# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_SS170710_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1897095'
loop_
_audit_author_name
_audit_author_address
'Seth Sharber'
;Tufts University
United States of America
;
_audit_update_record             
;
2019-02-13 deposited with the CCDC.	2019-06-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H24 F10 O8'
_chemical_formula_weight         870.63

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.5972(8)
_cell_length_b                   13.9199(14)
_cell_length_c                   18.3585(19)
_cell_angle_alpha                100.489(2)
_cell_angle_beta                 91.139(2)
_cell_angle_gamma                102.556(2)
_cell_volume                     1859.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      26.59

_exptl_crystal_description       Plate
_exptl_crystal_colour            Violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_F_000             884
_exptl_transmission_factor_min   0.9630
_exptl_transmission_factor_max   0.9880
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.139
_shelx_estimated_absorpt_T_min   0.959
_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   
'Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31077
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.130
_diffrn_reflns_theta_max         26.628
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             7770
_reflns_number_gt                6197
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0650P)²+1.3875P] 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         7770
_refine_ls_number_parameters     561
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1347
_refine_ls_wR_factor_gt          0.1206
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
C1' C 0.6873(2) 0.52761(13) 0.50754(9) 0.0176(4) Uani 1 1 d . . . . .
H1' H 0.815469 0.546185 0.512724 0.021 Uiso 1 1 calc R U . . .
C1 C -0.3357(2) -0.02222(13) 0.48286(10) 0.0186(4) Uani 1 1 d . . . . .
H1 H -0.222340 -0.037396 0.471214 0.022 Uiso 1 1 calc R U . . .
C2' C 0.3970(2) 0.56613(13) 0.53272(9) 0.0174(4) Uani 1 1 d . . . . .
C2 C -0.3390(2) 0.06897(13) 0.52761(10) 0.0178(4) Uani 1 1 d . . . . .
C3' C 0.5870(2) 0.59541(13) 0.54070(9) 0.0177(4) Uani 1 1 d . . . . .
C3 C -0.4937(2) -0.09250(13) 0.45433(10) 0.0177(4) Uani 1 1 d . . . . .
C21 C -0.1582(2) 0.13686(14) 0.55213(11) 0.0211(4) Uani 1 1 d . . . . .
O21 O -0.0198(2) 0.11783(14) 0.53383(15) 0.0742(8) Uani 1 1 d . . . . .
O21' O 0.13629(19) 0.63437(11) 0.53278(8) 0.0315(3) Uani 1 1 d . . . . .
C21' C 0.2746(2) 0.63252(14) 0.56421(10) 0.0192(4) Uani 1 1 d . . . . .
C22 C 0.0030(3) 0.29310(17) 0.61865(14) 0.0382(6) Uani 1 1 d . . . . .
H22A H 0.040758 0.335999 0.581690 0.046 Uiso 1 1 calc R U . . .
H22B H 0.099050 0.257268 0.626177 0.046 Uiso 1 1 calc R U . . .
O22 O -0.16673(19) 0.22211(12) 0.59335(11) 0.0460(5) Uani 1 1 d . . . . .
O22' O 0.33454(17) 0.68562(10) 0.63172(7) 0.0216(3) Uani 1 1 d . . . . .
C22' C 0.2199(3) 0.75143(15) 0.66471(11) 0.0233(4) Uani 1 1 d . . . . .
H22C H 0.116612 0.712565 0.686785 0.028 Uiso 1 1 calc R U . . .
H22D H 0.171791 0.781939 0.626202 0.028 Uiso 1 1 calc R U . . .
C23 C -0.0299(2) 0.35522(14) 0.69032(12) 0.0255(4) Uani 1 1 d . . . . .
C23' C 0.3316(2) 0.83161(14) 0.72348(10) 0.0207(4) Uani 1 1 d . . . . .
C24 C -0.0482(3) 0.31677(17) 0.75479(15) 0.0361(5) Uani 1 1 d . . . . .
F24 F -0.0331(2) 0.22247(11) 0.75221(12) 0.0633(5) Uani 1 1 d . . . . .
F24' F 0.46312(18) 0.91740(10) 0.63273(7) 0.0386(3) Uani 1 1 d . . . . .
C24' C 0.4450(3) 0.91388(15) 0.70450(11) 0.0256(4) Uani 1 1 d . . . . .
C25 C -0.0771(3) 0.3718(2) 0.82135(14) 0.0428(6) Uani 1 1 d . . . . .
F25 F -0.0874(3) 0.33213(18) 0.88244(11) 0.0804(6) Uani 1 1 d . . . . .
F25' F 0.64570(19) 1.07211(10) 0.73564(10) 0.0512(4) Uani 1 1 d . . . . .
C25' C 0.5399(3) 0.99324(16) 0.75689(14) 0.0327(5) Uani 1 1 d . . . . .
C26 C -0.0911(3) 0.46898(19) 0.82526(13) 0.0367(5) Uani 1 1 d . . . . .
F26 F -0.1201(2) 0.52359(14) 0.88974(8) 0.0603(5) Uani 1 1 d . . . . .
F26' F 0.6167(2) 1.06550(11) 0.88233(9) 0.0530(4) Uani 1 1 d . . . . .
C26' C 0.5246(3) 0.99016(16) 0.83067(13) 0.0336(5) Uani 1 1 d . . . . .
C27 C -0.0751(3) 0.51001(15) 0.76273(13) 0.0304(5) Uani 1 1 d . . . . .
F27 F -0.09077(19) 0.60447(9) 0.76594(10) 0.0498(4) Uani 1 1 d . . . . .
F27' F 0.3972(2) 0.90670(11) 0.92393(7) 0.0442(4) Uani 1 1 d . . . . .
C27' C 0.4136(3) 0.90894(17) 0.85185(11) 0.0302(5) Uani 1 1 d . . . . .
C28 C -0.0438(3) 0.45357(15) 0.69644(11) 0.0253(4) Uani 1 1 d . . . . .
F28 F -0.02716(19) 0.49755(11) 0.63722(8) 0.0431(3) Uani 1 1 d . . . . .
F28' F 0.20710(16) 0.75554(9) 0.82097(7) 0.0322(3) Uani 1 1 d . . . . .
C28' C 0.3185(3) 0.83129(14) 0.79829(11) 0.0233(4) Uani 1 1 d . . . . .
C31 C -0.4768(2) -0.18234(13) 0.40587(10) 0.0187(4) Uani 1 1 d . . . . .
C31' C 0.6821(2) 0.68977(14) 0.58301(10) 0.0199(4) Uani 1 1 d . . . . .
C32 C -0.4611(2) -0.25509(14) 0.36266(10) 0.0198(4) Uani 1 1 d . . . . .
C32' C 0.7639(2) 0.76511(14) 0.62230(11) 0.0214(4) Uani 1 1 d . . . . .
C33 C -0.4517(2) -0.34250(13) 0.30928(10) 0.0185(4) Uani 1 1 d . . . . .
C33' C 0.8543(2) 0.84665(13) 0.67924(10) 0.0198(4) Uani 1 1 d . . . . .
C34 C -0.3947(3) -0.33307(14) 0.23858(11) 0.0227(4) Uani 1 1 d . . . . .
H34 H -0.362615 -0.268701 0.225704 0.027 Uiso 1 1 calc R U . . .
C34' C 0.9639(2) 0.93439(14) 0.66336(10) 0.0205(4) Uani 1 1 d . . . . .
H34' H 0.975455 0.943257 0.613445 0.025 Uiso 1 1 calc R U . . .
C35 C -0.3849(3) -0.41745(14) 0.18740(11) 0.0228(4) Uani 1 1 d . . . . .
H35 H -0.343519 -0.410746 0.139695 0.027 Uiso 1 1 calc R U . . .
C35' C 1.0551(3) 1.00810(14) 0.72111(10) 0.0205(4) Uani 1 1 d . . . . .
H35' H 1.130485 1.067375 0.710653 0.025 Uiso 1 1 calc R U . . .
C36 C -0.4353(2) -0.51217(13) 0.20519(10) 0.0193(4) Uani 1 1 d . . . . .
C36' C 1.0367(2) 0.99568(13) 0.79441(10) 0.0194(4) Uani 1 1 d . . . . .
C37 C -0.4933(3) -0.52179(14) 0.27541(10) 0.0215(4) Uani 1 1 d . . . . .
H37 H -0.528467 -0.586396 0.287662 0.026 Uiso 1 1 calc R U . . .
C37' C 0.9249(2) 0.90925(14) 0.80972(11) 0.0212(4) Uani 1 1 d . . . . .
H37' H 0.910829 0.901412 0.859759 0.025 Uiso 1 1 calc R U . . .
C38 C -0.4997(2) -0.43767(14) 0.32726(10) 0.0210(4) Uani 1 1 d . . . . .
H38 H -0.536935 -0.444481 0.375509 0.025 Uiso 1 1 calc R U . . .
C38' C 0.8345(2) 0.83493(14) 0.75296(11) 0.0221(4) Uani 1 1 d . . . . .
H38' H 0.758991 0.775946 0.763815 0.027 Uiso 1 1 calc R U . . .
C39 C -0.4369(3) -0.60399(14) 0.14903(11) 0.0229(4) Uani 1 1 d . . . . .
O39 O -0.53302(19) -0.68505(10) 0.14961(8) 0.0294(3) Uani 1 1 d . . . . .
O39' O 1.2470(2) 1.14822(11) 0.84634(8) 0.0317(3) Uani 1 1 d . . . . .
C39' C 1.1411(3) 1.07412(14) 0.85538(10) 0.0208(4) Uani 1 1 d . . . . .
C41' C 1.0921(3) 1.19743(17) 1.01322(12) 0.0356(5) Uani 1 1 d . . . . .
H41A H 1.082876 1.237045 0.974886 0.053 Uiso 1 1 calc R U . . .
H41B H 1.152185 1.241842 1.058640 0.053 Uiso 1 1 calc R U . . .
H41C H 0.970811 1.163339 1.023581 0.053 Uiso 1 1 calc R U . . .
C41 C -0.4418(3) -0.64919(17) -0.02804(12) 0.0349(5) Uani 1 1 d . . . . .
H41D H -0.395726 -0.583236 -0.040701 0.052 Uiso 1 1 calc R U . . .
H41E H -0.564858 -0.653581 -0.011783 0.052 Uiso 1 1 calc R U . . .
H41F H -0.442789 -0.701596 -0.071754 0.052 Uiso 1 1 calc R U . . .
C40' C 1.2001(3) 1.12091(16) 0.98647(11) 0.0287(4) Uani 1 1 d . . . . .
H40A H 1.320429 1.154949 0.973367 0.034 Uiso 1 1 calc R U . . .
H40B H 1.217934 1.084434 1.026566 0.034 Uiso 1 1 calc R U . . .
O40' O 1.10659(19) 1.05023(10) 0.92183(7) 0.0265(3) Uani 1 1 d . . . . .
O40 O -0.31848(19) -0.58431(10) 0.09753(8) 0.0282(3) Uani 1 1 d . . . . .
C40 C -0.3223(3) -0.66317(17) 0.03330(12) 0.0330(5) Uani 1 1 d . . . . .
H40C H -0.368831 -0.729467 0.046614 0.040 Uiso 1 1 calc R U . . .
H40D H -0.198510 -0.660687 0.016678 0.040 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' 1.388(3) 2_666 ?
C1' C3' 1.401(2) . ?
C1' H1' 0.9500 . ?
C1 C2 1.386(2) . ?
C1 C3 1.396(2) . ?
C1 H1 0.9500 . ?
C2' C3' 1.409(3) . ?
C2' C21' 1.502(2) . ?
C2 C3 1.411(2) 2_456 ?
C2 C21 1.496(2) . ?
C3' C31' 1.430(3) . ?
C3 C31 1.429(2) . ?
C21 O21 1.180(2) . ?
C21 O22 1.301(2) . ?
O21' C21' 1.196(2) . ?
C21' O22' 1.337(2) . ?
C22 O22 1.452(2) . ?
C22 C23 1.495(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
O22' C22' 1.460(2) . ?
C22' C23' 1.498(3) . ?
C22' H22C 0.9900 . ?
C22' H22D 0.9900 . ?
C23 C28 1.380(3) . ?
C23 C24 1.383(3) . ?
C23' C24' 1.380(3) . ?
C23' C28' 1.380(3) . ?
C24 F24 1.335(3) . ?
C24 C25 1.368(4) . ?
F24' C24' 1.336(2) . ?
C24' C25' 1.380(3) . ?
C25 F25 1.334(3) . ?
C25 C26 1.369(4) . ?
F25' C25' 1.337(3) . ?
C25' C26' 1.369(3) . ?
C26 F26 1.335(3) . ?
C26 C27 1.368(3) . ?
F26' C26' 1.335(2) . ?
C26' C27' 1.378(3) . ?
C27 F27 1.337(2) . ?
C27 C28 1.378(3) . ?
F27' C27' 1.337(2) . ?
C27' C28' 1.379(3) . ?
C28 F28 1.337(2) . ?
F28' C28' 1.337(2) . ?
C31 C32 1.197(3) . ?
C31' C32' 1.196(3) . ?
C32 C33 1.433(2) . ?
C32' C33' 1.433(3) . ?
C33 C34 1.396(3) . ?
C33 C38 1.397(3) . ?
C33' C38' 1.399(3) . ?
C33' C34' 1.402(3) . ?
C34 C35 1.381(3) . ?
C34 H34 0.9500 . ?
C34' C35' 1.387(3) . ?
C34' H34' 0.9500 . ?
C35 C36 1.391(3) . ?
C35 H35 0.9500 . ?
C35' C36' 1.393(3) . ?
C35' H35' 0.9500 . ?
C36 C37 1.390(3) . ?
C36 C39 1.487(2) . ?
C36' C37' 1.391(3) . ?
C36' C39' 1.489(2) . ?
C37 C38 1.379(3) . ?
C37 H37 0.9500 . ?
C37' C38' 1.378(3) . ?
C37' H37' 0.9500 . ?
C38 H38 0.9500 . ?
C38' H38' 0.9500 . ?
C39 O39 1.205(2) . ?
C39 O40 1.341(2) . ?
O39' C39' 1.202(2) . ?
C39' O40' 1.338(2) . ?
C41' C40' 1.501(3) . ?
C41' H41A 0.9800 . ?
C41' H41B 0.9800 . ?
C41' H41C 0.9800 . ?
C41 C40 1.498(3) . ?
C41 H41D 0.9800 . ?
C41 H41E 0.9800 . ?
C41 H41F 0.9800 . ?
C40' O40' 1.455(2) . ?
C40' H40A 0.9900 . ?
C40' H40B 0.9900 . ?
O40 C40 1.453(2) . ?
C40 H40C 0.9900 . ?
C40 H40D 0.9900 . ?

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' 121.30(17) 2_666 . ?
C2' C1' H1' 119.4 2_666 . ?
C3' C1' H1' 119.4 . . ?
C2 C1 C3 122.15(16) . . ?
C2 C1 H1 118.9 . . ?
C3 C1 H1 118.9 . . ?
C1' C2' C3' 120.27(16) 2_666 . ?
C1' C2' C21' 116.12(16) 2_666 . ?
C3' C2' C21' 123.59(16) . . ?
C1 C2 C3 119.64(16) . 2_456 ?
C1 C2 C21 115.54(15) . . ?
C3 C2 C21 124.81(16) 2_456 . ?
C1' C3' C2' 118.43(16) . . ?
C1' C3' C31' 118.49(16) . . ?
C2' C3' C31' 123.05(16) . . ?
C1 C3 C2 118.22(16) . 2_456 ?
C1 C3 C31 118.07(16) . . ?
C2 C3 C31 123.66(16) 2_456 . ?
O21 C21 O22 122.24(18) . . ?
O21 C21 C2 123.93(18) . . ?
O22 C21 C2 113.76(15) . . ?
O21' C21' O22' 124.50(17) . . ?
O21' C21' C2' 123.07(16) . . ?
O22' C21' C2' 112.39(15) . . ?
O22 C22 C23 106.42(17) . . ?
O22 C22 H22A 110.4 . . ?
C23 C22 H22A 110.4 . . ?
O22 C22 H22B 110.4 . . ?
C23 C22 H22B 110.4 . . ?
H22A C22 H22B 108.6 . . ?
C21 O22 C22 117.29(15) . . ?
C21' O22' C22' 114.44(14) . . ?
O22' C22' C23' 108.25(14) . . ?
O22' C22' H22C 110.0 . . ?
C23' C22' H22C 110.0 . . ?
O22' C22' H22D 110.0 . . ?
C23' C22' H22D 110.0 . . ?
H22C C22' H22D 108.4 . . ?
C28 C23 C24 116.02(19) . . ?
C28 C23 C22 122.5(2) . . ?
C24 C23 C22 121.4(2) . . ?
C24' C23' C28' 116.68(18) . . ?
C24' C23' C22' 120.43(18) . . ?
C28' C23' C22' 122.75(18) . . ?
F24 C24 C25 118.6(2) . . ?
F24 C24 C23 118.5(2) . . ?
C25 C24 C23 122.9(2) . . ?
F24' C24' C23' 118.93(18) . . ?
F24' C24' C25' 118.58(19) . . ?
C23' C24' C25' 122.49(19) . . ?
F25 C25 C24 120.5(2) . . ?
F25 C25 C26 120.0(2) . . ?
C24 C25 C26 119.5(2) . . ?
F25' C25' C26' 120.5(2) . . ?
F25' C25' C24' 120.2(2) . . ?
C26' C25' C24' 119.3(2) . . ?
F26 C26 C27 120.1(2) . . ?
F26 C26 C25 120.2(2) . . ?
C27 C26 C25 119.7(2) . . ?
F26' C26' C25' 120.3(2) . . ?
F26' C26' C27' 119.7(2) . . ?
C25' C26' C27' 119.95(19) . . ?
F27 C27 C26 120.0(2) . . ?
F27 C27 C28 120.1(2) . . ?
C26 C27 C28 119.9(2) . . ?
F27' C27' C26' 119.82(19) . . ?
F27' C27' C28' 120.7(2) . . ?
C26' C27' C28' 119.5(2) . . ?
F28 C28 C27 117.49(19) . . ?
F28 C28 C23 120.45(19) . . ?
C27 C28 C23 122.1(2) . . ?
F28' C28' C27' 117.79(18) . . ?
F28' C28' C23' 120.10(17) . . ?
C27' C28' C23' 122.07(19) . . ?
C32 C31 C3 176.9(2) . . ?
C32' C31' C3' 175.3(2) . . ?
C31 C32 C33 176.96(19) . . ?
C31' C32' C33' 170.5(2) . . ?
C34 C33 C38 119.43(17) . . ?
C34 C33 C32 120.06(17) . . ?
C38 C33 C32 120.51(17) . . ?
C38' C33' C34' 120.04(17) . . ?
C38' C33' C32' 117.42(17) . . ?
C34' C33' C32' 122.51(17) . . ?
C35 C34 C33 119.90(17) . . ?
C35 C34 H34 120.1 . . ?
C33 C34 H34 120.1 . . ?
C35' C34' C33' 119.46(17) . . ?
C35' C34' H34' 120.3 . . ?
C33' C34' H34' 120.3 . . ?
C34 C35 C36 120.46(18) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C34' C35' C36' 120.35(17) . . ?
C34' C35' H35' 119.8 . . ?
C36' C35' H35' 119.8 . . ?
C37 C36 C35 119.72(17) . . ?
C37 C36 C39 119.23(17) . . ?
C35 C36 C39 120.98(17) . . ?
C37' C36' C35' 119.79(17) . . ?
C37' C36' C39' 120.77(17) . . ?
C35' C36' C39' 119.42(17) . . ?
C38 C37 C36 120.08(17) . . ?
C38 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C38' C37' C36' 120.58(18) . . ?
C38' C37' H37' 119.7 . . ?
C36' C37' H37' 119.7 . . ?
C37 C38 C33 120.39(17) . . ?
C37 C38 H38 119.8 . . ?
C33 C38 H38 119.8 . . ?
C37' C38' C33' 119.76(17) . . ?
C37' C38' H38' 120.1 . . ?
C33' C38' H38' 120.1 . . ?
O39 C39 O40 124.71(17) . . ?
O39 C39 C36 124.31(18) . . ?
O40 C39 C36 110.98(16) . . ?
O39' C39' O40' 123.98(17) . . ?
O39' C39' C36' 124.63(17) . . ?
O40' C39' C36' 111.36(16) . . ?
C40' C41' H41A 109.5 . . ?
C40' C41' H41B 109.5 . . ?
H41A C41' H41B 109.5 . . ?
C40' C41' H41C 109.5 . . ?
H41A C41' H41C 109.5 . . ?
H41B C41' H41C 109.5 . . ?
C40 C41 H41D 109.5 . . ?
C40 C41 H41E 109.5 . . ?
H41D C41 H41E 109.5 . . ?
C40 C41 H41F 109.5 . . ?
H41D C41 H41F 109.5 . . ?
H41E C41 H41F 109.5 . . ?
O40' C40' C41' 110.17(17) . . ?
O40' C40' H40A 109.6 . . ?
C41' C40' H40A 109.6 . . ?
O40' C40' H40B 109.6 . . ?
C41' C40' H40B 109.6 . . ?
H40A C40' H40B 108.1 . . ?
C39' O40' C40' 117.00(15) . . ?
C39 O40 C40 117.34(16) . . ?
O40 C40 C41 109.33(18) . . ?
O40 C40 H40C 109.8 . . ?
C41 C40 H40C 109.8 . . ?
O40 C40 H40D 109.8 . . ?
C41 C40 H40D 109.8 . . ?
H40C C40 H40D 108.3 . . ?

_refine_diff_density_max         0.720
_refine_diff_density_min         -0.769
_refine_diff_density_rms         0.064


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethyl Acetate'
####################################################################### 
# 
# 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_SS170830_0m_a_06_
_database_code_depnum_ccdc_archive 'CCDC 1897097'
loop_
_audit_author_name
_audit_author_address
'Seth Sharber'
;Tufts University
United States of America
;
# Added during the CSD deposition process: Wednesday 13 February 2019 10:25 PM
# end Validation Reply Form


_audit_update_record             
;
2019-02-13 deposited with the CCDC.	2019-06-05 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_THETM01_SS170830_0m_a_06_   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Data was integrated to 0.95 Angstrom resolution based on intensity statistics using Mo-Ka radiation.  Resolution cut-off due to absence of diffraction at higher resolution.  Crystal dimensions grow increasingly thin and quality increasingly poor with appendage of terminal alkyl chains in structure, presenting difficulties in data quality and resolution limit.
;
# publcif _publ_body_element loop end

_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            'C46 H28 F10 O8'
_chemical_formula_weight         898.68

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   5.1931(13)
_cell_length_b                   13.104(3)
_cell_length_c                   28.245(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.665(5)
_cell_angle_gamma                90
_cell_volume                     1918.1(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7566
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      22.76

_exptl_crystal_description       Fiber
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_F_000             916
_exptl_transmission_factor_min   0.9340
_exptl_transmission_factor_max   0.9930
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.138
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
'Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19201
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.445
_diffrn_reflns_theta_max         22.768
_diffrn_reflns_theta_full        22.768
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2596
_reflns_number_gt                1984
_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)+(0.1259P)²+3.4164P] 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         2596
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0651
_refine_ls_wR_factor_ref         0.2108
_refine_ls_wR_factor_gt          0.1702
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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 0.9981(8) 0.9542(3) 0.45629(13) 0.0263(10) Uani 1 1 d . . . . .
H1 H 0.9973 0.9223 0.4261 0.032 Uiso 1 1 calc R U . . .
C2 C 1.1738(8) 1.0303(3) 0.46685(13) 0.0249(9) Uani 1 1 d . . . . .
C3 C 0.8196(8) 0.9213(3) 0.48822(13) 0.0248(9) Uani 1 1 d . . . . .
C21 C 1.3606(8) 1.0615(3) 0.43158(13) 0.0266(10) Uani 1 1 d . . . . .
O21 O 1.5356(6) 1.1204(2) 0.43825(9) 0.0321(8) Uani 1 1 d . . . . .
C22 C 1.4854(9) 1.0411(4) 0.35313(14) 0.0356(11) Uani 1 1 d . . . . .
H22A H 1.6672 1.0350 0.3656 0.043 Uiso 1 1 calc R U . . .
H22B H 1.4541 1.1121 0.3422 0.043 Uiso 1 1 calc R U . . .
O22 O 1.3098(6) 1.0138(2) 0.38957(9) 0.0330(8) Uani 1 1 d . . . . .
C23 C 1.4284(9) 0.9670(3) 0.31325(14) 0.0326(11) Uani 1 1 d . . . . .
C24 C 1.2150(9) 0.9766(4) 0.28243(15) 0.0417(12) Uani 1 1 d . . . . .
F24 F 1.0548(6) 1.0548(3) 0.28722(10) 0.0573(9) Uani 1 1 d . . . . .
C25 C 1.1619(10) 0.9052(5) 0.24570(15) 0.0522(15) Uani 1 1 d . . . . .
F25 F 0.9481(6) 0.9176(3) 0.21706(9) 0.0735(11) Uani 1 1 d . . . . .
C26 C 1.3251(11) 0.8253(4) 0.24111(16) 0.0496(14) Uani 1 1 d . . . . .
F26 F 1.2733(7) 0.7580(3) 0.20600(10) 0.0738(11) Uani 1 1 d . . . . .
C27 C 1.5395(11) 0.8149(4) 0.27088(15) 0.0453(13) Uani 1 1 d . . . . .
F27 F 1.7006(7) 0.7359(2) 0.26500(10) 0.0637(9) Uani 1 1 d . . . . .
C28 C 1.5869(9) 0.8844(4) 0.30652(14) 0.0369(12) Uani 1 1 d . . . . .
F28 F 1.7977(5) 0.8694(2) 0.33585(9) 0.0469(8) Uani 1 1 d . . . . .
C31 C 0.6372(8) 0.8453(3) 0.47278(13) 0.0270(10) Uani 1 1 d . . . . .
C32 C 0.4849(8) 0.7843(3) 0.45579(13) 0.0267(10) Uani 1 1 d . . . . .
C33 C 0.2910(8) 0.7164(3) 0.43642(13) 0.0262(10) Uani 1 1 d . . . . .
C34 C 0.1393(8) 0.6594(3) 0.46559(13) 0.0295(10) Uani 1 1 d . . . . .
H34 H 0.1705 0.6631 0.4991 0.035 Uiso 1 1 calc R U . . .
C35 C -0.0558(8) 0.5975(3) 0.44649(14) 0.0286(10) Uani 1 1 d . . . . .
H35 H -0.1574 0.5589 0.4668 0.034 Uiso 1 1 calc R U . . .
C36 C -0.1043(8) 0.5914(3) 0.39729(13) 0.0255(9) Uani 1 1 d . . . . .
C37 C 0.0486(8) 0.6483(3) 0.36821(14) 0.0308(10) Uani 1 1 d . . . . .
H37 H 0.0180 0.6445 0.3347 0.037 Uiso 1 1 calc R U . . .
C38 C 0.2417(8) 0.7092(3) 0.38723(14) 0.0310(10) Uani 1 1 d . . . . .
H38 H 0.3440 0.7473 0.3668 0.037 Uiso 1 1 calc R U . . .
C39 C -0.3084(8) 0.5253(3) 0.37451(14) 0.0277(10) Uani 1 1 d . . . . .
O39 O -0.3597(6) 0.5216(2) 0.33224(9) 0.0383(8) Uani 1 1 d . . . . .
C40 C -0.6264(8) 0.4008(3) 0.38519(13) 0.0280(10) Uani 1 1 d . . . . .
H40A H -0.5486 0.3510 0.3640 0.034 Uiso 1 1 calc R U . . .
H40B H -0.7582 0.4406 0.3662 0.034 Uiso 1 1 calc R U . . .
O40 O -0.4292(5) 0.4685(2) 0.40575(9) 0.0284(7) Uani 1 1 d . . . . .
C41 C -0.7493(9) 0.3458(3) 0.42456(14) 0.0325(10) Uani 1 1 d . . . . .
H41A H -0.8240 0.3960 0.4460 0.039 Uiso 1 1 calc R U . . .
H41B H -0.6169 0.3058 0.4433 0.039 Uiso 1 1 calc R U . . .
C42 C -0.9588(9) 0.2753(3) 0.40448(16) 0.0363(11) Uani 1 1 d . . . . .
H42A H -1.0913 0.3152 0.3865 0.054 Uiso 1 1 calc R U . . .
H42B H -1.0367 0.2395 0.4305 0.054 Uiso 1 1 calc R U . . .
H42C H -0.8842 0.2254 0.3834 0.054 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 1.372(6) . ?
C1 C3 1.401(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.417(6) 3_776 ?
C2 C21 1.491(6) . ?
C3 C2 1.417(6) 3_776 ?
C3 C31 1.424(6) . ?
C21 O21 1.198(5) . ?
C21 O22 1.352(5) . ?
C22 O22 1.463(5) . ?
C22 C23 1.502(6) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.371(7) . ?
C23 C28 1.381(7) . ?
C24 F24 1.332(6) . ?
C24 C25 1.411(7) . ?
C25 F25 1.341(6) . ?
C25 C26 1.359(8) . ?
C26 F26 1.342(6) . ?
C26 C27 1.358(8) . ?
C27 F27 1.348(6) . ?
C27 C28 1.368(7) . ?
C28 F28 1.344(5) . ?
C31 C32 1.203(6) . ?
C32 C33 1.426(6) . ?
C33 C34 1.393(6) . ?
C33 C38 1.400(6) . ?
C34 C35 1.380(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.398(6) . ?
C35 H35 0.9500 . ?
C36 C37 1.394(6) . ?
C36 C39 1.483(6) . ?
C37 C38 1.365(6) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 O39 1.208(5) . ?
C39 O40 1.340(5) . ?
C40 O40 1.448(5) . ?
C40 C41 1.502(6) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.510(6) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C3 122.8(4) . . ?
C2 C1 H1 118.6 . . ?
C3 C1 H1 118.6 . . ?
C1 C2 C3 119.8(4) . 3_776 ?
C1 C2 C21 120.4(3) . . ?
C3 C2 C21 119.7(4) 3_776 . ?
C1 C3 C2 117.4(4) . 3_776 ?
C1 C3 C31 118.2(3) . . ?
C2 C3 C31 124.4(4) 3_776 . ?
O21 C21 O22 122.6(4) . . ?
O21 C21 C2 126.2(4) . . ?
O22 C21 C2 111.1(3) . . ?
O22 C22 C23 105.5(3) . . ?
O22 C22 H22A 110.6 . . ?
C23 C22 H22A 110.6 . . ?
O22 C22 H22B 110.6 . . ?
C23 C22 H22B 110.6 . . ?
H22A C22 H22B 108.8 . . ?
C21 O22 C22 114.1(3) . . ?
C24 C23 C28 116.7(4) . . ?
C24 C23 C22 122.0(4) . . ?
C28 C23 C22 121.3(4) . . ?
F24 C24 C23 119.4(4) . . ?
F24 C24 C25 119.4(5) . . ?
C23 C24 C25 121.3(5) . . ?
F25 C25 C26 122.2(5) . . ?
F25 C25 C24 118.6(5) . . ?
C26 C25 C24 119.1(5) . . ?
F26 C26 C27 120.6(5) . . ?
F26 C26 C25 118.7(5) . . ?
C27 C26 C25 120.7(5) . . ?
F27 C27 C26 119.4(4) . . ?
F27 C27 C28 121.2(5) . . ?
C26 C27 C28 119.4(5) . . ?
F28 C28 C27 117.2(4) . . ?
F28 C28 C23 119.9(4) . . ?
C27 C28 C23 122.8(5) . . ?
C32 C31 C3 174.3(4) . . ?
C31 C32 C33 176.2(4) . . ?
C34 C33 C38 118.4(4) . . ?
C34 C33 C32 121.3(4) . . ?
C38 C33 C32 120.2(4) . . ?
C35 C34 C33 120.8(4) . . ?
C35 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C34 C35 C36 120.2(4) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C37 C36 C35 118.8(4) . . ?
C37 C36 C39 118.3(4) . . ?
C35 C36 C39 122.9(4) . . ?
C38 C37 C36 120.8(4) . . ?
C38 C37 H37 119.6 . . ?
C36 C37 H37 119.6 . . ?
C37 C38 C33 120.9(4) . . ?
C37 C38 H38 119.6 . . ?
C33 C38 H38 119.6 . . ?
O39 C39 O40 123.1(4) . . ?
O39 C39 C36 124.0(4) . . ?
O40 C39 C36 113.0(3) . . ?
O40 C40 C41 108.7(3) . . ?
O40 C40 H40A 110.0 . . ?
C41 C40 H40A 110.0 . . ?
O40 C40 H40B 110.0 . . ?
C41 C40 H40B 110.0 . . ?
H40A C40 H40B 108.3 . . ?
C39 O40 C40 115.1(3) . . ?
C40 C41 C42 110.2(3) . . ?
C40 C41 H41A 109.6 . . ?
C42 C41 H41A 109.6 . . ?
C40 C41 H41B 109.6 . . ?
C42 C41 H41B 109.6 . . ?
H41A C41 H41B 108.1 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?

_refine_diff_density_max         0.673
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.096


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/hexanes'
####################################################################### 
# 
# 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_SS190115_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1897096'
loop_
_audit_author_name
_audit_author_address
'Seth Sharber'
;Tufts University
United States of America
;
_audit_update_record             
;
2019-02-13 deposited with the CCDC.	2019-06-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H22 Cl6 F10 O8'
_chemical_formula_weight         1081.31

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   14.5910(6)
_cell_length_b                   5.8584(2)
_cell_length_c                   26.0228(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.6230(10)
_cell_angle_gamma                90
_cell_volume                     2178.81(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8131
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      19.39

_exptl_crystal_description       Prism
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   0.7007
_exptl_transmission_factor_max   0.7444
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    0.492
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
'Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39436
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_av_R_equivalents  0.0826
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.850
_diffrn_reflns_theta_max         25.357
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3980
_reflns_number_gt                2970
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0396P)²+4.2276P] 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         3980
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1066
_refine_ls_wR_factor_gt          0.0952
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
Cl1 Cl 0.71596(6) 0.20573(15) 0.39575(3) 0.0299(2) Uani 1 1 d . . . . .
C1 C -0.03599(19) 1.0033(5) 0.54492(10) 0.0139(6) Uani 1 1 d . . . . .
H1 H -0.060644 1.006384 0.576033 0.017 Uiso 1 1 calc R U . . .
C2 C 0.02421(18) 0.8284(5) 0.53811(10) 0.0121(6) Uani 1 1 d . . . . .
Cl2 Cl 0.70137(6) 0.17055(15) 0.28369(3) 0.0276(2) Uani 1 1 d . . . . .
Cl3 Cl 0.70917(8) -0.23784(16) 0.34606(4) 0.0465(3) Uani 1 1 d . . . . .
C3 C 0.06180(19) 0.8244(5) 0.49235(10) 0.0140(6) Uani 1 1 d . . . . .
C21 C 0.04897(19) 0.6472(5) 0.57879(10) 0.0142(6) Uani 1 1 d . . . . .
O21 O 0.09509(14) 0.4812(4) 0.57555(7) 0.0191(5) Uani 1 1 d . . . . .
C22 C 0.0356(2) 0.5289(5) 0.66312(11) 0.0208(7) Uani 1 1 d . . . . .
H22A H 0.103964 0.529315 0.677138 0.025 Uiso 1 1 calc R U . . .
H22B H 0.016502 0.373380 0.650406 0.025 Uiso 1 1 calc R U . . .
O22 O 0.01138(14) 0.6936(3) 0.62112(7) 0.0185(5) Uani 1 1 d . . . . .
C23 C -0.0162(2) 0.6012(5) 0.70457(11) 0.0169(6) Uani 1 1 d . . . . .
C24 C -0.0866(2) 0.4726(5) 0.71838(10) 0.0168(6) Uani 1 1 d . . . . .
F24 F -0.11193(13) 0.2730(3) 0.69382(7) 0.0271(4) Uani 1 1 d . . . . .
C25 C -0.1333(2) 0.5402(6) 0.75686(11) 0.0197(7) Uani 1 1 d . . . . .
F25 F -0.20044(13) 0.4088(3) 0.76993(7) 0.0318(5) Uani 1 1 d . . . . .
C26 C -0.1107(2) 0.7437(6) 0.78232(11) 0.0195(7) Uani 1 1 d . . . . .
F26 F -0.15642(12) 0.8138(3) 0.81915(6) 0.0287(5) Uani 1 1 d . . . . .
C27 C -0.0405(2) 0.8772(5) 0.76980(11) 0.0196(7) Uani 1 1 d . . . . .
F27 F -0.01830(13) 1.0754(3) 0.79501(7) 0.0279(4) Uani 1 1 d . . . . .
C28 C 0.0050(2) 0.8051(5) 0.73126(11) 0.0178(6) Uani 1 1 d . . . . .
F28 F 0.07237(13) 0.9392(3) 0.71951(7) 0.0277(4) Uani 1 1 d . . . . .
C31 C 0.1250(2) 0.6506(5) 0.48121(10) 0.0145(6) Uani 1 1 d . . . . .
C32 C 0.1761(2) 0.5178(5) 0.46778(10) 0.0144(6) Uani 1 1 d . . . . .
C33 C 0.24021(19) 0.3549(5) 0.45364(11) 0.0151(6) Uani 1 1 d . . . . .
C34 C 0.2780(2) 0.3892(5) 0.40867(11) 0.0183(7) Uani 1 1 d . . . . .
H34 H 0.257879 0.515292 0.386277 0.022 Uiso 1 1 calc R U . . .
C35 C 0.3439(2) 0.2411(5) 0.39692(11) 0.0180(7) Uani 1 1 d . . . . .
H35 H 0.369195 0.265622 0.366480 0.022 Uiso 1 1 calc R U . . .
C36 C 0.37382(19) 0.0553(5) 0.42934(11) 0.0148(6) Uani 1 1 d . . . . .
C37 C 0.3340(2) 0.0148(5) 0.47291(11) 0.0172(6) Uani 1 1 d . . . . .
H37 H 0.352279 -0.115393 0.494296 0.021 Uiso 1 1 calc R U . . .
C38 C 0.2684(2) 0.1632(5) 0.48496(11) 0.0171(6) Uani 1 1 d . . . . .
H38 H 0.241887 0.135273 0.514848 0.020 Uiso 1 1 calc R U . . .
C39 C 0.4498(2) -0.0891(5) 0.41632(11) 0.0170(6) Uani 1 1 d . . . . .
O39 O 0.49154(14) -0.0452(4) 0.38175(8) 0.0230(5) Uani 1 1 d . . . . .
C40 C 0.5391(2) -0.4256(6) 0.43485(12) 0.0245(7) Uani 1 1 d . . . . .
H40A H 0.516974 -0.494950 0.400295 0.037 Uiso 1 1 calc R U . . .
H40B H 0.552081 -0.545782 0.461525 0.037 Uiso 1 1 calc R U . . .
H40C H 0.596358 -0.338694 0.434634 0.037 Uiso 1 1 calc R U . . .
O40 O 0.46758(14) -0.2738(4) 0.44682(8) 0.0206(5) Uani 1 1 d . . . . .
C41 C 0.6709(2) 0.0453(5) 0.33932(12) 0.0221(7) Uani 1 1 d . . . . .
H41 H 0.601066 0.045372 0.334222 0.027 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
Cl1 C41 1.756(3) . ?
C1 C2 1.384(4) . ?
C1 C3 1.398(4) 3_576 ?
C1 H1 0.9500 . ?
C2 C3 1.408(4) . ?
C2 C21 1.491(4) . ?
Cl2 C41 1.758(3) . ?
Cl3 C41 1.748(3) . ?
C3 C31 1.442(4) . ?
C21 O21 1.195(3) . ?
C21 O22 1.353(3) . ?
C22 O22 1.448(3) . ?
C22 C23 1.498(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.379(4) . ?
C23 C28 1.385(4) . ?
C24 F24 1.348(3) . ?
C24 C25 1.378(4) . ?
C25 F25 1.342(3) . ?
C25 C26 1.372(4) . ?
C26 F26 1.338(3) . ?
C26 C27 1.378(4) . ?
C27 F27 1.341(3) . ?
C27 C28 1.376(4) . ?
C28 F28 1.341(3) . ?
C31 C32 1.178(4) . ?
C32 C33 1.436(4) . ?
C33 C38 1.400(4) . ?
C33 C34 1.405(4) . ?
C34 C35 1.375(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.392(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.394(4) . ?
C36 C39 1.486(4) . ?
C37 C38 1.376(4) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 O39 1.212(3) . ?
C39 O40 1.336(4) . ?
C40 O40 1.452(3) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41 1.0000 . ?

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 122.3(3) . 3_576 ?
C2 C1 H1 118.8 . . ?
C3 C1 H1 118.8 3_576 . ?
C1 C2 C3 119.1(3) . . ?
C1 C2 C21 120.3(2) . . ?
C3 C2 C21 120.6(2) . . ?
C1 C3 C2 118.6(3) 3_576 . ?
C1 C3 C31 117.7(2) 3_576 . ?
C2 C3 C31 123.8(3) . . ?
O21 C21 O22 123.2(3) . . ?
O21 C21 C2 126.0(2) . . ?
O22 C21 C2 110.8(2) . . ?
O22 C22 C23 105.8(2) . . ?
O22 C22 H22A 110.6 . . ?
C23 C22 H22A 110.6 . . ?
O22 C22 H22B 110.6 . . ?
C23 C22 H22B 110.6 . . ?
H22A C22 H22B 108.7 . . ?
C21 O22 C22 113.8(2) . . ?
C24 C23 C28 116.3(3) . . ?
C24 C23 C22 123.0(3) . . ?
C28 C23 C22 120.7(3) . . ?
F24 C24 C25 117.8(3) . . ?
F24 C24 C23 119.8(3) . . ?
C25 C24 C23 122.4(3) . . ?
F25 C25 C26 119.5(3) . . ?
F25 C25 C24 120.8(3) . . ?
C26 C25 C24 119.7(3) . . ?
F26 C26 C25 120.4(3) . . ?
F26 C26 C27 119.8(3) . . ?
C25 C26 C27 119.8(3) . . ?
F27 C27 C28 121.2(3) . . ?
F27 C27 C26 119.6(3) . . ?
C28 C27 C26 119.3(3) . . ?
F28 C28 C27 118.0(3) . . ?
F28 C28 C23 119.4(3) . . ?
C27 C28 C23 122.6(3) . . ?
C32 C31 C3 174.0(3) . . ?
C31 C32 C33 177.6(3) . . ?
C38 C33 C34 118.8(3) . . ?
C38 C33 C32 121.0(2) . . ?
C34 C33 C32 120.2(3) . . ?
C35 C34 C33 120.3(3) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C34 C35 C36 120.4(3) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C35 C36 C37 119.6(3) . . ?
C35 C36 C39 117.6(2) . . ?
C37 C36 C39 122.7(3) . . ?
C38 C37 C36 120.1(3) . . ?
C38 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C37 C38 C33 120.7(3) . . ?
C37 C38 H38 119.6 . . ?
C33 C38 H38 119.6 . . ?
O39 C39 O40 123.1(3) . . ?
O39 C39 C36 123.9(3) . . ?
O40 C39 C36 113.0(2) . . ?
O40 C40 H40A 109.5 . . ?
O40 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O40 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 O40 C40 115.5(2) . . ?
Cl3 C41 Cl1 111.45(17) . . ?
Cl3 C41 Cl2 110.48(17) . . ?
Cl1 C41 Cl2 110.51(17) . . ?
Cl3 C41 H41 108.1 . . ?
Cl1 C41 H41 108.1 . . ?
Cl2 C41 H41 108.1 . . ?

_refine_diff_density_max         1.455
_refine_diff_density_min         -0.976
_refine_diff_density_rms         0.070


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/hexanes'
####################################################################### 
# 
# 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_SS170815_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1897099'
loop_
_audit_author_name
_audit_author_address
'Seth Sharber'
;Tufts University
United States of America
;
# Added during the CSD deposition process: Wednesday 13 February 2019 10:25 PM
# end Validation Reply Form


_audit_update_record             
;
2019-02-13 deposited with the CCDC.	2019-06-05 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_THETM01_SS170815_0m_a       
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Data was integrated to 0.92 Angstrom resolution based on intensity statistics using Mo-Ka radiation.  Resolution cut-off due to absence of diffraction at higher resolution.  Crystal dimensions grow increasingly thin and quality increasingly poor with appendage of terminal alkyl chains in structure, presenting difficulties in data quality and resolution limit.
;
# publcif _publ_body_element loop end

_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            'C46 H28 F10 O8'
_chemical_formula_weight         898.68

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   13.7988(16)
_cell_length_b                   15.4277(18)
_cell_length_c                   19.196(2)
_cell_angle_alpha                97.224(3)
_cell_angle_beta                 97.656(2)
_cell_angle_gamma                101.419(2)
_cell_volume                     3920.9(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9943
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      21.84

_exptl_crystal_description       Plate
_exptl_crystal_colour            Violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_F_000             1832
_exptl_transmission_factor_min   0.9800
_exptl_transmission_factor_max   0.9960
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.135
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
'Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41215
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.084
_diffrn_reflns_theta_max         21.860
_diffrn_reflns_theta_full        21.860
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             9377
_reflns_number_gt                7409
_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)+(0.0746P)²+3.3957P] 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         9377
_refine_ls_number_parameters     1157
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1356
_refine_ls_wR_factor_gt          0.1174
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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
C1A C 0.4815(2) 0.32949(18) 0.48243(14) 0.0178(7) Uani 1 1 d . . . . .
H1A H 0.4652 0.3836 0.4711 0.021 Uiso 1 1 calc R U . . .
C1B C 1.0198(2) 0.84012(19) 0.51131(14) 0.0188(7) Uani 1 1 d . . . . .
H1B H 1.0384 0.9036 0.5175 0.023 Uiso 1 1 calc R U . . .
C2A C 0.5714(2) 0.33349(18) 0.52592(14) 0.0168(6) Uani 1 1 d . . . . .
C2B C 0.9276(2) 0.79707(18) 0.47199(14) 0.0171(6) Uani 1 1 d . . . . .
C3A C 0.59669(19) 0.25424(18) 0.54381(14) 0.0160(7) Uani 1 1 d . . . . .
C3B C 0.8991(2) 0.70277(18) 0.46194(14) 0.0168(7) Uani 1 1 d . . . . .
C21A C 0.6365(2) 0.42485(19) 0.54903(15) 0.0185(7) Uani 1 1 d . . . . .
O21A O 0.62165(16) 0.49003(14) 0.52488(12) 0.0365(6) Uani 1 1 d . . . . .
C6B C 1.0866(2) 0.79286(18) 0.54222(14) 0.0178(7) Uani 1 1 d . . . . .
C6A C 0.4143(2) 0.24876(18) 0.45482(14) 0.0168(7) Uani 1 1 d . . . . .
C5B C 1.0577(2) 0.69884(18) 0.53235(14) 0.0162(6) Uani 1 1 d . . . . .
C5A C 0.4396(2) 0.16948(18) 0.47301(14) 0.0166(6) Uani 1 1 d . . . . .
C4B C 0.9659(2) 0.65554(19) 0.49281(14) 0.0175(7) Uani 1 1 d . . . . .
H4B H 0.9477 0.5920 0.4864 0.021 Uiso 1 1 calc R U . . .
C4A C 0.5290(2) 0.17312(18) 0.51633(14) 0.0182(7) Uani 1 1 d . . . . .
H4A H 0.5451 0.1190 0.5278 0.022 Uiso 1 1 calc R U . . .
C22A C 0.7832(2) 0.5139(2) 0.62093(18) 0.0328(8) Uani 1 1 d . . . . .
H22A H 0.7459 0.5617 0.6298 0.039 Uiso 1 1 calc R U . . .
H22B H 0.8242 0.5280 0.5836 0.039 Uiso 1 1 calc R U . . .
O22A O 0.71428(15) 0.42740(13) 0.59895(11) 0.0312(5) Uani 1 1 d . . . . .
C21B C 0.8628(2) 0.8560(2) 0.44373(15) 0.0198(7) Uani 1 1 d . . . . .
O21B O 0.86211(16) 0.92820(14) 0.47431(11) 0.0359(6) Uani 1 1 d . . . . .
C23A C 0.8481(2) 0.50681(18) 0.68745(16) 0.0235(7) Uani 1 1 d . . . . .
C22B C 0.7418(2) 0.87471(19) 0.35163(15) 0.0221(7) Uani 1 1 d . . . . .
H22C H 0.7814 0.9242 0.3322 0.027 Uiso 1 1 calc R U . . .
H22D H 0.7097 0.9010 0.3898 0.027 Uiso 1 1 calc R U . . .
O22B O 0.80711(14) 0.81980(12) 0.38035(10) 0.0213(5) Uani 1 1 d . . . . .
C24A C 0.9437(2) 0.49274(19) 0.68865(16) 0.0249(7) Uani 1 1 d . . . . .
F24A F 0.98232(14) 0.48552(13) 0.62836(10) 0.0431(5) Uani 1 1 d . . . . .
C23B C 0.6633(2) 0.81700(18) 0.29384(15) 0.0202(7) Uani 1 1 d . . . . .
C25A C 1.0027(2) 0.48530(19) 0.75010(18) 0.0284(8) Uani 1 1 d . . . . .
F25A F 1.09427(13) 0.46857(13) 0.74822(11) 0.0472(5) Uani 1 1 d . . . . .
C24B C 0.6613(2) 0.82394(19) 0.22304(15) 0.0229(7) Uani 1 1 d . . . . .
C26A C 0.9681(3) 0.4945(2) 0.81338(17) 0.0336(8) Uani 1 1 d . . . . .
F26A F 1.02562(17) 0.48828(13) 0.87366(11) 0.0590(6) Uani 1 1 d . . . . .
C25B C 0.5849(2) 0.7756(2) 0.17127(16) 0.0303(8) Uani 1 1 d . . . . .
C27A C 0.8740(3) 0.5098(2) 0.81479(17) 0.0366(9) Uani 1 1 d . . . . .
F27A F 0.84074(19) 0.52376(15) 0.87717(11) 0.0669(7) Uani 1 1 d . . . . .
C26B C 0.5070(2) 0.7174(2) 0.18998(18) 0.0320(8) Uani 1 1 d . . . . .
C28A C 0.8155(2) 0.5140(2) 0.75239(18) 0.0310(8) Uani 1 1 d . . . . .
F28A F 0.72319(14) 0.52782(13) 0.75496(12) 0.0513(6) Uani 1 1 d . . . . .
C27B C 0.5066(2) 0.7085(2) 0.26009(19) 0.0311(8) Uani 1 1 d . . . . .
C31A C 0.6855(2) 0.25063(18) 0.59002(15) 0.0189(7) Uani 1 1 d . . . . .
F30B F 0.43282(14) 0.67003(13) 0.14012(11) 0.0525(6) Uani 1 1 d . . . . .
F29B F 0.43135(13) 0.65168(13) 0.27879(11) 0.0478(5) Uani 1 1 d . . . . .
C28B C 0.5845(2) 0.7573(2) 0.31021(16) 0.0247(7) Uani 1 1 d . . . . .
F28B F 0.58413(13) 0.74640(12) 0.37851(9) 0.0357(5) Uani 1 1 d . . . . .
C32A C 0.7567(2) 0.24443(18) 0.63077(15) 0.0183(7) Uani 1 1 d . . . . .
C31B C 0.8071(2) 0.65246(19) 0.41987(15) 0.0187(7) Uani 1 1 d . . . . .
F31B F 0.58507(16) 0.78531(13) 0.10289(9) 0.0471(5) Uani 1 1 d . . . . .
C33A C 0.8436(2) 0.24243(17) 0.68020(14) 0.0170(7) Uani 1 1 d . . . . .
C32B C 0.7349(2) 0.60774(19) 0.38101(15) 0.0188(7) Uani 1 1 d . . . . .
F32B F 0.73457(13) 0.88201(11) 0.20272(9) 0.0323(4) Uani 1 1 d . . . . .
C34A C 0.9383(2) 0.26605(19) 0.66236(15) 0.0208(7) Uani 1 1 d . . . . .
H34A H 0.9454 0.2832 0.6172 0.025 Uiso 1 1 calc R U . . .
C33B C 0.6543(2) 0.55749(18) 0.32693(15) 0.0188(7) Uani 1 1 d . . . . .
C35A C 1.0223(2) 0.26483(19) 0.70967(14) 0.0203(7) Uani 1 1 d . . . . .
H35A H 1.0869 0.2818 0.6972 0.024 Uiso 1 1 calc R U . . .
C34B C 0.6613(2) 0.56564(19) 0.25620(15) 0.0207(7) Uani 1 1 d . . . . .
H34B H 0.7174 0.6048 0.2450 0.025 Uiso 1 1 calc R U . . .
C36A C 1.0126(2) 0.23896(18) 0.77528(14) 0.0179(7) Uani 1 1 d . . . . .
C35B C 0.5868(2) 0.51684(18) 0.20239(15) 0.0204(7) Uani 1 1 d . . . . .
H35B H 0.5910 0.5236 0.1543 0.024 Uiso 1 1 calc R U . . .
C37A C 0.9178(2) 0.21433(19) 0.79296(15) 0.0226(7) Uani 1 1 d . . . . .
H37A H 0.9108 0.1960 0.8378 0.027 Uiso 1 1 calc R U . . .
C36B C 0.5058(2) 0.45777(18) 0.21833(15) 0.0185(7) Uani 1 1 d . . . . .
C38A C 0.8339(2) 0.21630(19) 0.74614(15) 0.0226(7) Uani 1 1 d . . . . .
H38A H 0.7693 0.1998 0.7589 0.027 Uiso 1 1 calc R U . . .
C37B C 0.4985(2) 0.44973(18) 0.28885(15) 0.0189(7) Uani 1 1 d . . . . .
H37B H 0.4431 0.4095 0.2999 0.023 Uiso 1 1 calc R U . . .
C39A C 1.1049(2) 0.24064(19) 0.82565(15) 0.0204(7) Uani 1 1 d . . . . .
O39A O 1.18737(15) 0.27974(14) 0.82053(11) 0.0290(5) Uani 1 1 d . . . . .
C38B C 0.5718(2) 0.50018(19) 0.34296(15) 0.0196(7) Uani 1 1 d . . . . .
H38B H 0.5658 0.4957 0.3912 0.023 Uiso 1 1 calc R U . . .
C40A C 1.1663(2) 0.1876(2) 0.93174(16) 0.0336(8) Uani 1 1 d . . . . .
H40A H 1.2251 0.2363 0.9319 0.040 Uiso 1 1 calc R U . . .
H40B H 1.1861 0.1296 0.9221 0.040 Uiso 1 1 calc R U . . .
O40A O 1.08437(15) 0.19258(14) 0.87724(11) 0.0312(5) Uani 1 1 d . . . . .
C39B C 0.4288(2) 0.4005(2) 0.16071(15) 0.0219(7) Uani 1 1 d . . . . .
O39B O 0.37021(14) 0.33463(14) 0.16917(10) 0.0264(5) Uani 1 1 d . . . . .
C41A C 1.1313(2) 0.1968(2) 1.00196(16) 0.0328(8) Uani 1 1 d . . . . .
H41A H 1.1150 0.2564 1.0118 0.039 Uiso 1 1 calc R U . . .
H41B H 1.1864 0.1937 1.0396 0.039 Uiso 1 1 calc R U . . .
C40B C 0.3635(3) 0.3716(2) 0.03804(16) 0.0415(9) Uani 1 1 d . . . . .
H40C H 0.2947 0.3596 0.0495 0.050 Uiso 1 1 calc R U . . .
H40D H 0.3834 0.3138 0.0274 0.050 Uiso 1 1 calc R U . . .
O40B O 0.43258(15) 0.42813(14) 0.09788(10) 0.0330(5) Uani 1 1 d . . . . .
C42A C 1.0411(3) 0.1260(2) 1.00527(18) 0.0422(9) Uani 1 1 d . . . . .
H42A H 0.9855 0.1299 0.9691 0.063 Uiso 1 1 calc R U . . .
H42B H 1.0218 0.1350 1.0525 0.063 Uiso 1 1 calc R U . . .
H42C H 1.0569 0.0668 0.9963 0.063 Uiso 1 1 calc R U . . .
C41B C 0.3670(2) 0.4201(2) -0.02480(17) 0.0351(8) Uani 1 1 d . . . . .
H41C H 0.3285 0.3793 -0.0678 0.042 Uiso 1 1 calc R U . . .
H41D H 0.4374 0.4373 -0.0324 0.042 Uiso 1 1 calc R U . . .
C51A C 0.3737(2) 0.07825(19) 0.45029(15) 0.0193(7) Uani 1 1 d . . . . .
O51A O 0.38907(18) 0.01350(16) 0.47369(15) 0.0593(8) Uani 1 1 d . . . . .
C42B C 0.3248(3) 0.5025(3) -0.01491(19) 0.0484(10) Uani 1 1 d . . . . .
H42D H 0.3321 0.5340 -0.0558 0.073 Uiso 1 1 calc R U . . .
H42E H 0.3611 0.5420 0.0286 0.073 Uiso 1 1 calc R U . . .
H42F H 0.2536 0.4853 -0.0111 0.073 Uiso 1 1 calc R U . . .
C52A C 0.2263(3) -0.0115(2) 0.3817(2) 0.0409(9) Uani 1 1 d . . . . .
H52A H 0.1892 -0.0291 0.4203 0.049 Uiso 1 1 calc R U . . .
H52B H 0.2636 -0.0580 0.3682 0.049 Uiso 1 1 calc R U . . .
O52A O 0.29429(17) 0.07533(14) 0.40438(14) 0.0481(7) Uani 1 1 d . . . . .
C51B C 1.1231(2) 0.63994(19) 0.56024(15) 0.0183(7) Uani 1 1 d . . . . .
O51B O 1.12837(15) 0.57032(14) 0.52741(11) 0.0293(5) Uani 1 1 d . . . . .
C53A C 0.1563(2) 0.00019(19) 0.31893(17) 0.0286(8) Uani 1 1 d . . . . .
C52B C 1.2374(2) 0.61736(19) 0.65509(15) 0.0231(7) Uani 1 1 d . . . . .
H52C H 1.2701 0.5914 0.6172 0.028 Uiso 1 1 calc R U . . .
H52D H 1.1975 0.5677 0.6741 0.028 Uiso 1 1 calc R U . . .
O52B O 1.17236(14) 0.67239(12) 0.62615(10) 0.0223(5) Uani 1 1 d . . . . .
C54A C 0.0564(2) -0.00160(19) 0.32060(16) 0.0252(7) Uani 1 1 d . . . . .
F54A F 0.01783(14) -0.01576(13) 0.37982(9) 0.0423(5) Uani 1 1 d . . . . .
C53B C 1.3146(2) 0.67498(18) 0.71316(15) 0.0203(7) Uani 1 1 d . . . . .
C55A C -0.0068(2) 0.01074(19) 0.26332(16) 0.0250(7) Uani 1 1 d . . . . .
F55A F -0.10230(13) 0.01188(13) 0.26737(10) 0.0430(5) Uani 1 1 d . . . . .
C54B C 1.3115(2) 0.67276(19) 0.78432(16) 0.0243(7) Uani 1 1 d . . . . .
F54B F 1.23464(14) 0.61871(12) 0.80421(9) 0.0359(5) Uani 1 1 d . . . . .
C56A C 0.0286(2) 0.0233(2) 0.20103(16) 0.0285(8) Uani 1 1 d . . . . .
F56A F -0.03407(14) 0.03461(12) 0.14472(9) 0.0419(5) Uani 1 1 d . . . . .
C55B C 1.3862(3) 0.7222(2) 0.83701(16) 0.0319(8) Uani 1 1 d . . . . .
F55B F 1.38084(16) 0.71760(13) 0.90556(9) 0.0503(6) Uani 1 1 d . . . . .
C57A C 0.1266(3) 0.0254(2) 0.19708(17) 0.0342(8) Uani 1 1 d . . . . .
F57A F 0.16061(17) 0.03715(15) 0.13572(12) 0.0608(6) Uani 1 1 d . . . . .
C56B C 1.4669(2) 0.7761(2) 0.81869(18) 0.0345(9) Uani 1 1 d . . . . .
F56B F 1.53962(15) 0.82542(13) 0.86944(12) 0.0589(6) Uani 1 1 d . . . . .
C58A C 0.1883(2) 0.0139(2) 0.2551(2) 0.0353(9) Uani 1 1 d . . . . .
F58A F 0.28447(14) 0.01529(14) 0.24947(13) 0.0605(6) Uani 1 1 d . . . . .
C57B C 1.4734(2) 0.7794(2) 0.7485(2) 0.0350(9) Uani 1 1 d . . . . .
F57B F 1.55295(14) 0.83146(13) 0.73001(13) 0.0548(6) Uani 1 1 d . . . . .
C61A C 0.3262(2) 0.25094(18) 0.40790(15) 0.0180(7) Uani 1 1 d . . . . .
C58B C 1.3975(2) 0.7303(2) 0.69707(16) 0.0263(7) Uani 1 1 d . . . . .
F58B F 1.40363(14) 0.73520(12) 0.62855(10) 0.0404(5) Uani 1 1 d . . . . .
C62A C 0.2546(2) 0.25382(18) 0.36538(15) 0.0190(7) Uani 1 1 d . . . . .
C61B C 1.1796(2) 0.84226(19) 0.58404(15) 0.0195(7) Uani 1 1 d . . . . .
C63A C 0.1698(2) 0.25273(17) 0.31330(14) 0.0169(7) Uani 1 1 d . . . . .
C62B C 1.2534(2) 0.88521(19) 0.62192(15) 0.0207(7) Uani 1 1 d . . . . .
C64A C 0.0739(2) 0.23794(19) 0.33010(15) 0.0209(7) Uani 1 1 d . . . . .
H64A H 0.0643 0.2283 0.3768 0.025 Uiso 1 1 calc R U . . .
C63B C 1.3371(2) 0.93380(18) 0.67391(15) 0.0198(7) Uani 1 1 d . . . . .
C65A C -0.0076(2) 0.23704(19) 0.27993(15) 0.0217(7) Uani 1 1 d . . . . .
H65A H -0.0731 0.2258 0.2919 0.026 Uiso 1 1 calc R U . . .
C64B C 1.3323(2) 0.92936(18) 0.74552(15) 0.0210(7) Uani 1 1 d . . . . .
H64B H 1.2751 0.8941 0.7587 0.025 Uiso 1 1 calc R U . . .
C66A C 0.0060(2) 0.25252(18) 0.21192(14) 0.0194(7) Uani 1 1 d . . . . .
C65B C 1.4111(2) 0.97645(18) 0.79726(15) 0.0205(7) Uani 1 1 d . . . . .
H65B H 1.4084 0.9727 0.8460 0.025 Uiso 1 1 calc R U . . .
C67A C 0.1016(2) 0.26742(19) 0.19484(15) 0.0222(7) Uani 1 1 d . . . . .
H67A H 0.1111 0.2783 0.1484 0.027 Uiso 1 1 calc R U . . .
C66B C 1.4941(2) 1.02923(18) 0.77820(15) 0.0188(7) Uani 1 1 d . . . . .
C68A C 0.1830(2) 0.26657(19) 0.24444(15) 0.0212(7) Uani 1 1 d . . . . .
H68A H 0.2481 0.2754 0.2318 0.025 Uiso 1 1 calc R U . . .
C67B C 1.4988(2) 1.03363(18) 0.70673(15) 0.0192(7) Uani 1 1 d . . . . .
H67B H 1.5555 1.0698 0.6936 0.023 Uiso 1 1 calc R U . . .
C69A C -0.0833(2) 0.25031(19) 0.15872(15) 0.0222(7) Uani 1 1 d . . . . .
O69A O -0.16758(15) 0.21448(14) 0.16312(11) 0.0306(5) Uani 1 1 d . . . . .
C68B C 1.4213(2) 0.98557(18) 0.65484(15) 0.0198(7) Uani 1 1 d . . . . .
H68B H 1.4253 0.9878 0.6060 0.024 Uiso 1 1 calc R U . . .
C70A C -0.1396(2) 0.2922(2) 0.04790(17) 0.0355(8) Uani 1 1 d . . . . .
H70A H -0.1854 0.3289 0.0653 0.043 Uiso 1 1 calc R U . . .
H70B H -0.1784 0.2301 0.0316 0.043 Uiso 1 1 calc R U . . .
O70A O -0.05893(15) 0.29343(14) 0.10494(10) 0.0292(5) Uani 1 1 d . . . . .
C69B C 1.5770(2) 1.0839(2) 0.83315(15) 0.0204(7) Uani 1 1 d . . . . .
O69B O 1.64029(15) 1.14404(14) 0.82166(10) 0.0288(5) Uani 1 1 d . . . . .
C71A C -0.0966(3) 0.3290(2) -0.01256(16) 0.0369(9) Uani 1 1 d . . . . .
H71A H -0.0512 0.2920 -0.0299 0.044 Uiso 1 1 calc R U . . .
H71B H -0.0569 0.3907 0.0042 0.044 Uiso 1 1 calc R U . . .
C70B C 1.6480(2) 1.1142(2) 0.95473(15) 0.0308(8) Uani 1 1 d . . . . .
H70C H 1.6356 1.1753 0.9641 0.037 Uiso 1 1 calc R U . . .
H70D H 1.7156 1.1188 0.9416 0.037 Uiso 1 1 calc R U . . .
O70B O 1.57317(14) 1.06021(13) 0.89739(10) 0.0276(5) Uani 1 1 d . . . . .
C72A C -0.1790(3) 0.3299(2) -0.07319(18) 0.0413(9) Uani 1 1 d . . . . .
H72A H -0.1491 0.3542 -0.1121 0.062 Uiso 1 1 calc R U . . .
H72B H -0.2234 0.3674 -0.0563 0.062 Uiso 1 1 calc R U . . .
H72C H -0.2177 0.2687 -0.0903 0.062 Uiso 1 1 calc R U . . .
C72B C 1.6750(3) 0.9823(2) 1.01342(19) 0.0459(9) Uani 1 1 d . . . . .
H72D H 1.6326 0.9410 0.9729 0.069 Uiso 1 1 calc R U . . .
H72E H 1.6688 0.9563 1.0571 0.069 Uiso 1 1 calc R U . . .
H72F H 1.7449 0.9926 1.0059 0.069 Uiso 1 1 calc R U . . .
C71B C 1.6419(2) 1.0701(2) 1.02019(16) 0.0288(8) Uani 1 1 d . . . . .
H71C H 1.5719 1.0596 1.0294 0.035 Uiso 1 1 calc R U . . .
H71D H 1.6844 1.1113 1.0616 0.035 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
C1A C2A 1.386(4) . ?
C1A C6A 1.392(4) . ?
C1A H1A 0.9500 . ?
C1B C2B 1.383(4) . ?
C1B C6B 1.401(4) . ?
C1B H1B 0.9500 . ?
C2A C3A 1.406(4) . ?
C2A C21A 1.492(4) . ?
C2B C3B 1.411(4) . ?
C2B C21B 1.495(4) . ?
C3A C4A 1.399(4) . ?
C3A C31A 1.428(4) . ?
C3B C4B 1.401(4) . ?
C3B C31B 1.430(4) . ?
C21A O21A 1.200(3) . ?
C21A O22A 1.331(3) . ?
C6B C5B 1.407(4) . ?
C6B C61B 1.434(4) . ?
C6A C5A 1.408(4) . ?
C6A C61A 1.422(4) . ?
C5B C4B 1.381(4) . ?
C5B C51B 1.498(4) . ?
C5A C4A 1.380(4) . ?
C5A C51A 1.494(4) . ?
C4B H4B 0.9500 . ?
C4A H4A 0.9500 . ?
C22A O22A 1.454(4) . ?
C22A C23A 1.488(4) . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
C21B O21B 1.195(3) . ?
C21B O22B 1.339(3) . ?
C23A C24A 1.376(4) . ?
C23A C28A 1.380(4) . ?
C22B O22B 1.457(3) . ?
C22B C23B 1.498(4) . ?
C22B H22C 0.9900 . ?
C22B H22D 0.9900 . ?
C24A F24A 1.338(3) . ?
C24A C25A 1.372(4) . ?
C23B C24B 1.374(4) . ?
C23B C28B 1.377(4) . ?
C25A F25A 1.343(3) . ?
C25A C26A 1.365(5) . ?
C24B F32B 1.346(3) . ?
C24B C25B 1.370(4) . ?
C26A F26A 1.338(4) . ?
C26A C27A 1.369(5) . ?
C25B F31B 1.340(4) . ?
C25B C26B 1.376(5) . ?
C27A F27A 1.346(4) . ?
C27A C28A 1.368(5) . ?
C26B F30B 1.329(3) . ?
C26B C27B 1.370(5) . ?
C28A F28A 1.339(4) . ?
C27B F29B 1.340(4) . ?
C27B C28B 1.367(4) . ?
C31A C32A 1.200(4) . ?
C28B F28B 1.343(3) . ?
C32A C33A 1.434(4) . ?
C31B C32B 1.194(4) . ?
C33A C34A 1.386(4) . ?
C33A C38A 1.391(4) . ?
C32B C33B 1.437(4) . ?
C34A C35A 1.379(4) . ?
C34A H34A 0.9500 . ?
C33B C38B 1.391(4) . ?
C33B C34B 1.394(4) . ?
C35A C36A 1.383(4) . ?
C35A H35A 0.9500 . ?
C34B C35B 1.380(4) . ?
C34B H34B 0.9500 . ?
C36A C37A 1.388(4) . ?
C36A C39A 1.486(4) . ?
C35B C36B 1.390(4) . ?
C35B H35B 0.9500 . ?
C37A C38A 1.375(4) . ?
C37A H37A 0.9500 . ?
C36B C37B 1.390(4) . ?
C36B C39B 1.484(4) . ?
C38A H38A 0.9500 . ?
C37B C38B 1.383(4) . ?
C37B H37B 0.9500 . ?
C39A O39A 1.201(3) . ?
C39A O40A 1.337(3) . ?
C38B H38B 0.9500 . ?
C40A O40A 1.455(3) . ?
C40A C41A 1.491(4) . ?
C40A H40A 0.9900 . ?
C40A H40B 0.9900 . ?
C39B O39B 1.209(3) . ?
C39B O40B 1.333(4) . ?
C41A C42A 1.499(5) . ?
C41A H41A 0.9900 . ?
C41A H41B 0.9900 . ?
C40B O40B 1.454(4) . ?
C40B C41B 1.498(5) . ?
C40B H40C 0.9900 . ?
C40B H40D 0.9900 . ?
C42A H42A 0.9800 . ?
C42A H42B 0.9800 . ?
C42A H42C 0.9800 . ?
C41B C42B 1.502(5) . ?
C41B H41C 0.9900 . ?
C41B H41D 0.9900 . ?
C51A O51A 1.190(4) . ?
C51A O52A 1.301(3) . ?
C42B H42D 0.9800 . ?
C42B H42E 0.9800 . ?
C42B H42F 0.9800 . ?
C52A O52A 1.453(4) . ?
C52A C53A 1.495(4) . ?
C52A H52A 0.9900 . ?
C52A H52B 0.9900 . ?
C51B O51B 1.195(3) . ?
C51B O52B 1.338(3) . ?
C53A C54A 1.378(4) . ?
C53A C58A 1.384(5) . ?
C52B O52B 1.456(3) . ?
C52B C53B 1.493(4) . ?
C52B H52C 0.9900 . ?
C52B H52D 0.9900 . ?
C54A F54A 1.342(3) . ?
C54A C55A 1.367(4) . ?
C53B C54B 1.377(4) . ?
C53B C58B 1.380(4) . ?
C55A F55A 1.334(3) . ?
C55A C56A 1.372(4) . ?
C54B F54B 1.343(3) . ?
C54B C55B 1.373(4) . ?
C56A F56A 1.343(3) . ?
C56A C57A 1.359(5) . ?
C55B F55B 1.338(4) . ?
C55B C56B 1.366(5) . ?
C57A F57A 1.345(4) . ?
C57A C58A 1.362(5) . ?
C56B F56B 1.336(4) . ?
C56B C57B 1.370(5) . ?
C58A F58A 1.341(4) . ?
C57B F57B 1.342(4) . ?
C57B C58B 1.367(5) . ?
C61A C62A 1.207(4) . ?
C58B F58B 1.340(3) . ?
C62A C63A 1.431(4) . ?
C61B C62B 1.192(4) . ?
C63A C64A 1.385(4) . ?
C63A C68A 1.395(4) . ?
C62B C63B 1.433(4) . ?
C64A C65A 1.376(4) . ?
C64A H64A 0.9500 . ?
C63B C68B 1.393(4) . ?
C63B C64B 1.395(4) . ?
C65A C66A 1.386(4) . ?
C65A H65A 0.9500 . ?
C64B C65B 1.383(4) . ?
C64B H64B 0.9500 . ?
C66A C67A 1.384(4) . ?
C66A C69A 1.484(4) . ?
C65B C66B 1.388(4) . ?
C65B H65B 0.9500 . ?
C67A C68A 1.375(4) . ?
C67A H67A 0.9500 . ?
C66B C67B 1.391(4) . ?
C66B C69B 1.485(4) . ?
C68A H68A 0.9500 . ?
C67B C68B 1.379(4) . ?
C67B H67B 0.9500 . ?
C69A O69A 1.203(3) . ?
C69A O70A 1.341(4) . ?
C68B H68B 0.9500 . ?
C70A O70A 1.449(3) . ?
C70A C71A 1.495(5) . ?
C70A H70A 0.9900 . ?
C70A H70B 0.9900 . ?
C69B O69B 1.206(3) . ?
C69B O70B 1.334(3) . ?
C71A C72A 1.518(4) . ?
C71A H71A 0.9900 . ?
C71A H71B 0.9900 . ?
C70B O70B 1.448(3) . ?
C70B C71B 1.506(4) . ?
C70B H70C 0.9900 . ?
C70B H70D 0.9900 . ?
C72A H72A 0.9800 . ?
C72A H72B 0.9800 . ?
C72A H72C 0.9800 . ?
C72B C71B 1.510(5) . ?
C72B H72D 0.9800 . ?
C72B H72E 0.9800 . ?
C72B H72F 0.9800 . ?
C71B H71C 0.9900 . ?
C71B H71D 0.9900 . ?

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
C2A C1A C6A 122.2(3) . . ?
C2A C1A H1A 118.9 . . ?
C6A C1A H1A 118.9 . . ?
C2B C1B C6B 121.9(3) . . ?
C2B C1B H1B 119.0 . . ?
C6B C1B H1B 119.0 . . ?
C1A C2A C3A 119.9(2) . . ?
C1A C2A C21A 115.5(2) . . ?
C3A C2A C21A 124.6(2) . . ?
C1B C2B C3B 119.7(2) . . ?
C1B C2B C21B 116.2(2) . . ?
C3B C2B C21B 124.0(2) . . ?
C4A C3A C2A 118.0(2) . . ?
C4A C3A C31A 117.3(2) . . ?
C2A C3A C31A 124.6(2) . . ?
C4B C3B C2B 118.3(2) . . ?
C4B C3B C31B 118.1(2) . . ?
C2B C3B C31B 123.6(2) . . ?
O21A C21A O22A 122.7(3) . . ?
O21A C21A C2A 123.9(3) . . ?
O22A C21A C2A 113.4(2) . . ?
C1B C6B C5B 118.2(2) . . ?
C1B C6B C61B 118.7(2) . . ?
C5B C6B C61B 123.1(2) . . ?
C1A C6A C5A 117.9(2) . . ?
C1A C6A C61A 118.1(2) . . ?
C5A C6A C61A 123.9(2) . . ?
C4B C5B C6B 120.1(2) . . ?
C4B C5B C51B 116.1(2) . . ?
C6B C5B C51B 123.8(2) . . ?
C4A C5A C6A 120.2(2) . . ?
C4A C5A C51A 115.5(2) . . ?
C6A C5A C51A 124.3(2) . . ?
C5B C4B C3B 121.8(3) . . ?
C5B C4B H4B 119.1 . . ?
C3B C4B H4B 119.1 . . ?
C5A C4A C3A 121.9(3) . . ?
C5A C4A H4A 119.0 . . ?
C3A C4A H4A 119.0 . . ?
O22A C22A C23A 106.3(2) . . ?
O22A C22A H22A 110.5 . . ?
C23A C22A H22A 110.5 . . ?
O22A C22A H22B 110.5 . . ?
C23A C22A H22B 110.5 . . ?
H22A C22A H22B 108.7 . . ?
C21A O22A C22A 115.8(2) . . ?
O21B C21B O22B 123.8(3) . . ?
O21B C21B C2B 123.3(3) . . ?
O22B C21B C2B 112.9(2) . . ?
C24A C23A C28A 115.6(3) . . ?
C24A C23A C22A 122.8(3) . . ?
C28A C23A C22A 121.6(3) . . ?
O22B C22B C23B 108.7(2) . . ?
O22B C22B H22C 110.0 . . ?
C23B C22B H22C 110.0 . . ?
O22B C22B H22D 110.0 . . ?
C23B C22B H22D 110.0 . . ?
H22C C22B H22D 108.3 . . ?
C21B O22B C22B 114.5(2) . . ?
F24A C24A C25A 117.4(3) . . ?
F24A C24A C23A 120.1(3) . . ?
C25A C24A C23A 122.5(3) . . ?
C24B C23B C28B 116.2(3) . . ?
C24B C23B C22B 123.1(3) . . ?
C28B C23B C22B 120.6(3) . . ?
F25A C25A C26A 119.8(3) . . ?
F25A C25A C24A 120.3(3) . . ?
C26A C25A C24A 119.9(3) . . ?
F32B C24B C25B 117.6(3) . . ?
F32B C24B C23B 119.9(3) . . ?
C25B C24B C23B 122.5(3) . . ?
F26A C26A C25A 120.3(3) . . ?
F26A C26A C27A 120.2(3) . . ?
C25A C26A C27A 119.6(3) . . ?
F31B C25B C24B 120.6(3) . . ?
F31B C25B C26B 119.9(3) . . ?
C24B C25B C26B 119.5(3) . . ?
F27A C27A C28A 120.4(3) . . ?
F27A C27A C26A 120.3(3) . . ?
C28A C27A C26A 119.3(3) . . ?
F30B C26B C27B 120.4(3) . . ?
F30B C26B C25B 119.9(3) . . ?
C27B C26B C25B 119.7(3) . . ?
F28A C28A C27A 118.2(3) . . ?
F28A C28A C23A 118.7(3) . . ?
C27A C28A C23A 123.1(3) . . ?
F29B C27B C28B 120.7(3) . . ?
F29B C27B C26B 120.1(3) . . ?
C28B C27B C26B 119.2(3) . . ?
C32A C31A C3A 176.4(3) . . ?
F28B C28B C27B 118.5(3) . . ?
F28B C28B C23B 118.5(3) . . ?
C27B C28B C23B 123.0(3) . . ?
C31A C32A C33A 176.8(3) . . ?
C32B C31B C3B 174.6(3) . . ?
C34A C33A C38A 119.2(3) . . ?
C34A C33A C32A 120.1(3) . . ?
C38A C33A C32A 120.7(3) . . ?
C31B C32B C33B 172.7(3) . . ?
C35A C34A C33A 120.5(3) . . ?
C35A C34A H34A 119.7 . . ?
C33A C34A H34A 119.7 . . ?
C38B C33B C34B 119.7(3) . . ?
C38B C33B C32B 122.2(3) . . ?
C34B C33B C32B 118.1(3) . . ?
C34A C35A C36A 120.2(3) . . ?
C34A C35A H35A 119.9 . . ?
C36A C35A H35A 119.9 . . ?
C35B C34B C33B 120.1(3) . . ?
C35B C34B H34B 120.0 . . ?
C33B C34B H34B 120.0 . . ?
C35A C36A C37A 119.4(3) . . ?
C35A C36A C39A 118.7(3) . . ?
C37A C36A C39A 121.9(3) . . ?
C34B C35B C36B 120.2(3) . . ?
C34B C35B H35B 119.9 . . ?
C36B C35B H35B 119.9 . . ?
C38A C37A C36A 120.5(3) . . ?
C38A C37A H37A 119.7 . . ?
C36A C37A H37A 119.7 . . ?
C37B C36B C35B 119.8(3) . . ?
C37B C36B C39B 119.4(3) . . ?
C35B C36B C39B 120.7(3) . . ?
C37A C38A C33A 120.1(3) . . ?
C37A C38A H38A 120.0 . . ?
C33A C38A H38A 120.0 . . ?
C38B C37B C36B 120.1(3) . . ?
C38B C37B H37B 120.0 . . ?
C36B C37B H37B 120.0 . . ?
O39A C39A O40A 124.3(3) . . ?
O39A C39A C36A 124.4(3) . . ?
O40A C39A C36A 111.3(2) . . ?
C37B C38B C33B 120.1(3) . . ?
C37B C38B H38B 119.9 . . ?
C33B C38B H38B 119.9 . . ?
O40A C40A C41A 108.1(3) . . ?
O40A C40A H40A 110.1 . . ?
C41A C40A H40A 110.1 . . ?
O40A C40A H40B 110.1 . . ?
C41A C40A H40B 110.1 . . ?
H40A C40A H40B 108.4 . . ?
C39A O40A C40A 118.6(2) . . ?
O39B C39B O40B 123.4(3) . . ?
O39B C39B C36B 124.0(3) . . ?
O40B C39B C36B 112.6(3) . . ?
C40A C41A C42A 113.0(3) . . ?
C40A C41A H41A 109.0 . . ?
C42A C41A H41A 109.0 . . ?
C40A C41A H41B 109.0 . . ?
C42A C41A H41B 109.0 . . ?
H41A C41A H41B 107.8 . . ?
O40B C40B C41B 107.8(3) . . ?
O40B C40B H40C 110.1 . . ?
C41B C40B H40C 110.1 . . ?
O40B C40B H40D 110.1 . . ?
C41B C40B H40D 110.1 . . ?
H40C C40B H40D 108.5 . . ?
C39B O40B C40B 115.6(2) . . ?
C41A C42A H42A 109.5 . . ?
C41A C42A H42B 109.5 . . ?
H42A C42A H42B 109.5 . . ?
C41A C42A H42C 109.5 . . ?
H42A C42A H42C 109.5 . . ?
H42B C42A H42C 109.5 . . ?
C40B C41B C42B 112.1(3) . . ?
C40B C41B H41C 109.2 . . ?
C42B C41B H41C 109.2 . . ?
C40B C41B H41D 109.2 . . ?
C42B C41B H41D 109.2 . . ?
H41C C41B H41D 107.9 . . ?
O51A C51A O52A 121.8(3) . . ?
O51A C51A C5A 123.8(3) . . ?
O52A C51A C5A 114.4(2) . . ?
C41B C42B H42D 109.5 . . ?
C41B C42B H42E 109.5 . . ?
H42D C42B H42E 109.5 . . ?
C41B C42B H42F 109.5 . . ?
H42D C42B H42F 109.5 . . ?
H42E C42B H42F 109.5 . . ?
O52A C52A C53A 105.1(2) . . ?
O52A C52A H52A 110.7 . . ?
C53A C52A H52A 110.7 . . ?
O52A C52A H52B 110.7 . . ?
C53A C52A H52B 110.7 . . ?
H52A C52A H52B 108.8 . . ?
C51A O52A C52A 116.6(2) . . ?
O51B C51B O52B 124.0(3) . . ?
O51B C51B C5B 123.2(3) . . ?
O52B C51B C5B 112.9(2) . . ?
C54A C53A C58A 115.7(3) . . ?
C54A C53A C52A 122.6(3) . . ?
C58A C53A C52A 121.7(3) . . ?
O52B C52B C53B 108.4(2) . . ?
O52B C52B H52C 110.0 . . ?
C53B C52B H52C 110.0 . . ?
O52B C52B H52D 110.0 . . ?
C53B C52B H52D 110.0 . . ?
H52C C52B H52D 108.4 . . ?
C51B O52B C52B 114.6(2) . . ?
F54A C54A C55A 117.6(3) . . ?
F54A C54A C53A 120.2(3) . . ?
C55A C54A C53A 122.3(3) . . ?
C54B C53B C58B 116.4(3) . . ?
C54B C53B C52B 123.2(3) . . ?
C58B C53B C52B 120.3(3) . . ?
F55A C55A C54A 120.9(3) . . ?
F55A C55A C56A 119.4(3) . . ?
C54A C55A C56A 119.7(3) . . ?
F54B C54B C55B 117.6(3) . . ?
F54B C54B C53B 119.9(3) . . ?
C55B C54B C53B 122.5(3) . . ?
F56A C56A C57A 120.6(3) . . ?
F56A C56A C55A 119.5(3) . . ?
C57A C56A C55A 119.9(3) . . ?
F55B C55B C56B 120.1(3) . . ?
F55B C55B C54B 120.7(3) . . ?
C56B C55B C54B 119.2(3) . . ?
F57A C57A C56A 119.6(3) . . ?
F57A C57A C58A 121.1(3) . . ?
C56A C57A C58A 119.3(3) . . ?
F56B C56B C55B 119.9(3) . . ?
F56B C56B C57B 120.1(3) . . ?
C55B C56B C57B 120.1(3) . . ?
F58A C58A C57A 118.1(3) . . ?
F58A C58A C53A 118.8(3) . . ?
C57A C58A C53A 123.1(3) . . ?
F57B C57B C58B 120.0(3) . . ?
F57B C57B C56B 120.4(3) . . ?
C58B C57B C56B 119.5(3) . . ?
C62A C61A C6A 176.5(3) . . ?
F58B C58B C57B 119.1(3) . . ?
F58B C58B C53B 118.6(3) . . ?
C57B C58B C53B 122.3(3) . . ?
C61A C62A C63A 177.1(3) . . ?
C62B C61B C6B 175.8(3) . . ?
C64A C63A C68A 119.1(2) . . ?
C64A C63A C62A 120.9(2) . . ?
C68A C63A C62A 120.0(3) . . ?
C61B C62B C63B 173.7(3) . . ?
C65A C64A C63A 120.8(3) . . ?
C65A C64A H64A 119.6 . . ?
C63A C64A H64A 119.6 . . ?
C68B C63B C64B 119.8(3) . . ?
C68B C63B C62B 121.9(3) . . ?
C64B C63B C62B 118.2(3) . . ?
C64A C65A C66A 119.9(3) . . ?
C64A C65A H65A 120.0 . . ?
C66A C65A H65A 120.0 . . ?
C65B C64B C63B 119.9(3) . . ?
C65B C64B H64B 120.1 . . ?
C63B C64B H64B 120.1 . . ?
C67A C66A C65A 119.5(3) . . ?
C67A C66A C69A 121.7(3) . . ?
C65A C66A C69A 118.8(3) . . ?
C64B C65B C66B 120.2(3) . . ?
C64B C65B H65B 119.9 . . ?
C66B C65B H65B 119.9 . . ?
C68A C67A C66A 120.7(3) . . ?
C68A C67A H67A 119.6 . . ?
C66A C67A H67A 119.6 . . ?
C65B C66B C67B 119.8(3) . . ?
C65B C66B C69B 121.0(3) . . ?
C67B C66B C69B 119.2(3) . . ?
C67A C68A C63A 119.9(3) . . ?
C67A C68A H68A 120.0 . . ?
C63A C68A H68A 120.0 . . ?
C68B C67B C66B 120.2(3) . . ?
C68B C67B H67B 119.9 . . ?
C66B C67B H67B 119.9 . . ?
O69A C69A O70A 123.9(3) . . ?
O69A C69A C66A 124.3(3) . . ?
O70A C69A C66A 111.8(3) . . ?
C67B C68B C63B 120.0(3) . . ?
C67B C68B H68B 120.0 . . ?
C63B C68B H68B 120.0 . . ?
O70A C70A C71A 109.3(3) . . ?
O70A C70A H70A 109.8 . . ?
C71A C70A H70A 109.8 . . ?
O70A C70A H70B 109.8 . . ?
C71A C70A H70B 109.8 . . ?
H70A C70A H70B 108.3 . . ?
C69A O70A C70A 116.8(2) . . ?
O69B C69B O70B 123.3(3) . . ?
O69B C69B C66B 124.1(3) . . ?
O70B C69B C66B 112.6(3) . . ?
C70A C71A C72A 111.0(3) . . ?
C70A C71A H71A 109.4 . . ?
C72A C71A H71A 109.4 . . ?
C70A C71A H71B 109.4 . . ?
C72A C71A H71B 109.4 . . ?
H71A C71A H71B 108.0 . . ?
O70B C70B C71B 108.3(2) . . ?
O70B C70B H70C 110.0 . . ?
C71B C70B H70C 110.0 . . ?
O70B C70B H70D 110.0 . . ?
C71B C70B H70D 110.0 . . ?
H70C C70B H70D 108.4 . . ?
C69B O70B C70B 115.8(2) . . ?
C71A C72A H72A 109.5 . . ?
C71A C72A H72B 109.5 . . ?
H72A C72A H72B 109.5 . . ?
C71A C72A H72C 109.5 . . ?
H72A C72A H72C 109.5 . . ?
H72B C72A H72C 109.5 . . ?
C71B C72B H72D 109.5 . . ?
C71B C72B H72E 109.5 . . ?
H72D C72B H72E 109.5 . . ?
C71B C72B H72F 109.5 . . ?
H72D C72B H72F 109.5 . . ?
H72E C72B H72F 109.5 . . ?
C70B C71B C72B 112.8(3) . . ?
C70B C71B H71C 109.0 . . ?
C72B C71B H71C 109.0 . . ?
C70B C71B H71D 109.0 . . ?
C72B C71B H71D 109.0 . . ?
H71C C71B H71D 107.8 . . ?

_refine_diff_density_max         0.807
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.070


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone'
####################################################################### 
# 
# 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_SS170523_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 1897098'
loop_
_audit_author_name
_audit_author_address
'Seth Sharber'
;Tufts University
United States of America
;
# Added during the CSD deposition process: Wednesday 13 February 2019 10:25 PM
# end Validation Reply Form


_audit_update_record             
;
2019-02-13 deposited with the CCDC.	2019-06-05 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_SS170523_0ma_a      
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.865 Why?
RESPONSE: Data was integrated to 0.88 Angstrom resolution based on intensity statistics using Mo-Ka radiation -- absence of high-resolution diffraction.  Crystal dimensions grow increasingly thin and quality increasingly poor with appendage of terminal alkyl chains in structure, presenting difficulties in data quality and resolution limit.
;
# publcif _publ_body_element loop end

_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            'C48 H32 F10 O4'
_chemical_formula_weight         862.73

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   22.23(3)
_cell_length_b                   7.883(9)
_cell_length_c                   23.37(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.09(5)
_cell_angle_gamma                90
_cell_volume                     4086(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      23.87

_exptl_crystal_description       Prism
_exptl_crystal_colour            Violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_F_000             1768
_exptl_transmission_factor_min   0.9770
_exptl_transmission_factor_max   0.9980
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.119
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
'Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51711
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.728
_diffrn_reflns_theta_max         24.982
_diffrn_reflns_theta_full        24.982
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measured_fraction_theta_full 0.865
_diffrn_reflns_Laue_measured_fraction_max 0.865
_diffrn_reflns_Laue_measured_fraction_full 0.865
_diffrn_reflns_point_group_measured_fraction_max 0.865
_diffrn_reflns_point_group_measured_fraction_full 0.865
_reflns_number_total             6223
_reflns_number_gt                5275
_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)+(0.0411P)²+2.2536P] 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         6223
_refine_ls_number_parameters     597
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0310
_refine_ls_wR_factor_ref         0.0837
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
C1 C 0.64351(7) 0.17040(19) 0.38084(7) 0.0169(3) Uani 1 1 d . . . . .
H1 H 0.6761 0.1338 0.3597 0.020 Uiso 1 1 calc R U . . .
C2 C 0.58715(7) 0.13716(19) 0.35970(7) 0.0153(3) Uani 1 1 d . . . . .
C3 C 0.65713(7) 0.2595(2) 0.43443(7) 0.0163(3) Uani 1 1 d . . . . .
C1A C 0.55466(7) 0.28352(19) 0.44611(7) 0.0157(3) Uani 1 1 d . . . . .
H1A H 0.5221 0.3209 0.4671 0.019 Uiso 1 1 calc R U . . .
C3A C 0.54137(7) 0.19079(19) 0.39335(7) 0.0150(3) Uani 1 1 d . . . . .
C39 C 1.01319(7) 0.3017(2) 0.44607(8) 0.0234(4) Uani 1 1 d . . . . .
O39 O 1.03584(5) 0.34086(18) 0.40118(6) 0.0362(3) Uani 1 1 d . . . . .
C38 C 0.85557(7) 0.3612(2) 0.40287(8) 0.0233(4) Uani 1 1 d . . . . .
H38 H 0.8304 0.3949 0.3703 0.028 Uiso 1 1 calc R U . . .
C37 C 0.91484(7) 0.3587(2) 0.40119(8) 0.0246(4) Uani 1 1 d . . . . .
H37 H 0.9336 0.3903 0.3675 0.030 Uiso 1 1 calc R U . . .
C36 C 0.94942(7) 0.3070(2) 0.45150(7) 0.0207(4) Uani 1 1 d . . . . .
C35 C 0.92443(7) 0.2602(2) 0.50387(7) 0.0224(4) Uani 1 1 d . . . . .
H35 H 0.9498 0.2281 0.5365 0.027 Uiso 1 1 calc R U . . .
C34 C 0.86522(7) 0.2626(2) 0.50592(7) 0.0217(4) Uani 1 1 d . . . . .
H34 H 0.8467 0.2327 0.5399 0.026 Uiso 1 1 calc R U . . .
C33 C 0.83025(7) 0.3117(2) 0.45520(7) 0.0192(4) Uani 1 1 d . . . . .
C32 C 0.76864(7) 0.3032(2) 0.45448(7) 0.0197(4) Uani 1 1 d . . . . .
C31 C 0.71698(7) 0.2904(2) 0.45019(7) 0.0179(4) Uani 1 1 d . . . . .
C21A C 0.61908(7) 0.4294(2) 0.52111(7) 0.0164(3) Uani 1 1 d . . . . .
O21A O 0.58589(5) 0.54029(14) 0.53263(5) 0.0215(3) Uani 1 1 d . . . . .
C43 C 1.21573(8) 0.1151(3) 0.62624(9) 0.0373(5) Uani 1 1 d . . . . .
H43A H 1.1997 0.0026 0.6345 0.056 Uiso 1 1 calc R U . . .
H43B H 1.2016 0.1975 0.6536 0.056 Uiso 1 1 calc R U . . .
H43C H 1.2599 0.1113 0.6296 0.056 Uiso 1 1 calc R U . . .
C42 C 1.19315(7) 0.1696(2) 0.56323(9) 0.0305(4) Uani 1 1 d . . . . .
H42A H 1.2104 0.2816 0.5544 0.037 Uiso 1 1 calc R U . . .
H42B H 1.2074 0.0862 0.5355 0.037 Uiso 1 1 calc R U . . .
C41 C 1.12746(7) 0.1791(2) 0.55708(8) 0.0263(4) Uani 1 1 d . . . . .
H41A H 1.1133 0.2602 0.5855 0.032 Uiso 1 1 calc R U . . .
H41B H 1.1104 0.0663 0.5651 0.032 Uiso 1 1 calc R U . . .
C40 C 1.10433(7) 0.2368(2) 0.49564(8) 0.0276(4) Uani 1 1 d . . . . .
H40A H 1.1215 0.3486 0.4864 0.033 Uiso 1 1 calc R U . . .
H40B H 1.1156 0.1533 0.4666 0.033 Uiso 1 1 calc R U . . .
O40 O 1.04176(5) 0.24700(16) 0.49695(5) 0.0262(3) Uani 1 1 d . . . . .
C22A C 0.67827(7) 0.5071(2) 0.60619(7) 0.0195(4) Uani 1 1 d . . . . .
H22A H 0.6899 0.6211 0.5930 0.023 Uiso 1 1 calc R U . . .
H22B H 0.6408 0.5188 0.6263 0.023 Uiso 1 1 calc R U . . .
O22A O 0.66714(5) 0.39262(14) 0.55555(5) 0.0184(3) Uani 1 1 d . . . . .
C23A C 0.72699(7) 0.4380(2) 0.64635(7) 0.0177(4) Uani 1 1 d . . . . .
C24A C 0.78380(7) 0.4749(2) 0.63671(7) 0.0213(4) Uani 1 1 d . . . . .
F24A F 0.79542(4) 0.57027(13) 0.58904(4) 0.0300(2) Uani 1 1 d . . . . .
C25A C 0.82892(7) 0.4190(2) 0.67512(8) 0.0247(4) Uani 1 1 d . . . . .
F25A F 0.88337(4) 0.45584(15) 0.66432(5) 0.0387(3) Uani 1 1 d . . . . .
C26A C 0.81788(7) 0.3246(2) 0.72488(8) 0.0252(4) Uani 1 1 d . . . . .
F26A F 0.86145(4) 0.26874(15) 0.76244(5) 0.0384(3) Uani 1 1 d . . . . .
C27A C 0.76181(8) 0.2847(2) 0.73599(7) 0.0220(4) Uani 1 1 d . . . . .
F27A F 0.75114(4) 0.19105(13) 0.78440(4) 0.0322(3) Uani 1 1 d . . . . .
C28A C 0.71762(7) 0.3401(2) 0.69650(7) 0.0191(4) Uani 1 1 d . . . . .
F28A F 0.66339(4) 0.29653(12) 0.70757(4) 0.0272(2) Uani 1 1 d . . . . .
C31A C 0.48222(7) 0.15082(19) 0.37759(7) 0.0157(3) Uani 1 1 d . . . . .
C32A C 0.43148(7) 0.12367(19) 0.37052(7) 0.0168(3) Uani 1 1 d . . . . .
C33A C 0.37025(7) 0.09934(19) 0.36232(7) 0.0163(3) Uani 1 1 d . . . . .
C34A C 0.33988(7) 0.15953(19) 0.31003(7) 0.0169(3) Uani 1 1 d . . . . .
H34A H 0.3620 0.2071 0.2806 0.020 Uiso 1 1 calc R U . . .
C35A C 0.28055(7) 0.1474(2) 0.30358(7) 0.0173(4) Uani 1 1 d . . . . .
H35A H 0.2586 0.1869 0.2698 0.021 Uiso 1 1 calc R U . . .
C36A C 0.25083(7) 0.0731(2) 0.34907(7) 0.0175(4) Uani 1 1 d . . . . .
C37A C 0.28087(7) 0.0100(2) 0.40066(7) 0.0198(4) Uani 1 1 d . . . . .
H37A H 0.2587 -0.0409 0.4294 0.024 Uiso 1 1 calc R U . . .
C38A C 0.34032(7) 0.0239(2) 0.40762(7) 0.0189(4) Uani 1 1 d . . . . .
H38A H 0.3621 -0.0151 0.4416 0.023 Uiso 1 1 calc R U . . .
C39A C 0.18663(7) 0.0583(2) 0.34353(7) 0.0200(4) Uani 1 1 d . . . . .
O39A O 0.15952(5) -0.02442(16) 0.37746(5) 0.0285(3) Uani 1 1 d . . . . .
C40A C 0.10022(7) 0.1369(2) 0.28742(8) 0.0270(4) Uani 1 1 d . . . . .
H40C H 0.0808 0.1924 0.3194 0.032 Uiso 1 1 calc R U . . .
H40D H 0.0869 0.0172 0.2851 0.032 Uiso 1 1 calc R U . . .
O40A O 0.16311(5) 0.14547(15) 0.29659(5) 0.0250(3) Uani 1 1 d . . . . .
C41A C 0.08275(7) 0.2297(3) 0.23016(8) 0.0283(4) Uani 1 1 d . . . . .
H41C H 0.0971 0.3485 0.2329 0.034 Uiso 1 1 calc R U . . .
H41D H 0.1029 0.1738 0.1988 0.034 Uiso 1 1 calc R U . . .
C42A C 0.01732(7) 0.2286(3) 0.21660(8) 0.0337(5) Uani 1 1 d . . . . .
H42C H -0.0027 0.2859 0.2478 0.040 Uiso 1 1 calc R U . . .
H42D H 0.0029 0.1098 0.2145 0.040 Uiso 1 1 calc R U . . .
C43A C -0.00073(8) 0.3200(3) 0.15841(9) 0.0463(6) Uani 1 1 d . . . . .
H43D H 0.0175 0.2604 0.1271 0.069 Uiso 1 1 calc R U . . .
H43E H 0.0138 0.4374 0.1602 0.069 Uiso 1 1 calc R U . . .
H43F H -0.0447 0.3194 0.1514 0.069 Uiso 1 1 calc R U . . .
C2A C 0.61114(7) 0.31886(19) 0.46665(7) 0.0158(3) Uani 1 1 d . . . . .
C28 C 0.42148(7) 0.0511(2) 0.17935(7) 0.0182(4) Uani 1 1 d . . . . .
F28 F 0.40902(4) -0.05061(12) 0.22516(4) 0.0240(2) Uani 1 1 d . . . . .
C27 C 0.37706(7) 0.1160(2) 0.14212(7) 0.0206(4) Uani 1 1 d . . . . .
F27 F 0.32226(4) 0.08261(13) 0.15251(4) 0.0297(2) Uani 1 1 d . . . . .
C26 C 0.38934(7) 0.2176(2) 0.09449(7) 0.0218(4) Uani 1 1 d . . . . .
F26 F 0.34655(4) 0.28075(13) 0.05739(4) 0.0326(3) Uani 1 1 d . . . . .
C25 C 0.44577(8) 0.2552(2) 0.08405(7) 0.0207(4) Uani 1 1 d . . . . .
F25 F 0.45730(5) 0.35352(12) 0.03743(4) 0.0282(2) Uani 1 1 d . . . . .
C24 C 0.48932(7) 0.1902(2) 0.12257(7) 0.0196(4) Uani 1 1 d . . . . .
F24 F 0.54418(4) 0.22811(12) 0.11189(4) 0.0268(2) Uani 1 1 d . . . . .
C23 C 0.47888(7) 0.0850(2) 0.17058(7) 0.0178(4) Uani 1 1 d . . . . .
C22 C 0.52634(7) 0.0026(2) 0.20903(7) 0.0199(4) Uani 1 1 d . . . . .
H22C H 0.5651 0.0048 0.1907 0.024 Uiso 1 1 calc R U . . .
H22D H 0.5154 -0.1174 0.2152 0.024 Uiso 1 1 calc R U . . .
O22 O 0.53351(5) 0.09306(14) 0.26622(5) 0.0181(3) Uani 1 1 d . . . . .
C21 C 0.58012(7) 0.04397(19) 0.30124(7) 0.0170(4) Uani 1 1 d . . . . .
O21 O 0.61394(5) -0.06078(14) 0.28611(5) 0.0207(3) 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 C2 1.339(3) . ?
C1 C3 1.449(3) . ?
C1 H1 0.9500 . ?
C2 C3A 1.396(3) . ?
C2 C21 1.549(3) . ?
C3 C31 1.377(3) . ?
C3 C2A 1.393(3) . ?
C1A C2A 1.341(3) . ?
C1A C3A 1.446(3) . ?
C1A H1A 0.9500 . ?
C3A C31A 1.377(3) . ?
C39 O39 1.235(2) . ?
C39 O40 1.377(3) . ?
C39 C36 1.433(3) . ?
C38 C37 1.321(3) . ?
C38 C33 1.436(3) . ?
C38 H38 0.9500 . ?
C37 C36 1.418(3) . ?
C37 H37 0.9500 . ?
C36 C35 1.428(3) . ?
C35 C34 1.321(3) . ?
C35 H35 0.9500 . ?
C34 C33 1.424(3) . ?
C34 H34 0.9500 . ?
C33 C32 1.370(3) . ?
C32 C31 1.150(3) . ?
C21A O21A 1.187(2) . ?
C21A O22A 1.323(2) . ?
C21A C2A 1.542(3) . ?
C43 C42 1.581(3) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C42 C41 1.459(3) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C41 C40 1.558(3) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C40 O40 1.396(3) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C22A C23A 1.485(3) . ?
C22A O22A 1.495(2) . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
C23A C24A 1.331(3) . ?
C23A C28A 1.431(3) . ?
C24A C25A 1.370(3) . ?
C24A F24A 1.384(2) . ?
C25A F25A 1.287(2) . ?
C25A C26A 1.417(3) . ?
C26A C27A 1.329(3) . ?
C26A F26A 1.335(2) . ?
C27A C28A 1.371(3) . ?
C27A F27A 1.385(2) . ?
C28A F28A 1.297(2) . ?
C31A C32A 1.148(3) . ?
C32A C33A 1.375(3) . ?
C33A C38A 1.421(3) . ?
C33A C34A 1.434(3) . ?
C34A C35A 1.321(3) . ?
C34A H34A 0.9500 . ?
C35A C36A 1.418(3) . ?
C35A H35A 0.9500 . ?
C36A C37A 1.426(3) . ?
C36A C39A 1.429(3) . ?
C37A C38A 1.325(3) . ?
C37A H37A 0.9500 . ?
C38A H38A 0.9500 . ?
C39A O39A 1.219(2) . ?
C39A O40A 1.367(2) . ?
C40A O40A 1.401(3) . ?
C40A C41A 1.550(3) . ?
C40A H40C 0.9900 . ?
C40A H40D 0.9900 . ?
C41A C42A 1.467(3) . ?
C41A H41C 0.9900 . ?
C41A H41D 0.9900 . ?
C42A C43A 1.566(3) . ?
C42A H42C 0.9900 . ?
C42A H42D 0.9900 . ?
C43A H43D 0.9800 . ?
C43A H43E 0.9800 . ?
C43A H43F 0.9800 . ?
C28 C23 1.334(3) . ?
C28 C27 1.368(3) . ?
C28 F28 1.381(2) . ?
C27 F27 1.287(2) . ?
C27 C26 1.414(3) . ?
C26 C25 1.329(3) . ?
C26 F26 1.337(2) . ?
C25 C24 1.373(3) . ?
C25 F25 1.376(2) . ?
C24 F24 1.297(2) . ?
C24 C23 1.427(3) . ?
C23 C22 1.486(3) . ?
C22 O22 1.513(2) . ?
C22 H22C 0.9900 . ?
C22 H22D 0.9900 . ?
O22 C21 1.332(2) . ?
C21 O21 1.187(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 123.09(15) . . ?
C2 C1 H1 118.5 . . ?
C3 C1 H1 118.5 . . ?
C1 C2 C3A 115.69(17) . . ?
C1 C2 C21 116.81(14) . . ?
C3A C2 C21 127.50(15) . . ?
C31 C3 C2A 121.91(17) . . ?
C31 C3 C1 117.08(15) . . ?
C2A C3 C1 120.91(15) . . ?
C2A C1A C3A 122.65(15) . . ?
C2A C1A H1A 118.7 . . ?
C3A C1A H1A 118.7 . . ?
C31A C3A C2 120.07(16) . . ?
C31A C3A C1A 118.51(15) . . ?
C2 C3A C1A 121.39(15) . . ?
O39 C39 O40 128.40(16) . . ?
O39 C39 C36 122.27(17) . . ?
O40 C39 C36 109.33(16) . . ?
C37 C38 C33 118.26(17) . . ?
C37 C38 H38 120.9 . . ?
C33 C38 H38 120.9 . . ?
C38 C37 C36 117.55(17) . . ?
C38 C37 H37 121.2 . . ?
C36 C37 H37 121.2 . . ?
C37 C36 C35 124.32(17) . . ?
C37 C36 C39 114.60(17) . . ?
C35 C36 C39 121.07(16) . . ?
C34 C35 C36 118.49(17) . . ?
C34 C35 H35 120.8 . . ?
C36 C35 H35 120.8 . . ?
C35 C34 C33 117.38(17) . . ?
C35 C34 H34 121.3 . . ?
C33 C34 H34 121.3 . . ?
C32 C33 C34 118.86(16) . . ?
C32 C33 C38 117.06(16) . . ?
C34 C33 C38 123.98(16) . . ?
C31 C32 C33 175.13(19) . . ?
C32 C31 C3 168.21(18) . . ?
O21A C21A O22A 120.73(16) . . ?
O21A C21A C2A 124.53(15) . . ?
O22A C21A C2A 114.73(14) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C42 C43 110.77(17) . . ?
C41 C42 H42A 109.5 . . ?
C43 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C43 C42 H42B 109.5 . . ?
H42A C42 H42B 108.1 . . ?
C42 C41 C40 111.58(16) . . ?
C42 C41 H41A 109.3 . . ?
C40 C41 H41A 109.3 . . ?
C42 C41 H41B 109.3 . . ?
C40 C41 H41B 109.3 . . ?
H41A C41 H41B 108.0 . . ?
O40 C40 C41 105.10(15) . . ?
O40 C40 H40A 110.7 . . ?
C41 C40 H40A 110.7 . . ?
O40 C40 H40B 110.7 . . ?
C41 C40 H40B 110.7 . . ?
H40A C40 H40B 108.8 . . ?
C39 O40 C40 113.47(14) . . ?
C23A C22A O22A 110.54(14) . . ?
C23A C22A H22A 109.5 . . ?
O22A C22A H22A 109.5 . . ?
C23A C22A H22B 109.5 . . ?
O22A C22A H22B 109.5 . . ?
H22A C22A H22B 108.1 . . ?
C21A O22A C22A 115.48(13) . . ?
C24A C23A C28A 116.86(15) . . ?
C24A C23A C22A 118.10(17) . . ?
C28A C23A C22A 124.98(16) . . ?
C23A C24A C25A 118.55(18) . . ?
C23A C24A F24A 119.27(15) . . ?
C25A C24A F24A 122.17(16) . . ?
F25A C25A C24A 116.96(18) . . ?
F25A C25A C26A 119.99(16) . . ?
C24A C25A C26A 123.04(17) . . ?
C27A C26A F26A 116.11(18) . . ?
C27A C26A C25A 120.30(16) . . ?
F26A C26A C25A 123.58(17) . . ?
C26A C27A C28A 115.47(18) . . ?
C26A C27A F27A 120.22(16) . . ?
C28A C27A F27A 124.30(16) . . ?
F28A C28A C27A 114.40(17) . . ?
F28A C28A C23A 119.85(15) . . ?
C27A C28A C23A 125.75(16) . . ?
C32A C31A C3A 172.23(18) . . ?
C31A C32A C33A 177.27(17) . . ?
C32A C33A C38A 117.79(16) . . ?
C32A C33A C34A 118.30(15) . . ?
C38A C33A C34A 123.82(16) . . ?
C35A C34A C33A 118.64(16) . . ?
C35A C34A H34A 120.7 . . ?
C33A C34A H34A 120.7 . . ?
C34A C35A C36A 117.34(16) . . ?
C34A C35A H35A 121.3 . . ?
C36A C35A H35A 121.3 . . ?
C35A C36A C37A 124.27(16) . . ?
C35A C36A C39A 118.79(16) . . ?
C37A C36A C39A 116.93(15) . . ?
C38A C37A C36A 118.57(16) . . ?
C38A C37A H37A 120.7 . . ?
C36A C37A H37A 120.7 . . ?
C37A C38A C33A 117.34(16) . . ?
C37A C38A H38A 121.3 . . ?
C33A C38A H38A 121.3 . . ?
O39A C39A O40A 127.80(16) . . ?
O39A C39A C36A 121.45(16) . . ?
O40A C39A C36A 110.75(15) . . ?
O40A C40A C41A 107.17(14) . . ?
O40A C40A H40C 110.3 . . ?
C41A C40A H40C 110.3 . . ?
O40A C40A H40D 110.3 . . ?
C41A C40A H40D 110.3 . . ?
H40C C40A H40D 108.5 . . ?
C39A O40A C40A 114.78(14) . . ?
C42A C41A C40A 111.55(16) . . ?
C42A C41A H41C 109.3 . . ?
C40A C41A H41C 109.3 . . ?
C42A C41A H41D 109.3 . . ?
C40A C41A H41D 109.3 . . ?
H41C C41A H41D 108.0 . . ?
C41A C42A C43A 111.94(17) . . ?
C41A C42A H42C 109.2 . . ?
C43A C42A H42C 109.2 . . ?
C41A C42A H42D 109.2 . . ?
C43A C42A H42D 109.2 . . ?
H42C C42A H42D 107.9 . . ?
C42A C43A H43D 109.5 . . ?
C42A C43A H43E 109.5 . . ?
H43D C43A H43E 109.5 . . ?
C42A C43A H43F 109.5 . . ?
H43D C43A H43F 109.5 . . ?
H43E C43A H43F 109.5 . . ?
C1A C2A C3 116.18(17) . . ?
C1A C2A C21A 117.51(14) . . ?
C3 C2A C21A 126.20(15) . . ?
C23 C28 C27 118.83(17) . . ?
C23 C28 F28 118.85(15) . . ?
C27 C28 F28 122.32(16) . . ?
F27 C27 C28 116.98(17) . . ?
F27 C27 C26 120.22(15) . . ?
C28 C27 C26 122.80(16) . . ?
C25 C26 F26 115.81(17) . . ?
C25 C26 C27 120.59(16) . . ?
F26 C26 C27 123.60(16) . . ?
C26 C25 C24 115.29(17) . . ?
C26 C25 F25 120.18(15) . . ?
C24 C25 F25 124.53(16) . . ?
F24 C24 C25 114.61(17) . . ?
F24 C24 C23 119.53(15) . . ?
C25 C24 C23 125.84(16) . . ?
C28 C23 C24 116.63(15) . . ?
C28 C23 C22 117.72(17) . . ?
C24 C23 C22 125.54(16) . . ?
C23 C22 O22 110.72(14) . . ?
C23 C22 H22C 109.5 . . ?
O22 C22 H22C 109.5 . . ?
C23 C22 H22D 109.5 . . ?
O22 C22 H22D 109.5 . . ?
H22C C22 H22D 108.1 . . ?
C21 O22 C22 115.75(13) . . ?
O21 C21 O22 120.04(16) . . ?
O21 C21 C2 124.48(15) . . ?
O22 C21 C2 115.44(14) . . ?

_refine_diff_density_max         0.242
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.041


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform'
