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_1565022
_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         'C81 H85 F4 N9 O2 S2 Se2'
_chemical_formula_sum            'C81 H85 F4 N9 O2 S2 Se2'
_chemical_formula_weight         1514.61
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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             2021-04-20T11:07:12-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2021-08-31 deposited with the CCDC.	2021-09-30 downloaded from the CCDC.
;
_cell_angle_alpha                90.000
_cell_angle_beta                 99.927(3)
_cell_angle_gamma                90.000
_cell_formula_units_Z            12
_cell_length_a                   13.938(1)
_cell_length_b                   52.166(2)
_cell_length_c                   31.942(1)
_cell_measurement_reflns_used    6279
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      16.53
_cell_measurement_theta_min      2.17
_cell_measurement_wavelength     0.71073
_cell_volume                     22877(2)
_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-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX-II CCD'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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      -0.050115
_diffrn_orient_matrix_UB_12      0.006742
_diffrn_orient_matrix_UB_13      0.016102
_diffrn_orient_matrix_UB_21      -0.021194
_diffrn_orient_matrix_UB_22      -0.017924
_diffrn_orient_matrix_UB_23      0.004752
_diffrn_orient_matrix_UB_31      0.048423
_diffrn_orient_matrix_UB_32      -0.000867
_diffrn_orient_matrix_UB_33      0.026986
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1923
_diffrn_reflns_av_unetI/netI     0.2763
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       57
_diffrn_reflns_limit_k_min       -57
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            65010
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        23.257
_diffrn_reflns_theta_max         23.257
_diffrn_reflns_theta_min         1.294
_diffrn_source                   'sealed x-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.087
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.648
_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    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             9432
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.802
_refine_diff_density_min         -0.7
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     2680
_refine_ls_number_reflns         32824
_refine_ls_number_restraints     4511
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.3045
_refine_ls_R_factor_gt           0.1209
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+70.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2666
_refine_ls_wR_factor_ref         0.3277
_reflns_Friedel_coverage         0
_reflns_number_gt                10439
_reflns_number_total             32824
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1mh01127h2.cif
_cod_data_source_block           mBzS-4F
_cod_depositor_comments
'Adding full bibliography for 1565020--1565022.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1565022
_shelx_estimated_absorpt_t_min   0.837
_shelx_estimated_absorpt_t_max   0.979
_shelx_res_checksum              58946
_shelx_fab_checksum              22263