# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_15167
_database_code_depnum_ccdc_archive 'CCDC 1481421'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2017-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        TBH
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H20'
_chemical_formula_sum            'C38 H20'
_chemical_formula_weight         476.54

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.8657(14)
_cell_length_b                   7.6482(4)
_cell_length_c                   31.436(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4535.8(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    1261
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      19.96

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1984
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9660
_exptl_absorpt_correction_T_max  0.9968
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21688
_diffrn_reflns_av_R_equivalents  0.1071
_diffrn_reflns_av_sigmaI/netI    0.0952
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         25.09
_reflns_number_total             4000
_reflns_number_gt                2076
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0929P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4000
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1293
_refine_ls_R_factor_gt           0.0554
_refine_ls_wR_factor_ref         0.1865
_refine_ls_wR_factor_gt          0.1369
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.62141(19) 0.7691(5) 0.72850(10) 0.0385(9) Uani 1 1 d . . .
C2 C 0.6752(2) 0.7674(5) 0.75993(11) 0.0501(11) Uani 1 1 d . . .
H2 H 0.7056 0.8657 0.7626 0.060 Uiso 1 1 calc R . .
C3 C 0.6845(2) 0.6274(6) 0.78667(12) 0.0570(12) Uani 1 1 d . . .
H3 H 0.7215 0.6284 0.8072 0.068 Uiso 1 1 calc R . .
C4 C 0.6398(2) 0.4854(6) 0.78360(12) 0.0567(11) Uani 1 1 d . . .
H4 H 0.6455 0.3891 0.8024 0.068 Uiso 1 1 calc R . .
C5 C 0.5871(2) 0.4829(5) 0.75349(11) 0.0516(11) Uani 1 1 d . . .
H5 H 0.5566 0.3843 0.7519 0.062 Uiso 1 1 calc R . .
C6 C 0.57700(19) 0.6224(5) 0.72490(10) 0.0404(9) Uani 1 1 d . . .
C7 C 0.52045(18) 0.6192(5) 0.69261(11) 0.0366(9) Uani 1 1 d . . .
C8 C 0.4767(2) 0.4741(5) 0.68706(12) 0.0475(10) Uani 1 1 d . . .
H8 H 0.4821 0.3755 0.7051 0.057 Uiso 1 1 calc R . .
C9 C 0.4256(2) 0.4721(5) 0.65552(12) 0.0470(10) Uani 1 1 d . . .
H9 H 0.3986 0.3691 0.6509 0.056 Uiso 1 1 calc R . .
C10 C 0.41341(18) 0.6170(4) 0.63075(11) 0.0394(9) Uani 1 1 d . . .
H10 H 0.3775 0.6137 0.6096 0.047 Uiso 1 1 calc R . .
C11 C 0.45333(18) 0.7696(4) 0.63643(10) 0.0325(8) Uani 1 1 d . . .
C12 C 0.51054(17) 0.7663(4) 0.66568(10) 0.0316(8) Uani 1 1 d . . .
C13 C 0.55831(17) 0.9137(4) 0.66808(10) 0.0307(8) Uani 1 1 d . . .
C14 C 0.61171(18) 0.9197(4) 0.69989(10) 0.0345(9) Uani 1 1 d . . .
C15 C 0.65393(19) 1.0691(5) 0.70292(11) 0.0443(10) Uani 1 1 d . . .
H15 H 0.6901 1.0748 0.7239 0.053 Uiso 1 1 calc R . .
C16 C 0.6439(2) 1.2078(5) 0.67594(11) 0.0435(9) Uani 1 1 d . . .
H16 H 0.6712 1.3110 0.6795 0.052 Uiso 1 1 calc R . .
C17 C 0.59422(17) 1.1990(4) 0.64353(10) 0.0350(9) Uani 1 1 d . . .
H17 H 0.5883 1.2962 0.6251 0.042 Uiso 1 1 calc R . .
C18 C 0.55275(17) 1.0495(4) 0.63757(10) 0.0308(8) Uani 1 1 d . . .
C19 C 0.49973(16) 1.0372(4) 0.60366(10) 0.0289(8) Uani 1 1 d . . .
C20 C 0.44378(17) 0.9218(4) 0.60890(10) 0.0311(8) Uani 1 1 d . . .
C21 C 0.37915(17) 0.9503(4) 0.58477(10) 0.0301(8) Uani 1 1 d . . .
C22 C 0.31292(18) 0.8861(4) 0.59827(11) 0.0364(9) Uani 1 1 d . . .
H22 H 0.3095 0.8266 0.6247 0.044 Uiso 1 1 calc R . .
C23 C 0.25316(18) 0.9080(4) 0.57395(12) 0.0384(9) Uani 1 1 d . . .
H23 H 0.2089 0.8653 0.5839 0.046 Uiso 1 1 calc R . .
C24 C 0.25701(17) 0.9920(4) 0.53493(11) 0.0376(9) Uani 1 1 d . . .
H24 H 0.2160 0.9984 0.5175 0.045 Uiso 1 1 calc R . .
C25 C 0.32018(17) 1.0673(4) 0.52082(11) 0.0323(8) Uani 1 1 d . . .
C26 C 0.38073(17) 1.0554(4) 0.54751(10) 0.0289(8) Uani 1 1 d . . .
C27 C 0.44556(17) 1.1422(4) 0.53576(10) 0.0278(8) Uani 1 1 d . . .
C28 C 0.50485(17) 1.1365(4) 0.56397(10) 0.0289(8) Uani 1 1 d . . .
C29 C 0.56980(17) 1.2035(4) 0.54944(10) 0.0314(8) Uani 1 1 d . . .
H29 H 0.6109 1.1926 0.5667 0.038 Uiso 1 1 calc R . .
C30 C 0.57473(18) 1.2849(4) 0.51037(10) 0.0334(8) Uani 1 1 d . . .
H30 H 0.6192 1.3286 0.5010 0.040 Uiso 1 1 calc R . .
C31 C 0.51599(18) 1.3037(4) 0.48479(11) 0.0333(9) Uani 1 1 d . . .
H31 H 0.5198 1.3673 0.4589 0.040 Uiso 1 1 calc R . .
C32 C 0.45109(18) 1.2310(4) 0.49629(10) 0.0306(8) Uani 1 1 d . . .
C33 C 0.38935(18) 1.2383(4) 0.46778(10) 0.0312(8) Uani 1 1 d . . .
C34 C 0.32564(18) 1.1560(4) 0.47970(11) 0.0326(8) Uani 1 1 d . . .
C35 C 0.26920(19) 1.1553(5) 0.45076(12) 0.0430(9) Uani 1 1 d . . .
H35 H 0.2263 1.0979 0.4583 0.052 Uiso 1 1 calc R . .
C36 C 0.2742(2) 1.2352(5) 0.41182(12) 0.0513(11) Uani 1 1 d . . .
H36 H 0.2352 1.2330 0.3927 0.062 Uiso 1 1 calc R . .
C37 C 0.3366(2) 1.3195(5) 0.40038(11) 0.0453(10) Uani 1 1 d . . .
H37 H 0.3402 1.3756 0.3735 0.054 Uiso 1 1 calc R . .
C38 C 0.39300(19) 1.3216(4) 0.42797(11) 0.0392(9) Uani 1 1 d . . .
H38 H 0.4353 1.3804 0.4200 0.047 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 C6 1.405(5) . ?
C1 C2 1.416(5) . ?
C1 C14 1.473(4) . ?
C2 C3 1.372(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.373(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.408(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.473(5) . ?
C7 C8 1.393(5) . ?
C7 C12 1.420(4) . ?
C8 C9 1.383(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.374(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.400(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.418(4) . ?
C11 C20 1.461(4) . ?
C12 C13 1.446(4) . ?
C13 C18 1.418(4) . ?
C13 C14 1.420(4) . ?
C14 C15 1.396(4) . ?
C15 C16 1.372(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.385(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.398(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.465(4) . ?
C19 C20 1.386(4) . ?
C19 C28 1.464(4) . ?
C20 C21 1.452(4) . ?
C21 C22 1.408(4) . ?
C21 C26 1.421(4) . ?
C22 C23 1.373(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.386(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.396(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.420(4) . ?
C25 C34 1.463(5) . ?
C26 C27 1.440(4) . ?
C27 C32 1.418(4) . ?
C27 C28 1.428(4) . ?
C28 C29 1.404(4) . ?
C29 C30 1.380(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.377(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.393(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.471(4) . ?
C33 C38 1.406(4) . ?
C33 C34 1.408(4) . ?
C34 C35 1.401(4) . ?
C35 C36 1.372(5) . ?
C35 H35 0.9500 . ?
C36 C37 1.389(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.373(5) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?

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
C6 C1 C2 118.4(3) . . ?
C6 C1 C14 120.1(3) . . ?
C2 C1 C14 121.5(4) . . ?
C3 C2 C1 121.7(4) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 119.6(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 120.1(4) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.8(4) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C5 118.2(3) . . ?
C1 C6 C7 120.1(3) . . ?
C5 C6 C7 121.7(4) . . ?
C8 C7 C12 118.6(3) . . ?
C8 C7 C6 121.9(3) . . ?
C12 C7 C6 119.5(3) . . ?
C9 C8 C7 120.7(3) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C10 C9 C8 120.9(4) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 120.7(3) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C10 C11 C12 118.5(3) . . ?
C10 C11 C20 121.5(3) . . ?
C12 C11 C20 119.5(3) . . ?
C11 C12 C7 120.1(3) . . ?
C11 C12 C13 119.6(3) . . ?
C7 C12 C13 120.3(3) . . ?
C18 C13 C14 120.4(3) . . ?
C18 C13 C12 119.3(3) . . ?
C14 C13 C12 120.3(3) . . ?
C15 C14 C13 118.6(3) . . ?
C15 C14 C1 121.8(3) . . ?
C13 C14 C1 119.5(3) . . ?
C16 C15 C14 120.8(3) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 120.7(3) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C18 121.1(3) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C17 C18 C13 117.8(3) . . ?
C17 C18 C19 122.1(3) . . ?
C13 C18 C19 119.7(3) . . ?
C20 C19 C28 118.8(3) . . ?
C20 C19 C18 118.3(3) . . ?
C28 C19 C18 122.8(3) . . ?
C19 C20 C21 118.8(3) . . ?
C19 C20 C11 118.9(3) . . ?
C21 C20 C11 122.1(3) . . ?
C22 C21 C26 117.7(3) . . ?
C22 C21 C20 122.4(3) . . ?
C26 C21 C20 119.9(3) . . ?
C23 C22 C21 121.2(3) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C25 121.1(3) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C26 118.2(3) . . ?
C24 C25 C34 122.1(3) . . ?
C26 C25 C34 119.7(3) . . ?
C25 C26 C21 120.4(3) . . ?
C25 C26 C27 120.1(3) . . ?
C21 C26 C27 119.3(3) . . ?
C32 C27 C28 120.0(3) . . ?
C32 C27 C26 120.5(3) . . ?
C28 C27 C26 119.5(3) . . ?
C29 C28 C27 118.0(3) . . ?
C29 C28 C19 121.6(3) . . ?
C27 C28 C19 119.6(3) . . ?
C30 C29 C28 120.9(3) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C31 C30 C29 120.8(3) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C30 C31 C32 121.0(3) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
C31 C32 C27 118.9(3) . . ?
C31 C32 C33 121.5(3) . . ?
C27 C32 C33 119.5(3) . . ?
C38 C33 C34 118.8(3) . . ?
C38 C33 C32 121.4(3) . . ?
C34 C33 C32 119.8(3) . . ?
C35 C34 C33 118.5(3) . . ?
C35 C34 C25 121.2(3) . . ?
C33 C34 C25 120.2(3) . . ?
C36 C35 C34 121.7(4) . . ?
C36 C35 H35 119.1 . . ?
C34 C35 H35 119.1 . . ?
C35 C36 C37 119.8(4) . . ?
C35 C36 H36 120.1 . . ?
C37 C36 H36 120.1 . . ?
C38 C37 C36 119.9(4) . . ?
C38 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C37 C38 C33 121.3(4) . . ?
C37 C38 H38 119.4 . . ?
C33 C38 H38 119.4 . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.09
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.055
_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_i13545
_database_code_depnum_ccdc_archive 'CCDC 1481423'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2017-07-17 downloaded from the CCDC.
;

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        TBT
_chemical_formula_moiety         'C30 H16'
_chemical_formula_sum            'C30 H16'
_chemical_formula_weight         376.43

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_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                   13.1759(3)
_cell_length_b                   7.4913(2)
_cell_length_c                   18.1519(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.9900(10)
_cell_angle_gamma                90
_cell_volume                     1758.82(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.00(10)
_cell_measurement_reflns_used    5620
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      26.37

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.109
0 0 -1 0.132
0 1 0 0.262
0 -1 0 0.237
-1 0 0 0.061
1 0 0 0.13

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS, 1996'
_exptl_absorpt_correction_T_min  0.9715
_exptl_absorpt_correction_T_max  0.992

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100.00(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_number            13417
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.973
_reflns_number_total             3501
_reflns_number_gt                2563
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0595P)²+0.3124P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.0032(9)
_refine_ls_number_reflns         3501
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.1152
_refine_ls_wR_factor_gt          0.1029
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.044

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.12890(12) 0.12081(19) 0.36536(8) 0.0215(4) Uani 1 1 d . . .
H1 H 0.1984 0.0809 0.3785 0.026 Uiso 1 1 calc R . .
C2 C 0.06478(12) 0.1063(2) 0.41743(9) 0.0251(4) Uani 1 1 d . . .
H2 H 0.0912 0.0577 0.4656 0.03 Uiso 1 1 calc R . .
C3 C -0.03686(12) 0.1615(2) 0.40009(9) 0.0242(4) Uani 1 1 d . . .
H3 H -0.0786 0.1585 0.4374 0.029 Uiso 1 1 calc R . .
C4 C -0.18433(12) 0.2790(2) 0.30764(9) 0.0239(4) Uani 1 1 d . . .
H4 H -0.2274 0.2744 0.344 0.029 Uiso 1 1 calc R . .
C5 C -0.22372(12) 0.3391(2) 0.23783(9) 0.0244(4) Uani 1 1 d . . .
H5 H -0.2934 0.3791 0.2264 0.029 Uiso 1 1 calc R . .
C6 C -0.20259(11) 0.4045(2) 0.10803(9) 0.0239(4) Uani 1 1 d . . .
H6 H -0.2733 0.4377 0.095 0.029 Uiso 1 1 calc R . .
C7 C -0.14004(11) 0.41648(19) 0.05539(9) 0.0231(4) Uani 1 1 d . . .
H7 H -0.1668 0.4651 0.0073 0.028 Uiso 1 1 calc R . .
C8 C -0.03819(11) 0.35798(19) 0.07219(8) 0.0206(3) Uani 1 1 d . . .
H8 H 0.0035 0.3674 0.0351 0.025 Uiso 1 1 calc R . .
C9 C 0.12660(11) 0.12134(19) 0.03308(8) 0.0202(3) Uani 1 1 d . . .
H9 H 0.0534 0.1223 0.019 0.024 Uiso 1 1 calc R . .
C10 C 0.18474(11) 0.0633(2) -0.01852(8) 0.0230(4) Uani 1 1 d . . .
H10 H 0.1509 0.0219 -0.0664 0.028 Uiso 1 1 calc R . .
C11 C 0.29138(12) 0.0652(2) -0.00067(9) 0.0233(4) Uani 1 1 d . . .
H11 H 0.3307 0.0322 -0.0373 0.028 Uiso 1 1 calc R . .
C12 C 0.45230(11) 0.1173(2) 0.09249(9) 0.0239(4) Uani 1 1 d . . .
H12 H 0.4928 0.0888 0.056 0.029 Uiso 1 1 calc R . .
C13 C 0.50014(11) 0.1583(2) 0.16297(9) 0.0237(4) Uani 1 1 d . . .
H13 H 0.5735 0.1612 0.1748 0.028 Uiso 1 1 calc R . .
C14 C 0.49079(12) 0.23530(19) 0.29405(9) 0.0238(4) Uani 1 1 d . . .
H14 H 0.5641 0.235 0.3073 0.029 Uiso 1 1 calc R . .
C15 C 0.43247(12) 0.27291(19) 0.34748(9) 0.0231(4) Uani 1 1 d . . .
H15 H 0.4661 0.3044 0.3968 0.028 Uiso 1 1 calc R . .
C16 C 0.32541(11) 0.26554(19) 0.33054(8) 0.0203(4) Uani 1 1 d . . .
H16 H 0.2872 0.2916 0.3686 0.024 Uiso 1 1 calc R . .
C17 C -0.07867(12) 0.22190(19) 0.32783(9) 0.0217(4) Uani 1 1 d . . .
C18 C -0.16207(11) 0.34359(19) 0.18067(9) 0.0209(3) Uani 1 1 d . . .
C19 C -0.01403(11) 0.23219(18) 0.27348(8) 0.0188(3) Uani 1 1 d . . .
C20 C -0.05713(11) 0.28683(19) 0.19854(8) 0.0189(3) Uani 1 1 d . . .
C21 C 0.09346(11) 0.19307(18) 0.29373(8) 0.0187(3) Uani 1 1 d . . .
C22 C 0.00488(11) 0.28532(18) 0.14245(8) 0.0181(3) Uani 1 1 d . . .
C23 C 0.15903(11) 0.21390(18) 0.23781(8) 0.0177(3) Uani 1 1 d . . .
C24 C 0.11255(11) 0.22747(18) 0.16228(8) 0.0176(3) Uani 1 1 d . . .
C25 C 0.27221(11) 0.22045(18) 0.25841(8) 0.0188(3) Uani 1 1 d . . .
C26 C 0.17250(11) 0.17856(19) 0.10531(8) 0.0182(3) Uani 1 1 d . . .
C27 C 0.33207(11) 0.19581(18) 0.20184(8) 0.0185(3) Uani 1 1 d . . .
C28 C 0.28197(11) 0.16412(18) 0.12595(8) 0.0187(3) Uani 1 1 d . . .
C29 C 0.44203(11) 0.19758(19) 0.22028(9) 0.0205(3) Uani 1 1 d . . .
C30 C 0.34161(11) 0.11574(19) 0.07134(8) 0.0210(3) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.387(2) . ?
C1 C21 1.404(2) . ?
C1 H1 0.95 . ?
C2 C3 1.380(2) . ?
C2 H2 0.95 . ?
C3 C17 1.397(2) . ?
C3 H3 0.95 . ?
C4 C5 1.352(2) . ?
C4 C17 1.436(2) . ?
C4 H4 0.95 . ?
C5 C18 1.435(2) . ?
C5 H5 0.95 . ?
C6 C7 1.379(2) . ?
C6 C18 1.401(2) . ?
C6 H6 0.95 . ?
C7 C8 1.389(2) . ?
C7 H7 0.95 . ?
C8 C22 1.403(2) . ?
C8 H8 0.95 . ?
C9 C10 1.388(2) . ?
C9 C26 1.402(2) . ?
C9 H9 0.95 . ?
C10 C11 1.381(2) . ?
C10 H10 0.95 . ?
C11 C30 1.400(2) . ?
C11 H11 0.95 . ?
C12 C13 1.349(2) . ?
C12 C30 1.436(2) . ?
C12 H12 0.95 . ?
C13 C29 1.435(2) . ?
C13 H13 0.95 . ?
C14 C15 1.377(2) . ?
C14 C29 1.399(2) . ?
C14 H14 0.95 . ?
C15 C16 1.386(2) . ?
C15 H15 0.95 . ?
C16 C25 1.403(2) . ?
C16 H16 0.95 . ?
C17 C19 1.423(2) . ?
C18 C20 1.424(2) . ?
C19 C21 1.424(2) . ?
C19 C20 1.430(2) . ?
C20 C22 1.422(2) . ?
C21 C23 1.461(2) . ?
C22 C24 1.4612(19) . ?
C23 C24 1.395(2) . ?
C23 C25 1.468(2) . ?
C24 C26 1.463(2) . ?
C25 C27 1.421(2) . ?
C26 C28 1.4235(19) . ?
C27 C29 1.4236(19) . ?
C27 C28 1.429(2) . ?
C28 C30 1.424(2) . ?

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 C21 121.55(14) . . ?
C2 C1 H1 119.2 . . ?
C21 C1 H1 119.2 . . ?
C3 C2 C1 120.79(14) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C17 120.21(15) . . ?
C2 C3 H3 119.9 . . ?
C17 C3 H3 119.9 . . ?
C5 C4 C17 121.26(15) . . ?
C5 C4 H4 119.4 . . ?
C17 C4 H4 119.4 . . ?
C4 C5 C18 121.10(14) . . ?
C4 C5 H5 119.4 . . ?
C18 C5 H5 119.4 . . ?
C7 C6 C18 120.17(14) . . ?
C7 C6 H6 119.9 . . ?
C18 C6 H6 119.9 . . ?
C6 C7 C8 120.49(14) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C7 C8 C22 121.89(14) . . ?
C7 C8 H8 119.1 . . ?
C22 C8 H8 119.1 . . ?
C10 C9 C26 122.11(13) . . ?
C10 C9 H9 118.9 . . ?
C26 C9 H9 118.9 . . ?
C11 C10 C9 120.41(14) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C30 120.05(14) . . ?
C10 C11 H11 120 . . ?
C30 C11 H11 120 . . ?
C13 C12 C30 121.50(14) . . ?
C13 C12 H12 119.3 . . ?
C30 C12 H12 119.3 . . ?
C12 C13 C29 121.12(14) . . ?
C12 C13 H13 119.4 . . ?
C29 C13 H13 119.4 . . ?
C15 C14 C29 119.97(14) . . ?
C15 C14 H14 120 . . ?
C29 C14 H14 120 . . ?
C14 C15 C16 121.10(14) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C25 121.51(14) . . ?
C15 C16 H16 119.2 . . ?
C25 C16 H16 119.2 . . ?
C3 C17 C19 119.16(14) . . ?
C3 C17 C4 121.71(15) . . ?
C19 C17 C4 119.10(14) . . ?
C6 C18 C20 119.40(14) . . ?
C6 C18 C5 121.42(14) . . ?
C20 C18 C5 119.17(14) . . ?
C17 C19 C21 120.47(13) . . ?
C17 C19 C20 119.56(13) . . ?
C21 C19 C20 119.95(13) . . ?
C22 C20 C18 120.33(14) . . ?
C22 C20 C19 120.04(13) . . ?
C18 C20 C19 119.63(14) . . ?
C1 C21 C19 117.21(14) . . ?
C1 C21 C23 123.25(13) . . ?
C19 C21 C23 119.30(13) . . ?
C8 C22 C20 117.37(13) . . ?
C8 C22 C24 122.97(13) . . ?
C20 C22 C24 119.31(13) . . ?
C24 C23 C21 118.93(13) . . ?
C24 C23 C25 118.85(13) . . ?
C21 C23 C25 122.22(13) . . ?
C23 C24 C22 119.17(13) . . ?
C23 C24 C26 118.79(13) . . ?
C22 C24 C26 122.01(13) . . ?
C16 C25 C27 117.27(13) . . ?
C16 C25 C23 123.25(14) . . ?
C27 C25 C23 119.24(13) . . ?
C9 C26 C28 117.24(13) . . ?
C9 C26 C24 122.88(13) . . ?
C28 C26 C24 119.32(13) . . ?
C25 C27 C29 120.60(13) . . ?
C25 C27 C28 120.01(13) . . ?
C29 C27 C28 119.37(13) . . ?
C26 C28 C30 120.13(13) . . ?
C26 C28 C27 119.97(13) . . ?
C30 C28 C27 119.89(13) . . ?
C14 C29 C27 119.21(14) . . ?
C14 C29 C13 121.62(14) . . ?
C27 C29 C13 119.17(13) . . ?
C11 C30 C28 119.56(13) . . ?
C11 C30 C12 121.81(14) . . ?
C28 C30 C12 118.62(14) . . ?

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
C21 C1 C2 C3 0.5(2) . . . . ?
C1 C2 C3 C17 4.3(2) . . . . ?
C17 C4 C5 C18 1.7(2) . . . . ?
C18 C6 C7 C8 4.0(2) . . . . ?
C6 C7 C8 C22 0.0(2) . . . . ?
C26 C9 C10 C11 -2.0(2) . . . . ?
C9 C10 C11 C30 3.9(2) . . . . ?
C30 C12 C13 C29 1.7(2) . . . . ?
C29 C14 C15 C16 3.2(2) . . . . ?
C14 C15 C16 C25 -0.3(2) . . . . ?
C2 C3 C17 C19 -2.5(2) . . . . ?
C2 C3 C17 C4 179.48(14) . . . . ?
C5 C4 C17 C3 179.22(14) . . . . ?
C5 C4 C17 C19 1.2(2) . . . . ?
C7 C6 C18 C20 -2.7(2) . . . . ?
C7 C6 C18 C5 176.48(14) . . . . ?
C4 C5 C18 C6 179.53(15) . . . . ?
C4 C5 C18 C20 -1.2(2) . . . . ?
C3 C17 C19 C21 -4.2(2) . . . . ?
C4 C17 C19 C21 173.91(13) . . . . ?
C3 C17 C19 C20 177.45(13) . . . . ?
C4 C17 C19 C20 -4.4(2) . . . . ?
C6 C18 C20 C22 -2.5(2) . . . . ?
C5 C18 C20 C22 178.29(13) . . . . ?
C6 C18 C20 C19 177.16(13) . . . . ?
C5 C18 C20 C19 -2.1(2) . . . . ?
C17 C19 C20 C22 -175.48(13) . . . . ?
C21 C19 C20 C22 6.2(2) . . . . ?
C17 C19 C20 C18 4.9(2) . . . . ?
C21 C19 C20 C18 -173.47(13) . . . . ?
C2 C1 C21 C19 -7.0(2) . . . . ?
C2 C1 C21 C23 178.76(13) . . . . ?
C17 C19 C21 C1 8.7(2) . . . . ?
C20 C19 C21 C1 -172.92(13) . . . . ?
C17 C19 C21 C23 -176.76(12) . . . . ?
C20 C19 C21 C23 1.6(2) . . . . ?
C7 C8 C22 C20 -5.0(2) . . . . ?
C7 C8 C22 C24 -178.22(13) . . . . ?
C18 C20 C22 C8 6.2(2) . . . . ?
C19 C20 C22 C8 -173.42(13) . . . . ?
C18 C20 C22 C24 179.65(12) . . . . ?
C19 C20 C22 C24 0.0(2) . . . . ?
C1 C21 C23 C24 158.24(13) . . . . ?
C19 C21 C23 C24 -15.9(2) . . . . ?
C1 C21 C23 C25 -21.6(2) . . . . ?
C19 C21 C23 C25 164.29(13) . . . . ?
C21 C23 C24 C22 22.14(19) . . . . ?
C25 C23 C24 C22 -158.05(12) . . . . ?
C21 C23 C24 C26 -156.22(13) . . . . ?
C25 C23 C24 C26 23.59(19) . . . . ?
C8 C22 C24 C23 158.65(14) . . . . ?
C20 C22 C24 C23 -14.41(19) . . . . ?
C8 C22 C24 C26 -23.0(2) . . . . ?
C20 C22 C24 C26 163.90(13) . . . . ?
C15 C16 C25 C27 -4.7(2) . . . . ?
C15 C16 C25 C23 -178.99(13) . . . . ?
C24 C23 C25 C16 158.73(13) . . . . ?
C21 C23 C25 C16 -21.5(2) . . . . ?
C24 C23 C25 C27 -15.5(2) . . . . ?
C21 C23 C25 C27 164.31(13) . . . . ?
C10 C9 C26 C28 -4.0(2) . . . . ?
C10 C9 C26 C24 -175.29(13) . . . . ?
C23 C24 C26 C9 154.76(14) . . . . ?
C22 C24 C26 C9 -23.6(2) . . . . ?
C23 C24 C26 C28 -16.37(19) . . . . ?
C22 C24 C26 C28 165.32(13) . . . . ?
C16 C25 C27 C29 6.8(2) . . . . ?
C23 C25 C27 C29 -178.64(13) . . . . ?
C16 C25 C27 C28 -174.90(13) . . . . ?
C23 C25 C27 C28 -0.3(2) . . . . ?
C9 C26 C28 C30 8.1(2) . . . . ?
C24 C26 C28 C30 179.68(12) . . . . ?
C9 C26 C28 C27 -171.08(13) . . . . ?
C24 C26 C28 C27 0.5(2) . . . . ?
C25 C27 C28 C26 7.6(2) . . . . ?
C29 C27 C28 C26 -174.09(13) . . . . ?
C25 C27 C28 C30 -171.56(13) . . . . ?
C29 C27 C28 C30 6.8(2) . . . . ?
C15 C14 C29 C27 -1.0(2) . . . . ?
C15 C14 C29 C13 179.81(14) . . . . ?
C25 C27 C29 C14 -4.1(2) . . . . ?
C28 C27 C29 C14 177.61(13) . . . . ?
C25 C27 C29 C13 175.11(12) . . . . ?
C28 C27 C29 C13 -3.2(2) . . . . ?
C12 C13 C29 C14 178.15(14) . . . . ?
C12 C13 C29 C27 -1.0(2) . . . . ?
C10 C11 C30 C28 0.3(2) . . . . ?
C10 C11 C30 C12 179.15(14) . . . . ?
C26 C28 C30 C11 -6.4(2) . . . . ?
C27 C28 C30 C11 172.77(13) . . . . ?
C26 C28 C30 C12 174.75(13) . . . . ?
C27 C28 C30 C12 -6.1(2) . . . . ?
C13 C12 C30 C11 -176.95(15) . . . . ?
C13 C12 C30 C28 1.9(2) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_ch16923
_database_code_depnum_ccdc_archive 'CCDC 1481422'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2017-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        TBO
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H24'
_chemical_formula_sum            'C46 H24'
_chemical_formula_weight         576.65

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

loop_
_symmetry_equiv_pos_as_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                   31.9402(19)
_cell_length_b                   3.8977(2)
_cell_length_c                   23.9483(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.350(4)
_cell_angle_gamma                90.00
_cell_volume                     2671.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    771
_cell_measurement_theta_min      2.83
_cell_measurement_theta_max      23.44

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9589
_exptl_absorpt_correction_T_max  0.9984
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8918
_diffrn_reflns_av_R_equivalents  0.1020
_diffrn_reflns_av_sigmaI/netI    0.1241
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -2
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.63
_diffrn_reflns_theta_max         25.21
_reflns_number_total             2401
_reflns_number_gt                880
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1611P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2401
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2123
_refine_ls_R_factor_gt           0.0804
_refine_ls_wR_factor_ref         0.2895
_refine_ls_wR_factor_gt          0.1938
_refine_ls_goodness_of_fit_ref   0.873
_refine_ls_restrained_S_all      0.873
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.01823(16) 0.0282(12) 0.21982(19) 0.0389(13) Uani 1 1 d . . .
C2 C -0.00674(17) -0.0449(11) 0.16847(18) 0.0366(12) Uani 1 1 d . . .
C3 C -0.03992(17) -0.1877(12) 0.1123(2) 0.0456(14) Uani 1 1 d . . .
H3 H -0.0704 -0.2223 0.1065 0.055 Uiso 1 1 calc R . .
C4 C -0.02773(17) -0.2769(12) 0.0659(2) 0.0487(14) Uani 1 1 d . . .
H4 H -0.0499 -0.3777 0.0296 0.058 Uiso 1 1 calc R . .
C5 C 0.01661(17) -0.2195(13) 0.0723(2) 0.0485(14) Uani 1 1 d . . .
H5 H 0.0238 -0.2736 0.0397 0.058 Uiso 1 1 calc R . .
C6 C 0.05079(16) -0.0812(12) 0.1269(2) 0.0380(12) Uani 1 1 d . . .
C7 C 0.03985(16) -0.0116(11) 0.1764(2) 0.0377(12) Uani 1 1 d . . .
C8 C 0.07576(16) 0.0941(11) 0.2368(2) 0.0371(12) Uani 1 1 d . . .
C9 C 0.06578(16) 0.1038(11) 0.2887(2) 0.0392(13) Uani 1 1 d . . .
C10 C 0.10056(16) 0.2217(12) 0.3455(2) 0.0449(13) Uani 1 1 d . . .
H10 H 0.0943 0.2359 0.3799 0.054 Uiso 1 1 calc R . .
C11 C 0.14383(17) 0.3171(12) 0.3515(2) 0.0502(15) Uani 1 1 d . . .
H11 H 0.1663 0.3993 0.3895 0.060 Uiso 1 1 calc R . .
C12 C 0.15404(17) 0.2917(12) 0.3020(2) 0.0479(14) Uani 1 1 d . . .
H12 H 0.1839 0.3497 0.3075 0.057 Uiso 1 1 calc R . .
C13 C 0.12099(16) 0.1813(12) 0.2433(2) 0.0405(12) Uani 1 1 d . . .
C14 C 0.13212(17) 0.1491(12) 0.1907(2) 0.0412(13) Uani 1 1 d . . .
C15 C 0.09771(17) 0.0005(12) 0.1334(2) 0.0403(13) Uani 1 1 d . . .
C16 C 0.10917(17) -0.0421(13) 0.0846(2) 0.0465(14) Uani 1 1 d . . .
H16 H 0.0872 -0.1416 0.0480 0.056 Uiso 1 1 calc R . .
C17 C 0.15227(17) 0.0571(12) 0.0874(2) 0.0448(14) Uani 1 1 d . . .
C18 C 0.18573(16) 0.2088(12) 0.1438(2) 0.0440(13) Uani 1 1 d . . .
C19 C 0.17449(17) 0.2488(12) 0.1935(2) 0.0463(13) Uani 1 1 d . . .
H19 H 0.1965 0.3471 0.2302 0.056 Uiso 1 1 calc R . .
C20 C 0.22925(18) 0.3141(13) 0.1464(2) 0.0541(15) Uani 1 1 d . . .
H20 H 0.2517 0.4114 0.1829 0.065 Uiso 1 1 calc R . .
C21 C 0.23871(19) 0.2759(14) 0.0970(2) 0.0586(16) Uani 1 1 d . . .
H21 H 0.2674 0.3464 0.0999 0.070 Uiso 1 1 calc R . .
C22 C 0.2056(2) 0.1311(14) 0.0415(3) 0.0610(16) Uani 1 1 d . . .
H22 H 0.2122 0.1085 0.0075 0.073 Uiso 1 1 calc R . .
C23 C 0.1637(2) 0.0231(15) 0.0370(2) 0.0581(16) Uani 1 1 d . . .
H23 H 0.1421 -0.0750 0.0000 0.070 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 C1 1.397(8) 2 ?
C1 C2 1.459(6) . ?
C1 C9 1.470(6) 2 ?
C2 C3 1.406(6) . ?
C2 C7 1.420(6) . ?
C3 C4 1.377(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.374(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.403(6) . ?
C6 C15 1.472(6) . ?
C7 C8 1.450(6) . ?
C8 C9 1.414(6) . ?
C8 C13 1.424(6) . ?
C9 C10 1.399(6) . ?
C9 C1 1.470(6) 2 ?
C10 C11 1.376(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.366(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.400(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.458(6) . ?
C14 C19 1.381(6) . ?
C14 C15 1.445(6) . ?
C15 C16 1.380(6) . ?
C16 C17 1.402(6) . ?
C16 H16 0.9300 . ?
C17 C23 1.415(6) . ?
C17 C18 1.426(6) . ?
C18 C19 1.396(6) . ?
C18 C20 1.424(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.354(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.399(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.360(6) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C1 C2 117.8(6) 2 . ?
C1 C1 C9 118.6(5) 2 2 ?
C2 C1 C9 123.6(4) . 2 ?
C3 C2 C7 117.7(4) . . ?
C3 C2 C1 121.2(5) . . ?
C7 C2 C1 120.7(4) . . ?
C4 C3 C2 120.6(5) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 121.1(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 120.6(5) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C7 119.0(5) . . ?
C5 C6 C15 121.4(5) . . ?
C7 C6 C15 119.6(4) . . ?
C6 C7 C2 120.6(4) . . ?
C6 C7 C8 120.9(5) . . ?
C2 C7 C8 118.5(4) . . ?
C9 C8 C13 120.7(4) . . ?
C9 C8 C7 119.8(5) . . ?
C13 C8 C7 119.5(4) . . ?
C10 C9 C8 118.2(5) . . ?
C10 C9 C1 121.7(4) . 2 ?
C8 C9 C1 119.7(4) . 2 ?
C11 C10 C9 121.1(5) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C12 C11 C10 120.4(4) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 122.0(5) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C12 C13 C8 117.3(5) . . ?
C12 C13 C14 122.0(5) . . ?
C8 C13 C14 120.6(4) . . ?
C19 C14 C15 118.3(4) . . ?
C19 C14 C13 122.9(4) . . ?
C15 C14 C13 118.7(5) . . ?
C16 C15 C14 118.5(5) . . ?
C16 C15 C6 121.7(4) . . ?
C14 C15 C6 119.7(4) . . ?
C15 C16 C17 123.3(5) . . ?
C15 C16 H16 118.3 . . ?
C17 C16 H16 118.3 . . ?
C16 C17 C23 123.5(5) . . ?
C16 C17 C18 117.9(5) . . ?
C23 C17 C18 118.6(5) . . ?
C19 C18 C20 123.1(5) . . ?
C19 C18 C17 119.0(5) . . ?
C20 C18 C17 117.9(5) . . ?
C14 C19 C18 123.0(4) . . ?
C14 C19 H19 118.5 . . ?
C18 C19 H19 118.5 . . ?
C21 C20 C18 121.5(5) . . ?
C21 C20 H20 119.2 . . ?
C18 C20 H20 119.2 . . ?
C20 C21 C22 120.4(5) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C23 C22 C21 120.2(5) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C17 121.4(5) . . ?
C22 C23 H23 119.3 . . ?
C17 C23 H23 119.3 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.21
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.065
_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_i13366
_database_code_depnum_ccdc_archive 'CCDC 1481424'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2017-07-17 downloaded from the CCDC.
;

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        TBN
_chemical_formula_moiety         'C26 H16'
_chemical_formula_sum            'C26 H16'
_chemical_formula_weight         328.39

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_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                   12.1404(4)
_cell_length_b                   7.5623(2)
_cell_length_c                   17.6416(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.621(2)
_cell_angle_gamma                90
_cell_volume                     1605.36(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.00(10)
_cell_measurement_reflns_used    6493
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      34.15

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       niddle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS, 1996'
_exptl_absorpt_correction_T_min  0.9788
_exptl_absorpt_correction_T_max  0.9939

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100.00(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_number            27437
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_reflns_number_total             3275
_reflns_number_gt                2768
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0510P)²+0.4352P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.0080(13)
_refine_ls_number_reflns         3275
_refine_ls_number_parameters     300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0971
_refine_ls_wR_factor_gt          0.0902
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.037

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.40140(9) 0.82943(14) 0.36650(6) 0.0179(2) Uani 1 1 d . . .
C2 C 0.49109(10) 0.78283(16) 0.42255(7) 0.0220(3) Uani 1 1 d . . .
C3 C 0.47399(11) 0.71734(17) 0.49275(7) 0.0260(3) Uani 1 1 d . . .
C4 C 0.36657(11) 0.69076(17) 0.50990(7) 0.0277(3) Uani 1 1 d . . .
C5 C 0.27754(11) 0.72948(16) 0.45590(6) 0.0235(3) Uani 1 1 d . . .
C6 C 0.29250(9) 0.79934(14) 0.38399(6) 0.0181(2) Uani 1 1 d . . .
C7 C 0.19797(9) 0.83828(14) 0.32681(6) 0.0170(2) Uani 1 1 d . . .
C8 C 0.09025(10) 0.85808(15) 0.34623(7) 0.0204(3) Uani 1 1 d . . .
C9 C 0.00249(10) 0.90453(16) 0.29264(7) 0.0208(3) Uani 1 1 d . . .
C10 C 0.02079(9) 0.93581(15) 0.21749(6) 0.0193(2) Uani 1 1 d . . .
C11 C 0.12548(9) 0.91612(15) 0.19656(6) 0.0174(2) Uani 1 1 d . . .
C12 C 0.21636(9) 0.86386(14) 0.25004(6) 0.0155(2) Uani 1 1 d . . .
C13 C 0.32948(9) 0.85766(14) 0.23064(6) 0.0158(2) Uani 1 1 d . . .
C14 C 0.35322(9) 0.82630(14) 0.15278(6) 0.0174(2) Uani 1 1 d . . .
C15 C 0.27567(10) 0.73930(15) 0.09855(6) 0.0197(3) Uani 1 1 d . . .
C16 C 0.30103(11) 0.69546(17) 0.02711(7) 0.0249(3) Uani 1 1 d . . .
C17 C 0.40571(12) 0.73500(19) 0.00747(7) 0.0304(3) Uani 1 1 d . . .
C18 C 0.48420(11) 0.81373(18) 0.06014(7) 0.0280(3) Uani 1 1 d . . .
C19 C 0.46085(10) 0.85953(15) 0.13380(7) 0.0209(3) Uani 1 1 d . . .
C20 C 0.54442(9) 0.93683(15) 0.19124(7) 0.0213(3) Uani 1 1 d . . .
C21 C 0.64391(10) 1.00975(17) 0.17200(8) 0.0265(3) Uani 1 1 d . . .
C22 C 0.72052(10) 1.08788(17) 0.22630(8) 0.0299(3) Uani 1 1 d . . .
C23 C 0.69909(10) 1.09846(17) 0.30176(8) 0.0287(3) Uani 1 1 d . . .
C24 C 0.60257(10) 1.02842(16) 0.32217(7) 0.0235(3) Uani 1 1 d . . .
C25 C 0.52389(9) 0.94189(15) 0.26837(7) 0.0196(3) Uani 1 1 d . . .
C26 C 0.41779(9) 0.87861(14) 0.28852(6) 0.0168(2) Uani 1 1 d . . .
H2 H 0.5675(12) 0.7908(18) 0.4112(7) 0.022(3) Uiso 1 1 d . . .
H3 H 0.5389(12) 0.686(2) 0.5298(8) 0.032(4) Uiso 1 1 d . . .
H4 H 0.3530(12) 0.642(2) 0.5591(9) 0.038(4) Uiso 1 1 d . . .
H5 H 0.2006(12) 0.704(2) 0.4672(8) 0.033(4) Uiso 1 1 d . . .
H8 H 0.0778(11) 0.8458(19) 0.4009(8) 0.024(3) Uiso 1 1 d . . .
H9 H -0.0723(12) 0.9181(19) 0.3079(8) 0.028(4) Uiso 1 1 d . . .
H10 H -0.0409(11) 0.9749(19) 0.1787(8) 0.027(3) Uiso 1 1 d . . .
H11 H 0.1384(11) 0.9482(18) 0.1439(8) 0.023(3) Uiso 1 1 d . . .
H15 H 0.2025(11) 0.7015(18) 0.1132(7) 0.020(3) Uiso 1 1 d . . .
H16 H 0.2455(11) 0.6299(19) -0.0102(8) 0.026(3) Uiso 1 1 d . . .
H17 H 0.4255(12) 0.703(2) -0.0451(9) 0.040(4) Uiso 1 1 d . . .
H18 H 0.5607(13) 0.833(2) 0.0469(8) 0.036(4) Uiso 1 1 d . . .
H21 H 0.6580(12) 1.008(2) 0.1176(8) 0.030(4) Uiso 1 1 d . . .
H22 H 0.7883(13) 1.141(2) 0.2127(8) 0.037(4) Uiso 1 1 d . . .
H23 H 0.7527(12) 1.162(2) 0.3410(8) 0.034(4) Uiso 1 1 d . . .
H24 H 0.5853(11) 1.0460(19) 0.3748(8) 0.026(3) Uiso 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.4150(16) . ?
C1 C6 1.4153(16) . ?
C1 C26 1.4638(15) . ?
C2 C3 1.3749(17) . ?
C2 H2 0.977(14) . ?
C3 C4 1.3919(19) . ?
C3 H3 0.983(14) . ?
C4 C5 1.3742(17) . ?
C4 H4 0.978(15) . ?
C5 C6 1.4081(16) . ?
C5 H5 1.000(15) . ?
C6 C7 1.4540(16) . ?
C7 C8 1.4031(16) . ?
C7 C12 1.4149(15) . ?
C8 C9 1.3730(16) . ?
C8 H8 1.000(13) . ?
C9 C10 1.3933(16) . ?
C9 H9 0.986(14) . ?
C10 C11 1.3778(16) . ?
C10 H10 0.991(14) . ?
C11 C12 1.4098(15) . ?
C11 H11 0.993(13) . ?
C12 C13 1.4595(15) . ?
C13 C26 1.3882(15) . ?
C13 C14 1.4598(15) . ?
C14 C15 1.4126(16) . ?
C14 C19 1.4138(16) . ?
C15 C16 1.3769(16) . ?
C15 H15 0.999(13) . ?
C16 C17 1.3933(19) . ?
C16 H16 1.008(14) . ?
C17 C18 1.3751(19) . ?
C17 H17 1.018(15) . ?
C18 C19 1.4095(17) . ?
C18 H18 0.999(15) . ?
C19 C20 1.4578(17) . ?
C20 C21 1.4096(16) . ?
C20 C25 1.4160(16) . ?
C21 C22 1.3768(19) . ?
C21 H21 0.997(14) . ?
C22 C23 1.392(2) . ?
C22 H22 0.974(16) . ?
C23 C24 1.3766(18) . ?
C23 H23 1.006(15) . ?
C24 C25 1.4146(16) . ?
C24 H24 0.988(14) . ?
C25 C26 1.4615(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 C6 117.53(10) . . ?
C2 C1 C26 122.15(10) . . ?
C6 C1 C26 119.54(10) . . ?
C3 C2 C1 121.68(11) . . ?
C3 C2 H2 117.9(8) . . ?
C1 C2 H2 120.4(8) . . ?
C2 C3 C4 120.36(11) . . ?
C2 C3 H3 118.8(8) . . ?
C4 C3 H3 120.8(8) . . ?
C5 C4 C3 119.48(11) . . ?
C5 C4 H4 119.1(9) . . ?
C3 C4 H4 121.4(9) . . ?
C4 C5 C6 121.39(12) . . ?
C4 C5 H5 119.4(8) . . ?
C6 C5 H5 119.2(8) . . ?
C5 C6 C1 119.51(10) . . ?
C5 C6 C7 121.12(11) . . ?
C1 C6 C7 119.37(10) . . ?
C8 C7 C12 119.31(10) . . ?
C8 C7 C6 121.85(10) . . ?
C12 C7 C6 118.79(10) . . ?
C9 C8 C7 121.50(11) . . ?
C9 C8 H8 119.0(8) . . ?
C7 C8 H8 119.4(8) . . ?
C8 C9 C10 119.43(11) . . ?
C8 C9 H9 119.8(8) . . ?
C10 C9 H9 120.8(8) . . ?
C11 C10 C9 120.39(11) . . ?
C11 C10 H10 119.1(8) . . ?
C9 C10 H10 120.5(8) . . ?
C10 C11 C12 121.25(10) . . ?
C10 C11 H11 119.4(8) . . ?
C12 C11 H11 119.2(8) . . ?
C11 C12 C7 118.04(10) . . ?
C11 C12 C13 121.96(10) . . ?
C7 C12 C13 119.53(10) . . ?
C26 C13 C12 118.86(10) . . ?
C26 C13 C14 118.76(10) . . ?
C12 C13 C14 122.36(10) . . ?
C15 C14 C19 118.45(10) . . ?
C15 C14 C13 121.06(10) . . ?
C19 C14 C13 119.86(10) . . ?
C16 C15 C14 121.48(11) . . ?
C16 C15 H15 118.8(7) . . ?
C14 C15 H15 119.6(7) . . ?
C15 C16 C17 119.86(12) . . ?
C15 C16 H16 120.3(8) . . ?
C17 C16 H16 119.8(8) . . ?
C18 C17 C16 119.87(11) . . ?
C18 C17 H17 119.5(9) . . ?
C16 C17 H17 120.6(9) . . ?
C17 C18 C19 121.55(12) . . ?
C17 C18 H18 119.3(8) . . ?
C19 C18 H18 119.1(8) . . ?
C18 C19 C14 118.67(11) . . ?
C18 C19 C20 122.20(11) . . ?
C14 C19 C20 119.12(10) . . ?
C21 C20 C25 119.11(11) . . ?
C21 C20 C19 121.94(11) . . ?
C25 C20 C19 118.94(10) . . ?
C22 C21 C20 121.44(12) . . ?
C22 C21 H21 119.4(8) . . ?
C20 C21 H21 119.2(8) . . ?
C21 C22 C23 119.69(12) . . ?
C21 C22 H22 121.4(9) . . ?
C23 C22 H22 118.8(9) . . ?
C24 C23 C22 120.11(12) . . ?
C24 C23 H23 119.9(8) . . ?
C22 C23 H23 120.0(8) . . ?
C23 C24 C25 121.66(12) . . ?
C23 C24 H24 119.2(8) . . ?
C25 C24 H24 119.0(8) . . ?
C24 C25 C20 117.91(11) . . ?
C24 C25 C26 121.79(11) . . ?
C20 C25 C26 119.87(10) . . ?
C13 C26 C25 118.56(10) . . ?
C13 C26 C1 118.32(10) . . ?
C25 C26 C1 123.08(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
C6 C1 C2 C3 -2.57(17) . . . . ?
C26 C1 C2 C3 -172.36(11) . . . . ?
C1 C2 C3 C4 1.64(19) . . . . ?
C2 C3 C4 C5 0.40(19) . . . . ?
C3 C4 C5 C6 -1.43(19) . . . . ?
C4 C5 C6 C1 0.43(18) . . . . ?
C4 C5 C6 C7 179.35(11) . . . . ?
C2 C1 C6 C5 1.52(16) . . . . ?
C26 C1 C6 C5 171.59(10) . . . . ?
C2 C1 C6 C7 -177.41(10) . . . . ?
C26 C1 C6 C7 -7.35(15) . . . . ?
C5 C6 C7 C8 18.82(17) . . . . ?
C1 C6 C7 C8 -162.26(11) . . . . ?
C5 C6 C7 C12 -163.79(10) . . . . ?
C1 C6 C7 C12 15.12(15) . . . . ?
C12 C7 C8 C9 -1.06(17) . . . . ?
C6 C7 C8 C9 176.32(11) . . . . ?
C7 C8 C9 C10 -1.13(17) . . . . ?
C8 C9 C10 C11 1.60(17) . . . . ?
C9 C10 C11 C12 0.12(17) . . . . ?
C10 C11 C12 C7 -2.27(16) . . . . ?
C10 C11 C12 C13 -174.40(10) . . . . ?
C8 C7 C12 C11 2.70(16) . . . . ?
C6 C7 C12 C11 -174.75(10) . . . . ?
C8 C7 C12 C13 175.03(10) . . . . ?
C6 C7 C12 C13 -2.42(15) . . . . ?
C11 C12 C13 C26 153.39(11) . . . . ?
C7 C12 C13 C26 -18.63(15) . . . . ?
C11 C12 C13 C14 -27.99(15) . . . . ?
C7 C12 C13 C14 159.99(10) . . . . ?
C26 C13 C14 C15 155.52(10) . . . . ?
C12 C13 C14 C15 -23.09(16) . . . . ?
C26 C13 C14 C19 -15.21(15) . . . . ?
C12 C13 C14 C19 166.18(10) . . . . ?
C19 C14 C15 C16 -3.44(17) . . . . ?
C13 C14 C15 C16 -174.30(10) . . . . ?
C14 C15 C16 C17 0.84(18) . . . . ?
C15 C16 C17 C18 1.6(2) . . . . ?
C16 C17 C18 C19 -1.3(2) . . . . ?
C17 C18 C19 C14 -1.28(19) . . . . ?
C17 C18 C19 C20 177.60(12) . . . . ?
C15 C14 C19 C18 3.59(16) . . . . ?
C13 C14 C19 C18 174.56(10) . . . . ?
C15 C14 C19 C20 -175.33(10) . . . . ?
C13 C14 C19 C20 -4.35(16) . . . . ?
C18 C19 C20 C21 15.69(18) . . . . ?
C14 C19 C20 C21 -165.44(11) . . . . ?
C18 C19 C20 C25 -165.61(11) . . . . ?
C14 C19 C20 C25 13.26(16) . . . . ?
C25 C20 C21 C22 -0.97(18) . . . . ?
C19 C20 C21 C22 177.73(11) . . . . ?
C20 C21 C22 C23 -1.15(19) . . . . ?
C21 C22 C23 C24 1.09(19) . . . . ?
C22 C23 C24 C25 1.10(18) . . . . ?
C23 C24 C25 C20 -3.15(17) . . . . ?
C23 C24 C25 C26 -175.54(11) . . . . ?
C21 C20 C25 C24 3.04(16) . . . . ?
C19 C20 C25 C24 -175.70(10) . . . . ?
C21 C20 C25 C26 175.58(10) . . . . ?
C19 C20 C25 C26 -3.16(16) . . . . ?
C12 C13 C26 C25 -156.02(10) . . . . ?
C14 C13 C26 C25 25.31(15) . . . . ?
C12 C13 C26 C1 26.39(14) . . . . ?
C14 C13 C26 C1 -152.27(10) . . . . ?
C24 C25 C26 C13 155.90(11) . . . . ?
C20 C25 C26 C13 -16.34(16) . . . . ?
C24 C25 C26 C1 -26.64(16) . . . . ?
C20 C25 C26 C1 161.12(10) . . . . ?
C2 C1 C26 C13 156.01(11) . . . . ?
C6 C1 C26 C13 -13.58(15) . . . . ?
C2 C1 C26 C25 -21.46(17) . . . . ?
C6 C1 C26 C25 168.95(10) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_exptl_crystal_recrystallization_method 'Vapour deposition'
