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###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
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# 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 Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
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#                                                                            #
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# Software is freely available for graphical display of the structure(s) in  #
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data_global
_audit_creation_method     SHELXL-97
_journal_date_recd_electronic     2007-11-22
_journal_date_accepted     2007-11-23
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2008
_journal_volume     64
_journal_issue      1
_journal_page_first     o42
_journal_page_last     o42
_journal_paper_category     QO
_journal_coeditor_code     HK2396
_publ_contact_author_name     'Shengzhen Xu'
_publ_contact_author_address
; College of Basic Science
  Huazhong Agricultural University
  Wuhan  430070
  China
;
_publ_contact_author_email     xsz1976@yahoo.com.cn
_publ_contact_author_fax     '86 27 67867706'
_publ_contact_author_phone     '86 27 67866229'
_publ_section_title
;
3-Butyl-2-propylamino-1-benzothieno[2,3-d]pyrimidin-4(3H)-one
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Shengzhen Xu' .
; College of Basic Science
  Huazhong Agricultural University
  Wuhan 430070
  People's Republic of China
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
3-Butyl-2-propylamino-1-benzothieno[2,3-d]pyrimidin-4(3H)-one
;
_chemical_name_common     ?
_chemical_formula_moiety     'C17 H21 N3 O S'
_chemical_formula_sum     'C17 H21 N3 O S'
_chemical_formula_iupac     'C17 H21 N3 O S'
_chemical_formula_weight     315.43
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     11.4322(6)
_cell_length_b     14.2791(8)
_cell_length_c     11.6704(6)
_cell_angle_alpha     90.00
_cell_angle_beta     116.6060(10)
_cell_angle_gamma     90.00
_cell_volume     1703.36(16)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     4476
_cell_measurement_theta_min     2.42
_cell_measurement_theta_max     24.16
_cell_measurement_temperature     298(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.30
_exptl_crystal_size_mid     0.20
_exptl_crystal_size_min     0.20
_exptl_crystal_density_diffrn     1.230
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     672
_exptl_absorpt_coefficient_mu     0.195
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     298(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type
                              'Bruker SMART 4K CCD area-detector diffractometer'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     15640
_diffrn_reflns_av_R_equivalents     0.0538
_diffrn_reflns_av_sigmaI/netI     0.0333
_diffrn_reflns_theta_min     1.99
_diffrn_reflns_theta_max     27.00
_diffrn_reflns_theta_full     27.00
_diffrn_measured_fraction_theta_max     0.996
_diffrn_measured_fraction_theta_full     0.996
_diffrn_reflns_limit_h_min     -14
_diffrn_reflns_limit_h_max     14
_diffrn_reflns_limit_k_min     -17
_diffrn_reflns_limit_k_max     18
_diffrn_reflns_limit_l_min     -14
_diffrn_reflns_limit_l_max     14
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_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 > 2sigma(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     3712
_reflns_number_gt     2599
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0791
_refine_ls_R_factor_gt     0.0577
_refine_ls_wR_factor_gt     0.1586
_refine_ls_wR_factor_ref     0.1751
_refine_ls_goodness_of_fit_ref     1.041
_refine_ls_restrained_S_all     1.100
_refine_ls_number_reflns     3712
_refine_ls_number_parameters     279
_refine_ls_number_restraints     23
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                 'calc w=1/[σ²(Fo²)+(0.1070P)²] 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     0.004
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.354
_refine_diff_density_min     -0.155
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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     'SMART (Bruker, 2001)'
_computing_cell_refinement     'SAINT (Bruker, 2001)'
_computing_data_reduction     'SAINT (Bruker, 2001)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
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_disorder_assembly
    _atom_site_disorder_group
    S S1 0.13711(6) 0.04643(4) 1.26890(6) 0.0767(3) Uani d . 1 . .
    O O1 0.22957(17) 0.23409(10) 1.18589(13) 0.0782(5) Uani d . 1 . .
    N N1 0.21439(19) -0.00118(12) 0.97855(15) 0.0679(5) Uani d . 1 A .
    N N2 0.25553(18) 0.16172(11) 1.02369(15) 0.0646(5) Uani d D 1 A .
    N N3 0.2992(7) 0.0903(4) 0.8663(6) 0.0835(17) Uani d PD 0.696(10) A 1
    H H3A 0.3215 0.1450 0.8524 0.100 Uiso calc PR 0.696(10) A 1
    N N3' 0.2371(11) 0.0885(9) 0.8333(9) 0.057(2) Uani d PD 0.304(10) A 2
    H H3' 0.2257 0.1427 0.7977 0.068 Uiso calc PR 0.304(10) A 2
    C C1 0.14037(18) -0.08829(14) 1.11773(18) 0.0588(5) Uani d . 1 . .
    C C2 0.1241(2) -0.17839(15) 1.0674(2) 0.0775(6) Uani d . 1 . .
    H H2 0.1433 -0.1913 0.9995 0.093 Uiso calc R 1 . .
    C C3 0.0795(3) -0.24799(17) 1.1191(3) 0.0921(8) Uani d . 1 . .
    H H3 0.0683 -0.3082 1.0855 0.110 Uiso calc R 1 . .
    C C4 0.0510(3) -0.2299(2) 1.2203(3) 0.0969(8) Uani d . 1 . .
    H H4 0.0207 -0.2780 1.2539 0.116 Uiso calc R 1 . .
    C C5 0.0668(3) -0.14217(19) 1.2713(3) 0.0897(7) Uani d . 1 . .
    H H5 0.0479 -0.1303 1.3396 0.108 Uiso calc R 1 . .
    C C6 0.1117(2) -0.07033(16) 1.2202(2) 0.0663(5) Uani d . 1 . .
    C C7 0.18358(19) -0.00435(13) 1.07820(16) 0.0550(5) Uani d . 1 . .
    C C8 0.1850(2) 0.07176(14) 1.15013(17) 0.0569(5) Uani d . 1 . .
    C C9 0.2227(2) 0.16126(14) 1.12618(17) 0.0585(5) Uani d . 1 . .
    C C10 0.2479(2) 0.08120(15) 0.95393(19) 0.0708(6) Uani d D 1 . .
    C C11 0.3166(9) 0.0091(5) 0.7964(8) 0.115(3) Uani d PD 0.696(10) A 1
    H H11 0.3261 -0.0490 0.8446 0.138 Uiso calc PR 0.696(10) A 1
    C C11' 0.2443(15) 0.0099(9) 0.7669(9) 0.085(5) Uani d PD 0.304(10) A 2
    H H11' 0.1795 -0.0319 0.7733 0.102 Uiso calc PR 0.304(10) A 2
    C C12 0.4388(5) 0.0288(5) 0.7817(5) 0.118(2) Uani d PD 0.696(10) A 1
    H H12A 0.4292 0.0873 0.7377 0.177 Uiso calc PR 0.696(10) A 1
    H H12B 0.4525 -0.0206 0.7332 0.177 Uiso calc PR 0.696(10) A 1
    H H12C 0.5125 0.0324 0.8648 0.177 Uiso calc PR 0.696(10) A 1
    C C12' 0.3646(15) -0.0512(13) 0.8141(10) 0.149(9) Uani d PD 0.304(10) A 2
    H H12D 0.4229 -0.0277 0.7820 0.223 Uiso calc PR 0.304(10) A 2
    H H12E 0.3395 -0.1142 0.7843 0.223 Uiso calc PR 0.304(10) A 2
    H H12F 0.4080 -0.0507 0.9061 0.223 Uiso calc PR 0.304(10) A 2
    C C13 0.1988(6) 0.0047(7) 0.6697(10) 0.139(4) Uani d PD 0.696(10) A 1
    H H13A 0.1233 -0.0101 0.6821 0.208 Uiso calc PR 0.696(10) A 1
    H H13B 0.2109 -0.0429 0.6179 0.208 Uiso calc PR 0.696(10) A 1
    H H13C 0.1862 0.0641 0.6274 0.208 Uiso calc PR 0.696(10) A 1
    C C13' 0.1899(19) 0.0248(14) 0.6251(10) 0.128(8) Uani d PD 0.304(10) A 2
    H H13D 0.1081 0.0574 0.5945 0.193 Uiso calc PR 0.304(10) A 2
    H H13E 0.1764 -0.0348 0.5829 0.193 Uiso calc PR 0.304(10) A 2
    H H13F 0.2504 0.0611 0.6072 0.193 Uiso calc PR 0.304(10) A 2
    C C14 0.3278(9) 0.2503(6) 1.0136(9) 0.079(3) Uani d PD 0.622(11) A 1
    H H14A 0.3095 0.2584 0.9247 0.095 Uiso calc PR 0.622(11) A 1
    H H14B 0.2914 0.3040 1.0374 0.095 Uiso calc PR 0.622(11) A 1
    C C14' 0.2809(11) 0.2515(8) 0.9807(12) 0.055(2) Uani d PD 0.378(11) A 2
    H H14C 0.2538 0.3028 1.0179 0.066 Uiso calc PR 0.378(11) A 2
    H H14D 0.2356 0.2564 0.8881 0.066 Uiso calc PR 0.378(11) A 2
    C C15 0.4741(8) 0.2515(6) 1.0939(8) 0.128(3) Uani d PD 0.622(11) A 1
    H H15A 0.5120 0.1976 1.0725 0.154 Uiso calc PR 0.622(11) A 1
    H H15B 0.4941 0.2468 1.1838 0.154 Uiso calc PR 0.622(11) A 1
    C C15' 0.4291(10) 0.2516(6) 1.0287(12) 0.082(3) Uani d PD 0.378(11) A 2
    H H15C 0.4555 0.1983 0.9941 0.099 Uiso calc PR 0.378(11) A 2
    H H15D 0.4733 0.2479 1.1215 0.099 Uiso calc PR 0.378(11) A 2
    C C16 0.5353(10) 0.3408(6) 1.0727(9) 0.174(4) Uani d PD 0.622(11) A 1
    H H16A 0.4767 0.3931 1.0603 0.209 Uiso calc PR 0.622(11) A 1
    H H16B 0.6166 0.3535 1.1483 0.209 Uiso calc PR 0.622(11) A 1
    C C16' 0.4644(9) 0.3432(6) 0.9833(10) 0.100(3) Uani d PD 0.378(11) A 2
    H H16C 0.4288 0.3431 0.8907 0.120 Uiso calc PR 0.378(11) A 2
    H H16D 0.4274 0.3959 1.0083 0.120 Uiso calc PR 0.378(11) A 2
    C C17 0.5612(12) 0.3325(9) 0.9614(9) 0.179(4) Uani d PD 0.622(11) A 1
    H H17A 0.6154 0.2788 0.9714 0.269 Uiso calc PR 0.622(11) A 1
    H H17B 0.6053 0.3878 0.9543 0.269 Uiso calc PR 0.622(11) A 1
    H H17C 0.4800 0.3255 0.8854 0.269 Uiso calc PR 0.622(11) A 1
    C C17' 0.6098(10) 0.3518(14) 1.0427(18) 0.194(9) Uani d PD 0.378(11) A 2
    H H17D 0.6484 0.3093 1.1136 0.291 Uiso calc PR 0.378(11) A 2
    H H17E 0.6347 0.4148 1.0725 0.291 Uiso calc PR 0.378(11) A 2
    H H17F 0.6399 0.3370 0.9801 0.291 Uiso calc PR 0.378(11) A 2
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate
(isotropic)
 treatment of cell esds is used for estimating esds 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
    N3 C11 . 1.482(9) ?
    N3 H3A . 0.8600 ?
    N3' C11' . 1.387(16) ?
    N3' H3' . 0.8600 ?
    C1 C2 . 1.392(3) ?
    C1 C6 . 1.397(3) ?
    C1 C7 . 1.448(3) ?
    C2 C3 . 1.374(3) ?
    C2 H2 . 0.9300 ?
    C3 C4 . 1.384(4) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.364(4) ?
    C4 H4 . 0.9300 ?
    C5 C6 . 1.395(3) ?
    C5 H5 . 0.9300 ?
    C6 S1 . 1.743(2) ?
    C7 N1 . 1.359(3) ?
    C7 C8 . 1.369(3) ?
    C8 C9 . 1.416(3) ?
    C8 S1 . 1.741(2) ?
    C9 O1 . 1.235(2) ?
    C9 N2 . 1.405(2) ?
    C10 N1 . 1.308(3) ?
    C10 N3' . 1.361(10) ?
    C10 N2 . 1.389(3) ?
    C10 N3 . 1.394(5) ?
    C11 C13 . 1.490(7) ?
    C11 C12 . 1.508(7) ?
    C11 H11 . 0.9800 ?
    C11' C13' . 1.499(9) ?
    C11' C12' . 1.510(9) ?
    C11' H11' . 0.9800 ?
    C12 H12A . 0.9600 ?
    C12 H12B . 0.9600 ?
    C12 H12C . 0.9600 ?
    C12' H12D . 0.9600 ?
    C12' H12E . 0.9600 ?
    C12' H12F . 0.9600 ?
    C13 H13A . 0.9600 ?
    C13 H13B . 0.9600 ?
    C13 H13C . 0.9600 ?
    C13' H13D . 0.9600 ?
    C13' H13E . 0.9600 ?
    C13' H13F . 0.9600 ?
    C14 C15 . 1.507(7) ?
    C14 N2 . 1.544(7) ?
    C14 H14A . 0.9700 ?
    C14 H14B . 0.9700 ?
    C14' N2 . 1.452(9) ?
    C14' C15' . 1.528(9) ?
    C14' H14C . 0.9700 ?
    C14' H14D . 0.9700 ?
    C15 C16 . 1.528(7) ?
    C15 H15A . 0.9700 ?
    C15 H15B . 0.9700 ?
    C15' C16' . 1.531(8) ?
    C15' H15C . 0.9700 ?
    C15' H15D . 0.9700 ?
    C16 C17 . 1.461(8) ?
    C16 H16A . 0.9700 ?
    C16 H16B . 0.9700 ?
    C16' C17' . 1.493(9) ?
    C16' H16C . 0.9700 ?
    C16' H16D . 0.9700 ?
    C17 H17A . 0.9600 ?
    C17 H17B . 0.9600 ?
    C17 H17C . 0.9600 ?
    C17' H17D . 0.9600 ?
    C17' H17E . 0.9600 ?
    C17' H17F . 0.9600 ?
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
    C8 S1 C6 . . 90.27(10) ?
    C10 N1 C7 . . 115.57(16) ?
    C10 N2 C9 . . 121.65(17) ?
    C10 N2 C14' . . 119.9(6) ?
    C9 N2 C14' . . 118.0(6) ?
    C10 N2 C14 . . 121.9(4) ?
    C9 N2 C14 . . 115.1(4) ?
    C10 N3 C11 . . 122.4(6) ?
    C10 N3 H3A . . 118.8 ?
    C11 N3 H3A . . 118.8 ?
    C10 N3' C11' . . 121.0(10) ?
    C10 N3' H3' . . 119.5 ?
    C11' N3' H3' . . 119.5 ?
    C2 C1 C6 . . 119.5(2) ?
    C2 C1 C7 . . 129.1(2) ?
    C6 C1 C7 . . 111.39(18) ?
    C3 C2 C1 . . 119.2(2) ?
    C3 C2 H2 . . 120.4 ?
    C1 C2 H2 . . 120.4 ?
    C2 C3 C4 . . 121.1(2) ?
    C2 C3 H3 . . 119.5 ?
    C4 C3 H3 . . 119.5 ?
    C5 C4 C3 . . 120.5(2) ?
    C5 C4 H4 . . 119.7 ?
    C3 C4 H4 . . 119.7 ?
    C4 C5 C6 . . 119.4(3) ?
    C4 C5 H5 . . 120.3 ?
    C6 C5 H5 . . 120.3 ?
    C5 C6 C1 . . 120.2(2) ?
    C5 C6 S1 . . 127.07(19) ?
    C1 C6 S1 . . 112.71(16) ?
    N1 C7 C8 . . 124.20(18) ?
    N1 C7 C1 . . 123.82(17) ?
    C8 C7 C1 . . 111.94(18) ?
    C7 C8 C9 . . 121.09(18) ?
    C7 C8 S1 . . 113.69(15) ?
    C9 C8 S1 . . 125.23(15) ?
    O1 C9 N2 . . 120.20(18) ?
    O1 C9 C8 . . 126.63(18) ?
    N2 C9 C8 . . 113.17(16) ?
    N1 C10 N3' . . 113.4(6) ?
    N1 C10 N2 . . 124.28(18) ?
    N3' C10 N2 . . 119.7(5) ?
    N1 C10 N3 . . 120.3(3) ?
    N2 C10 N3 . . 114.6(3) ?
    N3 C11 C13 . . 107.2(6) ?
    N3 C11 C12 . . 106.0(6) ?
    C13 C11 C12 . . 111.5(5) ?
    N3 C11 H11 . . 110.7 ?
    C13 C11 H11 . . 110.7 ?
    C12 C11 H11 . . 110.7 ?
    N3' C11' C13' . . 113.8(11) ?
    N3' C11' C12' . . 122.5(11) ?
    C13' C11' C12' . . 110.1(8) ?
    N3' C11' H11' . . 102.4 ?
    C13' C11' H11' . . 102.4 ?
    C12' C11' H11' . . 102.4 ?
    C11' C12' H12D . . 109.5 ?
    C11' C12' H12E . . 109.5 ?
    H12D C12' H12E . . 109.5 ?
    C11' C12' H12F . . 109.5 ?
    H12D C12' H12F . . 109.5 ?
    H12E C12' H12F . . 109.5 ?
    C11' C13' H13D . . 109.5 ?
    C11' C13' H13E . . 109.5 ?
    H13D C13' H13E . . 109.5 ?
    C11' C13' H13F . . 109.5 ?
    H13D C13' H13F . . 109.5 ?
    H13E C13' H13F . . 109.5 ?
    C15 C14 N2 . . 116.4(6) ?
    C15 C14 H14A . . 108.2 ?
    N2 C14 H14A . . 108.2 ?
    C15 C14 H14B . . 108.2 ?
    N2 C14 H14B . . 108.2 ?
    H14A C14 H14B . . 107.3 ?
    N2 C14' C15' . . 103.6(7) ?
    N2 C14' H14C . . 111.0 ?
    C15' C14' H14C . . 111.0 ?
    N2 C14' H14D . . 111.0 ?
    C15' C14' H14D . . 111.0 ?
    H14C C14' H14D . . 109.0 ?
    C14 C15 C16 . . 111.7(6) ?
    C14 C15 H15A . . 109.3 ?
    C16 C15 H15A . . 109.3 ?
    C14 C15 H15B . . 109.3 ?
    C16 C15 H15B . . 109.3 ?
    H15A C15 H15B . . 107.9 ?
    C14' C15' C16' . . 107.1(7) ?
    C14' C15' H15C . . 110.3 ?
    C16' C15' H15C . . 110.3 ?
    C14' C15' H15D . . 110.3 ?
    C16' C15' H15D . . 110.3 ?
    H15C C15' H15D . . 108.5 ?
    C17 C16 C15 . . 111.5(7) ?
    C17 C16 H16A . . 109.3 ?
    C15 C16 H16A . . 109.3 ?
    C17 C16 H16B . . 109.3 ?
    C15 C16 H16B . . 109.3 ?
    H16A C16 H16B . . 108.0 ?
    C17' C16' C15' . . 108.7(7) ?
    C17' C16' H16C . . 109.9 ?
    C15' C16' H16C . . 109.9 ?
    C17' C16' H16D . . 109.9 ?
    C15' C16' H16D . . 109.9 ?
    H16C C16' H16D . . 108.3 ?
    C16' C17' H17D . . 109.5 ?
    C16' C17' H17E . . 109.5 ?
    H17D C17' H17E . . 109.5 ?
    C16' C17' H17F . . 109.5 ?
    H17D C17' H17F . . 109.5 ?
    H17E C17' H17F . . 109.5 ?
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
    C6 C1 C2 C3 . . . . 0.3(3) ?
    C7 C1 C2 C3 . . . . -178.9(2) ?
    C1 C2 C3 C4 . . . . -0.2(4) ?
    C2 C3 C4 C5 . . . . -0.1(4) ?
    C3 C4 C5 C6 . . . . 0.3(4) ?
    C4 C5 C6 C1 . . . . -0.1(4) ?
    C4 C5 C6 S1 . . . . 179.2(2) ?
    C2 C1 C6 C5 . . . . -0.2(3) ?
    C7 C1 C6 C5 . . . . 179.2(2) ?
    C2 C1 C6 S1 . . . . -179.60(17) ?
    C7 C1 C6 S1 . . . . -0.2(2) ?
    C2 C1 C7 N1 . . . . 1.2(3) ?
    C6 C1 C7 N1 . . . . -178.14(17) ?
    C2 C1 C7 C8 . . . . 178.9(2) ?
    C6 C1 C7 C8 . . . . -0.4(2) ?
    N1 C7 C8 C9 . . . . -1.5(3) ?
    C1 C7 C8 C9 . . . . -179.22(17) ?
    N1 C7 C8 S1 . . . . 178.56(15) ?
    C1 C7 C8 S1 . . . . 0.8(2) ?
    C7 C8 C9 O1 . . . . -178.78(19) ?
    S1 C8 C9 O1 . . . . 1.2(3) ?
    C7 C8 C9 N2 . . . . 0.5(3) ?
    S1 C8 C9 N2 . . . . -179.48(14) ?
    N1 C10 N3 C11 . . . . 0.8(8) ?
    N3' C10 N3 C11 . . . . -81.1(18) ?
    N2 C10 N3 C11 . . . . 171.4(5) ?
    C10 N3 C11 C13 . . . . 95.4(8) ?
    C10 N3 C11 C12 . . . . -145.4(7) ?
    N1 C10 N3' C11' . . . . -25.1(12) ?
    N2 C10 N3' C11' . . . . 172.6(9) ?
    N3 C10 N3' C11' . . . . 86.3(17) ?
    C10 N3' C11' C13' . . . . 161.8(14) ?
    C10 N3' C11' C12' . . . . -61.6(18) ?
    N2 C14 C15 C16 . . . . 178.0(7) ?
    C14 C15 C16 C17 . . . . -84.7(12) ?
    N2 C14' C15' C16' . . . . 178.1(8) ?
    C14' C15' C16' C17' . . . . 172.6(15) ?
    N3' C10 N1 C7 . . . . -160.1(5) ?
    N2 C10 N1 C7 . . . . 1.3(3) ?
    N3 C10 N1 C7 . . . . 170.8(4) ?
    C8 C7 N1 C10 . . . . 0.5(3) ?
    C1 C7 N1 C10 . . . . 178.05(18) ?
    N1 C10 N2 C9 . . . . -2.2(3) ?
    N3' C10 N2 C9 . . . . 158.1(6) ?
    N3 C10 N2 C9 . . . . -172.3(4) ?
    N1 C10 N2 C14' . . . . -173.8(6) ?
    N3' C10 N2 C14' . . . . -13.5(8) ?
    N3 C10 N2 C14' . . . . 16.1(7) ?
    N1 C10 N2 C14 . . . . 164.2(4) ?
    N3' C10 N2 C14 . . . . -35.5(7) ?
    N3 C10 N2 C14 . . . . -5.9(6) ?
    O1 C9 N2 C10 . . . . -179.5(2) ?
    C8 C9 N2 C10 . . . . 1.1(3) ?
    O1 C9 N2 C14' . . . . -7.7(6) ?
    C8 C9 N2 C14' . . . . 172.9(5) ?
    O1 C9 N2 C14 . . . . 13.3(4) ?
    C8 C9 N2 C14 . . . . -166.1(4) ?
    C15' C14' N2 C10 . . . . -80.9(8) ?
    C15' C14' N2 C9 . . . . 107.1(8) ?
    C15' C14' N2 C14 . . . . 21(2) ?
    C15 C14 N2 C10 . . . . -82.4(8) ?
    C15 C14 N2 C9 . . . . 84.8(8) ?
    C15 C14 N2 C14' . . . . -172(3) ?
    C7 C8 S1 C6 . . . . -0.77(16) ?
    C9 C8 S1 C6 . . . . 179.24(19) ?
    C5 C6 S1 C8 . . . . -178.8(2) ?
    C1 C6 S1 C8 . . . . 0.55(16) ?
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
    C14 H14A O1 4_565 0.97 2.52 3.478(9) 171.1
    N3 H3A O1 4_565 0.86 2.46 3.140(6) 136.9
