# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 00:08:24 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: 5-[(1H-imidazol-1-yl)methyl]furan-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1oc(Cn2ccnc2)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
 HLP  HLP  '5-[(1H-imidazol-1-yl)methyl]furan-2-carboxylic acid'  ligand  22  14  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HLP
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
 HLP  N1   N  NR5   0  -0.397  -2.2685   0.0601   0.4901
 HLP  C4   C  CH2   0  -0.441  -1.3977   0.8643   1.3207
 HLP  C5   C  CR15  0  -0.099  -2.8576   0.4469  -0.6819
 HLP  C6   C  CR15  0  -0.213  -3.5223  -0.6560  -1.1334
 HLP  C7   C  CR15  0   0.104  -2.5868  -1.2376   0.6861
 HLP  C8   C  CR15  0  -0.350   0.5953   2.1876   0.3014
 HLP  C2   C  CR5   0   0.226   1.8274   0.3922  -0.1213
 HLP  C3   C  CR5   0   0.391  -0.0649   1.0666   0.6963
 HLP  C9   C  CR15  0  -0.290   1.8339   1.7474  -0.2310
 HLP  N2   N  N     0  -0.454  -3.3469  -1.7018  -0.2704
 HLP  O1   O  O     0  -0.437   3.8825  -0.2639  -1.0266
 HLP  O2   O  OH1   0  -0.593   2.4802  -1.8291  -0.2408
 HLP  O3   O  O     0  -0.410   0.6736  -0.0239   0.4456
 HLP  H42  H  HCH2  0   0.307  -1.8548   1.8367   1.5000
 HLP  H41  H  HCH2  0   0.307  -1.3032   0.3685   2.2884
 HLP  H51  H  HCR5  0   0.293  -2.7591   1.4454  -1.0743
 HLP  H61  H  HCR5  0   0.253  -4.1178  -0.7475  -2.0286
 HLP  H71  H  HCR5  0   0.284  -2.2386  -1.7882   1.5479
 HLP  H81  H  HCR5  0   0.281   0.2364   3.2007   0.3810
 HLP  H91  H  HCR5  0   0.284   2.6238   2.3534  -0.6436
 HLP  H1   H  HOH1  0   0.493   3.1794  -2.4420  -0.5143
 HLP  C1   C  C     0   0.461   2.8375  -0.5843  -0.5125

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
 HLP  O1  C1   double    1.208  0.020  1.208
 HLP  O2  C1   single    1.323  0.020  1.323
 HLP  C1  C2   single    1.458  0.020  1.458
 HLP  C2  C9   aromatic  1.360  0.020  1.360
 HLP  C2  O3   aromatic  1.351  0.020  1.351
 HLP  C9  C8   aromatic  1.418  0.020  1.418
 HLP  O3  C3   aromatic  1.341  0.020  1.341
 HLP  C8  C3   aromatic  1.360  0.020  1.360
 HLP  C3  C4   single    1.486  0.020  1.486
 HLP  C4  N1   single    1.447  0.020  1.447
 HLP  N1  C7   aromatic  1.351  0.020  1.351
 HLP  N1  C5   aromatic  1.368  0.020  1.368
 HLP  C7  N2   aromatic  1.307  0.020  1.307
 HLP  C5  C6   aromatic  1.365  0.020  1.365
 HLP  N2  C6   aromatic  1.367  0.020  1.367
 HLP  C4  H42  single    0.970  0.020  1.090
 HLP  C4  H41  single    0.970  0.020  1.090
 HLP  C5  H51  single    0.930  0.020  1.080
 HLP  C6  H61  single    0.930  0.020  1.080
 HLP  C7  H71  single    0.930  0.020  1.080
 HLP  C8  H81  single    0.930  0.020  1.080
 HLP  C9  H91  single    0.930  0.020  1.080
 HLP  O2  H1   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
 HLP  C7   N1  C5   107.13  3.000
 HLP  C5   N1  C4   126.43  3.000
 HLP  C7   N1  C4   126.33  3.000
 HLP  H41  C4  H42  107.21  3.000
 HLP  H41  C4  C3   110.91  3.000
 HLP  H42  C4  C3   108.91  3.000
 HLP  H41  C4  N1   107.97  3.000
 HLP  H42  C4  N1   109.75  3.000
 HLP  C3   C4  N1   111.97  3.000
 HLP  H51  C5  C6   132.31  3.000
 HLP  H51  C5  N1   122.33  3.000
 HLP  C6   C5  N1   105.36  3.000
 HLP  H61  C6  N2   121.98  3.000
 HLP  H61  C6  C5   127.72  3.000
 HLP  N2   C6  C5   110.30  3.000
 HLP  H71  C7  N2   126.18  3.000
 HLP  H71  C7  N1   121.98  3.000
 HLP  N2   C7  N1   111.85  3.000
 HLP  H81  C8  C9   127.62  3.000
 HLP  H81  C8  C3   126.29  3.000
 HLP  C9   C8  C3   106.09  3.000
 HLP  O3   C2  C9   110.17  3.000
 HLP  O3   C2  C1   119.85  3.000
 HLP  C9   C2  C1   129.98  3.000
 HLP  O3   C3  C8   110.42  3.000
 HLP  C8   C3  C4   132.07  3.000
 HLP  O3   C3  C4   117.52  3.000
 HLP  H91  C9  C2   126.50  3.000
 HLP  H91  C9  C8   127.54  3.000
 HLP  C2   C9  C8   105.96  3.000
 HLP  C7   N2  C6   105.36  3.000
 HLP  H1   O2  C1   110.00  3.000
 HLP  C3   O3  C2   107.36  3.000
 HLP  O2   C1  O1   124.79  3.000
 HLP  O2   C1  C2   112.82  3.000
 HLP  O1   C1  C2   122.39  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
 HLP  CONST_01  C6   N2  C7  N1    0.00   0.0  0
 HLP  CONST_02  N2   C6  C5  N1    0.00   0.0  0
 HLP  CONST_03  N2   C7  N1  C5    0.00   0.0  0
 HLP  CONST_04  C7   N2  C6  C5    0.00   0.0  0
 HLP  CONST_05  C7   N1  C5  C6    0.00   0.0  0
 HLP  CONST_06  O3   C2  C9  C8    0.00   0.0  0
 HLP  CONST_07  C2   O3  C3  C8    0.00   0.0  0
 HLP  CONST_08  C3   C8  C9  C2    0.00   0.0  0
 HLP  CONST_09  C9   C2  O3  C3    0.00   0.0  0
 HLP  CONST_10  O3   C3  C8  C9    0.00   0.0  0
 HLP  CONST_11  C2   O3  C3  C4  180.00   0.0  0
 HLP  CONST_12  C9   C8  C3  C4  180.00   0.0  0
 HLP  CONST_13  N2   C7  N1  C4  180.00   0.0  0
 HLP  CONST_14  C6   C5  N1  C4  180.00   0.0  0
 HLP  CONST_15  C1   C2  C9  C8  180.00   0.0  0
 HLP  CONST_16  C3   O3  C2  C1  180.00   0.0  0
 HLP  CONST_17  H61  C6  C5  N1  180.00   0.0  0
 HLP  CONST_18  H71  C7  N1  C5  180.00   0.0  0
 HLP  CONST_19  H51  C5  N1  C7  180.00   0.0  0
 HLP  CONST_20  H81  C8  C9  C2  180.00   0.0  0
 HLP  CONST_21  H91  C9  C8  C3  180.00   0.0  0
 HLP  CONST_22  H1   O2  C1  C2  180.00   0.0  0
 HLP  Var_01    O3   C3  C4  N1  -60.84  30.0  1
 HLP  Var_02    C3   C4  N1  C5  -71.69  30.0  2
 HLP  Var_03    O1   C1  C2  C9   -0.24  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
 HLP  plan-1  N1   0.020
 HLP  plan-1  C4   0.020
 HLP  plan-1  C5   0.020
 HLP  plan-1  C6   0.020
 HLP  plan-1  C7   0.020
 HLP  plan-1  N2   0.020
 HLP  plan-1  H51  0.020
 HLP  plan-1  H61  0.020
 HLP  plan-1  H71  0.020
 HLP  plan-2  C4   0.020
 HLP  plan-2  C8   0.020
 HLP  plan-2  C2   0.020
 HLP  plan-2  C3   0.020
 HLP  plan-2  C9   0.020
 HLP  plan-2  O3   0.020
 HLP  plan-2  H81  0.020
 HLP  plan-2  H91  0.020
 HLP  plan-2  C1   0.020
 HLP  plan-3  C2   0.020
 HLP  plan-3  O1   0.020
 HLP  plan-3  O2   0.020
 HLP  plan-3  H1   0.020
 HLP  plan-3  C1   0.020

