# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 17:55:13 2021
#   Inital geometry file: a 63 line input string
#   Ligand name: methyl quinoline-6-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1ccc2ncccc2c1
#
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
 N1E  N1E  'methyl quinoline-6-carboxylate'  ligand  23  14  .  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_N1E
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
 N1E  N1   N  N     0  -0.430  -12.8472   -7.7206  89.6633
 N1E  C4   C  CR16  0  -0.270  -12.8892  -11.1746  90.7944
 N1E  C5   C  CR16  0  -0.281  -12.6708   -9.8266  90.7645
 N1E  C6   C  CR66  0   0.216  -13.0836   -9.0532  89.6559
 N1E  C7   C  CR16  0  -0.071  -13.2364   -7.0214  88.6302
 N1E  C8   C  CR16  0  -0.326  -13.8887   -7.5667  87.5035
 N1E  C10  C  CR66  0   0.094  -13.7306   -9.7010  88.5749
 N1E  C1   C  CH3   0  -0.423  -13.5306  -15.2949  90.9065
 N1E  O1   O  O2    0  -0.456  -13.3362  -13.8845  90.7955
 N1E  O2   O  O     0  -0.445  -14.3627  -13.8661  88.8152
 N1E  C3   C  CR6   0  -0.086  -13.5370  -11.8232  89.7144
 N1E  C9   C  CR16  0  -0.174  -14.1344   -8.9090  87.4771
 N1E  C11  C  CR16  0  -0.328  -13.9477  -11.0915  88.6277
 N1E  H1   H  HCR6  0   0.269  -12.5614  -11.7417  91.6540
 N1E  H2   H  HCR6  0   0.269  -12.1788   -9.3280  91.5892
 N1E  H3   H  HCR6  0   0.271  -13.0349   -5.9557  88.6608
 N1E  H4   H  HCR6  0   0.277  -14.1808   -6.9208  86.6875
 N1E  H5   H  HCH3  0   0.255  -13.0789  -15.5834  91.8506
 N1E  H6   H  HCH3  0   0.242  -14.5900  -15.5488  90.9180
 N1E  H7   H  HCH3  0   0.242  -13.0414  -15.8281  90.0921
 N1E  H8   H  HCR6  0   0.279  -14.6298   -9.3732  86.6334
 N1E  H9   H  HCR6  0   0.272  -14.4435  -11.5753  87.7955
 N1E  C2   C  C     0   0.604  -13.7958  -13.2865  89.7103

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
 N1E  C8   C9   aromatic  1.365  0.020  1.365
 N1E  C8   C7   aromatic  1.412  0.020  1.412
 N1E  C9   C10  aromatic  1.413  0.020  1.413
 N1E  C7   N1   aromatic  1.307  0.020  1.307
 N1E  C10  C11  aromatic  1.408  0.020  1.408
 N1E  C10  C6   aromatic  1.417  0.020  1.417
 N1E  C11  C3   aromatic  1.373  0.020  1.373
 N1E  N1   C6   aromatic  1.353  0.020  1.353
 N1E  C6   C5   aromatic  1.413  0.020  1.413
 N1E  C1   O1   single    1.428  0.020  1.428
 N1E  C3   C2   single    1.486  0.020  1.486
 N1E  C3   C4   aromatic  1.417  0.020  1.417
 N1E  O1   C2   single    1.322  0.020  1.322
 N1E  C2   O2   double    1.208  0.020  1.208
 N1E  C5   C4   aromatic  1.366  0.020  1.366
 N1E  C4   H1   single    0.930  0.020  1.080
 N1E  C5   H2   single    0.930  0.020  1.080
 N1E  C7   H3   single    0.930  0.020  1.080
 N1E  C8   H4   single    0.930  0.020  1.080
 N1E  C1   H5   single    0.970  0.020  1.090
 N1E  C1   H6   single    0.970  0.020  1.090
 N1E  C1   H7   single    0.970  0.020  1.090
 N1E  C9   H8   single    0.930  0.020  1.080
 N1E  C11  H9   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
 N1E  C7   N1   C6   118.07  3.000
 N1E  H1   C4   C3   120.32  3.000
 N1E  H1   C4   C5   119.13  3.000
 N1E  C3   C4   C5   120.55  3.000
 N1E  H2   C5   C6   118.59  3.000
 N1E  H2   C5   C4   120.72  3.000
 N1E  C6   C5   C4   120.70  3.000
 N1E  C10  C6   C5   118.80  3.000
 N1E  C5   C6   N1   118.91  3.000
 N1E  C10  C6   N1   122.28  3.000
 N1E  H3   C7   C8   119.20  3.000
 N1E  H3   C7   N1   116.61  3.000
 N1E  C8   C7   N1   124.19  3.000
 N1E  H4   C8   C9   121.63  3.000
 N1E  H4   C8   C7   119.77  3.000
 N1E  C9   C8   C7   118.59  3.000
 N1E  C11  C10  C9   122.59  3.000
 N1E  C11  C10  C6   119.55  3.000
 N1E  C9   C10  C6   117.85  3.000
 N1E  H7   C1   H6   109.30  3.000
 N1E  H7   C1   H5   109.46  3.000
 N1E  H6   C1   H5   109.48  3.000
 N1E  H7   C1   O1   111.36  3.000
 N1E  H6   C1   O1   111.30  3.000
 N1E  H5   C1   O1   105.87  3.000
 N1E  C2   O1   C1   117.61  3.000
 N1E  C11  C3   C2   118.07  3.000
 N1E  C2   C3   C4   122.18  3.000
 N1E  C11  C3   C4   119.75  3.000
 N1E  H8   C9   C10  119.73  3.000
 N1E  H8   C9   C8   121.27  3.000
 N1E  C10  C9   C8   119.01  3.000
 N1E  H9   C11  C3   120.47  3.000
 N1E  H9   C11  C10  118.88  3.000
 N1E  C3   C11  C10  120.65  3.000
 N1E  C3   C2   O2   123.81  3.000
 N1E  O2   C2   O1   123.69  3.000
 N1E  C3   C2   O1   112.50  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
 N1E  CONST_01  C9   C8   C7   N1     0.00   0.0  0
 N1E  CONST_02  C9   C10  C6   N1     0.00   0.0  0
 N1E  CONST_03  C11  C10  C6   N1   180.00   0.0  0
 N1E  CONST_04  C4   C5   C6   N1   180.00   0.0  0
 N1E  CONST_05  C10  C11  C3   C4     0.00   0.0  0
 N1E  CONST_06  C10  C6   C5   C4     0.00   0.0  0
 N1E  CONST_07  C9   C10  C6   C5   180.00   0.0  0
 N1E  CONST_08  C11  C10  C6   C5     0.00   0.0  0
 N1E  CONST_09  C7   N1   C6   C5   180.00   0.0  0
 N1E  CONST_10  C11  C3   C4   C5     0.00   0.0  0
 N1E  CONST_11  C8   C9   C10  C6     0.00   0.0  0
 N1E  CONST_12  C3   C11  C10  C6     0.00   0.0  0
 N1E  CONST_13  C8   C7   N1   C6     0.00   0.0  0
 N1E  CONST_14  C3   C4   C5   C6     0.00   0.0  0
 N1E  CONST_15  C10  C9   C8   C7     0.00   0.0  0
 N1E  CONST_16  C10  C6   N1   C7     0.00   0.0  0
 N1E  CONST_17  C11  C10  C9   C8   180.00   0.0  0
 N1E  CONST_18  C9   C10  C11  C3   180.00   0.0  0
 N1E  CONST_19  C2   C3   C4   C5   180.00   0.0  0
 N1E  CONST_20  C2   C3   C11  C10  180.00   0.0  0
 N1E  CONST_21  H4   C8   C7   N1   180.00   0.0  0
 N1E  CONST_22  H2   C5   C6   N1     0.00   0.0  0
 N1E  CONST_23  H9   C11  C3   C4   180.00   0.0  0
 N1E  CONST_24  H8   C9   C10  C6   180.00   0.0  0
 N1E  CONST_25  H3   C7   N1   C6   180.00   0.0  0
 N1E  CONST_26  H1   C4   C5   C6   180.00   0.0  0
 N1E  Var_01    O1   C2   C3   C4    -1.17  30.0  2
 N1E  Var_02    C3   C2   O1   C1   179.82  30.0  3
 N1E  Var_03    H5   C1   O1   C2   179.50  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
 N1E  plan-1  N1   0.020
 N1E  plan-1  C4   0.020
 N1E  plan-1  C5   0.020
 N1E  plan-1  C6   0.020
 N1E  plan-1  C7   0.020
 N1E  plan-1  C8   0.020
 N1E  plan-1  C10  0.020
 N1E  plan-1  C3   0.020
 N1E  plan-1  C9   0.020
 N1E  plan-1  C11  0.020
 N1E  plan-1  H1   0.020
 N1E  plan-1  H2   0.020
 N1E  plan-1  H3   0.020
 N1E  plan-1  H4   0.020
 N1E  plan-1  H8   0.020
 N1E  plan-1  H9   0.020
 N1E  plan-1  C2   0.020
 N1E  plan-2  O1   0.020
 N1E  plan-2  O2   0.020
 N1E  plan-2  C3   0.020
 N1E  plan-2  C2   0.020

