Construction of pyrroles, furans and thiophenes <i>via</i> intramolecular cascade desulfonylative/dehydrogenative cyclization of vinylidenecyclopropanes induced by NXS (X = I or Br).
Meng, Zhe; Yan, Jun; Ning, Chao; Shi, Min; Wei, Yin; Chemical science 14 (2023) 7648–7655; doi:10.1039/d3sc01542d

data_1569307
_publ_section_title
;
 Construction of pyrroles, furans and thiophenes <i>via</i> intramolecular
 cascade desulfonylative/dehydrogenative cyclization of
 vinylidenecyclopropanes induced by NXS (X = I or Br).
;
_journal_issue                   28
_journal_name_full               'Chemical science'
_journal_page_first              7648
_journal_page_last               7655
_journal_paper_doi               10.1039/d3sc01542d
_journal_volume                  14
_journal_year                    2023
_chemical_formula_sum            'C11 H14 I3 N'
_chemical_formula_weight         540.93
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2021-05-13 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;
_cell_angle_alpha                84.893(3)
_cell_angle_beta                 88.222(3)
_cell_angle_gamma                84.477(3)
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_cell_length_b                   8.8569(8)
_cell_length_c                   9.8661(9)
_cell_measurement_reflns_used    7988
_cell_measurement_temperature    293(2)
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_cell_measurement_theta_min      4.638
_cell_volume                     750.47(12)
_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-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
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_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
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_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         2.073
_exptl_absorpt_coefficient_mu    6.221
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.3136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    2.394
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.060
_refine_diff_density_max         3.036
_refine_diff_density_min         -2.067
_refine_diff_density_rms         0.260
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2914
_refine_ls_number_restraints     72
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0798
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1171P)^2^+14.9671P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2460
_refine_ls_wR_factor_ref         0.2527
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2531
_reflns_number_total             2914
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc01542d2.cif
_cod_data_source_block           mo_d8v21344_0m
_cod_depositor_comments
'Adding full bibliography for 1569307--1569308.cif.'
_cod_database_code               1569307
_shelx_estimated_absorpt_t_min   0.418
_shelx_estimated_absorpt_t_max   0.707
_shelxl_version_number           2013-4
_shelx_res_checksum              19096