 
data_shelx
 
_audit_creation_method            SHELXL-2014/6
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety 'C50 H32 Cl8 O5'
_chemical_formula_sum
 'C50 H32 Cl8 O5' 
_chemical_formula_weight          996.35

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'
 'Cl'  'Cl'   0.3639   0.7018
 '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'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 21/c'
_space_group_name_Hall            '-P 2ybc'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    24.2970(13)
_cell_length_b                    7.8094(4)
_cell_length_c                    23.9522(12)
_cell_angle_alpha                 90
_cell_angle_beta                  98.529(2)
_cell_angle_gamma                 90
_cell_volume                      4494.5(4)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     1378
_cell_measurement_theta_min       3.679
_cell_measurement_theta_max        68.241
 
_exptl_crystal_description        'plate'
_exptl_crystal_colour             'red'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.472          
_exptl_crystal_F_000              2032
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.366
_exptl_crystal_size_mid           0.123
_exptl_crystal_size_min           0.122
_exptl_absorpt_coefficient_mu     4.980
_shelx_estimated_absorpt_T_min    0.263
_shelx_estimated_absorpt_T_max    0.582
_exptl_absorpt_correction_type    'multi-scan'
_exptl_absorpt_correction_T_min    0.263
_exptl_absorpt_correction_T_max    0.582
_exptl_absorpt_process_details    'Sadabs'
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   'Bruker AXS D8 Venture '
_diffrn_measurement_method        'profile data from θ/2θ scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             45841
_diffrn_reflns_av_unetI/netI      0.0310
_diffrn_reflns_av_R_equivalents   0.0452
_diffrn_reflns_limit_h_min        -27
_diffrn_reflns_limit_h_max        29
_diffrn_reflns_limit_k_min        -9
_diffrn_reflns_limit_k_max        9
_diffrn_reflns_limit_l_min        -28
_diffrn_reflns_limit_l_max        27
_diffrn_reflns_theta_min          3.679
_diffrn_reflns_theta_max          68.241
_diffrn_reflns_theta_full         67.679
_diffrn_measured_fraction_theta_max   0.999
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.999
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.999
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              8241
_reflns_number_gt                 7267
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection 'APEX3 v2015.5.2'
_computing_cell_refinement 'SHELXTL, Acta Cryst., Sect. A 2008, 64, 112-122.'
_computing_data_reduction  'Saint, APEX v2014.11.0.'
_computing_structure_solution 'SHELXT, Acta Cryst., Sect. A 2015, A71, 3-8.'
_computing_structure_refinement 'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics  'Ortep3'
_computing_publication_material 'APEX3 v2015.5.2'
_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)+(0.0500P)²+6.4530P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          8241
_refine_ls_number_parameters      617
_refine_ls_number_restraints      40
_refine_ls_R_factor_all           0.0532
_refine_ls_R_factor_gt            0.0464
_refine_ls_wR_factor_ref          0.1181
_refine_ls_wR_factor_gt           0.1138
_refine_ls_goodness_of_fit_ref    1.064
_refine_ls_restrained_S_all       1.063
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
Cl1A Cl 0.71742(3) 0.79004(10) 0.79490(3) 0.04034(18) Uani 1 1 d . . . . .
Cl2A Cl 0.53910(3) 0.40852(9) 0.83045(3) 0.03808(18) Uani 1 1 d . . . . .
Cl3A Cl 0.68201(4) 0.40598(11) 0.48029(4) 0.0571(3) Uani 1 1 d . . . . .
Cl4A Cl 0.55202(3) -0.03189(9) 0.57576(3) 0.03925(19) Uani 1 1 d . . . . .
O1A O 0.71440(7) 0.2320(2) 0.73664(7) 0.0262(4) Uani 1 1 d . . . . .
H1A H 0.7376 0.1988 0.7163 0.031 Uiso 1 1 calc R U . . .
O2A O 0.53736(7) 0.5634(2) 0.61214(6) 0.0192(3) Uani 1 1 d . . . . .
C1A C 0.67010(10) 0.3070(3) 0.70353(10) 0.0201(5) Uani 1 1 d . . . . .
C2A C 0.63870(10) 0.4236(3) 0.73008(10) 0.0201(5) Uani 1 1 d . . . . .
C3A C 0.59486(10) 0.5084(3) 0.69760(10) 0.0198(5) Uani 1 1 d . . . . .
H3A H 0.5737 0.5902 0.7147 0.024 Uiso 1 1 calc R U . . .
C4A C 0.58195(9) 0.4741(3) 0.64059(10) 0.0179(5) Uani 1 1 d . . . . .
C5A C 0.51949(10) 0.5311(3) 0.55613(9) 0.0169(5) Uani 1 1 d . . . . .
C6A C 0.54803(9) 0.4065(3) 0.52658(9) 0.0159(5) Uani 1 1 d . . . . .
C7A C 0.59296(9) 0.3184(3) 0.55441(9) 0.0165(5) Uani 1 1 d . . . . .
C8A C 0.61125(9) 0.3532(3) 0.61368(9) 0.0169(5) Uani 1 1 d . . . . .
C9A C 0.65625(10) 0.2708(3) 0.64644(10) 0.0195(5) Uani 1 1 d . . . . .
H9A H 0.6775 0.1892 0.6293 0.023 Uiso 1 1 calc R U . . .
C10A C 0.65365(11) 0.4521(3) 0.79329(10) 0.0247(5) Uani 1 1 d . . . . .
H10A H 0.6420 0.3506 0.8134 0.030 Uiso 1 1 calc R U . . .
H10B H 0.6946 0.4628 0.8028 0.030 Uiso 1 1 calc R U . . .
C11A C 0.62680(11) 0.6092(3) 0.81375(9) 0.0232(5) Uani 1 1 d . . . . .
C12A C 0.65128(11) 0.7696(4) 0.81469(11) 0.0280(6) Uani 1 1 d . . . . .
C13A C 0.62638(13) 0.9171(4) 0.83091(12) 0.0353(7) Uani 1 1 d . . . . .
H13A H 0.6449 1.0244 0.8311 0.042 Uiso 1 1 calc R U . . .
C14A C 0.57409(13) 0.9053(4) 0.84678(13) 0.0373(7) Uani 1 1 d . . . . .
H14A H 0.5562 1.0056 0.8576 0.045 Uiso 1 1 calc R U . . .
C15A C 0.54769(13) 0.7485(4) 0.84708(12) 0.0347(7) Uani 1 1 d . . . . .
H15A H 0.5120 0.7403 0.8585 0.042 Uiso 1 1 calc R U . . .
C16A C 0.57383(11) 0.6038(4) 0.83053(10) 0.0268(6) Uani 1 1 d . . . . .
C17A C 0.61785(9) 0.1762(3) 0.52513(9) 0.0181(5) Uani 1 1 d . . . . .
C18A C 0.59950(11) 0.0089(3) 0.52989(11) 0.0248(5) Uani 1 1 d . . . . .
C19A C 0.61726(12) -0.1264(4) 0.49956(12) 0.0333(6) Uani 1 1 d . . . . .
H19A H 0.6033 -0.2386 0.5034 0.040 Uiso 1 1 calc R U . . .
C20A C 0.65536(13) -0.0956(4) 0.46388(11) 0.0362(7) Uani 1 1 d . . . . .
H20A H 0.6677 -0.1871 0.4427 0.043 Uiso 1 1 calc R U . . .
C21A C 0.67589(13) 0.0672(4) 0.45848(12) 0.0377(7) Uani 1 1 d . . . . .
H21A H 0.7028 0.0877 0.4342 0.045 Uiso 1 1 calc R U . . .
C22A C 0.65690(11) 0.2012(4) 0.48889(11) 0.0285(6) Uani 1 1 d . . . . .
C23A C 0.52572(10) 0.3803(3) 0.46847(10) 0.0177(5) Uani 1 1 d . . . . .
H2A H 0.5428 0.2996 0.4468 0.021 Uiso 1 1 calc R U . . .
Cl1B Cl 0.85064(3) 0.75738(11) 0.77535(4) 0.0495(2) Uani 1 1 d . . . . .
Cl2B Cl 0.94604(4) 0.12998(11) 0.78533(4) 0.0508(2) Uani 1 1 d . . . . .
Cl3B Cl 0.81684(3) 0.53914(9) 0.44289(3) 0.03585(17) Uani 1 1 d . . . . .
Cl4B Cl 0.92183(3) -0.05644(9) 0.50681(3) 0.03619(17) Uani 1 1 d . . . . .
O1B O 0.79009(7) 0.1583(2) 0.66465(7) 0.0264(4) Uani 1 1 d . . . . .
H1B H 0.7773 0.0879 0.6395 0.032 Uiso 1 1 calc R U . . .
O2B O 0.96468(7) 0.5253(3) 0.60303(7) 0.0301(4) Uani 1 1 d . . . . .
C1B C 0.83216(10) 0.2521(3) 0.64634(10) 0.0223(5) Uani 1 1 d . . . . .
C2B C 0.86406(10) 0.3569(4) 0.68622(10) 0.0255(6) Uani 1 1 d . . . . .
C3B C 0.90767(11) 0.4475(4) 0.66915(10) 0.0278(6) Uani 1 1 d . . . . .
H3B H 0.9300 0.5197 0.6953 0.033 Uiso 1 1 calc R U . . .
C4B C 0.91899(10) 0.4340(4) 0.61475(10) 0.0245(5) Uani 1 1 d . . . . .
C5B C 0.98220(10) 0.5094(3) 0.55165(10) 0.0228(5) Uani 1 1 d . . . . .
C6B C 0.94952(10) 0.4118(3) 0.50750(10) 0.0212(5) Uani 1 1 d . . . . .
C7B C 0.90196(10) 0.3283(3) 0.51785(10) 0.0211(5) Uani 1 1 d . . . . .
C8B C 0.88683(10) 0.3336(3) 0.57401(10) 0.0213(5) Uani 1 1 d . . . . .
C9B C 0.84257(10) 0.2431(3) 0.59129(10) 0.0222(5) Uani 1 1 d . . . . .
H9B H 0.8194 0.1745 0.5648 0.027 Uiso 1 1 calc R U . . .
C10B C 0.85150(11) 0.3702(4) 0.74616(11) 0.0307(6) Uani 1 1 d . . . . .
H10C H 0.8183 0.4433 0.7465 0.037 Uiso 1 1 calc R U . . .
H10D H 0.8427 0.2548 0.7595 0.037 Uiso 1 1 calc R U . . .
C11B C 0.89962(11) 0.4444(4) 0.78620(10) 0.0308(6) Uani 1 1 d . . . . .
C12B C 0.90324(12) 0.6153(4) 0.80220(11) 0.0356(7) Uani 1 1 d . . . . .
C13B C 0.94762(14) 0.6815(5) 0.83912(12) 0.0431(8) Uani 1 1 d . . . . .
H13B H 0.9481 0.7986 0.8499 0.052 Uiso 1 1 calc R U . . .
C14B C 0.99075(15) 0.5748(5) 0.85983(13) 0.0510(9) Uani 1 1 d . . . . .
H14B H 1.0211 0.6184 0.8855 0.061 Uiso 1 1 calc R U . . .
C15B C 0.99055(15) 0.4054(5) 0.84384(14) 0.0493(9) Uani 1 1 d . . . . .
H15B H 1.0208 0.3323 0.8576 0.059 Uiso 1 1 calc R U . . .
C16B C 0.94508(13) 0.3433(4) 0.80710(12) 0.0383(7) Uani 1 1 d . . . . .
C17B C 0.86676(10) 0.2351(3) 0.47136(10) 0.0207(5) Uani 1 1 d . . . . .
C18B C 0.87302(10) 0.0607(3) 0.46170(10) 0.0234(5) Uani 1 1 d . . . . .
C19B C 0.84260(11) -0.0236(4) 0.41652(11) 0.0278(6) Uani 1 1 d . . . . .
H19B H 0.8477 -0.1428 0.4112 0.033 Uiso 1 1 calc R U . . .
C20B C 0.80472(11) 0.0681(4) 0.37921(11) 0.0303(6) Uani 1 1 d . . . . .
H20B H 0.7840 0.0115 0.3478 0.036 Uiso 1 1 calc R U . . .
C21B C 0.79665(11) 0.2405(4) 0.38707(11) 0.0296(6) Uani 1 1 d . . . . .
H21B H 0.7705 0.3029 0.3614 0.035 Uiso 1 1 calc R U . . .
C22B C 0.82733(10) 0.3217(3) 0.43313(10) 0.0234(5) Uani 1 1 d . . . . .
O1S O 0.7370(5) 0.9218(8) 0.5943(5) 0.0224(16) Uani 0.607(16) 1 d D . P A 1
C1S C 0.7772(6) 0.8208(13) 0.5688(6) 0.066(5) Uani 0.607(16) 1 d D . P A 1
H1S1 H 0.7602 0.7786 0.5312 0.080 Uiso 0.607(16) 1 calc R U P A 1
H1S2 H 0.8099 0.8920 0.5640 0.080 Uiso 0.607(16) 1 calc R U P A 1
C2S C 0.7937(3) 0.6815(9) 0.6049(3) 0.049(2) Uani 0.607(16) 1 d D . P A 1
H2S1 H 0.8294 0.7077 0.6291 0.059 Uiso 0.607(16) 1 calc R U P A 1
H2S2 H 0.7988 0.5779 0.5825 0.059 Uiso 0.607(16) 1 calc R U P A 1
C3S C 0.7501(4) 0.6525(9) 0.6398(3) 0.0373(18) Uani 0.607(16) 1 d D . P A 1
H3S1 H 0.7665 0.6417 0.6801 0.045 Uiso 0.607(16) 1 calc R U P A 1
H3S2 H 0.7294 0.5462 0.6281 0.045 Uiso 0.607(16) 1 calc R U P A 1
C4S C 0.7122(6) 0.8045(15) 0.6314(7) 0.037(3) Uani 0.607(16) 1 d D . P A 1
H4S1 H 0.6745 0.7695 0.6137 0.044 Uiso 0.607(16) 1 calc R U P A 1
H4S2 H 0.7094 0.8603 0.6680 0.044 Uiso 0.607(16) 1 calc R U P A 1
O1T O 0.7458(8) 0.9342(12) 0.5999(9) 0.034(5) Uani 0.393(16) 1 d D U P A 2
C1T C 0.7722(6) 0.8155(12) 0.5653(5) 0.015(3) Uani 0.393(16) 1 d D U P A 2
H1T1 H 0.7556 0.8282 0.5252 0.018 Uiso 0.393(16) 1 calc R U P A 2
H1T2 H 0.8125 0.8414 0.5686 0.018 Uiso 0.393(16) 1 calc R U P A 2
C2T C 0.7647(6) 0.6466(12) 0.5833(5) 0.053(3) Uani 0.393(16) 1 d D U P A 2
H2T1 H 0.8013 0.5915 0.5949 0.064 Uiso 0.393(16) 1 calc R U P A 2
H2T2 H 0.7441 0.5791 0.5520 0.064 Uiso 0.393(16) 1 calc R U P A 2
C3T C 0.7335(7) 0.6509(18) 0.6308(6) 0.058(5) Uani 0.393(16) 1 d D U P A 2
H3T1 H 0.7575 0.6154 0.6659 0.069 Uiso 0.393(16) 1 calc R U P A 2
H3T2 H 0.7012 0.5726 0.6240 0.069 Uiso 0.393(16) 1 calc R U P A 2
C4T C 0.7145(8) 0.832(2) 0.6355(9) 0.029(5) Uani 0.393(16) 1 d D U P A 2
H4T1 H 0.6740 0.8415 0.6223 0.035 Uiso 0.393(16) 1 calc R U P A 2
H4T2 H 0.7222 0.8713 0.6752 0.035 Uiso 0.393(16) 1 calc R U P A 2
C23B C 0.97016(10) 0.4085(3) 0.45465(10) 0.0232(5) Uani 1 1 d . . . . .
H23B H 0.9502 0.3480 0.4237 0.028 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
Cl1A C12A 1.749(3) . ?
Cl2A C16A 1.743(3) . ?
Cl3A C22A 1.735(3) . ?
Cl4A C18A 1.737(3) . ?
O1A C1A 1.370(3) . ?
O1A H1A 0.8400 . ?
O2A C5A 1.371(3) . ?
O2A C4A 1.381(3) . ?
C1A C9A 1.388(3) . ?
C1A C2A 1.400(3) . ?
C2A C3A 1.390(3) . ?
C2A C10A 1.520(3) . ?
C3A C4A 1.381(3) . ?
C3A H3A 0.9500 . ?
C4A C8A 1.396(3) . ?
C5A C23A 1.357(3) 3_666 ?
C5A C6A 1.440(3) . ?
C6A C7A 1.376(3) . ?
C6A C23A 1.432(3) . ?
C7A C8A 1.449(3) . ?
C7A C17A 1.489(3) . ?
C8A C9A 1.404(3) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.506(4) . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
C11A C12A 1.386(4) . ?
C11A C16A 1.405(4) . ?
C12A C13A 1.383(4) . ?
C13A C14A 1.382(4) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.383(4) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.383(4) . ?
C15A H15A 0.9500 . ?
C17A C18A 1.391(4) . ?
C17A C22A 1.391(3) . ?
C18A C19A 1.387(4) . ?
C19A C20A 1.371(4) . ?
C19A H19A 0.9500 . ?
C20A C21A 1.379(5) . ?
C20A H20A 0.9500 . ?
C21A C22A 1.392(4) . ?
C21A H21A 0.9500 . ?
C23A C5A 1.357(3) 3_666 ?
C23A H2A 0.9500 . ?
Cl1B C12B 1.742(3) . ?
Cl2B C16B 1.747(4) . ?
Cl3B C22B 1.738(3) . ?
Cl4B C18B 1.741(3) . ?
O1B C1B 1.380(3) . ?
O1B H1B 0.8400 . ?
O2B C5B 1.366(3) . ?
O2B C4B 1.383(3) . ?
C1B C9B 1.381(3) . ?
C1B C2B 1.401(4) . ?
C2B C3B 1.386(4) . ?
C2B C10B 1.515(3) . ?
C3B C4B 1.375(3) . ?
C3B H3B 0.9500 . ?
C4B C8B 1.397(4) . ?
C5B C23B 1.351(4) 3_766 ?
C5B C6B 1.443(3) . ?
C6B C7B 1.381(3) . ?
C6B C23B 1.429(3) . ?
C7B C8B 1.447(3) . ?
C7B C17B 1.489(3) . ?
C8B C9B 1.400(3) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.513(4) . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?
C11B C12B 1.388(4) . ?
C11B C16B 1.389(4) . ?
C12B C13B 1.389(4) . ?
C13B C14B 1.372(5) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.377(5) . ?
C14B H14B 0.9500 . ?
C15B C16B 1.393(4) . ?
C15B H15B 0.9500 . ?
C17B C18B 1.394(4) . ?
C17B C22B 1.398(4) . ?
C18B C19B 1.383(4) . ?
C19B C20B 1.384(4) . ?
C19B H19B 0.9500 . ?
C20B C21B 1.378(4) . ?
C20B H20B 0.9500 . ?
C21B C22B 1.390(4) . ?
C21B H21B 0.9500 . ?
O1S C1S 1.459(6) . ?
O1S C4S 1.465(5) . ?
C1S C2S 1.411(8) . ?
C1S H1S1 0.9900 . ?
C1S H1S2 0.9900 . ?
C2S C3S 1.461(7) . ?
C2S H2S1 0.9900 . ?
C2S H2S2 0.9900 . ?
C3S C4S 1.498(8) . ?
C3S H3S1 0.9900 . ?
C3S H3S2 0.9900 . ?
C4S H4S1 0.9900 . ?
C4S H4S2 0.9900 . ?
O1T C1T 1.455(6) . ?
O1T C4T 1.463(6) . ?
C1T C2T 1.408(8) . ?
C1T H1T1 0.9900 . ?
C1T H1T2 0.9900 . ?
C2T C3T 1.457(7) . ?
C2T H2T1 0.9900 . ?
C2T H2T2 0.9900 . ?
C3T C4T 1.497(9) . ?
C3T H3T1 0.9900 . ?
C3T H3T2 0.9900 . ?
C4T H4T1 0.9900 . ?
C4T H4T2 0.9900 . ?
C23B C5B 1.351(4) 3_766 ?
C23B H23B 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
C1A O1A H1A 109.5 . . ?
C5A O2A C4A 120.08(18) . . ?
O1A C1A C9A 122.6(2) . . ?
O1A C1A C2A 116.7(2) . . ?
C9A C1A C2A 120.7(2) . . ?
C3A C2A C1A 118.7(2) . . ?
C3A C2A C10A 122.5(2) . . ?
C1A C2A C10A 118.8(2) . . ?
C4A C3A C2A 120.2(2) . . ?
C4A C3A H3A 119.9 . . ?
C2A C3A H3A 119.9 . . ?
O2A C4A C3A 115.9(2) . . ?
O2A C4A C8A 122.0(2) . . ?
C3A C4A C8A 122.1(2) . . ?
C23A C5A O2A 116.7(2) 3_666 . ?
C23A C5A C6A 123.3(2) 3_666 . ?
O2A C5A C6A 120.0(2) . . ?
C7A C6A C23A 123.9(2) . . ?
C7A C6A C5A 120.3(2) . . ?
C23A C6A C5A 115.7(2) . . ?
C6A C7A C8A 119.1(2) . . ?
C6A C7A C17A 119.5(2) . . ?
C8A C7A C17A 121.0(2) . . ?
C4A C8A C9A 117.4(2) . . ?
C4A C8A C7A 118.4(2) . . ?
C9A C8A C7A 124.2(2) . . ?
C1A C9A C8A 120.8(2) . . ?
C1A C9A H9A 119.6 . . ?
C8A C9A H9A 119.6 . . ?
C11A C10A C2A 113.1(2) . . ?
C11A C10A H10A 109.0 . . ?
C2A C10A H10A 109.0 . . ?
C11A C10A H10B 109.0 . . ?
C2A C10A H10B 109.0 . . ?
H10A C10A H10B 107.8 . . ?
C12A C11A C16A 115.6(2) . . ?
C12A C11A C10A 122.4(2) . . ?
C16A C11A C10A 121.9(2) . . ?
C13A C12A C11A 123.6(3) . . ?
C13A C12A Cl1A 117.3(2) . . ?
C11A C12A Cl1A 119.2(2) . . ?
C14A C13A C12A 118.7(3) . . ?
C14A C13A H13A 120.7 . . ?
C12A C13A H13A 120.7 . . ?
C13A C14A C15A 120.4(3) . . ?
C13A C14A H14A 119.8 . . ?
C15A C14A H14A 119.8 . . ?
C16A C15A C14A 119.3(3) . . ?
C16A C15A H15A 120.4 . . ?
C14A C15A H15A 120.4 . . ?
C15A C16A C11A 122.5(3) . . ?
C15A C16A Cl2A 118.2(2) . . ?
C11A C16A Cl2A 119.3(2) . . ?
C18A C17A C22A 116.1(2) . . ?
C18A C17A C7A 120.3(2) . . ?
C22A C17A C7A 123.5(2) . . ?
C19A C18A C17A 123.0(2) . . ?
C19A C18A Cl4A 118.6(2) . . ?
C17A C18A Cl4A 118.39(18) . . ?
C20A C19A C18A 119.0(3) . . ?
C20A C19A H19A 120.5 . . ?
C18A C19A H19A 120.5 . . ?
C19A C20A C21A 120.5(3) . . ?
C19A C20A H20A 119.8 . . ?
C21A C20A H20A 119.8 . . ?
C20A C21A C22A 119.4(3) . . ?
C20A C21A H21A 120.3 . . ?
C22A C21A H21A 120.3 . . ?
C17A C22A C21A 122.0(3) . . ?
C17A C22A Cl3A 119.2(2) . . ?
C21A C22A Cl3A 118.8(2) . . ?
C5A C23A C6A 121.0(2) 3_666 . ?
C5A C23A H2A 119.5 3_666 . ?
C6A C23A H2A 119.5 . . ?
C1B O1B H1B 109.5 . . ?
C5B O2B C4B 120.2(2) . . ?
O1B C1B C9B 121.7(2) . . ?
O1B C1B C2B 117.0(2) . . ?
C9B C1B C2B 121.3(2) . . ?
C3B C2B C1B 117.9(2) . . ?
C3B C2B C10B 121.0(2) . . ?
C1B C2B C10B 121.1(2) . . ?
C4B C3B C2B 120.6(2) . . ?
C4B C3B H3B 119.7 . . ?
C2B C3B H3B 119.7 . . ?
C3B C4B O2B 115.6(2) . . ?
C3B C4B C8B 122.4(2) . . ?
O2B C4B C8B 122.0(2) . . ?
C23B C5B O2B 116.3(2) 3_766 . ?
C23B C5B C6B 123.8(2) 3_766 . ?
O2B C5B C6B 119.8(2) . . ?
C7B C6B C23B 124.3(2) . . ?
C7B C6B C5B 120.1(2) . . ?
C23B C6B C5B 115.6(2) . . ?
C6B C7B C8B 119.2(2) . . ?
C6B C7B C17B 120.0(2) . . ?
C8B C7B C17B 120.8(2) . . ?
C4B C8B C9B 116.8(2) . . ?
C4B C8B C7B 118.2(2) . . ?
C9B C8B C7B 124.9(2) . . ?
C1B C9B C8B 121.0(2) . . ?
C1B C9B H9B 119.5 . . ?
C8B C9B H9B 119.5 . . ?
C11B C10B C2B 112.4(2) . . ?
C11B C10B H10C 109.1 . . ?
C2B C10B H10C 109.1 . . ?
C11B C10B H10D 109.1 . . ?
C2B C10B H10D 109.1 . . ?
H10C C10B H10D 107.8 . . ?
C12B C11B C16B 115.6(3) . . ?
C12B C11B C10B 123.7(3) . . ?
C16B C11B C10B 120.6(3) . . ?
C11B C12B C13B 123.0(3) . . ?
C11B C12B Cl1B 119.9(2) . . ?
C13B C12B Cl1B 117.1(3) . . ?
C14B C13B C12B 118.9(3) . . ?
C14B C13B H13B 120.5 . . ?
C12B C13B H13B 120.5 . . ?
C13B C14B C15B 120.8(3) . . ?
C13B C14B H14B 119.6 . . ?
C15B C14B H14B 119.6 . . ?
C14B C15B C16B 118.7(3) . . ?
C14B C15B H15B 120.7 . . ?
C16B C15B H15B 120.7 . . ?
C11B C16B C15B 122.9(3) . . ?
C11B C16B Cl2B 118.6(2) . . ?
C15B C16B Cl2B 118.4(3) . . ?
C18B C17B C22B 116.4(2) . . ?
C18B C17B C7B 122.5(2) . . ?
C22B C17B C7B 121.0(2) . . ?
C19B C18B C17B 122.4(2) . . ?
C19B C18B Cl4B 118.1(2) . . ?
C17B C18B Cl4B 119.4(2) . . ?
C18B C19B C20B 119.1(3) . . ?
C18B C19B H19B 120.5 . . ?
C20B C19B H19B 120.5 . . ?
C21B C20B C19B 120.8(3) . . ?
C21B C20B H20B 119.6 . . ?
C19B C20B H20B 119.6 . . ?
C20B C21B C22B 119.0(3) . . ?
C20B C21B H21B 120.5 . . ?
C22B C21B H21B 120.5 . . ?
C21B C22B C17B 122.3(2) . . ?
C21B C22B Cl3B 118.7(2) . . ?
C17B C22B Cl3B 119.0(2) . . ?
C1S O1S C4S 106.1(4) . . ?
C2S C1S O1S 107.8(5) . . ?
C2S C1S H1S1 110.1 . . ?
O1S C1S H1S1 110.1 . . ?
C2S C1S H1S2 110.1 . . ?
O1S C1S H1S2 110.1 . . ?
H1S1 C1S H1S2 108.5 . . ?
C1S C2S C3S 107.9(5) . . ?
C1S C2S H2S1 110.1 . . ?
C3S C2S H2S1 110.1 . . ?
C1S C2S H2S2 110.1 . . ?
C3S C2S H2S2 110.1 . . ?
H2S1 C2S H2S2 108.4 . . ?
C2S C3S C4S 106.4(4) . . ?
C2S C3S H3S1 110.4 . . ?
C4S C3S H3S1 110.4 . . ?
C2S C3S H3S2 110.4 . . ?
C4S C3S H3S2 110.4 . . ?
H3S1 C3S H3S2 108.6 . . ?
O1S C4S C3S 106.2(5) . . ?
O1S C4S H4S1 110.5 . . ?
C3S C4S H4S1 110.5 . . ?
O1S C4S H4S2 110.5 . . ?
C3S C4S H4S2 110.5 . . ?
H4S1 C4S H4S2 108.7 . . ?
C1T O1T C4T 107.3(6) . . ?
C2T C1T O1T 109.5(4) . . ?
C2T C1T H1T1 109.8 . . ?
O1T C1T H1T1 109.8 . . ?
C2T C1T H1T2 109.8 . . ?
O1T C1T H1T2 109.8 . . ?
H1T1 C1T H1T2 108.2 . . ?
C1T C2T C3T 108.9(5) . . ?
C1T C2T H2T1 109.9 . . ?
C3T C2T H2T1 109.9 . . ?
C1T C2T H2T2 109.9 . . ?
C3T C2T H2T2 109.9 . . ?
H2T1 C2T H2T2 108.3 . . ?
C2T C3T C4T 106.5(5) . . ?
C2T C3T H3T1 110.4 . . ?
C4T C3T H3T1 110.4 . . ?
C2T C3T H3T2 110.4 . . ?
C4T C3T H3T2 110.4 . . ?
H3T1 C3T H3T2 108.6 . . ?
O1T C4T C3T 106.1(4) . . ?
O1T C4T H4T1 110.5 . . ?
C3T C4T H4T1 110.5 . . ?
O1T C4T H4T2 110.5 . . ?
C3T C4T H4T2 110.5 . . ?
H4T1 C4T H4T2 108.7 . . ?
C5B C23B C6B 120.6(2) 3_766 . ?
C5B C23B H23B 119.7 3_766 . ?
C6B C23B H23B 119.7 . . ?
 
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
O1A C1A C2A C3A 177.2(2) . . . . ?
C9A C1A C2A C3A -2.9(4) . . . . ?
O1A C1A C2A C10A -3.1(3) . . . . ?
C9A C1A C2A C10A 176.9(2) . . . . ?
C1A C2A C3A C4A 1.7(4) . . . . ?
C10A C2A C3A C4A -178.1(2) . . . . ?
C5A O2A C4A C3A -176.4(2) . . . . ?
C5A O2A C4A C8A 2.0(3) . . . . ?
C2A C3A C4A O2A 179.3(2) . . . . ?
C2A C3A C4A C8A 0.9(4) . . . . ?
C4A O2A C5A C23A 177.8(2) . . . 3_666 ?
C4A O2A C5A C6A -1.4(3) . . . . ?
C23A C5A C6A C7A -178.6(2) 3_666 . . . ?
O2A C5A C6A C7A 0.6(3) . . . . ?
C23A C5A C6A C23A 0.0(4) 3_666 . . . ?
O2A C5A C6A C23A 179.2(2) . . . . ?
C23A C6A C7A C8A -178.7(2) . . . . ?
C5A C6A C7A C8A -0.3(3) . . . . ?
C23A C6A C7A C17A -5.5(3) . . . . ?
C5A C6A C7A C17A 173.0(2) . . . . ?
O2A C4A C8A C9A 179.4(2) . . . . ?
C3A C4A C8A C9A -2.3(3) . . . . ?
O2A C4A C8A C7A -1.7(3) . . . . ?
C3A C4A C8A C7A 176.6(2) . . . . ?
C6A C7A C8A C4A 0.8(3) . . . . ?
C17A C7A C8A C4A -172.3(2) . . . . ?
C6A C7A C8A C9A 179.6(2) . . . . ?
C17A C7A C8A C9A 6.5(4) . . . . ?
O1A C1A C9A C8A -178.6(2) . . . . ?
C2A C1A C9A C8A 1.5(4) . . . . ?
C4A C8A C9A C1A 1.1(3) . . . . ?
C7A C8A C9A C1A -177.8(2) . . . . ?
C3A C2A C10A C11A -14.6(4) . . . . ?
C1A C2A C10A C11A 165.6(2) . . . . ?
C2A C10A C11A C12A -88.3(3) . . . . ?
C2A C10A C11A C16A 88.5(3) . . . . ?
C16A C11A C12A C13A 0.1(4) . . . . ?
C10A C11A C12A C13A 177.0(2) . . . . ?
C16A C11A C12A Cl1A 179.67(18) . . . . ?
C10A C11A C12A Cl1A -3.4(3) . . . . ?
C11A C12A C13A C14A -0.4(4) . . . . ?
Cl1A C12A C13A C14A 180.0(2) . . . . ?
C12A C13A C14A C15A 0.9(5) . . . . ?
C13A C14A C15A C16A -0.9(5) . . . . ?
C14A C15A C16A C11A 0.6(4) . . . . ?
C14A C15A C16A Cl2A -179.2(2) . . . . ?
C12A C11A C16A C15A -0.2(4) . . . . ?
C10A C11A C16A C15A -177.1(2) . . . . ?
C12A C11A C16A Cl2A 179.57(19) . . . . ?
C10A C11A C16A Cl2A 2.6(3) . . . . ?
C6A C7A C17A C18A -91.5(3) . . . . ?
C8A C7A C17A C18A 81.6(3) . . . . ?
C6A C7A C17A C22A 83.8(3) . . . . ?
C8A C7A C17A C22A -103.2(3) . . . . ?
C22A C17A C18A C19A -1.8(4) . . . . ?
C7A C17A C18A C19A 173.8(2) . . . . ?
C22A C17A C18A Cl4A 178.45(19) . . . . ?
C7A C17A C18A Cl4A -6.0(3) . . . . ?
C17A C18A C19A C20A 1.2(4) . . . . ?
Cl4A C18A C19A C20A -179.1(2) . . . . ?
C18A C19A C20A C21A 0.3(4) . . . . ?
C19A C20A C21A C22A -1.1(4) . . . . ?
C18A C17A C22A C21A 1.0(4) . . . . ?
C7A C17A C22A C21A -174.5(2) . . . . ?
C18A C17A C22A Cl3A 179.89(19) . . . . ?
C7A C17A C22A Cl3A 4.5(3) . . . . ?
C20A C21A C22A C17A 0.4(4) . . . . ?
C20A C21A C22A Cl3A -178.5(2) . . . . ?
C7A C6A C23A C5A 178.5(2) . . . 3_666 ?
C5A C6A C23A C5A 0.0(4) . . . 3_666 ?
O1B C1B C2B C3B 177.9(2) . . . . ?
C9B C1B C2B C3B -2.0(4) . . . . ?
O1B C1B C2B C10B -1.9(4) . . . . ?
C9B C1B C2B C10B 178.3(3) . . . . ?
C1B C2B C3B C4B -0.1(4) . . . . ?
C10B C2B C3B C4B 179.6(3) . . . . ?
C2B C3B C4B O2B -177.7(3) . . . . ?
C2B C3B C4B C8B 1.7(4) . . . . ?
C5B O2B C4B C3B 174.6(2) . . . . ?
C5B O2B C4B C8B -4.8(4) . . . . ?
C4B O2B C5B C23B -174.6(2) . . . 3_766 ?
C4B O2B C5B C6B 6.7(4) . . . . ?
C23B C5B C6B C7B 178.5(3) 3_766 . . . ?
O2B C5B C6B C7B -2.8(4) . . . . ?
C23B C5B C6B C23B -1.1(4) 3_766 . . . ?
O2B C5B C6B C23B 177.6(2) . . . . ?
C23B C6B C7B C8B 176.7(2) . . . . ?
C5B C6B C7B C8B -2.8(4) . . . . ?
C23B C6B C7B C17B -3.6(4) . . . . ?
C5B C6B C7B C17B 176.9(2) . . . . ?
C3B C4B C8B C9B -1.2(4) . . . . ?
O2B C4B C8B C9B 178.2(2) . . . . ?
C3B C4B C8B C7B 179.7(3) . . . . ?
O2B C4B C8B C7B -0.8(4) . . . . ?
C6B C7B C8B C4B 4.6(4) . . . . ?
C17B C7B C8B C4B -175.1(2) . . . . ?
C6B C7B C8B C9B -174.4(2) . . . . ?
C17B C7B C8B C9B 6.0(4) . . . . ?
O1B C1B C9B C8B -177.4(2) . . . . ?
C2B C1B C9B C8B 2.5(4) . . . . ?
C4B C8B C9B C1B -0.9(4) . . . . ?
C7B C8B C9B C1B 178.1(2) . . . . ?
C3B C2B C10B C11B -16.9(4) . . . . ?
C1B C2B C10B C11B 162.8(3) . . . . ?
C2B C10B C11B C12B 97.6(3) . . . . ?
C2B C10B C11B C16B -78.9(3) . . . . ?
C16B C11B C12B C13B -3.5(4) . . . . ?
C10B C11B C12B C13B 179.8(3) . . . . ?
C16B C11B C12B Cl1B 176.3(2) . . . . ?
C10B C11B C12B Cl1B -0.5(3) . . . . ?
C11B C12B C13B C14B 1.7(4) . . . . ?
Cl1B C12B C13B C14B -178.0(2) . . . . ?
C12B C13B C14B C15B 0.8(5) . . . . ?
C13B C14B C15B C16B -1.3(5) . . . . ?
C12B C11B C16B C15B 2.9(4) . . . . ?
C10B C11B C16B C15B 179.7(3) . . . . ?
C12B C11B C16B Cl2B -175.8(2) . . . . ?
C10B C11B C16B Cl2B 1.0(3) . . . . ?
C14B C15B C16B C11B -0.6(5) . . . . ?
C14B C15B C16B Cl2B 178.1(3) . . . . ?
C6B C7B C17B C18B 93.8(3) . . . . ?
C8B C7B C17B C18B -86.6(3) . . . . ?
C6B C7B C17B C22B -82.8(3) . . . . ?
C8B C7B C17B C22B 96.8(3) . . . . ?
C22B C17B C18B C19B 0.7(3) . . . . ?
C7B C17B C18B C19B -176.0(2) . . . . ?
C22B C17B C18B Cl4B 179.22(17) . . . . ?
C7B C17B C18B Cl4B 2.5(3) . . . . ?
C17B C18B C19B C20B 0.4(4) . . . . ?
Cl4B C18B C19B C20B -178.16(19) . . . . ?
C18B C19B C20B C21B -0.8(4) . . . . ?
C19B C20B C21B C22B 0.2(4) . . . . ?
C20B C21B C22B C17B 1.0(4) . . . . ?
C20B C21B C22B Cl3B -179.9(2) . . . . ?
C18B C17B C22B C21B -1.4(3) . . . . ?
C7B C17B C22B C21B 175.4(2) . . . . ?
C18B C17B C22B Cl3B 179.44(17) . . . . ?
C7B C17B C22B Cl3B -3.7(3) . . . . ?
C4S O1S C1S C2S -24.2(15) . . . . ?
O1S C1S C2S C3S 22.4(14) . . . . ?
C1S C2S C3S C4S -11.7(13) . . . . ?
C1S O1S C4S C3S 16.4(15) . . . . ?
C2S C3S C4S O1S -3.2(14) . . . . ?
C4T O1T C1T C2T -8(2) . . . . ?
O1T C1T C2T C3T -0.6(18) . . . . ?
C1T C2T C3T C4T 8.5(19) . . . . ?
C1T O1T C4T C3T 13(2) . . . . ?
C2T C3T C4T O1T -13(2) . . . . ?
C7B C6B C23B C5B -178.5(3) . . . 3_766 ?
C5B C6B C23B C5B 1.1(4) . . . 3_766 ?
 
_refine_diff_density_max    0.544
_refine_diff_density_min   -0.535
_refine_diff_density_rms    0.070

_shelxl_version_number 2014/6



