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_1570147
_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 H28 Cl4 N8 O2 S5'
_chemical_formula_sum            'C62 H28 Cl4 N8 O2 S5'
_chemical_formula_weight         1209.03
_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                 105.664(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   26.6758(17)
_cell_length_b                   22.3323(15)
_cell_length_c                   29.799(2)
_cell_measurement_reflns_used    9988
_cell_measurement_temperature    102(2)
_cell_measurement_theta_max      36.55
_cell_measurement_theta_min      2.62
_cell_volume                     17093(2)
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      102.0
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.952
_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  0.0330
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 0.952
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            29008
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        36.999
_diffrn_reflns_theta_max         36.999
_diffrn_reflns_theta_min         2.622
_exptl_absorpt_coefficient_mu    2.685
_exptl_absorpt_correction_T_max  0.7474
_exptl_absorpt_correction_T_min  0.6691
_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    0.947
_exptl_crystal_description       needle
_exptl_crystal_F_000             4960
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;
TITL c9_a.res in C2/c
CELL   26.6758   22.3323   29.7990     90.00    105.66     90.00
SPGR C2/c
C101 0.826 0.463 0.320 !       2.38 eA-3
C102 0.910 0.265 0.828 !       2.20 eA-3
C103 0.622 0.118 0.438 !       2.03 eA-3
C104 0.490 0.157 0.194 !       1.91 eA-3
Q105 0.689 0.376 0.810 !       1.89 eA-3
C106 0.492 0.131 0.336 !       1.79 eA-3
Q107 0.553 0.023 0.921 !       1.76 eA-3
C108 0.613 0.019 0.578 !       1.54 eA-3
C109 0.193 0.395 0.727 !       1.51 eA-3
C110 0.659 0.150 0.483 !       1.47 eA-3
C111 0.592 0.026 0.062 !       1.46 eA-3
C112 0.439 0.056 0.461 !       1.45 eA-3
C113 0.439 0.060 0.107 !       1.44 eA-3
C114 0.133 0.497 0.600 !       1.43 eA-3
Q115 0.359 0.351 0.211 !       1.41 eA-3
Q116 0.108 0.284 0.545 !       1.39 eA-3
C117 0.198 0.294 0.048 !       1.38 eA-3
C118 0.817 0.064 0.191 !       1.29 eA-3
Q119 0.985 0.242 0.577 !       1.24 eA-3
C120 0.929 0.497 0.492 !       1.23 eA-3
C121 0.643 0.047 0.140 !       1.21 eA-3
C122 0.665 0.471 0.798 !       1.17 eA-3
C123 0.377 0.156 0.303 !       1.13 eA-3
C124 0.493 0.147 0.983 !       1.12 eA-3
C125 0.054 0.482 0.041 !       1.07 eA-3
C126 0.644 0.205 0.501 !       1.07 eA-3
C127 0.594 0.158 0.166 !       1.04 eA-3
C128 0.887 0.401 0.833 !       0.98 eA-3
C129 0.663 0.173 0.211 !       0.97 eA-3
C130 0.972 0.322 0.735 !       0.95 eA-3
C131 0.916 0.424 0.929 !       0.95 eA-3
C132 0.914 0.455 0.522 !       0.93 eA-3
C133 0.982 0.296 0.836 !       0.93 eA-3
C134 0.304 0.047 0.302 !       0.91 eA-3
C135 0.537 0.221 0.006 !       0.91 eA-3
C136 0.041 0.467 0.485 !       0.90 eA-3
Q137 0.030 0.460 0.398 !       0.90 eA-3
C138 0.400 0.336 0.197 !       0.89 eA-3
Q139 0.710 0.344 0.828 !       0.83 eA-3
Q140 0.999 0.249 0.547 !       0.76 eA-3
Q141 0.788 0.165 0.588 !       0.76 eA-3
C142 0.543 0.220 0.446 !       0.75 eA-3
C143 0.300 0.010 0.354 !       0.74 eA-3
C144 0.577 0.175 0.491 !       0.74 eA-3
C145 0.971 0.266 0.640 !       0.72 eA-3
C146 0.469 0.044 0.007 !       0.72 eA-3
C147 0.039 0.257 0.806 !       0.65 eA-3
C148 0.961 0.307 0.855 !       0.65 eA-3
C149 0.265 0.189 0.912 !       0.64 eA-3
Q150 0.786 0.419 0.298 !       0.64 eA-3
Q151 0.435 0.270 0.148 !       0.63 eA-3
Q152 0.851 0.075 0.653 !       0.63 eA-3
C153 0.495 0.198 0.460 !       0.63 eA-3
C154 0.960 0.290 0.792 !       0.61 eA-3
C155 0.931 0.318 0.957 !       0.61 eA-3
Q156 0.841 0.225 0.522 !       0.61 eA-3
C157 0.565 0.304 0.241 !       0.60 eA-3
C158 0.480 0.184 0.088 !       0.60 eA-3
C159 0.640 0.232 0.440 !       0.59 eA-3
C160 0.557 0.239 0.037 !       0.59 eA-3
C161 0.366 0.276 0.068 !       0.58 eA-3
C162 0.540 0.359 0.296 !       0.58 eA-3
C163 0.962 0.181 0.736 !       0.58 eA-3
C164 0.922 0.387 0.875 !       0.57 eA-3
C165 0.506 0.095-0.001 !       0.57 eA-3
C166 0.079 0.158 0.764 !       0.57 eA-3
C167 0.968 0.418 0.464 !       0.57 eA-3
C168 0.525 0.139 0.038 !       0.57 eA-3
C169 0.445 0.084 0.156 !       0.56 eA-3
Q170 0.350 0.455 0.180 !       0.53 eA-3
C171 0.258 0.038 0.331 !       0.53 eA-3
C172 0.572 0.197 0.363 !       0.53 eA-3
C173 0.055 0.214 0.798 !       0.52 eA-3
Q174 0.336 0.442 0.186 !       0.52 eA-3
C175 0.023 0.190 0.773 !       0.52 eA-3
Q176 0.648 0.352 0.775 !       0.52 eA-3
Q177 0.475 0.077 0.304 !       0.51 eA-3
Q178 0.021 0.240 0.634 !       0.51 eA-3
C179 0.437 0.126 0.134 !       0.51 eA-3
Q180 0.260 0.374 0.094 !       0.50 eA-3
C181 0.919 0.458 0.469 !       0.50 eA-3
;
_refine_diff_density_max         1.262
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     694
_refine_ls_number_reflns         4062
_refine_ls_number_restraints     549
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1593
_refine_ls_R_factor_gt           0.1394
_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^)+(0.2000P)^2^+400.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3733
_refine_ls_wR_factor_ref         0.3904
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3202
_reflns_number_total             4269
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ee01690k2.cif
_cod_data_source_block           c9_sq
_cod_depositor_comments
'Adding full bibliography for 1570145--1570149.cif.'
_cod_database_code               1570147
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.877
_shelx_estimated_absorpt_t_min   0.616
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C14-C1 = C57-C1 = C23-C1 = C45-C23 = C59-C57 = C69-C59
 1.54 with sigma of 0.02
 N2-C6
 1.5 with sigma of 0.02
 C62-C22 = C29-C22 = C29-C17
 1.54 with sigma of 0.02
 C19-C17 = C52-C19
 1.54 with sigma of 0.02
 C47-C46
 1.54 with sigma of 0.02
 C56-C52
 1.5 with sigma of 0.02
 C57-C69
 2.5 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
S1 \\sim C2 \\sim C11 \\sim C5 \\sim C9 \\sim C10 \\sim C27 \\sim N2 \\sim C3
\\sim S2 \\sim C49 \\sim C18 \\sim C6 \\sim C51 \\sim C13 \\sim C8 \\sim C15
\\sim C17 \\sim C28 \\sim C24 \\sim C26 \\sim C43 \\sim O1 \\sim C38 \\sim C19
\\sim C29 \\sim N1 \\sim C7 \\sim C12 \\sim N6 \\sim C16 \\sim C53 \\sim C42
\\sim C39 \\sim C52 \\sim C22 \\sim C14 \\sim C30 \\sim C54 \\sim N4 \\sim S5
\\sim N3 \\sim N7 \\sim C41 \\sim C40 \\sim C62 \\sim C1 \\sim C50 \\sim S4
\\sim Cl2 \\sim Cl1 \\sim C23 \\sim C57 \\sim S3 \\sim C48 \\sim C45 \\sim C59
\\sim C37 \\sim C47 \\sim C69 \\sim C21 \\sim C46 \\sim C20 \\sim C4 \\sim C44
\\sim C31 \\sim C58 \\sim O2 \\sim C32 \\sim C25 \\sim C70 \\sim C35 \\sim C33
\\sim N5 \\sim N8 \\sim C34 \\sim Cl4 \\sim Cl3: within 2A with sigma of 0.02
and sigma for terminal atoms of 0.04
C46 \\sim S1 \\sim C2 \\sim C11 \\sim C5 \\sim C9 \\sim C10 \\sim C27 \\sim N2
\\sim C3 \\sim S2 \\sim C49 \\sim C18 \\sim C6 \\sim C51 \\sim C13 \\sim C8
\\sim C15 \\sim C17 \\sim C28 \\sim C24 \\sim C26 \\sim C43 \\sim O1 \\sim C38
\\sim C19 \\sim C29 \\sim N1 \\sim C7 \\sim C12 \\sim N6 \\sim C16 \\sim C53
\\sim C42 \\sim C39 \\sim C52 \\sim C22 \\sim C14 \\sim C30 \\sim C54 \\sim N4
\\sim S5 \\sim N3 \\sim N7 \\sim C41 \\sim C40 \\sim C62 \\sim C1 \\sim C50
\\sim S4 \\sim Cl2 \\sim Cl1 \\sim C23 \\sim C57 \\sim S3 \\sim C48 \\sim C45
\\sim C59 \\sim C37 \\sim C47 \\sim C69 \\sim C21 \\sim C20 \\sim C4 \\sim C44
\\sim C31 \\sim C58 \\sim O2 \\sim C32 \\sim C25 \\sim C70 \\sim C35 \\sim C33
\\sim N5 \\sim N8 \\sim C34 \\sim Cl4 \\sim Cl3: within 2A with sigma of 0.02
and sigma for terminal atoms of 0.04
N2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C46) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C56) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Ternary CH refined with riding coordinates:
 C1(H1), C17(H17)
4.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C14(H14A,H14B), C19(H19A,H19B), C22(H22A,H22B), C23(H23A,H23B),
 C29(H29A,H29B), C45(H45A,H45B), C52(H52A,H52B), C57(H57A,H57B), C59(H59A,H59B)
4.c Aromatic/amide H refined with riding coordinates:
 C21(H21), C27(H27), C39(H39), C42(H42), C32(H32), C35(H35)
4.d Fitted hexagon refined as free rotating group:
 C24(C13,C51,C28,C7,C12), C38(C39,C40,C41,C42,C43), C0AA(C31,C32,C33,C34,C35)
;
_shelx_res_checksum              57751
_shelx_fab_checksum              89652
_olex2_submission_special_instructions 'No special instructions were received'