Tuning charge transfer properties in symmetric and asymmetric pyrrolo[3,2-<i>b</i>]pyrrole derivatives with hybridized local and charge-transfer characteristics.
Su, Jie; Wei, Jian; Ye, Kaishun; Li, Feiyang; Wang, Mengzhu; Li, Qiuxia; Yuan, Aihua; Zhao, Qiang; Shi, Chao; Chemical communications (Cambridge, England) 61 (2025) 5475–5478; doi:10.1039/d5cc00421g

data_7134327
_publ_section_title
;
 Tuning charge transfer properties in symmetric and asymmetric
 pyrrolo[3,2-<i>b</i>]pyrrole derivatives with hybridized local and
 charge-transfer characteristics.
;
_journal_issue                   29
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5475
_journal_page_last               5478
_journal_paper_doi               10.1039/d5cc00421g
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C120 H117.844 Br0.156 N10'
_chemical_formula_sum            'C120 H117.84 Br0.16 N10'
_chemical_formula_weight         1712.86
_chemical_name_common            PPSCZ
_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             2025-01-08
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-01-08 deposited with the CCDC.	2025-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                81.537(2)
_cell_angle_beta                 84.208(3)
_cell_angle_gamma                88.326(3)
_cell_formula_units_Z            1
_cell_length_a                   8.9922(4)
_cell_length_b                   10.9314(4)
_cell_length_c                   28.0249(9)
_cell_measurement_reflns_used    3087
_cell_measurement_temperature    223.0
_cell_measurement_theta_max      67.148
_cell_measurement_theta_min      4.089
_cell_volume                     2710.58(18)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      223.0
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0817
_diffrn_reflns_av_unetI/netI     0.0693
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            34081
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.585
_diffrn_reflns_theta_min         4.089
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.534
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6460
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1325 before and 0.0642 after correction.
The Ratio of minimum to maximum transmission is 0.8578.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.049
_exptl_crystal_description       block
_exptl_crystal_F_000             913
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.0019(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     640
_refine_ls_number_reflns         9925
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0563
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0866P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1453
_refine_ls_wR_factor_ref         0.1702
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5932
_reflns_number_total             9925
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc00421g2.cif
_cod_data_source_block           PPSCZ
_cod_depositor_comments          'Adding full bibliography for 7134327.cif.'
_cod_database_code               7134327
_shelx_shelxl_version_number     2019/2
_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. Uiso/Uaniso restraints and constraints
C26A \\sim C28 \\sim C28A \\sim C27 \\sim C27A \\sim C26: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02 within 2A
3. Others
 Sof(C26A)=Sof(H26D)=Sof(H26E)=Sof(H26F)=Sof(C28A)=Sof(H28D)=Sof(H28E)=
 Sof(H28F)=Sof(C27A)=Sof(H27D)=Sof(H27E)=Sof(H27F)=1-FVAR(1)
 Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(H26C)=Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(H27C)=
 Sof(C28)=Sof(H28A)=Sof(H28B)=Sof(H28C)=FVAR(1)
 Sof(Br16)=1-FVAR(2)
 Sof(H16)=FVAR(2)
4.a Aromatic/amide H refined with riding coordinates:
 C16(H16), C60(H60), C8(H8), C24(H24), C49(H49), C30(H30), C23(H23), C46(H46),
 C59(H59), C57(H57), C7(H7), C00W(H00W), C34(H34), C47(H47), C31(H31), C41(H41),
  C33(H33), C20(H20), C21(H21), C10(H10), C40(H40), C38(H38), C5(H5)
4.b Idealised Me refined as rotating group:
 C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C14(H14A,H14B,H14C), C52(H52A,H52B,
 H52C), C4(H4A,H4B,H4C), C54(H54A,H54B,H54C), C53(H53A,H53B,H53C), C2(H2A,H2B,
 H2C), C64(H64A,H64B,H64C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,
 H28B,H28C), C26A(H26D,H26E,H26F), C28A(H28D,H28E,H28F), C27A(H27D,H27E,H27F)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              82663
_shelx_hkl_checksum              97918
_shelx_fab_checksum              25423
_olex2_submission_special_instructions 'No special instructions were received'