B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>/I<sub>2</sub> co-mediated cascade [4 + 2]/[3 + 2] cyclization to access spiroimidazolines.
Qiu, Huanyi; Fang, Jingxi; Guan, Mingyan; Xie, Surong; Chen, Xi; Zhang, Qiuqi; Pan, Zhentao; Ma, Yongmin; Organic & biomolecular chemistry 24 (2026) 1920–1925; doi:10.1039/d5ob01941a

data_7160956
_publ_section_title
;
 B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>/I<sub>2</sub> co-mediated
 cascade [4 + 2]/[3 + 2] cyclization to access spiroimidazolines.
;
_journal_issue                   9
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1920
_journal_page_last               1925
_journal_paper_doi               10.1039/d5ob01941a
_journal_volume                  24
_journal_year                    2026
_chemical_formula_moiety         'C28 H21 Br N4 O, C H Cl3'
_chemical_formula_sum            'C29 H22 Br Cl3 N4 O'
_chemical_formula_weight         628.76
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2pl0my
_audit_creation_date             2025-07-28
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-09-20 deposited with the CCDC.	2026-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                80.587(3)
_cell_angle_beta                 76.524(3)
_cell_angle_gamma                87.501(3)
_cell_formula_units_Z            2
_cell_length_a                   9.3480(8)
_cell_length_b                   10.0431(8)
_cell_length_c                   15.9468(13)
_cell_measurement_reflns_used    7075
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      23.006
_cell_measurement_theta_min      2.265
_cell_volume                     1436.3(2)
_computing_cell_refinement       'SAINT V8.41 (?, 2016)'
_computing_data_reduction        'SAINT V8.41 (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'BrukerD8 Venture'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_av_unetI/netI     0.0655
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            43296
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.853
_diffrn_reflns_theta_min         2.055
_diffrn_source_current           1.6
_diffrn_source_power             0.08
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.740
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6013
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1294 before and 0.0625 after correction.
The Ratio of minimum to maximum transmission is 0.8062.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_description       block
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         7449
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.1068
_refine_ls_R_factor_gt           0.0487
_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^)+(0.0543P)^2^+0.3384P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1360
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4088
_reflns_number_total             7449
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01941a2.cif
_cod_data_source_block           mo250724d
_cod_depositor_comments          'Adding full bibliography for 7160956.cif.'
_cod_database_code               7160956
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.845
_shelx_estimated_absorpt_t_min   0.780
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl00-C012 \\sim Cl2-C0
 with sigma of 0.02
 Cl1-C012 \\sim Cl1A-C0
 with sigma of 0.02
 Cl-C012 \\sim ClA-C0
 with sigma of 0.02
 Cl00-Cl1 \\sim Cl2-Cl1A
 with sigma of 0.04
 Cl00-Cl \\sim Cl2-ClA
 with sigma of 0.04
 Cl1-Cl \\sim Cl1A-ClA
 with sigma of 0.04
3. Others
 Sof(Cl1A)=Sof(Cl2)=Sof(ClA)=Sof(C0)=Sof(H0)=1-FVAR(1)
 Sof(Cl)=Sof(Cl00)=Sof(Cl1)=Sof(C012)=Sof(H012)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C0(H0), C012(H012)
4.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
4.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C12(H12), C13(H13), C15(H15), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26),
  C27(H27), C28(H28)
;
_shelx_res_checksum              50048
_olex2_submission_special_instructions 'No special instructions were received'