Tropo(thio)ne-embedded homoHPHACs: does the tropylium cation induce global antiaromaticity in expanded hexapyrrolohexaazacoronene?
Takase, Masayoshi; Ueno, Atsushi; Oki, Kosuke; Matsumoto, Hiroki; Mori, Shigeki; Okujima, Tetsuo; Uno, Hidemitsu; Chemical Communications  (2022) –; doi:10.1039/D1CC07152A

data_7129736
_publ_section_title
;
 Tropo(thio)ne-embedded homoHPHACs: does the tropylium cation induce
 global antiaromaticity in expanded hexapyrrolohexaazacoronene?
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC07152A
_journal_year                    2022
_chemical_formula_moiety         'C55 H60 N6 O0.17 S0.83'
_chemical_formula_sum            'C55 H60 N6 O0.17 S0.83'
_chemical_formula_weight         834.42
_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     dual
_audit_creation_date             2019-11-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-12-17 deposited with the CCDC.	2022-02-14 downloaded from the CCDC.
;
_cell_angle_alpha                111.925(4)
_cell_angle_beta                 93.798(4)
_cell_angle_gamma                96.861(3)
_cell_formula_units_Z            2
_cell_length_a                   11.8389(5)
_cell_length_b                   12.9075(5)
_cell_length_c                   15.5565(7)
_cell_measurement_reflns_used    15589
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.3710
_cell_measurement_theta_min      1.6940
_cell_volume                     2173.56(17)
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_device_type  'Rigaku Varimax with Saturn'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0778
_diffrn_reflns_av_unetI/netI     0.0896
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            40881
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.240
_diffrn_reflns_theta_min         1.722
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58212
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       needle
_exptl_crystal_F_000             893
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.467
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         12970
_refine_ls_number_restraints     27
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1136
_refine_ls_R_factor_gt           0.0649
_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^)+(0.0832P)^2^+0.0940P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1489
_refine_ls_wR_factor_ref         0.1716
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8125
_reflns_number_total             12970
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc07152a2.cif
_cod_data_source_block           ueno
_cod_database_code               7129736
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O1-C31
 1.23 with sigma of 0.005
3. Rigid bond restraints
 O1, S1, C31
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(S1) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(C31) \\sim Ueq: with sigma of
0.1 and sigma for terminal atoms of 0.2
Uanis(S1) = Uanis(O1)
5. Others
 Sof(O1)=1-FVAR(1)
 Sof(S1)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C32(H32a,H32b), C34(H34a,H34b), C36(H36a,H36b), C38(H38a,H38b), C40(H40a,
 H40b), C46(H46a,H46b), C48(H48a,H48b), C50(H50a,H50b), C52(H52a,H52b),
 C54(H54a,H54b)
6.b Secondary CH2 refined with riding coordinates and stretchable bonds:
 C42(H42a,H42b), C44(H44a,H44b)
6.c Idealised Me refined as rotating group:
 C33(H33a,H33b,H33c), C35(H35a,H35b,H35c), C37(H37a,H37b,H37c), C39(H39a,H39b,
 H39c), C41(H41a,H41b,H41c), C43(H43a,H43b,H43c), C45(H45a,H45b,H45c), C47(H47a,
 H47b,H47c), C49(H49a,H49b,H49c), C51(H51a,H51b,H51c), C53(H53a,H53b,H53c),
 C55(H55a,H55b,H55c)
;
_olex2_submission_special_instructions 'No special instructions were received'