#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:34:10 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179754 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/50/7005033.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_7005033
loop_
_publ_author_name
'Stander, Elzet'
'Cronje, Stephanie'
'Raubenheimer, Helgard G.'
_publ_section_title
;
 Preparing alpha,beta-unsaturated Fischer-type carbene complexes via an
 unforeseen route.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              424
_journal_page_last               429
_journal_paper_doi               10.1039/b615079a
_journal_year                    2007
_chemical_formula_moiety         'C11 H13 N O5 S W'
_chemical_formula_sum            'C11 H13 N O5 S W'
_chemical_formula_weight         455.13
_chemical_name_common            'Complex 3b'
_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                 112.183(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0563(6)
_cell_length_b                   17.9987(11)
_cell_length_c                   9.3987(6)
_cell_measurement_reflns_used    5026
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.221
_cell_measurement_theta_min      2.2631
_cell_volume                     1418.61(16)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics
;
X-Seed (Barbour, 2001; Atwood and Barbour, 2003)
;
_computing_publication_material
;
X-Seed
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.932
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_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  0.0228
_diffrn_reflns_av_sigmaI/netI    0.0287
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8743
_diffrn_reflns_theta_full        28.25
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         2.26
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    8.304
_exptl_absorpt_correction_T_max  0.4019
_exptl_absorpt_correction_T_min  0.3791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS, Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_crystal_colour            'Orange red'
_exptl_crystal_density_diffrn    2.131
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.853
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         3270
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0250
_refine_ls_R_factor_gt           0.0223
_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)+(0.0267P)²+0.7251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0513
_refine_ls_wR_factor_ref         0.0524
_reflns_number_gt                3010
_reflns_number_total             3270
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b615079a.txt
_cod_data_source_block           Complex_3b
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7005033
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 0.297440(15) 0.143312(7) 0.003489(13) 0.01376(5) Uani 1 1 d . . .
S1 S 0.57154(10) 0.08076(4) 0.14069(9) 0.01705(17) Uani 1 1 d . . .
O1 O 0.3090(3) 0.13690(11) 0.3577(3) 0.0171(5) Uani 1 1 d . . .
O2 O 0.0922(3) -0.00381(14) -0.1114(3) 0.0302(6) Uani 1 1 d . . .
O3 O -0.0386(3) 0.21567(14) -0.0871(3) 0.0291(6) Uani 1 1 d . . .
O4 O 0.3237(4) 0.15145(15) -0.3208(3) 0.0369(7) Uani 1 1 d . . .
O5 O 0.4247(3) 0.30940(13) 0.0545(3) 0.0285(6) Uani 1 1 d . . .
N1 N 0.5881(4) 0.08932(15) 0.5747(3) 0.0217(6) Uani 1 1 d . . .
H1 H 0.4963 0.1117 0.5560 0.026 Uiso 1 1 calc R . .
C1 C 0.3711(4) 0.12595(16) 0.2503(4) 0.0138(6) Uani 1 1 d . . .
C2 C 0.5236(4) 0.09351(16) 0.3054(4) 0.0153(6) Uani 1 1 d . . .
C3 C 0.6249(4) 0.07227(17) 0.4546(4) 0.0189(7) Uani 1 1 d . . .
C4 C 0.6873(5) 0.0740(2) 0.7352(4) 0.0305(9) Uani 1 1 d . . .
H4A H 0.7308 0.0236 0.7441 0.046 Uiso 1 1 calc R . .
H4B H 0.6225 0.0782 0.7981 0.046 Uiso 1 1 calc R . .
H4C H 0.7750 0.1099 0.7711 0.046 Uiso 1 1 calc R . .
C5 C 0.7746(4) 0.02914(19) 0.4829(4) 0.0246(8) Uani 1 1 d . . .
H5A H 0.8656 0.0560 0.5566 0.037 Uiso 1 1 calc R . .
H5B H 0.7904 0.0231 0.3860 0.037 Uiso 1 1 calc R . .
H5C H 0.7660 -0.0198 0.5246 0.037 Uiso 1 1 calc R . .
C6 C 0.1552(4) 0.1719(2) 0.3080(4) 0.0239(8) Uani 1 1 d . . .
H6A H 0.1627 0.2223 0.2719 0.036 Uiso 1 1 calc R . .
H6B H 0.1194 0.1743 0.3941 0.036 Uiso 1 1 calc R . .
H6C H 0.0787 0.1430 0.2241 0.036 Uiso 1 1 calc R . .
C7 C 0.7237(5) 0.15074(18) 0.1664(4) 0.0233(8) Uani 1 1 d . . .
H7A H 0.6910 0.1975 0.1993 0.035 Uiso 1 1 calc R . .
H7B H 0.7376 0.1585 0.0690 0.035 Uiso 1 1 calc R . .
H7C H 0.8247 0.1340 0.2448 0.035 Uiso 1 1 calc R . .
C8 C 0.1733(4) 0.04661(18) -0.0631(4) 0.0197(7) Uani 1 1 d . . .
C9 C 0.0859(4) 0.18945(18) -0.0565(4) 0.0198(7) Uani 1 1 d . . .
C10 C 0.3086(5) 0.14860(18) -0.2040(4) 0.0231(8) Uani 1 1 d . . .
C11 C 0.3852(4) 0.24786(19) 0.0414(4) 0.0191(7) Uani 1 1 d . . .
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'
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
C9 W1 C10 95.91(14) . . ?
C9 W1 C11 86.17(14) . . ?
C10 W1 C11 88.06(13) . . ?
C9 W1 C8 84.72(13) . . ?
C10 W1 C8 88.06(14) . . ?
C11 W1 C8 169.67(13) . . ?
C9 W1 C1 103.86(13) . . ?
C10 W1 C1 160.00(15) . . ?
C11 W1 C1 90.23(12) . . ?
C8 W1 C1 96.65(12) . . ?
C9 W1 S1 167.48(10) . . ?
C10 W1 S1 96.61(11) . . ?
C11 W1 S1 94.46(10) . . ?
C8 W1 S1 95.49(9) . . ?
C1 W1 S1 63.65(9) . . ?
C2 S1 C7 102.59(16) . . ?
C2 S1 W1 82.73(11) . . ?
C7 S1 W1 107.59(12) . . ?
C1 O1 C6 116.7(3) . . ?
C3 N1 C4 125.5(3) . . ?
C3 N1 H1 117.3 . . ?
C4 N1 H1 117.3 . . ?
O1 C1 C2 114.6(3) . . ?
O1 C1 W1 137.0(2) . . ?
C2 C1 W1 108.4(2) . . ?
C1 C2 C3 131.3(3) . . ?
C1 C2 S1 105.2(2) . . ?
C3 C2 S1 123.5(3) . . ?
N1 C3 C2 120.4(3) . . ?
N1 C3 C5 118.1(3) . . ?
C2 C3 C5 121.6(3) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O1 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
S1 C7 H7A 109.5 . . ?
S1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
S1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O2 C8 W1 173.3(3) . . ?
O3 C9 W1 177.6(3) . . ?
O4 C10 W1 176.4(3) . . ?
O5 C11 W1 174.8(3) . . ?
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 C9 1.965(4) . ?
W1 C10 1.993(4) . ?
W1 C11 2.021(3) . ?
W1 C8 2.038(3) . ?
W1 C1 2.180(3) . ?
W1 S1 2.5837(8) . ?
S1 C2 1.774(3) . ?
S1 C7 1.815(4) . ?
O1 C1 1.343(4) . ?
O1 C6 1.436(4) . ?
O2 C8 1.148(4) . ?
O3 C9 1.154(4) . ?
O4 C10 1.157(5) . ?
O5 C11 1.156(4) . ?
N1 C3 1.327(5) . ?
N1 C4 1.462(4) . ?
N1 H1 0.8800 . ?
C1 C2 1.406(5) . ?
C2 C3 1.408(4) . ?
C3 C5 1.497(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.88 2.04 2.718(4) 132.9 .
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 C1 W1 S1 1.60(17) . . . . ?
