# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 18:57:23 2020
#   Inital geometry file: a 77 line input string
#   Ligand name: 3-chloro-4-(4-methylpiperidin-1-yl)aniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1CCN(CC1)c2ccc(N)cc2Cl
#
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
 JHA  JHA  3-chloro-4-(4-methylpiperidin-1-yl)aniline  ligand  32  15  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JHA
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
 JHA  C10   C   CR16  0  -0.317   2.6074   1.7414   0.4086
 JHA  C13   C   CR6   0  -0.095   1.4276  -0.6118  -0.3763
 JHA  C01   C   CH3   0  -0.653  -5.0884  -0.0838   0.0479
 JHA  C02   C   CH1   0  -0.238  -3.6948   0.5134  -0.0836
 JHA  C03   C   CH2   0  -0.412  -2.9367   0.4710   1.2402
 JHA  C04   C   CH2   0  -0.305  -1.5195   1.0049   1.0945
 JHA  N05   N   NT    0  -0.486  -0.8049   0.2496   0.0809
 JHA  C06   C   CH2   0  -0.295  -1.4543   0.3514  -1.2218
 JHA  C07   C   CH2   0  -0.415  -2.8709  -0.1942  -1.1552
 JHA  C08   C   CR6   0   0.340   0.5900   0.4234   0.0484
 JHA  C09   C   CR16  0  -0.318   1.2306   1.6005   0.4369
 JHA  C11   C   CR6   0   0.290   3.4238   0.7018  -0.0440
 JHA  C12   C   CR16  0  -0.291   2.8044  -0.4877  -0.4385
 JHA  CL14  CL  CL    0  -0.123   0.7320  -2.1387  -0.8226
 JHA  N15   N   NH2   0  -0.862   4.7917   0.8554  -0.1455
 JHA  H101  H   HCR6  0   0.259   3.0535   2.6731   0.7347
 JHA  H013  H   HCH3  0   0.213  -5.0363  -1.1363   0.3366
 JHA  H011  H   HCH3  0   0.224  -5.6738   0.4385   0.8071
 JHA  H012  H   HCH3  0   0.224  -5.6398  -0.0253  -0.8923
 JHA  H021  H   HCH1  0   0.209  -3.7970   1.5663  -0.3781
 JHA  H031  H   HCH2  0   0.228  -3.4632   1.0561   1.9992
 JHA  H032  H   HCH2  0   0.212  -2.8944  -0.5616   1.6026
 JHA  H041  H   HCH2  0   0.196  -1.5668   2.0813   0.8555
 JHA  H042  H   HCH2  0   0.243  -0.9864   0.9135   2.0432
 JHA  H061  H   HCH2  0   0.200  -1.4756   1.3999  -1.5629
 JHA  H062  H   HCH2  0   0.240  -0.8784  -0.2078  -1.9590
 JHA  H071  H   HCH2  0   0.211  -2.8263  -1.2661  -0.9344
 JHA  H072  H   HCH2  0   0.226  -3.3433  -0.0861  -2.1350
 JHA  H091  H   HCR6  0   0.263   0.6378   2.4371   0.7839
 JHA  H121  H   HCR6  0   0.273   3.4035  -1.3233  -0.7791
 JHA  H151  H   HNH2  0   0.379   5.1888   1.5633   0.4514
 JHA  H152  H   HNH2  0   0.379   5.3289   0.0038  -0.1118

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
 JHA  CL14  C13   single    1.736  0.020  1.736
 JHA  C12   C13   aromatic  1.384  0.020  1.384
 JHA  C12   C11   aromatic  1.398  0.020  1.398
 JHA  C13   C08   aromatic  1.398  0.020  1.398
 JHA  N15   C11   single    1.380  0.020  1.380
 JHA  C01   C02   single    1.522  0.020  1.522
 JHA  C11   C10   aromatic  1.397  0.020  1.397
 JHA  C03   C04   single    1.521  0.020  1.521
 JHA  C03   C02   single    1.526  0.020  1.526
 JHA  C08   N05   single    1.406  0.020  1.406
 JHA  C08   C09   aromatic  1.395  0.020  1.395
 JHA  N05   C04   single    1.452  0.020  1.452
 JHA  N05   C06   single    1.459  0.020  1.459
 JHA  C02   C07   single    1.526  0.020  1.526
 JHA  C10   C09   aromatic  1.384  0.020  1.384
 JHA  C07   C06   single    1.519  0.020  1.519
 JHA  C10   H101  single    0.930  0.020  1.080
 JHA  C01   H013  single    0.970  0.020  1.090
 JHA  C01   H011  single    0.970  0.020  1.090
 JHA  C01   H012  single    0.970  0.020  1.090
 JHA  C02   H021  single    0.970  0.020  1.090
 JHA  C03   H031  single    0.970  0.020  1.090
 JHA  C03   H032  single    0.970  0.020  1.090
 JHA  C04   H041  single    0.970  0.020  1.090
 JHA  C04   H042  single    0.970  0.020  1.090
 JHA  C06   H061  single    0.970  0.020  1.090
 JHA  C06   H062  single    0.970  0.020  1.090
 JHA  C07   H071  single    0.970  0.020  1.090
 JHA  C07   H072  single    0.970  0.020  1.090
 JHA  C09   H091  single    0.930  0.020  1.080
 JHA  C12   H121  single    0.930  0.020  1.080
 JHA  N15   H151  single    0.890  0.020  1.040
 JHA  N15   H152  single    0.890  0.020  1.040

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
 JHA  H101  C10  C11   119.79  3.000
 JHA  H101  C10  C09   119.41  3.000
 JHA  C11   C10  C09   120.80  3.000
 JHA  CL14  C13  C12   117.77  3.000
 JHA  C12   C13  C08   122.92  3.000
 JHA  CL14  C13  C08   119.30  3.000
 JHA  H012  C01  H011  107.61  3.000
 JHA  H012  C01  H013  107.65  3.000
 JHA  H011  C01  H013  107.62  3.000
 JHA  H012  C01  C02   111.54  3.000
 JHA  H011  C01  C02   111.31  3.000
 JHA  H013  C01  C02   110.93  3.000
 JHA  H021  C02  C07   107.85  3.000
 JHA  H021  C02  C03   107.79  3.000
 JHA  C07   C02  C03   109.16  3.000
 JHA  H021  C02  C01   108.31  3.000
 JHA  C07   C02  C01   111.91  3.000
 JHA  C03   C02  C01   111.66  3.000
 JHA  H032  C03  H031  107.07  3.000
 JHA  H032  C03  C04   109.06  3.000
 JHA  H031  C03  C04   109.10  3.000
 JHA  H032  C03  C02   109.41  3.000
 JHA  H031  C03  C02   110.37  3.000
 JHA  C04   C03  C02   111.71  3.000
 JHA  H042  C04  H041  106.90  3.000
 JHA  H042  C04  N05   108.83  3.000
 JHA  H041  C04  N05   112.17  3.000
 JHA  H042  C04  C03   110.01  3.000
 JHA  H041  C04  C03   108.84  3.000
 JHA  N05   C04  C03   110.04  3.000
 JHA  C08   N05  C06   114.35  3.000
 JHA  C06   N05  C04   111.59  3.000
 JHA  C08   N05  C04   116.10  3.000
 JHA  H062  C06  H061  106.79  3.000
 JHA  H062  C06  C07   109.76  3.000
 JHA  H061  C06  C07   109.69  3.000
 JHA  H062  C06  N05   109.45  3.000
 JHA  H061  C06  N05   110.55  3.000
 JHA  C07   C06  N05   110.53  3.000
 JHA  H072  C07  H071  107.16  3.000
 JHA  H072  C07  C06   109.15  3.000
 JHA  H071  C07  C06   108.80  3.000
 JHA  H072  C07  C02   110.51  3.000
 JHA  H071  C07  C02   109.52  3.000
 JHA  C06   C07  C02   111.57  3.000
 JHA  C09   C08  N05   123.60  3.000
 JHA  C09   C08  C13   115.74  3.000
 JHA  N05   C08  C13   120.66  3.000
 JHA  H091  C09  C08   119.33  3.000
 JHA  H091  C09  C10   118.20  3.000
 JHA  C08   C09  C10   122.47  3.000
 JHA  N15   C11  C12   120.86  3.000
 JHA  N15   C11  C10   121.34  3.000
 JHA  C12   C11  C10   117.75  3.000
 JHA  H121  C12  C11   120.01  3.000
 JHA  H121  C12  C13   119.68  3.000
 JHA  C11   C12  C13   120.30  3.000
 JHA  H152  N15  H151  111.35  3.000
 JHA  H152  N15  C11   115.59  3.000
 JHA  H151  N15  C11   115.16  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
 JHA  CONST_01  C13   C12  C11  C10     0.00   0.0  0
 JHA  CONST_02  C13   C08  C09  C10     0.00   0.0  0
 JHA  CONST_03  C11   C12  C13  C08     0.00   0.0  0
 JHA  CONST_04  C11   C10  C09  C08     0.00   0.0  0
 JHA  CONST_05  C12   C13  C08  C09     0.00   0.0  0
 JHA  CONST_06  C12   C11  C10  C09     0.00   0.0  0
 JHA  CONST_07  N05   C08  C09  C10   180.00   0.0  0
 JHA  CONST_08  C12   C13  C08  N05   180.00   0.0  0
 JHA  CONST_09  N15   C11  C12  C13   180.00   0.0  0
 JHA  CONST_10  CL14  C13  C08  N05     0.00   0.0  0
 JHA  CONST_11  CL14  C13  C08  C09   180.00   0.0  0
 JHA  CONST_12  N15   C11  C10  C09   180.00   0.0  0
 JHA  CONST_13  CL14  C13  C12  C11   180.00   0.0  0
 JHA  CONST_14  H121  C12  C11  C10   180.00   0.0  0
 JHA  CONST_15  H091  C09  C08  C13   180.00   0.0  0
 JHA  CONST_16  H101  C10  C09  C08   180.00   0.0  0
 JHA  Var_01    C04   N05  C08  C13   149.84  30.0  2
 JHA  Var_02    N05   C04  C03  C02   -57.15  30.0  1
 JHA  Var_03    N05   C06  C07  C02    56.28  30.0  1
 JHA  Var_04    C08   N05  C04  C03  -166.10  30.0  1
 JHA  Var_05    C07   C06  N05  C04   -60.28  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
 JHA  chir_01  C02  C01  C03  C07  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
 JHA  plan-1  C10   0.020
 JHA  plan-1  C13   0.020
 JHA  plan-1  N05   0.020
 JHA  plan-1  C08   0.020
 JHA  plan-1  C09   0.020
 JHA  plan-1  C11   0.020
 JHA  plan-1  C12   0.020
 JHA  plan-1  CL14  0.020
 JHA  plan-1  N15   0.020
 JHA  plan-1  H101  0.020
 JHA  plan-1  H091  0.020
 JHA  plan-1  H121  0.020
 JHA  plan-2  C11   0.020
 JHA  plan-2  N15   0.020
 JHA  plan-2  H151  0.020
 JHA  plan-2  H152  0.020

