# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 17:12:15 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: 2-methyl-5-phenylfuran-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1oc(cc1C(O)=O)c2ccccc2
#
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
 2D2  2D2  '2-methyl-5-phenylfuran-3-carboxylic acid'  ligand  25  15  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_2D2
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
 2D2  C1   C  CR5   0   0.411  -0.3218   0.0208   0.0293
 2D2  C2   C  CR6   0   0.005  -1.7737  -0.0439   0.0223
 2D2  C3   C  CR15  0  -0.384   0.6513  -0.9217   0.0458
 2D2  O4   O  O     0  -0.432   0.2545   1.2521   0.0237
 2D2  C5   C  CR16  0  -0.299  -2.5569   1.1131   0.0232
 2D2  C6   C  CR16  0  -0.324  -2.4115  -1.2880   0.0143
 2D2  C7   C  CR5   0  -0.168   1.8944  -0.2154   0.0452
 2D2  C8   C  CR5   0   0.408   1.5857   1.1178   0.0334
 2D2  C9   C  CR16  0  -0.239  -3.9411   1.0219   0.0161
 2D2  C10  C  CR16  0  -0.233  -3.7931  -1.3724   0.0077
 2D2  C11  C  C     0   0.466   3.2385  -0.7863   0.0498
 2D2  C12  C  CH3   0  -0.756   2.3861   2.3613   0.0120
 2D2  C13  C  CR16  0  -0.266  -4.5662  -0.2172   0.0091
 2D2  O14  O  O     0  -0.444   4.2644  -0.1483  -0.0155
 2D2  O15  O  OH1   0  -0.596   3.2110  -2.1121   0.1321
 2D2  H1   H  HCR5  0   0.270   0.5137  -1.9905   0.0545
 2D2  H2   H  HCR6  0   0.256  -2.0949   2.0916   0.0299
 2D2  H3   H  HCR6  0   0.253  -1.8252  -2.1982   0.0123
 2D2  H4   H  HCR6  0   0.261  -4.5339   1.9273   0.0155
 2D2  H5   H  HCR6  0   0.261  -4.2682  -2.3447   0.0016
 2D2  H6   H  HCH3  0   0.269   2.4810   2.7458  -1.0061
 2D2  H7   H  HCH3  0   0.265   1.9139   3.1360   0.6152
 2D2  H8   H  HCH3  0   0.269   3.3865   2.1824   0.3931
 2D2  H9   H  HCR6  0   0.260  -5.6460  -0.2834   0.0043
 2D2  H10  H  HOH1  0   0.487   4.1152  -2.4600   0.1290

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
 2D2  O14  C11  double    1.210  0.020  1.210
 2D2  C11  O15  single    1.329  0.020  1.329
 2D2  C11  C7   single    1.460  0.020  1.460
 2D2  C3   C7   aromatic  1.430  0.020  1.430
 2D2  C3   C1   aromatic  1.355  0.020  1.355
 2D2  C6   C10  aromatic  1.384  0.020  1.384
 2D2  C6   C2   aromatic  1.398  0.020  1.398
 2D2  C10  C13  aromatic  1.390  0.020  1.390
 2D2  C7   C8   aromatic  1.368  0.020  1.368
 2D2  C1   C2   single    1.453  0.020  1.453
 2D2  C1   O4   aromatic  1.360  0.020  1.360
 2D2  C2   C5   aromatic  1.397  0.020  1.397
 2D2  C13  C9   aromatic  1.388  0.020  1.388
 2D2  C8   O4   aromatic  1.338  0.020  1.338
 2D2  C8   C12  single    1.479  0.020  1.479
 2D2  C5   C9   aromatic  1.387  0.020  1.387
 2D2  C3   H1   single    0.930  0.020  1.080
 2D2  C5   H2   single    0.930  0.020  1.080
 2D2  C6   H3   single    0.930  0.020  1.080
 2D2  C9   H4   single    0.930  0.020  1.080
 2D2  C10  H5   single    0.930  0.020  1.080
 2D2  C12  H6   single    0.970  0.020  1.090
 2D2  C12  H7   single    0.970  0.020  1.090
 2D2  C12  H8   single    0.970  0.020  1.090
 2D2  C13  H9   single    0.930  0.020  1.080
 2D2  O15  H10  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
 2D2  O4   C1   C3   109.01  3.000
 2D2  O4   C1   C2   117.63  3.000
 2D2  C3   C1   C2   133.37  3.000
 2D2  C6   C2   C5   118.77  3.000
 2D2  C5   C2   C1   121.54  3.000
 2D2  C6   C2   C1   119.69  3.000
 2D2  H1   C3   C7   126.94  3.000
 2D2  H1   C3   C1   126.75  3.000
 2D2  C7   C3   C1   106.31  3.000
 2D2  C8   O4   C1   109.31  3.000
 2D2  H2   C5   C9   119.04  3.000
 2D2  H2   C5   C2   120.63  3.000
 2D2  C9   C5   C2   120.32  3.000
 2D2  H3   C6   C10  119.29  3.000
 2D2  H3   C6   C2   120.07  3.000
 2D2  C10  C6   C2   120.64  3.000
 2D2  C11  C7   C8   126.05  3.000
 2D2  C8   C7   C3   106.57  3.000
 2D2  C11  C7   C3   127.38  3.000
 2D2  C12  C8   C7   134.20  3.000
 2D2  C12  C8   O4   116.99  3.000
 2D2  C7   C8   O4   108.80  3.000
 2D2  H4   C9   C13  120.01  3.000
 2D2  H4   C9   C5   119.44  3.000
 2D2  C13  C9   C5   120.54  3.000
 2D2  H5   C10  C13  120.17  3.000
 2D2  H5   C10  C6   119.54  3.000
 2D2  C13  C10  C6   120.29  3.000
 2D2  O15  C11  O14  123.17  3.000
 2D2  O15  C11  C7   111.79  3.000
 2D2  O14  C11  C7   125.04  3.000
 2D2  H8   C12  H7   108.80  3.000
 2D2  H8   C12  H6   107.77  3.000
 2D2  H7   C12  H6   107.66  3.000
 2D2  H8   C12  C8   110.80  3.000
 2D2  H7   C12  C8   110.81  3.000
 2D2  H6   C12  C8   110.88  3.000
 2D2  H9   C13  C10  120.28  3.000
 2D2  H9   C13  C9   120.28  3.000
 2D2  C10  C13  C9   119.44  3.000
 2D2  H10  O15  C11  109.80  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
 2D2  CONST_01  C8   C7   C3   C1    0.00   0.0  0
 2D2  CONST_02  C10  C6   C2   C1  180.00   0.0  0
 2D2  CONST_03  C9   C5   C2   C1  180.00   0.0  0
 2D2  CONST_04  C7   C8   O4   C1    0.00   0.0  0
 2D2  CONST_05  C13  C10  C6   C2    0.00   0.0  0
 2D2  CONST_06  C7   C3   C1   C2  180.00   0.0  0
 2D2  CONST_07  C8   O4   C1   C2  180.00   0.0  0
 2D2  CONST_08  C13  C9   C5   C2    0.00   0.0  0
 2D2  CONST_09  O4   C8   C7   C3    0.00   0.0  0
 2D2  CONST_10  C6   C2   C1   C3    0.00   0.0  0
 2D2  CONST_11  C5   C2   C1   C3  180.00   0.0  0
 2D2  CONST_12  C8   O4   C1   C3    0.00   0.0  0
 2D2  CONST_13  C7   C3   C1   O4    0.00   0.0  0
 2D2  CONST_14  C6   C2   C1   O4  180.00   0.0  0
 2D2  CONST_15  C5   C2   C1   O4    0.00   0.0  0
 2D2  CONST_16  C10  C6   C2   C5    0.00   0.0  0
 2D2  CONST_17  C10  C13  C9   C5    0.00   0.0  0
 2D2  CONST_18  C9   C13  C10  C6    0.00   0.0  0
 2D2  CONST_19  C9   C5   C2   C6    0.00   0.0  0
 2D2  CONST_20  C11  C7   C3   C1  180.00   0.0  0
 2D2  CONST_21  C12  C8   O4   C1  180.00   0.0  0
 2D2  CONST_22  C12  C8   C7   C3  180.00   0.0  0
 2D2  CONST_23  C11  C7   C8   O4  180.00   0.0  0
 2D2  CONST_24  H3   C6   C2   C1    0.00   0.0  0
 2D2  CONST_25  H2   C5   C2   C1    0.00   0.0  0
 2D2  CONST_26  H5   C10  C6   C2  180.00   0.0  0
 2D2  CONST_27  H1   C3   C1   C2    0.00   0.0  0
 2D2  CONST_28  H4   C9   C5   C2  180.00   0.0  0
 2D2  CONST_29  H9   C13  C9   C5  180.00   0.0  0
 2D2  CONST_30  H10  O15  C11  C7  180.00   0.0  0
 2D2  Var_01    O14  C11  C7   C3  176.26  30.0  2
 2D2  Var_02    H6   C12  C8   O4  -81.89  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
 2D2  plan-1  C1   0.020
 2D2  plan-1  C2   0.020
 2D2  plan-1  C3   0.020
 2D2  plan-1  O4   0.020
 2D2  plan-1  C7   0.020
 2D2  plan-1  C8   0.020
 2D2  plan-1  C11  0.020
 2D2  plan-1  C12  0.020
 2D2  plan-1  H1   0.020
 2D2  plan-2  C1   0.020
 2D2  plan-2  C2   0.020
 2D2  plan-2  C5   0.020
 2D2  plan-2  C6   0.020
 2D2  plan-2  C9   0.020
 2D2  plan-2  C10  0.020
 2D2  plan-2  C13  0.020
 2D2  plan-2  H2   0.020
 2D2  plan-2  H3   0.020
 2D2  plan-2  H4   0.020
 2D2  plan-2  H5   0.020
 2D2  plan-2  H9   0.020
 2D2  plan-3  C7   0.020
 2D2  plan-3  C11  0.020
 2D2  plan-3  O14  0.020
 2D2  plan-3  O15  0.020
 2D2  plan-3  H10  0.020

