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_1570149
_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
'C59 H22 Cl2.615 N8 O2 S5, 0.333(C H2 Br2), C0.5 H0.947 Br, 1.385(Cl1)'
_chemical_formula_sum            'C60.83 H25.65 Br1.67 Cl4 N8 O2 S5'
_chemical_formula_weight         1335.80
_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             2023-08-23
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-08-23 deposited with the CCDC.	2023-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.855(9)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.068(5)
_cell_length_b                   59.021(12)
_cell_length_c                   13.648(3)
_cell_measurement_reflns_used    9620
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      55.48
_cell_measurement_theta_min      2.55
_cell_volume                     18974(7)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0815
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       73
_diffrn_reflns_limit_k_min       -71
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            230978
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.151
_diffrn_reflns_theta_min         1.757
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.148
_exptl_absorpt_correction_T_max  0.7495
_exptl_absorpt_correction_T_min  0.5608
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    0.935
_exptl_crystal_description       block
_exptl_crystal_F_000             5352
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.473
_refine_diff_density_min         -0.735
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     758
_refine_ls_number_reflns         19349
_refine_ls_number_restraints     480
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.2202
_refine_ls_R_factor_gt           0.1901
_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^)+(0.1000P)^2^+180.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4027
_refine_ls_wR_factor_ref         0.4162
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12122
_reflns_number_total             19349
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ee01690k2.cif
_cod_data_source_block           c94_sq
_cod_depositor_comments
'Adding full bibliography for 1570145--1570149.cif.'
_cod_database_code               1570149
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.807
_shelx_estimated_absorpt_t_min   0.627
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C16-C1
 1.4 with sigma of 0.02
 C53-C17
 1.4 with sigma of 0.02
 C37-C17 = C53-C31 = C22-C16 = C30-C26
 1.4 with sigma of 0.02
 C55-C40 = C55-C33
 1.54 with sigma of 0.02
 C27-C60
 1.54 with sigma of 0.02
 C61-C30 = C21-C31
 1.5 with sigma of 0.02
 C13-C2 = C13-C45 = C2-C34 = C23-C34 = C5-C35 = C5-C46 = C35-C32 = C56-C32
 1.4 with sigma of 0.02
 C35-C56
 -2.2 with sigma of 0.02
 C7-C19 = C43-C19 = C43-C39
 1.54 with sigma of 0.02
 C9-C40 = C55-C40 = C55-C33 = C57-C9 = C29-C57
 1.54 with sigma of 0.02
 Br4-C15
 1.8 with sigma of 0.02
 Br1-C15
 1.8 with sigma of 0.02
 C53-C41
 1.54 with sigma of 0.02
 C31-C17
 2.32 with sigma of 0.04
 C53-C37
 2.32 with sigma of 0.04
 C24-N3
 2.7 with sigma of 0.04
 S1-C18 \\sim S1-C22 \\sim S3-C42 \\sim S3-C17 \\sim S2-C31 \\sim S2-C37 \\sim
S5-C16 \\sim S5-C30
 with sigma of 0.02
 S4-N6 \\sim S4-N4
 with sigma of 0.02
 C26-C22 \\sim C21-C35 \\sim C2-C61
 with sigma of 0.02
 C21-C31 \\sim C61-C30
 with sigma of 0.02
 C53-C31 \\sim C37-C17 \\sim C22-C16 \\sim C30-C26
 with sigma of 0.02
 C56-C32 \\sim C23-C34
 with sigma of 0.02
 C2-C34 \\sim C35-C32
 with sigma of 0.02
 C13-C45 \\sim C5-C46
 with sigma of 0.02
 O2-C34 \\sim O1-C32
 with sigma of 0.01
 C51-C24 \\sim C24-C20 \\sim C58-C44 \\sim C11-C44
 with sigma of 0.02
 N7-C20 \\sim N3-C51 \\sim N2-C58 \\sim N5-C11
 with sigma of 0.02
 C60-C26 \\sim C53-C41
 with sigma of 0.02
 C17-C36 \\sim C37-C42
 with sigma of 0.02
 Cl8-C52 \\sim Cl6-C50 \\sim Cl4-C3 \\sim Cl1-C49
 with sigma of 0.02
 S4-N4 \\sim S4-N6
 with sigma of 0.02
 N6-C6 \\sim N4-C4
 with sigma of 0.02
 C20-N3 \\sim N7-C51
 with sigma of 0.02
3. Rigid bond restraints
 C55, C33
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C38, C19
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C60, C27
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C19, C43
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C17 \\sim C37 \\sim C36 \\sim C42: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
C52 \\sim C54 \\sim C56 \\sim C46 \\sim C50 \\sim C48: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
C3 \\sim C49 \\sim C25 \\sim C45 \\sim C23 \\sim C47 \\sim C52 \\sim C54 \\sim
C56 \\sim C46 \\sim C48 \\sim C50: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
C24 \\sim C51 \\sim N3 \\sim C20 \\sim N7: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
C55 \\sim C33 \\sim C9 \\sim C57 \\sim C29 \\sim C40 \\sim C7 \\sim C19 \\sim
C43 \\sim C39: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
Uanis(C31) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C35) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C56)
\\sim Ueq, Uanis(C32) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms
of 0.2
Uanis(C54) \\sim Ueq, Uanis(C52) \\sim Ueq, Uanis(C48) \\sim Ueq, Uanis(C46)
\\sim Ueq, Uanis(C56) \\sim Ueq, Uanis(C50) \\sim Ueq, Uanis(Cl8) \\sim Ueq,
Uanis(Cl6) \\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C5)
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(N7) \\sim Ueq,
Uanis(C51) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(C21) \\sim Ueq: with sigma of
0.05 and sigma for terminal atoms of 0.1
Uanis(Cl6) \\sim Ueq, Uanis(Cl8) \\sim Ueq, Uanis(Cl4) \\sim Ueq, Uanis(Cl1)
\\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C49) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C47) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(C25) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C25) \\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C47)
\\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C49) \\sim Ueq: with sigma of 0.05 and
sigma for terminal atoms of 0.1
Uanis(N7) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C51)
\\sim Ueq, Uanis(N3) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms
of 0.1
Uanis(C24) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(C51)
\\sim Ueq, Uanis(N3) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms
of 0.02
Uanis(N5) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C58)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C56) \\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C48) \\sim Ueq, Uanis(C50)
\\sim Ueq, Uanis(C52) \\sim Ueq, Uanis(C54) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C7) \\sim Ueq, Uanis(C29) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O1) \\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(O2)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C5) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C27) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C60) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(Cl8)=1-FVAR(1)
 Sof(Cl5)=FVAR(1)
 Sof(Cl6)=1-FVAR(2)
 Sof(Cl2)=FVAR(2)
 Sof(Cl1)=1-FVAR(3)
 Sof(Cl3)=FVAR(3)
 Sof(Cl4)=1-FVAR(4)
 Sof(Cl7)=FVAR(4)
 Sof(Br2)=1-FVAR(5)
 Sof(Br3)=Sof(H59A)=Sof(H59B)=FVAR(5)
 Fixed Sof: Br1(0.33333) Br4(0.33333) C15(0.33333) H15A(0.33333) H15B(0.33333)
6.a Ternary CH refined with riding coordinates:
 C40(H40), C19(H19)
6.b Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C38(H38A,H38B), C60(H60A,H60B), C9(H9A,H9B), C43(H43A,H43B),
 C55(H55A,H55B), C57(H57A,H57B), C59(H59A,H59B), C15(H15A,H15B)
6.c Aromatic/amide H refined with riding coordinates:
 C48(H48), C54(H54), C61(H61), C21(H21), C47(H47), C25(H25)
6.d Fitted hexagon refined as free rotating group:
 C4(C6,C8,C10,C12,C14), C46(C48,C50,C52,C54,C56), C45(C23,C47,C3,C49,C25)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              71401
_shelx_fab_checksum              18990
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'