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_7135733
_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 O5'
_chemical_formula_sum            'C27 H17 N3 O5'
_chemical_formula_weight         463.43
_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             2025-10-11
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_audit_update_record
;
2026-01-12 deposited with the CCDC.	2026-04-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.495(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.6356(4)
_cell_length_b                   8.3718(2)
_cell_length_c                   19.9438(6)
_cell_measurement_reflns_used    4112
_cell_measurement_temperature    294.53(10)
_cell_measurement_theta_max      71.1380
_cell_measurement_theta_min      4.8260
_cell_volume                     2159.09(11)
_computing_cell_refinement       'CrysAlisPro 1.171.43.139a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.139a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.139a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.53(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.968
_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    -37.00 -12.00   1.00    2.67    --  -35.62  66.00 -61.00   25
  2  \w    -96.00 -30.00   1.00    2.67    --  -35.62 -66.00 163.00   66
  3  \w    -12.00  13.00   1.00    2.67    --   35.62 -66.00 163.00   25
  4  \w     41.00 127.00   1.00   10.68    --  106.81 -66.00 163.00   86
  5  \w    125.00 172.00   1.00   10.68    --  106.81  66.00 -61.00   47
  6  \w     87.00 122.00   1.00   10.68    --  106.81  66.00 -61.00   35
  7  \w   -103.00 -21.00   1.00    2.67    --  -35.62 -38.00-150.00   82
  8  \w    -19.00  31.00   1.00    2.67    --  -35.62  77.00 -60.00   50
  9  \w     65.00 105.00   1.00    2.67    --   35.62 178.00-150.00   40
 10  \w     67.00  92.00   1.00    2.67    --   35.62 178.00 -60.00   25
 11  \w     62.00 105.00   1.00    2.67    --   35.62 178.00 120.00   43
 12  \w     34.00  59.00   1.00    2.67    --   35.62  66.00 -61.00   25
 13  \w     37.00 105.00   1.00   10.68    --  106.81 -94.00  60.00   68
 14  \w    109.00 168.00   1.00   10.68    --  106.81  77.00 150.00   59
 15  \w     64.00 104.00   1.00   10.68    --  106.81 -61.00-120.00   40
 16  \w    124.00 149.00   1.00   10.68    --  106.81 111.00 -30.00   25
 17  \w     87.00 117.00   1.00   10.68    --  106.81  30.00-150.00   30
 18  \w    149.00 174.00   1.00   10.68    --  106.81  30.00-150.00   25
 19  \w     37.00 126.00   1.00   10.68    --  106.81 -30.00 150.00   89
 20  \w    121.00 154.00   1.00   10.68    --  106.81  77.00 -90.00   33
 21  \w     40.00 100.00   1.00   10.68    --  106.81-111.00  30.00   60
;
_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      -0.0109949000
_diffrn_orient_matrix_UB_12      0.0857783000
_diffrn_orient_matrix_UB_13      -0.0703609000
_diffrn_orient_matrix_UB_21      -0.0836387000
_diffrn_orient_matrix_UB_22      0.1096416000
_diffrn_orient_matrix_UB_23      0.0119460000
_diffrn_orient_matrix_UB_31      0.0840690000
_diffrn_orient_matrix_UB_32      0.1203841000
_diffrn_orient_matrix_UB_33      0.0392800000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9321
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.268
_diffrn_reflns_theta_min         3.418
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.139a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4063
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0564
_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^)+(0.0702P)^2^+1.2527P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1579
_refine_ls_wR_factor_ref         0.1681
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3088
_reflns_number_total             4063
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6cc00372a2.cif
_cod_data_source_block           7
_cod_depositor_comments
'Adding full bibliography for 7135731--7135733.cif.'
_cod_database_code               7135733
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C1 H1 O1 N1'
_shelx_estimated_absorpt_t_max   0.922
_shelx_estimated_absorpt_t_min   0.852
_diffrn_oxdiff_digest_frames
;
01dd29e0543af6605a1333df455502773000027382c
;
_diffrn_oxdiff_digest_hkl
;
01edcdb5331c79e501b5583d515a92a86724ff
;
_reflns_odcompleteness_completeness 99.44
_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:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C13(H13),
 C14(H14), C15(H15), C20(H20), C21(H21), C22(H22), C23(H23)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_shelx_res_checksum              66098
_shelx_hkl_checksum              32990
_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 2.205
_oxdiff_exptl_absorpt_empirical_full_min 0.517