EnT-catalysis-enabled, radical-relay cascade cyclization to access multisubstituted cyclohexane/cyclohexene.
Xiang, Mei; Huang, Cong; Gao, Jie; Chen, Kai; Xie, Zhen-Zhen; Yang, Hua; Chemical communications (Cambridge, England) 62 (2026) 1941–1944; doi:10.1039/d5cc06259d

data_7135508
_publ_section_title
;
 EnT-catalysis-enabled, radical-relay cascade cyclization to access
 multisubstituted cyclohexane/cyclohexene.
;
_journal_issue                   6
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1941
_journal_page_last               1944
_journal_paper_doi               10.1039/d5cc06259d
_journal_volume                  62
_journal_year                    2026
_chemical_absolute_configuration unk
_chemical_formula_moiety         '2(C35 H30 Br N3)'
_chemical_formula_sum            'C70 H60 Br2 N6'
_chemical_formula_weight         1145.06
_chemical_name_systematic        XM-1
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-06-16
_audit_creation_method
;
Olex2 1.5
(compiled 2025.03.04 svn.red2d20d0 for OlexSys, GUI svn.r7188)
;
_audit_update_record
;
2025-08-14 deposited with the CCDC.	2025-12-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 89.9950(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.7393(5)
_cell_length_b                   8.7872(3)
_cell_length_c                   22.5044(8)
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      20.555
_cell_measurement_theta_min      2.489
_cell_volume                     2914.71(17)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  BrukerD8Ques
_diffrn_measurement_method       none
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_av_unetI/netI     0.0819
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            39221
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.037
_diffrn_reflns_theta_max         25.037
_diffrn_reflns_theta_min         2.699
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.438
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6413
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0887 before and 0.0770 after correction.
The Ratio of minimum to maximum transmission is 0.8606.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_preparation       NONE
_exptl_crystal_recrystallization_method ONNE
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Flack x determined using 2197 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.027(5)
_refine_ls_extinction_coef       0.0028(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     708
_refine_ls_number_reflns         10020
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.0966
_refine_ls_R_factor_gt           0.0406
_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^)+(0.0302P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0688
_refine_ls_wR_factor_ref         0.0818
_reflns_Friedel_coverage         0.820
_reflns_Friedel_fraction_full    0.942
_reflns_Friedel_fraction_max     0.942
_reflns_number_gt                6315
_reflns_number_total             10020
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc06259d2.cif
_cod_data_source_block           0613_5150_1_0m
_cod_database_code               7135508
_shelx_shelxl_version_number     2019/3
_diffrn_oxdiff_ac3_digest_hkl    010bcf8fdaf0296b4868b46baef2e6c24167af
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00Q(H00Q), C01C(H01m)
2.b Secondary CH2 refined with riding coordinates:
 C27(H27a,H27b), C00A(H00a,H00b), C00W(H00c,H00d), C017(H01a,H01b)
2.c Aromatic/amide H refined with riding coordinates:
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00R(H00R), C00T(H00T),
 C00X(H00X), C00Y(H00Y), C010(H010), C012(H012), C013(H013), C014(H014),
 C015(H015), C016(H016), C019(H019), C01G(H01G), C01H(H01H), C01I(H01I),
 C01J(H01n), C01K(H01K), C01L(H01r), C01M(H01s), C01N(H01t), C01O(H01O),
 C01P(H01P), C01Q(H01Q), C01R(H01v), C01S(H01x), C01T(H01y), C01U(H01U),
 C01V(H01z), C01W(H01W), C020(H020), C021(H021), C022(H022), C024(H024),
 C025(H025), C026(H026)
2.d Idealised Me refined as rotating group:
 C01X(H01c,H01d,H01e), C01Y(H01f,H01j,H01l), C01Z(H01,H,Ha), C023(H02a,H02b,
 H02c)
;
_shelx_res_checksum              98310
_olex2_exptl_crystal_mounting_method NONE
_olex2_submission_special_instructions 'No special instructions were received'