# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 02:46:11 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: (2E)-2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)\C(O)=C/c1ccc(O)cc1
#
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
 EN1  EN1  '(2E)-2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoic acid'  ligand  21  13  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EN1
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
 EN1  C1   C  C     0   0.478   2.2429  -0.9260   0.3296
 EN1  O1   O  O     0  -0.420   1.3552  -1.5189   0.8868
 EN1  C2   C  C     0   0.254   2.1976   0.5263  -0.0133
 EN1  O2   O  OH1   0  -0.584   3.3925  -1.4791  -0.0244
 EN1  C3   C  C1    0  -0.383   1.0677   1.2370  -0.1260
 EN1  O3   O  OH1   0  -0.631  -4.3378  -0.3108  -0.0811
 EN1  C4   C  CR6   0   0.069  -0.3236   0.7730  -0.1178
 EN1  O4   O  OH1   0  -0.625   3.4342   1.0539  -0.1348
 EN1  C5   C  CR16  0  -0.284  -1.2792   1.4967   0.5986
 EN1  C6   C  CR16  0  -0.328  -2.6127   1.1257   0.6123
 EN1  C7   C  CR6   0   0.344  -3.0310   0.0160  -0.1178
 EN1  C8   C  CR16  0  -0.376  -2.0971  -0.6995  -0.8646
 EN1  C9   C  CR16  0  -0.270  -0.7660  -0.3187  -0.8637
 EN1  H3   H  H     0   0.276   1.1897   2.3089  -0.2681
 EN1  HO3  H  HOH1  0   0.474  -4.5068  -1.0790  -0.6378
 EN1  HO4  H  HOH1  0   0.476   3.3717   1.9885  -0.3657
 EN1  H5   H  HCR6  0   0.254  -0.9738   2.3683   1.1653
 EN1  H6   H  HCR6  0   0.263  -3.3322   1.6968   1.1856
 EN1  H8   H  HCR6  0   0.271  -2.4090  -1.5518  -1.4579
 EN1  H9   H  HCR6  0   0.253  -0.0700  -0.8731  -1.4794
 EN1  H81  H  HOH1  0   0.488   3.3985  -2.4124   0.2369

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
 EN1  C1  O1   double    1.204  0.020  1.204
 EN1  C1  C2   single    1.493  0.020  1.493
 EN1  C1  O2   single    1.324  0.020  1.324
 EN1  C2  C3   double    1.340  0.020  1.340
 EN1  C2  O4   single    1.350  0.020  1.350
 EN1  C3  C4   single    1.467  0.020  1.467
 EN1  C3  H3   single    0.930  0.020  1.080
 EN1  O3  C7   single    1.347  0.020  1.347
 EN1  O3  HO3  single    0.850  0.020  0.980
 EN1  C4  C5   aromatic  1.396  0.020  1.396
 EN1  C4  C9   aromatic  1.394  0.020  1.394
 EN1  O4  HO4  single    0.850  0.020  0.980
 EN1  C5  C6   aromatic  1.384  0.020  1.384
 EN1  C5  H5   single    0.930  0.020  1.080
 EN1  C6  C7   aromatic  1.393  0.020  1.393
 EN1  C6  H6   single    0.930  0.020  1.080
 EN1  C7  C8   aromatic  1.393  0.020  1.393
 EN1  C8  C9   aromatic  1.384  0.020  1.384
 EN1  C8  H8   single    0.930  0.020  1.080
 EN1  C9  H9   single    0.930  0.020  1.080
 EN1  O2  H81  single    0.850  0.020  0.980

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
 EN1  O2   C1  C2  111.80  3.000
 EN1  O2   C1  O1  123.93  3.000
 EN1  C2   C1  O1  124.26  3.000
 EN1  O4   C2  C3  123.90  3.000
 EN1  O4   C2  C1  111.91  3.000
 EN1  C3   C2  C1  124.13  3.000
 EN1  H81  O2  C1  109.61  3.000
 EN1  H3   C3  C4  114.75  3.000
 EN1  H3   C3  C2  116.05  3.000
 EN1  C4   C3  C2  129.18  3.000
 EN1  HO3  O3  C7  110.34  3.000
 EN1  C9   C4  C5  117.59  3.000
 EN1  C9   C4  C3  123.07  3.000
 EN1  C5   C4  C3  119.21  3.000
 EN1  HO4  O4  C2  109.93  3.000
 EN1  H5   C5  C6  118.81  3.000
 EN1  H5   C5  C4  119.49  3.000
 EN1  C6   C5  C4  121.69  3.000
 EN1  H6   C6  C7  119.88  3.000
 EN1  H6   C6  C5  120.27  3.000
 EN1  C7   C6  C5  119.85  3.000
 EN1  C8   C7  C6  119.26  3.000
 EN1  C8   C7  O3  122.69  3.000
 EN1  C6   C7  O3  118.05  3.000
 EN1  H8   C8  C9  119.55  3.000
 EN1  H8   C8  C7  120.26  3.000
 EN1  C9   C8  C7  120.19  3.000
 EN1  H9   C9  C8  118.50  3.000
 EN1  H9   C9  C4  120.10  3.000
 EN1  C8   C9  C4  121.38  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
 EN1  CONST_01  C7   C6  C5  C4    0.00   0.0  0
 EN1  CONST_02  C7   C8  C9  C4    0.00   0.0  0
 EN1  CONST_03  C8   C9  C4  C5    0.00   0.0  0
 EN1  CONST_04  C8   C7  C6  C5    0.00   0.0  0
 EN1  CONST_05  C9   C4  C5  C6    0.00   0.0  0
 EN1  CONST_06  C9   C8  C7  C6    0.00   0.0  0
 EN1  CONST_07  C6   C5  C4  C3  180.00   0.0  0
 EN1  CONST_08  C8   C9  C4  C3  180.00   0.0  0
 EN1  CONST_09  C5   C6  C7  O3  180.00   0.0  0
 EN1  CONST_10  C9   C8  C7  O3  180.00   0.0  0
 EN1  CONST_11  H6   C6  C5  C4  180.00   0.0  0
 EN1  CONST_12  H8   C8  C9  C4  180.00   0.0  0
 EN1  CONST_13  H9   C9  C4  C5  180.00   0.0  0
 EN1  CONST_14  H5   C5  C6  C7  180.00   0.0  0
 EN1  CONST_15  H81  O2  C1  O1    0.00   0.0  0
 EN1  Var_01    C5   C4  C3  C2  137.73  30.0  2
 EN1  Var_02    C4   C3  C2  C1   -8.42   0.0  2
 EN1  Var_03    C3   C2  C1  O1  -21.31  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
 EN1  plan-1  C3   0.020
 EN1  plan-1  O3   0.020
 EN1  plan-1  C4   0.020
 EN1  plan-1  C5   0.020
 EN1  plan-1  C6   0.020
 EN1  plan-1  C7   0.020
 EN1  plan-1  C8   0.020
 EN1  plan-1  C9   0.020
 EN1  plan-1  H5   0.020
 EN1  plan-1  H6   0.020
 EN1  plan-1  H8   0.020
 EN1  plan-1  H9   0.020
 EN1  plan-2  C1   0.020
 EN1  plan-2  O1   0.020
 EN1  plan-2  C2   0.020
 EN1  plan-2  O2   0.020
 EN1  plan-2  H81  0.020
 EN1  plan-3  C1   0.020
 EN1  plan-3  C2   0.020
 EN1  plan-3  C3   0.020
 EN1  plan-3  C4   0.020
 EN1  plan-3  O4   0.020
 EN1  plan-3  H3   0.020

