#------------------------------------------------------------------------------
#$Date: 2016-10-08 01:19:51 +0300 (Sat, 08 Oct 2016) $
#$Revision: 187128 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/03/7040311.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_7040311
loop_
_publ_author_name
'Chanawanno, Kullapa'
'Holstrom, Cole'
'Crandall, Laura A.'
'Dodge, Henry'
'Nemykin, Victor N.'
'Herrick, Richard S.'
'Ziegler, Christopher J.'
_publ_section_title
;
 The synthesis and structures of 1,1'-bis(sulfonyl)ferrocene derivatives.
;
_journal_issue                   36
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14320
_journal_page_last               14326
_journal_paper_doi               10.1039/c6dt02669a
_journal_volume                  45
_journal_year                    2016
_chemical_formula_sum            'C16 H24 Fe N2 O4 S2'
_chemical_formula_weight         428.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-06-24 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.388(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.1202(5)
_cell_length_b                   12.7387(6)
_cell_length_c                   8.0686(4)
_cell_measurement_reflns_used    4441
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.13
_cell_measurement_theta_min      2.88
_cell_volume                     872.85(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6294
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_min         2.398
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.128
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.4018
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.612
_exptl_crystal_size_mid          0.282
_exptl_crystal_size_min          0.218
_refine_diff_density_max         1.233
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.366
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     116
_refine_ls_number_reflns         1908
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.366
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0394
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0520P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1133
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1830
_reflns_number_total             1908
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt02669a2.cif
_cod_data_source_block           8
_cod_depositor_comments
;
The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7040307--7040318.cif.
;
_cod_database_code               7040311
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.1550(2) 0.05026(16) 0.3927(2) 0.0118(4) Uani 1 1 d . . .
Fe1 Fe 0.0000 0.0000 0.5000 0.01046(17) Uani 1 2 d S . P
N1 N 0.37195(19) 0.04339(14) 0.2375(2) 0.0140(4) Uani 1 1 d . . .
H1 H 0.4748 0.0418 0.2932 0.017 Uiso 1 1 calc R U .
O1 O 0.36189(16) -0.09550(11) 0.44296(17) 0.0161(3) Uani 1 1 d . . .
S1 S 0.25911(5) -0.03145(4) 0.30108(6) 0.01174(18) Uani 1 1 d . . .
C2 C 0.2072(2) 0.08091(15) 0.5754(2) 0.0136(4) Uani 1 1 d . . .
H2 H 0.3087 0.0608 0.6714 0.016 Uiso 1 1 calc R U .
O2 O 0.14893(16) -0.08064(12) 0.14606(18) 0.0168(3) Uani 1 1 d . . .
C3 C 0.0869(2) 0.14606(16) 0.5943(3) 0.0152(4) Uani 1 1 d . . .
H3 H 0.0882 0.1782 0.7079 0.018 Uiso 1 1 calc R U .
C4 C -0.0367(2) 0.15609(16) 0.4248(3) 0.0151(4) Uani 1 1 d . . .
H4 H -0.1370 0.1959 0.3996 0.018 Uiso 1 1 calc R U .
C5 C 0.0049(2) 0.09698(16) 0.2986(2) 0.0135(4) Uani 1 1 d . . .
H5 H -0.0592 0.0891 0.1690 0.016 Uiso 1 1 calc R U .
C6 C 0.3000(2) 0.11419(16) 0.0851(3) 0.0152(4) Uani 1 1 d . . .
H6A H 0.2089 0.1507 0.0978 0.018 Uiso 1 1 calc R U .
H6B H 0.2616 0.0729 -0.0265 0.018 Uiso 1 1 calc R U .
C7 C 0.4207(2) 0.19462(16) 0.0765(3) 0.0162(4) Uani 1 1 d . . .
H7A H 0.3698 0.2423 -0.0252 0.019 Uiso 1 1 calc R U .
H7B H 0.4545 0.2374 0.1865 0.019 Uiso 1 1 calc R U .
C8 C 0.5657(2) 0.14634(16) 0.0559(3) 0.0178(4) Uani 1 1 d . . .
H8A H 0.6219 0.1034 0.1607 0.027 Uiso 1 1 calc R U .
H8B H 0.6352 0.2023 0.0447 0.027 Uiso 1 1 calc R U .
H8C H 0.5334 0.1022 -0.0508 0.027 Uiso 1 1 calc R U .
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'
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
C2 C1 C5 109.15(17) . .
C2 C1 S1 124.91(15) . .
C5 C1 S1 125.94(14) . .
C2 C1 Fe1 70.44(11) . .
C5 C1 Fe1 70.97(11) . .
S1 C1 Fe1 124.65(11) . .
C1 Fe1 C1 180.0 3_556 .
C1 Fe1 C2 138.75(7) 3_556 .
C1 Fe1 C2 41.25(7) . .
C1 Fe1 C2 41.25(7) 3_556 3_556
C1 Fe1 C2 138.75(7) . 3_556
C2 Fe1 C2 180.0 . 3_556
C1 Fe1 C5 138.82(7) 3_556 .
C1 Fe1 C5 41.18(7) . .
C2 Fe1 C5 69.34(7) . .
C2 Fe1 C5 110.66(7) 3_556 .
C1 Fe1 C5 41.18(7) 3_556 3_556
C1 Fe1 C5 138.82(7) . 3_556
C2 Fe1 C5 110.66(7) . 3_556
C2 Fe1 C5 69.34(7) 3_556 3_556
C5 Fe1 C5 180.00(9) . 3_556
C1 Fe1 C3 68.59(8) 3_556 3_556
C1 Fe1 C3 111.41(8) . 3_556
C2 Fe1 C3 139.21(8) . 3_556
C2 Fe1 C3 40.78(8) 3_556 3_556
C5 Fe1 C3 111.59(8) . 3_556
C5 Fe1 C3 68.41(8) 3_556 3_556
C1 Fe1 C3 111.41(8) 3_556 .
C1 Fe1 C3 68.59(8) . .
C2 Fe1 C3 40.78(8) . .
C2 Fe1 C3 139.22(8) 3_556 .
C5 Fe1 C3 68.41(8) . .
C5 Fe1 C3 111.59(8) 3_556 .
C3 Fe1 C3 180.0 3_556 .
C1 Fe1 C4 68.44(8) 3_556 3_556
C1 Fe1 C4 111.56(8) . 3_556
C2 Fe1 C4 111.37(8) . 3_556
C2 Fe1 C4 68.63(8) 3_556 3_556
C5 Fe1 C4 139.59(8) . 3_556
C5 Fe1 C4 40.41(8) 3_556 3_556
C3 Fe1 C4 40.43(8) 3_556 3_556
C3 Fe1 C4 139.57(8) . 3_556
C1 Fe1 C4 111.56(8) 3_556 .
C1 Fe1 C4 68.44(8) . .
C2 Fe1 C4 68.63(8) . .
C2 Fe1 C4 111.37(8) 3_556 .
C5 Fe1 C4 40.41(8) . .
C5 Fe1 C4 139.59(8) 3_556 .
C3 Fe1 C4 139.57(8) 3_556 .
C3 Fe1 C4 40.43(8) . .
C4 Fe1 C4 180.00(11) 3_556 .
C6 N1 S1 118.99(13) . .
O2 S1 O1 119.51(9) . .
O2 S1 N1 107.81(8) . .
O1 S1 N1 106.33(8) . .
O2 S1 C1 108.32(8) . .
O1 S1 C1 107.37(9) . .
N1 S1 C1 106.87(10) . .
C3 C2 C1 106.82(17) . .
C3 C2 Fe1 70.19(11) . .
C1 C2 Fe1 68.32(10) . .
C4 C3 C2 108.62(17) . .
C4 C3 Fe1 70.30(11) . .
C2 C3 Fe1 69.03(11) . .
C5 C4 C3 108.33(17) . .
C5 C4 Fe1 69.20(11) . .
C3 C4 Fe1 69.27(10) . .
C4 C5 C1 107.07(16) . .
C4 C5 Fe1 70.39(11) . .
C1 C5 Fe1 67.85(11) . .
N1 C6 C7 109.93(15) . .
C8 C7 C6 113.85(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.428(3) .
C1 C5 1.431(3) .
C1 S1 1.744(2) .
C1 Fe1 2.0129(19) .
Fe1 C1 2.0128(19) 3_556
Fe1 C2 2.0411(18) .
Fe1 C2 2.0411(18) 3_556
Fe1 C5 2.0545(19) .
Fe1 C5 2.0545(19) 3_556
Fe1 C3 2.056(2) 3_556
Fe1 C3 2.057(2) .
Fe1 C4 2.070(2) 3_556
Fe1 C4 2.070(2) .
N1 C6 1.472(2) .
N1 S1 1.6174(17) .
O1 S1 1.4396(14) .
S1 O2 1.4319(14) .
C2 C3 1.428(3) .
C3 C4 1.426(3) .
C4 C5 1.425(3) .
C6 C7 1.524(3) .
C7 C8 1.521(3) .
