# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 09:54:34 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: N-(2-chloro-4-fluorobenzyl)-4-[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(C)n(Cc2ccc(cc2)C(=O)NCc3ccc(F)cc3Cl)n1
#
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
 713  713  N-(2-chloro-4-fluorobenzyl)-4-[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]benzamide  ligand  45  26  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_713
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
 713  CL1  CL  CL    0  -0.108   3.5334  -1.8207   1.0685
 713  C17  C   CR6   0  -0.084   4.3631  -0.4804   0.3541
 713  C19  C   CR16  0  -0.358   5.3383   0.1558   1.1049
 713  C20  C   CR6   0   0.522   6.0096   1.2176   0.5292
 713  F21  F   F     0  -0.309   6.9555   1.8375   1.2463
 713  C22  C   CR16  0  -0.392   5.7399   1.6529  -0.7516
 713  C23  C   CR16  0  -0.301   4.7556   0.9925  -1.4718
 713  C16  C   CR6   0   0.170   4.0490  -0.0828  -0.9443
 713  C15  C   CH2   0  -0.355   2.9837  -0.7640  -1.7587
 713  N14  N   NH1   0  -0.634   1.6727  -0.5370  -1.1951
 713  C13  C   C     0   0.531   0.7599  -1.5049  -1.0033
 713  O24  O   O     0  -0.485   0.9130  -2.6602  -1.3734
 713  C12  C   CR6   0  -0.048  -0.4870  -1.0780  -0.2994
 713  C25  C   CR16  0  -0.255  -1.6844  -1.7204  -0.6123
 713  C26  C   CR16  0  -0.270  -2.8584  -1.3639   0.0259
 713  C11  C   CR16  0  -0.274  -0.4834  -0.0971   0.6866
 713  C10  C   CR16  0  -0.291  -1.6611   0.2462   1.3367
 713  C9   C   CR6   0   0.111  -2.8584  -0.3761   1.0097
 713  C8   C   CH2   0  -0.395  -4.1397   0.0043   1.7068
 713  N4   N   NR5   0  -0.318  -5.1397   0.4975   0.7885
 713  N3   N   N     0  -0.316  -6.0963  -0.3193   0.3335
 713  C2   C   CR5   0   0.277  -6.7877   0.3912  -0.5387
 713  C1   C   CH3   0  -0.735  -7.9686  -0.1821  -1.2448
 713  C7   C   CR15  0  -0.578  -6.2550   1.6901  -0.6502
 713  C5   C   CR5   0   0.431  -5.1863   1.7206   0.2173
 713  C6   C   CH3   0  -0.748  -4.2184   2.8039   0.5318
 713  H1   H   HCR6  0   0.303   5.5723  -0.1660   2.1106
 713  H2   H   HCR6  0   0.288   6.2803   2.4862  -1.1794
 713  H3   H   HCR6  0   0.277   4.5303   1.3228  -2.4779
 713  H4   H   HCH2  0   0.273   3.0268  -0.3929  -2.7851
 713  H5   H   HCH2  0   0.275   3.1568  -1.8387  -1.8036
 713  H6   H   HNH1  0   0.407   1.4263   0.4164  -0.9828
 713  H7   H   HCR6  0   0.262  -1.6990  -2.4963  -1.3662
 713  H8   H   HCR6  0   0.259  -3.7838  -1.8610  -0.2398
 713  H9   H   HCR6  0   0.262   0.4360   0.3964   0.9763
 713  H10  H   HCR6  0   0.264  -1.6410   1.0079   2.1063
 713  H11  H   HCH2  0   0.295  -4.5711  -0.8584   2.2140
 713  H12  H   HCH2  0   0.280  -3.9484   0.7613   2.4683
 713  H13  H   HCH3  0   0.244  -7.9004  -0.0238  -2.3214
 713  H14  H   HCH3  0   0.243  -8.0488  -1.2530  -1.0636
 713  H15  H   HCH3  0   0.245  -8.8968   0.2841  -0.9101
 713  H16  H   HCR5  0   0.255  -6.6038   2.4972  -1.2747
 713  H17  H   HCH3  0   0.255  -4.1562   2.9964   1.6041
 713  H18  H   HCH3  0   0.258  -3.2120   2.5600   0.1864
 713  H19  H   HCH3  0   0.267  -4.5240   3.7275   0.0452

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
 713  C1   C2   single    1.491  0.020  1.491
 713  C2   C7   aromatic  1.408  0.020  1.408
 713  C2   N3   aromatic  1.320  0.020  1.320
 713  C7   C5   aromatic  1.377  0.020  1.377
 713  N3   N4   aromatic  1.338  0.020  1.338
 713  C5   N4   aromatic  1.351  0.020  1.351
 713  C5   C6   single    1.486  0.020  1.486
 713  N4   C8   single    1.444  0.020  1.444
 713  C8   C9   single    1.507  0.020  1.507
 713  C9   C10  aromatic  1.388  0.020  1.388
 713  C9   C26  aromatic  1.394  0.020  1.394
 713  C10  C11  aromatic  1.388  0.020  1.388
 713  C26  C25  aromatic  1.383  0.020  1.383
 713  C11  C12  aromatic  1.391  0.020  1.391
 713  C25  C12  aromatic  1.394  0.020  1.394
 713  C12  C13  single    1.494  0.020  1.494
 713  CL1  C17  single    1.731  0.020  1.731
 713  C13  N14  single    1.344  0.020  1.344
 713  C13  O24  double    1.223  0.020  1.223
 713  N14  C15  single    1.445  0.020  1.445
 713  C19  C17  aromatic  1.385  0.020  1.385
 713  C19  C20  aromatic  1.382  0.020  1.382
 713  C17  C16  aromatic  1.394  0.020  1.394
 713  F21  C20  single    1.339  0.020  1.339
 713  C20  C22  aromatic  1.379  0.020  1.379
 713  C16  C15  single    1.504  0.020  1.504
 713  C16  C23  aromatic  1.391  0.020  1.391
 713  C22  C23  aromatic  1.387  0.020  1.387
 713  C19  H1   single    0.930  0.020  1.080
 713  C22  H2   single    0.930  0.020  1.080
 713  C23  H3   single    0.930  0.020  1.080
 713  C15  H4   single    0.970  0.020  1.090
 713  C15  H5   single    0.970  0.020  1.090
 713  N14  H6   single    0.860  0.020  1.020
 713  C25  H7   single    0.930  0.020  1.080
 713  C26  H8   single    0.930  0.020  1.080
 713  C11  H9   single    0.930  0.020  1.080
 713  C10  H10  single    0.930  0.020  1.080
 713  C8   H11  single    0.970  0.020  1.090
 713  C8   H12  single    0.970  0.020  1.090
 713  C1   H13  single    0.970  0.020  1.090
 713  C1   H14  single    0.970  0.020  1.090
 713  C1   H15  single    0.970  0.020  1.090
 713  C7   H16  single    0.930  0.020  1.080
 713  C6   H17  single    0.970  0.020  1.090
 713  C6   H18  single    0.970  0.020  1.090
 713  C6   H19  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
 713  C16  C17  C19  122.17  3.000
 713  C16  C17  CL1  119.83  3.000
 713  C19  C17  CL1  117.99  3.000
 713  H1   C19  C20  120.73  3.000
 713  H1   C19  C17  121.30  3.000
 713  C20  C19  C17  117.97  3.000
 713  C22  C20  F21  119.29  3.000
 713  C22  C20  C19  122.30  3.000
 713  F21  C20  C19  118.41  3.000
 713  H2   C22  C23  121.08  3.000
 713  H2   C22  C20  120.85  3.000
 713  C23  C22  C20  118.08  3.000
 713  H3   C23  C16  118.86  3.000
 713  H3   C23  C22  119.01  3.000
 713  C16  C23  C22  122.13  3.000
 713  C15  C16  C23  120.31  3.000
 713  C23  C16  C17  117.35  3.000
 713  C15  C16  C17  122.33  3.000
 713  H5   C15  H4   106.87  3.000
 713  H5   C15  N14  108.37  3.000
 713  H4   C15  N14  110.42  3.000
 713  H5   C15  C16  110.89  3.000
 713  H4   C15  C16  109.09  3.000
 713  N14  C15  C16  111.12  3.000
 713  H6   N14  C13  119.03  3.000
 713  H6   N14  C15  116.93  3.000
 713  C13  N14  C15  123.97  3.000
 713  C12  C13  O24  121.13  3.000
 713  O24  C13  N14  123.51  3.000
 713  C12  C13  N14  115.36  3.000
 713  C11  C12  C25  119.09  3.000
 713  C25  C12  C13  118.64  3.000
 713  C11  C12  C13  122.23  3.000
 713  H7   C25  C26  119.67  3.000
 713  H7   C25  C12  119.89  3.000
 713  C26  C25  C12  120.44  3.000
 713  H8   C26  C9   119.87  3.000
 713  H8   C26  C25  119.58  3.000
 713  C9   C26  C25  120.55  3.000
 713  H9   C11  C10  118.83  3.000
 713  H9   C11  C12  120.88  3.000
 713  C10  C11  C12  120.28  3.000
 713  H10  C10  C9   119.90  3.000
 713  H10  C10  C11  119.41  3.000
 713  C9   C10  C11  120.69  3.000
 713  C8   C9   C10  120.73  3.000
 713  C10  C9   C26  118.93  3.000
 713  C8   C9   C26  120.34  3.000
 713  H12  C8   H11  107.09  3.000
 713  H12  C8   N4   109.17  3.000
 713  H11  C8   N4   106.99  3.000
 713  H12  C8   C9   110.42  3.000
 713  H11  C8   C9   110.61  3.000
 713  N4   C8   C9   112.37  3.000
 713  C5   N4   N3   112.61  3.000
 713  C5   N4   C8   127.01  3.000
 713  N3   N4   C8   120.19  3.000
 713  C2   N3   N4   105.70  3.000
 713  C7   C2   C1   128.09  3.000
 713  C7   C2   N3   110.52  3.000
 713  C1   C2   N3   121.39  3.000
 713  H15  C1   H14  107.84  3.000
 713  H15  C1   H13  107.10  3.000
 713  H14  C1   H13  108.16  3.000
 713  H15  C1   C2   111.36  3.000
 713  H14  C1   C2   110.96  3.000
 713  H13  C1   C2   111.24  3.000
 713  H16  C7   C5   126.82  3.000
 713  H16  C7   C2   127.87  3.000
 713  C5   C7   C2   105.31  3.000
 713  C6   C5   C7   130.91  3.000
 713  C6   C5   N4   123.23  3.000
 713  C7   C5   N4   105.85  3.000
 713  H19  C6   H18  107.89  3.000
 713  H19  C6   H17  107.81  3.000
 713  H18  C6   H17  107.33  3.000
 713  H19  C6   C5   109.95  3.000
 713  H18  C6   C5   111.75  3.000
 713  H17  C6   C5   111.94  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
 713  CONST_01  C22  C20  C19  C17     0.00   0.0  0
 713  CONST_02  C22  C23  C16  C17     0.00   0.0  0
 713  CONST_03  C23  C16  C17  C19     0.00   0.0  0
 713  CONST_04  C23  C22  C20  C19     0.00   0.0  0
 713  CONST_05  C16  C17  C19  C20     0.00   0.0  0
 713  CONST_06  C16  C23  C22  C20     0.00   0.0  0
 713  CONST_07  C9   C10  C11  C12     0.00   0.0  0
 713  CONST_08  C9   C26  C25  C12     0.00   0.0  0
 713  CONST_09  C10  C9   C26  C25     0.00   0.0  0
 713  CONST_10  C10  C11  C12  C25     0.00   0.0  0
 713  CONST_11  C11  C10  C9   C26     0.00   0.0  0
 713  CONST_12  C11  C12  C25  C26     0.00   0.0  0
 713  CONST_13  C7   C2   N3   N4      0.00   0.0  0
 713  CONST_14  C2   C7   C5   N4      0.00   0.0  0
 713  CONST_15  C5   C7   C2   N3      0.00   0.0  0
 713  CONST_16  C7   C5   N4   N3      0.00   0.0  0
 713  CONST_17  C5   N4   N3   C2      0.00   0.0  0
 713  CONST_18  C20  C19  C17  CL1   180.00   0.0  0
 713  CONST_19  C23  C16  C17  CL1   180.00   0.0  0
 713  CONST_20  F21  C20  C19  C17   180.00   0.0  0
 713  CONST_21  C15  C16  C17  C19   180.00   0.0  0
 713  CONST_22  C23  C22  C20  F21   180.00   0.0  0
 713  CONST_23  C15  C16  C23  C22   180.00   0.0  0
 713  CONST_24  C10  C11  C12  C13   180.00   0.0  0
 713  CONST_25  C26  C25  C12  C13   180.00   0.0  0
 713  CONST_26  C8   C9   C26  C25   180.00   0.0  0
 713  CONST_27  C8   C9   C10  C11   180.00   0.0  0
 713  CONST_28  C2   N3   N4   C8    180.00   0.0  0
 713  CONST_29  C7   C5   N4   C8    180.00   0.0  0
 713  CONST_30  C1   C2   N3   N4    180.00   0.0  0
 713  CONST_31  C6   C5   N4   N3    180.00   0.0  0
 713  CONST_32  C6   C5   C7   C2    180.00   0.0  0
 713  CONST_33  C5   C7   C2   C1    180.00   0.0  0
 713  CONST_34  H3   C23  C16  C17   180.00   0.0  0
 713  CONST_35  H2   C22  C20  C19   180.00   0.0  0
 713  CONST_36  H1   C19  C20  C22   180.00   0.0  0
 713  CONST_37  H10  C10  C11  C12   180.00   0.0  0
 713  CONST_38  H8   C26  C25  C12   180.00   0.0  0
 713  CONST_39  H9   C11  C12  C25   180.00   0.0  0
 713  CONST_40  H7   C25  C12  C11   180.00   0.0  0
 713  CONST_41  H16  C7   C5   N4    180.00   0.0  0
 713  CONST_42  C12  C13  N14  C15   180.00   0.0  0
 713  CONST_43  H6   N14  C13  C12     0.00   0.0  0
 713  CONST_44  O24  C13  N14  C15     0.00   0.0  0
 713  Var_01    N4   C8   C9   C26   -60.01  30.0  3
 713  Var_02    N3   N4   C8   C9     97.56  30.0  1
 713  Var_03    N14  C15  C16  C17    67.09  30.0  2
 713  Var_04    C11  C12  C13  N14   -33.58  30.0  2
 713  Var_05    H17  C6   C5   N4    -53.41  30.0  2
 713  Var_06    H13  C1   C2   N3   -129.76  30.0  2
 713  Var_07    C13  N14  C15  C16  -133.10  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
 713  plan-1  C8   0.020
 713  plan-1  N4   0.020
 713  plan-1  N3   0.020
 713  plan-1  C2   0.020
 713  plan-1  C1   0.020
 713  plan-1  C7   0.020
 713  plan-1  C5   0.020
 713  plan-1  C6   0.020
 713  plan-1  H16  0.020
 713  plan-2  CL1  0.020
 713  plan-2  C17  0.020
 713  plan-2  C19  0.020
 713  plan-2  C20  0.020
 713  plan-2  F21  0.020
 713  plan-2  C22  0.020
 713  plan-2  C23  0.020
 713  plan-2  C16  0.020
 713  plan-2  C15  0.020
 713  plan-2  H1   0.020
 713  plan-2  H2   0.020
 713  plan-2  H3   0.020
 713  plan-3  C13  0.020
 713  plan-3  C12  0.020
 713  plan-3  C25  0.020
 713  plan-3  C26  0.020
 713  plan-3  C11  0.020
 713  plan-3  C10  0.020
 713  plan-3  C9   0.020
 713  plan-3  C8   0.020
 713  plan-3  H7   0.020
 713  plan-3  H8   0.020
 713  plan-3  H9   0.020
 713  plan-3  H10  0.020
 713  plan-4  C15  0.020
 713  plan-4  N14  0.020
 713  plan-4  C13  0.020
 713  plan-4  O24  0.020
 713  plan-4  C12  0.020
 713  plan-4  H6   0.020

