A cycloaddition product of a chiral maleimide: 4-{(3a<i>S</i>*,6a<i>S</i>*)-4,6-dioxo-1-phenyl-5-[(1<i>R</i>)-1-phenylethyl]-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-<i>c</i>]pyrazol-3-yl}phenyl acetate
Fronczek, Chris F.; Dürüst, Yaşar; Yildirim, Muhammet; Fronczek, Frank R.; Acta Crystallographica Section E 65 (2009) o3069–; doi:10.1107/S1600536809046790

data_2224459
_publ_section_title
;A cycloaddition product of a chiral maleimide:
 4-{(3a<i>S</i>*,6a<i>S</i>*)-4,6-dioxo-1-phenyl-5-[(1<i>R</i>)-1-phenylethyl]-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-<i>c</i>]pyrazol-3-yl}phenyl
 acetate
;
_journal_coeditor_code           TK2563
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3069
_journal_paper_doi               10.1107/S1600536809046790
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C27 H23 N3 O4'
_chemical_formula_moiety         'C27 H23 N3 O4'
_chemical_formula_sum            'C27 H23 N3 O4'
_chemical_formula_weight         453.48
_chemical_name_systematic
;4-{(3a<i>S</i>*,6a<i>S</i>*)-4,6-dioxo-1-phenyl-5-[(1<i>R</i>)-1-phenylethyl]-
1,3a,4,5,6,6a-hexahydropyrrolo[3,4-<i>c</i>]pyrazol-3-yl}phenyl
 acetate
;
_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
_cell_angle_alpha                90
_cell_angle_beta                 103.786(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.1391(5)
_cell_length_b                   8.7465(5)
_cell_length_c                   14.4420(10)
_cell_measurement_reflns_used    7860
_cell_measurement_temperature    90.0(5)
_cell_measurement_theta_max      68.3
_cell_measurement_theta_min      3.2
_cell_volume                     1121.17(12)
_computing_cell_refinement       'SAINT (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2006)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90.0(5)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.029
_diffrn_reflns_av_sigmaI/netI    0.033
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10172
_diffrn_reflns_theta_full        66.6
_diffrn_reflns_theta_max         68.8
_diffrn_reflns_theta_min         3.2
_exptl_absorpt_coefficient_mu    0.745
_exptl_absorpt_correction_T_max  0.871
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.21
_refine_ls_abs_structure_details 'Flack (1983), 1725 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.18(15)
_refine_ls_extinction_coef       0.0021(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.08
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         3902
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.08
_refine_ls_R_factor_all          0.029
_refine_ls_R_factor_gt           0.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0355P)^2^+0.2144P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.076
_refine_ls_wR_factor_ref         0.076
_reflns_number_gt                3830
_reflns_number_total             3902
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            tk2563.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2224459
_cod_database_fobs_code          2224459