Asymmetric Diels-Alder Reactions of 2-Pyrones with a Bifunctional Organic Catalyst
Yi Wang; Hongming Li; Yong-Qiang Wang; Yan Liu; Bruce M. Foxman; Li Deng; Journal of the American Chemical Society 129 (2007) 6364–6365; doi:10.1021/ja070859h

data_4109430
_publ_section_title
;
 Asymmetric Diels-Alder Reactions of 2-Pyrones with a Bifunctional Organic
 Catalyst
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6364
_journal_page_last               6365
_journal_paper_doi               10.1021/ja070859h
_journal_volume                  129
_journal_year                    2007
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C40 H32 Cl5 N5 O16'
_chemical_formula_sum            'C8 H6.4 Cl N O3.2'
_chemical_formula_weight         205.33
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             07-02-01
_audit_creation_method           CRYSTALS_ver_12.84
_cell_angle_alpha                70.9653(10)
_cell_angle_beta                 89.3442(10)
_cell_angle_gamma                89.8008(10)
_cell_formula_units_Z            5
_cell_length_a                   6.44440(10)
_cell_length_b                   10.9410(2)
_cell_length_c                   16.0581(3)
_cell_measurement_reflns_used    9911
_cell_measurement_temperature    294
_cell_measurement_theta_max      29
_cell_measurement_theta_min      3
_cell_volume                     1070.25(3)
_computing_cell_refinement       'SAINT (Siemens ,1995)'
_computing_data_collection       'SMART (Siemens, 1993)'
_computing_data_reduction        'SAINT (Siemens ,1995)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      294
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker KappaCCD ApexII'
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.029
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            28537
_diffrn_reflns_theta_full        25.457
_diffrn_reflns_theta_max         31.045
_diffrn_reflns_theta_min         1.969
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.419
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_description       acicular
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.09
_refine_diff_density_min         -0.88
_refine_ls_abs_structure_details 'Flack (1983), 0 Friedel-pairs'
_refine_ls_abs_structure_Flack   0.04(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.9540
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     623
_refine_ls_number_reflns         10723
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0492
_refine_ls_shift/su_max          0.005377
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.07P)^2^ + 0.35P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1298
_refine_ls_wR_factor_gt          0.1236
_refine_ls_wR_factor_ref         0.1298
_reflns_limit_h_max              8
_reflns_limit_h_min              -9
_reflns_limit_k_max              15
_reflns_limit_k_min              -15
_reflns_limit_l_max              23
_reflns_limit_l_min              -22
_reflns_number_gt                8725
_reflns_number_total             10726
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.95
_oxford_diffrn_Wilson_scale      1.63
_oxford_refine_ls_scale          0.862(2)
_oxford_structure_analysis_title 'wy in P1'
_cod_data_source_file            ja070859hrom20070206_025015.cif
_cod_data_source_block           WY_15_2_cif
_cod_original_sg_symbol_H-M      'P 1 '
_cod_database_code               4109430