##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
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data_global
_audit_creation_method     SHELXL-97
_journal_date_recd_electronic     2011-08-05
_journal_date_accepted     2011-08-06
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2011
_journal_volume     67
_journal_issue      9
_journal_page_first     o2313
_journal_page_last     o2314
_journal_paper_category     QO
_journal_coeditor_code     HB6348
_publ_contact_author_name     ' Edward RT Tiekink '
_publ_contact_author_address
;
Department of Chemistry, University of Malaya,
50603 Kuala Lumpur, Malaysia
;
_publ_contact_author_email
;
edward.tiekink@gmail.com
;
_publ_contact_author_fax     ' +60 3 7967 4193 '
_publ_contact_author_phone     ' +60 3 7967 6775 '
_publ_section_title
;\
tert-Butyl N-[3-hydroxy-1-phenyl-4-(pyrimidin-2-\
ylsulfanyl)butan-2-yl]carbamate monohydrate
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Claudia R. B. Gomes' .
;
Instituto de Tecnologia em Fármacos - Farmanguinhos, FioCruz --
Fundação Oswaldo Cruz, R. Sizenando Nabuco, 100, Manguinhos,
21041-250 Rio de Janeiro, RJ, Brazil
;
    'Thatyana R. A. Vasconcelos' .
;
Universidade Federal Fluminense, Instituto de Química
Departamento de Química Orgânica, Outeiro de São João Batista, s/no,
Centro, Niterói, 24020-141 Rio de Janeiro, Brazil
;
    'Walcimar T. Vellasco Jr' .
;
Instituto de Tecnologia em Fármacos - Farmanguinhos, FioCruz --
Fundação Oswaldo Cruz, R. Sizenando Nabuco, 100, Manguinhos,
21041-250 Rio de Janeiro, RJ, Brazil
and
Universidade Federal Fluminense, Instituto de Química
Departamento de Química Orgânica, Outeiro de São João Batista, s/no,
Centro, Niterói, 24020-141 Rio de Janeiro, Brazil
;
    'Wardell, James L.'
;
Additional correspondence author, e-mail: j.wardell@abdn.ac.uk.
;
;
Centro de Desenvolvimento Tecnológico em Saúde (CDTS),
Fundação Oswaldo Cruz (FIOCRUZ), Casa Amarela,
Campus de Manguinhos, Av. Brasil 4365,
21040-900 Rio de Janeiro, RJ, Brazil
;
    'Wardell, Solange M. S. V.' .
;
CHEMSOL, 1 Harcourt Road, Aberdeen AB15 5NY, Scotland
;
    'Tiekink, Edward R. T.' .
;
Department of Chemistry, University of Malaya,
50603 Kuala Lumpur, Malaysia
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
tert-Butyl N-[3-hydroxy-1-phenyl-4-(pyrimidin-2-
ylsulfanyl)butan-2-yl]carbamate monohydrate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C19 H25 N3 O3 S, H2 O'
_chemical_formula_sum     'C19 H27 N3 O4 S'
_chemical_formula_iupac     'C19 H25 N3 O3 S, H2 O'
_chemical_formula_weight     393.50
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'C 2'
_symmetry_space_group_name_Hall     'C 2y'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y, -z'
    'x+1/2, y+1/2, z'
    '-x+1/2, y+1/2, -z'
_cell_length_a     19.4238(7)
_cell_length_b     5.1275(2)
_cell_length_c     22.4815(8)
_cell_angle_alpha     90.00
_cell_angle_beta     114.319(2)
_cell_angle_gamma     90.00
_cell_volume     2040.38(13)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     31450
_cell_measurement_theta_min     2.9
_cell_measurement_theta_max     27.5
_cell_measurement_temperature     120(2)
_exptl_crystal_description     needle
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.30
_exptl_crystal_size_mid     0.02
_exptl_crystal_size_min     0.02
_exptl_crystal_density_diffrn     1.281
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     840
_exptl_absorpt_coefficient_mu     0.187
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2007)'
_exptl_absorpt_correction_T_min     0.801
_exptl_absorpt_correction_T_max     1.000
_exptl_special_details
;
;
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type
                               'Bruker--Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     '9.091'
_diffrn_reflns_number     11781
_diffrn_reflns_av_R_equivalents     0.0476
_diffrn_reflns_av_sigmaI/netI     0.0616
_diffrn_reflns_theta_min     2.92
_diffrn_reflns_theta_max     27.50
_diffrn_reflns_theta_full     27.50
_diffrn_measured_fraction_theta_max     0.994
_diffrn_measured_fraction_theta_full     0.994
_diffrn_reflns_limit_h_min     -24
_diffrn_reflns_limit_h_max     24
_diffrn_reflns_limit_k_min     -6
_diffrn_reflns_limit_k_max     5
_diffrn_reflns_limit_l_min     -29
_diffrn_reflns_limit_l_max     28
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_refine_special_details
;
Refinement of F² against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The threshold expression of F² >
2σ(F²) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F² are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.
;
_reflns_number_total     4032
_reflns_number_gt     3409
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0710
_refine_ls_R_factor_gt     0.0549
_refine_ls_wR_factor_gt     0.1037
_refine_ls_wR_factor_ref     0.1124
_refine_ls_goodness_of_fit_ref     1.036
_refine_ls_restrained_S_all     1.036
_refine_ls_number_reflns     4032
_refine_ls_number_parameters     259
_refine_ls_number_restraints     6
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0169P)²+4.9933P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.273
_refine_diff_density_min     -0.259
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details     'Flack (1983), 1442 Friedel pairs'
_refine_ls_abs_structure_Flack     0.11(11)
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'
_computing_data_collection     'COLLECT (Hooft, 1998)'
_computing_cell_refinement
                    'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_data_reduction
                    'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics
                      'ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 2006)'
_computing_publication_material     'publCIF (Westrip, 2010)'
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
    S S1 0.38657(5) 0.93234(19) 0.94519(4) 0.0274(2) Uani d . 1 1 . .
    O O1 0.51141(12) 0.8689(5) 0.89189(11) 0.0260(6) Uani d D 1 1 . .
    H H1O 0.526(2) 1.023(3) 0.898(2) 0.039 Uiso d D 1 1 . .
    O O2 0.33859(13) 0.2943(4) 0.71553(11) 0.0262(6) Uani d . 1 1 . .
    O O3 0.25342(12) 0.5902(4) 0.64894(11) 0.0230(5) Uani d . 1 1 . .
    N N1 0.29924(15) 1.2998(6) 0.95196(13) 0.0263(7) Uani d . 1 1 . .
    N N2 0.27041(16) 1.1435(6) 0.84405(13) 0.0274(7) Uani d . 1 1 . .
    N N3 0.35124(14) 0.7325(5) 0.73525(13) 0.0195(6) Uani d D 1 1 . .
    H H3N 0.3325(17) 0.881(3) 0.7189(14) 0.023 Uiso d D 1 1 . .
    C C1 0.43449(16) 0.8764(7) 0.84546(14) 0.0212(7) Uani d . 1 1 . .
    H H1 0.4184 1.0614 0.8337 0.025 Uiso calc R 1 1 . .
    C C2 0.38603(18) 0.7501(7) 0.87609(15) 0.0247(7) Uani d . 1 1 . .
    H H2A 0.4049 0.5714 0.8905 0.030 Uiso calc R 1 1 . .
    H H2B 0.3334 0.7358 0.8428 0.030 Uiso calc R 1 1 . .
    C C3 0.31002(17) 1.1467(7) 0.90796(16) 0.0228(7) Uani d . 1 1 . .
    C C4 0.24166(18) 1.4693(7) 0.92708(16) 0.0300(8) Uani d . 1 1 . .
    H H4 0.2315 1.5825 0.9560 0.036 Uiso calc R 1 1 . .
    C C5 0.19690(19) 1.4849(8) 0.86141(17) 0.0337(9) Uani d . 1 1 . .
    H H5 0.1561 1.6048 0.8445 0.040 Uiso calc R 1 1 . .
    C C6 0.21382(19) 1.3195(8) 0.82139(17) 0.0324(9) Uani d . 1 1 . .
    H H6 0.1844 1.3292 0.7757 0.039 Uiso calc R 1 1 . .
    C C7 0.42887(16) 0.7273(7) 0.78451(14) 0.0203(7) Uani d . 1 1 . .
    H H7 0.4438 0.5418 0.7969 0.024 Uiso calc R 1 1 . .
    C C8 0.31684(17) 0.5180(6) 0.70118(15) 0.0187(7) Uani d . 1 1 . .
    C C9 0.20689(17) 0.3927(7) 0.60200(15) 0.0232(7) Uani d . 1 1 . .
    C C10 0.16727(19) 0.2235(7) 0.63384(17) 0.0282(8) Uani d . 1 1 . .
    H H10A 0.1391 0.3348 0.6514 0.042 Uiso calc R 1 1 . .
    H H10B 0.2049 0.1222 0.6693 0.042 Uiso calc R 1 1 . .
    H H10C 0.1323 0.1045 0.6013 0.042 Uiso calc R 1 1 . .
    C C11 0.15008(19) 0.5600(7) 0.54834(17) 0.0292(8) Uani d . 1 1 . .
    H H11A 0.1767 0.6684 0.5286 0.044 Uiso calc R 1 1 . .
    H H11B 0.1231 0.6722 0.5669 0.044 Uiso calc R 1 1 . .
    H H11C 0.1138 0.4472 0.5149 0.044 Uiso calc R 1 1 . .
    C C12 0.25420(18) 0.2360(7) 0.57476(16) 0.0260(8) Uani d . 1 1 . .
    H H12A 0.2829 0.1024 0.6064 0.039 Uiso calc R 1 1 . .
    H H12B 0.2892 0.3529 0.5665 0.039 Uiso calc R 1 1 . .
    H H12C 0.2208 0.1520 0.5338 0.039 Uiso calc R 1 1 . .
    C C13 0.48159(17) 0.8439(7) 0.75607(15) 0.0241(7) Uani d . 1 1 . .
    H H13A 0.4615 1.0151 0.7361 0.029 Uiso calc R 1 1 . .
    H H13B 0.5320 0.8734 0.7919 0.029 Uiso calc R 1 1 . .
    C C14 0.48983(18) 0.6690(7) 0.70518(16) 0.0227(7) Uani d . 1 1 . .
    C C15 0.44298(19) 0.6935(7) 0.63926(16) 0.0274(8) Uani d . 1 1 . .
    H H15 0.4064 0.8291 0.6250 0.033 Uiso calc R 1 1 . .
    C C16 0.44908(19) 0.5222(7) 0.59414(17) 0.0298(8) Uani d . 1 1 . .
    H H16 0.4163 0.5397 0.5492 0.036 Uiso calc R 1 1 . .
    C C17 0.50219(19) 0.3270(8) 0.61384(17) 0.0316(8) Uani d . 1 1 . .
    H H17 0.5059 0.2091 0.5827 0.038 Uiso calc R 1 1 . .
    C C18 0.55023(19) 0.3022(7) 0.67897(18) 0.0321(8) Uani d . 1 1 . .
    H H18 0.5876 0.1693 0.6926 0.038 Uiso calc R 1 1 . .
    C C19 0.54376(18) 0.4719(7) 0.72444(17) 0.0279(8) Uani d . 1 1 . .
    H H19 0.5766 0.4532 0.7693 0.033 Uiso calc R 1 1 . .
    O O1W 0.58202(13) 0.3603(5) 0.91425(12) 0.0322(6) Uani d D 1 1 . .
    H H1W 0.6181(15) 0.351(8) 0.9517(9) 0.048 Uiso d D 1 1 . .
    H H2W 0.561(2) 0.506(4) 0.912(2) 0.048 Uiso d D 1 1 . .
_geom_special_details
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are
estimated using the full covariance matrix. The cell s.u.'s are taken into
account individually in the estimation of s.u.'s in distances, angles and
torsion angles; correlations between s.u.'s in cell parameters are only used
when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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 C3 . 1.759(3) ?
    S1 C2 . 1.809(3) ?
    O1 C1 . 1.428(3) ?
    O1 H1O . 0.833(10) ?
    O2 C8 . 1.219(4) ?
    O3 C8 . 1.357(4) ?
    O3 C9 . 1.473(4) ?
    N1 C4 . 1.343(4) ?
    N1 C3 . 1.345(4) ?
    N2 C3 . 1.321(4) ?
    N2 C6 . 1.349(5) ?
    N3 C8 . 1.350(4) ?
    N3 C7 . 1.458(4) ?
    N3 H3N . 0.856(10) ?
    C1 C2 . 1.521(4) ?
    C1 C7 . 1.533(4) ?
    C1 H1 . 1.0000 ?
    C2 H2A . 0.9900 ?
    C2 H2B . 0.9900 ?
    C4 C5 . 1.373(5) ?
    C4 H4 . 0.9500 ?
    C5 C6 . 1.371(5) ?
    C5 H5 . 0.9500 ?
    C6 H6 . 0.9500 ?
    C7 C13 . 1.534(4) ?
    C7 H7 . 1.0000 ?
    C9 C10 . 1.520(5) ?
    C9 C11 . 1.521(5) ?
    C9 C12 . 1.526(5) ?
    C10 H10A . 0.9800 ?
    C10 H10B . 0.9800 ?
    C10 H10C . 0.9800 ?
    C11 H11A . 0.9800 ?
    C11 H11B . 0.9800 ?
    C11 H11C . 0.9800 ?
    C12 H12A . 0.9800 ?
    C12 H12B . 0.9800 ?
    C12 H12C . 0.9800 ?
    C13 C14 . 1.513(5) ?
    C13 H13A . 0.9900 ?
    C13 H13B . 0.9900 ?
    C14 C15 . 1.389(5) ?
    C14 C19 . 1.390(5) ?
    C15 C16 . 1.383(5) ?
    C15 H15 . 0.9500 ?
    C16 C17 . 1.373(5) ?
    C16 H16 . 0.9500 ?
    C17 C18 . 1.381(5) ?
    C17 H17 . 0.9500 ?
    C18 C19 . 1.387(5) ?
    C18 H18 . 0.9500 ?
    C19 H19 . 0.9500 ?
    O1W H1W . 0.846(10) ?
    O1W H2W . 0.842(10) ?
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
    C3 S1 C2 . . 102.08(16) ?
    C1 O1 H1O . . 107(3) ?
    C8 O3 C9 . . 120.2(2) ?
    C4 N1 C3 . . 115.3(3) ?
    C3 N2 C6 . . 114.9(3) ?
    C8 N3 C7 . . 122.1(3) ?
    C8 N3 H3N . . 117(2) ?
    C7 N3 H3N . . 118(2) ?
    O1 C1 C2 . . 108.3(2) ?
    O1 C1 C7 . . 107.9(2) ?
    C2 C1 C7 . . 111.3(3) ?
    O1 C1 H1 . . 109.8 ?
    C2 C1 H1 . . 109.8 ?
    C7 C1 H1 . . 109.8 ?
    C1 C2 S1 . . 112.5(2) ?
    C1 C2 H2A . . 109.1 ?
    S1 C2 H2A . . 109.1 ?
    C1 C2 H2B . . 109.1 ?
    S1 C2 H2B . . 109.1 ?
    H2A C2 H2B . . 107.8 ?
    N2 C3 N1 . . 127.6(3) ?
    N2 C3 S1 . . 120.6(3) ?
    N1 C3 S1 . . 111.8(2) ?
    N1 C4 C5 . . 122.4(3) ?
    N1 C4 H4 . . 118.8 ?
    C5 C4 H4 . . 118.8 ?
    C6 C5 C4 . . 116.9(3) ?
    C6 C5 H5 . . 121.5 ?
    C4 C5 H5 . . 121.5 ?
    N2 C6 C5 . . 123.0(3) ?
    N2 C6 H6 . . 118.5 ?
    C5 C6 H6 . . 118.5 ?
    N3 C7 C1 . . 109.9(2) ?
    N3 C7 C13 . . 109.6(2) ?
    C1 C7 C13 . . 111.4(3) ?
    N3 C7 H7 . . 108.6 ?
    C1 C7 H7 . . 108.6 ?
    C13 C7 H7 . . 108.6 ?
    O2 C8 N3 . . 125.5(3) ?
    O2 C8 O3 . . 125.3(3) ?
    N3 C8 O3 . . 109.3(3) ?
    O3 C9 C10 . . 109.6(2) ?
    O3 C9 C11 . . 102.2(3) ?
    C10 C9 C11 . . 110.7(3) ?
    O3 C9 C12 . . 110.9(2) ?
    C10 C9 C12 . . 113.2(3) ?
    C11 C9 C12 . . 109.8(3) ?
    C9 C10 H10A . . 109.5 ?
    C9 C10 H10B . . 109.5 ?
    H10A C10 H10B . . 109.5 ?
    C9 C10 H10C . . 109.5 ?
    H10A C10 H10C . . 109.5 ?
    H10B C10 H10C . . 109.5 ?
    C9 C11 H11A . . 109.5 ?
    C9 C11 H11B . . 109.5 ?
    H11A C11 H11B . . 109.5 ?
    C9 C11 H11C . . 109.5 ?
    H11A C11 H11C . . 109.5 ?
    H11B C11 H11C . . 109.5 ?
    C9 C12 H12A . . 109.5 ?
    C9 C12 H12B . . 109.5 ?
    H12A C12 H12B . . 109.5 ?
    C9 C12 H12C . . 109.5 ?
    H12A C12 H12C . . 109.5 ?
    H12B C12 H12C . . 109.5 ?
    C14 C13 C7 . . 112.4(3) ?
    C14 C13 H13A . . 109.1 ?
    C7 C13 H13A . . 109.1 ?
    C14 C13 H13B . . 109.1 ?
    C7 C13 H13B . . 109.1 ?
    H13A C13 H13B . . 107.9 ?
    C15 C14 C19 . . 118.5(3) ?
    C15 C14 C13 . . 121.7(3) ?
    C19 C14 C13 . . 119.7(3) ?
    C16 C15 C14 . . 120.6(3) ?
    C16 C15 H15 . . 119.7 ?
    C14 C15 H15 . . 119.7 ?
    C17 C16 C15 . . 120.4(3) ?
    C17 C16 H16 . . 119.8 ?
    C15 C16 H16 . . 119.8 ?
    C16 C17 C18 . . 119.9(3) ?
    C16 C17 H17 . . 120.0 ?
    C18 C17 H17 . . 120.0 ?
    C17 C18 C19 . . 119.8(3) ?
    C17 C18 H18 . . 120.1 ?
    C19 C18 H18 . . 120.1 ?
    C18 C19 C14 . . 120.8(3) ?
    C18 C19 H19 . . 119.6 ?
    C14 C19 H19 . . 119.6 ?
    H1W O1W H2W . . 107(4) ?
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_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O1 C1 C2 S1 . . . . 65.2(3) ?
    C7 C1 C2 S1 . . . . -176.4(2) ?
    C3 S1 C2 C1 . . . . 89.9(2) ?
    C6 N2 C3 N1 . . . . 1.4(5) ?
    C6 N2 C3 S1 . . . . -179.2(3) ?
    C4 N1 C3 N2 . . . . -0.6(5) ?
    C4 N1 C3 S1 . . . . 179.9(2) ?
    C2 S1 C3 N2 . . . . -0.9(3) ?
    C2 S1 C3 N1 . . . . 178.6(2) ?
    C3 N1 C4 C5 . . . . 0.1(5) ?
    N1 C4 C5 C6 . . . . -0.5(5) ?
    C3 N2 C6 C5 . . . . -1.7(5) ?
    C4 C5 C6 N2 . . . . 1.4(6) ?
    C8 N3 C7 C1 . . . . -135.6(3) ?
    C8 N3 C7 C13 . . . . 101.7(3) ?
    O1 C1 C7 N3 . . . . -179.3(3) ?
    C2 C1 C7 N3 . . . . 62.0(3) ?
    O1 C1 C7 C13 . . . . -57.7(3) ?
    C2 C1 C7 C13 . . . . -176.3(3) ?
    C7 N3 C8 O2 . . . . 15.8(5) ?
    C7 N3 C8 O3 . . . . -165.2(3) ?
    C9 O3 C8 O2 . . . . -3.5(5) ?
    C9 O3 C8 N3 . . . . 177.5(2) ?
    C8 O3 C9 C10 . . . . 70.1(3) ?
    C8 O3 C9 C11 . . . . -172.5(3) ?
    C8 O3 C9 C12 . . . . -55.5(4) ?
    N3 C7 C13 C14 . . . . -70.4(3) ?
    C1 C7 C13 C14 . . . . 167.8(3) ?
    C7 C13 C14 C15 . . . . 91.7(4) ?
    C7 C13 C14 C19 . . . . -86.0(4) ?
    C19 C14 C15 C16 . . . . 1.2(5) ?
    C13 C14 C15 C16 . . . . -176.5(3) ?
    C14 C15 C16 C17 . . . . -0.7(5) ?
    C15 C16 C17 C18 . . . . -0.5(5) ?
    C16 C17 C18 C19 . . . . 1.1(5) ?
    C17 C18 C19 C14 . . . . -0.6(5) ?
    C15 C14 C19 C18 . . . . -0.5(5) ?
    C13 C14 C19 C18 . . . . 177.3(3) ?
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
    O1 H1o O1w 1_565 0.83(2) 2.00(2) 2.813(4) 168(4)
    O1w H1w N1 2_647 0.85(2) 2.12(2) 2.958(4) 174(4)
    O1w H2w O1 . 0.84(3) 2.06(3) 2.893(4) 170(4)
    N3 H3n O2 1_565 0.859(19) 2.126(16) 2.910(3) 152(3)
