# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_C6Ph6_057GPa
_database_code_depnum_ccdc_archive 'CCDC 2306418'
loop_
_audit_author_name
_audit_author_address
'Stephen Moggach'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2023-12-21 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;

# start Validation Reply Form
_vrf_ATOM007_C6Ph6_0.57GPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: ...
;
_vrf_THETM01_C6Ph6_0.57GPa       
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_STRVA01_C6Ph6_0.57GPa       
;
PROBLEM: Chirality of atom sites is inverted?
RESPONSE: ...
;
_vrf_PLAT029_C6Ph6_0.57GPa       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.473 Why?
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT201_C6Ph6_0.57GPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 42 Report
RESPONSE: Dataset is incomplete so ADPs could not be reliably refined.
;
_vrf_PLAT084_C6Ph6_0.57GPa       
;
PROBLEM: High wR2 Value (i.e. > 0.25) ................... 0.36 Report
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT340_C6Ph6_0.57GPa       
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.02006 Ang.
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT911_C6Ph6_0.57GPa       
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.454 142 Report
RESPONSE: 
Theta sin(th)/Lambda Complete  Expected Measured Total Missing
#--------------------------------------------------------------------
 18.84     0.454     0.786          686      539      147
;
_vrf_PLAT082_C6Ph6_0.57GPa       
;
PROBLEM: High R1 Value .................................. 0.11 Report
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT089_C6Ph6_0.57GPa       
;
PROBLEM: Poor Data / Parameter Ratio (Zmax < 18) ........ 6.34 Note
RESPONSE: Incompleteness of data meant that geometrical restraints were
used to ensure the structure was chemically reasonable.
;
_vrf_PLAT148_C6Ph6_0.57GPa       
;
PROBLEM: s.u. on the c - Axis is (Too) Large .... 0.020 Ang.
RESPONSE: This is correct.
;
_vrf_PLAT242_C6Ph6_0.57GPa       
;
PROBLEM: Low MainMol Ueq as Compared to Neighbors of C31 Check
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT907_C6Ph6_0.57GPa       
;
PROBLEM: Flack x > 0.5, Structure Needs to be Inverted? . 10.00 Check
RESPONSE: ...
;
_vrf_PLAT910_C6Ph6_0.57GPa       
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 5 Note
RESPONSE: 
Theta sin(th)/Lambda Complete  Expected Measured Total Missing
#-----------------------------------------------------------------
 18.84     0.454     0.786          686      539      147
;
# end Validation Reply Form

_chemical_name_common            C6Ph6
_chemical_name_systematic        Hexaphenylbenzene
_chemical_formula_moiety         'C42 H30'
_chemical_formula_sum            'C42 H30'
_chemical_formula_weight         534.66
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H36'
_chemical_oxdiff_usercomment     
'Hexphenylbenzene at 0.57 GPa in MiTeGen LVCO-5 Cryo Oil.'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   11.9478(13)
_cell_length_b                   11.6849(13)
_cell_length_c                   19.94(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2783(3)
_cell_formula_units_Z            4
_cell_measurement_pressure       570000
_cell_measurement_reflns_used    2281
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      20.7690
_cell_measurement_theta_min      3.4020
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0877
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_Laue_measured_fraction_full 0.473
_diffrn_reflns_Laue_measured_fraction_max 0.473
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            6454
_diffrn_reflns_point_group_measured_fraction_full 0.438
_diffrn_reflns_point_group_measured_fraction_max 0.438
_diffrn_reflns_theta_full        18.836
_diffrn_reflns_theta_max         18.836
_diffrn_reflns_theta_min         3.410
_diffrn_ambient_pressure         570000
_diffrn_ambient_temperature      298.0
_diffrn_detector                 'Hybrid photon'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix-6000HE
_diffrn_measured_fraction_theta_full 0.473
_diffrn_measured_fraction_theta_max 0.473
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -22.00   3.00   0.50  100.00    --   17.95  15.00   0.00   50
  2  ω     -1.00  26.00   0.50  100.00    --   17.95  40.00 -12.00   54
  3  ω    -18.00  10.00   0.50  100.00    --   17.95  82.00 -29.00   56
  4  ω    -34.00  -9.00   0.50  100.00    --  -18.26  77.00 -30.00   50
  5  ω    -21.00  11.00   0.50  100.00    --  -18.26  40.00 -12.00   64
  6  ω    -22.00   3.00   0.50  100.00    --  -18.26  15.00   0.00   50
  7  ω    -53.00 -28.00   0.50  100.00    --   17.95 112.00 135.00   50
  8  ω    -68.00 -43.00   0.50  100.00    --  -18.26 112.00 135.00   50
  9  ω     68.00  93.00   0.50  100.00    --   17.95 178.00  90.00   50
 10  ω    -32.00  -7.00   0.50  100.00    --   17.95 -15.00-169.00   50
 11  ω    -32.00  -7.00   0.50  100.00    --  -18.26 -15.00-169.00   50
 12  ω     14.00  43.00   0.50  100.00    --  -18.26 -38.00-180.00   58
 13  ω      6.00  32.00   0.50  100.00    --  -18.26 -53.00-162.00   52
 14  ω     23.00  48.00   0.50  100.00    --   17.95-112.00  42.00   50
 15  ω     71.00  96.00   0.50  100.00    --   17.95-178.00  90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Synergy-S'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0009727000
_diffrn_orient_matrix_UB_12      -0.0011796000
_diffrn_orient_matrix_UB_13      -0.0352674000
_diffrn_orient_matrix_UB_21      -0.0584546000
_diffrn_orient_matrix_UB_22      0.0119452000
_diffrn_orient_matrix_UB_23      0.0004630000
_diffrn_orient_matrix_UB_31      0.0116707000
_diffrn_orient_matrix_UB_32      0.0597622000
_diffrn_orient_matrix_UB_33      -0.0008814000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.777
_reflns_Friedel_fraction_full    0.399
_reflns_Friedel_fraction_max     0.399
_reflns_number_gt                753
_reflns_number_total             958
_reflns_odcompleteness_completeness 32.18
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 
;
 Flack x determined using 262 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   10.0(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.547
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     85
_refine_ls_number_reflns         958
_refine_ls_number_restraints     95
_refine_ls_R_factor_all          0.1403
_refine_ls_R_factor_gt           0.1108
_refine_ls_restrained_S_all      1.573
_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/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3120
_refine_ls_wR_factor_ref         0.3642
_refine_special_details          
;
#-------------------------------------------------------------------------------
CIF VALIDATION REPORT:
#-------------------------------------------------------------------------------
023_ALERT_3_A Resolution (too) Low [sin(theta)/Lambda < 0.6]..     18.84 Degree
029_ALERT_3_A _diffrn_measured_fraction_theta_full value Low .       0.473 Why?
084_ALERT_3_B High wR2 Value (i.e. > 0.25) ...................      0.36 Report
340_ALERT_3_B Low Bond Precision on  C-C Bonds ...............     0.02006 Ang.
082_ALERT_2_C High R1 Value ..................................      0.11 Report
089_ALERT_3_C Poor Data / Parameter Ratio (Zmax < 18) ........        6.34 Note
148_ALERT_3_C s.u. on the      c    - Axis is (Too) Large ....       0.020 Ang.
242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of       C31 Check

Response:  diffraction data are collected at room temperature and 
high-pressure (0.57 GPa) in a diamond anvil cell.
#-------------------------------------------------------------------------------
201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) .......        42 Report
              C1      C2      C3      C4      C5      C6                   etc.
210_ALERT_3_B No Anisotropic ADP's Found in CIF ..............     Please Check

Response:  low completeness of the diffraction due to shading of the detector 
by the diamond anvil cell prevented the refinement of reliable anisotropic
displacement parameters.
#-------------------------------------------------------------------------------
911_ALERT_3_B Missing FCF Refl Between Thmin & STh/L=    0.454       142 Report
910_ALERT_3_C Missing # of FCF Reflection(s) Below Theta(Min).           5 Note

Response:  Theta sin(th)/Lambda Complete  Expected Measured  Missing
              18.84     0.454     0.786     686      539      147
#-------------------------------------------------------------------------------
915_ALERT_3_B No Flack x Check Done: Low Friedel Pair Coverage            40 %
907_ALERT_2_C Flack x > 0.5, Structure Needs to be Inverted? .      10.00 Check

Response:  Check done. Structure is not inverted.
#-------------------------------------------------------------------------------
002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          24 Note
003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...        42 Report
172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records        25 Report
174_ALERT_4_G The CIF-Embedded .res File Contains FLAT Records         7 Report
178_ALERT_4_G The CIF-Embedded .res File Contains SIMU Records         7 Report
187_ALERT_4_G The CIF-Embedded .res File Contains RIGU Records         1 Report

Response: bond lengths and 1,3-distance between the benzene and phenyl
substituents were restrained to values measured for the same crystal at ambient
temperature and pressure. 
#-------------------------------------------------------------------------------
933_ALERT_2_G Number of OMIT Records in Embedded .res File ...           5 Note
913_ALERT_3_G Missing # of Very Strong Reflections in FCF ....           1 Note

Response: omitted reflection is from the diamond anvil cell (diamond anvil,
tungsten powder ring or ruby pressure calibrant).
#-------------------------------------------------------------------------------
008_ALERT_5_G No _iucr_refine_reflections_details   in the CIF      Please Do !
012_ALERT_1_G No       _shelx_res_checksum Found in CIF ......     Please Check
032_ALERT_4_G Std. Uncertainty on Flack Parameter Value High .     1.000 Report
072_ALERT_2_G SHELXL First  Parameter in WGHT  Unusually Large      0.20 Report
115_ALERT_5_G ADDSYM Detects Noncrystallographic Inversion ...        97% Check
795_ALERT_4_G C-Atom in CIF Coordinate List Out-of-Sequence ..         C29 Note
860_ALERT_3_G Number of Least-Squares Restraints .............          95 Note
909_ALERT_3_G Percentage of I>2sig(I) Data at Theta(Max) Still         58% Note
916_ALERT_2_G Hooft y and Flack x Parameter Values Differ by .       9.43 Check
952_ALERT_5_G Calculated (ThMax) and CIF-Reported Lmax Differ          11 Units
958_ALERT_1_G Calculated (ThMax) and Actual (FCF) Lmax Differ          11 Units
978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          4 Info

Response:  no action taken.
#-------------------------------------------------------------------------------
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1 times of:
  H14 of C14, H16 of C16, H15 of C15, H17 of C17, H21 of C21, H23 of C23, H20
  of C20, H22 of C22, H18 of C18, H40 of C40, H9 of C9, H42 of C42, H39 of C39,
  H41 of C41, H10 of C10, H38 of C38, H8 of C8, H30 of C30, H26 of C26, H28 of
  C28, H29 of C29, H27 of C27, H33 of C33, H34 of C34, H32 of C32, H35 of C35,
  H36 of C36, H12 of C12, H11 of C11
 At 1.2 times of:
  H24 of C24
2. Restrained distances
 C37-C5
 2.508 with sigma of 0.01
 C1-C12
 2.512 with sigma of 0.02
 C3-C20
 2.488 with sigma of 0.02
 C6-C7
 2.478 with sigma of 0.02
 C7-C2
 2.513 with sigma of 0.02
 C4-C30
 2.499 with sigma of 0.02
 C1-C13
 2.52 with sigma of 0.02
 C2-C14
 2.478 with sigma of 0.02
 C13-C3
 2.476 with sigma of 0.02
 C2-C19
 2.519 with sigma of 0.02
 C19-C4
 2.504 with sigma of 0.02
 C5-C36
 2.474 with sigma of 0.02
 C3-C25
 2.478 with sigma of 0.02
 C26-C4
 2.485 with sigma of 0.02
 C25-C5
 2.515 with sigma of 0.02
 C24-C3
 2.51 with sigma of 0.02
 C31-C4
 2.494 with sigma of 0.02
 C18-C2
 2.484 with sigma of 0.02
 C31-C6
 2.479 with sigma of 0.02
 C8-C1
 2.474 with sigma of 0.02
 C5-C37
 2.508 with sigma of 0.02
 C37-C1
 2.5 with sigma of 0.02
 C38-C6
 2.497 with sigma of 0.02
 C6-C42
 2.515 with sigma of 0.02
 C32-C5
 2.478 with sigma of 0.02
3. Restrained planarity
 C19, C25, C31, C37, C7, C1, C2, C3, C5, C4, C6, C13
 with sigma of 0.1
 C13, C18, C17, C16, C15, C14
 with sigma of 0.1
 C19, C20, C21, C22, C23, C24
 with sigma of 0.1
 C25, C30, C29, C28, C27, C26
 with sigma of 0.1
 C31, C36, C35, C34, C33, C32
 with sigma of 0.1
 C42, C37, C38, C39, C40, C41
 with sigma of 0.1
 C7, C12, C11, C10, C9, C8
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C16 \\sim C17 \\sim C18 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C21 \\sim C20 \\sim C19 \\sim C24 \\sim C23 \\sim C22: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C25 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41 \\sim C42: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C7 \\sim C8 \\sim C9 \\sim C10 \\sim C11 \\sim C12: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C1: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
5. Rigid body (RIGU) restrains
 C25, C30, C29, C26, C6, C5, C4, C3, C2, C1, C19, C20, C21, C22, C23, C24, C13,
  C18, C17, C16, C15, C14, C31, C36, C35, C34, C33, C32, C7, C12, C11, C10, C9,
 C8, C42, C37, C38, C39, C40, C41, C28, C27
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Aromatic/amide H refined with riding coordinates:
 C30(H30), C29(H29), C28(H28), C27(H27), C26(H26), C20(H20), C21(H21),
 C22(H22), C23(H23), C24(H24), C18(H18), C17(H17), C16(H16), C15(H15), C14(H14),
  C36(H36), C35(H35), C34(H34), C33(H33), C32(H32), C12(H12), C11(H11),
 C10(H10), C9(H9), C8(H8), C42(H42), C38(H38), C39(H39), C40(H40), C41(H41)
6.b Fitted hexagon refined as free rotating group:
 C25(C30,C29,C28,C27,C26), C6(C5,C4,C3,C2,C1), C19(C20,C21,C22,C23,C24),
 C13(C18,C17,C16,C15,C14), C31(C36,C35,C34,C33,C32), C7(C12,C11,C10,C9,C8),
 C42(C37,C38,C39,C40,C41)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C25 C 0.2628(9) 0.6787(11) 0.4033(9) 0.047(6) Uiso 1 1 d DG U . . .
C30 C 0.3630(7) 0.7262(13) 0.3814(12) 0.062(7) Uiso 1 1 d DG U . . .
H30 H 0.430723 0.698669 0.397774 0.062 Uiso 1 1 calc R U . . .
C29 C 0.3620(10) 0.8150(15) 0.3350(14) 0.066(7) Uiso 1 1 d G U . . .
H29 H 0.429032 0.846812 0.320300 0.066 Uiso 1 1 calc R U . . .
C28 C 0.2608(13) 0.8562(15) 0.3105(13) 0.068(7) Uiso 1 1 d G U . . .
H28 H 0.260144 0.915596 0.279407 0.068 Uiso 1 1 calc R U . . .
C27 C 0.1606(10) 0.8087(14) 0.3324(13) 0.063(7) Uiso 1 1 d G U . . .
H27 H 0.092944 0.836239 0.315987 0.063 Uiso 1 1 calc R U . . .
C26 C 0.1617(7) 0.7199(13) 0.3788(11) 0.057(6) Uiso 1 1 d DG U . . .
H26 H 0.094632 0.688096 0.393460 0.057 Uiso 1 1 calc R U . . .
C6 C 0.3065(9) 0.3949(7) 0.4903(4) 0.036(6) Uiso 1 1 d DG U . . .
C5 C 0.3056(9) 0.4786(9) 0.4408(4) 0.049(6) Uiso 1 1 d DG U . . .
C4 C 0.2618(9) 0.5863(8) 0.4545(5) 0.041(6) Uiso 1 1 d DG U . . .
C3 C 0.2188(8) 0.6103(7) 0.5177(6) 0.045(6) Uiso 1 1 d DG U . . .
C2 C 0.2197(9) 0.5266(9) 0.5673(5) 0.044(6) Uiso 1 1 d DG U . . .
C1 C 0.2635(9) 0.4189(8) 0.5536(4) 0.042(6) Uiso 1 1 d DG U . . .
C19 C 0.1769(8) 0.7308(8) 0.5319(13) 0.048(6) Uiso 1 1 d DG U . . .
C20 C 0.2544(8) 0.8122(10) 0.5526(15) 0.042(6) Uiso 1 1 d DG U . . .
H20 H 0.329375 0.792247 0.557307 0.042 Uiso 1 1 calc R U . . .
C21 C 0.2199(10) 0.9233(10) 0.5663(17) 0.047(6) Uiso 1 1 d G U . . .
H21 H 0.271701 0.977760 0.580217 0.047 Uiso 1 1 calc R U . . .
C22 C 0.1078(10) 0.9531(9) 0.5593(19) 0.058(7) Uiso 1 1 d G U . . .
H22 H 0.084714 1.027433 0.568528 0.058 Uiso 1 1 calc R U . . .
C23 C 0.0304(8) 0.8717(10) 0.539(2) 0.059(6) Uiso 1 1 d G U . . .
H23 H -0.044601 0.891593 0.533928 0.059 Uiso 1 1 calc R U . . .
C24 C 0.0649(8) 0.7605(10) 0.5249(16) 0.051(6) Uiso 1 1 d DG U . . .
H24 H 0.013071 0.706079 0.511018 0.061 Uiso 1 1 calc R U . . .
C13 C 0.1710(11) 0.5563(13) 0.6344(8) 0.068(7) Uiso 1 1 d DG U . . .
C18 C 0.0562(11) 0.5413(13) 0.6419(10) 0.091(8) Uiso 1 1 d DG U . . .
H18 H 0.013942 0.512507 0.606576 0.091 Uiso 1 1 calc R U . . .
C17 C 0.0047(11) 0.5694(14) 0.7022(12) 0.102(9) Uiso 1 1 d G U . . .
H17 H -0.072030 0.559330 0.707247 0.102 Uiso 1 1 calc R U . . .
C16 C 0.0679(18) 0.6124(17) 0.7550(10) 0.108(9) Uiso 1 1 d G U . . .
H16 H 0.033484 0.631202 0.795391 0.108 Uiso 1 1 calc R U . . .
C15 C 0.1827(17) 0.6274(17) 0.7475(9) 0.105(9) Uiso 1 1 d G U . . .
H15 H 0.224972 0.656251 0.782863 0.105 Uiso 1 1 calc R U . . .
C14 C 0.2342(10) 0.5994(14) 0.6872(9) 0.088(8) Uiso 1 1 d DG U . . .
H14 H 0.310946 0.609428 0.682192 0.088 Uiso 1 1 calc R U . . .
C31 C 0.3503(9) 0.4521(12) 0.3734(7) 0.050(6) Uiso 1 1 d DG U . . .
C36 C 0.4661(9) 0.4515(12) 0.3667(9) 0.077(7) Uiso 1 1 d DG U . . .
H36 H 0.511264 0.467290 0.403519 0.077 Uiso 1 1 calc R U . . .
C35 C 0.5144(9) 0.4275(12) 0.3048(11) 0.076(7) Uiso 1 1 d G U . . .
H35 H 0.591857 0.427169 0.300287 0.076 Uiso 1 1 calc R U . . .
C34 C 0.4469(15) 0.4040(15) 0.2497(9) 0.083(8) Uiso 1 1 d G U . . .
H34 H 0.479192 0.387894 0.208344 0.083 Uiso 1 1 calc R U . . .
C33 C 0.3311(14) 0.4045(15) 0.2565(7) 0.085(8) Uiso 1 1 d G U . . .
H33 H 0.285933 0.388739 0.219632 0.085 Uiso 1 1 calc R U . . .
C32 C 0.2828(8) 0.4285(12) 0.3183(8) 0.071(7) Uiso 1 1 d DG U . . .
H32 H 0.205337 0.428860 0.322863 0.071 Uiso 1 1 calc R U . . .
C7 C 0.2695(10) 0.3287(12) 0.6054(10) 0.053(6) Uiso 1 1 d DG U . . .
C12 C 0.1755(8) 0.2682(12) 0.6260(12) 0.059(7) Uiso 1 1 d DG U . . .
H12 H 0.105665 0.285502 0.608066 0.059 Uiso 1 1 calc R U . . .
C11 C 0.1859(11) 0.1817(13) 0.6735(14) 0.061(7) Uiso 1 1 d G U . . .
H11 H 0.122955 0.141115 0.687270 0.061 Uiso 1 1 calc R U . . .
C10 C 0.2902(13) 0.1557(13) 0.7003(13) 0.065(7) Uiso 1 1 d G U . . .
H10 H 0.297143 0.097850 0.732009 0.065 Uiso 1 1 calc R U . . .
C9 C 0.3842(10) 0.2163(14) 0.6796(12) 0.072(7) Uiso 1 1 d G U . . .
H9 H 0.454042 0.198971 0.697544 0.072 Uiso 1 1 calc R U . . .
C8 C 0.3739(8) 0.3028(13) 0.6322(11) 0.054(6) Uiso 1 1 d DG U . . .
H8 H 0.436754 0.343358 0.618341 0.054 Uiso 1 1 calc R U . . .
C42 C 0.4595(9) 0.2420(9) 0.4830(14) 0.047(6) Uiso 1 1 d DG U . . .
H42 H 0.511538 0.293787 0.499796 0.047 Uiso 1 1 calc R U . . .
C37 C 0.3491(9) 0.2758(7) 0.4733(12) 0.037(5) Uiso 1 1 d DG U . . .
C38 C 0.2713(8) 0.1984(10) 0.4483(15) 0.048(6) Uiso 1 1 d DG U . . .
H38 H 0.197438 0.220996 0.441730 0.048 Uiso 1 1 calc R U . . .
C39 C 0.3038(10) 0.0872(10) 0.4330(17) 0.047(6) Uiso 1 1 d G U . . .
H39 H 0.251704 0.035394 0.416225 0.047 Uiso 1 1 calc R U . . .
C40 C 0.4141(10) 0.0534(10) 0.4427(19) 0.062(7) Uiso 1 1 d G U . . .
H40 H 0.435886 -0.021013 0.432505 0.062 Uiso 1 1 calc R U . . .
C41 C 0.4920(9) 0.1308(11) 0.4678(19) 0.056(6) Uiso 1 1 d G U . . .
H41 H 0.565805 0.108181 0.474290 0.056 Uiso 1 1 calc R U . . .

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C25 C30 1.3900 . ?
C25 C26 1.3900 . ?
C25 C4 1.485(13) . ?
C30 H30 0.9300 . ?
C30 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C27 1.3900 . ?
C27 H27 0.9300 . ?
C27 C26 1.3900 . ?
C26 H26 0.9300 . ?
C6 C5 1.3900 . ?
C6 C1 1.3900 . ?
C6 C37 1.521(10) . ?
C5 C4 1.3900 . ?
C5 C31 1.478(14) . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C19 1.521(10) . ?
C2 C1 1.3900 . ?
C2 C13 1.500(14) . ?
C1 C7 1.477(13) . ?
C19 C20 1.3900 . ?
C19 C24 1.3900 . ?
C20 H20 0.9300 . ?
C20 C21 1.3900 . ?
C21 H21 0.9300 . ?
C21 C22 1.3900 . ?
C22 H22 0.9300 . ?
C22 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C24 1.3900 . ?
C24 H24 0.9300 . ?
C13 C18 1.3900 . ?
C13 C14 1.3900 . ?
C18 H18 0.9300 . ?
C18 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C16 1.3900 . ?
C16 H16 0.9300 . ?
C16 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C14 1.3900 . ?
C14 H14 0.9300 . ?
C31 C36 1.3900 . ?
C31 C32 1.3900 . ?
C36 H36 0.9300 . ?
C36 C35 1.3900 . ?
C35 H35 0.9300 . ?
C35 C34 1.3900 . ?
C34 H34 0.9300 . ?
C34 C33 1.3900 . ?
C33 H33 0.9300 . ?
C33 C32 1.3900 . ?
C32 H32 0.9300 . ?
C7 C12 1.3900 . ?
C7 C8 1.3900 . ?
C12 H12 0.9300 . ?
C12 C11 1.3900 . ?
C11 H11 0.9300 . ?
C11 C10 1.3900 . ?
C10 H10 0.9300 . ?
C10 C9 1.3900 . ?
C9 H9 0.9300 . ?
C9 C8 1.3900 . ?
C8 H8 0.9300 . ?
C42 H42 0.9300 . ?
C42 C37 1.3900 . ?
C42 C41 1.3900 . ?
C37 C38 1.3900 . ?
C38 H38 0.9300 . ?
C38 C39 1.3900 . ?
C39 H39 0.9300 . ?
C39 C40 1.3900 . ?
C40 H40 0.9300 . ?
C40 C41 1.3900 . ?
C41 H41 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C30 C25 C26 120.0 . . ?
C30 C25 C4 120.9(7) . . ?
C26 C25 C4 119.1(7) . . ?
C25 C30 H30 120.0 . . ?
C29 C30 C25 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C27 C28 H28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C26 C27 H27 120.0 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0 . . ?
C27 C26 H26 120.0 . . ?
C5 C6 C1 120.0 . . ?
C5 C6 C37 119.2(9) . . ?
C1 C6 C37 120.7(9) . . ?
C6 C5 C31 119.7(8) . . ?
C4 C5 C6 120.0 . . ?
C4 C5 C31 120.3(8) . . ?
C5 C4 C25 121.3(9) . . ?
C5 C4 C3 120.0 . . ?
C3 C4 C25 118.6(9) . . ?
C4 C3 C19 118.5(11) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 C19 121.4(11) . . ?
C3 C2 C13 117.9(9) . . ?
C1 C2 C3 120.0 . . ?
C1 C2 C13 122.1(9) . . ?
C6 C1 C7 118.2(9) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 C7 121.8(9) . . ?
C20 C19 C3 118.0(6) . . ?
C20 C19 C24 120.0 . . ?
C24 C19 C3 122.0(6) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.0 . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.0 . . ?
C24 C23 H23 120.0 . . ?
C19 C24 H24 120.0 . . ?
C23 C24 C19 120.0 . . ?
C23 C24 H24 120.0 . . ?
C18 C13 C2 116.7(9) . . ?
C18 C13 C14 120.0 . . ?
C14 C13 C2 123.3(9) . . ?
C13 C18 H18 120.0 . . ?
C17 C18 C13 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C36 C31 C5 116.7(8) . . ?
C36 C31 C32 120.0 . . ?
C32 C31 C5 123.3(8) . . ?
C31 C36 H36 120.0 . . ?
C31 C36 C35 120.0 . . ?
C35 C36 H36 120.0 . . ?
C36 C35 H35 120.0 . . ?
C34 C35 C36 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C34 H34 120.0 . . ?
C35 C34 C33 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C33 H33 120.0 . . ?
C32 C33 C34 120.0 . . ?
C32 C33 H33 120.0 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 C31 120.0 . . ?
C33 C32 H32 120.0 . . ?
C12 C7 C1 122.1(8) . . ?
C12 C7 C8 120.0 . . ?
C8 C7 C1 117.9(8) . . ?
C7 C12 H12 120.0 . . ?
C11 C12 C7 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C11 H11 120.0 . . ?
C12 C11 C10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C10 H10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C9 H9 120.0 . . ?
C10 C9 C8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C37 C42 H42 120.0 . . ?
C37 C42 C41 120.0 . . ?
C41 C42 H42 120.0 . . ?
C42 C37 C6 123.1(7) . . ?
C42 C37 C38 120.0 . . ?
C38 C37 C6 116.9(7) . . ?
C37 C38 H38 120.0 . . ?
C39 C38 C37 120.0 . . ?
C39 C38 H38 120.0 . . ?
C38 C39 H39 120.0 . . ?
C38 C39 C40 120.0 . . ?
C40 C39 H39 120.0 . . ?
C39 C40 H40 120.0 . . ?
C41 C40 C39 120.0 . . ?
C41 C40 H40 120.0 . . ?
C42 C41 H41 120.0 . . ?
C40 C41 C42 120.0 . . ?
C40 C41 H41 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C25 C30 C29 C28 0.0 . . . . ?
C25 C4 C3 C2 -178.1(8) . . . . ?
C25 C4 C3 C19 -1.2(7) . . . . ?
C30 C25 C26 C27 0.0 . . . . ?
C30 C25 C4 C5 -66.6(14) . . . . ?
C30 C25 C4 C3 111.5(13) . . . . ?
C30 C29 C28 C27 0.0 . . . . ?
C29 C28 C27 C26 0.0 . . . . ?
C28 C27 C26 C25 0.0 . . . . ?
C26 C25 C30 C29 0.0 . . . . ?
C26 C25 C4 C5 115.3(12) . . . . ?
C26 C25 C4 C3 -66.5(14) . . . . ?
C6 C5 C4 C25 178.1(8) . . . . ?
C6 C5 C4 C3 0.0 . . . . ?
C6 C5 C31 C36 -77.9(9) . . . . ?
C6 C5 C31 C32 102.3(10) . . . . ?
C6 C1 C7 C12 -106.6(12) . . . . ?
C6 C1 C7 C8 71.5(12) . . . . ?
C6 C37 C38 C39 -178.6(18) . . . . ?
C5 C6 C1 C2 0.0 . . . . ?
C5 C6 C1 C7 -178.0(9) . . . . ?
C5 C6 C37 C42 93.1(17) . . . . ?
C5 C6 C37 C38 -88.3(14) . . . . ?
C5 C4 C3 C2 0.0 . . . . ?
C5 C4 C3 C19 177.0(7) . . . . ?
C5 C31 C36 C35 -179.9(13) . . . . ?
C5 C31 C32 C33 179.9(13) . . . . ?
C4 C25 C30 C29 -178.1(16) . . . . ?
C4 C25 C26 C27 178.1(16) . . . . ?
C4 C5 C31 C36 102.8(8) . . . . ?
C4 C5 C31 C32 -77.0(11) . . . . ?
C4 C3 C2 C1 0.0 . . . . ?
C4 C3 C2 C13 -179.2(9) . . . . ?
C4 C3 C19 C20 -85.4(16) . . . . ?
C4 C3 C19 C24 94.8(17) . . . . ?
C3 C2 C1 C6 0.0 . . . . ?
C3 C2 C1 C7 177.9(9) . . . . ?
C3 C2 C13 C18 86.2(10) . . . . ?
C3 C2 C13 C14 -92.4(11) . . . . ?
C3 C19 C20 C21 -180(2) . . . . ?
C3 C19 C24 C23 180(2) . . . . ?
C2 C3 C19 C20 91.5(16) . . . . ?
C2 C3 C19 C24 -88.3(18) . . . . ?
C2 C1 C7 C12 75.4(14) . . . . ?
C2 C1 C7 C8 -106.5(11) . . . . ?
C2 C13 C18 C17 -178.6(14) . . . . ?
C2 C13 C14 C15 178.5(15) . . . . ?
C1 C6 C5 C4 0.0 . . . . ?
C1 C6 C5 C31 -179.3(8) . . . . ?
C1 C6 C37 C42 -90.1(16) . . . . ?
C1 C6 C37 C38 88.4(14) . . . . ?
C1 C2 C13 C18 -93.0(10) . . . . ?
C1 C2 C13 C14 88.4(12) . . . . ?
C1 C7 C12 C11 178.0(16) . . . . ?
C1 C7 C8 C9 -178.1(15) . . . . ?
C19 C3 C2 C1 -176.9(8) . . . . ?
C19 C3 C2 C13 3.9(9) . . . . ?
C19 C20 C21 C22 0.0 . . . . ?
C20 C19 C24 C23 0.0 . . . . ?
C20 C21 C22 C23 0.0 . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C19 0.0 . . . . ?
C24 C19 C20 C21 0.0 . . . . ?
C13 C2 C1 C6 179.2(10) . . . . ?
C13 C2 C1 C7 -2.9(11) . . . . ?
C13 C18 C17 C16 0.0 . . . . ?
C18 C13 C14 C15 0.0 . . . . ?
C18 C17 C16 C15 0.0 . . . . ?
C17 C16 C15 C14 0.0 . . . . ?
C16 C15 C14 C13 0.0 . . . . ?
C14 C13 C18 C17 0.0 . . . . ?
C31 C5 C4 C25 -2.6(7) . . . . ?
C31 C5 C4 C3 179.3(8) . . . . ?
C31 C36 C35 C34 0.0 . . . . ?
C36 C31 C32 C33 0.0 . . . . ?
C36 C35 C34 C33 0.0 . . . . ?
C35 C34 C33 C32 0.0 . . . . ?
C34 C33 C32 C31 0.0 . . . . ?
C32 C31 C36 C35 0.0 . . . . ?
C7 C12 C11 C10 0.0 . . . . ?
C12 C7 C8 C9 0.0 . . . . ?
C12 C11 C10 C9 0.0 . . . . ?
C11 C10 C9 C8 0.0 . . . . ?
C10 C9 C8 C7 0.0 . . . . ?
C8 C7 C12 C11 0.0 . . . . ?
C42 C37 C38 C39 0.0 . . . . ?
C37 C6 C5 C4 176.8(8) . . . . ?
C37 C6 C5 C31 -2.5(9) . . . . ?
C37 C6 C1 C2 -176.7(8) . . . . ?
C37 C6 C1 C7 5.3(10) . . . . ?
C37 C42 C41 C40 0.0 . . . . ?
C37 C38 C39 C40 0.0 . . . . ?
C38 C39 C40 C41 0.0 . . . . ?
C39 C40 C41 C42 0.0 . . . . ?
C41 C42 C37 C6 178.5(19) . . . . ?
C41 C42 C37 C38 0.0 . . . . ?


_olex2_exptl_crystal_mounting_method 
;
Loaded in a Merrill-Bassett diamond anvil cell in a PTM 
of MiTeGen LVCO-5 Cryo Oil.
;
_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 3.237
_oxdiff_exptl_absorpt_empirical_full_min 0.553
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_C6Ph6_105GPa
_database_code_depnum_ccdc_archive 'CCDC 2306420'
loop_
_audit_author_name
_audit_author_address
'Stephen Moggach'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2023-12-21 downloaded from the CCDC.
;
_audit_creation_date             2023-08-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;


# start Validation Reply Form
_vrf_ATOM007_C6Ph6_1.05GPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: ...
;
_vrf_THETM01_C6Ph6_1.05GPa       
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_RINTA01_C6Ph6_1.05GPa       
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT029_C6Ph6_1.05GPa       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.428 Why?
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT201_C6Ph6_1.05GPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 42 Report
RESPONSE:Dataset is incomplete so ADPs could not be reliably refined.
;
_vrf_PLAT020_C6Ph6_1.05GPa       
;
PROBLEM: The Value of Rint is Greater Than 0.12 ......... 0.214 Report
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT084_C6Ph6_1.05GPa       
;
PROBLEM: High wR2 Value (i.e. > 0.25) ................... 0.37 Report
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT340_C6Ph6_1.05GPa       
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.01592 Ang.
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT733_C6Ph6_1.05GPa       
;
PROBLEM: Torsion Calc -179.9(9), Rep -179.96(12) ...... 7.50 s.u.-R
RESPONSE: This correct. Torsions are erroneous due to data incompleteness.
;
_vrf_PLAT911_C6Ph6_1.05GPa       
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.456 187 Report
RESPONSE: 
Theta sin(Th)/L    #     R1    wR2      S     Rs av(I/SigW)   av(I)    av(SigW)
#-------------------------------------------------------------------------------
 12.38  0.302    290  0.097  0.297  1.219  0.073   3.69     1349.18      297.74
 15.68  0.380    275  0.143  0.392  1.221  0.194   2.46      225.56       66.90
 18.02  0.435    239  0.188  0.468  1.127  0.361   1.73      153.75       66.57
 18.92  0.456    102  0.185  0.523  1.129  0.515   1.40      136.20       79.40
;
# end Validation Reply Form


_chemical_name_common            C6Ph6
_chemical_name_systematic        Hexaphenylbenzene
_chemical_formula_moiety         '2(C21 H15)'
_chemical_formula_sum            'C42 H30'
_chemical_formula_weight         534.66
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H30'
_chemical_oxdiff_usercomment     
'Hexphenylbenzene at 1.05 GPa in MiTeGen LVCO-5 Cryo Oil.'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4952(15)
_cell_length_b                   19.71(3)
_cell_length_c                   11.7143(18)
_cell_angle_alpha                90
_cell_angle_beta                 91.020(13)
_cell_angle_gamma                90
_cell_volume                     2653(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2181
_cell_measurement_temperature    298(2)
_cell_measurement_pressure       1050000
_cell_measurement_theta_max      18.9130
_cell_measurement_theta_min      3.4590
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39383
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2145
_diffrn_reflns_av_unetI/netI     0.1207
_diffrn_reflns_Laue_measured_fraction_full 0.428
_diffrn_reflns_Laue_measured_fraction_max 0.428
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7240
_diffrn_reflns_point_group_measured_fraction_full 0.428
_diffrn_reflns_point_group_measured_fraction_max 0.428
_diffrn_reflns_theta_full        18.925
_diffrn_reflns_theta_max         18.925
_diffrn_reflns_theta_min         3.479
_diffrn_ambient_temperature      293(2)
_diffrn_ambient_pressure         1050000
_diffrn_detector                 'Hybrid Photon'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.428
_diffrn_measured_fraction_theta_max 0.428
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -41.00  22.00   0.50  145.00    --   13.08  53.00 -17.00  126
  2  ω      6.00  31.00   0.50  145.00    --  -13.39  13.00  -3.00   50
  3  ω     11.00  37.00   0.50  145.00    --  -13.39 -26.00   8.00   52
  4  ω      7.00  32.00   0.50  145.00    --  -13.39   0.00   0.00   50
  5  ω    -16.00  61.00   0.50  145.00    --   13.08 -67.00  23.00  154
  6  ω      7.00  33.00   0.50  145.00    --   13.08 -97.00  35.00   52
  7  ω     42.00  76.00   0.50  145.00    --   13.08 -97.00-143.00   68
  8  ω      7.00  38.00   0.50  145.00    --  -13.39 -53.00-162.00   62
  9  ω    -16.00  11.00   0.50  145.00    --  -13.39 -38.00-150.00   54
 10  ω    -43.00   6.00   0.50  145.00    --   13.08  38.00-180.00   98
 11  ω    -33.00  -8.00   0.50  145.00    --  -13.39  57.00-180.00   50
 12  ω    -63.00 -35.00   0.50  145.00    --  -13.39  57.00-180.00   56
 13  ω    -30.00   3.00   0.50  145.00    --  -13.39  67.00 -23.00   66
 14  ω    -38.00  -9.00   0.50  145.00    --   13.08  77.00 150.00   58
 15  ω   -103.00 -69.00   0.50  145.00    --  -13.39-178.00 -90.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0011323000
_diffrn_orient_matrix_UB_12      0.0362021000
_diffrn_orient_matrix_UB_13      0.0010825000
_diffrn_orient_matrix_UB_21      0.0123227000
_diffrn_orient_matrix_UB_22      -0.0002826000
_diffrn_orient_matrix_UB_23      0.0594033000
_diffrn_orient_matrix_UB_31      0.0602730000
_diffrn_orient_matrix_UB_32      0.0008463000
_diffrn_orient_matrix_UB_33      -0.0109368000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                529
_reflns_number_total             906
_reflns_odcompleteness_completeness 34.53
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     20.77
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.256
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         906
_refine_ls_number_restraints     111
_refine_ls_R_factor_all          0.1852
_refine_ls_R_factor_gt           0.1242
_refine_ls_restrained_S_all      1.184
_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/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3226
_refine_ls_wR_factor_ref         0.3682
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.991(3)
 0.009(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Restrained distances
 C1A-C2A
 1.39 with sigma of 0.02
 C1A-C3A_$1
 1.39 with sigma of 0.02
 C3A_$1-C2A_$1
 1.39 with sigma of 0.02
 C2A_$1-C1A_$1
 1.39 with sigma of 0.02
 C3A-C1A_$1
 1.39 with sigma of 0.02
 C2A-C3A
 1.39 with sigma of 0.02
 C2-C1
 1.39 with sigma of 0.02
 C1-C3_$2
 1.39 with sigma of 0.02
 C3_$2-C2_$2
 1.39 with sigma of 0.02
 C1_$2-C2_$2
 1.39 with sigma of 0.02
 C3-C1_$2
 1.39 with sigma of 0.02
 C2-C3
 1.39 with sigma of 0.02
 C2_$2-C3
 2.42 with sigma of 0.02
 C3_$2-C1_$2
 2.42 with sigma of 0.02
 C1-C3
 2.42 with sigma of 0.02
 C2-C1_$2
 2.42 with sigma of 0.02
 C2-C3_$2
 2.42 with sigma of 0.02
 C1-C2_$2
 2.42 with sigma of 0.02
 C3A_$1-C2A
 2.42 with sigma of 0.02
 C1A_$1-C2A
 2.42 with sigma of 0.02
 C2A_$1-C3A
 2.42 with sigma of 0.02
 C1A-C2A_$1
 2.42 with sigma of 0.02
 C1A-C3A
 2.42 with sigma of 0.02
 C3A_$1-C1A_$1
 2.42 with sigma of 0.02
4. Restrained planarity
 C1_$2, C1, C3_$2, C3, C2_$2, C2
 with sigma of 0.1
 C3A, C1A_$1, C1A, C2A_$1, C2A, C3A_$1
 with sigma of 0.1
 C20A_$1, C21A_$1, C19A_$1, C18A_$1, C17A_$1, C16A_$1
 with sigma of 0.1
 C13A_$1, C14A_$1, C15A_$1, C10A_$1, C11A_$1, C12A_$1
 with sigma of 0.1
 C4A_$1, C5A_$1, C6A_$1, C7A_$1, C8A_$1, C9A_$1
 with sigma of 0.1
 C16A, C21A, C20A, C19A, C18A, C17A
 with sigma of 0.1
 C13A, C12A, C11A, C10A, C15A, C14A
 with sigma of 0.1
 C4A, C5A, C6A, C7A, C8A, C9A
 with sigma of 0.1
 C5, C6, C7, C8, C9, C4
 with sigma of 0.1
 C10, C14, C15, C13, C12, C11
 with sigma of 0.1
 C17, C21, C16, C18, C19, C20
 with sigma of 0.1
 C16, C21, H21, C20, H20, C19, H19, C18, H18, C17, H17, C3
 with sigma of 0.01
 C10, C11, H11, C15, H15, C14, H14, C13, H13, C12, H12, C2
 with sigma of 0.01
 C4, C9, H9, C8, H8, C7, H7, C6, H6, C5, H5, C1
 with sigma of 0.01
 C3A, C17A, H17A, C18A, H18A, C19A, H19A, C20A, H20A, C21A, H21A, C16A
 with sigma of 0.01
 C10A, C15A, H15A, C14A, H14A, C12A, C11A, H11A, C2A, C13A, H13A, H12A
 with sigma of 0.01
 C9A, H9A, C8A, C7A, C6A, H6A, C5A, H5A, C4A, C1A, H8A, H7A
 with sigma of 0.01
5.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C7(H7), C6(H6), C5(H5), C11(H11), C15(H15), C14(H14),
 C13(H13), C12(H12), C21(H21), C20(H20), C19(H19), C18(H18), C17(H17),
 C17A(H17A), C18A(H18A), C19A(H19A), C20A(H20A), C21A(H21A), C15A(H15A),
 C14A(H14A), C13A(H13A), C12A(H12A), C11A(H11A), C9A(H9A), C8A(H8A), C7A(H7A),
 C6A(H6A), C5A(H5A)
5.b Fitted hexagon refined as free rotating group:
 C4(C9,C8,C7,C6,C5), C11(C10,C15,C14,C13,C12), C16(C21,C20,C19,C18,C17),
 C17A(C18A,C19A,C20A,C21A,C16A), C10A(C15A,C14A,C13A,C12A,C11A), C9A(C8A,C7A,
 C6A,C5A,C4A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C4 C 0.9460(6) 0.6279(8) 0.3848(8) 0.048(5) Uiso 1 1 d G . . . .
C9 C 0.9374(7) 0.6258(8) 0.2663(8) 0.060(5) Uiso 1 1 d G . . . .
H9 H 0.949948 0.585238 0.227903 0.073 Uiso 1 1 calc R U . . .
C8 C 0.9100(8) 0.6843(9) 0.2053(6) 0.070(6) Uiso 1 1 d G . . . .
H8 H 0.904197 0.682902 0.126027 0.083 Uiso 1 1 calc R U . . .
C7 C 0.8912(9) 0.7450(9) 0.2627(10) 0.071(6) Uiso 1 1 d G . . . .
H7 H 0.872882 0.784120 0.221851 0.085 Uiso 1 1 calc R U . . .
C6 C 0.8999(10) 0.7471(9) 0.3811(10) 0.080(6) Uiso 1 1 d G . . . .
H6 H 0.887317 0.787674 0.419553 0.096 Uiso 1 1 calc R U . . .
C5 C 0.9273(8) 0.6886(9) 0.4422(6) 0.068(6) Uiso 1 1 d G . . . .
H5 H 0.933067 0.690010 0.521432 0.082 Uiso 1 1 calc R U . . .
C1 C 0.9759(9) 0.5621(6) 0.4461(9) 0.051(5) Uiso 1 1 d D . . . .
C3A C 0.5231(9) 0.9337(6) 0.4619(10) 0.059(5) Uiso 1 1 d D . . . .
C11 C 0.6919(8) 0.5545(8) 0.4899(5) 0.061(5) Uiso 1 1 d G . . . .
H11 H 0.718372 0.562579 0.564109 0.073 Uiso 1 1 calc R U . . .
C10 C 0.7667(6) 0.5273(7) 0.4099(7) 0.067(5) Uiso 1 1 d G . . . .
C15 C 0.7271(7) 0.5151(7) 0.2990(7) 0.062(5) Uiso 1 1 d G . . . .
H15 H 0.777123 0.496941 0.245520 0.075 Uiso 1 1 calc R U . . .
C14 C 0.6127(8) 0.5302(8) 0.2680(5) 0.075(6) Uiso 1 1 d G . . . .
H14 H 0.586163 0.522023 0.193816 0.090 Uiso 1 1 calc R U . . .
C13 C 0.5379(6) 0.5573(11) 0.3480(8) 0.072(6) Uiso 1 1 d G . . . .
H13 H 0.461307 0.567384 0.327257 0.086 Uiso 1 1 calc R U . . .
C12 C 0.5775(8) 0.5695(11) 0.4589(7) 0.069(5) Uiso 1 1 d G . . . .
H12 H 0.527408 0.587662 0.512404 0.082 Uiso 1 1 calc R U . . .
C16 C 0.8228(7) 0.3975(7) 0.4988(8) 0.054(5) Uiso 1 1 d G . . . .
C21 C 0.7902(9) 0.3699(9) 0.3938(6) 0.070(6) Uiso 1 1 d G . . . .
H21 H 0.826911 0.384006 0.327774 0.084 Uiso 1 1 calc R U . . .
C20 C 0.7027(10) 0.3213(10) 0.3875(7) 0.072(6) Uiso 1 1 d G . . . .
H20 H 0.680871 0.302871 0.317213 0.087 Uiso 1 1 calc R U . . .
C19 C 0.6478(9) 0.3003(10) 0.4861(9) 0.087(6) Uiso 1 1 d G . . . .
H19 H 0.589258 0.267748 0.481903 0.105 Uiso 1 1 calc R U . . .
C18 C 0.6804(10) 0.3278(11) 0.5911(7) 0.075(6) Uiso 1 1 d G . . . .
H18 H 0.643684 0.313758 0.657153 0.089 Uiso 1 1 calc R U . . .
C17 C 0.7679(10) 0.3764(9) 0.5975(6) 0.059(5) Uiso 1 1 d G . . . .
H17 H 0.789723 0.394894 0.667716 0.071 Uiso 1 1 calc R U . . .
C17A C 0.6103(7) 0.8169(10) 0.5020(6) 0.075(6) Uiso 1 1 d G . . . .
H17A H 0.624738 0.829536 0.577419 0.090 Uiso 1 1 calc R U . . .
C18A C 0.6408(8) 0.7525(9) 0.4648(10) 0.100(8) Uiso 1 1 d G . . . .
H18A H 0.675621 0.721928 0.515353 0.120 Uiso 1 1 calc R U . . .
C19A C 0.6193(9) 0.7337(8) 0.3520(11) 0.099(7) Uiso 1 1 d G . . . .
H19A H 0.639659 0.690520 0.327145 0.119 Uiso 1 1 calc R U . . .
C20A C 0.5672(7) 0.7793(9) 0.2764(7) 0.077(6) Uiso 1 1 d G . . . .
H20A H 0.552814 0.766720 0.201001 0.092 Uiso 1 1 calc R U . . .
C21A C 0.5367(6) 0.8438(8) 0.3136(8) 0.081(6) Uiso 1 1 d G . . . .
H21A H 0.501930 0.874328 0.263064 0.097 Uiso 1 1 calc R U . . .
C16A C 0.5583(7) 0.8626(8) 0.4264(10) 0.056(5) Uiso 1 1 d G . . . .
C10A C 0.3214(7) 0.8989(7) 0.5086(8) 0.049(5) Uiso 1 1 d G . . . .
C15A C 0.2691(9) 0.8742(9) 0.4090(6) 0.062(5) Uiso 1 1 d G . . . .
H15A H 0.293440 0.889719 0.338359 0.074 Uiso 1 1 calc R U . . .
C14A C 0.1806(10) 0.8264(10) 0.4151(6) 0.071(6) Uiso 1 1 d G . . . .
H14A H 0.145691 0.809858 0.348479 0.086 Uiso 1 1 calc R U . . .
C13A C 0.1443(9) 0.8032(9) 0.5207(9) 0.080(6) Uiso 1 1 d G . . . .
H13A H 0.085085 0.771188 0.524776 0.096 Uiso 1 1 calc R U . . .
C12A C 0.1965(10) 0.8279(9) 0.6203(6) 0.070(6) Uiso 1 1 d G . . . .
H12A H 0.172227 0.812378 0.690954 0.084 Uiso 1 1 calc R U . . .
C11A C 0.2850(9) 0.8757(8) 0.6142(6) 0.063(5) Uiso 1 1 d G . . . .
H11A H 0.319976 0.892238 0.680837 0.075 Uiso 1 1 calc R U . . .
C3 C 0.9144(9) 0.4489(6) 0.5011(10) 0.049(5) Uiso 1 1 d D . . . .
C9A C 0.1846(8) 1.0484(7) 0.5070(5) 0.060(5) Uiso 1 1 d G . . . .
H9A H 0.200866 1.049648 0.429559 0.071 Uiso 1 1 calc R U . . .
C8A C 0.0732(7) 1.0634(9) 0.5438(7) 0.069(5) Uiso 1 1 d G . . . .
H8A H 0.014984 1.074661 0.491051 0.083 Uiso 1 1 calc R U . . .
C7A C 0.0488(6) 1.0615(9) 0.6596(7) 0.073(6) Uiso 1 1 d G . . . .
H7A H -0.025714 1.071495 0.684247 0.087 Uiso 1 1 calc R U . . .
C6A C 0.1358(8) 1.0446(7) 0.7385(5) 0.069(5) Uiso 1 1 d G . . . .
H6A H 0.119471 1.043314 0.815952 0.083 Uiso 1 1 calc R U . . .
C5A C 0.2472(7) 1.0296(6) 0.7017(6) 0.055(5) Uiso 1 1 d G . . . .
H5A H 0.305353 1.018301 0.754463 0.066 Uiso 1 1 calc R U . . .
C4A C 0.2715(6) 1.0315(6) 0.5859(7) 0.056(5) Uiso 1 1 d G . . . .
C1A C 0.3911(8) 1.0156(6) 0.5437(9) 0.048(5) Uiso 1 1 d D . . . .
C2A C 0.4150(9) 0.9501(6) 0.5052(9) 0.045(5) Uiso 1 1 d D . . . .
C2 C 0.8925(9) 0.5112(7) 0.4483(9) 0.048(5) Uiso 1 1 d D . . . .

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C4 C9 1.3900 . ?
C4 C5 1.3900 . ?
C4 C1 1.519(17) . ?
C9 H9 0.9300 . ?
C9 C8 1.3900 . ?
C8 H8 0.9300 . ?
C8 C7 1.3900 . ?
C7 H7 0.9300 . ?
C7 C6 1.3900 . ?
C6 H6 0.9300 . ?
C6 C5 1.3900 . ?
C5 H5 0.9300 . ?
C1 C3 1.411(10) 3_766 ?
C1 C2 1.388(11) . ?
C3A C16A 1.519(19) . ?
C3A C1A 1.406(11) 3_676 ?
C3A C2A 1.388(10) . ?
C11 H11 0.9300 . ?
C11 C10 1.3900 . ?
C11 C12 1.3900 . ?
C10 C15 1.3900 . ?
C10 C2 1.539(12) . ?
C15 H15 0.9300 . ?
C15 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C12 1.3900 . ?
C12 H12 0.9300 . ?
C16 C21 1.3900 . ?
C16 C17 1.3900 . ?
C16 C3 1.461(16) . ?
C21 H21 0.9300 . ?
C21 C20 1.3900 . ?
C20 H20 0.9300 . ?
C20 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17A H17A 0.9300 . ?
C17A C18A 1.3900 . ?
C17A C16A 1.3900 . ?
C18A H18A 0.9300 . ?
C18A C19A 1.3900 . ?
C19A H19A 0.9300 . ?
C19A C20A 1.3900 . ?
C20A H20A 0.9300 . ?
C20A C21A 1.3900 . ?
C21A H21A 0.9300 . ?
C21A C16A 1.3900 . ?
C10A C15A 1.3900 . ?
C10A C11A 1.3900 . ?
C10A C2A 1.476(15) . ?
C15A H15A 0.9300 . ?
C15A C14A 1.3900 . ?
C14A H14A 0.9300 . ?
C14A C13A 1.3900 . ?
C13A H13A 0.9300 . ?
C13A C12A 1.3900 . ?
C12A H12A 0.9300 . ?
C12A C11A 1.3900 . ?
C11A H11A 0.9300 . ?
C3 C2 1.396(12) . ?
C9A H9A 0.9300 . ?
C9A C8A 1.3900 . ?
C9A C4A 1.3900 . ?
C8A H8A 0.9300 . ?
C8A C7A 1.3900 . ?
C7A H7A 0.9300 . ?
C7A C6A 1.3900 . ?
C6A H6A 0.9300 . ?
C6A C5A 1.3900 . ?
C5A H5A 0.9300 . ?
C5A C4A 1.3900 . ?
C4A C1A 1.502(11) . ?
C1A C2A 1.397(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 C4 C5 120.0 . . ?
C9 C4 C1 117.2(9) . . ?
C5 C4 C1 122.8(9) . . ?
C4 C9 H9 120.0 . . ?
C4 C9 C8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 C9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C7 H7 120.0 . . ?
C6 C7 C8 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C3 C1 C4 122.1(10) 3_766 . ?
C2 C1 C4 118.4(9) . . ?
C2 C1 C3 119.5(11) . 3_766 ?
C1A C3A C16A 116.9(8) 3_676 . ?
C2A C3A C16A 124.0(9) . . ?
C2A C3A C1A 119.1(11) . 3_676 ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C10 C15 120.0 . . ?
C11 C10 C2 118.1(7) . . ?
C15 C10 C2 121.9(7) . . ?
C10 C15 H15 120.0 . . ?
C14 C15 C10 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C21 C16 C17 120.0 . . ?
C21 C16 C3 118.1(9) . . ?
C17 C16 C3 121.9(9) . . ?
C16 C21 H21 120.0 . . ?
C20 C21 C16 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C20 H20 120.0 . . ?
C21 C20 C19 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C17 C18 H18 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C18A C17A H17A 120.0 . . ?
C18A C17A C16A 120.0 . . ?
C16A C17A H17A 120.0 . . ?
C17A C18A H18A 120.0 . . ?
C19A C18A C17A 120.0 . . ?
C19A C18A H18A 120.0 . . ?
C18A C19A H19A 120.0 . . ?
C20A C19A C18A 120.0 . . ?
C20A C19A H19A 120.0 . . ?
C19A C20A H20A 120.0 . . ?
C21A C20A C19A 120.0 . . ?
C21A C20A H20A 120.0 . . ?
C20A C21A H21A 120.0 . . ?
C16A C21A C20A 120.0 . . ?
C16A C21A H21A 120.0 . . ?
C17A C16A C3A 122.4(10) . . ?
C21A C16A C3A 117.6(10) . . ?
C21A C16A C17A 120.0 . . ?
C15A C10A C11A 120.0 . . ?
C15A C10A C2A 121.4(8) . . ?
C11A C10A C2A 118.6(8) . . ?
C10A C15A H15A 120.0 . . ?
C14A C15A C10A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C15A C14A H14A 120.0 . . ?
C15A C14A C13A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C14A C13A H13A 120.0 . . ?
C12A C13A C14A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C13A C12A H12A 120.0 . . ?
C11A C12A C13A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C12A C11A C10A 120.0 . . ?
C12A C11A H11A 120.0 . . ?
C1 C3 C16 122.7(11) 3_766 . ?
C2 C3 C1 118.9(10) . 3_766 ?
C2 C3 C16 118.5(10) . . ?
C8A C9A H9A 120.0 . . ?
C8A C9A C4A 120.0 . . ?
C4A C9A H9A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C7A C8A C9A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C6A C7A C8A 120.0 . . ?
C6A C7A H7A 120.0 . . ?
C7A C6A H6A 120.0 . . ?
C7A C6A C5A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C9A C4A C1A 118.8(7) . . ?
C5A C4A C9A 120.0 . . ?
C5A C4A C1A 121.2(7) . . ?
C3A C1A C4A 120.9(9) 3_676 . ?
C2A C1A C3A 119.9(9) . 3_676 ?
C2A C1A C4A 119.1(9) . . ?
C3A C2A C10A 120.6(10) . . ?
C3A C2A C1A 121.0(11) . . ?
C1A C2A C10A 118.3(9) . . ?
C1 C2 C10 119.4(9) . . ?
C1 C2 C3 121.6(10) . . ?
C3 C2 C10 118.1(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 C9 C8 C7 0.0 . . . . ?
C4 C1 C2 C10 -11.5(14) . . . . ?
C4 C1 C2 C3 178.8(12) . . . . ?
C9 C4 C5 C6 0.0 . . . . ?
C9 C4 C1 C3 108.4(10) . . . 3_766 ?
C9 C4 C1 C2 -70.8(10) . . . . ?
C9 C8 C7 C6 0.0 . . . . ?
C8 C7 C6 C5 0.0 . . . . ?
C7 C6 C5 C4 0.0 . . . . ?
C5 C4 C9 C8 0.0 . . . . ?
C5 C4 C1 C3 -71.8(10) . . . 3_766 ?
C5 C4 C1 C2 109.0(10) . . . . ?
C1 C4 C9 C8 179.8(4) . . . . ?
C1 C4 C5 C6 -179.8(4) . . . . ?
C1 C3 C2 C1 0.4(15) 3_766 . . . ?
C1 C3 C2 C10 -169.4(9) 3_766 . . . ?
C3A C1A C2A C3A 0.5(16) 3_676 . . . ?
C3A C1A C2A C10A -177.8(10) 3_676 . . . ?
C11 C10 C15 C14 0.0 . . . . ?
C11 C10 C2 C1 -85.4(9) . . . . ?
C11 C10 C2 C3 84.6(10) . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C10 C15 C14 C13 0.0 . . . . ?
C15 C10 C2 C1 94.8(9) . . . . ?
C15 C10 C2 C3 -95.1(9) . . . . ?
C15 C14 C13 C12 0.0 . . . . ?
C14 C13 C12 C11 0.0 . . . . ?
C12 C11 C10 C15 0.0 . . . . ?
C12 C11 C10 C2 -179.8(4) . . . . ?
C16 C21 C20 C19 0.0 . . . . ?
C16 C3 C2 C1 -179.2(11) . . . . ?
C16 C3 C2 C10 10.9(15) . . . . ?
C21 C16 C17 C18 0.0 . . . . ?
C21 C16 C3 C1 -113.7(10) . . . 3_766 ?
C21 C16 C3 C2 65.9(11) . . . . ?
C21 C20 C19 C18 0.0 . . . . ?
C20 C19 C18 C17 0.0 . . . . ?
C19 C18 C17 C16 0.0 . . . . ?
C17 C16 C21 C20 0.0 . . . . ?
C17 C16 C3 C1 66.9(11) . . . 3_766 ?
C17 C16 C3 C2 -113.5(10) . . . . ?
C17A C18A C19A C20A 0.0 . . . . ?
C18A C17A C16A C3A -179.96(12) . . . . ?
C18A C17A C16A C21A 0.0 . . . . ?
C18A C19A C20A C21A 0.0 . . . . ?
C19A C20A C21A C16A 0.0 . . . . ?
C20A C21A C16A C3A 179.97(11) . . . . ?
C20A C21A C16A C17A 0.0 . . . . ?
C16A C3A C2A C10A -6.2(16) . . . . ?
C16A C3A C2A C1A 175.5(12) . . . . ?
C16A C17A C18A C19A 0.0 . . . . ?
C10A C15A C14A C13A 0.0 . . . . ?
C15A C10A C11A C12A 0.0 . . . . ?
C15A C10A C2A C3A -67.9(10) . . . . ?
C15A C10A C2A C1A 110.5(10) . . . . ?
C15A C14A C13A C12A 0.0 . . . . ?
C14A C13A C12A C11A 0.0 . . . . ?
C13A C12A C11A C10A 0.0 . . . . ?
C11A C10A C15A C14A 0.0 . . . . ?
C11A C10A C2A C3A 112.5(10) . . . . ?
C11A C10A C2A C1A -69.1(10) . . . . ?
C3 C1 C2 C10 169.3(9) 3_766 . . . ?
C3 C1 C2 C3 -0.4(16) 3_766 . . . ?
C3 C16 C21 C20 -179.4(4) . . . . ?
C3 C16 C17 C18 179.4(4) . . . . ?
C9A C8A C7A C6A 0.0 . . . . ?
C9A C4A C1A C3A 93.7(10) . . . 3_676 ?
C9A C4A C1A C2A -83.7(10) . . . . ?
C8A C9A C4A C5A 0.0 . . . . ?
C8A C9A C4A C1A -179.9(4) . . . . ?
C8A C7A C6A C5A 0.0 . . . . ?
C7A C6A C5A C4A 0.0 . . . . ?
C6A C5A C4A C9A 0.0 . . . . ?
C6A C5A C4A C1A 179.9(4) . . . . ?
C5A C4A C1A C3A -86.3(10) . . . 3_676 ?
C5A C4A C1A C2A 96.4(9) . . . . ?
C4A C9A C8A C7A 0.0 . . . . ?
C4A C1A C2A C3A 177.9(9) . . . . ?
C4A C1A C2A C10A -0.4(14) . . . . ?
C1A C3A C16A C17A 86.4(9) 3_676 . . . ?
C1A C3A C16A C21A -93.6(9) 3_676 . . . ?
C1A C3A C2A C10A 177.8(10) 3_676 . . . ?
C1A C3A C2A C1A -0.5(16) 3_676 . . . ?
C2A C3A C16A C17A -89.7(10) . . . . ?
C2A C3A C16A C21A 90.4(10) . . . . ?
C2A C10A C15A C14A -179.6(4) . . . . ?
C2A C10A C11A C12A 179.6(4) . . . . ?
C2 C10 C15 C14 179.8(4) . . . . ?

_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 4.425
_oxdiff_exptl_absorpt_empirical_full_min 0.454
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.991(3)
2 0.009(3)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_C6Ph6_174GPa
_database_code_depnum_ccdc_archive 'CCDC 2306421'
loop_
_audit_author_name
_audit_author_address
'Stephen Moggach'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2023-12-21 downloaded from the CCDC.
;
_audit_creation_date             2023-08-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;



# start Validation Reply Form
_vrf_ATOM007_C6Ph6_1.74GPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: ...
;
_vrf_THETM01_C6Ph6_1.74GPa       
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT029_C6Ph6_1.74GPa       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.441 Why?
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT201_C6Ph6_1.74GPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 42 Report
RESPONSE: Dataset is incomplete so ADPs could not be reliably refined.
;
_vrf_PLAT733_C6Ph6_1.74GPa       
;
PROBLEM: Torsion Calc -179.9(9), Rep -179.98(9) ...... 9.90 s.u.-R
RESPONSE: This is correct. Angle is erroneous due to incompleteness of
the data.
;
_vrf_PLAT084_C6Ph6_1.74GPa       
;
PROBLEM: High wR2 Value (i.e. > 0.25) ................... 0.37 Report
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT340_C6Ph6_1.74GPa       
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.0151 Ang.
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT911_C6Ph6_1.74GPa       
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.456 172 Report
RESPONSE: 
Theta sin(th)/Lambda Complete  Expected Measured Total Missing
#--------------------------------------------------------------------
 18.93     0.456     0.833         1091      909      182
;
_vrf_PLAT042_C6Ph6_1.74GPa       
;
PROBLEM: Calc. and Reported MoietyFormula Strings Differ Please Check
RESPONSE: The reported formula is correct.
;
_vrf_PLAT082_C6Ph6_1.74GPa       
;
PROBLEM: High R1 Value .................................. 0.11 Report
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT088_C6Ph6_1.74GPa       
;
PROBLEM: Poor Data / Parameter Ratio .................... 9.28 Note
RESPONSE: Incompleteness of data meant that geometrical restraints were
used to ensure the structure was chemically reasonable.
;
_vrf_PLAT241_C6Ph6_1.74GPa       
;
PROBLEM: High MainMol Ueq as Compared to Neighbors of C6A Check
RESPONSE: Incompleteness of data meant that geometrical restraints were
used to ensure the structure was chemically reasonable.

;
_vrf_PLAT242_C6Ph6_1.74GPa       
;
PROBLEM: Low MainMol Ueq as Compared to Neighbors of C4 Check
RESPONSE: Incompleteness of data meant that geometrical restraints were
used to ensure the structure was chemically reasonable.

;
_vrf_PLAT369_C6Ph6_1.74GPa       
;
PROBLEM: Long C(sp2)-C(sp2) Bond C2 - C10 . 1.53 Ang.
RESPONSE: This is not unreasonable.
;
_vrf_PLAT906_C6Ph6_1.74GPa       
;
PROBLEM: Large K Value in the Analysis of Variance ...... 2.021 Check
RESPONSE: Incompleteness of data meant that geometrical restraints were
used to ensure the structure was chemically reasonable.

;
_vrf_PLAT910_C6Ph6_1.74GPa       
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 10 Note
RESPONSE: Incompleteness of data meant that geometrical restraints were
used to ensure the structure was chemically reasonable.
;

# end Validation Reply Form


_chemical_name_common            C6Ph6
_chemical_name_systematic        Hexaphenylbenzene
_chemical_formula_moiety         '2(C21 H15)'
_chemical_formula_sum            'C42 H30'
_chemical_formula_weight         534.66
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H30'
_chemical_oxdiff_usercomment     
'Hexphenylbenzene at 1.74 GPa in MiTeGen LVCO-5 Cryo Oil.'


loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4968(17)
_cell_length_b                   19.231(3)
_cell_length_c                   11.6579(12)
_cell_angle_alpha                90
_cell_angle_beta                 91.196(11)
_cell_angle_gamma                90
_cell_volume                     2576.9(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1097
_cell_measurement_temperature    298(2)
_cell_measurement_pressure       1740000
_cell_measurement_theta_max      18.7880
_cell_measurement_theta_min      3.4770
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64274
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.013
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0995
_diffrn_reflns_av_unetI/netI     0.0775
_diffrn_reflns_Laue_measured_fraction_full 0.441
_diffrn_reflns_Laue_measured_fraction_max 0.441
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5319
_diffrn_reflns_point_group_measured_fraction_full 0.441
_diffrn_reflns_point_group_measured_fraction_max 0.441
_diffrn_reflns_theta_full        18.931
_diffrn_reflns_theta_max         18.931
_diffrn_reflns_theta_min         3.496
_diffrn_ambient_temperature      298(2)
_diffrn_ambient_pressure         1740000
_diffrn_detector                 'Hybrid Photon'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.441
_diffrn_measured_fraction_theta_max 0.441
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  18.00   0.50  230.00    --  -13.47 -57.00  30.00   44
  2  ω    -34.00  16.00   0.50  230.00    --   13.15  67.00 -23.00  100
  3  ω    -38.00  -9.00   0.50  230.00    --  -13.47  77.00 -30.00   58
  4  ω    -43.00  16.00   0.50  230.00    --   13.15  38.00-180.00  118
  5  ω    -28.00  37.00   0.50  230.00    --  -13.47 -57.00-150.00  130
  6  ω     -7.00  18.00   0.50  230.00    --  -13.47 -38.00-150.00   50
  7  ω    -64.00   4.00   0.50  230.00    --  -13.47  57.00-180.00  136
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0008562000
_diffrn_orient_matrix_UB_12      0.0368741000
_diffrn_orient_matrix_UB_13      0.0016483000
_diffrn_orient_matrix_UB_21      0.0125842000
_diffrn_orient_matrix_UB_22      -0.0005099000
_diffrn_orient_matrix_UB_23      0.0598089000
_diffrn_orient_matrix_UB_31      0.0604067000
_diffrn_orient_matrix_UB_32      0.0007648000
_diffrn_orient_matrix_UB_33      -0.0111361000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                597
_reflns_number_total             909
_reflns_odcompleteness_completeness 35.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     20.77
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.374
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         909
_refine_ls_number_restraints     81
_refine_ls_R_factor_all          0.1600
_refine_ls_R_factor_gt           0.1136
_refine_ls_restrained_S_all      1.318
_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/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3225
_refine_ls_wR_factor_ref         0.3667
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.991(4)
 0.009(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Restrained distances
 C1A-C2A
 1.39 with sigma of 0.02
 C1A-C3A_$1
 1.39 with sigma of 0.02
 C3A_$1-C2A_$1
 1.39 with sigma of 0.02
 C2A_$1-C1A_$1
 1.39 with sigma of 0.02
 C3A-C1A_$1
 1.39 with sigma of 0.02
 C2A-C3A
 1.39 with sigma of 0.02
 C2-C1
 1.39 with sigma of 0.02
 C1-C3_$2
 1.39 with sigma of 0.02
 C3_$2-C2_$2
 1.39 with sigma of 0.02
 C1_$2-C2_$2
 1.39 with sigma of 0.02
 C3-C1_$2
 1.39 with sigma of 0.02
 C2-C3
 1.39 with sigma of 0.02
 C2_$2-C3
 2.42 with sigma of 0.02
 C3_$2-C1_$2
 2.42 with sigma of 0.02
 C1-C3
 2.42 with sigma of 0.02
 C2-C1_$2
 2.42 with sigma of 0.02
 C2-C3_$2
 2.42 with sigma of 0.02
 C1-C2_$2
 2.42 with sigma of 0.02
 C3A_$1-C2A
 2.42 with sigma of 0.02
 C1A_$1-C2A
 2.42 with sigma of 0.02
 C2A_$1-C3A
 2.42 with sigma of 0.02
 C1A-C2A_$1
 2.42 with sigma of 0.02
 C1A-C3A
 2.42 with sigma of 0.02
 C3A_$1-C1A_$1
 2.42 with sigma of 0.02
4. Restrained planarity
 C1_$2, C1, C3_$2, C3, C2_$2, C2
 with sigma of 0.1
 C3A, C1A_$1, C1A, C2A_$1, C2A, C3A_$1
 with sigma of 0.1
 C20A_$1, C21A_$1, C19A_$1, C18A_$1, C17A_$1, C16A_$1
 with sigma of 0.1
 C13A_$1, C14A_$1, C15A_$1, C10A_$1, C11A_$1, C12A_$1
 with sigma of 0.1
 C4A_$1, C5A_$1, C6A_$1, C7A_$1, C8A_$1, C9A_$1
 with sigma of 0.1
 C16A, C21A, C20A, C19A, C18A, C17A
 with sigma of 0.1
 C13A, C12A, C11A, C10A, C15A, C14A
 with sigma of 0.1
 C4A, C5A, C6A, C7A, C8A, C9A
 with sigma of 0.1
 C5, C6, C7, C8, C9, C4
 with sigma of 0.1
 C10, C14, C15, C13, C12, C11
 with sigma of 0.1
 C17, C21, C16, C18, C19, C20
 with sigma of 0.1
 C16, C21, C20, C19, C18, C17, C3
 with sigma of 0.01
 C10, C11, C15, C14, C13, C12, C2
 with sigma of 0.01
 C4, C9, C8, C7, C6, C5, C1
 with sigma of 0.01
 C3A, C17A, C18A, C19A, C20A, C21A, C16A
 with sigma of 0.01
 C10A, C15A, C14A, C12A, C11A, C2A, C13A
 with sigma of 0.01
 C9A, C8A, C7A, C6A, C5A, C4A, C1A
 with sigma of 0.01
5.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C7(H7), C6(H6), C5(H5), C11(H11), C15(H15), C14(H14),
 C13(H13), C12(H12), C21(H21), C20(H20), C19(H19), C18(H18), C17(H17),
 C17A(H17A), C18A(H18A), C19A(H19A), C20A(H20A), C21A(H21A), C15A(H15A),
 C14A(H14A), C13A(H13A), C12A(H12A), C11A(H11A), C9A(H9A), C8A(H8A), C7A(H7A),
 C6A(H6A), C5A(H5A)
5.b Fitted hexagon refined as free rotating group:
 C4(C9,C8,C7,C6,C5), C11(C10,C15,C14,C13,C12), C16(C21,C20,C19,C18,C17),
 C17A(C18A,C19A,C20A,C21A,C16A), C10A(C15A,C14A,C13A,C12A,C11A), C9A(C8A,C7A,
 C6A,C5A,C4A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C4 C 0.9465(5) 0.6289(8) 0.3801(8) 0.035(4) Uiso 1 1 d G . . . .
C9 C 0.9376(7) 0.6252(7) 0.2612(8) 0.053(5) Uiso 1 1 d G . . . .
H9 H 0.950633 0.583176 0.224083 0.063 Uiso 1 1 calc R U . . .
C8 C 0.9093(7) 0.6842(8) 0.1977(6) 0.058(5) Uiso 1 1 d G . . . .
H8 H 0.903399 0.681715 0.118172 0.070 Uiso 1 1 calc R U . . .
C7 C 0.8899(6) 0.7470(8) 0.2532(9) 0.054(5) Uiso 1 1 d G . . . .
H7 H 0.870974 0.786510 0.210767 0.065 Uiso 1 1 calc R U . . .
C6 C 0.8988(8) 0.7508(8) 0.3722(9) 0.057(5) Uiso 1 1 d G . . . .
H6 H 0.885784 0.792766 0.409273 0.068 Uiso 1 1 calc R U . . .
C5 C 0.9271(7) 0.6917(8) 0.4356(6) 0.058(5) Uiso 1 1 d G . . . .
H5 H 0.933019 0.694227 0.515186 0.070 Uiso 1 1 calc R U . . .
C1 C 0.9769(8) 0.5634(7) 0.4448(10) 0.048(5) Uiso 1 1 d D . . . .
C3A C 0.5255(8) 0.9331(6) 0.4594(9) 0.039(4) Uiso 1 1 d D . . . .
C11 C 0.6903(7) 0.5533(9) 0.4894(6) 0.044(4) Uiso 1 1 d G . . . .
H11 H 0.716392 0.561805 0.564129 0.053 Uiso 1 1 calc R U . . .
C10 C 0.7662(5) 0.5264(6) 0.4094(7) 0.051(5) Uiso 1 1 d G . . . .
C15 C 0.7272(7) 0.5136(9) 0.2977(7) 0.058(5) Uiso 1 1 d G . . . .
H15 H 0.778006 0.495641 0.244137 0.070 Uiso 1 1 calc R U . . .
C14 C 0.6124(7) 0.5277(12) 0.2660(6) 0.060(5) Uiso 1 1 d G . . . .
H14 H 0.586375 0.519200 0.191259 0.072 Uiso 1 1 calc R U . . .
C13 C 0.5366(6) 0.5546(11) 0.3460(7) 0.064(5) Uiso 1 1 d G . . . .
H13 H 0.459751 0.564062 0.324815 0.076 Uiso 1 1 calc R U . . .
C12 C 0.5755(7) 0.5674(10) 0.4577(7) 0.060(5) Uiso 1 1 d G . . . .
H12 H 0.524758 0.585364 0.511250 0.072 Uiso 1 1 calc R U . . .
C16 C 0.8229(6) 0.3967(7) 0.4993(8) 0.045(4) Uiso 1 1 d G . . . .
C21 C 0.7882(8) 0.3684(9) 0.3944(6) 0.054(5) Uiso 1 1 d G . . . .
H21 H 0.824712 0.382079 0.327598 0.064 Uiso 1 1 calc R U . . .
C20 C 0.6990(9) 0.3196(10) 0.3892(7) 0.066(5) Uiso 1 1 d G . . . .
H20 H 0.675794 0.300716 0.318957 0.080 Uiso 1 1 calc R U . . .
C19 C 0.6444(7) 0.2992(9) 0.4890(9) 0.070(5) Uiso 1 1 d G . . . .
H19 H 0.584722 0.266585 0.485518 0.084 Uiso 1 1 calc R U . . .
C18 C 0.6791(9) 0.3275(10) 0.5940(6) 0.063(5) Uiso 1 1 d G . . . .
H18 H 0.642566 0.313818 0.660721 0.075 Uiso 1 1 calc R U . . .
C17 C 0.7683(8) 0.3762(9) 0.5991(6) 0.042(4) Uiso 1 1 d G . . . .
H17 H 0.791483 0.395182 0.669364 0.050 Uiso 1 1 calc R U . . .
C17A C 0.6130(8) 0.8142(9) 0.4998(6) 0.058(5) Uiso 1 1 d G . . . .
H17A H 0.627598 0.826941 0.575666 0.069 Uiso 1 1 calc R U . . .
C18A C 0.6436(8) 0.7483(9) 0.4620(9) 0.085(7) Uiso 1 1 d G . . . .
H18A H 0.678641 0.716887 0.512587 0.102 Uiso 1 1 calc R U . . .
C19A C 0.6218(7) 0.7292(8) 0.3485(10) 0.073(6) Uiso 1 1 d G . . . .
H19A H 0.642269 0.685127 0.323231 0.088 Uiso 1 1 calc R U . . .
C20A C 0.5694(8) 0.7762(9) 0.2729(6) 0.060(5) Uiso 1 1 d G . . . .
H20A H 0.554852 0.763420 0.196953 0.072 Uiso 1 1 calc R U . . .
C21A C 0.5389(7) 0.8421(8) 0.3106(8) 0.068(6) Uiso 1 1 d G . . . .
H21A H 0.503809 0.873473 0.260029 0.082 Uiso 1 1 calc R U . . .
C16A C 0.5606(6) 0.8611(8) 0.4241(9) 0.042(4) Uiso 1 1 d G . . . .
C10A C 0.3201(6) 0.8961(6) 0.5071(8) 0.050(5) Uiso 1 1 d G . . . .
C15A C 0.2686(8) 0.8696(9) 0.4074(6) 0.051(5) Uiso 1 1 d G . . . .
H15A H 0.294631 0.883821 0.336126 0.061 Uiso 1 1 calc R U . . .
C14A C 0.1782(8) 0.8219(9) 0.4142(6) 0.056(5) Uiso 1 1 d G . . . .
H14A H 0.143795 0.804143 0.347533 0.067 Uiso 1 1 calc R U . . .
C13A C 0.1393(7) 0.8006(9) 0.5208(8) 0.065(5) Uiso 1 1 d G . . . .
H13A H 0.078880 0.768706 0.525332 0.078 Uiso 1 1 calc R U . . .
C12A C 0.1908(9) 0.8272(10) 0.6205(6) 0.051(5) Uiso 1 1 d G . . . .
H12A H 0.164800 0.812946 0.691726 0.062 Uiso 1 1 calc R U . . .
C11A C 0.2812(8) 0.8749(8) 0.6136(6) 0.054(5) Uiso 1 1 d G . . . .
H11A H 0.315636 0.892625 0.680321 0.065 Uiso 1 1 calc R U . . .
C3 C 0.9155(9) 0.4473(6) 0.5002(10) 0.038(4) Uiso 1 1 d D . . . .
C9A C 0.1817(7) 1.0473(9) 0.5076(5) 0.049(5) Uiso 1 1 d G . . . .
H9A H 0.196949 1.048173 0.429565 0.059 Uiso 1 1 calc R U . . .
C8A C 0.0707(6) 1.0624(9) 0.5454(6) 0.053(5) Uiso 1 1 d G . . . .
H8A H 0.011643 1.073435 0.492727 0.063 Uiso 1 1 calc R U . . .
C7A C 0.0478(6) 1.0611(9) 0.6620(7) 0.051(5) Uiso 1 1 d G . . . .
H7A H -0.026460 1.071267 0.687338 0.062 Uiso 1 1 calc R U . . .
C6A C 0.1360(7) 1.0447(12) 0.7408(5) 0.066(5) Uiso 1 1 d G . . . .
H6A H 0.120743 1.043839 0.818789 0.080 Uiso 1 1 calc R U . . .
C5A C 0.2470(6) 1.0296(10) 0.7029(6) 0.048(5) Uiso 1 1 d G . . . .
H5A H 0.306049 1.018576 0.755629 0.058 Uiso 1 1 calc R U . . .
C4A C 0.2699(5) 1.0309(6) 0.5863(7) 0.043(4) Uiso 1 1 d G . . . .
C1A C 0.3915(8) 1.0142(6) 0.5432(9) 0.036(4) Uiso 1 1 d D . . . .
C2A C 0.4157(9) 0.9471(6) 0.5041(10) 0.047(5) Uiso 1 1 d D . . . .
C2 C 0.8921(8) 0.5112(7) 0.4467(9) 0.045(5) Uiso 1 1 d D . . . .

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C4 C9 1.3900 . ?
C4 C5 1.3900 . ?
C4 C1 1.506(16) . ?
C9 H9 0.9300 . ?
C9 C8 1.3900 . ?
C8 H8 0.9300 . ?
C8 C7 1.3900 . ?
C7 H7 0.9300 . ?
C7 C6 1.3900 . ?
C6 H6 0.9300 . ?
C6 C5 1.3900 . ?
C5 H5 0.9300 . ?
C1 C3 1.397(10) 3_766 ?
C1 C2 1.399(11) . ?
C3A C16A 1.502(18) . ?
C3A C1A 1.392(11) 3_676 ?
C3A C2A 1.402(10) . ?
C11 H11 0.9300 . ?
C11 C10 1.3900 . ?
C11 C12 1.3900 . ?
C10 C15 1.3900 . ?
C10 C2 1.530(11) . ?
C15 H15 0.9300 . ?
C15 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C12 1.3900 . ?
C12 H12 0.9300 . ?
C16 C21 1.3900 . ?
C16 C17 1.3900 . ?
C16 C3 1.443(14) . ?
C21 H21 0.9300 . ?
C21 C20 1.3900 . ?
C20 H20 0.9300 . ?
C20 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17A H17A 0.9300 . ?
C17A C18A 1.3900 . ?
C17A C16A 1.3900 . ?
C18A H18A 0.9300 . ?
C18A C19A 1.3900 . ?
C19A H19A 0.9300 . ?
C19A C20A 1.3900 . ?
C20A H20A 0.9300 . ?
C20A C21A 1.3900 . ?
C21A H21A 0.9300 . ?
C21A C16A 1.3900 . ?
C10A C15A 1.3900 . ?
C10A C11A 1.3900 . ?
C10A C2A 1.474(14) . ?
C15A H15A 0.9300 . ?
C15A C14A 1.3900 . ?
C14A H14A 0.9300 . ?
C14A C13A 1.3900 . ?
C13A H13A 0.9300 . ?
C13A C12A 1.3900 . ?
C12A H12A 0.9300 . ?
C12A C11A 1.3900 . ?
C11A H11A 0.9300 . ?
C3 C2 1.402(12) . ?
C9A H9A 0.9300 . ?
C9A C8A 1.3900 . ?
C9A C4A 1.3900 . ?
C8A H8A 0.9300 . ?
C8A C7A 1.3900 . ?
C7A H7A 0.9300 . ?
C7A C6A 1.3900 . ?
C6A H6A 0.9300 . ?
C6A C5A 1.3900 . ?
C5A H5A 0.9300 . ?
C5A C4A 1.3900 . ?
C4A C1A 1.529(11) . ?
C1A C2A 1.399(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 C4 C5 120.0 . . ?
C9 C4 C1 117.8(9) . . ?
C5 C4 C1 122.2(9) . . ?
C4 C9 H9 120.0 . . ?
C8 C9 C4 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C7 H7 120.0 . . ?
C6 C7 C8 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C3 C1 C4 123.2(10) 3_766 . ?
C3 C1 C2 119.9(11) 3_766 . ?
C2 C1 C4 116.9(9) . . ?
C1A C3A C16A 118.4(8) 3_676 . ?
C1A C3A C2A 119.4(11) 3_676 . ?
C2A C3A C16A 121.9(9) . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C10 C2 118.9(7) . . ?
C15 C10 C11 120.0 . . ?
C15 C10 C2 121.1(7) . . ?
C10 C15 H15 120.0 . . ?
C14 C15 C10 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C21 C16 C17 120.0 . . ?
C21 C16 C3 117.9(8) . . ?
C17 C16 C3 122.1(8) . . ?
C16 C21 H21 120.0 . . ?
C20 C21 C16 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C20 H20 120.0 . . ?
C19 C20 C21 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C17 C18 H18 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C18A C17A H17A 120.0 . . ?
C18A C17A C16A 120.0 . . ?
C16A C17A H17A 120.0 . . ?
C17A C18A H18A 120.0 . . ?
C19A C18A C17A 120.0 . . ?
C19A C18A H18A 120.0 . . ?
C18A C19A H19A 120.0 . . ?
C18A C19A C20A 120.0 . . ?
C20A C19A H19A 120.0 . . ?
C19A C20A H20A 120.0 . . ?
C21A C20A C19A 120.0 . . ?
C21A C20A H20A 120.0 . . ?
C20A C21A H21A 120.0 . . ?
C20A C21A C16A 120.0 . . ?
C16A C21A H21A 120.0 . . ?
C17A C16A C3A 122.7(9) . . ?
C21A C16A C3A 117.3(9) . . ?
C21A C16A C17A 120.0 . . ?
C15A C10A C11A 120.0 . . ?
C15A C10A C2A 121.9(8) . . ?
C11A C10A C2A 118.1(8) . . ?
C10A C15A H15A 120.0 . . ?
C10A C15A C14A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C15A C14A H14A 120.0 . . ?
C15A C14A C13A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C14A C13A H13A 120.0 . . ?
C12A C13A C14A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C13A C12A H12A 120.0 . . ?
C13A C12A C11A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C12A C11A C10A 120.0 . . ?
C12A C11A H11A 120.0 . . ?
C1 C3 C16 123.4(10) 3_766 . ?
C1 C3 C2 119.6(10) 3_766 . ?
C2 C3 C16 117.0(9) . . ?
C8A C9A H9A 120.0 . . ?
C8A C9A C4A 120.0 . . ?
C4A C9A H9A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C9A C8A C7A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C6A C7A C8A 120.0 . . ?
C6A C7A H7A 120.0 . . ?
C7A C6A H6A 120.0 . . ?
C7A C6A C5A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C9A C4A C1A 119.3(6) . . ?
C5A C4A C9A 120.0 . . ?
C5A C4A C1A 120.7(6) . . ?
C3A C1A C4A 119.1(8) 3_676 . ?
C3A C1A C2A 121.5(9) 3_676 . ?
C2A C1A C4A 119.3(8) . . ?
C3A C2A C10A 124.0(10) . . ?
C1A C2A C3A 119.1(11) . . ?
C1A C2A C10A 116.9(8) . . ?
C1 C2 C10 121.0(9) . . ?
C1 C2 C3 120.5(9) . . ?
C3 C2 C10 117.7(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 C9 C8 C7 0.0 . . . . ?
C4 C1 C2 C10 -13.6(15) . . . . ?
C4 C1 C2 C3 176.9(12) . . . . ?
C9 C4 C5 C6 0.0 . . . . ?
C9 C4 C1 C3 109.0(10) . . . 3_766 ?
C9 C4 C1 C2 -70.0(10) . . . . ?
C9 C8 C7 C6 0.0 . . . . ?
C8 C7 C6 C5 0.0 . . . . ?
C7 C6 C5 C4 0.0 . . . . ?
C5 C4 C9 C8 0.0 . . . . ?
C5 C4 C1 C3 -71.2(10) . . . 3_766 ?
C5 C4 C1 C2 109.7(10) . . . . ?
C1 C4 C9 C8 179.8(3) . . . . ?
C1 C4 C5 C6 -179.7(3) . . . . ?
C1 C3 C2 C1 2.2(15) 3_766 . . . ?
C1 C3 C2 C10 -167.7(10) 3_766 . . . ?
C3A C1A C2A C3A -1.2(16) 3_676 . . . ?
C3A C1A C2A C10A -177.9(10) 3_676 . . . ?
C11 C10 C15 C14 0.0 . . . . ?
C11 C10 C2 C1 -85.7(11) . . . . ?
C11 C10 C2 C3 84.1(11) . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C10 C15 C14 C13 0.0 . . . . ?
C15 C10 C2 C1 94.4(11) . . . . ?
C15 C10 C2 C3 -95.8(11) . . . . ?
C15 C14 C13 C12 0.0 . . . . ?
C14 C13 C12 C11 0.0 . . . . ?
C12 C11 C10 C15 0.0 . . . . ?
C12 C11 C10 C2 -179.9(3) . . . . ?
C16 C21 C20 C19 0.0 . . . . ?
C16 C3 C2 C1 179.4(11) . . . . ?
C16 C3 C2 C10 9.5(15) . . . . ?
C21 C16 C17 C18 0.0 . . . . ?
C21 C16 C3 C1 -116.1(10) . . . 3_766 ?
C21 C16 C3 C2 66.9(11) . . . . ?
C21 C20 C19 C18 0.0 . . . . ?
C20 C19 C18 C17 0.0 . . . . ?
C19 C18 C17 C16 0.0 . . . . ?
C17 C16 C21 C20 0.0 . . . . ?
C17 C16 C3 C1 64.2(10) . . . 3_766 ?
C17 C16 C3 C2 -112.9(11) . . . . ?
C17A C18A C19A C20A 0.0 . . . . ?
C18A C17A C16A C3A -179.98(9) . . . . ?
C18A C17A C16A C21A 0.0 . . . . ?
C18A C19A C20A C21A 0.0 . . . . ?
C19A C20A C21A C16A 0.0 . . . . ?
C20A C21A C16A C3A 179.99(9) . . . . ?
C20A C21A C16A C17A 0.0 . . . . ?
C16A C3A C2A C10A -8.2(15) . . . . ?
C16A C3A C2A C1A 175.3(12) . . . . ?
C16A C17A C18A C19A 0.0 . . . . ?
C10A C15A C14A C13A 0.0 . . . . ?
C15A C10A C11A C12A 0.0 . . . . ?
C15A C10A C2A C3A -64.3(11) . . . . ?
C15A C10A C2A C1A 112.3(10) . . . . ?
C15A C14A C13A C12A 0.0 . . . . ?
C14A C13A C12A C11A 0.0 . . . . ?
C13A C12A C11A C10A 0.0 . . . . ?
C11A C10A C15A C14A 0.0 . . . . ?
C11A C10A C2A C3A 116.1(11) . . . . ?
C11A C10A C2A C1A -67.3(10) . . . . ?
C3 C1 C2 C10 167.3(10) 3_766 . . . ?
C3 C1 C2 C3 -2.2(16) 3_766 . . . ?
C3 C16 C21 C20 -179.7(3) . . . . ?
C3 C16 C17 C18 179.7(3) . . . . ?
C9A C8A C7A C6A 0.0 . . . . ?
C9A C4A C1A C3A 95.5(11) . . . 3_676 ?
C9A C4A C1A C2A -82.6(11) . . . . ?
C8A C9A C4A C5A 0.0 . . . . ?
C8A C9A C4A C1A 179.9(3) . . . . ?
C8A C7A C6A C5A 0.0 . . . . ?
C7A C6A C5A C4A 0.0 . . . . ?
C6A C5A C4A C9A 0.0 . . . . ?
C6A C5A C4A C1A -179.9(3) . . . . ?
C5A C4A C1A C3A -84.6(11) . . . 3_676 ?
C5A C4A C1A C2A 97.3(12) . . . . ?
C4A C9A C8A C7A 0.0 . . . . ?
C4A C1A C2A C3A 176.9(9) . . . . ?
C4A C1A C2A C10A 0.1(14) . . . . ?
C1A C3A C16A C17A 85.4(10) 3_676 . . . ?
C1A C3A C16A C21A -94.6(10) 3_676 . . . ?
C1A C3A C2A C10A 177.7(10) 3_676 . . . ?
C1A C3A C2A C1A 1.1(15) 3_676 . . . ?
C2A C3A C16A C17A -88.8(10) . . . . ?
C2A C3A C16A C21A 91.2(10) . . . . ?
C2A C10A C15A C14A -179.7(3) . . . . ?
C2A C10A C11A C12A 179.7(3) . . . . ?
C2 C10 C15 C14 179.9(3) . . . . ?

_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 3.183
_oxdiff_exptl_absorpt_empirical_full_min 0.429
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.991(4)
2 0.009(4)
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_C6Ph6_232GPa
_database_code_depnum_ccdc_archive 'CCDC 2306419'
loop_
_audit_author_name
_audit_author_address
'Stephen Moggach'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2023-12-21 downloaded from the CCDC.
;
_audit_creation_date             2020-12-03
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;



# start Validation Reply Form
_vrf_ATOM007_C6Ph6_2.32GPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: ...
;
_vrf_THETM01_C6Ph6_2.32GPa       
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT029_C6Ph6_2.32GPa       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.436 Why?
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT201_C6Ph6_2.32GPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 42 Report
RESPONSE: Dataset is incomplete so ADPs could not be reliably refined.
;
_vrf_PLAT733_C6Ph6_2.32GPa       
;
PROBLEM: Torsion Calc -179.9(9), Rep -179.98(9) ...... 9.90 s.u.-R
RESPONSE:  This is correct. Angle is erroneous due to incompleteness of
the data.
;
_vrf_PLAT340_C6Ph6_2.32GPa       
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.0154 Ang.
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT911_C6Ph6_2.32GPa       
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.456 195 Report
RESPONSE: 
Theta sin(th)/Lambda Complete  Expected Measured Total Missing
#-----------------------------------------------------------------
 18.91     0.456     0.809         1073      868      205
;
_vrf_PLAT042_C6Ph6_2.32GPa       
;
PROBLEM: Calc. and Reported MoietyFormula Strings Differ Please Check
RESPONSE: The reported formula is correct.
;
_vrf_PLAT082_C6Ph6_2.32GPa       
;
PROBLEM: High R1 Value .................................. 0.12 Report
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT084_C6Ph6_2.32GPa       
;
PROBLEM: High wR2 Value (i.e. > 0.25) ................... 0.35 Report
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT088_C6Ph6_2.32GPa       
;
PROBLEM: Poor Data / Parameter Ratio .................... 8.95 Note
RESPONSE: Incompleteness of data meant that geometrical restraints were
used to ensure the structure was chemically reasonable.
;
_vrf_PLAT148_C6Ph6_2.32GPa       
;
PROBLEM: s.u. on the b - Axis is (Too) Large .... 0.0200 Ang.
RESPONSE: This icrrect.
;
_vrf_PLAT241_C6Ph6_2.32GPa       
;
PROBLEM: High MainMol Ueq as Compared to Neighbors of C9 Check
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT242_C6Ph6_2.32GPa       
;
PROBLEM: Low MainMol Ueq as Compared to Neighbors of C4 Check
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT369_C6Ph6_2.32GPa       
;
PROBLEM: Long C(sp2)-C(sp2) Bond C1 - C4 . 1.55 Ang.
RESPONSE: This is not unreasonable.
;
_vrf_PLAT411_C6Ph6_2.32GPa       
;
PROBLEM: Short Inter H...H Contact H5 ..H13A . 2.11 Ang.
RESPONSE: Structure is at high-pressure, so short contact is possible.
;
_vrf_PLAT910_C6Ph6_2.32GPa       
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 10 Note
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
# end Validation Reply Form

_chemical_name_common            C6Ph6
_chemical_name_systematic        Hexaphenylbenzene
_chemical_formula_moiety         '2(C21 H15)'
_chemical_formula_sum            'C42 H30'
_chemical_formula_weight         534.66
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H30'
_chemical_oxdiff_usercomment     
'Hexaphenylbenzene at 2.32 GPa in MiTeGen LVCO-5 Cryo Oil.'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4453(14)
_cell_length_b                   18.97(2)
_cell_length_c                   11.5585(17)
_cell_angle_alpha                90
_cell_angle_beta                 91.276(13)
_cell_angle_gamma                90
_cell_volume                     2510(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1016
_cell_measurement_pressure       2320000
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      18.7470
_cell_measurement_theta_min      3.5040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.07406
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1165
_diffrn_reflns_av_unetI/netI     0.1032
_diffrn_reflns_Laue_measured_fraction_full 0.436
_diffrn_reflns_Laue_measured_fraction_max 0.436
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4489
_diffrn_reflns_point_group_measured_fraction_full 0.436
_diffrn_reflns_point_group_measured_fraction_max 0.436
_diffrn_reflns_theta_full        18.907
_diffrn_reflns_theta_max         18.907
_diffrn_reflns_theta_min         3.526
_diffrn_ambient_temperature      298(2)
_diffrn_ambient_pressure         2320000
_diffrn_detector                 'Hybrid photon'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix-6000HE
_diffrn_measured_fraction_theta_full 0.436
_diffrn_measured_fraction_theta_max 0.436
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -47.00  32.00   0.50  190.00    --    9.15  26.00  -8.00  158
  2  ω      6.00  40.00   0.50  190.00    --    9.15 -57.00-150.00   68
  3  ω     44.00  70.00   0.50  190.00    --    9.15 -99.00-150.00   52
  4  ω     38.00  63.00   0.50  190.00    --   -9.42-114.00-135.00   50
  5  ω     15.00  42.00   0.50  190.00    --   -9.42 -77.00-150.00   54
  6  ω    -34.00  -8.00   0.50  190.00    --    9.15  57.00-180.00   52
  7  ω    -49.00  -5.00   0.50  190.00    --   -9.42  67.00 157.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Synergy-S'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0006585000
_diffrn_orient_matrix_UB_12      0.0374598000
_diffrn_orient_matrix_UB_13      0.0012012000
_diffrn_orient_matrix_UB_21      0.0130374000
_diffrn_orient_matrix_UB_22      -0.0003436000
_diffrn_orient_matrix_UB_23      0.0602655000
_diffrn_orient_matrix_UB_31      0.0604840000
_diffrn_orient_matrix_UB_32      0.0007786000
_diffrn_orient_matrix_UB_33      -0.0115649000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                526
_reflns_number_total             868
_reflns_odcompleteness_completeness 46.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     18.81
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.250
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         868
_refine_ls_number_restraints     81
_refine_ls_R_factor_all          0.1739
_refine_ls_R_factor_gt           0.1211
_refine_ls_restrained_S_all      1.201
_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/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3115
_refine_ls_wR_factor_ref         0.3489
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C1A-C2A
 1.39 with sigma of 0.02
 C1A-C3A_$1
 1.39 with sigma of 0.02
 C3A_$1-C2A_$1
 1.39 with sigma of 0.02
 C2A_$1-C1A_$1
 1.39 with sigma of 0.02
 C3A-C1A_$1
 1.39 with sigma of 0.02
 C2A-C3A
 1.39 with sigma of 0.02
 C2-C1
 1.39 with sigma of 0.02
 C1-C3_$2
 1.39 with sigma of 0.02
 C3_$2-C2_$2
 1.39 with sigma of 0.02
 C1_$2-C2_$2
 1.39 with sigma of 0.02
 C3-C1_$2
 1.39 with sigma of 0.02
 C2-C3
 1.39 with sigma of 0.02
 C2_$2-C3
 2.42 with sigma of 0.02
 C3_$2-C1_$2
 2.42 with sigma of 0.02
 C1-C3
 2.42 with sigma of 0.02
 C2-C1_$2
 2.42 with sigma of 0.02
 C2-C3_$2
 2.42 with sigma of 0.02
 C1-C2_$2
 2.42 with sigma of 0.02
 C3A_$1-C2A
 2.42 with sigma of 0.02
 C1A_$1-C2A
 2.42 with sigma of 0.02
 C2A_$1-C3A
 2.42 with sigma of 0.02
 C1A-C2A_$1
 2.42 with sigma of 0.02
 C1A-C3A
 2.42 with sigma of 0.02
 C3A_$1-C1A_$1
 2.42 with sigma of 0.02
3. Restrained planarity
 C1_$2, C1, C3_$2, C3, C2_$2, C2
 with sigma of 0.1
 C3A, C1A_$1, C1A, C2A_$1, C2A, C3A_$1
 with sigma of 0.1
 C20A_$1, C21A_$1, C19A_$1, C18A_$1, C17A_$1, C16A_$1
 with sigma of 0.1
 C13A_$1, C14A_$1, C15A_$1, C10A_$1, C11A_$1, C12A_$1
 with sigma of 0.1
 C4A_$1, C5A_$1, C6A_$1, C7A_$1, C8A_$1, C9A_$1
 with sigma of 0.1
 C16A, C21A, C20A, C19A, C18A, C17A
 with sigma of 0.1
 C13A, C12A, C11A, C10A, C15A, C14A
 with sigma of 0.1
 C4A, C5A, C6A, C7A, C8A, C9A
 with sigma of 0.1
 C5, C6, C7, C8, C9, C4
 with sigma of 0.1
 C10, C14, C15, C13, C12, C11
 with sigma of 0.1
 C17, C21, C16, C18, C19, C20
 with sigma of 0.1
 C16, C21, C20, C19, C18, C17, C3
 with sigma of 0.01
 C10, C11, C15, C14, C13, C12, C2
 with sigma of 0.01
 C4, C9, C8, C7, C6, C5, C1
 with sigma of 0.01
 C3A, C17A, C18A, C19A, C20A, C21A, C16A
 with sigma of 0.01
 C10A, C15A, C14A, C12A, C11A, C2A, C13A
 with sigma of 0.01
 C9A, C8A, C7A, C6A, C5A, C4A, C1A
 with sigma of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C7(H7), C6(H6), C5(H5), C11(H11), C15(H15), C14(H14),
 C13(H13), C12(H12), C21(H21), C20(H20), C19(H19), C18(H18), C17(H17),
 C17A(H17A), C18A(H18A), C19A(H19A), C20A(H20A), C21A(H21A), C15A(H15A),
 C14A(H14A), C13A(H13A), C12A(H12A), C11A(H11A), C9A(H9A), C8A(H8A), C7A(H7A),
 C6A(H6A), C5A(H5A)
4.b Fitted hexagon refined as free rotating group:
 C4(C9,C8,C7,C6,C5), C11(C10,C15,C14,C13,C12), C16(C21,C20,C19,C18,C17),
 C17A(C18A,C19A,C20A,C21A,C16A), C10A(C15A,C14A,C13A,C12A,C11A), C9A(C8A,C7A,
 C6A,C5A,C4A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C4 C 0.9449(5) 0.6318(8) 0.3767(8) 0.034(4) Uiso 1 1 d G . . . .
C9 C 0.9351(7) 0.6271(8) 0.2569(9) 0.060(5) Uiso 1 1 d G . . . .
H9 H 0.947968 0.584334 0.220124 0.072 Uiso 1 1 calc R U . . .
C8 C 0.9060(7) 0.6865(9) 0.1920(6) 0.046(5) Uiso 1 1 d G . . . .
H8 H 0.899387 0.683440 0.111789 0.055 Uiso 1 1 calc R U . . .
C7 C 0.8867(6) 0.7505(8) 0.2469(9) 0.044(5) Uiso 1 1 d G . . . .
H7 H 0.867213 0.790236 0.203474 0.053 Uiso 1 1 calc R U . . .
C6 C 0.8965(8) 0.7551(8) 0.3667(9) 0.059(5) Uiso 1 1 d G . . . .
H6 H 0.883621 0.797927 0.403496 0.070 Uiso 1 1 calc R U . . .
C5 C 0.9256(7) 0.6957(9) 0.4317(6) 0.049(5) Uiso 1 1 d G . . . .
H5 H 0.932201 0.698822 0.511834 0.059 Uiso 1 1 calc R U . . .
C1 C 0.9769(8) 0.5632(7) 0.4429(10) 0.044(5) Uiso 1 1 d D . . . .
C3A C 0.5262(8) 0.9325(6) 0.4595(10) 0.041(5) Uiso 1 1 d D . . . .
C11 C 0.6915(7) 0.5507(9) 0.4908(6) 0.040(4) Uiso 1 1 d G . . . .
H11 H 0.718715 0.558964 0.566032 0.048 Uiso 1 1 calc R U . . .
C10 C 0.7669(5) 0.5245(7) 0.4085(7) 0.048(5) Uiso 1 1 d G . . . .
C15 C 0.7263(7) 0.5121(10) 0.2962(7) 0.057(5) Uiso 1 1 d G . . . .
H15 H 0.776770 0.494668 0.241093 0.068 Uiso 1 1 calc R U . . .
C14 C 0.6103(7) 0.5259(13) 0.2661(6) 0.061(5) Uiso 1 1 d G . . . .
H14 H 0.583090 0.517575 0.190875 0.073 Uiso 1 1 calc R U . . .
C13 C 0.5349(6) 0.5520(12) 0.3484(8) 0.063(5) Uiso 1 1 d G . . . .
H13 H 0.457221 0.561176 0.328235 0.076 Uiso 1 1 calc R U . . .
C12 C 0.5755(7) 0.5644(12) 0.4608(7) 0.061(5) Uiso 1 1 d G . . . .
H12 H 0.525032 0.581871 0.515813 0.073 Uiso 1 1 calc R U . . .
C16 C 0.8219(6) 0.3939(7) 0.4994(8) 0.044(5) Uiso 1 1 d G . . . .
C21 C 0.7860(8) 0.3658(9) 0.3935(6) 0.054(5) Uiso 1 1 d G . . . .
H21 H 0.822073 0.379920 0.325990 0.065 Uiso 1 1 calc R U . . .
C20 C 0.6961(9) 0.3166(10) 0.3884(7) 0.061(5) Uiso 1 1 d G . . . .
H20 H 0.672069 0.297720 0.317457 0.073 Uiso 1 1 calc R U . . .
C19 C 0.6422(7) 0.2954(10) 0.4892(9) 0.065(5) Uiso 1 1 d G . . . .
H19 H 0.582062 0.262499 0.485780 0.078 Uiso 1 1 calc R U . . .
C18 C 0.6781(8) 0.3236(11) 0.5952(6) 0.051(5) Uiso 1 1 d G . . . .
H18 H 0.642059 0.309476 0.662637 0.062 Uiso 1 1 calc R U . . .
C17 C 0.7680(8) 0.3728(9) 0.6003(6) 0.047(5) Uiso 1 1 d G . . . .
H17 H 0.792063 0.391676 0.671173 0.056 Uiso 1 1 calc R U . . .
C17A C 0.6163(8) 0.8138(9) 0.4998(7) 0.054(5) Uiso 1 1 d G . . . .
H17A H 0.631569 0.827626 0.575802 0.065 Uiso 1 1 calc R U . . .
C18A C 0.6482(8) 0.7469(9) 0.4632(9) 0.069(6) Uiso 1 1 d G . . . .
H18A H 0.684800 0.715896 0.514770 0.083 Uiso 1 1 calc R U . . .
C19A C 0.6253(7) 0.7262(9) 0.3496(10) 0.065(6) Uiso 1 1 d G . . . .
H19A H 0.646660 0.681397 0.325106 0.077 Uiso 1 1 calc R U . . .
C20A C 0.5706(8) 0.7725(10) 0.2725(7) 0.063(6) Uiso 1 1 d G . . . .
H20A H 0.555290 0.758626 0.196472 0.075 Uiso 1 1 calc R U . . .
C21A C 0.5387(7) 0.8394(9) 0.3091(9) 0.066(6) Uiso 1 1 d G . . . .
H21A H 0.502059 0.870356 0.257500 0.079 Uiso 1 1 calc R U . . .
C16A C 0.5615(6) 0.8601(8) 0.4227(10) 0.046(5) Uiso 1 1 d G . . . .
C10A C 0.3212(6) 0.8957(7) 0.5060(8) 0.043(5) Uiso 1 1 d G . . . .
C15A C 0.2689(9) 0.8693(9) 0.4053(6) 0.052(5) Uiso 1 1 d G . . . .
H15A H 0.295283 0.883602 0.333477 0.063 Uiso 1 1 calc R U . . .
C14A C 0.1773(9) 0.8215(10) 0.4119(6) 0.058(5) Uiso 1 1 d G . . . .
H14A H 0.142386 0.803783 0.344543 0.070 Uiso 1 1 calc R U . . .
C13A C 0.1380(7) 0.8000(9) 0.5192(8) 0.063(5) Uiso 1 1 d G . . . .
H13A H 0.076662 0.768040 0.523679 0.075 Uiso 1 1 calc R U . . .
C12A C 0.1902(9) 0.8264(10) 0.6199(6) 0.050(5) Uiso 1 1 d G . . . .
H12A H 0.163832 0.812115 0.691749 0.060 Uiso 1 1 calc R U . . .
C11A C 0.2818(8) 0.8743(9) 0.6133(6) 0.048(5) Uiso 1 1 d G . . . .
H11A H 0.316729 0.891934 0.680686 0.058 Uiso 1 1 calc R U . . .
C3 C 0.9156(9) 0.4457(6) 0.5014(10) 0.035(4) Uiso 1 1 d D . . . .
C9A C 0.1806(7) 1.0470(9) 0.5077(5) 0.044(5) Uiso 1 1 d G . . . .
H9A H 0.195648 1.047168 0.428974 0.053 Uiso 1 1 calc R U . . .
C8A C 0.0692(6) 1.0628(10) 0.5457(6) 0.049(5) Uiso 1 1 d G . . . .
H8A H 0.009755 1.073449 0.492406 0.059 Uiso 1 1 calc R U . . .
C7A C 0.0467(5) 1.0625(10) 0.6634(7) 0.056(5) Uiso 1 1 d G . . . .
H7A H -0.027846 1.073085 0.688811 0.067 Uiso 1 1 calc R U . . .
C6A C 0.1355(7) 1.0466(12) 0.7431(5) 0.046(5) Uiso 1 1 d G . . . .
H6A H 0.120446 1.046441 0.821785 0.055 Uiso 1 1 calc R U . . .
C5A C 0.2469(6) 1.0308(10) 0.7051(6) 0.040(4) Uiso 1 1 d G . . . .
H5A H 0.306340 1.020161 0.758356 0.048 Uiso 1 1 calc R U . . .
C4A C 0.2694(5) 1.0311(6) 0.5874(6) 0.035(4) Uiso 1 1 d G . . . .
C1A C 0.3908(8) 1.0139(7) 0.5431(9) 0.041(5) Uiso 1 1 d D . . . .
C2A C 0.4159(9) 0.9457(6) 0.5040(10) 0.046(5) Uiso 1 1 d D . . . .
C2 C 0.8921(8) 0.5104(7) 0.4457(9) 0.034(4) Uiso 1 1 d D . . . .

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C4 C9 1.3900 . ?
C4 C5 1.3900 . ?
C4 C1 1.548(16) . ?
C9 H9 0.9300 . ?
C9 C8 1.3900 . ?
C8 H8 0.9300 . ?
C8 C7 1.3900 . ?
C7 H7 0.9300 . ?
C7 C6 1.3900 . ?
C6 H6 0.9300 . ?
C6 C5 1.3900 . ?
C5 H5 0.9300 . ?
C1 C3 1.386(10) 3_766 ?
C1 C2 1.397(11) . ?
C3A C16A 1.497(19) . ?
C3A C1A 1.392(11) 3_676 ?
C3A C2A 1.396(10) . ?
C11 H11 0.9300 . ?
C11 C10 1.3900 . ?
C11 C12 1.3900 . ?
C10 C15 1.3900 . ?
C10 C2 1.510(11) . ?
C15 H15 0.9300 . ?
C15 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C12 1.3900 . ?
C12 H12 0.9300 . ?
C16 C21 1.3900 . ?
C16 C17 1.3900 . ?
C16 C3 1.453(14) . ?
C21 H21 0.9300 . ?
C21 C20 1.3900 . ?
C20 H20 0.9300 . ?
C20 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17A H17A 0.9300 . ?
C17A C18A 1.3900 . ?
C17A C16A 1.3900 . ?
C18A H18A 0.9300 . ?
C18A C19A 1.3900 . ?
C19A H19A 0.9300 . ?
C19A C20A 1.3900 . ?
C20A H20A 0.9300 . ?
C20A C21A 1.3900 . ?
C21A H21A 0.9300 . ?
C21A C16A 1.3900 . ?
C10A C15A 1.3900 . ?
C10A C11A 1.3900 . ?
C10A C2A 1.441(14) . ?
C15A H15A 0.9300 . ?
C15A C14A 1.3900 . ?
C14A H14A 0.9300 . ?
C14A C13A 1.3900 . ?
C13A H13A 0.9300 . ?
C13A C12A 1.3900 . ?
C12A H12A 0.9300 . ?
C12A C11A 1.3900 . ?
C11A H11A 0.9300 . ?
C3 C2 1.410(12) . ?
C9A H9A 0.9300 . ?
C9A C8A 1.3900 . ?
C9A C4A 1.3900 . ?
C8A H8A 0.9300 . ?
C8A C7A 1.3900 . ?
C7A H7A 0.9300 . ?
C7A C6A 1.3900 . ?
C6A H6A 0.9300 . ?
C6A C5A 1.3900 . ?
C5A H5A 0.9300 . ?
C5A C4A 1.3900 . ?
C4A C1A 1.527(11) . ?
C1A C2A 1.402(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 C4 C5 120.0 . . ?
C9 C4 C1 116.9(9) . . ?
C5 C4 C1 123.1(9) . . ?
C4 C9 H9 120.0 . . ?
C8 C9 C4 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 C9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C7 H7 120.0 . . ?
C8 C7 C6 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C3 C1 C4 122.0(10) 3_766 . ?
C3 C1 C2 120.8(11) 3_766 . ?
C2 C1 C4 117.2(9) . . ?
C1A C3A C16A 118.4(8) 3_676 . ?
C1A C3A C2A 120.0(11) 3_676 . ?
C2A C3A C16A 121.4(9) . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C10 C15 120.0 . . ?
C11 C10 C2 117.9(7) . . ?
C15 C10 C2 122.1(7) . . ?
C10 C15 H15 120.0 . . ?
C10 C15 C14 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C12 C13 H13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C21 C16 C17 120.0 . . ?
C21 C16 C3 118.5(8) . . ?
C17 C16 C3 121.5(8) . . ?
C16 C21 H21 120.0 . . ?
C16 C21 C20 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C20 H20 120.0 . . ?
C19 C20 C21 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C19 C18 C17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C18A C17A H17A 120.0 . . ?
C18A C17A C16A 120.0 . . ?
C16A C17A H17A 120.0 . . ?
C17A C18A H18A 120.0 . . ?
C17A C18A C19A 120.0 . . ?
C19A C18A H18A 120.0 . . ?
C18A C19A H19A 120.0 . . ?
C20A C19A C18A 120.0 . . ?
C20A C19A H19A 120.0 . . ?
C19A C20A H20A 120.0 . . ?
C19A C20A C21A 120.0 . . ?
C21A C20A H20A 120.0 . . ?
C20A C21A H21A 120.0 . . ?
C20A C21A C16A 120.0 . . ?
C16A C21A H21A 120.0 . . ?
C17A C16A C3A 121.2(10) . . ?
C21A C16A C3A 118.8(10) . . ?
C21A C16A C17A 120.0 . . ?
C15A C10A C11A 120.0 . . ?
C15A C10A C2A 122.3(8) . . ?
C11A C10A C2A 117.7(8) . . ?
C10A C15A H15A 120.0 . . ?
C14A C15A C10A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C15A C14A H14A 120.0 . . ?
C15A C14A C13A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C14A C13A H13A 120.0 . . ?
C12A C13A C14A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C13A C12A H12A 120.0 . . ?
C13A C12A C11A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C12A C11A C10A 120.0 . . ?
C12A C11A H11A 120.0 . . ?
C1 C3 C16 124.9(10) 3_766 . ?
C1 C3 C2 118.5(10) 3_766 . ?
C2 C3 C16 116.6(8) . . ?
C8A C9A H9A 120.0 . . ?
C8A C9A C4A 120.0 . . ?
C4A C9A H9A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C7A C8A C9A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C8A C7A C6A 120.0 . . ?
C6A C7A H7A 120.0 . . ?
C7A C6A H6A 120.0 . . ?
C7A C6A C5A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C9A C4A C1A 118.8(6) . . ?
C5A C4A C9A 120.0 . . ?
C5A C4A C1A 121.2(6) . . ?
C3A C1A C4A 118.5(9) 3_676 . ?
C3A C1A C2A 121.5(10) 3_676 . ?
C2A C1A C4A 119.9(9) . . ?
C3A C2A C10A 125.1(10) . . ?
C3A C2A C1A 118.5(11) . . ?
C1A C2A C10A 116.3(9) . . ?
C1 C2 C10 121.4(9) . . ?
C1 C2 C3 120.6(9) . . ?
C3 C2 C10 117.1(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 C9 C8 C7 0.0 . . . . ?
C4 C1 C2 C10 -12.6(15) . . . . ?
C4 C1 C2 C3 178.2(11) . . . . ?
C9 C4 C5 C6 0.0 . . . . ?
C9 C4 C1 C3 110.6(10) . . . 3_766 ?
C9 C4 C1 C2 -70.1(10) . . . . ?
C9 C8 C7 C6 0.0 . . . . ?
C8 C7 C6 C5 0.0 . . . . ?
C7 C6 C5 C4 0.0 . . . . ?
C5 C4 C9 C8 0.0 . . . . ?
C5 C4 C1 C3 -69.7(10) . . . 3_766 ?
C5 C4 C1 C2 109.6(10) . . . . ?
C1 C4 C9 C8 179.7(3) . . . . ?
C1 C4 C5 C6 -179.7(3) . . . . ?
C1 C3 C2 C1 2.5(15) 3_766 . . . ?
C1 C3 C2 C10 -167.1(10) 3_766 . . . ?
C3A C1A C2A C3A -1.5(16) 3_676 . . . ?
C3A C1A C2A C10A -177.2(10) 3_676 . . . ?
C11 C10 C15 C14 0.0 . . . . ?
C11 C10 C2 C1 -86.8(11) . . . . ?
C11 C10 C2 C3 82.7(11) . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C10 C15 C14 C13 0.0 . . . . ?
C15 C10 C2 C1 93.3(12) . . . . ?
C15 C10 C2 C3 -97.2(11) . . . . ?
C15 C14 C13 C12 0.0 . . . . ?
C14 C13 C12 C11 0.0 . . . . ?
C12 C11 C10 C15 0.0 . . . . ?
C12 C11 C10 C2 -179.9(3) . . . . ?
C16 C21 C20 C19 0.0 . . . . ?
C16 C3 C2 C1 -179.9(11) . . . . ?
C16 C3 C2 C10 10.5(14) . . . . ?
C21 C16 C17 C18 0.0 . . . . ?
C21 C16 C3 C1 -117.4(11) . . . 3_766 ?
C21 C16 C3 C2 65.1(10) . . . . ?
C21 C20 C19 C18 0.0 . . . . ?
C20 C19 C18 C17 0.0 . . . . ?
C19 C18 C17 C16 0.0 . . . . ?
C17 C16 C21 C20 0.0 . . . . ?
C17 C16 C3 C1 63.0(11) . . . 3_766 ?
C17 C16 C3 C2 -114.5(10) . . . . ?
C17A C18A C19A C20A 0.0 . . . . ?
C18A C17A C16A C3A -179.98(9) . . . . ?
C18A C17A C16A C21A 0.0 . . . . ?
C18A C19A C20A C21A 0.0 . . . . ?
C19A C20A C21A C16A 0.0 . . . . ?
C20A C21A C16A C3A 179.98(9) . . . . ?
C20A C21A C16A C17A 0.0 . . . . ?
C16A C3A C2A C10A -8.3(15) . . . . ?
C16A C3A C2A C1A 176.4(12) . . . . ?
C16A C17A C18A C19A 0.0 . . . . ?
C10A C15A C14A C13A 0.0 . . . . ?
C15A C10A C11A C12A 0.0 . . . . ?
C15A C10A C2A C3A -63.9(11) . . . . ?
C15A C10A C2A C1A 111.5(10) . . . . ?
C15A C14A C13A C12A 0.0 . . . . ?
C14A C13A C12A C11A 0.0 . . . . ?
C13A C12A C11A C10A 0.0 . . . . ?
C11A C10A C15A C14A 0.0 . . . . ?
C11A C10A C2A C3A 116.5(11) . . . . ?
C11A C10A C2A C1A -68.1(10) . . . . ?
C3 C1 C2 C10 166.6(10) 3_766 . . . ?
C3 C1 C2 C3 -2.5(16) 3_766 . . . ?
C3 C16 C21 C20 -179.6(3) . . . . ?
C3 C16 C17 C18 179.6(3) . . . . ?
C9A C8A C7A C6A 0.0 . . . . ?
C9A C4A C1A C3A 96.4(11) . . . 3_676 ?
C9A C4A C1A C2A -82.4(12) . . . . ?
C8A C9A C4A C5A 0.0 . . . . ?
C8A C9A C4A C1A 179.9(3) . . . . ?
C8A C7A C6A C5A 0.0 . . . . ?
C7A C6A C5A C4A 0.0 . . . . ?
C6A C5A C4A C9A 0.0 . . . . ?
C6A C5A C4A C1A -179.9(3) . . . . ?
C5A C4A C1A C3A -83.7(11) . . . 3_676 ?
C5A C4A C1A C2A 97.5(12) . . . . ?
C4A C9A C8A C7A 0.0 . . . . ?
C4A C1A C2A C3A 177.3(9) . . . . ?
C4A C1A C2A C10A 1.6(15) . . . . ?
C1A C3A C16A C17A 84.7(10) 3_676 . . . ?
C1A C3A C16A C21A -95.3(10) 3_676 . . . ?
C1A C3A C2A C10A 176.8(11) 3_676 . . . ?
C1A C3A C2A C1A 1.4(16) 3_676 . . . ?
C2A C3A C16A C17A -90.3(10) . . . . ?
C2A C3A C16A C21A 89.7(10) . . . . ?
C2A C10A C15A C14A -179.6(3) . . . . ?
C2A C10A C11A C12A 179.6(3) . . . . ?
C2 C10 C15 C14 179.9(3) . . . . ?


_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 12.848
_oxdiff_exptl_absorpt_empirical_full_min 0.455
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_C6Ph6_022GPa
_database_code_depnum_ccdc_archive 'CCDC 2306422'
loop_
_audit_author_name
_audit_author_address
'Stephen Moggach'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2023-12-21 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;



# start Validation Reply Form
_vrf_ATOM007_C6Ph6_0.22GPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: ...
;
_vrf_THETM01_C6Ph6_0.22GPa       
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_STRVA01_C6Ph6_0.22GPa       
;
PROBLEM: Flack parameter is too small
RESPONSE: ...
;
_vrf_PLAT201_C6Ph6_0.22GPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 42 Report
RESPONSE: Dataset is incomplete so ADPs could not be reliably refined.
;
_vrf_PLAT084_C6Ph6_0.22GPa       
;
PROBLEM: High wR2 Value (i.e. > 0.25) ................... 0.37 Report
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT340_C6Ph6_0.22GPa       
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.02156 Ang.
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT911_C6Ph6_0.22GPa       
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.476 121 Report
RESPONSE: 
Theta sin(th)/Lambda Complete  Expected Measured Total Missing
#-------------------------------------------------------------------
 19.76     0.476     0.838          780      654      126
;
_vrf_PLAT082_C6Ph6_0.22GPa       
;
PROBLEM: High R1 Value .................................. 0.12 Report
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT148_C6Ph6_0.22GPa       
;
PROBLEM: s.u. on the c - Axis is (Too) Large .... 0.030 Ang.
RESPONSE: This is correct.
;
_vrf_PLAT241_C6Ph6_0.22GPa       
;
PROBLEM: High MainMol Ueq as Compared to Neighbors of C9 Check
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT242_C6Ph6_0.22GPa       
;
PROBLEM: Low MainMol Ueq as Compared to Neighbors of C13 Check
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT906_C6Ph6_0.22GPa       
;
PROBLEM: Large K Value in the Analysis of Variance ...... 2.403 Check
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
_vrf_PLAT910_C6Ph6_0.22GPa       
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 5 Note
RESPONSE: Diffraction data were collected at ambient temperature and high-
pressure in a diamond anvil cell, which leads to poorer data quality low data 
completeness.
;
# end Validation Reply Form

_chemical_name_common            C6Ph6
_chemical_name_systematic        Hexaphenylbenzene
_chemical_formula_moiety         'C42 H30'
_chemical_formula_sum            'C42 H30'
_chemical_formula_weight         534.66
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H30'
_chemical_oxdiff_usercomment     
'Hexphenylbenzene at 0.22 GPa in MiTeGen LVCO-5 Cryo Oil.'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   12.1790(17)
_cell_length_b                   11.8019(17)
_cell_length_c                   20.61(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2963(4)
_cell_formula_units_Z            4
_cell_measurement_pressure       220000
_cell_measurement_reflns_used    1869
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      19.7740
_cell_measurement_theta_min      3.4400
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32938
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1187
_diffrn_reflns_av_unetI/netI     0.0975
_diffrn_reflns_Laue_measured_fraction_full 0.470
_diffrn_reflns_Laue_measured_fraction_max 0.471
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            6996
_diffrn_reflns_point_group_measured_fraction_full 0.442
_diffrn_reflns_point_group_measured_fraction_max 0.442
_diffrn_reflns_theta_full        19.761
_diffrn_reflns_theta_max         19.761
_diffrn_reflns_theta_min         3.346
_diffrn_ambient_pressure         220000
_diffrn_ambient_temperature      298.0
_diffrn_detector                 'Hybrid photon'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix-6000HE
_diffrn_measured_fraction_theta_full 0.470
_diffrn_measured_fraction_theta_max 0.471
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -22.00   3.00   0.50   60.00    --   17.95  15.00   0.00   50
  2  ω    -14.00  12.00   0.50   60.00    --  -18.26  15.00   0.00   52
  3  ω    -36.00 -16.00   0.50   60.00    --   17.95  38.00  30.00   40
  4  ω    -15.00  10.00   0.50   60.00    --   17.95  82.00 -29.00   50
  5  ω    -32.00  -5.00   0.50   60.00    --   17.95 114.00 -45.00   54
  6  ω    -36.00 -10.00   0.50   60.00    --  -18.26  77.00 -30.00   52
  7  ω    -32.00  -7.00   0.50   60.00    --   17.95 -15.00-169.00   50
  8  ω    -32.00  -7.00   0.50   60.00    --  -18.26 -15.00-169.00   50
  9  ω     -3.00  25.00   0.50   60.00    --  -18.26 -19.00-180.00   56
 10  ω      8.00  42.00   0.50   60.00    --  -18.26 -38.00-180.00   68
 11  ω     25.00  51.00   0.50   60.00    --   17.95-112.00  42.00   52
 12  ω     -4.00  18.00   0.50   60.00    --  -18.26 -57.00  30.00   44
 13  ω    -53.00 -28.00   0.50   60.00    --   17.95 112.00 135.00   50
 14  ω    -99.00 -71.00   0.50   60.00    --  -18.26-178.00 -90.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Synergy-S'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0011338000
_diffrn_orient_matrix_UB_12      -0.0011758000
_diffrn_orient_matrix_UB_13      -0.0342078000
_diffrn_orient_matrix_UB_21      -0.0572963000
_diffrn_orient_matrix_UB_22      0.0117146000
_diffrn_orient_matrix_UB_23      0.0005520000
_diffrn_orient_matrix_UB_31      0.0113494000
_diffrn_orient_matrix_UB_32      0.0590860000
_diffrn_orient_matrix_UB_33      -0.0008716000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.809
_reflns_Friedel_fraction_full    0.411
_reflns_Friedel_fraction_max     0.411
_reflns_number_gt                789
_reflns_number_total             1183
_reflns_odcompleteness_completeness 29.10
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Flack x determined using 258 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -10.0(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.358
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     85
_refine_ls_number_reflns         1183
_refine_ls_number_restraints     53
_refine_ls_R_factor_all          0.1709
_refine_ls_R_factor_gt           0.1160
_refine_ls_restrained_S_all      1.343
_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/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3033
_refine_ls_wR_factor_ref         0.3662
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C37-C5
 2.508 with sigma of 0.01
 C1-C12
 2.512 with sigma of 0.02
 C3-C20
 2.488 with sigma of 0.02
 C6-C7
 2.478 with sigma of 0.02
 C7-C2
 2.513 with sigma of 0.02
 C4-C30
 2.499 with sigma of 0.02
 C1-C13
 2.52 with sigma of 0.02
 C2-C14
 2.478 with sigma of 0.02
 C13-C3
 2.476 with sigma of 0.02
 C2-C19
 2.519 with sigma of 0.02
 C19-C4
 2.504 with sigma of 0.02
 C5-C36
 2.474 with sigma of 0.02
 C3-C25
 2.478 with sigma of 0.02
 C26-C4
 2.485 with sigma of 0.02
 C25-C5
 2.515 with sigma of 0.02
 C24-C3
 2.51 with sigma of 0.02
 C31-C4
 2.494 with sigma of 0.02
 C18-C2
 2.484 with sigma of 0.02
 C31-C6
 2.479 with sigma of 0.02
 C8-C1
 2.474 with sigma of 0.02
 C5-C37
 2.508 with sigma of 0.02
 C37-C1
 2.5 with sigma of 0.02
 C38-C6
 2.497 with sigma of 0.02
 C6-C42
 2.515 with sigma of 0.02
 C32-C5
 2.478 with sigma of 0.02
3. Restrained planarity
 C6, C1, C2, C5, C3, C4, C37, C7, C19, C13, C25, C31
 with sigma of 0.1
 C31, C34, C32, C33, C36, C35
 with sigma of 0.1
 C7, C8, C10, C9, C12, C11
 with sigma of 0.1
 C19, C20, C21, C23, C24, C22
 with sigma of 0.1
 C37, C42, C40, C39, C38, C41
 with sigma of 0.1
 C25, C30, C26, C29, C28, C27
 with sigma of 0.1
 C13, C14, C18, C15, C16, C17
 with sigma of 0.1
4.a Aromatic/amide H refined with riding coordinates:
 C38(H38), C39(H39), C40(H40), C41(H41), C42(H42), C30(H30), C29(H29),
 C28(H28), C27(H27), C26(H26), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
  C18(H18), C17(H17), C16(H16), C15(H15), C14(H14), C36(H36), C35(H35),
 C34(H34), C33(H33), C32(H32), C12(H12), C11(H11), C10(H10), C9(H9), C8(H8)
4.b Fitted hexagon refined as free rotating group:
 C37(C38,C39,C40,C41,C42), C25(C30,C29,C28,C27,C26), C6(C5,C4,C3,C2,C1),
 C19(C20,C21,C22,C23,C24), C13(C18,C17,C16,C15,C14), C31(C36,C35,C34,C33,C32),
 C7(C12,C11,C10,C9,C8)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C37 C 0.3496(10) 0.2794(8) 0.4690(12) 0.052(6) Uiso 1 1 d DG . . . .
C38 C 0.2750(9) 0.2013(10) 0.4446(15) 0.071(8) Uiso 1 1 d DG . . . .
H38 H 0.202472 0.222548 0.437286 0.086 Uiso 1 1 calc R U . . .
C39 C 0.3086(11) 0.0913(11) 0.4310(17) 0.068(8) Uiso 1 1 d G . . . .
H39 H 0.258680 0.038949 0.414600 0.081 Uiso 1 1 calc R U . . .
C40 C 0.4170(11) 0.0594(10) 0.442(2) 0.082(9) Uiso 1 1 d G . . . .
H40 H 0.439499 -0.014171 0.432732 0.099 Uiso 1 1 calc R U . . .
C41 C 0.4916(9) 0.1376(12) 0.466(2) 0.071(8) Uiso 1 1 d G . . . .
H41 H 0.564111 0.116308 0.473551 0.085 Uiso 1 1 calc R U . . .
C42 C 0.4580(10) 0.2476(10) 0.4799(15) 0.072(7) Uiso 1 1 d DG . . . .
H42 H 0.507905 0.299908 0.496238 0.086 Uiso 1 1 calc R U . . .
C25 C 0.2622(11) 0.6793(12) 0.4046(10) 0.063(8) Uiso 1 1 d DG . . . .
C30 C 0.3603(9) 0.7277(14) 0.3841(12) 0.085(9) Uiso 1 1 d DG . . . .
H30 H 0.426589 0.702809 0.401362 0.102 Uiso 1 1 calc R U . . .
C29 C 0.3592(10) 0.8133(15) 0.3378(14) 0.081(9) Uiso 1 1 d G . . . .
H29 H 0.424864 0.845667 0.324048 0.097 Uiso 1 1 calc R U . . .
C28 C 0.2601(14) 0.8505(14) 0.3120(13) 0.088(9) Uiso 1 1 d G . . . .
H28 H 0.259450 0.907733 0.280999 0.106 Uiso 1 1 calc R U . . .
C27 C 0.1621(11) 0.8021(15) 0.3325(13) 0.080(8) Uiso 1 1 d G . . . .
H27 H 0.095759 0.826939 0.315263 0.095 Uiso 1 1 calc R U . . .
C26 C 0.1631(9) 0.7165(13) 0.3788(12) 0.060(7) Uiso 1 1 d DG . . . .
H26 H 0.097481 0.684080 0.392577 0.072 Uiso 1 1 calc R U . . .
C6 C 0.3092(9) 0.3974(6) 0.4872(3) 0.041(6) Uiso 1 1 d DG . . . .
C5 C 0.3055(9) 0.4809(9) 0.4397(3) 0.061(7) Uiso 1 1 d DG . . . .
C4 C 0.2617(10) 0.5868(8) 0.4540(6) 0.054(7) Uiso 1 1 d DG . . . .
C3 C 0.2218(9) 0.6091(7) 0.5159(7) 0.061(7) Uiso 1 1 d DG . . . .
C2 C 0.2256(10) 0.5257(9) 0.5634(5) 0.060(7) Uiso 1 1 d DG . . . .
C1 C 0.2693(10) 0.4198(8) 0.5491(3) 0.055(7) Uiso 1 1 d DG . . . .
C19 C 0.1822(9) 0.7280(9) 0.5330(14) 0.057(7) Uiso 1 1 d DG . . . .
C20 C 0.2580(8) 0.8117(11) 0.5488(17) 0.052(7) Uiso 1 1 d DG . . . .
H20 H 0.332370 0.794162 0.550960 0.063 Uiso 1 1 calc R U . . .
C21 C 0.2227(11) 0.9215(10) 0.5612(18) 0.071(8) Uiso 1 1 d G . . . .
H21 H 0.273369 0.977530 0.571699 0.086 Uiso 1 1 calc R U . . .
C22 C 0.1115(11) 0.9477(9) 0.558(2) 0.093(10) Uiso 1 1 d G . . . .
H22 H 0.087881 1.021243 0.566189 0.111 Uiso 1 1 calc R U . . .
C23 C 0.0357(8) 0.8641(11) 0.542(2) 0.079(9) Uiso 1 1 d G . . . .
H23 H -0.038606 0.881589 0.539938 0.095 Uiso 1 1 calc R U . . .
C24 C 0.0711(9) 0.7542(10) 0.5297(18) 0.064(7) Uiso 1 1 d DG . . . .
H24 H 0.020393 0.698220 0.519199 0.076 Uiso 1 1 calc R U . . .
C13 C 0.1800(13) 0.5534(13) 0.6286(8) 0.065(7) Uiso 1 1 d DG . . . .
C18 C 0.0688(12) 0.5349(13) 0.6396(10) 0.122(12) Uiso 1 1 d DG . . . .
H18 H 0.025226 0.504152 0.606967 0.147 Uiso 1 1 calc R U . . .
C17 C 0.0228(13) 0.5622(15) 0.6993(12) 0.120(12) Uiso 1 1 d G . . . .
H17 H -0.051627 0.549740 0.706597 0.143 Uiso 1 1 calc R U . . .
C16 C 0.088(2) 0.6081(18) 0.7480(9) 0.137(15) Uiso 1 1 d G . . . .
H16 H 0.057069 0.626341 0.787965 0.165 Uiso 1 1 calc R U . . .
C15 C 0.1990(19) 0.6266(17) 0.7371(9) 0.123(13) Uiso 1 1 d G . . . .
H15 H 0.242618 0.657356 0.769704 0.147 Uiso 1 1 calc R U . . .
C14 C 0.2451(12) 0.5993(14) 0.6774(10) 0.091(10) Uiso 1 1 d DG . . . .
H14 H 0.319473 0.611768 0.670074 0.109 Uiso 1 1 calc R U . . .
C31 C 0.3475(12) 0.4549(13) 0.3739(8) 0.059(7) Uiso 1 1 d DG . . . .
C36 C 0.4607(11) 0.4544(13) 0.3654(9) 0.100(10) Uiso 1 1 d DG . . . .
H36 H 0.506828 0.469014 0.400309 0.120 Uiso 1 1 calc R U . . .
C35 C 0.5049(11) 0.4320(13) 0.3045(11) 0.106(10) Uiso 1 1 d G . . . .
H35 H 0.580623 0.431592 0.298775 0.127 Uiso 1 1 calc R U . . .
C34 C 0.4359(18) 0.4101(15) 0.2523(9) 0.114(12) Uiso 1 1 d G . . . .
H34 H 0.465480 0.395098 0.211573 0.136 Uiso 1 1 calc R U . . .
C33 C 0.3227(16) 0.4107(15) 0.2609(8) 0.108(11) Uiso 1 1 d G . . . .
H33 H 0.276542 0.396026 0.225905 0.129 Uiso 1 1 calc R U . . .
C32 C 0.2785(10) 0.4331(13) 0.3217(9) 0.091(10) Uiso 1 1 d DG . . . .
H32 H 0.202745 0.433448 0.327440 0.109 Uiso 1 1 calc R U . . .
C7 C 0.2776(11) 0.3314(12) 0.6008(9) 0.057(7) Uiso 1 1 d DG . . . .
C12 C 0.1860(10) 0.2682(13) 0.6183(11) 0.072(8) Uiso 1 1 d DG . . . .
H12 H 0.118433 0.282708 0.598944 0.087 Uiso 1 1 calc R U . . .
C11 C 0.1953(13) 0.1835(14) 0.6648(14) 0.086(9) Uiso 1 1 d G . . . .
H11 H 0.133946 0.141208 0.676539 0.103 Uiso 1 1 calc R U . . .
C10 C 0.2962(16) 0.1618(14) 0.6937(12) 0.087(9) Uiso 1 1 d G . . . .
H10 H 0.302415 0.105112 0.724840 0.104 Uiso 1 1 calc R U . . .
C9 C 0.3878(12) 0.2250(14) 0.6762(11) 0.094(10) Uiso 1 1 d G . . . .
H9 H 0.455373 0.210517 0.695546 0.113 Uiso 1 1 calc R U . . .
C8 C 0.3785(9) 0.3098(13) 0.6297(11) 0.063(7) Uiso 1 1 d DG . . . .
H8 H 0.439862 0.352019 0.617950 0.075 Uiso 1 1 calc R U . . .

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C37 C38 1.3900 . ?
C37 C42 1.3900 . ?
C37 C6 1.524(11) . ?
C38 H38 0.9300 . ?
C38 C39 1.3900 . ?
C39 H39 0.9300 . ?
C39 C40 1.3900 . ?
C40 H40 0.9300 . ?
C40 C41 1.3900 . ?
C41 H41 0.9300 . ?
C41 C42 1.3900 . ?
C42 H42 0.9300 . ?
C25 C30 1.3900 . ?
C25 C26 1.3900 . ?
C25 C4 1.493(13) . ?
C30 H30 0.9300 . ?
C30 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C27 1.3900 . ?
C27 H27 0.9300 . ?
C27 C26 1.3900 . ?
C26 H26 0.9300 . ?
C6 C5 1.3900 . ?
C6 C1 1.3900 . ?
C5 C4 1.3900 . ?
C5 C31 1.481(15) . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C19 1.525(11) . ?
C2 C1 1.3900 . ?
C2 C13 1.491(15) . ?
C1 C7 1.494(13) . ?
C19 C20 1.3900 . ?
C19 C24 1.3900 . ?
C20 H20 0.9300 . ?
C20 C21 1.3900 . ?
C21 H21 0.9300 . ?
C21 C22 1.3900 . ?
C22 H22 0.9300 . ?
C22 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C24 1.3900 . ?
C24 H24 0.9300 . ?
C13 C18 1.3900 . ?
C13 C14 1.3900 . ?
C18 H18 0.9300 . ?
C18 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C16 1.3900 . ?
C16 H16 0.9300 . ?
C16 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C14 1.3900 . ?
C14 H14 0.9300 . ?
C31 C36 1.3900 . ?
C31 C32 1.3900 . ?
C36 H36 0.9300 . ?
C36 C35 1.3900 . ?
C35 H35 0.9300 . ?
C35 C34 1.3900 . ?
C34 H34 0.9300 . ?
C34 C33 1.3900 . ?
C33 H33 0.9300 . ?
C33 C32 1.3900 . ?
C32 H32 0.9300 . ?
C7 C12 1.3900 . ?
C7 C8 1.3900 . ?
C12 H12 0.9300 . ?
C12 C11 1.3900 . ?
C11 H11 0.9300 . ?
C11 C10 1.3900 . ?
C10 H10 0.9300 . ?
C10 C9 1.3900 . ?
C9 H9 0.9300 . ?
C9 C8 1.3900 . ?
C8 H8 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C38 C37 C42 120.0 . . ?
C38 C37 C6 119.0(8) . . ?
C42 C37 C6 120.9(8) . . ?
C37 C38 H38 120.0 . . ?
C39 C38 C37 120.0 . . ?
C39 C38 H38 120.0 . . ?
C38 C39 H39 120.0 . . ?
C40 C39 C38 120.0 . . ?
C40 C39 H39 120.0 . . ?
C39 C40 H40 120.0 . . ?
C41 C40 C39 120.0 . . ?
C41 C40 H40 120.0 . . ?
C40 C41 H41 120.0 . . ?
C40 C41 C42 120.0 . . ?
C42 C41 H41 120.0 . . ?
C37 C42 H42 120.0 . . ?
C41 C42 C37 120.0 . . ?
C41 C42 H42 120.0 . . ?
C30 C25 C26 120.0 . . ?
C30 C25 C4 120.8(9) . . ?
C26 C25 C4 119.2(9) . . ?
C25 C30 H30 120.0 . . ?
C25 C30 C29 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C26 C27 H27 120.0 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0 . . ?
C27 C26 H26 120.0 . . ?
C5 C6 C37 119.0(9) . . ?
C5 C6 C1 120.0 . . ?
C1 C6 C37 120.8(9) . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C31 119.1(9) . . ?
C4 C5 C31 120.9(9) . . ?
C5 C4 C25 120.7(9) . . ?
C3 C4 C25 119.2(9) . . ?
C3 C4 C5 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C19 119.9(11) . . ?
C2 C3 C19 120.0(11) . . ?
C3 C2 C1 120.0 . . ?
C3 C2 C13 117.8(9) . . ?
C1 C2 C13 122.1(9) . . ?
C6 C1 C7 119.8(9) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 C7 120.1(9) . . ?
C20 C19 C3 119.9(8) . . ?
C20 C19 C24 120.0 . . ?
C24 C19 C3 120.1(8) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.0 . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C19 C24 H24 120.0 . . ?
C23 C24 C19 120.0 . . ?
C23 C24 H24 120.0 . . ?
C18 C13 C2 118.3(11) . . ?
C18 C13 C14 120.0 . . ?
C14 C13 C2 121.7(11) . . ?
C13 C18 H18 120.0 . . ?
C17 C18 C13 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C15 H15 120.0 . . ?
C16 C15 C14 120.0 . . ?
C14 C15 H15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C36 C31 C5 117.4(11) . . ?
C36 C31 C32 120.0 . . ?
C32 C31 C5 122.6(11) . . ?
C31 C36 H36 120.0 . . ?
C31 C36 C35 120.0 . . ?
C35 C36 H36 120.0 . . ?
C36 C35 H35 120.0 . . ?
C34 C35 C36 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C34 H34 120.0 . . ?
C33 C34 C35 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C33 H33 120.0 . . ?
C34 C33 C32 120.0 . . ?
C32 C33 H33 120.0 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 C31 120.0 . . ?
C33 C32 H32 120.0 . . ?
C12 C7 C1 120.4(9) . . ?
C12 C7 C8 120.0 . . ?
C8 C7 C1 119.6(9) . . ?
C7 C12 H12 120.0 . . ?
C7 C12 C11 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C11 H11 120.0 . . ?
C10 C11 C12 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C10 H10 120.0 . . ?
C9 C10 C11 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C9 H9 120.0 . . ?
C10 C9 C8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C37 C38 C39 C40 0.0 . . . . ?
C37 C6 C5 C4 175.5(9) . . . . ?
C37 C6 C5 C31 -3.9(12) . . . . ?
C37 C6 C1 C2 -175.4(9) . . . . ?
C37 C6 C1 C7 7.1(12) . . . . ?
C38 C37 C42 C41 0.0 . . . . ?
C38 C37 C6 C5 -86.9(15) . . . . ?
C38 C37 C6 C1 88.6(15) . . . . ?
C38 C39 C40 C41 0.0 . . . . ?
C39 C40 C41 C42 0.0 . . . . ?
C40 C41 C42 C37 0.0 . . . . ?
C42 C37 C38 C39 0.0 . . . . ?
C42 C37 C6 C5 96.7(17) . . . . ?
C42 C37 C6 C1 -87.9(17) . . . . ?
C25 C30 C29 C28 0.0 . . . . ?
C25 C4 C3 C2 -176.9(11) . . . . ?
C25 C4 C3 C19 -1.7(12) . . . . ?
C30 C25 C26 C27 0.0 . . . . ?
C30 C25 C4 C5 -67.2(15) . . . . ?
C30 C25 C4 C3 109.7(12) . . . . ?
C30 C29 C28 C27 0.0 . . . . ?
C29 C28 C27 C26 0.0 . . . . ?
C28 C27 C26 C25 0.0 . . . . ?
C26 C25 C30 C29 0.0 . . . . ?
C26 C25 C4 C5 112.4(12) . . . . ?
C26 C25 C4 C3 -70.7(15) . . . . ?
C6 C37 C38 C39 -176.5(19) . . . . ?
C6 C37 C42 C41 176.4(19) . . . . ?
C6 C5 C4 C25 176.9(11) . . . . ?
C6 C5 C4 C3 0.0 . . . . ?
C6 C5 C31 C36 -77.3(11) . . . . ?
C6 C5 C31 C32 103.5(11) . . . . ?
C6 C1 C7 C12 -102.9(13) . . . . ?
C6 C1 C7 C8 74.9(13) . . . . ?
C5 C6 C1 C2 0.0 . . . . ?
C5 C6 C1 C7 -177.5(11) . . . . ?
C5 C4 C3 C2 0.0 . . . . ?
C5 C4 C3 C19 175.2(10) . . . . ?
C5 C31 C36 C35 -179.2(14) . . . . ?
C5 C31 C32 C33 179.2(15) . . . . ?
C4 C25 C30 C29 179.6(16) . . . . ?
C4 C25 C26 C27 -179.6(16) . . . . ?
C4 C5 C31 C36 103.3(9) . . . . ?
C4 C5 C31 C32 -75.9(13) . . . . ?
C4 C3 C2 C1 0.0 . . . . ?
C4 C3 C2 C13 -179.0(11) . . . . ?
C4 C3 C19 C20 -79.9(18) . . . . ?
C4 C3 C19 C24 96.8(18) . . . . ?
C3 C2 C1 C6 0.0 . . . . ?
C3 C2 C1 C7 177.5(11) . . . . ?
C3 C2 C13 C18 88.0(11) . . . . ?
C3 C2 C13 C14 -90.5(12) . . . . ?
C3 C19 C20 C21 177(2) . . . . ?
C3 C19 C24 C23 -177(2) . . . . ?
C2 C3 C19 C20 95.2(17) . . . . ?
C2 C3 C19 C24 -88.0(19) . . . . ?
C2 C1 C7 C12 79.6(14) . . . . ?
C2 C1 C7 C8 -102.7(11) . . . . ?
C2 C13 C18 C17 -178.5(14) . . . . ?
C2 C13 C14 C15 178.5(14) . . . . ?
C1 C6 C5 C4 0.0 . . . . ?
C1 C6 C5 C31 -179.4(11) . . . . ?
C1 C2 C13 C18 -91.0(11) . . . . ?
C1 C2 C13 C14 90.5(12) . . . . ?
C1 C7 C12 C11 177.7(15) . . . . ?
C1 C7 C8 C9 -177.8(15) . . . . ?
C19 C3 C2 C1 -175.2(9) . . . . ?
C19 C3 C2 C13 5.8(12) . . . . ?
C19 C20 C21 C22 0.0 . . . . ?
C20 C19 C24 C23 0.0 . . . . ?
C20 C21 C22 C23 0.0 . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C19 0.0 . . . . ?
C24 C19 C20 C21 0.0 . . . . ?
C13 C2 C1 C6 179.0(12) . . . . ?
C13 C2 C1 C7 -3.5(13) . . . . ?
C13 C18 C17 C16 0.0 . . . . ?
C18 C13 C14 C15 0.0 . . . . ?
C18 C17 C16 C15 0.0 . . . . ?
C17 C16 C15 C14 0.0 . . . . ?
C16 C15 C14 C13 0.0 . . . . ?
C14 C13 C18 C17 0.0 . . . . ?
C31 C5 C4 C25 -3.7(12) . . . . ?
C31 C5 C4 C3 179.4(11) . . . . ?
C31 C36 C35 C34 0.0 . . . . ?
C36 C31 C32 C33 0.0 . . . . ?
C36 C35 C34 C33 0.0 . . . . ?
C35 C34 C33 C32 0.0 . . . . ?
C34 C33 C32 C31 0.0 . . . . ?
C32 C31 C36 C35 0.0 . . . . ?
C7 C12 C11 C10 0.0 . . . . ?
C12 C7 C8 C9 0.0 . . . . ?
C12 C11 C10 C9 0.0 . . . . ?
C11 C10 C9 C8 0.0 . . . . ?
C10 C9 C8 C7 0.0 . . . . ?
C8 C7 C12 C11 0.0 . . . . ?


_olex2_exptl_crystal_mounting_method 
'Loaded in a Merrill-Bassett diamond anvil cell in a PTM of MiTeGen LVCO-5 Cryo Oil.'
_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 3.976
_oxdiff_exptl_absorpt_empirical_full_min 0.570
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_C6Ph6_Ambient
_database_code_depnum_ccdc_archive 'CCDC 2306423'
loop_
_audit_author_name
_audit_author_address
'Stephen Moggach'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2023-12-21 downloaded from the CCDC.
;
_audit_creation_date             2020-12-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6219)
;



# start Validation Reply Form
_vrf_THETM01_C6Ph6_Ambient       
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: Diffraction data were collected at ambient temperature.
;
_vrf_STRVA01_C6Ph6_Ambient       
;
PROBLEM: Flack parameter is too small
RESPONSE: ...
;
_vrf_PLAT089_C6Ph6_Ambient       
;
PROBLEM: Poor Data / Parameter Ratio (Zmax < 18) ........ 5.84 Note
RESPONSE: Diffraction data were collected at ambient temperature. Phenyl and
benzyl rings were restrained to chemically reasonable geometry and thermal
similarity restraints were applied.
;
_vrf_PLAT241_C6Ph6_Ambient       
;
PROBLEM: High MainMol Ueq as Compared to Neighbors of C17 Check
RESPONSE: Diffraction data were collected at ambient temperature.
;
_vrf_PLAT242_C6Ph6_Ambient       
;
PROBLEM: Low MainMol Ueq as Compared to Neighbors of C13 Check
RESPONSE: Diffraction data were collected at ambient temperature.
;
_vrf_PLAT340_C6Ph6_Ambient       
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.0064 Ang.
RESPONSE: Diffraction data were collected at ambient temperature.
;
_vrf_PLAT910_C6Ph6_Ambient       
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 5 Note
RESPONSE: 
Theta sin(th)/Lambda Complete  Expected Measured Total Missing
#-------------------------------------------------------------------------------
 20.82     0.500     0.997         1616     1611        5
 23.01     0.550     0.998         2163     2158        5
 23.25     0.555     0.998         2220     2215        5
;
# end Validation Reply Form


_chemical_name_common            C6Ph6
_chemical_name_systematic        Hexaphenylbenzene
_chemical_formula_moiety         'C42 H30'
_chemical_formula_sum            'C42 H30'
_chemical_formula_weight         534.66
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H30'
_chemical_oxdiff_usercomment     'Hexaphenylbenzene under ambient conditions'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   12.1820(4)
_cell_length_b                   11.7900(4)
_cell_length_c                   20.8728(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2997.87(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8077
_cell_measurement_temperature    298
_cell_measurement_pressure       101.325
_cell_measurement_theta_max      26.3030
_cell_measurement_theta_min      3.4410
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22696
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        23.247
_diffrn_reflns_theta_max         23.247
_diffrn_reflns_theta_min         3.345
_diffrn_ambient_temperature      298.0
_diffrn_ambient_pressure         101.325
_diffrn_detector                 'Hybrid Photon'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix-6000HE
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -27.00  61.00   0.50   35.00    --  -21.85  19.00 -90.00  176
  2  ω    -23.00  37.00   0.50   35.00    --  -21.85 -99.00  60.00  120
  3  ω    -40.00  32.00   0.50   35.00    --  -21.85 -91.00 -28.00  144
  4  ω    -27.00  61.00   0.50   35.00    --  -21.85  19.00 150.00  176
  5  ω   -114.00  36.00   0.50   35.00    --  -21.85 -31.00 125.00  300
  6  ω   -123.00 -39.00   0.50   35.00    --  -21.85 178.00  30.00  168
  7  ω   -125.00 -41.00   0.50   35.00    --  -21.85-178.00   0.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Synergy-S'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0210914000
_diffrn_orient_matrix_UB_12      0.0486955000
_diffrn_orient_matrix_UB_13      -0.0156862000
_diffrn_orient_matrix_UB_21      0.0100145000
_diffrn_orient_matrix_UB_22      0.0258024000
_diffrn_orient_matrix_UB_23      0.0301542000
_diffrn_orient_matrix_UB_31      0.0533218000
_diffrn_orient_matrix_UB_32      -0.0241158000
_diffrn_orient_matrix_UB_33      0.0005665000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.933
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                3478
_reflns_number_total             4282
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.105
_refine_diff_density_min         -0.123
_refine_diff_density_rms         0.025
_refine_ls_abs_structure_details 
;
 Flack x determined using 1389 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -5.0(10)
_refine_ls_extinction_coef       .
_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     379
_refine_ls_number_reflns         4282
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      1.046
_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/[σ²(Fo²)+(0.0505P)²+0.2370P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1022
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C30(H30), C20(H20), C8(H8), C42(H42), C40(H40), C14(H14), C26(H26), C39(H39),
 C29(H29), C21(H21), C38(H38), C28(H28), C27(H27), C10(H10), C9(H9), C34(H34),
 C32(H32), C12(H12), C23(H23), C24(H24), C11(H11), C33(H33), C41(H41), C22(H22),
  C36(H36), C18(H18), C35(H35), C15(H15), C16(H16), C17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C37 C 0.3492(3) 0.2790(3) 0.47070(18) 0.0453(9) Uani 1 1 d . . . . .
C25 C 0.2626(3) 0.6783(3) 0.40366(18) 0.0471(9) Uani 1 1 d . . . . .
C6 C 0.3101(3) 0.3959(3) 0.48727(16) 0.0427(8) Uani 1 1 d . . . . .
C1 C 0.2705(3) 0.4195(3) 0.54870(18) 0.0456(9) Uani 1 1 d . . . . .
C2 C 0.2245(3) 0.5261(3) 0.56245(18) 0.0461(9) Uani 1 1 d . . . . .
C5 C 0.3075(3) 0.4800(3) 0.43966(17) 0.0452(9) Uani 1 1 d . . . . .
C3 C 0.2227(3) 0.6111(3) 0.51509(18) 0.0434(8) Uani 1 1 d . . . . .
C19 C 0.1821(3) 0.7277(3) 0.53102(17) 0.0460(9) Uani 1 1 d . . . . .
C30 C 0.3593(3) 0.7264(3) 0.3812(2) 0.0591(10) Uani 1 1 d . . . . .
H30 H 0.426367 0.701886 0.397404 0.059 Uiso 1 1 calc R U . . .
C13 C 0.1786(3) 0.5525(3) 0.6274(2) 0.0550(10) Uani 1 1 d . . . . .
C31 C 0.3496(3) 0.4549(3) 0.3742(2) 0.0528(10) Uani 1 1 d . . . . .
C4 C 0.2641(3) 0.5878(3) 0.45358(19) 0.0451(9) Uani 1 1 d . . . . .
C7 C 0.2780(3) 0.3312(3) 0.60005(18) 0.0486(10) Uani 1 1 d . . . . .
C20 C 0.2547(3) 0.8115(3) 0.5475(2) 0.0650(12) Uani 1 1 d . . . . .
H20 H 0.329368 0.795040 0.548936 0.065 Uiso 1 1 calc R U . . .
C8 C 0.3763(3) 0.3110(4) 0.6302(2) 0.0684(12) Uani 1 1 d . . . . .
H8 H 0.437362 0.354604 0.619675 0.068 Uiso 1 1 calc R U . . .
C42 C 0.4561(3) 0.2456(3) 0.4802(2) 0.0674(12) Uani 1 1 d . . . . .
H42 H 0.506516 0.296953 0.496827 0.067 Uiso 1 1 calc R U . . .
C40 C 0.4180(4) 0.0607(3) 0.4401(2) 0.0730(13) Uani 1 1 d . . . . .
H40 H 0.440917 -0.012277 0.429725 0.073 Uiso 1 1 calc R U . . .
C14 C 0.2420(4) 0.5984(4) 0.6748(2) 0.0766(13) Uani 1 1 d . . . . .
H14 H 0.316314 0.610802 0.667487 0.077 Uiso 1 1 calc R U . . .
C26 C 0.1645(3) 0.7175(3) 0.3790(2) 0.0610(11) Uani 1 1 d . . . . .
H26 H 0.098758 0.686531 0.393428 0.061 Uiso 1 1 calc R U . . .
C39 C 0.3118(4) 0.0923(4) 0.4302(2) 0.0767(13) Uani 1 1 d . . . . .
H39 H 0.262074 0.040590 0.413216 0.077 Uiso 1 1 calc R U . . .
C29 C 0.3569(4) 0.8102(4) 0.3352(2) 0.0702(12) Uani 1 1 d . . . . .
H29 H 0.422190 0.841058 0.320066 0.070 Uiso 1 1 calc R U . . .
C21 C 0.2197(4) 0.9199(3) 0.5620(3) 0.0774(13) Uani 1 1 d . . . . .
H21 H 0.270126 0.975254 0.573777 0.077 Uiso 1 1 calc R U . . .
C38 C 0.2777(3) 0.2004(3) 0.4451(2) 0.0637(11) Uani 1 1 d . . . . .
H38 H 0.205003 0.220839 0.437725 0.064 Uiso 1 1 calc R U . . .
C28 C 0.2585(4) 0.8482(4) 0.3117(2) 0.0721(12) Uani 1 1 d . . . . .
H28 H 0.256998 0.905471 0.281033 0.072 Uiso 1 1 calc R U . . .
C27 C 0.1628(4) 0.8018(4) 0.3334(2) 0.0727(13) Uani 1 1 d . . . . .
H27 H 0.096005 0.827295 0.317241 0.073 Uiso 1 1 calc R U . . .
C10 C 0.2976(5) 0.1640(4) 0.6928(2) 0.0776(14) Uani 1 1 d . . . . .
H10 H 0.304380 0.107514 0.723635 0.078 Uiso 1 1 calc R U . . .
C9 C 0.3856(4) 0.2264(4) 0.6760(2) 0.0821(15) Uani 1 1 d . . . . .
H9 H 0.453066 0.212604 0.695345 0.082 Uiso 1 1 calc R U . . .
C34 C 0.4320(8) 0.4102(5) 0.2527(3) 0.113(2) Uani 1 1 d . . . . .
H34 H 0.459532 0.394689 0.212058 0.113 Uiso 1 1 calc R U . . .
C32 C 0.2803(4) 0.4339(4) 0.3235(2) 0.0755(13) Uani 1 1 d . . . . .
H32 H 0.204735 0.434870 0.329951 0.076 Uiso 1 1 calc R U . . .
C12 C 0.1883(4) 0.2665(3) 0.6181(2) 0.0647(11) Uani 1 1 d . . . . .
H12 H 0.120702 0.279081 0.598661 0.065 Uiso 1 1 calc R U . . .
C23 C 0.0368(4) 0.8631(4) 0.5430(3) 0.0790(14) Uani 1 1 d . . . . .
H23 H -0.037716 0.879906 0.541068 0.079 Uiso 1 1 calc R U . . .
C24 C 0.0730(3) 0.7550(3) 0.5298(2) 0.0678(12) Uani 1 1 d . . . . .
H24 H 0.021939 0.699127 0.519872 0.068 Uiso 1 1 calc R U . . .
C11 C 0.1977(4) 0.1839(4) 0.6643(2) 0.0764(13) Uani 1 1 d . . . . .
H11 H 0.136641 0.141617 0.676261 0.076 Uiso 1 1 calc R U . . .
C33 C 0.3216(6) 0.4114(4) 0.2630(2) 0.0994(19) Uani 1 1 d . . . . .
H33 H 0.273666 0.397089 0.229272 0.099 Uiso 1 1 calc R U . . .
C41 C 0.4898(3) 0.1360(4) 0.4653(3) 0.0771(13) Uani 1 1 d . . . . .
H41 H 0.562112 0.114355 0.472597 0.077 Uiso 1 1 calc R U . . .
C22 C 0.1102(4) 0.9453(4) 0.5589(2) 0.0731(13) Uani 1 1 d . . . . .
H22 H 0.086137 1.018597 0.567557 0.073 Uiso 1 1 calc R U . . .
C36 C 0.4604(4) 0.4526(4) 0.3622(2) 0.0823(14) Uani 1 1 d . . . . .
H36 H 0.509393 0.465482 0.395566 0.082 Uiso 1 1 calc R U . . .
C18 C 0.0696(4) 0.5341(4) 0.6407(3) 0.0920(16) Uani 1 1 d . . . . .
H18 H 0.024608 0.502091 0.609566 0.092 Uiso 1 1 calc R U . . .
C35 C 0.5006(6) 0.4315(5) 0.3013(4) 0.110(2) Uani 1 1 d . . . . .
H35 H 0.575940 0.432073 0.294142 0.110 Uiso 1 1 calc R U . . .
C15 C 0.1966(6) 0.6269(5) 0.7343(3) 0.1045(19) Uani 1 1 d . . . . .
H15 H 0.240571 0.658191 0.766126 0.104 Uiso 1 1 calc R U . . .
C16 C 0.0887(8) 0.6087(5) 0.7452(3) 0.114(2) Uani 1 1 d . . . . .
H16 H 0.057983 0.628398 0.784416 0.114 Uiso 1 1 calc R U . . .
C17 C 0.0261(6) 0.5624(5) 0.6994(4) 0.125(3) Uani 1 1 d . . . . .
H17 H -0.047869 0.549044 0.707468 0.125 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C37 C6 1.498(5) . ?
C37 C42 1.375(5) . ?
C37 C38 1.380(5) . ?
C25 C30 1.389(5) . ?
C25 C4 1.491(5) . ?
C25 C26 1.381(5) . ?
C6 C1 1.398(5) . ?
C6 C5 1.404(5) . ?
C1 C2 1.406(5) . ?
C1 C7 1.497(5) . ?
C2 C3 1.408(5) . ?
C2 C13 1.500(5) . ?
C5 C31 1.489(5) . ?
C5 C4 1.407(5) . ?
C3 C19 1.498(5) . ?
C3 C4 1.407(5) . ?
C19 C20 1.371(5) . ?
C19 C24 1.368(5) . ?
C30 H30 0.9300 . ?
C30 C29 1.378(6) . ?
C13 C14 1.367(6) . ?
C13 C18 1.373(6) . ?
C31 C32 1.377(6) . ?
C31 C36 1.373(6) . ?
C7 C8 1.374(5) . ?
C7 C12 1.384(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.381(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.388(6) . ?
C42 H42 0.9300 . ?
C42 C41 1.392(5) . ?
C40 H40 0.9300 . ?
C40 C39 1.362(6) . ?
C40 C41 1.352(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.399(8) . ?
C26 H26 0.9300 . ?
C26 C27 1.377(6) . ?
C39 H39 0.9300 . ?
C39 C38 1.376(5) . ?
C29 H29 0.9300 . ?
C29 C28 1.370(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.368(6) . ?
C38 H38 0.9300 . ?
C28 H28 0.9300 . ?
C28 C27 1.366(6) . ?
C27 H27 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.346(7) . ?
C10 C11 1.374(7) . ?
C9 H9 0.9300 . ?
C34 H34 0.9300 . ?
C34 C33 1.362(9) . ?
C34 C35 1.339(9) . ?
C32 H32 0.9300 . ?
C32 C33 1.385(7) . ?
C12 H12 0.9300 . ?
C12 C11 1.376(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.376(5) . ?
C23 C22 1.360(6) . ?
C24 H24 0.9300 . ?
C11 H11 0.9300 . ?
C33 H33 0.9300 . ?
C41 H41 0.9300 . ?
C22 H22 0.9300 . ?
C36 H36 0.9300 . ?
C36 C35 1.384(7) . ?
C18 H18 0.9300 . ?
C18 C17 1.377(8) . ?
C35 H35 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.351(9) . ?
C16 H16 0.9300 . ?
C16 C17 1.339(10) . ?
C17 H17 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C42 C37 C6 122.1(3) . . ?
C42 C37 C38 117.5(3) . . ?
C38 C37 C6 120.4(3) . . ?
C30 C25 C4 121.2(3) . . ?
C26 C25 C30 118.1(4) . . ?
C26 C25 C4 120.7(3) . . ?
C1 C6 C37 120.3(3) . . ?
C1 C6 C5 120.0(3) . . ?
C5 C6 C37 119.6(3) . . ?
C6 C1 C2 120.2(3) . . ?
C6 C1 C7 119.8(3) . . ?
C2 C1 C7 120.0(3) . . ?
C1 C2 C3 120.0(3) . . ?
C1 C2 C13 121.2(3) . . ?
C3 C2 C13 118.8(3) . . ?
C6 C5 C31 120.0(3) . . ?
C6 C5 C4 120.0(3) . . ?
C4 C5 C31 119.9(3) . . ?
C2 C3 C19 120.2(3) . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 C19 120.0(3) . . ?
C20 C19 C3 120.3(3) . . ?
C24 C19 C3 122.2(3) . . ?
C24 C19 C20 117.5(3) . . ?
C25 C30 H30 119.7 . . ?
C29 C30 C25 120.6(4) . . ?
C29 C30 H30 119.7 . . ?
C14 C13 C2 121.7(4) . . ?
C14 C13 C18 117.6(4) . . ?
C18 C13 C2 120.7(4) . . ?
C32 C31 C5 122.0(4) . . ?
C36 C31 C5 120.7(4) . . ?
C36 C31 C32 117.3(4) . . ?
C5 C4 C25 120.4(3) . . ?
C5 C4 C3 120.0(3) . . ?
C3 C4 C25 119.6(3) . . ?
C8 C7 C1 120.0(3) . . ?
C8 C7 C12 117.9(4) . . ?
C12 C7 C1 122.0(3) . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.5(4) . . ?
C21 C20 H20 119.3 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.7(4) . . ?
C9 C8 H8 119.6 . . ?
C37 C42 H42 119.5 . . ?
C37 C42 C41 120.9(4) . . ?
C41 C42 H42 119.5 . . ?
C39 C40 H40 120.2 . . ?
C41 C40 H40 120.2 . . ?
C41 C40 C39 119.6(4) . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 120.9(5) . . ?
C15 C14 H14 119.5 . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.8(4) . . ?
C27 C26 H26 119.6 . . ?
C40 C39 H39 119.8 . . ?
C40 C39 C38 120.4(4) . . ?
C38 C39 H39 119.8 . . ?
C30 C29 H29 119.9 . . ?
C28 C29 C30 120.2(4) . . ?
C28 C29 H29 119.9 . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.6(4) . . ?
C22 C21 H21 120.2 . . ?
C37 C38 H38 119.4 . . ?
C39 C38 C37 121.2(4) . . ?
C39 C38 H38 119.4 . . ?
C29 C28 H28 120.1 . . ?
C27 C28 C29 119.8(4) . . ?
C27 C28 H28 120.1 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.4(4) . . ?
C28 C27 H27 119.8 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 119.9(4) . . ?
C11 C10 H10 120.0 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.5(4) . . ?
C10 C9 H9 119.8 . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C35 C34 C33 119.6(5) . . ?
C31 C32 H32 119.6 . . ?
C31 C32 C33 120.8(5) . . ?
C33 C32 H32 119.6 . . ?
C7 C12 H12 119.5 . . ?
C11 C12 C7 121.0(4) . . ?
C11 C12 H12 119.5 . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.9(4) . . ?
C19 C24 C23 121.8(4) . . ?
C19 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C10 C11 C12 119.9(4) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C34 C33 C32 120.3(6) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C42 C41 H41 119.8 . . ?
C40 C41 C42 120.4(4) . . ?
C40 C41 H41 119.8 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.7(4) . . ?
C23 C22 H22 120.1 . . ?
C31 C36 H36 119.4 . . ?
C31 C36 C35 121.3(5) . . ?
C35 C36 H36 119.4 . . ?
C13 C18 H18 119.6 . . ?
C13 C18 C17 120.9(6) . . ?
C17 C18 H18 119.6 . . ?
C34 C35 C36 120.6(6) . . ?
C34 C35 H35 119.7 . . ?
C36 C35 H35 119.7 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.7(6) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 119.9(6) . . ?
C17 C16 H16 120.0 . . ?
C18 C17 H17 119.5 . . ?
C16 C17 C18 121.0(6) . . ?
C16 C17 H17 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C37 C6 C1 C2 -174.1(3) . . . . ?
C37 C6 C1 C7 6.4(5) . . . . ?
C37 C6 C5 C31 -3.6(5) . . . . ?
C37 C6 C5 C4 175.7(3) . . . . ?
C37 C42 C41 C40 1.0(7) . . . . ?
C25 C30 C29 C28 1.0(6) . . . . ?
C25 C26 C27 C28 0.0(7) . . . . ?
C6 C37 C42 C41 179.0(4) . . . . ?
C6 C37 C38 C39 -179.3(4) . . . . ?
C6 C1 C2 C3 -2.8(5) . . . . ?
C6 C1 C2 C13 178.3(3) . . . . ?
C6 C1 C7 C8 77.3(5) . . . . ?
C6 C1 C7 C12 -101.7(4) . . . . ?
C6 C5 C31 C32 103.1(4) . . . . ?
C6 C5 C31 C36 -77.4(5) . . . . ?
C6 C5 C4 C25 179.0(3) . . . . ?
C6 C5 C4 C3 -0.3(5) . . . . ?
C1 C6 C5 C31 -179.9(3) . . . . ?
C1 C6 C5 C4 -0.6(5) . . . . ?
C1 C2 C3 C19 -175.1(3) . . . . ?
C1 C2 C3 C4 1.8(5) . . . . ?
C1 C2 C13 C14 90.3(5) . . . . ?
C1 C2 C13 C18 -91.6(5) . . . . ?
C1 C7 C8 C9 -177.4(4) . . . . ?
C1 C7 C12 C11 178.4(4) . . . . ?
C2 C1 C7 C8 -102.2(4) . . . . ?
C2 C1 C7 C12 78.8(5) . . . . ?
C2 C3 C19 C20 95.7(4) . . . . ?
C2 C3 C19 C24 -84.4(5) . . . . ?
C2 C3 C4 C25 -179.6(3) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C2 C13 C14 C15 177.2(4) . . . . ?
C2 C13 C18 C17 -177.4(5) . . . . ?
C5 C6 C1 C2 2.2(5) . . . . ?
C5 C6 C1 C7 -177.3(3) . . . . ?
C5 C31 C32 C33 179.6(4) . . . . ?
C5 C31 C36 C35 -178.7(4) . . . . ?
C3 C2 C13 C14 -88.6(4) . . . . ?
C3 C2 C13 C18 89.4(5) . . . . ?
C3 C19 C20 C21 179.6(4) . . . . ?
C3 C19 C24 C23 -178.4(4) . . . . ?
C19 C3 C4 C25 -2.7(5) . . . . ?
C19 C3 C4 C5 176.6(3) . . . . ?
C19 C20 C21 C22 -1.1(8) . . . . ?
C30 C25 C4 C5 -67.5(5) . . . . ?
C30 C25 C4 C3 111.8(4) . . . . ?
C30 C25 C26 C27 0.1(6) . . . . ?
C30 C29 C28 C27 -0.8(7) . . . . ?
C13 C2 C3 C19 3.9(5) . . . . ?
C13 C2 C3 C4 -179.2(3) . . . . ?
C13 C14 C15 C16 0.1(8) . . . . ?
C13 C18 C17 C16 0.1(10) . . . . ?
C31 C5 C4 C25 -1.7(5) . . . . ?
C31 C5 C4 C3 179.0(3) . . . . ?
C31 C32 C33 C34 -0.3(8) . . . . ?
C31 C36 C35 C34 -1.5(9) . . . . ?
C4 C25 C30 C29 -179.8(4) . . . . ?
C4 C25 C26 C27 179.4(4) . . . . ?
C4 C5 C31 C32 -76.3(5) . . . . ?
C4 C5 C31 C36 103.2(4) . . . . ?
C4 C3 C19 C20 -81.2(5) . . . . ?
C4 C3 C19 C24 98.7(4) . . . . ?
C7 C1 C2 C3 176.7(3) . . . . ?
C7 C1 C2 C13 -2.2(5) . . . . ?
C7 C8 C9 C10 -1.4(7) . . . . ?
C7 C12 C11 C10 -0.6(7) . . . . ?
C20 C19 C24 C23 1.6(6) . . . . ?
C20 C21 C22 C23 1.5(8) . . . . ?
C8 C7 C12 C11 -0.6(6) . . . . ?
C42 C37 C6 C1 -88.7(4) . . . . ?
C42 C37 C6 C5 95.0(5) . . . . ?
C42 C37 C38 C39 0.6(7) . . . . ?
C40 C39 C38 C37 -0.4(7) . . . . ?
C14 C13 C18 C17 0.8(7) . . . . ?
C14 C15 C16 C17 0.8(9) . . . . ?
C26 C25 C30 C29 -0.6(6) . . . . ?
C26 C25 C4 C5 113.2(4) . . . . ?
C26 C25 C4 C3 -67.4(5) . . . . ?
C39 C40 C41 C42 -0.8(8) . . . . ?
C29 C28 C27 C26 0.4(7) . . . . ?
C38 C37 C6 C1 91.2(5) . . . . ?
C38 C37 C6 C5 -85.1(4) . . . . ?
C38 C37 C42 C41 -0.9(6) . . . . ?
C9 C10 C11 C12 0.9(7) . . . . ?
C32 C31 C36 C35 0.8(7) . . . . ?
C12 C7 C8 C9 1.6(6) . . . . ?
C24 C19 C20 C21 -0.4(7) . . . . ?
C24 C23 C22 C21 -0.4(8) . . . . ?
C11 C10 C9 C8 0.1(7) . . . . ?
C33 C34 C35 C36 1.2(10) . . . . ?
C41 C40 C39 C38 0.5(7) . . . . ?
C22 C23 C24 C19 -1.3(8) . . . . ?
C36 C31 C32 C33 0.1(7) . . . . ?
C18 C13 C14 C15 -0.9(7) . . . . ?
C35 C34 C33 C32 -0.3(9) . . . . ?
C15 C16 C17 C18 -0.9(10) . . . . ?


_olex2_exptl_crystal_mounting_method 
'Mounted on a 200 micron MiTeGen loop in immersion oil.'
_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 1.640
_oxdiff_exptl_absorpt_empirical_full_min 0.649
