#------------------------------------------------------------------------------
#$Date: 2019-11-23 08:08:42 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232514 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/78/4347807.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_4347807
loop_
_publ_author_name
'Rehe, David'
'Kornienko, Anna Y.'
'Emge, Thomas J.'
'Brennan, John G.'
_publ_section_title
;
 Thorium Compounds with Bonds to Sulfur or Selenium: Synthesis, Structure,
 and Thermolysis.
;
_journal_issue                   14
_journal_name_full               'Inorganic chemistry'
_journal_page_first              6961
_journal_page_last               6967
_journal_paper_doi               10.1021/acs.inorgchem.6b00645
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C44 H40 N4 S4 Th'
_chemical_formula_weight         985.08
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 100.9857(9)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.5686(5)
_cell_length_b                   12.0162(6)
_cell_length_c                   16.5583(8)
_cell_measurement_reflns_used    6820
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.44
_cell_measurement_theta_min      2.51
_cell_volume                     2064.28(17)
_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-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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  0.0345
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            26924
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.504
_diffrn_reflns_theta_min         1.695
_exptl_absorpt_coefficient_mu    3.850
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6165
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SAINT (SADABS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_description       lathe
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.834
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         6881
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0264
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0320P)²+0.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0573
_refine_ls_wR_factor_ref         0.0607
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5691
_reflns_number_total             6881
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b00645_si_001.cif
_cod_data_source_block           thsph_P2n
_cod_original_sg_symbol_H-M      'P 2/n'
_cod_database_code               4347807
_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. 
;
_shelx_estimated_absorpt_t_min   0.434
_shelx_estimated_absorpt_t_max   0.802
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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
Th1 Th 0.2500 0.24626(2) 0.2500 0.01282(4) Uani 1 2 d S T P
S1 S 0.50573(5) 0.32091(5) 0.31135(4) 0.02073(12) Uani 1 1 d . . .
S2 S 0.21897(5) 0.17251(5) 0.40853(3) 0.01781(11) Uani 1 1 d . . .
C1 C 0.6184(2) 0.23331(19) 0.37439(15) 0.0198(5) Uani 1 1 d . . .
C2 C 0.5837(2) 0.1542(2) 0.42723(15) 0.0246(5) Uani 1 1 d . . .
H2 H 0.4960 0.1469 0.4322 0.029 Uiso 1 1 calc R U .
C3 C 0.6764(3) 0.0856(2) 0.47295(16) 0.0287(6) Uani 1 1 d . . .
H3 H 0.6511 0.0300 0.5075 0.034 Uiso 1 1 calc R U .
C4 C 0.8052(3) 0.0973(2) 0.46867(16) 0.0295(6) Uani 1 1 d . . .
H4 H 0.8684 0.0506 0.5004 0.035 Uiso 1 1 calc R U .
C5 C 0.8409(2) 0.1774(2) 0.41791(16) 0.0268(5) Uani 1 1 d . . .
H5 H 0.9294 0.1868 0.4156 0.032 Uiso 1 1 calc R U .
C6 C 0.7493(2) 0.2444(2) 0.37018(15) 0.0222(5) Uani 1 1 d . . .
H6 H 0.7751 0.2981 0.3344 0.027 Uiso 1 1 calc R U .
C7 C 0.2559(2) 0.26209(17) 0.49510(14) 0.0177(4) Uani 1 1 d . . .
C8 C 0.1822(3) 0.25186(19) 0.55672(15) 0.0221(5) Uani 1 1 d . . .
H8 H 0.1165 0.1970 0.5519 0.027 Uiso 1 1 calc R U .
C9 C 0.2048(3) 0.3217(2) 0.62492(15) 0.0260(5) Uani 1 1 d . . .
H9 H 0.1551 0.3138 0.6667 0.031 Uiso 1 1 calc R U .
C10 C 0.2995(3) 0.4028(2) 0.63224(16) 0.0280(6) Uani 1 1 d . . .
H10 H 0.3137 0.4516 0.6782 0.034 Uiso 1 1 calc R U .
C11 C 0.3735(3) 0.4122(2) 0.57182(16) 0.0273(5) Uani 1 1 d . . .
H11 H 0.4386 0.4676 0.5766 0.033 Uiso 1 1 calc R U .
C12 C 0.3532(2) 0.3414(2) 0.50440(15) 0.0220(5) Uani 1 1 d . . .
H12 H 0.4062 0.3473 0.4643 0.026 Uiso 1 1 calc R U .
N1 N 0.3961(2) 0.06086(16) 0.26762(12) 0.0210(4) Uani 1 1 d . . .
C13 C 0.3780(3) -0.0252(2) 0.31620(16) 0.0286(6) Uani 1 1 d . . .
H13 H 0.3077 -0.0221 0.3443 0.034 Uiso 1 1 calc R U .
C14 C 0.4566(4) -0.1175(3) 0.3270(2) 0.0454(8) Uani 1 1 d . . .
H14 H 0.4422 -0.1754 0.3633 0.054 Uiso 1 1 calc R U .
C15 C 0.5563(4) -0.1247(3) 0.2846(2) 0.0532(10) Uani 1 1 d . . .
H15 H 0.6104 -0.1884 0.2901 0.064 Uiso 1 1 calc R U .
C16 C 0.5760(3) -0.0381(3) 0.23427(19) 0.0426(8) Uani 1 1 d . . .
H16 H 0.6432 -0.0415 0.2035 0.051 Uiso 1 1 calc R U .
C17 C 0.4963(3) 0.0541(2) 0.22908(16) 0.0272(5) Uani 1 1 d . . .
H17 H 0.5135 0.1155 0.1966 0.033 Uiso 1 1 calc R U .
N2 N 0.20158(19) 0.43030(16) 0.33158(12) 0.0195(4) Uani 1 1 d . . .
C18 C 0.0944(2) 0.4355(2) 0.36412(15) 0.0236(5) Uani 1 1 d . . .
H18 H 0.0354 0.3751 0.3552 0.028 Uiso 1 1 calc R U .
C19 C 0.0667(3) 0.5249(2) 0.40990(17) 0.0341(7) Uani 1 1 d . . .
H19 H -0.0112 0.5267 0.4306 0.041 Uiso 1 1 calc R U .
C20 C 0.1530(4) 0.6116(3) 0.4253(2) 0.0462(9) Uani 1 1 d . . .
H20 H 0.1362 0.6738 0.4571 0.055 Uiso 1 1 calc R U .
C21 C 0.2640(3) 0.6063(2) 0.3939(2) 0.0424(8) Uani 1 1 d . . .
H21 H 0.3259 0.6644 0.4043 0.051 Uiso 1 1 calc R U .
C22 C 0.2847(3) 0.5158(2) 0.34694(17) 0.0275(5) Uani 1 1 d . . .
H22 H 0.3609 0.5138 0.3245 0.033 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Th Th -7.2400 8.8979 '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
N2 Th1 N2 69.46(9) 2 .
N2 Th1 N1 125.02(6) 2 .
N2 Th1 N1 141.72(6) . .
N2 Th1 N1 141.72(6) 2 2
N2 Th1 N1 125.02(6) . 2
N1 Th1 N1 68.48(9) . 2
N2 Th1 S1 79.65(4) 2 2
N2 Th1 S1 70.22(4) . 2
N1 Th1 S1 141.73(5) . 2
N1 Th1 S1 74.70(5) 2 2
N2 Th1 S1 70.22(4) 2 .
N2 Th1 S1 79.65(4) . .
N1 Th1 S1 74.70(5) . .
N1 Th1 S1 141.73(5) 2 .
S1 Th1 S1 143.25(2) 2 .
N2 Th1 S2 74.14(4) 2 2
N2 Th1 S2 141.70(4) . 2
N1 Th1 S2 71.23(4) . 2
N1 Th1 S2 78.89(4) 2 2
S1 Th1 S2 92.145(17) 2 2
S1 Th1 S2 99.135(17) . 2
N2 Th1 S2 141.70(4) 2 .
N2 Th1 S2 74.14(4) . .
N1 Th1 S2 78.89(4) . .
N1 Th1 S2 71.23(4) 2 .
S1 Th1 S2 99.135(17) 2 .
S1 Th1 S2 92.145(17) . .
S2 Th1 S2 143.74(2) 2 .
C1 S1 Th1 120.59(8) . .
C7 S2 Th1 120.62(8) . .
C2 C1 C6 118.5(2) . .
C2 C1 S1 123.32(19) . .
C6 C1 S1 118.15(19) . .
C1 C2 C3 120.4(2) . .
C1 C2 H2 119.8 . .
C3 C2 H2 119.8 . .
C4 C3 C2 120.7(3) . .
C4 C3 H3 119.7 . .
C2 C3 H3 119.7 . .
C5 C4 C3 119.3(2) . .
C5 C4 H4 120.4 . .
C3 C4 H4 120.4 . .
C4 C5 C6 120.8(2) . .
C4 C5 H5 119.6 . .
C6 C5 H5 119.6 . .
C5 C6 C1 120.3(2) . .
C5 C6 H6 119.9 . .
C1 C6 H6 119.9 . .
C12 C7 C8 118.8(2) . .
C12 C7 S2 123.35(19) . .
C8 C7 S2 117.87(18) . .
C9 C8 C7 120.3(2) . .
C9 C8 H8 119.8 . .
C7 C8 H8 119.8 . .
C10 C9 C8 120.3(2) . .
C10 C9 H9 119.8 . .
C8 C9 H9 119.8 . .
C9 C10 C11 119.4(2) . .
C9 C10 H10 120.3 . .
C11 C10 H10 120.3 . .
C12 C11 C10 120.6(2) . .
C12 C11 H11 119.7 . .
C10 C11 H11 119.7 . .
C11 C12 C7 120.5(2) . .
C11 C12 H12 119.7 . .
C7 C12 H12 119.7 . .
C17 N1 C13 117.0(2) . .
C17 N1 Th1 119.18(16) . .
C13 N1 Th1 123.78(17) . .
N1 C13 C14 123.1(3) . .
N1 C13 H13 118.5 . .
C14 C13 H13 118.5 . .
C13 C14 C15 119.1(3) . .
C13 C14 H14 120.4 . .
C15 C14 H14 120.4 . .
C16 C15 C14 118.8(3) . .
C16 C15 H15 120.6 . .
C14 C15 H15 120.6 . .
C15 C16 C17 118.9(3) . .
C15 C16 H16 120.6 . .
C17 C16 H16 120.6 . .
N1 C17 C16 123.1(3) . .
N1 C17 H17 118.5 . .
C16 C17 H17 118.5 . .
C22 N2 C18 117.3(2) . .
C22 N2 Th1 122.92(17) . .
C18 N2 Th1 119.61(16) . .
N2 C18 C19 122.6(3) . .
N2 C18 H18 118.7 . .
C19 C18 H18 118.7 . .
C20 C19 C18 119.3(3) . .
C20 C19 H19 120.3 . .
C18 C19 H19 120.3 . .
C21 C20 C19 118.6(3) . .
C21 C20 H20 120.7 . .
C19 C20 H20 120.7 . .
C20 C21 C22 119.4(3) . .
C20 C21 H21 120.3 . .
C22 C21 H21 120.3 . .
N2 C22 C21 122.8(3) . .
N2 C22 H22 118.6 . .
C21 C22 H22 118.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Th1 N2 2.6909(19) 2
Th1 N2 2.6909(19) .
Th1 N1 2.6949(19) .
Th1 N1 2.6950(19) 2
Th1 S1 2.8451(6) 2
Th1 S1 2.8451(6) .
Th1 S2 2.8481(6) 2
Th1 S2 2.8481(6) .
S1 C1 1.773(2) .
S2 C7 1.776(2) .
C1 C2 1.388(3) .
C1 C6 1.405(3) .
C2 C3 1.390(3) .
C2 H2 0.9500 .
C3 C4 1.384(4) .
C3 H3 0.9500 .
C4 C5 1.376(4) .
C4 H4 0.9500 .
C5 C6 1.385(4) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 C12 1.389(3) .
C7 C8 1.402(3) .
C8 C9 1.391(3) .
C8 H8 0.9500 .
C9 C10 1.386(4) .
C9 H9 0.9500 .
C10 C11 1.387(4) .
C10 H10 0.9500 .
C11 C12 1.387(3) .
C11 H11 0.9500 .
C12 H12 0.9500 .
N1 C17 1.338(3) .
N1 C13 1.346(3) .
C13 C14 1.376(4) .
C13 H13 0.9500 .
C14 C15 1.375(5) .
C14 H14 0.9500 .
C15 C16 1.374(5) .
C15 H15 0.9500 .
C16 C17 1.385(4) .
C16 H16 0.9500 .
C17 H17 0.9500 .
N2 C22 1.344(3) .
N2 C18 1.346(3) .
C18 C19 1.378(4) .
C18 H18 0.9500 .
C19 C20 1.376(5) .
C19 H19 0.9500 .
C20 C21 1.372(5) .
C20 H20 0.9500 .
C21 C22 1.377(4) .
C21 H21 0.9500 .
C22 H22 0.9500 .
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
Th1 S1 C1 C2 -30.8(2)
Th1 S1 C1 C6 148.86(15)
C6 C1 C2 C3 -1.9(4)
S1 C1 C2 C3 177.8(2)
C1 C2 C3 C4 2.2(4)
C2 C3 C4 C5 -0.6(4)
C3 C4 C5 C6 -1.2(4)
C4 C5 C6 C1 1.5(4)
C2 C1 C6 C5 0.1(4)
S1 C1 C6 C5 -179.62(18)
Th1 S2 C7 C12 -32.8(2)
Th1 S2 C7 C8 146.92(15)
C12 C7 C8 C9 1.3(3)
S2 C7 C8 C9 -178.43(19)
C7 C8 C9 C10 0.6(4)
C8 C9 C10 C11 -1.4(4)
C9 C10 C11 C12 0.1(4)
C10 C11 C12 C7 1.9(4)
C8 C7 C12 C11 -2.6(3)
S2 C7 C12 C11 177.17(19)
C17 N1 C13 C14 -0.2(4)
Th1 N1 C13 C14 -177.4(2)
N1 C13 C14 C15 -2.1(5)
C13 C14 C15 C16 1.6(6)
C14 C15 C16 C17 1.1(5)
C13 N1 C17 C16 3.1(4)
Th1 N1 C17 C16 -179.6(2)
C15 C16 C17 N1 -3.6(5)
C22 N2 C18 C19 1.5(4)
Th1 N2 C18 C19 176.88(19)
N2 C18 C19 C20 -1.8(4)
C18 C19 C20 C21 0.5(5)
C19 C20 C21 C22 1.0(5)
C18 N2 C22 C21 0.1(4)
Th1 N2 C22 C21 -175.1(2)
C20 C21 C22 N2 -1.3(5)
