#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/48/4024887.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4024887
loop_
_publ_author_name
'David Franz'
'Steven J. Robbins'
'René T. Boeré'
'Peter W. Dibble'
_publ_contact_author_address
; 
Department of Chemistry and Biochemistry
University of Lethbridge
Lethbridge, AB Canada
T1K 3M4
;
_publ_contact_author_email       dibble@uleth.ca
_publ_contact_author_fax         +1-403-329-2045
_publ_contact_author_name        'Dibble, Peter W.'
_publ_contact_author_phone       +1-403-329-2308
_publ_section_title
;
Synthesis and Characterization of
2,7-Di(tert-butyl)pyreno[4,5-c:9,10-c']difuran and Derived Pyrenophanes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7544
_journal_page_last               7547
_journal_paper_doi               10.1021/jo901482y
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C41 H40 N2 O6, 2(C H Cl3)'
_chemical_formula_sum            'C43 H42 Cl6 N2 O6'
_chemical_formula_weight         895.49
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                109.7410(9)
_cell_angle_beta                 103.8470(8)
_cell_angle_gamma                101.420(1)
_cell_formula_units_Z            2
_cell_length_a                   11.4259(5)
_cell_length_b                   13.7896(6)
_cell_length_c                   15.1392(7)
_cell_measurement_reflns_used    9915
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.59
_cell_volume                     2075.93(16)
_computing_cell_refinement       'APEX2 (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2006)'
_computing_molecular_graphics    'MERCURY (Macrae et al., 2006)'
_computing_publication_material  'IUCr publCIF (Westrip, 2007)'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 2003)'
_diffrn_ambient_pressure         101
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type
;
Bruker ApexII CCD area detector
;
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30209
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         1.65
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker D8'
_exptl_absorpt_coefficient_mu    0.465
_exptl_absorpt_correction_T_max  0.9235
_exptl_absorpt_correction_T_min  0.9050
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
SADABS (Sheldrick, 2004)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_recrystallization_method Evaporation
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.17
_refine_diff_density_max         1.038
_refine_diff_density_min         -0.826
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     551
_refine_ls_number_reflns         9411
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0539
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0682P)²+2.1614P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1406
_refine_ls_wR_factor_ref         0.1501
_reflns_number_gt                7747
_reflns_number_total             9411
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo901482y_si_001_3.cif
_cod_data_source_block           5C_cyclophane
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4024887
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 1.31722(13) 0.51843(11) 0.93965(11) 0.0233(3) Uani 1 1 d . A .
O2 O 0.50482(13) 0.22948(12) 0.87241(11) 0.0272(3) Uani 1 1 d . . .
O3 O 0.71930(16) 0.05532(14) 1.02586(12) 0.0352(4) Uani 1 1 d . . .
O4 O 0.64107(16) -0.02675(14) 0.69520(12) 0.0358(4) Uani 1 1 d . . .
O5 O 1.22330(16) 0.17892(13) 0.70382(12) 0.0322(3) Uani 1 1 d . A .
O6 O 1.28082(15) 0.23394(13) 1.02640(12) 0.0323(3) Uani 1 1 d . . .
N1 N 0.70215(16) 0.00402(14) 0.86119(14) 0.0246(4) Uani 1 1 d . A .
N2 N 1.23138(15) 0.18462(13) 0.85805(13) 0.0213(3) Uani 1 1 d . A .
C1 C 1.10193(18) 0.40689(16) 1.11258(15) 0.0218(4) Uani 1 1 d . . .
H1 H 1.1886 0.4396 1.1526 0.026 Uiso 1 1 calc R . .
C2 C 1.01343(19) 0.37698(16) 1.15565(14) 0.0222(4) Uani 1 1 d . . .
C3 C 0.88648(19) 0.33164(16) 1.09613(15) 0.0218(4) Uani 1 1 d . . .
H3 H 0.8248 0.3125 1.1247 0.026 Uiso 1 1 calc R . .
C4 C 0.84725(17) 0.31354(15) 0.99545(14) 0.0190(4) Uani 1 1 d . A .
C5 C 0.71917(17) 0.26364(15) 0.93130(15) 0.0206(4) Uani 1 1 d . . .
C6 C 0.68528(17) 0.23472(15) 0.83163(15) 0.0212(4) Uani 1 1 d . . .
C7 C 0.77425(17) 0.25447(15) 0.78296(15) 0.0201(4) Uani 1 1 d . . .
C8 C 0.74446(19) 0.21346(17) 0.67958(15) 0.0251(4) Uani 1 1 d . A .
H8 H 0.6592 0.1744 0.6385 0.030 Uiso 1 1 calc R . .
C9 C 0.8362(2) 0.22822(18) 0.63508(15) 0.0265(4) Uani 1 1 d . . .
C10 C 0.95925(19) 0.29097(16) 0.69648(15) 0.0231(4) Uani 1 1 d . A .
H10 H 1.0218 0.3049 0.6670 0.028 Uiso 1 1 calc R . .
C11 C 0.99351(17) 0.33413(15) 0.80035(14) 0.0190(4) Uani 1 1 d . . .
C12 C 1.11996(17) 0.39230(15) 0.86586(14) 0.0188(4) Uani 1 1 d . A .
C13 C 1.15470(17) 0.41649(15) 0.96492(14) 0.0195(4) Uani 1 1 d . . .
C14 C 1.06691(17) 0.39022(14) 1.01251(14) 0.0185(4) Uani 1 1 d . A .
C15 C 0.93779(17) 0.34157(14) 0.95105(14) 0.0176(4) Uani 1 1 d . . .
C16 C 0.90129(17) 0.31350(14) 0.84604(14) 0.0178(4) Uani 1 1 d . A .
C17 C 0.59935(18) 0.22292(16) 0.95138(16) 0.0236(4) Uani 1 1 d . . .
H17 H 0.5990 0.2625 1.0201 0.028 Uiso 1 1 calc R . .
C18 C 0.54543(18) 0.17252(17) 0.79169(16) 0.0250(4) Uani 1 1 d . . .
H18 H 0.4981 0.1677 0.7248 0.030 Uiso 1 1 calc R . .
C19 C 0.56348(18) 0.09689(17) 0.91461(16) 0.0248(4) Uani 1 1 d . . .
H19 H 0.4885 0.0677 0.9315 0.030 Uiso 1 1 calc R . .
C20 C 0.53101(18) 0.06224(17) 0.80185(16) 0.0255(4) Uani 1 1 d . . .
H20 H 0.4428 0.0121 0.7650 0.031 Uiso 1 1 calc R . .
C21 C 0.66949(19) 0.05201(16) 0.94453(17) 0.0256(4) Uani 1 1 d . . .
C22 C 0.62780(19) 0.00750(16) 0.77545(16) 0.0259(4) Uani 1 1 d . . .
C23 C 1.24162(17) 0.42880(15) 0.84589(15) 0.0207(4) Uani 1 1 d . . .
H23 H 1.2309 0.4465 0.7862 0.025 Uiso 1 1 calc R A .
C24 C 1.29742(18) 0.46215(16) 1.00270(15) 0.0219(4) Uani 1 1 d . A .
H24 H 1.3365 0.5071 1.0759 0.026 Uiso 1 1 calc R . .
C25 C 1.32021(18) 0.34907(16) 0.85063(15) 0.0210(4) Uani 1 1 d . A .
H25 H 1.3993 0.3706 0.8352 0.025 Uiso 1 1 calc R . .
C26 C 1.35159(17) 0.36640(16) 0.96071(15) 0.0212(4) Uani 1 1 d . . .
H26 H 1.4451 0.3879 0.9944 0.025 Uiso 1 1 calc R A .
C27 C 1.25317(18) 0.23012(16) 0.79286(15) 0.0221(4) Uani 1 1 d . . .
C28 C 1.28590(17) 0.25751(16) 0.95688(15) 0.0222(4) Uani 1 1 d . A .
C29 C 1.17206(19) 0.06826(16) 0.82481(17) 0.0257(4) Uani 1 1 d . . .
H29A H 1.1846 0.0496 0.8834 0.031 Uiso 1 1 calc R A .
H29B H 1.2137 0.0278 0.7812 0.031 Uiso 1 1 calc R . .
C30 C 1.0308(2) 0.03396(17) 0.76826(17) 0.0300(5) Uani 1 1 d . A .
H30A H 1.0183 0.0522 0.7095 0.036 Uiso 1 1 calc R . .
H30B H 0.9953 -0.0454 0.7443 0.036 Uiso 1 1 calc R . .
C31 C 0.9602(2) 0.08927(18) 0.8330(2) 0.0327(5) Uani 1 1 d . . .
H31A H 0.8784 0.0861 0.7894 0.039 Uiso 1 1 calc R A .
H31B H 1.0102 0.1665 0.8716 0.039 Uiso 1 1 calc R . .
C32 C 0.9345(2) 0.03962(19) 0.90538(18) 0.0310(5) Uani 1 1 d . A .
H32A H 1.0008 0.0058 0.9216 0.037 Uiso 1 1 calc R . .
H32B H 0.9407 0.0981 0.9679 0.037 Uiso 1 1 calc R . .
C33 C 0.8050(2) -0.04518(17) 0.86496(18) 0.0283(4) Uani 1 1 d . . .
H33A H 0.7925 -0.0973 0.7972 0.034 Uiso 1 1 calc R A .
H33B H 0.8021 -0.0856 0.9078 0.034 Uiso 1 1 calc R . .
C34 C 1.0533(2) 0.38526(18) 1.26284(16) 0.0285(4) Uani 1 1 d . . .
C35 C 0.9666(3) 0.4318(2) 1.31733(18) 0.0418(6) Uani 1 1 d . . .
H35A H 0.9707 0.5037 1.3180 0.063 Uiso 1 1 calc R . .
H35B H 0.9945 0.4375 1.3859 0.063 Uiso 1 1 calc R . .
H35C H 0.8793 0.3839 1.2829 0.063 Uiso 1 1 calc R . .
C36 C 1.1891(3) 0.4588(3) 1.32296(19) 0.0493(7) Uani 1 1 d . . .
H36A H 1.2478 0.4272 1.2940 0.074 Uiso 1 1 calc R . .
H36B H 1.2088 0.4660 1.3920 0.074 Uiso 1 1 calc R . .
H36C H 1.1977 0.5303 1.3215 0.074 Uiso 1 1 calc R . .
C37 C 1.0404(3) 0.2711(2) 1.2579(2) 0.0536(8) Uani 1 1 d . . .
H37A H 1.0988 0.2420 1.2266 0.080 Uiso 1 1 calc R . .
H37B H 0.9534 0.2247 1.2187 0.080 Uiso 1 1 calc R . .
H37C H 1.0608 0.2734 1.3254 0.080 Uiso 1 1 calc R . .
C38 C 0.8057(2) 0.1735(2) 0.52227(17) 0.0399(6) Uani 0.767(6) 1 d PD A 1
C39 C 0.6695(4) 0.1015(6) 0.4693(3) 0.092(3) Uani 0.767(6) 1 d PD A 1
H39A H 0.6518 0.0487 0.4981 0.138 Uiso 0.767(6) 1 calc PR A 1
H39B H 0.6563 0.0633 0.3984 0.138 Uiso 0.767(6) 1 calc PR A 1
H39C H 0.6125 0.1459 0.4771 0.138 Uiso 0.767(6) 1 calc PR A 1
C40 C 0.8373(6) 0.2589(4) 0.4819(3) 0.0673(15) Uani 0.767(6) 1 d PD A 1
H40A H 0.8227 0.2235 0.4105 0.101 Uiso 0.767(6) 1 calc PR A 1
H40B H 0.9263 0.3026 0.5164 0.101 Uiso 0.767(6) 1 calc PR A 1
H40C H 0.7832 0.3057 0.4928 0.101 Uiso 0.767(6) 1 calc PR A 1
C41 C 0.8913(5) 0.0989(4) 0.5037(3) 0.0653(14) Uani 0.767(6) 1 d PD A 1
H41A H 0.8749 0.0463 0.5330 0.098 Uiso 0.767(6) 1 calc PR A 1
H41B H 0.9804 0.1430 0.5345 0.098 Uiso 0.767(6) 1 calc PR A 1
H41C H 0.8724 0.0605 0.4320 0.098 Uiso 0.767(6) 1 calc PR A 1
C38A C 0.8057(2) 0.1735(2) 0.52227(17) 0.0399(6) Uani 0.233(6) 1 d PD A 2
C39A C 0.6977(15) 0.2137(14) 0.4729(9) 0.066(5) Uani 0.233(6) 1 d PD A 2
H39D H 0.6755 0.1805 0.4004 0.099 Uiso 0.233(6) 1 calc PR A 2
H39E H 0.7277 0.2927 0.4964 0.099 Uiso 0.233(6) 1 calc PR A 2
H39F H 0.6229 0.1930 0.4913 0.099 Uiso 0.233(6) 1 calc PR A 2
C40A C 0.7548(18) 0.0531(8) 0.4884(10) 0.061(5) Uani 0.233(6) 1 d PD A 2
H40D H 0.6805 0.0360 0.5084 0.092 Uiso 0.233(6) 1 calc PR A 2
H40E H 0.8201 0.0266 0.5188 0.092 Uiso 0.233(6) 1 calc PR A 2
H40F H 0.7306 0.0182 0.4158 0.092 Uiso 0.233(6) 1 calc PR A 2
C41A C 0.9134(12) 0.2029(17) 0.4847(9) 0.075(7) Uani 0.233(6) 1 d PD A 2
H41D H 0.9832 0.1786 0.5118 0.112 Uiso 0.233(6) 1 calc PR A 2
H41E H 0.9429 0.2816 0.5060 0.112 Uiso 0.233(6) 1 calc PR A 2
H41F H 0.8837 0.1677 0.4119 0.112 Uiso 0.233(6) 1 calc PR A 2
C1S C 0.3180(3) 0.2808(2) 0.5713(2) 0.0536(8) Uani 1 1 d . . .
H1S H 0.2822 0.2423 0.6088 0.064 Uiso 1 1 calc R . .
Cl1S Cl 0.23595(10) 0.37375(8) 0.56228(7) 0.0712(3) Uani 1 1 d . . .
Cl2S Cl 0.47948(11) 0.34641(10) 0.63904(10) 0.0876(3) Uani 1 1 d . . .
Cl3S Cl 0.29694(14) 0.18367(8) 0.45510(8) 0.0955(4) Uani 1 1 d . . .
C4S C 0.5025(3) 0.7254(2) 0.7847(2) 0.0430(6) Uani 1 1 d . . .
H4S H 0.5890 0.7625 0.8354 0.052 Uiso 1 1 calc R . .
Cl4S Cl 0.44388(9) 0.60191(6) 0.79158(6) 0.0640(2) Uani 1 1 d . . .
Cl5S Cl 0.51657(11) 0.70809(9) 0.66898(7) 0.0788(3) Uani 1 1 d . . .
Cl6S Cl 0.40711(8) 0.80814(6) 0.81589(6) 0.0580(2) Uani 1 1 d . . .
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'
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
C23 O1 C24 96.62(14) . . ?
C18 O2 C17 96.84(14) . . ?
C21 N1 C22 113.26(17) . . ?
C21 N1 C33 122.43(18) . . ?
C22 N1 C33 124.30(18) . . ?
C27 N2 C28 112.80(16) . . ?
C27 N2 C29 122.08(17) . . ?
C28 N2 C29 124.61(17) . . ?
C14 C1 C2 121.98(18) . . ?
C14 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C3 C2 C1 118.02(18) . . ?
C3 C2 C34 119.92(18) . . ?
C1 C2 C34 121.92(18) . . ?
C2 C3 C4 121.85(18) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C3 C4 C15 120.09(17) . . ?
C3 C4 C5 123.52(17) . . ?
C15 C4 C5 116.35(17) . . ?
C6 C5 C4 122.52(17) . . ?
C6 C5 C17 106.04(17) . . ?
C4 C5 C17 131.21(18) . . ?
C5 C6 C7 122.85(18) . . ?
C5 C6 C18 104.92(17) . . ?
C7 C6 C18 131.96(18) . . ?
C8 C7 C16 120.08(18) . . ?
C8 C7 C6 123.78(18) . . ?
C16 C7 C6 116.00(17) . . ?
C9 C8 C7 121.93(18) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C8 C9 C10 118.12(19) . . ?
C8 C9 C38 121.68(19) . . ?
C10 C9 C38 120.14(19) . . ?
C9 C10 C11 121.93(18) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
C10 C11 C12 123.71(17) . . ?
C10 C11 C16 119.92(17) . . ?
C12 C11 C16 116.19(17) . . ?
C13 C12 C11 122.47(17) . . ?
C13 C12 C23 105.66(16) . . ?
C11 C12 C23 131.56(17) . . ?
C12 C13 C14 122.84(17) . . ?
C12 C13 C24 105.11(16) . . ?
C14 C13 C24 131.77(18) . . ?
C1 C14 C15 120.08(17) . . ?
C1 C14 C13 123.74(17) . . ?
C15 C14 C13 116.15(17) . . ?
C4 C15 C14 117.95(17) . . ?
C4 C15 C16 120.85(17) . . ?
C14 C15 C16 121.00(16) . . ?
C7 C16 C11 117.81(17) . . ?
C7 C16 C15 121.01(17) . . ?
C11 C16 C15 120.87(17) . . ?
O2 C17 C5 101.04(16) . . ?
O2 C17 C19 99.11(16) . . ?
C5 C17 C19 108.98(16) . . ?
O2 C17 H17 115.2 . . ?
C5 C17 H17 115.2 . . ?
C19 C17 H17 115.2 . . ?
O2 C18 C6 100.86(16) . . ?
O2 C18 C20 100.00(16) . . ?
C6 C18 C20 108.08(16) . . ?
O2 C18 H18 115.3 . . ?
C6 C18 H18 115.3 . . ?
C20 C18 H18 115.3 . . ?
C21 C19 C20 105.17(16) . . ?
C21 C19 C17 116.33(17) . . ?
C20 C19 C17 100.97(16) . . ?
C21 C19 H19 111.2 . . ?
C20 C19 H19 111.2 . . ?
C17 C19 H19 111.2 . . ?
C22 C20 C19 104.93(17) . . ?
C22 C20 C18 114.79(17) . . ?
C19 C20 C18 102.24(16) . . ?
C22 C20 H20 111.4 . . ?
C19 C20 H20 111.4 . . ?
C18 C20 H20 111.4 . . ?
O3 C21 N1 124.24(19) . . ?
O3 C21 C19 127.5(2) . . ?
N1 C21 C19 108.28(18) . . ?
O4 C22 N1 124.8(2) . . ?
O4 C22 C20 127.0(2) . . ?
N1 C22 C20 108.15(18) . . ?
O1 C23 C12 101.63(15) . . ?
O1 C23 C25 98.55(14) . . ?
C12 C23 C25 109.82(15) . . ?
O1 C23 H23 115.0 . . ?
C12 C23 H23 115.0 . . ?
C25 C23 H23 115.0 . . ?
O1 C24 C13 101.25(15) . . ?
O1 C24 C26 100.03(15) . . ?
C13 C24 C26 107.54(15) . . ?
O1 C24 H24 115.4 . . ?
C13 C24 H24 115.4 . . ?
C26 C24 H24 115.4 . . ?
C27 C25 C26 104.95(15) . . ?
C27 C25 C23 117.84(16) . . ?
C26 C25 C23 101.11(15) . . ?
C27 C25 H25 110.8 . . ?
C26 C25 H25 110.8 . . ?
C23 C25 H25 110.8 . . ?
C28 C26 C25 104.18(16) . . ?
C28 C26 C24 117.18(16) . . ?
C25 C26 C24 101.57(15) . . ?
C28 C26 H26 111.1 . . ?
C25 C26 H26 111.1 . . ?
C24 C26 H26 111.1 . . ?
O5 C27 N2 123.72(19) . . ?
O5 C27 C25 127.37(18) . . ?
N2 C27 C25 108.90(17) . . ?
O6 C28 N2 123.73(19) . . ?
O6 C28 C26 127.60(19) . . ?
N2 C28 C26 108.66(16) . . ?
N2 C29 C30 111.79(16) . . ?
N2 C29 H29A 109.3 . . ?
C30 C29 H29A 109.3 . . ?
N2 C29 H29B 109.3 . . ?
C30 C29 H29B 109.3 . . ?
H29A C29 H29B 107.9 . . ?
C31 C30 C29 111.79(19) . . ?
C31 C30 H30A 109.3 . . ?
C29 C30 H30A 109.3 . . ?
C31 C30 H30B 109.3 . . ?
C29 C30 H30B 109.3 . . ?
H30A C30 H30B 107.9 . . ?
C30 C31 C32 114.10(18) . . ?
C30 C31 H31A 108.7 . . ?
C32 C31 H31A 108.7 . . ?
C30 C31 H31B 108.7 . . ?
C32 C31 H31B 108.7 . . ?
H31A C31 H31B 107.6 . . ?
C33 C32 C31 113.57(19) . . ?
C33 C32 H32A 108.9 . . ?
C31 C32 H32A 108.9 . . ?
C33 C32 H32B 108.9 . . ?
C31 C32 H32B 108.9 . . ?
H32A C32 H32B 107.7 . . ?
N1 C33 C32 111.81(17) . . ?
N1 C33 H33A 109.3 . . ?
C32 C33 H33A 109.3 . . ?
N1 C33 H33B 109.3 . . ?
C32 C33 H33B 109.3 . . ?
H33A C33 H33B 107.9 . . ?
C37 C34 C36 110.3(2) . . ?
C37 C34 C2 107.63(18) . . ?
C36 C34 C2 112.02(18) . . ?
C37 C34 C35 108.7(2) . . ?
C36 C34 C35 107.4(2) . . ?
C2 C34 C35 110.79(18) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 C40 111.6(4) . . ?
C39 C38 C9 112.2(2) . . ?
C40 C38 C9 109.7(3) . . ?
C39 C38 C41 106.9(4) . . ?
C40 C38 C41 109.1(3) . . ?
C9 C38 C41 107.1(2) . . ?
H39D C39A H39E 109.5 . . ?
H39D C39A H39F 109.5 . . ?
H39E C39A H39F 109.5 . . ?
H40D C40A H40E 109.5 . . ?
H40D C40A H40F 109.5 . . ?
H40E C40A H40F 109.5 . . ?
H41D C41A H41E 109.5 . . ?
H41D C41A H41F 109.5 . . ?
H41E C41A H41F 109.5 . . ?
Cl3S C1S Cl1S 111.97(19) . . ?
Cl3S C1S Cl2S 110.93(18) . . ?
Cl1S C1S Cl2S 111.38(18) . . ?
Cl3S C1S H1S 107.4 . . ?
Cl1S C1S H1S 107.4 . . ?
Cl2S C1S H1S 107.4 . . ?
Cl5S C4S Cl4S 112.13(16) . . ?
Cl5S C4S Cl6S 111.64(15) . . ?
Cl4S C4S Cl6S 109.88(15) . . ?
Cl5S C4S H4S 107.7 . . ?
Cl4S C4S H4S 107.7 . . ?
Cl6S C4S H4S 107.7 . . ?
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 C23 1.447(2) . ?
O1 C24 1.449(2) . ?
O2 C18 1.447(2) . ?
O2 C17 1.448(2) . ?
O3 C21 1.208(3) . ?
O4 C22 1.205(3) . ?
O5 C27 1.214(3) . ?
O6 C28 1.212(3) . ?
N1 C21 1.389(3) . ?
N1 C22 1.393(3) . ?
N1 C33 1.467(3) . ?
N2 C27 1.380(3) . ?
N2 C28 1.388(3) . ?
N2 C29 1.466(3) . ?
C1 C14 1.395(3) . ?
C1 C2 1.396(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.393(3) . ?
C2 C34 1.534(3) . ?
C3 C4 1.399(3) . ?
C3 H3 0.9500 . ?
C4 C15 1.422(3) . ?
C4 C5 1.424(3) . ?
C5 C6 1.356(3) . ?
C5 C17 1.514(3) . ?
C6 C7 1.427(3) . ?
C6 C18 1.516(3) . ?
C7 C8 1.399(3) . ?
C7 C16 1.423(3) . ?
C8 C9 1.393(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(3) . ?
C9 C38 1.532(3) . ?
C10 C11 1.400(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.426(3) . ?
C11 C16 1.426(3) . ?
C12 C13 1.357(3) . ?
C12 C23 1.518(3) . ?
C13 C14 1.426(3) . ?
C13 C24 1.512(3) . ?
C14 C15 1.422(3) . ?
C15 C16 1.433(3) . ?
C17 C19 1.566(3) . ?
C17 H17 1.0000 . ?
C18 C20 1.560(3) . ?
C18 H18 1.0000 . ?
C19 C21 1.510(3) . ?
C19 C20 1.535(3) . ?
C19 H19 1.0000 . ?
C20 C22 1.514(3) . ?
C20 H20 1.0000 . ?
C23 C25 1.560(3) . ?
C23 H23 1.0000 . ?
C24 C26 1.573(3) . ?
C24 H24 1.0000 . ?
C25 C27 1.502(3) . ?
C25 C26 1.541(3) . ?
C25 H25 1.0000 . ?
C26 C28 1.515(3) . ?
C26 H26 1.0000 . ?
C29 C30 1.525(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.520(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.528(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.526(3) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C37 1.526(3) . ?
C34 C36 1.530(3) . ?
C34 C35 1.536(3) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.518(5) . ?
C38 C40 1.521(5) . ?
C38 C41 1.558(5) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C39A H39D 0.9800 . ?
C39A H39E 0.9800 . ?
C39A H39F 0.9800 . ?
C40A H40D 0.9800 . ?
C40A H40E 0.9800 . ?
C40A H40F 0.9800 . ?
C41A H41D 0.9800 . ?
C41A H41E 0.9800 . ?
C41A H41F 0.9800 . ?
C1S Cl3S 1.739(3) . ?
C1S Cl1S 1.753(3) . ?
C1S Cl2S 1.755(4) . ?
C1S H1S 1.0000 . ?
C4S Cl5S 1.737(3) . ?
C4S Cl4S 1.750(3) . ?
C4S Cl6S 1.757(3) . ?
C4S H4S 1.0000 . ?
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
C14 C1 C2 C3 -1.6(3) . . . . ?
C14 C1 C2 C34 174.02(18) . . . . ?
C1 C2 C3 C4 1.5(3) . . . . ?
C34 C2 C3 C4 -174.15(18) . . . . ?
C2 C3 C4 C15 0.0(3) . . . . ?
C2 C3 C4 C5 177.50(18) . . . . ?
C3 C4 C5 C6 -171.62(18) . . . . ?
C15 C4 C5 C6 6.0(3) . . . . ?
C3 C4 C5 C17 2.1(3) . . . . ?
C15 C4 C5 C17 179.67(18) . . . . ?
C4 C5 C6 C7 -1.8(3) . . . . ?
C17 C5 C6 C7 -176.88(17) . . . . ?
C4 C5 C6 C18 172.89(17) . . . . ?
C17 C5 C6 C18 -2.2(2) . . . . ?
C5 C6 C7 C8 171.54(19) . . . . ?
C18 C6 C7 C8 -1.6(3) . . . . ?
C5 C6 C7 C16 -4.1(3) . . . . ?
C18 C6 C7 C16 -177.22(19) . . . . ?
C16 C7 C8 C9 0.2(3) . . . . ?
C6 C7 C8 C9 -175.32(19) . . . . ?
C7 C8 C9 C10 -3.6(3) . . . . ?
C7 C8 C9 C38 173.7(2) . . . . ?
C8 C9 C10 C11 3.3(3) . . . . ?
C38 C9 C10 C11 -174.0(2) . . . . ?
C9 C10 C11 C12 175.46(19) . . . . ?
C9 C10 C11 C16 0.5(3) . . . . ?
C10 C11 C12 C13 -167.93(18) . . . . ?
C16 C11 C12 C13 7.2(3) . . . . ?
C10 C11 C12 C23 4.8(3) . . . . ?
C16 C11 C12 C23 179.93(18) . . . . ?
C11 C12 C13 C14 -2.9(3) . . . . ?
C23 C12 C13 C14 -177.27(16) . . . . ?
C11 C12 C13 C24 171.62(16) . . . . ?
C23 C12 C13 C24 -2.72(19) . . . . ?
C2 C1 C14 C15 0.1(3) . . . . ?
C2 C1 C14 C13 -177.98(18) . . . . ?
C12 C13 C14 C1 174.95(18) . . . . ?
C24 C13 C14 C1 2.0(3) . . . . ?
C12 C13 C14 C15 -3.2(3) . . . . ?
C24 C13 C14 C15 -176.11(18) . . . . ?
C3 C4 C15 C14 -1.5(3) . . . . ?
C5 C4 C15 C14 -179.17(16) . . . . ?
C3 C4 C15 C16 173.49(17) . . . . ?
C5 C4 C15 C16 -4.2(2) . . . . ?
C1 C14 C15 C4 1.5(3) . . . . ?
C13 C14 C15 C4 179.64(16) . . . . ?
C1 C14 C15 C16 -173.51(17) . . . . ?
C13 C14 C15 C16 4.7(2) . . . . ?
C8 C7 C16 C11 3.6(3) . . . . ?
C6 C7 C16 C11 179.42(16) . . . . ?
C8 C7 C16 C15 -170.12(17) . . . . ?
C6 C7 C16 C15 5.7(3) . . . . ?
C10 C11 C16 C7 -3.9(3) . . . . ?
C12 C11 C16 C7 -179.25(16) . . . . ?
C10 C11 C16 C15 169.82(17) . . . . ?
C12 C11 C16 C15 -5.5(2) . . . . ?
C4 C15 C16 C7 -1.6(3) . . . . ?
C14 C15 C16 C7 173.20(16) . . . . ?
C4 C15 C16 C11 -175.13(16) . . . . ?
C14 C15 C16 C11 -0.3(3) . . . . ?
C18 O2 C17 C5 50.34(17) . . . . ?
C18 O2 C17 C19 -61.19(16) . . . . ?
C6 C5 C17 O2 -30.52(19) . . . . ?
C4 C5 C17 O2 155.01(19) . . . . ?
C6 C5 C17 C19 73.2(2) . . . . ?
C4 C5 C17 C19 -101.2(2) . . . . ?
C17 O2 C18 C6 -51.80(17) . . . . ?
C17 O2 C18 C20 58.98(16) . . . . ?
C5 C6 C18 O2 34.26(19) . . . . ?
C7 C6 C18 O2 -151.7(2) . . . . ?
C5 C6 C18 C20 -70.14(19) . . . . ?
C7 C6 C18 C20 103.9(2) . . . . ?
O2 C17 C19 C21 151.87(17) . . . . ?
C5 C17 C19 C21 46.8(2) . . . . ?
O2 C17 C19 C20 38.71(17) . . . . ?
C5 C17 C19 C20 -66.38(19) . . . . ?
C21 C19 C20 C22 -4.5(2) . . . . ?
C17 C19 C20 C22 116.85(16) . . . . ?
C21 C19 C20 C18 -124.66(16) . . . . ?
C17 C19 C20 C18 -3.28(17) . . . . ?
O2 C18 C20 C22 -146.18(17) . . . . ?
C6 C18 C20 C22 -41.2(2) . . . . ?
O2 C18 C20 C19 -33.19(17) . . . . ?
C6 C18 C20 C19 71.81(19) . . . . ?
C22 N1 C21 O3 177.9(2) . . . . ?
C33 N1 C21 O3 -2.0(3) . . . . ?
C22 N1 C21 C19 -1.9(2) . . . . ?
C33 N1 C21 C19 178.27(17) . . . . ?
C20 C19 C21 O3 -175.7(2) . . . . ?
C17 C19 C21 O3 73.5(3) . . . . ?
C20 C19 C21 N1 4.0(2) . . . . ?
C17 C19 C21 N1 -106.7(2) . . . . ?
C21 N1 C22 O4 178.1(2) . . . . ?
C33 N1 C22 O4 -2.0(3) . . . . ?
C21 N1 C22 C20 -1.2(2) . . . . ?
C33 N1 C22 C20 178.68(17) . . . . ?
C19 C20 C22 O4 -175.7(2) . . . . ?
C18 C20 C22 O4 -64.3(3) . . . . ?
C19 C20 C22 N1 3.6(2) . . . . ?
C18 C20 C22 N1 115.00(19) . . . . ?
C24 O1 C23 C12 49.69(16) . . . . ?
C24 O1 C23 C25 -62.70(15) . . . . ?
C13 C12 C23 O1 -29.91(18) . . . . ?
C11 C12 C23 O1 156.47(18) . . . . ?
C13 C12 C23 C25 73.71(19) . . . . ?
C11 C12 C23 C25 -99.9(2) . . . . ?
C23 O1 C24 C13 -51.45(16) . . . . ?
C23 O1 C24 C26 58.87(15) . . . . ?
C12 C13 C24 O1 34.48(18) . . . . ?
C14 C13 C24 O1 -151.66(19) . . . . ?
C12 C13 C24 C26 -69.95(19) . . . . ?
C14 C13 C24 C26 103.9(2) . . . . ?
O1 C23 C25 C27 154.77(16) . . . . ?
C12 C23 C25 C27 49.1(2) . . . . ?
O1 C23 C25 C26 41.13(16) . . . . ?
C12 C23 C25 C26 -64.58(18) . . . . ?
C27 C25 C26 C28 -6.47(18) . . . . ?
C23 C25 C26 C28 116.55(15) . . . . ?
C27 C25 C26 C24 -128.66(15) . . . . ?
C23 C25 C26 C24 -5.63(17) . . . . ?
O1 C24 C26 C28 -144.22(16) . . . . ?
C13 C24 C26 C28 -38.9(2) . . . . ?
O1 C24 C26 C25 -31.50(17) . . . . ?
C13 C24 C26 C25 73.80(18) . . . . ?
C28 N2 C27 O5 173.62(18) . . . . ?
C29 N2 C27 O5 1.5(3) . . . . ?
C28 N2 C27 C25 -5.2(2) . . . . ?
C29 N2 C27 C25 -177.34(16) . . . . ?
C26 C25 C27 O5 -171.55(19) . . . . ?
C23 C25 C27 O5 77.0(3) . . . . ?
C26 C25 C27 N2 7.27(19) . . . . ?
C23 C25 C27 N2 -104.23(19) . . . . ?
C27 N2 C28 O6 -178.29(18) . . . . ?
C29 N2 C28 O6 -6.4(3) . . . . ?
C27 N2 C28 C26 0.8(2) . . . . ?
C29 N2 C28 C26 172.68(16) . . . . ?
C25 C26 C28 O6 -177.19(19) . . . . ?
C24 C26 C28 O6 -66.0(3) . . . . ?
C25 C26 C28 N2 3.74(19) . . . . ?
C24 C26 C28 N2 114.98(18) . . . . ?
C27 N2 C29 C30 -73.2(2) . . . . ?
C28 N2 C29 C30 115.7(2) . . . . ?
N2 C29 C30 C31 -61.8(2) . . . . ?
C29 C30 C31 C32 -78.3(2) . . . . ?
C30 C31 C32 C33 -93.9(2) . . . . ?
C21 N1 C33 C32 -80.3(2) . . . . ?
C22 N1 C33 C32 99.9(2) . . . . ?
C31 C32 C33 N1 -71.8(2) . . . . ?
C3 C2 C34 C37 71.3(3) . . . . ?
C1 C2 C34 C37 -104.2(2) . . . . ?
C3 C2 C34 C36 -167.3(2) . . . . ?
C1 C2 C34 C36 17.2(3) . . . . ?
C3 C2 C34 C35 -47.3(3) . . . . ?
C1 C2 C34 C35 137.1(2) . . . . ?
C8 C9 C38 C39 -2.0(5) . . . . ?
C10 C9 C38 C39 175.3(4) . . . . ?
C8 C9 C38 C40 122.7(3) . . . . ?
C10 C9 C38 C40 -60.1(4) . . . . ?
C8 C9 C38 C41 -119.0(3) . . . . ?
C10 C9 C38 C41 58.2(3) . . . . ?
