# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 10:25:43 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: naphthalen-1-ylacetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1cccc2ccccc12
#
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
 NLA  NLA  'naphthalen-1-ylacetic acid'  ligand  23  14  .  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_NLA
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
 NLA  C1    C  CR66   0   0.086  -0.1204  -0.2529  -0.6048
 NLA  C2    C  CR6    0   0.165   0.7019  -0.5232   0.5285
 NLA  C3    C  CR16   0  -0.344   2.0625  -0.3977   0.3947
 NLA  C4    C  CR16   0  -0.243   2.6609   0.0005  -0.8175
 NLA  C5    C  CR16   0  -0.343   1.8872   0.2628  -1.9125
 NLA  C6    C  CR66   0   0.112   0.4801   0.1386  -1.8325
 NLA  C7    C  CR16   0  -0.315  -0.3404   0.4003  -2.9560
 NLA  C8    C  CR16   0  -0.263  -1.7004   0.2814  -2.8768
 NLA  C9    C  CR16   0  -0.257  -2.3014  -0.1027  -1.6611
 NLA  C10   C  CR16   0  -0.325  -1.5324  -0.3564  -0.5570
 NLA  C11   C  CH2    0  -0.733   0.1103  -0.9474   1.8351
 NLA  C12   C  C      0   0.425  -0.5374   0.1940   2.6610
 NLA  O1    O  O      0  -0.591  -0.5458   1.3340   2.1662
 NLA  O2    O  OC    -1  -0.622  -0.9945  -0.1499   3.7686
 NLA  H31   H  HCR6   0   0.243   2.6979  -0.6097   1.2470
 NLA  H41   H  HCR6   0   0.251   3.7382   0.0901  -0.8758
 NLA  H51   H  HCR6   0   0.248   2.3381   0.5666  -2.8498
 NLA  H71   H  HCR6   0   0.251   0.1290   0.6994  -3.8858
 NLA  H81   H  HCR6   0   0.254  -2.3172   0.4829  -3.7431
 NLA  H91   H  HCR6   0   0.254  -3.3782  -0.1954  -1.6023
 NLA  H101  H  HCR6   0   0.248  -2.0177  -0.6521   0.3628
 NLA  H111  H  HCH2   0   0.256   0.8874  -1.4109   2.4490
 NLA  H112  H  HCH2   0   0.245  -0.6422  -1.7283   1.6855

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
 NLA  C1   C2    aromatic  1.426  0.020  1.426
 NLA  C1   C6    aromatic  1.422  0.020  1.422
 NLA  C1   C10   aromatic  1.417  0.020  1.417
 NLA  C2   C3    aromatic  1.373  0.020  1.373
 NLA  C2   C11   single    1.496  0.020  1.496
 NLA  C3   C4    aromatic  1.409  0.020  1.409
 NLA  C3   H31   single    0.930  0.020  1.080
 NLA  C4   C5    aromatic  1.366  0.020  1.366
 NLA  C4   H41   single    0.930  0.020  1.080
 NLA  C5   C6    aromatic  1.415  0.020  1.415
 NLA  C5   H51   single    0.930  0.020  1.080
 NLA  C6   C7    aromatic  1.416  0.020  1.416
 NLA  C7   C8    aromatic  1.367  0.020  1.367
 NLA  C7   H71   single    0.930  0.020  1.080
 NLA  C8   C9    aromatic  1.409  0.020  1.409
 NLA  C8   H81   single    0.930  0.020  1.080
 NLA  C9   C10   aromatic  1.369  0.020  1.369
 NLA  C9   H91   single    0.930  0.020  1.080
 NLA  C10  H101  single    0.930  0.020  1.080
 NLA  C11  C12   single    1.551  0.020  1.551
 NLA  C11  H111  single    0.970  0.020  1.090
 NLA  C11  H112  single    0.970  0.020  1.090
 NLA  C12  O1    deloc     1.243  0.020  1.243
 NLA  C12  O2    deloc     1.247  0.020  1.247

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
 NLA  C10   C1   C6    118.06  3.000
 NLA  C10   C1   C2    122.28  3.000
 NLA  C6    C1   C2    119.66  3.000
 NLA  C11   C2   C3    120.20  3.000
 NLA  C11   C2   C1    121.33  3.000
 NLA  C3    C2   C1    118.47  3.000
 NLA  H31   C3   C4    118.86  3.000
 NLA  H31   C3   C2    119.10  3.000
 NLA  C4    C3   C2    122.04  3.000
 NLA  H41   C4   C5    120.30  3.000
 NLA  H41   C4   C3    119.48  3.000
 NLA  C5    C4   C3    120.21  3.000
 NLA  H51   C5   C6    119.16  3.000
 NLA  H51   C5   C4    120.76  3.000
 NLA  C6    C5   C4    120.07  3.000
 NLA  C7    C6   C5    121.02  3.000
 NLA  C7    C6   C1    119.43  3.000
 NLA  C5    C6   C1    119.55  3.000
 NLA  H71   C7   C8    120.30  3.000
 NLA  H71   C7   C6    118.75  3.000
 NLA  C8    C7   C6    120.96  3.000
 NLA  H81   C8   C9    119.87  3.000
 NLA  H81   C8   C7    120.28  3.000
 NLA  C9    C8   C7    119.85  3.000
 NLA  H91   C9   C10   119.94  3.000
 NLA  H91   C9   C8    119.63  3.000
 NLA  C10   C9   C8    120.43  3.000
 NLA  H101  C10  C9    118.98  3.000
 NLA  H101  C10  C1    119.74  3.000
 NLA  C9    C10  C1    121.27  3.000
 NLA  H112  C11  H111  105.24  3.000
 NLA  H112  C11  C12   108.10  3.000
 NLA  H111  C11  C12   108.05  3.000
 NLA  H112  C11  C2    110.78  3.000
 NLA  H111  C11  C2    109.25  3.000
 NLA  C12   C11  C2    114.94  3.000
 NLA  O2    C12  O1    127.18  3.000
 NLA  O2    C12  C11   115.05  3.000
 NLA  O1    C12  C11   117.78  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
 NLA  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 NLA  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 NLA  CONST_03  C8    C7   C6   C1     0.00   0.0  0
 NLA  CONST_04  C8    C9   C10  C1     0.00   0.0  0
 NLA  CONST_05  C5    C6   C1   C2     0.00   0.0  0
 NLA  CONST_06  C7    C6   C1   C2   180.00   0.0  0
 NLA  CONST_07  C9    C10  C1   C2   180.00   0.0  0
 NLA  CONST_08  C5    C4   C3   C2     0.00   0.0  0
 NLA  CONST_09  C6    C1   C2   C3     0.00   0.0  0
 NLA  CONST_10  C10   C1   C2   C3   180.00   0.0  0
 NLA  CONST_11  C6    C5   C4   C3     0.00   0.0  0
 NLA  CONST_12  C7    C6   C5   C4   180.00   0.0  0
 NLA  CONST_13  C10   C1   C6   C5   180.00   0.0  0
 NLA  CONST_14  C8    C7   C6   C5   180.00   0.0  0
 NLA  CONST_15  C9    C10  C1   C6     0.00   0.0  0
 NLA  CONST_16  C9    C8   C7   C6     0.00   0.0  0
 NLA  CONST_17  C10   C1   C6   C7     0.00   0.0  0
 NLA  CONST_18  C10   C9   C8   C7     0.00   0.0  0
 NLA  CONST_19  C11   C2   C3   C4   180.00   0.0  0
 NLA  CONST_20  C11   C2   C1   C6   180.00   0.0  0
 NLA  CONST_21  C11   C2   C1   C10    0.00   0.0  0
 NLA  CONST_22  H31   C3   C2   C1   180.00   0.0  0
 NLA  CONST_23  H51   C5   C6   C1   180.00   0.0  0
 NLA  CONST_24  H71   C7   C6   C1   180.00   0.0  0
 NLA  CONST_25  H91   C9   C10  C1   180.00   0.0  0
 NLA  CONST_26  H101  C10  C1   C2     0.00   0.0  0
 NLA  CONST_27  H41   C4   C3   C2   180.00   0.0  0
 NLA  CONST_28  H81   C8   C7   C6   180.00   0.0  0
 NLA  Var_01    C12   C11  C2   C1   -76.84  30.0  2
 NLA  Var_02    O1    C12  C11  C2     1.93  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
 NLA  plan-1  C1    0.020
 NLA  plan-1  C2    0.020
 NLA  plan-1  C3    0.020
 NLA  plan-1  C4    0.020
 NLA  plan-1  C5    0.020
 NLA  plan-1  C6    0.020
 NLA  plan-1  C7    0.020
 NLA  plan-1  C8    0.020
 NLA  plan-1  C9    0.020
 NLA  plan-1  C10   0.020
 NLA  plan-1  C11   0.020
 NLA  plan-1  H31   0.020
 NLA  plan-1  H41   0.020
 NLA  plan-1  H51   0.020
 NLA  plan-1  H71   0.020
 NLA  plan-1  H81   0.020
 NLA  plan-1  H91   0.020
 NLA  plan-1  H101  0.020
 NLA  plan-2  C11   0.020
 NLA  plan-2  C12   0.020
 NLA  plan-2  O1    0.020
 NLA  plan-2  O2    0.020

