 
data_6c
  
_audit_creation_method            'SHELXL-2018/3' 
_shelx_SHELXL_version_number      '2018/3' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety
 'C18 H18 F2 O4' 
_chemical_formula_sum 
 'C18 H18 F2 O4' 
_chemical_formula_weight          336.32 
  
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       orthorhombic 
_space_group_IT_number            19 
_space_group_name_H-M_alt         'P 21 21 21' 
_space_group_name_Hall            'P 2ac 2ab' 
  
_shelx_space_group_comment 
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
; 
  
loop_ 
 _space_group_symop_operation_xyz 
 'x, y, z' 
 '-x+1/2, -y, z+1/2' 
 '-x, y+1/2, -z+1/2' 
 'x+1/2, -y+1/2, -z' 
  
_cell_length_a                    9.0687(5) 
_cell_length_b                    14.7626(6) 
_cell_length_c                    23.2602(9) 
_cell_angle_alpha                 90 
_cell_angle_beta                  90 
_cell_angle_gamma                 90 
_cell_volume                      3114.0(2) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     173(2) 
_cell_measurement_reflns_used     1964 
_cell_measurement_theta_min       2.7840 
_cell_measurement_theta_max       27.1920 
  
_exptl_crystal_description        'blocky needles' 
_exptl_crystal_colour             Colourless 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.435 
_exptl_crystal_F_000              1408 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.713 
_exptl_crystal_size_mid           0.161 
_exptl_crystal_size_min           0.076 
_exptl_absorpt_coefficient_mu     0.116 
_shelx_estimated_absorpt_T_min    ? 
_shelx_estimated_absorpt_T_max    ? 
_exptl_absorpt_correction_type    analytical 
_exptl_absorpt_correction_T_min   0.934 
_exptl_absorpt_correction_T_max   0.991 
_exptl_absorpt_process_details     
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
; 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       173(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    'Enhance (Mo) X-ray Source' 
_diffrn_measurement_device_type   'Agilent Xcalibur 3 E' 
_diffrn_measurement_method        'omega scans' 
_diffrn_detector_area_resol_mean  16.0382 
_diffrn_reflns_number             6913 
_diffrn_reflns_av_unetI/netI      0.0572 
_diffrn_reflns_av_R_equivalents   0.0272 
_diffrn_reflns_limit_h_min        -6 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -18 
_diffrn_reflns_limit_k_max        18 
_diffrn_reflns_limit_l_min        -30 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          2.411 
_diffrn_reflns_theta_max          28.227 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max   0.811 
_diffrn_measured_fraction_theta_full  0.988 
_diffrn_reflns_Laue_measured_fraction_max    0.811 
_diffrn_reflns_Laue_measured_fraction_full   0.988 
_diffrn_reflns_point_group_measured_fraction_max   0.672 
_diffrn_reflns_point_group_measured_fraction_full  0.849 
_reflns_number_total              5162 
_reflns_number_gt                 4340 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          0.480 
_reflns_Friedel_fraction_max      0.496 
_reflns_Friedel_fraction_full     0.667 
  
_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        'CrysAlisPro, Rigaku OD' 
_computing_cell_refinement        'CrysAlisPro, Rigaku OD' 
_computing_data_reduction         'CrysAlisPro, Rigaku OD' 
_computing_structure_solution     'SHELXS-2014 (Sheldrick, 2017)' 
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'CIFTAB-2014 (Sheldrick, 2017)' 
_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)+(0.0355P)²] 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      'SHELXL-2018/3 (Sheldrick 2018)' 
_refine_ls_extinction_coef        0.0020(4) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1284 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
; 
_refine_ls_abs_structure_Flack    0.5(7) 
_chemical_absolute_configuration  ? 
_refine_ls_number_reflns          5162 
_refine_ls_number_parameters      442 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0554 
_refine_ls_R_factor_gt            0.0422 
_refine_ls_wR_factor_ref          0.0879 
_refine_ls_wR_factor_gt           0.0822 
_refine_ls_goodness_of_fit_ref    1.033 
_refine_ls_restrained_S_all       1.033 
_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 0.3255(4) 0.4828(2) 0.56261(13) 0.0183(8) Uani 1 1 d . . . . . 
C2A C 0.2932(4) 0.4186(2) 0.52062(13) 0.0195(8) Uani 1 1 d . . . . . 
F2A F 0.3415(2) 0.33168(11) 0.52690(7) 0.0275(5) Uani 1 1 d . . . . . 
C3A C 0.2169(4) 0.4362(2) 0.47038(13) 0.0197(8) Uani 1 1 d . . . . . 
C4A C 0.1732(4) 0.5252(2) 0.45944(13) 0.0202(8) Uani 1 1 d . . . . . 
C5A C 0.2077(4) 0.5922(2) 0.49882(13) 0.0218(8) Uani 1 1 d . . . . . 
H5A H 0.180078 0.653095 0.491125 0.026 Uiso 1 1 calc R U . . . 
C6A C 0.2819(4) 0.5719(2) 0.54936(13) 0.0190(8) Uani 1 1 d . . . . . 
C7A C 0.3230(4) 0.6462(2) 0.59072(13) 0.0235(8) Uani 1 1 d . . . . . 
H7A H 0.253534 0.646789 0.623546 0.028 Uiso 1 1 calc R U . . . 
H7B H 0.317639 0.705705 0.571196 0.028 Uiso 1 1 calc R U . . . 
C8A C 0.4796(4) 0.6292(2) 0.61217(14) 0.0230(8) Uani 1 1 d . . . . . 
H8A H 0.549355 0.631011 0.579440 0.028 Uiso 1 1 calc R U . . . 
H8B H 0.508213 0.677130 0.639794 0.028 Uiso 1 1 calc R U . . . 
C9A C 0.4869(4) 0.5383(2) 0.64091(13) 0.0191(8) Uani 1 1 d . . . . . 
C10A C 0.5654(4) 0.5274(2) 0.69171(13) 0.0237(8) Uani 1 1 d . . . . . 
H10A H 0.619532 0.577059 0.706887 0.028 Uiso 1 1 calc R U . . . 
C11A C 0.5659(4) 0.4454(2) 0.72059(13) 0.0227(8) Uani 1 1 d . . . . . 
C12A C 0.4855(4) 0.3729(2) 0.69860(13) 0.0214(8) Uani 1 1 d . . . . . 
C13A C 0.4057(4) 0.3867(2) 0.64854(13) 0.0202(8) Uani 1 1 d . . . . . 
F13A F 0.3175(2) 0.31655(11) 0.63281(8) 0.0282(5) Uani 1 1 d . . . . . 
C14A C 0.4062(4) 0.4664(2) 0.61695(13) 0.0186(8) Uani 1 1 d . . . . . 
O15A O 0.1924(3) 0.36759(15) 0.43171(9) 0.0257(6) Uani 1 1 d . . . . . 
C16A C 0.0419(4) 0.3373(3) 0.43198(16) 0.0371(10) Uani 1 1 d . . . . . 
H16A H 0.031335 0.285499 0.405951 0.056 Uiso 1 1 calc R U . . . 
H16B H -0.022459 0.386627 0.419150 0.056 Uiso 1 1 calc R U . . . 
H16C H 0.014195 0.319074 0.471027 0.056 Uiso 1 1 calc R U . . . 
O17A O 0.1029(3) 0.53810(15) 0.40823(9) 0.0276(6) Uani 1 1 d . . . . . 
C18A C 0.0745(4) 0.6295(2) 0.39154(14) 0.0311(9) Uani 1 1 d . . . . . 
H18A H 0.026495 0.630162 0.353803 0.047 Uiso 1 1 calc R U . . . 
H18B H 0.167787 0.662872 0.389412 0.047 Uiso 1 1 calc R U . . . 
H18C H 0.009834 0.658191 0.419946 0.047 Uiso 1 1 calc R U . . . 
O19A O 0.6372(3) 0.42951(16) 0.77141(9) 0.0332(6) Uani 1 1 d . . . . . 
C20A C 0.7144(5) 0.5029(3) 0.79717(16) 0.0460(12) Uani 1 1 d . . . . . 
H20A H 0.792384 0.523651 0.771155 0.069 Uiso 1 1 calc R U . . . 
H20B H 0.758390 0.482801 0.833492 0.069 Uiso 1 1 calc R U . . . 
H20C H 0.645653 0.552713 0.804632 0.069 Uiso 1 1 calc R U . . . 
O21A O 0.4750(3) 0.29176(16) 0.72720(9) 0.0297(6) Uani 1 1 d . . . . . 
C22A C 0.6112(4) 0.2409(2) 0.73004(15) 0.0385(10) Uani 1 1 d . . . . . 
H22A H 0.647257 0.229246 0.691016 0.058 Uiso 1 1 calc R U . . . 
H22B H 0.593520 0.183111 0.749645 0.058 Uiso 1 1 calc R U . . . 
H22C H 0.685033 0.275759 0.751392 0.058 Uiso 1 1 calc R U . . . 
C1B C 0.9070(4) 0.5420(2) 0.61166(12) 0.0175(8) Uani 1 1 d . . . . . 
C2B C 0.9061(4) 0.6265(2) 0.63830(13) 0.0189(7) Uani 1 1 d . . . . . 
F2B F 0.8219(2) 0.69433(11) 0.61670(7) 0.0251(5) Uani 1 1 d . . . . . 
C3B C 0.9787(4) 0.6457(2) 0.68879(13) 0.0198(8) Uani 1 1 d . . . . . 
C4B C 1.0577(4) 0.5772(2) 0.71546(13) 0.0218(8) Uani 1 1 d . . . . . 
C5B C 1.0591(4) 0.4917(2) 0.69148(13) 0.0228(8) Uani 1 1 d . . . . . 
H5B H 1.112813 0.444624 0.709822 0.027 Uiso 1 1 calc R U . . . 
C6B C 0.9829(4) 0.4735(2) 0.64079(13) 0.0202(8) Uani 1 1 d . . . . . 
C7B C 0.9715(4) 0.3782(2) 0.61804(13) 0.0244(9) Uani 1 1 d . . . . . 
H7C H 0.996002 0.334397 0.648823 0.029 Uiso 1 1 calc R U . . . 
H7D H 1.042149 0.369532 0.586049 0.029 Uiso 1 1 calc R U . . . 
C8B C 0.8153(4) 0.3621(2) 0.59696(13) 0.0225(8) Uani 1 1 d . . . . . 
H8C H 0.806833 0.299971 0.581330 0.027 Uiso 1 1 calc R U . . . 
H8D H 0.745541 0.367968 0.629480 0.027 Uiso 1 1 calc R U . . . 
C9B C 0.7768(4) 0.4295(2) 0.55119(13) 0.0188(8) Uani 1 1 d . . . . . 
C10B C 0.6984(4) 0.4039(2) 0.50324(13) 0.0208(8) Uani 1 1 d . . . . . 
H10B H 0.665257 0.343117 0.499825 0.025 Uiso 1 1 calc R U . . . 
C11B C 0.6670(4) 0.4651(2) 0.45985(13) 0.0217(8) Uani 1 1 d . . . . . 
C12B C 0.7199(4) 0.5536(2) 0.46429(13) 0.0204(8) Uani 1 1 d . . . . . 
C13B C 0.7994(4) 0.5770(2) 0.51222(13) 0.0189(8) Uani 1 1 d . . . . . 
F13B F 0.8567(2) 0.66235(12) 0.51254(7) 0.0264(5) Uani 1 1 d . . . . . 
C14B C 0.8272(4) 0.5189(2) 0.55778(13) 0.0170(8) Uani 1 1 d . . . . . 
O15B O 0.9745(3) 0.73135(15) 0.71227(9) 0.0274(6) Uani 1 1 d . . . . . 
C16B C 0.8381(4) 0.7502(2) 0.74054(14) 0.0369(10) Uani 1 1 d . . . . . 
H16D H 0.756242 0.739317 0.713926 0.055 Uiso 1 1 calc R U . . . 
H16E H 0.836714 0.813648 0.752961 0.055 Uiso 1 1 calc R U . . . 
H16F H 0.827807 0.710646 0.774126 0.055 Uiso 1 1 calc R U . . . 
O17B O 1.1263(3) 0.60004(15) 0.76599(9) 0.0295(6) Uani 1 1 d . . . . . 
C18B C 1.2004(5) 0.5293(2) 0.79684(15) 0.0369(10) Uani 1 1 d . . . . . 
H18D H 1.278556 0.503701 0.772724 0.055 Uiso 1 1 calc R U . . . 
H18E H 1.129535 0.481754 0.806840 0.055 Uiso 1 1 calc R U . . . 
H18F H 1.243721 0.554225 0.832061 0.055 Uiso 1 1 calc R U . . . 
O19B O 0.5902(3) 0.44582(15) 0.41048(9) 0.0278(6) Uani 1 1 d . . . . . 
C20B C 0.5575(4) 0.3529(2) 0.39989(14) 0.0315(9) Uani 1 1 d . . . . . 
H20D H 0.508545 0.347050 0.362513 0.047 Uiso 1 1 calc R U . . . 
H20E H 0.492164 0.330079 0.430165 0.047 Uiso 1 1 calc R U . . . 
H20F H 0.649148 0.317815 0.399720 0.047 Uiso 1 1 calc R U . . . 
O21B O 0.7021(3) 0.61508(14) 0.42028(9) 0.0251(6) Uani 1 1 d . . . . . 
C22B C 0.5574(4) 0.6545(3) 0.41783(16) 0.0399(10) Uani 1 1 d . . . . . 
H22D H 0.548084 0.690794 0.382742 0.060 Uiso 1 1 calc R U . . . 
H22E H 0.542255 0.693333 0.451487 0.060 Uiso 1 1 calc R U . . . 
H22F H 0.483158 0.606262 0.417592 0.060 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 1.392(4) . ? 
C1A C6A 1.408(4) . ? 
C1A C14A 1.480(4) . ? 
C2A F2A 1.364(3) . ? 
C2A C3A 1.383(4) . ? 
C3A O15A 1.372(4) . ? 
C3A C4A 1.396(4) . ? 
C4A O17A 1.364(4) . ? 
C4A C5A 1.385(4) . ? 
C5A C6A 1.388(4) . ? 
C6A C7A 1.506(4) . ? 
C7A C8A 1.526(5) . ? 
C8A C9A 1.501(4) . ? 
C9A C10A 1.389(4) . ? 
C9A C14A 1.405(5) . ? 
C10A C11A 1.385(5) . ? 
C11A O19A 1.368(4) . ? 
C11A C12A 1.393(5) . ? 
C12A O21A 1.373(4) . ? 
C12A C13A 1.386(4) . ? 
C13A F13A 1.358(4) . ? 
C13A C14A 1.388(4) . ? 
O15A C16A 1.436(4) . ? 
O17A C18A 1.427(4) . ? 
O19A C20A 1.422(4) . ? 
O21A C22A 1.447(4) . ? 
C1B C2B 1.392(4) . ? 
C1B C6B 1.399(5) . ? 
C1B C14B 1.487(4) . ? 
C2B F2B 1.357(4) . ? 
C2B C3B 1.376(4) . ? 
C3B O15B 1.378(4) . ? 
C3B C4B 1.385(5) . ? 
C4B O17B 1.372(4) . ? 
C4B C5B 1.380(4) . ? 
C5B C6B 1.393(5) . ? 
C6B C7B 1.506(4) . ? 
C7B C8B 1.518(5) . ? 
C8B C9B 1.498(4) . ? 
C9B C10B 1.375(4) . ? 
C9B C14B 1.406(4) . ? 
C10B C11B 1.384(4) . ? 
C11B O19B 1.373(4) . ? 
C11B C12B 1.395(5) . ? 
C12B C13B 1.372(4) . ? 
C12B O21B 1.377(4) . ? 
C13B F13B 1.363(3) . ? 
C13B C14B 1.386(4) . ? 
O15B C16B 1.429(4) . ? 
O17B C18B 1.434(4) . ? 
O19B C20B 1.424(4) . ? 
O21B C22B 1.436(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 
C2A C1A C6A 115.1(3) . . ? 
C2A C1A C14A 126.3(3) . . ? 
C6A C1A C14A 118.6(3) . . ? 
F2A C2A C3A 115.3(3) . . ? 
F2A C2A C1A 119.8(3) . . ? 
C3A C2A C1A 124.8(3) . . ? 
O15A C3A C2A 119.8(3) . . ? 
O15A C3A C4A 121.9(3) . . ? 
C2A C3A C4A 118.2(3) . . ? 
O17A C4A C5A 125.7(3) . . ? 
O17A C4A C3A 115.1(3) . . ? 
C5A C4A C3A 119.2(3) . . ? 
C4A C5A C6A 121.0(3) . . ? 
C5A C6A C1A 121.6(3) . . ? 
C5A C6A C7A 120.2(3) . . ? 
C1A C6A C7A 118.1(3) . . ? 
C6A C7A C8A 108.6(3) . . ? 
C9A C8A C7A 109.5(3) . . ? 
C10A C9A C14A 121.1(3) . . ? 
C10A C9A C8A 120.3(3) . . ? 
C14A C9A C8A 118.4(3) . . ? 
C11A C10A C9A 121.0(3) . . ? 
O19A C11A C10A 124.8(3) . . ? 
O19A C11A C12A 115.7(3) . . ? 
C10A C11A C12A 119.5(3) . . ? 
O21A C12A C13A 119.9(3) . . ? 
O21A C12A C11A 121.9(3) . . ? 
C13A C12A C11A 118.0(3) . . ? 
F13A C13A C12A 114.9(3) . . ? 
F13A C13A C14A 120.4(3) . . ? 
C12A C13A C14A 124.6(3) . . ? 
C13A C14A C9A 115.6(3) . . ? 
C13A C14A C1A 126.1(3) . . ? 
C9A C14A C1A 118.2(3) . . ? 
C3A O15A C16A 112.4(3) . . ? 
C4A O17A C18A 117.0(3) . . ? 
C11A O19A C20A 117.8(3) . . ? 
C12A O21A C22A 114.6(3) . . ? 
C2B C1B C6B 115.8(3) . . ? 
C2B C1B C14B 125.3(3) . . ? 
C6B C1B C14B 118.8(3) . . ? 
F2B C2B C3B 115.7(3) . . ? 
F2B C2B C1B 120.0(3) . . ? 
C3B C2B C1B 124.2(3) . . ? 
C2B C3B O15B 121.0(3) . . ? 
C2B C3B C4B 118.6(3) . . ? 
O15B C3B C4B 120.4(3) . . ? 
O17B C4B C5B 124.5(3) . . ? 
O17B C4B C3B 116.1(3) . . ? 
C5B C4B C3B 119.4(3) . . ? 
C4B C5B C6B 121.0(3) . . ? 
C5B C6B C1B 121.0(3) . . ? 
C5B C6B C7B 120.8(3) . . ? 
C1B C6B C7B 118.1(3) . . ? 
C6B C7B C8B 108.9(3) . . ? 
C9B C8B C7B 110.1(3) . . ? 
C10B C9B C14B 120.9(3) . . ? 
C10B C9B C8B 121.0(3) . . ? 
C14B C9B C8B 118.1(3) . . ? 
C9B C10B C11B 121.2(3) . . ? 
O19B C11B C10B 125.3(3) . . ? 
O19B C11B C12B 115.5(3) . . ? 
C10B C11B C12B 119.1(3) . . ? 
C13B C12B O21B 120.0(3) . . ? 
C13B C12B C11B 118.4(3) . . ? 
O21B C12B C11B 121.4(3) . . ? 
F13B C13B C12B 115.9(3) . . ? 
F13B C13B C14B 119.9(3) . . ? 
C12B C13B C14B 124.2(3) . . ? 
C13B C14B C9B 116.0(3) . . ? 
C13B C14B C1B 126.3(3) . . ? 
C9B C14B C1B 117.7(3) . . ? 
C3B O15B C16B 112.7(3) . . ? 
C4B O17B C18B 117.6(3) . . ? 
C11B O19B C20B 116.8(3) . . ? 
C12B O21B C22B 113.8(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 
C6A C1A C2A F2A 174.5(3) . . . . ? 
C14A C1A C2A F2A -2.2(5) . . . . ? 
C6A C1A C2A C3A -3.6(5) . . . . ? 
C14A C1A C2A C3A 179.7(3) . . . . ? 
F2A C2A C3A O15A 1.2(5) . . . . ? 
C1A C2A C3A O15A 179.4(3) . . . . ? 
F2A C2A C3A C4A -175.7(3) . . . . ? 
C1A C2A C3A C4A 2.5(6) . . . . ? 
O15A C3A C4A O17A 1.0(5) . . . . ? 
C2A C3A C4A O17A 177.8(3) . . . . ? 
O15A C3A C4A C5A -176.7(3) . . . . ? 
C2A C3A C4A C5A 0.1(5) . . . . ? 
O17A C4A C5A C6A -178.8(3) . . . . ? 
C3A C4A C5A C6A -1.4(5) . . . . ? 
C4A C5A C6A C1A 0.2(5) . . . . ? 
C4A C5A C6A C7A 177.9(3) . . . . ? 
C2A C1A C6A C5A 2.1(5) . . . . ? 
C14A C1A C6A C5A 179.1(3) . . . . ? 
C2A C1A C6A C7A -175.6(3) . . . . ? 
C14A C1A C6A C7A 1.4(5) . . . . ? 
C5A C6A C7A C8A -137.5(3) . . . . ? 
C1A C6A C7A C8A 40.3(4) . . . . ? 
C6A C7A C8A C9A -58.8(3) . . . . ? 
C7A C8A C9A C10A -138.1(3) . . . . ? 
C7A C8A C9A C14A 38.4(4) . . . . ? 
C14A C9A C10A C11A -0.4(5) . . . . ? 
C8A C9A C10A C11A 176.1(3) . . . . ? 
C9A C10A C11A O19A -178.5(3) . . . . ? 
C9A C10A C11A C12A -0.5(5) . . . . ? 
O19A C11A C12A O21A 2.0(5) . . . . ? 
C10A C11A C12A O21A -176.1(3) . . . . ? 
O19A C11A C12A C13A 177.1(3) . . . . ? 
C10A C11A C12A C13A -1.0(5) . . . . ? 
O21A C12A C13A F13A 1.9(4) . . . . ? 
C11A C12A C13A F13A -173.3(3) . . . . ? 
O21A C12A C13A C14A 178.8(3) . . . . ? 
C11A C12A C13A C14A 3.6(5) . . . . ? 
F13A C13A C14A C9A 172.3(3) . . . . ? 
C12A C13A C14A C9A -4.4(5) . . . . ? 
F13A C13A C14A C1A -5.0(5) . . . . ? 
C12A C13A C14A C1A 178.3(3) . . . . ? 
C10A C9A C14A C13A 2.6(5) . . . . ? 
C8A C9A C14A C13A -173.9(3) . . . . ? 
C10A C9A C14A C1A -179.8(3) . . . . ? 
C8A C9A C14A C1A 3.7(5) . . . . ? 
C2A C1A C14A C13A -31.5(6) . . . . ? 
C6A C1A C14A C13A 151.9(4) . . . . ? 
C2A C1A C14A C9A 151.2(4) . . . . ? 
C6A C1A C14A C9A -25.4(5) . . . . ? 
C2A C3A O15A C16A 106.2(4) . . . . ? 
C4A C3A O15A C16A -77.0(4) . . . . ? 
C5A C4A O17A C18A 6.0(5) . . . . ? 
C3A C4A O17A C18A -171.5(3) . . . . ? 
C10A C11A O19A C20A 1.3(5) . . . . ? 
C12A C11A O19A C20A -176.8(3) . . . . ? 
C13A C12A O21A C22A 116.6(4) . . . . ? 
C11A C12A O21A C22A -68.4(4) . . . . ? 
C6B C1B C2B F2B -172.6(3) . . . . ? 
C14B C1B C2B F2B 3.5(5) . . . . ? 
C6B C1B C2B C3B 2.6(5) . . . . ? 
C14B C1B C2B C3B 178.7(3) . . . . ? 
F2B C2B C3B O15B -5.4(5) . . . . ? 
C1B C2B C3B O15B 179.1(3) . . . . ? 
F2B C2B C3B C4B 175.2(3) . . . . ? 
C1B C2B C3B C4B -0.3(5) . . . . ? 
C2B C3B C4B O17B -179.3(3) . . . . ? 
O15B C3B C4B O17B 1.4(5) . . . . ? 
C2B C3B C4B C5B -1.3(5) . . . . ? 
O15B C3B C4B C5B 179.3(3) . . . . ? 
O17B C4B C5B C6B 178.1(3) . . . . ? 
C3B C4B C5B C6B 0.3(5) . . . . ? 
C4B C5B C6B C1B 2.2(5) . . . . ? 
C4B C5B C6B C7B -173.6(3) . . . . ? 
C2B C1B C6B C5B -3.5(5) . . . . ? 
C14B C1B C6B C5B -179.9(3) . . . . ? 
C2B C1B C6B C7B 172.4(3) . . . . ? 
C14B C1B C6B C7B -4.0(5) . . . . ? 
C5B C6B C7B C8B 137.7(3) . . . . ? 
C1B C6B C7B C8B -38.2(4) . . . . ? 
C6B C7B C8B C9B 58.4(3) . . . . ? 
C7B C8B C9B C10B 139.3(3) . . . . ? 
C7B C8B C9B C14B -38.7(4) . . . . ? 
C14B C9B C10B C11B 0.2(5) . . . . ? 
C8B C9B C10B C11B -177.7(3) . . . . ? 
C9B C10B C11B O19B 179.8(3) . . . . ? 
C9B C10B C11B C12B 1.9(5) . . . . ? 
O19B C11B C12B C13B -179.1(3) . . . . ? 
C10B C11B C12B C13B -1.0(5) . . . . ? 
O19B C11B C12B O21B -3.4(5) . . . . ? 
C10B C11B C12B O21B 174.7(3) . . . . ? 
O21B C12B C13B F13B 0.0(5) . . . . ? 
C11B C12B C13B F13B 175.8(3) . . . . ? 
O21B C12B C13B C14B -177.9(3) . . . . ? 
C11B C12B C13B C14B -2.1(5) . . . . ? 
F13B C13B C14B C9B -173.7(3) . . . . ? 
C12B C13B C14B C9B 4.2(5) . . . . ? 
F13B C13B C14B C1B 5.0(5) . . . . ? 
C12B C13B C14B C1B -177.2(3) . . . . ? 
C10B C9B C14B C13B -3.1(5) . . . . ? 
C8B C9B C14B C13B 174.9(3) . . . . ? 
C10B C9B C14B C1B 178.1(3) . . . . ? 
C8B C9B C14B C1B -3.9(5) . . . . ? 
C2B C1B C14B C13B 32.4(5) . . . . ? 
C6B C1B C14B C13B -151.6(3) . . . . ? 
C2B C1B C14B C9B -149.0(3) . . . . ? 
C6B C1B C14B C9B 27.0(5) . . . . ? 
C2B C3B O15B C16B 76.9(4) . . . . ? 
C4B C3B O15B C16B -103.7(4) . . . . ? 
C5B C4B O17B C18B -2.2(5) . . . . ? 
C3B C4B O17B C18B 175.7(3) . . . . ? 
C10B C11B O19B C20B -8.7(5) . . . . ? 
C12B C11B O19B C20B 169.3(3) . . . . ? 
C13B C12B O21B C22B -105.3(4) . . . . ? 
C11B C12B O21B C22B 79.1(4) . . . . ? 
  
_refine_diff_density_max    0.217 
_refine_diff_density_min   -0.219 
_refine_diff_density_rms    0.050 
  
  
  
#===END

