# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 23:25:26 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  32  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 PERFECT
;

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   C      0   0.177   3.2674   0.4700  -0.0550
 HHW  C14  C   CR16   0  -0.202  -4.7630  -1.1183  -0.2446
 HHW  C5   C   C1     0  -0.317   3.3626   1.7983  -0.4854
 HHW  C6   C   C1     0  -0.218   2.2322   2.5077  -0.8479
 HHW  C11  C   CR16   0  -0.354  -3.7125   1.2511   0.7118
 HHW  C7   C   C1     0  -0.309   0.9761   1.9179  -0.7800
 HHW  C8   C   C      0  -0.025   0.8589   0.5984  -0.3538
 HHW  C9   C   C      0   0.528  -0.4527  -0.1136  -0.2941
 HHW  C10  C   CR6    0   0.392  -2.8634   0.3241   0.1033
 HHW  C12  C   CR16   0  -0.199  -5.0663   1.0034   0.8430
 HHW  C13  C   CR6    0  -0.058  -5.5875  -0.1880   0.3636
 HHW  N1   N   NH1    0  -0.758  -1.5167   0.6793  -0.0041
 HHW  C3   C   C1     0  -0.252   4.4271  -0.3290   0.3467
 HHW  O1   O   OC    -1  -0.614   7.9782  -0.3437   0.7116
 HHW  C1   C   C      0   0.404   6.8378  -0.8460   0.7856
 HHW  O2   O   O      0  -0.599   6.5496  -1.9941   1.1778
 HHW  C2   C   C1     0  -0.436   5.7049   0.0553   0.3469
 HHW  O3   O   O      0  -0.456  -0.5313  -1.3146  -0.4820
 HHW  CL1  CL  CL     0  -0.133  -7.2830  -0.5116   0.5249
 HHW  C15  C   CR16   0  -0.312  -3.4046  -0.8689  -0.3777
 HHW  C16  C   C1     0  -0.344   2.0036  -0.1153  -0.0104
 HHW  H1   H   HCR6   0   0.282  -5.1693  -2.0456  -0.6249
 HHW  H2   H   H      0   0.260   4.3279   2.2847  -0.5448
 HHW  H3   H   H      0   0.268   2.3265   3.5294  -1.1910
 HHW  H4   H   HCR6   0   0.282  -3.3119   2.1833   1.0914
 HHW  H5   H   H      0   0.268   0.1089   2.4876  -1.0898
 HHW  H6   H   HCR6   0   0.284  -5.7033   1.7365   1.3188
 HHW  H7   H   HNH1   0   0.424  -1.3088   1.6253   0.2779
 HHW  H8   H   H      0   0.239   4.2027  -1.3385   0.6781
 HHW  H10  H   H      0   0.233   5.9833   1.0531   0.0204
 HHW  H11  H   HCR6   0   0.288  -2.7903  -1.6102  -0.8609
 HHW  H12  H   H      0   0.259   1.9106  -1.1465   0.3082

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   deloc     1.247  0.020  1.247
 HHW  C1   C2   single    1.513  0.020  1.513
 HHW  C1   O1   deloc     1.248  0.020  1.248
 HHW  C2   C3   double    1.334  0.020  1.334
 HHW  C5   C6   aromatic  1.383  0.020  1.383
 HHW  C5   C4   aromatic  1.400  0.020  1.400
 HHW  C3   C4   single    1.465  0.020  1.465
 HHW  C6   C7   aromatic  1.389  0.020  1.389
 HHW  C4   C16  aromatic  1.394  0.020  1.394
 HHW  C7   C8   aromatic  1.392  0.020  1.392
 HHW  C16  C8   aromatic  1.392  0.020  1.392
 HHW  C8   C9   single    1.494  0.020  1.494
 HHW  C9   N1   single    1.358  0.020  1.358
 HHW  C9   O3   double    1.218  0.020  1.218
 HHW  N1   C10  single    1.397  0.020  1.397
 HHW  C10  C15  aromatic  1.396  0.020  1.396
 HHW  C10  C11  aromatic  1.397  0.020  1.397
 HHW  C15  C14  aromatic  1.387  0.020  1.387
 HHW  C11  C12  aromatic  1.383  0.020  1.383
 HHW  C14  C13  aromatic  1.384  0.020  1.384
 HHW  C12  C13  aromatic  1.386  0.020  1.386
 HHW  C13  CL1  single    1.734  0.020  1.734
 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  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   118.70  3.000
 HHW  C16  C4   C5   118.05  3.000
 HHW  C3   C4   C5   123.25  3.000
 HHW  H1   C14  C15  119.22  3.000
 HHW  H1   C14  C13  120.47  3.000
 HHW  C15  C14  C13  120.31  3.000
 HHW  H2   C5   C6   118.95  3.000
 HHW  H2   C5   C4   120.26  3.000
 HHW  C6   C5   C4   120.79  3.000
 HHW  H3   C6   C7   119.69  3.000
 HHW  H3   C6   C5   119.75  3.000
 HHW  C7   C6   C5   120.56  3.000
 HHW  H4   C11  C12  118.88  3.000
 HHW  H4   C11  C10  119.94  3.000
 HHW  C12  C11  C10  121.19  3.000
 HHW  H5   C7   C8   121.27  3.000
 HHW  H5   C7   C6   119.12  3.000
 HHW  C8   C7   C6   119.59  3.000
 HHW  C16  C8   C9   117.90  3.000
 HHW  C9   C8   C7   122.57  3.000
 HHW  C16  C8   C7   119.50  3.000
 HHW  O3   C9   N1   123.92  3.000
 HHW  O3   C9   C8   121.36  3.000
 HHW  N1   C9   C8   114.72  3.000
 HHW  C15  C10  N1   124.38  3.000
 HHW  C15  C10  C11  118.80  3.000
 HHW  N1   C10  C11  116.80  3.000
 HHW  H6   C12  C13  120.89  3.000
 HHW  H6   C12  C11  119.81  3.000
 HHW  C13  C12  C11  119.30  3.000
 HHW  CL1  C13  C12  119.74  3.000
 HHW  CL1  C13  C14  119.88  3.000
 HHW  C12  C13  C14  120.39  3.000
 HHW  H7   N1   C10  114.56  3.000
 HHW  H7   N1   C9   116.47  3.000
 HHW  C10  N1   C9   128.55  3.000
 HHW  H8   C3   C2   117.75  3.000
 HHW  H8   C3   C4   115.29  3.000
 HHW  C2   C3   C4   126.95  3.000
 HHW  C2   C1   O2   117.82  3.000
 HHW  C2   C1   O1   115.29  3.000
 HHW  O2   C1   O1   126.89  3.000
 HHW  H10  C2   C1   116.26  3.000
 HHW  H10  C2   C3   120.67  3.000
 HHW  C1   C2   C3   123.06  3.000
 HHW  H11  C15  C10  121.45  3.000
 HHW  H11  C15  C14  118.53  3.000
 HHW  C10  C15  C14  120.02  3.000
 HHW  H12  C16  C8   119.34  3.000
 HHW  H12  C16  C4   119.15  3.000
 HHW  C8   C16  C4   121.50  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_32  H7   N1   C10  C11    0.00   0.0  0
 HHW  CONST_33  O3   C9   N1   C10    0.00   0.0  0
 HHW  Var_01    C2   C3   C4   C5    -1.12  30.0  2
 HHW  Var_02    N1   C9   C8   C7   -32.28  30.0  2
 HHW  Var_03    C1   C2   C3   C4   179.83   0.0  2
 HHW  Var_04    O2   C1   C2   C3    -0.85  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-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

