 
data_su1411a
_publ_section_title           SU1411

_publ_contact_author_name     'Matthew Landry'

_publ_contact_author_address  
'Department of Chemistry, Stanford University'

_publ_contact_author_email    landry91@stanford.edu

_publ_contact_author_phone    '650 725 6048'
 
_audit_creation_method            SHELXL-2014
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          
 '2(C12 H13 Cl O4), 1.5(C6 H6)' 
_chemical_formula_sum
 'C33 H35 Cl2 O8' 
_chemical_formula_weight          630.51

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'
 'Cl'  'Cl'   0.1484   0.1585
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    10.7112(13)
_cell_length_b                    11.6880(14)
_cell_length_c                    12.6327(15)
_cell_angle_alpha                 89.4701(18)
_cell_angle_beta                  89.1293(19)
_cell_angle_gamma                 79.0974(19)
_cell_volume                      1552.8(3)
_cell_formula_units_Z             2
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     9959 
_cell_measurement_theta_min       2.39 
_cell_measurement_theta_max       26.09 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             yellow 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ?              
_exptl_crystal_density_diffrn     1.349          
_exptl_crystal_F_000              662
_exptl_transmission_factor_min    ?                                             
_exptl_transmission_factor_max    ?                                             
_exptl_crystal_size_max           0.139
_exptl_crystal_size_mid           0.093
_exptl_crystal_size_min           0.081
_exptl_absorpt_coefficient_mu     0.260
_shelx_estimated_absorpt_T_min    0.965
_shelx_estimated_absorpt_T_max    0.979
_exptl_absorpt_correction_type    numerical 
_exptl_absorpt_correction_T_min   0.9408 
_exptl_absorpt_correction_T_max   1.0000 
_exptl_absorpt_process_details    'SADABS (Sheldrick, 2013)' 
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'fine-focus sealed tube'                        
_diffrn_source_monochromator      'Bruker TRIUMPH curved-graphite'       
_diffrn_measurement_device_type   'Bruker APEX-II' 
_diffrn_measurement_method        
'combination of ω and φ-scans ' 
_diffrn_detector_area_resol_mean   8.33 
_diffrn_reflns_number             36352
_diffrn_reflns_av_unetI/netI      0.0245
_diffrn_reflns_av_R_equivalents   0.0347
_diffrn_reflns_limit_h_min        -13
_diffrn_reflns_limit_h_max        13
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -15
_diffrn_reflns_limit_l_max        15
_diffrn_reflns_theta_min          1.612
_diffrn_reflns_theta_max          26.114
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   1.000
_diffrn_measured_fraction_theta_full  1.000
_diffrn_reflns_Laue_measured_fraction_max    1.000
_diffrn_reflns_Laue_measured_fraction_full   1.000
_diffrn_reflns_point_group_measured_fraction_max   1.000
_diffrn_reflns_point_group_measured_fraction_full  1.000
_reflns_number_total              6189
_reflns_number_gt                 4954
_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        'Bruker APEX-II v2014-5.0' 
_computing_cell_refinement        'Bruker SAINT v8.34A' 
_computing_data_reduction         'Bruker SAINT v8.34A' 
_computing_structure_solution     'SHELXT-2014/2 (Sheldrick, 2014)' 
_computing_structure_refinement   'SHELXL-2014 (Sheldrick, 2014)' 
_computing_molecular_graphics     'Bruker XP'
_computing_publication_material   'CIFTAB (Sheldrick, 2008)'
 
_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)+(0.0452P)²+0.6517P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      vecmap
_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          6189
_refine_ls_number_parameters      394
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0515
_refine_ls_R_factor_gt            0.0372
_refine_ls_wR_factor_ref          0.0961
_refine_ls_wR_factor_gt           0.0892
_refine_ls_goodness_of_fit_ref    1.028
_refine_ls_restrained_S_all       1.028
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
Cl1 Cl 0.10788(5) 1.21645(4) 0.14972(4) 0.04097(14) Uani 1 1 d . . . . .
O1 O 0.23902(10) 0.88350(10) 0.23557(8) 0.0221(2) Uani 1 1 d . . . . .
O2 O 0.10912(11) 1.07007(10) 0.56020(9) 0.0264(3) Uani 1 1 d . . . . .
O3 O 0.20976(11) 0.88677(9) 0.67142(8) 0.0241(3) Uani 1 1 d . . . . .
O4 O 0.32761(12) 0.69351(10) 0.34686(9) 0.0295(3) Uani 1 1 d . . . . .
C1 C 0.16741(15) 0.97947(15) 0.17189(12) 0.0247(4) Uani 1 1 d . . . . .
C2 C 0.18134(16) 1.09267(15) 0.22692(13) 0.0262(4) Uani 1 1 d . . . . .
H2 H 0.2740 1.0944 0.2327 0.031 Uiso 1 1 calc R U . . .
C3 C 0.12301(16) 1.10064(14) 0.33738(13) 0.0247(4) Uani 1 1 d . . . . .
H3A H 0.1470 1.1664 0.3759 0.030 Uiso 1 1 calc R U . . .
H3B H 0.0291 1.1139 0.3333 0.030 Uiso 1 1 calc R U . . .
C4 C 0.17163(14) 0.98831(14) 0.39406(12) 0.0202(3) Uani 1 1 d . . . . .
C5 C 0.16257(14) 0.98598(14) 0.50983(12) 0.0204(3) Uani 1 1 d . . . . .
C6 C 0.22154(15) 0.87520(14) 0.56631(12) 0.0199(3) Uani 1 1 d . . . . .
C7 C 0.27692(15) 0.77938(14) 0.51305(12) 0.0215(3) Uani 1 1 d . . . . .
H7 H 0.3137 0.7110 0.5509 0.026 Uiso 1 1 calc R U . . .
C8 C 0.28081(15) 0.77990(14) 0.39762(12) 0.0212(3) Uani 1 1 d . . . . .
C9 C 0.22560(14) 0.89154(14) 0.34177(12) 0.0196(3) Uani 1 1 d . . . . .
C10 C 0.23286(17) 0.96525(17) 0.06439(13) 0.0314(4) Uani 1 1 d . . . . .
H10A H 0.2362 0.8856 0.0393 0.047 Uiso 1 1 calc R U . . .
H10B H 0.3195 0.9802 0.0702 0.047 Uiso 1 1 calc R U . . .
H10C H 0.1852 1.0207 0.0142 0.047 Uiso 1 1 calc R U . . .
C11 C 0.03086(16) 0.96087(17) 0.16656(14) 0.0320(4) Uani 1 1 d . . . . .
H11A H 0.0288 0.8882 0.1292 0.048 Uiso 1 1 calc R U . . .
H11B H -0.0207 1.0262 0.1285 0.048 Uiso 1 1 calc R U . . .
H11C H -0.0035 0.9563 0.2385 0.048 Uiso 1 1 calc R U . . .
C12 C 0.26089(19) 0.78601(15) 0.73437(13) 0.0305(4) Uani 1 1 d . . . . .
H12A H 0.2445 0.8039 0.8095 0.046 Uiso 1 1 calc R U . . .
H12B H 0.3528 0.7646 0.7215 0.046 Uiso 1 1 calc R U . . .
H12C H 0.2202 0.7209 0.7150 0.046 Uiso 1 1 calc R U . . .
Cl2 Cl 0.43805(4) -0.01450(4) 0.84806(3) 0.03079(12) Uani 1 1 d . . . . .
O5 O 0.37288(11) 0.32257(9) 0.75873(8) 0.0252(3) Uani 1 1 d . . . . .
O6 O 0.38561(11) 0.12005(10) 0.43619(9) 0.0289(3) Uani 1 1 d . . . . .
O7 O 0.36341(13) 0.31024(11) 0.32292(9) 0.0335(3) Uani 1 1 d . . . . .
O8 O 0.36247(13) 0.51601(10) 0.64446(9) 0.0325(3) Uani 1 1 d . . . . .
C13 C 0.35144(16) 0.22045(14) 0.82085(12) 0.0234(3) Uani 1 1 d . . . . .
C14 C 0.44041(16) 0.11534(14) 0.77155(13) 0.0234(3) Uani 1 1 d . . . . .
H14 H 0.5290 0.1311 0.7713 0.028 Uiso 1 1 calc R U . . .
C15 C 0.40472(17) 0.09633(14) 0.65855(13) 0.0252(4) Uani 1 1 d . . . . .
H15A H 0.4731 0.0398 0.6236 0.030 Uiso 1 1 calc R U . . .
H15B H 0.3254 0.0644 0.6576 0.030 Uiso 1 1 calc R U . . .
C16 C 0.38586(15) 0.21058(14) 0.60092(12) 0.0211(3) Uani 1 1 d . . . . .
C17 C 0.38078(15) 0.21014(14) 0.48536(13) 0.0227(3) Uani 1 1 d . . . . .
C18 C 0.36825(16) 0.32469(15) 0.42734(13) 0.0260(4) Uani 1 1 d . . . . .
C19 C 0.36285(17) 0.42491(15) 0.47978(13) 0.0280(4) Uani 1 1 d . . . . .
H19 H 0.3567 0.4959 0.4413 0.034 Uiso 1 1 calc R U . . .
C20 C 0.36640(16) 0.42603(14) 0.59499(13) 0.0251(4) Uani 1 1 d . . . . .
C21 C 0.37474(15) 0.31205(14) 0.65246(12) 0.0219(3) Uani 1 1 d . . . . .
C22 C 0.38959(19) 0.24397(16) 0.93240(13) 0.0338(4) Uani 1 1 d . . . . .
H22A H 0.3445 0.3211 0.9547 0.051 Uiso 1 1 calc R U . . .
H22B H 0.4815 0.2416 0.9341 0.051 Uiso 1 1 calc R U . . .
H22C H 0.3674 0.1845 0.9806 0.051 Uiso 1 1 calc R U . . .
C23 C 0.21193(16) 0.21396(16) 0.81469(15) 0.0326(4) Uani 1 1 d . . . . .
H23A H 0.1607 0.2835 0.8472 0.049 Uiso 1 1 calc R U . . .
H23B H 0.1965 0.1443 0.8525 0.049 Uiso 1 1 calc R U . . .
H23C H 0.1883 0.2100 0.7404 0.049 Uiso 1 1 calc R U . . .
C24 C 0.3466(2) 0.41476(17) 0.25842(14) 0.0422(5) Uani 1 1 d . . . . .
H24A H 0.3408 0.3941 0.1839 0.063 Uiso 1 1 calc R U . . .
H24B H 0.4192 0.4535 0.2674 0.063 Uiso 1 1 calc R U . . .
H24C H 0.2682 0.4675 0.2803 0.063 Uiso 1 1 calc R U . . .
C25 C 0.1551(2) 0.56939(19) 0.92551(17) 0.0504(6) Uani 1 1 d . . . . .
H25 H 0.1046 0.5464 0.8714 0.060 Uiso 1 1 calc R U . . .
C26 C 0.2827(2) 0.56598(16) 0.90772(15) 0.0414(5) Uani 1 1 d . . . . .
H26 H 0.3209 0.5401 0.8417 0.050 Uiso 1 1 calc R U . . .
C27 C 0.3543(2) 0.60044(17) 0.98638(16) 0.0431(5) Uani 1 1 d . . . . .
H27 H 0.4422 0.5995 0.9741 0.052 Uiso 1 1 calc R U . . .
C28 C 0.3001(2) 0.63632(18) 1.08300(16) 0.0464(5) Uani 1 1 d . . . . .
H28 H 0.3507 0.6591 1.1372 0.056 Uiso 1 1 calc R U . . .
C29 C 0.1733(2) 0.63913(18) 1.10068(17) 0.0490(6) Uani 1 1 d . . . . .
H29 H 0.1359 0.6638 1.1673 0.059 Uiso 1 1 calc R U . . .
C30 C 0.1002(2) 0.6064(2) 1.02247(19) 0.0526(6) Uani 1 1 d . . . . .
H30 H 0.0119 0.6091 1.0347 0.063 Uiso 1 1 calc R U . . .
C31 C 0.0186(2) 0.4573(2) 0.6027(2) 0.0639(7) Uani 1 1 d . . . . .
H31 H 0.0312 0.4282 0.6729 0.077 Uiso 1 1 calc R U . . .
C32 C 0.0088(2) 0.5747(2) 0.5810(2) 0.0597(7) Uani 1 1 d . . . . .
H32 H 0.0150 0.6269 0.6371 0.072 Uiso 1 1 calc R U . . .
C33 C -0.0095(2) 0.6167(2) 0.4803(2) 0.0619(7) Uani 1 1 d . . . . .
H33 H -0.0161 0.6978 0.4670 0.074 Uiso 1 1 calc R U . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
Cl1 C2 1.7972(16) . ?
O1 C9 1.3493(18) . ?
O1 C1 1.4732(19) . ?
O2 C5 1.2192(19) . ?
O3 C6 1.3376(18) . ?
O3 C12 1.4392(19) . ?
O4 C8 1.2217(19) . ?
C1 C10 1.515(2) . ?
C1 C11 1.521(2) . ?
C1 C2 1.533(2) . ?
C2 C3 1.517(2) . ?
C3 C4 1.498(2) . ?
C4 C9 1.343(2) . ?
C4 C5 1.464(2) . ?
C5 C6 1.507(2) . ?
C6 C7 1.345(2) . ?
C7 C8 1.458(2) . ?
C8 C9 1.501(2) . ?
Cl2 C14 1.7957(16) . ?
O5 C21 1.3488(19) . ?
O5 C13 1.4745(19) . ?
O6 C17 1.2198(19) . ?
O7 C18 1.335(2) . ?
O7 C24 1.446(2) . ?
O8 C20 1.222(2) . ?
C13 C23 1.514(2) . ?
C13 C22 1.515(2) . ?
C13 C14 1.536(2) . ?
C14 C15 1.513(2) . ?
C15 C16 1.496(2) . ?
C16 C21 1.343(2) . ?
C16 C17 1.462(2) . ?
C17 C18 1.505(2) . ?
C18 C19 1.342(2) . ?
C19 C20 1.457(2) . ?
C20 C21 1.500(2) . ?
C25 C26 1.374(3) . ?
C25 C30 1.388(3) . ?
C26 C27 1.373(3) . ?
C27 C28 1.378(3) . ?
C28 C29 1.367(3) . ?
C29 C30 1.371(3) . ?
C31 C32 1.381(4) . ?
C31 C33 1.382(4) 2_566 ?
C32 C33 1.363(4) . ?
C33 C31 1.382(4) 2_566 ?
C2 H2 1.0000 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C7 H7 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 H14 1.0000 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C19 H19 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 H33 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
C9 O1 C1 117.20(12) . . ?
C6 O3 C12 116.73(12) . . ?
O1 C1 C10 103.89(13) . . ?
O1 C1 C11 107.47(13) . . ?
C10 C1 C11 111.60(14) . . ?
O1 C1 C2 106.39(12) . . ?
C10 C1 C2 112.85(14) . . ?
C11 C1 C2 113.83(14) . . ?
C3 C2 C1 111.72(14) . . ?
C3 C2 Cl1 109.48(12) . . ?
C1 C2 Cl1 110.15(11) . . ?
C4 C3 C2 108.05(13) . . ?
C9 C4 C5 119.70(14) . . ?
C9 C4 C3 121.78(14) . . ?
C5 C4 C3 118.50(14) . . ?
O2 C5 C4 121.91(14) . . ?
O2 C5 C6 120.18(14) . . ?
C4 C5 C6 117.91(13) . . ?
O3 C6 C7 126.86(14) . . ?
O3 C6 C5 111.41(13) . . ?
C7 C6 C5 121.73(14) . . ?
C6 C7 C8 120.40(14) . . ?
O4 C8 C7 122.02(15) . . ?
O4 C8 C9 120.30(14) . . ?
C7 C8 C9 117.67(13) . . ?
C4 C9 O1 124.85(14) . . ?
C4 C9 C8 122.49(14) . . ?
O1 C9 C8 112.65(13) . . ?
C21 O5 C13 116.64(12) . . ?
C18 O7 C24 116.54(13) . . ?
O5 C13 C23 108.17(13) . . ?
O5 C13 C22 104.67(13) . . ?
C23 C13 C22 111.98(14) . . ?
O5 C13 C14 105.59(12) . . ?
C23 C13 C14 113.71(14) . . ?
C22 C13 C14 112.02(14) . . ?
C15 C14 C13 111.38(13) . . ?
C15 C14 Cl2 109.56(11) . . ?
C13 C14 Cl2 110.88(11) . . ?
C16 C15 C14 108.66(13) . . ?
C21 C16 C17 119.82(15) . . ?
C21 C16 C15 121.78(14) . . ?
C17 C16 C15 118.40(14) . . ?
O6 C17 C16 121.58(15) . . ?
O6 C17 C18 120.13(14) . . ?
C16 C17 C18 118.28(14) . . ?
O7 C18 C19 127.60(16) . . ?
O7 C18 C17 111.22(14) . . ?
C19 C18 C17 121.18(15) . . ?
C18 C19 C20 120.77(15) . . ?
O8 C20 C19 121.98(15) . . ?
O8 C20 C21 120.25(15) . . ?
C19 C20 C21 117.77(14) . . ?
C16 C21 O5 124.57(15) . . ?
C16 C21 C20 122.05(14) . . ?
O5 C21 C20 113.36(13) . . ?
C26 C25 C30 120.0(2) . . ?
C27 C26 C25 119.33(19) . . ?
C26 C27 C28 120.7(2) . . ?
C29 C28 C27 119.9(2) . . ?
C28 C29 C30 120.1(2) . . ?
C29 C30 C25 119.9(2) . . ?
C32 C31 C33 118.4(3) . 2_566 ?
C33 C32 C31 120.9(2) . . ?
C32 C33 C31 120.7(2) . 2_566 ?
C3 C2 H2 108.5 . . ?
C1 C2 H2 108.5 . . ?
Cl1 C2 H2 108.5 . . ?
C4 C3 H3A 110.1 . . ?
C2 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
C2 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C1 C11 H11A 109.5 . . ?
C1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 H12A 109.5 . . ?
O3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 C14 H14 108.3 . . ?
C13 C14 H14 108.3 . . ?
Cl2 C14 H14 108.3 . . ?
C16 C15 H15A 110.0 . . ?
C14 C15 H15A 110.0 . . ?
C16 C15 H15B 110.0 . . ?
C14 C15 H15B 110.0 . . ?
H15A C15 H15B 108.3 . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C13 C22 H22A 109.5 . . ?
C13 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C13 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C13 C23 H23A 109.5 . . ?
C13 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C13 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O7 C24 H24A 109.5 . . ?
O7 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O7 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 H25 120.0 . . ?
C30 C25 H25 120.0 . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 120.0 . . ?
C25 C30 H30 120.0 . . ?
C32 C31 H31 120.8 . . ?
C33 C31 H31 120.8 2_566 . ?
C33 C32 H32 119.5 . . ?
C31 C32 H32 119.5 . . ?
C32 C33 H33 119.7 . . ?
C31 C33 H33 119.7 2_566 . ?
 
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
C9 O1 C1 C10 162.49(13) . . . . ?
C9 O1 C1 C11 -79.12(16) . . . . ?
C9 O1 C1 C2 43.17(17) . . . . ?
O1 C1 C2 C3 -62.71(16) . . . . ?
C10 C1 C2 C3 -176.00(14) . . . . ?
C11 C1 C2 C3 55.47(18) . . . . ?
O1 C1 C2 Cl1 175.38(10) . . . . ?
C10 C1 C2 Cl1 62.09(16) . . . . ?
C11 C1 C2 Cl1 -66.44(16) . . . . ?
C1 C2 C3 C4 49.25(17) . . . . ?
Cl1 C2 C3 C4 171.54(11) . . . . ?
C2 C3 C4 C9 -17.1(2) . . . . ?
C2 C3 C4 C5 161.20(14) . . . . ?
C9 C4 C5 O2 -176.51(15) . . . . ?
C3 C4 C5 O2 5.1(2) . . . . ?
C9 C4 C5 C6 3.3(2) . . . . ?
C3 C4 C5 C6 -175.06(13) . . . . ?
C12 O3 C6 C7 -0.4(2) . . . . ?
C12 O3 C6 C5 179.13(13) . . . . ?
O2 C5 C6 O3 -2.2(2) . . . . ?
C4 C5 C6 O3 177.98(13) . . . . ?
O2 C5 C6 C7 177.40(15) . . . . ?
C4 C5 C6 C7 -2.4(2) . . . . ?
O3 C6 C7 C8 179.17(14) . . . . ?
C5 C6 C7 C8 -0.4(2) . . . . ?
C6 C7 C8 O4 -178.18(15) . . . . ?
C6 C7 C8 C9 2.2(2) . . . . ?
C5 C4 C9 O1 179.96(14) . . . . ?
C3 C4 C9 O1 -1.7(2) . . . . ?
C5 C4 C9 C8 -1.5(2) . . . . ?
C3 C4 C9 C8 176.81(14) . . . . ?
C1 O1 C9 C4 -12.8(2) . . . . ?
C1 O1 C9 C8 168.53(12) . . . . ?
O4 C8 C9 C4 179.09(16) . . . . ?
C7 C8 C9 C4 -1.3(2) . . . . ?
O4 C8 C9 O1 -2.2(2) . . . . ?
C7 C8 C9 O1 177.40(13) . . . . ?
C21 O5 C13 C23 -75.46(17) . . . . ?
C21 O5 C13 C22 164.99(14) . . . . ?
C21 O5 C13 C14 46.61(17) . . . . ?
O5 C13 C14 C15 -64.06(16) . . . . ?
C23 C13 C14 C15 54.38(18) . . . . ?
C22 C13 C14 C15 -177.42(14) . . . . ?
O5 C13 C14 Cl2 173.66(10) . . . . ?
C23 C13 C14 Cl2 -67.91(16) . . . . ?
C22 C13 C14 Cl2 60.30(16) . . . . ?
C13 C14 C15 C16 47.55(18) . . . . ?
Cl2 C14 C15 C16 170.59(11) . . . . ?
C14 C15 C16 C21 -13.8(2) . . . . ?
C14 C15 C16 C17 165.60(14) . . . . ?
C21 C16 C17 O6 -177.12(15) . . . . ?
C15 C16 C17 O6 3.4(2) . . . . ?
C21 C16 C17 C18 2.4(2) . . . . ?
C15 C16 C17 C18 -177.05(14) . . . . ?
C24 O7 C18 C19 -2.0(3) . . . . ?
C24 O7 C18 C17 177.77(15) . . . . ?
O6 C17 C18 O7 0.2(2) . . . . ?
C16 C17 C18 O7 -179.28(14) . . . . ?
O6 C17 C18 C19 -179.95(16) . . . . ?
C16 C17 C18 C19 0.5(2) . . . . ?
O7 C18 C19 C20 178.52(16) . . . . ?
C17 C18 C19 C20 -1.3(3) . . . . ?
C18 C19 C20 O8 179.51(17) . . . . ?
C18 C19 C20 C21 -0.7(3) . . . . ?
C17 C16 C21 O5 177.14(14) . . . . ?
C15 C16 C21 O5 -3.4(3) . . . . ?
C17 C16 C21 C20 -4.5(2) . . . . ?
C15 C16 C21 C20 174.96(15) . . . . ?
C13 O5 C21 C16 -14.9(2) . . . . ?
C13 O5 C21 C20 166.55(13) . . . . ?
O8 C20 C21 C16 -176.50(16) . . . . ?
C19 C20 C21 C16 3.7(2) . . . . ?
O8 C20 C21 O5 2.1(2) . . . . ?
C19 C20 C21 O5 -177.75(14) . . . . ?
C30 C25 C26 C27 -0.6(3) . . . . ?
C25 C26 C27 C28 1.1(3) . . . . ?
C26 C27 C28 C29 -0.8(3) . . . . ?
C27 C28 C29 C30 0.0(3) . . . . ?
C28 C29 C30 C25 0.6(3) . . . . ?
C26 C25 C30 C29 -0.3(3) . . . . ?
C33 C31 C32 C33 0.1(4) 2_566 . . . ?
C31 C32 C33 C31 -0.1(4) . . . 2_566 ?
 
_refine_diff_density_max    0.469
_refine_diff_density_min   -0.215
_refine_diff_density_rms    0.044

_shelxl_version_number 2014-3



