Neutron diffraction analysis of deuterium transfer in chiral β-thiolactam formation in the crystalline state
Hosoya, Takaaki; Uekusa, Hidehiro; Ohashi, Yuji; Ohhara, Takashi; Tanaka, Ichiro; Niimura, Nobuo; Acta Crystallographica Section B 62 (2006) 153–160; doi:10.1107/S0108768105038656

data_2100392
_publ_section_title
;
 Neutron diffraction analysis of deuterium transfer in chiral
 \b-thiolactam formation in the crystalline state
;
_journal_coeditor_code           OG5014
_journal_date_accepted           2005-11-22
_journal_date_recd_electronic    2005-07-29
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              153
_journal_page_last               160
_journal_paper_category          FA
_journal_paper_doi               10.1107/S0108768105038656
_journal_volume                  62
_journal_year                    2006
_chemical_formula_moiety         'C21 H9 D14 N S'
_chemical_formula_sum            'C21 H9 D14 N S'
_chemical_formula_weight         335.43
_chemical_melting_point          346
_chemical_name_common            N,N-di(benzyl-d~7~)-1-cyclohexenecarbothioamide
_chemical_name_systematic
;
  N,N-di(benzyl-d~7~)-1-cyclohexenecarbothioamide &
  (3R,5R)-2-benzyl-d~7~-3-phenyl-d~5~-2-azaspiro[3.5]nonane-3,5-d~2~-1-thione
;
_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_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXL-97 and manual editing'
_cell_angle_alpha                90.00
_cell_angle_beta                 102.589(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.9117(11)
_cell_length_b                   10.5512(17)
_cell_length_c                   10.3463(13)
_cell_measurement_reflns_used    1880
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      49.05
_cell_measurement_theta_min      5.83
_cell_volume                     949.5(2)
_computing_cell_refinement       'HKL (Otwinowski & Minor, 1997)'
_computing_data_collection       'local program'
_computing_data_reduction        'HKL (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'Initial structure determined by X-rays'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.773
_diffrn_measured_fraction_theta_max 0.773
_diffrn_measurement_device_type  BIX-III
_diffrn_measurement_method       '\w scan'
_diffrn_radiation_monochromator  'perfect silicon crystal'
_diffrn_radiation_probe          neutron
_diffrn_radiation_source         'JAERI JRR-3M reactor'
_diffrn_radiation_type           neutron
_diffrn_radiation_wavelength     1.51000
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            1880
_diffrn_reflns_theta_full        49.05
_diffrn_reflns_theta_max         49.05
_diffrn_reflns_theta_min         5.83
_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_T_max  0.78400
_exptl_absorpt_correction_T_min  0.59078
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
  ABSG in PLATON, Crystallographic Computing (1970)
  originally coded by P. Coppens
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             42
_exptl_crystal_size_max          4.50
_exptl_crystal_size_mid          1.50
_exptl_crystal_size_min          1.40
_refine_diff_density_max         0.044
_refine_diff_density_min         -0.044
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         1301
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0793
_refine_ls_R_factor_gt           0.0792
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1086P)^2^+0.1004P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1967
_refine_ls_wR_factor_ref         0.1967
_reflns_number_gt                1300
_reflns_number_total             1301
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            og5014.cif
_cod_data_source_block           neutronirr
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Gaussian' changed to 'gaussian'
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:

'_exptl_absorpt_correction_type' value 'Gaussian' changed to
'gaussian' 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_sg_symbol_H-M      'P 21'
_cod_database_code               2100392