 0.1200 0.2747 0.053 Uiso 1 1 calc R
H20C H 0.1540 0.0532 0.3293 0.053 Uiso 1 1 calc R
C21 C 0.3295(2) 0.35872(19) 0.37978(17) 0.0369(8) Uani 1 1 d .
H21A H 0.3216 0.3905 0.4199 0.055 Uiso 1 1 calc R
H21B H 0.2866 0.3775 0.3461 0.055 Uiso 1 1 calc R
H21C H 0.3924 0.3646 0.3637 0.055 Uiso 1 1 calc R
N3 N 0.44540(16) 0.34299(13) 0.58877(11) 0.0212(5) Uani 1 1 d .
N4 N 0.39793(16) 0.28046(14) 0.50108(11) 0.0217(5) 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
N2 Fe1 N1 111.95(13)
N2 Fe1 C1 106.09(12)
N1 Fe1 C1 107.20(12)
N2 Fe1 I1 113.06(9)
N1 Fe1 I1 108.98(9)
C1 Fe1 I1 109.34(8)
O1 N1 Fe1 167.3(2)
O2 N2 Fe1 162.6(3)
N4 C1 N3 103.8(2)
N4 C1 Fe1 129.0(2)
N3 C1 Fe1 127.10(19)
C3 C2 N3 106.5(3)
C2 C3 N4 106.9(3)
C5 C4 C9 123.4(3)
C5 C4 N3 118.7(2)
C9 C4 N3 117.8(2)
C4 C5 C6 117.2(3)
C4 C5 C11 122.2(3)
C6 C5 C11 120.6(3)
C7 C6 C5 121.7(3)
C8 C7 C6 118.7(3)
C8 C7 C12 120.7(3)
C6 C7 C12 120.6(3)
C7 C8 C9 121.8(3)
C8 C9 C4 117.3(3)
C8 C9 C10 121.1(3)
C4 C9 C10 121.6(3)
C14 C13 C18 122.7(3)
C14 C13 N4 117.7(2)
C18 C13 N4 119.5(2)
C13 C14 C15 117.8(3)
C13 C14 C19 122.0(3)
C15 C14 C19 120.2(3)
C16 C15 C14 121.7(3)
C15 C16 C17 118.5(3)
C15 C16 C20 120.5(3)
C17 C16 C20 121.0(3)
C16 C17 C18 122.0(3)
C17 C18 C13 117.3(3)
C17 C18 C21 120.8(3)
C13 C18 C21 121.9(3)
C1 N3 C2 111.3(2)
C1 N3 C4 125.6(2)
C2 N3 C4 123.1(2)
C1 N4 C3 111.6(2)
C1 N4 C13 126.3(2)
C3 N4 C13 121.5(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe1 N2 1.689(3)
Fe1 N1 1.688(3)
Fe1 C1 2.041(3)
Fe1 I1 2.5727(8)
N1 O1 1.169(3)
N2 O2 1.172(3)
C1 N4 1.355(3)
C1 N3 1.360(3)
C2 C3 1.340(4)
C2 N3 1.392(4)
C3 N4 1.383(4)
C4 C5 1.384(4)
C4 C9 1.394(4)
C4 N3 1.451(3)
C5 C6 1.397(4)
C5 C11 1.506(4)
C6 C7 1.396(4)
C7 C8 1.385(4)
C7 C12 1.509(4)
C8 C9 1.393(4)
C9 C10 1.507(4)
C13 C14 1.392(4)
C13 C18 1.395(4)
C13 N4 1.455(3)
C14 C15 1.393(4)
C14 C19 1.512(4)
C15 C16 1.391(4)
C16 C17 1.392(4)
C16 C20 1.507(4)
C17 C18 1.394(4)
C18 C21 1.503(4)
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
N2 Fe1 N1 O1 -3.4(12)
C1 Fe1 N1 O1 112.5(11)
I1 Fe1 N1 O1 -129.2(11)
N1 Fe1 N2 O2 9.8(9)
C1 Fe1 N2 O2 -106.8(8)
I1 Fe1 N2 O2 133.4(8)
N2 Fe1 C1 N4 -31.2(3)
N1 Fe1 C1 N4 -150.9(2)
I1 Fe1 C1 N4 91.0(2)
N2 Fe1 C1 N3 144.1(2)
N1 Fe1 C1 N3 24.3(3)
I1 Fe1 C1 N3 -93.7(2)
N3 C2 C3 N4 0.2(3)
C9 C4 C5 C6 -0.5(4)
N3 C4 C5 C6 177.6(2)
C9 C4 C5 C11 -179.6(3)
N3 C4 C5 C11 -1.4(4)
C4 C5 C6 C7 0.2(4)
C11 C5 C6 C7 179.3(3)
C5 C6 C7 C8 0.2(4)
C5 C6 C7 C12 -179.5(3)
C6 C7 C8 C9 -0.5(4)
C12 C7 C8 C9 179.3(3)
C7 C8 C9 C4 0.2(4)
C7 C8 C9 C10 -179.1(3)
C5 C4 C9 C8 0.3(4)
N3 C4 C9 C8 -177.8(2)
C5 C4 C9 C10 179.6(3)
N3 C4 C9 C10 1.4(4)
C18 C13 C14 C15 0.4(4)
N4 C13 C14 C15 -175.6(2)
C18 C13 C14 C19 178.8(3)
N4 C13 C14 C19 2.8(4)
C13 C14 C15 C16 0.4(4)
C19 C14 C15 C16 -178.1(3)
C14 C15 C16 C17 -1.3(4)
C14 C15 C16 C20 176.5(3)
C15 C16 C17 C18 1.6(4)
C20 C16 C17 C18 -176.2(3)
C16 C17 C18 C13 -0.9(4)
C16 C17 C18 C21 177.1(3)
C14 C13 C18 C17 -0.1(4)
N4 C13 C18 C17 175.7(2)
C14 C13 C18 C21 -178.1(3)
N4 C13 C18 C21 -2.2(4)
N4 C1 N3 C2 0.3(3)
Fe1 C1 N3 C2 -175.9(2)
N4 C1 N3 C4 -178.2(2)
Fe1 C1 N3 C4 5.6(4)
C3 C2 N3 C1 -0.3(3)
C3 C2 N3 C4 178.2(3)
C5 C4 N3 C1 89.7(3)
C9 C4 N3 C1 -92.1(3)
C5 C4 N3 C2 -88.7(3)
C9 C4 N3 C2 89.6(3)
N3 C1 N4 C3 -0.1(3)
Fe1 C1 N4 C3 176.0(2)
N3 C1 N4 C13 171.3(2)
Fe1 C1 N4 C13 -12.6(4)
C2 C3 N4 C1 -0.1(3)
C2 C3 N4 C13 -171.9(2)
C14 C13 N4 C1 -86.8(3)
C18 C13 N4 C1 97.2(3)
C14 C13 N4 C3 83.8(3)
C18 C13 N4 C3 -92.2(3)
