#------------------------------------------------------------------------------
#$Date: 2025-08-19 15:18:28 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301805 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/70/2227003.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_2227003
loop_
_publ_author_name
'Xiao, Zuo-an'
'Zhan, Dan'
_publ_section_title
;
 Dichlorido[tris(benzimidazol-2-ylmethyl)amine]indium(III) chloride
 ethanol solvate dihydrate
;
_journal_coeditor_code           LH5092
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1040
_journal_page_last               m1041
_journal_paper_doi               10.1107/S1600536810029806
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[In Cl2 (C24 H21 N7)] Cl, C2 H6 O, 2H2 O'
_chemical_formula_moiety         'C24 H21 Cl2 In N7 +, Cl -, C2 H6 O, 2(H2 O)'
_chemical_formula_sum            'C26 H31 Cl3 In N7 O3'
_chemical_formula_weight         710.75
_chemical_name_systematic
;
Dichlorido[tris(benzimidazol-2-ylmethyl)amine]indium(III) chloride ethanol
solvate dihydrate
;
_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'
_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                 103.75
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.4152(10)
_cell_length_b                   13.7394(13)
_cell_length_c                   21.903(2)
_cell_measurement_reflns_used    5767
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.26
_cell_measurement_theta_min      2.42
_cell_volume                     3044.5(5)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2007)'
_computing_data_collection       'SMART (Bruker, 2007)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2007)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'φ and 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  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0299
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            22634
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    1.080
_exptl_absorpt_correction_T_max  0.8997
_exptl_absorpt_correction_T_min  0.8462
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.945
_refine_diff_density_min         -0.550
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         7526
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.154
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0380
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0382P)²+1.3452P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0869
_refine_ls_wR_factor_ref         0.0890
_reflns_number_gt                6941
_reflns_number_total             7526
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5092.cif
_cod_data_source_block           I
_cod_original_cell_volume        3044.4(5)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2227003
_cod_database_fobs_code          2227003
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_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
In In1 0.447613(16) 0.710677(12) 0.302721(8) 0.02890(6) Uani d . 1 . .
C C1 0.6729(2) 0.85480(19) 0.37586(13) 0.0380(6) Uani d . 1 . .
H H1A 0.7209 0.8873 0.4137 0.046 Uiso calc R 1 . .
H H1B 0.6774 0.8950 0.3400 0.046 Uiso calc R 1 . .
C C2 0.7324(2) 0.7572(2) 0.37027(12) 0.0354(5) Uani d . 1 A .
C C3 0.7475(2) 0.6060(2) 0.34430(12) 0.0352(5) Uani d . 1 . .
C C4 0.7229(3) 0.5111(2) 0.32325(13) 0.0419(6) Uani d . 1 . .
H H4 0.6393 0.4915 0.3011 0.050 Uiso calc R 1 . .
C C5 0.8274(3) 0.4474(2) 0.33659(15) 0.0547(8) Uani d . 1 . .
H H5 0.8143 0.3830 0.3234 0.066 Uiso calc R 1 . .
C C6 0.9521(3) 0.4770(3) 0.36927(18) 0.0671(10) Uani d . 1 . .
H H6 1.0206 0.4318 0.3769 0.081 Uiso calc R 1 . .
C C7 0.9781(3) 0.5705(3) 0.39078(17) 0.0615(9) Uani d . 1 . .
H H7 1.0621 0.5896 0.4127 0.074 Uiso calc R 1 . .
C C8 0.8723(3) 0.6355(2) 0.37807(13) 0.0422(6) Uani d . 1 A .
C C9 0.5226(3) 0.8079(2) 0.44197(12) 0.0395(6) Uani d . 1 . .
H H9A 0.4754 0.8572 0.4596 0.047 Uiso calc R 1 . .
H H9B 0.6107 0.8025 0.4691 0.047 Uiso calc R 1 . .
C C10 0.4529(3) 0.71260(19) 0.44155(12) 0.0352(5) Uani d . 1 . .
C C11 0.3720(2) 0.5684(2) 0.41656(12) 0.0354(5) Uani d . 1 . .
C C12 0.3344(3) 0.4790(2) 0.38883(14) 0.0432(6) Uani d . 1 . .
H H12 0.3404 0.4655 0.3480 0.052 Uiso calc R 1 . .
C C13 0.2875(3) 0.4107(2) 0.42440(16) 0.0521(8) Uani d . 1 . .
H H13 0.2617 0.3499 0.4072 0.063 Uiso calc R 1 . .
C C14 0.2782(3) 0.4307(3) 0.48525(17) 0.0551(8) Uani d . 1 . .
H H14 0.2449 0.3831 0.5074 0.066 Uiso calc R 1 . .
C C15 0.3163(3) 0.5182(3) 0.51383(15) 0.0521(8) Uani d . 1 . .
H H15 0.3101 0.5310 0.5547 0.063 Uiso calc R 1 . .
C C16 0.3648(3) 0.5868(2) 0.47842(13) 0.0397(6) Uani d . 1 . .
C C17 0.4499(3) 0.92644(19) 0.35714(13) 0.0383(6) Uani d . 1 . .
H H17A 0.4807 0.9600 0.3244 0.046 Uiso calc R 1 . .
H H17B 0.4554 0.9710 0.3920 0.046 Uiso calc R 1 . .
C C18 0.3108(3) 0.8943(2) 0.33274(12) 0.0363(5) Uani d . 1 . .
C C19 0.1407(3) 0.8058(2) 0.28851(12) 0.0366(6) Uani d . 1 . .
C C20 0.0541(3) 0.7343(2) 0.25857(15) 0.0478(7) Uani d . 1 . .
H H20 0.0843 0.6735 0.2495 0.057 Uiso calc R 1 . .
C C21 -0.0787(3) 0.7572(3) 0.24282(16) 0.0566(8) Uani d . 1 . .
H H21 -0.1390 0.7109 0.2225 0.068 Uiso calc R 1 . .
C C22 -0.1246(3) 0.8477(3) 0.25658(16) 0.0566(9) Uani d . 1 . .
H H22 -0.2148 0.8604 0.2448 0.068 Uiso calc R 1 . .
C C23 -0.0411(3) 0.9185(3) 0.28691(15) 0.0526(8) Uani d . 1 . .
H H23 -0.0726 0.9784 0.2967 0.063 Uiso calc R 1 . .
C C24 0.0937(3) 0.8965(2) 0.30258(13) 0.0408(6) Uani d . 1 . .
C C25 1.061(3) 0.7795(16) 0.5779(14) 0.163(9) Uani d P 0.54(2) A 1
H H25A 1.0751 0.7203 0.5572 0.244 Uiso calc PR 0.54(2) A 1
H H25B 1.0014 0.7672 0.6045 0.244 Uiso calc PR 0.54(2) A 1
H H25C 1.1435 0.8028 0.6029 0.244 Uiso calc PR 0.54(2) A 1
C C26 1.0026(12) 0.8538(10) 0.5302(6) 0.101(5) Uani d P 0.54(2) A 1
H H26A 0.9071 0.8488 0.5224 0.121 Uiso calc PR 0.54(2) A 1
H H26B 1.0271 0.9174 0.5485 0.121 Uiso calc PR 0.54(2) A 1
C C25' 1.058(3) 0.8492(17) 0.5828(15) 0.140(9) Uani d P 0.46(2) A 2
H H25D 1.1351 0.8561 0.6166 0.209 Uiso calc PR 0.46(2) A 2
H H25E 0.9843 0.8298 0.5993 0.209 Uiso calc PR 0.46(2) A 2
H H25F 1.0383 0.9104 0.5613 0.209 Uiso calc PR 0.46(2) A 2
C C26' 1.0832(19) 0.7717(14) 0.5365(8) 0.115(7) Uani d P 0.46(2) A 2
H H26C 1.1710 0.7449 0.5522 0.138 Uiso calc PR 0.46(2) A 2
H H26D 1.0201 0.7192 0.5346 0.138 Uiso calc PR 0.46(2) A 2
Cl Cl1 0.35306(7) 0.57777(5) 0.23656(3) 0.04797(17) Uani d . 1 . .
Cl Cl2 0.49870(7) 0.81165(5) 0.21877(3) 0.04437(16) Uani d . 1 . .
Cl Cl3 0.30232(9) 0.53452(6) 0.00493(4) 0.0574(2) Uani d . 1 . .
N N1 0.53335(19) 0.83983(15) 0.37826(9) 0.0316(4) Uani d . 1 . .
N N2 0.6621(2) 0.68466(16) 0.34018(10) 0.0341(5) Uani d . 1 . .
N N3 0.8591(2) 0.73183(19) 0.39420(12) 0.0431(6) Uani d . 1 . .
H H3 0.9204 0.7686 0.4155 0.052 Uiso calc R 1 A 1
N N4 0.4266(2) 0.65021(16) 0.39445(10) 0.0339(5) Uani d . 1 . .
N N5 0.4164(2) 0.67908(18) 0.49227(11) 0.0412(5) Uani d . 1 . .
H H5A 0.4238 0.7095 0.5272 0.049 Uiso calc R 1 . .
N N6 0.2781(2) 0.80711(16) 0.30802(10) 0.0350(5) Uani d . 1 . .
N N7 0.2042(2) 0.95009(17) 0.33077(11) 0.0421(5) Uani d . 1 . .
H H7A 0.2045 1.0087 0.3446 0.050 Uiso calc R 1 . .
O O2 0.4684(3) 0.6888(2) 0.09360(12) 0.0655(7) Uani d D 1 . .
H H2A 0.416(3) 0.644(2) 0.0807(16) 0.079 Uiso d D 1 . .
H H2B 0.460(4) 0.706(3) 0.1286(11) 0.079 Uiso d D 1 . .
O O3 0.7331(3) 0.6250(2) 0.10069(13) 0.0683(7) Uani d D 1 . .
H H3A 0.662(3) 0.653(3) 0.0997(17) 0.082 Uiso d D 1 . .
H H3B 0.726(4) 0.595(3) 0.0673(13) 0.082 Uiso d D 1 . .
O O1 1.0355(12) 0.8506(10) 0.4735(6) 0.079(3) Uani d P 0.54(2) A 1
H H1 1.1026 0.8828 0.4753 0.118 Uiso d PR 0.54(2) A 1
O O1' 1.0731(18) 0.8074(14) 0.4765(8) 0.097(5) Uani d P 0.46(2) A 2
H H1' 1.0988 0.8639 0.4787 0.146 Uiso d PR 0.46(2) A 2
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'
In In -0.7276 1.3100 '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
N2 In1 N4 . . 84.98(8) ?
N2 In1 N6 . . 144.67(8) ?
N4 In1 N6 . . 85.77(8) ?
N2 In1 Cl1 . . 109.53(6) ?
N4 In1 Cl1 . . 98.44(6) ?
N6 In1 Cl1 . . 105.52(6) ?
N2 In1 N1 . . 72.12(7) ?
N4 In1 N1 . . 76.07(7) ?
N6 In1 N1 . . 72.56(7) ?
Cl1 In1 N1 . . 174.22(5) ?
N2 In1 Cl2 . . 89.41(6) ?
N4 In1 Cl2 . . 165.30(6) ?
N6 In1 Cl2 . . 91.06(6) ?
Cl1 In1 Cl2 . . 96.24(3) ?
N1 In1 Cl2 . . 89.28(5) ?
N1 C1 C2 . . 107.9(2) ?
N1 C1 H1A . . 110.1 ?
C2 C1 H1A . . 110.1 ?
N1 C1 H1B . . 110.1 ?
C2 C1 H1B . . 110.1 ?
H1A C1 H1B . . 108.4 ?
N2 C2 N3 . . 112.1(2) ?
N2 C2 C1 . . 121.8(2) ?
N3 C2 C1 . . 126.0(2) ?
C4 C3 N2 . . 130.2(2) ?
C4 C3 C8 . . 121.7(2) ?
N2 C3 C8 . . 108.1(2) ?
C5 C4 C3 . . 117.0(3) ?
C5 C4 H4 . . 121.5 ?
C3 C4 H4 . . 121.5 ?
C4 C5 C6 . . 121.4(3) ?
C4 C5 H5 . . 119.3 ?
C6 C5 H5 . . 119.3 ?
C7 C6 C5 . . 122.4(3) ?
C7 C6 H6 . . 118.8 ?
C5 C6 H6 . . 118.8 ?
C6 C7 C8 . . 116.7(3) ?
C6 C7 H7 . . 121.7 ?
C8 C7 H7 . . 121.7 ?
N3 C8 C7 . . 133.1(3) ?
N3 C8 C3 . . 106.0(2) ?
C7 C8 C3 . . 120.9(3) ?
N1 C9 C10 . . 113.3(2) ?
N1 C9 H9A . . 108.9 ?
C10 C9 H9A . . 108.9 ?
N1 C9 H9B . . 108.9 ?
C10 C9 H9B . . 108.9 ?
H9A C9 H9B . . 107.7 ?
N4 C10 N5 . . 112.2(2) ?
N4 C10 C9 . . 125.7(2) ?
N5 C10 C9 . . 121.9(2) ?
C12 C11 N4 . . 131.1(3) ?
C12 C11 C16 . . 120.7(3) ?
N4 C11 C16 . . 108.1(2) ?
C13 C12 C11 . . 117.1(3) ?
C13 C12 H12 . . 121.4 ?
C11 C12 H12 . . 121.4 ?
C12 C13 C14 . . 121.5(3) ?
C12 C13 H13 . . 119.3 ?
C14 C13 H13 . . 119.3 ?
C15 C14 C13 . . 122.3(3) ?
C15 C14 H14 . . 118.8 ?
C13 C14 H14 . . 118.8 ?
C14 C15 C16 . . 116.4(3) ?
C14 C15 H15 . . 121.8 ?
C16 C15 H15 . . 121.8 ?
N5 C16 C15 . . 132.4(3) ?
N5 C16 C11 . . 105.7(2) ?
C15 C16 C11 . . 121.9(3) ?
N1 C17 C18 . . 108.9(2) ?
N1 C17 H17A . . 109.9 ?
C18 C17 H17A . . 109.9 ?
N1 C17 H17B . . 109.9 ?
C18 C17 H17B . . 109.9 ?
H17A C17 H17B . . 108.3 ?
N6 C18 N7 . . 111.9(2) ?
N6 C18 C17 . . 123.3(2) ?
N7 C18 C17 . . 124.8(2) ?
C20 C19 N6 . . 131.2(3) ?
C20 C19 C24 . . 120.8(3) ?
N6 C19 C24 . . 108.0(2) ?
C21 C20 C19 . . 117.1(3) ?
C21 C20 H20 . . 121.4 ?
C19 C20 H20 . . 121.4 ?
C20 C21 C22 . . 121.7(3) ?
C20 C21 H21 . . 119.1 ?
C22 C21 H21 . . 119.1 ?
C23 C22 C21 . . 122.0(3) ?
C23 C22 H22 . . 119.0 ?
C21 C22 H22 . . 119.0 ?
C22 C23 C24 . . 116.8(3) ?
C22 C23 H23 . . 121.6 ?
C24 C23 H23 . . 121.6 ?
N7 C24 C23 . . 132.5(3) ?
N7 C24 C19 . . 105.9(2) ?
C23 C24 C19 . . 121.5(3) ?
O1 C26 C25 . . 118.0(15) ?
O1 C26 H26A . . 107.8 ?
C25 C26 H26A . . 107.8 ?
O1 C26 H26B . . 107.8 ?
C25 C26 H26B . . 107.8 ?
H26A C26 H26B . . 107.1 ?
C26' C25' H25D . . 109.5 ?
C26' C25' H25E . . 109.5 ?
H25D C25' H25E . . 109.5 ?
C26' C25' H25F . . 109.5 ?
H25D C25' H25F . . 109.5 ?
H25E C25' H25F . . 109.5 ?
O1' C26' C25' . . 113.3(18) ?
O1' C26' H26C . . 108.9 ?
C25' C26' H26C . . 108.9 ?
O1' C26' H26D . . 108.9 ?
C25' C26' H26D . . 108.9 ?
H26C C26' H26D . . 107.7 ?
In1 Cl1 O2 . . 91.52(5) ?
C17 N1 C1 . . 112.7(2) ?
C17 N1 C9 . . 111.1(2) ?
C1 N1 C9 . . 111.5(2) ?
C17 N1 In1 . . 106.19(14) ?
C1 N1 In1 . . 106.27(15) ?
C9 N1 In1 . . 108.81(15) ?
C2 N2 C3 . . 106.5(2) ?
C2 N2 In1 . . 117.06(17) ?
C3 N2 In1 . . 136.28(17) ?
C2 N3 C8 . . 107.2(2) ?
C2 N3 O1 . . 122.7(4) ?
C8 N3 O1 . . 129.6(4) ?
C2 N3 H3 . . 126.4 ?
C8 N3 H3 . . 126.4 ?
C10 N4 C11 . . 106.1(2) ?
C10 N4 In1 . . 114.55(17) ?
C11 N4 In1 . . 138.28(17) ?
C10 N5 C16 . . 107.8(2) ?
C10 N5 H5A . . 126.1 ?
C16 N5 H5A . . 126.1 ?
C18 N6 C19 . . 106.4(2) ?
C18 N6 In1 . . 115.33(17) ?
C19 N6 In1 . . 138.08(18) ?
C18 N7 C24 . . 107.8(2) ?
C18 N7 H7A . . 126.1 ?
C24 N7 H7A . . 126.1 ?
O3 O2 Cl3 . . 102.18(10) ?
O3 O2 Cl1 . . 108.16(10) ?
Cl3 O2 Cl1 . . 90.17(7) ?
O3 O2 H2A . . 110(3) ?
Cl1 O2 H2A . . 71(3) ?
O3 O2 H2B . . 110(3) ?
Cl3 O2 H2B . . 128(3) ?
H2A O2 H2B . . 109(3) ?
O2 O3 H3B . . 103(3) ?
H3A O3 H3B . . 108(3) ?
C26 O1 N3 . . 108.6(8) ?
C26 O1 H1 . . 109.4 ?
N3 O1 H1 . . 141.9 ?
C26 O1 H1' . . 106.6 ?
N3 O1 H1' . . 139.3 ?
C26' O1' H3 . . 115.6 ?
C26' O1' H1 . . 113.8 ?
H3 O1' H1 . . 116.6 ?
C26' O1' H1' . . 109.2 ?
H3 O1' H1' . . 121.1 ?
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
In1 N2 . 2.218(2) ?
In1 N4 . 2.232(2) ?
In1 N6 . 2.233(2) ?
In1 Cl1 . 2.3928(7) ?
In1 N1 . 2.446(2) ?
In1 Cl2 . 2.4604(7) ?
C1 N1 . 1.481(3) ?
C1 C2 . 1.495(4) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 N2 . 1.317(3) ?
C2 N3 . 1.344(3) ?
C3 C4 . 1.386(4) ?
C3 N2 . 1.390(3) ?
C3 C8 . 1.394(4) ?
C4 C5 . 1.374(4) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.386(5) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.374(5) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.393(4) ?
C7 H7 . 0.9300 ?
C8 N3 . 1.386(4) ?
C9 N1 . 1.492(3) ?
C9 C10 . 1.495(4) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 N4 . 1.319(3) ?
C10 N5 . 1.338(3) ?
C11 C12 . 1.385(4) ?
C11 N4 . 1.397(3) ?
C11 C16 . 1.398(4) ?
C12 C13 . 1.380(4) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.387(5) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.369(5) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.390(4) ?
C15 H15 . 0.9300 ?
C16 N5 . 1.382(4) ?
C17 N1 . 1.481(3) ?
C17 C18 . 1.487(4) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 N6 . 1.326(3) ?
C18 N7 . 1.341(3) ?
C19 C20 . 1.389(4) ?
C19 N6 . 1.392(3) ?
C19 C24 . 1.399(4) ?
C20 C21 . 1.380(4) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.391(5) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.367(5) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.397(4) ?
C23 H23 . 0.9300 ?
C24 N7 . 1.383(4) ?
C25 C26 . 1.48(3) ?
C25 H25A . 0.9600 ?
C25 H25B . 0.9600 ?
C25 H25C . 0.9600 ?
C26 O1 . 1.366(17) ?
C26 H26A . 0.9700 ?
C26 H26B . 0.9700 ?
C25' C26' . 1.54(4) ?
C25' H25D . 0.9600 ?
C25' H25E . 0.9600 ?
C25' H25F . 0.9600 ?
C26' O1' . 1.38(2) ?
C26' H26C . 0.9700 ?
C26' H26D . 0.9700 ?
N3 H3 . 0.8600 ?
N5 H5A . 0.8600 ?
N7 H7A . 0.8600 ?
O2 H2A . 0.823(17) ?
O2 H2B . 0.825(18) ?
O3 H3A . 0.823(18) ?
O3 H3B . 0.829(18) ?
O1 H1 . 0.8200 ?
O1' H1' . 0.8195 ?
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
C9 H9A Cl3 4_576 0.97 2.70 3.655(3) 167.6 yes
C1 H1A Cl3 2_655 0.97 2.74 3.558(3) 142.0 yes
N7 H7A O3 2_655 0.86 2.01 2.826(4) 158.1 yes
N5 H5A O2 4_576 0.86 1.99 2.818(4) 161.4 yes
O3 H3B Cl3 3_665 0.829(18) 2.35(2) 3.144(3) 161(4) yes
O3 H3A O2 . 0.823(18) 2.05(2) 2.861(4) 166(4) yes
N3 H3 O1 . 0.86 1.90 2.745(12) 169.3 yes
N3 H3 O1' . 0.86 1.89 2.718(12) 159.9 yes
O2 H2B Cl2 . 0.825(18) 2.41(2) 3.171(3) 154(3) yes
O2 H2A Cl3 . 0.823(17) 2.34(2) 3.108(3) 155(3) yes
O1 H1 Cl3 4_676 0.82 2.32 3.127(11) 166.9 yes
O1' H1' Cl3 4_676 0.82 2.49 3.178(11) 142.6 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
N1 C1 C2 N2 . . . . 32.2(3) ?
N1 C1 C2 N3 . . . . -147.5(3) ?
N2 C3 C4 C5 . . . . -177.2(3) ?
C8 C3 C4 C5 . . . . -0.6(4) ?
C3 C4 C5 C6 . . . . -0.4(5) ?
C4 C5 C6 C7 . . . . 0.8(6) ?
C5 C6 C7 C8 . . . . -0.1(6) ?
C6 C7 C8 N3 . . . . 176.6(3) ?
C6 C7 C8 C3 . . . . -1.0(5) ?
C4 C3 C8 N3 . . . . -176.8(3) ?
N2 C3 C8 N3 . . . . 0.5(3) ?
C4 C3 C8 C7 . . . . 1.4(4) ?
N2 C3 C8 C7 . . . . 178.7(3) ?
N1 C9 C10 N4 . . . . 13.9(4) ?
N1 C9 C10 N5 . . . . -169.9(2) ?
N4 C11 C12 C13 . . . . 177.5(3) ?
C16 C11 C12 C13 . . . . 1.3(4) ?
C11 C12 C13 C14 . . . . 0.1(4) ?
C12 C13 C14 C15 . . . . -0.9(5) ?
C13 C14 C15 C16 . . . . 0.3(5) ?
C14 C15 C16 N5 . . . . -176.8(3) ?
C14 C15 C16 C11 . . . . 1.2(4) ?
C12 C11 C16 N5 . . . . 176.5(2) ?
N4 C11 C16 N5 . . . . -0.5(3) ?
C12 C11 C16 C15 . . . . -2.0(4) ?
N4 C11 C16 C15 . . . . -179.0(2) ?
N1 C17 C18 N6 . . . . -27.6(4) ?
N1 C17 C18 N7 . . . . 155.0(3) ?
N6 C19 C20 C21 . . . . -177.2(3) ?
C24 C19 C20 C21 . . . . 0.9(4) ?
C19 C20 C21 C22 . . . . -0.4(5) ?
C20 C21 C22 C23 . . . . -0.6(5) ?
C21 C22 C23 C24 . . . . 1.2(5) ?
C22 C23 C24 N7 . . . . 177.5(3) ?
C22 C23 C24 C19 . . . . -0.7(4) ?
C20 C19 C24 N7 . . . . -179.0(3) ?
N6 C19 C24 N7 . . . . -0.4(3) ?
C20 C19 C24 C23 . . . . -0.3(4) ?
N6 C19 C24 C23 . . . . 178.2(3) ?
N2 In1 Cl1 O2 . . . . -82.46(8) ?
N4 In1 Cl1 O2 . . . . -170.10(7) ?
N6 In1 Cl1 O2 . . . . 101.98(8) ?
Cl2 In1 Cl1 O2 . . . . 9.13(5) ?
C18 C17 N1 C1 . . . . 153.9(2) ?
C18 C17 N1 C9 . . . . -80.2(3) ?
C18 C17 N1 In1 . . . . 38.0(2) ?
C2 C1 N1 C17 . . . . -155.8(2) ?
C2 C1 N1 C9 . . . . 78.6(3) ?
C2 C1 N1 In1 . . . . -39.9(2) ?
C10 C9 N1 C17 . . . . 111.3(2) ?
C10 C9 N1 C1 . . . . -122.2(2) ?
C10 C9 N1 In1 . . . . -5.3(3) ?
N2 In1 N1 C17 . . . . 150.47(17) ?
N4 In1 N1 C17 . . . . -120.38(16) ?
N6 In1 N1 C17 . . . . -30.48(15) ?
Cl2 In1 N1 C17 . . . . 60.86(15) ?
N2 In1 N1 C1 . . . . 30.28(16) ?
N4 In1 N1 C1 . . . . 119.44(16) ?
N6 In1 N1 C1 . . . . -150.67(17) ?
Cl2 In1 N1 C1 . . . . -59.33(15) ?
N2 In1 N1 C9 . . . . -89.91(17) ?
N4 In1 N1 C9 . . . . -0.75(16) ?
N6 In1 N1 C9 . . . . 89.14(17) ?
Cl2 In1 N1 C9 . . . . -179.52(16) ?
N3 C2 N2 C3 . . . . -0.1(3) ?
C1 C2 N2 C3 . . . . -179.9(2) ?
N3 C2 N2 In1 . . . . 176.25(17) ?
C1 C2 N2 In1 . . . . -3.6(3) ?
C4 C3 N2 C2 . . . . 176.7(3) ?
C8 C3 N2 C2 . . . . -0.3(3) ?
C4 C3 N2 In1 . . . . 1.4(5) ?
C8 C3 N2 In1 . . . . -175.54(19) ?
N4 In1 N2 C2 . . . . -92.1(2) ?
N6 In1 N2 C2 . . . . -16.7(3) ?
Cl1 In1 N2 C2 . . . . 170.69(18) ?
N1 In1 N2 C2 . . . . -15.16(18) ?
Cl2 In1 N2 C2 . . . . 74.28(19) ?
N4 In1 N2 C3 . . . . 82.8(3) ?
N6 In1 N2 C3 . . . . 158.2(2) ?
Cl1 In1 N2 C3 . . . . -14.4(3) ?
N1 In1 N2 C3 . . . . 159.8(3) ?
Cl2 In1 N2 C3 . . . . -110.8(2) ?
N2 C2 N3 C8 . . . . 0.4(3) ?
C1 C2 N3 C8 . . . . -179.8(3) ?
N2 C2 N3 O1 . . . . -171.9(4) ?
C1 C2 N3 O1 . . . . 7.9(5) ?
C7 C8 N3 C2 . . . . -178.4(3) ?
C3 C8 N3 C2 . . . . -0.5(3) ?
C7 C8 N3 O1 . . . . -6.8(6) ?
C3 C8 N3 O1 . . . . 171.0(4) ?
N5 C10 N4 C11 . . . . -1.7(3) ?
C9 C10 N4 C11 . . . . 174.7(2) ?
N5 C10 N4 In1 . . . . 168.72(17) ?
C9 C10 N4 In1 . . . . -14.8(3) ?
C12 C11 N4 C10 . . . . -175.2(3) ?
C16 C11 N4 C10 . . . . 1.4(3) ?
C12 C11 N4 In1 . . . . 17.9(4) ?
C16 C11 N4 In1 . . . . -165.52(19) ?
N2 In1 N4 C10 . . . . 80.35(18) ?
N6 In1 N4 C10 . . . . -65.52(18) ?
Cl1 In1 N4 C10 . . . . -170.61(17) ?
N1 In1 N4 C10 . . . . 7.55(17) ?
Cl2 In1 N4 C10 . . . . 12.4(4) ?
N2 In1 N4 C11 . . . . -113.5(3) ?
N6 In1 N4 C11 . . . . 100.6(3) ?
Cl1 In1 N4 C11 . . . . -4.5(3) ?
N1 In1 N4 C11 . . . . 173.7(3) ?
Cl2 In1 N4 C11 . . . . 178.55(17) ?
N4 C10 N5 C16 . . . . 1.4(3) ?
C9 C10 N5 C16 . . . . -175.2(2) ?
C15 C16 N5 C10 . . . . 177.8(3) ?
C11 C16 N5 C10 . . . . -0.5(3) ?
N7 C18 N6 C19 . . . . 0.1(3) ?
C17 C18 N6 C19 . . . . -177.7(2) ?
N7 C18 N6 In1 . . . . 176.14(17) ?
C17 C18 N6 In1 . . . . -1.6(3) ?
C20 C19 N6 C18 . . . . 178.5(3) ?
C24 C19 N6 C18 . . . . 0.2(3) ?
C20 C19 N6 In1 . . . . 3.9(5) ?
C24 C19 N6 In1 . . . . -174.4(2) ?
N2 In1 N6 C18 . . . . 19.4(3) ?
N4 In1 N6 C18 . . . . 94.52(19) ?
Cl1 In1 N6 C18 . . . . -167.88(18) ?
N1 In1 N6 C18 . . . . 17.80(18) ?
Cl2 In1 N6 C18 . . . . -71.11(19) ?
N2 In1 N6 C19 . . . . -166.3(2) ?
N4 In1 N6 C19 . . . . -91.1(3) ?
Cl1 In1 N6 C19 . . . . 6.5(3) ?
N1 In1 N6 C19 . . . . -167.8(3) ?
Cl2 In1 N6 C19 . . . . 103.2(3) ?
N6 C18 N7 C24 . . . . -0.4(3) ?
C17 C18 N7 C24 . . . . 177.3(3) ?
C23 C24 N7 C18 . . . . -177.9(3) ?
C19 C24 N7 C18 . . . . 0.5(3) ?
In1 Cl1 O2 O3 . . . . 86.39(9) ?
In1 Cl1 O2 Cl3 . . . . -170.73(6) ?
C25 C26 O1 N3 . . . . 89.1(15) ?
C2 N3 O1 C26 . . . . 70.9(9) ?
C8 N3 O1 C26 . . . . -99.5(8) ?
C25' C26' O1' H3 . . . . -107.0 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139079376
