#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/68/7036872.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_7036872
loop_
_publ_author_name
'Lamprecht, Zandria'
'van Jaarsveld, Nina A.'
'Bezuidenhout, Daniela I.'
'Liles, David C.'
'Lotz, Simon'
_publ_section_title
;
 Synthesis and properties of mono- and dimetal Fischer multicarbene
 complexes derived from thiophene and thieno[2,3-b]thiophene.
;
_journal_issue                   44
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              19218
_journal_page_last               19231
_journal_paper_doi               10.1039/c5dt03555d
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C22 H12 O12 S2 W2'
_chemical_formula_sum            'C22 H12 O12 S2 W2'
_chemical_formula_weight         900.14
_chemical_name_systematic
;
 Thienyl[2,3-b]thiophenene-2,5-di[(ethoxycarbene)pentacarbonyltungsten(0)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     intrinsic-phasing
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2015-05-19 deposited with the CCDC.
2015-10-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.4568(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1323(5)
_cell_length_b                   14.6364(6)
_cell_length_c                   13.8925(6)
_cell_measurement_reflns_used    9718
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      34.985
_cell_measurement_theta_min      2.469
_cell_volume                     2658.17(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
;
 ORTEP-3 for Windows (Farrugia, 1997), POV-RAY (Cason, 2004),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'
_computing_structure_refinement  Bruker
_computing_structure_solution    'Bruker SHELXTS (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.24
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker kappa Photon CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Focusing Montel optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            122480
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.060
_diffrn_reflns_theta_min         2.469
_diffrn_source                   ' I\mS  micro focus'
_exptl_absorpt_coefficient_mu    8.865
_exptl_absorpt_correction_T_max  0.2720
_exptl_absorpt_correction_T_min  0.1464
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.249
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelopipped
_exptl_crystal_F_000             1680
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: hexane, DCM'
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.042
_refine_diff_density_max         2.470
_refine_diff_density_min         -0.972
_refine_diff_density_rms         0.169
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         11750
_refine_ls_number_restraints     315
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0252
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0219P)²+4.4584P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0503
_refine_ls_wR_factor_ref         0.0556
_reflns_number_gt                9579
_reflns_number_total             11750
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt03555d1.cif
_cod_data_source_block           mo_ZL215F2_0m_a
_cod_depositor_comments
'Adding full bibliography for 7036872--7036876.cif.'
_cod_database_code               7036872
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
W1 W 1.07619(2) 0.49418(2) 0.30777(2) 0.01784(2) Uani 1 1 d . U
C1 C 1.12028(19) 0.56534(18) 0.4289(2) 0.0222(5) Uani 1 1 d . U
O1 O 1.14349(17) 0.60185(15) 0.50110(15) 0.0295(4) Uani 1 1 d . U
C2 C 1.2275(2) 0.4737(2) 0.2898(2) 0.0259(5) Uani 1 1 d . U
O2 O 1.31307(16) 0.4678(2) 0.28291(17) 0.0405(6) Uani 1 1 d . U
C3 C 1.0752(2) 0.37997(19) 0.3938(2) 0.0256(5) Uani 1 1 d . U
O3 O 1.0763(2) 0.31775(16) 0.44249(19) 0.0414(6) Uani 1 1 d . U
C4 C 0.9307(2) 0.5316(2) 0.3293(2) 0.0268(5) Uani 1 1 d . U
O4 O 0.85107(17) 0.55682(18) 0.3417(2) 0.0433(6) Uani 1 1 d . U
C5 C 1.0756(2) 0.60439(19) 0.2177(2) 0.0260(5) Uani 1 1 d . U
O5 O 1.0719(2) 0.66362(16) 0.16462(17) 0.0407(6) Uani 1 1 d . U
C6 C 1.01487(18) 0.40991(17) 0.18486(18) 0.0189(4) Uani 1 1 d . U
O6 O 1.04952(14) 0.39779(14) 0.09921(14) 0.0253(4) Uani 1 1 d . U
W2 W 0.45622(2) 0.16447(2) 0.35752(2) 0.02049(3) Uani 1 1 d . U
C7 C 0.4121(2) 0.1670(2) 0.4933(2) 0.0327(6) Uani 1 1 d . U
O7 O 0.3894(2) 0.1691(2) 0.57086(19) 0.0540(8) Uani 1 1 d . U
C8 C 0.4070(2) 0.0322(2) 0.3454(2) 0.0315(6) Uani 1 1 d . U
O8 O 0.3789(2) -0.04148(18) 0.3433(2) 0.0531(7) Uani 1 1 d . U
C9 C 0.5947(2) 0.1137(2) 0.4113(2) 0.0269(5) Uani 1 1 d . U
O9 O 0.67141(18) 0.08330(18) 0.43970(18) 0.0406(5) Uani 1 1 d . U
C10 C 0.4998(2) 0.2983(2) 0.3703(2) 0.0252(5) Uani 1 1 d . U
O10 O 0.52340(18) 0.37295(16) 0.37551(18) 0.0374(5) Uani 1 1 d . U
C11 C 0.3141(2) 0.2106(2) 0.3058(2) 0.0314(6) Uani 1 1 d . U
O11 O 0.23450(18) 0.2370(2) 0.2810(2) 0.0504(7) Uani 1 1 d . U
C12 C 0.51977(18) 0.16682(17) 0.21685(18) 0.0189(4) Uani 1 1 d . U
O12 O 0.48215(13) 0.13319(14) 0.13293(13) 0.0229(4) Uani 1 1 d . U
S1 S 0.86859(5) 0.31059(5) 0.07111(5) 0.02373(12) Uani 1 1 d . U
S2 S 0.65991(5) 0.20860(5) 0.08461(5) 0.02214(12) Uani 1 1 d . U
C13 C 0.91898(17) 0.35910(17) 0.18187(17) 0.0180(4) Uani 1 1 d . U
C14 C 0.85839(18) 0.34210(17) 0.25456(18) 0.0200(4) Uani 1 1 d . U
H14 H 0.8735 0.3629 0.3191 0.024 Uiso 1 1 calc R U
C15 C 0.77074(17) 0.29003(17) 0.22309(17) 0.0175(4) Uani 1 1 d . U
C16 C 0.76620(18) 0.26964(17) 0.12511(18) 0.0191(4) Uani 1 1 d . U
C17 C 0.68615(18) 0.25402(18) 0.26613(18) 0.0198(4) Uani 1 1 d . U
H17 H 0.6774 0.2601 0.3329 0.024 Uiso 1 1 calc R U
C18 C 0.61754(18) 0.20915(17) 0.20131(17) 0.0182(4) Uani 1 1 d . U
C19 C 1.1453(2) 0.4365(2) 0.0745(2) 0.0303(6) Uani 1 1 d . U
H19A H 1.2037 0.4070 0.1128 0.036 Uiso 1 1 calc R U
H19B H 1.1474 0.5029 0.0884 0.036 Uiso 1 1 calc R U
C20 C 1.1513(2) 0.4200(2) -0.0312(2) 0.0280(6) Uani 1 1 d . U
H20A H 1.0947 0.4516 -0.0684 0.042 Uiso 1 1 calc R U
H20B H 1.1467 0.3543 -0.0444 0.042 Uiso 1 1 calc R U
H20C H 1.2165 0.4434 -0.0499 0.042 Uiso 1 1 calc R U
C21 C 0.3823(2) 0.0885(2) 0.1234(2) 0.0294(6) Uani 1 1 d . U
H21A H 0.3304 0.1289 0.1484 0.035 Uiso 1 1 calc R U
H21B H 0.3853 0.0310 0.1611 0.035 Uiso 1 1 calc R U
C22 C 0.3539(2) 0.0686(3) 0.0189(2) 0.0368(7) Uani 1 1 d . U
H22A H 0.3454 0.1262 -0.0170 0.055 Uiso 1 1 calc R U
H22B H 0.2896 0.0343 0.0117 0.055 Uiso 1 1 calc R U
H22C H 0.4081 0.0323 -0.0065 0.055 Uiso 1 1 calc R U
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
C1 W1 C4 86.40(11)
C1 W1 C5 95.02(10)
C4 W1 C5 85.92(12)
C1 W1 C2 88.43(11)
C4 W1 C2 172.63(12)
C5 W1 C2 89.31(12)
C1 W1 C3 87.25(11)
C4 W1 C3 94.33(11)
C5 W1 C3 177.72(11)
C2 W1 C3 90.66(11)
C1 W1 C6 173.59(9)
C4 W1 C6 89.18(11)
C5 W1 C6 89.28(10)
C2 W1 C6 96.38(10)
C3 W1 C6 88.46(10)
O1 C1 W1 176.1(2)
O2 C2 W1 175.4(3)
O3 C3 W1 178.5(3)
O4 C4 W1 176.7(3)
O5 C5 W1 176.7(2)
O6 C6 C13 106.0(2)
O6 C6 W1 129.88(17)
C13 C6 W1 124.04(17)
C6 O6 C19 122.7(2)
C7 W2 C9 89.37(12)
C7 W2 C10 90.25(12)
C9 W2 C10 94.87(11)
C7 W2 C8 88.70(12)
C9 W2 C8 87.08(13)
C10 W2 C8 177.78(12)
C7 W2 C11 89.39(13)
C9 W2 C11 177.51(12)
C10 W2 C11 87.30(12)
C8 W2 C11 90.73(13)
C7 W2 C12 173.99(10)
C9 W2 C12 86.04(10)
C10 W2 C12 86.29(10)
C8 W2 C12 94.92(10)
C11 W2 C12 95.34(11)
O7 C7 W2 178.4(3)
O8 C8 W2 176.8(3)
O9 C9 W2 178.1(3)
O10 C10 W2 178.6(3)
O11 C11 W2 177.1(3)
O12 C12 C18 106.8(2)
O12 C12 W2 129.72(17)
C18 C12 W2 123.50(17)
C12 O12 C21 120.4(2)
C16 S1 C13 90.22(12)
C16 S2 C18 90.82(11)
C14 C13 C6 129.3(2)
C14 C13 S1 111.99(17)
C6 C13 S1 118.73(18)
C13 C14 C15 112.5(2)
C13 C14 H14 123.7
C15 C14 H14 123.7
C16 C15 C17 111.9(2)
C16 C15 C14 112.1(2)
C17 C15 C14 136.0(2)
C15 C16 S2 113.14(18)
C15 C16 S1 113.10(18)
S2 C16 S1 133.76(15)
C18 C17 C15 113.1(2)
C18 C17 H17 123.4
C15 C17 H17 123.4
C17 C18 C12 129.4(2)
C17 C18 S2 111.04(17)
C12 C18 S2 119.53(18)
O6 C19 C20 107.3(2)
O6 C19 H19A 110.3
C20 C19 H19A 110.3
O6 C19 H19B 110.3
C20 C19 H19B 110.3
H19A C19 H19B 108.5
C19 C20 H20A 109.5
C19 C20 H20B 109.5
H20A C20 H20B 109.5
C19 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
O12 C21 C22 108.4(2)
O12 C21 H21A 110.0
C22 C21 H21A 110.0
O12 C21 H21B 110.0
C22 C21 H21B 110.0
H21A C21 H21B 108.4
C21 C22 H22A 109.5
C21 C22 H22B 109.5
H22A C22 H22B 109.5
C21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
W1 C1 2.017(3)
W1 C4 2.036(3)
W1 C5 2.041(3)
W1 C2 2.049(3)
W1 C3 2.055(3)
W1 C6 2.196(3)
C1 O1 1.151(3)
C2 O2 1.140(3)
C3 O3 1.134(4)
C4 O4 1.138(3)
C5 O5 1.136(4)
C6 O6 1.326(3)
C6 C13 1.460(3)
O6 C19 1.451(3)
W2 C7 2.026(3)
W2 C9 2.040(3)
W2 C10 2.043(3)
W2 C8 2.043(3)
W2 C11 2.050(3)
W2 C12 2.197(2)
C7 O7 1.145(4)
C8 O8 1.139(4)
C9 O9 1.137(4)
C10 O10 1.136(4)
C11 O11 1.137(4)
C12 O12 1.318(3)
C12 C18 1.460(3)
O12 C21 1.460(3)
S1 C16 1.709(2)
S1 C13 1.765(2)
S2 C16 1.707(2)
S2 C18 1.763(2)
C13 C14 1.367(3)
C14 C15 1.415(3)
C14 H14 0.9500
C15 C16 1.389(3)
C15 C17 1.413(3)
C17 C18 1.378(3)
C17 H17 0.9500
C19 C20 1.497(4)
C19 H19A 0.9900
C19 H19B 0.9900
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
C21 C22 1.492(4)
C21 H21A 0.9900
C21 H21B 0.9900
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 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
C13 C6 O6 C19 -178.7(2)
W1 C6 O6 C19 5.0(4)
C18 C12 O12 C21 -178.0(2)
W2 C12 O12 C21 2.0(4)
O6 C6 C13 C14 172.8(3)
W1 C6 C13 C14 -10.6(4)
O6 C6 C13 S1 -7.3(3)
W1 C6 C13 S1 169.24(13)
C16 S1 C13 C14 0.7(2)
C16 S1 C13 C6 -179.2(2)
C6 C13 C14 C15 179.9(2)
S1 C13 C14 C15 0.0(3)
C13 C14 C15 C16 -0.9(3)
C13 C14 C15 C17 179.6(3)
C17 C15 C16 S2 0.7(3)
C14 C15 C16 S2 -178.86(18)
C17 C15 C16 S1 -178.96(18)
C14 C15 C16 S1 1.4(3)
C18 S2 C16 C15 0.1(2)
C18 S2 C16 S1 179.7(2)
C13 S1 C16 C15 -1.2(2)
C13 S1 C16 S2 179.2(2)
C16 C15 C17 C18 -1.5(3)
C14 C15 C17 C18 177.9(3)
C15 C17 C18 C12 -177.0(2)
C15 C17 C18 S2 1.6(3)
O12 C12 C18 C17 179.6(3)
W2 C12 C18 C17 -0.4(4)
O12 C12 C18 S2 1.1(3)
W2 C12 C18 S2 -178.91(12)
C16 S2 C18 C17 -1.0(2)
C16 S2 C18 C12 177.8(2)
C6 O6 C19 C20 -172.0(2)
C12 O12 C21 C22 172.7(3)
