#------------------------------------------------------------------------------
#$Date: 2025-08-19 16:18:28 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301805 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/53/2225379.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_2225379
loop_
_publ_author_name
'Jasinski, Jerry P.'
'Butcher, Ray J.'
'Hakim Al-Arique, Q. N. M.'
'Yathirajan, H. S.'
'Ramesha, A.R.'
_publ_section_title
;
 Desipramine hydrochloride: a non-merohedrally twinned structure
;
_journal_coeditor_code           SJ2729
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o674
_journal_page_last               o675
_journal_paper_doi               10.1107/S1600536810006203
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C18 H23 N2 +, Cl -'
_chemical_formula_moiety         'C18 H23 N2 +, Cl -'
_chemical_formula_sum            'C18 H23 Cl N2'
_chemical_formula_weight         302.83
_chemical_name_systematic
;
Desipramine hydrochloride
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                107.347(3)
_cell_angle_beta                 89.960(2)
_cell_angle_gamma                99.414(2)
_cell_formula_units_Z            8
_cell_length_a                   10.7258(3)
_cell_length_b                   15.9997(6)
_cell_length_c                   20.6088(8)
_cell_measurement_reflns_used    19411
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      32.6453
_cell_measurement_theta_min      4.7721
_cell_volume                     3326.0(2)
_computing_cell_refinement
;
CrysAlis PRO (Oxford Diffraction, 2007)
;
_computing_data_collection
;
CrysAlis PRO (Oxford Diffraction, 2007)
;
_computing_data_reduction
;
CrysAlis PRO (Oxford Diffraction, 2007)
;
_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      110(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.874
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur diffractometer with Ruby (Gemini Mo) detector
;
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0689
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            60082
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         32.91
_diffrn_reflns_theta_min         4.79
_diffrn_standards_decay_%        <2%
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.226
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80569
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis RED; Oxford Diffraction, 2007)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.32
_refine_diff_density_max         1.403
_refine_diff_density_min         -0.930
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     762
_refine_ls_number_reflns         60082
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.1250
_refine_ls_R_factor_gt           0.0831
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1596P)²+0.0167P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2654
_refine_ls_wR_factor_ref         0.2799
_reflns_number_gt                33887
_reflns_number_total             60082
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj2729.cif
_cod_data_source_block           I
_cod_database_code               2225379
_cod_database_fobs_code          2225379
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -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 0.21608(4) 0.50056(3) 0.74908(3) 0.02317(11) Uani d . 1 . .
Cl Cl2 0.28400(4) 0.47582(4) 0.99515(3) 0.02684(12) Uani d . 1 . .
Cl Cl3 0.70231(4) 0.47109(4) 0.49442(3) 0.02741(12) Uani d . 1 . .
Cl Cl4 -0.20743(4) 0.50182(4) 0.75046(3) 0.02630(11) Uani d . 1 . .
N N1A 0.62641(14) 0.73248(10) 0.67767(8) 0.0178(3) Uani d . 1 . .
N N2A 0.47318(14) 0.44709(10) 0.58136(8) 0.0209(3) Uani d . 1 . .
H H2AB 0.4135 0.4733 0.5663 0.025 Uiso calc R 1 . .
H H2AC 0.5472 0.4590 0.5607 0.025 Uiso calc R 1 . .
N N1B 0.12250(14) 0.74135(10) 0.68520(8) 0.0184(3) Uani d . 1 . .
N N2B -0.00850(14) 0.45333(10) 0.64241(8) 0.0200(3) Uani d . 1 . .
H H2BB 0.0638 0.4729 0.6704 0.024 Uiso calc R 1 . .
H H2BC -0.0754 0.4701 0.6682 0.024 Uiso calc R 1 . .
N N1C 0.00555(14) 0.26122(10) 0.81590(8) 0.0198(3) Uani d . 1 . .
N N2C 0.01723(14) 0.54983(10) 0.85746(8) 0.0203(3) Uani d . 1 . .
H H2CB 0.0796 0.5294 0.8294 0.024 Uiso calc R 1 . .
H H2CC -0.0578 0.5338 0.8317 0.024 Uiso calc R 1 . .
N N1D 0.51015(14) 0.26770(10) 0.82101(8) 0.0181(3) Uani d . 1 . .
N N2D 0.50186(14) 0.55342(10) 0.91841(8) 0.0199(3) Uani d . 1 . .
H H2DB 0.4290 0.5289 0.9342 0.024 Uiso calc R 1 . .
H H2DC 0.5693 0.5393 0.9380 0.024 Uiso calc R 1 . .
C C1A 0.64897(16) 0.77542(12) 0.74864(10) 0.0166(4) Uani d . 1 . .
C C2A 0.71358(18) 0.73653(14) 0.78838(11) 0.0246(4) Uani d . 1 . .
H H2AA 0.7383 0.6807 0.7673 0.030 Uiso calc R 1 . .
C C3A 0.74191(19) 0.77664(16) 0.85651(11) 0.0304(5) Uani d . 1 . .
H H3AA 0.7876 0.7493 0.8815 0.036 Uiso calc R 1 . .
C C4A 0.70423(19) 0.85697(15) 0.88913(11) 0.0299(5) Uani d . 1 . .
H H4AA 0.7230 0.8852 0.9364 0.036 Uiso calc R 1 . .
C C5A 0.63804(19) 0.89520(14) 0.85063(11) 0.0257(4) Uani d . 1 . .
H H5AA 0.6117 0.9501 0.8728 0.031 Uiso calc R 1 . .
C C6A 0.60863(16) 0.85672(13) 0.78113(10) 0.0196(4) Uani d . 1 . .
C C7A 0.53339(18) 0.90674(13) 0.74724(11) 0.0237(4) Uani d . 1 . .
H H7AA 0.4574 0.9180 0.7736 0.028 Uiso calc R 1 . .
H H7AB 0.5857 0.9653 0.7515 0.028 Uiso calc R 1 . .
C C8A 0.48966(17) 0.86384(14) 0.67260(11) 0.0236(4) Uani d . 1 . .
H H8AA 0.4333 0.8064 0.6674 0.028 Uiso calc R 1 . .
H H8AB 0.4405 0.9029 0.6579 0.028 Uiso calc R 1 . .
C C9A 0.59992(17) 0.84817(13) 0.62775(10) 0.0199(4) Uani d . 1 . .
C C10A 0.6371(2) 0.89616(14) 0.58272(11) 0.0277(5) Uani d . 1 . .
H H10A 0.5923 0.9416 0.5798 0.033 Uiso calc R 1 . .
C C11A 0.7390(2) 0.87870(14) 0.54186(11) 0.0294(5) Uani d . 1 . .
H H11A 0.7622 0.9110 0.5106 0.035 Uiso calc R 1 . .
C C12A 0.80635(19) 0.81377(14) 0.54719(11) 0.0262(4) Uani d . 1 . .
H H12A 0.8770 0.8024 0.5201 0.031 Uiso calc R 1 . .
C C13A 0.77070(17) 0.76544(13) 0.59198(10) 0.0213(4) Uani d . 1 . .
H H13A 0.8164 0.7206 0.5951 0.026 Uiso calc R 1 . .
C C14A 0.66759(16) 0.78258(12) 0.63254(9) 0.0163(4) Uani d . 1 . .
C C15A 0.62178(16) 0.63576(12) 0.65202(10) 0.0183(4) Uani d . 1 . .
H H15A 0.6999 0.6204 0.6675 0.022 Uiso calc R 1 . .
H H15B 0.6169 0.6163 0.6016 0.022 Uiso calc R 1 . .
C C16A 0.50702(17) 0.58786(13) 0.67781(11) 0.0219(4) Uani d . 1 . .
H H16A 0.4297 0.6029 0.6610 0.026 Uiso calc R 1 . .
H H16B 0.5108 0.6106 0.7281 0.026 Uiso calc R 1 . .
C C17A 0.49516(17) 0.48699(13) 0.65663(10) 0.0199(4) Uani d . 1 . .
H H17A 0.5736 0.4711 0.6714 0.024 Uiso calc R 1 . .
H H17B 0.4239 0.4621 0.6796 0.024 Uiso calc R 1 . .
C C18A 0.4296(2) 0.34976(15) 0.56104(13) 0.0407(6) Uani d . 1 . .
H H18A 0.4896 0.3220 0.5799 0.061 Uiso calc R 1 . .
H H18B 0.4245 0.3259 0.5113 0.061 Uiso calc R 1 . .
H H18C 0.3459 0.3370 0.5785 0.061 Uiso calc R 1 . .
C C1B 0.16087(16) 0.78628(12) 0.75472(10) 0.0167(4) Uani d . 1 . .
C C2B 0.26179(18) 0.76692(13) 0.78704(11) 0.0233(4) Uani d . 1 . .
H H2BA 0.3086 0.7234 0.7620 0.028 Uiso calc R 1 . .
C C3B 0.29468(19) 0.81052(14) 0.85544(11) 0.0267(4) Uani d . 1 . .
H H3BA 0.3644 0.7975 0.8768 0.032 Uiso calc R 1 . .
C C4B 0.2259(2) 0.87278(14) 0.89219(11) 0.0293(5) Uani d . 1 . .
H H4BA 0.2464 0.9015 0.9393 0.035 Uiso calc R 1 . .
C C5B 0.1262(2) 0.89333(14) 0.86011(11) 0.0273(4) Uani d . 1 . .
H H5BA 0.0806 0.9374 0.8855 0.033 Uiso calc R 1 . .
C C6B 0.09191(17) 0.85071(13) 0.79162(10) 0.0198(4) Uani d . 1 . .
C C7B -0.01698(17) 0.86960(14) 0.75529(11) 0.0234(4) Uani d . 1 . .
H H7BA -0.0677 0.9058 0.7891 0.028 Uiso calc R 1 . .
H H7BB -0.0723 0.8128 0.7310 0.028 Uiso calc R 1 . .
C C8B 0.02855(18) 0.91882(13) 0.70444(11) 0.0231(4) Uani d . 1 . .
H H8BA -0.0467 0.9312 0.6835 0.028 Uiso calc R 1 . .
H H8BB 0.0793 0.9769 0.7301 0.028 Uiso calc R 1 . .
C C9B 0.10706(16) 0.87295(13) 0.64727(10) 0.0188(4) Uani d . 1 . .
C C10B 0.14031(18) 0.91826(14) 0.59927(11) 0.0256(4) Uani d . 1 . .
H H10B 0.1166 0.9748 0.6062 0.031 Uiso calc R 1 . .
C C11B 0.2061(2) 0.88405(15) 0.54239(11) 0.0299(5) Uani d . 1 . .
H H11B 0.2275 0.9166 0.5110 0.036 Uiso calc R 1 . .
C C12B 0.23969(19) 0.80178(15) 0.53218(11) 0.0300(5) Uani d . 1 . .
H H12B 0.2841 0.7770 0.4932 0.036 Uiso calc R 1 . .
C C13B 0.20918(17) 0.75494(13) 0.57840(10) 0.0225(4) Uani d . 1 . .
H H13B 0.2315 0.6977 0.5700 0.027 Uiso calc R 1 . .
C C14B 0.14582(16) 0.79036(12) 0.63743(10) 0.0177(4) Uani d . 1 . .
C C15B 0.12217(17) 0.64509(12) 0.66252(10) 0.0200(4) Uani d . 1 . .
H H15C 0.1205 0.6229 0.7026 0.024 Uiso calc R 1 . .
H H15D 0.2006 0.6329 0.6388 0.024 Uiso calc R 1 . .
C C16B 0.00773(17) 0.59651(13) 0.61475(11) 0.0220(4) Uani d . 1 . .
H H16C -0.0701 0.6080 0.6393 0.026 Uiso calc R 1 . .
H H16D 0.0082 0.6211 0.5760 0.026 Uiso calc R 1 . .
C C17B 0.00322(17) 0.49670(13) 0.58728(10) 0.0200(4) Uani d . 1 . .
H H17C -0.0697 0.4704 0.5540 0.024 Uiso calc R 1 . .
H H17D 0.0812 0.4848 0.5631 0.024 Uiso calc R 1 . .
C C18B -0.0284(2) 0.35501(14) 0.61524(13) 0.0350(5) Uani d . 1 . .
H H18D -0.1034 0.3340 0.5839 0.052 Uiso calc R 1 . .
H H18E -0.0407 0.3294 0.6529 0.052 Uiso calc R 1 . .
H H18F 0.0459 0.3366 0.5909 0.052 Uiso calc R 1 . .
C C1C 0.00597(16) 0.21325(12) 0.86386(9) 0.0166(4) Uani d . 1 . .
C C2C 0.08932(18) 0.24836(14) 0.92181(10) 0.0245(4) Uani d . 1 . .
H H2CA 0.1421 0.3044 0.9287 0.029 Uiso calc R 1 . .
C C3C 0.0962(2) 0.20309(16) 0.96890(11) 0.0319(5) Uani d . 1 . .
H H3CA 0.1541 0.2279 1.0073 0.038 Uiso calc R 1 . .
C C4C 0.0192(2) 0.12169(15) 0.96061(11) 0.0303(5) Uani d . 1 . .
H H4CA 0.0250 0.0894 0.9921 0.036 Uiso calc R 1 . .
C C5C -0.06634(19) 0.08886(14) 0.90512(11) 0.0251(4) Uani d . 1 . .
H H5CA -0.1213 0.0341 0.9001 0.030 Uiso calc R 1 . .
C C6C -0.07610(17) 0.13206(13) 0.85609(10) 0.0192(4) Uani d . 1 . .
C C7C -0.17924(17) 0.08723(13) 0.79940(11) 0.0222(4) Uani d . 1 . .
H H7CA -0.1579 0.0291 0.7731 0.027 Uiso calc R 1 . .
H H7CB -0.2598 0.0750 0.8211 0.027 Uiso calc R 1 . .
C C8C -0.20272(17) 0.13679(14) 0.74909(10) 0.0228(4) Uani d . 1 . .
H H8CA -0.2734 0.1014 0.7165 0.027 Uiso calc R 1 . .
H H8CB -0.2278 0.1942 0.7741 0.027 Uiso calc R 1 . .
C C9C -0.08723(17) 0.15374(12) 0.71060(10) 0.0182(4) Uani d . 1 . .
C C10C -0.0802(2) 0.11172(14) 0.64149(10) 0.0261(4) Uani d . 1 . .
H H10C -0.1503 0.0698 0.6171 0.031 Uiso calc R 1 . .
C C11C 0.0282(2) 0.13006(14) 0.60735(11) 0.0273(4) Uani d . 1 . .
H H11C 0.0312 0.1015 0.5600 0.033 Uiso calc R 1 . .
C C12C 0.13166(19) 0.19016(14) 0.64277(11) 0.0260(4) Uani d . 1 . .
H H12C 0.2062 0.2021 0.6198 0.031 Uiso calc R 1 . .
C C13C 0.12624(17) 0.23284(13) 0.71167(11) 0.0236(4) Uani d . 1 . .
H H13C 0.1972 0.2740 0.7359 0.028 Uiso calc R 1 . .
C C14C 0.01636(16) 0.21541(12) 0.74571(9) 0.0167(4) Uani d . 1 . .
C C15C 0.05277(17) 0.35747(12) 0.83755(10) 0.0199(4) Uani d . 1 . .
H H15E 0.0622 0.3788 0.7971 0.024 Uiso calc R 1 . .
H H15F 0.1370 0.3700 0.8614 0.024 Uiso calc R 1 . .
C C16C -0.03885(17) 0.40641(13) 0.88492(11) 0.0227(4) Uani d . 1 . .
H H16E -0.1217 0.3953 0.8599 0.027 Uiso calc R 1 . .
H H16F -0.0517 0.3818 0.9236 0.027 Uiso calc R 1 . .
C C17C 0.00607(17) 0.50606(13) 0.91257(10) 0.0213(4) Uani d . 1 . .
H H17E -0.0542 0.5326 0.9456 0.026 Uiso calc R 1 . .
H H17F 0.0895 0.5176 0.9370 0.026 Uiso calc R 1 . .
C C18C 0.0473(2) 0.64785(14) 0.88395(13) 0.0357(5) Uani d . 1 . .
H H18G -0.0151 0.6698 0.9166 0.054 Uiso calc R 1 . .
H H18H 0.0450 0.6731 0.8462 0.054 Uiso calc R 1 . .
H H18I 0.1320 0.6657 0.9066 0.054 Uiso calc R 1 . .
C C1D 0.51377(16) 0.22531(12) 0.74997(9) 0.0160(3) Uani d . 1 . .
C C2D 0.59751(17) 0.26645(14) 0.71156(10) 0.0237(4) Uani d . 1 . .
H H2DA 0.6476 0.3227 0.7334 0.028 Uiso calc R 1 . .
C C3D 0.60846(19) 0.22704(16) 0.64306(11) 0.0305(5) Uani d . 1 . .
H H3DA 0.6659 0.2560 0.6183 0.037 Uiso calc R 1 . .
C C4D 0.5352(2) 0.14472(16) 0.61007(11) 0.0309(5) Uani d . 1 . .
H H4DA 0.5438 0.1162 0.5631 0.037 Uiso calc R 1 . .
C C5D 0.44992(18) 0.10531(14) 0.64707(10) 0.0239(4) Uani d . 1 . .
H H5DA 0.3984 0.0499 0.6243 0.029 Uiso calc R 1 . .
C C6D 0.43638(16) 0.14369(12) 0.71671(10) 0.0183(4) Uani d . 1 . .
C C7D 0.33540(18) 0.09215(13) 0.74909(11) 0.0235(4) Uani d . 1 . .
H H7DA 0.3598 0.0337 0.7448 0.028 Uiso calc R 1 . .
H H7DB 0.2549 0.0806 0.7219 0.028 Uiso calc R 1 . .
C C8D 0.30945(18) 0.13415(14) 0.82366(11) 0.0247(4) Uani d . 1 . .
H H8DA 0.2797 0.1910 0.8287 0.030 Uiso calc R 1 . .
H H8DB 0.2413 0.0942 0.8375 0.030 Uiso calc R 1 . .
C C9D 0.42521(18) 0.15095(13) 0.86956(10) 0.0221(4) Uani d . 1 . .
C C10D 0.4375(2) 0.10296(14) 0.91468(12) 0.0300(5) Uani d . 1 . .
H H10D 0.3708 0.0568 0.9165 0.036 Uiso calc R 1 . .
C C11D 0.5457(2) 0.12130(14) 0.95734(12) 0.0316(5) Uani d . 1 . .
H H11D 0.5517 0.0889 0.9888 0.038 Uiso calc R 1 . .
C C12D 0.6448(2) 0.18731(14) 0.95360(11) 0.0279(5) Uani d . 1 . .
H H12D 0.7194 0.1995 0.9820 0.033 Uiso calc R 1 . .
C C13D 0.63488(18) 0.23548(13) 0.90830(10) 0.0220(4) Uani d . 1 . .
H H13D 0.7026 0.2806 0.9057 0.026 Uiso calc R 1 . .
C C14D 0.52467(17) 0.21739(12) 0.86643(10) 0.0176(4) Uani d . 1 . .
C C15D 0.55222(16) 0.36414(12) 0.84757(10) 0.0188(4) Uani d . 1 . .
H H15G 0.6383 0.3799 0.8326 0.023 Uiso calc R 1 . .
H H15H 0.5559 0.3827 0.8980 0.023 Uiso calc R 1 . .
C C16D 0.46105(17) 0.41302(13) 0.82192(11) 0.0222(4) Uani d . 1 . .
H H16G 0.4533 0.3904 0.7716 0.027 Uiso calc R 1 . .
H H16H 0.3764 0.3988 0.8390 0.027 Uiso calc R 1 . .
C C17D 0.50053(17) 0.51341(13) 0.84319(10) 0.0198(4) Uani d . 1 . .
H H17G 0.5860 0.5283 0.8273 0.024 Uiso calc R 1 . .
H H17H 0.4411 0.5392 0.8212 0.024 Uiso calc R 1 . .
C C18D 0.5113(2) 0.65135(15) 0.93995(13) 0.0399(6) Uani d . 1 . .
H H18J 0.5856 0.6777 0.9207 0.060 Uiso calc R 1 . .
H H18K 0.5196 0.6743 0.9897 0.060 Uiso calc R 1 . .
H H18L 0.4349 0.6668 0.9237 0.060 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 0.0033 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1A N1A C14A . . 117.77(14) ?
C1A N1A C15A . . 118.55(15) ?
C14A N1A C15A . . 117.12(15) ?
C18A N2A C17A . . 112.49(16) ?
C18A N2A H2AB . . 109.1 ?
C17A N2A H2AB . . 109.1 ?
C18A N2A H2AC . . 109.1 ?
C17A N2A H2AC . . 109.1 ?
H2AB N2A H2AC . . 107.8 ?
C1B N1B C14B . . 117.82(14) ?
C1B N1B C15B . . 115.96(15) ?
C14B N1B C15B . . 119.30(15) ?
C18B N2B C17B . . 112.37(16) ?
C18B N2B H2BB . . 109.1 ?
C17B N2B H2BB . . 109.1 ?
C18B N2B H2BC . . 109.1 ?
C17B N2B H2BC . . 109.1 ?
H2BB N2B H2BC . . 107.9 ?
C1C N1C C14C . . 118.46(14) ?
C1C N1C C15C . . 119.45(15) ?
C14C N1C C15C . . 116.07(15) ?
C18C N2C C17C . . 113.03(16) ?
C18C N2C H2CB . . 109.0 ?
C17C N2C H2CB . . 109.0 ?
C18C N2C H2CC . . 109.0 ?
C17C N2C H2CC . . 109.0 ?
H2CB N2C H2CC . . 107.8 ?
C1D N1D C14D . . 118.17(14) ?
C1D N1D C15D . . 118.84(15) ?
C14D N1D C15D . . 116.60(15) ?
C18D N2D C17D . . 113.21(17) ?
C18D N2D H2DB . . 108.9 ?
C17D N2D H2DB . . 108.9 ?
C18D N2D H2DC . . 108.9 ?
C17D N2D H2DC . . 108.9 ?
H2DB N2D H2DC . . 107.7 ?
C2A C1A C6A . . 118.40(18) ?
C2A C1A N1A . . 119.65(17) ?
C6A C1A N1A . . 121.95(16) ?
C3A C2A C1A . . 122.1(2) ?
C3A C2A H2AA . . 119.0 ?
C1A C2A H2AA . . 119.0 ?
C2A C3A C4A . . 120.3(2) ?
C2A C3A H3AA . . 119.9 ?
C4A C3A H3AA . . 119.9 ?
C3A C4A C5A . . 118.1(2) ?
C3A C4A H4AA . . 120.9 ?
C5A C4A H4AA . . 120.9 ?
C4A C5A C6A . . 123.1(2) ?
C4A C5A H5AA . . 118.4 ?
C6A C5A H5AA . . 118.4 ?
C5A C6A C1A . . 117.93(17) ?
C5A C6A C7A . . 116.16(17) ?
C1A C6A C7A . . 125.90(18) ?
C8A C7A C6A . . 118.24(16) ?
C8A C7A H7AA . . 107.8 ?
C6A C7A H7AA . . 107.8 ?
C8A C7A H7AB . . 107.8 ?
C6A C7A H7AB . . 107.8 ?
H7AA C7A H7AB . . 107.1 ?
C9A C8A C7A . . 111.64(16) ?
C9A C8A H8AA . . 109.3 ?
C7A C8A H8AA . . 109.3 ?
C9A C8A H8AB . . 109.3 ?
C7A C8A H8AB . . 109.3 ?
H8AA C8A H8AB . . 108.0 ?
C10A C9A C14A . . 119.11(17) ?
C10A C9A C8A . . 123.12(17) ?
C14A C9A C8A . . 117.78(17) ?
C9A C10A C11A . . 121.01(19) ?
C9A C10A H10A . . 119.5 ?
C11A C10A H10A . . 119.5 ?
C12A C11A C10A . . 119.6(2) ?
C12A C11A H11A . . 120.2 ?
C10A C11A H11A . . 120.2 ?
C13A C12A C11A . . 120.12(18) ?
C13A C12A H12A . . 119.9 ?
C11A C12A H12A . . 119.9 ?
C12A C13A C14A . . 120.18(18) ?
C12A C13A H13A . . 119.9 ?
C14A C13A H13A . . 119.9 ?
C9A C14A C13A . . 119.99(18) ?
C9A C14A N1A . . 118.42(16) ?
C13A C14A N1A . . 121.56(16) ?
N1A C15A C16A . . 110.20(14) ?
N1A C15A H15A . . 109.6 ?
C16A C15A H15A . . 109.6 ?
N1A C15A H15B . . 109.6 ?
C16A C15A H15B . . 109.6 ?
H15A C15A H15B . . 108.1 ?
C15A C16A C17A . . 114.88(15) ?
C15A C16A H16A . . 108.5 ?
C17A C16A H16A . . 108.5 ?
C15A C16A H16B . . 108.5 ?
C17A C16A H16B . . 108.5 ?
H16A C16A H16B . . 107.5 ?
N2A C17A C16A . . 111.45(16) ?
N2A C17A H17A . . 109.3 ?
C16A C17A H17A . . 109.3 ?
N2A C17A H17B . . 109.3 ?
C16A C17A H17B . . 109.3 ?
H17A C17A H17B . . 108.0 ?
N2A C18A H18A . . 109.5 ?
N2A C18A H18B . . 109.5 ?
H18A C18A H18B . . 109.5 ?
N2A C18A H18C . . 109.5 ?
H18A C18A H18C . . 109.5 ?
H18B C18A H18C . . 109.5 ?
C2B C1B C6B . . 119.63(18) ?
C2B C1B N1B . . 122.30(17) ?
C6B C1B N1B . . 118.05(15) ?
C3B C2B C1B . . 120.78(19) ?
C3B C2B H2BA . . 119.6 ?
C1B C2B H2BA . . 119.6 ?
C4B C3B C2B . . 119.80(18) ?
C4B C3B H3BA . . 120.1 ?
C2B C3B H3BA . . 120.1 ?
C3B C4B C5B . . 119.8(2) ?
C3B C4B H4BA . . 120.1 ?
C5B C4B H4BA . . 120.1 ?
C4B C5B C6B . . 121.41(19) ?
C4B C5B H5BA . . 119.3 ?
C6B C5B H5BA . . 119.3 ?
C5B C6B C1B . . 118.61(17) ?
C5B C6B C7B . . 123.12(18) ?
C1B C6B C7B . . 118.27(17) ?
C6B C7B C8B . . 111.72(16) ?
C6B C7B H7BA . . 109.3 ?
C8B C7B H7BA . . 109.3 ?
C6B C7B H7BB . . 109.3 ?
C8B C7B H7BB . . 109.3 ?
H7BA C7B H7BB . . 107.9 ?
C9B C8B C7B . . 117.28(16) ?
C9B C8B H8BA . . 108.0 ?
C7B C8B H8BA . . 108.0 ?
C9B C8B H8BB . . 108.0 ?
C7B C8B H8BB . . 108.0 ?
H8BA C8B H8BB . . 107.2 ?
C10B C9B C14B . . 117.99(18) ?
C10B C9B C8B . . 115.28(17) ?
C14B C9B C8B . . 126.71(17) ?
C11B C10B C9B . . 122.8(2) ?
C11B C10B H10B . . 118.6 ?
C9B C10B H10B . . 118.6 ?
C12B C11B C10B . . 118.6(2) ?
C12B C11B H11B . . 120.7 ?
C10B C11B H11B . . 120.7 ?
C11B C12B C13B . . 120.49(19) ?
C11B C12B H12B . . 119.8 ?
C13B C12B H12B . . 119.8 ?
C12B C13B C14B . . 121.35(19) ?
C12B C13B H13B . . 119.3 ?
C14B C13B H13B . . 119.3 ?
C13B C14B C9B . . 118.67(18) ?
C13B C14B N1B . . 119.09(17) ?
C9B C14B N1B . . 122.24(16) ?
N1B C15B C16B . . 110.75(14) ?
N1B C15B H15C . . 109.5 ?
C16B C15B H15C . . 109.5 ?
N1B C15B H15D . . 109.5 ?
C16B C15B H15D . . 109.5 ?
H15C C15B H15D . . 108.1 ?
C17B C16B C15B . . 113.78(15) ?
C17B C16B H16C . . 108.8 ?
C15B C16B H16C . . 108.8 ?
C17B C16B H16D . . 108.8 ?
C15B C16B H16D . . 108.8 ?
H16C C16B H16D . . 107.7 ?
N2B C17B C16B . . 112.18(16) ?
N2B C17B H17C . . 109.2 ?
C16B C17B H17C . . 109.2 ?
N2B C17B H17D . . 109.2 ?
C16B C17B H17D . . 109.2 ?
H17C C17B H17D . . 107.9 ?
N2B C18B H18D . . 109.5 ?
N2B C18B H18E . . 109.5 ?
H18D C18B H18E . . 109.5 ?
N2B C18B H18F . . 109.5 ?
H18D C18B H18F . . 109.5 ?
H18E C18B H18F . . 109.5 ?
C2C C1C C6C . . 118.56(17) ?
C2C C1C N1C . . 119.15(16) ?
C6C C1C N1C . . 122.28(16) ?
C3C C2C C1C . . 121.42(19) ?
C3C C2C H2CA . . 119.3 ?
C1C C2C H2CA . . 119.3 ?
C2C C3C C4C . . 120.6(2) ?
C2C C3C H3CA . . 119.7 ?
C4C C3C H3CA . . 119.7 ?
C5C C4C C3C . . 118.02(19) ?
C5C C4C H4CA . . 121.0 ?
C3C C4C H4CA . . 121.0 ?
C4C C5C C6C . . 123.36(19) ?
C4C C5C H5CA . . 118.3 ?
C6C C5C H5CA . . 118.3 ?
C5C C6C C1C . . 117.98(18) ?
C5C C6C C7C . . 116.04(17) ?
C1C C6C C7C . . 125.95(17) ?
C8C C7C C6C . . 117.86(16) ?
C8C C7C H7CA . . 107.8 ?
C6C C7C H7CA . . 107.8 ?
C8C C7C H7CB . . 107.8 ?
C6C C7C H7CB . . 107.8 ?
H7CA C7C H7CB . . 107.2 ?
C9C C8C C7C . . 111.71(15) ?
C9C C8C H8CA . . 109.3 ?
C7C C8C H8CA . . 109.3 ?
C9C C8C H8CB . . 109.3 ?
C7C C8C H8CB . . 109.3 ?
H8CA C8C H8CB . . 107.9 ?
C10C C9C C14C . . 118.87(17) ?
C10C C9C C8C . . 122.76(17) ?
C14C C9C C8C . . 118.36(17) ?
C9C C10C C11C . . 121.05(19) ?
C9C C10C H10C . . 119.5 ?
C11C C10C H10C . . 119.5 ?
C12C C11C C10C . . 119.80(19) ?
C12C C11C H11C . . 120.1 ?
C10C C11C H11C . . 120.1 ?
C13C C12C C11C . . 119.95(18) ?
C13C C12C H12C . . 120.0 ?
C11C C12C H12C . . 120.0 ?
C12C C13C C14C . . 120.19(18) ?
C12C C13C H13C . . 119.9 ?
C14C C13C H13C . . 119.9 ?
C9C C14C C13C . . 120.12(17) ?
C9C C14C N1C . . 118.27(16) ?
C13C C14C N1C . . 121.59(16) ?
N1C C15C C16C . . 110.18(15) ?
N1C C15C H15E . . 109.6 ?
C16C C15C H15E . . 109.6 ?
N1C C15C H15F . . 109.6 ?
C16C C15C H15F . . 109.6 ?
H15E C15C H15F . . 108.1 ?
C17C C16C C15C . . 113.63(15) ?
C17C C16C H16E . . 108.8 ?
C15C C16C H16E . . 108.8 ?
C17C C16C H16F . . 108.8 ?
C15C C16C H16F . . 108.8 ?
H16E C16C H16F . . 107.7 ?
N2C C17C C16C . . 112.27(16) ?
N2C C17C H17E . . 109.2 ?
C16C C17C H17E . . 109.2 ?
N2C C17C H17F . . 109.2 ?
C16C C17C H17F . . 109.2 ?
H17E C17C H17F . . 107.9 ?
N2C C18C H18G . . 109.5 ?
N2C C18C H18H . . 109.5 ?
H18G C18C H18H . . 109.5 ?
N2C C18C H18I . . 109.5 ?
H18G C18C H18I . . 109.5 ?
H18H C18C H18I . . 109.5 ?
C6D C1D C2D . . 118.84(17) ?
C6D C1D N1D . . 122.21(16) ?
C2D C1D N1D . . 118.95(17) ?
C3D C2D C1D . . 121.6(2) ?
C3D C2D H2DA . . 119.2 ?
C1D C2D H2DA . . 119.2 ?
C2D C3D C4D . . 120.0(2) ?
C2D C3D H3DA . . 120.0 ?
C4D C3D H3DA . . 120.0 ?
C5D C4D C3D . . 118.64(19) ?
C5D C4D H4DA . . 120.7 ?
C3D C4D H4DA . . 120.7 ?
C4D C5D C6D . . 122.69(19) ?
C4D C5D H5DA . . 118.7 ?
C6D C5D H5DA . . 118.7 ?
C5D C6D C1D . . 118.16(18) ?
C5D C6D C7D . . 115.69(17) ?
C1D C6D C7D . . 126.14(17) ?
C6D C7D C8D . . 118.03(17) ?
C6D C7D H7DA . . 107.8 ?
C8D C7D H7DA . . 107.8 ?
C6D C7D H7DB . . 107.8 ?
C8D C7D H7DB . . 107.8 ?
H7DA C7D H7DB . . 107.1 ?
C9D C8D C7D . . 111.84(15) ?
C9D C8D H8DA . . 109.2 ?
C7D C8D H8DA . . 109.2 ?
C9D C8D H8DB . . 109.2 ?
C7D C8D H8DB . . 109.2 ?
H8DA C8D H8DB . . 107.9 ?
C10D C9D C14D . . 118.83(18) ?
C10D C9D C8D . . 122.82(18) ?
C14D C9D C8D . . 118.36(17) ?
C9D C10D C11D . . 121.26(19) ?
C9D C10D H10D . . 119.4 ?
C11D C10D H10D . . 119.4 ?
C12D C11D C10D . . 119.54(19) ?
C12D C11D H11D . . 120.2 ?
C10D C11D H11D . . 120.2 ?
C11D C12D C13D . . 120.05(19) ?
C11D C12D H12D . . 120.0 ?
C13D C12D H12D . . 120.0 ?
C12D C13D C14D . . 119.87(18) ?
C12D C13D H13D . . 120.1 ?
C14D C13D H13D . . 120.1 ?
C9D C14D C13D . . 120.44(17) ?
C9D C14D N1D . . 118.45(16) ?
C13D C14D N1D . . 121.10(16) ?
N1D C15D C16D . . 110.32(15) ?
N1D C15D H15G . . 109.6 ?
C16D C15D H15G . . 109.6 ?
N1D C15D H15H . . 109.6 ?
C16D C15D H15H . . 109.6 ?
H15G C15D H15H . . 108.1 ?
C17D C16D C15D . . 114.46(15) ?
C17D C16D H16G . . 108.6 ?
C15D C16D H16G . . 108.6 ?
C17D C16D H16H . . 108.6 ?
C15D C16D H16H . . 108.6 ?
H16G C16D H16H . . 107.6 ?
N2D C17D C16D . . 111.78(16) ?
N2D C17D H17G . . 109.3 ?
C16D C17D H17G . . 109.3 ?
N2D C17D H17H . . 109.3 ?
C16D C17D H17H . . 109.3 ?
H17G C17D H17H . . 107.9 ?
N2D C18D H18J . . 109.5 ?
N2D C18D H18K . . 109.5 ?
H18J C18D H18K . . 109.5 ?
N2D C18D H18L . . 109.5 ?
H18J C18D H18L . . 109.5 ?
H18K C18D H18L . . 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
N1A C1A . 1.420(2) ?
N1A C14A . 1.425(2) ?
N1A C15A . 1.471(2) ?
N2A C18A . 1.481(3) ?
N2A C17A . 1.493(3) ?
N2A H2AB . 0.9200 ?
N2A H2AC . 0.9200 ?
N1B C1B . 1.424(2) ?
N1B C14B . 1.429(2) ?
N1B C15B . 1.470(2) ?
N2B C18B . 1.483(2) ?
N2B C17B . 1.493(2) ?
N2B H2BB . 0.9200 ?
N2B H2BC . 0.9200 ?
N1C C1C . 1.421(2) ?
N1C C14C . 1.428(2) ?
N1C C15C . 1.471(2) ?
N2C C18C . 1.478(3) ?
N2C C17C . 1.497(2) ?
N2C H2CB . 0.9200 ?
N2C H2CC . 0.9200 ?
N1D C1D . 1.422(2) ?
N1D C14D . 1.428(2) ?
N1D C15D . 1.467(2) ?
N2D C18D . 1.482(3) ?
N2D C17D . 1.489(2) ?
N2D H2DB . 0.9200 ?
N2D H2DC . 0.9200 ?
C1A C2A . 1.409(3) ?
C1A C6A . 1.411(3) ?
C2A C3A . 1.369(3) ?
C2A H2AA . 0.9500 ?
C3A C4A . 1.386(3) ?
C3A H3AA . 0.9500 ?
C4A C5A . 1.393(3) ?
C4A H4AA . 0.9500 ?
C5A C6A . 1.393(3) ?
C5A H5AA . 0.9500 ?
C6A C7A . 1.525(3) ?
C7A C8A . 1.524(3) ?
C7A H7AA . 0.9900 ?
C7A H7AB . 0.9900 ?
C8A C9A . 1.508(3) ?
C8A H8AA . 0.9900 ?
C8A H8AB . 0.9900 ?
C9A C10A . 1.391(3) ?
C9A C14A . 1.396(3) ?
C10A C11A . 1.393(3) ?
C10A H10A . 0.9500 ?
C11A C12A . 1.388(3) ?
C11A H11A . 0.9500 ?
C12A C13A . 1.387(3) ?
C12A H12A . 0.9500 ?
C13A C14A . 1.399(3) ?
C13A H13A . 0.9500 ?
C15A C16A . 1.523(3) ?
C15A H15A . 0.9900 ?
C15A H15B . 0.9900 ?
C16A C17A . 1.525(3) ?
C16A H16A . 0.9900 ?
C16A H16B . 0.9900 ?
C17A H17A . 0.9900 ?
C17A H17B . 0.9900 ?
C18A H18A . 0.9800 ?
C18A H18B . 0.9800 ?
C18A H18C . 0.9800 ?
C1B C2B . 1.395(3) ?
C1B C6B . 1.403(2) ?
C2B C3B . 1.390(3) ?
C2B H2BA . 0.9500 ?
C3B C4B . 1.379(3) ?
C3B H3BA . 0.9500 ?
C4B C5B . 1.390(3) ?
C4B H4BA . 0.9500 ?
C5B C6B . 1.392(3) ?
C5B H5BA . 0.9500 ?
C6B C7B . 1.506(3) ?
C7B C8B . 1.524(3) ?
C7B H7BA . 0.9900 ?
C7B H7BB . 0.9900 ?
C8B C9B . 1.524(3) ?
C8B H8BA . 0.9900 ?
C8B H8BB . 0.9900 ?
C9B C10B . 1.405(3) ?
C9B C14B . 1.407(3) ?
C10B C11B . 1.383(3) ?
C10B H10B . 0.9500 ?
C11B C12B . 1.377(3) ?
C11B H11B . 0.9500 ?
C12B C13B . 1.386(3) ?
C12B H12B . 0.9500 ?
C13B C14B . 1.406(3) ?
C13B H13B . 0.9500 ?
C15B C16B . 1.521(2) ?
C15B H15C . 0.9900 ?
C15B H15D . 0.9900 ?
C16B C17B . 1.519(3) ?
C16B H16C . 0.9900 ?
C16B H16D . 0.9900 ?
C17B H17C . 0.9900 ?
C17B H17D . 0.9900 ?
C18B H18D . 0.9800 ?
C18B H18E . 0.9800 ?
C18B H18F . 0.9800 ?
C1C C2C . 1.406(3) ?
C1C C6C . 1.411(3) ?
C2C C3C . 1.381(3) ?
C2C H2CA . 0.9500 ?
C3C C4C . 1.387(3) ?
C3C H3CA . 0.9500 ?
C4C C5C . 1.382(3) ?
C4C H4CA . 0.9500 ?
C5C C6C . 1.396(3) ?
C5C H5CA . 0.9500 ?
C6C C7C . 1.532(3) ?
C7C C8C . 1.524(3) ?
C7C H7CA . 0.9900 ?
C7C H7CB . 0.9900 ?
C8C C9C . 1.501(3) ?
C8C H8CA . 0.9900 ?
C8C H8CB . 0.9900 ?
C9C C10C . 1.390(3) ?
C9C C14C . 1.396(2) ?
C10C C11C . 1.394(3) ?
C10C H10C . 0.9500 ?
C11C C12C . 1.386(3) ?
C11C H11C . 0.9500 ?
C12C C13C . 1.386(3) ?
C12C H12C . 0.9500 ?
C13C C14C . 1.403(3) ?
C13C H13C . 0.9500 ?
C15C C16C . 1.525(3) ?
C15C H15E . 0.9900 ?
C15C H15F . 0.9900 ?
C16C C17C . 1.519(3) ?
C16C H16E . 0.9900 ?
C16C H16F . 0.9900 ?
C17C H17E . 0.9900 ?
C17C H17F . 0.9900 ?
C18C H18G . 0.9800 ?
C18C H18H . 0.9800 ?
C18C H18I . 0.9800 ?
C1D C6D . 1.406(3) ?
C1D C2D . 1.408(3) ?
C2D C3D . 1.377(3) ?
C2D H2DA . 0.9500 ?
C3D C4D . 1.394(3) ?
C3D H3DA . 0.9500 ?
C4D C5D . 1.383(3) ?
C4D H4DA . 0.9500 ?
C5D C6D . 1.400(3) ?
C5D H5DA . 0.9500 ?
C6D C7D . 1.528(3) ?
C7D C8D . 1.528(3) ?
C7D H7DA . 0.9900 ?
C7D H7DB . 0.9900 ?
C8D C9D . 1.500(3) ?
C8D H8DA . 0.9900 ?
C8D H8DB . 0.9900 ?
C9D C10D . 1.389(3) ?
C9D C14D . 1.393(3) ?
C10D C11D . 1.394(3) ?
C10D H10D . 0.9500 ?
C11D C12D . 1.390(3) ?
C11D H11D . 0.9500 ?
C12D C13D . 1.390(3) ?
C12D H12D . 0.9500 ?
C13D C14D . 1.402(2) ?
C13D H13D . 0.9500 ?
C15D C16D . 1.531(3) ?
C15D H15G . 0.9900 ?
C15D H15H . 0.9900 ?
C16D C17D . 1.520(3) ?
C16D H16G . 0.9900 ?
C16D H16H . 0.9900 ?
C17D H17G . 0.9900 ?
C17D H17H . 0.9900 ?
C18D H18J . 0.9800 ?
C18D H18K . 0.9800 ?
C18D H18L . 0.9800 ?
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
N2A H2AB Cl3 2_666 0.92 2.22 3.1186(16) 165.0
N2A H2AC Cl3 . 0.92 2.17 3.0811(17) 169.3
N2B H2BB Cl1 . 0.92 2.20 3.1027(16) 167.7
N2B H2BC Cl4 . 0.92 2.20 3.1014(16) 164.9
N2C H2CB Cl1 . 0.92 2.20 3.1069(16) 166.7
N2C H2CC Cl4 . 0.92 2.21 3.1065(16) 165.9
N2D H2DB Cl2 . 0.92 2.22 3.1176(16) 165.8
N2D H2DC Cl2 2_667 0.92 2.18 3.0859(16) 167.6
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
C14A N1A C1A C2A . . . . -125.96(18) ?
C15A N1A C1A C2A . . . . 24.9(2) ?
C14A N1A C1A C6A . . . . 53.9(2) ?
C15A N1A C1A C6A . . . . -155.25(16) ?
C6A C1A C2A C3A . . . . -2.3(3) ?
N1A C1A C2A C3A . . . . 177.58(18) ?
C1A C2A C3A C4A . . . . 1.7(3) ?
C2A C3A C4A C5A . . . . -0.3(3) ?
C3A C4A C5A C6A . . . . -0.3(3) ?
C4A C5A C6A C1A . . . . -0.4(3) ?
C4A C5A C6A C7A . . . . 178.84(19) ?
C2A C1A C6A C5A . . . . 1.6(3) ?
N1A C1A C6A C5A . . . . -178.26(17) ?
C2A C1A C6A C7A . . . . -177.52(18) ?
N1A C1A C6A C7A . . . . 2.6(3) ?
C5A C6A C7A C8A . . . . -175.18(17) ?
C1A C6A C7A C8A . . . . 4.0(3) ?
C6A C7A C8A C9A . . . . -60.4(2) ?
C7A C8A C9A C10A . . . . -109.5(2) ?
C7A C8A C9A C14A . . . . 70.0(2) ?
C14A C9A C10A C11A . . . . 1.0(3) ?
C8A C9A C10A C11A . . . . -179.4(2) ?
C9A C10A C11A C12A . . . . -1.4(3) ?
C10A C11A C12A C13A . . . . 1.3(3) ?
C11A C12A C13A C14A . . . . -0.7(3) ?
C10A C9A C14A C13A . . . . -0.5(3) ?
C8A C9A C14A C13A . . . . 179.97(18) ?
C10A C9A C14A N1A . . . . -178.46(17) ?
C8A C9A C14A N1A . . . . 2.0(3) ?
C12A C13A C14A C9A . . . . 0.3(3) ?
C12A C13A C14A N1A . . . . 178.24(17) ?
C1A N1A C14A C9A . . . . -73.3(2) ?
C15A N1A C14A C9A . . . . 135.44(17) ?
C1A N1A C14A C13A . . . . 108.7(2) ?
C15A N1A C14A C13A . . . . -42.5(2) ?
C1A N1A C15A C16A . . . . 66.8(2) ?
C14A N1A C15A C16A . . . . -142.22(16) ?
N1A C15A C16A C17A . . . . -177.75(16) ?
C18A N2A C17A C16A . . . . -165.59(16) ?
C15A C16A C17A N2A . . . . -65.2(2) ?
C14B N1B C1B C2B . . . . -109.8(2) ?
C15B N1B C1B C2B . . . . 41.0(2) ?
C14B N1B C1B C6B . . . . 71.6(2) ?
C15B N1B C1B C6B . . . . -137.62(17) ?
C6B C1B C2B C3B . . . . 0.2(3) ?
N1B C1B C2B C3B . . . . -178.37(17) ?
C1B C2B C3B C4B . . . . 0.9(3) ?
C2B C3B C4B C5B . . . . -1.8(3) ?
C3B C4B C5B C6B . . . . 1.6(3) ?
C4B C5B C6B C1B . . . . -0.5(3) ?
C4B C5B C6B C7B . . . . 178.7(2) ?
C2B C1B C6B C5B . . . . -0.4(3) ?
N1B C1B C6B C5B . . . . 178.22(17) ?
C2B C1B C6B C7B . . . . -179.63(18) ?
N1B C1B C6B C7B . . . . -1.0(3) ?
C5B C6B C7B C8B . . . . 109.6(2) ?
C1B C6B C7B C8B . . . . -71.2(2) ?
C6B C7B C8B C9B . . . . 59.9(2) ?
C7B C8B C9B C10B . . . . 176.24(17) ?
C7B C8B C9B C14B . . . . -2.1(3) ?
C14B C9B C10B C11B . . . . 1.8(3) ?
C8B C9B C10B C11B . . . . -176.79(19) ?
C9B C10B C11B C12B . . . . 0.4(3) ?
C10B C11B C12B C13B . . . . -0.6(3) ?
C11B C12B C13B C14B . . . . -1.3(3) ?
C12B C13B C14B C9B . . . . 3.5(3) ?
C12B C13B C14B N1B . . . . -176.75(17) ?
C10B C9B C14B C13B . . . . -3.6(3) ?
C8B C9B C14B C13B . . . . 174.75(18) ?
C10B C9B C14B N1B . . . . 176.65(17) ?
C8B C9B C14B N1B . . . . -5.0(3) ?
C1B N1B C14B C13B . . . . 128.10(18) ?
C15B N1B C14B C13B . . . . -21.6(2) ?
C1B N1B C14B C9B . . . . -52.2(2) ?
C15B N1B C14B C9B . . . . 158.11(16) ?
C1B N1B C15B C16B . . . . 140.25(16) ?
C14B N1B C15B C16B . . . . -69.5(2) ?
N1B C15B C16B C17B . . . . 178.11(16) ?
C18B N2B C17B C16B . . . . 173.14(16) ?
C15B C16B C17B N2B . . . . 63.2(2) ?
C14C N1C C1C C2C . . . . 129.01(18) ?
C15C N1C C1C C2C . . . . -22.6(2) ?
C14C N1C C1C C6C . . . . -52.1(2) ?
C15C N1C C1C C6C . . . . 156.23(16) ?
C6C C1C C2C C3C . . . . 3.1(3) ?
N1C C1C C2C C3C . . . . -178.01(17) ?
C1C C2C C3C C4C . . . . -0.8(3) ?
C2C C3C C4C C5C . . . . -1.7(3) ?
C3C C4C C5C C6C . . . . 2.1(3) ?
C4C C5C C6C C1C . . . . 0.1(3) ?
C4C C5C C6C C7C . . . . -178.10(18) ?
C2C C1C C6C C5C . . . . -2.7(2) ?
N1C C1C C6C C5C . . . . 178.46(16) ?
C2C C1C C6C C7C . . . . 175.35(17) ?
N1C C1C C6C C7C . . . . -3.5(3) ?
C5C C6C C7C C8C . . . . 173.64(17) ?
C1C C6C C7C C8C . . . . -4.4(3) ?
C6C C7C C8C C9C . . . . 61.0(2) ?
C7C C8C C9C C10C . . . . 111.0(2) ?
C7C C8C C9C C14C . . . . -70.1(2) ?
C14C C9C C10C C11C . . . . 0.3(3) ?
C8C C9C C10C C11C . . . . 179.19(18) ?
C9C C10C C11C C12C . . . . 0.9(3) ?
C10C C11C C12C C13C . . . . -1.0(3) ?
C11C C12C C13C C14C . . . . 0.0(3) ?
C10C C9C C14C C13C . . . . -1.3(3) ?
C8C C9C C14C C13C . . . . 179.71(17) ?
C10C C9C C14C N1C . . . . 177.03(16) ?
C8C C9C C14C N1C . . . . -1.9(2) ?
C12C C13C C14C C9C . . . . 1.2(3) ?
C12C C13C C14C N1C . . . . -177.09(17) ?
C1C N1C C14C C9C . . . . 72.2(2) ?
C15C N1C C14C C9C . . . . -135.26(17) ?
C1C N1C C14C C13C . . . . -109.53(19) ?
C15C N1C C14C C13C . . . . 43.1(2) ?
C1C N1C C15C C16C . . . . -70.4(2) ?
C14C N1C C15C C16C . . . . 137.35(16) ?
N1C C15C C16C C17C . . . . 177.12(16) ?
C18C N2C C17C C16C . . . . 173.74(16) ?
C15C C16C C17C N2C . . . . 63.4(2) ?
C14D N1D C1D C6D . . . . 52.6(2) ?
C15D N1D C1D C6D . . . . -156.35(16) ?
C14D N1D C1D C2D . . . . -127.45(18) ?
C15D N1D C1D C2D . . . . 23.6(2) ?
C6D C1D C2D C3D . . . . -2.4(3) ?
N1D C1D C2D C3D . . . . 177.64(17) ?
C1D C2D C3D C4D . . . . 0.3(3) ?
C2D C3D C4D C5D . . . . 1.7(3) ?
C3D C4D C5D C6D . . . . -1.7(3) ?
C4D C5D C6D C1D . . . . -0.5(3) ?
C4D C5D C6D C7D . . . . 178.58(18) ?
C2D C1D C6D C5D . . . . 2.5(2) ?
N1D C1D C6D C5D . . . . -177.62(15) ?
C2D C1D C6D C7D . . . . -176.46(17) ?
N1D C1D C6D C7D . . . . 3.4(3) ?
C5D C6D C7D C8D . . . . -175.50(16) ?
C1D C6D C7D C8D . . . . 3.5(3) ?
C6D C7D C8D C9D . . . . -59.9(2) ?
C7D C8D C9D C10D . . . . -109.9(2) ?
C7D C8D C9D C14D . . . . 69.8(2) ?
C14D C9D C10D C11D . . . . 1.2(3) ?
C8D C9D C10D C11D . . . . -179.01(19) ?
C9D C10D C11D C12D . . . . -1.7(3) ?
C10D C11D C12D C13D . . . . 1.0(3) ?
C11D C12D C13D C14D . . . . 0.0(3) ?
C10D C9D C14D C13D . . . . -0.2(3) ?
C8D C9D C14D C13D . . . . -179.94(17) ?
C10D C9D C14D N1D . . . . -178.64(17) ?
C8D C9D C14D N1D . . . . 1.6(3) ?
C12D C13D C14D C9D . . . . -0.5(3) ?
C12D C13D C14D N1D . . . . 177.96(17) ?
C1D N1D C14D C9D . . . . -72.2(2) ?
C15D N1D C14D C9D . . . . 136.13(18) ?
C1D N1D C14D C13D . . . . 109.35(19) ?
C15D N1D C14D C13D . . . . -42.3(2) ?
C1D N1D C15D C16D . . . . 67.2(2) ?
C14D N1D C15D C16D . . . . -141.31(16) ?
N1D C15D C16D C17D . . . . -176.53(16) ?
C18D N2D C17D C16D . . . . -166.99(16) ?
C15D C16D C17D N2D . . . . -64.0(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139078519
