# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2017

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

data_An2-An
_database_code_depnum_ccdc_archive 'CCDC 1532678'
_audit_update_record             
;
2017-02-20 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6

_chemical_name_systematic        ?
_chemical_name_common            10,10"-dioxyl-9,9':10',9"-teranthrylene
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H48 O8'
_chemical_formula_weight         824.92

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9558(13)
_cell_length_b                   9.4432(13)
_cell_length_c                   13.6247(18)
_cell_angle_alpha                92.926(3)
_cell_angle_beta                 95.287(4)
_cell_angle_gamma                111.000(3)
_cell_volume                     1066.8(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    240(2)
_cell_measurement_reflns_used    4784
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      27.47

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_F_000             436
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4170
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
;
Empirical Absorption Correction   March 2001 T. Higashi
    Rigaku Corporation, Tokyo, Japan
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      240(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus rotating anode'
_diffrn_measurement_device_type  'Rigaku/Varimax Rapid/007HF'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.800
_diffrn_reflns_number            10597
_diffrn_reflns_av_unetI/netI     0.0879
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.015
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4852
_reflns_number_gt                1935
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    SIR2004
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1362P)²] 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         4852
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1807
_refine_ls_R_factor_gt           0.0760
_refine_ls_wR_factor_ref         0.2698
_refine_ls_wR_factor_gt          0.1962
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_restrained_S_all      0.968
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.9392(4) 0.2990(3) 0.38699(19) 0.0971(10) Uani 1 1 d . . . . .
C1 C 0.8554(4) 0.3328(4) 0.3205(2) 0.0617(9) Uani 1 1 d . . . . .
C2 C 0.7283(4) 0.2166(4) 0.2556(2) 0.0562(8) Uani 1 1 d . . . . .
C3 C 0.6906(5) 0.0623(4) 0.2690(3) 0.0744(11) Uani 1 1 d . . . . .
H1 H 0.749442 0.034489 0.320214 0.089 Uiso 1 1 calc R U . . .
C4 C 0.5708(6) -0.0484(4) 0.2096(3) 0.0812(12) Uani 1 1 d . . . . .
H2 H 0.548101 -0.151476 0.219536 0.097 Uiso 1 1 calc R U . . .
C5 C 0.4815(5) -0.0084(4) 0.1339(3) 0.0767(11) Uani 1 1 d . . . . .
H3 H 0.397862 -0.084848 0.093332 0.092 Uiso 1 1 calc R U . . .
C6 C 0.5153(4) 0.1422(3) 0.1183(2) 0.0612(9) Uani 1 1 d . . . . .
H4 H 0.454191 0.167350 0.067057 0.073 Uiso 1 1 calc R U . . .
C7 C 0.6399(4) 0.2593(3) 0.1780(2) 0.0485(8) Uani 1 1 d . . . . .
C8 C 0.6758(4) 0.4153(3) 0.1634(2) 0.0458(7) Uani 1 1 d . . . . .
C9 C 0.7964(4) 0.5312(3) 0.2276(2) 0.0478(7) Uani 1 1 d . . . . .
C10 C 0.8336(4) 0.6880(4) 0.2158(2) 0.0587(9) Uani 1 1 d . . . . .
H5 H 0.778337 0.717325 0.163434 0.070 Uiso 1 1 calc R U . . .
C11 C 0.9501(4) 0.7979(4) 0.2803(3) 0.0715(10) Uani 1 1 d . . . . .
H6 H 0.972534 0.901353 0.271695 0.086 Uiso 1 1 calc R U . . .
C12 C 1.0352(5) 0.7579(5) 0.3581(3) 0.0762(11) Uani 1 1 d . . . . .
H7 H 1.113776 0.833660 0.402140 0.091 Uiso 1 1 calc R U . . .
C13 C 1.0030(4) 0.6078(5) 0.3696(2) 0.0687(10) Uani 1 1 d . . . . .
H8 H 1.061973 0.581071 0.421293 0.082 Uiso 1 1 calc R U . . .
C14 C 0.8853(4) 0.4927(4) 0.3069(2) 0.0545(8) Uani 1 1 d . . . . .
C15 C 0.5849(3) 0.4578(3) 0.0789(2) 0.0431(7) Uani 1 1 d . . . . .
C16 C 0.6351(3) 0.4610(3) -0.0156(2) 0.0429(7) Uani 1 1 d . . . . .
C17 C 0.7692(4) 0.4218(3) -0.0364(2) 0.0495(8) Uani 1 1 d . . . . .
H9 H 0.826215 0.392126 0.014861 0.059 Uiso 1 1 calc R U . . .
C18 C 0.8164(4) 0.4263(4) -0.1275(2) 0.0567(8) Uani 1 1 d . . . . .
H10 H 0.905852 0.400461 -0.138631 0.068 Uiso 1 1 calc R U . . .
C19 C 0.2675(4) 0.5304(4) 0.2073(2) 0.0584(9) Uani 1 1 d . . . . .
H11 H 0.233915 0.528034 0.270771 0.070 Uiso 1 1 calc R U . . .
C20 C 0.3958(4) 0.4928(3) 0.1910(2) 0.0518(8) Uani 1 1 d . . . . .
H12 H 0.449698 0.463086 0.243856 0.062 Uiso 1 1 calc R U . . .
C21 C 0.4521(3) 0.4969(3) 0.0957(2) 0.0433(7) Uani 1 1 d . . . . .
O2 O 0.1546(3) 0.0815(3) -0.0241(3) 0.0973(10) Uani 1 1 d . . . . .
C22 C 0.0873(11) 0.1303(11) 0.0576(10) 0.097(3) Uani 0.72(2) 1 d . . P A 1
H13 H 0.114082 0.087520 0.117799 0.116 Uiso 0.72(2) 1 calc R U P A 1
H14 H 0.132630 0.241565 0.069364 0.116 Uiso 0.72(2) 1 calc R U P A 1
C23 C 0.0819(14) -0.0797(12) -0.0345(10) 0.099(4) Uani 0.72(2) 1 d . . P A 1
H15 H 0.127069 -0.120402 -0.086992 0.118 Uiso 0.72(2) 1 calc R U P A 1
H16 H 0.107181 -0.119422 0.027385 0.118 Uiso 0.72(2) 1 calc R U P A 1
C24 C 0.2905(9) 0.2060(8) 0.3730(5) 0.100(3) Uani 0.704(9) 1 d . . P B 2
H17 H 0.223056 0.236326 0.324133 0.120 Uiso 0.704(9) 1 calc R U P B 2
H18 H 0.307816 0.116743 0.344057 0.120 Uiso 0.704(9) 1 calc R U P B 2
C25 C 0.2166(6) 0.1722(6) 0.4587(4) 0.1092(16) Uani 1 1 d . . . . .
H19 H 0.107160 0.150208 0.475845 0.131 Uiso 0.296(9) 1 calc R U P B 1
H20 H 0.210528 0.127277 0.391282 0.131 Uiso 0.296(9) 1 calc R U P B 1
H21 H 0.107903 0.095777 0.441686 0.131 Uiso 0.704(9) 1 calc R U P B 2
H22 H 0.206885 0.264263 0.489192 0.131 Uiso 0.704(9) 1 calc R U P B 2
O3 O 0.3045(5) 0.1169(4) 0.5262(3) 0.1286(13) Uani 1 1 d . . . . .
C26 C 0.4569(10) 0.2414(11) 0.5564(5) 0.119(3) Uani 0.704(9) 1 d . . P B 2
H23 H 0.436895 0.328714 0.586188 0.143 Uiso 0.704(9) 1 calc R U P B 2
H24 H 0.521598 0.209641 0.606257 0.143 Uiso 0.704(9) 1 calc R U P B 2
C27 C 0.5421(7) 0.2845(11) 0.4737(5) 0.167(3) Uani 1 1 d . . . . .
H25 H 0.650055 0.302454 0.455002 0.200 Uiso 0.296(9) 1 calc R U P B 1
H26 H 0.551992 0.336068 0.539602 0.200 Uiso 0.296(9) 1 calc R U P B 1
H27 H 0.562852 0.197591 0.444107 0.200 Uiso 0.704(9) 1 calc R U P B 2
H28 H 0.646007 0.366651 0.494845 0.200 Uiso 0.704(9) 1 calc R U P B 2
O4 O 0.4495(5) 0.3350(5) 0.4023(3) 0.1621(19) Uani 1 1 d . . . . .
C28 C 0.306(2) 0.3330(17) 0.467(2) 0.142(10) Uani 0.296(9) 1 d . . P B 1
H29 H 0.347239 0.373201 0.536284 0.171 Uiso 0.296(9) 1 calc R U P B 1
H30 H 0.242356 0.389439 0.438733 0.171 Uiso 0.296(9) 1 calc R U P B 1
C29 C 0.455(4) 0.133(3) 0.471(3) 0.217(18) Uani 0.296(9) 1 d . . P B 1
H31 H 0.519569 0.081297 0.504489 0.260 Uiso 0.296(9) 1 calc R U P B 1
H32 H 0.421135 0.088612 0.402738 0.260 Uiso 0.296(9) 1 calc R U P B 1
C30 C 0.038(3) 0.1561(18) -0.005(3) 0.094(9) Uani 0.28(2) 1 d . . P A 2
H33 H -0.038637 0.144181 -0.063612 0.112 Uiso 0.28(2) 1 calc R U P A 2
H34 H 0.093635 0.264690 0.016350 0.112 Uiso 0.28(2) 1 calc R U P A 2
C31 C 0.050(6) -0.062(3) -0.084(2) 0.157(18) Uani 0.28(2) 1 d . . P A 2
H35 H 0.113779 -0.112910 -0.116320 0.189 Uiso 0.28(2) 1 calc R U P A 2
H36 H -0.026427 -0.045665 -0.133911 0.189 Uiso 0.28(2) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.250(3) . ?
C1 C2 1.450(5) . ?
C1 C14 1.460(5) . ?
C2 C3 1.399(5) . ?
C2 C7 1.423(4) . ?
C3 C4 1.359(5) . ?
C3 H1 0.9400 . ?
C4 C5 1.397(5) . ?
C4 H2 0.9400 . ?
C5 C6 1.376(4) . ?
C5 H3 0.9400 . ?
C6 C7 1.409(4) . ?
C6 H4 0.9400 . ?
C7 C8 1.420(4) . ?
C8 C9 1.418(4) . ?
C8 C15 1.502(3) . ?
C9 C10 1.418(4) . ?
C9 C14 1.423(4) . ?
C10 C11 1.378(4) . ?
C10 H5 0.9400 . ?
C11 C12 1.395(5) . ?
C11 H6 0.9400 . ?
C12 C13 1.362(5) . ?
C12 H7 0.9400 . ?
C13 C14 1.393(5) . ?
C13 H8 0.9400 . ?
C15 C21 1.400(4) . ?
C15 C16 1.401(4) . ?
C16 C17 1.425(4) . ?
C16 C21 1.439(3) 2_665 ?
C17 C18 1.345(4) . ?
C17 H9 0.9400 . ?
C18 C19 1.424(4) 2_665 ?
C18 H10 0.9400 . ?
C19 C20 1.351(4) . ?
C19 H11 0.9400 . ?
C20 C21 1.433(4) . ?
C20 H12 0.9400 . ?
O2 C23 1.419(11) . ?
O2 C22 1.444(8) . ?
O2 C30 1.48(2) . ?
O2 C31 1.49(4) . ?
C22 C23 1.415(15) 2 ?
C22 H13 0.9800 . ?
C22 H14 0.9800 . ?
C23 H15 0.9800 . ?
C23 H16 0.9800 . ?
C24 C25 1.389(8) . ?
C24 O4 1.508(7) . ?
C24 H17 0.9800 . ?
C24 H18 0.9800 . ?
C25 O3 1.396(5) . ?
C25 C28 1.433(15) . ?
C25 H19 0.9800 . ?
C25 H20 0.9800 . ?
C25 H21 0.9800 . ?
C25 H22 0.9800 . ?
O3 C26 1.453(8) . ?
O3 C29 1.56(3) . ?
C26 C27 1.415(9) . ?
C26 H23 0.9800 . ?
C26 H24 0.9800 . ?
C27 C29 1.36(3) . ?
C27 O4 1.430(6) . ?
C27 H25 0.9800 . ?
C27 H26 0.9800 . ?
C27 H27 0.9800 . ?
C27 H28 0.9800 . ?
O4 C28 1.622(19) . ?
C28 H29 0.9800 . ?
C28 H30 0.9800 . ?
C29 H31 0.9800 . ?
C29 H32 0.9800 . ?
C30 C31 1.63(4) 2 ?
C30 H33 0.9800 . ?
C30 H34 0.9800 . ?
C31 H35 0.9800 . ?
C31 H36 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
O1 C1 C2 121.5(3) . . ?
O1 C1 C14 119.8(3) . . ?
C2 C1 C14 118.7(3) . . ?
C3 C2 C7 119.5(3) . . ?
C3 C2 C1 120.6(3) . . ?
C7 C2 C1 120.0(3) . . ?
C4 C3 C2 121.5(3) . . ?
C4 C3 H1 119.3 . . ?
C2 C3 H1 119.3 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H2 120.1 . . ?
C5 C4 H2 120.1 . . ?
C6 C5 C4 120.4(4) . . ?
C6 C5 H3 119.8 . . ?
C4 C5 H3 119.8 . . ?
C5 C6 C7 121.1(3) . . ?
C5 C6 H4 119.5 . . ?
C7 C6 H4 119.5 . . ?
C6 C7 C8 121.9(2) . . ?
C6 C7 C2 117.7(3) . . ?
C8 C7 C2 120.4(3) . . ?
C9 C8 C7 120.7(2) . . ?
C9 C8 C15 119.7(2) . . ?
C7 C8 C15 119.5(3) . . ?
C10 C9 C8 122.1(2) . . ?
C10 C9 C14 117.5(3) . . ?
C8 C9 C14 120.4(3) . . ?
C11 C10 C9 120.6(3) . . ?
C11 C10 H5 119.7 . . ?
C9 C10 H5 119.7 . . ?
C10 C11 C12 121.0(3) . . ?
C10 C11 H6 119.5 . . ?
C12 C11 H6 119.5 . . ?
C13 C12 C11 119.2(3) . . ?
C13 C12 H7 120.4 . . ?
C11 C12 H7 120.4 . . ?
C12 C13 C14 121.9(3) . . ?
C12 C13 H8 119.0 . . ?
C14 C13 H8 119.0 . . ?
C13 C14 C9 119.7(3) . . ?
C13 C14 C1 120.5(3) . . ?
C9 C14 C1 119.8(3) . . ?
C21 C15 C16 120.4(2) . . ?
C21 C15 C8 119.6(3) . . ?
C16 C15 C8 120.0(2) . . ?
C15 C16 C17 122.4(2) . . ?
C15 C16 C21 119.5(2) . 2_665 ?
C17 C16 C21 118.1(3) . 2_665 ?
C18 C17 C16 121.7(3) . . ?
C18 C17 H9 119.2 . . ?
C16 C17 H9 119.2 . . ?
C17 C18 C19 120.9(3) . 2_665 ?
C17 C18 H10 119.5 . . ?
C19 C18 H10 119.5 2_665 . ?
C20 C19 C18 119.4(3) . 2_665 ?
C20 C19 H11 120.3 . . ?
C18 C19 H11 120.3 2_665 . ?
C19 C20 C21 122.0(3) . . ?
C19 C20 H12 119.0 . . ?
C21 C20 H12 119.0 . . ?
C15 C21 C20 122.0(2) . . ?
C15 C21 C16 120.1(3) . 2_665 ?
C20 C21 C16 117.9(3) . 2_665 ?
C23 O2 C22 105.2(7) . . ?
C30 O2 C31 102(2) . . ?
C23 C22 O2 108.9(10) 2 . ?
C23 C22 H13 109.9 2 . ?
O2 C22 H13 109.9 . . ?
C23 C22 H14 109.9 2 . ?
O2 C22 H14 109.9 . . ?
H13 C22 H14 108.3 . . ?
C22 C23 O2 112.0(8) 2 . ?
C22 C23 H15 109.2 2 . ?
O2 C23 H15 109.2 . . ?
C22 C23 H16 109.2 2 . ?
O2 C23 H16 109.2 . . ?
H15 C23 H16 107.9 . . ?
C25 C24 O4 106.9(5) . . ?
C25 C24 H17 110.3 . . ?
O4 C24 H17 110.3 . . ?
C25 C24 H18 110.3 . . ?
O4 C24 H18 110.3 . . ?
H17 C24 H18 108.6 . . ?
C24 C25 O3 111.3(5) . . ?
O3 C25 C28 103.8(10) . . ?
O3 C25 H19 111.0 . . ?
C28 C25 H19 111.0 . . ?
O3 C25 H20 111.0 . . ?
C28 C25 H20 111.0 . . ?
H19 C25 H20 109.0 . . ?
C24 C25 H21 109.4 . . ?
O3 C25 H21 109.4 . . ?
C24 C25 H22 109.4 . . ?
O3 C25 H22 109.4 . . ?
H21 C25 H22 108.0 . . ?
C25 O3 C26 106.4(4) . . ?
C25 O3 C29 100.9(13) . . ?
C27 C26 O3 110.1(6) . . ?
C27 C26 H23 109.6 . . ?
O3 C26 H23 109.6 . . ?
C27 C26 H24 109.6 . . ?
O3 C26 H24 109.6 . . ?
H23 C26 H24 108.1 . . ?
C29 C27 O4 102.9(17) . . ?
C26 C27 O4 109.6(6) . . ?
C29 C27 H25 111.2 . . ?
O4 C27 H25 111.2 . . ?
C29 C27 H26 111.2 . . ?
O4 C27 H26 111.2 . . ?
H25 C27 H26 109.1 . . ?
C26 C27 H27 109.8 . . ?
O4 C27 H27 109.8 . . ?
C26 C27 H28 109.8 . . ?
O4 C27 H28 109.8 . . ?
H27 C27 H28 108.2 . . ?
C27 O4 C24 107.8(5) . . ?
C27 O4 C28 98.4(9) . . ?
C25 C28 O4 99.1(11) . . ?
C25 C28 H29 111.9 . . ?
O4 C28 H29 111.9 . . ?
C25 C28 H30 111.9 . . ?
O4 C28 H30 111.9 . . ?
H29 C28 H30 109.6 . . ?
C27 C29 O3 107.1(17) . . ?
C27 C29 H31 110.3 . . ?
O3 C29 H31 110.3 . . ?
C27 C29 H32 110.3 . . ?
O3 C29 H32 110.3 . . ?
H31 C29 H32 108.6 . . ?
O2 C30 C31 102(3) . 2 ?
O2 C30 H33 111.4 . . ?
C31 C30 H33 111.4 2 . ?
O2 C30 H34 111.4 . . ?
C31 C30 H34 111.4 2 . ?
H33 C30 H34 109.3 . . ?
O2 C31 C30 98(2) . 2 ?
O2 C31 H35 112.1 . . ?
C30 C31 H35 112.1 2 . ?
O2 C31 H36 112.1 . . ?
C30 C31 H36 112.1 2 . ?
H35 C31 H36 109.7 . . ?

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
O1 C1 C2 C3 3.1(5) . . . . ?
C14 C1 C2 C3 -177.0(3) . . . . ?
O1 C1 C2 C7 -177.3(3) . . . . ?
C14 C1 C2 C7 2.6(5) . . . . ?
C7 C2 C3 C4 -0.2(6) . . . . ?
C1 C2 C3 C4 179.3(4) . . . . ?
C2 C3 C4 C5 -0.6(6) . . . . ?
C3 C4 C5 C6 0.7(6) . . . . ?
C4 C5 C6 C7 0.0(6) . . . . ?
C5 C6 C7 C8 -179.6(3) . . . . ?
C5 C6 C7 C2 -0.8(5) . . . . ?
C3 C2 C7 C6 0.9(5) . . . . ?
C1 C2 C7 C6 -178.7(3) . . . . ?
C3 C2 C7 C8 179.7(3) . . . . ?
C1 C2 C7 C8 0.2(5) . . . . ?
C6 C7 C8 C9 176.8(3) . . . . ?
C2 C7 C8 C9 -2.1(4) . . . . ?
C6 C7 C8 C15 -3.2(5) . . . . ?
C2 C7 C8 C15 177.9(3) . . . . ?
C7 C8 C9 C10 -179.2(3) . . . . ?
C15 C8 C9 C10 0.8(4) . . . . ?
C7 C8 C9 C14 1.0(4) . . . . ?
C15 C8 C9 C14 -179.0(3) . . . . ?
C8 C9 C10 C11 179.1(3) . . . . ?
C14 C9 C10 C11 -1.1(5) . . . . ?
C9 C10 C11 C12 0.6(6) . . . . ?
C10 C11 C12 C13 0.6(6) . . . . ?
C11 C12 C13 C14 -1.2(6) . . . . ?
C12 C13 C14 C9 0.7(5) . . . . ?
C12 C13 C14 C1 179.1(3) . . . . ?
C10 C9 C14 C13 0.4(5) . . . . ?
C8 C9 C14 C13 -179.8(3) . . . . ?
C10 C9 C14 C1 -178.0(3) . . . . ?
C8 C9 C14 C1 1.8(5) . . . . ?
O1 C1 C14 C13 -2.0(5) . . . . ?
C2 C1 C14 C13 178.0(3) . . . . ?
O1 C1 C14 C9 176.4(3) . . . . ?
C2 C1 C14 C9 -3.6(5) . . . . ?
C9 C8 C15 C21 -83.3(4) . . . . ?
C7 C8 C15 C21 96.7(3) . . . . ?
C9 C8 C15 C16 95.4(3) . . . . ?
C7 C8 C15 C16 -84.6(4) . . . . ?
C21 C15 C16 C17 -179.9(3) . . . . ?
C8 C15 C16 C17 1.4(4) . . . . ?
C21 C15 C16 C21 -0.7(4) . . . 2_665 ?
C8 C15 C16 C21 -179.5(2) . . . 2_665 ?
C15 C16 C17 C18 -179.6(3) . . . . ?
C21 C16 C17 C18 1.2(4) 2_665 . . . ?
C16 C17 C18 C19 -0.5(5) . . . 2_665 ?
C18 C19 C20 C21 0.8(5) 2_665 . . . ?
C16 C15 C21 C20 179.1(3) . . . . ?
C8 C15 C21 C20 -2.2(4) . . . . ?
C16 C15 C21 C16 0.7(4) . . . 2_665 ?
C8 C15 C21 C16 179.5(2) . . . 2_665 ?
C19 C20 C21 C15 -179.9(3) . . . . ?
C19 C20 C21 C16 -1.6(4) . . . 2_665 ?
C23 O2 C22 C23 -59.7(15) . . . 2 ?
C22 O2 C23 C22 61.8(17) . . . 2 ?
O4 C24 C25 O3 -64.8(6) . . . . ?
C24 C25 O3 C26 65.3(7) . . . . ?
C28 C25 O3 C29 -72.3(17) . . . . ?
C25 O3 C26 C27 -61.7(9) . . . . ?
O3 C26 C27 O4 60.9(10) . . . . ?
C26 C27 O4 C24 -58.7(9) . . . . ?
C29 C27 O4 C28 75.4(17) . . . . ?
C25 C24 O4 C27 59.8(7) . . . . ?
O3 C25 C28 O4 78.4(13) . . . . ?
C27 O4 C28 C25 -76.8(13) . . . . ?
O4 C27 C29 O3 -74(2) . . . . ?
C25 O3 C29 C27 70(3) . . . . ?
C31 O2 C30 C31 78(3) . . . 2 ?
C30 O2 C31 C30 -76(4) . . . 2 ?

_refine_diff_density_max         0.204
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_tBuAn2-An
_database_code_depnum_ccdc_archive 'CCDC 1532679'
_audit_update_record             
;
2017-02-20 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6

_chemical_name_systematic        ?
_chemical_name_common            
;
2,2",7,7"-tetra-tert-butyl-10,10"-dioxyl-9,9':10',9"-teranthrylene
;
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C66 H72 O6'
_chemical_formula_weight         961.23

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.8673(3)
_cell_length_b                   14.8352(3)
_cell_length_c                   15.9367(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.9755(9)
_cell_angle_gamma                90
_cell_volume                     2734.07(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    18630
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      27.47

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4603
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
;
Empirical Absorption Correction   March 2001 T. Higashi
    Rigaku Corporation, Tokyo, Japan
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus rotating anode'
_diffrn_measurement_device_type  'Rigaku/Varimax Rapid/007HF'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.800
_diffrn_reflns_number            26601
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.044
_diffrn_reflns_theta_max         27.476
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6258
_reflns_number_gt                4437
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    SIR2004
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1108P)²+0.8363P] 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         6258
_refine_ls_number_parameters     383
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0637
_refine_ls_wR_factor_ref         0.2067
_refine_ls_wR_factor_gt          0.1863
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.66976(12) 0.66312(11) 0.13203(9) 0.0462(4) Uani 1 1 d . . . A 2
C1 C 0.64085(15) 0.63143(13) 0.19555(11) 0.0314(4) Uani 1 1 d . . . . .
C2 C 0.52259(14) 0.59855(12) 0.19077(11) 0.0286(4) Uani 1 1 d . . . . .
C3 C 0.44369(15) 0.59783(13) 0.11126(11) 0.0315(4) Uani 1 1 d . . . . .
H1 H 0.468207 0.618374 0.061773 0.038 Uiso 1 1 calc R U . . .
C4 C 0.33039(15) 0.56806(13) 0.10202(12) 0.0319(4) Uani 1 1 d . . . . .
C5 C 0.29692(16) 0.53994(14) 0.17758(13) 0.0373(4) Uani 1 1 d . . . . .
H2 H 0.219607 0.520560 0.173616 0.045 Uiso 1 1 calc R U . . .
C6 C 0.37293(15) 0.53978(15) 0.25678(12) 0.0360(4) Uani 1 1 d . . . . .
H3 H 0.346984 0.520571 0.306104 0.043 Uiso 1 1 calc R U . . .
C7 C 0.48908(15) 0.56775(12) 0.26594(11) 0.0292(4) Uani 1 1 d . . . . .
C8 C 0.57018(14) 0.56571(12) 0.34737(11) 0.0274(4) Uani 1 1 d . . . . .
C9 C 0.68643(14) 0.59432(12) 0.35338(10) 0.0267(4) Uani 1 1 d . . . . .
C10 C 0.77030(15) 0.59291(13) 0.43247(11) 0.0310(4) Uani 1 1 d . . . . .
H4 H 0.748200 0.574044 0.483433 0.037 Uiso 1 1 calc R U . . .
C11 C 0.88274(15) 0.61830(13) 0.43673(11) 0.0324(4) Uani 1 1 d . . . . .
H5 H 0.936369 0.617338 0.490847 0.039 Uiso 1 1 calc R U . . .
C12 C 0.92085(15) 0.64579(13) 0.36291(11) 0.0303(4) Uani 1 1 d . . . . .
C13 C 0.83888(15) 0.64933(13) 0.28595(11) 0.0306(4) Uani 1 1 d . . . . .
H6 H 0.861909 0.668751 0.235513 0.037 Uiso 1 1 calc R U . . .
C14 C 0.72317(14) 0.62525(12) 0.27988(11) 0.0281(4) Uani 1 1 d . . . . .
C15 C 0.24516(16) 0.56429(13) 0.01427(12) 0.0354(4) Uani 1 1 d . . . . .
C16 C 0.3031(3) 0.5869(3) -0.06075(19) 0.0510(10) Uani 0.701(4) 1 d . . P B 1
H7 H 0.328628 0.649853 -0.056171 0.077 Uiso 0.701(4) 1 calc R U P B 1
H8 H 0.247416 0.577753 -0.115645 0.077 Uiso 0.701(4) 1 calc R U P B 1
H9 H 0.369953 0.547336 -0.058065 0.077 Uiso 0.701(4) 1 calc R U P B 1
C17 C 0.1990(3) 0.4666(2) -0.0008(2) 0.0477(9) Uani 0.701(4) 1 d . . P B 1
H10 H 0.144605 0.462789 -0.056943 0.072 Uiso 0.701(4) 1 calc R U P B 1
H11 H 0.159303 0.449949 0.044646 0.072 Uiso 0.701(4) 1 calc R U P B 1
H12 H 0.263720 0.425305 0.000327 0.072 Uiso 0.701(4) 1 calc R U P B 1
C18 C 0.1455(3) 0.6267(3) 0.0128(2) 0.0563(11) Uani 0.701(4) 1 d . . P B 1
H13 H 0.173334 0.689051 0.018304 0.084 Uiso 0.701(4) 1 calc R U P B 1
H14 H 0.109604 0.612228 0.060856 0.084 Uiso 0.701(4) 1 calc R U P B 1
H15 H 0.088427 0.619509 -0.041688 0.084 Uiso 0.701(4) 1 calc R U P B 1
C19 C 0.2819(8) 0.4946(7) -0.0369(5) 0.064(3) Uani 0.299(4) 1 d . . P B 2
H16 H 0.279661 0.436085 -0.008755 0.096 Uiso 0.299(4) 1 calc R U P B 2
H17 H 0.361025 0.507034 -0.042438 0.096 Uiso 0.299(4) 1 calc R U P B 2
H18 H 0.230057 0.493347 -0.094165 0.096 Uiso 0.299(4) 1 calc R U P B 2
C20 C 0.1177(6) 0.5465(8) 0.0243(5) 0.059(3) Uani 0.299(4) 1 d . . P B 2
H19 H 0.113952 0.487717 0.051546 0.089 Uiso 0.299(4) 1 calc R U P B 2
H20 H 0.064869 0.547064 -0.032577 0.089 Uiso 0.299(4) 1 calc R U P B 2
H21 H 0.095182 0.593832 0.060267 0.089 Uiso 0.299(4) 1 calc R U P B 2
C21 C 0.2420(8) 0.6599(6) -0.0286(5) 0.056(2) Uani 0.299(4) 1 d . . P B 2
H22 H 0.181040 0.661184 -0.081524 0.084 Uiso 0.299(4) 1 calc R U P B 2
H23 H 0.316871 0.672202 -0.042576 0.084 Uiso 0.299(4) 1 calc R U P B 2
H24 H 0.226203 0.705783 0.011386 0.084 Uiso 0.299(4) 1 calc R U P B 2
C22 C 1.04820(15) 0.67000(14) 0.37002(12) 0.0349(4) Uani 1 1 d . . . . .
C23 C 1.07538(18) 0.6834(2) 0.28156(16) 0.0608(8) Uani 1 1 d . . . . .
H25 H 1.031233 0.734872 0.252685 0.091 Uiso 1 1 calc R U . . .
H26 H 1.054089 0.628994 0.246773 0.091 Uiso 1 1 calc R U . . .
H27 H 1.158262 0.695036 0.288486 0.091 Uiso 1 1 calc R U . . .
C24 C 1.0763(2) 0.75559(17) 0.4234(2) 0.0590(7) Uani 1 1 d . . . . .
H28 H 1.058644 0.746475 0.479956 0.088 Uiso 1 1 calc R U . . .
H29 H 1.029766 0.805586 0.393784 0.088 Uiso 1 1 calc R U . . .
H30 H 1.158588 0.769807 0.430694 0.088 Uiso 1 1 calc R U . . .
C25 C 1.12553(17) 0.59261(15) 0.41450(14) 0.0417(5) Uani 1 1 d . . . . .
H31 H 1.105368 0.536900 0.381498 0.063 Uiso 1 1 calc R U . . .
H32 H 1.113643 0.584272 0.472899 0.063 Uiso 1 1 calc R U . . .
H33 H 1.206801 0.607402 0.417407 0.063 Uiso 1 1 calc R U . . .
C26 C 0.53402(14) 0.53155(12) 0.42548(10) 0.0264(4) Uani 1 1 d . . . . .
C27 C 0.55286(14) 0.44117(12) 0.45028(10) 0.0265(4) Uani 1 1 d . . . . .
C28 C 0.60682(15) 0.37877(13) 0.40286(11) 0.0319(4) Uani 1 1 d . . . . .
H34 H 0.628947 0.398532 0.352180 0.038 Uiso 1 1 calc R U . . .
C29 C 0.62694(16) 0.29180(14) 0.42905(13) 0.0375(4) Uani 1 1 d . . . . .
H35 H 0.664134 0.251867 0.397278 0.045 Uiso 1 1 calc R U . . .
C30 C 0.40748(17) 0.73945(14) 0.49626(13) 0.0380(4) Uani 1 1 d . . . . .
H36 H 0.393331 0.800326 0.478496 0.046 Uiso 1 1 calc R U . . .
C31 C 0.46035(16) 0.68323(12) 0.45008(12) 0.0330(4) Uani 1 1 d . . . . .
H37 H 0.483979 0.705719 0.400913 0.040 Uiso 1 1 calc R U . . .
C32 C 0.48119(14) 0.59104(12) 0.47379(11) 0.0263(4) Uani 1 1 d . . . . .
C34 C -0.0374(3) 0.3772(3) 0.26092(19) 0.0784(9) Uani 1 1 d . . . . .
C33 C -0.1339(3) 0.3885(2) 0.3044(2) 0.0759(9) Uani 1 1 d . . . . .
H38 H -0.138535 0.335461 0.340173 0.114 Uiso 1 1 calc R U . . .
H39 H -0.206499 0.395045 0.261169 0.114 Uiso 1 1 calc R U . . .
H40 H -0.120727 0.442409 0.340826 0.114 Uiso 1 1 calc R U . . .
C36 C 0.2470(3) 0.3317(2) 0.3365(2) 0.0809(9) Uani 1 1 d . . . . .
H41 H 0.315423 0.323800 0.312486 0.121 Uiso 1 1 calc R U . . .
H42 H 0.248808 0.287788 0.382733 0.121 Uiso 1 1 calc R U . . .
H43 H 0.246554 0.392872 0.359726 0.121 Uiso 1 1 calc R U . . .
C35 C 0.1475(3) 0.3185(4) 0.2720(2) 0.1094(16) Uani 1 1 d . . . . .
O4 O 0.1304(4) 0.3501(3) 0.1959(3) 0.0752(16) Uani 0.478(6) 1 d . . P C 3
O5 O 0.0314(4) 0.3116(3) 0.2872(4) 0.0657(14) Uani 0.478(6) 1 d . . P C 3
O3 O 0.0609(3) 0.3545(3) 0.3161(2) 0.0500(10) Uani 0.522(6) 1 d . . P C 4
O2 O 0.0093(4) 0.4424(3) 0.2169(3) 0.0779(15) Uani 0.522(6) 1 d . . P C 4


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.233(2) . ?
C1 C2 1.471(2) . ?
C1 C14 1.476(2) . ?
C2 C3 1.396(2) . ?
C2 C7 1.420(2) . ?
C3 C4 1.391(2) . ?
C3 H1 0.9500 . ?
C4 C5 1.413(3) . ?
C4 C15 1.532(2) . ?
C5 C6 1.377(3) . ?
C5 H2 0.9500 . ?
C6 C7 1.415(2) . ?
C6 H3 0.9500 . ?
C7 C8 1.432(2) . ?
C8 C9 1.426(2) . ?
C8 C26 1.494(2) . ?
C9 C14 1.415(2) . ?
C9 C10 1.420(2) . ?
C10 C11 1.373(2) . ?
C10 H4 0.9500 . ?
C11 C12 1.412(3) . ?
C11 H5 0.9500 . ?
C12 C13 1.385(2) . ?
C12 C22 1.533(2) . ?
C13 C14 1.401(2) . ?
C13 H6 0.9500 . ?
C15 C19 1.443(9) . ?
C15 C18 1.497(4) . ?
C15 C16 1.544(4) . ?
C15 C17 1.549(4) . ?
C15 C21 1.571(8) . ?
C15 C20 1.578(8) . ?
C16 H7 0.9800 . ?
C16 H8 0.9800 . ?
C16 H9 0.9800 . ?
C17 H10 0.9800 . ?
C17 H11 0.9800 . ?
C17 H12 0.9800 . ?
C18 H13 0.9800 . ?
C18 H14 0.9800 . ?
C18 H15 0.9800 . ?
C19 H16 0.9800 . ?
C19 H17 0.9800 . ?
C19 H18 0.9800 . ?
C20 H19 0.9800 . ?
C20 H20 0.9800 . ?
C20 H21 0.9800 . ?
C21 H22 0.9800 . ?
C21 H23 0.9800 . ?
C21 H24 0.9800 . ?
C22 C24 1.523(3) . ?
C22 C23 1.528(3) . ?
C22 C25 1.540(3) . ?
C23 H25 0.9800 . ?
C23 H26 0.9800 . ?
C23 H27 0.9800 . ?
C24 H28 0.9800 . ?
C24 H29 0.9800 . ?
C24 H30 0.9800 . ?
C25 H31 0.9800 . ?
C25 H32 0.9800 . ?
C25 H33 0.9800 . ?
C26 C27 1.402(3) . ?
C26 C32 1.408(2) . ?
C27 C28 1.434(2) . ?
C27 C32 1.441(2) 3_666 ?
C28 C29 1.361(3) . ?
C28 H34 0.9500 . ?
C29 C30 1.420(3) 3_666 ?
C29 H35 0.9500 . ?
C30 C31 1.356(3) . ?
C30 H36 0.9500 . ?
C31 C32 1.426(3) . ?
C31 H37 0.9500 . ?
C34 O5 1.280(5) . ?
C34 O3 1.337(5) . ?
C34 O2 1.382(5) . ?
C34 C33 1.475(4) . ?
C33 H38 0.9800 . ?
C33 H39 0.9800 . ?
C33 H40 0.9800 . ?
C36 C35 1.394(5) . ?
C36 H41 0.9800 . ?
C36 H42 0.9800 . ?
C36 H43 0.9800 . ?
C35 O4 1.272(6) . ?
C35 O5 1.456(5) . ?
C35 O3 1.470(5) . ?

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
O1 C1 C2 121.47(16) . . ?
O1 C1 C14 121.46(16) . . ?
C2 C1 C14 117.07(15) . . ?
C3 C2 C7 120.36(16) . . ?
C3 C2 C1 119.14(16) . . ?
C7 C2 C1 120.50(15) . . ?
C4 C3 C2 122.25(17) . . ?
C4 C3 H1 118.9 . . ?
C2 C3 H1 118.9 . . ?
C3 C4 C5 116.96(16) . . ?
C3 C4 C15 122.17(17) . . ?
C5 C4 C15 120.86(16) . . ?
C6 C5 C4 122.02(17) . . ?
C6 C5 H2 119.0 . . ?
C4 C5 H2 119.0 . . ?
C5 C6 C7 121.10(17) . . ?
C5 C6 H3 119.5 . . ?
C7 C6 H3 119.5 . . ?
C6 C7 C2 117.27(16) . . ?
C6 C7 C8 121.88(16) . . ?
C2 C7 C8 120.85(15) . . ?
C9 C8 C7 119.86(15) . . ?
C9 C8 C26 119.98(15) . . ?
C7 C8 C26 120.14(15) . . ?
C14 C9 C10 117.05(15) . . ?
C14 C9 C8 120.95(15) . . ?
C10 C9 C8 122.01(15) . . ?
C11 C10 C9 121.30(16) . . ?
C11 C10 H4 119.4 . . ?
C9 C10 H4 119.4 . . ?
C10 C11 C12 121.83(16) . . ?
C10 C11 H5 119.1 . . ?
C12 C11 H5 119.1 . . ?
C13 C12 C11 117.14(16) . . ?
C13 C12 C22 122.79(16) . . ?
C11 C12 C22 120.07(16) . . ?
C12 C13 C14 122.29(16) . . ?
C12 C13 H6 118.9 . . ?
C14 C13 H6 118.9 . . ?
C13 C14 C9 120.33(15) . . ?
C13 C14 C1 119.02(15) . . ?
C9 C14 C1 120.65(15) . . ?
C19 C15 C4 108.7(3) . . ?
C18 C15 C4 110.4(2) . . ?
C18 C15 C16 109.9(3) . . ?
C4 C15 C16 112.43(17) . . ?
C18 C15 C17 109.0(2) . . ?
C4 C15 C17 108.30(18) . . ?
C16 C15 C17 106.6(2) . . ?
C19 C15 C21 112.4(6) . . ?
C4 C15 C21 108.1(3) . . ?
C19 C15 C20 110.9(6) . . ?
C4 C15 C20 111.4(3) . . ?
C21 C15 C20 105.4(5) . . ?
C15 C16 H7 109.5 . . ?
C15 C16 H8 109.5 . . ?
H7 C16 H8 109.5 . . ?
C15 C16 H9 109.5 . . ?
H7 C16 H9 109.5 . . ?
H8 C16 H9 109.5 . . ?
C15 C17 H10 109.5 . . ?
C15 C17 H11 109.5 . . ?
H10 C17 H11 109.5 . . ?
C15 C17 H12 109.5 . . ?
H10 C17 H12 109.5 . . ?
H11 C17 H12 109.5 . . ?
C15 C18 H13 109.5 . . ?
C15 C18 H14 109.5 . . ?
H13 C18 H14 109.5 . . ?
C15 C18 H15 109.5 . . ?
H13 C18 H15 109.5 . . ?
H14 C18 H15 109.5 . . ?
C15 C19 H16 109.5 . . ?
C15 C19 H17 109.5 . . ?
H16 C19 H17 109.5 . . ?
C15 C19 H18 109.5 . . ?
H16 C19 H18 109.5 . . ?
H17 C19 H18 109.5 . . ?
C15 C20 H19 109.5 . . ?
C15 C20 H20 109.5 . . ?
H19 C20 H20 109.5 . . ?
C15 C20 H21 109.5 . . ?
H19 C20 H21 109.5 . . ?
H20 C20 H21 109.5 . . ?
C15 C21 H22 109.5 . . ?
C15 C21 H23 109.5 . . ?
H22 C21 H23 109.5 . . ?
C15 C21 H24 109.5 . . ?
H22 C21 H24 109.5 . . ?
H23 C21 H24 109.5 . . ?
C24 C22 C23 109.9(2) . . ?
C24 C22 C12 108.98(17) . . ?
C23 C22 C12 111.79(16) . . ?
C24 C22 C25 109.36(17) . . ?
C23 C22 C25 107.13(18) . . ?
C12 C22 C25 109.59(16) . . ?
C22 C23 H25 109.5 . . ?
C22 C23 H26 109.5 . . ?
H25 C23 H26 109.5 . . ?
C22 C23 H27 109.5 . . ?
H25 C23 H27 109.5 . . ?
H26 C23 H27 109.5 . . ?
C22 C24 H28 109.5 . . ?
C22 C24 H29 109.5 . . ?
H28 C24 H29 109.5 . . ?
C22 C24 H30 109.5 . . ?
H28 C24 H30 109.5 . . ?
H29 C24 H30 109.5 . . ?
C22 C25 H31 109.5 . . ?
C22 C25 H32 109.5 . . ?
H31 C25 H32 109.5 . . ?
C22 C25 H33 109.5 . . ?
H31 C25 H33 109.5 . . ?
H32 C25 H33 109.5 . . ?
C27 C26 C32 120.53(15) . . ?
C27 C26 C8 120.15(15) . . ?
C32 C26 C8 119.33(16) . . ?
C26 C27 C28 122.06(16) . . ?
C26 C27 C32 119.81(15) . 3_666 ?
C28 C27 C32 118.12(16) . 3_666 ?
C29 C28 C27 121.27(17) . . ?
C29 C28 H34 119.4 . . ?
C27 C28 H34 119.4 . . ?
C28 C29 C30 120.20(18) . 3_666 ?
C28 C29 H35 119.9 . . ?
C30 C29 H35 119.9 3_666 . ?
C31 C30 C29 120.62(19) . 3_666 ?
C31 C30 H36 119.7 . . ?
C29 C30 H36 119.7 3_666 . ?
C30 C31 C32 121.34(18) . . ?
C30 C31 H37 119.3 . . ?
C32 C31 H37 119.3 . . ?
C26 C32 C31 121.90(16) . . ?
C26 C32 C27 119.65(16) . 3_666 ?
C31 C32 C27 118.44(16) . 3_666 ?
O3 C34 O2 96.9(4) . . ?
O5 C34 C33 116.0(4) . . ?
O3 C34 C33 112.0(3) . . ?
O2 C34 C33 127.0(4) . . ?
C34 C33 H38 109.5 . . ?
C34 C33 H39 109.5 . . ?
H38 C33 H39 109.5 . . ?
C34 C33 H40 109.5 . . ?
H38 C33 H40 109.5 . . ?
H39 C33 H40 109.5 . . ?
C35 C36 H41 109.5 . . ?
C35 C36 H42 109.5 . . ?
H41 C36 H42 109.5 . . ?
C35 C36 H43 109.5 . . ?
H41 C36 H43 109.5 . . ?
H42 C36 H43 109.5 . . ?
O4 C35 C36 125.3(4) . . ?
O4 C35 O5 103.3(4) . . ?
C36 C35 O5 124.3(4) . . ?
C36 C35 O3 99.4(3) . . ?
C34 O5 C35 116.7(4) . . ?
C34 O3 C35 112.2(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 4.3(3) . . . . ?
C14 C1 C2 C3 -176.08(17) . . . . ?
O1 C1 C2 C7 -175.88(19) . . . . ?
C14 C1 C2 C7 3.8(3) . . . . ?
C7 C2 C3 C4 0.4(3) . . . . ?
C1 C2 C3 C4 -179.71(18) . . . . ?
C2 C3 C4 C5 1.3(3) . . . . ?
C2 C3 C4 C15 -177.86(18) . . . . ?
C3 C4 C5 C6 -1.4(3) . . . . ?
C15 C4 C5 C6 177.77(19) . . . . ?
C4 C5 C6 C7 -0.2(3) . . . . ?
C5 C6 C7 C2 2.0(3) . . . . ?
C5 C6 C7 C8 -178.27(19) . . . . ?
C3 C2 C7 C6 -2.1(3) . . . . ?
C1 C2 C7 C6 178.08(18) . . . . ?
C3 C2 C7 C8 178.17(17) . . . . ?
C1 C2 C7 C8 -1.7(3) . . . . ?
C6 C7 C8 C9 179.81(18) . . . . ?
C2 C7 C8 C9 -0.4(3) . . . . ?
C6 C7 C8 C26 1.3(3) . . . . ?
C2 C7 C8 C26 -178.90(17) . . . . ?
C7 C8 C9 C14 0.3(3) . . . . ?
C26 C8 C9 C14 178.75(16) . . . . ?
C7 C8 C9 C10 -179.51(17) . . . . ?
C26 C8 C9 C10 -1.0(3) . . . . ?
C14 C9 C10 C11 -1.6(3) . . . . ?
C8 C9 C10 C11 178.15(18) . . . . ?
C9 C10 C11 C12 -0.9(3) . . . . ?
C10 C11 C12 C13 2.3(3) . . . . ?
C10 C11 C12 C22 -177.59(18) . . . . ?
C11 C12 C13 C14 -1.2(3) . . . . ?
C22 C12 C13 C14 178.65(18) . . . . ?
C12 C13 C14 C9 -1.3(3) . . . . ?
C12 C13 C14 C1 179.61(18) . . . . ?
C10 C9 C14 C13 2.7(3) . . . . ?
C8 C9 C14 C13 -177.13(17) . . . . ?
C10 C9 C14 C1 -178.22(17) . . . . ?
C8 C9 C14 C1 2.0(3) . . . . ?
O1 C1 C14 C13 -5.1(3) . . . . ?
C2 C1 C14 C13 175.18(17) . . . . ?
O1 C1 C14 C9 175.73(19) . . . . ?
C2 C1 C14 C9 -3.9(3) . . . . ?
C3 C4 C15 C19 68.7(5) . . . . ?
C5 C4 C15 C19 -110.4(5) . . . . ?
C3 C4 C15 C18 -117.0(3) . . . . ?
C5 C4 C15 C18 63.8(3) . . . . ?
C3 C4 C15 C16 6.2(3) . . . . ?
C5 C4 C15 C16 -173.0(2) . . . . ?
C3 C4 C15 C17 123.7(2) . . . . ?
C5 C4 C15 C17 -55.4(3) . . . . ?
C3 C4 C15 C21 -53.5(5) . . . . ?
C5 C4 C15 C21 127.3(4) . . . . ?
C3 C4 C15 C20 -168.9(5) . . . . ?
C5 C4 C15 C20 12.0(5) . . . . ?
C13 C12 C22 C24 112.9(2) . . . . ?
C11 C12 C22 C24 -67.3(2) . . . . ?
C13 C12 C22 C23 -8.9(3) . . . . ?
C11 C12 C22 C23 171.0(2) . . . . ?
C13 C12 C22 C25 -127.5(2) . . . . ?
C11 C12 C22 C25 52.4(2) . . . . ?
C9 C8 C26 C27 -84.2(2) . . . . ?
C7 C8 C26 C27 94.3(2) . . . . ?
C9 C8 C26 C32 95.7(2) . . . . ?
C7 C8 C26 C32 -85.8(2) . . . . ?
C32 C26 C27 C28 -179.74(15) . . . . ?
C8 C26 C27 C28 0.1(2) . . . . ?
C32 C26 C27 C32 -0.5(3) . . . 3_666 ?
C8 C26 C27 C32 179.37(14) . . . 3_666 ?
C26 C27 C28 C29 178.40(16) . . . . ?
C32 C27 C28 C29 -0.8(3) 3_666 . . . ?
C27 C28 C29 C30 1.2(3) . . . 3_666 ?
C29 C30 C31 C32 1.1(3) 3_666 . . . ?
C27 C26 C32 C31 -179.72(16) . . . . ?
C8 C26 C32 C31 0.4(2) . . . . ?
C27 C26 C32 C27 0.5(3) . . . 3_666 ?
C8 C26 C32 C27 -179.37(14) . . . 3_666 ?
C30 C31 C32 C26 178.78(17) . . . . ?
C30 C31 C32 C27 -1.4(3) . . . 3_666 ?
C33 C34 O5 C35 -156.7(4) . . . . ?
O4 C35 O5 C34 -41.7(7) . . . . ?
C36 C35 O5 C34 110.1(6) . . . . ?
O2 C34 O3 C35 -61.6(5) . . . . ?
C33 C34 O3 C35 163.8(4) . . . . ?
C36 C35 O3 C34 159.8(4) . . . . ?

_refine_diff_density_max         1.186
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.054



