# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 05:56:06 2022
#   Inital geometry file: a 65 line input string
#   Ligand name: 1-[2-(1,2,3-triazol-1-yl)ethyl]imidazole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1nccn1CCn2ccnn2
#
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
 HLL  HLL  "1-[2-(1,2,3-triazol-1-yl)ethyl]imidazole-2-carboxylic acid"  ligand  23  15  .  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_HLL
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
 HLL  C10  C  CH2    0  -0.321  22.0584  11.7050   6.3228
 HLL  N11  N  NR5    0  -0.229  20.6954  12.1519   6.1421
 HLL  C12  C  CR15   0  -0.058  20.0852  13.2081   6.7053
 HLL  C13  C  CR15   0  -0.186  18.7884  13.1061   6.2777
 HLL  C01  C  CR15   0  -0.218  22.1899  13.1558  10.3459
 HLL  C02  C  CR15   0  -0.116  22.8324  12.5711   9.2936
 HLL  N03  N  NR5    0  -0.434  21.9558  11.6564   8.7849
 HLL  C04  C  CR5    0   0.266  20.8143  11.7260   9.5324
 HLL  N05  N  N      0  -0.447  20.9467  12.6263  10.4833
 HLL  C06  C  C      0   0.374  19.5601  10.8905   9.3403
 HLL  O07  O  O      0  -0.579  19.6026   9.9898   8.4806
 HLL  O08  O  OC    -1  -0.575  18.6113  11.1920  10.0789
 HLL  C09  C  CH2    0  -0.326  22.2376  10.8832   7.5929
 HLL  N14  N  N      0  -0.297  18.6887  12.0091   5.4980
 HLL  N15  N  N      0  -0.100  19.8419  11.4393   5.4261
 HLL  H1   H  HCH2   0   0.290  22.3262  11.0992   5.4589
 HLL  H2   H  HCH2   0   0.281  22.7062  12.5814   6.3304
 HLL  H3   H  HCR5   0   0.310  20.5984  13.9254   7.3235
 HLL  H4   H  HCR5   0   0.272  17.9502  13.7514   6.4820
 HLL  H8   H  HCH2   0   0.292  21.5912  10.0134   7.5813
 HLL  H9   H  HCH2   0   0.274  23.2749  10.5501   7.6331
 HLL  H5   H  HCR5   0   0.240  22.5657  13.9221  11.0073
 HLL  H6   H  HCR5   0   0.284  23.8163  12.7140   8.8759

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
 HLL  N15  N14  aromatic  1.288  0.020  1.288
 HLL  N15  N11  aromatic  1.322  0.020  1.322
 HLL  N14  C13  aromatic  1.350  0.020  1.350
 HLL  N11  C10  single    1.446  0.020  1.446
 HLL  N11  C12  aromatic  1.344  0.020  1.344
 HLL  C13  C12  aromatic  1.369  0.020  1.369
 HLL  C10  C09  single    1.523  0.020  1.523
 HLL  C09  N03  single    1.449  0.020  1.449
 HLL  O07  C06  deloc     1.246  0.020  1.246
 HLL  N03  C02  aromatic  1.365  0.020  1.365
 HLL  N03  C04  aromatic  1.366  0.020  1.366
 HLL  C02  C01  aromatic  1.365  0.020  1.365
 HLL  C06  C04  single    1.519  0.020  1.519
 HLL  C06  O08  deloc     1.240  0.020  1.240
 HLL  C04  N05  aromatic  1.316  0.020  1.316
 HLL  C01  N05  aromatic  1.358  0.020  1.358
 HLL  C10  H1   single    0.970  0.020  1.090
 HLL  C10  H2   single    0.970  0.020  1.090
 HLL  C12  H3   single    0.930  0.020  1.080
 HLL  C13  H4   single    0.930  0.020  1.080
 HLL  C01  H5   single    0.930  0.020  1.080
 HLL  C02  H6   single    0.930  0.020  1.080
 HLL  C09  H8   single    0.970  0.020  1.090
 HLL  C09  H9   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
 HLL  H2   C10  H1   107.87  3.000
 HLL  H2   C10  C09  110.98  3.000
 HLL  H1   C10  C09  109.42  3.000
 HLL  H2   C10  N11  108.22  3.000
 HLL  H1   C10  N11  107.75  3.000
 HLL  C09  C10  N11  112.45  3.000
 HLL  N15  N11  C12  110.95  3.000
 HLL  C12  N11  C10  128.23  3.000
 HLL  N15  N11  C10  120.63  3.000
 HLL  H3   C12  C13  132.85  3.000
 HLL  H3   C12  N11  123.21  3.000
 HLL  C13  C12  N11  103.92  3.000
 HLL  H4   C13  N14  122.62  3.000
 HLL  H4   C13  C12  129.27  3.000
 HLL  N14  C13  C12  108.12  3.000
 HLL  H5   C01  N05  122.23  3.000
 HLL  H5   C01  C02  127.78  3.000
 HLL  N05  C01  C02  109.99  3.000
 HLL  H6   C02  N03  122.02  3.000
 HLL  H6   C02  C01  132.18  3.000
 HLL  N03  C02  C01  105.79  3.000
 HLL  C09  N03  C04  129.79  3.000
 HLL  C04  N03  C02  107.36  3.000
 HLL  C09  N03  C02  122.64  3.000
 HLL  C06  C04  N05  123.41  3.000
 HLL  N05  C04  N03  110.25  3.000
 HLL  C06  C04  N03  126.33  3.000
 HLL  C04  N05  C01  106.60  3.000
 HLL  O08  C06  O07  127.82  3.000
 HLL  O08  C06  C04  115.01  3.000
 HLL  O07  C06  C04  117.17  3.000
 HLL  H9   C09  H8   108.83  3.000
 HLL  H9   C09  N03  108.53  3.000
 HLL  H8   C09  N03  108.73  3.000
 HLL  H9   C09  C10  107.91  3.000
 HLL  H8   C09  C10  110.72  3.000
 HLL  N03  C09  C10  112.04  3.000
 HLL  N15  N14  C13  109.00  3.000
 HLL  N14  N15  N11  108.01  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
 HLL  CONST_01  C13  N14  N15  N11     0.00   0.0  0
 HLL  CONST_02  N14  C13  C12  N11     0.00   0.0  0
 HLL  CONST_03  N14  N15  N11  C12     0.00   0.0  0
 HLL  CONST_04  N15  N14  C13  C12     0.00   0.0  0
 HLL  CONST_05  N15  N11  C12  C13     0.00   0.0  0
 HLL  CONST_06  C04  N03  C02  C01     0.00   0.0  0
 HLL  CONST_07  N03  C04  N05  C01     0.00   0.0  0
 HLL  CONST_08  N05  C04  N03  C02     0.00   0.0  0
 HLL  CONST_09  C04  N05  C01  C02     0.00   0.0  0
 HLL  CONST_10  N05  C01  C02  N03     0.00   0.0  0
 HLL  CONST_11  N14  N15  N11  C10   180.00   0.0  0
 HLL  CONST_12  C13  C12  N11  C10   180.00   0.0  0
 HLL  CONST_13  C09  N03  C02  C01   180.00   0.0  0
 HLL  CONST_14  C06  C04  N05  C01   180.00   0.0  0
 HLL  CONST_15  C06  C04  N03  C02   180.00   0.0  0
 HLL  CONST_16  C09  N03  C04  N05   180.00   0.0  0
 HLL  CONST_17  H4   C13  C12  N11   180.00   0.0  0
 HLL  CONST_18  H5   C01  C02  N03   180.00   0.0  0
 HLL  CONST_19  H6   C02  N03  C04   180.00   0.0  0
 HLL  CONST_20  H5   C01  N05  C04   180.00   0.0  0
 HLL  CONST_21  H6   C02  C01  N05   180.00   0.0  0
 HLL  CONST_22  H3   C12  C13  N14   180.00   0.0  0
 HLL  CONST_23  H4   C13  N14  N15   180.00   0.0  0
 HLL  CONST_24  H3   C12  N11  N15   180.00   0.0  0
 HLL  Var_01    C02  N03  C09  C10   -76.85  30.0  2
 HLL  Var_02    C04  N03  C09  C10    97.28  30.0  2
 HLL  Var_03    N03  C09  C10  N11   -63.01  30.0  3
 HLL  Var_04    C09  C10  N11  C12    81.43  30.0  2
 HLL  Var_05    O07  C06  C04  N03     5.37  30.0  2
 HLL  Var_06    O08  C06  C04  N03  -175.12  30.0  2
 HLL  Var_07    O07  C06  C04  N05  -173.73  30.0  2
 HLL  Var_08    O08  C06  C04  N05     5.78  30.0  2
 HLL  Var_09    N15  N11  C10  C09   -93.03  30.0  1
 HLL  Var_10    H1   C10  N11  C12  -157.91  30.0  2
 HLL  Var_11    H2   C10  N11  C12   -41.52  30.0  2
 HLL  Var_12    H8   C09  N03  C02   160.44  30.0  2
 HLL  Var_13    H9   C09  N03  C02    42.20  30.0  2
 HLL  Var_14    H8   C09  N03  C04   -25.43  30.0  2
 HLL  Var_15    H9   C09  N03  C04  -143.67  30.0  2
 HLL  Var_16    H1   C10  N11  N15    27.63  30.0  2
 HLL  Var_17    H2   C10  N11  N15   144.02  30.0  2
 HLL  Var_18    H8   C09  C10  N11    58.57  30.0  3
 HLL  Var_19    H9   C09  C10  N11   177.58  30.0  3
 HLL  Var_20    H1   C10  C09  N03   177.30  30.0  1
 HLL  Var_21    H2   C10  C09  N03    58.38  30.0  1

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
 HLL  plan-1  C01  0.020
 HLL  plan-1  C02  0.020
 HLL  plan-1  N03  0.020
 HLL  plan-1  C04  0.020
 HLL  plan-1  N05  0.020
 HLL  plan-1  C06  0.020
 HLL  plan-1  C09  0.020
 HLL  plan-1  H5   0.020
 HLL  plan-1  H6   0.020
 HLL  plan-2  C10  0.020
 HLL  plan-2  N11  0.020
 HLL  plan-2  C12  0.020
 HLL  plan-2  C13  0.020
 HLL  plan-2  N14  0.020
 HLL  plan-2  N15  0.020
 HLL  plan-2  H3   0.020
 HLL  plan-2  H4   0.020
 HLL  plan-3  C04  0.020
 HLL  plan-3  C06  0.020
 HLL  plan-3  O07  0.020
 HLL  plan-3  O08  0.020

