Perylenediimide-based metal-organic frameworks: structural, electrochemical and spectroelectrochemical characterisation.
Ogar, Joseph O.; Davies, E. Stephen; Almuhana, Asia R. Y.; Griffin, Sarah L.; Addicoat, Matthew A.; Argent, Stephen P.; Champness, Neil R.; Dalton transactions (Cambridge, England : 2003) 54 (2025) 16049–16055; doi:10.1039/d5dt02244d

data_7719536
_publ_section_title
;
 Perylenediimide-based metal-organic frameworks: structural,
 electrochemical and spectroelectrochemical characterisation.
;
_journal_issue                   43
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16049
_journal_page_last               16055
_journal_paper_doi               10.1039/d5dt02244d
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C58 H48 N4 O4'
_chemical_formula_sum            'C58 H48 N4 O4'
_chemical_formula_weight         865.00
_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
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc2k0b75
_audit_creation_date             2022-06-24
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-05-07 deposited with the CCDC.	2025-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.084(7)
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   10.9703(7)
_cell_length_b                   26.1698(12)
_cell_length_c                   23.2557(19)
_cell_measurement_reflns_used    4039
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.0410
_cell_measurement_theta_min      1.5030
_cell_volume                     6610.1(8)
_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 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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      100(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 0.0350
_diffrn_detector_type            'Rigaku Saturn724+'
_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   -145.00  25.00   0.20    0.20    --   30.00   0.00   0.00  850
  2  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00 120.00  850
  3  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00 240.00  850
  4  \f      0.00 180.00   0.20    0.20   0.00   0.00   0.00    --   900
  5  \f      0.00  40.00   0.10    0.10   0.00   0.00   0.00    --   400
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0179879000
_diffrn_orient_matrix_UB_12      -0.0090218000
_diffrn_orient_matrix_UB_13      -0.0253420000
_diffrn_orient_matrix_UB_21      -0.0586290000
_diffrn_orient_matrix_UB_22      -0.0090655000
_diffrn_orient_matrix_UB_23      -0.0086550000
_diffrn_orient_matrix_UB_31      -0.0161422000
_diffrn_orient_matrix_UB_32      0.0230209000
_diffrn_orient_matrix_UB_33      -0.0133300000
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_reflns_av_R_equivalents  0.1434
_diffrn_reflns_av_unetI/netI     0.0856
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            57797
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        20.147
_diffrn_reflns_theta_max         20.147
_diffrn_reflns_theta_min         1.508
_diffrn_source                   synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_description       needle
_exptl_crystal_F_000             2736
_exptl_crystal_preparation       'Slow of evaporation of DCM'
_exptl_crystal_recrystallization_method 'Slow of evaporation of DCM'
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     922
_refine_ls_number_reflns         6903
_refine_ls_number_restraints     2019
_refine_ls_restrained_S_all      0.904
_refine_ls_R_factor_all          0.1490
_refine_ls_R_factor_gt           0.0925
_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^)+(0.1789P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2273
_refine_ls_wR_factor_ref         0.2850
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3731
_reflns_number_total             6903
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt02244d2.cif
_cod_data_source_block           ntjood-5_
_cod_depositor_comments
'Adding full bibliography for 7719536--7719537.cif.'
_cod_database_code               7719536
_nottingham_internal_coll_name   NTJOOD
_nottingham_internal_coll_number 17864
_nottingham_internal_coll_client JO/NRC
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'fine \w scans'
_nottingham_internal_coll_frame_time 0.2
_nottingham_internal_coll_frame_width 0.01
_nottingham_internal_coll_user   pcxjo3/pcxgm5
_nottingham_internal_coll_date   08/10/2018
_nottingham_internal_coll_location DLS
_nottingham_internal_coll_instrument i19-EH1
_nottingham_internal_process_date 30/10/2018
_nottingham_internal_process_user pcxjo3
_nottingham_internal_solution_date 30/10/2018
_nottingham_internal_solution_user pcxjo3
_nottingham_internal_refinement_date 30/05/2022
_nottingham_internal_refinement_user pcxjo3/pczspa
_nottingham_internal_validation_date 30/05/2022
_nottingham_internal_validation_user pczspa
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C87 H75 N6 O6'
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.994
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.50
_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. Restrained distances
 O25C-C24C \\sim O22C-C21C \\sim O22A-C21A \\sim O25A-C24A \\sim O22B-C21B
\\sim O25B-C24B
 with sigma of 0.02
 N51A-C52A \\sim N51A-C56A \\sim N51B-C56B \\sim N51B-C52B \\sim N51C-C56C
\\sim N51C-C1 \\sim N51C-C52C
 with sigma of 0.02
 C19A-C18A \\sim C13A-C12A \\sim C19B-C18B \\sim C13B-C12B \\sim C19C-C18C
\\sim C13C-C12C
 with sigma of 0.02
 C33B-C32B \\sim C36B-C35B \\sim C36C-C35C \\sim C33C-C32C \\sim C33A-C32A
\\sim C36A-C35A
 with sigma of 0.02
 C16C-C15C \\sim C16A-C15A \\sim C16B-C15B
 with sigma of 0.02
 N23B-C31B \\sim N23A-C31A \\sim N23C-C31C
 with sigma of 0.02
 C41B-C32B \\sim C44B-C36B \\sim C41A-C32A \\sim C44A-C36A \\sim C44C-C36C
\\sim C41C-C32C
 with sigma of 0.02
 C20B-C15B \\sim C15B-C14B \\sim C15A-C14A \\sim C20A-C15A \\sim C20C-C15C
\\sim C15C-C14C
 with sigma of 0.02
 C16A-C11A \\sim C17A-C16A \\sim C16B-C11B \\sim C17B-C16B \\sim C17C-C16C
\\sim C16C-C11C
 with sigma of 0.02
 C36B-C31B \\sim C32B-C31B \\sim C36A-C31A \\sim C32A-C31A \\sim C32C-C31C
\\sim C36C-C31C
 with sigma of 0.02
 C54B-C34B \\sim C54C-C34C \\sim C54A-C34A
 with sigma of 0.02
 C20C-C19C \\sim C14C-C13C \\sim C18B-C17B \\sim C12B-C11B \\sim C12A-C11A
\\sim C18A-C17A
 with sigma of 0.02
 C18A-C17A \\sim C12A-C11A \\sim C18B-C17B \\sim C12B-C11B \\sim C18C-C17C
\\sim C12C-C11C
 with sigma of 0.02
 N23C-C24C \\sim N23C-C21C \\sim C32A-C31A \\sim C36A-C31A \\sim C36B-C31B
\\sim C32B-C31B
 with sigma of 0.02
 C17C-C16C \\sim C16C-C11C \\sim C16A-C11A \\sim C17A-C16A \\sim C16B-C11B
\\sim C17B-C16B
 with sigma of 0.02
 C24B-C14B \\sim C21B-C20B \\sim C24A-C14A \\sim C21A-C20A \\sim C21C-C20C
\\sim C24C-C14C
 with sigma of 0.02
 C54C-C2 \\sim C55C-C54C \\sim C54C-C53C \\sim C55B-C54B \\sim C54B-C53B \\sim
C55A-C54A \\sim C54A-C53A
 with sigma of 0.02
 C56C-C55C \\sim C2-C1 \\sim C53C-C52C \\sim C56B-C55B \\sim C53B-C52B \\sim
C56A-C55A \\sim C53A-C52A
 with sigma of 0.02
 C35A-C34A \\sim C34A-C33A \\sim C35C-C34C \\sim C34C-C33C \\sim C35B-C34B
\\sim C34B-C33B
 with sigma of 0.02
 C42C-C41C \\sim C43C-C41C \\sim C42A-C41A \\sim C43A-C41A \\sim C46B-C44B
\\sim C45B-C44B \\sim C42B-
 C41B \\sim C43B-C41B \\sim C45A-C44A \\sim C46A-C44A \\sim C45C-C44C \\sim
C46C-C44C
 with sigma of 0.02
 C17B-C11A \\sim C17A-C11B
 with sigma of 0.02
 C20A-C19A \\sim C14A-C13A \\sim C20B-C19B \\sim C14B-C13B \\sim C14C-C13C
\\sim C20C-C19C
 with sigma of 0.02
 C20C-C15C \\sim C15C-C14C \\sim C15A-C14A \\sim C20A-C15A \\sim C20B-C15B
\\sim C15B-C14B
 with sigma of 0.02
3. Restrained planarity
 C31A, C32A, C33A, C41A
 with sigma of 0.1
 C15A, C13A, C14A, C24A
 with sigma of 0.1
 C55B, C53B, C54B, C34B
 with sigma of 0.1
 C35B, C34B, C33B, C54B
 with sigma of 0.1
 C15A, C14A, C13A, C12A, C11A, C16A, C17A, C18A, C19A, C20A
 with sigma of 0.1
 C54B, C53B, C52B, N51B, C56B, C55B
 with sigma of 0.1
 N23A, C36A, C31A, C32A
 with sigma of 0.1
 C44B, C36B, C35B, C31B
 with sigma of 0.1
 C35A, C34A, C33A, C54A
 with sigma of 0.1
 C41B, C32B, C31B, C33B
 with sigma of 0.1
 C31B, C32B, C33B, C34B, C35B, C36B
 with sigma of 0.1
 N51A, C52A, C53A, C54A, C55A, C56A
 with sigma of 0.1
 C15A, C20A, C19A, C21A
 with sigma of 0.1
 C24B, C14B, C15B, C20B, C21B, N23B
 with sigma of 0.1
 C31A, N23A, C24A, C21A
 with sigma of 0.1
 C17B, C18B, C19B, C20B, C15B, C16B, C11B, C12B, C13B, C14B
 with sigma of 0.1
 C31A, C32A, C33A, C34A, C35A, C36A
 with sigma of 0.1
 C11B, C16A, C17A, C18A
 with sigma of 0.1
 C36A, C44A, C35A, C31A
 with sigma of 0.1
 C16B, C17B, C18B, C11A
 with sigma of 0.1
 C55A, C53A, C54A, C34A
 with sigma of 0.1
 C17B, C11A, C12A, C16A
 with sigma of 0.1
 C24B, N23B, C21B, C31B
 with sigma of 0.1
 C11B, C17A, C18A, C16A
 with sigma of 0.1
 C12B, C16B, C11B, C17A
 with sigma of 0.1
 C36C, C35C, C31C, C44C
 with sigma of 0.1
 C14C, C13C, C12C, C11C, C16C, C15C, C20C, C19C, C18C, C17C
 with sigma of 0.1
 C21C, C20C, C15C, C19C
 with sigma of 0.1
 C13C, C14C, C24C, C15C
 with sigma of 0.1
 C35C, C36C, C31C, C32C, C33C, C34C
 with sigma of 0.1
 N23C, C31C, C36C, C32C
 with sigma of 0.1
 C21C, N23C, C20C, O22C
 with sigma of 0.1
 C32C, C41C, C31C, C33C
 with sigma of 0.1
 O25C, C24C, N23C, C14C
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: C1(0.6) H1(0.6) C2(0.6) H2(0.6) C55C(0.4) H55C(0.4) C56C(0.4)
 H56C(0.4)
7.a Ternary CH refined with riding coordinates:
 C41C(H41C), C44C(H44C), C41A(H41A), C44A(H44A), C41B(H41B), C44B(H44B)
7.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C12C(H12C), C13C(H13C), C18C(H18C), C19C(H19C), C33C(H33C),
 C35C(H35C), C52C(H52C), C53C(H53C), C55C(H55C), C56C(H56C), C12A(H12A),
 C13A(H13A), C18A(H18A), C19A(H19A), C33A(H33A), C35A(H35A), C52A(H52A),
 C53A(H53A), C55A(H55A), C56A(H56A), C12B(H12B), C13B(H13B), C18B(H18B),
 C19B(H19B), C33B(H33B), C35B(H35B), C52B(H52B), C53B(H53B), C55B(H55B),
 C56B(H56B)
7.c Idealised Me refined as rotating group:
 C42C(H42G,H42H,H42I), C43C(H43G,H43H,H43I), C45C(H45G,H45H,H45I), C46C(H46G,
 H46H,H46I), C42A(H42A,H42B,H42C), C43A(H43A,H43B,H43C), C45A(H45A,H45B,H45C),
 C46A(H46A,H46B,H46C), C42B(H42D,H42E,H42F), C43B(H43D,H43E,H43F), C45B(H45D,
 H45E,H45F), C46B(H46D,H46E,H46F)
;
_shelx_res_checksum              19848
_shelx_hkl_checksum              57655
_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 1.681
_oxdiff_exptl_absorpt_empirical_full_min 0.706