#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/03/7000369.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_7000369
loop_
_publ_author_name
'Lotz, Simon'
'Crause, Chantelle'
'Olivier, Andrew J.'
'Liles, David C.'
'Görls, Helmar'
'Landman, Marilé'
'Bezuidenhout, Daniela I.'
_publ_section_title
;
 Synthesis and reactivity of metal carbene complexes with heterobiaryl
 spacer substituents
;
_journal_issue                   4
_journal_name_full               'Dalton Transactions'
_journal_page_first              697
_journal_paper_doi               10.1039/b811762d
_journal_year                    2009
_chemical_formula_moiety         'C17 H13 N O6 S W'
_chemical_formula_sum            'C17 H13 N O6 S W'
_chemical_formula_weight         543.19
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.655(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4036(2)
_cell_length_b                   12.8191(3)
_cell_length_c                   19.3686(5)
_cell_measurement_reflns_used    18618
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      1.91
_cell_volume                     1825.84(8)
_computing_cell_refinement       DENZO
_computing_data_collection       COLLECT
_computing_data_reduction        DENZO
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      183(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_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  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            18618
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    6.474
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.629
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. R.H. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.976
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.549
_refine_diff_density_min         -1.001
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4186
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.959
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0268
_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)+(0.0276P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0550
_refine_ls_wR_factor_ref         0.0590
_reflns_number_gt                3448
_reflns_number_total             4186
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b811762d.txt
_cod_data_source_block           FO1542
_cod_original_sg_symbol_Hall     -P2ybc
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7000369
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
W W 0.186292(18) 0.803908(10) 0.286773(7) 0.02323(6) Uani 1 1 d . . .
S1 S 0.25084(12) 0.53266(7) 0.46510(4) 0.02285(19) Uani 1 1 d . . .
O1 O 0.1872(3) 0.73982(18) 0.44824(11) 0.0261(5) Uani 1 1 d . . .
O2 O 0.5553(4) 0.7063(2) 0.24789(16) 0.0442(7) Uani 1 1 d . . .
O3 O -0.0579(4) 0.6234(2) 0.21179(16) 0.0519(8) Uani 1 1 d . . .
O4 O 0.1514(4) 0.9164(3) 0.14027(15) 0.0563(9) Uani 1 1 d . . .
O5 O -0.1763(4) 0.9206(2) 0.31523(14) 0.0443(7) Uani 1 1 d . . .
O6 O 0.4254(4) 0.9969(2) 0.34752(15) 0.0448(7) Uani 1 1 d . . .
N1 N 0.3050(4) 0.2980(2) 0.53257(15) 0.0261(7) Uani 1 1 d . . .
C1 C 0.2106(5) 0.7099(3) 0.38368(18) 0.0220(7) Uani 1 1 d . . .
C2 C 0.2491(4) 0.6008(3) 0.38672(16) 0.0224(7) Uani 1 1 d . . .
C3 C 0.2872(5) 0.5316(3) 0.33498(18) 0.0255(8) Uani 1 1 d . . .
H3A H 0.2930 0.5526 0.2882 0.031 Uiso 1 1 calc R . .
C4 C 0.3160(5) 0.4295(3) 0.35731(17) 0.0260(8) Uani 1 1 d . . .
H4A H 0.3437 0.3744 0.3274 0.031 Uiso 1 1 calc R . .
C5 C 0.3004(4) 0.4154(3) 0.42741(17) 0.0212(7) Uani 1 1 d . . .
C6 C 0.3207(5) 0.3165(3) 0.46207(18) 0.0237(8) Uani 1 1 d . . .
C7 C 0.3606(5) 0.2214(3) 0.4332(2) 0.0302(8) Uani 1 1 d . . .
H7A H 0.3798 0.2097 0.3862 0.036 Uiso 1 1 calc R . .
C8 C 0.3675(5) 0.1455(3) 0.48582(19) 0.0325(9) Uani 1 1 d . . .
H8A H 0.3907 0.0732 0.4808 0.039 Uiso 1 1 calc R . .
C9 C 0.3347(5) 0.1951(3) 0.5454(2) 0.0307(9) Uani 1 1 d . . .
H9A H 0.3328 0.1624 0.5893 0.037 Uiso 1 1 calc R . .
C10 C 0.2600(5) 0.3729(3) 0.58363(17) 0.0308(8) Uani 1 1 d . . .
H10A H 0.2600 0.3382 0.6287 0.046 Uiso 1 1 calc R . .
H10B H 0.1393 0.4021 0.5692 0.046 Uiso 1 1 calc R . .
H10C H 0.3504 0.4291 0.5876 0.046 Uiso 1 1 calc R . .
C11 C 0.1519(5) 0.8469(3) 0.46614(19) 0.0305(8) Uani 1 1 d . . .
H11A H 0.0371 0.8714 0.4399 0.037 Uiso 1 1 calc R . .
H11B H 0.2521 0.8925 0.4546 0.037 Uiso 1 1 calc R . .
C12 C 0.1380(6) 0.8500(3) 0.5429(2) 0.0400(10) Uani 1 1 d . . .
H12A H 0.1149 0.9218 0.5569 0.060 Uiso 1 1 calc R . .
H12B H 0.2521 0.8252 0.5682 0.060 Uiso 1 1 calc R . .
H12C H 0.0378 0.8050 0.5535 0.060 Uiso 1 1 calc R . .
C13 C 0.4211(5) 0.7386(3) 0.26246(18) 0.0304(8) Uani 1 1 d . . .
C14 C 0.0309(6) 0.6866(3) 0.2392(2) 0.0338(9) Uani 1 1 d . . .
C15 C 0.1632(5) 0.8764(3) 0.1939(2) 0.0359(9) Uani 1 1 d . . .
C16 C -0.0457(5) 0.8776(3) 0.30705(18) 0.0300(8) Uani 1 1 d . . .
C17 C 0.3380(5) 0.9270(3) 0.3277(2) 0.0307(8) 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
C15 W C13 88.23(16) . . ?
C15 W C16 88.41(15) . . ?
C13 W C16 176.17(14) . . ?
C15 W C17 88.66(15) . . ?
C13 W C17 87.79(15) . . ?
C16 W C17 90.28(15) . . ?
C15 W C14 87.23(16) . . ?
C13 W C14 92.56(16) . . ?
C16 W C14 89.12(16) . . ?
C17 W C14 175.86(14) . . ?
C15 W C1 174.57(14) . . ?
C13 W C1 89.12(13) . . ?
C16 W C1 94.38(13) . . ?
C17 W C1 95.97(13) . . ?
C14 W C1 88.16(14) . . ?
C5 S1 C2 92.74(17) . . ?
C1 O1 C11 122.9(3) . . ?
C9 N1 C6 108.2(3) . . ?
C9 N1 C10 124.5(3) . . ?
C6 N1 C10 127.2(3) . . ?
O1 C1 C2 106.8(3) . . ?
O1 C1 W 128.8(2) . . ?
C2 C1 W 124.3(2) . . ?
C3 C2 C1 130.6(3) . . ?
C3 C2 S1 109.0(3) . . ?
C1 C2 S1 120.4(3) . . ?
C2 C3 C4 114.4(3) . . ?
C5 C4 C3 113.6(3) . . ?
C4 C5 C6 123.8(3) . . ?
C4 C5 S1 110.3(3) . . ?
C6 C5 S1 125.9(3) . . ?
C7 C6 N1 106.8(3) . . ?
C7 C6 C5 127.1(3) . . ?
N1 C6 C5 126.1(3) . . ?
C6 C7 C8 107.9(3) . . ?
C9 C8 C7 107.2(3) . . ?
C8 C9 N1 109.8(3) . . ?
O1 C11 C12 107.3(3) . . ?
O2 C13 W 176.9(3) . . ?
O3 C14 W 178.2(3) . . ?
O4 C15 W 178.9(4) . . ?
O5 C16 W 176.7(3) . . ?
O6 C17 W 176.7(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
W C15 2.015(4) . ?
W C13 2.033(4) . ?
W C16 2.038(4) . ?
W C17 2.044(4) . ?
W C14 2.046(4) . ?
W C1 2.221(3) . ?
S1 C5 1.729(3) . ?
S1 C2 1.750(3) . ?
O1 C1 1.338(4) . ?
O1 C11 1.446(4) . ?
O2 C13 1.142(5) . ?
O3 C14 1.136(5) . ?
O4 C15 1.152(4) . ?
O5 C16 1.140(5) . ?
O6 C17 1.145(4) . ?
N1 C9 1.355(4) . ?
N1 C6 1.404(4) . ?
N1 C10 1.444(5) . ?
C1 C2 1.427(5) . ?
C2 C3 1.391(5) . ?
C3 C4 1.387(5) . ?
C4 C5 1.387(5) . ?
C5 C6 1.435(5) . ?
C6 C7 1.387(5) . ?
C7 C8 1.406(5) . ?
C8 C9 1.364(5) . ?
C11 C12 1.502(5) . ?
