#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:58:35 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179164 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/25/4312568.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_4312568
loop_
_publ_author_name
'David V. Partyka'
'Richard J. Staples'
'R. H. Holm'
_publ_section_title
;
 Nucleophilic Reactivity and Oxo/Sulfido Substitution Reactions of MVIO3
 Groups (M = Mo, W)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7877
_journal_page_last               7886
_journal_paper_doi               10.1021/ic030185l
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C15 H33 N3 O S2 W'
_chemical_formula_weight         519.41
_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            4
_cell_length_a                   12.644(3)
_cell_length_b                   16.067(3)
_cell_length_c                   9.906(2)
_cell_measurement_temperature    293(2)
_cell_volume                     2012.4(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0218
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12976
_diffrn_reflns_theta_full        28.27
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         2.42
_exptl_absorpt_coefficient_mu    5.952
_exptl_crystal_density_diffrn    1.714
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_refine_diff_density_max         1.863
_refine_diff_density_min         -1.477
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.274
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     114
_refine_ls_number_reflns         2565
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.274
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0363
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0246P)²+7.3772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0767
_refine_ls_wR_factor_ref         0.0779
_reflns_number_gt                2422
_reflns_number_total             2565
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic030185l_13.cif
_cod_data_source_block           Compound20
_cod_original_cell_volume        2012.5(7)
_cod_database_code               4312568
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
W1 W 0.26937(2) 0.7500 0.56652(2) 0.02280(9) Uani 1 2 d S . .
S2 S 0.31418(11) 0.64180(9) 0.44757(13) 0.0368(3) Uani 1 1 d . . .
O1 O 0.3509(4) 0.7500 0.7078(5) 0.0325(11) Uani 1 2 d S . .
N3 N 0.1360(3) 0.6771(2) 0.6918(4) 0.0251(8) Uani 1 1 d . . .
N1 N 0.0846(4) 0.7500 0.5000(5) 0.0227(11) Uani 1 2 d S . .
C9 C 0.0583(4) 0.6759(3) 0.5806(5) 0.0290(10) Uani 1 1 d . . .
H9A H 0.0653 0.6256 0.5271 0.035 Uiso 1 1 calc R . .
H9B H -0.0133 0.6793 0.6152 0.035 Uiso 1 1 calc R . .
C2 C 0.0308(6) 0.7500 0.3602(7) 0.0358(16) Uani 1 2 d S . .
C8 C 0.1124(6) 0.7500 0.7784(6) 0.0278(14) Uani 1 2 d S . .
H8A H 0.1567 0.7500 0.8583 0.033 Uiso 1 2 calc SR . .
H8B H 0.0388 0.7500 0.8060 0.033 Uiso 1 2 calc SR . .
C12 C 0.1438(4) 0.5953(3) 0.7699(5) 0.0331(11) Uani 1 1 d . . .
C1 C 0.0659(7) 0.6738(5) 0.2813(6) 0.079(3) Uani 1 1 d . . .
H1A H 0.0392 0.6771 0.1908 0.118 Uiso 1 1 calc R . .
H1B H 0.0388 0.6246 0.3241 0.118 Uiso 1 1 calc R . .
H1C H 0.1417 0.6715 0.2793 0.118 Uiso 1 1 calc R . .
C11 C 0.2393(7) 0.5992(5) 0.8615(10) 0.087(3) Uani 1 1 d . . .
H11A H 0.2271 0.6393 0.9317 0.130 Uiso 1 1 calc R . .
H11B H 0.3003 0.6154 0.8099 0.130 Uiso 1 1 calc R . .
H11C H 0.2513 0.5455 0.9009 0.130 Uiso 1 1 calc R . .
C13 C -0.0872(6) 0.7500 0.3754(9) 0.054(2) Uani 1 2 d S . .
H13A H -0.1195 0.7584 0.2887 0.081 Uiso 0.50 1 calc PR . .
H13B H -0.1079 0.7941 0.4352 0.081 Uiso 0.50 1 calc PR . .
H13C H -0.1098 0.6976 0.4119 0.081 Uiso 0.50 1 calc PR . .
C14 C 0.0455(6) 0.5806(5) 0.8524(9) 0.076(3) Uani 1 1 d . . .
H14A H 0.0378 0.6245 0.9174 0.113 Uiso 1 1 calc R . .
H14B H 0.0512 0.5282 0.8984 0.113 Uiso 1 1 calc R . .
H14C H -0.0150 0.5797 0.7940 0.113 Uiso 1 1 calc R . .
C10 C 0.1584(9) 0.5237(4) 0.6731(7) 0.090(3) Uani 1 1 d . . .
H10A H 0.1708 0.4735 0.7230 0.135 Uiso 1 1 calc R . .
H10B H 0.2178 0.5347 0.6155 0.135 Uiso 1 1 calc R . .
H10C H 0.0958 0.5174 0.6191 0.135 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'
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
O1 W1 S2 106.35(9) . . ?
O1 W1 S2 106.35(9) . 7_575 ?
S2 W1 S2 106.11(8) . 7_575 ?
O1 W1 N3 90.03(16) . 7_575 ?
S2 W1 N3 148.59(10) . 7_575 ?
S2 W1 N3 94.20(10) 7_575 7_575 ?
O1 W1 N3 90.03(16) . . ?
S2 W1 N3 94.20(10) . . ?
S2 W1 N3 148.59(10) 7_575 . ?
N3 W1 N3 58.44(18) 7_575 . ?
O1 W1 N1 142.1(2) . . ?
S2 W1 N1 95.95(8) . . ?
S2 W1 N1 95.95(8) 7_575 . ?
N3 W1 N1 57.59(13) 7_575 . ?
N3 W1 N1 57.59(13) . . ?
C9 N3 C8 108.0(4) . . ?
C9 N3 C12 114.2(4) . . ?
C8 N3 C12 113.6(3) . . ?
C9 N3 W1 95.1(2) . . ?
C8 N3 W1 93.2(3) . . ?
C12 N3 W1 129.5(3) . . ?
C9 N1 C9 108.0(5) 7_575 . ?
C9 N1 C2 112.8(3) 7_575 . ?
C9 N1 C2 112.8(3) . . ?
C9 N1 W1 94.0(3) 7_575 . ?
C9 N1 W1 94.0(3) . . ?
C2 N1 W1 131.9(4) . . ?
N1 C9 N3 104.1(4) . . ?
C13 C2 C1 110.0(5) . 7_575 ?
C13 C2 C1 110.0(5) . . ?
C1 C2 C1 107.5(8) 7_575 . ?
C13 C2 N1 110.4(6) . . ?
C1 C2 N1 109.5(4) 7_575 . ?
C1 C2 N1 109.5(4) . . ?
N3 C8 N3 104.4(5) . 7_575 ?
C14 C12 C10 109.0(6) . . ?
C14 C12 C11 109.9(6) . . ?
C10 C12 C11 108.4(7) . . ?
C14 C12 N3 110.9(4) . . ?
C10 C12 N3 110.0(4) . . ?
C11 C12 N3 108.6(4) . . ?
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 O1 1.738(5) . ?
W1 S2 2.1753(13) . ?
W1 S2 2.1753(13) 7_575 ?
W1 N3 2.399(4) 7_575 ?
W1 N3 2.399(4) . ?
W1 N1 2.428(5) . ?
N3 C9 1.477(6) . ?
N3 C8 1.482(5) . ?
N3 C12 1.528(6) . ?
N1 C9 1.472(6) 7_575 ?
N1 C9 1.472(6) . ?
N1 C2 1.542(8) . ?
C2 C13 1.500(11) . ?
C2 C1 1.519(8) 7_575 ?
C2 C1 1.519(8) . ?
C8 N3 1.482(5) 7_575 ?
C12 C14 1.506(8) . ?
C12 C10 1.509(8) . ?
C12 C11 1.512(9) . ?
