# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 21:06:15 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 4-(4-chlorophenyl)-4-[4-(1H-pyrazol-4-yl)phenyl]piperidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(cc1)C2(CCNCC2)c3ccc(cc3)c4c[nH]nc4
#
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
 GVP  GVP  4-(4-chlorophenyl)-4-[4-(1H-pyrazol-4-yl)phenyl]piperidine  ligand  44  24  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_GVP
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
 GVP  CL1   CL  CL    0  -0.136  -0.1577   0.0518  -6.4839
 GVP  C2    C   CR6   0  -0.063  -0.1586   0.5973  -4.8368
 GVP  C3    C   CR16  0  -0.189   0.5071  -0.1342  -3.8716
 GVP  C4    C   CR16  0  -0.354   0.4976   0.3092  -2.5537
 GVP  C5    C   CR6   0   0.226  -0.1661   1.4738  -2.1821
 GVP  C6    C   CR16  0  -0.302  -0.8190   2.1927  -3.1860
 GVP  C7    C   CR16  0  -0.197  -0.8260   1.7666  -4.5027
 GVP  C8    C   CT    0  -0.254  -0.1981   1.9933  -0.7444
 GVP  C9    C   CH2   0  -0.438  -1.6715   2.1202  -0.3002
 GVP  C10   C   CH2   0  -0.290  -1.8332   2.4519   1.1780
 GVP  N11   N   NH1   0  -0.593  -1.1582   1.4564   1.9892
 GVP  C12   C   CH2   0  -0.288   0.2601   1.4174   1.6870
 GVP  C13   C   CH2   0  -0.443   0.4616   1.0075   0.2375
 GVP  C14   C   CR6   0   0.178   0.5480   3.3302  -0.7505
 GVP  C15   C   CR16  0  -0.280   1.9361   3.3499  -0.8945
 GVP  C16   C   CR16  0  -0.327   2.6459   4.5357  -0.9615
 GVP  C17   C   CR6   0   0.093   1.9975   5.7711  -0.9022
 GVP  C18   C   CR16  0  -0.326   0.6100   5.7569  -0.7761
 GVP  C19   C   CR16  0  -0.310  -0.0950   4.5642  -0.7006
 GVP  C20   C   CR5   0  -0.104   2.7490   7.0212  -0.9772
 GVP  C21   C   CR15  0  -0.013   2.3139   8.3001  -0.6815
 GVP  N22   N   NR15  0  -0.425   3.3517   9.1180  -0.9013
 GVP  N23   N   N     0  -0.262   4.4399   8.4843  -1.3197
 GVP  C24   C   CR15  0  -0.120   4.0924   7.2134  -1.3696
 GVP  H3    H   HCR6  0   0.277   1.0303  -1.0443  -4.1323
 GVP  H7    H   HCR6  0   0.277  -1.3443   2.3415  -5.2583
 GVP  H4    H   HCR6  0   0.264   1.0299  -0.2833  -1.8226
 GVP  H6    H   HCR6  0   0.258  -1.3328   3.1157  -2.9483
 GVP  H9C1  H   HCH2  0   0.245  -2.1571   1.1603  -0.4959
 GVP  H9C2  H   HCH2  0   0.240  -2.2087   2.8561  -0.9004
 GVP  H131  H   HCH2  0   0.244   1.5273   0.8884   0.0367
 GVP  H132  H   HCH2  0   0.236   0.0082   0.0213   0.1019
 GVP  H101  H   HCH2  0   0.196  -1.4644   3.4693   1.3762
 GVP  H102  H   HCH2  0   0.235  -2.8974   2.4509   1.4240
 GVP  H11   H   HNH1  0   0.352  -1.2900   1.6754   2.9680
 GVP  H121  H   HCH2  0   0.234   0.7397   0.6806   2.3345
 GVP  H122  H   HCH2  0   0.193   0.7624   2.3799   1.8750
 GVP  H15   H   HCR6  0   0.250   2.4918   2.4231  -0.9634
 GVP  H19   H   HCR6  0   0.251  -1.1715   4.6240  -0.6129
 GVP  H16   H   HCR6  0   0.246   3.7237   4.4903  -1.0573
 GVP  H18   H   HCR6  0   0.245   0.0561   6.6873  -0.7443
 GVP  H21   H   HCR5  0   0.291   1.3661   8.6734  -0.3298
 GVP  H24   H   HCR5  0   0.258   4.8069   6.4710  -1.6928
 GVP  H22   H   HNR5  0   0.423   3.3691  10.1178  -0.7776

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
 GVP  C15  C16   aromatic  1.384  0.020  1.384
 GVP  C16  C17   aromatic  1.396  0.020  1.396
 GVP  C17  C18   aromatic  1.393  0.020  1.393
 GVP  C14  C19   aromatic  1.392  0.020  1.392
 GVP  C18  C19   aromatic  1.388  0.020  1.388
 GVP  C17  C20   single    1.461  0.020  1.461
 GVP  C20  C21   double    1.383  0.020  1.383
 GVP  C21  N22   single    1.340  0.020  1.340
 GVP  N22  N23   single    1.327  0.020  1.327
 GVP  C20  C24   single    1.413  0.020  1.413
 GVP  N23  C24   double    1.318  0.020  1.318
 GVP  C3   H3    single    0.930  0.020  1.080
 GVP  C7   H7    single    0.930  0.020  1.080
 GVP  C4   H4    single    0.930  0.020  1.080
 GVP  C6   H6    single    0.930  0.020  1.080
 GVP  C9   H9C1  single    0.970  0.020  1.090
 GVP  C9   H9C2  single    0.970  0.020  1.090
 GVP  C13  H131  single    0.970  0.020  1.090
 GVP  C13  H132  single    0.970  0.020  1.090
 GVP  C10  H101  single    0.970  0.020  1.090
 GVP  C10  H102  single    0.970  0.020  1.090
 GVP  N11  H11   single    0.890  0.020  1.040
 GVP  C12  H121  single    0.970  0.020  1.090
 GVP  C12  H122  single    0.970  0.020  1.090
 GVP  C15  H15   single    0.930  0.020  1.080
 GVP  CL1  C2    single    1.735  0.020  1.735
 GVP  C2   C3    aromatic  1.382  0.020  1.382
 GVP  C3   C4    aromatic  1.391  0.020  1.391
 GVP  C4   C5    aromatic  1.391  0.020  1.391
 GVP  C5   C6    aromatic  1.397  0.020  1.397
 GVP  C2   C7    aromatic  1.387  0.020  1.387
 GVP  C6   C7    aromatic  1.384  0.020  1.384
 GVP  C5   C8    single    1.529  0.020  1.529
 GVP  C8   C9    single    1.544  0.020  1.544
 GVP  C9   C10   single    1.524  0.020  1.524
 GVP  C10  N11   single    1.451  0.020  1.451
 GVP  N11  C12   single    1.451  0.020  1.451
 GVP  C8   C13   single    1.540  0.020  1.540
 GVP  C12  C13   single    1.520  0.020  1.520
 GVP  C8   C14   single    1.531  0.020  1.531
 GVP  C14  C15   aromatic  1.396  0.020  1.396
 GVP  C19  H19   single    0.930  0.020  1.080
 GVP  C16  H16   single    0.930  0.020  1.080
 GVP  C18  H18   single    0.930  0.020  1.080
 GVP  C21  H21   single    0.930  0.020  1.080
 GVP  C24  H24   single    0.930  0.020  1.080
 GVP  N22  H22   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
 GVP  C7    C2   C3    120.64  3.000
 GVP  C7    C2   CL1   119.60  3.000
 GVP  C3    C2   CL1   119.76  3.000
 GVP  H3    C3   C4    120.01  3.000
 GVP  C4    C3   C2    119.33  3.000
 GVP  H3    C3   C2    120.66  3.000
 GVP  H4    C4   C5    120.87  3.000
 GVP  C5    C4   C3    121.56  3.000
 GVP  H4    C4   C3    117.56  3.000
 GVP  C8    C5   C6    119.42  3.000
 GVP  C8    C5   C4    123.07  3.000
 GVP  C6    C5   C4    117.51  3.000
 GVP  H6    C6   C7    117.97  3.000
 GVP  C7    C6   C5    121.85  3.000
 GVP  H6    C6   C5    120.18  3.000
 GVP  H7    C7   C6    120.23  3.000
 GVP  C6    C7   C2    119.09  3.000
 GVP  H7    C7   C2    120.68  3.000
 GVP  C14   C8   C13   110.66  3.000
 GVP  C14   C8   C9    113.23  3.000
 GVP  C13   C8   C9    106.14  3.000
 GVP  C14   C8   C5    106.42  3.000
 GVP  C13   C8   C5    111.91  3.000
 GVP  C9    C8   C5    108.56  3.000
 GVP  H9C2  C9   H9C1  105.96  3.000
 GVP  H9C2  C9   C10   109.55  3.000
 GVP  H9C1  C9   C10   108.52  3.000
 GVP  C10   C9   C8    113.47  3.000
 GVP  H9C2  C9   C8    111.53  3.000
 GVP  H9C1  C9   C8    107.47  3.000
 GVP  H102  C10  H101  106.67  3.000
 GVP  H102  C10  N11   109.07  3.000
 GVP  H101  C10  N11   112.21  3.000
 GVP  N11   C10  C9    110.10  3.000
 GVP  H102  C10  C9    108.77  3.000
 GVP  H101  C10  C9    109.91  3.000
 GVP  H11   N11  C12   109.56  3.000
 GVP  C12   N11  C10   110.91  3.000
 GVP  H11   N11  C10   109.38  3.000
 GVP  H122  C12  H121  106.74  3.000
 GVP  H122  C12  C13   109.75  3.000
 GVP  H121  C12  C13   108.99  3.000
 GVP  C13   C12  N11   109.60  3.000
 GVP  H122  C12  N11   112.74  3.000
 GVP  H121  C12  N11   108.91  3.000
 GVP  H132  C13  H131  106.48  3.000
 GVP  H132  C13  C12   107.84  3.000
 GVP  H131  C13  C12   109.54  3.000
 GVP  C12   C13  C8    112.26  3.000
 GVP  H132  C13  C8    108.70  3.000
 GVP  H131  C13  C8    111.78  3.000
 GVP  C19   C14  C15   116.77  3.000
 GVP  C15   C14  C8    119.83  3.000
 GVP  C19   C14  C8    123.28  3.000
 GVP  H15   C15  C16   117.85  3.000
 GVP  H15   C15  C14   120.32  3.000
 GVP  C16   C15  C14   121.82  3.000
 GVP  H16   C16  C17   120.19  3.000
 GVP  H16   C16  C15   118.61  3.000
 GVP  C17   C16  C15   121.20  3.000
 GVP  C20   C17  C18   121.72  3.000
 GVP  C20   C17  C16   121.08  3.000
 GVP  C18   C17  C16   117.20  3.000
 GVP  H18   C18  C19   118.48  3.000
 GVP  H18   C18  C17   120.21  3.000
 GVP  C19   C18  C17   121.31  3.000
 GVP  H19   C19  C18   117.55  3.000
 GVP  H19   C19  C14   120.76  3.000
 GVP  C18   C19  C14   121.68  3.000
 GVP  C24   C20  C21   103.46  3.000
 GVP  C24   C20  C17   128.31  3.000
 GVP  C21   C20  C17   128.22  3.000
 GVP  H21   C21  N22   121.56  3.000
 GVP  H21   C21  C20   131.83  3.000
 GVP  N22   C21  C20   106.61  3.000
 GVP  H22   N22  N23   119.90  3.000
 GVP  H22   N22  C21   126.80  3.000
 GVP  N23   N22  C21   113.30  3.000
 GVP  C24   N23  N22   104.84  3.000
 GVP  H24   C24  N23   119.97  3.000
 GVP  H24   C24  C20   128.23  3.000
 GVP  N23   C24  C20   111.79  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
 GVP  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 GVP  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 GVP  CONST_03  C6   C7   C2   C3      0.00   0.0  0
 GVP  CONST_04  C6   C5   C4   C3      0.00   0.0  0
 GVP  CONST_05  C7   C2   C3   C4      0.00   0.0  0
 GVP  CONST_06  C7   C6   C5   C4      0.00   0.0  0
 GVP  CONST_07  C17  C18  C19  C14     0.00   0.0  0
 GVP  CONST_08  C17  C16  C15  C14     0.00   0.0  0
 GVP  CONST_09  C18  C17  C16  C15     0.00   0.0  0
 GVP  CONST_10  C18  C19  C14  C15     0.00   0.0  0
 GVP  CONST_11  C19  C14  C15  C16     0.00   0.0  0
 GVP  CONST_12  C19  C18  C17  C16     0.00   0.0  0
 GVP  CONST_13  C8   C5   C4   C3    180.00   0.0  0
 GVP  CONST_14  C8   C5   C6   C7    180.00   0.0  0
 GVP  CONST_15  C18  C19  C14  C8    180.00   0.0  0
 GVP  CONST_16  C16  C15  C14  C8    180.00   0.0  0
 GVP  CONST_17  C20  C17  C16  C15   180.00   0.0  0
 GVP  CONST_18  C20  C17  C18  C19   180.00   0.0  0
 GVP  CONST_19  C4   C3   C2   CL1   180.00   0.0  0
 GVP  CONST_20  C6   C7   C2   CL1   180.00   0.0  0
 GVP  CONST_21  H4   C4   C3   C2    180.00   0.0  0
 GVP  CONST_22  H6   C6   C7   C2    180.00   0.0  0
 GVP  CONST_23  H7   C7   C2   C3    180.00   0.0  0
 GVP  CONST_24  H3   C3   C4   C5    180.00   0.0  0
 GVP  CONST_25  H19  C19  C14  C8      0.00   0.0  0
 GVP  CONST_26  H15  C15  C14  C8      0.00   0.0  0
 GVP  CONST_27  H18  C18  C19  C14   180.00   0.0  0
 GVP  CONST_28  H16  C16  C15  C14   180.00   0.0  0
 GVP  Var_01    C9   C8   C5   C4   -122.54  30.0  2
 GVP  Var_02    C10  C9   C8   C5    172.29  30.0  1
 GVP  Var_03    C12  C13  C8   C5   -171.81  30.0  1
 GVP  Var_04    C19  C14  C8   C5    103.66  30.0  2
 GVP  Var_05    N11  C10  C9   C8    -56.42  30.0  1
 GVP  Var_06    N11  C12  C13  C8     60.42  30.0  1
 GVP  Var_07    C12  N11  C10  C9     60.32  30.0  1
 GVP  Var_08    C13  C12  N11  C10   -62.50  30.0  1
 GVP  Var_09    C21  C20  C17  C16  -166.38  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
 GVP  plan-1  C17  0.020
 GVP  plan-1  C20  0.020
 GVP  plan-1  C21  0.020
 GVP  plan-1  N22  0.020
 GVP  plan-1  N23  0.020
 GVP  plan-1  C24  0.020
 GVP  plan-1  H21  0.020
 GVP  plan-1  H24  0.020
 GVP  plan-1  H22  0.020
 GVP  plan-2  CL1  0.020
 GVP  plan-2  C2   0.020
 GVP  plan-2  C3   0.020
 GVP  plan-2  C4   0.020
 GVP  plan-2  C5   0.020
 GVP  plan-2  C6   0.020
 GVP  plan-2  C7   0.020
 GVP  plan-2  C8   0.020
 GVP  plan-2  H3   0.020
 GVP  plan-2  H7   0.020
 GVP  plan-2  H4   0.020
 GVP  plan-2  H6   0.020
 GVP  plan-3  C8   0.020
 GVP  plan-3  C14  0.020
 GVP  plan-3  C15  0.020
 GVP  plan-3  C16  0.020
 GVP  plan-3  C17  0.020
 GVP  plan-3  C18  0.020
 GVP  plan-3  C19  0.020
 GVP  plan-3  C20  0.020
 GVP  plan-3  H15  0.020
 GVP  plan-3  H19  0.020
 GVP  plan-3  H16  0.020
 GVP  plan-3  H18  0.020

