# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 05:41:16 2022
#   Inital geometry file: a 58 line input string
#   Ligand name: 1-cyclobutylimidazole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1nccn1C2CCC2
#
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
 HM0  HM0  "1-cyclobutylimidazole-2-carboxylic acid"  ligand  21  12  .  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_HM0
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
 HM0  C10  C  C      0  -0.457  32.0499  20.3326  -12.2776
 HM0  C11  C  C      0  -0.461  32.1016  18.8159  -12.5538
 HM0  O01  O  OC    -1  -0.580  28.5095  16.6800   -8.5146
 HM0  C02  C  C      0   0.365  29.2068  17.4412   -9.2026
 HM0  C03  C  CR5    0   0.265  30.5930  16.9232   -9.5393
 HM0  N04  N  N      0  -0.454  31.1393  15.8793   -8.9516
 HM0  C05  C  CR15   0  -0.226  32.3851  15.7543   -9.4747
 HM0  C06  C  CR15   0  -0.119  32.6043  16.7339  -10.4008
 HM0  N07  N  NR5    0  -0.457  31.4577  17.4725  -10.4436
 HM0  C08  C  C      0  -0.052  31.2527  18.6325  -11.2862
 HM0  C09  C  C      0  -0.442  31.7295  20.0096  -10.8060
 HM0  O12  O  O      0  -0.579  28.9076  18.5739   -9.6274
 HM0  H1   H  H      0   0.237  32.9513  20.9071  -12.4835
 HM0  H2   H  H      0   0.233  31.2078  20.8079  -12.7812
 HM0  H3   H  H      0   0.242  31.6869  18.4384  -13.4881
 HM0  H4   H  H      0   0.237  33.1206  18.4441  -12.4460
 HM0  H6   H  HCR5   0   0.238  33.0641  14.9725   -9.1684
 HM0  H7   H  HCR5   0   0.280  33.4592  16.9426  -11.0204
 HM0  H8   H  H      0   0.265  30.1986  18.6790  -11.5401
 HM0  H9   H  H      0   0.230  32.6413  19.9287  -10.2109
 HM0  H10  H  H      0   0.236  31.0098  20.6313  -10.2754

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
 HM0  C11  C10  single    1.543  0.020  1.543
 HM0  C11  C08  single    1.537  0.020  1.537
 HM0  C10  C09  single    1.540  0.020  1.540
 HM0  C08  C09  single    1.534  0.020  1.534
 HM0  C08  N07  single    1.448  0.020  1.448
 HM0  N07  C06  aromatic  1.365  0.020  1.365
 HM0  N07  C03  aromatic  1.366  0.020  1.366
 HM0  C06  C05  aromatic  1.366  0.020  1.366
 HM0  O12  C02  deloc     1.246  0.020  1.246
 HM0  C03  C02  single    1.518  0.020  1.518
 HM0  C03  N04  aromatic  1.317  0.020  1.317
 HM0  C05  N04  aromatic  1.357  0.020  1.357
 HM0  C02  O01  deloc     1.241  0.020  1.241
 HM0  C10  H1   single    0.970  0.020  1.090
 HM0  C10  H2   single    0.970  0.020  1.090
 HM0  C11  H3   single    0.970  0.020  1.090
 HM0  C11  H4   single    0.970  0.020  1.090
 HM0  C05  H6   single    0.930  0.020  1.080
 HM0  C06  H7   single    0.930  0.020  1.080
 HM0  C08  H8   single    0.970  0.020  1.090
 HM0  C09  H9   single    0.970  0.020  1.090
 HM0  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
 HM0  H2   C10  H1   108.79  3.000
 HM0  H2   C10  C09  111.84  3.000
 HM0  H1   C10  C09  117.62  3.000
 HM0  H2   C10  C11  111.83  3.000
 HM0  H1   C10  C11  117.22  3.000
 HM0  C09  C10  C11   88.39  3.000
 HM0  H4   C11  H3   108.80  3.000
 HM0  H4   C11  C08  113.22  3.000
 HM0  H3   C11  C08  117.11  3.000
 HM0  H4   C11  C10  110.42  3.000
 HM0  H3   C11  C10  118.78  3.000
 HM0  C08  C11  C10   87.20  3.000
 HM0  O12  C02  C03  116.99  3.000
 HM0  C03  C02  O01  115.28  3.000
 HM0  O12  C02  O01  127.72  3.000
 HM0  N07  C03  N04  110.58  3.000
 HM0  N04  C03  C02  123.40  3.000
 HM0  N07  C03  C02  125.99  3.000
 HM0  C05  N04  C03  106.37  3.000
 HM0  H6   C05  C06  127.64  3.000
 HM0  H6   C05  N04  122.32  3.000
 HM0  C06  C05  N04  110.04  3.000
 HM0  H7   C06  N07  122.99  3.000
 HM0  H7   C06  C05  131.06  3.000
 HM0  N07  C06  C05  105.94  3.000
 HM0  C08  N07  C06  124.80  3.000
 HM0  C06  N07  C03  107.06  3.000
 HM0  C08  N07  C03  128.13  3.000
 HM0  H8   C08  C09  109.67  3.000
 HM0  H8   C08  N07  107.93  3.000
 HM0  C09  C08  N07  119.52  3.000
 HM0  H8   C08  C11  109.79  3.000
 HM0  N07  C08  C11  119.82  3.000
 HM0  C09  C08  C11   88.82  3.000
 HM0  H10  C09  H9   109.19  3.000
 HM0  H10  C09  C08  117.36  3.000
 HM0  H9   C09  C08  111.32  3.000
 HM0  H10  C09  C10  118.90  3.000
 HM0  H9   C09  C10  111.26  3.000
 HM0  C08  C09  C10   87.35  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
 HM0  CONST_01  C05  C06  N07  C03     0.00   0.0  0
 HM0  CONST_02  C06  C05  N04  C03     0.00   0.0  0
 HM0  CONST_03  C06  N07  C03  N04     0.00   0.0  0
 HM0  CONST_04  N07  C06  C05  N04     0.00   0.0  0
 HM0  CONST_05  N07  C03  N04  C05     0.00   0.0  0
 HM0  CONST_06  C08  N07  C03  N04   180.00   0.0  0
 HM0  CONST_07  C08  N07  C06  C05   180.00   0.0  0
 HM0  CONST_08  C08  N07  C03  C02     0.00   0.0  0
 HM0  CONST_09  C06  N07  C03  C02   180.00   0.0  0
 HM0  CONST_10  C05  N04  C03  C02   180.00   0.0  0
 HM0  CONST_11  H7   C06  N07  C03   180.00   0.0  0
 HM0  CONST_12  H6   C05  N04  C03   180.00   0.0  0
 HM0  CONST_13  H7   C06  C05  N04   180.00   0.0  0
 HM0  CONST_14  H6   C05  C06  N07   180.00   0.0  0
 HM0  CONST_15  H7   C06  N07  C08     0.00   0.0  0
 HM0  Var_01    C08  C09  C10  C11   -21.45  30.0  1
 HM0  Var_02    H9   C09  C10  C11    90.43  30.0  1
 HM0  Var_03    H10  C09  C10  C11  -141.44  30.0  1
 HM0  Var_04    H1   C10  C11  C08   141.89  30.0  1
 HM0  Var_05    H2   C10  C11  C08   -91.52  30.0  1
 HM0  Var_06    H1   C10  C09  C08  -141.56  30.0  1
 HM0  Var_07    H2   C10  C09  C08    91.48  30.0  1
 HM0  Var_08    H3   C11  C10  C09   141.00  30.0  1
 HM0  Var_09    H4   C11  C10  C09   -92.35  30.0  1
 HM0  Var_10    N07  C03  C02  O01   169.10  30.0  2
 HM0  Var_11    N04  C03  C02  O01   -12.87  30.0  2
 HM0  Var_12    O12  C02  C03  N04   166.24  30.0  2
 HM0  Var_13    O12  C02  C03  N07   -11.79  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 HM0  chir_01  C08  C11  C09  N07  positiv

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
 HM0  plan-1  C02  0.020
 HM0  plan-1  C03  0.020
 HM0  plan-1  N04  0.020
 HM0  plan-1  C05  0.020
 HM0  plan-1  C06  0.020
 HM0  plan-1  N07  0.020
 HM0  plan-1  C08  0.020
 HM0  plan-1  H6   0.020
 HM0  plan-1  H7   0.020
 HM0  plan-2  O01  0.020
 HM0  plan-2  C02  0.020
 HM0  plan-2  C03  0.020
 HM0  plan-2  O12  0.020

