#------------------------------------------------------------------------------
#$Date: 2019-11-25 01:22:13 +0200 (Mon, 25 Nov 2019) $
#$Revision: 239857 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/35/03/4350361.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_4350361
loop_
_publ_author_name
'Baba, Koji'
'Okamura, Taka-aki'
'Yamamoto, Hitoshi'
'Yamamoto, Tetsuo'
'Ohama, Mitsuo'
'Ueyama, Norikazu'
_publ_section_title
;
 Dioxotungsten 1,2-benzenedithiolate complex stabilized by NH...S hydrogen
 bonds.
;
_journal_issue                   20
_journal_name_full               'Inorganic chemistry'
_journal_page_first              8365
_journal_page_last               8371
_journal_paper_doi               10.1021/ic060719t
_journal_volume                  45
_journal_year                    2006
_chemical_formula_moiety         'C37 H64 N6 O7 S4 W '
_chemical_formula_sum            'C37 H64 N6 O7 S4 W'
_chemical_formula_weight         1017.03
_chemical_name_systematic
; 
(NEt4)2[WO2{S2C6H2(NHCOCH3)2}2]-MeOH 
;
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_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
_audit_creation_date             'Wed Apr 26 16:41:22 2006'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 118.24(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.75(3)
_cell_length_b                   20.38(3)
_cell_length_c                   13.06(2)
_cell_measurement_reflns_used    14582
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     4631(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_sigmaI/netI    0.0875
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21533
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.19
_exptl_absorpt_coefficient_mu    2.723
_exptl_absorpt_correction_T_max  0.873
_exptl_absorpt_correction_T_min  0.726
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Higashi, 1995)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             2088
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.749
_refine_diff_density_min         -1.463
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         5276
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0351P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0858
_refine_ls_wR_factor_ref         0.0906
_reflns_number_gt                2946
_reflns_number_total             5276
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic060719tsi20060428_120729.cif
_cod_data_source_block           5-MeOH
_cod_original_cell_volume        4632(13)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4350361
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
W1 W 0.5000 0.376422(14) 0.7500 0.05577(13) Uani 1 2 d S
S1 S 0.52321(8) 0.28045(7) 0.63835(12) 0.0645(4) Uani 1 1 d .
S2 S 0.63656(7) 0.35815(6) 0.87207(11) 0.0582(4) Uani 1 1 d .
O1 O 0.6707(3) 0.0839(2) 0.5814(4) 0.1128(16) Uani 1 1 d .
O2 O 0.8903(2) 0.3404(2) 0.9240(4) 0.1000(14) Uani 1 1 d .
O3 O 0.48982(18) 0.42952(16) 0.6397(3) 0.0683(10) Uani 1 1 d .
O4 O 0.0300(10) 0.2397(6) 0.7097(19) 0.231(8) Uani 0.50 1 d PDU
H34 H 0.0469 0.2089 0.6855 0.277 Uiso 0.50 1 calc PR
N1 N 0.5975(3) 0.1683(2) 0.5862(4) 0.0751(13) Uani 1 1 d .
H1 H 0.5506 0.1844 0.5492 0.090 Uiso 1 1 calc R
N2 N 0.7983(2) 0.3168(2) 0.9736(4) 0.0685(13) Uani 1 1 d .
H2 H 0.7838 0.3227 1.0271 0.082 Uiso 1 1 calc R
N3 N 0.1934(3) 0.0581(2) 0.0870(4) 0.0741(14) Uani 1 1 d .
C11 C 0.6204(3) 0.2584(2) 0.7196(5) 0.0543(13) Uani 1 1 d .
C12 C 0.6701(3) 0.2947(2) 0.8174(5) 0.0542(13) Uani 1 1 d .
C13 C 0.7476(3) 0.2792(3) 0.8741(5) 0.0620(14) Uani 1 1 d .
C14 C 0.7755(3) 0.2281(3) 0.8363(6) 0.0783(18) Uani 1 1 d .
H3 H 0.8289 0.2183 0.8757 0.094 Uiso 1 1 calc R
C15 C 0.7273(3) 0.1913(3) 0.7428(5) 0.0815(18) Uani 1 1 d .
H4 H 0.7471 0.1558 0.7179 0.098 Uiso 1 1 calc R
C16 C 0.6493(3) 0.2056(3) 0.6839(5) 0.0663(15) Uani 1 1 d .
C17 C 0.6085(4) 0.1118(3) 0.5403(6) 0.0848(18) Uani 1 1 d .
C18 C 0.5418(4) 0.0848(4) 0.4357(6) 0.112(2) Uani 1 1 d .
H5 H 0.5424 0.1015 0.3657 0.135 Uiso 1 1 calc R
H6 H 0.4941 0.0984 0.4352 0.135 Uiso 1 1 calc R
H7 H 0.5449 0.0368 0.4369 0.135 Uiso 1 1 calc R
C27 C 0.8655(3) 0.3443(3) 0.9946(6) 0.0753(17) Uani 1 1 d .
C28 C 0.9099(3) 0.3784(3) 1.1096(6) 0.0933(19) Uani 1 1 d .
H8 H 0.9495 0.3488 1.1646 0.112 Uiso 1 1 calc R
H9 H 0.8749 0.3907 1.1400 0.112 Uiso 1 1 calc R
H10 H 0.9343 0.4179 1.0992 0.112 Uiso 1 1 calc R
C31 C 0.2673(4) 0.0234(3) 0.1030(7) 0.105(2) Uani 1 1 d .
H11 H 0.2557 -0.0235 0.0823 0.126 Uiso 1 1 calc R
H12 H 0.2835 0.0430 0.0487 0.126 Uiso 1 1 calc R
C32 C 0.3330(4) 0.0281(4) 0.2251(7) 0.122(3) Uani 1 1 d .
H13 H 0.3403 0.0740 0.2504 0.147 Uiso 1 1 calc R
H14 H 0.3801 0.0117 0.2265 0.147 Uiso 1 1 calc R
H15 H 0.3214 0.0017 0.2775 0.147 Uiso 1 1 calc R
C33 C 0.2100(5) 0.1261(4) 0.1274(10) 0.164(4) Uani 1 1 d .
H16 H 0.2524 0.1268 0.2083 0.197 Uiso 1 1 calc R
H17 H 0.1641 0.1457 0.1272 0.197 Uiso 1 1 calc R
C34 C 0.2338(6) 0.1693(4) 0.0462(11) 0.204(6) Uani 1 1 d .
H18 H 0.2876 0.1607 0.0673 0.245 Uiso 1 1 calc R
H19 H 0.2273 0.2160 0.0574 0.245 Uiso 1 1 calc R
H20 H 0.2010 0.1575 -0.0354 0.245 Uiso 1 1 calc R
C35 C 0.1392(4) 0.0497(3) -0.0362(6) 0.105(2) Uani 1 1 d .
H21 H 0.1315 0.0023 -0.0546 0.126 Uiso 1 1 calc R
H22 H 0.1608 0.0695 -0.0835 0.126 Uiso 1 1 calc R
C36 C 0.0579(4) 0.0832(4) -0.0691(7) 0.126(3) Uani 1 1 d .
H23 H 0.0402 0.0687 -0.0142 0.151 Uiso 1 1 calc R
H24 H 0.0202 0.0703 -0.1481 0.151 Uiso 1 1 calc R
H25 H 0.0636 0.1310 -0.0652 0.151 Uiso 1 1 calc R
C37 C 0.1652(4) 0.0255(6) 0.1652(7) 0.145(4) Uani 1 1 d .
H26 H 0.2056 0.0305 0.2469 0.174 Uiso 1 1 calc R
H27 H 0.1193 0.0497 0.1567 0.174 Uiso 1 1 calc R
C38 C 0.1453(4) -0.0443(4) 0.1437(7) 0.126(3) Uani 1 1 d .
H28 H 0.1031 -0.0500 0.0645 0.151 Uiso 1 1 calc R
H29 H 0.1292 -0.0604 0.1996 0.151 Uiso 1 1 calc R
H30 H 0.1902 -0.0692 0.1526 0.151 Uiso 1 1 calc R
C41 C 0.0861(9) 0.2850(9) 0.7642(15) 0.174(8) Uani 0.50 1 d PDU
H31 H 0.0630 0.3267 0.7691 0.209 Uiso 0.50 1 calc PR
H32 H 0.1143 0.2915 0.7202 0.209 Uiso 0.50 1 calc PR
H33 H 0.1216 0.2697 0.8427 0.209 Uiso 0.50 1 calc PR
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
W W -0.8490 6.8722 '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'
O O 0.0106 0.0060 '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'
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'
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
O3 W1 O3 102.8(3) . 2_656
O3 W1 S2 83.92(13) . 2_656
O3 W1 S2 107.29(13) 2_656 2_656
O3 W1 S2 107.30(13) . .
O3 W1 S2 83.92(13) 2_656 .
S2 W1 S2 162.35(7) 2_656 .
O3 W1 S1 161.84(11) . 2_656
O3 W1 S1 89.17(18) 2_656 2_656
S2 W1 S1 79.48(9) 2_656 2_656
S2 W1 S1 87.27(9) . 2_656
O3 W1 S1 89.17(18) . .
O3 W1 S1 161.83(11) 2_656 .
S2 W1 S1 87.27(9) 2_656 .
S2 W1 S1 79.48(9) . .
S1 W1 S1 82.76(14) 2_656 .
C11 S1 W1 106.6(2) . .
C12 S2 W1 111.24(19) . .
C41 O4 H34 109.5 . .
C17 N1 C16 130.6(5) . .
C17 N1 H1 114.7 . .
C16 N1 H1 114.7 . .
C27 N2 C13 127.4(5) . .
C27 N2 H2 116.3 . .
C13 N2 H2 116.3 . .
C35 N3 C33 115.5(7) . .
C35 N3 C37 112.1(5) . .
C33 N3 C37 105.1(6) . .
C35 N3 C31 104.4(5) . .
C33 N3 C31 110.4(5) . .
C37 N3 C31 109.3(6) . .
C16 C11 C12 119.5(5) . .
C16 C11 S1 119.8(4) . .
C12 C11 S1 120.7(4) . .
C13 C12 C11 119.2(5) . .
C13 C12 S2 119.0(4) . .
C11 C12 S2 121.7(4) . .
C14 C13 C12 120.7(5) . .
C14 C13 N2 120.3(5) . .
C12 C13 N2 119.0(5) . .
C15 C14 C13 120.6(5) . .
C15 C14 H3 119.7 . .
C13 C14 H3 119.7 . .
C14 C15 C16 120.1(6) . .
C14 C15 H4 119.9 . .
C16 C15 H4 119.9 . .
C15 C16 C11 119.8(6) . .
C15 C16 N1 121.6(5) . .
C11 C16 N1 118.6(5) . .
O1 C17 N1 122.4(6) . .
O1 C17 C18 120.0(6) . .
N1 C17 C18 117.5(6) . .
C17 C18 H5 109.5 . .
C17 C18 H6 109.5 . .
H5 C18 H6 109.5 . .
C17 C18 H7 109.5 . .
H5 C18 H7 109.5 . .
H6 C18 H7 109.5 . .
O2 C27 N2 121.6(6) . .
O2 C27 C28 121.7(6) . .
N2 C27 C28 116.6(6) . .
C27 C28 H8 109.5 . .
C27 C28 H9 109.5 . .
H8 C28 H9 109.5 . .
C27 C28 H10 109.5 . .
H8 C28 H10 109.5 . .
H9 C28 H10 109.5 . .
C32 C31 N3 113.6(6) . .
C32 C31 H11 108.9 . .
N3 C31 H11 108.9 . .
C32 C31 H12 108.9 . .
N3 C31 H12 108.9 . .
H11 C31 H12 107.7 . .
C31 C32 H13 109.5 . .
C31 C32 H14 109.5 . .
H13 C32 H14 109.5 . .
C31 C32 H15 109.5 . .
H13 C32 H15 109.5 . .
H14 C32 H15 109.5 . .
N3 C33 C34 111.5(7) . .
N3 C33 H16 109.3 . .
C34 C33 H16 109.3 . .
N3 C33 H17 109.3 . .
C34 C33 H17 109.3 . .
H16 C33 H17 108.0 . .
C33 C34 H18 109.5 . .
C33 C34 H19 109.5 . .
H18 C34 H19 109.5 . .
C33 C34 H20 109.5 . .
H18 C34 H20 109.5 . .
H19 C34 H20 109.5 . .
N3 C35 C36 111.4(6) . .
N3 C35 H21 109.4 . .
C36 C35 H21 109.4 . .
N3 C35 H22 109.4 . .
C36 C35 H22 109.4 . .
H21 C35 H22 108.0 . .
C35 C36 H23 109.5 . .
C35 C36 H24 109.5 . .
H23 C36 H24 109.5 . .
C35 C36 H25 109.5 . .
H23 C36 H25 109.5 . .
H24 C36 H25 109.5 . .
C38 C37 N3 116.3(7) . .
C38 C37 H26 108.2 . .
N3 C37 H26 108.2 . .
C38 C37 H27 108.2 . .
N3 C37 H27 108.2 . .
H26 C37 H27 107.4 . .
C37 C38 H28 109.5 . .
C37 C38 H29 109.5 . .
H28 C38 H29 109.5 . .
C37 C38 H30 109.5 . .
H28 C38 H30 109.5 . .
H29 C38 H30 109.5 . .
O4 C41 H31 109.5 . .
O4 C41 H32 109.5 . .
H31 C41 H32 109.5 . .
O4 C41 H33 109.5 . .
H31 C41 H33 109.5 . .
H32 C41 H33 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
W1 O3 1.735(4) .
W1 O3 1.735(4) 2_656
W1 S2 2.426(4) 2_656
W1 S2 2.426(4) .
W1 S1 2.607(3) 2_656
W1 S1 2.607(3) .
S1 C11 1.757(5) .
S2 C12 1.752(5) .
O1 C17 1.224(7) .
O2 C27 1.234(7) .
O4 C41 1.357(9) .
O4 H34 0.8400 .
N1 C17 1.362(7) .
N1 C16 1.419(7) .
N1 H1 0.8800 .
N2 C27 1.345(7) .
N2 C13 1.431(7) .
N2 H2 0.8800 .
N3 C35 1.461(8) .
N3 C33 1.464(8) .
N3 C37 1.527(10) .
N3 C31 1.545(8) .
C11 C16 1.398(7) .
C11 C12 1.398(7) .
C12 C13 1.385(7) .
C13 C14 1.375(8) .
C14 C15 1.365(8) .
C14 H3 0.9500 .
C15 C16 1.389(8) .
C15 H4 0.9500 .
C17 C18 1.484(9) .
C18 H5 0.9800 .
C18 H6 0.9800 .
C18 H7 0.9800 .
C27 C28 1.505(9) .
C28 H8 0.9800 .
C28 H9 0.9800 .
C28 H10 0.9800 .
C31 C32 1.509(9) .
C31 H11 0.9900 .
C31 H12 0.9900 .
C32 H13 0.9800 .
C32 H14 0.9800 .
C32 H15 0.9800 .
C33 C34 1.610(13) .
C33 H16 0.9900 .
C33 H17 0.9900 .
C34 H18 0.9800 .
C34 H19 0.9800 .
C34 H20 0.9800 .
C35 C36 1.604(9) .
C35 H21 0.9900 .
C35 H22 0.9900 .
C36 H23 0.9800 .
C36 H24 0.9800 .
C36 H25 0.9800 .
C37 C38 1.467(11) .
C37 H26 0.9900 .
C37 H27 0.9900 .
C38 H28 0.9800 .
C38 H29 0.9800 .
C38 H30 0.9800 .
C41 H31 0.9800 .
C41 H32 0.9800 .
C41 H33 0.9800 .
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
O3 W1 S1 C11 110.1(2) .
O3 W1 S1 C11 -21.9(4) 2_656
S2 W1 S1 C11 -165.92(18) 2_656
S2 W1 S1 C11 2.36(17) .
S1 W1 S1 C11 -86.2(2) 2_656
O3 W1 S2 C12 -85.6(2) .
O3 W1 S2 C12 172.8(2) 2_656
S2 W1 S2 C12 42.16(18) 2_656
S1 W1 S2 C12 83.3(2) 2_656
S1 W1 S2 C12 0.17(17) .
W1 S1 C11 C16 177.0(4) .
W1 S1 C11 C12 -5.6(4) .
C16 C11 C12 C13 2.6(7) .
S1 C11 C12 C13 -174.9(4) .
C16 C11 C12 S2 -176.0(4) .
S1 C11 C12 S2 6.5(6) .
W1 S2 C12 C13 177.7(3) .
W1 S2 C12 C11 -3.8(5) .
C11 C12 C13 C14 -1.1(8) .
S2 C12 C13 C14 177.5(4) .
C11 C12 C13 N2 179.5(5) .
S2 C12 C13 N2 -1.9(6) .
C27 N2 C13 C14 49.7(8) .
C27 N2 C13 C12 -130.9(6) .
C12 C13 C14 C15 -0.6(9) .
N2 C13 C14 C15 178.8(5) .
C13 C14 C15 C16 0.7(10) .
C14 C15 C16 C11 0.9(9) .
C14 C15 C16 N1 179.9(5) .
C12 C11 C16 C15 -2.5(8) .
S1 C11 C16 C15 175.0(4) .
C12 C11 C16 N1 178.4(5) .
S1 C11 C16 N1 -4.1(7) .
C17 N1 C16 C15 7.9(9) .
C17 N1 C16 C11 -173.0(6) .
C16 N1 C17 O1 -0.6(10) .
C16 N1 C17 C18 -179.8(6) .
C13 N2 C27 O2 1.7(9) .
C13 N2 C27 C28 -176.7(5) .
C35 N3 C31 C32 178.0(6) .
C33 N3 C31 C32 53.2(9) .
C37 N3 C31 C32 -62.0(8) .
C35 N3 C33 C34 -51.0(10) .
C37 N3 C33 C34 -175.2(7) .
C31 N3 C33 C34 67.1(10) .
C33 N3 C35 C36 -58.6(8) .
C37 N3 C35 C36 61.8(8) .
C31 N3 C35 C36 -180.0(5) .
C35 N3 C37 C38 54.5(9) .
C33 N3 C37 C38 -179.2(7) .
C31 N3 C37 C38 -60.7(8) .
