Cycl[2,2,4]azine-embedded non-alternant nanographenes containing fused antiaromatic azepine ring.
Ruan, Lan; Luo, Wanhua; Zhang, Haifan; Liu, Peng; Shi, Yong; An, Peng; Chemical science 15 (2024) 1511–1519; doi:10.1039/d3sc05515a

data_1570558
_publ_section_title
;
 Cycl[2,2,4]azine-embedded non-alternant nanographenes containing fused
 antiaromatic azepine ring.
;
_journal_issue                   4
_journal_name_full               'Chemical science'
_journal_page_first              1511
_journal_page_last               1519
_journal_paper_doi               10.1039/d3sc05515a
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety
'2(C64 H51 N), C53.81 H42.43 N, 0.5(C6 H12), 0.19(C H3) '
_chemical_formula_sum            'C185 H151 N3'
_chemical_formula_weight         2416.08
_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
_audit_creation_date             2022-09-09
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-10-14 deposited with the CCDC.	2023-12-14 downloaded from the CCDC.
;
_cell_angle_alpha                96.234(4)
_cell_angle_beta                 92.497(4)
_cell_angle_gamma                101.357(4)
_cell_formula_units_Z            2
_cell_length_a                   11.1406(8)
_cell_length_b                   16.2422(11)
_cell_length_c                   35.820(3)
_cell_measurement_reflns_used    9147
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      70.25
_cell_measurement_theta_min      2.80
_cell_volume                     6303.0(8)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            44511
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.702
_diffrn_reflns_theta_min         2.795
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.547
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1198 before and 0.0714 after correction.
 
For component 2:
 wR2(int) was 0.1669 before and 0.0739 after correction.
 The Ratio of minimum to maximum transmission is 0.80.

Final HKLF 4 output contains 176018 reflections, Rint = 0.0787
 (82826 with I > 3sig(I), Rint = 0.0567)
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_description       block
_exptl_crystal_F_000             2564
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.00026(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1758
_refine_ls_number_reflns         23700
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0951
_refine_ls_R_factor_gt           0.0705
_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^)+(0.1211P)^2^+2.0848P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1929
_refine_ls_wR_factor_ref         0.2109
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17330
_reflns_number_total             23700
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc05515a2.cif
_cod_data_source_block           4
_cod_depositor_comments          'Adding full bibliography for 1570558.cif.'
_cod_database_code               1570558
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.968
_shelx_estimated_absorpt_t_min   0.819
_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. Uiso/Uaniso restraints and constraints
Uanis(C110) \\sim Ueq, Uanis(C191) \\sim Ueq, Uanis(C192) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.005
3. Rigid body (RIGU) restrains
 C118, C1A, C65A, C104
 with sigma for 1-2 distances of 0.0005 and sigma for 1-3 distances of 0.0001
4. Others
 Sof(C118)=Sof(H11M)=Sof(H11N)=Sof(H11O)=Sof(C65A)=Sof(H65D)=Sof(H65E)=
 Sof(H65F)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=1-FVAR(1)
 Sof(C65)=Sof(H65A)=Sof(H65B)=Sof(H65C)=Sof(C109)=Sof(H10A)=Sof(H10B)=
 Sof(H10C)=Sof(C110)=Sof(H11J)=Sof(H11K)=Sof(H11L)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C96(H96A,H96B), C102(H10D,H10E), C111(H11P,H11Q)
5.b Aromatic/amide H refined with riding coordinates:
 C90(H90), C148(H148), C166(H166), C22(H22), C112(H112), C155(H155), C16(H16),
 C19(H19), C106(H106), C95(H95), C113(H113), C107(H107), C141(H141), C41(H41),
 C50(H50), C13(H13), C88(H88), C174(H174), C103(H103), C29(H29), C144(H144),
 C54(H54), C97(H97), C146(H146), C26(H26), C145(H145), C80(H80), C1(H1),
 C178(H178), C81(H81), C17(H17), C151(H151), C92(H92), C37(H37), C158(H158),
 C153(H153), C89(H89), C82(H82), C24(H24), C85(H85), C170(H170), C77(H77),
 C183(H183), C179(H179), C49(H49), C45(H45)
5.c Idealised Me refined as rotating group:
 C175(H17A,H17B,H17C), C51(H51A,H51B,H51C), C114(H11A,H11B,H11C), C52(H52A,
 H52B,H52C), C120(H12A,H12B,H12C), C115(H11D,H11E,H11F), C121(H12D,H12E,H12F),
 C122(H12G,H12H,H12I), C176(H17D,H17E,H17F), C177(H17G,H17H,H17I), C53(H53A,
 H53B,H53C), C187(H18A,H18B,H18C), C188(H18D,H18E,H18F), C116(H11G,H11H,H11I),
 C189(H18G,H18H,H18I), C46(H46A,H46B,H46C), C62(H62A,H62B,H62C), C63(H63A,H63B,
 H63C), C47(H47A,H47B,H47C), C180(H18J,H18K,H18L), C59(H59A,H59B,H59C),
 C64(H64A,H64B,H64C), C48(H48A,H48B,H48C), C60(H60A,H60B,H60C), C61(H61A,H61B,
 H61C), C181(H18M,H18N,H18O), C182(H18P,H18Q,H18R), C65(H65A,H65B,H65C),
 C109(H10A,H10B,H10C), C110(H11J,H11K,H11L), C190(H19A,H19B,H19C), C191(H19D,
 H19E,H19F), C192(H19G,H19H,H19I), C118(H11M,H11N,H11O), C65A(H65D,H65E,H65F),
 C1A(H1AA,H1AB,H1AC)
;
_shelx_res_checksum              86038
_shelx_hkl_checksum              25454
_olex2_submission_special_instructions 'No special instructions were received'