# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 22:27:27 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 4-(6-methoxynaphthalen-2-yl)butan-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2cc(CCC(C)=O)ccc2c1
#
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
 NBO  NBO  4-(6-methoxynaphthalen-2-yl)butan-2-one  ligand  33  17  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NBO
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
 NBO  C1    C  CH3   0  -0.766   5.7963   0.6007  -1.5155
 NBO  O1    O  O     0  -0.406   5.5324   0.3367   0.8372
 NBO  C2    C  C     0   0.395   5.0114   0.3567  -0.2554
 NBO  C3    C  CH2   0  -0.553   3.5309   0.1398  -0.4420
 NBO  C4    C  CH2   0  -0.507   2.7539  -0.0938   0.8492
 NBO  C10'  C  CR16  0  -0.300   0.8463  -1.5803   0.1099
 NBO  C1'   C  CR6   0   0.126   1.2939  -0.3158   0.5712
 NBO  C11'  C  CH3   0  -0.438  -5.9532   0.7861  -0.4219
 NBO  C2'   C  CR16  0  -0.387   0.3745   0.6885   0.7186
 NBO  C3'   C  CR66  0   0.122  -0.9946   0.4895   0.4196
 NBO  C4'   C  CR16  0  -0.302  -1.9536   1.5144   0.5599
 NBO  C5'   C  CR16  0  -0.378  -3.2743   1.3054   0.2622
 NBO  C6'   C  CR6   0   0.389  -3.7052   0.0375  -0.1942
 NBO  C7'   C  CR16  0  -0.434  -2.7922  -0.9824  -0.3391
 NBO  C8'   C  CR66  0   0.119  -1.4314  -0.7793  -0.0401
 NBO  C9'   C  CR16  0  -0.313  -0.4674  -1.8091  -0.1842
 NBO  H1    H  HCH3  0   0.259   6.8558   0.7339  -1.3071
 NBO  H1A   H  HCH3  0   0.263   5.6687  -0.2345  -2.2061
 NBO  H1B   H  HCH3  0   0.263   5.4183   1.4883  -2.0265
 NBO  H3    H  HCH2  0   0.274   3.1274   1.0067  -0.9762
 NBO  H3A   H  HCH2  0   0.272   3.4013  -0.7005  -1.1329
 NBO  H4    H  HCH2  0   0.248   3.1668  -0.9586   1.3739
 NBO  H4A   H  HCH2  0   0.250   2.8772   0.7639   1.5125
 NBO  H10'  H  HCR6  0   0.247   1.5666  -2.3824  -0.0045
 NBO  H11'  H  HCH3  0   0.259  -6.8979   0.3444  -0.7295
 NBO  H11A  H  HCH3  0   0.228  -6.0628   1.1697   0.5957
 NBO  H11B  H  HCH3  0   0.228  -5.7227   1.6199  -1.0902
 NBO  H2'   H  HCR6  0   0.243   0.6920   1.6642   1.0717
 NBO  H4'   H  HCR6  0   0.258  -1.6353   2.4894   0.9092
 NBO  H5'   H  HCR6  0   0.284  -3.9741   2.1211   0.3818
 NBO  H7'   H  HCR6  0   0.266  -3.1229  -1.9534  -0.6896
 NBO  H9'   H  HCR6  0   0.262  -0.7878  -2.7848  -0.5295
 NBO  O2'   O  O2    0  -0.472  -4.9868  -0.2424  -0.5031

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
 NBO  C1    C2    single    1.505  0.020  1.505
 NBO  O1    C2    double    1.211  0.020  1.211
 NBO  C2    C3    single    1.508  0.020  1.508
 NBO  C3    C4    single    1.525  0.020  1.525
 NBO  C4    C1'   single    1.503  0.020  1.503
 NBO  C10'  C1'   aromatic  1.418  0.020  1.418
 NBO  C10'  C9'   aromatic  1.366  0.020  1.366
 NBO  C1'   C2'   aromatic  1.370  0.020  1.370
 NBO  C11'  O2'   single    1.414  0.020  1.414
 NBO  C2'   C3'   aromatic  1.415  0.020  1.415
 NBO  O2'   C6'   single    1.348  0.020  1.348
 NBO  C3'   C4'   aromatic  1.411  0.020  1.411
 NBO  C3'   C8'   aromatic  1.418  0.020  1.418
 NBO  C4'   C5'   aromatic  1.370  0.020  1.370
 NBO  C5'   C6'   aromatic  1.415  0.020  1.415
 NBO  C6'   C7'   aromatic  1.377  0.020  1.377
 NBO  C7'   C8'   aromatic  1.408  0.020  1.408
 NBO  C8'   C9'   aromatic  1.418  0.020  1.418
 NBO  C1    H1    single    0.970  0.020  1.090
 NBO  C1    H1A   single    0.970  0.020  1.090
 NBO  C1    H1B   single    0.970  0.020  1.090
 NBO  C3    H3    single    0.970  0.020  1.090
 NBO  C3    H3A   single    0.970  0.020  1.090
 NBO  C4    H4    single    0.970  0.020  1.090
 NBO  C4    H4A   single    0.970  0.020  1.090
 NBO  C10'  H10'  single    0.930  0.020  1.080
 NBO  C11'  H11'  single    0.970  0.020  1.090
 NBO  C11'  H11A  single    0.970  0.020  1.090
 NBO  C11'  H11B  single    0.970  0.020  1.090
 NBO  C2'   H2'   single    0.930  0.020  1.080
 NBO  C4'   H4'   single    0.930  0.020  1.080
 NBO  C5'   H5'   single    0.930  0.020  1.080
 NBO  C7'   H7'   single    0.930  0.020  1.080
 NBO  C9'   H9'   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
 NBO  H1B   C1    H1A   106.59  3.000
 NBO  H1B   C1    H1    109.11  3.000
 NBO  H1A   C1    H1    109.20  3.000
 NBO  H1B   C1    C2    110.07  3.000
 NBO  H1A   C1    C2    110.17  3.000
 NBO  H1    C1    C2    111.56  3.000
 NBO  C3    C2    O1    122.13  3.000
 NBO  C3    C2    C1    115.59  3.000
 NBO  O1    C2    C1    122.28  3.000
 NBO  H3A   C3    H3    104.83  3.000
 NBO  H3A   C3    C4    110.87  3.000
 NBO  H3    C3    C4    110.27  3.000
 NBO  H3A   C3    C2    107.73  3.000
 NBO  H3    C3    C2    107.96  3.000
 NBO  C4    C3    C2    114.68  3.000
 NBO  H4A   C4    H4    106.71  3.000
 NBO  H4A   C4    C1'   109.77  3.000
 NBO  H4    C4    C1'   109.82  3.000
 NBO  H4A   C4    C3    109.68  3.000
 NBO  H4    C4    C3    109.59  3.000
 NBO  C1'   C4    C3    111.16  3.000
 NBO  H10'  C10'  C9'   119.50  3.000
 NBO  H10'  C10'  C1'   118.97  3.000
 NBO  C9'   C10'  C1'   121.53  3.000
 NBO  C2'   C1'   C10'  118.48  3.000
 NBO  C2'   C1'   C4    121.61  3.000
 NBO  C10'  C1'   C4    119.89  3.000
 NBO  H11B  C11'  H11A  108.82  3.000
 NBO  H11B  C11'  H11'  108.67  3.000
 NBO  H11A  C11'  H11'  108.59  3.000
 NBO  H11B  C11'  O2'   112.07  3.000
 NBO  H11A  C11'  O2'   112.17  3.000
 NBO  H11'  C11'  O2'   106.39  3.000
 NBO  H2'   C2'   C3'   118.57  3.000
 NBO  H2'   C2'   C1'   119.86  3.000
 NBO  C3'   C2'   C1'   121.57  3.000
 NBO  C8'   C3'   C4'   118.22  3.000
 NBO  C8'   C3'   C2'   119.48  3.000
 NBO  C4'   C3'   C2'   122.31  3.000
 NBO  H4'   C4'   C5'   119.38  3.000
 NBO  H4'   C4'   C3'   119.09  3.000
 NBO  C5'   C4'   C3'   121.53  3.000
 NBO  H5'   C5'   C6'   120.96  3.000
 NBO  H5'   C5'   C4'   119.00  3.000
 NBO  C6'   C5'   C4'   120.03  3.000
 NBO  C7'   C6'   C5'   119.73  3.000
 NBO  C7'   C6'   O2'   116.92  3.000
 NBO  C5'   C6'   O2'   123.35  3.000
 NBO  H7'   C7'   C8'   119.52  3.000
 NBO  H7'   C7'   C6'   119.70  3.000
 NBO  C8'   C7'   C6'   120.78  3.000
 NBO  C9'   C8'   C7'   122.06  3.000
 NBO  C9'   C8'   C3'   118.24  3.000
 NBO  C7'   C8'   C3'   119.70  3.000
 NBO  H9'   C9'   C8'   119.04  3.000
 NBO  H9'   C9'   C10'  120.27  3.000
 NBO  C8'   C9'   C10'  120.70  3.000
 NBO  C6'   O2'   C11'  119.07  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
 NBO  CONST_01  C3'   C2'   C1'   C10'     0.00   0.0  0
 NBO  CONST_02  C3'   C8'   C9'   C10'     0.00   0.0  0
 NBO  CONST_03  C7'   C8'   C9'   C10'   180.00   0.0  0
 NBO  CONST_04  C8'   C9'   C10'  C1'      0.00   0.0  0
 NBO  CONST_05  C4'   C3'   C2'   C1'    180.00   0.0  0
 NBO  CONST_06  C8'   C3'   C2'   C1'      0.00   0.0  0
 NBO  CONST_07  C9'   C10'  C1'   C2'      0.00   0.0  0
 NBO  CONST_08  C5'   C4'   C3'   C2'    180.00   0.0  0
 NBO  CONST_09  C7'   C8'   C3'   C2'    180.00   0.0  0
 NBO  CONST_10  C9'   C8'   C3'   C2'      0.00   0.0  0
 NBO  CONST_11  C6'   C5'   C4'   C3'      0.00   0.0  0
 NBO  CONST_12  C6'   C7'   C8'   C3'      0.00   0.0  0
 NBO  CONST_13  C7'   C8'   C3'   C4'      0.00   0.0  0
 NBO  CONST_14  C9'   C8'   C3'   C4'    180.00   0.0  0
 NBO  CONST_15  C7'   C6'   C5'   C4'      0.00   0.0  0
 NBO  CONST_16  C8'   C3'   C4'   C5'      0.00   0.0  0
 NBO  CONST_17  C8'   C7'   C6'   C5'      0.00   0.0  0
 NBO  CONST_18  C9'   C8'   C7'   C6'    180.00   0.0  0
 NBO  CONST_19  C9'   C10'  C1'   C4     180.00   0.0  0
 NBO  CONST_20  C3'   C2'   C1'   C4     180.00   0.0  0
 NBO  CONST_21  C4'   C5'   C6'   O2'    180.00   0.0  0
 NBO  CONST_22  C8'   C7'   C6'   O2'    180.00   0.0  0
 NBO  CONST_23  H2'   C2'   C1'   C10'   180.00   0.0  0
 NBO  CONST_24  H9'   C9'   C10'  C1'    180.00   0.0  0
 NBO  CONST_25  H10'  C10'  C1'   C2'    180.00   0.0  0
 NBO  CONST_26  H4'   C4'   C3'   C2'      0.00   0.0  0
 NBO  CONST_27  H5'   C5'   C4'   C3'    180.00   0.0  0
 NBO  CONST_28  H7'   C7'   C8'   C3'    180.00   0.0  0
 NBO  Var_01    C10'  C1'   C4    C3      78.73  30.0  2
 NBO  Var_02    C5'   C6'   O2'   C11'     2.56  30.0  2
 NBO  Var_03    C1'   C4    C3    C2    -179.35  30.0  3
 NBO  Var_04    H11'  C11'  O2'   C6'    178.94  30.0  3
 NBO  Var_05    C4    C3    C2    C1    -179.51  30.0  3
 NBO  Var_06    H1    C1    C2    O1       0.89  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
 NBO  plan-1  C4    0.020
 NBO  plan-1  C10'  0.020
 NBO  plan-1  C1'   0.020
 NBO  plan-1  C2'   0.020
 NBO  plan-1  C3'   0.020
 NBO  plan-1  C4'   0.020
 NBO  plan-1  C5'   0.020
 NBO  plan-1  C6'   0.020
 NBO  plan-1  C7'   0.020
 NBO  plan-1  C8'   0.020
 NBO  plan-1  C9'   0.020
 NBO  plan-1  H10'  0.020
 NBO  plan-1  H2'   0.020
 NBO  plan-1  H4'   0.020
 NBO  plan-1  H5'   0.020
 NBO  plan-1  H7'   0.020
 NBO  plan-1  H9'   0.020
 NBO  plan-1  O2'   0.020
 NBO  plan-2  C1    0.020
 NBO  plan-2  O1    0.020
 NBO  plan-2  C2    0.020
 NBO  plan-2  C3    0.020

