#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:12:40 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180381 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/50/7205080.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_7205080
loop_
_publ_author_name
'Ganin, Eduard V.'
'Basok, Stepan S.'
'Yavolovskii, Arkadii A.'
'Botoshansky, Mark M.'
'Fonari, Marina S.'
_publ_section_title
;
 From chains to ladders in co-crystals with 2,3-thiophene-15-crown-5,
 2,3-naphtho-15-crown-5, and bis-(18-crown-6)-stilbene constructed by
 weak hydrogen bonding
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              674
_journal_paper_doi               10.1039/c005284c
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C34 H48 O12, 2(C2 H4 N2 S2)'
_chemical_formula_sum            'C38 H56 N4 O12 S4'
_chemical_formula_weight         889.11
_chemical_name_common
;
18,18'-(E)-ethene-1,2-diylbis-2,3,5,6,8,9,11,12,14,15-
decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine
bis(ethanedithioamide) clathrate
;
_chemical_name_systematic
;
18,18'-(E)-ethene-1,2-diylbis-2,3,5,6,8,9,11,12,14,15-decahydro-
1,4,7,10,13,16-benzohexaoxacyclooctadecine bis(ethanedithioamide)
clathrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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                90.12(2)
_cell_angle_beta                 96.87(3)
_cell_angle_gamma                107.23(3)
_cell_formula_units_Z            1
_cell_length_a                   7.7140(15)
_cell_length_b                   9.760(2)
_cell_length_c                   15.675(3)
_cell_measurement_reflns_used    6136
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.68
_cell_measurement_theta_min      1.31
_cell_volume                     1118.2(4)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    MERCURY
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.852
_diffrn_measured_fraction_theta_max 0.852
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-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  0.0883
_diffrn_reflns_av_sigmaI/netI    0.1882
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6161
_diffrn_reflns_theta_full        24.68
_diffrn_reflns_theta_max         24.68
_diffrn_reflns_theta_min         1.31
_exptl_absorpt_coefficient_mu    0.274
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.099
_refine_diff_density_min         -0.126
_refine_diff_density_rms         0.027
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.772
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         3234
_refine_ls_number_restraints     54
_refine_ls_restrained_S_all      0.777
_refine_ls_R_factor_all          0.2223
_refine_ls_R_factor_gt           0.0523
_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)+(0.0011P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.1002
_reflns_number_gt                997
_reflns_number_total             3234
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C005284C.TXT
_cod_data_source_block           bas1c
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7205080
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
S1 S 0.6403(4) 0.1009(3) 0.3378(3) 0.1200(14) Uani 0.792(4) 1 d P A 1
S2 S 0.7365(4) 0.5201(3) 0.2374(2) 0.1131(11) Uani 0.792(4) 1 d P A 1
N1 N 0.4446(10) 0.2647(13) 0.2550(7) 0.099(3) Uani 0.792(4) 1 d PD A 1
H1N1 H 0.407(8) 0.326(6) 0.225(4) 0.148 Uiso 0.792(4) 1 d PD A 1
H2N1 H 0.367(7) 0.186(6) 0.265(4) 0.148 Uiso 0.792(4) 1 d PD A 1
N2 N 0.9213(15) 0.3151(11) 0.2832(8) 0.111(4) Uani 0.792(4) 1 d PD A 1
H1N2 H 0.991(8) 0.254(6) 0.311(4) 0.167 Uiso 0.792(4) 1 d PD A 1
H2N2 H 1.010(8) 0.398(6) 0.261(5) 0.167 Uiso 0.792(4) 1 d PD A 1
C18 C 0.6140(14) 0.2473(10) 0.2885(5) 0.124(3) Uani 0.792(4) 1 d P A 1
C19 C 0.7609(13) 0.3631(9) 0.2629(5) 0.118(3) Uani 0.792(4) 1 d P A 1
S1A S 0.6830(14) 0.1774(12) 0.3807(7) 0.075(3) Uani 0.208(4) 1 d P A 2
S2A S 0.7376(17) 0.4645(16) 0.1784(9) 0.129(5) Uani 0.208(4) 1 d P A 2
N1A N 0.486(7) 0.314(5) 0.282(3) 0.110(18) Uiso 0.208(4) 1 d P A 2
N2A N 0.952(6) 0.364(5) 0.286(3) 0.078(12) Uiso 0.208(4) 1 d P A 2
C18A C 0.764(2) 0.2514(17) 0.3035(11) 0.014(4) Uiso 0.208(4) 1 d P A 2
C19A C 0.630(3) 0.351(2) 0.2595(11) 0.016(5) Uiso 0.208(4) 1 d P A 2
O1 O 0.2723(6) 0.5874(5) 0.2351(4) 0.0780(15) Uani 0.792(4) 1 d PD A 1
O2 O 0.3012(7) 0.4970(8) 0.4044(4) 0.102(2) Uani 0.792(4) 1 d PD A 1
O3 O 0.1633(10) 0.1905(10) 0.4299(6) 0.123(3) Uani 0.792(4) 1 d PD A 1
O4 O 0.1173(11) -0.0046(10) 0.2912(7) 0.167(4) Uani 0.792(4) 1 d PD A 1
O5 O 0.0746(10) 0.1002(10) 0.1277(5) 0.154(3) Uani 0.792(4) 1 d PD A 1
O6 O 0.1951(7) 0.3943(6) 0.1124(4) 0.0901(17) Uani 0.792(4) 1 d PD A 1
C1 C 0.4918(9) 0.9702(11) 0.0357(7) 0.080(3) Uani 0.792(4) 1 d PD . 1
H1 H 0.5252 1.0319 0.0841 0.096 Uiso 0.792(4) 1 calc PR A 1
C2 C 0.4272(17) 0.8162(12) 0.0525(9) 0.084(4) Uani 0.792(4) 1 d PD A 1
C3 C 0.3961(7) 0.7754(8) 0.1358(5) 0.077(2) Uani 0.792(4) 1 d PD A 1
H3 H 0.4335 0.8462 0.1797 0.093 Uiso 0.792(4) 1 calc PR A 1
C4 C 0.314(2) 0.6380(11) 0.1567(8) 0.069(4) Uani 0.792(4) 1 d PD A 1
C5 C 0.2774(7) 0.5299(9) 0.0890(6) 0.076(2) Uani 0.792(4) 1 d PD A 1
C6 C 0.3190(8) 0.5657(8) 0.0061(5) 0.093(2) Uani 0.792(4) 1 d PD A 1
H6 H 0.2955 0.4952 -0.0373 0.112 Uiso 0.792(4) 1 calc PR A 1
C7 C 0.3970(8) 0.7106(9) -0.0099(5) 0.088(2) Uani 0.792(4) 1 d PD A 1
H7 H 0.4291 0.7358 -0.0643 0.106 Uiso 0.792(4) 1 calc PR A 1
C8 C 0.3420(10) 0.6863(7) 0.3081(5) 0.088(3) Uani 0.792(4) 1 d PD A 1
H8A H 0.3157 0.7761 0.2961 0.106 Uiso 0.792(4) 1 calc PR A 1
H8B H 0.4735 0.7061 0.3203 0.106 Uiso 0.792(4) 1 calc PR A 1
C9 C 0.2511(12) 0.6194(10) 0.3844(5) 0.095(3) Uani 0.792(4) 1 d PD A 1
H9A H 0.2885 0.6872 0.4333 0.114 Uiso 0.792(4) 1 calc PR A 1
H9B H 0.1192 0.5947 0.3708 0.114 Uiso 0.792(4) 1 calc PR A 1
C10 C 0.2301(11) 0.4253(12) 0.4795(5) 0.128(4) Uani 0.792(4) 1 d PD A 1
H10A H 0.2784 0.4904 0.5293 0.153 Uiso 0.792(4) 1 calc PR A 1
H10B H 0.0981 0.4050 0.4719 0.153 Uiso 0.792(4) 1 calc PR A 1
C11 C 0.2707(16) 0.3008(14) 0.4957(8) 0.187(8) Uani 0.792(4) 1 d PD A 1
H11A H 0.2415 0.2696 0.5523 0.225 Uiso 0.792(4) 1 calc PR A 1
H11B H 0.4003 0.3157 0.4943 0.225 Uiso 0.792(4) 1 calc PR A 1
C12 C 0.2000(18) 0.0592(16) 0.4392(10) 0.188(9) Uani 0.792(4) 1 d PD A 1
H12A H 0.1797 0.0234 0.4960 0.226 Uiso 0.792(4) 1 calc PR A 1
H12B H 0.3258 0.0693 0.4310 0.226 Uiso 0.792(4) 1 calc PR A 1
C13 C 0.0685(15) -0.0424(15) 0.3702(11) 0.168(9) Uani 0.792(4) 1 d PD A 1
H13A H 0.0705 -0.1400 0.3802 0.201 Uiso 0.792(4) 1 calc PR A 1
H13B H -0.0550 -0.0387 0.3730 0.201 Uiso 0.792(4) 1 calc PR A 1
C14 C -0.012(2) -0.0841(15) 0.2206(10) 0.215(8) Uani 0.792(4) 1 d PD A 1
H14A H 0.0297 -0.1646 0.2056 0.258 Uiso 0.792(4) 1 calc PR A 1
H14B H -0.1275 -0.1241 0.2429 0.258 Uiso 0.792(4) 1 calc PR A 1
C15 C -0.043(2) -0.0302(14) 0.1564(10) 0.226(8) Uani 0.792(4) 1 d PD A 1
H15A H -0.1607 -0.0140 0.1584 0.271 Uiso 0.792(4) 1 calc PR A 1
H15B H -0.0614 -0.1024 0.1108 0.271 Uiso 0.792(4) 1 calc PR A 1
C16 C -0.0311(14) 0.1593(14) 0.0801(9) 0.194(8) Uani 0.792(4) 1 d PD A 1
H16A H -0.1163 0.1835 0.1137 0.233 Uiso 0.792(4) 1 calc PR A 1
H16B H -0.1003 0.0943 0.0327 0.233 Uiso 0.792(4) 1 calc PR A 1
C17 C 0.0936(14) 0.2934(11) 0.0467(6) 0.118(3) Uani 0.792(4) 1 d PD A 1
H17A H 0.1778 0.2663 0.0137 0.142 Uiso 0.792(4) 1 calc PR A 1
H17B H 0.0203 0.3382 0.0082 0.142 Uiso 0.792(4) 1 calc PR A 1
O1A O 0.223(3) 0.475(2) 0.1437(14) 0.100(9) Uiso 0.208(4) 1 d PD A 2
O2A O 0.039(3) 0.1618(18) 0.0863(14) 0.046(6) Uiso 0.208(4) 1 d PD A 2
O3A O 0.149(3) -0.027(3) 0.2588(14) 0.068(7) Uiso 0.208(4) 1 d PD A 2
O4A O 0.150(4) 0.126(3) 0.414(2) 0.076(10) Uiso 0.208(4) 1 d PD A 2
O5A O 0.291(4) 0.443(3) 0.433(2) 0.074(8) Uiso 0.208(4) 1 d PD A 2
O6A O 0.285(3) 0.608(3) 0.2895(15) 0.077(9) Uiso 0.208(4) 1 d PD A 2
C1A C 0.488(5) 0.921(3) -0.0006(15) 0.076(15) Uiso 0.208(4) 1 d PD . 2
H1A H 0.4950 0.8737 -0.0508 0.091 Uiso 0.208(4) 1 calc PR A 2
C2A C 0.453(5) 0.842(3) 0.0786(16) 0.028(10) Uiso 0.208(4) 1 d PD A 2
C3A C 0.352(3) 0.697(2) 0.0724(16) 0.072(8) Uiso 0.208(4) 1 d PD A 2
H3A H 0.2994 0.6545 0.0185 0.086 Uiso 0.208(4) 1 calc PR A 2
C4A C 0.329(7) 0.615(3) 0.1435(18) 0.030(12) Uiso 0.208(4) 1 d PD A 2
C5A C 0.351(4) 0.691(2) 0.2254(16) 0.096(12) Uiso 0.208(4) 1 d PD A 2
C6A C 0.437(2) 0.8374(18) 0.2341(12) 0.061(6) Uiso 0.208(4) 1 d PD A 2
H6A H 0.4641 0.8864 0.2872 0.074 Uiso 0.208(4) 1 calc PR A 2
C7A C 0.481(2) 0.907(2) 0.1585(12) 0.067(7) Uiso 0.208(4) 1 d PD A 2
H7A H 0.5332 1.0061 0.1629 0.080 Uiso 0.208(4) 1 calc PR A 2
C8A C 0.140(5) 0.410(3) 0.063(2) 0.16(2) Uiso 0.208(4) 1 d PD A 2
H8A1 H 0.1925 0.4716 0.0183 0.190 Uiso 0.208(4) 1 calc PR A 2
H8A2 H 0.0103 0.4015 0.0572 0.190 Uiso 0.208(4) 1 calc PR A 2
C9A C 0.160(3) 0.265(2) 0.0481(18) 0.060(9) Uiso 0.208(4) 1 d PD A 2
H9A1 H 0.1426 0.2429 -0.0133 0.072 Uiso 0.208(4) 1 calc PR A 2
H9A2 H 0.2833 0.2663 0.0704 0.072 Uiso 0.208(4) 1 calc PR A 2
C10A C 0.110(3) 0.058(2) 0.1254(16) 0.017(5) Uiso 0.208(4) 1 d PD A 2
H10C H 0.1704 0.0331 0.0793 0.020 Uiso 0.208(4) 1 calc PR A 2
H10D H 0.2095 0.1179 0.1655 0.020 Uiso 0.208(4) 1 calc PR A 2
C11A C 0.071(3) -0.064(3) 0.1664(17) 0.080(10) Uiso 0.208(4) 1 d PD A 2
H11C H 0.1253 -0.1305 0.1422 0.096 Uiso 0.208(4) 1 calc PR A 2
H11D H -0.0603 -0.1078 0.1614 0.096 Uiso 0.208(4) 1 calc PR A 2
C12A C 0.050(5) -0.077(4) 0.3259(16) 0.082(15) Uiso 0.208(4) 1 d PD A 2
H12C H 0.0190 -0.1803 0.3279 0.098 Uiso 0.208(4) 1 calc PR A 2
H12D H -0.0620 -0.0494 0.3205 0.098 Uiso 0.208(4) 1 calc PR A 2
C13A C 0.180(5) -0.003(3) 0.4078(19) 0.060(11) Uiso 0.208(4) 1 d PD A 2
H13C H 0.1499 -0.0582 0.4582 0.072 Uiso 0.208(4) 1 calc PR A 2
H13D H 0.3069 0.0082 0.4008 0.072 Uiso 0.208(4) 1 calc PR A 2
C14A C 0.264(5) 0.220(3) 0.485(2) 0.076(12) Uiso 0.208(4) 1 d PD A 2
H14C H 0.2443 0.1708 0.5380 0.091 Uiso 0.208(4) 1 calc PR A 2
H14D H 0.3914 0.2361 0.4768 0.091 Uiso 0.208(4) 1 calc PR A 2
C15A C 0.238(9) 0.333(3) 0.492(3) 0.37(8) Uiso 0.208(4) 1 d PD A 2
H15C H 0.2958 0.3739 0.5481 0.449 Uiso 0.208(4) 1 calc PR A 2
H15D H 0.1070 0.3143 0.4921 0.449 Uiso 0.208(4) 1 calc PR A 2
C16A C 0.232(4) 0.553(3) 0.442(2) 0.128(15) Uiso 0.208(4) 1 d PD A 2
H16C H 0.2656 0.5954 0.5002 0.154 Uiso 0.208(4) 1 calc PR A 2
H16D H 0.1000 0.5287 0.4275 0.154 Uiso 0.208(4) 1 calc PR A 2
C17A C 0.335(4) 0.654(3) 0.3760(17) 0.087(16) Uiso 0.208(4) 1 d PD A 2
H17C H 0.3174 0.7471 0.3826 0.105 Uiso 0.208(4) 1 calc PR A 2
H17D H 0.4651 0.6659 0.3902 0.105 Uiso 0.208(4) 1 calc PR A 2
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'
S S 0.1246 0.1234 '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
C18 N1 H1N1 137(4) . . ?
C18 N1 H2N1 104(5) . . ?
H1N1 N1 H2N1 119(6) . . ?
C19 N2 H1N2 155(4) . . ?
C19 N2 H2N2 97(4) . . ?
H1N2 N2 H2N2 108(5) . . ?
N1 C18 C19 109.8(10) . . ?
N1 C18 S1 124.7(7) . . ?
C19 C18 S1 124.9(9) . . ?
C18 C19 N2 103.9(9) . . ?
C18 C19 S2 122.6(9) . . ?
N2 C19 S2 132.2(7) . . ?
C19A N1A H1N1 99(5) . . ?
C19A N1A H2N1 125(5) . . ?
H1N1 N1A H2N1 76(5) . . ?
C18A N2A H1N2 74(4) . . ?
C18A N2A H2N2 153(10) . . ?
H1N2 N2A H2N2 110(10) . . ?
S1A C18A N2A 137(2) . . ?
S1A C18A C19A 108.7(12) . . ?
N2A C18A C19A 95(2) . . ?
N1A C19A C18A 111(3) . . ?
N1A C19A S2A 137(3) . . ?
C18A C19A S2A 111.3(13) . . ?
C4 O1 C8 117.0(8) . . ?
C9 O2 C10 115.0(7) . . ?
C12 O3 C11 113.4(9) . . ?
C13 O4 C14 114.2(11) . . ?
C16 O5 C15 106.2(10) . . ?
C5 O6 C17 117.5(8) . . ?
C1 C1 C2 128.7(17) 2_675 . ?
C1 C1 H1 115.6 2_675 . ?
C2 C1 H1 115.6 . . ?
C7 C2 C3 118.2(9) . . ?
C7 C2 C1 123.1(11) . . ?
C3 C2 C1 118.7(14) . . ?
C4 C3 C2 123.8(10) . . ?
C4 C3 H3 118.1 . . ?
C2 C3 H3 118.1 . . ?
C3 C4 O1 128.5(12) . . ?
C3 C4 C5 116.2(10) . . ?
O1 C4 C5 115.1(8) . . ?
O6 C5 C6 124.2(9) . . ?
O6 C5 C4 114.4(8) . . ?
C6 C5 C4 121.3(7) . . ?
C5 C6 C7 118.2(7) . . ?
C5 C6 H6 120.9 . . ?
C7 C6 H6 120.9 . . ?
C2 C7 C6 121.7(7) . . ?
C2 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
O1 C8 C9 108.3(7) . . ?
O1 C8 H8A 110.0 . . ?
C9 C8 H8A 110.0 . . ?
O1 C8 H8B 110.0 . . ?
C9 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
O2 C9 C8 109.1(6) . . ?
O2 C9 H9A 109.9 . . ?
C8 C9 H9A 109.9 . . ?
O2 C9 H9B 109.9 . . ?
C8 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
C11 C10 O2 114.6(10) . . ?
C11 C10 H10A 108.6 . . ?
O2 C10 H10A 108.6 . . ?
C11 C10 H10B 108.6 . . ?
O2 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C10 C11 O3 109.0(9) . . ?
C10 C11 H11A 109.9 . . ?
O3 C11 H11A 109.9 . . ?
C10 C11 H11B 109.9 . . ?
O3 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
O3 C12 C13 105.7(12) . . ?
O3 C12 H12A 110.6 . . ?
C13 C12 H12A 110.6 . . ?
O3 C12 H12B 110.6 . . ?
C13 C12 H12B 110.6 . . ?
H12A C12 H12B 108.7 . . ?
O4 C13 C12 110.1(14) . . ?
O4 C13 H13A 109.6 . . ?
C12 C13 H13A 109.6 . . ?
O4 C13 H13B 109.6 . . ?
C12 C13 H13B 109.6 . . ?
H13A C13 H13B 108.2 . . ?
C15 C14 O4 121.9(17) . . ?
C15 C14 H14A 106.9 . . ?
O4 C14 H14A 106.9 . . ?
C15 C14 H14B 106.9 . . ?
O4 C14 H14B 106.9 . . ?
H14A C14 H14B 106.7 . . ?
C14 C15 O5 124.5(17) . . ?
C14 C15 H15A 106.2 . . ?
O5 C15 H15A 106.2 . . ?
C14 C15 H15B 106.2 . . ?
O5 C15 H15B 106.2 . . ?
H15A C15 H15B 106.4 . . ?
O5 C16 C17 106.2(9) . . ?
O5 C16 H16A 110.5 . . ?
C17 C16 H16A 110.5 . . ?
O5 C16 H16B 110.5 . . ?
C17 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
O6 C17 C16 113.4(8) . . ?
O6 C17 H17A 108.9 . . ?
C16 C17 H17A 108.9 . . ?
O6 C17 H17B 108.9 . . ?
C16 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C4A O1A C8A 116(2) . . ?
C9A O2A C10A 114.8(18) . . ?
C12A O3A C11A 123(2) . . ?
C13A O4A C14A 114(2) . . ?
C16A O5A C15A 115(3) . . ?
C5A O6A C17A 122(2) . . ?
C2A C1A C1A 119(3) . 2_675 ?
C2A C1A H1A 120.3 . . ?
C1A C1A H1A 120.3 2_675 . ?
C7A C2A C3A 115.7(18) . . ?
C7A C2A C1A 124(2) . . ?
C3A C2A C1A 119(2) . . ?
C4A C3A C2A 122(2) . . ?
C4A C3A H3A 119.1 . . ?
C2A C3A H3A 119.1 . . ?
O1A C4A C3A 125(2) . . ?
O1A C4A C5A 112.7(18) . . ?
C3A C4A C5A 117(2) . . ?
O6A C5A C6A 125(2) . . ?
O6A C5A C4A 114.8(19) . . ?
C6A C5A C4A 120.5(16) . . ?
C5A C6A C7A 116.1(17) . . ?
C5A C6A H6A 121.9 . . ?
C7A C6A H6A 121.9 . . ?
C2A C7A C6A 125.6(17) . . ?
C2A C7A H7A 117.2 . . ?
C6A C7A H7A 117.2 . . ?
O1A C8A C9A 114(2) . . ?
O1A C8A H8A1 108.7 . . ?
C9A C8A H8A1 108.7 . . ?
O1A C8A H8A2 108.7 . . ?
C9A C8A H8A2 108.7 . . ?
H8A1 C8A H8A2 107.6 . . ?
O2A C9A C8A 112(2) . . ?
O2A C9A H9A1 109.2 . . ?
C8A C9A H9A1 109.2 . . ?
O2A C9A H9A2 109.2 . . ?
C8A C9A H9A2 109.2 . . ?
H9A1 C9A H9A2 107.9 . . ?
C11A C10A O2A 145(2) . . ?
C11A C10A H10C 100.6 . . ?
O2A C10A H10C 100.6 . . ?
C11A C10A H10D 100.6 . . ?
O2A C10A H10D 100.6 . . ?
H10C C10A H10D 104.3 . . ?
C10A C11A O3A 107(2) . . ?
C10A C11A H11C 110.4 . . ?
O3A C11A H11C 110.4 . . ?
C10A C11A H11D 110.4 . . ?
O3A C11A H11D 110.4 . . ?
H11C C11A H11D 108.6 . . ?
O3A C12A C13A 104(2) . . ?
O3A C12A H12C 110.9 . . ?
C13A C12A H12C 110.9 . . ?
O3A C12A H12D 110.9 . . ?
C13A C12A H12D 110.9 . . ?
H12C C12A H12D 108.9 . . ?
O4A C13A C12A 104(2) . . ?
O4A C13A H13C 111.1 . . ?
C12A C13A H13C 111.1 . . ?
O4A C13A H13D 111.1 . . ?
C12A C13A H13D 111.1 . . ?
H13C C13A H13D 109.0 . . ?
C15A C14A O4A 115(4) . . ?
C15A C14A H14C 108.5 . . ?
O4A C14A H14C 108.5 . . ?
C15A C14A H14D 108.5 . . ?
O4A C14A H14D 108.5 . . ?
H14C C14A H14D 107.5 . . ?
C14A C15A O5A 122(4) . . ?
C14A C15A H15C 106.8 . . ?
O5A C15A H15C 106.8 . . ?
C14A C15A H15D 106.8 . . ?
O5A C15A H15D 106.8 . . ?
H15C C15A H15D 106.6 . . ?
O5A C16A C17A 100(2) . . ?
O5A C16A H16C 111.9 . . ?
C17A C16A H16C 111.9 . . ?
O5A C16A H16D 111.9 . . ?
C17A C16A H16D 111.9 . . ?
H16C C16A H16D 109.6 . . ?
O6A C17A C16A 116(2) . . ?
O6A C17A H17C 108.2 . . ?
C16A C17A H17C 108.2 . . ?
O6A C17A H17D 108.2 . . ?
C16A C17A H17D 108.2 . . ?
H17C C17A H17D 107.4 . . ?
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
S1 C18 1.679(10) . ?
S2 C19 1.643(10) . ?
N1 C18 1.407(14) . ?
N1 H1N1 0.85(4) . ?
N1 H2N1 0.85(4) . ?
N2 C19 1.450(14) . ?
N2 H1N2 0.98(4) . ?
N2 H2N2 0.99(4) . ?
C18 C19 1.440(9) . ?
S1A C18A 1.52(2) . ?
S2A C19A 1.80(2) . ?
N1A C19A 1.17(5) . ?
N1A H1N1 1.04(7) . ?
N1A H2N1 1.31(7) . ?
N2A C18A 1.59(4) . ?
N2A H1N2 1.24(7) . ?
N2A H2N2 0.65(7) . ?
C18A C19A 1.71(2) . ?
O1 C4 1.364(10) . ?
O1 C8 1.439(8) . ?
O2 C9 1.386(9) . ?
O2 C10 1.451(9) . ?
O3 C12 1.397(14) . ?
O3 C11 1.473(13) . ?
O4 C13 1.357(15) . ?
O4 C14 1.446(15) . ?
O5 C16 1.300(13) . ?
O5 C15 1.437(12) . ?
O6 C5 1.359(8) . ?
O6 C17 1.411(11) . ?
C1 C1 1.265(15) 2_675 ?
C1 C2 1.471(11) . ?
C1 H1 0.9300 . ?
C2 C7 1.368(14) . ?
C2 C3 1.394(10) . ?
C3 C4 1.362(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.437(13) . ?
C5 C6 1.396(8) . ?
C6 C7 1.400(8) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.510(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.358(18) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.523(18) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.169(15) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.513(12) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
O1A C4A 1.37(2) . ?
O1A C8A 1.41(2) . ?
O2A C9A 1.352(19) . ?
O2A C10A 1.40(2) . ?
O3A C12A 1.38(2) . ?
O3A C11A 1.50(2) . ?
O4A C13A 1.36(3) . ?
O4A C14A 1.45(2) . ?
O5A C16A 1.31(2) . ?
O5A C15A 1.41(2) . ?
O6A C5A 1.343(19) . ?
O6A C17A 1.40(2) . ?
C1A C2A 1.474(18) . ?
C1A C1A 1.49(6) 2_675 ?
C1A H1A 0.9300 . ?
C2A C7A 1.37(2) . ?
C2A C3A 1.398(19) . ?
C3A C4A 1.371(18) . ?
C3A H3A 0.9300 . ?
C4A C5A 1.45(2) . ?
C5A C6A 1.388(17) . ?
C6A C7A 1.393(16) . ?
C6A H6A 0.9300 . ?
C7A H7A 0.9300 . ?
C8A C9A 1.48(2) . ?
C8A H8A1 0.9700 . ?
C8A H8A2 0.9700 . ?
C9A H9A1 0.9700 . ?
C9A H9A2 0.9700 . ?
C10A C11A 1.32(2) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C11A H11C 0.9700 . ?
C11A H11D 0.9700 . ?
C12A C13A 1.56(3) . ?
C12A H12C 0.9700 . ?
C12A H12D 0.9700 . ?
C13A H13C 0.9700 . ?
C13A H13D 0.9700 . ?
C14A C15A 1.19(2) . ?
C14A H14C 0.9700 . ?
C14A H14D 0.9700 . ?
C15A H15C 0.9700 . ?
C15A H15D 0.9700 . ?
C16A C17A 1.55(2) . ?
C16A H16C 0.9700 . ?
C16A H16D 0.9700 . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N1 O6 0.85(4) 2.49(5) 3.275(11) 153(6) .
N1 H2N1 O4 0.85(4) 2.33(4) 3.166(12) 170(6) .
N2 H1N2 O3 0.98(4) 2.35(5) 3.253(14) 152(6) 1_655
N2 H2N2 O1 0.99(4) 2.38(5) 3.346(11) 166(6) 1_655
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
N1 C18 C19 N2 -166.9(10) . . . . ?
S1 C18 C19 N2 4.5(10) . . . . ?
N1 C18 C19 S2 24.3(11) . . . . ?
S1 C18 C19 S2 -164.3(5) . . . . ?
S1A C18A C19A N1A -18(3) . . . . ?
N2A C18A C19A N1A -161(3) . . . . ?
S1A C18A C19A S2A 170.7(11) . . . . ?
N2A C18A C19A S2A 27(2) . . . . ?
C1 C1 C2 C7 9(2) 2_675 . . . ?
C1 C1 C2 C3 -171.1(11) 2_675 . . . ?
C7 C2 C3 C4 -9.3(16) . . . . ?
C1 C2 C3 C4 171.1(11) . . . . ?
C2 C3 C4 O1 -177.8(12) . . . . ?
C2 C3 C4 C5 6.8(18) . . . . ?
C8 O1 C4 C3 -8.4(19) . . . . ?
C8 O1 C4 C5 167.0(8) . . . . ?
C17 O6 C5 C6 -21.4(9) . . . . ?
C17 O6 C5 C4 156.4(9) . . . . ?
C3 C4 C5 O6 -179.8(9) . . . . ?
O1 C4 C5 O6 4.2(15) . . . . ?
C3 C4 C5 C6 -1.9(16) . . . . ?
O1 C4 C5 C6 -177.9(8) . . . . ?
O6 C5 C6 C7 177.4(5) . . . . ?
C4 C5 C6 C7 -0.4(11) . . . . ?
C3 C2 C7 C6 6.6(14) . . . . ?
C1 C2 C7 C6 -173.8(9) . . . . ?
C5 C6 C7 C2 -2.1(10) . . . . ?
C4 O1 C8 C9 169.1(9) . . . . ?
C10 O2 C9 C8 177.2(6) . . . . ?
O1 C8 C9 O2 64.1(8) . . . . ?
C9 O2 C10 C11 176.2(9) . . . . ?
O2 C10 C11 O3 -71.3(9) . . . . ?
C12 O3 C11 C10 177.9(10) . . . . ?
C11 O3 C12 C13 176.2(11) . . . . ?
C14 O4 C13 C12 -173.1(12) . . . . ?
O3 C12 C13 O4 70.3(13) . . . . ?
C13 O4 C14 C15 143(2) . . . . ?
O4 C14 C15 O5 20(4) . . . . ?
C16 O5 C15 C14 -152(2) . . . . ?
C15 O5 C16 C17 -177.6(10) . . . . ?
C5 O6 C17 C16 -165.1(8) . . . . ?
O5 C16 C17 O6 -61.6(13) . . . . ?
C1A C1A C2A C7A -15(6) 2_675 . . . ?
C1A C1A C2A C3A 151(4) 2_675 . . . ?
C7A C2A C3A C4A -18(5) . . . . ?
C1A C2A C3A C4A 174(4) . . . . ?
C8A O1A C4A C3A 4(6) . . . . ?
C8A O1A C4A C5A 158(3) . . . . ?
C2A C3A C4A O1A 175(4) . . . . ?
C2A C3A C4A C5A 22(6) . . . . ?
C17A O6A C5A C6A -16(4) . . . . ?
C17A O6A C5A C4A 163(4) . . . . ?
O1A C4A C5A O6A 8(5) . . . . ?
C3A C4A C5A O6A 165(3) . . . . ?
O1A C4A C5A C6A -173(3) . . . . ?
C3A C4A C5A C6A -16(6) . . . . ?
O6A C5A C6A C7A -174(2) . . . . ?
C4A C5A C6A C7A 7(4) . . . . ?
C3A C2A C7A C6A 8(5) . . . . ?
C1A C2A C7A C6A 175(3) . . . . ?
C5A C6A C7A C2A -3(4) . . . . ?
C4A O1A C8A C9A 133(3) . . . . ?
C10A O2A C9A C8A -139(2) . . . . ?
O1A C8A C9A O2A 80(4) . . . . ?
C9A O2A C10A C11A -176(4) . . . . ?
O2A C10A C11A O3A -107(4) . . . . ?
C12A O3A C11A C10A 132(3) . . . . ?
C11A O3A C12A C13A -176(2) . . . . ?
C14A O4A C13A C12A -177(3) . . . . ?
O3A C12A C13A O4A 85(3) . . . . ?
C13A O4A C14A C15A -179(4) . . . . ?
O4A C14A C15A O5A -72(7) . . . . ?
C16A O5A C15A C14A 171(5) . . . . ?
C15A O5A C16A C17A 174(4) . . . . ?
C5A O6A C17A C16A 173(3) . . . . ?
O5A C16A C17A O6A 67(3) . . . . ?
