# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 16:04:04 2022
#   Inital geometry file: a 81 line input string
#   Ligand name: 1-cyclohexyl-1H-benzotriazole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc2n(nnc2c1)C3CCCCC3
#
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
 Q8D  Q8D  '1-cyclohexyl-1H-benzotriazole-5-carboxylic acid'  ligand  32  18  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_Q8D
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
 Q8D  C05  C  CR56   0   0.139   2.8961  -47.0027  16.7471
 Q8D  C06  C  C      0   0.405   0.1898  -47.2490  19.3978
 Q8D  C18  C  CH2    0  -0.433   8.4822  -49.7814  17.5843
 Q8D  C17  C  CH2    0  -0.438   7.6234  -50.3495  16.4595
 Q8D  C16  C  CH2    0  -0.438   8.5190  -48.2578  17.5288
 Q8D  C15  C  CH2    0  -0.443   7.1124  -47.6653  17.5660
 Q8D  C11  C  CR16   0  -0.292   2.5763  -48.1345  19.2216
 Q8D  C04  C  CR56   0   0.380   3.9341  -47.7299  17.3351
 Q8D  N01  N  N      0  -0.071   4.5270  -46.9633  15.3605
 Q8D  N02  N  NR5    0  -0.406   4.9289  -47.6681  16.4149
 Q8D  N03  N  N      0  -0.328   3.3278  -46.5572  15.5313
 Q8D  C07  C  CR16   0  -0.344   1.6699  -46.8343  17.3978
 Q8D  C08  C  CR6    0  -0.120   1.5099  -47.4036  18.6430
 Q8D  C09  C  CR16   0  -0.282   3.7883  -48.3165  18.5976
 Q8D  C10  C  CH1    0  -0.080   6.2650  -48.2460  16.4364
 Q8D  O12  O  OC    -1  -0.585   0.1375  -47.7593  20.5330
 Q8D  O13  O  O      0  -0.585  -0.7147  -46.6274  18.8091
 Q8D  C14  C  CH2    0  -0.443   6.2115  -49.7709  16.4892
 Q8D  H3   H  HCH2   0   0.238   7.5736  -51.4380  16.5262
 Q8D  H4   H  HCH2   0   0.219   8.0875  -50.1170  15.4955
 Q8D  H5   H  HCH2   0   0.237   9.1032  -47.8585  18.3602
 Q8D  H6   H  HCH2   0   0.219   9.0232  -47.9380  16.6110
 Q8D  H7   H  HCH2   0   0.248   7.1511  -46.5778  17.4745
 Q8D  H8   H  HCH2   0   0.232   6.6546  -47.8904  18.5337
 Q8D  H9   H  HCR6   0   0.250   2.4227  -48.5703  20.1992
 Q8D  H10  H  HCR6   0   0.254   0.8687  -46.2728  16.9359
 Q8D  H11  H  HCR6   0   0.271   4.5775  -48.8851  19.0699
 Q8D  H12  H  HCH1   0   0.267   6.7087  -47.9487  15.4827
 Q8D  H14  H  HCH2   0   0.248   5.6254  -50.1452  15.6470
 Q8D  H15  H  HCH2   0   0.232   5.7047  -50.0964  17.4024
 Q8D  H1   H  HCH2   0   0.215   8.0727  -50.0980  18.5494
 Q8D  H2   H  HCH2   0   0.233   9.4953  -50.1848  17.5257

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
 Q8D  N01  N03  aromatic  1.278  0.020  1.278
 Q8D  N01  N02  aromatic  1.330  0.020  1.330
 Q8D  N03  C05  aromatic  1.365  0.020  1.365
 Q8D  C17  C14  single    1.526  0.020  1.526
 Q8D  C17  C18  single    1.525  0.020  1.525
 Q8D  N02  C10  single    1.456  0.020  1.456
 Q8D  N02  C04  aromatic  1.357  0.020  1.357
 Q8D  C10  C14  single    1.527  0.020  1.527
 Q8D  C10  C15  single    1.527  0.020  1.527
 Q8D  C05  C07  aromatic  1.398  0.020  1.398
 Q8D  C05  C04  aromatic  1.397  0.020  1.397
 Q8D  C07  C08  aromatic  1.378  0.020  1.378
 Q8D  C04  C09  aromatic  1.400  0.020  1.400
 Q8D  C18  C16  single    1.525  0.020  1.525
 Q8D  C16  C15  single    1.527  0.020  1.527
 Q8D  C08  C11  aromatic  1.416  0.020  1.416
 Q8D  C08  C06  single    1.528  0.020  1.528
 Q8D  C09  C11  aromatic  1.375  0.020  1.375
 Q8D  O13  C06  deloc     1.245  0.020  1.245
 Q8D  C06  O12  deloc     1.246  0.020  1.246
 Q8D  C18  H1   single    0.970  0.020  1.090
 Q8D  C18  H2   single    0.970  0.020  1.090
 Q8D  C17  H3   single    0.970  0.020  1.090
 Q8D  C17  H4   single    0.970  0.020  1.090
 Q8D  C16  H5   single    0.970  0.020  1.090
 Q8D  C16  H6   single    0.970  0.020  1.090
 Q8D  C15  H7   single    0.970  0.020  1.090
 Q8D  C15  H8   single    0.970  0.020  1.090
 Q8D  C11  H9   single    0.930  0.020  1.080
 Q8D  C07  H10  single    0.930  0.020  1.080
 Q8D  C09  H11  single    0.930  0.020  1.080
 Q8D  C10  H12  single    0.970  0.020  1.090
 Q8D  C14  H14  single    0.970  0.020  1.090
 Q8D  C14  H15  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
 Q8D  C07  C05  N03  130.73  3.000
 Q8D  C07  C05  C04  121.22  3.000
 Q8D  N03  C05  C04  108.05  3.000
 Q8D  O13  C06  O12  127.20  3.000
 Q8D  O12  C06  C08  116.41  3.000
 Q8D  O13  C06  C08  116.38  3.000
 Q8D  H2   C18  H1   106.70  3.000
 Q8D  H2   C18  C16  110.16  3.000
 Q8D  H1   C18  C16  109.26  3.000
 Q8D  H2   C18  C17  110.19  3.000
 Q8D  H1   C18  C17  109.38  3.000
 Q8D  C16  C18  C17  111.03  3.000
 Q8D  H4   C17  H3   106.56  3.000
 Q8D  H4   C17  C14  109.19  3.000
 Q8D  H3   C17  C14  109.55  3.000
 Q8D  H4   C17  C18  109.37  3.000
 Q8D  H3   C17  C18  110.61  3.000
 Q8D  C14  C17  C18  111.43  3.000
 Q8D  H6   C16  H5   106.56  3.000
 Q8D  H6   C16  C15  109.36  3.000
 Q8D  H5   C16  C15  109.42  3.000
 Q8D  H6   C16  C18  109.48  3.000
 Q8D  H5   C16  C18  110.52  3.000
 Q8D  C15  C16  C18  111.38  3.000
 Q8D  H8   C15  H7   107.09  3.000
 Q8D  H8   C15  C10  110.12  3.000
 Q8D  H7   C15  C10  109.65  3.000
 Q8D  H8   C15  C16  109.11  3.000
 Q8D  H7   C15  C16  110.60  3.000
 Q8D  C10  C15  C16  110.22  3.000
 Q8D  H9   C11  C09  118.82  3.000
 Q8D  H9   C11  C08  118.06  3.000
 Q8D  C09  C11  C08  123.12  3.000
 Q8D  C09  C04  N02  135.01  3.000
 Q8D  C09  C04  C05  121.36  3.000
 Q8D  N02  C04  C05  103.63  3.000
 Q8D  N03  N01  N02  110.24  3.000
 Q8D  C10  N02  N01  119.95  3.000
 Q8D  C10  N02  C04  130.16  3.000
 Q8D  N01  N02  C04  109.88  3.000
 Q8D  N01  N03  C05  108.19  3.000
 Q8D  H10  C07  C08  120.93  3.000
 Q8D  H10  C07  C05  120.88  3.000
 Q8D  C08  C07  C05  118.19  3.000
 Q8D  C07  C08  C11  119.65  3.000
 Q8D  C11  C08  C06  120.05  3.000
 Q8D  C07  C08  C06  120.30  3.000
 Q8D  H11  C09  C04  122.57  3.000
 Q8D  H11  C09  C11  120.97  3.000
 Q8D  C04  C09  C11  116.46  3.000
 Q8D  H12  C10  C14  108.42  3.000
 Q8D  H12  C10  N02  104.58  3.000
 Q8D  C14  C10  N02  111.39  3.000
 Q8D  H12  C10  C15  108.47  3.000
 Q8D  C14  C10  C15  111.94  3.000
 Q8D  N02  C10  C15  111.67  3.000
 Q8D  H15  C14  H14  107.04  3.000
 Q8D  H15  C14  C10  110.01  3.000
 Q8D  H14  C14  C10  109.54  3.000
 Q8D  H15  C14  C17  109.40  3.000
 Q8D  H14  C14  C17  110.58  3.000
 Q8D  C10  C14  C17  110.22  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
 Q8D  CONST_01  N02  N01  N03  C05     0.00   0.0  0
 Q8D  CONST_02  C11  C08  C07  C05     0.00   0.0  0
 Q8D  CONST_03  N01  N02  C04  C05     0.00   0.0  0
 Q8D  CONST_04  C11  C09  C04  C05     0.00   0.0  0
 Q8D  CONST_05  N02  C04  C09  C11   180.00   0.0  0
 Q8D  CONST_06  N03  N01  N02  C04     0.00   0.0  0
 Q8D  CONST_07  N01  N03  C05  C04     0.00   0.0  0
 Q8D  CONST_08  C08  C07  C05  C04     0.00   0.0  0
 Q8D  CONST_09  C08  C11  C09  C04     0.00   0.0  0
 Q8D  CONST_10  C07  C05  N03  N01   180.00   0.0  0
 Q8D  CONST_11  C09  C04  N02  N01   180.00   0.0  0
 Q8D  CONST_12  N03  C05  C04  N02     0.00   0.0  0
 Q8D  CONST_13  C07  C05  C04  N02   180.00   0.0  0
 Q8D  CONST_14  C08  C07  C05  N03   180.00   0.0  0
 Q8D  CONST_15  C09  C04  C05  N03   180.00   0.0  0
 Q8D  CONST_16  C09  C04  C05  C07     0.00   0.0  0
 Q8D  CONST_17  C09  C11  C08  C07     0.00   0.0  0
 Q8D  CONST_18  C10  N02  C04  C05   180.00   0.0  0
 Q8D  CONST_19  C10  N02  N01  N03   180.00   0.0  0
 Q8D  CONST_20  C10  N02  C04  C09     0.00   0.0  0
 Q8D  CONST_21  C06  C08  C07  C05   180.00   0.0  0
 Q8D  CONST_22  C09  C11  C08  C06   180.00   0.0  0
 Q8D  CONST_23  H11  C09  C04  C05   180.00   0.0  0
 Q8D  CONST_24  H10  C07  C08  C11   180.00   0.0  0
 Q8D  CONST_25  H9   C11  C09  C04   180.00   0.0  0
 Q8D  Var_01    C10  C14  C17  C18    55.67  30.0  1
 Q8D  Var_02    C10  C15  C16  C18   -55.70  30.0  1
 Q8D  Var_03    C15  C16  C18  C17    55.92  30.0  1
 Q8D  Var_04    C14  C17  C18  C16   -55.92  30.0  1
 Q8D  Var_05    O13  C06  C08  C11  -177.93  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
 Q8D  chir_01  C10  N02  C14  C15  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
 Q8D  plan-1  C05  0.020
 Q8D  plan-1  C06  0.020
 Q8D  plan-1  C11  0.020
 Q8D  plan-1  C04  0.020
 Q8D  plan-1  N01  0.020
 Q8D  plan-1  N02  0.020
 Q8D  plan-1  N03  0.020
 Q8D  plan-1  C07  0.020
 Q8D  plan-1  C08  0.020
 Q8D  plan-1  C09  0.020
 Q8D  plan-1  C10  0.020
 Q8D  plan-1  H9   0.020
 Q8D  plan-1  H10  0.020
 Q8D  plan-1  H11  0.020
 Q8D  plan-2  C06  0.020
 Q8D  plan-2  C08  0.020
 Q8D  plan-2  O12  0.020
 Q8D  plan-2  O13  0.020

