# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 26 09:46:12 2022
#   Inital geometry file: a 185 line input string
#   Ligand name: 3-tert-butyl-N-[(1R)-6-{2-[5-methyl-1-(oxan-4-yl)-1H-pyrazol-4-yl]-3H-imidazo[4,5-b]pyridin-7-yl}-1,2,3,4-tetrahydronaphthalen-1-yl]-1,2,4-oxadiazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1n(ncc1c2[nH]c3nccc(c4ccc5[C@@H](CCCc5c4)NC(=O)c6onc(n6)C(C)(C)C)c3n2)C7CCOCC7
#
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
 X9S  X9S  3-tert-butyl-N-[(1R)-6-{2-[5-methyl-1-(oxan-4-yl)-1H-pyrazol-4-yl]-3H-imidazo[4,5-b]pyridin-7-yl}-1,2,3,4-tetrahydronaphthalen-1-yl]-1,2,4-oxadiazole-5-carboxamide  ligand  79  43  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_X9S
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
 X9S  C1   C  CR6   0   0.099  -15.9240   5.4136  -15.6008
 X9S  C2   C  CR16  0  -0.315  -16.3167   5.9386  -14.3675
 X9S  C3   C  CR16  0  -0.277  -15.3709   6.3729  -13.4588
 X9S  C8   C  CR6   0   0.118  -16.9291   4.9260  -16.5594
 X9S  C9   C  CR16  0  -0.410  -18.1221   4.3350  -16.1355
 X9S  C10  C  CR16  0  -0.089  -19.0729   3.8804  -17.0461
 X9S  C12  C  CR56  0   0.050  -16.7827   5.0171  -17.9465
 X9S  C13  C  CR56  0   0.448  -17.8214   4.5232  -18.7580
 X9S  C15  C  CR5   0   0.455  -16.1892   5.3673  -19.9682
 X9S  C21  C  CR5   0   0.465  -14.1471   6.1880  -21.2531
 X9S  C22  C  CH1   0  -0.065  -12.7090   6.8711  -23.1896
 X9S  C24  C  CR5   0   0.415  -14.0706   9.3243  -10.1919
 X9S  N26  N  N     0  -0.137  -14.7481  10.7738   -8.7505
 X9S  C27  C  CR5   0   0.392  -14.4042  11.3435   -9.8658
 X9S  C30  C  CH3   0  -0.641  -15.0815  13.5429   -8.9165
 X9S  C31  C  CH3   0  -0.636  -13.0079  13.3119  -10.3012
 X9S  C32  C  CH3   0  -0.636  -15.2654  13.0910  -11.3717
 X9S  C33  C  CR66  0   0.100  -13.5994   5.7829  -14.9703
 X9S  C34  C  CR66  0   0.072  -14.0073   6.3048  -13.7404
 X9S  C35  C  CR16  0  -0.138  -12.9944   6.7429  -12.6968
 X9S  C4   C  CR16  0  -0.373  -14.5618   5.3491  -15.8789
 X9S  N5   N  NH1   0  -0.635  -13.4381   7.9254  -11.9855
 X9S  C6   C  C     0   0.492  -13.7308   7.9525  -10.6836
 X9S  O7   O  O     0  -0.446  -13.7415   7.0113   -9.9135
 X9S  N11  N  N     0  -0.422  -18.9472   3.9637  -18.3680
 X9S  N14  N  NR15  0  -0.716  -17.4092   4.7591  -20.0376
 X9S  N16  N  N     0  -0.493  -15.7908   5.5405  -18.7302
 X9S  C17  C  CR5   0  -0.295  -15.4676   5.7615  -21.1535
 X9S  C18  C  CR15  0  -0.055  -15.9515   5.8034  -22.4777
 X9S  N19  N  N     0  -0.272  -15.0257   6.2147  -23.3098
 X9S  N20  N  NR5   0  -0.346  -13.9474   6.4480  -22.5578
 X9S  O25  O  O     0  -0.314  -14.5279   9.4425   -8.9610
 X9S  N28  N  N     0  -0.441  -13.9691  10.4490  -10.8064
 X9S  C29  C  CT    0  -0.221  -14.4476  12.8221  -10.1043
 X9S  C36  C  C     0  -0.500  -12.1448   5.6959  -15.3569
 X9S  C37  C  CH2   0  -0.518  -12.9249   8.0287  -24.1546
 X9S  C38  C  CH2   0  -0.161  -11.5585   8.5245  -24.6425
 X9S  O39  O  O2    0  -0.487  -10.5761   7.5071  -24.6409
 X9S  C40  C  CH2   0  -0.188  -11.1023   6.2525  -25.0121
 X9S  C41  C  CH2   0  -0.469  -12.0298   5.7062  -23.9208
 X9S  C42  C  C     0  -0.441  -11.6084   6.9771  -13.2888
 X9S  C43  C  C     0  -0.455  -11.2090   5.8010  -14.1635
 X9S  H1   H  HCR6  0   0.252  -17.3666   6.0255  -14.1184
 X9S  H2   H  HCR6  0   0.251  -15.7082   6.7800  -12.5139
 X9S  H3   H  HCR6  0   0.262  -18.3193   4.1992  -15.0806
 X9S  H4   H  HCR6  0   0.258  -19.9825   3.4203  -16.6785
 X9S  H5   H  HCH1  0   0.282  -12.0652   7.2151  -22.3786
 X9S  H6   H  HCH3  0   0.235  -14.5211  13.3814   -7.9954
 X9S  H7   H  HCH3  0   0.239  -15.0962  14.6155   -9.1127
 X9S  H8   H  HCH3  0   0.235  -16.1099  13.2198   -8.7508
 X9S  H9   H  HCH3  0   0.237  -12.4029  13.1371   -9.4102
 X9S  H10  H  HCH3  0   0.238  -12.5254  12.8176  -11.1448
 X9S  H11  H  HCH3  0   0.241  -13.0113  14.3848  -10.4989
 X9S  H12  H  HCH3  0   0.240  -15.2927  14.1639  -11.5662
 X9S  H13  H  HCH3  0   0.238  -14.8307  12.6035  -12.2442
 X9S  H14  H  HCH3  0   0.236  -16.2938  12.7436  -11.2620
 X9S  H15  H  HCR6  0   0.279  -12.9133   5.9445  -11.9547
 X9S  H16  H  HCR6  0   0.252  -14.2286   4.9374  -16.8231
 X9S  H17  H  HNH1  0   0.417  -13.4708   8.7942  -12.5018
 X9S  H18  H  HNR5  0   0.423  -17.9161   4.5057  -20.8722
 X9S  H20  H  HCR5  0   0.264  -16.9389   5.5602  -22.8429
 X9S  H21  H  HCH3  0   0.265  -12.8100   7.3879  -20.0884
 X9S  H22  H  HCH3  0   0.285  -13.4368   5.9629  -19.2687
 X9S  H23  H  HCH3  0   0.262  -12.1825   5.7945  -20.5001
 X9S  H24  H  H     0   0.253  -11.9685   4.7670  -15.9037
 X9S  H25  H  H     0   0.248  -11.9229   6.5053  -16.0608
 X9S  H26  H  HCH2  0   0.264  -13.4595   8.8474  -23.6709
 X9S  H27  H  HCH2  0   0.250  -13.5393   7.6937  -24.9922
 X9S  H28  H  HCH2  0   0.229  -11.1848   9.3094  -23.9818
 X9S  H29  H  HCH2  0   0.214  -11.6634   8.9587  -25.6449
 X9S  H30  H  HCH2  0   0.210  -11.6406   6.3245  -25.9661
 X9S  H31  H  HCH2  0   0.244  -10.2587   5.5807  -25.1722
 X9S  H32  H  HCH2  0   0.246  -12.7853   5.0657  -24.3807
 X9S  H33  H  HCH2  0   0.248  -11.4800   5.0936  -23.2037
 X9S  H34  H  H     0   0.252  -10.8965   7.1232  -12.4748
 X9S  H35  H  H     0   0.234  -11.6107   7.8965  -13.8839
 X9S  H36  H  H     0   0.231  -11.2419   4.8780  -13.5766
 X9S  H37  H  H     0   0.247  -10.1801   5.9163  -14.5073
 X9S  C23  C  CH3   0  -0.774  -13.0854   6.3404  -20.2239

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
 X9S  C38  O39  single    1.414  0.020  1.414
 X9S  C38  C37  single    1.533  0.020  1.533
 X9S  O39  C40  single    1.410  0.020  1.410
 X9S  C37  C22  single    1.522  0.020  1.522
 X9S  C40  C41  single    1.533  0.020  1.533
 X9S  N19  N20  aromatic  1.335  0.020  1.335
 X9S  N19  C18  aromatic  1.311  0.020  1.311
 X9S  C41  C22  single    1.534  0.020  1.534
 X9S  C22  N20  single    1.453  0.020  1.453
 X9S  N20  C21  aromatic  1.345  0.020  1.345
 X9S  C18  C17  aromatic  1.410  0.020  1.410
 X9S  C21  C17  aromatic  1.391  0.020  1.391
 X9S  C21  C23  single    1.487  0.020  1.487
 X9S  C17  C15  single    1.443  0.020  1.443
 X9S  C15  N14  aromatic  1.365  0.020  1.365
 X9S  C15  N16  aromatic  1.312  0.020  1.312
 X9S  N14  C13  aromatic  1.365  0.020  1.365
 X9S  N16  C12  aromatic  1.368  0.020  1.368
 X9S  C13  N11  aromatic  1.316  0.020  1.316
 X9S  C13  C12  aromatic  1.408  0.020  1.408
 X9S  N11  C10  aromatic  1.330  0.020  1.330
 X9S  C12  C8   aromatic  1.398  0.020  1.398
 X9S  C10  C9   aromatic  1.393  0.020  1.393
 X9S  C8   C9   aromatic  1.397  0.020  1.397
 X9S  C8   C1   single    1.472  0.020  1.472
 X9S  C4   C1   aromatic  1.392  0.020  1.392
 X9S  C4   C33  aromatic  1.393  0.020  1.393
 X9S  C36  C33  single    1.508  0.020  1.508
 X9S  C36  C43  single    1.520  0.020  1.520
 X9S  C1   C2   aromatic  1.397  0.020  1.397
 X9S  C33  C34  aromatic  1.397  0.020  1.397
 X9S  C43  C42  single    1.519  0.020  1.519
 X9S  C2   C3   aromatic  1.382  0.020  1.382
 X9S  C42  C35  single    1.525  0.020  1.525
 X9S  C34  C3   aromatic  1.394  0.020  1.394
 X9S  C34  C35  single    1.519  0.020  1.519
 X9S  C35  N5   single    1.449  0.020  1.449
 X9S  N5   C6   single    1.335  0.020  1.335
 X9S  C6   O7   double    1.216  0.020  1.216
 X9S  C6   C24  single    1.496  0.020  1.496
 X9S  C24  N28  aromatic  1.286  0.020  1.286
 X9S  C24  O25  aromatic  1.318  0.020  1.318
 X9S  N28  C27  aromatic  1.369  0.020  1.369
 X9S  O25  N26  aromatic  1.366  0.020  1.366
 X9S  C32  C29  single    1.532  0.020  1.532
 X9S  C27  N26  aromatic  1.299  0.020  1.299
 X9S  C27  C29  single    1.498  0.020  1.498
 X9S  C29  C31  single    1.533  0.020  1.533
 X9S  C29  C30  single    1.527  0.020  1.527
 X9S  C2   H1   single    0.930  0.020  1.080
 X9S  C3   H2   single    0.930  0.020  1.080
 X9S  C9   H3   single    0.930  0.020  1.080
 X9S  C10  H4   single    0.930  0.020  1.080
 X9S  C22  H5   single    0.970  0.020  1.090
 X9S  C30  H6   single    0.970  0.020  1.090
 X9S  C30  H7   single    0.970  0.020  1.090
 X9S  C30  H8   single    0.970  0.020  1.090
 X9S  C31  H9   single    0.970  0.020  1.090
 X9S  C31  H10  single    0.970  0.020  1.090
 X9S  C31  H11  single    0.970  0.020  1.090
 X9S  C32  H12  single    0.970  0.020  1.090
 X9S  C32  H13  single    0.970  0.020  1.090
 X9S  C32  H14  single    0.970  0.020  1.090
 X9S  C35  H15  single    0.970  0.020  1.090
 X9S  C4   H16  single    0.930  0.020  1.080
 X9S  N5   H17  single    0.860  0.020  1.020
 X9S  N14  H18  single    0.860  0.020  1.020
 X9S  C18  H20  single    0.930  0.020  1.080
 X9S  C23  H21  single    0.970  0.020  1.090
 X9S  C23  H22  single    0.970  0.020  1.090
 X9S  C23  H23  single    0.970  0.020  1.090
 X9S  C36  H24  single    0.970  0.020  1.090
 X9S  C36  H25  single    0.970  0.020  1.090
 X9S  C37  H26  single    0.970  0.020  1.090
 X9S  C37  H27  single    0.970  0.020  1.090
 X9S  C38  H28  single    0.970  0.020  1.090
 X9S  C38  H29  single    0.970  0.020  1.090
 X9S  C40  H30  single    0.970  0.020  1.090
 X9S  C40  H31  single    0.970  0.020  1.090
 X9S  C41  H32  single    0.970  0.020  1.090
 X9S  C41  H33  single    0.970  0.020  1.090
 X9S  C42  H34  single    0.970  0.020  1.090
 X9S  C42  H35  single    0.970  0.020  1.090
 X9S  C43  H36  single    0.970  0.020  1.090
 X9S  C43  H37  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
 X9S  C4   C1   C8   121.52  3.000
 X9S  C4   C1   C2   117.97  3.000
 X9S  C8   C1   C2   120.50  3.000
 X9S  H1   C2   C3   119.17  3.000
 X9S  H1   C2   C1   120.39  3.000
 X9S  C3   C2   C1   120.43  3.000
 X9S  H2   C3   C34  119.96  3.000
 X9S  H2   C3   C2   118.62  3.000
 X9S  C34  C3   C2   121.42  3.000
 X9S  C12  C8   C9   114.71  3.000
 X9S  C9   C8   C1   121.71  3.000
 X9S  C12  C8   C1   123.58  3.000
 X9S  H3   C9   C10  118.18  3.000
 X9S  H3   C9   C8   120.30  3.000
 X9S  C10  C9   C8   121.50  3.000
 X9S  H4   C10  N11  116.29  3.000
 X9S  H4   C10  C9   119.33  3.000
 X9S  N11  C10  C9   124.38  3.000
 X9S  N16  C12  C13  109.82  3.000
 X9S  C13  C12  C8   118.16  3.000
 X9S  N16  C12  C8   132.01  3.000
 X9S  N14  C13  N11  127.56  3.000
 X9S  N11  C13  C12  127.56  3.000
 X9S  N14  C13  C12  104.89  3.000
 X9S  C17  C15  N16  125.97  3.000
 X9S  N16  C15  N14  112.22  3.000
 X9S  C17  C15  N14  121.80  3.000
 X9S  C23  C21  N20  123.07  3.000
 X9S  C23  C21  C17  131.28  3.000
 X9S  N20  C21  C17  105.64  3.000
 X9S  H5   C22  C41  109.42  3.000
 X9S  H5   C22  C37  108.37  3.000
 X9S  C41  C22  C37  109.76  3.000
 X9S  H5   C22  N20  105.75  3.000
 X9S  C41  C22  N20  111.31  3.000
 X9S  C37  C22  N20  112.09  3.000
 X9S  N28  C24  O25  113.28  3.000
 X9S  O25  C24  C6   117.89  3.000
 X9S  N28  C24  C6   128.83  3.000
 X9S  O25  N26  C27  104.63  3.000
 X9S  C29  C27  N28  123.00  3.000
 X9S  C29  C27  N26  124.19  3.000
 X9S  N28  C27  N26  112.80  3.000
 X9S  H8   C30  H7   107.82  3.000
 X9S  H8   C30  H6   108.21  3.000
 X9S  H7   C30  H6   107.73  3.000
 X9S  H8   C30  C29  111.70  3.000
 X9S  H7   C30  C29  109.26  3.000
 X9S  H6   C30  C29  111.95  3.000
 X9S  H11  C31  H10  107.88  3.000
 X9S  H11  C31  H9   107.90  3.000
 X9S  H10  C31  H9   108.29  3.000
 X9S  H11  C31  C29  109.54  3.000
 X9S  H10  C31  C29  111.72  3.000
 X9S  H9   C31  C29  111.38  3.000
 X9S  H14  C32  H13  108.30  3.000
 X9S  H14  C32  H12  107.91  3.000
 X9S  H13  C32  H12  107.89  3.000
 X9S  H14  C32  C29  111.35  3.000
 X9S  H13  C32  C29  111.77  3.000
 X9S  H12  C32  C29  109.48  3.000
 X9S  C36  C33  C4   118.78  3.000
 X9S  C36  C33  C34  121.94  3.000
 X9S  C4   C33  C34  119.27  3.000
 X9S  C35  C34  C33  121.20  3.000
 X9S  C35  C34  C3   119.96  3.000
 X9S  C33  C34  C3   118.80  3.000
 X9S  H15  C35  C42  107.95  3.000
 X9S  H15  C35  N5   106.59  3.000
 X9S  C42  C35  N5   110.08  3.000
 X9S  H15  C35  C34  107.78  3.000
 X9S  N5   C35  C34  111.62  3.000
 X9S  C42  C35  C34  112.55  3.000
 X9S  H16  C4   C33  118.34  3.000
 X9S  H16  C4   C1   119.55  3.000
 X9S  C33  C4   C1   122.11  3.000
 X9S  H17  N5   C6   118.27  3.000
 X9S  H17  N5   C35  117.40  3.000
 X9S  C6   N5   C35  124.22  3.000
 X9S  O7   C6   N5   127.15  3.000
 X9S  O7   C6   C24  119.97  3.000
 X9S  N5   C6   C24  112.89  3.000
 X9S  C13  N11  C10  113.69  3.000
 X9S  H18  N14  C15  127.09  3.000
 X9S  H18  N14  C13  125.48  3.000
 X9S  C15  N14  C13  107.41  3.000
 X9S  C15  N16  C12  105.65  3.000
 X9S  C18  C17  C21  104.43  3.000
 X9S  C21  C17  C15  128.12  3.000
 X9S  C18  C17  C15  127.44  3.000
 X9S  H20  C18  N19  120.10  3.000
 X9S  H20  C18  C17  128.62  3.000
 X9S  N19  C18  C17  111.28  3.000
 X9S  N20  N19  C18  105.52  3.000
 X9S  N19  N20  C22  119.62  3.000
 X9S  C22  N20  C21  127.19  3.000
 X9S  N19  N20  C21  113.12  3.000
 X9S  N26  O25  C24  106.69  3.000
 X9S  C27  N28  C24  102.60  3.000
 X9S  C32  C29  C31  109.81  3.000
 X9S  C31  C29  C30  109.81  3.000
 X9S  C32  C29  C30  109.82  3.000
 X9S  C30  C29  C27  110.73  3.000
 X9S  C31  C29  C27  107.97  3.000
 X9S  C32  C29  C27  108.68  3.000
 X9S  H25  C36  H24  105.90  3.000
 X9S  H25  C36  C43  109.19  3.000
 X9S  H24  C36  C43  110.63  3.000
 X9S  H25  C36  C33  108.52  3.000
 X9S  H24  C36  C33  109.46  3.000
 X9S  C43  C36  C33  112.87  3.000
 X9S  H27  C37  H26  107.14  3.000
 X9S  H27  C37  C38  110.90  3.000
 X9S  H26  C37  C38  109.58  3.000
 X9S  H27  C37  C22  109.44  3.000
 X9S  H26  C37  C22  111.04  3.000
 X9S  C38  C37  C22  108.73  3.000
 X9S  H29  C38  H28  107.52  3.000
 X9S  H29  C38  O39  110.61  3.000
 X9S  H28  C38  O39  106.18  3.000
 X9S  H29  C38  C37  109.48  3.000
 X9S  H28  C38  C37  110.18  3.000
 X9S  O39  C38  C37  112.71  3.000
 X9S  C40  O39  C38  112.37  3.000
 X9S  H31  C40  H30  106.99  3.000
 X9S  H31  C40  C41  110.68  3.000
 X9S  H30  C40  C41  110.20  3.000
 X9S  H31  C40  O39  107.35  3.000
 X9S  H30  C40  O39  110.69  3.000
 X9S  C41  C40  O39  110.82  3.000
 X9S  H33  C41  H32  107.21  3.000
 X9S  H33  C41  C40  111.27  3.000
 X9S  H32  C41  C40  109.14  3.000
 X9S  H33  C41  C22  109.64  3.000
 X9S  H32  C41  C22  109.87  3.000
 X9S  C40  C41  C22  109.67  3.000
 X9S  H35  C42  H34  107.12  3.000
 X9S  H35  C42  C43  109.73  3.000
 X9S  H34  C42  C43  111.21  3.000
 X9S  H35  C42  C35  109.74  3.000
 X9S  H34  C42  C35  108.90  3.000
 X9S  C43  C42  C35  110.09  3.000
 X9S  H37  C43  H36  106.65  3.000
 X9S  H37  C43  C42  110.34  3.000
 X9S  H36  C43  C42  109.65  3.000
 X9S  H37  C43  C36  109.91  3.000
 X9S  H36  C43  C36  110.13  3.000
 X9S  C42  C43  C36  110.10  3.000
 X9S  H23  C23  H22  108.46  3.000
 X9S  H23  C23  H21  107.63  3.000
 X9S  H22  C23  H21  107.83  3.000
 X9S  H23  C23  C21  111.38  3.000
 X9S  H22  C23  C21  110.03  3.000
 X9S  H21  C23  C21  111.38  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
 X9S  CONST_01  N16  C12  C8   C1      0.00   0.0  0
 X9S  CONST_02  C13  C12  C8   C1    180.00   0.0  0
 X9S  CONST_03  C10  C9   C8   C1    180.00   0.0  0
 X9S  CONST_04  C34  C33  C4   C1      0.00   0.0  0
 X9S  CONST_05  C34  C3   C2   C1      0.00   0.0  0
 X9S  CONST_08  C33  C4   C1   C2      0.00   0.0  0
 X9S  CONST_09  C33  C34  C3   C2      0.00   0.0  0
 X9S  CONST_10  C8   C1   C2   C3    180.00   0.0  0
 X9S  CONST_11  C4   C1   C2   C3      0.00   0.0  0
 X9S  CONST_12  C4   C33  C34  C3      0.00   0.0  0
 X9S  CONST_13  C15  N16  C12  C8    180.00   0.0  0
 X9S  CONST_14  N14  C13  C12  C8    180.00   0.0  0
 X9S  CONST_15  N11  C13  C12  C8      0.00   0.0  0
 X9S  CONST_16  N11  C10  C9   C8      0.00   0.0  0
 X9S  CONST_17  C33  C4   C1   C8    180.00   0.0  0
 X9S  CONST_18  C13  N11  C10  C9      0.00   0.0  0
 X9S  CONST_19  N16  C12  C8   C9    180.00   0.0  0
 X9S  CONST_20  C13  C12  C8   C9      0.00   0.0  0
 X9S  CONST_22  N14  C13  N11  C10   180.00   0.0  0
 X9S  CONST_23  C12  C13  N11  C10     0.00   0.0  0
 X9S  CONST_24  C12  C8   C9   C10     0.00   0.0  0
 X9S  CONST_25  C17  C15  N16  C12   180.00   0.0  0
 X9S  CONST_26  N14  C15  N16  C12     0.00   0.0  0
 X9S  CONST_27  C15  N14  C13  C12     0.00   0.0  0
 X9S  CONST_29  C17  C15  N14  C13   180.00   0.0  0
 X9S  CONST_30  N16  C15  N14  C13     0.00   0.0  0
 X9S  CONST_31  C15  N16  C12  C13     0.00   0.0  0
 X9S  CONST_32  N19  C18  C17  C15   180.00   0.0  0
 X9S  CONST_33  N20  C21  C17  C15   180.00   0.0  0
 X9S  CONST_34  N11  C13  N14  C15   180.00   0.0  0
 X9S  CONST_35  C18  N19  N20  C21     0.00   0.0  0
 X9S  CONST_36  N19  C18  C17  C21     0.00   0.0  0
 X9S  CONST_37  N14  C15  C17  C21   180.00   0.0  0
 X9S  CONST_38  N16  C15  C17  C21     0.00   0.0  0
 X9S  CONST_39  N26  C27  N28  C24     0.00   0.0  0
 X9S  CONST_40  C27  N26  O25  C24     0.00   0.0  0
 X9S  CONST_41  N28  C24  O25  N26     0.00   0.0  0
 X9S  CONST_42  O25  C24  N28  C27     0.00   0.0  0
 X9S  CONST_43  N16  C12  C13  N11   180.00   0.0  0
 X9S  CONST_44  C18  C17  C15  N14     0.00   0.0  0
 X9S  CONST_45  N16  C12  C13  N14     0.00   0.0  0
 X9S  CONST_46  C18  C17  C15  N16   180.00   0.0  0
 X9S  CONST_47  N20  N19  C18  C17     0.00   0.0  0
 X9S  CONST_48  N19  N20  C21  C17     0.00   0.0  0
 X9S  CONST_49  N20  C21  C17  C18     0.00   0.0  0
 X9S  CONST_50  N28  C27  N26  O25     0.00   0.0  0
 X9S  CONST_51  C18  N19  N20  C22   180.00   0.0  0
 X9S  CONST_52  C17  C21  N20  C22   180.00   0.0  0
 X9S  CONST_53  C23  C21  C17  C15     0.00   0.0  0
 X9S  CONST_54  C23  C21  N20  C22     0.00   0.0  0
 X9S  CONST_55  C29  C27  N28  C24   180.00   0.0  0
 X9S  CONST_56  C6   C24  O25  N26   180.00   0.0  0
 X9S  CONST_57  C6   C24  N28  C27   180.00   0.0  0
 X9S  CONST_58  C23  C21  C17  C18   180.00   0.0  0
 X9S  CONST_59  C23  C21  N20  N19   180.00   0.0  0
 X9S  CONST_60  C29  C27  N26  O25   180.00   0.0  0
 X9S  CONST_61  H3   C9   C8   C1      0.00   0.0  0
 X9S  CONST_62  H2   C3   C2   C1    180.00   0.0  0
 X9S  CONST_63  H16  C4   C1   C2    180.00   0.0  0
 X9S  CONST_64  H4   C10  C9   C8    180.00   0.0  0
 X9S  CONST_65  H1   C2   C1   C8      0.00   0.0  0
 X9S  CONST_66  H18  N14  C13  C12   180.00   0.0  0
 X9S  CONST_67  H20  C18  C17  C15     0.00   0.0  0
 X9S  CONST_68  C35  N5   C6   C24   180.00   0.0  0
 X9S  CONST_69  O7   C6   N5   C35     0.00   0.0  0
 X9S  CONST_70  H17  N5   C6   C24     0.00   0.0  0
 X9S  Var_01    O39  C38  C37  C22    28.17  30.0  1
 X9S  Var_02    O39  C40  C41  C22    30.85  30.0  1
 X9S  Var_03    C42  C43  C36  C33   -47.95  30.0  1
 X9S  Var_04    C43  C36  C33  C34    18.18  30.0  1
 X9S  Var_05    C36  C43  C42  C35    64.23  30.0  1
 X9S  Var_06    C41  C40  O39  C38   -69.80  30.0  1
 X9S  Var_07    C32  C29  C27  N26  -126.50  30.0  2
 X9S  Var_08    N28  C24  C6   N5     -8.57  30.0  2
 X9S  Var_09    H21  C23  C21  C17  -113.97  30.0  2
 X9S  Var_10    H12  C32  C29  C27  -179.15  30.0  3
 X9S  Var_11    H9   C31  C29  C27   -61.94  30.0  3
 X9S  Var_12    H6   C30  C29  C27    60.45  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
 X9S  chir_01  C22  C37  C41  N20  positiv
 X9S  chir_02  C35  C42  C34  N5   positiv

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
 X9S  plan-1  C24  0.020
 X9S  plan-1  N26  0.020
 X9S  plan-1  C27  0.020
 X9S  plan-1  C6   0.020
 X9S  plan-1  O25  0.020
 X9S  plan-1  N28  0.020
 X9S  plan-1  C29  0.020
 X9S  plan-2  C15  0.020
 X9S  plan-2  C21  0.020
 X9S  plan-2  C22  0.020
 X9S  plan-2  C17  0.020
 X9S  plan-2  C18  0.020
 X9S  plan-2  N19  0.020
 X9S  plan-2  N20  0.020
 X9S  plan-2  H20  0.020
 X9S  plan-2  C23  0.020
 X9S  plan-3  C1   0.020
 X9S  plan-3  C2   0.020
 X9S  plan-3  C3   0.020
 X9S  plan-3  C8   0.020
 X9S  plan-3  C33  0.020
 X9S  plan-3  C34  0.020
 X9S  plan-3  C35  0.020
 X9S  plan-3  C4   0.020
 X9S  plan-3  C36  0.020
 X9S  plan-3  H1   0.020
 X9S  plan-3  H2   0.020
 X9S  plan-3  H16  0.020
 X9S  plan-4  C1   0.020
 X9S  plan-4  C8   0.020
 X9S  plan-4  C9   0.020
 X9S  plan-4  C10  0.020
 X9S  plan-4  C12  0.020
 X9S  plan-4  C13  0.020
 X9S  plan-4  C15  0.020
 X9S  plan-4  N11  0.020
 X9S  plan-4  N14  0.020
 X9S  plan-4  N16  0.020
 X9S  plan-4  C17  0.020
 X9S  plan-4  H3   0.020
 X9S  plan-4  H4   0.020
 X9S  plan-4  H18  0.020
 X9S  plan-5  C24  0.020
 X9S  plan-5  C35  0.020
 X9S  plan-5  N5   0.020
 X9S  plan-5  C6   0.020
 X9S  plan-5  O7   0.020
 X9S  plan-5  H17  0.020

