# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 14:04:27 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: (~{E})-3-[3-[[3-(2-hydroxy-2-oxoethyl)phenyl]methoxy]phenyl]prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1cccc(COc2cccc(/C=C/C(O)=O)c2)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
 5ON  5ON  '(~{E})-3-[3-[[3-(2-hydroxy-2-oxoethyl)phenyl]methoxy]phenyl]prop-2-enoic acid'  ligand  37  23  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5ON
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
 5ON  O01  O  OC    -1  -0.616  -7.7149  -1.4004   0.5888
 5ON  C02  C  C      0   0.402  -6.4892  -1.5994   0.7195
 5ON  O03  O  O      0  -0.600  -5.9462  -2.5775   1.2713
 5ON  C04  C  C1     0  -0.438  -5.5940  -0.5266   0.1418
 5ON  C05  C  C1     0  -0.252  -4.2621  -0.5684   0.2158
 5ON  C06  C  CR6    0   0.169  -3.3206   0.4267  -0.3047
 5ON  C07  C  CR16   0  -0.424  -1.9725   0.2863   0.0090
 5ON  C08  C  CR6    0   0.408  -1.0216   1.2047  -0.4398
 5ON  O09  O  O2     0  -0.470   0.2505   0.9699  -0.0593
 5ON  C10  C  CH2    0  -0.271   1.2584   1.8949  -0.4497
 5ON  C11  C  CR6    0   0.121   2.5447   1.4447   0.1735
 5ON  C12  C  CR16   0  -0.320   2.8774   1.8450   1.4642
 5ON  C13  C  CR16   0  -0.230   4.0580   1.4018   2.0424
 5ON  C14  C  CR16   0  -0.322   4.9060   0.5583   1.3380
 5ON  C15  C  CR6    0   0.203   4.5934   0.1431   0.0459
 5ON  C16  C  CH2    0  -0.701   5.5007  -0.7724  -0.7117
 5ON  C17  C  C      0   0.423   5.2113  -2.2809  -0.4999
 5ON  O18  O  OC    -1  -0.624   5.9475  -3.0554  -1.1424
 5ON  O19  O  O      0  -0.597   4.2910  -2.5912   0.2753
 5ON  C20  C  CR16   0  -0.361   3.4040   0.5980  -0.5174
 5ON  C21  C  CR16   0  -0.399  -1.4239   2.2773  -1.2288
 5ON  C22  C  CR16   0  -0.218  -2.7730   2.4134  -1.5487
 5ON  C23  C  CR16   0  -0.344  -3.7161   1.5112  -1.0991
 5ON  H2   H  H      0   0.230  -6.0937   0.3086  -0.3405
 5ON  H3   H  H      0   0.237  -3.8105  -1.4179   0.7199
 5ON  H4   H  HCR6   0   0.257  -1.6469  -0.5502   0.6174
 5ON  H5   H  HCH2   0   0.239   1.3475   1.9230  -1.5410
 5ON  H6   H  HCH2   0   0.239   0.9997   2.9032  -0.1097
 5ON  H7   H  HCR6   0   0.248   2.2211   2.5116   2.0110
 5ON  H8   H  HCR6   0   0.250   4.3205   1.7200   3.0433
 5ON  H9   H  HCR6   0   0.244   5.8302   0.2250   1.7964
 5ON  H10  H  HCH2   0   0.245   5.4391  -0.5626  -1.7837
 5ON  H11  H  HCH2   0   0.246   6.5416  -0.5852  -0.4313
 5ON  H13  H  HCR6   0   0.240   3.1476   0.2923  -1.5267
 5ON  H14  H  HCR6   0   0.280  -0.7188   3.0058  -1.6044
 5ON  H15  H  HCR6   0   0.259  -3.0810   3.2485  -2.1648
 5ON  H16  H  HCR6   0   0.247  -4.7542   1.6455  -1.3717

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
 5ON  O03  C02  deloc     1.247  0.020  1.247
 5ON  C02  O01  deloc     1.249  0.020  1.249
 5ON  C02  C04  single    1.512  0.020  1.512
 5ON  C04  C05  double    1.335  0.020  1.335
 5ON  C05  C06  single    1.465  0.020  1.465
 5ON  C06  C07  aromatic  1.391  0.020  1.391
 5ON  C06  C23  aromatic  1.401  0.020  1.401
 5ON  C07  C08  aromatic  1.396  0.020  1.396
 5ON  C10  C11  single    1.498  0.020  1.498
 5ON  C10  O09  single    1.423  0.020  1.423
 5ON  C23  C22  aromatic  1.380  0.020  1.380
 5ON  C12  C11  aromatic  1.392  0.020  1.392
 5ON  C12  C13  aromatic  1.387  0.020  1.387
 5ON  C11  C20  aromatic  1.390  0.020  1.390
 5ON  C08  O09  single    1.348  0.020  1.348
 5ON  C08  C21  aromatic  1.391  0.020  1.391
 5ON  O19  C17  deloc     1.243  0.020  1.243
 5ON  C13  C14  aromatic  1.388  0.020  1.388
 5ON  C20  C15  aromatic  1.392  0.020  1.392
 5ON  C22  C21  aromatic  1.393  0.020  1.393
 5ON  C14  C15  aromatic  1.393  0.020  1.393
 5ON  C15  C16  single    1.495  0.020  1.495
 5ON  C17  C16  single    1.551  0.020  1.551
 5ON  C17  O18  deloc     1.247  0.020  1.247
 5ON  C04  H2   single    0.930  0.020  1.080
 5ON  C05  H3   single    0.930  0.020  1.080
 5ON  C07  H4   single    0.930  0.020  1.080
 5ON  C10  H5   single    0.970  0.020  1.090
 5ON  C10  H6   single    0.970  0.020  1.090
 5ON  C12  H7   single    0.930  0.020  1.080
 5ON  C13  H8   single    0.930  0.020  1.080
 5ON  C14  H9   single    0.930  0.020  1.080
 5ON  C16  H10  single    0.970  0.020  1.090
 5ON  C16  H11  single    0.970  0.020  1.090
 5ON  C20  H13  single    0.930  0.020  1.080
 5ON  C21  H14  single    0.930  0.020  1.080
 5ON  C22  H15  single    0.930  0.020  1.080
 5ON  C23  H16  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
 5ON  C04  C02  O03  117.89  3.000
 5ON  C04  C02  O01  115.35  3.000
 5ON  O03  C02  O01  126.76  3.000
 5ON  H2   C04  C05  120.52  3.000
 5ON  H2   C04  C02  116.29  3.000
 5ON  C05  C04  C02  123.19  3.000
 5ON  H3   C05  C06  115.40  3.000
 5ON  H3   C05  C04  117.72  3.000
 5ON  C06  C05  C04  126.88  3.000
 5ON  C23  C06  C07  118.65  3.000
 5ON  C23  C06  C05  123.07  3.000
 5ON  C07  C06  C05  118.29  3.000
 5ON  H4   C07  C08  118.90  3.000
 5ON  H4   C07  C06  119.69  3.000
 5ON  C08  C07  C06  121.41  3.000
 5ON  C21  C08  O09  124.55  3.000
 5ON  C21  C08  C07  119.52  3.000
 5ON  O09  C08  C07  115.93  3.000
 5ON  C10  O09  C08  118.54  3.000
 5ON  H6   C10  H5   107.76  3.000
 5ON  H6   C10  C11  110.51  3.000
 5ON  H5   C10  C11  110.63  3.000
 5ON  H6   C10  O09  110.24  3.000
 5ON  H5   C10  O09  110.35  3.000
 5ON  C11  C10  O09  107.38  3.000
 5ON  C20  C11  C12  119.23  3.000
 5ON  C20  C11  C10  120.45  3.000
 5ON  C12  C11  C10  120.30  3.000
 5ON  H7   C12  C13  120.11  3.000
 5ON  H7   C12  C11  120.01  3.000
 5ON  C13  C12  C11  119.88  3.000
 5ON  H8   C13  C14  119.98  3.000
 5ON  H8   C13  C12  119.85  3.000
 5ON  C14  C13  C12  120.16  3.000
 5ON  H9   C14  C15  119.47  3.000
 5ON  H9   C14  C13  119.54  3.000
 5ON  C15  C14  C13  120.99  3.000
 5ON  C20  C15  C16  120.89  3.000
 5ON  C16  C15  C14  121.10  3.000
 5ON  C20  C15  C14  118.01  3.000
 5ON  H11  C16  H10  105.78  3.000
 5ON  H11  C16  C17  107.99  3.000
 5ON  H10  C16  C17  108.05  3.000
 5ON  H11  C16  C15  110.04  3.000
 5ON  H10  C16  C15  110.18  3.000
 5ON  C17  C16  C15  114.41  3.000
 5ON  O19  C17  O18  127.13  3.000
 5ON  O18  C17  C16  115.07  3.000
 5ON  O19  C17  C16  117.80  3.000
 5ON  H13  C20  C15  119.08  3.000
 5ON  H13  C20  C11  119.19  3.000
 5ON  C15  C20  C11  121.73  3.000
 5ON  H14  C21  C22  119.08  3.000
 5ON  H14  C21  C08  121.87  3.000
 5ON  C22  C21  C08  119.05  3.000
 5ON  H15  C22  C23  119.68  3.000
 5ON  H15  C22  C21  118.79  3.000
 5ON  C23  C22  C21  121.53  3.000
 5ON  H16  C23  C22  119.50  3.000
 5ON  H16  C23  C06  120.66  3.000
 5ON  C22  C23  C06  119.84  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
 5ON  CONST_01  C21  C08  C07  C06     0.00   0.0  0
 5ON  CONST_02  C21  C22  C23  C06     0.00   0.0  0
 5ON  CONST_03  C22  C23  C06  C07     0.00   0.0  0
 5ON  CONST_04  C22  C21  C08  C07     0.00   0.0  0
 5ON  CONST_05  C23  C06  C07  C08     0.00   0.0  0
 5ON  CONST_06  C23  C22  C21  C08     0.00   0.0  0
 5ON  CONST_07  C14  C13  C12  C11     0.00   0.0  0
 5ON  CONST_08  C14  C15  C20  C11     0.00   0.0  0
 5ON  CONST_09  C15  C20  C11  C12     0.00   0.0  0
 5ON  CONST_10  C15  C14  C13  C12     0.00   0.0  0
 5ON  CONST_11  C20  C11  C12  C13     0.00   0.0  0
 5ON  CONST_12  C20  C15  C14  C13     0.00   0.0  0
 5ON  CONST_13  C08  C07  C06  C05   180.00   0.0  0
 5ON  CONST_14  C22  C23  C06  C05   180.00   0.0  0
 5ON  CONST_15  O09  C08  C07  C06   180.00   0.0  0
 5ON  CONST_16  C22  C21  C08  O09   180.00   0.0  0
 5ON  CONST_17  C13  C12  C11  C10   180.00   0.0  0
 5ON  CONST_18  C15  C20  C11  C10   180.00   0.0  0
 5ON  CONST_19  C16  C15  C20  C11   180.00   0.0  0
 5ON  CONST_20  C16  C15  C14  C13   180.00   0.0  0
 5ON  CONST_21  H15  C22  C23  C06   180.00   0.0  0
 5ON  CONST_22  H16  C23  C06  C07   180.00   0.0  0
 5ON  CONST_23  H14  C21  C08  C07   180.00   0.0  0
 5ON  CONST_24  H8   C13  C12  C11   180.00   0.0  0
 5ON  CONST_25  H13  C20  C11  C12   180.00   0.0  0
 5ON  CONST_26  H9   C14  C13  C12   180.00   0.0  0
 5ON  CONST_27  H7   C12  C13  C14   180.00   0.0  0
 5ON  CONST_28  H4   C07  C08  C21   180.00   0.0  0
 5ON  Var_01    C07  C06  C05  C04   172.48  30.0  2
 5ON  Var_02    C11  C10  O09  C08   176.44  30.0  1
 5ON  Var_03    C12  C11  C10  O09   -86.60  30.0  2
 5ON  Var_04    C21  C08  O09  C10     1.97  30.0  3
 5ON  Var_05    C17  C16  C15  C14    89.39  30.0  2
 5ON  Var_06    C06  C05  C04  C02  -179.53   0.0  2
 5ON  Var_07    O19  C17  C16  C15    -1.10  30.0  2
 5ON  Var_08    C05  C04  C02  O01   178.72  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
 5ON  plan-1  C05  0.020
 5ON  plan-1  C06  0.020
 5ON  plan-1  C07  0.020
 5ON  plan-1  C08  0.020
 5ON  plan-1  O09  0.020
 5ON  plan-1  C21  0.020
 5ON  plan-1  C22  0.020
 5ON  plan-1  C23  0.020
 5ON  plan-1  H4   0.020
 5ON  plan-1  H14  0.020
 5ON  plan-1  H15  0.020
 5ON  plan-1  H16  0.020
 5ON  plan-2  C10  0.020
 5ON  plan-2  C11  0.020
 5ON  plan-2  C12  0.020
 5ON  plan-2  C13  0.020
 5ON  plan-2  C14  0.020
 5ON  plan-2  C15  0.020
 5ON  plan-2  C16  0.020
 5ON  plan-2  C20  0.020
 5ON  plan-2  H7   0.020
 5ON  plan-2  H8   0.020
 5ON  plan-2  H9   0.020
 5ON  plan-2  H13  0.020
 5ON  plan-3  O01  0.020
 5ON  plan-3  C02  0.020
 5ON  plan-3  O03  0.020
 5ON  plan-3  C04  0.020
 5ON  plan-4  C16  0.020
 5ON  plan-4  C17  0.020
 5ON  plan-4  O18  0.020
 5ON  plan-4  O19  0.020
 5ON  plan-5  C02  0.020
 5ON  plan-5  C04  0.020
 5ON  plan-5  C05  0.020
 5ON  plan-5  C06  0.020
 5ON  plan-5  H2   0.020
 5ON  plan-5  H3   0.020

