#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/34/7203444.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_7203444
loop_
_publ_author_name
'Christer B. Aakeröy'
'Nate Schultheiss'
'John Desper'
_publ_section_title
;
 A pyridyl-functionalized cavitand: Starting point for hydrogen-bond
 driven assembly of heterodimeric capsules
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              502
_journal_paper_doi               10.1039/b606207e
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         '(C52 H60 O8 I4) (C2 H3 N)'
_chemical_formula_sum            'C54 H63 I4 N O8'
_chemical_formula_weight         1361.65
_chemical_name_common            'hexyl bromo calixarene, acetonitrile'
_chemical_name_systematic
;
hexyl bromo calixarene, acetonitrile
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 118.047(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.045(3)
_cell_length_b                   16.627(2)
_cell_length_c                   18.618(3)
_cell_measurement_reflns_used    3398
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.55
_cell_measurement_theta_min      2.40
_cell_volume                     5203.2(14)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.935
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_sigmaI/netI    0.0737
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            38563
_diffrn_reflns_theta_full        28.38
_diffrn_reflns_theta_max         28.38
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    2.449
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.704
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2680
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.860
_refine_diff_density_min         -1.547
_refine_diff_density_rms         0.166
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     604
_refine_ls_number_reflns         12203
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.1000
_refine_ls_R_factor_gt           0.0449
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0400P)²+20.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.1200
_reflns_number_gt                7334
_reflns_number_total             12203
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B606207E.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_cell_volume        5203.3(13)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7203444
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
N1S N 0.3055(4) 0.4482(4) 0.6216(4) 0.0520(17) Uani 1 1 d . . .
C1S C 0.3275(5) 0.3882(5) 0.6486(5) 0.050(2) Uani 1 1 d . . .
C2S C 0.3534(6) 0.3079(5) 0.6812(6) 0.069(3) Uani 1 1 d . . .
H2A H 0.3993 0.3118 0.7356 0.103 Uiso 1 1 calc R . .
H2B H 0.3685 0.2779 0.6453 0.103 Uiso 1 1 calc R . .
H2C H 0.3098 0.2799 0.6847 0.103 Uiso 1 1 calc R . .
I1 I 0.04677(3) 0.52513(3) 0.10750(2) 0.03167(11) Uani 1 1 d . . .
I2 I -0.06735(3) 0.78035(3) 0.31339(3) 0.03449(11) Uani 1 1 d . . .
I3 I 0.30839(3) 0.94524(3) 0.48539(3) 0.03854(12) Uani 1 1 d . . .
I4 I 0.42213(3) 0.67793(3) 0.27789(3) 0.03685(12) Uani 1 1 d . . .
C11 C 0.1030(3) 0.4863(3) 0.2281(3) 0.0209(12) Uani 1 1 d . . .
C12 C 0.1814(3) 0.4635(3) 0.2623(3) 0.0197(12) Uani 1 1 d . . .
O12 O 0.2180(2) 0.4558(2) 0.2141(2) 0.0248(9) Uani 1 1 d . . .
C13 C 0.2228(3) 0.4439(3) 0.3451(3) 0.0185(11) Uani 1 1 d . . .
C14 C 0.1819(3) 0.4489(3) 0.3895(3) 0.0182(11) Uani 1 1 d . . .
H14A H 0.2098 0.4379 0.4462 0.022 Uiso 1 1 calc R . .
C15 C 0.1020(3) 0.4693(3) 0.3553(3) 0.0183(11) Uani 1 1 d . . .
C16 C 0.0627(3) 0.4877(3) 0.2734(3) 0.0216(12) Uani 1 1 d . . .
O16 O -0.0182(2) 0.5021(2) 0.2338(2) 0.0235(9) Uani 1 1 d . . .
C21 C 0.0125(3) 0.6989(3) 0.3981(3) 0.0225(12) Uani 1 1 d . . .
C22 C 0.0063(3) 0.6180(3) 0.3776(3) 0.0211(12) Uani 1 1 d . . .
O22 O -0.0571(2) 0.5919(2) 0.3059(2) 0.0265(9) Uani 1 1 d . . .
C23 C 0.0615(3) 0.5636(3) 0.4304(3) 0.0206(12) Uani 1 1 d . . .
C24 C 0.1214(3) 0.5926(3) 0.5039(3) 0.0198(12) Uani 1 1 d . . .
H24A H 0.1599 0.5559 0.5404 0.024 Uiso 1 1 calc R . .
C25 C 0.1268(3) 0.6729(3) 0.5259(3) 0.0206(12) Uani 1 1 d . . .
C26 C 0.0710(3) 0.7254(3) 0.4709(3) 0.0211(12) Uani 1 1 d . . .
O26 O 0.0732(2) 0.8057(2) 0.4902(2) 0.0259(9) Uani 1 1 d . . .
C31 C 0.3182(3) 0.8311(3) 0.5369(3) 0.0228(12) Uani 1 1 d . . .
C32 C 0.2594(4) 0.8065(3) 0.5548(3) 0.0239(13) Uani 1 1 d . . .
O32 O 0.2018(2) 0.8609(2) 0.5476(2) 0.0262(9) Uani 1 1 d . . .
C33 C 0.2612(3) 0.7303(3) 0.5854(3) 0.0224(12) Uani 1 1 d . . .
C34 C 0.3241(3) 0.6795(3) 0.5954(3) 0.0211(12) Uani 1 1 d . . .
H34A H 0.3252 0.6262 0.6143 0.025 Uiso 1 1 calc R . .
C35 C 0.3838(3) 0.7039(3) 0.5791(3) 0.0217(12) Uani 1 1 d . . .
C36 C 0.3802(3) 0.7817(3) 0.5495(3) 0.0223(12) Uani 1 1 d . . .
O36 O 0.4415(2) 0.8101(2) 0.5367(2) 0.0271(9) Uani 1 1 d . . .
C41 C 0.4073(3) 0.6168(3) 0.3670(3) 0.0241(13) Uani 1 1 d . . .
C42 C 0.4346(3) 0.6496(3) 0.4442(3) 0.0207(12) Uani 1 1 d . . .
O42 O 0.4777(2) 0.7200(2) 0.4624(2) 0.0240(9) Uani 1 1 d . . .
C43 C 0.4227(3) 0.6089(3) 0.5029(3) 0.0187(11) Uani 1 1 d . . .
C44 C 0.3833(3) 0.5370(3) 0.4818(3) 0.0207(12) Uani 1 1 d . . .
H44A H 0.3741 0.5095 0.5213 0.025 Uiso 1 1 calc R . .
C45 C 0.3560(3) 0.5020(3) 0.4057(3) 0.0181(11) Uani 1 1 d . . .
C46 C 0.3682(3) 0.5435(4) 0.3479(3) 0.0226(12) Uani 1 1 d . . .
O46 O 0.3462(2) 0.5108(2) 0.2726(2) 0.0240(9) Uani 1 1 d . . .
C51 C 0.3104(3) 0.4233(3) 0.3826(3) 0.0224(12) Uani 1 1 d . . .
H51A H 0.3198 0.3977 0.3393 0.027 Uiso 1 1 calc R . .
C52 C 0.3388(4) 0.3639(3) 0.4539(3) 0.0262(13) Uani 1 1 d . . .
H52A H 0.3966 0.3552 0.4756 0.031 Uiso 1 1 calc R . .
H52B H 0.3307 0.3888 0.4978 0.031 Uiso 1 1 calc R . .
C53 C 0.2975(4) 0.2827(4) 0.4334(4) 0.0373(16) Uani 1 1 d . . .
H53A H 0.3199 0.2501 0.4838 0.045 Uiso 1 1 calc R . .
H53B H 0.2405 0.2915 0.4168 0.045 Uiso 1 1 calc R . .
C54 C 0.3028(4) 0.2345(4) 0.3689(4) 0.0393(16) Uani 1 1 d . . .
H54A H 0.3593 0.2300 0.3813 0.047 Uiso 1 1 calc R . .
H54B H 0.2737 0.2625 0.3160 0.047 Uiso 1 1 calc R . .
C55 C 0.2677(5) 0.1494(4) 0.3620(5) 0.053(2) Uani 1 1 d . . .
H55A H 0.3015 0.1194 0.4126 0.063 Uiso 1 1 calc R . .
H55B H 0.2141 0.1543 0.3576 0.063 Uiso 1 1 calc R . .
C56 C 0.2616(5) 0.1024(5) 0.2917(5) 0.064(2) Uani 1 1 d . . .
H56A H 0.2395 0.0492 0.2916 0.096 Uiso 1 1 calc R . .
H56B H 0.3146 0.0964 0.2959 0.096 Uiso 1 1 calc R . .
H56C H 0.2267 0.1306 0.2411 0.096 Uiso 1 1 calc R . .
C57 C 0.2654(3) 0.5199(4) 0.2133(3) 0.0245(13) Uani 1 1 d . . .
H57A H 0.2446 0.5708 0.2237 0.029 Uiso 1 1 calc R . .
H57B H 0.2620 0.5237 0.1587 0.029 Uiso 1 1 calc R . .
C61 C 0.0584(3) 0.4763(3) 0.4058(3) 0.0208(12) Uani 1 1 d . . .
H61A H 0.0013 0.4632 0.3688 0.025 Uiso 1 1 calc R . .
C62 C 0.0875(4) 0.4176(3) 0.4763(4) 0.0268(13) Uani 1 1 d . . .
H62A H 0.0587 0.4279 0.5080 0.032 Uiso 1 1 calc R . .
H62B H 0.1448 0.4271 0.5127 0.032 Uiso 1 1 calc R . .
C63 C 0.0754(4) 0.3301(3) 0.4490(4) 0.0304(14) Uani 1 1 d . . .
H63A H 0.0214 0.3131 0.4376 0.037 Uiso 1 1 calc R . .
H63B H 0.0788 0.3258 0.3977 0.037 Uiso 1 1 calc R . .
C64 C 0.1349(4) 0.2741(4) 0.5104(4) 0.0325(15) Uani 1 1 d . . .
H64A H 0.1326 0.2797 0.5622 0.039 Uiso 1 1 calc R . .
H64B H 0.1888 0.2903 0.5206 0.039 Uiso 1 1 calc R . .
C65 C 0.1219(5) 0.1868(4) 0.4847(5) 0.0465(19) Uani 1 1 d . . .
H65A H 0.0717 0.1684 0.4828 0.056 Uiso 1 1 calc R . .
H65B H 0.1157 0.1826 0.4290 0.056 Uiso 1 1 calc R . .
C66 C 0.1873(6) 0.1320(5) 0.5391(5) 0.064(3) Uani 1 1 d . . .
H66A H 0.1747 0.0768 0.5182 0.096 Uiso 1 1 calc R . .
H66B H 0.1928 0.1340 0.5941 0.096 Uiso 1 1 calc R . .
H66C H 0.2373 0.1489 0.5407 0.096 Uiso 1 1 calc R . .
C67 C -0.0424(4) 0.5804(4) 0.2391(4) 0.0271(13) Uani 1 1 d . . .
H67A H -0.0914 0.5930 0.1884 0.032 Uiso 1 1 calc R . .
H67B H -0.0006 0.6185 0.2436 0.032 Uiso 1 1 calc R . .
C71 C 0.1954(3) 0.7042(3) 0.6037(3) 0.0232(12) Uani 1 1 d . . .
H71A H 0.1757 0.7541 0.6184 0.028 Uiso 1 1 calc R . .
C72 C 0.2228(4) 0.6478(4) 0.6767(3) 0.0265(13) Uani 1 1 d . . .
H72A H 0.2355 0.5948 0.6616 0.032 Uiso 1 1 calc R . .
H72B H 0.2723 0.6695 0.7218 0.032 Uiso 1 1 calc R . .
C73 C 0.1621(4) 0.6361(4) 0.7067(4) 0.0315(14) Uani 1 1 d . . .
H73A H 0.1830 0.5955 0.7508 0.038 Uiso 1 1 calc R . .
H73B H 0.1130 0.6138 0.6616 0.038 Uiso 1 1 calc R . .
C74 C 0.1401(4) 0.7112(4) 0.7385(4) 0.0310(14) Uani 1 1 d . . .
H74A H 0.0990 0.6970 0.7547 0.037 Uiso 1 1 calc R . .
H74B H 0.1166 0.7512 0.6940 0.037 Uiso 1 1 calc R . .
C75 C 0.2107(4) 0.7494(4) 0.8110(4) 0.0325(15) Uani 1 1 d . . .
H75A H 0.2370 0.7079 0.8535 0.039 Uiso 1 1 calc R . .
H75B H 0.2496 0.7678 0.7934 0.039 Uiso 1 1 calc R . .
C76 C 0.1887(5) 0.8197(4) 0.8477(4) 0.0445(18) Uani 1 1 d . . .
H76A H 0.2368 0.8412 0.8936 0.067 Uiso 1 1 calc R . .
H76B H 0.1514 0.8018 0.8669 0.067 Uiso 1 1 calc R . .
H76C H 0.1637 0.8618 0.8065 0.067 Uiso 1 1 calc R . .
C77 C 0.1267(4) 0.8539(4) 0.4772(4) 0.0292(14) Uani 1 1 d . . .
H77A H 0.1035 0.9082 0.4601 0.035 Uiso 1 1 calc R . .
H77B H 0.1343 0.8305 0.4324 0.035 Uiso 1 1 calc R . .
C81 C 0.4498(3) 0.6475(3) 0.5859(3) 0.0223(12) Uani 1 1 d . . .
H81A H 0.4975 0.6812 0.5978 0.027 Uiso 1 1 calc R . .
C82 C 0.4747(3) 0.5854(3) 0.6539(3) 0.0229(12) Uani 1 1 d . . .
H82A H 0.4267 0.5590 0.6507 0.027 Uiso 1 1 calc R . .
H82B H 0.5078 0.5435 0.6466 0.027 Uiso 1 1 calc R . .
C83 C 0.5213(4) 0.6240(4) 0.7368(3) 0.0300(14) Uani 1 1 d . . .
H83A H 0.4935 0.6737 0.7387 0.036 Uiso 1 1 calc R . .
H83B H 0.5744 0.6398 0.7440 0.036 Uiso 1 1 calc R . .
C84 C 0.5322(4) 0.5695(4) 0.8075(4) 0.0368(16) Uani 1 1 d . . .
H84A H 0.5525 0.5166 0.8010 0.044 Uiso 1 1 calc R . .
H84B H 0.5727 0.5934 0.8591 0.044 Uiso 1 1 calc R . .
C85 C 0.4557(4) 0.5570(5) 0.8125(4) 0.0453(18) Uani 1 1 d . . .
H85A H 0.4159 0.5316 0.7614 0.054 Uiso 1 1 calc R . .
H85B H 0.4347 0.6101 0.8171 0.054 Uiso 1 1 calc R . .
C86 C 0.4659(5) 0.5048(5) 0.8840(5) 0.056(2) Uani 1 1 d . . .
H86A H 0.4145 0.4989 0.8836 0.084 Uiso 1 1 calc R . .
H86B H 0.5041 0.5302 0.9350 0.084 Uiso 1 1 calc R . .
H86C H 0.4857 0.4516 0.8793 0.084 Uiso 1 1 calc R . .
C87 C 0.4385(4) 0.7915(3) 0.4618(4) 0.0272(13) Uani 1 1 d . . .
H87A H 0.3821 0.7871 0.4198 0.033 Uiso 1 1 calc R . .
H87B H 0.4626 0.8363 0.4459 0.033 Uiso 1 1 calc R . .
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'
I I -0.4742 1.8119 '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
N1S C1S C2S 177.5(10) . . ?
C1S C2S H2A 109.5 . . ?
C1S C2S H2B 109.5 . . ?
H2A C2S H2B 109.5 . . ?
C1S C2S H2C 109.5 . . ?
H2A C2S H2C 109.5 . . ?
H2B C2S H2C 109.5 . . ?
C12 C11 C16 121.1(5) . . ?
C12 C11 I1 118.7(4) . . ?
C16 C11 I1 120.1(4) . . ?
C11 C12 O12 119.8(5) . . ?
C11 C12 C13 120.1(5) . . ?
O12 C12 C13 120.0(5) . . ?
C12 O12 C57 117.5(4) . . ?
C14 C13 C12 117.5(5) . . ?
C14 C13 C51 123.2(5) . . ?
C12 C13 C51 119.2(5) . . ?
C13 C14 C15 123.1(5) . . ?
C13 C14 H14A 118.4 . . ?
C15 C14 H14A 118.4 . . ?
C16 C15 C14 117.9(5) . . ?
C16 C15 C61 119.7(5) . . ?
C14 C15 C61 122.3(5) . . ?
C11 C16 C15 120.2(5) . . ?
C11 C16 O16 118.5(5) . . ?
C15 C16 O16 121.1(5) . . ?
C16 O16 C67 116.5(4) . . ?
C26 C21 C22 120.8(5) . . ?
C26 C21 I2 120.3(4) . . ?
C22 C21 I2 118.9(4) . . ?
O22 C22 C23 120.5(5) . . ?
O22 C22 C21 119.4(5) . . ?
C23 C22 C21 120.0(5) . . ?
C22 O22 C67 116.6(4) . . ?
C22 C23 C24 118.0(5) . . ?
C22 C23 C61 120.2(5) . . ?
C24 C23 C61 121.7(5) . . ?
C25 C24 C23 122.4(5) . . ?
C25 C24 H24A 118.8 . . ?
C23 C24 H24A 118.8 . . ?
C26 C25 C24 117.7(5) . . ?
C26 C25 C71 120.5(5) . . ?
C24 C25 C71 121.6(5) . . ?
C21 C26 O26 118.9(5) . . ?
C21 C26 C25 121.1(5) . . ?
O26 C26 C25 120.0(5) . . ?
C26 O26 C77 116.4(4) . . ?
C36 C31 C32 121.1(5) . . ?
C36 C31 I3 120.5(4) . . ?
C32 C31 I3 118.3(4) . . ?
C31 C32 O32 118.9(5) . . ?
C31 C32 C33 120.6(5) . . ?
O32 C32 C33 120.3(5) . . ?
C32 O32 C77 116.5(4) . . ?
C32 C33 C34 117.3(5) . . ?
C32 C33 C71 119.7(5) . . ?
C34 C33 C71 123.0(5) . . ?
C35 C34 C33 122.6(5) . . ?
C35 C34 H34A 118.7 . . ?
C33 C34 H34A 118.7 . . ?
C34 C35 C36 118.1(5) . . ?
C34 C35 C81 122.5(5) . . ?
C36 C35 C81 119.3(5) . . ?
C31 C36 O36 119.8(5) . . ?
C31 C36 C35 120.3(5) . . ?
O36 C36 C35 119.8(5) . . ?
C36 O36 C87 116.9(4) . . ?
C46 C41 C42 120.4(5) . . ?
C46 C41 I4 118.9(4) . . ?
C42 C41 I4 120.7(4) . . ?
O42 C42 C41 118.5(5) . . ?
O42 C42 C43 121.2(5) . . ?
C41 C42 C43 120.1(5) . . ?
C42 O42 C87 117.8(4) . . ?
C44 C43 C42 118.0(5) . . ?
C44 C43 C81 122.6(5) . . ?
C42 C43 C81 119.3(5) . . ?
C43 C44 C45 123.4(5) . . ?
C43 C44 H44A 118.3 . . ?
C45 C44 H44A 118.3 . . ?
C44 C45 C46 117.8(5) . . ?
C44 C45 C51 122.7(5) . . ?
C46 C45 C51 119.4(5) . . ?
O46 C46 C41 118.7(5) . . ?
O46 C46 C45 120.9(5) . . ?
C41 C46 C45 120.3(5) . . ?
C46 O46 C57 116.7(4) . . ?
C13 C51 C45 107.2(4) . . ?
C13 C51 C52 114.0(5) . . ?
C45 C51 C52 112.9(5) . . ?
C13 C51 H51A 107.5 . . ?
C45 C51 H51A 107.5 . . ?
C52 C51 H51A 107.5 . . ?
C53 C52 C51 115.2(5) . . ?
C53 C52 H52A 108.5 . . ?
C51 C52 H52A 108.5 . . ?
C53 C52 H52B 108.5 . . ?
C51 C52 H52B 108.5 . . ?
H52A C52 H52B 107.5 . . ?
C54 C53 C52 117.4(6) . . ?
C54 C53 H53A 108.0 . . ?
C52 C53 H53A 108.0 . . ?
C54 C53 H53B 108.0 . . ?
C52 C53 H53B 108.0 . . ?
H53A C53 H53B 107.2 . . ?
C53 C54 C55 111.7(6) . . ?
C53 C54 H54A 109.3 . . ?
C55 C54 H54A 109.3 . . ?
C53 C54 H54B 109.3 . . ?
C55 C54 H54B 109.3 . . ?
H54A C54 H54B 107.9 . . ?
C56 C55 C54 114.0(7) . . ?
C56 C55 H55A 108.7 . . ?
C54 C55 H55A 108.7 . . ?
C56 C55 H55B 108.7 . . ?
C54 C55 H55B 108.7 . . ?
H55A C55 H55B 107.6 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
O12 C57 O46 112.3(5) . . ?
O12 C57 H57A 109.1 . . ?
O46 C57 H57A 109.1 . . ?
O12 C57 H57B 109.1 . . ?
O46 C57 H57B 109.1 . . ?
H57A C57 H57B 107.9 . . ?
C23 C61 C62 114.1(4) . . ?
C23 C61 C15 107.8(4) . . ?
C62 C61 C15 113.7(5) . . ?
C23 C61 H61A 106.9 . . ?
C62 C61 H61A 106.9 . . ?
C15 C61 H61A 106.9 . . ?
C61 C62 C63 112.9(5) . . ?
C61 C62 H62A 109.0 . . ?
C63 C62 H62A 109.0 . . ?
C61 C62 H62B 109.0 . . ?
C63 C62 H62B 109.0 . . ?
H62A C62 H62B 107.8 . . ?
C64 C63 C62 113.5(5) . . ?
C64 C63 H63A 108.9 . . ?
C62 C63 H63A 108.9 . . ?
C64 C63 H63B 108.9 . . ?
C62 C63 H63B 108.9 . . ?
H63A C63 H63B 107.7 . . ?
C63 C64 C65 113.8(6) . . ?
C63 C64 H64A 108.8 . . ?
C65 C64 H64A 108.8 . . ?
C63 C64 H64B 108.8 . . ?
C65 C64 H64B 108.8 . . ?
H64A C64 H64B 107.7 . . ?
C66 C65 C64 114.4(7) . . ?
C66 C65 H65A 108.7 . . ?
C64 C65 H65A 108.7 . . ?
C66 C65 H65B 108.7 . . ?
C64 C65 H65B 108.7 . . ?
H65A C65 H65B 107.6 . . ?
C65 C66 H66A 109.5 . . ?
C65 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
C65 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
O16 C67 O22 113.4(5) . . ?
O16 C67 H67A 108.9 . . ?
O22 C67 H67A 108.9 . . ?
O16 C67 H67B 108.9 . . ?
O22 C67 H67B 108.9 . . ?
H67A C67 H67B 107.7 . . ?
C33 C71 C25 108.5(4) . . ?
C33 C71 C72 113.9(5) . . ?
C25 C71 C72 114.8(5) . . ?
C33 C71 H71A 106.3 . . ?
C25 C71 H71A 106.3 . . ?
C72 C71 H71A 106.3 . . ?
C73 C72 C71 114.0(5) . . ?
C73 C72 H72A 108.7 . . ?
C71 C72 H72A 108.7 . . ?
C73 C72 H72B 108.7 . . ?
C71 C72 H72B 108.7 . . ?
H72A C72 H72B 107.6 . . ?
C72 C73 C74 115.8(5) . . ?
C72 C73 H73A 108.3 . . ?
C74 C73 H73A 108.3 . . ?
C72 C73 H73B 108.3 . . ?
C74 C73 H73B 108.3 . . ?
H73A C73 H73B 107.4 . . ?
C73 C74 C75 113.3(5) . . ?
C73 C74 H74A 108.9 . . ?
C75 C74 H74A 108.9 . . ?
C73 C74 H74B 108.9 . . ?
C75 C74 H74B 108.9 . . ?
H74A C74 H74B 107.7 . . ?
C76 C75 C74 114.0(6) . . ?
C76 C75 H75A 108.8 . . ?
C74 C75 H75A 108.8 . . ?
C76 C75 H75B 108.8 . . ?
C74 C75 H75B 108.8 . . ?
H75A C75 H75B 107.7 . . ?
C75 C76 H76A 109.5 . . ?
C75 C76 H76B 109.5 . . ?
H76A C76 H76B 109.5 . . ?
C75 C76 H76C 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
O26 C77 O32 112.8(5) . . ?
O26 C77 H77A 109.0 . . ?
O32 C77 H77A 109.0 . . ?
O26 C77 H77B 109.0 . . ?
O32 C77 H77B 109.0 . . ?
H77A C77 H77B 107.8 . . ?
C43 C81 C35 107.6(4) . . ?
C43 C81 C82 112.4(5) . . ?
C35 C81 C82 114.1(5) . . ?
C43 C81 H81A 107.5 . . ?
C35 C81 H81A 107.5 . . ?
C82 C81 H81A 107.5 . . ?
C83 C82 C81 111.2(5) . . ?
C83 C82 H82A 109.4 . . ?
C81 C82 H82A 109.4 . . ?
C83 C82 H82B 109.4 . . ?
C81 C82 H82B 109.4 . . ?
H82A C82 H82B 108.0 . . ?
C82 C83 C84 113.7(5) . . ?
C82 C83 H83A 108.8 . . ?
C84 C83 H83A 108.8 . . ?
C82 C83 H83B 108.8 . . ?
C84 C83 H83B 108.8 . . ?
H83A C83 H83B 107.7 . . ?
C85 C84 C83 112.9(6) . . ?
C85 C84 H84A 109.0 . . ?
C83 C84 H84A 109.0 . . ?
C85 C84 H84B 109.0 . . ?
C83 C84 H84B 109.0 . . ?
H84A C84 H84B 107.8 . . ?
C84 C85 C86 113.6(6) . . ?
C84 C85 H85A 108.8 . . ?
C86 C85 H85A 108.8 . . ?
C84 C85 H85B 108.8 . . ?
C86 C85 H85B 108.8 . . ?
H85A C85 H85B 107.7 . . ?
C85 C86 H86A 109.5 . . ?
C85 C86 H86B 109.5 . . ?
H86A C86 H86B 109.5 . . ?
C85 C86 H86C 109.5 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?
O42 C87 O36 114.0(5) . . ?
O42 C87 H87A 108.8 . . ?
O36 C87 H87A 108.8 . . ?
O42 C87 H87B 108.8 . . ?
O36 C87 H87B 108.8 . . ?
H87A C87 H87B 107.6 . . ?
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
N1S C1S 1.107(10) . ?
C1S C2S 1.453(12) . ?
C2S H2A 0.9800 . ?
C2S H2B 0.9800 . ?
C2S H2C 0.9800 . ?
I1 C11 2.085(5) . ?
I2 C21 2.093(5) . ?
I3 C31 2.094(5) . ?
I4 C41 2.076(5) . ?
C11 C12 1.373(8) . ?
C11 C16 1.380(8) . ?
C12 O12 1.376(6) . ?
C12 C13 1.401(7) . ?
O12 C57 1.402(7) . ?
C13 C14 1.379(7) . ?
C13 C51 1.514(8) . ?
C14 C15 1.389(7) . ?
C14 H14A 0.9500 . ?
C15 C16 1.381(7) . ?
C15 C61 1.522(7) . ?
C16 O16 1.381(7) . ?
O16 C67 1.399(7) . ?
C21 C26 1.361(8) . ?
C21 C22 1.388(8) . ?
C22 O22 1.383(7) . ?
C22 C23 1.384(8) . ?
O22 C67 1.410(7) . ?
C23 C24 1.393(8) . ?
C23 C61 1.515(8) . ?
C24 C25 1.386(8) . ?
C24 H24A 0.9500 . ?
C25 C26 1.385(8) . ?
C25 C71 1.516(8) . ?
C26 O26 1.378(7) . ?
O26 C77 1.403(7) . ?
C31 C36 1.366(8) . ?
C31 C32 1.372(8) . ?
C32 O32 1.378(7) . ?
C32 C33 1.384(8) . ?
O32 C77 1.419(7) . ?
C33 C34 1.405(8) . ?
C33 C71 1.507(8) . ?
C34 C35 1.370(8) . ?
C34 H34A 0.9500 . ?
C35 C36 1.394(8) . ?
C35 C81 1.526(8) . ?
C36 O36 1.381(7) . ?
O36 C87 1.405(7) . ?
C41 C46 1.385(8) . ?
C41 C42 1.389(8) . ?
C42 O42 1.379(7) . ?
C42 C43 1.390(7) . ?
O42 C87 1.399(7) . ?
C43 C44 1.368(8) . ?
C43 C81 1.522(7) . ?
C44 C45 1.386(7) . ?
C44 H44A 0.9500 . ?
C45 C46 1.386(7) . ?
C45 C51 1.517(8) . ?
C46 O46 1.374(6) . ?
O46 C57 1.419(7) . ?
C51 C52 1.535(8) . ?
C51 H51A 1.0000 . ?
C52 C53 1.518(9) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 C54 1.488(9) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 C55 1.544(9) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C55 C56 1.481(10) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C61 C62 1.517(8) . ?
C61 H61A 1.0000 . ?
C62 C63 1.522(8) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C63 C64 1.496(8) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C64 C65 1.512(9) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C65 C66 1.490(10) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?
C67 H67A 0.9900 . ?
C67 H67B 0.9900 . ?
C71 C72 1.527(8) . ?
C71 H71A 1.0000 . ?
C72 C73 1.515(8) . ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
C73 C74 1.522(9) . ?
C73 H73A 0.9900 . ?
C73 H73B 0.9900 . ?
C74 C75 1.526(9) . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C75 C76 1.510(9) . ?
C75 H75A 0.9900 . ?
C75 H75B 0.9900 . ?
C76 H76A 0.9800 . ?
C76 H76B 0.9800 . ?
C76 H76C 0.9800 . ?
C77 H77A 0.9900 . ?
C77 H77B 0.9900 . ?
C81 C82 1.526(8) . ?
C81 H81A 1.0000 . ?
C82 C83 1.515(8) . ?
C82 H82A 0.9900 . ?
C82 H82B 0.9900 . ?
C83 C84 1.530(8) . ?
C83 H83A 0.9900 . ?
C83 H83B 0.9900 . ?
C84 C85 1.519(10) . ?
C84 H84A 0.9900 . ?
C84 H84B 0.9900 . ?
C85 C86 1.522(10) . ?
C85 H85A 0.9900 . ?
C85 H85B 0.9900 . ?
C86 H86A 0.9800 . ?
C86 H86B 0.9800 . ?
C86 H86C 0.9800 . ?
C87 H87A 0.9900 . ?
C87 H87B 0.9900 . ?
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
C16 C11 C12 O12 174.2(5) . . . . ?
I1 C11 C12 O12 -9.1(7) . . . . ?
C16 C11 C12 C13 -2.3(8) . . . . ?
I1 C11 C12 C13 174.4(4) . . . . ?
C11 C12 O12 C57 99.1(6) . . . . ?
C13 C12 O12 C57 -84.4(6) . . . . ?
C11 C12 C13 C14 -0.3(8) . . . . ?
O12 C12 C13 C14 -176.8(5) . . . . ?
C11 C12 C13 C51 -176.7(5) . . . . ?
O12 C12 C13 C51 6.8(8) . . . . ?
C12 C13 C14 C15 2.5(8) . . . . ?
C51 C13 C14 C15 178.7(5) . . . . ?
C13 C14 C15 C16 -2.1(8) . . . . ?
C13 C14 C15 C61 -178.6(5) . . . . ?
C12 C11 C16 C15 2.8(8) . . . . ?
I1 C11 C16 C15 -173.9(4) . . . . ?
C12 C11 C16 O16 -172.7(5) . . . . ?
I1 C11 C16 O16 10.7(7) . . . . ?
C14 C15 C16 C11 -0.6(8) . . . . ?
C61 C15 C16 C11 176.0(5) . . . . ?
C14 C15 C16 O16 174.7(5) . . . . ?
C61 C15 C16 O16 -8.7(8) . . . . ?
C11 C16 O16 C67 -100.4(6) . . . . ?
C15 C16 O16 C67 84.2(6) . . . . ?
C26 C21 C22 O22 175.2(5) . . . . ?
I2 C21 C22 O22 -6.9(7) . . . . ?
C26 C21 C22 C23 -1.9(8) . . . . ?
I2 C21 C22 C23 175.9(4) . . . . ?
C23 C22 O22 C67 -83.4(6) . . . . ?
C21 C22 O22 C67 99.5(6) . . . . ?
O22 C22 C23 C24 -176.2(5) . . . . ?
C21 C22 C23 C24 1.0(8) . . . . ?
O22 C22 C23 C61 7.2(8) . . . . ?
C21 C22 C23 C61 -175.7(5) . . . . ?
C22 C23 C24 C25 0.7(8) . . . . ?
C61 C23 C24 C25 177.3(5) . . . . ?
C23 C24 C25 C26 -1.3(8) . . . . ?
C23 C24 C25 C71 -176.0(5) . . . . ?
C22 C21 C26 O26 -177.6(5) . . . . ?
I2 C21 C26 O26 4.6(7) . . . . ?
C22 C21 C26 C25 1.2(9) . . . . ?
I2 C21 C26 C25 -176.6(4) . . . . ?
C24 C25 C26 C21 0.4(8) . . . . ?
C71 C25 C26 C21 175.1(5) . . . . ?
C24 C25 C26 O26 179.2(5) . . . . ?
C71 C25 C26 O26 -6.1(8) . . . . ?
C21 C26 O26 C77 -98.8(6) . . . . ?
C25 C26 O26 C77 82.4(6) . . . . ?
C36 C31 C32 O32 174.5(5) . . . . ?
I3 C31 C32 O32 -7.9(7) . . . . ?
C36 C31 C32 C33 -0.5(9) . . . . ?
I3 C31 C32 C33 177.0(4) . . . . ?
C31 C32 O32 C77 102.5(6) . . . . ?
C33 C32 O32 C77 -82.4(6) . . . . ?
C31 C32 C33 C34 -1.5(8) . . . . ?
O32 C32 C33 C34 -176.5(5) . . . . ?
C31 C32 C33 C71 -179.4(5) . . . . ?
O32 C32 C33 C71 5.7(8) . . . . ?
C32 C33 C34 C35 2.6(8) . . . . ?
C71 C33 C34 C35 -179.6(5) . . . . ?
C33 C34 C35 C36 -1.6(8) . . . . ?
C33 C34 C35 C81 -176.9(5) . . . . ?
C32 C31 C36 O36 -175.2(5) . . . . ?
I3 C31 C36 O36 7.3(7) . . . . ?
C32 C31 C36 C35 1.6(9) . . . . ?
I3 C31 C36 C35 -175.9(4) . . . . ?
C34 C35 C36 C31 -0.5(8) . . . . ?
C81 C35 C36 C31 175.0(5) . . . . ?
C34 C35 C36 O36 176.3(5) . . . . ?
C81 C35 C36 O36 -8.2(8) . . . . ?
C31 C36 O36 C87 -98.2(6) . . . . ?
C35 C36 O36 C87 85.0(6) . . . . ?
C46 C41 C42 O42 175.9(5) . . . . ?
I4 C41 C42 O42 -5.4(7) . . . . ?
C46 C41 C42 C43 -0.1(8) . . . . ?
I4 C41 C42 C43 178.6(4) . . . . ?
C41 C42 O42 C87 102.1(6) . . . . ?
C43 C42 O42 C87 -82.0(6) . . . . ?
O42 C42 C43 C44 -176.3(5) . . . . ?
C41 C42 C43 C44 -0.5(8) . . . . ?
O42 C42 C43 C81 6.9(8) . . . . ?
C41 C42 C43 C81 -177.3(5) . . . . ?
C42 C43 C44 C45 1.3(8) . . . . ?
C81 C43 C44 C45 178.0(5) . . . . ?
C43 C44 C45 C46 -1.4(8) . . . . ?
C43 C44 C45 C51 -178.3(5) . . . . ?
C42 C41 C46 O46 -176.1(5) . . . . ?
I4 C41 C46 O46 5.1(7) . . . . ?
C42 C41 C46 C45 -0.1(9) . . . . ?
I4 C41 C46 C45 -178.8(4) . . . . ?
C44 C45 C46 O46 176.8(5) . . . . ?
C51 C45 C46 O46 -6.2(8) . . . . ?
C44 C45 C46 C41 0.8(8) . . . . ?
C51 C45 C46 C41 177.8(5) . . . . ?
C41 C46 O46 C57 -100.7(6) . . . . ?
C45 C46 O46 C57 83.3(7) . . . . ?
C14 C13 C51 C45 -91.8(6) . . . . ?
C12 C13 C51 C45 84.4(6) . . . . ?
C14 C13 C51 C52 33.8(7) . . . . ?
C12 C13 C51 C52 -150.0(5) . . . . ?
C44 C45 C51 C13 91.3(6) . . . . ?
C46 C45 C51 C13 -85.5(6) . . . . ?
C44 C45 C51 C52 -35.0(7) . . . . ?
C46 C45 C51 C52 148.2(5) . . . . ?
C13 C51 C52 C53 59.8(7) . . . . ?
C45 C51 C52 C53 -177.6(5) . . . . ?
C51 C52 C53 C54 58.7(8) . . . . ?
C52 C53 C54 C55 172.8(6) . . . . ?
C53 C54 C55 C56 172.3(7) . . . . ?
C12 O12 C57 O46 91.7(6) . . . . ?
C46 O46 C57 O12 -90.6(6) . . . . ?
C22 C23 C61 C62 -149.0(5) . . . . ?
C24 C23 C61 C62 34.5(7) . . . . ?
C22 C23 C61 C15 83.7(6) . . . . ?
C24 C23 C61 C15 -92.8(6) . . . . ?
C16 C15 C61 C23 -82.6(6) . . . . ?
C14 C15 C61 C23 93.8(6) . . . . ?
C16 C15 C61 C62 149.8(5) . . . . ?
C14 C15 C61 C62 -33.8(7) . . . . ?
C23 C61 C62 C63 173.8(5) . . . . ?
C15 C61 C62 C63 -62.0(6) . . . . ?
C61 C62 C63 C64 151.7(5) . . . . ?
C62 C63 C64 C65 178.4(6) . . . . ?
C63 C64 C65 C66 171.2(6) . . . . ?
C16 O16 C67 O22 -90.7(6) . . . . ?
C22 O22 C67 O16 91.0(6) . . . . ?
C32 C33 C71 C25 84.5(6) . . . . ?
C34 C33 C71 C25 -93.3(6) . . . . ?
C32 C33 C71 C72 -146.3(5) . . . . ?
C34 C33 C71 C72 36.0(7) . . . . ?
C26 C25 C71 C33 -84.5(6) . . . . ?
C24 C25 C71 C33 90.0(6) . . . . ?
C26 C25 C71 C72 146.7(5) . . . . ?
C24 C25 C71 C72 -38.7(7) . . . . ?
C33 C71 C72 C73 167.2(5) . . . . ?
C25 C71 C72 C73 -66.8(6) . . . . ?
C71 C72 C73 C74 -62.8(7) . . . . ?
C72 C73 C74 C75 -60.5(7) . . . . ?
C73 C74 C75 C76 -175.1(5) . . . . ?
C26 O26 C77 O32 -92.9(6) . . . . ?
C32 O32 C77 O26 93.1(6) . . . . ?
C44 C43 C81 C35 -92.2(6) . . . . ?
C42 C43 C81 C35 84.4(6) . . . . ?
C44 C43 C81 C82 34.2(7) . . . . ?
C42 C43 C81 C82 -149.2(5) . . . . ?
C34 C35 C81 C43 91.3(6) . . . . ?
C36 C35 C81 C43 -84.0(6) . . . . ?
C34 C35 C81 C82 -34.1(7) . . . . ?
C36 C35 C81 C82 150.6(5) . . . . ?
C43 C81 C82 C83 164.9(5) . . . . ?
C35 C81 C82 C83 -72.3(6) . . . . ?
C81 C82 C83 C84 167.3(5) . . . . ?
C82 C83 C84 C85 -71.3(7) . . . . ?
C83 C84 C85 C86 -178.3(6) . . . . ?
C42 O42 C87 O36 88.8(6) . . . . ?
C36 O36 C87 O42 -91.0(6) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195132
