# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 15:38:14 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 4-[3-(4-chlorophenyl)-1H-pyrazol-5-yl]piperidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(cc1)c2cc([nH]n2)C3CCNCC3
#
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
 L02  L02  4-[3-(4-chlorophenyl)-1H-pyrazol-5-yl]piperidine  ligand  34  18  .  2021-08-12  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_L02
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
 L02  N1    N   NR15  0  -0.493   1.1094   0.7230   1.5611
 L02  N3    N   N     0  -0.293   1.3241   0.7853   0.2538
 L02  C4    C   CR5   0   0.260   0.2956   0.1593  -0.2968
 L02  C5    C   CR15  0  -0.593  -0.5898  -0.3084   0.6978
 L02  C6    C   CR5   0   0.496  -0.0267   0.0771   1.8928
 L02  C7    C   CH1   0  -0.364  -0.4820  -0.1213   3.2986
 L02  C8    C   CH2   0  -0.408   0.5023  -0.9597   4.1237
 L02  C10   C   CH2   0  -0.297  -0.0131  -1.1339   5.5447
 L02  N12   N   NH1   0  -0.596  -0.2299   0.1642   6.1569
 L02  C13   C   CH2   0  -0.298  -1.2301   0.9353   5.4423
 L02  C15   C   CH2   0  -0.408  -0.7635   1.2035   4.0192
 L02  C20   C   CR16  0  -0.301   1.2169   0.4442  -2.5923
 L02  C21   C   CR6   0   0.075   0.1854   0.0236  -1.7506
 L02  C22   C   CR16  0  -0.341  -0.9564  -0.5273  -2.3313
 L02  C24   C   CR16  0  -0.189  -1.0722  -0.6581  -3.7064
 L02  C26   C   CR6   0  -0.058  -0.0323  -0.2318  -4.5163
 L02  C28   C   CR16  0  -0.194   1.1155   0.3205  -3.9674
 L02  CL1   CL  CL    0  -0.130  -0.1666  -0.3915  -6.2371
 L02  H1    H   HNR5  0   0.415   1.7756   1.1495   2.1860
 L02  H5    H   HCR5  0   0.263  -1.5090  -0.8579   0.5761
 L02  H7    H   HCH1  0   0.252  -1.4254  -0.6753   3.2441
 L02  H8C1  H   HCH2  0   0.242   0.6487  -1.9365   3.6576
 L02  H8C2  H   HCH2  0   0.218   1.4794  -0.4685   4.1580
 L02  H101  H   HCH2  0   0.190  -0.9299  -1.7463   5.5156
 L02  H102  H   HCH2  0   0.236   0.7180  -1.6871   6.1376
 L02  H12   H   HNH1  0   0.353  -0.5207   0.0402   7.1176
 L02  H131  H   HCH2  0   0.190  -2.2067   0.4241   5.3978
 L02  H132  H   HCH2  0   0.236  -1.3904   1.8803   5.9649
 L02  H151  H   HCH2  0   0.218   0.1414   1.8186   4.0447
 L02  H152  H   HCH2  0   0.241  -1.5253   1.7711   3.4805
 L02  H22   H   HCR6  0   0.258  -1.7800  -0.8609  -1.7134
 L02  H24   H   HCR6  0   0.281  -1.9671  -1.0864  -4.1366
 L02  H28   H   HCR6  0   0.280   1.9258   0.6517  -4.6027
 L02  H20   H   HCR6  0   0.261   2.1159   0.8729  -2.1705

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
 L02  N1   N3    aromatic  1.326  0.020  1.326
 L02  N1   C6    aromatic  1.348  0.020  1.348
 L02  N1   H1    single    0.860  0.020  1.020
 L02  N3   C4    aromatic  1.324  0.020  1.324
 L02  C4   C5    aromatic  1.411  0.020  1.411
 L02  C4   C21   single    1.464  0.020  1.464
 L02  C5   C6    aromatic  1.376  0.020  1.376
 L02  C5   H5    single    0.930  0.020  1.080
 L02  C6   C7    single    1.491  0.020  1.491
 L02  C7   C8    single    1.534  0.020  1.534
 L02  C7   C15   single    1.534  0.020  1.534
 L02  C7   H7    single    0.970  0.020  1.090
 L02  C8   C10   single    1.522  0.020  1.522
 L02  C8   H8C1  single    0.970  0.020  1.090
 L02  C8   H8C2  single    0.970  0.020  1.090
 L02  C10  N12   single    1.451  0.020  1.451
 L02  C10  H101  single    0.970  0.020  1.090
 L02  C10  H102  single    0.970  0.020  1.090
 L02  N12  C13   single    1.451  0.020  1.451
 L02  N12  H12   single    0.890  0.020  1.040
 L02  C13  C15   single    1.521  0.020  1.521
 L02  C13  H131  single    0.970  0.020  1.090
 L02  C13  H132  single    0.970  0.020  1.090
 L02  C15  H151  single    0.970  0.020  1.090
 L02  C15  H152  single    0.970  0.020  1.090
 L02  C20  C21   aromatic  1.396  0.020  1.396
 L02  C20  C28   aromatic  1.384  0.020  1.384
 L02  C20  H20   single    0.930  0.020  1.080
 L02  C21  C22   aromatic  1.394  0.020  1.394
 L02  C22  C24   aromatic  1.386  0.020  1.386
 L02  C22  H22   single    0.930  0.020  1.080
 L02  C24  C26   aromatic  1.385  0.020  1.385
 L02  C24  H24   single    0.930  0.020  1.080
 L02  C26  C28   aromatic  1.387  0.020  1.387
 L02  C26  CL1   single    1.733  0.020  1.733
 L02  C28  H28   single    0.930  0.020  1.080

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
 L02  H1    N1   C6    127.37  3.000
 L02  H1    N1   N3    118.96  3.000
 L02  C6    N1   N3    113.66  3.000
 L02  C4    N3   N1    105.19  3.000
 L02  C21   C4   C5    128.45  3.000
 L02  C21   C4   N3    121.01  3.000
 L02  C5    C4   N3    110.54  3.000
 L02  H5    C5   C6    126.14  3.000
 L02  H5    C5   C4    128.64  3.000
 L02  C6    C5   C4    105.21  3.000
 L02  C7    C6   C5    131.04  3.000
 L02  C7    C6   N1    123.57  3.000
 L02  C5    C6   N1    105.39  3.000
 L02  H7    C7   C15   107.58  3.000
 L02  H7    C7   C8    107.64  3.000
 L02  C15   C7   C8    109.70  3.000
 L02  H7    C7   C6    106.46  3.000
 L02  C15   C7   C6    112.58  3.000
 L02  C8    C7   C6    112.58  3.000
 L02  H8C2  C8   H8C1  107.17  3.000
 L02  H8C2  C8   C10   108.94  3.000
 L02  H8C1  C8   C10   109.97  3.000
 L02  H8C2  C8   C7    110.15  3.000
 L02  H8C1  C8   C7    110.20  3.000
 L02  C10   C8   C7    110.34  3.000
 L02  H102  C10  H101  106.83  3.000
 L02  H102  C10  N12   108.92  3.000
 L02  H101  C10  N12   112.55  3.000
 L02  H102  C10  C8    109.78  3.000
 L02  H101  C10  C8    108.69  3.000
 L02  N12   C10  C8    110.00  3.000
 L02  H12   N12  C13   109.55  3.000
 L02  H12   N12  C10   109.50  3.000
 L02  C13   N12  C10   111.75  3.000
 L02  H132  C13  H131  106.88  3.000
 L02  H132  C13  C15   109.89  3.000
 L02  H131  C13  C15   108.39  3.000
 L02  H132  C13  N12   109.00  3.000
 L02  H131  C13  N12   112.57  3.000
 L02  C15   C13  N12   110.05  3.000
 L02  H152  C15  H151  107.22  3.000
 L02  H152  C15  C13   109.82  3.000
 L02  H151  C15  C13   109.32  3.000
 L02  H152  C15  C7    110.19  3.000
 L02  H151  C15  C7    110.15  3.000
 L02  C13   C15  C7    110.08  3.000
 L02  H20   C20  C28   118.93  3.000
 L02  H20   C20  C21   119.89  3.000
 L02  C28   C20  C21   121.18  3.000
 L02  C22   C21  C20   118.22  3.000
 L02  C22   C21  C4    120.78  3.000
 L02  C20   C21  C4    121.00  3.000
 L02  H22   C22  C24   118.27  3.000
 L02  H22   C22  C21   120.47  3.000
 L02  C24   C22  C21   121.26  3.000
 L02  H24   C24  C26   120.70  3.000
 L02  H24   C24  C22   120.08  3.000
 L02  C26   C24  C22   119.22  3.000
 L02  CL1   C26  C28   119.58  3.000
 L02  CL1   C26  C24   119.59  3.000
 L02  C28   C26  C24   120.83  3.000
 L02  H28   C28  C26   120.63  3.000
 L02  H28   C28  C20   120.08  3.000
 L02  C26   C28  C20   119.29  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
 L02  CONST_01  C5   C4   N3   N1     0.00   0.0  0
 L02  CONST_02  C21  C4   N3   N1   180.00   0.0  0
 L02  CONST_03  C4   C5   C6   N1     0.00   0.0  0
 L02  CONST_04  C5   C6   N1   N3     0.00   0.0  0
 L02  CONST_05  C6   C5   C4   N3     0.00   0.0  0
 L02  CONST_06  C20  C21  C4   N3     0.00   0.0  0
 L02  CONST_07  C22  C21  C4   N3   180.00   0.0  0
 L02  CONST_08  C6   N1   N3   C4     0.00   0.0  0
 L02  CONST_09  C28  C20  C21  C4   180.00   0.0  0
 L02  CONST_10  C24  C22  C21  C4   180.00   0.0  0
 L02  CONST_11  C20  C21  C4   C5   180.00   0.0  0
 L02  CONST_12  C22  C21  C4   C5     0.00   0.0  0
 L02  CONST_13  C21  C4   C5   C6   180.00   0.0  0
 L02  CONST_14  C24  C22  C21  C20    0.00   0.0  0
 L02  CONST_15  C24  C26  C28  C20    0.00   0.0  0
 L02  CONST_16  C26  C28  C20  C21    0.00   0.0  0
 L02  CONST_17  C26  C24  C22  C21    0.00   0.0  0
 L02  CONST_18  C28  C20  C21  C22    0.00   0.0  0
 L02  CONST_19  C28  C26  C24  C22    0.00   0.0  0
 L02  CONST_20  C7   C6   N1   N3   180.00   0.0  0
 L02  CONST_21  C7   C6   C5   C4   180.00   0.0  0
 L02  CONST_22  CL1  C26  C28  C20  180.00   0.0  0
 L02  CONST_23  CL1  C26  C24  C22  180.00   0.0  0
 L02  CONST_24  H5   C5   C6   N1   180.00   0.0  0
 L02  CONST_25  H1   N1   N3   C4   180.00   0.0  0
 L02  CONST_26  H20  C20  C21  C4     0.00   0.0  0
 L02  CONST_27  H22  C22  C21  C4     0.00   0.0  0
 L02  CONST_28  H28  C28  C20  C21  180.00   0.0  0
 L02  CONST_29  H24  C24  C22  C21  180.00   0.0  0
 L02  Var_01    N12  C10  C8   C7   -57.24  30.0  1
 L02  Var_02    N12  C13  C15  C7    57.67  30.0  1
 L02  Var_03    C13  N12  C10  C8    61.68  30.0  1
 L02  Var_04    C15  C13  N12  C10  -62.00  30.0  1

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
 L02  chir_01  C7  C6  C8  C15  negativ

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
 L02  plan-1  N1   0.020
 L02  plan-1  N3   0.020
 L02  plan-1  C4   0.020
 L02  plan-1  C5   0.020
 L02  plan-1  C6   0.020
 L02  plan-1  C7   0.020
 L02  plan-1  C21  0.020
 L02  plan-1  H1   0.020
 L02  plan-1  H5   0.020
 L02  plan-2  C4   0.020
 L02  plan-2  C20  0.020
 L02  plan-2  C21  0.020
 L02  plan-2  C22  0.020
 L02  plan-2  C24  0.020
 L02  plan-2  C26  0.020
 L02  plan-2  C28  0.020
 L02  plan-2  CL1  0.020
 L02  plan-2  H22  0.020
 L02  plan-2  H24  0.020
 L02  plan-2  H28  0.020
 L02  plan-2  H20  0.020

