Unusual regio- and stereo-selectivity in Diels-Alder reactions between bulky N-phenylmaleimides and anthracene derivatives.
Chen, Hao; Yao, Erdong; Xu, Chi; Meng, Xiao; Ma, Yuguo; Organic & biomolecular chemistry 12 (2014) 5102–5107; doi:10.1039/c4ob01052c

data_7153870
_publ_section_title
;
 Unusual regio- and stereo-selectivity in Diels-Alder reactions between
 bulky N-phenylmaleimides and anthracene derivatives.
;
_journal_issue                   28
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              5102
_journal_page_last               5107
_journal_paper_doi               10.1039/c4ob01052c
_journal_volume                  12
_journal_year                    2014
_chemical_formula_moiety         'C26 H14 F5 N O4'
_chemical_formula_sum            'C26 H14 F5 N O4'
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_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
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_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
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_cell_angle_beta                 98.692(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.761(3)
_cell_length_b                   20.483(4)
_cell_length_c                   8.2482(15)
_cell_measurement_reflns_used    5932
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      1.90
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_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 ver 1.1'
_computing_publication_material  'SHELX97 (Sheldrick, 2008)'
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_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       '\w scans at fixed \c = 45\%'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
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_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0387
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_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -26
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_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            14409
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
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_exptl_absorpt_correction_T_min  0.9335
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         4881
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.158
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0548
_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^)+(0.0498P)^2^+1.0011P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1316
_reflns_number_gt                4539
_reflns_number_total             4881
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ob01052c2.cif
_cod_data_source_block           a
_cod_depositor_comments
'Adding full bibliography for 7153869--7153871.cif.'
_cod_original_cell_volume        2131.2(7)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7153870