peri-Selective C−H Activation-Initiated Spiroannulation Leading to Spiro Polycyclic Compounds with Unique Photo-Physical Property and Strong Anticancer Activity
Zhou, Qianting; Zou, Jiayi; Xu, Haiyun; Gong, Yijun; Ma, Chunhua; Zhang, Xinying; Fan, Xuesen; Chemical Communications  (2026) –; doi:10.1039/D6CC00372A

data_7135731
_publ_section_title
;
 <i>peri</i>-Selective C-H activation-initiated spiroannulation leading to
 spiropolycyclic compounds with unique photophysical properties and strong
 anticancer activity.
;
_journal_issue                   37
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9486
_journal_page_last               9490
_journal_paper_doi               10.1039/d6cc00372a
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C27 H17 N3 O2'
_chemical_formula_sum            'C27 H17 N3 O2'
_chemical_formula_weight         415.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2025-04-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2026-01-12 deposited with the CCDC.	2026-04-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.834(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5426(2)
_cell_length_b                   11.3200(2)
_cell_length_c                   17.0570(3)
_cell_measurement_reflns_used    3392
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9020
_cell_measurement_theta_min      4.7010
_cell_volume                     1992.36(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -23.00   3.00   1.00    6.49    --  -35.62  74.00 -35.00   26
  2  \w     -1.00  24.00   1.00    6.49    --   35.62 -74.00-164.00   25
  3  \w    102.00 171.00   1.00   25.97    --  106.81  74.00 -35.00   69
  4  \w     43.00 109.00   1.00   25.97    --  106.81 -74.00-164.00   66
  5  \w   -107.00 -40.00   1.00    6.49    --  -35.62-178.00 150.00   67
  6  \w     21.00  96.00   1.00    6.49    --   35.62  57.00  30.00   75
  7  \w     58.00 108.00   1.00    6.49    --   35.62-178.00-180.00   50
  8  \w     24.00  83.00   1.00    6.49    --   35.62  38.00-150.00   59
  9  \w     58.00 108.00   1.00    6.49    --   35.62-178.00  90.00   50
 10  \w     86.00 176.00   1.00   25.97    --  106.81  30.00 -90.00   90
 11  \w    122.00 172.00   1.00   25.97    --  106.81  77.00-150.00   50
 12  \w    110.00 136.00   1.00   25.97    --  106.81 111.00 -60.00   26
 13  \w    108.00 134.00   1.00   25.97    --  106.81  77.00 120.00   26
 14  \w    137.00 174.00   1.00   25.97    --  106.81 111.00 -60.00   37
 15  \w     46.00 122.00   1.00   25.97    --  106.81 -45.00-150.00   76
 16  \w     93.00 138.00   1.00   25.97    --  106.81  45.00  30.00   45
 17  \w     40.00  85.00   1.00   25.97    --  106.81-111.00  30.00   45
 18  \w    129.00 155.00   1.00   25.97    --  106.81 111.00-120.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1476233000
_diffrn_orient_matrix_UB_12      0.0189155000
_diffrn_orient_matrix_UB_13      0.0237972000
_diffrn_orient_matrix_UB_21      -0.0120086000
_diffrn_orient_matrix_UB_22      0.1099112000
_diffrn_orient_matrix_UB_23      -0.0543084000
_diffrn_orient_matrix_UB_31      -0.0189537000
_diffrn_orient_matrix_UB_32      0.0780526000
_diffrn_orient_matrix_UB_33      0.0706668000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8205
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.466
_diffrn_reflns_theta_min         4.285
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3793
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0523
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0930P)^2^+0.2203P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1553
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3100
_reflns_number_total             3793
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6cc00372a2.cif
_cod_data_source_block           3a
_cod_depositor_comments
'Adding full bibliography for 7135731--7135733.cif.'
_cod_original_cell_volume        1992.35(6)
_cod_database_code               7135731
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C1 H1 O1 N1'
_shelx_estimated_absorpt_t_max   0.932
_shelx_estimated_absorpt_t_min   0.870
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C16(H16), C21(H21), C22(H22), C23(H23), C24(H24)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_shelx_res_checksum              47969
_shelx_hkl_checksum              9386
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.716