Expanded Helicenes: A General Synthetic Strategy and Remarkable Supramolecular and Solid-State Behavior.
Kiel, Gavin R.; Patel, Sajan C.; Smith, Patrick W.; Levine, Daniel S.; Tilley, T. Don; Journal of the American Chemical Society 139 (2017) 18456–18459; doi:10.1021/jacs.7b10902

data_4131792
_publ_section_title
;
 Expanded Helicenes: A General Synthetic Strategy and Remarkable
 Supramolecular and Solid-State Behavior.
;
_journal_issue                   51
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18456
_journal_page_last               18459
_journal_paper_doi               10.1021/jacs.7b10902
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         'C78 H66 O4 Se3, 2(C H2 Cl2)'
_chemical_formula_sum            'C80 H70 Cl4 O4 Se3'
_chemical_formula_weight         1474.04
_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             2017-09-14
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                70.269(3)
_cell_angle_beta                 77.377(3)
_cell_angle_gamma                86.182(3)
_cell_formula_units_Z            2
_cell_length_a                   12.9527(7)
_cell_length_b                   16.0679(8)
_cell_length_c                   16.7417(9)
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.17
_cell_measurement_theta_min      2.28
_cell_volume                     3200.4(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w shutterless scans'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_wavelength     0.7749
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_av_unetI/netI     0.0898
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29278
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        27.706
_diffrn_reflns_theta_max         28.293
_diffrn_reflns_theta_min         2.213
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.430
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6071
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1614 before and 0.0578 after correction.
The Ratio of minimum to maximum transmission is 0.8141.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         3.245
_refine_diff_density_min         -1.246
_refine_diff_density_rms         0.190
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     830
_refine_ls_number_reflns         12150
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_gt           0.0832
_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^)+(0.1259P)^2^+28.9737P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2348
_refine_ls_wR_factor_ref         0.2566
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8548
_reflns_number_total             12150
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b10902_si_002.cif
_cod_data_source_block           gk449c1
_cod_database_code               4131792
_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. Uiso/Uaniso restraints and constraints
Uanis(C74) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.1
3.a Secondary CH2 refined with riding coordinates:
 C65(H65A,H65B), C58(H58A,H58B), C59(H59A,H59B), C75(H75A,H75B), C68(H68A,
 H68B), C69(H69A,H69B), C66(H66A,H66B), C76(H76A,H76B), C79(H79A,H79B),
 C80(H80A,H80B)
3.b Aromatic/amide H refined with riding coordinates:
 C45(H45), C19(H19), C48(H48), C42(H42), C29(H29), C24(H24), C14(H14),
 C31(H31), C9(H9), C36(H36), C32(H32), C53(H53), C39(H39), C51(H51), C1(H1),
 C34(H34), C33(H33), C4(H4), C2(H2), C54(H54)
3.c Idealised Me refined as rotating group:
 C57(H57A,H57B,H57C), C71(H71A,H71B,H71C), C70(H70A,H70B,H70C), C72(H72A,H72B,
 H72C), C67(H67A,H67B,H67C), C60(H60A,H60B,H60C), C77(H77A,H77B,H77C), C61(H61A,
 H61B,H61C), C78(H78A,H78B,H78C), C62(H62A,H62B,H62C)
;
_shelx_res_checksum              40177
_shelx_hkl_checksum              77171
_olex2_submission_original_sample_id 'Compound 4'
_olex2_submission_special_instructions 'No special instructions were received'