Chiral Selectivity in the Achiral Amino Acid Glycine.
Brunner, Henri; Tsuno, Takashi; Balázs, Gábor; The Journal of organic chemistry  (2019) –; doi:10.1021/acs.joc.9b02726

data_4037661
_publ_section_title
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 Chiral Selectivity in the Achiral Amino Acid Glycine.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.9b02726
_journal_year                    2019
_chemical_formula_moiety         'C2 H5 N O2'
_chemical_formula_sum            'C2 H5 N O2'
_chemical_formula_weight         75.07
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 111.883(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.0931(4)
_cell_length_b                   11.8467(8)
_cell_length_c                   5.4611(4)
_cell_measurement_reflns_used    895
_cell_measurement_temperature    173
_cell_measurement_theta_max      29.9450
_cell_measurement_theta_min      3.4300
_cell_volume                     305.76(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173
_diffrn_detector                 'Rigaku HyPix-3000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -71.00 110.00   0.50   10.00    --   20.00  54.00-150.00  362
  2  \w    -68.00 -42.00   0.50   10.00    --   20.00  54.00 -30.00   52
  3  \w     48.00  73.00   0.50   10.00    --   20.00  54.00 -30.00   50
  4  \w    -58.00 -33.00   0.50   10.00    --   20.00  54.00 120.00   50
  5  \w     22.00  84.00   0.50   10.00    --   20.00  54.00 120.00  124
  6  \w    -59.00  68.00   0.50   10.00    --   20.00  54.00 -90.00  254
;
_diffrn_measurement_device       'fixed-chi diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB mini2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1294602000
_diffrn_orient_matrix_UB_12      0.0211918000
_diffrn_orient_matrix_UB_13      -0.0019003000
_diffrn_orient_matrix_UB_21      0.0096083000
_diffrn_orient_matrix_UB_22      -0.0470104000
_diffrn_orient_matrix_UB_23      -0.0764894000
_diffrn_orient_matrix_UB_31      -0.0753378000
_diffrn_orient_matrix_UB_32      0.0303777000
_diffrn_orient_matrix_UB_33      -0.1173383000
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            2326
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.456
_diffrn_reflns_theta_min         3.439
_diffrn_source                   'Sealed X-ray tube'
_diffrn_source_type              'Sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_description       prism
_exptl_crystal_F_000             160
_exptl_crystal_recrystallization_method 'From H2O and EtOH'
_exptl_crystal_size_max          0.445
_exptl_crystal_size_mid          0.155
_exptl_crystal_size_min          0.102
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.037(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     48
_refine_ls_number_reflns         893
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0359
_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^)+(0.0370P)^2^+0.0760P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0871
_refine_ls_wR_factor_ref         0.0936
_reflns_Friedel_coverage         0.000
_reflns_number_gt                696
_reflns_number_total             893
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b02726_si_002.cif
_cod_data_source_block           CCDC1916193
_cod_database_code               4037661
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 95.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.39
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H00A(0.018) H00B(0.018) H00C(0.018) H00E(0.016) H00D(0.016)
 Fixed X: H00A(0.03966) H00B(0.219993) H00C(0.207002) H00E(0.617679)
 H00D(0.431433)
 Fixed Y: H00A(0.618066) H00B(0.599831) H00C(0.51551) H00E(0.617472)
 H00D(0.726075)
 Fixed Z: H00A(0.65134) H00B(0.925931) H00C(0.728437) H00E(0.839634)
 H00D(0.742337)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.085
_oxdiff_exptl_absorpt_empirical_full_min 0.928