5- and 6-Exocyclic Products, cis-2,3,5-Trisubstituted Tetrahydrofurans, and cis-2,3,6-Trisubstituted Tetrahydropyrans via Prins-Type Cyclization
Satish N. Chavre; Hyunah Choo; Jae Kyun Lee; Ae Nim Pae; Youseung Kim; Yong Seo Cho; Journal of Organic Chemistry 73 (2008) 7467–7471; doi:10.1021/jo800967p

data_4023701
_publ_section_title
;
 5- and 6-Exocyclic Products, cis-2,3,5-Trisubstituted Tetrahydrofurans,
 and cis-2,3,6-Trisubstituted Tetrahydropyrans via
 Prins-Type Cyclization
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7467
_journal_page_last               7471
_journal_paper_doi               10.1021/jo800967p
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C23 H19 N O4 '
_chemical_formula_sum            'C23 H19 N O4'
_chemical_formula_weight         373.41
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           'by CrystalStructure 3.6.0'
_cell_angle_alpha                90
_cell_angle_beta                 108.589(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.242(1)
_cell_length_b                   10.1810(9)
_cell_length_c                   14.547(1)
_cell_measurement_reflns_used    14713
_cell_measurement_temperature    296.1
_cell_measurement_theta_max      68.3
_cell_measurement_theta_min      3.2
_cell_volume                     1858.8(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  CRYSTALS
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9947
_diffrn_measured_fraction_theta_max 0.9947
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5419
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19363
_diffrn_reflns_theta_full        68.23
_diffrn_reflns_theta_max         68.23
_exptl_absorpt_coefficient_mu    0.748
_exptl_absorpt_correction_T_max  0.861
_exptl_absorpt_correction_T_min  0.636
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             784.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.24
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3389
_refine_ls_R_factor_gt           0.0480
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0008Fo^2^ + 1.0000\s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1340
_reflns_number_gt                1938
_reflns_number_total             3389
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo800967p_si_001.cif
_cod_data_source_block           compound_3a
_cod_original_formula_sum        'C23 H19 N O4 '
_cod_database_code               4023701