#------------------------------------------------------------------------------
#$Date: 2019-02-21 05:37:17 +0200 (Thu, 21 Feb 2019) $
#$Revision: 213743 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/28/2242853.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_2242853
loop_
_publ_author_name
'Azzam, Rasha A.'
'Elgemeie, Galal H.'
'Osman, Rokia R.'
'Jones, Peter G.'
_publ_section_title
;
 Crystal structure of potassium
 [4-amino-5-(benzo[d]thiazol-2-yl)-6-(methylsulfanyl)pyrimidin-2-yl](phenylsulfonyl)azanide
 dimethylformamide monosolvate hemihydrate
;
_journal_coeditor_code           SU5477
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              367
_journal_page_last               371
_journal_paper_doi               10.1107/S2056989019002275
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          'K +, C18 H14 N5 O2 S3 -, C3 H7 N O, 0.5H2 O'
_chemical_formula_moiety
'(C18 H14 N5 O2 S3 1-), (K 1+), (C3 H7 N O), 0.5(H2 O)'
_chemical_formula_sum            'C21 H22 K N6 O3.5 S3'
_chemical_formula_weight         549.72
_chemical_name_systematic
;Potassium
[4-amino-5-(benzo[d]thiazol-2-yl)-6-(methylsulfanyl)pyrimidin-2-yl](phenylsulfonyl)azanide dimethylformamide monosolvate hemihydrate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                90.160(2)
_cell_angle_beta                 102.361(2)
_cell_angle_gamma                117.933(3)
_cell_formula_units_Z            4
_cell_length_a                   11.8407(2)
_cell_length_b                   12.6001(4)
_cell_length_c                   18.8671(5)
_cell_measurement_reflns_used    60104
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.6140
_cell_measurement_theta_min      2.3830
_cell_volume                     2411.88(13)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
XP (Siemens, 1994)
;
_computing_publication_material
;
SHELXL2017 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2017 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.1419
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur Eos'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            256622
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.032
_diffrn_reflns_theta_min         2.226
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.520
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99436
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.396
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     652
_refine_ls_number_reflns         13912
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0304
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0331P)²+1.3600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0716
_refine_ls_wR_factor_ref         0.0766
_reflns_number_gt                11954
_reflns_number_total             13912
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            su5477sup1.cif
_cod_data_source_block           I
_cod_original_formula_sum        'C21 H22 K N6 O3.50 S3'
_cod_database_code               2242853
_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   0.839
_shelx_estimated_absorpt_t_max   0.881
loop_
_space_group_symop_operation_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_occupancy
S S1 0.67977(4) 1.02828(3) 0.09802(2) 0.01751(7) Uani d 1
S S2 0.47162(3) 1.04245(3) 0.15477(2) 0.01496(6) Uani d 1
S S3 0.31676(3) 0.90940(3) 0.39554(2) 0.01143(6) Uani d 1
C C2 0.63692(12) 0.90552(11) 0.15096(6) 0.0128(2) Uani d 1
C C3A 0.73099(13) 0.85659(11) 0.07477(7) 0.0142(2) Uani d 1
C C4 0.77389(14) 0.78717(12) 0.04155(7) 0.0191(3) Uani d 1
H H4 0.762989 0.712529 0.057998 0.023 Uiso calc 1
C C5 0.83241(14) 0.82984(13) -0.01570(7) 0.0202(3) Uani d 1
H H5 0.862215 0.784025 -0.038767 0.024 Uiso calc 1
C C6 0.84838(14) 0.93991(13) -0.04020(7) 0.0198(3) Uani d 1
H H6 0.889986 0.967721 -0.079226 0.024 Uiso calc 1
C C7 0.80507(14) 1.00885(12) -0.00895(7) 0.0189(3) Uani d 1
H H7 0.814762 1.082683 -0.026224 0.023 Uiso calc 1
C C7A 0.74648(13) 0.96563(11) 0.04907(7) 0.0149(2) Uani d 1
C C8 0.57484(12) 0.89569(10) 0.21128(6) 0.0121(2) Uani d 1
C C9 0.50259(12) 0.95499(10) 0.22093(6) 0.0121(2) Uani d 1
C C10 0.46477(12) 0.87455(11) 0.32734(6) 0.0123(2) Uani d 1
C C11 0.57609(12) 0.81497(11) 0.26460(6) 0.0126(2) Uani d 1
C C12 0.37416(14) 1.08905(12) 0.19405(7) 0.0172(2) Uani d 1
H H12A 0.417727 1.120507 0.245597 0.026 Uiso calc 1
H H12B 0.286843 1.019598 0.190301 0.026 Uiso calc 1
H H12C 0.364720 1.152476 0.167707 0.026 Uiso calc 1
C C13 0.17010(12) 0.82029(11) 0.32687(6) 0.0134(2) Uani d 1
C C14 0.11572(15) 0.69479(12) 0.32221(8) 0.0217(3) Uani d 1
H H14 0.159533 0.658842 0.352897 0.026 Uiso calc 1
C C15 -0.00368(15) 0.62278(13) 0.27195(8) 0.0260(3) Uani d 1
H H15 -0.041467 0.537174 0.268056 0.031 Uiso calc 1
C C16 -0.06766(14) 0.67590(14) 0.22751(8) 0.0232(3) Uani d 1
H H16 -0.149850 0.626424 0.193940 0.028 Uiso calc 1
C C17 -0.01210(14) 0.80064(13) 0.23196(8) 0.0219(3) Uani d 1
H H17 -0.055603 0.836490 0.200925 0.026 Uiso calc 1
C C18 0.10750(13) 0.87374(12) 0.28186(7) 0.0172(2) Uani d 1
H H18 0.145806 0.959352 0.285031 0.021 Uiso calc 1
N N1 0.44791(11) 0.94544(9) 0.27717(6) 0.0132(2) Uani d 1
N N2 0.52377(11) 0.80718(9) 0.32239(6) 0.0135(2) Uani d 1
N N3 0.67040(11) 0.82571(10) 0.13235(6) 0.0148(2) Uani d 1
N N4 0.63003(12) 0.74264(10) 0.26054(6) 0.0176(2) Uani d 1
H H02 0.6135(19) 0.6870(18) 0.2900(11) 0.033(5) Uiso d 1
H H01 0.651(2) 0.7365(18) 0.2208(11) 0.034(5) Uiso d 1
N N5 0.41916(11) 0.86521(10) 0.38931(6) 0.0137(2) Uani d 1
O O1 0.35584(9) 1.03538(8) 0.38428(5) 0.01534(17) Uani d 1
O O2 0.28269(9) 0.87920(8) 0.46485(5) 0.01566(18) Uani d 1
S S1' 0.61437(3) 0.29511(3) 0.01676(2) 0.01725(7) Uani d 1
S S2' 0.54376(3) 0.46946(3) 0.09428(2) 0.01721(7) Uani d 1
S S3' 0.46192(3) 0.42692(3) 0.35846(2) 0.01176(6) Uani d 1
C C2' 0.72463(12) 0.34847(11) 0.10370(6) 0.0122(2) Uani d 1
C C3A' 0.85618(13) 0.34467(11) 0.03647(7) 0.0145(2) Uani d 1
C C4' 0.97234(14) 0.36291(13) 0.01881(7) 0.0193(3) Uani d 1
H H4' 1.051620 0.390641 0.055865 0.023 Uiso calc 1
C C5' 0.97023(15) 0.34001(13) -0.05340(8) 0.0209(3) Uani d 1
H H5' 1.048490 0.351042 -0.065639 0.025 Uiso calc 1
C C6' 0.85444(15) 0.30083(12) -0.10871(7) 0.0209(3) Uani d 1
H H6' 0.855166 0.285520 -0.157894 0.025 Uiso calc 1
C C7' 0.73941(15) 0.28421(12) -0.09258(7) 0.0198(3) Uani d 1
H H7' 0.661289 0.259304 -0.130140 0.024 Uiso calc 1
C C7A' 0.74080(13) 0.30496(11) -0.01957(7) 0.0150(2) Uani d 1
C C8' 0.68045(12) 0.36129(10) 0.16870(6) 0.0115(2) Uani d 1
C C9' 0.59510(12) 0.40880(10) 0.17095(6) 0.0120(2) Uani d 1
C C10' 0.58805(12) 0.36622(10) 0.28789(6) 0.0114(2) Uani d 1
C C11' 0.72036(12) 0.32086(10) 0.23520(6) 0.0117(2) Uani d 1
C C12' 0.41439(15) 0.48795(13) 0.11841(7) 0.0206(3) Uani d 1
H H12D 0.348305 0.410299 0.129017 0.031 Uiso calc 1
H H12E 0.372818 0.515917 0.077628 0.031 Uiso calc 1
H H12F 0.451606 0.547696 0.161728 0.031 Uiso calc 1
C C13' 0.31457(13) 0.37337(12) 0.28815(6) 0.0144(2) Uani d 1
C C14' 0.24643(13) 0.25133(12) 0.26169(7) 0.0163(2) Uani d 1
H H14' 0.280816 0.199034 0.279043 0.020 Uiso calc 1
C C15' 0.12741(14) 0.20642(13) 0.20955(7) 0.0205(3) Uani d 1
H H15' 0.081078 0.123450 0.190146 0.025 Uiso calc 1
C C16' 0.07620(15) 0.28272(15) 0.18583(7) 0.0234(3) Uani d 1
H H16' -0.006040 0.251404 0.150880 0.028 Uiso calc 1
C C17' 0.14437(15) 0.40440(15) 0.21284(8) 0.0242(3) Uani d 1
H H17' 0.108590 0.456059 0.196406 0.029 Uiso calc 1
C C18' 0.26492(15) 0.45107(13) 0.26390(7) 0.0199(3) Uani d 1
H H18' 0.312684 0.534651 0.281964 0.024 Uiso calc 1
N N1' 0.55003(11) 0.41385(9) 0.22932(5) 0.01266(19) Uani d 1
N N2' 0.67301(10) 0.32232(9) 0.29374(5) 0.01215(19) Uani d 1
N N3' 0.84368(11) 0.36751(10) 0.10580(6) 0.0146(2) Uani d 1
N N4' 0.80664(11) 0.27784(10) 0.24374(6) 0.0154(2) Uani d 1
H H02' 0.8068(18) 0.2361(17) 0.2788(10) 0.026(5) Uiso d 1
H H01' 0.8381(19) 0.2724(17) 0.2073(11) 0.032(5) Uiso d 1
N N5' 0.53703(11) 0.35582(9) 0.34781(5) 0.01244(19) Uani d 1
O O1' 0.53653(10) 0.55695(8) 0.35774(5) 0.01774(19) Uani d 1
O O2' 0.41688(10) 0.39421(8) 0.42515(5) 0.01618(18) Uani d 1
O O1W 0.74945(12) 0.84359(11) 0.54810(6) 0.0277(2) Uani d 1
H H03 0.721(2) 0.779(2) 0.5641(12) 0.043(6) Uiso d 1
H H04 0.722(3) 0.881(2) 0.5691(14) 0.059(7) Uiso d 1
K K1 0.49406(3) 0.68951(3) 0.45040(2) 0.01683(6) Uani d 1
K K2 0.61675(3) 0.18387(2) 0.41184(2) 0.01349(6) Uani d 1
C C91 0.80325(13) 0.04442(12) 0.39544(7) 0.0162(2) Uani d 1
H H91 0.767210 0.011982 0.435682 0.019 Uiso calc 1
C C92 0.90128(15) -0.08901(13) 0.40894(8) 0.0220(3) Uani d 1
H H92A 0.859007 -0.110674 0.449887 0.033 Uiso calc 1
H H92B 0.996418 -0.057876 0.427120 0.033 Uiso calc 1
H H92C 0.864741 -0.160831 0.373445 0.033 Uiso calc 1
C C93 0.93416(16) 0.04719(14) 0.31230(8) 0.0245(3) Uani d 1
H H93A 0.914558 0.111216 0.294568 0.037 Uiso calc 1
H H93B 0.896673 -0.019652 0.273044 0.037 Uiso calc 1
H H93C 1.029863 0.079505 0.327664 0.037 Uiso calc 1
N N91 0.87702(12) 0.00353(10) 0.37388(6) 0.0171(2) Uani d 1
O O91 0.77808(10) 0.12169(9) 0.36692(5) 0.01859(19) Uani d 1
C C94 0.80107(14) 0.47812(13) 0.48372(8) 0.0227(3) Uani d 1
H H94 0.776435 0.467817 0.431813 0.027 Uiso calc 1
C C95 0.96954(19) 0.68087(16) 0.47527(10) 0.0424(5) Uani d 1
H H95A 0.931121 0.654844 0.422790 0.064 Uiso calc 1
H H95B 1.062670 0.701335 0.486721 0.064 Uiso calc 1
H H95C 0.962128 0.752100 0.488784 0.064 Uiso calc 1
C C96 0.9427(3) 0.60669(19) 0.59444(10) 0.0733(9) Uani d 1
H H96A 1.030708 0.614032 0.610117 0.110 Uiso calc 1
H H96B 0.880906 0.539661 0.615825 0.110 Uiso calc 1
H H96C 0.945776 0.682111 0.610803 0.110 Uiso calc 1
N N92 0.89949(12) 0.58360(10) 0.51602(6) 0.0225(2) Uani d 1
O O92 0.73809(10) 0.39159(9) 0.51491(5) 0.0222(2) Uani 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 0.0033 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'
K K 0.2009 0.2494 '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
C7A S1 C2 . . 89.78(6) ?
C9 S2 C12 . . 100.78(6) ?
O2 S3 O1 . . 113.35(5) ?
O2 S3 N5 . . 106.98(5) ?
O1 S3 N5 . . 116.05(6) ?
O2 S3 C13 . . 106.02(6) ?
O1 S3 C13 . . 106.14(6) ?
N5 S3 C13 . . 107.73(6) ?
N3 C2 C8 . . 122.89(11) ?
N3 C2 S1 . . 113.58(9) ?
C8 C2 S1 . . 123.50(9) ?
N3 C3A C7A . . 114.97(11) ?
N3 C3A C4 . . 125.16(11) ?
C7A C3A C4 . . 119.86(12) ?
C5 C4 C3A . . 118.46(12) ?
C5 C4 H4 . . 120.8 ?
C3A C4 H4 . . 120.8 ?
C4 C5 C6 . . 120.89(13) ?
C4 C5 H5 . . 119.6 ?
C6 C5 H5 . . 119.6 ?
C7 C6 C5 . . 121.59(12) ?
C7 C6 H6 . . 119.2 ?
C5 C6 H6 . . 119.2 ?
C6 C7 C7A . . 117.32(12) ?
C6 C7 H7 . . 121.3 ?
C7A C7 H7 . . 121.3 ?
C7 C7A C3A . . 121.87(12) ?
C7 C7A S1 . . 128.54(10) ?
C3A C7A S1 . . 109.57(9) ?
C9 C8 C11 . . 113.91(11) ?
C9 C8 C2 . . 125.26(10) ?
C11 C8 C2 . . 120.71(11) ?
N1 C9 C8 . . 124.03(11) ?
N1 C9 S2 . . 115.19(9) ?
C8 C9 S2 . . 120.71(9) ?
N2 C10 N1 . . 125.23(11) ?
N2 C10 N5 . . 113.88(10) ?
N1 C10 N5 . . 120.89(11) ?
N4 C11 N2 . . 115.53(11) ?
N4 C11 C8 . . 122.42(11) ?
N2 C11 C8 . . 122.05(11) ?
S2 C12 H12A . . 109.5 ?
S2 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
S2 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C18 C13 C14 . . 120.90(12) ?
C18 C13 S3 . . 120.94(10) ?
C14 C13 S3 . . 118.07(10) ?
C15 C14 C13 . . 119.14(13) ?
C15 C14 H14 . . 120.4 ?
C13 C14 H14 . . 120.4 ?
C16 C15 C14 . . 120.15(13) ?
C16 C15 H15 . . 119.9 ?
C14 C15 H15 . . 119.9 ?
C17 C16 C15 . . 120.28(13) ?
C17 C16 H16 . . 119.9 ?
C15 C16 H16 . . 119.9 ?
C16 C17 C18 . . 120.15(13) ?
C16 C17 H17 . . 119.9 ?
C18 C17 H17 . . 119.9 ?
C13 C18 C17 . . 119.37(12) ?
C13 C18 H18 . . 120.3 ?
C17 C18 H18 . . 120.3 ?
C9 N1 C10 . . 116.76(10) ?
C10 N2 C11 . . 117.63(10) ?
C10 N2 K1 . . 101.67(7) ?
C11 N2 K1 . . 140.70(8) ?
C2 N3 C3A . . 112.08(10) ?
C11 N4 H02 . . 116.3(13) ?
C11 N4 H01 . . 116.8(13) ?
H02 N4 H01 . . 122.6(18) ?
C10 N5 S3 . . 121.03(9) ?
C10 N5 K1 . . 97.74(7) ?
S3 N5 K1 . . 137.67(6) ?
S3 O1 K2 . 1_565 115.26(5) ?
S3 O2 K2 . 2_666 136.13(5) ?
C7A' S1' C2' . . 89.38(6) ?
C9' S2' C12' . . 101.82(6) ?
O1' S3' O2' . . 113.04(5) ?
O1' S3' N5' . . 114.63(6) ?
O2' S3' N5' . . 107.06(5) ?
O1' S3' C13' . . 107.07(6) ?
O2' S3' C13' . . 104.46(6) ?
N5' S3' C13' . . 110.11(6) ?
N3' C2' C8' . . 123.71(11) ?
N3' C2' S1' . . 114.91(9) ?
C8' C2' S1' . . 121.23(9) ?
N3' C3A' C4' . . 125.82(12) ?
N3' C3A' C7A' . . 114.92(11) ?
C4' C3A' C7A' . . 119.19(11) ?
C5' C4' C3A' . . 119.11(13) ?
C5' C4' H4' . . 120.4 ?
C3A' C4' H4' . . 120.4 ?
C4' C5' C6' . . 121.01(13) ?
C4' C5' H5' . . 119.5 ?
C6' C5' H5' . . 119.5 ?
C7' C6' C5' . . 120.77(12) ?
C7' C6' H6' . . 119.6 ?
C5' C6' H6' . . 119.6 ?
C6' C7' C7A' . . 118.25(13) ?
C6' C7' H7' . . 120.9 ?
C7A' C7' H7' . . 120.9 ?
C7' C7A' C3A' . . 121.65(12) ?
C7' C7A' S1' . . 128.70(11) ?
C3A' C7A' S1' . . 109.58(9) ?
C9' C8' C11' . . 114.77(11) ?
C9' C8' C2' . . 124.58(10) ?
C11' C8' C2' . . 120.62(11) ?
N1' C9' C8' . . 123.92(11) ?
N1' C9' S2' . . 116.05(9) ?
C8' C9' S2' . . 120.02(9) ?
N2' C10' N1' . . 125.70(11) ?
N2' C10' N5' . . 113.44(10) ?
N1' C10' N5' . . 120.83(11) ?
N2' C11' N4' . . 115.39(10) ?
N2' C11' C8' . . 121.93(11) ?
N4' C11' C8' . . 122.68(11) ?
S2' C12' H12D . . 109.5 ?
S2' C12' H12E . . 109.5 ?
H12D C12' H12E . . 109.5 ?
S2' C12' H12F . . 109.5 ?
H12D C12' H12F . . 109.5 ?
H12E C12' H12F . . 109.5 ?
C14' C13' C18' . . 121.11(12) ?
C14' C13' S3' . . 118.40(9) ?
C18' C13' S3' . . 120.36(10) ?
C13' C14' C15' . . 119.30(12) ?
C13' C14' H14' . . 120.3 ?
C15' C14' H14' . . 120.3 ?
C16' C15' C14' . . 120.01(13) ?
C16' C15' H15' . . 120.0 ?
C14' C15' H15' . . 120.0 ?
C17' C16' C15' . . 120.38(13) ?
C17' C16' H16' . . 119.8 ?
C15' C16' H16' . . 119.8 ?
C16' C17' C18' . . 120.21(13) ?
C16' C17' H17' . . 119.9 ?
C18' C17' H17' . . 119.9 ?
C17' C18' C13' . . 118.96(13) ?
C17' C18' H18' . . 120.5 ?
C13' C18' H18' . . 120.5 ?
C9' N1' C10' . . 116.17(10) ?
C10' N2' C11' . . 117.31(10) ?
C10' N2' K2 . . 101.07(7) ?
C11' N2' K2 . . 136.87(8) ?
C2' N3' C3A' . . 111.15(10) ?
C11' N4' H02' . . 116.1(13) ?
C11' N4' H01' . . 119.3(13) ?
H02' N4' H01' . . 121.2(18) ?
C10' N5' S3' . . 120.32(8) ?
C10' N5' K2 . . 96.61(7) ?
S3' N5' K2 . . 143.06(5) ?
S3' O1' K1 . . 114.51(5) ?
K1 O1W H03 . . 74.2(16) ?
K1 O1W H04 . . 93.9(18) ?
H03 O1W H04 . . 103(2) ?
O92 K1 O1' 2_666 . 122.10(3) y
O92 K1 O2' 2_666 2_666 89.19(3) y
O1' K1 O2' . 2_666 94.53(3) y
O92 K1 N2 2_666 . 117.13(3) y
O1' K1 N2 . . 72.98(3) y
O2' K1 N2 2_666 . 153.65(3) y
O92 K1 O1W 2_666 . 125.24(3) y
O1' K1 O1W . . 105.49(3) y
O2' K1 O1W 2_666 . 59.75(3) y
N2 K1 O1W . . 100.51(3) y
O92 K1 N5 2_666 . 80.48(3) y
O1' K1 N5 . . 116.98(3) y
O2' K1 N5 2_666 . 147.63(3) y
N2 K1 N5 . . 46.67(3) y
O1W K1 N5 . . 101.98(3) y
O91 K2 O2 . 2_666 79.15(3) y
O91 K2 O1 . 1_545 122.24(3) y
O2 K2 O1 2_666 1_545 104.71(3) y
O91 K2 O92 . . 116.05(3) y
O2 K2 O92 2_666 . 74.59(3) y
O1 K2 O92 1_545 . 120.48(3) y
O91 K2 N2' . . 78.44(3) y
O2 K2 N2' 2_666 . 145.92(3) y
O1 K2 N2' 1_545 . 108.90(3) y
O92 K2 N2' . . 92.77(3) y
O91 K2 N5' . . 124.93(3) y
O2 K2 N5' 2_666 . 145.82(3) y
O1 K2 N5' 1_545 . 83.45(3) y
O92 K2 N5' . . 72.82(3) y
N2' K2 N5' . . 46.50(3) y
O91 C91 N91 . . 124.77(12) ?
O91 C91 H91 . . 117.6 ?
N91 C91 H91 . . 117.6 ?
N91 C92 H92A . . 109.5 ?
N91 C92 H92B . . 109.5 ?
H92A C92 H92B . . 109.5 ?
N91 C92 H92C . . 109.5 ?
H92A C92 H92C . . 109.5 ?
H92B C92 H92C . . 109.5 ?
N91 C93 H93A . . 109.5 ?
N91 C93 H93B . . 109.5 ?
H93A C93 H93B . . 109.5 ?
N91 C93 H93C . . 109.5 ?
H93A C93 H93C . . 109.5 ?
H93B C93 H93C . . 109.5 ?
C91 N91 C93 . . 121.04(11) ?
C91 N91 C92 . . 122.18(11) ?
C93 N91 C92 . . 116.75(11) ?
C91 O91 K2 . . 120.87(8) ?
O92 C94 N92 . . 125.77(13) ?
O92 C94 K2 . . 52.85(7) ?
N92 C94 K2 . . 163.54(11) ?
O92 C94 H94 . . 117.1 ?
N92 C94 H94 . . 117.1 ?
K2 C94 H94 . . 67.1 ?
N92 C95 H95A . . 109.5 ?
N92 C95 H95B . . 109.5 ?
H95A C95 H95B . . 109.5 ?
N92 C95 H95C . . 109.5 ?
H95A C95 H95C . . 109.5 ?
H95B C95 H95C . . 109.5 ?
N92 C96 H96A . . 109.5 ?
N92 C96 H96B . . 109.5 ?
H96A C96 H96B . . 109.5 ?
N92 C96 H96C . . 109.5 ?
H96A C96 H96C . . 109.5 ?
H96B C96 H96C . . 109.5 ?
C94 N92 C96 . . 120.61(13) ?
C94 N92 C95 . . 122.44(13) ?
C96 N92 C95 . . 116.95(14) ?
C94 O92 K1 . 2_666 132.77(10) ?
C94 O92 K2 . . 106.74(9) ?
K1 O92 K2 2_666 . 87.35(3) y
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
S1 C7A . 1.7299(13) ?
S1 C2 . 1.7716(12) ?
S2 C9 . 1.7600(12) ?
S2 C12 . 1.7957(13) ?
S3 O2 . 1.4500(9) ?
S3 O1 . 1.4611(9) ?
S3 N5 . 1.5770(11) ?
S3 C13 . 1.7767(13) ?
C2 N3 . 1.3126(16) ?
C2 C8 . 1.4575(16) ?
C3A N3 . 1.3859(16) ?
C3A C7A . 1.4008(17) ?
C3A C4 . 1.4020(18) ?
C4 C5 . 1.3822(19) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.403(2) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.3818(19) ?
C6 H6 . 0.9500 ?
C7 C7A . 1.3966(17) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.4100(17) ?
C8 C11 . 1.4354(16) ?
C9 N1 . 1.3346(15) ?
C10 N2 . 1.3419(16) ?
C10 N1 . 1.3507(15) ?
C10 N5 . 1.3726(15) ?
C11 N4 . 1.3454(16) ?
C11 N2 . 1.3474(15) ?
C12 H12A . 0.9800 ?
C12 H12B . 0.9800 ?
C12 H12C . 0.9800 ?
C13 C18 . 1.3877(17) ?
C13 C14 . 1.3943(18) ?
C14 C15 . 1.393(2) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.390(2) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.385(2) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.3938(19) ?
C17 H17 . 0.9500 ?
C18 H18 . 0.9500 ?
K1 N2 . 2.8371(10) y
K1 N5 . 2.9038(11) y
K1 O1' . 2.6918(9) y
K1 O2' 2_666 2.7811(9) y
K1 O1W . 2.8991(13) y
K1 O92 2_666 2.6779(11) y
K2 N2' . 2.8320(10) y
K2 N5' . 2.9133(10) y
K2 O1 1_545 2.6846(10) y
K2 O2 2_666 2.6782(9) y
K2 O91 . 2.6594(10) y
K2 O92 . 2.8193(10) y
N4 H02 . 0.87(2) ?
N4 H01 . 0.85(2) ?
S1' C7A' . 1.7299(13) ?
S1' C2' . 1.7612(12) ?
S2' C9' . 1.7639(12) ?
S2' C12' . 1.8002(14) ?
S3' O1' . 1.4541(9) ?
S3' O2' . 1.4566(9) ?
S3' N5' . 1.5672(10) ?
S3' C13' . 1.7778(13) ?
C2' N3' . 1.3058(17) ?
C2' C8' . 1.4685(16) ?
C3A' N3' . 1.3915(15) ?
C3A' C4' . 1.3986(19) ?
C3A' C7A' . 1.4046(18) ?
C4' C5' . 1.3843(18) ?
C4' H4' . 0.9500 ?
C5' C6' . 1.401(2) ?
C5' H5' . 0.9500 ?
C6' C7' . 1.379(2) ?
C6' H6' . 0.9500 ?
C7' C7A' . 1.3964(17) ?
C7' H7' . 0.9500 ?
C8' C9' . 1.4024(17) ?
C8' C11' . 1.4256(16) ?
C9' N1' . 1.3360(15) ?
C10' N2' . 1.3432(15) ?
C10' N1' . 1.3519(15) ?
C10' N5' . 1.3708(15) ?
C11' N2' . 1.3451(15) ?
C11' N4' . 1.3462(16) ?
C12' H12D . 0.9800 ?
C12' H12E . 0.9800 ?
C12' H12F . 0.9800 ?
C13' C14' . 1.3877(18) ?
C13' C18' . 1.3929(17) ?
C14' C15' . 1.3893(19) ?
C14' H14' . 0.9500 ?
C15' C16' . 1.387(2) ?
C15' H15' . 0.9500 ?
C16' C17' . 1.386(2) ?
C16' H16' . 0.9500 ?
C17' C18' . 1.390(2) ?
C17' H17' . 0.9500 ?
C18' H18' . 0.9500 ?
N4' H02' . 0.847(19) ?
N4' H01' . 0.87(2) ?
O1W H03 . 0.81(2) ?
O1W H04 . 0.82(3) ?
C91 O91 . 1.2380(15) ?
C91 N91 . 1.3291(17) ?
C91 H91 . 0.9500 ?
C92 N91 . 1.4548(16) ?
C92 H92A . 0.9800 ?
C92 H92B . 0.9800 ?
C92 H92C . 0.9800 ?
C93 N91 . 1.4497(17) ?
C93 H93A . 0.9800 ?
C93 H93B . 0.9800 ?
C93 H93C . 0.9800 ?
C94 O92 . 1.2333(17) ?
C94 N92 . 1.3177(18) ?
C94 H94 . 0.9500 ?
C95 N92 . 1.4516(19) ?
C95 H95A . 0.9800 ?
C95 H95B . 0.9800 ?
C95 H95C . 0.9800 ?
C96 N92 . 1.439(2) ?
C96 H96A . 0.9800 ?
C96 H96B . 0.9800 ?
C96 H96C . 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
N4 H01 N3 . 0.85(2) 2.01(2) 2.6859(15) 136.0(18) yes
N4' H01' N3' . 0.87(2) 2.26(2) 2.8781(15) 128.5(16) yes
N4 H02 O1' . 0.87(2) 2.06(2) 2.9205(14) 167.5(18) yes
N4' H02' O91 . 0.847(19) 2.180(19) 3.0207(14) 172.0(17) yes
O1W H03 O2' 2_666 0.81(2) 2.07(2) 2.8314(15) 157(2) yes
O1W H04 O1 2_676 0.82(3) 2.00(3) 2.8211(15) 176(3) 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_4
_geom_torsion
_geom_torsion_publ_flag
C7A S1 C2 N3 . -0.17(11) ?
C7A S1 C2 C8 . 177.68(11) ?
N3 C3A C4 C5 . 179.77(13) ?
C7A C3A C4 C5 . 0.8(2) ?
C3A C4 C5 C6 . -0.1(2) ?
C4 C5 C6 C7 . -0.8(2) ?
C5 C6 C7 C7A . 1.1(2) ?
C6 C7 C7A C3A . -0.3(2) ?
C6 C7 C7A S1 . -178.52(11) ?
N3 C3A C7A C7 . -179.64(12) ?
C4 C3A C7A C7 . -0.6(2) ?
N3 C3A C7A S1 . -1.16(14) ?
C4 C3A C7A S1 . 177.90(11) ?
C2 S1 C7A C7 . 179.08(13) ?
C2 S1 C7A C3A . 0.73(10) ?
N3 C2 C8 C9 . -160.28(13) ?
S1 C2 C8 C9 . 22.06(18) y
N3 C2 C8 C11 . 15.40(19) ?
S1 C2 C8 C11 . -162.25(10) ?
C11 C8 C9 N1 . 4.82(18) ?
C2 C8 C9 N1 . -179.23(12) ?
C11 C8 C9 S2 . -171.83(9) ?
C2 C8 C9 S2 . 4.12(18) ?
C12 S2 C9 N1 . 1.16(11) ?
C12 S2 C9 C8 . 178.09(10) ?
C9 C8 C11 N4 . 174.05(12) ?
C2 C8 C11 N4 . -2.09(19) ?
C9 C8 C11 N2 . -6.32(17) ?
C2 C8 C11 N2 . 177.53(11) ?
O2 S3 C13 C18 . 113.30(11) ?
O1 S3 C13 C18 . -7.52(12) ?
N5 S3 C13 C18 . -132.44(11) ?
O2 S3 C13 C14 . -63.18(12) ?
O1 S3 C13 C14 . 175.99(10) ?
N5 S3 C13 C14 . 51.07(12) ?
C18 C13 C14 C15 . -0.6(2) ?
S3 C13 C14 C15 . 175.93(11) ?
C13 C14 C15 C16 . -0.4(2) ?
C14 C15 C16 C17 . 1.1(2) ?
C15 C16 C17 C18 . -1.0(2) ?
C14 C13 C18 C17 . 0.7(2) ?
S3 C13 C18 C17 . -175.65(10) ?
C16 C17 C18 C13 . 0.0(2) ?
C8 C9 N1 C10 . 0.33(18) ?
S2 C9 N1 C10 . 177.15(9) ?
N2 C10 N1 C9 . -4.84(18) ?
N5 C10 N1 C9 . 175.93(11) ?
N1 C10 N2 C11 . 3.35(19) ?
N5 C10 N2 C11 . -177.38(11) ?
N1 C10 N2 K1 . -177.35(11) ?
N5 C10 N2 K1 . 1.93(12) ?
N4 C11 N2 C10 . -177.73(11) ?
C8 C11 N2 C10 . 2.63(18) ?
N4 C11 N2 K1 . 3.35(19) ?
C8 C11 N2 K1 . -176.30(9) ?
C8 C2 N3 C3A . -178.31(11) ?
S1 C2 N3 C3A . -0.45(14) ?
C7A C3A N3 C2 . 1.06(16) ?
C4 C3A N3 C2 . -177.94(13) ?
N2 C10 N5 S3 . -164.13(9) ?
N1 C10 N5 S3 . 15.18(17) y
N2 C10 N5 K1 . -1.86(11) ?
N1 C10 N5 K1 . 177.45(10) ?
O2 S3 N5 C10 . 176.11(10) ?
O1 S3 N5 C10 . -56.26(12) ?
C13 S3 N5 C10 . 62.49(11) y
O2 S3 N5 K1 . 22.74(10) ?
O1 S3 N5 K1 . 150.37(7) ?
C13 S3 N5 K1 . -90.88(9) ?
O2 S3 O1 K2 1_565 99.65(6) ?
N5 S3 O1 K2 1_565 -24.76(7) ?
C13 S3 O1 K2 1_565 -144.38(5) ?
O1 S3 O2 K2 2_666 -113.35(8) ?
N5 S3 O2 K2 2_666 15.85(9) ?
C13 S3 O2 K2 2_666 130.61(7) ?
C7A' S1' C2' N3' . -2.26(10) ?
C7A' S1' C2' C8' . -178.12(10) ?
N3' C3A' C4' C5' . -177.66(12) ?
C7A' C3A' C4' C5' . -0.73(19) ?
C3A' C4' C5' C6' . 1.0(2) ?
C4' C5' C6' C7' . 0.1(2) ?
C5' C6' C7' C7A' . -1.4(2) ?
C6' C7' C7A' C3A' . 1.59(19) ?
C6' C7' C7A' S1' . 178.38(11) ?
N3' C3A' C7A' C7' . 176.71(12) ?
C4' C3A' C7A' C7' . -0.55(19) ?
N3' C3A' C7A' S1' . -0.63(14) ?
C4' C3A' C7A' S1' . -177.89(10) ?
C2' S1' C7A' C7' . -175.59(13) ?
C2' S1' C7A' C3A' . 1.51(9) ?
N3' C2' C8' C9' . 142.01(13) ?
S1' C2' C8' C9' . -42.51(16) y
N3' C2' C8' C11' . -40.08(17) ?
S1' C2' C8' C11' . 135.40(10) ?
C11' C8' C9' N1' . -1.83(17) ?
C2' C8' C9' N1' . 176.19(11) ?
C11' C8' C9' S2' . 176.82(9) ?
C2' C8' C9' S2' . -5.15(17) ?
C12' S2' C9' N1' . -12.29(11) ?
C12' S2' C9' C8' . 168.96(10) ?
C9' C8' C11' N2' . 3.63(17) ?
C2' C8' C11' N2' . -174.47(11) ?
C9' C8' C11' N4' . -176.93(11) ?
C2' C8' C11' N4' . 4.96(18) ?
O1' S3' C13' C14' . 159.94(10) ?
O2' S3' C13' C14' . -79.93(11) ?
N5' S3' C13' C14' . 34.72(12) ?
O1' S3' C13' C18' . -24.15(12) ?
O2' S3' C13' C18' . 95.97(11) ?
N5' S3' C13' C18' . -149.37(10) ?
C18' C13' C14' C15' . 0.69(19) ?
S3' C13' C14' C15' . 176.57(10) ?
C13' C14' C15' C16' . -1.62(19) ?
C14' C15' C16' C17' . 1.2(2) ?
C15' C16' C17' C18' . 0.1(2) ?
C16' C17' C18' C13' . -1.0(2) ?
C14' C13' C18' C17' . 0.6(2) ?
S3' C13' C18' C17' . -175.16(10) ?
C8' C9' N1' C10' . -2.00(18) ?
S2' C9' N1' C10' . 179.30(9) ?
N2' C10' N1' C9' . 4.65(18) ?
N5' C10' N1' C9' . -173.44(11) ?
N1' C10' N2' C11' . -2.95(18) ?
N5' C10' N2' C11' . 175.27(10) ?
N1' C10' N2' K2 . -162.67(10) ?
N5' C10' N2' K2 . 15.55(11) ?
N4' C11' N2' C10' . 179.06(11) ?
C8' C11' N2' C10' . -1.46(17) ?
N4' C11' N2' K2 . -30.78(17) ?
C8' C11' N2' K2 . 148.69(9) ?
C8' C2' N3' C3A' . 178.01(11) ?
S1' C2' N3' C3A' . 2.26(13) ?
C4' C3A' N3' C2' . 176.01(12) ?
C7A' C3A' N3' C2' . -1.04(15) ?
N2' C10' N5' S3' . 166.36(9) ?
N1' C10' N5' S3' . -15.33(16) y
N2' C10' N5' K2 . -14.92(10) ?
N1' C10' N5' K2 . 163.39(10) ?
O1' S3' N5' C10' . -55.50(11) ?
O2' S3' N5' C10' . 178.27(9) ?
C13' S3' N5' C10' . 65.28(11) y
O1' S3' N5' K2 . 126.62(9) ?
O2' S3' N5' K2 . 0.38(11) ?
C13' S3' N5' K2 . -112.60(9) ?
O2' S3' O1' K1 . -20.89(7) ?
N5' S3' O1' K1 . -143.97(5) ?
C13' S3' O1' K1 . 93.58(6) ?
O91 C91 N91 C93 . -0.8(2) ?
O91 C91 N91 C92 . -178.96(13) ?
N91 C91 O91 K2 . 176.30(10) ?
O92 C94 N92 C96 . -0.2(3) ?
K2 C94 N92 C96 . -79.3(4) ?
O92 C94 N92 C95 . 179.47(17) ?
K2 C94 N92 C95 . 100.3(4) ?
N92 C94 O92 K1 2_666 98.16(17) ?
K2 C94 O92 K1 2_666 -102.27(11) ?
N92 C94 O92 K2 . -159.57(14) ?

_cod_database_fobs_code 2242853
