# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 13:05:36 2020
#   Inital geometry file: a 52 line input string
#   Ligand name: 1-benzofuran-7-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc2ccoc12
#
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
 AKH  AKH  '1-benzofuran-7-carboxylic acid'  ligand  18  12  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AKH
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
 AKH  C6   C  CR16  0  -0.325  -1.6016   1.8852  -0.0345
 AKH  C5   C  CR56  0   0.050  -1.6735   0.4948  -0.0165
 AKH  C1   C  CR15  0  -0.370  -2.7439  -0.4631  -0.0145
 AKH  C2   C  CR15  0   0.019  -2.1504  -1.6699   0.0052
 AKH  C7   C  CR16  0  -0.256  -0.3509   2.4790  -0.0328
 AKH  C8   C  CR16  0  -0.282   0.8134   1.7116  -0.0142
 AKH  C9   C  CR6   0  -0.184   0.7747   0.3183   0.0059
 AKH  C10  C  C     0   0.539   1.9946  -0.5153   0.0327
 AKH  O11  O  OH1   0  -0.595   3.1082   0.2035  -0.0170
 AKH  C4   C  CR56  0   0.390  -0.4952  -0.2590   0.0041
 AKH  O12  O  O     0  -0.432   1.9873  -1.7210   0.0931
 AKH  O3   O  O     0  -0.418  -0.7926  -1.5696   0.0166
 AKH  H6   H  HCR6  0   0.270  -2.4995   2.4887  -0.0501
 AKH  H7A  H  HCR6  0   0.268  -0.2675   3.5571  -0.0455
 AKH  H1   H  HCR5  0   0.273  -3.8038  -0.2687  -0.0265
 AKH  H2   H  HCR5  0   0.291  -2.5457  -2.6727   0.0146
 AKH  H4   H  HCR6  0   0.274   1.7666   2.2209  -0.0130
 AKH  H11  H  HOH1  0   0.489   3.8785  -0.3834   0.0078

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
 AKH  C6   C5   aromatic  1.392  0.020  1.392
 AKH  C6   C7   aromatic  1.384  0.020  1.384
 AKH  C5   C1   aromatic  1.436  0.020  1.436
 AKH  C5   C4   aromatic  1.399  0.020  1.399
 AKH  C1   C2   aromatic  1.345  0.020  1.345
 AKH  C2   O3   aromatic  1.361  0.020  1.361
 AKH  C7   C8   aromatic  1.395  0.020  1.395
 AKH  C8   C9   aromatic  1.394  0.020  1.394
 AKH  C9   C10  single    1.478  0.020  1.478
 AKH  C9   C4   aromatic  1.395  0.020  1.395
 AKH  C10  O11  single    1.326  0.020  1.326
 AKH  C10  O12  double    1.207  0.020  1.207
 AKH  C6   H6   single    0.930  0.020  1.080
 AKH  C7   H7A  single    0.930  0.020  1.080
 AKH  C1   H1   single    0.930  0.020  1.080
 AKH  C2   H2   single    0.930  0.020  1.080
 AKH  C8   H4   single    0.930  0.020  1.080
 AKH  O11  H11  single    0.850  0.020  0.980
 AKH  O3   C4   aromatic  1.344  0.020  1.344

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
 AKH  H6   C6   C7   120.69  3.000
 AKH  H6   C6   C5   120.95  3.000
 AKH  C7   C6   C5   118.36  3.000
 AKH  C4   C5   C1   105.56  3.000
 AKH  C4   C5   C6   119.66  3.000
 AKH  C1   C5   C6   134.78  3.000
 AKH  H1   C1   C2   126.58  3.000
 AKH  H1   C1   C5   127.78  3.000
 AKH  C2   C1   C5   105.64  3.000
 AKH  H2   C2   O3   115.74  3.000
 AKH  H2   C2   C1   132.30  3.000
 AKH  O3   C2   C1   111.97  3.000
 AKH  H7A  C7   C8   118.97  3.000
 AKH  H7A  C7   C6   119.82  3.000
 AKH  C8   C7   C6   121.21  3.000
 AKH  H4   C8   C9   119.70  3.000
 AKH  H4   C8   C7   118.49  3.000
 AKH  C9   C8   C7   121.81  3.000
 AKH  C4   C9   C10  121.20  3.000
 AKH  C4   C9   C8   116.03  3.000
 AKH  C10  C9   C8   122.76  3.000
 AKH  O12  C10  O11  123.24  3.000
 AKH  O12  C10  C9   124.00  3.000
 AKH  O11  C10  C9   112.75  3.000
 AKH  H11  O11  C10  109.78  3.000
 AKH  O3   C4   C9   127.23  3.000
 AKH  O3   C4   C5   109.83  3.000
 AKH  C9   C4   C5   122.94  3.000
 AKH  C4   O3   C2   107.00  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
 AKH  CONST_01  C2   C1   C5   C6   180.00   0.0  0
 AKH  CONST_02  C9   C4   C5   C6     0.00   0.0  0
 AKH  CONST_03  O3   C4   C5   C6   180.00   0.0  0
 AKH  CONST_04  C9   C8   C7   C6     0.00   0.0  0
 AKH  CONST_05  C8   C7   C6   C5     0.00   0.0  0
 AKH  CONST_06  O3   C2   C1   C5     0.00   0.0  0
 AKH  CONST_07  C8   C9   C4   C5     0.00   0.0  0
 AKH  CONST_08  C2   O3   C4   C5     0.00   0.0  0
 AKH  CONST_09  C7   C6   C5   C1   180.00   0.0  0
 AKH  CONST_10  C9   C4   C5   C1   180.00   0.0  0
 AKH  CONST_11  O3   C4   C5   C1     0.00   0.0  0
 AKH  CONST_12  C4   O3   C2   C1     0.00   0.0  0
 AKH  CONST_13  C4   C5   C1   C2     0.00   0.0  0
 AKH  CONST_14  C9   C4   O3   C2   180.00   0.0  0
 AKH  CONST_15  C4   C5   C6   C7     0.00   0.0  0
 AKH  CONST_16  C4   C9   C8   C7     0.00   0.0  0
 AKH  CONST_17  O3   C4   C9   C8   180.00   0.0  0
 AKH  CONST_18  C10  C9   C4   C5   180.00   0.0  0
 AKH  CONST_19  C10  C9   C8   C7   180.00   0.0  0
 AKH  CONST_20  O3   C4   C9   C10    0.00   0.0  0
 AKH  CONST_21  H1   C1   C5   C6     0.00   0.0  0
 AKH  CONST_22  H4   C8   C7   C6   180.00   0.0  0
 AKH  CONST_23  H7A  C7   C6   C5   180.00   0.0  0
 AKH  CONST_24  H2   C2   C1   C5   180.00   0.0  0
 AKH  CONST_25  H6   C6   C5   C1     0.00   0.0  0
 AKH  CONST_26  H11  O11  C10  C9   180.00   0.0  0
 AKH  Var_01    O11  C10  C9   C8    -2.46  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
 AKH  plan-1  C6   0.020
 AKH  plan-1  C5   0.020
 AKH  plan-1  C1   0.020
 AKH  plan-1  C2   0.020
 AKH  plan-1  C7   0.020
 AKH  plan-1  C8   0.020
 AKH  plan-1  C9   0.020
 AKH  plan-1  C10  0.020
 AKH  plan-1  C4   0.020
 AKH  plan-1  O3   0.020
 AKH  plan-1  H6   0.020
 AKH  plan-1  H7A  0.020
 AKH  plan-1  H1   0.020
 AKH  plan-1  H2   0.020
 AKH  plan-1  H4   0.020
 AKH  plan-2  C9   0.020
 AKH  plan-2  C10  0.020
 AKH  plan-2  O11  0.020
 AKH  plan-2  O12  0.020
 AKH  plan-2  H11  0.020

