# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 17:23:36 2022
#   Inital geometry file: a 81 line input string
#   Ligand name: 4-(2-phenoxyethanoyl)piperazin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1CN(CCN1)C(=O)COc2ccccc2
#
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
 TEH  TEH  "4-(2-phenoxyethanoyl)piperazin-2-one"
  ligand  31  17  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TEH
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
 TEH  C13  C  CH2   0  -0.326  10.3696  -2.5604  6.8202
 TEH  C15  C  C     0   0.518  10.7436  -4.8907  6.2622
 TEH  C17  C  CH2   0  -0.429   9.2296  -4.9282  6.1213
 TEH  C01  C  CR16  0  -0.279   2.2896  -3.2052  6.0134
 TEH  C02  C  CR16  0  -0.239   2.2400  -3.5796  4.6753
 TEH  C03  C  CR16  0  -0.345   3.3436  -4.1450  4.0597
 TEH  C04  C  CR6   0   0.392   4.5221  -4.3413  4.7794
 TEH  C05  C  CR16  0  -0.370   4.5800  -3.9712  6.1202
 TEH  C06  C  CR16  0  -0.241   3.4619  -3.4072  6.7243
 TEH  C08  C  CH2   0  -0.348   6.7813  -5.0709  4.7161
 TEH  C12  C  CH2   0  -0.271   9.3503  -2.4513  5.7079
 TEH  N11  N  NT    0  -0.475   8.6596  -3.7223  5.5382
 TEH  N14  N  NH1   0  -0.612  11.2396  -3.6892  6.5770
 TEH  O07  O  O2    0  -0.468   5.5390  -4.9156  4.0953
 TEH  O10  O  O     0  -0.473   7.0584  -2.7316  4.3038
 TEH  O16  O  O     0  -0.474  11.4111  -5.9030  6.1323
 TEH  H1   H  HCH2  0   0.286  10.9707  -1.6544  6.8419
 TEH  H2   H  HCH2  0   0.256   9.8725  -2.6452  7.7916
 TEH  H3   H  HCH2  0   0.294   9.0032  -5.7969  5.5070
 TEH  H4   H  HCH2  0   0.290   8.8132  -5.1182  7.1188
 TEH  H6   H  HCR6  0   0.255   1.3335  -3.4304  4.1026
 TEH  H7   H  HCR6  0   0.261   3.3017  -4.4354  3.0172
 TEH  H8   H  HCR6  0   0.275   5.4741  -4.1065  6.7144
 TEH  H9   H  HCR6  0   0.257   3.5199  -3.1223  7.7671
 TEH  H10  H  HCH2  0   0.266   6.6962  -5.5708  5.6873
 TEH  H11  H  HCH2  0   0.309   7.3561  -5.7387  4.0689
 TEH  H12  H  HCH2  0   0.251   9.8501  -2.1634  4.7791
 TEH  H13  H  HCH2  0   0.261   8.6303  -1.6709  5.9531
 TEH  H14  H  HNH1  0   0.406  12.2306  -3.6038  6.7475
 TEH  C09  C  C     0   0.525   7.5106  -3.7317  4.8329
 TEH  H5   H  HCR6  0   0.251   1.4264  -2.7624  6.4921

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
 TEH  C03  C02  aromatic  1.384  0.020  1.384
 TEH  C03  C04  aromatic  1.395  0.020  1.395
 TEH  C02  C01  aromatic  1.390  0.020  1.390
 TEH  O07  C04  single    1.353  0.020  1.353
 TEH  O07  C08  single    1.397  0.020  1.397
 TEH  C04  C05  aromatic  1.392  0.020  1.392
 TEH  O10  C09  double    1.218  0.020  1.218
 TEH  O16  C15  double    1.219  0.020  1.219
 TEH  C01  C06  aromatic  1.386  0.020  1.386
 TEH  C09  C08  single    1.529  0.020  1.529
 TEH  C09  N11  single    1.348  0.020  1.348
 TEH  C15  N14  single    1.337  0.020  1.337
 TEH  C15  C17  single    1.521  0.020  1.521
 TEH  C12  N11  single    1.457  0.020  1.457
 TEH  C12  C13  single    1.513  0.020  1.513
 TEH  N11  C17  single    1.456  0.020  1.456
 TEH  N14  C13  single    1.446  0.020  1.446
 TEH  C05  C06  aromatic  1.390  0.020  1.390
 TEH  C13  H1   single    0.970  0.020  1.090
 TEH  C13  H2   single    0.970  0.020  1.090
 TEH  C17  H3   single    0.970  0.020  1.090
 TEH  C17  H4   single    0.970  0.020  1.090
 TEH  C01  H5   single    0.930  0.020  1.080
 TEH  C02  H6   single    0.930  0.020  1.080
 TEH  C03  H7   single    0.930  0.020  1.080
 TEH  C05  H8   single    0.930  0.020  1.080
 TEH  C06  H9   single    0.930  0.020  1.080
 TEH  C08  H10  single    0.970  0.020  1.090
 TEH  C08  H11  single    0.970  0.020  1.090
 TEH  C12  H12  single    0.970  0.020  1.090
 TEH  C12  H13  single    0.970  0.020  1.090
 TEH  N14  H14  single    0.860  0.020  1.020

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
 TEH  H2   C13  H1   107.33  3.000
 TEH  H2   C13  N14  111.23  3.000
 TEH  H1   C13  N14  108.74  3.000
 TEH  H2   C13  C12  110.62  3.000
 TEH  H1   C13  C12  109.09  3.000
 TEH  N14  C13  C12  109.77  3.000
 TEH  O16  C15  N14  124.60  3.000
 TEH  N14  C15  C17  114.40  3.000
 TEH  O16  C15  C17  120.96  3.000
 TEH  H4   C17  H3   107.22  3.000
 TEH  H4   C17  N11  111.03  3.000
 TEH  H3   C17  N11  110.72  3.000
 TEH  H4   C17  C15  107.33  3.000
 TEH  H3   C17  C15  106.21  3.000
 TEH  N11  C17  C15  113.98  3.000
 TEH  H5   C01  C06  120.50  3.000
 TEH  H5   C01  C02  120.51  3.000
 TEH  C06  C01  C02  118.99  3.000
 TEH  H6   C02  C03  119.25  3.000
 TEH  H6   C02  C01  120.12  3.000
 TEH  C03  C02  C01  120.63  3.000
 TEH  H7   C03  C04  119.45  3.000
 TEH  H7   C03  C02  120.44  3.000
 TEH  C04  C03  C02  120.11  3.000
 TEH  O07  C04  C05  124.64  3.000
 TEH  C05  C04  C03  119.65  3.000
 TEH  O07  C04  C03  115.70  3.000
 TEH  H8   C05  C06  118.47  3.000
 TEH  H8   C05  C04  122.00  3.000
 TEH  C06  C05  C04  119.53  3.000
 TEH  H9   C06  C05  118.83  3.000
 TEH  H9   C06  C01  120.08  3.000
 TEH  C05  C06  C01  121.10  3.000
 TEH  H11  C08  H10  106.67  3.000
 TEH  H11  C08  O07  105.80  3.000
 TEH  H10  C08  O07  112.05  3.000
 TEH  H11  C08  C09  109.23  3.000
 TEH  H10  C08  C09  111.64  3.000
 TEH  O07  C08  C09  111.14  3.000
 TEH  H13  C12  H12  107.74  3.000
 TEH  H13  C12  N11  109.75  3.000
 TEH  H12  C12  N11  110.34  3.000
 TEH  H13  C12  C13  109.36  3.000
 TEH  H12  C12  C13  109.61  3.000
 TEH  N11  C12  C13  110.01  3.000
 TEH  C12  N11  C09  118.11  3.000
 TEH  C12  N11  C17  119.38  3.000
 TEH  C09  N11  C17  122.51  3.000
 TEH  H14  N14  C15  118.68  3.000
 TEH  H14  N14  C13  119.76  3.000
 TEH  C15  N14  C13  121.19  3.000
 TEH  C08  O07  C04  119.37  3.000
 TEH  O10  C09  N11  122.53  3.000
 TEH  N11  C09  C08  116.90  3.000
 TEH  O10  C09  C08  120.57  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
 TEH  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 TEH  CONST_02  C04  C05  C06  C01     0.00   0.0  0
 TEH  CONST_03  C05  C04  C03  C02     0.00   0.0  0
 TEH  CONST_04  C05  C06  C01  C02     0.00   0.0  0
 TEH  CONST_05  C06  C01  C02  C03     0.00   0.0  0
 TEH  CONST_06  C06  C05  C04  C03     0.00   0.0  0
 TEH  CONST_07  C17  C15  N14  C13     0.00   0.0  0
 TEH  CONST_08  O07  C04  C03  C02   180.00   0.0  0
 TEH  CONST_09  O07  C04  C05  C06   180.00   0.0  0
 TEH  CONST_10  O16  C15  N14  C13   180.00   0.0  0
 TEH  CONST_11  H7   C03  C02  C01   180.00   0.0  0
 TEH  CONST_12  H8   C05  C06  C01   180.00   0.0  0
 TEH  CONST_13  H9   C06  C01  C02   180.00   0.0  0
 TEH  CONST_14  H5   C01  C02  C03   180.00   0.0  0
 TEH  CONST_15  H8   C05  C04  C03   180.00   0.0  0
 TEH  CONST_16  H6   C02  C03  C04   180.00   0.0  0
 TEH  CONST_17  H9   C06  C05  C04   180.00   0.0  0
 TEH  CONST_18  H7   C03  C04  C05   180.00   0.0  0
 TEH  CONST_19  H5   C01  C06  C05   180.00   0.0  0
 TEH  CONST_20  H6   C02  C01  C06   180.00   0.0  0
 TEH  CONST_21  H14  N14  C15  C17   180.00   0.0  0
 TEH  CONST_22  O10  C09  N11  C17   180.00   0.0  0
 TEH  CONST_23  C08  C09  N11  C17     0.00   0.0  0
 TEH  CONST_24  C12  N11  C09  C08   180.00   0.0  0
 TEH  CONST_25  O10  C09  N11  C12     0.00   0.0  0
 TEH  CONST_26  H14  N14  C15  O16     0.00   0.0  0
 TEH  Var_01    C17  N11  C12  C13   -16.25  30.0  1
 TEH  Var_02    C12  C13  N14  C15   -48.52  30.0  1
 TEH  Var_03    C12  N11  C17  C15   -27.89  30.0  1
 TEH  Var_04    N14  C13  C12  N11    53.07  30.0  1
 TEH  Var_05    N14  C15  C17  N11    36.07  30.0  1
 TEH  Var_06    C09  N11  C12  C13   164.13  30.0  1
 TEH  Var_07    C09  N11  C17  C15   151.72  30.0  1
 TEH  Var_08    O16  C15  C17  N11  -146.09  30.0  1
 TEH  Var_09    H1   C13  N14  C15  -167.78  30.0  1
 TEH  Var_10    H2   C13  N14  C15    74.24  30.0  1
 TEH  Var_11    H12  C12  N11  C17   104.81  30.0  1
 TEH  Var_12    H13  C12  N11  C17  -136.61  30.0  1
 TEH  Var_13    H3   C17  N11  C12  -147.56  30.0  1
 TEH  Var_14    H4   C17  N11  C12    93.46  30.0  1
 TEH  Var_15    H14  N14  C13  C12   138.51  30.0  1
 TEH  Var_16    H1   C13  C12  N11   172.11  30.0  1
 TEH  Var_17    H2   C13  C12  N11   -70.05  30.0  1
 TEH  Var_18    H3   C17  C15  N14   158.25  30.0  1
 TEH  Var_19    H4   C17  C15  N14   -87.31  30.0  1
 TEH  Var_20    H12  C12  C13  N14   -68.43  30.0  1
 TEH  Var_21    H13  C12  C13  N14   173.67  30.0  1
 TEH  Var_22    C08  O07  C04  C03   175.98  30.0  2
 TEH  Var_23    C08  O07  C04  C05    -5.16  30.0  2
 TEH  Var_24    H12  C12  N11  C09   -74.81  30.0  1
 TEH  Var_25    H13  C12  N11  C09    43.76  30.0  1
 TEH  Var_26    H3   C17  N11  C09    32.05  30.0  1
 TEH  Var_27    H4   C17  N11  C09   -86.93  30.0  1
 TEH  Var_28    H3   C17  C15  O16   -23.91  30.0  1
 TEH  Var_29    H4   C17  C15  O16    90.53  30.0  1
 TEH  Var_30    C09  C08  O07  C04   -73.65  30.0  3
 TEH  Var_31    O07  C08  C09  N11   173.29  30.0  3
 TEH  Var_32    H10  C08  O07  C04    52.03  30.0  3
 TEH  Var_33    H11  C08  O07  C04   167.89  30.0  3
 TEH  Var_34    H10  C08  C09  N11    47.39  30.0  3
 TEH  Var_35    H11  C08  C09  N11   -70.34  30.0  3
 TEH  Var_36    O10  C09  C08  O07    -6.83  30.0  1
 TEH  Var_37    H10  C08  C09  O10  -132.73  30.0  3
 TEH  Var_38    H11  C08  C09  O10   109.54  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
 TEH  plan-1  C01  0.020
 TEH  plan-1  C02  0.020
 TEH  plan-1  C03  0.020
 TEH  plan-1  C04  0.020
 TEH  plan-1  C05  0.020
 TEH  plan-1  C06  0.020
 TEH  plan-1  O07  0.020
 TEH  plan-1  H6   0.020
 TEH  plan-1  H7   0.020
 TEH  plan-1  H8   0.020
 TEH  plan-1  H9   0.020
 TEH  plan-1  H5   0.020
 TEH  plan-2  C17  0.020
 TEH  plan-2  C08  0.020
 TEH  plan-2  C12  0.020
 TEH  plan-2  N11  0.020
 TEH  plan-2  O10  0.020
 TEH  plan-2  C09  0.020
 TEH  plan-3  C13  0.020
 TEH  plan-3  C15  0.020
 TEH  plan-3  C17  0.020
 TEH  plan-3  N14  0.020
 TEH  plan-3  O16  0.020
 TEH  plan-3  H14  0.020

