A Chiral Nanographene Propeller Embedding Six Enantiomerically Stable [5]Helicene Units.
Berezhnaia, Veronika; Roy, Myriam; Vanthuyne, Nicolas; Villa, Marco; Naubron, Jean-Valère; Rodriguez, Jean; Coquerel, Yoann; Gingras, Marc; Journal of the American Chemical Society  (2017) –; doi:10.1021/jacs.7b07622

data_4126638
_publ_section_title
;
 A Chiral Nanographene Propeller Embedding Six Enantiomerically Stable
 [5]Helicene Units.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.7b07622
_journal_year                    2017
_chemical_formula_moiety         '1.33(C66 H36)'
_chemical_formula_sum            'C88 H48'
_chemical_formula_weight         1105.26
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3'
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-03-30
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   30.7121(3)
_cell_length_b                   30.7121(3)
_cell_length_c                   35.4811(4)
_cell_measurement_reflns_used    65412
_cell_measurement_temperature    293
_cell_measurement_theta_max      70.8630
_cell_measurement_theta_min      3.5860
_cell_volume                     28983.2(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.18b (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_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_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    -44.00  52.00   1.00    5.00    --  -17.77  77.00 120.00   96
  2  \w    -45.00  55.00   1.00    5.00    --  -17.77  57.00-150.00  100
  3  \w    -29.00  -1.00   1.00    5.00    --   22.00 119.00  38.52   28
  4  \w    -26.00  -1.00   1.00    5.00    --   26.00 119.00 173.43   25
  5  \w    -28.00  -2.00   1.00    5.00    --   26.00 121.00 -30.51   26
  6  \w    -42.00  60.00   1.00    5.00    --   30.00 -66.00  13.56  102
  7  \w     10.00  64.00   1.00    5.00    --   34.00 -66.00-136.91   54
  8  \w     12.00  42.00   1.00    5.00    --   46.00  81.00-124.81   30
  9  \w     11.00  36.00   1.00    5.00    --   46.00  84.00  96.49   25
 10  \w     12.00  38.00   1.00    5.00    --   46.00  83.00 139.93   26
 11  \w     16.00  45.00   1.00    5.00    --   50.00  82.00  22.28   29
 12  \w     16.00  41.00   1.00    5.00    --   50.00  82.00 -60.84   25
 13  \w     67.00 106.00   1.00    5.00    --   58.00  77.00 133.68   39
 14  \w     99.00 125.00   1.00    5.00    --   58.00  75.00-153.99   26
 15  \w     27.00  53.00   1.00    5.00    --   58.00  75.00-153.99   26
 16  \w     25.00  65.00   1.00    5.00    --   58.00  77.00 133.68   40
 17  \w     26.00  77.00   1.00    5.00    --   58.00  75.00 -96.18   51
 18  \w     31.00  57.00   1.00   15.00    --   62.00  76.00 -36.21   26
 19  \w     33.00  62.00   1.00   15.00    --   66.00  77.00 -88.48   29
 20  \w     34.00  69.00   1.00   15.00    --   66.00  75.00  10.97   35
 21  \w     38.00  71.00   1.00   15.00    --   70.00  77.00-153.41   33
 22  \w     37.00  76.00   1.00   15.00    --   70.00  77.00 157.12   39
 23  \w     38.00  74.00   1.00   15.00    --   70.00  76.00  75.51   36
 24  \w     41.00  67.00   1.00   15.00    --   74.00  77.00  38.73   26
 25  \w     43.00  74.00   1.00   15.00    --   74.00  75.00 -61.17   31
 26  \w    114.00 140.00   1.00   15.00    --   74.00  76.00 105.51   26
 27  \w     43.00  75.00   1.00   15.00    --   74.00  76.00 105.51   32
 28  \w     69.00 166.00   1.00   15.00    --  101.41  77.00-150.00   97
 29  \w     98.00 164.00   1.00   15.00    --  101.41  77.00 150.00   66
 30  \w     40.00  99.00   1.00   15.00    --  101.41-125.00-120.00   59
 31  \w     69.00  95.00   1.00   15.00    --  101.41  77.00 150.00   26
 32  \w     69.00 177.00   1.00   15.00    --  101.41  77.00  60.00  108
 33  \w     48.00 121.00   1.00   15.00    --  101.41-125.00-180.00   73
 34  \w     33.00 108.00   1.00   15.00    --  101.41 -94.00 -90.00   75
 35  \w    103.00 178.00   1.00   15.00    --  101.41  77.00 -60.00   75
 36  \w     69.00  97.00   1.00   15.00    --  101.41  77.00 -60.00   28
 37  \w    119.00 146.00   1.00   15.00    --  101.41  77.00  30.00   27
 38  \w     69.00 114.00   1.00   15.00    --  101.41  77.00  30.00   45
 39  \w     70.00 151.00   1.00   15.00    --  101.41  77.00 -90.00   81
 40  \w     70.00 178.00   1.00   15.00    --  101.41  77.00-120.00  108
 41  \w     69.00 167.00   1.00   15.00    --  101.41  77.00-180.00   98
 42  \w     69.00 143.00   1.00   15.00    --  101.41  77.00 -30.00   74
 43  \w    146.00 178.00   1.00   15.00    --  101.41  77.00  90.00   32
 44  \w    108.00 143.00   1.00   15.00    --  101.41  77.00  90.00   35
 45  \w    104.00 152.00   1.00   15.00    --  101.41  77.00 120.00   48
 46  \w     69.00 103.00   1.00   15.00    --  101.41  77.00  90.00   34
 47  \w     69.00  99.00   1.00   15.00    --  101.41  77.00 120.00   30
 48  \w     69.00 178.00   1.00   15.00    --  101.41  77.00   0.00  109
 49  \w     45.00 133.00   1.00   15.00    --  101.41 -77.00 -30.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0185670000
_diffrn_orient_matrix_UB_12      0.0248912000
_diffrn_orient_matrix_UB_13      -0.0388515000
_diffrn_orient_matrix_UB_21      -0.0043543000
_diffrn_orient_matrix_UB_22      -0.0489780000
_diffrn_orient_matrix_UB_23      -0.0152591000
_diffrn_orient_matrix_UB_31      -0.0547006000
_diffrn_orient_matrix_UB_32      -0.0183275000
_diffrn_orient_matrix_UB_33      -0.0119894000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0102
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            146519
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.041
_diffrn_reflns_theta_min         3.549
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.493
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.18b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.140
_exptl_crystal_description       prism
_exptl_crystal_F_000             10368
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     793
_refine_ls_number_reflns         12403
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0491
_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^)+(0.0726P)^2^+22.8012P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1454
_refine_ls_wR_factor_ref         0.1484
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11273
_reflns_number_total             12403
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b07622_si_002.cif
_cod_data_source_block           ber031
_cod_original_cell_volume        28983.2(7)
_cod_database_code               4126638
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'c66 h66'
_diffrn_oxdiff_ac3_digest_frames
;
0157a45ece252a35b997dde4b913667dd100027a40b
;
_diffrn_oxdiff_ac3_digest_hkl
;
0182f9591c797ce5df3e54fe748b07426e7f9c
;
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C66(H66), C9(H9), C49(H49), C50(H50), C8(H8), C25(H25), C65(H65), C55(H55),
 C28(H28), C14(H14), C52(H52), C19(H19), C11(H11), C29(H29), C24(H24), C60(H60),
  C45(H45), C74(H74), C73(H73), C79(H79), C63(H63), C71(H71), C54(H54),
 C90(H90), C22(H22), C34(H34), C12(H12), C31(H31), C53(H53), C13(H13), C44(H44),
  C39(H39), C33(H33), C20(H20), C80(H80), C21(H21), C32(H32), C61(H61),
 C85(H85), C62(H62), C69(H69), C70(H70), C40(H40), C82(H82), C84(H84), C42(H42),
  C41(H41), C83(H83)
;
_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 1.293
_oxdiff_exptl_absorpt_empirical_full_min 0.778