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#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/95/1519515.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_1519515
loop_
_publ_author_name
'Kilburn, J. D.'
'Hursthouse, Michael B.'
'Coles, Simon J.'
'Berry, M. B.'
'Patient, L.'
_publ_section_title
;
 6-(Methylidene)-8-((p-toluenesulfonato)amino)-4-(trimethylsilyl)-8-
 azabicyclo(3.2.1)octane
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              88
_journal_year                    2002
_chemical_formula_sum            'C18 H28 N2 O2 S Si'
_chemical_formula_weight         364.57
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 116.1400(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.4824(2)
_cell_length_b                   22.6655(6)
_cell_length_c                   10.0368(3)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1936.51(9)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method       'Φ & ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_sigmaI/netI    0.0607
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12067
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    0.242
_exptl_absorpt_correction_T_max  0.9762
_exptl_absorpt_correction_T_min  0.9223
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV Blessing (1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       0.0000(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4341
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0474
_refine_ls_shift/su_max          0.641
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0820P)²+0.3863P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1236
_refine_ls_wR_factor_ref         0.1348
_reflns_number_gt                3436
_reflns_number_total             4341
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-88.cif
_cod_data_source_block           02sot033
_cod_depositor_comments
;
Citation :
Kilburn, J. D. and Hursthouse, Michael B. and Coles, Simon J. and 
Berry, M. B. and Patient, L. (2002) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/88)

More at:
http://ecrystals.chem.soton.ac.uk/88/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1519515
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C11 C 0.3395(2) 0.10254(9) 0.8002(2) 0.0266(4) Uani 1 1 d . . .
H11A H 0.4110 0.1053 0.9024 0.032 Uiso 1 1 calc R . .
H11B H 0.2482 0.0787 0.7698 0.032 Uiso 1 1 calc R . .
C1 C -0.2714(3) 0.04432(12) 0.0342(2) 0.0353(5) Uani 1 1 d . . .
H1A H -0.3083 0.0674 0.0953 0.053 Uiso 1 1 calc R . .
H1B H -0.3012 0.0029 0.0336 0.053 Uiso 1 1 calc R . .
H1C H -0.3193 0.0596 -0.0675 0.053 Uiso 1 1 calc R . .
C2 C -0.0952(2) 0.04900(10) 0.0975(2) 0.0246(4) Uani 1 1 d . . .
C3 C -0.0245(3) 0.10019(9) 0.0789(2) 0.0286(5) Uani 1 1 d . . .
H3 H -0.0886 0.1320 0.0229 0.034 Uiso 1 1 calc R . .
C4 C 0.1377(3) 0.10572(9) 0.1407(2) 0.0262(4) Uani 1 1 d . . .
H4 H 0.1844 0.1406 0.1257 0.031 Uiso 1 1 calc R . .
C5 C 0.2308(2) 0.05958(8) 0.2246(2) 0.0187(4) Uani 1 1 d . . .
C6 C 0.1640(2) 0.00797(8) 0.2446(2) 0.0212(4) Uani 1 1 d . . .
H6 H 0.2284 -0.0235 0.3018 0.025 Uiso 1 1 calc R . .
C7 C 0.0015(2) 0.00309(9) 0.1796(2) 0.0239(4) Uani 1 1 d . . .
H7 H -0.0449 -0.0325 0.1914 0.029 Uiso 1 1 calc R . .
C8 C 0.4704(2) 0.19430(8) 0.5716(2) 0.0207(4) Uani 1 1 d . . .
H8 H 0.5695 0.2019 0.5623 0.025 Uiso 1 1 calc R . .
C9 C 0.5056(2) 0.17172(9) 0.7283(2) 0.0225(4) Uani 1 1 d . . .
H9A H 0.6056 0.1495 0.7725 0.027 Uiso 1 1 calc R . .
H9B H 0.5112 0.2048 0.7948 0.027 Uiso 1 1 calc R . .
C10 C 0.3671(2) 0.13176(8) 0.7009(2) 0.0197(4) Uani 1 1 d . . .
C12 C 0.2658(2) 0.13006(8) 0.5332(2) 0.0178(4) Uani 1 1 d . . .
H12 H 0.2196 0.0900 0.4996 0.021 Uiso 1 1 calc R . .
C13 C 0.1375(2) 0.17809(8) 0.4800(2) 0.0188(4) Uani 1 1 d . . .
H13 H 0.1026 0.1817 0.3706 0.023 Uiso 1 1 calc R . .
C14 C 0.2134(2) 0.23795(8) 0.5459(2) 0.0213(4) Uani 1 1 d . . .
H14A H 0.1373 0.2700 0.4960 0.026 Uiso 1 1 calc R . .
H14B H 0.2388 0.2389 0.6527 0.026 Uiso 1 1 calc R . .
C15 C 0.3638(2) 0.24893(8) 0.5277(2) 0.0230(4) Uani 1 1 d . . .
H15A H 0.3355 0.2592 0.4231 0.028 Uiso 1 1 calc R . .
H15B H 0.4216 0.2827 0.5906 0.028 Uiso 1 1 calc R . .
C16 C -0.0287(3) 0.18020(11) 0.6896(2) 0.0339(5) Uani 1 1 d . . .
H16A H -0.0136 0.2229 0.7050 0.051 Uiso 1 1 calc R . .
H16B H 0.0616 0.1595 0.7657 0.051 Uiso 1 1 calc R . .
H16C H -0.1246 0.1684 0.6967 0.051 Uiso 1 1 calc R . .
C17 C -0.0944(2) 0.08091(9) 0.4644(2) 0.0236(4) Uani 1 1 d . . .
H17A H -0.1954 0.0727 0.4656 0.035 Uiso 1 1 calc R . .
H17B H -0.0119 0.0573 0.5412 0.035 Uiso 1 1 calc R . .
H17C H -0.1010 0.0707 0.3670 0.035 Uiso 1 1 calc R . .
C18 C -0.2078(2) 0.20595(10) 0.3609(3) 0.0330(5) Uani 1 1 d . . .
H18A H -0.2157 0.1976 0.2621 0.049 Uiso 1 1 calc R . .
H18B H -0.1850 0.2479 0.3837 0.049 Uiso 1 1 calc R . .
H18C H -0.3074 0.1960 0.3630 0.049 Uiso 1 1 calc R . .
N1 N 0.47818(18) 0.09669(7) 0.48158(18) 0.0189(3) Uani 1 1 d . . .
N2 N 0.37739(18) 0.14601(6) 0.47049(17) 0.0184(3) Uani 1 1 d . . .
O1 O 0.51214(15) 0.01250(6) 0.34516(15) 0.0227(3) Uani 1 1 d . . .
O2 O 0.47692(17) 0.11237(6) 0.23424(15) 0.0260(3) Uani 1 1 d . . .
Si1 Si -0.04680(6) 0.16079(2) 0.50165(6) 0.02014(16) Uani 1 1 d . . .
S1 S 0.43646(5) 0.069347(19) 0.31572(5) 0.01837(15) Uani 1 1 d . . .
H1 H 0.472(3) 0.0699(12) 0.532(3) 0.038(7) Uiso 1 1 d . . .
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
C10 C11 H11A 120.0 . .
C10 C11 H11B 120.0 . .
H11A C11 H11B 120.0 . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C3 C2 C7 118.14(18) . .
C3 C2 C1 120.8(2) . .
C7 C2 C1 121.1(2) . .
C4 C3 C2 121.30(19) . .
C4 C3 H3 119.3 . .
C2 C3 H3 119.3 . .
C3 C4 C5 119.11(19) . .
C3 C4 H4 120.4 . .
C5 C4 H4 120.4 . .
C6 C5 C4 120.98(18) . .
C6 C5 S1 120.11(15) . .
C4 C5 S1 118.80(15) . .
C5 C6 C7 118.84(18) . .
C5 C6 H6 120.6 . .
C7 C6 H6 120.6 . .
C6 C7 C2 121.61(19) . .
C6 C7 H7 119.2 . .
C2 C7 H7 119.2 . .
N2 C8 C15 106.29(15) . .
N2 C8 C9 104.35(14) . .
C15 C8 C9 112.29(15) . .
N2 C8 H8 111.2 . .
C15 C8 H8 111.2 . .
C9 C8 H8 111.2 . .
C10 C9 C8 103.40(15) . .
C10 C9 H9A 111.1 . .
C8 C9 H9A 111.1 . .
C10 C9 H9B 111.1 . .
C8 C9 H9B 111.1 . .
H9A C9 H9B 109.0 . .
C11 C10 C9 127.46(18) . .
C11 C10 C12 125.73(18) . .
C9 C10 C12 106.79(15) . .
N2 C12 C10 103.85(14) . .
N2 C12 C13 106.27(14) . .
C10 C12 C13 112.40(14) . .
N2 C12 H12 111.3 . .
C10 C12 H12 111.3 . .
C13 C12 H12 111.3 . .
C14 C13 C12 108.97(15) . .
C14 C13 Si1 114.35(12) . .
C12 C13 Si1 116.15(12) . .
C14 C13 H13 105.5 . .
C12 C13 H13 105.5 . .
Si1 C13 H13 105.5 . .
C15 C14 C13 111.94(15) . .
C15 C14 H14A 109.2 . .
C13 C14 H14A 109.2 . .
C15 C14 H14B 109.2 . .
C13 C14 H14B 109.2 . .
H14A C14 H14B 107.9 . .
C8 C15 C14 111.31(15) . .
C8 C15 H15A 109.4 . .
C14 C15 H15A 109.4 . .
C8 C15 H15B 109.4 . .
C14 C15 H15B 109.4 . .
H15A C15 H15B 108.0 . .
Si1 C16 H16A 109.5 . .
Si1 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
Si1 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
Si1 C17 H17A 109.5 . .
Si1 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
Si1 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
Si1 C18 H18A 109.5 . .
Si1 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
Si1 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
N2 N1 S1 110.88(12) . .
N2 N1 H1 113.3(18) . .
S1 N1 H1 107.6(18) . .
N1 N2 C8 110.11(14) . .
N1 N2 C12 110.37(13) . .
C8 N2 C12 101.98(13) . .
C17 Si1 C18 109.66(10) . .
C17 Si1 C16 109.71(10) . .
C18 Si1 C16 108.41(11) . .
C17 Si1 C13 109.41(9) . .
C18 Si1 C13 106.76(9) . .
C16 Si1 C13 112.81(9) . .
O2 S1 O1 119.50(8) . .
O2 S1 N1 108.36(9) . .
O1 S1 N1 104.61(8) . .
O2 S1 C5 107.64(9) . .
O1 S1 C5 109.32(8) . .
N1 S1 C5 106.74(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C11 C10 1.316(3) .
C11 H11A 0.9500 .
C11 H11B 0.9500 .
C1 C2 1.507(3) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C3 1.393(3) .
C2 C7 1.392(3) .
C3 C4 1.387(3) .
C3 H3 0.9500 .
C4 C5 1.388(3) .
C4 H4 0.9500 .
C5 C6 1.386(3) .
C5 S1 1.7656(19) .
C6 C7 1.388(3) .
C6 H6 0.9500 .
C7 H7 0.9500 .
C8 N2 1.489(2) .
C8 C15 1.535(3) .
C8 C9 1.544(3) .
C8 H8 1.0000 .
C9 C10 1.517(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C12 1.527(3) .
C12 N2 1.495(2) .
C12 C13 1.542(2) .
C12 H12 1.0000 .
C13 C14 1.542(3) .
C13 Si1 1.8950(19) .
C13 H13 1.0000 .
C14 C15 1.536(3) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 Si1 1.870(2) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 Si1 1.864(2) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 Si1 1.864(2) .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
N1 N2 1.443(2) .
N1 S1 1.6527(16) .
N1 H1 0.81(3) .
O1 S1 1.4407(14) .
O2 S1 1.4294(13) .
