Zinc(II)-Catalyzed Asymmetric Diels-Alder Reaction of ( E)-1-Phenyl Dienes with β,γ-Unsaturated α-Ketoesters.
Xiong, Qian; Lin, Lili; Zhao, Xiaohu; Lang, Jiawen; Liu, Xiaohua; Feng, Xiaoming; The Journal of organic chemistry 83 (2018) 12527–12534; doi:10.1021/acs.joc.8b01771

data_4035425
_publ_section_title
;
 Zinc(II)-Catalyzed Asymmetric Diels-Alder Reaction of ( E)-1-Phenyl
 Dienes with \b,\g-Unsaturated \a-Ketoesters.
;
_journal_issue                   20
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              12527
_journal_page_last               12534
_journal_paper_doi               10.1021/acs.joc.8b01771
_journal_volume                  83
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety
'C50 H78 N5 O5 Zn, C45 H54 N6 O4 Zn [+ solvent]'
_chemical_formula_sum            'C95 H132 N11 O9 Zn2'
_chemical_formula_weight         1702.90
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 107.606(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   30.7793(11)
_cell_length_b                   25.5618(6)
_cell_length_c                   18.8361(7)
_cell_measurement_reflns_used    18162
_cell_measurement_temperature    141.00(10)
_cell_measurement_theta_max      67.9300
_cell_measurement_theta_min      3.7800
_cell_volume                     14125.6(9)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      141.00(10)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            74195
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.246
_diffrn_reflns_theta_min         4.772
_diffrn_source                   'four-circle diffractometer'
_exptl_absorpt_coefficient_mu    0.732
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21862
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    0.801
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             3644.0
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.032
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details
;
 Flack x determined using 6857 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.092(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     982
_refine_ls_number_reflns         25527
_refine_ls_number_restraints     87
_refine_ls_restrained_S_all      1.453
_refine_ls_R_factor_all          0.1395
_refine_ls_R_factor_gt           0.1193
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2800P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3236
_refine_ls_wR_factor_ref         0.3693
_reflns_Friedel_coverage         0.930
_reflns_Friedel_fraction_full    0.976
_reflns_Friedel_fraction_max     0.975
_reflns_number_gt                18915
_reflns_number_total             25527
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b01771_si_001.cif
_cod_data_source_block           fxm-xq-xin-140k-2_sq
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               4035425
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.383
_shelx_estimated_absorpt_t_max   0.756
_shelx_res_checksum              40838
_shelx_hkl_checksum              76920
_shelx_fab_checksum              52663