# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 17 10:21:28 2020
#   Inital geometry file: a 173 line input string
#   Ligand name: N-[2-fluoro-6-(pyrrolidin-1-yl)phenyl]-N'-{3-[(2R)-1-(2-hydroxyethyl)-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazin-2-yl]phenyl}urea
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCN1CCN(C[C@H]1c2cccc(NC(=O)Nc3c(F)cccc3N4CCCC4)c2)c5ncnc6[nH]ccc56
#
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
 L9S  L9S  N-[2-fluoro-6-(pyrrolidin-1-yl)phenyl]-N'-{3-[(2R)-1-(2-hydroxyethyl)-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazin-2-yl]phenyl}urea  ligand  73  40  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_L9S
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
 L9S  C3   C  CH2   0  -0.287   4.7287   1.4994   0.1987
 L9S  N4   N  NT    0  -0.532  -5.5168  -1.9546  -0.6991
 L9S  C5   C  CH1   0  -0.121   2.3328   1.1562   0.3306
 L9S  C7   C  CR16  0  -0.300   0.9333   2.6786   1.7758
 L9S  C14  C  CR16  0  -0.465  -8.1968   1.1646   0.2084
 L9S  C15  C  CR16  0  -0.228  -8.6190  -0.1542   0.1069
 L9S  C13  C  CR6   0   0.538  -6.8647   1.4103  -0.0442
 L9S  C12  C  CR6   0   0.037  -5.9422   0.4229  -0.3634
 L9S  C11  C  C     0   0.703  -3.7350   1.2422   0.2118
 L9S  C8   C  CR16  0  -0.240  -0.2991   3.1909   2.1504
 L9S  C10  C  CR6   0   0.386  -1.3864   1.9316   0.4202
 L9S  O1   O  OH1   0  -0.668   5.0883   4.6088   0.0243
 L9S  C1   C  CH2   0  -0.143   3.6853   4.5616  -0.1168
 L9S  N1   N  NT    0  -0.431   3.4230   2.1246   0.3578
 L9S  C4   C  CH2   0  -0.358   4.9259   0.3931   1.2160
 L9S  C6   C  CR6   0   0.108   1.0160   1.7901   0.7071
 L9S  C9   C  CR16  0  -0.308  -1.4602   2.8328   1.4797
 L9S  N2   N  NH1   0  -0.783  -2.5112   1.5523  -0.3228
 L9S  N3   N  NH1   0  -0.749  -4.6359   0.8104  -0.7138
 L9S  C16  C  CR16  0  -0.391  -7.7392  -1.1743  -0.1993
 L9S  C17  C  CR6   0   0.395  -6.3678  -0.9250  -0.4147
 L9S  C18  C  CH2   0  -0.268  -4.0915  -1.9786  -0.3607
 L9S  C19  C  CH2   0  -0.476  -3.7643  -3.4651  -0.2492
 L9S  C20  C  CH2   0  -0.472  -4.7693  -4.1141  -1.1911
 L9S  C21  C  CH2   0  -0.280  -6.0249  -3.3005  -0.9266
 L9S  O2   O  O     0  -0.502  -3.9960   1.3263   1.3989
 L9S  C22  C  CR16  0  -0.402  -0.1453   1.4204   0.0435
 L9S  C23  C  CH2   0  -0.321   2.5918   0.0150   1.3273
 L9S  N5   N  NT    0  -0.473   3.8806  -0.5966   1.0802
 L9S  C24  C  CR6   0   0.494   3.9863  -1.7181   0.3249
 L9S  N6   N  N     0  -0.491   2.8873  -2.4748   0.2298
 L9S  C25  C  CR16  0   0.038   2.9218  -3.6191  -0.4395
 L9S  N7   N  N     0  -0.453   3.9445  -4.1536  -1.0713
 L9S  C26  C  CR56  0   0.470   5.0369  -3.3906  -1.0013
 L9S  C27  C  CR56  0  -0.080   5.1647  -2.1551  -0.3351
 L9S  C28  C  CR15  0  -0.450   6.5048  -1.7055  -0.5889
 L9S  C29  C  CR15  0  -0.011   7.1027  -2.6594  -1.3552
 L9S  N8   N  NR15  0  -0.656   6.2166  -3.6735  -1.5969
 L9S  H1   H  HCH2  0   0.197   4.8597   1.0820  -0.8157
 L9S  H2   H  HCH2  0   0.258   5.5017   2.2542   0.3338
 L9S  H3   H  HCH1  0   0.225   2.2312   0.6978  -0.6698
 L9S  H4   H  HCR6  0   0.246   1.8341   2.9776   2.2963
 L9S  H5   H  HCR6  0   0.270  -8.8760   1.9698   0.4519
 L9S  H6   H  HCR6  0   0.264  -9.6599  -0.3936   0.2812
 L9S  H7   H  HCR6  0   0.255  -0.3610   3.8930   2.9718
 L9S  H8   H  HOH1  0   0.455   5.3276   5.4814   0.3492
 L9S  H9   H  HCH2  0   0.191   3.1772   4.7753   0.8325
 L9S  H10  H  HCH2  0   0.194   3.3362   5.3083  -0.8425
 L9S  H14  H  HCH2  0   0.270   5.9102  -0.0525   1.1384
 L9S  H15  H  HCH2  0   0.262   4.8574   0.8094   2.2249
 L9S  H16  H  HCR6  0   0.264  -2.4045   3.2679   1.7706
 L9S  H17  H  HNH1  0   0.405  -2.3273   1.2601  -1.2706
 L9S  H18  H  HNH1  0   0.405  -4.3865   0.7847  -1.6909
 L9S  H19  H  HCR6  0   0.272  -8.1187  -2.1842  -0.2503
 L9S  H20  H  HCH2  0   0.222  -3.4849  -1.5173  -1.1433
 L9S  H21  H  HCH2  0   0.239  -3.8913  -1.4539   0.5754
 L9S  H22  H  HCH2  0   0.250  -2.7265  -3.6723  -0.5076
 L9S  H23  H  HCH2  0   0.236  -3.9305  -3.8150   0.7722
 L9S  H24  H  HCH2  0   0.237  -4.4536  -4.0019  -2.2308
 L9S  H25  H  HCH2  0   0.249  -4.9212  -5.1753  -0.9975
 L9S  H26  H  HCH2  0   0.222  -6.5501  -3.6933  -0.0460
 L9S  H27  H  HCH2  0   0.246  -6.7273  -3.3192  -1.7629
 L9S  H28  H  HCR6  0   0.258  -0.0886   0.7170  -0.7808
 L9S  H29  H  HCH2  0   0.252   2.5900   0.4158   2.3447
 L9S  H30  H  HCH2  0   0.283   1.8006  -0.7240   1.2521
 L9S  H31  H  HCR6  0   0.244   1.9909  -4.1769  -0.4653
 L9S  H32  H  HCR5  0   0.256   6.9923  -0.8003  -0.2726
 L9S  H33  H  HCR5  0   0.288   8.1024  -2.6930  -1.7554
 L9S  H34  H  HNR5  0   0.413   6.4018  -4.4969  -2.1469
 L9S  C2   C  CH2   0  -0.311   3.2313   3.2024  -0.6060
 L9S  F1   F  F     0  -0.310  -6.4264   2.6766  -0.0120
 L9S  H11  H  HCH2  0   0.248   2.1664   3.3059  -0.8204
 L9S  H12  H  HCH2  0   0.216   3.7093   2.9663  -1.5690

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
 L9S  N7   C25  aromatic  1.316  0.020  1.316
 L9S  N7   C26  aromatic  1.334  0.020  1.334
 L9S  N8   C26  aromatic  1.351  0.020  1.351
 L9S  N8   C29  aromatic  1.368  0.020  1.368
 L9S  C25  N6   aromatic  1.326  0.020  1.326
 L9S  C26  C27  aromatic  1.410  0.020  1.410
 L9S  C29  C28  aromatic  1.362  0.020  1.362
 L9S  N6   C24  aromatic  1.338  0.020  1.338
 L9S  C27  C28  aromatic  1.436  0.020  1.436
 L9S  C27  C24  aromatic  1.420  0.020  1.420
 L9S  C24  N5   single    1.356  0.020  1.356
 L9S  N5   C23  single    1.448  0.020  1.448
 L9S  N5   C4   single    1.446  0.020  1.446
 L9S  F1   C13  single    1.340  0.020  1.340
 L9S  C23  C5   single    1.537  0.020  1.537
 L9S  C4   C3   single    1.516  0.020  1.516
 L9S  C8   C7   aromatic  1.386  0.020  1.386
 L9S  C8   C9   aromatic  1.388  0.020  1.388
 L9S  C7   C6   aromatic  1.392  0.020  1.392
 L9S  C9   C10  aromatic  1.393  0.020  1.393
 L9S  C6   C5   single    1.509  0.020  1.509
 L9S  C6   C22  aromatic  1.388  0.020  1.388
 L9S  C14  C13  aromatic  1.378  0.020  1.378
 L9S  C14  C15  aromatic  1.388  0.020  1.388
 L9S  C13  C12  aromatic  1.388  0.020  1.388
 L9S  C10  C22  aromatic  1.394  0.020  1.394
 L9S  C10  N2   single    1.400  0.020  1.400
 L9S  O2   C11  double    1.218  0.020  1.218
 L9S  C5   N1   single    1.459  0.020  1.459
 L9S  N2   C11  single    1.371  0.020  1.371
 L9S  C11  N3   single    1.362  0.020  1.362
 L9S  N1   C3   single    1.456  0.020  1.456
 L9S  N1   C2   single    1.459  0.020  1.459
 L9S  N3   C12  single    1.407  0.020  1.407
 L9S  C12  C17  aromatic  1.414  0.020  1.414
 L9S  C15  C16  aromatic  1.381  0.020  1.381
 L9S  C1   C2   single    1.514  0.020  1.514
 L9S  C1   O1   single    1.411  0.020  1.411
 L9S  C17  C16  aromatic  1.410  0.020  1.410
 L9S  C17  N4   single    1.366  0.020  1.366
 L9S  N4   C21  single    1.456  0.020  1.456
 L9S  N4   C18  single    1.465  0.020  1.465
 L9S  C21  C20  single    1.519  0.020  1.519
 L9S  C18  C19  single    1.526  0.020  1.526
 L9S  C20  C19  single    1.523  0.020  1.523
 L9S  C3   H1   single    0.970  0.020  1.090
 L9S  C3   H2   single    0.970  0.020  1.090
 L9S  C5   H3   single    0.970  0.020  1.090
 L9S  C7   H4   single    0.930  0.020  1.080
 L9S  C14  H5   single    0.930  0.020  1.080
 L9S  C15  H6   single    0.930  0.020  1.080
 L9S  C8   H7   single    0.930  0.020  1.080
 L9S  O1   H8   single    0.850  0.020  0.980
 L9S  C1   H9   single    0.970  0.020  1.090
 L9S  C1   H10  single    0.970  0.020  1.090
 L9S  C2   H11  single    0.970  0.020  1.090
 L9S  C2   H12  single    0.970  0.020  1.090
 L9S  C4   H14  single    0.970  0.020  1.090
 L9S  C4   H15  single    0.970  0.020  1.090
 L9S  C9   H16  single    0.930  0.020  1.080
 L9S  N2   H17  single    0.860  0.020  1.020
 L9S  N3   H18  single    0.860  0.020  1.020
 L9S  C16  H19  single    0.930  0.020  1.080
 L9S  C18  H20  single    0.970  0.020  1.090
 L9S  C18  H21  single    0.970  0.020  1.090
 L9S  C19  H22  single    0.970  0.020  1.090
 L9S  C19  H23  single    0.970  0.020  1.090
 L9S  C20  H24  single    0.970  0.020  1.090
 L9S  C20  H25  single    0.970  0.020  1.090
 L9S  C21  H26  single    0.970  0.020  1.090
 L9S  C21  H27  single    0.970  0.020  1.090
 L9S  C22  H28  single    0.930  0.020  1.080
 L9S  C23  H29  single    0.970  0.020  1.090
 L9S  C23  H30  single    0.970  0.020  1.090
 L9S  C25  H31  single    0.930  0.020  1.080
 L9S  C28  H32  single    0.930  0.020  1.080
 L9S  C29  H33  single    0.930  0.020  1.080
 L9S  N8   H34  single    0.860  0.020  1.020

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
 L9S  H2   C3   H1   106.96  3.000
 L9S  H2   C3   C4   109.29  3.000
 L9S  H1   C3   C4   108.97  3.000
 L9S  H2   C3   N1   108.98  3.000
 L9S  H1   C3   N1   111.64  3.000
 L9S  C4   C3   N1   110.89  3.000
 L9S  C21  N4   C18  111.12  3.000
 L9S  C18  N4   C17  124.78  3.000
 L9S  C21  N4   C17  120.78  3.000
 L9S  H3   C5   C23  107.13  3.000
 L9S  H3   C5   C6   108.66  3.000
 L9S  C23  C5   C6   107.29  3.000
 L9S  H3   C5   N1   111.16  3.000
 L9S  C6   C5   N1   111.63  3.000
 L9S  C23  C5   N1   110.79  3.000
 L9S  H4   C7   C6   119.73  3.000
 L9S  H4   C7   C8   120.52  3.000
 L9S  C6   C7   C8   119.74  3.000
 L9S  H5   C14  C13  121.05  3.000
 L9S  H5   C14  C15  122.20  3.000
 L9S  C13  C14  C15  116.74  3.000
 L9S  H6   C15  C16  119.01  3.000
 L9S  H6   C15  C14  119.39  3.000
 L9S  C16  C15  C14  121.59  3.000
 L9S  F1   C13  C12  117.39  3.000
 L9S  C12  C13  C14  123.89  3.000
 L9S  F1   C13  C14  118.70  3.000
 L9S  C17  C12  N3   122.20  3.000
 L9S  C17  C12  C13  119.08  3.000
 L9S  N3   C12  C13  118.58  3.000
 L9S  O2   C11  N3   122.84  3.000
 L9S  N3   C11  N2   113.40  3.000
 L9S  O2   C11  N2   123.75  3.000
 L9S  H7   C8   C9   119.10  3.000
 L9S  H7   C8   C7   119.71  3.000
 L9S  C9   C8   C7   121.19  3.000
 L9S  C22  C10  N2   118.19  3.000
 L9S  N2   C10  C9   122.43  3.000
 L9S  C22  C10  C9   119.34  3.000
 L9S  H8   O1   C1   108.16  3.000
 L9S  H10  C1   H9   106.98  3.000
 L9S  H10  C1   C2   107.55  3.000
 L9S  H9   C1   C2   108.38  3.000
 L9S  H10  C1   O1   111.07  3.000
 L9S  H9   C1   O1   111.55  3.000
 L9S  C2   C1   O1   111.13  3.000
 L9S  C2   N1   C5   112.34  3.000
 L9S  C2   N1   C3   111.28  3.000
 L9S  C5   N1   C3   112.53  3.000
 L9S  H15  C4   H14  106.24  3.000
 L9S  H15  C4   N5   107.57  3.000
 L9S  H14  C4   N5   111.64  3.000
 L9S  H15  C4   C3   109.46  3.000
 L9S  H14  C4   C3   111.73  3.000
 L9S  N5   C4   C3   110.03  3.000
 L9S  C22  C6   C7   119.17  3.000
 L9S  C22  C6   C5   119.93  3.000
 L9S  C7   C6   C5   120.76  3.000
 L9S  H16  C9   C10  120.80  3.000
 L9S  H16  C9   C8   119.84  3.000
 L9S  C10  C9   C8   119.35  3.000
 L9S  H17  N2   C10  115.50  3.000
 L9S  H17  N2   C11  117.62  3.000
 L9S  C10  N2   C11  124.84  3.000
 L9S  H18  N3   C11  120.19  3.000
 L9S  H18  N3   C12  117.63  3.000
 L9S  C11  N3   C12  122.16  3.000
 L9S  H19  C16  C17  119.98  3.000
 L9S  H19  C16  C15  118.50  3.000
 L9S  C17  C16  C15  121.51  3.000
 L9S  C16  C17  C12  117.10  3.000
 L9S  C16  C17  N4   120.29  3.000
 L9S  C12  C17  N4   122.58  3.000
 L9S  H21  C18  H20  108.03  3.000
 L9S  H21  C18  C19  111.48  3.000
 L9S  H20  C18  C19  110.16  3.000
 L9S  H21  C18  N4   111.63  3.000
 L9S  H20  C18  N4   111.58  3.000
 L9S  C19  C18  N4   103.97  3.000
 L9S  H23  C19  H22  107.81  3.000
 L9S  H23  C19  C20  109.97  3.000
 L9S  H22  C19  C20  113.64  3.000
 L9S  H23  C19  C18  110.35  3.000
 L9S  H22  C19  C18  111.85  3.000
 L9S  C20  C19  C18  103.21  3.000
 L9S  H25  C20  H24  108.03  3.000
 L9S  H25  C20  C21  112.05  3.000
 L9S  H24  C20  C21  110.46  3.000
 L9S  H25  C20  C19  113.41  3.000
 L9S  H24  C20  C19  110.75  3.000
 L9S  C21  C20  C19  102.09  3.000
 L9S  H27  C21  H26  107.48  3.000
 L9S  H27  C21  C20  112.89  3.000
 L9S  H26  C21  C20  110.08  3.000
 L9S  H27  C21  N4   111.09  3.000
 L9S  H26  C21  N4   111.85  3.000
 L9S  C20  C21  N4   103.51  3.000
 L9S  H28  C22  C6   119.48  3.000
 L9S  H28  C22  C10  119.31  3.000
 L9S  C6   C22  C10  121.21  3.000
 L9S  H30  C23  H29  108.23  3.000
 L9S  H30  C23  N5   110.46  3.000
 L9S  H29  C23  N5   108.37  3.000
 L9S  H30  C23  C5   109.74  3.000
 L9S  H29  C23  C5   109.32  3.000
 L9S  N5   C23  C5   110.67  3.000
 L9S  C24  N5   C23  120.91  3.000
 L9S  C23  N5   C4   109.78  3.000
 L9S  C24  N5   C4   124.18  3.000
 L9S  C27  C24  N6   118.35  3.000
 L9S  C27  C24  N5   125.33  3.000
 L9S  N6   C24  N5   116.31  3.000
 L9S  C25  N6   C24  120.17  3.000
 L9S  H31  C25  N7   116.52  3.000
 L9S  H31  C25  N6   115.66  3.000
 L9S  N7   C25  N6   127.82  3.000
 L9S  C26  N7   C25  112.27  3.000
 L9S  N8   C26  C27  108.22  3.000
 L9S  C27  C26  N7   126.89  3.000
 L9S  N8   C26  N7   124.88  3.000
 L9S  C28  C27  C26  105.99  3.000
 L9S  C28  C27  C24  139.50  3.000
 L9S  C26  C27  C24  114.48  3.000
 L9S  H32  C28  C29  123.77  3.000
 L9S  H32  C28  C27  129.37  3.000
 L9S  C29  C28  C27  106.85  3.000
 L9S  H33  C29  N8   120.81  3.000
 L9S  H33  C29  C28  129.67  3.000
 L9S  N8   C29  C28  109.52  3.000
 L9S  H34  N8   C29  125.67  3.000
 L9S  H34  N8   C26  124.91  3.000
 L9S  C29  N8   C26  109.41  3.000
 L9S  H12  C2   H11  105.80  3.000
 L9S  H12  C2   N1   111.26  3.000
 L9S  H11  C2   N1   109.16  3.000
 L9S  H12  C2   C1   110.18  3.000
 L9S  H11  C2   C1   105.72  3.000
 L9S  N1   C2   C1   114.23  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
 L9S  CONST_01  C10  C9   C8   C7      0.00   0.0  0
 L9S  CONST_02  C10  C22  C6   C7      0.00   0.0  0
 L9S  CONST_03  C17  C12  C13  C14     0.00   0.0  0
 L9S  CONST_04  C17  C16  C15  C14     0.00   0.0  0
 L9S  CONST_05  C12  C13  C14  C15     0.00   0.0  0
 L9S  CONST_06  C12  C17  C16  C15     0.00   0.0  0
 L9S  CONST_07  C16  C15  C14  C13     0.00   0.0  0
 L9S  CONST_08  C16  C17  C12  C13     0.00   0.0  0
 L9S  CONST_09  C22  C6   C7   C8      0.00   0.0  0
 L9S  CONST_10  C22  C10  C9   C8      0.00   0.0  0
 L9S  CONST_11  C9   C8   C7   C6      0.00   0.0  0
 L9S  CONST_12  C9   C10  C22  C6      0.00   0.0  0
 L9S  CONST_13  N7   C25  N6   C24     0.00   0.0  0
 L9S  CONST_14  N7   C26  C27  C24     0.00   0.0  0
 L9S  CONST_15  N8   C26  C27  C24   180.00   0.0  0
 L9S  CONST_16  C29  C28  C27  C24   180.00   0.0  0
 L9S  CONST_17  C26  N7   C25  N6      0.00   0.0  0
 L9S  CONST_18  C26  C27  C24  N6      0.00   0.0  0
 L9S  CONST_19  C28  C27  C24  N6    180.00   0.0  0
 L9S  CONST_20  N8   C26  N7   C25   180.00   0.0  0
 L9S  CONST_21  C27  C26  N7   C25     0.00   0.0  0
 L9S  CONST_22  C27  C24  N6   C25     0.00   0.0  0
 L9S  CONST_23  C29  N8   C26  N7    180.00   0.0  0
 L9S  CONST_24  C28  C27  C26  N7    180.00   0.0  0
 L9S  CONST_25  C28  C29  N8   C26     0.00   0.0  0
 L9S  CONST_26  C29  C28  C27  C26     0.00   0.0  0
 L9S  CONST_27  C29  N8   C26  C27     0.00   0.0  0
 L9S  CONST_28  N8   C29  C28  C27     0.00   0.0  0
 L9S  CONST_29  N8   C26  C27  C28     0.00   0.0  0
 L9S  CONST_30  C13  C12  C17  N4    180.00   0.0  0
 L9S  CONST_31  C15  C16  C17  N4    180.00   0.0  0
 L9S  CONST_32  C8   C7   C6   C5    180.00   0.0  0
 L9S  CONST_33  C10  C22  C6   C5    180.00   0.0  0
 L9S  CONST_34  C25  N6   C24  N5    180.00   0.0  0
 L9S  CONST_35  C26  C27  C24  N5    180.00   0.0  0
 L9S  CONST_36  C28  C27  C24  N5      0.00   0.0  0
 L9S  CONST_37  N3   C12  C17  N4      0.00   0.0  0
 L9S  CONST_38  N3   C12  C13  C14   180.00   0.0  0
 L9S  CONST_39  F1   C13  C14  C15   180.00   0.0  0
 L9S  CONST_40  N2   C10  C9   C8    180.00   0.0  0
 L9S  CONST_41  N2   C10  C22  C6    180.00   0.0  0
 L9S  CONST_42  C16  C17  C12  N3    180.00   0.0  0
 L9S  CONST_43  C17  C12  C13  F1    180.00   0.0  0
 L9S  CONST_44  H19  C16  C17  N4      0.00   0.0  0
 L9S  CONST_45  H4   C7   C6   C5      0.00   0.0  0
 L9S  CONST_46  H28  C22  C6   C5      0.00   0.0  0
 L9S  CONST_47  H16  C9   C8   C7    180.00   0.0  0
 L9S  CONST_48  H6   C15  C14  C13   180.00   0.0  0
 L9S  CONST_49  H5   C14  C13  C12   180.00   0.0  0
 L9S  CONST_50  H7   C8   C9   C10   180.00   0.0  0
 L9S  CONST_51  H31  C25  N6   C24   180.00   0.0  0
 L9S  CONST_52  H32  C28  C27  C24     0.00   0.0  0
 L9S  CONST_53  H34  N8   C26  N7      0.00   0.0  0
 L9S  CONST_54  H33  C29  N8   C26   180.00   0.0  0
 L9S  CONST_61  O2   C11  N3   C12     0.00   0.0  0
 L9S  CONST_62  O2   C11  N2   C10     0.00   0.0  0
 L9S  CONST_63  N2   C11  N3   C12   180.00   0.0  0
 L9S  CONST_64  N3   C11  N2   C10   180.00   0.0  0
 L9S  Var_01    C24  N5   C4   C3     93.50  30.0  1
 L9S  Var_02    C19  C20  C21  N4     35.94  30.0  1
 L9S  Var_03    C20  C19  C18  N4     28.13  30.0  1
 L9S  Var_04    C4   C3   N1   C5    -53.65  30.0  1
 L9S  Var_05    C21  N4   C17  C12  -171.33  30.0  2
 L9S  Var_06    N5   C4   C3   N1     57.91  30.0  1
 L9S  Var_07    N6   C24  N5   C4   -175.07  30.0  1
 L9S  Var_08    C20  C21  N4   C17  -179.54  30.0  1
 L9S  Var_09    C19  C18  N4   C17   153.77  30.0  1
 L9S  Var_10    C21  C20  C19  C18   -39.56  30.0  1
 L9S  Var_11    C1   C2   N1   C3    -90.20  30.0  3
 L9S  Var_12    N1   C2   C1   O1     67.90  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
 L9S  chir_01  C5  C23  C6  N1  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
 L9S  plan-1  N4   0.020
 L9S  plan-1  C14  0.020
 L9S  plan-1  C15  0.020
 L9S  plan-1  C13  0.020
 L9S  plan-1  C12  0.020
 L9S  plan-1  N3   0.020
 L9S  plan-1  C16  0.020
 L9S  plan-1  C17  0.020
 L9S  plan-1  H5   0.020
 L9S  plan-1  H6   0.020
 L9S  plan-1  H19  0.020
 L9S  plan-1  F1   0.020
 L9S  plan-2  C5   0.020
 L9S  plan-2  C7   0.020
 L9S  plan-2  C8   0.020
 L9S  plan-2  C10  0.020
 L9S  plan-2  C6   0.020
 L9S  plan-2  C9   0.020
 L9S  plan-2  N2   0.020
 L9S  plan-2  C22  0.020
 L9S  plan-2  H4   0.020
 L9S  plan-2  H7   0.020
 L9S  plan-2  H16  0.020
 L9S  plan-2  H28  0.020
 L9S  plan-3  N5   0.020
 L9S  plan-3  C24  0.020
 L9S  plan-3  N6   0.020
 L9S  plan-3  C25  0.020
 L9S  plan-3  N7   0.020
 L9S  plan-3  C26  0.020
 L9S  plan-3  C27  0.020
 L9S  plan-3  C28  0.020
 L9S  plan-3  C29  0.020
 L9S  plan-3  N8   0.020
 L9S  plan-3  H31  0.020
 L9S  plan-3  H32  0.020
 L9S  plan-3  H33  0.020
 L9S  plan-3  H34  0.020
 L9S  plan-4  C12  0.020
 L9S  plan-4  C11  0.020
 L9S  plan-4  C10  0.020
 L9S  plan-4  N2   0.020
 L9S  plan-4  N3   0.020
 L9S  plan-4  O2   0.020
 L9S  plan-4  H17  0.020
 L9S  plan-4  H18  0.020

