#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/95/2019551.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_2019551
loop_
_publ_author_name
'Vo, Quan V.'
'Trenerry, Craige'
'Rochfort, Simone'
'White, Jonathan'
'Hughes, Andrew B.'
_publ_section_title
;
 Preparation and X-ray analysis of potassium
 (2,3-dichlorophenyl)glucosinolate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              588
_journal_page_last               594
_journal_paper_doi               10.1107/S2053229614009115
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac
'K+, C13 H14 Cl2 N O9 S2 -, C1 H4 O1, C2 H6 O1'
_chemical_formula_moiety
'K+, C13 H14 Cl2 N O9 S2 -, C1 H4 O1, C2 H6 O1'
_chemical_formula_sum            'C16 H24 Cl2 K N O11 S2'
_chemical_formula_weight         580.48
_chemical_name_systematic
;
Potassium 2,3-dichlorophenylglucosinolate--ethanol--methanol (1/1/1)
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.00430(10)
_cell_length_b                   15.5208(4)
_cell_length_c                   19.4586(4)
_cell_measurement_reflns_used    8197
_cell_measurement_temperature    115.00(10)
_cell_measurement_theta_max      77.4068
_cell_measurement_theta_min      2.8447
_cell_volume                     2417.40(9)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2012)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2012)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2012)
;
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2008)'
_diffrn_ambient_temperature      115.00(10)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Agilent SuperNova (Dual, Cu at zero, Atlas)'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            17993
_diffrn_reflns_theta_full        67.680
_diffrn_reflns_theta_max         77.615
_diffrn_reflns_theta_min         3.643
_exptl_absorpt_coefficient_mu    6.088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2012)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_description       needle
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.648
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.036
_refine_diff_density_max         0.768
_refine_diff_density_min         -0.844
_refine_ls_abs_structure_details
;
Flack x determined using 1921 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons et al., 2013)
;
_refine_ls_abs_structure_Flack   0.010(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         5041
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0536
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0865P)²+3.0655P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1413
_refine_ls_wR_factor_ref         0.1458
_reflns_number_gt                4725
_reflns_number_total             5041
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sf3222sup1.cif
_cod_data_source_block           11
_cod_depositor_comments
'Adding full bibliography for 2019550--2019551.cif.'
_cod_database_code               2019551
_cod_database_fobs_code          2019551
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.110
_shelx_estimated_absorpt_t_max   0.811
_shelxl_version_number           2.014
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K K1 0.81320(13) -0.24630(7) 0.54647(5) 0.0245(2) Uani d 1 . .
S S1 0.89551(15) 0.07667(8) 0.29475(6) 0.0219(3) Uani d 1 . .
S S2 0.59342(18) -0.06282(10) 0.43921(8) 0.0350(3) Uani d 1 . .
Cl Cl1 0.7777(3) -0.10597(15) 0.17322(11) 0.0665(6) Uani d 1 . .
Cl Cl2 1.0311(6) -0.2152(2) 0.08482(12) 0.1080(14) Uani d 1 . .
O O3 1.0458(4) 0.2622(2) 0.08230(18) 0.0203(7) Uani d 1 . .
O O5 1.5311(4) 0.1603(3) 0.2366(2) 0.0267(8) Uani d 1 . .
O O2 0.8047(4) 0.1761(2) 0.16045(18) 0.0223(7) Uani d 1 . .
O O6 0.7190(5) -0.0153(3) 0.3848(2) 0.0291(8) Uani d 1 . .
O O1 1.1917(4) 0.0953(2) 0.23779(18) 0.0215(7) Uani d 1 . .
O O4 1.3631(4) 0.1715(3) 0.07274(19) 0.0264(8) Uani d 1 . .
N N1 0.8248(6) -0.0757(3) 0.3505(2) 0.0275(9) Uani d 1 . .
O O7 0.4930(7) -0.1219(4) 0.3995(3) 0.0570(15) Uani d 1 . .
O O8 0.5063(6) 0.0133(3) 0.4636(3) 0.0414(11) Uani d 1 . .
C C1 1.0208(6) 0.0930(3) 0.2187(3) 0.0212(10) Uani d 1 . .
H H1 1.0023 0.0438 0.1864 0.025 Uiso calc 1 . .
C C3 1.0813(6) 0.1843(3) 0.1183(3) 0.0184(9) Uani d 1 . .
H H3 1.0497 0.1355 0.0873 0.022 Uiso calc 1 . .
O O9 0.6961(7) -0.1038(4) 0.4892(3) 0.0527(14) Uani d 1 . .
C C7 0.9104(6) -0.0353(4) 0.3054(3) 0.0240(10) Uani d 1 . .
O O11 0.4829(10) 0.1584(4) 0.3734(3) 0.0644(17) Uani d 1 . .
H H11A 0.5067 0.1130 0.3948 0.097 Uiso calc 1 . .
C C16 0.334(2) 0.1827(10) 0.3897(8) 0.112(5) Uani d 1 . .
H H16A 0.3314 0.1995 0.4382 0.168 Uiso calc 1 . .
H H16B 0.2555 0.1351 0.3820 0.168 Uiso calc 1 . .
H H16C 0.3015 0.2320 0.3611 0.168 Uiso calc 1 . .
C C8 1.0288(7) -0.0883(4) 0.2635(3) 0.0294(12) Uani d 1 . .
C C9 0.9775(10) -0.1233(4) 0.2015(3) 0.0427(16) Uani d 1 . .
C C6 1.4737(6) 0.0837(3) 0.2030(3) 0.0267(11) Uani d 1 . .
H H6A 1.4803 0.0347 0.2354 0.032 Uiso calc 1 . .
H H6B 1.5476 0.0709 0.1635 0.032 Uiso calc 1 . .
O O10 0.1919(8) -0.0183(6) 0.5129(5) 0.099(3) Uani d 1 . .
H H10 0.2991 -0.0035 0.4973 0.08(3) Uiso d 1 A .
C C4 1.2672(6) 0.1744(3) 0.1345(2) 0.0208(10) Uani d 1 . .
H H4 1.3039 0.2255 0.1620 0.025 Uiso calc 1 . .
C C2 0.9727(6) 0.1770(3) 0.1828(2) 0.0176(9) Uani d 1 . .
H H2 0.9928 0.2272 0.2140 0.021 Uiso calc 1 . .
C C5 1.2961(6) 0.0930(3) 0.1778(3) 0.0222(10) Uani d 1 . .
H H5 1.2663 0.0413 0.1497 0.027 Uiso calc 1 . .
C C13 1.1917(8) -0.1008(4) 0.2867(4) 0.0406(15) Uani d 1 . .
H H13 1.2278 -0.0766 0.3290 0.049 Uiso calc 1 . .
C C10 1.0905(14) -0.1718(5) 0.1626(4) 0.060(2) Uani d 1 . .
C C12 1.3005(9) -0.1497(5) 0.2465(5) 0.054(2) Uani d 1 . .
H H12 1.4118 -0.1584 0.2620 0.064 Uiso calc 1 . .
C C11 1.2519(12) -0.1850(5) 0.1859(4) 0.061(3) Uani d 1 . .
H H11 1.3280 -0.2186 0.1597 0.073 Uiso calc 1 . .
C C14' 0.0611(12) 0.0318(9) 0.4869(5) 0.075(3) Uani d 0.52(5) A 1
H H14A -0.0084 -0.0075 0.4588 0.090 Uiso calc 0.52(5) A 1
H H14B 0.1128 0.0731 0.4544 0.090 Uiso calc 0.52(5) A 1
C C15' -0.050(5) 0.080(3) 0.5272(15) 0.099(11) Uani d 0.52(5) A 1
H H15A -0.1305 0.1092 0.4973 0.148 Uiso calc 0.52(5) A 1
H H15B -0.1102 0.0410 0.5584 0.148 Uiso calc 0.52(5) A 1
H H15C 0.0121 0.1224 0.5540 0.148 Uiso calc 0.52(5) A 1
C C14 0.0611(12) 0.0318(9) 0.4869(5) 0.075(3) Uani d 0.48(5) A 2
H H14C -0.0440 -0.0017 0.4849 0.090 Uiso calc 0.48(5) A 2
H H14D 0.0878 0.0534 0.4403 0.090 Uiso calc 0.48(5) A 2
C C15 0.048(5) 0.1024(18) 0.5358(12) 0.077(11) Uani d 0.48(5) A 2
H H15D -0.0421 0.1414 0.5215 0.115 Uiso calc 0.48(5) A 2
H H15E 0.0228 0.0794 0.5815 0.115 Uiso calc 0.48(5) A 2
H H15F 0.1536 0.1341 0.5373 0.115 Uiso calc 0.48(5) A 2
H H3A 1.083(7) 0.304(4) 0.106(3) 0.012(13) Uiso d 1 . .
H H2A 0.729(10) 0.178(5) 0.197(4) 0.05(2) Uiso d 1 . .
H H5A 1.515(13) 0.150(6) 0.287(5) 0.07(3) Uiso d 1 . .
H H4A 1.326(13) 0.107(7) 0.055(5) 0.07(3) Uiso d 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O2 K1 O9 2_655 . 83.25(14) yes
O2 K1 O7 2_655 3_546 100.10(16) yes
O9 K1 O7 . 3_546 168.68(19) yes
O2 K1 O3 2_655 4_745 152.88(12) yes
O9 K1 O3 . 4_745 73.85(13) ?
O7 K1 O3 3_546 4_745 99.86(16) ?
O2 K1 O4 2_655 2_755 90.35(11) yes
O9 K1 O4 . 2_755 93.23(17) yes
O7 K1 O4 3_546 2_755 76.01(15) yes
O3 K1 O4 4_745 2_755 76.91(11) ?
O2 K1 O3 2_655 2_655 59.46(10) yes
O9 K1 O3 . 2_655 79.97(14) yes
O7 K1 O3 3_546 2_655 111.09(16) yes
O3 K1 O3 4_745 2_655 127.98(9) yes
O4 K1 O3 2_755 2_655 149.51(11) yes
O2 K1 O4 2_655 4_745 130.97(10) yes
O9 K1 O4 . 4_745 82.14(16) yes
O7 K1 O4 3_546 4_745 103.20(15) yes
O3 K1 O4 4_745 4_745 60.61(10) ?
O4 K1 O4 2_755 4_745 136.94(9) yes
O3 K1 O4 2_655 4_745 71.98(10) yes
O2 K1 C3 2_655 4_745 170.01(12) ?
O9 K1 C3 . 4_745 87.52(14) ?
O7 K1 C3 3_546 4_745 89.69(16) ?
O3 K1 C3 4_745 4_745 22.77(11) ?
O4 K1 C3 2_755 4_745 94.00(11) ?
O3 K1 C3 2_655 4_745 115.14(10) ?
O4 K1 C3 4_745 4_745 43.23(10) ?
O2 K1 S2 2_655 3_546 118.66(9) ?
O9 K1 S2 . 3_546 155.30(12) ?
O7 K1 S2 3_546 3_546 18.59(13) ?
O3 K1 S2 4_745 3_546 81.92(8) ?
O4 K1 S2 2_755 3_546 76.46(8) ?
O3 K1 S2 2_655 3_546 119.94(8) ?
O4 K1 S2 4_745 3_546 90.17(8) ?
C3 K1 S2 4_745 3_546 71.17(8) ?
O2 K1 K1 2_655 3_446 91.78(8) ?
O9 K1 K1 . 3_446 61.72(14) ?
O7 K1 K1 3_546 3_446 128.52(13) ?
O3 K1 K1 4_745 3_446 90.01(8) ?
O4 K1 K1 2_755 3_446 154.39(10) ?
O3 K1 K1 2_655 3_446 38.03(7) ?
O4 K1 K1 4_745 3_446 40.71(7) ?
C3 K1 K1 4_745 3_446 80.44(8) ?
S2 K1 K1 3_546 3_446 123.94(5) ?
O2 K1 K1 2_655 3_546 132.91(8) ?
O9 K1 K1 . 3_546 99.84(12) ?
O7 K1 K1 3_546 3_546 69.91(14) ?
O3 K1 K1 4_745 3_546 41.64(8) ?
O4 K1 K1 2_755 3_546 42.71(8) ?
O3 K1 K1 2_655 3_546 167.62(8) ?
O4 K1 K1 4_745 3_546 95.69(7) ?
C3 K1 K1 4_745 3_546 52.61(8) ?
S2 K1 K1 3_546 3_546 57.43(3) ?
K1 K1 K1 3_446 3_546 131.28(5) ?
C7 S1 C1 . . 101.4(2) ?
O9 S2 O7 . . 113.8(4) ?
O9 S2 O8 . . 114.7(3) ?
O7 S2 O8 . . 115.1(3) ?
O9 S2 O6 . . 106.8(3) ?
O7 S2 O6 . . 106.4(3) ?
O8 S2 O6 . . 98.0(2) ?
O9 S2 K1 . 3_446 86.6(3) ?
O7 S2 K1 . 3_446 36.8(2) ?
O8 S2 K1 . 3_446 109.5(2) ?
O6 S2 K1 . 3_446 140.95(17) ?
C3 O3 K1 . 4_755 109.0(3) ?
C3 O3 K1 . 2_654 103.8(3) ?
K1 O3 K1 4_755 2_654 100.33(11) ?
C3 O3 H3A . . 108(4) ?
K1 O3 H3A 4_755 . 113(4) ?
K1 O3 H3A 2_654 . 122(4) ?
C6 O5 H5A . . 106(6) ?
C2 O2 K1 . 2_654 126.4(3) ?
C2 O2 H2A . . 113(5) ?
K1 O2 H2A 2_654 . 113(5) ?
N1 O6 S2 . . 111.8(3) ?
C1 O1 C5 . . 110.4(4) ?
C4 O4 K1 . 2_754 128.3(3) ?
C4 O4 K1 . 4_755 112.7(3) ?
K1 O4 K1 2_754 4_755 96.58(11) ?
C4 O4 H4A . . 98(5) ?
K1 O4 H4A 2_754 . 124(6) ?
K1 O4 H4A 4_755 . 91(5) ?
C7 N1 O6 . . 108.5(4) ?
S2 O7 K1 . 3_446 124.6(4) ?
O1 C1 C2 . . 109.9(4) ?
O1 C1 S1 . . 108.9(3) ?
C2 C1 S1 . . 110.7(3) ?
O1 C1 H1 . . 109.1 ?
C2 C1 H1 . . 109.1 ?
S1 C1 H1 . . 109.1 ?
O3 C3 C4 . . 112.4(4) ?
O3 C3 C2 . . 110.6(4) ?
C4 C3 C2 . . 112.1(4) ?
O3 C3 K1 . 4_755 48.3(2) ?
C4 C3 K1 . 4_755 89.2(3) ?
C2 C3 K1 . 4_755 156.1(3) ?
O3 C3 H3 . . 107.2 ?
C4 C3 H3 . . 107.2 ?
C2 C3 H3 . . 107.2 ?
K1 C3 H3 4_755 . 75.0 ?
S2 O9 K1 . . 149.9(4) ?
N1 C7 C8 . . 116.3(5) ?
N1 C7 S1 . . 122.0(4) ?
C8 C7 S1 . . 121.6(4) ?
C16 O11 H11A . . 109.5 ?
O11 C16 H16A . . 109.5 ?
O11 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
O11 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C9 C8 C13 . . 120.3(6) ?
C9 C8 C7 . . 120.1(5) ?
C13 C8 C7 . . 119.5(6) ?
C8 C9 C10 . . 119.4(8) ?
C8 C9 Cl1 . . 119.7(5) ?
C10 C9 Cl1 . . 120.9(7) ?
O5 C6 C5 . . 111.8(4) ?
O5 C6 H6A . . 109.3 ?
C5 C6 H6A . . 109.3 ?
O5 C6 H6B . . 109.3 ?
C5 C6 H6B . . 109.3 ?
H6A C6 H6B . . 107.9 ?
C14' O10 H10 . . 115.5 ?
O4 C4 C3 . . 110.6(4) ?
O4 C4 C5 . . 110.8(4) ?
C3 C4 C5 . . 110.0(4) ?
O4 C4 H4 . . 108.4 ?
C3 C4 H4 . . 108.4 ?
C5 C4 H4 . . 108.4 ?
O2 C2 C1 . . 111.8(4) ?
O2 C2 C3 . . 106.8(4) ?
C1 C2 C3 . . 107.1(4) ?
O2 C2 H2 . . 110.4 ?
C1 C2 H2 . . 110.4 ?
C3 C2 H2 . . 110.4 ?
O1 C5 C6 . . 106.7(4) ?
O1 C5 C4 . . 109.7(4) ?
C6 C5 C4 . . 113.4(4) ?
O1 C5 H5 . . 109.0 ?
C6 C5 H5 . . 109.0 ?
C4 C5 H5 . . 109.0 ?
C8 C13 C12 . . 118.6(8) ?
C8 C13 H13 . . 120.7 ?
C12 C13 H13 . . 120.7 ?
C11 C10 C9 . . 120.3(8) ?
C11 C10 Cl2 . . 119.2(6) ?
C9 C10 Cl2 . . 120.5(8) ?
C11 C12 C13 . . 121.8(8) ?
C11 C12 H12 . . 119.1 ?
C13 C12 H12 . . 119.1 ?
C12 C11 C10 . . 119.5(7) ?
C12 C11 H11 . . 120.2 ?
C10 C11 H11 . . 120.2 ?
O10 C14' C15' . . 124.6(14) ?
O10 C14' H14A . . 106.2 ?
C15' C14' H14A . . 106.2 ?
O10 C14' H14B . . 106.2 ?
C15' C14' H14B . . 106.2 ?
H14A C14' H14B . . 106.4 ?
C14' C15' H15A . . 109.5 ?
C14' C15' H15B . . 109.5 ?
H15A C15' H15B . . 109.5 ?
C14' C15' H15C . . 109.5 ?
H15A C15' H15C . . 109.5 ?
H15B C15' H15C . . 109.5 ?
H15D C15 H15E . . 109.5 ?
H15D C15 H15F . . 109.5 ?
H15E C15 H15F . . 109.5 ?
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
K1 O2 2_655 2.645(4) yes
K1 O9 . 2.648(5) yes
K1 O7 3_546 2.713(5) yes
K1 O3 4_745 2.751(4) yes
K1 O4 2_755 2.885(4) yes
K1 O3 2_655 2.967(4) yes
K1 O4 4_745 3.000(4) yes
K1 C3 4_745 3.487(5) ?
K1 S2 3_546 3.7264(18) ?
K1 K1 3_446 4.3933(8) ?
K1 K1 3_546 4.3933(8) ?
S1 C7 . 1.754(6) ?
S1 C1 . 1.805(5) ?
S2 O9 . 1.423(5) ?
S2 O7 . 1.443(6) ?
S2 O8 . 1.452(5) ?
S2 O6 . 1.636(4) ?
S2 K1 3_446 3.7263(18) ?
Cl1 C9 . 1.713(8) ?
Cl2 C10 . 1.723(10) ?
O3 C3 . 1.427(6) ?
O3 K1 4_755 2.751(4) ?
O3 K1 2_654 2.967(4) ?
O3 H3A . 0.84(6) ?
O5 C6 . 1.432(7) ?
O5 H5A . 1.01(10) ?
O2 C2 . 1.414(5) ?
O2 K1 2_654 2.645(4) ?
O2 H2A . 0.93(8) ?
O6 N1 . 1.429(6) ?
O1 C1 . 1.418(6) ?
O1 C5 . 1.436(6) ?
O4 C4 . 1.427(6) ?
O4 K1 2_754 2.884(4) ?
O4 K1 4_755 3.000(4) ?
O4 H4A . 1.09(10) ?
N1 C7 . 1.278(7) ?
O7 K1 3_446 2.713(5) ?
C1 C2 . 1.529(7) ?
C1 H1 . 1.0000 ?
C3 C4 . 1.529(6) ?
C3 C2 . 1.531(6) ?
C3 K1 4_755 3.487(5) ?
C3 H3 . 1.0000 ?
C7 C8 . 1.496(7) ?
O11 C16 . 1.291(16) ?
O11 H11A . 0.8400 ?
C16 H16A . 0.9800 ?
C16 H16B . 0.9800 ?
C16 H16C . 0.9800 ?
C8 C9 . 1.385(10) ?
C8 C13 . 1.393(9) ?
C9 C10 . 1.400(10) ?
C6 C5 . 1.511(7) ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
O10 C14' . 1.399(11) ?
O10 H10 . 0.9383 ?
C4 C5 . 1.536(7) ?
C4 H4 . 1.0000 ?
C2 H2 . 1.0000 ?
C5 H5 . 1.0000 ?
C13 C12 . 1.394(9) ?
C13 H13 . 0.9500 ?
C10 C11 . 1.384(14) ?
C12 C11 . 1.358(13) ?
C12 H12 . 0.9500 ?
C11 H11 . 0.9500 ?
C14' C15' . 1.40(3) ?
C14' H14A . 0.9900 ?
C14' H14B . 0.9900 ?
C15' H15A . 0.9800 ?
C15' H15B . 0.9800 ?
C15' H15C . 0.9800 ?
C15 H15D . 0.9800 ?
C15 H15E . 0.9800 ?
C15 H15F . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O11 H11A S2 . 0.84 2.95 3.770(6) 167.3 no
O11 H11A O6 . 0.84 2.63 3.300(8) 138.3 no
O11 H11A O8 . 0.84 2.05 2.861(8) 163.3 yes
C16 H16C Cl1 4_655 0.98 2.68 3.613(15) 159.5 no
C6 H6B O2 1_655 0.99 2.63 3.124(6) 111.1 no
O10 H10 S2 . 0.94 2.77 3.586(7) 145.9 no
O10 H10 O8 . 0.94 1.80 2.738(7) 173.9 yes
C11 H11 O11 4_745 0.95 2.52 3.428(10) 159.7 no
C14' H14A O6 1_455 0.99 2.62 3.461(11) 143.2 no
C15' H15B Cl1 2 0.98 2.79 3.40(3) 120.6 no
C14 H14C O9 1_455 0.99 2.62 3.601(14) 173.1 no
C15 H15F Cl2 2_655 0.98 2.97 3.92(4) 163.1 no
O3 H3A N1 4_755 0.84(6) 2.19(7) 3.019(6) 170(5) yes
O2 H2A O5 1_455 0.93(8) 1.79(8) 2.655(5) 155(7) yes
O5 H5A O11 1_655 1.01(10) 1.70(10) 2.690(7) 166(9) yes
O4 H4A O10 2_654 1.09(10) 1.61(10) 2.685(8) 164(9) yes
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O9 S2 O6 N1 . . 61.6(4)
O7 S2 O6 N1 . . -60.3(4)
O8 S2 O6 N1 . . -179.5(4)
K1 S2 O6 N1 3_446 . -44.4(5)
S2 O6 N1 C7 . . 175.3(4)
O9 S2 O7 K1 . 3_446 45.9(4)
O8 S2 O7 K1 . 3_446 -89.4(4)
O6 S2 O7 K1 . 3_446 163.2(3)
C5 O1 C1 C2 . . -68.6(5)
C5 O1 C1 S1 . . 169.9(3)
C7 S1 C1 O1 . . -81.6(4)
C7 S1 C1 C2 . . 157.4(4)
K1 O3 C3 C4 4_755 . 67.1(4)
K1 O3 C3 C4 2_654 . 173.4(3)
K1 O3 C3 C2 4_755 . -166.8(3)
K1 O3 C3 C2 2_654 . -60.5(4)
K1 O3 C3 K1 2_654 4_755 106.2(2)
O7 S2 O9 K1 . . 4.9(7)
O8 S2 O9 K1 . . 140.4(5)
O6 S2 O9 K1 . . -112.2(6)
K1 S2 O9 K1 3_446 . 30.4(6)
O6 N1 C7 C8 . . -179.6(5)
O6 N1 C7 S1 . . 2.4(6)
C1 S1 C7 N1 . . -173.0(5)
C1 S1 C7 C8 . . 9.1(5)
N1 C7 C8 C9 . . 91.8(7)
S1 C7 C8 C9 . . -90.2(6)
N1 C7 C8 C13 . . -89.4(7)
S1 C7 C8 C13 . . 88.6(6)
C13 C8 C9 C10 . . 0.4(9)
C7 C8 C9 C10 . . 179.2(6)
C13 C8 C9 Cl1 . . -179.1(5)
C7 C8 C9 Cl1 . . -0.3(8)
K1 O4 C4 C3 2_754 . 142.0(3)
K1 O4 C4 C3 4_755 . 22.8(5)
K1 O4 C4 C5 2_754 . -95.7(4)
K1 O4 C4 C5 4_755 . 145.1(3)
O3 C3 C4 O4 . . -61.4(6)
C2 C3 C4 O4 . . 173.3(4)
K1 C3 C4 O4 4_755 . -17.9(4)
O3 C3 C4 C5 . . 175.9(4)
C2 C3 C4 C5 . . 50.6(6)
K1 C3 C4 C5 4_755 . -140.7(3)
K1 O2 C2 C1 2_654 . -143.9(3)
K1 O2 C2 C3 2_654 . -27.1(5)
O1 C1 C2 O2 . . 177.7(4)
S1 C1 C2 O2 . . -61.9(5)
O1 C1 C2 C3 . . 61.1(5)
S1 C1 C2 C3 . . -178.5(3)
O3 C3 C2 O2 . . 61.1(5)
C4 C3 C2 O2 . . -172.7(4)
K1 C3 C2 O2 4_755 . 36.1(9)
O3 C3 C2 C1 . . -179.1(4)
C4 C3 C2 C1 . . -52.8(5)
K1 C3 C2 C1 4_755 . 156.0(6)
C1 O1 C5 C6 . . -172.6(4)
C1 O1 C5 C4 . . 64.1(5)
O5 C6 C5 O1 . . -69.5(5)
O5 C6 C5 C4 . . 51.4(6)
O4 C4 C5 O1 . . -176.9(4)
C3 C4 C5 O1 . . -54.3(5)
O4 C4 C5 C6 . . 63.9(6)
C3 C4 C5 C6 . . -173.4(4)
C9 C8 C13 C12 . . -0.5(9)
C7 C8 C13 C12 . . -179.3(5)
C8 C9 C10 C11 . . 0.3(11)
Cl1 C9 C10 C11 . . 179.7(6)
C8 C9 C10 Cl2 . . -179.3(5)
Cl1 C9 C10 Cl2 . . 0.1(9)
C8 C13 C12 C11 . . 0.0(10)
C13 C12 C11 C10 . . 0.7(11)
C9 C10 C11 C12 . . -0.8(12)
Cl2 C10 C11 C12 . . 178.8(6)
