#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:36:11 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180087 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/33/7053309.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_7053309
loop_
_publ_author_name
'Strasser, Christoph E.'
'Cronje, Stephanie'
'Raubenheimer, Helgard G.'
_publ_section_title
;
 Fischer-type tungsten acyl (carbeniate), carbene and carbyne complexes
 bearing C5-attached thiazolyl substituents: interaction with gold(i)
 fragments
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              458
_journal_paper_doi               10.1039/b9nj00413k
_journal_volume                  34
_journal_year                    2010
_chemical_formula_moiety         'C20 H17 Cl N2 O2 W'
_chemical_formula_sum            'C20 H17 Cl N2 O2 W'
_chemical_formula_weight         536.66
_chemical_name_common
;cis-dicarbonylchloro((4-methylphenyl)methylidyne)-cis-
bis(pyridine)tungsten
;
_chemical_name_systematic
;cis-dicarbonylchloro[(4-methylphenyl)methylidyne]-
cis-bis(pyridine)tungsten
;
_space_group_IT_number           15
_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_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 121.419(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.655(4)
_cell_length_b                   7.1269(11)
_cell_length_c                   23.559(4)
_cell_measurement_reflns_used    3364
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.349
_cell_measurement_theta_min      2.995
_cell_volume                     3819.2(11)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  X-Seed
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX CCD area detector'
_diffrn_measurement_method       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  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0528
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10600
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         1.79
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.205
_exptl_absorpt_correction_T_max  0.789
_exptl_absorpt_correction_T_min  0.514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2002)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.867
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2064
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_refine_diff_density_max         4.715
_refine_diff_density_min         -2.208
_refine_diff_density_rms         0.292
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3889
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0500
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0914P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1349
_reflns_number_gt                3340
_reflns_number_total             3889
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b9nj00413k.txt
_cod_data_source_block           Compound-8
_cod_original_cell_volume        3819.2(10)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7053309
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 0.656446(12) 0.91137(4) 0.799840(14) 0.01191(14) Uani 1 1 d .
Cl1 Cl 0.67487(8) 0.6815(3) 0.89022(10) 0.0190(4) Uani 1 1 d .
O1 O 0.7342(3) 0.6687(9) 0.7631(3) 0.0265(14) Uani 1 1 d .
N1 N 0.7303(3) 1.0913(8) 0.8785(3) 0.0142(14) Uani 1 1 d .
C1 C 0.6380(3) 1.0461(11) 0.7265(4) 0.0169(17) Uani 1 1 d .
O2 O 0.5522(3) 0.6548(8) 0.6989(3) 0.0240(13) Uani 1 1 d .
N2 N 0.5997(3) 1.0672(8) 0.8295(3) 0.0137(13) Uani 1 1 d .
C2 C 0.6192(3) 1.1323(12) 0.6624(4) 0.0150(16) Uani 1 1 d .
C3 C 0.5890(3) 1.0275(12) 0.6031(4) 0.0185(17) Uani 1 1 d .
H3 H 0.5809 0.8983 0.6043 0.022 Uiso 1 1 calc R
C4 C 0.5711(4) 1.1154(11) 0.5427(4) 0.0206(18) Uani 1 1 d .
H4 H 0.5506 1.0432 0.5031 0.025 Uiso 1 1 calc R
C5 C 0.5819(4) 1.3032(14) 0.5375(4) 0.028(2) Uani 1 1 d .
C6 C 0.6122(4) 1.4049(12) 0.5980(5) 0.029(2) Uani 1 1 d .
H6 H 0.6202 1.5342 0.5968 0.035 Uiso 1 1 calc R
C7 C 0.6304(3) 1.3216(11) 0.6583(4) 0.0198(17) Uani 1 1 d .
H7 H 0.6510 1.3940 0.6978 0.024 Uiso 1 1 calc R
C8 C 0.5625(5) 1.3956(16) 0.4728(5) 0.049(3) Uani 1 1 d .
H8A H 0.5912 1.3709 0.4596 0.073 Uiso 1 1 calc R
H8B H 0.5593 1.5312 0.4771 0.073 Uiso 1 1 calc R
H8C H 0.5240 1.3456 0.4389 0.073 Uiso 1 1 calc R
C9 C 0.7075(3) 0.7611(11) 0.7783(4) 0.0170(16) Uani 1 1 d .
C10 C 0.5903(3) 0.7488(11) 0.7365(4) 0.0178(16) Uani 1 1 d .
C11 C 0.7612(4) 1.0499(12) 0.9439(4) 0.0231(19) Uani 1 1 d .
H11 H 0.7519 0.9381 0.9585 0.028 Uiso 1 1 calc R
C12 C 0.8056(4) 1.1624(13) 0.9904(5) 0.030(2) Uani 1 1 d .
H12 H 0.8266 1.1275 1.0360 0.036 Uiso 1 1 calc R
C13 C 0.8194(4) 1.3249(12) 0.9705(4) 0.0237(19) Uani 1 1 d .
H13 H 0.8495 1.4050 1.0021 0.028 Uiso 1 1 calc R
C14 C 0.7891(4) 1.3697(12) 0.9046(4) 0.0223(18) Uani 1 1 d .
H14 H 0.7978 1.4814 0.8895 0.027 Uiso 1 1 calc R
C15 C 0.7453(3) 1.2498(12) 0.8602(4) 0.0190(17) Uani 1 1 d .
H15 H 0.7247 1.2813 0.8143 0.023 Uiso 1 1 calc R
C21 C 0.5639(3) 0.9760(12) 0.8437(4) 0.0196(17) Uani 1 1 d .
H21 H 0.5666 0.8432 0.8472 0.024 Uiso 1 1 calc R
C22 C 0.5229(4) 1.0644(11) 0.8535(4) 0.0196(18) Uani 1 1 d .
H22 H 0.4980 0.9941 0.8631 0.023 Uiso 1 1 calc R
C23 C 0.5191(3) 1.2578(12) 0.8489(4) 0.0191(17) Uani 1 1 d .
H23 H 0.4916 1.3232 0.8557 0.023 Uiso 1 1 calc R
C24 C 0.5560(4) 1.3543(11) 0.8345(4) 0.0204(17) Uani 1 1 d .
H24 H 0.5539 1.4871 0.8307 0.024 Uiso 1 1 calc R
C25 C 0.5957(3) 1.2564(11) 0.8259(4) 0.0170(16) Uani 1 1 d .
H25 H 0.6215 1.3243 0.8170 0.020 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'
Cl Cl 0.1484 0.1585 '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 C10 84.2(3)
C1 W1 C9 85.7(3)
C10 W1 C9 87.2(3)
C1 W1 N2 98.2(3)
C10 W1 N2 92.5(3)
C9 W1 N2 176.1(3)
C1 W1 N1 99.7(3)
C10 W1 N1 175.4(3)
C9 W1 N1 95.4(3)
N2 W1 N1 84.6(2)
C1 W1 Cl1 171.2(2)
C10 W1 Cl1 87.8(2)
C9 W1 Cl1 90.4(2)
N2 W1 Cl1 85.70(16)
N1 W1 Cl1 88.49(17)
C15 N1 C11 116.4(7)
C15 N1 W1 119.4(5)
C11 N1 W1 124.3(5)
C2 C1 W1 172.4(6)
C21 N2 C25 117.3(7)
C21 N2 W1 121.3(5)
C25 N2 W1 120.9(5)
C7 C2 C3 118.4(7)
C7 C2 C1 120.6(7)
C3 C2 C1 121.0(7)
C4 C3 C2 119.3(8)
C4 C3 H3 120.3
C2 C3 H3 120.3
C5 C4 C3 123.3(8)
C5 C4 H4 118.4
C3 C4 H4 118.4
C4 C5 C6 116.1(8)
C4 C5 C8 122.8(9)
C6 C5 C8 121.1(9)
C7 C6 C5 121.9(8)
C7 C6 H6 119.1
C5 C6 H6 119.1
C6 C7 C2 121.1(8)
C6 C7 H7 119.5
C2 C7 H7 119.5
C5 C8 H8A 109.5
C5 C8 H8B 109.5
H8A C8 H8B 109.5
C5 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
O1 C9 W1 176.1(7)
O2 C10 W1 178.8(7)
N1 C11 C12 122.9(8)
N1 C11 H11 118.6
C12 C11 H11 118.6
C13 C12 C11 119.5(9)
C13 C12 H12 120.2
C11 C12 H12 120.2
C14 C13 C12 118.9(8)
C14 C13 H13 120.6
C12 C13 H13 120.6
C13 C14 C15 118.9(8)
C13 C14 H14 120.6
C15 C14 H14 120.6
N1 C15 C14 123.5(8)
N1 C15 H15 118.3
C14 C15 H15 118.3
N2 C21 C22 123.5(8)
N2 C21 H21 118.3
C22 C21 H21 118.3
C21 C22 C23 118.4(8)
C21 C22 H22 120.8
C23 C22 H22 120.8
C24 C23 C22 118.9(8)
C24 C23 H23 120.6
C22 C23 H23 120.6
C25 C24 C23 119.2(8)
C25 C24 H24 120.4
C23 C24 H24 120.4
N2 C25 C24 122.8(7)
N2 C25 H25 118.6
C24 C25 H25 118.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
W1 C1 1.806(9)
W1 C10 1.984(8)
W1 C9 1.994(8)
W1 N2 2.261(7)
W1 N1 2.269(7)
W1 Cl1 2.5239(19)
O1 C9 1.155(10)
N1 C15 1.342(10)
N1 C11 1.348(11)
C1 C2 1.456(12)
O2 C10 1.152(9)
N2 C21 1.333(10)
N2 C25 1.352(10)
C2 C7 1.397(11)
C2 C3 1.409(11)
C3 C4 1.392(12)
C3 H3 0.9500
C4 C5 1.388(12)
C4 H4 0.9500
C5 C6 1.417(13)
C5 C8 1.484(13)
C6 C7 1.374(12)
C6 H6 0.9500
C7 H7 0.9500
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C11 C12 1.376(12)
C11 H11 0.9500
C12 C13 1.369(12)
C12 H12 0.9500
C13 C14 1.362(12)
C13 H13 0.9500
C14 C15 1.384(11)
C14 H14 0.9500
C15 H15 0.9500
C21 C22 1.379(12)
C21 H21 0.9500
C22 C23 1.382(11)
C22 H22 0.9500
C23 C24 1.379(12)
C23 H23 0.9500
C24 C25 1.367(11)
C24 H24 0.9500
C25 H25 0.9500
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
C1 W1 N1 C15 1.3(6)
C9 W1 N1 C15 87.8(6)
N2 W1 N1 C15 -96.1(6)
Cl1 W1 N1 C15 178.1(6)
C1 W1 N1 C11 -178.5(7)
C9 W1 N1 C11 -92.0(7)
N2 W1 N1 C11 84.2(7)
Cl1 W1 N1 C11 -1.7(7)
C1 W1 N2 C21 130.6(6)
C10 W1 N2 C21 46.1(7)
N1 W1 N2 C21 -130.3(6)
Cl1 W1 N2 C21 -41.5(6)
C1 W1 N2 C25 -41.4(6)
C10 W1 N2 C25 -125.9(6)
N1 W1 N2 C25 57.7(6)
Cl1 W1 N2 C25 146.5(6)
C7 C2 C3 C4 -0.4(11)
C1 C2 C3 C4 179.3(7)
C2 C3 C4 C5 0.4(13)
C3 C4 C5 C6 -0.5(13)
C3 C4 C5 C8 -179.7(9)
C4 C5 C6 C7 0.6(14)
C8 C5 C6 C7 179.8(10)
C5 C6 C7 C2 -0.6(14)
C3 C2 C7 C6 0.5(12)
C1 C2 C7 C6 -179.2(8)
C15 N1 C11 C12 0.5(13)
W1 N1 C11 C12 -179.7(7)
N1 C11 C12 C13 0.6(15)
C11 C12 C13 C14 -0.9(14)
C12 C13 C14 C15 0.3(13)
C11 N1 C15 C14 -1.2(12)
W1 N1 C15 C14 179.0(6)
C13 C14 C15 N1 0.9(13)
C25 N2 C21 C22 1.1(12)
W1 N2 C21 C22 -171.2(6)
N2 C21 C22 C23 -0.5(13)
C21 C22 C23 C24 0.4(12)
C22 C23 C24 C25 -0.8(12)
C21 N2 C25 C24 -1.5(11)
W1 N2 C25 C24 170.8(6)
C23 C24 C25 N2 1.4(12)
