# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 22:08:01 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: (~{E})-3-[3-[(4-chlorophenyl)carbamoyl]phenyl]prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)\C=C\c1cccc(c1)C(=O)Nc2ccc(Cl)cc2
#
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
 HHW  HHW  '(~{E})-3-[3-[(4-chlorophenyl)carbamoyl]phenyl]prop-2-enoic acid'  ligand  33  21  .  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_HHW
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
 HHW  C4   C   CR6   0   0.171   3.2739   0.4525   0.1386
 HHW  C14  C   CR16  0  -0.200  -4.7555  -1.1119   0.5058
 HHW  C5   C   CR16  0  -0.304   3.3703   1.8482   0.1367
 HHW  C6   C   CR16  0  -0.217   2.2340   2.6278   0.2407
 HHW  C11  C   CR16  0  -0.358  -3.7472   1.2219  -0.5736
 HHW  C7   C   CR16  0  -0.299   0.9809   2.0355   0.3349
 HHW  C8   C   CR6   0  -0.021   0.8636   0.6486   0.3329
 HHW  C9   C   C     0   0.537  -0.4499  -0.0545   0.4617
 HHW  C10  C   CR6   0   0.393  -2.8676   0.2946  -0.0089
 HHW  C12  C   CR16  0  -0.199  -5.1096   0.9915  -0.6016
 HHW  C13  C   CR6   0  -0.058  -5.6102  -0.1813  -0.0577
 HHW  N1   N   NH1   0  -0.761  -1.5121   0.6313  -0.0296
 HHW  C3   C   C1    0  -0.212   4.4350  -0.4245   0.0261
 HHW  O1   O   OH1   0  -0.602   7.9577  -0.4666  -0.4671
 HHW  C1   C   C     0   0.538   6.7762  -1.0440  -0.2729
 HHW  O2   O   O     0  -0.448   6.6294  -2.2417  -0.1908
 HHW  C2   C   C1    0  -0.416   5.7005  -0.0434  -0.1751
 HHW  O3   O   O     0  -0.455  -0.5246  -1.1623   0.9629
 HHW  CL1  CL  CL    0  -0.132  -7.3171  -0.4818  -0.0847
 HHW  C15  C   CR16  0  -0.316  -3.3870  -0.8820   0.5324
 HHW  C16  C   CR16  0  -0.330   2.0137  -0.1304   0.2530
 HHW  H1   H   HCR6  0   0.283  -5.1446  -2.0281   0.9283
 HHW  H2   H   HCR6  0   0.268   4.3346   2.3332   0.0621
 HHW  H3   H   HCR6  0   0.275   2.3193   3.7056   0.2549
 HHW  H4   H   HCR6  0   0.283  -3.3637   2.1430  -0.9956
 HHW  H5   H   HCR6  0   0.270   0.1127   2.6738   0.4382
 HHW  H6   H   HCR6  0   0.284  -5.7701   1.7253  -1.0429
 HHW  H7   H   HNH1  0   0.425  -1.3075   1.4901  -0.5166
 HHW  H8   H   H     0   0.274   4.2258  -1.4862   0.1121
 HHW  H9   H   HOH1  0   0.482   8.6502  -1.1411  -0.5286
 HHW  H10  H   H     0   0.285   5.9807   0.9974  -0.2802
 HHW  H11  H   HCR6  0   0.291  -2.7468  -1.6269   0.9741
 HHW  H12  H   HCR6  0   0.268   1.9293  -1.2101   0.2653

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
 HHW  O2   C1   double    1.209  0.020  1.209
 HHW  C1   C2   single    1.472  0.020  1.472
 HHW  C1   O1   single    1.329  0.020  1.329
 HHW  C2   C3   double    1.337  0.020  1.337
 HHW  C5   C6   aromatic  1.382  0.020  1.382
 HHW  C5   C4   aromatic  1.399  0.020  1.399
 HHW  C3   C4   single    1.459  0.020  1.459
 HHW  C6   C7   aromatic  1.389  0.020  1.389
 HHW  C4   C16  aromatic  1.393  0.020  1.393
 HHW  C7   C8   aromatic  1.392  0.020  1.392
 HHW  C16  C8   aromatic  1.391  0.020  1.391
 HHW  C8   C9   single    1.495  0.020  1.495
 HHW  C9   N1   single    1.356  0.020  1.356
 HHW  C9   O3   double    1.218  0.020  1.218
 HHW  N1   C10  single    1.397  0.020  1.397
 HHW  C10  C15  aromatic  1.395  0.020  1.395
 HHW  C10  C11  aromatic  1.397  0.020  1.397
 HHW  C15  C14  aromatic  1.388  0.020  1.388
 HHW  C11  C12  aromatic  1.382  0.020  1.382
 HHW  C14  C13  aromatic  1.383  0.020  1.383
 HHW  C12  C13  aromatic  1.386  0.020  1.386
 HHW  C13  CL1  single    1.733  0.020  1.733
 HHW  C14  H1   single    0.930  0.020  1.080
 HHW  C5   H2   single    0.930  0.020  1.080
 HHW  C6   H3   single    0.930  0.020  1.080
 HHW  C11  H4   single    0.930  0.020  1.080
 HHW  C7   H5   single    0.930  0.020  1.080
 HHW  C12  H6   single    0.930  0.020  1.080
 HHW  N1   H7   single    0.860  0.020  1.020
 HHW  C3   H8   single    0.930  0.020  1.080
 HHW  O1   H9   single    0.850  0.020  0.980
 HHW  C2   H10  single    0.930  0.020  1.080
 HHW  C15  H11  single    0.930  0.020  1.080
 HHW  C16  H12  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
 HHW  C16  C4   C3   118.33  3.000
 HHW  C16  C4   C5   118.68  3.000
 HHW  C3   C4   C5   122.99  3.000
 HHW  H1   C14  C15  119.19  3.000
 HHW  H1   C14  C13  120.44  3.000
 HHW  C15  C14  C13  120.37  3.000
 HHW  H2   C5   C6   119.02  3.000
 HHW  H2   C5   C4   120.58  3.000
 HHW  C6   C5   C4   120.40  3.000
 HHW  H3   C6   C7   119.68  3.000
 HHW  H3   C6   C5   119.90  3.000
 HHW  C7   C6   C5   120.42  3.000
 HHW  H4   C11  C12  118.87  3.000
 HHW  H4   C11  C10  119.92  3.000
 HHW  C12  C11  C10  121.21  3.000
 HHW  H5   C7   C8   121.34  3.000
 HHW  H5   C7   C6   118.59  3.000
 HHW  C8   C7   C6   120.05  3.000
 HHW  C16  C8   C9   117.88  3.000
 HHW  C9   C8   C7   122.85  3.000
 HHW  C16  C8   C7   119.23  3.000
 HHW  O3   C9   N1   124.11  3.000
 HHW  O3   C9   C8   121.12  3.000
 HHW  N1   C9   C8   114.76  3.000
 HHW  C15  C10  N1   124.76  3.000
 HHW  C15  C10  C11  118.82  3.000
 HHW  N1   C10  C11  116.42  3.000
 HHW  H6   C12  C13  120.90  3.000
 HHW  H6   C12  C11  119.82  3.000
 HHW  C13  C12  C11  119.28  3.000
 HHW  CL1  C13  C12  119.74  3.000
 HHW  CL1  C13  C14  119.87  3.000
 HHW  C12  C13  C14  120.38  3.000
 HHW  H7   N1   C10  114.17  3.000
 HHW  H7   N1   C9   116.53  3.000
 HHW  C10  N1   C9   129.24  3.000
 HHW  H8   C3   C2   118.24  3.000
 HHW  H8   C3   C4   115.36  3.000
 HHW  C2   C3   C4   126.40  3.000
 HHW  H9   O1   C1   110.02  3.000
 HHW  C2   C1   O2   125.44  3.000
 HHW  C2   C1   O1   111.34  3.000
 HHW  O2   C1   O1   123.22  3.000
 HHW  H10  C2   C1   117.24  3.000
 HHW  H10  C2   C3   122.24  3.000
 HHW  C1   C2   C3   120.52  3.000
 HHW  H11  C15  C10  121.41  3.000
 HHW  H11  C15  C14  118.65  3.000
 HHW  C10  C15  C14  119.95  3.000
 HHW  H12  C16  C8   119.55  3.000
 HHW  H12  C16  C4   119.24  3.000
 HHW  C8   C16  C4   121.20  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
 HHW  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 HHW  CONST_02  C7   C8   C16  C4      0.00   0.0  0
 HHW  CONST_03  C11  C10  C15  C14     0.00   0.0  0
 HHW  CONST_04  C11  C12  C13  C14     0.00   0.0  0
 HHW  CONST_05  C8   C7   C6   C5      0.00   0.0  0
 HHW  CONST_06  C8   C16  C4   C5      0.00   0.0  0
 HHW  CONST_07  C16  C4   C5   C6      0.00   0.0  0
 HHW  CONST_08  C16  C8   C7   C6      0.00   0.0  0
 HHW  CONST_09  C13  C14  C15  C10     0.00   0.0  0
 HHW  CONST_10  C13  C12  C11  C10     0.00   0.0  0
 HHW  CONST_11  C15  C10  C11  C12     0.00   0.0  0
 HHW  CONST_12  C15  C14  C13  C12     0.00   0.0  0
 HHW  CONST_13  C9   C8   C16  C4    180.00   0.0  0
 HHW  CONST_14  N1   C10  C15  C14   180.00   0.0  0
 HHW  CONST_15  C3   C4   C5   C6    180.00   0.0  0
 HHW  CONST_16  C9   C8   C7   C6    180.00   0.0  0
 HHW  CONST_17  CL1  C13  C12  C11   180.00   0.0  0
 HHW  CONST_18  C3   C4   C16  C8    180.00   0.0  0
 HHW  CONST_19  N1   C10  C11  C12   180.00   0.0  0
 HHW  CONST_20  C15  C14  C13  CL1   180.00   0.0  0
 HHW  CONST_21  H3   C6   C5   C4    180.00   0.0  0
 HHW  CONST_22  H6   C12  C13  C14   180.00   0.0  0
 HHW  CONST_23  H5   C7   C6   C5    180.00   0.0  0
 HHW  CONST_24  H12  C16  C4   C5    180.00   0.0  0
 HHW  CONST_25  H11  C15  C10  C11   180.00   0.0  0
 HHW  CONST_26  H2   C5   C6   C7    180.00   0.0  0
 HHW  CONST_27  H1   C14  C15  C10   180.00   0.0  0
 HHW  CONST_28  H4   C11  C12  C13   180.00   0.0  0
 HHW  CONST_29  C10  N1   C9   C8    180.00   0.0  0
 HHW  CONST_30  C9   N1   C10  C11   180.00   0.0  0
 HHW  CONST_31  C15  C10  N1   C9      0.00   0.0  0
 HHW  CONST_32  H7   N1   C10  C11     0.00   0.0  0
 HHW  CONST_33  O3   C9   N1   C10     0.00   0.0  0
 HHW  CONST_34  H9   O1   C1   O2      0.00   0.0  0
 HHW  Var_01    C2   C3   C4   C5     -4.53  30.0  2
 HHW  Var_02    N1   C9   C8   C7     29.42  30.0  2
 HHW  Var_03    C1   C2   C3   C4   -179.80   0.0  2
 HHW  Var_04    O2   C1   C2   C3      0.29  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
 HHW  plan-1  C4   0.020
 HHW  plan-1  C5   0.020
 HHW  plan-1  C6   0.020
 HHW  plan-1  C7   0.020
 HHW  plan-1  C8   0.020
 HHW  plan-1  C9   0.020
 HHW  plan-1  C3   0.020
 HHW  plan-1  C16  0.020
 HHW  plan-1  H2   0.020
 HHW  plan-1  H3   0.020
 HHW  plan-1  H5   0.020
 HHW  plan-1  H12  0.020
 HHW  plan-2  C14  0.020
 HHW  plan-2  C11  0.020
 HHW  plan-2  C10  0.020
 HHW  plan-2  C12  0.020
 HHW  plan-2  C13  0.020
 HHW  plan-2  N1   0.020
 HHW  plan-2  CL1  0.020
 HHW  plan-2  C15  0.020
 HHW  plan-2  H1   0.020
 HHW  plan-2  H4   0.020
 HHW  plan-2  H6   0.020
 HHW  plan-2  H11  0.020
 HHW  plan-3  C8   0.020
 HHW  plan-3  C9   0.020
 HHW  plan-3  C10  0.020
 HHW  plan-3  N1   0.020
 HHW  plan-3  O3   0.020
 HHW  plan-3  H7   0.020
 HHW  plan-4  O1   0.020
 HHW  plan-4  C1   0.020
 HHW  plan-4  O2   0.020
 HHW  plan-4  C2   0.020
 HHW  plan-4  H9   0.020
 HHW  plan-5  C4   0.020
 HHW  plan-5  C3   0.020
 HHW  plan-5  C1   0.020
 HHW  plan-5  C2   0.020
 HHW  plan-5  H8   0.020
 HHW  plan-5  H10  0.020

