#------------------------------------------------------------------------------
#$Date: 2019-11-25 02:26:09 +0200 (Mon, 25 Nov 2019) $
#$Revision: 239966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/35/06/4350613.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_4350613
loop_
_publ_author_name
'Timosheva, Natalya V.'
'Chandrasekaran, A.'
'Holmes, Robert R.'
_publ_section_title
;
 Biologically relevant phosphoranes: synthesis and structural
 characterization of glucofuranose-derived phosphoranes with penta- and
 hexacoordination at phosphorus.
;
_journal_issue                   26
_journal_name_full               'Inorganic chemistry'
_journal_page_first              10836
_journal_page_last               10848
_journal_paper_doi               10.1021/ic061596f
_journal_volume                  45
_journal_year                    2006
_chemical_formula_moiety         'C31 H41 O10 P S'
_chemical_formula_sum            'C31 H41 O10 P S'
_chemical_formula_weight         636.67
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                   9.80980(10)
_cell_length_b                   14.9672(2)
_cell_length_c                   22.2989(4)
_cell_measurement_reflns_used    3243
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      4.08
_cell_volume                     3274.04(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius KappaCCD area detector'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0533
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            5718
_diffrn_reflns_theta_full        24.98
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         4.19
_exptl_absorpt_coefficient_mu    0.201
_exptl_absorpt_correction_T_max  0.9801
_exptl_absorpt_correction_T_min  0.8636
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         5718
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0807
_refine_ls_R_factor_gt           0.0562
_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)+(0.0622P)²+1.3766P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1283
_reflns_number_gt                4501
_reflns_number_total             5718
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic061596fsi20060918_073813.cif
_cod_data_source_block           ntp31_(compound_=_2)
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               4350613
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
P P -0.25876(9) -0.21461(6) -0.62967(4) 0.0387(2) Uani 1 1 d .
S S -0.56831(9) -0.13663(6) -0.61522(4) 0.0461(3) Uani 1 1 d .
O1 O -0.0403(3) -0.42050(17) -0.62048(13) 0.0563(7) Uani 1 1 d .
O2 O 0.1658(3) -0.4555(2) -0.66547(19) 0.0943(13) Uani 1 1 d .
O3 O 0.2236(3) -0.31762(17) -0.63129(15) 0.0629(8) Uani 1 1 d .
O4 O -0.1076(2) -0.22277(17) -0.65587(11) 0.0441(6) Uani 1 1 d .
O5 O -0.2820(2) -0.32021(16) -0.61180(11) 0.0439(6) Uani 1 1 d .
O6 O -0.2369(3) -0.18726(17) -0.55977(10) 0.0476(6) Uani 1 1 d .
O7 O -0.2820(2) -0.10590(15) -0.64459(11) 0.0421(6) Uani 1 1 d .
O8 O -0.3483(2) -0.23747(16) -0.68989(10) 0.0408(6) Uani 1 1 d .
O9 O -0.5102(2) -0.21672(18) -0.59024(12) 0.0495(7) Uani 1 1 d .
O10 O -0.7073(2) -0.11630(19) -0.60144(13) 0.0622(8) Uani 1 1 d .
C1 C 0.0481(4) -0.4031(3) -0.6684(2) 0.0591(11) Uani 1 1 d .
H1 H 0.0015 -0.4115 -0.7069 0.071 Uiso 1 1 calc R
C2 C 0.0973(4) -0.3074(3) -0.6617(2) 0.0523(11) Uani 1 1 d .
H2 H 0.1054 -0.2756 -0.7000 0.063 Uiso 1 1 calc R
C3 C -0.0032(3) -0.2646(2) -0.61890(18) 0.0446(9) Uani 1 1 d .
H3 H 0.0422 -0.2202 -0.5935 0.053 Uiso 1 1 calc R
C4 C -0.0517(4) -0.3438(3) -0.58184(18) 0.0483(10) Uani 1 1 d .
H4 H 0.0083 -0.3515 -0.5471 0.058 Uiso 1 1 calc R
C5 C -0.1985(4) -0.3392(3) -0.56089(17) 0.0488(10) Uani 1 1 d .
H5 H -0.2260 -0.3955 -0.5420 0.059 Uiso 1 1 calc R
C6 C -0.2265(5) -0.2615(3) -0.51998(18) 0.0591(11) Uani 1 1 d .
H6A H -0.3108 -0.2703 -0.4980 0.071 Uiso 1 1 calc R
H6B H -0.1526 -0.2532 -0.4916 0.071 Uiso 1 1 calc R
C7 C 0.2795(4) -0.4040(3) -0.6446(2) 0.0642(12) Uani 1 1 d .
C8 C 0.3828(5) -0.4002(4) -0.6934(3) 0.0874(17) Uani 1 1 d .
H8A H 0.4175 -0.4591 -0.7008 0.131 Uiso 1 1 calc R
H8B H 0.4563 -0.3617 -0.6815 0.131 Uiso 1 1 calc R
H8C H 0.3413 -0.3773 -0.7292 0.131 Uiso 1 1 calc R
C9 C 0.3367(7) -0.4416(4) -0.5876(3) 0.110(2) Uani 1 1 d .
H9A H 0.3753 -0.4994 -0.5954 0.165 Uiso 1 1 calc R
H9B H 0.2652 -0.4471 -0.5584 0.165 Uiso 1 1 calc R
H9C H 0.4062 -0.4024 -0.5725 0.165 Uiso 1 1 calc R
C10 C -0.3318(4) -0.0411(2) -0.60562(16) 0.0425(9) Uani 1 1 d .
C11 C -0.2527(4) 0.0303(3) -0.58532(17) 0.0510(10) Uani 1 1 d .
C12 C -0.3164(5) 0.0878(3) -0.54442(19) 0.0599(12) Uani 1 1 d .
H12 H -0.2656 0.1353 -0.5295 0.072 Uiso 1 1 calc R
C13 C -0.4478(5) 0.0790(3) -0.52478(19) 0.0585(11) Uani 1 1 d .
C14 C -0.5263(4) 0.0130(3) -0.55011(18) 0.0531(10) Uani 1 1 d .
H14 H -0.6182 0.0083 -0.5404 0.064 Uiso 1 1 calc R
C15 C -0.4685(4) -0.0463(3) -0.58995(18) 0.0455(9) Uani 1 1 d .
C16 C -0.5480(4) -0.1421(3) -0.69407(17) 0.0449(9) Uani 1 1 d .
C17 C -0.6491(4) -0.1003(3) -0.7278(2) 0.0627(12) Uani 1 1 d .
H17 H -0.7182 -0.0687 -0.7087 0.075 Uiso 1 1 calc R
C18 C -0.6473(5) -0.1055(3) -0.7887(2) 0.0724(14) Uani 1 1 d .
C19 C -0.5399(5) -0.1518(3) -0.8158(2) 0.0660(12) Uani 1 1 d .
H19 H -0.5374 -0.1540 -0.8575 0.079 Uiso 1 1 calc R
C20 C -0.4365(4) -0.1948(3) -0.78434(17) 0.0496(10) Uani 1 1 d .
C21 C -0.4417(4) -0.1892(2) -0.72151(17) 0.0410(9) Uani 1 1 d .
C22 C -0.1054(5) 0.0484(3) -0.6052(2) 0.0661(13) Uani 1 1 d .
C23 C -0.3213(4) -0.2446(3) -0.81727(18) 0.0550(11) Uani 1 1 d .
C24 C -0.1052(11) 0.0532(7) -0.6742(4) 0.118(3) Uiso 0.70 1 d PD
C25 C -0.0123(9) -0.0268(6) -0.5796(4) 0.094(3) Uiso 0.70 1 d PD
C26 C -0.0524(9) 0.1389(5) -0.5783(4) 0.100(3) Uiso 0.70 1 d PD
C24A C -0.0521(14) -0.0039(8) -0.6662(5) 0.052(3) Uiso 0.30 1 d PD
C25A C -0.002(2) 0.0242(12) -0.5541(6) 0.120(8) Uiso 0.30 1 d PD
C26A C -0.085(2) 0.1511(8) -0.6215(7) 0.101(6) Uiso 0.30 1 d PD
C27 C -0.5062(6) 0.1408(4) -0.4764(2) 0.0888(17) Uani 1 1 d .
H27A H -0.6012 0.1508 -0.4841 0.133 Uiso 1 1 calc R
H27B H -0.4585 0.1968 -0.4772 0.133 Uiso 1 1 calc R
H27C H -0.4953 0.1134 -0.4378 0.133 Uiso 1 1 calc R
C28 C -0.7554(7) -0.0598(5) -0.8266(3) 0.133(3) Uani 1 1 d .
H28A H -0.8427 -0.0862 -0.8185 0.200 Uiso 1 1 calc R
H28B H -0.7338 -0.0672 -0.8683 0.200 Uiso 1 1 calc R
H28C H -0.7581 0.0027 -0.8170 0.200 Uiso 1 1 calc R
C29 C -0.3435(6) -0.2425(4) -0.8855(2) 0.0840(15) Uani 1 1 d .
H29A H -0.2705 -0.2739 -0.9050 0.126 Uiso 1 1 calc R
H29B H -0.3450 -0.1817 -0.8991 0.126 Uiso 1 1 calc R
H29C H -0.4286 -0.2707 -0.8951 0.126 Uiso 1 1 calc R
C30 C -0.3188(5) -0.3439(3) -0.7996(2) 0.0728(14) Uani 1 1 d .
H30A H -0.2460 -0.3734 -0.8204 0.109 Uiso 1 1 calc R
H30B H -0.4041 -0.3711 -0.8102 0.109 Uiso 1 1 calc R
H30C H -0.3049 -0.3491 -0.7571 0.109 Uiso 1 1 calc R
C31 C -0.1850(5) -0.1989(4) -0.8041(2) 0.0729(14) Uani 1 1 d .
H31A H -0.1131 -0.2302 -0.8244 0.109 Uiso 1 1 calc R
H31B H -0.1682 -0.1996 -0.7617 0.109 Uiso 1 1 calc R
H31C H -0.1880 -0.1382 -0.8179 0.109 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_publ_flag
O4 P O5 98.25(13) y
O4 P O6 104.32(13) y
O4 P O7 97.36(13) y
O4 P O8 100.45(13) y
O4 P O9 174.59(12) y
O5 P O6 91.60(13) y
O5 P O7 164.00(13) y
O5 P O8 85.63(13) y
O5 P O9 77.10(10) y
O6 P O7 87.93(13) y
O6 P O8 155.22(14) y
O6 P O9 78.78(12) y
O7 P O8 88.11(12) y
O7 P O9 87.13(10) y
O8 P O9 76.60(11) y
O10 S O9 118.14(17) y
O10 S C15 107.33(17) ?
O9 S C15 107.15(17) ?
O10 S C16 109.26(18) ?
O9 S C16 107.53(17) ?
C15 S C16 106.89(18) y
C1 O1 C4 110.9(3) ?
C1 O2 C7 110.9(3) ?
C2 O3 C7 109.4(3) ?
C3 O4 P 118.6(2) y
C5 O5 P 107.7(2) y
C6 O6 P 114.2(2) y
C10 O7 P 126.9(2) y
C21 O8 P 132.3(2) y
S O9 P 103.49(13) y
O2 C1 O1 111.8(4) ?
O2 C1 C2 105.2(3) ?
O1 C1 C2 107.2(3) ?
O3 C2 C3 108.2(3) ?
O3 C2 C1 102.8(3) ?
C3 C2 C1 104.7(3) ?
O4 C3 C2 106.4(3) ?
O4 C3 C4 115.0(3) ?
C2 C3 C4 102.5(3) ?
O1 C4 C5 107.2(3) ?
O1 C4 C3 105.8(3) ?
C5 C4 C3 115.4(3) ?
O5 C5 C6 102.9(3) ?
O5 C5 C4 108.0(3) ?
C6 C5 C4 113.4(3) ?
O6 C6 C5 103.8(3) ?
O2 C7 O3 104.7(3) ?
O2 C7 C8 108.2(4) ?
O3 C7 C8 112.1(4) ?
O2 C7 C9 111.4(4) ?
O3 C7 C9 107.9(4) ?
C8 C7 C9 112.3(4) ?
C15 C10 O7 117.2(3) ?
C15 C10 C11 119.9(3) ?
O7 C10 C11 122.8(3) ?
C10 C11 C12 115.7(4) ?
C10 C11 C22 124.3(4) ?
C12 C11 C22 120.0(4) ?
C13 C12 C11 124.8(4) ?
C12 C13 C14 117.7(4) ?
C12 C13 C27 121.3(4) ?
C14 C13 C27 121.0(4) ?
C13 C14 C15 119.9(4) ?
C14 C15 C10 121.5(4) ?
C14 C15 S 118.2(3) ?
C10 C15 S 120.0(3) ?
C17 C16 C21 121.3(4) ?
C17 C16 S 115.9(3) ?
C21 C16 S 122.7(3) ?
C18 C17 C16 120.3(4) ?
C17 C18 C19 118.0(4) ?
C17 C18 C28 121.4(5) ?
C19 C18 C28 120.6(4) ?
C20 C19 C18 124.1(4) ?
C19 C20 C21 116.7(4) ?
C19 C20 C23 121.2(4) ?
C21 C20 C23 122.1(3) ?
O8 C21 C16 122.8(3) ?
O8 C21 C20 117.4(3) ?
C16 C21 C20 119.5(3) ?
C11 C22 C24 107.4(5) ?
C11 C22 C25 108.6(5) ?
C24 C22 C25 113.5(6) ?
C11 C22 C26 110.7(5) ?
C24 C22 C26 110.0(5) ?
C25 C22 C26 106.8(5) ?
C11 C22 C25A 111.1(9) ?
C11 C22 C26A 110.8(8) ?
C25A C22 C26A 107.8(8) ?
C11 C22 C24A 116.9(5) ?
C25A C22 C24A 106.4(8) ?
C26A C22 C24A 103.3(7) ?
C31 C23 C29 107.7(4) ?
C31 C23 C30 111.6(4) ?
C29 C23 C30 106.0(4) ?
C31 C23 C20 109.5(3) ?
C29 C23 C20 111.0(3) ?
C30 C23 C20 110.9(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
P O4 1.598(2) y
P O5 1.646(3) y
P O6 1.626(3) y
P O7 1.676(2) y
P O8 1.641(2) y
P O9 2.618(2) y
S O10 1.431(3) y
S O9 1.440(3) y
S C15 1.761(4) ?
S C16 1.771(4) ?
O1 C1 1.401(5) ?
O1 C4 1.439(5) ?
O2 C1 1.397(5) ?
O2 C7 1.434(5) ?
O3 C2 1.421(5) ?
O3 C7 1.435(5) ?
O4 C3 1.456(4) ?
O5 C5 1.428(4) ?
O6 C6 1.426(5) ?
O7 C10 1.391(4) ?
O8 C21 1.363(4) ?
C1 C2 1.520(6) ?
C2 C3 1.514(5) ?
C3 C4 1.522(5) ?
C4 C5 1.515(5) ?
C5 C6 1.503(6) ?
C7 C8 1.488(7) ?
C7 C9 1.498(7) ?
C10 C15 1.389(5) ?
C10 C11 1.396(5) ?
C11 C12 1.400(6) ?
C11 C22 1.535(6) ?
C12 C13 1.368(6) ?
C13 C14 1.374(6) ?
C13 C27 1.531(6) ?
C14 C15 1.377(5) ?
C16 C17 1.393(5) ?
C16 C21 1.400(5) ?
C17 C18 1.360(6) ?
C18 C19 1.399(6) ?
C18 C28 1.518(6) ?
C19 C20 1.392(6) ?
C20 C21 1.404(5) ?
C20 C23 1.539(6) ?
C22 C24 1.541(9) ?
C22 C25 1.558(9) ?
C22 C26 1.570(9) ?
C22 C25A 1.572(14) ?
C22 C26A 1.592(14) ?
C22 C24A 1.655(11) ?
C23 C31 1.531(6) ?
C23 C29 1.538(6) ?
C23 C30 1.538(6) ?
