# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_dpch3m1_2
_database_code_depnum_ccdc_archive 'CCDC 965006'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H24'
_chemical_formula_sum            'C35 H24'
_chemical_formula_weight         444.54

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           Monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   10.717(5)
_cell_length_b                   21.264(5)
_cell_length_c                   11.420(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 113.404(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     2388.3(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    9187
_cell_measurement_theta_min      3.51
_cell_measurement_theta_max      29.98

_exptl_crystal_description       rectangular
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             936
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9896
_exptl_absorpt_correction_T_max  0.9965
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(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  'Oxford Xcalibur (Mova) diffractometer '
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19714
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_av_sigmaI/netI    0.0483
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4596
_reflns_number_gt                3640
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Oxford Xcalibur (Mova) diffractometer '
_computing_cell_refinement       'Oxford Xcalibur'
_computing_data_reduction        'Oxford Xcalibur'
_computing_structure_solution    Shelxs-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGx1.80.05

_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 > 2σ(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)+(0.0000P)²+5.6480P] 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     SHELXL
_refine_ls_extinction_coef       0.0025(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4596
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0878
_refine_ls_wR_factor_ref         0.1753
_refine_ls_wR_factor_gt          0.1669
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001

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 0.3650(4) 0.16337(18) 0.5367(3) 0.0368(8) Uani 1 1 d . . .
C2 C 0.2425(4) 0.19680(17) 0.5091(3) 0.0357(8) Uani 1 1 d . . .
C3 C 0.2216(4) 0.25190(18) 0.4402(3) 0.0422(9) Uani 1 1 d . . .
H3 H 0.1405 0.2755 0.4205 0.051 Uiso 1 1 calc R . .
C4 C 0.3242(5) 0.2727(2) 0.3990(4) 0.0519(11) Uani 1 1 d . . .
H4 H 0.3101 0.3105 0.3511 0.062 Uiso 1 1 calc R . .
C5 C 0.4429(4) 0.2396(2) 0.4267(4) 0.0538(12) Uani 1 1 d . . .
H5 H 0.5091 0.2550 0.3978 0.065 Uiso 1 1 calc R . .
C6 C 0.4677(4) 0.1831(2) 0.4974(3) 0.0447(10) Uani 1 1 d . . .
C7 C 0.5824(4) 0.1430(2) 0.5312(4) 0.0519(11) Uani 1 1 d . . .
H7 H 0.6553 0.1540 0.5078 0.062 Uiso 1 1 calc R . .
C8 C 0.5892(4) 0.0884(2) 0.5975(4) 0.0520(11) Uani 1 1 d . . .
H8 H 0.6673 0.0625 0.6187 0.062 Uiso 1 1 calc R . .
C9 C 0.4835(4) 0.0690(2) 0.6356(3) 0.0413(9) Uani 1 1 d . . .
H9 H 0.4909 0.0310 0.6816 0.050 Uiso 1 1 calc R . .
C10 C 0.3708(3) 0.10684(18) 0.6041(3) 0.0350(8) Uani 1 1 d . . .
C11 C 0.2400(3) 0.10421(17) 0.6216(3) 0.0312(7) Uani 1 1 d . . .
C12 C 0.1638(3) 0.15901(16) 0.5647(3) 0.0311(7) Uani 1 1 d . . .
C13 C 0.0363(4) 0.16962(16) 0.5669(3) 0.0319(8) Uani 1 1 d . . .
C14 C -0.0129(4) 0.12462(16) 0.6270(3) 0.0330(8) Uani 1 1 d . . .
H14 H -0.0988 0.1315 0.6309 0.040 Uiso 1 1 calc R . .
C15 C 0.0590(3) 0.07000(16) 0.6817(3) 0.0299(7) Uani 1 1 d . . .
C16 C 0.1885(3) 0.05908(16) 0.6805(3) 0.0295(7) Uani 1 1 d . . .
C17 C 0.2679(3) 0.00281(17) 0.7476(3) 0.0318(7) Uani 1 1 d . . .
C18 C 0.3018(5) -0.04565(19) 0.6839(4) 0.0511(11) Uani 1 1 d . . .
H18 H 0.2769 -0.0428 0.5944 0.061 Uiso 1 1 calc R . .
C19 C 0.3715(5) -0.0979(2) 0.7498(4) 0.0641(13) Uani 1 1 d . . .
H19 H 0.3939 -0.1306 0.7048 0.077 Uiso 1 1 calc R . .
C20 C 0.4089(4) -0.1034(2) 0.8798(4) 0.0530(11) Uani 1 1 d . . .
H20 H 0.4560 -0.1396 0.9242 0.064 Uiso 1 1 calc R . .
C21 C 0.3771(4) -0.05577(19) 0.9438(4) 0.0420(9) Uani 1 1 d . . .
H21 H 0.4030 -0.0588 1.0334 0.050 Uiso 1 1 calc R . .
C22 C 0.3071(3) -0.00288(17) 0.8787(3) 0.0340(8) Uani 1 1 d . . .
H22 H 0.2859 0.0298 0.9244 0.041 Uiso 1 1 calc R . .
C23 C -0.0517(4) 0.22435(16) 0.5053(3) 0.0346(8) Uani 1 1 d . . .
C24 C -0.1357(6) 0.2234(2) 0.3762(4) 0.0731(16) Uani 1 1 d . . .
H24 H -0.1323 0.1884 0.3257 0.088 Uiso 1 1 calc R . .
C25 C -0.2242(6) 0.2725(2) 0.3200(4) 0.0779(17) Uani 1 1 d . . .
H25 H -0.2808 0.2709 0.2315 0.094 Uiso 1 1 calc R . .
C26 C -0.2304(4) 0.32294(19) 0.3908(4) 0.0473(10) Uani 1 1 d . . .
H26 H -0.2918 0.3564 0.3522 0.057 Uiso 1 1 calc R . .
C27 C -0.1481(5) 0.3252(2) 0.5175(4) 0.0624(13) Uani 1 1 d . . .
H27 H -0.1509 0.3607 0.5670 0.075 Uiso 1 1 calc R . .
C28 C -0.0600(5) 0.2758(2) 0.5745(4) 0.0562(12) Uani 1 1 d . . .
H28 H -0.0045 0.2776 0.6632 0.067 Uiso 1 1 calc R . .
C29 C -0.0117(3) 0.02291(16) 0.7315(3) 0.0307(7) Uani 1 1 d . . .
C30 C -0.0658(4) 0.04093(18) 0.8198(3) 0.0364(8) Uani 1 1 d . . .
H30 H -0.0521 0.0826 0.8523 0.044 Uiso 1 1 calc R . .
C31 C -0.1390(4) -0.00120(18) 0.8602(4) 0.0397(9) Uani 1 1 d . . .
H31 H -0.1749 0.0121 0.9199 0.048 Uiso 1 1 calc R . .
C32 C -0.1606(4) -0.06211(19) 0.8150(3) 0.0433(9) Uani 1 1 d . . .
C33 C -0.1075(4) -0.08007(19) 0.7276(3) 0.0436(9) Uani 1 1 d . . .
H33 H -0.1223 -0.1217 0.6949 0.052 Uiso 1 1 calc R . .
C34 C -0.0330(4) -0.03855(17) 0.6866(3) 0.0388(8) Uani 1 1 d . . .
H34 H 0.0035 -0.0523 0.6276 0.047 Uiso 1 1 calc R . .
C35 C -0.2404(5) -0.1082(2) 0.8594(4) 0.0641(13) Uani 1 1 d . . .
H35A H -0.3271 -0.0892 0.8501 0.096 Uiso 1 1 calc R . .
H35B H -0.1879 -0.1188 0.9492 0.096 Uiso 1 1 calc R . .
H35C H -0.2579 -0.1465 0.8076 0.096 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.407(5) . ?
C1 C2 1.414(5) . ?
C1 C10 1.416(5) . ?
C2 C3 1.379(5) . ?
C2 C12 1.478(5) . ?
C3 C4 1.427(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.414(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.419(6) . ?
C7 C8 1.371(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.426(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.375(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.493(5) . ?
C11 C16 1.405(5) . ?
C11 C12 1.423(5) . ?
C12 C13 1.396(5) . ?
C13 C14 1.397(5) . ?
C13 C23 1.487(5) . ?
C14 C15 1.396(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.413(5) . ?
C15 C29 1.497(5) . ?
C16 C17 1.491(5) . ?
C17 C22 1.390(5) . ?
C17 C18 1.391(5) . ?
C18 C19 1.383(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.381(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.368(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.392(5) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C28 1.373(5) . ?
C23 C24 1.389(5) . ?
C24 C25 1.385(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.362(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.364(6) . ?
C26 H26 0.9500 . ?
C27 C28 1.390(6) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C34 1.389(5) . ?
C29 C30 1.401(5) . ?
C30 C31 1.385(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.379(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.384(5) . ?
C32 C35 1.515(5) . ?
C33 C34 1.390(5) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 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
C6 C1 C2 123.6(4) . . ?
C6 C1 C10 123.8(4) . . ?
C2 C1 C10 112.6(3) . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 C12 135.7(4) . . ?
C1 C2 C12 105.6(3) . . ?
C2 C3 C4 118.7(4) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C5 C4 C3 121.9(4) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C4 C5 C6 120.8(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 116.3(4) . . ?
C1 C6 C7 115.9(4) . . ?
C5 C6 C7 127.8(4) . . ?
C8 C7 C6 120.6(4) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 122.6(4) . . ?
C7 C8 H8 118.7 . . ?
C9 C8 H8 118.7 . . ?
C10 C9 C8 118.2(4) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
C9 C10 C1 118.9(3) . . ?
C9 C10 C11 135.8(4) . . ?
C1 C10 C11 105.3(3) . . ?
C16 C11 C12 121.0(3) . . ?
C16 C11 C10 131.1(3) . . ?
C12 C11 C10 107.9(3) . . ?
C13 C12 C11 120.8(3) . . ?
C13 C12 C2 130.5(3) . . ?
C11 C12 C2 108.6(3) . . ?
C12 C13 C14 117.5(3) . . ?
C12 C13 C23 124.0(3) . . ?
C14 C13 C23 118.5(3) . . ?
C15 C14 C13 122.7(3) . . ?
C15 C14 H14 118.6 . . ?
C13 C14 H14 118.6 . . ?
C14 C15 C16 120.1(3) . . ?
C14 C15 C29 117.0(3) . . ?
C16 C15 C29 122.7(3) . . ?
C11 C16 C15 117.8(3) . . ?
C11 C16 C17 122.8(3) . . ?
C15 C16 C17 119.3(3) . . ?
C22 C17 C18 118.0(3) . . ?
C22 C17 C16 119.3(3) . . ?
C18 C17 C16 122.7(3) . . ?
C19 C18 C17 120.5(4) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C18 121.1(4) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C21 C20 C19 118.9(4) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C20 C21 C22 120.5(4) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C17 C22 C21 120.9(3) . . ?
C17 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C28 C23 C24 117.4(4) . . ?
C28 C23 C13 121.6(3) . . ?
C24 C23 C13 120.8(3) . . ?
C25 C24 C23 121.1(4) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C26 C25 C24 120.3(4) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C27 119.6(4) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C26 C27 C28 120.2(4) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C23 C28 C27 121.3(4) . . ?
C23 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C34 C29 C30 117.9(3) . . ?
C34 C29 C15 121.5(3) . . ?
C30 C29 C15 120.4(3) . . ?
C31 C30 C29 120.9(3) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C32 C31 C30 121.0(4) . . ?
C32 C31 H31 119.5 . . ?
C30 C31 H31 119.5 . . ?
C31 C32 C33 118.2(3) . . ?
C31 C32 C35 121.0(4) . . ?
C33 C32 C35 120.7(4) . . ?
C32 C33 C34 121.5(4) . . ?
C32 C33 H33 119.2 . . ?
C34 C33 H33 119.2 . . ?
C29 C34 C33 120.4(3) . . ?
C29 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.2(5) . . . . ?
C10 C1 C2 C3 -178.0(3) . . . . ?
C6 C1 C2 C12 178.6(3) . . . . ?
C10 C1 C2 C12 0.7(4) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C12 C2 C3 C4 -177.9(4) . . . . ?
C2 C3 C4 C5 -0.3(6) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
C2 C1 C6 C5 0.0(5) . . . . ?
C10 C1 C6 C5 177.6(3) . . . . ?
C2 C1 C6 C7 -178.6(3) . . . . ?
C10 C1 C6 C7 -1.0(5) . . . . ?
C4 C5 C6 C1 0.0(5) . . . . ?
C4 C5 C6 C7 178.5(4) . . . . ?
C1 C6 C7 C8 0.4(5) . . . . ?
C5 C6 C7 C8 -178.0(4) . . . . ?
C6 C7 C8 C9 0.0(6) . . . . ?
C7 C8 C9 C10 0.1(6) . . . . ?
C8 C9 C10 C1 -0.6(5) . . . . ?
C8 C9 C10 C11 178.4(4) . . . . ?
C6 C1 C10 C9 1.1(5) . . . . ?
C2 C1 C10 C9 179.0(3) . . . . ?
C6 C1 C10 C11 -178.2(3) . . . . ?
C2 C1 C10 C11 -0.3(4) . . . . ?
C9 C10 C11 C16 0.4(7) . . . . ?
C1 C10 C11 C16 179.5(3) . . . . ?
C9 C10 C11 C12 -179.4(4) . . . . ?
C1 C10 C11 C12 -0.3(4) . . . . ?
C16 C11 C12 C13 0.6(5) . . . . ?
C10 C11 C12 C13 -179.6(3) . . . . ?
C16 C11 C12 C2 -179.1(3) . . . . ?
C10 C11 C12 C2 0.7(4) . . . . ?
C3 C2 C12 C13 -2.1(7) . . . . ?
C1 C2 C12 C13 179.5(3) . . . . ?
C3 C2 C12 C11 177.6(4) . . . . ?
C1 C2 C12 C11 -0.8(4) . . . . ?
C11 C12 C13 C14 0.1(5) . . . . ?
C2 C12 C13 C14 179.7(3) . . . . ?
C11 C12 C13 C23 -177.5(3) . . . . ?
C2 C12 C13 C23 2.1(6) . . . . ?
C12 C13 C14 C15 -1.2(5) . . . . ?
C23 C13 C14 C15 176.5(3) . . . . ?
C13 C14 C15 C16 1.6(5) . . . . ?
C13 C14 C15 C29 -174.2(3) . . . . ?
C12 C11 C16 C15 -0.2(5) . . . . ?
C10 C11 C16 C15 -179.9(3) . . . . ?
C12 C11 C16 C17 -176.5(3) . . . . ?
C10 C11 C16 C17 3.7(5) . . . . ?
C14 C15 C16 C11 -0.9(5) . . . . ?
C29 C15 C16 C11 174.7(3) . . . . ?
C14 C15 C16 C17 175.6(3) . . . . ?
C29 C15 C16 C17 -8.9(5) . . . . ?
C11 C16 C17 C22 114.3(4) . . . . ?
C15 C16 C17 C22 -62.0(4) . . . . ?
C11 C16 C17 C18 -67.5(5) . . . . ?
C15 C16 C17 C18 116.2(4) . . . . ?
C22 C17 C18 C19 0.5(6) . . . . ?
C16 C17 C18 C19 -177.7(4) . . . . ?
C17 C18 C19 C20 0.1(8) . . . . ?
C18 C19 C20 C21 -0.6(8) . . . . ?
C19 C20 C21 C22 0.5(6) . . . . ?
C18 C17 C22 C21 -0.6(5) . . . . ?
C16 C17 C22 C21 177.7(3) . . . . ?
C20 C21 C22 C17 0.1(6) . . . . ?
C12 C13 C23 C28 -101.0(5) . . . . ?
C14 C13 C23 C28 81.4(5) . . . . ?
C12 C13 C23 C24 83.4(5) . . . . ?
C14 C13 C23 C24 -94.2(5) . . . . ?
C28 C23 C24 C25 0.1(8) . . . . ?
C13 C23 C24 C25 175.8(5) . . . . ?
C23 C24 C25 C26 0.0(9) . . . . ?
C24 C25 C26 C27 0.6(8) . . . . ?
C25 C26 C27 C28 -1.2(8) . . . . ?
C24 C23 C28 C27 -0.6(7) . . . . ?
C13 C23 C28 C27 -176.4(4) . . . . ?
C26 C27 C28 C23 1.2(8) . . . . ?
C14 C15 C29 C34 121.8(4) . . . . ?
C16 C15 C29 C34 -53.9(5) . . . . ?
C14 C15 C29 C30 -54.3(4) . . . . ?
C16 C15 C29 C30 130.0(4) . . . . ?
C34 C29 C30 C31 -0.4(5) . . . . ?
C15 C29 C30 C31 175.7(3) . . . . ?
C29 C30 C31 C32 0.1(6) . . . . ?
C30 C31 C32 C33 -0.2(6) . . . . ?
C30 C31 C32 C35 179.9(4) . . . . ?
C31 C32 C33 C34 0.7(6) . . . . ?
C35 C32 C33 C34 -179.4(4) . . . . ?
C30 C29 C34 C33 0.8(5) . . . . ?
C15 C29 C34 C33 -175.3(3) . . . . ?
C32 C33 C34 C29 -1.0(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.055
####################################################################### 
# 
# 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_dpm1-red
_database_code_depnum_ccdc_archive 'CCDC 965009'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H22'
_chemical_formula_sum            'C34 H22'
_chemical_formula_weight         430.52

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_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   10.4175(4)
_cell_length_b                   24.6449(11)
_cell_length_c                   8.6723(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.512(4)
_cell_angle_gamma                90.00
_cell_volume                     2224.37(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    5600
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      20.5

_exptl_crystal_description       rectangular
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9920
_exptl_absorpt_correction_T_max  0.9964
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(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  'Oxford Xcalibur (Mova) diffractometer '
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18570
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.49
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4331
_reflns_number_gt                3593
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Oxford Xcalibur (Mova) diffractometer '
_computing_cell_refinement       'Oxford Xcalibur'
_computing_data_reduction        'Oxford Xcalibur'
_computing_structure_solution    Shelxs-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGx1.80.05

_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 > 2σ(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)+(0.0440P)²+0.7876P] 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         4331
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.1031
_refine_ls_wR_factor_gt          0.0945
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.002
_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 0.65927(12) -0.03660(5) 0.74216(15) 0.0197(3) Uani 1 1 d . . .
C2 C 0.54198(12) -0.05716(5) 0.79536(15) 0.0192(3) Uani 1 1 d . . .
C3 C 0.54124(13) -0.10935(6) 0.85226(16) 0.0217(3) Uani 1 1 d . . .
H3 H 0.4655 -0.1241 0.8928 0.026 Uiso 1 1 calc R . .
C4 C 0.65510(13) -0.14063(6) 0.84928(16) 0.0242(3) Uani 1 1 d . . .
H4 H 0.6533 -0.1770 0.8858 0.029 Uiso 1 1 calc R . .
C5 C 0.76772(13) -0.12075(6) 0.79593(16) 0.0243(3) Uani 1 1 d . . .
H5 H 0.8419 -0.1432 0.7961 0.029 Uiso 1 1 calc R . .
C6 C 0.77340(12) -0.06674(6) 0.74059(16) 0.0218(3) Uani 1 1 d . . .
C7 C 0.88198(13) -0.03972(6) 0.68266(17) 0.0241(3) Uani 1 1 d . . .
H7 H 0.9623 -0.0579 0.6805 0.029 Uiso 1 1 calc R . .
C8 C 0.87028(13) 0.01256(6) 0.62999(16) 0.0240(3) Uani 1 1 d . . .
H8 H 0.9432 0.0296 0.5890 0.029 Uiso 1 1 calc R . .
C9 C 0.75369(13) 0.04241(6) 0.63409(16) 0.0220(3) Uani 1 1 d . . .
H9 H 0.7489 0.0786 0.5965 0.026 Uiso 1 1 calc R . .
C10 C 0.64772(12) 0.01793(5) 0.69350(15) 0.0195(3) Uani 1 1 d . . .
C11 C 0.51330(12) 0.03417(5) 0.72109(15) 0.0193(3) Uani 1 1 d . . .
C12 C 0.44758(12) -0.01228(5) 0.77537(15) 0.0189(3) Uani 1 1 d . . .
C13 C 0.31601(12) -0.00960(5) 0.80000(15) 0.0194(3) Uani 1 1 d . . .
C14 C 0.25544(12) 0.04041(5) 0.77692(16) 0.0208(3) Uani 1 1 d . . .
H14 H 0.1661 0.0428 0.7934 0.025 Uiso 1 1 calc R . .
C15 C 0.31928(12) 0.08709(5) 0.73095(15) 0.0198(3) Uani 1 1 d . . .
C16 C 0.45180(12) 0.08421(5) 0.70249(15) 0.0187(3) Uani 1 1 d . . .
C17 C 0.52339(12) 0.13326(5) 0.65366(16) 0.0192(3) Uani 1 1 d . . .
C18 C 0.62654(13) 0.15360(6) 0.74461(16) 0.0219(3) Uani 1 1 d . . .
H18 H 0.6521 0.1359 0.8383 0.026 Uiso 1 1 calc R . .
C19 C 0.69192(13) 0.19955(6) 0.69875(17) 0.0259(3) Uani 1 1 d . . .
H19 H 0.7622 0.2130 0.7609 0.031 Uiso 1 1 calc R . .
C20 C 0.65502(14) 0.22586(6) 0.56239(18) 0.0291(3) Uani 1 1 d . . .
H20 H 0.6997 0.2574 0.5314 0.035 Uiso 1 1 calc R . .
C21 C 0.55237(14) 0.20587(6) 0.47138(17) 0.0280(3) Uani 1 1 d . . .
H21 H 0.5271 0.2237 0.3778 0.034 Uiso 1 1 calc R . .
C22 C 0.48698(13) 0.16003(6) 0.51703(16) 0.0227(3) Uani 1 1 d . . .
H22 H 0.4166 0.1467 0.4546 0.027 Uiso 1 1 calc R . .
C23 C 0.23868(12) -0.05696(5) 0.84846(16) 0.0192(3) Uani 1 1 d . . .
C24 C 0.23885(13) -0.10578(6) 0.76606(16) 0.0226(3) Uani 1 1 d . . .
H24 H 0.2891 -0.1089 0.6777 0.027 Uiso 1 1 calc R . .
C25 C 0.16638(13) -0.14955(6) 0.81225(17) 0.0251(3) Uani 1 1 d . . .
H25 H 0.1672 -0.1825 0.7553 0.030 Uiso 1 1 calc R . .
C26 C 0.09253(13) -0.14556(6) 0.94131(17) 0.0251(3) Uani 1 1 d . . .
H26 H 0.0443 -0.1759 0.9740 0.030 Uiso 1 1 calc R . .
C27 C 0.08974(13) -0.09717(6) 1.02186(17) 0.0253(3) Uani 1 1 d . . .
H27 H 0.0384 -0.0941 1.1093 0.030 Uiso 1 1 calc R . .
C28 C 0.16165(12) -0.05298(6) 0.97561(16) 0.0218(3) Uani 1 1 d . . .
H28 H 0.1583 -0.0198 1.0311 0.026 Uiso 1 1 calc R . .
C29 C 0.24356(12) 0.13847(5) 0.71864(16) 0.0206(3) Uani 1 1 d . . .
C30 C 0.12383(13) 0.13908(6) 0.63921(18) 0.0266(3) Uani 1 1 d . . .
H30 H 0.0949 0.1077 0.5845 0.032 Uiso 1 1 calc R . .
C31 C 0.04673(14) 0.18502(7) 0.6392(2) 0.0337(4) Uani 1 1 d . . .
H31 H -0.0339 0.1851 0.5837 0.040 Uiso 1 1 calc R . .
C32 C 0.08721(15) 0.23083(6) 0.7201(2) 0.0358(4) Uani 1 1 d . . .
H32 H 0.0332 0.2618 0.7232 0.043 Uiso 1 1 calc R . .
C33 C 0.20699(15) 0.23121(6) 0.79675(19) 0.0318(4) Uani 1 1 d . . .
H33 H 0.2355 0.2628 0.8510 0.038 Uiso 1 1 calc R . .
C34 C 0.28503(14) 0.18574(6) 0.79435(16) 0.0241(3) Uani 1 1 d . . .
H34 H 0.3678 0.1867 0.8448 0.029 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.4024(18) . ?
C1 C10 1.4122(19) . ?
C1 C2 1.4185(19) . ?
C2 C3 1.3777(19) . ?
C2 C12 1.4851(18) . ?
C3 C4 1.4158(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.370(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.417(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.423(2) . ?
C7 C8 1.371(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.4217(19) . ?
C8 H8 0.9500 . ?
C9 C10 1.3777(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.4859(18) . ?
C11 C16 1.3959(18) . ?
C11 C12 1.4244(18) . ?
C12 C13 1.3979(18) . ?
C13 C14 1.3950(18) . ?
C13 C23 1.4892(18) . ?
C14 C15 1.3957(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.4148(18) . ?
C15 C29 1.4930(18) . ?
C16 C17 1.4914(18) . ?
C17 C22 1.3942(19) . ?
C17 C18 1.3978(19) . ?
C18 C19 1.389(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.388(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.3860(19) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C28 1.395(2) . ?
C23 C24 1.3993(19) . ?
C24 C25 1.3860(19) . ?
C24 H24 0.9500 . ?
C25 C26 1.389(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.383(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.3909(19) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C34 1.397(2) . ?
C29 C30 1.3983(19) . ?
C30 C31 1.388(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.385(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.388(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.385(2) . ?
C33 H33 0.9500 . ?
C34 H34 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 C10 124.21(13) . . ?
C6 C1 C2 123.83(13) . . ?
C10 C1 C2 111.95(12) . . ?
C3 C2 C1 117.93(12) . . ?
C3 C2 C12 136.31(12) . . ?
C1 C2 C12 105.75(11) . . ?
C2 C3 C4 118.95(13) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 122.81(13) . . ?
C5 C4 H4 118.6 . . ?
C3 C4 H4 118.6 . . ?
C4 C5 C6 119.95(12) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 116.49(12) . . ?
C1 C6 C7 116.30(13) . . ?
C5 C6 C7 127.21(12) . . ?
C8 C7 C6 119.81(12) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 122.79(13) . . ?
C7 C8 H8 118.6 . . ?
C9 C8 H8 118.6 . . ?
C10 C9 C8 118.82(13) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C9 C10 C1 118.00(12) . . ?
C9 C10 C11 135.94(12) . . ?
C1 C10 C11 106.06(11) . . ?
C16 C11 C12 121.56(12) . . ?
C16 C11 C10 130.57(12) . . ?
C12 C11 C10 107.87(11) . . ?
C13 C12 C11 120.07(12) . . ?
C13 C12 C2 131.76(12) . . ?
C11 C12 C2 108.16(11) . . ?
C14 C13 C12 117.41(12) . . ?
C14 C13 C23 119.08(12) . . ?
C12 C13 C23 123.51(12) . . ?
C13 C14 C15 123.43(12) . . ?
C13 C14 H14 118.3 . . ?
C15 C14 H14 118.3 . . ?
C14 C15 C16 119.29(12) . . ?
C14 C15 C29 117.55(11) . . ?
C16 C15 C29 123.14(12) . . ?
C11 C16 C15 118.08(12) . . ?
C11 C16 C17 121.08(11) . . ?
C15 C16 C17 120.85(11) . . ?
C22 C17 C18 118.92(12) . . ?
C22 C17 C16 120.27(12) . . ?
C18 C17 C16 120.80(12) . . ?
C19 C18 C17 120.36(13) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C18 120.27(13) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 119.68(13) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 120.12(14) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C17 120.65(13) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
C28 C23 C24 118.53(12) . . ?
C28 C23 C13 120.32(12) . . ?
C24 C23 C13 121.13(12) . . ?
C25 C24 C23 120.58(13) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 120.38(13) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C27 C26 C25 119.51(13) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C26 C27 C28 120.40(13) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 H27 119.8 . . ?
C27 C28 C23 120.56(13) . . ?
C27 C28 H28 119.7 . . ?
C23 C28 H28 119.7 . . ?
C34 C29 C30 118.26(13) . . ?
C34 C29 C15 121.48(12) . . ?
C30 C29 C15 120.10(12) . . ?
C31 C30 C29 120.83(14) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C32 C31 C30 120.10(14) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C32 C33 119.70(14) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
C34 C33 C32 120.22(15) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C33 C34 C29 120.82(14) . . ?
C33 C34 H34 119.6 . . ?
C29 C34 H34 119.6 . . ?

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 1.7(2) . . . . ?
C10 C1 C2 C3 -177.40(12) . . . . ?
C6 C1 C2 C12 -179.58(12) . . . . ?
C10 C1 C2 C12 1.36(15) . . . . ?
C1 C2 C3 C4 -2.55(19) . . . . ?
C12 C2 C3 C4 179.18(14) . . . . ?
C2 C3 C4 C5 1.8(2) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
C10 C1 C6 C5 179.05(13) . . . . ?
C2 C1 C6 C5 0.1(2) . . . . ?
C10 C1 C6 C7 -1.3(2) . . . . ?
C2 C1 C6 C7 179.75(13) . . . . ?
C4 C5 C6 C1 -0.9(2) . . . . ?
C4 C5 C6 C7 179.48(14) . . . . ?
C1 C6 C7 C8 -1.1(2) . . . . ?
C5 C6 C7 C8 178.47(14) . . . . ?
C6 C7 C8 C9 1.8(2) . . . . ?
C7 C8 C9 C10 0.0(2) . . . . ?
C8 C9 C10 C1 -2.36(19) . . . . ?
C8 C9 C10 C11 178.59(14) . . . . ?
C6 C1 C10 C9 3.1(2) . . . . ?
C2 C1 C10 C9 -177.86(12) . . . . ?
C6 C1 C10 C11 -177.61(12) . . . . ?
C2 C1 C10 C11 1.45(15) . . . . ?
C9 C10 C11 C16 -5.0(3) . . . . ?
C1 C10 C11 C16 175.86(14) . . . . ?
C9 C10 C11 C12 175.32(15) . . . . ?
C1 C10 C11 C12 -3.81(15) . . . . ?
C16 C11 C12 C13 5.0(2) . . . . ?
C10 C11 C12 C13 -175.30(12) . . . . ?
C16 C11 C12 C2 -175.03(12) . . . . ?
C10 C11 C12 C2 4.68(14) . . . . ?
C3 C2 C12 C13 -5.4(3) . . . . ?
C1 C2 C12 C13 176.21(14) . . . . ?
C3 C2 C12 C11 174.65(15) . . . . ?
C1 C2 C12 C11 -3.76(15) . . . . ?
C11 C12 C13 C14 -3.16(19) . . . . ?
C2 C12 C13 C14 176.86(13) . . . . ?
C11 C12 C13 C23 176.62(12) . . . . ?
C2 C12 C13 C23 -3.4(2) . . . . ?
C12 C13 C14 C15 0.1(2) . . . . ?
C23 C13 C14 C15 -179.73(13) . . . . ?
C13 C14 C15 C16 1.4(2) . . . . ?
C13 C14 C15 C29 -176.91(12) . . . . ?
C12 C11 C16 C15 -3.5(2) . . . . ?
C10 C11 C16 C15 176.90(13) . . . . ?
C12 C11 C16 C17 176.69(12) . . . . ?
C10 C11 C16 C17 -2.9(2) . . . . ?
C14 C15 C16 C11 0.34(19) . . . . ?
C29 C15 C16 C11 178.53(12) . . . . ?
C14 C15 C16 C17 -179.81(12) . . . . ?
C29 C15 C16 C17 -1.6(2) . . . . ?
C11 C16 C17 C22 119.35(15) . . . . ?
C15 C16 C17 C22 -60.49(18) . . . . ?
C11 C16 C17 C18 -61.57(18) . . . . ?
C15 C16 C17 C18 118.59(14) . . . . ?
C22 C17 C18 C19 -0.4(2) . . . . ?
C16 C17 C18 C19 -179.47(12) . . . . ?
C17 C18 C19 C20 0.3(2) . . . . ?
C18 C19 C20 C21 -0.2(2) . . . . ?
C19 C20 C21 C22 0.3(2) . . . . ?
C20 C21 C22 C17 -0.4(2) . . . . ?
C18 C17 C22 C21 0.4(2) . . . . ?
C16 C17 C22 C21 179.52(13) . . . . ?
C14 C13 C23 C28 -51.83(18) . . . . ?
C12 C13 C23 C28 128.40(14) . . . . ?
C14 C13 C23 C24 126.57(14) . . . . ?
C12 C13 C23 C24 -53.21(18) . . . . ?
C28 C23 C24 C25 -1.53(19) . . . . ?
C13 C23 C24 C25 -179.95(12) . . . . ?
C23 C24 C25 C26 0.0(2) . . . . ?
C24 C25 C26 C27 1.3(2) . . . . ?
C25 C26 C27 C28 -0.9(2) . . . . ?
C26 C27 C28 C23 -0.7(2) . . . . ?
C24 C23 C28 C27 1.90(19) . . . . ?
C13 C23 C28 C27 -179.66(12) . . . . ?
C14 C15 C29 C34 126.84(14) . . . . ?
C16 C15 C29 C34 -51.38(19) . . . . ?
C14 C15 C29 C30 -48.51(18) . . . . ?
C16 C15 C29 C30 133.27(14) . . . . ?
C34 C29 C30 C31 -1.7(2) . . . . ?
C15 C29 C30 C31 173.75(13) . . . . ?
C29 C30 C31 C32 -0.8(2) . . . . ?
C30 C31 C32 C33 2.2(2) . . . . ?
C31 C32 C33 C34 -1.0(2) . . . . ?
C32 C33 C34 C29 -1.7(2) . . . . ?
C30 C29 C34 C33 3.0(2) . . . . ?
C15 C29 C34 C33 -172.44(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.046
####################################################################### 
# 
# 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_dpm-7
_database_code_depnum_ccdc_archive 'CCDC 965010'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H34 O'
_chemical_formula_sum            'C40 H34 O'
_chemical_formula_weight         530.67

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_Hall  '-P 1'
_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                   10.6612(5)
_cell_length_b                   12.3458(5)
_cell_length_c                   13.5451(5)
_cell_angle_alpha                65.985(4)
_cell_angle_beta                 69.792(4)
_cell_angle_gamma                64.799(4)
_cell_volume                     1441.18(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    2300
_cell_measurement_theta_min      2.1
_cell_measurement_theta_max      19.5

_exptl_crystal_description       rectangular
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             564
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9929
_exptl_absorpt_correction_T_max  0.9957
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(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  'Oxford Xcalibur (Mova) diffractometer '
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23110
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.36
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5603
_reflns_number_gt                4793
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Oxford Xcalibur (Mova) diffractometer '
_computing_cell_refinement       'Oxford Xcalibur'
_computing_data_reduction        'Oxford Xcalibur'
_computing_structure_solution    Shelxs-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGx1.80.05

_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 > 2σ(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)+(0.0460P)²+0.4859P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5603
_refine_ls_number_parameters     422
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1134
_refine_ls_wR_factor_gt          0.1067
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.002

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 0.16277(15) 0.29398(12) 1.31825(11) 0.0234(3) Uani 1 1 d . . .
C2 C 0.17439(15) 0.26905(13) 1.22168(11) 0.0234(3) Uani 1 1 d . . .
C3 C 0.14974(15) 0.16278(13) 1.23382(12) 0.0258(3) Uani 1 1 d . . .
H3 H 0.1554 0.1434 1.1710 0.031 Uiso 1 1 calc R . .
C4 C 0.11577(16) 0.08325(13) 1.34193(13) 0.0292(3) Uani 1 1 d . . .
H4 H 0.1007 0.0092 1.3503 0.035 Uiso 1 1 calc R . .
C5 C 0.10374(16) 0.10876(13) 1.43502(12) 0.0281(3) Uani 1 1 d . . .
H5 H 0.0796 0.0533 1.5060 0.034 Uiso 1 1 calc R . .
C6 C 0.12724(15) 0.21770(13) 1.42565(12) 0.0260(3) Uani 1 1 d . . .
C7 C 0.11646(16) 0.25882(14) 1.51301(12) 0.0286(3) Uani 1 1 d . . .
H7 H 0.0927 0.2107 1.5877 0.034 Uiso 1 1 calc R . .
C8 C 0.14055(16) 0.36839(14) 1.48907(12) 0.0282(3) Uani 1 1 d . . .
H8 H 0.1317 0.3949 1.5486 0.034 Uiso 1 1 calc R . .
C9 C 0.17805(16) 0.44391(13) 1.37941(12) 0.0261(3) Uani 1 1 d . . .
H9 H 0.1944 0.5190 1.3660 0.031 Uiso 1 1 calc R . .
C10 C 0.19030(15) 0.40624(13) 1.29275(11) 0.0233(3) Uani 1 1 d . . .
C11 C 0.22129(14) 0.45726(12) 1.17025(11) 0.0224(3) Uani 1 1 d . . .
C12 C 0.21053(14) 0.37381(12) 1.12747(11) 0.0224(3) Uani 1 1 d . . .
C13 C 0.22606(15) 0.40254(13) 1.01383(11) 0.0228(3) Uani 1 1 d . . .
C14 C 0.24739(15) 0.51642(13) 0.94640(11) 0.0250(3) Uani 1 1 d . . .
H14 H 0.2529 0.5397 0.8694 0.030 Uiso 1 1 calc R . .
C15 C 0.26098(15) 0.59776(13) 0.98626(11) 0.0236(3) Uani 1 1 d . . .
C16 C 0.25039(15) 0.56772(12) 1.10055(11) 0.0226(3) Uani 1 1 d . . .
C17 C 0.27008(15) 0.65262(13) 1.14295(11) 0.0241(3) Uani 1 1 d . . .
C18 C 0.38479(16) 0.61101(14) 1.19189(12) 0.0283(3) Uani 1 1 d . . .
H18 H 0.4469 0.5265 1.2027 0.034 Uiso 1 1 calc R . .
C19 C 0.40926(18) 0.69182(15) 1.22503(13) 0.0335(4) Uani 1 1 d . . .
H19 H 0.4881 0.6627 1.2577 0.040 Uiso 1 1 calc R . .
C20 C 0.31838(19) 0.81499(15) 1.21029(13) 0.0368(4) Uani 1 1 d . . .
H20 H 0.3350 0.8706 1.2326 0.044 Uiso 1 1 calc R . .
C21 C 0.20337(19) 0.85670(15) 1.16299(13) 0.0354(4) Uani 1 1 d . . .
H21 H 0.1405 0.9408 1.1538 0.043 Uiso 1 1 calc R . .
C22 C 0.17931(17) 0.77664(13) 1.12895(12) 0.0291(3) Uani 1 1 d . . .
H22 H 0.1006 0.8064 1.0959 0.035 Uiso 1 1 calc R . .
C23 C 0.22252(15) 0.31962(13) 0.96050(11) 0.0247(3) Uani 1 1 d . . .
C24 C 0.31435(17) 0.19584(14) 0.97627(12) 0.0305(3) Uani 1 1 d . . .
H24 H 0.3778 0.1618 1.0246 0.037 Uiso 1 1 calc R . .
C25 C 0.31391(19) 0.12174(15) 0.92192(14) 0.0378(4) Uani 1 1 d . . .
H25 H 0.3755 0.0370 0.9344 0.045 Uiso 1 1 calc R . .
C26 C 0.22376(19) 0.17146(16) 0.84963(15) 0.0406(4) Uani 1 1 d . . .
H26 H 0.2237 0.1209 0.8123 0.049 Uiso 1 1 calc R . .
C27 C 0.13355(18) 0.29503(16) 0.83170(14) 0.0370(4) Uani 1 1 d . . .
H27 H 0.0723 0.3294 0.7816 0.044 Uiso 1 1 calc R . .
C28 C 0.13277(16) 0.36848(14) 0.88707(12) 0.0287(3) Uani 1 1 d . . .
H28 H 0.0704 0.4530 0.8748 0.034 Uiso 1 1 calc R . .
C29 C 0.28986(15) 0.71337(13) 0.90256(11) 0.0236(3) Uani 1 1 d . . .
C30 C 0.19447(16) 0.79892(13) 0.83428(12) 0.0273(3) Uani 1 1 d . . .
H30 H 0.1082 0.7861 0.8454 0.033 Uiso 1 1 calc R . .
C31 C 0.22288(16) 0.90196(13) 0.75079(12) 0.0273(3) Uani 1 1 d . . .
H31 H 0.1554 0.9601 0.7063 0.033 Uiso 1 1 calc R . .
C32 C 0.35029(15) 0.92067(13) 0.73169(11) 0.0242(3) Uani 1 1 d . . .
C33 C 0.44688(16) 0.83692(13) 0.79898(12) 0.0265(3) Uani 1 1 d . . .
H33 H 0.5337 0.8492 0.7870 0.032 Uiso 1 1 calc R . .
C34 C 0.41524(16) 0.73472(13) 0.88417(12) 0.0264(3) Uani 1 1 d . . .
H34 H 0.4808 0.6784 0.9307 0.032 Uiso 1 1 calc R . .
C36 C 0.49841(16) 1.04900(14) 0.62206(12) 0.0280(3) Uani 1 1 d . . .
C37 C 0.48661(17) 1.17360(14) 0.53201(13) 0.0288(3) Uani 1 1 d . . .
C38 C 0.61868(17) 1.20951(14) 0.49726(13) 0.0293(3) Uani 1 1 d . . .
C39 C 0.60697(18) 1.33483(14) 0.40504(13) 0.0308(3) Uani 1 1 d . . .
C40 C 0.73794(18) 1.37431(16) 0.36924(13) 0.0334(4) Uani 1 1 d . . .
C41 C 0.7657(2) 1.40167(19) 0.45714(16) 0.0425(4) Uani 1 1 d . . .
O35 O 0.36908(11) 1.02430(9) 0.64557(8) 0.0279(2) Uani 1 1 d . . .
H36A H 0.5107(18) 1.0514(15) 0.6917(14) 0.035(4) Uiso 1 1 d . . .
H40B H 0.825(2) 1.3063(18) 0.3448(15) 0.047(5) Uiso 1 1 d . . .
H36B H 0.5812(18) 0.9791(15) 0.5985(13) 0.030(4) Uiso 1 1 d . . .
H39A H 0.5221(19) 1.4019(16) 0.4311(14) 0.033(4) Uiso 1 1 d . . .
H38B H 0.7058(19) 1.1406(16) 0.4711(14) 0.037(5) Uiso 1 1 d . . .
H37B H 0.404(2) 1.2376(17) 0.5604(15) 0.042(5) Uiso 1 1 d . . .
H38A H 0.6393(19) 1.2123(16) 0.5638(15) 0.038(5) Uiso 1 1 d . . .
H37A H 0.4673(19) 1.1688(16) 0.4671(15) 0.039(5) Uiso 1 1 d . . .
H40A H 0.725(2) 1.4569(18) 0.3071(16) 0.049(5) Uiso 1 1 d . . .
H39B H 0.5871(18) 1.3273(16) 0.3409(15) 0.038(5) Uiso 1 1 d . . .
H41B H 0.852(2) 1.4332(19) 0.4266(17) 0.057(6) Uiso 1 1 d . . .
H41C H 0.782(2) 1.318(2) 0.5271(18) 0.062(6) Uiso 1 1 d . . .
H41A H 0.678(3) 1.477(2) 0.4797(19) 0.076(7) Uiso 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.3981(19) . ?
C1 C2 1.4158(19) . ?
C1 C10 1.4188(19) . ?
C2 C3 1.3805(19) . ?
C2 C12 1.4802(19) . ?
C3 C4 1.416(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.372(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.419(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.420(2) . ?
C7 C8 1.372(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.420(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.378(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.4855(19) . ?
C11 C16 1.3991(19) . ?
C11 C12 1.4293(18) . ?
C12 C13 1.3972(19) . ?
C13 C14 1.3950(19) . ?
C13 C23 1.4915(18) . ?
C14 C15 1.3929(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.4122(19) . ?
C15 C29 1.4944(19) . ?
C16 C17 1.4944(18) . ?
C17 C22 1.395(2) . ?
C17 C18 1.395(2) . ?
C18 C19 1.390(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.384(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.387(2) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.394(2) . ?
C23 C28 1.395(2) . ?
C24 C25 1.390(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.386(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.388(2) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C34 1.391(2) . ?
C29 C30 1.395(2) . ?
C30 C31 1.382(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.393(2) . ?
C31 H31 0.9500 . ?
C32 O35 1.3710(16) . ?
C32 C33 1.391(2) . ?
C33 C34 1.3949(19) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C36 O35 1.4392(17) . ?
C36 C37 1.511(2) . ?
C36 H36A 1.010(17) . ?
C36 H36B 1.003(17) . ?
C37 C38 1.518(2) . ?
C37 H37B 0.983(19) . ?
C37 H37A 0.998(18) . ?
C38 C39 1.530(2) . ?
C38 H38B 1.028(18) . ?
C38 H38A 1.015(18) . ?
C39 C40 1.530(2) . ?
C39 H39A 1.004(18) . ?
C39 H39B 1.010(18) . ?
C40 C41 1.508(2) . ?
C40 H40B 1.01(2) . ?
C40 H40A 1.015(19) . ?
C41 H41B 1.04(2) . ?
C41 H41C 1.08(2) . ?
C41 H41A 1.06(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 124.03(13) . . ?
C6 C1 C10 124.18(13) . . ?
C2 C1 C10 111.79(12) . . ?
C3 C2 C1 118.24(13) . . ?
C3 C2 C12 135.70(13) . . ?
C1 C2 C12 106.05(11) . . ?
C2 C3 C4 118.58(13) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C5 C4 C3 122.71(13) . . ?
C5 C4 H4 118.6 . . ?
C3 C4 H4 118.6 . . ?
C4 C5 C6 120.23(13) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 116.20(13) . . ?
C1 C6 C7 116.49(13) . . ?
C5 C6 C7 127.30(13) . . ?
C8 C7 C6 119.69(13) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C7 C8 C9 122.99(14) . . ?
C7 C8 H8 118.5 . . ?
C9 C8 H8 118.5 . . ?
C10 C9 C8 118.77(13) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C9 C10 C1 117.85(13) . . ?
C9 C10 C11 135.98(13) . . ?
C1 C10 C11 106.11(12) . . ?
C16 C11 C12 121.56(12) . . ?
C16 C11 C10 130.68(12) . . ?
C12 C11 C10 107.71(11) . . ?
C13 C12 C11 120.29(12) . . ?
C13 C12 C2 131.26(12) . . ?
C11 C12 C2 108.34(11) . . ?
C14 C13 C12 117.16(12) . . ?
C14 C13 C23 118.33(12) . . ?
C12 C13 C23 124.50(12) . . ?
C15 C14 C13 123.34(13) . . ?
C15 C14 H14 118.3 . . ?
C13 C14 H14 118.3 . . ?
C14 C15 C16 120.00(12) . . ?
C14 C15 C29 116.74(12) . . ?
C16 C15 C29 123.25(12) . . ?
C11 C16 C15 117.50(12) . . ?
C11 C16 C17 122.45(12) . . ?
C15 C16 C17 120.05(12) . . ?
C22 C17 C18 118.74(13) . . ?
C22 C17 C16 120.85(13) . . ?
C18 C17 C16 120.31(13) . . ?
C19 C18 C17 120.73(14) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C18 119.89(15) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C21 C20 C19 119.78(14) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.49(15) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C21 C22 C17 120.35(14) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?
C24 C23 C28 118.66(13) . . ?
C24 C23 C13 121.42(13) . . ?
C28 C23 C13 119.77(13) . . ?
C25 C24 C23 120.60(15) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C26 C25 C24 120.03(15) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C27 C26 C25 120.01(14) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 119.92(16) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C23 120.76(14) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?
C34 C29 C30 117.95(13) . . ?
C34 C29 C15 121.98(12) . . ?
C30 C29 C15 119.89(12) . . ?
C31 C30 C29 121.34(13) . . ?
C31 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C30 C31 C32 120.10(13) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
O35 C32 C33 124.98(13) . . ?
O35 C32 C31 115.40(12) . . ?
C33 C32 C31 119.61(13) . . ?
C32 C33 C34 119.48(13) . . ?
C32 C33 H33 120.3 . . ?
C34 C33 H33 120.3 . . ?
C29 C34 C33 121.49(13) . . ?
C29 C34 H34 119.3 . . ?
C33 C34 H34 119.3 . . ?
O35 C36 C37 107.47(12) . . ?
O35 C36 H36A 108.9(10) . . ?
C37 C36 H36A 111.4(9) . . ?
O35 C36 H36B 109.7(9) . . ?
C37 C36 H36B 111.5(9) . . ?
H36A C36 H36B 107.8(13) . . ?
C36 C37 C38 112.83(13) . . ?
C36 C37 H37B 107.3(10) . . ?
C38 C37 H37B 110.0(10) . . ?
C36 C37 H37A 108.5(10) . . ?
C38 C37 H37A 110.0(10) . . ?
H37B C37 H37A 108.0(15) . . ?
C37 C38 C39 112.62(13) . . ?
C37 C38 H38B 110.2(10) . . ?
C39 C38 H38B 108.9(9) . . ?
C37 C38 H38A 109.8(10) . . ?
C39 C38 H38A 110.4(10) . . ?
H38B C38 H38A 104.7(14) . . ?
C38 C39 C40 113.80(13) . . ?
C38 C39 H39A 108.6(9) . . ?
C40 C39 H39A 108.9(10) . . ?
C38 C39 H39B 107.4(10) . . ?
C40 C39 H39B 111.1(10) . . ?
H39A C39 H39B 106.7(14) . . ?
C41 C40 C39 114.48(14) . . ?
C41 C40 H40B 108.4(11) . . ?
C39 C40 H40B 109.7(11) . . ?
C41 C40 H40A 103.2(11) . . ?
C39 C40 H40A 110.6(11) . . ?
H40B C40 H40A 110.2(15) . . ?
C40 C41 H41B 110.9(11) . . ?
C40 C41 H41C 108.6(11) . . ?
H41B C41 H41C 111.8(16) . . ?
C40 C41 H41A 108.9(13) . . ?
H41B C41 H41A 105.6(17) . . ?
H41C C41 H41A 110.9(17) . . ?
C32 O35 C36 118.01(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.2(2) . . . . ?
C10 C1 C2 C3 -179.72(13) . . . . ?
C6 C1 C2 C12 178.84(13) . . . . ?
C10 C1 C2 C12 -0.63(16) . . . . ?
C1 C2 C3 C4 -0.7(2) . . . . ?
C12 C2 C3 C4 -179.48(15) . . . . ?
C2 C3 C4 C5 1.3(2) . . . . ?
C3 C4 C5 C6 -0.8(2) . . . . ?
C2 C1 C6 C5 0.7(2) . . . . ?
C10 C1 C6 C5 -179.86(13) . . . . ?
C2 C1 C6 C7 -178.29(13) . . . . ?
C10 C1 C6 C7 1.1(2) . . . . ?
C4 C5 C6 C1 -0.2(2) . . . . ?
C4 C5 C6 C7 178.69(14) . . . . ?
C1 C6 C7 C8 0.0(2) . . . . ?
C5 C6 C7 C8 -178.85(15) . . . . ?
C6 C7 C8 C9 -0.8(2) . . . . ?
C7 C8 C9 C10 0.3(2) . . . . ?
C8 C9 C10 C1 0.8(2) . . . . ?
C8 C9 C10 C11 177.53(15) . . . . ?
C6 C1 C10 C9 -1.5(2) . . . . ?
C2 C1 C10 C9 177.93(13) . . . . ?
C6 C1 C10 C11 -179.20(13) . . . . ?
C2 C1 C10 C11 0.27(16) . . . . ?
C9 C10 C11 C16 0.4(3) . . . . ?
C1 C10 C11 C16 177.40(14) . . . . ?
C9 C10 C11 C12 -176.80(16) . . . . ?
C1 C10 C11 C12 0.22(15) . . . . ?
C16 C11 C12 C13 -1.4(2) . . . . ?
C10 C11 C12 C13 176.12(12) . . . . ?
C16 C11 C12 C2 -178.10(12) . . . . ?
C10 C11 C12 C2 -0.60(15) . . . . ?
C3 C2 C12 C13 3.4(3) . . . . ?
C1 C2 C12 C13 -175.47(14) . . . . ?
C3 C2 C12 C11 179.61(16) . . . . ?
C1 C2 C12 C11 0.76(15) . . . . ?
C11 C12 C13 C14 -2.1(2) . . . . ?
C2 C12 C13 C14 173.80(14) . . . . ?
C11 C12 C13 C23 177.43(13) . . . . ?
C2 C12 C13 C23 -6.7(2) . . . . ?
C12 C13 C14 C15 3.4(2) . . . . ?
C23 C13 C14 C15 -176.08(13) . . . . ?
C13 C14 C15 C16 -1.3(2) . . . . ?
C13 C14 C15 C29 177.35(13) . . . . ?
C12 C11 C16 C15 3.5(2) . . . . ?
C10 C11 C16 C15 -173.37(14) . . . . ?
C12 C11 C16 C17 -176.51(13) . . . . ?
C10 C11 C16 C17 6.6(2) . . . . ?
C14 C15 C16 C11 -2.2(2) . . . . ?
C29 C15 C16 C11 179.25(13) . . . . ?
C14 C15 C16 C17 177.82(13) . . . . ?
C29 C15 C16 C17 -0.8(2) . . . . ?
C11 C16 C17 C22 -118.38(16) . . . . ?
C15 C16 C17 C22 61.63(19) . . . . ?
C11 C16 C17 C18 65.23(19) . . . . ?
C15 C16 C17 C18 -114.76(15) . . . . ?
C22 C17 C18 C19 -0.7(2) . . . . ?
C16 C17 C18 C19 175.77(13) . . . . ?
C17 C18 C19 C20 0.5(2) . . . . ?
C18 C19 C20 C21 0.3(2) . . . . ?
C19 C20 C21 C22 -0.8(2) . . . . ?
C20 C21 C22 C17 0.6(2) . . . . ?
C18 C17 C22 C21 0.1(2) . . . . ?
C16 C17 C22 C21 -176.31(13) . . . . ?
C14 C13 C23 C24 123.36(15) . . . . ?
C12 C13 C23 C24 -56.1(2) . . . . ?
C14 C13 C23 C28 -52.10(19) . . . . ?
C12 C13 C23 C28 128.43(15) . . . . ?
C28 C23 C24 C25 -1.6(2) . . . . ?
C13 C23 C24 C25 -177.07(14) . . . . ?
C23 C24 C25 C26 1.3(2) . . . . ?
C24 C25 C26 C27 -0.2(3) . . . . ?
C25 C26 C27 C28 -0.6(3) . . . . ?
C26 C27 C28 C23 0.3(2) . . . . ?
C24 C23 C28 C27 0.7(2) . . . . ?
C13 C23 C28 C27 176.33(14) . . . . ?
C14 C15 C29 C34 -115.98(15) . . . . ?
C16 C15 C29 C34 62.64(19) . . . . ?
C14 C15 C29 C30 59.06(18) . . . . ?
C16 C15 C29 C30 -122.31(15) . . . . ?
C34 C29 C30 C31 0.0(2) . . . . ?
C15 C29 C30 C31 -175.27(13) . . . . ?
C29 C30 C31 C32 1.5(2) . . . . ?
C30 C31 C32 O35 178.76(12) . . . . ?
C30 C31 C32 C33 -1.7(2) . . . . ?
O35 C32 C33 C34 -179.99(13) . . . . ?
C31 C32 C33 C34 0.5(2) . . . . ?
C30 C29 C34 C33 -1.2(2) . . . . ?
C15 C29 C34 C33 173.95(13) . . . . ?
C32 C33 C34 C29 0.9(2) . . . . ?
O35 C36 C37 C38 -178.61(12) . . . . ?
C36 C37 C38 C39 179.23(13) . . . . ?
C37 C38 C39 C40 179.28(13) . . . . ?
C38 C39 C40 C41 -65.0(2) . . . . ?
C33 C32 O35 C36 0.2(2) . . . . ?
C31 C32 O35 C36 179.71(12) . . . . ?
C37 C36 O35 C32 -174.60(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.036
####################################################################### 
# 
# 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_tpfcn
_database_code_depnum_ccdc_archive 'CCDC 1402234'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H21 N'
_chemical_formula_sum            'C35 H21 N'
_chemical_formula_weight         455.53

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   13.7350(16)
_cell_length_b                   17.809(2)
_cell_length_c                   10.8399(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.052(3)
_cell_angle_gamma                90.00
_cell_volume                     2457.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9940
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      29.66

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.33
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9521
_exptl_absorpt_correction_T_max  0.9770
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(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 D8 quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            55107
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         24.99
_reflns_number_total             4315
_reflns_number_gt                3275
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker d8quest'
_computing_cell_refinement       'Bruker saint'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    Shelxs-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGx1.80.05

_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 > 2σ(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)+(0.0883P)²+2.0947P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4315
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0807
_refine_ls_R_factor_gt           0.0600
_refine_ls_wR_factor_ref         0.2027
_refine_ls_wR_factor_gt          0.1688
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_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 0.4169(2) 0.17897(15) 0.7137(3) 0.0415(6) Uani 1 1 d . . .
C2 C 0.37736(19) 0.11299(14) 0.7498(2) 0.0404(6) Uani 1 1 d . . .
C3 C 0.4142(2) 0.04494(16) 0.7259(3) 0.0500(7) Uani 1 1 d . . .
H3 H 0.3878 0.0002 0.7450 0.060 Uiso 1 1 calc R . .
C4 C 0.4931(2) 0.04428(18) 0.6716(3) 0.0578(8) Uani 1 1 d . . .
H4 H 0.5187 -0.0017 0.6566 0.069 Uiso 1 1 calc R . .
C5 C 0.5332(2) 0.10853(19) 0.6402(3) 0.0592(8) Uani 1 1 d . . .
H5 H 0.5858 0.1056 0.6059 0.071 Uiso 1 1 calc R . .
C6 C 0.4948(2) 0.17931(16) 0.6598(3) 0.0491(7) Uani 1 1 d . . .
C7 C 0.5230(2) 0.25053(18) 0.6255(3) 0.0622(9) Uani 1 1 d . . .
H7 H 0.5757 0.2544 0.5915 0.075 Uiso 1 1 calc R . .
C8 C 0.4727(3) 0.31340(19) 0.6424(4) 0.0664(9) Uani 1 1 d . . .
H8 H 0.4927 0.3596 0.6197 0.080 Uiso 1 1 calc R . .
C9 C 0.3919(2) 0.31166(17) 0.6928(3) 0.0537(7) Uani 1 1 d . . .
H9 H 0.3579 0.3556 0.7004 0.064 Uiso 1 1 calc R . .
C10 C 0.3643(2) 0.24398(14) 0.7305(3) 0.0409(6) Uani 1 1 d . . .
C11 C 0.28483(18) 0.21724(14) 0.7826(2) 0.0360(6) Uani 1 1 d . . .
C12 C 0.29448(18) 0.13791(14) 0.7971(2) 0.0367(6) Uani 1 1 d . . .
C13 C 0.22832(19) 0.09730(14) 0.8438(2) 0.0383(6) Uani 1 1 d . . .
C14 C 0.1503(2) 0.13693(14) 0.8684(3) 0.0411(6) Uani 1 1 d . . .
H14 H 0.1044 0.1104 0.8971 0.049 Uiso 1 1 calc R . .
C15 C 0.13732(19) 0.21454(14) 0.8521(2) 0.0381(6) Uani 1 1 d . . .
C16 C 0.20689(19) 0.25606(14) 0.8104(2) 0.0358(6) Uani 1 1 d . . .
C17 C 0.1945(2) 0.33891(14) 0.7883(3) 0.0391(6) Uani 1 1 d . . .
C18 C 0.1124(2) 0.36705(17) 0.6810(3) 0.0536(7) Uani 1 1 d . . .
H18 H 0.0638 0.3345 0.6227 0.064 Uiso 1 1 calc R . .
C19 C 0.1021(3) 0.4436(2) 0.6597(4) 0.0786(11) Uani 1 1 d . . .
H19 H 0.0472 0.4622 0.5860 0.094 Uiso 1 1 calc R . .
C20 C 0.1721(3) 0.49261(19) 0.7463(4) 0.0803(11) Uani 1 1 d . . .
H20 H 0.1646 0.5441 0.7311 0.096 Uiso 1 1 calc R . .
C21 C 0.2530(3) 0.46525(18) 0.8548(4) 0.0704(10) Uani 1 1 d . . .
H21 H 0.2999 0.4981 0.9147 0.085 Uiso 1 1 calc R . .
C22 C 0.2644(2) 0.38911(17) 0.8748(3) 0.0575(8) Uani 1 1 d . . .
H22 H 0.3201 0.3708 0.9479 0.069 Uiso 1 1 calc R . .
C23 C 0.2401(2) 0.01553(14) 0.8743(2) 0.0392(6) Uani 1 1 d . . .
C24 C 0.1548(2) -0.03242(16) 0.8223(3) 0.0541(7) Uani 1 1 d . . .
H24 H 0.0909 -0.0137 0.7641 0.065 Uiso 1 1 calc R . .
C25 C 0.1636(3) -0.10760(17) 0.8560(4) 0.0655(9) Uani 1 1 d . . .
H25 H 0.1057 -0.1390 0.8210 0.079 Uiso 1 1 calc R . .
C26 C 0.2580(3) -0.13599(17) 0.9410(4) 0.0614(8) Uani 1 1 d . . .
H26 H 0.2641 -0.1867 0.9629 0.074 Uiso 1 1 calc R . .
C27 C 0.3433(3) -0.08936(16) 0.9936(3) 0.0542(7) Uani 1 1 d . . .
H27 H 0.4071 -0.1085 1.0513 0.065 Uiso 1 1 calc R . .
C28 C 0.3343(2) -0.01423(15) 0.9608(3) 0.0487(7) Uani 1 1 d . . .
H28 H 0.3924 0.0170 0.9973 0.058 Uiso 1 1 calc R . .
C29 C 0.0499(2) 0.24882(14) 0.8818(3) 0.0400(6) Uani 1 1 d . . .
C30 C -0.0488(2) 0.21580(15) 0.8316(3) 0.0455(6) Uani 1 1 d . . .
H30 H -0.0598 0.1743 0.7759 0.055 Uiso 1 1 calc R . .
C31 C -0.1309(2) 0.24293(16) 0.8620(3) 0.0519(7) Uani 1 1 d . . .
H31 H -0.1963 0.2198 0.8276 0.062 Uiso 1 1 calc R . .
C32 C -0.1154(2) 0.30516(17) 0.9445(3) 0.0528(7) Uani 1 1 d . . .
C33 C -0.0174(2) 0.33892(17) 0.9958(3) 0.0528(7) Uani 1 1 d . . .
H33 H -0.0069 0.3804 1.0514 0.063 Uiso 1 1 calc R . .
C34 C 0.0643(2) 0.31146(15) 0.9651(3) 0.0466(7) Uani 1 1 d . . .
H34 H 0.1296 0.3346 0.9999 0.056 Uiso 1 1 calc R . .
C35 C -0.2014(3) 0.33441(19) 0.9760(4) 0.0707(10) Uani 1 1 d . . .
N36 N -0.2685(3) 0.3565(2) 1.0026(5) 0.1044(13) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.399(4) . ?
C1 C2 1.410(4) . ?
C1 C10 1.412(4) . ?
C2 C3 1.375(4) . ?
C2 C12 1.482(3) . ?
C3 C4 1.413(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.367(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.413(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.416(4) . ?
C7 C8 1.364(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.410(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.371(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.484(3) . ?
C11 C16 1.399(3) . ?
C11 C12 1.422(3) . ?
C12 C13 1.397(3) . ?
C13 C14 1.390(3) . ?
C13 C23 1.488(3) . ?
C14 C15 1.396(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.410(3) . ?
C15 C29 1.486(3) . ?
C16 C17 1.494(3) . ?
C17 C18 1.375(4) . ?
C17 C22 1.387(4) . ?
C18 C19 1.381(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.374(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.369(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.373(4) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.387(4) . ?
C23 C28 1.388(4) . ?
C24 C25 1.381(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.374(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.373(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.378(4) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.388(4) . ?
C29 C34 1.402(4) . ?
C30 C31 1.375(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.389(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.386(4) . ?
C32 C35 1.443(4) . ?
C33 C34 1.375(4) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 N36 1.135(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 123.7(3) . . ?
C6 C1 C10 124.0(2) . . ?
C2 C1 C10 112.3(2) . . ?
C3 C2 C1 118.3(2) . . ?
C3 C2 C12 135.6(2) . . ?
C1 C2 C12 105.8(2) . . ?
C2 C3 C4 118.7(3) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C5 C4 C3 122.7(3) . . ?
C5 C4 H4 118.7 . . ?
C3 C4 H4 118.7 . . ?
C4 C5 C6 120.1(3) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 116.5(3) . . ?
C1 C6 C7 116.2(3) . . ?
C5 C6 C7 127.3(3) . . ?
C8 C7 C6 119.8(3) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 123.1(3) . . ?
C7 C8 H8 118.4 . . ?
C9 C8 H8 118.4 . . ?
C10 C9 C8 118.7(3) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C9 C10 C1 118.1(3) . . ?
C9 C10 C11 136.1(3) . . ?
C1 C10 C11 105.7(2) . . ?
C16 C11 C12 120.9(2) . . ?
C16 C11 C10 130.9(2) . . ?
C12 C11 C10 108.0(2) . . ?
C13 C12 C11 120.5(2) . . ?
C13 C12 C2 131.3(2) . . ?
C11 C12 C2 108.1(2) . . ?
C14 C13 C12 117.4(2) . . ?
C14 C13 C23 118.8(2) . . ?
C12 C13 C23 123.8(2) . . ?
C13 C14 C15 123.3(2) . . ?
C13 C14 H14 118.3 . . ?
C15 C14 H14 118.3 . . ?
C14 C15 C16 119.4(2) . . ?
C14 C15 C29 117.0(2) . . ?
C16 C15 C29 123.6(2) . . ?
C11 C16 C15 118.4(2) . . ?
C11 C16 C17 120.3(2) . . ?
C15 C16 C17 121.3(2) . . ?
C18 C17 C22 118.5(3) . . ?
C18 C17 C16 120.2(2) . . ?
C22 C17 C16 121.3(2) . . ?
C17 C18 C19 120.1(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 120.8(3) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C21 C20 C19 119.6(3) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C22 119.7(3) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C21 C22 C17 121.4(3) . . ?
C21 C22 H22 119.3 . . ?
C17 C22 H22 119.3 . . ?
C24 C23 C28 118.1(2) . . ?
C24 C23 C13 120.5(2) . . ?
C28 C23 C13 121.3(2) . . ?
C25 C24 C23 120.9(3) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 120.1(3) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C27 C26 C25 119.9(3) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 120.1(3) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C23 121.0(3) . . ?
C27 C28 H28 119.5 . . ?
C23 C28 H28 119.5 . . ?
C30 C29 C34 118.0(2) . . ?
C30 C29 C15 119.4(2) . . ?
C34 C29 C15 122.5(2) . . ?
C31 C30 C29 121.7(3) . . ?
C31 C30 H30 119.2 . . ?
C29 C30 H30 119.2 . . ?
C30 C31 C32 119.6(3) . . ?
C30 C31 H31 120.2 . . ?
C32 C31 H31 120.2 . . ?
C33 C32 C31 119.7(3) . . ?
C33 C32 C35 120.4(3) . . ?
C31 C32 C35 119.9(3) . . ?
C34 C33 C32 120.4(3) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C29 120.6(3) . . ?
C33 C34 H34 119.7 . . ?
C29 C34 H34 119.7 . . ?
N36 C35 C32 178.8(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -2.7(4) . . . . ?
C10 C1 C2 C3 173.6(2) . . . . ?
C6 C1 C2 C12 -178.0(2) . . . . ?
C10 C1 C2 C12 -1.6(3) . . . . ?
C1 C2 C3 C4 2.7(4) . . . . ?
C12 C2 C3 C4 176.1(3) . . . . ?
C2 C3 C4 C5 -0.9(5) . . . . ?
C3 C4 C5 C6 -1.0(5) . . . . ?
C2 C1 C6 C5 0.9(4) . . . . ?
C10 C1 C6 C5 -175.1(3) . . . . ?
C2 C1 C6 C7 178.2(3) . . . . ?
C10 C1 C6 C7 2.2(4) . . . . ?
C4 C5 C6 C1 1.0(4) . . . . ?
C4 C5 C6 C7 -176.0(3) . . . . ?
C1 C6 C7 C8 -1.7(5) . . . . ?
C5 C6 C7 C8 175.2(3) . . . . ?
C6 C7 C8 C9 -0.3(5) . . . . ?
C7 C8 C9 C10 2.0(5) . . . . ?
C8 C9 C10 C1 -1.5(4) . . . . ?
C8 C9 C10 C11 -177.8(3) . . . . ?
C6 C1 C10 C9 -0.6(4) . . . . ?
C2 C1 C10 C9 -176.9(3) . . . . ?
C6 C1 C10 C11 176.7(2) . . . . ?
C2 C1 C10 C11 0.4(3) . . . . ?
C9 C10 C11 C16 0.7(5) . . . . ?
C1 C10 C11 C16 -175.9(2) . . . . ?
C9 C10 C11 C12 177.7(3) . . . . ?
C1 C10 C11 C12 1.1(3) . . . . ?
C16 C11 C12 C13 -2.1(4) . . . . ?
C10 C11 C12 C13 -179.5(2) . . . . ?
C16 C11 C12 C2 175.3(2) . . . . ?
C10 C11 C12 C2 -2.1(3) . . . . ?
C3 C2 C12 C13 5.3(5) . . . . ?
C1 C2 C12 C13 179.3(3) . . . . ?
C3 C2 C12 C11 -171.8(3) . . . . ?
C1 C2 C12 C11 2.3(3) . . . . ?
C11 C12 C13 C14 3.3(4) . . . . ?
C2 C12 C13 C14 -173.5(2) . . . . ?
C11 C12 C13 C23 -173.8(2) . . . . ?
C2 C12 C13 C23 9.5(4) . . . . ?
C12 C13 C14 C15 -1.8(4) . . . . ?
C23 C13 C14 C15 175.4(2) . . . . ?
C13 C14 C15 C16 -0.9(4) . . . . ?
C13 C14 C15 C29 179.8(2) . . . . ?
C12 C11 C16 C15 -0.6(3) . . . . ?
C10 C11 C16 C15 176.1(2) . . . . ?
C12 C11 C16 C17 -177.0(2) . . . . ?
C10 C11 C16 C17 -0.4(4) . . . . ?
C14 C15 C16 C11 2.1(3) . . . . ?
C29 C15 C16 C11 -178.6(2) . . . . ?
C14 C15 C16 C17 178.4(2) . . . . ?
C29 C15 C16 C17 -2.2(4) . . . . ?
C11 C16 C17 C18 105.1(3) . . . . ?
C15 C16 C17 C18 -71.2(3) . . . . ?
C11 C16 C17 C22 -75.2(3) . . . . ?
C15 C16 C17 C22 108.5(3) . . . . ?
C22 C17 C18 C19 1.3(4) . . . . ?
C16 C17 C18 C19 -179.0(3) . . . . ?
C17 C18 C19 C20 -1.2(5) . . . . ?
C18 C19 C20 C21 0.0(6) . . . . ?
C19 C20 C21 C22 1.1(6) . . . . ?
C20 C21 C22 C17 -1.1(5) . . . . ?
C18 C17 C22 C21 -0.2(5) . . . . ?
C16 C17 C22 C21 -179.9(3) . . . . ?
C14 C13 C23 C24 53.5(4) . . . . ?
C12 C13 C23 C24 -129.4(3) . . . . ?
C14 C13 C23 C28 -122.7(3) . . . . ?
C12 C13 C23 C28 54.3(4) . . . . ?
C28 C23 C24 C25 0.0(4) . . . . ?
C13 C23 C24 C25 -176.4(3) . . . . ?
C23 C24 C25 C26 -0.6(5) . . . . ?
C24 C25 C26 C27 0.6(5) . . . . ?
C25 C26 C27 C28 -0.2(5) . . . . ?
C26 C27 C28 C23 -0.4(5) . . . . ?
C24 C23 C28 C27 0.4(4) . . . . ?
C13 C23 C28 C27 176.8(3) . . . . ?
C14 C15 C29 C30 -46.6(3) . . . . ?
C16 C15 C29 C30 134.1(3) . . . . ?
C14 C15 C29 C34 129.9(3) . . . . ?
C16 C15 C29 C34 -49.4(4) . . . . ?
C34 C29 C30 C31 -0.2(4) . . . . ?
C15 C29 C30 C31 176.5(2) . . . . ?
C29 C30 C31 C32 0.3(4) . . . . ?
C30 C31 C32 C33 -0.4(5) . . . . ?
C30 C31 C32 C35 179.4(3) . . . . ?
C31 C32 C33 C34 0.3(5) . . . . ?
C35 C32 C33 C34 -179.5(3) . . . . ?
C32 C33 C34 C29 -0.2(4) . . . . ?
C30 C29 C34 C33 0.1(4) . . . . ?
C15 C29 C34 C33 -176.4(2) . . . . ?
C33 C32 C35 N36 -94(22) . . . . ?
C31 C32 C35 N36 87(22) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_tpfsym_0m
_database_code_depnum_ccdc_archive 'CCDC 1402235'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H50 O2, C4 H10 O, 1.5(H2O)'
_chemical_formula_sum            'C56 H63 O4.50'
_chemical_formula_weight         808.06

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   12.5215(16)
_cell_length_b                   24.786(3)
_cell_length_c                   15.897(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.858(3)
_cell_angle_gamma                90.00
_cell_volume                     4669.0(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9460
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      30.25

_exptl_crystal_description       rectangular
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1740
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9859
_exptl_absorpt_correction_T_max  0.9936
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(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 D8 quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            94880
_diffrn_reflns_av_R_equivalents  0.1411
_diffrn_reflns_av_sigmaI/netI    0.0954
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         25.00
_reflns_number_total             8196
_reflns_number_gt                4050
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker d8quest'
_computing_cell_refinement       'Bruker saint'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    Shelxs-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  WinGx1.80.05

_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 > 2σ(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           fullcycle
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)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         8196
_refine_ls_number_parameters     489
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.2470
_refine_ls_R_factor_gt           0.1392
_refine_ls_wR_factor_ref         0.4037
_refine_ls_wR_factor_gt          0.3497
_refine_ls_goodness_of_fit_ref   1.226
_refine_ls_restrained_S_all      1.227
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.003

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 0.8715(4) 0.7560(2) 0.8641(4) 0.0637(15) Uani 1 1 d . . .
C2 C 0.7861(5) 0.7949(2) 0.8606(3) 0.0612(15) Uani 1 1 d . . .
C3 C 0.8135(5) 0.8387(2) 0.9152(4) 0.0714(16) Uani 1 1 d . . .
H3 H 0.7602 0.8652 0.9133 0.086 Uiso 1 1 calc R . .
C4 C 0.9247(7) 0.8427(3) 0.9747(4) 0.092(2) Uani 1 1 d . . .
H4 H 0.9417 0.8716 1.0141 0.110 Uiso 1 1 calc R . .
C5 C 1.0079(6) 0.8073(3) 0.9780(4) 0.0858(19) Uani 1 1 d . . .
H5 H 1.0805 0.8127 1.0172 0.103 Uiso 1 1 calc R . .
C6 C 0.9827(5) 0.7618(3) 0.9206(4) 0.0702(16) Uani 1 1 d . . .
C7 C 1.0576(6) 0.7211(3) 0.9168(5) 0.093(2) Uani 1 1 d . . .
H7 H 1.1326 0.7226 0.9530 0.112 Uiso 1 1 calc R . .
C8 C 1.0199(6) 0.6791(3) 0.8595(6) 0.106(2) Uani 1 1 d . . .
H8 H 1.0717 0.6530 0.8560 0.127 Uiso 1 1 calc R . .
C9 C 0.9087(5) 0.6732(2) 0.8062(5) 0.0831(19) Uani 1 1 d . . .
H9 H 0.8863 0.6433 0.7692 0.100 Uiso 1 1 calc R . .
C10 C 0.8332(4) 0.7115(2) 0.8089(4) 0.0603(14) Uani 1 1 d . . .
C11 C 0.7098(4) 0.7213(2) 0.7652(3) 0.0524(13) Uani 1 1 d . . .
C12 C 0.6819(4) 0.7726(2) 0.7934(3) 0.0546(14) Uani 1 1 d . . .
C13 C 0.5731(4) 0.7926(2) 0.7632(3) 0.0533(13) Uani 1 1 d . . .
C14 C 0.4885(4) 0.75964(19) 0.7071(3) 0.0484(12) Uani 1 1 d . . .
C15 C 0.5132(4) 0.70989(19) 0.6764(3) 0.0525(13) Uani 1 1 d . . .
C16 C 0.6255(4) 0.69009(19) 0.7066(4) 0.0562(13) Uani 1 1 d . . .
C17 C 0.6571(4) 0.6364(2) 0.6777(4) 0.0553(13) Uani 1 1 d . . .
C18 C 0.6759(5) 0.5932(2) 0.7339(4) 0.0716(16) Uani 1 1 d . . .
H18 H 0.6680 0.5974 0.7898 0.086 Uiso 1 1 calc R . .
C19 C 0.7059(5) 0.5442(2) 0.7100(5) 0.0849(19) Uani 1 1 d . . .
H19 H 0.7166 0.5152 0.7490 0.102 Uiso 1 1 calc R . .
C20 C 0.7202(5) 0.5374(3) 0.6306(5) 0.089(2) Uani 1 1 d . . .
H20 H 0.7423 0.5041 0.6147 0.107 Uiso 1 1 calc R . .
C21 C 0.7017(6) 0.5805(3) 0.5733(5) 0.098(2) Uani 1 1 d . . .
H21 H 0.7099 0.5763 0.5176 0.118 Uiso 1 1 calc R . .
C22 C 0.6712(5) 0.6294(2) 0.5978(4) 0.0739(17) Uani 1 1 d . . .
H22 H 0.6600 0.6583 0.5587 0.089 Uiso 1 1 calc R . .
C23 C 0.5499(4) 0.8477(2) 0.7889(4) 0.0560(14) Uani 1 1 d . . .
C24 C 0.4927(5) 0.8578(2) 0.8472(4) 0.0736(17) Uani 1 1 d . . .
H24 H 0.4630 0.8290 0.8700 0.088 Uiso 1 1 calc R . .
C25 C 0.4779(6) 0.9093(3) 0.8731(5) 0.097(2) Uani 1 1 d . . .
H25 H 0.4406 0.9149 0.9143 0.117 Uiso 1 1 calc R . .
C26 C 0.5180(6) 0.9524(3) 0.8383(6) 0.108(3) Uani 1 1 d . . .
H26 H 0.5062 0.9873 0.8549 0.130 Uiso 1 1 calc R . .
C27 C 0.5746(6) 0.9444(3) 0.7802(6) 0.103(2) Uani 1 1 d . . .
H27 H 0.6019 0.9735 0.7563 0.124 Uiso 1 1 calc R . .
C28 C 0.5913(5) 0.8921(3) 0.7565(5) 0.088(2) Uani 1 1 d . . .
H28 H 0.6317 0.8866 0.7174 0.105 Uiso 1 1 calc R . .
C29 C 0.4249(4) 0.6775(2) 0.6086(3) 0.0527(13) Uani 1 1 d . . .
C30 C 0.3699(4) 0.7001(2) 0.5264(3) 0.0544(13) Uani 1 1 d . . .
H30 H 0.3871 0.7353 0.5150 0.065 Uiso 1 1 calc R . .
C31 C 0.2901(5) 0.6717(2) 0.4613(4) 0.0637(15) Uani 1 1 d . . .
H31 H 0.2558 0.6875 0.4061 0.076 Uiso 1 1 calc R . .
C32 C 0.2610(4) 0.6204(2) 0.4772(4) 0.0569(14) Uani 1 1 d . . .
C33 C 0.3138(5) 0.5977(2) 0.5594(4) 0.0632(15) Uani 1 1 d . . .
H33 H 0.2942 0.5632 0.5721 0.076 Uiso 1 1 calc R . .
C34 C 0.3952(5) 0.6261(2) 0.6223(3) 0.0601(14) Uani 1 1 d . . .
H34 H 0.4318 0.6096 0.6766 0.072 Uiso 1 1 calc R . .
C35 C 0.3669(4) 0.7774(2) 0.6837(3) 0.0533(13) Uani 1 1 d . . .
C36 C 0.3265(5) 0.8245(2) 0.6374(4) 0.0737(16) Uani 1 1 d . . .
H36 H 0.3744 0.8462 0.6179 0.088 Uiso 1 1 calc R . .
C37 C 0.2151(7) 0.8393(3) 0.6203(4) 0.088(2) Uani 1 1 d . . .
H37 H 0.1887 0.8712 0.5899 0.105 Uiso 1 1 calc R . .
C38 C 0.1415(5) 0.8068(3) 0.6481(5) 0.0812(18) Uani 1 1 d . . .
C39 C 0.1809(5) 0.7619(3) 0.6942(4) 0.0781(17) Uani 1 1 d . . .
H39 H 0.1335 0.7410 0.7154 0.094 Uiso 1 1 calc R . .
C40 C 0.2911(5) 0.7466(2) 0.7103(4) 0.0663(15) Uani 1 1 d . . .
H40 H 0.3158 0.7144 0.7402 0.080 Uiso 1 1 calc R . .
C42 C 0.1262(6) 0.6097(3) 0.3312(4) 0.0894(19) Uani 1 1 d . . .
H42A H 0.1804 0.6193 0.3018 0.107 Uiso 1 1 calc R . .
H42B H 0.0842 0.6418 0.3358 0.107 Uiso 1 1 calc R . .
C43 C 0.0467(7) 0.5667(3) 0.2783(5) 0.119(3) Uani 1 1 d . . .
H43B H 0.0099 0.5802 0.2186 0.142 Uiso 1 1 calc R . .
H43A H 0.0906 0.5353 0.2735 0.142 Uiso 1 1 calc R . .
C44 C -0.0409(9) 0.5497(5) 0.3164(9) 0.182(5) Uani 1 1 d . . .
H44B H -0.0935 0.5792 0.3118 0.219 Uiso 1 1 calc R . .
H44A H -0.0059 0.5413 0.3788 0.219 Uiso 1 1 calc R . .
C45 C -0.1053(17) 0.5001(10) 0.2676(14) 0.288(10) Uani 1 1 d . . .
H45A H -0.1844 0.5099 0.2441 0.346 Uiso 1 1 calc R . .
H45B H -0.0799 0.4933 0.2170 0.346 Uiso 1 1 calc R . .
C46 C -0.0991(18) 0.4527(9) 0.3112(16) 0.287(10) Uani 1 1 d . . .
H46B H -0.0206 0.4417 0.3296 0.345 Uiso 1 1 calc R . .
H46A H -0.1162 0.4608 0.3652 0.345 Uiso 1 1 calc R . .
C47 C -0.162(2) 0.4076(10) 0.2742(19) 0.384(18) Uani 1 1 d . . .
H47A H -0.2246 0.4042 0.2966 0.577 Uiso 1 1 calc R . .
H47C H -0.1157 0.3760 0.2897 0.577 Uiso 1 1 calc R . .
H47B H -0.1903 0.4113 0.2107 0.577 Uiso 1 1 calc R . .
C49 C -0.0488(5) 0.7931(4) 0.6470(7) 0.150(4) Uani 1 1 d . . .
H49A H -0.0207 0.7840 0.7097 0.180 Uiso 1 1 calc R . .
H49B H -0.0583 0.7597 0.6135 0.180 Uiso 1 1 calc R . .
C50 C -0.1565(8) 0.8188(5) 0.6281(12) 0.254(9) Uani 1 1 d D . .
H50A H -0.1455 0.8576 0.6286 0.305 Uiso 1 1 calc R . .
H50B H -0.1868 0.8103 0.6754 0.305 Uiso 1 1 calc R . .
C51 C -0.2410(13) 0.8036(6) 0.5421(9) 0.239(7) Uani 1 1 d D . .
H51A H -0.2082 0.8085 0.4951 0.287 Uiso 1 1 calc R . .
H51B H -0.2590 0.7656 0.5438 0.287 Uiso 1 1 calc R . .
C52 C -0.3433(13) 0.8343(6) 0.5212(14) 0.271(10) Uani 1 1 d D . .
H52A H -0.3248 0.8712 0.5107 0.325 Uiso 1 1 calc R . .
H52B H -0.3661 0.8348 0.5740 0.325 Uiso 1 1 calc R . .
C53 C -0.4441(15) 0.8184(7) 0.4450(13) 0.279(9) Uani 1 1 d D . .
H53A H -0.4208 0.8186 0.3924 0.334 Uiso 1 1 calc R . .
H53B H -0.4604 0.7811 0.4551 0.334 Uiso 1 1 calc R . .
C54 C -0.5402(9) 0.8445(5) 0.4242(8) 0.166(4) Uani 1 1 d . . .
H54B H -0.5721 0.8407 0.4712 0.249 Uiso 1 1 calc R . .
H54A H -0.5914 0.8299 0.3702 0.249 Uiso 1 1 calc R . .
H54C H -0.5275 0.8820 0.4158 0.249 Uiso 1 1 calc R . .
O41 O 0.1830(3) 0.58875(14) 0.4171(3) 0.0771(11) Uani 1 1 d . . .
O48 O 0.0314(4) 0.8251(2) 0.6263(4) 0.1202(18) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.400(8) . ?
C1 C10 1.394(7) . ?
C1 C2 1.427(7) . ?
C2 C3 1.362(8) . ?
C2 C12 1.500(7) . ?
C3 C4 1.412(9) . ?
C4 C5 1.349(9) . ?
C5 C6 1.421(9) . ?
C6 C7 1.392(9) . ?
C7 C8 1.365(10) . ?
C8 C9 1.384(9) . ?
C9 C10 1.351(7) . ?
C10 C11 1.495(7) . ?
C11 C16 1.394(7) . ?
C11 C12 1.429(7) . ?
C12 C13 1.382(7) . ?
C13 C14 1.405(7) . ?
C13 C23 1.481(7) . ?
C14 C15 1.396(7) . ?
C14 C35 1.513(7) . ?
C15 C16 1.419(7) . ?
C15 C29 1.503(7) . ?
C16 C17 1.502(7) . ?
C17 C22 1.349(7) . ?
C17 C18 1.366(7) . ?
C18 C19 1.363(8) . ?
C19 C20 1.342(9) . ?
C20 C21 1.374(9) . ?
C21 C22 1.364(8) . ?
C23 C24 1.367(7) . ?
C23 C28 1.384(8) . ?
C24 C25 1.371(8) . ?
C25 C26 1.373(10) . ?
C26 C27 1.349(10) . ?
C27 C28 1.384(9) . ?
C29 C34 1.365(7) . ?
C29 C30 1.383(7) . ?
C30 C31 1.377(7) . ?
C31 C32 1.370(7) . ?
C32 C33 1.379(7) . ?
C32 O41 1.370(5) . ?
C33 C34 1.369(7) . ?
C35 C36 1.385(7) . ?
C35 C40 1.387(7) . ?
C36 C37 1.382(9) . ?
C37 C38 1.399(9) . ?
C38 C39 1.335(9) . ?
C38 O48 1.384(6) . ?
C39 C40 1.373(8) . ?
C42 O41 1.419(7) . ?
C42 C43 1.514(9) . ?
C43 C44 1.474(13) . ?
C44 C45 1.537(19) . ?
C45 C46 1.35(2) . ?
C46 C47 1.39(2) . ?
C49 O48 1.400(10) . ?
C49 C50 1.433(11) . ?
C50 C51 1.482(5) . ?
C51 C52 1.434(16) . ?
C52 C53 1.493(4) . ?
C53 C54 1.311(17) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C10 123.6(6) . . ?
C6 C1 C2 122.2(6) . . ?
C10 C1 C2 114.1(5) . . ?
C3 C2 C1 118.8(6) . . ?
C3 C2 C12 136.8(6) . . ?
C1 C2 C12 104.4(5) . . ?
C2 C3 C4 118.3(6) . . ?
C5 C4 C3 124.2(7) . . ?
C4 C5 C6 118.8(7) . . ?
C7 C6 C1 116.2(6) . . ?
C7 C6 C5 126.2(7) . . ?
C1 C6 C5 117.6(6) . . ?
C8 C7 C6 119.4(7) . . ?
C7 C8 C9 123.5(7) . . ?
C10 C9 C8 118.8(7) . . ?
C9 C10 C1 118.3(5) . . ?
C9 C10 C11 136.7(6) . . ?
C1 C10 C11 105.0(5) . . ?
C16 C11 C12 119.6(4) . . ?
C16 C11 C10 131.8(5) . . ?
C12 C11 C10 108.6(4) . . ?
C13 C12 C11 121.6(5) . . ?
C13 C12 C2 130.5(5) . . ?
C11 C12 C2 107.8(5) . . ?
C12 C13 C14 117.9(5) . . ?
C12 C13 C23 119.6(5) . . ?
C14 C13 C23 122.5(5) . . ?
C15 C14 C13 122.0(5) . . ?
C15 C14 C35 119.4(4) . . ?
C13 C14 C35 118.6(4) . . ?
C14 C15 C16 119.6(5) . . ?
C14 C15 C29 121.9(4) . . ?
C16 C15 C29 118.4(4) . . ?
C11 C16 C15 119.2(4) . . ?
C11 C16 C17 118.6(5) . . ?
C15 C16 C17 122.2(5) . . ?
C22 C17 C18 117.9(5) . . ?
C22 C17 C16 122.1(5) . . ?
C18 C17 C16 120.0(5) . . ?
C17 C18 C19 121.4(6) . . ?
C20 C19 C18 120.4(6) . . ?
C19 C20 C21 118.8(6) . . ?
C22 C21 C20 120.3(6) . . ?
C17 C22 C21 121.2(6) . . ?
C24 C23 C28 116.7(5) . . ?
C24 C23 C13 123.2(5) . . ?
C28 C23 C13 120.1(5) . . ?
C23 C24 C25 121.6(6) . . ?
C26 C25 C24 120.2(6) . . ?
C27 C26 C25 120.2(6) . . ?
C26 C27 C28 118.9(7) . . ?
C27 C28 C23 122.4(6) . . ?
C34 C29 C30 116.9(5) . . ?
C34 C29 C15 124.0(5) . . ?
C30 C29 C15 119.1(5) . . ?
C29 C30 C31 121.4(5) . . ?
C32 C31 C30 120.5(5) . . ?
C31 C32 C33 118.6(5) . . ?
C31 C32 O41 125.1(5) . . ?
C33 C32 O41 116.3(5) . . ?
C34 C33 C32 119.9(5) . . ?
C29 C34 C33 122.7(5) . . ?
C36 C35 C40 117.3(5) . . ?
C36 C35 C14 122.8(5) . . ?
C40 C35 C14 119.9(5) . . ?
C37 C36 C35 119.9(6) . . ?
C36 C37 C38 120.8(6) . . ?
C39 C38 O48 124.9(7) . . ?
C39 C38 C37 119.2(6) . . ?
O48 C38 C37 115.8(6) . . ?
C38 C39 C40 120.3(6) . . ?
C39 C40 C35 122.4(5) . . ?
O41 C42 C43 108.2(5) . . ?
C44 C43 C42 114.6(7) . . ?
C43 C44 C45 111.1(12) . . ?
C46 C45 C44 120.2(18) . . ?
C47 C46 C45 124(2) . . ?
O48 C49 C50 113.4(10) . . ?
C49 C50 C51 115.1(11) . . ?
C52 C51 C50 113.3(11) . . ?
C51 C52 C53 120.3(15) . . ?
C54 C53 C52 122.7(14) . . ?
C32 O41 C42 119.0(4) . . ?
C38 O48 C49 119.2(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.0(8) . . . . ?
C10 C1 C2 C3 176.8(5) . . . . ?
C6 C1 C2 C12 -179.4(5) . . . . ?
C10 C1 C2 C12 -1.5(6) . . . . ?
C1 C2 C3 C4 -1.8(8) . . . . ?
C12 C2 C3 C4 175.8(6) . . . . ?
C2 C3 C4 C5 3.6(10) . . . . ?
C3 C4 C5 C6 -2.2(10) . . . . ?
C10 C1 C6 C7 2.8(8) . . . . ?
C2 C1 C6 C7 -179.6(5) . . . . ?
C10 C1 C6 C5 -175.3(5) . . . . ?
C2 C1 C6 C5 2.3(8) . . . . ?
C4 C5 C6 C7 -178.6(6) . . . . ?
C4 C5 C6 C1 -0.7(8) . . . . ?
C1 C6 C7 C8 0.4(9) . . . . ?
C5 C6 C7 C8 178.3(6) . . . . ?
C6 C7 C8 C9 -2.6(11) . . . . ?
C7 C8 C9 C10 1.7(11) . . . . ?
C8 C9 C10 C1 1.4(9) . . . . ?
C8 C9 C10 C11 -179.7(6) . . . . ?
C6 C1 C10 C9 -3.7(8) . . . . ?
C2 C1 C10 C9 178.5(5) . . . . ?
C6 C1 C10 C11 177.1(5) . . . . ?
C2 C1 C10 C11 -0.7(6) . . . . ?
C9 C10 C11 C16 4.4(10) . . . . ?
C1 C10 C11 C16 -176.7(5) . . . . ?
C9 C10 C11 C12 -176.2(7) . . . . ?
C1 C10 C11 C12 2.8(5) . . . . ?
C16 C11 C12 C13 -0.7(7) . . . . ?
C10 C11 C12 C13 179.7(4) . . . . ?
C16 C11 C12 C2 175.8(4) . . . . ?
C10 C11 C12 C2 -3.7(5) . . . . ?
C3 C2 C12 C13 1.4(10) . . . . ?
C1 C2 C12 C13 179.3(5) . . . . ?
C3 C2 C12 C11 -174.7(6) . . . . ?
C1 C2 C12 C11 3.2(5) . . . . ?
C11 C12 C13 C14 3.2(7) . . . . ?
C2 C12 C13 C14 -172.4(4) . . . . ?
C11 C12 C13 C23 -175.3(4) . . . . ?
C2 C12 C13 C23 9.0(8) . . . . ?
C12 C13 C14 C15 -4.8(7) . . . . ?
C23 C13 C14 C15 173.7(5) . . . . ?
C12 C13 C14 C35 171.6(4) . . . . ?
C23 C13 C14 C35 -9.9(7) . . . . ?
C13 C14 C15 C16 3.9(7) . . . . ?
C35 C14 C15 C16 -172.5(4) . . . . ?
C13 C14 C15 C29 -173.2(4) . . . . ?
C35 C14 C15 C29 10.4(7) . . . . ?
C12 C11 C16 C15 -0.3(7) . . . . ?
C10 C11 C16 C15 179.1(5) . . . . ?
C12 C11 C16 C17 179.7(4) . . . . ?
C10 C11 C16 C17 -0.9(8) . . . . ?
C14 C15 C16 C11 -1.3(7) . . . . ?
C29 C15 C16 C11 175.9(4) . . . . ?
C14 C15 C16 C17 178.7(5) . . . . ?
C29 C15 C16 C17 -4.1(7) . . . . ?
C11 C16 C17 C22 -101.2(6) . . . . ?
C15 C16 C17 C22 78.8(7) . . . . ?
C11 C16 C17 C18 76.7(6) . . . . ?
C15 C16 C17 C18 -103.3(6) . . . . ?
C22 C17 C18 C19 -1.2(9) . . . . ?
C16 C17 C18 C19 -179.2(5) . . . . ?
C17 C18 C19 C20 1.4(10) . . . . ?
C18 C19 C20 C21 -1.4(11) . . . . ?
C19 C20 C21 C22 1.1(11) . . . . ?
C18 C17 C22 C21 1.0(9) . . . . ?
C16 C17 C22 C21 178.9(6) . . . . ?
C20 C21 C22 C17 -1.0(11) . . . . ?
C12 C13 C23 C24 -108.8(6) . . . . ?
C14 C13 C23 C24 72.7(7) . . . . ?
C12 C13 C23 C28 68.2(7) . . . . ?
C14 C13 C23 C28 -110.2(6) . . . . ?
C28 C23 C24 C25 -0.6(9) . . . . ?
C13 C23 C24 C25 176.5(6) . . . . ?
C23 C24 C25 C26 2.0(11) . . . . ?
C24 C25 C26 C27 -1.6(12) . . . . ?
C25 C26 C27 C28 0.0(12) . . . . ?
C26 C27 C28 C23 1.4(11) . . . . ?
C24 C23 C28 C27 -1.1(9) . . . . ?
C13 C23 C28 C27 -178.3(6) . . . . ?
C14 C15 C29 C34 -121.8(5) . . . . ?
C16 C15 C29 C34 61.1(7) . . . . ?
C14 C15 C29 C30 58.7(7) . . . . ?
C16 C15 C29 C30 -118.4(5) . . . . ?
C34 C29 C30 C31 -0.9(7) . . . . ?
C15 C29 C30 C31 178.6(4) . . . . ?
C29 C30 C31 C32 1.7(8) . . . . ?
C30 C31 C32 C33 -0.5(8) . . . . ?
C30 C31 C32 O41 -179.9(4) . . . . ?
C31 C32 C33 C34 -1.4(8) . . . . ?
O41 C32 C33 C34 178.1(4) . . . . ?
C30 C29 C34 C33 -1.0(8) . . . . ?
C15 C29 C34 C33 179.5(5) . . . . ?
C32 C33 C34 C29 2.2(8) . . . . ?
C15 C14 C35 C36 -120.9(5) . . . . ?
C13 C14 C35 C36 62.5(7) . . . . ?
C15 C14 C35 C40 60.2(6) . . . . ?
C13 C14 C35 C40 -116.3(5) . . . . ?
C40 C35 C36 C37 0.6(8) . . . . ?
C14 C35 C36 C37 -178.2(5) . . . . ?
C35 C36 C37 C38 -0.9(10) . . . . ?
C36 C37 C38 C39 2.2(10) . . . . ?
C36 C37 C38 O48 -179.1(5) . . . . ?
O48 C38 C39 C40 178.3(5) . . . . ?
C37 C38 C39 C40 -3.1(10) . . . . ?
C38 C39 C40 C35 2.9(9) . . . . ?
C36 C35 C40 C39 -1.6(8) . . . . ?
C14 C35 C40 C39 177.3(5) . . . . ?
O41 C42 C43 C44 60.8(10) . . . . ?
C42 C43 C44 C45 -170.8(11) . . . . ?
C43 C44 C45 C46 116(2) . . . . ?
C44 C45 C46 C47 174.2(19) . . . . ?
O48 C49 C50 C51 97.7(15) . . . . ?
C49 C50 C51 C52 -173.7(15) . . . . ?
C50 C51 C52 C53 -169.9(18) . . . . ?
C51 C52 C53 C54 178.7(18) . . . . ?
C31 C32 O41 C42 -0.2(6) . . . . ?
C33 C32 O41 C42 -179.6(4) . . . . ?
C43 C42 O41 C32 179.3(5) . . . . ?
C39 C38 O48 C49 -5.2(7) . . . . ?
C37 C38 O48 C49 176.1(5) . . . . ?
C50 C49 O48 C38 174.7(8) . . . . ?

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.009 0.500 0.000 376 28 ' '
2 0.022 1.000 0.500 376 28 ' '
3 0.150 0.025 0.028 21 1 ' '
4 0.150 0.475 0.528 21 1 ' '
5 0.850 0.525 0.472 21 1 ' '
6 0.850 0.975 0.972 21 1 ' '
_platon_squeeze_details          
;
PLATON SQUEEZE was used to remove the disordered solvents.

The electron count of 60 electrons per unit cell could correspond to the
possible combinations of solvents, likely to be diethyl ether 
and water. This could not be assigned unambiguously; hence diethyl ether
and 1.5 water molecules were accounted [that is four diethyl ether 
and six water molecules in the unit cell] and the molecular
formula was corrected accordingly in the ins file and completed the refinement. 

As the squeeze command was used to remove the disordered solvents
a void is created.
;

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.080
