#------------------------------------------------------------------------------
#$Date: 2022-01-07 01:05:33 +0200 (Fri, 07 Jan 2022) $
#$Revision: 271899 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/39/2243978.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_2243978
loop_
_publ_author_name
'Fritsky, Igor O.'
'Sirenko, Valerii Y.'
'Shova, Sergiu'
'Kucheriv, Olesia I.'
'Gural'skiy, Il'ya A.'
_publ_section_title
;
 Crystal structure of 9-aminoacridinium chloride
 N,N-dimethylformamide monosolvate
;
_journal_coeditor_code           DX2038
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1303
_journal_page_last               1306
_journal_paper_doi               10.1107/S2056989021011816
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          'C13 H11 N2 +, Cl -, C3 H7 N O'
_chemical_formula_moiety         'C13 H11 N2 +, Cl -, C3 H7 N O'
_chemical_formula_sum            'C16 H18 Cl N3 O'
_chemical_formula_weight         303.78
_chemical_name_systematic
;
9-Aminoacridinium chloride N,N-dimethylformamide monosolvate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.800(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.5819(7)
_cell_length_b                   42.705(2)
_cell_length_c                   7.2531(6)
_cell_measurement_reflns_used    3798
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.7330
_cell_measurement_theta_min      2.1170
_cell_volume                     3102.8(4)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2019)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2019)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2019)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
ShelXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.0797
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_unetI/netI     0.0761
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       50
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            12374
_diffrn_reflns_theta_full        25.023
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_min         1.907
_exptl_absorpt_coefficient_mu    0.249
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2019)
;
_exptl_crystal_colour            'clear intense yellow'
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_description       block
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.268
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         5491
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.1353
_refine_ls_R_factor_gt           0.0845
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0638P)²+2.1432P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1729
_refine_ls_wR_factor_ref         0.1991
_reflns_number_gt                3496
_reflns_number_total             5491
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            dx2038sup1.cif
_cod_data_source_block           I
_cod_database_code               2243978
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.929
_shelx_estimated_absorpt_t_max   0.964
loop_
_space_group_symop_operation_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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl2 0.52995(11) 0.60004(2) 0.42541(19) 0.0646(4) Uani d 1 . .
Cl Cl1 0.92064(11) 0.65087(2) 0.79353(19) 0.0652(4) Uani d 1 . .
N N2 0.4780(3) 0.75521(8) 0.2516(5) 0.0473(9) Uani d 1 . .
H H2 0.439961 0.772953 0.214055 0.057 Uiso calc 1 . .
N N4 0.8349(3) 0.58046(8) 0.6530(5) 0.0558(10) Uani d 1 . .
H H4A 0.753411 0.581081 0.577485 0.067 Uiso calc 1 . .
H H4B 0.875157 0.597465 0.702537 0.067 Uiso calc 1 . .
N N1 0.6495(3) 0.67060(8) 0.4611(5) 0.0546(10) Uani d 1 . .
H H1A 0.729108 0.669943 0.542722 0.066 Uiso calc 1 . .
H H1B 0.604150 0.653625 0.427738 0.066 Uiso calc 1 . .
N N5 1.0324(4) 0.49648(8) 0.7759(5) 0.0572(10) Uani d 1 . .
H H5A 1.074306 0.478926 0.801115 0.069 Uiso calc 1 . .
N N3 0.1963(4) 0.84737(8) -0.0005(6) 0.0591(10) Uani d 1 . .
N N6 1.3057(4) 0.40331(10) 0.9714(6) 0.0646(11) Uani d 1 . .
C C2 0.6704(4) 0.72613(9) 0.4405(6) 0.0407(10) Uani d 1 . .
C C7 0.6074(4) 0.75488(9) 0.3723(6) 0.0419(10) Uani d 1 . .
C C29 0.8324(4) 0.52493(9) 0.6113(6) 0.0441(10) Uani d 1 . .
C C1 0.5973(4) 0.69747(9) 0.3876(6) 0.0411(10) Uani d 1 . .
C C13 0.4638(4) 0.69898(9) 0.2499(6) 0.0415(10) Uani d 1 . .
C C17 0.8978(4) 0.55353(9) 0.6925(6) 0.0433(10) Uani d 1 . .
C C8 0.4070(4) 0.72836(9) 0.1884(6) 0.0427(10) Uani d 1 . .
C C18 1.0344(4) 0.55202(10) 0.8188(6) 0.0469(10) Uani d 1 . .
C C12 0.3863(4) 0.67215(10) 0.1781(6) 0.0502(11) Uani d 1 . .
H H12 0.421945 0.652389 0.216721 0.060 Uiso calc 1 . .
C C3 0.8063(4) 0.72726(10) 0.5627(6) 0.0478(11) Uani d 1 . .
H H3 0.851443 0.708777 0.610598 0.057 Uiso calc 1 . .
C C23 1.0976(4) 0.52306(10) 0.8578(6) 0.0486(11) Uani d 1 . .
C C11 0.2594(4) 0.67488(11) 0.0522(6) 0.0575(12) Uani d 1 . .
H H11 0.209574 0.656968 0.004566 0.069 Uiso calc 1 . .
C C6 0.6752(5) 0.78324(10) 0.4249(6) 0.0533(12) Uani d 1 . .
H H6 0.631891 0.802055 0.380356 0.064 Uiso calc 1 . .
C C24 0.9034(5) 0.49659(10) 0.6557(6) 0.0496(11) Uani d 1 . .
O O1 0.3482(5) 0.81000(10) 0.1214(7) 0.1213(17) Uani d 1 . .
C C19 1.1073(4) 0.57874(11) 0.9076(7) 0.0578(12) Uani d 1 . .
H H19 1.067290 0.598375 0.884741 0.069 Uiso calc 1 . .
C C28 0.6990(4) 0.52341(10) 0.4876(7) 0.0593(12) Uani d 1 . .
H H28 0.649844 0.541808 0.454043 0.071 Uiso calc 1 . .
C C9 0.2745(4) 0.73091(11) 0.0596(7) 0.0575(12) Uani d 1 . .
H H9 0.236582 0.750446 0.020291 0.069 Uiso calc 1 . .
C C4 0.8703(4) 0.75517(10) 0.6096(6) 0.0559(12) Uani d 1 . .
H H4 0.959115 0.755529 0.688614 0.067 Uiso calc 1 . .
C C5 0.8052(5) 0.78322(11) 0.5416(6) 0.0595(13) Uani d 1 . .
H H5 0.850566 0.802089 0.575935 0.071 Uiso calc 1 . .
C C22 1.2312(5) 0.52056(12) 0.9817(7) 0.0634(13) Uani d 1 . .
H H22 1.273053 0.501138 1.006910 0.076 Uiso calc 1 . .
C C10 0.2037(5) 0.70426(11) -0.0055(7) 0.0625(13) Uani d 1 . .
H H10 0.116652 0.705698 -0.089990 0.075 Uiso calc 1 . .
C C25 0.8413(5) 0.46818(11) 0.5788(7) 0.0640(13) Uani d 1 . .
H H25 0.889114 0.449551 0.608286 0.077 Uiso calc 1 . .
C C21 1.2971(5) 0.54672(12) 1.0626(7) 0.0657(14) Uani d 1 . .
H H21 1.384991 0.545175 1.144215 0.079 Uiso calc 1 . .
C C20 1.2366(5) 0.57594(12) 1.0269(7) 0.0649(13) Uani d 1 . .
H H20 1.284081 0.593680 1.084266 0.078 Uiso calc 1 . .
C C14 0.3158(6) 0.83691(14) 0.0906(8) 0.0750(15) Uani d 1 . .
H H14 0.382748 0.851803 0.136486 0.090 Uiso calc 1 . .
C C26 0.7123(5) 0.46777(11) 0.4620(7) 0.0709(15) Uani d 1 . .
H H26 0.671583 0.448903 0.412320 0.085 Uiso calc 1 . .
C C27 0.6406(5) 0.49580(12) 0.4165(7) 0.0689(14) Uani d 1 . .
H H27 0.552007 0.495458 0.336611 0.083 Uiso calc 1 . .
O O2 1.1518(6) 0.43877(11) 0.8412(8) 0.149(2) Uani d 1 . .
C C16 0.1695(6) 0.88039(13) -0.0371(11) 0.115(2) Uani d 1 . .
H H16A 0.248518 0.892193 0.028244 0.172 Uiso calc 1 . .
H H16B 0.098683 0.886614 0.010836 0.172 Uiso calc 1 . .
H H16C 0.143641 0.884297 -0.174604 0.172 Uiso calc 1 . .
C C32 1.3588(7) 0.37299(14) 1.0227(10) 0.121(3) Uani d 1 . .
H H32A 1.371578 0.369283 1.158012 0.181 Uiso calc 1 . .
H H32B 1.442925 0.371355 0.999575 0.181 Uiso calc 1 . .
H H32C 1.297962 0.357724 0.945223 0.181 Uiso calc 1 . .
C C30 1.1894(8) 0.4107(2) 0.8729(11) 0.127(3) Uani d 1 . .
H H30 1.127945 0.394876 0.820824 0.152 Uiso calc 1 . .
C C15 0.0865(6) 0.82581(15) -0.0790(11) 0.120(3) Uani d 1 . .
H H15A 0.056623 0.826913 -0.218681 0.180 Uiso calc 1 . .
H H15B 0.014377 0.831333 -0.032063 0.180 Uiso calc 1 . .
H H15C 0.115624 0.804886 -0.038441 0.180 Uiso calc 1 . .
C C31 1.3999(9) 0.42835(19) 1.0510(12) 0.158(3) Uani d 1 . .
H H31A 1.449984 0.423680 1.183929 0.237 Uiso calc 1 . .
H H31B 1.352309 0.447662 1.045383 0.237 Uiso calc 1 . .
H H31C 1.459666 0.430308 0.976317 0.237 Uiso calc 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'
Cl Cl 0.1484 0.1585 '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'
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 N2 H2 . . 118.8 ?
C7 N2 C8 . . 122.3(3) ?
C8 N2 H2 . . 118.8 ?
H4A N4 H4B . . 120.0 ?
C17 N4 H4A . . 120.0 ?
C17 N4 H4B . . 120.0 ?
H1A N1 H1B . . 120.0 ?
C1 N1 H1A . . 120.0 ?
C1 N1 H1B . . 120.0 ?
C23 N5 H5A . . 118.7 ?
C23 N5 C24 . . 122.6(4) ?
C24 N5 H5A . . 118.7 ?
C14 N3 C16 . . 121.9(5) ?
C14 N3 C15 . . 120.4(5) ?
C16 N3 C15 . . 117.6(5) ?
C32 N6 C31 . . 114.0(6) ?
C30 N6 C32 . . 128.2(6) ?
C30 N6 C31 . . 117.7(6) ?
C7 C2 C1 . . 119.8(3) ?
C7 C2 C3 . . 117.2(3) ?
C3 C2 C1 . . 123.0(4) ?
N2 C7 C2 . . 119.8(4) ?
N2 C7 C6 . . 119.1(4) ?
C6 C7 C2 . . 121.1(4) ?
C24 C29 C17 . . 119.2(4) ?
C24 C29 C28 . . 117.3(4) ?
C28 C29 C17 . . 123.6(4) ?
N1 C1 C2 . . 121.2(4) ?
N1 C1 C13 . . 120.7(4) ?
C2 C1 C13 . . 118.0(3) ?
C8 C13 C1 . . 118.9(4) ?
C8 C13 C12 . . 118.2(4) ?
C12 C13 C1 . . 122.9(4) ?
N4 C17 C29 . . 120.8(4) ?
N4 C17 C18 . . 120.8(4) ?
C29 C17 C18 . . 118.4(4) ?
N2 C8 C13 . . 120.8(3) ?
N2 C8 C9 . . 118.5(4) ?
C13 C8 C9 . . 120.7(4) ?
C23 C18 C17 . . 119.2(4) ?
C23 C18 C19 . . 118.0(4) ?
C19 C18 C17 . . 122.8(4) ?
C13 C12 H12 . . 119.7 ?
C11 C12 C13 . . 120.6(4) ?
C11 C12 H12 . . 119.7 ?
C2 C3 H3 . . 119.8 ?
C4 C3 C2 . . 120.4(4) ?
C4 C3 H3 . . 119.8 ?
N5 C23 C18 . . 120.6(4) ?
N5 C23 C22 . . 118.5(4) ?
C18 C23 C22 . . 120.9(4) ?
C12 C11 H11 . . 119.7 ?
C12 C11 C10 . . 120.5(4) ?
C10 C11 H11 . . 119.7 ?
C7 C6 H6 . . 120.1 ?
C5 C6 C7 . . 119.8(4) ?
C5 C6 H6 . . 120.1 ?
N5 C24 C29 . . 120.0(4) ?
N5 C24 C25 . . 119.7(4) ?
C29 C24 C25 . . 120.3(4) ?
C18 C19 H19 . . 119.8 ?
C20 C19 C18 . . 120.4(4) ?
C20 C19 H19 . . 119.8 ?
C29 C28 H28 . . 119.2 ?
C27 C28 C29 . . 121.5(4) ?
C27 C28 H28 . . 119.2 ?
C8 C9 H9 . . 120.6 ?
C10 C9 C8 . . 118.8(4) ?
C10 C9 H9 . . 120.6 ?
C3 C4 H4 . . 119.4 ?
C3 C4 C5 . . 121.1(4) ?
C5 C4 H4 . . 119.4 ?
C6 C5 C4 . . 120.4(4) ?
C6 C5 H5 . . 119.8 ?
C4 C5 H5 . . 119.8 ?
C23 C22 H22 . . 120.5 ?
C21 C22 C23 . . 119.0(4) ?
C21 C22 H22 . . 120.5 ?
C11 C10 H10 . . 119.4 ?
C9 C10 C11 . . 121.2(4) ?
C9 C10 H10 . . 119.4 ?
C24 C25 H25 . . 119.8 ?
C26 C25 C24 . . 120.5(4) ?
C26 C25 H25 . . 119.8 ?
C22 C21 H21 . . 119.3 ?
C22 C21 C20 . . 121.4(4) ?
C20 C21 H21 . . 119.3 ?
C19 C20 C21 . . 120.2(5) ?
C19 C20 H20 . . 119.9 ?
C21 C20 H20 . . 119.9 ?
N3 C14 H14 . . 116.7 ?
O1 C14 N3 . . 126.6(6) ?
O1 C14 H14 . . 116.7 ?
C25 C26 H26 . . 120.1 ?
C25 C26 C27 . . 119.8(5) ?
C27 C26 H26 . . 120.1 ?
C28 C27 C26 . . 120.6(5) ?
C28 C27 H27 . . 119.7 ?
C26 C27 H27 . . 119.7 ?
N3 C16 H16A . . 109.5 ?
N3 C16 H16B . . 109.5 ?
N3 C16 H16C . . 109.5 ?
H16A C16 H16B . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
N6 C32 H32A . . 109.5 ?
N6 C32 H32B . . 109.5 ?
N6 C32 H32C . . 109.5 ?
H32A C32 H32B . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
N6 C30 O2 . . 122.7(8) ?
N6 C30 H30 . . 118.6 ?
O2 C30 H30 . . 118.6 ?
N3 C15 H15A . . 109.5 ?
N3 C15 H15B . . 109.5 ?
N3 C15 H15C . . 109.5 ?
H15A C15 H15B . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
N6 C31 H31A . . 109.5 ?
N6 C31 H31B . . 109.5 ?
N6 C31 H31C . . 109.5 ?
H31A C31 H31B . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
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
N2 H2 . 0.8600 ?
N2 C7 . 1.367(5) ?
N2 C8 . 1.367(5) ?
N4 H4A . 0.8600 ?
N4 H4B . 0.8600 ?
N4 C17 . 1.313(5) ?
N1 H1A . 0.8600 ?
N1 H1B . 0.8600 ?
N1 C1 . 1.310(5) ?
N5 H5A . 0.8600 ?
N5 C23 . 1.361(5) ?
N5 C24 . 1.362(5) ?
N3 C14 . 1.303(6) ?
N3 C16 . 1.446(6) ?
N3 C15 . 1.448(6) ?
N6 C32 . 1.413(6) ?
N6 C30 . 1.248(7) ?
N6 C31 . 1.449(7) ?
C2 C7 . 1.409(5) ?
C2 C1 . 1.433(5) ?
C2 C3 . 1.426(5) ?
C7 C6 . 1.397(5) ?
C29 C17 . 1.434(5) ?
C29 C24 . 1.406(5) ?
C29 C28 . 1.410(6) ?
C1 C13 . 1.445(5) ?
C13 C8 . 1.401(5) ?
C13 C12 . 1.408(5) ?
C17 C18 . 1.441(5) ?
C8 C9 . 1.416(5) ?
C18 C23 . 1.391(5) ?
C18 C19 . 1.412(6) ?
C12 H12 . 0.9300 ?
C12 C11 . 1.364(6) ?
C3 H3 . 0.9300 ?
C3 C4 . 1.359(5) ?
C23 C22 . 1.414(6) ?
C11 H11 . 0.9300 ?
C11 C10 . 1.391(6) ?
C6 H6 . 0.9300 ?
C6 C5 . 1.363(6) ?
C24 C25 . 1.407(6) ?
O1 C14 . 1.199(6) ?
C19 H19 . 0.9300 ?
C19 C20 . 1.368(6) ?
C28 H28 . 0.9300 ?
C28 C27 . 1.354(6) ?
C9 H9 . 0.9300 ?
C9 C10 . 1.361(6) ?
C4 H4 . 0.9300 ?
C4 C5 . 1.391(6) ?
C5 H5 . 0.9300 ?
C22 H22 . 0.9300 ?
C22 C21 . 1.347(6) ?
C10 H10 . 0.9300 ?
C25 H25 . 0.9300 ?
C25 C26 . 1.355(7) ?
C21 H21 . 0.9300 ?
C21 C20 . 1.388(6) ?
C20 H20 . 0.9300 ?
C14 H14 . 0.9300 ?
C26 H26 . 0.9300 ?
C26 C27 . 1.399(6) ?
C27 H27 . 0.9300 ?
O2 C30 . 1.260(8) ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
C32 H32A . 0.9600 ?
C32 H32B . 0.9600 ?
C32 H32C . 0.9600 ?
C30 H30 . 0.9300 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C31 H31A . 0.9600 ?
C31 H31B . 0.9600 ?
C31 H31C . 0.9600 ?
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
N2 H2 O1 . 0.86 1.86 2.723(5) 176 yes
N4 H4A Cl2 . 0.86 2.40 3.225(3) 160 yes
N4 H4B Cl1 . 0.86 2.38 3.211(4) 163 yes
N1 H1A Cl1 . 0.86 2.39 3.209(3) 160 yes
N1 H1B Cl2 . 0.86 2.42 3.246(3) 162 yes
N5 H5A O2 . 0.86 1.88 2.740(5) 175 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
N2 C7 C6 C5 . . . . -178.5(4) ?
N2 C8 C9 C10 . . . . 179.3(4) ?
N4 C17 C18 C23 . . . . 179.8(4) ?
N4 C17 C18 C19 . . . . 0.5(7) ?
N1 C1 C13 C8 . . . . 174.2(4) ?
N1 C1 C13 C12 . . . . -4.1(6) ?
N5 C23 C22 C21 . . . . 179.6(4) ?
N5 C24 C25 C26 . . . . 178.7(4) ?
C2 C7 C6 C5 . . . . 1.0(7) ?
C2 C1 C13 C8 . . . . -6.0(6) ?
C2 C1 C13 C12 . . . . 175.7(4) ?
C2 C3 C4 C5 . . . . 0.5(7) ?
C7 N2 C8 C13 . . . . 1.7(6) ?
C7 N2 C8 C9 . . . . -178.5(4) ?
C7 C2 C1 N1 . . . . -174.4(4) ?
C7 C2 C1 C13 . . . . 5.8(6) ?
C7 C2 C3 C4 . . . . 0.0(6) ?
C7 C6 C5 C4 . . . . -0.4(7) ?
C29 C17 C18 C23 . . . . -0.1(6) ?
C29 C17 C18 C19 . . . . -179.4(4) ?
C29 C24 C25 C26 . . . . -0.3(7) ?
C29 C28 C27 C26 . . . . -0.9(8) ?
C1 C2 C7 N2 . . . . -1.9(6) ?
C1 C2 C7 C6 . . . . 178.6(4) ?
C1 C2 C3 C4 . . . . -179.3(4) ?
C1 C13 C8 N2 . . . . 2.4(6) ?
C1 C13 C8 C9 . . . . -177.5(4) ?
C1 C13 C12 C11 . . . . 178.2(4) ?
C13 C8 C9 C10 . . . . -0.8(7) ?
C13 C12 C11 C10 . . . . -0.8(7) ?
C17 C29 C24 N5 . . . . 0.6(6) ?
C17 C29 C24 C25 . . . . 179.6(4) ?
C17 C29 C28 C27 . . . . -179.0(5) ?
C17 C18 C23 N5 . . . . 0.9(6) ?
C17 C18 C23 C22 . . . . -179.7(4) ?
C17 C18 C19 C20 . . . . 179.7(4) ?
C8 N2 C7 C2 . . . . -1.9(6) ?
C8 N2 C7 C6 . . . . 177.6(4) ?
C8 C13 C12 C11 . . . . -0.1(6) ?
C8 C9 C10 C11 . . . . 0.0(7) ?
C18 C23 C22 C21 . . . . 0.1(7) ?
C18 C19 C20 C21 . . . . -0.3(7) ?
C12 C13 C8 N2 . . . . -179.3(4) ?
C12 C13 C8 C9 . . . . 0.9(6) ?
C12 C11 C10 C9 . . . . 0.8(8) ?
C3 C2 C7 N2 . . . . 178.7(4) ?
C3 C2 C7 C6 . . . . -0.8(6) ?
C3 C2 C1 N1 . . . . 4.9(6) ?
C3 C2 C1 C13 . . . . -174.9(4) ?
C3 C4 C5 C6 . . . . -0.3(7) ?
C23 N5 C24 C29 . . . . 0.2(6) ?
C23 N5 C24 C25 . . . . -178.9(4) ?
C23 C18 C19 C20 . . . . 0.4(7) ?
C23 C22 C21 C20 . . . . 0.0(8) ?
C24 N5 C23 C18 . . . . -0.9(7) ?
C24 N5 C23 C22 . . . . 179.6(4) ?
C24 C29 C17 N4 . . . . 179.5(4) ?
C24 C29 C17 C18 . . . . -0.6(6) ?
C24 C29 C28 C27 . . . . 1.0(7) ?
C24 C25 C26 C27 . . . . 0.4(8) ?
C19 C18 C23 N5 . . . . -179.8(4) ?
C19 C18 C23 C22 . . . . -0.3(7) ?
C28 C29 C17 N4 . . . . -0.6(7) ?
C28 C29 C17 C18 . . . . 179.4(4) ?
C28 C29 C24 N5 . . . . -179.4(4) ?
C28 C29 C24 C25 . . . . -0.3(6) ?
C22 C21 C20 C19 . . . . 0.1(8) ?
C25 C26 C27 C28 . . . . 0.2(8) ?
C16 N3 C14 O1 . . . . -177.2(6) ?
C32 N6 C30 O2 . . . . 177.7(6) ?
C15 N3 C14 O1 . . . . -0.8(9) ?
C31 N6 C30 O2 . . . . -0.1(10) ?

_cod_database_fobs_code 2243978
