Halosulfonamidation of camphene: chemo and stereoselectivity, rearrangement, solvent interception, heterocyclization
Moskalik, Mikhail Yu.; Garagan, Ivan A.; Shainyan, Bagrat A.; Yarovaya, Olga I.; Ganin, Anton S.; Astakhova, Vera V.; Sterkhova, Irina V.; Zinchenko, Sergey V.; Salakhutdinov, Nariman F.; Radzhabov, Amirbek D.; New Journal of Chemistry 48 (2024) 13506–13513; doi:10.1039/D4NJ02582B

data_7063346
_publ_section_title
;
 Halosulfonamidation of camphene: chemo and stereoselectivity,
 rearrangement, solvent interception, heterocyclization
;
_journal_issue                   30
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              13506
_journal_page_last               13513
_journal_paper_doi               10.1039/D4NJ02582B
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         'C11 H20 Br N O2 S'
_chemical_formula_sum            'C11 H20 Br N O2 S'
_chemical_formula_weight         310.25
_chemical_melting_point          378,5
_chemical_name_systematic
N-(1-(bromomethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl)methanesulfonamide
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
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_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-06-07 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
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_cell_measurement_temperature    273(2)
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_diffrn_ambient_temperature      273(2)
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_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       '\f and \w scans'
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_diffrn_reflns_av_R_equivalents  0.1604
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_diffrn_reflns_point_group_measured_fraction_max 0.981
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_diffrn_reflns_theta_min         2.445
_diffrn_source                   IuS
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_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
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'Re-crystallisation from solvent: ether:hexane'
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_refine_ls_extinction_method     none
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_refine_ls_number_restraints     0
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_refine_ls_R_factor_gt           0.0775
_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^)+(0.0742P)^2^+1.1921P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1720
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_reflns_Friedel_coverage         0.000
_reflns_number_gt                2207
_reflns_number_total             3982
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4nj02582b2.cif
_cod_data_source_block           mo_Garagan_102RA_0m
_cod_depositor_comments
'Adding full bibliography for 7063345--7063349.cif.'
_cod_original_cell_volume        680.2(5)
_cod_database_code               7063346
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.350
_shelx_estimated_absorpt_t_max   0.858
_shelx_res_checksum              78541