Enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid using a chiral N-(2-hydroxymethyl-4- pyrrolidinyl)benzamide template.
Mizoguchi, Jun-ichi; Kawanami, Yuko; Wada, Takehiko; Kodama, Kazuya; Anzai, Kinsei; Yanagi, Toshiharu; Inoue, Yoshihisa; Organic letters 8 (2006) 6051–6054; doi:10.1021/ol062501g

data_1506314
_publ_section_title
;
 Enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic
 acid using a chiral N-(2-hydroxymethyl-4- pyrrolidinyl)benzamide
 template.
;
_journal_issue                   26
_journal_name_full               'Organic letters'
_journal_page_first              6051
_journal_page_last               6054
_journal_paper_doi               10.1021/ol062501g
_journal_volume                  8
_journal_year                    2006
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'
_chemical_formula_moiety         'C15 H23 Cl N3 O3, C15 H9 O2, H2 O '
_chemical_formula_sum            'C30 H34 Cl N3 O6'
_chemical_formula_weight         568.05
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      5
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 96.368(2)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   29.6799(3)
_cell_length_b                   6.1328
_cell_length_c                   16.0196(3)
_cell_measurement_reflns_used    10922
_cell_measurement_temperature    296.1
_cell_measurement_theta_max      30.3
_cell_measurement_theta_min      2.6
_cell_volume                     2897.91(6)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.060
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14134
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         30.51
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1200.00
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.86
_refine_diff_density_min         -0.70
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  2434 Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.08(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     402
_refine_ls_number_reflns         6579
_refine_ls_R_factor_gt           0.0559
_refine_ls_shift/su_max          0.0078
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0004Fo^2^ + 1.0000\s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1129
_reflns_number_gt                2873
_reflns_number_total             6586
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol062501gsi20061010_112121.cif
_cod_data_source_block           '_AC-TM'
_cod_original_formula_sum        'C30 H34 Cl N3 O6 '
_cod_database_code               1506314