#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:34:49 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179117 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/79/4307937.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_4307937
loop_
_publ_author_name
'Stanislav Groysman'
'R. H. Holm'
_publ_contact_author_address
;
Department of Chemistry and Chemical Biology
Harvard University
12 Oxford Street
Cambridge, MA 02138
USA
;
_publ_contact_author_email       holm@chemistry.harvard.edu
_publ_contact_author_fax         '617 496-9289'
_publ_contact_author_name        'Richard H. Holm'
_publ_contact_author_phone       '617 495-0853'
_publ_section_title
;
Synthesis and Structures of Bis(dithiolene)tungsten(IV,VI) Thiolate and
Selenolate Complexes: Approaches to the Active Sites of Molybdenum and
Tungsten Formate Dehydrogenases
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4090
_journal_page_last               4102
_journal_paper_doi               10.1021/ic062441a
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C20 H41 N O S4 Se W'
_chemical_formula_weight         702.59
_chemical_name_common            (Et4N)[12]
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.435(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.5206(9)
_cell_length_b                   16.5220(17)
_cell_length_c                   17.5703(18)
_cell_measurement_temperature    193(2)
_cell_volume                     2688.2(5)
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2000)'
_computing_publication_material  'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Smart APEX CCD'
_diffrn_measurement_method       ω
_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  0.0706
_diffrn_reflns_av_sigmaI/netI    0.0895
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18636
_diffrn_reflns_theta_full        27.88
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    5.974
_exptl_absorpt_correction_T_max  0.5865
_exptl_absorpt_correction_T_min  0.2673
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.736
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.409
_refine_diff_density_min         -1.023
_refine_diff_density_rms         0.187
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         6406
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.1006
_refine_ls_R_factor_gt           0.0529
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0503P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1155
_reflns_number_gt                4111
_reflns_number_total             6406
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic062441asi20070323_105048_07.cif
_cod_data_source_block           stas19
_cod_database_code               4307937
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
W1 W 0.51000(3) 0.30024(2) 0.230305(19) 0.03210(11) Uani 1 1 d . . .
Se1 Se 0.52507(9) 0.24632(5) 0.36883(5) 0.0376(2) Uani 1 1 d . . .
S4 S 0.4088(2) 0.34608(13) 0.09769(12) 0.0383(5) Uani 1 1 d . . .
S2 S 0.6802(2) 0.24224(14) 0.16675(13) 0.0414(5) Uani 1 1 d . . .
S1 S 0.4193(2) 0.15830(13) 0.21092(13) 0.0421(5) Uani 1 1 d . . .
S3 S 0.2768(2) 0.34604(14) 0.24322(12) 0.0395(5) Uani 1 1 d . . .
O1 O 0.6379(6) 0.3745(3) 0.2625(3) 0.0432(14) Uani 1 1 d . . .
N1 N 0.0226(7) 0.1352(4) 0.3498(4) 0.0348(15) Uani 1 1 d . . .
C2 C -0.1998(9) 0.0443(6) 0.3287(6) 0.051(2) Uani 1 1 d . . .
H2A H -0.2615 0.0900 0.3354 0.077 Uiso 1 1 calc R . .
H2B H -0.2346 -0.0051 0.3492 0.077 Uiso 1 1 calc R . .
H2C H -0.2028 0.0372 0.2730 0.077 Uiso 1 1 calc R . .
C4 C 0.0044(12) 0.2892(6) 0.3556(7) 0.068(3) Uani 1 1 d . . .
H4A H 0.1067 0.2905 0.3827 0.101 Uiso 1 1 calc R . .
H4B H -0.0476 0.3319 0.3764 0.101 Uiso 1 1 calc R . .
H4C H -0.0049 0.2979 0.2995 0.101 Uiso 1 1 calc R . .
C3 C -0.0591(10) 0.2075(6) 0.3683(6) 0.054(2) Uani 1 1 d . . .
H3A H -0.0651 0.2039 0.4237 0.065 Uiso 1 1 calc R . .
H3B H -0.1589 0.2049 0.3357 0.065 Uiso 1 1 calc R . .
C5 C 0.0207(9) 0.1351(6) 0.2634(5) 0.045(2) Uani 1 1 d . . .
H5A H -0.0799 0.1444 0.2337 0.055 Uiso 1 1 calc R . .
H5B H 0.0794 0.1813 0.2527 0.055 Uiso 1 1 calc R . .
C7 C 0.1792(9) 0.1368(6) 0.3942(5) 0.053(2) Uani 1 1 d . . .
H7A H 0.2245 0.0850 0.3848 0.063 Uiso 1 1 calc R . .
H7B H 0.2289 0.1806 0.3723 0.063 Uiso 1 1 calc R . .
C1 C -0.0483(10) 0.0608(5) 0.3721(6) 0.051(2) Uani 1 1 d . . .
H1A H 0.0115 0.0135 0.3653 0.061 Uiso 1 1 calc R . .
H1B H -0.0470 0.0645 0.4285 0.061 Uiso 1 1 calc R . .
C8 C 0.2051(10) 0.1493(7) 0.4811(6) 0.068(3) Uani 1 1 d . . .
H8A H 0.1678 0.2024 0.4917 0.102 Uiso 1 1 calc R . .
H8B H 0.3090 0.1468 0.5046 0.102 Uiso 1 1 calc R . .
H8C H 0.1555 0.1069 0.5038 0.102 Uiso 1 1 calc R . .
C15 C 0.2421(9) 0.3947(5) 0.0943(5) 0.0368(19) Uani 1 1 d . . .
C19 C 0.5620(10) 0.3366(5) 0.4478(5) 0.043(2) Uani 1 1 d . . .
C21 C 0.5619(12) 0.2945(6) 0.5258(5) 0.061(3) Uani 1 1 d . . .
H21A H 0.5835 0.3343 0.5683 0.092 Uiso 1 1 calc R . .
H21B H 0.6355 0.2519 0.5356 0.092 Uiso 1 1 calc R . .
H21C H 0.4667 0.2706 0.5232 0.092 Uiso 1 1 calc R . .
C14 C 0.1852(8) 0.3946(5) 0.1567(5) 0.0370(19) Uani 1 1 d . . .
C11 C 0.6242(9) 0.1474(6) 0.1308(4) 0.041(2) Uani 1 1 d . . .
C10 C 0.5150(9) 0.1099(5) 0.1530(5) 0.040(2) Uani 1 1 d . . .
C9 C 0.0754(10) 0.0597(5) 0.2327(5) 0.048(2) Uani 1 1 d . . .
H9A H 0.1779 0.0525 0.2578 0.072 Uiso 1 1 calc R . .
H9B H 0.0637 0.0644 0.1760 0.072 Uiso 1 1 calc R . .
H9C H 0.0205 0.0130 0.2443 0.072 Uiso 1 1 calc R . .
C16 C 0.1756(9) 0.4301(6) 0.0151(5) 0.051(2) Uani 1 1 d . . .
H16A H 0.0883 0.4604 0.0177 0.076 Uiso 1 1 calc R . .
H16B H 0.1504 0.3865 -0.0234 0.076 Uiso 1 1 calc R . .
H16C H 0.2449 0.4667 -0.0006 0.076 Uiso 1 1 calc R . .
C17 C 0.0446(9) 0.4323(6) 0.1604(5) 0.055(3) Uani 1 1 d . . .
H17A H -0.0046 0.4515 0.1083 0.082 Uiso 1 1 calc R . .
H17B H 0.0620 0.4780 0.1969 0.082 Uiso 1 1 calc R . .
H17C H -0.0160 0.3920 0.1785 0.082 Uiso 1 1 calc R . .
C13 C 0.4755(12) 0.0228(5) 0.1320(6) 0.062(3) Uani 1 1 d . . .
H13A H 0.4529 0.0166 0.0749 0.094 Uiso 1 1 calc R . .
H13B H 0.3911 0.0077 0.1518 0.094 Uiso 1 1 calc R . .
H13C H 0.5570 -0.0123 0.1555 0.094 Uiso 1 1 calc R . .
C18 C 0.4443(12) 0.3986(6) 0.4304(6) 0.066(3) Uani 1 1 d . . .
H18A H 0.4589 0.4381 0.4732 0.099 Uiso 1 1 calc R . .
H18B H 0.3506 0.3719 0.4254 0.099 Uiso 1 1 calc R . .
H18C H 0.4462 0.4264 0.3814 0.099 Uiso 1 1 calc R . .
C20 C 0.7088(12) 0.3736(8) 0.4536(7) 0.094(4) Uani 1 1 d . . .
H20A H 0.7084 0.4044 0.4058 0.141 Uiso 1 1 calc R . .
H20B H 0.7815 0.3306 0.4597 0.141 Uiso 1 1 calc R . .
H20C H 0.7321 0.4098 0.4989 0.141 Uiso 1 1 calc R . .
C12 C 0.7085(11) 0.1085(6) 0.0773(6) 0.064(3) Uani 1 1 d . . .
H12A H 0.7489 0.0569 0.0999 0.097 Uiso 1 1 calc R . .
H12B H 0.7871 0.1445 0.0716 0.097 Uiso 1 1 calc R . .
H12C H 0.6441 0.0987 0.0259 0.097 Uiso 1 1 calc R . .
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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
W W -0.8490 6.8722 '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
O1 W1 S2 86.25(19) . . ?
O1 W1 S3 109.95(19) . . ?
S2 W1 S3 156.55(8) . . ?
O1 W1 S4 100.67(19) . . ?
S2 W1 S4 80.59(7) . . ?
S3 W1 S4 79.81(7) . . ?
O1 W1 S1 155.10(19) . . ?
S2 W1 S1 78.97(8) . . ?
S3 W1 S1 90.62(8) . . ?
S4 W1 S1 96.58(8) . . ?
O1 W1 Se1 93.22(19) . . ?
S2 W1 Se1 114.37(6) . . ?
S3 W1 Se1 82.48(5) . . ?
S4 W1 Se1 160.39(5) . . ?
S1 W1 Se1 75.18(6) . . ?
C19 Se1 W1 111.0(3) . . ?
C15 S4 W1 109.1(3) . . ?
C11 S2 W1 110.6(3) . . ?
C10 S1 W1 107.7(3) . . ?
C14 S3 W1 110.2(3) . . ?
C1 N1 C3 108.0(6) . . ?
C1 N1 C7 109.2(7) . . ?
C3 N1 C7 111.8(7) . . ?
C1 N1 C5 111.1(7) . . ?
C3 N1 C5 109.4(6) . . ?
C7 N1 C5 107.4(6) . . ?
N1 C3 C4 115.6(8) . . ?
C9 C5 N1 116.0(7) . . ?
C8 C7 N1 115.9(8) . . ?
C2 C1 N1 117.2(8) . . ?
C14 C15 C16 126.6(7) . . ?
C14 C15 S4 120.4(6) . . ?
C16 C15 S4 112.9(6) . . ?
C18 C19 C20 112.0(9) . . ?
C18 C19 C21 109.6(8) . . ?
C20 C19 C21 108.4(9) . . ?
C18 C19 Se1 111.4(6) . . ?
C20 C19 Se1 111.0(7) . . ?
C21 C19 Se1 104.1(6) . . ?
C15 C14 C17 125.2(8) . . ?
C15 C14 S3 119.8(6) . . ?
C17 C14 S3 115.0(6) . . ?
C10 C11 C12 122.8(9) . . ?
C10 C11 S2 120.4(6) . . ?
C12 C11 S2 116.7(7) . . ?
C11 C10 C13 122.3(8) . . ?
C11 C10 S1 120.7(7) . . ?
C13 C10 S1 116.9(7) . . ?
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
W1 O1 1.729(6) . ?
W1 S2 2.373(2) . ?
W1 S3 2.406(2) . ?
W1 S4 2.427(2) . ?
W1 S1 2.495(2) . ?
W1 Se1 2.5643(9) . ?
Se1 C19 2.011(8) . ?
S4 C15 1.766(8) . ?
S2 C11 1.727(9) . ?
S1 C10 1.714(9) . ?
S3 C14 1.760(8) . ?
N1 C1 1.499(10) . ?
N1 C3 1.502(11) . ?
N1 C7 1.513(10) . ?
N1 C5 1.514(10) . ?
C2 C1 1.491(12) . ?
C4 C3 1.515(12) . ?
C5 C9 1.497(12) . ?
C7 C8 1.503(13) . ?
C15 C14 1.333(11) . ?
C15 C16 1.507(11) . ?
C19 C18 1.496(12) . ?
C19 C20 1.507(13) . ?
C19 C21 1.538(12) . ?
C14 C17 1.491(11) . ?
C11 C10 1.343(12) . ?
C11 C12 1.514(11) . ?
C10 C13 1.511(12) . ?
