Regiospecific <i>N</i>-alkyl substitution tunes the molecular packing of high-performance non-fullerene acceptors.
Qi, Feng; Jones, Leighton O.; Jiang, Kui; Jang, Sei-Hum; Kaminsky, Werner; Oh, Jiyeon; Zhang, Hongna; Cai, Zongwei; Yang, Changduk; Kohlstedt, Kevin L.; Schatz, George C.; Lin, Francis R.; Marks, Tobin J.; Jen, Alex K.-Y.; Materials horizons 9 (2022) 403–410; doi:10.1039/d1mh01127h

data_1565021
_publ_section_title
;
 Regiospecific <i>N</i>-alkyl substitution tunes the molecular packing of
 high-performance non-fullerene acceptors.
;
_journal_issue                   1
_journal_name_full               'Materials horizons'
_journal_page_first              403
_journal_page_last               410
_journal_paper_doi               10.1039/d1mh01127h
_journal_volume                  9
_journal_year                    2022
_chemical_formula_moiety         'C85 H93 F4 N9 O2 S2 Se2, C3 H6 O'
_chemical_formula_sum            'C88 H99 F4 N9 O3 S2 Se2'
_chemical_formula_weight         1628.8
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_date             2021-09-16T09:47:38-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2021-09-20 deposited with the CCDC.	2021-09-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.951(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.8244(12)
_cell_length_b                   29.3244(18)
_cell_length_c                   31.439(2)
_cell_measurement_reflns_used    9890
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.58
_cell_measurement_theta_min      2.18
_cell_measurement_wavelength     0.71073
_cell_volume                     17261.2(19)
_computing_cell_refinement       'SAINT V8.34A integration software'
_computing_data_collection       'Bruker APEX2 software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX-II CCD'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       '\f or \w oscillation scans'
_diffrn_orient_matrix_UB_11      -0.026466
_diffrn_orient_matrix_UB_12      -0.015111
_diffrn_orient_matrix_UB_13      -0.028619
_diffrn_orient_matrix_UB_21      -0.05146
_diffrn_orient_matrix_UB_22      -0.000034
_diffrn_orient_matrix_UB_23      0.001897
_diffrn_orient_matrix_UB_31      -0.013139
_diffrn_orient_matrix_UB_32      0.030571
_diffrn_orient_matrix_UB_33      -0.014144
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            42450
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         28.466
_diffrn_reflns_theta_min         1.29
_diffrn_source                   'sealed x-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.966
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             6800
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.03
_refine_diff_density_min         -0.742
_refine_diff_density_rms         0.1
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.03
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     1026
_refine_ls_number_reflns         21585
_refine_ls_number_restraints     484
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.1362
_refine_ls_R_factor_gt           0.0702
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1187P)^2^+57.1792P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1925
_refine_ls_wR_factor_ref         0.2391
_reflns_Friedel_coverage         0
_reflns_number_gt                12296
_reflns_number_total             21585
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1mh01127h2.cif
_cod_data_source_block           AN6SBO-4F
_cod_depositor_comments
'Adding full bibliography for 1565020--1565022.cif.'
_cod_original_cell_volume        17261(2)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1565021
_shelx_estimated_absorpt_t_min   0.699
_shelx_estimated_absorpt_t_max   0.83
_shelx_res_checksum              17689
_shelx_fab_checksum              89508