# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:51:14 2022
#   Inital geometry file: a 76 line input string
#   Ligand name: 2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(C)c2ccc(O)c(C(O)=O)c2c1
#
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
 7NA  7NA  '2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylic acid'  ligand  28  17  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7NA
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
 7NA  C1A   C  CH3    0  -0.436   4.3676  -1.7013   0.0670
 7NA  O1C   O  OC    -1  -0.604  -2.0384  -2.2894   0.9163
 7NA  O1D   O  O      0  -0.593  -2.4941  -2.0220  -1.2524
 7NA  O1E   O  OH1    0  -0.630  -3.7084   0.5885  -0.1477
 7NA  C1F   C  CR16   0  -0.385  -1.9015   2.1708  -0.0786
 7NA  C1G   C  CR16   0  -0.328  -0.5575   2.4153  -0.0456
 7NA  C1H   C  CR16   0  -0.467   2.6425   0.5173   0.0178
 7NA  C1I   C  CR16   0  -0.479   0.8060  -1.0515   0.0016
 7NA  O1J   O  O2     0  -0.478   2.9673  -1.8891   0.0479
 7NA  C1K   C  C      0   0.345  -2.0713  -1.6430  -0.1467
 7NA  C1L   C  CR6    0   0.112   1.7773   1.5823  -0.0025
 7NA  C1M   C  CR6    0   0.426   2.1568  -0.8098   0.0215
 7NA  C1N   C  CR6    0   0.322  -2.3806   0.8439  -0.1115
 7NA  C1O   C  CR6    0  -0.185  -1.5172  -0.2253  -0.0912
 7NA  C1P   C  CR66   0   0.025   0.3740   1.3532  -0.0273
 7NA  C1Q   C  CR66   0   0.144  -0.1190   0.0166  -0.0340
 7NA  H1A   H  HCH3   0   0.259   4.8099  -2.6947   0.0813
 7NA  H1AA  H  HCH3   0   0.227   4.7246  -1.1733  -0.8211
 7NA  H1AB  H  HCH3   0   0.227   4.6996  -1.1590   0.9562
 7NA  H1B   H  HCH3   0   0.246   1.9971   3.5371  -0.8834
 7NA  H1BA  H  HCH3   0   0.247   1.9813   3.5423   0.8710
 7NA  H1BB  H  HCH3   0   0.256   3.4093   2.9800   0.0083
 7NA  HO1E  H  HOH1   0   0.470  -4.2068   1.4126  -0.1612
 7NA  H1F   H  HCR6   0   0.265  -2.6020   2.9988  -0.0862
 7NA  H1G   H  HCR6   0   0.253  -0.2132   3.4410  -0.0311
 7NA  H1H   H  HCR6   0   0.270   3.7068   0.7123   0.0333
 7NA  H1I   H  HCR6   0   0.247   0.4565  -2.0757   0.0230
 7NA  C1B   C  CH3    0  -0.754   2.3205   2.9811  -0.0017

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
 7NA  O1J  C1A   single    1.413  0.020  1.413
 7NA  C1A  H1A   single    0.970  0.020  1.090
 7NA  C1A  H1AA  single    0.970  0.020  1.090
 7NA  C1A  H1AB  single    0.970  0.020  1.090
 7NA  C1B  C1L   single    1.501  0.020  1.501
 7NA  C1B  H1B   single    0.970  0.020  1.090
 7NA  C1B  H1BA  single    0.970  0.020  1.090
 7NA  C1B  H1BB  single    0.970  0.020  1.090
 7NA  C1K  O1C   deloc     1.245  0.020  1.245
 7NA  O1D  C1K   deloc     1.243  0.020  1.243
 7NA  O1E  C1N   single    1.353  0.020  1.353
 7NA  O1E  HO1E  single    0.850  0.020  0.980
 7NA  C1F  C1N   aromatic  1.411  0.020  1.411
 7NA  C1F  C1G   aromatic  1.366  0.020  1.366
 7NA  C1F  H1F   single    0.930  0.020  1.080
 7NA  C1G  C1P   aromatic  1.413  0.020  1.413
 7NA  C1G  H1G   single    0.930  0.020  1.080
 7NA  C1L  C1H   aromatic  1.372  0.020  1.372
 7NA  C1H  C1M   aromatic  1.413  0.020  1.413
 7NA  C1H  H1H   single    0.930  0.020  1.080
 7NA  C1Q  C1I   aromatic  1.413  0.020  1.413
 7NA  C1I  C1M   aromatic  1.372  0.020  1.372
 7NA  C1I  H1I   single    0.930  0.020  1.080
 7NA  C1M  O1J   single    1.350  0.020  1.350
 7NA  C1O  C1K   single    1.523  0.020  1.523
 7NA  C1P  C1L   aromatic  1.422  0.020  1.422
 7NA  C1N  C1O   aromatic  1.374  0.020  1.374
 7NA  C1O  C1Q   aromatic  1.420  0.020  1.420
 7NA  C1P  C1Q   aromatic  1.425  0.020  1.425

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
 7NA  H1AB  C1A  H1AA  108.78  3.000
 7NA  H1AB  C1A  H1A   108.60  3.000
 7NA  H1AA  C1A  H1A   108.61  3.000
 7NA  H1AB  C1A  O1J   112.21  3.000
 7NA  H1AA  C1A  O1J   112.14  3.000
 7NA  H1A   C1A  O1J   106.37  3.000
 7NA  HO1E  O1E  C1N   110.29  3.000
 7NA  H1F   C1F  C1N   119.89  3.000
 7NA  H1F   C1F  C1G   119.93  3.000
 7NA  C1N   C1F  C1G   120.18  3.000
 7NA  H1G   C1G  C1P   120.17  3.000
 7NA  H1G   C1G  C1F   118.87  3.000
 7NA  C1P   C1G  C1F   120.95  3.000
 7NA  H1H   C1H  C1M   120.48  3.000
 7NA  H1H   C1H  C1L   118.71  3.000
 7NA  C1M   C1H  C1L   120.81  3.000
 7NA  H1I   C1I  C1Q   120.28  3.000
 7NA  H1I   C1I  C1M   118.96  3.000
 7NA  C1Q   C1I  C1M   120.76  3.000
 7NA  C1M   O1J  C1A   119.27  3.000
 7NA  C1O   C1K  O1D   116.10  3.000
 7NA  C1O   C1K  O1C   116.28  3.000
 7NA  O1D   C1K  O1C   127.62  3.000
 7NA  C1P   C1L  C1H   119.82  3.000
 7NA  C1P   C1L  C1B   120.49  3.000
 7NA  C1H   C1L  C1B   119.69  3.000
 7NA  O1J   C1M  C1I   116.77  3.000
 7NA  O1J   C1M  C1H   122.99  3.000
 7NA  C1I   C1M  C1H   120.24  3.000
 7NA  C1O   C1N  C1F   121.19  3.000
 7NA  C1O   C1N  O1E   118.05  3.000
 7NA  C1F   C1N  O1E   120.76  3.000
 7NA  C1Q   C1O  C1N   119.12  3.000
 7NA  C1Q   C1O  C1K   121.21  3.000
 7NA  C1N   C1O  C1K   119.67  3.000
 7NA  C1Q   C1P  C1L   119.52  3.000
 7NA  C1Q   C1P  C1G   118.50  3.000
 7NA  C1L   C1P  C1G   121.99  3.000
 7NA  C1P   C1Q  C1O   120.04  3.000
 7NA  C1P   C1Q  C1I   118.84  3.000
 7NA  C1O   C1Q  C1I   121.11  3.000
 7NA  H1BB  C1B  H1BA  107.69  3.000
 7NA  H1BB  C1B  H1B   107.71  3.000
 7NA  H1BA  C1B  H1B   106.97  3.000
 7NA  H1BB  C1B  C1L   111.16  3.000
 7NA  H1BA  C1B  C1L   111.54  3.000
 7NA  H1B   C1B  C1L   111.54  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
 7NA  CONST_01  C1Q  C1O  C1N  C1F     0.00   0.0  0
 7NA  CONST_02  C1L  C1P  C1G  C1F   180.00   0.0  0
 7NA  CONST_03  C1Q  C1P  C1G  C1F     0.00   0.0  0
 7NA  CONST_04  C1O  C1N  C1F  C1G     0.00   0.0  0
 7NA  CONST_05  C1H  C1L  C1P  C1G   180.00   0.0  0
 7NA  CONST_06  C1I  C1Q  C1P  C1G   180.00   0.0  0
 7NA  CONST_07  C1O  C1Q  C1P  C1G     0.00   0.0  0
 7NA  CONST_08  C1Q  C1P  C1L  C1H     0.00   0.0  0
 7NA  CONST_09  C1Q  C1I  C1M  C1H     0.00   0.0  0
 7NA  CONST_10  C1N  C1O  C1Q  C1I   180.00   0.0  0
 7NA  CONST_11  C1L  C1P  C1Q  C1I     0.00   0.0  0
 7NA  CONST_12  C1L  C1H  C1M  C1I     0.00   0.0  0
 7NA  CONST_13  C1O  C1Q  C1P  C1L   180.00   0.0  0
 7NA  CONST_14  C1P  C1L  C1H  C1M     0.00   0.0  0
 7NA  CONST_15  C1O  C1Q  C1I  C1M   180.00   0.0  0
 7NA  CONST_16  C1P  C1Q  C1I  C1M     0.00   0.0  0
 7NA  CONST_17  C1P  C1G  C1F  C1N     0.00   0.0  0
 7NA  CONST_18  C1P  C1Q  C1O  C1N     0.00   0.0  0
 7NA  CONST_19  C1M  C1H  C1L  C1B   180.00   0.0  0
 7NA  CONST_20  C1G  C1P  C1L  C1B     0.00   0.0  0
 7NA  CONST_21  C1Q  C1P  C1L  C1B   180.00   0.0  0
 7NA  CONST_22  C1G  C1F  C1N  O1E   180.00   0.0  0
 7NA  CONST_23  C1Q  C1O  C1N  O1E   180.00   0.0  0
 7NA  CONST_24  C1K  C1O  C1N  C1F   180.00   0.0  0
 7NA  CONST_25  C1K  C1O  C1Q  C1I     0.00   0.0  0
 7NA  CONST_26  C1L  C1H  C1M  O1J   180.00   0.0  0
 7NA  CONST_27  C1Q  C1I  C1M  O1J   180.00   0.0  0
 7NA  CONST_28  C1P  C1Q  C1O  C1K   180.00   0.0  0
 7NA  CONST_29  H1I  C1I  C1M  C1H   180.00   0.0  0
 7NA  CONST_30  H1H  C1H  C1M  C1I   180.00   0.0  0
 7NA  CONST_31  H1G  C1G  C1P  C1L     0.00   0.0  0
 7NA  CONST_32  H1F  C1F  C1N  C1O   180.00   0.0  0
 7NA  Var_01    C1H  C1M  O1J  C1A    -0.28  30.0  1
 7NA  Var_02    C1N  C1O  C1K  O1C  -105.95  30.0  3
 7NA  Var_03    H1B  C1B  C1L  C1H   120.68  30.0  2
 7NA  Var_04    H1A  C1A  O1J  C1M  -179.71  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
 7NA  plan-1  O1E  0.020
 7NA  plan-1  C1F  0.020
 7NA  plan-1  C1G  0.020
 7NA  plan-1  C1H  0.020
 7NA  plan-1  C1I  0.020
 7NA  plan-1  O1J  0.020
 7NA  plan-1  C1K  0.020
 7NA  plan-1  C1L  0.020
 7NA  plan-1  C1M  0.020
 7NA  plan-1  C1N  0.020
 7NA  plan-1  C1O  0.020
 7NA  plan-1  C1P  0.020
 7NA  plan-1  C1Q  0.020
 7NA  plan-1  H1F  0.020
 7NA  plan-1  H1G  0.020
 7NA  plan-1  H1H  0.020
 7NA  plan-1  H1I  0.020
 7NA  plan-1  C1B  0.020
 7NA  plan-2  O1C  0.020
 7NA  plan-2  O1D  0.020
 7NA  plan-2  C1K  0.020
 7NA  plan-2  C1O  0.020

