# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 23:11:48 2021
#   Inital geometry file: a 73 line input string
#   Ligand name: ~{N}-(2-azanyl-2-oxidanylidene-ethyl)-4-methoxy-benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)C(=O)NCC(N)=O
#
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
 ONQ  ONQ  ~{N}-(2-azanyl-2-oxidanylidene-ethyl)-4-methoxy-benzamide  ligand  27  15  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ONQ
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
 ONQ  N1   N  NH2   0  -0.798  -2.6488  94.2502  129.3391
 ONQ  C4   C  CR6   0  -0.061  -2.4187  97.2891  124.1406
 ONQ  C5   C  CR16  0  -0.252  -1.8026  98.3005  123.4000
 ONQ  C6   C  CR16  0  -0.331  -1.9964  98.4062  122.0394
 ONQ  C7   C  C     0   0.547  -2.1739  97.2385  125.6093
 ONQ  C8   C  CH2   0  -0.371  -2.2548  95.8955  127.6345
 ONQ  O2   O  O     0  -0.497  -1.7580  98.2156  126.2215
 ONQ  N    N  NH1   0  -0.666  -2.4291  96.0718  126.2214
 ONQ  C9   C  C     0   0.493  -2.6872  94.4918  128.0263
 ONQ  O1   O  O     0  -0.484  -3.0288  93.6677  127.1908
 ONQ  C3   C  CR16  0  -0.275  -3.2555  96.4025  123.4711
 ONQ  C2   C  CR16  0  -0.369  -3.4702  96.5011  122.1040
 ONQ  C1   C  CR6   0   0.389  -2.8344  97.5048  121.3753
 ONQ  O    O  O2    0  -0.464  -2.9704  97.6831  120.0538
 ONQ  C    C  CH3   0  -0.440  -3.8032  96.7970  119.3289
 ONQ  H11  H  HNH2  0   0.408  -2.8998  93.3437  129.6990
 ONQ  H10  H  HNH2  0   0.414  -2.3675  94.9512  130.0034
 ONQ  H5   H  HCR6  0   0.259  -1.1567  99.0118  123.8972
 ONQ  H6   H  HCR6  0   0.268  -1.5055  99.1898  121.4760
 ONQ  H8   H  HCH2  0   0.279  -1.2109  96.0368  127.9350
 ONQ  H9   H  HCH2  0   0.279  -2.8427  96.6255  128.1970
 ONQ  H7   H  HNH1  0   0.402  -2.6529  95.2417  125.6947
 ONQ  H4   H  HCR6  0   0.255  -3.7872  95.6238  124.0033
 ONQ  H3   H  HCR6  0   0.286  -4.1386  95.7952  121.6305
 ONQ  H1   H  HCH3  0   0.263  -3.7702  97.1219  118.2923
 ONQ  H2   H  HCH3  0   0.233  -3.4466  95.7656  119.3872
 ONQ  H    H  HCH3  0   0.233  -4.8379  96.8345  119.6782

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
 ONQ  C   O    single    1.416  0.020  1.416
 ONQ  O   C1   single    1.340  0.020  1.340
 ONQ  C1  C2   aromatic  1.394  0.020  1.394
 ONQ  C1  C6   aromatic  1.398  0.020  1.398
 ONQ  C2  C3   aromatic  1.387  0.020  1.387
 ONQ  C6  C5   aromatic  1.378  0.020  1.378
 ONQ  C3  C4   aromatic  1.391  0.020  1.391
 ONQ  C5  C4   aromatic  1.397  0.020  1.397
 ONQ  C4  C7   single    1.490  0.020  1.490
 ONQ  C7  N    single    1.342  0.020  1.342
 ONQ  C7  O2   double    1.226  0.020  1.226
 ONQ  N   C8   single    1.435  0.020  1.435
 ONQ  O1  C9   double    1.222  0.020  1.222
 ONQ  C8  C9   single    1.520  0.020  1.520
 ONQ  C9  N1   single    1.335  0.020  1.335
 ONQ  N1  H11  single    0.860  0.020  1.020
 ONQ  N1  H10  single    0.860  0.020  1.020
 ONQ  C5  H5   single    0.930  0.020  1.080
 ONQ  C6  H6   single    0.930  0.020  1.080
 ONQ  C8  H8   single    0.970  0.020  1.090
 ONQ  C8  H9   single    0.970  0.020  1.090
 ONQ  N   H7   single    0.860  0.020  1.020
 ONQ  C3  H4   single    0.930  0.020  1.080
 ONQ  C2  H3   single    0.930  0.020  1.080
 ONQ  C   H1   single    0.970  0.020  1.090
 ONQ  C   H2   single    0.970  0.020  1.090
 ONQ  C   H    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
 ONQ  H10  N1  H11  117.45  3.000
 ONQ  H10  N1  C9   122.08  3.000
 ONQ  H11  N1  C9   120.47  3.000
 ONQ  C3   C4  C7   123.49  3.000
 ONQ  C7   C4  C5   118.35  3.000
 ONQ  C3   C4  C5   118.14  3.000
 ONQ  H5   C5  C6   119.16  3.000
 ONQ  H5   C5  C4   119.72  3.000
 ONQ  C6   C5  C4   121.13  3.000
 ONQ  H6   C6  C1   119.41  3.000
 ONQ  H6   C6  C5   120.36  3.000
 ONQ  C1   C6  C5   120.24  3.000
 ONQ  N    C7  O2   121.99  3.000
 ONQ  O2   C7  C4   121.40  3.000
 ONQ  N    C7  C4   116.61  3.000
 ONQ  H9   C8  H8   106.58  3.000
 ONQ  H9   C8  C9   109.33  3.000
 ONQ  H8   C8  C9   108.63  3.000
 ONQ  H9   C8  N    111.06  3.000
 ONQ  H8   C8  N    111.73  3.000
 ONQ  C9   C8  N    109.43  3.000
 ONQ  H7   N   C8   116.13  3.000
 ONQ  H7   N   C7   121.31  3.000
 ONQ  C8   N   C7   122.20  3.000
 ONQ  O1   C9  C8   121.73  3.000
 ONQ  C8   C9  N1   114.35  3.000
 ONQ  O1   C9  N1   123.92  3.000
 ONQ  H4   C3  C2   117.35  3.000
 ONQ  H4   C3  C4   121.15  3.000
 ONQ  C2   C3  C4   121.48  3.000
 ONQ  H3   C2  C1   121.54  3.000
 ONQ  H3   C2  C3   118.74  3.000
 ONQ  C1   C2  C3   119.72  3.000
 ONQ  O    C1  C2   124.40  3.000
 ONQ  C2   C1  C6   119.29  3.000
 ONQ  O    C1  C6   116.31  3.000
 ONQ  C    O   C1   118.77  3.000
 ONQ  H    C   H2   108.92  3.000
 ONQ  H    C   H1   108.86  3.000
 ONQ  H2   C   H1   108.85  3.000
 ONQ  H    C   O    111.83  3.000
 ONQ  H2   C   O    111.81  3.000
 ONQ  H1   C   O    106.47  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
 ONQ  CONST_01  C1   C2  C3  C4     0.00   0.0  0
 ONQ  CONST_02  C1   C6  C5  C4     0.00   0.0  0
 ONQ  CONST_03  C2   C1  C6  C5     0.00   0.0  0
 ONQ  CONST_04  C2   C3  C4  C5     0.00   0.0  0
 ONQ  CONST_05  C3   C2  C1  C6     0.00   0.0  0
 ONQ  CONST_06  C3   C4  C5  C6     0.00   0.0  0
 ONQ  CONST_07  O    C1  C6  C5   180.00   0.0  0
 ONQ  CONST_08  C7   C4  C5  C6   180.00   0.0  0
 ONQ  CONST_09  C2   C3  C4  C7   180.00   0.0  0
 ONQ  CONST_10  O    C1  C2  C3   180.00   0.0  0
 ONQ  CONST_11  H3   C2  C3  C4   180.00   0.0  0
 ONQ  CONST_12  H6   C6  C5  C4   180.00   0.0  0
 ONQ  CONST_13  H4   C3  C4  C5   180.00   0.0  0
 ONQ  CONST_14  H5   C5  C4  C3   180.00   0.0  0
 ONQ  CONST_15  C8   N   C7  C4   180.00   0.0  0
 ONQ  CONST_16  H7   N   C7  C4     0.00   0.0  0
 ONQ  CONST_17  O2   C7  N   C8     0.00   0.0  0
 ONQ  CONST_18  H11  N1  C9  C8   180.00   0.0  0
 ONQ  CONST_19  H10  N1  C9  C8     0.00   0.0  0
 ONQ  Var_01    N    C7  C4  C5  -160.68  30.0  2
 ONQ  Var_02    H1   C   O   C1   179.87  30.0  3
 ONQ  Var_03    N    C8  C9  N1  -175.79  30.0  1
 ONQ  Var_04    C9   C8  N   C7   177.36  30.0  3

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
 ONQ  plan-1  C4   0.020
 ONQ  plan-1  C5   0.020
 ONQ  plan-1  C6   0.020
 ONQ  plan-1  C7   0.020
 ONQ  plan-1  C3   0.020
 ONQ  plan-1  C2   0.020
 ONQ  plan-1  C1   0.020
 ONQ  plan-1  O    0.020
 ONQ  plan-1  H5   0.020
 ONQ  plan-1  H6   0.020
 ONQ  plan-1  H4   0.020
 ONQ  plan-1  H3   0.020
 ONQ  plan-2  C4   0.020
 ONQ  plan-2  C7   0.020
 ONQ  plan-2  C8   0.020
 ONQ  plan-2  O2   0.020
 ONQ  plan-2  N    0.020
 ONQ  plan-2  H7   0.020
 ONQ  plan-3  N1   0.020
 ONQ  plan-3  C8   0.020
 ONQ  plan-3  C9   0.020
 ONQ  plan-3  O1   0.020
 ONQ  plan-3  H11  0.020
 ONQ  plan-3  H10  0.020

