Bis-acenaphthoquinone diimides with high electron deficiency and good coplanar conformation.
Yang, Xin; Yan, Yongkun; Zeng, Weixuan; Song, Ying; Li, Wenhao; Zhao, Lingli; Zhao, Yan; Chen, Huajie; Liu, Yunqi; Chemical communications (Cambridge, England) 57 (2021) 7822–7825; doi:10.1039/d1cc02693c

data_7128622
_publ_section_title
;
 Bis-acenaphthoquinone diimides with high electron deficiency and good
 coplanar conformation.
;
_journal_issue                   63
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7822
_journal_page_last               7825
_journal_paper_doi               10.1039/d1cc02693c
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C52 H42 N2 O6'
_chemical_formula_sum            'C52 H42 N2 O6'
_chemical_formula_weight         790.87
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-10-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-05-22 deposited with the CCDC.	2021-07-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.1033(9)
_cell_length_b                   8.4274(5)
_cell_length_c                   34.064(3)
_cell_measurement_reflns_used    2629
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.2020
_cell_measurement_theta_min      5.1800
_cell_volume                     4622.8(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 (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    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(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 0.978
_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      2.00  45.00   1.00    8.00    --  -40.73   0.00-180.00   43
  2  \w     41.00  70.00   1.00    8.00    --   40.73-125.00 120.00   29
  3  \w     25.00  92.00   1.00   10.00    --  107.58 -94.00   0.00   67
  4  \w     49.00  90.00   1.00   10.00    --  107.58 -94.00 -60.00   41
  5  \w     35.00 133.00   1.00   10.00    --  107.58 -45.00  90.00   98
  6  \w     85.00 116.00   1.00   10.00    --  107.58  61.00-120.00   31
  7  \w    139.00 178.00   1.00   10.00    --  107.58  61.00-120.00   39
  8  \w   -129.00 -18.00   1.00    8.00    --  -40.73   0.00-180.00  111
  9  \w     -8.00  18.00   1.00   10.00    --  -40.98  37.00-180.00   26
;
_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      -0.0284464000
_diffrn_orient_matrix_UB_12      -0.0370680000
_diffrn_orient_matrix_UB_13      -0.0896370000
_diffrn_orient_matrix_UB_21      -0.0789281000
_diffrn_orient_matrix_UB_22      0.0216450000
_diffrn_orient_matrix_UB_23      -0.0546366000
_diffrn_orient_matrix_UB_31      0.0459111000
_diffrn_orient_matrix_UB_32      0.0142966000
_diffrn_orient_matrix_UB_33      -0.1494334000
_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  0.0581
_diffrn_reflns_av_unetI/netI     0.0739
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            11837
_diffrn_reflns_point_group_measured_fraction_full 0.757
_diffrn_reflns_point_group_measured_fraction_max 0.725
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.814
_diffrn_reflns_theta_min         2.594
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.595
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65026
_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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.136
_exptl_crystal_description       block
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.547
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.1(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     550
_refine_ls_number_reflns         6790
_refine_ls_number_restraints     33
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0859
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1534P)^2^+0.8452P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2261
_refine_ls_wR_factor_ref         0.2443
_reflns_Friedel_coverage         0.458
_reflns_Friedel_fraction_full    0.505
_reflns_Friedel_fraction_max     0.464
_reflns_number_gt                5457
_reflns_number_total             6790
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc02693c2.cif
_cod_data_source_block           y1_2
_cod_depositor_comments          'Adding full bibliography for 7128622.cif.'
_cod_database_code               7128622
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.9(6)
 0.1(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Rigid bond restraints
 C35, O4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C27, C35
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C35 \\sim O4: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
C27 \\sim C35: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
Uanis(O2) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(O3) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(C18) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
5.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10), C47(H47), C50(H50)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C15(H15), C16(H16), C22(H22), C23(H23), C29(H29),
 C30(H30), C36(H36), C37(H37), C43(H43), C44(H44), C45(H45)
5.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C),
 C48(H48A,H48B,H48C), C49(H49A,H49B,H49C), C51(H51A,H51B,H51C), C52(H52A,H52B,
 H52C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              50085
_shelx_fab_checksum              92434
_olex2_date_sample_data_collection 2020-10-28
_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 2.222
_oxdiff_exptl_absorpt_empirical_full_min 0.648