#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/80/4308055.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_4308055
loop_
_publ_author_name
'Kuppuswamy Arumugam'
'James E. Bollinger'
'Mark Fink'
'James P. Donahue'
_publ_contact_author_email       donahue@tulane.edu
_publ_contact_author_fax         504-865-5596
_publ_contact_author_phone       504-862-3562
_publ_section_title
;
Preparation and Isolation of Dithiolene Thiophosphoryl Molecules as Stable,
Protected Forms of Dithiolene Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3283
_journal_page_last               3288
_journal_paper_doi               10.1021/ic0700203
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C17 H17 O2 P S4'
_chemical_formula_weight         412.52
_chemical_melting_point          140
_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                 92.991(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.8333(8)
_cell_length_b                   16.246(2)
_cell_length_c                   19.129(3)
_cell_measurement_reflns_used    5978
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.09
_cell_measurement_theta_min      2.47
_cell_volume                     1810.3(4)
_computing_cell_refinement       'Bruker SMART (Bruker-AXS, 2000)'
_computing_data_collection       'Bruker SMART (Bruker-AXS, 2000)'
_computing_data_reduction        'Bruker SAINT+ (Bruker-AXS, 2004)'
_computing_molecular_graphics    'Bruker SHELXTL (Bruker-AXS, 2000a)'
_computing_publication_material  'Bruker SHELXTL (Bruker-AXS, 2000a)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Bruker-AXS SMART APEX'
_diffrn_measurement_method       'phi and omega 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  0.0516
_diffrn_reflns_av_sigmaI/netI    0.0526
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            15929
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.23
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.621
_exptl_absorpt_correction_T_max  0.9877
_exptl_absorpt_correction_T_min  0.8120
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.864
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         4313
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0534
_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)+(0.0544P)²+1.8017P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1143
_refine_ls_wR_factor_ref         0.1212
_reflns_number_gt                3499
_reflns_number_total             4313
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic0700203si20070105_024028_2.cif
_cod_data_source_block           ((H3CO-p-C6H4)2C2S2)P(S)(SCH3)_1
_cod_database_code               4308055
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
S1 S 0.89791(12) 0.41652(4) 0.20113(4) 0.01530(17) Uani 1 1 d . . .
S2 S 1.18808(13) 0.46867(4) 0.07507(4) 0.01532(17) Uani 1 1 d . . .
S3 S 1.16281(13) 0.26386(5) 0.11708(4) 0.01934(18) Uani 1 1 d . . .
S4 S 0.72470(13) 0.34907(5) 0.03592(4) 0.01984(18) Uani 1 1 d . . .
P1 P 0.97669(13) 0.37137(5) 0.10245(4) 0.01473(17) Uani 1 1 d . . .
O1 O 1.2220(4) 0.58511(14) 0.49620(11) 0.0215(5) Uani 1 1 d . . .
O2 O 1.8932(4) 0.77216(13) 0.15569(11) 0.0193(5) Uani 1 1 d . . .
C1 C 1.1232(5) 0.48953(17) 0.21287(15) 0.0133(6) Uani 1 1 d . . .
C2 C 1.2480(5) 0.51265(17) 0.15907(14) 0.0133(6) Uani 1 1 d . . .
C3 C 1.1486(5) 0.51685(17) 0.28665(15) 0.0139(6) Uani 1 1 d . . .
C4 C 1.3465(5) 0.49840(18) 0.32839(15) 0.0157(6) Uani 1 1 d . . .
H4 H 1.4688 0.4690 0.3089 0.019 Uiso 1 1 calc R . .
C5 C 1.3650(5) 0.52274(19) 0.39797(16) 0.0183(6) Uani 1 1 d . . .
H5 H 1.4995 0.5099 0.4260 0.022 Uiso 1 1 calc R . .
C6 C 1.1873(5) 0.56589(18) 0.42674(15) 0.0157(6) Uani 1 1 d . . .
C7 C 0.9910(5) 0.58524(18) 0.38632(16) 0.0172(6) Uani 1 1 d . . .
H7 H 0.8702 0.6154 0.4058 0.021 Uiso 1 1 calc R . .
C8 C 0.9729(5) 0.55989(19) 0.31655(15) 0.0172(6) Uani 1 1 d . . .
H8 H 0.8374 0.5724 0.2889 0.021 Uiso 1 1 calc R . .
C9 C 1.0430(6) 0.6286(2) 0.52836(16) 0.0242(7) Uani 1 1 d . . .
H9A H 1.0233 0.6829 0.5064 0.036 Uiso 1 1 calc R . .
H9B H 1.0834 0.6354 0.5784 0.036 Uiso 1 1 calc R . .
H9C H 0.8995 0.5975 0.5223 0.036 Uiso 1 1 calc R . .
C10 C 1.4259(5) 0.57786(17) 0.15953(14) 0.0130(6) Uani 1 1 d . . .
C11 C 1.4207(5) 0.64536(18) 0.20520(15) 0.0170(6) Uani 1 1 d . . .
H11 H 1.3049 0.6481 0.2382 0.020 Uiso 1 1 calc R . .
C12 C 1.5797(5) 0.70750(18) 0.20301(15) 0.0161(6) Uani 1 1 d . . .
H12 H 1.5740 0.7520 0.2351 0.019 Uiso 1 1 calc R . .
C13 C 1.7500(5) 0.70607(17) 0.15424(15) 0.0141(6) Uani 1 1 d . . .
C14 C 1.7598(5) 0.64003(18) 0.10860(15) 0.0158(6) Uani 1 1 d . . .
H14 H 1.8752 0.6379 0.0754 0.019 Uiso 1 1 calc R . .
C15 C 1.5993(5) 0.57675(18) 0.11171(15) 0.0154(6) Uani 1 1 d . . .
H15 H 1.6079 0.5316 0.0804 0.018 Uiso 1 1 calc R . .
C16 C 2.0540(5) 0.7771(2) 0.10155(17) 0.0221(7) Uani 1 1 d . . .
H16A H 2.1610 0.7307 0.1059 0.033 Uiso 1 1 calc R . .
H16B H 2.1397 0.8289 0.1061 0.033 Uiso 1 1 calc R . .
H16C H 1.9710 0.7752 0.0557 0.033 Uiso 1 1 calc R . .
C17 C 1.3828(5) 0.29470(19) 0.18185(16) 0.0185(6) Uani 1 1 d . . .
H17A H 1.4578 0.3449 0.1662 0.028 Uiso 1 1 calc R . .
H17B H 1.4968 0.2507 0.1880 0.028 Uiso 1 1 calc R . .
H17C H 1.3130 0.3053 0.2265 0.028 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
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
C1 S1 P1 98.74(10) . . ?
C2 S2 P1 99.70(10) . . ?
C17 S3 P1 101.99(11) . . ?
S4 P1 S3 107.91(5) . . ?
S4 P1 S2 114.62(5) . . ?
S3 P1 S2 111.14(5) . . ?
S4 P1 S1 117.67(5) . . ?
S3 P1 S1 108.15(4) . . ?
S2 P1 S1 96.94(4) . . ?
C6 O1 C9 117.2(2) . . ?
C13 O2 C16 117.0(2) . . ?
C2 C1 C3 127.9(3) . . ?
C2 C1 S1 121.1(2) . . ?
C3 C1 S1 111.0(2) . . ?
C1 C2 C10 127.0(3) . . ?
C1 C2 S2 119.4(2) . . ?
C10 C2 S2 113.4(2) . . ?
C8 C3 C4 118.5(3) . . ?
C8 C3 C1 120.3(3) . . ?
C4 C3 C1 121.2(3) . . ?
C5 C4 C3 120.4(3) . . ?
C4 C5 C6 120.1(3) . . ?
O1 C6 C7 124.5(3) . . ?
O1 C6 C5 115.1(3) . . ?
C7 C6 C5 120.4(3) . . ?
C6 C7 C8 119.1(3) . . ?
C3 C8 C7 121.5(3) . . ?
C15 C10 C11 117.2(3) . . ?
C15 C10 C2 121.1(3) . . ?
C11 C10 C2 121.6(2) . . ?
C12 C11 C10 121.3(3) . . ?
C11 C12 C13 120.8(3) . . ?
O2 C13 C14 125.3(3) . . ?
O2 C13 C12 115.5(3) . . ?
C14 C13 C12 119.2(3) . . ?
C13 C14 C15 119.6(3) . . ?
C14 C15 C10 121.9(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
S1 C1 1.776(3) . ?
S1 P1 2.0984(10) . ?
S2 C2 1.777(3) . ?
S2 P1 2.0882(10) . ?
S3 C17 1.807(3) . ?
S3 P1 2.0678(11) . ?
S4 P1 1.9277(11) . ?
O1 C6 1.370(3) . ?
O1 C9 1.426(4) . ?
O2 C13 1.360(3) . ?
O2 C16 1.435(3) . ?
C1 C2 1.345(4) . ?
C1 C3 1.479(4) . ?
C2 C10 1.483(4) . ?
C3 C8 1.388(4) . ?
C3 C4 1.401(4) . ?
C4 C5 1.387(4) . ?
C5 C6 1.389(4) . ?
C6 C7 1.384(4) . ?
C7 C8 1.395(4) . ?
C10 C15 1.399(4) . ?
C10 C11 1.403(4) . ?
C11 C12 1.373(4) . ?
C12 C13 1.398(4) . ?
C13 C14 1.386(4) . ?
C14 C15 1.394(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21155864
