Helical polycyclic hydrocarbons with open-shell singlet ground states and ambipolar redox behaviors.
Jiang, Qing; Tang, Hui; Peng, Yuchen; Hu, Zhenni; Zeng, Wangdong; Chemical science 15 (2024) 10519–10528; doi:10.1039/d4sc02116a

data_1571792
_publ_section_title
;
 Helical polycyclic hydrocarbons with open-shell singlet ground states and
 ambipolar redox behaviors.
;
_journal_issue                   27
_journal_name_full               'Chemical science'
_journal_page_first              10519
_journal_page_last               10528
_journal_paper_doi               10.1039/d4sc02116a
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         '2(C64 H44 Cl4 O2)'
_chemical_formula_sum            'C128 H88 Cl7.96 O4'
_chemical_formula_weight         1972.21
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-06-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-03-21 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   29.1132(16)
_cell_length_b                   11.2694(6)
_cell_length_c                   57.979(3)
_cell_measurement_reflns_used    9214
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.28
_cell_measurement_theta_min      4.28
_cell_volume                     19022.2(18)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      99.99
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0635
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       71
_diffrn_reflns_limit_l_min       -71
_diffrn_reflns_number            197228
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.304
_diffrn_reflns_theta_min         3.036
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.627
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.4953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
wR2(int) =  0.1491 (selected reflections only, before parameter refinement)
wR2(int) =  0.0833 (selected reflections only, after parameter refinement)
 --------------------------------------------------------------------------

 Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_crystal_colour            'metallic dark green'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_description       block
_exptl_crystal_F_000             8187
_exptl_crystal_size_max          0.999
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.104
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1266
_refine_ls_number_reflns         18671
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0436
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0730P)^2^+9.3312P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1117
_refine_ls_wR_factor_ref         0.1165
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17005
_reflns_number_total             18671
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc02116a2.cif
_cod_data_source_block           jq006_0u
_cod_depositor_comments
'Adding full bibliography for 1571789--1571792.cif.'
_cod_database_code               1571792
_shelx_shelxl_version_number     2017/1
_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.a Secondary CH2 refined with riding coordinates:
 C63(H63C,H63D), C62(H62C,H62D), C61(H61C,H61D), C57(H57C,H57D), C58(H58C,
 H58D), C58A(H58A,H58B), C59(H59C,H59D), C57A(H57A,H57B), C59A(H59A,H59B),
 C61A(H61A,H61B), C62A(H62A,H62B), C63A(H63A,H63B)
2.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C11(H11), C21(H21), C26A(H26A), C1(H1), C8(H8), C29(H29), C7(H7),
 C26(H26), C29A(H29A), C33A(H33A), C12(H12), C34A(H34A), C55A(H55A), C2(H2),
 C44A(H44A), C21A(H21A), C53(H53), C18A(H18A), C3(H3), C44(H44), C53A(H53A),
 C55(H55), C54A(H54A), C4(H4), C1A(H1A), C47(H47), C33(H33), C37A(H37A),
 C34(H34), C43(H43), C54(H54), C38A(H38A), C49(H49), C37(H37), C41(H41),
 C2A(H2A), C43A(H43A), C42(H42), C48(H48), C38(H38), C41A(H41A), C4A(H4A),
 C49A(H49A), C47A(H47A), C12A(H12A), C3A(H3A), C11A(H11A), C42A(H42A), C7A(H7A),
  C8A(H8A), C48A(H48A)
2.c Idealised Me refined as rotating group:
 C64(H64D,H64E,H64F), C60A(H60A,H60B,H60C), C60(H60D,H60E,H60F), C64A(H64A,
 H64B,H64C)
;
_olex2_submission_special_instructions 'No special instructions were received'