# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 17:17:59 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  25  15  .  2021-08-05  2021-08-05  
;
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  -0.233   1.8463  -2.2618   0.0839
 5NA  C1B   C  CR16  0  -0.331   2.9051  -1.3335   0.0884
 5NA  C1C   C  CR6   0   0.085   2.6672   0.0167   0.0396
 5NA  C1D   C  CR66  0   0.051   1.3193   0.4761  -0.0154
 5NA  C1E   C  CR66  0   0.165   0.2480  -0.4585  -0.0214
 5NA  C1F   C  CR16  0  -0.363   0.5475  -1.8419   0.0301
 5NA  C1G   C  CR16  0  -0.315   1.0032   1.8538  -0.0632
 5NA  C1H   C  CR16  0  -0.371  -0.2886   2.2931  -0.1107
 5NA  C1I   C  CR6   0   0.368  -1.3505   1.3660  -0.1156
 5NA  C1J   C  CR6   0  -0.175  -1.0847   0.0188  -0.0749
 5NA  O1K   O  OH1   0  -0.621  -2.6367   1.7525  -0.1613
 5NA  C1L   C  C     0   0.445  -2.2359  -0.9310  -0.1258
 5NA  O1M   O  O     0  -0.420  -2.6868  -1.3877  -1.1444
 5NA  O1N   O  OH1   0  -0.576  -2.6974  -1.2129   1.0821
 5NA  C1O   C  CH3   0  -0.751   3.8085   0.9906   0.0456
 5NA  H1A   H  HCR6  0   0.260   2.0671  -3.3206   0.1243
 5NA  H1B   H  HCR6  0   0.250   3.9246  -1.6965   0.1332
 5NA  H1F   H  HCR6  0   0.254  -0.2472  -2.5769   0.0286
 5NA  H1G   H  HCR6  0   0.268   1.7962   2.5885  -0.0608
 5NA  H1H   H  HCR6  0   0.282  -0.4998   3.3554  -0.1442
 5NA  HO1K  H  HOH1  0   0.485  -2.7088   2.7138  -0.1796
 5NA  HO1N  H  HOH1  0   0.488  -3.4466  -1.8270   1.0221
 5NA  H1O   H  HCH3  0   0.249   3.8199   1.6067  -0.8553
 5NA  H1OA  H  HCH3  0   0.249   3.7582   1.6695   0.8988
 5NA  H1OB  H  HCH3  0   0.257   4.7614   0.4667   0.0972

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  1.408  0.020  1.408
 5NA  C1F  C1A   aromatic  1.366  0.020  1.366
 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    1.500  0.020  1.500
 5NA  C1D  C1C   aromatic  1.425  0.020  1.425
 5NA  C1G  C1D   aromatic  1.414  0.020  1.414
 5NA  C1D  C1E   aromatic  1.422  0.020  1.422
 5NA  C1J  C1E   aromatic  1.417  0.020  1.417
 5NA  C1E  C1F   aromatic  1.416  0.020  1.416
 5NA  C1F  H1F   single    0.930  0.020  1.080
 5NA  C1H  C1G   aromatic  1.365  0.020  1.365
 5NA  C1G  H1G   single    0.930  0.020  1.080
 5NA  C1H  C1I   aromatic  1.410  0.020  1.410
 5NA  C1H  H1H   single    0.930  0.020  1.080
 5NA  O1K  C1I   single    1.344  0.020  1.344
 5NA  C1I  C1J   aromatic  1.374  0.020  1.374
 5NA  C1J  C1L   single    1.493  0.020  1.493
 5NA  O1K  HO1K  single    0.850  0.020  0.980
 5NA  O1M  C1L   double    1.204  0.020  1.204
 5NA  C1L  O1N   single    1.323  0.020  1.323
 5NA  O1N  HO1N  single    0.850  0.020  0.980
 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   119.74  3.000
 5NA  H1A   C1A  C1B   119.44  3.000
 5NA  C1F   C1A  C1B   120.82  3.000
 5NA  H1B   C1B  C1C   119.63  3.000
 5NA  H1B   C1B  C1A   119.14  3.000
 5NA  C1C   C1B  C1A   121.22  3.000
 5NA  C1O   C1C  C1D   120.69  3.000
 5NA  C1D   C1C  C1B   118.85  3.000
 5NA  C1O   C1C  C1B   120.45  3.000
 5NA  C1G   C1D  C1E   118.15  3.000
 5NA  C1E   C1D  C1C   120.07  3.000
 5NA  C1G   C1D  C1C   121.78  3.000
 5NA  C1J   C1E  C1F   121.97  3.000
 5NA  C1F   C1E  C1D   118.85  3.000
 5NA  C1J   C1E  C1D   119.18  3.000
 5NA  H1F   C1F  C1E   120.53  3.000
 5NA  H1F   C1F  C1A   119.29  3.000
 5NA  C1E   C1F  C1A   120.18  3.000
 5NA  H1G   C1G  C1H   118.40  3.000
 5NA  H1G   C1G  C1D   119.86  3.000
 5NA  C1H   C1G  C1D   121.74  3.000
 5NA  H1H   C1H  C1I   119.85  3.000
 5NA  H1H   C1H  C1G   120.06  3.000
 5NA  C1I   C1H  C1G   120.09  3.000
 5NA  O1K   C1I  C1J   117.92  3.000
 5NA  C1J   C1I  C1H   119.94  3.000
 5NA  O1K   C1I  C1H   122.14  3.000
 5NA  C1L   C1J  C1I   118.27  3.000
 5NA  C1L   C1J  C1E   120.81  3.000
 5NA  C1I   C1J  C1E   120.90  3.000
 5NA  HO1K  O1K  C1I   111.03  3.000
 5NA  O1N   C1L  O1M   124.11  3.000
 5NA  O1N   C1L  C1J   111.91  3.000
 5NA  O1M   C1L  C1J   123.98  3.000
 5NA  HO1N  O1N  C1L   110.33  3.000
 5NA  H1OB  C1O  H1OA  107.62  3.000
 5NA  H1OB  C1O  H1O   107.55  3.000
 5NA  H1OA  C1O  H1O   107.14  3.000
 5NA  H1OB  C1O  C1C   110.71  3.000
 5NA  H1OA  C1O  C1C   111.82  3.000
 5NA  H1O   C1O  C1C   111.78  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
 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  CONST_32  HO1N  O1N  C1L  C1J  180.00   0.0  0
 5NA  Var_01    O1M   C1L  C1J  C1E  -87.61  30.0  2
 5NA  Var_02    H1O   C1O  C1C  C1B  119.57  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
 5NA  plan-2  HO1N  0.020

