#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:24:39 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179326 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/23/4322371.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_4322371
loop_
_publ_author_name
'Dieter Sellmann'
'Jürgen Utz'
'Frank W. Heinemann'
_publ_contact_author
;
        Prof. Dr. D. Sellmann
        Institut für Anorganische Chemie II
        Universität Erlangen-Nürnberg
        Egerlandstr. 1
        D-91058 Erlangen
        Bundesrepublik Deutschland
;
_publ_contact_author_email       SELLMANN@ANORGANIK.CHEMIE.UNI-ERLANGEN.DE
_publ_contact_author_fax         '049 9131 852-7367'
_publ_contact_author_phone       '049 9131 852-7360'
_publ_section_title
;
 Transition Metal Complexes with Sulfur Ligands. 136.1 Enforced Trans
 Coordination of Thiolate Donors in Electron Rich Iron, Ruthenium, and
 Nickel [M(L)(pyN₂H₂S₂)] and [M(L)(pyS₄)] Complexes (L = CO,
 PPh₃, DMSO) (pyN2H2S22-=
 2,6-Bis(2-mercaptophenylamino)dimethylpyridine(2-); pyS4²⁻ =
 2,6-Bis(2-mercaptophenylthio)dimethylpyridine(2-))
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5314
_journal_page_last               5322
_journal_paper_doi               10.1021/ic990169h
_journal_volume                  38
_journal_year                    1999
_chemical_formula_sum            'C19 H17 Fe N3 S2'
_chemical_formula_weight         407.33
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 96.52(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.903(3)
_cell_length_b                   9.603(5)
_cell_length_c                   14.219(3)
_cell_measurement_reflns_used    18
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      21.6
_cell_measurement_theta_min      16.1
_cell_volume                     1750.4(11)
_computing_cell_refinement       'P3 (Siemens Analytical X-Ray Instr., 1989)'
_computing_data_collection       'P3 (Siemens Analytical X-Ray Instr., 1989)'
_computing_data_reduction
'XDISK (Siemens Analytical X-Ray Instr. , 1989)'
_computing_molecular_graphics
'SHELXTL 5.03 (Siemens An. X-Ray Instr., 1995)'
_computing_publication_material
'SHELXTL 5.03 (Siemens An. X-Ray Instr., 1995)'
_computing_structure_refinement
'SHELXTL 5.03 (Siemens An. X-Ray Instr., 1995)'
_computing_structure_solution
'SHELXTL 5.03 (Siemens An. X-Ray Instr., 1995)'
_diffrn_ambient_temperature      200(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'profile data from 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  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0600
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5720
_diffrn_reflns_theta_max         27.59
_diffrn_reflns_theta_min         2.56
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.106
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_description       plate
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.111
_refine_diff_density_min         -1.059
_refine_diff_density_rms         0.549
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.955
_refine_ls_goodness_of_fit_obs   1.157
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4051
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.955
_refine_ls_restrained_S_obs      1.157
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_obs          0.0448
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0684P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1266
_refine_ls_wR_factor_obs         0.1235
_reflns_number_observed          2699
_reflns_number_total             4051
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic990169h_3.cif
_cod_data_source_block           ju38
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0684P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0684P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4322371
loop_
_symmetry_equiv_pos_as_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Fe1 Fe 0.64290(4) -0.96779(5) 0.65437(4) 0.02200(15) Uani 1 d . .
S1 S 0.77818(7) -1.01706(10) 0.77681(6) 0.0291(2) Uani 1 d . .
S2 S 0.53588(7) -1.15784(9) 0.61387(6) 0.0248(2) Uani 1 d . .
N1 N 0.7752(2) -0.9791(3) 0.5657(2) 0.0252(6) Uani 1 d . .
H1 H 0.7509(2) -0.9953(3) 0.5041(2) 0.038 Uiso 1 calc R .
N2 N 0.4935(2) -0.8629(3) 0.6858(2) 0.0253(6) Uani 1 d . .
H2 H 0.5027(2) -0.8378(3) 0.7479(2) 0.038 Uiso 1 calc R .
N3 N 0.6560(2) -0.7650(3) 0.6021(2) 0.0231(6) Uani 1 d . .
C10 C 0.8512(3) -1.1144(4) 0.7016(3) 0.0278(8) Uani 1 d . .
C11 C 0.9200(3) -1.2184(4) 0.7374(3) 0.0352(9) Uani 1 d . .
H11 H 0.9323(3) -1.2305(4) 0.8026(3) 0.042 Uiso 1 calc R .
C12 C 0.9705(3) -1.3045(5) 0.6788(3) 0.0426(11) Uani 1 d . .
H12 H 1.0144(3) -1.3750(5) 0.7046(3) 0.051 Uiso 1 calc R .
C13 C 0.9552(3) -1.2847(5) 0.5822(4) 0.0436(11) Uani 1 d . .
H13 H 0.9876(3) -1.3433(5) 0.5424(4) 0.052 Uiso 1 calc R .
C14 C 0.8913(3) -1.1767(4) 0.5441(3) 0.0363(9) Uani 1 d . .
H14 H 0.8824(3) -1.1619(4) 0.4791(3) 0.044 Uiso 1 calc R .
C15 C 0.8412(3) -1.0920(4) 0.6030(3) 0.0274(8) Uani 1 d . .
C16 C 0.8277(3) -0.8418(4) 0.5759(3) 0.0317(9) Uani 1 d . .
H16A H 0.8696(3) -0.8281(4) 0.5242(3) 0.048 Uiso 1 calc R .
H16B H 0.8736(3) -0.8392(4) 0.6348(3) 0.048 Uiso 1 calc R .
C20 C 0.4172(3) -1.0938(4) 0.6457(2) 0.0219(7) Uani 1 d . .
C21 C 0.3317(3) -1.1838(4) 0.6449(2) 0.0261(8) Uani 1 d . .
H21 H 0.3393(3) -1.2763(4) 0.6275(2) 0.031 Uiso 1 calc R .
C22 C 0.2364(3) -1.1394(4) 0.6690(3) 0.0321(9) Uani 1 d . .
H22 H 0.1813(3) -1.2018(4) 0.6692(3) 0.038 Uiso 1 calc R .
C23 C 0.2236(3) -1.0022(4) 0.6928(3) 0.0353(9) Uani 1 d . .
H23 H 0.1590(3) -0.9708(4) 0.7069(3) 0.042 Uiso 1 calc R .
C24 C 0.3065(3) -0.9109(4) 0.6960(3) 0.0328(9) Uani 1 d . .
H24 H 0.2975(3) -0.8185(4) 0.7130(3) 0.039 Uiso 1 calc R .
C25 C 0.4032(3) -0.9557(4) 0.6738(2) 0.0238(7) Uani 1 d . .
C26 C 0.4782(3) -0.7323(4) 0.6300(2) 0.0255(8) Uani 1 d . .
H26A H 0.4428(3) -0.6646(4) 0.6656(2) 0.038 Uiso 1 calc R .
H26B H 0.4342(3) -0.7512(4) 0.5715(2) 0.038 Uiso 1 calc R .
C31 C 0.7484(3) -0.7270(4) 0.5753(2) 0.0267(8) Uani 1 d . .
C32 C 0.7676(3) -0.5901(4) 0.5524(3) 0.0343(9) Uani 1 d . .
H32 H 0.8311(3) -0.5647(4) 0.5323(3) 0.041 Uiso 1 calc R .
C33 C 0.6908(3) -0.4922(4) 0.5598(3) 0.0377(10) Uani 1 d . .
H33 H 0.7026(3) -0.3992(4) 0.5462(3) 0.045 Uiso 1 calc R .
C34 C 0.5955(3) -0.5332(4) 0.5878(3) 0.0321(8) Uani 1 d . .
H34 H 0.5429(3) -0.4684(4) 0.5932(3) 0.039 Uiso 1 calc R .
C35 C 0.5805(3) -0.6721(4) 0.6073(2) 0.0242(7) Uani 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'
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
_geom_angle_publ_flag
N3 Fe1 N1 75.41(11) . . ?
N3 Fe1 N2 76.22(11) . . ?
N1 Fe1 N2 148.67(11) . . ?
N3 Fe1 S2 135.36(8) . . ?
N1 Fe1 S2 107.01(8) . . ?
N2 Fe1 S2 84.41(8) . . ?
N3 Fe1 S1 111.30(8) . . ?
N1 Fe1 S1 81.88(8) . . ?
N2 Fe1 S1 121.12(8) . . ?
S2 Fe1 S1 113.15(4) . . ?
C10 S1 Fe1 93.45(12) . . ?
C20 S2 Fe1 99.93(13) . . ?
C15 N1 C16 112.9(3) . . ?
C15 N1 Fe1 106.6(2) . . ?
C16 N1 Fe1 105.8(2) . . ?
C25 N2 C26 113.4(3) . . ?
C25 N2 Fe1 113.1(2) . . ?
C26 N2 Fe1 109.5(2) . . ?
C35 N3 C31 120.9(3) . . ?
C35 N3 Fe1 120.9(2) . . ?
C31 N3 Fe1 117.5(2) . . ?
C11 C10 C15 117.1(4) . . ?
C11 C10 S1 121.2(3) . . ?
C15 C10 S1 121.7(3) . . ?
C12 C11 C10 122.1(4) . . ?
C13 C12 C11 119.4(4) . . ?
C12 C13 C14 120.0(4) . . ?
C15 C14 C13 120.0(4) . . ?
C14 C15 C10 121.1(4) . . ?
C14 C15 N1 121.2(4) . . ?
C10 C15 N1 117.6(3) . . ?
N1 C16 C31 110.4(3) . . ?
C21 C20 C25 117.3(3) . . ?
C21 C20 S2 119.4(3) . . ?
C25 C20 S2 123.3(3) . . ?
C22 C21 C20 122.0(4) . . ?
C23 C22 C21 119.4(4) . . ?
C22 C23 C24 120.2(4) . . ?
C23 C24 C25 120.5(4) . . ?
C24 C25 C20 120.4(3) . . ?
C24 C25 N2 120.6(3) . . ?
C20 C25 N2 118.8(3) . . ?
N2 C26 C35 111.8(3) . . ?
N3 C31 C32 120.9(3) . . ?
N3 C31 C16 115.2(3) . . ?
C32 C31 C16 123.9(3) . . ?
C33 C32 C31 118.7(4) . . ?
C32 C33 C34 119.7(4) . . ?
C35 C34 C33 118.6(4) . . ?
N3 C35 C34 121.1(3) . . ?
N3 C35 C26 114.8(3) . . ?
C34 C35 C26 124.0(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 N3 2.098(3) . ?
Fe1 N1 2.236(3) . ?
Fe1 N2 2.264(3) . ?
Fe1 S2 2.3214(13) . ?
Fe1 S1 2.3688(11) . ?
S1 C10 1.770(4) . ?
S2 C20 1.756(3) . ?
N1 C15 1.442(5) . ?
N1 C16 1.482(5) . ?
N2 C25 1.461(4) . ?
N2 C26 1.485(5) . ?
N3 C35 1.329(5) . ?
N3 C31 1.342(4) . ?
C10 C11 1.393(5) . ?
C10 C15 1.410(5) . ?
C11 C12 1.388(6) . ?
C12 C13 1.379(7) . ?
C13 C14 1.395(6) . ?
C14 C15 1.380(5) . ?
C16 C31 1.503(5) . ?
C20 C21 1.401(5) . ?
C20 C25 1.403(5) . ?
C21 C22 1.381(5) . ?
C22 C23 1.375(6) . ?
C23 C24 1.379(5) . ?
C24 C25 1.389(5) . ?
C26 C35 1.509(5) . ?
C31 C32 1.384(5) . ?
C32 C33 1.379(6) . ?
C33 C34 1.391(6) . ?
C34 C35 1.381(5) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 Fe1 S1 C10 -101.44(15) . . . . ?
N1 Fe1 S1 C10 -30.63(15) . . . . ?
N2 Fe1 S1 C10 172.19(15) . . . . ?
S2 Fe1 S1 C10 74.46(13) . . . . ?
N3 Fe1 S2 C20 -68.9(2) . . . . ?
N1 Fe1 S2 C20 -155.21(13) . . . . ?
N2 Fe1 S2 C20 -5.02(13) . . . . ?
S1 Fe1 S2 C20 116.50(11) . . . . ?
N3 Fe1 N1 C15 153.8(2) . . . . ?
N2 Fe1 N1 C15 179.5(2) . . . . ?
S2 Fe1 N1 C15 -72.6(2) . . . . ?
S1 Fe1 N1 C15 39.2(2) . . . . ?
N3 Fe1 N1 C16 33.4(2) . . . . ?
N2 Fe1 N1 C16 59.1(3) . . . . ?
S2 Fe1 N1 C16 167.0(2) . . . . ?
S1 Fe1 N1 C16 -81.2(2) . . . . ?
N3 Fe1 N2 C25 142.9(2) . . . . ?
N1 Fe1 N2 C25 117.3(3) . . . . ?
S2 Fe1 N2 C25 3.5(2) . . . . ?
S1 Fe1 N2 C25 -110.3(2) . . . . ?
N3 Fe1 N2 C26 15.4(2) . . . . ?
N1 Fe1 N2 C26 -10.2(3) . . . . ?
S2 Fe1 N2 C26 -124.0(2) . . . . ?
S1 Fe1 N2 C26 122.2(2) . . . . ?
N1 Fe1 N3 C35 165.7(3) . . . . ?
N2 Fe1 N3 C35 -0.8(2) . . . . ?
S2 Fe1 N3 C35 66.1(3) . . . . ?
S1 Fe1 N3 C35 -119.2(2) . . . . ?
N1 Fe1 N3 C31 -23.1(2) . . . . ?
N2 Fe1 N3 C31 170.3(3) . . . . ?
S2 Fe1 N3 C31 -122.7(2) . . . . ?
S1 Fe1 N3 C31 51.9(3) . . . . ?
Fe1 S1 C10 C11 -153.8(3) . . . . ?
Fe1 S1 C10 C15 25.0(3) . . . . ?
C15 C10 C11 C12 -5.0(6) . . . . ?
S1 C10 C11 C12 173.8(3) . . . . ?
C10 C11 C12 C13 2.0(6) . . . . ?
C11 C12 C13 C14 1.5(6) . . . . ?
C12 C13 C14 C15 -1.6(6) . . . . ?
C13 C14 C15 C10 -1.6(6) . . . . ?
C13 C14 C15 N1 179.6(3) . . . . ?
C11 C10 C15 C14 4.8(5) . . . . ?
S1 C10 C15 C14 -174.0(3) . . . . ?
C11 C10 C15 N1 -176.3(3) . . . . ?
S1 C10 C15 N1 4.8(5) . . . . ?
C16 N1 C15 C14 -100.4(4) . . . . ?
Fe1 N1 C15 C14 143.9(3) . . . . ?
C16 N1 C15 C10 80.8(4) . . . . ?
Fe1 N1 C15 C10 -34.9(4) . . . . ?
C15 N1 C16 C31 -156.3(3) . . . . ?
Fe1 N1 C16 C31 -40.1(3) . . . . ?
Fe1 S2 C20 C21 -171.4(2) . . . . ?
Fe1 S2 C20 C25 7.6(3) . . . . ?
C25 C20 C21 C22 1.1(5) . . . . ?
S2 C20 C21 C22 -179.9(3) . . . . ?
C20 C21 C22 C23 1.4(6) . . . . ?
C21 C22 C23 C24 -2.4(6) . . . . ?
C22 C23 C24 C25 1.0(6) . . . . ?
C23 C24 C25 C20 1.6(6) . . . . ?
C23 C24 C25 N2 -174.1(3) . . . . ?
C21 C20 C25 C24 -2.5(5) . . . . ?
S2 C20 C25 C24 178.5(3) . . . . ?
C21 C20 C25 N2 173.2(3) . . . . ?
S2 C20 C25 N2 -5.8(4) . . . . ?
C26 N2 C25 C24 -58.7(4) . . . . ?
Fe1 N2 C25 C24 175.9(3) . . . . ?
C26 N2 C25 C20 125.6(3) . . . . ?
Fe1 N2 C25 C20 0.2(4) . . . . ?
C25 N2 C26 C35 -154.1(3) . . . . ?
Fe1 N2 C26 C35 -26.8(3) . . . . ?
C35 N3 C31 C32 0.0(5) . . . . ?
Fe1 N3 C31 C32 -171.2(3) . . . . ?
C35 N3 C31 C16 178.0(3) . . . . ?
Fe1 N3 C31 C16 6.8(4) . . . . ?
N1 C16 C31 N3 24.3(4) . . . . ?
N1 C16 C31 C32 -157.8(3) . . . . ?
N3 C31 C32 C33 1.6(6) . . . . ?
C16 C31 C32 C33 -176.2(4) . . . . ?
C31 C32 C33 C34 -1.5(6) . . . . ?
C32 C33 C34 C35 -0.1(6) . . . . ?
C31 N3 C35 C34 -1.7(5) . . . . ?
Fe1 N3 C35 C34 169.2(3) . . . . ?
C31 N3 C35 C26 174.8(3) . . . . ?
Fe1 N3 C35 C26 -14.3(4) . . . . ?
C33 C34 C35 N3 1.7(5) . . . . ?
C33 C34 C35 C26 -174.5(3) . . . . ?
N2 C26 C35 N3 27.7(4) . . . . ?
N2 C26 C35 C34 -155.9(3) . . . . ?
