# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 13:40:26 2022
#   Inital geometry file: a 87 line input string
#   Ligand name: 3-(4-hydroxypiperidin-1-yl)benzene-1,2-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC1CCN(CC1)c2cccc(C(O)=O)c2C(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
 C93  C93  '3-(4-hydroxypiperidin-1-yl)benzene-1,2-dicarboxylic acid'  ligand  32  19  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C93
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
 C93  O12  O  O      0  -0.587  -3.3205  -1.4572  -0.9769
 C93  C10  C  C      0   0.387  -3.5534  -0.3808  -0.3980
 C93  O11  O  OC    -1  -0.605  -4.6738   0.0392  -0.0401
 C93  C1   C  CR6    0  -0.146  -2.3603   0.5235  -0.1107
 C93  C6   C  CR16   0  -0.303  -2.6054   1.8667   0.1789
 C93  C5   C  CR16   0  -0.264  -1.5665   2.7405   0.4453
 C93  C4   C  CR16   0  -0.316  -0.2591   2.2752   0.4244
 C93  C3   C  CR6    0   0.281   0.0098   0.9363   0.1506
 C93  C2   C  CR6    0  -0.101  -1.0439   0.0484  -0.1256
 C93  C7   C  C      0   0.403  -0.7003  -1.4272  -0.2910
 C93  O9   O  O      0  -0.615  -0.3014  -1.8103  -1.4064
 C93  O8   O  OC    -1  -0.617  -0.8015  -2.1084   0.7453
 C93  N13  N  NT     0  -0.486   1.3347   0.4362   0.1506
 C93  C18  C  CH2    0  -0.305   2.2419   0.9982   1.1300
 C93  C17  C  CH2    0  -0.449   3.4704   0.1083   1.2692
 C93  C16  C  CH1    0   0.067   4.1638  -0.0496  -0.0735
 C93  O19  O  OH1    0  -0.676   5.2623  -0.9237   0.0915
 C93  C15  C  CH2    0  -0.476   3.1710  -0.5424  -1.1177
 C93  C14  C  CH2    0  -0.295   1.9503   0.3635  -1.1656
 C93  H2   H  HCR6   0   0.232  -3.6278   2.2195   0.2041
 C93  H3   H  HCR6   0   0.237  -1.7681   3.7818   0.6646
 C93  H4   H  HCR6   0   0.241   0.5546   2.9611   0.6294
 C93  H6   H  HCH2   0   0.189   2.5738   2.0170   0.8653
 C93  H7   H  HCH2   0   0.242   1.7299   1.0736   2.0910
 C93  H8   H  HCH2   0   0.232   4.1547   0.5471   2.0002
 C93  H9   H  HCH2   0   0.220   3.1647  -0.8731   1.6445
 C93  H10  H  HCH1   0   0.180   4.5151   0.9467  -0.3885
 C93  H11  H  HOH1   0   0.445   5.6949  -1.0243  -0.7624
 C93  H12  H  HCH2   0   0.226   3.6442  -0.5762  -2.1043
 C93  H13  H  HCH2   0   0.222   2.8445  -1.5563  -0.8695
 C93  H14  H  HCH2   0   0.249   1.2253  -0.0342  -1.8709
 C93  H15  H  HCH2   0   0.187   2.2439   1.3678  -1.5197

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
 C93  O12  C10  deloc     1.244  0.020  1.244
 C93  C6   C5   aromatic  1.383  0.020  1.383
 C93  C6   C1   aromatic  1.396  0.020  1.396
 C93  C5   C4   aromatic  1.388  0.020  1.388
 C93  C10  C1   single    1.524  0.020  1.524
 C93  C10  O11  deloc     1.249  0.020  1.249
 C93  C1   C2   aromatic  1.400  0.020  1.400
 C93  C4   C3   aromatic  1.393  0.020  1.393
 C93  C2   C3   aromatic  1.405  0.020  1.405
 C93  C2   C7   single    1.524  0.020  1.524
 C93  C3   N13  single    1.416  0.020  1.416
 C93  C14  N13  single    1.455  0.020  1.455
 C93  C14  C15  single    1.521  0.020  1.521
 C93  O9   C7   deloc     1.245  0.020  1.245
 C93  C7   O8   deloc     1.244  0.020  1.244
 C93  N13  C18  single    1.448  0.020  1.448
 C93  C18  C17  single    1.523  0.020  1.523
 C93  C15  C16  single    1.523  0.020  1.523
 C93  C16  C17  single    1.519  0.020  1.519
 C93  C16  O19  single    1.414  0.020  1.414
 C93  C6   H2   single    0.930  0.020  1.080
 C93  C5   H3   single    0.930  0.020  1.080
 C93  C4   H4   single    0.930  0.020  1.080
 C93  C18  H6   single    0.970  0.020  1.090
 C93  C18  H7   single    0.970  0.020  1.090
 C93  C17  H8   single    0.970  0.020  1.090
 C93  C17  H9   single    0.970  0.020  1.090
 C93  C16  H10  single    0.970  0.020  1.090
 C93  O19  H11  single    0.850  0.020  0.980
 C93  C15  H12  single    0.970  0.020  1.090
 C93  C15  H13  single    0.970  0.020  1.090
 C93  C14  H14  single    0.970  0.020  1.090
 C93  C14  H15  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
 C93  C1   C10  O11  116.65  3.000
 C93  O11  C10  O12  126.31  3.000
 C93  C1   C10  O12  117.03  3.000
 C93  C2   C1   C6   119.61  3.000
 C93  C2   C1   C10  122.19  3.000
 C93  C6   C1   C10  118.20  3.000
 C93  H2   C6   C5   119.95  3.000
 C93  H2   C6   C1   118.99  3.000
 C93  C5   C6   C1   121.06  3.000
 C93  H3   C5   C4   120.04  3.000
 C93  H3   C5   C6   120.43  3.000
 C93  C4   C5   C6   119.53  3.000
 C93  H4   C4   C3   120.04  3.000
 C93  H4   C4   C5   119.49  3.000
 C93  C3   C4   C5   120.47  3.000
 C93  N13  C3   C2   118.58  3.000
 C93  N13  C3   C4   121.34  3.000
 C93  C2   C3   C4   120.08  3.000
 C93  C7   C2   C3   117.65  3.000
 C93  C7   C2   C1   122.81  3.000
 C93  C3   C2   C1   119.25  3.000
 C93  O8   C7   O9   127.14  3.000
 C93  O8   C7   C2   114.92  3.000
 C93  O9   C7   C2   117.86  3.000
 C93  C14  N13  C18  111.48  3.000
 C93  C18  N13  C3   116.68  3.000
 C93  C14  N13  C3   114.42  3.000
 C93  H7   C18  H6   106.77  3.000
 C93  H7   C18  C17  109.77  3.000
 C93  H6   C18  C17  108.58  3.000
 C93  H7   C18  N13  109.17  3.000
 C93  H6   C18  N13  112.60  3.000
 C93  C17  C18  N13  109.89  3.000
 C93  H9   C17  H8   107.79  3.000
 C93  H9   C17  C16  109.72  3.000
 C93  H8   C17  C16  110.30  3.000
 C93  H9   C17  C18  109.26  3.000
 C93  H8   C17  C18  109.35  3.000
 C93  C16  C17  C18  110.37  3.000
 C93  H10  C16  C15  107.72  3.000
 C93  H10  C16  O19  110.15  3.000
 C93  C15  C16  O19  112.74  3.000
 C93  H10  C16  C17  107.70  3.000
 C93  O19  C16  C17  108.41  3.000
 C93  C15  C16  C17  110.00  3.000
 C93  H11  O19  C16  108.08  3.000
 C93  H13  C15  H12  107.75  3.000
 C93  H13  C15  C14  108.65  3.000
 C93  H12  C15  C14  109.69  3.000
 C93  H13  C15  C16  109.82  3.000
 C93  H12  C15  C16  110.26  3.000
 C93  C14  C15  C16  110.62  3.000
 C93  H15  C14  H14  107.58  3.000
 C93  H15  C14  C15  109.77  3.000
 C93  H14  C14  C15  109.75  3.000
 C93  H15  C14  N13  110.92  3.000
 C93  H14  C14  N13  108.85  3.000
 C93  C15  C14  N13  109.93  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
 C93  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 C93  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 C93  CONST_03  C3   C4   C5   C6      0.00   0.0  0
 C93  CONST_04  C3   C2   C1   C6      0.00   0.0  0
 C93  CONST_05  C2   C1   C6   C5      0.00   0.0  0
 C93  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 C93  CONST_07  N13  C3   C2   C1    180.00   0.0  0
 C93  CONST_08  N13  C3   C4   C5    180.00   0.0  0
 C93  CONST_09  C5   C6   C1   C10   180.00   0.0  0
 C93  CONST_10  C3   C2   C1   C10   180.00   0.0  0
 C93  CONST_11  C7   C2   C1   C6    180.00   0.0  0
 C93  CONST_12  C7   C2   C3   C4    180.00   0.0  0
 C93  CONST_13  N13  C3   C2   C7      0.00   0.0  0
 C93  CONST_14  H3   C5   C6   C1    180.00   0.0  0
 C93  CONST_15  H4   C4   C5   C6    180.00   0.0  0
 C93  CONST_16  H2   C6   C5   C4    180.00   0.0  0
 C93  Var_01    C14  N13  C3   C4    -96.84  30.0  2
 C93  Var_02    C15  C14  N13  C3   -163.41  30.0  1
 C93  Var_03    C17  C18  N13  C3    164.09  30.0  1
 C93  Var_04    C16  C15  C14  N13   -56.88  30.0  1
 C93  Var_05    C16  C17  C18  N13    57.75  30.0  1
 C93  Var_06    C6   C1   C10  O12   162.15  30.0  2
 C93  Var_07    O9   C7   C2   C1    102.60  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 C93  chir_01  C16  C15  C17  O19  negativ

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
 C93  plan-1  C10  0.020
 C93  plan-1  C1   0.020
 C93  plan-1  C6   0.020
 C93  plan-1  C5   0.020
 C93  plan-1  C4   0.020
 C93  plan-1  C3   0.020
 C93  plan-1  C2   0.020
 C93  plan-1  C7   0.020
 C93  plan-1  N13  0.020
 C93  plan-1  H2   0.020
 C93  plan-1  H3   0.020
 C93  plan-1  H4   0.020
 C93  plan-2  O12  0.020
 C93  plan-2  C10  0.020
 C93  plan-2  O11  0.020
 C93  plan-2  C1   0.020
 C93  plan-3  C2   0.020
 C93  plan-3  C7   0.020
 C93  plan-3  O9   0.020
 C93  plan-3  O8   0.020

