#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/09/2230968.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2230968
loop_
_publ_author_name
'Sun, Dong-Qing'
'Yang, Jing-Kui'
_publ_section_title
;
 (15-Crown-5-κ⁵O)[S-(E)-1,2-dichlorovinyl
 thiosulfato-κO]sodium
;
_journal_coeditor_code           ZS2116
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m934
_journal_paper_doi               10.1107/S1600536811022252
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Na (C2 H Cl2 O3 S2) (C10 H20 O5)]'
_chemical_formula_moiety         'C12 H21 Cl2 Na O8 S2'
_chemical_formula_sum            'C12 H21 Cl2 Na O8 S2'
_chemical_formula_weight         451.30
_chemical_name_common
;
(15-Crown-5)[S-(E)-1,2-dichlorovinyl thiosulfato-
κO]sodium
;
_chemical_name_systematic
;
[S-(E)-1,2-dichlorovinyl thiosulfato-
κO](1,4,7,10,13-pentaoxacyclopentadecane)sodium
;
_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                110.854(19)
_cell_angle_beta                 99.53(2)
_cell_angle_gamma                100.76(2)
_cell_formula_units_Z            4
_cell_length_a                   8.4455(18)
_cell_length_b                   15.787(4)
_cell_length_c                   16.778(4)
_cell_measurement_reflns_used    38
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      12.53
_cell_measurement_theta_min      7.15
_cell_volume                     1987.0(9)
_computing_cell_refinement       'XSCANS (Bruker, 1997)'
_computing_data_collection       'XSCANS (Bruker, 1997)'
_computing_data_reduction        'XSCANS (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker P4 four-circle'
_diffrn_measurement_method       ω
_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  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0416
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -10
_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            8439
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.32
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.593
_exptl_absorpt_correction_T_max  0.5057
_exptl_absorpt_correction_T_min  0.4649
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.464
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     587
_refine_ls_number_reflns         6904
_refine_ls_number_restraints     52
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0590
_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)+(0.0010P)²+2.50P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1195
_reflns_number_gt                5027
_reflns_number_total             6904
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            zs2116.cif
_cod_data_source_block           I
_cod_database_code               2230968
_cod_database_fobs_code          2230968
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Na Na1 0.14966(18) 0.28710(10) 0.45817(10) 0.0609(4) Uani d . 1 1 . .
Na Na2 0.5805(2) 0.29126(11) 0.97277(11) 0.0736(4) Uani d D 1 1 . .
S S1 -0.10492(14) 0.25340(8) 0.18327(7) 0.0712(3) Uani d . 1 1 . .
S S2 0.09233(13) 0.34225(7) 0.29733(7) 0.0640(3) Uani d . 1 1 . .
S S3 0.33363(13) 0.23429(8) 0.67908(7) 0.0670(3) Uani d . 1 1 A .
S S4 0.23814(13) 0.21257(8) 0.78255(7) 0.0672(3) Uani d . 1 1 . .
Cl Cl1 0.0369(2) 0.06689(10) 0.14297(12) 0.1146(5) Uani d . 1 1 . .
Cl Cl2 -0.33675(17) 0.16304(11) 0.26409(9) 0.1013(4) Uani d . 1 1 . .
Cl Cl3 0.69742(18) 0.36967(9) 0.78535(11) 0.1159(5) Uani d . 1 1 . .
Cl Cl4 0.5072(2) 0.07699(10) 0.63686(15) 0.1431(7) Uani d . 1 1 A .
O O1 0.0689(4) 0.1173(2) 0.4015(2) 0.0860(9) Uani d . 1 1 . .
O O2 -0.0849(4) 0.2292(2) 0.5087(2) 0.0854(9) Uani d . 1 1 . .
O O3 0.1483(3) 0.3996(2) 0.6056(2) 0.0766(8) Uani d . 1 1 . .
O O4 0.4074(3) 0.41335(19) 0.53040(18) 0.0685(7) Uani d . 1 1 . .
O O5 0.3958(4) 0.2259(2) 0.4629(2) 0.0786(8) Uani d . 1 1 . .
O O11 0.1432(4) 0.4189(2) 0.2724(2) 0.0852(9) Uani d . 1 1 . .
O O12 0.2101(4) 0.2893(2) 0.3038(2) 0.0847(9) Uani d . 1 1 . .
O O13 0.0179(4) 0.3630(2) 0.37160(19) 0.0840(9) Uani d . 1 1 . .
O O14 0.2177(6) 0.1163(3) 0.7663(3) 0.1230(14) Uani d . 1 1 A .
O O15 0.3597(4) 0.2733(3) 0.8616(2) 0.0997(11) Uani d . 1 1 A .
O O16 0.0893(4) 0.2409(3) 0.7701(2) 0.1097(13) Uani d . 1 1 A .
C C1 -0.0696(8) 0.0775(4) 0.4247(4) 0.123(2) Uani d D 1 1 . .
H H1A -0.0516 0.0220 0.4332 0.147 Uiso calc R 1 1 . .
H H1B -0.1663 0.0569 0.3756 0.147 Uiso calc R 1 1 . .
C C2 -0.1070(8) 0.1365(4) 0.5015(5) 0.126(2) Uani d D 1 1 . .
H H2A -0.2216 0.1112 0.5003 0.151 Uiso calc R 1 1 . .
H H2B -0.0360 0.1363 0.5531 0.151 Uiso calc R 1 1 . .
C C3 -0.0934(6) 0.2894(4) 0.5921(3) 0.0826(14) Uani d . 1 1 . .
H H3A -0.0304 0.2759 0.6379 0.099 Uiso calc R 1 1 . .
H H3B -0.2082 0.2803 0.5960 0.099 Uiso calc R 1 1 . .
C C4 -0.0214(5) 0.3892(3) 0.6038(3) 0.0817(13) Uani d . 1 1 . .
H H4A -0.0780 0.4013 0.5554 0.098 Uiso calc R 1 1 . .
H H4B -0.0341 0.4331 0.6585 0.098 Uiso calc R 1 1 . .
C C5 0.2332(6) 0.4879(3) 0.6108(3) 0.0809(13) Uani d . 1 1 . .
H H5A 0.2289 0.5378 0.6641 0.097 Uiso calc R 1 1 . .
H H5B 0.1839 0.4991 0.5603 0.097 Uiso calc R 1 1 . .
C C6 0.4105(5) 0.4838(3) 0.6120(3) 0.0757(12) Uani d . 1 1 . .
H H6A 0.4787 0.5441 0.6194 0.091 Uiso calc R 1 1 . .
H H6B 0.4567 0.4683 0.6603 0.091 Uiso calc R 1 1 . .
C C7 0.5549(5) 0.3840(3) 0.5322(3) 0.0743(12) Uani d . 1 1 . .
H H7A 0.5894 0.3757 0.5864 0.089 Uiso calc R 1 1 . .
H H7B 0.6434 0.4310 0.5294 0.089 Uiso calc R 1 1 . .
C C8 0.5207(5) 0.2915(3) 0.4533(3) 0.0769(12) Uani d . 1 1 . .
H H8A 0.4837 0.2992 0.3990 0.092 Uiso calc R 1 1 . .
H H8B 0.6211 0.2701 0.4515 0.092 Uiso calc R 1 1 . .
C C9 0.3475(7) 0.1367(3) 0.3907(4) 0.0943(16) Uani d . 1 1 . .
H H9A 0.4395 0.1080 0.3884 0.113 Uiso calc R 1 1 . .
H H9B 0.3149 0.1438 0.3357 0.113 Uiso calc R 1 1 . .
C C10 0.2015(7) 0.0758(3) 0.4046(4) 0.0973(16) Uani d . 1 1 . .
H H10A 0.1694 0.0127 0.3588 0.117 Uiso calc R 1 1 . .
H H10B 0.2321 0.0718 0.4612 0.117 Uiso calc R 1 1 . .
O O6 0.4038(7) 0.3119(5) 1.0723(4) 0.0780(16) Uani d PD 0.55 1 A 1
O O7 0.4955(9) 0.1478(4) 0.9969(5) 0.085(2) Uani d PD 0.55 1 A 1
O O8 0.7302(8) 0.1748(6) 0.9068(6) 0.094(3) Uani d PD 0.55 1 A 1
O O9 0.8806(8) 0.3433(5) 1.0235(5) 0.100(2) Uani d PD 0.55 1 A 1
O O10 0.6642(9) 0.4528(5) 1.0732(5) 0.111(2) Uani d PD 0.55 1 A 1
C C11 0.3517(17) 0.2311(6) 1.0891(9) 0.092(3) Uani d PD 0.55 1 A 1
H H11A 0.2451 0.2301 1.1038 0.110 Uiso calc PR 0.55 1 A 1
H H11B 0.4315 0.2349 1.1398 0.110 Uiso calc PR 0.55 1 A 1
C C12 0.3349(14) 0.1412(9) 1.0124(9) 0.083(4) Uani d PD 0.55 1 A 1
H H12A 0.2998 0.0873 1.0265 0.099 Uiso calc PR 0.55 1 A 1
H H12B 0.2542 0.1351 0.9609 0.099 Uiso calc PR 0.55 1 A 1
C C13 0.5037(15) 0.0754(7) 0.9207(8) 0.102(4) Uani d PD 0.55 1 A 1
H H13A 0.4324 0.0765 0.8696 0.123 Uiso calc PR 0.55 1 A 1
H H13B 0.4623 0.0153 0.9237 0.123 Uiso calc PR 0.55 1 A 1
C C14 0.6777(19) 0.0846(9) 0.9097(12) 0.096(6) Uani d PD 0.55 1 A 1
H H14A 0.7502 0.0807 0.9588 0.116 Uiso calc PR 0.55 1 A 1
H H14B 0.6798 0.0351 0.8556 0.116 Uiso calc PR 0.55 1 A 1
C C15 0.9060(10) 0.1998(9) 0.9349(11) 0.090(4) Uani d PD 0.55 1 A 1
H H15A 0.9522 0.1652 0.8882 0.107 Uiso calc PR 0.55 1 A 1
H H15B 0.9413 0.1860 0.9859 0.107 Uiso calc PR 0.55 1 A 1
C C16 0.9630(12) 0.3044(8) 0.9581(8) 0.085(4) Uani d PD 0.55 1 A 1
H H16A 1.0829 0.3278 0.9809 0.102 Uiso calc PR 0.55 1 A 1
H H16B 0.9300 0.3187 0.9071 0.102 Uiso calc PR 0.55 1 A 1
C C17 0.933(2) 0.4411(7) 1.0672(11) 0.108(5) Uani d PD 0.55 1 A 1
H H17A 0.9393 0.4671 1.0230 0.129 Uiso calc PR 0.55 1 A 1
H H17B 1.0449 0.4577 1.1036 0.129 Uiso calc PR 0.55 1 A 1
C C18 0.8304(10) 0.4900(9) 1.1248(8) 0.099(7) Uani d PD 0.55 1 A 1
H H18A 0.8416 0.4775 1.1778 0.118 Uiso calc PR 0.55 1 A 1
H H18B 0.8658 0.5575 1.1418 0.118 Uiso calc PR 0.55 1 A 1
C C19 0.5348(15) 0.4655(10) 1.1164(10) 0.125(5) Uani d PD 0.55 1 A 1
H H19A 0.4417 0.4680 1.0757 0.150 Uiso calc PR 0.55 1 A 1
H H19B 0.5737 0.5265 1.1655 0.150 Uiso calc PR 0.55 1 A 1
C C20 0.470(2) 0.3941(8) 1.1513(8) 0.099(6) Uani d PD 0.55 1 A 1
H H20A 0.5585 0.3869 1.1911 0.118 Uiso calc PR 0.55 1 A 1
H H20B 0.3842 0.4106 1.1812 0.118 Uiso calc PR 0.55 1 A 1
O O6' 0.3803(12) 0.2310(8) 1.0416(6) 0.112(4) Uani d PD 0.45 1 A 2
O O7' 0.5950(12) 0.1367(6) 0.9737(7) 0.108(3) Uani d PD 0.45 1 A 2
O O8' 0.8220(11) 0.2517(6) 0.9298(6) 0.098(2) Uani d PD 0.45 1 A 2
O O9' 0.8282(9) 0.4264(6) 1.0408(6) 0.096(3) Uani d PD 0.45 1 A 2
O O10' 0.5751(15) 0.4058(6) 1.1183(6) 0.130(4) Uani d PD 0.45 1 A 2
C C11' 0.382(3) 0.1423(11) 1.0431(11) 0.106(8) Uani d PD 0.45 1 A 2
H H11C 0.2735 0.1097 1.0441 0.127 Uiso calc PR 0.45 1 A 2
H H11D 0.4639 0.1491 1.0945 0.127 Uiso calc PR 0.45 1 A 2
C C12' 0.4276(15) 0.0896(13) 0.9594(11) 0.107(6) Uani d PD 0.45 1 A 2
H H12C 0.4160 0.0242 0.9501 0.128 Uiso calc PR 0.45 1 A 2
H H12D 0.3580 0.0924 0.9088 0.128 Uiso calc PR 0.45 1 A 2
C C13' 0.643(2) 0.0950(14) 0.8934(13) 0.127(11) Uani d PD 0.45 1 A 2
H H13C 0.5706 0.0979 0.8436 0.153 Uiso calc PR 0.45 1 A 2
H H13D 0.6438 0.0302 0.8808 0.153 Uiso calc PR 0.45 1 A 2
C C14' 0.819(2) 0.1582(8) 0.9158(15) 0.111(8) Uani d PD 0.45 1 A 2
H H14C 0.8849 0.1573 0.9685 0.134 Uiso calc PR 0.45 1 A 2
H H14D 0.8704 0.1330 0.8681 0.134 Uiso calc PR 0.45 1 A 2
C C15' 0.964(2) 0.3298(13) 0.9621(12) 0.182(14) Uani d PD 0.45 1 A 2
H H15C 0.9604 0.3603 0.9211 0.218 Uiso calc PR 0.45 1 A 2
H H15D 1.0624 0.3067 0.9631 0.218 Uiso calc PR 0.45 1 A 2
C C16' 0.9809(15) 0.4026(12) 1.0529(12) 0.099(6) Uani d PD 0.45 1 A 2
H H16C 0.9921 0.3764 1.0971 0.118 Uiso calc PR 0.45 1 A 2
H H16D 1.0751 0.4565 1.0693 0.118 Uiso calc PR 0.45 1 A 2
C C17' 0.812(3) 0.4761(18) 1.1276(9) 0.175(16) Uani d PD 0.45 1 A 2
H H17C 0.9005 0.5344 1.1553 0.210 Uiso calc PR 0.45 1 A 2
H H17D 0.8299 0.4387 1.1617 0.210 Uiso calc PR 0.45 1 A 2
C C18' 0.648(2) 0.4992(8) 1.1327(12) 0.125(6) Uani d PD 0.45 1 A 2
H H18C 0.6494 0.5447 1.1899 0.150 Uiso calc PR 0.45 1 A 2
H H18D 0.6026 0.5171 1.0860 0.150 Uiso calc PR 0.45 1 A 2
C C19' 0.4106(17) 0.3922(12) 1.1280(14) 0.095(6) Uani d PD 0.45 1 A 2
H H19C 0.3372 0.3996 1.0814 0.114 Uiso calc PR 0.45 1 A 2
H H19D 0.4062 0.4367 1.1845 0.114 Uiso calc PR 0.45 1 A 2
C C20' 0.362(2) 0.2922(10) 1.1220(9) 0.105(5) Uani d PD 0.45 1 A 2
H H20C 0.4322 0.2866 1.1708 0.126 Uiso calc PR 0.45 1 A 2
H H20D 0.2470 0.2759 1.1252 0.126 Uiso calc PR 0.45 1 A 2
C C21 -0.1712(5) 0.1594(3) 0.2119(3) 0.0723(11) Uani d . 1 1 . .
C C22 -0.1165(6) 0.0862(3) 0.1972(3) 0.0857(14) Uani d . 1 1 . .
H H22A -0.1623 0.0414 0.2169 0.103 Uiso calc R 1 1 . .
C C23 0.5175(6) 0.2014(4) 0.6936(3) 0.0930(15) Uani d D 1 1 . .
C C24 0.6631(7) 0.2484(4) 0.7327(3) 0.1042(18) Uani d D 1 1 A .
H H24A 0.7502 0.2201 0.7339 0.125 Uiso calc R 1 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Na1 O2 . . 68.31(12) ?
O1 Na1 O4 . . 137.10(12) ?
O2 Na1 O4 . . 133.84(13) ?
O1 Na1 O13 . . 118.23(13) ?
O2 Na1 O13 . . 99.92(12) ?
O4 Na1 O13 . . 95.82(11) ?
O1 Na1 O5 . . 69.23(12) ?
O2 Na1 O5 . . 121.52(12) ?
O4 Na1 O5 . . 68.16(11) ?
O13 Na1 O5 . . 135.41(12) ?
O1 Na1 O3 . . 127.39(12) ?
O2 Na1 O3 . . 68.27(12) ?
O4 Na1 O3 . . 66.85(11) ?
O13 Na1 O3 . . 97.24(11) ?
O5 Na1 O3 . . 112.06(11) ?
O1 Na1 O12 . . 93.38(11) ?
O2 Na1 O12 . . 137.70(12) ?
O4 Na1 O12 . . 85.79(10) ?
O13 Na1 O12 . . 54.35(10) ?
O5 Na1 O12 . . 82.33(10) ?
O3 Na1 O12 . . 139.14(11) ?
O1 Na1 S2 . . 107.27(10) ?
O2 Na1 S2 . . 120.56(10) ?
O4 Na1 S2 . . 91.16(8) ?
O13 Na1 S2 . . 27.02(7) ?
O5 Na1 S2 . . 109.18(9) ?
O3 Na1 S2 . . 119.74(9) ?
O12 Na1 S2 . . 27.34(6) ?
O15 Na2 O8' . . 116.7(2) ?
O15 Na2 O10 . . 107.5(2) ?
O8' Na2 O10 . . 107.4(3) ?
O15 Na2 O6 . . 89.46(18) ?
O8' Na2 O6 . . 151.6(3) ?
O10 Na2 O6 . . 72.0(2) ?
O15 Na2 O9 . . 143.1(2) ?
O8' Na2 O9 . . 39.7(3) ?
O10 Na2 O9 . . 70.4(2) ?
O6 Na2 O9 . . 122.4(2) ?
O15 Na2 O6' . . 88.3(3) ?
O8' Na2 O6' . . 134.8(4) ?
O10 Na2 O6' . . 98.8(3) ?
O6 Na2 O6' . . 27.7(3) ?
O9 Na2 O6' . . 128.6(3) ?
O15 Na2 O7 . . 101.9(2) ?
O8' Na2 O7 . . 92.7(3) ?
O10 Na2 O7 . . 130.9(3) ?
O6 Na2 O7 . . 69.8(2) ?
O9 Na2 O7 . . 106.3(3) ?
O6' Na2 O7 . . 43.4(3) ?
O15 Na2 O9' . . 125.0(2) ?
O8' Na2 O9' . . 67.9(3) ?
O10 Na2 O9' . . 39.5(3) ?
O6 Na2 O9' . . 107.3(3) ?
O9 Na2 O9' . . 33.6(3) ?
O6' Na2 O9' . . 129.1(3) ?
O7 Na2 O9' . . 133.1(3) ?
O15 Na2 O8 . . 106.7(2) ?
O8' Na2 O8 . . 28.6(3) ?
O10 Na2 O8 . . 134.5(3) ?
O6 Na2 O8 . . 137.0(3) ?
O9 Na2 O8 . . 64.2(2) ?
O6' Na2 O8 . . 111.4(4) ?
O7 Na2 O8 . . 68.0(3) ?
O9' Na2 O8 . . 95.6(3) ?
O15 Na2 O7' . . 110.4(2) ?
O8' Na2 O7' . . 69.3(3) ?
O10 Na2 O7' . . 138.6(3) ?
O6 Na2 O7' . . 92.2(3) ?
O9 Na2 O7' . . 88.4(3) ?
O6' Na2 O7' . . 66.8(4) ?
O7 Na2 O7' . . 23.5(3) ?
O9' Na2 O7' . . 120.5(3) ?
O8 Na2 O7' . . 45.0(4) ?
O15 Na2 O10' . . 112.3(3) ?
O8' Na2 O10' . . 126.2(4) ?
O10 Na2 O10' . . 34.3(3) ?
O6 Na2 O10' . . 40.8(3) ?
O9 Na2 O10' . . 87.0(3) ?
O6' Na2 O10' . . 65.4(4) ?
O7 Na2 O10' . . 98.1(3) ?
O9' Na2 O10' . . 66.5(4) ?
O8 Na2 O10' . . 140.7(4) ?
O7' Na2 O10' . . 112.8(4) ?
O15 Na2 C19 . . 97.5(3) ?
O8' Na2 C19 . . 132.2(3) ?
O10 Na2 C19 . . 26.3(2) ?
O6 Na2 C19 . . 46.6(3) ?
O9 Na2 C19 . . 93.1(3) ?
O6' Na2 C19 . . 74.1(3) ?
O7 Na2 C19 . . 112.8(3) ?
O9' Na2 C19 . . 65.2(3) ?
O8 Na2 C19 . . 155.2(4) ?
O7' Na2 C19 . . 130.3(4) ?
O10' Na2 C19 . . 18.3(4) ?
C21 S1 S2 . . 100.39(15) ?
O12 S2 O11 . . 116.0(2) ?
O12 S2 O13 . . 111.5(2) ?
O11 S2 O13 . . 115.70(19) ?
O12 S2 S1 . . 106.39(14) ?
O11 S2 S1 . . 99.14(14) ?
O13 S2 S1 . . 106.32(14) ?
O12 S2 Na1 . . 61.45(14) ?
O11 S2 Na1 . . 141.11(14) ?
O13 S2 Na1 . . 50.06(13) ?
S1 S2 Na1 . . 119.20(6) ?
C23 S3 S4 . . 100.79(17) ?
O14 S4 O15 . . 112.8(3) ?
O14 S4 O16 . . 116.0(3) ?
O15 S4 O16 . . 114.3(2) ?
O14 S4 S3 . . 106.64(17) ?
O15 S4 S3 . . 105.45(15) ?
O16 S4 S3 . . 99.79(15) ?
C10 O1 C1 . . 115.6(4) ?
C10 O1 Na1 . . 115.0(3) ?
C1 O1 Na1 . . 115.6(3) ?
C2 O2 C3 . . 111.5(4) ?
C2 O2 Na1 . . 114.7(3) ?
C3 O2 Na1 . . 114.8(3) ?
C4 O3 C5 . . 114.4(3) ?
C4 O3 Na1 . . 104.6(3) ?
C5 O3 Na1 . . 104.4(3) ?
C7 O4 C6 . . 112.6(3) ?
C7 O4 Na1 . . 115.3(2) ?
C6 O4 Na1 . . 116.1(2) ?
C8 O5 C9 . . 112.7(4) ?
C8 O5 Na1 . . 105.6(2) ?
C9 O5 Na1 . . 105.5(3) ?
S2 O12 Na1 . . 91.22(16) ?
S2 O13 Na1 . . 102.92(17) ?
S4 O15 Na2 . . 148.2(2) ?
O1 C1 C2 . . 116.3(5) ?
O1 C1 H1A . . 108.2 ?
C2 C1 H1A . . 108.2 ?
O1 C1 H1B . . 108.2 ?
C2 C1 H1B . . 108.2 ?
H1A C1 H1B . . 107.4 ?
O2 C2 C1 . . 112.8(5) ?
O2 C2 H2A . . 109.0 ?
C1 C2 H2A . . 109.0 ?
O2 C2 H2B . . 109.0 ?
C1 C2 H2B . . 109.0 ?
H2A C2 H2B . . 107.8 ?
O2 C3 C4 . . 107.9(4) ?
O2 C3 H3A . . 110.1 ?
C4 C3 H3A . . 110.1 ?
O2 C3 H3B . . 110.1 ?
C4 C3 H3B . . 110.1 ?
H3A C3 H3B . . 108.4 ?
O3 C4 C3 . . 106.9(4) ?
O3 C4 H4A . . 110.3 ?
C3 C4 H4A . . 110.3 ?
O3 C4 H4B . . 110.3 ?
C3 C4 H4B . . 110.3 ?
H4A C4 H4B . . 108.6 ?
O3 C5 C6 . . 105.6(4) ?
O3 C5 H5A . . 110.6 ?
C6 C5 H5A . . 110.6 ?
O3 C5 H5B . . 110.6 ?
C6 C5 H5B . . 110.6 ?
H5A C5 H5B . . 108.8 ?
O4 C6 C5 . . 107.2(3) ?
O4 C6 H6A . . 110.3 ?
C5 C6 H6A . . 110.3 ?
O4 C6 H6B . . 110.3 ?
C5 C6 H6B . . 110.3 ?
H6A C6 H6B . . 108.5 ?
O4 C7 C8 . . 108.1(3) ?
O4 C7 H7A . . 110.1 ?
C8 C7 H7A . . 110.1 ?
O4 C7 H7B . . 110.1 ?
C8 C7 H7B . . 110.1 ?
H7A C7 H7B . . 108.4 ?
O5 C8 C7 . . 107.2(4) ?
O5 C8 H8A . . 110.3 ?
C7 C8 H8A . . 110.3 ?
O5 C8 H8B . . 110.3 ?
C7 C8 H8B . . 110.3 ?
H8A C8 H8B . . 108.5 ?
O5 C9 C10 . . 107.5(4) ?
O5 C9 H9A . . 110.2 ?
C10 C9 H9A . . 110.2 ?
O5 C9 H9B . . 110.2 ?
C10 C9 H9B . . 110.2 ?
H9A C9 H9B . . 108.5 ?
O1 C10 C9 . . 107.7(4) ?
O1 C10 H10A . . 110.2 ?
C9 C10 H10A . . 110.2 ?
O1 C10 H10B . . 110.2 ?
C9 C10 H10B . . 110.2 ?
H10A C10 H10B . . 108.5 ?
C11 O6 C20 . . 111.8(10) ?
C11 O6 Na2 . . 112.6(7) ?
C20 O6 Na2 . . 114.0(8) ?
C13 O7 C12 . . 114.7(10) ?
C13 O7 Na2 . . 104.8(7) ?
C12 O7 Na2 . . 108.1(7) ?
C15 O8 C14 . . 104.7(10) ?
C15 O8 Na2 . . 118.9(7) ?
C14 O8 Na2 . . 116.4(7) ?
C17 O9 C16 . . 115.2(9) ?
C17 O9 Na2 . . 110.1(8) ?
C16 O9 Na2 . . 113.8(6) ?
C18 O10 C19 . . 118.2(10) ?
C18 O10 Na2 . . 117.8(7) ?
C19 O10 Na2 . . 105.4(7) ?
O6 C11 C12 . . 113.0(12) ?
O6 C11 H11A . . 109.0 ?
C12 C11 H11A . . 109.0 ?
O6 C11 H11B . . 109.0 ?
C12 C11 H11B . . 109.0 ?
H11A C11 H11B . . 107.8 ?
O7 C12 C11 . . 105.2(10) ?
O7 C12 H12A . . 110.7 ?
C11 C12 H12A . . 110.7 ?
O7 C12 H12B . . 110.7 ?
C11 C12 H12B . . 110.7 ?
H12A C12 H12B . . 108.8 ?
O7 C13 C14 . . 112.1(11) ?
O7 C13 Na2 . . 49.4(5) ?
C14 C13 Na2 . . 86.1(8) ?
O7 C13 H13A . . 109.2 ?
C14 C13 H13A . . 109.2 ?
Na2 C13 H13A . . 80.2 ?
O7 C13 H13B . . 109.2 ?
C14 C13 H13B . . 109.2 ?
Na2 C13 H13B . . 158.2 ?
H13A C13 H13B . . 107.9 ?
O8 C14 C13 . . 105.8(11) ?
O8 C14 H14A . . 110.6 ?
C13 C14 H14A . . 110.6 ?
O8 C14 H14B . . 110.6 ?
C13 C14 H14B . . 110.6 ?
H14A C14 H14B . . 108.7 ?
O8 C15 C16 . . 106.0(9) ?
O8 C15 H15A . . 110.5 ?
C16 C15 H15A . . 110.5 ?
O8 C15 H15B . . 110.5 ?
C16 C15 H15B . . 110.5 ?
H15A C15 H15B . . 108.7 ?
O9 C16 C15 . . 103.3(10) ?
O9 C16 H16A . . 111.1 ?
C15 C16 H16A . . 111.1 ?
O9 C16 H16B . . 111.1 ?
C15 C16 H16B . . 111.1 ?
H16A C16 H16B . . 109.1 ?
O9 C17 C18 . . 118.6(11) ?
O9 C17 H17A . . 107.7 ?
C18 C17 H17A . . 107.7 ?
O9 C17 H17B . . 107.7 ?
C18 C17 H17B . . 107.7 ?
H17A C17 H17B . . 107.1 ?
O10 C18 C17 . . 105.5(10) ?
O10 C18 H18A . . 110.6 ?
C17 C18 H18A . . 110.6 ?
O10 C18 H18B . . 110.6 ?
C17 C18 H18B . . 110.6 ?
H18A C18 H18B . . 108.8 ?
O10 C19 C20 . . 118.4(14) ?
O10 C19 Na2 . . 48.4(6) ?
C20 C19 Na2 . . 82.3(8) ?
O10 C19 H19A . . 107.7 ?
C20 C19 H19A . . 107.7 ?
Na2 C19 H19A . . 91.5 ?
O10 C19 H19B . . 107.7 ?
C20 C19 H19B . . 107.7 ?
Na2 C19 H19B . . 154.3 ?
H19A C19 H19B . . 107.1 ?
O6 C20 C19 . . 101.2(10) ?
O6 C20 H20A . . 111.5 ?
C19 C20 H20A . . 111.5 ?
O6 C20 H20B . . 111.5 ?
C19 C20 H20B . . 111.5 ?
H20A C20 H20B . . 109.3 ?
C20' O6' C11' . . 110.7(12) ?
C20' O6' Na2 . . 118.8(9) ?
C11' O6' Na2 . . 115.6(10) ?
C12' O7' C13' . . 107.0(13) ?
C12' O7' Na2 . . 103.6(10) ?
C13' O7' Na2 . . 101.2(11) ?
C14' O8' C15' . . 127.3(16) ?
C14' O8' Na2 . . 111.8(9) ?
C15' O8' Na2 . . 113.5(11) ?
C16' O9' C17' . . 105.4(11) ?
C16' O9' Na2 . . 114.6(8) ?
C17' O9' Na2 . . 104.8(12) ?
C18' O10' C19' . . 112.4(13) ?
C18' O10' Na2 . . 112.7(9) ?
C19' O10' Na2 . . 109.8(11) ?
O6' C11' C12' . . 104.8(14) ?
O6' C11' H11C . . 110.8 ?
C12' C11' H11C . . 110.8 ?
O6' C11' H11D . . 110.8 ?
C12' C11' H11D . . 110.8 ?
H11C C11' H11D . . 108.9 ?
O7' C12' C11' . . 103.9(17) ?
O7' C12' Na2 . . 50.4(8) ?
C11' C12' Na2 . . 83.3(11) ?
O7' C12' H12C . . 111.0 ?
C11' C12' H12C . . 111.0 ?
Na2 C12' H12C . . 160.1 ?
O7' C12' H12D . . 111.0 ?
C11' C12' H12D . . 111.0 ?
Na2 C12' H12D . . 76.7 ?
H12C C12' H12D . . 109.0 ?
O7' C13' C14' . . 101.0(14) ?
O7' C13' Na2 . . 51.6(8) ?
C14' C13' Na2 . . 79.5(10) ?
O7' C13' H13C . . 111.6 ?
C14' C13' H13C . . 111.6 ?
Na2 C13' H13C . . 77.1 ?
O7' C13' H13D . . 111.6 ?
C14' C13' H13D . . 111.6 ?
Na2 C13' H13D . . 162.5 ?
H13C C13' H13D . . 109.4 ?
O8' C14' C13' . . 113.1(16) ?
O8' C14' H14C . . 109.0 ?
C13' C14' H14C . . 109.0 ?
O8' C14' H14D . . 109.0 ?
C13' C14' H14D . . 109.0 ?
H14C C14' H14D . . 107.8 ?
O8' C15' C16' . . 115.5(14) ?
O8' C15' H15C . . 108.4 ?
C16' C15' H15C . . 108.4 ?
O8' C15' H15D . . 108.4 ?
C16' C15' H15D . . 108.4 ?
H15C C15' H15D . . 107.5 ?
O9' C16' C15' . . 101.1(15) ?
O9' C16' H16C . . 111.5 ?
C15' C16' H16C . . 111.5 ?
O9' C16' H16D . . 111.5 ?
C15' C16' H16D . . 111.5 ?
H16C C16' H16D . . 109.4 ?
O9' C17' C18' . . 115.5(14) ?
O9' C17' H17C . . 108.4 ?
C18' C17' H17C . . 108.4 ?
O9' C17' H17D . . 108.4 ?
C18' C17' H17D . . 108.4 ?
H17C C17' H17D . . 107.5 ?
O10' C18' C17' . . 89.7(15) ?
O10' C18' H18C . . 113.7 ?
C17' C18' H18C . . 113.7 ?
O10' C18' H18D . . 113.7 ?
C17' C18' H18D . . 113.7 ?
H18C C18' H18D . . 110.9 ?
O10' C19' C20' . . 104.7(13) ?
O10' C19' H19C . . 110.8 ?
C20' C19' H19C . . 110.8 ?
O10' C19' H19D . . 110.8 ?
C20' C19' H19D . . 110.8 ?
H19C C19' H19D . . 108.9 ?
O6' C20' C19' . . 108.7(15) ?
O6' C20' H20C . . 110.0 ?
C19' C20' H20C . . 110.0 ?
O6' C20' H20D . . 110.0 ?
C19' C20' H20D . . 110.0 ?
H20C C20' H20D . . 108.3 ?
C22 C21 S1 . . 127.3(4) ?
C22 C21 Cl2 . . 116.0(4) ?
S1 C21 Cl2 . . 116.6(3) ?
C21 C22 Cl1 . . 123.1(4) ?
C21 C22 H22A . . 118.4 ?
Cl1 C22 H22A . . 118.4 ?
C24 C23 S3 . . 131.6(5) ?
C24 C23 Cl4 . . 110.9(5) ?
S3 C23 Cl4 . . 117.3(3) ?
C23 C24 Cl3 . . 117.1(5) ?
C23 C24 H24A . . 121.5 ?
Cl3 C24 H24A . . 121.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Na1 O1 . 2.417(3) ?
Na1 O2 . 2.432(3) ?
Na1 O4 . 2.442(3) ?
Na1 O13 . 2.447(3) ?
Na1 O5 . 2.452(3) ?
Na1 O3 . 2.482(3) ?
Na1 O12 . 2.732(4) ?
Na1 S2 . 3.110(2) ?
Na2 O15 . 2.305(4) ?
Na2 O8' . 2.389(7) ?
Na2 O10 . 2.390(7) ?
Na2 O6 . 2.396(6) ?
Na2 O9 . 2.415(7) ?
Na2 O6' . 2.434(8) ?
Na2 O7 . 2.439(6) ?
Na2 O9' . 2.457(7) ?
Na2 O8 . 2.466(6) ?
Na2 O7' . 2.471(8) ?
Na2 O10' . 2.482(8) ?
Na2 C19 . 3.084(13) ?
S1 C21 . 1.742(5) ?
S1 S2 . 2.1367(17) ?
S2 O12 . 1.428(3) ?
S2 O11 . 1.432(3) ?
S2 O13 . 1.449(3) ?
S3 C23 . 1.734(5) ?
S3 S4 . 2.1368(16) ?
S4 O14 . 1.416(4) ?
S4 O15 . 1.417(3) ?
S4 O16 . 1.419(3) ?
Cl1 C22 . 1.715(5) ?
Cl2 C21 . 1.768(5) ?
Cl3 C24 . 1.742(6) ?
Cl4 C23 . 1.830(6) ?
O1 C10 . 1.401(5) ?
O1 C1 . 1.402(6) ?
O2 C2 . 1.398(6) ?
O2 C3 . 1.407(5) ?
O3 C4 . 1.406(5) ?
O3 C5 . 1.409(5) ?
O4 C7 . 1.408(5) ?
O4 C6 . 1.416(5) ?
O5 C8 . 1.407(5) ?
O5 C9 . 1.422(5) ?
C1 C2 . 1.420(6) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.509(6) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.509(6) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C8 . 1.520(6) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C10 . 1.520(7) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
O6 C11 . 1.411(8) ?
O6 C20 . 1.419(9) ?
O7 C13 . 1.402(8) ?
O7 C12 . 1.414(9) ?
O8 C15 . 1.414(9) ?
O8 C14 . 1.431(10) ?
O9 C17 . 1.396(9) ?
O9 C16 . 1.413(8) ?
O10 C18 . 1.412(8) ?
O10 C19 . 1.415(9) ?
C11 C12 . 1.503(9) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C14 . 1.498(10) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C15 C16 . 1.515(9) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 C18 . 1.507(10) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C19 C20 . 1.501(10) ?
C19 H19A . 0.9700 ?
C19 H19B . 0.9700 ?
C20 H20A . 0.9700 ?
C20 H20B . 0.9700 ?
O6' C20' . 1.407(9) ?
O6' C11' . 1.413(10) ?
O7' C12' . 1.406(9) ?
O7' C13' . 1.437(10) ?
O8' C14' . 1.405(9) ?
O8' C15' . 1.415(10) ?
O9' C16' . 1.413(10) ?
O9' C17' . 1.430(10) ?
O10' C18' . 1.403(9) ?
O10' C19' . 1.410(10) ?
C11' C12' . 1.510(10) ?
C11' H11C . 0.9700 ?
C11' H11D . 0.9700 ?
C12' H12C . 0.9700 ?
C12' H12D . 0.9700 ?
C13' C14' . 1.529(10) ?
C13' H13C . 0.9700 ?
C13' H13D . 0.9700 ?
C14' H14C . 0.9700 ?
C14' H14D . 0.9700 ?
C15' C16' . 1.510(10) ?
C15' H15C . 0.9700 ?
C15' H15D . 0.9700 ?
C16' H16C . 0.9700 ?
C16' H16D . 0.9700 ?
C17' C18' . 1.508(10) ?
C17' H17C . 0.9700 ?
C17' H17D . 0.9700 ?
C18' H18C . 0.9700 ?
C18' H18D . 0.9700 ?
C19' C20' . 1.518(10) ?
C19' H19C . 0.9700 ?
C19' H19D . 0.9700 ?
C20' H20C . 0.9700 ?
C20' H20D . 0.9700 ?
C21 C22 . 1.282(6) ?
C22 H22A . 0.9300 ?
C23 C24 . 1.241(6) ?
C24 H24A . 0.9300 ?
