# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 23:18:19 2020
#   Inital geometry file: a 156 line input string
#   Ligand name: (3~{R})-4-[2-[4-[1-(3-methoxy-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl]phenoxy]ethyl]-1,3-dimethyl-piperazin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1nnc2ccc(nn12)N3CCC(CC3)c4ccc(OCCN5CCN(C)C(=O)[C@H]5C)cc4
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 XNH  XNH  (3~{R})-4-[2-[4-[1-(3-methoxy-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl]phenoxy]ethyl]-1,3-dimethyl-piperazin-2-one  ligand  68  35  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XNH
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 XNH  C1   C  CR5   0   0.654  -6.3427   0.4431  -2.0224
 XNH  C2   C  CR56  0   0.464  -6.1420   2.1376  -0.7140
 XNH  C3   C  CR16  0  -0.264  -5.7548   2.7732   0.4930
 XNH  N6   N  NT    0  -0.458   7.1026   2.0594  -1.0073
 XNH  C7   C  CH2   0  -0.421  -2.7000  -1.7574   1.2999
 XNH  C8   C  CH1   0  -0.344  -1.6230  -1.1673   2.2181
 XNH  C9   C  CH2   0  -0.413  -1.9738   0.2781   2.5889
 XNH  C10  C  CH2   0  -0.347  -3.3965   0.3806   3.1296
 XNH  C11  C  CR6   0   0.177  -0.2395  -1.2738   1.6300
 XNH  C12  C  CR16  0  -0.302   0.0847  -0.6774   0.4090
 XNH  C13  C  CR16  0  -0.334   1.3601  -0.7568  -0.1176
 XNH  C14  C  CR6   0   0.371   2.3653  -1.4446   0.5671
 XNH  C15  C  CH2   0  -0.205   4.6588  -2.0392   0.6964
 XNH  C16  C  CH2   0  -0.306   5.9290  -1.8661  -0.1087
 XNH  C19  C  CH3   0  -0.524   7.2514   3.4613  -1.3333
 XNH  C20  C  C     0   0.545   7.4114   1.1073  -1.9040
 XNH  C21  C  CH1   0  -0.202   7.1740  -0.3484  -1.5222
 XNH  C22  C  CH3   0  -0.684   8.5380  -1.0193  -1.2957
 XNH  C24  C  CR16  0  -0.329   0.7691  -1.9580   2.2931
 XNH  O2   O  O     0  -0.515   7.9134   1.3550  -2.9954
 XNH  C18  C  CH2   0  -0.253   6.4455   1.7934   0.2597
 XNH  C17  C  CH2   0  -0.327   6.5838   0.3504   0.6824
 XNH  N5   N  NT    0  -0.423   6.2219  -0.4869  -0.4357
 XNH  O1   O  O2    0  -0.465   3.5802  -1.4679  -0.0157
 XNH  C23  C  CR16  0  -0.367   2.0600  -2.0518   1.7809
 XNH  C6   C  CH2   0  -0.340  -4.0870  -1.5685   1.9050
 XNH  N4   N  NT    0  -0.473  -4.3562  -0.1642   2.1787
 XNH  C5   C  CR6   0   0.502  -4.9025   0.6066   1.1961
 XNH  C4   C  CR16  0  -0.297  -5.1518   2.0182   1.4331
 XNH  N2   N  N     0  -0.338  -5.2408   0.0179   0.0802
 XNH  N3   N  N     0  -0.406  -5.8660   0.8017  -0.8115
 XNH  N1   N  N     0  -0.351  -6.7460   2.5498  -1.7993
 XNH  N    N  N     0  -0.370  -6.8692   1.4770  -2.6207
 XNH  O    O  O2    0  -0.453  -6.2412  -0.7981  -2.4414
 XNH  C    C  CH3   0  -0.423  -6.8031  -1.0734  -3.7237
 XNH  H1   H  HCR6  0   0.301  -5.9629   3.8224   0.6461
 XNH  H2   H  HCH2  0   0.231  -2.6675  -1.2837   0.3150
 XNH  H3   H  HCH2  0   0.245  -2.5135  -2.8231   1.1467
 XNH  H4   H  HCH1  0   0.241  -1.6325  -1.7535   3.1450
 XNH  H5   H  HCH2  0   0.248  -1.2752   0.6528   3.3407
 XNH  H6   H  HCH2  0   0.228  -1.8772   0.9276   1.7128
 XNH  H7   H  HCH2  0   0.254  -3.4890  -0.1942   4.0549
 XNH  H8   H  HCH2  0   0.270  -3.6333   1.4098   3.3852
 XNH  H9   H  HCR6  0   0.246  -0.6699  -0.1327  -0.1472
 XNH  H10  H  HCR6  0   0.257   1.5911  -0.2829  -1.0638
 XNH  H11  H  HCH2  0   0.240   4.5010  -3.1117   0.8589
 XNH  H12  H  HCH2  0   0.225   4.7503  -1.5774   1.6867
 XNH  H13  H  HCH2  0   0.217   6.7308  -2.3593   0.4623
 XNH  H14  H  HCH2  0   0.248   5.8345  -2.4229  -1.0454
 XNH  H15  H  HCH3  0   0.259   7.7797   3.5797  -2.2730
 XNH  H16  H  HCH3  0   0.239   6.2744   3.9432  -1.4175
 XNH  H17  H  HCH3  0   0.242   7.8125   3.9681  -0.5473
 XNH  H18  H  HCH1  0   0.271   6.7226  -0.8063  -2.4082
 XNH  H19  H  HCH3  0   0.233   9.0665  -0.5963  -0.4404
 XNH  H20  H  HCH3  0   0.243   8.4178  -2.0883  -1.1222
 XNH  H21  H  HCH3  0   0.247   9.1708  -0.9003  -2.1735
 XNH  H22  H  HCR6  0   0.249   0.5523  -2.4366   3.2412
 XNH  H23  H  HCH2  0   0.243   6.8873   2.4424   1.0191
 XNH  H24  H  HCH2  0   0.238   5.3861   2.0583   0.1814
 XNH  H25  H  HCH2  0   0.220   7.5979   0.1507   1.0617
 XNH  H26  H  HCH2  0   0.258   5.9018   0.1834   1.5154
 XNH  H28  H  HCR6  0   0.274   2.8024  -2.6034   2.3416
 XNH  H29  H  HCH2  0   0.269  -4.8588  -1.9748   1.2562
 XNH  H30  H  HCH2  0   0.251  -4.1509  -2.1007   2.8585
 XNH  H31  H  HCR6  0   0.296  -4.8755   2.4680   2.3737
 XNH  H32  H  HCH3  0   0.240  -7.8719  -0.8587  -3.7409
 XNH  H33  H  HCH3  0   0.240  -6.3078  -0.4958  -4.5045
 XNH  H34  H  HCH3  0   0.257  -6.6434  -2.1327  -3.8994

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 XNH  N    N1   aromatic  1.357  0.020  1.357
 XNH  N    C1   aromatic  1.305  0.020  1.305
 XNH  C    O    single    1.427  0.020  1.427
 XNH  N1   C2   aromatic  1.309  0.020  1.309
 XNH  C1   O    single    1.314  0.020  1.314
 XNH  C1   N3   aromatic  1.350  0.020  1.350
 XNH  C2   N3   aromatic  1.368  0.020  1.368
 XNH  C2   C3   aromatic  1.418  0.020  1.418
 XNH  N3   N2   aromatic  1.342  0.020  1.342
 XNH  C3   C4   aromatic  1.348  0.020  1.348
 XNH  N2   C5   aromatic  1.306  0.020  1.306
 XNH  C4   C5   aromatic  1.453  0.020  1.453
 XNH  C5   N4   single    1.363  0.020  1.363
 XNH  N4   C6   single    1.456  0.020  1.456
 XNH  N4   C10  single    1.457  0.020  1.457
 XNH  C6   C7   single    1.525  0.020  1.525
 XNH  C10  C9   single    1.525  0.020  1.525
 XNH  C7   C8   single    1.533  0.020  1.533
 XNH  C9   C8   single    1.533  0.020  1.533
 XNH  C8   C11  single    1.507  0.020  1.507
 XNH  C11  C24  aromatic  1.388  0.020  1.388
 XNH  C11  C12  aromatic  1.397  0.020  1.397
 XNH  C24  C23  aromatic  1.392  0.020  1.392
 XNH  C12  C13  aromatic  1.382  0.020  1.382
 XNH  C23  C14  aromatic  1.391  0.020  1.391
 XNH  C13  C14  aromatic  1.397  0.020  1.397
 XNH  C14  O1   single    1.348  0.020  1.348
 XNH  O1   C15  single    1.413  0.020  1.413
 XNH  C15  C16  single    1.514  0.020  1.514
 XNH  C16  N5   single    1.447  0.020  1.447
 XNH  N5   C17  single    1.443  0.020  1.443
 XNH  N5   C21  single    1.451  0.020  1.451
 XNH  C17  C18  single    1.510  0.020  1.510
 XNH  C18  N6   single    1.452  0.020  1.452
 XNH  C21  C20  single    1.524  0.020  1.524
 XNH  C21  C22  single    1.537  0.020  1.537
 XNH  N6   C20  single    1.344  0.020  1.344
 XNH  N6   C19  single    1.447  0.020  1.447
 XNH  C20  O2   double    1.227  0.020  1.227
 XNH  C3   H1   single    0.930  0.020  1.080
 XNH  C7   H2   single    0.970  0.020  1.090
 XNH  C7   H3   single    0.970  0.020  1.090
 XNH  C8   H4   single    0.970  0.020  1.090
 XNH  C9   H5   single    0.970  0.020  1.090
 XNH  C9   H6   single    0.970  0.020  1.090
 XNH  C10  H7   single    0.970  0.020  1.090
 XNH  C10  H8   single    0.970  0.020  1.090
 XNH  C12  H9   single    0.930  0.020  1.080
 XNH  C13  H10  single    0.930  0.020  1.080
 XNH  C15  H11  single    0.970  0.020  1.090
 XNH  C15  H12  single    0.970  0.020  1.090
 XNH  C16  H13  single    0.970  0.020  1.090
 XNH  C16  H14  single    0.970  0.020  1.090
 XNH  C19  H15  single    0.970  0.020  1.090
 XNH  C19  H16  single    0.970  0.020  1.090
 XNH  C19  H17  single    0.970  0.020  1.090
 XNH  C21  H18  single    0.970  0.020  1.090
 XNH  C22  H19  single    0.970  0.020  1.090
 XNH  C22  H20  single    0.970  0.020  1.090
 XNH  C22  H21  single    0.970  0.020  1.090
 XNH  C24  H22  single    0.930  0.020  1.080
 XNH  C18  H23  single    0.970  0.020  1.090
 XNH  C18  H24  single    0.970  0.020  1.090
 XNH  C17  H25  single    0.970  0.020  1.090
 XNH  C17  H26  single    0.970  0.020  1.090
 XNH  C23  H28  single    0.930  0.020  1.080
 XNH  C6   H29  single    0.970  0.020  1.090
 XNH  C6   H30  single    0.970  0.020  1.090
 XNH  C4   H31  single    0.930  0.020  1.080
 XNH  C    H32  single    0.970  0.020  1.090
 XNH  C    H33  single    0.970  0.020  1.090
 XNH  C    H34  single    0.970  0.020  1.090

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 XNH  O    C1   N    129.29  3.000
 XNH  O    C1   N3   120.64  3.000
 XNH  N    C1   N3   110.07  3.000
 XNH  N1   C2   N3   109.98  3.000
 XNH  N3   C2   C3   116.32  3.000
 XNH  N1   C2   C3   133.69  3.000
 XNH  H1   C3   C4   122.08  3.000
 XNH  H1   C3   C2   120.21  3.000
 XNH  C4   C3   C2   117.69  3.000
 XNH  C18  N6   C20  123.81  3.000
 XNH  C20  N6   C19  120.83  3.000
 XNH  C18  N6   C19  114.88  3.000
 XNH  H3   C7   H2   106.93  3.000
 XNH  H3   C7   C6   109.37  3.000
 XNH  H2   C7   C6   109.32  3.000
 XNH  H3   C7   C8   109.85  3.000
 XNH  H2   C7   C8   110.60  3.000
 XNH  C6   C7   C8   110.70  3.000
 XNH  H4   C8   C11  107.46  3.000
 XNH  H4   C8   C9   107.31  3.000
 XNH  C11  C8   C9   111.79  3.000
 XNH  H4   C8   C7   107.12  3.000
 XNH  C11  C8   C7   112.58  3.000
 XNH  C9   C8   C7   110.30  3.000
 XNH  H6   C9   H5   106.90  3.000
 XNH  H6   C9   C10  109.03  3.000
 XNH  H5   C9   C10  109.23  3.000
 XNH  H6   C9   C8   110.22  3.000
 XNH  H5   C9   C8   110.09  3.000
 XNH  C10  C9   C8   111.26  3.000
 XNH  H8   C10  H7   106.29  3.000
 XNH  H8   C10  N4   111.36  3.000
 XNH  H7   C10  N4   107.47  3.000
 XNH  H8   C10  C9   110.50  3.000
 XNH  H7   C10  C9   110.10  3.000
 XNH  N4   C10  C9   110.97  3.000
 XNH  C24  C11  C12  117.35  3.000
 XNH  C12  C11  C8   121.60  3.000
 XNH  C24  C11  C8   121.04  3.000
 XNH  H9   C12  C13  118.40  3.000
 XNH  H9   C12  C11  120.09  3.000
 XNH  C13  C12  C11  121.51  3.000
 XNH  H10  C13  C14  119.34  3.000
 XNH  H10  C13  C12  120.30  3.000
 XNH  C14  C13  C12  120.36  3.000
 XNH  C23  C14  O1   124.59  3.000
 XNH  O1   C14  C13  116.44  3.000
 XNH  C23  C14  C13  118.98  3.000
 XNH  H12  C15  H11  106.87  3.000
 XNH  H12  C15  O1   110.40  3.000
 XNH  H11  C15  O1   111.12  3.000
 XNH  H12  C15  C16  111.23  3.000
 XNH  H11  C15  C16  108.15  3.000
 XNH  O1   C15  C16  109.04  3.000
 XNH  H14  C16  H13  106.20  3.000
 XNH  H14  C16  N5   108.00  3.000
 XNH  H13  C16  N5   113.37  3.000
 XNH  H14  C16  C15  108.96  3.000
 XNH  H13  C16  C15  106.50  3.000
 XNH  N5   C16  C15  113.51  3.000
 XNH  H17  C19  H16  108.10  3.000
 XNH  H17  C19  H15  108.85  3.000
 XNH  H16  C19  H15  108.70  3.000
 XNH  H17  C19  N6   109.92  3.000
 XNH  H16  C19  N6   110.65  3.000
 XNH  H15  C19  N6   110.56  3.000
 XNH  O2   C20  C21  118.67  3.000
 XNH  O2   C20  N6   123.00  3.000
 XNH  C21  C20  N6   118.29  3.000
 XNH  H18  C21  N5   107.19  3.000
 XNH  H18  C21  C22  107.61  3.000
 XNH  N5   C21  C22  115.48  3.000
 XNH  H18  C21  C20  105.14  3.000
 XNH  C22  C21  C20  108.41  3.000
 XNH  N5   C21  C20  112.40  3.000
 XNH  H21  C22  H20  107.44  3.000
 XNH  H21  C22  H19  107.95  3.000
 XNH  H20  C22  H19  108.00  3.000
 XNH  H21  C22  C21  110.45  3.000
 XNH  H20  C22  C21  110.73  3.000
 XNH  H19  C22  C21  112.10  3.000
 XNH  H22  C24  C23  118.53  3.000
 XNH  H22  C24  C11  119.36  3.000
 XNH  C23  C24  C11  122.11  3.000
 XNH  H24  C18  H23  107.29  3.000
 XNH  H24  C18  C17  109.87  3.000
 XNH  H23  C18  C17  109.65  3.000
 XNH  H24  C18  N6   109.33  3.000
 XNH  H23  C18  N6   108.35  3.000
 XNH  C17  C18  N6   112.21  3.000
 XNH  H26  C17  H25  106.59  3.000
 XNH  H26  C17  N5   110.27  3.000
 XNH  H25  C17  N5   113.12  3.000
 XNH  H26  C17  C18  107.65  3.000
 XNH  H25  C17  C18  110.74  3.000
 XNH  N5   C17  C18  108.34  3.000
 XNH  C17  N5   C21  111.11  3.000
 XNH  C21  N5   C16  113.13  3.000
 XNH  C17  N5   C16  115.38  3.000
 XNH  C15  O1   C14  118.50  3.000
 XNH  H28  C23  C24  118.70  3.000
 XNH  H28  C23  C14  121.61  3.000
 XNH  C24  C23  C14  119.69  3.000
 XNH  H30  C6   H29  107.28  3.000
 XNH  H30  C6   N4   107.14  3.000
 XNH  H29  C6   N4   109.96  3.000
 XNH  H30  C6   C7   109.80  3.000
 XNH  H29  C6   C7   111.26  3.000
 XNH  N4   C6   C7   111.24  3.000
 XNH  C5   N4   C6   118.95  3.000
 XNH  C6   N4   C10  111.20  3.000
 XNH  C5   N4   C10  121.54  3.000
 XNH  N2   C5   C4   122.20  3.000
 XNH  C4   C5   N4   120.03  3.000
 XNH  N2   C5   N4   117.70  3.000
 XNH  H31  C4   C5   120.23  3.000
 XNH  H31  C4   C3   119.29  3.000
 XNH  C5   C4   C3   120.47  3.000
 XNH  N3   N2   C5   115.16  3.000
 XNH  N2   N3   C2   128.12  3.000
 XNH  N2   N3   C1   127.27  3.000
 XNH  C2   N3   C1   104.60  3.000
 XNH  N    N1   C2   107.16  3.000
 XNH  N1   N    C1   108.19  3.000
 XNH  C    O    C1   116.00  3.000
 XNH  H34  C    H33  109.53  3.000
 XNH  H34  C    H32  109.50  3.000
 XNH  H33  C    H32  109.25  3.000
 XNH  H34  C    O    106.01  3.000
 XNH  H33  C    O    111.26  3.000
 XNH  H32  C    O    111.23  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 XNH  CONST_01  C2   N1   N    C1      0.00   0.0  0
 XNH  CONST_02  N1   C2   N3   C1      0.00   0.0  0
 XNH  CONST_03  C3   C2   N3   C1    180.00   0.0  0
 XNH  CONST_04  C5   N2   N3   C1    180.00   0.0  0
 XNH  CONST_05  N    C1   N3   C2      0.00   0.0  0
 XNH  CONST_06  C5   N2   N3   C2      0.00   0.0  0
 XNH  CONST_07  C5   C4   C3   C2      0.00   0.0  0
 XNH  CONST_08  N    N1   C2   C3    180.00   0.0  0
 XNH  CONST_09  N2   N3   C2   C3      0.00   0.0  0
 XNH  CONST_10  N2   C5   C4   C3      0.00   0.0  0
 XNH  CONST_11  C14  C23  C24  C11     0.00   0.0  0
 XNH  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 XNH  CONST_13  C23  C24  C11  C12     0.00   0.0  0
 XNH  CONST_14  C23  C14  C13  C12     0.00   0.0  0
 XNH  CONST_15  C24  C11  C12  C13     0.00   0.0  0
 XNH  CONST_16  C24  C23  C14  C13     0.00   0.0  0
 XNH  CONST_17  N1   C2   C3   C4    180.00   0.0  0
 XNH  CONST_18  N3   C2   C3   C4      0.00   0.0  0
 XNH  CONST_19  N3   N2   C5   C4      0.00   0.0  0
 XNH  CONST_20  N    C1   N3   N2    180.00   0.0  0
 XNH  CONST_21  N1   C2   N3   N2    180.00   0.0  0
 XNH  CONST_22  N1   N    C1   N3      0.00   0.0  0
 XNH  CONST_23  N    N1   C2   N3      0.00   0.0  0
 XNH  CONST_24  N4   C5   C4   C3    180.00   0.0  0
 XNH  CONST_25  C23  C24  C11  C8    180.00   0.0  0
 XNH  CONST_26  C13  C12  C11  C8    180.00   0.0  0
 XNH  CONST_27  N3   N2   C5   N4    180.00   0.0  0
 XNH  CONST_28  C18  N6   C20  C21     0.00   0.0  0
 XNH  CONST_29  O    C1   N3   C2    180.00   0.0  0
 XNH  CONST_30  O1   C14  C13  C12   180.00   0.0  0
 XNH  CONST_31  O1   C14  C23  C24   180.00   0.0  0
 XNH  CONST_32  O    C1   N3   N2      0.00   0.0  0
 XNH  CONST_33  O    C1   N    N1    180.00   0.0  0
 XNH  CONST_34  C21  C20  N6   C19   180.00   0.0  0
 XNH  CONST_35  C18  N6   C20  O2    180.00   0.0  0
 XNH  CONST_36  H31  C4   C3   C2    180.00   0.0  0
 XNH  CONST_37  H22  C24  C11  C8      0.00   0.0  0
 XNH  CONST_38  H9   C12  C11  C8      0.00   0.0  0
 XNH  CONST_39  H28  C23  C24  C11   180.00   0.0  0
 XNH  CONST_40  H10  C13  C12  C11   180.00   0.0  0
 XNH  CONST_41  H1   C3   C4   C5    180.00   0.0  0
 XNH  CONST_42  O2   C20  N6   C19     0.00   0.0  0
 XNH  Var_01    N5   C17  C18  N6    -49.11  30.0  1
 XNH  Var_02    C5   N4   C6   C7     88.11  30.0  1
 XNH  Var_03    N4   C6   C7   C8     56.44  30.0  1
 XNH  Var_04    N4   C10  C9   C8    -55.77  30.0  1
 XNH  Var_05    N2   C5   N4   C10   150.02  30.0  1
 XNH  Var_06    C17  C18  N6   C20    20.25  30.0  1
 XNH  Var_07    C18  C17  N5   C21    66.43  30.0  1
 XNH  Var_08    C23  C14  O1   C15    -6.04  30.0  1
 XNH  Var_09    C17  N5   C16  C15    68.30  30.0  3
 XNH  Var_10    H15  C19  N6   C20    -9.65  30.0  3
 XNH  Var_11    C16  C15  O1   C14  -176.07  30.0  3
 XNH  Var_12    O1   C15  C16  N5     56.79  30.0  1
 XNH  Var_13    H32  C    O    C1    -60.26  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 XNH  chir_01  C8   C7  C9   C11  positiv
 XNH  chir_02  C21  N5  C20  C22  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 XNH  plan-1  C8   0.020
 XNH  plan-1  C11  0.020
 XNH  plan-1  C12  0.020
 XNH  plan-1  C13  0.020
 XNH  plan-1  C14  0.020
 XNH  plan-1  C24  0.020
 XNH  plan-1  O1   0.020
 XNH  plan-1  C23  0.020
 XNH  plan-1  H9   0.020
 XNH  plan-1  H10  0.020
 XNH  plan-1  H22  0.020
 XNH  plan-1  H28  0.020
 XNH  plan-2  N6   0.020
 XNH  plan-2  C19  0.020
 XNH  plan-2  C20  0.020
 XNH  plan-2  C21  0.020
 XNH  plan-2  O2   0.020
 XNH  plan-2  C18  0.020
 XNH  plan-3  C1   0.020
 XNH  plan-3  C2   0.020
 XNH  plan-3  C3   0.020
 XNH  plan-3  N4   0.020
 XNH  plan-3  C5   0.020
 XNH  plan-3  C4   0.020
 XNH  plan-3  N2   0.020
 XNH  plan-3  N3   0.020
 XNH  plan-3  N1   0.020
 XNH  plan-3  N    0.020
 XNH  plan-3  O    0.020
 XNH  plan-3  H1   0.020
 XNH  plan-3  H31  0.020

