#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/26/8102612.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_8102612
loop_
_publ_author_name
'Guobin Li'
'Bin Liu'
_publ_section_title
;
 Crystal structure of (5''E)-1''-benzyl-5''-(4-
 fluorobenzylidene)-1'-(4-fluorophenyl)-5',6',7',7a'-tetrahydro-1'H,4''H-dispiro[indole-3,3'-pyrrolizine-
 2',3'']-2,4''(1H)-dione, C38H33F2N3O2
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              113
_journal_volume                  225
_journal_year                    2010
_chemical_formula_moiety         'C38 H33 F2 N3 O2'
_chemical_formula_sum            'C38 H33 F2 N3 O2'
_chemical_formula_weight         601.67
_chemical_name_systematic
; 
(5''E)-1''-benzyl-5''-(4-fluorobenzylidene)-1'-(4-fluorophenyl)-5',6',7',7a'-
tetrahydro-1'H,4''H-dispiro[indole-3,3'-pyrrolizine-2',3''-piperidine]-2,
4''(1H)-dione

;
_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
_audit_update_record
;
2009-11-26 # Formatted by publCIF
;
_cell_angle_alpha                90.45(3)
_cell_angle_beta                 105.34(3)
_cell_angle_gamma                104.01(3)
_cell_formula_units_Z            2
_cell_length_a                   10.729(2)
_cell_length_b                   11.252(2)
_cell_length_c                   13.512(3)
_cell_measurement_reflns_used    1014
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      72.2
_cell_measurement_theta_min      27.6
_cell_volume                     1521.8(6)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalClear
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 14.63
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26730
_diffrn_reflns_theta_full        67.70
_diffrn_reflns_theta_max         72.47
_diffrn_reflns_theta_min         3.40
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_T_max  0.8441
_exptl_absorpt_correction_T_min  0.8106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrystalClear
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       0.0065(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         5751
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0692P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1079
_reflns_number_gt                4796
_reflns_number_total             5751
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2843.cff
_cod_data_source_block           shelxl
_cod_original_cell_volume        1521.9(5)
_cod_database_code               8102612
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
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.97469(7) 0.68846(8) 0.28851(6) 0.0351(2) Uani 1 1 d . . .
F2 F 0.06322(8) 0.93764(8) 0.67687(7) 0.0429(2) Uani 1 1 d . . .
O1 O 0.50927(8) 0.57325(9) 0.69893(7) 0.0283(2) Uani 1 1 d . . .
O2 O 0.81656(8) 0.95041(8) 0.98865(6) 0.0236(2) Uani 1 1 d . . .
N1 N 0.75381(9) 0.91810(9) 0.75343(7) 0.0206(2) Uani 1 1 d . . .
N2 N 0.95649(10) 0.84349(10) 0.94856(8) 0.0221(2) Uani 1 1 d . . .
N3 N 0.65777(9) 0.68591(10) 0.98173(7) 0.0217(2) Uani 1 1 d . . .
C1 C 0.60532(10) 0.75578(11) 0.81433(9) 0.0196(3) Uani 1 1 d . . .
C2 C 0.59033(11) 0.67294(11) 0.71923(9) 0.0209(3) Uani 1 1 d . . .
C3 C 0.67791(11) 0.72049(12) 0.65096(9) 0.0219(3) Uani 1 1 d . . .
C4 C 0.73349(11) 0.85713(12) 0.65272(9) 0.0227(3) Uani 1 1 d . . .
H4A H 0.8197 0.8736 0.6352 0.027 Uiso 1 1 calc R . .
H4B H 0.6710 0.8913 0.6000 0.027 Uiso 1 1 calc R . .
C5 C 0.62956(11) 0.88839(11) 0.78350(9) 0.0205(3) Uani 1 1 d . . .
H5A H 0.5544 0.8969 0.7253 0.025 Uiso 1 1 calc R . .
H5B H 0.6363 0.9451 0.8421 0.025 Uiso 1 1 calc R . .
C6 C 0.72775(11) 0.73685(11) 0.90689(9) 0.0199(3) Uani 1 1 d . . .
C7 C 0.83559(11) 0.85874(12) 0.95024(9) 0.0209(3) Uani 1 1 d . . .
C8 C 0.94597(11) 0.72565(12) 0.90776(9) 0.0215(3) Uani 1 1 d . . .
C9 C 0.81342(11) 0.65678(11) 0.88310(9) 0.0203(3) Uani 1 1 d . . .
C10 C 0.78163(12) 0.53501(12) 0.84766(9) 0.0248(3) Uani 1 1 d . . .
H10 H 0.6921 0.4866 0.8327 0.030 Uiso 1 1 calc R . .
C11 C 0.88278(13) 0.48387(13) 0.83400(11) 0.0297(3) Uani 1 1 d . . .
H11 H 0.8619 0.4004 0.8087 0.036 Uiso 1 1 calc R . .
C12 C 1.01371(13) 0.55467(13) 0.85725(11) 0.0321(3) Uani 1 1 d . . .
H12 H 1.0813 0.5190 0.8466 0.039 Uiso 1 1 calc R . .
C13 C 1.04796(12) 0.67640(13) 0.89575(10) 0.0281(3) Uani 1 1 d . . .
H13 H 1.1379 0.7241 0.9132 0.034 Uiso 1 1 calc R . .
C14 C 0.48059(11) 0.71790(12) 0.85819(9) 0.0207(3) Uani 1 1 d . . .
H14 H 0.4426 0.6274 0.8421 0.025 Uiso 1 1 calc R . .
C15 C 0.54501(11) 0.73935(12) 0.97327(9) 0.0213(3) Uani 1 1 d . . .
H15 H 0.5766 0.8292 0.9948 0.026 Uiso 1 1 calc R . .
C16 C 0.48165(12) 0.66929(13) 1.05102(9) 0.0271(3) Uani 1 1 d . . .
H16A H 0.4310 0.5846 1.0231 0.032 Uiso 1 1 calc R . .
H16B H 0.4218 0.7121 1.0729 0.032 Uiso 1 1 calc R . .
C17 C 0.60682(13) 0.66975(14) 1.14050(10) 0.0303(3) Uani 1 1 d . . .
H17A H 0.6257 0.7397 1.1918 0.036 Uiso 1 1 calc R . .
H17B H 0.5933 0.5924 1.1753 0.036 Uiso 1 1 calc R . .
C18 C 0.72335(12) 0.68217(13) 1.09058(9) 0.0278(3) Uani 1 1 d . . .
H18A H 0.7941 0.7585 1.1176 0.033 Uiso 1 1 calc R . .
H18B H 0.7628 0.6108 1.1025 0.033 Uiso 1 1 calc R . .
C19 C 0.69878(11) 0.63616(12) 0.59030(9) 0.0239(3) Uani 1 1 d . . .
H19 H 0.6605 0.5529 0.5993 0.029 Uiso 1 1 calc R . .
C20 C 0.77273(11) 0.65519(12) 0.51195(9) 0.0237(3) Uani 1 1 d . . .
C21 C 0.82601(12) 0.56104(12) 0.48724(10) 0.0265(3) Uani 1 1 d . . .
H21 H 0.8145 0.4877 0.5219 0.032 Uiso 1 1 calc R . .
C22 C 0.89561(12) 0.57218(13) 0.41298(10) 0.0277(3) Uani 1 1 d . . .
H22 H 0.9328 0.5082 0.3975 0.033 Uiso 1 1 calc R . .
C23 C 0.90917(12) 0.67795(13) 0.36259(9) 0.0272(3) Uani 1 1 d . . .
C24 C 0.85656(13) 0.77273(13) 0.38236(10) 0.0298(3) Uani 1 1 d . . .
H24 H 0.8670 0.8446 0.3458 0.036 Uiso 1 1 calc R . .
C25 C 0.78789(13) 0.76064(13) 0.45699(9) 0.0281(3) Uani 1 1 d . . .
H25 H 0.7504 0.8250 0.4712 0.034 Uiso 1 1 calc R . .
C26 C 0.81681(11) 1.05051(12) 0.75942(9) 0.0239(3) Uani 1 1 d . . .
H26A H 0.9011 1.0614 0.7396 0.029 Uiso 1 1 calc R . .
H26B H 0.8405 1.0834 0.8320 0.029 Uiso 1 1 calc R . .
C27 C 0.73357(11) 1.12700(11) 0.69318(9) 0.0223(3) Uani 1 1 d . . .
C28 C 0.73659(13) 1.14448(13) 0.59191(10) 0.0296(3) Uani 1 1 d . . .
H28 H 0.7912 1.1075 0.5632 0.035 Uiso 1 1 calc R . .
C29 C 0.66053(15) 1.21542(14) 0.53243(11) 0.0366(3) Uani 1 1 d . . .
H29 H 0.6628 1.2260 0.4632 0.044 Uiso 1 1 calc R . .
C30 C 0.58171(14) 1.27065(14) 0.57328(11) 0.0359(3) Uani 1 1 d . . .
H30 H 0.5307 1.3201 0.5327 0.043 Uiso 1 1 calc R . .
C31 C 0.57731(13) 1.25378(13) 0.67334(11) 0.0341(3) Uani 1 1 d . . .
H31 H 0.5230 1.2915 0.7018 0.041 Uiso 1 1 calc R . .
C32 C 0.65203(12) 1.18188(12) 0.73237(10) 0.0278(3) Uani 1 1 d . . .
H32 H 0.6474 1.1699 0.8010 0.033 Uiso 1 1 calc R . .
C33 C 0.36967(11) 0.77943(12) 0.81284(9) 0.0215(3) Uani 1 1 d . . .
C34 C 0.27170(11) 0.72418(13) 0.72369(10) 0.0260(3) Uani 1 1 d . . .
H34 H 0.2757 0.6488 0.6941 0.031 Uiso 1 1 calc R . .
C35 C 0.16835(12) 0.77671(13) 0.67706(10) 0.0313(3) Uani 1 1 d . . .
H35 H 0.1024 0.7387 0.6160 0.038 Uiso 1 1 calc R . .
C36 C 0.16436(12) 0.88507(13) 0.72173(11) 0.0299(3) Uani 1 1 d . . .
C37 C 0.25693(12) 0.94280(13) 0.81013(11) 0.0296(3) Uani 1 1 d . . .
H37 H 0.2509 1.0174 0.8396 0.035 Uiso 1 1 calc R . .
C38 C 0.35992(12) 0.88884(12) 0.85528(10) 0.0268(3) Uani 1 1 d . . .
H38 H 0.4251 0.9275 0.9165 0.032 Uiso 1 1 calc R . .
H2 H 1.0307(17) 0.9071(16) 0.9687(12) 0.042(4) 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'
F F 0.0727 0.0534 '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
_geom_angle_publ_flag
C4 N1 C5 110.07(10) . . ?
C4 N1 C26 112.60(10) . . ?
C5 N1 C26 114.20(10) . . ?
C7 N2 C8 111.44(11) . . ?
C7 N2 H2 120.5(10) . . ?
C8 N2 H2 128.0(10) . . ?
C6 N3 C15 108.87(9) . . ?
C6 N3 C18 123.91(10) . . ?
C15 N3 C18 108.52(10) . . ?
C2 C1 C5 107.31(10) . . ?
C2 C1 C14 111.88(10) . . ?
C5 C1 C14 112.39(10) . . ?
C2 C1 C6 109.49(9) . . ?
C5 C1 C6 111.72(10) . . ?
C14 C1 C6 104.08(9) . . ?
O1 C2 C3 121.25(11) . . ?
O1 C2 C1 121.57(11) . . ?
C3 C2 C1 117.17(10) . . ?
C19 C3 C2 116.55(12) . . ?
C19 C3 C4 124.69(11) . . ?
C2 C3 C4 118.74(11) . . ?
N1 C4 C3 111.49(10) . . ?
N1 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
N1 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
N1 C5 C1 108.07(9) . . ?
N1 C5 H5A 110.1 . . ?
C1 C5 H5A 110.1 . . ?
N1 C5 H5B 110.1 . . ?
C1 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
N3 C6 C9 112.28(10) . . ?
N3 C6 C7 112.15(10) . . ?
C9 C6 C7 100.95(9) . . ?
N3 C6 C1 101.01(8) . . ?
C9 C6 C1 117.86(10) . . ?
C7 C6 C1 113.08(10) . . ?
O2 C7 N2 125.21(12) . . ?
O2 C7 C6 125.78(10) . . ?
N2 C7 C6 108.71(10) . . ?
C13 C8 C9 122.06(12) . . ?
C13 C8 N2 127.81(11) . . ?
C9 C8 N2 110.07(10) . . ?
C10 C9 C8 119.75(11) . . ?
C10 C9 C6 131.39(10) . . ?
C8 C9 C6 108.80(10) . . ?
C9 C10 C11 119.09(12) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C12 C11 C10 120.21(13) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C13 C12 C11 121.40(12) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C8 C13 C12 117.45(12) . . ?
C8 C13 H13 121.3 . . ?
C12 C13 H13 121.3 . . ?
C33 C14 C15 117.52(10) . . ?
C33 C14 C1 114.86(10) . . ?
C15 C14 C1 101.85(9) . . ?
C33 C14 H14 107.3 . . ?
C15 C14 H14 107.3 . . ?
C1 C14 H14 107.3 . . ?
N3 C15 C14 100.11(9) . . ?
N3 C15 C16 100.57(10) . . ?
C14 C15 C16 122.50(11) . . ?
N3 C15 H15 110.7 . . ?
C14 C15 H15 110.7 . . ?
C16 C15 H15 110.7 . . ?
C15 C16 C17 101.29(10) . . ?
C15 C16 H16A 111.5 . . ?
C17 C16 H16A 111.5 . . ?
C15 C16 H16B 111.5 . . ?
C17 C16 H16B 111.5 . . ?
H16A C16 H16B 109.3 . . ?
C18 C17 C16 105.84(10) . . ?
C18 C17 H17A 110.6 . . ?
C16 C17 H17A 110.6 . . ?
C18 C17 H17B 110.6 . . ?
C16 C17 H17B 110.6 . . ?
H17A C17 H17B 108.7 . . ?
N3 C18 C17 102.58(10) . . ?
N3 C18 H18A 111.3 . . ?
C17 C18 H18A 111.3 . . ?
N3 C18 H18B 111.3 . . ?
C17 C18 H18B 111.3 . . ?
H18A C18 H18B 109.2 . . ?
C3 C19 C20 128.86(12) . . ?
C3 C19 H19 115.6 . . ?
C20 C19 H19 115.6 . . ?
C21 C20 C25 117.84(11) . . ?
C21 C20 C19 118.39(12) . . ?
C25 C20 C19 123.71(12) . . ?
C22 C21 C20 121.45(12) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C23 C22 C21 118.31(12) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
F1 C23 C22 118.64(12) . . ?
F1 C23 C24 118.59(12) . . ?
C22 C23 C24 122.75(12) . . ?
C23 C24 C25 118.34(12) . . ?
C23 C24 H24 120.8 . . ?
C25 C24 H24 120.8 . . ?
C24 C25 C20 121.29(12) . . ?
C24 C25 H25 119.4 . . ?
C20 C25 H25 119.4 . . ?
N1 C26 C27 115.95(10) . . ?
N1 C26 H26A 108.3 . . ?
C27 C26 H26A 108.3 . . ?
N1 C26 H26B 108.3 . . ?
C27 C26 H26B 108.3 . . ?
H26A C26 H26B 107.4 . . ?
C32 C27 C28 118.09(12) . . ?
C32 C27 C26 120.63(11) . . ?
C28 C27 C26 121.27(11) . . ?
C29 C28 C27 120.63(12) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C30 C29 C28 120.38(13) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C31 C30 C29 119.64(13) . . ?
C31 C30 H30 120.2 . . ?
C29 C30 H30 120.2 . . ?
C30 C31 C32 120.00(13) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C31 C32 C27 121.24(12) . . ?
C31 C32 H32 119.4 . . ?
C27 C32 H32 119.4 . . ?
C38 C33 C34 117.89(11) . . ?
C38 C33 C14 123.53(11) . . ?
C34 C33 C14 118.58(11) . . ?
C35 C34 C33 121.59(13) . . ?
C35 C34 H34 119.2 . . ?
C33 C34 H34 119.2 . . ?
C36 C35 C34 118.01(13) . . ?
C36 C35 H35 121.0 . . ?
C34 C35 H35 121.0 . . ?
F2 C36 C35 118.66(12) . . ?
F2 C36 C37 118.34(13) . . ?
C35 C36 C37 122.99(12) . . ?
C36 C37 C38 118.02(13) . . ?
C36 C37 H37 121.0 . . ?
C38 C37 H37 121.0 . . ?
C37 C38 C33 121.49(12) . . ?
C37 C38 H38 119.3 . . ?
C33 C38 H38 119.3 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C23 1.3580(14) . ?
F2 C36 1.3650(14) . ?
O1 C2 1.2192(16) . ?
O2 C7 1.2348(15) . ?
N1 C4 1.4582(16) . ?
N1 C5 1.4583(14) . ?
N1 C26 1.4713(17) . ?
N2 C7 1.3549(15) . ?
N2 C8 1.3994(17) . ?
N2 H2 0.909(18) . ?
N3 C6 1.4552(15) . ?
N3 C15 1.4555(15) . ?
N3 C18 1.4587(16) . ?
C1 C2 1.5315(17) . ?
C1 C5 1.5320(17) . ?
C1 C14 1.5719(15) . ?
C1 C6 1.6141(16) . ?
C2 C3 1.4978(16) . ?
C3 C19 1.3455(18) . ?
C3 C4 1.5061(19) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C9 1.5208(16) . ?
C6 C7 1.5568(18) . ?
C8 C13 1.3846(17) . ?
C8 C9 1.3949(17) . ?
C9 C10 1.3784(19) . ?
C10 C11 1.3964(17) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C33 1.5135(16) . ?
C14 C15 1.5162(17) . ?
C14 H14 1.0000 . ?
C15 C16 1.5227(17) . ?
C15 H15 1.0000 . ?
C16 C17 1.5501(18) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.5494(17) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.4703(16) . ?
C19 H19 0.9500 . ?
C20 C21 1.3962(18) . ?
C20 C25 1.4036(19) . ?
C21 C22 1.3904(17) . ?
C21 H21 0.9500 . ?
C22 C23 1.372(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.3763(19) . ?
C24 C25 1.3875(18) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.5168(17) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C32 1.3888(17) . ?
C27 C28 1.3917(17) . ?
C28 C29 1.3884(19) . ?
C28 H28 0.9500 . ?
C29 C30 1.379(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.378(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.3853(19) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C38 1.3924(18) . ?
C33 C34 1.3944(18) . ?
C34 C35 1.3891(18) . ?
C34 H34 0.9500 . ?
C35 C36 1.371(2) . ?
C35 H35 0.9500 . ?
C36 C37 1.372(2) . ?
C37 C38 1.3913(18) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
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
N2 H2 O2 0.909(18) 1.950(18) 2.8582(18) 176.8(15) 2_777
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 O1 -141.41(11) . . . . ?
C14 C1 C2 O1 -17.69(15) . . . . ?
C6 C1 C2 O1 97.17(12) . . . . ?
C5 C1 C2 C3 37.55(12) . . . . ?
C14 C1 C2 C3 161.27(9) . . . . ?
C6 C1 C2 C3 -83.88(12) . . . . ?
O1 C2 C3 C19 -23.03(16) . . . . ?
C1 C2 C3 C19 158.02(10) . . . . ?
O1 C2 C3 C4 155.64(11) . . . . ?
C1 C2 C3 C4 -23.31(14) . . . . ?
C5 N1 C4 C3 -55.34(12) . . . . ?
C26 N1 C4 C3 175.99(9) . . . . ?
C19 C3 C4 N1 -151.15(11) . . . . ?
C2 C3 C4 N1 30.30(13) . . . . ?
C4 N1 C5 C1 74.11(12) . . . . ?
C26 N1 C5 C1 -158.10(9) . . . . ?
C2 C1 C5 N1 -61.98(11) . . . . ?
C14 C1 C5 N1 174.61(9) . . . . ?
C6 C1 C5 N1 58.04(12) . . . . ?
C15 N3 C6 C9 -159.70(10) . . . . ?
C18 N3 C6 C9 70.94(15) . . . . ?
C15 N3 C6 C7 87.45(11) . . . . ?
C18 N3 C6 C7 -41.92(15) . . . . ?
C15 N3 C6 C1 -33.24(12) . . . . ?
C18 N3 C6 C1 -162.60(11) . . . . ?
C2 C1 C6 N3 -116.03(10) . . . . ?
C5 C1 C6 N3 125.25(10) . . . . ?
C14 C1 C6 N3 3.73(12) . . . . ?
C2 C1 C6 C9 6.64(14) . . . . ?
C5 C1 C6 C9 -112.09(11) . . . . ?
C14 C1 C6 C9 126.40(11) . . . . ?
C2 C1 C6 C7 123.95(10) . . . . ?
C5 C1 C6 C7 5.22(13) . . . . ?
C14 C1 C6 C7 -116.29(10) . . . . ?
C8 N2 C7 O2 174.72(11) . . . . ?
C8 N2 C7 C6 0.82(13) . . . . ?
N3 C6 C7 O2 -53.98(15) . . . . ?
C9 C6 C7 O2 -173.70(11) . . . . ?
C1 C6 C7 O2 59.44(15) . . . . ?
N3 C6 C7 N2 119.87(11) . . . . ?
C9 C6 C7 N2 0.16(11) . . . . ?
C1 C6 C7 N2 -126.70(10) . . . . ?
C7 N2 C8 C13 -178.76(12) . . . . ?
C7 N2 C8 C9 -1.58(13) . . . . ?
C13 C8 C9 C10 1.43(18) . . . . ?
N2 C8 C9 C10 -175.94(10) . . . . ?
C13 C8 C9 C6 179.01(11) . . . . ?
N2 C8 C9 C6 1.64(13) . . . . ?
N3 C6 C9 C10 56.51(16) . . . . ?
C7 C6 C9 C10 176.13(12) . . . . ?
C1 C6 C9 C10 -60.24(17) . . . . ?
N3 C6 C9 C8 -120.69(11) . . . . ?
C7 C6 C9 C8 -1.07(12) . . . . ?
C1 C6 C9 C8 122.56(11) . . . . ?
C8 C9 C10 C11 -2.02(18) . . . . ?
C6 C9 C10 C11 -178.97(12) . . . . ?
C9 C10 C11 C12 0.86(19) . . . . ?
C10 C11 C12 C13 1.0(2) . . . . ?
C9 C8 C13 C12 0.37(18) . . . . ?
N2 C8 C13 C12 177.24(12) . . . . ?
C11 C12 C13 C8 -1.6(2) . . . . ?
C2 C1 C14 C33 -89.21(13) . . . . ?
C5 C1 C14 C33 31.60(14) . . . . ?
C6 C1 C14 C33 152.66(10) . . . . ?
C2 C1 C14 C15 142.65(10) . . . . ?
C5 C1 C14 C15 -96.54(11) . . . . ?
C6 C1 C14 C15 24.52(12) . . . . ?
C6 N3 C15 C14 50.42(12) . . . . ?
C18 N3 C15 C14 -172.16(10) . . . . ?
C6 N3 C15 C16 176.46(10) . . . . ?
C18 N3 C15 C16 -46.12(12) . . . . ?
C33 C14 C15 N3 -170.13(10) . . . . ?
C1 C14 C15 N3 -43.71(11) . . . . ?
C33 C14 C15 C16 80.33(15) . . . . ?
C1 C14 C15 C16 -153.25(11) . . . . ?
N3 C15 C16 C17 42.14(12) . . . . ?
C14 C15 C16 C17 151.43(11) . . . . ?
C15 C16 C17 C18 -25.60(14) . . . . ?
C6 N3 C18 C17 158.64(11) . . . . ?
C15 N3 C18 C17 29.13(13) . . . . ?
C16 C17 C18 N3 -0.71(14) . . . . ?
C2 C3 C19 C20 176.14(10) . . . . ?
C4 C3 C19 C20 -2.45(19) . . . . ?
C3 C19 C20 C21 155.37(12) . . . . ?
C3 C19 C20 C25 -27.60(19) . . . . ?
C25 C20 C21 C22 1.98(18) . . . . ?
C19 C20 C21 C22 179.18(11) . . . . ?
C20 C21 C22 C23 -1.08(19) . . . . ?
C21 C22 C23 F1 -178.69(10) . . . . ?
C21 C22 C23 C24 -0.2(2) . . . . ?
F1 C23 C24 C25 178.99(11) . . . . ?
C22 C23 C24 C25 0.5(2) . . . . ?
C23 C24 C25 C20 0.47(19) . . . . ?
C21 C20 C25 C24 -1.66(19) . . . . ?
C19 C20 C25 C24 -178.71(12) . . . . ?
C4 N1 C26 C27 66.83(13) . . . . ?
C5 N1 C26 C27 -59.65(13) . . . . ?
N1 C26 C27 C32 91.73(14) . . . . ?
N1 C26 C27 C28 -88.36(14) . . . . ?
C32 C27 C28 C29 0.3(2) . . . . ?
C26 C27 C28 C29 -179.57(12) . . . . ?
C27 C28 C29 C30 0.6(2) . . . . ?
C28 C29 C30 C31 -0.9(2) . . . . ?
C29 C30 C31 C32 0.1(2) . . . . ?
C30 C31 C32 C27 0.8(2) . . . . ?
C28 C27 C32 C31 -1.07(19) . . . . ?
C26 C27 C32 C31 178.83(12) . . . . ?
C15 C14 C33 C38 28.03(17) . . . . ?
C1 C14 C33 C38 -91.75(14) . . . . ?
C15 C14 C33 C34 -152.05(11) . . . . ?
C1 C14 C33 C34 88.17(14) . . . . ?
C38 C33 C34 C35 1.00(18) . . . . ?
C14 C33 C34 C35 -178.92(11) . . . . ?
C33 C34 C35 C36 -0.46(19) . . . . ?
C34 C35 C36 F2 -179.87(11) . . . . ?
C34 C35 C36 C37 -0.4(2) . . . . ?
F2 C36 C37 C38 -179.84(11) . . . . ?
C35 C36 C37 C38 0.7(2) . . . . ?
C36 C37 C38 C33 -0.12(19) . . . . ?
C34 C33 C38 C37 -0.71(18) . . . . ?
C14 C33 C38 C37 179.21(11) . . . . ?
