Highly stereoselective synthesis of polysubstituted housanes and spiro-oxa-housanes: application and mechanistic insights.
Mondal, Abdur Rouf Samim; Bapat, Nakul Abhay; Mishra, Harshita; Hari, Durga Prasad; Chemical science 16 (2025) 12350–12361; doi:10.1039/d5sc02288f

data_1574793
_publ_section_title
;
 Highly stereoselective synthesis of polysubstituted housanes and
 spiro-oxa-housanes: application and mechanistic insights.
;
_journal_issue                   27
_journal_name_full               'Chemical science'
_journal_page_first              12350
_journal_page_last               12361
_journal_paper_doi               10.1039/d5sc02288f
_journal_volume                  16
_journal_year                    2025
_chemical_formula_sum            'C2.77 H2.15 Cl0.15 F0.23 N0.08 O0.31'
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_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2024-11-20 deposited with the CCDC.	2025-06-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.8370(10)
_cell_angle_gamma                90
_cell_formula_units_Z            52
_cell_length_a                   23.2091(7)
_cell_length_b                   10.1744(3)
_cell_length_c                   14.2246(5)
_cell_measurement_reflns_used    9254
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.50
_cell_measurement_theta_min      2.93
_cell_volume                     3072.45(17)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX4'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
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_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            43797
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.520
_diffrn_reflns_theta_min         2.932
_exptl_absorpt_coefficient_mu    0.272
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_description       block
_exptl_crystal_F_000             1376
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details
;
 Flack x determined using 3273 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.068(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         8756
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0550
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0899P)^2^+2.9056P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1462
_refine_ls_wR_factor_ref         0.1503
_reflns_Friedel_coverage         0.875
_reflns_Friedel_fraction_full    0.954
_reflns_Friedel_fraction_max     0.869
_reflns_number_gt                8066
_reflns_number_total             8756
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc02288f2.cif
_cod_data_source_block           H72_120K_0m_a
_cod_depositor_comments
'Adding full bibliography for 1574793--1574797.cif.'
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               1574793
_shelx_shelxl_version_number     2019/1
_shelx_res_checksum              957