#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:34:49 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179117 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/79/4307935.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_4307935
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 S4 Se W'
_chemical_formula_weight         686.59
_chemical_name_common            (Et4N)[5]
_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                 98.595(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.895(3)
_cell_length_b                   22.103(6)
_cell_length_c                   11.330(3)
_cell_measurement_temperature    193(2)
_cell_volume                     2697.8(13)
_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 0.980
_diffrn_measured_fraction_theta_max 0.980
_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  0.1443
_diffrn_reflns_av_sigmaI/netI    0.1852
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12656
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    5.947
_exptl_absorpt_correction_T_max  0.7553
_exptl_absorpt_correction_T_min  0.1995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.411
_refine_diff_density_min         -1.355
_refine_diff_density_rms         0.245
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         4652
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.1533
_refine_ls_R_factor_gt           0.0782
_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)+(0.0570P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1411
_refine_ls_wR_factor_ref         0.1684
_reflns_number_gt                2579
_reflns_number_total             4652
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic062441asi20070323_105048_05.cif
_cod_data_source_block           stas10
_cod_original_cell_volume        2697.9(13)
_cod_database_code               4307935
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 0.54615(7) 0.16876(3) 0.76010(7) 0.0245(2) Uani 1 1 d . . .
Se1 Se 0.33791(17) 0.12711(8) 0.73474(18) 0.0337(5) Uani 1 1 d . . .
S2 S 0.5254(5) 0.2525(2) 0.6369(4) 0.0324(12) Uani 1 1 d . . .
S1 S 0.5599(5) 0.2424(2) 0.9068(4) 0.0314(11) Uani 1 1 d . . .
S3 S 0.6718(5) 0.1111(2) 0.8988(4) 0.0331(12) Uani 1 1 d . . .
S4 S 0.6616(4) 0.1242(2) 0.6283(4) 0.0324(11) Uani 1 1 d . . .
N1 N 0.4607(13) 0.2041(6) 0.2534(13) 0.026(3) Uani 1 1 d . . .
C2 C 0.3400(17) 0.0342(8) 0.7432(16) 0.031(5) Uani 1 1 d . . .
C3 C 0.7648(17) 0.0640(8) 0.8244(18) 0.037(5) Uani 1 1 d . . .
C4 C 0.7615(16) 0.0682(8) 0.7062(17) 0.030(4) Uani 1 1 d . . .
C5 C 0.4379(16) 0.1631(8) 0.1483(16) 0.036(5) Uani 1 1 d . . .
H5A H 0.4501 0.1210 0.1771 0.043 Uiso 1 1 calc R . .
H5B H 0.5018 0.1714 0.0968 0.043 Uiso 1 1 calc R . .
C6 C 0.5063(15) 0.3186(7) 0.7212(17) 0.028(4) Uani 1 1 d . . .
C7 C 0.5821(15) 0.1903(8) 0.3241(15) 0.031(5) Uani 1 1 d . . .
H7A H 0.5835 0.1470 0.3460 0.037 Uiso 1 1 calc R . .
H7B H 0.5902 0.2140 0.3991 0.037 Uiso 1 1 calc R . .
C8 C 0.5233(16) 0.3137(7) 0.8390(18) 0.034(5) Uani 1 1 d . . .
C9 C 0.451(2) 0.2685(8) 0.2063(17) 0.043(5) Uani 1 1 d . . .
H9A H 0.3639 0.2761 0.1691 0.051 Uiso 1 1 calc R . .
H9B H 0.5041 0.2728 0.1435 0.051 Uiso 1 1 calc R . .
C10 C 0.5115(17) 0.3656(8) 0.9256(17) 0.037(5) Uani 1 1 d . . .
H10A H 0.4898 0.4028 0.8804 0.056 Uiso 1 1 calc R . .
H10B H 0.5908 0.3711 0.9781 0.056 Uiso 1 1 calc R . .
H10C H 0.4465 0.3560 0.9738 0.056 Uiso 1 1 calc R . .
C12 C 0.4792(18) 0.3739(9) 0.6508(19) 0.048(6) Uani 1 1 d . . .
H12A H 0.5101 0.4091 0.6991 0.072 Uiso 1 1 calc R . .
H12B H 0.3893 0.3777 0.6269 0.072 Uiso 1 1 calc R . .
H12C H 0.5200 0.3721 0.5795 0.072 Uiso 1 1 calc R . .
C14 C 0.8355(19) 0.0306(9) 0.634(2) 0.057(7) Uani 1 1 d . . .
H14A H 0.9183 0.0483 0.6362 0.086 Uiso 1 1 calc R . .
H14B H 0.7938 0.0294 0.5507 0.086 Uiso 1 1 calc R . .
H14C H 0.8430 -0.0105 0.6659 0.086 Uiso 1 1 calc R . .
C16 C 0.2076(19) 0.0171(9) 0.708(2) 0.058(7) Uani 1 1 d . . .
H16A H 0.1822 -0.0098 0.7692 0.087 Uiso 1 1 calc R . .
H16B H 0.1972 -0.0037 0.6313 0.087 Uiso 1 1 calc R . .
H16C H 0.1560 0.0537 0.7021 0.087 Uiso 1 1 calc R . .
C17 C 0.4887(19) 0.3169(9) 0.3039(18) 0.051(6) Uani 1 1 d . . .
H17A H 0.4402 0.3112 0.3693 0.077 Uiso 1 1 calc R . .
H17B H 0.4726 0.3573 0.2696 0.077 Uiso 1 1 calc R . .
H17C H 0.5772 0.3128 0.3346 0.077 Uiso 1 1 calc R . .
C18 C 0.416(2) 0.0107(8) 0.650(2) 0.060(7) Uani 1 1 d . . .
H18A H 0.5031 0.0217 0.6732 0.090 Uiso 1 1 calc R . .
H18B H 0.3845 0.0288 0.5722 0.090 Uiso 1 1 calc R . .
H18C H 0.4081 -0.0334 0.6444 0.090 Uiso 1 1 calc R . .
C19 C 0.843(2) 0.0187(9) 0.900(2) 0.057(6) Uani 1 1 d . . .
H19A H 0.8083 -0.0219 0.8833 0.086 Uiso 1 1 calc R . .
H19B H 0.8429 0.0283 0.9846 0.086 Uiso 1 1 calc R . .
H19C H 0.9279 0.0200 0.8821 0.086 Uiso 1 1 calc R . .
C20 C 0.385(2) 0.0143(10) 0.8632(19) 0.066(7) Uani 1 1 d . . .
H20A H 0.3285 0.0278 0.9171 0.099 Uiso 1 1 calc R . .
H20B H 0.4680 0.0315 0.8891 0.099 Uiso 1 1 calc R . .
H20C H 0.3906 -0.0300 0.8649 0.099 Uiso 1 1 calc R . .
C21 C 0.3594(17) 0.1953(10) 0.3352(16) 0.043(6) Uani 1 1 d . . .
H21A H 0.3776 0.2229 0.4043 0.052 Uiso 1 1 calc R . .
H21B H 0.2781 0.2073 0.2901 0.052 Uiso 1 1 calc R . .
C22 C 0.3484(18) 0.1328(9) 0.3808(19) 0.048(6) Uani 1 1 d . . .
H22A H 0.3108 0.1066 0.3155 0.072 Uiso 1 1 calc R . .
H22B H 0.2961 0.1331 0.4441 0.072 Uiso 1 1 calc R . .
H22C H 0.4311 0.1174 0.4129 0.072 Uiso 1 1 calc R . .
C23 C 0.6939(18) 0.2035(9) 0.2631(19) 0.049(6) Uani 1 1 d . . .
H23A H 0.6873 0.1804 0.1885 0.073 Uiso 1 1 calc R . .
H23B H 0.7698 0.1916 0.3158 0.073 Uiso 1 1 calc R . .
H23C H 0.6970 0.2468 0.2456 0.073 Uiso 1 1 calc R . .
C24 C 0.3134(18) 0.1672(12) 0.0730(17) 0.064(7) Uani 1 1 d . . .
H24A H 0.2492 0.1551 0.1204 0.095 Uiso 1 1 calc R . .
H24B H 0.3109 0.1402 0.0041 0.095 Uiso 1 1 calc R . .
H24C H 0.2984 0.2089 0.0453 0.095 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'
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
S3 W1 S2 148.09(18) . . ?
S3 W1 S4 83.12(17) . . ?
S2 W1 S4 87.98(17) . . ?
S3 W1 S1 86.04(17) . . ?
S2 W1 S1 81.96(16) . . ?
S4 W1 S1 141.27(18) . . ?
S3 W1 Se1 108.69(13) . . ?
S2 W1 Se1 103.14(13) . . ?
S4 W1 Se1 110.57(13) . . ?
S1 W1 Se1 108.13(14) . . ?
C2 Se1 W1 111.7(5) . . ?
C6 S2 W1 110.1(6) . . ?
C8 S1 W1 109.1(7) . . ?
C3 S3 W1 109.1(6) . . ?
C4 S4 W1 109.0(6) . . ?
C7 N1 C5 109.8(13) . . ?
C7 N1 C9 113.4(14) . . ?
C5 N1 C9 107.2(13) . . ?
C7 N1 C21 108.0(14) . . ?
C5 N1 C21 110.6(14) . . ?
C9 N1 C21 107.8(14) . . ?
C20 C2 C16 110.7(17) . . ?
C20 C2 C18 113.8(18) . . ?
C16 C2 C18 109.5(16) . . ?
C20 C2 Se1 110.4(14) . . ?
C16 C2 Se1 103.8(13) . . ?
C18 C2 Se1 108.1(12) . . ?
C4 C3 C19 123.2(18) . . ?
C4 C3 S3 120.6(14) . . ?
C19 C3 S3 116.1(15) . . ?
C3 C4 C14 125.4(18) . . ?
C3 C4 S4 117.7(14) . . ?
C14 C4 S4 116.9(15) . . ?
N1 C5 C24 116.7(15) . . ?
C8 C6 C12 127.1(17) . . ?
C8 C6 S2 117.7(13) . . ?
C12 C6 S2 115.2(14) . . ?
N1 C7 C23 115.5(15) . . ?
C6 C8 C10 125.0(16) . . ?
C6 C8 S1 119.9(14) . . ?
C10 C8 S1 115.1(14) . . ?
N1 C9 C17 113.5(15) . . ?
C22 C21 N1 115.1(16) . . ?
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 S3 2.308(5) . ?
W1 S2 2.309(5) . ?
W1 S4 2.311(5) . ?
W1 S1 2.316(5) . ?
W1 Se1 2.425(2) . ?
Se1 C2 2.055(17) . ?
S2 C6 1.774(18) . ?
S1 C8 1.772(18) . ?
S3 C3 1.75(2) . ?
S4 C4 1.792(18) . ?
N1 C7 1.47(2) . ?
N1 C5 1.49(2) . ?
N1 C9 1.52(2) . ?
N1 C21 1.56(2) . ?
C2 C20 1.44(3) . ?
C2 C16 1.49(3) . ?
C2 C18 1.53(3) . ?
C3 C4 1.34(2) . ?
C3 C19 1.50(2) . ?
C4 C14 1.49(2) . ?
C5 C24 1.49(2) . ?
C6 C8 1.33(2) . ?
C6 C12 1.47(2) . ?
C7 C23 1.52(2) . ?
C8 C10 1.53(2) . ?
C9 C17 1.55(3) . ?
C21 C22 1.49(3) . ?
