Donor/acceptor-substituted radiaannulene segments of 6,6,12-graphyne
Krøll, Peter Lundgård; Strandfelt, Asger; Jokumsen, Maria Harbo; Nielsen, Mogens Brøndsted; Chemical Communications 61 (2025) 9416–9419; doi:10.1039/D5CC02685G

data_7134672
_publ_section_title
;
 Donor/acceptor-substituted radiaannulene segments of 6,6,12-graphyne
;
_journal_issue                   52
_journal_name_full               'Chemical Communications'
_journal_page_first              9416
_journal_page_last               9419
_journal_paper_doi               10.1039/D5CC02685G
_journal_volume                  61
_journal_year                    2025
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C100 H107 Si4'
_chemical_formula_sum            'C100 H107 Si4'
_chemical_formula_weight         1421.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-05-02
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7205)
;
_audit_update_record
;
2025-05-05 deposited with the CCDC.	2025-06-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.435(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.922(3)
_cell_length_b                   20.382(4)
_cell_length_c                   16.403(3)
_cell_measurement_reflns_used    3593
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      23.826
_cell_measurement_theta_min      2.353
_cell_volume                     4316.3(15)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'_diffrn_measurement_device_type    'Bruker D8 Venture with Photon III 28''
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1221
_diffrn_reflns_av_unetI/netI     0.0945
_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       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            64401
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.024
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_min         1.577
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0776 before and 0.0584 after correction.
The Ratio of minimum to maximum transmission is 0.9169.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.094
_exptl_crystal_description       needle
_exptl_crystal_F_000             1526
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CHCl3 and heptane'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 3782 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.28(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     970
_refine_ls_number_reflns         15239
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0572
_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^)+(0.0714P)^2^+0.2510P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1249
_refine_ls_wR_factor_ref         0.1486
_reflns_Friedel_coverage         0.940
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                10560
_reflns_number_total             15239
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc02685g2.cif
_cod_data_source_block           mo_d8v6573_0m
_cod_depositor_comments
'Adding full bibliography for 7134672--7134675.cif.'
_cod_original_cell_volume        4316.3(16)
_cod_database_code               7134672
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.989
_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. Others
 Fixed Sof: H8(0.5) C2(0.5) H2A(0.5) H2B(0.5) H2C(0.5) C3(0.5) H3A(0.5) H3B(0.5)
3.a Ternary CH refined with riding coordinates:
 C00R(H00R), C01C(H01C), C01E(H01E), C01H(H01H), C024(H024), C028(H028),
 C02B(H02P), C02D(H02T), C02F(H02X), C02G(H02Y), C02R(H8), C02T(H10)
3.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C00J(H00J), C00Z(H00Z), C013(H013), C017(H017), C01D(H01D),
 C01F(H01F), C01G(H01G), C01I(H01I), C01J(H01J), C01L(H01L), C01N(H01N),
 C01O(H01O), C01Q(H01R), C01R(H01S), C01S(H01T), C01V(H01X), C01W(H01Y),
 C01X(H01Z), C01Z(H01), C022(H022), C025(H025), C026(H026), C029(H029)
3.c X=CH2 refined with riding coordinates:
 C3(H3A,H3B)
3.d Idealised Me refined as rotating group:
 C01M(H01A,H01B,H01K), C01P(H01M,H01P,H01Q), C01T(H01U,H01V,H01W), C020(H02A,
 H02B,H02C), C021(H02D,H02E,H02F), C023(H02G,H02H,H02I), C027(H02J,H02K,H02L),
 C02A(H02M,H02N,H02O), C02C(H02Q,H02R,H02S), C02E(H02U,H02V,H02W), C02H(H02Z,H,
 HA), C02I(H02,HB,HC), C02K(H1,HD,HE), C02L(H2,HF,HG), C02M(H3,HH,HI), C02N(H4,
 HJ,HK), C02O(H5,HL,HM), C02P(H6,HN,HO), C02Q(H7,HP,HQ), C02S(H9,HR,HS),
 C02U(H11,HT,HU), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C4(H4A,H4B,H4C)
;
_shelx_res_checksum              9617
_shelx_hkl_checksum              13048
_olex2_submission_special_instructions 'No special instructions were received'