#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/40/4504062.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4504062
loop_
_publ_author_name
'Childs, Scott L.'
'Hardcastle, Kenneth I.'
_publ_section_title
;
 Cocrystals of Piroxicam with Carboxylic Acids
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1291
_journal_paper_doi               10.1021/cg060742p
_journal_volume                  7
_journal_year                    2007
_chemical_formula_moiety         'C15 H13 N3 O4 S, 0.25(C4 H8 O2)'
_chemical_formula_sum            'C16 H15 N3 O4.5 S'
_chemical_formula_weight         345.38
_chemical_name_common            'piroxicam:p-dioxane solvate (4:1)'
_chemical_name_systematic
;

 4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine
 -3-carboxamide-1,1-dioxide 1,4-diethylene dioxide

;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.048(6)
_cell_angle_beta                 99.758(7)
_cell_angle_gamma                109.836(8)
_cell_formula_units_Z            4
_cell_length_a                   10.5355(13)
_cell_length_b                   12.7289(14)
_cell_length_c                   13.1794(14)
_cell_measurement_reflns_used    2727
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      65.463
_cell_measurement_theta_min      3.856
_cell_volume                     1569.5(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.792
_diffrn_measured_fraction_theta_max 0.792
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_sigmaI/netI    0.0554
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8090
_diffrn_reflns_theta_full        65.65
_diffrn_reflns_theta_max         65.65
_diffrn_reflns_theta_min         3.55
_exptl_absorpt_coefficient_mu    2.117
_exptl_absorpt_correction_T_max  0.8323
_exptl_absorpt_correction_T_min  0.6197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10, Sheldrick 2003'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       0.0043(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     438
_refine_ls_number_reflns         4300
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.1053
_refine_ls_R_factor_gt           0.0584
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1573P)²+0.0827P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1828
_refine_ls_wR_factor_ref         0.2303
_reflns_number_gt                3144
_reflns_number_total             4300
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg060742psi20061021_092419.cif
_cod_data_source_block           9
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C16 H15 N3 O4.50 S'
_cod_database_code               4504062
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.2010(4) 0.9635(3) 0.9707(3) 0.0366(10) Uani 1 1 d .
C2 C 0.1556(4) 0.9729(3) 1.0650(3) 0.0385(10) Uani 1 1 d .
C3 C 0.1170(4) 0.8703(4) 1.1098(3) 0.0413(10) Uani 1 1 d .
C4 C 0.0501(5) 0.8723(4) 1.1926(3) 0.0479(11) Uani 1 1 d .
H4 H 0.0257 0.9367 1.2171 0.058 Uiso 1 1 calc R
C5 C 0.0190(5) 0.7828(4) 1.2391(4) 0.0557(13) Uani 1 1 d .
H5 H -0.0252 0.7866 1.2961 0.067 Uiso 1 1 calc R
C6 C 0.0514(5) 0.6873(5) 1.2037(4) 0.0615(14) Uani 1 1 d .
H6 H 0.0285 0.6252 1.2356 0.074 Uiso 1 1 calc R
C7 C 0.1175(5) 0.6826(4) 1.1216(4) 0.0588(14) Uani 1 1 d .
H7 H 0.1403 0.6174 1.0969 0.071 Uiso 1 1 calc R
C8 C 0.1502(4) 0.7737(4) 1.0755(4) 0.0432(11) Uani 1 1 d .
C9 C 0.2490(4) 1.0567(3) 0.9243(4) 0.0398(10) Uani 1 1 d .
C10 C 0.2849(4) 1.2630(4) 0.9563(4) 0.0414(10) Uani 1 1 d .
C11 C 0.2594(5) 1.3575(4) 1.0109(4) 0.0498(12) Uani 1 1 d .
H11 H 0.2201 1.3529 1.0705 0.060 Uiso 1 1 calc R
C12 C 0.2912(6) 1.4561(4) 0.9782(5) 0.0642(14) Uani 1 1 d .
H12 H 0.2746 1.5203 1.0158 0.077 Uiso 1 1 calc R
C13 C 0.3477(6) 1.4640(4) 0.8906(4) 0.0638(15) Uani 1 1 d .
H13 H 0.3654 1.5311 0.8657 0.077 Uiso 1 1 calc R
C14 C 0.3766(5) 1.3736(4) 0.8421(4) 0.0592(13) Uani 1 1 d .
H14 H 0.4201 1.3785 0.7847 0.071 Uiso 1 1 calc R
C15 C 0.0610(5) 0.7880(4) 0.8185(4) 0.0553(13) Uani 1 1 d .
H15A H -0.0210 0.7841 0.8457 0.083 Uiso 1 1 calc R
H15B H 0.0546 0.7089 0.7873 0.083 Uiso 1 1 calc R
H15C H 0.0644 0.8291 0.7633 0.083 Uiso 1 1 calc R
N1 N 0.1872(3) 0.8504(3) 0.9065(3) 0.0392(8) Uani 1 1 d .
N2 N 0.2505(4) 1.1623(3) 0.9844(3) 0.0437(9) Uani 1 1 d .
N3 N 0.3436(4) 1.2753(3) 0.8750(3) 0.0497(10) Uani 1 1 d .
H3 H 0.3618 1.2171 0.8411 0.060 Uiso 1 1 calc R
O1 O 0.1494(3) 1.0659(2) 1.1195(2) 0.0471(8) Uani 1 1 d .
O2 O 0.1993(4) 0.6590(3) 0.9075(3) 0.0602(9) Uani 1 1 d .
O3 O 0.3883(3) 0.8388(3) 1.0266(3) 0.0573(9) Uani 1 1 d .
O4 O 0.2832(3) 1.0486(2) 0.8380(2) 0.0465(8) Uani 1 1 d .
S1 S 0.24236(11) 0.77494(9) 0.97560(9) 0.0446(4) Uani 1 1 d .
C1B C 0.3835(4) 0.7171(3) 0.3824(3) 0.0350(10) Uani 1 1 d .
C2B C 0.3000(4) 0.7201(3) 0.4536(3) 0.0388(10) Uani 1 1 d .
C3B C 0.2403(4) 0.6141(4) 0.4918(3) 0.0386(10) Uani 1 1 d .
C4B C 0.1973(4) 0.6248(4) 0.5860(4) 0.0475(11) Uani 1 1 d .
H4B H 0.2062 0.6992 0.6265 0.057 Uiso 1 1 calc R
C5B C 0.1414(5) 0.5282(4) 0.6218(4) 0.0546(12) Uani 1 1 d .
H5B H 0.1136 0.5371 0.6870 0.066 Uiso 1 1 calc R
C6B C 0.1258(5) 0.4186(4) 0.5628(4) 0.0540(13) Uani 1 1 d .
H6B H 0.0863 0.3526 0.5871 0.065 Uiso 1 1 calc R
C7B C 0.1677(4) 0.4053(4) 0.4689(4) 0.0475(12) Uani 1 1 d .
H7B H 0.1574 0.3305 0.4284 0.057 Uiso 1 1 calc R
C8B C 0.2251(4) 0.5029(4) 0.4342(3) 0.0392(10) Uani 1 1 d .
C9B C 0.4419(4) 0.8095(3) 0.3365(3) 0.0389(10) Uani 1 1 d .
C10B C 0.4345(4) 0.9984(3) 0.3255(3) 0.0387(10) Uani 1 1 d .
C11B C 0.3853(5) 1.0855(4) 0.3563(4) 0.0479(11) Uani 1 1 d .
H11B H 0.3360 1.0840 0.4104 0.057 Uiso 1 1 calc R
C12B C 0.4084(5) 1.1729(4) 0.3083(4) 0.0561(13) Uani 1 1 d .
H12B H 0.3738 1.2318 0.3290 0.067 Uiso 1 1 calc R
C13B C 0.4807(5) 1.1777(4) 0.2305(4) 0.0553(13) Uani 1 1 d .
H13B H 0.4961 1.2386 0.1970 0.066 Uiso 1 1 calc R
C14B C 0.5289(5) 1.0928(4) 0.2033(4) 0.0554(13) Uani 1 1 d .
H14B H 0.5800 1.0943 0.1504 0.067 Uiso 1 1 calc R
C15B C 0.5492(4) 0.6221(4) 0.4184(4) 0.0490(12) Uani 1 1 d .
H15D H 0.6270 0.6941 0.4237 0.074 Uiso 1 1 calc R
H15E H 0.5690 0.5547 0.3859 0.074 Uiso 1 1 calc R
H15F H 0.5380 0.6204 0.4904 0.074 Uiso 1 1 calc R
N1B N 0.4182(3) 0.6177(3) 0.3504(3) 0.0383(8) Uani 1 1 d .
N2B N 0.4100(4) 0.9061(3) 0.3684(3) 0.0426(9) Uani 1 1 d .
N3B N 0.5057(4) 1.0058(3) 0.2503(3) 0.0473(10) Uani 1 1 d .
H3B H 0.5385 0.9519 0.2308 0.057 Uiso 1 1 calc R
O1B O 0.2671(3) 0.8061(3) 0.4886(2) 0.0522(8) Uani 1 1 d .
O2B O 0.3323(3) 0.4008(2) 0.3015(3) 0.0538(9) Uani 1 1 d .
O3B O 0.1807(3) 0.4931(2) 0.2308(2) 0.0490(8) Uani 1 1 d .
O4B O 0.5176(3) 0.8068(3) 0.2740(3) 0.0500(8) Uani 1 1 d .
S1B S 0.28379(11) 0.49335(8) 0.31684(8) 0.0402(4) Uani 1 1 d .
O1C O 0.1035(5) 0.1159(4) 0.5279(4) 0.1123(15) Uiso 1 1 d .
C1C C -0.0206(7) 0.0751(6) 0.4415(6) 0.096(2) Uiso 1 1 d .
H1C1 H 0.0022 0.0514 0.3727 0.116 Uiso 1 1 calc R
H1C2 H -0.0513 0.1402 0.4395 0.116 Uiso 1 1 calc R
C2C C 0.1355(8) 0.0225(6) 0.5497(6) 0.104(2) Uiso 1 1 d .
H2C1 H 0.2099 0.0534 0.6178 0.125 Uiso 1 1 calc R
H2C2 H 0.1743 -0.0072 0.4919 0.125 Uiso 1 1 calc R
H1OB H 0.343(5) 0.896(4) 0.415(4) 0.055(13) Uiso 1 1 d .
H1O H 0.207(8) 1.149(7) 1.031(6) 0.13(3) Uiso 1 1 d .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C1 C9 124.6(4) . .
C2 C1 N1 120.2(3) . .
C9 C1 N1 114.9(4) . .
O1 C2 C1 124.2(4) . .
O1 C2 C3 116.4(4) . .
C1 C2 C3 119.3(4) . .
C8 C3 C4 117.7(4) . .
C8 C3 C2 123.0(4) . .
C4 C3 C2 119.3(4) . .
C5 C4 C3 121.1(4) . .
C5 C4 H4 119.5 . .
C3 C4 H4 119.5 . .
C4 C5 C6 120.6(4) . .
C4 C5 H5 119.7 . .
C6 C5 H5 119.7 . .
C5 C6 C7 119.6(4) . .
C5 C6 H6 120.2 . .
C7 C6 H6 120.2 . .
C6 C7 C8 119.6(4) . .
C6 C7 H7 120.2 . .
C8 C7 H7 120.2 . .
C7 C8 C3 121.4(4) . .
C7 C8 S1 121.1(3) . .
C3 C8 S1 117.4(3) . .
O4 C9 N2 121.4(4) . .
O4 C9 C1 125.4(4) . .
N2 C9 C1 113.2(4) . .
N3 C10 N2 121.2(4) . .
N3 C10 C11 117.6(4) . .
N2 C10 C11 121.2(4) . .
C12 C11 C10 119.6(4) . .
C12 C11 H11 120.2 . .
C10 C11 H11 120.2 . .
C11 C12 C13 121.0(4) . .
C11 C12 H12 119.5 . .
C13 C12 H12 119.5 . .
C14 C13 C12 118.1(4) . .
C14 C13 H13 120.9 . .
C12 C13 H13 120.9 . .
C13 C14 N3 120.2(5) . .
C13 C14 H14 119.9 . .
N3 C14 H14 119.9 . .
N1 C15 H15A 109.5 . .
N1 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
N1 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C1 N1 C15 115.8(3) . .
C1 N1 S1 114.2(3) . .
C15 N1 S1 117.8(3) . .
C10 N2 C9 125.5(4) . .
C10 N2 H1O 124(5) . .
C9 N2 H1O 109(5) . .
C10 N3 C14 123.3(4) . .
C10 N3 H3 118.3 . .
C14 N3 H3 118.3 . .
O2 S1 O3 118.0(2) . .
O2 S1 N1 108.48(19) . .
O3 S1 N1 108.55(18) . .
O2 S1 C8 109.7(2) . .
O3 S1 C8 108.4(2) . .
N1 S1 C8 102.56(18) . .
C2B C1B N1B 120.6(3) . .
C2B C1B C9B 124.6(3) . .
N1B C1B C9B 114.8(3) . .
O1B C2B C1B 124.8(4) . .
O1B C2B C3B 116.4(4) . .
C1B C2B C3B 118.8(3) . .
C4B C3B C8B 117.9(4) . .
C4B C3B C2B 120.2(4) . .
C8B C3B C2B 121.9(4) . .
C5B C4B C3B 120.9(4) . .
C5B C4B H4B 119.6 . .
C3B C4B H4B 119.6 . .
C4B C5B C6B 120.2(4) . .
C4B C5B H5B 119.9 . .
C6B C5B H5B 119.9 . .
C7B C6B C5B 120.2(4) . .
C7B C6B H6B 119.9 . .
C5B C6B H6B 119.9 . .
C6B C7B C8B 119.2(4) . .
C6B C7B H7B 120.4 . .
C8B C7B H7B 120.4 . .
C7B C8B C3B 121.6(4) . .
C7B C8B S1B 121.9(3) . .
C3B C8B S1B 116.5(3) . .
O4B C9B N2B 120.9(4) . .
O4B C9B C1B 124.3(4) . .
N2B C9B C1B 114.9(4) . .
N3B C10B N2B 120.2(4) . .
N3B C10B C11B 117.8(4) . .
N2B C10B C11B 121.9(4) . .
C12B C11B C10B 119.5(5) . .
C12B C11B H11B 120.3 . .
C10B C11B H11B 120.3 . .
C11B C12B C13B 121.4(4) . .
C11B C12B H12B 119.3 . .
C13B C12B H12B 119.3 . .
C14B C13B C12B 117.7(4) . .
C14B C13B H13B 121.2 . .
C12B C13B H13B 121.2 . .
N3B C14B C13B 121.0(5) . .
N3B C14B H14B 119.5 . .
C13B C14B H14B 119.5 . .
N1B C15B H15D 109.5 . .
N1B C15B H15E 109.5 . .
H15D C15B H15E 109.5 . .
N1B C15B H15F 109.5 . .
H15D C15B H15F 109.5 . .
H15E C15B H15F 109.5 . .
C1B N1B C15B 115.7(3) . .
C1B N1B S1B 113.4(3) . .
C15B N1B S1B 115.6(3) . .
C10B N2B C9B 126.7(4) . .
C10B N2B H1OB 118(3) . .
C9B N2B H1OB 114(3) . .
C10B N3B C14B 122.5(4) . .
C10B N3B H3B 118.7 . .
C14B N3B H3B 118.7 . .
O2B S1B O3B 118.51(18) . .
O2B S1B N1B 108.83(18) . .
O3B S1B N1B 108.23(17) . .
O2B S1B C8B 108.84(19) . .
O3B S1B C8B 109.59(18) . .
N1B S1B C8B 101.48(18) . .
C2C O1C C1C 111.5(5) . .
O1C C1C C2C 113.7(6) . 2_556
O1C C1C H1C1 108.8 . .
C2C C1C H1C1 108.8 2_556 .
O1C C1C H1C2 108.8 . .
C2C C1C H1C2 108.8 2_556 .
H1C1 C1C H1C2 107.7 . .
O1C C2C C1C 116.4(6) . 2_556
O1C C2C H2C1 108.2 . .
C1C C2C H2C1 108.2 2_556 .
O1C C2C H2C2 108.2 . .
C1C C2C H2C2 108.2 2_556 .
H2C1 C2C H2C2 107.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.402(6) .
C1 C9 1.429(6) .
C1 N1 1.455(5) .
C2 O1 1.279(5) .
C2 C3 1.505(6) .
C3 C8 1.396(6) .
C3 C4 1.396(6) .
C4 C5 1.374(6) .
C4 H4 0.9500 .
C5 C6 1.382(7) .
C5 H5 0.9500 .
C6 C7 1.384(7) .
C6 H6 0.9500 .
C7 C8 1.388(6) .
C7 H7 0.9500 .
C8 S1 1.764(4) .
C9 O4 1.245(5) .
C9 N2 1.404(5) .
C10 N3 1.335(6) .
C10 N2 1.357(5) .
C10 C11 1.400(6) .
C11 C12 1.365(6) .
C11 H11 0.9500 .
C12 C13 1.392(7) .
C12 H12 0.9500 .
C13 C14 1.350(6) .
C13 H13 0.9500 .
C14 N3 1.362(5) .
C14 H14 0.9500 .
C15 N1 1.455(5) .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
N1 S1 1.629(3) .
N2 H1O 0.83(8) .
N3 H3 0.8800 .
O2 S1 1.430(3) .
O3 S1 1.432(3) .
C1B C2B 1.393(6) .
C1B N1B 1.434(5) .
C1B C9B 1.436(6) .
C2B O1B 1.278(5) .
C2B C3B 1.512(6) .
C3B C4B 1.388(6) .
C3B C8B 1.401(6) .
C4B C5B 1.387(6) .
C4B H4B 0.9500 .
C5B C6B 1.389(7) .
C5B H5B 0.9500 .
C6B C7B 1.379(6) .
C6B H6B 0.9500 .
C7B C8B 1.392(6) .
C7B H7B 0.9500 .
C8B S1B 1.757(4) .
C9B O4B 1.242(5) .
C9B N2B 1.384(5) .
C10B N3B 1.340(5) .
C10B N2B 1.374(5) .
C10B C11B 1.391(5) .
C11B C12B 1.364(6) .
C11B H11B 0.9500 .
C12B C13B 1.377(7) .
C12B H12B 0.9500 .
C13B C14B 1.352(6) .
C13B H13B 0.9500 .
C14B N3B 1.350(5) .
C14B H14B 0.9500 .
C15B N1B 1.490(5) .
C15B H15D 0.9800 .
C15B H15E 0.9800 .
C15B H15F 0.9800 .
N1B S1B 1.637(3) .
N2B H1OB 1.01(5) .
N3B H3B 0.8800 .
O2B S1B 1.426(3) .
O3B S1B 1.430(3) .
O1C C2C 1.410(8) .
O1C C1C 1.437(8) .
C1C C2C 1.452(9) 2_556
C1C H1C1 0.9900 .
C1C H1C2 0.9900 .
C2C C1C 1.452(9) 2_556
C2C H2C1 0.9900 .
C2C H2C2 0.9900 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O4 0.88 2.01 2.653(4) 129.0 .
N3 H3 O4B 0.88 2.17 2.872(5) 135.8 2_676
N3B H3B O4B 0.88 2.00 2.657(4) 130.9 .
N3B H3B O4 0.88 2.22 2.893(5) 132.9 2_676
N2B H1OB O1B 1.01(5) 1.73(5) 2.597(5) 142(4) .
N2 H1O O1 0.83(8) 1.79(8) 2.544(5) 151(7) .
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
_geom_torsion_site_symmetry_4
C9 C1 C2 O1 1.4(6) .
N1 C1 C2 O1 -171.9(4) .
C9 C1 C2 C3 -175.8(3) .
N1 C1 C2 C3 11.0(5) .
O1 C2 C3 C8 -164.0(4) .
C1 C2 C3 C8 13.4(6) .
O1 C2 C3 C4 13.3(6) .
C1 C2 C3 C4 -169.4(4) .
C8 C3 C4 C5 0.5(7) .
C2 C3 C4 C5 -177.0(4) .
C3 C4 C5 C6 -1.0(7) .
C4 C5 C6 C7 0.8(8) .
C5 C6 C7 C8 -0.1(8) .
C6 C7 C8 C3 -0.4(7) .
C6 C7 C8 S1 176.7(4) .
C4 C3 C8 C7 0.2(6) .
C2 C3 C8 C7 177.6(4) .
C4 C3 C8 S1 -176.9(3) .
C2 C3 C8 S1 0.4(6) .
C2 C1 C9 O4 -176.3(4) .
N1 C1 C9 O4 -2.7(6) .
C2 C1 C9 N2 1.7(6) .
N1 C1 C9 N2 175.3(3) .
N3 C10 C11 C12 1.7(7) .
N2 C10 C11 C12 -177.9(4) .
C10 C11 C12 C13 0.6(8) .
C11 C12 C13 C14 -3.2(8) .
C12 C13 C14 N3 3.6(8) .
C2 C1 N1 C15 93.8(4) .
C9 C1 N1 C15 -80.0(5) .
C2 C1 N1 S1 -47.8(4) .
C9 C1 N1 S1 138.3(3) .
N3 C10 N2 C9 -11.3(7) .
C11 C10 N2 C9 168.3(4) .
O4 C9 N2 C10 1.4(6) .
C1 C9 N2 C10 -176.7(4) .
N2 C10 N3 C14 178.2(4) .
C11 C10 N3 C14 -1.3(7) .
C13 C14 N3 C10 -1.4(8) .
C1 N1 S1 O2 169.2(3) .
C15 N1 S1 O2 28.3(4) .
C1 N1 S1 O3 -61.5(3) .
C15 N1 S1 O3 157.7(3) .
C1 N1 S1 C8 53.2(3) .
C15 N1 S1 C8 -87.7(4) .
C7 C8 S1 O2 36.7(4) .
C3 C8 S1 O2 -146.2(3) .
C7 C8 S1 O3 -93.5(4) .
C3 C8 S1 O3 83.7(4) .
C7 C8 S1 N1 151.8(4) .
C3 C8 S1 N1 -31.0(4) .
N1B C1B C2B O1B 178.0(4) .
C9B C1B C2B O1B -1.4(6) .
N1B C1B C2B C3B -3.2(5) .
C9B C1B C2B C3B 177.3(3) .
O1B C2B C3B C4B -22.3(5) .
C1B C2B C3B C4B 158.8(4) .
O1B C2B C3B C8B 157.0(4) .
C1B C2B C3B C8B -21.8(6) .
C8B C3B C4B C5B 0.2(6) .
C2B C3B C4B C5B 179.6(4) .
C3B C4B C5B C6B -0.9(7) .
C4B C5B C6B C7B 0.9(7) .
C5B C6B C7B C8B -0.2(7) .
C6B C7B C8B C3B -0.5(6) .
C6B C7B C8B S1B 178.8(3) .
C4B C3B C8B C7B 0.5(6) .
C2B C3B C8B C7B -178.8(4) .
C4B C3B C8B S1B -178.8(3) .
C2B C3B C8B S1B 1.8(5) .
C2B C1B C9B O4B 179.2(4) .
N1B C1B C9B O4B -0.3(6) .
C2B C1B C9B N2B 0.3(6) .
N1B C1B C9B N2B -179.2(3) .
N3B C10B C11B C12B 1.2(6) .
N2B C10B C11B C12B -177.6(4) .
C10B C11B C12B C13B -0.6(7) .
C11B C12B C13B C14B -0.3(7) .
C12B C13B C14B N3B 0.6(7) .
C2B C1B N1B C15B -90.7(5) .
C9B C1B N1B C15B 88.8(4) .
C2B C1B N1B S1B 46.1(4) .
C9B C1B N1B S1B -134.3(3) .
N3B C10B N2B C9B -5.6(7) .
C11B C10B N2B C9B 173.3(4) .
O4B C9B N2B C10B 11.3(6) .
C1B C9B N2B C10B -169.8(4) .
N2B C10B N3B C14B 178.0(4) .
C11B C10B N3B C14B -0.9(6) .
C13B C14B N3B C10B 0.0(7) .
C1B N1B S1B O2B -171.7(3) .
C15B N1B S1B O2B -34.9(4) .
C1B N1B S1B O3B 58.2(3) .
C15B N1B S1B O3B -164.9(3) .
C1B N1B S1B C8B -57.1(3) .
C15B N1B S1B C8B 79.8(3) .
C7B C8B S1B O2B -30.6(4) .
C3B C8B S1B O2B 148.7(3) .
C7B C8B S1B O3B 100.4(3) .
C3B C8B S1B O3B -80.2(3) .
C7B C8B S1B N1B -145.3(3) .
C3B C8B S1B N1B 34.1(3) .
C2C O1C C1C C2C 46.0(9) 2_556
C1C O1C C2C C1C -47.3(10) 2_556
