# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 10:53:57 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: 5-hydroxy-2-methylnaphthalene-1,4-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=CC(=O)c2c(O)cccc2C1=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
 90R  90R  5-hydroxy-2-methylnaphthalene-1,4-dione  ligand  22  14  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_90R
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
 90R  O3   O  O     0  -0.449   0.6093  -2.6099   0.1960
 90R  C5   C  CR6   0   0.444   0.0052  -1.5415   0.1226
 90R  C2   C  CR66  0  -0.204   0.7108  -0.2640   0.0568
 90R  C6   C  CR6   0   0.390   2.1144  -0.2271   0.0837
 90R  O1   O  OH1   0  -0.614   2.8603  -1.3221   0.1655
 90R  C9   C  CR16  0  -0.329   2.7664   1.0111   0.0253
 90R  C10  C  CR16  0  -0.221   2.0350   2.1753  -0.0574
 90R  C8   C  CR16  0  -0.304   0.6404   2.1500  -0.0865
 90R  C1   C  CR66  0  -0.013  -0.0150   0.9360  -0.0294
 90R  C4   C  CR6   0   0.351  -1.4992   0.9064  -0.0611
 90R  O2   O  O     0  -0.359  -2.1506   1.9250  -0.1532
 90R  C3   C  CR6   0   0.005  -2.1855  -0.4122   0.0214
 90R  C11  C  CH3   0  -0.711  -3.6747  -0.4088   0.0009
 90R  C7   C  CR16  0  -0.377  -1.4603  -1.5347   0.1038
 90R  H1   H  HOH1  0   0.482   2.2612  -2.0991   0.1996
 90R  H2   H  HCR6  0   0.285   3.8482   1.0396   0.0464
 90R  H3   H  HCR6  0   0.280   2.5530   3.1240  -0.1011
 90R  H4   H  HCR6  0   0.273   0.0818   3.0729  -0.1533
 90R  H8   H  HCH3  0   0.263  -4.0496   0.0147  -0.9320
 90R  H9   H  HCH3  0   0.258  -4.0664  -1.4184   0.1025
 90R  H10  H  HCH3  0   0.262  -4.0757   0.2009   0.8115
 90R  H11  H  HCR6  0   0.287  -1.9416  -2.5043   0.1629

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
 90R  O1   C6   single    1.327  0.020  1.327
 90R  O3   C5   double    1.230  0.020  1.230
 90R  C6   C9   aromatic  1.401  0.020  1.401
 90R  C6   C2   aromatic  1.404  0.020  1.404
 90R  C9   C10  aromatic  1.377  0.020  1.377
 90R  C5   C2   single    1.461  0.020  1.461
 90R  C5   C7   single    1.466  0.020  1.466
 90R  C2   C1   aromatic  1.405  0.020  1.405
 90R  C10  C8   aromatic  1.395  0.020  1.395
 90R  C7   C3   double    1.339  0.020  1.339
 90R  C1   C8   aromatic  1.381  0.020  1.381
 90R  C1   C4   single    1.485  0.020  1.485
 90R  C4   C3   single    1.489  0.020  1.489
 90R  C4   O2   double    1.213  0.020  1.213
 90R  C3   C11  single    1.489  0.020  1.489
 90R  O1   H1   single    0.850  0.020  0.980
 90R  C9   H2   single    0.930  0.020  1.080
 90R  C10  H3   single    0.930  0.020  1.080
 90R  C8   H4   single    0.930  0.020  1.080
 90R  C11  H8   single    0.970  0.020  1.090
 90R  C11  H9   single    0.970  0.020  1.090
 90R  C11  H10  single    0.970  0.020  1.090
 90R  C7   H11  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
 90R  C7   C5   C2   118.58  3.000
 90R  C7   C5   O3   119.74  3.000
 90R  C2   C5   O3   121.68  3.000
 90R  C1   C2   C6   119.68  3.000
 90R  C1   C2   C5   120.00  3.000
 90R  C6   C2   C5   120.32  3.000
 90R  C9   C6   O1   118.05  3.000
 90R  C9   C6   C2   119.19  3.000
 90R  O1   C6   C2   122.76  3.000
 90R  H1   O1   C6   108.19  3.000
 90R  H2   C9   C10  120.64  3.000
 90R  H2   C9   C6   119.19  3.000
 90R  C10  C9   C6   120.17  3.000
 90R  H3   C10  C8   119.58  3.000
 90R  H3   C10  C9   119.30  3.000
 90R  C8   C10  C9   121.11  3.000
 90R  H4   C8   C1   120.53  3.000
 90R  H4   C8   C10  120.16  3.000
 90R  C1   C8   C10  119.31  3.000
 90R  C4   C1   C8   119.41  3.000
 90R  C4   C1   C2   120.05  3.000
 90R  C8   C1   C2   120.54  3.000
 90R  C3   C4   O2   120.03  3.000
 90R  O2   C4   C1   121.46  3.000
 90R  C3   C4   C1   118.50  3.000
 90R  C7   C3   C11  122.98  3.000
 90R  C11  C3   C4   117.27  3.000
 90R  C7   C3   C4   119.75  3.000
 90R  H10  C11  H9   108.49  3.000
 90R  H10  C11  H8   106.98  3.000
 90R  H9   C11  H8   108.45  3.000
 90R  H10  C11  C3   111.02  3.000
 90R  H9   C11  C3   110.90  3.000
 90R  H8   C11  C3   110.87  3.000
 90R  H11  C7   C3   120.85  3.000
 90R  H11  C7   C5   116.05  3.000
 90R  C3   C7   C5   123.11  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
 90R  CONST_01  C10  C9   C6   C2    0.00   0.0  0
 90R  CONST_02  C10  C8   C1   C2    0.00   0.0  0
 90R  CONST_03  C8   C10  C9   C6    0.00   0.0  0
 90R  CONST_04  C8   C1   C2   C6    0.00   0.0  0
 90R  CONST_05  C1   C2   C6   C9    0.00   0.0  0
 90R  CONST_06  C1   C8   C10  C9    0.00   0.0  0
 90R  CONST_07  O1   C6   C2   C5    0.00   0.0  0
 90R  CONST_08  C10  C9   C6   O1  180.00   0.0  0
 90R  CONST_09  C1   C2   C6   O1  180.00   0.0  0
 90R  CONST_10  H2   C9   C6   C2  180.00   0.0  0
 90R  CONST_11  H4   C8   C1   C2  180.00   0.0  0
 90R  CONST_12  H3   C10  C9   C6  180.00   0.0  0
 90R  Var_01    H8   C11  C3   C4   61.52  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
 90R  plan-1  O3   0.020
 90R  plan-1  C5   0.020
 90R  plan-1  C2   0.020
 90R  plan-1  C6   0.020
 90R  plan-1  O1   0.020
 90R  plan-1  C9   0.020
 90R  plan-1  C10  0.020
 90R  plan-1  C8   0.020
 90R  plan-1  C1   0.020
 90R  plan-1  C4   0.020
 90R  plan-1  O2   0.020
 90R  plan-1  C3   0.020
 90R  plan-1  C11  0.020
 90R  plan-1  C7   0.020
 90R  plan-1  H2   0.020
 90R  plan-1  H3   0.020
 90R  plan-1  H4   0.020
 90R  plan-1  H11  0.020

