Chiroptical Activity Enhancement via Structural Control: The Chiral Synthesis and Reversible Interconversion of Two Intrinsically Chiral Gold Nanoclusters.
Wang, Jia-Qi; Guan, Zong-Jie; Liu, Wen-Di; Yang, Yang; Wang, Quan-Ming; Journal of the American Chemical Society 141 (2019) 2384–2390; doi:10.1021/jacs.8b11096

data_4128194
_publ_section_title
;
 Chiroptical Activity Enhancement via Structural Control: The Chiral
 Synthesis and Reversible Interconversion of Two Intrinsically Chiral Gold
 Nanoclusters.
;
_journal_issue                   6
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2384
_journal_page_last               2390
_journal_paper_doi               10.1021/jacs.8b11096
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C176 H128 Au9 P8'
_chemical_formula_sum            'C182 H128 Au9 F9 O6 P8'
_chemical_formula_weight         4602.29
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-09-15
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.414(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.4001(3)
_cell_length_b                   35.5243(5)
_cell_length_c                   30.5610(6)
_cell_measurement_reflns_used    65201
_cell_measurement_temperature    99.99(16)
_cell_measurement_theta_max      76.4220
_cell_measurement_theta_min      3.9780
_cell_volume                     18687.2(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (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      99.99(16)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.995
_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   -114.00 -20.00   1.00    3.00    --  -40.81 -38.00 -90.00   94
  2  \w    -95.00 -13.00   1.00    3.00    --  -40.81 -19.00 150.00   82
  3  \w     23.00  61.00   1.00    3.00    --   40.81-125.00  90.00   38
  4  \w     26.00  51.00   1.00    3.00    --   40.81-125.00-180.00   25
  5  \w     22.00 108.00   1.00    9.00    --  100.91 -95.00   0.00   86
  6  \w     75.00 124.00   1.00    9.00    --  100.91 -45.00-180.00   49
  7  \w     32.00  57.00   1.00    9.00    --  100.91-125.00 -60.00   25
  8  \w     75.00 154.00   1.00    9.00    --  100.91  45.00  90.00   79
  9  \w    116.00 168.00   1.00    9.00    --  100.91 125.00   0.00   52
 10  \w     78.00 119.00   1.00    9.00    --  100.91-125.00 -60.00   41
 11  \w     74.00 150.00   1.00    9.00    --  100.91  30.00-120.00   76
 12  \w     75.00 102.00   1.00    9.00    --  100.91 -30.00 -60.00   27
 13  \w    -69.00  31.00   1.00    3.00    --  -40.81  57.00   0.00  100
 14  \w     20.00  58.00   1.00    3.00    --   40.81  38.00 -30.00   38
 15  \w     59.00  88.00   1.00    3.00    --   40.81  77.00  90.00   29
 16  \w     46.00 106.00   1.00    3.00    --   40.81  77.00-120.00   60
 17  \w      1.00  79.00   1.00    3.00    --   40.81 -99.00-180.00   78
 18  \w     48.00 111.00   1.00    3.00    --   40.81  57.00   0.00   63
 19  \w     13.00  41.00   1.00    3.00    --   40.81  57.00   0.00   28
 20  \w     73.00 117.00   1.00    3.00    --   40.81  77.00  30.00   44
 21  \w     72.00 112.00   1.00    3.00    --   40.81  38.00 -30.00   40
 22  \w      9.00  80.00   1.00    3.00    --   40.81  77.00 150.00   71
 23  \w      1.00  49.00   1.00    3.00    --   40.81 -99.00 -90.00   48
 24  \w      8.00  38.00   1.00    3.00    --   40.81  77.00-120.00   30
 25  \w      8.00  55.00   1.00    3.00    --   40.81  77.00  90.00   47
 26  \w      8.00  64.00   1.00    3.00    --   40.81  77.00  30.00   56
 27  \w      3.00  28.00   1.00    3.00    --   40.81  91.00 -97.97   25
 28  \w     79.00 105.00   1.00    9.00    --  111.58  77.00-150.00   26
 29  \w     79.00 105.00   1.00    9.00    --  111.58  77.00-180.00   26
 30  \w     82.00 118.00   1.00    9.00    --  111.58  61.00-180.00   36
 31  \w     82.00 108.00   1.00    9.00    --  111.58  61.00 -90.00   26
 32  \w     82.00 140.00   1.00    9.00    --  111.58  61.00 150.00   58
 33  \w    122.00 177.00   1.00    9.00    --  111.58  77.00  90.00   55
 34  \w     82.00 107.00   1.00    9.00    --  111.58  61.00   0.00   25
 35  \w     79.00 165.00   1.00    9.00    --  111.58  77.00 150.00   86
 36  \w     79.00 104.00   1.00    9.00    --  111.58  77.00   0.00   25
 37  \w    114.00 166.00   1.00    9.00    --  111.58  77.00   0.00   52
 38  \w     79.00 106.00   1.00    9.00    --  111.58  77.00 -60.00   27
 39  \w     79.00 105.00   1.00    9.00    --  111.58  77.00 -30.00   26
 40  \w    145.00 177.00   1.00    9.00    --  111.58  77.00-180.00   32
 41  \w     82.00 108.00   1.00    9.00    --  111.58  61.00  90.00   26
 42  \w    144.00 170.00   1.00    9.00    --  111.58  77.00-150.00   26
 43  \w     82.00 137.00   1.00    9.00    --  111.58  61.00  30.00   55
 44  \w     82.00 108.00   1.00    9.00    --  111.58  61.00 120.00   26
 45  \w    148.00 176.00   1.00    9.00    --  111.58  61.00 -60.00   28
 46  \w     82.00 107.00   1.00    9.00    --  111.58  61.00-120.00   25
 47  \w     79.00 105.00   1.00    9.00    --  111.58  77.00  90.00   26
 48  \w     79.00 149.00   1.00    9.00    --  111.58  77.00  30.00   70
 49  \w    123.00 140.00   1.00    9.00    --  111.58  77.00  60.00   17
;
_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      -0.0440712000
_diffrn_orient_matrix_UB_12      -0.0325532000
_diffrn_orient_matrix_UB_13      0.0185436000
_diffrn_orient_matrix_UB_21      0.0750005000
_diffrn_orient_matrix_UB_22      -0.0117259000
_diffrn_orient_matrix_UB_23      0.0301420000
_diffrn_orient_matrix_UB_31      -0.0211565000
_diffrn_orient_matrix_UB_32      0.0261098000
_diffrn_orient_matrix_UB_33      0.0366882000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0980
_diffrn_reflns_av_unetI/netI     0.0958
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            176380
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        61.999
_diffrn_reflns_theta_max         61.999
_diffrn_reflns_theta_min         3.576
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    14.039
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21948
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_description       block
_exptl_crystal_F_000             8720
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_platon_squeeze_details
;
;
_refine_diff_density_max         11.162
_refine_diff_density_min         -3.866
_refine_diff_density_rms         0.590
_refine_ls_abs_structure_details
;
 Flack x determined using 18764 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.108(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1134
_refine_ls_number_reflns         57490
_refine_ls_number_restraints     585
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.1502
_refine_ls_R_factor_gt           0.1441
_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^)+(0.1831P)^2^+2624.9500P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3511
_refine_ls_wR_factor_ref         0.3562
_reflns_Friedel_coverage         0.931
_reflns_Friedel_fraction_full    0.961
_reflns_Friedel_fraction_max     0.961
_reflns_number_gt                51849
_reflns_number_total             57490
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b11096_si_004.cif
_cod_data_source_block           wjq294a4-1
_cod_database_code               4128194
_chemical_oxdiff_formula         'C11 H10 N O'
_reflns_odcompleteness_completeness 99.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C311-P3
 1.812 with sigma of 0.02
 C15T-C15U
 1.39 with sigma of 0.02
 Au13-Au14 = C15V-C15T
 2.36 with sigma of 0.02
 C15G-P15
 1.8912 with sigma of 0.02
 C16P-C16Q
 1.39 with sigma of 0.02
 C16U-C16T
 1.39 with sigma of 0.02
 C16S-C16T
 1.39 with sigma of 0.02
 C16T-C16Q
 2.78 with sigma of 0.02
 C16P-C16S
 2.78 with sigma of 0.02
 C16Q-C16T
 2.78 with sigma of 0.02
 C436-C439
 2.78 with sigma of 0.02
 C437-C434
 2.78 with sigma of 0.02
 C435-C438
 2.78 with sigma of 0.02
 C438-C439
 1.39 with sigma of 0.02
 C435-C434
 1.39 with sigma of 0.02
 C435-C436
 1.39 with sigma of 0.02
 C438-C437
 1.39 with sigma of 0.02
 C11T-C11Q
 2.78 with sigma of 0.02
 C14T-C14Q
 2.78 with sigma of 0.02
 C736-C739
 2.78 with sigma of 0.02
 C735-C738
 2.78 with sigma of 0.02
 C734-C735
 1.39 with sigma of 0.02
 C736-C735
 1.39 with sigma of 0.02
 C737-C738
 1.39 with sigma of 0.02
 C10S-C10T
 1.39 with sigma of 0.02
 C10Q-C10T
 2.78 with sigma of 0.02
 C13S-C13P
 2.78 with sigma of 0.001
 C13R-C13U
 2.78 with sigma of 0.001
 C13Q-C13T
 2.78 with sigma of 0.001
 C13T-C13S
 1.39 with sigma of 0.001
 C13R-C13Q
 1.39 with sigma of 0.001
 C13R-C13S
 1.39 with sigma of 0.001
 C13P-C13Q
 1.39 with sigma of 0.001
 C13T-C13U
 1.39 with sigma of 0.001
 C635-C638
 2.78 with sigma of 0.001
 C12S-C12P
 2.78 with sigma of 0.001
 C12R-C12U
 2.78 with sigma of 0.001
 C12T-C12Q
 2.78 with sigma of 0.001
 C12Q-C12P
 1.39 with sigma of 0.001
 C12Q-C12R
 1.39 with sigma of 0.001
 C12R-C12S
 1.39 with sigma of 0.001
 C12T-C12S
 1.39 with sigma of 0.001
 C12U-C12T
 1.39 with sigma of 0.001
 C11Q-C11P
 1.39 with sigma of 0.02
 C11T-C11U
 1.39 with sigma of 0.02
 C11S-C11P
 2.78 with sigma of 0.02
 C11Q-C11R
 1.39 with sigma of 0.02
 C11R-C11S
 1.39 with sigma of 0.02
 C11U-C11R
 2.78 with sigma of 0.02
 C835-C838
 2.78 with sigma of 0.001
 C837-C834
 2.78 with sigma of 0.001
 C836-C839
 2.78 with sigma of 0.001
 C839-C838
 1.39 with sigma of 0.001
 C834-C835
 1.39 with sigma of 0.001
 C837-C838
 1.39 with sigma of 0.001
 C837-C836
 1.39 with sigma of 0.001
 C835-C836
 1.39 with sigma of 0.001
 C336-C339
 2.78 with sigma of 0.001
 C337-C334
 2.78 with sigma of 0.001
 C335-C338
 2.78 with sigma of 0.001
 C334-C335
 1.39 with sigma of 0.001
 C336-C335
 1.39 with sigma of 0.001
 C336-C337
 1.39 with sigma of 0.001
 C337-C338
 1.39 with sigma of 0.001
 C338-C339
 1.39 with sigma of 0.001
 C237-C234
 2.78 with sigma of 0.001
 C236-C239
 2.78 with sigma of 0.001
 C238-C235
 2.78 with sigma of 0.001
 C238-C239
 1.39 with sigma of 0.001
 C235-C234
 1.39 with sigma of 0.001
 C238-C237
 1.39 with sigma of 0.001
 C236-C237
 1.39 with sigma of 0.001
 C236-C235
 1.39 with sigma of 0.001
 C637-C634
 2.78 with sigma of 0.001
 C636-C639
 2.78 with sigma of 0.001
 C635-C634
 1.39 with sigma of 0.001
 C635-C636
 1.39 with sigma of 0.001
 C636-C637
 1.39 with sigma of 0.001
 C638-C637
 1.39 with sigma of 0.001
 C638-C639
 1.39 with sigma of 0.001
 C17Q-C17T
 2.78 with sigma of 0.02
 C316-C332
 3.68 with sigma of 0.02
 C440-C431 = C440-C439 = C440-C340
 1.58 with sigma of 0.02
 C15Q-C15R
 1.39 with sigma of 0.02
 C15R-C15U
 2.78 with sigma of 0.02
 C15S-C15P
 2.78 with sigma of 0.02
 C15T-C15Q
 2.78 with sigma of 0.02
 C15U-C15T
 1.39 with sigma of 0.02
 C15T-C15S
 1.39 with sigma of 0.02
 C15S-C15R
 1.39 with sigma of 0.02
 C15R-C15Q
 1.39 with sigma of 0.02
 C15Q-C15P
 1.39 with sigma of 0.02
 C14Q-C14T
 2.78 with sigma of 0.02
 C14R-C14Q
 1.39 with sigma of 0.02
 C15Q-C15T
 2.78 with sigma of 0.02
 C17T-C17Q
 2.78 with sigma of 0.02
 C136-C135
 1.39 with sigma of 0.001
 C17T-C17S
 1.39 with sigma of 0.02
 C17S-C17R
 1.39 with sigma of 0.02
 C17R-C17Q
 1.39 with sigma of 0.02
 C137-C136
 1.39 with sigma of 0.001
 C16S-C16R
 1.39 with sigma of 0.02
 C16Q-C16R
 1.39 with sigma of 0.02
 C16R-C16U
 2.78 with sigma of 0.02
 C10M-P10
 1.815 with sigma of 0.02
 C10P-C10Q
 1.39 with sigma of 0.02
 C10T-C10U
 1.39 with sigma of 0.02
 C10S-C10P
 2.78 with sigma of 0.02
 C10R-C10U
 2.78 with sigma of 0.02
 C11O-C10V
 4.37 with sigma of 0.02
 C11V-C10V
 1.54 with sigma of 0.02
 C10O-C11V
 4.32 with sigma of 0.02
 C10V-C11O
 4.32 with sigma of 0.02
 C537-C534
 2.78 with sigma of 0.02
 C537-C538
 1.39 with sigma of 0.02
 C136-C139
 2.78 with sigma of 0.02
 C135-C136 = C135-C134
 1.39 with sigma of 0.001
 C240-C140
 1.54 with sigma of 0.02
 C140-C233
 4.32 with sigma of 0.02
 C137-C134
 2.78 with sigma of 0.02
 C133-C240
 4.32 with sigma of 0.02
 C138-C135
 2.78 with sigma of 0.02
 C138-C137
 1.39 with sigma of 0.001
 C139-C138
 1.39 with sigma of 0.001
 C139-C137
 2.408 with sigma of 0.02
 C138-C136
 2.408 with sigma of 0.02
 C135-C139
 2.408 with sigma of 0.02
 C17P-C17Q
 1.39 with sigma of 0.02
 C17T-C17U
 1.39 with sigma of 0.02
 C17V-C16V
 1.58 with sigma of 0.02
 C17U-C17T
 1.39 with sigma of 0.02
 C17Q-C17P
 1.39 with sigma of 0.02
 C17P-C17R
 2.408 with sigma of 0.02
 C17Q-C17S
 2.408 with sigma of 0.02
 C17R-C17U
 2.408 with sigma of 0.02
 C17U-C17S
 2.408 with sigma of 0.02
 C17T-C17R
 2.408 with sigma of 0.02
 C17S-C17P
 2.78 with sigma of 0.02
 C535-C534
 1.39 with sigma of 0.02
 C538-C537
 1.39 with sigma of 0.02
 C539-C538
 1.39 with sigma of 0.02
 C535-C538
 2.78 with sigma of 0.02
 C534-C537
 2.78 with sigma of 0.02
 C535-C537
 2.408 with sigma of 0.02
 C536-C539
 2.78 with sigma of 0.02
 C536-C535
 1.39 with sigma of 0.02
 C537-C536
 1.39 with sigma of 0.02
 C539-C536
 2.78 with sigma of 0.02
 C534-C536
 2.408 with sigma of 0.02
 C539-C537
 2.408 with sigma of 0.02
 C14T-C14U
 1.39 with sigma of 0.02
 C14R-C14U
 2.78 with sigma of 0.02
 C14Q-C14P
 1.39 with sigma of 0.02
 C14U-C14T
 1.39 with sigma of 0.02
 C14T-C14R
 2.408 with sigma of 0.02
 C14R-C14P
 2.408 with sigma of 0.02
 C14S-C14P
 2.78 with sigma of 0.02
 C14S-C14R
 1.39 with sigma of 0.02
 C14T-C14S
 1.39 with sigma of 0.02
 C14U-C14S
 2.408 with sigma of 0.02
 C14S-C14Q
 2.408 with sigma of 0.02
 C223-C312
 3.42 with sigma of 0.02
 C737-C735
 2.408 with sigma of 0.02
 C736-C734
 2.408 with sigma of 0.02
 C735-C739
 2.408 with sigma of 0.02
 C734-C738
 2.408 with sigma of 0.02
 C737-C739
 2.408 with sigma of 0.02
 C15V-C14V
 1.54 with sigma of 0.02
 C225-C313
 2.9 with sigma of 0.02
 C312-P3 \\sim P3-C316
 with sigma of 0.02
 C412-P4 \\sim P4-C416
 with sigma of 0.02
 C15L-P15 \\sim P15-C15H
 with sigma of 0.02
 C10H-P10 \\sim P10-C10L
 with sigma of 0.02
 C16N-P16 \\sim P16-C16V
 with sigma of 0.02
 C15V-P15 \\sim P15-C15N
 with sigma of 0.02
 C13N-P13 \\sim P13-C13V
 with sigma of 0.02
 C10V-P10 \\sim P10-C10N
 with sigma of 0.02
 C10U-C11V \\sim C11V-C10M
 with sigma of 0.02
 C11M-C10V \\sim C10V-C11U
 with sigma of 0.02
 C540-P5 \\sim P5-C532
 with sigma of 0.02
 C132-P1 \\sim P1-C140
 with sigma of 0.02
 C326-P3 \\sim P3-C322
 with sigma of 0.02
 C740-P7 \\sim P7-C732
 with sigma of 0.02
 C14H-P14 \\sim P14-C14L
 with sigma of 0.02
 C14N-P14 \\sim P14-C14V
 with sigma of 0.02
 C226-P2 \\sim P2-C222
 with sigma of 0.02
3. Restrained planarity
 C10H, C10G, C10L, C10K, C10I
 with sigma of 0.1
 C611, C612, C613, C614, C615, C616
 with sigma of 0.1
 P3, C311, C316, C315, C314, C313, C312
 with sigma of 0.1
 P4, C411, C412, C413, C414, C415, C416
 with sigma of 0.1
 P8, C821, C822, C823, C824, C825, C826
 with sigma of 0.1
 C16V, C16M, C16N, C16O, C16P, C16U
 with sigma of 0.1
 C15L, C15G, C15H, C15I, C15J, C15K
 with sigma of 0.1
 P15, C15L, C15G, C15H, C15I, C15J, C15K
 with sigma of 0.1
 C438, C437, C436, C435, C431, C432, C433, C434, C439, C440
 with sigma of 0.1
 C737, C736, C738, C735, C734, C739
 with sigma of 0.1
 C638, C637, C636, C640, C639, C634, C633, C632, C631, C635
 with sigma of 0.1
 P10, C10A, C10B, C10C, C10D, C10E, C10F
 with sigma of 0.1
 P14, C14A, C14B, C14C, C14D, C14E, C14F
 with sigma of 0.1
 P16, C16A, C16B, C16C, C16D, C16E, C16F
 with sigma of 0.1
 C15Q, C15R, C15S, C15T, C15V, C15U, C15P, C15O, C15N, C15M
 with sigma of 0.1
 C16V, C16M, C16N, C16O, C16P, C16U, C16Q, C16R, C16S, C16T
 with sigma of 0.1
 C11V, C11O, C10P, C10U, C10V, C10M, C10N, C10O, C10Q, C10R, C10S, C10T
 with sigma of 0.1
 C11V, C11O, C10V, C10O
 with sigma of 0.1
 P3, C340, C339, C334, C333, C332, C331, C337, C338, C336, C335
 with sigma of 0.1
 C240, C233, C140, C133
 with sigma of 0.1
 P3, C322, C321, C326, C325, C324, C323
 with sigma of 0.1
 C135, C138, C136, C140, C131, C132, C133, C134, C139, C137
 with sigma of 0.1
 P1, C135, C138, C136, C140, C131, C132, C133, C134, C139, C137
 with sigma of 0.1
 C16V, C16O, C17Q, C17R, C17S, C17T, C17N, C17M, C17U, C17P, C17O
 with sigma of 0.1
 C17Q, C17R, C17S, C17T, C17N, C17M, C17V, C17U, C17P, C17O
 with sigma of 0.1
 C531, C540, C539, C534, C533, C532, C538, C537, C536, C535
 with sigma of 0.1
 C14H, C14I, C14G, P14, C14L, C14J, C14K
 with sigma of 0.1
 C14T, C14R, C14S, C14V, C14U, C14P, C14O, C14N, C14M, C14Q
 with sigma of 0.1
 C221, P2, C226, C225, C222, C223, C224
 with sigma of 0.1
 C735, C736, C737, C738, C739, C734, C733, C732, C731, C740
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C511 \\sim C512 \\sim C513 \\sim C514 \\sim C515 \\sim C516: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C611 \\sim C612 \\sim C613 \\sim C614 \\sim C615 \\sim C616: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C311 \\sim C316 \\sim C315 \\sim C314 \\sim C313 \\sim C312: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C811 \\sim C812 \\sim C813 \\sim C814 \\sim C815 \\sim C816: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C10H \\sim C10G \\sim C10L \\sim C10K \\sim C10J \\sim C10I: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C711 \\sim C716: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C438 \\sim C437 \\sim C436 \\sim C435 \\sim C431 \\sim C432 \\sim C433 \\sim
C434 \\sim C439 \\sim C440: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C17G \\sim C17L \\sim C17K \\sim C17J \\sim C17I \\sim C17H: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C740 \\sim C731 \\sim C732 \\sim C733 \\sim C734 \\sim C739: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C737 \\sim C736 \\sim C738 \\sim C735 \\sim C740 \\sim C731 \\sim C732 \\sim
C733 \\sim C734 \\sim C739: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C16A \\sim C16B \\sim C16C \\sim C16D \\sim C16E \\sim C16F: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C621 \\sim C626 \\sim C625 \\sim C624 \\sim C623 \\sim C622: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C14A \\sim C14B \\sim C14C \\sim C14D \\sim C14E \\sim C14F: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C11V \\sim C11M \\sim C11N \\sim C11O \\sim C11P \\sim C11U \\sim C11T \\sim
C11S \\sim C11R \\sim C11Q: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C240 \\sim C239 \\sim C234 \\sim C233 \\sim C232 \\sim C231 \\sim C235 \\sim
C236 \\sim C237 \\sim C238: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C421 \\sim C426 \\sim C425 \\sim C424 \\sim C423 \\sim C422: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
P4 \\sim C421 \\sim C426 \\sim C425 \\sim C424 \\sim C423 \\sim C422: within 2A
with sigma of 0.001 and sigma for terminal atoms of 0.002
P3 \\sim C311 \\sim C316 \\sim C315 \\sim C314 \\sim C313 \\sim C312: within 2A
with sigma of 0.001 and sigma for terminal atoms of 0.002
P10 \\sim C10H \\sim C10G \\sim C10L \\sim C10K \\sim C10J \\sim C10I: within
2A with sigma of 0.001 and sigma for terminal atoms of 0.002
P10 \\sim C10A \\sim C10B \\sim C10C \\sim C10D \\sim C10E \\sim C10F: within
2A with sigma of 0.001 and sigma for terminal atoms of 0.002
C15Q \\sim C15R \\sim C15S \\sim C15T \\sim C15U \\sim C15P: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
C16V \\sim C16M \\sim C16N \\sim C16O \\sim C16P \\sim C16U \\sim C16Q \\sim
C16R \\sim C16S \\sim C16T: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
P10 \\sim C10P \\sim C10U \\sim C10V \\sim C10M \\sim C10N \\sim C10O \\sim
C10Q \\sim C10R \\sim C10S \\sim C10T: within 2A with sigma of 0.001 and sigma
for terminal atoms of 0.002
C531 \\sim C540 \\sim C539 \\sim C534 \\sim C533 \\sim C532: within 2A with
sigma of 0.001 and sigma for terminal atoms of 0.002
P1 \\sim C121 \\sim C126 \\sim C125 \\sim C124 \\sim C123 \\sim C122 \\sim C135
\\sim C138 \\sim C111 \\sim C116 \\sim C115 \\sim C113 \\sim C112 \\sim C136
\\sim C140 \\sim C131 \\sim C132 \\sim C133 \\sim C134 \\sim C139 \\sim C137:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C17Q \\sim C17R \\sim C17S \\sim C17T \\sim C17N \\sim C17M \\sim C17V \\sim
C17U \\sim C17P \\sim C17O: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C14T \\sim C14R \\sim C14S \\sim C14V \\sim C14U \\sim C14P \\sim C14O \\sim
C14N \\sim C14M \\sim C14Q: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C221 \\sim C222 \\sim C223 \\sim C224 \\sim C225 \\sim C226: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
5.a Aromatic/amide H refined with riding coordinates:
 C13L(H13L), C13K(H13K), C13J(H13J), C13I(H13I), C13H(H13H), C14B(H14B),
 C14C(H14C), C14D(H14D), C14E(H14E), C14F(H14F), C533(H533), C532(H532),
 C12F(H12F), C12E(H12E), C12D(H12D), C12C(H12C), C12B(H12B), C833(H833),
 C832(H832), C612(H612), C613(H613), C614(H614), C615(H615), C616(H616),
 C17L(H17L), C17K(H17K), C17J(H17J), C17I(H17I), C17H(H17H), C126(H126),
 C125(H125), C124(H124), C123(H123), C122(H122), C212(H212), C213(H213),
 C214(H214), C215(H215), C216(H216), C233(H233), C232(H232), C222(H222),
 C223(H223), C224(H224), C225(H225), C226(H226), C135(H135), C138(H138),
 C538(H538), C526(H526), C525(H525), C524(H524), C523(H523), C522(H522),
 C14L(H14L), C14K(H14K), C14J(H14J), C14I(H14I), C14H(H14H), C537(H537),
 C16B(H16B), C16C(H16C), C16D(H16D), C16E(H16E), C16F(H16F), C333(H333),
 C332(H332), C116(H116), C115(H115), C114(H114), C113(H113), C112(H112),
 C337(H337), C338(H338), C438(H438), C437(H437), C436(H436), C435(H435),
 C638(H638), C336(H336), C136(H136), C132(H132), C133(H133), C536(H536),
 C726(H726), C725(H725), C724(H724), C723(H723), C722(H722), C626(H626),
 C625(H625), C624(H624), C623(H623), C622(H622), C637(H637), C13N(H13N),
 C13O(H13O), C636(H636), C17B(H17B), C17C(H17C), C17D(H17D), C17E(H17E),
 C17F(H17F), C716(H716), C715(H715), C714(H714), C713(H713), C712(H712),
 C12L(H12L), C12K(H12K), C12J(H12J), C12I(H12I), C12H(H12H), C633(H633),
 C632(H632), C12S(H12S), C822(H822), C823(H823), C824(H824), C825(H825),
 C826(H826), C512(H512), C513(H513), C514(H514), C515(H515), C516(H516),
 C235(H235), C236(H236), C237(H237), C238(H238), C12T(H12T), C12R(H12R),
 C12N(H12N), C12O(H12O), C737(H737), C736(H736), C738(H738), C735(H735),
 C13Q(H13Q), C13R(H13R), C13S(H13S), C13T(H13T), C732(H732), C733(H733),
 C16H(H16H), C16I(H16I), C16J(H16J), C16K(H16K), C16L(H16L), C812(H812),
 C813(H813), C814(H814), C815(H815), C816(H816), C335(H335), C10H(H10H),
 C10L(H10L), C10K(H10K), C10J(H10J), C10I(H10I), C12Q(H12Q), C14T(H14T),
 C14R(H14R), C14S(H14S), C11B(H11B), C11C(H11C), C11D(H11D), C11E(H11E),
 C11F(H11F), C13F(H13F), C13E(H13E), C13D(H13D), C13C(H13C), C13B(H13B),
 C635(H635), C535(H535), C16N(H16N), C16O(H16O), C16Q(H16Q), C16R(H16R),
 C16S(H16S), C16T(H16T), C14O(H14O), C14N(H14N), C14Q(H14Q), C412(H412),
 C413(H413), C414(H414), C415(H415), C416(H416), C432(H432), C433(H433),
 C15Q(H15Q), C15R(H15R), C15S(H15S), C15T(H15T), C137(H137), C15E(H15E),
 C15F(H15F), C15B(H15B), C15C(H15C), C15D(H15D), C316(H316), C315(H315),
 C314(H314), C313(H313), C312(H312), C11N(H11N), C11O(H11O), C10N(H10N),
 C10O(H10O), C10Q(H10Q), C10R(H10R), C10S(H10S), C10T(H10T), C11T(H11T),
 C11S(H11S), C11R(H11R), C11Q(H11Q), C11L(H11L), C11K(H11K), C11J(H11J),
 C11I(H11I), C11H(H11H), C322(H322), C326(H326), C325(H325), C324(H324),
 C323(H323), C10B(H10B), C10C(H10C), C10D(H10D), C10E(H10E), C10F(H10F),
 C838(H838), C837(H837), C836(H836), C835(H835), C17Q(H17Q), C17R(H17R),
 C17S(H17S), C17T(H17T), C17N(H17N), C17O(H17O), C15O(H15O), C15N(H15N),
 C15L(H15L), C15H(H15H), C15I(H15I), C15J(H15J), C15K(H15K), C426(H426),
 C425(H425), C424(H424), C423(H423), C422(H422)
5.b Fitted hexagon refined as free rotating group:
 C13G(C13L,C13K,C13J,C13I,C13H), C14A(C14B,C14C,C14D,C14E,C14F), C531(C540,
 C539,C534,C533,C532), C12A(C12F,C12E,C12D,C12C,C12B), C840(C839,C834,C833,C832,
 C176), C611(C612,C613,C614,C615,C616), C17G(C17L,C17K,C17J,C17I,C17H),
 C121(C126,C125,C124,C123,C122), C211(C212,C213,C214,C215,C216), C240(C239,C234,
 C233,C232,C231), C221(C222,C223,C224,C225,C226), C521(C526,C525,C524,C523,
 C522), C14L(C14K,C14J,C14I,C14H,C14G), C16A(C16B,C16C,C16D,C16E,C16F),
 C340(C339,C334,C333,C332,C331), C111(C116,C115,C114,C113,C112), C140(C131,C132,
 C133,C134,C139), C721(C726,C725,C724,C723,C722), C621(C626,C625,C624,C623,
 C622), C13M(C13N,C13O,C13P,C13U,C13V), C17A(C17B,C17C,C17D,C17E,C17F),
 C711(C716,C715,C714,C713,C712), C12G(C12L,C12K,C12J,C12I,C12H), C640(C639,C634,
 C633,C632,C631), C821(C822,C823,C824,C825,C826), C511(C512,C513,C514,C515,
 C516), C12P(C12U,C12V,C12M,C12N,C12O), C740(C731,C732,C733,C734,C739),
 C16G(C16H,C16I,C16J,C16K,C16L), C811(C812,C813,C814,C815,C816), C10H(C10G,C10L,
 C10K,C10J,C10I), C11A(C11B,C11C,C11D,C11E,C11F), C13A(C13F,C13E,C13D,C13C,
 C13B), C16V(C16M,C16N,C16O,C16P,C16U), C14V(C14U,C14P,C14O,C14N,C14M),
 C411(C412,C413,C414,C415,C416), C431(C432,C433,C434,C439,C440), C15E(C15F,C15A,
 C15B,C15C,C15D), C311(C316,C315,C314,C313,C312), C11V(C11M,C11N,C11O,C11P,
 C11U), C10P(C10U,C10V,C10M,C10N,C10O), C11G(C11L,C11K,C11J,C11I,C11H),
 C322(C321,C326,C325,C324,C323), C10A(C10B,C10C,C10D,C10E,C10F), C17N(C17M,C17V,
 C17U,C17P,C17O), C15V(C15U,C15P,C15O,C15N,C15M), C15L(C15G,C15H,C15I,C15J,
 C15K), C421(C426,C425,C424,C423,C422)
;
_shelx_shelxl_version_number     2014/7
_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 3.844
_oxdiff_exptl_absorpt_empirical_full_min 0.442