# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2012


data_global
#TrackingRef '- 3a.cif'

_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_name        'Takashi Kubo'
_publ_contact_author_email       kubo@chem.sci.osaka-u.ac.jp
_publ_contact_author_address     
;
Department of Chemistry
Graduate School of Science
Osaka University
1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan
;

_publ_requested_journal          Chem.Commun.
_publ_section_title              
;
Aromaticity and pi-bond covalency: Strong intermolecular covalent bonding
interaction of a Kekule hydrocarbon with very large singlet biradical
character
;
_publ_section_abstract           
;
An anthracene-linked bisphenalenyl Kekule molecule with very large singlet
biradical character has shown a strong covalent bonding interaction between
molecules in a molecular aggregate. Large aromatic stabilization energy in
the anthracene linker is responsible for the large singlet biradical
character.
;
loop_
_publ_author_name
_publ_author_address

'Akihiro Shimizu'
;
Department of Chemistry
Graduate School of Science
Osaka University
1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan
;
'Yasukazu Hirao'
;
Department of Chemistry
Graduate School of Science
Osaka University
1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan
;
'Kozo Matsumoto'
;
Department of Chemistry
Graduate School of Science
Osaka University
1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan
;
'Hiroyuki Kurata'
;
Department of Chemistry
Graduate School of Science
Osaka University
1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan
;
'Takashi Kubo'
;
Department of Chemistry
Graduate School of Science
Osaka University
1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan
;
'Mikio Uruichi'
;
Institute for Molecular Science, Okazaki, Aichi 444-8585, Japan
;
'Kyuya Yakushi'
;
Institute for Molecular Science, Okazaki, Aichi 444-8585, Japan
;

data_Ph4tBu2ADPL
_database_code_depnum_ccdc_archive 'CCDC 871896'
#TrackingRef '- 3a.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C72 H52, 2(C8 H10)'
_chemical_formula_sum            'C88 H72'
_chemical_formula_weight         1129.46

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   'P 21/n '
_symmetry_Int_Tables_number      14

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                   16.1189(8)
_cell_length_b                   9.4946(5)
_cell_length_c                   21.3361(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.876(2)
_cell_angle_gamma                90.00
_cell_volume                     3206.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    22398
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.4

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 10.00
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            52330
_diffrn_reflns_av_R_equivalents  0.1074
_diffrn_reflns_av_sigmaI/netI    0.0632
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         27.46
_reflns_number_total             7328
_reflns_number_gt                3758
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 2.0'
_computing_structure_solution    SHELXS86
_computing_structure_refinement  SHELXL97
_computing_publication_material  'teXsan Ver. 2.0'
_computing_molecular_graphics    ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.1307P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7328
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1337
_refine_ls_R_factor_gt           0.0698
_refine_ls_wR_factor_ref         0.2289
_refine_ls_wR_factor_gt          0.1869
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.988
_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 0.44887(14) -0.4137(2) -0.04349(11) 0.0426(6) Uani 1 1 d . . .
C2 C 0.46776(14) -0.3711(2) 0.02019(11) 0.0407(5) Uani 1 1 d . . .
C3 C 0.43393(13) -0.2432(2) 0.04139(10) 0.0392(5) Uani 1 1 d . . .
C4 C 0.45496(14) -0.2080(2) 0.10498(11) 0.0409(5) Uani 1 1 d . . .
C5 C 0.43344(14) -0.0847(2) 0.14014(11) 0.0410(5) Uani 1 1 d . . .
C6 C 0.38534(15) 0.0380(2) 0.12559(11) 0.0463(6) Uani 1 1 d . . .
C7 C 0.37925(16) 0.1338(2) 0.17334(11) 0.0487(6) Uani 1 1 d . . .
C8 C 0.41945(15) 0.1135(2) 0.23820(11) 0.0440(6) Uani 1 1 d . . .
C9 C 0.41350(16) 0.2078(3) 0.28889(12) 0.0504(6) Uani 1 1 d . . .
C10 C 0.45352(16) 0.1779(3) 0.35151(12) 0.0518(6) Uani 1 1 d . . .
C11 C 0.50383(16) 0.0564(3) 0.36463(11) 0.0520(6) Uani 1 1 d . . .
C12 C 0.51090(14) -0.0420(2) 0.31574(11) 0.0445(6) Uani 1 1 d . . .
C13 C 0.55672(15) -0.1717(3) 0.32514(11) 0.0479(6) Uani 1 1 d . . .
C14 C 0.56148(15) -0.2644(2) 0.27555(11) 0.0447(6) Uani 1 1 d . . .
C15 C 0.52042(14) -0.2318(2) 0.21352(11) 0.0412(5) Uani 1 1 d . . .
C16 C 0.47381(14) -0.1053(2) 0.20397(11) 0.0409(5) Uani 1 1 d . . .
C17 C 0.46876(14) -0.0101(2) 0.25311(11) 0.0405(5) Uani 1 1 d . . .
C18 C 0.50990(14) -0.2986(2) 0.15051(11) 0.0396(5) Uani 1 1 d . . .
C19 C 0.54195(14) -0.4217(2) 0.13133(11) 0.0404(5) Uani 1 1 d . . .
C20 C 0.52063(14) -0.4616(2) 0.06539(10) 0.0400(5) Uani 1 1 d . . .
C21 C 0.37552(14) -0.1554(2) -0.00590(11) 0.0422(5) Uani 1 1 d . . .
C22 C 0.28914(15) -0.1590(3) -0.00567(12) 0.0528(7) Uani 1 1 d . . .
C23 C 0.23347(16) -0.0831(3) -0.05046(13) 0.0604(7) Uani 1 1 d . . .
C24 C 0.26264(18) -0.0037(3) -0.09566(13) 0.0608(7) Uani 1 1 d . . .
C25 C 0.34806(19) 0.0014(3) -0.09604(13) 0.0624(7) Uani 1 1 d . . .
C26 C 0.40415(15) -0.0743(3) -0.05161(12) 0.0508(6) Uani 1 1 d . . .
C27 C 0.60029(15) -0.5137(2) 0.17595(11) 0.0431(6) Uani 1 1 d . . .
C28 C 0.68626(17) -0.5020(3) 0.17801(13) 0.0594(7) Uani 1 1 d . . .
C29 C 0.74195(19) -0.5866(4) 0.21823(16) 0.0782(10) Uani 1 1 d . . .
C30 C 0.7125(2) -0.6863(4) 0.25487(16) 0.0794(10) Uani 1 1 d . . .
C31 C 0.6270(2) -0.7002(3) 0.25267(15) 0.0738(9) Uani 1 1 d . . .
C32 C 0.57113(17) -0.6136(3) 0.21346(13) 0.0598(7) Uani 1 1 d . . .
C33 C 0.44853(17) 0.2832(3) 0.40580(12) 0.0560(7) Uani 1 1 d . . .
C34 C 0.4436(2) 0.2064(3) 0.46768(15) 0.0834(10) Uani 1 1 d . . .
C35 C 0.3709(2) 0.3754(4) 0.39027(16) 0.0888(11) Uani 1 1 d . . .
C36 C 0.5271(2) 0.3734(4) 0.41622(17) 0.0958(12) Uani 1 1 d . . .
C37 C 0.26954(17) -0.5086(3) 0.16175(14) 0.0567(7) Uani 1 1 d . . .
C38 C 0.20887(18) -0.5975(3) 0.17747(15) 0.0631(8) Uani 1 1 d . . .
C39 C 0.16941(18) -0.6966(3) 0.13397(17) 0.0697(8) Uani 1 1 d . . .
C40 C 0.18994(18) -0.7078(3) 0.07456(16) 0.0670(8) Uani 1 1 d . . .
C41 C 0.25096(19) -0.6206(3) 0.05741(14) 0.0668(8) Uani 1 1 d . . .
C42 C 0.28995(18) -0.5219(3) 0.10172(14) 0.0603(7) Uani 1 1 d . . .
C43 C 0.3144(2) -0.4036(3) 0.20878(16) 0.0728(9) Uani 1 1 d . . .
C44 C 0.2742(3) -0.6304(4) -0.00723(17) 0.1044(13) Uani 1 1 d . . .
H1 H 0.4142 -0.3553 -0.0746 0.054 Uiso 1 1 d . . .
H2 H 0.3559 0.0547 0.0828 0.057 Uiso 1 1 d . . .
H3 H 0.3468 0.2177 0.1623 0.060 Uiso 1 1 d . . .
H4 H 0.3819 0.2936 0.2803 0.061 Uiso 1 1 d . . .
H5 H 0.5334 0.0386 0.4076 0.063 Uiso 1 1 d . . .
H6 H 0.5858 -0.1963 0.3673 0.060 Uiso 1 1 d . . .
H7 H 0.5930 -0.3504 0.2835 0.054 Uiso 1 1 d . . .
H8 H 0.2684 -0.2144 0.0260 0.064 Uiso 1 1 d . . .
H9 H 0.1737 -0.0884 -0.0514 0.074 Uiso 1 1 d . . .
H10 H 0.2237 0.0509 -0.1260 0.073 Uiso 1 1 d . . .
H11 H 0.3690 0.0569 -0.1274 0.075 Uiso 1 1 d . . .
H12 H 0.4632 -0.0701 -0.0523 0.061 Uiso 1 1 d . . .
H13 H 0.7070 -0.4337 0.1509 0.076 Uiso 1 1 d . . .
H14 H 0.8019 -0.5747 0.2206 0.095 Uiso 1 1 d . . .
H15 H 0.7518 -0.7478 0.2819 0.095 Uiso 1 1 d . . .
H16 H 0.6059 -0.7710 0.2783 0.092 Uiso 1 1 d . . .
H17 H 0.5114 -0.6223 0.2116 0.072 Uiso 1 1 d . . .
H18 H 0.4435 0.2695 0.5015 0.103 Uiso 1 1 d . . .
H19 H 0.4927 0.1445 0.4791 0.103 Uiso 1 1 d . . .
H20 H 0.3948 0.1472 0.4626 0.103 Uiso 1 1 d . . .
H21 H 0.3195 0.3200 0.3843 0.108 Uiso 1 1 d . . .
H22 H 0.3685 0.4422 0.4231 0.108 Uiso 1 1 d . . .
H23 H 0.3700 0.4263 0.3510 0.108 Uiso 1 1 d . . .
H24 H 0.5269 0.4398 0.4494 0.117 Uiso 1 1 d . . .
H25 H 0.5771 0.3162 0.4270 0.117 Uiso 1 1 d . . .
H26 H 0.5312 0.4241 0.3777 0.117 Uiso 1 1 d . . .
H27 H 0.1945 -0.5921 0.2196 0.080 Uiso 1 1 d . . .
H28 H 0.1271 -0.7576 0.1454 0.084 Uiso 1 1 d . . .
H29 H 0.1612 -0.7750 0.0440 0.083 Uiso 1 1 d . . .
H30 H 0.3337 -0.4624 0.0906 0.072 Uiso 1 1 d . . .
H31 H 0.3072 -0.3103 0.1923 0.089 Uiso 1 1 d . . .
H32 H 0.3737 -0.4238 0.2191 0.089 Uiso 1 1 d . . .
H33 H 0.2927 -0.4073 0.2478 0.089 Uiso 1 1 d . . .
H34 H 0.3178 -0.5663 -0.0121 0.123 Uiso 1 1 d . . .
H35 H 0.2268 -0.6153 -0.0409 0.123 Uiso 1 1 d . . .
H36 H 0.2954 -0.7253 -0.0140 0.123 Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0493(13) 0.0389(13) 0.0398(13) -0.0033(10) 0.0091(10) 0.0029(10)
C2 0.0445(12) 0.0378(12) 0.0403(13) -0.0036(10) 0.0090(10) 0.0023(10)
C3 0.0449(12) 0.0348(12) 0.0380(13) -0.0006(10) 0.0082(10) 0.0023(10)
C4 0.0485(13) 0.0350(12) 0.0401(13) -0.0017(10) 0.0107(10) 0.0035(10)
C5 0.0485(13) 0.0372(12) 0.0384(13) -0.0013(10) 0.0107(10) 0.0024(10)
C6 0.0577(15) 0.0414(13) 0.0397(13) -0.0038(11) 0.0084(11) 0.0041(11)
C7 0.0627(15) 0.0400(13) 0.0440(14) -0.0018(11) 0.0115(12) 0.0088(12)
C8 0.0503(13) 0.0400(13) 0.0434(14) -0.0066(11) 0.0130(11) 0.0008(11)
C9 0.0639(15) 0.0417(13) 0.0463(15) -0.0056(11) 0.0125(12) 0.0068(12)
C10 0.0596(15) 0.0469(15) 0.0492(15) -0.0104(12) 0.0110(12) 0.0019(12)
C11 0.0662(16) 0.0514(15) 0.0401(14) -0.0091(12) 0.0138(12) 0.0008(13)
C12 0.0492(14) 0.0441(13) 0.0417(14) -0.0065(11) 0.0122(11) -0.0016(11)
C13 0.0550(14) 0.0463(14) 0.0421(14) -0.0012(11) 0.0079(11) 0.0044(11)
C14 0.0530(14) 0.0411(13) 0.0405(13) -0.0017(11) 0.0104(11) 0.0046(11)
C15 0.0463(13) 0.0389(12) 0.0398(13) -0.0043(10) 0.0119(10) -0.0011(10)
C16 0.0457(13) 0.0377(12) 0.0411(13) -0.0044(10) 0.0126(10) 0.0000(10)
C17 0.0473(13) 0.0372(12) 0.0386(13) -0.0037(10) 0.0120(10) 0.0004(10)
C18 0.0470(13) 0.0358(12) 0.0362(12) -0.0013(10) 0.0084(10) 0.0008(10)
C19 0.0433(12) 0.0383(12) 0.0397(13) -0.0023(10) 0.0076(10) 0.0003(10)
C20 0.0465(13) 0.0372(12) 0.0366(13) -0.0022(10) 0.0085(10) 0.0012(10)
C21 0.0505(14) 0.0370(12) 0.0392(13) -0.0041(10) 0.0085(10) 0.0034(10)
C22 0.0521(15) 0.0561(16) 0.0517(16) 0.0066(13) 0.0137(12) 0.0057(12)
C23 0.0495(15) 0.0716(19) 0.0591(17) 0.0108(15) 0.0080(13) 0.0090(14)
C24 0.0598(17) 0.0642(18) 0.0560(17) 0.0139(14) 0.0048(13) 0.0108(14)
C25 0.0702(18) 0.0633(18) 0.0541(17) 0.0174(14) 0.0132(14) 0.0029(14)
C26 0.0536(15) 0.0510(15) 0.0488(15) 0.0050(12) 0.0122(12) 0.0018(12)
C27 0.0516(14) 0.0379(13) 0.0394(13) -0.0083(10) 0.0078(10) 0.0050(10)
C28 0.0532(16) 0.0699(18) 0.0544(16) -0.0031(14) 0.0086(13) 0.0091(13)
C29 0.0627(18) 0.097(3) 0.072(2) -0.006(2) 0.0042(16) 0.0247(18)
C30 0.096(3) 0.071(2) 0.063(2) -0.0011(17) -0.0046(18) 0.0337(19)
C31 0.096(2) 0.0542(18) 0.064(2) 0.0114(15) -0.0029(17) 0.0030(16)
C32 0.0678(17) 0.0498(16) 0.0585(17) 0.0090(14) 0.0037(14) -0.0022(13)
C33 0.0694(17) 0.0512(15) 0.0482(15) -0.0136(12) 0.0132(13) 0.0034(13)
C34 0.129(3) 0.069(2) 0.060(2) -0.0105(16) 0.0370(19) 0.010(2)
C35 0.107(3) 0.091(2) 0.069(2) -0.0299(19) 0.0172(18) 0.030(2)
C36 0.107(3) 0.097(3) 0.092(3) -0.052(2) 0.039(2) -0.038(2)
C37 0.0558(16) 0.0444(15) 0.0729(19) 0.0029(13) 0.0196(14) 0.0057(12)
C38 0.0635(17) 0.0518(16) 0.081(2) 0.0031(15) 0.0310(15) 0.0065(14)
C39 0.0615(17) 0.0556(18) 0.096(3) 0.0051(17) 0.0254(17) -0.0037(14)
C40 0.0610(17) 0.0624(18) 0.076(2) 0.0034(16) 0.0092(15) -0.0075(14)
C41 0.0734(19) 0.0666(19) 0.0610(19) 0.0113(15) 0.0139(15) -0.0034(16)
C42 0.0648(17) 0.0489(16) 0.0682(19) 0.0079(14) 0.0156(14) -0.0027(13)
C43 0.077(2) 0.0576(18) 0.088(2) -0.0069(17) 0.0256(17) 0.0000(15)
C44 0.136(3) 0.111(3) 0.071(2) -0.004(2) 0.033(2) -0.039(3)

_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 1.395(3) . ?
C1 C20 1.396(3) 3_645 ?
C1 H1 0.960 . ?
C2 C3 1.438(3) . ?
C2 C20 1.444(3) . ?
C3 C4 1.376(3) . ?
C3 C21 1.497(3) . ?
C4 C18 1.464(3) . ?
C4 C5 1.466(3) . ?
C5 C6 1.401(3) . ?
C5 C16 1.408(3) . ?
C6 C7 1.383(3) . ?
C6 H2 0.959 . ?
C7 C8 1.426(3) . ?
C7 H3 0.957 . ?
C8 C17 1.419(3) . ?
C8 C9 1.421(3) . ?
C9 C10 1.399(3) . ?
C9 H4 0.960 . ?
C10 C11 1.408(3) . ?
C10 C33 1.543(3) . ?
C11 C12 1.421(3) . ?
C11 H5 0.964 . ?
C12 C17 1.413(3) . ?
C12 C13 1.430(3) . ?
C13 C14 1.390(3) . ?
C13 H6 0.961 . ?
C14 C15 1.398(3) . ?
C14 H7 0.960 . ?
C15 C16 1.411(3) . ?
C15 C18 1.467(3) . ?
C16 C17 1.399(3) . ?
C18 C19 1.372(3) . ?
C19 C20 1.435(3) . ?
C19 C27 1.488(3) . ?
C20 C1 1.396(3) 3_645 ?
C21 C26 1.388(3) . ?
C21 C22 1.394(3) . ?
C22 C23 1.383(3) . ?
C22 H8 0.963 . ?
C23 C24 1.375(4) . ?
C23 H9 0.961 . ?
C24 C25 1.379(4) . ?
C24 H10 0.964 . ?
C25 C26 1.382(4) . ?
C25 H11 0.962 . ?
C26 H12 0.956 . ?
C27 C32 1.380(3) . ?
C27 C28 1.383(3) . ?
C28 C29 1.377(4) . ?
C28 H13 0.970 . ?
C29 C30 1.368(5) . ?
C29 H14 0.965 . ?
C30 C31 1.377(5) . ?
C30 H15 0.968 . ?
C31 C32 1.379(4) . ?
C31 H16 0.968 . ?
C32 H17 0.960 . ?
C33 C36 1.510(4) . ?
C33 C35 1.511(4) . ?
C33 C34 1.523(4) . ?
C34 H18 0.937 . ?
C34 H19 0.978 . ?
C34 H20 0.957 . ?
C35 H21 0.970 . ?
C35 H22 0.951 . ?
C35 H23 0.966 . ?
C36 H24 0.948 . ?
C36 H25 0.963 . ?
C36 H26 0.965 . ?
C37 C38 1.381(4) . ?
C37 C42 1.387(4) . ?
C37 C43 1.500(4) . ?
C38 C39 1.389(4) . ?
C38 H27 0.970 . ?
C39 C40 1.373(4) . ?
C39 H28 0.960 . ?
C40 C41 1.386(4) . ?
C40 H29 0.966 . ?
C41 C42 1.394(4) . ?
C41 C44 1.499(4) . ?
C42 H30 0.967 . ?
C43 H31 0.951 . ?
C43 H32 0.959 . ?
C43 H33 0.962 . ?
C44 H34 0.950 . ?
C44 H35 0.956 . ?
C44 H36 0.984 . ?

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 C20 123.1(2) . 3_645 ?
C2 C1 H1 119.9 . . ?
C20 C1 H1 117.0 3_645 . ?
C1 C2 C3 121.7(2) . . ?
C1 C2 C20 118.1(2) . . ?
C3 C2 C20 120.2(2) . . ?
C4 C3 C2 118.6(2) . . ?
C4 C3 C21 122.4(2) . . ?
C2 C3 C21 119.05(19) . . ?
C3 C4 C18 121.1(2) . . ?
C3 C4 C5 131.3(2) . . ?
C18 C4 C5 107.54(19) . . ?
C6 C5 C16 117.7(2) . . ?
C6 C5 C4 136.4(2) . . ?
C16 C5 C4 105.87(19) . . ?
C7 C6 C5 119.8(2) . . ?
C7 C6 H2 120.0 . . ?
C5 C6 H2 120.2 . . ?
C6 C7 C8 122.9(2) . . ?
C6 C7 H3 118.5 . . ?
C8 C7 H3 118.6 . . ?
C17 C8 C9 117.7(2) . . ?
C17 C8 C7 117.5(2) . . ?
C9 C8 C7 124.7(2) . . ?
C10 C9 C8 120.9(2) . . ?
C10 C9 H4 119.1 . . ?
C8 C9 H4 119.9 . . ?
C9 C10 C11 120.0(2) . . ?
C9 C10 C33 120.4(2) . . ?
C11 C10 C33 119.4(2) . . ?
C10 C11 C12 121.1(2) . . ?
C10 C11 H5 119.7 . . ?
C12 C11 H5 119.2 . . ?
C17 C12 C11 117.5(2) . . ?
C17 C12 C13 117.4(2) . . ?
C11 C12 C13 125.0(2) . . ?
C14 C13 C12 122.7(2) . . ?
C14 C13 H6 118.1 . . ?
C12 C13 H6 119.2 . . ?
C13 C14 C15 119.7(2) . . ?
C13 C14 H7 120.6 . . ?
C15 C14 H7 119.7 . . ?
C14 C15 C16 118.0(2) . . ?
C14 C15 C18 136.4(2) . . ?
C16 C15 C18 105.63(19) . . ?
C17 C16 C5 123.6(2) . . ?
C17 C16 C15 123.2(2) . . ?
C5 C16 C15 113.2(2) . . ?
C16 C17 C12 119.0(2) . . ?
C16 C17 C8 118.4(2) . . ?
C12 C17 C8 122.6(2) . . ?
C19 C18 C4 121.2(2) . . ?
C19 C18 C15 131.1(2) . . ?
C4 C18 C15 107.74(19) . . ?
C18 C19 C20 118.9(2) . . ?
C18 C19 C27 122.5(2) . . ?
C20 C19 C27 118.55(19) . . ?
C1 C20 C19 121.2(2) 3_645 . ?
C1 C20 C2 118.8(2) 3_645 . ?
C19 C20 C2 120.0(2) . . ?
C26 C21 C22 118.7(2) . . ?
C26 C21 C3 122.2(2) . . ?
C22 C21 C3 119.0(2) . . ?
C23 C22 C21 120.2(2) . . ?
C23 C22 H8 120.2 . . ?
C21 C22 H8 119.6 . . ?
C24 C23 C22 120.5(2) . . ?
C24 C23 H9 119.2 . . ?
C22 C23 H9 120.3 . . ?
C23 C24 C25 119.8(2) . . ?
C23 C24 H10 120.1 . . ?
C25 C24 H10 120.1 . . ?
C24 C25 C26 120.2(2) . . ?
C24 C25 H11 120.4 . . ?
C26 C25 H11 119.5 . . ?
C25 C26 C21 120.6(2) . . ?
C25 C26 H12 119.5 . . ?
C21 C26 H12 119.9 . . ?
C32 C27 C28 119.1(2) . . ?
C32 C27 C19 122.1(2) . . ?
C28 C27 C19 118.8(2) . . ?
C29 C28 C27 120.3(3) . . ?
C29 C28 H13 120.3 . . ?
C27 C28 H13 119.4 . . ?
C30 C29 C28 120.3(3) . . ?
C30 C29 H14 120.1 . . ?
C28 C29 H14 119.6 . . ?
C29 C30 C31 120.0(3) . . ?
C29 C30 H15 120.0 . . ?
C31 C30 H15 120.0 . . ?
C30 C31 C32 119.9(3) . . ?
C30 C31 H16 120.3 . . ?
C32 C31 H16 119.9 . . ?
C31 C32 C27 120.5(3) . . ?
C31 C32 H17 120.6 . . ?
C27 C32 H17 119.0 . . ?
C36 C33 C35 109.9(3) . . ?
C36 C33 C34 108.8(3) . . ?
C35 C33 C34 106.9(3) . . ?
C36 C33 C10 108.5(2) . . ?
C35 C33 C10 111.6(2) . . ?
C34 C33 C10 111.0(2) . . ?
C33 C34 H18 111.6 . . ?
C33 C34 H19 109.4 . . ?
H18 C34 H19 108.1 . . ?
C33 C34 H20 111.1 . . ?
H18 C34 H20 109.9 . . ?
H19 C34 H20 106.5 . . ?
C33 C35 H21 111.5 . . ?
C33 C35 H22 111.9 . . ?
H21 C35 H22 107.7 . . ?
C33 C35 H23 110.9 . . ?
H21 C35 H23 106.6 . . ?
H22 C35 H23 108.1 . . ?
C33 C36 H24 111.5 . . ?
C33 C36 H25 110.9 . . ?
H24 C36 H25 108.5 . . ?
C33 C36 H26 110.4 . . ?
H24 C36 H26 108.3 . . ?
H25 C36 H26 107.1 . . ?
C38 C37 C42 118.1(3) . . ?
C38 C37 C43 121.2(3) . . ?
C42 C37 C43 120.7(3) . . ?
C37 C38 C39 120.5(3) . . ?
C37 C38 H27 119.7 . . ?
C39 C38 H27 119.7 . . ?
C40 C39 C38 120.6(3) . . ?
C40 C39 H28 119.6 . . ?
C38 C39 H28 119.8 . . ?
C39 C40 C41 120.3(3) . . ?
C39 C40 H29 120.4 . . ?
C41 C40 H29 119.3 . . ?
C40 C41 C42 118.3(3) . . ?
C40 C41 C44 121.3(3) . . ?
C42 C41 C44 120.4(3) . . ?
C37 C42 C41 122.2(3) . . ?
C37 C42 H30 118.9 . . ?
C41 C42 H30 118.9 . . ?
C37 C43 H31 111.2 . . ?
C37 C43 H32 110.7 . . ?
H31 C43 H32 108.5 . . ?
C37 C43 H33 110.3 . . ?
H31 C43 H33 108.3 . . ?
H32 C43 H33 107.7 . . ?
C41 C44 H34 112.3 . . ?
C41 C44 H35 112.3 . . ?
H34 C44 H35 109.0 . . ?
C41 C44 H36 110.2 . . ?
H34 C44 H36 106.6 . . ?
H35 C44 H36 106.1 . . ?

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
C20 C1 C2 C3 -178.8(2) 3_645 . . . ?
C20 C1 C2 C20 -0.7(4) 3_645 . . . ?
C1 C2 C3 C4 179.7(2) . . . . ?
C20 C2 C3 C4 1.7(3) . . . . ?
C1 C2 C3 C21 1.3(3) . . . . ?
C20 C2 C3 C21 -176.7(2) . . . . ?
C2 C3 C4 C18 -0.6(3) . . . . ?
C21 C3 C4 C18 177.8(2) . . . . ?
C2 C3 C4 C5 177.6(2) . . . . ?
C21 C3 C4 C5 -4.0(4) . . . . ?
C3 C4 C5 C6 1.2(5) . . . . ?
C18 C4 C5 C6 179.6(3) . . . . ?
C3 C4 C5 C16 -179.2(2) . . . . ?
C18 C4 C5 C16 -0.8(2) . . . . ?
C16 C5 C6 C7 0.3(3) . . . . ?
C4 C5 C6 C7 179.8(2) . . . . ?
C5 C6 C7 C8 -0.7(4) . . . . ?
C6 C7 C8 C17 1.1(4) . . . . ?
C6 C7 C8 C9 -178.7(2) . . . . ?
C17 C8 C9 C10 -1.3(4) . . . . ?
C7 C8 C9 C10 178.5(2) . . . . ?
C8 C9 C10 C11 3.0(4) . . . . ?
C8 C9 C10 C33 178.3(2) . . . . ?
C9 C10 C11 C12 -3.8(4) . . . . ?
C33 C10 C11 C12 -179.2(2) . . . . ?
C10 C11 C12 C17 2.8(4) . . . . ?
C10 C11 C12 C13 -176.5(2) . . . . ?
C17 C12 C13 C14 0.6(4) . . . . ?
C11 C12 C13 C14 179.9(2) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C13 C14 C15 C16 -1.2(3) . . . . ?
C13 C14 C15 C18 -179.7(2) . . . . ?
C6 C5 C16 C17 -0.3(3) . . . . ?
C4 C5 C16 C17 -180.0(2) . . . . ?
C6 C5 C16 C15 179.9(2) . . . . ?
C4 C5 C16 C15 0.3(3) . . . . ?
C14 C15 C16 C17 1.8(3) . . . . ?
C18 C15 C16 C17 -179.4(2) . . . . ?
C14 C15 C16 C5 -178.5(2) . . . . ?
C18 C15 C16 C5 0.4(3) . . . . ?
C5 C16 C17 C12 179.2(2) . . . . ?
C15 C16 C17 C12 -1.1(3) . . . . ?
C5 C16 C17 C8 0.8(3) . . . . ?
C15 C16 C17 C8 -179.5(2) . . . . ?
C11 C12 C17 C16 -179.4(2) . . . . ?
C13 C12 C17 C16 -0.1(3) . . . . ?
C11 C12 C17 C8 -1.1(3) . . . . ?
C13 C12 C17 C8 178.3(2) . . . . ?
C9 C8 C17 C16 178.7(2) . . . . ?
C7 C8 C17 C16 -1.1(3) . . . . ?
C9 C8 C17 C12 0.4(3) . . . . ?
C7 C8 C17 C12 -179.5(2) . . . . ?
C3 C4 C18 C19 -0.2(3) . . . . ?
C5 C4 C18 C19 -178.8(2) . . . . ?
C3 C4 C18 C15 179.6(2) . . . . ?
C5 C4 C18 C15 1.1(2) . . . . ?
C14 C15 C18 C19 -2.5(5) . . . . ?
C16 C15 C18 C19 178.9(2) . . . . ?
C14 C15 C18 C4 177.7(3) . . . . ?
C16 C15 C18 C4 -0.9(2) . . . . ?
C4 C18 C19 C20 -0.2(3) . . . . ?
C15 C18 C19 C20 180.0(2) . . . . ?
C4 C18 C19 C27 177.9(2) . . . . ?
C15 C18 C19 C27 -2.0(4) . . . . ?
C18 C19 C20 C1 -179.6(2) . . . 3_645 ?
C27 C19 C20 C1 2.3(3) . . . 3_645 ?
C18 C19 C20 C2 1.4(3) . . . . ?
C27 C19 C20 C2 -176.8(2) . . . . ?
C1 C2 C20 C1 0.7(4) . . . 3_645 ?
C3 C2 C20 C1 178.8(2) . . . 3_645 ?
C1 C2 C20 C19 179.8(2) . . . . ?
C3 C2 C20 C19 -2.2(3) . . . . ?
C4 C3 C21 C26 107.9(3) . . . . ?
C2 C3 C21 C26 -73.7(3) . . . . ?
C4 C3 C21 C22 -74.5(3) . . . . ?
C2 C3 C21 C22 103.8(3) . . . . ?
C26 C21 C22 C23 0.2(4) . . . . ?
C3 C21 C22 C23 -177.5(2) . . . . ?
C21 C22 C23 C24 0.1(4) . . . . ?
C22 C23 C24 C25 -0.6(5) . . . . ?
C23 C24 C25 C26 0.7(5) . . . . ?
C24 C25 C26 C21 -0.4(4) . . . . ?
C22 C21 C26 C25 0.0(4) . . . . ?
C3 C21 C26 C25 177.6(2) . . . . ?
C18 C19 C27 C32 85.1(3) . . . . ?
C20 C19 C27 C32 -96.8(3) . . . . ?
C18 C19 C27 C28 -97.4(3) . . . . ?
C20 C19 C27 C28 80.7(3) . . . . ?
C32 C27 C28 C29 -1.7(4) . . . . ?
C19 C27 C28 C29 -179.3(2) . . . . ?
C27 C28 C29 C30 2.3(5) . . . . ?
C28 C29 C30 C31 -1.4(5) . . . . ?
C29 C30 C31 C32 0.0(5) . . . . ?
C30 C31 C32 C27 0.6(5) . . . . ?
C28 C27 C32 C31 0.3(4) . . . . ?
C19 C27 C32 C31 177.8(2) . . . . ?
C9 C10 C33 C36 -96.2(3) . . . . ?
C11 C10 C33 C36 79.1(3) . . . . ?
C9 C10 C33 C35 25.0(4) . . . . ?
C11 C10 C33 C35 -159.7(3) . . . . ?
C9 C10 C33 C34 144.3(3) . . . . ?
C11 C10 C33 C34 -40.4(3) . . . . ?
C42 C37 C38 C39 -0.4(4) . . . . ?
C43 C37 C38 C39 -178.3(3) . . . . ?
C37 C38 C39 C40 -0.1(4) . . . . ?
C38 C39 C40 C41 0.5(5) . . . . ?
C39 C40 C41 C42 -0.4(4) . . . . ?
C39 C40 C41 C44 -179.8(3) . . . . ?
C38 C37 C42 C41 0.5(4) . . . . ?
C43 C37 C42 C41 178.4(3) . . . . ?
C40 C41 C42 C37 -0.1(4) . . . . ?
C44 C41 C42 C37 179.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.053

# Attachment '- 3b.cif'

data_Ph4ADPL
_database_code_depnum_ccdc_archive 'CCDC 871897'
#TrackingRef '- 3b.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C64 H36, 2(C7 H8)'
_chemical_formula_sum            'C78 H52'
_chemical_formula_weight         989.20

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           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.152(2)
_cell_length_b                   11.5617(18)
_cell_length_c                   11.940(2)
_cell_angle_alpha                90.925(5)
_cell_angle_beta                 96.852(7)
_cell_angle_gamma                108.851(6)
_cell_volume                     1314.6(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    10866
_cell_measurement_theta_min      6.5
_cell_measurement_theta_max      55.0

_exptl_crystal_description       platelet
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             520
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   none

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12898
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0469
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5918
_reflns_number_gt                4281
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 2.0'
_computing_structure_solution    DirectMethod
_computing_structure_refinement  SHELXL97
_computing_publication_material  'teXsan Ver. 2.0'
_computing_molecular_graphics    ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0438P)^2^+1.5783P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5918
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0673
_refine_ls_wR_factor_ref         0.2018
_refine_ls_wR_factor_gt          0.1930
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_restrained_S_all      1.185
_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 0.7878(3) 0.0966(2) 0.2411(2) 0.0287(5) Uani 1 1 d . . .
C2 C 0.6147(3) -0.0363(2) 0.0473(2) 0.0286(5) Uani 1 1 d . . .
C3 C 0.5842(3) 0.0633(2) 0.1005(2) 0.0280(5) Uani 1 1 d . . .
C4 C 1.1013(3) 0.0895(2) 0.4219(2) 0.0302(5) Uani 1 1 d . . .
C5 C 0.9851(3) 0.0731(2) 0.3406(2) 0.0294(5) Uani 1 1 d . . .
C6 C 0.8165(3) -0.0062(2) 0.1877(2) 0.0291(5) Uani 1 1 d . . .
C7 C 0.7560(3) -0.1779(2) 0.0371(2) 0.0300(5) Uani 1 1 d . . .
C8 C 0.6394(3) 0.2329(2) 0.2522(2) 0.0296(5) Uani 1 1 d . . .
C9 C 0.9418(3) -0.0205(2) 0.2534(2) 0.0297(5) Uani 1 1 d . . .
C10 C 0.5287(3) -0.0961(2) -0.0513(2) 0.0293(5) Uani 1 1 d . . .
H1 H 0.5484 -0.1620 -0.0860 0.035 Uiso 1 1 calc R . .
C11 C 0.7324(3) -0.0715(2) 0.0945(2) 0.0291(5) Uani 1 1 d . . .
C12 C 1.1352(3) -0.0861(3) 0.3286(2) 0.0356(6) Uani 1 1 d . . .
H2 H 1.1862 -0.1417 0.3250 0.043 Uiso 1 1 calc R . .
C13 C 1.1796(3) 0.0082(2) 0.4168(2) 0.0325(6) Uani 1 1 d . . .
C14 C 0.6738(3) 0.1296(2) 0.1999(2) 0.0283(5) Uani 1 1 d . . .
C15 C 1.1325(3) 0.1842(2) 0.5079(2) 0.0321(6) Uani 1 1 d . . .
C16 C 1.2483(3) 0.1956(2) 0.5915(2) 0.0359(6) Uani 1 1 d . . .
H3 H 1.2729 0.2574 0.6510 0.043 Uiso 1 1 calc R . .
C17 C 1.0199(3) -0.0995(2) 0.2475(2) 0.0338(6) Uani 1 1 d . . .
H4 H 0.9945 -0.1621 0.1887 0.041 Uiso 1 1 calc R . .
C18 C 0.8961(3) 0.1451(2) 0.3392(2) 0.0296(5) Uani 1 1 d . . .
C19 C 1.0423(3) 0.2561(2) 0.5066(2) 0.0346(6) Uani 1 1 d . . .
H5 H 1.0612 0.3187 0.5646 0.041 Uiso 1 1 calc R . .
C20 C 1.3257(3) 0.1169(3) 0.5868(2) 0.0372(6) Uani 1 1 d . . .
H6 H 1.4039 0.1270 0.6429 0.045 Uiso 1 1 calc R . .
C21 C 1.2933(3) 0.0237(3) 0.5031(2) 0.0355(6) Uani 1 1 d . . .
H7 H 1.3475 -0.0297 0.5037 0.043 Uiso 1 1 calc R . .
C22 C 0.9276(3) 0.2389(2) 0.4241(2) 0.0334(6) Uani 1 1 d . . .
H8 H 0.8710 0.2901 0.4253 0.040 Uiso 1 1 calc R . .
C23 C 0.7176(3) 0.3532(2) 0.2372(2) 0.0384(6) Uani 1 1 d . . .
H9 H 0.7962 0.3698 0.1968 0.046 Uiso 1 1 calc R . .
C24 C 0.6887(3) -0.2966(3) 0.0654(3) 0.0417(7) Uani 1 1 d . . .
H10 H 0.6344 -0.3101 0.1263 0.050 Uiso 1 1 calc R . .
C25 C 0.6820(4) 0.4498(3) 0.2808(3) 0.0487(8) Uani 1 1 d . . .
H11 H 0.7366 0.5318 0.2703 0.058 Uiso 1 1 calc R . .
C26 C 0.8363(3) -0.1600(3) -0.0511(3) 0.0456(7) Uani 1 1 d . . .
H12 H 0.8842 -0.0793 -0.0706 0.055 Uiso 1 1 calc R . .
C27 C 0.7004(4) -0.3957(3) 0.0049(3) 0.0523(8) Uani 1 1 d . . .
H13 H 0.6547 -0.4768 0.0248 0.063 Uiso 1 1 calc R . .
C28 C 0.5250(3) 0.2113(3) 0.3112(3) 0.0426(7) Uani 1 1 d . . .
H14 H 0.4706 0.1295 0.3225 0.051 Uiso 1 1 calc R . .
C29 C 0.7783(4) -0.3764(3) -0.0837(3) 0.0558(9) Uani 1 1 d . . .
H15 H 0.7845 -0.4442 -0.1261 0.067 Uiso 1 1 calc R . .
C30 C 0.4891(4) 0.3076(3) 0.3539(3) 0.0548(9) Uani 1 1 d . . .
H16 H 0.4099 0.2915 0.3936 0.066 Uiso 1 1 calc R . .
C31 C 0.5683(4) 0.4268(3) 0.3389(3) 0.0542(9) Uani 1 1 d . . .
H17 H 0.5442 0.4928 0.3687 0.065 Uiso 1 1 calc R . .
C32 C 0.8468(4) -0.2598(3) -0.1110(3) 0.0579(9) Uani 1 1 d . . .
H18 H 0.9021 -0.2470 -0.1714 0.069 Uiso 1 1 calc R . .
C33 C 0.0746(4) 0.5961(3) 0.2082(4) 0.0575(10) Uani 1 1 d . A 1
H19 H -0.0156 0.5773 0.1654 0.069 Uiso 1 1 calc R A 1
C34 C 0.3210(4) 0.6968(4) 0.2320(4) 0.0622(10) Uani 1 1 d . A 1
H20 H 0.4038 0.7460 0.2044 0.075 Uiso 1 1 calc R A 1
C35 C 0.2170(5) 0.5704(4) 0.3751(4) 0.0770(12) Uani 1 1 d . A 1
H21 H 0.2254 0.5335 0.4450 0.092 Uiso 1 1 calc R A 1
C36 C 0.1908(5) 0.6748(3) 0.1652(4) 0.0504(9) Uani 0.85 1 d P A 1
C37 C 0.0863(4) 0.5464(4) 0.3079(4) 0.0550(10) Uani 0.85 1 d P A 1
H22 H 0.0042 0.4935 0.3339 0.066 Uiso 1 1 calc R A 1
C38 C 0.3321(5) 0.6498(4) 0.3347(5) 0.0665(12) Uani 0.85 1 d P A 1
H23 H 0.4212 0.6722 0.3798 0.080 Uiso 1 1 calc R A 1
C39 C 0.1790(6) 0.7266(5) 0.0566(5) 0.0914(15) Uani 1 1 d . A 1
H24 H 0.0872 0.6824 0.0138 0.137 Uiso 1 1 calc R A 1
H25 H 0.2535 0.7193 0.0146 0.137 Uiso 1 1 calc R A 1
H26 H 0.1882 0.8132 0.0677 0.137 Uiso 1 1 calc R A 1
C40 C 0.219(2) 0.6070(18) 0.2896(15) 0.041(5) Uani 0.15 1 d P B 2
C41 C 0.299(4) 0.717(3) 0.134(3) 0.073(8) Uani 0.15 1 d P C 2
C42 C 0.071(5) 0.640(3) 0.121(2) 0.116(17) Uani 0.15 1 d P D 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0353(13) 0.0266(12) 0.0235(11) -0.0008(9) -0.0015(10) 0.0113(10)
C2 0.0339(13) 0.0280(12) 0.0247(12) 0.0004(10) -0.0017(10) 0.0132(10)
C3 0.0330(13) 0.0271(12) 0.0237(12) -0.0019(9) -0.0006(10) 0.0114(10)
C4 0.0300(13) 0.0309(13) 0.0272(12) 0.0034(10) -0.0001(10) 0.0078(10)
C5 0.0321(13) 0.0295(12) 0.0258(12) 0.0000(10) 0.0002(10) 0.0105(10)
C6 0.0319(13) 0.0298(12) 0.0271(12) 0.0006(10) -0.0008(10) 0.0140(10)
C7 0.0332(13) 0.0340(13) 0.0251(12) -0.0030(10) -0.0058(10) 0.0178(11)
C8 0.0342(13) 0.0337(13) 0.0229(11) -0.0044(10) -0.0061(10) 0.0174(11)
C9 0.0314(13) 0.0325(13) 0.0248(12) 0.0001(10) -0.0016(10) 0.0121(10)
C10 0.0353(13) 0.0270(12) 0.0263(12) -0.0036(10) -0.0028(10) 0.0137(10)
C11 0.0355(13) 0.0286(12) 0.0249(12) -0.0004(10) -0.0007(10) 0.0147(10)
C12 0.0358(14) 0.0410(15) 0.0339(14) -0.0007(11) -0.0009(11) 0.0199(12)
C13 0.0287(13) 0.0365(14) 0.0321(13) 0.0020(11) 0.0008(10) 0.0115(10)
C14 0.0354(13) 0.0263(12) 0.0232(11) -0.0009(9) -0.0019(10) 0.0122(10)
C15 0.0333(13) 0.0301(13) 0.0293(13) 0.0014(10) -0.0015(10) 0.0075(10)
C16 0.0359(14) 0.0328(13) 0.0325(14) -0.0021(11) -0.0055(11) 0.0061(11)
C17 0.0387(14) 0.0357(14) 0.0290(13) -0.0030(11) -0.0012(11) 0.0171(11)
C18 0.0335(13) 0.0293(12) 0.0246(12) 0.0006(10) -0.0032(10) 0.0110(10)
C19 0.0404(15) 0.0291(13) 0.0312(13) -0.0044(10) -0.0048(11) 0.0109(11)
C20 0.0295(13) 0.0398(14) 0.0364(14) 0.0030(12) -0.0070(11) 0.0072(11)
C21 0.0288(13) 0.0421(15) 0.0354(14) 0.0050(12) -0.0014(11) 0.0132(11)
C22 0.0395(14) 0.0298(13) 0.0305(13) -0.0009(10) -0.0032(11) 0.0136(11)
C23 0.0453(16) 0.0334(14) 0.0368(15) -0.0027(11) 0.0017(12) 0.0148(12)
C24 0.0523(18) 0.0354(15) 0.0404(15) 0.0009(12) 0.0058(13) 0.0186(13)
C25 0.066(2) 0.0329(15) 0.0493(18) -0.0047(13) 0.0005(16) 0.0214(14)
C26 0.0559(19) 0.0418(16) 0.0426(16) 0.0000(13) 0.0133(14) 0.0186(14)
C27 0.065(2) 0.0321(15) 0.060(2) -0.0033(14) 0.0046(17) 0.0184(15)
C28 0.0496(17) 0.0410(16) 0.0404(16) 0.0015(13) 0.0101(13) 0.0179(13)
C29 0.073(2) 0.0479(19) 0.055(2) -0.0134(16) 0.0065(17) 0.0328(17)
C30 0.060(2) 0.060(2) 0.0524(19) -0.0042(16) 0.0178(16) 0.0288(17)
C31 0.073(2) 0.0493(19) 0.0518(19) -0.0094(15) 0.0047(17) 0.0372(18)
C32 0.075(2) 0.060(2) 0.0498(19) -0.0029(16) 0.0241(18) 0.0318(19)
C33 0.0449(18) 0.0449(18) 0.081(3) -0.0128(18) 0.0136(18) 0.0109(15)
C34 0.0432(19) 0.059(2) 0.079(3) -0.012(2) 0.0117(18) 0.0086(16)
C35 0.082(3) 0.063(3) 0.083(3) -0.002(2) 0.007(2) 0.021(2)
C36 0.056(2) 0.042(2) 0.055(2) -0.0053(18) 0.015(2) 0.0175(18)
C37 0.046(2) 0.046(2) 0.070(3) 0.000(2) 0.008(2) 0.0113(17)
C38 0.047(2) 0.060(3) 0.086(3) -0.009(3) -0.009(2) 0.015(2)
C39 0.103(4) 0.098(4) 0.077(3) 0.004(3) 0.029(3) 0.032(3)
C40 0.068(14) 0.035(10) 0.022(8) 0.003(7) 0.004(9) 0.018(9)
C41 0.09(2) 0.064(16) 0.062(17) 0.006(13) 0.044(17) 0.012(15)
C42 0.21(4) 0.12(3) 0.046(15) -0.032(17) -0.08(2) 0.13(3)

_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 C14 1.371(3) . ?
C1 C6 1.465(3) . ?
C1 C18 1.473(3) . ?
C2 C10 1.402(3) . ?
C2 C11 1.439(3) . ?
C2 C3 1.442(3) . ?
C3 C10 1.388(3) 2_655 ?
C3 C14 1.445(3) . ?
C4 C5 1.395(3) . ?
C4 C13 1.418(4) . ?
C4 C15 1.420(4) . ?
C5 C18 1.411(3) . ?
C5 C9 1.412(3) . ?
C6 C11 1.367(3) . ?
C6 C9 1.471(3) . ?
C7 C26 1.386(4) . ?
C7 C24 1.389(4) . ?
C7 C11 1.497(3) . ?
C8 C28 1.386(4) . ?
C8 C23 1.387(4) . ?
C8 C14 1.496(3) . ?
C9 C17 1.396(4) . ?
C10 C3 1.388(3) 2_655 ?
C10 H1 0.9500 . ?
C12 C17 1.393(4) . ?
C12 C13 1.426(4) . ?
C12 H2 0.9500 . ?
C13 C21 1.415(4) . ?
C15 C16 1.419(4) . ?
C15 C19 1.420(4) . ?
C16 C20 1.386(4) . ?
C16 H3 0.9500 . ?
C17 H4 0.9500 . ?
C18 C22 1.404(4) . ?
C19 C22 1.391(4) . ?
C19 H5 0.9500 . ?
C20 C21 1.387(4) . ?
C20 H6 0.9500 . ?
C21 H7 0.9500 . ?
C22 H8 0.9500 . ?
C23 C25 1.391(4) . ?
C23 H9 0.9500 . ?
C24 C27 1.390(4) . ?
C24 H10 0.9500 . ?
C25 C31 1.372(5) . ?
C25 H11 0.9500 . ?
C26 C32 1.388(4) . ?
C26 H12 0.9500 . ?
C27 C29 1.373(5) . ?
C27 H13 0.9500 . ?
C28 C30 1.386(4) . ?
C28 H14 0.9500 . ?
C29 C32 1.368(5) . ?
C29 H15 0.9500 . ?
C30 C31 1.380(5) . ?
C30 H16 0.9500 . ?
C31 H17 0.9500 . ?
C32 H18 0.9500 . ?
C33 C37 1.340(6) . ?
C33 C36 1.396(5) . ?
C33 H19 0.9500 . ?
C34 C38 1.356(7) . ?
C34 C36 1.405(6) . ?
C34 H20 0.9500 . ?
C35 C38 1.377(7) . ?
C35 C37 1.408(6) . ?
C35 H21 0.9500 . ?
C36 C39 1.446(7) . ?
C37 H22 0.9500 . ?
C38 H23 0.9500 . ?
C39 H24 0.9800 . ?
C39 H25 0.9800 . ?
C39 H26 0.9800 . ?

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
C14 C1 C6 121.0(2) . . ?
C14 C1 C18 131.4(2) . . ?
C6 C1 C18 107.6(2) . . ?
C10 C2 C11 121.3(2) . . ?
C10 C2 C3 118.5(2) . . ?
C11 C2 C3 120.2(2) . . ?
C10 C3 C2 118.5(2) 2_655 . ?
C10 C3 C14 121.6(2) 2_655 . ?
C2 C3 C14 119.8(2) . . ?
C5 C4 C13 118.4(2) . . ?
C5 C4 C15 118.3(2) . . ?
C13 C4 C15 123.2(2) . . ?
C4 C5 C18 123.7(2) . . ?
C4 C5 C9 123.1(2) . . ?
C18 C5 C9 113.1(2) . . ?
C11 C6 C1 121.5(2) . . ?
C11 C6 C9 130.8(2) . . ?
C1 C6 C9 107.7(2) . . ?
C26 C7 C24 119.0(3) . . ?
C26 C7 C11 120.4(2) . . ?
C24 C7 C11 120.5(2) . . ?
C28 C8 C23 118.5(2) . . ?
C28 C8 C14 121.2(2) . . ?
C23 C8 C14 120.3(2) . . ?
C17 C9 C5 118.5(2) . . ?
C17 C9 C6 135.7(2) . . ?
C5 C9 C6 105.8(2) . . ?
C3 C10 C2 123.0(2) 2_655 . ?
C3 C10 H1 118.5 2_655 . ?
C2 C10 H1 118.5 . . ?
C6 C11 C2 118.7(2) . . ?
C6 C11 C7 123.8(2) . . ?
C2 C11 C7 117.6(2) . . ?
C17 C12 C13 122.3(2) . . ?
C17 C12 H2 118.8 . . ?
C13 C12 H2 118.8 . . ?
C21 C13 C4 117.2(2) . . ?
C21 C13 C12 124.6(2) . . ?
C4 C13 C12 118.1(2) . . ?
C1 C14 C3 118.8(2) . . ?
C1 C14 C8 122.9(2) . . ?
C3 C14 C8 118.3(2) . . ?
C16 C15 C19 125.2(2) . . ?
C16 C15 C4 116.9(2) . . ?
C19 C15 C4 117.8(2) . . ?
C20 C16 C15 120.2(2) . . ?
C20 C16 H3 119.9 . . ?
C15 C16 H3 119.9 . . ?
C12 C17 C9 119.5(2) . . ?
C12 C17 H4 120.3 . . ?
C9 C17 H4 120.3 . . ?
C22 C18 C5 117.8(2) . . ?
C22 C18 C1 136.4(2) . . ?
C5 C18 C1 105.8(2) . . ?
C22 C19 C15 122.9(2) . . ?
C22 C19 H5 118.6 . . ?
C15 C19 H5 118.6 . . ?
C16 C20 C21 122.4(2) . . ?
C16 C20 H6 118.8 . . ?
C21 C20 H6 118.8 . . ?
C20 C21 C13 120.0(3) . . ?
C20 C21 H7 120.0 . . ?
C13 C21 H7 120.0 . . ?
C19 C22 C18 119.4(2) . . ?
C19 C22 H8 120.3 . . ?
C18 C22 H8 120.3 . . ?
C8 C23 C25 120.7(3) . . ?
C8 C23 H9 119.7 . . ?
C25 C23 H9 119.7 . . ?
C7 C24 C27 120.3(3) . . ?
C7 C24 H10 119.8 . . ?
C27 C24 H10 119.8 . . ?
C31 C25 C23 120.1(3) . . ?
C31 C25 H11 120.0 . . ?
C23 C25 H11 120.0 . . ?
C7 C26 C32 120.1(3) . . ?
C7 C26 H12 119.9 . . ?
C32 C26 H12 119.9 . . ?
C29 C27 C24 119.9(3) . . ?
C29 C27 H13 120.0 . . ?
C24 C27 H13 120.0 . . ?
C8 C28 C30 120.8(3) . . ?
C8 C28 H14 119.6 . . ?
C30 C28 H14 119.6 . . ?
C32 C29 C27 120.2(3) . . ?
C32 C29 H15 119.9 . . ?
C27 C29 H15 119.9 . . ?
C31 C30 C28 120.0(3) . . ?
C31 C30 H16 120.0 . . ?
C28 C30 H16 120.0 . . ?
C25 C31 C30 119.9(3) . . ?
C25 C31 H17 120.0 . . ?
C30 C31 H17 120.0 . . ?
C29 C32 C26 120.4(3) . . ?
C29 C32 H18 119.8 . . ?
C26 C32 H18 119.8 . . ?
C37 C33 C36 122.1(4) . . ?
C37 C33 H19 119.0 . . ?
C36 C33 H19 119.0 . . ?
C38 C34 C36 122.0(4) . . ?
C38 C34 H20 119.0 . . ?
C36 C34 H20 119.0 . . ?
C38 C35 C37 116.8(5) . . ?
C38 C35 H21 121.6 . . ?
C37 C35 H21 121.6 . . ?
C33 C36 C34 115.9(4) . . ?
C33 C36 C39 122.2(4) . . ?
C34 C36 C39 121.9(4) . . ?
C33 C37 C35 121.7(4) . . ?
C33 C37 H22 119.1 . . ?
C35 C37 H22 119.1 . . ?
C34 C38 C35 121.5(4) . . ?
C34 C38 H23 119.3 . . ?
C35 C38 H23 119.3 . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.054