# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2018

####################################################################### 
# 
# 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_ybh-1shelxl
_database_code_depnum_ccdc_archive 'CCDC 1849540'
_audit_update_record             
;
2018-06-15 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2018-06-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C17 H13)'
_chemical_formula_sum            'C34 H26'
_chemical_formula_weight         434.55
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1613(18)
_cell_length_b                   11.267(2)
_cell_length_c                   13.686(3)
_cell_angle_alpha                103.00(3)
_cell_angle_beta                 108.72(3)
_cell_angle_gamma                103.56(3)
_cell_volume                     1229.6(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6301
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      32.6900
_cell_measurement_theta_min      2.0610
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.996
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12113
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.265
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3382
_reflns_number_total             5569
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.130
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5569
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0470
_refine_ls_restrained_S_all      0.959
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0827P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1240
_refine_ls_wR_factor_ref         0.1399
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C24(H24),
  C25(H25), C26(H26), C27(H27), C28(H28), C30(H30), C31(H31), C32(H32),
 C33(H33), C34(H34)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
C1 C 1.10819(18) -0.06682(13) 1.00007(11) 0.0415(3) Uani 1 1 d . . . . .
H1 H 1.180910 -0.112033 0.999211 0.050 Uiso 1 1 calc R . . . .
C2 C 1.05005(18) -0.02142(14) 0.91468(11) 0.0420(3) Uani 1 1 d . . . . .
H2 H 1.084869 -0.036171 0.857647 0.050 Uiso 1 1 calc R . . . .
C3 C 0.94002(18) 0.04616(13) 0.91245(11) 0.0390(3) Uani 1 1 d . . . . .
C4 C 0.88276(19) 0.10292(14) 0.82674(11) 0.0438(4) Uani 1 1 d . . . . .
H4 H 0.864243 0.180208 0.849420 0.053 Uiso 1 1 calc R . . . .
C5 C 0.85345(17) 0.05879(13) 0.72028(11) 0.0393(3) Uani 1 1 d . . . . .
C6 C 0.84439(18) -0.07375(13) 0.66383(11) 0.0409(3) Uani 1 1 d . . . . .
C7 C 0.9232(2) -0.09463(16) 0.59383(12) 0.0520(4) Uani 1 1 d . . . . .
H7 H 0.986421 -0.024277 0.584004 0.062 Uiso 1 1 calc R . . . .
C8 C 0.9096(3) -0.2179(2) 0.53835(15) 0.0707(6) Uani 1 1 d . . . . .
H8 H 0.963235 -0.229936 0.491510 0.085 Uiso 1 1 calc R . . . .
C9 C 0.8175(3) -0.32242(19) 0.55212(16) 0.0786(7) Uani 1 1 d . . . . .
H9 H 0.808151 -0.405536 0.514726 0.094 Uiso 1 1 calc R . . . .
C10 C 0.7386(3) -0.30383(17) 0.62165(16) 0.0723(6) Uani 1 1 d . . . . .
H10 H 0.676714 -0.374726 0.631635 0.087 Uiso 1 1 calc R . . . .
C11 C 0.7506(2) -0.18107(15) 0.67659(13) 0.0535(4) Uani 1 1 d . . . . .
H11 H 0.695568 -0.169862 0.722598 0.064 Uiso 1 1 calc R . . . .
C12 C 0.81838(18) 0.14268(14) 0.65212(11) 0.0399(3) Uani 1 1 d . . . . .
C13 C 0.7077(2) 0.08988(16) 0.54362(12) 0.0494(4) Uani 1 1 d . . . . .
H13 H 0.661942 0.000620 0.511755 0.059 Uiso 1 1 calc R . . . .
C14 C 0.6651(2) 0.16764(18) 0.48286(14) 0.0636(5) Uani 1 1 d . . . . .
H14 H 0.590376 0.130707 0.410679 0.076 Uiso 1 1 calc R . . . .
C15 C 0.7323(3) 0.2996(2) 0.52834(16) 0.0668(5) Uani 1 1 d . . . . .
H15 H 0.701205 0.351969 0.487627 0.080 Uiso 1 1 calc R . . . .
C16 C 0.8457(2) 0.35411(17) 0.63427(15) 0.0589(5) Uani 1 1 d . . . . .
H16 H 0.892868 0.443421 0.664793 0.071 Uiso 1 1 calc R . . . .
C17 C 0.8898(2) 0.27628(14) 0.69540(13) 0.0485(4) Uani 1 1 d . . . . .
H17 H 0.968224 0.313799 0.766447 0.058 Uiso 1 1 calc R . . . .
C18 C -0.15093(18) 0.45660(14) 0.00416(13) 0.0467(4) Uani 1 1 d . . . . .
H18 H -0.252112 0.426673 0.007702 0.056 Uiso 1 1 calc R . . . .
C19 C -0.02693(18) 0.41261(14) 0.05309(13) 0.0462(4) Uani 1 1 d . . . . .
H19 H -0.046733 0.353223 0.088708 0.055 Uiso 1 1 calc R . . . .
C20 C 0.12647(18) 0.45472(14) 0.05048(12) 0.0445(4) Uani 1 1 d . . . . .
C21 C 0.25132(19) 0.39881(15) 0.09877(13) 0.0495(4) Uani 1 1 d . . . . .
H21 H 0.211143 0.313665 0.095823 0.059 Uiso 1 1 calc R . . . .
C22 C 0.41459(18) 0.45346(14) 0.14631(12) 0.0426(3) Uani 1 1 d . . . . .
C23 C 0.49609(17) 0.59457(14) 0.17513(11) 0.0402(3) Uani 1 1 d . . . . .
C24 C 0.6181(2) 0.64182(16) 0.14176(14) 0.0538(4) Uani 1 1 d . . . . .
H24 H 0.651027 0.584643 0.100271 0.065 Uiso 1 1 calc R . . . .
C25 C 0.6919(2) 0.77306(19) 0.1693(2) 0.0764(6) Uani 1 1 d . . . . .
H25 H 0.772902 0.803689 0.145323 0.092 Uiso 1 1 calc R . . . .
C26 C 0.6464(3) 0.85852(19) 0.2317(2) 0.0857(7) Uani 1 1 d . . . . .
H26 H 0.697238 0.946944 0.250738 0.103 Uiso 1 1 calc R . . . .
C27 C 0.5268(3) 0.8135(2) 0.26564(18) 0.0834(7) Uani 1 1 d . . . . .
H27 H 0.494545 0.871304 0.307162 0.100 Uiso 1 1 calc R . . . .
C28 C 0.4531(2) 0.68252(17) 0.23866(14) 0.0623(5) Uani 1 1 d . . . . .
H28 H 0.372965 0.652780 0.263650 0.075 Uiso 1 1 calc R . . . .
C29 C 0.52146(18) 0.37503(15) 0.17624(12) 0.0448(4) Uani 1 1 d . . . . .
C30 C 0.6750(2) 0.43155(17) 0.26112(14) 0.0540(4) Uani 1 1 d . . . . .
H30 H 0.711617 0.519365 0.299524 0.065 Uiso 1 1 calc R . . . .
C31 C 0.7738(2) 0.35841(19) 0.28902(16) 0.0643(5) Uani 1 1 d . . . . .
H31 H 0.875803 0.397665 0.346456 0.077 Uiso 1 1 calc R . . . .
C32 C 0.7242(3) 0.2299(2) 0.23375(17) 0.0716(6) Uani 1 1 d . . . . .
H32 H 0.792012 0.181785 0.252590 0.086 Uiso 1 1 calc R . . . .
C33 C 0.5733(3) 0.1724(2) 0.15018(18) 0.0820(7) Uani 1 1 d . . . . .
H33 H 0.537930 0.084484 0.112561 0.098 Uiso 1 1 calc R . . . .
C34 C 0.4731(2) 0.24397(17) 0.12121(16) 0.0681(5) Uani 1 1 d . . . . .
H34 H 0.371258 0.203500 0.063747 0.082 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.3814(19) . ?
C1 C3 1.395(2) 2_757 ?
C2 C3 1.396(2) . ?
C3 C4 1.4697(19) . ?
C4 C5 1.343(2) . ?
C5 C6 1.488(2) . ?
C5 C12 1.4878(19) . ?
C6 C7 1.384(2) . ?
C6 C11 1.391(2) . ?
C7 C8 1.380(2) . ?
C8 C9 1.368(3) . ?
C9 C10 1.376(3) . ?
C10 C11 1.378(3) . ?
C12 C13 1.393(2) . ?
C12 C17 1.390(2) . ?
C13 C14 1.375(2) . ?
C14 C15 1.373(3) . ?
C15 C16 1.376(3) . ?
C16 C17 1.382(2) . ?
C18 C19 1.382(2) . ?
C18 C20 1.395(2) 2_565 ?
C19 C20 1.389(2) . ?
C20 C21 1.477(2) . ?
C21 C22 1.343(2) . ?
C22 C23 1.488(2) . ?
C22 C29 1.489(2) . ?
C23 C24 1.378(2) . ?
C23 C28 1.382(2) . ?
C24 C25 1.379(2) . ?
C25 C26 1.370(3) . ?
C26 C27 1.359(3) . ?
C27 C28 1.378(3) . ?
C29 C30 1.390(2) . ?
C29 C34 1.387(2) . ?
C30 C31 1.384(2) . ?
C31 C32 1.361(3) . ?
C32 C33 1.368(3) . ?
C33 C34 1.381(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C3 121.29(14) . 2_757 ?
C1 C2 C3 121.19(14) . . ?
C1 C3 C2 117.52(12) 2_757 . ?
C1 C3 C4 119.35(13) 2_757 . ?
C2 C3 C4 123.00(14) . . ?
C5 C4 C3 129.06(14) . . ?
C4 C5 C6 123.58(13) . . ?
C4 C5 C12 119.14(13) . . ?
C12 C5 C6 117.19(12) . . ?
C7 C6 C5 121.30(14) . . ?
C7 C6 C11 117.92(15) . . ?
C11 C6 C5 120.74(15) . . ?
C8 C7 C6 121.24(17) . . ?
C9 C8 C7 120.1(2) . . ?
C8 C9 C10 119.59(19) . . ?
C11 C10 C9 120.55(19) . . ?
C10 C11 C6 120.57(18) . . ?
C13 C12 C5 120.86(13) . . ?
C13 C12 C17 117.78(13) . . ?
C17 C12 C5 121.32(13) . . ?
C14 C13 C12 121.05(16) . . ?
C15 C14 C13 120.26(16) . . ?
C14 C15 C16 119.85(15) . . ?
C15 C16 C17 120.07(17) . . ?
C16 C17 C12 120.91(15) . . ?
C19 C18 C20 120.92(15) . 2_565 ?
C18 C19 C20 121.75(14) . . ?
C18 C20 C21 123.24(15) 2_565 . ?
C19 C20 C18 117.32(13) . 2_565 ?
C19 C20 C21 119.33(14) . . ?
C22 C21 C20 129.19(14) . . ?
C21 C22 C23 121.86(14) . . ?
C21 C22 C29 120.90(14) . . ?
C23 C22 C29 117.20(13) . . ?
C24 C23 C22 121.63(14) . . ?
C24 C23 C28 117.96(16) . . ?
C28 C23 C22 120.40(15) . . ?
C23 C24 C25 120.66(18) . . ?
C26 C25 C24 120.4(2) . . ?
C27 C26 C25 119.71(19) . . ?
C26 C27 C28 120.1(2) . . ?
C27 C28 C23 121.13(19) . . ?
C30 C29 C22 120.73(14) . . ?
C34 C29 C22 121.88(14) . . ?
C34 C29 C30 117.40(15) . . ?
C31 C30 C29 120.63(16) . . ?
C32 C31 C30 121.05(17) . . ?
C31 C32 C33 119.20(18) . . ?
C32 C33 C34 120.52(19) . . ?
C33 C34 C29 121.20(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1_a
_database_code_depnum_ccdc_archive 'CCDC 1849542'

_audit_update_record             
;
2018-06-15 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_publcif_datablock.id            {75d99d69-166f-4152-8bc8-35a35d8d151d}

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H32 O3'
_chemical_formula_weight         512.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   18.1516(15)
_cell_length_b                   10.5320(10)
_cell_length_c                   28.615(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5470.4(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1077
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      20.38

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_F_000             2176
_exptl_transmission_factor_min   0.864
_exptl_transmission_factor_max   0.864
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34882
_diffrn_reflns_av_unetI/netI     0.0954
_diffrn_reflns_av_R_equivalents  0.1427
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.423
_diffrn_reflns_theta_max         25.438
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5049
_reflns_number_gt                2295
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0791P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5049
_refine_ls_number_parameters     356
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1520
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.1757
_refine_ls_wR_factor_gt          0.1331
_refine_ls_goodness_of_fit_ref   0.934
_refine_ls_restrained_S_all      0.934
_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
C1 C 0.35688(17) 0.0677(4) 0.06589(11) 0.0560(10) Uani 1 1 d . . . . .
H1 H 0.3651 0.1502 0.0763 0.067 Uiso 1 1 calc R U . . .
C2 C 0.3962(2) 0.0212(5) 0.02787(13) 0.0754(13) Uani 1 1 d . . . . .
H2 H 0.4313 0.0719 0.0133 0.090 Uiso 1 1 calc R U . . .
C3 C 0.3832(2) -0.0993(5) 0.01179(13) 0.0824(15) Uani 1 1 d . . . . .
H3 H 0.4094 -0.1297 -0.0138 0.099 Uiso 1 1 calc R U . . .
C4 C 0.3318(2) -0.1756(4) 0.03307(13) 0.0768(13) Uani 1 1 d . . . . .
H4 H 0.3229 -0.2570 0.0219 0.092 Uiso 1 1 calc R U . . .
C5 C 0.29344(19) -0.1300(4) 0.07126(11) 0.0574(10) Uani 1 1 d . . . . .
H5 H 0.2589 -0.1821 0.0857 0.069 Uiso 1 1 calc R U . . .
C6 C 0.30507(16) -0.0089(3) 0.08860(10) 0.0434(8) Uani 1 1 d . . . . .
C7 C 0.26368(15) 0.0393(3) 0.13009(10) 0.0375(8) Uani 1 1 d . . . . .
C8 C 0.18520(16) -0.0007(3) 0.13314(10) 0.0391(8) Uani 1 1 d . . . . .
C9 C 0.14046(17) -0.0042(3) 0.09361(11) 0.0558(10) Uani 1 1 d . . . . .
H9 H 0.1598 0.0209 0.0650 0.067 Uiso 1 1 calc R U . . .
C10 C 0.06848(19) -0.0438(4) 0.09595(13) 0.0695(12) Uani 1 1 d . . . . .
H10 H 0.0396 -0.0449 0.0691 0.083 Uiso 1 1 calc R U . . .
C11 C 0.03905(19) -0.0821(4) 0.13822(15) 0.0686(12) Uani 1 1 d . . . . .
H11 H -0.0097 -0.1087 0.1399 0.082 Uiso 1 1 calc R U . . .
C12 C 0.08199(18) -0.0808(4) 0.17767(12) 0.0568(10) Uani 1 1 d . . . . .
H12 H 0.0625 -0.1070 0.2061 0.068 Uiso 1 1 calc R U . . .
C13 C 0.15438(17) -0.0404(3) 0.17489(11) 0.0437(8) Uani 1 1 d . . . . .
H13 H 0.1831 -0.0399 0.2018 0.052 Uiso 1 1 calc R U . . .
C14 C 0.29889(16) 0.1097(3) 0.16179(10) 0.0398(8) Uani 1 1 d . . . . .
H14 H 0.3496 0.1145 0.1576 0.048 Uiso 1 1 calc R U . . .
C15 C 0.27068(15) 0.1812(3) 0.20237(10) 0.0353(8) Uani 1 1 d . . . . .
C16 C 0.20354(14) 0.2452(3) 0.20234(10) 0.0368(7) Uani 1 1 d . . . . .
H16 H 0.1725 0.2363 0.1767 0.044 Uiso 1 1 calc R U . . .
C17 C 0.18149(14) 0.3214(3) 0.23888(10) 0.0337(7) Uani 1 1 d . . . . .
C18 C 0.22680(15) 0.3384(3) 0.27824(10) 0.0364(8) Uani 1 1 d . . . . .
C19 C 0.29403(14) 0.2737(3) 0.27845(10) 0.0362(7) Uani 1 1 d . . . . .
H19 H 0.3248 0.2815 0.3043 0.043 Uiso 1 1 calc R U . . .
C20 C 0.31613(15) 0.1989(3) 0.24172(10) 0.0357(7) Uani 1 1 d . . . . .
C21 C 0.20014(16) 0.4105(3) 0.31892(10) 0.0396(8) Uani 1 1 d . . . . .
H21 H 0.1496 0.4052 0.3240 0.048 Uiso 1 1 calc R U . . .
C22 C 0.23670(15) 0.4826(3) 0.34980(10) 0.0374(8) Uani 1 1 d . . . . .
C23 C 0.31476(15) 0.5235(3) 0.34523(10) 0.0360(7) Uani 1 1 d . . . . .
C24 C 0.34520(16) 0.5554(3) 0.30243(11) 0.0410(8) Uani 1 1 d . . . . .
H24 H 0.3161 0.5508 0.2758 0.049 Uiso 1 1 calc R U . . .
C25 C 0.41731(18) 0.5936(3) 0.29831(12) 0.0535(9) Uani 1 1 d . . . . .
H25 H 0.4363 0.6133 0.2690 0.064 Uiso 1 1 calc R U . . .
C26 C 0.46156(18) 0.6030(4) 0.33706(14) 0.0618(11) Uani 1 1 d . . . . .
H26 H 0.5104 0.6284 0.3343 0.074 Uiso 1 1 calc R U . . .
C27 C 0.43191(19) 0.5739(4) 0.38025(13) 0.0657(11) Uani 1 1 d . . . . .
H27 H 0.4611 0.5812 0.4068 0.079 Uiso 1 1 calc R U . . .
C28 C 0.35993(17) 0.5344(3) 0.38452(11) 0.0509(9) Uani 1 1 d . . . . .
H28 H 0.3412 0.5146 0.4139 0.061 Uiso 1 1 calc R U . . .
C29 C 0.19736(15) 0.5305(3) 0.39217(10) 0.0399(8) Uani 1 1 d . . . . .
C30 C 0.20543(17) 0.6561(3) 0.40684(11) 0.0514(9) Uani 1 1 d . . . . .
H30 H 0.2356 0.7107 0.3899 0.062 Uiso 1 1 calc R U . . .
C31 C 0.1696(2) 0.7005(4) 0.44589(12) 0.0688(11) Uani 1 1 d . . . . .
H31 H 0.1752 0.7848 0.4550 0.083 Uiso 1 1 calc R U . . .
C32 C 0.1255(2) 0.6199(5) 0.47148(12) 0.0722(13) Uani 1 1 d . . . . .
H32 H 0.1014 0.6497 0.4980 0.087 Uiso 1 1 calc R U . . .
C33 C 0.11705(19) 0.4963(4) 0.45802(12) 0.0639(11) Uani 1 1 d . . . . .
H33 H 0.0871 0.4425 0.4754 0.077 Uiso 1 1 calc R U . . .
C34 C 0.15267(16) 0.4506(4) 0.41885(11) 0.0505(9) Uani 1 1 d . . . . .
H34 H 0.1468 0.3660 0.4102 0.061 Uiso 1 1 calc R U . . .
C35 C 1.0322(2) 0.7471(4) 0.34467(14) 0.0810(13) Uani 1 1 d . . . . .
H35A H 1.0710 0.8093 0.3489 0.097 Uiso 1 1 calc R U . . .
H35B H 1.0513 0.6655 0.3547 0.097 Uiso 1 1 calc R U . . .
C36 C 0.9707(2) 0.7811(5) 0.37479(13) 0.0918(14) Uani 1 1 d . . . . .
H36A H 0.9495 0.8596 0.3643 0.138 Uiso 1 1 calc R U . . .
H36B H 0.9879 0.7907 0.4063 0.138 Uiso 1 1 calc R U . . .
H36C H 0.9341 0.7154 0.3736 0.138 Uiso 1 1 calc R U . . .
O1 O 0.38283(10) 0.1361(2) 0.24233(7) 0.0422(6) Uani 1 1 d D . . . .
H1O H 0.4135(13) 0.170(3) 0.2607(9) 0.051 Uiso 1 1 d D U . . .
O2 O 0.11231(10) 0.3771(2) 0.23617(7) 0.0424(6) Uani 1 1 d . . . . .
H2O H 0.1158 0.4762 0.2405 0.051 Uiso 1 1 d R U . . .
O3 O 1.01516(11) 0.7399(2) 0.29654(8) 0.0637(7) Uani 1 1 d . . . . .
H3O H 0.9713 0.7813 0.2799 0.076 Uiso 1 1 d 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
C1 C2 1.390(5) . ?
C1 C6 1.399(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.370(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.374(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.385(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.494(4) . ?
C7 C14 1.334(4) . ?
C7 C8 1.488(4) . ?
C8 C13 1.384(4) . ?
C8 C9 1.393(4) . ?
C9 C10 1.373(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.382(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.372(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.383(4) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.476(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.393(4) . ?
C15 C20 1.408(4) . ?
C16 C17 1.377(4) . ?
C16 H16 0.9300 . ?
C17 O2 1.388(3) . ?
C17 C18 1.406(4) . ?
C18 C19 1.398(4) . ?
C18 C21 1.472(4) . ?
C19 C20 1.373(4) . ?
C19 H19 0.9300 . ?
C20 O1 1.380(3) . ?
C21 C22 1.341(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.487(4) . ?
C22 C29 1.495(4) . ?
C23 C24 1.385(4) . ?
C23 C28 1.396(4) . ?
C24 C25 1.375(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.373(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.382(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.377(4) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.395(4) . ?
C29 C34 1.396(4) . ?
C30 C31 1.375(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.378(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.367(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.381(4) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 O3 1.414(4) . ?
C35 C36 1.455(5) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
O1 H1O 0.843(17) . ?
O2 H2O 1.0524 . ?
O3 H3O 1.0249 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.3(4) . . ?
C2 C1 H1 119.8 . . ?
C6 C1 H1 119.8 . . ?
C3 C2 C1 120.1(4) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.6(4) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 119.3(4) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C6 121.8(4) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 117.9(3) . . ?
C5 C6 C7 121.4(3) . . ?
C1 C6 C7 120.7(3) . . ?
C14 C7 C8 125.2(3) . . ?
C14 C7 C6 119.2(3) . . ?
C8 C7 C6 115.6(3) . . ?
C13 C8 C9 117.2(3) . . ?
C13 C8 C7 121.5(3) . . ?
C9 C8 C7 121.2(3) . . ?
C10 C9 C8 121.5(3) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 119.9(3) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 119.8(3) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 119.7(3) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C8 C13 C12 121.8(3) . . ?
C8 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C7 C14 C15 130.7(3) . . ?
C7 C14 H14 114.6 . . ?
C15 C14 H14 114.6 . . ?
C16 C15 C20 116.7(3) . . ?
C16 C15 C14 123.4(3) . . ?
C20 C15 C14 119.6(3) . . ?
C17 C16 C15 122.4(3) . . ?
C17 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
C16 C17 O2 117.8(2) . . ?
C16 C17 C18 120.8(3) . . ?
O2 C17 C18 121.3(3) . . ?
C19 C18 C17 116.9(3) . . ?
C19 C18 C21 122.4(3) . . ?
C17 C18 C21 120.5(3) . . ?
C20 C19 C18 122.1(3) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C19 C20 O1 121.4(2) . . ?
C19 C20 C15 121.1(3) . . ?
O1 C20 C15 117.4(3) . . ?
C22 C21 C18 130.6(3) . . ?
C22 C21 H21 114.7 . . ?
C18 C21 H21 114.7 . . ?
C21 C22 C23 125.3(3) . . ?
C21 C22 C29 119.3(3) . . ?
C23 C22 C29 115.4(3) . . ?
C24 C23 C28 117.3(3) . . ?
C24 C23 C22 121.9(3) . . ?
C28 C23 C22 120.8(3) . . ?
C25 C24 C23 121.8(3) . . ?
C25 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C26 C25 C24 120.6(3) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C25 C26 C27 118.6(3) . . ?
C25 C26 H26 120.7 . . ?
C27 C26 H26 120.7 . . ?
C28 C27 C26 121.1(3) . . ?
C28 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
C27 C28 C23 120.7(3) . . ?
C27 C28 H28 119.7 . . ?
C23 C28 H28 119.7 . . ?
C30 C29 C34 117.9(3) . . ?
C30 C29 C22 120.9(3) . . ?
C34 C29 C22 121.2(3) . . ?
C31 C30 C29 121.2(3) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C30 C31 C32 119.8(4) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 H31 120.1 . . ?
C33 C32 C31 120.2(4) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 120.6(4) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C33 C34 C29 120.4(4) . . ?
C33 C34 H34 119.8 . . ?
C29 C34 H34 119.8 . . ?
O3 C35 C36 115.0(3) . . ?
O3 C35 H35A 108.5 . . ?
C36 C35 H35A 108.5 . . ?
O3 C35 H35B 108.5 . . ?
C36 C35 H35B 108.5 . . ?
H35A C35 H35B 107.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C20 O1 H1O 113(2) . . ?
C17 O2 H2O 111.0 . . ?
C35 O3 H3O 126.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.4(5) . . . . ?
C1 C2 C3 C4 -0.4(6) . . . . ?
C2 C3 C4 C5 -0.5(6) . . . . ?
C3 C4 C5 C6 0.4(6) . . . . ?
C4 C5 C6 C1 0.6(5) . . . . ?
C4 C5 C6 C7 -179.6(3) . . . . ?
C2 C1 C6 C5 -1.5(5) . . . . ?
C2 C1 C6 C7 178.8(3) . . . . ?
C5 C6 C7 C14 140.4(3) . . . . ?
C1 C6 C7 C14 -39.8(4) . . . . ?
C5 C6 C7 C8 -37.5(4) . . . . ?
C1 C6 C7 C8 142.3(3) . . . . ?
C14 C7 C8 C13 -40.9(5) . . . . ?
C6 C7 C8 C13 136.9(3) . . . . ?
C14 C7 C8 C9 141.5(3) . . . . ?
C6 C7 C8 C9 -40.8(4) . . . . ?
C13 C8 C9 C10 0.8(5) . . . . ?
C7 C8 C9 C10 178.5(3) . . . . ?
C8 C9 C10 C11 -0.4(6) . . . . ?
C9 C10 C11 C12 -0.2(6) . . . . ?
C10 C11 C12 C13 0.4(6) . . . . ?
C9 C8 C13 C12 -0.6(5) . . . . ?
C7 C8 C13 C12 -178.3(3) . . . . ?
C11 C12 C13 C8 0.0(5) . . . . ?
C8 C7 C14 C15 -10.5(6) . . . . ?
C6 C7 C14 C15 171.9(3) . . . . ?
C7 C14 C15 C16 -36.4(5) . . . . ?
C7 C14 C15 C20 150.8(3) . . . . ?
C20 C15 C16 C17 -0.7(4) . . . . ?
C14 C15 C16 C17 -173.6(3) . . . . ?
C15 C16 C17 O2 -177.6(3) . . . . ?
C15 C16 C17 C18 0.4(5) . . . . ?
C16 C17 C18 C19 -0.7(4) . . . . ?
O2 C17 C18 C19 177.2(3) . . . . ?
C16 C17 C18 C21 -174.5(3) . . . . ?
O2 C17 C18 C21 3.4(4) . . . . ?
C17 C18 C19 C20 1.3(4) . . . . ?
C21 C18 C19 C20 175.1(3) . . . . ?
C18 C19 C20 O1 179.7(3) . . . . ?
C18 C19 C20 C15 -1.7(5) . . . . ?
C16 C15 C20 C19 1.3(4) . . . . ?
C14 C15 C20 C19 174.5(3) . . . . ?
C16 C15 C20 O1 180.0(3) . . . . ?
C14 C15 C20 O1 -6.8(4) . . . . ?
C19 C18 C21 C22 37.7(5) . . . . ?
C17 C18 C21 C22 -148.8(3) . . . . ?
C18 C21 C22 C23 10.5(6) . . . . ?
C18 C21 C22 C29 -171.2(3) . . . . ?
C21 C22 C23 C24 37.0(5) . . . . ?
C29 C22 C23 C24 -141.4(3) . . . . ?
C21 C22 C23 C28 -144.7(3) . . . . ?
C29 C22 C23 C28 36.9(4) . . . . ?
C28 C23 C24 C25 1.4(5) . . . . ?
C22 C23 C24 C25 179.8(3) . . . . ?
C23 C24 C25 C26 -0.9(5) . . . . ?
C24 C25 C26 C27 -0.4(5) . . . . ?
C25 C26 C27 C28 1.0(6) . . . . ?
C26 C27 C28 C23 -0.5(6) . . . . ?
C24 C23 C28 C27 -0.7(5) . . . . ?
C22 C23 C28 C27 -179.1(3) . . . . ?
C21 C22 C29 C30 -135.7(3) . . . . ?
C23 C22 C29 C30 42.8(4) . . . . ?
C21 C22 C29 C34 45.6(4) . . . . ?
C23 C22 C29 C34 -135.9(3) . . . . ?
C34 C29 C30 C31 -1.0(5) . . . . ?
C22 C29 C30 C31 -179.7(3) . . . . ?
C29 C30 C31 C32 0.7(5) . . . . ?
C30 C31 C32 C33 -0.3(6) . . . . ?
C31 C32 C33 C34 0.2(6) . . . . ?
C32 C33 C34 C29 -0.6(5) . . . . ?
C30 C29 C34 C33 1.0(5) . . . . ?
C22 C29 C34 C33 179.7(3) . . . . ?

_refine_diff_density_max         0.235
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.056


loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_test
_database_code_depnum_ccdc_archive 'CCDC 1849541'
_audit_update_record             
;
2018-06-15 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2018-06-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H30 O2'
_chemical_formula_sum            'C36 H30 O2'
_chemical_formula_weight         494.60
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   15.885(3)
_cell_length_b                   7.3696(15)
_cell_length_c                   12.251(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.78(3)
_cell_angle_gamma                90
_cell_volume                     1349.5(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7431
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.38
_cell_measurement_theta_min      2.88
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.996
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12553
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         3.082
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2352
_reflns_number_total             3085
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         3085
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0702P)²+0.1122P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1199
_refine_ls_wR_factor_ref         0.1277
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14),
 C15(H15), C16(H16), C17(H17), C18(H18)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.54486(6) 0.83428(13) 0.60513(10) 0.0503(3) Uani 1 1 d . . . . .
C1 C 0.48086(11) 0.9307(2) 0.64025(16) 0.0572(4) Uani 1 1 d . . . . .
H1A H 0.429224 0.956252 0.573591 0.086 Uiso 1 1 calc GR . . . .
H1B H 0.506616 1.042541 0.676583 0.086 Uiso 1 1 calc GR . . . .
H1C H 0.463498 0.858438 0.694292 0.086 Uiso 1 1 calc GR . . . .
C2 C 0.52081(8) 0.66837(17) 0.55248(11) 0.0338(3) Uani 1 1 d . . . . .
C3 C 0.43619(8) 0.59641(17) 0.52814(11) 0.0349(3) Uani 1 1 d . . . . .
H3 H 0.393449 0.663327 0.547101 0.042 Uiso 1 1 calc R . . . .
C4 C 0.41241(8) 0.42621(17) 0.47590(10) 0.0319(3) Uani 1 1 d . . . . .
C5 C 0.32278(8) 0.34582(17) 0.44559(11) 0.0337(3) Uani 1 1 d . . . . .
H5 H 0.314713 0.239808 0.402056 0.040 Uiso 1 1 calc R . . . .
C6 C 0.25034(8) 0.40030(16) 0.47043(10) 0.0300(3) Uani 1 1 d . . . . .
C7 C 0.25128(7) 0.55454(17) 0.54944(10) 0.0305(3) Uani 1 1 d . . . . .
C8 C 0.29161(9) 0.5346(2) 0.66837(11) 0.0440(3) Uani 1 1 d . . . . .
H8 H 0.317572 0.424380 0.698724 0.053 Uiso 1 1 calc R . . . .
C9 C 0.29343(12) 0.6774(3) 0.74186(14) 0.0635(5) Uani 1 1 d . . . . .
H9 H 0.320543 0.663041 0.821543 0.076 Uiso 1 1 calc R . . . .
C10 C 0.25547(13) 0.8400(3) 0.69788(18) 0.0683(5) Uani 1 1 d . . . . .
H10 H 0.257425 0.936323 0.747706 0.082 Uiso 1 1 calc R . . . .
C11 C 0.21460(12) 0.8615(2) 0.58078(17) 0.0590(4) Uani 1 1 d . . . . .
H11 H 0.188856 0.972286 0.551286 0.071 Uiso 1 1 calc R . . . .
C12 C 0.21149(9) 0.71821(18) 0.50600(13) 0.0418(3) Uani 1 1 d . . . . .
H12 H 0.182634 0.732358 0.426627 0.050 Uiso 1 1 calc R . . . .
C13 C 0.16325(8) 0.30403(16) 0.42203(11) 0.0330(3) Uani 1 1 d . . . . .
C14 C 0.14187(10) 0.1992(2) 0.32247(13) 0.0495(4) Uani 1 1 d . . . . .
H14 H 0.181882 0.191719 0.282065 0.059 Uiso 1 1 calc R . . . .
C15 C 0.06159(12) 0.1054(3) 0.28232(16) 0.0642(5) Uani 1 1 d . . . . .
H15 H 0.048714 0.034265 0.215971 0.077 Uiso 1 1 calc R . . . .
C16 C 0.00081(10) 0.1165(2) 0.33963(16) 0.0599(5) Uani 1 1 d . . . . .
H16 H -0.052736 0.052488 0.312595 0.072 Uiso 1 1 calc R . . . .
C17 C 0.01967(9) 0.2225(2) 0.43680(15) 0.0517(4) Uani 1 1 d . . . . .
H17 H -0.021398 0.231367 0.475550 0.062 Uiso 1 1 calc R . . . .
C18 C 0.09958(8) 0.31617(18) 0.47738(12) 0.0395(3) Uani 1 1 d . . . . .
H18 H 0.111280 0.388874 0.542901 0.047 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4212(17) . ?
O1 C2 1.3748(15) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.3805(17) . ?
C2 C4 1.4078(17) 3_666 ?
C3 H3 0.9300 . ?
C3 C4 1.4006(17) . ?
C4 C5 1.4690(16) . ?
C5 H5 0.9300 . ?
C5 C6 1.3472(17) . ?
C6 C7 1.4898(16) . ?
C6 C13 1.4878(17) . ?
C7 C8 1.3866(18) . ?
C7 C12 1.3820(18) . ?
C8 H8 0.9300 . ?
C8 C9 1.378(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.367(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.369(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.388(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.3854(19) . ?
C13 C18 1.3982(18) . ?
C14 H14 0.9300 . ?
C14 C15 1.386(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.375(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.369(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.3813(19) . ?
C18 H18 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 O1 C1 118.23(10) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 122.59(11) . . ?
O1 C2 C4 116.31(11) . 3_666 ?
C3 C2 C4 121.10(11) . 3_666 ?
C2 C3 H3 118.8 . . ?
C2 C3 C4 122.35(11) . . ?
C4 C3 H3 118.8 . . ?
C2 C4 C5 118.99(11) 3_666 . ?
C3 C4 C2 116.55(11) . 3_666 ?
C3 C4 C5 124.42(11) . . ?
C4 C5 H5 114.7 . . ?
C6 C5 C4 130.65(12) . . ?
C6 C5 H5 114.7 . . ?
C5 C6 C7 123.55(11) . . ?
C5 C6 C13 121.20(11) . . ?
C13 C6 C7 115.22(10) . . ?
C8 C7 C6 120.10(11) . . ?
C12 C7 C6 120.87(11) . . ?
C12 C7 C8 119.03(12) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.38(15) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.15(16) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.25(15) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.14(16) . . ?
C12 C11 H11 119.9 . . ?
C7 C12 C11 120.02(14) . . ?
C7 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C14 C13 C6 122.31(12) . . ?
C14 C13 C18 117.44(12) . . ?
C18 C13 C6 120.26(12) . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.82(14) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.65(15) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.53(14) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.13(15) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.3 . . ?
C17 C18 C13 121.39(14) . . ?
C17 C18 H18 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C2 C3 C4 -179.11(12) . . . . ?
C1 O1 C2 C3 2.9(2) . . . . ?
C1 O1 C2 C4 -177.10(13) . . . 3_666 ?
C2 C3 C4 C2 -0.8(2) . . . 3_666 ?
C2 C3 C4 C5 -178.38(12) . . . . ?
C2 C4 C5 C6 174.24(13) 3_666 . . . ?
C3 C4 C5 C6 -8.3(2) . . . . ?
C4 C2 C3 C4 0.9(2) 3_666 . . . ?
C4 C5 C6 C7 -6.8(2) . . . . ?
C4 C5 C6 C13 175.04(12) . . . . ?
C5 C6 C7 C8 -74.10(16) . . . . ?
C5 C6 C7 C12 106.55(15) . . . . ?
C5 C6 C13 C14 -22.42(19) . . . . ?
C5 C6 C13 C18 157.17(13) . . . . ?
C6 C7 C8 C9 179.39(13) . . . . ?
C6 C7 C12 C11 -178.72(12) . . . . ?
C6 C13 C14 C15 177.38(14) . . . . ?
C6 C13 C18 C17 -177.44(12) . . . . ?
C7 C6 C13 C14 159.30(13) . . . . ?
C7 C6 C13 C18 -21.12(16) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C8 C7 C12 C11 1.9(2) . . . . ?
C8 C9 C10 C11 0.7(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 C7 -1.3(2) . . . . ?
C12 C7 C8 C9 -1.2(2) . . . . ?
C13 C6 C7 C8 104.14(13) . . . . ?
C13 C6 C7 C12 -75.21(14) . . . . ?
C13 C14 C15 C16 0.9(3) . . . . ?
C14 C13 C18 C17 2.2(2) . . . . ?
C14 C15 C16 C17 0.5(3) . . . . ?
C15 C16 C17 C18 -0.6(3) . . . . ?
C16 C17 C18 C13 -0.8(2) . . . . ?
C18 C13 C14 C15 -2.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1849543'

_audit_update_record             
;
2018-06-15 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_publcif_datablock.id            {081bb5ed-7f30-4218-ab0e-8b3a660aca27}

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H30'
_chemical_formula_weight         462.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.0240(7)
_cell_length_b                   8.3079(6)
_cell_length_c                   17.6624(13)
_cell_angle_alpha                90
_cell_angle_beta                 90.015(2)
_cell_angle_gamma                90
_cell_volume                     1324.16(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1276
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      21.00

_exptl_crystal_description       Block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_F_000             492
_exptl_transmission_factor_min   0.864
_exptl_transmission_factor_max   0.864
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.065
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8532
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.306
_diffrn_reflns_theta_max         25.311
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2403
_reflns_number_gt                1666
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0781P)²+0.0186P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2403
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1466
_refine_ls_wR_factor_gt          0.1276
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
C1 C 0.7998(2) 0.1301(3) 0.20164(11) 0.0627(5) Uani 1 1 d . . . . .
H1 H 0.7625 0.0502 0.2332 0.075 Uiso 1 1 calc R U . . .
C2 C 0.7361(3) 0.1548(4) 0.13150(14) 0.0839(8) Uani 1 1 d . . . . .
H2 H 0.6556 0.0925 0.1166 0.101 Uiso 1 1 calc R U . . .
C3 C 0.7904(3) 0.2703(4) 0.08382(14) 0.0946(9) Uani 1 1 d . . . . .
H3 H 0.7479 0.2859 0.0364 0.113 Uiso 1 1 calc R U . . .
C4 C 0.9078(3) 0.3624(3) 0.10649(12) 0.0835(8) Uani 1 1 d . . . . .
H4 H 0.9446 0.4414 0.0743 0.100 Uiso 1 1 calc R U . . .
C5 C 0.9728(2) 0.3399(2) 0.17670(10) 0.0608(5) Uani 1 1 d . . . . .
H5 H 1.0529 0.4034 0.1910 0.073 Uiso 1 1 calc R U . . .
C6 C 0.91919(19) 0.2232(2) 0.22588(9) 0.0465(4) Uani 1 1 d . . . . .
C7 C 0.98775(18) 0.19614(19) 0.30150(9) 0.0437(4) Uani 1 1 d . . . . .
C8 C 1.14793(18) 0.2345(2) 0.31055(9) 0.0449(4) Uani 1 1 d . . . . .
C9 C 1.2511(2) 0.1882(2) 0.25631(12) 0.0595(5) Uani 1 1 d . . . . .
H9 H 1.2200 0.1316 0.2137 0.071 Uiso 1 1 calc R U . . .
C10 C 1.3991(2) 0.2252(3) 0.26506(16) 0.0802(7) Uani 1 1 d . . . . .
H10 H 1.4668 0.1941 0.2282 0.096 Uiso 1 1 calc R U . . .
C11 C 1.4472(3) 0.3072(3) 0.32747(19) 0.0873(8) Uani 1 1 d . . . . .
H11 H 1.5473 0.3306 0.3332 0.105 Uiso 1 1 calc R U . . .
C12 C 1.3477(3) 0.3548(3) 0.38150(15) 0.0799(7) Uani 1 1 d . . . . .
H12 H 1.3803 0.4105 0.4240 0.096 Uiso 1 1 calc R U . . .
C13 C 1.1989(2) 0.3201(2) 0.37289(11) 0.0601(5) Uani 1 1 d . . . . .
H13 H 1.1318 0.3546 0.4094 0.072 Uiso 1 1 calc R U . . .
C14 C 0.90646(19) 0.1399(2) 0.35887(9) 0.0524(5) Uani 1 1 d . . . . .
H14 H 0.8044 0.1414 0.3516 0.063 Uiso 1 1 calc R U . . .
C15 C 0.95757(18) 0.0756(2) 0.43241(9) 0.0475(5) Uani 1 1 d . . . . .
C16 C 0.88734(18) 0.1175(2) 0.50038(9) 0.0496(5) Uani 1 1 d . . . . .
C17 C 0.7699(2) 0.2453(3) 0.50256(12) 0.0733(6) Uani 1 1 d . . . . .
H17A H 0.7410 0.2643 0.5541 0.110 Uiso 1 1 calc R U . . .
H17B H 0.6854 0.2104 0.4739 0.110 Uiso 1 1 calc R U . . .
H17C H 0.8083 0.3429 0.4811 0.110 Uiso 1 1 calc R U . . .
C18 C 0.93219(19) 0.0417(2) 0.56593(9) 0.0513(5) Uani 1 1 d . . . . .
H18 H 0.8866 0.0702 0.6112 0.062 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
C1 C2 1.381(3) . ?
C1 C6 1.394(3) . ?
C2 C3 1.367(4) . ?
C3 C4 1.367(4) . ?
C4 C5 1.384(3) . ?
C5 C6 1.389(3) . ?
C6 C7 1.489(2) . ?
C7 C14 1.336(2) . ?
C7 C8 1.489(2) . ?
C8 C9 1.390(2) . ?
C8 C13 1.389(3) . ?
C9 C10 1.379(3) . ?
C10 C11 1.366(3) . ?
C11 C12 1.369(4) . ?
C12 C13 1.382(3) . ?
C14 C15 1.478(2) . ?
C15 C18 1.393(2) 3_756 ?
C15 C16 1.402(2) . ?
C16 C18 1.379(2) . ?
C16 C17 1.500(3) . ?
C18 C15 1.393(2) 3_756 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.0(2) . . ?
C3 C2 C1 120.5(2) . . ?
C4 C3 C2 119.4(2) . . ?
C3 C4 C5 121.0(2) . . ?
C4 C5 C6 120.5(2) . . ?
C5 C6 C1 117.68(18) . . ?
C5 C6 C7 121.46(17) . . ?
C1 C6 C7 120.86(16) . . ?
C14 C7 C8 121.80(15) . . ?
C14 C7 C6 120.35(15) . . ?
C8 C7 C6 117.85(14) . . ?
C9 C8 C13 117.81(17) . . ?
C9 C8 C7 121.13(16) . . ?
C13 C8 C7 121.05(16) . . ?
C10 C9 C8 120.6(2) . . ?
C11 C10 C9 120.6(2) . . ?
C10 C11 C12 119.9(2) . . ?
C11 C12 C13 120.1(2) . . ?
C12 C13 C8 121.0(2) . . ?
C7 C14 C15 128.45(16) . . ?
C18 C15 C16 118.61(16) 3_756 . ?
C18 C15 C14 119.61(15) 3_756 . ?
C16 C15 C14 121.45(16) . . ?
C18 C16 C15 118.23(16) . . ?
C18 C16 C17 120.59(16) . . ?
C15 C16 C17 121.16(16) . . ?
C16 C18 C15 123.16(15) . 3_756 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.9(3) . . . . ?
C1 C2 C3 C4 -0.6(3) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C1 0.5(3) . . . . ?
C4 C5 C6 C7 179.65(16) . . . . ?
C2 C1 C6 C5 -0.8(3) . . . . ?
C2 C1 C6 C7 -179.93(16) . . . . ?
C5 C6 C7 C14 151.44(17) . . . . ?
C1 C6 C7 C14 -29.5(2) . . . . ?
C5 C6 C7 C8 -28.3(2) . . . . ?
C1 C6 C7 C8 150.83(16) . . . . ?
C14 C7 C8 C9 135.79(19) . . . . ?
C6 C7 C8 C9 -44.5(2) . . . . ?
C14 C7 C8 C13 -45.3(2) . . . . ?
C6 C7 C8 C13 134.42(17) . . . . ?
C13 C8 C9 C10 0.6(3) . . . . ?
C7 C8 C9 C10 179.61(17) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C9 C10 C11 C12 -0.8(3) . . . . ?
C10 C11 C12 C13 -0.1(3) . . . . ?
C11 C12 C13 C8 1.2(3) . . . . ?
C9 C8 C13 C12 -1.4(3) . . . . ?
C7 C8 C13 C12 179.58(17) . . . . ?
C8 C7 C14 C15 -13.5(3) . . . . ?
C6 C7 C14 C15 166.86(17) . . . . ?
C7 C14 C15 C18 -49.9(3) . . . 3_756 ?
C7 C14 C15 C16 136.8(2) . . . . ?
C18 C15 C16 C18 0.7(3) 3_756 . . . ?
C14 C15 C16 C18 174.15(16) . . . . ?
C18 C15 C16 C17 178.76(17) 3_756 . . . ?
C14 C15 C16 C17 -7.8(3) . . . . ?
C15 C16 C18 C15 -0.8(3) . . . 3_756 ?
C17 C16 C18 C15 -178.80(17) . . . 3_756 ?

_refine_diff_density_max         0.141
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.046


loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1851648'
_audit_update_record             
;
2018-06-26 deposited with the CCDC.
2018-09-03 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         ?
_chemical_formula_sum            'C34 H20 O2'
_chemical_formula_weight         460.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   28.335(12)
_cell_length_b                   5.014(2)
_cell_length_c                   19.700(9)
_cell_angle_alpha                90
_cell_angle_beta                 125.34(2)
_cell_angle_gamma                90
_cell_volume                     2283.0(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    661
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      23.48

_exptl_crystal_description       Block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   0.864
_exptl_transmission_factor_max   0.864
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.082
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6975
_diffrn_reflns_av_unetI/netI     0.0764
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.762
_diffrn_reflns_theta_max         25.461
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2074
_reflns_number_gt                1106
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1672P)²+1.1209P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2074
_refine_ls_number_parameters     200
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1408
_refine_ls_R_factor_gt           0.0828
_refine_ls_wR_factor_ref         0.2842
_refine_ls_wR_factor_gt          0.2307
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_restrained_S_all      1.123
_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
C1 C 0.15495(16) -0.2033(7) 1.0301(2) 0.0409(9) Uani 1 1 d . . . . .
C2 C 0.13883(18) -0.3968(8) 1.0661(2) 0.0532(11) Uani 1 1 d . . . . .
H2 H 0.0998 -0.4274 1.0419 0.064 Uiso 1 1 calc R U . . .
C3 C 0.1785(2) -0.5367(9) 1.1343(3) 0.0590(12) Uani 1 1 d . . . . .
H3 H 0.1664 -0.6596 1.1567 0.071 Uiso 1 1 calc R U . . .
C4 C 0.2370(2) -0.4997(8) 1.1716(3) 0.0563(12) Uani 1 1 d . . . . .
H4 H 0.2640 -0.6023 1.2174 0.068 Uiso 1 1 calc R U . . .
C5 C 0.25503(17) -0.3118(8) 1.1409(2) 0.0493(11) Uani 1 1 d . . . . .
H5 H 0.2945 -0.2849 1.1673 0.059 Uiso 1 1 calc R U . . .
C6 C 0.21524(15) -0.1581(7) 1.0702(2) 0.0391(9) Uani 1 1 d . . . . .
C7 C 0.23293(14) 0.0428(7) 1.0363(2) 0.0379(9) Uani 1 1 d . . . . .
C8 C 0.19170(14) 0.1725(7) 0.9640(2) 0.0392(9) Uani 1 1 d . . . . .
C9 C 0.13242(15) 0.1185(8) 0.9237(2) 0.0434(10) Uani 1 1 d . . . . .
H9 H 0.1055 0.2064 0.8743 0.052 Uiso 1 1 calc R U . . .
C10 C 0.11339(15) -0.0627(7) 0.9561(2) 0.0411(9) Uani 1 1 d . . . . .
C11 C 0.20586(16) 0.3813(8) 0.9231(2) 0.0477(10) Uani 1 1 d . . . . .
C12 C 0.04948(14) -0.1002(7) 0.9093(2) 0.0433(10) Uani 1 1 d D . . . .
C15 C -0.06984(17) -0.1586(10) 0.8196(3) 0.0770(16) Uani 1 1 d D . . . .
H15 H -0.1099 -0.1753 0.7885 0.092 Uiso 1 1 calc R U . A 1
C13A C 0.0177(3) -0.1599(11) 0.8297(4) 0.048(2) Uani 0.501(6) 1 d D . P B 1
H13A H 0.0352 -0.1825 0.8021 0.058 Uiso 0.501(6) 1 calc R U P B 1
C14A C -0.0424(3) -0.1896(13) 0.7861(4) 0.065(3) Uani 0.501(6) 1 d D . P B 1
H14A H -0.0635 -0.2341 0.7299 0.078 Uiso 0.501(6) 1 calc R U P B 1
C16A C -0.0347(3) -0.0943(15) 0.9108(5) 0.062(3) Uani 0.501(6) 1 d D . P B 1
H16A H -0.0525 -0.0738 0.9380 0.075 Uiso 0.501(6) 1 calc R U P B 1
C17A C 0.0227(3) -0.0671(13) 0.9523(4) 0.054(2) Uani 0.501(6) 1 d D . P B 1
H17A H 0.0452 -0.0270 1.0088 0.064 Uiso 0.501(6) 1 calc R U P B 1
C13B C 0.0236(3) -0.3488(13) 0.8855(4) 0.055(2) Uani 0.499(6) 1 d D . P B 2
H13B H 0.0470 -0.4990 0.9011 0.066 Uiso 0.499(6) 1 calc R U P B 2
C14B C -0.0351(3) -0.3816(16) 0.8398(4) 0.072(3) Uani 0.499(6) 1 d D . P B 2
H14B H -0.0515 -0.5505 0.8226 0.087 Uiso 0.499(6) 1 calc R U P B 2
C16B C -0.0466(3) 0.0901(16) 0.8369(4) 0.069(3) Uani 0.499(6) 1 d D . P B 2
H16B H -0.0707 0.2384 0.8177 0.083 Uiso 0.499(6) 1 calc R U P B 2
C17B C 0.0123(3) 0.1246(13) 0.8827(4) 0.050(2) Uani 0.499(6) 1 d D . P B 2
H17B H 0.0279 0.2956 0.8963 0.060 Uiso 0.499(6) 1 calc R U P B 2
O1 O 0.16644(13) 0.4662(8) 0.8562(2) 0.1021(16) 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
C1 C10 1.423(5) . ?
C1 C2 1.424(5) . ?
C1 C6 1.426(5) . ?
C2 C3 1.347(6) . ?
C3 C4 1.383(6) . ?
C4 C5 1.368(5) . ?
C5 C6 1.410(5) . ?
C6 C7 1.448(5) . ?
C7 C8 1.375(5) . ?
C7 C11 1.479(5) 7_557 ?
C8 C9 1.408(5) . ?
C8 C11 1.510(5) . ?
C9 C10 1.385(5) . ?
C10 C12 1.494(5) . ?
C11 O1 1.209(5) . ?
C11 C7 1.479(5) 7_557 ?
C12 C13A 1.313(7) . ?
C12 C13B 1.383(7) . ?
C12 C17B 1.419(7) . ?
C12 C17A 1.437(7) . ?
C15 C14A 1.289(7) . ?
C15 C16B 1.359(9) . ?
C15 C14B 1.387(9) . ?
C15 C16A 1.501(8) . ?
C13A C14A 1.402(8) . ?
C16A C17A 1.340(9) . ?
C13B C14B 1.370(9) . ?
C16B C17B 1.374(9) . ?

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
C10 C1 C2 122.3(3) . . ?
C10 C1 C6 120.3(3) . . ?
C2 C1 C6 117.4(3) . . ?
C3 C2 C1 121.9(4) . . ?
C2 C3 C4 120.8(4) . . ?
C5 C4 C3 119.8(4) . . ?
C4 C5 C6 121.6(4) . . ?
C5 C6 C1 118.5(3) . . ?
C5 C6 C7 122.9(3) . . ?
C1 C6 C7 118.6(3) . . ?
C8 C7 C6 119.5(3) . . ?
C8 C7 C11 117.8(3) . 7_557 ?
C6 C7 C11 122.7(3) . 7_557 ?
C7 C8 C9 121.0(3) . . ?
C7 C8 C11 123.5(3) . . ?
C9 C8 C11 115.5(3) . . ?
C10 C9 C8 121.4(3) . . ?
C9 C10 C1 119.0(3) . . ?
C9 C10 C12 117.0(3) . . ?
C1 C10 C12 124.0(3) . . ?
O1 C11 C7 123.6(4) . 7_557 ?
O1 C11 C8 117.5(3) . . ?
C7 C11 C8 118.7(3) 7_557 . ?
C13B C12 C17B 117.1(4) . . ?
C13A C12 C17A 119.9(4) . . ?
C13A C12 C10 121.0(3) . . ?
C13B C12 C10 122.5(4) . . ?
C17B C12 C10 120.2(4) . . ?
C17A C12 C10 119.1(4) . . ?
C16B C15 C14B 120.5(5) . . ?
C14A C15 C16A 117.4(4) . . ?
C12 C13A C14A 120.5(5) . . ?
C15 C14A C13A 123.5(5) . . ?
C17A C16A C15 118.9(4) . . ?
C16A C17A C12 119.8(5) . . ?
C14B C13B C12 122.4(5) . . ?
C13B C14B C15 118.8(5) . . ?
C15 C16B C17B 120.6(5) . . ?
C16B C17B C12 120.2(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 177.3(4) . . . . ?
C6 C1 C2 C3 -1.3(6) . . . . ?
C1 C2 C3 C4 -0.9(7) . . . . ?
C2 C3 C4 C5 2.5(7) . . . . ?
C3 C4 C5 C6 -1.8(6) . . . . ?
C4 C5 C6 C1 -0.4(6) . . . . ?
C4 C5 C6 C7 179.8(4) . . . . ?
C10 C1 C6 C5 -176.7(3) . . . . ?
C2 C1 C6 C5 1.9(5) . . . . ?
C10 C1 C6 C7 3.1(5) . . . . ?
C2 C1 C6 C7 -178.3(3) . . . . ?
C5 C6 C7 C8 175.8(4) . . . . ?
C1 C6 C7 C8 -4.0(5) . . . . ?
C5 C6 C7 C11 -5.0(6) . . . 7_557 ?
C1 C6 C7 C11 175.3(3) . . . 7_557 ?
C6 C7 C8 C9 1.8(5) . . . . ?
C11 C7 C8 C9 -177.5(3) 7_557 . . . ?
C6 C7 C8 C11 -178.9(3) . . . . ?
C11 C7 C8 C11 1.8(6) 7_557 . . . ?
C7 C8 C9 C10 1.3(6) . . . . ?
C11 C8 C9 C10 -178.0(3) . . . . ?
C8 C9 C10 C1 -2.2(5) . . . . ?
C8 C9 C10 C12 178.6(3) . . . . ?
C2 C1 C10 C9 -178.6(4) . . . . ?
C6 C1 C10 C9 -0.1(5) . . . . ?
C2 C1 C10 C12 0.5(5) . . . . ?
C6 C1 C10 C12 179.1(3) . . . . ?
C7 C8 C11 O1 174.1(4) . . . . ?
C9 C8 C11 O1 -6.6(6) . . . . ?
C7 C8 C11 C7 -1.8(6) . . . 7_557 ?
C9 C8 C11 C7 177.5(3) . . . 7_557 ?
C9 C10 C12 C13A 53.7(5) . . . . ?
C1 C10 C12 C13A -125.5(4) . . . . ?
C9 C10 C12 C13B 127.9(4) . . . . ?
C1 C10 C12 C13B -51.3(5) . . . . ?
C9 C10 C12 C17B -47.9(5) . . . . ?
C1 C10 C12 C17B 132.9(4) . . . . ?
C9 C10 C12 C17A -125.6(4) . . . . ?
C1 C10 C12 C17A 55.2(5) . . . . ?
C17A C12 C13A C14A 0.5(3) . . . . ?
C10 C12 C13A C14A -178.8(3) . . . . ?
C16A C15 C14A C13A -1.7(6) . . . . ?
C12 C13A C14A C15 0.8(3) . . . . ?
C14A C15 C16A C17A 1.3(7) . . . . ?
C15 C16A C17A C12 -0.1(7) . . . . ?
C13A C12 C17A C16A -0.8(6) . . . . ?
C10 C12 C17A C16A 178.5(5) . . . . ?
C17B C12 C13B C14B -1.4(3) . . . . ?
C10 C12 C13B C14B -177.3(3) . . . . ?
C12 C13B C14B C15 -2.7(3) . . . . ?
C16B C15 C14B C13B 7.0(6) . . . . ?
C14B C15 C16B C17B -7.1(7) . . . . ?
C15 C16B C17B C12 2.7(7) . . . . ?
C13B C12 C17B C16B 1.5(5) . . . . ?
C10 C12 C17B C16B 177.5(4) . . . . ?

_refine_diff_density_max         0.307
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.069

