# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 11:31:27 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: 2-hydroxy-5-methylnaphthalene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccc2c1ccc(O)c2C(O)=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
 5NA  5NA  '2-hydroxy-5-methylnaphthalene-1-carboxylic acid'  ligand  24  15  .  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_5NA
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
 5NA  C1A   C  CR16   0  -0.222   1.8481  -2.2136   0.0940
 5NA  C1B   C  CR16   0  -0.344   2.9169  -1.3045   0.1186
 5NA  C1C   C  CR6    0   0.091   2.6784   0.0454   0.0573
 5NA  C1D   C  CR66   0   0.013   1.3349   0.5095  -0.0287
 5NA  C1E   C  CR66   0   0.118   0.2360  -0.4018  -0.0485
 5NA  C1F   C  CR16   0  -0.380   0.5505  -1.7853   0.0138
 5NA  C1G   C  CR16   0  -0.314   1.0646   1.8995  -0.0969
 5NA  C1H   C  CR16   0  -0.343  -0.2041   2.3746  -0.1861
 5NA  C1I   C  CR6    0   0.361  -1.3075   1.4850  -0.2110
 5NA  C1J   C  CR6    0  -0.366  -1.1067   0.1007  -0.1364
 5NA  O1K   O  OH1    0  -0.655  -2.5097   2.0207  -0.3045
 5NA  C1L   C  C      0   0.505  -2.3399  -0.7709  -0.1488
 5NA  O1M   O  O      0  -0.641  -3.4520  -0.1452  -0.2662
 5NA  O1N   O  OC    -1  -0.535  -2.2793  -1.9976  -0.0494
 5NA  C1O   C  CH3    0  -0.753   3.8289   1.0115   0.0797
 5NA  H1A   H  HCR6   0   0.245   2.0532  -3.2763   0.1393
 5NA  H1B   H  HCR6   0   0.241   3.9341  -1.6712   0.1865
 5NA  H1F   H  HCR6   0   0.264  -0.2479  -2.5063  -0.0022
 5NA  H1G   H  HCR6   0   0.256   1.8823   2.6071  -0.0806
 5NA  H1H   H  HCR6   0   0.255  -0.3932   3.4398  -0.2392
 5NA  HO1K  H  HOH1   0   0.463  -3.1366   1.1605  -0.3100
 5NA  H1O   H  HCH3   0   0.244   3.8686   1.6209  -0.8251
 5NA  H1OA  H  HCH3   0   0.244   3.7707   1.6984   0.9260
 5NA  H1OB  H  HCH3   0   0.254   4.7751   0.4778   0.1554

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
 5NA  C1B  C1A   aromatic  1.403  0.020  1.403
 5NA  C1F  C1A   aromatic  1.369  0.020  1.369
 5NA  C1A  H1A   single    0.930  0.020  1.080
 5NA  C1C  C1B   aromatic  1.372  0.020  1.372
 5NA  C1B  H1B   single    0.930  0.020  1.080
 5NA  C1O  C1C   single    1.502  0.020  1.502
 5NA  C1D  C1C   aromatic  1.424  0.020  1.424
 5NA  C1G  C1D   aromatic  1.418  0.020  1.418
 5NA  C1D  C1E   aromatic  1.428  0.020  1.428
 5NA  C1J  C1E   aromatic  1.436  0.020  1.436
 5NA  C1E  C1F   aromatic  1.420  0.020  1.420
 5NA  C1F  H1F   single    0.930  0.020  1.080
 5NA  C1H  C1G   aromatic  1.358  0.020  1.358
 5NA  C1G  H1G   single    0.930  0.020  1.080
 5NA  C1H  C1I   aromatic  1.418  0.020  1.418
 5NA  C1H  H1H   single    0.930  0.020  1.080
 5NA  O1K  C1I   single    1.319  0.020  1.319
 5NA  C1I  C1J   aromatic  1.401  0.020  1.401
 5NA  C1J  C1L   single    1.510  0.020  1.510
 5NA  O1K  HO1K  single    0.850  0.020  0.980
 5NA  O1M  C1L   deloc     1.281  0.020  1.281
 5NA  C1L  O1N   deloc     1.232  0.020  1.232
 5NA  C1O  H1O   single    0.970  0.020  1.090
 5NA  C1O  H1OA  single    0.970  0.020  1.090
 5NA  C1O  H1OB  single    0.970  0.020  1.090

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
 5NA  H1A   C1A  C1F   119.27  3.000
 5NA  H1A   C1A  C1B   119.38  3.000
 5NA  C1F   C1A  C1B   121.35  3.000
 5NA  H1B   C1B  C1C   119.93  3.000
 5NA  H1B   C1B  C1A   119.79  3.000
 5NA  C1C   C1B  C1A   120.27  3.000
 5NA  C1O   C1C  C1D   120.92  3.000
 5NA  C1D   C1C  C1B   119.17  3.000
 5NA  C1O   C1C  C1B   119.92  3.000
 5NA  C1G   C1D  C1E   118.58  3.000
 5NA  C1E   C1D  C1C   121.26  3.000
 5NA  C1G   C1D  C1C   120.15  3.000
 5NA  C1J   C1E  C1F   123.40  3.000
 5NA  C1F   C1E  C1D   116.80  3.000
 5NA  C1J   C1E  C1D   119.80  3.000
 5NA  H1F   C1F  C1E   119.21  3.000
 5NA  H1F   C1F  C1A   119.65  3.000
 5NA  C1E   C1F  C1A   121.15  3.000
 5NA  H1G   C1G  C1H   118.60  3.000
 5NA  H1G   C1G  C1D   119.78  3.000
 5NA  C1H   C1G  C1D   121.63  3.000
 5NA  H1H   C1H  C1I   118.71  3.000
 5NA  H1H   C1H  C1G   120.70  3.000
 5NA  C1I   C1H  C1G   120.60  3.000
 5NA  O1K   C1I  C1J   122.39  3.000
 5NA  C1J   C1I  C1H   120.50  3.000
 5NA  O1K   C1I  C1H   117.11  3.000
 5NA  C1L   C1J  C1I   116.92  3.000
 5NA  C1L   C1J  C1E   124.19  3.000
 5NA  C1I   C1J  C1E   118.89  3.000
 5NA  HO1K  O1K  C1I   102.06  3.000
 5NA  O1N   C1L  O1M   122.43  3.000
 5NA  O1N   C1L  C1J   122.26  3.000
 5NA  O1M   C1L  C1J   115.32  3.000
 5NA  H1OB  C1O  H1OA  107.52  3.000
 5NA  H1OB  C1O  H1O   107.43  3.000
 5NA  H1OA  C1O  H1O   107.05  3.000
 5NA  H1OB  C1O  C1C   110.56  3.000
 5NA  H1OA  C1O  C1C   112.05  3.000
 5NA  H1O   C1O  C1C   111.98  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
 5NA  CONST_01  C1D  C1C  C1B  C1A     0.00   0.0  0
 5NA  CONST_02  C1D  C1E  C1F  C1A     0.00   0.0  0
 5NA  CONST_03  C1J  C1E  C1F  C1A   180.00   0.0  0
 5NA  CONST_04  C1E  C1F  C1A  C1B     0.00   0.0  0
 5NA  CONST_05  C1G  C1D  C1C  C1B   180.00   0.0  0
 5NA  CONST_06  C1E  C1D  C1C  C1B     0.00   0.0  0
 5NA  CONST_07  C1F  C1A  C1B  C1C     0.00   0.0  0
 5NA  CONST_08  C1H  C1G  C1D  C1C   180.00   0.0  0
 5NA  CONST_09  C1J  C1E  C1D  C1C   180.00   0.0  0
 5NA  CONST_10  C1F  C1E  C1D  C1C     0.00   0.0  0
 5NA  CONST_11  C1I  C1H  C1G  C1D     0.00   0.0  0
 5NA  CONST_12  C1I  C1J  C1E  C1D     0.00   0.0  0
 5NA  CONST_13  C1H  C1G  C1D  C1E     0.00   0.0  0
 5NA  CONST_14  C1H  C1I  C1J  C1E     0.00   0.0  0
 5NA  CONST_15  C1G  C1D  C1E  C1F   180.00   0.0  0
 5NA  CONST_16  C1I  C1J  C1E  C1F   180.00   0.0  0
 5NA  CONST_17  C1J  C1E  C1D  C1G     0.00   0.0  0
 5NA  CONST_18  C1J  C1I  C1H  C1G     0.00   0.0  0
 5NA  CONST_19  C1O  C1C  C1B  C1A   180.00   0.0  0
 5NA  CONST_20  C1L  C1J  C1E  C1D   180.00   0.0  0
 5NA  CONST_21  C1O  C1C  C1D  C1E   180.00   0.0  0
 5NA  CONST_22  O1K  C1I  C1J  C1E   180.00   0.0  0
 5NA  CONST_23  C1L  C1J  C1E  C1F     0.00   0.0  0
 5NA  CONST_24  C1O  C1C  C1D  C1G     0.00   0.0  0
 5NA  CONST_25  O1K  C1I  C1H  C1G   180.00   0.0  0
 5NA  CONST_26  C1L  C1J  C1I  C1H   180.00   0.0  0
 5NA  CONST_27  H1F  C1F  C1A  C1B   180.00   0.0  0
 5NA  CONST_28  H1A  C1A  C1B  C1C   180.00   0.0  0
 5NA  CONST_29  H1G  C1G  C1D  C1C     0.00   0.0  0
 5NA  CONST_30  H1B  C1B  C1C  C1D   180.00   0.0  0
 5NA  CONST_31  H1H  C1H  C1G  C1D   180.00   0.0  0
 5NA  Var_01    O1M  C1L  C1J  C1E  -178.33  30.0  2
 5NA  Var_02    H1O  C1O  C1C  C1B   119.29  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
 5NA  plan-1  C1A  0.020
 5NA  plan-1  C1B  0.020
 5NA  plan-1  C1C  0.020
 5NA  plan-1  C1D  0.020
 5NA  plan-1  C1E  0.020
 5NA  plan-1  C1F  0.020
 5NA  plan-1  C1G  0.020
 5NA  plan-1  C1H  0.020
 5NA  plan-1  C1I  0.020
 5NA  plan-1  C1J  0.020
 5NA  plan-1  O1K  0.020
 5NA  plan-1  C1L  0.020
 5NA  plan-1  C1O  0.020
 5NA  plan-1  H1A  0.020
 5NA  plan-1  H1B  0.020
 5NA  plan-1  H1F  0.020
 5NA  plan-1  H1G  0.020
 5NA  plan-1  H1H  0.020
 5NA  plan-2  C1J  0.020
 5NA  plan-2  C1L  0.020
 5NA  plan-2  O1M  0.020
 5NA  plan-2  O1N  0.020

