#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:47:56 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179864 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/60/7016079.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_7016079
loop_
_publ_author_name
'Bezuidenhout, Daniela I.'
'Barnard, Werner'
'van der Westhuizen, Belinda'
'van der Watt, Elisia'
'Liles, David C.'
_publ_section_title
;
 Multimetal Fischer carbene complexes of Group VI transition metals:
 synthesis, structure and substituent effect investigation.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6711
_journal_page_last               6721
_journal_paper_doi               10.1039/c1dt10183h
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         'C16 H10 O6 S W'
_chemical_formula_sum            'C16 H10 O6 S W'
_chemical_formula_weight         514.15
_chemical_name_common
;(Ethoxy-(benzo(b)thien-2-yl)-methylidene)-(pentacarbonyl)-
tungsten
;
_chemical_name_systematic
;
(Ethoxy-(benzo[b]thien-2-yl)-methylidene)-(pentacarbonyl)-tungsten
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.757(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.3964(6)
_cell_length_b                   7.7430(5)
_cell_length_c                   12.5316(7)
_cell_measurement_reflns_used    4432
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.536
_cell_measurement_theta_min      2.435
_cell_volume                     881.68(9)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics
' ORTEP-3 for Windows (Farrugia, 1997), POV-Ray (Cason, 2004)'
_computing_structure_refinement  'SHELXTL and SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXTL (Bruker, 2001)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'SMART 1000 CCD'
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measurement_device_type  'Bruker (Siemens) P4'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4807
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.54
_diffrn_reflns_theta_min         2.44
_exptl_absorpt_coefficient_mu    6.696
_exptl_absorpt_correction_T_max  0.479
_exptl_absorpt_correction_T_min  0.285
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2001)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.937
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.931
_refine_diff_density_min         -0.724
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       0.0067(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         1805
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0237
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0415P)²+0.3160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0618
_refine_ls_wR_factor_ref         0.0630
_reflns_number_gt                1750
_reflns_number_total             1805
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c1dt10183h.txt
_cod_data_source_block           EvdW12_Complex_1b
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7016079
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
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 0.723094(18) 0.2500 0.654898(14) 0.04146(12) Uani 1 2 d S . .
C1 C 0.5372(6) 0.2500 0.5312(5) 0.0525(13) Uani 1 2 d S . .
O1 O 0.4337(5) 0.2500 0.4603(4) 0.0836(14) Uani 1 2 d S . .
C2 C 0.8021(4) 0.4311(5) 0.5674(3) 0.0493(8) Uani 1 1 d . . .
O2 O 0.8373(4) 0.5278(5) 0.5104(3) 0.0727(9) Uani 1 1 d . . .
C3 C 0.6339(4) 0.4413(5) 0.7290(3) 0.0516(8) Uani 1 1 d . . .
O3 O 0.5832(5) 0.5485(5) 0.7695(3) 0.0824(10) Uani 1 1 d . . .
C6 C 0.9135(6) 0.2500 0.7998(4) 0.0444(10) Uani 1 2 d S . .
O6 O 1.0552(4) 0.2500 0.8056(3) 0.0519(8) Uani 1 2 d S . .
S1 S 1.06352(14) 0.2500 1.02260(11) 0.0534(3) Uani 1 2 d S . .
C7 C 0.9022(5) 0.2500 0.9146(4) 0.0446(10) Uani 1 2 d S . .
C8 C 0.7809(6) 0.2500 0.9545(4) 0.0519(11) Uani 1 2 d S . .
H8 H 0.6857 0.2500 0.9090 0.062 Uiso 1 2 calc SR . .
C9 C 0.8114(6) 0.2500 1.0719(4) 0.0490(11) Uani 1 2 d S . .
C10 C 0.7109(7) 0.2500 1.1386(5) 0.0629(16) Uani 1 2 d S . .
H10 H 0.6100 0.2500 1.1071 0.075 Uiso 1 2 calc SR . .
C11 C 0.7656(8) 0.2500 1.2500(5) 0.0664(15) Uani 1 2 d S . .
H11 H 0.7008 0.2500 1.2951 0.080 Uiso 1 2 calc SR . .
C12 C 0.9161(8) 0.2500 1.2980(5) 0.0656(15) Uani 1 2 d S . .
H12 H 0.9500 0.2500 1.3745 0.079 Uiso 1 2 calc SR . .
C13 C 1.0153(7) 0.2500 1.2350(5) 0.0586(13) Uani 1 2 d S . .
H13 H 1.1159 0.2500 1.2679 0.070 Uiso 1 2 calc SR . .
C14 C 0.9631(6) 0.2500 1.1211(4) 0.0493(11) Uani 1 2 d S . .
C18 C 1.1112(6) 0.2500 0.7083(4) 0.0597(13) Uani 1 2 d S . .
H18A H 1.0770 0.3517 0.6639 0.072 Uiso 0.50 1 calc PR . .
H18B H 1.0770 0.1483 0.6639 0.072 Uiso 0.50 1 calc PR . .
C19 C 1.2745(6) 0.2500 0.7457(6) 0.0681(15) Uani 1 2 d S . .
H19A H 1.3149 0.2500 0.6826 0.102 Uiso 1 2 calc SR . .
H19B H 1.3071 0.1488 0.7893 0.102 Uiso 0.50 1 calc PR . .
H19C H 1.3071 0.3512 0.7893 0.102 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
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'
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'
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
C1 W1 C2 87.08(17) . . ?
C1 W1 C2 87.08(17) . 4_565 ?
C2 W1 C2 87.2(2) . 4_565 ?
C1 W1 C3 88.52(17) . 4_565 ?
C2 W1 C3 174.70(13) . 4_565 ?
C2 W1 C3 89.61(19) 4_565 4_565 ?
C1 W1 C3 88.52(17) . . ?
C2 W1 C3 89.62(19) . . ?
C2 W1 C3 174.70(13) 4_565 . ?
C3 W1 C3 93.2(2) 4_565 . ?
C1 W1 C6 175.01(19) . . ?
C2 W1 C6 96.52(15) . . ?
C2 W1 C6 96.52(15) 4_565 . ?
C3 W1 C6 88.05(15) 4_565 . ?
C3 W1 C6 88.05(15) . . ?
O1 C1 W1 179.0(6) . . ?
O2 C2 W1 174.0(4) . . ?
O3 C3 W1 179.4(4) . . ?
O6 C6 C7 105.7(4) . . ?
O6 C6 W1 130.1(4) . . ?
C7 C6 W1 124.2(4) . . ?
C6 O6 C18 122.3(4) . . ?
C14 S1 C7 91.7(2) . . ?
C8 C7 C6 129.6(5) . . ?
C8 C7 S1 110.9(4) . . ?
C6 C7 S1 119.4(4) . . ?
C7 C8 C9 114.5(5) . . ?
C7 C8 H8 122.8 . . ?
C9 C8 H8 122.8 . . ?
C14 C9 C10 119.9(5) . . ?
C14 C9 C8 111.6(5) . . ?
C10 C9 C8 128.5(5) . . ?
C11 C10 C9 118.3(6) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
C10 C11 C12 121.4(6) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C13 C12 C11 121.3(5) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 118.7(6) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 H13 120.6 . . ?
C13 C14 C9 120.4(5) . . ?
C13 C14 S1 128.2(5) . . ?
C9 C14 S1 111.4(4) . . ?
O6 C18 C19 107.6(5) . . ?
O6 C18 H18A 110.2 . . ?
C19 C18 H18A 110.2 . . ?
O6 C18 H18B 110.2 . . ?
C19 C18 H18B 110.2 . . ?
H18A C18 H18B 108.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
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 C1 2.018(6) . ?
W1 C2 2.033(4) . ?
W1 C3 2.039(4) . ?
W1 C6 2.201(5) . ?
C1 O1 1.138(7) . ?
C2 O2 1.140(5) . ?
C3 O3 1.139(5) . ?
C6 O6 1.315(6) . ?
C6 C7 1.469(7) . ?
O6 C18 1.447(6) . ?
S1 C14 1.734(5) . ?
S1 C7 1.756(5) . ?
C7 C8 1.356(7) . ?
C8 C9 1.426(7) . ?
C8 H8 0.9300 . ?
C9 C14 1.402(7) . ?
C9 C10 1.411(7) . ?
C10 C11 1.359(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.389(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.367(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(8) . ?
C13 H13 0.9300 . ?
C18 C19 1.487(8) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 W1 C6 O6 -43.96(11) . . . . ?
C3 W1 C6 O6 -133.35(11) . . . . ?
C2 W1 C6 C7 136.04(11) . . . . ?
C3 W1 C6 C7 46.65(11) . . . . ?
C7 C6 O6 C18 180.0 . . . . ?
W1 C6 O6 C18 0.0 . . . . ?
O6 C6 C7 C8 180.0 . . . . ?
W1 C6 C7 C8 0.0 . . . . ?
O6 C6 C7 S1 0.0 . . . . ?
W1 C6 C7 S1 180.0 . . . . ?
C14 S1 C7 C8 0.0 . . . . ?
C14 S1 C7 C6 180.0 . . . . ?
C6 C7 C8 C9 180.0 . . . . ?
S1 C7 C8 C9 0.0 . . . . ?
C7 C8 C9 C14 0.0 . . . . ?
C7 C8 C9 C10 180.0 . . . . ?
C14 C9 C10 C11 0.0 . . . . ?
C8 C9 C10 C11 180.0 . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C13 C14 C9 0.0 . . . . ?
C12 C13 C14 S1 180.0 . . . . ?
C10 C9 C14 C13 0.0 . . . . ?
C8 C9 C14 C13 180.0 . . . . ?
C10 C9 C14 S1 180.0 . . . . ?
C8 C9 C14 S1 0.0 . . . . ?
C7 S1 C14 C13 180.0 . . . . ?
C7 S1 C14 C9 0.0 . . . . ?
C6 O6 C18 C19 180.0 . . . . ?
