Crystal structure of the thalidomide analog (3a<i>R</i>*,7a<i>S</i>*)-2-(2,6-dioxopiperidin-3-yl)hexahydro-1<i>H</i>-isoindole-1,3(2<i>H</i>)-dione
Hijji, Yousef; Benjamin, Ellis; Jasinski, Jerry P.; Butcher, Ray J.; Acta Crystallographica Section E 74 (2018) 1595–1598; doi:10.1107/S2056989018014317

data_2242677
_publ_section_title
;
 Crystal structure of the thalidomide analog
 (3a<i>R</i>*,7a<i>S</i>*)-2-(2,6-dioxopiperidin-3-yl)hexahydro-1<i>H</i>-isoindole-1,3(2<i>H</i>)-dione
;
_journal_coeditor_code           LH5881
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1595
_journal_page_last               1598
_journal_paper_doi               10.1107/S2056989018014317
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C13 H16 N2 O4'
_chemical_formula_moiety         'C13 H16 N2 O4'
_chemical_formula_sum            'C13 H16 N2 O4'
_chemical_formula_weight         264.28
_chemical_name_systematic
(3a<i>R</i>*,7a<i>S</i>*)-2-(2,6-Dioxopiperidin-3-yl)hexahydro-1<i>H</i>-isoindole-1,3(2<i>H</i>)-dione
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90.475(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4519(3)
_cell_length_b                   9.2370(3)
_cell_length_c                   11.8727(4)
_cell_measurement_reflns_used    7629
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      77.3360
_cell_measurement_theta_min      3.7200
_cell_volume                     1255.87(7)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2012)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2012)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_refinement
;
<i>SHELXL2018/3</i> (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type
'Rigaku Oxford Diffraction Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9733
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.539
_diffrn_reflns_theta_min         3.723
_exptl_absorpt_coefficient_mu    0.873
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82191
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2012)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.349
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.187
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2626
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.187
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0663
_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^)+(0.1179P)^2^+1.1244P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2053
_refine_ls_wR_factor_ref         0.2076
_reflns_number_gt                2572
_reflns_number_total             2626
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lh5881sup1.cif
_cod_data_source_block           I
_cod_database_code               2242677
_cod_database_fobs_code          2242677
_shelx_hkl_checksum              6717
_shelx_res_checksum              4777