Photoinduced Cascading Charge Transfer in Perylene Bisimide-Based Triads.
Loong, Hao; Zhou, Jiadong; Jiang, Nianqiang; Feng, Yi; Xie, Guojing; Liu, Linlin; Xie, Zengqi; The journal of physical chemistry. B 126 (2022) 2441–2448; doi:10.1021/acs.jpcb.2c00965

data_1566737
_publ_section_title
;
 Photoinduced Cascading Charge Transfer in Perylene Bisimide-Based Triads.
;
_journal_issue                   12
_journal_name_full               'The journal of physical chemistry. B'
_journal_page_first              2441
_journal_page_last               2448
_journal_paper_doi               10.1021/acs.jpcb.2c00965
_journal_volume                  126
_journal_year                    2022
_chemical_formula_moiety         'C108.46 H77.92 N5 O12, 0.5(C H Cl3)'
_chemical_formula_sum            'C108.96 H78.42 Cl1.5 N5 O12'
_chemical_formula_weight         1702.88
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-29
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_cell_angle_alpha                83.392(2)
_cell_angle_beta                 82.236(2)
_cell_angle_gamma                71.570(3)
_cell_formula_units_Z            2
_cell_length_a                   10.4997(3)
_cell_length_b                   15.5071(5)
_cell_length_c                   35.5889(5)
_cell_measurement_reflns_used    13816
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.4640
_cell_measurement_theta_min      3.2740
_cell_volume                     5430.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (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_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_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    -13.00  89.00   0.50    2.36    --    0.00  72.00 120.00  204
  2  \w    -88.00  12.00   0.50    2.36    --    0.00 -72.00  60.00  200
  3  \w    -53.00 -16.00   0.50    2.36    --    0.00 -19.00-120.00   74
  4  \w    -42.00  12.00   0.50    2.36    --    0.00 -57.00 -90.00  108
  5  \w     -4.00  78.00   0.50    9.43    --    5.00  57.00 -90.00  164
  6  \w   -113.00 -37.00   0.50    9.43    --  -98.80  72.00-150.00  152
  7  \w   -111.00 -46.00   0.50    9.43    --  -98.80  72.00  30.00  130
  8  \w   -101.00 -64.00   0.50    9.43    --  -98.80  72.00 -60.00   74
  9  \w   -113.00 -10.00   0.50    9.43    --  -98.80  72.00 -90.00  206
 10  \w   -102.00 -37.00   0.50    9.43    --  -98.80  72.00 -30.00  130
 11  \w   -109.00 -62.00   0.50    9.43    --  -98.80  72.00  90.00   94
 12  \w    -91.00 -15.00   0.50    9.43    --  -98.80  57.00-150.00  152
 13  \w   -113.00 -16.00   0.50    9.43    --  -98.80  19.00  90.00  194
 14  \w   -101.00 -64.00   0.50    9.43    --  -98.80  72.00   0.00   74
 15  \w    -78.00 -14.00   0.50    9.43    --  -98.80  57.00 -90.00  128
 16  \w   -110.00 -83.00   0.50    9.43    --  -98.80  72.00-180.00   54
 17  \w   -112.00 -10.00   0.50    9.43    --  -98.80  19.00-180.00  204
 18  \w   -103.00 -31.00   0.50    9.43    --  -98.80  72.00  60.00  144
 19  \w    -52.00 -26.00   0.50    9.43    --  -98.80  72.00 -60.00   52
 20  \w   -106.00 -27.00   0.50    9.43    --  -98.80  72.00 120.00  158
 21  \w   -134.00-108.00   0.50    9.43    --  -98.80 -19.00 -90.00   52
 22  \w   -106.00 -79.00   0.50    9.43    --  -98.80  72.00 150.00   54
 23  \w   -188.00 -11.00   0.50    9.43    --  -98.80   0.00 -30.00  354
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0761863000
_diffrn_orient_matrix_UB_12      -0.0937819000
_diffrn_orient_matrix_UB_13      0.0184677000
_diffrn_orient_matrix_UB_21      0.0039125000
_diffrn_orient_matrix_UB_22      0.0449684000
_diffrn_orient_matrix_UB_23      0.0360611000
_diffrn_orient_matrix_UB_31      -0.1355150000
_diffrn_orient_matrix_UB_32      -0.0146166000
_diffrn_orient_matrix_UB_33      0.0166909000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_av_unetI/netI     0.0594
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            50501
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.080
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_min         2.513
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.874
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.041
_exptl_crystal_description       block
_exptl_crystal_F_000             1777
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.728
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.264
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1213
_refine_ls_number_reflns         19081
_refine_ls_number_restraints     199
_refine_ls_restrained_S_all      1.277
_refine_ls_R_factor_all          0.1754
_refine_ls_R_factor_gt           0.1474
_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^)+(0.2800P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3999
_refine_ls_wR_factor_ref         0.4403
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11838
_reflns_number_total             19081
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jp2c00965_si_002.cif
_cod_data_source_block           l1
_cod_original_formula_sum        'C108.96 H78.42 Cl1.50 N5 O12'
_cod_database_code               1566737
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.3 times of:
  {H1CA,H1CB,H1CC} of C1C
 At 1.5 times of:
  {H02J,H02O,H02P} of C02X, {H03J,H03K,H03L} of C03F, {H03A,H03C,H03D} of
  C034, {H30A,H30B,H30C} of C30, {H29A,H29B,H29C} of C29
2. Restrained distances
 C03A-C02X
 1.5 with sigma of 0.01
 C17-C18
 1.5 with sigma of 0.01
 C10-C25
 1.5 with sigma of 0.01
 C7-C18
 2.45 with sigma of 0.01
 C8-C25
 2.45 with sigma of 0.01
 C7-C8
 1.5 with sigma of 0.01
 C8-C10
 1.5 with sigma of 0.01
 C16-C1
 1.5 with sigma of 0.01
 C6-C7
 1.5 with sigma of 0.01
 C02D-C6
 1.5 with sigma of 0.01
 C7-C17
 1.5 with sigma of 0.01
 C7-C10
 2.45 with sigma of 0.01
 C6-C17
 2.45 with sigma of 0.01
 C6-C8
 2.45 with sigma of 0.01
 C037-C16
 2.45 with sigma of 0.01
 C1-C16
 1.5 with sigma of 0.01
 C037-C1
 1.5 with sigma of 0.01
 C1-C19
 2.45 with sigma of 0.01
 C16-C19
 1.5 with sigma of 0.01
 C16-C9
 2.45 with sigma of 0.01
 C9-C19
 1.5 with sigma of 0.01
 C19-C21
 2.45 with sigma of 0.01
 C9-C21
 1.5 with sigma of 0.01
 C18-C22
 1.5 with sigma of 0.01
 C17-C22
 2.45 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C4) \\sim Ueq, Uanis(C02Z) \\sim Ueq, Uanis(C030) \\sim Ueq, Uanis(C03A)
\\sim Ueq, Uanis(C02C) \\sim Ueq, Uanis(C03E) \\sim Ueq, Uanis(C02X) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C02J) \\sim Ueq, Uanis(C03G) \\sim Ueq, Uanis(C03M) \\sim Ueq,
Uanis(C03H) \\sim Ueq, Uanis(C03N) \\sim Ueq, Uanis(C039) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(C036) \\sim Ueq, Uanis(C035) \\sim Ueq, Uanis(C02W) \\sim Ueq,
Uanis(C02G) \\sim Ueq, Uanis(C02N) \\sim Ueq, Uanis(C03B) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C9)
\\sim Ueq, Uanis(C21) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C7) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C22)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C14) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C03F) = Uanis(C1C)
Uanis(C030) = Uanis(C27)
Uanis(C4) = Uanis(C3)
Uanis(C13) = Uanis(C02C)
Uanis(C02Z) = Uanis(C24)
Uanis(C03A) = Uanis(C11)
Uanis(C15) = Uanis(C03G)
Uanis(C2) = Uanis(C03H)
Uanis(C23) = Uanis(C02J)
Uanis(C5) = Uanis(C03N)
Uanis(C28) = Uanis(C039)
Uanis(C035) = Uanis(C0)
Uanis(C02O) = Uanis(C02N)
Uanis(C02G) = Uanis(C26)
Uanis(C03C) = Uanis(C03B)
Uanis(C036) = Uanis(C1B)
Uanis(C02W) = Uanis(C1A)
4. Others
 Sof(C13)=Sof(C20)=Sof(H20)=Sof(C3)=Sof(H3)=Sof(C24)=Sof(H24)=Sof(C27)=
 Sof(H27)=Sof(C11)=Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(H29C)=1-FVAR(1)
 Sof(C02C)=Sof(C03E)=Sof(H03E)=Sof(C4)=Sof(H4)=Sof(C02Z)=Sof(H02Z)=Sof(C030)=
 Sof(H030)=Sof(C03A)=Sof(C02X)=Sof(H02J)=Sof(H02O)=Sof(H02P)=FVAR(1)
 Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(H30C)=Sof(C23)=Sof(C28)=Sof(H28)=Sof(C5)=
 Sof(H5)=Sof(C2)=Sof(H2)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(H7BC)=Sof(H7BD)=
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(C22)=1-FVAR(2)
 Sof(C02J)=Sof(C039)=Sof(H039)=Sof(C03N)=Sof(H03N)=Sof(C03H)=Sof(H03H)=
 Sof(C03M)=Sof(H03M)=Sof(C03G)=Sof(H03G)=Sof(H7AA)=Sof(H7AB)=Sof(C8)=Sof(H8A)=
 Sof(H8B)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C25)=FVAR(2)
 Sof(C02O)=Sof(H02R)=Sof(C26)=Sof(C1A)=Sof(C0)=Sof(H0)=Sof(C1B)=Sof(H1BA)=
 Sof(C03C)=Sof(H03O)=Sof(C1C)=Sof(H1CA)=Sof(H1CB)=Sof(H1CC)=1-FVAR(3)
 Sof(C02N)=Sof(H02N)=Sof(C02G)=Sof(C02W)=Sof(C035)=Sof(H035)=Sof(C036)=
 Sof(H036)=Sof(C03B)=Sof(H03B)=Sof(C03F)=Sof(H03J)=Sof(H03K)=Sof(H03L)=FVAR(3)
 Fixed Sof: Cl1(0.5) Cl2(0.5) Cl3(0.5) C12(0.5) H12(0.5)
5.a Ternary CH refined with riding coordinates:
 C02M(H02M), C12(H12)
5.b Secondary CH2 refined with riding coordinates:
 C02D(H02A,H02C), C02H(H02D,H02G), C02R(H02H,H02I), C037(H03F,H03I), C1(H1A,
 H1B), C16(H16A,H16B), C6(H6A,H6B), C7(H7AA,H7AB), C7(H7BC,H7BD), C8(H8A,H8B),
 C10(H10A,H10B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C9(H9A,H9B)
5.c Aromatic/amide H refined with riding coordinates:
 C00Z(H00Z), C014(H014), C01B(H01B), C01L(H01L), C01M(H01M), C01N(H01N),
 C01O(H01O), C01P(H01P), C01Q(H01Q), C01R(H01R), C01S(H01S), C01T(H01T),
 C01X(H01X), C01Y(H01Y), C01Z(H01Z), C024(H024), C027(H027), C028(H028),
 C029(H029), C02B(H02B), C03E(H03E), C4(H4), C02Z(H02Z), C030(H030), C02E(H02E),
  C02F(H02F), C039(H039), C03N(H03N), C03H(H03H), C03M(H03M), C03G(H03G),
 C02K(H02K), C02L(H02L), C02N(H02N), C035(H035), C036(H036), C03B(H03B),
 C02Q(H02Q), C02S(H02S), C02T(H02T), C02V(H02V), C02Y(H02Y), C031(H031),
 C20(H20), C3(H3), C24(H24), C27(H27), C28(H28), C5(H5), C2(H2), C14(H14),
 C02O(H02R), C0(H0), C1B(H1BA), C03C(H03O)
5.d Fitted hexagon refined as free rotating group:
 C02C(C03E,C4,C02Z,C030,C03A), C02J(C039,C03N,C03H,C03M,C03G), C02N(C02G,C02W,
 C035,C036,C03B), C13(C20,C3,C24,C27,C11), C23(C28,C5,C2,C14,C15), C02O(C26,C1A,
 C0,C1B,C03C)
5.e Idealised Me refined as rotating group:
 C02X(H02J,H02O,H02P), C034(H03A,H03C,H03D), C03F(H03J,H03K,H03L), C29(H29A,
 H29B,H29C), C30(H30A,H30B,H30C), C1C(H1CA,H1CB,H1CC)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              49737
_shelx_hkl_checksum              60678
_shelx_fab_checksum              35293
_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 3.002
_oxdiff_exptl_absorpt_empirical_full_min 0.323