#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/03/7000368.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_7000368
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         'C15 H8 O7 S W'
_chemical_formula_sum            'C15 H8 O7 S W'
_chemical_formula_weight         516.12
_chemical_name_systematic
;
?
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   30.1832(9)
_cell_length_b                   7.4839(2)
_cell_length_c                   14.6691(4)
_cell_measurement_reflns_used    10908
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      1.94
_cell_volume                     3313.57(16)
_computing_cell_refinement       DENZO
_computing_data_collection       COLLECT
_computing_data_reduction        DEMZO
_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 0.974
_diffrn_measured_fraction_theta_max 0.974
_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  0.0437
_diffrn_reflns_av_sigmaI/netI    0.0407
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10908
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    7.131
_exptl_absorpt_correction_T_max  0.584
_exptl_absorpt_correction_T_min  0.536
_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    2.069
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.865
_refine_diff_density_min         -2.403
_refine_diff_density_rms         0.245
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         3994
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0342
_refine_ls_shift/su_max          0.025
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0387P)²+13.8287P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0831
_refine_ls_wR_factor_ref         0.0879
_reflns_number_gt                3517
_reflns_number_total             3994
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b811762d.txt
_cod_data_source_block           FO1543
_cod_original_sg_symbol_Hall     -P2ac2n
_cod_original_sg_symbol_H-M      Pnma
_cod_database_code               7000368
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
W1A W 0.474079(9) 0.2500 0.748294(18) 0.03023(10) Uani 1 2 d S . .
S1A S 0.63343(6) 0.2500 0.68480(12) 0.0321(4) Uani 1 2 d S . .
O1A O 0.57435(17) 0.2500 0.8231(3) 0.0351(12) Uani 1 2 d S . .
O2A O 0.72069(18) 0.2500 0.5890(4) 0.0466(14) Uani 1 2 d S . .
O3A O 0.47623(17) -0.0501(7) 0.5951(3) 0.0630(13) Uani 1 1 d . . .
O4A O 0.3695(2) 0.2500 0.7348(5) 0.074(2) Uani 1 2 d S . .
O5A O 0.46316(17) -0.0477(7) 0.9011(3) 0.0655(13) Uani 1 1 d . . .
C1A C 0.5478(2) 0.2500 0.7509(4) 0.0285(14) Uani 1 2 d S . .
C2A C 0.5761(2) 0.2500 0.6726(4) 0.0279(14) Uani 1 2 d S . .
C3A C 0.5653(2) 0.2500 0.5798(5) 0.0334(16) Uani 1 2 d S . .
H3AA H 0.5357 0.2500 0.5577 0.040 Uiso 1 2 calc SR . .
C4A C 0.6021(2) 0.2500 0.5235(5) 0.0378(17) Uani 1 2 d S . .
H4AA H 0.6001 0.2500 0.4589 0.045 Uiso 1 2 calc SR . .
C5A C 0.6420(2) 0.2500 0.5694(5) 0.0339(16) Uani 1 2 d S . .
C6A C 0.6854(2) 0.2500 0.5298(5) 0.0375(17) Uani 1 2 d S . .
C7A C 0.6994(3) 0.2500 0.4405(6) 0.065(3) Uani 1 2 d S . .
H7AA H 0.6820 0.2500 0.3866 0.078 Uiso 1 2 calc SR . .
C8A C 0.7470(3) 0.2500 0.4489(7) 0.070(3) Uani 1 2 d S . .
H8AA H 0.7673 0.2500 0.3994 0.084 Uiso 1 2 calc SR . .
C9A C 0.7579(3) 0.2500 0.5353(7) 0.047(2) Uani 1 2 d S . .
H9AA H 0.7874 0.2500 0.5577 0.056 Uiso 1 2 calc SR . .
C10A C 0.5579(3) 0.2500 0.9142(5) 0.053(2) Uani 1 2 d S . .
H10A H 0.5828 0.2500 0.9571 0.080 Uiso 1 2 calc SR . .
H10B H 0.5397 0.1431 0.9241 0.080 Uiso 0.50 1 calc PR . .
H10C H 0.5397 0.3569 0.9241 0.080 Uiso 0.50 1 calc PR . .
C12A C 0.47625(19) 0.0560(9) 0.6501(4) 0.0418(13) Uani 1 1 d . . .
C13A C 0.4068(3) 0.2500 0.7399(6) 0.048(2) Uani 1 2 d S . .
C14A C 0.46843(19) 0.0578(9) 0.8464(4) 0.0433(13) Uani 1 1 d . . .
W1B W 0.818303(10) -0.2500 0.63287(2) 0.03352(10) Uani 1 2 d S . .
S1B S 0.69967(8) -0.2500 0.66751(19) 0.0575(6) Uani 1 2 d S . .
O1B O 0.76552(19) -0.2500 0.4426(4) 0.0532(16) Uani 1 2 d S . .
O2B O 0.6280(4) -0.2500 0.7993(5) 0.087(3) Uani 1 2 d S . .
O3B O 0.86994(17) 0.0579(7) 0.5297(4) 0.0704(14) Uani 1 1 d . . .
O4B O 0.8985(3) -0.2500 0.7719(5) 0.071(2) Uani 1 2 d S . .
O5B O 0.77314(18) 0.0470(7) 0.7573(3) 0.0667(15) Uani 1 1 d . . .
C1B C 0.7634(2) -0.2500 0.5316(5) 0.0377(17) Uani 1 2 d S . .
C2B C 0.7160(3) -0.2500 0.5544(6) 0.0445(19) Uani 1 2 d S . .
C3B C 0.6810(3) -0.2500 0.4951(8) 0.065(3) Uani 1 2 d S . .
H3BA H 0.6838 -0.2500 0.4306 0.078 Uiso 1 2 calc SR . .
C4B C 0.6408(3) -0.2500 0.5410(8) 0.063(3) Uani 1 2 d S . .
H4BA H 0.6128 -0.2500 0.5112 0.075 Uiso 1 2 calc SR . .
C5B C 0.6454(3) -0.2500 0.6318(7) 0.052(2) Uani 1 2 d S . .
C6B C 0.6131(3) -0.2500 0.7033(8) 0.057(2) Uani 1 2 d S . .
C7B C 0.5686(3) -0.2500 0.6907(6) 0.0427(19) Uani 1 2 d S . .
H7BA H 0.5540 -0.2500 0.6333 0.051 Uiso 1 2 calc SR . .
C8B C 0.5479(4) -0.2500 0.7747(8) 0.065(3) Uani 1 2 d S . .
H8BA H 0.5169 -0.2500 0.7855 0.078 Uiso 1 2 calc SR . .
C9B C 0.5810(6) -0.2500 0.8400(8) 0.094(5) Uani 1 2 d S . .
H9BA H 0.5753 -0.2500 0.9037 0.112 Uiso 1 2 calc SR . .
C10B C 0.8064(3) -0.2500 0.3920(6) 0.067(3) Uani 1 2 d S . .
H10D H 0.7999 -0.2500 0.3266 0.100 Uiso 1 2 calc SR . .
H10E H 0.8236 -0.3569 0.4076 0.100 Uiso 0.50 1 calc PR . .
H10F H 0.8236 -0.1431 0.4076 0.100 Uiso 0.50 1 calc PR . .
C12B C 0.85054(19) -0.0532(8) 0.5649(4) 0.0426(13) Uani 1 1 d . . .
C13B C 0.8694(3) -0.2500 0.7226(5) 0.0441(19) Uani 1 2 d S . .
C14B C 0.7882(2) -0.0586(9) 0.7103(4) 0.0472(14) 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'
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
C14A W1A C14A 89.6(3) 7_565 . ?
C14A W1A C12A 89.9(3) 7_565 7_565 ?
C14A W1A C12A 177.0(2) . 7_565 ?
C14A W1A C12A 177.0(2) 7_565 . ?
C14A W1A C12A 89.9(3) . . ?
C12A W1A C12A 90.4(3) 7_565 . ?
C14A W1A C13A 87.7(2) 7_565 . ?
C14A W1A C13A 87.7(2) . . ?
C12A W1A C13A 89.4(2) 7_565 . ?
C12A W1A C13A 89.4(2) . . ?
C14A W1A C1A 94.1(2) 7_565 . ?
C14A W1A C1A 94.1(2) . . ?
C12A W1A C1A 88.86(19) 7_565 . ?
C12A W1A C1A 88.86(19) . . ?
C13A W1A C1A 177.5(3) . . ?
C5A S1A C2A 92.8(3) . . ?
C1A O1A C10A 122.5(6) . . ?
C9A O2A C6A 105.8(6) . . ?
O1A C1A C2A 106.3(6) . . ?
O1A C1A W1A 128.1(5) . . ?
C2A C1A W1A 125.6(5) . . ?
C3A C2A C1A 129.9(6) . . ?
C3A C2A S1A 109.4(5) . . ?
C1A C2A S1A 120.7(5) . . ?
C4A C3A C2A 113.2(6) . . ?
C5A C4A C3A 114.2(6) . . ?
C4A C5A C6A 126.9(7) . . ?
C4A C5A S1A 110.5(5) . . ?
C6A C5A S1A 122.6(6) . . ?
O2A C6A C7A 111.3(7) . . ?
O2A C6A C5A 116.9(7) . . ?
C7A C6A C5A 131.8(7) . . ?
C6A C7A C8A 103.0(8) . . ?
C9A C8A C7A 109.4(8) . . ?
C8A C9A O2A 110.5(8) . . ?
O3A C12A W1A 178.0(5) . . ?
O4A C13A W1A 179.7(8) . . ?
O5A C14A W1A 176.7(5) . . ?
C13B W1B C12B 87.4(2) . . ?
C13B W1B C12B 87.4(2) . 7 ?
C12B W1B C12B 93.2(3) . 7 ?
C13B W1B C14B 88.7(3) . 7 ?
C12B W1B C14B 175.6(2) . 7 ?
C12B W1B C14B 88.7(2) 7 7 ?
C13B W1B C14B 88.7(3) . . ?
C12B W1B C14B 88.7(2) . . ?
C12B W1B C14B 175.6(2) 7 . ?
C14B W1B C14B 89.1(3) 7 . ?
C13B W1B C1B 178.6(3) . . ?
C12B W1B C1B 91.7(2) . . ?
C12B W1B C1B 91.7(2) 7 . ?
C14B W1B C1B 92.3(2) 7 . ?
C14B W1B C1B 92.3(2) . . ?
C2B S1B C5B 88.9(5) . . ?
C1B O1B C10B 123.7(7) . . ?
C6B O2B C9B 95.1(9) . . ?
O1B C1B C2B 105.9(7) . . ?
O1B C1B W1B 129.2(5) . . ?
C2B C1B W1B 125.0(6) . . ?
C3B C2B C1B 127.4(9) . . ?
C3B C2B S1B 112.8(7) . . ?
C1B C2B S1B 119.7(6) . . ?
C2B C3B C4B 111.6(10) . . ?
C5B C4B C3B 113.0(9) . . ?
C4B C5B C6B 131.1(9) . . ?
C4B C5B S1B 113.8(8) . . ?
C6B C5B S1B 115.2(8) . . ?
C7B C6B C5B 125.1(10) . . ?
C7B C6B O2B 115.5(10) . . ?
C5B C6B O2B 119.4(9) . . ?
C6B C7B C8B 109.1(9) . . ?
C7B C8B C9B 106.9(11) . . ?
C8B C9B O2B 113.4(10) . . ?
O3B C12B W1B 177.1(6) . . ?
O4B C13B W1B 179.0(8) . . ?
O5B C14B W1B 176.1(6) . . ?
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
W1A C14A 2.042(6) 7_565 ?
W1A C14A 2.042(6) . ?
W1A C12A 2.046(6) 7_565 ?
W1A C12A 2.046(6) . ?
W1A C13A 2.036(9) . ?
W1A C1A 2.226(7) . ?
S1A C5A 1.712(7) . ?
S1A C2A 1.739(7) . ?
O1A C1A 1.328(8) . ?
O1A C10A 1.426(8) . ?
O2A C9A 1.371(10) . ?
O2A C6A 1.374(9) . ?
O3A C12A 1.132(7) . ?
O4A C13A 1.126(11) . ?
O5A C14A 1.137(7) . ?
C1A C2A 1.432(9) . ?
C2A C3A 1.399(9) . ?
C3A C4A 1.384(10) . ?
C4A C5A 1.379(10) . ?
C5A C6A 1.432(10) . ?
C6A C7A 1.376(11) . ?
C7A C8A 1.442(13) . ?
C8A C9A 1.310(14) . ?
W1B C13B 2.027(8) . ?
W1B C12B 2.027(6) . ?
W1B C12B 2.027(6) 7 ?
W1B C14B 2.041(7) 7 ?
W1B C14B 2.041(7) . ?
W1B C1B 2.224(8) . ?
S1B C2B 1.731(9) . ?
S1B C5B 1.719(9) . ?
O1B C1B 1.308(9) . ?
O1B C10B 1.440(11) . ?
O2B C6B 1.478(14) . ?
O2B C9B 1.540(19) . ?
O3B C12B 1.141(7) . ?
O4B C13B 1.137(10) . ?
O5B C14B 1.143(7) . ?
C1B C2B 1.469(11) . ?
C2B C3B 1.370(13) . ?
C3B C4B 1.388(14) . ?
C4B C5B 1.339(14) . ?
C5B C6B 1.431(15) . ?
C6B C7B 1.356(13) . ?
C7B C8B 1.381(13) . ?
C8B C9B 1.384(18) . ?
