# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 13:00:55 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 9-nitro-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [O-][N+](=O)c1ccc2[nH]c3c(CC(=O)Nc4ccccc34)c2c1
#
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
 ATU  ATU  9-nitro-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one  ligand  33  22  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ATU
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
 ATU  N1    N  NH1    0  -0.730   2.6541   1.6791   0.5582
 ATU  C2    C  C      0   0.501   1.5355   2.3439   0.1478
 ATU  C3    C  CH2    0  -0.684   0.6971   1.6565  -0.9033
 ATU  O4    O  O      0  -0.457   1.2499   3.4269   0.6217
 ATU  C5    C  CR6    0   0.043   2.4864  -0.6937  -0.1318
 ATU  C6    C  CR6    0   0.292   3.2238   0.4756   0.1206
 ATU  C7    C  CR16   0  -0.309   4.6173   0.4284   0.0444
 ATU  C8    C  CR16   0  -0.256   5.2760  -0.7452  -0.2692
 ATU  C9    C  CR16   0  -0.251   4.5509  -1.9038  -0.5256
 ATU  C10   C  CR16   0  -0.319   3.1723  -1.8689  -0.4580
 ATU  N11   N  NR15   0  -0.752   0.2878  -1.7665   0.3421
 ATU  C12   C  CR5    0  -0.028   0.2106   0.3489  -0.3847
 ATU  C13   C  CR5    0   0.380   1.0401  -0.6858  -0.0533
 ATU  C14   C  CR56   0   0.068  -1.1233  -0.1055  -0.1622
 ATU  C15   C  CR56   0   0.369  -1.0261  -1.4428   0.2960
 ATU  C16   C  CR16   0  -0.299  -2.1532  -2.1978   0.6192
 ATU  C17   C  CR16   0  -0.302  -3.3860  -1.6067   0.4718
 ATU  C18   C  CR6    0   0.249  -3.4832  -0.2829   0.0091
 ATU  C19   C  CR16   0  -0.409  -2.3745   0.4800  -0.3131
 ATU  N20   N  N      1   0.328  -4.7963   0.3071  -0.1343
 ATU  O21   O  O      0  -0.391  -4.8757   1.4445  -0.5433
 ATU  O22   O  O     -1  -0.390  -5.7618  -0.3618   0.1606
 ATU  HN1   H  HNH1   0   0.408   3.2401   2.2195   1.1808
 ATU  HC31  H  HCH2   0   0.297   1.2983   1.5141  -1.8082
 ATU  HC32  H  HCH2   0   0.289  -0.1295   2.3142  -1.1670
 ATU  HC7   H  HCR6   0   0.278   5.1865   1.3275   0.2459
 ATU  HC8   H  HCR6   0   0.268   6.3565  -0.7535  -0.3193
 ATU  HC9   H  HCR6   0   0.265   5.0574  -2.8241  -0.7823
 ATU  H10   H  HCR6   0   0.263   2.6072  -2.7673  -0.6729
 ATU  H11   H  HNR5   0   0.422   0.6578  -2.6312   0.7039
 ATU  H16   H  HCR6   0   0.281  -2.0682  -3.2166   0.9722
 ATU  H17   H  HCR6   0   0.291  -4.2764  -2.1682   0.7116
 ATU  H19   H  HCR6   0   0.284  -2.4719   1.4974  -0.6657

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
 ATU  N1   C2    single    1.364  0.020  1.364
 ATU  N1   C6    single    1.402  0.020  1.402
 ATU  N1   HN1   single    0.860  0.020  1.020
 ATU  C2   C3    single    1.510  0.020  1.510
 ATU  C2   O4    double    1.216  0.020  1.216
 ATU  C3   C12   single    1.488  0.020  1.488
 ATU  C3   HC31  single    0.970  0.020  1.090
 ATU  C3   HC32  single    0.970  0.020  1.090
 ATU  C5   C6    aromatic  1.405  0.020  1.405
 ATU  C5   C10   aromatic  1.399  0.020  1.399
 ATU  C5   C13   aromatic  1.448  0.020  1.448
 ATU  C6   C7    aromatic  1.396  0.020  1.396
 ATU  C7   C8    aromatic  1.382  0.020  1.382
 ATU  C7   HC7   single    0.930  0.020  1.080
 ATU  C8   C9    aromatic  1.391  0.020  1.391
 ATU  C8   HC8   single    0.930  0.020  1.080
 ATU  C9   C10   aromatic  1.381  0.020  1.381
 ATU  C9   HC9   single    0.930  0.020  1.080
 ATU  C10  H10   single    0.930  0.020  1.080
 ATU  N11  C13   aromatic  1.375  0.020  1.375
 ATU  N11  C15   aromatic  1.354  0.020  1.354
 ATU  N11  H11   single    0.860  0.020  1.020
 ATU  C12  C13   aromatic  1.367  0.020  1.367
 ATU  C12  C14   aromatic  1.427  0.020  1.427
 ATU  C14  C15   aromatic  1.417  0.020  1.417
 ATU  C14  C19   aromatic  1.390  0.020  1.390
 ATU  C15  C16   aromatic  1.395  0.020  1.395
 ATU  C16  C17   aromatic  1.375  0.020  1.375
 ATU  C16  H16   single    0.930  0.020  1.080
 ATU  C17  C18   aromatic  1.406  0.020  1.406
 ATU  C17  H17   single    0.930  0.020  1.080
 ATU  C18  C19   aromatic  1.384  0.020  1.384
 ATU  C18  N20   single    1.447  0.020  1.447
 ATU  C19  H19   single    0.930  0.020  1.080
 ATU  N20  O21   double    1.211  0.020  1.211
 ATU  N20  O22   single    1.211  0.020  1.211

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
 ATU  HN1   N1   C6    114.55  3.000
 ATU  HN1   N1   C2    113.56  3.000
 ATU  C6    N1   C2    131.13  3.000
 ATU  O4    C2   C3    123.11  3.000
 ATU  O4    C2   N1    120.62  3.000
 ATU  C3    C2   N1    116.28  3.000
 ATU  HC32  C3   HC31  107.17  3.000
 ATU  HC32  C3   C12   111.53  3.000
 ATU  HC31  C3   C12   110.66  3.000
 ATU  HC32  C3   C2    108.37  3.000
 ATU  HC31  C3   C2    109.23  3.000
 ATU  C12   C3   C2    109.81  3.000
 ATU  C13   C5   C10   120.44  3.000
 ATU  C13   C5   C6    120.64  3.000
 ATU  C10   C5   C6    118.91  3.000
 ATU  C7    C6   C5    119.06  3.000
 ATU  C7    C6   N1    116.85  3.000
 ATU  C5    C6   N1    123.87  3.000
 ATU  HC7   C7   C8    119.78  3.000
 ATU  HC7   C7   C6    119.09  3.000
 ATU  C8    C7   C6    121.12  3.000
 ATU  HC8   C8   C9    120.39  3.000
 ATU  HC8   C8   C7    119.55  3.000
 ATU  C9    C8   C7    120.06  3.000
 ATU  HC9   C9   C10   120.06  3.000
 ATU  HC9   C9   C8    120.57  3.000
 ATU  C10   C9   C8    119.37  3.000
 ATU  H10   C10  C9    119.36  3.000
 ATU  H10   C10  C5    119.16  3.000
 ATU  C9    C10  C5    121.48  3.000
 ATU  H11   N11  C15   125.01  3.000
 ATU  H11   N11  C13   125.23  3.000
 ATU  C15   N11  C13   109.46  3.000
 ATU  C14   C12  C13   106.77  3.000
 ATU  C14   C12  C3    129.77  3.000
 ATU  C13   C12  C3    123.44  3.000
 ATU  C12   C13  N11   109.43  3.000
 ATU  C12   C13  C5    126.65  3.000
 ATU  N11   C13  C5    123.89  3.000
 ATU  C19   C14  C15   119.64  3.000
 ATU  C19   C14  C12   133.68  3.000
 ATU  C15   C14  C12   106.67  3.000
 ATU  C16   C15  C14   122.04  3.000
 ATU  C16   C15  N11   130.31  3.000
 ATU  C14   C15  N11   107.65  3.000
 ATU  H16   C16  C17   120.68  3.000
 ATU  H16   C16  C15   121.47  3.000
 ATU  C17   C16  C15   117.84  3.000
 ATU  H17   C17  C18   120.39  3.000
 ATU  H17   C17  C16   119.48  3.000
 ATU  C18   C17  C16   120.13  3.000
 ATU  N20   C18  C19   118.64  3.000
 ATU  N20   C18  C17   118.65  3.000
 ATU  C19   C18  C17   122.71  3.000
 ATU  H19   C19  C18   121.50  3.000
 ATU  H19   C19  C14   120.87  3.000
 ATU  C18   C19  C14   117.63  3.000
 ATU  O22   N20  O21   123.27  3.000
 ATU  O22   N20  C18   118.31  3.000
 ATU  O21   N20  C18   118.42  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
 ATU  CONST_01  C8   C9   C10  C5     0.00  0.0  0
 ATU  CONST_02  C9   C8   C7   C6     0.00  0.0  0
 ATU  CONST_03  C10  C9   C8   C7     0.00  0.0  0
 ATU  CONST_04  C12  C14  C15  N11    0.00  0.0  0
 ATU  CONST_05  C19  C14  C15  N11  180.00  0.0  0
 ATU  CONST_06  C17  C16  C15  N11  180.00  0.0  0
 ATU  CONST_07  C16  C15  C14  C12  180.00  0.0  0
 ATU  CONST_08  C18  C19  C14  C12  180.00  0.0  0
 ATU  CONST_09  C14  C15  N11  C13    0.00  0.0  0
 ATU  CONST_10  C16  C15  N11  C13  180.00  0.0  0
 ATU  CONST_11  C17  C16  C15  C14    0.00  0.0  0
 ATU  CONST_12  C17  C18  C19  C14    0.00  0.0  0
 ATU  CONST_13  C18  C19  C14  C15    0.00  0.0  0
 ATU  CONST_14  C18  C17  C16  C15    0.00  0.0  0
 ATU  CONST_15  C19  C14  C15  C16    0.00  0.0  0
 ATU  CONST_16  C19  C18  C17  C16    0.00  0.0  0
 ATU  CONST_17  N20  C18  C19  C14  180.00  0.0  0
 ATU  CONST_18  N20  C18  C17  C16  180.00  0.0  0
 ATU  CONST_19  HC9  C9   C10  C5   180.00  0.0  0
 ATU  CONST_20  HC8  C8   C7   C6   180.00  0.0  0
 ATU  CONST_21  H10  C10  C9   C8   180.00  0.0  0
 ATU  CONST_22  HC7  C7   C8   C9   180.00  0.0  0
 ATU  CONST_23  H16  C16  C15  N11    0.00  0.0  0
 ATU  CONST_24  H19  C19  C14  C12    0.00  0.0  0
 ATU  CONST_25  H11  N11  C15  C14  180.00  0.0  0
 ATU  CONST_26  H17  C17  C16  C15  180.00  0.0  0
 ATU  CONST_27  O21  N20  C18  C17  180.00  0.0  0
 ATU  CONST_28  O22  N20  C18  C17    0.00  0.0  0
 ATU  CONST_29  O21  N20  C18  C19    0.00  0.0  0
 ATU  CONST_30  O22  N20  C18  C19  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
 ATU  plan-1  N1   0.020
 ATU  plan-1  C2   0.020
 ATU  plan-1  C3   0.020
 ATU  plan-1  O4   0.020
 ATU  plan-1  C6   0.020
 ATU  plan-1  HN1  0.020
 ATU  plan-2  C3   0.020
 ATU  plan-2  C5   0.020
 ATU  plan-2  N11  0.020
 ATU  plan-2  C12  0.020
 ATU  plan-2  C13  0.020
 ATU  plan-2  C14  0.020
 ATU  plan-2  C15  0.020
 ATU  plan-2  C16  0.020
 ATU  plan-2  C17  0.020
 ATU  plan-2  C18  0.020
 ATU  plan-2  C19  0.020
 ATU  plan-2  N20  0.020
 ATU  plan-2  H11  0.020
 ATU  plan-2  H16  0.020
 ATU  plan-2  H17  0.020
 ATU  plan-2  H19  0.020
 ATU  plan-3  N1   0.020
 ATU  plan-3  C5   0.020
 ATU  plan-3  C6   0.020
 ATU  plan-3  C7   0.020
 ATU  plan-3  C8   0.020
 ATU  plan-3  C9   0.020
 ATU  plan-3  C10  0.020
 ATU  plan-3  C13  0.020
 ATU  plan-3  HC7  0.020
 ATU  plan-3  HC8  0.020
 ATU  plan-3  HC9  0.020
 ATU  plan-3  H10  0.020
 ATU  plan-4  C18  0.020
 ATU  plan-4  N20  0.020
 ATU  plan-4  O21  0.020
 ATU  plan-4  O22  0.020

