Chromone‒indanedione reactant: a bifunctional 3C synthon for diastereoselective construction of skeleton-diversified bispiro-[chromanocyclopentane-oxindole-indanedione]
Zhou, Wei; Li, Zheng; Tian, You-Ping; Han, Xiao-Xue; Liu, Xiong-Li; New Journal of Chemistry 45 (2021) 12356–12361; doi:10.1039/D1NJ02257A

data_7060723
_publ_section_title
;
 Chromone--indanedione reactant: a bifunctional 3C synthon for
 diastereoselective construction of skeleton-diversified
 bispiro-[chromanocyclopentane-oxindole-indanedione]
;
_journal_issue                   28
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12356
_journal_page_last               12361
_journal_paper_doi               10.1039/D1NJ02257A
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C36 H31 N O9'
_chemical_formula_sum            'C36 H31 N O9'
_chemical_formula_weight         621.62
_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     dual
_audit_creation_date             2021-02-04
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_audit_update_record
;
2021-04-17 deposited with the CCDC.	2021-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.624(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.9979(8)
_cell_length_b                   13.7617(4)
_cell_length_c                   25.5949(16)
_cell_measurement_reflns_used    5836
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      74.0100
_cell_measurement_theta_min      3.6530
_cell_volume                     6474.8(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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      1.00  81.00   1.00    1.00    --   40.73 -99.00 -30.00   80
  2  \w     36.00 122.00   1.00    2.00    --  108.83-125.00 -60.00   86
  3  \w     35.00  69.00   1.00    2.00    --  108.83 -94.00  60.00   34
  4  \w     52.00 119.00   1.00    2.00    --  108.83 -45.00 120.00   67
  5  \w     51.00 178.00   1.00    2.00    --  108.83   0.00  60.00  127
  6  \w     91.00 163.00   1.00    2.00    --  108.83  61.00 -90.00   72
  7  \w     63.00 112.00   1.00    1.00    --   40.73  38.00-180.00   49
  8  \w    -27.00  -2.00   1.00    1.00    --  -40.73 125.00 -60.00   25
  9  \w     27.00 102.00   1.00    2.00    --  108.83 -94.00 150.00   75
 10  \w    -95.00 -68.00   1.00    1.00    --  -40.73 125.00 -60.00   27
 11  \w   -113.00 -14.00   1.00    1.00    --  -40.73 -57.00  90.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0080845000
_diffrn_orient_matrix_UB_12      -0.1075206000
_diffrn_orient_matrix_UB_13      -0.0142411000
_diffrn_orient_matrix_UB_21      0.0385132000
_diffrn_orient_matrix_UB_22      -0.0213309000
_diffrn_orient_matrix_UB_23      0.0594457000
_diffrn_orient_matrix_UB_31      -0.0739276000
_diffrn_orient_matrix_UB_32      -0.0230037000
_diffrn_orient_matrix_UB_33      0.0116013000
_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  0.0608
_diffrn_reflns_av_unetI/netI     0.0708
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            24364
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.595
_diffrn_reflns_theta_max         66.595
_diffrn_reflns_theta_min         3.569
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.762
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29006
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (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    1.275
_exptl_crystal_description       block
_exptl_crystal_F_000             2608
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     841
_refine_ls_number_reflns         11434
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.0926
_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^)+(0.0881P)^2^+19.7431P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2345
_refine_ls_wR_factor_ref         0.2529
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8125
_reflns_number_total             11434
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj02257a2.cif
_cod_data_source_block           tm-20
_cod_depositor_comments
'Adding full bibliography for 7060723--7060724.cif.'
_cod_database_code               7060723
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.97
_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 Ternary CH refined with riding coordinates:
 C10(H10), C11(H11), C13(H13), C45(H45), C46(H46), C48(H48)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C16(H16), C18(H18), C19(H19), C27(H27),
 C28(H28), C30(H30), C37(H37), C38(H38), C41(H41), C54(H54), C55(H55), C56(H56),
  C57(H57), C64(H64), C66(H66), C67(H67)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C31(H31A,H31B,H31C), C34(H34A,H34B,
 H34C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C43(H43A,H43B,H43C), C60(H60A,
 H60B,H60C), C61(H61A,H61B,H61C), C62(H62A,H62B,H62C), C69(H69A,H69B,H69C),
 C71(H71A,H71B,H71C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              25126
_shelx_fab_checksum              72526
_olex2_date_sample_data_collection 2021-02-03
_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 2.272
_oxdiff_exptl_absorpt_empirical_full_min 0.252