##############################################################################
#                                                                            #
# 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 # 
# article from which it was obtained.                                        #
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##############################################################################
data_I
_database_code_depnum_ccdc_archive 'CCDC 1016829'
_audit_creation_method     SHELXL-2013
_journal_date_recd_electronic     2014-07-07
_journal_date_accepted     2014-07-29
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2014
_journal_volume     70
_journal_issue      9
_journal_page_first     o974
_journal_page_last     o975
_journal_paper_category     HO
_journal_paper_doi     10.1107/S1600536814017437
_journal_coeditor_code     HG5397
_publ_contact_author_name     'R.V. Krishnakumar'
_publ_contact_author_address
;
Department of Physics
Thiagarajar College
Madurai 625 009
India
;
_publ_contact_author_email     mailtorvkk@yahoo.co.in
_publ_contact_author_fax     '+91 452 2312375'
_publ_contact_author_phone     '+91 452 2311875'
_publ_section_title
;\
Crystal structure of
[4-(2-methoxyphenyl)-3-methyl-1-phenyl-6-trifluoromethyl-1H-\
pyrazolo[3,4-b]pyridin-5-yl](thiophen-2-yl)methanone
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Rajni Swamy, V.' .
;
Department of Physics
Thiagarajar College
Madurai 625 009
India
;
    'Gunasekaran, P.' .
;
School of Chemistry
Madurai Kamaraj University
Madurai 625 021
India
;
    'Krishnakumar, R.V.' .
;
Department of Physics
Thiagarajar College
Madurai 625 009
India
;
    'Srinivasan, N.' .
;
Department of Physics
Thiagarajar College
Madurai 625 009
India
;
    'Müller, P.' .
;
X-Ray Diffraction Facility,
MIT Department of Chemistry,
77 Massachusetts Avenue, Building 2,
Room 325, Cambridge, MA,
02139-4307, USA
;
_chemical_name_systematic
;\
[4-(2-Methoxyphenyl)-3-methyl-1-phenyl-6-trifluoromethyl-1H-\
pyrazolo[3,4-b]pyridin-5-yl](thiophen-2-yl)methanone
;
_chemical_name_common     ?
_chemical_formula_moiety     'C26 H18 F3 N3 O2 S'
_chemical_formula_sum     'C26 H18 F3 N3 O2 S'
_chemical_formula_iupac     'C26 H18 F3 N3 O2 S'
_chemical_formula_weight     493.49
_chemical_melting_point     ?
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system     monoclinic
_space_group_name_H-M_alt     'C 2/c'
_space_group_name_Hall     '-C 2yc'
loop_
    _space_group_symop_operation_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     18.9343(11)
_cell_length_b     11.6347(6)
_cell_length_c     20.9800(12)
_cell_angle_alpha     90
_cell_angle_beta     92.511(2)
_cell_angle_gamma     90
_cell_volume     4617.3(4)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     2784
_cell_measurement_theta_min     2.1
_cell_measurement_theta_max     28.0
_cell_measurement_temperature     301(2)
_exptl_crystal_description     needle
_exptl_crystal_colour     yellow
_exptl_crystal_size_max     0.250
_exptl_crystal_size_mid     0.160
_exptl_crystal_size_min     0.120
_exptl_crystal_density_diffrn     1.420
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     2032
_exptl_absorpt_coefficient_mu     0.194
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Bruker, 2009)'
_shelx_estimated_absorpt_T_min     0.953
_shelx_estimated_absorpt_T_max     0.977
_exptl_absorpt_correction_T_min     0.949
_exptl_absorpt_correction_T_max     0.979
_exptl_special_details     ?
_diffrn_ambient_temperature     301(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type     'Bruker SMART APEXII CCD'
_diffrn_measurement_method     'ω and φ scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     23854
_diffrn_reflns_av_R_equivalents     0.0394
_diffrn_reflns_theta_min     2.153
_diffrn_reflns_theta_max     27.995
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.984
_diffrn_measured_fraction_theta_full     0.992
_diffrn_reflns_limit_h_min     -24
_diffrn_reflns_limit_h_max     24
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     15
_diffrn_reflns_limit_l_min     -27
_diffrn_reflns_limit_l_max     27
_refine_special_details     ?
_reflns_number_total     5492
_reflns_number_gt     3784
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0750
_refine_ls_R_factor_gt     0.0475
_refine_ls_wR_factor_gt     0.1191
_refine_ls_wR_factor_ref     0.1384
_refine_ls_goodness_of_fit_ref     1.024
_refine_ls_restrained_S_all     1.022
_refine_ls_number_reflns     5492
_refine_ls_number_parameters     346
_refine_ls_number_restraints     142
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0601P)²+3.2782P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.326
_refine_diff_density_min     -0.465
_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'
    'F' 'F' 0.0171 0.0103
                         '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     'APEX2 (Bruker, 2009)'
_computing_cell_refinement     'SAINT (Bruker, 2009)'
_computing_data_reduction     'SAINT (Bruker, 2009)'
_computing_structure_solution     'SHELXS2013 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL2013 (Sheldrick, 2008)'
_computing_molecular_graphics     'PLATON (Spek, 2009)'
_computing_publication_material     'SHELXL2013 (Sheldrick, 2008)'
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    O O1 0.30751(9) 0.60534(13) 0.20858(9) 0.0688(5) Uani d 1 . .
    O O2 0.11454(7) 0.93337(12) 0.14944(7) 0.0548(4) Uani d 1 . .
    N N1 0.30027(8) 1.00767(14) 0.01120(7) 0.0406(4) Uani d 1 . .
    N N2 0.23413(8) 1.00212(16) -0.01836(7) 0.0499(4) Uani d 1 . .
    N N3 0.36085(7) 0.91418(13) 0.10024(7) 0.0389(3) Uani d 1 . .
    C C1 0.19684(10) 0.92676(18) 0.01270(9) 0.0455(5) Uani d 1 . .
    C C2 0.23793(9) 0.88016(16) 0.06502(8) 0.0373(4) Uani d 1 . .
    C C3 0.22736(9) 0.80476(15) 0.11561(8) 0.0370(4) Uani d 1 . .
    C C4 0.28594(9) 0.78276(15) 0.15652(8) 0.0375(4) Uani d 1 . .
    C C5 0.35026(9) 0.83882(16) 0.14613(9) 0.0392(4) Uani d 1 . .
    C C25 0.41493(11) 0.8173(2) 0.18938(11) 0.0554(5) Uani d 1 . .
    F F1 0.46297(8) 0.89725(17) 0.18471(9) 0.0956(8) Uani d 0.958(3) A 1
    F F2 0.44581(9) 0.71752(16) 0.17541(10) 0.0964(7) Uani d 0.958(3) A 1
    F F3 0.39939(8) 0.80892(16) 0.25001(7) 0.0786(6) Uani d 0.958(3) A 1
    F F1A 0.4098(16) 0.7207(9) 0.2222(10) 0.098(8) Uani d 0.042(3) A 2
    F F2A 0.4215(12) 0.9027(11) 0.2288(9) 0.089(8) Uani d 0.042(3) A 2
    F F3A 0.4718(10) 0.8067(10) 0.1573(10) 0.070(7) Uani d 0.042(3) A 2
    C C6 0.30449(9) 0.93290(15) 0.06141(8) 0.0359(4) Uani d 1 . .
    C C7 0.27888(10) 0.69865(16) 0.21061(10) 0.0449(4) Uani d 1 . .
    C C8 0.23554(11) 0.73371(17) 0.26263(9) 0.0455(5) Uani d 1 . .
    S S1 0.20657(4) 0.63331(6) 0.31536(3) 0.0750(2) Uani d 1 . .
    C C9 0.16353(14) 0.7348(3) 0.35569(11) 0.0755(8) Uani d 1 . .
    H H9 0.1372 0.7189 0.3911 0.091 Uiso calc 1 . .
    C C10 0.17100(13) 0.8413(2) 0.33156(10) 0.0654(6) Uani d 1 . .
    H H10 0.1514 0.9071 0.3487 0.078 Uiso calc 1 . .
    C C11 0.21214(11) 0.84097(18) 0.27723(9) 0.0510(5) Uani d 1 . .
    H H11 0.2222 0.9065 0.2539 0.061 Uiso calc 1 . .
    C C12 0.34875(9) 1.09282(17) -0.00852(8) 0.0406(4) Uani d 1 . .
    C C13 0.41925(10) 1.08884(18) 0.01057(10) 0.0488(5) Uani d 1 . .
    H H13 0.4367 1.0284 0.0357 0.059 Uiso calc 1 . .
    C C14 0.46389(12) 1.1758(2) -0.00798(11) 0.0596(6) Uani d 1 . .
    H H14 0.5114 1.1741 0.0053 0.072 Uiso calc 1 . .
    C C15 0.43889(13) 1.2640(2) -0.04558(13) 0.0725(7) Uani d 1 . .
    H H15 0.4694 1.3213 -0.0585 0.087 Uiso calc 1 . .
    C C16 0.36868(14) 1.2678(2) -0.06417(15) 0.0842(9) Uani d 1 . .
    H H16 0.3515 1.3283 -0.0893 0.101 Uiso calc 1 . .
    C C17 0.32333(12) 1.1824(2) -0.04591(12) 0.0667(7) Uani d 1 . .
    H H17 0.2757 1.1852 -0.0588 0.080 Uiso calc 1 . .
    C C18 0.15781(10) 0.75027(16) 0.12743(8) 0.0400(4) Uani d 1 . .
    C C19 0.10172(10) 0.81792(17) 0.14666(9) 0.0440(4) Uani d 1 . .
    C C20 0.03917(11) 0.7667(2) 0.16311(11) 0.0573(6) Uani d 1 . .
    H H20 0.0019 0.8116 0.1763 0.069 Uiso calc 1 . .
    C C21 0.03220(12) 0.6485(2) 0.15987(12) 0.0641(6) Uani d 1 . .
    H H21 -0.0099 0.6144 0.1710 0.077 Uiso calc 1 . .
    C C22 0.08657(13) 0.5807(2) 0.14044(11) 0.0613(6) Uani d 1 . .
    H H22 0.0812 0.5014 0.1380 0.074 Uiso calc 1 . .
    C C23 0.14961(11) 0.63175(17) 0.12456(10) 0.0495(5) Uani d 1 . .
    H H23 0.1868 0.5861 0.1119 0.059 Uiso calc 1 . .
    C C24 0.12313(11) 0.8992(2) -0.01037(11) 0.0665(7) Uani d 1 . .
    H H24A 0.1138 0.9338 -0.0514 0.100 Uiso calc 1 . .
    H H24B 0.0904 0.9288 0.0193 0.100 Uiso calc 1 . .
    H H24C 0.1177 0.8174 -0.0138 0.100 Uiso calc 1 . .
    C C26 0.06586(14) 1.0042(2) 0.18061(14) 0.0743(7) Uani d 1 . .
    H H26A 0.0214 1.0044 0.1567 0.112 Uiso calc 1 . .
    H H26B 0.0840 1.0812 0.1835 0.112 Uiso calc 1 . .
    H H26C 0.0592 0.9751 0.2227 0.112 Uiso calc 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'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
    O1 C7 . 1.215(2) ?
    O2 C19 . 1.366(2) ?
    O2 C26 . 1.418(3) ?
    N1 C6 . 1.366(2) ?
    N1 N2 . 1.374(2) ?
    N1 C12 . 1.424(2) ?
    N2 C1 . 1.316(2) ?
    N3 C5 . 1.324(2) ?
    N3 C6 . 1.332(2) ?
    C1 C2 . 1.425(3) ?
    C1 C24 . 1.492(3) ?
    C2 C3 . 1.398(2) ?
    C2 C6 . 1.407(2) ?
    C3 C4 . 1.396(3) ?
    C3 C18 . 1.492(2) ?
    C4 C5 . 1.407(2) ?
    C4 C7 . 1.509(3) ?
    C5 C25 . 1.512(3) ?
    C25 F2A . 1.295(12) ?
    C25 F3A . 1.301(11) ?
    C25 F1 . 1.308(2) ?
    C25 F3 . 1.322(3) ?
    C25 F1A . 1.324(12) ?
    C25 F2 . 1.338(3) ?
    C7 C8 . 1.452(3) ?
    C8 C11 . 1.364(3) ?
    C8 S1 . 1.7153(18) ?
    S1 C9 . 1.683(3) ?
    C9 C10 . 1.349(4) ?
    C9 H9 . 0.9300 ?
    C10 C11 . 1.408(3) ?
    C10 H10 . 0.9300 ?
    C11 H11 . 0.9300 ?
    C12 C13 . 1.378(3) ?
    C12 C17 . 1.378(3) ?
    C13 C14 . 1.385(3) ?
    C13 H13 . 0.9300 ?
    C14 C15 . 1.367(3) ?
    C14 H14 . 0.9300 ?
    C15 C16 . 1.370(4) ?
    C15 H15 . 0.9300 ?
    C16 C17 . 1.379(3) ?
    C16 H16 . 0.9300 ?
    C17 H17 . 0.9300 ?
    C18 C23 . 1.389(3) ?
    C18 C19 . 1.396(3) ?
    C19 C20 . 1.383(3) ?
    C20 C21 . 1.383(3) ?
    C20 H20 . 0.9300 ?
    C21 C22 . 1.373(3) ?
    C21 H21 . 0.9300 ?
    C22 C23 . 1.387(3) ?
    C22 H22 . 0.9300 ?
    C23 H23 . 0.9300 ?
    C24 H24A . 0.9600 ?
    C24 H24B . 0.9600 ?
    C24 H24C . 0.9600 ?
    C26 H26A . 0.9600 ?
    C26 H26B . 0.9600 ?
    C26 H26C . 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
    C19 O2 C26 . . 118.27(16) ?
    C6 N1 N2 . . 109.85(14) ?
    C6 N1 C12 . . 130.57(15) ?
    N2 N1 C12 . . 119.19(15) ?
    C1 N2 N1 . . 107.80(15) ?
    C5 N3 C6 . . 114.23(15) ?
    N2 C1 C2 . . 110.39(16) ?
    N2 C1 C24 . . 119.79(18) ?
    C2 C1 C24 . . 129.78(18) ?
    C3 C2 C6 . . 118.23(16) ?
    C3 C2 C1 . . 137.08(16) ?
    C6 C2 C1 . . 104.64(15) ?
    C4 C3 C2 . . 116.46(15) ?
    C4 C3 C18 . . 120.20(16) ?
    C2 C3 C18 . . 123.33(16) ?
    C3 C4 C5 . . 119.31(16) ?
    C3 C4 C7 . . 119.15(15) ?
    C5 C4 C7 . . 121.54(16) ?
    N3 C5 C4 . . 125.40(17) ?
    N3 C5 C25 . . 113.67(16) ?
    C4 C5 C25 . . 120.92(17) ?
    F2A C25 F3A . . 110.1(10) ?
    F1 C25 F3 . . 108.0(2) ?
    F2A C25 F1A . . 109.1(11) ?
    F3A C25 F1A . . 105.6(11) ?
    F1 C25 F2 . . 106.8(2) ?
    F3 C25 F2 . . 105.34(18) ?
    F2A C25 C5 . . 108.0(12) ?
    F3A C25 C5 . . 111.9(12) ?
    F1 C25 C5 . . 112.64(17) ?
    F3 C25 C5 . . 112.41(17) ?
    F1A C25 C5 . . 112.1(15) ?
    F2 C25 C5 . . 111.24(19) ?
    N3 C6 N1 . . 126.45(15) ?
    N3 C6 C2 . . 126.26(16) ?
    N1 C6 C2 . . 107.28(15) ?
    O1 C7 C8 . . 123.01(18) ?
    O1 C7 C4 . . 119.93(18) ?
    C8 C7 C4 . . 117.04(16) ?
    C11 C8 C7 . . 128.73(17) ?
    C11 C8 S1 . . 111.23(15) ?
    C7 C8 S1 . . 120.04(15) ?
    C9 S1 C8 . . 91.27(11) ?
    C10 C9 S1 . . 113.26(19) ?
    C10 C9 H9 . . 123.4 ?
    S1 C9 H9 . . 123.4 ?
    C9 C10 C11 . . 111.8(2) ?
    C9 C10 H10 . . 124.1 ?
    C11 C10 H10 . . 124.1 ?
    C8 C11 C10 . . 112.40(19) ?
    C8 C11 H11 . . 123.8 ?
    C10 C11 H11 . . 123.8 ?
    C13 C12 C17 . . 120.05(18) ?
    C13 C12 N1 . . 121.39(17) ?
    C17 C12 N1 . . 118.53(17) ?
    C12 C13 C14 . . 119.3(2) ?
    C12 C13 H13 . . 120.4 ?
    C14 C13 H13 . . 120.4 ?
    C15 C14 C13 . . 120.7(2) ?
    C15 C14 H14 . . 119.6 ?
    C13 C14 H14 . . 119.6 ?
    C14 C15 C16 . . 119.7(2) ?
    C14 C15 H15 . . 120.2 ?
    C16 C15 H15 . . 120.2 ?
    C15 C16 C17 . . 120.4(2) ?
    C15 C16 H16 . . 119.8 ?
    C17 C16 H16 . . 119.8 ?
    C12 C17 C16 . . 119.8(2) ?
    C12 C17 H17 . . 120.1 ?
    C16 C17 H17 . . 120.1 ?
    C23 C18 C19 . . 119.18(17) ?
    C23 C18 C3 . . 120.83(17) ?
    C19 C18 C3 . . 119.79(16) ?
    O2 C19 C20 . . 124.45(19) ?
    O2 C19 C18 . . 115.52(16) ?
    C20 C19 C18 . . 119.99(19) ?
    C21 C20 C19 . . 119.8(2) ?
    C21 C20 H20 . . 120.1 ?
    C19 C20 H20 . . 120.1 ?
    C22 C21 C20 . . 121.0(2) ?
    C22 C21 H21 . . 119.5 ?
    C20 C21 H21 . . 119.5 ?
    C21 C22 C23 . . 119.3(2) ?
    C21 C22 H22 . . 120.3 ?
    C23 C22 H22 . . 120.3 ?
    C22 C23 C18 . . 120.7(2) ?
    C22 C23 H23 . . 119.7 ?
    C18 C23 H23 . . 119.7 ?
    C1 C24 H24A . . 109.5 ?
    C1 C24 H24B . . 109.5 ?
    H24A C24 H24B . . 109.5 ?
    C1 C24 H24C . . 109.5 ?
    H24A C24 H24C . . 109.5 ?
    H24B C24 H24C . . 109.5 ?
    O2 C26 H26A . . 109.5 ?
    O2 C26 H26B . . 109.5 ?
    H26A C26 H26B . . 109.5 ?
    O2 C26 H26C . . 109.5 ?
    H26A C26 H26C . . 109.5 ?
    H26B C26 H26C . . 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 N1 N2 C1 . . . . 0.8(2) ?
    C12 N1 N2 C1 . . . . -172.79(16) ?
    N1 N2 C1 C2 . . . . 0.5(2) ?
    N1 N2 C1 C24 . . . . -177.61(19) ?
    N2 C1 C2 C3 . . . . 175.6(2) ?
    C24 C1 C2 C3 . . . . -6.5(4) ?
    N2 C1 C2 C6 . . . . -1.5(2) ?
    C24 C1 C2 C6 . . . . 176.4(2) ?
    C6 C2 C3 C4 . . . . -3.8(2) ?
    C1 C2 C3 C4 . . . . 179.4(2) ?
    C6 C2 C3 C18 . . . . 175.34(16) ?
    C1 C2 C3 C18 . . . . -1.5(3) ?
    C2 C3 C4 C5 . . . . 1.9(2) ?
    C18 C3 C4 C5 . . . . -177.30(16) ?
    C2 C3 C4 C7 . . . . -177.68(16) ?
    C18 C3 C4 C7 . . . . 3.2(2) ?
    C6 N3 C5 C4 . . . . -1.6(3) ?
    C6 N3 C5 C25 . . . . 179.31(16) ?
    C3 C4 C5 N3 . . . . 1.0(3) ?
    C7 C4 C5 N3 . . . . -179.50(17) ?
    C3 C4 C5 C25 . . . . 180.00(18) ?
    C7 C4 C5 C25 . . . . -0.5(3) ?
    N3 C5 C25 F2A . . . . 78.0(6) ?
    C4 C5 C25 F2A . . . . -101.2(6) ?
    N3 C5 C25 F3A . . . . -43.4(6) ?
    C4 C5 C25 F3A . . . . 137.5(5) ?
    N3 C5 C25 F1 . . . . 17.1(3) ?
    C4 C5 C25 F1 . . . . -162.1(2) ?
    N3 C5 C25 F3 . . . . 139.40(19) ?
    C4 C5 C25 F3 . . . . -39.7(3) ?
    N3 C5 C25 F1A . . . . -161.8(5) ?
    C4 C5 C25 F1A . . . . 19.0(6) ?
    N3 C5 C25 F2 . . . . -102.7(2) ?
    C4 C5 C25 F2 . . . . 78.1(2) ?
    C5 N3 C6 N1 . . . . 178.56(17) ?
    C5 N3 C6 C2 . . . . -0.6(3) ?
    N2 N1 C6 N3 . . . . 178.99(17) ?
    C12 N1 C6 N3 . . . . -8.4(3) ?
    N2 N1 C6 C2 . . . . -1.7(2) ?
    C12 N1 C6 C2 . . . . 170.89(17) ?
    C3 C2 C6 N3 . . . . 3.4(3) ?
    C1 C2 C6 N3 . . . . -178.80(17) ?
    C3 C2 C6 N1 . . . . -175.90(15) ?
    C1 C2 C6 N1 . . . . 1.87(19) ?
    C3 C4 C7 O1 . . . . 108.7(2) ?
    C5 C4 C7 O1 . . . . -70.8(3) ?
    C3 C4 C7 C8 . . . . -69.6(2) ?
    C5 C4 C7 C8 . . . . 110.8(2) ?
    O1 C7 C8 C11 . . . . 165.9(2) ?
    C4 C7 C8 C11 . . . . -15.8(3) ?
    O1 C7 C8 S1 . . . . -14.5(3) ?
    C4 C7 C8 S1 . . . . 163.82(14) ?
    C11 C8 S1 C9 . . . . 0.30(18) ?
    C7 C8 S1 C9 . . . . -179.34(18) ?
    C8 S1 C9 C10 . . . . -0.9(2) ?
    S1 C9 C10 C11 . . . . 1.3(3) ?
    C7 C8 C11 C10 . . . . 180.0(2) ?
    S1 C8 C11 C10 . . . . 0.4(2) ?
    C9 C10 C11 C8 . . . . -1.0(3) ?
    C6 N1 C12 C13 . . . . 20.4(3) ?
    N2 N1 C12 C13 . . . . -167.57(18) ?
    C6 N1 C12 C17 . . . . -157.6(2) ?
    N2 N1 C12 C17 . . . . 14.4(3) ?
    C17 C12 C13 C14 . . . . 0.3(3) ?
    N1 C12 C13 C14 . . . . -177.73(19) ?
    C12 C13 C14 C15 . . . . -0.9(4) ?
    C13 C14 C15 C16 . . . . 1.2(4) ?
    C14 C15 C16 C17 . . . . -0.9(5) ?
    C13 C12 C17 C16 . . . . 0.1(4) ?
    N1 C12 C17 C16 . . . . 178.1(2) ?
    C15 C16 C17 C12 . . . . 0.2(5) ?
    C4 C3 C18 C23 . . . . -63.7(2) ?
    C2 C3 C18 C23 . . . . 117.2(2) ?
    C4 C3 C18 C19 . . . . 111.1(2) ?
    C2 C3 C18 C19 . . . . -68.0(2) ?
    C26 O2 C19 C20 . . . . 10.7(3) ?
    C26 O2 C19 C18 . . . . -167.4(2) ?
    C23 C18 C19 O2 . . . . 178.74(17) ?
    C3 C18 C19 O2 . . . . 3.9(3) ?
    C23 C18 C19 C20 . . . . 0.6(3) ?
    C3 C18 C19 C20 . . . . -174.29(19) ?
    O2 C19 C20 C21 . . . . -178.6(2) ?
    C18 C19 C20 C21 . . . . -0.6(3) ?
    C19 C20 C21 C22 . . . . -0.1(4) ?
    C20 C21 C22 C23 . . . . 0.7(4) ?
    C21 C22 C23 C18 . . . . -0.8(3) ?
    C19 C18 C23 C22 . . . . 0.1(3) ?
    C3 C18 C23 C22 . . . . 174.91(19) ?
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
    C13 H13 N3 . 0.93 2.42 3.012(2) 121.9
    C11 H11 O1 4 0.93 2.51 3.114(3) 122.4
_shelxl_version_number         .2013
