# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 06:04:40 2021
#   Inital geometry file: a 61 line input string
#   Ligand name: 3-(3-chlorophenyl)-5-methyl-1H-pyrazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]nc(c1)c2cccc(Cl)c2
#
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
 VTD  VTD  3-(3-chlorophenyl)-5-methyl-1H-pyrazole  ligand  22  13  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VTD
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
 VTD  C4    C   CR5   0   0.269  -23.0788  -11.4868   9.1895
 VTD  C8    C   CR6   0   0.062  -23.2341  -10.2213   8.4679
 VTD  C10   C   CR16  0  -0.241  -22.3024   -8.4303   7.1423
 VTD  C11   C   CR16  0  -0.231  -23.5340   -7.7940   7.0939
 VTD  C12   C   CR6   0  -0.018  -24.6068   -8.3886   7.7412
 VTD  C14   C   CR16  0  -0.258  -24.4758   -9.5854   8.4217
 VTD  C2    C   CR5   0   0.396  -22.3320  -13.3850  10.0480
 VTD  C3    C   CR15  0  -0.567  -21.9547  -12.3381   9.2371
 VTD  C9    C   CR16  0  -0.323  -22.1498   -9.6294   7.8211
 VTD  N5    N   N     0  -0.298  -24.0686  -11.9803   9.9174
 VTD  N6    N   NR15  0  -0.463  -23.5980  -13.1132  10.4179
 VTD  CL13  CL  CL    0  -0.131  -26.1593   -7.6142   7.6933
 VTD  H101  H   HCR6  0   0.270  -21.4532   -7.9817   6.6444
 VTD  H13   H   HCH3  0   0.261  -21.2497  -14.4782  11.5358
 VTD  H12   H   HCH3  0   0.258  -22.2210  -15.4832  10.4656
 VTD  H11   H   HCH3  0   0.261  -20.7233  -14.7623   9.8805
 VTD  H111  H   HCR6  0   0.280  -23.6545   -6.8591   6.5643
 VTD  H141  H   HCR6  0   0.273  -25.3307  -10.0283   8.9143
 VTD  H31   H   HCR5  0   0.262  -21.0019  -12.2229   8.7466
 VTD  H91   H   HCR6  0   0.254  -21.1755  -10.0989   7.8511
 VTD  H1    H   HNR5  0   0.418  -24.1812  -13.6667  11.0257
 VTD  C1    C   CH3   0  -0.734  -21.5955  -14.5914  10.5072

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
 VTD  C11   C10   aromatic  1.387  0.020  1.387
 VTD  C11   C12   aromatic  1.387  0.020  1.387
 VTD  C10   C9    aromatic  1.386  0.020  1.386
 VTD  CL13  C12   single    1.736  0.020  1.736
 VTD  C12   C14   aromatic  1.383  0.020  1.383
 VTD  C9    C8    aromatic  1.394  0.020  1.394
 VTD  C14   C8    aromatic  1.396  0.020  1.396
 VTD  C8    C4    single    1.465  0.020  1.465
 VTD  C4    C3    aromatic  1.411  0.020  1.411
 VTD  C4    N5    aromatic  1.324  0.020  1.324
 VTD  C3    C2    aromatic  1.377  0.020  1.377
 VTD  N5    N6    aromatic  1.325  0.020  1.325
 VTD  C2    C1    single    1.486  0.020  1.486
 VTD  C2    N6    aromatic  1.347  0.020  1.347
 VTD  C10   H101  single    0.930  0.020  1.080
 VTD  C1    H13   single    0.970  0.020  1.090
 VTD  C1    H12   single    0.970  0.020  1.090
 VTD  C1    H11   single    0.970  0.020  1.090
 VTD  C11   H111  single    0.930  0.020  1.080
 VTD  C14   H141  single    0.930  0.020  1.080
 VTD  C3    H31   single    0.930  0.020  1.080
 VTD  C9    H91   single    0.930  0.020  1.080
 VTD  N6    H1    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
 VTD  N5    C4   C3   110.62  3.000
 VTD  N5    C4   C8   120.90  3.000
 VTD  C3    C4   C8   128.49  3.000
 VTD  C9    C8   C14  118.88  3.000
 VTD  C14   C8   C4   120.28  3.000
 VTD  C9    C8   C4   120.84  3.000
 VTD  H101  C10  C9   119.84  3.000
 VTD  H101  C10  C11  119.39  3.000
 VTD  C9    C10  C11  120.77  3.000
 VTD  H111  C11  C12  120.87  3.000
 VTD  H111  C11  C10  120.84  3.000
 VTD  C12   C11  C10  118.29  3.000
 VTD  CL13  C12  C14  118.97  3.000
 VTD  C14   C12  C11  121.83  3.000
 VTD  CL13  C12  C11  119.19  3.000
 VTD  H141  C14  C12  120.24  3.000
 VTD  H141  C14  C8   120.10  3.000
 VTD  C12   C14  C8   119.66  3.000
 VTD  N6    C2   C3   105.42  3.000
 VTD  N6    C2   C1   123.02  3.000
 VTD  C3    C2   C1   131.56  3.000
 VTD  H31   C3   C2   126.27  3.000
 VTD  H31   C3   C4   128.64  3.000
 VTD  C2    C3   C4   105.09  3.000
 VTD  H91   C9   C10  119.21  3.000
 VTD  H91   C9   C8   120.21  3.000
 VTD  C10   C9   C8   120.57  3.000
 VTD  N6    N5   C4   105.12  3.000
 VTD  H1    N6   N5   119.46  3.000
 VTD  H1    N6   C2   126.78  3.000
 VTD  N5    N6   C2   113.75  3.000
 VTD  H11   C1   H12  108.04  3.000
 VTD  H11   C1   H13  107.79  3.000
 VTD  H12   C1   H13  107.62  3.000
 VTD  H11   C1   C2   110.30  3.000
 VTD  H12   C1   C2   111.59  3.000
 VTD  H13   C1   C2   111.35  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
 VTD  CONST_01  C10   C9   C8   C4   180.00   0.0  0
 VTD  CONST_02  C12   C14  C8   C4   180.00   0.0  0
 VTD  CONST_03  N6    C2   C3   C4     0.00   0.0  0
 VTD  CONST_04  C2    N6   N5   C4     0.00   0.0  0
 VTD  CONST_05  C11   C10  C9   C8     0.00   0.0  0
 VTD  CONST_06  C11   C12  C14  C8     0.00   0.0  0
 VTD  CONST_07  C2    C3   C4   C8   180.00   0.0  0
 VTD  CONST_08  N6    N5   C4   C8   180.00   0.0  0
 VTD  CONST_09  C14   C12  C11  C10    0.00   0.0  0
 VTD  CONST_10  C14   C8   C9   C10    0.00   0.0  0
 VTD  CONST_11  C9    C10  C11  C12    0.00   0.0  0
 VTD  CONST_12  C9    C8   C14  C12    0.00   0.0  0
 VTD  CONST_13  C3    C4   C8   C14  180.00   0.0  0
 VTD  CONST_14  N5    C4   C8   C14    0.00   0.0  0
 VTD  CONST_15  N5    C4   C3   C2     0.00   0.0  0
 VTD  CONST_16  C9    C8   C4   C3     0.00   0.0  0
 VTD  CONST_17  N6    N5   C4   C3     0.00   0.0  0
 VTD  CONST_18  N5    N6   C2   C3     0.00   0.0  0
 VTD  CONST_19  N5    C4   C8   C9   180.00   0.0  0
 VTD  CONST_20  C1    C2   C3   C4   180.00   0.0  0
 VTD  CONST_21  CL13  C12  C14  C8   180.00   0.0  0
 VTD  CONST_22  CL13  C12  C11  C10  180.00   0.0  0
 VTD  CONST_23  N5    N6   C2   C1   180.00   0.0  0
 VTD  CONST_24  H91   C9   C8   C4     0.00   0.0  0
 VTD  CONST_25  H141  C14  C8   C4     0.00   0.0  0
 VTD  CONST_26  H1    N6   N5   C4   180.00   0.0  0
 VTD  CONST_27  H101  C10  C9   C8   180.00   0.0  0
 VTD  CONST_28  H31   C3   C4   C8     0.00   0.0  0
 VTD  CONST_29  H111  C11  C12  C14  180.00   0.0  0
 VTD  Var_01    H13   C1   C2   C3   102.26  30.0  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
 VTD  plan-1  C4    0.020
 VTD  plan-1  C8    0.020
 VTD  plan-1  C2    0.020
 VTD  plan-1  C3    0.020
 VTD  plan-1  N5    0.020
 VTD  plan-1  N6    0.020
 VTD  plan-1  H31   0.020
 VTD  plan-1  H1    0.020
 VTD  plan-1  C1    0.020
 VTD  plan-2  C4    0.020
 VTD  plan-2  C8    0.020
 VTD  plan-2  C10   0.020
 VTD  plan-2  C11   0.020
 VTD  plan-2  C12   0.020
 VTD  plan-2  C14   0.020
 VTD  plan-2  C9    0.020
 VTD  plan-2  CL13  0.020
 VTD  plan-2  H101  0.020
 VTD  plan-2  H111  0.020
 VTD  plan-2  H141  0.020
 VTD  plan-2  H91   0.020

