# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_pc-htl-TPE
_database_code_depnum_ccdc_archive 'CCDC 1579021'
_audit_update_record             
;
2017-10-10 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2016-09-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C28 H20'
_chemical_formula_sum            'C28 H20'
_chemical_formula_weight         356.44
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         'ph4 C4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.34750(16)
_cell_length_b                   10.3140(2)
_cell_length_c                   21.0732(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1814.32(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2280
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.2170
_cell_measurement_theta_min      6.0080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85408
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3673
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.977
_diffrn_reflns_theta_min         4.774
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   45.00   87.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -45.0000   60.0000 42

#__ type_ start__ end____ width___ exp.time_
  2 omega   85.00  120.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8203   77.0000    0.0000 35

#__ type_ start__ end____ width___ exp.time_
  3 omega   34.00  105.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -94.0000   60.0000 71

#__ type_ start__ end____ width___ exp.time_
  4 omega   29.00  136.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -15.0000  -90.0000 107

#__ type_ start__ end____ width___ exp.time_
  5 omega   15.00   58.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8203   77.0000    0.0000 43

#__ type_ start__ end____ width___ exp.time_
  6 omega   -2.00   38.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203   77.0000  -60.0000 40

#__ type_ start__ end____ width___ exp.time_
  7 omega  -70.00  -24.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203   77.0000  -60.0000 46
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1465941000
_diffrn_orient_matrix_UB_12      -0.0194012000
_diffrn_orient_matrix_UB_13      0.0434113000
_diffrn_orient_matrix_UB_21      -0.1114085000
_diffrn_orient_matrix_UB_22      -0.0079143000
_diffrn_orient_matrix_UB_23      0.0581970000
_diffrn_orient_matrix_UB_31      -0.0132366000
_diffrn_orient_matrix_UB_32      -0.1477849000
_diffrn_orient_matrix_UB_33      -0.0088125000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Cu
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.450
_reflns_Friedel_fraction_full    0.610
_reflns_Friedel_fraction_max     0.609
_reflns_number_gt                2490
_reflns_number_total             2661
_reflns_odcompleteness_completeness 98.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.134
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 750 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.0(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2661
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0285
_refine_ls_restrained_S_all      1.003
_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)+(0.0450P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0690
_refine_ls_wR_factor_ref         0.0713
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12), C23(H23),
 C24(H24), C25(H25), C26(H26), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.3952(2) 0.48254(16) 0.43282(8) 0.0139(4) Uani 1 1 d . . . . .
C2 C 0.5454(2) 0.52165(17) 0.41377(9) 0.0139(4) Uani 1 1 d . . . . .
C3 C 0.6657(2) 0.55864(16) 0.45980(9) 0.0143(4) Uani 1 1 d . . . . .
C4 C 0.8267(2) 0.58295(18) 0.44195(9) 0.0170(4) Uani 1 1 d . . . . .
H4 H 0.8587 0.5688 0.3993 0.020 Uiso 1 1 calc R . . . .
C5 C 0.9370(2) 0.62652(18) 0.48528(9) 0.0189(4) Uani 1 1 d . . . . .
H5 H 1.0444 0.6421 0.4726 0.023 Uiso 1 1 calc R . . . .
C6 C 0.8908(2) 0.64780(18) 0.54798(10) 0.0198(4) Uani 1 1 d . . . . .
H6 H 0.9661 0.6803 0.5778 0.024 Uiso 1 1 calc R . . . .
C7 C 0.7367(2) 0.62182(17) 0.56673(9) 0.0181(4) Uani 1 1 d . . . . .
H7 H 0.7074 0.6358 0.6098 0.022 Uiso 1 1 calc R . . . .
C8 C 0.6207(2) 0.57496(17) 0.52391(9) 0.0148(4) Uani 1 1 d . . . . .
C9 C 0.4616(2) 0.53416(17) 0.54451(9) 0.0152(4) Uani 1 1 d . . . . .
C10 C 0.4138(2) 0.54908(18) 0.60815(9) 0.0192(4) Uani 1 1 d . . . . .
H10 H 0.4784 0.5986 0.6363 0.023 Uiso 1 1 calc R . . . .
C11 C 0.2755(2) 0.4934(2) 0.63022(9) 0.0214(4) Uani 1 1 d . . . . .
H11 H 0.2408 0.5077 0.6726 0.026 Uiso 1 1 calc R . . . .
C12 C 0.1866(2) 0.4151(2) 0.58915(9) 0.0197(4) Uani 1 1 d . . . . .
H12 H 0.0967 0.3695 0.6055 0.024 Uiso 1 1 calc R . . . .
C13 C 0.2240(2) 0.40120(17) 0.52577(9) 0.0166(4) Uani 1 1 d . . . . .
C14 C 0.3583(2) 0.47024(17) 0.50076(9) 0.0144(4) Uani 1 1 d . . . . .
C15 C 0.1231(2) 0.30191(19) 0.49061(10) 0.0201(4) Uani 1 1 d . . . . .
H15A H 0.0155 0.3397 0.4836 0.024 Uiso 1 1 calc R . . . .
H15B H 0.1095 0.2255 0.5185 0.024 Uiso 1 1 calc R . . . .
C16 C 0.1870(2) 0.25472(18) 0.42669(9) 0.0195(4) Uani 1 1 d . . . . .
H16A H 0.3015 0.2308 0.4307 0.023 Uiso 1 1 calc R . . . .
H16B H 0.1267 0.1772 0.4127 0.023 Uiso 1 1 calc R . . . .
C21 C 0.2636(2) 0.47223(17) 0.38474(8) 0.0148(4) Uani 1 1 d . . . . .
C22 C 0.1682(2) 0.36166(18) 0.37906(9) 0.0161(4) Uani 1 1 d . . . . .
C23 C 0.0477(2) 0.35705(19) 0.33317(9) 0.0203(4) Uani 1 1 d . . . . .
H23 H -0.0171 0.2817 0.3296 0.024 Uiso 1 1 calc R . . . .
C24 C 0.0212(2) 0.4609(2) 0.29272(10) 0.0227(4) Uani 1 1 d . . . . .
H24 H -0.0594 0.4561 0.2610 0.027 Uiso 1 1 calc R . . . .
C25 C 0.1135(2) 0.5718(2) 0.29907(9) 0.0208(4) Uani 1 1 d . . . . .
H25 H 0.0945 0.6442 0.2723 0.025 Uiso 1 1 calc R . . . .
C26 C 0.2334(2) 0.57706(19) 0.34450(9) 0.0165(4) Uani 1 1 d . . . . .
H26 H 0.2962 0.6535 0.3484 0.020 Uiso 1 1 calc R . . . .
C31 C 0.5863(2) 0.53137(17) 0.34484(9) 0.0145(4) Uani 1 1 d . . . . .
C32 C 0.5679(2) 0.42551(19) 0.30429(9) 0.0172(4) Uani 1 1 d . . . . .
H32 H 0.5343 0.3445 0.3211 0.021 Uiso 1 1 calc R . . . .
C33 C 0.5981(2) 0.4367(2) 0.23957(9) 0.0202(4) Uani 1 1 d . . . . .
H33 H 0.5843 0.3638 0.2126 0.024 Uiso 1 1 calc R . . . .
C34 C 0.6486(2) 0.5544(2) 0.21447(9) 0.0213(4) Uani 1 1 d . . . . .
H34 H 0.6673 0.5628 0.1702 0.026 Uiso 1 1 calc R . . . .
C35 C 0.6715(2) 0.65996(19) 0.25453(10) 0.0200(4) Uani 1 1 d . . . . .
H35 H 0.7078 0.7402 0.2377 0.024 Uiso 1 1 calc R . . . .
C36 C 0.6413(2) 0.64813(19) 0.31908(9) 0.0168(4) Uani 1 1 d . . . . .
H36 H 0.6583 0.7205 0.3462 0.020 Uiso 1 1 calc R . . . .


_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
C1 C2 1.377(3) . ?
C1 C14 1.470(2) . ?
C1 C21 1.498(3) . ?
C2 C3 1.447(3) . ?
C2 C31 1.495(3) . ?
C3 C4 1.418(3) . ?
C3 C8 1.412(3) . ?
C4 C5 1.372(3) . ?
C5 C6 1.394(3) . ?
C6 C7 1.372(3) . ?
C7 C8 1.409(3) . ?
C8 C9 1.459(3) . ?
C9 C10 1.408(3) . ?
C9 C14 1.424(3) . ?
C10 C11 1.371(3) . ?
C11 C12 1.397(3) . ?
C12 C13 1.379(3) . ?
C13 C14 1.429(3) . ?
C13 C15 1.519(3) . ?
C15 C16 1.528(3) . ?
C16 C22 1.500(3) . ?
C21 C22 1.396(3) . ?
C21 C26 1.397(3) . ?
C22 C23 1.396(3) . ?
C23 C24 1.387(3) . ?
C24 C25 1.385(3) . ?
C25 C26 1.386(3) . ?
C31 C32 1.395(3) . ?
C31 C36 1.398(3) . ?
C32 C33 1.392(3) . ?
C33 C34 1.390(3) . ?
C34 C35 1.391(3) . ?
C35 C36 1.389(3) . ?

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
C2 C1 C14 120.00(17) . . ?
C2 C1 C21 119.44(16) . . ?
C14 C1 C21 119.92(16) . . ?
C1 C2 C3 120.90(17) . . ?
C1 C2 C31 120.69(17) . . ?
C3 C2 C31 118.38(16) . . ?
C4 C3 C2 121.74(17) . . ?
C8 C3 C2 119.23(17) . . ?
C8 C3 C4 119.00(18) . . ?
C5 C4 C3 121.15(18) . . ?
C4 C5 C6 119.79(19) . . ?
C7 C6 C5 120.09(19) . . ?
C6 C7 C8 121.79(18) . . ?
C3 C8 C9 119.49(17) . . ?
C7 C8 C3 118.09(18) . . ?
C7 C8 C9 122.26(17) . . ?
C10 C9 C8 120.67(18) . . ?
C10 C9 C14 119.72(18) . . ?
C14 C9 C8 119.45(17) . . ?
C11 C10 C9 121.07(19) . . ?
C10 C11 C12 118.65(18) . . ?
C13 C12 C11 122.65(18) . . ?
C12 C13 C14 118.91(18) . . ?
C12 C13 C15 114.62(17) . . ?
C14 C13 C15 126.23(17) . . ?
C9 C14 C1 117.63(16) . . ?
C9 C14 C13 117.82(17) . . ?
C13 C14 C1 124.53(17) . . ?
C13 C15 C16 116.81(17) . . ?
C22 C16 C15 108.61(15) . . ?
C22 C21 C1 122.30(16) . . ?
C22 C21 C26 118.48(17) . . ?
C26 C21 C1 119.22(16) . . ?
C21 C22 C16 118.91(17) . . ?
C23 C22 C16 120.95(17) . . ?
C23 C22 C21 119.89(18) . . ?
C24 C23 C22 120.97(18) . . ?
C25 C24 C23 119.30(18) . . ?
C24 C25 C26 120.06(19) . . ?
C25 C26 C21 121.28(18) . . ?
C32 C31 C2 121.16(16) . . ?
C32 C31 C36 118.18(17) . . ?
C36 C31 C2 120.65(16) . . ?
C33 C32 C31 121.04(18) . . ?
C34 C33 C32 120.01(19) . . ?
C33 C34 C35 119.62(18) . . ?
C36 C35 C34 120.07(19) . . ?
C35 C36 C31 121.03(18) . . ?

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
C1 C2 C3 C4 171.69(17) . . . . ?
C1 C2 C3 C8 -10.3(3) . . . . ?
C1 C2 C31 C32 -55.7(2) . . . . ?
C1 C2 C31 C36 123.11(19) . . . . ?
C1 C21 C22 C16 6.1(3) . . . . ?
C1 C21 C22 C23 -179.67(16) . . . . ?
C1 C21 C26 C25 179.65(17) . . . . ?
C2 C1 C14 C9 17.9(2) . . . . ?
C2 C1 C14 C13 -163.63(17) . . . . ?
C2 C1 C21 C22 129.80(19) . . . . ?
C2 C1 C21 C26 -51.0(2) . . . . ?
C2 C3 C4 C5 175.50(17) . . . . ?
C2 C3 C8 C7 -174.61(16) . . . . ?
C2 C3 C8 C9 10.0(2) . . . . ?
C2 C31 C32 C33 176.64(17) . . . . ?
C2 C31 C36 C35 -176.56(18) . . . . ?
C3 C2 C31 C32 126.46(18) . . . . ?
C3 C2 C31 C36 -54.8(2) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C3 C8 C9 C10 179.88(17) . . . . ?
C3 C8 C9 C14 4.4(2) . . . . ?
C4 C3 C8 C7 3.4(2) . . . . ?
C4 C3 C8 C9 -171.99(16) . . . . ?
C4 C5 C6 C7 1.8(3) . . . . ?
C5 C6 C7 C8 -0.8(3) . . . . ?
C6 C7 C8 C3 -1.9(3) . . . . ?
C6 C7 C8 C9 173.43(18) . . . . ?
C7 C8 C9 C10 4.6(3) . . . . ?
C7 C8 C9 C14 -170.84(17) . . . . ?
C8 C3 C4 C5 -2.5(3) . . . . ?
C8 C9 C10 C11 -169.78(17) . . . . ?
C8 C9 C14 C1 -18.0(2) . . . . ?
C8 C9 C14 C13 163.41(15) . . . . ?
C9 C10 C11 C12 3.5(3) . . . . ?
C10 C9 C14 C1 166.44(17) . . . . ?
C10 C9 C14 C13 -12.1(3) . . . . ?
C10 C11 C12 C13 -6.2(3) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C11 C12 C13 C15 174.32(18) . . . . ?
C12 C13 C14 C1 -168.93(18) . . . . ?
C12 C13 C14 C9 9.5(3) . . . . ?
C12 C13 C15 C16 -163.45(17) . . . . ?
C13 C15 C16 C22 -72.5(2) . . . . ?
C14 C1 C2 C3 -3.8(3) . . . . ?
C14 C1 C2 C31 178.41(16) . . . . ?
C14 C1 C21 C22 -59.4(2) . . . . ?
C14 C1 C21 C26 119.86(19) . . . . ?
C14 C9 C10 C11 5.7(3) . . . . ?
C14 C13 C15 C16 10.9(3) . . . . ?
C15 C13 C14 C1 16.9(3) . . . . ?
C15 C13 C14 C9 -164.61(18) . . . . ?
C15 C16 C22 C21 69.5(2) . . . . ?
C15 C16 C22 C23 -104.7(2) . . . . ?
C16 C22 C23 C24 174.28(18) . . . . ?
C21 C1 C2 C3 167.04(16) . . . . ?
C21 C1 C2 C31 -10.8(2) . . . . ?
C21 C1 C14 C9 -152.85(16) . . . . ?
C21 C1 C14 C13 25.6(3) . . . . ?
C21 C22 C23 C24 0.2(3) . . . . ?
C22 C21 C26 C25 -1.1(3) . . . . ?
C22 C23 C24 C25 -1.5(3) . . . . ?
C23 C24 C25 C26 1.5(3) . . . . ?
C24 C25 C26 C21 -0.2(3) . . . . ?
C26 C21 C22 C16 -173.12(16) . . . . ?
C26 C21 C22 C23 1.1(3) . . . . ?
C31 C2 C3 C4 -10.4(2) . . . . ?
C31 C2 C3 C8 167.55(16) . . . . ?
C31 C32 C33 C34 0.5(3) . . . . ?
C32 C31 C36 C35 2.3(3) . . . . ?
C32 C33 C34 C35 1.2(3) . . . . ?
C33 C34 C35 C36 -1.1(3) . . . . ?
C34 C35 C36 C31 -0.6(3) . . . . ?
C36 C31 C32 C33 -2.2(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-08-25
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_m-4Me-TPE
_database_code_depnum_ccdc_archive 'CCDC 1579022'
_audit_update_record             
;
2017-10-10 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2016-05-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H28'
_chemical_formula_sum            'C30 H28'
_chemical_formula_weight         388.52
_chemical_melting_point          ?
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                   18.1203(5)
_cell_length_b                   6.99093(14)
_cell_length_c                   19.2375(5)
_cell_angle_alpha                90
_cell_angle_beta                 112.450(3)
_cell_angle_gamma                90
_cell_volume                     2252.27(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5404
_cell_measurement_temperature    99.9(2)
_cell_measurement_theta_max      28.8140
_cell_measurement_theta_min      3.9210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless

_exptl_crystal_density_diffrn    1.146
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.28
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0156
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8156
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         3.197
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -78.00   -4.50   0.7000   12.5000
omega____ theta____ kappa____ phi______ frames
    -       14.3996    0.0000   60.0000 105

#__ type_ start__ end____ width___ exp.time_
  2 omega   29.00  105.30   0.7000   12.5000
omega____ theta____ kappa____ phi______ frames
    -       14.3996    0.0000   60.0000 109

#__ type_ start__ end____ width___ exp.time_
  3 omega   -2.00   29.50   0.7000   12.5000
omega____ theta____ kappa____ phi______ frames
    -       14.3996  -77.0000  -60.0000 45
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Mo at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0356423000
_diffrn_orient_matrix_UB_12      -0.0202325000
_diffrn_orient_matrix_UB_13      0.0313437000
_diffrn_orient_matrix_UB_21      -0.0176493000
_diffrn_orient_matrix_UB_22      -0.0842757000
_diffrn_orient_matrix_UB_23      0.0072333000
_diffrn_orient_matrix_UB_31      0.0145711000
_diffrn_orient_matrix_UB_32      -0.0526542000
_diffrn_orient_matrix_UB_33      -0.0236194000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Mo
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3881
_reflns_number_total             4370
_reflns_odcompleteness_completeness 98.76
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0390
_refine_ls_restrained_S_all      1.001
_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)+(0.0450P)²+0.9500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.0989
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C14(H14), C16(H16), C22(H22), C24(H24), C26(H26), C32(H32),
 C33(H33), C34(H34), C35(H35), C36(H36), C42(H42), C43(H43), C44(H44), C45(H45),
  C46(H46)
2.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.26273(7) 0.24958(16) 0.18690(6) 0.0157(2) Uani 1 1 d . . . . .
C2 C 0.18745(7) 0.25412(16) 0.13400(6) 0.0156(2) Uani 1 1 d . . . . .
C11 C 0.28631(7) 0.34481(17) 0.26176(6) 0.0159(2) Uani 1 1 d . . . . .
C12 C 0.34015(7) 0.25395(17) 0.32597(6) 0.0171(2) Uani 1 1 d . . . . .
H12 H 0.3612 0.1326 0.3210 0.021 Uiso 1 1 calc R . . . .
C13 C 0.36356(7) 0.33693(18) 0.39695(7) 0.0195(3) Uani 1 1 d . . . . .
C14 C 0.33325(7) 0.51626(18) 0.40327(7) 0.0208(3) Uani 1 1 d . . . . .
H14 H 0.3488 0.5742 0.4514 0.025 Uiso 1 1 calc R . . . .
C15 C 0.28068(7) 0.61236(17) 0.34061(7) 0.0202(3) Uani 1 1 d . . . . .
C16 C 0.25781(7) 0.52580(17) 0.27013(7) 0.0180(2) Uani 1 1 d . . . . .
H16 H 0.2222 0.5910 0.2270 0.022 Uiso 1 1 calc R . . . .
C17 C 0.42019(8) 0.2344(2) 0.46574(7) 0.0275(3) Uani 1 1 d . . . . .
H17A H 0.4688 0.3107 0.4890 0.041 Uiso 1 1 calc GR . . . .
H17B H 0.4340 0.1094 0.4510 0.041 Uiso 1 1 calc GR . . . .
H17C H 0.3945 0.2167 0.5018 0.041 Uiso 1 1 calc GR . . . .
C18 C 0.24772(9) 0.80661(19) 0.34834(8) 0.0298(3) Uani 1 1 d . . . . .
H18A H 0.2267 0.8699 0.2992 0.045 Uiso 1 1 calc GR . . . .
H18B H 0.2904 0.8849 0.3838 0.045 Uiso 1 1 calc GR . . . .
H18C H 0.2048 0.7908 0.3670 0.045 Uiso 1 1 calc GR . . . .
C21 C 0.32810(7) 0.14819(16) 0.17208(6) 0.0156(2) Uani 1 1 d . . . . .
C22 C 0.40141(7) 0.23888(17) 0.18771(6) 0.0159(2) Uani 1 1 d . . . . .
H22 H 0.4108 0.3605 0.2116 0.019 Uiso 1 1 calc R . . . .
C23 C 0.46098(7) 0.15464(18) 0.16902(6) 0.0180(3) Uani 1 1 d . . . . .
C24 C 0.44709(7) -0.02730(18) 0.13646(6) 0.0195(3) Uani 1 1 d . . . . .
H24 H 0.4873 -0.0863 0.1234 0.023 Uiso 1 1 calc R . . . .
C25 C 0.37589(7) -0.12391(17) 0.12274(6) 0.0195(3) Uani 1 1 d . . . . .
C26 C 0.31689(7) -0.03524(16) 0.14113(6) 0.0174(2) Uani 1 1 d . . . . .
H26 H 0.2682 -0.1007 0.1325 0.021 Uiso 1 1 calc R . . . .
C27 C 0.53787(7) 0.25924(19) 0.18180(7) 0.0233(3) Uani 1 1 d . . . . .
H27A H 0.5833 0.1765 0.2095 0.035 Uiso 1 1 calc GR . . . .
H27B H 0.5403 0.3757 0.2110 0.035 Uiso 1 1 calc GR . . . .
H27C H 0.5400 0.2935 0.1332 0.035 Uiso 1 1 calc GR . . . .
C28 C 0.36113(9) -0.32116(19) 0.08800(8) 0.0296(3) Uani 1 1 d . . . . .
H28A H 0.3265 -0.3113 0.0346 0.044 Uiso 1 1 calc GR . . . .
H28B H 0.3352 -0.4010 0.1139 0.044 Uiso 1 1 calc GR . . . .
H28C H 0.4121 -0.3791 0.0929 0.044 Uiso 1 1 calc GR . . . .
C31 C 0.11693(7) 0.33657(16) 0.14592(6) 0.0156(2) Uani 1 1 d . . . . .
C32 C 0.09141(7) 0.26652(17) 0.20095(7) 0.0180(3) Uani 1 1 d . . . . .
H32 H 0.1211 0.1687 0.2342 0.022 Uiso 1 1 calc R . . . .
C33 C 0.02281(7) 0.33893(18) 0.20748(7) 0.0196(3) Uani 1 1 d . . . . .
H33 H 0.0057 0.2897 0.2449 0.024 Uiso 1 1 calc R . . . .
C34 C -0.02067(7) 0.48246(17) 0.15967(7) 0.0196(3) Uani 1 1 d . . . . .
H34 H -0.0676 0.5311 0.1641 0.024 Uiso 1 1 calc R . . . .
C35 C 0.00452(7) 0.55515(17) 0.10522(7) 0.0200(3) Uani 1 1 d . . . . .
H35 H -0.0246 0.6551 0.0729 0.024 Uiso 1 1 calc R . . . .
C36 C 0.07252(7) 0.48128(17) 0.09812(6) 0.0182(2) Uani 1 1 d . . . . .
H36 H 0.0890 0.5299 0.0602 0.022 Uiso 1 1 calc R . . . .
C41 C 0.16621(7) 0.17596(16) 0.05615(6) 0.0159(2) Uani 1 1 d . . . . .
C42 C 0.11000(7) 0.02933(17) 0.03033(7) 0.0188(3) Uani 1 1 d . . . . .
H42 H 0.0852 -0.0194 0.0622 0.023 Uiso 1 1 calc R . . . .
C43 C 0.08982(7) -0.04639(18) -0.04152(7) 0.0224(3) Uani 1 1 d . . . . .
H43 H 0.0525 -0.1484 -0.0580 0.027 Uiso 1 1 calc R . . . .
C44 C 0.12432(7) 0.02732(18) -0.08904(7) 0.0229(3) Uani 1 1 d . . . . .
H44 H 0.1105 -0.0238 -0.1381 0.027 Uiso 1 1 calc R . . . .
C45 C 0.17895(7) 0.17578(19) -0.06456(7) 0.0216(3) Uani 1 1 d . . . . .
H45 H 0.2020 0.2276 -0.0973 0.026 Uiso 1 1 calc R . . . .
C46 C 0.20019(7) 0.24923(17) 0.00768(7) 0.0189(3) Uani 1 1 d . . . . .
H46 H 0.2381 0.3500 0.0242 0.023 Uiso 1 1 calc R . . . .


_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
C1 C2 1.3555(16) . ?
C1 C11 1.4932(16) . ?
C1 C21 1.4982(16) . ?
C2 C31 1.4971(15) . ?
C2 C41 1.4997(16) . ?
C11 C12 1.4003(16) . ?
C11 C16 1.3989(16) . ?
C12 C13 1.3923(17) . ?
C13 C14 1.3926(18) . ?
C13 C17 1.5101(17) . ?
C14 C15 1.3909(18) . ?
C15 C16 1.3954(17) . ?
C15 C18 1.5135(17) . ?
C21 C22 1.3971(16) . ?
C21 C26 1.3957(16) . ?
C22 C23 1.3921(16) . ?
C23 C24 1.3975(17) . ?
C23 C27 1.5082(17) . ?
C24 C25 1.3893(18) . ?
C25 C26 1.3934(17) . ?
C25 C28 1.5110(17) . ?
C31 C32 1.3958(16) . ?
C31 C36 1.3970(16) . ?
C32 C33 1.3915(17) . ?
C33 C34 1.3858(17) . ?
C34 C35 1.3888(17) . ?
C35 C36 1.3901(17) . ?
C41 C42 1.3959(17) . ?
C41 C46 1.3964(17) . ?
C42 C43 1.3922(17) . ?
C43 C44 1.3887(18) . ?
C44 C45 1.3867(19) . ?
C45 C46 1.3909(17) . ?

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
C2 C1 C11 123.29(10) . . ?
C2 C1 C21 120.68(10) . . ?
C11 C1 C21 116.02(10) . . ?
C1 C2 C31 124.54(10) . . ?
C1 C2 C41 122.83(10) . . ?
C31 C2 C41 112.63(9) . . ?
C12 C11 C1 119.66(10) . . ?
C16 C11 C1 122.14(10) . . ?
C16 C11 C12 118.18(11) . . ?
C13 C12 C11 121.66(11) . . ?
C12 C13 C14 118.56(11) . . ?
C12 C13 C17 120.82(11) . . ?
C14 C13 C17 120.62(11) . . ?
C15 C14 C13 121.44(11) . . ?
C14 C15 C16 118.92(11) . . ?
C14 C15 C18 120.90(11) . . ?
C16 C15 C18 120.18(12) . . ?
C15 C16 C11 121.22(11) . . ?
C22 C21 C1 120.01(10) . . ?
C26 C21 C1 121.27(10) . . ?
C26 C21 C22 118.70(11) . . ?
C23 C22 C21 121.32(11) . . ?
C22 C23 C24 118.43(11) . . ?
C22 C23 C27 120.80(11) . . ?
C24 C23 C27 120.75(11) . . ?
C25 C24 C23 121.52(11) . . ?
C24 C25 C26 118.84(11) . . ?
C24 C25 C28 121.49(11) . . ?
C26 C25 C28 119.66(12) . . ?
C25 C26 C21 121.09(11) . . ?
C32 C31 C2 122.04(10) . . ?
C32 C31 C36 118.62(11) . . ?
C36 C31 C2 119.25(10) . . ?
C33 C32 C31 120.46(11) . . ?
C34 C33 C32 120.30(11) . . ?
C33 C34 C35 119.89(11) . . ?
C34 C35 C36 119.81(11) . . ?
C35 C36 C31 120.91(11) . . ?
C42 C41 C2 119.81(10) . . ?
C42 C41 C46 118.66(11) . . ?
C46 C41 C2 121.52(11) . . ?
C43 C42 C41 120.79(11) . . ?
C44 C43 C42 119.92(12) . . ?
C45 C44 C43 119.78(11) . . ?
C44 C45 C46 120.33(11) . . ?
C45 C46 C41 120.49(11) . . ?

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
C1 C2 C31 C32 -60.05(16) . . . . ?
C1 C2 C31 C36 123.41(13) . . . . ?
C1 C2 C41 C42 120.39(13) . . . . ?
C1 C2 C41 C46 -60.98(16) . . . . ?
C1 C11 C12 C13 -179.72(10) . . . . ?
C1 C11 C16 C15 -179.92(11) . . . . ?
C1 C21 C22 C23 -174.83(10) . . . . ?
C1 C21 C26 C25 175.63(10) . . . . ?
C2 C1 C11 C12 140.90(12) . . . . ?
C2 C1 C11 C16 -40.69(17) . . . . ?
C2 C1 C21 C22 131.90(12) . . . . ?
C2 C1 C21 C26 -46.67(16) . . . . ?
C2 C31 C32 C33 -176.13(11) . . . . ?
C2 C31 C36 C35 176.99(11) . . . . ?
C2 C41 C42 C43 -179.51(11) . . . . ?
C2 C41 C46 C45 -179.32(11) . . . . ?
C11 C1 C2 C31 -6.46(18) . . . . ?
C11 C1 C2 C41 173.38(10) . . . . ?
C11 C1 C21 C22 -47.31(14) . . . . ?
C11 C1 C21 C26 134.12(11) . . . . ?
C11 C12 C13 C14 -1.07(17) . . . . ?
C11 C12 C13 C17 178.54(11) . . . . ?
C12 C11 C16 C15 -1.49(16) . . . . ?
C12 C13 C14 C15 -0.02(17) . . . . ?
C13 C14 C15 C16 0.31(17) . . . . ?
C13 C14 C15 C18 179.57(11) . . . . ?
C14 C15 C16 C11 0.46(17) . . . . ?
C16 C11 C12 C13 1.81(17) . . . . ?
C17 C13 C14 C15 -179.63(11) . . . . ?
C18 C15 C16 C11 -178.80(11) . . . . ?
C21 C1 C2 C31 174.40(10) . . . . ?
C21 C1 C2 C41 -5.77(17) . . . . ?
C21 C1 C11 C12 -39.92(15) . . . . ?
C21 C1 C11 C16 138.49(11) . . . . ?
C21 C22 C23 C24 -2.29(16) . . . . ?
C21 C22 C23 C27 176.18(11) . . . . ?
C22 C21 C26 C25 -2.95(16) . . . . ?
C22 C23 C24 C25 -0.07(17) . . . . ?
C23 C24 C25 C26 0.86(17) . . . . ?
C23 C24 C25 C28 -179.59(11) . . . . ?
C24 C25 C26 C21 0.68(17) . . . . ?
C26 C21 C22 C23 3.78(16) . . . . ?
C27 C23 C24 C25 -178.54(11) . . . . ?
C28 C25 C26 C21 -178.88(11) . . . . ?
C31 C2 C41 C42 -59.75(14) . . . . ?
C31 C2 C41 C46 118.87(12) . . . . ?
C31 C32 C33 C34 -0.43(18) . . . . ?
C32 C31 C36 C35 0.33(17) . . . . ?
C32 C33 C34 C35 -0.34(18) . . . . ?
C33 C34 C35 C36 1.09(18) . . . . ?
C34 C35 C36 C31 -1.09(18) . . . . ?
C36 C31 C32 C33 0.43(17) . . . . ?
C41 C2 C31 C32 120.10(12) . . . . ?
C41 C2 C31 C36 -56.44(14) . . . . ?
C41 C42 C43 C44 -1.60(18) . . . . ?
C42 C41 C46 C45 -0.69(17) . . . . ?
C42 C43 C44 C45 0.20(18) . . . . ?
C43 C44 C45 C46 0.94(18) . . . . ?
C44 C45 C46 C41 -0.69(18) . . . . ?
C46 C41 C42 C43 1.83(17) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-04-22
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_sl-TPE
_database_code_depnum_ccdc_archive 'CCDC 1579025'
_audit_update_record             
;
2017-10-10 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2016-01-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H24'
_chemical_formula_sum            'C30 H24'
_chemical_formula_weight         384.49
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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                   11.90924(15)
_cell_length_b                   17.5617(2)
_cell_length_c                   9.90343(13)
_cell_angle_alpha                90
_cell_angle_beta                 101.3933(13)
_cell_angle_gamma                90
_cell_volume                     2030.45(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7804
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.0890
_cell_measurement_theta_min      5.0240
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.534
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63442
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0127
_diffrn_reflns_av_unetI/netI     0.0128
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10824
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.998
_diffrn_reflns_theta_min         4.548
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   32.00  115.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703 -111.0000    0.0000 83

#__ type_ start__ end____ width___ exp.time_
  2 omega  -48.00   26.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203   37.0000   30.0000 74

#__ type_ start__ end____ width___ exp.time_
  3 omega  -45.00   31.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203   37.0000 -120.0000 76

#__ type_ start__ end____ width___ exp.time_
  4 omega  -96.00   -8.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203  125.0000 -150.0000 88

#__ type_ start__ end____ width___ exp.time_
  5 omega -115.00  -13.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203  -57.0000   90.0000 102

#__ type_ start__ end____ width___ exp.time_
  6 omega   36.00   98.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -45.0000  -60.0000 62

#__ type_ start__ end____ width___ exp.time_
  7 omega   39.00  108.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -94.0000 -150.0000 69

#__ type_ start__ end____ width___ exp.time_
  8 omega   36.00   98.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -45.0000 -150.0000 62

#__ type_ start__ end____ width___ exp.time_
  9 omega   92.00  178.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   61.0000    0.0000 86

#__ type_ start__ end____ width___ exp.time_
 10 omega  117.00  151.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  178.0000  -90.0000 34

#__ type_ start__ end____ width___ exp.time_
 11 omega   60.00   99.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  178.0000  -90.0000 39

#__ type_ start__ end____ width___ exp.time_
 12 omega   54.00  178.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   15.0000  120.0000 124

#__ type_ start__ end____ width___ exp.time_
 13 omega   37.00  141.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -61.0000   30.0000 104
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0689484000
_diffrn_orient_matrix_UB_12      -0.0636155000
_diffrn_orient_matrix_UB_13      0.0533963000
_diffrn_orient_matrix_UB_21      0.0439195000
_diffrn_orient_matrix_UB_22      0.0272168000
_diffrn_orient_matrix_UB_23      0.1489871000
_diffrn_orient_matrix_UB_31      -0.1034130000
_diffrn_orient_matrix_UB_32      0.0540044000
_diffrn_orient_matrix_UB_33      -0.0121105000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Cu
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3375
_reflns_number_total             3578
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3578
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.004
_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)+(0.0460P)²+0.7940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0869
_refine_ls_wR_factor_ref         0.0883
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C14(H14), C15(H15), C16(H16), C22(H22), C24(H24), C25(H25),
 C26(H26), C32(H32), C34(H34), C35(H35), C36(H36), C42(H42), C44(H44), C45(H45),
  C46(H46)
;
_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
C1 C 0.23436(9) 0.20310(6) 0.29124(11) 0.0176(2) Uani 1 1 d . . . . .
C2 C 0.31174(9) 0.14425(6) 0.31173(11) 0.0165(2) Uani 1 1 d . . . . .
C3 C -0.07642(10) 0.01845(7) 0.27916(13) 0.0258(3) Uani 1 1 d . . . . .
H3A H -0.1592 0.0091 0.2459 0.031 Uiso 1 1 calc R . . . .
H3B H -0.0589 0.0108 0.3802 0.031 Uiso 1 1 calc R . . . .
C4 C -0.00493(10) -0.03933(7) 0.20879(12) 0.0245(3) Uani 1 1 d . . . . .
H4A H -0.0292 -0.0921 0.2236 0.029 Uiso 1 1 calc R . . . .
H4B H -0.0187 -0.0297 0.1084 0.029 Uiso 1 1 calc R . . . .
C5 C 0.54320(10) 0.37630(6) 0.23411(12) 0.0213(2) Uani 1 1 d . . . . .
H5A H 0.5686 0.4301 0.2377 0.026 Uiso 1 1 calc R . . . .
H5B H 0.5427 0.3566 0.1404 0.026 Uiso 1 1 calc R . . . .
C6 C 0.62802(9) 0.32814(6) 0.34283(12) 0.0207(2) Uani 1 1 d . . . . .
H6A H 0.7072 0.3348 0.3278 0.025 Uiso 1 1 calc R . . . .
H6B H 0.6253 0.3462 0.4368 0.025 Uiso 1 1 calc R . . . .
C11 C 0.10734(9) 0.19057(6) 0.25798(12) 0.0197(2) Uani 1 1 d . . . . .
C12 C 0.05271(9) 0.13278(7) 0.31833(12) 0.0203(2) Uani 1 1 d . . . . .
H12 H 0.0843 0.1163 0.4092 0.024 Uiso 1 1 calc R . . . .
C13 C -0.04795(9) 0.09914(7) 0.24601(12) 0.0233(3) Uani 1 1 d . . . . .
C14 C -0.10453(10) 0.13414(7) 0.12464(13) 0.0267(3) Uani 1 1 d . . . . .
H14 H -0.1733 0.1125 0.0743 0.032 Uiso 1 1 calc R . . . .
C15 C -0.06155(10) 0.20000(7) 0.07686(13) 0.0277(3) Uani 1 1 d . . . . .
H15 H -0.1051 0.2266 0.0006 0.033 Uiso 1 1 calc R . . . .
C16 C 0.04572(10) 0.22711(7) 0.14090(13) 0.0232(3) Uani 1 1 d . . . . .
H16 H 0.0772 0.2706 0.1050 0.028 Uiso 1 1 calc R . . . .
C21 C 0.27518(9) 0.06316(6) 0.32130(11) 0.0169(2) Uani 1 1 d . . . . .
C22 C 0.18001(9) 0.03250(6) 0.23108(11) 0.0180(2) Uani 1 1 d . . . . .
H22 H 0.1555 0.0544 0.1425 0.022 Uiso 1 1 calc R . . . .
C23 C 0.12091(9) -0.02983(6) 0.27004(12) 0.0205(2) Uani 1 1 d . . . . .
C24 C 0.17117(10) -0.07088(6) 0.38699(12) 0.0222(2) Uani 1 1 d . . . . .
H24 H 0.1341 -0.1150 0.4126 0.027 Uiso 1 1 calc R . . . .
C25 C 0.27506(10) -0.04768(7) 0.46624(12) 0.0218(2) Uani 1 1 d . . . . .
H25 H 0.3125 -0.0785 0.5405 0.026 Uiso 1 1 calc R . . . .
C26 C 0.32427(9) 0.02061(6) 0.43690(12) 0.0188(2) Uani 1 1 d . . . . .
H26 H 0.3919 0.0384 0.4960 0.023 Uiso 1 1 calc R . . . .
C31 C 0.27250(9) 0.28439(6) 0.29320(11) 0.0183(2) Uani 1 1 d . . . . .
C32 C 0.35559(9) 0.30857(6) 0.22027(11) 0.0185(2) Uani 1 1 d . . . . .
H32 H 0.3651 0.2819 0.1399 0.022 Uiso 1 1 calc R . . . .
C33 C 0.42439(10) 0.37155(6) 0.26486(11) 0.0196(2) Uani 1 1 d . . . . .
C34 C 0.39372(10) 0.41857(6) 0.36564(12) 0.0204(2) Uani 1 1 d . . . . .
H34 H 0.4379 0.4627 0.3951 0.024 Uiso 1 1 calc R . . . .
C35 C 0.29965(10) 0.40158(6) 0.42304(12) 0.0210(2) Uani 1 1 d . . . . .
H35 H 0.2749 0.4365 0.4843 0.025 Uiso 1 1 calc R . . . .
C36 C 0.24155(9) 0.33321(6) 0.39084(12) 0.0197(2) Uani 1 1 d . . . . .
H36 H 0.1807 0.3197 0.4354 0.024 Uiso 1 1 calc R . . . .
C41 C 0.43768(9) 0.15578(6) 0.31821(11) 0.0165(2) Uani 1 1 d . . . . .
C42 C 0.49846(9) 0.21994(6) 0.37652(11) 0.0171(2) Uani 1 1 d . . . . .
H42 H 0.4735 0.2467 0.4486 0.020 Uiso 1 1 calc R . . . .
C43 C 0.59569(9) 0.24505(6) 0.32970(11) 0.0183(2) Uani 1 1 d . . . . .
C44 C 0.64561(9) 0.19672(6) 0.24626(11) 0.0191(2) Uani 1 1 d . . . . .
H44 H 0.7128 0.2121 0.2156 0.023 Uiso 1 1 calc R . . . .
C45 C 0.59702(9) 0.12626(6) 0.20821(11) 0.0188(2) Uani 1 1 d . . . . .
H45 H 0.6358 0.0910 0.1608 0.023 Uiso 1 1 calc R . . . .
C46 C 0.49166(9) 0.10704(6) 0.23938(11) 0.0175(2) Uani 1 1 d . . . . .
H46 H 0.4561 0.0603 0.2067 0.021 Uiso 1 1 calc R . . . .


_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
C1 C2 1.3728(15) . ?
C1 C11 1.4994(15) . ?
C1 C31 1.4970(15) . ?
C2 C21 1.4976(15) . ?
C2 C41 1.5022(14) . ?
C3 C4 1.5731(17) . ?
C3 C13 1.5081(17) . ?
C4 C23 1.5109(15) . ?
C5 C6 1.5702(16) . ?
C5 C33 1.5073(15) . ?
C6 C43 1.5083(15) . ?
C11 C12 1.4014(16) . ?
C11 C16 1.3995(16) . ?
C12 C13 1.4000(16) . ?
C13 C14 1.3988(18) . ?
C14 C15 1.3854(19) . ?
C15 C16 1.3932(17) . ?
C21 C22 1.4044(15) . ?
C21 C26 1.3952(16) . ?
C22 C23 1.3964(16) . ?
C23 C24 1.3948(17) . ?
C24 C25 1.3889(17) . ?
C25 C26 1.3905(16) . ?
C31 C32 1.4012(16) . ?
C31 C36 1.3953(16) . ?
C32 C33 1.3954(16) . ?
C33 C34 1.3983(16) . ?
C34 C35 1.3853(16) . ?
C35 C36 1.3910(16) . ?
C41 C42 1.4007(15) . ?
C41 C46 1.3977(15) . ?
C42 C43 1.4008(15) . ?
C43 C44 1.3966(16) . ?
C44 C45 1.3863(16) . ?
C45 C46 1.3917(15) . ?

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
C2 C1 C11 122.72(10) . . ?
C2 C1 C31 121.52(9) . . ?
C31 C1 C11 115.67(9) . . ?
C1 C2 C21 122.02(9) . . ?
C1 C2 C41 122.70(10) . . ?
C21 C2 C41 115.20(9) . . ?
C13 C3 C4 110.19(9) . . ?
C23 C4 C3 109.36(9) . . ?
C33 C5 C6 109.52(9) . . ?
C43 C6 C5 110.08(9) . . ?
C12 C11 C1 123.08(10) . . ?
C16 C11 C1 117.11(10) . . ?
C16 C11 C12 118.28(10) . . ?
C13 C12 C11 120.68(11) . . ?
C12 C13 C3 119.45(11) . . ?
C14 C13 C3 120.61(11) . . ?
C14 C13 C12 118.20(11) . . ?
C15 C14 C13 120.84(11) . . ?
C14 C15 C16 119.82(11) . . ?
C15 C16 C11 120.27(11) . . ?
C22 C21 C2 122.17(10) . . ?
C26 C21 C2 118.77(10) . . ?
C26 C21 C22 118.12(10) . . ?
C23 C22 C21 120.81(10) . . ?
C22 C23 C4 119.33(10) . . ?
C24 C23 C4 120.34(10) . . ?
C24 C23 C22 118.53(10) . . ?
C25 C24 C23 120.38(10) . . ?
C24 C25 C26 120.01(10) . . ?
C25 C26 C21 120.52(10) . . ?
C32 C31 C1 121.71(10) . . ?
C36 C31 C1 118.29(10) . . ?
C36 C31 C32 118.76(10) . . ?
C33 C32 C31 120.49(10) . . ?
C32 C33 C5 119.73(10) . . ?
C32 C33 C34 118.30(10) . . ?
C34 C33 C5 119.97(10) . . ?
C35 C34 C33 120.81(10) . . ?
C34 C35 C36 119.85(10) . . ?
C35 C36 C31 120.12(10) . . ?
C42 C41 C2 123.80(10) . . ?
C46 C41 C2 117.33(9) . . ?
C46 C41 C42 117.75(10) . . ?
C41 C42 C43 120.69(10) . . ?
C42 C43 C6 119.32(10) . . ?
C44 C43 C6 120.51(10) . . ?
C44 C43 C42 118.74(10) . . ?
C45 C44 C43 119.97(10) . . ?
C44 C45 C46 120.16(10) . . ?
C45 C46 C41 120.64(10) . . ?

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
C1 C2 C21 C22 43.40(15) . . . . ?
C1 C2 C21 C26 -125.31(11) . . . . ?
C1 C2 C41 C42 35.67(16) . . . . ?
C1 C2 C41 C46 -131.95(11) . . . . ?
C1 C11 C12 C13 -149.46(11) . . . . ?
C1 C11 C16 C15 158.45(11) . . . . ?
C1 C31 C32 C33 -152.64(10) . . . . ?
C1 C31 C36 C35 161.95(10) . . . . ?
C2 C1 C11 C12 38.90(16) . . . . ?
C2 C1 C11 C16 -126.76(12) . . . . ?
C2 C1 C31 C32 47.25(15) . . . . ?
C2 C1 C31 C36 -119.88(12) . . . . ?
C2 C21 C22 C23 -155.01(10) . . . . ?
C2 C21 C26 C25 164.81(10) . . . . ?
C2 C41 C42 C43 -151.49(10) . . . . ?
C2 C41 C46 C45 161.68(10) . . . . ?
C3 C4 C23 C22 -75.98(13) . . . . ?
C3 C4 C23 C24 88.53(13) . . . . ?
C3 C13 C14 C15 -164.42(11) . . . . ?
C4 C3 C13 C12 -79.10(13) . . . . ?
C4 C3 C13 C14 85.60(13) . . . . ?
C4 C23 C24 C25 -161.49(11) . . . . ?
C5 C6 C43 C42 -73.44(12) . . . . ?
C5 C6 C43 C44 92.74(12) . . . . ?
C5 C33 C34 C35 -161.73(10) . . . . ?
C6 C5 C33 C32 -81.73(12) . . . . ?
C6 C5 C33 C34 81.92(12) . . . . ?
C6 C43 C44 C45 -164.49(10) . . . . ?
C11 C1 C2 C21 -8.46(16) . . . . ?
C11 C1 C2 C41 168.02(10) . . . . ?
C11 C1 C31 C32 -129.53(11) . . . . ?
C11 C1 C31 C36 63.35(13) . . . . ?
C11 C12 C13 C3 152.72(11) . . . . ?
C11 C12 C13 C14 -12.35(16) . . . . ?
C12 C11 C16 C15 -7.91(17) . . . . ?
C12 C13 C14 C15 0.47(17) . . . . ?
C13 C3 C4 C23 64.69(13) . . . . ?
C13 C14 C15 C16 7.45(18) . . . . ?
C14 C15 C16 C11 -3.63(18) . . . . ?
C16 C11 C12 C13 16.04(16) . . . . ?
C21 C2 C41 C42 -147.63(10) . . . . ?
C21 C2 C41 C46 44.75(13) . . . . ?
C21 C22 C23 C4 151.60(10) . . . . ?
C21 C22 C23 C24 -13.19(16) . . . . ?
C22 C21 C26 C25 -4.36(16) . . . . ?
C22 C23 C24 C25 3.13(16) . . . . ?
C23 C24 C25 C26 6.06(17) . . . . ?
C24 C25 C26 C21 -5.41(17) . . . . ?
C26 C21 C22 C23 13.78(15) . . . . ?
C31 C1 C2 C21 174.99(10) . . . . ?
C31 C1 C2 C41 -8.53(16) . . . . ?
C31 C1 C11 C12 -144.37(11) . . . . ?
C31 C1 C11 C16 49.98(14) . . . . ?
C31 C32 C33 C5 151.23(10) . . . . ?
C31 C32 C33 C34 -12.68(16) . . . . ?
C32 C31 C36 C35 -5.56(16) . . . . ?
C32 C33 C34 C35 2.15(16) . . . . ?
C33 C5 C6 C43 64.24(12) . . . . ?
C33 C34 C35 C36 6.52(17) . . . . ?
C34 C35 C36 C31 -4.76(16) . . . . ?
C36 C31 C32 C33 14.43(16) . . . . ?
C41 C2 C21 C22 -133.33(10) . . . . ?
C41 C2 C21 C26 57.96(13) . . . . ?
C41 C42 C43 C6 152.70(10) . . . . ?
C41 C42 C43 C44 -13.72(15) . . . . ?
C42 C41 C46 C45 -6.71(15) . . . . ?
C42 C43 C44 C45 1.76(16) . . . . ?
C43 C44 C45 C46 7.43(16) . . . . ?
C44 C45 C46 C41 -4.91(16) . . . . ?
C46 C41 C42 C43 16.08(15) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-01-11
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cai29molt
_database_code_depnum_ccdc_archive 'CCDC 1586452'
_audit_update_record             
;
2017-11-20 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2016-04-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H28'
_chemical_formula_sum            'C30 H28'
_chemical_formula_weight         388.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         'ph4 Me4 C2'
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.1772(3)
_cell_length_b                   10.8633(2)
_cell_length_c                   14.2137(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.1137(16)
_cell_angle_gamma                90
_cell_volume                     2180.36(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7466
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.7270
_cell_measurement_theta_min      3.4310
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.35
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12654
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_min         3.435
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -55.00   45.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8574  -57.0000 -150.0000 200

#__ type_ start__ end____ width___ exp.time_
  2 omega  -29.00   57.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8574  -90.0000  106.0000 172

#__ type_ start__ end____ width___ exp.time_
  3 omega  -48.00   51.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8574  -77.0000  -30.0000 198
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Mo at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0275468000
_diffrn_orient_matrix_UB_12      -0.0061784000
_diffrn_orient_matrix_UB_13      -0.0439009000
_diffrn_orient_matrix_UB_21      -0.0295859000
_diffrn_orient_matrix_UB_22      0.0488993000
_diffrn_orient_matrix_UB_23      0.0125244000
_diffrn_orient_matrix_UB_31      0.0298009000
_diffrn_orient_matrix_UB_32      0.0428118000
_diffrn_orient_matrix_UB_33      -0.0206712000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Mo
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3463
_reflns_number_total             4222
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4222
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.002
_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)+(0.0780P)²+0.1000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1066
_refine_ls_wR_factor_ref         0.1132
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C23(H23), C24(H24), C25(H25), C32(H32),
 C33(H33), C34(H34), C35(H35), C36(H36), C42(H42), C43(H43), C44(H44), C45(H45),
  C46(H46)
2.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C1 C 0.47025(7) 0.24376(9) 0.25508(8) 0.0158(2) Uani 1 1 d . . . . .
C2 C 0.38348(7) 0.23169(9) 0.20743(7) 0.0160(2) Uani 1 1 d . . . . .
C11 C 0.48175(7) 0.25195(10) 0.36095(7) 0.0168(2) Uani 1 1 d . . . . .
C12 C 0.53870(7) 0.16653(10) 0.41543(8) 0.0200(3) Uani 1 1 d . . . . .
C13 C 0.54628(8) 0.17560(11) 0.51301(8) 0.0263(3) Uani 1 1 d . . . . .
H13 H 0.5845 0.1180 0.5494 0.032 Uiso 1 1 calc R . . . .
C14 C 0.49951(9) 0.26654(12) 0.55863(8) 0.0294(3) Uani 1 1 d . . . . .
H14 H 0.5047 0.2707 0.6257 0.035 Uiso 1 1 calc R . . . .
C15 C 0.44536(8) 0.35087(11) 0.50562(8) 0.0245(3) Uani 1 1 d . . . . .
H15 H 0.4141 0.4142 0.5369 0.029 Uiso 1 1 calc R . . . .
C16 C 0.43527(7) 0.34587(10) 0.40754(8) 0.0185(2) Uani 1 1 d . . . . .
C17 C 0.58898(8) 0.06235(11) 0.37183(9) 0.0269(3) Uani 1 1 d . . . . .
H17A H 0.5434 0.0143 0.3310 0.040 Uiso 1 1 calc GR . . . .
H17B H 0.6186 0.0093 0.4218 0.040 Uiso 1 1 calc GR . . . .
H17C H 0.6378 0.0954 0.3342 0.040 Uiso 1 1 calc GR . . . .
C18 C 0.37454(8) 0.44380(10) 0.35764(8) 0.0238(3) Uani 1 1 d . . . . .
H18A H 0.3863 0.4459 0.2908 0.036 Uiso 1 1 calc GR . . . .
H18B H 0.3901 0.5240 0.3864 0.036 Uiso 1 1 calc GR . . . .
H18C H 0.3076 0.4252 0.3632 0.036 Uiso 1 1 calc GR . . . .
C21 C 0.55937(7) 0.25038(10) 0.20490(7) 0.0172(2) Uani 1 1 d . . . . .
C22 C 0.62036(7) 0.35257(10) 0.21753(8) 0.0205(3) Uani 1 1 d . . . . .
C23 C 0.70414(8) 0.35420(12) 0.17367(9) 0.0272(3) Uani 1 1 d . . . . .
H23 H 0.7455 0.4228 0.1827 0.033 Uiso 1 1 calc R . . . .
C24 C 0.72822(9) 0.25780(12) 0.11719(9) 0.0330(3) Uani 1 1 d . . . . .
H24 H 0.7856 0.2602 0.0875 0.040 Uiso 1 1 calc R . . . .
C25 C 0.66844(9) 0.15820(12) 0.10427(9) 0.0298(3) Uani 1 1 d . . . . .
H25 H 0.6851 0.0923 0.0651 0.036 Uiso 1 1 calc R . . . .
C26 C 0.58395(8) 0.15183(11) 0.14737(8) 0.0231(3) Uani 1 1 d . . . . .
C27 C 0.59546(8) 0.46443(11) 0.27275(8) 0.0238(3) Uani 1 1 d . . . . .
H27A H 0.5369 0.5009 0.2433 0.036 Uiso 1 1 calc GR . . . .
H27B H 0.6469 0.5247 0.2731 0.036 Uiso 1 1 calc GR . . . .
H27C H 0.5864 0.4404 0.3378 0.036 Uiso 1 1 calc GR . . . .
C28 C 0.52323(9) 0.03942(12) 0.12925(9) 0.0301(3) Uani 1 1 d . . . . .
H28A H 0.4851 0.0262 0.1826 0.045 Uiso 1 1 calc GR . . . .
H28B H 0.5637 -0.0324 0.1219 0.045 Uiso 1 1 calc GR . . . .
H28C H 0.4812 0.0512 0.0714 0.045 Uiso 1 1 calc GR . . . .
C31 C 0.29883(7) 0.20335(10) 0.25897(7) 0.0177(2) Uani 1 1 d . . . . .
C32 C 0.30256(8) 0.11244(10) 0.32865(8) 0.0218(3) Uani 1 1 d . . . . .
H32 H 0.3579 0.0633 0.3394 0.026 Uiso 1 1 calc R . . . .
C33 C 0.22739(8) 0.09243(12) 0.38234(8) 0.0284(3) Uani 1 1 d . . . . .
H33 H 0.2315 0.0305 0.4297 0.034 Uiso 1 1 calc R . . . .
C34 C 0.14609(8) 0.16287(12) 0.36693(9) 0.0310(3) Uani 1 1 d . . . . .
H34 H 0.0951 0.1514 0.4050 0.037 Uiso 1 1 calc R . . . .
C35 C 0.13958(8) 0.24988(11) 0.29591(9) 0.0287(3) Uani 1 1 d . . . . .
H35 H 0.0832 0.2968 0.2842 0.034 Uiso 1 1 calc R . . . .
C36 C 0.21477(8) 0.26947(11) 0.24146(8) 0.0224(3) Uani 1 1 d . . . . .
H36 H 0.2089 0.3284 0.1919 0.027 Uiso 1 1 calc R . . . .
C41 C 0.36555(7) 0.24905(10) 0.10364(8) 0.0176(2) Uani 1 1 d . . . . .
C42 C 0.41006(7) 0.34282(10) 0.05652(8) 0.0191(2) Uani 1 1 d . . . . .
H42 H 0.4542 0.3952 0.0911 0.023 Uiso 1 1 calc R . . . .
C43 C 0.39069(8) 0.36037(11) -0.03967(8) 0.0235(3) Uani 1 1 d . . . . .
H43 H 0.4213 0.4248 -0.0704 0.028 Uiso 1 1 calc R . . . .
C44 C 0.32689(8) 0.28465(12) -0.09151(8) 0.0250(3) Uani 1 1 d . . . . .
H44 H 0.3143 0.2960 -0.1577 0.030 Uiso 1 1 calc R . . . .
C45 C 0.28163(8) 0.19235(11) -0.04579(8) 0.0256(3) Uani 1 1 d . . . . .
H45 H 0.2373 0.1405 -0.0807 0.031 Uiso 1 1 calc R . . . .
C46 C 0.30044(8) 0.17502(11) 0.05034(8) 0.0221(3) Uani 1 1 d . . . . .
H46 H 0.2685 0.1115 0.0807 0.027 Uiso 1 1 calc R . . . .


_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
C1 C2 1.3567(16) . ?
C1 C11 1.5018(15) . ?
C1 C21 1.5070(14) . ?
C2 C31 1.4928(14) . ?
C2 C41 1.4864(15) . ?
C11 C12 1.4147(15) . ?
C11 C16 1.4112(15) . ?
C12 C13 1.3850(16) . ?
C12 C17 1.5005(16) . ?
C13 C14 1.3831(18) . ?
C14 C15 1.3760(18) . ?
C15 C16 1.3896(16) . ?
C16 C18 1.5058(16) . ?
C21 C22 1.4088(15) . ?
C21 C26 1.4097(16) . ?
C22 C23 1.3897(15) . ?
C22 C27 1.5055(16) . ?
C23 C24 1.3808(18) . ?
C24 C25 1.3766(18) . ?
C25 C26 1.3949(16) . ?
C26 C28 1.5030(17) . ?
C31 C32 1.3963(16) . ?
C31 C36 1.3947(15) . ?
C32 C33 1.3822(16) . ?
C33 C34 1.3845(18) . ?
C34 C35 1.3799(18) . ?
C35 C36 1.3884(16) . ?
C41 C42 1.4000(15) . ?
C41 C46 1.3958(15) . ?
C42 C43 1.3835(16) . ?
C43 C44 1.3852(17) . ?
C44 C45 1.3834(17) . ?
C45 C46 1.3815(16) . ?

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
C2 C1 C11 121.23(10) . . ?
C2 C1 C21 121.98(10) . . ?
C11 C1 C21 116.79(9) . . ?
C1 C2 C31 120.52(10) . . ?
C1 C2 C41 123.39(10) . . ?
C41 C2 C31 116.07(9) . . ?
C12 C11 C1 121.02(9) . . ?
C16 C11 C1 119.97(9) . . ?
C16 C11 C12 119.01(10) . . ?
C11 C12 C17 122.52(10) . . ?
C13 C12 C11 119.41(10) . . ?
C13 C12 C17 118.03(10) . . ?
C14 C13 C12 121.51(11) . . ?
C15 C14 C13 119.09(11) . . ?
C14 C15 C16 121.72(11) . . ?
C11 C16 C18 124.12(10) . . ?
C15 C16 C11 119.24(10) . . ?
C15 C16 C18 116.64(10) . . ?
C22 C21 C1 120.55(9) . . ?
C22 C21 C26 119.46(10) . . ?
C26 C21 C1 119.95(9) . . ?
C21 C22 C27 122.18(10) . . ?
C23 C22 C21 119.49(11) . . ?
C23 C22 C27 118.24(10) . . ?
C24 C23 C22 121.11(11) . . ?
C25 C24 C23 119.50(11) . . ?
C24 C25 C26 121.53(11) . . ?
C21 C26 C28 123.30(10) . . ?
C25 C26 C21 118.91(11) . . ?
C25 C26 C28 117.79(10) . . ?
C32 C31 C2 120.84(10) . . ?
C36 C31 C2 121.18(10) . . ?
C36 C31 C32 117.94(10) . . ?
C33 C32 C31 121.37(11) . . ?
C32 C33 C34 119.85(12) . . ?
C35 C34 C33 119.65(11) . . ?
C34 C35 C36 120.54(11) . . ?
C35 C36 C31 120.52(11) . . ?
C42 C41 C2 121.51(10) . . ?
C46 C41 C2 120.79(10) . . ?
C46 C41 C42 117.65(10) . . ?
C43 C42 C41 120.99(10) . . ?
C42 C43 C44 120.43(11) . . ?
C45 C44 C43 119.25(11) . . ?
C46 C45 C44 120.45(11) . . ?
C45 C46 C41 121.22(10) . . ?

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
C1 C2 C31 C32 -45.18(15) . . . . ?
C1 C2 C31 C36 132.59(11) . . . . ?
C1 C2 C41 C42 -39.85(15) . . . . ?
C1 C2 C41 C46 142.80(11) . . . . ?
C1 C11 C12 C13 -178.84(9) . . . . ?
C1 C11 C12 C17 -1.23(15) . . . . ?
C1 C11 C16 C15 178.91(9) . . . . ?
C1 C11 C16 C18 -1.45(15) . . . . ?
C1 C21 C22 C23 177.28(10) . . . . ?
C1 C21 C22 C27 -6.31(15) . . . . ?
C1 C21 C26 C25 -177.80(10) . . . . ?
C1 C21 C26 C28 2.58(16) . . . . ?
C2 C1 C11 C12 122.21(11) . . . . ?
C2 C1 C11 C16 -57.73(14) . . . . ?
C2 C1 C21 C22 122.22(11) . . . . ?
C2 C1 C21 C26 -60.01(14) . . . . ?
C2 C31 C32 C33 174.48(10) . . . . ?
C2 C31 C36 C35 -174.03(10) . . . . ?
C2 C41 C42 C43 -178.07(10) . . . . ?
C2 C41 C46 C45 178.44(10) . . . . ?
C11 C1 C2 C31 -11.17(15) . . . . ?
C11 C1 C2 C41 166.87(9) . . . . ?
C11 C1 C21 C22 -57.41(13) . . . . ?
C11 C1 C21 C26 120.36(11) . . . . ?
C11 C12 C13 C14 -0.11(16) . . . . ?
C12 C11 C16 C15 -1.03(15) . . . . ?
C12 C11 C16 C18 178.61(9) . . . . ?
C12 C13 C14 C15 -0.95(17) . . . . ?
C13 C14 C15 C16 1.02(17) . . . . ?
C14 C15 C16 C11 -0.03(16) . . . . ?
C14 C15 C16 C18 -179.70(10) . . . . ?
C16 C11 C12 C13 1.10(15) . . . . ?
C16 C11 C12 C17 178.71(9) . . . . ?
C17 C12 C13 C14 -177.83(10) . . . . ?
C21 C1 C2 C31 169.21(9) . . . . ?
C21 C1 C2 C41 -12.75(16) . . . . ?
C21 C1 C11 C12 -58.16(13) . . . . ?
C21 C1 C11 C16 121.90(10) . . . . ?
C21 C22 C23 C24 0.60(17) . . . . ?
C22 C21 C26 C25 0.00(15) . . . . ?
C22 C21 C26 C28 -179.63(10) . . . . ?
C22 C23 C24 C25 -0.19(18) . . . . ?
C23 C24 C25 C26 -0.33(18) . . . . ?
C24 C25 C26 C21 0.42(17) . . . . ?
C24 C25 C26 C28 -179.93(12) . . . . ?
C26 C21 C22 C23 -0.50(15) . . . . ?
C26 C21 C22 C27 175.91(10) . . . . ?
C27 C22 C23 C24 -175.95(11) . . . . ?
C31 C2 C41 C42 138.27(10) . . . . ?
C31 C2 C41 C46 -39.08(14) . . . . ?
C31 C32 C33 C34 0.44(17) . . . . ?
C32 C31 C36 C35 3.81(16) . . . . ?
C32 C33 C34 C35 2.10(17) . . . . ?
C33 C34 C35 C36 -1.65(18) . . . . ?
C34 C35 C36 C31 -1.37(17) . . . . ?
C36 C31 C32 C33 -3.36(16) . . . . ?
C41 C2 C31 C32 136.63(10) . . . . ?
C41 C2 C31 C36 -45.59(14) . . . . ?
C41 C42 C43 C44 -0.32(16) . . . . ?
C42 C41 C46 C45 0.99(16) . . . . ?
C42 C43 C44 C45 0.95(17) . . . . ?
C43 C44 C45 C46 -0.61(17) . . . . ?
C44 C45 C46 C41 -0.38(17) . . . . ?
C46 C41 C42 C43 -0.64(16) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-04-14
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_pc-m-4Me-TPE
_database_code_depnum_ccdc_archive 'CCDC 1579024'
_audit_update_record             
;
2017-10-10 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2016-06-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H26'
_chemical_formula_sum            'C30 H26'
_chemical_formula_weight         386.51
_chemical_melting_point          ?
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                   17.4337(14)
_cell_length_b                   6.9903(4)
_cell_length_c                   17.9350(12)
_cell_angle_alpha                90
_cell_angle_beta                 103.640(7)
_cell_angle_gamma                90
_cell_volume                     2124.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2551
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      29.1960
_cell_measurement_theta_min      3.7220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             824
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     0.0833
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12065
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         3.153
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -44.00   54.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.3887   57.0000  -60.0000 98

#__ type_ start__ end____ width___ exp.time_
  2 omega  -20.00   59.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8574  -99.0000   60.0000 79

#__ type_ start__ end____ width___ exp.time_
  3 omega  -14.00   93.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8574   77.0000 -180.0000 107
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Mo at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0399319000
_diffrn_orient_matrix_UB_12      -0.0217975000
_diffrn_orient_matrix_UB_13      0.0007891000
_diffrn_orient_matrix_UB_21      0.0124352000
_diffrn_orient_matrix_UB_22      0.0800542000
_diffrn_orient_matrix_UB_23      0.0241330000
_diffrn_orient_matrix_UB_31      0.0021395000
_diffrn_orient_matrix_UB_32      -0.0584277000
_diffrn_orient_matrix_UB_33      0.0327405000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Mo
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2716
_reflns_number_total             4123
_reflns_odcompleteness_completeness 99.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4123
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1085
_refine_ls_R_factor_gt           0.0615
_refine_ls_restrained_S_all      1.003
_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)+(0.0650P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1268
_refine_ls_wR_factor_ref         0.1463
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C11(H11), C13(H13), C22(H22), C24(H24),
 C26(H26), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.24437(13) 0.6890(3) 0.31958(12) 0.0176(5) Uani 1 1 d . . . . .
C2 C 0.31387(13) 0.5988(3) 0.32063(12) 0.0184(5) Uani 1 1 d . . . . .
C3 C 0.35808(13) 0.6418(3) 0.26402(12) 0.0180(5) Uani 1 1 d . . . . .
C4 C 0.42686(13) 0.5391(3) 0.26208(13) 0.0226(5) Uani 1 1 d . . . . .
H4 H 0.4468 0.4487 0.3015 0.027 Uiso 1 1 calc R . . . .
C5 C 0.46614(13) 0.5656(3) 0.20489(13) 0.0244(5) Uani 1 1 d . . . . .
H5 H 0.5133 0.4971 0.2055 0.029 Uiso 1 1 calc R . . . .
C6 C 0.43570(13) 0.6947(3) 0.14589(13) 0.0237(5) Uani 1 1 d . . . . .
H6 H 0.4606 0.7091 0.1045 0.028 Uiso 1 1 calc R . . . .
C7 C 0.36998(13) 0.8004(3) 0.14772(13) 0.0216(5) Uani 1 1 d . . . . .
H7 H 0.3499 0.8868 0.1069 0.026 Uiso 1 1 calc R . . . .
C8 C 0.33113(13) 0.7854(3) 0.20818(12) 0.0194(5) Uani 1 1 d . . . . .
C9 C 0.26292(13) 0.9010(3) 0.21299(12) 0.0200(5) Uani 1 1 d . . . . .
C10 C 0.24061(13) 1.0742(3) 0.17072(12) 0.0213(5) Uani 1 1 d . . . . .
C11 C 0.16934(14) 1.1570(3) 0.17285(13) 0.0232(5) Uani 1 1 d . . . . .
H11 H 0.1545 1.2707 0.1441 0.028 Uiso 1 1 calc R . . . .
C12 C 0.11770(13) 1.0842(3) 0.21454(12) 0.0219(5) Uani 1 1 d . . . . .
C13 C 0.14345(13) 0.9297(3) 0.26188(12) 0.0205(5) Uani 1 1 d . . . . .
H13 H 0.1110 0.8821 0.2935 0.025 Uiso 1 1 calc R . . . .
C14 C 0.21655(13) 0.8412(3) 0.26441(12) 0.0182(5) Uani 1 1 d . . . . .
C15 C 0.29238(15) 1.1822(3) 0.12821(15) 0.0320(6) Uani 1 1 d . . . . .
H15A H 0.3477 1.1701 0.1560 0.048 Uiso 1 1 calc GR . . . .
H15B H 0.2773 1.3176 0.1246 0.048 Uiso 1 1 calc GR . . . .
H15C H 0.2856 1.1289 0.0765 0.048 Uiso 1 1 calc GR . . . .
C16 C 0.03901(14) 1.1776(3) 0.20901(14) 0.0279(6) Uani 1 1 d . . . . .
H16A H 0.0114 1.1123 0.2434 0.042 Uiso 1 1 calc GR . . . .
H16B H 0.0074 1.1691 0.1561 0.042 Uiso 1 1 calc GR . . . .
H16C H 0.0469 1.3123 0.2240 0.042 Uiso 1 1 calc GR . . . .
C21 C 0.19797(13) 0.6408(3) 0.37724(12) 0.0195(5) Uani 1 1 d . . . . .
C22 C 0.19546(13) 0.7671(3) 0.43666(13) 0.0224(5) Uani 1 1 d . . . . .
H22 H 0.2231 0.8850 0.4399 0.027 Uiso 1 1 calc R . . . .
C23 C 0.15320(14) 0.7241(3) 0.49147(13) 0.0248(5) Uani 1 1 d . . . . .
C24 C 0.11243(13) 0.5520(3) 0.48515(13) 0.0260(5) Uani 1 1 d . . . . .
H24 H 0.0832 0.5215 0.5220 0.031 Uiso 1 1 calc R . . . .
C25 C 0.11331(13) 0.4230(3) 0.42623(13) 0.0228(5) Uani 1 1 d . . . . .
C26 C 0.15720(12) 0.4684(3) 0.37330(12) 0.0205(5) Uani 1 1 d . . . . .
H26 H 0.1594 0.3800 0.3336 0.025 Uiso 1 1 calc R . . . .
C27 C 0.15140(16) 0.8609(3) 0.55639(14) 0.0370(6) Uani 1 1 d . . . . .
H27A H 0.1966 0.9481 0.5636 0.056 Uiso 1 1 calc GR . . . .
H27B H 0.1541 0.7884 0.6037 0.056 Uiso 1 1 calc GR . . . .
H27C H 0.1023 0.9350 0.5439 0.056 Uiso 1 1 calc GR . . . .
C28 C 0.06479(16) 0.2424(3) 0.41867(15) 0.0348(6) Uani 1 1 d . . . . .
H28A H 0.0150 0.2618 0.3805 0.052 Uiso 1 1 calc GR . . . .
H28B H 0.0537 0.2109 0.4683 0.052 Uiso 1 1 calc GR . . . .
H28C H 0.0942 0.1373 0.4023 0.052 Uiso 1 1 calc GR . . . .
C31 C 0.34536(13) 0.4484(3) 0.37933(12) 0.0200(5) Uani 1 1 d . . . . .
C32 C 0.38672(13) 0.4953(3) 0.45264(12) 0.0236(5) Uani 1 1 d . . . . .
H32 H 0.3936 0.6261 0.4670 0.028 Uiso 1 1 calc R . . . .
C33 C 0.41834(14) 0.3553(3) 0.50549(14) 0.0280(6) Uani 1 1 d . . . . .
H33 H 0.4469 0.3905 0.5555 0.034 Uiso 1 1 calc R . . . .
C34 C 0.40852(14) 0.1645(3) 0.48563(14) 0.0287(6) Uani 1 1 d . . . . .
H34 H 0.4302 0.0683 0.5219 0.034 Uiso 1 1 calc R . . . .
C35 C 0.36690(14) 0.1141(3) 0.41269(14) 0.0293(6) Uani 1 1 d . . . . .
H35 H 0.3600 -0.0170 0.3988 0.035 Uiso 1 1 calc R . . . .
C36 C 0.33531(14) 0.2544(3) 0.36001(14) 0.0248(5) Uani 1 1 d . . . . .
H36 H 0.3065 0.2188 0.3102 0.030 Uiso 1 1 calc R . . . .


_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
C1 C2 1.362(3) . ?
C1 C14 1.456(3) . ?
C1 C21 1.494(3) . ?
C2 C3 1.444(3) . ?
C2 C31 1.498(3) . ?
C3 C4 1.405(3) . ?
C3 C8 1.418(3) . ?
C4 C5 1.373(3) . ?
C5 C6 1.397(3) . ?
C6 C7 1.371(3) . ?
C7 C8 1.411(3) . ?
C8 C9 1.457(3) . ?
C9 C10 1.433(3) . ?
C9 C14 1.425(3) . ?
C10 C11 1.379(3) . ?
C10 C15 1.513(3) . ?
C11 C12 1.395(3) . ?
C12 C13 1.382(3) . ?
C12 C16 1.501(3) . ?
C13 C14 1.408(3) . ?
C21 C22 1.392(3) . ?
C21 C26 1.393(3) . ?
C22 C23 1.393(3) . ?
C23 C24 1.388(3) . ?
C23 C27 1.513(3) . ?
C24 C25 1.392(3) . ?
C25 C26 1.389(3) . ?
C25 C28 1.508(3) . ?
C31 C32 1.382(3) . ?
C31 C36 1.400(3) . ?
C32 C33 1.383(3) . ?
C33 C34 1.381(3) . ?
C34 C35 1.384(3) . ?
C35 C36 1.383(3) . ?

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
C2 C1 C14 120.0(2) . . ?
C2 C1 C21 120.75(18) . . ?
C14 C1 C21 119.15(18) . . ?
C1 C2 C3 120.98(19) . . ?
C1 C2 C31 120.8(2) . . ?
C3 C2 C31 118.20(19) . . ?
C4 C3 C2 120.75(19) . . ?
C4 C3 C8 119.1(2) . . ?
C8 C3 C2 120.08(19) . . ?
C5 C4 C3 121.9(2) . . ?
C4 C5 C6 119.1(2) . . ?
C7 C6 C5 120.0(2) . . ?
C6 C7 C8 122.3(2) . . ?
C3 C8 C9 119.3(2) . . ?
C7 C8 C3 117.14(19) . . ?
C7 C8 C9 123.41(19) . . ?
C10 C9 C8 124.1(2) . . ?
C14 C9 C8 118.14(18) . . ?
C14 C9 C10 117.7(2) . . ?
C9 C10 C15 124.6(2) . . ?
C11 C10 C9 118.3(2) . . ?
C11 C10 C15 116.93(19) . . ?
C10 C11 C12 124.16(19) . . ?
C11 C12 C16 120.09(19) . . ?
C13 C12 C11 117.2(2) . . ?
C13 C12 C16 122.7(2) . . ?
C12 C13 C14 121.6(2) . . ?
C9 C14 C1 120.34(19) . . ?
C13 C14 C1 119.8(2) . . ?
C13 C14 C9 119.86(19) . . ?
C22 C21 C1 120.46(19) . . ?
C22 C21 C26 118.7(2) . . ?
C26 C21 C1 120.86(18) . . ?
C21 C22 C23 121.4(2) . . ?
C22 C23 C27 121.1(2) . . ?
C24 C23 C22 118.4(2) . . ?
C24 C23 C27 120.5(2) . . ?
C23 C24 C25 121.8(2) . . ?
C24 C25 C28 120.3(2) . . ?
C26 C25 C24 118.5(2) . . ?
C26 C25 C28 121.2(2) . . ?
C25 C26 C21 121.3(2) . . ?
C32 C31 C2 121.65(17) . . ?
C32 C31 C36 118.17(19) . . ?
C36 C31 C2 120.15(19) . . ?
C31 C32 C33 121.23(19) . . ?
C34 C33 C32 120.1(2) . . ?
C33 C34 C35 119.7(2) . . ?
C36 C35 C34 120.1(2) . . ?
C35 C36 C31 120.8(2) . . ?

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
C1 C2 C3 C4 -175.55(19) . . . . ?
C1 C2 C3 C8 2.7(3) . . . . ?
C1 C2 C31 C32 -81.9(3) . . . . ?
C1 C2 C31 C36 100.0(3) . . . . ?
C1 C21 C22 C23 -179.3(2) . . . . ?
C1 C21 C26 C25 -179.42(19) . . . . ?
C2 C1 C14 C9 -2.0(3) . . . . ?
C2 C1 C14 C13 177.93(18) . . . . ?
C2 C1 C21 C22 106.6(2) . . . . ?
C2 C1 C21 C26 -72.6(3) . . . . ?
C2 C3 C4 C5 174.22(19) . . . . ?
C2 C3 C8 C7 -170.57(18) . . . . ?
C2 C3 C8 C9 5.8(3) . . . . ?
C2 C31 C32 C33 -177.3(2) . . . . ?
C2 C31 C36 C35 177.3(2) . . . . ?
C3 C2 C31 C32 99.7(3) . . . . ?
C3 C2 C31 C36 -78.4(3) . . . . ?
C3 C4 C5 C6 -1.7(3) . . . . ?
C3 C8 C9 C10 166.16(19) . . . . ?
C3 C8 C9 C14 -12.1(3) . . . . ?
C4 C3 C8 C7 7.7(3) . . . . ?
C4 C3 C8 C9 -175.94(18) . . . . ?
C4 C5 C6 C7 3.5(3) . . . . ?
C5 C6 C7 C8 0.5(3) . . . . ?
C6 C7 C8 C3 -6.1(3) . . . . ?
C6 C7 C8 C9 177.73(19) . . . . ?
C7 C8 C9 C10 -17.7(3) . . . . ?
C7 C8 C9 C14 164.05(19) . . . . ?
C8 C3 C4 C5 -4.0(3) . . . . ?
C8 C9 C10 C11 171.9(2) . . . . ?
C8 C9 C10 C15 -12.9(3) . . . . ?
C8 C9 C14 C1 10.3(3) . . . . ?
C8 C9 C14 C13 -169.69(18) . . . . ?
C9 C10 C11 C12 0.9(3) . . . . ?
C10 C9 C14 C1 -168.06(18) . . . . ?
C10 C9 C14 C13 12.0(3) . . . . ?
C10 C11 C12 C13 6.2(3) . . . . ?
C10 C11 C12 C16 -175.9(2) . . . . ?
C11 C12 C13 C14 -4.0(3) . . . . ?
C12 C13 C14 C1 174.99(18) . . . . ?
C12 C13 C14 C9 -5.0(3) . . . . ?
C14 C1 C2 C3 -4.6(3) . . . . ?
C14 C1 C2 C31 177.08(17) . . . . ?
C14 C1 C21 C22 -70.1(3) . . . . ?
C14 C1 C21 C26 110.6(2) . . . . ?
C14 C9 C10 C11 -9.9(3) . . . . ?
C14 C9 C10 C15 165.3(2) . . . . ?
C15 C10 C11 C12 -174.7(2) . . . . ?
C16 C12 C13 C14 178.16(19) . . . . ?
C21 C1 C2 C3 178.64(18) . . . . ?
C21 C1 C2 C31 0.3(3) . . . . ?
C21 C1 C14 C9 174.76(18) . . . . ?
C21 C1 C14 C13 -5.3(3) . . . . ?
C21 C22 C23 C24 -0.7(3) . . . . ?
C21 C22 C23 C27 179.3(2) . . . . ?
C22 C21 C26 C25 1.3(3) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C23 C24 C25 C26 0.8(3) . . . . ?
C23 C24 C25 C28 -176.7(2) . . . . ?
C24 C25 C26 C21 -1.7(3) . . . . ?
C26 C21 C22 C23 -0.1(3) . . . . ?
C27 C23 C24 C25 -179.7(2) . . . . ?
C28 C25 C26 C21 175.8(2) . . . . ?
C31 C2 C3 C4 2.8(3) . . . . ?
C31 C2 C3 C8 -178.95(17) . . . . ?
C31 C32 C33 C34 -0.4(4) . . . . ?
C32 C31 C36 C35 -0.8(4) . . . . ?
C32 C33 C34 C35 0.0(4) . . . . ?
C33 C34 C35 C36 0.0(4) . . . . ?
C34 C35 C36 C31 0.5(4) . . . . ?
C36 C31 C32 C33 0.8(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-06-16
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_pc-sl-TPE
_database_code_depnum_ccdc_archive 'CCDC 1579023'
_audit_update_record             
;
2017-10-10 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2017-03-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H22'
_chemical_formula_sum            'C30 H22'
_chemical_formula_weight         382.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H26'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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'
'-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                   18.2724(17)
_cell_length_b                   19.5178(15)
_cell_length_c                   18.301(2)
_cell_angle_alpha                90
_cell_angle_beta                 113.791(12)
_cell_angle_gamma                90
_cell_volume                     5972.3(11)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    1067
_cell_measurement_temperature    220.03(10)
_cell_measurement_theta_max      68.5820
_cell_measurement_theta_min      4.9530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.545
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95284
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2424
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_av_unetI/netI     0.0778
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9314
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.995
_diffrn_reflns_theta_min         3.481
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      220.03(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3577
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    112.00 152.00   1.00   12.00    --  110.57 111.00 150.00   40
  2  ω     79.00 170.00   1.00   12.00    --  110.57  77.00 -30.00   91
  3  ω    105.00 168.00   1.00   12.00    --  110.57 111.00-180.00   63
  4  ω     40.00 141.00   1.00   12.00    --  110.57 -61.00-180.00  101
  5  ω     44.00 138.00   1.00   12.00    --  110.57 -77.00   0.00   94
  6  ω    -96.00  -2.00   1.00    5.00    --  -40.57 125.00 -30.00   94
  7  ω   -114.00 -14.00   1.00    5.00    --  -40.57 -37.00 150.00  100
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0854119000
_diffrn_orient_matrix_UB_12      0.0240710000
_diffrn_orient_matrix_UB_13      -0.0526762000
_diffrn_orient_matrix_UB_21      0.0161835000
_diffrn_orient_matrix_UB_22      0.0684916000
_diffrn_orient_matrix_UB_23      0.0458672000
_diffrn_orient_matrix_UB_31      0.0305681000
_diffrn_orient_matrix_UB_32      0.0311166000
_diffrn_orient_matrix_UB_33      -0.0597463000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Cu
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2852
_reflns_number_total             5270
_reflns_odcompleteness_completeness 99.01
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         5270
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1205
_refine_ls_R_factor_gt           0.0618
_refine_ls_restrained_S_all      1.000
_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)+(0.0192P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1257
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C20(H20A,H20B), C30(H30A,H30B), C40(H40A,H40B), C10A(H10C,
 H10D), C30A(H30C,H30D)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C14(H14), C15(H15), C16(H16), C22(H22), C24(H24), C25(H25),
 C26(H26), C34(H34), C35(H35), C36(H36), C44(H44), C45(H45), C46(H46),
 C12A(H12A), C14A(H14A), C15A(H15A), C16A(H16A), C34A(H34A), C35A(H35A),
 C36A(H36A)
;
_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
C1 C 0.16055(15) 0.34871(15) 0.11421(17) 0.0433(7) Uani 1 1 d . . . . .
C2 C 0.20338(15) 0.28935(14) 0.14436(17) 0.0432(7) Uani 1 1 d . . . . .
C10 C 0.2843(2) 0.45193(19) 0.3818(2) 0.0734(11) Uani 1 1 d . . . . .
H10A H 0.2464 0.4306 0.4005 0.088 Uiso 1 1 calc R . . . .
H10B H 0.3030 0.4950 0.4110 0.088 Uiso 1 1 calc R . . . .
C11 C 0.17996(16) 0.41365(15) 0.16121(18) 0.0462(7) Uani 1 1 d . . . . .
C12 C 0.19315(17) 0.41545(17) 0.2422(2) 0.0553(8) Uani 1 1 d . . . . .
H12 H 0.1689 0.3827 0.2629 0.066 Uiso 1 1 calc R . . . .
C13 C 0.24281(19) 0.46652(18) 0.2924(2) 0.0594(9) Uani 1 1 d . . . . .
C14 C 0.26447(19) 0.52251(16) 0.2586(2) 0.0631(10) Uani 1 1 d . . . . .
H14 H 0.2957 0.5579 0.2913 0.076 Uiso 1 1 calc R . . . .
C15 C 0.24007(18) 0.52597(16) 0.1772(2) 0.0598(9) Uani 1 1 d . . . . .
H15 H 0.2497 0.5659 0.1538 0.072 Uiso 1 1 calc R . . . .
C16 C 0.20115(16) 0.47079(15) 0.1290(2) 0.0527(8) Uani 1 1 d . . . . .
H16 H 0.1891 0.4722 0.0740 0.063 Uiso 1 1 calc R . . . .
C20 C 0.35568(19) 0.40383(19) 0.3981(2) 0.0756(12) Uani 1 1 d . . . . .
H20A H 0.3920 0.4238 0.3765 0.091 Uiso 1 1 calc R . . . .
H20B H 0.3853 0.3978 0.4558 0.091 Uiso 1 1 calc R . . . .
C21 C 0.25005(16) 0.28000(15) 0.23213(18) 0.0482(8) Uani 1 1 d . . . . .
C22 C 0.30670(16) 0.32847(16) 0.27763(19) 0.0543(8) Uani 1 1 d . . . . .
H22 H 0.3322 0.3565 0.2532 0.065 Uiso 1 1 calc R . . . .
C23 C 0.32531(18) 0.33509(17) 0.3590(2) 0.0576(9) Uani 1 1 d . . . . .
C24 C 0.2964(2) 0.28589(19) 0.3968(2) 0.0689(10) Uani 1 1 d . . . . .
H24 H 0.3087 0.2895 0.4517 0.083 Uiso 1 1 calc R . . . .
C25 C 0.2502(2) 0.23246(18) 0.3536(2) 0.0646(10) Uani 1 1 d . . . . .
H25 H 0.2358 0.1970 0.3800 0.077 Uiso 1 1 calc R . . . .
C26 C 0.22464(18) 0.23060(16) 0.2714(2) 0.0564(9) Uani 1 1 d . . . . .
H26 H 0.1899 0.1957 0.2419 0.068 Uiso 1 1 calc R . . . .
C30 C 0.01466(19) 0.22248(19) -0.1389(2) 0.0670(10) Uani 1 1 d . . . . .
H30A H -0.0178 0.2314 -0.1955 0.080 Uiso 1 1 calc R . . . .
H30B H -0.0141 0.1893 -0.1200 0.080 Uiso 1 1 calc R . . . .
C31 C 0.09965(16) 0.34906(15) 0.03268(18) 0.0458(7) Uani 1 1 d . . . . .
C32 C 0.09092(16) 0.29172(15) -0.01661(17) 0.0454(7) Uani 1 1 d . . . . .
C33 C 0.02565(17) 0.28814(18) -0.09235(19) 0.0548(8) Uani 1 1 d . . . . .
C34 C -0.02699(18) 0.34222(19) -0.1177(2) 0.0635(10) Uani 1 1 d . . . . .
H34 H -0.0699 0.3402 -0.1681 0.076 Uiso 1 1 calc R . . . .
C35 C -0.01778(18) 0.39961(19) -0.07035(19) 0.0617(9) Uani 1 1 d . . . . .
H35 H -0.0538 0.4364 -0.0893 0.074 Uiso 1 1 calc R . . . .
C36 C 0.04376(16) 0.40320(17) 0.00425(18) 0.0535(8) Uani 1 1 d . . . . .
H36 H 0.0487 0.4419 0.0365 0.064 Uiso 1 1 calc R . . . .
C40 C 0.09421(19) 0.19241(18) -0.12968(19) 0.0634(10) Uani 1 1 d . . . . .
H40A H 0.0856 0.1477 -0.1562 0.076 Uiso 1 1 calc R . . . .
H40B H 0.1197 0.2226 -0.1553 0.076 Uiso 1 1 calc R . . . .
C41 C 0.20005(16) 0.23309(15) 0.09151(18) 0.0454(7) Uani 1 1 d . . . . .
C42 C 0.14665(16) 0.23570(15) 0.01102(18) 0.0450(7) Uani 1 1 d . . . . .
C43 C 0.14784(18) 0.18429(16) -0.0432(2) 0.0531(8) Uani 1 1 d . . . . .
C44 C 0.2005(2) 0.13074(17) -0.0154(2) 0.0623(9) Uani 1 1 d . . . . .
H44 H 0.2010 0.0961 -0.0509 0.075 Uiso 1 1 calc R . . . .
C45 C 0.25327(19) 0.12694(16) 0.0647(2) 0.0627(9) Uani 1 1 d . . . . .
H45 H 0.2889 0.0899 0.0827 0.075 Uiso 1 1 calc R . . . .
C46 C 0.25342(18) 0.17710(15) 0.1173(2) 0.0546(8) Uani 1 1 d . . . . .
H46 H 0.2894 0.1742 0.1711 0.066 Uiso 1 1 calc R . . . .
C1A C 0.48181(16) 0.24096(14) 0.70898(17) 0.0458(7) Uani 1 1 d . . . . .
C10A C 0.46300(18) 0.49203(15) 0.7090(2) 0.0682(11) Uani 1 1 d . . . . .
H10C H 0.4136 0.4914 0.7180 0.082 Uiso 1 1 calc R . . . .
H10D H 0.4632 0.5338 0.6794 0.082 Uiso 1 1 calc R . . . .
C11A C 0.47408(16) 0.30561(16) 0.66232(18) 0.0484(7) Uani 1 1 d . . . . .
C12A C 0.44337(16) 0.36586(15) 0.67975(19) 0.0531(8) Uani 1 1 d . . . . .
H12A H 0.4073 0.3636 0.7046 0.064 Uiso 1 1 calc R . . . .
C13A C 0.46573(18) 0.42970(17) 0.6606(2) 0.0586(9) Uani 1 1 d . . . . .
C14A C 0.50823(19) 0.43174(17) 0.6118(2) 0.0613(9) Uani 1 1 d . . . . .
H14A H 0.5220 0.4743 0.5969 0.074 Uiso 1 1 calc R . . . .
C15A C 0.53014(18) 0.37214(17) 0.5852(2) 0.0604(9) Uani 1 1 d . . . . .
H15A H 0.5546 0.3739 0.5489 0.073 Uiso 1 1 calc R . . . .
C16A C 0.51546(17) 0.30948(17) 0.61288(18) 0.0540(8) Uani 1 1 d . . . . .
H16A H 0.5337 0.2690 0.5980 0.065 Uiso 1 1 calc R . . . .
C30A C 0.45873(17) -0.01314(15) 0.71648(19) 0.0577(9) Uani 1 1 d . . . . .
H30C H 0.4534 -0.0528 0.6818 0.069 Uiso 1 1 calc R . . . .
H30D H 0.4185 -0.0174 0.7389 0.069 Uiso 1 1 calc R . . . .
C31A C 0.45649(16) 0.17691(15) 0.66637(17) 0.0449(7) Uani 1 1 d . . . . .
C32A C 0.47511(16) 0.11386(14) 0.70760(16) 0.0435(7) Uani 1 1 d . . . . .
C33A C 0.44386(17) 0.05152(16) 0.66785(19) 0.0497(8) Uani 1 1 d . . . . .
C34A C 0.39715(18) 0.05257(17) 0.58762(19) 0.0573(9) Uani 1 1 d . . . . .
H34A H 0.3771 0.0112 0.5607 0.069 Uiso 1 1 calc R . . . .
C35A C 0.37874(18) 0.11400(18) 0.54506(19) 0.0600(9) Uani 1 1 d . . . . .
H35A H 0.3465 0.1136 0.4900 0.072 Uiso 1 1 calc R . . . .
C36A C 0.40757(17) 0.17520(17) 0.58318(18) 0.0536(8) Uani 1 1 d . . . . .
H36A H 0.3948 0.2163 0.5539 0.064 Uiso 1 1 calc R . . . .


_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
C1 C2 1.382(4) . ?
C1 C11 1.492(4) . ?
C1 C31 1.458(4) . ?
C2 C21 1.495(4) . ?
C2 C41 1.448(4) . ?
C10 C13 1.527(4) . ?
C10 C20 1.535(4) . ?
C11 C12 1.402(4) . ?
C11 C16 1.388(4) . ?
C12 C13 1.411(4) . ?
C13 C14 1.390(5) . ?
C14 C15 1.375(5) . ?
C15 C16 1.392(4) . ?
C20 C23 1.517(4) . ?
C21 C22 1.402(4) . ?
C21 C26 1.389(4) . ?
C22 C23 1.394(5) . ?
C23 C24 1.405(5) . ?
C24 C25 1.374(5) . ?
C25 C26 1.384(4) . ?
C30 C33 1.506(4) . ?
C30 C40 1.513(4) . ?
C31 C32 1.406(4) . ?
C31 C36 1.415(4) . ?
C32 C33 1.420(4) . ?
C32 C42 1.440(4) . ?
C33 C34 1.376(4) . ?
C34 C35 1.385(5) . ?
C35 C36 1.376(4) . ?
C40 C43 1.496(4) . ?
C41 C42 1.402(4) . ?
C41 C46 1.413(4) . ?
C42 C43 1.418(4) . ?
C43 C44 1.372(4) . ?
C44 C45 1.394(5) . ?
C45 C46 1.372(4) . ?
C1A C1A 1.375(6) 2_656 ?
C1A C11A 1.498(4) . ?
C1A C31A 1.447(4) . ?
C10A C10A 1.564(6) 2_656 ?
C10A C13A 1.518(4) . ?
C11A C12A 1.394(4) . ?
C11A C16A 1.396(4) . ?
C12A C13A 1.400(4) . ?
C13A C14A 1.401(5) . ?
C14A C15A 1.381(5) . ?
C15A C16A 1.391(4) . ?
C30A C30A 1.512(5) 2_656 ?
C30A C33A 1.505(4) . ?
C31A C32A 1.412(4) . ?
C31A C36A 1.421(4) . ?
C32A C32A 1.448(5) 2_656 ?
C32A C33A 1.414(4) . ?
C33A C34A 1.369(4) . ?
C34A C35A 1.395(4) . ?
C35A C36A 1.376(4) . ?

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
C2 C1 C11 121.2(2) . . ?
C2 C1 C31 119.2(3) . . ?
C31 C1 C11 119.5(3) . . ?
C1 C2 C21 121.1(3) . . ?
C1 C2 C41 120.3(3) . . ?
C41 C2 C21 118.5(3) . . ?
C13 C10 C20 109.8(3) . . ?
C12 C11 C1 122.0(3) . . ?
C16 C11 C1 118.7(3) . . ?
C16 C11 C12 118.1(3) . . ?
C11 C12 C13 119.9(3) . . ?
C12 C13 C10 118.5(3) . . ?
C14 C13 C10 121.1(3) . . ?
C14 C13 C12 119.3(3) . . ?
C15 C14 C13 119.7(3) . . ?
C14 C15 C16 120.6(3) . . ?
C11 C16 C15 120.7(3) . . ?
C23 C20 C10 109.2(3) . . ?
C22 C21 C2 121.4(3) . . ?
C26 C21 C2 118.4(3) . . ?
C26 C21 C22 118.8(3) . . ?
C23 C22 C21 120.1(3) . . ?
C22 C23 C20 118.1(3) . . ?
C22 C23 C24 119.0(3) . . ?
C24 C23 C20 120.8(4) . . ?
C25 C24 C23 120.1(4) . . ?
C24 C25 C26 120.3(4) . . ?
C25 C26 C21 120.5(3) . . ?
C33 C30 C40 111.4(3) . . ?
C32 C31 C1 119.7(3) . . ?
C32 C31 C36 118.7(3) . . ?
C36 C31 C1 121.3(3) . . ?
C31 C32 C33 119.9(3) . . ?
C31 C32 C42 119.9(3) . . ?
C33 C32 C42 120.1(3) . . ?
C32 C33 C30 117.5(3) . . ?
C34 C33 C30 123.1(3) . . ?
C34 C33 C32 119.3(3) . . ?
C33 C34 C35 121.1(3) . . ?
C36 C35 C34 120.4(3) . . ?
C35 C36 C31 120.4(3) . . ?
C43 C40 C30 110.4(3) . . ?
C42 C41 C2 119.9(3) . . ?
C42 C41 C46 118.2(3) . . ?
C46 C41 C2 121.7(3) . . ?
C41 C42 C32 119.4(3) . . ?
C41 C42 C43 120.6(3) . . ?
C43 C42 C32 120.0(3) . . ?
C42 C43 C40 118.5(3) . . ?
C44 C43 C40 122.3(3) . . ?
C44 C43 C42 119.1(3) . . ?
C43 C44 C45 121.0(3) . . ?
C46 C45 C44 120.3(3) . . ?
C45 C46 C41 120.8(3) . . ?
C1A C1A C11A 121.02(17) 2_656 . ?
C1A C1A C31A 119.80(17) 2_656 . ?
C31A C1A C11A 119.0(3) . . ?
C13A C10A C10A 110.0(2) . 2_656 ?
C12A C11A C1A 122.3(3) . . ?
C12A C11A C16A 118.4(3) . . ?
C16A C11A C1A 117.6(3) . . ?
C11A C12A C13A 120.6(3) . . ?
C12A C13A C10A 119.0(3) . . ?
C12A C13A C14A 118.6(3) . . ?
C14A C13A C10A 120.5(3) . . ?
C15A C14A C13A 121.0(3) . . ?
C14A C15A C16A 119.1(3) . . ?
C15A C16A C11A 121.2(3) . . ?
C33A C30A C30A 111.3(2) . 2_656 ?
C32A C31A C1A 120.6(3) . . ?
C32A C31A C36A 117.6(3) . . ?
C36A C31A C1A 121.6(3) . . ?
C31A C32A C32A 118.99(16) . 2_656 ?
C31A C32A C33A 121.0(3) . . ?
C33A C32A C32A 120.00(18) . 2_656 ?
C32A C33A C30A 118.6(3) . . ?
C34A C33A C30A 122.2(3) . . ?
C34A C33A C32A 119.1(3) . . ?
C33A C34A C35A 121.2(3) . . ?
C36A C35A C34A 120.4(3) . . ?
C35A C36A C31A 120.7(3) . . ?

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
C1 C2 C21 C22 -53.6(4) . . . . ?
C1 C2 C21 C26 112.5(4) . . . . ?
C1 C2 C41 C42 -7.0(4) . . . . ?
C1 C2 C41 C46 168.5(3) . . . . ?
C1 C11 C12 C13 152.6(3) . . . . ?
C1 C11 C16 C15 -162.5(3) . . . . ?
C1 C31 C32 C33 172.2(3) . . . . ?
C1 C31 C32 C42 -5.7(5) . . . . ?
C1 C31 C36 C35 -174.0(3) . . . . ?
C2 C1 C11 C12 -46.1(4) . . . . ?
C2 C1 C11 C16 120.8(3) . . . . ?
C2 C1 C31 C32 -6.4(5) . . . . ?
C2 C1 C31 C36 167.4(3) . . . . ?
C2 C21 C22 C23 153.9(3) . . . . ?
C2 C21 C26 C25 -161.6(3) . . . . ?
C2 C41 C42 C32 -5.2(4) . . . . ?
C2 C41 C42 C43 174.0(3) . . . . ?
C2 C41 C46 C45 -175.0(3) . . . . ?
C10 C13 C14 C15 165.1(3) . . . . ?
C10 C20 C23 C22 81.2(4) . . . . ?
C10 C20 C23 C24 -82.0(4) . . . . ?
C11 C1 C2 C21 21.2(5) . . . . ?
C11 C1 C2 C41 -162.4(3) . . . . ?
C11 C1 C31 C32 168.8(3) . . . . ?
C11 C1 C31 C36 -17.4(5) . . . . ?
C11 C12 C13 C10 -154.7(3) . . . . ?
C11 C12 C13 C14 13.4(5) . . . . ?
C12 C11 C16 C15 5.0(4) . . . . ?
C12 C13 C14 C15 -2.7(5) . . . . ?
C13 C10 C20 C23 -64.6(4) . . . . ?
C13 C14 C15 C16 -6.8(5) . . . . ?
C14 C15 C16 C11 5.7(5) . . . . ?
C16 C11 C12 C13 -14.4(4) . . . . ?
C20 C10 C13 C12 76.4(4) . . . . ?
C20 C10 C13 C14 -91.5(4) . . . . ?
C20 C23 C24 C25 162.7(3) . . . . ?
C21 C2 C41 C42 169.5(3) . . . . ?
C21 C2 C41 C46 -15.1(4) . . . . ?
C21 C22 C23 C20 -153.5(3) . . . . ?
C21 C22 C23 C24 9.9(5) . . . . ?
C22 C21 C26 C25 4.9(5) . . . . ?
C22 C23 C24 C25 -0.3(5) . . . . ?
C23 C24 C25 C26 -6.9(5) . . . . ?
C24 C25 C26 C21 4.6(5) . . . . ?
C26 C21 C22 C23 -12.2(5) . . . . ?
C30 C33 C34 C35 175.2(3) . . . . ?
C30 C40 C43 C42 -38.1(4) . . . . ?
C30 C40 C43 C44 145.0(3) . . . . ?
C31 C1 C2 C21 -163.6(3) . . . . ?
C31 C1 C2 C41 12.7(4) . . . . ?
C31 C1 C11 C12 138.8(3) . . . . ?
C31 C1 C11 C16 -54.3(4) . . . . ?
C31 C32 C33 C30 -173.9(3) . . . . ?
C31 C32 C33 C34 2.2(5) . . . . ?
C31 C32 C42 C41 11.4(4) . . . . ?
C31 C32 C42 C43 -167.8(3) . . . . ?
C32 C31 C36 C35 -0.1(5) . . . . ?
C32 C33 C34 C35 -0.7(5) . . . . ?
C32 C42 C43 C40 4.1(4) . . . . ?
C32 C42 C43 C44 -178.9(3) . . . . ?
C33 C30 C40 C43 53.8(4) . . . . ?
C33 C32 C42 C41 -166.4(3) . . . . ?
C33 C32 C42 C43 14.3(4) . . . . ?
C33 C34 C35 C36 -1.3(6) . . . . ?
C34 C35 C36 C31 1.6(5) . . . . ?
C36 C31 C32 C33 -1.8(5) . . . . ?
C36 C31 C32 C42 -179.6(3) . . . . ?
C40 C30 C33 C32 -38.3(4) . . . . ?
C40 C30 C33 C34 145.8(3) . . . . ?
C40 C43 C44 C45 175.9(3) . . . . ?
C41 C2 C21 C22 130.0(3) . . . . ?
C41 C2 C21 C26 -63.9(4) . . . . ?
C41 C42 C43 C40 -175.2(3) . . . . ?
C41 C42 C43 C44 1.9(5) . . . . ?
C42 C32 C33 C30 3.9(5) . . . . ?
C42 C32 C33 C34 -180.0(3) . . . . ?
C42 C41 C46 C45 0.5(5) . . . . ?
C42 C43 C44 C45 -1.0(5) . . . . ?
C43 C44 C45 C46 -0.1(5) . . . . ?
C44 C45 C46 C41 0.3(5) . . . . ?
C46 C41 C42 C32 179.2(3) . . . . ?
C46 C41 C42 C43 -1.6(4) . . . . ?
C1A C1A C11A C12A -50.3(5) 2_656 . . . ?
C1A C1A C11A C16A 114.8(4) 2_656 . . . ?
C1A C1A C31A C32A -5.7(5) 2_656 . . . ?
C1A C1A C31A C36A 169.8(4) 2_656 . . . ?
C1A C11A C12A C13A 153.5(3) . . . . ?
C1A C11A C16A C15A -162.0(3) . . . . ?
C1A C31A C32A C32A -4.4(5) . . . 2_656 ?
C1A C31A C32A C33A 173.6(3) . . . . ?
C1A C31A C36A C35A -174.7(3) . . . . ?
C10A C10A C13A C12A 77.4(4) 2_656 . . . ?
C10A C10A C13A C14A -86.6(4) 2_656 . . . ?
C10A C13A C14A C15A 161.9(3) . . . . ?
C11A C1A C31A C32A 169.1(3) . . . . ?
C11A C1A C31A C36A -15.4(5) . . . . ?
C11A C12A C13A C10A -153.5(3) . . . . ?
C11A C12A C13A C14A 10.8(5) . . . . ?
C12A C11A C16A C15A 3.8(5) . . . . ?
C12A C13A C14A C15A -2.2(5) . . . . ?
C13A C14A C15A C16A -5.4(5) . . . . ?
C14A C15A C16A C11A 4.6(5) . . . . ?
C16A C11A C12A C13A -11.5(5) . . . . ?
C30A C30A C33A C32A -36.9(5) 2_656 . . . ?
C30A C30A C33A C34A 147.2(3) 2_656 . . . ?
C30A C33A C34A C35A 174.6(3) . . . . ?
C31A C1A C11A C12A 135.0(3) . . . . ?
C31A C1A C11A C16A -59.9(4) . . . . ?
C31A C32A C33A C30A -173.7(3) . . . . ?
C31A C32A C33A C34A 2.3(5) . . . . ?
C32A C31A C36A C35A 1.0(5) . . . . ?
C32A C32A C33A C30A 4.2(5) 2_656 . . . ?
C32A C32A C33A C34A -179.8(3) 2_656 . . . ?
C32A C33A C34A C35A -1.3(5) . . . . ?
C33A C34A C35A C36A 0.2(5) . . . . ?
C34A C35A C36A C31A 0.0(5) . . . . ?
C36A C31A C32A C32A 179.9(3) . . . 2_656 ?
C36A C31A C32A C33A -2.1(4) . . . . ?

_olex2_date_sample_data_collection 2017-03-07
_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 1.116
_oxdiff_exptl_absorpt_empirical_full_min 0.865
####################################################################### 
# 
# 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_pc-o-4Me-TPE
_database_code_depnum_ccdc_archive 'CCDC 1579027'
_audit_update_record             
;
2017-10-10 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2016-06-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C29 H24'
_chemical_formula_sum            'C29 H24'
_chemical_formula_weight         372.48
_chemical_melting_point          ?

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                   7.3960(2)
_cell_length_b                   30.1314(11)
_cell_length_c                   18.3110(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.801(3)
_cell_angle_gamma                90
_cell_volume                     4078.6(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5772
_cell_measurement_temperature    99.93(16)
_cell_measurement_theta_max      28.0810
_cell_measurement_theta_min      4.0010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82572
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless

_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_unetI/netI     0.0705

_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            23858

_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         3.488
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.93(16)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -51.00   53.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -       16.5527  -57.0000 -180.0000 104

#__ type_ start__ end____ width___ exp.time_
  2 omega  -17.00   64.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -       16.5527  -99.0000  -30.0000 81

#__ type_ start__ end____ width___ exp.time_
  3 omega  -14.00   98.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -       16.5527   57.0000  120.0000 112
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Mo at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0173638000
_diffrn_orient_matrix_UB_12      -0.0221159000
_diffrn_orient_matrix_UB_13      -0.0110257000
_diffrn_orient_matrix_UB_21      0.0061495000
_diffrn_orient_matrix_UB_22      -0.0066599000
_diffrn_orient_matrix_UB_23      0.0371416000
_diffrn_orient_matrix_UB_31      -0.0941882000
_diffrn_orient_matrix_UB_32      -0.0045270000
_diffrn_orient_matrix_UB_33      -0.0008627000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Mo
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5509
_reflns_number_total             7936
_reflns_odcompleteness_completeness 99.46
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         7936
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0904
_refine_ls_R_factor_gt           0.0571
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0530P)²+0.6710P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1201
_refine_ls_wR_factor_ref         0.1345
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12), C23(H23),
 C24(H24), C25(H25), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C4A(H4A),
  C5A(H5A), C6A(H6A), C7A(H7A), C10A(H10A), C11A(H11A), C12A(H12A), C23A(H23A),
 C24A(H24A), C25A(H25A), C32A(H32A), C33A(H33A), C34A(H34A), C35A(H35A),
 C36A(H36A)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C15A(H15D,H15E,
 H15F), C27A(H27D,H27E,H27F), C28A(H28D,H28E,H28F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C1 C 0.4166(2) 0.36550(6) 0.17880(10) 0.0159(4) Uani 1 1 d . . . . .
C2 C 0.4417(2) 0.36350(6) 0.10508(10) 0.0161(4) Uani 1 1 d . . . . .
C3 C 0.3330(2) 0.33438(6) 0.05875(10) 0.0159(4) Uani 1 1 d . . . . .
C4 C 0.3379(2) 0.33691(6) -0.01826(10) 0.0187(4) Uani 1 1 d . . . . .
H4 H 0.4211 0.3565 -0.0401 0.022 Uiso 1 1 calc R . . . .
C5 C 0.2248(2) 0.31160(6) -0.06206(11) 0.0212(4) Uani 1 1 d . . . . .
H5 H 0.2289 0.3139 -0.1137 0.025 Uiso 1 1 calc R . . . .
C6 C 0.1031(2) 0.28233(6) -0.03011(11) 0.0210(4) Uani 1 1 d . . . . .
H6 H 0.0245 0.2648 -0.0603 0.025 Uiso 1 1 calc R . . . .
C7 C 0.0968(2) 0.27890(6) 0.04442(11) 0.0192(4) Uani 1 1 d . . . . .
H7 H 0.0136 0.2589 0.0651 0.023 Uiso 1 1 calc R . . . .
C8 C 0.2114(2) 0.30453(6) 0.09124(10) 0.0163(4) Uani 1 1 d . . . . .
C9 C 0.2055(2) 0.30178(6) 0.17048(10) 0.0153(4) Uani 1 1 d . . . . .
C10 C 0.1057(2) 0.26787(6) 0.20346(11) 0.0205(4) Uani 1 1 d . . . . .
H10 H 0.0450 0.2464 0.1736 0.025 Uiso 1 1 calc R . . . .
C11 C 0.0944(3) 0.26524(7) 0.27760(11) 0.0235(5) Uani 1 1 d . . . . .
H11 H 0.0279 0.2420 0.2992 0.028 Uiso 1 1 calc R . . . .
C12 C 0.1816(2) 0.29701(6) 0.32123(11) 0.0218(5) Uani 1 1 d . . . . .
H12 H 0.1712 0.2952 0.3727 0.026 Uiso 1 1 calc R . . . .
C13 C 0.2823(2) 0.33103(6) 0.29285(11) 0.0193(4) Uani 1 1 d . . . . .
C14 C 0.3007(2) 0.33357(6) 0.21514(10) 0.0168(4) Uani 1 1 d . . . . .
C15 C 0.3635(3) 0.36331(7) 0.34856(11) 0.0284(5) Uani 1 1 d . . . . .
H15A H 0.4956 0.3631 0.3456 0.043 Uiso 1 1 calc GR . . . .
H15B H 0.3296 0.3544 0.3977 0.043 Uiso 1 1 calc GR . . . .
H15C H 0.3177 0.3933 0.3383 0.043 Uiso 1 1 calc GR . . . .
C21 C 0.5075(2) 0.40279(6) 0.21942(10) 0.0194(4) Uani 1 1 d . . . . .
C22 C 0.4123(3) 0.44266(7) 0.22686(12) 0.0276(5) Uani 1 1 d . . . . .
C23 C 0.4968(3) 0.47797(7) 0.26198(13) 0.0394(6) Uani 1 1 d . . . . .
H23 H 0.4332 0.5051 0.2675 0.047 Uiso 1 1 calc R . . . .
C24 C 0.6722(4) 0.47432(8) 0.28906(14) 0.0460(7) Uani 1 1 d . . . . .
H24 H 0.7294 0.4990 0.3122 0.055 Uiso 1 1 calc R . . . .
C25 C 0.7649(3) 0.43486(9) 0.28263(12) 0.0401(6) Uani 1 1 d . . . . .
H25 H 0.8846 0.4325 0.3026 0.048 Uiso 1 1 calc R . . . .
C26 C 0.6859(3) 0.39831(7) 0.24739(11) 0.0258(5) Uani 1 1 d . . . . .
C27 C 0.2198(3) 0.44733(8) 0.19860(14) 0.0385(6) Uani 1 1 d . . . . .
H27A H 0.2169 0.4470 0.1451 0.058 Uiso 1 1 calc GR . . . .
H27B H 0.1697 0.4754 0.2157 0.058 Uiso 1 1 calc GR . . . .
H27C H 0.1475 0.4226 0.2166 0.058 Uiso 1 1 calc GR . . . .
C28 C 0.7850(3) 0.35512(8) 0.24121(12) 0.0367(6) Uani 1 1 d . . . . .
H28A H 0.7107 0.3311 0.2603 0.055 Uiso 1 1 calc GR . . . .
H28B H 0.8995 0.3567 0.2695 0.055 Uiso 1 1 calc GR . . . .
H28C H 0.8096 0.3493 0.1898 0.055 Uiso 1 1 calc GR . . . .
C31 C 0.5831(2) 0.39122(6) 0.06956(10) 0.0173(4) Uani 1 1 d . . . . .
C32 C 0.5633(3) 0.43636(6) 0.05695(11) 0.0237(5) Uani 1 1 d . . . . .
H32 H 0.4560 0.4510 0.0709 0.028 Uiso 1 1 calc R . . . .
C33 C 0.6989(3) 0.46041(7) 0.02412(12) 0.0283(5) Uani 1 1 d . . . . .
H33 H 0.6838 0.4913 0.0157 0.034 Uiso 1 1 calc R . . . .
C34 C 0.8556(3) 0.43952(7) 0.00364(12) 0.0288(5) Uani 1 1 d . . . . .
H34 H 0.9482 0.4561 -0.0186 0.035 Uiso 1 1 calc R . . . .
C35 C 0.8777(3) 0.39458(7) 0.01542(11) 0.0261(5) Uani 1 1 d . . . . .
H35 H 0.9853 0.3801 0.0012 0.031 Uiso 1 1 calc R . . . .
C36 C 0.7417(2) 0.37060(7) 0.04821(11) 0.0212(4) Uani 1 1 d . . . . .
H36 H 0.7571 0.3397 0.0562 0.025 Uiso 1 1 calc R . . . .
C1A C 0.0694(2) 0.63480(6) 0.36613(10) 0.0178(4) Uani 1 1 d . . . . .
C2A C 0.0617(2) 0.63580(6) 0.29137(10) 0.0165(4) Uani 1 1 d . . . . .
C3A C 0.1774(2) 0.66512(6) 0.25110(10) 0.0165(4) Uani 1 1 d . . . . .
C4A C 0.1826(2) 0.66380(6) 0.17425(11) 0.0191(4) Uani 1 1 d . . . . .
H4A H 0.1070 0.6434 0.1481 0.023 Uiso 1 1 calc R . . . .
C5A C 0.2943(2) 0.69124(6) 0.13633(11) 0.0209(4) Uani 1 1 d . . . . .
H5A H 0.2961 0.6898 0.0845 0.025 Uiso 1 1 calc R . . . .
C6A C 0.4054(2) 0.72139(6) 0.17466(11) 0.0220(4) Uani 1 1 d . . . . .
H6A H 0.4846 0.7401 0.1488 0.026 Uiso 1 1 calc R . . . .
C7A C 0.4008(2) 0.72415(6) 0.24927(11) 0.0213(4) Uani 1 1 d . . . . .
H7A H 0.4762 0.7451 0.2743 0.026 Uiso 1 1 calc R . . . .
C8A C 0.2863(2) 0.69653(6) 0.28967(10) 0.0168(4) Uani 1 1 d . . . . .
C9A C 0.2788(2) 0.69897(6) 0.36880(11) 0.0178(4) Uani 1 1 d . . . . .
C10A C 0.3661(2) 0.73396(7) 0.40738(11) 0.0218(4) Uani 1 1 d . . . . .
H10A H 0.4226 0.7570 0.3810 0.026 Uiso 1 1 calc R . . . .
C11A C 0.3706(2) 0.73525(7) 0.48173(11) 0.0237(5) Uani 1 1 d . . . . .
H11A H 0.4260 0.7595 0.5070 0.028 Uiso 1 1 calc R . . . .
C12A C 0.2931(2) 0.70065(7) 0.52033(11) 0.0234(5) Uani 1 1 d . . . . .
H12A H 0.3033 0.7010 0.5722 0.028 Uiso 1 1 calc R . . . .
C13A C 0.2020(2) 0.66596(7) 0.48642(11) 0.0209(4) Uani 1 1 d . . . . .
C14A C 0.1840(2) 0.66576(6) 0.40796(10) 0.0165(4) Uani 1 1 d . . . . .
C15A C 0.1372(3) 0.62927(7) 0.53573(11) 0.0287(5) Uani 1 1 d . . . . .
H15D H 0.0050 0.6303 0.5376 0.043 Uiso 1 1 calc GR . . . .
H15E H 0.1899 0.6333 0.5850 0.043 Uiso 1 1 calc GR . . . .
H15F H 0.1747 0.6005 0.5165 0.043 Uiso 1 1 calc GR . . . .
C21A C -0.0561(2) 0.60296(6) 0.40281(10) 0.0194(4) Uani 1 1 d . . . . .
C22A C -0.0132(3) 0.55789(7) 0.40814(11) 0.0249(5) Uani 1 1 d . . . . .
C23A C -0.1365(3) 0.52929(7) 0.43998(12) 0.0337(5) Uani 1 1 d . . . . .
H23A H -0.1090 0.4986 0.4444 0.040 Uiso 1 1 calc R . . . .
C24A C -0.2987(3) 0.54527(8) 0.46523(13) 0.0376(6) Uani 1 1 d . . . . .
H24A H -0.3822 0.5254 0.4863 0.045 Uiso 1 1 calc R . . . .
C25A C -0.3392(3) 0.58940(8) 0.46000(12) 0.0309(5) Uani 1 1 d . . . . .
H25A H -0.4509 0.5999 0.4775 0.037 Uiso 1 1 calc R . . . .
C26A C -0.2198(2) 0.61903(7) 0.42953(11) 0.0232(5) Uani 1 1 d . . . . .
C27A C 0.1646(3) 0.54001(7) 0.38288(13) 0.0362(6) Uani 1 1 d . . . . .
H27D H 0.1765 0.5465 0.3308 0.054 Uiso 1 1 calc GR . . . .
H27E H 0.1687 0.5078 0.3905 0.054 Uiso 1 1 calc GR . . . .
H27F H 0.2641 0.5541 0.4109 0.054 Uiso 1 1 calc GR . . . .
C28A C -0.2643(3) 0.66750(7) 0.42849(12) 0.0302(5) Uani 1 1 d . . . . .
H28D H -0.1864 0.6831 0.4644 0.045 Uiso 1 1 calc GR . . . .
H28E H -0.3913 0.6716 0.4407 0.045 Uiso 1 1 calc GR . . . .
H28F H -0.2445 0.6795 0.3797 0.045 Uiso 1 1 calc GR . . . .
C31A C -0.0713(2) 0.60824(6) 0.24763(10) 0.0182(4) Uani 1 1 d . . . . .
C32A C -0.0188(3) 0.57078(6) 0.20904(11) 0.0234(5) Uani 1 1 d . . . . .
H32A H 0.1036 0.5612 0.2125 0.028 Uiso 1 1 calc R . . . .
C33A C -0.1423(3) 0.54716(7) 0.16564(12) 0.0285(5) Uani 1 1 d . . . . .
H33A H -0.1044 0.5216 0.1400 0.034 Uiso 1 1 calc R . . . .
C34A C -0.3207(3) 0.56093(7) 0.15974(12) 0.0298(5) Uani 1 1 d . . . . .
H34A H -0.4054 0.5448 0.1301 0.036 Uiso 1 1 calc R . . . .
C35A C -0.3753(3) 0.59821(7) 0.19704(12) 0.0289(5) Uani 1 1 d . . . . .
H35A H -0.4974 0.6079 0.1927 0.035 Uiso 1 1 calc R . . . .
C36A C -0.2515(2) 0.62160(7) 0.24091(11) 0.0237(5) Uani 1 1 d . . . . .
H36A H -0.2904 0.6471 0.2667 0.028 Uiso 1 1 calc R . . . .


_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
C1 C2 1.370(3) . ?
C1 C14 1.463(3) . ?
C1 C21 1.495(3) . ?
C2 C3 1.447(2) . ?
C2 C31 1.502(3) . ?
C3 C4 1.414(3) . ?
C3 C8 1.416(2) . ?
C4 C5 1.372(3) . ?
C5 C6 1.401(3) . ?
C6 C7 1.371(3) . ?
C7 C8 1.416(3) . ?
C8 C9 1.456(3) . ?
C9 C10 1.407(3) . ?
C9 C14 1.430(2) . ?
C10 C11 1.365(3) . ?
C11 C12 1.392(3) . ?
C12 C13 1.378(3) . ?
C13 C14 1.436(3) . ?
C13 C15 1.519(3) . ?
C21 C22 1.401(3) . ?
C21 C26 1.407(3) . ?
C22 C23 1.382(3) . ?
C22 C27 1.506(3) . ?
C23 C24 1.379(3) . ?
C24 C25 1.379(3) . ?
C25 C26 1.395(3) . ?
C26 C28 1.500(3) . ?
C31 C32 1.387(3) . ?
C31 C36 1.394(2) . ?
C32 C33 1.389(3) . ?
C33 C34 1.381(3) . ?
C34 C35 1.380(3) . ?
C35 C36 1.390(3) . ?
C1A C2A 1.369(3) . ?
C1A C14A 1.461(3) . ?
C1A C21A 1.508(3) . ?
C2A C3A 1.448(3) . ?
C2A C31A 1.500(3) . ?
C3A C4A 1.410(3) . ?
C3A C8A 1.417(2) . ?
C4A C5A 1.372(3) . ?
C5A C6A 1.399(3) . ?
C6A C7A 1.370(3) . ?
C7A C8A 1.413(3) . ?
C8A C9A 1.454(3) . ?
C9A C10A 1.414(3) . ?
C9A C14A 1.428(3) . ?
C10A C11A 1.361(3) . ?
C11A C12A 1.393(3) . ?
C12A C13A 1.380(3) . ?
C13A C14A 1.439(3) . ?
C13A C15A 1.515(3) . ?
C21A C22A 1.397(3) . ?
C21A C26A 1.406(3) . ?
C22A C23A 1.395(3) . ?
C22A C27A 1.507(3) . ?
C23A C24A 1.385(3) . ?
C24A C25A 1.366(3) . ?
C25A C26A 1.386(3) . ?
C26A C28A 1.497(3) . ?
C31A C32A 1.393(3) . ?
C31A C36A 1.394(2) . ?
C32A C33A 1.388(3) . ?
C33A C34A 1.384(3) . ?
C34A C35A 1.381(3) . ?
C35A C36A 1.390(3) . ?

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
C2 C1 C14 121.25(17) . . ?
C2 C1 C21 116.78(16) . . ?
C14 C1 C21 121.93(17) . . ?
C1 C2 C3 120.97(16) . . ?
C1 C2 C31 121.32(16) . . ?
C3 C2 C31 117.71(16) . . ?
C4 C3 C2 121.38(17) . . ?
C4 C3 C8 119.34(17) . . ?
C8 C3 C2 119.18(17) . . ?
C5 C4 C3 121.23(18) . . ?
C4 C5 C6 119.59(19) . . ?
C7 C6 C5 120.34(18) . . ?
C6 C7 C8 121.57(18) . . ?
C3 C8 C7 117.91(17) . . ?
C3 C8 C9 119.65(16) . . ?
C7 C8 C9 122.43(17) . . ?
C10 C9 C8 120.13(17) . . ?
C10 C9 C14 119.75(17) . . ?
C14 C9 C8 120.12(16) . . ?
C11 C10 C9 121.21(18) . . ?
C10 C11 C12 119.28(18) . . ?
C13 C12 C11 122.76(19) . . ?
C12 C13 C14 118.84(17) . . ?
C12 C13 C15 115.45(18) . . ?
C14 C13 C15 125.71(17) . . ?
C9 C14 C1 117.75(17) . . ?
C9 C14 C13 118.07(16) . . ?
C13 C14 C1 124.13(16) . . ?
C22 C21 C1 118.23(17) . . ?
C22 C21 C26 121.01(18) . . ?
C26 C21 C1 120.73(17) . . ?
C21 C22 C27 121.27(18) . . ?
C23 C22 C21 118.9(2) . . ?
C23 C22 C27 119.8(2) . . ?
C24 C23 C22 120.8(2) . . ?
C23 C24 C25 120.2(2) . . ?
C24 C25 C26 121.2(2) . . ?
C21 C26 C28 120.71(18) . . ?
C25 C26 C21 117.8(2) . . ?
C25 C26 C28 121.44(19) . . ?
C32 C31 C2 123.11(16) . . ?
C32 C31 C36 118.40(17) . . ?
C36 C31 C2 118.49(16) . . ?
C31 C32 C33 120.65(18) . . ?
C34 C33 C32 120.21(19) . . ?
C35 C34 C33 120.08(19) . . ?
C34 C35 C36 119.58(18) . . ?
C35 C36 C31 121.07(18) . . ?
C2A C1A C14A 121.03(17) . . ?
C2A C1A C21A 116.93(16) . . ?
C14A C1A C21A 121.87(17) . . ?
C1A C2A C3A 121.08(17) . . ?
C1A C2A C31A 121.86(17) . . ?
C3A C2A C31A 117.01(16) . . ?
C4A C3A C2A 121.77(17) . . ?
C4A C3A C8A 118.91(17) . . ?
C8A C3A C2A 119.32(17) . . ?
C5A C4A C3A 121.59(18) . . ?
C4A C5A C6A 119.39(19) . . ?
C7A C6A C5A 120.48(18) . . ?
C6A C7A C8A 121.34(18) . . ?
C3A C8A C9A 119.44(17) . . ?
C7A C8A C3A 118.24(18) . . ?
C7A C8A C9A 122.31(17) . . ?
C10A C9A C8A 120.31(17) . . ?
C10A C9A C14A 119.69(18) . . ?
C14A C9A C8A 120.00(17) . . ?
C11A C10A C9A 121.17(19) . . ?
C10A C11A C12A 119.23(19) . . ?
C13A C12A C11A 122.77(19) . . ?
C12A C13A C14A 118.73(18) . . ?
C12A C13A C15A 116.34(18) . . ?
C14A C13A C15A 124.83(17) . . ?
C9A C14A C1A 118.04(17) . . ?
C9A C14A C13A 117.86(17) . . ?
C13A C14A C1A 124.06(17) . . ?
C22A C21A C1A 120.53(17) . . ?
C22A C21A C26A 120.43(18) . . ?
C26A C21A C1A 119.00(17) . . ?
C21A C22A C27A 121.62(18) . . ?
C23A C22A C21A 118.65(19) . . ?
C23A C22A C27A 119.70(19) . . ?
C24A C23A C22A 120.6(2) . . ?
C25A C24A C23A 120.4(2) . . ?
C24A C25A C26A 120.9(2) . . ?
C21A C26A C28A 121.55(18) . . ?
C25A C26A C21A 119.02(19) . . ?
C25A C26A C28A 119.39(18) . . ?
C32A C31A C2A 122.04(16) . . ?
C32A C31A C36A 118.04(18) . . ?
C36A C31A C2A 119.79(17) . . ?
C33A C32A C31A 121.11(18) . . ?
C34A C33A C32A 119.97(19) . . ?
C35A C34A C33A 119.84(19) . . ?
C34A C35A C36A 120.04(19) . . ?
C35A C36A C31A 120.99(19) . . ?

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
C1 C2 C3 C4 170.14(17) . . . . ?
C1 C2 C3 C8 -6.1(3) . . . . ?
C1 C2 C31 C32 -75.5(2) . . . . ?
C1 C2 C31 C36 104.6(2) . . . . ?
C1 C21 C22 C23 -177.71(19) . . . . ?
C1 C21 C22 C27 3.4(3) . . . . ?
C1 C21 C26 C25 177.92(18) . . . . ?
C1 C21 C26 C28 -3.8(3) . . . . ?
C2 C1 C14 C9 -3.7(2) . . . . ?
C2 C1 C14 C13 173.69(17) . . . . ?
C2 C1 C21 C22 90.3(2) . . . . ?
C2 C1 C21 C26 -87.8(2) . . . . ?
C2 C3 C4 C5 -175.01(16) . . . . ?
C2 C3 C8 C7 175.19(16) . . . . ?
C2 C3 C8 C9 -3.6(2) . . . . ?
C2 C31 C32 C33 179.76(18) . . . . ?
C2 C31 C36 C35 -179.67(18) . . . . ?
C3 C2 C31 C32 104.8(2) . . . . ?
C3 C2 C31 C36 -75.1(2) . . . . ?
C3 C4 C5 C6 -0.6(3) . . . . ?
C3 C8 C9 C10 -170.54(16) . . . . ?
C3 C8 C9 C14 9.6(2) . . . . ?
C4 C3 C8 C7 -1.1(2) . . . . ?
C4 C3 C8 C9 -179.93(16) . . . . ?
C4 C5 C6 C7 0.0(3) . . . . ?
C5 C6 C7 C8 0.1(3) . . . . ?
C6 C7 C8 C3 0.5(3) . . . . ?
C6 C7 C8 C9 179.26(17) . . . . ?
C7 C8 C9 C10 10.7(3) . . . . ?
C7 C8 C9 C14 -169.18(16) . . . . ?
C8 C3 C4 C5 1.2(3) . . . . ?
C8 C9 C10 C11 -178.40(17) . . . . ?
C8 C9 C14 C1 -6.0(2) . . . . ?
C8 C9 C14 C13 176.46(15) . . . . ?
C9 C10 C11 C12 0.8(3) . . . . ?
C10 C9 C14 C1 174.16(15) . . . . ?
C10 C9 C14 C13 -3.4(2) . . . . ?
C10 C11 C12 C13 -1.1(3) . . . . ?
C11 C12 C13 C14 -0.9(3) . . . . ?
C11 C12 C13 C15 178.44(17) . . . . ?
C12 C13 C14 C1 -174.28(16) . . . . ?
C12 C13 C14 C9 3.1(2) . . . . ?
C14 C1 C2 C3 9.9(3) . . . . ?
C14 C1 C2 C31 -169.85(15) . . . . ?
C14 C1 C21 C22 -87.4(2) . . . . ?
C14 C1 C21 C26 94.5(2) . . . . ?
C14 C9 C10 C11 1.5(3) . . . . ?
C15 C13 C14 C1 6.4(3) . . . . ?
C15 C13 C14 C9 -176.18(17) . . . . ?
C21 C1 C2 C3 -167.88(16) . . . . ?
C21 C1 C2 C31 12.4(2) . . . . ?
C21 C1 C14 C9 173.90(16) . . . . ?
C21 C1 C14 C13 -8.7(3) . . . . ?
C21 C22 C23 C24 0.3(3) . . . . ?
C22 C21 C26 C25 -0.1(3) . . . . ?
C22 C21 C26 C28 178.15(19) . . . . ?
C22 C23 C24 C25 -1.3(4) . . . . ?
C23 C24 C25 C26 1.5(3) . . . . ?
C24 C25 C26 C21 -0.9(3) . . . . ?
C24 C25 C26 C28 -179.1(2) . . . . ?
C26 C21 C22 C23 0.4(3) . . . . ?
C26 C21 C22 C27 -178.54(19) . . . . ?
C27 C22 C23 C24 179.2(2) . . . . ?
C31 C2 C3 C4 -10.1(2) . . . . ?
C31 C2 C3 C8 173.63(15) . . . . ?
C31 C32 C33 C34 0.0(3) . . . . ?
C32 C31 C36 C35 0.4(3) . . . . ?
C32 C33 C34 C35 0.3(3) . . . . ?
C33 C34 C35 C36 -0.2(3) . . . . ?
C34 C35 C36 C31 -0.1(3) . . . . ?
C36 C31 C32 C33 -0.3(3) . . . . ?
C1A C2A C3A C4A 174.34(17) . . . . ?
C1A C2A C3A C8A -6.7(3) . . . . ?
C1A C2A C31A C32A -106.6(2) . . . . ?
C1A C2A C31A C36A 77.6(2) . . . . ?
C1A C21A C22A C23A -177.53(18) . . . . ?
C1A C21A C22A C27A 4.7(3) . . . . ?
C1A C21A C26A C25A 176.84(17) . . . . ?
C1A C21A C26A C28A -5.6(3) . . . . ?
C2A C1A C14A C9A 4.0(3) . . . . ?
C2A C1A C14A C13A -178.50(17) . . . . ?
C2A C1A C21A C22A 79.7(2) . . . . ?
C2A C1A C21A C26A -98.2(2) . . . . ?
C2A C3A C4A C5A -179.09(16) . . . . ?
C2A C3A C8A C7A 178.72(16) . . . . ?
C2A C3A C8A C9A -0.5(2) . . . . ?
C2A C31A C32A C33A -176.38(18) . . . . ?
C2A C31A C36A C35A 175.98(18) . . . . ?
C3A C2A C31A C32A 75.9(2) . . . . ?
C3A C2A C31A C36A -99.8(2) . . . . ?
C3A C4A C5A C6A -0.2(3) . . . . ?
C3A C8A C9A C10A -171.06(16) . . . . ?
C3A C8A C9A C14A 9.4(2) . . . . ?
C4A C3A C8A C7A -2.3(2) . . . . ?
C4A C3A C8A C9A 178.48(16) . . . . ?
C4A C5A C6A C7A -1.1(3) . . . . ?
C5A C6A C7A C8A 0.7(3) . . . . ?
C6A C7A C8A C3A 1.0(3) . . . . ?
C6A C7A C8A C9A -179.80(17) . . . . ?
C7A C8A C9A C10A 9.8(3) . . . . ?
C7A C8A C9A C14A -169.77(16) . . . . ?
C8A C3A C4A C5A 2.0(3) . . . . ?
C8A C9A C10A C11A -175.68(17) . . . . ?
C8A C9A C14A C1A -11.1(2) . . . . ?
C8A C9A C14A C13A 171.25(16) . . . . ?
C9A C10A C11A C12A 2.2(3) . . . . ?
C10A C9A C14A C1A 169.38(16) . . . . ?
C10A C9A C14A C13A -8.3(2) . . . . ?
C10A C11A C12A C13A -3.7(3) . . . . ?
C11A C12A C13A C14A -0.9(3) . . . . ?
C11A C12A C13A C15A 175.76(17) . . . . ?
C12A C13A C14A C1A -170.69(17) . . . . ?
C12A C13A C14A C9A 6.8(3) . . . . ?
C14A C1A C2A C3A 4.9(3) . . . . ?
C14A C1A C2A C31A -172.40(16) . . . . ?
C14A C1A C21A C22A -105.0(2) . . . . ?
C14A C1A C21A C26A 77.0(2) . . . . ?
C14A C9A C10A C11A 3.9(3) . . . . ?
C15A C13A C14A C1A 13.0(3) . . . . ?
C15A C13A C14A C9A -169.54(17) . . . . ?
C21A C1A C2A C3A -179.74(15) . . . . ?
C21A C1A C2A C31A 2.9(3) . . . . ?
C21A C1A C14A C9A -171.09(16) . . . . ?
C21A C1A C14A C13A 6.4(3) . . . . ?
C21A C22A C23A C24A 0.5(3) . . . . ?
C22A C21A C26A C25A -1.1(3) . . . . ?
C22A C21A C26A C28A 176.40(18) . . . . ?
C22A C23A C24A C25A -0.7(3) . . . . ?
C23A C24A C25A C26A 0.0(3) . . . . ?
C24A C25A C26A C21A 1.0(3) . . . . ?
C24A C25A C26A C28A -176.6(2) . . . . ?
C26A C21A C22A C23A 0.4(3) . . . . ?
C26A C21A C22A C27A -177.38(19) . . . . ?
C27A C22A C23A C24A 178.4(2) . . . . ?
C31A C2A C3A C4A -8.2(2) . . . . ?
C31A C2A C3A C8A 170.74(16) . . . . ?
C31A C32A C33A C34A 0.5(3) . . . . ?
C32A C31A C36A C35A 0.0(3) . . . . ?
C32A C33A C34A C35A 0.1(3) . . . . ?
C33A C34A C35A C36A -0.6(3) . . . . ?
C34A C35A C36A C31A 0.5(3) . . . . ?
C36A C31A C32A C33A -0.5(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-05-30
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_htl-tpe
_database_code_depnum_ccdc_archive 'CCDC 1579026'
_audit_update_record             
;
2017-10-10 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2017-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H22'
_chemical_formula_sum            'C28 H22'
_chemical_formula_weight         358.45
_chemical_melting_point          ?
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.9827(13)
_cell_length_b                   13.0612(15)
_cell_length_c                   14.0684(17)
_cell_angle_alpha                117.413(6)
_cell_angle_beta                 92.608(6)
_cell_angle_gamma                90.268(7)
_cell_volume                     1951.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7265
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.41
_cell_measurement_theta_min      2.84
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.960
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1053 before and 0.0451 after correction.
The Ratio of minimum to maximum transmission is 0.9048.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.721
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19701
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.242
_diffrn_reflns_theta_min         1.633
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker-Nonius APEXII CCD area detector'
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       
'Bruker-Nonius APEXII CCD area detector and D8 diffractometer'
_diffrn_measurement_device_type  'Bruker D8 diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4490
_reflns_number_total             5056
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     627
_refine_ls_number_reflns         5056
_refine_ls_number_restraints     1846
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0501
_refine_ls_restrained_S_all      0.923
_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)+(0.0893P)²+0.8537P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1357
_refine_ls_wR_factor_ref         0.1427
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5542(17)
 0.4458(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Restrained distances
 C42A-C41A \\sim C42-C41
 with sigma of 0.01
 C33A-C34A \\sim C34-C33
 with sigma of 0.01
 C34A-C29A \\sim C34-C29 \\sim C42-C37 \\sim C42A-C37A
 with sigma of 0.01
 C34A-C33A \\sim C34-C33 \\sim C33-C32 \\sim C33A-C32A \\sim C32A-C31A \\sim
C32-C31 \\sim C31A-C30A ~
 C31-C30 \\sim C30-C29 \\sim C30A-C29A \\sim C42-C41 \\sim C42A-C41A \\sim
C41A-C40A \\sim C41-C40 ~
 C40-C39 \\sim C40A-C39A \\sim C39A-C38A \\sim C39-C38 \\sim C38A-C37A \\sim
C38-C37
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(C42) = Uanis(C42A)
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Same fragment restrains
{C1, C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14} sigma for 1-2:
0.01, 1-3: 0.04
as
{C29, C30, C31, C32, C33, C34, C35, C36, C37, C38, C39, C40, C41, C42}
{C37, C38, C39, C40, C41, C42} sigma for 1-2: 0.02, 1-3: 0.04
as
{C37A, C38A, C39A, C40A, C41A, C42A}
7. Others
 Sof(C29A)=Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=Sof(C32A)=Sof(H32A)=
 Sof(C33A)=Sof(H33A)=Sof(C34A)=Sof(C35A)=Sof(H35C)=Sof(H35D)=Sof(C36A)=
 Sof(H36C)=Sof(H36D)=Sof(C37A)=Sof(C38A)=Sof(H38A)=Sof(C39A)=Sof(H39A)=
 Sof(C40A)=Sof(H40A)=Sof(C41A)=Sof(H41A)=Sof(C42A)=1-FVAR(1)
 Sof(C29)=Sof(C30)=Sof(H30)=Sof(C31)=Sof(H31)=Sof(C32)=Sof(H32)=Sof(C33)=
 Sof(H33)=Sof(C34)=Sof(C35)=Sof(H35A)=Sof(H35B)=Sof(C36)=Sof(H36A)=Sof(H36B)=
 Sof(C37)=Sof(C38)=Sof(H38)=Sof(C39)=Sof(H39)=Sof(C40)=Sof(H40)=Sof(C41)=
 Sof(H41)=Sof(C42)=FVAR(1)
8.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C35(H35A,H35B), C36(H36A,H36B), C35A(H35C,H35D),
 C36A(H36C,H36D)
8.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C13(H13),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26),
  C27(H27), C28(H28), C30(H30), C31(H31), C32(H32), C33(H33), C38(H38),
 C39(H39), C40(H40), C41(H41), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50),
  C52(H52), C53(H53), C54(H54), C55(H55), C56(H56), C30A(H30A), C31A(H31A),
 C32A(H32A), C33A(H33A), C38A(H38A), C39A(H39A), C40A(H40A), C41A(H41A)
;
_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
C1 C -0.1545(3) 0.8132(3) 0.0511(3) 0.0325(8) Uani 1 1 d D U . . .
C2 C -0.1685(3) 0.9318(3) 0.0893(3) 0.0384(9) Uani 1 1 d D U . . .
H2 H -0.1140 0.9749 0.0774 0.046 Uiso 1 1 calc R . . . .
C3 C -0.2613(3) 0.9871(3) 0.1444(3) 0.0491(10) Uani 1 1 d D U . . .
H3 H -0.2692 1.0659 0.1688 0.059 Uiso 1 1 calc R . . . .
C4 C -0.3420(3) 0.9226(3) 0.1622(3) 0.0520(10) Uani 1 1 d D U . . .
H4 H -0.4035 0.9591 0.2006 0.062 Uiso 1 1 calc R . . . .
C5 C -0.3329(3) 0.8053(3) 0.1240(3) 0.0447(10) Uani 1 1 d D U . . .
H5 H -0.3889 0.7633 0.1354 0.054 Uiso 1 1 calc R . . . .
C6 C -0.2391(3) 0.7488(3) 0.0677(3) 0.0373(9) Uani 1 1 d D U . . .
C7 C -0.2397(3) 0.6216(3) 0.0320(3) 0.0442(9) Uani 1 1 d D U . . .
H7A H -0.3086 0.5885 -0.0107 0.053 Uiso 1 1 calc R . . . .
H7B H -0.2427 0.6106 0.0955 0.053 Uiso 1 1 calc R . . . .
C8 C -0.1436(3) 0.5514(3) -0.0324(3) 0.0401(9) Uani 1 1 d D U . . .
H8A H -0.0753 0.5754 0.0130 0.048 Uiso 1 1 calc R . . . .
H8B H -0.1582 0.4706 -0.0530 0.048 Uiso 1 1 calc R . . . .
C9 C -0.1260(3) 0.5643(3) -0.1325(3) 0.0358(8) Uani 1 1 d D U . . .
C10 C -0.1527(3) 0.4775(3) -0.2355(2) 0.0376(8) Uani 1 1 d D U . . .
H10 H -0.1838 0.4079 -0.2448 0.045 Uiso 1 1 calc R . . . .
C11 C -0.1337(3) 0.4930(3) -0.3253(3) 0.0376(9) Uani 1 1 d D U . . .
H11 H -0.1534 0.4341 -0.3935 0.045 Uiso 1 1 calc R . . . .
C12 C -0.0857(3) 0.5954(3) -0.3143(3) 0.0381(9) Uani 1 1 d D U . . .
H12 H -0.0718 0.6049 -0.3743 0.046 Uiso 1 1 calc R . . . .
C13 C -0.0588(3) 0.6835(3) -0.2114(2) 0.0315(8) Uani 1 1 d D U . . .
H13 H -0.0278 0.7530 -0.2024 0.038 Uiso 1 1 calc R . . . .
C14 C -0.0781(2) 0.6679(3) -0.1218(2) 0.0288(7) Uani 1 1 d D U . . .
C15 C -0.0529(3) 0.7616(3) -0.0099(2) 0.0268(7) Uani 1 1 d . U . . .
C16 C 0.0524(3) 0.7998(3) 0.0325(3) 0.0284(8) Uani 1 1 d . U . . .
C17 C 0.1568(3) 0.7531(3) -0.0262(2) 0.0288(8) Uani 1 1 d . U . . .
C18 C 0.1686(3) 0.6368(3) -0.0938(3) 0.0314(8) Uani 1 1 d . U . . .
H18 H 0.1103 0.5850 -0.1036 0.038 Uiso 1 1 calc R . . . .
C19 C 0.2662(3) 0.5961(3) -0.1470(3) 0.0347(8) Uani 1 1 d . U . . .
H19 H 0.2724 0.5175 -0.1916 0.042 Uiso 1 1 calc R . . . .
C20 C 0.3540(3) 0.6706(3) -0.1346(3) 0.0393(9) Uani 1 1 d . U . . .
H20 H 0.4183 0.6428 -0.1720 0.047 Uiso 1 1 calc R . . . .
C21 C 0.3457(3) 0.7855(3) -0.0670(3) 0.0450(10) Uani 1 1 d . U . . .
H21 H 0.4052 0.8361 -0.0567 0.054 Uiso 1 1 calc R . . . .
C22 C 0.2481(3) 0.8270(3) -0.0133(3) 0.0404(9) Uani 1 1 d . U . . .
H22 H 0.2433 0.9055 0.0323 0.048 Uiso 1 1 calc R . . . .
C23 C 0.0693(3) 0.8876(3) 0.1483(2) 0.0288(8) Uani 1 1 d . U . . .
C24 C 0.1066(3) 1.0009(3) 0.1809(3) 0.0338(8) Uani 1 1 d . U . . .
H24 H 0.1222 1.0245 0.1297 0.041 Uiso 1 1 calc R . . . .
C25 C 0.1207(3) 1.0782(3) 0.2887(3) 0.0364(8) Uani 1 1 d . U . . .
H25 H 0.1469 1.1530 0.3093 0.044 Uiso 1 1 calc R . . . .
C26 C 0.0960(3) 1.0452(3) 0.3667(3) 0.0403(9) Uani 1 1 d . U . . .
H26 H 0.1060 1.0977 0.4390 0.048 Uiso 1 1 calc R . . . .
C27 C 0.0565(3) 0.9340(3) 0.3363(3) 0.0384(9) Uani 1 1 d . U . . .
H27 H 0.0379 0.9122 0.3880 0.046 Uiso 1 1 calc R . . . .
C28 C 0.0448(3) 0.8550(3) 0.2282(3) 0.0340(8) Uani 1 1 d . U . . .
H28 H 0.0205 0.7798 0.2081 0.041 Uiso 1 1 calc R . . . .
C29 C 0.4416(19) 0.6939(12) 0.3527(9) 0.026(3) Uani 0.617(11) 1 d D U P A 1
C30 C 0.4855(16) 0.5927(13) 0.2759(8) 0.030(2) Uani 0.617(11) 1 d D U P A 1
H30 H 0.5267 0.5462 0.2976 0.036 Uiso 0.617(11) 1 calc R . P A 1
C31 C 0.4686(9) 0.5600(9) 0.1668(8) 0.037(2) Uani 0.617(11) 1 d D U P A 1
H31 H 0.4951 0.4902 0.1162 0.044 Uiso 0.617(11) 1 calc R . P A 1
C32 C 0.4118(8) 0.6323(9) 0.1336(7) 0.037(2) Uani 0.617(11) 1 d D U P A 1
H32 H 0.4010 0.6108 0.0609 0.045 Uiso 0.617(11) 1 calc R . P A 1
C33 C 0.3717(8) 0.7357(8) 0.2088(7) 0.036(2) Uani 0.617(11) 1 d D U P A 1
H33 H 0.3348 0.7844 0.1869 0.043 Uiso 0.617(11) 1 calc R . P A 1
C34 C 0.3870(12) 0.7669(8) 0.3180(7) 0.034(2) Uani 0.617(11) 1 d D U P A 1
C35 C 0.3371(7) 0.8787(7) 0.3921(7) 0.050(2) Uani 0.617(11) 1 d D U P A 1
H35A H 0.2592 0.8752 0.3684 0.060 Uiso 0.617(11) 1 calc R . P A 1
H35B H 0.3736 0.9390 0.3817 0.060 Uiso 0.617(11) 1 calc R . P A 1
C36 C 0.3407(8) 0.9180(5) 0.5129(6) 0.0449(19) Uani 0.617(11) 1 d D U P A 1
H36A H 0.4174 0.9395 0.5409 0.054 Uiso 0.617(11) 1 calc R . P A 1
H36B H 0.2969 0.9867 0.5464 0.054 Uiso 0.617(11) 1 calc R . P A 1
C37 C 0.2984(9) 0.8307(9) 0.5464(11) 0.039(2) Uani 0.617(11) 1 d D U P A 1
C38 C 0.1954(8) 0.8430(9) 0.5913(9) 0.048(2) Uani 0.617(11) 1 d D U P A 1
H38 H 0.1504 0.9036 0.5980 0.058 Uiso 0.617(11) 1 calc R . P A 1
C39 C 0.1592(7) 0.7653(9) 0.6263(8) 0.045(2) Uani 0.617(11) 1 d D U P A 1
H39 H 0.0896 0.7742 0.6554 0.054 Uiso 0.617(11) 1 calc R . P A 1
C40 C 0.2251(8) 0.6745(9) 0.6187(9) 0.039(2) Uani 0.617(11) 1 d D U P A 1
H40 H 0.2021 0.6243 0.6446 0.047 Uiso 0.617(11) 1 calc R . P A 1
C41 C 0.3271(10) 0.6620(14) 0.5708(15) 0.041(3) Uani 0.617(11) 1 d D U P A 1
H41 H 0.3728 0.6027 0.5661 0.050 Uiso 0.617(11) 1 calc R . P A 1
C42 C 0.3636(17) 0.735(2) 0.529(3) 0.0304(8) Uani 0.617(11) 1 d D U P A 1
C43 C 0.4677(2) 0.7230(3) 0.4696(2) 0.0290(8) Uani 1 1 d . U . . .
C44 C 0.5716(3) 0.7269(3) 0.5143(2) 0.0286(8) Uani 1 1 d . U . . .
C45 C 0.5884(2) 0.7538(3) 0.6302(2) 0.0298(8) Uani 1 1 d . U . . .
C46 C 0.5762(3) 0.8669(3) 0.7080(3) 0.0341(8) Uani 1 1 d . U . . .
H46 H 0.5556 0.9228 0.6876 0.041 Uiso 1 1 calc R . . . .
C47 C 0.5946(3) 0.8976(3) 0.8171(3) 0.0383(9) Uani 1 1 d . U . . .
H47 H 0.5858 0.9735 0.8684 0.046 Uiso 1 1 calc R . . . .
C48 C 0.6259(3) 0.8154(3) 0.8493(3) 0.0373(9) Uani 1 1 d . U . . .
H48 H 0.6388 0.8364 0.9217 0.045 Uiso 1 1 calc R . . . .
C49 C 0.6376(3) 0.7028(3) 0.7731(3) 0.0372(9) Uani 1 1 d . U . . .
H49 H 0.6588 0.6474 0.7940 0.045 Uiso 1 1 calc R . . . .
C50 C 0.6178(3) 0.6717(3) 0.6649(3) 0.0346(8) Uani 1 1 d . U . . .
H50 H 0.6242 0.5950 0.6143 0.041 Uiso 1 1 calc R . . . .
C51 C 0.6779(3) 0.7154(3) 0.4559(2) 0.0285(8) Uani 1 1 d . U . . .
C52 C 0.7644(3) 0.6498(3) 0.4662(3) 0.0339(8) Uani 1 1 d . U . . .
H52 H 0.7569 0.6132 0.5089 0.041 Uiso 1 1 calc R . . . .
C53 C 0.8628(3) 0.6387(3) 0.4126(3) 0.0376(9) Uani 1 1 d . U . . .
H53 H 0.9193 0.5931 0.4187 0.045 Uiso 1 1 calc R . . . .
C54 C 0.8774(3) 0.6951(3) 0.3502(3) 0.0349(8) Uani 1 1 d . U . . .
H54 H 0.9431 0.6871 0.3151 0.042 Uiso 1 1 calc R . . . .
C55 C 0.7936(3) 0.7626(3) 0.3411(3) 0.0339(8) Uani 1 1 d . U . . .
H55 H 0.8030 0.8014 0.3006 0.041 Uiso 1 1 calc R . . . .
C56 C 0.6941(3) 0.7725(3) 0.3932(3) 0.0329(8) Uani 1 1 d . U . . .
H56 H 0.6377 0.8175 0.3862 0.040 Uiso 1 1 calc R . . . .
C29A C 0.454(3) 0.7093(19) 0.3571(16) 0.029(4) Uani 0.383(11) 1 d D U P A 2
C30A C 0.469(3) 0.605(2) 0.2667(12) 0.031(4) Uani 0.383(11) 1 d D U P A 2
H30A H 0.4951 0.5424 0.2753 0.038 Uiso 0.383(11) 1 calc R . P A 2
C31A C 0.4448(16) 0.5912(13) 0.1635(12) 0.033(4) Uani 0.383(11) 1 d D U P A 2
H31A H 0.4647 0.5241 0.1044 0.039 Uiso 0.383(11) 1 calc R . P A 2
C32A C 0.3913(13) 0.6773(12) 0.1483(11) 0.029(3) Uani 0.383(11) 1 d D U P A 2
H32A H 0.3705 0.6671 0.0799 0.035 Uiso 0.383(11) 1 calc R . P A 2
C33A C 0.3703(17) 0.7789(14) 0.2389(11) 0.042(4) Uani 0.383(11) 1 d D U P A 2
H33A H 0.3362 0.8381 0.2303 0.050 Uiso 0.383(11) 1 calc R . P A 2
C34A C 0.3983(18) 0.7954(15) 0.3420(11) 0.031(3) Uani 0.383(11) 1 d D U P A 2
C35A C 0.3745(10) 0.9047(10) 0.4389(11) 0.035(3) Uani 0.383(11) 1 d . U P A 2
H35C H 0.3592 0.9638 0.4169 0.042 Uiso 0.383(11) 1 calc R . P A 2
H35D H 0.4409 0.9295 0.4868 0.042 Uiso 0.383(11) 1 calc R . P A 2
C36A C 0.2756(13) 0.8955(12) 0.5011(11) 0.049(3) Uani 0.383(11) 1 d . U P A 2
H36C H 0.2697 0.9698 0.5636 0.059 Uiso 0.383(11) 1 calc R . P A 2
H36D H 0.2081 0.8832 0.4560 0.059 Uiso 0.383(11) 1 calc R . P A 2
C37A C 0.2761(13) 0.8054(14) 0.5384(15) 0.026(3) Uani 0.383(11) 1 d D U P A 2
C38A C 0.1831(12) 0.8050(14) 0.5942(14) 0.037(3) Uani 0.383(11) 1 d D U P A 2
H38A H 0.1267 0.8572 0.6046 0.044 Uiso 0.383(11) 1 calc R . P A 2
C39A C 0.1751(11) 0.7256(12) 0.6342(11) 0.034(3) Uani 0.383(11) 1 d D U P A 2
H39A H 0.1128 0.7262 0.6715 0.041 Uiso 0.383(11) 1 calc R . P A 2
C40A C 0.2571(12) 0.6453(13) 0.6203(13) 0.032(3) Uani 0.383(11) 1 d D U P A 2
H40A H 0.2493 0.5916 0.6459 0.039 Uiso 0.383(11) 1 calc R . P A 2
C41A C 0.3510(15) 0.6483(18) 0.5669(19) 0.026(3) Uani 0.383(11) 1 d D U P A 2
H41A H 0.4060 0.5942 0.5547 0.032 Uiso 0.383(11) 1 calc R . P A 2
C42A C 0.364(3) 0.732(4) 0.531(5) 0.0304(8) Uani 0.383(11) 1 d D U P A 2


_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
C1 C2 1.401(4) . ?
C1 C6 1.408(4) . ?
C1 C15 1.497(4) . ?
C2 C3 1.389(4) . ?
C3 C4 1.384(5) . ?
C4 C5 1.377(5) . ?
C5 C6 1.409(4) . ?
C6 C7 1.499(5) . ?
C7 C8 1.526(5) . ?
C8 C9 1.518(5) . ?
C9 C10 1.389(4) . ?
C9 C14 1.407(4) . ?
C10 C11 1.397(4) . ?
C11 C12 1.393(4) . ?
C12 C13 1.395(4) . ?
C13 C14 1.395(4) . ?
C14 C15 1.499(4) . ?
C15 C16 1.361(4) . ?
C16 C17 1.502(5) . ?
C16 C23 1.502(4) . ?
C17 C18 1.385(5) . ?
C17 C22 1.403(5) . ?
C18 C19 1.389(5) . ?
C19 C20 1.380(5) . ?
C20 C21 1.365(5) . ?
C21 C22 1.394(5) . ?
C23 C24 1.396(5) . ?
C23 C28 1.414(5) . ?
C24 C25 1.384(5) . ?
C25 C26 1.393(5) . ?
C26 C27 1.386(5) . ?
C27 C28 1.389(5) . ?
C29 C30 1.391(6) . ?
C29 C34 1.408(6) . ?
C29 C43 1.524(12) . ?
C30 C31 1.396(6) . ?
C31 C32 1.399(6) . ?
C32 C33 1.382(6) . ?
C33 C34 1.399(6) . ?
C34 C35 1.496(9) . ?
C35 C36 1.531(9) . ?
C36 C37 1.512(8) . ?
C37 C38 1.388(6) . ?
C37 C42 1.405(7) . ?
C38 C39 1.392(6) . ?
C39 C40 1.393(6) . ?
C40 C41 1.397(6) . ?
C41 C42 1.408(6) . ?
C42 C43 1.503(11) . ?
C43 C44 1.359(4) . ?
C43 C29A 1.51(2) . ?
C43 C42A 1.521(17) . ?
C44 C45 1.505(4) . ?
C44 C51 1.517(4) . ?
C45 C46 1.390(5) . ?
C45 C50 1.407(5) . ?
C46 C47 1.402(5) . ?
C47 C48 1.390(5) . ?
C48 C49 1.377(5) . ?
C49 C50 1.392(5) . ?
C51 C52 1.393(5) . ?
C51 C56 1.412(5) . ?
C52 C53 1.400(5) . ?
C53 C54 1.397(5) . ?
C54 C55 1.380(5) . ?
C55 C56 1.402(5) . ?
C29A C30A 1.392(7) . ?
C29A C34A 1.405(8) . ?
C30A C31A 1.396(7) . ?
C31A C32A 1.392(7) . ?
C32A C33A 1.386(7) . ?
C33A C34A 1.389(7) . ?
C34A C35A 1.492(18) . ?
C35A C36A 1.541(18) . ?
C36A C37A 1.493(19) . ?
C37A C38A 1.393(7) . ?
C37A C42A 1.407(8) . ?
C38A C39A 1.394(7) . ?
C39A C40A 1.393(7) . ?
C40A C41A 1.391(7) . ?
C41A C42A 1.405(7) . ?

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
C2 C1 C6 118.2(3) . . ?
C2 C1 C15 117.7(3) . . ?
C6 C1 C15 124.0(3) . . ?
C3 C2 C1 122.0(4) . . ?
C4 C3 C2 118.7(4) . . ?
C5 C4 C3 121.2(4) . . ?
C4 C5 C6 120.2(4) . . ?
C1 C6 C5 119.6(3) . . ?
C1 C6 C7 126.0(3) . . ?
C5 C6 C7 114.4(3) . . ?
C6 C7 C8 118.7(3) . . ?
C9 C8 C7 113.4(3) . . ?
C10 C9 C8 123.2(3) . . ?
C10 C9 C14 117.7(3) . . ?
C14 C9 C8 119.0(3) . . ?
C9 C10 C11 121.1(3) . . ?
C12 C11 C10 120.9(3) . . ?
C11 C12 C13 118.6(3) . . ?
C12 C13 C14 120.3(3) . . ?
C9 C14 C15 116.8(3) . . ?
C13 C14 C9 121.3(3) . . ?
C13 C14 C15 121.8(3) . . ?
C1 C15 C14 114.2(2) . . ?
C16 C15 C1 122.3(3) . . ?
C16 C15 C14 123.6(3) . . ?
C15 C16 C17 124.3(3) . . ?
C15 C16 C23 119.4(3) . . ?
C17 C16 C23 116.1(2) . . ?
C18 C17 C16 122.4(3) . . ?
C18 C17 C22 117.0(3) . . ?
C22 C17 C16 120.7(3) . . ?
C17 C18 C19 121.1(3) . . ?
C20 C19 C18 120.9(3) . . ?
C21 C20 C19 119.3(3) . . ?
C20 C21 C22 120.0(3) . . ?
C21 C22 C17 121.6(3) . . ?
C24 C23 C16 122.9(3) . . ?
C24 C23 C28 118.3(3) . . ?
C28 C23 C16 118.8(3) . . ?
C25 C24 C23 120.5(3) . . ?
C24 C25 C26 120.7(3) . . ?
C27 C26 C25 119.8(3) . . ?
C26 C27 C28 119.8(4) . . ?
C27 C28 C23 120.9(3) . . ?
C30 C29 C34 118.3(10) . . ?
C30 C29 C43 116.5(8) . . ?
C34 C29 C43 124.8(8) . . ?
C29 C30 C31 120.8(10) . . ?
C30 C31 C32 120.0(8) . . ?
C33 C32 C31 120.0(7) . . ?
C32 C33 C34 119.7(7) . . ?
C29 C34 C35 123.8(8) . . ?
C33 C34 C29 121.0(8) . . ?
C33 C34 C35 115.2(7) . . ?
C34 C35 C36 120.1(6) . . ?
C37 C36 C35 116.0(8) . . ?
C38 C37 C36 120.7(8) . . ?
C38 C37 C42 120.2(8) . . ?
C42 C37 C36 119.1(8) . . ?
C37 C38 C39 120.4(8) . . ?
C38 C39 C40 121.4(7) . . ?
C39 C40 C41 117.3(7) . . ?
C40 C41 C42 122.8(8) . . ?
C37 C42 C41 117.6(9) . . ?
C37 C42 C43 116.1(8) . . ?
C41 C42 C43 126.4(8) . . ?
C42 C43 C29 112.1(15) . . ?
C44 C43 C29 125.1(9) . . ?
C44 C43 C42 122.5(14) . . ?
C44 C43 C29A 119.9(15) . . ?
C44 C43 C42A 121(2) . . ?
C29A C43 C42A 119(2) . . ?
C43 C44 C45 121.0(3) . . ?
C43 C44 C51 123.4(3) . . ?
C45 C44 C51 115.4(2) . . ?
C46 C45 C44 118.2(3) . . ?
C46 C45 C50 117.8(3) . . ?
C50 C45 C44 124.0(3) . . ?
C45 C46 C47 120.6(4) . . ?
C48 C47 C46 120.6(3) . . ?
C49 C48 C47 119.5(3) . . ?
C48 C49 C50 120.1(4) . . ?
C49 C50 C45 121.5(3) . . ?
C52 C51 C44 119.9(3) . . ?
C52 C51 C56 118.1(3) . . ?
C56 C51 C44 122.1(3) . . ?
C51 C52 C53 120.2(3) . . ?
C54 C53 C52 121.0(3) . . ?
C55 C54 C53 119.6(3) . . ?
C54 C55 C56 119.6(3) . . ?
C55 C56 C51 121.5(3) . . ?
C30A C29A C43 122.6(15) . . ?
C30A C29A C34A 117.4(17) . . ?
C34A C29A C43 118.0(15) . . ?
C29A C30A C31A 121.5(18) . . ?
C32A C31A C30A 120.6(13) . . ?
C33A C32A C31A 117.5(12) . . ?
C32A C33A C34A 122.4(13) . . ?
C29A C34A C35A 118.0(13) . . ?
C33A C34A C29A 120.0(15) . . ?
C33A C34A C35A 121.9(13) . . ?
C34A C35A C36A 114.5(13) . . ?
C37A C36A C35A 119.1(11) . . ?
C38A C37A C36A 114.4(11) . . ?
C38A C37A C42A 119.0(11) . . ?
C42A C37A C36A 126.3(11) . . ?
C37A C38A C39A 119.5(10) . . ?
C40A C39A C38A 122.4(10) . . ?
C41A C40A C39A 117.7(11) . . ?
C40A C41A C42A 121.0(12) . . ?
C37A C42A C43 123.2(13) . . ?
C41A C42A C43 116.2(11) . . ?
C41A C42A C37A 119.9(13) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5542(17)
2 0.4458(17)

