#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/63/2216318.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_2216318
loop_
_publ_author_name
'P. Ramesh'
'S. Murugavel'
'A. Subbiah Pandi'
'Ramalingam Murugan'
'S. Sriman Narayanan'
_publ_section_title
(2E)-3-(2-Chlorophenyl)-1-[1'-(2-chlorophenyl)indoline-3-spiro-3'-perhydropyrrolo[1,2-a]indol-2'-yl]prop-2-en-1-one
_journal_coeditor_code           BT2616
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4851
_journal_page_last               o4851
_journal_paper_doi               10.1107/S1600536807059661
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C33 H30 Cl2 N2 O2'
_chemical_formula_moiety         'C33 H30 Cl2 N2 O2'
_chemical_formula_sum            'C33 H30 Cl2 N2 O2'
_chemical_formula_weight         557.49
_chemical_name_common
;
(2E)-4-(2-chlorophenyl)-1-[(spiro-3'-indolino)-1-(2-
chlorophenyl)decahydro-1H-pyrrolo[1,2-a]indol-2-yl]but-2-en-1-one
;
_chemical_name_systematic
;
(2E)-3-(2-Chlorophenyl)-1-[1'-(2-chlorophenyl)indoline-3-spiro-3'-
perhydropyrrolo[1,2-a]indol-2'-yl]prop-2-en-1-one
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.912(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.8293(16)
_cell_length_b                   9.6387(6)
_cell_length_c                   24.0094(17)
_cell_measurement_reflns_used    10569
_cell_measurement_temperature    293(2)
_cell_volume                     5642.1(6)
_computing_cell_refinement       'APEX2 (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material
'SHELXL97 (Sheldrick, 1997) and  PLATON  (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
'Bruker APEXII CCD area-detector diffractometer'
_diffrn_measurement_method       'ω scans'
_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  0.0314
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            35182
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.88
_diffrn_reflns_theta_min         1.67
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.264
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_correction_T_min  0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS;  Bruker, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2336
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.651
_refine_diff_density_min         -0.600
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     472
_refine_ls_number_reflns         8131
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0520
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0809P)²+3.0845P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1642
_reflns_number_gt                5246
_reflns_number_total             8131
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2616.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               2216318
_cod_database_fobs_code          2216318
loop_
_symmetry_equiv_pos_as_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'
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
Cl Cl1 0.08524(3) 0.95549(7) 0.15832(3) 0.06593(18) Uani d 1
Cl Cl2 0.40447(3) 1.11218(10) 0.05770(4) 0.0987(3) Uani d 1
O O1 0.22538(6) 0.81919(14) 0.23356(6) 0.0487(3) Uani d 1
O O2 0.30791(6) 0.82469(18) 0.06638(6) 0.0594(4) Uani d 1
N N1 0.33152(6) 0.96102(12) 0.24171(5) 0.0296(3) Uani d 1
C C2 0.31207(6) 0.85115(15) 0.20058(6) 0.0289(3) Uani d 1
C C3 0.28838(7) 0.93942(16) 0.14758(6) 0.0301(3) Uani d 1
H H3 0.2558(7) 0.9847(18) 0.1567(7) 0.029(4) Uiso d 1
C C4 0.33421(7) 1.04669(15) 0.14776(7) 0.0309(3) Uani d 1
H H4 0.3649(7) 1.0012(19) 0.1358(7) 0.030(4) Uiso d 1
C C5 0.34852(7) 1.08439(15) 0.21083(7) 0.0313(3) Uani d 1
H H5 0.3254(7) 1.1636(18) 0.2160(7) 0.028(4) Uiso d 1
C C6 0.40806(8) 1.1131(2) 0.23944(8) 0.0429(4) Uani d 1
H H6A 0.4345(8) 1.054(2) 0.2238(8) 0.040(5) Uiso d 1
H H6B 0.4189(9) 1.213(2) 0.2369(9) 0.054(6) Uiso d 1
C C7 0.40712(8) 1.06498(19) 0.29989(8) 0.0401(4) Uani d 1
H H7 0.3823(8) 1.128(2) 0.3149(8) 0.036(5) Uiso d 1
C C8 0.45964(10) 1.0451(3) 0.34284(10) 0.0556(5) Uani d 1
H H8A 0.4788(11) 1.133(3) 0.3502(12) 0.075(8) Uiso d 1
H H8B 0.4822(9) 0.977(2) 0.3284(9) 0.054(6) Uiso d 1
C C9 0.44547(12) 0.9898(3) 0.39755(10) 0.0644(6) Uani d 1
H H9A 0.4801(13) 0.973(3) 0.4237(13) 0.092(9) Uiso d 1
H H9B 0.4235(12) 1.061(3) 0.4127(12) 0.084(9) Uiso d 1
C C10 0.41086(13) 0.8586(3) 0.38859(11) 0.0681(7) Uani d 1
H H10A 0.4327(10) 0.783(3) 0.3784(10) 0.065(7) Uiso d 1
H H10B 0.4016(11) 0.824(3) 0.4235(13) 0.078(8) Uiso d 1
C C11 0.35993(11) 0.8740(3) 0.34230(9) 0.0572(6) Uani d 1
H H11A 0.3420(11) 0.784(3) 0.3330(11) 0.070(7) Uiso d 1
H H11B 0.3351(11) 0.942(3) 0.3543(11) 0.075(8) Uiso d 1
C C12 0.37641(7) 0.92858(17) 0.28916(7) 0.0357(4) Uani d 1
H H12 0.4018(8) 0.861(2) 0.2767(8) 0.037(5) Uiso d 1
C C13 0.35180(7) 0.73744(16) 0.19144(7) 0.0329(3) Uani d 1
C C14 0.40243(8) 0.74020(19) 0.17579(9) 0.0441(4) Uani d 1
H H14 0.4169(8) 0.823(2) 0.1667(9) 0.046(5) Uiso d 1
C C15 0.43018(10) 0.6167(2) 0.17180(10) 0.0572(6) Uani d 1
H H15 0.4648(11) 0.619(2) 0.1589(10) 0.064(7) Uiso d 1
C C16 0.40719(11) 0.4924(2) 0.18328(11) 0.0636(7) Uani d 1
H H16 0.4268(11) 0.410(3) 0.1833(11) 0.075(8) Uiso d 1
C C17 0.35686(10) 0.4872(2) 0.19983(10) 0.0549(5) Uani d 1
H H17 0.3410(10) 0.406(3) 0.2082(11) 0.067(7) Uiso d 1
C C18 0.32983(8) 0.61061(16) 0.20366(7) 0.0374(4) Uani d 1
N N19 0.27867(7) 0.63167(15) 0.21980(7) 0.0405(4) Uani d 1
H H19 0.2591(9) 0.568(2) 0.2314(9) 0.046(6) Uiso d 1
C C20 0.26575(7) 0.76780(16) 0.22028(7) 0.0334(3) Uani d 1
C C21 0.27287(7) 0.85917(18) 0.09258(7) 0.0368(4) Uani d 1
C C22 0.21529(8) 0.8265(2) 0.06962(8) 0.0427(4) Uani d 1
H H22 0.2098(8) 0.770(2) 0.0357(9) 0.052(6) Uiso d 1
C C23 0.17201(8) 0.8731(2) 0.08916(8) 0.0442(4) Uani d 1
H H23 0.1781(8) 0.923(2) 0.1225(10) 0.050(6) Uiso d 1
C C24 0.11472(8) 0.8535(2) 0.06237(8) 0.0446(4) Uani d 1
C C25 0.10014(10) 0.8012(3) 0.00719(10) 0.0582(6) Uani d 1
H H25 0.1293(11) 0.769(3) -0.0099(11) 0.078(8) Uiso d 1
C C26 0.04625(10) 0.7835(3) -0.01841(11) 0.0657(6) Uani d 1
H H26 0.0361(11) 0.749(3) -0.0580(12) 0.076(8) Uiso d 1
C C27 0.00531(11) 0.8181(3) 0.00991(11) 0.0657(7) Uani d 1
H H27 -0.0299(13) 0.807(3) -0.0057(13) 0.093(10) Uiso d 1
C C28 0.01747(9) 0.8710(3) 0.06405(11) 0.0587(6) Uani d 1
H H28 -0.0107(10) 0.894(2) 0.0856(10) 0.057(6) Uiso d 1
C C29 0.07196(8) 0.8891(2) 0.08982(9) 0.0466(4) Uani d 1
C C30 0.31806(7) 1.16913(17) 0.10870(7) 0.0370(4) Uani d 1
C C31 0.27304(10) 1.2499(2) 0.11304(10) 0.0568(6) Uani d 1
H H31 0.2548(10) 1.227(3) 0.1423(11) 0.076(8) Uiso d 1
C C32 0.25854(14) 1.3647(3) 0.07904(13) 0.0795(9) Uani d 1
H H32 0.2294(12) 1.415(3) 0.0855(12) 0.080(9) Uiso d 1
C C33 0.28963(14) 1.4019(3) 0.04007(13) 0.0836(9) Uani d 1
H H33 0.2787(14) 1.478(4) 0.0178(15) 0.111(11) Uiso d 1
C C34 0.33413(13) 1.3252(3) 0.03449(12) 0.0757(8) Uani d 1
H H34 0.3565(13) 1.349(3) 0.0109(14) 0.100(10) Uiso d 1
C C35 0.34795(9) 1.2089(2) 0.06815(9) 0.0523(5) Uani d 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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_3
_geom_angle
C2 N1 C12 . 118.26(12)
C2 N1 C5 . 109.06(12)
C12 N1 C5 . 107.95(12)
N1 C2 C13 . 118.61(13)
N1 C2 C20 . 109.76(12)
C13 C2 C20 . 102.13(12)
N1 C2 C3 . 100.47(11)
C13 C2 C3 . 115.67(12)
C20 C2 C3 . 110.30(13)
C21 C3 C4 . 114.31(13)
C21 C3 C2 . 115.41(13)
C4 C3 C2 . 101.60(12)
C21 C3 H3 . 109.7(10)
C4 C3 H3 . 110.0(10)
C2 C3 H3 . 105.2(10)
C30 C4 C5 . 114.34(13)
C30 C4 C3 . 114.43(14)
C5 C4 C3 . 101.26(12)
C30 C4 H4 . 107.5(11)
C5 C4 H4 . 110.7(10)
C3 C4 H4 . 108.5(11)
N1 C5 C4 . 105.40(12)
N1 C5 C6 . 104.99(13)
C4 C5 C6 . 120.61(15)
N1 C5 H5 . 109.2(10)
C4 C5 H5 . 106.2(10)
C6 C5 H5 . 110.0(10)
C7 C6 C5 . 100.60(14)
C7 C6 H6A . 108.3(12)
C5 C6 H6A . 112.1(11)
C7 C6 H6B . 113.7(13)
C5 C6 H6B . 113.1(12)
H6A C6 H6B . 108.8(17)
C8 C7 C12 . 110.28(16)
C8 C7 C6 . 121.29(18)
C12 C7 C6 . 101.50(14)
C8 C7 H7 . 110.4(11)
C12 C7 H7 . 105.5(11)
C6 C7 H7 . 106.6(11)
C7 C8 C9 . 108.8(2)
C7 C8 H8A . 110.0(16)
C9 C8 H8A . 109.6(17)
C7 C8 H8B . 108.9(14)
C9 C8 H8B . 108.6(14)
H8A C8 H8B . 111(2)
C8 C9 C10 . 112.7(2)
C8 C9 H9A . 107.0(18)
C10 C9 H9A . 111.1(18)
C8 C9 H9B . 108.0(17)
C10 C9 H9B . 107.1(17)
H9A C9 H9B . 111(2)
C9 C10 C11 . 113.0(2)
C9 C10 H10A . 109.3(16)
C11 C10 H10A . 108.5(15)
C9 C10 H10B . 112.7(17)
C11 C10 H10B . 111.4(16)
H10A C10 H10B . 101(2)
C12 C11 C10 . 109.3(2)
C12 C11 H11A . 107.4(15)
C10 C11 H11A . 111.0(15)
C12 C11 H11B . 107.6(16)
C10 C11 H11B . 109.4(16)
H11A C11 H11B . 112(2)
N1 C12 C11 . 116.32(16)
N1 C12 C7 . 103.32(13)
C11 C12 C7 . 111.52(16)
N1 C12 H12 . 109.7(11)
C11 C12 H12 . 108.4(11)
C7 C12 H12 . 107.1(11)
C14 C13 C18 . 119.22(15)
C14 C13 C2 . 132.56(14)
C18 C13 C2 . 108.19(14)
C13 C14 C15 . 119.51(18)
C13 C14 H14 . 119.9(13)
C15 C14 H14 . 120.6(13)
C16 C15 C14 . 120.2(2)
C16 C15 H15 . 120.6(14)
C14 C15 H15 . 119.1(14)
C15 C16 C17 . 121.36(19)
C15 C16 H16 . 120.5(17)
C17 C16 H16 . 117.9(17)
C18 C17 C16 . 117.80(19)
C18 C17 H17 . 119.4(16)
C16 C17 H17 . 122.8(16)
C17 C18 C13 . 121.94(18)
C17 C18 N19 . 128.15(16)
C13 C18 N19 . 109.91(14)
C20 N19 C18 . 111.69(14)
C20 N19 H19 . 122.8(14)
C18 N19 H19 . 125.3(14)
O1 C20 N19 . 127.43(15)
O1 C20 C2 . 124.52(14)
N19 C20 C2 . 108.05(14)
O2 C21 C22 . 119.38(16)
O2 C21 C3 . 120.18(16)
C22 C21 C3 . 120.41(15)
C23 C22 C21 . 126.20(17)
C23 C22 H22 . 119.5(12)
C21 C22 H22 . 114.2(12)
C22 C23 C24 . 125.92(18)
C22 C23 H23 . 118.3(13)
C24 C23 H23 . 115.8(13)
C29 C24 C25 . 116.90(18)
C29 C24 C23 . 121.74(18)
C25 C24 C23 . 121.34(19)
C26 C25 C24 . 121.6(2)
C26 C25 H25 . 121.6(16)
C24 C25 H25 . 116.5(16)
C27 C26 C25 . 120.0(2)
C27 C26 H26 . 118.6(15)
C25 C26 H26 . 121.3(15)
C26 C27 C28 . 120.7(2)
C26 C27 H27 . 122(2)
C28 C27 H27 . 118(2)
C27 C28 C29 . 119.3(2)
C27 C28 H28 . 122.5(14)
C29 C28 H28 . 118.2(14)
C28 C29 C24 . 121.6(2)
C28 C29 Cl1 . 117.56(17)
C24 C29 Cl1 . 120.87(15)
C31 C30 C35 . 116.47(17)
C31 C30 C4 . 121.03(16)
C35 C30 C4 . 122.47(17)
C32 C31 C30 . 122.0(2)
C32 C31 H31 . 121.6(17)
C30 C31 H31 . 116.2(16)
C33 C32 C31 . 119.7(3)
C33 C32 H32 . 123.2(19)
C31 C32 H32 . 117.0(19)
C34 C33 C32 . 120.0(2)
C34 C33 H33 . 122(2)
C32 C33 H33 . 118(2)
C33 C34 C35 . 119.9(2)
C33 C34 H34 . 122(2)
C35 C34 H34 . 118(2)
C30 C35 C34 . 121.8(2)
C30 C35 Cl2 1 120.44(15)
C34 C35 Cl2 1 117.75(18)
C30 C35 Cl2 . 120.44(15)
C34 C35 Cl2 . 117.75(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cl1 C29 . 1.737(2)
Cl2 C35 . 1.742(2)
O1 C20 . 1.214(2)
O2 C21 . 1.213(2)
N1 C2 . 1.4659(19)
N1 C12 . 1.469(2)
N1 C5 . 1.5035(19)
C2 C13 . 1.518(2)
C2 C20 . 1.549(2)
C2 C3 . 1.551(2)
C3 C21 . 1.516(2)
C3 C4 . 1.537(2)
C3 H3 . 0.980(18)
C4 C30 . 1.514(2)
C4 C5 . 1.532(2)
C4 H4 . 0.968(18)
C5 C6 . 1.533(3)
C5 H5 . 0.977(18)
C6 C7 . 1.528(3)
C6 H6A . 1.00(2)
C6 H6B . 1.00(2)
C7 C8 . 1.514(3)
C7 C12 . 1.517(2)
C7 H7 . 0.978(19)
C8 C9 . 1.519(4)
C8 H8A . 0.97(3)
C8 H8B . 0.97(2)
C9 C10 . 1.522(4)
C9 H9A . 0.98(3)
C9 H9B . 0.99(3)
C10 C11 . 1.525(3)
C10 H10A . 0.96(3)
C10 H10B . 0.97(3)
C11 C12 . 1.507(3)
C11 H11A . 0.98(3)
C11 H11B . 0.98(3)
C12 H12 . 0.993(19)
C13 C14 . 1.379(2)
C13 C18 . 1.392(2)
C14 C15 . 1.388(3)
C14 H14 . 0.92(2)
C15 C16 . 1.378(3)
C15 H15 . 0.97(3)
C16 C17 . 1.382(3)
C16 H16 . 0.93(3)
C17 C18 . 1.378(3)
C17 H17 . 0.92(3)
C18 N19 . 1.411(2)
N19 C20 . 1.351(2)
N19 H19 . 0.86(2)
C21 C22 . 1.466(3)
C22 C23 . 1.329(3)
C22 H22 . 0.97(2)
C23 C24 . 1.458(3)
C23 H23 . 0.92(2)
C24 C29 . 1.394(3)
C24 C25 . 1.400(3)
C25 C26 . 1.373(3)
C25 H25 . 0.95(3)
C26 C27 . 1.367(4)
C26 H26 . 0.99(3)
C27 C28 . 1.375(4)
C27 H27 . 0.89(3)
C28 C29 . 1.388(3)
C28 H28 . 0.97(2)
C30 C31 . 1.382(3)
C30 C35 . 1.385(2)
C31 C32 . 1.382(3)
C31 H31 . 0.93(3)
C32 C33 . 1.369(4)
C32 H32 . 0.91(3)
C33 C34 . 1.357(4)
C33 H33 . 0.92(4)
C34 C35 . 1.387(3)
C34 H34 . 0.90(3)
C35 Cl2 1 1.742(2)
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
C4 H4 Cl2 1 0.968(18) 2.515(18) 3.0895(16) 118.0(13)
N19 H19 O1 4_545 0.86(2) 2.54(2) 3.222(2) 136.0(18)
C17 H17 O1 4_545 0.92(3) 2.50(3) 3.253(3) 140(2)
C22 H22 O2 7_565 0.97(2) 2.57(2) 3.522(2) 166.3(17)
C25 H25 O2 7_565 0.95(3) 2.43(3) 3.366(3) 171(2)
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
C12 N1 C2 C13 . . -27.37(19)
C5 N1 C2 C13 . . 96.41(15)
C12 N1 C2 C20 . . 89.38(16)
C5 N1 C2 C20 . . -146.84(13)
C12 N1 C2 C3 . . -154.43(13)
C5 N1 C2 C3 . . -30.65(15)
N1 C2 C3 C21 . . 169.87(13)
C13 C2 C3 C21 . . 40.89(19)
C20 C2 C3 C21 . . -74.35(17)
N1 C2 C3 C4 . . 45.62(14)
C13 C2 C3 C4 . . -83.36(15)
C20 C2 C3 C4 . . 161.40(12)
C21 C3 C4 C30 . . 68.36(18)
C2 C3 C4 C30 . . -166.65(13)
C21 C3 C4 C5 . . -168.14(14)
C2 C3 C4 C5 . . -43.14(14)
C2 N1 C5 C4 . . 4.06(16)
C12 N1 C5 C4 . . 133.74(13)
C2 N1 C5 C6 . . -124.30(14)
C12 N1 C5 C6 . . 5.38(17)
C30 C4 C5 N1 . . 148.21(14)
C3 C4 C5 N1 . . 24.64(15)
C30 C4 C5 C6 . . -93.44(18)
C3 C4 C5 C6 . . 142.99(15)
N1 C5 C6 C7 . . -31.18(17)
C4 C5 C6 C7 . . -149.73(15)
C5 C6 C7 C8 . . 167.58(17)
C5 C6 C7 C12 . . 45.07(17)
C12 C7 C8 C9 . . -58.8(2)
C6 C7 C8 C9 . . -177.02(19)
C7 C8 C9 C10 . . 54.5(3)
C8 C9 C10 C11 . . -52.3(4)
C9 C10 C11 C12 . . 51.9(3)
C2 N1 C12 C11 . . -90.1(2)
C5 N1 C12 C11 . . 145.60(17)
C2 N1 C12 C7 . . 147.41(14)
C5 N1 C12 C7 . . 23.08(17)
C10 C11 C12 N1 . . -174.89(18)
C10 C11 C12 C7 . . -56.8(3)
C8 C7 C12 N1 . . -172.44(16)
C6 C7 C12 N1 . . -42.64(18)
C8 C7 C12 C11 . . 61.9(2)
C6 C7 C12 C11 . . -168.31(18)
N1 C2 C13 C14 . . -56.7(3)
C20 C2 C13 C14 . . -177.40(19)
C3 C2 C13 C14 . . 62.8(3)
N1 C2 C13 C18 . . 121.44(15)
C20 C2 C13 C18 . . 0.70(17)
C3 C2 C13 C18 . . -119.10(15)
C18 C13 C14 C15 . . 0.8(3)
C2 C13 C14 C15 . . 178.76(19)
C13 C14 C15 C16 . . 0.2(4)
C14 C15 C16 C17 . . -1.1(4)
C15 C16 C17 C18 . . 1.0(4)
C16 C17 C18 C13 . . 0.0(3)
C16 C17 C18 N19 . . -179.6(2)
C14 C13 C18 C17 . . -0.9(3)
C2 C13 C18 C17 . . -179.32(18)
C14 C13 C18 N19 . . 178.74(16)
C2 C13 C18 N19 . . 0.34(19)
C17 C18 N19 C20 . . 178.2(2)
C13 C18 N19 C20 . . -1.4(2)
C18 N19 C20 O1 . . -178.11(17)
C18 N19 C20 C2 . . 1.9(2)
N1 C2 C20 O1 . . 51.7(2)
C13 C2 C20 O1 . . 178.44(17)
C3 C2 C20 O1 . . -58.1(2)
N1 C2 C20 N19 . . -128.25(14)
C13 C2 C20 N19 . . -1.55(17)
C3 C2 C20 N19 . . 121.95(15)
C4 C3 C21 O2 . . 37.5(2)
C2 C3 C21 O2 . . -79.8(2)
C4 C3 C21 C22 . . -140.45(16)
C2 C3 C21 C22 . . 102.23(18)
O2 C21 C22 C23 . . -170.3(2)
C3 C21 C22 C23 . . 7.7(3)
C21 C22 C23 C24 . . 172.42(18)
C22 C23 C24 C29 . . 170.9(2)
C22 C23 C24 C25 . . -10.8(3)
C29 C24 C25 C26 . . -1.1(3)
C23 C24 C25 C26 . . -179.5(2)
C24 C25 C26 C27 . . 0.4(4)
C25 C26 C27 C28 . . 0.1(4)
C26 C27 C28 C29 . . 0.1(4)
C27 C28 C29 C24 . . -0.8(3)
C27 C28 C29 Cl1 . . -179.73(19)
C25 C24 C29 C28 . . 1.2(3)
C23 C24 C29 C28 . . 179.63(19)
C25 C24 C29 Cl1 . . -179.81(17)
C23 C24 C29 Cl1 . . -1.4(3)
C5 C4 C30 C31 . . -60.8(2)
C3 C4 C30 C31 . . 55.4(2)
C5 C4 C30 C35 . . 117.3(2)
C3 C4 C30 C35 . . -126.51(19)
C35 C30 C31 C32 . . -0.3(4)
C4 C30 C31 C32 . . 177.9(2)
C30 C31 C32 C33 . . -0.7(5)
C31 C32 C33 C34 . . 0.7(5)
C32 C33 C34 C35 . . 0.3(5)
C31 C30 C35 C34 . . 1.3(3)
C4 C30 C35 C34 . . -176.9(2)
C31 C30 C35 Cl2 . 1 -178.35(18)
C4 C30 C35 Cl2 . 1 3.4(3)
C31 C30 C35 Cl2 . . -178.35(18)
C4 C30 C35 Cl2 . . 3.4(3)
C33 C34 C35 C30 . . -1.3(4)
C33 C34 C35 Cl2 . 1 178.4(3)
C33 C34 C35 Cl2 . . 178.4(3)
Cl2 Cl2 C35 C30 1 . 0.00(4)
Cl2 Cl2 C35 C34 1 . 0.00(2)
