#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006655.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_2006655
loop_
_publ_author_name
'Chakraborty, A.'
'Ray, J. K.'
'Chinnakali, K.'
'Razak, I. A.'
'Fun, H.-K.'
_publ_section_title
;
 (+)-Camphorsulfonylimine
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1725
_journal_page_last               1726
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C10 H15 N O2 S'
_chemical_formula_weight         213.29
_chemical_name_systematic
;
(+)-Camphorsulfonimine
;
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 94.818(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.7208(9)
_cell_length_b                   7.7501(9)
_cell_length_c                   9.0531(10)
_cell_measurement_reflns_used    36
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11.05
_cell_measurement_theta_min      4.96
_cell_volume                     539.80(11)
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Seimens P4 diffractometer'
_diffrn_measurement_method       '\q/2\q scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0555
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3014
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.26
_diffrn_standards_decay_%        <3
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.275
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_description       'rectangular slab'
_exptl_crystal_F_000             228
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.158
_refine_diff_density_min         -0.252
_refine_ls_abs_structure_details 'Flack (1983) parameter = -0.12(10)'
_refine_ls_abs_structure_Flack   -0.12(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.905
_refine_ls_goodness_of_fit_obs   0.997
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2468
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.905
_refine_ls_restrained_S_obs      0.996
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_obs          0.0397
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0502P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.0949
_refine_ls_wR_factor_obs         0.0895
_reflns_number_observed          1852
_reflns_number_total             2468
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    cf1189.cif
_[local]_cod_data_source_block   I
_[local]_cod_cif_authors_sg_Hall 'P 2y1'
_cod_original_cell_volume        539.79(11)
_cod_database_code               2006655
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S 0.0517(3) 0.0470(3) 0.0421(3) 0.0044(5) 0.0032(2) 0.0003(4)
O1 0.086(2) 0.067(2) 0.062(2) 0.006(2) 0.0060(14) 0.0155(13)
O2 0.075(2) 0.0600(15) 0.061(2) 0.0092(14) 0.0064(13) -0.0197(13)
N 0.0464(10) 0.0578(12) 0.0542(10) 0.003(2) -0.0053(8) -0.005(2)
C1 0.0396(11) 0.0404(13) 0.0547(11) -0.0008(15) 0.0003(9) -0.002(2)
C2 0.0482(13) 0.066(2) 0.075(2) 0.001(3) 0.0137(12) -0.003(3)
C3 0.077(2) 0.063(3) 0.0558(14) -0.005(2) 0.0230(14) 0.0010(15)
C4 0.068(2) 0.0526(15) 0.0458(13) 0.0032(12) 0.0064(13) 0.0056(11)
C5 0.072(2) 0.074(2) 0.060(2) 0.009(2) 0.009(2) -0.019(2)
C6 0.055(2) 0.044(2) 0.061(2) -0.0006(13) -0.002(2) -0.0061(14)
C7 0.0443(13) 0.042(2) 0.0413(11) -0.0004(9) -0.0002(10) -0.0017(9)
C8 0.0389(11) 0.0505(13) 0.0501(11) -0.004(2) -0.0010(9) -0.002(2)
C9 0.092(3) 0.088(4) 0.0482(15) 0.010(2) -0.008(2) 0.009(2)
C10 0.099(3) 0.046(2) 0.083(3) -0.002(2) 0.011(3) 0.012(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_type_symbol
S 0.78773(8) 0.59430(11) 0.90238(6) 0.0470(2) Uani d 1 S
O1 0.8040(4) 0.7526(3) 0.8238(3) 0.0717(7) Uani d 1 O
O2 0.8173(4) 0.4378(3) 0.8244(3) 0.0653(7) Uani d 1 O
N 0.5884(2) 0.5840(5) 0.9622(2) 0.0533(5) Uani d 1 N
C1 0.6028(3) 0.6068(5) 1.1019(2) 0.0451(5) Uani d 1 C
C2 0.4694(4) 0.5985(8) 1.2131(3) 0.0627(6) Uani d 1 C
C3 0.5847(4) 0.6256(5) 1.3581(3) 0.0643(10) Uani d 1 C
C4 0.7555(4) 0.5325(4) 1.3280(3) 0.0555(7) Uani d 1 C
C5 0.6364(5) 0.8171(5) 1.3622(4) 0.0683(9) Uani d 1 C
C6 0.7631(5) 0.8295(4) 1.2426(4) 0.0538(8) Uani d 1 C
C7 0.7763(3) 0.6408(3) 1.1852(3) 0.0429(6) Uani d 1 C
C8 0.9114(3) 0.5995(6) 1.0803(2) 0.0467(5) Uani d 1 C
C9 0.9073(6) 0.5578(6) 1.4456(4) 0.0770(12) Uani d 1 C
C10 0.7348(8) 0.3396(5) 1.2973(6) 0.0759(11) Uani d 1 C
H2A 0.402(5) 0.681(4) 1.198(3) 0.045(10) Uiso d 1 H
H2B 0.408(7) 0.468(7) 1.197(6) 0.112(17) Uiso d 1 H
H3 0.530(4) 0.597(7) 1.437(3) 0.068(8) Uiso d 1 H
H5A 0.536(4) 0.903(4) 1.342(3) 0.055(8) Uiso d 1 H
H5B 0.694(4) 0.840(5) 1.452(4) 0.071(10) Uiso d 1 H
H6A 0.731(4) 0.903(4) 1.165(3) 0.049(8) Uiso d 1 H
H6B 0.877(5) 0.861(4) 1.278(3) 0.055(9) Uiso d 1 H
H8A 0.964(6) 0.477(6) 1.110(5) 0.106(15) Uiso d 1 H
H8B 0.983(4) 0.678(4) 1.077(3) 0.034(8) Uiso d 1 H
H9A 0.925(5) 0.688(5) 1.488(4) 0.066(11) Uiso d 1 H
H9B 1.002(5) 0.515(5) 1.410(5) 0.081(13) Uiso d 1 H
H9C 0.868(7) 0.508(6) 1.533(5) 0.121(19) Uiso d 1 H
H10A 0.843(6) 0.286(5) 1.273(5) 0.085(13) Uiso d 1 H
H10B 0.706(7) 0.274(7) 1.393(5) 0.131(17) Uiso d 1 H
H10C 0.650(5) 0.311(5) 1.226(4) 0.076(12) Uiso d 1 H
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'
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_publ_flag
O1 S O2 117.22(11) yes
O1 S N 108.9(2) ?
O2 S N 107.9(2) ?
O1 S C8 111.3(2) ?
O2 S C8 111.4(2) ?
N S C8 98.29(10) yes
C1 N S 108.0(2) ?
N C1 C2 130.8(2) yes
N C1 C7 121.5(2) yes
C2 C1 C7 107.7(2) ?
C1 C2 C3 100.7(2) ?
C5 C3 C2 106.4(3) ?
C5 C3 C4 103.4(3) ?
C2 C3 C4 103.1(3) ?
C10 C4 C9 108.4(3) ?
C10 C4 C3 114.3(3) ?
C9 C4 C3 115.6(3) ?
C10 C4 C7 113.1(3) ?
C9 C4 C7 112.4(3) ?
C3 C4 C7 92.5(2) yes
C6 C5 C3 103.0(3) ?
C5 C6 C7 104.0(3) ?
C8 C7 C1 106.4(2) ?
C8 C7 C6 118.6(3) ?
C1 C7 C6 104.5(2) ?
C8 C7 C4 122.3(2) yes
C1 C7 C4 99.8(2) ?
C6 C7 C4 102.4(2) ?
C7 C8 S 103.0(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S O1 1.429(3) ?
S O2 1.432(2) ?
S N 1.676(2) yes
S C8 1.802(2) yes
N C1 1.272(3) ?
C1 C2 1.501(3) ?
C1 C7 1.504(3) ?
C2 C3 1.538(4) ?
C3 C5 1.536(5) ?
C3 C4 1.547(4) ?
C4 C10 1.526(5) ?
C4 C9 1.529(5) ?
C4 C7 1.561(3) ?
C5 C6 1.522(5) ?
C6 C7 1.558(4) ?
C7 C8 1.503(3) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C2 H2B O1 2_647 1.12(6) 2.33(6) 3.411(6) 160(4)
C2 H2A O2 2_657 0.83(4) 2.61(4) 3.435(6) 175(3)
C8 H8A O1 2_747 1.06(5) 2.53(5) 3.534(5) 158(4)
C8 H8B O2 2_757 0.82(3) 2.65(3) 3.421(5) 157(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
O1 S N C1 -107.6(3)
O2 S N C1 124.2(3)
C8 S N C1 8.4(4)
S N C1 C2 -175.3(4)
S N C1 C7 1.5(5)
N C1 C2 C3 175.7(4)
C7 C1 C2 C3 -1.4(5)
C1 C2 C3 C5 73.4(4)
C1 C2 C3 C4 -35.0(4)
C5 C3 C4 C10 -172.0(3)
C2 C3 C4 C10 -61.3(4)
C5 C3 C4 C9 61.2(3)
C2 C3 C4 C9 171.9(3)
C5 C3 C4 C7 -55.2(3)
C2 C3 C4 C7 55.5(3)
C2 C3 C5 C6 -71.2(3)
C4 C3 C5 C6 37.1(3)
C3 C5 C6 C7 -1.9(3)
N C1 C7 C8 -12.9(5)
C2 C1 C7 C8 164.5(3)
N C1 C7 C6 113.4(4)
C2 C1 C7 C6 -69.2(4)
N C1 C7 C4 -141.0(4)
C2 C1 C7 C4 36.5(4)
C5 C6 C7 C8 -171.3(3)
C5 C6 C7 C1 70.4(3)
C5 C6 C7 C4 -33.3(3)
C10 C4 C7 C8 -53.2(4)
C9 C4 C7 C8 69.9(4)
C3 C4 C7 C8 -171.0(3)
C10 C4 C7 C1 63.4(4)
C9 C4 C7 C1 -173.4(3)
C3 C4 C7 C1 -54.3(2)
C10 C4 C7 C6 170.8(3)
C9 C4 C7 C6 -66.0(3)
C3 C4 C7 C6 53.1(3)
C1 C7 C8 S 16.1(3)
C6 C7 C8 S -101.2(3)
C4 C7 C8 S 129.5(2)
O1 S C8 C7 99.1(3)
O2 S C8 C7 -128.0(2)
N S C8 C7 -14.9(3)