Pyramidalization of a carbonyl C atom in (2<i>S</i>)-<i>N</i>-(selenoacetyl)proline methyl ester
Guzei, Ilia A.; Choudhary, Amit; Raines, Ronald T.; Acta Crystallographica Section E 69 (2013) o805–o806; doi:10.1107/S1600536813011112

data_2237919
_publ_section_title
;
 Pyramidalization of a carbonyl C atom in
 (2<i>S</i>)-<i>N</i>-(selenoacetyl)proline methyl ester
;
_journal_coeditor_code           KJ2221
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o805
_journal_page_last               o806
_journal_paper_doi               10.1107/S1600536813011112
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          'C8 H13 N O2 Se'
_chemical_formula_moiety         'C8 H13 N O2 Se'
_chemical_formula_sum            'C8 H13 N O2 Se'
_chemical_formula_weight         234.15
_chemical_name_common
;
(2<i>S</i>)-<i>N</i>-(Selenoacetyl)proline methyl ester
;
_chemical_name_systematic
;
Methyl (2<i>S</i>)-1-ethaneselenoylpyrrolidine-2-carboxylate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                85.166(6)
_cell_angle_beta                 86.220(6)
_cell_angle_gamma                64.682(4)
_cell_formula_units_Z            2
_cell_length_a                   7.050(3)
_cell_length_b                   7.442(3)
_cell_length_c                   10.334(4)
_cell_measurement_reflns_used    746
_cell_measurement_temperature    105.15
_cell_measurement_theta_max      28.9817
_cell_measurement_theta_min      3.0339
_cell_volume                     488.1(3)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2012)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2007)'
_computing_molecular_graphics
;OLEX2 (Dolomanov <i>et al.</i>, 2009) and
 <i>NBOView </i> (Wendt & Weinhold, 2001)
;
_computing_publication_material
;
OLEX2 (Dolomanov <i>et al.</i>, 2009), GX and FCF_filter (Guzei,
2012)
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      105.15
_diffrn_detector_area_resol_mean 7.9
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '0.5\% \w and 0.5\% \f scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3012
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.082
_diffrn_reflns_theta_min         1.979
_exptl_absorpt_coefficient_mu    3.808
_exptl_absorpt_correction_T_max  0.3491
_exptl_absorpt_correction_T_min  0.2677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(TWINABS; Bruker, 2007)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             236
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.35
_refine_diff_density_max         1.459
_refine_diff_density_min         -0.625
_refine_ls_abs_structure_details
;
Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         3012
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0505
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[\s^2^(Fo^2^)+(0.0947P)^2^+1.2373P]
where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1336
_refine_ls_wR_factor_ref         0.1349
_reflns_number_gt                2938
_reflns_number_total             3012
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            kj2221.cif
_cod_data_source_block           I
_cod_database_code               2237919
_cod_database_fobs_code          2237919
_shelx_estimated_absorpt_t_min   0.268
_shelx_estimated_absorpt_t_max   0.349
_shelx_hkl_checksum              60212
_shelx_res_checksum              6187
_shelxl_version_number           .000002012