data_global 

_journal_coden_Cambridge       207

_publ_contact_author          'Prof. Dr. Gunter Haufe'
_publ_contact_author_address
;
Prof. Dr. Gunter Haufe
Organisch-Chemisches Institut 
der Universitat Munster
Corrensstrasse 40
D-48149 Munster
Bundesrepublik Deutschland
;
_publ_contact_author_phone        '49 251 83-33281'
_publ_contact_author_fax          '49 251 83-39772'
_publ_contact-Author_email        'haufe@uni-muenster.de'
_publ_requested_journal           'Perkin Transactions 1'
_publ_requested_coeditor_name     ?

_publ_contact_letter
;
Publication will be sent to Perkin Transactions 1
;        

#==========================================================================

# 3. TITLE AND AUTHOR LIST

_publ_section_title
;
	Chemical Consequences of Fluorine Substitution:
	I. Experimental and Theoretical Results on Diels-
	Alder Reactions of \a- and \b-Fluorostyrenes
;

loop_
_publ_author_name
_publ_author_address
'Ernet, Thomas'
;     Organisch-Chemisches Institut 
der Universitat Munster
Corrensstrasse 40
D-48149 Munster
Bundesrepublik Deutschland
;     
'Maulitz, Andreas H.'
;     Organisch-Chemisches Institut 
der Universitat Munster
Corrensstrasse 40
D-48149 Munster
Bundesrepublik Deutschland
;     
'Wurthwein, Ernst-Ulrich'
;     Organisch-Chemisches Institut 
der Universitat Munster
Corrensstrasse 40
D-48149 Munster
Bundesrepublik Deutschland
;     
'Haufe, Gunter' 
;     Organisch-Chemisches Institut 
der Universitat Munster
Corrensstrasse 40
D-48149 Munster
Bundesrepublik Deutschland
;
#==========================================================================

data_haf_165 
_database_code_CSD                155011
_audit_creation_method            SHELXL 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_formula_moiety          ? 
_chemical_formula_structural      ? 
_chemical_formula_analytical      ? 
_chemical_formula_sum             'C28.50 H21.50 Cl1.50 F O' 
_chemical_formula_weight          452.13 
_chemical_melting_point           ? 
_chemical_compound_source         ? 

loop_ 
_atom_type_symbol 
_atom_type_description 
_atom_type_scat_dispersion_real 
_atom_type_scat_dispersion_imag 
_atom_type_scat_source 
'C'  'C'   0.0181   0.0091 
'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'   0.0492   0.0322 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'F'  'F'   0.0727   0.0534 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'Cl'  'Cl'   0.3639   0.7018 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_symmetry_cell_setting            'monoclinic' 
_symmetry_space_group_name_H-M    'C2/c' 

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

_cell_length_a                    27.440(2) 
_cell_length_b                    8.192(1) 
_cell_length_c                    21.428(1) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  106.25(1) 
_cell_angle_gamma                 90.00 
_cell_volume                      4624.3(7) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     25 
_cell_measurement_theta_min       22.40
_cell_measurement_theta_max       42.51

_exptl_crystal_description        'needle' 
_exptl_crystal_colour             'colourless' 
_exptl_crystal_size_max           0.60
_exptl_crystal_size_mid           0.25 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.299 
_exptl_crystal_density_method     ? 
_exptl_crystal_F_000              1880 
_exptl_absorpt_coefficient_mu     2.204 
_exptl_absorpt_correction_type    'none' 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       293(2) 
_diffrn_radiation_wavelength      1.54178 
_diffrn_radiation_type            CuK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device        'Enraf-Nonius CAD4' 
_diffrn_measurement_method        '\w/2\q scans' 
_diffrn_standards_number          3 
_diffrn_standards_interval_count  250 
_diffrn_standards_interval_time   120 
_diffrn_standards_decay_%         0.8 
_diffrn_reflns_number             4803 
_diffrn_reflns_av_R_equivalents   0.0558 
_diffrn_reflns_av_sigmaI/netI     0.0183 
_diffrn_reflns_limit_h_min        -34 
_diffrn_reflns_limit_h_max        0 
_diffrn_reflns_limit_k_min        -10 
_diffrn_reflns_limit_k_max        0 
_diffrn_reflns_limit_l_min        -25 
_diffrn_reflns_limit_l_max        26 
_diffrn_reflns_theta_min          3.36 
_diffrn_reflns_theta_max          74.18 
_reflns_number_total              4703 
_reflns_number_observed           3847 
_reflns_observed_criterion        >2sigma(I) 

_computing_data_collection        'Express (Nonius B.V., 1994)' 
_computing_cell_refinement        'Express (Nonius B.V., 1994)' 
_computing_data_reduction         'Molen (Fair, 1990)' 
_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-93 (Sheldrick, 1993)' 
_computing_molecular_graphics     'SCHAKAL-92 (Keller 1992)' 
_computing_publication_material   'SHELXL-93 (Sheldrick 1993)' 

_refine_special_details 
; 
Refinement on F^2^ for ALL reflections except for 3 with very negative F^2^ 
or flagged by the user for potential systematic errors.  Weighted R-factors 
wR and all goodnesses 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 observed criterion 
of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1333P)^2^+2.6238P] 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     'refined as riding atoms' 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.00080(14) 
_refine_ls_extinction_expression 
'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_number_reflns          4700 
_refine_ls_number_parameters      345 
_refine_ls_number_restraints      120 
_refine_ls_R_factor_all           0.0783 
_refine_ls_R_factor_obs           0.0653 
_refine_ls_wR_factor_all          0.2062 
_refine_ls_wR_factor_obs          0.1800 
_refine_ls_goodness_of_fit_all    1.032 
_refine_ls_goodness_of_fit_obs    1.041 
_refine_ls_restrained_S_all       1.067 
_refine_ls_restrained_S_obs       1.035 
_refine_ls_shift/esd_max          0.001 
_refine_ls_shift/esd_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_thermal_displace_type 
_atom_site_occupancy 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_group 
O1 O 0.35312(5) 0.23074(15) 0.95143(6) 0.0371(3) Uani 1 d . . 
C2 C 0.34623(7) 0.3320(2) 0.89432(8) 0.0360(4) Uani 1 d . . 
C21 C 0.29288(7) 0.3246(2) 0.85138(9) 0.0403(4) Uani 1 d . . 
C22 C 0.25645(8) 0.2306(3) 0.86880(11) 0.0517(5) Uani 1 d . . 
H22 H 0.26549(8) 0.1691(3) 0.90680(11) 0.062 Uiso 1 calc R . 
C23 C 0.20692(9) 0.2283(4) 0.82980(14) 0.0650(6) Uani 1 d . . 
H23 H 0.18280(9) 0.1658(4) 0.84195(14) 0.078 Uiso 1 calc R . 
C24 C 0.19291(8) 0.3176(4) 0.77323(12) 0.0645(7) Uani 1 d . . 
H24 H 0.15953(8) 0.3151(4) 0.74717(12) 0.077 Uiso 1 calc R . 
C25 C 0.22856(9) 0.4106(3) 0.75544(12) 0.0618(6) Uani 1 d . . 
H25 H 0.21921(9) 0.4714(3) 0.71729(12) 0.074 Uiso 1 calc R . 
C26 C 0.27826(8) 0.4140(3) 0.79401(10) 0.0516(5) Uani 1 d . . 
H26 H 0.30213(8) 0.4768(3) 0.78145(10) 0.062 Uiso 1 calc R . 
C3 C 0.36550(6) 0.4956(2) 0.92561(9) 0.0365(4) Uani 1 d . . 
C4 C 0.35340(8) 0.6566(2) 0.90846(10) 0.0449(4) Uani 1 d . . 
H4 H 0.32920(8) 0.6833(2) 0.86988(10) 0.054 Uiso 1 calc R . 
C5 C 0.37883(9) 0.7770(3) 0.95111(12) 0.0553(5) Uani 1 d . . 
H5 H 0.37108(9) 0.8861(3) 0.94100(12) 0.066 Uiso 1 calc R . 
C6 C 0.41515(9) 0.7385(3) 1.00789(12) 0.0550(5) Uani 1 d . . 
H6 H 0.43137(9) 0.8218(3) 1.03543(12) 0.066 Uiso 1 calc R . 
C7 C 0.42802(8) 0.5764(2) 1.02475(10) 0.0449(4) Uani 1 d . . 
H7 H 0.45297(8) 0.5499(2) 1.06267(10) 0.054 Uiso 1 calc R . 
C8 C 0.40216(6) 0.4569(2) 0.98278(8) 0.0364(4) Uani 1 d . . 
C9 C 0.40525(7) 0.2717(2) 0.98329(8) 0.0365(4) Uani 1 d . . 
C91 C 0.42325(7) 0.1862(2) 1.04749(9) 0.0396(4) Uani 1 d . . 
C92 C 0.38828(9) 0.1343(3) 1.07912(10) 0.0508(5) Uani 1 d . . 
H92 H 0.35396(9) 0.1564(3) 1.06115(10) 0.061 Uiso 1 calc R . 
C93 C 0.40414(11) 0.0498(3) 1.13728(11) 0.0646(6) Uani 1 d . . 
H93 H 0.38039(11) 0.0151(3) 1.15800(11) 0.078 Uiso 1 calc R . 
C94 C 0.45440(11) 0.0171(3) 1.16438(11) 0.0661(7) Uani 1 d . . 
H94 H 0.46475(11) -0.0406(3) 1.20322(11) 0.079 Uiso 1 calc R . 
C95 C 0.48975(10) 0.0695(3) 1.13432(11) 0.0627(6) Uani 1 d . . 
H95 H 0.52404(10) 0.0483(3) 1.15307(11) 0.075 Uiso 1 calc R . 
C96 C 0.47414(8) 0.1542(3) 1.07571(10) 0.0513(5) Uani 1 d . . 
H96 H 0.49811(8) 0.1895(3) 1.05544(10) 0.062 Uiso 1 calc R . 
C10 C 0.43141(7) 0.2253(2) 0.93017(9) 0.0416(4) Uani 1 d . . 
H10A H 0.46066(7) 0.2941(2) 0.93261(9) 0.050 Uiso 1 calc R . 
H10B H 0.44196(7) 0.1118(2) 0.93386(9) 0.050 Uiso 1 calc R . 
C11 C 0.38899(7) 0.2560(2) 0.86702(8) 0.0377(4) Uani 1 d . . 
C111 C 0.40239(7) 0.3464(2) 0.81281(9) 0.0409(4) Uani 1 d . . 
C112 C 0.38427(9) 0.2934(3) 0.74889(10) 0.0530(5) Uani 1 d . . 
H112 H 0.36450(9) 0.1995(3) 0.73959(10) 0.064 Uiso 1 calc R . 
C113 C 0.39544(11) 0.3794(3) 0.69881(11) 0.0642(6) Uani 1 d . . 
H113 H 0.38341(11) 0.3416(3) 0.65633(11) 0.077 Uiso 1 calc R . 
C114 C 0.42394(10) 0.5190(3) 0.71112(12) 0.0639(6) Uani 1 d . . 
H114 H 0.43103(10) 0.5766(3) 0.67729(12) 0.077 Uiso 1 calc R . 
C115 C 0.44192(9) 0.5728(3) 0.77404(12) 0.0620(6) Uani 1 d . . 
H115 H 0.46127(9) 0.6677(3) 0.78263(12) 0.074 Uiso 1 calc R . 
C116 C 0.43172(8) 0.4882(3) 0.82506(10) 0.0491(5) Uani 1 d . . 
H116 H 0.44443(8) 0.5259(3) 0.86744(10) 0.059 Uiso 1 calc R . 
F F 0.37026(4) 0.10106(13) 0.84280(5) 0.0484(3) Uani 1 d . . 
Cl1 Cl 0.2436(5) 0.5673(15) 0.9845(10) 0.175(6) Uani 0.228(10) d PDU 1 
Cl2 Cl 0.2740(3) 0.7715(27) 1.0957(5) 0.157(6) Uani 0.228(10) d PDU 1 
Cl3 Cl 0.2301(11) 0.9094(19) 0.9707(9) 0.224(8) Uani 0.228(10) d PDU 1 
C C 0.2697(7) 0.7558(15) 1.0132(6) 0.144(6) Uani 0.228(10) d PDU 1 
H0A H 0.3025(7) 0.7666(15) 1.0060(6) 0.173 Uiso 0.228(10) d PR 1 
Cl1A Cl 0.2746(5) 0.8664(19) 1.0597(11) 0.207(7) Uani 0.272(10) d PDU 2 
Cl2A Cl 0.2219(6) 0.8018(21) 0.9281(11) 0.238(8) Uani 0.272(10) d PDU 2 
Cl3A Cl 0.2741(5) 0.5460(11) 1.0094(6) 0.173(5) Uani 0.272(10) d PDU 2 
C0A C 0.2383(5) 0.7231(13) 1.0068(8) 0.145(6) Uani 0.272(10) d PDU 2 
H0AA H 0.2082(5) 0.6987(13) 1.0196(8) 0.173 Uiso 0.272(10) d PR 2 

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 0.0358(6) 0.0370(6) 0.0384(6) 0.0026(5) 0.0100(5) -0.0036(5) 
C2 0.0383(9) 0.0353(8) 0.0357(8) 0.0005(7) 0.0127(7) -0.0018(7) 
C21 0.0371(9) 0.0414(9) 0.0425(9) -0.0036(7) 0.0112(7) -0.0013(7) 
C22 0.0424(10) 0.0595(12) 0.0533(12) 0.0039(9) 0.0133(9) -0.0075(9) 
C23 0.0400(11) 0.078(2) 0.078(2) -0.0067(13) 0.0171(11) -0.0125(11) 
C24 0.0369(10) 0.085(2) 0.0633(14) -0.0082(13) 0.0003(9) 0.0055(11) 
C25 0.0525(12) 0.073(2) 0.0533(12) 0.0058(11) 0.0043(10) 0.0107(11) 
C26 0.0461(11) 0.0575(12) 0.0493(11) 0.0074(9) 0.0099(8) 0.0018(9) 
C3 0.0377(8) 0.0336(9) 0.0412(9) -0.0024(7) 0.0161(7) -0.0017(6) 
C4 0.0489(10) 0.0378(9) 0.0507(11) 0.0049(8) 0.0184(8) 0.0037(8) 
C5 0.0680(14) 0.0333(9) 0.0701(14) -0.0009(9) 0.0282(11) -0.0023(9) 
C6 0.0631(13) 0.0392(10) 0.0649(13) -0.0132(9) 0.0214(11) -0.0108(9) 
C7 0.0460(10) 0.0438(10) 0.0452(10) -0.0064(8) 0.0131(8) -0.0075(8) 
C8 0.0381(8) 0.0343(8) 0.0396(9) -0.0025(7) 0.0154(7) -0.0028(7) 
C9 0.0359(9) 0.0356(9) 0.0375(9) -0.0020(7) 0.0095(7) -0.0002(7) 
C91 0.0464(10) 0.0344(8) 0.0367(9) -0.0049(7) 0.0093(7) -0.0001(7) 
C92 0.0542(11) 0.0568(12) 0.0432(10) 0.0057(9) 0.0166(9) 0.0028(9) 
C93 0.082(2) 0.0669(15) 0.0461(11) 0.0105(11) 0.0206(11) -0.0015(13) 
C94 0.086(2) 0.0652(15) 0.0393(11) 0.0052(10) 0.0040(11) 0.0047(13) 
C95 0.0606(13) 0.0673(15) 0.0470(11) -0.0058(10) -0.0069(10) 0.0100(11) 
C96 0.0478(11) 0.0553(12) 0.0455(11) -0.0033(9) 0.0041(8) -0.0007(9) 
C10 0.0391(9) 0.0438(10) 0.0433(10) -0.0023(8) 0.0137(7) 0.0043(7) 
C11 0.0405(9) 0.0348(8) 0.0384(9) -0.0081(7) 0.0121(7) -0.0040(7) 
C111 0.0404(9) 0.0453(10) 0.0399(9) -0.0040(7) 0.0157(7) 0.0016(7) 
C112 0.0632(13) 0.0568(12) 0.0411(10) -0.0081(9) 0.0181(9) -0.0037(10) 
C113 0.081(2) 0.075(2) 0.0415(11) -0.0037(10) 0.0251(11) 0.0018(13) 
C114 0.0734(15) 0.072(2) 0.0585(13) 0.0115(11) 0.0391(12) 0.0049(12) 
C115 0.0648(14) 0.0612(14) 0.0707(15) -0.0001(11) 0.0365(12) -0.0121(11) 
C116 0.0480(10) 0.0555(12) 0.0487(11) -0.0071(9) 0.0214(9) -0.0099(9) 
F 0.0587(7) 0.0366(6) 0.0501(6) -0.0091(5) 0.0153(5) -0.0056(5) 
Cl1 0.134(8) 0.130(8) 0.249(16) 0.008(9) 0.032(9) -0.021(6) 
Cl2 0.072(4) 0.254(17) 0.143(6) -0.007(8) 0.027(3) 0.032(6) 
Cl3 0.300(19) 0.173(13) 0.175(12) 0.081(10) 0.029(12) -0.029(12) 
C 0.131(12) 0.124(11) 0.211(16) -0.008(13) 0.104(13) -0.020(11) 
Cl1A 0.160(9) 0.202(14) 0.243(17) -0.056(11) 0.033(10) -0.035(8) 
Cl2A 0.174(9) 0.197(14) 0.286(19) 0.055(14) -0.033(10) 0.019(9) 
Cl3A 0.223(10) 0.143(5) 0.227(10) 0.054(6) 0.186(10) 0.033(6) 
C0A 0.133(12) 0.122(10) 0.210(15) -0.005(12) 0.100(12) -0.022(10) 

_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 C9 1.441(2) . ? 
O1 C2 1.446(2) . ? 
C2 C21 1.496(2) . ? 
C2 C3 1.526(2) . ? 
C2 C11 1.578(2) . ? 
C21 C26 1.390(3) . ? 
C21 C22 1.393(3) . ? 
C22 C23 1.382(3) . ? 
C23 C24 1.375(4) . ? 
C24 C25 1.375(4) . ? 
C25 C26 1.383(3) . ? 
C3 C4 1.384(3) . ? 
C3 C8 1.387(3) . ? 
C4 C5 1.392(3) . ? 
C5 C6 1.376(3) . ? 
C6 C7 1.395(3) . ? 
C7 C8 1.384(3) . ? 
C8 C9 1.520(2) . ? 
C9 C91 1.499(2) . ? 
C9 C10 1.553(2) . ? 
C91 C96 1.383(3) . ? 
C91 C92 1.388(3) . ? 
C92 C93 1.385(3) . ? 
C93 C94 1.365(4) . ? 
C94 C95 1.374(4) . ? 
C95 C96 1.394(3) . ? 
C10 C11 1.539(3) . ? 
C11 F 1.412(2) . ? 
C11 C111 1.507(3) . ? 
C111 C112 1.389(3) . ? 
C111 C116 1.396(3) . ? 
C112 C113 1.388(3) . ? 
C113 C114 1.369(4) . ? 
C114 C115 1.372(4) . ? 
C115 C116 1.388(3) . ? 
Cl1 Cl3 1.04(2) 7_567 ? 
Cl1 C 1.50(2) 7_567 ? 
Cl1 C 1.740(8) . ? 
Cl1 Cl2 2.11(2) 7_567 ? 
Cl2 C 1.744(8) . ? 
Cl2 Cl3 2.04(2) 7_567 ? 
Cl2 Cl1 2.11(2) 7_567 ? 
Cl3 Cl1 1.04(2) 7_567 ? 
Cl3 C 1.40(2) 7_567 ? 
Cl3 C 1.743(8) . ? 
Cl3 Cl2 2.04(2) 7_567 ? 
C C 1.08(3) 7_567 ? 
C Cl3 1.40(2) 7_567 ? 
C Cl1 1.50(2) 7_567 ? 
Cl1A Cl2A 1.40(2) 7_567 ? 
Cl1A C0A 1.55(3) 7_567 ? 
Cl1A C0A 1.739(8) . ? 
Cl1A Cl3A 1.84(2) 7_567 ? 
Cl2A Cl1A 1.40(2) 7_567 ? 
Cl2A C0A 1.53(3) 7_567 ? 
Cl2A C0A 1.743(8) . ? 
Cl2A Cl3A 1.81(2) 7_567 ? 
Cl3A C0A 1.744(8) . ? 
Cl3A Cl2A 1.81(2) 7_567 ? 
Cl3A Cl1A 1.84(2) 7_567 ? 
Cl3A C0A 1.94(2) 7_567 ? 
C0A C0A 0.89(3) 7_567 ? 
C0A Cl2A 1.53(3) 7_567 ? 
C0A Cl1A 1.55(3) 7_567 ? 
C0A Cl3A 1.94(2) 7_567 ? 

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 
C9 O1 C2 98.33(12) . . ? 
O1 C2 C21 111.77(14) . . ? 
O1 C2 C3 100.65(13) . . ? 
C21 C2 C3 117.69(15) . . ? 
O1 C2 C11 98.77(13) . . ? 
C21 C2 C11 117.20(14) . . ? 
C3 C2 C11 107.91(14) . . ? 
C26 C21 C22 118.5(2) . . ? 
C26 C21 C2 120.9(2) . . ? 
C22 C21 C2 120.6(2) . . ? 
C23 C22 C21 120.2(2) . . ? 
C24 C23 C22 120.7(2) . . ? 
C23 C24 C25 119.6(2) . . ? 
C24 C25 C26 120.3(2) . . ? 
C25 C26 C21 120.7(2) . . ? 
C4 C3 C8 120.9(2) . . ? 
C4 C3 C2 133.8(2) . . ? 
C8 C3 C2 105.28(14) . . ? 
C3 C4 C5 117.5(2) . . ? 
C6 C5 C4 121.6(2) . . ? 
C5 C6 C7 121.0(2) . . ? 
C8 C7 C6 117.3(2) . . ? 
C7 C8 C3 121.7(2) . . ? 
C7 C8 C9 133.2(2) . . ? 
C3 C8 C9 105.08(15) . . ? 
O1 C9 C91 110.77(14) . . ? 
O1 C9 C8 100.54(13) . . ? 
C91 C9 C8 118.45(15) . . ? 
O1 C9 C10 101.36(13) . . ? 
C91 C9 C10 117.20(15) . . ? 
C8 C9 C10 105.98(15) . . ? 
C96 C91 C92 118.7(2) . . ? 
C96 C91 C9 121.5(2) . . ? 
C92 C91 C9 119.7(2) . . ? 
C93 C92 C91 120.4(2) . . ? 
C94 C93 C92 120.4(2) . . ? 
C93 C94 C95 120.1(2) . . ? 
C94 C95 C96 119.9(2) . . ? 
C91 C96 C95 120.4(2) . . ? 
C11 C10 C9 102.32(14) . . ? 
F C11 C111 107.47(14) . . ? 
F C11 C10 106.51(15) . . ? 
C111 C11 C10 118.1(2) . . ? 
F C11 C2 105.01(13) . . ? 
C111 C11 C2 117.31(15) . . ? 
C10 C11 C2 101.34(13) . . ? 
C112 C111 C116 118.3(2) . . ? 
C112 C111 C11 120.6(2) . . ? 
C116 C111 C11 121.1(2) . . ? 
C113 C112 C111 120.6(2) . . ? 
C114 C113 C112 120.9(2) . . ? 
C113 C114 C115 119.1(2) . . ? 
C114 C115 C116 121.1(2) . . ? 
C115 C116 C111 120.0(2) . . ? 
Cl3 Cl1 C 84.5(14) 7_567 7_567 ? 
Cl3 Cl1 C 53.3(11) 7_567 . ? 
C Cl1 C 37.9(12) 7_567 . ? 
Cl3 Cl1 Cl2 125.1(14) 7_567 7_567 ? 
C Cl1 Cl2 54.6(7) 7_567 7_567 ? 
C Cl1 Cl2 73.2(6) . 7_567 ? 
C Cl2 Cl3 42.5(6) . 7_567 ? 
C Cl2 Cl1 44.5(7) . 7_567 ? 
Cl3 Cl2 Cl1 86.0(7) 7_567 7_567 ? 
Cl1 Cl3 C 89.8(14) 7_567 7_567 ? 
Cl1 Cl3 C 58.9(13) 7_567 . ? 
C Cl3 C 38.1(13) 7_567 . ? 
Cl1 Cl3 Cl2 131.7(20) 7_567 7_567 ? 
C Cl3 Cl2 57.5(8) 7_567 7_567 ? 
C Cl3 Cl2 75.2(8) . 7_567 ? 
C C Cl3 88.7(16) 7_567 7_567 ? 
C C Cl1 83.3(18) 7_567 7_567 ? 
Cl3 C Cl1 155.9(19) 7_567 7_567 ? 
C C Cl1 58.8(13) 7_567 . ? 
Cl3 C Cl1 36.9(9) 7_567 . ? 
Cl1 C Cl1 142.1(12) 7_567 . ? 
C C Cl3 53.2(12) 7_567 . ? 
Cl3 C Cl3 141.9(13) 7_567 . ? 
Cl1 C Cl3 36.6(9) 7_567 . ? 
Cl1 C Cl3 108.7(7) . . ? 
C C Cl2 108.2(17) 7_567 . ? 
Cl3 C Cl2 80.0(9) 7_567 . ? 
Cl1 C Cl2 81.0(8) 7_567 . ? 
Cl1 C Cl2 109.2(6) . . ? 
Cl3 C Cl2 109.4(7) . . ? 
Cl2A Cl1A C0A 72.1(9) 7_567 7_567 ? 
Cl2A Cl1A C0A 56.9(10) 7_567 . ? 
C0A Cl1A C0A 30.9(11) 7_567 . ? 
Cl2A Cl1A Cl3A 122.0(11) 7_567 7_567 ? 
C0A Cl1A Cl3A 61.2(10) 7_567 7_567 ? 
C0A Cl1A Cl3A 65.4(6) . 7_567 ? 
Cl1A Cl2A C0A 72.8(11) 7_567 7_567 ? 
Cl1A Cl2A C0A 58.1(13) 7_567 . ? 
C0A Cl2A C0A 30.9(12) 7_567 . ? 
Cl1A Cl2A Cl3A 123.6(21) 7_567 7_567 ? 
C0A Cl2A Cl3A 62.4(10) 7_567 7_567 ? 
C0A Cl2A Cl3A 66.0(9) . 7_567 ? 
C0A Cl3A Cl2A 50.8(7) . 7_567 ? 
C0A Cl3A Cl1A 51.3(7) . 7_567 ? 
Cl2A Cl3A Cl1A 102.0(7) 7_567 7_567 ? 
C0A Cl3A C0A 27.5(9) . 7_567 ? 
Cl2A Cl3A C0A 55.3(5) 7_567 7_567 ? 
Cl1A Cl3A C0A 54.8(6) 7_567 7_567 ? 
C0A C0A Cl2A 88.1(16) 7_567 7_567 ? 
C0A C0A Cl1A 86.0(23) 7_567 7_567 ? 
Cl2A C0A Cl1A 134.1(10) 7_567 7_567 ? 
C0A C0A Cl1A 63.1(18) 7_567 . ? 
Cl2A C0A Cl1A 50.3(6) 7_567 . ? 
Cl1A C0A Cl1A 149.1(11) 7_567 . ? 
C0A C0A Cl2A 61.0(18) 7_567 . ? 
Cl2A C0A Cl2A 149.1(12) 7_567 . ? 
Cl1A C0A Cl2A 49.9(8) 7_567 . ? 
Cl1A C0A Cl2A 109.1(6) . . ? 
C0A C0A Cl3A 88.2(14) 7_567 . ? 
Cl2A C0A Cl3A 66.8(7) 7_567 . ? 
Cl1A C0A Cl3A 67.5(7) 7_567 . ? 
Cl1A C0A Cl3A 109.0(6) . . ? 
Cl2A C0A Cl3A 109.2(6) . . ? 
C0A C0A Cl3A 64.3(12) 7_567 7_567 ? 
Cl2A C0A Cl3A 109.8(10) 7_567 7_567 ? 
Cl1A C0A Cl3A 108.2(16) 7_567 7_567 ? 
Cl1A C0A Cl3A 59.8(7) . 7_567 ? 
Cl2A C0A Cl3A 58.7(10) . 7_567 ? 
Cl3A C0A Cl3A 152.5(9) . 7_567 ? 

_refine_diff_density_max    0.371 
_refine_diff_density_min   -0.380 
_refine_diff_density_rms    0.063 

#==========================================================================

data_haf_322 
_database_code_CSD                155012
_audit_creation_method            SHELXL 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_formula_moiety          ? 
_chemical_formula_structural      ? 
_chemical_formula_analytical      ? 
_chemical_formula_sum             'C28 H21 F O' 
_chemical_formula_weight          392.45 
_chemical_melting_point           ? 
_chemical_compound_source         ? 

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' 
'F'  'F'   0.0171   0.0103 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_symmetry_cell_setting            'monoclinic' 
_symmetry_space_group_name_H-M    'C2/c' 

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

_cell_length_a                    28.038(7) 
_cell_length_b                    10.358(4) 
_cell_length_c                    16.719(5) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  122.83(2) 
_cell_angle_gamma                 90.00 
_cell_volume                      4080.0(22) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     223(2) 
_cell_measurement_reflns_used     25 
_cell_measurement_theta_min       40.02
_cell_measurement_theta_max       46.65

_exptl_crystal_description        'block' 
_exptl_crystal_colour             'colourless' 
_exptl_crystal_size_max           0.25 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.10 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.278 
_exptl_crystal_density_method     'empirical via \y scan data' 
_exptl_crystal_F_000              1648 
_exptl_absorpt_coefficient_mu     0.082 
_exptl_absorpt_correction_type    ? 
_exptl_absorpt_correction_T_min   0.963 
_exptl_absorpt_correction_T_max   0.999

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       223(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        'Enraf-Nonius CAD4' 
_diffrn_measurement_method        '\w/2\q scans'
_diffrn_standards_number          3 
_diffrn_standards_interval_count  250 
_diffrn_standards_interval_time   120 
_diffrn_standards_decay_%         6.3
_diffrn_reflns_number             4305 
_diffrn_reflns_av_R_equivalents   0.0561 
_diffrn_reflns_av_sigmaI/netI     0.1303 
_diffrn_reflns_limit_h_min        -29 
_diffrn_reflns_limit_h_max        34 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        0 
_diffrn_reflns_limit_l_min        -20 
_diffrn_reflns_limit_l_max        0 
_diffrn_reflns_theta_min          1.73 
_diffrn_reflns_theta_max          26.33 
_reflns_number_total              4152 
_reflns_number_observed           2027 
_reflns_observed_criterion        >2sigma(I) 

_computing_data_collection        'Express (Nonius B.V., 1994)' 
_computing_cell_refinement        'Express (Nonius B.V., 1994)'
_computing_data_reduction         'MolEN (Fair, 1990)'
_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-93 (Sheldrick, 1993)' 
_computing_molecular_graphics     'SCHAKAL-92 (Keller, 1992)' 
_computing_publication_material   'SHELXL-93 (Sheldrick, 1993)' 

_refine_special_details 
; 
Refinement on F^2^ for ALL reflections except for 5 with very negative F^2^ 
or flagged by the user for potential systematic errors.  Weighted R-factors 
wR and all goodnesses 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 observed criterion 
of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0747P)^2^+0.0000P] 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     'refined as riding atoms' 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          4147 
_refine_ls_number_parameters      281 
_refine_ls_number_restraints      2 
_refine_ls_R_factor_all           0.1589 
_refine_ls_R_factor_obs           0.0563 
_refine_ls_wR_factor_all          0.1726 
_refine_ls_wR_factor_obs          0.1238 
_refine_ls_goodness_of_fit_all    0.935 
_refine_ls_goodness_of_fit_obs    1.084 
_refine_ls_restrained_S_all       1.025 
_refine_ls_restrained_S_obs       1.090 
_refine_ls_shift/esd_max          0.000 
_refine_ls_shift/esd_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_thermal_displace_type 
_atom_site_occupancy 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_group 
C1 C 0.37743(12) 0.2719(3) 0.7404(2) 0.0311(7) Uani 1 d . . 
C12 C 0.39214(12) 0.3691(3) 0.6910(2) 0.0341(7) Uani 1 d . . 
C13 C 0.36910(14) 0.4923(3) 0.6742(2) 0.0464(9) Uani 1 d . . 
H13 H 0.34596(14) 0.5155(3) 0.6966(2) 0.056 Uiso 1 calc R . 
C14 C 0.3803(2) 0.5812(4) 0.6243(3) 0.0542(9) Uani 1 d . . 
H14 H 0.3645(2) 0.6645(4) 0.6129(3) 0.065 Uiso 1 calc R . 
C15 C 0.41405(14) 0.5484(4) 0.5914(2) 0.0518(10) Uani 1 d . . 
H15 H 0.42121(14) 0.6088(4) 0.5572(2) 0.062 Uiso 1 calc R . 
C16 C 0.43731(14) 0.4277(4) 0.6085(2) 0.0515(9) Uani 1 d . . 
H16 H 0.46081(14) 0.4056(4) 0.5865(2) 0.062 Uiso 1 calc R . 
C17 C 0.42638(13) 0.3374(3) 0.6583(2) 0.0405(8) Uani 1 d . . 
H17 H 0.44242(13) 0.2545(3) 0.6696(2) 0.049 Uiso 1 calc R . 
C2 C 0.31680(12) 0.2191(3) 0.6858(2) 0.0297(6) Uani 1 d . . 
C3 C 0.32105(12) 0.0965(3) 0.7229(2) 0.0295(6) Uani 1 d . . 
C4 C 0.38331(12) 0.0802(3) 0.8002(2) 0.0303(7) Uani 1 d . . 
C41 C 0.40761(12) -0.0536(3) 0.8258(2) 0.0342(7) Uani 1 d . . 
C42 C 0.45188(13) -0.0894(3) 0.8167(2) 0.0415(8) Uani 1 d . . 
H42 H 0.46733(13) -0.0288(3) 0.7949(2) 0.050 Uiso 1 calc R . 
C43 C 0.47375(14) -0.2134(3) 0.8391(3) 0.0497(9) Uani 1 d . . 
H43 H 0.50362(14) -0.2367(3) 0.8319(3) 0.060 Uiso 1 calc R . 
C44 C 0.4520(2) -0.3025(3) 0.8718(3) 0.0516(9) Uani 1 d . . 
H44 H 0.4669(2) -0.3866(3) 0.8870(3) 0.062 Uiso 1 calc R . 
C45 C 0.40815(15) -0.2683(3) 0.8823(3) 0.0517(9) Uani 1 d . . 
H45 H 0.39331(15) -0.3290(3) 0.9050(3) 0.062 Uiso 1 calc R . 
C46 C 0.38593(14) -0.1440(3) 0.8592(2) 0.0445(8) Uani 1 d . . 
H46 H 0.35598(14) -0.1210(3) 0.8663(2) 0.053 Uiso 1 calc R . 
C5 C 0.39543(12) 0.1718(3) 0.8850(2) 0.0314(7) Uani 1 d . . 
H5 H 0.43567(12) 0.1597(3) 0.9370(2) 0.038 Uiso 1 calc R . 
C51 C 0.35978(13) 0.1477(3) 0.9266(2) 0.0337(7) Uani 1 d . . 
C52 C 0.38149(15) 0.0745(3) 1.0084(2) 0.0437(8) Uani 1 d . . 
H52 H 0.41893(15) 0.0435(3) 1.0394(2) 0.052 Uiso 1 calc R . 
C53 C 0.3488(2) 0.0461(3) 1.0454(3) 0.0529(10) Uani 1 d . . 
H53 H 0.3641(2) -0.0042(3) 1.1008(3) 0.064 Uiso 1 calc R . 
C54 C 0.2941(2) 0.0916(4) 1.0011(3) 0.0554(10) Uani 1 d . . 
H54 H 0.2719(2) 0.0720(4) 1.0261(3) 0.066 Uiso 1 calc R . 
C55 C 0.2717(2) 0.1664(3) 0.9195(3) 0.0494(9) Uani 1 d . . 
H55 H 0.2345(2) 0.1987(3) 0.8897(3) 0.059 Uiso 1 calc R . 
C56 C 0.30422(13) 0.1934(3) 0.8824(2) 0.0400(8) Uani 1 d . . 
H56 H 0.28873(13) 0.2432(3) 0.8266(2) 0.048 Uiso 1 calc R . 
C6 C 0.39053(12) 0.3052(3) 0.8404(2) 0.0371(7) Uani 1 d D . 
H6A H 0.35911(12) 0.3555(3) 0.8357(2) 0.045 Uiso 0.863(4) calc PR 1 
H6B H 0.42965(12) 0.3401(3) 0.8755(2) 0.045 Uiso 0.137(4) calc PR 2 
F6A F 0.44159(8) 0.3716(2) 0.89360(14) 0.0461(7) Uani 0.863(4) d PD 1 
F6B F 0.3577(5) 0.4019(9) 0.8426(9) 0.045(4) Uani 0.137(4) d PD 2 
O7 O 0.40985(8) 0.1542(2) 0.76119(14) 0.0331(5) Uani 1 d . . 
C8 C 0.26516(13) 0.2707(3) 0.6170(2) 0.0395(8) Uani 1 d . . 
H8 H 0.26256(13) 0.3546(3) 0.5934(2) 0.047 Uiso 1 calc R . 
C9 C 0.21704(13) 0.1948(4) 0.5834(2) 0.0472(9) Uani 1 d . . 
H9 H 0.18142(13) 0.2273(4) 0.5357(2) 0.057 Uiso 1 calc R . 
C10 C 0.22069(14) 0.0723(3) 0.6190(2) 0.0443(8) Uani 1 d . . 
H10 H 0.18757(14) 0.0226(3) 0.5951(2) 0.053 Uiso 1 calc R . 
C11 C 0.27282(13) 0.0213(3) 0.6900(2) 0.0375(7) Uani 1 d . . 
H11 H 0.27529(13) -0.0615(3) 0.7148(2) 0.045 Uiso 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 
C1 0.033(2) 0.028(2) 0.035(2) 0.0030(13) 0.0201(14) 0.0035(13) 
C12 0.032(2) 0.035(2) 0.029(2) 0.0032(14) 0.0127(14) -0.0038(13) 
C13 0.051(2) 0.040(2) 0.050(2) 0.009(2) 0.028(2) 0.003(2) 
C14 0.059(2) 0.039(2) 0.056(2) 0.009(2) 0.026(2) -0.007(2) 
C15 0.045(2) 0.055(2) 0.042(2) 0.012(2) 0.015(2) -0.018(2) 
C16 0.041(2) 0.068(3) 0.046(2) 0.005(2) 0.024(2) -0.009(2) 
C17 0.036(2) 0.048(2) 0.037(2) 0.005(2) 0.0192(15) -0.004(2) 
C2 0.0298(15) 0.034(2) 0.0269(14) -0.0033(13) 0.0167(13) -0.0023(13) 
C3 0.031(2) 0.030(2) 0.0301(15) -0.0062(13) 0.0177(13) -0.0049(13) 
C4 0.031(2) 0.028(2) 0.034(2) 0.0023(13) 0.0197(13) -0.0011(13) 
C41 0.035(2) 0.030(2) 0.035(2) 0.0006(14) 0.0176(14) 0.0012(13) 
C42 0.038(2) 0.040(2) 0.047(2) 0.008(2) 0.024(2) 0.006(2) 
C43 0.042(2) 0.046(2) 0.060(2) 0.005(2) 0.026(2) 0.012(2) 
C44 0.059(2) 0.028(2) 0.062(2) 0.007(2) 0.030(2) 0.009(2) 
C45 0.058(2) 0.029(2) 0.068(3) 0.008(2) 0.035(2) 0.002(2) 
C46 0.051(2) 0.035(2) 0.053(2) 0.005(2) 0.032(2) 0.000(2) 
C5 0.032(2) 0.029(2) 0.0290(15) 0.0026(13) 0.0137(13) -0.0006(13) 
C51 0.044(2) 0.027(2) 0.032(2) -0.0041(13) 0.0226(15) -0.0045(14) 
C52 0.054(2) 0.039(2) 0.036(2) -0.001(2) 0.023(2) -0.006(2) 
C53 0.080(3) 0.050(2) 0.040(2) -0.002(2) 0.039(2) -0.015(2) 
C54 0.081(3) 0.049(2) 0.061(2) -0.016(2) 0.054(2) -0.022(2) 
C55 0.058(2) 0.046(2) 0.059(2) -0.013(2) 0.041(2) -0.006(2) 
C56 0.048(2) 0.035(2) 0.045(2) -0.004(2) 0.031(2) 0.000(2) 
C6 0.038(2) 0.038(2) 0.032(2) -0.0011(14) 0.0164(14) -0.0083(15) 
F6A 0.0481(14) 0.0406(13) 0.0370(12) -0.0018(10) 0.0148(11) -0.0184(10) 
F6B 0.078(10) 0.025(7) 0.052(8) -0.008(6) 0.049(8) 0.008(7) 
O7 0.0314(11) 0.0312(11) 0.0406(12) 0.0070(10) 0.0221(10) 0.0029(9) 
C8 0.037(2) 0.045(2) 0.034(2) 0.0034(15) 0.0180(15) 0.0028(15) 
C9 0.032(2) 0.065(2) 0.036(2) 0.001(2) 0.0128(15) -0.001(2) 
C10 0.036(2) 0.055(2) 0.040(2) -0.010(2) 0.019(2) -0.012(2) 
C11 0.040(2) 0.034(2) 0.042(2) -0.0060(15) 0.024(2) -0.0058(14) 

_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 O7 1.446(3) . ? 
C1 C12 1.496(4) . ? 
C1 C2 1.529(4) . ? 
C1 C6 1.543(4) . ? 
C12 C17 1.378(4) . ? 
C12 C13 1.389(4) . ? 
C13 C14 1.388(5) . ? 
C14 C15 1.371(5) . ? 
C15 C16 1.366(5) . ? 
C16 C17 1.392(4) . ? 
C2 C8 1.378(4) . ? 
C2 C3 1.390(4) . ? 
C3 C11 1.389(4) . ? 
C3 C4 1.517(4) . ? 
C4 O7 1.446(3) . ? 
C4 C41 1.501(4) . ? 
C4 C5 1.583(4) . ? 
C41 C42 1.381(4) . ? 
C41 C46 1.387(4) . ? 
C42 C43 1.384(4) . ? 
C43 C44 1.373(5) . ? 
C44 C45 1.378(5) . ? 
C45 C46 1.391(4) . ? 
C5 C51 1.515(4) . ? 
C5 C6 1.540(4) . ? 
C51 C52 1.384(4) . ? 
C51 C56 1.396(4) . ? 
C52 C53 1.387(4) . ? 
C53 C54 1.375(5) . ? 
C54 C55 1.388(5) . ? 
C55 C56 1.383(4) . ? 
C6 F6B 1.376(5) . ? 
C6 F6A 1.391(3) . ? 
C8 C9 1.390(4) . ? 
C9 C10 1.381(5) . ? 
C10 C11 1.394(4) . ? 

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 
O7 C1 C12 112.0(2) . . ? 
O7 C1 C2 101.1(2) . . ? 
C12 C1 C2 117.4(2) . . ? 
O7 C1 C6 100.3(2) . . ? 
C12 C1 C6 118.2(2) . . ? 
C2 C1 C6 105.1(2) . . ? 
C17 C12 C13 119.1(3) . . ? 
C17 C12 C1 121.3(3) . . ? 
C13 C12 C1 119.6(3) . . ? 
C14 C13 C12 120.0(3) . . ? 
C15 C14 C13 120.4(3) . . ? 
C16 C15 C14 119.9(3) . . ? 
C15 C16 C17 120.3(3) . . ? 
C12 C17 C16 120.3(3) . . ? 
C8 C2 C3 121.6(3) . . ? 
C8 C2 C1 133.2(3) . . ? 
C3 C2 C1 105.2(2) . . ? 
C11 C3 C2 120.4(3) . . ? 
C11 C3 C4 134.3(3) . . ? 
C2 C3 C4 105.2(2) . . ? 
O7 C4 C41 110.7(2) . . ? 
O7 C4 C3 101.1(2) . . ? 
C41 C4 C3 118.7(2) . . ? 
O7 C4 C5 100.0(2) . . ? 
C41 C4 C5 117.0(2) . . ? 
C3 C4 C5 106.6(2) . . ? 
C42 C41 C46 118.7(3) . . ? 
C42 C41 C4 120.8(3) . . ? 
C46 C41 C4 120.5(3) . . ? 
C41 C42 C43 120.8(3) . . ? 
C44 C43 C42 120.2(3) . . ? 
C43 C44 C45 119.9(3) . . ? 
C44 C45 C46 119.9(3) . . ? 
C41 C46 C45 120.5(3) . . ? 
C51 C5 C6 117.5(2) . . ? 
C51 C5 C4 115.9(2) . . ? 
C6 C5 C4 100.6(2) . . ? 
C52 C51 C56 118.4(3) . . ? 
C52 C51 C5 119.8(3) . . ? 
C56 C51 C5 121.7(3) . . ? 
C51 C52 C53 120.9(3) . . ? 
C54 C53 C52 120.1(3) . . ? 
C53 C54 C55 119.9(3) . . ? 
C56 C55 C54 119.8(3) . . ? 
C55 C56 C51 120.8(3) . . ? 
F6B C6 C5 121.7(6) . . ? 
F6A C6 C5 110.1(2) . . ? 
F6B C6 C1 115.0(6) . . ? 
F6A C6 C1 111.2(2) . . ? 
C5 C6 C1 103.3(2) . . ? 
C1 O7 C4 98.3(2) . . ? 
C2 C8 C9 117.9(3) . . ? 
C10 C9 C8 121.1(3) . . ? 
C9 C10 C11 120.9(3) . . ? 
C3 C11 C10 118.1(3) . . ? 

loop_ 
_geom_torsion_atom_site_label_1 
_geom_torsion_atom_site_label_2 
_geom_torsion_atom_site_label_3 
_geom_torsion_atom_site_label_4 
_geom_torsion 
_geom_torsion_site_symmetry_1 
_geom_torsion_site_symmetry_2 
_geom_torsion_site_symmetry_3 
_geom_torsion_site_symmetry_4 
_geom_torsion_publ_flag 
O7 C1 C12 C17 9.0(4) . . . . ? 
C2 C1 C12 C17 -107.4(3) . . . . ? 
C6 C1 C12 C17 124.8(3) . . . . ? 
O7 C1 C12 C13 -173.6(3) . . . . ? 
C2 C1 C12 C13 70.0(4) . . . . ? 
C6 C1 C12 C13 -57.8(4) . . . . ? 
C17 C12 C13 C14 0.6(5) . . . . ? 
C1 C12 C13 C14 -176.8(3) . . . . ? 
C12 C13 C14 C15 -0.1(5) . . . . ? 
C13 C14 C15 C16 -0.5(5) . . . . ? 
C14 C15 C16 C17 0.7(5) . . . . ? 
C13 C12 C17 C16 -0.4(5) . . . . ? 
C1 C12 C17 C16 177.0(3) . . . . ? 
C15 C16 C17 C12 -0.2(5) . . . . ? 
O7 C1 C2 C8 -152.4(3) . . . . ? 
C12 C1 C2 C8 -30.3(5) . . . . ? 
C6 C1 C2 C8 103.6(4) . . . . ? 
O7 C1 C2 C3 30.2(3) . . . . ? 
C12 C1 C2 C3 152.3(2) . . . . ? 
C6 C1 C2 C3 -73.8(3) . . . . ? 
C8 C2 C3 C11 1.0(4) . . . . ? 
C1 C2 C3 C11 178.7(3) . . . . ? 
C8 C2 C3 C4 -176.2(3) . . . . ? 
C1 C2 C3 C4 1.6(3) . . . . ? 
C11 C3 C4 O7 150.6(3) . . . . ? 
C2 C3 C4 O7 -32.9(3) . . . . ? 
C11 C3 C4 C41 29.3(5) . . . . ? 
C2 C3 C4 C41 -154.1(2) . . . . ? 
C11 C3 C4 C5 -105.4(4) . . . . ? 
C2 C3 C4 C5 71.2(3) . . . . ? 
O7 C4 C41 C42 3.8(4) . . . . ? 
C3 C4 C41 C42 120.1(3) . . . . ? 
C5 C4 C41 C42 -109.8(3) . . . . ? 
O7 C4 C41 C46 -176.1(3) . . . . ? 
C3 C4 C41 C46 -59.8(4) . . . . ? 
C5 C4 C41 C46 70.3(4) . . . . ? 
C46 C41 C42 C43 0.8(5) . . . . ? 
C4 C41 C42 C43 -179.1(3) . . . . ? 
C41 C42 C43 C44 -0.7(5) . . . . ? 
C42 C43 C44 C45 0.0(6) . . . . ? 
C43 C44 C45 C46 0.3(6) . . . . ? 
C42 C41 C46 C45 -0.4(5) . . . . ? 
C4 C41 C46 C45 179.5(3) . . . . ? 
C44 C45 C46 C41 -0.1(5) . . . . ? 
O7 C4 C5 C51 162.9(2) . . . . ? 
C41 C4 C5 C51 -77.6(3) . . . . ? 
C3 C4 C5 C51 58.0(3) . . . . ? 
O7 C4 C5 C6 35.0(2) . . . . ? 
C41 C4 C5 C6 154.5(2) . . . . ? 
C3 C4 C5 C6 -69.9(3) . . . . ? 
C6 C5 C51 C52 -143.3(3) . . . . ? 
C4 C5 C51 C52 97.8(3) . . . . ? 
C6 C5 C51 C56 39.3(4) . . . . ? 
C4 C5 C51 C56 -79.7(3) . . . . ? 
C56 C51 C52 C53 0.5(5) . . . . ? 
C5 C51 C52 C53 -177.0(3) . . . . ? 
C51 C52 C53 C54 -0.4(5) . . . . ? 
C52 C53 C54 C55 -0.3(5) . . . . ? 
C53 C54 C55 C56 0.9(5) . . . . ? 
C54 C55 C56 C51 -0.8(5) . . . . ? 
C52 C51 C56 C55 0.1(4) . . . . ? 
C5 C51 C56 C55 177.6(3) . . . . ? 
C51 C5 C6 F6B 3.6(8) . . . . ? 
C4 C5 C6 F6B 130.5(7) . . . . ? 
C51 C5 C6 F6A 113.8(3) . . . . ? 
C4 C5 C6 F6A -119.4(2) . . . . ? 
C51 C5 C6 C1 -127.4(3) . . . . ? 
C4 C5 C6 C1 -0.6(3) . . . . ? 
O7 C1 C6 F6B -169.0(6) . . . . ? 
C12 C1 C6 F6B 69.0(7) . . . . ? 
C2 C1 C6 F6B -64.4(7) . . . . ? 
O7 C1 C6 F6A 84.0(3) . . . . ? 
C12 C1 C6 F6A -38.0(4) . . . . ? 
C2 C1 C6 F6A -171.4(2) . . . . ? 
O7 C1 C6 C5 -34.1(2) . . . . ? 
C12 C1 C6 C5 -156.1(2) . . . . ? 
C2 C1 C6 C5 70.5(3) . . . . ? 
C12 C1 O7 C4 -175.8(2) . . . . ? 
C2 C1 O7 C4 -49.9(2) . . . . ? 
C6 C1 O7 C4 57.9(2) . . . . ? 
C41 C4 O7 C1 177.8(2) . . . . ? 
C3 C4 O7 C1 51.1(2) . . . . ? 
C5 C4 O7 C1 -58.2(2) . . . . ? 
C3 C2 C8 C9 -1.6(4) . . . . ? 
C1 C2 C8 C9 -178.6(3) . . . . ? 
C2 C8 C9 C10 1.0(5) . . . . ? 
C8 C9 C10 C11 0.2(5) . . . . ? 
C2 C3 C11 C10 0.3(4) . . . . ? 
C4 C3 C11 C10 176.4(3) . . . . ? 
C9 C10 C11 C3 -0.9(5) . . . . ? 

_refine_diff_density_max    0.222 
_refine_diff_density_min   -0.271 
_refine_diff_density_rms    0.054 

#======================================================================