# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 30 23:58:37 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: 2,3-dihydrobenzo[h][1,6]naphthyridin-4(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1CCNc2c1cnc3ccccc23
#
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
 2O1  2O1  2,3-dihydrobenzo[h][1,6]naphthyridin-4(1H)-one  ligand  25  15  .  2022-07-22  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_2O1
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
 2O1  OAA  O  O     0  -0.419  -3.3270  -1.5376  -0.0071
 2O1  CAK  C  C     0   0.380  -2.6171  -0.5517   0.0722
 2O1  CAH  C  CH2   0  -0.594  -3.1755   0.8195   0.3637
 2O1  CAG  C  CH2   0  -0.298  -2.3716   1.8991  -0.3341
 2O1  NAI  N  NH1   0  -0.678  -0.9662   1.7602  -0.0152
 2O1  CAM  C  CR6   0   0.468  -0.3879   0.5564   0.0001
 2O1  CAL  C  CR6   0  -0.216  -1.1597  -0.6132  -0.0277
 2O1  CAF  C  CR16  0  -0.105  -0.4986  -1.8589  -0.0725
 2O1  NAJ  N  N     0  -0.458   0.7904  -2.0280  -0.0741
 2O1  CAN  C  CR66  0   0.182   1.5666  -0.9078  -0.0083
 2O1  CAO  C  CR66  0   0.028   1.0425   0.4049   0.0407
 2O1  CAE  C  CR16  0  -0.306   1.9289   1.4966   0.1217
 2O1  CAC  C  CR16  0  -0.253   3.2866   1.2984   0.1470
 2O1  CAB  C  CR16  0  -0.253   3.8077  -0.0034   0.0876
 2O1  CAD  C  CR16  0  -0.297   2.9645  -1.0824   0.0118
 2O1  H1   H  HCH2  0   0.281  -4.2227   0.8735   0.0680
 2O1  H2   H  HCH2  0   0.282  -3.1327   0.9666   1.4488
 2O1  H3   H  HCH2  0   0.252  -2.5165   1.8330  -1.4184
 2O1  H4   H  HCH2  0   0.275  -2.7007   2.8861  -0.0172
 2O1  H5   H  HNH1  0   0.414  -0.3935   2.5791  -0.1311
 2O1  H6   H  HCR6  0   0.263  -1.1068  -2.7578  -0.1037
 2O1  H7   H  HCR6  0   0.255   1.5591   2.5126   0.1769
 2O1  H8   H  HCR6  0   0.267   3.9549   2.1459   0.2139
 2O1  H9   H  HCR6  0   0.266   4.8792  -0.1536   0.1043
 2O1  H10  H  HCR6  0   0.262   3.3523  -2.0922  -0.0308

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
 2O1  OAA  CAK  double    1.218  0.020  1.218
 2O1  CAF  NAJ  aromatic  1.300  0.020  1.300
 2O1  CAF  CAL  aromatic  1.411  0.020  1.411
 2O1  NAJ  CAN  aromatic  1.364  0.020  1.364
 2O1  CAK  CAL  single    1.462  0.020  1.462
 2O1  CAK  CAH  single    1.509  0.020  1.509
 2O1  CAL  CAM  aromatic  1.402  0.020  1.402
 2O1  CAH  CAG  single    1.516  0.020  1.516
 2O1  CAN  CAD  aromatic  1.409  0.020  1.409
 2O1  CAN  CAO  aromatic  1.414  0.020  1.414
 2O1  CAD  CAB  aromatic  1.371  0.020  1.371
 2O1  CAM  CAO  aromatic  1.439  0.020  1.439
 2O1  CAM  NAI  single    1.336  0.020  1.336
 2O1  CAG  NAI  single    1.448  0.020  1.448
 2O1  CAO  CAE  aromatic  1.409  0.020  1.409
 2O1  CAB  CAC  aromatic  1.403  0.020  1.403
 2O1  CAE  CAC  aromatic  1.372  0.020  1.372
 2O1  CAH  H1   single    0.970  0.020  1.090
 2O1  CAH  H2   single    0.970  0.020  1.090
 2O1  CAG  H3   single    0.970  0.020  1.090
 2O1  CAG  H4   single    0.970  0.020  1.090
 2O1  NAI  H5   single    0.890  0.020  1.040
 2O1  CAF  H6   single    0.930  0.020  1.080
 2O1  CAE  H7   single    0.930  0.020  1.080
 2O1  CAC  H8   single    0.930  0.020  1.080
 2O1  CAB  H9   single    0.930  0.020  1.080
 2O1  CAD  H10  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
 2O1  CAL  CAK  CAH  114.85  3.000
 2O1  CAH  CAK  OAA  122.18  3.000
 2O1  CAL  CAK  OAA  122.87  3.000
 2O1  H2   CAH  H1   107.43  3.000
 2O1  H2   CAH  CAG  109.84  3.000
 2O1  H1   CAH  CAG  110.45  3.000
 2O1  H2   CAH  CAK  107.38  3.000
 2O1  H1   CAH  CAK  110.38  3.000
 2O1  CAG  CAH  CAK  111.22  3.000
 2O1  H4   CAG  H3   107.64  3.000
 2O1  H4   CAG  NAI  108.45  3.000
 2O1  H3   CAG  NAI  109.90  3.000
 2O1  H4   CAG  CAH  110.59  3.000
 2O1  H3   CAG  CAH  110.02  3.000
 2O1  NAI  CAG  CAH  110.18  3.000
 2O1  H5   NAI  CAM  119.24  3.000
 2O1  H5   NAI  CAG  116.69  3.000
 2O1  CAM  NAI  CAG  120.62  3.000
 2O1  CAO  CAM  CAL  117.40  3.000
 2O1  CAO  CAM  NAI  121.71  3.000
 2O1  CAL  CAM  NAI  120.89  3.000
 2O1  CAF  CAL  CAM  118.64  3.000
 2O1  CAM  CAL  CAK  120.83  3.000
 2O1  CAF  CAL  CAK  120.42  3.000
 2O1  H6   CAF  NAJ  116.59  3.000
 2O1  H6   CAF  CAL  117.99  3.000
 2O1  NAJ  CAF  CAL  125.42  3.000
 2O1  CAN  NAJ  CAF  117.20  3.000
 2O1  CAD  CAN  CAO  118.83  3.000
 2O1  CAO  CAN  NAJ  123.57  3.000
 2O1  CAD  CAN  NAJ  117.60  3.000
 2O1  CAE  CAO  CAN  119.22  3.000
 2O1  CAE  CAO  CAM  123.06  3.000
 2O1  CAN  CAO  CAM  117.71  3.000
 2O1  H7   CAE  CAC  118.20  3.000
 2O1  H7   CAE  CAO  121.02  3.000
 2O1  CAC  CAE  CAO  120.78  3.000
 2O1  H8   CAC  CAB  120.00  3.000
 2O1  H8   CAC  CAE  119.96  3.000
 2O1  CAB  CAC  CAE  120.03  3.000
 2O1  H9   CAB  CAD  120.03  3.000
 2O1  H9   CAB  CAC  119.72  3.000
 2O1  CAD  CAB  CAC  120.25  3.000
 2O1  H10  CAD  CAB  121.05  3.000
 2O1  H10  CAD  CAN  118.07  3.000
 2O1  CAB  CAD  CAN  120.88  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
 2O1  CONST_01  NAJ  CAF  CAL  CAM    0.00   0.0  0
 2O1  CONST_02  NAJ  CAN  CAO  CAM    0.00   0.0  0
 2O1  CONST_03  CAD  CAN  CAO  CAM  180.00   0.0  0
 2O1  CONST_04  CAC  CAE  CAO  CAM  180.00   0.0  0
 2O1  CONST_05  CAN  NAJ  CAF  CAL    0.00   0.0  0
 2O1  CONST_06  CAN  CAO  CAM  CAL    0.00   0.0  0
 2O1  CONST_07  CAE  CAO  CAM  CAL  180.00   0.0  0
 2O1  CONST_08  CAD  CAN  NAJ  CAF  180.00   0.0  0
 2O1  CONST_09  CAO  CAN  NAJ  CAF    0.00   0.0  0
 2O1  CONST_10  CAO  CAM  CAL  CAF    0.00   0.0  0
 2O1  CONST_11  CAB  CAD  CAN  NAJ  180.00   0.0  0
 2O1  CONST_12  CAE  CAO  CAN  NAJ  180.00   0.0  0
 2O1  CONST_13  CAC  CAB  CAD  CAN    0.00   0.0  0
 2O1  CONST_14  CAC  CAE  CAO  CAN    0.00   0.0  0
 2O1  CONST_15  CAB  CAD  CAN  CAO    0.00   0.0  0
 2O1  CONST_16  CAB  CAC  CAE  CAO    0.00   0.0  0
 2O1  CONST_17  CAD  CAN  CAO  CAE    0.00   0.0  0
 2O1  CONST_18  CAD  CAB  CAC  CAE    0.00   0.0  0
 2O1  CONST_19  H6   CAF  CAL  CAK    0.00   0.0  0
 2O1  CONST_20  H7   CAE  CAO  CAM    0.00   0.0  0
 2O1  CONST_21  H10  CAD  CAN  NAJ    0.00   0.0  0
 2O1  CONST_22  H9   CAB  CAD  CAN  180.00   0.0  0
 2O1  CONST_23  H8   CAC  CAE  CAO  180.00   0.0  0
 2O1  Var_01    NAI  CAG  CAH  CAK  -52.82  30.0  1
 2O1  Var_02    CAF  CAL  CAK  CAH  169.35  30.0  1
 2O1  Var_03    CAM  NAI  CAG  CAH   42.74  30.0  1
 2O1  Var_04    CAL  CAK  CAH  CAG   36.25  30.0  1
 2O1  Var_05    CAL  CAM  NAI  CAG  -12.71  30.0  1

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
 2O1  plan-1  OAA  0.020
 2O1  plan-1  CAK  0.020
 2O1  plan-1  CAH  0.020
 2O1  plan-1  CAL  0.020
 2O1  plan-2  CAK  0.020
 2O1  plan-2  NAI  0.020
 2O1  plan-2  CAM  0.020
 2O1  plan-2  CAL  0.020
 2O1  plan-2  CAF  0.020
 2O1  plan-2  NAJ  0.020
 2O1  plan-2  CAN  0.020
 2O1  plan-2  CAO  0.020
 2O1  plan-2  CAE  0.020
 2O1  plan-2  CAC  0.020
 2O1  plan-2  CAB  0.020
 2O1  plan-2  CAD  0.020
 2O1  plan-2  H6   0.020
 2O1  plan-2  H7   0.020
 2O1  plan-2  H8   0.020
 2O1  plan-2  H9   0.020
 2O1  plan-2  H10  0.020

