#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:14:14 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201977 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/73/4087350.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_4087350
loop_
_publ_author_name
'Lenton, Taylor N.'
'VanderVelde, David G.'
'Bercaw, John E.'
_publ_section_title
;
 Synthesis of a Bis(thiophenolate)pyridine Ligand and Its Titanium,
 Zirconium, and Tantalum Complexes.
;
_journal_name_full               Organometallics
_journal_page_first              7492
_journal_page_last               7499
_journal_paper_doi               10.1021/om300789h
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C25 H31 Cl N3 S2 Ta, 0.5(C6 H6)'
_chemical_formula_sum            'C28 H34 Cl N3 S2 Ta'
_chemical_formula_weight         693.10
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 101.852(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.2002(12)
_cell_length_b                   13.4469(6)
_cell_length_c                   14.7030(7)
_cell_measurement_reflns_used    9848
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      47.86
_cell_measurement_theta_min      2.30
_cell_volume                     5456.6(4)
_computing_cell_refinement       'Bruker SAINT-Plus v7.66A'
_computing_data_collection       'Bruker APEX2 v2009.7-0'
_computing_data_reduction        'Bruker SAINT-Plus v7.66A'
_computing_molecular_graphics    'Bruker XP v5.1'
_computing_publication_material  'Bruker XCIF 2008'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker KAPPA APEX II'
_diffrn_measurement_method       'ω scans; 14 settings'
_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  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       59
_diffrn_reflns_limit_h_min       -58
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            162177
_diffrn_reflns_theta_full        48.32
_diffrn_reflns_theta_max         48.32
_diffrn_reflns_theta_min         2.10
_exptl_absorpt_coefficient_mu    4.302
_exptl_absorpt_correction_T_max  0.7495
_exptl_absorpt_correction_T_min  0.6566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2008/1, Bruker-AXS, Madison, WI'
_exptl_crystal_colour            Orange/red
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             2760
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_refine_diff_density_max         2.114
_refine_diff_density_min         -1.182
_refine_diff_density_rms         0.116
_refine_ls_goodness_of_fit_ref   1.464
_refine_ls_number_parameters     453
_refine_ls_number_reflns         25930
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.464
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0193
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_wR_factor_gt          0.0295
_refine_ls_wR_factor_ref         0.0302
_reflns_number_gt                21337
_reflns_number_total             25930
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300789h_3.cif
_cod_data_source_block           tnl05
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4087350
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_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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ta1 Ta 0.359128(1) 0.154120(2) 0.746399(2) 0.00926(1) Uani 1 1 d . . .
Cl1 Cl 0.380961(6) 0.095997(13) 0.601857(11) 0.01319(3) Uani 1 1 d . . .
S1 S 0.411233(6) 0.298710(14) 0.752857(12) 0.01418(3) Uani 1 1 d . . .
S2 S 0.290049(6) 0.039555(12) 0.694822(12) 0.01119(3) Uani 1 1 d . . .
N1 N 0.30467(2) 0.26474(4) 0.64904(4) 0.00991(8) Uani 1 1 d . . .
N2 N 0.33927(2) 0.20653(4) 0.85933(4) 0.01255(9) Uani 1 1 d . . .
N3 N 0.40417(2) 0.05783(4) 0.81665(4) 0.01259(9) Uani 1 1 d . . .
C1 C 0.41145(2) 0.32394(5) 0.63538(5) 0.01337(11) Uani 1 1 d . . .
C2 C 0.45651(3) 0.33877(6) 0.61155(6) 0.01766(13) Uani 1 1 d . . .
C3 C 0.46001(3) 0.35943(6) 0.52082(6) 0.01978(14) Uani 1 1 d . . .
C4 C 0.41822(3) 0.36380(6) 0.45178(6) 0.01716(13) Uani 1 1 d . . .
C5 C 0.37344(3) 0.34904(5) 0.47483(5) 0.01407(11) Uani 1 1 d . . .
C6 C 0.36875(2) 0.33025(5) 0.56697(5) 0.01195(11) Uani 1 1 d . . .
C7 C 0.31862(2) 0.32672(5) 0.58515(5) 0.01081(10) Uani 1 1 d . . .
C8 C 0.28566(2) 0.39213(5) 0.53153(5) 0.01262(11) Uani 1 1 d . . .
C9 C 0.23765(2) 0.39263(5) 0.53817(5) 0.01304(11) Uani 1 1 d . . .
C10 C 0.22346(2) 0.32918(5) 0.60116(5) 0.01237(11) Uani 1 1 d . . .
C11 C 0.25720(2) 0.26754(5) 0.65749(5) 0.01046(10) Uani 1 1 d . . .
C12 C 0.23577(2) 0.20425(5) 0.72208(5) 0.01090(10) Uani 1 1 d . . .
C13 C 0.19958(3) 0.24850(5) 0.76191(5) 0.01399(11) Uani 1 1 d . . .
C14 C 0.16880(3) 0.19234(6) 0.80351(5) 0.01645(12) Uani 1 1 d . . .
C15 C 0.17320(3) 0.08915(6) 0.80640(5) 0.01668(12) Uani 1 1 d . . .
C16 C 0.21054(3) 0.04474(5) 0.77283(5) 0.01378(11) Uani 1 1 d . . .
C17 C 0.24280(2) 0.10100(5) 0.73297(5) 0.01084(10) Uani 1 1 d . . .
C18 C 0.32666(3) 0.31117(6) 0.87345(5) 0.01631(12) Uani 1 1 d . . .
C19 C 0.36283(4) 0.36211(7) 0.95064(6) 0.02282(16) Uani 1 1 d . . .
C20 C 0.33889(3) 0.14417(6) 0.94248(5) 0.01647(12) Uani 1 1 d . . .
C21 C 0.29341(3) 0.15396(6) 0.98259(6) 0.01815(13) Uani 1 1 d . . .
C22 C 0.44170(3) 0.08603(6) 0.89826(5) 0.01552(12) Uani 1 1 d . . .
C23 C 0.49275(3) 0.08190(7) 0.87986(6) 0.02178(15) Uani 1 1 d . . .
C24 C 0.40872(3) -0.04500(5) 0.78477(5) 0.01534(12) Uani 1 1 d . . .
C25 C 0.41384(3) -0.12243(6) 0.86143(6) 0.02049(14) Uani 1 1 d . . .
H2 H 0.4860(4) 0.3323(8) 0.6590(8) 0.016(3) Uiso 1 1 d . . .
H3 H 0.4915(4) 0.3690(9) 0.5064(8) 0.022(3) Uiso 1 1 d . . .
H4 H 0.4202(4) 0.3778(8) 0.3890(8) 0.015(2) Uiso 1 1 d . . .
H5 H 0.3453(4) 0.3519(7) 0.4271(8) 0.012(2) Uiso 1 1 d . . .
H8 H 0.2959(4) 0.4351(8) 0.4901(7) 0.016(2) Uiso 1 1 d . . .
H9 H 0.2148(4) 0.4345(8) 0.5003(7) 0.017(2) Uiso 1 1 d . . .
H10 H 0.1905(4) 0.3231(8) 0.6045(7) 0.010(2) Uiso 1 1 d . . .
H13 H 0.1963(4) 0.3205(8) 0.7591(7) 0.015(2) Uiso 1 1 d . . .
H14 H 0.1435(4) 0.2252(8) 0.8282(8) 0.019(3) Uiso 1 1 d . . .
H15 H 0.1521(4) 0.0476(8) 0.8318(7) 0.017(2) Uiso 1 1 d . . .
H16 H 0.2151(4) -0.0229(8) 0.7777(7) 0.011(2) Uiso 1 1 d . . .
H18A H 0.2938(4) 0.3136(8) 0.8882(7) 0.014(2) Uiso 1 1 d . . .
H18B H 0.3266(4) 0.3458(8) 0.8153(8) 0.017(3) Uiso 1 1 d . . .
H19A H 0.3639(5) 0.3344(9) 1.0124(9) 0.029(3) Uiso 1 1 d . . .
H19B H 0.3556(4) 0.4307(10) 0.9520(9) 0.028(3) Uiso 1 1 d . . .
H19C H 0.3950(5) 0.3564(9) 0.9416(9) 0.027(3) Uiso 1 1 d . . .
H20A H 0.3674(4) 0.1623(8) 0.9909(8) 0.021(3) Uiso 1 1 d . . .
H20B H 0.3422(4) 0.0746(8) 0.9256(7) 0.015(2) Uiso 1 1 d . . .
H21A H 0.2904(4) 0.2183(9) 1.0087(8) 0.021(3) Uiso 1 1 d . . .
H21B H 0.2955(4) 0.1091(9) 1.0327(8) 0.023(3) Uiso 1 1 d . . .
H21C H 0.2637(5) 0.1385(9) 0.9364(9) 0.026(3) Uiso 1 1 d . . .
H22A H 0.4386(4) 0.0418(8) 0.9488(7) 0.012(2) Uiso 1 1 d . . .
H22B H 0.4351(4) 0.1530(8) 0.9162(8) 0.022(3) Uiso 1 1 d . . .
H23A H 0.5028(4) 0.0134(10) 0.8664(9) 0.029(3) Uiso 1 1 d . . .
H23B H 0.5151(5) 0.1080(10) 0.9334(10) 0.036(3) Uiso 1 1 d . . .
H23C H 0.4959(5) 0.1238(10) 0.8279(9) 0.029(3) Uiso 1 1 d . . .
H24A H 0.4369(4) -0.0475(8) 0.7524(8) 0.020(3) Uiso 1 1 d . . .
H24B H 0.3806(4) -0.0612(9) 0.7366(8) 0.024(3) Uiso 1 1 d . . .
H25A H 0.4451(5) -0.1192(9) 0.9020(9) 0.027(3) Uiso 1 1 d . . .
H25B H 0.4094(4) -0.1882(10) 0.8317(9) 0.029(3) Uiso 1 1 d . . .
H25C H 0.3904(5) -0.1123(10) 0.8992(9) 0.034(3) Uiso 1 1 d . . .
C31 C 0.5000 0.55946(14) 0.7500 0.0534(5) Uani 1 2 d S . .
C32 C 0.47034(6) 0.60976(11) 0.67835(10) 0.0488(3) Uani 1 1 d . . .
C33 C 0.47055(5) 0.71188(10) 0.67795(12) 0.0524(4) Uani 1 1 d . . .
C34 C 0.5000 0.76242(14) 0.7500 0.0612(7) Uani 1 2 d S . .
H31 H 0.5000 0.4923(19) 0.7500 0.055(6) Uiso 1 2 d S . .
H32 H 0.4478(7) 0.5727(14) 0.6266(13) 0.067(5) Uiso 1 1 d . . .
H33 H 0.4506(6) 0.7540(13) 0.6238(12) 0.058(4) Uiso 1 1 d . . .
H34 H 0.5000 0.828(2) 0.7500 0.080(9) Uiso 1 2 d S . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ta Ta -0.7052 6.5227 '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 Ta1 N2 93.29(2) . . yes
N3 Ta1 N1 175.26(2) . . yes
N2 Ta1 N1 91.32(2) . . yes
N3 Ta1 S1 100.811(19) . . yes
N2 Ta1 S1 87.448(18) . . yes
N1 Ta1 S1 80.466(14) . . yes
N3 Ta1 Cl1 89.729(18) . . yes
N2 Ta1 Cl1 176.970(18) . . yes
N1 Ta1 Cl1 85.661(14) . . yes
S1 Ta1 Cl1 91.799(6) . . yes
N3 Ta1 S2 97.739(19) . . yes
N2 Ta1 S2 97.902(18) . . yes
N1 Ta1 S2 80.535(14) . . yes
S1 Ta1 S2 160.364(6) . . yes
Cl1 Ta1 S2 81.864(6) . . yes
C1 S1 Ta1 103.88(2) . . ?
C17 S2 Ta1 102.14(2) . . ?
C7 N1 C11 117.91(5) . . ?
C7 N1 Ta1 123.25(4) . . ?
C11 N1 Ta1 118.83(4) . . ?
C18 N2 C20 112.33(6) . . ?
C18 N2 Ta1 124.95(5) . . ?
C20 N2 Ta1 122.60(5) . . ?
C24 N3 C22 113.85(6) . . ?
C24 N3 Ta1 122.90(5) . . ?
C22 N3 Ta1 122.60(5) . . ?
C2 C1 C6 120.07(7) . . ?
C2 C1 S1 117.31(5) . . ?
C6 C1 S1 122.61(5) . . ?
C3 C2 C1 121.14(7) . . ?
C2 C3 C4 119.62(7) . . ?
C3 C4 C5 119.57(7) . . ?
C4 C5 C6 121.99(7) . . ?
C1 C6 C5 117.58(6) . . ?
C1 C6 C7 125.05(6) . . ?
C5 C6 C7 117.18(6) . . ?
N1 C7 C8 121.12(6) . . ?
N1 C7 C6 123.85(6) . . ?
C8 C7 C6 115.03(6) . . ?
C9 C8 C7 120.79(6) . . ?
C10 C9 C8 118.05(6) . . ?
C9 C10 C11 120.59(6) . . ?
N1 C11 C10 121.42(6) . . ?
N1 C11 C12 124.96(6) . . ?
C10 C11 C12 113.56(6) . . ?
C17 C12 C13 117.81(6) . . ?
C17 C12 C11 124.70(6) . . ?
C13 C12 C11 116.52(6) . . ?
C14 C13 C12 121.80(7) . . ?
C13 C14 C15 119.79(7) . . ?
C16 C15 C14 119.19(7) . . ?
C15 C16 C17 121.48(7) . . ?
C16 C17 C12 119.49(6) . . ?
C16 C17 S2 118.71(5) . . ?
C12 C17 S2 121.77(5) . . ?
N2 C18 C19 112.92(7) . . ?
N2 C20 C21 114.78(6) . . ?
N3 C22 C23 113.14(6) . . ?
N3 C24 C25 114.09(7) . . ?
C32 C31 C32 121.32(19) . 2_656 ?
C33 C32 C31 119.39(15) . . ?
C32 C33 C34 119.38(15) . . ?
C33 C34 C33 121.13(17) . 2_656 ?
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
Ta1 N3 1.9538(6) . yes
Ta1 N2 1.9873(6) . yes
Ta1 N1 2.3911(6) . yes
Ta1 S1 2.42715(19) . yes
Ta1 Cl1 2.45843(19) . yes
Ta1 S2 2.47717(19) . yes
S1 C1 1.7615(8) . ?
S2 C17 1.7550(7) . ?
N1 C7 1.3725(9) . ?
N1 C11 1.3699(9) . ?
N2 C18 1.4764(10) . ?
N2 C20 1.4843(10) . ?
N3 C24 1.4742(10) . ?
N3 C22 1.4773(9) . ?
C1 C2 1.4001(10) . ?
C1 C6 1.4039(10) . ?
C2 C3 1.3859(12) . ?
C3 C4 1.3895(12) . ?
C4 C5 1.3873(11) . ?
C5 C6 1.4108(10) . ?
C6 C7 1.4925(10) . ?
C7 C8 1.3992(9) . ?
C8 C9 1.3772(10) . ?
C9 C10 1.3778(10) . ?
C10 C11 1.3982(9) . ?
C11 C12 1.4924(10) . ?
C12 C17 1.4069(9) . ?
C12 C13 1.4088(10) . ?
C13 C14 1.3841(11) . ?
C14 C15 1.3930(12) . ?
C15 C16 1.3865(11) . ?
C16 C17 1.4008(10) . ?
C18 C19 1.5239(12) . ?
C20 C21 1.5233(11) . ?
C22 C23 1.5195(11) . ?
C24 C25 1.5192(11) . ?
C31 C32 1.3802(18) . ?
C31 C32 1.3803(18) 2_656 ?
C32 C33 1.373(2) . ?
C33 C34 1.383(2) . ?
C34 C33 1.383(2) 2_656 ?
