Structure–Property Study of Homoleptic Zinc(II) Complexes of Di(arylethynyl) Azadipyrromethene as Nonfullerene Acceptors for Organic Photovoltaics: Effect of the Aryl Group
Wang, Chunlai; Zhao, Muyuan; Rheingold, Arnold L.; Sauvé, Geneviève; The Journal of Physical Chemistry C  (2020) –; doi:10.1021/acs.jpcc.0c00401

data_1557755
_publ_section_title
;
 Structure--Property Study of Homoleptic Zinc(II) Complexes of
 Di(arylethynyl) Azadipyrromethene as Nonfullerene Acceptors for Organic
 Photovoltaics: Effect of the Aryl Group
;
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_paper_doi               10.1021/acs.jpcc.0c00401
_journal_year                    2020
_chemical_formula_moiety         'C136 H116 N6 Zn'
_chemical_formula_sum            'C136 H116 N6 Zn'
_chemical_formula_weight         1899.71
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2018-06-27
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 115.523(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   38.495(2)
_cell_length_b                   7.8252(5)
_cell_length_c                   36.789(2)
_cell_measurement_reflns_used    8203
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.008
_cell_measurement_theta_min      2.542
_cell_volume                     10000.5(10)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2017)'
_computing_data_collection       'APEX2 v2013.6-2 (Bruker, 2013)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1081
_diffrn_reflns_av_unetI/netI     0.0827
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            29702
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        66.485
_diffrn_reflns_theta_max         66.485
_diffrn_reflns_theta_min         2.544
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker TXS'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.785
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0969 before and 0.0767 after correction. The Ratio of minimum to maximum transmission is 0.7504. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_description       block
_exptl_crystal_F_000             4016
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.856
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     667
_refine_ls_number_reflns         8551
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.1293
_refine_ls_R_factor_gt           0.0905
_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^)+(0.0720P)^2^+56.4080P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2029
_refine_ls_wR_factor_ref         0.2257
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5904
_reflns_number_total             8551
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jp0c00401_si_002.cif
_cod_data_source_block           sauve01_0m_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        10000.3(11)
_cod_database_code               1557755
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.846
_shelx_estimated_absorpt_t_min   0.822
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H66C)=Sof(H66D)=Sof(C67)=Sof(H67C)=Sof(H67D)=Sof(C68)=Sof(H68D)=Sof(H68E)=
 Sof(H68F)=1-FVAR(1)
 Sof(H66A)=Sof(H66B)=Sof(C68')=Sof(H68A)=Sof(H68B)=Sof(H68C)=Sof(C67')=
 Sof(H67A)=Sof(H67B)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C64(H64A,H64B), C16(H16A,H16B), C65(H65A,H65B), C17(H17A,H17B), C63(H63A,
 H63B), C15(H15A,H15B), C18(H18A,H18B), C19(H19A,H19B), C66(H66A,H66B),
 C66(H66C,H66D), C67'(H67A,H67B), C67(H67C,H67D)
3.b Aromatic/amide H refined with riding coordinates:
 C34(H34), C44(H44), C62(H62), C58(H58), C13(H13), C14(H14), C61(H61),
 C40(H40), C38(H38), C43(H43), C59(H59), C10(H10), C41(H41), C35(H35), C36(H36),
  C42(H42), C11(H11), C37(H37), C32(H32), C24(H24), C48(H48), C30(H30),
 C25(H25), C56(H56), C55(H55), C53(H53), C27(H27), C28(H28), C50(H50), C29(H29),
  C52(H52), C51(H51)
3.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C68'(H68A,H68B,H68C), C68(H68D,H68E,H68F)
;
_shelx_res_checksum              47283
_shelx_hkl_checksum              92174
_olex2_submission_special_instructions 'No special instructions were received'