# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 01:39:41 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 7-(3-hydroxyphenyl)-5-methyl[1,2,4]triazolo[4,3-a]quinolin-1(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=CC2=NNC(=O)N2c3ccc(cc13)c4cccc(O)c4
#
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
 X8I  X8I  7-(3-hydroxyphenyl)-5-methyl[1,2,4]triazolo[4,3-a]quinolin-1(2H)-one  ligand  35  22  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_X8I
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
 X8I  C18   C  CR16  0  -0.229   4.7230  -1.4337   0.7024
 X8I  C17   C  CR16  0  -0.341   3.3441  -1.2805   0.6879
 X8I  C14   C  CR16  0  -0.318   0.7400   1.3003   0.2497
 X8I  C15   C  CR16  0  -0.289  -0.6289   1.4798   0.2494
 X8I  C19   C  CR16  0  -0.349   5.5548  -0.4754   0.1473
 X8I  C12   C  CR16  0  -0.421   0.4597  -1.0464  -0.0785
 X8I  C21   C  CR16  0  -0.457   3.6118   0.8183  -0.4554
 X8I  C13   C  CR6   0   0.121   1.3118   0.0359   0.0883
 X8I  C16   C  CR6   0   0.112   2.7766  -0.1476   0.1056
 X8I  C11   C  CR66  0   0.019  -0.9298  -0.9072  -0.0836
 X8I  C10   C  CR66  0   0.356  -1.4695   0.3820   0.0853
 X8I  C20   C  CR6   0   0.384   4.9937   0.6595  -0.4347
 X8I  C3    C  CR16  0  -0.432  -3.1418  -1.8878  -0.2540
 X8I  C2    C  CR6   0   0.228  -1.8048  -2.0602  -0.2609
 X8I  C4    C  CR56  0   0.521  -3.6917  -0.5855  -0.0794
 X8I  C7    C  CR5   0   0.671  -3.6590   1.6299   0.2259
 X8I  C1    C  CH3   0  -0.756  -1.2110  -3.4194  -0.4464
 X8I  N5    N  N     0  -0.300  -4.9374  -0.2364  -0.0473
 X8I  N6    N  NR15  0  -0.525  -4.9019   1.1051   0.1372
 X8I  N9    N  N     0  -0.717  -2.8553   0.4980   0.0804
 X8I  O8    O  O     0  -0.496  -3.3211   2.7881   0.3903
 X8I  O22   O  OH1   0  -0.633   5.8318   1.5693  -0.9687
 X8I  H18   H  HCR6  0   0.261   5.1588  -2.3112   1.1618
 X8I  H17   H  HCR6  0   0.251   2.7168  -2.0308   1.1511
 X8I  H19   H  HCR6  0   0.265   6.6303  -0.6001   0.1618
 X8I  H15   H  HCR6  0   0.294  -1.0342   2.4692   0.3874
 X8I  H12   H  HCR6  0   0.267   0.8845  -2.0302  -0.2279
 X8I  H21   H  HCR6  0   0.270   3.1838   1.6937  -0.9321
 X8I  H22   H  HOH1  0   0.475   5.3364   2.3053  -1.3449
 X8I  H3    H  HCR6  0   0.282  -3.8281  -2.7143  -0.3772
 X8I  H11C  H  HCH3  0   0.258  -0.5979  -3.7068   0.4098
 X8I  H12C  H  HCH3  0   0.268  -1.9906  -4.1685  -0.5667
 X8I  H13C  H  HCH3  0   0.259  -0.5694  -3.4548  -1.3286
 X8I  H6    H  HNR5  0   0.433  -5.7591   1.6311   0.2040
 X8I  H14   H  HCR6  0   0.266   1.3727   2.1653   0.4010

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
 X8I  C18  C17   aromatic  1.388  0.020  1.388
 X8I  C18  C19   aromatic  1.385  0.020  1.385
 X8I  C17  C16   aromatic  1.394  0.020  1.394
 X8I  C14  C15   aromatic  1.381  0.020  1.381
 X8I  C14  C13   aromatic  1.397  0.020  1.397
 X8I  C15  C10   aromatic  1.392  0.020  1.392
 X8I  C19  C20   aromatic  1.393  0.020  1.393
 X8I  C12  C13   aromatic  1.388  0.020  1.388
 X8I  C12  C11   aromatic  1.396  0.020  1.396
 X8I  C21  C16   aromatic  1.395  0.020  1.395
 X8I  C21  C20   aromatic  1.391  0.020  1.391
 X8I  C13  C16   single    1.476  0.020  1.476
 X8I  C11  C10   aromatic  1.408  0.020  1.408
 X8I  C11  C2    single    1.458  0.020  1.458
 X8I  C10  N9    single    1.391  0.020  1.391
 X8I  C20  O22   single    1.347  0.020  1.347
 X8I  C3   C2    double    1.348  0.020  1.348
 X8I  C3   C4    single    1.424  0.020  1.424
 X8I  C2   C1    single    1.495  0.020  1.495
 X8I  C4   N5    double    1.294  0.020  1.294
 X8I  C4   N9    single    1.378  0.020  1.378
 X8I  C7   N6    single    1.352  0.020  1.352
 X8I  C7   N9    single    1.396  0.020  1.396
 X8I  C7   O8    double    1.218  0.020  1.218
 X8I  N5   N6    single    1.355  0.020  1.355
 X8I  C18  H18   single    0.930  0.020  1.080
 X8I  C17  H17   single    0.930  0.020  1.080
 X8I  C19  H19   single    0.930  0.020  1.080
 X8I  C14  H14   single    0.930  0.020  1.080
 X8I  C15  H15   single    0.930  0.020  1.080
 X8I  C12  H12   single    0.930  0.020  1.080
 X8I  C21  H21   single    0.930  0.020  1.080
 X8I  O22  H22   single    0.850  0.020  0.980
 X8I  C3   H3    single    0.930  0.020  1.080
 X8I  C1   H11C  single    0.970  0.020  1.090
 X8I  C1   H12C  single    0.970  0.020  1.090
 X8I  C1   H13C  single    0.970  0.020  1.090
 X8I  N6   H6    single    0.860  0.020  1.020

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
 X8I  H18   C18  C19   119.30  3.000
 X8I  H18   C18  C17   119.62  3.000
 X8I  C19   C18  C17   121.08  3.000
 X8I  H17   C17  C16   120.41  3.000
 X8I  H17   C17  C18   119.67  3.000
 X8I  C16   C17  C18   119.90  3.000
 X8I  H14   C14  C13   120.02  3.000
 X8I  H14   C14  C15   118.40  3.000
 X8I  C13   C14  C15   121.56  3.000
 X8I  H15   C15  C10   120.78  3.000
 X8I  H15   C15  C14   119.48  3.000
 X8I  C10   C15  C14   119.74  3.000
 X8I  H19   C19  C20   119.96  3.000
 X8I  H19   C19  C18   120.76  3.000
 X8I  C20   C19  C18   119.28  3.000
 X8I  H12   C12  C11   118.74  3.000
 X8I  H12   C12  C13   119.00  3.000
 X8I  C11   C12  C13   122.26  3.000
 X8I  H21   C21  C20   119.38  3.000
 X8I  H21   C21  C16   119.96  3.000
 X8I  C20   C21  C16   120.65  3.000
 X8I  C16   C13  C12   120.91  3.000
 X8I  C16   C13  C14   121.14  3.000
 X8I  C12   C13  C14   117.94  3.000
 X8I  C13   C16  C21   120.22  3.000
 X8I  C13   C16  C17   120.64  3.000
 X8I  C21   C16  C17   119.14  3.000
 X8I  C2    C11  C10   120.57  3.000
 X8I  C2    C11  C12   121.24  3.000
 X8I  C10   C11  C12   118.18  3.000
 X8I  N9    C10  C11   117.26  3.000
 X8I  N9    C10  C15   122.43  3.000
 X8I  C11   C10  C15   120.31  3.000
 X8I  O22   C20  C21   122.34  3.000
 X8I  O22   C20  C19   117.71  3.000
 X8I  C21   C20  C19   119.94  3.000
 X8I  H3    C3   C4    117.89  3.000
 X8I  H3    C3   C2    122.08  3.000
 X8I  C4    C3   C2    120.03  3.000
 X8I  C1    C2   C3    120.72  3.000
 X8I  C1    C2   C11   119.72  3.000
 X8I  C3    C2   C11   119.56  3.000
 X8I  N9    C4   N5    111.67  3.000
 X8I  N9    C4   C3    119.92  3.000
 X8I  N5    C4   C3    128.41  3.000
 X8I  O8    C7   N9    128.73  3.000
 X8I  O8    C7   N6    129.28  3.000
 X8I  N9    C7   N6    101.99  3.000
 X8I  H13C  C1   H12C  108.03  3.000
 X8I  H13C  C1   H11C  107.17  3.000
 X8I  H12C  C1   H11C  107.94  3.000
 X8I  H13C  C1   C2    111.31  3.000
 X8I  H12C  C1   C2    110.81  3.000
 X8I  H11C  C1   C2    111.42  3.000
 X8I  N6    N5   C4    104.20  3.000
 X8I  H6    N6   N5    120.23  3.000
 X8I  H6    N6   C7    125.10  3.000
 X8I  N5    N6   C7    114.67  3.000
 X8I  C7    N9   C4    107.47  3.000
 X8I  C7    N9   C10   129.87  3.000
 X8I  C4    N9   C10   122.66  3.000
 X8I  H22   O22  C20   110.53  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
 X8I  CONST_01  C21   C16  C17  C18    0.00   0.0  0
 X8I  CONST_02  C13   C16  C17  C18  180.00   0.0  0
 X8I  CONST_03  C21   C20  C19  C18    0.00   0.0  0
 X8I  CONST_04  C20   C19  C18  C17    0.00   0.0  0
 X8I  CONST_05  C20   C21  C16  C17    0.00   0.0  0
 X8I  CONST_08  C11   C10  C15  C14    0.00   0.0  0
 X8I  CONST_09  C11   C12  C13  C14    0.00   0.0  0
 X8I  CONST_11  C12   C13  C14  C15    0.00   0.0  0
 X8I  CONST_12  C16   C13  C14  C15  180.00   0.0  0
 X8I  CONST_13  C12   C11  C10  C15    0.00   0.0  0
 X8I  CONST_14  C16   C17  C18  C19    0.00   0.0  0
 X8I  CONST_15  C16   C21  C20  C19    0.00   0.0  0
 X8I  CONST_17  C10   C15  C14  C13    0.00   0.0  0
 X8I  CONST_18  C10   C11  C12  C13    0.00   0.0  0
 X8I  CONST_19  C20   C21  C16  C13  180.00   0.0  0
 X8I  CONST_20  C11   C12  C13  C16  180.00   0.0  0
 X8I  CONST_21  C3    C4   N9   C10    0.00   0.0  0
 X8I  CONST_22  N5    C4   N9   C10  180.00   0.0  0
 X8I  CONST_23  N6    C7   N9   C10  180.00   0.0  0
 X8I  CONST_24  N6    N5   C4   C3   180.00   0.0  0
 X8I  CONST_25  C7    N9   C4   C3   180.00   0.0  0
 X8I  CONST_26  C7    N6   N5   C4     0.00   0.0  0
 X8I  CONST_27  N6    C7   N9   C4     0.00   0.0  0
 X8I  CONST_28  N5    C4   N9   C7     0.00   0.0  0
 X8I  CONST_29  N9    C7   N6   N5     0.00   0.0  0
 X8I  CONST_30  N9    C4   N5   N6     0.00   0.0  0
 X8I  CONST_31  O22   C20  C19  C18  180.00   0.0  0
 X8I  CONST_32  O22   C20  C21  C16  180.00   0.0  0
 X8I  CONST_33  O8    C7   N9   C10    0.00   0.0  0
 X8I  CONST_34  O8    C7   N9   C4   180.00   0.0  0
 X8I  CONST_35  O8    C7   N6   N5   180.00   0.0  0
 X8I  CONST_36  H19   C19  C18  C17  180.00   0.0  0
 X8I  CONST_37  H21   C21  C16  C17  180.00   0.0  0
 X8I  CONST_38  H12   C12  C13  C14  180.00   0.0  0
 X8I  CONST_39  H17   C17  C18  C19  180.00   0.0  0
 X8I  CONST_40  H14   C14  C13  C12  180.00   0.0  0
 X8I  CONST_41  H15   C15  C14  C13  180.00   0.0  0
 X8I  CONST_42  H18   C18  C17  C16  180.00   0.0  0
 X8I  CONST_43  H6    N6   N5   C4   180.00   0.0  0
 X8I  Var_01    H11C  C1   C2   C11   59.92  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
 X8I  plan-1  C18  0.020
 X8I  plan-1  C17  0.020
 X8I  plan-1  C19  0.020
 X8I  plan-1  C21  0.020
 X8I  plan-1  C13  0.020
 X8I  plan-1  C16  0.020
 X8I  plan-1  C20  0.020
 X8I  plan-1  O22  0.020
 X8I  plan-1  H18  0.020
 X8I  plan-1  H17  0.020
 X8I  plan-1  H19  0.020
 X8I  plan-1  H21  0.020
 X8I  plan-2  C14  0.020
 X8I  plan-2  C15  0.020
 X8I  plan-2  C12  0.020
 X8I  plan-2  C13  0.020
 X8I  plan-2  C16  0.020
 X8I  plan-2  C11  0.020
 X8I  plan-2  C10  0.020
 X8I  plan-2  C3   0.020
 X8I  plan-2  C2   0.020
 X8I  plan-2  C4   0.020
 X8I  plan-2  C7   0.020
 X8I  plan-2  C1   0.020
 X8I  plan-2  N5   0.020
 X8I  plan-2  N6   0.020
 X8I  plan-2  N9   0.020
 X8I  plan-2  O8   0.020
 X8I  plan-2  H15  0.020
 X8I  plan-2  H12  0.020
 X8I  plan-2  H3   0.020
 X8I  plan-2  H6   0.020
 X8I  plan-2  H14  0.020

