#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/48/2224835.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_2224835
loop_
_publ_author_name
'Hou, Yongjiang'
_publ_section_title
1'-Benzyl-4,4''-bis(4-chlorophenyl)-3-(2,6-dichlorophenyl)-1''-methyl-4,5-dihydroisoxazole-5-spiro-3'-piperidine-5'-spiro-3''-pyrrolidine-2''-spiro-3'''-indoline-2''',4'-dione
_journal_coeditor_code           ZS2026
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o139
_journal_paper_doi               10.1107/S1600536809053276
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C43 H34 Cl4 N4 O3'
_chemical_formula_moiety         'C43 H34 Cl4 N4 O3'
_chemical_formula_sum            'C43 H34 Cl4 N4 O3'
_chemical_formula_weight         796.54
_chemical_melting_point          515
_chemical_name_systematic
;
1'-Benzyl-4,4''-bis(4-chlorophenyl)-3-(2,6-dichlorophenyl)-1''-methyl-4,5-
dihydroisoxazole-5-spiro-3'-piperidine-5'-spiro-3''-pyrrolidine-2''-
spiro-3'''-indoline-2''',4'-dione
;
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.588(5)
_cell_length_b                   8.8028(18)
_cell_length_c                   33.195(7)
_cell_measurement_reflns_used    8065
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      72.7146
_cell_measurement_theta_min      27.5591
_cell_volume                     7477(3)
_computing_cell_refinement       'CrystalClear (Rigaku, 2001)'
_computing_data_collection       'CrystalClear (Rigaku, 2001)'
_computing_data_reduction        'CrystalClear (Rigaku, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 11.11
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type
'Rigaku Saturn CCD area-detector diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_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  0.0592
_diffrn_reflns_av_sigmaI/netI    0.0676
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            35641
_diffrn_reflns_theta_full        68.00
_diffrn_reflns_theta_max         72.71
_diffrn_reflns_theta_min         2.66
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.258
_exptl_absorpt_correction_T_max  0.5916
_exptl_absorpt_correction_T_min  0.3707
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2001)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             3296
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.679
_refine_diff_density_min         -0.654
_refine_ls_abs_structure_details 'Flack (1983), 4589 Friedel pairs'
_refine_ls_abs_structure_Flack   0.187(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     982
_refine_ls_number_reflns         12162
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0507
_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)+(0.0763P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1252
_refine_ls_wR_factor_ref         0.1282
_reflns_number_gt                10126
_reflns_number_total             12162
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            zs2026.cif
_cod_data_source_block           I
_cod_database_code               2224835
_cod_database_fobs_code          2224835
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'
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
Cl Cl1 0.40006(4) 1.32448(11) 0.48020(3) 0.0316(2) Uani d . 1 . .
Cl Cl2 0.43932(4) 0.71264(10) 0.47298(3) 0.0312(2) Uani d . 1 . .
Cl Cl3 0.32260(6) 1.08502(16) 0.28205(4) 0.0699(5) Uani d . 1 . .
Cl Cl4 0.80487(5) 1.45614(14) 0.43692(4) 0.0504(3) Uani d . 1 . .
Cl Cl5 0.65692(4) 0.15562(12) 0.54840(3) 0.0357(2) Uani d . 1 . .
Cl Cl6 0.69754(4) 0.76332(11) 0.53592(3) 0.0358(2) Uani d . 1 . .
Cl Cl7 0.58501(5) 0.43025(14) 0.74233(4) 0.0507(3) Uani d . 1 . .
Cl Cl8 1.06625(5) 0.06761(15) 0.58627(4) 0.0514(3) Uani d . 1 . .
N N1 0.49888(11) 1.1480(3) 0.46582(8) 0.0230(6) Uani d . 1 . .
N N2 0.57768(10) 1.0529(3) 0.33825(8) 0.0195(6) Uani d . 1 . .
N N3 0.65828(12) 0.6533(4) 0.38483(9) 0.0260(7) Uani d . 1 . .
N N4 0.58478(12) 0.6975(4) 0.30111(9) 0.0242(6) Uani d . 1 . .
H H4 0.5815(17) 0.697(5) 0.2750(14) 0.029 Uiso d . 1 . .
N N5 0.75677(11) 0.3436(3) 0.55589(8) 0.0222(6) Uani d . 1 . .
N N6 0.83536(11) 0.4556(4) 0.68193(9) 0.0223(6) Uani d . 1 . .
N N7 0.91228(12) 0.8600(4) 0.63442(9) 0.0247(7) Uani d . 1 . .
N N8 0.83980(13) 0.8136(4) 0.71811(9) 0.0252(7) Uani d . 1 . .
H H8 0.8372(18) 0.820(5) 0.7383(15) 0.030 Uiso d . 1 . .
O O1 0.53832(9) 1.1680(3) 0.43659(7) 0.0216(5) Uani d . 1 . .
O O2 0.57444(9) 0.8760(3) 0.44919(7) 0.0248(5) Uani d . 1 . .
O O3 0.66436(10) 0.8166(3) 0.30265(7) 0.0270(6) Uani d . 1 . .
O O4 0.79718(9) 0.3346(3) 0.58406(7) 0.0230(5) Uani d . 1 . .
O O5 0.83066(10) 0.6288(3) 0.57014(7) 0.0262(6) Uani d . 1 . .
O O6 0.91991(10) 0.6987(3) 0.71672(7) 0.0271(6) Uani d . 1 . .
C C1 0.53390(13) 1.0508(4) 0.40508(9) 0.0198(7) Uani d . 1 . .
C C2 0.57813(13) 0.9369(4) 0.41662(10) 0.0183(7) Uani d . 1 . .
C C3 0.62505(13) 0.9098(4) 0.38905(9) 0.0184(7) Uani d . 1 . .
C C4 0.62789(13) 1.0431(5) 0.35943(10) 0.0223(7) Uani d . 1 . .
H H4A 0.6348 1.1388 0.3741 0.027 Uiso calc R 1 . .
H H4B 0.6565 1.0265 0.3399 0.027 Uiso calc R 1 . .
C C5 0.54139(13) 1.1343(4) 0.36490(10) 0.0211(7) Uani d . 1 . .
H H5A 0.5071 1.1448 0.3513 0.025 Uiso calc R 1 . .
H H5B 0.5551 1.2376 0.3702 0.025 Uiso calc R 1 . .
C C6 0.48014(13) 0.9751(4) 0.41316(9) 0.0192(7) Uani d . 1 . .
H H6 0.4852 0.8633 0.4166 0.023 Uiso calc R 1 . .
C C7 0.46662(13) 1.0452(4) 0.45370(10) 0.0196(7) Uani d . 1 . .
C C8 0.41806(13) 1.0165(4) 0.47611(10) 0.0223(7) Uani d . 1 . .
C C9 0.38395(15) 1.1351(4) 0.48791(11) 0.0254(8) Uani d . 1 . .
C C10 0.33538(15) 1.1067(5) 0.50485(11) 0.0283(8) Uani d . 1 . .
H H10 0.3126 1.1885 0.5112 0.034 Uiso calc R 1 . .
C C11 0.32043(15) 0.9595(5) 0.51246(11) 0.0304(9) Uani d . 1 . .
H H11 0.2874 0.9404 0.5245 0.036 Uiso calc R 1 . .
C C12 0.35266(15) 0.8391(5) 0.50285(10) 0.0262(8) Uani d . 1 . .
H H12 0.3424 0.7378 0.5088 0.031 Uiso calc R 1 . .
C C13 0.40018(14) 0.8682(4) 0.48447(10) 0.0224(7) Uani d . 1 . .
C C14 0.43769(13) 1.0022(4) 0.38233(9) 0.0193(7) Uani d . 1 . .
C C15 0.42652(14) 0.8877(4) 0.35449(11) 0.0249(8) Uani d . 1 . .
H H15 0.4436 0.7922 0.3564 0.030 Uiso calc R 1 . .
C C16 0.39001(17) 0.9140(5) 0.32358(12) 0.0356(10) Uani d . 1 . .
H H16 0.3827 0.8374 0.3042 0.043 Uiso calc R 1 . .
C C17 0.36537(17) 1.0505(5) 0.32185(13) 0.0370(10) Uani d . 1 . .
C C18 0.37413(15) 1.1647(5) 0.35003(13) 0.0346(9) Uani d . 1 . .
H H18 0.3557 1.2583 0.3486 0.042 Uiso calc R 1 . .
C C19 0.41041(14) 1.1385(4) 0.38032(11) 0.0251(8) Uani d . 1 . .
H H19 0.4167 1.2148 0.4000 0.030 Uiso calc R 1 . .
C C20 0.58312(14) 1.1354(5) 0.29984(10) 0.0261(8) Uani d . 1 . .
H H20A 0.6137 1.0941 0.2852 0.031 Uiso calc R 1 . .
H H20B 0.5904 1.2435 0.3058 0.031 Uiso calc R 1 . .
C C21 0.53567(14) 1.1266(4) 0.27248(10) 0.0239(8) Uani d . 1 . .
C C22 0.50555(15) 0.9968(5) 0.26976(11) 0.0297(9) Uani d . 1 . .
H H22 0.5118 0.9144 0.2876 0.036 Uiso calc R 1 . .
C C23 0.46609(17) 0.9858(5) 0.24113(13) 0.0370(10) Uani d . 1 . .
H H23 0.4456 0.8961 0.2395 0.044 Uiso calc R 1 . .
C C24 0.45640(17) 1.1063(6) 0.21469(12) 0.0379(10) Uani d . 1 . .
H H24 0.4298 1.0982 0.1948 0.046 Uiso calc R 1 . .
C C25 0.48567(16) 1.2362(5) 0.21780(11) 0.0331(9) Uani d . 1 . .
H H25 0.4791 1.3189 0.2001 0.040 Uiso calc R 1 . .
C C26 0.52473(14) 1.2475(5) 0.24656(11) 0.0282(8) Uani d . 1 . .
H H26 0.5443 1.3388 0.2487 0.034 Uiso calc R 1 . .
C C27 0.61786(13) 0.7504(4) 0.36647(10) 0.0203(7) Uani d . 1 . .
C C28 0.70261(14) 0.7521(4) 0.39313(11) 0.0264(8) Uani d . 1 . .
H H28A 0.7203 0.7836 0.3680 0.032 Uiso calc R 1 . .
H H28B 0.7283 0.7019 0.4111 0.032 Uiso calc R 1 . .
C C29 0.67655(13) 0.8865(4) 0.41392(10) 0.0221(7) Uani d . 1 . .
H H29 0.6659 0.8514 0.4414 0.027 Uiso calc R 1 . .
C C30 0.70972(13) 1.0271(5) 0.41960(10) 0.0241(8) Uani d . 1 . .
C C31 0.75910(14) 1.0404(5) 0.40336(12) 0.0326(9) Uani d . 1 . .
H H31 0.7733 0.9583 0.3883 0.039 Uiso calc R 1 . .
C C32 0.78855(15) 1.1720(6) 0.40857(13) 0.0400(10) Uani d . 1 . .
H H32 0.8224 1.1797 0.3969 0.048 Uiso calc R 1 . .
C C33 0.76842(16) 1.2909(5) 0.43067(12) 0.0339(9) Uani d . 1 . .
C C34 0.71960(16) 1.2802(5) 0.44791(12) 0.0334(9) Uani d . 1 . .
H H34 0.7058 1.3623 0.4631 0.040 Uiso calc R 1 . .
C C35 0.69082(15) 1.1476(5) 0.44278(11) 0.0303(9) Uani d . 1 . .
H H35 0.6576 1.1388 0.4553 0.036 Uiso calc R 1 . .
C C36 0.67124(17) 0.5140(5) 0.36293(13) 0.0339(9) Uani d . 1 . .
H H36A 0.6847 0.5401 0.3362 0.051 Uiso calc R 1 . .
H H36B 0.6398 0.4513 0.3601 0.051 Uiso calc R 1 . .
H H36C 0.6979 0.4573 0.3779 0.051 Uiso calc R 1 . .
C C37 0.62585(14) 0.7643(4) 0.31973(10) 0.0242(8) Uani d . 1 . .
C C38 0.54876(14) 0.6387(4) 0.32859(10) 0.0231(7) Uani d . 1 . .
C C39 0.56571(14) 0.6681(4) 0.36807(10) 0.0217(7) Uani d . 1 . .
C C40 0.53884(15) 0.6023(4) 0.39984(11) 0.0261(8) Uani d . 1 . .
H H40 0.5507 0.6152 0.4267 0.031 Uiso calc R 1 . .
C C41 0.49401(15) 0.5165(4) 0.39183(12) 0.0287(8) Uani d . 1 . .
H H41 0.4750 0.4727 0.4135 0.034 Uiso calc R 1 . .
C C42 0.47716(15) 0.4949(4) 0.35261(12) 0.0276(8) Uani d . 1 . .
H H42 0.4462 0.4382 0.3477 0.033 Uiso calc R 1 . .
C C43 0.50477(15) 0.5549(4) 0.32021(11) 0.0277(8) Uani d . 1 . .
H H43 0.4936 0.5385 0.2933 0.033 Uiso calc R 1 . .
C C44 0.79140(13) 0.4535(4) 0.61487(10) 0.0193(7) Uani d . 1 . .
C C45 0.83470(14) 0.5699(4) 0.60303(10) 0.0201(7) Uani d . 1 . .
C C46 0.88109(13) 0.6011(4) 0.63086(10) 0.0198(7) Uani d . 1 . .
C C47 0.88525(13) 0.4686(4) 0.66056(10) 0.0224(7) Uani d . 1 . .
H H47A 0.8929 0.3732 0.6459 0.027 Uiso calc R 1 . .
H H47B 0.9139 0.4874 0.6800 0.027 Uiso calc R 1 . .
C C48 0.79913(14) 0.3729(4) 0.65574(10) 0.0228(7) Uani d . 1 . .
H H48A 0.7649 0.3634 0.6694 0.027 Uiso calc R 1 . .
H H48B 0.8128 0.2692 0.6510 0.027 Uiso calc R 1 . .
C C49 0.73631(13) 0.5233(4) 0.60600(9) 0.0190(7) Uani d . 1 . .
H H49 0.7405 0.6344 0.6006 0.023 Uiso calc R 1 . .
C C50 0.72359(13) 0.4432(4) 0.56665(10) 0.0193(7) Uani d . 1 . .
C C51 0.67364(14) 0.4640(4) 0.54461(10) 0.0229(7) Uani d . 1 . .
C C52 0.63953(15) 0.3428(5) 0.53677(11) 0.0271(8) Uani d . 1 . .
C C53 0.59018(16) 0.3613(5) 0.51950(11) 0.0339(10) Uani d . 1 . .
H H53 0.5682 0.2765 0.5144 0.041 Uiso calc R 1 . .
C C54 0.57427(15) 0.5080(6) 0.50999(12) 0.0400(11) Uani d . 1 . .
H H54 0.5400 0.5243 0.4998 0.048 Uiso calc R 1 . .
C C55 0.60715(16) 0.6298(5) 0.51511(11) 0.0318(9) Uani d . 1 . .
H H55 0.5966 0.7288 0.5072 0.038 Uiso calc R 1 . .
C C56 0.65580(15) 0.6062(4) 0.53197(10) 0.0264(8) Uani d . 1 . .
C C57 0.69461(13) 0.5022(4) 0.63777(10) 0.0196(7) Uani d . 1 . .
C C58 0.68451(15) 0.6202(5) 0.66496(11) 0.0277(8) Uani d . 1 . .
H H58 0.7014 0.7154 0.6616 0.033 Uiso calc R 1 . .
C C59 0.65006(16) 0.5992(5) 0.69671(12) 0.0314(9) Uani d . 1 . .
H H59 0.6436 0.6789 0.7154 0.038 Uiso calc R 1 . .
C C60 0.62538(16) 0.4612(6) 0.70081(12) 0.0354(10) Uani d . 1 . .
C C61 0.63297(15) 0.3444(5) 0.67353(12) 0.0304(9) Uani d . 1 . .
H H61 0.6145 0.2513 0.6762 0.037 Uiso calc R 1 . .
C C62 0.66825(14) 0.3660(4) 0.64202(11) 0.0263(8) Uani d . 1 . .
H H62 0.6742 0.2864 0.6233 0.032 Uiso calc R 1 . .
C C63 0.84205(14) 0.3750(5) 0.72034(10) 0.0242(7) Uani d . 1 . .
H H63A 0.8716 0.4215 0.7351 0.029 Uiso calc R 1 . .
H H63B 0.8515 0.2682 0.7145 0.029 Uiso calc R 1 . .
C C64 0.79431(13) 0.3761(4) 0.74757(10) 0.0229(7) Uani d . 1 . .
C C65 0.76286(15) 0.5042(5) 0.75104(11) 0.0298(8) Uani d . 1 . .
H H65 0.7689 0.5892 0.7340 0.036 Uiso calc R 1 . .
C C66 0.72235(16) 0.5091(6) 0.77933(13) 0.0383(10) Uani d . 1 . .
H H66 0.7008 0.5967 0.7813 0.046 Uiso calc R 1 . .
C C67 0.71373(16) 0.3854(6) 0.80454(12) 0.0374(10) Uani d . 1 . .
H H67 0.6865 0.3884 0.8240 0.045 Uiso calc R 1 . .
C C68 0.74494(16) 0.2583(5) 0.80107(12) 0.0356(10) Uani d . 1 . .
H H68 0.7394 0.1740 0.8184 0.043 Uiso calc R 1 . .
C C69 0.78424(15) 0.2527(5) 0.77249(10) 0.0261(8) Uani d . 1 . .
H H69 0.8047 0.1631 0.7699 0.031 Uiso calc R 1 . .
C C70 0.87270(14) 0.7620(4) 0.65290(10) 0.0211(7) Uani d . 1 . .
C C71 0.95743(14) 0.7652(5) 0.62621(11) 0.0262(8) Uani d . 1 . .
H H71A 0.9755 0.7355 0.6514 0.031 Uiso calc R 1 . .
H H71B 0.9825 0.8169 0.6081 0.031 Uiso calc R 1 . .
C C72 0.93233(13) 0.6284(4) 0.60569(10) 0.0217(7) Uani d . 1 . .
H H72 0.9213 0.6618 0.5782 0.026 Uiso calc R 1 . .
C C73 0.96695(14) 0.4906(4) 0.60042(10) 0.0236(8) Uani d . 1 . .
C C74 1.01649(15) 0.4805(5) 0.61742(11) 0.0319(9) Uani d . 1 . .
H H74 1.0296 0.5642 0.6324 0.038 Uiso calc R 1 . .
C C75 1.04736(16) 0.3514(5) 0.61315(12) 0.0348(10) Uani d . 1 . .
H H75 1.0811 0.3470 0.6251 0.042 Uiso calc R 1 . .
C C76 1.02857(16) 0.2313(5) 0.59157(12) 0.0358(10) Uani d . 1 . .
C C77 0.97972(16) 0.2368(5) 0.57354(12) 0.0350(9) Uani d . 1 . .
H H77 0.9670 0.1531 0.5584 0.042 Uiso calc R 1 . .
C C78 0.94980(15) 0.3666(5) 0.57807(11) 0.0307(9) Uani d . 1 . .
H H78 0.9165 0.3712 0.5655 0.037 Uiso calc R 1 . .
C C79 0.92313(16) 1.0007(5) 0.65661(12) 0.0335(9) Uani d . 1 . .
H H79A 0.9371 0.9756 0.6833 0.050 Uiso calc R 1 . .
H H79B 0.8907 1.0590 0.6596 0.050 Uiso calc R 1 . .
H H79C 0.9488 1.0612 0.6417 0.050 Uiso calc R 1 . .
C C80 0.88097(14) 0.7476(4) 0.69968(10) 0.0224(7) Uani d . 1 . .
C C81 0.80291(15) 0.8700(4) 0.69060(10) 0.0242(8) Uani d . 1 . .
C C82 0.81982(14) 0.8396(4) 0.65138(10) 0.0205(7) Uani d . 1 . .
C C83 0.79248(15) 0.9015(4) 0.61928(10) 0.0253(8) Uani d . 1 . .
H H83 0.8045 0.8873 0.5925 0.030 Uiso calc R 1 . .
C C84 0.74746(16) 0.9845(5) 0.62673(11) 0.0295(8) Uani d . 1 . .
H H84 0.7282 1.0256 0.6048 0.035 Uiso calc R 1 . .
C C85 0.73009(16) 1.0081(5) 0.66622(12) 0.0303(8) Uani d . 1 . .
H H85 0.6986 1.0623 0.6708 0.036 Uiso calc R 1 . .
C C86 0.75858(15) 0.9528(4) 0.69889(11) 0.0268(8) Uani d . 1 . .
H H86 0.7478 0.9716 0.7258 0.032 Uiso calc R 1 . .
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'
Cl Cl 0.3639 0.7018 '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_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 N1 O1 . . 109.3(3) ?
C4 N2 C5 . . 107.1(3) ?
C4 N2 C20 . . 111.1(3) ?
C5 N2 C20 . . 109.9(3) ?
C28 N3 C36 . . 114.7(3) ?
C28 N3 C27 . . 106.2(3) ?
C36 N3 C27 . . 116.1(3) ?
C37 N4 C38 . . 112.0(3) ?
C37 N4 H4 . . 122(3) ?
C38 N4 H4 . . 126(3) ?
C50 N5 O4 . . 110.2(3) ?
C48 N6 C47 . . 107.6(3) ?
C48 N6 C63 . . 110.4(3) ?
C47 N6 C63 . . 110.9(3) ?
C71 N7 C70 . . 106.9(3) ?
C71 N7 C79 . . 115.4(3) ?
C70 N7 C79 . . 114.7(3) ?
C80 N8 C81 . . 112.5(3) ?
C80 N8 H8 . . 124(4) ?
C81 N8 H8 . . 123(4) ?
N1 O1 C1 . . 110.2(2) ?
N5 O4 C44 . . 110.5(2) ?
O1 C1 C5 . . 105.8(3) ?
O1 C1 C6 . . 104.2(2) ?
C5 C1 C6 . . 117.8(3) ?
O1 C1 C2 . . 102.7(2) ?
C5 C1 C2 . . 115.5(3) ?
C6 C1 C2 . . 109.0(3) ?
O2 C2 C3 . . 121.8(3) ?
O2 C2 C1 . . 116.6(3) ?
C3 C2 C1 . . 121.5(3) ?
C2 C3 C4 . . 107.6(3) ?
C2 C3 C29 . . 111.4(3) ?
C4 C3 C29 . . 113.5(3) ?
C2 C3 C27 . . 109.1(3) ?
C4 C3 C27 . . 112.1(3) ?
C29 C3 C27 . . 103.2(3) ?
N2 C4 C3 . . 108.1(3) ?
N2 C4 H4A . . 110.1 ?
C3 C4 H4A . . 110.1 ?
N2 C4 H4B . . 110.1 ?
C3 C4 H4B . . 110.1 ?
H4A C4 H4B . . 108.4 ?
N2 C5 C1 . . 111.6(3) ?
N2 C5 H5A . . 109.3 ?
C1 C5 H5A . . 109.3 ?
N2 C5 H5B . . 109.3 ?
C1 C5 H5B . . 109.3 ?
H5A C5 H5B . . 108.0 ?
C14 C6 C7 . . 111.8(3) ?
C14 C6 C1 . . 116.9(3) ?
C7 C6 C1 . . 100.4(3) ?
C14 C6 H6 . . 109.1 ?
C7 C6 H6 . . 109.1 ?
C1 C6 H6 . . 109.1 ?
N1 C7 C8 . . 120.3(3) ?
N1 C7 C6 . . 114.5(3) ?
C8 C7 C6 . . 124.8(3) ?
C13 C8 C9 . . 115.3(3) ?
C13 C8 C7 . . 122.2(3) ?
C9 C8 C7 . . 122.3(3) ?
C10 C9 C8 . . 122.1(4) ?
C10 C9 Cl1 . . 116.4(3) ?
C8 C9 Cl1 . . 121.4(3) ?
C11 C10 C9 . . 119.6(4) ?
C11 C10 H10 . . 120.2 ?
C9 C10 H10 . . 120.2 ?
C10 C11 C12 . . 121.0(4) ?
C10 C11 H11 . . 119.5 ?
C12 C11 H11 . . 119.5 ?
C11 C12 C13 . . 119.0(4) ?
C11 C12 H12 . . 120.5 ?
C13 C12 H12 . . 120.5 ?
C12 C13 C8 . . 122.9(3) ?
C12 C13 Cl2 . . 117.2(3) ?
C8 C13 Cl2 . . 119.9(3) ?
C19 C14 C15 . . 119.2(3) ?
C19 C14 C6 . . 122.0(3) ?
C15 C14 C6 . . 118.8(3) ?
C14 C15 C16 . . 120.0(4) ?
C14 C15 H15 . . 120.0 ?
C16 C15 H15 . . 120.0 ?
C17 C16 C15 . . 119.0(4) ?
C17 C16 H16 . . 120.5 ?
C15 C16 H16 . . 120.5 ?
C16 C17 C18 . . 122.4(4) ?
C16 C17 Cl3 . . 118.6(3) ?
C18 C17 Cl3 . . 119.0(3) ?
C19 C18 C17 . . 118.3(4) ?
C19 C18 H18 . . 120.8 ?
C17 C18 H18 . . 120.8 ?
C18 C19 C14 . . 120.9(4) ?
C18 C19 H19 . . 119.5 ?
C14 C19 H19 . . 119.5 ?
N2 C20 C21 . . 114.6(3) ?
N2 C20 H20A . . 108.6 ?
C21 C20 H20A . . 108.6 ?
N2 C20 H20B . . 108.6 ?
C21 C20 H20B . . 108.6 ?
H20A C20 H20B . . 107.6 ?
C22 C21 C26 . . 118.6(3) ?
C22 C21 C20 . . 121.8(3) ?
C26 C21 C20 . . 119.4(3) ?
C21 C22 C23 . . 120.5(4) ?
C21 C22 H22 . . 119.7 ?
C23 C22 H22 . . 119.7 ?
C22 C23 C24 . . 120.4(4) ?
C22 C23 H23 . . 119.8 ?
C24 C23 H23 . . 119.8 ?
C25 C24 C23 . . 119.2(4) ?
C25 C24 H24 . . 120.4 ?
C23 C24 H24 . . 120.4 ?
C24 C25 C26 . . 120.4(4) ?
C24 C25 H25 . . 119.8 ?
C26 C25 H25 . . 119.8 ?
C25 C26 C21 . . 120.9(4) ?
C25 C26 H26 . . 119.5 ?
C21 C26 H26 . . 119.5 ?
N3 C27 C39 . . 109.0(3) ?
N3 C27 C37 . . 111.3(3) ?
C39 C27 C37 . . 100.7(3) ?
N3 C27 C3 . . 103.5(3) ?
C39 C27 C3 . . 120.1(3) ?
C37 C27 C3 . . 112.3(3) ?
N3 C28 C29 . . 102.0(3) ?
N3 C28 H28A . . 111.4 ?
C29 C28 H28A . . 111.4 ?
N3 C28 H28B . . 111.4 ?
C29 C28 H28B . . 111.4 ?
H28A C28 H28B . . 109.2 ?
C30 C29 C28 . . 116.5(3) ?
C30 C29 C3 . . 115.4(3) ?
C28 C29 C3 . . 103.4(3) ?
C30 C29 H29 . . 107.0 ?
C28 C29 H29 . . 107.0 ?
C3 C29 H29 . . 107.0 ?
C31 C30 C35 . . 117.9(4) ?
C31 C30 C29 . . 122.3(4) ?
C35 C30 C29 . . 119.7(3) ?
C30 C31 C32 . . 121.2(4) ?
C30 C31 H31 . . 119.4 ?
C32 C31 H31 . . 119.4 ?
C33 C32 C31 . . 119.7(4) ?
C33 C32 H32 . . 120.1 ?
C31 C32 H32 . . 120.1 ?
C34 C33 C32 . . 120.5(4) ?
C34 C33 Cl4 . . 119.6(3) ?
C32 C33 Cl4 . . 119.9(3) ?
C33 C34 C35 . . 119.2(4) ?
C33 C34 H34 . . 120.4 ?
C35 C34 H34 . . 120.4 ?
C34 C35 C30 . . 121.4(4) ?
C34 C35 H35 . . 119.3 ?
C30 C35 H35 . . 119.3 ?
N3 C36 H36A . . 109.5 ?
N3 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
N3 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?
O3 C37 N4 . . 125.1(3) ?
O3 C37 C27 . . 126.2(3) ?
N4 C37 C27 . . 108.4(3) ?
C43 C38 N4 . . 127.4(3) ?
C43 C38 C39 . . 122.7(3) ?
N4 C38 C39 . . 109.7(3) ?
C40 C39 C38 . . 118.7(3) ?
C40 C39 C27 . . 131.4(3) ?
C38 C39 C27 . . 109.1(3) ?
C39 C40 C41 . . 119.2(3) ?
C39 C40 H40 . . 120.4 ?
C41 C40 H40 . . 120.4 ?
C42 C41 C40 . . 120.5(4) ?
C42 C41 H41 . . 119.7 ?
C40 C41 H41 . . 119.7 ?
C41 C42 C43 . . 121.1(4) ?
C41 C42 H42 . . 119.4 ?
C43 C42 H42 . . 119.4 ?
C38 C43 C42 . . 117.6(3) ?
C38 C43 H43 . . 121.2 ?
C42 C43 H43 . . 121.2 ?
O4 C44 C48 . . 105.8(3) ?
O4 C44 C45 . . 102.8(3) ?
C48 C44 C45 . . 115.6(3) ?
O4 C44 C49 . . 103.8(2) ?
C48 C44 C49 . . 117.4(3) ?
C45 C44 C49 . . 109.5(3) ?
O5 C45 C46 . . 122.2(3) ?
O5 C45 C44 . . 116.6(3) ?
C46 C45 C44 . . 121.2(3) ?
C45 C46 C47 . . 107.8(3) ?
C45 C46 C72 . . 110.7(3) ?
C47 C46 C72 . . 113.6(3) ?
C45 C46 C70 . . 109.2(3) ?
C47 C46 C70 . . 112.8(3) ?
C72 C46 C70 . . 102.6(3) ?
N6 C47 C46 . . 108.1(3) ?
N6 C47 H47A . . 110.1 ?
C46 C47 H47A . . 110.1 ?
N6 C47 H47B . . 110.1 ?
C46 C47 H47B . . 110.1 ?
H47A C47 H47B . . 108.4 ?
N6 C48 C44 . . 112.0(3) ?
N6 C48 H48A . . 109.2 ?
C44 C48 H48A . . 109.2 ?
N6 C48 H48B . . 109.2 ?
C44 C48 H48B . . 109.2 ?
H48A C48 H48B . . 107.9 ?
C57 C49 C50 . . 113.1(3) ?
C57 C49 C44 . . 117.1(3) ?
C50 C49 C44 . . 99.9(3) ?
C57 C49 H49 . . 108.7 ?
C50 C49 H49 . . 108.7 ?
C44 C49 H49 . . 108.7 ?
N5 C50 C51 . . 121.4(3) ?
N5 C50 C49 . . 114.7(3) ?
C51 C50 C49 . . 123.4(3) ?
C56 C51 C52 . . 115.0(3) ?
C56 C51 C50 . . 122.7(3) ?
C52 C51 C50 . . 122.2(3) ?
C53 C52 C51 . . 123.3(4) ?
C53 C52 Cl5 . . 115.5(3) ?
C51 C52 Cl5 . . 121.2(3) ?
C54 C53 C52 . . 117.8(4) ?
C54 C53 H53 . . 121.1 ?
C52 C53 H53 . . 121.1 ?
C55 C54 C53 . . 121.2(4) ?
C55 C54 H54 . . 119.4 ?
C53 C54 H54 . . 119.4 ?
C54 C55 C56 . . 119.0(4) ?
C54 C55 H55 . . 120.5 ?
C56 C55 H55 . . 120.5 ?
C55 C56 C51 . . 123.5(4) ?
C55 C56 Cl6 . . 117.5(3) ?
C51 C56 Cl6 . . 119.1(3) ?
C62 C57 C58 . . 119.2(3) ?
C62 C57 C49 . . 121.4(3) ?
C58 C57 C49 . . 119.3(3) ?
C59 C58 C57 . . 120.6(4) ?
C59 C58 H58 . . 119.7 ?
C57 C58 H58 . . 119.7 ?
C60 C59 C58 . . 119.0(4) ?
C60 C59 H59 . . 120.5 ?
C58 C59 H59 . . 120.5 ?
C59 C60 C61 . . 121.8(4) ?
C59 C60 Cl7 . . 119.2(3) ?
C61 C60 Cl7 . . 119.0(3) ?
C60 C61 C62 . . 118.7(4) ?
C60 C61 H61 . . 120.7 ?
C62 C61 H61 . . 120.7 ?
C57 C62 C61 . . 120.7(4) ?
C57 C62 H62 . . 119.6 ?
C61 C62 H62 . . 119.6 ?
N6 C63 C64 . . 114.8(3) ?
N6 C63 H63A . . 108.6 ?
C64 C63 H63A . . 108.6 ?
N6 C63 H63B . . 108.6 ?
C64 C63 H63B . . 108.6 ?
H63A C63 H63B . . 107.5 ?
C69 C64 C65 . . 118.5(3) ?
C69 C64 C63 . . 119.9(3) ?
C65 C64 C63 . . 121.3(3) ?
C64 C65 C66 . . 120.6(4) ?
C64 C65 H65 . . 119.7 ?
C66 C65 H65 . . 119.7 ?
C67 C66 C65 . . 119.8(4) ?
C67 C66 H66 . . 120.1 ?
C65 C66 H66 . . 120.1 ?
C68 C67 C66 . . 119.5(4) ?
C68 C67 H67 . . 120.2 ?
C66 C67 H67 . . 120.2 ?
C67 C68 C69 . . 120.5(4) ?
C67 C68 H68 . . 119.8 ?
C69 C68 H68 . . 119.8 ?
C68 C69 C64 . . 121.0(4) ?
C68 C69 H69 . . 119.5 ?
C64 C69 H69 . . 119.5 ?
N7 C70 C82 . . 109.7(3) ?
N7 C70 C80 . . 111.6(3) ?
C82 C70 C80 . . 100.9(3) ?
N7 C70 C46 . . 103.6(3) ?
C82 C70 C46 . . 120.0(3) ?
C80 C70 C46 . . 111.1(3) ?
N7 C71 C72 . . 101.7(3) ?
N7 C71 H71A . . 111.4 ?
C72 C71 H71A . . 111.4 ?
N7 C71 H71B . . 111.4 ?
C72 C71 H71B . . 111.4 ?
H71A C71 H71B . . 109.3 ?
C73 C72 C71 . . 116.0(3) ?
C73 C72 C46 . . 115.3(3) ?
C71 C72 C46 . . 103.6(3) ?
C73 C72 H72 . . 107.2 ?
C71 C72 H72 . . 107.2 ?
C46 C72 H72 . . 107.2 ?
C78 C73 C74 . . 117.0(4) ?
C78 C73 C72 . . 120.4(3) ?
C74 C73 C72 . . 122.5(4) ?
C73 C74 C75 . . 121.9(4) ?
C73 C74 H74 . . 119.1 ?
C75 C74 H74 . . 119.1 ?
C76 C75 C74 . . 119.1(4) ?
C76 C75 H75 . . 120.4 ?
C74 C75 H75 . . 120.4 ?
C75 C76 C77 . . 121.1(4) ?
C75 C76 Cl8 . . 119.9(3) ?
C77 C76 Cl8 . . 119.0(4) ?
C78 C77 C76 . . 118.8(4) ?
C78 C77 H77 . . 120.6 ?
C76 C77 H77 . . 120.6 ?
C77 C78 C73 . . 122.1(4) ?
C77 C78 H78 . . 119.0 ?
C73 C78 H78 . . 119.0 ?
N7 C79 H79A . . 109.5 ?
N7 C79 H79B . . 109.5 ?
H79A C79 H79B . . 109.5 ?
N7 C79 H79C . . 109.5 ?
H79A C79 H79C . . 109.5 ?
H79B C79 H79C . . 109.5 ?
O6 C80 N8 . . 125.3(3) ?
O6 C80 C70 . . 126.5(3) ?
N8 C80 C70 . . 107.9(3) ?
C86 C81 C82 . . 122.9(3) ?
C86 C81 N8 . . 127.7(3) ?
C82 C81 N8 . . 109.3(3) ?
C83 C82 C81 . . 119.0(3) ?
C83 C82 C70 . . 130.8(3) ?
C81 C82 C70 . . 109.4(3) ?
C84 C83 C82 . . 119.3(3) ?
C84 C83 H83 . . 120.4 ?
C82 C83 H83 . . 120.4 ?
C83 C84 C85 . . 120.6(4) ?
C83 C84 H84 . . 119.7 ?
C85 C84 H84 . . 119.7 ?
C86 C85 C84 . . 120.7(4) ?
C86 C85 H85 . . 119.6 ?
C84 C85 H85 . . 119.6 ?
C81 C86 C85 . . 117.4(3) ?
C81 C86 H86 . . 121.3 ?
C85 C86 H86 . . 121.3 ?
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 C9 . 1.737(4) ?
Cl2 C13 . 1.739(4) ?
Cl3 C17 . 1.742(4) ?
Cl4 C33 . 1.740(4) ?
Cl5 C52 . 1.749(4) ?
Cl6 C56 . 1.752(4) ?
Cl7 C60 . 1.744(4) ?
Cl8 C76 . 1.742(4) ?
N1 C7 . 1.289(5) ?
N1 O1 . 1.411(3) ?
N2 C4 . 1.467(4) ?
N2 C5 . 1.469(4) ?
N2 C20 . 1.474(4) ?
N3 C28 . 1.455(5) ?
N3 C36 . 1.464(5) ?
N3 C27 . 1.474(4) ?
N4 C37 . 1.354(5) ?
N4 C38 . 1.396(5) ?
N4 H4 . 0.87(4) ?
N5 C50 . 1.272(4) ?
N5 O4 . 1.396(4) ?
N6 C48 . 1.465(4) ?
N6 C47 . 1.465(4) ?
N6 C63 . 1.469(4) ?
N7 C71 . 1.451(5) ?
N7 C70 . 1.466(4) ?
N7 C79 . 1.467(5) ?
N8 C80 . 1.350(5) ?
N8 C81 . 1.404(5) ?
N8 H8 . 0.68(5) ?
O1 C1 . 1.474(4) ?
O2 C2 . 1.211(4) ?
O3 C37 . 1.227(4) ?
O4 C44 . 1.471(4) ?
O5 C45 . 1.213(4) ?
O6 C80 . 1.224(4) ?
C1 C5 . 1.535(4) ?
C1 C6 . 1.552(5) ?
C1 C2 . 1.560(5) ?
C2 C3 . 1.528(4) ?
C3 C4 . 1.532(5) ?
C3 C29 . 1.569(4) ?
C3 C27 . 1.601(5) ?
C4 H4A . 0.9900 ?
C4 H4B . 0.9900 ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 C14 . 1.511(4) ?
C6 C7 . 1.520(4) ?
C6 H6 . 1.0000 ?
C7 C8 . 1.470(5) ?
C8 C13 . 1.411(5) ?
C8 C9 . 1.416(5) ?
C9 C10 . 1.387(5) ?
C10 C11 . 1.374(6) ?
C10 H10 . 0.9500 ?
C11 C12 . 1.381(6) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.384(5) ?
C12 H12 . 0.9500 ?
C14 C19 . 1.389(5) ?
C14 C15 . 1.397(5) ?
C15 C16 . 1.407(5) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.358(6) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.392(6) ?
C18 C19 . 1.388(5) ?
C18 H18 . 0.9500 ?
C19 H19 . 0.9500 ?
C20 C21 . 1.518(5) ?
C20 H20A . 0.9900 ?
C20 H20B . 0.9900 ?
C21 C22 . 1.381(6) ?
C21 C26 . 1.397(5) ?
C22 C23 . 1.390(5) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.398(6) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.371(6) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.386(5) ?
C25 H25 . 0.9500 ?
C26 H26 . 0.9500 ?
C27 C39 . 1.520(5) ?
C27 C37 . 1.570(4) ?
C28 C29 . 1.523(5) ?
C28 H28A . 0.9900 ?
C28 H28B . 0.9900 ?
C29 C30 . 1.513(5) ?
C29 H29 . 1.0000 ?
C30 C31 . 1.379(5) ?
C30 C35 . 1.397(5) ?
C31 C32 . 1.393(6) ?
C31 H31 . 0.9500 ?
C32 C33 . 1.378(6) ?
C32 H32 . 0.9500 ?
C33 C34 . 1.377(6) ?
C34 C35 . 1.390(6) ?
C34 H34 . 0.9500 ?
C35 H35 . 0.9500 ?
C36 H36A . 0.9800 ?
C36 H36B . 0.9800 ?
C36 H36C . 0.9800 ?
C38 C43 . 1.374(5) ?
C38 C39 . 1.404(5) ?
C39 C40 . 1.386(5) ?
C40 C41 . 1.399(5) ?
C40 H40 . 0.9500 ?
C41 C42 . 1.384(6) ?
C41 H41 . 0.9500 ?
C42 C43 . 1.391(5) ?
C42 H42 . 0.9500 ?
C43 H43 . 0.9500 ?
C44 C48 . 1.544(5) ?
C44 C45 . 1.560(5) ?
C44 C49 . 1.566(4) ?
C45 C46 . 1.529(5) ?
C46 C47 . 1.531(5) ?
C46 C72 . 1.573(5) ?
C46 C70 . 1.608(5) ?
C47 H47A . 0.9900 ?
C47 H47B . 0.9900 ?
C48 H48A . 0.9900 ?
C48 H48B . 0.9900 ?
C49 C57 . 1.512(4) ?
C49 C50 . 1.520(4) ?
C49 H49 . 1.0000 ?
C50 C51 . 1.484(5) ?
C51 C56 . 1.396(5) ?
C51 C52 . 1.403(5) ?
C52 C53 . 1.396(5) ?
C53 C54 . 1.390(7) ?
C53 H53 . 0.9500 ?
C54 C55 . 1.373(7) ?
C54 H54 . 0.9500 ?
C55 C56 . 1.381(5) ?
C55 H55 . 0.9500 ?
C57 C62 . 1.383(5) ?
C57 C58 . 1.400(5) ?
C58 C59 . 1.386(5) ?
C58 H58 . 0.9500 ?
C59 C60 . 1.376(6) ?
C59 H59 . 0.9500 ?
C60 C61 . 1.384(6) ?
C61 C62 . 1.395(5) ?
C61 H61 . 0.9500 ?
C62 H62 . 0.9500 ?
C63 C64 . 1.520(5) ?
C63 H63A . 0.9900 ?
C63 H63B . 0.9900 ?
C64 C69 . 1.390(5) ?
C64 C65 . 1.390(5) ?
C65 C66 . 1.399(5) ?
C65 H65 . 0.9500 ?
C66 C67 . 1.391(6) ?
C66 H66 . 0.9500 ?
C67 C68 . 1.380(6) ?
C67 H67 . 0.9500 ?
C68 C69 . 1.383(5) ?
C68 H68 . 0.9500 ?
C69 H69 . 0.9500 ?
C70 C82 . 1.517(5) ?
C70 C80 . 1.572(4) ?
C71 C72 . 1.525(5) ?
C71 H71A . 0.9900 ?
C71 H71B . 0.9900 ?
C72 C73 . 1.513(5) ?
C72 H72 . 1.0000 ?
C73 C78 . 1.390(5) ?
C73 C74 . 1.391(5) ?
C74 C75 . 1.391(6) ?
C74 H74 . 0.9500 ?
C75 C76 . 1.365(6) ?
C75 H75 . 0.9500 ?
C76 C77 . 1.387(6) ?
C77 C78 . 1.383(6) ?
C77 H77 . 0.9500 ?
C78 H78 . 0.9500 ?
C79 H79A . 0.9800 ?
C79 H79B . 0.9800 ?
C79 H79C . 0.9800 ?
C81 C86 . 1.376(5) ?
C81 C82 . 1.398(5) ?
C82 C83 . 1.386(5) ?
C83 C84 . 1.386(5) ?
C83 H83 . 0.9500 ?
C84 C85 . 1.400(5) ?
C84 H84 . 0.9500 ?
C85 C86 . 1.394(5) ?
C85 H85 . 0.9500 ?
C86 H86 . 0.9500 ?
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
N4 H4 O6 3_654 0.87(5) 1.94(5) 2.804(4) 176(4) yes
N8 H8 O3 3_655 0.68(5) 2.14(5) 2.808(4) 173(5) yes
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
C7 N1 O1 C1 . . . . -8.1(4) ?
C50 N5 O4 C44 . . . . -5.8(4) ?
N1 O1 C1 C5 . . . . 136.3(3) ?
N1 O1 C1 C6 . . . . 11.4(3) ?
N1 O1 C1 C2 . . . . -102.2(3) ?
O1 C1 C2 O2 . . . . 61.5(4) ?
C5 C1 C2 O2 . . . . 176.1(3) ?
C6 C1 C2 O2 . . . . -48.7(4) ?
O1 C1 C2 C3 . . . . -115.6(3) ?
C5 C1 C2 C3 . . . . -0.9(5) ?
C6 C1 C2 C3 . . . . 134.3(3) ?
O2 C2 C3 C4 . . . . -159.0(3) ?
C1 C2 C3 C4 . . . . 17.8(4) ?
O2 C2 C3 C29 . . . . -34.1(5) ?
C1 C2 C3 C29 . . . . 142.8(3) ?
O2 C2 C3 C27 . . . . 79.2(4) ?
C1 C2 C3 C27 . . . . -104.0(3) ?
C5 N2 C4 C3 . . . . 81.5(3) ?
C20 N2 C4 C3 . . . . -158.5(3) ?
C2 C3 C4 N2 . . . . -56.2(3) ?
C29 C3 C4 N2 . . . . -179.9(3) ?
C27 C3 C4 N2 . . . . 63.7(3) ?
C4 N2 C5 C1 . . . . -60.1(4) ?
C20 N2 C5 C1 . . . . 179.1(3) ?
O1 C1 C5 N2 . . . . 133.9(3) ?
C6 C1 C5 N2 . . . . -110.1(3) ?
C2 C1 C5 N2 . . . . 21.0(4) ?
O1 C1 C6 C14 . . . . 111.3(3) ?
C5 C1 C6 C14 . . . . -5.5(4) ?
C2 C1 C6 C14 . . . . -139.6(3) ?
O1 C1 C6 C7 . . . . -9.8(3) ?
C5 C1 C6 C7 . . . . -126.6(3) ?
C2 C1 C6 C7 . . . . 99.3(3) ?
O1 N1 C7 C8 . . . . -172.0(3) ?
O1 N1 C7 C6 . . . . 0.9(4) ?
C14 C6 C7 N1 . . . . -118.8(3) ?
C1 C6 C7 N1 . . . . 5.9(4) ?
C14 C6 C7 C8 . . . . 53.8(5) ?
C1 C6 C7 C8 . . . . 178.5(3) ?
N1 C7 C8 C13 . . . . -136.2(4) ?
C6 C7 C8 C13 . . . . 51.6(5) ?
N1 C7 C8 C9 . . . . 49.1(5) ?
C6 C7 C8 C9 . . . . -123.2(4) ?
C13 C8 C9 C10 . . . . -2.8(5) ?
C7 C8 C9 C10 . . . . 172.3(3) ?
C13 C8 C9 Cl1 . . . . 179.5(3) ?
C7 C8 C9 Cl1 . . . . -5.4(5) ?
C8 C9 C10 C11 . . . . 3.3(6) ?
Cl1 C9 C10 C11 . . . . -178.9(3) ?
C9 C10 C11 C12 . . . . -1.1(6) ?
C10 C11 C12 C13 . . . . -1.4(6) ?
C11 C12 C13 C8 . . . . 2.0(5) ?
C11 C12 C13 Cl2 . . . . -180.0(3) ?
C9 C8 C13 C12 . . . . 0.1(5) ?
C7 C8 C13 C12 . . . . -175.0(3) ?
C9 C8 C13 Cl2 . . . . -177.9(3) ?
C7 C8 C13 Cl2 . . . . 7.0(5) ?
C7 C6 C14 C19 . . . . 38.1(4) ?
C1 C6 C14 C19 . . . . -76.8(4) ?
C7 C6 C14 C15 . . . . -143.4(3) ?
C1 C6 C14 C15 . . . . 101.7(4) ?
C19 C14 C15 C16 . . . . 3.3(5) ?
C6 C14 C15 C16 . . . . -175.2(3) ?
C14 C15 C16 C17 . . . . -1.3(6) ?
C15 C16 C17 C18 . . . . -1.3(7) ?
C15 C16 C17 Cl3 . . . . 177.0(3) ?
C16 C17 C18 C19 . . . . 1.6(7) ?
Cl3 C17 C18 C19 . . . . -176.6(3) ?
C17 C18 C19 C14 . . . . 0.6(6) ?
C15 C14 C19 C18 . . . . -3.0(5) ?
C6 C14 C19 C18 . . . . 175.5(3) ?
C4 N2 C20 C21 . . . . 169.5(3) ?
C5 N2 C20 C21 . . . . -72.1(4) ?
N2 C20 C21 C22 . . . . -36.1(5) ?
N2 C20 C21 C26 . . . . 149.8(3) ?
C26 C21 C22 C23 . . . . 1.6(6) ?
C20 C21 C22 C23 . . . . -172.5(4) ?
C21 C22 C23 C24 . . . . 0.0(7) ?
C22 C23 C24 C25 . . . . -1.1(7) ?
C23 C24 C25 C26 . . . . 0.6(6) ?
C24 C25 C26 C21 . . . . 1.0(6) ?
C22 C21 C26 C25 . . . . -2.1(5) ?
C20 C21 C26 C25 . . . . 172.1(3) ?
C28 N3 C27 C39 . . . . -163.8(3) ?
C36 N3 C27 C39 . . . . 67.4(4) ?
C28 N3 C27 C37 . . . . 86.0(3) ?
C36 N3 C27 C37 . . . . -42.8(4) ?
C28 N3 C27 C3 . . . . -34.8(3) ?
C36 N3 C27 C3 . . . . -163.6(3) ?
C2 C3 C27 N3 . . . . -110.2(3) ?
C4 C3 C27 N3 . . . . 130.7(3) ?
C29 C3 C27 N3 . . . . 8.3(3) ?
C2 C3 C27 C39 . . . . 11.6(4) ?
C4 C3 C27 C39 . . . . -107.5(3) ?
C29 C3 C27 C39 . . . . 130.1(3) ?
C2 C3 C27 C37 . . . . 129.7(3) ?
C4 C3 C27 C37 . . . . 10.6(4) ?
C29 C3 C27 C37 . . . . -111.8(3) ?
C36 N3 C28 C29 . . . . 177.6(3) ?
C27 N3 C28 C29 . . . . 48.0(3) ?
N3 C28 C29 C30 . . . . -168.2(3) ?
N3 C28 C29 C3 . . . . -40.4(3) ?
C2 C3 C29 C30 . . . . -95.6(3) ?
C4 C3 C29 C30 . . . . 26.0(4) ?
C27 C3 C29 C30 . . . . 147.5(3) ?
C2 C3 C29 C28 . . . . 136.0(3) ?
C4 C3 C29 C28 . . . . -102.4(3) ?
C27 C3 C29 C28 . . . . 19.1(3) ?
C28 C29 C30 C31 . . . . 6.5(5) ?
C3 C29 C30 C31 . . . . -115.1(4) ?
C28 C29 C30 C35 . . . . -172.0(3) ?
C3 C29 C30 C35 . . . . 66.4(4) ?
C35 C30 C31 C32 . . . . -2.4(6) ?
C29 C30 C31 C32 . . . . 179.1(3) ?
C30 C31 C32 C33 . . . . 0.7(6) ?
C31 C32 C33 C34 . . . . 0.5(6) ?
C31 C32 C33 Cl4 . . . . -179.5(3) ?
C32 C33 C34 C35 . . . . 0.1(6) ?
Cl4 C33 C34 C35 . . . . -179.9(3) ?
C33 C34 C35 C30 . . . . -1.8(6) ?
C31 C30 C35 C34 . . . . 3.0(6) ?
C29 C30 C35 C34 . . . . -178.5(3) ?
C38 N4 C37 O3 . . . . 175.4(4) ?
C38 N4 C37 C27 . . . . 0.2(4) ?
N3 C27 C37 O3 . . . . -60.6(5) ?
C39 C27 C37 O3 . . . . -176.0(4) ?
C3 C27 C37 O3 . . . . 54.9(5) ?
N3 C27 C37 N4 . . . . 114.5(3) ?
C39 C27 C37 N4 . . . . -0.9(4) ?
C3 C27 C37 N4 . . . . -130.0(3) ?
C37 N4 C38 C43 . . . . -175.1(4) ?
C37 N4 C38 C39 . . . . 0.6(4) ?
C43 C38 C39 C40 . . . . 4.1(6) ?
N4 C38 C39 C40 . . . . -171.9(3) ?
C43 C38 C39 C27 . . . . 174.7(3) ?
N4 C38 C39 C27 . . . . -1.2(4) ?
N3 C27 C39 C40 . . . . 53.2(5) ?
C37 C27 C39 C40 . . . . 170.3(4) ?
C3 C27 C39 C40 . . . . -65.9(5) ?
N3 C27 C39 C38 . . . . -115.8(3) ?
C37 C27 C39 C38 . . . . 1.3(4) ?
C3 C27 C39 C38 . . . . 125.1(3) ?
C38 C39 C40 C41 . . . . -3.8(5) ?
C27 C39 C40 C41 . . . . -172.0(4) ?
C39 C40 C41 C42 . . . . 1.3(6) ?
C40 C41 C42 C43 . . . . 1.3(6) ?
N4 C38 C43 C42 . . . . 173.7(4) ?
C39 C38 C43 C42 . . . . -1.5(6) ?
C41 C42 C43 C38 . . . . -1.2(6) ?
N5 O4 C44 C48 . . . . 133.0(3) ?
N5 O4 C44 C45 . . . . -105.4(3) ?
N5 O4 C44 C49 . . . . 8.7(3) ?
O4 C44 C45 O5 . . . . 61.8(4) ?
C48 C44 C45 O5 . . . . 176.5(3) ?
C49 C44 C45 O5 . . . . -48.1(4) ?
O4 C44 C45 C46 . . . . -115.2(3) ?
C48 C44 C45 C46 . . . . -0.6(5) ?
C49 C44 C45 C46 . . . . 134.9(3) ?
O5 C45 C46 C47 . . . . -158.2(3) ?
C44 C45 C46 C47 . . . . 18.6(4) ?
O5 C45 C46 C72 . . . . -33.4(5) ?
C44 C45 C46 C72 . . . . 143.5(3) ?
O5 C45 C46 C70 . . . . 78.9(4) ?
C44 C45 C46 C70 . . . . -104.2(3) ?
C48 N6 C47 C46 . . . . 81.0(3) ?
C63 N6 C47 C46 . . . . -158.1(3) ?
C45 C46 C47 N6 . . . . -57.0(3) ?
C72 C46 C47 N6 . . . . 179.9(3) ?
C70 C46 C47 N6 . . . . 63.7(3) ?
C47 N6 C48 C44 . . . . -58.4(4) ?
C63 N6 C48 C44 . . . . -179.5(3) ?
O4 C44 C48 N6 . . . . 132.4(3) ?
C45 C44 C48 N6 . . . . 19.4(4) ?
C49 C44 C48 N6 . . . . -112.4(3) ?
O4 C44 C49 C57 . . . . 114.6(3) ?
C48 C44 C49 C57 . . . . -1.7(5) ?
C45 C44 C49 C57 . . . . -136.2(3) ?
O4 C44 C49 C50 . . . . -7.8(3) ?
C48 C44 C49 C50 . . . . -124.1(3) ?
C45 C44 C49 C50 . . . . 101.4(3) ?
O4 N5 C50 C51 . . . . -173.0(3) ?
O4 N5 C50 C49 . . . . 0.0(4) ?
C57 C49 C50 N5 . . . . -120.1(3) ?
C44 C49 C50 N5 . . . . 5.2(4) ?
C57 C49 C50 C51 . . . . 52.8(4) ?
C44 C49 C50 C51 . . . . 178.1(3) ?
N5 C50 C51 C56 . . . . -130.9(4) ?
C49 C50 C51 C56 . . . . 56.7(5) ?
N5 C50 C51 C52 . . . . 52.5(5) ?
C49 C50 C51 C52 . . . . -119.9(4) ?
C56 C51 C52 C53 . . . . -3.1(5) ?
C50 C51 C52 C53 . . . . 173.8(3) ?
C56 C51 C52 Cl5 . . . . 176.9(3) ?
C50 C51 C52 Cl5 . . . . -6.2(5) ?
C51 C52 C53 C54 . . . . -0.5(6) ?
Cl5 C52 C53 C54 . . . . 179.5(3) ?
C52 C53 C54 C55 . . . . 3.9(6) ?
C53 C54 C55 C56 . . . . -3.4(6) ?
C54 C55 C56 C51 . . . . -0.5(6) ?
C54 C55 C56 Cl6 . . . . 177.3(3) ?
C52 C51 C56 C55 . . . . 3.6(5) ?
C50 C51 C56 C55 . . . . -173.2(3) ?
C52 C51 C56 Cl6 . . . . -174.2(3) ?
C50 C51 C56 Cl6 . . . . 9.0(5) ?
C50 C49 C57 C62 . . . . 37.4(4) ?
C44 C49 C57 C62 . . . . -78.0(4) ?
C50 C49 C57 C58 . . . . -146.2(3) ?
C44 C49 C57 C58 . . . . 98.4(4) ?
C62 C57 C58 C59 . . . . 2.5(5) ?
C49 C57 C58 C59 . . . . -173.9(3) ?
C57 C58 C59 C60 . . . . -0.9(6) ?
C58 C59 C60 C61 . . . . -1.7(6) ?
C58 C59 C60 Cl7 . . . . 176.2(3) ?
C59 C60 C61 C62 . . . . 2.6(6) ?
Cl7 C60 C61 C62 . . . . -175.4(3) ?
C58 C57 C62 C61 . . . . -1.6(5) ?
C49 C57 C62 C61 . . . . 174.7(3) ?
C60 C61 C62 C57 . . . . -0.9(6) ?
C48 N6 C63 C64 . . . . -69.4(4) ?
C47 N6 C63 C64 . . . . 171.4(3) ?
N6 C63 C64 C69 . . . . 147.5(3) ?
N6 C63 C64 C65 . . . . -38.7(5) ?
C69 C64 C65 C66 . . . . 0.7(6) ?
C63 C64 C65 C66 . . . . -173.2(4) ?
C64 C65 C66 C67 . . . . 0.6(7) ?
C65 C66 C67 C68 . . . . -0.7(7) ?
C66 C67 C68 C69 . . . . -0.7(6) ?
C67 C68 C69 C64 . . . . 2.1(6) ?
C65 C64 C69 C68 . . . . -2.1(5) ?
C63 C64 C69 C68 . . . . 172.0(4) ?
C71 N7 C70 C82 . . . . -163.8(3) ?
C79 N7 C70 C82 . . . . 66.9(4) ?
C71 N7 C70 C80 . . . . 85.2(3) ?
C79 N7 C70 C80 . . . . -44.1(4) ?
C71 N7 C70 C46 . . . . -34.5(3) ?
C79 N7 C70 C46 . . . . -163.7(3) ?
C45 C46 C70 N7 . . . . -109.9(3) ?
C47 C46 C70 N7 . . . . 130.3(3) ?
C72 C46 C70 N7 . . . . 7.6(3) ?
C45 C46 C70 C82 . . . . 12.9(4) ?
C47 C46 C70 C82 . . . . -107.0(3) ?
C72 C46 C70 C82 . . . . 130.4(3) ?
C45 C46 C70 C80 . . . . 130.2(3) ?
C47 C46 C70 C80 . . . . 10.3(4) ?
C72 C46 C70 C80 . . . . -112.3(3) ?
C70 N7 C71 C72 . . . . 47.9(3) ?
C79 N7 C71 C72 . . . . 176.8(3) ?
N7 C71 C72 C73 . . . . -167.9(3) ?
N7 C71 C72 C46 . . . . -40.6(3) ?
C45 C46 C72 C73 . . . . -96.1(3) ?
C47 C46 C72 C73 . . . . 25.4(4) ?
C70 C46 C72 C73 . . . . 147.5(3) ?
C45 C46 C72 C71 . . . . 136.2(3) ?
C47 C46 C72 C71 . . . . -102.4(3) ?
C70 C46 C72 C71 . . . . 19.7(3) ?
C71 C72 C73 C78 . . . . -172.6(3) ?
C46 C72 C73 C78 . . . . 66.1(4) ?
C71 C72 C73 C74 . . . . 7.7(5) ?
C46 C72 C73 C74 . . . . -113.6(4) ?
C78 C73 C74 C75 . . . . -1.3(6) ?
C72 C73 C74 C75 . . . . 178.4(4) ?
C73 C74 C75 C76 . . . . 0.2(6) ?
C74 C75 C76 C77 . . . . 0.8(6) ?
C74 C75 C76 Cl8 . . . . -179.3(3) ?
C75 C76 C77 C78 . . . . -0.6(6) ?
Cl8 C76 C77 C78 . . . . 179.5(3) ?
C76 C77 C78 C73 . . . . -0.7(6) ?
C74 C73 C78 C77 . . . . 1.6(6) ?
C72 C73 C78 C77 . . . . -178.1(3) ?
C81 N8 C80 O6 . . . . 174.9(4) ?
C81 N8 C80 C70 . . . . 1.3(4) ?
N7 C70 C80 O6 . . . . -59.4(5) ?
C82 C70 C80 O6 . . . . -175.9(4) ?
C46 C70 C80 O6 . . . . 55.7(5) ?
N7 C70 C80 N8 . . . . 114.2(3) ?
C82 C70 C80 N8 . . . . -2.3(4) ?
C46 C70 C80 N8 . . . . -130.7(3) ?
C80 N8 C81 C86 . . . . -174.9(4) ?
C80 N8 C81 C82 . . . . 0.4(5) ?
C86 C81 C82 C83 . . . . 3.4(6) ?
N8 C81 C82 C83 . . . . -172.3(3) ?
C86 C81 C82 C70 . . . . 173.6(3) ?
N8 C81 C82 C70 . . . . -2.0(4) ?
N7 C70 C82 C83 . . . . 53.4(5) ?
C80 C70 C82 C83 . . . . 171.3(4) ?
C46 C70 C82 C83 . . . . -66.3(5) ?
N7 C70 C82 C81 . . . . -115.3(3) ?
C80 C70 C82 C81 . . . . 2.6(4) ?
C46 C70 C82 C81 . . . . 125.0(3) ?
C81 C82 C83 C84 . . . . -3.7(5) ?
C70 C82 C83 C84 . . . . -171.5(4) ?
C82 C83 C84 C85 . . . . 1.1(6) ?
C83 C84 C85 C86 . . . . 2.0(6) ?
C82 C81 C86 C85 . . . . -0.3(6) ?
N8 C81 C86 C85 . . . . 174.5(4) ?
C84 C85 C86 C81 . . . . -2.4(6) ?
