Effect of the substituent position on the electrochemical, optical and structural properties of donor-acceptor type acridone derivatives.
Kulszewicz-Bajer, Irena; Zagorska, Malgorzata; Banasiewicz, Marzena; Guńka, Piotr A; Toman, Petr; Kozankiewicz, Boleslaw; Wiosna-Salyga, Gabriela; Pron, Adam; Physical chemistry chemical physics : PCCP 22 (2020) 8522–8534; doi:10.1039/d0cp00521e

data_7240216
_publ_section_title
;
 Effect of the substituent position on the electrochemical, optical and
 structural properties of donor-acceptor type acridone derivatives.
;
_journal_issue                   16
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              8522
_journal_page_last               8534
_journal_paper_doi               10.1039/d0cp00521e
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety         'C31 H28 N2 O2'
_chemical_formula_sum            'C31 H28 N2 O2'
_chemical_formula_weight         460.55
_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             2019-07-22
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-28 deposited with the CCDC.	2020-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.589(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.0942(9)
_cell_length_b                   14.5020(9)
_cell_length_c                   28.554(2)
_cell_measurement_reflns_used    4715
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7410
_cell_measurement_theta_min      3.1440
_cell_volume                     5007.8(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3347
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -84.00  11.00   1.00  500.00    --  -11.40 -38.00-180.00   95
  2  \w    -38.00  50.00   1.00  500.00    --  -11.40  57.00 120.00   88
  3  \w     21.00  58.00   1.00  500.00    --  -11.40  38.00-180.00   37
  4  \w    -80.00  -2.00   1.00  500.00    --  -11.40 -57.00 -60.00   78
  5  \w    -67.00 -39.00   1.00  500.00    --   11.71 179.00 -30.00   28
  6  \w     56.00  81.00   1.00  500.00    --   11.71 179.00-180.00   25
  7  \w     58.00 101.00   1.00  500.00    --   11.71 179.00 -60.00   43
  8  \w     26.00  54.00   1.00  500.00    --   11.71 -99.00 150.00   28
  9  \w     16.00  43.00   1.00  500.00    --   11.71 -99.00 120.00   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0123157000
_diffrn_orient_matrix_UB_12      -0.0091383000
_diffrn_orient_matrix_UB_13      -0.0238978000
_diffrn_orient_matrix_UB_21      -0.0573402000
_diffrn_orient_matrix_UB_22      0.0032436000
_diffrn_orient_matrix_UB_23      0.0047198000
_diffrn_orient_matrix_UB_31      0.0015214000
_diffrn_orient_matrix_UB_32      0.0479255000
_diffrn_orient_matrix_UB_33      -0.0048755000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0958
_diffrn_reflns_av_unetI/netI     0.0867
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            52508
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.809
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_description       plate
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.533
_exptl_crystal_size_mid          0.316
_exptl_crystal_size_min          0.028
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         9828
_refine_ls_number_restraints     34
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.1862
_refine_ls_R_factor_gt           0.0883
_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^)+(0.1698P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2589
_refine_ls_wR_factor_ref         0.3318
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4104
_reflns_number_total             9828
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cp00521e2.cif
_cod_data_source_block           ikb_msmart_sq
_cod_depositor_comments
'Adding full bibliography for 7240214--7240216.cif.'
_cod_database_code               7240216
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C31 N2 O2 H28'
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C27-C26 = C28-C27 = C29-C28 = C30-C29 = C31-C30 = C67-C66 = C68-C67 = C69-C68
 = C70-C69 = C71-C70
 1.54 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
C29 \\sim C30 \\sim C31: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002
C71 \\sim C70 \\sim C69: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002
4.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C66(H66A,H66B), C27(H27A,H27B), C67(H67A,H67B), C68(H68A,
 H68B), C28(H28A,H28B), C29(H29A,H29B), C69(H69A,H69B), C70(H70A,H70B),
 C30(H30A,H30B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C43(H43), C9(H9), C45(H45), C6(H6), C46(H46), C5(H5), C10(H10),
 C12(H12), C49(H49), C24(H24), C64(H64), C11(H11), C15(H15), C18(H18), C50(H50),
  C52(H52), C51(H51), C55(H55), C61(H61), C58(H58), C17(H17), C16(H16),
 C57(H57), C23(H23), C21(H21), C63(H63), C56(H56), C62(H62), C22(H22)
4.c Idealised Me refined as rotating group:
 C71(H71A,H71B,H71C), C31(H31A,H31B,H31C)
;
_shelx_res_checksum              14832
_shelx_fab_checksum              13612
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.735
_oxdiff_exptl_absorpt_empirical_full_min 0.795