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_7135732
_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 H16 N2 O'
_chemical_formula_sum            'C27 H16 N2 O'
_chemical_formula_weight         384.42
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2025-06-30
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2026-01-12 deposited with the CCDC.	2026-04-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.8646(3)
_cell_length_b                   13.5761(2)
_cell_length_c                   21.4206(4)
_cell_measurement_reflns_used    4565
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      70.8570
_cell_measurement_theta_min      4.1130
_cell_volume                     3741.13(12)
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.974
_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    -71.00 -14.00   1.00    6.17    --  -35.62 -26.00 166.00   57
  2  \w    -34.00  34.00   1.00    6.17    --  -35.62  26.00 -30.00   68
  3  \w     29.00  76.00   1.00    6.17    --   35.62-106.00 -25.00   47
  4  \w     85.00 124.00   1.00   24.68    --  106.81  26.00 -30.00   39
  5  \w     40.00  99.00   1.00   24.68    --  106.81-106.00 -25.00   59
  6  \w    116.00 142.00   1.00   24.68    --  106.81 108.00 166.00   26
  7  \w   -106.00 -67.00   1.00    6.17    --  -35.62-178.00 -30.00   39
  8  \w     73.00  98.00   1.00    6.17    --   35.62 178.00 -90.00   25
  9  \w     64.00 100.00   1.00   24.68    --  106.81-111.00  60.00   36
 10  \w     40.00 145.00   1.00   24.68    --  106.81 -15.00 120.00  105
 11  \w     39.00  96.00   1.00   24.68    --  106.81 -94.00-180.00   57
 12  \w    135.00 172.00   1.00   24.68    --  106.81  77.00-150.00   37
;
_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      -0.0137574000
_diffrn_orient_matrix_UB_12      0.0525422000
_diffrn_orient_matrix_UB_13      -0.0632034000
_diffrn_orient_matrix_UB_21      -0.0363911000
_diffrn_orient_matrix_UB_22      -0.0974636000
_diffrn_orient_matrix_UB_23      -0.0297046000
_diffrn_orient_matrix_UB_31      -0.1133050000
_diffrn_orient_matrix_UB_32      0.0248721000
_diffrn_orient_matrix_UB_33      0.0170677000
_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  0.0391
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9320
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.107
_diffrn_reflns_theta_min         4.128
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.660
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.12306
_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    1.365
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3537
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0595
_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^)+(0.0919P)^2^+2.4931P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1693
_refine_ls_wR_factor_ref         0.1766
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3017
_reflns_number_total             3537
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6cc00372a2.cif
_cod_data_source_block           5a
_cod_depositor_comments
'Adding full bibliography for 7135731--7135733.cif.'
_cod_database_code               7135732
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C1 H1 O1 N1'
_shelx_estimated_absorpt_t_max   0.937
_shelx_estimated_absorpt_t_min   0.879
_diffrn_oxdiff_digest_hkl
;
016dc0dc551e39e03f1e509b5323292b05a1ed
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(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), C13(H13),
 C14(H14), C15(H15), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C26(H26)
;
_shelx_res_checksum              5360
_shelx_hkl_checksum              95970
_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 4.766
_oxdiff_exptl_absorpt_empirical_full_min 0.547