# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 01:54:32 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: 4-(4-methylpiperazin-1-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)c2ccc(cc2)C(O)=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
 14N  14N  '4-(4-methylpiperazin-1-yl)benzoic acid'  ligand  31  16  .  2021-08-03  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_14N
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
 14N  C3   C  CH2    0  -0.311  -2.0973   1.2585   0.0377
 14N  C2   C  CH2    0  -0.278  -3.5459   1.0938   0.4591
 14N  N1   N  NT     0  -0.412  -4.2143   0.0938  -0.3454
 14N  C1   C  CH3    0  -0.518  -5.6144  -0.0182  -0.0084
 14N  C5   C  CH2    0  -0.284  -3.5262  -1.1725  -0.2136
 14N  C4   C  CH2    0  -0.305  -2.0807  -1.0459  -0.6510
 14N  N2   N  NT     0  -0.515  -1.3980  -0.0080   0.1091
 14N  C6   C  CR6    0   0.359  -0.0057   0.0054   0.0799
 14N  C7   C  CR16   0  -0.351   0.7315   1.1869  -0.0783
 14N  C8   C  CR16   0  -0.280   2.1190   1.1715  -0.0576
 14N  C9   C  CR6    0  -0.128   2.8386  -0.0065   0.1036
 14N  C12  C  C      0   0.388   4.3552  -0.0138   0.1160
 14N  O2   O  O      0  -0.601   4.9250   1.0894  -0.0082
 14N  O1   O  OC    -1  -0.601   4.9114  -1.1228   0.2494
 14N  C10  C  CR16   0  -0.278   2.1041  -1.1824   0.2537
 14N  C11  C  CR16   0  -0.325   0.7220  -1.1845   0.2466
 14N  H1   H  HCH2   0   0.211  -2.0598   1.6871  -0.9754
 14N  H2   H  HCH2   0   0.251  -1.6293   1.9745   0.7139
 14N  H3   H  HCH2   0   0.192  -3.5847   0.8413   1.5337
 14N  H4   H  HCH2   0   0.240  -4.0531   2.0537   0.3371
 14N  H6   H  HCH3   0   0.233  -6.1177   0.9358  -0.1732
 14N  H7   H  HCH3   0   0.233  -6.0918  -0.7628  -0.6472
 14N  H8   H  HCH3   0   0.192  -5.7868  -0.3142   1.0381
 14N  H9   H  HCH2   0   0.193  -3.5588  -1.5484   0.8241
 14N  H10  H  HCH2   0   0.240  -4.0179  -1.9192  -0.8417
 14N  H11  H  HCH2   0   0.254  -1.5946  -2.0074  -0.5038
 14N  H12  H  HCH2   0   0.215  -2.0442  -0.8210  -1.7273
 14N  H13  H  HCR6   0   0.259   0.2317   2.1333  -0.2342
 14N  H14  H  HCR6   0   0.238   2.6519   2.1050  -0.1875
 14N  H16  H  HCR6   0   0.237   2.6273  -2.1201   0.3917
 14N  H17  H  HCR6   0   0.252   0.2040  -2.1229   0.3967

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
 14N  C2   C3   single    1.518  0.020  1.518
 14N  C2   N1   single    1.447  0.020  1.447
 14N  C3   N2   single    1.449  0.020  1.449
 14N  C5   C4   single    1.516  0.020  1.516
 14N  C5   N1   single    1.447  0.020  1.447
 14N  C4   N2   single    1.456  0.020  1.456
 14N  N1   C1   single    1.444  0.020  1.444
 14N  N2   C6   single    1.393  0.020  1.393
 14N  C6   C11  aromatic  1.405  0.020  1.405
 14N  C6   C7   aromatic  1.402  0.020  1.402
 14N  C11  C10  aromatic  1.382  0.020  1.382
 14N  C7   C8   aromatic  1.388  0.020  1.388
 14N  C10  C9   aromatic  1.395  0.020  1.395
 14N  C8   C9   aromatic  1.390  0.020  1.390
 14N  C9   C12  single    1.517  0.020  1.517
 14N  C12  O2   deloc     1.248  0.020  1.248
 14N  C12  O1   deloc     1.248  0.020  1.248
 14N  C3   H1   single    0.970  0.020  1.090
 14N  C3   H2   single    0.970  0.020  1.090
 14N  C2   H3   single    0.970  0.020  1.090
 14N  C2   H4   single    0.970  0.020  1.090
 14N  C1   H6   single    0.970  0.020  1.090
 14N  C1   H7   single    0.970  0.020  1.090
 14N  C1   H8   single    0.970  0.020  1.090
 14N  C5   H9   single    0.970  0.020  1.090
 14N  C5   H10  single    0.970  0.020  1.090
 14N  C4   H11  single    0.970  0.020  1.090
 14N  C4   H12  single    0.970  0.020  1.090
 14N  C7   H13  single    0.930  0.020  1.080
 14N  C8   H14  single    0.930  0.020  1.080
 14N  C10  H16  single    0.930  0.020  1.080
 14N  C11  H17  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
 14N  H2   C3   H1   107.49  3.000
 14N  H2   C3   N2   109.65  3.000
 14N  H1   C3   N2   111.67  3.000
 14N  H2   C3   C2   107.99  3.000
 14N  H1   C3   C2   109.29  3.000
 14N  N2   C3   C2   110.62  3.000
 14N  H4   C2   H3   107.05  3.000
 14N  H4   C2   N1   109.31  3.000
 14N  H3   C2   N1   111.51  3.000
 14N  H4   C2   C3   108.47  3.000
 14N  H3   C2   C3   109.18  3.000
 14N  N1   C2   C3   111.19  3.000
 14N  C5   N1   C1   111.82  3.000
 14N  C1   N1   C2   111.81  3.000
 14N  C5   N1   C2   109.54  3.000
 14N  H8   C1   H7   107.73  3.000
 14N  H8   C1   H6   107.83  3.000
 14N  H7   C1   H6   107.84  3.000
 14N  H8   C1   N1   113.23  3.000
 14N  H7   C1   N1   109.91  3.000
 14N  H6   C1   N1   110.13  3.000
 14N  H10  C5   H9   107.12  3.000
 14N  H10  C5   C4   108.69  3.000
 14N  H9   C5   C4   109.13  3.000
 14N  H10  C5   N1   109.37  3.000
 14N  H9   C5   N1   111.68  3.000
 14N  C4   C5   N1   110.74  3.000
 14N  H12  C4   H11  107.36  3.000
 14N  H12  C4   N2   110.45  3.000
 14N  H11  C4   N2   110.48  3.000
 14N  H12  C4   C5   109.33  3.000
 14N  H11  C4   C5   108.27  3.000
 14N  N2   C4   C5   110.86  3.000
 14N  C6   N2   C4   117.69  3.000
 14N  C6   N2   C3   118.24  3.000
 14N  C4   N2   C3   111.78  3.000
 14N  C11  C6   C7   117.07  3.000
 14N  C7   C6   N2   122.43  3.000
 14N  C11  C6   N2   120.48  3.000
 14N  H13  C7   C8   118.29  3.000
 14N  H13  C7   C6   120.72  3.000
 14N  C8   C7   C6   120.98  3.000
 14N  H14  C8   C9   119.33  3.000
 14N  H14  C8   C7   118.73  3.000
 14N  C9   C8   C7   121.93  3.000
 14N  C10  C9   C12  121.45  3.000
 14N  C12  C9   C8   121.52  3.000
 14N  C10  C9   C8   117.03  3.000
 14N  O1   C12  O2   126.36  3.000
 14N  O1   C12  C9   116.80  3.000
 14N  O2   C12  C9   116.84  3.000
 14N  H16  C10  C11  118.86  3.000
 14N  H16  C10  C9   119.31  3.000
 14N  C11  C10  C9   121.83  3.000
 14N  H17  C11  C10  118.63  3.000
 14N  H17  C11  C6   120.20  3.000
 14N  C10  C11  C6   121.15  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
 14N  CONST_01  C9   C10  C11  C6     0.00   0.0  0
 14N  CONST_02  C9   C8   C7   C6     0.00   0.0  0
 14N  CONST_03  C10  C11  C6   C7     0.00   0.0  0
 14N  CONST_04  C10  C9   C8   C7     0.00   0.0  0
 14N  CONST_05  C11  C6   C7   C8     0.00   0.0  0
 14N  CONST_06  C11  C10  C9   C8     0.00   0.0  0
 14N  CONST_07  C10  C11  C6   N2   180.00   0.0  0
 14N  CONST_08  C8   C7   C6   N2   180.00   0.0  0
 14N  CONST_09  C12  C9   C8   C7   180.00   0.0  0
 14N  CONST_10  C11  C10  C9   C12  180.00   0.0  0
 14N  CONST_11  H17  C11  C6   N2     0.00   0.0  0
 14N  CONST_12  H13  C7   C6   N2     0.00   0.0  0
 14N  CONST_13  H16  C10  C11  C6   180.00   0.0  0
 14N  CONST_14  H14  C8   C7   C6   180.00   0.0  0
 14N  Var_01    C5   N1   C2   C3    58.85  30.0  1
 14N  Var_02    C5   C4   N2   C3   -54.38  30.0  1
 14N  Var_03    C11  C6   N2   C3   175.22  30.0  2
 14N  Var_04    C4   N2   C3   C2    54.02  30.0  1
 14N  Var_05    C4   C5   N1   C2   -58.82  30.0  1
 14N  Var_06    N2   C3   C2   N1   -56.53  30.0  1
 14N  Var_07    N2   C4   C5   N1    56.74  30.0  1
 14N  Var_08    O2   C12  C9   C8     0.89  30.0  2
 14N  Var_09    H6   C1   N1   C2    60.06  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
 14N  plan-1  N2   0.020
 14N  plan-1  C6   0.020
 14N  plan-1  C7   0.020
 14N  plan-1  C8   0.020
 14N  plan-1  C9   0.020
 14N  plan-1  C12  0.020
 14N  plan-1  C10  0.020
 14N  plan-1  C11  0.020
 14N  plan-1  H13  0.020
 14N  plan-1  H14  0.020
 14N  plan-1  H16  0.020
 14N  plan-1  H17  0.020
 14N  plan-2  C9   0.020
 14N  plan-2  C12  0.020
 14N  plan-2  O2   0.020
 14N  plan-2  O1   0.020

