 
data_s92
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C21 H24 I2 O S3 W'
_chemical_formula_sum
 'C21 H24 I2 O S3 W'
_chemical_formula_weight          826.23
 
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'
 'I'  'I'  -0.4742   1.8119
 '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
_symmetry_space_group_name_hall   '-P 2ybc'
 
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                    8.4576(19)
_cell_length_b                    13.494(12)
_cell_length_c                    22.03(2)
_cell_angle_alpha                 90.00
_cell_angle_beta                  99.48(8)
_cell_angle_gamma                 90.00
_cell_volume                      2480(4)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        unk
_exptl_crystal_colour             unk
_exptl_crystal_size_max           0.20
_exptl_crystal_size_mid           0.10
_exptl_crystal_size_min           0.10
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     2.213
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1544
_exptl_absorpt_coefficient_mu     7.412
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.3187
_exptl_absorpt_correction_T_max   0.5244
_exptl_absorpt_process_details    'SORTAV (R.H.Blessing, 1995)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71069
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source         'rotating anode generator'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Delft instruments FAST area detector'
_diffrn_measurement_method
 'Intensity measurements as described by Darr, Drake, Hursthouse & Malik (1993)'
_diffrn_standards_number         'None'
_diffrn_standards_interval_count 'N/A'
_diffrn_standards_interval_time  'N/A'
_diffrn_standards_decay_%        'N/A'
_diffrn_reflns_number             6631
_diffrn_reflns_av_R_equivalents   0.0670
_diffrn_reflns_av_sigmaI/netI     0.1407
_diffrn_reflns_limit_h_min        -6
_diffrn_reflns_limit_h_max        8
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -23
_diffrn_reflns_limit_l_max        22
_diffrn_reflns_theta_min          2.44
_diffrn_reflns_theta_max          22.76
_reflns_number_total              2828
_reflns_number_gt                 1946
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        'MADNES (Pflugrath & Messerschmidt, 1989)'
_computing_cell_refinement        REFINE
_computing_data_reduction         'ABSURD (Karaulov, 1992)'
_computing_structure_solution     'SIR92 (Altomare, Cascarano, Giacovazzo & Guaglitardi, 1993)'
_computing_structure_refinement   'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material   SHELXL97
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_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)+(0.0109P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          2828
_refine_ls_number_parameters      243
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0599
_refine_ls_R_factor_gt            0.0347
_refine_ls_wR_factor_ref          0.0731
_refine_ls_wR_factor_gt           0.0692
_refine_ls_goodness_of_fit_ref    0.776
_refine_ls_restrained_S_all       0.776
_refine_ls_shift/su_max           0.005
_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
I1 I -0.00604(7) -0.00438(5) 0.25619(3) 0.0224(2) Uani 1 1 d . . .
I2 I 0.23885(7) -0.00410(5) 0.11878(3) 0.0261(2) Uani 1 1 d . . .
W1 W 0.05315(5) 0.13711(3) 0.16663(2) 0.01707(12) Uani 1 1 d . . .
S1 S -0.1667(3) 0.2332(2) 0.19937(13) 0.0224(8) Uani 1 1 d . . .
S2 S -0.1795(3) 0.0636(2) 0.08973(13) 0.0224(8) Uani 1 1 d . . .
S3 S -0.5883(3) 0.2303(2) -0.06987(15) 0.0423(10) Uani 1 1 d . . .
O1 O 0.3383(7) 0.1788(5) 0.2719(3) 0.032(2) Uani 1 1 d . . .
C1 C 0.2299(10) 0.1642(7) 0.2321(5) 0.022(3) Uani 1 1 d . . .
C2 C 0.3693(10) 0.3721(8) 0.1983(5) 0.024(3) Uani 1 1 d . . .
H2 H 0.3249 0.3625 0.2348 0.029 Uiso 1 1 calc R . .
C3 C 0.5074(10) 0.4334(8) 0.2007(6) 0.032(3) Uani 1 1 d . . .
H3 H 0.5557 0.4640 0.2380 0.038 Uiso 1 1 calc R . .
C4 C 0.5675(11) 0.4465(8) 0.1480(5) 0.032(3) Uani 1 1 d . . .
H4 H 0.6572 0.4890 0.1483 0.038 Uiso 1 1 calc R . .
C5 C 0.5034(10) 0.4005(8) 0.0943(5) 0.029(3) Uani 1 1 d . . .
H5 H 0.5521 0.4076 0.0587 0.035 Uiso 1 1 calc R . .
C6 C 0.3669(10) 0.3434(7) 0.0924(5) 0.027(3) Uani 1 1 d . . .
H6 H 0.3185 0.3149 0.0545 0.032 Uiso 1 1 calc R . .
C7 C 0.2986(11) 0.3267(7) 0.1451(5) 0.021(3) Uani 1 1 d . . .
C8 C 0.1655(10) 0.2591(7) 0.1404(5) 0.020(2) Uani 1 1 d . . .
C9 C 0.0408(10) 0.2375(7) 0.0979(5) 0.020(2) Uani 1 1 d . . .
C10 C -0.0504(10) 0.2843(8) 0.0428(5) 0.017(3) Uani 1 1 d . . .
C11 C -0.0834(10) 0.3863(7) 0.0440(5) 0.022(3) Uani 1 1 d . . .
H11 H -0.0465 0.4241 0.0799 0.026 Uiso 1 1 calc R . .
C12 C -0.1673(11) 0.4300(9) -0.0060(5) 0.032(3) Uani 1 1 d . . .
H12 H -0.1868 0.4992 -0.0046 0.038 Uiso 1 1 calc R . .
C13 C -0.2243(11) 0.3809(8) -0.0572(5) 0.027(3) Uani 1 1 d . . .
H13 H -0.2902 0.4138 -0.0902 0.032 Uiso 1 1 calc R . .
C14 C -0.1868(11) 0.2809(9) -0.0623(5) 0.035(3) Uani 1 1 d . . .
H14 H -0.2162 0.2466 -0.1002 0.042 Uiso 1 1 calc R . .
C15 C -0.1058(10) 0.2329(8) -0.0110(4) 0.020(3) Uani 1 1 d . . .
H15 H -0.0879 0.1636 -0.0126 0.024 Uiso 1 1 calc R . .
C16 C -0.1838(10) 0.2377(9) 0.2801(4) 0.029(3) Uani 1 1 d . . .
H16A H -0.0969 0.2782 0.3022 0.043 Uiso 1 1 calc R . .
H16B H -0.1767 0.1704 0.2970 0.043 Uiso 1 1 calc R . .
H16C H -0.2873 0.2669 0.2847 0.043 Uiso 1 1 calc R . .
C17 C -0.3471(9) 0.1628(7) 0.1712(5) 0.021(3) Uani 1 1 d . . .
H17A H -0.3476 0.1004 0.1948 0.025 Uiso 1 1 calc R . .
H17B H -0.4431 0.2017 0.1765 0.025 Uiso 1 1 calc R . .
C18 C -0.3507(10) 0.1394(9) 0.1024(4) 0.024(3) Uani 1 1 d . . .
H18A H -0.3501 0.2023 0.0793 0.029 Uiso 1 1 calc R . .
H18B H -0.4513 0.1039 0.0862 0.029 Uiso 1 1 calc R . .
C19 C -0.2399(11) -0.0611(8) 0.1095(5) 0.026(3) Uani 1 1 d . . .
H19A H -0.1434 -0.1012 0.1245 0.031 Uiso 1 1 calc R . .
H19B H -0.3050 -0.0569 0.1428 0.031 Uiso 1 1 calc R . .
C20 C -0.3360(11) -0.1104(8) 0.0539(5) 0.033(4) Uani 1 1 d . . .
H20A H -0.2678 -0.1173 0.0217 0.040 Uiso 1 1 calc R . .
H20B H -0.4274 -0.0670 0.0374 0.040 Uiso 1 1 calc R . .
C21 C -0.7645(12) 0.3019(9) -0.0899(6) 0.050(4) Uani 1 1 d . . .
H21A H -0.7353 0.3707 -0.0971 0.075 Uiso 1 1 calc R . .
H21B H -0.8274 0.2996 -0.0564 0.075 Uiso 1 1 calc R . .
H21C H -0.8284 0.2751 -0.1275 0.075 Uiso 1 1 calc R . .
 
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
I1 W1 2.848(2) . ?
I2 W1 2.7846(17) . ?
W1 C1 1.934(10) . ?
W1 C9 2.022(10) . ?
W1 C8 2.031(10) . ?
W1 S1 2.470(3) . ?
W1 S2 2.574(3) . ?
S1 C16 1.808(10) . ?
S1 C17 1.818(9) . ?
S2 C18 1.832(10) . ?
S2 C19 1.832(10) . ?
S3 C21 1.770(11) . ?
S3 C20 5.586(11) . ?
O1 C1 1.175(11) . ?
C2 C7 1.370(14) . ?
C2 C3 1.425(13) . ?
C2 H2 0.9500 . ?
C3 C4 1.353(15) . ?
C3 H3 0.9500 . ?
C4 C5 1.365(14) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(13) . ?
C5 H5 0.9500 . ?
C6 C7 1.396(14) . ?
C6 H6 0.9500 . ?
C7 C8 1.440(13) . ?
C8 C9 1.322(12) . ?
C9 C10 1.469(13) . ?
C10 C15 1.385(13) . ?
C10 C11 1.406(14) . ?
C11 C12 1.343(13) . ?
C11 H11 0.9500 . ?
C12 C13 1.329(14) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(15) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(14) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.543(13) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.507(13) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 S3 1.796(10) 3_455 ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
 
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 W1 C9 111.7(4) . . ?
C1 W1 C8 73.7(4) . . ?
C9 W1 C8 38.1(3) . . ?
C1 W1 S1 102.1(3) . . ?
C9 W1 S1 85.3(3) . . ?
C8 W1 S1 93.9(3) . . ?
C1 W1 S2 167.7(3) . . ?
C9 W1 S2 80.0(3) . . ?
C8 W1 S2 117.9(3) . . ?
S1 W1 S2 82.17(10) . . ?
C1 W1 I2 89.8(3) . . ?
C9 W1 I2 97.9(3) . . ?
C8 W1 I2 97.3(3) . . ?
S1 W1 I2 165.56(6) . . ?
S2 W1 I2 84.54(7) . . ?
C1 W1 I1 79.2(3) . . ?
C9 W1 I1 167.1(2) . . ?
C8 W1 I1 152.1(3) . . ?
S1 W1 I1 85.58(9) . . ?
S2 W1 I1 89.72(9) . . ?
I2 W1 I1 88.73(7) . . ?
C16 S1 C17 98.9(5) . . ?
C16 S1 W1 119.4(3) . . ?
C17 S1 W1 104.8(3) . . ?
C18 S2 C19 102.6(5) . . ?
C18 S2 W1 102.9(3) . . ?
C19 S2 W1 114.2(3) . . ?
C21 S3 C20 103.2(5) . 3_455 ?
C21 S3 C20 144.1(4) . . ?
O1 C1 W1 178.6(9) . . ?
C7 C2 C3 122.0(10) . . ?
C7 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
C4 C3 C2 117.8(10) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
C3 C4 C5 122.1(10) . . ?
C3 C4 H4 119.0 . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C6 119.3(11) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C7 121.5(10) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C2 C7 C6 117.2(9) . . ?
C2 C7 C8 124.8(10) . . ?
C6 C7 C8 117.9(10) . . ?
C9 C8 C7 135.5(10) . . ?
C9 C8 W1 70.6(6) . . ?
C7 C8 W1 152.9(7) . . ?
C8 C9 C10 137.7(10) . . ?
C8 C9 W1 71.3(6) . . ?
C10 C9 W1 149.6(7) . . ?
C15 C10 C11 117.7(9) . . ?
C15 C10 C9 123.3(9) . . ?
C11 C10 C9 118.9(9) . . ?
C12 C11 C10 119.6(10) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C13 C12 C11 123.1(11) . . ?
C13 C12 H12 118.4 . . ?
C11 C12 H12 118.4 . . ?
C12 C13 C14 119.6(10) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C15 C14 C13 118.4(11) . . ?
C15 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C14 C15 C10 121.1(10) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?
S1 C16 H16A 109.5 . . ?
S1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 S1 108.8(6) . . ?
C18 C17 H17A 109.9 . . ?
S1 C17 H17A 109.9 . . ?
C18 C17 H17B 109.9 . . ?
S1 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
C17 C18 S2 112.0(6) . . ?
C17 C18 H18A 109.2 . . ?
S2 C18 H18A 109.2 . . ?
C17 C18 H18B 109.2 . . ?
S2 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C20 C19 S2 110.3(7) . . ?
C20 C19 H19A 109.6 . . ?
S2 C19 H19A 109.6 . . ?
C20 C19 H19B 109.6 . . ?
S2 C19 H19B 109.6 . . ?
H19A C19 H19B 108.1 . . ?
C19 C20 S3 113.6(7) . 3_455 ?
C19 C20 S3 98.3(6) . . ?
S3 C20 S3 135.8(4) 3_455 . ?
C19 C20 H20A 108.8 . . ?
S3 C20 H20A 108.8 3_455 . ?
S3 C20 H20A 87.1 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
S3 C21 H21A 109.5 . . ?
S3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
S3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
 
_diffrn_measured_fraction_theta_max    0.841
_diffrn_reflns_theta_full              22.76
_diffrn_measured_fraction_theta_full   0.841
_refine_diff_density_max    1.201
_refine_diff_density_min   -0.760
_refine_diff_density_rms    0.192
