Multiple-Functionalizations of Terminal Alkynes with Sodium Sulfinates and tert-Butyl Nitrite: Facile Synthesis of 2H-Azirines
He, Xingyi; Yue, Xin; Zhang, Lei; Wu, Shuang; Hu, Ming; Li, Jin-Heng; Chemical Communications  (2019) –; doi:10.1039/C9CC00625G

data_7123055
_publ_section_title
;
 Multiple-Functionalizations of Terminal Alkynes with Sodium Sulfinates
 and tert-Butyl Nitrite: Facile Synthesis of 2H-Azirines
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC00625G
_journal_year                    2019
_chemical_formula_moiety         'C22 H18 Br N O4 S2'
_chemical_formula_sum            'C22 H18 Br N O4 S2'
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_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-02-23 deposited with the CCDC.    2019-02-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.6630(10)
_cell_angle_gamma                90
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_cell_length_c                   15.7313(19)
_cell_measurement_reflns_used    3616
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.29
_cell_measurement_theta_min      2.44
_cell_volume                     2186.9(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
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_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.999
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_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
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_diffrn_reflns_point_group_measured_fraction_full 0.999
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_diffrn_reflns_theta_max         25.496
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_exptl_absorpt_coefficient_mu    2.099
_exptl_absorpt_correction_T_max  0.777
_exptl_absorpt_correction_T_min  0.710
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.532
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_exptl_crystal_description       lump
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_refine_diff_density_max         0.334
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_refine_ls_number_reflns         4060
_refine_ls_number_restraints     0
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_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.043
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0413P)^2^+0.8428P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0934
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2725
_reflns_number_total             4060
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc00625g2.cif
_cod_data_source_block           A
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_database_code               7123055
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_min   0.704
_shelx_estimated_absorpt_t_max   0.787
_shelx_res_checksum              12060