Spiro 1,3-indandiones: intramolecular photochemical reactions of carbonyl groups with carbon–carbon double bonds
Lokshin, Vladimir; Clavier, Hervé; Khodorkovsky, Vladimir; New Journal of Chemistry 44 (2020) 14373–14378; doi:10.1039/D0NJ02923H

data_7059851
_publ_section_title
;
 Spiro 1,3-indandiones: intramolecular photochemical reactions of carbonyl
 groups with carbon--carbon double bonds
;
_journal_issue                   34
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              14373
_journal_page_last               14378
_journal_paper_doi               10.1039/D0NJ02923H
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C15 H12 O2'
_chemical_formula_sum            'C15 H12 O2'
_chemical_formula_weight         224.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-11-27
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3461 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2020-03-24 deposited with the CCDC.	2020-07-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.8290(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.47760(10)
_cell_length_b                   10.63950(10)
_cell_length_c                   14.0595(2)
_cell_measurement_reflns_used    5301
_cell_measurement_temperature    293
_cell_measurement_theta_max      71.0460
_cell_measurement_theta_min      4.1480
_cell_volume                     1108.12(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_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    -92.00 -10.00   1.00    1.00    --  -17.77 -38.00 -60.00   82
  2  \w    -79.00   6.00   1.00    1.00    --  -17.77 -77.00 120.00   85
  3  \w    -28.00  56.00   1.00    1.00    --  -17.77  38.00  30.00   84
  4  \w     46.00  75.00   1.00    1.00    --   17.77-131.00 -91.00   29
  5  \w      2.00  43.00   1.00    1.00    --   17.77 -99.00-180.00   41
  6  \w     29.00  57.00   1.00    1.00    --   17.77 -99.00 120.00   28
  7  \w     61.00  88.00   1.00    1.00    --   17.77 178.00 -30.00   27
  8  \w     23.00 102.00   1.00    2.00    --  101.41 -94.00-150.00   79
  9  \w    130.00 156.00   1.00    2.00    --  101.41 125.00  90.00   26
 10  \w     81.00 125.00   1.00    2.00    --  101.41 -30.00 -60.00   44
 11  \w     77.00 159.00   1.00    2.00    --  101.41  45.00 -90.00   82
 12  \w     72.00 107.00   1.00    2.00    --  101.41 -94.00  90.00   35
 13  \w     33.00 125.00   1.00    2.00    --  101.41 -45.00-150.00   92
 14  \w     75.00 170.00   1.00    2.00    --  101.41  30.00-180.00   95
 15  \w     80.00 106.00   1.00    2.00    --  101.41  30.00 150.00   26
 16  \w     32.00 108.00   1.00    2.00    --  101.41 -94.00  30.00   76
 17  \w     41.00 119.00   1.00    2.00    --  101.41 -45.00  60.00   78
 18  \w     63.00 101.00   1.00    2.00    --  101.41 -94.00 -60.00   38
 19  \w    104.00 155.00   1.00    2.00    --  101.41 125.00-150.00   51
 20  \w     27.00  56.00   1.00    2.00    --  101.41 -30.00 -60.00   29
 21  \w     28.00  57.00   1.00    2.00    --  101.41-125.00 -90.00   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1271771000
_diffrn_orient_matrix_UB_12      -0.0780643000
_diffrn_orient_matrix_UB_13      -0.0726431000
_diffrn_orient_matrix_UB_21      -0.0857357000
_diffrn_orient_matrix_UB_22      0.1218828000
_diffrn_orient_matrix_UB_23      -0.0444198000
_diffrn_orient_matrix_UB_31      0.1404565000
_diffrn_orient_matrix_UB_32      0.0036765000
_diffrn_orient_matrix_UB_33      -0.0705948000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0170
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6943
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.846
_diffrn_reflns_theta_min         5.231
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.709
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.18b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_description       prism
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2103
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.163
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0512
_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^)+(0.0739P)^2^+0.2254P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1288
_refine_ls_wR_factor_ref         0.1302
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1997
_reflns_number_total             2103
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0nj02923h2.cif
_cod_data_source_block           vlhcphot7
_cod_depositor_comments
;Adding full bibliography for 7059847--7059851.cif.

 Adding full bibliography for 7059847--7059851.cif.
;
_cod_database_code               7059851
_shelx_shelxl_version_number     2016/4
_shelx_estimated_absorpt_t_max   0.848
_shelx_estimated_absorpt_t_min   0.765
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C11(H11), C12(H12), C13(H13), C14(H14)
;
_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 1.252
_oxdiff_exptl_absorpt_empirical_full_min 0.642