#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/28/2202891.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2202891
loop_
_publ_author_name
'Li, Xiao-Fang'
'Feng, Ya-Qing'
'Hu, Xiao-Fen'
'Xu, Mian'
_publ_section_title
;1'-Benzyl-3-(2,6-dichlorophenyl)-1''-methyl-4,4''-diphenyloxazole-5(4H)-spiro-3'-piperidine-5'-spiro-3''-pyrrolidine-2''-spiro-3'''-1H-indole-2'''(3'''H),4'-dione
 benzene hemisolvate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1280
_journal_page_last               o1282
_journal_paper_doi               10.1107/S1600536803015423
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          'C43 H36 Cl2 N4 O3, 0.5C6 H6'
_chemical_formula_moiety         'C43 H36 Cl2 N4 O3, 0.5C6 H6'
_chemical_formula_sum            'C46 H39 Cl2 N4 O3'
_chemical_formula_weight         766.71
_chemical_name_systematic
;
3-(2,6-dichlorophenyl)-spiro[5.3']1'-benzyl-4-piperidone-
spiro[5'.3'']1-N-methyl-4-phenyl-pyrrolidine-spiro[2''.3''']oxindole-
4-phenyl-isoxazoline
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 115.937(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.005(7)
_cell_length_b                   12.611(4)
_cell_length_c                   17.986(6)
_cell_measurement_reflns_used    1017
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.61
_cell_measurement_theta_min      2.38
_cell_volume                     3877(2)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker,1997)'
_computing_data_reduction        'SAINT (Bruker,1997)'
_computing_molecular_graphics    'SHELXTL (Bruker,1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick,1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick,1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_sigmaI/netI    0.0825
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15867
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.19
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_T_max  0.958
_exptl_absorpt_correction_T_min  0.945
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1604
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.270
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     497
_refine_ls_number_reflns         6770
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.1188
_refine_ls_R_factor_gt           0.0471
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.084P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1284
_reflns_number_gt                3692
_reflns_number_total             6770
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su6032.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 21/c'
_cod_database_code               2202891
_cod_database_fobs_code          2202891
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'
loop_
_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
_atom_site_type_symbol
Cl1 0.47238(5) 0.54992(8) 0.72067(6) 0.0729(3) Uani d . 1 . . Cl
Cl2 0.18291(5) 0.39801(6) 0.65293(6) 0.0547(3) Uani d . 1 . . Cl
N1 0.27442(15) 0.8979(2) 0.32184(15) 0.0434(7) Uani d . 1 . . N
H1 0.2493 0.9066 0.2692 0.052 Uiso calc R 1 . . H
N2 0.37791(15) 1.00461(19) 0.51041(16) 0.0429(7) Uani d . 1 . . N
N3 0.17091(12) 0.80949(16) 0.41109(13) 0.0296(6) Uani d . 1 . . N
N4 0.24324(13) 0.61690(17) 0.64265(13) 0.0318(6) Uani d . 1 . . N
O1 0.21792(13) 1.03250(16) 0.36281(13) 0.0500(6) Uani d . 1 . . O
O2 0.36875(11) 0.77894(14) 0.63040(12) 0.0392(5) Uani d . 1 . . O
O3 0.21158(11) 0.69358(14) 0.57922(11) 0.0334(5) Uani d . 1 . . O
C1 0.26226(18) 0.9576(2) 0.37851(19) 0.0372(8) Uani d . 1 . . C
C2 0.33232(18) 0.8214(2) 0.3591(2) 0.0387(8) Uani d . 1 . . C
C3 0.3609(2) 0.7505(3) 0.3213(2) 0.0567(10) Uani d . 1 . . C
H3 0.3400 0.7463 0.2640 0.068 Uiso calc R 1 . . H
C4 0.4214(2) 0.6858(3) 0.3708(3) 0.0621(10) Uani d . 1 . . C
H4 0.4409 0.6361 0.3464 0.075 Uiso calc R 1 . . H
C5 0.4538(2) 0.6930(3) 0.4558(2) 0.0543(9) Uani d . 1 . . C
H5 0.4951 0.6488 0.4880 0.065 Uiso calc R 1 . . H
C6 0.42488(18) 0.7664(2) 0.4937(2) 0.0425(8) Uani d . 1 . . C
H6 0.4473 0.7727 0.5510 0.051 Uiso calc R 1 . . H
C7 0.36259(16) 0.8292(2) 0.44467(18) 0.0321(7) Uani d . 1 . . C
C8 0.32184(17) 0.9197(2) 0.46607(17) 0.0319(7) Uani d . 1 . . C
C9 0.3413(2) 1.0701(2) 0.5499(2) 0.0490(9) Uani d . 1 . . C
H9A 0.2998 1.1131 0.5096 0.059 Uiso calc R 1 . . H
H9B 0.3793 1.1160 0.5913 0.059 Uiso calc R 1 . . H
C10 0.30916(17) 0.9891(2) 0.58902(17) 0.0348(7) Uani d . 1 . . C
H10 0.3538 0.9620 0.6381 0.042 Uiso calc R 1 . . H
C11 0.28085(15) 0.8961(2) 0.52446(16) 0.0292(7) Uani d . 1 . . C
C12 0.19205(16) 0.8872(2) 0.47711(16) 0.0298(7) Uani d . 1 . . C
H12A 0.1703 0.8662 0.5147 0.036 Uiso calc R 1 . . H
H12B 0.1702 0.9557 0.4539 0.036 Uiso calc R 1 . . H
C13 0.19978(17) 0.7023(2) 0.43903(17) 0.0350(7) Uani d . 1 . . C
H13A 0.2253 0.6762 0.4062 0.042 Uiso calc R 1 . . H
H13B 0.1552 0.6566 0.4281 0.042 Uiso calc R 1 . . H
C14 0.25643(15) 0.6924(2) 0.52942(16) 0.0275(7) Uani d . 1 . . C
C15 0.30967(16) 0.7892(2) 0.56673(17) 0.0274(7) Uani d . 1 . . C
C16 0.30354(16) 0.5878(2) 0.55477(16) 0.0284(7) Uani d . 1 . . C
H16 0.3588 0.6031 0.5706 0.034 Uiso calc R 1 . . H
C17 0.29353(16) 0.5604(2) 0.63111(16) 0.0280(7) Uani d . 1 . . C
C18 0.4076(2) 1.0640(3) 0.4602(2) 0.0645(11) Uani d . 1 . . C
H18A 0.3653 1.1017 0.4175 0.097 Uiso calc R 1 . . H
H18B 0.4304 1.0158 0.4356 0.097 Uiso calc R 1 . . H
H18C 0.4466 1.1136 0.4946 0.097 Uiso calc R 1 . . H
C19 0.25062(18) 1.0296(2) 0.61794(19) 0.0399(8) Uani d . 1 . . C
C20 0.1904(2) 1.0987(2) 0.5725(2) 0.0548(9) Uani d . 1 . . C
H20 0.1858 1.1237 0.5219 0.066 Uiso calc R 1 . . H
C21 0.1372(2) 1.1310(3) 0.6009(3) 0.0746(13) Uani d . 1 . . C
H21 0.0972 1.1774 0.5695 0.090 Uiso calc R 1 . . H
C22 0.1432(3) 1.0952(4) 0.6748(4) 0.0864(15) Uani d . 1 . . C
H22 0.1068 1.1167 0.6934 0.104 Uiso calc R 1 . . H
C23 0.2017(3) 1.0283(3) 0.7215(3) 0.0782(13) Uani d . 1 . . C
H23 0.2058 1.0045 0.7722 0.094 Uiso calc R 1 . . H
C24 0.2556(2) 0.9955(3) 0.6934(2) 0.0562(10) Uani d . 1 . . C
H24 0.2958 0.9499 0.7258 0.067 Uiso calc R 1 . . H
C25 0.08685(17) 0.8133(2) 0.35701(18) 0.0453(8) Uani d . 1 . . C
H25A 0.0723 0.8863 0.3403 0.054 Uiso calc R 1 . . H
H25B 0.0591 0.7911 0.3885 0.054 Uiso calc R 1 . . H
C26 0.06000(18) 0.7457(2) 0.28053(19) 0.0405(8) Uani d . 1 . . C
C27 0.1040(2) 0.7338(3) 0.2377(2) 0.0552(9) Uani d . 1 . . C
H27 0.1528 0.7662 0.2571 0.066 Uiso calc R 1 . . H
C28 0.0769(3) 0.6744(3) 0.1660(2) 0.0698(11) Uani d . 1 . . C
H28 0.1073 0.6674 0.1375 0.084 Uiso calc R 1 . . H
C29 0.0057(3) 0.6259(3) 0.1370(2) 0.0755(13) Uani d . 1 . . C
H29 -0.0123 0.5853 0.0890 0.091 Uiso calc R 1 . . H
C30 -0.0389(2) 0.6370(3) 0.1781(3) 0.0734(12) Uani d . 1 . . C
H30 -0.0877 0.6046 0.1579 0.088 Uiso calc R 1 . . H
C31 -0.01225(19) 0.6966(3) 0.2500(2) 0.0567(10) Uani d . 1 . . C
H31 -0.0432 0.7035 0.2780 0.068 Uiso calc R 1 . . H
C32 0.27833(17) 0.4946(2) 0.49544(17) 0.0316(7) Uani d . 1 . . C
C33 0.3304(2) 0.4494(3) 0.47003(19) 0.0497(9) Uani d . 1 . . C
H33 0.3792 0.4803 0.4850 0.060 Uiso calc R 1 . . H
C34 0.3103(3) 0.3584(3) 0.4225(2) 0.0685(11) Uani d . 1 . . C
H34 0.3462 0.3282 0.4065 0.082 Uiso calc R 1 . . H
C35 0.2391(3) 0.3124(3) 0.3986(2) 0.0631(11) Uani d . 1 . . C
H35 0.2263 0.2512 0.3665 0.076 Uiso calc R 1 . . H
C36 0.1862(2) 0.3569(3) 0.4223(2) 0.0560(10) Uani d . 1 . . C
H36 0.1370 0.3266 0.4055 0.067 Uiso calc R 1 . . H
C37 0.20608(19) 0.4469(2) 0.47113(18) 0.0428(8) Uani d . 1 . . C
H37 0.1703 0.4757 0.4879 0.051 Uiso calc R 1 . . H
C38 0.32903(16) 0.4665(2) 0.68391(17) 0.0308(7) Uani d . 1 . . C
C39 0.40999(17) 0.4503(2) 0.72235(18) 0.0422(8) Uani d . 1 . . C
C40 0.4434(2) 0.3588(3) 0.7644(2) 0.0574(10) Uani d . 1 . . C
H40 0.4975 0.3507 0.7894 0.069 Uiso calc R 1 . . H
C41 0.3961(2) 0.2796(3) 0.7691(2) 0.0600(10) Uani d . 1 . . C
H41 0.4182 0.2165 0.7959 0.072 Uiso calc R 1 . . H
C42 0.3161(2) 0.2929(2) 0.73429(19) 0.0492(9) Uani d . 1 . . C
H42 0.2844 0.2393 0.7385 0.059 Uiso calc R 1 . . H
C43 0.28323(17) 0.3853(2) 0.69342(18) 0.0377(8) Uani d . 1 . . C
C44 0.0106(3) 0.5626(6) 0.5659(4) 0.0985(15) Uani d . 1 . . C
H44 0.0179 0.6055 0.6107 0.118 Uiso calc R 1 . . H
C45 0.0215(3) 0.6018(4) 0.5019(5) 0.0971(17) Uani d . 1 . . C
H45 0.0364 0.6722 0.5029 0.117 Uiso calc R 1 . . H
C46 0.0110(3) 0.5397(6) 0.4360(4) 0.0976(16) Uani d . 1 . . C
H46 0.0187 0.5677 0.3922 0.117 Uiso calc R 1 . . H
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle
_geom_angle_publ_flag
C1 N1 C2 . 112.2(3) ?
C1 N1 H1 . 123.9 ?
C2 N1 H1 . 123.9 ?
C9 N2 C18 . 114.0(2) ?
C9 N2 C8 . 106.9(2) ?
C18 N2 C8 . 114.9(2) ?
C12 N3 C13 . 114.5(2) ?
C12 N3 C25 . 110.6(2) ?
C13 N3 C25 . 113.3(2) ?
C17 N4 O3 . 109.5(2) ?
N4 O3 C14 . 109.06(18) ?
O1 C1 N1 . 125.6(3) ?
O1 C1 C8 . 126.7(3) ?
N1 C1 C8 . 107.4(3) ?
C3 C2 C7 . 122.2(3) ?
C3 C2 N1 . 127.8(3) ?
C7 C2 N1 . 109.9(3) ?
C2 C3 C4 . 117.9(3) ?
C2 C3 H3 . 121.1 ?
C4 C3 H3 . 121.1 ?
C3 C4 C5 . 121.4(3) ?
C3 C4 H4 . 119.3 ?
C5 C4 H4 . 119.3 ?
C4 C5 C6 . 120.3(3) ?
C4 C5 H5 . 119.9 ?
C6 C5 H5 . 119.9 ?
C7 C6 C5 . 118.7(3) ?
C7 C6 H6 . 120.7 ?
C5 C6 H6 . 120.7 ?
C6 C7 C2 . 119.5(3) ?
C6 C7 C8 . 131.3(3) ?
C2 C7 C8 . 108.8(3) ?
N2 C8 C7 . 110.8(2) yes
N2 C8 C1 . 110.9(2) yes
C7 C8 C1 . 101.5(2) yes
N2 C8 C11 . 103.1(2) yes
C7 C8 C11 . 118.7(2) yes
C1 C8 C11 . 112.1(2) yes
N2 C9 C10 . 102.8(2) ?
N2 C9 H9A . 111.2 ?
C10 C9 H9A . 111.2 ?
N2 C9 H9B . 111.2 ?
C10 C9 H9B . 111.2 ?
H9A C9 H9B . 109.1 ?
C19 C10 C9 . 116.2(2) ?
C19 C10 C11 . 116.2(2) ?
C9 C10 C11 . 103.7(2) ?
C19 C10 H10 . 106.7 ?
C9 C10 H10 . 106.7 ?
C11 C10 H10 . 106.7 ?
C12 C11 C15 . 106.3(2) yes
C12 C11 C10 . 113.9(2) yes
C15 C11 C10 . 111.0(2) yes
C12 C11 C8 . 112.8(2) yes
C15 C11 C8 . 108.8(2) yes
C10 C11 C8 . 104.0(2) yes
N3 C12 C11 . 110.4(2) ?
N3 C12 H12A . 109.6 ?
C11 C12 H12A . 109.6 ?
N3 C12 H12B . 109.6 ?
C11 C12 H12B . 109.6 ?
H12A C12 H12B . 108.1 ?
N3 C13 C14 . 115.4(2) ?
N3 C13 H13A . 108.4 ?
C14 C13 H13A . 108.4 ?
N3 C13 H13B . 108.4 ?
C14 C13 H13B . 108.4 ?
H13A C13 H13B . 107.5 ?
O3 C14 C13 . 108.8(2) yes
O3 C14 C15 . 99.82(19) yes
C13 C14 C15 . 115.2(2) yes
O3 C14 C16 . 104.0(2) yes
C13 C14 C16 . 115.8(2) yes
C15 C14 C16 . 111.3(2) yes
O2 C15 C11 . 123.2(2) ?
O2 C15 C14 . 119.2(2) ?
C11 C15 C14 . 117.3(2) ?
C17 C16 C32 . 109.7(2) ?
C17 C16 C14 . 100.2(2) ?
C32 C16 C14 . 119.3(2) ?
C17 C16 H16 . 109.0 ?
C32 C16 H16 . 109.0 ?
C14 C16 H16 . 109.0 ?
N4 C17 C38 . 120.2(2) ?
N4 C17 C16 . 114.9(2) ?
C38 C17 C16 . 124.3(2) ?
N2 C18 H18A . 109.5 ?
N2 C18 H18B . 109.5 ?
H18A C18 H18B . 109.5 ?
N2 C18 H18C . 109.5 ?
H18A C18 H18C . 109.5 ?
H18B C18 H18C . 109.5 ?
C20 C19 C24 . 117.2(3) ?
C20 C19 C10 . 123.6(3) ?
C24 C19 C10 . 119.2(3) ?
C21 C20 C19 . 121.2(4) ?
C21 C20 H20 . 119.4 ?
C19 C20 H20 . 119.4 ?
C22 C21 C20 . 120.2(4) ?
C22 C21 H21 . 119.9 ?
C20 C21 H21 . 119.9 ?
C23 C22 C21 . 120.5(4) ?
C23 C22 H22 . 119.8 ?
C21 C22 H22 . 119.8 ?
C22 C23 C24 . 119.7(4) ?
C22 C23 H23 . 120.1 ?
C24 C23 H23 . 120.1 ?
C19 C24 C23 . 121.2(4) ?
C19 C24 H24 . 119.4 ?
C23 C24 H24 . 119.4 ?
N3 C25 C26 . 115.1(2) ?
N3 C25 H25A . 108.5 ?
C26 C25 H25A . 108.5 ?
N3 C25 H25B . 108.5 ?
C26 C25 H25B . 108.5 ?
H25A C25 H25B . 107.5 ?
C27 C26 C31 . 118.1(3) ?
C27 C26 C25 . 122.0(3) ?
C31 C26 C25 . 119.8(3) ?
C26 C27 C28 . 121.0(4) ?
C26 C27 H27 . 119.5 ?
C28 C27 H27 . 119.5 ?
C29 C28 C27 . 120.2(4) ?
C29 C28 H28 . 119.9 ?
C27 C28 H28 . 119.9 ?
C30 C29 C28 . 119.9(4) ?
C30 C29 H29 . 120.1 ?
C28 C29 H29 . 120.1 ?
C29 C30 C31 . 120.4(4) ?
C29 C30 H30 . 119.8 ?
C31 C30 H30 . 119.8 ?
C26 C31 C30 . 120.5(4) ?
C26 C31 H31 . 119.7 ?
C30 C31 H31 . 119.7 ?
C33 C32 C37 . 118.1(3) ?
C33 C32 C16 . 120.1(3) ?
C37 C32 C16 . 121.6(3) ?
C34 C33 C32 . 120.3(3) ?
C34 C33 H33 . 119.9 ?
C32 C33 H33 . 119.9 ?
C35 C34 C33 . 121.2(4) ?
C35 C34 H34 . 119.4 ?
C33 C34 H34 . 119.4 ?
C34 C35 C36 . 119.4(3) ?
C34 C35 H35 . 120.3 ?
C36 C35 H35 . 120.3 ?
C35 C36 C37 . 120.0(3) ?
C35 C36 H36 . 120.0 ?
C37 C36 H36 . 120.0 ?
C36 C37 C32 . 121.0(3) ?
C36 C37 H37 . 119.5 ?
C32 C37 H37 . 119.5 ?
C39 C38 C43 . 116.1(3) ?
C39 C38 C17 . 121.8(3) ?
C43 C38 C17 . 121.9(3) ?
C40 C39 C38 . 122.6(3) ?
C40 C39 Cl1 . 117.6(3) ?
C38 C39 Cl1 . 119.8(2) ?
C41 C40 C39 . 119.2(3) ?
C41 C40 H40 . 120.4 ?
C39 C40 H40 . 120.4 ?
C40 C41 C42 . 120.5(3) ?
C40 C41 H41 . 119.8 ?
C42 C41 H41 . 119.8 ?
C43 C42 C41 . 119.9(3) ?
C43 C42 H42 . 120.1 ?
C41 C42 H42 . 120.1 ?
C42 C43 C38 . 121.6(3) ?
C42 C43 Cl2 . 117.7(2) ?
C38 C43 Cl2 . 120.7(2) ?
C46 C44 C45 3_566 119.2(5) ?
C46 C44 H44 3_566 120.4 ?
C45 C44 H44 . 120.4 ?
C44 C45 C46 . 120.9(5) ?
C44 C45 H45 . 119.6 ?
C46 C45 H45 . 119.6 ?
C44 C46 C45 3_566 119.9(5) ?
C44 C46 H46 3_566 120.1 ?
C45 C46 H46 . 120.1 ?
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
Cl1 C39 . 1.737(3) ?
Cl2 C43 . 1.725(3) ?
N1 C1 . 1.365(4) ?
N1 C2 . 1.395(4) ?
N1 H1 . 0.8600 ?
N2 C9 . 1.449(4) ?
N2 C18 . 1.463(4) ?
N2 C8 . 1.475(3) yes
N3 C12 . 1.454(3) ?
N3 C13 . 1.463(3) ?
N3 C25 . 1.463(3) ?
N4 C17 . 1.280(3) ?
N4 O3 . 1.414(3) ?
O1 C1 . 1.214(3) ?
O2 C15 . 1.210(3) ?
O3 C14 . 1.482(3) yes
C1 C8 . 1.559(4) yes
C2 C3 . 1.371(4) ?
C2 C7 . 1.391(4) ?
C3 C4 . 1.372(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.379(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.397(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.376(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.520(4) yes
C8 C11 . 1.585(4) yes
C9 C10 . 1.513(4) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 C19 . 1.508(4) ?
C10 C11 . 1.571(4) yes
C10 H10 . 0.9800 ?
C11 C12 . 1.526(4) yes
C11 C15 . 1.527(4) yes
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C14 . 1.512(4) yes
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 C15 . 1.540(4) yes
C14 C16 . 1.547(3) yes
C16 C17 . 1.507(4) ?
C16 C32 . 1.517(4) ?
C16 H16 . 0.9800 ?
C17 C38 . 1.483(4) ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C19 C20 . 1.385(4) ?
C19 C24 . 1.386(4) ?
C20 C21 . 1.380(5) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.361(5) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.355(6) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.389(5) ?
C23 H23 . 0.9300 ?
C24 H24 . 0.9300 ?
C25 C26 . 1.505(4) ?
C25 H25A . 0.9700 ?
C25 H25B . 0.9700 ?
C26 C27 . 1.371(5) ?
C26 C31 . 1.383(4) ?
C27 C28 . 1.381(5) ?
C27 H27 . 0.9300 ?
C28 C29 . 1.364(5) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.353(5) ?
C29 H29 . 0.9300 ?
C30 C31 . 1.386(5) ?
C30 H30 . 0.9300 ?
C31 H31 . 0.9300 ?
C32 C33 . 1.382(4) ?
C32 C37 . 1.384(4) ?
C33 C34 . 1.381(5) ?
C33 H33 . 0.9300 ?
C34 C35 . 1.359(5) ?
C34 H34 . 0.9300 ?
C35 C36 . 1.371(5) ?
C35 H35 . 0.9300 ?
C36 C37 . 1.382(4) ?
C36 H36 . 0.9300 ?
C37 H37 . 0.9300 ?
C38 C39 . 1.399(4) ?
C38 C43 . 1.403(4) ?
C39 C40 . 1.373(4) ?
C40 C41 . 1.370(5) ?
C40 H40 . 0.9300 ?
C41 C42 . 1.379(5) ?
C41 H41 . 0.9300 ?
C42 C43 . 1.373(4) ?
C42 H42 . 0.9300 ?
C44 C46 3_566 1.349(7) ?
C44 C45 . 1.349(6) ?
C44 H44 . 0.9300 ?
C45 C46 . 1.362(7) ?
C45 H45 . 0.9300 ?
C46 C44 3_566 1.349(7) ?
C46 H46 . 0.9300 ?
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
N1 H1 N4 4_575 0.86 2.25 3.017(3) 149 yes
C6 H6 O2 . 0.93 2.48 3.083(4) 123 ?
C10 H10 O2 . 0.98 2.34 2.850(3) 112 ?
C12 H12A O3 . 0.97 2.43 2.979(3) 115 ?
C12 H12B O1 . 0.97 2.40 2.951(4) 116 ?
C16 H16 Cl1 . 0.98 2.70 3.325(3) 122 ?
C16 H16 O2 . 0.98 2.44 2.779(3) 100 ?
C30 H30 O1 2_545 0.93 2.51 3.415(5) 166 ?
C40 H40 O2 2_646 0.93 2.48 3.381(5) 163 ?
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_4
_geom_torsion
C17 N4 O3 C14 . . -8.7(3)
C2 N1 C1 O1 . . 176.4(3)
C2 N1 C1 C8 . . 2.4(3)
C1 N1 C2 C3 . . -177.9(3)
C1 N1 C2 C7 . . -1.1(3)
C7 C2 C3 C4 . . 0.0(5)
N1 C2 C3 C4 . . 176.4(3)
C2 C3 C4 C5 . . -1.4(5)
C3 C4 C5 C6 . . 0.6(5)
C4 C5 C6 C7 . . 1.5(5)
C5 C6 C7 C2 . . -2.8(4)
C5 C6 C7 C8 . . -175.4(3)
C3 C2 C7 C6 . . 2.1(4)
N1 C2 C7 C6 . . -174.9(3)
C3 C2 C7 C8 . . 176.3(3)
N1 C2 C7 C8 . . -0.7(3)
C9 N2 C8 C7 . . -162.9(2)
C18 N2 C8 C7 . . 69.4(3)
C9 N2 C8 C1 . . 85.1(3)
C18 N2 C8 C1 . . -42.5(3)
C9 N2 C8 C11 . . -35.0(3)
C18 N2 C8 C11 . . -162.6(2)
C6 C7 C8 N2 . . 57.4(4)
C2 C7 C8 N2 . . -115.9(3)
C6 C7 C8 C1 . . 175.2(3)
C2 C7 C8 C1 . . 2.0(3)
C6 C7 C8 C11 . . -61.5(4)
C2 C7 C8 C11 . . 125.3(3)
O1 C1 C8 N2 . . -58.8(4)
N1 C1 C8 N2 . . 115.1(3)
O1 C1 C8 C7 . . -176.5(3)
N1 C1 C8 C7 . . -2.6(3)
O1 C1 C8 C11 . . 55.8(4)
N1 C1 C8 C11 . . -130.3(2)
C18 N2 C9 C10 . . 174.3(3)
C8 N2 C9 C10 . . 46.2(3)
N2 C9 C10 C19 . . -165.7(2)
N2 C9 C10 C11 . . -36.9(3)
C19 C10 C11 C12 . . 21.3(3)
C9 C10 C11 C12 . . -107.5(3)
C19 C10 C11 C15 . . -98.7(3)
C9 C10 C11 C15 . . 132.5(2)
C19 C10 C11 C8 . . 144.5(2)
C9 C10 C11 C8 . . 15.7(3)
N2 C8 C11 C12 . . 134.5(2)
C7 C8 C11 C12 . . -102.8(3)
C1 C8 C11 C12 . . 15.1(3)
N2 C8 C11 C15 . . -107.8(2)
C7 C8 C11 C15 . . 15.0(3)
C1 C8 C11 C15 . . 132.9(2)
N2 C8 C11 C10 . . 10.5(3)
C7 C8 C11 C10 . . 133.3(2)
C1 C8 C11 C10 . . -108.8(2)
C13 N3 C12 C11 . . 60.1(3)
C25 N3 C12 C11 . . -170.5(2)
C15 C11 C12 N3 . . -65.3(3)
C10 C11 C12 N3 . . 172.1(2)
C8 C11 C12 N3 . . 53.8(3)
C12 N3 C13 C14 . . -8.7(3)
C25 N3 C13 C14 . . -136.8(3)
N4 O3 C14 C13 . . 138.5(2)
N4 O3 C14 C15 . . -100.4(2)
N4 O3 C14 C16 . . 14.6(2)
N3 C13 C14 O3 . . 78.7(3)
N3 C13 C14 C15 . . -32.4(3)
N3 C13 C14 C16 . . -164.7(2)
C12 C11 C15 O2 . . -151.9(3)
C10 C11 C15 O2 . . -27.5(4)
C8 C11 C15 O2 . . 86.3(3)
C12 C11 C15 C14 . . 22.8(3)
C10 C11 C15 C14 . . 147.2(2)
C8 C11 C15 C14 . . -99.0(3)
O3 C14 C15 O2 . . 82.4(3)
C13 C14 C15 O2 . . -161.3(3)
C16 C14 C15 O2 . . -26.9(3)
O3 C14 C15 C11 . . -92.5(2)
C13 C14 C15 C11 . . 23.8(3)
C16 C14 C15 C11 . . 158.2(2)
O3 C14 C16 C17 . . -14.0(2)
C13 C14 C16 C17 . . -133.3(2)
C15 C14 C16 C17 . . 92.6(2)
O3 C14 C16 C32 . . 105.5(3)
C13 C14 C16 C32 . . -13.8(4)
C15 C14 C16 C32 . . -147.9(2)
O3 N4 C17 C38 . . -173.3(2)
O3 N4 C17 C16 . . -1.5(3)
C32 C16 C17 N4 . . -116.1(3)
C14 C16 C17 N4 . . 10.2(3)
C32 C16 C17 C38 . . 55.4(3)
C14 C16 C17 C38 . . -178.4(2)
C9 C10 C19 C20 . . 43.1(4)
C11 C10 C19 C20 . . -79.4(4)
C9 C10 C19 C24 . . -137.8(3)
C11 C10 C19 C24 . . 99.7(3)
C24 C19 C20 C21 . . -0.8(5)
C10 C19 C20 C21 . . 178.3(3)
C19 C20 C21 C22 . . 0.0(6)
C20 C21 C22 C23 . . 0.6(6)
C21 C22 C23 C24 . . -0.5(6)
C20 C19 C24 C23 . . 0.9(5)
C10 C19 C24 C23 . . -178.2(3)
C22 C23 C24 C19 . . -0.3(6)
C12 N3 C25 C26 . . 172.7(2)
C13 N3 C25 C26 . . -57.2(3)
N3 C25 C26 C27 . . -37.2(4)
N3 C25 C26 C31 . . 145.1(3)
C31 C26 C27 C28 . . 0.0(5)
C25 C26 C27 C28 . . -177.7(3)
C26 C27 C28 C29 . . -0.4(5)
C27 C28 C29 C30 . . 0.7(6)
C28 C29 C30 C31 . . -0.6(6)
C27 C26 C31 C30 . . 0.0(5)
C25 C26 C31 C30 . . 177.8(3)
C29 C30 C31 C26 . . 0.3(5)
C17 C16 C32 C33 . . -122.0(3)
C14 C16 C32 C33 . . 123.4(3)
C17 C16 C32 C37 . . 52.2(3)
C14 C16 C32 C37 . . -62.4(4)
C37 C32 C33 C34 . . -0.7(5)
C16 C32 C33 C34 . . 173.8(3)
C32 C33 C34 C35 . . 1.0(5)
C33 C34 C35 C36 . . -0.1(6)
C34 C35 C36 C37 . . -1.0(5)
C35 C36 C37 C32 . . 1.3(5)
C33 C32 C37 C36 . . -0.5(4)
C16 C32 C37 C36 . . -174.8(3)
N4 C17 C38 C39 . . -130.2(3)
C16 C17 C38 C39 . . 58.8(4)
N4 C17 C38 C43 . . 54.4(4)
C16 C17 C38 C43 . . -116.5(3)
C43 C38 C39 C40 . . 2.5(5)
C17 C38 C39 C40 . . -173.1(3)
C43 C38 C39 Cl1 . . -175.4(2)
C17 C38 C39 Cl1 . . 8.9(4)
C38 C39 C40 C41 . . 0.2(5)
Cl1 C39 C40 C41 . . 178.2(3)
C39 C40 C41 C42 . . -2.1(5)
C40 C41 C42 C43 . . 1.1(5)
C41 C42 C43 C38 . . 1.8(5)
C41 C42 C43 Cl2 . . -178.8(3)
C39 C38 C43 C42 . . -3.4(4)
C17 C38 C43 C42 . . 172.2(3)
C39 C38 C43 Cl2 . . 177.1(2)
C17 C38 C43 Cl2 . . -7.2(4)
C46 C44 C45 C46 3_566 . 0.0(8)
C44 C45 C46 C44 . 3_566 0.0(8)
