Exploring the significance of packing modes and 3D framework sizes and utilizing three chlorine-mediated acceptors and the “like dissolves like” approach for achieving an efficiency over 19%
Lai, Hanjian; Chen, Hui; Chen, Zi-Yi; Lang, Yongwen; Zhu, Yulin; Zhang, Shi-Tong; Lai, Xue; Tan, Pu; Zhang, Yuanzhu; Yang, Bing; Li, Gang; He, Feng; Energy & Environmental Science 16 (2023) 5944–5955; doi:10.1039/D3EE01690K

data_1570146
_publ_section_title
;
 Exploring the significance of packing modes and 3D framework sizes and
 utilizing three chlorine-mediated acceptors and the &#x201C;like
 dissolves like&#x201D; approach for achieving an efficiency over 19%
;
_journal_issue                   12
_journal_name_full               'Energy &amp; Environmental Science'
_journal_page_first              5944
_journal_page_last               5955
_journal_paper_doi               10.1039/D3EE01690K
_journal_volume                  16
_journal_year                    2023
_chemical_formula_moiety         'C62 H27 Cl4 N8 O2 S5, 0.5(C H2 Br2), O'
_chemical_formula_sum            'C62.5 H28 Br Cl4 N8 O3 S5'
_chemical_formula_weight         1320.94
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-07-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-07-30 deposited with the CCDC.	2023-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.745(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.082(2)
_cell_length_b                   57.855(6)
_cell_length_c                   13.8091(11)
_cell_measurement_reflns_used    9955
_cell_measurement_temperature    100
_cell_measurement_theta_max      40.83
_cell_measurement_theta_min      2.97
_cell_volume                     18606(3)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       APEX3
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      103.0
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            36552
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        41.200
_diffrn_reflns_theta_max         41.200
_diffrn_reflns_theta_min         2.975
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.990
_exptl_absorpt_correction_T_max  0.7481
_exptl_absorpt_correction_T_min  0.4321
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    0.943
_exptl_crystal_description       needle
_exptl_crystal_F_000             5328
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.148
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.888
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     714
_refine_ls_number_reflns         5978
_refine_ls_number_restraints     674
_refine_ls_restrained_S_all      0.883
_refine_ls_R_factor_all          0.2127
_refine_ls_R_factor_gt           0.1834
_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^)+(0.2000P)^2^+400.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4215
_refine_ls_wR_factor_ref         0.4439
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4195
_reflns_number_total             5978
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ee01690k2.cif
_cod_data_source_block           y7-2_sq
_cod_depositor_comments
'Adding full bibliography for 1570145--1570149.cif.'
_cod_original_formula_sum        'C62.50 H28 Br Cl4 N8 O3 S5'
_cod_database_code               1570146
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.865
_shelx_estimated_absorpt_t_min   0.467
_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
 C17-C10 = C19-C17 = C27-C19 = C31-C27 = C41-C25 = C41-C37 = C37-C12 = C30-C12
 = C30-C21
 1.4 with sigma of 0.02
 S4-C17 = S4-C31 = S5-C27 = S5-C38 = S1-C37 = S1-C21 = S2-C30 = S2-C14
 1.7 with sigma of 0.02
 C69-C6 = C69-C11 = C4-C39 = C57-C4 = C6-C57 = C35-C28 = C35-C26 = C3-C16
 1.42 with sigma of 0.02
 C26-C2 = C3-C2
 1.39 with sigma of 0.02
 C56-C34
 1.5 with sigma of 0.02
 C56-C42 = C33-C32
 1.35 with sigma of 0.02
 C62-C60 = C62-C49 = C60-C46
 1.54 with sigma of 0.02
 C29-C1 = C5-C1 = C20-C1 = C45-C20 = C47-C45 = C48-C47
 1.54 with sigma of 0.02
 C58-C5
 1.54 with sigma of 0.02
 C72-C33
 1.5 with sigma of 0.02
 C98-C52
 1.54 with sigma of 0.02
 C56-C22
 1.54 with sigma of 0.02
 N1-C22
 1.2 with sigma of 0.02
 C43-C18 = C60-C18
 1.54 with sigma of 0.02
 C62-C60 = C62-C49 = C49-C44 = C53-C44
 1.54 with sigma of 0.02
 C50-C15 = C9-C36
 1.4 with sigma of 0.02
 N71-C23
 1.2 with sigma of 0.02
 C33-C23
 1.5 with sigma of 0.01
 C35-C16
 2.5 with sigma of 0.04
 C28-C3
 2.5 with sigma of 0.04
 C26-C3
 2.5 with sigma of 0.04
 C1-C45
 2.8 with sigma of 0.04
 C45-C48
 2.8 with sigma of 0.04
 C44-C62
 2.5 with sigma of 0.04
 C53-C49
 2.7 with sigma of 0.04
 C11-C4
 2.5 with sigma of 0.04
 C39-C6
 2.8 with sigma of 0.04
 C60-C43
 2.6 with sigma of 0.04
 N71-C33
 2.7 with sigma of 0.04
 C33-N71
 2.75 with sigma of 0.04
 N13-C56
 2.8 with sigma of 0.04
 N13-C22
 3.3 with sigma of 0.04
 C42-N13
 3.7 with sigma of 0.04
 N1-C56
 2.8 with sigma of 0.04
 C34-N1
 3.4 with sigma of 0.04
 C34-C22
 2.6 with sigma of 0.04
 Br13-C13 \\sim Br1-C13
 with sigma of 0.02
 Cl67-C26 \\sim Cl4-C2
 with sigma of 0.02
 Cl5-C6 \\sim Cl7-C57 \\sim Cl67-C26 \\sim Cl4-C2
 with sigma of 0.02
3. Restrained planarity
 C33, C23, N71, C32
 with sigma of 0.01
4. Rigid bond restraints
 C20, C45
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C6, Cl5
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C57, Cl7
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
S1 \\sim C21 \\sim C37 \\sim C30 \\sim C54 \\sim C41 \\sim C12 \\sim S2 \\sim
C40 \\sim C14 \\sim C8 \\sim C25 \\sim N20 \\sim C50 \\sim C7 \\sim N9 \\sim
C24 \\sim C46 \\sim C15 \\sim N8 \\sim C10 \\sim S3 \\sim N22 \\sim C60 \\sim
C68 \\sim C17 \\sim C19 \\sim C29 \\sim C62 \\sim O35 \\sim C39 \\sim S4 \\sim
C27 \\sim C49 \\sim C57 \\sim C56 \\sim C31 \\sim S5 \\sim C34 \\sim C98 \\sim
C38 \\sim C69 \\sim N13 \\sim C52 \\sim C36 \\sim C9 \\sim C32 \\sim C51 \\sim
C33 \\sim C28 \\sim O11 \\sim C16 \\sim C72 \\sim C23 \\sim C26 \\sim N61 \\sim
Cl67: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
S1 \\sim C21 \\sim C37 \\sim C30 \\sim C54 \\sim C41 \\sim C12 \\sim S2 \\sim
C40 \\sim C14 \\sim C8 \\sim C25 \\sim N20 \\sim C50 \\sim C7 \\sim N9 \\sim
C24 \\sim C46 \\sim C15 \\sim N8 \\sim C10 \\sim S3 \\sim C19 \\sim N22 \\sim
C60 \\sim C68 \\sim C17 \\sim C27 \\sim C29 \\sim C62 \\sim O35 \\sim C11 \\sim
S4 \\sim S5 \\sim C31 \\sim C49 \\sim C39 \\sim C57 \\sim C69 \\sim C38 \\sim
C98 \\sim C56 \\sim C36 \\sim C52 \\sim C34 \\sim C9 \\sim N13 \\sim C32 \\sim
C51 \\sim C33 \\sim C28 \\sim O11 \\sim C16 \\sim C72 \\sim C23 \\sim C35 \\sim
N61 \\sim N71 \\sim C26 \\sim Cl4 \\sim Cl67: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08
C48 \\sim S1 \\sim C21 \\sim C37 \\sim C30 \\sim C54 \\sim C12 \\sim C41 \\sim
S2 \\sim C14 \\sim C40 \\sim N20 \\sim C25 \\sim C8 \\sim C50 \\sim C46 \\sim
C24 \\sim N9 \\sim C7 \\sim C15 \\sim C60 \\sim N22 \\sim C10 \\sim S3 \\sim N8
\\sim C68 \\sim C42 \\sim C62 \\sim C19 \\sim C29 \\sim C17 \\sim O35 \\sim C11
\\sim C39 \\sim C56 \\sim C49 \\sim C27 \\sim C1 \\sim S4 \\sim C69 \\sim C4
\\sim C22 \\sim C34 \\sim S5 \\sim C31 \\sim C5 \\sim C20 \\sim C6 \\sim C57
\\sim N1 \\sim N13 \\sim C38 \\sim C98 \\sim C58 \\sim C45 \\sim Cl5 \\sim Cl7
\\sim C36 \\sim C52 \\sim C47 \\sim C9 \\sim C51 \\sim C32 \\sim O11 \\sim C16
\\sim C28 \\sim C33 \\sim C3 \\sim C35 \\sim C23 \\sim C72 \\sim C2 \\sim C26
\\sim N71 \\sim N61 \\sim Cl4 \\sim Cl67: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08
C57 \\sim S1 \\sim C21 \\sim C37 \\sim C30 \\sim C54 \\sim C12 \\sim C41 \\sim
S2 \\sim C14 \\sim C40 \\sim N20 \\sim C25 \\sim C8 \\sim C50 \\sim C46 \\sim
C24 \\sim N9 \\sim C7 \\sim C15 \\sim C60 \\sim N22 \\sim C10 \\sim S3 \\sim N8
\\sim C68 \\sim C42 \\sim C62 \\sim C18 \\sim C19 \\sim C29 \\sim C17 \\sim O35
\\sim C11 \\sim C39 \\sim C56 \\sim C49 \\sim C43 \\sim C27 \\sim C1 \\sim S4
\\sim C69 \\sim C4 \\sim C34 \\sim C22 \\sim C44 \\sim S5 \\sim C31 \\sim C5
\\sim C20 \\sim H69 \\sim C6 \\sim H4 \\sim N13 \\sim N1 \\sim C53 \\sim C38
\\sim C98 \\sim C58 \\sim C45 \\sim Cl5 \\sim Cl7 \\sim C36 \\sim C52 \\sim C47
\\sim C9 \\sim H36 \\sim C48 \\sim C51 \\sim C32 \\sim O11 \\sim C16 \\sim C28
\\sim C33 \\sim C3 \\sim C35 \\sim C23 \\sim C72 \\sim H3 \\sim C2 \\sim C26
\\sim H35 \\sim N71 \\sim N61 \\sim Cl4 \\sim Cl67: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
C53 \\sim C44 \\sim C49 \\sim C62 \\sim C60 \\sim C46 \\sim C18 \\sim C43:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C57 \\sim Cl7: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
6. Rigid body (RIGU) restrains
 Cl7, C57
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
7. Others
 Fixed Sof: Br13(0.5) Br1(0.5) C13(0.5) H13A(0.5) H13B(0.5)
8.a Ternary CH refined with riding coordinates:
 C60(H60), C1(H1)
8.b Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C46(H46A,H46B), C62(H62A,H62B), C5(H5A,H5B), C20(H20A,H20B),
 C13(H13A,H13B), C45(H45A,H45B), C18(H18A,H18B), C44(H44A,H44B)
8.c Aromatic/amide H refined with riding coordinates:
 C36(H36), C50(H50), C35(H35), C4(H4), C69(H69), C3(H3)
8.d Fitted pentagon refined as free rotating group:
 C16(C51,C9,C32,C28)
8.e Fitted hexagon refined as free rotating group:
 C25(C41,C8,C7,C10,C24), C4(C39,C11,C69,C6,C57)
8.f Idealised Me refined as rotating group:
 C43(H43A,H43B,H43C)
;
_shelx_res_checksum              44680
_shelx_fab_checksum              54892
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'