data_2203245
loop_
_publ_author_name
'Baumer, Vyacheslav N.'
'Silin, Olexiy V.'
'Savchenko, Timur I.'
'Nikitchenko, Viktor M.'
'Kovalenko, Sergiy M.'
_publ_section_title
;
5-Benzyl-7,9-dimethoxy-3-phenyl-5H-pyrazolo[4,3-c]quinolin-1-ium chloride
acetic acid solvate
;
_journal_issue                 2
_journal_name_full             'Acta Crystallographica, Section E'
_journal_page_first            o294
_journal_page_last             o296
_journal_volume                60
_journal_year                  2004
_chemical_formula_iupac        'C25 H22 N3 O2 1+, Cl 1-, C2 H4 O2'
_chemical_formula_moiety       'C25 H22 N3 O2 1+, Cl 1-, C2 H4 O2'
_chemical_formula_sum          'C27 H26 Cl N3 O4'
_chemical_formula_weight       491.96
_symmetry_cell_setting         Monoclinic
_symmetry_space_group_name_Hall '-C 2yc'
_symmetry_space_group_name_H-M 'C 2/c'
_audit_creation_method         'WinGX routine CIF_UPDATE'
_cell_angle_alpha              90
_cell_angle_beta               109.42(3)
_cell_angle_gamma              90
_cell_formula_units_Z          8
_cell_length_a                 21.224(7)
_cell_length_b                 15.830(4)
_cell_length_c                 15.550(5)
_cell_measurement_reflns_used  36
_cell_measurement_temperature  293(2)
_cell_measurement_theta_max    13.0
_cell_measurement_theta_min    12.0
_cell_volume                   4927(3)
_computing_cell_refinement     P3
_computing_data_collection     'P3 (Siemens, 1989)'
_computing_data_reduction      'XDISK and XPREP (Siemens, 1991)'
_computing_molecular_graphics  'XP (Siemens, 1991)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution  'SIR97 (Altomare et al., 1999)'
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device     'Siemens P3/PC'
_diffrn_measurement_method     2\q/\q
_diffrn_radiation_type         MoK\a
_diffrn_radiation_wavelength   0.71073
_diffrn_reflns_av_R_equivalents 0.054
_diffrn_reflns_limit_h_max     24
_diffrn_reflns_limit_h_min     -25
_diffrn_reflns_limit_k_max     19
_diffrn_reflns_limit_k_min     0
_diffrn_reflns_limit_l_max     18
_diffrn_reflns_limit_l_min     0
_diffrn_reflns_number          4692
_diffrn_reflns_theta_full      25.5
_diffrn_reflns_theta_max       25.5
_diffrn_reflns_theta_min       2.4
_diffrn_standards_decay_%      1
_diffrn_standards_interval_count 98
_diffrn_standards_number       2
_exptl_absorpt_coefficient_mu  0.194
_exptl_absorpt_correction_T_max 0.964
_exptl_absorpt_correction_T_min 0.951
_exptl_absorpt_correction_type integration
_exptl_absorpt_process_details '(XPREP; Siemens, 1991)'
_exptl_crystal_colour          colourless
_exptl_crystal_density_diffrn  1.326
_exptl_crystal_density_method  'not measured'
_exptl_crystal_description     plate
_exptl_crystal_F_000           2064
_exptl_crystal_size_max        0.5
_exptl_crystal_size_mid        0.2
_exptl_crystal_size_min        0.15
_refine_diff_density_max       0.25
_refine_diff_density_min       -0.14
_refine_ls_extinction_coef     0.0054(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method   SHELXL97
_refine_ls_goodness_of_fit_ref 0.99
_refine_ls_hydrogen_treatment  constr
_refine_ls_matrix_type         full
_refine_ls_number_parameters   320
_refine_ls_number_reflns       4509
_refine_ls_number_restraints   0
_refine_ls_restrained_S_all    0.99
_refine_ls_R_factor_gt         0.046
_refine_ls_shift/su_max        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.02P)^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme    calc
_refine_ls_wR_factor_ref       0.083
_reflns_number_gt              2075
_reflns_number_total           4509
_reflns_threshold_expression   I>2\s(I)
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_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
_atom_site_type_symbol
Cl1 0.78888(2) 0.57891(4) 0.07996(4) 0.07035(19) Uani d . 1 . . Cl
O1 0.52368(6) 0.05930(9) 0.15583(12) 0.0764(5) Uani d . 1 . . O
O2 0.61371(6) 0.33156(8) 0.24295(10) 0.0602(4) Uani d . 1 . . O
N1 0.54246(7) 0.47139(10) 0.16173(12) 0.0522(5) Uani d . 1 . . N
H1 0.5822 0.4647 0.1997 0.063 Uiso calc R 1 . . H
N2 0.51565(8) 0.54772(11) 0.13116(12) 0.0578(5) Uani d . 1 . . N
C3 0.45413(9) 0.53496(12) 0.07730(14) 0.0461(5) Uani d . 1 . . C
C4 0.44102(8) 0.44439(12) 0.06988(13) 0.0392(5) Uani d . 1 . . C
C5 0.39070(9) 0.39390(12) 0.02176(13) 0.0426(5) Uani d . 1 . . C
H5 0.3514 0.418 -0.0165 0.051 Uiso calc R 1 . . H
N6 0.39588(6) 0.30909(9) 0.02780(10) 0.0418(4) Uani d . 1 . . N
C7 0.45385(8) 0.26888(12) 0.08495(13) 0.0428(5) Uani d . 1 . . C
C8 0.45707(8) 0.18137(12) 0.09005(14) 0.0494(6) Uani d . 1 . . C
H8 0.4211 0.1483 0.0564 0.059 Uiso calc R 1 . . H
C9 0.51461(9) 0.14502(12) 0.14590(15) 0.0551(6) Uani d . 1 . . C
C10 0.56977(8) 0.19166(13) 0.19870(14) 0.0534(6) Uani d . 1 . . C
H10 0.6084 0.165 0.2356 0.064 Uiso calc R 1 . . H
C11 0.56514(8) 0.27722(13) 0.19435(14) 0.0491(6) Uani d . 1 . . C
C12 0.50781(8) 0.31878(12) 0.13738(13) 0.0421(5) Uani d . 1 . . C
C13 0.50044(8) 0.40734(12) 0.12649(12) 0.0425(5) Uani d . 1 . . C
C14 0.41255(10) 0.60742(12) 0.03408(14) 0.0509(6) Uani d . 1 . . C
C15 0.34849(11) 0.59737(15) -0.02688(17) 0.0746(8) Uani d . 1 . . C
H15 0.3307 0.5435 -0.0418 0.089 Uiso calc R 1 . . H
C16 0.31062(14) 0.66828(17) -0.0659(2) 0.0985(10) Uani d . 1 . . C
H16 0.2676 0.6611 -0.1069 0.118 Uiso calc R 1 . . H
C17 0.33542(16) 0.74707(18) -0.04501(19) 0.1006(10) Uani d . 1 . . C
H17 0.3092 0.7938 -0.0704 0.121 Uiso calc R 1 . . H
C18 0.39990(15) 0.75807(16) 0.0142(2) 0.0951(9) Uani d . 1 . . C
H18 0.4176 0.8121 0.0278 0.114 Uiso calc R 1 . . H
C19 0.43808(12) 0.68794(14) 0.05329(17) 0.0723(7) Uani d . 1 . . C
H19 0.4815 0.6954 0.093 0.087 Uiso calc R 1 . . H
C20 0.33989(8) 0.25721(13) -0.03431(14) 0.0501(6) Uani d . 1 . . C
H20A 0.3296 0.2115 0.0003 0.06 Uiso calc R 1 . . H
H20B 0.3004 0.2923 -0.0575 0.06 Uiso calc R 1 . . H
C21 0.35679(9) 0.22112(13) -0.11277(15) 0.0500(6) Uani d . 1 . . C
C22 0.34953(10) 0.13642(14) -0.13350(18) 0.0663(7) Uani d . 1 . . C
H22 0.3358 0.0999 -0.0964 0.08 Uiso calc R 1 . . H
C23 0.36238(12) 0.10501(17) -0.2086(2) 0.0867(9) Uani d . 1 . . C
H23 0.3588 0.0474 -0.2211 0.104 Uiso calc R 1 . . H
C24 0.38042(14) 0.1592(2) -0.2642(2) 0.0973(10) Uani d . 1 . . C
H24 0.3859 0.1384 -0.3172 0.117 Uiso calc R 1 . . H
C25 0.39050(14) 0.2416(2) -0.2448(2) 0.0999(10) Uani d . 1 . . C
H25 0.4057 0.2769 -0.2815 0.12 Uiso calc R 1 . . H
C26 0.37780(11) 0.27301(16) -0.16909(17) 0.0747(8) Uani d . 1 . . C
H26 0.3836 0.3304 -0.1559 0.09 Uiso calc R 1 . . H
C27 0.46960(11) 0.00521(14) 0.1119(2) 0.0975(10) Uani d . 1 . . C
H27A 0.4829 -0.0524 0.1267 0.117 Uiso calc R 1 . . H
H27B 0.4566 0.013 0.0471 0.117 Uiso calc R 1 . . H
H27C 0.4326 0.0183 0.132 0.117 Uiso calc R 1 . . H
C28 0.67716(9) 0.29728(14) 0.29535(17) 0.0727(8) Uani d . 1 . . C
H28A 0.7046 0.3411 0.3319 0.087 Uiso calc R 1 . . H
H28B 0.6986 0.2744 0.2551 0.087 Uiso calc R 1 . . H
H28C 0.6709 0.2534 0.3343 0.087 Uiso calc R 1 . . H
O3 0.67917(8) 0.51291(11) 0.20757(14) 0.0959(6) Uani d . 1 . . O
O4 0.77065(7) 0.58612(11) 0.26118(12) 0.0974(6) Uani d . 1 . . O
H4 0.7777 0.5785 0.2024 0.117 Uiso d R 1 . . H
C29 0.71576(16) 0.5512(2) 0.3610(2) 0.1322(12) Uani d . 1 . . C
H29A 0.6861 0.5076 0.3673 0.159 Uiso calc R 1 . . H
H29B 0.6994 0.6052 0.372 0.159 Uiso calc R 1 . . H
H29C 0.7595 0.542 0.4043 0.159 Uiso calc R 1 . . H
C30 0.71908(12) 0.54928(16) 0.2716(2) 0.0733(8) Uani d . 1 . . C
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cl1 0.0496(3) 0.0676(4) 0.0956(5) 0.0003(3) 0.0265(3) 0.0097(4)
O1 0.0492(8) 0.0414(9) 0.1224(14) -0.0013(7) 0.0068(9) 0.0094(9)
O2 0.0319(7) 0.0580(9) 0.0782(11) 0.0007(7) 0.0015(7) 0.0014(8)
N1 0.0373(8) 0.0457(10) 0.0661(12) -0.0100(8) 0.0072(8) -0.0025(9)
N2 0.0491(10) 0.0451(11) 0.0790(13) -0.0058(8) 0.0211(9) -0.0047(10)
C3 0.0439(11) 0.0435(12) 0.0564(14) -0.0037(10) 0.0241(10) -0.0019(11)
C4 0.0277(9) 0.0464(12) 0.0444(12) -0.0008(9) 0.0133(9) -0.0029(10)
C5 0.0366(10) 0.0448(12) 0.0455(13) 0.0057(9) 0.0124(9) 0.0069(10)
N6 0.0306(8) 0.0373(9) 0.0521(11) -0.0008(7) 0.0064(7) 0.0027(8)
C7 0.0312(10) 0.0485(12) 0.0464(13) 0.0006(9) 0.0100(9) 0.0037(10)
C8 0.0326(10) 0.0405(12) 0.0657(15) -0.0042(9) 0.0038(10) 0.0058(11)
C9 0.0476(12) 0.0374(12) 0.0808(17) 0.0036(10) 0.0220(12) 0.0115(12)
C10 0.0307(10) 0.0494(13) 0.0723(16) 0.0024(10) 0.0065(10) 0.0143(12)
C11 0.0325(10) 0.0547(14) 0.0584(14) -0.0045(10) 0.0128(10) 0.0041(11)
C12 0.0294(9) 0.0499(13) 0.0456(13) -0.0002(10) 0.0105(9) 0.0020(10)
C13 0.0375(9) 0.0498(13) 0.0436(13) -0.0060(10) 0.0180(9) -0.0042(10)
C14 0.0618(12) 0.0445(12) 0.0565(14) 0.0087(11) 0.0330(11) 0.0119(11)
C15 0.0795(16) 0.0482(14) 0.0855(18) 0.0089(13) 0.0135(14) 0.0212(13)
C16 0.0922(19) 0.089(2) 0.102(2) 0.0238(18) 0.0153(16) 0.0285(19)
C17 0.145(3) 0.0641(18) 0.095(2) 0.0338(18) 0.043(2) 0.0234(17)
C18 0.142(2) 0.0439(15) 0.111(2) 0.0070(17) 0.057(2) -0.0003(16)
C19 0.0925(16) 0.0417(14) 0.088(2) 0.0008(13) 0.0378(15) -0.0061(13)
C20 0.0313(10) 0.0496(13) 0.0620(15) -0.0048(9) 0.0058(10) -0.0004(11)
C21 0.0341(10) 0.0441(13) 0.0616(15) 0.0023(9) 0.0022(10) -0.0018(12)
C22 0.0513(13) 0.0439(14) 0.092(2) -0.0003(11) 0.0078(13) -0.0142(13)
C23 0.0730(16) 0.0578(16) 0.113(2) 0.0083(13) 0.0087(16) -0.0314(17)
C24 0.108(2) 0.105(2) 0.081(2) 0.0039(19) 0.0331(17) -0.0336(19)
C25 0.125(2) 0.096(2) 0.082(2) -0.0118(19) 0.0390(18) -0.0117(19)
C26 0.0926(17) 0.0571(15) 0.0657(18) -0.0019(14) 0.0147(15) -0.0073(14)
C27 0.0671(16) 0.0459(14) 0.165(3) 0.0044(13) 0.0197(18) 0.0078(17)
C28 0.0365(11) 0.0752(16) 0.0910(19) -0.0025(12) 0.0005(12) 0.0002(15)
O3 0.0662(10) 0.0992(14) 0.1188(16) -0.0259(10) 0.0264(11) -0.0148(12)
O4 0.0744(10) 0.1122(14) 0.1070(14) -0.0436(11) 0.0322(10) -0.0121(12)
C29 0.168(3) 0.130(3) 0.125(3) -0.023(2) 0.085(2) -0.014(2)
C30 0.0578(14) 0.0750(18) 0.091(2) -0.0101(14) 0.0293(14) -0.0068(16)
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 0 '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 0.006 '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
C9 O1 C27 . . 118.94(15) yes
C11 O2 C28 . . 118.18(16) yes
C13 N1 N2 . . 112.76(15) yes
C13 N1 H1 . . 123.6 no
N2 N1 H1 . . 123.6 no
C3 N2 N1 . . 107.45(15) yes
N2 C3 C4 . . 108.99(16) yes
N2 C3 C14 . . 119.45(17) yes
C4 C3 C14 . . 131.52(17) yes
C5 C4 C13 . . 118.83(17) yes
C5 C4 C3 . . 136.40(17) yes
C13 C4 C3 . . 104.66(15) yes
C4 C5 N6 . . 121.47(16) yes
C4 C5 H5 . . 119.3 no
N6 C5 H5 . . 119.3 no
C5 N6 C7 . . 121.89(15) yes
C5 N6 C20 . . 118.10(14) yes
C7 N6 C20 . . 119.83(15) yes
C8 C7 C12 . . 120.81(16) yes
C8 C7 N6 . . 120.22(16) yes
C12 C7 N6 . . 118.96(17) yes
C9 C8 C7 . . 118.20(17) yes
C9 C8 H8 . . 120.9 no
C7 C8 H8 . . 120.9 no
C8 C9 O1 . . 123.34(18) yes
C8 C9 C10 . . 123.22(18) yes
O1 C9 C10 . . 113.44(17) yes
C11 C10 C9 . . 117.73(17) yes
C11 C10 H10 . . 121.1 no
C9 C10 H10 . . 121.1 no
C10 C11 O2 . . 124.98(17) yes
C10 C11 C12 . . 122.04(18) yes
O2 C11 C12 . . 112.98(18) yes
C7 C12 C11 . . 117.97(18) yes
C7 C12 C13 . . 116.80(16) yes
C11 C12 C13 . . 125.21(17) yes
N1 C13 C4 . . 106.08(17) yes
N1 C13 C12 . . 131.94(17) yes
C4 C13 C12 . . 121.97(16) yes
C19 C14 C15 . . 118.72(19) yes
C19 C14 C3 . . 119.38(19) yes
C15 C14 C3 . . 121.89(19) yes
C14 C15 C16 . . 119.8(2) yes
C14 C15 H15 . . 120.1 no
C16 C15 H15 . . 120.1 no
C17 C16 C15 . . 121.0(3) yes
C17 C16 H16 . . 119.5 no
C15 C16 H16 . . 119.5 no
C16 C17 C18 . . 119.8(3) yes
C16 C17 H17 . . 120.1 no
C18 C17 H17 . . 120.1 no
C17 C18 C19 . . 119.6(2) yes
C17 C18 H18 . . 120.2 no
C19 C18 H18 . . 120.2 no
C14 C19 C18 . . 120.9(2) yes
C14 C19 H19 . . 119.5 no
C18 C19 H19 . . 119.5 no
C21 C20 N6 . . 112.36(15) yes
C21 C20 H20A . . 109.1 no
N6 C20 H20A . . 109.1 no
C21 C20 H20B . . 109.1 no
N6 C20 H20B . . 109.1 no
H20A C20 H20B . . 107.9 no
C22 C21 C26 . . 117.8(2) yes
C22 C21 C20 . . 121.7(2) yes
C26 C21 C20 . . 120.5(2) yes
C21 C22 C23 . . 120.8(3) yes
C21 C22 H22 . . 119.6 no
C23 C22 H22 . . 119.6 no
C24 C23 C22 . . 119.2(3) yes
C24 C23 H23 . . 120.4 no
C22 C23 H23 . . 120.4 no
C25 C24 C23 . . 122.0(3) yes
C25 C24 H24 . . 119 no
C23 C24 H24 . . 119 no
C24 C25 C26 . . 118.6(3) yes
C24 C25 H25 . . 120.7 no
C26 C25 H25 . . 120.7 no
C21 C26 C25 . . 121.4(2) yes
C21 C26 H26 . . 119.3 no
C25 C26 H26 . . 119.3 no
O1 C27 H27A . . 109.5 no
O1 C27 H27B . . 109.5 no
H27A C27 H27B . . 109.5 no
O1 C27 H27C . . 109.5 no
H27A C27 H27C . . 109.5 no
H27B C27 H27C . . 109.5 no
O2 C28 H28A . . 109.5 no
O2 C28 H28B . . 109.5 no
H28A C28 H28B . . 109.5 no
O2 C28 H28C . . 109.5 no
H28A C28 H28C . . 109.5 no
H28B C28 H28C . . 109.5 no
C30 O4 H4 . . 117.2 no
C30 C29 H29A . . 109.5 no
C30 C29 H29B . . 109.5 no
H29A C29 H29B . . 109.5 no
C30 C29 H29C . . 109.5 no
H29A C29 H29C . . 109.5 no
H29B C29 H29C . . 109.5 no
O3 C30 O4 . . 119.8(3) yes
O3 C30 C29 . . 124.4(3) yes
O4 C30 C29 . . 115.7(3) yes
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
O1 C9 . 1.372(2) yes
O1 C27 . 1.413(2) yes
O2 C11 . 1.362(2) yes
O2 C28 . 1.429(2) yes
N1 C13 . 1.341(2) yes
N1 N2 . 1.353(2) yes
N1 H1 . 0.86 no
N2 C3 . 1.312(2) yes
C3 C4 . 1.458(3) yes
C3 C14 . 1.467(3) yes
C4 C5 . 1.345(2) yes
C4 C13 . 1.404(2) yes
C5 N6 . 1.348(2) yes
C5 H5 . 0.93 no
N6 C7 . 1.408(2) yes
N6 C20 . 1.502(2) yes
C7 C8 . 1.388(3) yes
C7 C12 . 1.407(2) yes
C8 C9 . 1.368(2) yes
C8 H8 . 0.93 no
C9 C10 . 1.397(3) yes
C10 C11 . 1.358(3) yes
C10 H10 . 0.93 no
C11 C12 . 1.408(2) yes
C12 C13 . 1.414(3) yes
C14 C19 . 1.378(3) yes
C14 C15 . 1.384(3) yes
C15 C16 . 1.396(3) yes
C15 H15 . 0.93 no
C16 C17 . 1.351(4) yes
C16 H16 . 0.93 no
C17 C18 . 1.383(4) yes
C17 H17 . 0.93 no
C18 C19 . 1.390(3) yes
C18 H18 . 0.93 no
C19 H19 . 0.93 no
C20 C21 . 1.495(3) yes
C20 H20A . 0.97 no
C20 H20B . 0.97 no
C21 C22 . 1.376(3) yes
C21 C26 . 1.378(3) yes
C22 C23 . 1.377(4) yes
C22 H22 . 0.93 no
C23 C24 . 1.360(4) yes
C23 H23 . 0.93 no
C24 C25 . 1.339(4) yes
C24 H24 . 0.93 no
C25 C26 . 1.385(3) yes
C25 H25 . 0.93 no
C26 H26 . 0.93 no
C27 H27A . 0.96 no
C27 H27B . 0.96 no
C27 H27C . 0.96 no
C28 H28A . 0.96 no
C28 H28B . 0.96 no
C28 H28C . 0.96 no
O3 C30 . 1.216(3) yes
O4 C30 . 1.297(3) yes
O4 H4 . 0.981 no
C29 C30 . 1.416(4) yes
C29 H29A . 0.96 no
C29 H29B . 0.96 no
C29 H29C . 0.96 no
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
N1 H1 O3 . 0.86 2.16 2.826(2) 134 yes
N1 H1 O2 . 0.86 2.25 2.741(2) 117 yes
O4 H4 Cl1 . 0.98 2.00 2.972(2) 172 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
C13 N1 N2 C3 . . . . 2.2(2) no
N1 N2 C3 C4 . . . . -2.2(2) no
N1 N2 C3 C14 . . . . 179.86(17) no
N2 C3 C4 C5 . . . . -174.6(2) no
C14 C3 C4 C5 . . . . 3.0(4) no
N2 C3 C4 C13 . . . . 1.4(2) no
C14 C3 C4 C13 . . . . 179.1(2) no
C13 C4 C5 N6 . . . . 0.9(3) no
C3 C4 C5 N6 . . . . 176.5(2) no
C4 C5 N6 C7 . . . . 0.4(3) no
C4 C5 N6 C20 . . . . -174.67(17) no
C5 N6 C7 C8 . . . . 179.34(19) no
C20 N6 C7 C8 . . . . -5.7(3) no
C5 N6 C7 C12 . . . . 0.2(3) no
C20 N6 C7 C12 . . . . 175.12(18) no
C12 C7 C8 C9 . . . . -1.4(3) no
N6 C7 C8 C9 . . . . 179.46(18) no
C7 C8 C9 O1 . . . . -179.5(2) no
C7 C8 C9 C10 . . . . 0.8(3) no
C27 O1 C9 C8 . . . . -4.9(4) yes
C27 O1 C9 C10 . . . . 174.8(2) yes
C8 C9 C10 C11 . . . . 0.6(3) no
O1 C9 C10 C11 . . . . -179.1(2) no
C9 C10 C11 O2 . . . . 178.43(19) no
C9 C10 C11 C12 . . . . -1.5(3) no
C28 O2 C11 C10 . . . . 7.0(3) yes
C28 O2 C11 C12 . . . . -173.02(18) yes
C8 C7 C12 C11 . . . . 0.5(3) no
N6 C7 C12 C11 . . . . 179.72(17) no
C8 C7 C12 C13 . . . . 178.93(19) no
N6 C7 C12 C13 . . . . -1.9(3) no
C10 C11 C12 C7 . . . . 1.0(3) no
O2 C11 C12 C7 . . . . -178.99(17) no
C10 C11 C12 C13 . . . . -177.3(2) no
O2 C11 C12 C13 . . . . 2.8(3) no
N2 N1 C13 C4 . . . . -1.3(2) no
N2 N1 C13 C12 . . . . 178.3(2) no
C5 C4 C13 N1 . . . . 176.79(18) no
C3 C4 C13 N1 . . . . -0.1(2) no
C5 C4 C13 C12 . . . . -2.8(3) no
C3 C4 C13 C12 . . . . -179.69(18) no
C7 C12 C13 N1 . . . . -176.2(2) no
C11 C12 C13 N1 . . . . 2.0(4) no
C7 C12 C13 C4 . . . . 3.3(3) no
C11 C12 C13 C4 . . . . -178.49(19) no
N2 C3 C14 C19 . . . . -2.2(3) yes
C4 C3 C14 C19 . . . . -179.7(2) yes
N2 C3 C14 C15 . . . . 176.7(2) yes
C4 C3 C14 C15 . . . . -0.7(4) yes
C19 C14 C15 C16 . . . . -1.4(4) no
C3 C14 C15 C16 . . . . 179.6(2) no
C14 C15 C16 C17 . . . . -0.1(4) no
C15 C16 C17 C18 . . . . 1.6(5) no
C16 C17 C18 C19 . . . . -1.5(5) no
C15 C14 C19 C18 . . . . 1.6(4) no
C3 C14 C19 C18 . . . . -179.4(2) no
C17 C18 C19 C14 . . . . -0.2(4) no
C5 N6 C20 C21 . . . . 102.8(2) yes
C7 N6 C20 C21 . . . . -72.4(2) yes
N6 C20 C21 C22 . . . . 128.21(18) yes
N6 C20 C21 C26 . . . . -54.4(2) yes
C26 C21 C22 C23 . . . . -0.5(3) no
C20 C21 C22 C23 . . . . 176.93(18) no
C21 C22 C23 C24 . . . . -2.1(3) no
C22 C23 C24 C25 . . . . 4.6(4) no
C23 C24 C25 C26 . . . . -4.3(5) no
C22 C21 C26 C25 . . . . 0.8(3) no
C20 C21 C26 C25 . . . . -176.7(2) no
C24 C25 C26 C21 . . . . 1.6(4) no