# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 20:54:28 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 6-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc2C(=O)NC(=O)c3cccc1c23
#
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
 4AN  4AN  6-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione  ligand  24  16  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4AN
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
 4AN  C1A   C  CR6   0   0.525   1.5634   0.0137  -1.6612
 4AN  O1A   O  O     0  -0.452   2.7032   0.0171  -2.0941
 4AN  C1    C  CR66  0  -0.213   1.2117   0.0108  -0.2522
 4AN  C2    C  CR16  0  -0.282   2.2000   0.0128   0.7194
 4AN  C3    C  CR16  0  -0.371   1.8957   0.0097   2.0674
 4AN  C4    C  CR6   0   0.358   0.5688   0.0042   2.5076
 4AN  N4    N  NH2   0  -0.856   0.2980   0.0021   3.8183
 4AN  C5    C  CR16  0  -0.286  -1.8453   0.0052   1.8818
 4AN  C6    C  CR16  0  -0.251  -2.8360   0.0043   0.9297
 4AN  C7    C  CR16  0  -0.284  -2.4992   0.0042  -0.4258
 4AN  C8    C  CR66  0  -0.175  -1.1776   0.0062  -0.8126
 4AN  C8A   C  CR6   0   0.538  -0.8426   0.0077  -2.2458
 4AN  O8A   O  O     0  -0.440  -1.6754   0.0055  -3.1329
 4AN  N9    N  NR16  0  -0.738   0.4968   0.0125  -2.5436
 4AN  C9    C  C     0   0.283  -0.1416   0.0072   0.1498
 4AN  C10   C  CR66  0   0.052  -0.4842   0.0053   1.5255
 4AN  H2    H  HCR6  0   0.270   3.2403   0.0158   0.4202
 4AN  H3    H  HCR6  0   0.272   2.6941   0.0103   2.7981
 4AN  HN41  H  HNH2  0   0.413   1.0444  -0.0164   4.4909
 4AN  HN42  H  HNH2  0   0.414  -0.6331  -0.0351   4.1895
 4AN  H5    H  HCR6  0   0.256  -2.1458   0.0066   2.9214
 4AN  H6    H  HCR6  0   0.273  -3.8749   0.0040   1.2285
 4AN  H7    H  HCR6  0   0.277  -3.2802   0.0035  -1.1741
 4AN  HN9   H  HNR6  0   0.416   0.7342   0.0141  -3.5290

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
 4AN  C1A  O1A   double    1.219  0.020  1.219
 4AN  C1A  C1    single    1.452  0.020  1.452
 4AN  C1A  N9    single    1.384  0.020  1.384
 4AN  C1   C2    aromatic  1.386  0.020  1.386
 4AN  C1   C9    aromatic  1.412  0.020  1.412
 4AN  C2   C3    aromatic  1.382  0.020  1.382
 4AN  C2   H2    single    0.930  0.020  1.080
 4AN  C3   C4    aromatic  1.398  0.020  1.398
 4AN  C3   H3    single    0.930  0.020  1.080
 4AN  C4   N4    single    1.338  0.020  1.338
 4AN  C4   C10   aromatic  1.440  0.020  1.440
 4AN  N4   HN41  single    0.860  0.020  1.020
 4AN  N4   HN42  single    0.860  0.020  1.020
 4AN  C5   C6    aromatic  1.374  0.020  1.374
 4AN  C5   C10   aromatic  1.407  0.020  1.407
 4AN  C5   H5    single    0.930  0.020  1.080
 4AN  C6   C7    aromatic  1.397  0.020  1.397
 4AN  C6   H6    single    0.930  0.020  1.080
 4AN  C7   C8    aromatic  1.377  0.020  1.377
 4AN  C7   H7    single    0.930  0.020  1.080
 4AN  C8   C8A   single    1.472  0.020  1.472
 4AN  C8   C9    aromatic  1.414  0.020  1.414
 4AN  C8A  O8A   double    1.217  0.020  1.217
 4AN  C8A  N9    single    1.372  0.020  1.372
 4AN  N9   HN9   single    0.860  0.020  1.020
 4AN  C9   C10   aromatic  1.418  0.020  1.418

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
 4AN  N9    C1A  C1    115.59  3.000
 4AN  N9    C1A  O1A   119.60  3.000
 4AN  C1    C1A  O1A   124.81  3.000
 4AN  C9    C1   C2    118.94  3.000
 4AN  C9    C1   C1A   120.56  3.000
 4AN  C2    C1   C1A   120.50  3.000
 4AN  H2    C2   C3    118.77  3.000
 4AN  H2    C2   C1    119.44  3.000
 4AN  C3    C2   C1    121.79  3.000
 4AN  H3    C3   C4    119.18  3.000
 4AN  H3    C3   C2    119.74  3.000
 4AN  C4    C3   C2    121.08  3.000
 4AN  C10   C4   N4    121.33  3.000
 4AN  C10   C4   C3    118.64  3.000
 4AN  N4    C4   C3    120.03  3.000
 4AN  HN42  N4   HN41  116.17  3.000
 4AN  HN42  N4   C4    123.39  3.000
 4AN  HN41  N4   C4    120.35  3.000
 4AN  H5    C5   C10   120.79  3.000
 4AN  H5    C5   C6    117.74  3.000
 4AN  C10   C5   C6    121.47  3.000
 4AN  H6    C6   C7    120.00  3.000
 4AN  H6    C6   C5    120.09  3.000
 4AN  C7    C6   C5    119.91  3.000
 4AN  H7    C7   C8    119.91  3.000
 4AN  H7    C7   C6    119.82  3.000
 4AN  C8    C7   C6    120.27  3.000
 4AN  C9    C8   C8A   119.73  3.000
 4AN  C9    C8   C7    120.80  3.000
 4AN  C8A   C8   C7    119.47  3.000
 4AN  N9    C8A  O8A   120.65  3.000
 4AN  N9    C8A  C8    115.69  3.000
 4AN  O8A   C8A  C8    123.65  3.000
 4AN  HN9   N9   C8A   116.08  3.000
 4AN  HN9   N9   C1A   116.06  3.000
 4AN  C8A   N9   C1A   127.86  3.000
 4AN  C10   C9   C8    118.91  3.000
 4AN  C10   C9   C1    120.53  3.000
 4AN  C8    C9   C1    120.56  3.000
 4AN  C9    C10  C5    118.65  3.000
 4AN  C9    C10  C4    119.02  3.000
 4AN  C5    C10  C4    122.33  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
 4AN  CONST_01  C4    C3   C2   C1     0.00  0.0  0
 4AN  CONST_02  C7    C8   C9   C1   180.00  0.0  0
 4AN  CONST_03  C4    C10  C9   C1     0.00  0.0  0
 4AN  CONST_04  C5    C10  C9   C1   180.00  0.0  0
 4AN  CONST_05  C8    C9   C1   C2   180.00  0.0  0
 4AN  CONST_06  C10   C9   C1   C2     0.00  0.0  0
 4AN  CONST_07  C10   C4   C3   C2     0.00  0.0  0
 4AN  CONST_08  C9    C1   C2   C3     0.00  0.0  0
 4AN  CONST_09  C5    C10  C4   C3   180.00  0.0  0
 4AN  CONST_10  C9    C10  C4   C3     0.00  0.0  0
 4AN  CONST_11  C6    C5   C10  C4   180.00  0.0  0
 4AN  CONST_12  C8    C9   C10  C4   180.00  0.0  0
 4AN  CONST_13  C8    C7   C6   C5     0.00  0.0  0
 4AN  CONST_14  C8    C9   C10  C5     0.00  0.0  0
 4AN  CONST_15  C9    C10  C5   C6     0.00  0.0  0
 4AN  CONST_16  C9    C8   C7   C6     0.00  0.0  0
 4AN  CONST_17  C10   C5   C6   C7     0.00  0.0  0
 4AN  CONST_18  C10   C9   C8   C7     0.00  0.0  0
 4AN  CONST_19  C8A   N9   C1A  C1     0.00  0.0  0
 4AN  CONST_20  N4    C4   C3   C2   180.00  0.0  0
 4AN  CONST_21  C5    C10  C4   N4     0.00  0.0  0
 4AN  CONST_22  C9    C10  C4   N4   180.00  0.0  0
 4AN  CONST_23  C8A   N9   C1A  O1A  180.00  0.0  0
 4AN  CONST_24  H2    C2   C1   C1A    0.00  0.0  0
 4AN  CONST_25  H3    C3   C2   C1   180.00  0.0  0
 4AN  CONST_26  H5    C5   C10  C4     0.00  0.0  0
 4AN  CONST_27  H7    C7   C6   C5   180.00  0.0  0
 4AN  CONST_28  H6    C6   C7   C8   180.00  0.0  0
 4AN  CONST_29  HN9   N9   C1A  C1   180.00  0.0  0
 4AN  CONST_30  HN41  N4   C4   C3     0.00  0.0  0
 4AN  CONST_31  HN42  N4   C4   C3   180.00  0.0  0

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
 4AN  plan-1  C1A   0.020
 4AN  plan-1  O1A   0.020
 4AN  plan-1  C1    0.020
 4AN  plan-1  C2    0.020
 4AN  plan-1  C3    0.020
 4AN  plan-1  C4    0.020
 4AN  plan-1  N4    0.020
 4AN  plan-1  C5    0.020
 4AN  plan-1  C6    0.020
 4AN  plan-1  C7    0.020
 4AN  plan-1  C8    0.020
 4AN  plan-1  C8A   0.020
 4AN  plan-1  O8A   0.020
 4AN  plan-1  N9    0.020
 4AN  plan-1  C9    0.020
 4AN  plan-1  C10   0.020
 4AN  plan-1  H2    0.020
 4AN  plan-1  H3    0.020
 4AN  plan-1  H5    0.020
 4AN  plan-1  H6    0.020
 4AN  plan-1  H7    0.020
 4AN  plan-1  HN9   0.020
 4AN  plan-2  C4    0.020
 4AN  plan-2  N4    0.020
 4AN  plan-2  HN41  0.020
 4AN  plan-2  HN42  0.020

