Hypervalent iodine promoted ortho diversification: 2-aryl benzimidazole, quinazoline and imidazopyridine as directing templates.
Saha, Moumita; Das, Asish R.; Organic & biomolecular chemistry 18 (2020) 941–955; doi:10.1039/c9ob02533b

data_7157306
_publ_section_title
;
 Hypervalent iodine promoted ortho diversification: 2-aryl benzimidazole,
 quinazoline and imidazopyridine as directing templates.
;
_journal_issue                   5
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              941
_journal_page_last               955
_journal_paper_doi               10.1039/c9ob02533b
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C13 H10 Cl N3 O2'
_chemical_formula_sum            'C13 H10 Cl N3 O2'
_chemical_formula_weight         275.69
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P -1'
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_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2019-08-30 deposited with the CCDC.	2019-12-18 downloaded from the CCDC.
;
_cell_angle_alpha                92.139(5)
_cell_angle_beta                 91.463(5)
_cell_angle_gamma                118.775(3)
_cell_formula_units_Z            4
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_cell_length_b                   7.7548(6)
_cell_length_c                   23.621(2)
_cell_measurement_reflns_used    3165
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      0.607
_cell_measurement_theta_min      0.262
_cell_volume                     1242.38(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker Apex 2 CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0572
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_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
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_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            15629
_diffrn_reflns_theta_full        24.90
_diffrn_reflns_theta_max         24.90
_exptl_absorpt_coefficient_mu    0.308
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
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_refine_diff_density_max         0.367
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4289
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.079
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0386
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.033
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0678P)^2^+7.7860P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_number_gt                3165
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_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9ob02533b2.cif
_cod_data_source_block           f
_cod_depositor_comments
'Adding full bibliography for 7157305--7157306.cif.'
_cod_original_cell_volume        1242.40(17)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7157306