# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 02:12:13 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: (3S)-3-(4-hydroxyphenyl)-1,5-dihydro-1,5,12-triazabenzo[4,5]cycloocta[1,2,3-cd]inden-4(3H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)[C@@H]2C(=O)Nc3ccccc3c4ccnc5[nH]cc2c45
#
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
 JZH  JZH  (3S)-3-(4-hydroxyphenyl)-1,5-dihydro-1,5,12-triazabenzo[4,5]cycloocta[1,2,3-cd]inden-4(3H)-one  ligand  41  26  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JZH
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
 JZH  O1    O  OH1   0  -0.637   4.6474  -0.1304  -2.2451
 JZH  C2    C  CR6   0   0.346   3.4105   0.2595  -1.8716
 JZH  C3    C  CR16  0  -0.330   3.2688   1.5287  -1.3148
 JZH  C4    C  CR16  0  -0.270   2.0211   1.9640  -0.9082
 JZH  C5    C  CR6   0   0.118   0.8909   1.1584  -1.0337
 JZH  C6    C  CR16  0  -0.266   1.0436  -0.0922  -1.6132
 JZH  C7    C  CR16  0  -0.363   2.2874  -0.5451  -2.0285
 JZH  C8    C  CH1   0  -0.556  -0.4406   1.7035  -0.5624
 JZH  C9    C  C     0   0.502  -0.4449   2.1578   0.8955
 JZH  O10   O  O     0  -0.469  -0.8614   3.2606   1.2082
 JZH  N11   N  NH1   0  -0.717  -0.0456   1.2728   1.8410
 JZH  C12   C  CR6   0   0.227   0.6620   0.0564   1.6732
 JZH  C13   C  CR16  0  -0.227   2.0126   0.0460   2.0068
 JZH  C14   C  CR16  0  -0.263   2.7544  -1.1191   1.9352
 JZH  C15   C  CR16  0  -0.232   2.1416  -2.2957   1.5279
 JZH  C16   C  CR16  0  -0.313   0.7971  -2.2909   1.2043
 JZH  C17   C  CR6   0   0.038   0.0310  -1.1243   1.2753
 JZH  C18   C  CR6   0   0.160  -1.3919  -1.2140   0.8993
 JZH  C19   C  CR16  0  -0.411  -2.1662  -2.2723   1.3673
 JZH  C20   C  CR16  0  -0.079  -3.4750  -2.4567   0.9215
 JZH  N21   N  N     0  -0.427  -4.0723  -1.6784   0.0314
 JZH  C22   C  CR56  0   0.469  -3.3387  -0.6655  -0.3968
 JZH  N23   N  NR15  0  -0.669  -3.7345   0.2582  -1.3122
 JZH  C25   C  CR15  0  -0.032  -2.7290   1.1595  -1.5004
 JZH  C26   C  CR5   0  -0.053  -1.6473   0.8345  -0.7313
 JZH  C27   C  CR56  0  -0.011  -2.0143  -0.3454  -0.0053
 JZH  HO1   H  HOH1  0   0.472   4.6192  -1.0189  -2.6165
 JZH  H3    H  HCR6  0   0.258   4.1352   2.1686  -1.2031
 JZH  H4    H  HCR6  0   0.248   1.9312   2.9562  -0.4793
 JZH  H6    H  HCR6  0   0.253   0.1848  -0.7399  -1.7384
 JZH  H7    H  HCR6  0   0.263   2.3789  -1.5326  -2.4677
 JZH  H8    H  HCH1  0   0.295  -0.6320   2.6199  -1.1276
 JZH  HN11  H  HNH1  0   0.399  -0.0424   1.6482   2.7806
 JZH  H13   H  HCR6  0   0.263   2.4797   0.9716   2.3177
 JZH  H14   H  HCR6  0   0.259   3.8061  -1.1065   2.1887
 JZH  H15   H  HCR6  0   0.259   2.7102  -3.2135   1.4577
 JZH  H16   H  HCR6  0   0.259   0.3288  -3.2072   0.8689
 JZH  H19   H  HCR6  0   0.263  -1.7554  -2.9709   2.0837
 JZH  H20   H  HCR6  0   0.258  -4.0564  -3.2868   1.3060
 JZH  HN23  H  HNR5  0   0.413  -4.6341   0.2826  -1.7641
 JZH  H25   H  HCR5  0   0.297  -2.8567   1.9967  -2.1684

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
 JZH  O1   C2    single    1.350  0.020  1.350
 JZH  C2   C3    aromatic  1.393  0.020  1.393
 JZH  C2   C7    aromatic  1.390  0.020  1.390
 JZH  C3   C4    aromatic  1.383  0.020  1.383
 JZH  C4   C5    aromatic  1.394  0.020  1.394
 JZH  C5   C6    aromatic  1.387  0.020  1.387
 JZH  C5   C8    single    1.514  0.020  1.514
 JZH  C6   C7    aromatic  1.387  0.020  1.387
 JZH  C8   C9    single    1.527  0.020  1.527
 JZH  C8   C26   single    1.497  0.020  1.497
 JZH  C9   O10   double    1.220  0.020  1.220
 JZH  C9   N11   single    1.355  0.020  1.355
 JZH  N11  C12   single    1.417  0.020  1.417
 JZH  C12  C13   aromatic  1.391  0.020  1.391
 JZH  C12  C17   aromatic  1.397  0.020  1.397
 JZH  C13  C14   aromatic  1.383  0.020  1.383
 JZH  C14  C15   aromatic  1.388  0.020  1.388
 JZH  C15  C16   aromatic  1.383  0.020  1.383
 JZH  C16  C17   aromatic  1.397  0.020  1.397
 JZH  C17  C18   aromatic  1.474  0.020  1.474
 JZH  C18  C19   aromatic  1.392  0.020  1.392
 JZH  C18  C27   aromatic  1.400  0.020  1.400
 JZH  C19  C20   aromatic  1.395  0.020  1.395
 JZH  C20  N21   aromatic  1.325  0.020  1.325
 JZH  N21  C22   aromatic  1.322  0.020  1.322
 JZH  C22  N23   aromatic  1.359  0.020  1.359
 JZH  C22  C27   aromatic  1.418  0.020  1.418
 JZH  N23  C25   aromatic  1.363  0.020  1.363
 JZH  C25  C26   aromatic  1.367  0.020  1.367
 JZH  C26  C27   aromatic  1.433  0.020  1.433
 JZH  O1   HO1   single    0.850  0.020  0.980
 JZH  C3   H3    single    0.930  0.020  1.080
 JZH  C4   H4    single    0.930  0.020  1.080
 JZH  C6   H6    single    0.930  0.020  1.080
 JZH  C7   H7    single    0.930  0.020  1.080
 JZH  C8   H8    single    0.970  0.020  1.090
 JZH  N11  HN11  single    0.860  0.020  1.020
 JZH  C13  H13   single    0.930  0.020  1.080
 JZH  C14  H14   single    0.930  0.020  1.080
 JZH  C15  H15   single    0.930  0.020  1.080
 JZH  C16  H16   single    0.930  0.020  1.080
 JZH  C19  H19   single    0.930  0.020  1.080
 JZH  C20  H20   single    0.930  0.020  1.080
 JZH  N23  HN23  single    0.860  0.020  1.020
 JZH  C25  H25   single    0.930  0.020  1.080

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
 JZH  HO1   O1   C2   110.26  3.000
 JZH  C7    C2   C3   119.35  3.000
 JZH  C7    C2   O1   122.81  3.000
 JZH  C3    C2   O1   117.84  3.000
 JZH  H3    C3   C4   120.38  3.000
 JZH  H3    C3   C2   119.88  3.000
 JZH  C4    C3   C2   119.74  3.000
 JZH  H4    C4   C5   119.81  3.000
 JZH  H4    C4   C3   118.62  3.000
 JZH  C5    C4   C3   121.57  3.000
 JZH  C8    C5   C6   123.48  3.000
 JZH  C8    C5   C4   118.50  3.000
 JZH  C6    C5   C4   118.01  3.000
 JZH  H6    C6   C7   118.76  3.000
 JZH  H6    C6   C5   120.02  3.000
 JZH  C7    C6   C5   121.21  3.000
 JZH  H7    C7   C6   119.61  3.000
 JZH  H7    C7   C2   120.29  3.000
 JZH  C6    C7   C2   120.10  3.000
 JZH  H8    C8   C26  106.69  3.000
 JZH  H8    C8   C9   104.10  3.000
 JZH  C26   C8   C9   106.15  3.000
 JZH  H8    C8   C5   107.15  3.000
 JZH  C26   C8   C5   117.70  3.000
 JZH  C9    C8   C5   114.00  3.000
 JZH  N11   C9   O10  120.81  3.000
 JZH  N11   C9   C8   118.10  3.000
 JZH  O10   C9   C8   120.98  3.000
 JZH  HN11  N11  C12  115.27  3.000
 JZH  HN11  N11  C9   113.98  3.000
 JZH  C12   N11  C9   128.68  3.000
 JZH  C17   C12  C13  120.04  3.000
 JZH  C17   C12  N11  122.26  3.000
 JZH  C13   C12  N11  117.56  3.000
 JZH  H13   C13  C14  120.25  3.000
 JZH  H13   C13  C12  118.78  3.000
 JZH  C14   C13  C12  120.97  3.000
 JZH  H14   C14  C15  120.53  3.000
 JZH  H14   C14  C13  119.96  3.000
 JZH  C15   C14  C13  119.51  3.000
 JZH  H15   C15  C16  119.92  3.000
 JZH  H15   C15  C14  120.41  3.000
 JZH  C16   C15  C14  119.67  3.000
 JZH  H16   C16  C17  119.03  3.000
 JZH  H16   C16  C15  119.36  3.000
 JZH  C17   C16  C15  121.60  3.000
 JZH  C18   C17  C16  117.73  3.000
 JZH  C18   C17  C12  124.06  3.000
 JZH  C16   C17  C12  118.20  3.000
 JZH  C27   C18  C19  116.20  3.000
 JZH  C27   C18  C17  123.78  3.000
 JZH  C19   C18  C17  119.82  3.000
 JZH  H19   C19  C20  118.86  3.000
 JZH  H19   C19  C18  120.15  3.000
 JZH  C20   C19  C18  120.99  3.000
 JZH  H20   C20  N21  116.51  3.000
 JZH  H20   C20  C19  119.42  3.000
 JZH  N21   C20  C19  124.07  3.000
 JZH  C22   N21  C20  114.69  3.000
 JZH  C27   C22  N23  107.73  3.000
 JZH  C27   C22  N21  127.01  3.000
 JZH  N23   C22  N21  125.26  3.000
 JZH  HN23  N23  C25  125.51  3.000
 JZH  HN23  N23  C22  125.36  3.000
 JZH  C25   N23  C22  109.12  3.000
 JZH  H25   C25  C26  128.82  3.000
 JZH  H25   C25  N23  120.75  3.000
 JZH  C26   C25  N23  110.42  3.000
 JZH  C27   C26  C25  106.15  3.000
 JZH  C27   C26  C8   128.86  3.000
 JZH  C25   C26  C8   124.31  3.000
 JZH  C26   C27  C22  106.57  3.000
 JZH  C26   C27  C18  136.41  3.000
 JZH  C22   C27  C18  116.98  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
 JZH  CONST_01  C5    C4   C3   C2     0.00  0.0  0
 JZH  CONST_02  C5    C6   C7   C2     0.00  0.0  0
 JZH  CONST_03  C6    C7   C2   C3     0.00  0.0  0
 JZH  CONST_04  C6    C5   C4   C3     0.00  0.0  0
 JZH  CONST_05  C7    C2   C3   C4     0.00  0.0  0
 JZH  CONST_06  C7    C6   C5   C4     0.00  0.0  0
 JZH  CONST_07  C15   C14  C13  C12    0.00  0.0  0
 JZH  CONST_08  C16   C15  C14  C13    0.00  0.0  0
 JZH  CONST_09  C17   C16  C15  C14    0.00  0.0  0
 JZH  CONST_10  N21   C20  C19  C18    0.00  0.0  0
 JZH  CONST_11  C22   N21  C20  C19    0.00  0.0  0
 JZH  CONST_12  N23   C22  N21  C20  180.00  0.0  0
 JZH  CONST_13  C27   C22  N21  C20    0.00  0.0  0
 JZH  CONST_14  C25   N23  C22  N21  180.00  0.0  0
 JZH  CONST_15  C26   C25  N23  C22    0.00  0.0  0
 JZH  CONST_16  C27   C22  N23  C25    0.00  0.0  0
 JZH  CONST_17  C8    C5   C4   C3   180.00  0.0  0
 JZH  CONST_18  C8    C5   C6   C7   180.00  0.0  0
 JZH  CONST_19  C4    C3   C2   O1   180.00  0.0  0
 JZH  CONST_20  C6    C7   C2   O1   180.00  0.0  0
 JZH  CONST_21  H4    C4   C3   C2   180.00  0.0  0
 JZH  CONST_22  H6    C6   C7   C2   180.00  0.0  0
 JZH  CONST_23  H7    C7   C2   C3   180.00  0.0  0
 JZH  CONST_24  H3    C3   C4   C5   180.00  0.0  0
 JZH  CONST_25  H14   C14  C13  C12  180.00  0.0  0
 JZH  CONST_26  H15   C15  C14  C13  180.00  0.0  0
 JZH  CONST_27  H16   C16  C15  C14  180.00  0.0  0
 JZH  CONST_28  H13   C13  C14  C15  180.00  0.0  0
 JZH  CONST_29  H20   C20  C19  C18  180.00  0.0  0
 JZH  CONST_30  H19   C19  C20  N21  180.00  0.0  0
 JZH  CONST_31  HN23  N23  C22  N21    0.00  0.0  0
 JZH  CONST_32  H25   C25  N23  C22  180.00  0.0  0

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
 JZH  chir_01  C8  C5  C9  C26  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
 JZH  plan-1  O1    0.020
 JZH  plan-1  C2    0.020
 JZH  plan-1  C3    0.020
 JZH  plan-1  C4    0.020
 JZH  plan-1  C5    0.020
 JZH  plan-1  C6    0.020
 JZH  plan-1  C7    0.020
 JZH  plan-1  C8    0.020
 JZH  plan-1  H3    0.020
 JZH  plan-1  H4    0.020
 JZH  plan-1  H6    0.020
 JZH  plan-1  H7    0.020
 JZH  plan-2  C8    0.020
 JZH  plan-2  C17   0.020
 JZH  plan-2  C18   0.020
 JZH  plan-2  C19   0.020
 JZH  plan-2  C20   0.020
 JZH  plan-2  N21   0.020
 JZH  plan-2  C22   0.020
 JZH  plan-2  N23   0.020
 JZH  plan-2  C25   0.020
 JZH  plan-2  C26   0.020
 JZH  plan-2  C27   0.020
 JZH  plan-2  H19   0.020
 JZH  plan-2  H20   0.020
 JZH  plan-2  HN23  0.020
 JZH  plan-2  H25   0.020
 JZH  plan-3  N11   0.020
 JZH  plan-3  C12   0.020
 JZH  plan-3  C13   0.020
 JZH  plan-3  C14   0.020
 JZH  plan-3  C15   0.020
 JZH  plan-3  C16   0.020
 JZH  plan-3  C17   0.020
 JZH  plan-3  C18   0.020
 JZH  plan-3  H13   0.020
 JZH  plan-3  H14   0.020
 JZH  plan-3  H15   0.020
 JZH  plan-3  H16   0.020
 JZH  plan-4  C8    0.020
 JZH  plan-4  C9    0.020
 JZH  plan-4  O10   0.020
 JZH  plan-4  N11   0.020
 JZH  plan-4  C12   0.020
 JZH  plan-4  HN11  0.020

