#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/22/2202211.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2202211
loop_
_publ_author_name
'Chen, Bao-Hua'
'Li, Yi-Zhi'
'Ma, Yong-Xiang'
'Wu, Xiao-Li'
'Li, Ping-Ren'
_publ_section_title
Bis[dicarbonyl(η⁵-cyclopentadienyl)ferrio](N,N-diisobutyldithiocarbamato)tin(II)
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m223
_journal_page_last               m224
_journal_paper_doi               10.1107/S160053680300713X
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          '[Sn Fe2 (C5 H5)2 (C9 H18 N1 S2)2 (C1 O1)4]'
_chemical_formula_moiety         'C32 H46 Fe2 N2 O4 S4 Sn'
_chemical_formula_sum            'C32 H46 Fe2 N2 O4 S4 Sn'
_chemical_formula_weight         881.34
_chemical_name_systematic
;
Bis[dicarbonyl(η⁵-cyclopentadienyl)ferrio](N,N-
diisobutyldithiocarbamato)tin(II)
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 112.17(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.800(4)
_cell_length_b                   11.587(2)
_cell_length_c                   16.886(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.54
_cell_measurement_theta_min      2.01
_cell_volume                     3950.0(15)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Bruker, 2000)'
_computing_data_reduction        'SHELXTL (Bruker, 2000)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    SHELXTL
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_sigmaI/netI    0.0836
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6972
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.02
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 97
_diffrn_standards_interval_time  25
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.598
_exptl_absorpt_correction_T_max  0.72
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.778
_refine_diff_density_min         -0.959
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3488
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0537
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.07P)²+1.66P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1428
_refine_ls_wR_factor_ref         0.1533
_reflns_number_gt                2132
_reflns_number_total             3488
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wn6146.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2202211
_cod_database_fobs_code          2202211
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Fe1 1.08704(6) 0.90777(10) 0.38100(7) 0.0750(4) Uani d . 1 . . Fe
Sn1 1.0000 0.81279(5) 0.2500 0.0539(2) Uani d S 1 . . Sn
O1 0.9917(3) 1.0797(6) 0.3832(5) 0.114(2) Uani d . 1 . . O
O2 1.1365(3) 1.0538(6) 0.2773(5) 0.114(2) Uani d . 1 . . O
S1 0.94815(11) 0.63240(17) 0.28891(14) 0.0788(6) Uani d . 1 . . S
S2 0.90183(11) 0.83421(17) 0.35645(15) 0.0815(6) Uani d . 1 . . S
N1 0.8743(3) 0.6162(5) 0.3812(4) 0.0780(18) Uani d . 1 . . N
C1 0.9042(4) 0.6900(6) 0.3467(5) 0.075(2) Uani d . 1 . . C
C2 0.8688(4) 0.4901(7) 0.3653(5) 0.080(2) Uani d . 1 . . C
H2A 0.8795 0.4507 0.4196 0.097 Uiso calc R 1 . . H
H2B 0.9015 0.4674 0.3421 0.097 Uiso calc R 1 . . H
C3 0.8018(5) 0.4504(7) 0.3052(6) 0.093(2) Uani d . 1 . . C
H3 0.7700 0.4677 0.3318 0.111 Uiso calc R 1 . . H
C4 0.7775(5) 0.5069(8) 0.2190(6) 0.111(3) Uani d . 1 . . C
H4A 0.7668 0.5861 0.2244 0.166 Uiso calc R 1 . . H
H4B 0.7387 0.4674 0.1815 0.166 Uiso calc R 1 . . H
H4C 0.8114 0.5032 0.1957 0.166 Uiso calc R 1 . . H
C5 0.8032(5) 0.3190(7) 0.2946(6) 0.110(3) Uani d . 1 . . C
H5A 0.8409 0.2981 0.2814 0.165 Uiso calc R 1 . . H
H5B 0.7634 0.2947 0.2489 0.165 Uiso calc R 1 . . H
H5C 0.8062 0.2820 0.3468 0.165 Uiso calc R 1 . . H
C6 0.8400(5) 0.6578(8) 0.4359(6) 0.093(3) Uani d . 1 . . C
H6A 0.8191 0.7309 0.4131 0.111 Uiso calc R 1 . . H
H6B 0.8050 0.6035 0.4314 0.111 Uiso calc R 1 . . H
C7 0.8805(6) 0.6742(10) 0.5272(6) 0.118(3) Uani d . 1 . . C
H7 0.9012 0.7473 0.5218 0.142 Uiso calc R 1 . . H
C8 0.9436(7) 0.6057(11) 0.5692(7) 0.147(5) Uani d . 1 . . C
H8A 0.9345 0.5382 0.5959 0.221 Uiso calc R 1 . . H
H8B 0.9759 0.6525 0.6116 0.221 Uiso calc R 1 . . H
H8C 0.9606 0.5828 0.5267 0.221 Uiso calc R 1 . . H
C9 0.8445(7) 0.7171(12) 0.5780(7) 0.144(4) Uani d . 1 . . C
H9A 0.8057 0.6707 0.5675 0.216 Uiso calc R 1 . . H
H9B 0.8316 0.7958 0.5626 0.216 Uiso calc R 1 . . H
H9C 0.8724 0.7133 0.6376 0.216 Uiso calc R 1 . . H
C10 1.0295(5) 1.0095(8) 0.3828(6) 0.090(2) Uani d . 1 . . C
C11 1.1164(5) 0.9924(8) 0.3169(6) 0.093(3) Uani d . 1 . . C
C12 1.1104(5) 0.7408(10) 0.4330(6) 0.102(3) Uani d . 1 . . C
H12 1.0890 0.6698 0.4041 0.122 Uiso calc R 1 . . H
C13 1.0873(5) 0.8087(9) 0.4826(6) 0.103(3) Uani d . 1 . . C
H13 1.0495 0.7925 0.4988 0.124 Uiso calc R 1 . . H
C14 1.1347(6) 0.9011(9) 0.5142(6) 0.108(3) Uani d . 1 . . C
H14 1.1339 0.9614 0.5544 0.130 Uiso calc R 1 . . H
C15 1.1801(5) 0.8911(10) 0.4773(6) 0.109(3) Uani d . 1 . . C
H15 1.2175 0.9434 0.4867 0.131 Uiso calc R 1 . . H
C16 1.1660(5) 0.7910(10) 0.4250(6) 0.105(3) Uani d . 1 . . C
H16 1.1917 0.7606 0.3930 0.126 Uiso calc R 1 . . H
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'
Sn Sn -0.6537 1.4246 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C10 Fe1 C11 . . 93.7(5)
C10 Fe1 C13 . . 98.0(4)
C11 Fe1 C13 . . 159.9(4)
C10 Fe1 C15 . . 123.4(4)
C11 Fe1 C15 . . 93.4(4)
C13 Fe1 C15 . . 66.5(4)
C10 Fe1 C16 . . 159.9(4)
C11 Fe1 C16 . . 97.9(5)
C13 Fe1 C16 . . 66.5(4)
C15 Fe1 C16 . . 39.8(4)
C10 Fe1 C14 . . 94.4(4)
C11 Fe1 C14 . . 122.4(4)
C13 Fe1 C14 . . 40.6(4)
C15 Fe1 C14 . . 38.0(4)
C16 Fe1 C14 . . 65.5(4)
C10 Fe1 C12 . . 133.0(5)
C11 Fe1 C12 . . 133.2(5)
C13 Fe1 C12 . . 38.5(4)
C15 Fe1 C12 . . 65.0(4)
C16 Fe1 C12 . . 38.8(4)
C14 Fe1 C12 . . 64.8(4)
C10 Fe1 Sn1 . . 90.1(3)
C11 Fe1 Sn1 . . 91.8(3)
C13 Fe1 Sn1 . . 104.4(3)
C15 Fe1 Sn1 . . 145.6(3)
C16 Fe1 Sn1 . . 105.7(3)
C14 Fe1 Sn1 . . 145.0(3)
C12 Fe1 Sn1 . . 87.1(3)
Fe1 Sn1 Fe1 . 2_755 129.01(6)
Fe1 Sn1 S1 . . 112.48(6)
Fe1 Sn1 S1 2_755 . 108.43(6)
Fe1 Sn1 S1 . 2_755 108.43(6)
Fe1 Sn1 S1 2_755 2_755 112.48(6)
S1 Sn1 S1 . 2_755 71.57(9)
C1 S1 Sn1 . . 102.7(3)
C1 N1 C6 . . 120.8(6)
C1 N1 C2 . . 124.9(6)
C6 N1 C2 . . 114.3(6)
N1 C1 S2 . . 123.8(6)
N1 C1 S1 . . 117.5(5)
S2 C1 S1 . . 118.7(4)
N1 C2 C3 . . 114.5(7)
N1 C2 H2A . . 108.6
C3 C2 H2A . . 108.6
N1 C2 H2B . . 108.6
C3 C2 H2B . . 108.6
H2A C2 H2B . . 107.6
C4 C3 C2 . . 114.8(7)
C4 C3 C5 . . 109.5(8)
C2 C3 C5 . . 109.1(8)
C4 C3 H3 . . 107.7
C2 C3 H3 . . 107.7
C5 C3 H3 . . 107.7
C3 C4 H4A . . 109.5
C3 C4 H4B . . 109.5
H4A C4 H4B . . 109.5
C3 C4 H4C . . 109.5
H4A C4 H4C . . 109.5
H4B C4 H4C . . 109.5
C3 C5 H5A . . 109.5
C3 C5 H5B . . 109.5
H5A C5 H5B . . 109.5
C3 C5 H5C . . 109.5
H5A C5 H5C . . 109.5
H5B C5 H5C . . 109.5
C7 C6 N1 . . 117.0(8)
C7 C6 H6A . . 108.0
N1 C6 H6A . . 108.0
C7 C6 H6B . . 108.0
N1 C6 H6B . . 108.0
H6A C6 H6B . . 107.3
C9 C7 C6 . . 114.7(10)
C9 C7 C8 . . 120.1(10)
C6 C7 C8 . . 120.2(9)
C9 C7 H7 . . 97.4
C6 C7 H7 . . 97.4
C8 C7 H7 . . 97.4
C7 C8 H8A . . 109.5
C7 C8 H8B . . 109.5
H8A C8 H8B . . 109.5
C7 C8 H8C . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
C7 C9 H9A . . 109.5
C7 C9 H9B . . 109.5
H9A C9 H9B . . 109.5
C7 C9 H9C . . 109.5
H9A C9 H9C . . 109.5
H9B C9 H9C . . 109.5
O1 C10 Fe1 . . 178.3(9)
O2 C11 Fe1 . . 176.3(8)
C13 C12 C16 . . 110.6(10)
C13 C12 Fe1 . . 69.0(6)
C16 C12 Fe1 . . 70.0(6)
C13 C12 H12 . . 124.7
C16 C12 H12 . . 124.7
Fe1 C12 H12 . . 124.7
C12 C13 C14 . . 105.8(10)
C12 C13 Fe1 . . 72.4(6)
C14 C13 Fe1 . . 70.8(6)
C12 C13 H13 . . 126.9
C14 C13 H13 . . 126.9
Fe1 C13 H13 . . 126.9
C15 C14 C13 . . 108.2(10)
C15 C14 Fe1 . . 70.3(6)
C13 C14 Fe1 . . 68.6(5)
C15 C14 H14 . . 125.9
C13 C14 H14 . . 125.9
Fe1 C14 H14 . . 125.9
C14 C15 C16 . . 109.3(11)
C14 C15 Fe1 . . 71.7(6)
C16 C15 Fe1 . . 70.8(5)
C14 C15 H15 . . 125.3
C16 C15 H15 . . 125.3
Fe1 C15 H15 . . 125.3
C12 C16 C15 . . 105.8(10)
C12 C16 Fe1 . . 71.1(6)
C15 C16 Fe1 . . 69.4(6)
C12 C16 H16 . . 127.0
C15 C16 H16 . . 127.0
Fe1 C16 H16 . . 127.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C10 . 1.729(10) ?
Fe1 C11 . 1.751(10) ?
Fe1 C13 . 2.063(9) ?
Fe1 C15 . 2.075(9) ?
Fe1 C16 . 2.093(10) ?
Fe1 C14 . 2.093(9) ?
Fe1 C12 . 2.106(10) ?
Fe1 Sn1 . 2.5568(14) ?
Sn1 Fe1 2_755 2.5568(14) ?
Sn1 S1 . 2.577(2) ?
Sn1 S1 2_755 2.577(2) ?
O1 C10 . 1.161(10) ?
O2 C11 . 1.170(10) ?
S1 C1 . 1.738(7) ?
S2 C1 . 1.682(7) ?
N1 C1 . 1.335(9) ?
N1 C6 . 1.471(9) ?
N1 C2 . 1.482(10) ?
C2 C3 . 1.502(12) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.499(11) ?
C3 C5 . 1.535(11) ?
C3 H3 . 0.9800 ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C5 H5A . 0.9600 ?
C5 H5B . 0.9600 ?
C5 H5C . 0.9600 ?
C6 C7 . 1.471(13) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C9 . 1.453(13) ?
C7 C8 . 1.513(15) ?
C7 H7 . 0.9800 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C12 C13 . 1.376(13) ?
C12 C16 . 1.396(14) ?
C12 H12 . 0.9800 ?
C13 C14 . 1.444(13) ?
C13 H13 . 0.9800 ?
C14 C15 . 1.357(14) ?
C14 H14 . 0.9800 ?
C15 C16 . 1.419(14) ?
C15 H15 . 0.9800 ?
C16 H16 . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C2 H2B S1 0.97 2.49 3.009(8) 114
C6 H6A S2 0.97 2.63 3.026(9) 105
C8 H8C N1 0.96 2.50 2.960(13) 109
