# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 07:34:07 2022
#   Inital geometry file: a 68 line input string
#   Ligand name: 1-but-3-enyl-4-methyl-imidazole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cn(CCC=C)c(n1)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
 HQR  HQR  "1-but-3-enyl-4-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 PERFECT
;

data_comp_HQR
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
 HQR  C01  C  CH3    0  -0.741  -11.0688  22.7960  -13.9200
 HQR  C02  C  CR5    0   0.119  -10.2562  22.0779  -12.8981
 HQR  C03  C  CR15   0  -0.143   -9.0741  22.4662  -12.3327
 HQR  N04  N  NR5    0  -0.425   -8.7316  21.4875  -11.4432
 HQR  C05  C  CH2    0  -0.324   -7.4660  21.4945  -10.7305
 HQR  C06  C  CH2    0  -0.502   -6.2993  21.0414  -11.6109
 HQR  C07  C  C1     0  -0.145   -6.4276  19.6358  -12.1046
 HQR  C08  C  C2     0  -0.534   -5.5659  18.6609  -11.8387
 HQR  C09  C  CR5    0   0.256   -9.7006  20.5317  -11.5059
 HQR  C10  C  C      0   0.362   -9.7565  19.2532  -10.6855
 HQR  O11  O  OC    -1  -0.580   -8.9727  19.1608   -9.7209
 HQR  O12  O  O      0  -0.578  -10.5989  18.4225  -11.0590
 HQR  N13  N  N      0  -0.469  -10.6280  20.8780  -12.3769
 HQR  H1   H  HCH3   0   0.234  -11.2000  22.1952  -14.8218
 HQR  H2   H  HCH3   0   0.234  -12.0662  23.0344  -13.5458
 HQR  H3   H  HCH3   0   0.236  -10.5921  23.7311  -14.2112
 HQR  H4   H  HCR5   0   0.274   -8.4588  23.3394  -12.4837
 HQR  H5   H  HCH2   0   0.256   -7.2829  22.5154  -10.3931
 HQR  H6   H  HCH2   0   0.276   -7.5591  20.8586   -9.8582
 HQR  H7   H  HCH2   0   0.246   -5.3789  21.1520  -11.0327
 HQR  H8   H  HCH2   0   0.242   -6.2200  21.7234  -12.4636
 HQR  H9   H  H      0   0.242   -7.2885  19.4175  -12.7303
 HQR  H10  H  H      0   0.233   -5.7052  17.6598  -12.2256
 HQR  H11  H  H      0   0.229   -4.6895  18.8279  -11.2229

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
 HQR  C01  C02  single    1.490  0.020  1.490
 HQR  C02  N13  aromatic  1.360  0.020  1.360
 HQR  C02  C03  aromatic  1.367  0.020  1.367
 HQR  N13  C09  aromatic  1.319  0.020  1.319
 HQR  C07  C08  double    1.328  0.020  1.328
 HQR  C07  C06  single    1.495  0.020  1.495
 HQR  C03  N04  aromatic  1.366  0.020  1.366
 HQR  C09  N04  aromatic  1.363  0.020  1.363
 HQR  C09  C10  single    1.520  0.020  1.520
 HQR  N04  C05  single    1.452  0.020  1.452
 HQR  C06  C05  single    1.530  0.020  1.530
 HQR  O12  C10  deloc     1.241  0.020  1.241
 HQR  C10  O11  deloc     1.246  0.020  1.246
 HQR  C01  H1   single    0.970  0.020  1.090
 HQR  C01  H2   single    0.970  0.020  1.090
 HQR  C01  H3   single    0.970  0.020  1.090
 HQR  C03  H4   single    0.930  0.020  1.080
 HQR  C05  H5   single    0.970  0.020  1.090
 HQR  C05  H6   single    0.970  0.020  1.090
 HQR  C06  H7   single    0.970  0.020  1.090
 HQR  C06  H8   single    0.970  0.020  1.090
 HQR  C07  H9   single    0.930  0.020  1.080
 HQR  C08  H10  single    0.930  0.020  1.080
 HQR  C08  H11  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
 HQR  H3   C01  H2   107.70  3.000
 HQR  H3   C01  H1   107.71  3.000
 HQR  H2   C01  H1   107.08  3.000
 HQR  H3   C01  C02  111.00  3.000
 HQR  H2   C01  C02  111.62  3.000
 HQR  H1   C01  C02  111.53  3.000
 HQR  N13  C02  C03  109.18  3.000
 HQR  C03  C02  C01  128.21  3.000
 HQR  N13  C02  C01  122.61  3.000
 HQR  H4   C03  N04  121.87  3.000
 HQR  H4   C03  C02  131.71  3.000
 HQR  N04  C03  C02  106.42  3.000
 HQR  C09  N04  C05  130.22  3.000
 HQR  C05  N04  C03  122.31  3.000
 HQR  C09  N04  C03  107.11  3.000
 HQR  H6   C05  H5   108.34  3.000
 HQR  H6   C05  C06  110.78  3.000
 HQR  H5   C05  C06  109.09  3.000
 HQR  H6   C05  N04  108.50  3.000
 HQR  H5   C05  N04  107.62  3.000
 HQR  C06  C05  N04  112.37  3.000
 HQR  H8   C06  H7   106.74  3.000
 HQR  H8   C06  C07  109.55  3.000
 HQR  H7   C06  C07  110.01  3.000
 HQR  H8   C06  C05  108.60  3.000
 HQR  H7   C06  C05  107.93  3.000
 HQR  C07  C06  C05  113.76  3.000
 HQR  H9   C07  C08  118.81  3.000
 HQR  H9   C07  C06  116.55  3.000
 HQR  C08  C07  C06  124.63  3.000
 HQR  H11  C08  H10  116.72  3.000
 HQR  H11  C08  C07  121.68  3.000
 HQR  H10  C08  C07  121.60  3.000
 HQR  N13  C09  C10  123.47  3.000
 HQR  C10  C09  N04  126.25  3.000
 HQR  N13  C09  N04  110.27  3.000
 HQR  O12  C10  O11  127.62  3.000
 HQR  O11  C10  C09  117.19  3.000
 HQR  O12  C10  C09  115.19  3.000
 HQR  C09  N13  C02  107.01  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
 HQR  CONST_01  N04  C09  N13  C02     0.00   0.0  0
 HQR  CONST_02  C09  N04  C03  C02     0.00   0.0  0
 HQR  CONST_03  C09  N13  C02  C03     0.00   0.0  0
 HQR  CONST_04  N13  C09  N04  C03     0.00   0.0  0
 HQR  CONST_05  N13  C02  C03  N04     0.00   0.0  0
 HQR  CONST_06  C09  N13  C02  C01   180.00   0.0  0
 HQR  CONST_07  N04  C03  C02  C01   180.00   0.0  0
 HQR  CONST_08  C10  C09  N13  C02   180.00   0.0  0
 HQR  CONST_09  C05  N04  C03  C02   180.00   0.0  0
 HQR  CONST_10  C10  C09  N04  C03   180.00   0.0  0
 HQR  CONST_11  N13  C09  N04  C05   180.00   0.0  0
 HQR  CONST_12  H4   C03  N04  C09   180.00   0.0  0
 HQR  CONST_13  H4   C03  C02  N13   180.00   0.0  0
 HQR  Var_01    C06  C05  N04  C03   -77.08  30.0  2
 HQR  Var_02    O12  C10  C09  N04  -168.38  30.0  2
 HQR  Var_03    O11  C10  C09  N04    12.23  30.0  2
 HQR  Var_04    C09  N04  C05  C06    95.06  30.0  2
 HQR  Var_05    N13  C09  C10  O11  -166.35  30.0  3
 HQR  Var_06    N13  C09  C10  O12    13.05  30.0  3
 HQR  Var_07    H1   C01  C02  C03   120.88  30.0  2
 HQR  Var_08    H2   C01  C02  C03  -119.39  30.0  2
 HQR  Var_09    H3   C01  C02  C03     0.78  30.0  2
 HQR  Var_10    H5   C05  N04  C03    43.04  30.0  2
 HQR  Var_11    H6   C05  N04  C03   160.07  30.0  2
 HQR  Var_12    H5   C05  N04  C09  -144.82  30.0  2
 HQR  Var_13    H6   C05  N04  C09   -27.79  30.0  2
 HQR  Var_14    H1   C01  C02  N13   -59.35  30.0  2
 HQR  Var_15    H2   C01  C02  N13    60.38  30.0  2
 HQR  Var_16    H3   C01  C02  N13  -179.46  30.0  2
 HQR  Var_17    C07  C06  C05  N04   -62.21  30.0  1
 HQR  Var_18    H7   C06  C05  N04   175.42  30.0  1
 HQR  Var_19    H8   C06  C05  N04    60.06  30.0  1
 HQR  Var_20    C08  C07  C06  C05  -119.25  30.0  1
 HQR  Var_21    H10  C08  C07  C06  -179.77   0.0  2
 HQR  Var_22    H11  C08  C07  C06     0.32   0.0  2
 HQR  Var_23    H9   C07  C06  C05    61.28  30.0  1
 HQR  Var_24    H5   C05  C06  C07   178.53  30.0  3
 HQR  Var_25    H6   C05  C06  C07    59.35  30.0  3
 HQR  Var_26    H7   C06  C07  C08     1.97  30.0  3
 HQR  Var_27    H8   C06  C07  C08   119.01  30.0  3
 HQR  Var_28    H10  C08  C07  H9     -0.32   0.0  2
 HQR  Var_29    H11  C08  C07  H9    179.77   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
 HQR  plan-1  C01  0.020
 HQR  plan-1  C02  0.020
 HQR  plan-1  C03  0.020
 HQR  plan-1  N04  0.020
 HQR  plan-1  C05  0.020
 HQR  plan-1  C09  0.020
 HQR  plan-1  C10  0.020
 HQR  plan-1  N13  0.020
 HQR  plan-1  H4   0.020
 HQR  plan-2  C09  0.020
 HQR  plan-2  C10  0.020
 HQR  plan-2  O11  0.020
 HQR  plan-2  O12  0.020
 HQR  plan-3  C06  0.020
 HQR  plan-3  C07  0.020
 HQR  plan-3  C08  0.020
 HQR  plan-3  H9   0.020
 HQR  plan-3  H10  0.020
 HQR  plan-3  H11  0.020

