Synthesis and Characterization of Hexapole [7]Helicene, A Circularly Twisted Chiral Nanographene.
Zhu, Yanpeng; Xia, Zeming; Cai, Zeying; Yuan, Ziyong; Jiang, Nianqiang; Li, Tao; Wang, Yonggen; Guo, Xiaoyu; Li, Zhihao; Ma, Shuang; Zhong, Dingyong; Li, Yang; Wang, Jiaobing; Journal of the American Chemical Society  (2018) –; doi:10.1021/jacs.8b01447

data_4127213
_publ_section_title
;
 Synthesis and Characterization of Hexapole [7]Helicene, A Circularly
 Twisted Chiral Nanographene.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.8b01447
_journal_year                    2018
_chemical_formula_moiety         'C210 H186 O12'
_chemical_formula_sum            'C210 H186 O12'
_chemical_formula_weight         2925.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2017-07-18
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 102.261(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.2690(7)
_cell_length_b                   24.3606(4)
_cell_length_c                   41.3160(18)
_cell_measurement_reflns_used    15976
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      74.1510
_cell_measurement_theta_min      4.3160
_cell_volume                     18951.5(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -61.00  23.00   1.00   21.22    --  -40.50  37.00-150.00   84
  2  \w    -27.00  -2.00   1.00   21.22    --  -40.50 125.00  30.00   25
  3  \w   -112.00 -20.00   1.00   21.22    --  -40.50 -37.00-150.00   92
  4  \w     63.00  95.00   1.00   21.22    --   42.99-125.00-180.00   32
  5  \w     79.00 106.00   1.00   84.88    --  107.32 -94.00-150.00   27
  6  \w     47.00  73.00   1.00   84.88    --  107.32 -94.00-150.00   26
  7  \w     27.00  71.00   1.00   84.88    --  107.32 -94.00 -60.00   44
  8  \w     49.00 104.00   1.00   84.88    --  107.32 -94.00  30.00   55
  9  \w     26.00  88.00   1.00   84.88    --  107.32 -94.00 -30.00   62
 10  \w     25.00 132.00   1.00   84.88    --  107.32   0.00-180.00  107
 11  \w     85.00 158.00   1.00   84.88    --  107.32  30.00-150.00   73
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0213842000
_diffrn_orient_matrix_UB_12      0.0009287000
_diffrn_orient_matrix_UB_13      -0.0338610000
_diffrn_orient_matrix_UB_21      0.0755371000
_diffrn_orient_matrix_UB_22      0.0183445000
_diffrn_orient_matrix_UB_23      0.0169375000
_diffrn_orient_matrix_UB_31      0.0231502000
_diffrn_orient_matrix_UB_32      -0.0605100000
_diffrn_orient_matrix_UB_33      0.0046118000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            37272
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.445
_diffrn_reflns_theta_min         3.378
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.473
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dull dark'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   dark
_exptl_crystal_density_diffrn    1.025
_exptl_crystal_description       prism
_exptl_crystal_F_000             6232
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1035
_refine_ls_number_reflns         18796
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0516
_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^)+(0.0886P)^2^+6.0288P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1481
_refine_ls_wR_factor_ref         0.1539
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15245
_reflns_number_total             18796
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b01447_si_002.cif
_cod_data_source_block           17062401
_cod_original_cell_volume        18951.6(11)
_cod_database_code               4127213
_chemical_oxdiff_formula         CHO
_chemical_oxdiff_usercomment     SH
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
O4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(C79B)=Sof(H79D)=Sof(H79E)=Sof(H79F)=1-FVAR(1)
 Sof(C79A)=Sof(H79A)=Sof(H79B)=Sof(H79C)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C35(H35), C36(H36), C23(H23), C11(H11), C14(H14), C12(H12), C22(H22),
 C59(H59), C38(H38), C20(H20), C62(H62), C71(H71), C68(H68), C47(H47), C60(H60),
  C26(H26), C46(H46), C70(H70), C74(H74), C44(H44), C50(H50)
4.b Idealised Me refined as rotating group:
 C84(H84A,H84B,H84C), C85(H85A,H85B,H85C), C91(H91A,H91B,H91C), C93(H93A,H93B,
 H93C), C92(H92A,H92B,H92C), C83(H83A,H83B,H83C), C105(H10A,H10B,H10C),
 C80(H80A,H80B,H80C), C87(H87A,H87B,H87C), C88(H88A,H88B,H88C), C76(H76A,H76B,
 H76C), C81(H81A,H81B,H81C), C97(H97A,H97B,H97C), C104(H10D,H10E,H10F),
 C77(H77A,H77B,H77C), C96(H96A,H96B,H96C), C95(H95A,H95B,H95C), C89(H89A,H89B,
 H89C), C103(H10G,H10H,H10I), C101(H10J,H10K,H10L), C100(H10M,H10N,H10O),
 C78(H78A,H78B,H78C), C99(H99A,H99B,H99C), C79A(H79A,H79B,H79C), C79B(H79D,H79E,
 H79F)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_original_sample_id SH
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.270
_oxdiff_exptl_absorpt_empirical_full_min 0.824