# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:01:50 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: N-{4-[(E)-2-(4-hydroxy-3,5-dimethylphenyl)ethenyl]phenyl}propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)Nc1ccc(cc1)/C=C/c2cc(C)c(O)c(C)c2
#
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
 18A  18A  N-{4-[(E)-2-(4-hydroxy-3,5-dimethylphenyl)ethenyl]phenyl}propanamide  ligand  43  22  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_18A
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
 18A  C2   C  CH2   0  -0.585   7.4213  -0.3566   0.3473
 18A  C3   C  C     0   0.550   6.0882   0.2758   0.0062
 18A  C4   C  CR6   0   0.174  -2.9918  -0.2866   0.0455
 18A  O4   O  O     0  -0.468   5.9909   1.3940  -0.4650
 18A  C5   C  CR16  0  -0.375  -3.8737  -1.3498  -0.1597
 18A  C6   C  CR6   0   0.357   3.6566  -0.2400   0.2003
 18A  C7   C  CR16  0  -0.326   2.7766  -1.2823   0.5160
 18A  C1   C  CH3   0  -0.659   8.5934   0.2842  -0.3742
 18A  C8   C  CR16  0  -0.323   1.4100  -1.1052   0.4627
 18A  N5   N  NH1   0  -0.744   5.0207  -0.5141   0.3030
 18A  C9   C  CR6   0   0.153   0.8529   0.1229   0.0872
 18A  C10  C  CR16  0  -0.308   1.7422   1.1537  -0.2190
 18A  C11  C  CR16  0  -0.303   3.1182   0.9918  -0.1729
 18A  C12  C  C1    0  -0.312  -0.5830   0.3732   0.0155
 18A  C13  C  C1    0  -0.309  -1.5554  -0.5476   0.0838
 18A  C14  C  CR6   0   0.025  -5.2491  -1.1758  -0.2110
 18A  C15  C  CR6   0   0.265  -5.7592   0.1133  -0.0373
 18A  C16  C  CR6   0   0.032  -4.9102   1.2052   0.1829
 18A  C17  C  CR16  0  -0.404  -3.5421   0.9848   0.2201
 18A  O18  O  OH1   0  -0.618  -7.1021   0.2471  -0.0837
 18A  C19  C  CH3   0  -0.776  -5.4778   2.5804   0.3913
 18A  C21  C  CH3   0  -0.713  -6.1731  -2.3348  -0.4420
 18A  H1   H  HCH2  0   0.278   7.5524  -0.2664   1.4308
 18A  H2   H  HCH2  0   0.261   7.3878  -1.4293   0.1428
 18A  H3   H  HCR6  0   0.242  -3.4735  -2.3495  -0.2913
 18A  H4   H  HCR6  0   0.270   3.1734  -2.2441   0.8195
 18A  H5   H  HCH3  0   0.230   8.5101   0.1685  -1.4547
 18A  H6   H  HCH3  0   0.231   8.6700   1.3478  -0.1546
 18A  H7   H  HCH3  0   0.237   9.5239  -0.1877  -0.0611
 18A  H8   H  HCR6  0   0.253   0.7733  -1.9386   0.7318
 18A  H9   H  HNH1  0   0.415   5.2411  -1.4307   0.6622
 18A  H10  H  HCR6  0   0.253   1.3498   2.1210  -0.5101
 18A  H11  H  HCR6  0   0.278   3.7536   1.8251  -0.4224
 18A  H12  H  H     0   0.244  -0.8538   1.4163  -0.1211
 18A  H13  H  H     0   0.245  -1.2852  -1.5969   0.1644
 18A  H14  H  HCR6  0   0.245  -2.8947   1.8341   0.4056
 18A  H15  H  HOH1  0   0.481  -7.3671   1.1604   0.0693
 18A  H16  H  HCH3  0   0.253  -6.1367   2.6264   1.2624
 18A  H17  H  HCH3  0   0.267  -4.6823   3.3045   0.5562
 18A  H18  H  HCH3  0   0.253  -6.0512   2.9264  -0.4725
 18A  H19  H  HCH3  0   0.243  -6.8823  -2.4587   0.3784
 18A  H20  H  HCH3  0   0.243  -6.7607  -2.2097  -1.3534
 18A  H21  H  HCH3  0   0.243  -5.6111  -3.2628  -0.5369

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
 18A  O18  C15  single    1.350  0.020  1.350
 18A  C21  C14  single    1.500  0.020  1.500
 18A  C15  C14  aromatic  1.397  0.020  1.397
 18A  C15  C16  aromatic  1.401  0.020  1.401
 18A  C19  C16  single    1.502  0.020  1.502
 18A  C14  C5   aromatic  1.387  0.020  1.387
 18A  C16  C17  aromatic  1.386  0.020  1.386
 18A  C5   C4   aromatic  1.396  0.020  1.396
 18A  C17  C4   aromatic  1.396  0.020  1.396
 18A  C4   C13  single    1.460  0.020  1.460
 18A  C13  C12  double    1.341  0.020  1.341
 18A  C12  C9   single    1.459  0.020  1.459
 18A  C9   C10  aromatic  1.395  0.020  1.395
 18A  C9   C8   aromatic  1.400  0.020  1.400
 18A  C10  C11  aromatic  1.386  0.020  1.386
 18A  C8   C7   aromatic  1.379  0.020  1.379
 18A  C11  C6   aromatic  1.395  0.020  1.395
 18A  C7   C6   aromatic  1.400  0.020  1.400
 18A  C6   N5   single    1.395  0.020  1.395
 18A  N5   C3   single    1.361  0.020  1.361
 18A  C1   C2   single    1.518  0.020  1.518
 18A  C2   C3   single    1.514  0.020  1.514
 18A  C3   O4   double    1.217  0.020  1.217
 18A  C2   H1   single    0.970  0.020  1.090
 18A  C2   H2   single    0.970  0.020  1.090
 18A  C5   H3   single    0.930  0.020  1.080
 18A  C7   H4   single    0.930  0.020  1.080
 18A  C1   H5   single    0.970  0.020  1.090
 18A  C1   H6   single    0.970  0.020  1.090
 18A  C1   H7   single    0.970  0.020  1.090
 18A  C8   H8   single    0.930  0.020  1.080
 18A  N5   H9   single    0.860  0.020  1.020
 18A  C10  H10  single    0.930  0.020  1.080
 18A  C11  H11  single    0.930  0.020  1.080
 18A  C12  H12  single    0.930  0.020  1.080
 18A  C13  H13  single    0.930  0.020  1.080
 18A  C17  H14  single    0.930  0.020  1.080
 18A  O18  H15  single    0.850  0.020  0.980
 18A  C19  H16  single    0.970  0.020  1.090
 18A  C19  H17  single    0.970  0.020  1.090
 18A  C19  H18  single    0.970  0.020  1.090
 18A  C21  H19  single    0.970  0.020  1.090
 18A  C21  H20  single    0.970  0.020  1.090
 18A  C21  H21  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
 18A  H2   C2   H1   105.64  3.000
 18A  H2   C2   C1   110.44  3.000
 18A  H1   C2   C1   110.06  3.000
 18A  H2   C2   C3   109.93  3.000
 18A  H1   C2   C3   107.09  3.000
 18A  C1   C2   C3   113.35  3.000
 18A  N5   C3   O4   123.71  3.000
 18A  O4   C3   C2   122.76  3.000
 18A  N5   C3   C2   113.52  3.000
 18A  C17  C4   C13  123.16  3.000
 18A  C13  C4   C5   119.27  3.000
 18A  C17  C4   C5   117.56  3.000
 18A  H3   C5   C14  118.47  3.000
 18A  H3   C5   C4   119.11  3.000
 18A  C14  C5   C4   122.42  3.000
 18A  C11  C6   N5   124.78  3.000
 18A  N5   C6   C7   116.85  3.000
 18A  C11  C6   C7   118.36  3.000
 18A  H4   C7   C8   119.18  3.000
 18A  H4   C7   C6   119.58  3.000
 18A  C8   C7   C6   121.23  3.000
 18A  H7   C1   H6   107.77  3.000
 18A  H7   C1   H5   107.72  3.000
 18A  H6   C1   H5   108.00  3.000
 18A  H7   C1   C2   109.88  3.000
 18A  H6   C1   C2   111.76  3.000
 18A  H5   C1   C2   111.55  3.000
 18A  H8   C8   C9   120.52  3.000
 18A  H8   C8   C7   118.32  3.000
 18A  C9   C8   C7   121.16  3.000
 18A  H9   N5   C6   114.73  3.000
 18A  H9   N5   C3   115.70  3.000
 18A  C6   N5   C3   129.56  3.000
 18A  C12  C9   C10  119.32  3.000
 18A  C10  C9   C8   116.95  3.000
 18A  C12  C9   C8   123.73  3.000
 18A  H10  C10  C11  118.20  3.000
 18A  H10  C10  C9   119.18  3.000
 18A  C11  C10  C9   122.62  3.000
 18A  H11  C11  C10  119.18  3.000
 18A  H11  C11  C6   121.15  3.000
 18A  C10  C11  C6   119.67  3.000
 18A  H12  C12  C13  119.01  3.000
 18A  H12  C12  C9   114.59  3.000
 18A  C13  C12  C9   126.39  3.000
 18A  H13  C13  C12  119.11  3.000
 18A  H13  C13  C4   114.78  3.000
 18A  C12  C13  C4   126.10  3.000
 18A  C21  C14  C15  120.47  3.000
 18A  C15  C14  C5   118.23  3.000
 18A  C21  C14  C5   121.30  3.000
 18A  O18  C15  C16  122.07  3.000
 18A  C16  C15  C14  121.17  3.000
 18A  O18  C15  C14  116.76  3.000
 18A  C19  C16  C17  120.97  3.000
 18A  C17  C16  C15  118.59  3.000
 18A  C19  C16  C15  120.43  3.000
 18A  H14  C17  C16  118.00  3.000
 18A  H14  C17  C4   119.96  3.000
 18A  C16  C17  C4   122.03  3.000
 18A  H15  O18  C15  111.23  3.000
 18A  H18  C19  H17  107.01  3.000
 18A  H18  C19  H16  107.47  3.000
 18A  H17  C19  H16  106.97  3.000
 18A  H18  C19  C16  112.23  3.000
 18A  H17  C19  C16  110.73  3.000
 18A  H16  C19  C16  112.13  3.000
 18A  H21  C21  H20  107.63  3.000
 18A  H21  C21  H19  107.70  3.000
 18A  H20  C21  H19  106.91  3.000
 18A  H21  C21  C14  110.73  3.000
 18A  H20  C21  C14  111.81  3.000
 18A  H19  C21  C14  111.85  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
 18A  CONST_01  C15  C14  C5   C4     0.00   0.0  0
 18A  CONST_02  C15  C16  C17  C4     0.00   0.0  0
 18A  CONST_03  C16  C15  C14  C5     0.00   0.0  0
 18A  CONST_04  C16  C17  C4   C5     0.00   0.0  0
 18A  CONST_05  C9   C10  C11  C6     0.00   0.0  0
 18A  CONST_06  C9   C8   C7   C6     0.00   0.0  0
 18A  CONST_07  C10  C9   C8   C7     0.00   0.0  0
 18A  CONST_08  C10  C11  C6   C7     0.00   0.0  0
 18A  CONST_09  C11  C10  C9   C8     0.00   0.0  0
 18A  CONST_10  C11  C6   C7   C8     0.00   0.0  0
 18A  CONST_11  C17  C16  C15  C14    0.00   0.0  0
 18A  CONST_12  C17  C4   C5   C14    0.00   0.0  0
 18A  CONST_13  C21  C14  C5   C4   180.00   0.0  0
 18A  CONST_14  C19  C16  C17  C4   180.00   0.0  0
 18A  CONST_15  O18  C15  C14  C5   180.00   0.0  0
 18A  CONST_16  C12  C9   C8   C7   180.00   0.0  0
 18A  CONST_17  N5   C6   C7   C8   180.00   0.0  0
 18A  CONST_18  C10  C11  C6   N5   180.00   0.0  0
 18A  CONST_19  C12  C9   C10  C11  180.00   0.0  0
 18A  CONST_20  C14  C5   C4   C13  180.00   0.0  0
 18A  CONST_21  C16  C17  C4   C13  180.00   0.0  0
 18A  CONST_22  C19  C16  C15  C14  180.00   0.0  0
 18A  CONST_23  C21  C14  C15  C16  180.00   0.0  0
 18A  CONST_24  O18  C15  C16  C17  180.00   0.0  0
 18A  CONST_25  H14  C17  C4   C5   180.00   0.0  0
 18A  CONST_26  H10  C10  C11  C6   180.00   0.0  0
 18A  CONST_27  H8   C8   C7   C6   180.00   0.0  0
 18A  CONST_28  H11  C11  C6   C7   180.00   0.0  0
 18A  CONST_29  H4   C7   C8   C9   180.00   0.0  0
 18A  CONST_30  H3   C5   C14  C15  180.00   0.0  0
 18A  CONST_31  C11  C6   N5   C3     0.00   0.0  0
 18A  CONST_32  C7   C6   N5   C3   180.00   0.0  0
 18A  CONST_33  H9   N5   C6   C7     0.00   0.0  0
 18A  CONST_34  C6   N5   C3   C2   180.00   0.0  0
 18A  CONST_35  C6   N5   C3   O4     0.00   0.0  0
 18A  Var_01    C9   C12  C13  C4   178.34   0.0  2
 18A  Var_02    C12  C13  C4   C5   166.44  30.0  2
 18A  Var_03    C13  C12  C9   C8   -11.15  30.0  2
 18A  Var_04    H19  C21  C14  C5   121.03  30.0  2
 18A  Var_05    H16  C19  C16  C15   60.10  30.0  2
 18A  Var_06    C1   C2   C3   O4   -20.25  30.0  1
 18A  Var_07    H5   C1   C2   C3   -62.68  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
 18A  plan-1  C6   0.020
 18A  plan-1  C7   0.020
 18A  plan-1  C8   0.020
 18A  plan-1  N5   0.020
 18A  plan-1  C9   0.020
 18A  plan-1  C10  0.020
 18A  plan-1  C11  0.020
 18A  plan-1  C12  0.020
 18A  plan-1  H4   0.020
 18A  plan-1  H8   0.020
 18A  plan-1  H10  0.020
 18A  plan-1  H11  0.020
 18A  plan-2  C4   0.020
 18A  plan-2  C5   0.020
 18A  plan-2  C13  0.020
 18A  plan-2  C14  0.020
 18A  plan-2  C15  0.020
 18A  plan-2  C16  0.020
 18A  plan-2  C17  0.020
 18A  plan-2  O18  0.020
 18A  plan-2  C19  0.020
 18A  plan-2  C21  0.020
 18A  plan-2  H3   0.020
 18A  plan-2  H14  0.020
 18A  plan-3  C2   0.020
 18A  plan-3  C3   0.020
 18A  plan-3  O4   0.020
 18A  plan-3  C6   0.020
 18A  plan-3  N5   0.020
 18A  plan-3  H9   0.020
 18A  plan-4  C4   0.020
 18A  plan-4  C9   0.020
 18A  plan-4  C12  0.020
 18A  plan-4  C13  0.020
 18A  plan-4  H12  0.020
 18A  plan-4  H13  0.020

