# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_d031

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H22 O'
_chemical_formula_weight         314.41

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.985(2)
_cell_length_b                   9.373(4)
_cell_length_c                   16.021(6)
_cell_angle_alpha                80.467(8)
_cell_angle_beta                 88.504(8)
_cell_angle_gamma                77.301(8)
_cell_volume                     864.7(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1919
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      25.98

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             336
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6559
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11285
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_sigmaI/netI    0.0526
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.29
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3958
_reflns_number_gt                3067
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0936P)^2^+0.4948P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3958
_refine_ls_number_parameters     258
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0917
_refine_ls_R_factor_gt           0.0722
_refine_ls_wR_factor_ref         0.1933
_refine_ls_wR_factor_gt          0.1757
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.0752(6) 0.6924(4) 0.6261(2) 0.0218(9) Uani 0.500(3) 1 d PDU A 1
C17 C 0.6882(4) 0.8048(3) 0.40399(12) 0.0163(4) Uani 0.500(3) 1 d PGD A 1
C18 C 0.9019(4) 0.8403(3) 0.40335(12) 0.0211(9) Uani 0.500(3) 1 d PG A 1
H18 H 0.9571 0.8886 0.3527 0.025 Uiso 0.500(3) 1 calc PR A 1
C19 C 1.0348(3) 0.8051(3) 0.47681(15) 0.0221(9) Uani 0.500(3) 1 d PGD A 1
H19 H 1.1809 0.8294 0.4764 0.027 Uiso 0.500(3) 1 calc PR A 1
C20 C 0.9541(4) 0.7345(3) 0.55092(12) 0.0208(5) Uani 0.500(3) 1 d PGD A 1
C21 C 0.7403(4) 0.6990(3) 0.55156(12) 0.0226(9) Uani 0.500(3) 1 d PGD A 1
H21 H 0.6851 0.6508 0.6022 0.027 Uiso 0.500(3) 1 calc PR A 1
C22 C 0.6074(3) 0.7342(3) 0.47809(16) 0.0191(8) Uani 0.500(3) 1 d PG A 1
H22 H 0.4613 0.7099 0.4785 0.023 Uiso 0.500(3) 1 calc PR A 1
C23 C 1.2179(8) 0.6121(5) 0.6528(3) 0.0271(10) Uani 0.500(3) 1 d P A 1
H23A H 1.1679 0.5227 0.6794 0.041 Uiso 0.500(3) 1 calc PR A 1
H23B H 1.2903 0.6514 0.6955 0.041 Uiso 0.500(3) 1 calc PR A 1
H23C H 1.3283 0.5876 0.6083 0.041 Uiso 0.500(3) 1 calc PR A 1
O1A O 1.0558(7) 0.7485(5) 0.6273(2) 0.0316(11) Uani 0.500(3) 1 d PDU A 2
C17A C 0.6726(4) 0.8010(3) 0.40778(13) 0.0163(4) Uani 0.500(3) 1 d PGD A 2
C18A C 0.6775(5) 0.9193(2) 0.44933(16) 0.0224(9) Uani 0.500(3) 1 d PG A 2
H18A H 0.5927 1.0158 0.4272 0.027 Uiso 0.500(3) 1 calc PR A 2
C19A C 0.8064(5) 0.8963(2) 0.52319(15) 0.0245(9) Uani 0.500(3) 1 d PGD A 2
H19A H 0.8097 0.9771 0.5516 0.029 Uiso 0.500(3) 1 calc PR A 2
C20A C 0.9304(4) 0.7551(3) 0.55551(12) 0.0208(5) Uani 0.500(3) 1 d PGD A 2
C21A C 0.9255(4) 0.6369(2) 0.51396(15) 0.0216(9) Uani 0.500(3) 1 d PGD A 2
H21A H 1.0103 0.5403 0.5360 0.026 Uiso 0.500(3) 1 calc PR A 2
C22A C 0.7967(5) 0.6598(2) 0.44009(15) 0.0202(9) Uani 0.500(3) 1 d PG A 2
H22A H 0.7933 0.5790 0.4117 0.024 Uiso 0.500(3) 1 calc PR A 2
C23A C 1.2977(7) 0.7231(5) 0.6261(3) 0.0290(10) Uani 0.500(3) 1 d P A 2
H23D H 1.3562 0.6662 0.5810 0.043 Uiso 0.500(3) 1 calc PR A 2
H23E H 1.3602 0.6672 0.6808 0.043 Uiso 0.500(3) 1 calc PR A 2
H23F H 1.3444 0.8183 0.6157 0.043 Uiso 0.500(3) 1 calc PR A 2
C1 C 0.5456(3) 0.8324(2) 0.32379(12) 0.0173(4) Uani 1 1 d D . .
C2 C 0.4318(3) 0.7337(2) 0.30520(12) 0.0191(4) Uani 1 1 d . A .
H2 H 0.4400 0.6484 0.3473 0.023 Uiso 1 1 calc R . .
C3 C 0.2964(3) 0.7369(2) 0.22969(12) 0.0195(4) Uani 1 1 d . . .
C4 C 0.1354(4) 0.6477(2) 0.23714(14) 0.0272(5) Uani 1 1 d . A .
H4 H 0.1219 0.5861 0.2896 0.033 Uiso 1 1 calc R . .
C5 C -0.0047(4) 0.6469(2) 0.16995(15) 0.0299(5) Uani 1 1 d . . .
H5 H -0.1150 0.5870 0.1777 0.036 Uiso 1 1 calc R A .
C6 C 0.0127(4) 0.7315(2) 0.09185(14) 0.0254(5) Uani 1 1 d . A .
C7 C 0.1780(4) 0.8162(2) 0.08288(12) 0.0217(4) Uani 1 1 d . . .
H7 H 0.1963 0.8730 0.0293 0.026 Uiso 1 1 calc R A .
C8 C 0.3163(3) 0.8203(2) 0.14953(12) 0.0191(4) Uani 1 1 d . A .
H8 H 0.4265 0.8802 0.1412 0.023 Uiso 1 1 calc R . .
C9 C -0.1404(4) 0.7309(3) 0.01820(14) 0.0321(5) Uani 1 1 d . . .
H9A H -0.0630 0.6569 -0.0157 0.048 Uiso 1 1 calc R A .
H9B H -0.1730 0.8291 -0.0171 0.048 Uiso 1 1 calc R . .
H9C H -0.2843 0.7061 0.0397 0.048 Uiso 1 1 calc R . .
C10 C 0.5413(3) 0.9776(2) 0.26770(12) 0.0180(4) Uani 1 1 d . A .
C11 C 0.3440(3) 1.0897(2) 0.25861(12) 0.0203(4) Uani 1 1 d . . .
H11 H 0.2095 1.0736 0.2880 0.024 Uiso 1 1 calc R A .
C12 C 0.3408(4) 1.2246(2) 0.20733(13) 0.0230(5) Uani 1 1 d . A .
H12 H 0.2038 1.2994 0.2020 0.028 Uiso 1 1 calc R . .
C13 C 0.5344(4) 1.2522(2) 0.16362(14) 0.0258(5) Uani 1 1 d . . .
C14 C 0.7310(4) 1.1407(3) 0.17314(17) 0.0369(6) Uani 1 1 d . A .
H14 H 0.8656 1.1571 0.1439 0.044 Uiso 1 1 calc R . .
C15 C 0.7356(4) 1.0050(3) 0.22455(16) 0.0326(6) Uani 1 1 d . . .
H15 H 0.8729 0.9305 0.2302 0.039 Uiso 1 1 calc R A .
C16 C 0.5336(5) 1.4003(3) 0.10911(16) 0.0372(6) Uani 1 1 d . A .
H16A H 0.3768 1.4483 0.0901 0.056 Uiso 1 1 calc R . .
H16B H 0.6309 1.3851 0.0598 0.056 Uiso 1 1 calc R . .
H16C H 0.5927 1.4635 0.1421 0.056 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0204(15) 0.0264(17) 0.0165(14) -0.0037(12) -0.0034(11) -0.0004(13)
C17 0.0151(9) 0.0183(9) 0.0151(9) -0.0011(7) 0.0006(7) -0.0038(7)
C18 0.021(2) 0.027(2) 0.0150(18) 0.0065(15) -0.0029(15) -0.0109(16)
C19 0.0179(19) 0.029(2) 0.021(2) -0.0009(16) -0.0006(15) -0.0101(16)
C20 0.0213(11) 0.0263(13) 0.0148(10) -0.0062(9) -0.0019(8) -0.0027(10)
C21 0.024(2) 0.025(2) 0.019(2) 0.0014(16) 0.0029(16) -0.0086(16)
C22 0.0168(19) 0.0195(19) 0.021(2) -0.0013(15) -0.0016(15) -0.0045(15)
C23 0.025(2) 0.032(2) 0.023(2) 0.0010(18) -0.0010(17) -0.0066(19)
O1A 0.0331(17) 0.0337(18) 0.0262(16) -0.0089(14) -0.0071(12) 0.0006(14)
C17A 0.0151(9) 0.0183(9) 0.0151(9) -0.0011(7) 0.0006(7) -0.0038(7)
C18A 0.026(2) 0.024(2) 0.0160(19) -0.0014(15) -0.0014(16) -0.0036(17)
C19A 0.026(2) 0.028(2) 0.021(2) -0.0064(17) -0.0015(17) -0.0078(18)
C20A 0.0213(11) 0.0263(13) 0.0148(10) -0.0062(9) -0.0019(8) -0.0027(10)
C21A 0.0188(19) 0.025(2) 0.0180(19) -0.0013(15) 0.0016(15) -0.0006(16)
C22A 0.0181(19) 0.028(2) 0.0168(19) -0.0077(16) 0.0031(15) -0.0078(16)
C23A 0.025(2) 0.041(3) 0.023(2) -0.0028(19) -0.0082(17) -0.0137(19)
C1 0.0142(9) 0.0179(9) 0.0182(9) -0.0011(7) 0.0023(7) -0.0015(7)
C2 0.0199(10) 0.0173(9) 0.0185(9) 0.0020(7) -0.0006(7) -0.0039(7)
C3 0.0204(10) 0.0162(9) 0.0208(10) -0.0009(7) -0.0046(8) -0.0027(7)
C4 0.0334(12) 0.0214(11) 0.0260(11) 0.0053(8) -0.0057(9) -0.0107(9)
C5 0.0342(12) 0.0236(11) 0.0361(12) -0.0012(9) -0.0087(10) -0.0170(9)
C6 0.0285(11) 0.0225(10) 0.0264(11) -0.0068(8) -0.0082(9) -0.0051(8)
C7 0.0278(11) 0.0204(10) 0.0163(9) -0.0034(7) -0.0015(8) -0.0037(8)
C8 0.0213(10) 0.0169(9) 0.0201(10) -0.0030(7) -0.0002(8) -0.0066(8)
C9 0.0343(13) 0.0366(13) 0.0288(12) -0.0083(10) -0.0080(10) -0.0117(10)
C10 0.0208(10) 0.0146(9) 0.0187(9) 0.0001(7) -0.0067(7) -0.0053(7)
C11 0.0238(10) 0.0186(10) 0.0186(10) -0.0041(7) -0.0017(8) -0.0034(8)
C12 0.0287(11) 0.0163(10) 0.0218(10) -0.0017(8) -0.0086(8) -0.0001(8)
C13 0.0314(12) 0.0181(10) 0.0286(11) 0.0048(8) -0.0143(9) -0.0114(9)
C14 0.0201(11) 0.0344(13) 0.0514(15) 0.0192(11) -0.0083(10) -0.0143(10)
C15 0.0171(10) 0.0250(11) 0.0499(15) 0.0124(10) -0.0081(10) -0.0048(8)
C16 0.0493(15) 0.0234(12) 0.0383(13) 0.0096(10) -0.0158(11) -0.0157(11)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C23 1.053(5) . ?
O1 C20 1.376(3) . ?
C17 C18 1.3900 . ?
C17 C22 1.3900 . ?
C17 C1 1.515(2) . ?
C18 C19 1.3900 . ?
C19 C20 1.3900 . ?
C20 C21 1.3900 . ?
C21 C22 1.3900 . ?
O1A C20A 1.376(3) . ?
O1A C23A 1.415(6) . ?
C17A C18A 1.3900 . ?
C17A C22A 1.3900 . ?
C17A C1 1.516(2) . ?
C18A C19A 1.3900 . ?
C19A C20A 1.3900 . ?
C20A C21A 1.3900 . ?
C21A C22A 1.3900 . ?
C1 C2 1.337(3) . ?
C1 C10 1.497(3) . ?
C2 C3 1.466(3) . ?
C3 C4 1.399(3) . ?
C3 C8 1.405(3) . ?
C4 C5 1.383(3) . ?
C5 C6 1.380(3) . ?
C6 C7 1.389(3) . ?
C6 C9 1.515(3) . ?
C7 C8 1.378(3) . ?
C10 C15 1.388(3) . ?
C10 C11 1.390(3) . ?
C11 C12 1.385(3) . ?
C12 C13 1.389(3) . ?
C13 C14 1.385(3) . ?
C13 C16 1.512(3) . ?
C14 C15 1.391(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 O1 C20 139.1(4) . . ?
C18 C17 C22 120.0 . . ?
C18 C17 C1 121.36(17) . . ?
C22 C17 C1 118.52(17) . . ?
C19 C18 C17 120.0 . . ?
C18 C19 C20 120.0 . . ?
O1 C20 C21 115.8(2) . . ?
O1 C20 C19 124.2(2) . . ?
C21 C20 C19 120.0 . . ?
C20 C21 C22 120.0 . . ?
C21 C22 C17 120.0 . . ?
C20A O1A C23A 121.5(3) . . ?
C18A C17A C22A 120.0 . . ?
C18A C17A C1 118.44(17) . . ?
C22A C17A C1 121.38(17) . . ?
C17A C18A C19A 120.0 . . ?
C20A C19A C18A 120.0 . . ?
O1A C20A C21A 125.8(3) . . ?
O1A C20A C19A 114.1(3) . . ?
C21A C20A C19A 120.0 . . ?
C20A C21A C22A 120.0 . . ?
C21A C22A C17A 120.0 . . ?
C2 C1 C10 122.86(17) . . ?
C2 C1 C17 121.97(18) . . ?
C10 C1 C17 115.17(17) . . ?
C2 C1 C17A 118.85(18) . . ?
C10 C1 C17A 118.18(18) . . ?
C17 C1 C17A 4.49(17) . . ?
C1 C2 C3 129.86(18) . . ?
C4 C3 C8 116.69(18) . . ?
C4 C3 C2 117.59(18) . . ?
C8 C3 C2 125.71(18) . . ?
C5 C4 C3 121.60(19) . . ?
C6 C5 C4 121.3(2) . . ?
C5 C6 C7 117.54(19) . . ?
C5 C6 C9 121.4(2) . . ?
C7 C6 C9 121.1(2) . . ?
C8 C7 C6 121.91(19) . . ?
C7 C8 C3 120.88(18) . . ?
C15 C10 C11 118.15(18) . . ?
C15 C10 C1 120.89(18) . . ?
C11 C10 C1 120.95(18) . . ?
C12 C11 C10 120.93(19) . . ?
C11 C12 C13 121.12(19) . . ?
C14 C13 C12 117.82(19) . . ?
C14 C13 C16 120.7(2) . . ?
C12 C13 C16 121.4(2) . . ?
C13 C14 C15 121.4(2) . . ?
C10 C15 C14 120.6(2) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.066
_database_code_depnum_ccdc_archive 'CCDC 949500'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_d040

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H19 F'
_chemical_formula_weight         302.37

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3013(8)
_cell_length_b                   10.3979(9)
_cell_length_c                   17.3590(15)
_cell_angle_alpha                78.2820(10)
_cell_angle_beta                 89.092(2)
_cell_angle_gamma                88.732(2)
_cell_volume                     1643.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4990
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.42

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             640
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9581
_exptl_absorpt_correction_T_max  0.9833
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22006
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         27.50
_reflns_number_total             7544
_reflns_number_gt                5778
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0776P)^2^+0.2861P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7544
_refine_ls_number_parameters     419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1465
_refine_ls_wR_factor_gt          0.1389
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.90416(12) 0.08801(10) 1.22516(5) 0.0384(3) Uani 1 1 d . . .
F2 F 0.59010(13) 0.06979(10) 0.58353(6) 0.0448(3) Uani 1 1 d . . .
C1 C 0.77332(15) 0.27147(15) 0.90676(9) 0.0236(3) Uani 1 1 d . . .
C2 C 0.81407(16) 0.39332(15) 0.87412(9) 0.0245(3) Uani 1 1 d . . .
H2 H 0.8638 0.4360 0.9089 0.029 Uiso 1 1 calc R . .
C3 C 0.79606(16) 0.47396(15) 0.79400(9) 0.0249(3) Uani 1 1 d . . .
C4 C 0.87841(17) 0.58724(15) 0.77396(10) 0.0277(3) Uani 1 1 d . . .
H4 H 0.9458 0.6050 0.8108 0.033 Uiso 1 1 calc R . .
C5 C 0.86554(18) 0.67394(15) 0.70289(10) 0.0292(4) Uani 1 1 d . . .
H5 H 0.9239 0.7495 0.6917 0.035 Uiso 1 1 calc R . .
C6 C 0.76778(17) 0.65178(16) 0.64742(9) 0.0281(4) Uani 1 1 d . . .
C7 C 0.68458(17) 0.53817(16) 0.66756(10) 0.0276(3) Uani 1 1 d . . .
H7 H 0.6165 0.5207 0.6310 0.033 Uiso 1 1 calc R . .
C8 C 0.69845(16) 0.45187(16) 0.73818(10) 0.0272(3) Uani 1 1 d . . .
H8 H 0.6407 0.3759 0.7493 0.033 Uiso 1 1 calc R . .
C9 C 0.7496(2) 0.74645(19) 0.57036(11) 0.0403(4) Uani 1 1 d . . .
H9A H 0.8109 0.8224 0.5690 0.060 Uiso 1 1 calc R . .
H9B H 0.6489 0.7760 0.5645 0.060 Uiso 1 1 calc R . .
H9C H 0.7773 0.7029 0.5272 0.060 Uiso 1 1 calc R . .
C10 C 0.70643(16) 0.17711(15) 0.86400(9) 0.0236(3) Uani 1 1 d . . .
C11 C 0.77728(17) 0.13606(16) 0.80154(9) 0.0281(3) Uani 1 1 d . . .
H11 H 0.8676 0.1723 0.7836 0.034 Uiso 1 1 calc R . .
C12 C 0.71763(18) 0.04307(16) 0.76528(9) 0.0290(4) Uani 1 1 d . . .
H12 H 0.7682 0.0155 0.7233 0.035 Uiso 1 1 calc R . .
C13 C 0.58522(17) -0.01031(15) 0.78940(9) 0.0259(3) Uani 1 1 d . . .
C14 C 0.51373(17) 0.03240(16) 0.85083(10) 0.0295(4) Uani 1 1 d . . .
H14 H 0.4216 -0.0012 0.8673 0.035 Uiso 1 1 calc R . .
C15 C 0.57415(17) 0.12290(16) 0.88839(10) 0.0287(4) Uani 1 1 d . . .
H15 H 0.5246 0.1483 0.9314 0.034 Uiso 1 1 calc R . .
C16 C 0.5227(2) -0.11562(17) 0.75304(10) 0.0337(4) Uani 1 1 d . . .
H16A H 0.4916 -0.0775 0.6994 0.051 Uiso 1 1 calc R . .
H16B H 0.4400 -0.1537 0.7846 0.051 Uiso 1 1 calc R . .
H16C H 0.5958 -0.1844 0.7514 0.051 Uiso 1 1 calc R . .
C17 C 0.80124(15) 0.22143(15) 0.99151(9) 0.0232(3) Uani 1 1 d . . .
C18 C 0.79518(16) 0.30574(15) 1.04535(9) 0.0245(3) Uani 1 1 d . . .
H18 H 0.7680 0.3954 1.0277 0.029 Uiso 1 1 calc R . .
C19 C 0.82808(16) 0.26025(15) 1.12333(9) 0.0257(3) Uani 1 1 d . . .
H19 H 0.8223 0.3175 1.1596 0.031 Uiso 1 1 calc R . .
C20 C 0.86925(17) 0.13117(16) 1.14790(9) 0.0270(3) Uani 1 1 d . . .
C21 C 0.87506(17) 0.04407(16) 1.09852(9) 0.0275(3) Uani 1 1 d . . .
H21 H 0.9033 -0.0450 1.1172 0.033 Uiso 1 1 calc R . .
C22 C 0.83877(16) 0.08933(15) 1.02073(9) 0.0247(3) Uani 1 1 d . . .
H22 H 0.8392 0.0294 0.9861 0.030 Uiso 1 1 calc R . .
C23 C 0.71646(15) 0.47581(15) 0.32731(9) 0.0230(3) Uani 1 1 d . . .
C24 C 0.66559(16) 0.46527(15) 0.25677(9) 0.0234(3) Uani 1 1 d . . .
H24 H 0.6070 0.3913 0.2575 0.028 Uiso 1 1 calc R . .
C25 C 0.68618(15) 0.54989(14) 0.17862(9) 0.0218(3) Uani 1 1 d . . .
C26 C 0.80847(16) 0.62504(15) 0.15652(9) 0.0242(3) Uani 1 1 d . . .
H26 H 0.8793 0.6299 0.1946 0.029 Uiso 1 1 calc R . .
C27 C 0.82759(16) 0.69231(15) 0.08003(9) 0.0246(3) Uani 1 1 d . . .
H27 H 0.9119 0.7422 0.0665 0.030 Uiso 1 1 calc R . .
C28 C 0.72617(16) 0.68900(14) 0.02188(9) 0.0231(3) Uani 1 1 d . . .
C29 C 0.60303(16) 0.61651(14) 0.04408(9) 0.0231(3) Uani 1 1 d . . .
H29 H 0.5307 0.6144 0.0063 0.028 Uiso 1 1 calc R . .
C30 C 0.58452(16) 0.54752(15) 0.12044(9) 0.0228(3) Uani 1 1 d . . .
H30 H 0.5004 0.4971 0.1337 0.027 Uiso 1 1 calc R . .
C31 C 0.7503(2) 0.76060(17) -0.06130(10) 0.0333(4) Uani 1 1 d . . .
H31A H 0.7029 0.7142 -0.0973 0.050 Uiso 1 1 calc R . .
H31B H 0.8537 0.7644 -0.0730 0.050 Uiso 1 1 calc R . .
H31C H 0.7102 0.8500 -0.0679 0.050 Uiso 1 1 calc R . .
C32 C 0.78961(16) 0.59348(15) 0.34305(9) 0.0226(3) Uani 1 1 d . . .
C33 C 0.72611(16) 0.71845(15) 0.32286(9) 0.0249(3) Uani 1 1 d . . .
H33 H 0.6367 0.7295 0.2964 0.030 Uiso 1 1 calc R . .
C34 C 0.79196(17) 0.82648(16) 0.34104(9) 0.0262(3) Uani 1 1 d . . .
H34 H 0.7467 0.9107 0.3271 0.031 Uiso 1 1 calc R . .
C35 C 0.92317(17) 0.81377(15) 0.37936(9) 0.0249(3) Uani 1 1 d . . .
C36 C 0.98728(17) 0.68987(17) 0.39842(10) 0.0294(4) Uani 1 1 d . . .
H36 H 1.0780 0.6795 0.4236 0.035 Uiso 1 1 calc R . .
C37 C 0.92131(17) 0.58107(16) 0.38136(10) 0.0278(3) Uani 1 1 d . . .
H37 H 0.9663 0.4969 0.3959 0.033 Uiso 1 1 calc R . .
C38 C 0.99203(19) 0.93065(16) 0.40165(10) 0.0317(4) Uani 1 1 d . . .
H38A H 0.9886 1.0052 0.3569 0.048 Uiso 1 1 calc R . .
H38B H 1.0924 0.9088 0.4160 0.048 Uiso 1 1 calc R . .
H38C H 0.9399 0.9540 0.4465 0.048 Uiso 1 1 calc R . .
C39 C 0.69042(16) 0.36783(15) 0.39601(9) 0.0238(3) Uani 1 1 d . . .
C40 C 0.65436(16) 0.39481(16) 0.46996(9) 0.0268(3) Uani 1 1 d . . .
H40 H 0.6536 0.4831 0.4770 0.032 Uiso 1 1 calc R . .
C41 C 0.61997(18) 0.29545(17) 0.53266(10) 0.0312(4) Uani 1 1 d . . .
H41 H 0.5936 0.3147 0.5823 0.037 Uiso 1 1 calc R . .
C42 C 0.62457(18) 0.16832(17) 0.52197(10) 0.0309(4) Uani 1 1 d . . .
C43 C 0.66377(19) 0.13627(16) 0.45165(10) 0.0318(4) Uani 1 1 d . . .
H43 H 0.6680 0.0472 0.4462 0.038 Uiso 1 1 calc R . .
C44 C 0.69705(17) 0.23639(15) 0.38882(9) 0.0274(3) Uani 1 1 d . . .
H44 H 0.7249 0.2154 0.3399 0.033 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F1 0.0507(6) 0.0395(6) 0.0231(5) -0.0018(4) -0.0034(4) -0.0039(5)
F2 0.0623(7) 0.0377(6) 0.0300(6) 0.0050(5) -0.0043(5) -0.0138(5)
C1 0.0182(7) 0.0257(8) 0.0277(8) -0.0073(6) -0.0007(6) 0.0007(6)
C2 0.0206(7) 0.0238(8) 0.0304(8) -0.0081(6) -0.0059(6) 0.0001(6)
C3 0.0204(7) 0.0229(8) 0.0317(8) -0.0064(6) 0.0011(6) 0.0005(6)
C4 0.0258(8) 0.0246(8) 0.0325(9) -0.0051(7) -0.0040(6) -0.0033(6)
C5 0.0307(8) 0.0215(8) 0.0354(9) -0.0056(7) 0.0024(7) -0.0048(6)
C6 0.0294(8) 0.0285(8) 0.0262(8) -0.0059(7) 0.0037(6) 0.0065(6)
C7 0.0225(8) 0.0331(9) 0.0296(8) -0.0118(7) -0.0018(6) 0.0014(6)
C8 0.0229(8) 0.0261(8) 0.0331(9) -0.0069(7) 0.0008(6) -0.0016(6)
C9 0.0473(11) 0.0405(10) 0.0293(9) 0.0011(8) 0.0029(8) 0.0038(8)
C10 0.0218(7) 0.0215(7) 0.0271(8) -0.0043(6) -0.0027(6) 0.0001(6)
C11 0.0250(8) 0.0309(9) 0.0291(8) -0.0070(7) 0.0019(6) -0.0043(6)
C12 0.0343(9) 0.0293(8) 0.0246(8) -0.0087(7) 0.0013(7) -0.0019(7)
C13 0.0308(8) 0.0222(8) 0.0244(8) -0.0036(6) -0.0067(6) -0.0003(6)
C14 0.0202(8) 0.0307(9) 0.0397(9) -0.0117(7) 0.0000(7) -0.0040(6)
C15 0.0242(8) 0.0297(8) 0.0351(9) -0.0135(7) 0.0030(7) -0.0005(6)
C16 0.0415(10) 0.0317(9) 0.0307(9) -0.0119(7) -0.0022(7) -0.0077(7)
C17 0.0172(7) 0.0287(8) 0.0253(8) -0.0087(6) 0.0013(6) -0.0023(6)
C18 0.0225(7) 0.0217(7) 0.0301(8) -0.0070(6) 0.0000(6) 0.0010(6)
C19 0.0255(8) 0.0254(8) 0.0287(8) -0.0112(7) 0.0035(6) -0.0039(6)
C20 0.0266(8) 0.0301(8) 0.0232(8) -0.0023(6) 0.0028(6) -0.0055(6)
C21 0.0277(8) 0.0229(8) 0.0312(9) -0.0036(7) 0.0023(7) -0.0029(6)
C22 0.0217(7) 0.0231(8) 0.0321(8) -0.0120(7) 0.0038(6) -0.0030(6)
C23 0.0193(7) 0.0242(8) 0.0268(8) -0.0084(6) 0.0000(6) 0.0009(6)
C24 0.0216(7) 0.0240(8) 0.0265(8) -0.0091(6) 0.0016(6) -0.0034(6)
C25 0.0207(7) 0.0221(7) 0.0244(8) -0.0090(6) -0.0001(6) 0.0020(6)
C26 0.0195(7) 0.0268(8) 0.0282(8) -0.0101(6) -0.0034(6) 0.0004(6)
C27 0.0195(7) 0.0215(7) 0.0335(9) -0.0072(6) 0.0020(6) -0.0011(6)
C28 0.0258(8) 0.0167(7) 0.0272(8) -0.0061(6) 0.0014(6) 0.0040(6)
C29 0.0236(7) 0.0215(7) 0.0261(8) -0.0092(6) -0.0042(6) 0.0022(6)
C30 0.0204(7) 0.0239(8) 0.0263(8) -0.0106(6) 0.0002(6) -0.0019(6)
C31 0.0399(10) 0.0299(9) 0.0284(9) -0.0016(7) 0.0008(7) -0.0012(7)
C32 0.0217(7) 0.0258(8) 0.0218(7) -0.0085(6) 0.0015(6) -0.0016(6)
C33 0.0225(7) 0.0285(8) 0.0246(8) -0.0074(6) -0.0032(6) -0.0003(6)
C34 0.0294(8) 0.0243(8) 0.0254(8) -0.0063(6) -0.0008(6) 0.0002(6)
C35 0.0274(8) 0.0283(8) 0.0210(7) -0.0091(6) 0.0030(6) -0.0077(6)
C36 0.0214(8) 0.0373(9) 0.0316(9) -0.0118(7) -0.0043(6) -0.0026(7)
C37 0.0245(8) 0.0273(8) 0.0333(9) -0.0102(7) -0.0035(6) 0.0028(6)
C38 0.0359(9) 0.0309(9) 0.0311(9) -0.0121(7) 0.0008(7) -0.0102(7)
C39 0.0214(7) 0.0253(8) 0.0254(8) -0.0062(6) -0.0044(6) -0.0015(6)
C40 0.0267(8) 0.0273(8) 0.0285(8) -0.0101(7) -0.0033(6) -0.0003(6)
C41 0.0327(9) 0.0381(10) 0.0239(8) -0.0083(7) -0.0032(7) -0.0039(7)
C42 0.0340(9) 0.0306(9) 0.0257(8) 0.0007(7) -0.0068(7) -0.0065(7)
C43 0.0394(10) 0.0245(8) 0.0318(9) -0.0055(7) -0.0088(7) -0.0039(7)
C44 0.0317(8) 0.0273(8) 0.0247(8) -0.0083(7) -0.0039(6) -0.0009(6)

_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
F1 C20 1.3668(18) . ?
F2 C42 1.3614(19) . ?
C1 C2 1.339(2) . ?
C1 C17 1.483(2) . ?
C1 C10 1.496(2) . ?
C2 C3 1.481(2) . ?
C2 H2 0.9500 . ?
C3 C8 1.394(2) . ?
C3 C4 1.400(2) . ?
C4 C5 1.377(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.407(2) . ?
C6 C9 1.501(2) . ?
C7 C8 1.370(2) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.388(2) . ?
C10 C11 1.395(2) . ?
C11 C12 1.386(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(2) . ?
C13 C16 1.502(2) . ?
C14 C15 1.382(2) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C22 1.403(2) . ?
C17 C18 1.405(2) . ?
C18 C19 1.377(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.371(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.367(2) . ?
C21 C22 1.381(2) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.346(2) . ?
C23 C39 1.484(2) . ?
C23 C32 1.488(2) . ?
C24 C25 1.472(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.398(2) . ?
C25 C30 1.399(2) . ?
C26 C27 1.380(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.398(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(2) . ?
C28 C31 1.500(2) . ?
C29 C30 1.383(2) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C37 1.394(2) . ?
C32 C33 1.396(2) . ?
C33 C34 1.385(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.390(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.387(2) . ?
C35 C38 1.507(2) . ?
C36 C37 1.384(2) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C44 1.397(2) . ?
C39 C40 1.403(2) . ?
C40 C41 1.379(2) . ?
C40 H40 0.9500 . ?
C41 C42 1.371(2) . ?
C41 H41 0.9500 . ?
C42 C43 1.371(2) . ?
C43 C44 1.383(2) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C17 118.47(14) . . ?
C2 C1 C10 125.43(14) . . ?
C17 C1 C10 116.04(13) . . ?
C1 C2 C3 132.04(14) . . ?
C1 C2 H2 114.0 . . ?
C3 C2 H2 114.0 . . ?
C8 C3 C4 116.76(15) . . ?
C8 C3 C2 126.00(14) . . ?
C4 C3 C2 117.12(14) . . ?
C5 C4 C3 122.58(15) . . ?
C5 C4 H4 118.7 . . ?
C3 C4 H4 118.7 . . ?
C4 C5 C6 120.51(15) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C7 116.99(15) . . ?
C5 C6 C9 121.41(16) . . ?
C7 C6 C9 121.58(16) . . ?
C8 C7 C6 122.23(15) . . ?
C8 C7 H7 118.9 . . ?
C6 C7 H7 118.9 . . ?
C7 C8 C3 120.92(15) . . ?
C7 C8 H8 119.5 . . ?
C3 C8 H8 119.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C10 C11 118.13(14) . . ?
C15 C10 C1 120.35(14) . . ?
C11 C10 C1 121.44(14) . . ?
C12 C11 C10 120.84(15) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C13 C12 C11 120.93(15) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 118.10(14) . . ?
C12 C13 C16 121.36(15) . . ?
C14 C13 C16 120.49(15) . . ?
C15 C14 C13 121.23(15) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C10 120.74(15) . . ?
C14 C15 H15 119.6 . . ?
C10 C15 H15 119.6 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C17 C18 117.40(14) . . ?
C22 C17 C1 121.48(13) . . ?
C18 C17 C1 121.09(14) . . ?
C19 C18 C17 120.92(14) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C20 C19 C18 119.05(14) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
F1 C20 C21 118.94(14) . . ?
F1 C20 C19 118.39(14) . . ?
C21 C20 C19 122.66(15) . . ?
C20 C21 C22 118.12(15) . . ?
C20 C21 H21 120.9 . . ?
C22 C21 H21 120.9 . . ?
C21 C22 C17 121.78(14) . . ?
C21 C22 H22 119.1 . . ?
C17 C22 H22 119.1 . . ?
C24 C23 C39 118.81(14) . . ?
C24 C23 C32 124.39(14) . . ?
C39 C23 C32 116.66(13) . . ?
C23 C24 C25 130.36(14) . . ?
C23 C24 H24 114.8 . . ?
C25 C24 H24 114.8 . . ?
C26 C25 C30 117.24(14) . . ?
C26 C25 C24 123.70(13) . . ?
C30 C25 C24 118.83(13) . . ?
C27 C26 C25 120.82(14) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C28 121.78(14) . . ?
C26 C27 H27 119.1 . . ?
C28 C27 H27 119.1 . . ?
C29 C28 C27 117.51(14) . . ?
C29 C28 C31 121.52(14) . . ?
C27 C28 C31 120.97(14) . . ?
C30 C29 C28 120.81(14) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C29 C30 C25 121.81(14) . . ?
C29 C30 H30 119.1 . . ?
C25 C30 H30 119.1 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C37 C32 C33 118.07(14) . . ?
C37 C32 C23 120.71(14) . . ?
C33 C32 C23 121.17(13) . . ?
C34 C33 C32 120.72(14) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 121.08(15) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 H34 119.5 . . ?
C36 C35 C34 118.20(14) . . ?
C36 C35 C38 120.82(14) . . ?
C34 C35 C38 120.96(15) . . ?
C37 C36 C35 121.09(14) . . ?
C37 C36 H36 119.5 . . ?
C35 C36 H36 119.5 . . ?
C36 C37 C32 120.82(15) . . ?
C36 C37 H37 119.6 . . ?
C32 C37 H37 119.6 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C44 C39 C40 117.84(14) . . ?
C44 C39 C23 121.25(14) . . ?
C40 C39 C23 120.88(14) . . ?
C41 C40 C39 121.16(15) . . ?
C41 C40 H40 119.4 . . ?
C39 C40 H40 119.4 . . ?
C42 C41 C40 118.65(15) . . ?
C42 C41 H41 120.7 . . ?
C40 C41 H41 120.7 . . ?
F2 C42 C43 118.54(15) . . ?
F2 C42 C41 118.96(15) . . ?
C43 C42 C41 122.50(16) . . ?
C42 C43 C44 118.58(15) . . ?
C42 C43 H43 120.7 . . ?
C44 C43 H43 120.7 . . ?
C43 C44 C39 121.19(15) . . ?
C43 C44 H44 119.4 . . ?
C39 C44 H44 119.4 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.052
_database_code_depnum_ccdc_archive 'CCDC 949501'