#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/46/2004698.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_2004698
loop_
_publ_author_name
'Hossain, M. B.'
'van der Helm, D.'
'Sangiah, S.'
'Berlin, K. D.'
_publ_section_title
;
 7-Benzyl-3-thia-7-azabicyclo[3.3.1]nonane 3-Oxide
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              995
_journal_page_last               998
_journal_paper_doi               10.1107/S0108270195015447
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C14 H19 N O S'
_chemical_formula_sum            'C14 H19 N O S'
_chemical_formula_weight         249.4
_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_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 104.66(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.084(3)
_cell_length_b                   6.5270(10)
_cell_length_c                   15.397(3)
_cell_measurement_reflns_used    48
_cell_measurement_temperature    138
_cell_measurement_theta_max      18
_cell_measurement_theta_min      11
_cell_volume                     1272.1(4)
_computing_cell_refinement       'local least-squares cell refinement program'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'local data reduction program'
_computing_molecular_graphics
'ORTEP (Johnson, 1965) and PLUTO (Motherwell & Clegg, 1978)'
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution    'MULTAN80 (Main et al., 1980)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2740
_diffrn_reflns_theta_max         26.5
_diffrn_standards_decay_%        3.0
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.19
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.31
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.9
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     230
_refine_ls_number_reflns         2073
_refine_ls_R_factor_obs          0.044
_refine_ls_shift/esd_max         0.03
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.043
_reflns_number_observed          2073
_reflns_number_total             2618
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            bk1188.cif
_cod_data_source_block           bk1188a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/\s^2^(F)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s^2^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1272.1(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2004698
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,1/2-y,1/2+z
-x,-y,-z
-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) .2781(2) .7209(4) .07680(10) .0260(7)
C(2) .3943(2) .7604(4) .0802(2) .0292(8)
S(3) .48947(4) .58973(9) .15183(4) .0246(2)
O(1) .58440(10) .5950(2) .11260(10) .0325(6)
C(4) .4221(2) .3508(3) .11160(10) .0230(7)
C(5) .3036(2) .3456(3) .10480(10) .0234(7)
C(6) .2784(2) .3768(3) .19560(10) .0230(7)
N(7) .31210(10) .5825(3) .22890(10) .0208(6)
C(8) .2551(2) .7411(4) .16870(10) .0253(7)
C(9) .2458(2) .5075(4) .0388(2) .0274(8)
C(10) .3099(2) .6135(4) .32340(10) .0245(7)
C(11) .2025(2) .5980(4) .34290(10) .0235(7)
C(12) .1682(2) .4156(4) .37320(10) .0286(8)
C(13) .0710(2) .4032(4) .3924(2) .0364(9)
C(14) .0049(2) .5728(4) .3811(2) .0371(9)
C(15) .0374(2) .7545(4) .3501(2) .0341(8)
C(16) .1352(2) .7666(4) .33140(10) .0268(8)
H1 .238(2) .822(3) .0350(10) .028(6)
H2a .408(2) .746(4) .021(2) .043(7)
H2b .419(2) .898(4) .1030(10) .037(7)
H4a .436(2) .334(3) .052(2) .030(6)
H4b .460(2) .247(3) .1520(10) .026(6)
H5 .278(2) .218(3) .0800(10) .023(6)
H6a .203(2) .357(3) .1890(10) .019(5)
H6b .318(2) .276(3) .2400(10) .022(6)
H8a .178(2) .735(3) .1600(10) .028(6)
H8b .281(2) .874(4) .1990(10) .026(6)
H9a .172(2) .496(4) .0290(10) .033(7)
H9b .260(2) .494(3) -.0200(10) .020(5)
H10a .358(2) .511(3) .3600(10) .020(6)
H10b .340(2) .750(3) .3420(10) .020(5)
H12 .215(2) .302(3) .3810(10) .024(6)
H13 .046(2) .277(4) .412(2) .042(7)
H14 -.061(2) .564(3) .3950(10) .025(6)
H15 -.008(2) .872(4) .342(2) .043(7)
H16 .159(2) .886(3) .3120(10) .022(6)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) S(3) C(4) 96.90(10) yes
O(1) S(3) C(2) 104.40(10) yes
O(1) S(3) C(4) 105.00(10) yes
C(6) N(7) C(8) 111.5(2) yes
C(6) N(7) C(10) 113.1(2) yes
C(8) N(7) C(10) 113.2(2) yes
N(7) C(10) C(11) 115.9(2) yes
C(2) C(1) C(8) 112.4(2) yes
C(2) C(1) C(9) 110.1(2) yes
C(8) C(1) C(9) 109.4(2) yes
C(1) C(2) S(3) 116.1(2) yes
S(3) C(4) C(5) 116.00(10) yes
C(4) C(5) C(6) 112.6(2) yes
C(4) C(5) C(9) 110.7(2) yes
C(6) C(5) C(9) 109.3(2) yes
C(5) C(6) N(7) 109.1(2) yes
N(7) C(8) C(1) 109.8(2) yes
C(1) C(9) C(5) 109.5(2) yes
C(10) C(11) C(12) 121.2(2) yes
C(10) C(11) C(16) 120.8(2) yes
C(12) C(11) C(16) 118.0(2) yes
C(11) C(12) C(13) 121.0(2) yes
C(12) C(13) C(14) 120.4(2) yes
C(13) C(14) C(15) 119.3(2) yes
C(14) C(15) C(16) 120.1(2) yes
C(15) C(16) C(11) 121.1(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(3) C(2) 1.820(2) yes
S(3) C(4) 1.821(2) yes
N(7) C(6) 1.465(3) yes
N(7) C(8) 1.462(3) yes
N(7) C(10) 1.476(3) yes
S(3) O(1) 1.5130(10) yes
S(3) N(7) 2.863(2) yes
C(4) C(5) 1.529(3) yes
C(5) C(6) 1.530(2) yes
C(5) C(9) 1.527(3) yes
C(8) C(1) 1.525(2) yes
C(9) C(1) 1.528(3) yes
C(10) C(11) 1.512(3) yes
C(11) C(12) 1.395(3) yes
C(12) C(13) 1.379(3) yes
C(13) C(14) 1.389(4) yes
C(14) C(15) 1.385(4) yes
C(15) C(16) 1.383(3) yes
C(16) C(11) 1.393(3) yes
S(3) N(7) 2.863(2) yes
C(1) H1 0.98(2) no
C(9) H9a 0.94(2) no
C(2) H2a 0.97(2) no
C(9) H9b 0.97(2) no
C(4) H4a 0.99(2) no
C(10) H10a 0.99(2) no
C(4) H4b 0.97(2) no
C(10) H10b 0.99(2) no
C(5) H5 0.94(2) no
C(12) H12 0.95(2) no
C(6) H6a 0.97(2) no
C(13) H13 0.96(2) no
C(6) H6b 1.00(2) no
C(14) H14 0.93(2) no
C(8) H8a 0.99(2) no
C(15) H15 0.96(3) no
C(8) H8b 1.00(2) no
C(16) H16 0.91(2) no
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
_geom_torsion_publ_flag
C(1) C(2) S(3) C(4) 47.7(2) yes
C(2) S(3) C(4) C(5) -47.10(10) yes
S(3) C(4) C(5) C(9) 61.2(2) yes
C(4) C(5) C(9) C(1) -67.1(2) yes
C(5) C(9) C(1) C(2) 67.3(2) yes
C(9) C(1) C(2) S(3) -62.0(2) yes
C(1) C(9) C(5) C(6) 57.4(2) yes
C(9) C(5) C(6) N(7) -59.3(2) yes
C(6) N(7) C(10) C(11) -63.0(2) yes
C(1) C(8) N(7) C(6) -61.6(2) yes
C(8) N(7) C(6) C(5) 62.0(2) yes
N(7) C(6) C(5) C(9) -59.3(2) yes
C(6) C(5) C(9) C(1) 57.4(2) yes
C(5) C(9) C(1) C(8) -56.7(2) yes
C(9) C(1) C(8) N(7) 58.1(2) yes
C(8) C(7) C(10) C(11) 65.0(2) yes
N(7) C(10) C(11) C(16) -84.7(2) yes
N(7) C(10) C(11) C(12) 95.6(2) yes
