Synthesis of Concave and Vaulted 2<i>H</i>-Pyran-Fused BINOLs and Corresponding [5] and [7]-Oxa-helicenoids: Regioselective Cascade-Concerted Route and DFT Studies.
Kamble, Siddharth B.; Maliekal, Parimal J.; Dharpure, Pankaj D.; Badani, Purav M.; Karnik, Anil V.; The Journal of organic chemistry  (2020) –; doi:10.1021/acs.joc.0c00363

data_4038464
_publ_section_title
;
 Synthesis of Concave and Vaulted 2<i>H</i>-Pyran-Fused BINOLs and
 Corresponding [5] and [7]-Oxa-helicenoids: Regioselective
 Cascade-Concerted Route and DFT Studies.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c00363
_journal_year                    2020
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_space_group_name_Hall           '-R 3'
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_atom_sites_solution_hydrogens   geom
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_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   37.052(6)
_cell_length_b                   37.052(6)
_cell_length_c                   7.5084(14)
_cell_measurement_temperature    296(2)
_cell_volume                     8927(3)
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_Laue_measured_fraction_full 0.999
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_diffrn_reflns_limit_h_max       49
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_diffrn_reflns_limit_l_min       -10
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.357
_diffrn_reflns_theta_min         2.786
_exptl_absorpt_coefficient_mu    0.032
_exptl_crystal_density_diffrn    0.469
_exptl_crystal_F_000             1308
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_refine_diff_density_min         -0.646
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_refine_ls_extinction_coef       0.0000(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4922
_refine_ls_number_restraints     0
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_refine_ls_R_factor_all          0.1596
_refine_ls_R_factor_gt           0.1231
_refine_ls_shift/su_max          0.394
_refine_ls_shift/su_mean         0.018
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4071
_refine_ls_wR_factor_ref         0.4370
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3441
_reflns_number_total             4922
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo0c00363_si_002.cif
_cod_data_source_block           pkdsk1_1_0m
_cod_depositor_comments
;

2025-09-12
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C27 H16 O5'
_cod_original_formula_weight         420.40
_cod_original_formula_units_Z            6
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_shelx_shelxl_version_number     2017/1
_shelx_res_checksum              21698
_shelx_hkl_checksum              71789