#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/59/1505957.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_1505957
loop_
_publ_author_name
'El-Awa, Ahmad'
'Fuchs, Philip'
_publ_section_title
;
 Double lawton SN2'addition to epoxyvinyl sulfones: selective construction
 of the stereotetrads of aplyronine A.
;
_journal_issue                   14
_journal_name_full               'Organic letters'
_journal_page_first              2905
_journal_page_last               2908
_journal_paper_doi               10.1021/ol060530l
_journal_volume                  8
_journal_year                    2006
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C27 H48 O4 S1 Si2'
_chemical_formula_sum            'C27 H48 O4 S Si2'
_chemical_formula_weight         524.92
_chemical_name_systematic        ' ?'
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_type_scat_source
'International Tables for Crystallography (Vol C)'
_cell_angle_alpha                90.00
_cell_angle_beta                 100.805(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.0695(7)
_cell_length_b                   7.0753(2)
_cell_length_c                   18.1535(11)
_cell_measurement_reflns_used    12049
_cell_measurement_temperature    150
_cell_measurement_theta_max      28
_cell_measurement_theta_min      3
_cell_volume                     1522.74(14)
_computing_cell_refinement       DENZO/SCALEPACK_(Otwinowski,_1996)
_computing_data_collection       Collect_(Nonius,_1998)
_computing_data_reduction        DENZO/SCALEPACK_(Otwinowski,_1996)
_computing_molecular_graphics
;
    ORTEP (Johnson, 1976)
    PLATON (Spek, 1997)
;
_computing_structure_refinement  SHELX97_(Sheldrick,_1997)
_computing_structure_solution    Direct_methods_(SIR2004,_Burla_et_al.,_2005)
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_max 0.8201
_diffrn_measurement_device_type  Nonius_KappaCCD
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'graphite 002'
_diffrn_radiation_type           MO-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.051
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            12049
_diffrn_reflns_theta_max         28.71
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_T_max  0.9797
_exptl_absorpt_correction_T_min  0.9335
_exptl_absorpt_correction_type   multi-scan_(Otwinowski_&_Minor,_1997)
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_description       needle
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.41
_refine_ls_abs_structure_details
'Flack H. D. (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         6981
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.072
_refine_ls_R_factor_gt           0.047
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'1/[σ²(Fo²)+(0.0395P)²+0.0000P] where P=(Fo²+2Fc²)/3  '
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.088
_refine_ls_wR_factor_ref         0.097
_reflns_Friedel_coverage         0.8134
_reflns_number_gt                5298
_reflns_number_total             6981
_reflns_threshold_expression     >2.0σ(I)
_cod_data_source_file            ol060530lrom20060303_100922.cif
_cod_data_source_block           115522
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc ' changed to 'calc'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1522.74(13)
_cod_original_formula_sum        'C27 H48 O4 S1 Si2'
_cod_database_code               1505957
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
S(5) S 0.23588(5) 0.45853(9) 0.61370(3) 0.02957(16) Uani 1 1 d .
Si(11) Si 0.80729(6) 0.53807(9) 0.79907(4) 0.02413(16) Uani 1 1 d .
Si(31) Si 0.34516(6) 0.90060(8) 0.81868(4) 0.02284(15) Uani 1 1 d .
O(11) O 0.72856(13) 0.6616(2) 0.73144(9) 0.0257(4) Uani 1 1 d .
O(31) O 0.40088(14) 0.7886(2) 0.75478(8) 0.0234(4) Uani 1 1 d .
O(51) O 0.26020(16) 0.2599(2) 0.62520(11) 0.0416(5) Uani 1 1 d .
O(52) O 0.16990(15) 0.5549(3) 0.66018(9) 0.0403(5) Uani 1 1 d .
C(1) C 0.6088(2) 0.6577(3) 0.70980(13) 0.0234(5) Uani 1 1 d .
C(2) C 0.56490(19) 0.8620(3) 0.70437(13) 0.0234(5) Uani 1 1 d .
C(3) C 0.43624(19) 0.8776(3) 0.69192(12) 0.0222(5) Uani 1 1 d .
C(4) C 0.3616(2) 0.7948(3) 0.62086(13) 0.0248(5) Uani 1 1 d .
C(5) C 0.3661(2) 0.5805(3) 0.61981(12) 0.0244(5) Uani 1 1 d .
C(6) C 0.4576(2) 0.4745(3) 0.62400(13) 0.0273(5) Uani 1 1 d .
C(7) C 0.5776(2) 0.5448(3) 0.63676(13) 0.0267(5) Uani 1 1 d .
C(11) C 0.8644(2) 0.7045(3) 0.87838(14) 0.0283(6) Uani 1 1 d .
C(12) C 0.9251(3) 0.8689(4) 0.84764(16) 0.0452(7) Uani 1 1 d .
C(13) C 0.9476(2) 0.5998(4) 0.93930(15) 0.0417(7) Uani 1 1 d .
C(14) C 0.7681(3) 0.7836(4) 0.91374(16) 0.0410(7) Uani 1 1 d .
C(15) C 0.7237(2) 0.3444(4) 0.83148(15) 0.0345(6) Uani 1 1 d .
C(16) C 0.9229(2) 0.4334(4) 0.75830(16) 0.0423(7) Uani 1 1 d .
C(21) C 0.6206(2) 0.9844(3) 0.65210(15) 0.0320(6) Uani 1 1 d .
C(31) C 0.3347(2) 0.7146(3) 0.89114(13) 0.0245(5) Uani 1 1 d .
C(32) C 0.4514(2) 0.6331(4) 0.92230(15) 0.0355(7) Uani 1 1 d .
C(33) C 0.2868(3) 0.8019(4) 0.95619(15) 0.0405(7) Uani 1 1 d .
C(34) C 0.2565(2) 0.5539(4) 0.85591(15) 0.0347(6) Uani 1 1 d .
C(35) C 0.2043(2) 0.9963(4) 0.77596(15) 0.0376(7) Uani 1 1 d .
C(36) C 0.4399(2) 1.0983(4) 0.85838(15) 0.0368(7) Uani 1 1 d .
C(41) C 0.3810(2) 0.8788(4) 0.54644(13) 0.0327(6) Uani 1 1 d .
C(51) C 0.16565(19) 0.4852(4) 0.51960(13) 0.0269(6) Uani 1 1 d .
C(52) C 0.1016(2) 0.6450(4) 0.49828(16) 0.0414(7) Uani 1 1 d .
C(53) C 0.0460(3) 0.6622(5) 0.42437(17) 0.0542(9) Uani 1 1 d .
C(54) C 0.0538(2) 0.5211(5) 0.37404(16) 0.0515(9) Uani 1 1 d .
C(55) C 0.1164(3) 0.3608(5) 0.39572(16) 0.0482(8) Uani 1 1 d .
C(56) C 0.1732(2) 0.3427(4) 0.46872(15) 0.0361(6) Uani 1 1 d .
H(1) H 0.5770 0.5911 0.7498 0.028 Uiso 1 1 calc R
H(2) H 0.5918 0.9163 0.7555 0.028 Uiso 1 1 calc R
H(3) H 0.4174 1.0150 0.6938 0.027 Uiso 1 1 calc R
H(4) H 0.2822 0.8280 0.6244 0.030 Uiso 1 1 calc R
H(6) H 0.4465 0.3420 0.6185 0.033 Uiso 1 1 calc R
H(52) H 0.0958 0.7416 0.5337 0.050 Uiso 1 1 calc R
H(53) H 0.0026 0.7719 0.4087 0.065 Uiso 1 1 calc R
H(54) H 0.0156 0.5338 0.3235 0.062 Uiso 1 1 calc R
H(55) H 0.1204 0.2631 0.3604 0.058 Uiso 1 1 calc R
H(56) H 0.2172 0.2332 0.4839 0.043 Uiso 1 1 calc R
H(7A) H 0.5878 0.6258 0.5941 0.032 Uiso 1 1 calc R
H(7B) H 0.6292 0.4355 0.6385 0.032 Uiso 1 1 calc R
H(12A) H 0.8717 0.9367 0.8094 0.068 Uiso 1 1 calc R
H(12B) H 0.9871 0.8194 0.8253 0.068 Uiso 1 1 calc R
H(12C) H 0.9554 0.9555 0.8886 0.068 Uiso 1 1 calc R
H(13A) H 0.9766 0.6873 0.9803 0.062 Uiso 1 1 calc R
H(13B) H 1.0105 0.5509 0.9177 0.062 Uiso 1 1 calc R
H(13C) H 0.9089 0.4945 0.9587 0.062 Uiso 1 1 calc R
H(14A) H 0.7988 0.8732 0.9535 0.062 Uiso 1 1 calc R
H(14B) H 0.7306 0.6797 0.9350 0.062 Uiso 1 1 calc R
H(14C) H 0.7135 0.8484 0.8753 0.062 Uiso 1 1 calc R
H(15A) H 0.6646 0.3988 0.8554 0.052 Uiso 1 1 calc R
H(15B) H 0.7734 0.2650 0.8677 0.052 Uiso 1 1 calc R
H(15C) H 0.6889 0.2675 0.7884 0.052 Uiso 1 1 calc R
H(16A) H 0.8908 0.3559 0.7148 0.063 Uiso 1 1 calc R
H(16B) H 0.9702 0.3544 0.7960 0.063 Uiso 1 1 calc R
H(16C) H 0.9687 0.5347 0.7426 0.063 Uiso 1 1 calc R
H(21A) H 0.7017 0.9936 0.6720 0.048 Uiso 1 1 calc R
H(21B) H 0.5872 1.1111 0.6487 0.048 Uiso 1 1 calc R
H(21C) H 0.6086 0.9269 0.6021 0.048 Uiso 1 1 calc R
H(32A) H 0.5015 0.7346 0.9452 0.053 Uiso 1 1 calc R
H(32B) H 0.4824 0.5755 0.8815 0.053 Uiso 1 1 calc R
H(32C) H 0.4451 0.5370 0.9602 0.053 Uiso 1 1 calc R
H(33A) H 0.2829 0.7049 0.9942 0.061 Uiso 1 1 calc R
H(33B) H 0.2110 0.8514 0.9372 0.061 Uiso 1 1 calc R
H(33C) H 0.3360 0.9050 0.9787 0.061 Uiso 1 1 calc R
H(34A) H 0.2521 0.4572 0.8939 0.052 Uiso 1 1 calc R
H(34B) H 0.2867 0.4975 0.8145 0.052 Uiso 1 1 calc R
H(34C) H 0.1810 0.6046 0.8369 0.052 Uiso 1 1 calc R
H(35A) H 0.2129 1.0907 0.7379 0.056 Uiso 1 1 calc R
H(35B) H 0.1698 1.0555 0.8150 0.056 Uiso 1 1 calc R
H(35C) H 0.1560 0.8933 0.7525 0.056 Uiso 1 1 calc R
H(36A) H 0.5132 1.0472 0.8825 0.055 Uiso 1 1 calc R
H(36B) H 0.4060 1.1669 0.8955 0.055 Uiso 1 1 calc R
H(36C) H 0.4502 1.1846 0.8180 0.055 Uiso 1 1 calc R
H(41A) H 0.4528 0.8325 0.5357 0.049 Uiso 1 1 calc R
H(41B) H 0.3832 1.0170 0.5501 0.049 Uiso 1 1 calc R
H(41C) H 0.3194 0.8405 0.5060 0.049 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_radius_bond
S 1.02
Si 1.11
O 0.73
C 0.77
H 0.32
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O(52) S(5) O(51) 119.83(12)
O(52) S(5) C(51) 107.38(11)
O(51) S(5) C(51) 106.94(12)
O(52) S(5) C(5) 108.30(11)
O(51) S(5) C(5) 108.07(11)
C(51) S(5) C(5) 105.45(11)
O(11) Si(11) C(16) 106.59(11)
O(11) Si(11) C(15) 110.70(11)
C(16) Si(11) C(15) 109.02(13)
O(11) Si(11) C(11) 108.25(10)
C(16) Si(11) C(11) 111.08(13)
C(15) Si(11) C(11) 111.11(12)
O(31) Si(31) C(35) 110.08(11)
O(31) Si(31) C(36) 109.34(11)
C(35) Si(31) C(36) 109.54(13)
O(31) Si(31) C(31) 104.21(9)
C(35) Si(31) C(31) 111.75(11)
C(36) Si(31) C(31) 111.79(12)
C(1) O(11) Si(11) 127.30(14)
C(3) O(31) Si(31) 124.70(13)
O(11) C(1) C(7) 108.67(18)
O(11) C(1) C(2) 108.61(17)
C(7) C(1) C(2) 114.16(19)
C(21) C(2) C(3) 114.79(19)
C(21) C(2) C(1) 112.70(19)
C(3) C(2) C(1) 113.91(19)
O(31) C(3) C(2) 107.18(18)
O(31) C(3) C(4) 106.46(18)
C(2) C(3) C(4) 120.9(2)
C(5) C(4) C(41) 111.3(2)
C(5) C(4) C(3) 111.88(19)
C(41) C(4) C(3) 115.3(2)
C(6) C(5) C(4) 126.7(2)
C(6) C(5) S(5) 116.49(19)
C(4) C(5) S(5) 116.85(19)
C(5) C(6) C(7) 126.0(2)
C(6) C(7) C(1) 112.20(19)
C(14) C(11) C(12) 109.0(2)
C(14) C(11) C(13) 108.6(2)
C(12) C(11) C(13) 109.5(2)
C(14) C(11) Si(11) 110.48(18)
C(12) C(11) Si(11) 109.05(18)
C(13) C(11) Si(11) 110.12(18)
C(32) C(31) C(34) 109.0(2)
C(32) C(31) C(33) 108.7(2)
C(34) C(31) C(33) 109.1(2)
C(32) C(31) Si(31) 110.15(17)
C(34) C(31) Si(31) 110.04(16)
C(33) C(31) Si(31) 109.88(17)
C(56) C(51) C(52) 120.9(2)
C(56) C(51) S(5) 119.2(2)
C(52) C(51) S(5) 119.9(2)
C(51) C(52) C(53) 119.0(3)
C(54) C(53) C(52) 120.0(3)
C(53) C(54) C(55) 120.8(3)
C(54) C(55) C(56) 119.9(3)
C(55) C(56) C(51) 119.4(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S(5) O(52) 1.4363(19)
S(5) O(51) 1.4427(19)
S(5) C(51) 1.769(2)
S(5) C(5) 1.779(3)
Si(11) O(11) 1.6544(17)
Si(11) C(16) 1.852(3)
Si(11) C(15) 1.861(3)
Si(11) C(11) 1.887(3)
Si(31) O(31) 1.6489(17)
Si(31) C(35) 1.859(3)
Si(31) C(36) 1.864(3)
Si(31) C(31) 1.882(2)
O(11) C(1) 1.426(3)
O(31) C(3) 1.436(3)
C(1) C(7) 1.533(3)
C(1) C(2) 1.536(3)
C(2) C(21) 1.530(3)
C(2) C(3) 1.531(3)
C(3) C(4) 1.544(3)
C(4) C(5) 1.517(3)
C(4) C(41) 1.534(3)
C(5) C(6) 1.324(3)
C(6) C(7) 1.507(3)
C(11) C(14) 1.535(4)
C(11) C(12) 1.535(3)
C(11) C(13) 1.538(4)
C(31) C(32) 1.529(3)
C(31) C(34) 1.538(3)
C(31) C(33) 1.539(3)
C(51) C(56) 1.382(3)
C(51) C(52) 1.383(4)
C(52) C(53) 1.388(4)
C(53) C(54) 1.368(5)
C(54) C(55) 1.379(5)
C(55) C(56) 1.379(4)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C(16) Si(11) O(11) C(1) 132.01(19)
C(15) Si(11) O(11) C(1) 13.6(2)
C(11) Si(11) O(11) C(1) -108.42(19)
C(35) Si(31) O(31) C(3) 67.0(2)
C(36) Si(31) O(31) C(3) -53.4(2)
C(31) Si(31) O(31) C(3) -173.05(17)
Si(11) O(11) C(1) C(7) -104.3(2)
Si(11) O(11) C(1) C(2) 130.99(17)
O(11) C(1) C(2) C(21) 54.8(3)
C(7) C(1) C(2) C(21) -66.6(3)
O(11) C(1) C(2) C(3) -172.16(18)
C(7) C(1) C(2) C(3) 66.4(3)
Si(31) O(31) C(3) C(2) 112.37(18)
Si(31) O(31) C(3) C(4) -116.98(18)
C(21) C(2) C(3) O(31) -167.68(18)
C(1) C(2) C(3) O(31) 60.3(2)
C(21) C(2) C(3) C(4) 70.3(3)
C(1) C(2) C(3) C(4) -61.8(3)
O(31) C(3) C(4) C(5) -54.5(3)
C(2) C(3) C(4) C(5) 67.9(3)
O(31) C(3) C(4) C(41) 176.92(19)
C(2) C(3) C(4) C(41) -60.7(3)
C(41) C(4) C(5) C(6) 73.6(3)
C(3) C(4) C(5) C(6) -57.0(3)
C(41) C(4) C(5) S(5) -107.4(2)
C(3) C(4) C(5) S(5) 121.99(19)
O(52) S(5) C(5) C(6) 139.13(19)
O(51) S(5) C(5) C(6) 7.9(2)
C(51) S(5) C(5) C(6) -106.2(2)
O(52) S(5) C(5) C(4) -40.0(2)
O(51) S(5) C(5) C(4) -171.21(17)
C(51) S(5) C(5) C(4) 74.7(2)
C(4) C(5) C(6) C(7) 5.1(4)
S(5) C(5) C(6) C(7) -173.93(18)
C(5) C(6) C(7) C(1) 57.6(3)
O(11) C(1) C(7) C(6) 159.80(19)
C(2) C(1) C(7) C(6) -78.8(3)
O(11) Si(11) C(11) C(14) 65.67(19)
C(16) Si(11) C(11) C(14) -177.63(18)
C(15) Si(11) C(11) C(14) -56.1(2)
O(11) Si(11) C(11) C(12) -54.2(2)
C(16) Si(11) C(11) C(12) 62.5(2)
C(15) Si(11) C(11) C(12) -175.92(19)
O(11) Si(11) C(11) C(13) -174.38(17)
C(16) Si(11) C(11) C(13) -57.7(2)
C(15) Si(11) C(11) C(13) 63.9(2)
O(31) Si(31) C(31) C(32) 58.57(18)
C(35) Si(31) C(31) C(32) 177.41(17)
C(36) Si(31) C(31) C(32) -59.4(2)
O(31) Si(31) C(31) C(34) -61.63(19)
C(35) Si(31) C(31) C(34) 57.2(2)
C(36) Si(31) C(31) C(34) -179.61(17)
O(31) Si(31) C(31) C(33) 178.28(17)
C(35) Si(31) C(31) C(33) -62.9(2)
C(36) Si(31) C(31) C(33) 60.3(2)
O(52) S(5) C(51) C(56) -148.0(2)
O(51) S(5) C(51) C(56) -18.2(2)
C(5) S(5) C(51) C(56) 96.6(2)
O(52) S(5) C(51) C(52) 30.2(2)
O(51) S(5) C(51) C(52) 160.0(2)
C(5) S(5) C(51) C(52) -85.1(2)
C(56) C(51) C(52) C(53) -1.0(4)
S(5) C(51) C(52) C(53) -179.2(2)
C(51) C(52) C(53) C(54) 0.9(5)
C(52) C(53) C(54) C(55) 0.0(5)
C(53) C(54) C(55) C(56) -0.8(5)
C(54) C(55) C(56) C(51) 0.7(4)
C(52) C(51) C(56) C(55) 0.2(4)
S(5) C(51) C(56) C(55) 178.5(2)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 21199807 ChemSpider
