##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, 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. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
data_global
_audit_creation_method     'WinGX routine CIF_UPDATE'
_journal_date_recd_electronic     2007-05-18
_journal_date_accepted     2007-06-25
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2007
_journal_volume     63
_journal_issue      8
_journal_page_first     o477
_journal_page_last     o480
_journal_paper_category     FO
_journal_coeditor_code     TR3017
_publ_contact_author_name     'Dr Zbigniew Karczmarzyk'
_publ_contact_author_address
;
Department of Chemistry
University of Podlasie
ul. 3 Maja 54
08-110 Siedlce, Poland
;
_publ_contact_author_email     kar@ap.siedlce.pl
_publ_contact_author_fax     '48 25 644 20 45'
_publ_contact_author_phone     '48 25 643 10 17'
_publ_section_title
;\
4,6-Dimethyl-2-[(4-phenylpiperidin-1-yl)methyl]isothiazolo[5,4-b]\
pyridin-3(2H)-one and
4,6-dimethyl-2-[(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)methyl]\
isothiazolo[5,4-b]-3(2H)-one
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Karczmarzyk, Zbigniew' .
;
Department of Chemistry
University of Podlasie
ul. 3 Maja 54
08-110 Siedlce, Poland
;
    'Malinka, Wiesław' .
;
Department of Chemistry of Drugs
Wrocław Medical University
ul. Tamka 1
50-137 Wrocław, Poland
;
data_II
_chemical_name_systematic
;
4,6-Dimethyl-2-[(4-phenylpiperidin-1-yl)methyl]isothiazolo[5,4-
b]pyridin-3(2H)-one
;
_chemical_name_common     ?
_chemical_formula_moiety     'C20 H23 N3 O S'
_chemical_formula_sum     'C20 H23 N3 O S'
_chemical_formula_structural     ?
_chemical_formula_iupac     'C20 H23 N3 O S'
_chemical_formula_weight     353.47
_chemical_melting_point     '409-411'
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'C 2/c'
_symmetry_space_group_name_Hall     '-C 2yc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y, -z+1/2'
    'x+1/2, y+1/2, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y, z-1/2'
    '-x+1/2, -y+1/2, -z'
    'x+1/2, -y+1/2, z-1/2'
_cell_length_a     29.384(6)
_cell_length_b     7.1460(10)
_cell_length_c     21.750(4)
_cell_angle_alpha     90.00
_cell_angle_beta     126.39(3)
_cell_angle_gamma     90.00
_cell_volume     3676.4(18)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     197
_cell_measurement_theta_min     12.2
_cell_measurement_theta_max     78.1
_cell_measurement_temperature     293(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.55
_exptl_crystal_size_mid     0.42
_exptl_crystal_size_min     0.20
_exptl_crystal_density_diffrn     1.277
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1504
_exptl_absorpt_coefficient_mu     1.655
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 2002)
;
_exptl_absorpt_correction_T_min     0.4976
_exptl_absorpt_correction_T_max     0.7331
_exptl_special_details
;
?
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method     'ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     19486
_diffrn_reflns_av_R_equivalents     0.0203
_diffrn_reflns_av_sigmaI/netI     0.0179
_diffrn_reflns_theta_min     3.74
_diffrn_reflns_theta_max     70.07
_diffrn_reflns_theta_full     70.07
_diffrn_measured_fraction_theta_max     0.992
_diffrn_measured_fraction_theta_full     0.992
_diffrn_reflns_limit_h_min     -35
_diffrn_reflns_limit_h_max     35
_diffrn_reflns_limit_k_min     -7
_diffrn_reflns_limit_k_max     8
_diffrn_reflns_limit_l_min     -26
_diffrn_reflns_limit_l_max     26
_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     3471
_reflns_number_gt     3267
_reflns_threshold_expression     'I>2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0477
_refine_ls_R_factor_gt     0.0464
_refine_ls_wR_factor_gt     0.2004
_refine_ls_wR_factor_ref     0.2065
_refine_ls_goodness_of_fit_ref     0.998
_refine_ls_restrained_S_all     0.998
_refine_ls_number_reflns     3471
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                 'calc w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.209
_refine_diff_density_min     -0.293
_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' 0.0181 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'
    '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'
_computing_data_collection     'SMART (Bruker, 2003)'
_computing_cell_refinement     'SAINT (Bruker, 2003)'
_computing_data_reduction     'SAINT'
_computing_structure_solution     'SIR92 (Altomare et al.,  1993)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
ORTEP3 for Windows (Farrugia, 1997) and XP in SHELXTL-Plus (Sheldrick,
1989)
;
_computing_publication_material     'SHELXL97 and WINGX (Farrugia, 1999)'
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 0.615694(18) 0.82018(6) 0.02092(3) 0.0738(3) Uani d . 1 . .
    O O3 0.47843(6) 0.8666(2) -0.17815(7) 0.0779(4) Uani d . 1 . .
    N N2 0.57161(6) 0.8642(2) -0.07479(8) 0.0670(4) Uani d . 1 . .
    N N7 0.56421(6) 0.73655(19) 0.08589(8) 0.0651(4) Uani d . 1 . .
    N N21 0.63434(6) 0.76397(18) -0.10415(8) 0.0618(4) Uani d . 1 . .
    C C3 0.51432(7) 0.8450(2) -0.10962(9) 0.0603(4) Uani d . 1 . .
    C C4 0.45661(7) 0.76738(19) -0.05809(9) 0.0591(4) Uani d . 1 . .
    C C5 0.46279(8) 0.7242(2) 0.00865(10) 0.0646(4) Uani d . 1 . .
    H H51 0.4307 0.7030 0.0067 0.097 Uiso calc R 1 . .
    C C6 0.51601(8) 0.71173(19) 0.07879(9) 0.0629(4) Uani d . 1 . .
    C C8 0.55749(7) 0.77848(18) 0.02127(9) 0.0580(4) Uani d . 1 . .
    C C9 0.50663(6) 0.79560(17) -0.05054(8) 0.0553(4) Uani d . 1 . .
    C C10 0.39929(8) 0.7828(3) -0.13291(11) 0.0796(5) Uani d . 1 . .
    H H101 0.3710 0.7855 -0.1240 0.119 Uiso calc R 1 . .
    H H102 0.3929 0.6769 -0.1643 0.119 Uiso calc R 1 . .
    H H103 0.3972 0.8957 -0.1583 0.119 Uiso calc R 1 . .
    C C11 0.52233(10) 0.6679(3) 0.15074(12) 0.0803(5) Uani d . 1 . .
    H H111 0.5484 0.7543 0.1900 0.121 Uiso calc R 1 . .
    H H112 0.5364 0.5427 0.1667 0.121 Uiso calc R 1 . .
    H H113 0.4863 0.6786 0.1417 0.121 Uiso calc R 1 . .
    C C12 0.59612(8) 0.9110(2) -0.11472(11) 0.0712(4) Uani d . 1 . .
    H H121 0.5662 0.9266 -0.1688 0.107 Uiso calc R 1 . .
    H H122 0.6166 1.0283 -0.0952 0.107 Uiso calc R 1 . .
    C C22 0.60240(7) 0.5935(2) -0.14499(10) 0.0662(4) Uani d . 1 . .
    H H221 0.5754 0.6212 -0.1989 0.099 Uiso calc R 1 . .
    H H222 0.5815 0.5524 -0.1259 0.099 Uiso calc R 1 . .
    C C23 0.64138(7) 0.4387(2) -0.13468(10) 0.0631(4) Uani d . 1 . .
    H H231 0.6192 0.3293 -0.1632 0.095 Uiso calc R 1 . .
    H H232 0.6665 0.4046 -0.0811 0.095 Uiso calc R 1 . .
    C C24 0.67629(6) 0.5000(2) -0.16220(8) 0.0593(4) Uani d . 1 . .
    H H241 0.6494 0.5323 -0.2164 0.089 Uiso calc R 1 . .
    C C25 0.70756(8) 0.6791(2) -0.12048(14) 0.0768(5) Uani d . 1 . .
    H H251 0.7281 0.7241 -0.1396 0.115 Uiso calc R 1 . .
    H H252 0.7347 0.6530 -0.0664 0.115 Uiso calc R 1 . .
    C C26 0.66676(9) 0.8292(2) -0.13154(13) 0.0743(5) Uani d . 1 . .
    H H261 0.6877 0.9410 -0.1038 0.111 Uiso calc R 1 . .
    H H262 0.6410 0.8609 -0.1853 0.111 Uiso calc R 1 . .
    C C31 0.71325(7) 0.3446(2) -0.15737(9) 0.0586(4) Uani d . 1 . .
    C C32 0.76106(8) 0.2820(3) -0.08768(10) 0.0719(4) Uani d . 1 . .
    H H321 0.7713 0.3381 -0.0425 0.108 Uiso calc R 1 . .
    C C33 0.79364(8) 0.1364(3) -0.08508(11) 0.0782(5) Uani d . 1 . .
    H H331 0.8254 0.0962 -0.0381 0.117 Uiso calc R 1 . .
    C C34 0.77960(8) 0.0514(3) -0.15060(11) 0.0729(5) Uani d . 1 . .
    H H341 0.8030(12) -0.041(4) -0.1533(16) 0.109 Uiso d . 1 . .
    C C35 0.73202(8) 0.1109(3) -0.21990(10) 0.0747(5) Uani d . 1 . .
    H H351 0.7218 0.0538 -0.2649 0.112 Uiso calc R 1 . .
    C C36 0.69957(7) 0.2557(2) -0.22252(9) 0.0677(4) Uani d . 1 . .
    H H361 0.6676 0.2940 -0.2696 0.102 Uiso calc R 1 . .
_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
    S1 N2 . 1.7061(17) ?
    S1 C8 . 1.7403(16) ?
    O3 C3 . 1.222(2) ?
    N2 C3 . 1.383(2) ?
    N2 C12 . 1.458(2) ?
    N7 C8 . 1.332(2) ?
    N7 C6 . 1.342(2) ?
    N21 C12 . 1.453(2) ?
    N21 C26 . 1.467(2) ?
    N21 C22 . 1.471(2) ?
    C3 C9 . 1.473(2) ?
    C4 C9 . 1.394(2) ?
    C4 C5 . 1.387(2) ?
    C4 C10 . 1.498(3) ?
    C5 C6 . 1.396(3) ?
    C5 H51 . 0.9300 ?
    C6 C11 . 1.495(3) ?
    C8 C9 . 1.385(2) ?
    C10 H101 . 0.9600 ?
    C10 H102 . 0.9600 ?
    C10 H103 . 0.9600 ?
    C11 H111 . 0.9600 ?
    C11 H112 . 0.9600 ?
    C11 H113 . 0.9600 ?
    C12 H121 . 0.9700 ?
    C12 H122 . 0.9700 ?
    C22 C23 . 1.510(2) ?
    C22 H221 . 0.9700 ?
    C22 H222 . 0.9700 ?
    C23 C24 . 1.527(2) ?
    C23 H231 . 0.9700 ?
    C23 H232 . 0.9700 ?
    C24 C31 . 1.513(2) ?
    C24 C25 . 1.522(2) ?
    C24 H241 . 0.9800 ?
    C25 C26 . 1.518(2) ?
    C25 H251 . 0.9700 ?
    C25 H252 . 0.9700 ?
    C26 H261 . 0.9700 ?
    C26 H262 . 0.9700 ?
    C31 C32 . 1.394(2) ?
    C31 C36 . 1.377(2) ?
    C32 C33 . 1.393(3) ?
    C32 H321 . 0.9300 ?
    C33 C34 . 1.368(3) ?
    C33 H331 . 0.9300 ?
    C34 C35 . 1.381(3) ?
    C34 H341 . 0.98(3) ?
    C35 C36 . 1.385(3) ?
    C35 H351 . 0.9300 ?
    C36 H361 . 0.9300 ?
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
    N2 S1 C8 . . 90.01(8) ?
    C3 N2 C12 . . 124.55(15) ?
    C3 N2 S1 . . 116.50(12) ?
    C12 N2 S1 . . 118.90(13) ?
    C8 N7 C6 . . 115.00(14) ?
    C12 N21 C26 . . 109.47(13) ?
    C12 N21 C22 . . 110.29(13) ?
    C26 N21 C22 . . 110.67(13) ?
    O3 C3 N2 . . 123.01(16) ?
    O3 C3 C9 . . 128.78(16) ?
    N2 C3 C9 . . 108.22(14) ?
    C9 C4 C5 . . 115.79(15) ?
    C9 C4 C10 . . 123.02(15) ?
    C5 C4 C10 . . 121.19(16) ?
    C4 C5 C6 . . 121.60(16) ?
    C4 C5 H51 . . 119.2 ?
    C6 C5 H51 . . 119.2 ?
    N7 C6 C5 . . 122.59(15) ?
    N7 C6 C11 . . 116.08(17) ?
    C5 C6 C11 . . 121.33(18) ?
    N7 C8 C9 . . 126.50(15) ?
    N7 C8 S1 . . 120.81(12) ?
    C9 C8 S1 . . 112.69(12) ?
    C4 C9 C8 . . 118.50(14) ?
    C4 C9 C3 . . 128.95(14) ?
    C8 C9 C3 . . 112.54(14) ?
    C4 C10 H101 . . 109.5 ?
    C4 C10 H102 . . 109.5 ?
    H101 C10 H102 . . 109.5 ?
    C4 C10 H103 . . 109.5 ?
    H101 C10 H103 . . 109.5 ?
    H102 C10 H103 . . 109.5 ?
    C6 C11 H111 . . 109.5 ?
    C6 C11 H112 . . 109.5 ?
    H111 C11 H112 . . 109.5 ?
    C6 C11 H113 . . 109.5 ?
    H111 C11 H113 . . 109.5 ?
    H112 C11 H113 . . 109.5 ?
    N21 C12 N2 . . 110.39(13) ?
    N21 C12 H121 . . 109.6 ?
    N2 C12 H121 . . 109.6 ?
    N21 C12 H122 . . 109.6 ?
    N2 C12 H122 . . 109.6 ?
    H121 C12 H122 . . 108.1 ?
    N21 C22 C23 . . 111.15(13) ?
    N21 C22 H221 . . 109.4 ?
    C23 C22 H221 . . 109.4 ?
    N21 C22 H222 . . 109.4 ?
    C23 C22 H222 . . 109.4 ?
    H221 C22 H222 . . 108.0 ?
    C22 C23 C24 . . 111.01(12) ?
    C22 C23 H231 . . 109.4 ?
    C24 C23 H231 . . 109.4 ?
    C22 C23 H232 . . 109.4 ?
    C24 C23 H232 . . 109.4 ?
    H231 C23 H232 . . 108.0 ?
    C31 C24 C23 . . 112.58(12) ?
    C31 C24 C25 . . 114.92(13) ?
    C23 C24 C25 . . 108.40(13) ?
    C31 C24 H241 . . 106.8 ?
    C23 C24 H241 . . 106.8 ?
    C25 C24 H241 . . 106.8 ?
    C24 C25 C26 . . 111.05(15) ?
    C24 C25 H251 . . 109.4 ?
    C26 C25 H251 . . 109.4 ?
    C24 C25 H252 . . 109.4 ?
    C26 C25 H252 . . 109.4 ?
    H251 C25 H252 . . 108.0 ?
    N21 C26 C25 . . 110.70(13) ?
    N21 C26 H261 . . 109.5 ?
    C25 C26 H261 . . 109.5 ?
    N21 C26 H262 . . 109.5 ?
    C25 C26 H262 . . 109.5 ?
    H261 C26 H262 . . 108.1 ?
    C32 C31 C36 . . 117.48(16) ?
    C32 C31 C24 . . 121.98(14) ?
    C36 C31 C24 . . 120.52(14) ?
    C31 C32 C33 . . 120.58(16) ?
    C31 C32 H321 . . 119.7 ?
    C33 C32 H321 . . 119.7 ?
    C34 C33 C32 . . 120.95(17) ?
    C34 C33 H331 . . 119.5 ?
    C32 C33 H331 . . 119.5 ?
    C33 C34 C35 . . 118.98(17) ?
    C33 C34 H341 . . 125.0(16) ?
    C35 C34 H341 . . 115.7(16) ?
    C36 C35 C34 . . 120.10(16) ?
    C36 C35 H351 . . 120.0 ?
    C34 C35 H351 . . 120.0 ?
    C35 C36 C31 . . 121.91(16) ?
    C35 C36 H361 . . 119.0 ?
    C31 C36 H361 . . 119.0 ?
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
    C8 S1 N2 C3 . . . . -1.86(12) ?
    C8 S1 N2 C12 . . . . -179.35(13) ?
    C12 N2 C3 O3 . . . . -0.3(2) ?
    S1 N2 C3 O3 . . . . -177.61(12) ?
    C12 N2 C3 C9 . . . . 179.45(13) ?
    S1 N2 C3 C9 . . . . 2.11(16) ?
    C9 C4 C5 C6 . . . . 0.5(2) ?
    C10 C4 C5 C6 . . . . -179.24(14) ?
    C8 N7 C6 C5 . . . . 1.5(2) ?
    C8 N7 C6 C11 . . . . -178.94(13) ?
    C4 C5 C6 N7 . . . . -1.4(2) ?
    C4 C5 C6 C11 . . . . 179.08(15) ?
    C6 N7 C8 C9 . . . . -0.9(2) ?
    C6 N7 C8 S1 . . . . 178.57(10) ?
    N2 S1 C8 N7 . . . . -178.55(12) ?
    N2 S1 C8 C9 . . . . 1.00(11) ?
    C5 C4 C9 C8 . . . . 0.12(19) ?
    C10 C4 C9 C8 . . . . 179.86(14) ?
    C5 C4 C9 C3 . . . . -179.18(13) ?
    C10 C4 C9 C3 . . . . 0.6(2) ?
    N7 C8 C9 C4 . . . . 0.1(2) ?
    S1 C8 C9 C4 . . . . -179.42(10) ?
    N7 C8 C9 C3 . . . . 179.51(13) ?
    S1 C8 C9 C3 . . . . -0.01(14) ?
    O3 C3 C9 C4 . . . . -2.2(2) ?
    N2 C3 C9 C4 . . . . 178.06(13) ?
    O3 C3 C9 C8 . . . . 178.43(15) ?
    N2 C3 C9 C8 . . . . -1.27(16) ?
    C26 N21 C12 N2 . . . . -168.97(16) ?
    C22 N21 C12 N2 . . . . 69.03(18) ?
    C3 N2 C12 N21 . . . . -120.58(17) ?
    S1 N2 C12 N21 . . . . 56.69(18) ?
    C12 N21 C22 C23 . . . . -179.94(12) ?
    C26 N21 C22 C23 . . . . 58.77(18) ?
    N21 C22 C23 C24 . . . . -57.61(18) ?
    C22 C23 C24 C31 . . . . -176.43(13) ?
    C22 C23 C24 C25 . . . . 55.30(18) ?
    C31 C24 C25 C26 . . . . 177.45(14) ?
    C23 C24 C25 C26 . . . . -55.62(19) ?
    C12 N21 C26 C25 . . . . 179.42(16) ?
    C22 N21 C26 C25 . . . . -58.8(2) ?
    C24 C25 C26 N21 . . . . 58.2(2) ?
    C23 C24 C31 C32 . . . . -71.9(2) ?
    C25 C24 C31 C32 . . . . 52.9(2) ?
    C23 C24 C31 C36 . . . . 106.23(16) ?
    C25 C24 C31 C36 . . . . -129.00(17) ?
    C36 C31 C32 C33 . . . . 0.7(3) ?
    C24 C31 C32 C33 . . . . 178.84(17) ?
    C31 C32 C33 C34 . . . . 0.0(3) ?
    C32 C33 C34 C35 . . . . -0.7(3) ?
    C33 C34 C35 C36 . . . . 0.6(3) ?
    C34 C35 C36 C31 . . . . 0.1(3) ?
    C32 C31 C36 C35 . . . . -0.7(3) ?
    C24 C31 C36 C35 . . . . -178.93(16) ?
data_III
_chemical_name_systematic
;
4,6-dimethyl-2-[(4-phenyl-1,2,3,6-tetrahydropyridin-1-
yl)methyl]isothiazolo[5,4-b]-3(2H)-one
;
_chemical_name_common     ?
_chemical_formula_moiety     'C20 H21 N3 O S'
_chemical_formula_sum     'C20 H21 N3 O S'
_chemical_formula_structural     ?
_chemical_formula_iupac     'C20 H21 N3 O S'
_chemical_formula_weight     351.46
_chemical_melting_point     '427-429'
_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     17.548(3)
_cell_length_b     11.007(2)
_cell_length_c     9.033(2)
_cell_angle_alpha     90.00
_cell_angle_beta     93.83(3)
_cell_angle_gamma     90.00
_cell_volume     1740.8(6)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     110
_cell_measurement_theta_min     12.6
_cell_measurement_theta_max     79.5
_cell_measurement_temperature     293(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.35
_exptl_crystal_size_mid     0.13
_exptl_crystal_size_min     0.10
_exptl_crystal_density_diffrn     1.341
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     744
_exptl_absorpt_coefficient_mu     1.747
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 2002).
;
_exptl_absorpt_correction_T_min     0.6346
_exptl_absorpt_correction_T_max     0.8446
_exptl_special_details
;
?
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method     'ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     19164
_diffrn_reflns_av_R_equivalents     0.0168
_diffrn_reflns_av_sigmaI/netI     0.0131
_diffrn_reflns_theta_min     2.52
_diffrn_reflns_theta_max     70.11
_diffrn_reflns_theta_full     70.11
_diffrn_measured_fraction_theta_max     0.990
_diffrn_measured_fraction_theta_full     0.990
_diffrn_reflns_limit_h_min     -21
_diffrn_reflns_limit_h_max     21
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -10
_diffrn_reflns_limit_l_max     10
_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     3279
_reflns_number_gt     3192
_reflns_threshold_expression     'I>2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0395
_refine_ls_R_factor_gt     0.0390
_refine_ls_wR_factor_gt     0.1132
_refine_ls_wR_factor_ref     0.1140
_refine_ls_goodness_of_fit_ref     1.046
_refine_ls_restrained_S_all     1.046
_refine_ls_number_reflns     3279
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     refxyz
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0786P)²+0.2252P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     difmap
_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     0.237
_refine_diff_density_min     -0.209
_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' 0.0181 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'
    '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'
_computing_data_collection     'SMART (Bruker, 2003)'
_computing_cell_refinement     'SAINT (Bruker, 2003)'
_computing_data_reduction     'SAINT'
_computing_structure_solution     'SIR92 (Altomare et al.,  1993)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
ORTEP3 for Windows (Farrugia, 1997) and XP in SHELXTL-Plus (Sheldrick,
1989)
;
_computing_publication_material     'SHELXL97 and WINGX (Farrugia, 1999)'
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 0.223073(19) 0.88960(3) 0.41064(4) 0.05327(15) Uani d . 1 . .
    O O3 0.07750(6) 0.73055(10) 0.63600(14) 0.0645(3) Uani d . 1 . .
    N N2 0.17753(7) 0.77445(11) 0.49554(14) 0.0520(3) Uani d . 1 . .
    N N7 0.17484(7) 1.11331(11) 0.47690(14) 0.0522(3) Uani d . 1 . .
    N N21 0.27824(6) 0.65014(10) 0.42501(12) 0.0479(3) Uani d . 1 . .
    C C3 0.11699(7) 0.80549(13) 0.57721(15) 0.0482(3) Uani d . 1 . .
    C C4 0.06261(7) 1.01377(13) 0.65557(14) 0.0477(3) Uani d . 1 . .
    C C5 0.07163(8) 1.13713(14) 0.63717(17) 0.0529(3) Uani d . 1 . .
    H H51 0.0400(12) 1.189(2) 0.683(2) 0.079 Uiso d . 1 . .
    C C6 0.12766(8) 1.18421(13) 0.54919(16) 0.0520(3) Uani d . 1 . .
    C C8 0.16477(7) 0.99394(13) 0.49440(14) 0.0468(3) Uani d . 1 . .
    C C9 0.11156(7) 0.93859(12) 0.57973(14) 0.0456(3) Uani d . 1 . .
    C C10 0.00421(9) 0.96340(16) 0.75291(19) 0.0566(3) Uani d . 1 . .
    H H101 0.0294(13) 0.924(2) 0.837(3) 0.085 Uiso d . 1 . .
    H H102 -0.0322(13) 0.904(2) 0.701(2) 0.085 Uiso d . 1 . .
    H H103 -0.0272(12) 1.021(2) 0.783(2) 0.085 Uiso d . 1 . .
    C C11 0.13811(12) 1.31869(16) 0.5341(2) 0.0692(4) Uani d . 1 . .
    H H111 0.0925(16) 1.353(2) 0.506(3) 0.104 Uiso d . 1 . .
    H H112 0.1540(14) 1.354(2) 0.632(3) 0.104 Uiso d . 1 . .
    H H113 0.1716(16) 1.330(3) 0.468(3) 0.104 Uiso d . 1 . .
    C C12 0.20008(8) 0.64929(14) 0.46635(19) 0.0530(3) Uani d . 1 . .
    H H121 0.1698(12) 0.6181(19) 0.384(2) 0.079 Uiso d . 1 . .
    H H122 0.1905(12) 0.6023(19) 0.553(2) 0.079 Uiso d . 1 . .
    C C22 0.33429(8) 0.66203(16) 0.55178(16) 0.0552(3) Uani d . 1 . .
    H H221 0.3176(12) 0.727(2) 0.616(2) 0.083 Uiso d . 1 . .
    H H222 0.3385(12) 0.583(2) 0.610(2) 0.083 Uiso d . 1 . .
    C C23 0.41175(9) 0.69089(16) 0.49752(18) 0.0584(4) Uani d . 1 . .
    H H231 0.4507(13) 0.694(2) 0.575(2) 0.088 Uiso d . 1 . .
    H H232 0.4088(13) 0.779(2) 0.467(2) 0.088 Uiso d . 1 . .
    C C24 0.43179(8) 0.61487(11) 0.36950(15) 0.0474(3) Uani d . 1 . .
    C C25 0.37742(9) 0.54603(14) 0.29922(17) 0.0579(4) Uani d . 1 . .
    H H251 0.3900(12) 0.488(2) 0.229(2) 0.087 Uiso d . 1 . .
    C C26 0.29633(9) 0.54355(15) 0.3389(2) 0.0595(4) Uani d . 1 . .
    H H261 0.2664(13) 0.541(2) 0.250(3) 0.089 Uiso d . 1 . .
    H H262 0.2882(13) 0.468(2) 0.389(2) 0.089 Uiso d . 1 . .
    C C31 0.51106(8) 0.62121(12) 0.32073(16) 0.0503(3) Uani d . 1 . .
    C C32 0.56435(10) 0.69992(16) 0.3883(2) 0.0664(4) Uani d . 1 . .
    H H321 0.5496(14) 0.751(2) 0.463(3) 0.100 Uiso d . 1 . .
    C C33 0.63761(10) 0.71086(18) 0.3396(2) 0.0743(5) Uani d . 1 . .
    H H331 0.6733(15) 0.774(3) 0.388(3) 0.112 Uiso d . 1 . .
    C C34 0.65891(10) 0.64276(19) 0.2214(2) 0.0718(5) Uani d . 1 . .
    H H341 0.7093(15) 0.654(3) 0.188(3) 0.108 Uiso d . 1 . .
    C C35 0.60747(10) 0.56346(19) 0.1544(2) 0.0717(5) Uani d . 1 . .
    H H351 0.6249(14) 0.511(3) 0.071(3) 0.108 Uiso d . 1 . .
    C C36 0.53452(9) 0.55159(17) 0.20241(17) 0.0619(4) Uani d . 1 . .
    H H361 0.5013(13) 0.492(2) 0.154(2) 0.093 Uiso d . 1 . .
_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
    S1 N2 . 1.7074(12) ?
    S1 C8 . 1.7440(14) ?
    O3 C3 . 1.2213(17) ?
    N2 C3 . 1.3764(17) ?
    N2 C12 . 1.4622(19) ?
    N7 C8 . 1.3366(19) ?
    N7 C6 . 1.3389(19) ?
    N21 C12 . 1.4454(18) ?
    N21 C26 . 1.4544(18) ?
    N21 C22 . 1.4647(18) ?
    C3 C9 . 1.468(2) ?
    C4 C5 . 1.378(2) ?
    C4 C9 . 1.4038(19) ?
    C4 C10 . 1.5004(19) ?
    C5 C6 . 1.404(2) ?
    C5 H51 . 0.92(2) ?
    C6 C11 . 1.499(2) ?
    C8 C9 . 1.3905(18) ?
    C10 H101 . 0.96(2) ?
    C10 H102 . 1.01(2) ?
    C10 H103 . 0.89(2) ?
    C11 H111 . 0.90(3) ?
    C11 H112 . 0.99(3) ?
    C11 H113 . 0.88(3) ?
    C12 H121 . 0.95(2) ?
    C12 H122 . 0.96(2) ?
    C22 C23 . 1.509(2) ?
    C22 H221 . 0.98(2) ?
    C22 H222 . 1.01(2) ?
    C23 C24 . 1.4884(19) ?
    C23 H231 . 0.94(2) ?
    C23 H232 . 1.01(2) ?
    C24 C25 . 1.344(2) ?
    C24 C31 . 1.489(2) ?
    C25 C26 . 1.491(2) ?
    C25 H251 . 0.93(2) ?
    C26 H261 . 0.93(2) ?
    C26 H262 . 0.96(2) ?
    C31 C32 . 1.386(2) ?
    C31 C36 . 1.399(2) ?
    C32 C33 . 1.391(2) ?
    C32 H321 . 0.92(2) ?
    C33 C34 . 1.377(3) ?
    C33 H331 . 1.02(3) ?
    C34 C35 . 1.368(3) ?
    C34 H341 . 0.96(3) ?
    C35 C36 . 1.385(2) ?
    C35 H351 . 1.02(3) ?
    C36 H361 . 0.96(3) ?
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
    N2 S1 C8 . . 89.33(6) ?
    C3 N2 C12 . . 123.95(11) ?
    C3 N2 S1 . . 117.24(10) ?
    C12 N2 S1 . . 118.55(9) ?
    C8 N7 C6 . . 115.11(12) ?
    C12 N21 C26 . . 112.19(11) ?
    C12 N21 C22 . . 113.44(11) ?
    C26 N21 C22 . . 109.34(12) ?
    O3 C3 N2 . . 123.10(13) ?
    O3 C3 C9 . . 128.89(12) ?
    N2 C3 C9 . . 108.01(11) ?
    C5 C4 C9 . . 116.29(12) ?
    C5 C4 C10 . . 121.54(13) ?
    C9 C4 C10 . . 122.16(13) ?
    C4 C5 C6 . . 121.48(13) ?
    C4 C5 H51 . . 119.1(13) ?
    C6 C5 H51 . . 119.5(13) ?
    N7 C6 C5 . . 122.69(14) ?
    N7 C6 C11 . . 116.62(13) ?
    C5 C6 C11 . . 120.69(14) ?
    N7 C8 C9 . . 126.53(13) ?
    N7 C8 S1 . . 120.67(10) ?
    C9 C8 S1 . . 112.77(11) ?
    C8 C9 C4 . . 117.88(13) ?
    C8 C9 C3 . . 112.45(11) ?
    C4 C9 C3 . . 129.66(11) ?
    C4 C10 H101 . . 109.7(14) ?
    C4 C10 H102 . . 113.7(13) ?
    H101 C10 H102 . . 108.8(18) ?
    C4 C10 H103 . . 112.2(14) ?
    H101 C10 H103 . . 109.9(18) ?
    H102 C10 H103 . . 102.3(18) ?
    C6 C11 H111 . . 108.8(17) ?
    C6 C11 H112 . . 109.5(15) ?
    H111 C11 H112 . . 106(2) ?
    C6 C11 H113 . . 107.4(18) ?
    H111 C11 H113 . . 112(2) ?
    H112 C11 H113 . . 113(2) ?
    N21 C12 N2 . . 108.27(11) ?
    N21 C12 H121 . . 106.9(13) ?
    N2 C12 H121 . . 109.8(13) ?
    N21 C12 H122 . . 115.7(13) ?
    N2 C12 H122 . . 107.1(13) ?
    H121 C12 H122 . . 109.0(17) ?
    N21 C22 C23 . . 109.71(12) ?
    N21 C22 H221 . . 108.6(13) ?
    C23 C22 H221 . . 110.7(13) ?
    N21 C22 H222 . . 110.4(12) ?
    C23 C22 H222 . . 108.2(12) ?
    H221 C22 H222 . . 109.2(17) ?
    C24 C23 C22 . . 113.49(13) ?
    C24 C23 H231 . . 113.6(14) ?
    C22 C23 H231 . . 112.9(13) ?
    C24 C23 H232 . . 110.0(12) ?
    C22 C23 H232 . . 105.0(13) ?
    H231 C23 H232 . . 100.6(18) ?
    C25 C24 C31 . . 122.31(13) ?
    C25 C24 C23 . . 119.14(13) ?
    C31 C24 C23 . . 118.52(12) ?
    C24 C25 C26 . . 123.76(13) ?
    C24 C25 H251 . . 120.7(14) ?
    C26 C25 H251 . . 115.1(14) ?
    N21 C26 C25 . . 111.08(12) ?
    N21 C26 H261 . . 110.6(14) ?
    C25 C26 H261 . . 106.7(14) ?
    N21 C26 H262 . . 113.7(13) ?
    C25 C26 H262 . . 107.6(14) ?
    H261 C26 H262 . . 106.8(18) ?
    C32 C31 C36 . . 117.02(15) ?
    C32 C31 C24 . . 121.02(13) ?
    C36 C31 C24 . . 121.93(14) ?
    C31 C32 C33 . . 121.70(16) ?
    C31 C32 H321 . . 119.1(16) ?
    C33 C32 H321 . . 119.0(16) ?
    C34 C33 C32 . . 120.15(19) ?
    C34 C33 H331 . . 120.9(15) ?
    C32 C33 H331 . . 118.8(15) ?
    C35 C34 C33 . . 119.04(17) ?
    C35 C34 H341 . . 122.6(16) ?
    C33 C34 H341 . . 118.3(16) ?
    C34 C35 C36 . . 121.21(17) ?
    C34 C35 H351 . . 118.0(14) ?
    C36 C35 H351 . . 120.7(14) ?
    C35 C36 C31 . . 120.86(17) ?
    C35 C36 H361 . . 117.8(13) ?
    C31 C36 H361 . . 121.3(13) ?
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
    C8 S1 N2 C3 . . . . 4.07(11) ?
    C8 S1 N2 C12 . . . . 178.45(11) ?
    C12 N2 C3 O3 . . . . 1.8(2) ?
    S1 N2 C3 O3 . . . . 175.85(11) ?
    C12 N2 C3 C9 . . . . -179.00(13) ?
    S1 N2 C3 C9 . . . . -4.96(15) ?
    C9 C4 C5 C6 . . . . -1.0(2) ?
    C10 C4 C5 C6 . . . . 178.28(14) ?
    C8 N7 C6 C5 . . . . 0.0(2) ?
    C8 N7 C6 C11 . . . . 179.05(15) ?
    C4 C5 C6 N7 . . . . 0.8(2) ?
    C4 C5 C6 C11 . . . . -178.20(15) ?
    C6 N7 C8 C9 . . . . -0.6(2) ?
    C6 N7 C8 S1 . . . . -178.62(10) ?
    N2 S1 C8 N7 . . . . 176.47(12) ?
    N2 S1 C8 C9 . . . . -1.81(10) ?
    N7 C8 C9 C4 . . . . 0.3(2) ?
    S1 C8 C9 C4 . . . . 178.49(9) ?
    N7 C8 C9 C3 . . . . -178.73(13) ?
    S1 C8 C9 C3 . . . . -0.57(14) ?
    C5 C4 C9 C8 . . . . 0.48(18) ?
    C10 C4 C9 C8 . . . . -178.80(13) ?
    C5 C4 C9 C3 . . . . 179.36(13) ?
    C10 C4 C9 C3 . . . . 0.1(2) ?
    O3 C3 C9 C8 . . . . -177.52(14) ?
    N2 C3 C9 C8 . . . . 3.35(15) ?
    O3 C3 C9 C4 . . . . 3.5(2) ?
    N2 C3 C9 C4 . . . . -175.58(13) ?
    C26 N21 C12 N2 . . . . -157.01(13) ?
    C22 N21 C12 N2 . . . . 78.47(16) ?
    C3 N2 C12 N21 . . . . -160.29(13) ?
    S1 N2 C12 N21 . . . . 25.74(16) ?
    C12 N21 C22 C23 . . . . -167.08(13) ?
    C26 N21 C22 C23 . . . . 66.87(16) ?
    N21 C22 C23 C24 . . . . -44.96(19) ?
    C22 C23 C24 C25 . . . . 11.3(2) ?
    C22 C23 C24 C31 . . . . -170.76(13) ?
    C31 C24 C25 C26 . . . . -175.94(14) ?
    C23 C24 C25 C26 . . . . 1.9(2) ?
    C12 N21 C26 C25 . . . . -179.36(13) ?
    C22 N21 C26 C25 . . . . -52.60(17) ?
    C24 C25 C26 N21 . . . . 18.9(2) ?
    C25 C24 C31 C32 . . . . 175.07(16) ?
    C23 C24 C31 C32 . . . . -2.8(2) ?
    C25 C24 C31 C36 . . . . -2.8(2) ?
    C23 C24 C31 C36 . . . . 179.29(14) ?
    C36 C31 C32 C33 . . . . 0.9(3) ?
    C24 C31 C32 C33 . . . . -177.07(16) ?
    C31 C32 C33 C34 . . . . 0.1(3) ?
    C32 C33 C34 C35 . . . . -0.9(3) ?
    C33 C34 C35 C36 . . . . 0.6(3) ?
    C34 C35 C36 C31 . . . . 0.4(3) ?
    C32 C31 C36 C35 . . . . -1.2(2) ?
    C24 C31 C36 C35 . . . . 176.79(14) ?
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
    C10 H103 O3 2_556 0.89(2) 2.59(2) 3.450(2) 160.9(18) y
    C10 H102 CgA 3_576 1.01(2) 2.783(19) 3.4919(19) 127.7(15) y
    C22 H222 CgB 3_666 1.01(2) 2.88(2) 3.831(2) 155.4(16) y
    C26 H261 CgC 4_564 0.93(2) 2.90(3) 3.784(2) 159.1(18) y
