data_2008src0504
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C27 H35 O10.25 P S2'
_chemical_formula_weight          618.64
 
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'
 'P'  'P'   0.1023   0.0942
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    P2(1)/c
 
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'
 
_cell_length_a                    13.9991(2)
_cell_length_b                    18.4241(2)
_cell_length_c                    11.28730(10)
_cell_angle_alpha                 90.00
_cell_angle_beta                  99.1340(10)
_cell_angle_gamma                 90.00
_cell_volume                      2874.31(6)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     62808
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        rod
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.40
_exptl_crystal_size_mid           0.05
_exptl_crystal_size_min           0.03
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.430
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1304
_exptl_absorpt_coefficient_mu     0.298
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.8902
_exptl_absorpt_correction_T_max   0.9911
_exptl_absorpt_process_details    'SADABS V2.10 (Sheldrick, G.M., 2003)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Bruker-Nonius KappaCCD Area Detector'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          none
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         negligible
_diffrn_reflns_number             58725
_diffrn_reflns_av_R_equivalents   0.0538
_diffrn_reflns_av_sigmaI/netI     0.0314
_diffrn_reflns_limit_h_min        -18
_diffrn_reflns_limit_h_max        18
_diffrn_reflns_limit_k_min        -23
_diffrn_reflns_limit_k_max        23
_diffrn_reflns_limit_l_min        -14
_diffrn_reflns_limit_l_max        14
_diffrn_reflns_theta_min          3.15
_diffrn_reflns_theta_max          27.50
_reflns_number_total              6575
_reflns_number_gt                 5500
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        ?
_computing_cell_refinement        'DENZO, COLLECT'
_computing_data_reduction         'DENZO, COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material   ?
 
_refine_special_details
;
A fully occupied hydrate was easily located and hydrogens freely
refined, however the residual map still exhibited a sizeable remaining
peak - this refines to be 16.6% of an oxygen atom, which improves
agreement factors considerably. It was not possible to locate the
remaining associated H atoms with this hydrate in the difference map.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0373P)²+1.8557P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          6575
_refine_ls_number_parameters      385
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0467
_refine_ls_R_factor_gt            0.0358
_refine_ls_wR_factor_ref          0.0894
_refine_ls_wR_factor_gt           0.0839
_refine_ls_goodness_of_fit_ref    1.034
_refine_ls_restrained_S_all       1.034
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
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
C1 C 0.33038(11) 0.03639(8) 0.66665(13) 0.0154(3) Uani 1 1 d . . .
H1A H 0.3872 0.0677 0.6624 0.018 Uiso 1 1 calc R . .
H1B H 0.3542 -0.0118 0.6968 0.018 Uiso 1 1 calc R . .
C2 C 0.27117(11) 0.02828(9) 0.54131(13) 0.0172(3) Uani 1 1 d . . .
H2A H 0.2249 -0.0123 0.5419 0.021 Uiso 1 1 calc R . .
H2B H 0.2333 0.0732 0.5208 0.021 Uiso 1 1 calc R . .
C3 C 0.33381(12) 0.01396(9) 0.44537(14) 0.0194(3) Uani 1 1 d . . .
H3A H 0.3755 0.0569 0.4406 0.023 Uiso 1 1 calc R . .
H3B H 0.2908 0.0095 0.3671 0.023 Uiso 1 1 calc R . .
C4 C 0.14231(11) 0.03069(8) 0.73225(13) 0.0159(3) Uani 1 1 d . . .
C5 C 0.14297(12) -0.04513(9) 0.74909(13) 0.0194(3) Uani 1 1 d . . .
C6 C 0.23590(18) -0.14819(10) 0.82978(19) 0.0407(5) Uani 1 1 d . . .
H6A H 0.1949 -0.1570 0.8911 0.061 Uiso 1 1 calc R . .
H6B H 0.3031 -0.1604 0.8622 0.061 Uiso 1 1 calc R . .
H6C H 0.2138 -0.1785 0.7594 0.061 Uiso 1 1 calc R . .
C7 C 0.05917(14) -0.08569(10) 0.71813(15) 0.0281(4) Uani 1 1 d . . .
H7 H 0.0596 -0.1367 0.7308 0.034 Uiso 1 1 calc R . .
C8 C -0.02482(14) -0.05045(10) 0.66858(16) 0.0305(4) Uani 1 1 d . . .
H8 H -0.0824 -0.0780 0.6477 0.037 Uiso 1 1 calc R . .
C9 C -0.02775(12) 0.02339(10) 0.64840(15) 0.0254(4) Uani 1 1 d . . .
H9 H -0.0866 0.0462 0.6144 0.030 Uiso 1 1 calc R . .
C10 C 0.05637(11) 0.06410(9) 0.67834(13) 0.0184(3) Uani 1 1 d . . .
C11 C -0.03056(12) 0.17365(10) 0.62321(18) 0.0300(4) Uani 1 1 d . . .
H11A H -0.0602 0.1601 0.5417 0.045 Uiso 1 1 calc R . .
H11B H -0.0191 0.2261 0.6269 0.045 Uiso 1 1 calc R . .
H11C H -0.0741 0.1604 0.6797 0.045 Uiso 1 1 calc R . .
C12 C 0.24630(10) 0.17319(8) 0.75575(13) 0.0149(3) Uani 1 1 d . . .
C13 C 0.19034(11) 0.20642(8) 0.83337(13) 0.0174(3) Uani 1 1 d . . .
C14 C 0.07832(13) 0.18576(10) 0.96926(16) 0.0267(4) Uani 1 1 d . . .
H14A H 0.1076 0.2228 1.0260 0.040 Uiso 1 1 calc R . .
H14B H 0.0544 0.1457 1.0135 0.040 Uiso 1 1 calc R . .
H14C H 0.0244 0.2071 0.9144 0.040 Uiso 1 1 calc R . .
C15 C 0.18072(12) 0.28117(9) 0.83773(15) 0.0231(3) Uani 1 1 d . . .
H15 H 0.1414 0.3031 0.8890 0.028 Uiso 1 1 calc R . .
C16 C 0.22995(13) 0.32306(9) 0.76522(16) 0.0257(4) Uani 1 1 d . . .
H16 H 0.2248 0.3744 0.7685 0.031 Uiso 1 1 calc R . .
C17 C 0.28609(12) 0.29277(9) 0.68856(15) 0.0229(3) Uani 1 1 d . . .
H17 H 0.3194 0.3229 0.6404 0.027 Uiso 1 1 calc R . .
C18 C 0.29368(11) 0.21738(8) 0.68202(14) 0.0167(3) Uani 1 1 d . . .
C19 C 0.40301(12) 0.22650(9) 0.54039(16) 0.0243(4) Uani 1 1 d . . .
H19A H 0.3618 0.2592 0.4860 0.036 Uiso 1 1 calc R . .
H19B H 0.4392 0.1947 0.4938 0.036 Uiso 1 1 calc R . .
H19C H 0.4485 0.2551 0.5969 0.036 Uiso 1 1 calc R . .
C20 C 0.31779(11) 0.06127(8) 0.92153(13) 0.0158(3) Uani 1 1 d . . .
C21 C 0.41331(11) 0.08766(8) 0.94866(14) 0.0182(3) Uani 1 1 d . . .
C22 C 0.54036(12) 0.15495(10) 0.87719(16) 0.0248(4) Uani 1 1 d . . .
H22A H 0.5428 0.1922 0.9395 0.037 Uiso 1 1 calc R . .
H22B H 0.5536 0.1772 0.8026 0.037 Uiso 1 1 calc R . .
H22C H 0.5891 0.1177 0.9032 0.037 Uiso 1 1 calc R . .
C23 C 0.46717(13) 0.07827(9) 1.06250(15) 0.0234(4) Uani 1 1 d . . .
H23 H 0.5309 0.0972 1.0812 0.028 Uiso 1 1 calc R . .
C24 C 0.42587(13) 0.04092(10) 1.14758(14) 0.0252(4) Uani 1 1 d . . .
H24 H 0.4631 0.0327 1.2243 0.030 Uiso 1 1 calc R . .
C25 C 0.33214(13) 0.01516(9) 1.12461(14) 0.0231(4) Uani 1 1 d . . .
H25 H 0.3058 -0.0107 1.1847 0.028 Uiso 1 1 calc R . .
C26 C 0.27634(12) 0.02740(8) 1.01251(13) 0.0183(3) Uani 1 1 d . . .
C27 C 0.13856(15) -0.02835(11) 1.07449(17) 0.0337(4) Uani 1 1 d . . .
H27A H 0.1740 -0.0735 1.0964 0.051 Uiso 1 1 calc R . .
H27B H 0.0711 -0.0396 1.0418 0.051 Uiso 1 1 calc R . .
H27C H 0.1407 0.0023 1.1459 0.051 Uiso 1 1 calc R . .
O1 O 0.25073(9) -0.15269(7) 0.51395(11) 0.0279(3) Uani 1 1 d . . .
O2 O 0.25210(9) -0.12556(7) 0.30532(10) 0.0263(3) Uani 1 1 d . . .
O3 O 0.36910(9) -0.21047(7) 0.40939(12) 0.0306(3) Uani 1 1 d . . .
O4 O 0.22994(9) -0.07322(6) 0.79569(10) 0.0236(3) Uani 1 1 d . . .
O5 O 0.05963(8) 0.13612(6) 0.65457(10) 0.0219(2) Uani 1 1 d . . .
O6 O 0.14924(8) 0.15904(6) 0.90210(10) 0.0208(2) Uani 1 1 d . . .
O7 O 0.34401(8) 0.18337(6) 0.60539(10) 0.0214(2) Uani 1 1 d . . .
O8 O 0.44617(8) 0.12235(6) 0.85706(10) 0.0210(2) Uani 1 1 d . . .
O9 O 0.18197(8) 0.00913(6) 0.98669(10) 0.0224(3) Uani 1 1 d . . .
O10 O 0.16686(11) -0.28180(8) 0.60374(13) 0.0361(3) Uani 1 1 d . . .
S1 S 0.41061(3) -0.06568(2) 0.46592(4) 0.02092(10) Uani 1 1 d . . .
S2 S 0.30817(3) -0.14834(2) 0.41830(3) 0.01744(10) Uani 1 1 d . . .
P1 P 0.25766(3) 0.07602(2) 0.76957(3) 0.01274(9) Uani 1 1 d . . .
O11 O 0.4120(6) -0.1802(5) 0.7323(8) 0.043(2) Uani 0.17 1 d P . .
H10A H 0.2024(19) -0.2477(16) 0.579(2) 0.059(8) Uiso 1 1 d . . .
H10B H 0.204(2) -0.3036(16) 0.658(3) 0.066(9) Uiso 1 1 d . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
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
C1 C2 1.529(2) . ?
C1 P1 1.8150(15) . ?
C2 C3 1.521(2) . ?
C3 S1 1.8121(16) . ?
C4 C10 1.402(2) . ?
C4 C5 1.410(2) . ?
C4 P1 1.8073(15) . ?
C5 O4 1.350(2) . ?
C5 C7 1.388(2) . ?
C6 O4 1.433(2) . ?
C7 C8 1.381(3) . ?
C8 C9 1.379(3) . ?
C9 C10 1.392(2) . ?
C10 O5 1.3559(19) . ?
C11 O5 1.434(2) . ?
C12 C18 1.404(2) . ?
C12 C13 1.405(2) . ?
C12 P1 1.8020(15) . ?
C13 O6 1.3552(19) . ?
C13 C15 1.385(2) . ?
C14 O6 1.4289(19) . ?
C15 C16 1.386(2) . ?
C16 C17 1.376(2) . ?
C17 C18 1.396(2) . ?
C18 O7 1.3530(19) . ?
C19 O7 1.4298(19) . ?
C20 C26 1.404(2) . ?
C20 C21 1.410(2) . ?
C20 P1 1.8072(15) . ?
C21 O8 1.3565(19) . ?
C21 C23 1.393(2) . ?
C22 O8 1.434(2) . ?
C23 C24 1.381(3) . ?
C24 C25 1.381(3) . ?
C25 C26 1.396(2) . ?
C26 O9 1.350(2) . ?
C27 O9 1.421(2) . ?
O1 S2 1.4471(12) . ?
O2 S2 1.4494(12) . ?
O3 S2 1.4405(13) . ?
S1 S2 2.1025(5) . ?
 
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
C2 C1 P1 110.78(10) . . ?
C3 C2 C1 112.75(13) . . ?
C2 C3 S1 116.54(11) . . ?
C10 C4 C5 118.73(14) . . ?
C10 C4 P1 124.88(12) . . ?
C5 C4 P1 116.10(12) . . ?
O4 C5 C7 124.44(15) . . ?
O4 C5 C4 114.74(14) . . ?
C7 C5 C4 120.82(16) . . ?
C8 C7 C5 118.69(16) . . ?
C9 C8 C7 122.12(16) . . ?
C8 C9 C10 119.33(17) . . ?
O5 C10 C9 122.22(15) . . ?
O5 C10 C4 117.53(14) . . ?
C9 C10 C4 120.24(15) . . ?
C18 C12 C13 118.67(14) . . ?
C18 C12 P1 125.73(12) . . ?
C13 C12 P1 115.42(11) . . ?
O6 C13 C15 124.58(15) . . ?
O6 C13 C12 113.94(13) . . ?
C15 C13 C12 121.48(15) . . ?
C13 C15 C16 118.20(15) . . ?
C17 C16 C15 122.19(16) . . ?
C16 C17 C18 119.52(15) . . ?
O7 C18 C17 123.12(14) . . ?
O7 C18 C12 116.96(14) . . ?
C17 C18 C12 119.91(14) . . ?
C26 C20 C21 118.84(14) . . ?
C26 C20 P1 125.23(12) . . ?
C21 C20 P1 115.92(11) . . ?
O8 C21 C23 124.20(15) . . ?
O8 C21 C20 114.93(13) . . ?
C23 C21 C20 120.87(15) . . ?
C24 C23 C21 118.57(16) . . ?
C23 C24 C25 122.08(15) . . ?
C24 C25 C26 119.55(15) . . ?
O9 C26 C25 122.91(14) . . ?
O9 C26 C20 117.20(13) . . ?
C25 C26 C20 119.88(15) . . ?
C5 O4 C6 118.98(14) . . ?
C10 O5 C11 117.69(13) . . ?
C13 O6 C14 118.40(13) . . ?
C18 O7 C19 118.20(13) . . ?
C21 O8 C22 119.42(13) . . ?
C26 O9 C27 118.88(13) . . ?
C3 S1 S2 100.78(6) . . ?
O3 S2 O1 114.42(8) . . ?
O3 S2 O2 114.37(8) . . ?
O1 S2 O2 112.65(8) . . ?
O3 S2 S1 101.89(5) . . ?
O1 S2 S1 106.65(5) . . ?
O2 S2 S1 105.51(5) . . ?
C12 P1 C20 104.65(7) . . ?
C12 P1 C4 112.06(7) . . ?
C20 P1 C4 114.59(7) . . ?
C12 P1 C1 113.27(7) . . ?
C20 P1 C1 108.84(7) . . ?
C4 P1 C1 103.66(7) . . ?
 
_diffrn_measured_fraction_theta_max    0.997
_diffrn_reflns_theta_full              27.50
_diffrn_measured_fraction_theta_full   0.997
_refine_diff_density_max    0.293
_refine_diff_density_min   -0.424
_refine_diff_density_rms    0.056
 
