# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 04:59:03 2022
#   Inital geometry file: a 56 line input string
#   Ligand name: 1-propylimidazole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCn1ccnc1C(O)=O
#
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
 HKR  HKR  "1-propylimidazole-2-carboxylic acid"  ligand  20  11  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HKR
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
 HKR  C10  C  CH2    0  -0.435  31.2212  20.4565   -9.1901
 HKR  C11  C  CH3    0  -0.667  32.3384  20.6787   -8.1815
 HKR  C01  C  CR15   0  -0.226  33.1419  16.4896   -9.1134
 HKR  C02  C  CR15   0  -0.117  33.2182  17.7399   -9.6589
 HKR  N03  N  NR5    0  -0.425  31.9313  18.1588   -9.8189
 HKR  C04  C  CR5    0   0.262  31.1215  17.1617   -9.3599
 HKR  N05  N  N      0  -0.451  31.8421  16.1434   -8.9336
 HKR  C06  C  C      0   0.366  29.6045  17.1724   -9.3641
 HKR  O07  O  O      0  -0.581  29.0464  18.1200   -9.9511
 HKR  O08  O  OC    -1  -0.580  29.0648  16.2180   -8.7828
 HKR  C09  C  CH2    0  -0.294  31.5840  19.4855  -10.3052
 HKR  H1   H  HCH2   0   0.226  30.9589  21.4062   -9.6638
 HKR  H2   H  HCH2   0   0.230  30.3200  20.1047   -8.6865
 HKR  H3   H  HCH3   0   0.232  32.0554  21.4349   -7.4488
 HKR  H4   H  HCH3   0   0.224  32.5753  19.7669   -7.6316
 HKR  H5   H  HCH3   0   0.217  33.2543  21.0164   -8.6705
 HKR  H9   H  HCH2   0   0.242  32.4566  19.8570  -10.8445
 HKR  H10  H  HCH2   0   0.261  30.7664  19.3983  -11.0129
 HKR  H6   H  HCR5   0   0.236  33.9562  15.8314   -8.8486
 HKR  H7   H  HCR5   0   0.279  34.0566  18.3566   -9.9403

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
 HKR  C09  N03  single    1.455  0.020  1.455
 HKR  C09  C10  single    1.523  0.020  1.523
 HKR  C02  N03  aromatic  1.363  0.020  1.363
 HKR  C02  C01  aromatic  1.366  0.020  1.366
 HKR  N03  C04  aromatic  1.364  0.020  1.364
 HKR  O07  C06  deloc     1.247  0.020  1.247
 HKR  C04  C06  single    1.517  0.020  1.517
 HKR  C04  N05  aromatic  1.318  0.020  1.318
 HKR  C01  N05  aromatic  1.357  0.020  1.357
 HKR  C10  C11  single    1.521  0.020  1.521
 HKR  C06  O08  deloc     1.241  0.020  1.241
 HKR  C10  H1   single    0.970  0.020  1.090
 HKR  C10  H2   single    0.970  0.020  1.090
 HKR  C11  H3   single    0.970  0.020  1.090
 HKR  C11  H4   single    0.970  0.020  1.090
 HKR  C11  H5   single    0.970  0.020  1.090
 HKR  C01  H6   single    0.930  0.020  1.080
 HKR  C02  H7   single    0.930  0.020  1.080
 HKR  C09  H9   single    0.970  0.020  1.090
 HKR  C09  H10  single    0.970  0.020  1.090

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
 HKR  H2   C10  H1   106.39  3.000
 HKR  H2   C10  C09  109.23  3.000
 HKR  H1   C10  C09  107.09  3.000
 HKR  H2   C10  C11  110.35  3.000
 HKR  H1   C10  C11  109.67  3.000
 HKR  C09  C10  C11  113.81  3.000
 HKR  H5   C11  H4   107.59  3.000
 HKR  H5   C11  H3   107.71  3.000
 HKR  H4   C11  H3   107.30  3.000
 HKR  H5   C11  C10  111.37  3.000
 HKR  H4   C11  C10  111.82  3.000
 HKR  H3   C11  C10  110.87  3.000
 HKR  H6   C01  N05  122.28  3.000
 HKR  H6   C01  C02  127.85  3.000
 HKR  N05  C01  C02  109.87  3.000
 HKR  H7   C02  N03  121.86  3.000
 HKR  H7   C02  C01  132.15  3.000
 HKR  N03  C02  C01  105.99  3.000
 HKR  C09  N03  C04  129.59  3.000
 HKR  C04  N03  C02  107.24  3.000
 HKR  C09  N03  C02  123.01  3.000
 HKR  C06  C04  N05  123.57  3.000
 HKR  N05  C04  N03  110.42  3.000
 HKR  C06  C04  N03  125.98  3.000
 HKR  C04  N05  C01  106.48  3.000
 HKR  O08  C06  O07  127.63  3.000
 HKR  O08  C06  C04  115.35  3.000
 HKR  O07  C06  C04  117.02  3.000
 HKR  H10  C09  H9   107.92  3.000
 HKR  H10  C09  N03  108.94  3.000
 HKR  H9   C09  N03  106.55  3.000
 HKR  H10  C09  C10  110.45  3.000
 HKR  H9   C09  C10  109.60  3.000
 HKR  N03  C09  C10  113.18  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
 HKR  CONST_01  C04  N03  C02  C01     0.00   0.0  0
 HKR  CONST_02  N03  C04  N05  C01     0.00   0.0  0
 HKR  CONST_03  N05  C04  N03  C02     0.00   0.0  0
 HKR  CONST_04  C04  N05  C01  C02     0.00   0.0  0
 HKR  CONST_05  N05  C01  C02  N03     0.00   0.0  0
 HKR  CONST_06  C09  N03  C02  C01   180.00   0.0  0
 HKR  CONST_07  C06  C04  N05  C01   180.00   0.0  0
 HKR  CONST_08  C06  C04  N03  C02   180.00   0.0  0
 HKR  CONST_09  C09  N03  C04  N05   180.00   0.0  0
 HKR  CONST_10  H6   C01  C02  N03   180.00   0.0  0
 HKR  CONST_11  H7   C02  N03  C04   180.00   0.0  0
 HKR  CONST_12  H6   C01  N05  C04   180.00   0.0  0
 HKR  CONST_13  H7   C02  C01  N05   180.00   0.0  0
 HKR  Var_01    C02  N03  C09  C10   -99.01  30.0  2
 HKR  Var_02    C04  N03  C09  C10    75.90  30.0  2
 HKR  Var_03    O07  C06  C04  N03     7.11  30.0  2
 HKR  Var_04    O08  C06  C04  N03  -173.39  30.0  2
 HKR  Var_05    O07  C06  C04  N05  -170.91  30.0  2
 HKR  Var_06    O08  C06  C04  N05     8.59  30.0  2
 HKR  Var_07    H9   C09  N03  C02    21.52  30.0  2
 HKR  Var_08    H10  C09  N03  C02   137.71  30.0  2
 HKR  Var_09    H9   C09  N03  C04  -163.58  30.0  2
 HKR  Var_10    H10  C09  N03  C04   -47.38  30.0  2
 HKR  Var_11    N03  C09  C10  C11    59.84  30.0  2
 HKR  Var_12    H1   C10  C09  N03  -178.79  30.0  3
 HKR  Var_13    H2   C10  C09  N03   -63.97  30.0  3
 HKR  Var_14    H9   C09  C10  C11   -58.93  30.0  2
 HKR  Var_15    H10  C09  C10  C11  -177.71  30.0  2
 HKR  Var_16    H3   C11  C10  C09   175.81  30.0  3
 HKR  Var_17    H4   C11  C10  C09   -64.50  30.0  3
 HKR  Var_18    H5   C11  C10  C09    55.90  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
 HKR  plan-1  C01  0.020
 HKR  plan-1  C02  0.020
 HKR  plan-1  N03  0.020
 HKR  plan-1  C04  0.020
 HKR  plan-1  N05  0.020
 HKR  plan-1  C06  0.020
 HKR  plan-1  C09  0.020
 HKR  plan-1  H6   0.020
 HKR  plan-1  H7   0.020
 HKR  plan-2  C04  0.020
 HKR  plan-2  C06  0.020
 HKR  plan-2  O07  0.020
 HKR  plan-2  O08  0.020

