# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2010

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Ognjen Miljanic'
_publ_contact_author_email       miljanic@uh.edu

_publ_section_title              
;
Supramolecular organization
of extended benzobisoxazole cruciforms
;
loop_
_publ_author_name
'Karolina Osowska'
'Ognjen Miljanic'

# Attachment 'Compound3.CIF.txt'

data_k1201
_database_code_depnum_ccdc_archive 'CCDC 768803'
#TrackingRef 'Compound3.CIF.txt'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H26 N4 O6, 2 C H2 Cl2'
_chemical_formula_sum            'C46 H30 Cl4 N4 O6'
_chemical_formula_weight         876.54

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'
N N 0.0061 0.0033 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   3.8598(5)
_cell_length_b                   14.4562(17)
_cell_length_c                   18.4857(22)
_cell_angle_alpha                105.228(2)
_cell_angle_beta                 94.344(2)
_cell_angle_gamma                93.861(2)
_cell_volume                     988.3(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    1954
_cell_measurement_theta_min      1.47
_cell_measurement_theta_max      25.06

_exptl_crystal_description       'flat column'
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             450
_exptl_absorpt_coefficient_mu    0.357
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.8237
_exptl_absorpt_correction_T_max  0.9861
_exptl_absorpt_process_details   ?

_publ_section_experimental       
;
All measurements were made with a Siemens SMART platform
diffractometer equipped with a 4K CCD APEX II detector. A
hemisphere of data (1271 frames at 6 cm detector distance)
was collected using a narrow-frame algorithm with scan widths
of 0.30\% in omega and an exposure time of 40 s/frame. The
data were integrated using the Bruker-Nonius SAINT program,
with the intensities corrected for Lorentz factor, polarization,
air absorption, and absorption due to variation in the path
length through the detector faceplate. A psi scan absorption
correction was applied based on the entire data set. Redundant
reflections were averaged. Final cell constants were refined
using 1954 reflections having I>10\s(I), and these, along with
other information pertinent to data collection and refinement,
are listed in Table 1. The Laue symmetry was determined to
be -1, and the space group was shown to be either P1 or P-1.
The asymmetric unit consists of one-half molecule situated
on an inversion center, and one molecule of methylene
chloride solvent. The solvent is massively disordered within
a linear channel along the a axis. At least four separate
positions are present, none with more than 15% occupancy.
Only three positions could be reasonably refined using ideal
rigid bodies, and parts of a fourth were simply entered as
partial carbon atoms. Slightly more than half of a full
molecule of solvent could be located, however all calculations
are based on 100% occupancy under the assumption that some
solvent was lost during sample handling and some is simply
too seriously disordered to be located.
;

_publ_section_figure_captions    
;
Fig. 1 -- View of the molecule showing the atom numbering
scheme. Thermal ellipsoids are 40% equiprobability envelopes,
with hydrogens as spheres of arbitrary diameter.

Fig. 2 -- Isotropic view of the molecule.

Fig. 3 -- Side view of the molecule emphasizing the rotation
between the ring systems.

Fig. 4 -- View of a section of the channel containing the
disordered solvent.

Fig. 5 -- Packing of the molecules in the unit cell. Only
one orientation of the solvent is shown at each site.
;

_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_type  'Bruker APEX II CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 4K
_diffrn_standards_decay_%        0.0
_diffrn_reflns_number            5050
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_av_sigmaI/netI    0.0332
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.47
_diffrn_reflns_theta_max         25.06
_reflns_number_total             3470
_reflns_number_gt                2081
_reflns_threshold_expression     >4sigma(I)

_computing_data_collection       'APEX2 v1.0-27 (Bruker-Nonius, 2005)'
_computing_cell_refinement       'SAINT v7.12A (Bruker-Nonius, 2004)'
_computing_data_reduction        'SAINT v7.12A (Bruker-Nonius, 2004)'
_computing_structure_solution    'SHELXS v6.12 (G.M. Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL v6.12 (G.M. Sheldrick, 2001)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 4sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0462P)^2^+0.8710P] 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    noref
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3470
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0811
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.1418
_refine_ls_wR_factor_gt          0.1200
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.186
_refine_ls_shift/su_mean         0.012

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3480(4) 0.46301(12) 0.34964(10) 0.0405(4) Uani 1 1 d . . .
O2 O 1.2796(5) -0.07946(13) 0.10022(11) 0.0521(5) Uani 1 1 d . . .
O3 O 1.3022(6) -0.15784(14) 0.18967(13) 0.0661(6) Uani 1 1 d . . .
N1 N 0.1804(5) 0.60454(14) 0.41490(11) 0.0332(5) Uani 1 1 d . . .
N2 N -0.3605(7) 0.62247(18) 0.01294(15) 0.0586(7) Uani 1 1 d . . .
C1 C 0.6073(6) 0.40716(16) 0.45573(14) 0.0325(6) Uani 1 1 d . . .
C2 C 0.4424(6) 0.47267(17) 0.42497(13) 0.0330(6) Uani 1 1 d . . .
C3 C 0.1934(6) 0.54470(19) 0.34885(15) 0.0397(6) Uani 1 1 d . . .
C4 C 0.3385(6) 0.56066(16) 0.46537(14) 0.0323(5) Uani 1 1 d . . .
C5 C 0.0643(6) 0.55845(18) 0.27671(14) 0.0366(6) Uani 1 1 d . . .
C6 C 0.0782(7) 0.48716(19) 0.20968(15) 0.0426(6) Uani 1 1 d . . .
H6 H 0.1657 0.4284 0.2109 0.051 Uiso 1 1 calc R . .
C7 C -0.0360(7) 0.50259(19) 0.14167(15) 0.0438(7) Uani 1 1 d . . .
H7 H -0.0255 0.4547 0.0965 0.053 Uiso 1 1 calc R . .
C8 C -0.1670(6) 0.58951(19) 0.14040(15) 0.0397(6) Uani 1 1 d . . .
C9 C -0.1872(7) 0.66062(19) 0.20688(15) 0.0423(6) Uani 1 1 d . . .
H9 H -0.2776 0.7190 0.2056 0.051 Uiso 1 1 calc R . .
C10 C -0.0731(7) 0.64442(19) 0.27471(15) 0.0417(6) Uani 1 1 d . . .
H10 H -0.0883 0.6918 0.3199 0.050 Uiso 1 1 calc R . .
C11 C -0.2773(7) 0.60718(19) 0.06914(17) 0.0459(7) Uani 1 1 d . . .
C12 C 0.7133(6) 0.31915(18) 0.41091(15) 0.0376(6) Uani 1 1 d . . .
C13 C 0.8027(6) 0.24821(18) 0.36981(16) 0.0413(6) Uani 1 1 d . . .
C14 C 0.9119(6) 0.16394(18) 0.31916(15) 0.0403(6) Uani 1 1 d . . .
C15 C 0.9414(8) 0.0794(2) 0.34057(18) 0.0553(8) Uani 1 1 d . . .
H15 H 0.8888 0.0768 0.3888 0.066 Uiso 1 1 calc R . .
C16 C 1.0479(8) -0.0007(2) 0.29124(18) 0.0542(8) Uani 1 1 d . . .
H16 H 1.0678 -0.0575 0.3064 0.065 Uiso 1 1 calc R . .
C17 C 1.1255(6) 0.00142(18) 0.21988(15) 0.0397(6) Uani 1 1 d . . .
C18 C 1.0934(7) 0.08482(19) 0.19798(17) 0.0474(7) Uani 1 1 d . . .
H18 H 1.1432 0.0869 0.1494 0.057 Uiso 1 1 calc R . .
C19 C 0.9880(7) 0.16566(19) 0.24734(17) 0.0487(7) Uani 1 1 d . . .
H19 H 0.9679 0.2222 0.2320 0.058 Uiso 1 1 calc R . .
C20 C 1.2440(7) -0.08683(19) 0.16990(17) 0.0449(7) Uani 1 1 d . . .
C21 C 1.3940(8) -0.1647(2) 0.04913(18) 0.0583(9) Uani 1 1 d . . .
H21A H 1.2157 -0.2191 0.0403 0.070 Uiso 1 1 calc R . .
H21B H 1.6108 -0.1824 0.0710 0.070 Uiso 1 1 calc R . .
C22 C 1.4512(13) -0.1411(3) -0.0229(2) 0.1037(15) Uani 1 1 d . . .
H22A H 1.5301 -0.1963 -0.0579 0.156 Uiso 1 1 calc R . .
H22B H 1.6265 -0.0869 -0.0135 0.156 Uiso 1 1 calc R . .
H22C H 1.2343 -0.1246 -0.0444 0.156 Uiso 1 1 calc R . .
C23 C 0.714(2) 0.0939(13) 0.5361(6) 0.042(5) Uiso 0.15 1 d PG A -1
H23A H 0.6525 0.1142 0.4905 0.050 Uiso 0.15 1 d PG A -1
H23B H 0.6600 0.0240 0.5239 0.050 Uiso 0.15 1 d PG A -1
Cl1 Cl 0.4606(19) 0.1497(8) 0.6068(5) 0.089(3) Uiso 0.15 1 d PG A -1
Cl2 Cl 1.1620(18) 0.1215(6) 0.5623(5) 0.092 Uiso 0.15 1 d PG A -1
C23' C 0.261(2) 0.176(2) 0.530(2) 0.09(2) Uiso 0.15 1 d PG B -2
H23C H 0.2694 0.2447 0.5544 0.112 Uiso 0.15 1 d PG B -2
H23D H 0.2537 0.1673 0.4754 0.112 Uiso 0.15 1 d PG B -2
Cl1' Cl -0.118(2) 0.1177(6) 0.5497(5) 0.0703(18) Uiso 0.15 1 d PG B -2
Cl2' Cl 0.641(2) 0.1312(7) 0.5602(6) 0.090 Uiso 0.15 1 d PG B -2
C23" C 0.423(2) 0.124(3) 0.5957(10) 0.076(12) Uiso 0.15 1 d PG C -3
H23E H 0.4216 0.0603 0.6044 0.091 Uiso 0.15 1 d PG C -3
H23F H 0.4628 0.1721 0.6448 0.091 Uiso 0.15 1 d PG C -3
Cl1" Cl 0.7651(19) 0.1399(6) 0.5419(4) 0.0651(16) Uiso 0.15 1 d PG C -3
Cl2" Cl 0.0154(19) 0.1361(7) 0.5523(5) 0.080(2) Uiso 0.15 1 d PG C -3
C24 C 0.447(8) 0.065(2) 0.5270(19) 0.059(8) Uiso 0.10 1 d P . 4
C25 C 0.510(9) 0.167(2) 0.5282(19) 0.057(8) Uiso 0.10 1 d P D 4
C26 C 0.204(8) 0.180(2) 0.5409(19) 0.077(10) Uiso 0.20 1 d P D 4

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 0.0407(10) 0.0443(10) 0.0363(10) 0.0103(8) 0.0045(8) 0.0032(8)
O2 0.0569(12) 0.0441(11) 0.0519(13) 0.0016(9) 0.0144(10) 0.0146(9)
O3 0.0858(16) 0.0408(12) 0.0753(16) 0.0139(11) 0.0228(12) 0.0219(11)
N1 0.0319(10) 0.0352(11) 0.0331(12) 0.0105(9) 0.0036(9) 0.0020(8)
N2 0.0786(18) 0.0536(15) 0.0433(16) 0.0116(13) 0.0008(13) 0.0160(13)
C1 0.0274(12) 0.0310(12) 0.0376(14) 0.0067(11) 0.0049(10) -0.0005(10)
C2 0.0291(12) 0.0372(13) 0.0303(13) 0.0062(11) 0.0022(10) -0.0013(10)
C3 0.0304(13) 0.0454(15) 0.0466(17) 0.0190(13) 0.0045(11) 0.0000(11)
C4 0.0277(12) 0.0334(13) 0.0359(14) 0.0098(11) 0.0036(10) 0.0002(10)
C5 0.0303(12) 0.0428(14) 0.0381(15) 0.0134(12) 0.0040(11) 0.0012(11)
C6 0.0435(15) 0.0397(14) 0.0444(17) 0.0102(12) 0.0039(12) 0.0083(12)
C7 0.0475(15) 0.0453(15) 0.0366(16) 0.0064(13) 0.0043(12) 0.0070(12)
C8 0.0374(14) 0.0458(15) 0.0370(15) 0.0129(12) 0.0033(11) 0.0036(11)
C9 0.0428(15) 0.0400(14) 0.0455(17) 0.0135(13) 0.0032(12) 0.0056(11)
C10 0.0439(15) 0.0418(14) 0.0372(15) 0.0060(12) 0.0056(12) 0.0053(12)
C11 0.0520(16) 0.0428(15) 0.0417(17) 0.0093(13) 0.0017(13) 0.0070(12)
C12 0.0316(13) 0.0357(14) 0.0435(15) 0.0077(12) 0.0036(11) 0.0013(10)
C13 0.0318(13) 0.0386(14) 0.0495(17) 0.0054(13) 0.0025(12) 0.0031(11)
C14 0.0313(13) 0.0355(14) 0.0485(17) 0.0016(12) 0.0027(11) 0.0048(10)
C15 0.071(2) 0.0483(17) 0.0493(18) 0.0118(14) 0.0165(15) 0.0174(15)
C16 0.069(2) 0.0391(15) 0.059(2) 0.0148(14) 0.0155(16) 0.0168(14)
C17 0.0330(13) 0.0350(13) 0.0476(16) 0.0043(12) 0.0037(11) 0.0048(11)
C18 0.0528(16) 0.0435(15) 0.0472(17) 0.0109(13) 0.0118(13) 0.0120(13)
C19 0.0593(17) 0.0341(14) 0.0545(19) 0.0108(13) 0.0130(14) 0.0125(13)
C20 0.0375(14) 0.0354(15) 0.0579(19) 0.0044(13) 0.0074(13) 0.0055(11)
C21 0.0542(17) 0.0458(17) 0.065(2) -0.0068(15) 0.0157(15) 0.0126(14)
C22 0.149(4) 0.098(3) 0.067(3) 0.008(2) 0.043(3) 0.050(3)

_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 C3 1.361(3) . ?
O1 C2 1.381(3) . ?
O2 C20 1.337(3) . ?
O2 C21 1.459(3) . ?
O3 C20 1.206(3) . ?
N1 C3 1.304(3) . ?
N1 C4 1.386(3) . ?
N2 C11 1.145(4) . ?
C1 C2 1.391(3) . ?
C1 C4 1.404(3) 2_666 ?
C1 C12 1.428(3) . ?
C2 C4 1.397(3) . ?
C3 C5 1.455(4) . ?
C4 C1 1.404(3) 2_666 ?
C5 C10 1.392(4) . ?
C5 C6 1.395(3) . ?
C6 C7 1.379(4) . ?
C7 C8 1.391(4) . ?
C8 C9 1.391(4) . ?
C8 C11 1.445(4) . ?
C9 C10 1.380(4) . ?
C12 C13 1.194(3) . ?
C13 C14 1.438(3) . ?
C14 C19 1.387(4) . ?
C14 C15 1.388(4) . ?
C15 C16 1.382(4) . ?
C16 C17 1.382(4) . ?
C17 C18 1.379(4) . ?
C17 C20 1.488(3) . ?
C18 C19 1.387(4) . ?
C21 C22 1.488(5) . ?
C23 Cl1 1.7500 . ?
C23 Cl2 1.7500 . ?
C23' Cl1' 1.7501 . ?
C23' Cl2' 1.7501 . ?
C23" Cl2" 1.7500 . ?
C23" Cl1" 1.7501 . ?
C24 C25 1.47(5) . ?
C24 C26 1.94(4) . ?
C24 C24 1.97(6) 2_656 ?
C25 C26 1.24(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
C3 O1 C2 104.30(19) . . ?
C20 O2 C21 114.7(2) . . ?
C3 N1 C4 104.8(2) . . ?
C2 C1 C4 111.9(2) . 2_666 ?
C2 C1 C12 123.0(2) . . ?
C4 C1 C12 125.1(2) 2_666 . ?
O1 C2 C1 126.8(2) . . ?
O1 C2 C4 107.3(2) . . ?
C1 C2 C4 125.9(2) . . ?
N1 C3 O1 115.1(2) . . ?
N1 C3 C5 126.2(2) . . ?
O1 C3 C5 118.7(2) . . ?
N1 C4 C2 108.6(2) . . ?
N1 C4 C1 129.2(2) . 2_666 ?
C2 C4 C1 122.2(2) . 2_666 ?
C10 C5 C6 119.6(2) . . ?
C10 C5 C3 119.3(2) . . ?
C6 C5 C3 121.1(2) . . ?
C7 C6 C5 120.2(2) . . ?
C6 C7 C8 119.5(2) . . ?
C7 C8 C9 120.8(3) . . ?
C7 C8 C11 119.7(2) . . ?
C9 C8 C11 119.4(2) . . ?
C10 C9 C8 119.2(2) . . ?
C9 C10 C5 120.5(2) . . ?
N2 C11 C8 178.8(3) . . ?
C13 C12 C1 175.9(3) . . ?
C12 C13 C14 178.8(3) . . ?
C19 C14 C15 118.7(2) . . ?
C19 C14 C13 120.2(3) . . ?
C15 C14 C13 121.1(3) . . ?
C16 C15 C14 120.3(3) . . ?
C15 C16 C17 120.9(3) . . ?
C18 C17 C16 119.1(2) . . ?
C18 C17 C20 122.6(3) . . ?
C16 C17 C20 118.2(3) . . ?
C17 C18 C19 120.3(3) . . ?
C18 C19 C14 120.8(3) . . ?
O3 C20 O2 123.1(2) . . ?
O3 C20 C17 124.0(3) . . ?
O2 C20 C17 112.9(2) . . ?
O2 C21 C22 107.6(3) . . ?
Cl1 C23 Cl2 112.6 . . ?
Cl1' C23' Cl2' 112.6 . . ?
Cl2" C23" Cl1" 112.6 . . ?
C25 C24 C26 39.9(17) . . ?
C25 C24 C24 142(3) . 2_656 ?
C26 C24 C24 155(3) . 2_656 ?
C26 C25 C24 91(3) . . ?
C25 C26 C24 50(2) . . ?

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
C3 O1 C2 C1 179.3(2) . . . . ?
C3 O1 C2 C4 -0.2(2) . . . . ?
C4 C1 C2 O1 -179.3(2) 2_666 . . . ?
C12 C1 C2 O1 2.0(4) . . . . ?
C4 C1 C2 C4 0.0(4) 2_666 . . . ?
C12 C1 C2 C4 -178.7(2) . . . . ?
C4 N1 C3 O1 -0.1(3) . . . . ?
C4 N1 C3 C5 -179.2(2) . . . . ?
C2 O1 C3 N1 0.1(3) . . . . ?
C2 O1 C3 C5 179.3(2) . . . . ?
C3 N1 C4 C2 0.0(2) . . . . ?
C3 N1 C4 C1 -179.3(2) . . . 2_666 ?
O1 C2 C4 N1 0.1(2) . . . . ?
C1 C2 C4 N1 -179.3(2) . . . . ?
O1 C2 C4 C1 179.5(2) . . . 2_666 ?
C1 C2 C4 C1 0.0(4) . . . 2_666 ?
N1 C3 C5 C10 3.3(4) . . . . ?
O1 C3 C5 C10 -175.7(2) . . . . ?
N1 C3 C5 C6 -177.0(2) . . . . ?
O1 C3 C5 C6 3.9(3) . . . . ?
C10 C5 C6 C7 1.5(4) . . . . ?
C3 C5 C6 C7 -178.1(2) . . . . ?
C5 C6 C7 C8 -0.4(4) . . . . ?
C6 C7 C8 C9 -0.6(4) . . . . ?
C6 C7 C8 C11 178.1(2) . . . . ?
C7 C8 C9 C10 0.5(4) . . . . ?
C11 C8 C9 C10 -178.3(2) . . . . ?
C8 C9 C10 C5 0.7(4) . . . . ?
C6 C5 C10 C9 -1.7(4) . . . . ?
C3 C5 C10 C9 178.0(2) . . . . ?
C19 C14 C15 C16 0.6(4) . . . . ?
C13 C14 C15 C16 -179.8(3) . . . . ?
C14 C15 C16 C17 -0.2(5) . . . . ?
C15 C16 C17 C18 -0.4(4) . . . . ?
C15 C16 C17 C20 179.1(3) . . . . ?
C16 C17 C18 C19 0.6(4) . . . . ?
C20 C17 C18 C19 -178.8(3) . . . . ?
C17 C18 C19 C14 -0.3(4) . . . . ?
C15 C14 C19 C18 -0.4(4) . . . . ?
C13 C14 C19 C18 -180.0(3) . . . . ?
C21 O2 C20 O3 0.2(4) . . . . ?
C21 O2 C20 C17 -179.7(2) . . . . ?
C18 C17 C20 O3 173.6(3) . . . . ?
C16 C17 C20 O3 -5.9(4) . . . . ?
C18 C17 C20 O2 -6.5(4) . . . . ?
C16 C17 C20 O2 174.1(2) . . . . ?
C20 O2 C21 C22 -174.9(3) . . . . ?
C24 C24 C25 C26 140(5) 2_656 . . . ?
C24 C24 C26 C25 -110(7) 2_656 . . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        25.06
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.048


# Attachment 'Compound2.CIF.txt'

data_k79h
_database_code_depnum_ccdc_archive 'CCDC 768804'
#TrackingRef 'Compound2.CIF.txt'

_audit_creation_method           SHELXTL
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H40 Cl4 N2 O10'
_chemical_formula_weight         1018.68

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'
N N 0.0061 0.0033 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.9868(15)
_cell_length_b                   9.9983(17)
_cell_length_c                   14.506(3)
_cell_angle_alpha                99.874(3)
_cell_angle_beta                 93.339(3)
_cell_angle_gamma                107.320(3)
_cell_volume                     1217.6(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    2010
_cell_measurement_theta_min      3.933
_cell_measurement_theta_max      24.575

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             526
_exptl_absorpt_coefficient_mu    0.306
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.858
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            9381
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.93
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4259
_reflns_number_gt                3038
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; calc
[1.00000+0.00000exp(0.00(sin\q/\l)^2^)]/
[\s^2^(Fo^2^)+0.0000+1.8395*P+(0.0787P)^2^+3.0000sin\q/\l]
where P = 0.33333Fo^2^ + 0.66667Fc^2^
;
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4259
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1090
_refine_ls_R_factor_gt           0.0808
_refine_ls_wR_factor_ref         0.2001
_refine_ls_wR_factor_gt          0.1864
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.0911(3) -0.0322(3) 0.17143(18) 0.0390(9) Uani 0.49(3) 1 d P . .
N1" N -0.0911(3) -0.0322(3) 0.17143(18) 0.0390(9) Uani 0.51(3) 1 d P . .
O2 O 0.2116(4) 0.0992(5) 0.3593(2) 0.0989(15) Uani 1 1 d . . .
O3 O -0.0363(4) -0.0244(4) 0.3650(2) 0.0762(11) Uani 1 1 d . . .
O4 O 1.9516(4) 0.6021(4) 0.3622(3) 0.0976(14) Uani 1 1 d . . .
O5 O 2.0200(3) 0.7037(4) 0.2396(2) 0.0680(9) Uani 1 1 d . . .
N1 N 0.1676(3) 0.0605(3) 0.17111(17) 0.0369(9) Uani 0.49(3) 1 d P . .
O1" O 0.1676(3) 0.0605(3) 0.17111(17) 0.0369(9) Uani 0.51(3) 1 d P . .
C1 C 0.0683(5) 0.0264(5) 0.3235(3) 0.0555(11) Uani 1 1 d . . .
C2 C 0.0486(5) 0.0178(4) 0.2198(3) 0.0469(10) Uani 1 1 d . . .
C3 C -0.0632(4) -0.0227(3) 0.0801(2) 0.0290(7) Uani 1 1 d . . .
C4 C 0.0980(4) 0.0350(3) 0.0798(2) 0.0301(7) Uani 1 1 d . . .
C5 C 0.1719(4) 0.0613(3) -0.0005(2) 0.0291(7) Uani 1 1 d . . .
C6 C 0.3378(4) 0.1196(3) 0.0022(2) 0.0331(8) Uani 1 1 d . . .
C7 C 0.4775(4) 0.1675(4) 0.0110(3) 0.0372(8) Uani 1 1 d . . .
C8 C 0.6444(4) 0.2244(3) 0.0322(3) 0.0355(8) Uani 1 1 d . . .
C9 C 0.7086(4) 0.2399(4) 0.1247(3) 0.0422(9) Uani 1 1 d . . .
H9 H 0.6410 0.2141 0.1711 0.051 Uiso 1 1 calc R . .
C10 C 0.8677(4) 0.2919(4) 0.1498(3) 0.0410(9) Uani 1 1 d . . .
H10 H 0.9094 0.3006 0.2131 0.049 Uiso 1 1 calc R . .
C11 C 0.9689(4) 0.3321(4) 0.0825(3) 0.0387(9) Uani 1 1 d . . .
C12 C 0.9052(4) 0.3165(4) -0.0096(3) 0.0390(9) Uani 1 1 d . . .
H12 H 0.9728 0.3430 -0.0559 0.047 Uiso 1 1 calc R . .
C13 C 0.7451(4) 0.2630(4) -0.0350(3) 0.0383(8) Uani 1 1 d . . .
H13 H 0.7033 0.2524 -0.0985 0.046 Uiso 1 1 calc R . .
C14 C 1.1345(4) 0.3846(4) 0.1106(3) 0.0423(9) Uani 1 1 d . . .
C15 C 1.2718(4) 0.4262(4) 0.1386(3) 0.0447(9) Uani 1 1 d . . .
C16 C 1.4341(4) 0.4776(4) 0.1748(3) 0.0404(9) Uani 1 1 d . . .
C17 C 1.4851(4) 0.4413(4) 0.2562(3) 0.0469(10) Uani 1 1 d . . .
H17 H 1.4118 0.3804 0.2876 0.056 Uiso 1 1 calc R . .
C18 C 1.6421(4) 0.4930(4) 0.2924(3) 0.0494(10) Uani 1 1 d . . .
H18 H 1.6761 0.4682 0.3486 0.059 Uiso 1 1 calc R . .
C19 C 1.7503(4) 0.5817(4) 0.2458(3) 0.0437(9) Uani 1 1 d . . .
C20 C 1.6994(4) 0.6165(4) 0.1640(3) 0.0440(9) Uani 1 1 d . . .
H20 H 1.7730 0.6757 0.1319 0.053 Uiso 1 1 calc R . .
C21 C 1.5441(4) 0.5666(4) 0.1288(3) 0.0445(9) Uani 1 1 d . . .
H21 H 1.5106 0.5923 0.0729 0.053 Uiso 1 1 calc R . .
C22 C 1.9206(5) 0.6363(4) 0.2799(3) 0.0531(11) Uani 1 1 d . . .
C23 C 0.2452(7) 0.1165(10) 0.4613(4) 0.122(3) Uani 1 1 d . . .
H23A H 0.1462 0.1006 0.4906 0.147 Uiso 1 1 calc R . .
H23B H 0.2948 0.0451 0.4755 0.147 Uiso 1 1 calc R . .
C24 C 0.3411(16) 0.2478(10) 0.4967(5) 0.193(5) Uani 1 1 d . . .
H24A H 0.4017 0.2472 0.5549 0.289 Uiso 1 1 calc R . .
H24B H 0.2792 0.3132 0.5103 0.289 Uiso 1 1 calc R . .
H24C H 0.4129 0.2797 0.4508 0.289 Uiso 1 1 calc R . .
C25 C 2.1136(7) 0.6526(9) 0.4037(7) 0.146(4) Uani 1 1 d . . .
H25A H 2.1760 0.7212 0.3680 0.176 Uiso 1 1 calc R . .
H25B H 2.1202 0.7040 0.4692 0.176 Uiso 1 1 calc R . .
C26 C 2.1768(7) 0.5448(9) 0.4040(6) 0.131(3) Uani 1 1 d . . .
H26A H 2.2784 0.5813 0.4432 0.196 Uiso 1 1 calc R . .
H26B H 2.1914 0.5068 0.3395 0.196 Uiso 1 1 calc R . .
H26C H 2.1059 0.4685 0.4296 0.196 Uiso 1 1 calc R . .
Cl1 Cl 0.6700(2) 0.13509(18) 0.35727(11) 0.1113(7) Uani 1 1 d . . .
Cl2 Cl 0.4437(3) -0.1506(4) 0.30547(18) 0.1115(14) Uani 0.847(10) 1 d P A 1
C1S C 0.5967(10) -0.0281(8) 0.2794(5) 0.153(4) Uani 0.847(10) 1 d P A 1
H1SA H 0.5676 -0.0091 0.2172 0.184 Uiso 0.847(10) 1 calc PR A 1
H1SB H 0.6831 -0.0702 0.2722 0.184 Uiso 0.847(10) 1 calc PR A 1
Cl2" Cl 0.4362(16) -0.072(2) 0.2880(9) 0.091(5) Uiso 0.153(10) 1 d P A 2
C1S" C 0.5967(10) -0.0281(8) 0.2794(5) 0.153(4) Uani 0.153(10) 1 d P A 2
H1SC H 0.6152 -0.0170 0.2141 0.184 Uiso 0.153(10) 1 calc PR A 2
H1SD H 0.6464 -0.0978 0.2967 0.184 Uiso 0.153(10) 1 calc PR A 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 0.0369(17) 0.0421(17) 0.0317(16) 0.0086(12) 0.0045(12) 0.0021(12)
N1" 0.0369(17) 0.0421(17) 0.0317(16) 0.0086(12) 0.0045(12) 0.0021(12)
O2 0.058(2) 0.161(4) 0.0321(17) 0.022(2) -0.0040(15) -0.034(2)
O3 0.0502(19) 0.120(3) 0.0407(17) 0.0202(18) 0.0081(14) -0.0020(18)
O4 0.048(2) 0.104(3) 0.120(3) 0.047(3) -0.042(2) -0.0108(19)
O5 0.0252(15) 0.082(2) 0.084(2) 0.0067(18) 0.0039(15) 0.0038(15)
N1 0.0340(16) 0.0402(16) 0.0303(16) 0.0082(11) -0.0006(11) 0.0025(12)
O1" 0.0340(16) 0.0402(16) 0.0303(16) 0.0082(11) -0.0006(11) 0.0025(12)
C1 0.045(2) 0.071(3) 0.038(2) 0.016(2) 0.0038(19) -0.002(2)
C2 0.054(3) 0.043(2) 0.036(2) 0.0089(17) 0.0024(19) 0.0042(19)
C3 0.0303(18) 0.0260(17) 0.0298(18) 0.0049(13) 0.0079(14) 0.0070(14)
C4 0.0263(17) 0.0285(18) 0.0322(19) 0.0071(14) 0.0015(14) 0.0034(14)
C5 0.0215(16) 0.0241(17) 0.0395(19) 0.0052(14) 0.0050(14) 0.0045(13)
C6 0.028(2) 0.0298(18) 0.040(2) 0.0066(15) 0.0059(15) 0.0073(15)
C7 0.033(2) 0.0297(19) 0.046(2) 0.0068(16) 0.0056(16) 0.0055(15)
C8 0.0249(17) 0.0266(18) 0.052(2) 0.0038(15) 0.0051(16) 0.0058(14)
C9 0.033(2) 0.039(2) 0.048(2) 0.0019(17) 0.0088(17) 0.0048(16)
C10 0.034(2) 0.040(2) 0.044(2) 0.0020(17) -0.0006(16) 0.0087(16)
C11 0.0279(18) 0.0244(18) 0.060(3) 0.0040(16) 0.0029(17) 0.0054(14)
C12 0.0268(18) 0.037(2) 0.051(2) 0.0108(17) 0.0084(16) 0.0056(15)
C13 0.0276(18) 0.037(2) 0.046(2) 0.0078(16) 0.0010(16) 0.0059(15)
C14 0.030(2) 0.032(2) 0.063(3) 0.0063(17) 0.0032(17) 0.0088(16)
C15 0.034(2) 0.036(2) 0.061(3) 0.0064(18) 0.0042(18) 0.0083(17)
C16 0.0294(19) 0.035(2) 0.052(2) -0.0007(17) -0.0002(16) 0.0092(15)
C17 0.032(2) 0.048(2) 0.056(3) 0.0113(19) 0.0059(18) 0.0053(17)
C18 0.038(2) 0.055(3) 0.051(2) 0.0088(19) -0.0013(18) 0.0096(19)
C19 0.0313(19) 0.038(2) 0.054(2) -0.0014(18) -0.0007(17) 0.0071(16)
C20 0.0297(19) 0.039(2) 0.060(3) 0.0086(18) 0.0059(17) 0.0066(16)
C21 0.038(2) 0.042(2) 0.053(2) 0.0088(18) -0.0007(17) 0.0120(17)
C22 0.034(2) 0.048(2) 0.069(3) 0.000(2) -0.007(2) 0.0085(19)
C23 0.078(4) 0.201(8) 0.032(3) 0.025(4) -0.017(3) -0.038(4)
C24 0.382(16) 0.130(7) 0.057(4) -0.027(4) -0.072(7) 0.109(9)
C25 0.055(4) 0.146(7) 0.213(9) 0.081(7) -0.073(5) -0.016(4)
C26 0.046(3) 0.146(7) 0.188(8) 0.004(6) -0.021(4) 0.034(4)
Cl1 0.1530(17) 0.0865(11) 0.0733(10) 0.0088(8) 0.0069(10) 0.0112(11)
Cl2 0.1205(18) 0.089(2) 0.1070(16) 0.0189(13) 0.0518(13) -0.0018(14)
C1S 0.158(7) 0.120(6) 0.101(5) -0.027(4) 0.074(5) -0.059(5)
C1S" 0.158(7) 0.120(6) 0.101(5) -0.027(4) 0.074(5) -0.059(5)

_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 C2 1.312(5) . ?
O1 C3 1.376(4) . ?
O2 C1 1.301(5) . ?
O2 C23 1.462(6) . ?
O3 C1 1.180(5) . ?
O4 C22 1.333(6) . ?
O4 C25 1.447(6) . ?
O5 C22 1.197(5) . ?
N1 C2 1.321(5) . ?
N1 C4 1.379(4) . ?
C1 C2 1.489(5) . ?
C3 C5 1.388(5) 2 ?
C3 C4 1.391(4) . ?
C4 C5 1.401(4) . ?
C5 C3 1.388(5) 2 ?
C5 C6 1.425(4) . ?
C6 C7 1.194(5) . ?
C7 C8 1.430(5) . ?
C8 C9 1.393(5) . ?
C8 C13 1.393(5) . ?
C9 C10 1.371(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.401(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(5) . ?
C11 C14 1.431(5) . ?
C12 C13 1.380(5) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.200(5) . ?
C15 C16 1.427(5) . ?
C16 C17 1.386(5) . ?
C16 C21 1.404(5) . ?
C17 C18 1.385(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.399(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.383(5) . ?
C19 C22 1.486(5) . ?
C20 C21 1.368(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C23 C24 1.331(11) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.360(10) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
Cl1 C1S 1.736(7) . ?
Cl2 C1S 1.659(6) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C3 104.5(3) . . ?
C1 O2 C23 116.0(4) . . ?
C22 O4 C25 117.1(5) . . ?
C2 N1 C4 104.0(3) . . ?
O3 C1 O2 126.6(4) . . ?
O3 C1 C2 122.6(4) . . ?
O2 C1 C2 110.8(3) . . ?
O1 C2 N1 116.0(3) . . ?
O1 C2 C1 121.0(3) . . ?
N1 C2 C1 123.0(4) . . ?
O1 C3 C5 128.0(3) . 2 ?
O1 C3 C4 107.7(3) . . ?
C5 C3 C4 124.3(3) 2 . ?
N1 C4 C3 107.9(3) . . ?
N1 C4 C5 127.6(3) . . ?
C3 C4 C5 124.6(3) . . ?
C3 C5 C4 111.1(3) 2 . ?
C3 C5 C6 126.1(3) 2 . ?
C4 C5 C6 122.7(3) . . ?
C7 C6 C5 175.4(4) . . ?
C6 C7 C8 173.7(4) . . ?
C9 C8 C13 118.8(3) . . ?
C9 C8 C7 117.9(3) . . ?
C13 C8 C7 123.3(3) . . ?
C10 C9 C8 121.1(3) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 120.2(4) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 118.8(3) . . ?
C12 C11 C14 122.2(3) . . ?
C10 C11 C14 119.0(4) . . ?
C13 C12 C11 120.9(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C8 120.2(3) . . ?
C12 C13 H13 119.9 . . ?
C8 C13 H13 119.9 . . ?
C15 C14 C11 176.4(4) . . ?
C14 C15 C16 178.2(4) . . ?
C17 C16 C21 119.0(3) . . ?
C17 C16 C15 120.5(3) . . ?
C21 C16 C15 120.5(4) . . ?
C18 C17 C16 120.7(4) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C19 119.6(4) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 119.6(3) . . ?
C20 C19 C22 118.5(4) . . ?
C18 C19 C22 121.8(4) . . ?
C21 C20 C19 120.7(4) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C16 120.3(4) . . ?
C20 C21 H21 119.8 . . ?
C16 C21 H21 119.8 . . ?
O5 C22 O4 123.0(4) . . ?
O5 C22 C19 124.9(4) . . ?
O4 C22 C19 112.1(4) . . ?
C24 C23 O2 109.6(6) . . ?
C24 C23 H23A 109.7 . . ?
O2 C23 H23A 109.7 . . ?
C24 C23 H23B 109.7 . . ?
O2 C23 H23B 109.7 . . ?
H23A C23 H23B 108.2 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 O4 112.7(6) . . ?
C26 C25 H25A 109.1 . . ?
O4 C25 H25A 109.1 . . ?
C26 C25 H25B 109.1 . . ?
O4 C25 H25B 109.1 . . ?
H25A C25 H25B 107.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Cl2 C1S Cl1 118.2(4) . . ?
Cl2 C1S H1SA 107.8 . . ?
Cl1 C1S H1SA 107.8 . . ?
Cl2 C1S H1SB 107.8 . . ?
Cl1 C1S H1SB 107.8 . . ?
H1SA C1S H1SB 107.1 . . ?

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
C23 O2 C1 O3 1.3(9) . . . . ?
C23 O2 C1 C2 179.3(5) . . . . ?
C3 O1 C2 N1 0.2(4) . . . . ?
C3 O1 C2 C1 179.6(4) . . . . ?
C4 N1 C2 O1 -0.2(4) . . . . ?
C4 N1 C2 C1 -179.5(4) . . . . ?
O3 C1 C2 O1 8.2(7) . . . . ?
O2 C1 C2 O1 -169.9(4) . . . . ?
O3 C1 C2 N1 -172.5(4) . . . . ?
O2 C1 C2 N1 9.4(6) . . . . ?
C2 O1 C3 C5 -179.7(3) . . . 2 ?
C2 O1 C3 C4 -0.1(4) . . . . ?
C2 N1 C4 C3 0.1(4) . . . . ?
C2 N1 C4 C5 -180.0(3) . . . . ?
O1 C3 C4 N1 0.0(4) . . . . ?
C5 C3 C4 N1 179.6(3) 2 . . . ?
O1 C3 C4 C5 -179.9(3) . . . . ?
C5 C3 C4 C5 -0.3(6) 2 . . . ?
N1 C4 C5 C3 -179.6(3) . . . 2 ?
C3 C4 C5 C3 0.3(5) . . . 2 ?
N1 C4 C5 C6 0.7(5) . . . . ?
C3 C4 C5 C6 -179.5(3) . . . . ?
C3 C5 C6 C7 -173(4) 2 . . . ?
C4 C5 C6 C7 7(5) . . . . ?
C5 C6 C7 C8 -6(7) . . . . ?
C6 C7 C8 C9 2(3) . . . . ?
C6 C7 C8 C13 -179(100) . . . . ?
C13 C8 C9 C10 -0.1(5) . . . . ?
C7 C8 C9 C10 179.1(3) . . . . ?
C8 C9 C10 C11 0.8(6) . . . . ?
C9 C10 C11 C12 -0.9(5) . . . . ?
C9 C10 C11 C14 -179.4(3) . . . . ?
C10 C11 C12 C13 0.3(5) . . . . ?
C14 C11 C12 C13 178.7(3) . . . . ?
C11 C12 C13 C8 0.4(5) . . . . ?
C9 C8 C13 C12 -0.5(5) . . . . ?
C7 C8 C13 C12 -179.6(3) . . . . ?
C12 C11 C14 C15 -168(6) . . . . ?
C10 C11 C14 C15 10(7) . . . . ?
C11 C14 C15 C16 -44(18) . . . . ?
C14 C15 C16 C17 55(14) . . . . ?
C14 C15 C16 C21 -124(14) . . . . ?
C21 C16 C17 C18 0.6(6) . . . . ?
C15 C16 C17 C18 -178.9(4) . . . . ?
C16 C17 C18 C19 -0.5(6) . . . . ?
C17 C18 C19 C20 -0.2(6) . . . . ?
C17 C18 C19 C22 -178.1(4) . . . . ?
C18 C19 C20 C21 0.9(6) . . . . ?
C22 C19 C20 C21 178.7(4) . . . . ?
C19 C20 C21 C16 -0.7(6) . . . . ?
C17 C16 C21 C20 0.0(6) . . . . ?
C15 C16 C21 C20 179.5(4) . . . . ?
C25 O4 C22 O5 1.1(8) . . . . ?
C25 O4 C22 C19 -178.6(6) . . . . ?
C20 C19 C22 O5 -3.5(6) . . . . ?
C18 C19 C22 O5 174.3(4) . . . . ?
C20 C19 C22 O4 176.1(4) . . . . ?
C18 C19 C22 O4 -6.0(6) . . . . ?
C1 O2 C23 C24 -141.1(8) . . . . ?
C22 O4 C25 C26 -111.4(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.058