# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 20:43:19 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 1-(6-methoxynaphthalen-2-yl)butane-1,3-dion
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2cc(ccc2c1)C(=O)CC(C)=O
#
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
 3NK  3NK  1-(6-methoxynaphthalen-2-yl)butane-1,3-dion  ligand  32  18  .  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_3NK
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
 3NK  C14   C  CH3   0  -0.776   5.6354   0.2591  -0.8728
 3NK  C13   C  C     0   0.410   5.0366   0.4047   0.4938
 3NK  C12   C  CH2   0  -0.709   3.6265   0.9543   0.5434
 3NK  C11   C  C     0   0.370   2.6190  -0.1601   0.3456
 3NK  O11   O  O     0  -0.395   2.9934  -1.3099   0.2372
 3NK  C2    C  CR6   0  -0.017   1.1833   0.2004   0.2955
 3NK  C1    C  CR16  0  -0.324   0.2538  -0.7919   0.0806
 3NK  C9    C  CR66  0   0.120  -1.1215  -0.5013   0.0227
 3NK  C8    C  CR16  0  -0.285  -2.0890  -1.5062  -0.1985
 3NK  C7    C  CR16  0  -0.376  -3.4227  -1.2104  -0.2493
 3NK  C6    C  CR6   0   0.408  -3.8583   0.1268  -0.0783
 3NK  O6    O  OC2   0  -0.467  -5.1492   0.4891  -0.1147
 3NK  C15   C  CH3   0  -0.441  -6.1466  -0.5030  -0.2796
 3NK  C5    C  CR16  0  -0.429  -2.9361   1.1287   0.1374
 3NK  C10   C  CR66  0   0.144  -1.5628   0.8387   0.1920
 3NK  C4    C  CR16  0  -0.302  -0.5896   1.8453   0.4146
 3NK  C3    C  CR16  0  -0.291   0.7380   1.5368   0.4639
 3NK  ONA   O  O     0  -0.389   5.6349   0.1272   1.5063
 3NK  H141  H  HCH3  0   0.273   5.8962   1.2532  -1.2455
 3NK  H142  H  HCH3  0   0.263   6.5353  -0.3521  -0.8543
 3NK  H143  H  HCH3  0   0.262   4.9191  -0.1598  -1.5796
 3NK  H121  H  HCH2  0   0.311   3.4463   1.4324   1.5101
 3NK  H122  H  HCH2  0   0.302   3.4794   1.7169  -0.2268
 3NK  H1    H  HCR6  0   0.263   0.5769  -1.8177  -0.0509
 3NK  H3    H  HCR6  0   0.265   1.4499   2.3330   0.6345
 3NK  H8    H  HCR6  0   0.268  -1.7652  -2.5311  -0.3313
 3NK  H7    H  HCR6  0   0.289  -4.1307  -2.0095  -0.4187
 3NK  H5    H  HCR6  0   0.264  -3.2752   2.1496   0.2696
 3NK  H151  H  HCH3  0   0.234  -6.1190  -1.2464   0.5201
 3NK  H152  H  HCH3  0   0.264  -7.1008   0.0161  -0.2419
 3NK  H4    H  HCR6  0   0.260  -0.9121   2.8704   0.5476
 3NK  H153  H  HCH3  0   0.233  -6.0645  -1.0116  -1.2429

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
 3NK  C14  C13   single    1.499  0.020  1.499
 3NK  C13  C12   single    1.514  0.020  1.514
 3NK  C13  ONA   double    1.208  0.020  1.208
 3NK  C12  C11   single    1.515  0.020  1.515
 3NK  C11  O11   double    1.214  0.020  1.214
 3NK  C11  C2    single    1.481  0.020  1.481
 3NK  C2   C1    aromatic  1.377  0.020  1.377
 3NK  C2   C3    aromatic  1.419  0.020  1.419
 3NK  C1   C9    aromatic  1.407  0.020  1.407
 3NK  C9   C8    aromatic  1.412  0.020  1.412
 3NK  C9   C10   aromatic  1.421  0.020  1.421
 3NK  C8   C7    aromatic  1.367  0.020  1.367
 3NK  C7   C6    aromatic  1.417  0.020  1.417
 3NK  C6   O6    aromatic  1.341  0.020  1.341
 3NK  C6   C5    aromatic  1.379  0.020  1.379
 3NK  O6   C15   aromatic  1.416  0.020  1.416
 3NK  C5   C10   aromatic  1.405  0.020  1.405
 3NK  C10  C4    aromatic  1.418  0.020  1.418
 3NK  C4   C3    aromatic  1.364  0.020  1.364
 3NK  C14  H141  aromatic  0.970  0.020  1.090
 3NK  C14  H142  single    0.970  0.020  1.090
 3NK  C14  H143  single    0.970  0.020  1.090
 3NK  C12  H121  aromatic  0.970  0.020  1.090
 3NK  C12  H122  single    0.970  0.020  1.090
 3NK  C1   H1    single    0.930  0.020  1.080
 3NK  C3   H3    single    0.930  0.020  1.080
 3NK  C8   H8    single    0.930  0.020  1.080
 3NK  C7   H7    aromatic  0.930  0.020  1.080
 3NK  C5   H5    single    0.930  0.020  1.080
 3NK  C15  H151  aromatic  0.970  0.020  1.090
 3NK  C15  H152  aromatic  0.970  0.020  1.090
 3NK  C15  H153  single    0.970  0.020  1.090
 3NK  C4   H4    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
 3NK  H143  C14  H142  109.80  3.000
 3NK  H143  C14  H141  106.57  3.000
 3NK  H142  C14  H141  108.62  3.000
 3NK  H143  C14  C13   111.47  3.000
 3NK  H142  C14  C13   111.68  3.000
 3NK  H141  C14  C13   108.53  3.000
 3NK  ONA   C13  C12   121.12  3.000
 3NK  ONA   C13  C14   122.95  3.000
 3NK  C12   C13  C14   115.92  3.000
 3NK  H122  C12  H121  107.19  3.000
 3NK  H122  C12  C11   109.36  3.000
 3NK  H121  C12  C11   109.12  3.000
 3NK  H122  C12  C13   110.80  3.000
 3NK  H121  C12  C13   109.95  3.000
 3NK  C11   C12  C13   110.36  3.000
 3NK  C2    C11  O11   121.76  3.000
 3NK  C2    C11  C12   118.03  3.000
 3NK  O11   C11  C12   120.21  3.000
 3NK  C3    C2   C1    119.06  3.000
 3NK  C3    C2   C11   121.97  3.000
 3NK  C1    C2   C11   118.97  3.000
 3NK  H1    C1   C9    118.82  3.000
 3NK  H1    C1   C2    120.01  3.000
 3NK  C9    C1   C2    121.17  3.000
 3NK  C10   C9   C8    118.48  3.000
 3NK  C10   C9   C1    119.57  3.000
 3NK  C8    C9   C1    121.95  3.000
 3NK  H8    C8   C7    119.47  3.000
 3NK  H8    C8   C9    119.19  3.000
 3NK  C7    C8   C9    121.34  3.000
 3NK  H7    C7   C6    121.02  3.000
 3NK  H7    C7   C8    119.00  3.000
 3NK  C6    C7   C8    119.98  3.000
 3NK  C5    C6   O6    116.85  3.000
 3NK  C5    C6   C7    119.94  3.000
 3NK  O6    C6   C7    123.20  3.000
 3NK  C15   O6   C6    119.45  3.000
 3NK  H153  C15  H152  108.60  3.000
 3NK  H153  C15  H151  109.08  3.000
 3NK  H152  C15  H151  108.77  3.000
 3NK  H153  C15  O6    112.08  3.000
 3NK  H152  C15  O6    106.24  3.000
 3NK  H151  C15  O6    111.95  3.000
 3NK  H5    C5   C10   119.71  3.000
 3NK  H5    C5   C6    119.62  3.000
 3NK  C10   C5   C6    120.66  3.000
 3NK  C4    C10  C5    122.04  3.000
 3NK  C4    C10  C9    118.37  3.000
 3NK  C5    C10  C9    119.59  3.000
 3NK  H4    C4   C3    119.97  3.000
 3NK  H4    C4   C10   119.15  3.000
 3NK  C3    C4   C10   120.88  3.000
 3NK  H3    C3   C4    118.68  3.000
 3NK  H3    C3   C2    120.37  3.000
 3NK  C4    C3   C2    120.95  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
 3NK  CONST_01  C8    C9   C1   C2    180.00   0.0  0
 3NK  CONST_02  C10   C9   C1   C2      0.00   0.0  0
 3NK  CONST_03  C10   C4   C3   C2      0.00   0.0  0
 3NK  CONST_04  C4    C3   C2   C1      0.00   0.0  0
 3NK  CONST_05  C7    C8   C9   C1    180.00   0.0  0
 3NK  CONST_06  C5    C10  C9   C1    180.00   0.0  0
 3NK  CONST_07  C4    C10  C9   C1      0.00   0.0  0
 3NK  CONST_08  C3    C2   C1   C9      0.00   0.0  0
 3NK  CONST_09  C6    C7   C8   C9      0.00   0.0  0
 3NK  CONST_10  C6    C5   C10  C9      0.00   0.0  0
 3NK  CONST_11  C3    C4   C10  C9      0.00   0.0  0
 3NK  CONST_12  C5    C10  C9   C8      0.00   0.0  0
 3NK  CONST_13  C4    C10  C9   C8    180.00   0.0  0
 3NK  CONST_14  C5    C6   C7   C8      0.00   0.0  0
 3NK  CONST_15  C10   C9   C8   C7      0.00   0.0  0
 3NK  CONST_16  C10   C5   C6   C7      0.00   0.0  0
 3NK  CONST_17  C4    C10  C5   C6    180.00   0.0  0
 3NK  CONST_18  C3    C4   C10  C5    180.00   0.0  0
 3NK  CONST_19  O6    C6   C7   C8    180.00   0.0  0
 3NK  CONST_20  C10   C5   C6   O6    180.00   0.0  0
 3NK  CONST_21  C9    C1   C2   C11   180.00   0.0  0
 3NK  CONST_22  C4    C3   C2   C11   180.00   0.0  0
 3NK  CONST_23  H7    C7   C8   C9    180.00   0.0  0
 3NK  CONST_24  H4    C4   C3   C2    180.00   0.0  0
 3NK  CONST_25  H3    C3   C2   C1    180.00   0.0  0
 3NK  CONST_26  H8    C8   C9   C1      0.00   0.0  0
 3NK  CONST_27  H5    C5   C10  C9    180.00   0.0  0
 3NK  CONST_28  H1    C1   C9   C8      0.00   0.0  0
 3NK  CONST_29  C15   O6   C6   C7      0.00   0.0  0
 3NK  CONST_30  C5    C6   O6   C15   180.00   0.0  0
 3NK  CONST_32  H152  C15  O6   C6    180.00   0.0  0
 3NK  Var_01    C1    C2   C11  C12   178.27  30.0  2
 3NK  Var_02    C2    C11  C12  C13  -176.97  30.0  3
 3NK  Var_03    C11   C12  C13  C14    84.77  30.0  3
 3NK  Var_04    H141  C14  C13  C12    73.96  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
 3NK  plan-1  C11  0.020
 3NK  plan-1  C2   0.020
 3NK  plan-1  C1   0.020
 3NK  plan-1  C9   0.020
 3NK  plan-1  C8   0.020
 3NK  plan-1  C7   0.020
 3NK  plan-1  C6   0.020
 3NK  plan-1  O6   0.020
 3NK  plan-1  C5   0.020
 3NK  plan-1  C10  0.020
 3NK  plan-1  C4   0.020
 3NK  plan-1  C3   0.020
 3NK  plan-1  H1   0.020
 3NK  plan-1  H3   0.020
 3NK  plan-1  H8   0.020
 3NK  plan-1  H7   0.020
 3NK  plan-1  H5   0.020
 3NK  plan-1  H4   0.020
 3NK  plan-2  C14  0.020
 3NK  plan-2  C13  0.020
 3NK  plan-2  C12  0.020
 3NK  plan-2  ONA  0.020
 3NK  plan-3  C12  0.020
 3NK  plan-3  C11  0.020
 3NK  plan-3  O11  0.020
 3NK  plan-3  C2   0.020

