# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 06:57:22 2022
#   Inital geometry file: a 68 line input string
#   Ligand name: 1-but-3-enyl-5-methyl-imidazole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cnc(n1CCC=C)C(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
 HQ0  HQ0  "1-but-3-enyl-5-methyl-imidazole-2-carboxylic acid"  ligand  24  13  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HQ0
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
 HQ0  O01  O  O      0  -0.576  40.2711   8.2651  40.5820
 HQ0  C02  C  C      0   0.365  40.0256   9.2666  41.2823
 HQ0  O03  O  OC    -1  -0.580  40.7594  10.2478  41.4800
 HQ0  C04  C  CR5    0   0.244  38.6755   9.3192  41.9778
 HQ0  N05  N  N      0  -0.446  38.2781  10.3423  42.7032
 HQ0  C06  C  CR15   0  -0.270  37.0253  10.0471  43.1313
 HQ0  C07  C  CR5    0   0.270  36.6343   8.8218  42.6660
 HQ0  C08  C  CH3    0  -0.747  35.3513   8.0916  42.8362
 HQ0  N09  N  NR5    0  -0.471  37.6949   8.3638  41.9292
 HQ0  C10  C  CH2    0  -0.321  37.7068   7.0599  41.2873
 HQ0  C11  C  CH2    0  -0.510  38.0660   5.9200  42.2421
 HQ0  C12  C  C1     0  -0.125  39.4501   5.9880  42.8025
 HQ0  C13  C  C2     0  -0.544  40.3486   5.0153  42.7017
 HQ0  H2   H  HCR5   0   0.235  36.4515  10.7237  43.7486
 HQ0  H3   H  HCH3   0   0.248  35.4734   7.1329  43.3435
 HQ0  H4   H  HCH3   0   0.260  34.6702   8.6947  43.4341
 HQ0  H5   H  HCH3   0   0.248  34.8614   7.8923  41.8808
 HQ0  H6   H  HCH2   0   0.279  38.4053   7.0930  40.4600
 HQ0  H7   H  HCH2   0   0.256  36.7109   6.8790  40.8807
 HQ0  H8   H  HCH2   0   0.244  37.3475   5.9060  43.0683
 HQ0  H9   H  HCH2   0   0.246  37.9312   4.9796  41.7025
 HQ0  H10  H  H      0   0.237  39.7097   6.8899  43.3490
 HQ0  H11  H  H      0   0.231  41.3327   5.1029  43.1435
 HQ0  H12  H  H      0   0.227  40.1335   4.0937  42.1727

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
 HQ0  O01  C02  deloc     1.246  0.020  1.246
 HQ0  C10  C11  single    1.530  0.020  1.530
 HQ0  C10  N09  single    1.453  0.020  1.453
 HQ0  C02  O03  deloc     1.241  0.020  1.241
 HQ0  C02  C04  single    1.520  0.020  1.520
 HQ0  C11  C12  single    1.495  0.020  1.495
 HQ0  N09  C04  aromatic  1.370  0.020  1.370
 HQ0  N09  C07  aromatic  1.370  0.020  1.370
 HQ0  C04  N05  aromatic  1.316  0.020  1.316
 HQ0  C07  C08  single    1.486  0.020  1.486
 HQ0  C07  C06  aromatic  1.368  0.020  1.368
 HQ0  N05  C06  aromatic  1.356  0.020  1.356
 HQ0  C12  C13  double    1.328  0.020  1.328
 HQ0  C06  H2   single    0.930  0.020  1.080
 HQ0  C08  H3   single    0.970  0.020  1.090
 HQ0  C08  H4   single    0.970  0.020  1.090
 HQ0  C08  H5   single    0.970  0.020  1.090
 HQ0  C10  H6   single    0.970  0.020  1.090
 HQ0  C10  H7   single    0.970  0.020  1.090
 HQ0  C11  H8   single    0.970  0.020  1.090
 HQ0  C11  H9   single    0.970  0.020  1.090
 HQ0  C12  H10  single    0.930  0.020  1.080
 HQ0  C13  H11  single    0.930  0.020  1.080
 HQ0  C13  H12  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
 HQ0  C04  C02  O03  115.15  3.000
 HQ0  C04  C02  O01  117.38  3.000
 HQ0  O03  C02  O01  127.47  3.000
 HQ0  N09  C04  N05  110.23  3.000
 HQ0  N05  C04  C02  123.20  3.000
 HQ0  N09  C04  C02  126.55  3.000
 HQ0  C06  N05  C04  106.48  3.000
 HQ0  H2   C06  C07  127.11  3.000
 HQ0  H2   C06  N05  122.30  3.000
 HQ0  C07  C06  N05  110.59  3.000
 HQ0  N09  C07  C08  124.44  3.000
 HQ0  C08  C07  C06  130.40  3.000
 HQ0  N09  C07  C06  105.13  3.000
 HQ0  H5   C08  H4   107.51  3.000
 HQ0  H5   C08  H3   107.25  3.000
 HQ0  H4   C08  H3   107.54  3.000
 HQ0  H5   C08  C07  112.14  3.000
 HQ0  H4   C08  C07  109.32  3.000
 HQ0  H3   C08  C07  112.85  3.000
 HQ0  C10  N09  C07  122.94  3.000
 HQ0  C07  N09  C04  107.57  3.000
 HQ0  C10  N09  C04  129.46  3.000
 HQ0  H7   C10  H6   108.00  3.000
 HQ0  H7   C10  C11  108.87  3.000
 HQ0  H6   C10  C11  110.37  3.000
 HQ0  H7   C10  N09  107.81  3.000
 HQ0  H6   C10  N09  108.37  3.000
 HQ0  C11  C10  N09  113.25  3.000
 HQ0  H9   C11  H8   106.30  3.000
 HQ0  H9   C11  C12  109.79  3.000
 HQ0  H8   C11  C12  108.98  3.000
 HQ0  H9   C11  C10  107.71  3.000
 HQ0  H8   C11  C10  109.05  3.000
 HQ0  C12  C11  C10  114.68  3.000
 HQ0  H10  C12  C13  118.99  3.000
 HQ0  H10  C12  C11  116.60  3.000
 HQ0  C13  C12  C11  124.38  3.000
 HQ0  H12  C13  H11  116.64  3.000
 HQ0  H12  C13  C12  121.70  3.000
 HQ0  H11  C13  C12  121.66  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
 HQ0  CONST_01  C06  C07  N09  C04     0.00   0.0  0
 HQ0  CONST_02  C07  C06  N05  C04     0.00   0.0  0
 HQ0  CONST_03  C07  N09  C04  N05     0.00   0.0  0
 HQ0  CONST_04  N09  C07  C06  N05     0.00   0.0  0
 HQ0  CONST_05  N09  C04  N05  C06     0.00   0.0  0
 HQ0  CONST_06  C07  N09  C04  C02   180.00   0.0  0
 HQ0  CONST_07  C06  N05  C04  C02   180.00   0.0  0
 HQ0  CONST_08  C08  C07  N09  C04   180.00   0.0  0
 HQ0  CONST_09  C10  N09  C04  N05   180.00   0.0  0
 HQ0  CONST_10  C08  C07  C06  N05   180.00   0.0  0
 HQ0  CONST_11  C10  N09  C07  C06   180.00   0.0  0
 HQ0  CONST_12  H2   C06  N05  C04   180.00   0.0  0
 HQ0  CONST_13  H2   C06  C07  N09   180.00   0.0  0
 HQ0  Var_01    N09  C04  C02  O01     0.87  30.0  2
 HQ0  Var_02    N05  C04  C02  O01  -177.42  30.0  2
 HQ0  Var_03    N09  C04  C02  O03  -179.47  30.0  2
 HQ0  Var_04    N05  C04  C02  O03     2.24  30.0  2
 HQ0  Var_05    C11  C10  N09  C04    96.36  30.0  2
 HQ0  Var_06    C11  C10  N09  C07   -81.09  30.0  2
 HQ0  Var_07    H6   C10  N09  C04   -26.45  30.0  2
 HQ0  Var_08    H7   C10  N09  C04  -143.12  30.0  2
 HQ0  Var_09    H3   C08  C07  C06  -119.45  30.0  2
 HQ0  Var_10    H4   C08  C07  C06     0.16  30.0  2
 HQ0  Var_11    H5   C08  C07  C06   119.29  30.0  2
 HQ0  Var_12    H6   C10  N09  C07   156.10  30.0  2
 HQ0  Var_13    H7   C10  N09  C07    39.44  30.0  2
 HQ0  Var_14    H3   C08  C07  N09    62.59  30.0  2
 HQ0  Var_15    H4   C08  C07  N09  -177.79  30.0  2
 HQ0  Var_16    H5   C08  C07  N09   -58.66  30.0  2
 HQ0  Var_17    C12  C11  C10  N09   -64.18  30.0  3
 HQ0  Var_18    H8   C11  C10  N09    58.33  30.0  3
 HQ0  Var_19    H9   C11  C10  N09   173.29  30.0  3
 HQ0  Var_20    C13  C12  C11  C10  -124.20  30.0  3
 HQ0  Var_21    H11  C13  C12  C11  -178.64   0.0  2
 HQ0  Var_22    H12  C13  C12  C11     1.37   0.0  2
 HQ0  Var_23    H10  C12  C11  C10    57.58  30.0  3
 HQ0  Var_24    H6   C10  C11  C12    57.52  30.0  2
 HQ0  Var_25    H7   C10  C11  C12   175.90  30.0  2
 HQ0  Var_26    H8   C11  C12  C13   113.26  30.0  2
 HQ0  Var_27    H9   C11  C12  C13    -2.80  30.0  2
 HQ0  Var_28    H11  C13  C12  H10    -0.46   0.0  2
 HQ0  Var_29    H12  C13  C12  H10   179.55   0.0  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
 HQ0  plan-1  C02  0.020
 HQ0  plan-1  C04  0.020
 HQ0  plan-1  N05  0.020
 HQ0  plan-1  C06  0.020
 HQ0  plan-1  C07  0.020
 HQ0  plan-1  C08  0.020
 HQ0  plan-1  N09  0.020
 HQ0  plan-1  C10  0.020
 HQ0  plan-1  H2   0.020
 HQ0  plan-2  O01  0.020
 HQ0  plan-2  C02  0.020
 HQ0  plan-2  O03  0.020
 HQ0  plan-2  C04  0.020
 HQ0  plan-3  C11  0.020
 HQ0  plan-3  C12  0.020
 HQ0  plan-3  C13  0.020
 HQ0  plan-3  H10  0.020
 HQ0  plan-3  H11  0.020
 HQ0  plan-3  H12  0.020

