#------------------------------------------------------------------------------
#$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $
#$Revision: 32112 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/17/2011718.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2011718
loop_
_publ_author_name
'Matthews, Jennifer L.'
'McArthur, Duncan R.'
'Muir, Kenneth W.'
'White, David N.J.'
_publ_section_title
;
 3,3-Diphenyl-6-(<i>p</i>-toluenesulfonyl)-6-aza-3-silabicyclo[3.1.0]hexane
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              120
_journal_page_last               122
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C23 H23 N O2 S Si'
_chemical_formula_sum            'C23 H23 N O2 S Si'
_chemical_formula_weight         405.57
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_date             2000-09-21T09:57:09-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 96.000(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.4106(6)
_cell_length_b                   8.6993(3)
_cell_length_c                   26.7493(16)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.5
_cell_measurement_theta_min      9.7
_cell_volume                     2177.9(2)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'ORTEP (Farrugia, 1997)'
_computing_publication_material  'WINGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf Nonius TurboCAD4'
_diffrn_measurement_method       'non-profiled omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       3
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            7898
_diffrn_reflns_theta_full        29.97
_diffrn_reflns_theta_max         29.97
_diffrn_reflns_theta_min         2.18
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 111
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.221
_exptl_absorpt_correction_T_max  0.9718
_exptl_absorpt_correction_T_min  0.9265
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   'WINGX (Farrugia, 1999)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.237
_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          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.316
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         6318
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_gt           0.0471
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0477P)^2^+0.7286P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1351
_reflns_number_gt                3267
_reflns_number_total             6318
_reflns_threshold_expression     >2sigma(I)
_[local]_cod_data_source_file    gg1028.cif
_[local]_cod_data_source_block   km2099
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_database_code               2011718
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'
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
S1 S -0.17567(7) 0.72295(7) 0.46803(2) 0.05695(17) Uani 1 d . . .
Si1 Si 0.12927(6) 0.73523(6) 0.34040(2) 0.04442(16) Uani 1 d . . .
O1 O -0.0809(2) 0.7483(2) 0.51273(6) 0.0707(5) Uani 1 d . . .
O2 O -0.2666(2) 0.5906(2) 0.46564(7) 0.0822(6) Uani 1 d . . .
N1 N -0.07364(19) 0.72565(19) 0.42104(6) 0.0469(4) Uani 1 d . . .
C1 C 0.1736(2) 0.6523(3) 0.40558(8) 0.0537(5) Uani 1 d . . .
H1A H 0.24 0.5672 0.4049 0.064 Uiso 1 calc R . .
H1B H 0.2155 0.73 0.4286 0.064 Uiso 1 calc R . .
C2 C 0.0325(2) 0.5983(2) 0.42101(8) 0.0523(5) Uani 1 d . . .
H2 H 0.0332 0.5195 0.4472 0.063 Uiso 1 calc R . .
C3 C -0.0916(2) 0.6039(2) 0.38186(8) 0.0528(5) Uani 1 d . . .
H3 H -0.1683 0.5286 0.3836 0.063 Uiso 1 calc R . .
C4 C -0.0603(2) 0.6598(3) 0.33091(8) 0.0530(5) Uani 1 d . . .
H4A H -0.1262 0.7408 0.319 0.064 Uiso 1 calc R . .
H4B H -0.0681 0.5764 0.3067 0.064 Uiso 1 calc R . .
C11 C 0.2451(2) 0.6540(2) 0.29414(8) 0.0500(5) Uani 1 d . . .
C12 C 0.3852(3) 0.6100(3) 0.30825(10) 0.0726(7) Uani 1 d . . .
H12 H 0.4228 0.621 0.3416 0.087 Uiso 1 calc R . .
C13 C 0.4705(3) 0.5497(4) 0.27365(13) 0.0950(10) Uani 1 d . . .
H13 H 0.5639 0.5201 0.284 0.114 Uiso 1 calc R . .
C14 C 0.4176(3) 0.5340(4) 0.22468(13) 0.0929(10) Uani 1 d . . .
H14 H 0.4753 0.4949 0.2015 0.112 Uiso 1 calc R . .
C15 C 0.2810(3) 0.5752(4) 0.20956(11) 0.0870(9) Uani 1 d . . .
H15 H 0.2447 0.5638 0.1761 0.104 Uiso 1 calc R . .
C16 C 0.1955(3) 0.6343(3) 0.24403(10) 0.0715(7) Uani 1 d . . .
H16 H 0.1018 0.6615 0.2332 0.086 Uiso 1 calc R . .
C21 C 0.1380(2) 0.9497(2) 0.33790(8) 0.0469(5) Uani 1 d . . .
C22 C 0.0700(3) 1.0407(3) 0.37106(9) 0.0611(6) Uani 1 d . . .
H22 H 0.0217 0.9936 0.3955 0.073 Uiso 1 calc R . .
C23 C 0.0725(3) 1.1987(3) 0.36841(10) 0.0729(8) Uani 1 d . . .
H23 H 0.0252 1.2572 0.3906 0.088 Uiso 1 calc R . .
C24 C 0.1452(3) 1.2698(3) 0.33287(10) 0.0709(7) Uani 1 d . . .
H24 H 0.1471 1.3765 0.3311 0.085 Uiso 1 calc R . .
C25 C 0.2145(3) 1.1847(3) 0.30018(9) 0.0643(7) Uani 1 d . . .
H25 H 0.2646 1.2332 0.2765 0.077 Uiso 1 calc R . .
C26 C 0.2102(2) 1.0255(3) 0.30234(9) 0.0543(6) Uani 1 d . . .
H26 H 0.2565 0.9682 0.2796 0.065 Uiso 1 calc R . .
C31 C -0.2797(2) 0.8884(3) 0.45492(8) 0.0513(5) Uani 1 d . . .
C32 C -0.2191(3) 1.0312(3) 0.46432(9) 0.0593(6) Uani 1 d . . .
H32 H -0.1239 1.039 0.4774 0.071 Uiso 1 calc R . .
C33 C -0.2990(3) 1.1619(3) 0.45440(10) 0.0645(6) Uani 1 d . . .
H33 H -0.2569 1.2576 0.4609 0.077 Uiso 1 calc R . .
C34 C -0.4409(3) 1.1541(3) 0.43501(10) 0.0681(7) Uani 1 d . . .
C35 C -0.5001(3) 1.0105(4) 0.42603(12) 0.0829(9) Uani 1 d . . .
H35 H -0.5955 1.0028 0.4132 0.099 Uiso 1 calc R . .
C36 C -0.4216(3) 0.8778(3) 0.43563(10) 0.0715(7) Uani 1 d . . .
H36 H -0.4636 0.7821 0.4292 0.086 Uiso 1 calc R . .
C37 C -0.5278(4) 1.2988(4) 0.42481(15) 0.1067(12) Uani 1 d . . .
H37A H -0.5177 1.3345 0.3914 0.16 Uiso 1 calc R . .
H37B H -0.4944 1.3766 0.4487 0.16 Uiso 1 calc R . .
H37C H -0.6266 1.2774 0.4279 0.16 Uiso 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0717(4) 0.0471(3) 0.0556(3) 0.0049(3) 0.0235(3) 0.0003(3)
Si1 0.0510(3) 0.0376(3) 0.0455(3) 0.0010(2) 0.0090(2) 0.0046(3)
O1 0.0925(12) 0.0744(12) 0.0455(9) 0.0072(8) 0.0086(9) 0.0185(10)
O2 0.0988(14) 0.0527(10) 0.1037(14) 0.0024(10) 0.0519(12) -0.0153(10)
N1 0.0559(10) 0.0404(9) 0.0463(9) 0.0021(8) 0.0142(8) 0.0026(8)
C1 0.0590(13) 0.0486(12) 0.0535(13) 0.0042(10) 0.0058(10) 0.0138(11)
C2 0.0691(14) 0.0369(11) 0.0523(12) 0.0084(10) 0.0132(11) 0.0093(10)
C3 0.0633(14) 0.0417(11) 0.0555(13) -0.0057(10) 0.0160(11) -0.0076(10)
C4 0.0602(13) 0.0507(13) 0.0480(12) -0.0040(10) 0.0053(10) 0.0011(11)
C11 0.0540(13) 0.0415(11) 0.0562(13) -0.0014(10) 0.0143(10) 0.0011(10)
C12 0.0609(15) 0.090(2) 0.0681(16) 0.0009(15) 0.0128(13) 0.0075(15)
C13 0.0611(17) 0.133(3) 0.094(2) -0.007(2) 0.0257(17) 0.0209(19)
C14 0.0704(19) 0.119(3) 0.095(2) -0.031(2) 0.0343(17) 0.0027(18)
C15 0.0765(19) 0.121(3) 0.0662(17) -0.0298(18) 0.0192(15) -0.0082(19)
C16 0.0575(14) 0.095(2) 0.0635(16) -0.0117(15) 0.0127(12) 0.0063(14)
C21 0.0552(12) 0.0392(10) 0.0463(11) 0.0022(9) 0.0054(10) 0.0022(10)
C22 0.0901(18) 0.0414(12) 0.0551(14) 0.0014(10) 0.0227(13) 0.0017(12)
C23 0.115(2) 0.0435(14) 0.0621(16) -0.0063(11) 0.0202(15) 0.0046(14)
C24 0.106(2) 0.0386(12) 0.0666(16) 0.0008(12) 0.0000(15) -0.0086(14)
C25 0.0790(17) 0.0528(14) 0.0611(15) 0.0096(12) 0.0077(13) -0.0151(13)
C26 0.0598(13) 0.0510(13) 0.0534(13) 0.0011(10) 0.0112(11) -0.0018(11)
C31 0.0534(13) 0.0522(13) 0.0498(12) -0.0031(10) 0.0123(10) -0.0008(10)
C32 0.0505(13) 0.0539(14) 0.0723(16) -0.0046(12) 0.0004(12) 0.0020(11)
C33 0.0638(15) 0.0537(14) 0.0755(17) -0.0022(13) 0.0048(13) 0.0032(12)
C34 0.0628(16) 0.0744(18) 0.0666(16) 0.0020(14) 0.0038(13) 0.0148(14)
C35 0.0527(15) 0.098(2) 0.094(2) -0.0032(18) -0.0126(15) 0.0005(16)
C36 0.0605(16) 0.0710(18) 0.0819(19) -0.0108(15) 0.0030(14) -0.0115(14)
C37 0.090(2) 0.101(3) 0.126(3) 0.016(2) -0.003(2) 0.036(2)
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 O2 1.4316(18) . ?
S1 O1 1.4321(18) . ?
S1 N1 1.6598(17) . ?
S1 C31 1.756(2) . ?
Si1 C21 1.869(2) . ?
Si1 C11 1.871(2) . ?
Si1 C4 1.893(2) . ?
Si1 C1 1.893(2) . ?
N1 C3 1.487(3) . ?
N1 C2 1.492(3) . ?
C1 C2 1.506(3) . ?
C2 C3 1.486(3) . ?
C3 C4 1.505(3) . ?
C11 C16 1.383(3) . ?
C11 C12 1.386(3) . ?
C12 C13 1.390(4) . ?
C13 C14 1.359(4) . ?
C14 C15 1.355(4) . ?
C15 C16 1.385(4) . ?
C21 C26 1.392(3) . ?
C21 C22 1.393(3) . ?
C22 C23 1.376(3) . ?
C23 C24 1.375(4) . ?
C24 C25 1.363(4) . ?
C25 C26 1.387(3) . ?
C31 C32 1.379(3) . ?
C31 C36 1.383(3) . ?
C32 C33 1.374(3) . ?
C33 C34 1.383(3) . ?
C34 C35 1.379(4) . ?
C34 C37 1.511(4) . ?
C35 C36 1.380(4) . ?
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
Si Si 0.0817 0.0704 '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
O2 S1 O1 118.58(12)
O2 S1 N1 111.58(10)
O1 S1 N1 105.72(10)
O2 S1 C31 109.41(12)
O1 S1 C31 109.03(11)
N1 S1 C31 101.05(10)
C21 Si1 C11 108.82(10)
C21 Si1 C4 112.66(10)
C11 Si1 C4 112.74(10)
C21 Si1 C1 114.04(10)
C11 Si1 C1 112.19(10)
C4 Si1 C1 96.05(10)
C3 N1 C2 59.83(14)
C3 N1 S1 119.44(14)
C2 N1 S1 115.48(13)
C2 C1 Si1 104.82(15)
C3 C2 N1 59.92(13)
C3 C2 C1 116.55(18)
N1 C2 C1 112.20(17)
C2 C3 N1 60.24(14)
C2 C3 C4 115.80(19)
N1 C3 C4 112.93(18)
C3 C4 Si1 105.16(15)
C16 C11 C12 116.4(2)
C16 C11 Si1 121.78(18)
C12 C11 Si1 121.82(18)
C11 C12 C13 121.5(3)
C14 C13 C12 120.1(3)
C15 C14 C13 120.1(3)
C14 C15 C16 119.9(3)
C11 C16 C15 122.0(2)
C26 C21 C22 117.1(2)
C26 C21 Si1 121.58(17)
C22 C21 Si1 121.31(17)
C23 C22 C21 121.5(2)
C24 C23 C22 119.8(2)
C25 C24 C23 120.3(2)
C24 C25 C26 119.9(2)
C25 C26 C21 121.3(2)
C32 C31 C36 119.5(2)
C32 C31 S1 119.38(17)
C36 C31 S1 121.08(19)
C33 C32 C31 120.2(2)
C32 C33 C34 121.3(2)
C35 C34 C33 117.8(2)
C35 C34 C37 121.5(3)
C33 C34 C37 120.7(3)
C34 C35 C36 121.8(2)
C35 C36 C31 119.4(3)
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
O2 S1 N1 C3 3.6(2)
O1 S1 N1 C3 133.79(16)
C31 S1 N1 C3 -112.62(17)
O2 S1 N1 C2 -64.71(18)
O1 S1 N1 C2 65.52(17)
C31 S1 N1 C2 179.11(15)
C21 Si1 C1 C2 107.14(16)
C11 Si1 C1 C2 -128.57(15)
C4 Si1 C1 C2 -10.99(16)
S1 N1 C2 C3 110.66(16)
C3 N1 C2 C1 108.8(2)
S1 N1 C2 C1 -140.58(16)
Si1 C1 C2 C3 7.4(2)
Si1 C1 C2 N1 -58.9(2)
C1 C2 C3 N1 -101.5(2)
N1 C2 C3 C4 102.8(2)
C1 C2 C3 C4 1.4(3)
S1 N1 C3 C2 -104.09(17)
C2 N1 C3 C4 -107.6(2)
S1 N1 C3 C4 148.31(16)
C2 C3 C4 Si1 -9.4(2)
N1 C3 C4 Si1 57.4(2)
C21 Si1 C4 C3 -107.49(16)
C11 Si1 C4 C3 128.86(15)
C1 Si1 C4 C3 11.72(16)
C21 Si1 C11 C16 -85.1(2)
C4 Si1 C11 C16 40.7(2)
C1 Si1 C11 C16 147.8(2)
C21 Si1 C11 C12 95.1(2)
C4 Si1 C11 C12 -139.2(2)
C1 Si1 C11 C12 -32.0(2)
C16 C11 C12 C13 0.1(4)
Si1 C11 C12 C13 180.0(2)
C11 C12 C13 C14 0.6(5)
C12 C13 C14 C15 -0.8(6)
C13 C14 C15 C16 0.4(6)
C12 C11 C16 C15 -0.6(4)
Si1 C11 C16 C15 179.6(2)
C14 C15 C16 C11 0.3(5)
C11 Si1 C21 C26 5.9(2)
C4 Si1 C21 C26 -119.88(19)
C1 Si1 C21 C26 131.99(18)
C11 Si1 C21 C22 -175.28(19)
C4 Si1 C21 C22 58.9(2)
C1 Si1 C21 C22 -49.2(2)
C26 C21 C22 C23 0.8(4)
Si1 C21 C22 C23 -178.1(2)
C21 C22 C23 C24 -1.0(4)
C22 C23 C24 C25 0.1(4)
C23 C24 C25 C26 0.8(4)
C24 C25 C26 C21 -1.0(4)
C22 C21 C26 C25 0.2(4)
Si1 C21 C26 C25 179.03(19)
O2 S1 C31 C32 167.79(19)
O1 S1 C31 C32 36.6(2)
N1 S1 C31 C32 -74.4(2)
O2 S1 C31 C36 -11.8(2)
O1 S1 C31 C36 -142.9(2)
N1 S1 C31 C36 106.0(2)
C36 C31 C32 C33 -0.3(4)
S1 C31 C32 C33 -179.8(2)
C31 C32 C33 C34 0.1(4)
C32 C33 C34 C35 0.2(4)
C32 C33 C34 C37 179.4(3)
C33 C34 C35 C36 -0.3(5)
C37 C34 C35 C36 -179.5(3)
C34 C35 C36 C31 0.2(5)
C32 C31 C36 C35 0.1(4)
S1 C31 C36 C35 179.7(2)