Large Non-planar Conjugated Molecule with Strong Intermolecular Interactions Achieved with Homoleptic Zn(II) Complex of Di(5-quinolylethynyl)-tetraphenylazadipyrromethene
Lu, Chenwei; Wang, Chunlai; Jimenez, Jayvic C.; Rheingold, Arnold L.; Sauvé, Genevieve; ACS Omega  (2020) –; doi:10.1021/acsomega.0c05169

data_4518267
_publ_section_title
;
 Large Non-planar Conjugated Molecule with Strong Intermolecular
 Interactions Achieved with Homoleptic Zn(II) Complex of
 Di(5-quinolylethynyl)-tetraphenylazadipyrromethene
;
_journal_name_full               'ACS Omega'
_journal_paper_doi               10.1021/acsomega.0c05169
_journal_year                    2020
_chemical_formula_moiety         'C132 H112 N10 Zn'
_chemical_formula_sum            'C132 H112 N10 Zn'
_chemical_formula_weight         1903.68
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2020-11-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                75.588(3)
_cell_angle_beta                 83.904(3)
_cell_angle_gamma                69.178(3)
_cell_formula_units_Z            2
_cell_length_a                   15.6719(16)
_cell_length_b                   17.7440(15)
_cell_length_c                   20.2811(19)
_cell_measurement_reflns_used    2298
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.55
_cell_measurement_theta_min      2.31
_cell_volume                     5104.6(8)
_computing_cell_refinement       'SAINT v8.38A (Bruker, 2017)'
_computing_data_collection       'APEX3 v2017.3-0 (Bruker, 2017)'
_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      100.15
_diffrn_detector_area_resol_mean 8.258
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            51331
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.378
_diffrn_reflns_theta_min         1.037
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.299
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.7214
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0891 before and 0.0408 after correction.
The Ratio of minimum to maximum transmission is 0.9681.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_description       block
_exptl_crystal_F_000             2008
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.29
_refine_diff_density_max         1.567
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1285
_refine_ls_number_reflns         18707
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0708
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1263P)^2^+5.5932P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2054
_refine_ls_wR_factor_ref         0.2327
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12951
_reflns_number_total             18707
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ao0c05169_si_002.cif
_cod_data_source_block           sauve21_0m_a
_cod_database_code               4518267
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.918
_shelx_estimated_absorpt_t_min   0.908
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C46-C45
 1.52 with sigma of 0.002
 C30-C31
 1.56 with sigma of 0.002
3. Uiso/Uaniso restraints and constraints
Uanis(C45) = Uanis(C46)
4.a Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,
 H32B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B),
 C45(H45A,H45B), C92(H92A,H92B), C93(H93A,H93B), C94(H94A,H94B), C95(H95A,H95B),
  C96(H96A,H96B), C128(H12A,H12B), C129(H12C,H12D), C130(H13A,H13B), C131(H13C,
 H13D), C132(H13E,H13F)
4.b Me refined with riding coordinates:
 C46(H46A,H46B,H46C)
4.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C14(H14), C15(H15), C16(H16),
 C18(H18), C19(H19), C20(H20), C23(H23), C24(H24), C26(H26), C27(H27), C36(H36),
  C37(H37), C39(H39), C40(H40), C51(H51), C52(H52), C53(H53), C55(H55),
 C56(H56), C57(H57), C61(H61), C62(H62), C63(H63), C64(H64), C65(H65), C71(H71),
  C72(H72), C73(H73), C74(H74), C75(H75), C79(H79), C80(H80), C81(H81),
 C83(H83), C84(H84), C85(H85), C87(H87), C88(H88), C90(H90), C91(H91),
 C106(H106), C107(H107), C108(H108), C109(H109), C110(H110), C114(H114),
 C115(H115), C116(H116), C118(H118), C119(H119), C120(H120), C123(H123),
 C124(H124), C126(H126), C127(H127)
4.d Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C97(H97A,H97B,H97C), C133(H13G,H13H,H13I)
;
_shelx_res_checksum              761
_shelx_hkl_checksum              63861
_olex2_submission_special_instructions 'No special instructions were received'