First example of a Prins–Ritter reaction on terpenoids: a diastereoselective route to novel 4-amido-octahydro-2H-chromenes
Sarmah, Barnali; Baishya, Gakul; Baruah, Rajani K.; RSC Advances 4 (2014) 22387–; doi:10.1039/c4ra02124j

data_7235606
_publ_section_title
;
 First example of a Prins--Ritter reaction on terpenoids: a
 diastereoselective route to novel 4-amido-octahydro-2H-chromenes
;
_journal_issue                   43
_journal_name_full               'RSC Advances'
_journal_page_first              22387
_journal_paper_doi               10.1039/c4ra02124j
_journal_volume                  4
_journal_year                    2014
_chemical_formula_moiety         'C20 H29 N O3 '
_chemical_formula_sum            'C20 H29 N O3'
_chemical_formula_weight         331.45
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   9.596(4)
_cell_length_b                   11.669(5)
_cell_length_c                   17.743(8)
_cell_measurement_reflns_used    4026
_cell_measurement_temperature    293.1
_cell_measurement_theta_max      29.7
_cell_measurement_theta_min      2.1
_cell_volume                     1986.8(15)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 29.26
_diffrn_measured_fraction_theta_full 0.909
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.052
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16332
_diffrn_reflns_theta_full        29.76
_diffrn_reflns_theta_max         29.76
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.108
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             720.00
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.60
_refine_diff_density_min         -1.52
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   3.532
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     300
_refine_ls_number_reflns         11781
_refine_ls_R_factor_gt           0.0811
_refine_ls_shift/su_max          1.3448
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1.0'
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_ref         0.0914
_reflns_number_gt                11595
_reflns_number_total             4974
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            c4ra02124j1.cif
_cod_data_source_block           '____GOKUL-3(3)'
_cod_original_formula_sum        'C20 H29 N O3 '
_cod_database_code               7235606