# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 01:48:22 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: 2-(butylamino)quinolin-8-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCNc1ccc2cccc(O)c2n1
#
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
 4LL  4LL  2-(butylamino)quinolin-8-ol  ligand  32  16  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4LL
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
 4LL  C01   C  CH3   0  -0.659   6.5637   0.6344   0.3277
 4LL  C02   C  CH2   0  -0.433   5.3993  -0.2572  -0.0849
 4LL  C03   C  CH2   0  -0.445   4.0828   0.5048  -0.2071
 4LL  C04   C  CH2   0  -0.245   2.8839  -0.4299  -0.2237
 4LL  N05   N  NH1   0  -0.659   1.6628   0.3205  -0.4221
 4LL  C06   C  CR6   0   0.475   0.4222  -0.1820  -0.2386
 4LL  N07   N  N     0  -0.443  -0.5842   0.6673  -0.2095
 4LL  C08   C  CR66  0   0.173  -1.8386   0.1932  -0.0700
 4LL  C09   C  CR66  0  -0.096  -2.1578  -1.1732   0.0428
 4LL  C10   C  CR16  0  -0.287  -3.5037  -1.5745   0.1802
 4LL  C11   C  CR16  0  -0.310  -4.4924  -0.6250   0.2038
 4LL  C12   C  CR16  0  -0.287  -4.1882   0.7467   0.0938
 4LL  C13   C  CR6   0   0.263  -2.8837   1.1562  -0.0385
 4LL  O14   O  OH1   0  -0.649  -2.5573   2.4550  -0.1396
 4LL  C15   C  CR16  0  -0.173  -1.0556  -2.0647   0.0167
 4LL  C16   C  CR16  0  -0.414   0.2124  -1.5920  -0.1167
 4LL  H01   H  HCH3  0   0.175   6.8334   1.3285  -0.4700
 4LL  H01A  H  HCH3  0   0.226   6.3157   1.2254   1.2110
 4LL  H01B  H  HCH3  0   0.263   7.4497   0.0449   0.5650
 4LL  H02   H  HCH2  0   0.263   5.6295  -0.7248  -1.0455
 4LL  H02A  H  HCH2  0   0.209   5.2873  -1.0753   0.6329
 4LL  H03   H  HCH2  0   0.210   3.9816   1.2091   0.6243
 4LL  H03A  H  HCH2  0   0.228   4.0861   1.1021  -1.1244
 4LL  H04   H  HCH2  0   0.296   3.0093  -1.1603  -1.0293
 4LL  H04A  H  HCH2  0   0.215   2.8541  -0.9954   0.7157
 4LL  HN05  H  HNH1  0   0.378   1.7289   1.3226  -0.3330
 4LL  H10   H  HCR6  0   0.251  -3.7403  -2.6271   0.2725
 4LL  H11   H  HCR6  0   0.244  -5.5279  -0.9216   0.3070
 4LL  H12   H  HCR6  0   0.262  -4.9843   1.4804   0.1116
 4LL  HO14  H  HOH1  0   0.464  -1.5907   2.4967  -0.2292
 4LL  H15   H  HCR6  0   0.282  -1.2284  -3.1307   0.1013
 4LL  H16   H  HCR6  0   0.221   1.0486  -2.2762  -0.1263

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
 4LL  C02  C01   single    1.523  0.020  1.523
 4LL  C01  H01   single    0.970  0.020  1.090
 4LL  C01  H01A  single    0.970  0.020  1.090
 4LL  C01  H01B  single    0.970  0.020  1.090
 4LL  C03  C02   single    1.526  0.020  1.526
 4LL  C02  H02   single    0.970  0.020  1.090
 4LL  C02  H02A  single    0.970  0.020  1.090
 4LL  C04  C03   single    1.520  0.020  1.520
 4LL  C03  H03   single    0.970  0.020  1.090
 4LL  C03  H03A  single    0.970  0.020  1.090
 4LL  N05  C04   single    1.447  0.020  1.447
 4LL  C04  H04   single    0.970  0.020  1.090
 4LL  C04  H04A  single    0.970  0.020  1.090
 4LL  N05  C06   single    1.351  0.020  1.351
 4LL  N05  HN05  single    0.890  0.020  1.040
 4LL  C16  C06   aromatic  1.431  0.020  1.431
 4LL  C06  N07   aromatic  1.317  0.020  1.317
 4LL  N07  C08   aromatic  1.348  0.020  1.348
 4LL  C09  C08   aromatic  1.408  0.020  1.408
 4LL  C08  C13   aromatic  1.421  0.020  1.421
 4LL  C15  C09   aromatic  1.418  0.020  1.418
 4LL  C09  C10   aromatic  1.411  0.020  1.411
 4LL  C10  C11   aromatic  1.371  0.020  1.371
 4LL  C10  H10   single    0.930  0.020  1.080
 4LL  C11  C12   aromatic  1.409  0.020  1.409
 4LL  C11  H11   single    0.930  0.020  1.080
 4LL  C13  C12   aromatic  1.374  0.020  1.374
 4LL  C12  H12   single    0.930  0.020  1.080
 4LL  C13  O14   single    1.343  0.020  1.343
 4LL  O14  HO14  single    0.850  0.020  0.980
 4LL  C16  C15   aromatic  1.360  0.020  1.360
 4LL  C15  H15   single    0.930  0.020  1.080
 4LL  C16  H16   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
 4LL  H01B  C01  H01A  107.53  3.000
 4LL  H01B  C01  H01   107.59  3.000
 4LL  H01A  C01  H01   107.66  3.000
 4LL  H01B  C01  C02   111.33  3.000
 4LL  H01A  C01  C02   111.24  3.000
 4LL  H01   C01  C02   111.30  3.000
 4LL  H02A  C02  H02   106.16  3.000
 4LL  H02A  C02  C03   109.73  3.000
 4LL  H02   C02  C03   108.96  3.000
 4LL  H02A  C02  C01   109.76  3.000
 4LL  H02   C02  C01   109.11  3.000
 4LL  C03   C02  C01   112.88  3.000
 4LL  H03A  C03  H03   106.61  3.000
 4LL  H03A  C03  C04   109.19  3.000
 4LL  H03   C03  C04   109.33  3.000
 4LL  H03A  C03  C02   109.70  3.000
 4LL  H03   C03  C02   109.90  3.000
 4LL  C04   C03  C02   111.97  3.000
 4LL  H04A  C04  H04   106.82  3.000
 4LL  H04A  C04  N05   111.21  3.000
 4LL  H04   C04  N05   109.99  3.000
 4LL  H04A  C04  C03   109.21  3.000
 4LL  H04   C04  C03   109.15  3.000
 4LL  N05   C04  C03   110.37  3.000
 4LL  HN05  N05  C06   114.70  3.000
 4LL  HN05  N05  C04   116.62  3.000
 4LL  C06   N05  C04   124.29  3.000
 4LL  C16   C06  N07   121.43  3.000
 4LL  N07   C06  N05   117.70  3.000
 4LL  C16   C06  N05   120.85  3.000
 4LL  C08   N07  C06   119.11  3.000
 4LL  C13   C08  C09   119.28  3.000
 4LL  C13   C08  N07   116.63  3.000
 4LL  C09   C08  N07   124.09  3.000
 4LL  C15   C09  C10   124.37  3.000
 4LL  C10   C09  C08   120.00  3.000
 4LL  C15   C09  C08   115.63  3.000
 4LL  H10   C10  C11   120.94  3.000
 4LL  H10   C10  C09   119.55  3.000
 4LL  C11   C10  C09   119.51  3.000
 4LL  H11   C11  C12   118.73  3.000
 4LL  H11   C11  C10   120.13  3.000
 4LL  C12   C11  C10   121.14  3.000
 4LL  H12   C12  C13   119.85  3.000
 4LL  H12   C12  C11   119.98  3.000
 4LL  C13   C12  C11   120.17  3.000
 4LL  O14   C13  C12   121.76  3.000
 4LL  O14   C13  C08   118.35  3.000
 4LL  C12   C13  C08   119.89  3.000
 4LL  HO14  O14  C13   106.87  3.000
 4LL  H15   C15  C16   119.90  3.000
 4LL  H15   C15  C09   119.55  3.000
 4LL  C16   C15  C09   120.54  3.000
 4LL  H16   C16  C15   120.16  3.000
 4LL  H16   C16  C06   120.65  3.000
 4LL  C15   C16  C06   119.19  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
 4LL  CONST_01  C09   C15  C16  C06     0.00   0.0  0
 4LL  CONST_02  C09   C08  N07  C06     0.00   0.0  0
 4LL  CONST_03  C13   C08  N07  C06   180.00   0.0  0
 4LL  CONST_04  C15   C16  C06  N07     0.00   0.0  0
 4LL  CONST_05  C15   C09  C08  N07     0.00   0.0  0
 4LL  CONST_06  C10   C09  C08  N07   180.00   0.0  0
 4LL  CONST_07  C12   C13  C08  N07   180.00   0.0  0
 4LL  CONST_08  C16   C06  N07  C08     0.00   0.0  0
 4LL  CONST_09  C16   C15  C09  C08     0.00   0.0  0
 4LL  CONST_10  C11   C10  C09  C08     0.00   0.0  0
 4LL  CONST_11  C11   C12  C13  C08     0.00   0.0  0
 4LL  CONST_12  C12   C13  C08  C09     0.00   0.0  0
 4LL  CONST_13  C12   C11  C10  C09     0.00   0.0  0
 4LL  CONST_14  C13   C08  C09  C10     0.00   0.0  0
 4LL  CONST_15  C16   C15  C09  C10   180.00   0.0  0
 4LL  CONST_16  C13   C12  C11  C10     0.00   0.0  0
 4LL  CONST_17  C15   C09  C10  C11   180.00   0.0  0
 4LL  CONST_18  C15   C09  C08  C13   180.00   0.0  0
 4LL  CONST_19  C15   C16  C06  N05   180.00   0.0  0
 4LL  CONST_20  C08   N07  C06  N05   180.00   0.0  0
 4LL  CONST_21  O14   C13  C08  N07     0.00   0.0  0
 4LL  CONST_22  O14   C13  C08  C09   180.00   0.0  0
 4LL  CONST_23  O14   C13  C12  C11   180.00   0.0  0
 4LL  CONST_24  H15   C15  C16  C06   180.00   0.0  0
 4LL  CONST_25  H16   C16  C06  N07   180.00   0.0  0
 4LL  CONST_26  H10   C10  C09  C08   180.00   0.0  0
 4LL  CONST_27  H12   C12  C13  C08   180.00   0.0  0
 4LL  CONST_28  H11   C11  C10  C09   180.00   0.0  0
 4LL  CONST_29  C16   C06  N05  C04     0.00   0.0  0
 4LL  CONST_30  N07   C06  N05  C04   180.00   0.0  0
 4LL  CONST_31  HN05  N05  C06  N07     0.00   0.0  0
 4LL  Var_01    C06   N05  C04  C03  -167.18  30.0  1
 4LL  Var_02    C04   C03  C02  C01  -163.69  30.0  1
 4LL  Var_03    N05   C04  C03  C02  -176.53  30.0  1
 4LL  Var_04    H01   C01  C02  C03   -69.24  30.0  3

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
 4LL  plan-1  N05   0.020
 4LL  plan-1  C06   0.020
 4LL  plan-1  N07   0.020
 4LL  plan-1  C08   0.020
 4LL  plan-1  C09   0.020
 4LL  plan-1  C10   0.020
 4LL  plan-1  C11   0.020
 4LL  plan-1  C12   0.020
 4LL  plan-1  C13   0.020
 4LL  plan-1  O14   0.020
 4LL  plan-1  C15   0.020
 4LL  plan-1  C16   0.020
 4LL  plan-1  H10   0.020
 4LL  plan-1  H11   0.020
 4LL  plan-1  H12   0.020
 4LL  plan-1  H15   0.020
 4LL  plan-1  H16   0.020
 4LL  plan-2  C04   0.020
 4LL  plan-2  N05   0.020
 4LL  plan-2  C06   0.020
 4LL  plan-2  HN05  0.020

