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

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

data_10at298K
_database_code_depnum_ccdc_archive 'CCDC 1531583'
_audit_update_record             
;
2017-02-07 deposited with the CCDC.
2017-09-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H16 O4'
_chemical_formula_sum            'C38 H16 O4'
_chemical_formula_weight         536.51


loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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 0.0105 0.0059 '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                   3.839(1)
_cell_length_b                   16.867(3)
_cell_length_c                   26.618(5)
_cell_angle_alpha                92.87(3)
_cell_angle_beta                 91.46(3)
_cell_angle_gamma                93.89(3)
_cell_volume                     1716.7(6)
_cell_formula_units_Z            3
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    490
_cell_measurement_theta_min      0.755
_cell_measurement_theta_max      29.084

_exptl_crystal_description       'Thin plate'
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_F_000             828
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.096
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
'Huber 4-circles Kappa Goniometer, Pilatus 2M detector'
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49313
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         0.755
_diffrn_reflns_theta_max         29.084
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             9424
_reflns_number_gt                7656
_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.
;

_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0

_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'Sir2014 (Burla, 2015)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep3 for Windows - PyMol'
_computing_publication_material  'enCIFer - publCIF'

_refine_special_details          
;
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq. Anisotropic thermal motion modeling as then been 
applied to all atoms. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0931P)²+0.4106P] 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-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.031(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         9424
_refine_ls_number_parameters     569
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0583
_refine_ls_wR_factor_ref         0.1708
_refine_ls_wR_factor_gt          0.1618
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
O2_1 O 0.2404(3) 0.44008(6) 0.94965(3) 0.0364(2) Uani 1 1 d . . . . .
O2A_1 O 1.0970(3) 0.55618(5) 0.71933(3) 0.0353(2) Uani 1 1 d . . . . .
O1_1 O 0.1872(4) 0.31224(6) 0.95707(4) 0.0553(3) Uani 1 1 d . . . . .
O1A_1 O 1.1391(4) 0.68396(6) 0.71110(4) 0.0531(3) Uani 1 1 d . . . . .
C3A_1 C 1.0652(3) 0.41599(8) 0.71938(4) 0.0315(2) Uani 1 1 d . . . . .
H3A_1 H 1.193986 0.414507 0.690268 0.038 Uiso 1 1 calc R U . . .
C9_1 C 0.7761(3) 0.57037(7) 0.81081(4) 0.0256(2) Uani 1 1 d . . . . .
C3_1 C 0.2678(3) 0.57994(8) 0.94927(4) 0.0329(3) Uani 1 1 d . . . . .
H3_1 H 0.143667 0.581238 0.978820 0.039 Uiso 1 1 calc R U . . .
C4_1 C 0.3766(3) 0.64918(8) 0.92791(4) 0.0319(2) Uani 1 1 d . . . . .
H4_1 H 0.320593 0.697400 0.943023 0.038 Uiso 1 1 calc R U . . .
C5_1 C 0.5724(3) 0.64957(7) 0.88336(4) 0.0280(2) Uani 1 1 d . . . . .
C5A_1 C 0.7473(3) 0.34670(7) 0.78443(4) 0.0277(2) Uani 1 1 d . . . . .
C12A_1 C 0.5400(3) 0.19984(7) 0.77684(5) 0.0350(3) Uani 1 1 d . . . . .
C12_1 C 0.7339(3) 0.79853(8) 0.88794(5) 0.0364(3) Uani 1 1 d . . . . .
C11A_1 C 0.8262(3) 0.49319(7) 0.78799(4) 0.0255(2) Uani 1 1 d . . . . .
C4A_1 C 0.9462(3) 0.34670(7) 0.74017(4) 0.0313(2) Uani 1 1 d . . . . .
H4A_1 H 0.997337 0.298303 0.724797 0.038 Uiso 1 1 calc R U . . .
C16_1 C 0.7420(4) 0.80938(9) 0.94107(6) 0.0442(3) Uani 1 1 d . . . . .
H16_1 H 0.735464 0.765022 0.960501 0.053 Uiso 1 1 calc R U . . .
C2A_1 C 0.9902(3) 0.48863(7) 0.74258(4) 0.0284(2) Uani 1 1 d . . . . .
C10A_1 C 0.7107(3) 0.42120(7) 0.80969(4) 0.0254(2) Uani 1 1 d . . . . .
C11_1 C 0.5072(3) 0.50301(7) 0.88069(4) 0.0263(2) Uani 1 1 d . . . . .
C2_1 C 0.3452(3) 0.50749(7) 0.92621(4) 0.0293(2) Uani 1 1 d . . . . .
C13A_1 C 0.4549(4) 0.12983(8) 0.80259(6) 0.0442(3) Uani 1 1 d . . . . .
C1_1 C 0.2922(4) 0.36405(8) 0.93087(4) 0.0345(3) Uani 1 1 d . . . . .
C6A_1 C 0.5941(3) 0.27526(7) 0.80561(4) 0.0303(2) Uani 1 1 d . . . . .
C7_1 C 0.8167(3) 0.71640(7) 0.81041(5) 0.0319(2) Uani 1 1 d . . . . .
C7A_1 C 0.4850(3) 0.27967(7) 0.85609(5) 0.0321(2) Uani 1 1 d . . . . .
C9A_1 C 0.5540(3) 0.42576(7) 0.85755(4) 0.0260(2) Uani 1 1 d . . . . .
C17A_1 C 0.4683(5) 0.11963(10) 0.69806(7) 0.0559(4) Uani 1 1 d . . . . .
H17A_1 H 0.463648 0.116435 0.663069 0.067 Uiso 1 1 calc R U . . .
C1A_1 C 1.0354(4) 0.63231(8) 0.73741(4) 0.0339(3) Uani 1 1 d . . . . .
C16A_1 C 0.5326(4) 0.19236(9) 0.72336(5) 0.0423(3) Uani 1 1 d . . . . .
H16A_1 H 0.572032 0.237598 0.705158 0.051 Uiso 1 1 calc R U . . .
C6_1 C 0.7082(3) 0.72129(7) 0.86089(4) 0.0305(2) Uani 1 1 d . . . . .
C8_1 C 0.8667(3) 0.63953(7) 0.78641(4) 0.0289(2) Uani 1 1 d . . . . .
C14A_1 C 0.4038(5) 0.13597(9) 0.85521(6) 0.0508(4) Uani 1 1 d . . . . .
H14A_1 H 0.369382 0.089759 0.872610 0.061 Uiso 1 1 calc R U . . .
C15A_1 C 0.4040(4) 0.20726(8) 0.88060(6) 0.0447(3) Uani 1 1 d . . . . .
H15A_1 H 0.350709 0.209426 0.914506 0.054 Uiso 1 1 calc R U . . .
C15_1 C 0.8673(4) 0.78816(8) 0.78413(6) 0.0443(3) Uani 1 1 d . . . . .
H15_1 H 0.927040 0.785334 0.750473 0.053 Uiso 1 1 calc R U . . .
C13_1 C 0.7782(4) 0.86794(8) 0.86013(6) 0.0445(3) Uani 1 1 d . . . . .
C10_1 C 0.6181(3) 0.57500(7) 0.85867(4) 0.0255(2) Uani 1 1 d . . . . .
C14_1 C 0.8296(5) 0.85986(9) 0.80753(7) 0.0507(4) Uani 1 1 d . . . . .
H14_1 H 0.837360 0.904965 0.788768 0.061 Uiso 1 1 calc R U . . .
C8A_1 C 0.4542(3) 0.35652(7) 0.88135(4) 0.0296(2) Uani 1 1 d . . . . .
C19A_1 C 0.3998(5) 0.05573(9) 0.77526(8) 0.0585(4) Uani 1 1 d . . . . .
H19A_1 H 0.355791 0.009702 0.792545 0.070 Uiso 1 1 calc R U . . .
C17_1 C 0.7594(5) 0.88406(10) 0.96451(7) 0.0584(4) Uani 1 1 d . . . . .
H17_1 H 0.763308 0.889479 0.999463 0.070 Uiso 1 1 calc R U . . .
C19_1 C 0.7888(5) 0.94390(9) 0.88533(8) 0.0591(4) Uani 1 1 d . . . . .
H19_1 H 0.808212 0.989180 0.866777 0.071 Uiso 1 1 calc R U . . .
C18A_1 C 0.4099(6) 0.05059(10) 0.72410(8) 0.0657(5) Uani 1 1 d . . . . .
H18A_1 H 0.378132 0.001332 0.706675 0.079 Uiso 1 1 calc R U . . .
C18_1 C 0.7711(6) 0.95183(11) 0.93647(8) 0.0671(5) Uani 1 1 d . . . . .
H18_1 H 0.766892 1.002021 0.952496 0.081 Uiso 1 1 calc R U . . .
O2_2 O 0.6374(3) 0.42480(6) 0.61588(3) 0.0412(2) Uani 1 1 d . . . . .
O1_2 O 0.6795(4) 0.29749(7) 0.62145(4) 0.0638(4) Uani 1 1 d . . . . .
C2_2 C 0.6958(3) 0.49549(8) 0.59322(4) 0.0326(3) Uani 1 1 d . . . . .
C10_2 C 0.9099(3) 0.57304(7) 0.52586(4) 0.0285(2) Uani 1 1 d . . . . .
C11_2 C 0.8492(3) 0.49801(7) 0.54699(4) 0.0286(2) Uani 1 1 d . . . . .
C4_2 C 0.6464(3) 0.63581(8) 0.59756(4) 0.0367(3) Uani 1 1 d . . . . .
H4_2 H 0.567961 0.680922 0.613979 0.044 Uiso 1 1 calc R U . . .
C3_2 C 0.5851(3) 0.56358(9) 0.61797(4) 0.0373(3) Uani 1 1 d . . . . .
H3_2 H 0.470200 0.559952 0.648190 0.045 Uiso 1 1 calc R U . . .
C9_2 C 1.0579(3) 0.57520(7) 0.47726(4) 0.0293(2) Uani 1 1 d . . . . .
C5_2 C 0.8269(3) 0.64383(8) 0.55186(4) 0.0322(2) Uani 1 1 d . . . . .
C8_2 C 1.0925(4) 0.64657(8) 0.45346(4) 0.0348(3) Uani 1 1 d . . . . .
C7_2 C 0.9872(4) 0.71908(8) 0.47801(5) 0.0385(3) Uani 1 1 d . . . . .
C1_2 C 0.7436(4) 0.35315(9) 0.59608(5) 0.0419(3) Uani 1 1 d . . . . .
C16_2 C 0.9023(4) 0.80619(10) 0.60963(6) 0.0497(4) Uani 1 1 d . . . . .
H16_2 H 0.955782 0.763748 0.628758 0.060 Uiso 1 1 calc R U . . .
C6_2 C 0.8977(4) 0.71908(8) 0.52936(5) 0.0365(3) Uani 1 1 d . . . . .
C14_2 C 0.8495(5) 0.85692(10) 0.47559(7) 0.0570(4) Uani 1 1 d . . . . .
H14_2 H 0.796586 0.899821 0.456849 0.068 Uiso 1 1 calc R U . . .
C13_2 C 0.8192(4) 0.86279(9) 0.52868(7) 0.0512(4) Uani 1 1 d . . . . .
C15_2 C 0.9536(5) 0.79042(9) 0.45171(6) 0.0504(4) Uani 1 1 d . . . . .
H15_2 H 1.004063 0.790910 0.417742 0.060 Uiso 1 1 calc R U . . .
C12_2 C 0.8647(4) 0.79468(9) 0.55662(6) 0.0428(3) Uani 1 1 d . . . . .
C19_2 C 0.7668(6) 0.93619(11) 0.55453(9) 0.0666(5) Uani 1 1 d . . . . .
H19_2 H 0.720658 0.980025 0.536230 0.080 Uiso 1 1 calc R U . . .
C17_2 C 0.8608(6) 0.87916(11) 0.63317(7) 0.0643(5) Uani 1 1 d . . . . .
H17_2 H 0.885520 0.885379 0.668016 0.077 Uiso 1 1 calc R U . . .
C18_2 C 0.7825(6) 0.94378(12) 0.60562(9) 0.0739(6) Uani 1 1 d . . . . .
H18_2 H 0.741042 0.992039 0.622069 0.089 Uiso 1 1 calc R U . . .


_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
O2_1 C2_1 1.3659(15) . ?
O2_1 C1_1 1.3818(16) . ?
O2A_1 C2A_1 1.3673(14) . ?
O2A_1 C1A_1 1.3862(16) . ?
O1_1 C1_1 1.2002(15) . ?
O1A_1 C1A_1 1.1985(15) . ?
C3A_1 C4A_1 1.3734(17) . ?
C3A_1 C2A_1 1.3951(17) . ?
C3A_1 H3A_1 0.9300 . ?
C9_1 C8_1 1.3914(16) . ?
C9_1 C10_1 1.4258(15) . ?
C9_1 C11A_1 1.4358(16) . ?
C3_1 C4_1 1.3691(18) . ?
C3_1 C2_1 1.3936(17) . ?
C3_1 H3_1 0.9300 . ?
C4_1 C5_1 1.4201(16) . ?
C4_1 H4_1 0.9300 . ?
C5_1 C10_1 1.4134(16) . ?
C5_1 C6_1 1.4478(17) . ?
C5A_1 C10A_1 1.4124(16) . ?
C5A_1 C4A_1 1.4199(16) . ?
C5A_1 C6A_1 1.4509(16) . ?
C12A_1 C13A_1 1.4181(19) . ?
C12A_1 C16A_1 1.4222(19) . ?
C12A_1 C6A_1 1.4514(17) . ?
C12_1 C16_1 1.416(2) . ?
C12_1 C13_1 1.419(2) . ?
C12_1 C6_1 1.4528(17) . ?
C11A_1 C2A_1 1.3782(14) . ?
C11A_1 C10A_1 1.4196(16) . ?
C4A_1 H4A_1 0.9300 . ?
C16_1 C17_1 1.374(2) . ?
C16_1 H16_1 0.9300 . ?
C10A_1 C9A_1 1.4234(15) . ?
C11_1 C2_1 1.3770(15) . ?
C11_1 C10_1 1.4189(16) . ?
C11_1 C9A_1 1.4375(16) . ?
C13A_1 C19A_1 1.415(2) . ?
C13A_1 C14A_1 1.419(2) . ?
C1_1 C8A_1 1.4749(16) . ?
C6A_1 C7A_1 1.4174(16) . ?
C7_1 C6_1 1.4169(17) . ?
C7_1 C15_1 1.4326(18) . ?
C7_1 C8_1 1.4431(17) . ?
C7A_1 C15A_1 1.4327(17) . ?
C7A_1 C8A_1 1.4437(17) . ?
C9A_1 C8A_1 1.3922(16) . ?
C17A_1 C16A_1 1.374(2) . ?
C17A_1 C18A_1 1.393(3) . ?
C17A_1 H17A_1 0.9300 . ?
C1A_1 C8_1 1.4741(16) . ?
C16A_1 H16A_1 0.9300 . ?
C14A_1 C15A_1 1.350(2) . ?
C14A_1 H14A_1 0.9300 . ?
C15A_1 H15A_1 0.9300 . ?
C15_1 C14_1 1.351(2) . ?
C15_1 H15_1 0.9300 . ?
C13_1 C19_1 1.414(2) . ?
C13_1 C14_1 1.420(2) . ?
C14_1 H14_1 0.9300 . ?
C19A_1 C18A_1 1.362(3) . ?
C19A_1 H19A_1 0.9300 . ?
C17_1 C18_1 1.395(3) . ?
C17_1 H17_1 0.9300 . ?
C19_1 C18_1 1.365(3) . ?
C19_1 H19_1 0.9300 . ?
C18A_1 H18A_1 0.9300 . ?
C18_1 H18_1 0.9300 . ?
O2_2 C2_2 1.3705(16) . ?
O2_2 C1_2 1.3851(18) . ?
O1_2 C1_2 1.1994(17) . ?
C2_2 C11_2 1.3791(15) . ?
C2_2 C3_2 1.3921(18) . ?
C10_2 C5_2 1.4092(17) . ?
C10_2 C11_2 1.4179(17) . ?
C10_2 C9_2 1.4272(15) . ?
C11_2 C9_2 1.4352(17) 2_766 ?
C4_2 C3_2 1.367(2) . ?
C4_2 C5_2 1.4232(17) . ?
C4_2 H4_2 0.9300 . ?
C3_2 H3_2 0.9300 . ?
C9_2 C8_2 1.3883(17) . ?
C9_2 C11_2 1.4352(17) 2_766 ?
C5_2 C6_2 1.4427(19) . ?
C8_2 C7_2 1.4445(19) . ?
C8_2 C1_2 1.4756(17) 2_766 ?
C7_2 C6_2 1.4178(18) . ?
C7_2 C15_2 1.434(2) . ?
C1_2 C8_2 1.4755(17) 2_766 ?
C16_2 C17_2 1.374(2) . ?
C16_2 C12_2 1.417(2) . ?
C16_2 H16_2 0.9300 . ?
C6_2 C12_2 1.4500(19) . ?
C14_2 C15_2 1.350(2) . ?
C14_2 C13_2 1.420(2) . ?
C14_2 H14_2 0.9300 . ?
C13_2 C19_2 1.415(2) . ?
C13_2 C12_2 1.418(2) . ?
C15_2 H15_2 0.9300 . ?
C19_2 C18_2 1.359(3) . ?
C19_2 H19_2 0.9300 . ?
C17_2 C18_2 1.389(3) . ?
C17_2 H17_2 0.9300 . ?
C18_2 H18_2 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2_1 O2_1 C1_1 123.79(9) . . ?
C2A_1 O2A_1 C1A_1 123.79(9) . . ?
C4A_1 C3A_1 C2A_1 119.04(10) . . ?
C4A_1 C3A_1 H3A_1 120.5 . . ?
C2A_1 C3A_1 H3A_1 120.5 . . ?
C8_1 C9_1 C10_1 120.09(11) . . ?
C8_1 C9_1 C11A_1 121.37(10) . . ?
C10_1 C9_1 C11A_1 118.50(10) . . ?
C4_1 C3_1 C2_1 119.20(10) . . ?
C4_1 C3_1 H3_1 120.4 . . ?
C2_1 C3_1 H3_1 120.4 . . ?
C3_1 C4_1 C5_1 121.97(11) . . ?
C3_1 C4_1 H4_1 119.0 . . ?
C5_1 C4_1 H4_1 119.0 . . ?
C10_1 C5_1 C4_1 116.97(11) . . ?
C10_1 C5_1 C6_1 119.03(10) . . ?
C4_1 C5_1 C6_1 123.91(11) . . ?
C10A_1 C5A_1 C4A_1 116.91(11) . . ?
C10A_1 C5A_1 C6A_1 119.09(10) . . ?
C4A_1 C5A_1 C6A_1 123.96(11) . . ?
C13A_1 C12A_1 C16A_1 116.95(12) . . ?
C13A_1 C12A_1 C6A_1 118.93(12) . . ?
C16A_1 C12A_1 C6A_1 123.81(12) . . ?
C16_1 C12_1 C13_1 117.04(13) . . ?
C16_1 C12_1 C6_1 124.08(13) . . ?
C13_1 C12_1 C6_1 118.73(12) . . ?
C2A_1 C11A_1 C10A_1 118.35(11) . . ?
C2A_1 C11A_1 C9_1 118.57(10) . . ?
C10A_1 C11A_1 C9_1 123.08(10) . . ?
C3A_1 C4A_1 C5A_1 122.01(11) . . ?
C3A_1 C4A_1 H4A_1 119.0 . . ?
C5A_1 C4A_1 H4A_1 119.0 . . ?
C17_1 C16_1 C12_1 121.39(16) . . ?
C17_1 C16_1 H16_1 119.3 . . ?
C12_1 C16_1 H16_1 119.3 . . ?
O2A_1 C2A_1 C11A_1 120.68(11) . . ?
O2A_1 C2A_1 C3A_1 117.33(10) . . ?
C11A_1 C2A_1 C3A_1 121.96(11) . . ?
C5A_1 C10A_1 C11A_1 121.06(10) . . ?
C5A_1 C10A_1 C9A_1 120.56(10) . . ?
C11A_1 C10A_1 C9A_1 118.38(10) . . ?
C2_1 C11_1 C10_1 118.37(11) . . ?
C2_1 C11_1 C9A_1 118.56(11) . . ?
C10_1 C11_1 C9A_1 123.08(10) . . ?
O2_1 C2_1 C11_1 120.81(11) . . ?
O2_1 C2_1 C3_1 117.15(10) . . ?
C11_1 C2_1 C3_1 121.98(11) . . ?
C19A_1 C13A_1 C12A_1 119.87(15) . . ?
C19A_1 C13A_1 C14A_1 120.75(14) . . ?
C12A_1 C13A_1 C14A_1 119.25(13) . . ?
O1_1 C1_1 O2_1 114.30(11) . . ?
O1_1 C1_1 C8A_1 128.57(13) . . ?
O2_1 C1_1 C8A_1 117.08(10) . . ?
C7A_1 C6A_1 C5A_1 118.73(11) . . ?
C7A_1 C6A_1 C12A_1 118.58(11) . . ?
C5A_1 C6A_1 C12A_1 122.67(11) . . ?
C6_1 C7_1 C15_1 118.90(12) . . ?
C6_1 C7_1 C8_1 119.48(11) . . ?
C15_1 C7_1 C8_1 121.61(11) . . ?
C6A_1 C7A_1 C15A_1 118.87(12) . . ?
C6A_1 C7A_1 C8A_1 119.52(11) . . ?
C15A_1 C7A_1 C8A_1 121.60(11) . . ?
C8A_1 C9A_1 C10A_1 120.19(11) . . ?
C8A_1 C9A_1 C11_1 121.28(10) . . ?
C10A_1 C9A_1 C11_1 118.52(10) . . ?
C16A_1 C17A_1 C18A_1 120.92(16) . . ?
C16A_1 C17A_1 H17A_1 119.5 . . ?
C18A_1 C17A_1 H17A_1 119.5 . . ?
O1A_1 C1A_1 O2A_1 114.22(11) . . ?
O1A_1 C1A_1 C8_1 128.83(13) . . ?
O2A_1 C1A_1 C8_1 116.91(10) . . ?
C17A_1 C16A_1 C12A_1 121.28(15) . . ?
C17A_1 C16A_1 H16A_1 119.4 . . ?
C12A_1 C16A_1 H16A_1 119.4 . . ?
C7_1 C6_1 C5_1 118.96(11) . . ?
C7_1 C6_1 C12_1 118.55(11) . . ?
C5_1 C6_1 C12_1 122.49(11) . . ?
C9_1 C8_1 C7_1 120.24(10) . . ?
C9_1 C8_1 C1A_1 118.43(11) . . ?
C7_1 C8_1 C1A_1 121.21(11) . . ?
C15A_1 C14A_1 C13A_1 121.57(13) . . ?
C15A_1 C14A_1 H14A_1 119.2 . . ?
C13A_1 C14A_1 H14A_1 119.2 . . ?
C14A_1 C15A_1 C7A_1 120.97(13) . . ?
C14A_1 C15A_1 H15A_1 119.5 . . ?
C7A_1 C15A_1 H15A_1 119.5 . . ?
C14_1 C15_1 C7_1 120.93(14) . . ?
C14_1 C15_1 H15_1 119.5 . . ?
C7_1 C15_1 H15_1 119.5 . . ?
C19_1 C13_1 C12_1 119.85(15) . . ?
C19_1 C13_1 C14_1 120.86(15) . . ?
C12_1 C13_1 C14_1 119.21(13) . . ?
C5_1 C10_1 C11_1 120.99(10) . . ?
C5_1 C10_1 C9_1 120.66(10) . . ?
C11_1 C10_1 C9_1 118.35(10) . . ?
C15_1 C14_1 C13_1 121.50(14) . . ?
C15_1 C14_1 H14_1 119.2 . . ?
C13_1 C14_1 H14_1 119.2 . . ?
C9A_1 C8A_1 C7A_1 120.21(10) . . ?
C9A_1 C8A_1 C1_1 118.36(11) . . ?
C7A_1 C8A_1 C1_1 121.26(11) . . ?
C18A_1 C19A_1 C13A_1 121.19(16) . . ?
C18A_1 C19A_1 H19A_1 119.4 . . ?
C13A_1 C19A_1 H19A_1 119.4 . . ?
C16_1 C17_1 C18_1 120.75(17) . . ?
C16_1 C17_1 H17_1 119.6 . . ?
C18_1 C17_1 H17_1 119.6 . . ?
C18_1 C19_1 C13_1 121.04(17) . . ?
C18_1 C19_1 H19_1 119.5 . . ?
C13_1 C19_1 H19_1 119.5 . . ?
C19A_1 C18A_1 C17A_1 119.52(15) . . ?
C19A_1 C18A_1 H18A_1 120.2 . . ?
C17A_1 C18A_1 H18A_1 120.2 . . ?
C19_1 C18_1 C17_1 119.48(15) . . ?
C19_1 C18_1 H18_1 120.3 . . ?
C17_1 C18_1 H18_1 120.3 . . ?
C2_2 O2_2 C1_2 123.30(10) . . ?
O2_2 C2_2 C11_2 120.78(12) . . ?
O2_2 C2_2 C3_2 117.43(10) . . ?
C11_2 C2_2 C3_2 121.76(12) . . ?
C5_2 C10_2 C11_2 121.26(10) . . ?
C5_2 C10_2 C9_2 120.55(11) . . ?
C11_2 C10_2 C9_2 118.19(11) . . ?
C2_2 C11_2 C10_2 118.30(11) . . ?
C2_2 C11_2 C9_2 118.56(11) . 2_766 ?
C10_2 C11_2 C9_2 123.14(10) . 2_766 ?
C3_2 C4_2 C5_2 121.76(12) . . ?
C3_2 C4_2 H4_2 119.1 . . ?
C5_2 C4_2 H4_2 119.1 . . ?
C4_2 C3_2 C2_2 119.58(11) . . ?
C4_2 C3_2 H3_2 120.2 . . ?
C2_2 C3_2 H3_2 120.2 . . ?
C8_2 C9_2 C10_2 119.80(11) . . ?
C8_2 C9_2 C11_2 121.49(10) . 2_766 ?
C10_2 C9_2 C11_2 118.63(11) . 2_766 ?
C10_2 C5_2 C4_2 116.94(12) . . ?
C10_2 C5_2 C6_2 119.53(11) . . ?
C4_2 C5_2 C6_2 123.28(12) . . ?
C9_2 C8_2 C7_2 120.49(11) . . ?
C9_2 C8_2 C1_2 118.18(12) . 2_766 ?
C7_2 C8_2 C1_2 121.24(12) . 2_766 ?
C6_2 C7_2 C15_2 118.45(13) . . ?
C6_2 C7_2 C8_2 119.11(12) . . ?
C15_2 C7_2 C8_2 122.37(12) . . ?
O1_2 C1_2 O2_2 114.53(12) . . ?
O1_2 C1_2 C8_2 128.06(14) . 2_766 ?
O2_2 C1_2 C8_2 117.37(12) . 2_766 ?
C17_2 C16_2 C12_2 120.92(17) . . ?
C17_2 C16_2 H16_2 119.5 . . ?
C12_2 C16_2 H16_2 119.5 . . ?
C7_2 C6_2 C5_2 118.76(12) . . ?
C7_2 C6_2 C12_2 118.74(13) . . ?
C5_2 C6_2 C12_2 122.44(12) . . ?
C15_2 C14_2 C13_2 121.47(15) . . ?
C15_2 C14_2 H14_2 119.3 . . ?
C13_2 C14_2 H14_2 119.3 . . ?
C19_2 C13_2 C12_2 119.31(17) . . ?
C19_2 C13_2 C14_2 121.43(17) . . ?
C12_2 C13_2 C14_2 119.14(14) . . ?
C14_2 C15_2 C7_2 120.92(15) . . ?
C14_2 C15_2 H15_2 119.5 . . ?
C7_2 C15_2 H15_2 119.5 . . ?
C16_2 C12_2 C13_2 117.44(14) . . ?
C16_2 C12_2 C6_2 123.93(14) . . ?
C13_2 C12_2 C6_2 118.44(13) . . ?
C18_2 C19_2 C13_2 121.19(19) . . ?
C18_2 C19_2 H19_2 119.4 . . ?
C13_2 C19_2 H19_2 119.4 . . ?
C16_2 C17_2 C18_2 120.90(18) . . ?
C16_2 C17_2 H17_2 119.6 . . ?
C18_2 C17_2 H17_2 119.6 . . ?
C19_2 C18_2 C17_2 119.71(17) . . ?
C19_2 C18_2 H18_2 120.1 . . ?
C17_2 C18_2 H18_2 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2_1 C3_1 C4_1 C5_1 -1.24(19) . . . . ?
C3_1 C4_1 C5_1 C10_1 6.81(18) . . . . ?
C3_1 C4_1 C5_1 C6_1 -176.69(12) . . . . ?
C8_1 C9_1 C11A_1 C2A_1 4.60(17) . . . . ?
C10_1 C9_1 C11A_1 C2A_1 -177.72(10) . . . . ?
C8_1 C9_1 C11A_1 C10A_1 -174.56(10) . . . . ?
C10_1 C9_1 C11A_1 C10A_1 3.13(17) . . . . ?
C2A_1 C3A_1 C4A_1 C5A_1 0.34(19) . . . . ?
C10A_1 C5A_1 C4A_1 C3A_1 -7.16(18) . . . . ?
C6A_1 C5A_1 C4A_1 C3A_1 175.21(11) . . . . ?
C13_1 C12_1 C16_1 C17_1 5.9(2) . . . . ?
C6_1 C12_1 C16_1 C17_1 -178.65(14) . . . . ?
C1A_1 O2A_1 C2A_1 C11A_1 -3.45(18) . . . . ?
C1A_1 O2A_1 C2A_1 C3A_1 178.77(11) . . . . ?
C10A_1 C11A_1 C2A_1 O2A_1 178.00(10) . . . . ?
C9_1 C11A_1 C2A_1 O2A_1 -1.19(17) . . . . ?
C10A_1 C11A_1 C2A_1 C3A_1 -4.32(18) . . . . ?
C9_1 C11A_1 C2A_1 C3A_1 176.49(11) . . . . ?
C4A_1 C3A_1 C2A_1 O2A_1 -176.60(11) . . . . ?
C4A_1 C3A_1 C2A_1 C11A_1 5.65(19) . . . . ?
C4A_1 C5A_1 C10A_1 C11A_1 8.42(17) . . . . ?
C6A_1 C5A_1 C10A_1 C11A_1 -173.83(10) . . . . ?
C4A_1 C5A_1 C10A_1 C9A_1 -172.04(10) . . . . ?
C6A_1 C5A_1 C10A_1 C9A_1 5.71(17) . . . . ?
C2A_1 C11A_1 C10A_1 C5A_1 -2.94(17) . . . . ?
C9_1 C11A_1 C10A_1 C5A_1 176.21(10) . . . . ?
C2A_1 C11A_1 C10A_1 C9A_1 177.51(10) . . . . ?
C9_1 C11A_1 C10A_1 C9A_1 -3.33(17) . . . . ?
C1_1 O2_1 C2_1 C11_1 1.33(19) . . . . ?
C1_1 O2_1 C2_1 C3_1 178.67(11) . . . . ?
C10_1 C11_1 C2_1 O2_1 -178.49(10) . . . . ?
C9A_1 C11_1 C2_1 O2_1 1.90(18) . . . . ?
C10_1 C11_1 C2_1 C3_1 4.30(18) . . . . ?
C9A_1 C11_1 C2_1 C3_1 -175.31(11) . . . . ?
C4_1 C3_1 C2_1 O2_1 178.14(11) . . . . ?
C4_1 C3_1 C2_1 C11_1 -4.6(2) . . . . ?
C16A_1 C12A_1 C13A_1 C19A_1 5.9(2) . . . . ?
C6A_1 C12A_1 C13A_1 C19A_1 179.76(14) . . . . ?
C16A_1 C12A_1 C13A_1 C14A_1 -170.05(14) . . . . ?
C6A_1 C12A_1 C13A_1 C14A_1 3.8(2) . . . . ?
C2_1 O2_1 C1_1 O1_1 178.89(12) . . . . ?
C2_1 O2_1 C1_1 C8A_1 -3.27(19) . . . . ?
C10A_1 C5A_1 C6A_1 C7A_1 -14.53(17) . . . . ?
C4A_1 C5A_1 C6A_1 C7A_1 163.05(11) . . . . ?
C10A_1 C5A_1 C6A_1 C12A_1 163.91(11) . . . . ?
C4A_1 C5A_1 C6A_1 C12A_1 -18.51(18) . . . . ?
C13A_1 C12A_1 C6A_1 C7A_1 -13.99(18) . . . . ?
C16A_1 C12A_1 C6A_1 C7A_1 159.45(13) . . . . ?
C13A_1 C12A_1 C6A_1 C5A_1 167.57(12) . . . . ?
C16A_1 C12A_1 C6A_1 C5A_1 -18.99(19) . . . . ?
C5A_1 C6A_1 C7A_1 C15A_1 -166.82(12) . . . . ?
C12A_1 C6A_1 C7A_1 C15A_1 14.68(18) . . . . ?
C5A_1 C6A_1 C7A_1 C8A_1 13.87(17) . . . . ?
C12A_1 C6A_1 C7A_1 C8A_1 -164.63(11) . . . . ?
C5A_1 C10A_1 C9A_1 C8A_1 3.89(17) . . . . ?
C11A_1 C10A_1 C9A_1 C8A_1 -176.56(10) . . . . ?
C5A_1 C10A_1 C9A_1 C11_1 -177.05(10) . . . . ?
C11A_1 C10A_1 C9A_1 C11_1 2.50(16) . . . . ?
C2_1 C11_1 C9A_1 C8A_1 -3.05(18) . . . . ?
C10_1 C11_1 C9A_1 C8A_1 177.36(10) . . . . ?
C2_1 C11_1 C9A_1 C10A_1 177.90(10) . . . . ?
C10_1 C11_1 C9A_1 C10A_1 -1.69(17) . . . . ?
C2A_1 O2A_1 C1A_1 O1A_1 -177.78(12) . . . . ?
C2A_1 O2A_1 C1A_1 C8_1 4.48(18) . . . . ?
C18A_1 C17A_1 C16A_1 C12A_1 -0.3(3) . . . . ?
C13A_1 C12A_1 C16A_1 C17A_1 -4.2(2) . . . . ?
C6A_1 C12A_1 C16A_1 C17A_1 -177.71(14) . . . . ?
C15_1 C7_1 C6_1 C5_1 164.50(12) . . . . ?
C8_1 C7_1 C6_1 C5_1 -14.27(18) . . . . ?
C15_1 C7_1 C6_1 C12_1 -14.75(18) . . . . ?
C8_1 C7_1 C6_1 C12_1 166.48(11) . . . . ?
C10_1 C5_1 C6_1 C7_1 13.05(17) . . . . ?
C4_1 C5_1 C6_1 C7_1 -163.38(12) . . . . ?
C10_1 C5_1 C6_1 C12_1 -167.73(11) . . . . ?
C4_1 C5_1 C6_1 C12_1 15.84(18) . . . . ?
C16_1 C12_1 C6_1 C7_1 -159.30(13) . . . . ?
C13_1 C12_1 C6_1 C7_1 16.08(18) . . . . ?
C16_1 C12_1 C6_1 C5_1 21.5(2) . . . . ?
C13_1 C12_1 C6_1 C5_1 -163.15(12) . . . . ?
C10_1 C9_1 C8_1 C7_1 2.95(18) . . . . ?
C11A_1 C9_1 C8_1 C7_1 -179.40(10) . . . . ?
C10_1 C9_1 C8_1 C1A_1 178.91(10) . . . . ?
C11A_1 C9_1 C8_1 C1A_1 -3.44(18) . . . . ?
C6_1 C7_1 C8_1 C9_1 6.36(18) . . . . ?
C15_1 C7_1 C8_1 C9_1 -172.38(12) . . . . ?
C6_1 C7_1 C8_1 C1A_1 -169.49(12) . . . . ?
C15_1 C7_1 C8_1 C1A_1 11.78(19) . . . . ?
O1A_1 C1A_1 C8_1 C9_1 -178.31(14) . . . . ?
O2A_1 C1A_1 C8_1 C9_1 -0.96(17) . . . . ?
O1A_1 C1A_1 C8_1 C7_1 -2.4(2) . . . . ?
O2A_1 C1A_1 C8_1 C7_1 174.96(11) . . . . ?
C19A_1 C13A_1 C14A_1 C15A_1 -169.98(17) . . . . ?
C12A_1 C13A_1 C14A_1 C15A_1 5.9(2) . . . . ?
C13A_1 C14A_1 C15A_1 C7A_1 -5.3(3) . . . . ?
C6A_1 C7A_1 C15A_1 C14A_1 -5.2(2) . . . . ?
C8A_1 C7A_1 C15A_1 C14A_1 174.05(14) . . . . ?
C6_1 C7_1 C15_1 C14_1 3.2(2) . . . . ?
C8_1 C7_1 C15_1 C14_1 -178.03(14) . . . . ?
C16_1 C12_1 C13_1 C19_1 -7.0(2) . . . . ?
C6_1 C12_1 C13_1 C19_1 177.29(14) . . . . ?
C16_1 C12_1 C13_1 C14_1 169.75(14) . . . . ?
C6_1 C12_1 C13_1 C14_1 -6.0(2) . . . . ?
C4_1 C5_1 C10_1 C11_1 -6.96(17) . . . . ?
C6_1 C5_1 C10_1 C11_1 176.36(10) . . . . ?
C4_1 C5_1 C10_1 C9_1 172.80(10) . . . . ?
C6_1 C5_1 C10_1 C9_1 -3.88(17) . . . . ?
C2_1 C11_1 C10_1 C5_1 1.66(18) . . . . ?
C9A_1 C11_1 C10_1 C5_1 -178.76(10) . . . . ?
C2_1 C11_1 C10_1 C9_1 -178.11(10) . . . . ?
C9A_1 C11_1 C10_1 C9_1 1.48(18) . . . . ?
C8_1 C9_1 C10_1 C5_1 -4.14(17) . . . . ?
C11A_1 C9_1 C10_1 C5_1 178.15(10) . . . . ?
C8_1 C9_1 C10_1 C11_1 175.63(10) . . . . ?
C11A_1 C9_1 C10_1 C11_1 -2.08(16) . . . . ?
C7_1 C15_1 C14_1 C13_1 7.3(3) . . . . ?
C19_1 C13_1 C14_1 C15_1 170.91(17) . . . . ?
C12_1 C13_1 C14_1 C15_1 -5.8(2) . . . . ?
C10A_1 C9A_1 C8A_1 C7A_1 -4.61(18) . . . . ?
C11_1 C9A_1 C8A_1 C7A_1 176.36(10) . . . . ?
C10A_1 C9A_1 C8A_1 C1_1 -179.89(11) . . . . ?
C11_1 C9A_1 C8A_1 C1_1 1.07(18) . . . . ?
C6A_1 C7A_1 C8A_1 C9A_1 -4.42(18) . . . . ?
C15A_1 C7A_1 C8A_1 C9A_1 176.29(12) . . . . ?
C6A_1 C7A_1 C8A_1 C1_1 170.73(12) . . . . ?
C15A_1 C7A_1 C8A_1 C1_1 -8.6(2) . . . . ?
O1_1 C1_1 C8A_1 C9A_1 179.47(15) . . . . ?
O2_1 C1_1 C8A_1 C9A_1 1.98(18) . . . . ?
O1_1 C1_1 C8A_1 C7A_1 4.2(2) . . . . ?
O2_1 C1_1 C8A_1 C7A_1 -173.25(11) . . . . ?
C12A_1 C13A_1 C19A_1 C18A_1 -3.3(3) . . . . ?
C14A_1 C13A_1 C19A_1 C18A_1 172.59(18) . . . . ?
C12_1 C16_1 C17_1 C18_1 -0.3(3) . . . . ?
C12_1 C13_1 C19_1 C18_1 2.7(3) . . . . ?
C14_1 C13_1 C19_1 C18_1 -174.04(18) . . . . ?
C13A_1 C19A_1 C18A_1 C17A_1 -1.4(3) . . . . ?
C16A_1 C17A_1 C18A_1 C19A_1 3.2(3) . . . . ?
C13_1 C19_1 C18_1 C17_1 3.1(3) . . . . ?
C16_1 C17_1 C18_1 C19_1 -4.4(3) . . . . ?
C1_2 O2_2 C2_2 C11_2 3.85(19) . . . . ?
C1_2 O2_2 C2_2 C3_2 -178.01(12) . . . . ?
O2_2 C2_2 C11_2 C10_2 -178.68(10) . . . . ?
C3_2 C2_2 C11_2 C10_2 3.26(19) . . . . ?
O2_2 C2_2 C11_2 C9_2 0.86(18) . . . 2_766 ?
C3_2 C2_2 C11_2 C9_2 -177.20(11) . . . 2_766 ?
C5_2 C10_2 C11_2 C2_2 2.02(18) . . . . ?
C9_2 C10_2 C11_2 C2_2 -177.94(11) . . . . ?
C5_2 C10_2 C11_2 C9_2 -177.49(11) . . . 2_766 ?
C9_2 C10_2 C11_2 C9_2 2.54(19) . . . 2_766 ?
C5_2 C4_2 C3_2 C2_2 -1.2(2) . . . . ?
O2_2 C2_2 C3_2 C4_2 178.15(11) . . . . ?
C11_2 C2_2 C3_2 C4_2 -3.7(2) . . . . ?
C5_2 C10_2 C9_2 C8_2 -5.66(18) . . . . ?
C11_2 C10_2 C9_2 C8_2 174.31(11) . . . . ?
C5_2 C10_2 C9_2 C11_2 177.61(10) . . . 2_766 ?
C11_2 C10_2 C9_2 C11_2 -2.42(18) . . . 2_766 ?
C11_2 C10_2 C5_2 C4_2 -6.50(18) . . . . ?
C9_2 C10_2 C5_2 C4_2 173.47(11) . . . . ?
C11_2 C10_2 C5_2 C6_2 179.07(11) . . . . ?
C9_2 C10_2 C5_2 C6_2 -0.96(18) . . . . ?
C3_2 C4_2 C5_2 C10_2 6.10(19) . . . . ?
C3_2 C4_2 C5_2 C6_2 -179.70(12) . . . . ?
C10_2 C9_2 C8_2 C7_2 1.45(18) . . . . ?
C11_2 C9_2 C8_2 C7_2 178.09(12) 2_766 . . . ?
C10_2 C9_2 C8_2 C1_2 178.20(12) . . . 2_766 ?
C11_2 C9_2 C8_2 C1_2 -5.16(18) 2_766 . . 2_766 ?
C9_2 C8_2 C7_2 C6_2 9.4(2) . . . . ?
C1_2 C8_2 C7_2 C6_2 -167.27(13) 2_766 . . . ?
C9_2 C8_2 C7_2 C15_2 -167.58(14) . . . . ?
C1_2 C8_2 C7_2 C15_2 15.8(2) 2_766 . . . ?
C2_2 O2_2 C1_2 O1_2 178.12(13) . . . . ?
C2_2 O2_2 C1_2 C8_2 -3.94(19) . . . 2_766 ?
C15_2 C7_2 C6_2 C5_2 161.28(13) . . . . ?
C8_2 C7_2 C6_2 C5_2 -15.80(19) . . . . ?
C15_2 C7_2 C6_2 C12_2 -15.9(2) . . . . ?
C8_2 C7_2 C6_2 C12_2 167.07(12) . . . . ?
C10_2 C5_2 C6_2 C7_2 11.71(18) . . . . ?
C4_2 C5_2 C6_2 C7_2 -162.34(13) . . . . ?
C10_2 C5_2 C6_2 C12_2 -171.26(12) . . . . ?
C4_2 C5_2 C6_2 C12_2 14.7(2) . . . . ?
C15_2 C14_2 C13_2 C19_2 169.45(18) . . . . ?
C15_2 C14_2 C13_2 C12_2 -6.5(3) . . . . ?
C13_2 C14_2 C15_2 C7_2 9.4(3) . . . . ?
C6_2 C7_2 C15_2 C14_2 2.0(2) . . . . ?
C8_2 C7_2 C15_2 C14_2 179.01(16) . . . . ?
C17_2 C16_2 C12_2 C13_2 6.4(2) . . . . ?
C17_2 C16_2 C12_2 C6_2 -178.71(16) . . . . ?
C19_2 C13_2 C12_2 C16_2 -8.4(2) . . . . ?
C14_2 C13_2 C12_2 C16_2 167.67(16) . . . . ?
C19_2 C13_2 C12_2 C6_2 176.46(15) . . . . ?
C14_2 C13_2 C12_2 C6_2 -7.5(2) . . . . ?
C7_2 C6_2 C12_2 C16_2 -156.30(15) . . . . ?
C5_2 C6_2 C12_2 C16_2 26.7(2) . . . . ?
C7_2 C6_2 C12_2 C13_2 18.5(2) . . . . ?
C5_2 C6_2 C12_2 C13_2 -158.48(14) . . . . ?
C12_2 C13_2 C19_2 C18_2 4.5(3) . . . . ?
C14_2 C13_2 C19_2 C18_2 -171.5(2) . . . . ?
C12_2 C16_2 C17_2 C18_2 -0.3(3) . . . . ?
C13_2 C19_2 C18_2 C17_2 1.8(3) . . . . ?
C16_2 C17_2 C18_2 C19_2 -3.9(3) . . . . ?

_refine_diff_density_max         0.333
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.079
####################################################################### 
# 
# 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_10at100K
_database_code_depnum_ccdc_archive 'CCDC 1531581'
_audit_update_record             
;
2017-02-07 deposited with the CCDC.
2017-09-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H16 O4'
_chemical_formula_sum            'C38 H16 O4'
_chemical_formula_weight         536.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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 0.0105 0.0059 '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                   3.798(1)
_cell_length_b                   16.829(3)
_cell_length_c                   26.367(5)
_cell_angle_alpha                92.78(3)
_cell_angle_beta                 92.17(3)
_cell_angle_gamma                93.76(3)
_cell_volume                     1678.3(6)
_cell_formula_units_Z            3
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    533
_cell_measurement_theta_min      0.762
_cell_measurement_theta_max      28.227

_exptl_crystal_description       'Thin plate'
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_F_000             828
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.099
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
'Huber 4-circles Kappa Goniometer, Pilatus 2M detector'
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39146
_diffrn_reflns_av_unetI/netI     0.0696
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         0.762
_diffrn_reflns_theta_max         28.227
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             8429
_reflns_number_gt                7734
_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.
;

_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0

_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'Sir2014 (Burla, 2015)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep3 for Windows - PyMol'
_computing_publication_material  'enCIFer - publCIF'

_refine_special_details          
;
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq. Anisotropic thermal motion modeling as then been 
applied to all atoms. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0770P)²+1.6664P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8429
_refine_ls_number_parameters     569
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0662
_refine_ls_wR_factor_ref         0.1811
_refine_ls_wR_factor_gt          0.1780
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
O2_1 O 0.2406(3) 0.44067(6) 0.95061(4) 0.0132(2) Uani 1 1 d . . . . .
O2A_1 O 1.0964(3) 0.55544(6) 0.71836(4) 0.0135(2) Uani 1 1 d . . . . .
O1_1 O 0.1840(4) 0.31217(7) 0.95832(4) 0.0190(3) Uani 1 1 d . . . . .
O1A_1 O 1.1439(3) 0.68386(7) 0.70993(4) 0.0189(3) Uani 1 1 d . . . . .
C3A_1 C 1.0651(4) 0.41495(9) 0.71877(5) 0.0120(3) Uani 1 1 d . . . . .
H3A_1 H 1.1961 0.4133 0.6888 0.014 Uiso 1 1 calc R U . . .
C9_1 C 0.7753(4) 0.57034(8) 0.81040(5) 0.0100(3) Uani 1 1 d . . . . .
C3_1 C 0.2670(4) 0.58093(9) 0.94977(5) 0.0122(3) Uani 1 1 d . . . . .
H3_1 H 0.1406 0.5825 0.9802 0.015 Uiso 1 1 calc R U . . .
C4_1 C 0.3753(4) 0.65030(9) 0.92780(5) 0.0117(3) Uani 1 1 d . . . . .
H4_1 H 0.3171 0.6998 0.9430 0.014 Uiso 1 1 calc R U . . .
C5_1 C 0.5714(4) 0.65010(9) 0.88309(5) 0.0109(3) Uani 1 1 d . . . . .
C5A_1 C 0.7482(4) 0.34598(8) 0.78457(5) 0.0107(3) Uani 1 1 d . . . . .
C12A_1 C 0.5398(4) 0.19871(9) 0.77719(6) 0.0135(3) Uani 1 1 d . . . . .
C12_1 C 0.7323(4) 0.79938(9) 0.88724(6) 0.0137(3) Uani 1 1 d . . . . .
C11A_1 C 0.8263(4) 0.49276(8) 0.78762(5) 0.0099(3) Uani 1 1 d . . . . .
C4A_1 C 0.9470(4) 0.34553(9) 0.74006(5) 0.0124(3) Uani 1 1 d . . . . .
H4A_1 H 1.0000 0.2959 0.7245 0.015 Uiso 1 1 calc R U . . .
C16_1 C 0.7429(4) 0.81037(9) 0.94097(6) 0.0163(3) Uani 1 1 d . . . . .
H16_1 H 0.7377 0.7650 0.9611 0.020 Uiso 1 1 calc R U . . .
C2A_1 C 0.9891(4) 0.48790(9) 0.74197(5) 0.0112(3) Uani 1 1 d . . . . .
C10A_1 C 0.7114(4) 0.42075(8) 0.80989(5) 0.0101(3) Uani 1 1 d . . . . .
C11_1 C 0.5074(4) 0.50326(8) 0.88095(5) 0.0104(3) Uani 1 1 d . . . . .
C2_1 C 0.3458(4) 0.50803(9) 0.92674(5) 0.0112(3) Uani 1 1 d . . . . .
C13A_1 C 0.4546(4) 0.12866(9) 0.80331(6) 0.0166(3) Uani 1 1 d . . . . .
C1_1 C 0.2914(4) 0.36409(9) 0.93176(5) 0.0125(3) Uani 1 1 d . . . . .
C6A_1 C 0.5956(4) 0.27444(9) 0.80618(5) 0.0120(3) Uani 1 1 d . . . . .
C7_1 C 0.8143(4) 0.71652(9) 0.80935(6) 0.0123(3) Uani 1 1 d . . . . .
C7A_1 C 0.4869(4) 0.27924(9) 0.85700(5) 0.0122(3) Uani 1 1 d . . . . .
C9A_1 C 0.5544(4) 0.42558(8) 0.85793(5) 0.0102(3) Uani 1 1 d . . . . .
C17A_1 C 0.4635(5) 0.11813(10) 0.69761(6) 0.0211(3) Uani 1 1 d . . . . .
H17A_1 H 0.4577 0.1149 0.6615 0.025 Uiso 1 1 calc R U . . .
C1A_1 C 1.0365(4) 0.63204(9) 0.73645(5) 0.0129(3) Uani 1 1 d . . . . .
C16A_1 C 0.5290(4) 0.19122(9) 0.72319(6) 0.0161(3) Uani 1 1 d . . . . .
H16A_1 H 0.5677 0.2375 0.7044 0.019 Uiso 1 1 calc R U . . .
C6_1 C 0.7069(4) 0.72189(9) 0.86020(5) 0.0117(3) Uani 1 1 d . . . . .
C8_1 C 0.8656(4) 0.63953(9) 0.78550(5) 0.0114(3) Uani 1 1 d . . . . .
C14A_1 C 0.4054(5) 0.13477(9) 0.85650(6) 0.0189(3) Uani 1 1 d . . . . .
H14A_1 H 0.3715 0.0875 0.8745 0.023 Uiso 1 1 calc R U . . .
C15A_1 C 0.4060(4) 0.20673(9) 0.88200(6) 0.0163(3) Uani 1 1 d . . . . .
H15A_1 H 0.3522 0.2092 0.9169 0.020 Uiso 1 1 calc R U . . .
C15_1 C 0.8631(4) 0.78839(9) 0.78238(6) 0.0169(3) Uani 1 1 d . . . . .
H15_1 H 0.9225 0.7852 0.7477 0.020 Uiso 1 1 calc R U . . .
C13_1 C 0.7774(4) 0.86891(9) 0.85903(6) 0.0169(3) Uani 1 1 d . . . . .
C10_1 C 0.6175(4) 0.57527(8) 0.85839(5) 0.0099(3) Uani 1 1 d . . . . .
C14_1 C 0.8252(5) 0.86065(9) 0.80585(6) 0.0187(3) Uani 1 1 d . . . . .
H14_1 H 0.8308 0.9067 0.7864 0.022 Uiso 1 1 calc R U . . .
C8A_1 C 0.4549(4) 0.35630(9) 0.88226(5) 0.0114(3) Uani 1 1 d . . . . .
C19A_1 C 0.3979(5) 0.05408(10) 0.77598(7) 0.0223(3) Uani 1 1 d . . . . .
H19A_1 H 0.3540 0.0071 0.7940 0.027 Uiso 1 1 calc R U . . .
C17_1 C 0.7605(5) 0.88544(10) 0.96461(6) 0.0212(3) Uani 1 1 d . . . . .
H17_1 H 0.7656 0.8911 1.0007 0.025 Uiso 1 1 calc R U . . .
C19_1 C 0.7881(5) 0.94523(10) 0.88419(7) 0.0216(3) Uani 1 1 d . . . . .
H19_1 H 0.8075 0.9914 0.8649 0.026 Uiso 1 1 calc R U . . .
C18A_1 C 0.4054(5) 0.04864(10) 0.72396(7) 0.0251(4) Uani 1 1 d . . . . .
H18A_1 H 0.3715 -0.0018 0.7060 0.030 Uiso 1 1 calc R U . . .
C18_1 C 0.7711(5) 0.95372(10) 0.93591(7) 0.0242(4) Uani 1 1 d . . . . .
H18_1 H 0.7664 1.0052 0.9522 0.029 Uiso 1 1 calc R U . . .
O2_2 O 0.6297(3) 0.42550(7) 0.61652(4) 0.0167(2) Uani 1 1 d . . . . .
O1_2 O 0.6645(4) 0.29689(7) 0.62193(4) 0.0253(3) Uani 1 1 d . . . . .
C2_2 C 0.6931(4) 0.49610(9) 0.59361(5) 0.0128(3) Uani 1 1 d . . . . .
C10_2 C 0.9137(4) 0.57354(9) 0.52587(5) 0.0116(3) Uani 1 1 d . . . . .
C11_2 C 0.8481(4) 0.49829(9) 0.54723(5) 0.0113(3) Uani 1 1 d . . . . .
C4_2 C 0.6510(4) 0.63747(9) 0.59793(5) 0.0149(3) Uani 1 1 d . . . . .
H4_2 H 0.5732 0.6840 0.6147 0.018 Uiso 1 1 calc R U . . .
C3_2 C 0.5850(4) 0.56488(10) 0.61861(5) 0.0146(3) Uani 1 1 d . . . . .
H3_2 H 0.4669 0.5615 0.6496 0.018 Uiso 1 1 calc R U . . .
C9_2 C 1.0618(4) 0.57523(9) 0.47717(5) 0.0118(3) Uani 1 1 d . . . . .
C5_2 C 0.8327(4) 0.64459(9) 0.55210(5) 0.0131(3) Uani 1 1 d . . . . .
C8_2 C 1.1002(4) 0.64697(9) 0.45310(5) 0.0150(3) Uani 1 1 d . . . . .
C7_2 C 0.9960(4) 0.71979(9) 0.47766(6) 0.0164(3) Uani 1 1 d . . . . .
C1_2 C 0.7327(5) 0.35305(10) 0.59653(6) 0.0177(3) Uani 1 1 d . . . . .
C16_2 C 0.9096(5) 0.80733(10) 0.61016(6) 0.0202(3) Uani 1 1 d . . . . .
H16_2 H 0.9661 0.7639 0.6300 0.024 Uiso 1 1 calc R U . . .
C6_2 C 0.9059(4) 0.72005(9) 0.52930(6) 0.0160(3) Uani 1 1 d . . . . .
C14_2 C 0.8541(5) 0.85813(10) 0.47434(7) 0.0220(3) Uani 1 1 d . . . . .
H14_2 H 0.7988 0.9019 0.4548 0.026 Uiso 1 1 calc R U . . .
C13_2 C 0.8231(5) 0.86421(10) 0.52799(7) 0.0206(3) Uani 1 1 d . . . . .
C15_2 C 0.9609(5) 0.79125(10) 0.45058(6) 0.0197(3) Uani 1 1 d . . . . .
H15_2 H 1.0132 0.7915 0.4156 0.024 Uiso 1 1 calc R U . . .
C12_2 C 0.8724(4) 0.79588(9) 0.55651(6) 0.0176(3) Uani 1 1 d . . . . .
C19_2 C 0.7660(5) 0.93777(10) 0.55358(7) 0.0254(4) Uani 1 1 d . . . . .
H19_2 H 0.7162 0.9823 0.5344 0.030 Uiso 1 1 calc R U . . .
C17_2 C 0.8651(5) 0.88048(11) 0.63386(7) 0.0251(4) Uani 1 1 d . . . . .
H17_2 H 0.8912 0.8869 0.6698 0.030 Uiso 1 1 calc R U . . .
C18_2 C 0.7814(5) 0.94583(11) 0.60544(8) 0.0276(4) Uani 1 1 d . . . . .
H18_2 H 0.7360 0.9951 0.6222 0.033 Uiso 1 1 calc R U . . .


_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
O2_1 C2_1 1.3674(17) . ?
O2_1 C1_1 1.3867(18) . ?
O2A_1 C2A_1 1.3683(17) . ?
O2A_1 C1A_1 1.3886(18) . ?
O1_1 C1_1 1.2059(18) . ?
O1A_1 C1A_1 1.2041(18) . ?
C3A_1 C4A_1 1.377(2) . ?
C3A_1 C2A_1 1.397(2) . ?
C3A_1 H3A_1 0.9500 . ?
C9_1 C8_1 1.3940(19) . ?
C9_1 C10_1 1.422(2) . ?
C9_1 C11A_1 1.438(2) . ?
C3_1 C4_1 1.374(2) . ?
C3_1 C2_1 1.397(2) . ?
C3_1 H3_1 0.9500 . ?
C4_1 C5_1 1.418(2) . ?
C4_1 H4_1 0.9500 . ?
C5_1 C10_1 1.414(2) . ?
C5_1 C6_1 1.450(2) . ?
C5A_1 C10A_1 1.4132(19) . ?
C5A_1 C4A_1 1.419(2) . ?
C5A_1 C6A_1 1.453(2) . ?
C12A_1 C13A_1 1.419(2) . ?
C12A_1 C16A_1 1.422(2) . ?
C12A_1 C6A_1 1.453(2) . ?
C12_1 C16_1 1.418(2) . ?
C12_1 C13_1 1.421(2) . ?
C12_1 C6_1 1.451(2) . ?
C11A_1 C2A_1 1.375(2) . ?
C11A_1 C10A_1 1.4224(19) . ?
C4A_1 H4A_1 0.9500 . ?
C16_1 C17_1 1.378(2) . ?
C16_1 H16_1 0.9500 . ?
C10A_1 C9A_1 1.4213(19) . ?
C11_1 C2_1 1.376(2) . ?
C11_1 C10_1 1.4210(19) . ?
C11_1 C9A_1 1.439(2) . ?
C13A_1 C19A_1 1.416(2) . ?
C13A_1 C14A_1 1.422(2) . ?
C1_1 C8A_1 1.470(2) . ?
C6A_1 C7A_1 1.417(2) . ?
C7_1 C6_1 1.417(2) . ?
C7_1 C15_1 1.438(2) . ?
C7_1 C8_1 1.441(2) . ?
C7A_1 C15A_1 1.436(2) . ?
C7A_1 C8A_1 1.443(2) . ?
C9A_1 C8A_1 1.3952(19) . ?
C17A_1 C16A_1 1.377(2) . ?
C17A_1 C18A_1 1.399(2) . ?
C17A_1 H17A_1 0.9500 . ?
C1A_1 C8_1 1.473(2) . ?
C16A_1 H16A_1 0.9500 . ?
C14A_1 C15A_1 1.356(2) . ?
C14A_1 H14A_1 0.9500 . ?
C15A_1 H15A_1 0.9500 . ?
C15_1 C14_1 1.356(2) . ?
C15_1 H15_1 0.9500 . ?
C13_1 C19_1 1.414(2) . ?
C13_1 C14_1 1.422(2) . ?
C14_1 H14_1 0.9500 . ?
C19A_1 C18A_1 1.372(3) . ?
C19A_1 H19A_1 0.9500 . ?
C17_1 C18_1 1.405(3) . ?
C17_1 H17_1 0.9500 . ?
C19_1 C18_1 1.369(3) . ?
C19_1 H19_1 0.9500 . ?
C18A_1 H18A_1 0.9500 . ?
C18_1 H18_1 0.9500 . ?
O2_2 C2_2 1.3702(18) . ?
O2_2 C1_2 1.391(2) . ?
O1_2 C1_2 1.205(2) . ?
C2_2 C11_2 1.378(2) . ?
C2_2 C3_2 1.397(2) . ?
C10_2 C5_2 1.410(2) . ?
C10_2 C11_2 1.422(2) . ?
C10_2 C9_2 1.422(2) . ?
C11_2 C9_2 1.434(2) 2_766 ?
C4_2 C3_2 1.374(2) . ?
C4_2 C5_2 1.420(2) . ?
C4_2 H4_2 0.9500 . ?
C3_2 H3_2 0.9500 . ?
C9_2 C8_2 1.393(2) . ?
C9_2 C11_2 1.434(2) 2_766 ?
C5_2 C6_2 1.446(2) . ?
C8_2 C7_2 1.444(2) . ?
C8_2 C1_2 1.476(2) 2_766 ?
C7_2 C6_2 1.416(2) . ?
C7_2 C15_2 1.439(2) . ?
C1_2 C8_2 1.476(2) 2_766 ?
C16_2 C17_2 1.377(2) . ?
C16_2 C12_2 1.419(2) . ?
C16_2 H16_2 0.9500 . ?
C6_2 C12_2 1.449(2) . ?
C14_2 C15_2 1.354(2) . ?
C14_2 C13_2 1.423(2) . ?
C14_2 H14_2 0.9500 . ?
C13_2 C19_2 1.414(2) . ?
C13_2 C12_2 1.423(2) . ?
C15_2 H15_2 0.9500 . ?
C19_2 C18_2 1.366(3) . ?
C19_2 H19_2 0.9500 . ?
C17_2 C18_2 1.407(3) . ?
C17_2 H17_2 0.9500 . ?
C18_2 H18_2 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
C2_1 O2_1 C1_1 123.68(12) . . ?
C2A_1 O2A_1 C1A_1 123.84(12) . . ?
C4A_1 C3A_1 C2A_1 118.92(13) . . ?
C4A_1 C3A_1 H3A_1 120.5 . . ?
C2A_1 C3A_1 H3A_1 120.5 . . ?
C8_1 C9_1 C10_1 120.16(13) . . ?
C8_1 C9_1 C11A_1 121.24(13) . . ?
C10_1 C9_1 C11A_1 118.56(13) . . ?
C4_1 C3_1 C2_1 119.01(13) . . ?
C4_1 C3_1 H3_1 120.5 . . ?
C2_1 C3_1 H3_1 120.5 . . ?
C3_1 C4_1 C5_1 121.90(14) . . ?
C3_1 C4_1 H4_1 119.0 . . ?
C5_1 C4_1 H4_1 119.0 . . ?
C10_1 C5_1 C4_1 117.25(13) . . ?
C10_1 C5_1 C6_1 118.94(13) . . ?
C4_1 C5_1 C6_1 123.70(13) . . ?
C10A_1 C5A_1 C4A_1 117.13(13) . . ?
C10A_1 C5A_1 C6A_1 118.98(13) . . ?
C4A_1 C5A_1 C6A_1 123.84(13) . . ?
C13A_1 C12A_1 C16A_1 117.06(14) . . ?
C13A_1 C12A_1 C6A_1 118.89(13) . . ?
C16A_1 C12A_1 C6A_1 123.73(14) . . ?
C16_1 C12_1 C13_1 117.06(14) . . ?
C16_1 C12_1 C6_1 123.91(14) . . ?
C13_1 C12_1 C6_1 118.84(14) . . ?
C2A_1 C11A_1 C10A_1 118.48(13) . . ?
C2A_1 C11A_1 C9_1 118.64(13) . . ?
C10A_1 C11A_1 C9_1 122.88(13) . . ?
C3A_1 C4A_1 C5A_1 121.92(13) . . ?
C3A_1 C4A_1 H4A_1 119.0 . . ?
C5A_1 C4A_1 H4A_1 119.0 . . ?
C17_1 C16_1 C12_1 121.41(15) . . ?
C17_1 C16_1 H16_1 119.3 . . ?
C12_1 C16_1 H16_1 119.3 . . ?
O2A_1 C2A_1 C11A_1 120.72(13) . . ?
O2A_1 C2A_1 C3A_1 117.17(12) . . ?
C11A_1 C2A_1 C3A_1 122.06(13) . . ?
C5A_1 C10A_1 C9A_1 120.63(13) . . ?
C5A_1 C10A_1 C11A_1 120.80(13) . . ?
C9A_1 C10A_1 C11A_1 118.56(13) . . ?
C2_1 C11_1 C10_1 118.47(13) . . ?
C2_1 C11_1 C9A_1 118.48(13) . . ?
C10_1 C11_1 C9A_1 123.05(13) . . ?
O2_1 C2_1 C11_1 120.93(13) . . ?
O2_1 C2_1 C3_1 116.98(13) . . ?
C11_1 C2_1 C3_1 122.03(13) . . ?
C19A_1 C13A_1 C12A_1 120.07(15) . . ?
C19A_1 C13A_1 C14A_1 120.37(15) . . ?
C12A_1 C13A_1 C14A_1 119.44(14) . . ?
O1_1 C1_1 O2_1 114.21(13) . . ?
O1_1 C1_1 C8A_1 128.67(14) . . ?
O2_1 C1_1 C8A_1 117.08(12) . . ?
C7A_1 C6A_1 C5A_1 118.75(13) . . ?
C7A_1 C6A_1 C12A_1 118.70(13) . . ?
C5A_1 C6A_1 C12A_1 122.53(13) . . ?
C6_1 C7_1 C15_1 118.89(14) . . ?
C6_1 C7_1 C8_1 119.60(13) . . ?
C15_1 C7_1 C8_1 121.49(13) . . ?
C6A_1 C7A_1 C15A_1 118.86(14) . . ?
C6A_1 C7A_1 C8A_1 119.68(13) . . ?
C15A_1 C7A_1 C8A_1 121.45(13) . . ?
C8A_1 C9A_1 C10A_1 120.32(13) . . ?
C8A_1 C9A_1 C11_1 121.26(13) . . ?
C10A_1 C9A_1 C11_1 118.42(13) . . ?
C16A_1 C17A_1 C18A_1 121.00(16) . . ?
C16A_1 C17A_1 H17A_1 119.5 . . ?
C18A_1 C17A_1 H17A_1 119.5 . . ?
O1A_1 C1A_1 O2A_1 114.25(13) . . ?
O1A_1 C1A_1 C8_1 128.88(14) . . ?
O2A_1 C1A_1 C8_1 116.83(12) . . ?
C17A_1 C16A_1 C12A_1 121.28(15) . . ?
C17A_1 C16A_1 H16A_1 119.4 . . ?
C12A_1 C16A_1 H16A_1 119.4 . . ?
C7_1 C6_1 C5_1 118.88(13) . . ?
C7_1 C6_1 C12_1 118.69(13) . . ?
C5_1 C6_1 C12_1 122.42(13) . . ?
C9_1 C8_1 C7_1 120.11(13) . . ?
C9_1 C8_1 C1A_1 118.52(13) . . ?
C7_1 C8_1 C1A_1 121.22(13) . . ?
C15A_1 C14A_1 C13A_1 121.27(14) . . ?
C15A_1 C14A_1 H14A_1 119.4 . . ?
C13A_1 C14A_1 H14A_1 119.4 . . ?
C14A_1 C15A_1 C7A_1 120.97(14) . . ?
C14A_1 C15A_1 H15A_1 119.5 . . ?
C7A_1 C15A_1 H15A_1 119.5 . . ?
C14_1 C15_1 C7_1 120.80(14) . . ?
C14_1 C15_1 H15_1 119.6 . . ?
C7_1 C15_1 H15_1 119.6 . . ?
C19_1 C13_1 C12_1 119.99(15) . . ?
C19_1 C13_1 C14_1 120.71(15) . . ?
C12_1 C13_1 C14_1 119.25(14) . . ?
C5_1 C10_1 C11_1 120.80(13) . . ?
C5_1 C10_1 C9_1 120.74(13) . . ?
C11_1 C10_1 C9_1 118.46(13) . . ?
C15_1 C14_1 C13_1 121.37(14) . . ?
C15_1 C14_1 H14_1 119.3 . . ?
C13_1 C14_1 H14_1 119.3 . . ?
C9A_1 C8A_1 C7A_1 119.98(13) . . ?
C9A_1 C8A_1 C1_1 118.48(13) . . ?
C7A_1 C8A_1 C1_1 121.34(13) . . ?
C18A_1 C19A_1 C13A_1 121.02(16) . . ?
C18A_1 C19A_1 H19A_1 119.5 . . ?
C13A_1 C19A_1 H19A_1 119.5 . . ?
C16_1 C17_1 C18_1 120.63(16) . . ?
C16_1 C17_1 H17_1 119.7 . . ?
C18_1 C17_1 H17_1 119.7 . . ?
C18_1 C19_1 C13_1 121.13(16) . . ?
C18_1 C19_1 H19_1 119.4 . . ?
C13_1 C19_1 H19_1 119.4 . . ?
C19A_1 C18A_1 C17A_1 119.28(15) . . ?
C19A_1 C18A_1 H18A_1 120.4 . . ?
C17A_1 C18A_1 H18A_1 120.4 . . ?
C19_1 C18_1 C17_1 119.28(15) . . ?
C19_1 C18_1 H18_1 120.4 . . ?
C17_1 C18_1 H18_1 120.4 . . ?
C2_2 O2_2 C1_2 123.03(12) . . ?
O2_2 C2_2 C11_2 121.05(14) . . ?
O2_2 C2_2 C3_2 117.11(13) . . ?
C11_2 C2_2 C3_2 121.82(14) . . ?
C5_2 C10_2 C11_2 120.96(13) . . ?
C5_2 C10_2 C9_2 120.82(14) . . ?
C11_2 C10_2 C9_2 118.21(13) . . ?
C2_2 C11_2 C10_2 118.43(14) . . ?
C2_2 C11_2 C9_2 118.65(14) . 2_766 ?
C10_2 C11_2 C9_2 122.92(13) . 2_766 ?
C3_2 C4_2 C5_2 121.56(14) . . ?
C3_2 C4_2 H4_2 119.2 . . ?
C5_2 C4_2 H4_2 119.2 . . ?
C4_2 C3_2 C2_2 119.41(13) . . ?
C4_2 C3_2 H3_2 120.3 . . ?
C2_2 C3_2 H3_2 120.3 . . ?
C8_2 C9_2 C10_2 119.76(14) . . ?
C8_2 C9_2 C11_2 121.35(13) . 2_766 ?
C10_2 C9_2 C11_2 118.81(13) . 2_766 ?
C10_2 C5_2 C4_2 117.44(14) . . ?
C10_2 C5_2 C6_2 119.34(13) . . ?
C4_2 C5_2 C6_2 122.94(14) . . ?
C9_2 C8_2 C7_2 120.39(13) . . ?
C9_2 C8_2 C1_2 118.21(14) . 2_766 ?
C7_2 C8_2 C1_2 121.32(14) . 2_766 ?
C6_2 C7_2 C15_2 118.60(15) . . ?
C6_2 C7_2 C8_2 119.22(14) . . ?
C15_2 C7_2 C8_2 122.08(14) . . ?
O1_2 C1_2 O2_2 114.76(14) . . ?
O1_2 C1_2 C8_2 127.82(16) . 2_766 ?
O2_2 C1_2 C8_2 117.39(13) . 2_766 ?
C17_2 C16_2 C12_2 120.92(16) . . ?
C17_2 C16_2 H16_2 119.5 . . ?
C12_2 C16_2 H16_2 119.5 . . ?
C7_2 C6_2 C5_2 118.76(14) . . ?
C7_2 C6_2 C12_2 118.72(14) . . ?
C5_2 C6_2 C12_2 122.44(14) . . ?
C15_2 C14_2 C13_2 121.42(15) . . ?
C15_2 C14_2 H14_2 119.3 . . ?
C13_2 C14_2 H14_2 119.3 . . ?
C19_2 C13_2 C12_2 119.62(16) . . ?
C19_2 C13_2 C14_2 121.25(16) . . ?
C12_2 C13_2 C14_2 119.02(15) . . ?
C14_2 C15_2 C7_2 120.76(15) . . ?
C14_2 C15_2 H15_2 119.6 . . ?
C7_2 C15_2 H15_2 119.6 . . ?
C16_2 C12_2 C13_2 117.58(15) . . ?
C16_2 C12_2 C6_2 123.72(15) . . ?
C13_2 C12_2 C6_2 118.55(14) . . ?
C18_2 C19_2 C13_2 121.11(17) . . ?
C18_2 C19_2 H19_2 119.4 . . ?
C13_2 C19_2 H19_2 119.4 . . ?
C16_2 C17_2 C18_2 120.78(17) . . ?
C16_2 C17_2 H17_2 119.6 . . ?
C18_2 C17_2 H17_2 119.6 . . ?
C19_2 C18_2 C17_2 119.46(17) . . ?
C19_2 C18_2 H18_2 120.3 . . ?
C17_2 C18_2 H18_2 120.3 . . ?

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
C2_1 C3_1 C4_1 C5_1 -1.5(2) . . . . ?
C3_1 C4_1 C5_1 C10_1 7.1(2) . . . . ?
C3_1 C4_1 C5_1 C6_1 -176.60(13) . . . . ?
C8_1 C9_1 C11A_1 C2A_1 4.4(2) . . . . ?
C10_1 C9_1 C11A_1 C2A_1 -177.95(13) . . . . ?
C8_1 C9_1 C11A_1 C10A_1 -174.75(13) . . . . ?
C10_1 C9_1 C11A_1 C10A_1 2.9(2) . . . . ?
C2A_1 C3A_1 C4A_1 C5A_1 0.5(2) . . . . ?
C10A_1 C5A_1 C4A_1 C3A_1 -7.4(2) . . . . ?
C6A_1 C5A_1 C4A_1 C3A_1 175.17(14) . . . . ?
C13_1 C12_1 C16_1 C17_1 6.3(2) . . . . ?
C6_1 C12_1 C16_1 C17_1 -178.78(15) . . . . ?
C1A_1 O2A_1 C2A_1 C11A_1 -3.3(2) . . . . ?
C1A_1 O2A_1 C2A_1 C3A_1 179.22(13) . . . . ?
C10A_1 C11A_1 C2A_1 O2A_1 178.32(12) . . . . ?
C9_1 C11A_1 C2A_1 O2A_1 -0.8(2) . . . . ?
C10A_1 C11A_1 C2A_1 C3A_1 -4.3(2) . . . . ?
C9_1 C11A_1 C2A_1 C3A_1 176.54(13) . . . . ?
C4A_1 C3A_1 C2A_1 O2A_1 -176.97(12) . . . . ?
C4A_1 C3A_1 C2A_1 C11A_1 5.6(2) . . . . ?
C4A_1 C5A_1 C10A_1 C9A_1 -172.23(13) . . . . ?
C6A_1 C5A_1 C10A_1 C9A_1 5.3(2) . . . . ?
C4A_1 C5A_1 C10A_1 C11A_1 8.6(2) . . . . ?
C6A_1 C5A_1 C10A_1 C11A_1 -173.85(13) . . . . ?
C2A_1 C11A_1 C10A_1 C5A_1 -3.0(2) . . . . ?
C9_1 C11A_1 C10A_1 C5A_1 176.12(13) . . . . ?
C2A_1 C11A_1 C10A_1 C9A_1 177.80(13) . . . . ?
C9_1 C11A_1 C10A_1 C9A_1 -3.1(2) . . . . ?
C1_1 O2_1 C2_1 C11_1 1.1(2) . . . . ?
C1_1 O2_1 C2_1 C3_1 178.25(12) . . . . ?
C10_1 C11_1 C2_1 O2_1 -178.73(12) . . . . ?
C9A_1 C11_1 C2_1 O2_1 1.8(2) . . . . ?
C10_1 C11_1 C2_1 C3_1 4.2(2) . . . . ?
C9A_1 C11_1 C2_1 C3_1 -175.25(13) . . . . ?
C4_1 C3_1 C2_1 O2_1 178.40(12) . . . . ?
C4_1 C3_1 C2_1 C11_1 -4.5(2) . . . . ?
C16A_1 C12A_1 C13A_1 C19A_1 6.2(2) . . . . ?
C6A_1 C12A_1 C13A_1 C19A_1 179.83(16) . . . . ?
C16A_1 C12A_1 C13A_1 C14A_1 -169.94(15) . . . . ?
C6A_1 C12A_1 C13A_1 C14A_1 3.7(2) . . . . ?
C2_1 O2_1 C1_1 O1_1 179.34(13) . . . . ?
C2_1 O2_1 C1_1 C8A_1 -2.6(2) . . . . ?
C10A_1 C5A_1 C6A_1 C7A_1 -14.2(2) . . . . ?
C4A_1 C5A_1 C6A_1 C7A_1 163.17(14) . . . . ?
C10A_1 C5A_1 C6A_1 C12A_1 163.79(14) . . . . ?
C4A_1 C5A_1 C6A_1 C12A_1 -18.8(2) . . . . ?
C13A_1 C12A_1 C6A_1 C7A_1 -14.1(2) . . . . ?
C16A_1 C12A_1 C6A_1 C7A_1 159.10(15) . . . . ?
C13A_1 C12A_1 C6A_1 C5A_1 167.91(14) . . . . ?
C16A_1 C12A_1 C6A_1 C5A_1 -18.9(2) . . . . ?
C5A_1 C6A_1 C7A_1 C15A_1 -167.07(14) . . . . ?
C12A_1 C6A_1 C7A_1 C15A_1 14.8(2) . . . . ?
C5A_1 C6A_1 C7A_1 C8A_1 13.8(2) . . . . ?
C12A_1 C6A_1 C7A_1 C8A_1 -164.30(14) . . . . ?
C5A_1 C10A_1 C9A_1 C8A_1 4.1(2) . . . . ?
C11A_1 C10A_1 C9A_1 C8A_1 -176.67(12) . . . . ?
C5A_1 C10A_1 C9A_1 C11_1 -177.00(12) . . . . ?
C11A_1 C10A_1 C9A_1 C11_1 2.2(2) . . . . ?
C2_1 C11_1 C9A_1 C8A_1 -3.1(2) . . . . ?
C10_1 C11_1 C9A_1 C8A_1 177.48(13) . . . . ?
C2_1 C11_1 C9A_1 C10A_1 178.08(13) . . . . ?
C10_1 C11_1 C9A_1 C10A_1 -1.4(2) . . . . ?
C2A_1 O2A_1 C1A_1 O1A_1 -178.51(13) . . . . ?
C2A_1 O2A_1 C1A_1 C8_1 3.7(2) . . . . ?
C18A_1 C17A_1 C16A_1 C12A_1 0.0(3) . . . . ?
C13A_1 C12A_1 C16A_1 C17A_1 -4.5(2) . . . . ?
C6A_1 C12A_1 C16A_1 C17A_1 -177.81(16) . . . . ?
C15_1 C7_1 C6_1 C5_1 164.43(14) . . . . ?
C8_1 C7_1 C6_1 C5_1 -14.4(2) . . . . ?
C15_1 C7_1 C6_1 C12_1 -14.8(2) . . . . ?
C8_1 C7_1 C6_1 C12_1 166.43(14) . . . . ?
C10_1 C5_1 C6_1 C7_1 12.9(2) . . . . ?
C4_1 C5_1 C6_1 C7_1 -163.28(14) . . . . ?
C10_1 C5_1 C6_1 C12_1 -167.90(14) . . . . ?
C4_1 C5_1 C6_1 C12_1 15.9(2) . . . . ?
C16_1 C12_1 C6_1 C7_1 -159.22(15) . . . . ?
C13_1 C12_1 C6_1 C7_1 15.6(2) . . . . ?
C16_1 C12_1 C6_1 C5_1 21.6(2) . . . . ?
C13_1 C12_1 C6_1 C5_1 -163.58(14) . . . . ?
C10_1 C9_1 C8_1 C7_1 2.8(2) . . . . ?
C11A_1 C9_1 C8_1 C7_1 -179.51(13) . . . . ?
C10_1 C9_1 C8_1 C1A_1 178.51(13) . . . . ?
C11A_1 C9_1 C8_1 C1A_1 -3.8(2) . . . . ?
C6_1 C7_1 C8_1 C9_1 6.6(2) . . . . ?
C15_1 C7_1 C8_1 C9_1 -172.19(14) . . . . ?
C6_1 C7_1 C8_1 C1A_1 -168.98(14) . . . . ?
C15_1 C7_1 C8_1 C1A_1 12.3(2) . . . . ?
O1A_1 C1A_1 C8_1 C9_1 -177.49(15) . . . . ?
O2A_1 C1A_1 C8_1 C9_1 -0.1(2) . . . . ?
O1A_1 C1A_1 C8_1 C7_1 -1.9(3) . . . . ?
O2A_1 C1A_1 C8_1 C7_1 175.55(13) . . . . ?
C19A_1 C13A_1 C14A_1 C15A_1 -169.97(17) . . . . ?
C12A_1 C13A_1 C14A_1 C15A_1 6.2(3) . . . . ?
C13A_1 C14A_1 C15A_1 C7A_1 -5.5(3) . . . . ?
C6A_1 C7A_1 C15A_1 C14A_1 -5.3(2) . . . . ?
C8A_1 C7A_1 C15A_1 C14A_1 173.86(15) . . . . ?
C6_1 C7_1 C15_1 C14_1 3.4(2) . . . . ?
C8_1 C7_1 C15_1 C14_1 -177.80(15) . . . . ?
C16_1 C12_1 C13_1 C19_1 -7.5(2) . . . . ?
C6_1 C12_1 C13_1 C19_1 177.37(15) . . . . ?
C16_1 C12_1 C13_1 C14_1 170.06(15) . . . . ?
C6_1 C12_1 C13_1 C14_1 -5.1(2) . . . . ?
C4_1 C5_1 C10_1 C11_1 -7.2(2) . . . . ?
C6_1 C5_1 C10_1 C11_1 176.30(13) . . . . ?
C4_1 C5_1 C10_1 C9_1 172.78(13) . . . . ?
C6_1 C5_1 C10_1 C9_1 -3.7(2) . . . . ?
C2_1 C11_1 C10_1 C5_1 1.8(2) . . . . ?
C9A_1 C11_1 C10_1 C5_1 -178.74(13) . . . . ?
C2_1 C11_1 C10_1 C9_1 -178.22(13) . . . . ?
C9A_1 C11_1 C10_1 C9_1 1.2(2) . . . . ?
C8_1 C9_1 C10_1 C5_1 -4.2(2) . . . . ?
C11A_1 C9_1 C10_1 C5_1 178.06(12) . . . . ?
C8_1 C9_1 C10_1 C11_1 175.79(12) . . . . ?
C11A_1 C9_1 C10_1 C11_1 -1.9(2) . . . . ?
C7_1 C15_1 C14_1 C13_1 7.4(3) . . . . ?
C19_1 C13_1 C14_1 C15_1 171.02(17) . . . . ?
C12_1 C13_1 C14_1 C15_1 -6.5(3) . . . . ?
C10A_1 C9A_1 C8A_1 C7A_1 -4.6(2) . . . . ?
C11_1 C9A_1 C8A_1 C7A_1 176.53(13) . . . . ?
C10A_1 C9A_1 C8A_1 C1_1 -179.63(13) . . . . ?
C11_1 C9A_1 C8A_1 C1_1 1.5(2) . . . . ?
C6A_1 C7A_1 C8A_1 C9A_1 -4.5(2) . . . . ?
C15A_1 C7A_1 C8A_1 C9A_1 176.41(14) . . . . ?
C6A_1 C7A_1 C8A_1 C1_1 170.38(14) . . . . ?
C15A_1 C7A_1 C8A_1 C1_1 -8.7(2) . . . . ?
O1_1 C1_1 C8A_1 C9A_1 178.97(15) . . . . ?
O2_1 C1_1 C8A_1 C9A_1 1.2(2) . . . . ?
O1_1 C1_1 C8A_1 C7A_1 4.0(3) . . . . ?
O2_1 C1_1 C8A_1 C7A_1 -173.72(12) . . . . ?
C12A_1 C13A_1 C19A_1 C18A_1 -3.5(3) . . . . ?
C14A_1 C13A_1 C19A_1 C18A_1 172.61(17) . . . . ?
C12_1 C16_1 C17_1 C18_1 -0.4(3) . . . . ?
C12_1 C13_1 C19_1 C18_1 2.9(3) . . . . ?
C14_1 C13_1 C19_1 C18_1 -174.64(17) . . . . ?
C13A_1 C19A_1 C18A_1 C17A_1 -1.2(3) . . . . ?
C16A_1 C17A_1 C18A_1 C19A_1 3.0(3) . . . . ?
C13_1 C19_1 C18_1 C17_1 3.2(3) . . . . ?
C16_1 C17_1 C18_1 C19_1 -4.5(3) . . . . ?
C1_2 O2_2 C2_2 C11_2 3.7(2) . . . . ?
C1_2 O2_2 C2_2 C3_2 -178.07(14) . . . . ?
O2_2 C2_2 C11_2 C10_2 -178.74(13) . . . . ?
C3_2 C2_2 C11_2 C10_2 3.1(2) . . . . ?
O2_2 C2_2 C11_2 C9_2 0.8(2) . . . 2_766 ?
C3_2 C2_2 C11_2 C9_2 -177.33(13) . . . 2_766 ?
C5_2 C10_2 C11_2 C2_2 2.0(2) . . . . ?
C9_2 C10_2 C11_2 C2_2 -177.76(13) . . . . ?
C5_2 C10_2 C11_2 C9_2 -177.60(13) . . . 2_766 ?
C9_2 C10_2 C11_2 C9_2 2.7(2) . . . 2_766 ?
C5_2 C4_2 C3_2 C2_2 -1.2(2) . . . . ?
O2_2 C2_2 C3_2 C4_2 178.26(13) . . . . ?
C11_2 C2_2 C3_2 C4_2 -3.5(2) . . . . ?
C5_2 C10_2 C9_2 C8_2 -5.5(2) . . . . ?
C11_2 C10_2 C9_2 C8_2 174.25(14) . . . . ?
C5_2 C10_2 C9_2 C11_2 177.71(13) . . . 2_766 ?
C11_2 C10_2 C9_2 C11_2 -2.6(2) . . . 2_766 ?
C11_2 C10_2 C5_2 C4_2 -6.3(2) . . . . ?
C9_2 C10_2 C5_2 C4_2 173.40(14) . . . . ?
C11_2 C10_2 C5_2 C6_2 179.52(14) . . . . ?
C9_2 C10_2 C5_2 C6_2 -0.8(2) . . . . ?
C3_2 C4_2 C5_2 C10_2 6.0(2) . . . . ?
C3_2 C4_2 C5_2 C6_2 179.90(14) . . . . ?
C10_2 C9_2 C8_2 C7_2 1.0(2) . . . . ?
C11_2 C9_2 C8_2 C7_2 177.79(14) 2_766 . . . ?
C10_2 C9_2 C8_2 C1_2 177.73(14) . . . 2_766 ?
C11_2 C9_2 C8_2 C1_2 -5.5(2) 2_766 . . 2_766 ?
C9_2 C8_2 C7_2 C6_2 9.6(2) . . . . ?
C1_2 C8_2 C7_2 C6_2 -166.95(15) 2_766 . . . ?
C9_2 C8_2 C7_2 C15_2 -166.70(16) . . . . ?
C1_2 C8_2 C7_2 C15_2 16.7(2) 2_766 . . . ?
C2_2 O2_2 C1_2 O1_2 178.32(14) . . . . ?
C2_2 O2_2 C1_2 C8_2 -3.5(2) . . . 2_766 ?
C15_2 C7_2 C6_2 C5_2 160.79(15) . . . . ?
C8_2 C7_2 C6_2 C5_2 -15.7(2) . . . . ?
C15_2 C7_2 C6_2 C12_2 -16.0(2) . . . . ?
C8_2 C7_2 C6_2 C12_2 167.51(15) . . . . ?
C10_2 C5_2 C6_2 C7_2 11.4(2) . . . . ?
C4_2 C5_2 C6_2 C7_2 -162.46(15) . . . . ?
C10_2 C5_2 C6_2 C12_2 -171.94(14) . . . . ?
C4_2 C5_2 C6_2 C12_2 14.2(2) . . . . ?
C15_2 C14_2 C13_2 C19_2 169.94(17) . . . . ?
C15_2 C14_2 C13_2 C12_2 -6.1(3) . . . . ?
C13_2 C14_2 C15_2 C7_2 9.3(3) . . . . ?
C6_2 C7_2 C15_2 C14_2 2.0(3) . . . . ?
C8_2 C7_2 C15_2 C14_2 178.34(16) . . . . ?
C17_2 C16_2 C12_2 C13_2 6.2(3) . . . . ?
C17_2 C16_2 C12_2 C6_2 -178.20(16) . . . . ?
C19_2 C13_2 C12_2 C16_2 -8.4(2) . . . . ?
C14_2 C13_2 C12_2 C16_2 167.77(16) . . . . ?
C19_2 C13_2 C12_2 C6_2 175.77(16) . . . . ?
C14_2 C13_2 C12_2 C6_2 -8.1(2) . . . . ?
C7_2 C6_2 C12_2 C16_2 -156.55(17) . . . . ?
C5_2 C6_2 C12_2 C16_2 26.8(3) . . . . ?
C7_2 C6_2 C12_2 C13_2 19.0(2) . . . . ?
C5_2 C6_2 C12_2 C13_2 -157.65(16) . . . . ?
C12_2 C13_2 C19_2 C18_2 4.5(3) . . . . ?
C14_2 C13_2 C19_2 C18_2 -171.51(19) . . . . ?
C12_2 C16_2 C17_2 C18_2 0.0(3) . . . . ?
C13_2 C19_2 C18_2 C17_2 1.8(3) . . . . ?
C16_2 C17_2 C18_2 C19_2 -4.1(3) . . . . ?

_refine_diff_density_max         0.789
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.094
####################################################################### 
# 
# 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_9at298K
_database_code_depnum_ccdc_archive 'CCDC 1531584'
_audit_update_record             
;
2017-02-07 deposited with the CCDC.
2017-09-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H8 F4 O4'
_chemical_formula_sum            'C30 H8 F4 O4'
_chemical_formula_weight         508.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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 0.0105 0.0059 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.334(2)
_cell_length_b                   10.849(2)
_cell_length_c                   24.774(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.14(3)
_cell_angle_gamma                90
_cell_volume                     1969.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3272
_cell_measurement_theta_min      1.620
_cell_measurement_theta_max      27.420

_exptl_crystal_description       'Thin rod'
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.714
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.133
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
'Huber 4-circles Kappa Goniometer, Pilatus 2M detector'
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29801
_diffrn_reflns_av_unetI/netI     0.0641
_diffrn_reflns_av_R_equivalents  0.1054
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.620
_diffrn_reflns_theta_max         27.420
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             4597
_reflns_number_gt                2435
_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.
;

_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0

_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       XDS
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  enCIFer/publCIF


_refine_special_details          
;        
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq. Anisotropic thermal motion modeling as then been 
applied to all atoms.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0976P)²+0.0479P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.019(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4597
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1081
_refine_ls_R_factor_gt           0.0599
_refine_ls_wR_factor_ref         0.1835
_refine_ls_wR_factor_gt          0.1481
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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
C11_1 C 0.4433(2) 0.60247(16) 0.02914(7) 0.0374(4) Uani 1 1 d . . . . .
C10_1 C 0.4559(2) 0.48761(16) 0.05625(7) 0.0368(4) Uani 1 1 d . . . . .
C9_1 C 0.5133(2) 0.38200(16) 0.02671(7) 0.0369(4) Uani 1 1 d . . . . .
C8_1 C 0.5284(2) 0.26839(17) 0.05118(8) 0.0451(5) Uani 1 1 d . . . . .
C7_1 C 0.4748(3) 0.2516(2) 0.10639(9) 0.0535(5) Uani 1 1 d . . . . .
C15_1 C 0.4697(3) 0.1330(3) 0.13035(11) 0.0739(7) Uani 1 1 d . . . . .
H15_1 H 0.5041 0.0638 0.1111 0.089 Uiso 1 1 calc R U . . .
C14_1 C 0.4142(4) 0.1216(3) 0.18156(14) 0.0918(10) Uani 1 1 d . . . . .
F2_1 F 0.4048(3) 0.0078(2) 0.20301(9) 0.1351(9) Uani 1 1 d . . . . .
C13_1 C 0.3636(4) 0.2198(4) 0.21291(12) 0.0887(10) Uani 1 1 d . . . . .
H13_1 H 0.3288 0.2091 0.2483 0.106 Uiso 1 1 calc R U . . .
C12_1 C 0.3671(3) 0.3326(3) 0.18954(9) 0.0720(8) Uani 1 1 d . . . . .
F1_1 F 0.3092(2) 0.42684(18) 0.22028(5) 0.0976(6) Uani 1 1 d . . . . .
C6_1 C 0.4196(3) 0.3564(2) 0.13619(8) 0.0528(5) Uani 1 1 d . . . . .
C5_1 C 0.4144(2) 0.47784(19) 0.11139(7) 0.0453(5) Uani 1 1 d . . . . .
C4_1 C 0.3675(3) 0.5877(2) 0.13822(8) 0.0614(6) Uani 1 1 d . . . . .
H4_1 H 0.3438 0.5844 0.1748 0.074 Uiso 1 1 calc R U . . .
C3_1 C 0.3559(3) 0.6977(2) 0.11234(9) 0.0636(6) Uani 1 1 d . . . . .
H3_1 H 0.3248 0.7684 0.1311 0.076 Uiso 1 1 calc R U . . .
C2_1 C 0.3905(3) 0.70458(18) 0.05789(8) 0.0480(5) Uani 1 1 d . . . . .
O2_1 O 0.3698(2) 0.81636(13) 0.03329(7) 0.0612(4) Uani 1 1 d . . . . .
C1_1 C 0.3958(3) 0.83438(19) -0.02071(10) 0.0558(5) Uani 1 1 d . . . . .
O1_1 O 0.3509(2) 0.93357(15) -0.03763(8) 0.0818(6) Uani 1 1 d . . . . .
C11_2 C -0.0563(2) 0.89705(16) 0.52845(7) 0.0373(4) Uani 1 1 d . . . . .
C10_2 C -0.0135(2) 0.88063(16) 0.47332(7) 0.0374(4) Uani 1 1 d . . . . .
C9_2 C 0.0441(2) 0.98619(16) 0.44403(7) 0.0367(4) Uani 1 1 d . . . . .
C8_2 C 0.0870(2) 0.97646(19) 0.39023(7) 0.0441(5) Uani 1 1 d . . . . .
C7_2 C 0.0799(3) 0.8578(2) 0.36339(8) 0.0498(5) Uani 1 1 d . . . . .
C15_2 C 0.1333(3) 0.8446(3) 0.30911(9) 0.0669(7) Uani 1 1 d . . . . .
H15_2 H 0.1701 0.9129 0.2897 0.080 Uiso 1 1 calc R U . . .
C14_2 C 0.1301(4) 0.7321(3) 0.28613(10) 0.0798(8) Uani 1 1 d . . . . .
F2_2 F 0.1837(3) 0.7215(2) 0.23478(6) 0.1178(7) Uani 1 1 d . . . . .
C13_2 C 0.0764(4) 0.6270(3) 0.31195(11) 0.0803(8) Uani 1 1 d . . . . .
H13_2 H 0.0756 0.5507 0.2948 0.096 Uiso 1 1 calc R U . . .
C12_2 C 0.0247(3) 0.6397(2) 0.36367(10) 0.0668(7) Uani 1 1 d . . . . .
F1_2 F -0.0285(2) 0.53511(13) 0.38815(7) 0.0883(5) Uani 1 1 d . . . . .
C6_2 C 0.0235(3) 0.75229(19) 0.39246(8) 0.0493(5) Uani 1 1 d . . . . .
C5_2 C -0.0295(2) 0.76386(17) 0.44833(8) 0.0443(5) Uani 1 1 d . . . . .
C4_2 C -0.0955(3) 0.66588(18) 0.48004(10) 0.0546(5) Uani 1 1 d . . . . .
H4_2 H -0.1115 0.5886 0.4643 0.066 Uiso 1 1 calc R U . . .
C3_2 C -0.1361(3) 0.68145(18) 0.53260(9) 0.0562(6) Uani 1 1 d . . . . .
H3_2 H -0.1787 0.6153 0.5524 0.067 Uiso 1 1 calc R U . . .
C2_2 C -0.1141(3) 0.79499(18) 0.55670(8) 0.0457(5) Uani 1 1 d . . . . .
O2_2 O -0.1538(2) 0.80381(14) 0.60990(6) 0.0571(4) Uani 1 1 d . . . . .
C1_2 C -0.1399(3) 0.9114(2) 0.63858(8) 0.0565(6) Uani 1 1 d . . . . .
O1_2 O -0.1739(3) 0.90229(19) 0.68547(6) 0.0918(7) Uani 1 1 d . . . . .


_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
C11_1 C2_1 1.380(2) . ?
C11_1 C10_1 1.417(3) . ?
C11_1 C9_1 1.441(2) 3_665 ?
C10_1 C5_1 1.415(2) . ?
C10_1 C9_1 1.431(2) . ?
C9_1 C8_1 1.376(3) . ?
C9_1 C11_1 1.441(2) 3_665 ?
C8_1 C7_1 1.449(3) . ?
C8_1 C1_1 1.468(3) 3_665 ?
C7_1 C15_1 1.418(3) . ?
C7_1 C6_1 1.422(3) . ?
C15_1 C14_1 1.352(4) . ?
C15_1 H15_1 0.9300 . ?
C14_1 F2_1 1.347(3) . ?
C14_1 C13_1 1.377(5) . ?
C13_1 C12_1 1.355(4) . ?
C13_1 H13_1 0.9300 . ?
C12_1 F1_1 1.353(3) . ?
C12_1 C6_1 1.414(3) . ?
C6_1 C5_1 1.454(3) . ?
C5_1 C4_1 1.413(3) . ?
C4_1 C3_1 1.356(3) . ?
C4_1 H4_1 0.9300 . ?
C3_1 C2_1 1.384(3) . ?
C3_1 H3_1 0.9300 . ?
C2_1 O2_1 1.363(2) . ?
O2_1 C1_1 1.372(3) . ?
C1_1 O1_1 1.197(2) . ?
C1_1 C8_1 1.467(3) 3_665 ?
C11_2 C2_2 1.385(2) . ?
C11_2 C10_2 1.424(2) . ?
C11_2 C9_2 1.440(3) 3_576 ?
C10_2 C5_2 1.413(3) . ?
C10_2 C9_2 1.428(2) . ?
C9_2 C8_2 1.385(2) . ?
C9_2 C11_2 1.440(3) 3_576 ?
C8_2 C7_2 1.449(3) . ?
C8_2 C1_2 1.470(3) 3_576 ?
C7_2 C6_2 1.422(3) . ?
C7_2 C15_2 1.422(3) . ?
C15_2 C14_2 1.346(4) . ?
C15_2 H15_2 0.9300 . ?
C14_2 F2_2 1.350(3) . ?
C14_2 C13_2 1.372(4) . ?
C13_2 C12_2 1.357(3) . ?
C13_2 H13_2 0.9300 . ?
C12_2 F1_2 1.351(3) . ?
C12_2 C6_2 1.415(3) . ?
C6_2 C5_2 1.457(3) . ?
C5_2 C4_2 1.418(3) . ?
C4_2 C3_2 1.357(3) . ?
C4_2 H4_2 0.9300 . ?
C3_2 C2_2 1.376(3) . ?
C3_2 H3_2 0.9300 . ?
C2_2 O2_2 1.364(2) . ?
O2_2 C1_2 1.369(3) . ?
C1_2 O1_2 1.201(2) . ?
C1_2 C8_2 1.470(3) 3_576 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2_1 C11_1 C10_1 118.42(16) . . ?
C2_1 C11_1 C9_1 118.54(17) . 3_665 ?
C10_1 C11_1 C9_1 123.02(15) . 3_665 ?
C5_1 C10_1 C11_1 120.74(16) . . ?
C5_1 C10_1 C9_1 120.78(17) . . ?
C11_1 C10_1 C9_1 118.48(15) . . ?
C8_1 C9_1 C10_1 120.81(16) . . ?
C8_1 C9_1 C11_1 120.69(16) . 3_665 ?
C10_1 C9_1 C11_1 118.49(16) . 3_665 ?
C9_1 C8_1 C7_1 120.52(18) . . ?
C9_1 C8_1 C1_1 118.67(18) . 3_665 ?
C7_1 C8_1 C1_1 120.79(18) . 3_665 ?
C15_1 C7_1 C6_1 119.7(2) . . ?
C15_1 C7_1 C8_1 121.4(2) . . ?
C6_1 C7_1 C8_1 118.86(18) . . ?
C14_1 C15_1 C7_1 119.3(3) . . ?
C14_1 C15_1 H15_1 120.3 . . ?
C7_1 C15_1 H15_1 120.3 . . ?
F2_1 C14_1 C15_1 118.4(4) . . ?
F2_1 C14_1 C13_1 117.9(3) . . ?
C15_1 C14_1 C13_1 123.7(3) . . ?
C12_1 C13_1 C14_1 116.6(3) . . ?
C12_1 C13_1 H13_1 121.7 . . ?
C14_1 C13_1 H13_1 121.7 . . ?
F1_1 C12_1 C13_1 115.5(2) . . ?
F1_1 C12_1 C6_1 119.4(2) . . ?
C13_1 C12_1 C6_1 125.1(3) . . ?
C12_1 C6_1 C7_1 115.6(2) . . ?
C12_1 C6_1 C5_1 123.8(2) . . ?
C7_1 C6_1 C5_1 120.54(17) . . ?
C4_1 C5_1 C10_1 117.11(19) . . ?
C4_1 C5_1 C6_1 124.65(18) . . ?
C10_1 C5_1 C6_1 118.22(18) . . ?
C3_1 C4_1 C5_1 122.14(19) . . ?
C3_1 C4_1 H4_1 118.9 . . ?
C5_1 C4_1 H4_1 118.9 . . ?
C4_1 C3_1 C2_1 119.84(19) . . ?
C4_1 C3_1 H3_1 120.1 . . ?
C2_1 C3_1 H3_1 120.1 . . ?
O2_1 C2_1 C11_1 120.81(18) . . ?
O2_1 C2_1 C3_1 117.51(17) . . ?
C11_1 C2_1 C3_1 121.7(2) . . ?
C2_1 O2_1 C1_1 123.04(15) . . ?
O1_1 C1_1 O2_1 115.0(2) . . ?
O1_1 C1_1 C8_1 127.4(2) . 3_665 ?
O2_1 C1_1 C8_1 117.53(18) . 3_665 ?
C2_2 C11_2 C10_2 117.86(17) . . ?
C2_2 C11_2 C9_2 118.62(16) . 3_576 ?
C10_2 C11_2 C9_2 123.52(15) . 3_576 ?
C5_2 C10_2 C11_2 120.98(16) . . ?
C5_2 C10_2 C9_2 121.18(16) . . ?
C11_2 C10_2 C9_2 117.84(16) . . ?
C8_2 C9_2 C10_2 120.67(17) . . ?
C8_2 C9_2 C11_2 120.69(16) . 3_576 ?
C10_2 C9_2 C11_2 118.64(15) . 3_576 ?
C9_2 C8_2 C7_2 120.24(17) . . ?
C9_2 C8_2 C1_2 118.55(19) . 3_576 ?
C7_2 C8_2 C1_2 121.21(17) . 3_576 ?
C6_2 C7_2 C15_2 119.6(2) . . ?
C6_2 C7_2 C8_2 119.27(17) . . ?
C15_2 C7_2 C8_2 121.1(2) . . ?
C14_2 C15_2 C7_2 119.3(3) . . ?
C14_2 C15_2 H15_2 120.3 . . ?
C7_2 C15_2 H15_2 120.3 . . ?
C15_2 C14_2 F2_2 118.3(3) . . ?
C15_2 C14_2 C13_2 123.8(2) . . ?
F2_2 C14_2 C13_2 117.8(3) . . ?
C12_2 C13_2 C14_2 116.8(3) . . ?
C12_2 C13_2 H13_2 121.6 . . ?
C14_2 C13_2 H13_2 121.6 . . ?
F1_2 C12_2 C13_2 115.8(2) . . ?
F1_2 C12_2 C6_2 119.4(2) . . ?
C13_2 C12_2 C6_2 124.8(3) . . ?
C12_2 C6_2 C7_2 115.6(2) . . ?
C12_2 C6_2 C5_2 124.1(2) . . ?
C7_2 C6_2 C5_2 120.32(18) . . ?
C10_2 C5_2 C4_2 117.00(18) . . ?
C10_2 C5_2 C6_2 118.21(17) . . ?
C4_2 C5_2 C6_2 124.79(19) . . ?
C3_2 C4_2 C5_2 122.00(19) . . ?
C3_2 C4_2 H4_2 119.0 . . ?
C5_2 C4_2 H4_2 119.0 . . ?
C4_2 C3_2 C2_2 120.11(17) . . ?
C4_2 C3_2 H3_2 119.9 . . ?
C2_2 C3_2 H3_2 119.9 . . ?
O2_2 C2_2 C3_2 117.16(16) . . ?
O2_2 C2_2 C11_2 120.85(18) . . ?
C3_2 C2_2 C11_2 121.98(18) . . ?
C2_2 O2_2 C1_2 123.16(15) . . ?
O1_2 C1_2 O2_2 114.7(2) . . ?
O1_2 C1_2 C8_2 127.3(2) . 3_576 ?
O2_2 C1_2 C8_2 118.03(17) . 3_576 ?

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
C2_1 C11_1 C10_1 C5_1 0.3(3) . . . . ?
C9_1 C11_1 C10_1 C5_1 178.98(16) 3_665 . . . ?
C2_1 C11_1 C10_1 C9_1 -179.03(16) . . . . ?
C9_1 C11_1 C10_1 C9_1 -0.4(3) 3_665 . . . ?
C5_1 C10_1 C9_1 C8_1 0.4(3) . . . . ?
C11_1 C10_1 C9_1 C8_1 179.75(16) . . . . ?
C5_1 C10_1 C9_1 C11_1 -178.99(16) . . . 3_665 ?
C11_1 C10_1 C9_1 C11_1 0.4(3) . . . 3_665 ?
C10_1 C9_1 C8_1 C7_1 4.2(3) . . . . ?
C11_1 C9_1 C8_1 C7_1 -176.45(16) 3_665 . . . ?
C10_1 C9_1 C8_1 C1_1 -174.31(16) . . . 3_665 ?
C11_1 C9_1 C8_1 C1_1 5.1(3) 3_665 . . 3_665 ?
C9_1 C8_1 C7_1 C15_1 172.78(18) . . . . ?
C1_1 C8_1 C7_1 C15_1 -8.8(3) 3_665 . . . ?
C9_1 C8_1 C7_1 C6_1 -4.8(3) . . . . ?
C1_1 C8_1 C7_1 C6_1 173.65(17) 3_665 . . . ?
C6_1 C7_1 C15_1 C14_1 -0.8(3) . . . . ?
C8_1 C7_1 C15_1 C14_1 -178.3(2) . . . . ?
C7_1 C15_1 C14_1 F2_1 177.9(2) . . . . ?
C7_1 C15_1 C14_1 C13_1 -0.9(4) . . . . ?
F2_1 C14_1 C13_1 C12_1 -177.3(2) . . . . ?
C15_1 C14_1 C13_1 C12_1 1.5(4) . . . . ?
C14_1 C13_1 C12_1 F1_1 177.2(2) . . . . ?
C14_1 C13_1 C12_1 C6_1 -0.5(4) . . . . ?
F1_1 C12_1 C6_1 C7_1 -178.67(19) . . . . ?
C13_1 C12_1 C6_1 C7_1 -1.0(3) . . . . ?
F1_1 C12_1 C6_1 C5_1 -0.4(3) . . . . ?
C13_1 C12_1 C6_1 C5_1 177.2(2) . . . . ?
C15_1 C7_1 C6_1 C12_1 1.7(3) . . . . ?
C8_1 C7_1 C6_1 C12_1 179.28(19) . . . . ?
C15_1 C7_1 C6_1 C5_1 -176.67(19) . . . . ?
C8_1 C7_1 C6_1 C5_1 0.9(3) . . . . ?
C11_1 C10_1 C5_1 C4_1 -2.4(3) . . . . ?
C9_1 C10_1 C5_1 C4_1 176.94(17) . . . . ?
C11_1 C10_1 C5_1 C6_1 176.51(16) . . . . ?
C9_1 C10_1 C5_1 C6_1 -4.2(3) . . . . ?
C12_1 C6_1 C5_1 C4_1 4.1(3) . . . . ?
C7_1 C6_1 C5_1 C4_1 -177.76(19) . . . . ?
C12_1 C6_1 C5_1 C10_1 -174.76(19) . . . . ?
C7_1 C6_1 C5_1 C10_1 3.4(3) . . . . ?
C10_1 C5_1 C4_1 C3_1 2.2(3) . . . . ?
C6_1 C5_1 C4_1 C3_1 -176.6(2) . . . . ?
C5_1 C4_1 C3_1 C2_1 0.0(4) . . . . ?
C10_1 C11_1 C2_1 O2_1 -177.58(17) . . . . ?
C9_1 C11_1 C2_1 O2_1 3.7(3) 3_665 . . . ?
C10_1 C11_1 C2_1 C3_1 2.1(3) . . . . ?
C9_1 C11_1 C2_1 C3_1 -176.63(19) 3_665 . . . ?
C4_1 C3_1 C2_1 O2_1 177.4(2) . . . . ?
C4_1 C3_1 C2_1 C11_1 -2.3(4) . . . . ?
C11_1 C2_1 O2_1 C1_1 1.3(3) . . . . ?
C3_1 C2_1 O2_1 C1_1 -178.4(2) . . . . ?
C2_1 O2_1 C1_1 O1_1 171.21(19) . . . . ?
C2_1 O2_1 C1_1 C8_1 -7.9(3) . . . 3_665 ?
C2_2 C11_2 C10_2 C5_2 0.0(3) . . . . ?
C9_2 C11_2 C10_2 C5_2 -179.48(16) 3_576 . . . ?
C2_2 C11_2 C10_2 C9_2 179.27(16) . . . . ?
C9_2 C11_2 C10_2 C9_2 -0.2(3) 3_576 . . . ?
C5_2 C10_2 C9_2 C8_2 -0.5(3) . . . . ?
C11_2 C10_2 C9_2 C8_2 -179.74(16) . . . . ?
C5_2 C10_2 C9_2 C11_2 179.47(16) . . . 3_576 ?
C11_2 C10_2 C9_2 C11_2 0.2(3) . . . 3_576 ?
C10_2 C9_2 C8_2 C7_2 -2.1(3) . . . . ?
C11_2 C9_2 C8_2 C7_2 177.99(16) 3_576 . . . ?
C10_2 C9_2 C8_2 C1_2 178.09(16) . . . 3_576 ?
C11_2 C9_2 C8_2 C1_2 -1.8(3) 3_576 . . 3_576 ?
C9_2 C8_2 C7_2 C6_2 1.8(3) . . . . ?
C1_2 C8_2 C7_2 C6_2 -178.40(18) 3_576 . . . ?
C9_2 C8_2 C7_2 C15_2 -176.40(18) . . . . ?
C1_2 C8_2 C7_2 C15_2 3.4(3) 3_576 . . . ?
C6_2 C7_2 C15_2 C14_2 -0.2(3) . . . . ?
C8_2 C7_2 C15_2 C14_2 178.0(2) . . . . ?
C7_2 C15_2 C14_2 F2_2 -179.2(2) . . . . ?
C7_2 C15_2 C14_2 C13_2 0.4(4) . . . . ?
C15_2 C14_2 C13_2 C12_2 -0.2(4) . . . . ?
F2_2 C14_2 C13_2 C12_2 179.4(2) . . . . ?
C14_2 C13_2 C12_2 F1_2 179.6(2) . . . . ?
C14_2 C13_2 C12_2 C6_2 -0.4(4) . . . . ?
F1_2 C12_2 C6_2 C7_2 -179.42(19) . . . . ?
C13_2 C12_2 C6_2 C7_2 0.6(3) . . . . ?
F1_2 C12_2 C6_2 C5_2 1.1(3) . . . . ?
C13_2 C12_2 C6_2 C5_2 -178.9(2) . . . . ?
C15_2 C7_2 C6_2 C12_2 -0.3(3) . . . . ?
C8_2 C7_2 C6_2 C12_2 -178.52(18) . . . . ?
C15_2 C7_2 C6_2 C5_2 179.22(19) . . . . ?
C8_2 C7_2 C6_2 C5_2 1.0(3) . . . . ?
C11_2 C10_2 C5_2 C4_2 2.0(3) . . . . ?
C9_2 C10_2 C5_2 C4_2 -177.22(16) . . . . ?
C11_2 C10_2 C5_2 C6_2 -177.56(16) . . . . ?
C9_2 C10_2 C5_2 C6_2 3.2(3) . . . . ?
C12_2 C6_2 C5_2 C10_2 176.05(18) . . . . ?
C7_2 C6_2 C5_2 C10_2 -3.4(3) . . . . ?
C12_2 C6_2 C5_2 C4_2 -3.5(3) . . . . ?
C7_2 C6_2 C5_2 C4_2 177.00(18) . . . . ?
C10_2 C5_2 C4_2 C3_2 -2.2(3) . . . . ?
C6_2 C5_2 C4_2 C3_2 177.4(2) . . . . ?
C5_2 C4_2 C3_2 C2_2 0.2(3) . . . . ?
C4_2 C3_2 C2_2 O2_2 -178.73(19) . . . . ?
C4_2 C3_2 C2_2 C11_2 2.0(3) . . . . ?
C10_2 C11_2 C2_2 O2_2 178.68(17) . . . . ?
C9_2 C11_2 C2_2 O2_2 -1.8(3) 3_576 . . . ?
C10_2 C11_2 C2_2 C3_2 -2.1(3) . . . . ?
C9_2 C11_2 C2_2 C3_2 177.43(18) 3_576 . . . ?
C3_2 C2_2 O2_2 C1_2 -179.27(18) . . . . ?
C11_2 C2_2 O2_2 C1_2 0.0(3) . . . . ?
C2_2 O2_2 C1_2 O1_2 -177.54(19) . . . . ?
C2_2 O2_2 C1_2 C8_2 2.7(3) . . . 3_576 ?

_refine_diff_density_max         0.336
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.115
####################################################################### 
# 
# 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_8at100K
_database_code_depnum_ccdc_archive 'CCDC 1531580'
_audit_update_record             
;
2017-02-07 deposited with the CCDC.
2017-09-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H12 O4'
_chemical_formula_sum            'C30 H12 O4'
_chemical_formula_weight         436.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0105 0.0059 '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'

_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                   8.910(2)
_cell_length_b                   9.404(2)
_cell_length_c                   11.968(2)
_cell_angle_alpha                77.86(3)
_cell_angle_beta                 74.36(3)
_cell_angle_gamma                67.64(3)
_cell_volume                     886.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    431
_cell_measurement_theta_min      2.323
_cell_measurement_theta_max      27.415

_exptl_crystal_description       'Thin rod'
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.104
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
'Huber 4-circles Kappa Goniometer, Pilatus 2M detector'
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33081
_diffrn_reflns_av_unetI/netI     0.0736
_diffrn_reflns_av_R_equivalents  0.1147
_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       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.323
_diffrn_reflns_theta_max         27.415
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             4174
_reflns_number_gt                2880
_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.
;
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0

_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       XDS
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  enCIFer/publCIF


_refine_special_details          
;        
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq. Anisotropic thermal motion modeling as then been 
applied to all atoms.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1190P)²+0.1530P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.047(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4174
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0937
_refine_ls_R_factor_gt           0.0662
_refine_ls_wR_factor_ref         0.2007
_refine_ls_wR_factor_gt          0.1734
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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_1 O 0.80947(14) 0.57174(13) 0.49503(10) 0.0218(3) Uani 1 1 d . . . . .
C1_1 C 0.86800(19) 0.67203(18) 0.48225(15) 0.0182(3) Uani 1 1 d . . . . .
O2_1 O 0.95201(13) 0.70295(13) 0.37013(10) 0.0187(3) Uani 1 1 d . . . . .
C2_1 C 1.02543(19) 0.81314(17) 0.33893(14) 0.0173(3) Uani 1 1 d . . . . .
C11_1 C 1.01256(19) 0.90608(17) 0.41916(14) 0.0159(4) Uani 1 1 d . . . . .
C10_1 C 1.08713(19) 1.02162(18) 0.38055(14) 0.0160(3) Uani 1 1 d . . . . .
C9_1 C 1.07447(19) 1.11992(18) 0.46238(14) 0.0159(4) Uani 1 1 d . . . . .
C8_1 C 1.14403(18) 1.23506(18) 0.42862(14) 0.0167(3) Uani 1 1 d . . . . .
C7_1 C 1.22814(19) 1.26202(18) 0.30822(15) 0.0179(4) Uani 1 1 d . . . . .
C15_1 C 1.2954(2) 1.38203(19) 0.26665(15) 0.0222(4) Uani 1 1 d . . . . .
H15_1 H 1.2864 1.4492 0.3192 0.027 Uiso 1 1 calc R U . . .
C14_1 C 1.3731(2) 1.4034(2) 0.15231(16) 0.0264(4) Uani 1 1 d . . . . .
H14_1 H 1.4170 1.4851 0.1266 0.032 Uiso 1 1 calc R U . . .
C13_1 C 1.3885(2) 1.3062(2) 0.07290(16) 0.0267(4) Uani 1 1 d . . . . .
H13_1 H 1.4431 1.3214 -0.0063 0.032 Uiso 1 1 calc R U . . .
C12_1 C 1.3244(2) 1.1891(2) 0.11015(15) 0.0234(4) Uani 1 1 d . . . . .
H12_1 H 1.3349 1.1236 0.0558 0.028 Uiso 1 1 calc R U . . .
C6_1 C 1.24299(19) 1.16314(19) 0.22722(14) 0.0184(4) Uani 1 1 d . . . . .
C5_1 C 1.17204(19) 1.04139(19) 0.26434(14) 0.0177(4) Uani 1 1 d . . . . .
C4_1 C 1.18318(19) 0.93981(18) 0.18740(14) 0.0195(4) Uani 1 1 d . . . . .
H4_1 H 1.2418 0.9497 0.1088 0.023 Uiso 1 1 calc R U . . .
C3_1 C 1.1113(2) 0.82811(18) 0.22399(14) 0.0197(4) Uani 1 1 d . . . . .
H3_1 H 1.1201 0.7613 0.1712 0.024 Uiso 1 1 calc R U . . .
O1_2 O 0.21339(15) 0.07160(14) 0.90985(10) 0.0262(3) Uani 1 1 d . . . . .
C1_2 C 0.29856(19) 0.06212(18) 0.81328(14) 0.0184(3) Uani 1 1 d . . . . .
O2_2 O 0.38240(13) 0.16654(13) 0.77585(10) 0.0185(3) Uani 1 1 d . . . . .
C2_2 C 0.46912(18) 0.18523(17) 0.66398(13) 0.0163(3) Uani 1 1 d . . . . .
C11_2 C 0.48353(18) 0.09362(17) 0.58240(14) 0.0151(3) Uani 1 1 d . . . . .
C10_2 C 0.57143(18) 0.12160(18) 0.46640(14) 0.0152(3) Uani 1 1 d . . . . .
C9_2 C 0.58952(19) 0.02529(18) 0.38178(14) 0.0155(3) Uani 1 1 d . . . . .
C8_2 C 0.67701(19) 0.04646(18) 0.26814(14) 0.0168(3) Uani 1 1 d . . . . .
C7_2 C 0.74537(19) 0.17026(18) 0.23151(14) 0.0174(3) Uani 1 1 d . . . . .
C15_2 C 0.8296(2) 0.2024(2) 0.11577(15) 0.0222(4) Uani 1 1 d . . . . .
H15_2 H 0.8450 0.1390 0.0585 0.027 Uiso 1 1 calc R U . . .
C14_2 C 0.8892(2) 0.3227(2) 0.08460(15) 0.0247(4) Uani 1 1 d . . . . .
H14_2 H 0.9435 0.3428 0.0061 0.030 Uiso 1 1 calc R U . . .
C13_2 C 0.8706(2) 0.41648(19) 0.16778(16) 0.0244(4) Uani 1 1 d . . . . .
H13_2 H 0.9121 0.4999 0.1458 0.029 Uiso 1 1 calc R U . . .
C12_2 C 0.79246(19) 0.38721(18) 0.28079(15) 0.0203(4) Uani 1 1 d . . . . .
H12_2 H 0.7821 0.4501 0.3370 0.024 Uiso 1 1 calc R U . . .
C6_2 C 0.72704(19) 0.26621(18) 0.31583(14) 0.0166(3) Uani 1 1 d . . . . .
C5_2 C 0.64166(18) 0.23801(17) 0.43564(14) 0.0161(3) Uani 1 1 d . . . . .
C4_2 C 0.62642(19) 0.32507(18) 0.52447(14) 0.0175(3) Uani 1 1 d . . . . .
H4_2 H 0.6759 0.4028 0.5059 0.021 Uiso 1 1 calc R U . . .
C3_2 C 0.54196(18) 0.29927(17) 0.63617(14) 0.0177(3) Uani 1 1 d . . . . .
H3_2 H 0.5330 0.3586 0.6944 0.021 Uiso 1 1 calc R U . . .


_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_1 C1_1 1.2064(19) . ?
C1_1 O2_1 1.380(2) . ?
C1_1 C8_1 1.474(2) 2_776 ?
O2_1 C2_1 1.3648(19) . ?
C2_1 C11_1 1.384(2) . ?
C2_1 C3_1 1.390(2) . ?
C11_1 C10_1 1.417(2) . ?
C11_1 C9_1 1.441(2) 2_776 ?
C10_1 C5_1 1.404(2) . ?
C10_1 C9_1 1.438(2) . ?
C9_1 C8_1 1.382(2) . ?
C9_1 C11_1 1.441(2) 2_776 ?
C8_1 C7_1 1.453(2) . ?
C8_1 C1_1 1.474(2) 2_776 ?
C7_1 C15_1 1.413(2) . ?
C7_1 C6_1 1.428(2) . ?
C15_1 C14_1 1.368(2) . ?
C15_1 H15_1 0.9500 . ?
C14_1 C13_1 1.399(2) . ?
C14_1 H14_1 0.9500 . ?
C13_1 C12_1 1.368(2) . ?
C13_1 H13_1 0.9500 . ?
C12_1 C6_1 1.411(2) . ?
C12_1 H12_1 0.9500 . ?
C6_1 C5_1 1.447(2) . ?
C5_1 C4_1 1.421(2) . ?
C4_1 C3_1 1.368(2) . ?
C4_1 H4_1 0.9500 . ?
C3_1 H3_1 0.9500 . ?
O1_2 C1_2 1.1993(19) . ?
C1_2 O2_2 1.3841(19) . ?
C1_2 C8_2 1.475(2) 2_656 ?
O2_2 C2_2 1.3663(19) . ?
C2_2 C11_2 1.383(2) . ?
C2_2 C3_2 1.395(2) . ?
C11_2 C10_2 1.424(2) . ?
C11_2 C9_2 1.435(2) 2_656 ?
C10_2 C5_2 1.398(2) . ?
C10_2 C9_2 1.435(2) . ?
C9_2 C8_2 1.389(2) . ?
C9_2 C11_2 1.435(2) 2_656 ?
C8_2 C7_2 1.449(2) . ?
C8_2 C1_2 1.475(2) 2_656 ?
C7_2 C15_2 1.417(2) . ?
C7_2 C6_2 1.429(2) . ?
C15_2 C14_2 1.370(2) . ?
C15_2 H15_2 0.9500 . ?
C14_2 C13_2 1.402(2) . ?
C14_2 H14_2 0.9500 . ?
C13_2 C12_2 1.368(2) . ?
C13_2 H13_2 0.9500 . ?
C12_2 C6_2 1.408(2) . ?
C12_2 H12_2 0.9500 . ?
C6_2 C5_2 1.453(2) . ?
C5_2 C4_2 1.422(2) . ?
C4_2 C3_2 1.368(2) . ?
C4_2 H4_2 0.9500 . ?
C3_2 H3_2 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
O1_1 C1_1 O2_1 114.90(14) . . ?
O1_1 C1_1 C8_1 127.31(16) . 2_776 ?
O2_1 C1_1 C8_1 117.77(14) . 2_776 ?
C2_1 O2_1 C1_1 123.22(13) . . ?
O2_1 C2_1 C11_1 120.75(15) . . ?
O2_1 C2_1 C3_1 117.19(14) . . ?
C11_1 C2_1 C3_1 122.06(15) . . ?
C2_1 C11_1 C10_1 118.10(16) . . ?
C2_1 C11_1 C9_1 118.63(15) . 2_776 ?
C10_1 C11_1 C9_1 123.27(15) . 2_776 ?
C5_1 C10_1 C11_1 121.10(15) . . ?
C5_1 C10_1 C9_1 119.93(16) . . ?
C11_1 C10_1 C9_1 118.98(16) . . ?
C8_1 C9_1 C10_1 121.11(16) . . ?
C8_1 C9_1 C11_1 121.14(15) . 2_776 ?
C10_1 C9_1 C11_1 117.75(15) . 2_776 ?
C9_1 C8_1 C7_1 120.43(15) . . ?
C9_1 C8_1 C1_1 118.40(15) . 2_776 ?
C7_1 C8_1 C1_1 121.16(15) . 2_776 ?
C15_1 C7_1 C6_1 118.09(15) . . ?
C15_1 C7_1 C8_1 123.38(15) . . ?
C6_1 C7_1 C8_1 118.53(15) . . ?
C14_1 C15_1 C7_1 121.33(16) . . ?
C14_1 C15_1 H15_1 119.3 . . ?
C7_1 C15_1 H15_1 119.3 . . ?
C15_1 C14_1 C13_1 120.70(16) . . ?
C15_1 C14_1 H14_1 119.6 . . ?
C13_1 C14_1 H14_1 119.6 . . ?
C12_1 C13_1 C14_1 119.50(16) . . ?
C12_1 C13_1 H13_1 120.3 . . ?
C14_1 C13_1 H13_1 120.3 . . ?
C13_1 C12_1 C6_1 121.69(16) . . ?
C13_1 C12_1 H12_1 119.2 . . ?
C6_1 C12_1 H12_1 119.2 . . ?
C12_1 C6_1 C7_1 118.70(16) . . ?
C12_1 C6_1 C5_1 120.93(15) . . ?
C7_1 C6_1 C5_1 120.36(15) . . ?
C10_1 C5_1 C4_1 117.74(16) . . ?
C10_1 C5_1 C6_1 119.59(15) . . ?
C4_1 C5_1 C6_1 122.67(15) . . ?
C3_1 C4_1 C5_1 121.50(15) . . ?
C3_1 C4_1 H4_1 119.3 . . ?
C5_1 C4_1 H4_1 119.3 . . ?
C4_1 C3_1 C2_1 119.49(15) . . ?
C4_1 C3_1 H3_1 120.3 . . ?
C2_1 C3_1 H3_1 120.3 . . ?
O1_2 C1_2 O2_2 114.96(13) . . ?
O1_2 C1_2 C8_2 127.62(15) . 2_656 ?
O2_2 C1_2 C8_2 117.42(14) . 2_656 ?
C2_2 O2_2 C1_2 123.08(12) . . ?
O2_2 C2_2 C11_2 120.77(15) . . ?
O2_2 C2_2 C3_2 117.38(14) . . ?
C11_2 C2_2 C3_2 121.85(15) . . ?
C2_2 C11_2 C10_2 118.14(15) . . ?
C2_2 C11_2 C9_2 118.85(15) . 2_656 ?
C10_2 C11_2 C9_2 123.01(15) . 2_656 ?
C5_2 C10_2 C11_2 121.05(15) . . ?
C5_2 C10_2 C9_2 120.45(15) . . ?
C11_2 C10_2 C9_2 118.49(15) . . ?
C8_2 C9_2 C10_2 120.48(16) . . ?
C8_2 C9_2 C11_2 121.03(15) . 2_656 ?
C10_2 C9_2 C11_2 118.49(15) . 2_656 ?
C9_2 C8_2 C7_2 120.69(15) . . ?
C9_2 C8_2 C1_2 118.33(15) . 2_656 ?
C7_2 C8_2 C1_2 120.97(15) . 2_656 ?
C15_2 C7_2 C6_2 117.76(15) . . ?
C15_2 C7_2 C8_2 123.54(15) . . ?
C6_2 C7_2 C8_2 118.70(15) . . ?
C14_2 C15_2 C7_2 121.48(16) . . ?
C14_2 C15_2 H15_2 119.3 . . ?
C7_2 C15_2 H15_2 119.3 . . ?
C15_2 C14_2 C13_2 120.43(16) . . ?
C15_2 C14_2 H14_2 119.8 . . ?
C13_2 C14_2 H14_2 119.8 . . ?
C12_2 C13_2 C14_2 119.66(16) . . ?
C12_2 C13_2 H13_2 120.2 . . ?
C14_2 C13_2 H13_2 120.2 . . ?
C13_2 C12_2 C6_2 121.61(16) . . ?
C13_2 C12_2 H12_2 119.2 . . ?
C6_2 C12_2 H12_2 119.2 . . ?
C12_2 C6_2 C7_2 119.04(15) . . ?
C12_2 C6_2 C5_2 121.10(15) . . ?
C7_2 C6_2 C5_2 119.85(15) . . ?
C10_2 C5_2 C4_2 117.98(15) . . ?
C10_2 C5_2 C6_2 119.70(15) . . ?
C4_2 C5_2 C6_2 122.32(15) . . ?
C3_2 C4_2 C5_2 121.41(15) . . ?
C3_2 C4_2 H4_2 119.3 . . ?
C5_2 C4_2 H4_2 119.3 . . ?
C4_2 C3_2 C2_2 119.53(15) . . ?
C4_2 C3_2 H3_2 120.2 . . ?
C2_2 C3_2 H3_2 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1_1 C1_1 O2_1 C2_1 179.57(12) . . . . ?
C8_1 C1_1 O2_1 C2_1 0.9(2) 2_776 . . . ?
C1_1 O2_1 C2_1 C11_1 -2.9(2) . . . . ?
C1_1 O2_1 C2_1 C3_1 177.61(12) . . . . ?
O2_1 C2_1 C11_1 C10_1 -178.07(13) . . . . ?
C3_1 C2_1 C11_1 C10_1 1.4(3) . . . . ?
O2_1 C2_1 C11_1 C9_1 2.4(2) . . . 2_776 ?
C3_1 C2_1 C11_1 C9_1 -178.15(13) . . . 2_776 ?
C2_1 C11_1 C10_1 C5_1 -0.1(3) . . . . ?
C9_1 C11_1 C10_1 C5_1 179.37(13) 2_776 . . . ?
C2_1 C11_1 C10_1 C9_1 179.69(13) . . . . ?
C9_1 C11_1 C10_1 C9_1 -0.8(3) 2_776 . . . ?
C5_1 C10_1 C9_1 C8_1 0.3(3) . . . . ?
C11_1 C10_1 C9_1 C8_1 -179.49(13) . . . . ?
C5_1 C10_1 C9_1 C11_1 -179.41(12) . . . 2_776 ?
C11_1 C10_1 C9_1 C11_1 0.8(3) . . . 2_776 ?
C10_1 C9_1 C8_1 C7_1 1.6(3) . . . . ?
C11_1 C9_1 C8_1 C7_1 -178.61(13) 2_776 . . . ?
C10_1 C9_1 C8_1 C1_1 -177.77(13) . . . 2_776 ?
C11_1 C9_1 C8_1 C1_1 2.0(2) 2_776 . . 2_776 ?
C9_1 C8_1 C7_1 C15_1 177.06(14) . . . . ?
C1_1 C8_1 C7_1 C15_1 -3.5(3) 2_776 . . . ?
C9_1 C8_1 C7_1 C6_1 -2.5(2) . . . . ?
C1_1 C8_1 C7_1 C6_1 176.90(13) 2_776 . . . ?
C6_1 C7_1 C15_1 C14_1 -0.2(3) . . . . ?
C8_1 C7_1 C15_1 C14_1 -179.75(15) . . . . ?
C7_1 C15_1 C14_1 C13_1 -0.1(3) . . . . ?
C15_1 C14_1 C13_1 C12_1 0.3(3) . . . . ?
C14_1 C13_1 C12_1 C6_1 -0.2(3) . . . . ?
C13_1 C12_1 C6_1 C7_1 -0.1(3) . . . . ?
C13_1 C12_1 C6_1 C5_1 178.33(15) . . . . ?
C15_1 C7_1 C6_1 C12_1 0.3(2) . . . . ?
C8_1 C7_1 C6_1 C12_1 179.90(13) . . . . ?
C15_1 C7_1 C6_1 C5_1 -178.16(13) . . . . ?
C8_1 C7_1 C6_1 C5_1 1.4(2) . . . . ?
C11_1 C10_1 C5_1 C4_1 -1.1(3) . . . . ?
C9_1 C10_1 C5_1 C4_1 179.08(13) . . . . ?
C11_1 C10_1 C5_1 C6_1 178.41(13) . . . . ?
C9_1 C10_1 C5_1 C6_1 -1.4(3) . . . . ?
C12_1 C6_1 C5_1 C10_1 -177.94(14) . . . . ?
C7_1 C6_1 C5_1 C10_1 0.5(3) . . . . ?
C12_1 C6_1 C5_1 C4_1 1.6(3) . . . . ?
C7_1 C6_1 C5_1 C4_1 179.99(14) . . . . ?
C10_1 C5_1 C4_1 C3_1 1.2(3) . . . . ?
C6_1 C5_1 C4_1 C3_1 -178.31(14) . . . . ?
C5_1 C4_1 C3_1 C2_1 0.0(3) . . . . ?
O2_1 C2_1 C3_1 C4_1 178.15(13) . . . . ?
C11_1 C2_1 C3_1 C4_1 -1.3(3) . . . . ?
O1_2 C1_2 O2_2 C2_2 -172.01(13) . . . . ?
C8_2 C1_2 O2_2 C2_2 8.0(2) 2_656 . . . ?
C1_2 O2_2 C2_2 C11_2 -2.9(2) . . . . ?
C1_2 O2_2 C2_2 C3_2 177.21(12) . . . . ?
O2_2 C2_2 C11_2 C10_2 178.24(12) . . . . ?
C3_2 C2_2 C11_2 C10_2 -1.9(2) . . . . ?
O2_2 C2_2 C11_2 C9_2 -2.1(2) . . . 2_656 ?
C3_2 C2_2 C11_2 C9_2 177.76(13) . . . 2_656 ?
C2_2 C11_2 C10_2 C5_2 0.2(3) . . . . ?
C9_2 C11_2 C10_2 C5_2 -179.51(13) 2_656 . . . ?
C2_2 C11_2 C10_2 C9_2 178.90(13) . . . . ?
C9_2 C11_2 C10_2 C9_2 -0.8(3) 2_656 . . . ?
C5_2 C10_2 C9_2 C8_2 0.0(3) . . . . ?
C11_2 C10_2 C9_2 C8_2 -178.77(12) . . . . ?
C5_2 C10_2 C9_2 C11_2 179.48(12) . . . 2_656 ?
C11_2 C10_2 C9_2 C11_2 0.7(3) . . . 2_656 ?
C10_2 C9_2 C8_2 C7_2 -2.7(3) . . . . ?
C11_2 C9_2 C8_2 C7_2 177.80(13) 2_656 . . . ?
C10_2 C9_2 C8_2 C1_2 176.02(13) . . . 2_656 ?
C11_2 C9_2 C8_2 C1_2 -3.5(3) 2_656 . . 2_656 ?
C9_2 C8_2 C7_2 C15_2 -177.18(14) . . . . ?
C1_2 C8_2 C7_2 C15_2 4.1(3) 2_656 . . . ?
C9_2 C8_2 C7_2 C6_2 2.6(2) . . . . ?
C1_2 C8_2 C7_2 C6_2 -176.12(13) 2_656 . . . ?
C6_2 C7_2 C15_2 C14_2 -1.1(3) . . . . ?
C8_2 C7_2 C15_2 C14_2 178.65(15) . . . . ?
C7_2 C15_2 C14_2 C13_2 1.1(3) . . . . ?
C15_2 C14_2 C13_2 C12_2 0.1(3) . . . . ?
C14_2 C13_2 C12_2 C6_2 -1.1(3) . . . . ?
C13_2 C12_2 C6_2 C7_2 1.1(2) . . . . ?
C13_2 C12_2 C6_2 C5_2 -178.88(14) . . . . ?
C15_2 C7_2 C6_2 C12_2 0.1(2) . . . . ?
C8_2 C7_2 C6_2 C12_2 -179.71(13) . . . . ?
C15_2 C7_2 C6_2 C5_2 179.98(13) . . . . ?
C8_2 C7_2 C6_2 C5_2 0.2(2) . . . . ?
C11_2 C10_2 C5_2 C4_2 1.6(2) . . . . ?
C9_2 C10_2 C5_2 C4_2 -177.11(13) . . . . ?
C11_2 C10_2 C5_2 C6_2 -178.47(12) . . . . ?
C9_2 C10_2 C5_2 C6_2 2.8(3) . . . . ?
C12_2 C6_2 C5_2 C10_2 177.05(13) . . . . ?
C7_2 C6_2 C5_2 C10_2 -2.9(2) . . . . ?
C12_2 C6_2 C5_2 C4_2 -3.0(2) . . . . ?
C7_2 C6_2 C5_2 C4_2 177.03(13) . . . . ?
C10_2 C5_2 C4_2 C3_2 -1.7(2) . . . . ?
C6_2 C5_2 C4_2 C3_2 178.36(13) . . . . ?
C5_2 C4_2 C3_2 C2_2 0.0(2) . . . . ?
O2_2 C2_2 C3_2 C4_2 -178.31(12) . . . . ?
C11_2 C2_2 C3_2 C4_2 1.8(2) . . . . ?

_refine_diff_density_max         0.531
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.080
####################################################################### 
# 
# 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_8at298K
_database_code_depnum_ccdc_archive 'CCDC 1531579'
_audit_update_record             
;
2017-02-07 deposited with the CCDC.
2017-09-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H12 O4'
_chemical_formula_sum            'C30 H12 O4'
_chemical_formula_weight         436.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0105 0.0059 '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'

_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                   9.009(2)
_cell_length_b                   9.437(2)
_cell_length_c                   12.056(2)
_cell_angle_alpha                77.63(3)
_cell_angle_beta                 74.11(3)
_cell_angle_gamma                68.35(3)
_cell_volume                     908.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    977
_cell_measurement_theta_min      1.744
_cell_measurement_theta_max      24.012

_exptl_crystal_description       'Thin rod'
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.101
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
'Huber 4-circles Kappa Goniometer, Pilatus 2M detector'
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12898
_diffrn_reflns_av_unetI/netI     0.1392
_diffrn_reflns_av_R_equivalents  0.0865
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.744
_diffrn_reflns_theta_max         24.012
_diffrn_reflns_theta_full        24.012
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.966
_reflns_number_total             2881
_reflns_number_gt                1792
_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.
;
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0

_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       XDS
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  enCIFer/publCIF


_refine_special_details          
;        
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq. Anisotropic thermal motion modeling as then been 
applied to all atoms.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.061(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2881
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0957
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1778
_refine_ls_wR_factor_gt          0.1479
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_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_1 O 0.80915(18) 0.57367(16) 0.49548(12) 0.0457(5) Uani 1 1 d . . . . .
C1_1 C 0.8671(2) 0.6738(2) 0.48289(18) 0.0315(5) Uani 1 1 d . . . . .
O2_1 O 0.95044(17) 0.70599(15) 0.37134(11) 0.0361(4) Uani 1 1 d . . . . .
C2_1 C 1.0238(2) 0.8157(2) 0.34040(17) 0.0299(5) Uani 1 1 d . . . . .
C11_1 C 1.0115(2) 0.9074(2) 0.41947(16) 0.0262(5) Uani 1 1 d . . . . .
C10_1 C 1.0865(2) 1.0228(2) 0.38114(16) 0.0255(5) Uani 1 1 d . . . . .
C9_1 C 1.0744(2) 1.1197(2) 0.46273(16) 0.0262(5) Uani 1 1 d . . . . .
C8_1 C 1.1439(2) 1.2341(2) 0.42865(17) 0.0287(5) Uani 1 1 d . . . . .
C7_1 C 1.2277(2) 1.2628(2) 0.30902(17) 0.0325(5) Uani 1 1 d . . . . .
C15_1 C 1.2954(3) 1.3819(3) 0.26714(19) 0.0449(6) Uani 1 1 d . . . . .
H15_1 H 1.2884 1.4465 0.3181 0.054 Uiso 1 1 calc R U . . .
C14_1 C 1.3708(3) 1.4043(3) 0.1538(2) 0.0558(7) Uani 1 1 d . . . . .
H14_1 H 1.4137 1.4843 0.1285 0.067 Uiso 1 1 calc R U . . .
C13_1 C 1.3845(3) 1.3100(3) 0.0754(2) 0.0579(7) Uani 1 1 d . . . . .
H13_1 H 1.4369 1.3261 -0.0018 0.069 Uiso 1 1 calc R U . . .
C12_1 C 1.3209(3) 1.1935(3) 0.11217(19) 0.0473(6) Uani 1 1 d . . . . .
H12_1 H 1.3301 1.1308 0.0590 0.057 Uiso 1 1 calc R U . . .
C6_1 C 1.2415(2) 1.1655(2) 0.22859(17) 0.0327(5) Uani 1 1 d . . . . .
C5_1 C 1.1698(2) 1.0437(2) 0.26575(17) 0.0302(5) Uani 1 1 d . . . . .
C4_1 C 1.1795(3) 0.9437(3) 0.18977(17) 0.0392(6) Uani 1 1 d . . . . .
H4_1 H 1.2361 0.9542 0.1131 0.047 Uiso 1 1 calc R U . . .
C3_1 C 1.1082(3) 0.8327(2) 0.22596(17) 0.0381(6) Uani 1 1 d . . . . .
H3_1 H 1.1159 0.7686 0.1744 0.046 Uiso 1 1 calc R U . . .
O1_2 O 0.2230(2) 0.0649(2) 0.90843(12) 0.0644(6) Uani 1 1 d . . . . .
C1_2 C 0.3047(3) 0.0576(3) 0.81154(16) 0.0372(6) Uani 1 1 d . . . . .
O2_2 O 0.38647(17) 0.16283(16) 0.77364(11) 0.0367(4) Uani 1 1 d . . . . .
C2_2 C 0.4718(2) 0.1830(2) 0.66226(16) 0.0272(5) Uani 1 1 d . . . . .
C11_2 C 0.4854(2) 0.0920(2) 0.58162(15) 0.0245(5) Uani 1 1 d . . . . .
C10_2 C 0.5719(2) 0.1209(2) 0.46625(15) 0.0240(5) Uani 1 1 d . . . . .
C9_2 C 0.5892(2) 0.0263(2) 0.38195(16) 0.0252(5) Uani 1 1 d . . . . .
C8_2 C 0.6742(2) 0.0488(2) 0.26920(16) 0.0284(5) Uani 1 1 d . . . . .
C7_2 C 0.7436(2) 0.1719(2) 0.23272(16) 0.0317(5) Uani 1 1 d . . . . .
C15_2 C 0.8260(3) 0.2052(3) 0.11769(18) 0.0458(6) Uani 1 1 d . . . . .
H15_2 H 0.8394 0.1445 0.0619 0.055 Uiso 1 1 calc R U . . .
C14_2 C 0.8863(3) 0.3240(3) 0.0866(2) 0.0551(7) Uani 1 1 d . . . . .
H14_2 H 0.9399 0.3436 0.0102 0.066 Uiso 1 1 calc R U . . .
C13_2 C 0.8685(3) 0.4165(3) 0.1683(2) 0.0524(7) Uani 1 1 d . . . . .
H13_2 H 0.9087 0.4984 0.1463 0.063 Uiso 1 1 calc R U . . .
C12_2 C 0.7920(3) 0.3867(2) 0.28044(19) 0.0396(6) Uani 1 1 d . . . . .
H12_2 H 0.7828 0.4477 0.3349 0.048 Uiso 1 1 calc R U . . .
C6_2 C 0.7268(2) 0.2662(2) 0.31589(17) 0.0287(5) Uani 1 1 d . . . . .
C5_2 C 0.6424(2) 0.2373(2) 0.43538(16) 0.0267(5) Uani 1 1 d . . . . .
C4_2 C 0.6272(2) 0.3230(2) 0.52332(17) 0.0307(5) Uani 1 1 d . . . . .
H4_2 H 0.6753 0.3993 0.5051 0.037 Uiso 1 1 calc R U . . .
C3_2 C 0.5439(2) 0.2964(2) 0.63401(17) 0.0317(5) Uani 1 1 d . . . . .
H3_2 H 0.5355 0.3541 0.6904 0.038 Uiso 1 1 calc R U . . .


_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_1 C1_1 1.203(2) . ?
C1_1 O2_1 1.380(2) . ?
C1_1 C8_1 1.476(3) 2_776 ?
O2_1 C2_1 1.361(2) . ?
C2_1 C11_1 1.376(3) . ?
C2_1 C3_1 1.388(3) . ?
C11_1 C10_1 1.418(3) . ?
C11_1 C9_1 1.439(3) 2_776 ?
C10_1 C5_1 1.399(3) . ?
C10_1 C9_1 1.439(3) . ?
C9_1 C8_1 1.376(3) . ?
C9_1 C11_1 1.439(3) 2_776 ?
C8_1 C7_1 1.453(3) . ?
C8_1 C1_1 1.476(3) 2_776 ?
C7_1 C15_1 1.409(3) . ?
C7_1 C6_1 1.424(3) . ?
C15_1 C14_1 1.359(3) . ?
C15_1 H15_1 0.9300 . ?
C14_1 C13_1 1.384(4) . ?
C14_1 H14_1 0.9300 . ?
C13_1 C12_1 1.360(3) . ?
C13_1 H13_1 0.9300 . ?
C12_1 C6_1 1.408(3) . ?
C12_1 H12_1 0.9300 . ?
C6_1 C5_1 1.452(3) . ?
C5_1 C4_1 1.415(3) . ?
C4_1 C3_1 1.359(3) . ?
C4_1 H4_1 0.9300 . ?
C3_1 H3_1 0.9300 . ?
O1_2 C1_2 1.199(2) . ?
C1_2 O2_2 1.378(2) . ?
C1_2 C8_2 1.472(3) 2_656 ?
O2_2 C2_2 1.365(2) . ?
C2_2 C11_2 1.383(3) . ?
C2_2 C3_2 1.386(3) . ?
C11_2 C10_2 1.420(3) . ?
C11_2 C9_2 1.439(3) 2_656 ?
C10_2 C5_2 1.400(3) . ?
C10_2 C9_2 1.433(3) . ?
C9_2 C8_2 1.381(3) . ?
C9_2 C11_2 1.439(3) 2_656 ?
C8_2 C7_2 1.449(3) . ?
C8_2 C1_2 1.472(3) 2_656 ?
C7_2 C15_2 1.413(3) . ?
C7_2 C6_2 1.422(3) . ?
C15_2 C14_2 1.361(3) . ?
C15_2 H15_2 0.9300 . ?
C14_2 C13_2 1.391(3) . ?
C14_2 H14_2 0.9300 . ?
C13_2 C12_2 1.361(3) . ?
C13_2 H13_2 0.9300 . ?
C12_2 C6_2 1.403(3) . ?
C12_2 H12_2 0.9300 . ?
C6_2 C5_2 1.454(3) . ?
C5_2 C4_2 1.415(3) . ?
C4_2 C3_2 1.362(3) . ?
C4_2 H4_2 0.9300 . ?
C3_2 H3_2 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1_1 C1_1 O2_1 114.87(18) . . ?
O1_1 C1_1 C8_1 127.67(19) . 2_776 ?
O2_1 C1_1 C8_1 117.45(17) . 2_776 ?
C2_1 O2_1 C1_1 123.29(16) . . ?
O2_1 C2_1 C11_1 120.89(18) . . ?
O2_1 C2_1 C3_1 117.31(18) . . ?
C11_1 C2_1 C3_1 121.8(2) . . ?
C2_1 C11_1 C10_1 118.28(18) . . ?
C2_1 C11_1 C9_1 118.6(2) . 2_776 ?
C10_1 C11_1 C9_1 123.13(18) . 2_776 ?
C5_1 C10_1 C11_1 120.92(18) . . ?
C5_1 C10_1 C9_1 120.1(2) . . ?
C11_1 C10_1 C9_1 118.93(18) . . ?
C8_1 C9_1 C11_1 121.36(18) . 2_776 ?
C8_1 C9_1 C10_1 120.71(19) . . ?
C11_1 C9_1 C10_1 117.93(19) 2_776 . ?
C9_1 C8_1 C7_1 121.07(19) . . ?
C9_1 C8_1 C1_1 118.33(18) . 2_776 ?
C7_1 C8_1 C1_1 120.60(19) . 2_776 ?
C15_1 C7_1 C6_1 117.77(19) . . ?
C15_1 C7_1 C8_1 124.0(2) . . ?
C6_1 C7_1 C8_1 118.20(19) . . ?
C14_1 C15_1 C7_1 121.4(2) . . ?
C14_1 C15_1 H15_1 119.3 . . ?
C7_1 C15_1 H15_1 119.3 . . ?
C15_1 C14_1 C13_1 121.0(2) . . ?
C15_1 C14_1 H14_1 119.5 . . ?
C13_1 C14_1 H14_1 119.5 . . ?
C12_1 C13_1 C14_1 119.5(2) . . ?
C12_1 C13_1 H13_1 120.2 . . ?
C14_1 C13_1 H13_1 120.2 . . ?
C13_1 C12_1 C6_1 121.7(2) . . ?
C13_1 C12_1 H12_1 119.2 . . ?
C6_1 C12_1 H12_1 119.2 . . ?
C12_1 C6_1 C7_1 118.6(2) . . ?
C12_1 C6_1 C5_1 121.0(2) . . ?
C7_1 C6_1 C5_1 120.32(19) . . ?
C10_1 C5_1 C4_1 117.7(2) . . ?
C10_1 C5_1 C6_1 119.52(19) . . ?
C4_1 C5_1 C6_1 122.81(19) . . ?
C3_1 C4_1 C5_1 121.71(19) . . ?
C3_1 C4_1 H4_1 119.1 . . ?
C5_1 C4_1 H4_1 119.1 . . ?
C4_1 C3_1 C2_1 119.62(19) . . ?
C4_1 C3_1 H3_1 120.2 . . ?
C2_1 C3_1 H3_1 120.2 . . ?
O1_2 C1_2 O2_2 114.65(18) . . ?
O1_2 C1_2 C8_2 127.6(2) . 2_656 ?
O2_2 C1_2 C8_2 117.74(17) . 2_656 ?
C2_2 O2_2 C1_2 123.21(15) . . ?
O2_2 C2_2 C11_2 120.55(18) . . ?
O2_2 C2_2 C3_2 117.61(17) . . ?
C11_2 C2_2 C3_2 121.84(18) . . ?
C2_2 C11_2 C10_2 118.06(19) . . ?
C2_2 C11_2 C9_2 118.73(18) . 2_656 ?
C10_2 C11_2 C9_2 123.22(18) . 2_656 ?
C5_2 C10_2 C11_2 120.93(18) . . ?
C5_2 C10_2 C9_2 120.25(18) . . ?
C11_2 C10_2 C9_2 118.81(19) . . ?
C8_2 C9_2 C10_2 120.8(2) . . ?
C8_2 C9_2 C11_2 121.21(18) . 2_656 ?
C10_2 C9_2 C11_2 117.96(18) . 2_656 ?
C9_2 C8_2 C7_2 120.57(19) . . ?
C9_2 C8_2 C1_2 118.19(19) . 2_656 ?
C7_2 C8_2 C1_2 121.23(17) . 2_656 ?
C15_2 C7_2 C6_2 117.6(2) . . ?
C15_2 C7_2 C8_2 123.5(2) . . ?
C6_2 C7_2 C8_2 118.88(18) . . ?
C14_2 C15_2 C7_2 121.6(2) . . ?
C14_2 C15_2 H15_2 119.2 . . ?
C7_2 C15_2 H15_2 119.2 . . ?
C15_2 C14_2 C13_2 120.5(2) . . ?
C15_2 C14_2 H14_2 119.8 . . ?
C13_2 C14_2 H14_2 119.8 . . ?
C12_2 C13_2 C14_2 119.8(2) . . ?
C12_2 C13_2 H13_2 120.1 . . ?
C14_2 C13_2 H13_2 120.1 . . ?
C13_2 C12_2 C6_2 121.5(2) . . ?
C13_2 C12_2 H12_2 119.2 . . ?
C6_2 C12_2 H12_2 119.2 . . ?
C12_2 C6_2 C7_2 118.99(19) . . ?
C12_2 C6_2 C5_2 121.1(2) . . ?
C7_2 C6_2 C5_2 119.88(19) . . ?
C10_2 C5_2 C4_2 117.82(18) . . ?
C10_2 C5_2 C6_2 119.51(18) . . ?
C4_2 C5_2 C6_2 122.66(19) . . ?
C3_2 C4_2 C5_2 121.59(19) . . ?
C3_2 C4_2 H4_2 119.2 . . ?
C5_2 C4_2 H4_2 119.2 . . ?
C4_2 C3_2 C2_2 119.72(19) . . ?
C4_2 C3_2 H3_2 120.1 . . ?
C2_2 C3_2 H3_2 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1_1 C1_1 O2_1 C2_1 179.87(17) . . . . ?
C8_1 C1_1 O2_1 C2_1 1.0(3) 2_776 . . . ?
C1_1 O2_1 C2_1 C11_1 -3.3(3) . . . . ?
C1_1 O2_1 C2_1 C3_1 177.94(17) . . . . ?
O2_1 C2_1 C11_1 C10_1 -178.12(17) . . . . ?
C3_1 C2_1 C11_1 C10_1 0.6(3) . . . . ?
O2_1 C2_1 C11_1 C9_1 2.8(3) . . . 2_776 ?
C3_1 C2_1 C11_1 C9_1 -178.45(17) . . . 2_776 ?
C2_1 C11_1 C10_1 C5_1 0.5(3) . . . . ?
C9_1 C11_1 C10_1 C5_1 179.49(16) 2_776 . . . ?
C2_1 C11_1 C10_1 C9_1 179.89(17) . . . . ?
C9_1 C11_1 C10_1 C9_1 -1.1(3) 2_776 . . . ?
C5_1 C10_1 C9_1 C8_1 0.1(3) . . . . ?
C11_1 C10_1 C9_1 C8_1 -179.28(17) . . . . ?
C5_1 C10_1 C9_1 C11_1 -179.55(16) . . . 2_776 ?
C11_1 C10_1 C9_1 C11_1 1.0(3) . . . 2_776 ?
C11_1 C9_1 C8_1 C7_1 -178.78(16) 2_776 . . . ?
C10_1 C9_1 C8_1 C7_1 1.5(3) . . . . ?
C11_1 C9_1 C8_1 C1_1 1.9(3) 2_776 . . 2_776 ?
C10_1 C9_1 C8_1 C1_1 -177.77(16) . . . 2_776 ?
C9_1 C8_1 C7_1 C15_1 177.19(19) . . . . ?
C1_1 C8_1 C7_1 C15_1 -3.5(3) 2_776 . . . ?
C9_1 C8_1 C7_1 C6_1 -2.3(3) . . . . ?
C1_1 C8_1 C7_1 C6_1 177.00(16) 2_776 . . . ?
C6_1 C7_1 C15_1 C14_1 0.3(3) . . . . ?
C8_1 C7_1 C15_1 C14_1 -179.2(2) . . . . ?
C7_1 C15_1 C14_1 C13_1 -0.4(4) . . . . ?
C15_1 C14_1 C13_1 C12_1 0.4(4) . . . . ?
C14_1 C13_1 C12_1 C6_1 -0.3(4) . . . . ?
C13_1 C12_1 C6_1 C7_1 0.2(3) . . . . ?
C13_1 C12_1 C6_1 C5_1 178.1(2) . . . . ?
C15_1 C7_1 C6_1 C12_1 -0.2(3) . . . . ?
C8_1 C7_1 C6_1 C12_1 179.29(17) . . . . ?
C15_1 C7_1 C6_1 C5_1 -178.11(18) . . . . ?
C8_1 C7_1 C6_1 C5_1 1.4(3) . . . . ?
C11_1 C10_1 C5_1 C4_1 -1.4(3) . . . . ?
C9_1 C10_1 C5_1 C4_1 179.21(17) . . . . ?
C11_1 C10_1 C5_1 C6_1 178.39(17) . . . . ?
C9_1 C10_1 C5_1 C6_1 -1.0(3) . . . . ?
C12_1 C6_1 C5_1 C10_1 -177.63(18) . . . . ?
C7_1 C6_1 C5_1 C10_1 0.2(3) . . . . ?
C12_1 C6_1 C5_1 C4_1 2.1(3) . . . . ?
C7_1 C6_1 C5_1 C4_1 179.96(19) . . . . ?
C10_1 C5_1 C4_1 C3_1 1.3(3) . . . . ?
C6_1 C5_1 C4_1 C3_1 -178.50(19) . . . . ?
C5_1 C4_1 C3_1 C2_1 -0.2(3) . . . . ?
O2_1 C2_1 C3_1 C4_1 178.03(18) . . . . ?
C11_1 C2_1 C3_1 C4_1 -0.7(3) . . . . ?
O1_2 C1_2 O2_2 C2_2 -173.08(18) . . . . ?
C8_2 C1_2 O2_2 C2_2 6.7(3) 2_656 . . . ?
C1_2 O2_2 C2_2 C11_2 -2.6(3) . . . . ?
C1_2 O2_2 C2_2 C3_2 177.76(18) . . . . ?
O2_2 C2_2 C11_2 C10_2 178.36(15) . . . . ?
C3_2 C2_2 C11_2 C10_2 -2.0(3) . . . . ?
O2_2 C2_2 C11_2 C9_2 -1.3(3) . . . 2_656 ?
C3_2 C2_2 C11_2 C9_2 178.38(17) . . . 2_656 ?
C2_2 C11_2 C10_2 C5_2 0.5(3) . . . . ?
C9_2 C11_2 C10_2 C5_2 -179.93(17) 2_656 . . . ?
C2_2 C11_2 C10_2 C9_2 179.14(16) . . . . ?
C9_2 C11_2 C10_2 C9_2 -1.3(3) 2_656 . . . ?
C5_2 C10_2 C9_2 C8_2 -0.4(3) . . . . ?
C11_2 C10_2 C9_2 C8_2 -179.11(16) . . . . ?
C5_2 C10_2 C9_2 C11_2 179.87(17) . . . 2_656 ?
C11_2 C10_2 C9_2 C11_2 1.2(3) . . . 2_656 ?
C10_2 C9_2 C8_2 C7_2 -1.9(3) . . . . ?
C11_2 C9_2 C8_2 C7_2 177.76(17) 2_656 . . . ?
C10_2 C9_2 C8_2 C1_2 176.68(17) . . . 2_656 ?
C11_2 C9_2 C8_2 C1_2 -3.6(3) 2_656 . . 2_656 ?
C9_2 C8_2 C7_2 C15_2 -177.31(19) . . . . ?
C1_2 C8_2 C7_2 C15_2 4.1(3) 2_656 . . . ?
C9_2 C8_2 C7_2 C6_2 1.8(3) . . . . ?
C1_2 C8_2 C7_2 C6_2 -176.73(18) 2_656 . . . ?
C6_2 C7_2 C15_2 C14_2 -0.6(3) . . . . ?
C8_2 C7_2 C15_2 C14_2 178.6(2) . . . . ?
C7_2 C15_2 C14_2 C13_2 0.1(4) . . . . ?
C15_2 C14_2 C13_2 C12_2 0.9(4) . . . . ?
C14_2 C13_2 C12_2 C6_2 -1.5(4) . . . . ?
C13_2 C12_2 C6_2 C7_2 1.0(3) . . . . ?
C13_2 C12_2 C6_2 C5_2 -178.73(19) . . . . ?
C15_2 C7_2 C6_2 C12_2 0.0(3) . . . . ?
C8_2 C7_2 C6_2 C12_2 -179.20(18) . . . . ?
C15_2 C7_2 C6_2 C5_2 179.75(17) . . . . ?
C8_2 C7_2 C6_2 C5_2 0.5(3) . . . . ?
C11_2 C10_2 C5_2 C4_2 1.2(3) . . . . ?
C9_2 C10_2 C5_2 C4_2 -177.44(16) . . . . ?
C11_2 C10_2 C5_2 C6_2 -178.54(16) . . . . ?
C9_2 C10_2 C5_2 C6_2 2.8(3) . . . . ?
C12_2 C6_2 C5_2 C10_2 176.89(18) . . . . ?
C7_2 C6_2 C5_2 C10_2 -2.8(3) . . . . ?
C12_2 C6_2 C5_2 C4_2 -2.8(3) . . . . ?
C7_2 C6_2 C5_2 C4_2 177.41(16) . . . . ?
C10_2 C5_2 C4_2 C3_2 -1.5(3) . . . . ?
C6_2 C5_2 C4_2 C3_2 178.26(17) . . . . ?
C5_2 C4_2 C3_2 C2_2 0.0(3) . . . . ?
O2_2 C2_2 C3_2 C4_2 -178.57(16) . . . . ?
C11_2 C2_2 C3_2 C4_2 1.8(3) . . . . ?

_refine_diff_density_max         0.299
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.059
####################################################################### 
# 
# 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_9at100K
_database_code_depnum_ccdc_archive 'CCDC 1531582'
_audit_update_record             
;
2017-02-07 deposited with the CCDC.
2017-09-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H8 F4 O4'
_chemical_formula_sum            'C30 H8 F4 O4'
_chemical_formula_weight         508.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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 0.0105 0.0059 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.239(1)
_cell_length_b                   10.792(2)
_cell_length_c                   24.598(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.27(3)
_cell_angle_gamma                90
_cell_volume                     1916.3(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    751
_cell_measurement_theta_min      1.635
_cell_measurement_theta_max      26.661

_exptl_crystal_description       'Thin rod'
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.762
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.136
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
'Huber 4-circles Kappa Goniometer, Pilatus 2M detector'
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21123
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.635
_diffrn_reflns_theta_max         26.661
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4172
_reflns_number_gt                2544
_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.
;

_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0

_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       XDS
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  enCIFer/publCIF


_refine_special_details          
;        
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq. Anisotropic thermal motion modeling as then been 
applied to all atoms.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0869P)²+0.3355P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0095(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4172
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1636
_refine_ls_wR_factor_gt          0.1373
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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
C11_1 C 0.4480(3) 0.60629(19) 0.02780(9) 0.0243(5) Uani 1 1 d . . . . .
C10_1 C 0.4569(3) 0.49194(19) 0.05652(8) 0.0236(5) Uani 1 1 d . . . . .
C9_1 C 0.5102(3) 0.38276(19) 0.02850(9) 0.0240(5) Uani 1 1 d . . . . .
C8_1 C 0.5221(3) 0.2699(2) 0.05456(9) 0.0276(5) Uani 1 1 d . . . . .
C7_1 C 0.4673(3) 0.2574(2) 0.11006(10) 0.0312(5) Uani 1 1 d . . . . .
C15_1 C 0.4576(3) 0.1399(2) 0.13509(11) 0.0398(6) Uani 1 1 d . . . . .
H15_1 H 0.4904 0.0670 0.1164 0.048 Uiso 1 1 calc R U . . .
C14_1 C 0.4001(3) 0.1329(3) 0.18666(12) 0.0474(8) Uani 1 1 d . . . . .
F2_1 F 0.3856(2) 0.01880(16) 0.20909(8) 0.0647(6) Uani 1 1 d . . . . .
C13_1 C 0.3541(3) 0.2345(3) 0.21650(11) 0.0455(7) Uani 1 1 d . . . . .
H13_1 H 0.3188 0.2263 0.2528 0.055 Uiso 1 1 calc R U . . .
C12_1 C 0.3611(3) 0.3473(3) 0.19200(10) 0.0379(6) Uani 1 1 d . . . . .
F1_1 F 0.3048(2) 0.44425(16) 0.22076(6) 0.0478(4) Uani 1 1 d . . . . .
C6_1 C 0.4167(3) 0.3658(2) 0.13833(9) 0.0310(5) Uani 1 1 d . . . . .
C5_1 C 0.4172(3) 0.4868(2) 0.11186(9) 0.0274(5) Uani 1 1 d . . . . .
C4_1 C 0.3771(3) 0.5994(2) 0.13777(10) 0.0342(6) Uani 1 1 d . . . . .
H4_1 H 0.3563 0.5986 0.1754 0.041 Uiso 1 1 calc R U . . .
C3_1 C 0.3674(3) 0.7100(2) 0.11021(10) 0.0345(6) Uani 1 1 d . . . . .
H3_1 H 0.3388 0.7844 0.1284 0.041 Uiso 1 1 calc R U . . .
C2_1 C 0.4000(3) 0.7116(2) 0.05499(10) 0.0285(5) Uani 1 1 d . . . . .
O2_1 O 0.3806(2) 0.82339(14) 0.02885(7) 0.0337(4) Uani 1 1 d . . . . .
C1_1 C 0.4048(3) 0.8369(2) -0.02584(10) 0.0325(5) Uani 1 1 d . . . . .
O1_1 O 0.3609(2) 0.93625(15) -0.04498(8) 0.0417(5) Uani 1 1 d . . . . .
C11_2 C -0.0515(3) 0.89392(19) 0.52774(9) 0.0238(5) Uani 1 1 d . . . . .
C10_2 C -0.0100(3) 0.8808(2) 0.47225(9) 0.0244(5) Uani 1 1 d . . . . .
C9_2 C 0.0421(3) 0.98913(19) 0.44375(8) 0.0238(5) Uani 1 1 d . . . . .
C8_2 C 0.0843(3) 0.9822(2) 0.38967(9) 0.0268(5) Uani 1 1 d . . . . .
C7_2 C 0.0818(3) 0.8640(2) 0.36173(9) 0.0276(5) Uani 1 1 d . . . . .
C15_2 C 0.1360(3) 0.8541(2) 0.30769(10) 0.0334(5) Uani 1 1 d . . . . .
H15_2 H 0.1712 0.9258 0.2886 0.040 Uiso 1 1 calc R U . . .
C14_2 C 0.1369(3) 0.7411(2) 0.28362(10) 0.0373(6) Uani 1 1 d . . . . .
F2_2 F 0.1921(2) 0.73393(15) 0.23213(6) 0.0492(4) Uani 1 1 d . . . . .
C13_2 C 0.0867(3) 0.6334(2) 0.30847(10) 0.0375(6) Uani 1 1 d . . . . .
H13_2 H 0.0893 0.5557 0.2904 0.045 Uiso 1 1 calc R U . . .
C12_2 C 0.0333(3) 0.6433(2) 0.36027(10) 0.0335(5) Uani 1 1 d . . . . .
F1_2 F -0.0168(2) 0.53582(12) 0.38341(6) 0.0402(4) Uani 1 1 d . . . . .
C6_2 C 0.0288(3) 0.7556(2) 0.38991(9) 0.0287(5) Uani 1 1 d . . . . .
C5_2 C -0.0237(3) 0.7644(2) 0.44611(9) 0.0269(5) Uani 1 1 d . . . . .
C4_2 C -0.0857(3) 0.6628(2) 0.47654(10) 0.0302(5) Uani 1 1 d . . . . .
H4_2 H -0.1000 0.5839 0.4596 0.036 Uiso 1 1 calc R U . . .
C3_2 C -0.1253(3) 0.6757(2) 0.52975(10) 0.0305(5) Uani 1 1 d . . . . .
H3_2 H -0.1667 0.6064 0.5494 0.037 Uiso 1 1 calc R U . . .
C2_2 C -0.1047(3) 0.7899(2) 0.55479(9) 0.0273(5) Uani 1 1 d . . . . .
O2_2 O -0.1439(2) 0.79513(14) 0.60848(6) 0.0306(4) Uani 1 1 d . . . . .
C1_2 C -0.1309(3) 0.9028(2) 0.63827(10) 0.0316(5) Uani 1 1 d . . . . .
O1_2 O -0.1616(3) 0.89081(17) 0.68581(7) 0.0434(5) Uani 1 1 d . . . . .


_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
C11_1 C2_1 1.377(3) . ?
C11_1 C10_1 1.421(3) . ?
C11_1 C9_1 1.444(3) 3_665 ?
C10_1 C5_1 1.413(3) . ?
C10_1 C9_1 1.432(3) . ?
C9_1 C8_1 1.376(3) . ?
C9_1 C11_1 1.444(3) 3_665 ?
C8_1 C7_1 1.456(3) . ?
C8_1 C1_1 1.472(3) 3_665 ?
C7_1 C15_1 1.414(3) . ?
C7_1 C6_1 1.423(3) . ?
C15_1 C14_1 1.366(4) . ?
C15_1 H15_1 0.9500 . ?
C14_1 F2_1 1.357(3) . ?
C14_1 C13_1 1.374(4) . ?
C13_1 C12_1 1.361(4) . ?
C13_1 H13_1 0.9500 . ?
C12_1 F1_1 1.343(3) . ?
C12_1 C6_1 1.423(3) . ?
C6_1 C5_1 1.459(3) . ?
C5_1 C4_1 1.412(3) . ?
C4_1 C3_1 1.371(3) . ?
C4_1 H4_1 0.9500 . ?
C3_1 C2_1 1.396(3) . ?
C3_1 H3_1 0.9500 . ?
C2_1 O2_1 1.369(3) . ?
O2_1 C1_1 1.377(3) . ?
C1_1 O1_1 1.204(3) . ?
C1_1 C8_1 1.472(3) 3_665 ?
C11_2 C2_2 1.374(3) . ?
C11_2 C10_2 1.427(3) . ?
C11_2 C9_2 1.443(3) 3_576 ?
C10_2 C5_2 1.411(3) . ?
C10_2 C9_2 1.428(3) . ?
C9_2 C8_2 1.389(3) . ?
C9_2 C11_2 1.443(3) 3_576 ?
C8_2 C7_2 1.449(3) . ?
C8_2 C1_2 1.469(3) 3_576 ?
C7_2 C15_2 1.418(3) . ?
C7_2 C6_2 1.427(3) . ?
C15_2 C14_2 1.356(3) . ?
C15_2 H15_2 0.9500 . ?
C14_2 F2_2 1.358(3) . ?
C14_2 C13_2 1.375(4) . ?
C13_2 C12_2 1.363(3) . ?
C13_2 H13_2 0.9500 . ?
C12_2 F1_2 1.354(3) . ?
C12_2 C6_2 1.416(3) . ?
C6_2 C5_2 1.464(3) . ?
C5_2 C4_2 1.419(3) . ?
C4_2 C3_2 1.368(3) . ?
C4_2 H4_2 0.9500 . ?
C3_2 C2_2 1.382(3) . ?
C3_2 H3_2 0.9500 . ?
C2_2 O2_2 1.372(3) . ?
O2_2 C1_2 1.374(3) . ?
C1_2 O1_2 1.213(3) . ?
C1_2 C8_2 1.469(3) 3_576 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2_1 C11_1 C10_1 118.7(2) . . ?
C2_1 C11_1 C9_1 118.5(2) . 3_665 ?
C10_1 C11_1 C9_1 122.87(19) . 3_665 ?
C5_1 C10_1 C11_1 120.5(2) . . ?
C5_1 C10_1 C9_1 120.8(2) . . ?
C11_1 C10_1 C9_1 118.63(19) . . ?
C8_1 C9_1 C10_1 120.9(2) . . ?
C8_1 C9_1 C11_1 120.6(2) . 3_665 ?
C10_1 C9_1 C11_1 118.50(19) . 3_665 ?
C9_1 C8_1 C7_1 120.5(2) . . ?
C9_1 C8_1 C1_1 118.8(2) . 3_665 ?
C7_1 C8_1 C1_1 120.7(2) . 3_665 ?
C15_1 C7_1 C6_1 120.1(2) . . ?
C15_1 C7_1 C8_1 121.2(2) . . ?
C6_1 C7_1 C8_1 118.7(2) . . ?
C14_1 C15_1 C7_1 118.8(3) . . ?
C14_1 C15_1 H15_1 120.6 . . ?
C7_1 C15_1 H15_1 120.6 . . ?
F2_1 C14_1 C15_1 117.7(3) . . ?
F2_1 C14_1 C13_1 118.5(3) . . ?
C15_1 C14_1 C13_1 123.7(2) . . ?
C12_1 C13_1 C14_1 117.3(2) . . ?
C12_1 C13_1 H13_1 121.3 . . ?
C14_1 C13_1 H13_1 121.3 . . ?
F1_1 C12_1 C13_1 116.2(2) . . ?
F1_1 C12_1 C6_1 119.8(2) . . ?
C13_1 C12_1 C6_1 124.0(3) . . ?
C12_1 C6_1 C7_1 116.0(2) . . ?
C12_1 C6_1 C5_1 123.4(2) . . ?
C7_1 C6_1 C5_1 120.6(2) . . ?
C4_1 C5_1 C10_1 117.7(2) . . ?
C4_1 C5_1 C6_1 124.1(2) . . ?
C10_1 C5_1 C6_1 118.2(2) . . ?
C3_1 C4_1 C5_1 122.0(2) . . ?
C3_1 C4_1 H4_1 119.0 . . ?
C5_1 C4_1 H4_1 119.0 . . ?
C4_1 C3_1 C2_1 119.1(2) . . ?
C4_1 C3_1 H3_1 120.5 . . ?
C2_1 C3_1 H3_1 120.5 . . ?
O2_1 C2_1 C11_1 121.3(2) . . ?
O2_1 C2_1 C3_1 116.7(2) . . ?
C11_1 C2_1 C3_1 121.9(2) . . ?
C2_1 O2_1 C1_1 122.44(18) . . ?
O1_1 C1_1 O2_1 115.3(2) . . ?
O1_1 C1_1 C8_1 127.2(2) . 3_665 ?
O2_1 C1_1 C8_1 117.52(19) . 3_665 ?
C2_2 C11_2 C10_2 117.9(2) . . ?
C2_2 C11_2 C9_2 118.9(2) . 3_576 ?
C10_2 C11_2 C9_2 123.11(19) . 3_576 ?
C5_2 C10_2 C11_2 120.8(2) . . ?
C5_2 C10_2 C9_2 121.1(2) . . ?
C11_2 C10_2 C9_2 118.06(19) . . ?
C8_2 C9_2 C10_2 120.7(2) . . ?
C8_2 C9_2 C11_2 120.4(2) . 3_576 ?
C10_2 C9_2 C11_2 118.83(19) . 3_576 ?
C9_2 C8_2 C7_2 120.4(2) . . ?
C9_2 C8_2 C1_2 118.5(2) . 3_576 ?
C7_2 C8_2 C1_2 121.1(2) . 3_576 ?
C15_2 C7_2 C6_2 119.8(2) . . ?
C15_2 C7_2 C8_2 121.1(2) . . ?
C6_2 C7_2 C8_2 119.1(2) . . ?
C14_2 C15_2 C7_2 119.2(2) . . ?
C14_2 C15_2 H15_2 120.4 . . ?
C7_2 C15_2 H15_2 120.4 . . ?
C15_2 C14_2 F2_2 118.0(2) . . ?
C15_2 C14_2 C13_2 123.8(2) . . ?
F2_2 C14_2 C13_2 118.1(2) . . ?
C12_2 C13_2 C14_2 116.8(2) . . ?
C12_2 C13_2 H13_2 121.6 . . ?
C14_2 C13_2 H13_2 121.6 . . ?
F1_2 C12_2 C13_2 115.4(2) . . ?
F1_2 C12_2 C6_2 120.0(2) . . ?
C13_2 C12_2 C6_2 124.6(2) . . ?
C12_2 C6_2 C7_2 115.7(2) . . ?
C12_2 C6_2 C5_2 124.0(2) . . ?
C7_2 C6_2 C5_2 120.2(2) . . ?
C10_2 C5_2 C4_2 117.5(2) . . ?
C10_2 C5_2 C6_2 118.3(2) . . ?
C4_2 C5_2 C6_2 124.2(2) . . ?
C3_2 C4_2 C5_2 121.6(2) . . ?
C3_2 C4_2 H4_2 119.2 . . ?
C5_2 C4_2 H4_2 119.2 . . ?
C4_2 C3_2 C2_2 119.6(2) . . ?
C4_2 C3_2 H3_2 120.2 . . ?
C2_2 C3_2 H3_2 120.2 . . ?
O2_2 C2_2 C11_2 121.2(2) . . ?
O2_2 C2_2 C3_2 116.25(19) . . ?
C11_2 C2_2 C3_2 122.6(2) . . ?
C2_2 O2_2 C1_2 122.49(17) . . ?
O1_2 C1_2 O2_2 114.4(2) . . ?
O1_2 C1_2 C8_2 127.3(2) . 3_576 ?
O2_2 C1_2 C8_2 118.27(19) . 3_576 ?

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
C2_1 C11_1 C10_1 C5_1 0.0(3) . . . . ?
C9_1 C11_1 C10_1 C5_1 179.05(19) 3_665 . . . ?
C2_1 C11_1 C10_1 C9_1 -178.86(18) . . . . ?
C9_1 C11_1 C10_1 C9_1 0.2(3) 3_665 . . . ?
C5_1 C10_1 C9_1 C8_1 0.7(3) . . . . ?
C11_1 C10_1 C9_1 C8_1 179.58(19) . . . . ?
C5_1 C10_1 C9_1 C11_1 -179.03(18) . . . 3_665 ?
C11_1 C10_1 C9_1 C11_1 -0.2(3) . . . 3_665 ?
C10_1 C9_1 C8_1 C7_1 4.6(3) . . . . ?
C11_1 C9_1 C8_1 C7_1 -175.63(18) 3_665 . . . ?
C10_1 C9_1 C8_1 C1_1 -173.96(18) . . . 3_665 ?
C11_1 C9_1 C8_1 C1_1 5.8(3) 3_665 . . 3_665 ?
C9_1 C8_1 C7_1 C15_1 172.4(2) . . . . ?
C1_1 C8_1 C7_1 C15_1 -9.1(3) 3_665 . . . ?
C9_1 C8_1 C7_1 C6_1 -5.4(3) . . . . ?
C1_1 C8_1 C7_1 C6_1 173.17(19) 3_665 . . . ?
C6_1 C7_1 C15_1 C14_1 -0.4(3) . . . . ?
C8_1 C7_1 C15_1 C14_1 -178.1(2) . . . . ?
C7_1 C15_1 C14_1 F2_1 177.7(2) . . . . ?
C7_1 C15_1 C14_1 C13_1 -1.3(4) . . . . ?
F2_1 C14_1 C13_1 C12_1 -176.8(2) . . . . ?
C15_1 C14_1 C13_1 C12_1 2.2(4) . . . . ?
C14_1 C13_1 C12_1 F1_1 176.1(2) . . . . ?
C14_1 C13_1 C12_1 C6_1 -1.4(4) . . . . ?
F1_1 C12_1 C6_1 C7_1 -177.60(19) . . . . ?
C13_1 C12_1 C6_1 C7_1 -0.1(3) . . . . ?
F1_1 C12_1 C6_1 C5_1 0.3(3) . . . . ?
C13_1 C12_1 C6_1 C5_1 177.7(2) . . . . ?
C15_1 C7_1 C6_1 C12_1 1.1(3) . . . . ?
C8_1 C7_1 C6_1 C12_1 178.83(19) . . . . ?
C15_1 C7_1 C6_1 C5_1 -176.9(2) . . . . ?
C8_1 C7_1 C6_1 C5_1 0.9(3) . . . . ?
C11_1 C10_1 C5_1 C4_1 -2.8(3) . . . . ?
C9_1 C10_1 C5_1 C4_1 176.03(19) . . . . ?
C11_1 C10_1 C5_1 C6_1 176.10(18) . . . . ?
C9_1 C10_1 C5_1 C6_1 -5.1(3) . . . . ?
C12_1 C6_1 C5_1 C4_1 5.2(3) . . . . ?
C7_1 C6_1 C5_1 C4_1 -177.0(2) . . . . ?
C12_1 C6_1 C5_1 C10_1 -173.6(2) . . . . ?
C7_1 C6_1 C5_1 C10_1 4.2(3) . . . . ?
C10_1 C5_1 C4_1 C3_1 3.2(3) . . . . ?
C6_1 C5_1 C4_1 C3_1 -175.6(2) . . . . ?
C5_1 C4_1 C3_1 C2_1 -0.7(3) . . . . ?
C10_1 C11_1 C2_1 O2_1 -176.89(18) . . . . ?
C9_1 C11_1 C2_1 O2_1 4.0(3) 3_665 . . . ?
C10_1 C11_1 C2_1 C3_1 2.6(3) . . . . ?
C9_1 C11_1 C2_1 C3_1 -176.5(2) 3_665 . . . ?
C4_1 C3_1 C2_1 O2_1 177.2(2) . . . . ?
C4_1 C3_1 C2_1 C11_1 -2.3(3) . . . . ?
C11_1 C2_1 O2_1 C1_1 1.0(3) . . . . ?
C3_1 C2_1 O2_1 C1_1 -178.53(19) . . . . ?
C2_1 O2_1 C1_1 O1_1 171.0(2) . . . . ?
C2_1 O2_1 C1_1 C8_1 -8.2(3) . . . 3_665 ?
C2_2 C11_2 C10_2 C5_2 0.1(3) . . . . ?
C9_2 C11_2 C10_2 C5_2 -179.19(18) 3_576 . . . ?
C2_2 C11_2 C10_2 C9_2 178.89(18) . . . . ?
C9_2 C11_2 C10_2 C9_2 -0.4(3) 3_576 . . . ?
C5_2 C10_2 C9_2 C8_2 -1.3(3) . . . . ?
C11_2 C10_2 C9_2 C8_2 179.96(18) . . . . ?
C5_2 C10_2 C9_2 C11_2 179.17(18) . . . 3_576 ?
C11_2 C10_2 C9_2 C11_2 0.4(3) . . . 3_576 ?
C10_2 C9_2 C8_2 C7_2 -2.0(3) . . . . ?
C11_2 C9_2 C8_2 C7_2 177.58(18) 3_576 . . . ?
C10_2 C9_2 C8_2 C1_2 177.93(18) . . . 3_576 ?
C11_2 C9_2 C8_2 C1_2 -2.5(3) 3_576 . . 3_576 ?
C9_2 C8_2 C7_2 C15_2 -175.91(19) . . . . ?
C1_2 C8_2 C7_2 C15_2 4.2(3) 3_576 . . . ?
C9_2 C8_2 C7_2 C6_2 2.3(3) . . . . ?
C1_2 C8_2 C7_2 C6_2 -177.60(19) 3_576 . . . ?
C6_2 C7_2 C15_2 C14_2 -0.1(3) . . . . ?
C8_2 C7_2 C15_2 C14_2 178.0(2) . . . . ?
C7_2 C15_2 C14_2 F2_2 -179.01(19) . . . . ?
C7_2 C15_2 C14_2 C13_2 0.4(4) . . . . ?
C15_2 C14_2 C13_2 C12_2 0.1(4) . . . . ?
F2_2 C14_2 C13_2 C12_2 179.5(2) . . . . ?
C14_2 C13_2 C12_2 F1_2 179.4(2) . . . . ?
C14_2 C13_2 C12_2 C6_2 -1.0(4) . . . . ?
F1_2 C12_2 C6_2 C7_2 -179.22(18) . . . . ?
C13_2 C12_2 C6_2 C7_2 1.2(3) . . . . ?
F1_2 C12_2 C6_2 C5_2 1.5(3) . . . . ?
C13_2 C12_2 C6_2 C5_2 -178.1(2) . . . . ?
C15_2 C7_2 C6_2 C12_2 -0.6(3) . . . . ?
C8_2 C7_2 C6_2 C12_2 -178.83(19) . . . . ?
C15_2 C7_2 C6_2 C5_2 178.74(19) . . . . ?
C8_2 C7_2 C6_2 C5_2 0.5(3) . . . . ?
C11_2 C10_2 C5_2 C4_2 2.0(3) . . . . ?
C9_2 C10_2 C5_2 C4_2 -176.78(18) . . . . ?
C11_2 C10_2 C5_2 C6_2 -177.27(18) . . . . ?
C9_2 C10_2 C5_2 C6_2 4.0(3) . . . . ?
C12_2 C6_2 C5_2 C10_2 175.7(2) . . . . ?
C7_2 C6_2 C5_2 C10_2 -3.6(3) . . . . ?
C12_2 C6_2 C5_2 C4_2 -3.5(3) . . . . ?
C7_2 C6_2 C5_2 C4_2 177.24(19) . . . . ?
C10_2 C5_2 C4_2 C3_2 -2.0(3) . . . . ?
C6_2 C5_2 C4_2 C3_2 177.2(2) . . . . ?
C5_2 C4_2 C3_2 C2_2 -0.1(3) . . . . ?
C10_2 C11_2 C2_2 O2_2 178.91(18) . . . . ?
C9_2 C11_2 C2_2 O2_2 -1.8(3) 3_576 . . . ?
C10_2 C11_2 C2_2 C3_2 -2.3(3) . . . . ?
C9_2 C11_2 C2_2 C3_2 177.02(19) 3_576 . . . ?
C4_2 C3_2 C2_2 O2_2 -178.85(19) . . . . ?
C4_2 C3_2 C2_2 C11_2 2.3(3) . . . . ?
C11_2 C2_2 O2_2 C1_2 -0.6(3) . . . . ?
C3_2 C2_2 O2_2 C1_2 -179.45(19) . . . . ?
C2_2 O2_2 C1_2 O1_2 -176.67(19) . . . . ?
C2_2 O2_2 C1_2 C8_2 3.8(3) . . . 3_576 ?

_refine_diff_density_max         0.409
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.081
