# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 07:15:20 2022
#   Inital geometry file: a 159 line input string
#   Ligand name: 4-[2-[5-(dimethylamino)pentylamino]-8-[[(2~{S})-1-oxidanylpropan-2-yl]amino]quinazolin-6-yl]-5-ethyl-2-fluoranyl-phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(O)c(F)cc1c2cc(N[C@@H](C)CO)c3nc(NCCCCCN(C)C)ncc3c2
#
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
 9HR  9HR  "4-[2-[5-(dimethylamino)pentylamino]-8-[[(2~{S})-1-oxidanylpropan-2-yl]amino]quinazolin-6-yl]-5-ethyl-2-fluoranyl-phenol"
  ligand  70  34  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_9HR
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
 9HR  N1   N  N     0  -0.516  31.7967  10.5015  64.2956
 9HR  N3   N  NT    0  -0.404  26.7663   3.8412  61.6700
 9HR  C4   C  CR6   0   0.226  37.3962  16.3386  66.7537
 9HR  C5   C  CR6   0   0.440  36.6190  15.6240  67.6549
 9HR  C6   C  CR16  0  -0.443  35.7030  14.6852  67.2390
 9HR  C7   C  CR6   0   0.020  35.5298  14.4179  65.8827
 9HR  C8   C  CR6   0   0.052  34.5500  13.3775  65.4887
 9HR  C10  C  CR6   0   0.344  32.5093  12.7851  64.2637
 9HR  C13  C  CH2   0  -0.144  29.8259  14.3795  62.2342
 9HR  C15  C  CR6   0   0.589  31.9894   9.2643  64.6984
 9HR  C17  C  CH2   0  -0.471  29.4693   7.1973  62.9214
 9HR  C20  C  CH2   0  -0.255  27.4746   4.9365  62.3087
 9HR  C21  C  CH3   0  -0.523  27.5328   3.2295  60.6063
 9HR  C22  C  CH3   0  -0.516  26.3737   2.8494  62.6474
 9HR  C24  C  CR66  0   0.019  33.7702  11.1121  65.5293
 9HR  O    O  OH1   0  -0.626  38.2983  17.2666  67.1207
 9HR  C3   C  CR16  0  -0.396  37.2229  16.0620  65.4025
 9HR  C2   C  CR6   0   0.102  36.3094  15.1160  64.9481
 9HR  C1   C  CH2   0  -0.535  36.2650  14.8102  63.4729
 9HR  C    C  CH3   0  -0.655  37.0003  13.5156  63.1321
 9HR  C25  C  CR16  0  -0.398  34.7058  12.0869  65.9278
 9HR  C14  C  CR66  0   0.198  32.6849  11.4307  64.6994
 9HR  N    N  NH1   0  -0.680  31.4118  13.0628  63.5064
 9HR  C11  C  CH1   0  -0.131  31.2565  14.2763  62.7353
 9HR  C12  C  CH3   0  -0.676  32.2238  14.3547  61.5555
 9HR  C9   C  CR16  0  -0.409  33.4471  13.7175  64.6705
 9HR  C23  C  CR16  0  -0.045  33.8446   9.7512  65.9095
 9HR  N4   N  N     0  -0.447  32.9971   8.8483  65.5189
 9HR  N2   N  NH1   0  -0.665  31.1572   8.2936  64.2858
 9HR  C16  C  CH2   0  -0.235  29.9833   8.5151  63.4768
 9HR  C18  C  CH2   0  -0.429  28.1769   7.3760  62.1326
 9HR  C19  C  CH2   0  -0.449  27.7344   6.1205  61.3854
 9HR  H2   H  HCR6  0   0.271  35.1099  14.1617  67.9790
 9HR  H3   H  HCH2  0   0.207  29.7525  15.2811  61.6131
 9HR  H4   H  HCH2  0   0.195  29.6218  13.5241  61.5731
 9HR  H5   H  HCH2  0   0.232  29.3075   6.4964  63.7458
 9HR  H6   H  HCH2  0   0.228  30.2369   6.7530  62.2798
 9HR  H7   H  HCH2  0   0.186  28.4257   4.5878  62.7489
 9HR  H8   H  HCH2  0   0.220  26.8607   5.2818  63.1472
 9HR  H9   H  HCH3  0   0.230  26.9572   2.4191  60.1566
 9HR  H10  H  HCH3  0   0.235  27.7514   3.9487  59.8176
 9HR  H11  H  HCH3  0   0.186  28.4910   2.8066  60.9510
 9HR  H12  H  HCH3  0   0.229  25.7477   3.3054  63.4161
 9HR  H13  H  HCH3  0   0.229  25.7906   2.0608  62.1689
 9HR  H14  H  HCH3  0   0.186  27.2290   2.3722  63.1523
 9HR  H15  H  HOH1  0   0.474  38.3222  17.3731  68.0787
 9HR  H16  H  HCR6  0   0.264  37.8351  16.6005  64.6880
 9HR  H17  H  HCH2  0   0.245  36.7187  15.6381  62.9247
 9HR  H18  H  HCH2  0   0.254  35.2360  14.7405  63.1197
 9HR  H19  H  HCH3  0   0.230  36.9751  13.3291  62.0581
 9HR  H20  H  HCH3  0   0.224  38.0453  13.5668  63.4397
 9HR  H21  H  HCH3  0   0.230  36.5457  12.6590  63.6300
 9HR  H22  H  HCR6  0   0.245  35.5471  11.8038  66.5490
 9HR  H23  H  HNH1  0   0.376  30.9399  12.2420  63.1541
 9HR  H24  H  HCH1  0   0.238  31.4387  15.1301  63.3968
 9HR  H25  H  HOH1  0   0.453  28.0412  14.4600  62.9779
 9HR  H26  H  HCH3  0   0.231  32.1241  15.3047  61.0291
 9HR  H27  H  HCH3  0   0.249  33.2591  14.2694  61.8861
 9HR  H28  H  HCH3  0   0.226  32.0324  13.5488  60.8444
 9HR  H29  H  HCR6  0   0.265  33.3399  14.7517  64.3684
 9HR  H30  H  HCR6  0   0.272  34.6498   9.4250  66.5632
 9HR  H31  H  HNH1  0   0.391  31.2918   7.3852  64.6992
 9HR  H32  H  HCH2  0   0.231  30.2338   9.1891  62.6547
 9HR  H33  H  HCH2  0   0.221  29.1955   9.0105  64.0579
 9HR  H34  H  HCH2  0   0.227  28.3087   8.1853  61.4085
 9HR  H35  H  HCH2  0   0.218  27.3805   7.6998  62.8105
 9HR  H36  H  HCH2  0   0.225  26.8169   6.3388  60.8319
 9HR  H37  H  HCH2  0   0.221  28.4963   5.8704  60.6415
 9HR  F    F  F     0  -0.325  36.7734  15.8691  68.9726
 9HR  O1   O  OH1   0  -0.663  28.9374  14.4206  63.3235

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
 9HR  C21  N3   single    1.447  0.020  1.447
 9HR  C12  C11  single    1.528  0.020  1.528
 9HR  C19  C18  single    1.527  0.020  1.527
 9HR  C19  C20  single    1.524  0.020  1.524
 9HR  N3   C20  single    1.452  0.020  1.452
 9HR  N3   C22  single    1.447  0.020  1.447
 9HR  C18  C17  single    1.525  0.020  1.525
 9HR  C11  N    single    1.446  0.020  1.446
 9HR  C11  C13  single    1.519  0.020  1.519
 9HR  C17  C16  single    1.520  0.020  1.520
 9HR  N    C10  single    1.362  0.020  1.362
 9HR  C16  N2   single    1.443  0.020  1.443
 9HR  C13  O1   single    1.406  0.020  1.406
 9HR  C    C1   single    1.527  0.020  1.527
 9HR  C1   C2   single    1.507  0.020  1.507
 9HR  C10  C9   aromatic  1.384  0.020  1.384
 9HR  C10  C14  aromatic  1.434  0.020  1.434
 9HR  N1   C14  aromatic  1.347  0.020  1.347
 9HR  N1   C15  aromatic  1.315  0.020  1.315
 9HR  N2   C15  single    1.343  0.020  1.343
 9HR  C9   C8   aromatic  1.415  0.020  1.415
 9HR  C14  C24  aromatic  1.403  0.020  1.403
 9HR  C15  N4   aromatic  1.365  0.020  1.365
 9HR  C2   C3   aromatic  1.391  0.020  1.391
 9HR  C2   C7   aromatic  1.403  0.020  1.403
 9HR  C8   C25  aromatic  1.372  0.020  1.372
 9HR  C8   C7   single    1.482  0.020  1.482
 9HR  C24  C25  aromatic  1.409  0.020  1.409
 9HR  C24  C23  aromatic  1.415  0.020  1.415
 9HR  N4   C23  aromatic  1.298  0.020  1.298
 9HR  C3   C4   aromatic  1.390  0.020  1.390
 9HR  C7   C6   aromatic  1.393  0.020  1.393
 9HR  C4   O    single    1.345  0.020  1.345
 9HR  C4   C5   aromatic  1.388  0.020  1.388
 9HR  C6   C5   aromatic  1.376  0.020  1.376
 9HR  C5   F    single    1.349  0.020  1.349
 9HR  C6   H2   single    0.930  0.020  1.080
 9HR  C13  H3   single    0.970  0.020  1.090
 9HR  C13  H4   single    0.970  0.020  1.090
 9HR  C17  H5   single    0.970  0.020  1.090
 9HR  C17  H6   single    0.970  0.020  1.090
 9HR  C20  H7   single    0.970  0.020  1.090
 9HR  C20  H8   single    0.970  0.020  1.090
 9HR  C21  H9   single    0.970  0.020  1.090
 9HR  C21  H10  single    0.970  0.020  1.090
 9HR  C21  H11  single    0.970  0.020  1.090
 9HR  C22  H12  single    0.970  0.020  1.090
 9HR  C22  H13  single    0.970  0.020  1.090
 9HR  C22  H14  single    0.970  0.020  1.090
 9HR  O    H15  single    0.850  0.020  0.980
 9HR  C3   H16  single    0.930  0.020  1.080
 9HR  C1   H17  single    0.970  0.020  1.090
 9HR  C1   H18  single    0.970  0.020  1.090
 9HR  C    H19  single    0.970  0.020  1.090
 9HR  C    H20  single    0.970  0.020  1.090
 9HR  C    H21  single    0.970  0.020  1.090
 9HR  C25  H22  single    0.930  0.020  1.080
 9HR  N    H23  single    0.890  0.020  1.040
 9HR  C11  H24  single    0.970  0.020  1.090
 9HR  O1   H25  single    0.850  0.020  0.980
 9HR  C12  H26  single    0.970  0.020  1.090
 9HR  C12  H27  single    0.970  0.020  1.090
 9HR  C12  H28  single    0.970  0.020  1.090
 9HR  C9   H29  single    0.930  0.020  1.080
 9HR  C23  H30  single    0.930  0.020  1.080
 9HR  N2   H31  single    0.860  0.020  1.020
 9HR  C16  H32  single    0.970  0.020  1.090
 9HR  C16  H33  single    0.970  0.020  1.090
 9HR  C18  H34  single    0.970  0.020  1.090
 9HR  C18  H35  single    0.970  0.020  1.090
 9HR  C19  H36  single    0.970  0.020  1.090
 9HR  C19  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
 9HR  C14  N1   C15  117.42  3.000
 9HR  C22  N3   C21  110.52  3.000
 9HR  C22  N3   C20  110.63  3.000
 9HR  C21  N3   C20  112.57  3.000
 9HR  C3   C4   O    119.09  3.000
 9HR  O    C4   C5   123.60  3.000
 9HR  C3   C4   C5   117.31  3.000
 9HR  F    C5   C6   119.69  3.000
 9HR  F    C5   C4   118.46  3.000
 9HR  C6   C5   C4   121.85  3.000
 9HR  H2   C6   C7   120.28  3.000
 9HR  H2   C6   C5   119.19  3.000
 9HR  C7   C6   C5   120.52  3.000
 9HR  C2   C7   C8   122.64  3.000
 9HR  C8   C7   C6   118.40  3.000
 9HR  C2   C7   C6   118.94  3.000
 9HR  C9   C8   C25  119.98  3.000
 9HR  C25  C8   C7   120.00  3.000
 9HR  C9   C8   C7   120.02  3.000
 9HR  C9   C10  N    124.91  3.000
 9HR  C9   C10  C14  117.67  3.000
 9HR  N    C10  C14  117.41  3.000
 9HR  H4   C13  H3   106.64  3.000
 9HR  H4   C13  O1   111.77  3.000
 9HR  H3   C13  O1   111.85  3.000
 9HR  H4   C13  C11  108.67  3.000
 9HR  H3   C13  C11  107.79  3.000
 9HR  O1   C13  C11  109.96  3.000
 9HR  N2   C15  N4   114.95  3.000
 9HR  N4   C15  N1   125.38  3.000
 9HR  N2   C15  N1   119.66  3.000
 9HR  H6   C17  H5   106.58  3.000
 9HR  H6   C17  C18  109.80  3.000
 9HR  H5   C17  C18  109.85  3.000
 9HR  H6   C17  C16  109.21  3.000
 9HR  H5   C17  C16  109.28  3.000
 9HR  C18  C17  C16  111.97  3.000
 9HR  H8   C20  H7   106.08  3.000
 9HR  H8   C20  C19  108.33  3.000
 9HR  H7   C20  C19  109.87  3.000
 9HR  H8   C20  N3   107.53  3.000
 9HR  H7   C20  N3   110.93  3.000
 9HR  C19  C20  N3   113.75  3.000
 9HR  H11  C21  H10  107.77  3.000
 9HR  H11  C21  H9   107.61  3.000
 9HR  H10  C21  H9   107.32  3.000
 9HR  H11  C21  N3   113.12  3.000
 9HR  H10  C21  N3   111.06  3.000
 9HR  H9   C21  N3   109.73  3.000
 9HR  H14  C22  H13  107.62  3.000
 9HR  H14  C22  H12  107.67  3.000
 9HR  H13  C22  H12  107.72  3.000
 9HR  H14  C22  N3   113.31  3.000
 9HR  H13  C22  N3   110.14  3.000
 9HR  H12  C22  N3   110.19  3.000
 9HR  C23  C24  C14  114.71  3.000
 9HR  C23  C24  C25  123.68  3.000
 9HR  C14  C24  C25  121.60  3.000
 9HR  H15  O    C4   111.34  3.000
 9HR  H16  C3   C2   119.55  3.000
 9HR  H16  C3   C4   118.13  3.000
 9HR  C2   C3   C4   122.32  3.000
 9HR  C1   C2   C3   118.49  3.000
 9HR  C3   C2   C7   119.05  3.000
 9HR  C1   C2   C7   122.32  3.000
 9HR  H18  C1   H17  106.15  3.000
 9HR  H18  C1   C    109.14  3.000
 9HR  H17  C1   C    109.31  3.000
 9HR  H18  C1   C2   110.97  3.000
 9HR  H17  C1   C2   108.99  3.000
 9HR  C    C1   C2   112.09  3.000
 9HR  H21  C    H20  107.92  3.000
 9HR  H21  C    H19  107.81  3.000
 9HR  H20  C    H19  107.94  3.000
 9HR  H21  C    C1   111.31  3.000
 9HR  H20  C    C1   111.01  3.000
 9HR  H19  C    C1   110.71  3.000
 9HR  H22  C25  C24  119.81  3.000
 9HR  H22  C25  C8   121.16  3.000
 9HR  C24  C25  C8   119.01  3.000
 9HR  C24  C14  C10  119.28  3.000
 9HR  C24  C14  N1   122.05  3.000
 9HR  C10  C14  N1   118.67  3.000
 9HR  H23  N    C11  116.47  3.000
 9HR  H23  N    C10  113.87  3.000
 9HR  C11  N    C10  123.65  3.000
 9HR  H24  C11  C12  108.73  3.000
 9HR  H24  C11  N    108.31  3.000
 9HR  C12  C11  N    112.76  3.000
 9HR  H24  C11  C13  107.63  3.000
 9HR  N    C11  C13  109.51  3.000
 9HR  C12  C11  C13  109.75  3.000
 9HR  H28  C12  H27  107.84  3.000
 9HR  H28  C12  H26  108.22  3.000
 9HR  H27  C12  H26  107.54  3.000
 9HR  H28  C12  C11  110.74  3.000
 9HR  H27  C12  C11  111.29  3.000
 9HR  H26  C12  C11  111.06  3.000
 9HR  H29  C9   C10  119.64  3.000
 9HR  H29  C9   C8   117.91  3.000
 9HR  C10  C9   C8   122.45  3.000
 9HR  H30  C23  N4   117.10  3.000
 9HR  H30  C23  C24  119.28  3.000
 9HR  N4   C23  C24  123.62  3.000
 9HR  C23  N4   C15  116.80  3.000
 9HR  H31  N2   C16  118.51  3.000
 9HR  H31  N2   C15  116.29  3.000
 9HR  C16  N2   C15  124.42  3.000
 9HR  H33  C16  H32  106.55  3.000
 9HR  H33  C16  N2   110.88  3.000
 9HR  H32  C16  N2   109.28  3.000
 9HR  H33  C16  C17  110.02  3.000
 9HR  H32  C16  C17  109.73  3.000
 9HR  N2   C16  C17  110.30  3.000
 9HR  H35  C18  H34  106.18  3.000
 9HR  H35  C18  C19  109.60  3.000
 9HR  H34  C18  C19  108.62  3.000
 9HR  H35  C18  C17  109.33  3.000
 9HR  H34  C18  C17  109.09  3.000
 9HR  C19  C18  C17  113.74  3.000
 9HR  H37  C19  H36  106.61  3.000
 9HR  H37  C19  C18  108.60  3.000
 9HR  H36  C19  C18  109.07  3.000
 9HR  H37  C19  C20  110.69  3.000
 9HR  H36  C19  C20  108.59  3.000
 9HR  C18  C19  C20  113.07  3.000
 9HR  H25  O1   C13  108.16  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
 9HR  CONST_01  C9   C10  C14  N1    180.00   0.0  0
 9HR  CONST_02  C25  C24  C14  N1    180.00   0.0  0
 9HR  CONST_03  C23  C24  C14  N1      0.00   0.0  0
 9HR  CONST_04  C23  N4   C15  N1      0.00   0.0  0
 9HR  CONST_05  C7   C2   C3   C4      0.00   0.0  0
 9HR  CONST_06  C7   C6   C5   C4      0.00   0.0  0
 9HR  CONST_07  C2   C3   C4   C5      0.00   0.0  0
 9HR  CONST_08  C2   C7   C6   C5      0.00   0.0  0
 9HR  CONST_09  C8   C7   C6   C5    180.00   0.0  0
 9HR  CONST_10  C3   C2   C7   C6      0.00   0.0  0
 9HR  CONST_13  C3   C4   C5   C6      0.00   0.0  0
 9HR  CONST_14  C10  C9   C8   C7    180.00   0.0  0
 9HR  CONST_15  C24  C25  C8   C7    180.00   0.0  0
 9HR  CONST_16  C14  C10  C9   C8      0.00   0.0  0
 9HR  CONST_17  C14  C24  C25  C8      0.00   0.0  0
 9HR  CONST_18  C23  C24  C25  C8    180.00   0.0  0
 9HR  CONST_19  C3   C2   C7   C8    180.00   0.0  0
 9HR  CONST_20  C25  C8   C9   C10     0.00   0.0  0
 9HR  CONST_21  C15  N1   C14  C10   180.00   0.0  0
 9HR  CONST_22  C25  C24  C14  C10     0.00   0.0  0
 9HR  CONST_23  C23  C24  C14  C10   180.00   0.0  0
 9HR  CONST_24  C24  C14  N1   C15     0.00   0.0  0
 9HR  CONST_25  C24  C23  N4   C15     0.00   0.0  0
 9HR  CONST_26  C9   C10  C14  C24     0.00   0.0  0
 9HR  CONST_27  C9   C8   C25  C24     0.00   0.0  0
 9HR  CONST_30  N4   C23  C24  C25   180.00   0.0  0
 9HR  CONST_31  N4   C15  N1   C14     0.00   0.0  0
 9HR  CONST_32  N4   C23  C24  C14     0.00   0.0  0
 9HR  CONST_33  N    C10  C14  N1      0.00   0.0  0
 9HR  CONST_34  C1   C2   C3   C4    180.00   0.0  0
 9HR  CONST_35  C1   C2   C7   C6    180.00   0.0  0
 9HR  CONST_36  O    C4   C5   C6    180.00   0.0  0
 9HR  CONST_37  F    C5   C6   C7    180.00   0.0  0
 9HR  CONST_38  N    C10  C9   C8    180.00   0.0  0
 9HR  CONST_39  C1   C2   C7   C8      0.00   0.0  0
 9HR  CONST_40  N    C10  C14  C24   180.00   0.0  0
 9HR  CONST_41  C3   C4   C5   F     180.00   0.0  0
 9HR  CONST_42  C2   C3   C4   O     180.00   0.0  0
 9HR  CONST_43  N2   C15  N1   C14   180.00   0.0  0
 9HR  CONST_44  N2   C15  N4   C23   180.00   0.0  0
 9HR  CONST_45  H2   C6   C5   C4    180.00   0.0  0
 9HR  CONST_46  H16  C3   C4   C5    180.00   0.0  0
 9HR  CONST_47  H16  C3   C2   C7    180.00   0.0  0
 9HR  CONST_48  H29  C9   C8   C7      0.00   0.0  0
 9HR  CONST_49  H22  C25  C8   C7      0.00   0.0  0
 9HR  CONST_50  H2   C6   C7   C8      0.00   0.0  0
 9HR  CONST_51  H30  C23  N4   C15   180.00   0.0  0
 9HR  CONST_52  H2   C6   C7   C2    180.00   0.0  0
 9HR  CONST_53  H29  C9   C8   C25   180.00   0.0  0
 9HR  CONST_54  H30  C23  C24  C25     0.00   0.0  0
 9HR  CONST_55  H29  C9   C10  C14   180.00   0.0  0
 9HR  CONST_56  H22  C25  C24  C14   180.00   0.0  0
 9HR  CONST_57  H30  C23  C24  C14   180.00   0.0  0
 9HR  CONST_58  H22  C25  C8   C9    180.00   0.0  0
 9HR  CONST_59  H22  C25  C24  C23     0.00   0.0  0
 9HR  CONST_60  C16  N2   C15  N1      0.00   0.0  0
 9HR  CONST_63  C16  N2   C15  N4    180.00   0.0  0
 9HR  CONST_64  H31  N2   C15  N1    180.00   0.0  0
 9HR  CONST_65  H23  N    C10  C14     0.00   0.0  0
 9HR  CONST_66  H23  N    C10  C9    180.00   0.0  0
 9HR  CONST_67  H31  N2   C15  N4      0.00   0.0  0
 9HR  Var_01    C    C1   C2   C7    -74.69  30.0  1
 9HR  Var_02    C    C1   C2   C3    100.88  30.0  1
 9HR  Var_03    H17  C1   C2   C7    164.17  30.0  1
 9HR  Var_04    H18  C1   C2   C7     47.62  30.0  1
 9HR  Var_05    H17  C1   C2   C3    -20.25  30.0  1
 9HR  Var_06    H18  C1   C2   C3   -136.80  30.0  1
 9HR  Var_07    C17  C16  N2   C15   166.46  30.0  1
 9HR  Var_08    H32  C16  N2   C15    45.74  30.0  1
 9HR  Var_09    H33  C16  N2   C15   -71.41  30.0  1
 9HR  Var_10    H19  C    C1   C2   -178.61  30.0  3
 9HR  Var_11    H20  C    C1   C2    -58.75  30.0  3
 9HR  Var_12    H21  C    C1   C2     61.49  30.0  3
 9HR  Var_13    C18  C19  C20  N3    166.56  30.0  1
 9HR  Var_14    C20  C19  C18  C17    60.26  30.0  2
 9HR  Var_15    C19  C20  N3   C21    64.65  30.0  3
 9HR  Var_16    C19  C20  N3   C22  -171.14  30.0  3
 9HR  Var_17    C18  C17  C16  N2    176.36  30.0  1
 9HR  Var_18    C19  C18  C17  C16   171.47  30.0  1
 9HR  Var_19    H36  C19  C20  N3     45.37  30.0  1
 9HR  Var_20    H37  C19  C20  N3    -71.34  30.0  1
 9HR  Var_21    H36  C19  C18  C17  -178.82  30.0  2
 9HR  Var_22    H37  C19  C18  C17   -63.00  30.0  2
 9HR  Var_23    H31  N2   C16  C17   -24.03  30.0  3
 9HR  Var_24    H34  C18  C19  C20  -178.06  30.0  3
 9HR  Var_25    H35  C18  C19  C20   -62.45  30.0  3
 9HR  Var_26    H9   C21  N3   C20  -179.69  30.0  3
 9HR  Var_27    H10  C21  N3   C20   -61.19  30.0  3
 9HR  Var_28    H11  C21  N3   C20    60.14  30.0  3
 9HR  Var_29    H12  C22  N3   C20    57.90  30.0  3
 9HR  Var_30    H13  C22  N3   C20   176.59  30.0  3
 9HR  Var_31    H14  C22  N3   C20   -62.80  30.0  3
 9HR  Var_32    H7   C20  N3   C21   -59.81  30.0  3
 9HR  Var_33    H8   C20  N3   C21  -175.39  30.0  3
 9HR  Var_34    H12  C22  N3   C21  -176.73  30.0  3
 9HR  Var_35    H13  C22  N3   C21   -58.03  30.0  3
 9HR  Var_36    H14  C22  N3   C21    62.57  30.0  3
 9HR  Var_37    H9   C21  N3   C22    56.05  30.0  3
 9HR  Var_38    H10  C21  N3   C22   174.55  30.0  3
 9HR  Var_39    H11  C21  N3   C22   -64.12  30.0  3
 9HR  Var_40    H7   C20  N3   C22    64.39  30.0  3
 9HR  Var_41    H8   C20  N3   C22   -51.19  30.0  3
 9HR  Var_42    H5   C17  C16  N2     54.42  30.0  1
 9HR  Var_43    H6   C17  C16  N2    -61.82  30.0  1
 9HR  Var_44    H34  C18  C17  C16    50.05  30.0  1
 9HR  Var_45    H35  C18  C17  C16   -65.67  30.0  1
 9HR  Var_46    H7   C20  C19  C18   -68.41  30.0  3
 9HR  Var_47    H8   C20  C19  C18    47.06  30.0  3
 9HR  Var_48    H32  C16  C17  C18   -63.20  30.0  3
 9HR  Var_49    H33  C16  C17  C18    53.72  30.0  3
 9HR  Var_50    H5   C17  C18  C19   -66.92  30.0  3
 9HR  Var_51    H6   C17  C18  C19    49.99  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
 9HR  chir_01  C11  C12  N  C13  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
 9HR  plan-1  C4   0.020
 9HR  plan-1  C5   0.020
 9HR  plan-1  C6   0.020
 9HR  plan-1  C7   0.020
 9HR  plan-1  C8   0.020
 9HR  plan-1  O    0.020
 9HR  plan-1  C3   0.020
 9HR  plan-1  C2   0.020
 9HR  plan-1  C1   0.020
 9HR  plan-1  H2   0.020
 9HR  plan-1  H16  0.020
 9HR  plan-1  F    0.020
 9HR  plan-2  N1   0.020
 9HR  plan-2  C7   0.020
 9HR  plan-2  C8   0.020
 9HR  plan-2  C10  0.020
 9HR  plan-2  C15  0.020
 9HR  plan-2  C24  0.020
 9HR  plan-2  C25  0.020
 9HR  plan-2  C14  0.020
 9HR  plan-2  N    0.020
 9HR  plan-2  C9   0.020
 9HR  plan-2  C23  0.020
 9HR  plan-2  N4   0.020
 9HR  plan-2  N2   0.020
 9HR  plan-2  H22  0.020
 9HR  plan-2  H29  0.020
 9HR  plan-2  H30  0.020
 9HR  plan-3  C10  0.020
 9HR  plan-3  N    0.020
 9HR  plan-3  C11  0.020
 9HR  plan-3  H23  0.020
 9HR  plan-4  C15  0.020
 9HR  plan-4  N2   0.020
 9HR  plan-4  C16  0.020
 9HR  plan-4  H31  0.020

