# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar  7 17:26:33 2022
#   Inital geometry file: a 74 line input string
#   Ligand name: ethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)/C=C/c1ccc(O)c(O)c1
#
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
 0XR  0XR  'ethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate'  ligand  27  15  .  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_0XR
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
 0XR  C5'  C  CH3   0  -0.666   6.0897   1.0019   0.0416
 0XR  C4'  C  CH2   0  -0.164   5.1412  -0.1688  -0.0336
 0XR  O2'  O  O2    0  -0.466   3.8031   0.3433  -0.0231
 0XR  C3'  C  C     0   0.604   2.8034  -0.5306  -0.0624
 0XR  O1'  O  O     0  -0.459   2.9651  -1.7290  -0.1105
 0XR  C2'  C  C1    0  -0.419   1.5020   0.1515  -0.0375
 0XR  C1'  C  C1    0  -0.194   0.3653  -0.5552  -0.0522
 0XR  C1   C  CR6   0   0.156  -0.9924  -0.0372  -0.0237
 0XR  C2   C  CR16  0  -0.397  -2.0531  -0.9501  -0.0171
 0XR  C6   C  CR16  0  -0.300  -1.2956   1.3243   0.0021
 0XR  C5   C  CR16  0  -0.299  -2.6080   1.7572   0.0382
 0XR  C4   C  CR6   0   0.303  -3.6554   0.8454   0.0498
 0XR  O4   O  OH1   0  -0.605  -4.9192   1.2974   0.0860
 0XR  C3   C  CR6   0   0.285  -3.3649  -0.5239   0.0187
 0XR  O3   O  OH1   0  -0.633  -4.4363  -1.3551   0.0285
 0XR  H1   H  HCH3  0   0.229   5.9733   1.6704  -0.8106
 0XR  H2   H  HCH3  0   0.229   5.9494   1.5764   0.9567
 0XR  H3   H  HCH3  0   0.230   7.1136   0.6305   0.0362
 0XR  H4   H  HCH2  0   0.223   5.3084  -0.7456  -0.9457
 0XR  H5   H  HCH2  0   0.224   5.2865  -0.8418   0.8138
 0XR  H6   H  H     0   0.246   1.5098   1.2334  -0.0027
 0XR  H8   H  H     0   0.244   0.4507  -1.6371  -0.0839
 0XR  H10  H  HCR6  0   0.234  -1.8394  -2.0134  -0.0435
 0XR  H11  H  HCR6  0   0.230  -0.5089   2.0657  -0.0027
 0XR  H12  H  HCR6  0   0.257  -2.8330   2.8153   0.0624
 0XR  H13  H  HOH1  0   0.456  -5.5350   0.5620   0.1707
 0XR  H14  H  HOH1  0   0.452  -4.1522  -2.2726   0.0356

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
 0XR  O4   C4   single    1.343  0.020  1.343
 0XR  O3   C3   single    1.356  0.020  1.356
 0XR  C4   C3   aromatic  1.400  0.020  1.400
 0XR  C4   C5   aromatic  1.389  0.020  1.389
 0XR  C3   C2   aromatic  1.380  0.020  1.380
 0XR  C5   C6   aromatic  1.382  0.020  1.382
 0XR  C2   C1   aromatic  1.399  0.020  1.399
 0XR  C6   C1   aromatic  1.395  0.020  1.395
 0XR  C1   C1'  single    1.453  0.020  1.453
 0XR  C1'  C2'  double    1.339  0.020  1.339
 0XR  C2'  C3'  single    1.470  0.020  1.470
 0XR  C3'  O2'  single    1.328  0.020  1.328
 0XR  C3'  O1'  double    1.210  0.020  1.210
 0XR  O2'  C4'  single    1.433  0.020  1.433
 0XR  C4'  C5'  single    1.509  0.020  1.509
 0XR  C5'  H1   single    0.970  0.020  1.090
 0XR  C5'  H2   single    0.970  0.020  1.090
 0XR  C5'  H3   single    0.970  0.020  1.090
 0XR  C4'  H4   single    0.970  0.020  1.090
 0XR  C4'  H5   single    0.970  0.020  1.090
 0XR  C2'  H6   single    0.930  0.020  1.080
 0XR  C1'  H8   single    0.930  0.020  1.080
 0XR  C2   H10  single    0.930  0.020  1.080
 0XR  C6   H11  single    0.930  0.020  1.080
 0XR  C5   H12  single    0.930  0.020  1.080
 0XR  O4   H13  single    0.850  0.020  0.980
 0XR  O3   H14  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
 0XR  H3   C5'  H2   107.76  3.000
 0XR  H3   C5'  H1   107.81  3.000
 0XR  H2   C5'  H1   108.65  3.000
 0XR  H3   C5'  C4'  109.04  3.000
 0XR  H2   C5'  C4'  111.72  3.000
 0XR  H1   C5'  C4'  111.71  3.000
 0XR  H5   C4'  H4   107.59  3.000
 0XR  H5   C4'  O2'  109.81  3.000
 0XR  H4   C4'  O2'  109.75  3.000
 0XR  H5   C4'  C5'  110.85  3.000
 0XR  H4   C4'  C5'  110.81  3.000
 0XR  O2'  C4'  C5'  108.03  3.000
 0XR  C3'  O2'  C4'  117.87  3.000
 0XR  C2'  C3'  O1'  125.35  3.000
 0XR  O1'  C3'  O2'  123.51  3.000
 0XR  C2'  C3'  O2'  111.14  3.000
 0XR  H6   C2'  C1'  122.29  3.000
 0XR  H6   C2'  C3'  117.26  3.000
 0XR  C1'  C2'  C3'  120.45  3.000
 0XR  H8   C1'  C1   115.42  3.000
 0XR  H8   C1'  C2'  117.36  3.000
 0XR  C1   C1'  C2'  127.22  3.000
 0XR  C6   C1   C2   118.15  3.000
 0XR  C6   C1   C1'  123.45  3.000
 0XR  C2   C1   C1'  118.40  3.000
 0XR  H10  C2   C3   119.38  3.000
 0XR  H10  C2   C1   119.34  3.000
 0XR  C3   C2   C1   121.28  3.000
 0XR  H11  C6   C5   118.44  3.000
 0XR  H11  C6   C1   120.74  3.000
 0XR  C5   C6   C1   120.82  3.000
 0XR  H12  C5   C4   119.01  3.000
 0XR  H12  C5   C6   120.28  3.000
 0XR  C4   C5   C6   120.71  3.000
 0XR  C3   C4   O4   121.67  3.000
 0XR  C3   C4   C5   119.04  3.000
 0XR  O4   C4   C5   119.28  3.000
 0XR  H13  O4   C4   110.32  3.000
 0XR  O3   C3   C4   115.81  3.000
 0XR  C4   C3   C2   119.99  3.000
 0XR  O3   C3   C2   124.19  3.000
 0XR  H14  O3   C3   110.60  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
 0XR  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 0XR  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 0XR  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 0XR  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 0XR  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 0XR  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 0XR  CONST_07  C3   C2   C1   C1'   180.00   0.0  0
 0XR  CONST_08  C5   C6   C1   C1'   180.00   0.0  0
 0XR  CONST_09  O3   C3   C2   C1    180.00   0.0  0
 0XR  CONST_10  O4   C4   C3   C2    180.00   0.0  0
 0XR  CONST_11  O4   C4   C5   C6    180.00   0.0  0
 0XR  CONST_12  O3   C3   C4   C5    180.00   0.0  0
 0XR  CONST_13  H12  C5   C6   C1    180.00   0.0  0
 0XR  CONST_14  H11  C6   C1   C2    180.00   0.0  0
 0XR  CONST_15  H10  C2   C1   C6    180.00   0.0  0
 0XR  Var_01    C2   C1   C1'  C2'  -178.66  30.0  3
 0XR  Var_02    C1   C1'  C2'  C3'   179.61   0.0  2
 0XR  Var_03    C2'  C3'  O2'  C4'   179.68  30.0  2
 0XR  Var_04    C1'  C2'  C3'  O2'  -179.10  30.0  1
 0XR  Var_05    H1   C5'  C4'  O2'   -61.04  30.0  3
 0XR  Var_06    H4   C4'  O2'  C3'    60.08  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
 0XR  plan-1  C1'  0.020
 0XR  plan-1  C1   0.020
 0XR  plan-1  C2   0.020
 0XR  plan-1  C6   0.020
 0XR  plan-1  C5   0.020
 0XR  plan-1  C4   0.020
 0XR  plan-1  O4   0.020
 0XR  plan-1  C3   0.020
 0XR  plan-1  O3   0.020
 0XR  plan-1  H10  0.020
 0XR  plan-1  H11  0.020
 0XR  plan-1  H12  0.020
 0XR  plan-2  C3'  0.020
 0XR  plan-2  C2'  0.020
 0XR  plan-2  C1'  0.020
 0XR  plan-2  C1   0.020
 0XR  plan-2  H6   0.020
 0XR  plan-2  H8   0.020
 0XR  plan-3  O2'  0.020
 0XR  plan-3  C3'  0.020
 0XR  plan-3  O1'  0.020
 0XR  plan-3  C2'  0.020

