# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 21:23:32 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: 1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc2CNCCc2c1
#
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
 HKY  HKY  '1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid'  ligand  24  13  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HKY
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
 HKY  C1    C  CR16  0  -0.270   1.1236  -1.4522  -0.0139
 HKY  C2    C  CR16  0  -0.274  -0.2161  -1.7905  -0.0350
 HKY  C3    C  CR16  0  -0.310   0.5019   0.8678   0.0623
 HKY  C4    C  CR6   0  -0.082   1.4928  -0.1072   0.0362
 HKY  C5    C  CR6   0   0.052  -1.2097  -0.8139  -0.0041
 HKY  C6    C  CR6   0   0.094  -0.8468   0.5338   0.0412
 HKY  C7    C  C     0   0.530   2.9084   0.3289   0.0572
 HKY  C8    C  CH2   0  -0.483  -1.8979   1.6118   0.0708
 HKY  C9    C  CH2   0  -0.335  -2.6583  -1.2174  -0.0621
 HKY  C10   C  CH2   0  -0.313  -3.2513   1.0776  -0.3659
 HKY  N11   N  NH1   0  -0.602  -3.5226  -0.1415   0.3731
 HKY  O12   O  O     0  -0.443   3.2579   1.4856   0.0935
 HKY  O13   O  OH1   0  -0.596   3.7663  -0.6827   0.0318
 HKY  H1    H  HCR6  0   0.264   1.8676  -2.2359  -0.0347
 HKY  H2    H  HCR6  0   0.254  -0.4983  -2.8363  -0.0723
 HKY  H3    H  HCR6  0   0.254   0.7826   1.9139   0.0958
 HKY  H91C  H  HCH2  0   0.223  -2.8711  -1.5447  -1.0938
 HKY  H92C  H  HCH2  0   0.252  -2.8198  -2.0895   0.5758
 HKY  H81C  H  HCH2  0   0.249  -1.9769   2.0095   1.0871
 HKY  H82C  H  HCH2  0   0.246  -1.5939   2.4460  -0.5652
 HKY  H13   H  HOH1  0   0.486   4.6743  -0.3452   0.0444
 HKY  H101  H  HCH2  0   0.243  -4.0290   1.8106  -0.1494
 HKY  H102  H  HCH2  0   0.200  -3.2515   0.9198  -1.4565
 HKY  H11   H  HNH1  0   0.361  -4.4865  -0.4192   0.2462

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
 HKY  C1   C2    aromatic  1.382  0.020  1.382
 HKY  C1   C4    aromatic  1.396  0.020  1.396
 HKY  C2   C5    aromatic  1.394  0.020  1.394
 HKY  C3   C4    aromatic  1.390  0.020  1.390
 HKY  C3   C6    aromatic  1.390  0.020  1.390
 HKY  C4   C7    single    1.481  0.020  1.481
 HKY  C5   C6    aromatic  1.396  0.020  1.396
 HKY  C5   C9    single    1.505  0.020  1.505
 HKY  C6   C8    single    1.506  0.020  1.506
 HKY  C7   O12   double    1.209  0.020  1.209
 HKY  C7   O13   single    1.327  0.020  1.327
 HKY  C8   C10   single    1.519  0.020  1.519
 HKY  C9   N11   single    1.447  0.020  1.447
 HKY  C10  N11   single    1.451  0.020  1.451
 HKY  C1   H1    single    0.930  0.020  1.080
 HKY  C2   H2    single    0.930  0.020  1.080
 HKY  C3   H3    single    0.930  0.020  1.080
 HKY  C9   H91C  single    0.970  0.020  1.090
 HKY  C9   H92C  single    0.970  0.020  1.090
 HKY  C8   H81C  single    0.970  0.020  1.090
 HKY  C8   H82C  single    0.970  0.020  1.090
 HKY  O13  H13   single    0.850  0.020  0.980
 HKY  C10  H101  single    0.970  0.020  1.090
 HKY  C10  H102  single    0.970  0.020  1.090
 HKY  N11  H11   single    0.890  0.020  1.040

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
 HKY  H1    C1   C4    121.16  3.000
 HKY  H1    C1   C2    119.31  3.000
 HKY  C4    C1   C2    119.53  3.000
 HKY  H2    C2   C5    119.43  3.000
 HKY  H2    C2   C1    119.28  3.000
 HKY  C5    C2   C1    121.28  3.000
 HKY  H3    C3   C6    118.94  3.000
 HKY  H3    C3   C4    119.54  3.000
 HKY  C6    C3   C4    121.52  3.000
 HKY  C7    C4   C3    118.31  3.000
 HKY  C7    C4   C1    122.48  3.000
 HKY  C3    C4   C1    119.21  3.000
 HKY  C9    C5   C6    120.68  3.000
 HKY  C9    C5   C2    119.84  3.000
 HKY  C6    C5   C2    119.46  3.000
 HKY  C8    C6   C5    120.67  3.000
 HKY  C8    C6   C3    120.34  3.000
 HKY  C5    C6   C3    118.99  3.000
 HKY  O13   C7   O12   122.90  3.000
 HKY  O13   C7   C4    113.15  3.000
 HKY  O12   C7   C4    123.95  3.000
 HKY  H82C  C8   H81C  106.46  3.000
 HKY  H82C  C8   C10   110.44  3.000
 HKY  H81C  C8   C10   109.30  3.000
 HKY  H82C  C8   C6    109.94  3.000
 HKY  H81C  C8   C6    109.20  3.000
 HKY  C10   C8   C6    111.37  3.000
 HKY  H92C  C9   H91C  106.31  3.000
 HKY  H92C  C9   N11   109.24  3.000
 HKY  H91C  C9   N11   112.75  3.000
 HKY  H92C  C9   C5    109.50  3.000
 HKY  H91C  C9   C5    107.54  3.000
 HKY  N11   C9   C5    111.34  3.000
 HKY  H102  C10  H101  107.02  3.000
 HKY  H102  C10  N11   112.56  3.000
 HKY  H101  C10  N11   109.28  3.000
 HKY  H102  C10  C8    109.58  3.000
 HKY  H101  C10  C8    109.99  3.000
 HKY  N11   C10  C8    108.40  3.000
 HKY  H11   N11  C10   110.19  3.000
 HKY  H11   N11  C9    109.11  3.000
 HKY  C10   N11  C9    111.09  3.000
 HKY  H13   O13  C7    109.89  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
 HKY  CONST_01  C6   C5   C2   C1    0.00   0.0  0
 HKY  CONST_02  C6   C3   C4   C1    0.00   0.0  0
 HKY  CONST_03  C3   C4   C1   C2    0.00   0.0  0
 HKY  CONST_04  C3   C6   C5   C2    0.00   0.0  0
 HKY  CONST_05  C5   C2   C1   C4    0.00   0.0  0
 HKY  CONST_06  C5   C6   C3   C4    0.00   0.0  0
 HKY  CONST_07  C7   C4   C1   C2  180.00   0.0  0
 HKY  CONST_08  C7   C4   C3   C6  180.00   0.0  0
 HKY  CONST_09  H3   C3   C4   C1  180.00   0.0  0
 HKY  CONST_10  H1   C1   C4   C3  180.00   0.0  0
 HKY  CONST_11  H2   C2   C1   C4  180.00   0.0  0
 HKY  CONST_12  H13  O13  C7   C4  180.00   0.0  0
 HKY  Var_01    N11  C9   C5   C2  162.97  30.0  1
 HKY  Var_02    C10  C8   C6   C3  163.22  30.0  1
 HKY  Var_03    C10  N11  C9   C5   53.53  30.0  1
 HKY  Var_04    N11  C10  C8   C6   49.33  30.0  1
 HKY  Var_05    C9   N11  C10  C8  -70.35  30.0  1
 HKY  Var_06    O12  C7   C4   C1  179.61  30.0  2

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
 HKY  plan-1  C4   0.020
 HKY  plan-1  C7   0.020
 HKY  plan-1  O12  0.020
 HKY  plan-1  O13  0.020
 HKY  plan-1  H13  0.020
 HKY  plan-2  C1   0.020
 HKY  plan-2  C2   0.020
 HKY  plan-2  C3   0.020
 HKY  plan-2  C4   0.020
 HKY  plan-2  C5   0.020
 HKY  plan-2  C6   0.020
 HKY  plan-2  C7   0.020
 HKY  plan-2  C8   0.020
 HKY  plan-2  C9   0.020
 HKY  plan-2  H1   0.020
 HKY  plan-2  H2   0.020
 HKY  plan-2  H3   0.020

