# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 02:39:07 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 1-chloro-6-(4-hydroxyphenyl)naphthalen-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)c2ccc3c(Cl)c(O)ccc3c2
#
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
 4NA  4NA  1-chloro-6-(4-hydroxyphenyl)naphthalen-2-ol  ligand  30  19  .  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_4NA
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
 4NA  C1    C   CR6   0   0.433  -3.9589  -0.9660  -0.0085
 4NA  C2    C   CR6   0  -0.279  -3.2266   0.1963  -0.0858
 4NA  C3    C   CR66  0   0.210  -1.8115   0.1937  -0.0574
 4NA  C4    C   CR66  0   0.098  -1.1463  -1.0546   0.0513
 4NA  C5    C   CR16  0  -0.293  -1.9155  -2.2400   0.1328
 4NA  C6    C   CR16  0  -0.347  -3.2766  -2.2002   0.1025
 4NA  C9    C   CR16  0  -0.302  -1.0207   1.3622  -0.1339
 4NA  C10   C   CR16  0  -0.305   0.3442   1.2876  -0.1067
 4NA  C11   C   CR6   0   0.101   1.0229   0.0494   0.0010
 4NA  C12   C   CR16  0  -0.393   0.2626  -1.0938   0.0823
 4NA  C16   C   CR6   0   0.073   2.4965  -0.0018   0.0181
 4NA  C17   C   CR16  0  -0.302   3.1900  -1.0706  -0.5552
 4NA  C18   C   CR16  0  -0.323   4.5717  -1.1311  -0.5395
 4NA  C19   C   CR6   0   0.345   5.3076  -0.1084   0.0558
 4NA  C20   C   CR16  0  -0.369   4.6352   0.9672   0.6303
 4NA  C21   C   CR16  0  -0.300   3.2507   1.0131   0.6072
 4NA  O26   O   OH1   0  -0.629   6.6502  -0.2094   0.0460
 4NA  CL27  CL  CL    0  -0.118  -4.0872   1.6990  -0.2230
 4NA  O28   O   OH1   0  -0.611  -5.2960  -1.0183  -0.0302
 4NA  H5    H   HCR6  0   0.265  -1.4073  -3.1921   0.2196
 4NA  H6    H   HCR6  0   0.281  -3.8610  -3.1093   0.1641
 4NA  H9    H   HCR6  0   0.255  -1.4927   2.3308  -0.2272
 4NA  H10   H   HCR6  0   0.258   0.9168   2.2026  -0.1923
 4NA  H12   H   HCR6  0   0.256   0.7399  -2.0608   0.1916
 4NA  H17   H   HCR6  0   0.256   2.6440  -1.8679  -1.0436
 4NA  H18   H   HCR6  0   0.266   5.0850  -1.9664  -0.9991
 4NA  H20   H   HCR6  0   0.273   5.1891   1.7694   1.1044
 4NA  H21   H   HCR6  0   0.258   2.7562   1.8526   1.0791
 4NA  H26   H   HOH1  0   0.475   7.0501   0.5628   0.4615
 4NA  H28   H   HOH1  0   0.470  -5.6797  -0.1359  -0.1176

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
 4NA  C1   C2    aromatic  1.376  0.020  1.376
 4NA  C1   C6    aromatic  1.415  0.020  1.415
 4NA  C1   O28   single    1.338  0.020  1.338
 4NA  C2   C3    aromatic  1.415  0.020  1.415
 4NA  C2   CL27  single    1.737  0.020  1.737
 4NA  C3   C4    aromatic  1.419  0.020  1.419
 4NA  C3   C9    aromatic  1.413  0.020  1.413
 4NA  C4   C5    aromatic  1.415  0.020  1.415
 4NA  C4   C12   aromatic  1.410  0.020  1.410
 4NA  C5   C6    aromatic  1.362  0.020  1.362
 4NA  C5   H5    single    0.930  0.020  1.080
 4NA  C6   H6    single    0.930  0.020  1.080
 4NA  C9   C10   aromatic  1.367  0.020  1.367
 4NA  C9   H9    single    0.930  0.020  1.080
 4NA  C10  C11   aromatic  1.416  0.020  1.416
 4NA  C10  H10   single    0.930  0.020  1.080
 4NA  C11  C12   aromatic  1.375  0.020  1.375
 4NA  C11  C16   single    1.475  0.020  1.475
 4NA  C12  H12   single    0.930  0.020  1.080
 4NA  C16  C17   aromatic  1.397  0.020  1.397
 4NA  C16  C21   aromatic  1.395  0.020  1.395
 4NA  C17  C18   aromatic  1.383  0.020  1.383
 4NA  C17  H17   single    0.930  0.020  1.080
 4NA  C18  C19   aromatic  1.393  0.020  1.393
 4NA  C18  H18   single    0.930  0.020  1.080
 4NA  C19  C20   aromatic  1.392  0.020  1.392
 4NA  C19  O26   single    1.346  0.020  1.346
 4NA  C20  C21   aromatic  1.385  0.020  1.385
 4NA  C20  H20   single    0.930  0.020  1.080
 4NA  C21  H21   single    0.930  0.020  1.080
 4NA  O26  H26   single    0.850  0.020  0.980
 4NA  O28  H28   single    0.850  0.020  0.980

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
 4NA  O28   C1   C6   116.69  3.000
 4NA  O28   C1   C2   124.32  3.000
 4NA  C6    C1   C2   119.00  3.000
 4NA  CL27  C2   C3   119.90  3.000
 4NA  CL27  C2   C1   118.14  3.000
 4NA  C3    C2   C1   121.96  3.000
 4NA  C9    C3   C4   117.99  3.000
 4NA  C9    C3   C2   123.85  3.000
 4NA  C4    C3   C2   118.16  3.000
 4NA  C12   C4   C5   121.24  3.000
 4NA  C12   C4   C3   119.65  3.000
 4NA  C5    C4   C3   119.11  3.000
 4NA  H5    C5   C6   119.77  3.000
 4NA  H5    C5   C4   119.08  3.000
 4NA  C6    C5   C4   121.16  3.000
 4NA  H6    C6   C5   120.92  3.000
 4NA  H6    C6   C1   118.47  3.000
 4NA  C5    C6   C1   120.61  3.000
 4NA  H9    C9   C10  119.10  3.000
 4NA  H9    C9   C3   120.06  3.000
 4NA  C10   C9   C3   120.83  3.000
 4NA  H10   C10  C11  119.44  3.000
 4NA  H10   C10  C9   118.70  3.000
 4NA  C11   C10  C9   121.85  3.000
 4NA  C16   C11  C12  121.53  3.000
 4NA  C16   C11  C10  120.67  3.000
 4NA  C12   C11  C10  117.80  3.000
 4NA  H12   C12  C11  120.28  3.000
 4NA  H12   C12  C4   117.84  3.000
 4NA  C11   C12  C4   121.88  3.000
 4NA  C21   C16  C17  117.48  3.000
 4NA  C21   C16  C11  121.33  3.000
 4NA  C17   C16  C11  121.19  3.000
 4NA  H17   C17  C18  118.47  3.000
 4NA  H17   C17  C16  119.87  3.000
 4NA  C18   C17  C16  121.65  3.000
 4NA  H18   C18  C19  119.81  3.000
 4NA  H18   C18  C17  120.16  3.000
 4NA  C19   C18  C17  120.02  3.000
 4NA  O26   C19  C20  122.85  3.000
 4NA  O26   C19  C18  117.93  3.000
 4NA  C20   C19  C18  119.22  3.000
 4NA  H20   C20  C21  119.56  3.000
 4NA  H20   C20  C19  120.35  3.000
 4NA  C21   C20  C19  120.08  3.000
 4NA  H21   C21  C20  118.35  3.000
 4NA  H21   C21  C16  120.08  3.000
 4NA  C20   C21  C16  121.55  3.000
 4NA  H26   O26  C19  110.52  3.000
 4NA  H28   O28  C1   111.26  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
 4NA  CONST_01  C4    C3   C2   C1     0.00  0.0  0
 4NA  CONST_02  C9    C3   C2   C1   180.00  0.0  0
 4NA  CONST_03  C4    C5   C6   C1     0.00  0.0  0
 4NA  CONST_04  C5    C6   C1   C2     0.00  0.0  0
 4NA  CONST_05  C5    C4   C3   C2     0.00  0.0  0
 4NA  CONST_06  C12   C4   C3   C2   180.00  0.0  0
 4NA  CONST_07  C10   C9   C3   C2   180.00  0.0  0
 4NA  CONST_08  C6    C1   C2   C3     0.00  0.0  0
 4NA  CONST_09  C6    C5   C4   C3     0.00  0.0  0
 4NA  CONST_10  C11   C12  C4   C3     0.00  0.0  0
 4NA  CONST_11  C11   C10  C9   C3     0.00  0.0  0
 4NA  CONST_12  C10   C9   C3   C4     0.00  0.0  0
 4NA  CONST_13  C10   C11  C12  C4     0.00  0.0  0
 4NA  CONST_14  C16   C11  C12  C4   180.00  0.0  0
 4NA  CONST_15  C9    C3   C4   C5   180.00  0.0  0
 4NA  CONST_16  C11   C12  C4   C5   180.00  0.0  0
 4NA  CONST_17  C12   C4   C5   C6   180.00  0.0  0
 4NA  CONST_18  C12   C4   C3   C9     0.00  0.0  0
 4NA  CONST_19  C12   C11  C10  C9     0.00  0.0  0
 4NA  CONST_20  C16   C11  C10  C9   180.00  0.0  0
 4NA  CONST_23  C18   C17  C16  C11  180.00  0.0  0
 4NA  CONST_24  C20   C21  C16  C11  180.00  0.0  0
 4NA  CONST_27  C19   C18  C17  C16    0.00  0.0  0
 4NA  CONST_28  C19   C20  C21  C16    0.00  0.0  0
 4NA  CONST_29  C20   C21  C16  C17    0.00  0.0  0
 4NA  CONST_30  C20   C19  C18  C17    0.00  0.0  0
 4NA  CONST_31  C21   C16  C17  C18    0.00  0.0  0
 4NA  CONST_32  C21   C20  C19  C18    0.00  0.0  0
 4NA  CONST_33  O28   C1   C2   C3   180.00  0.0  0
 4NA  CONST_34  CL27  C2   C3   C4   180.00  0.0  0
 4NA  CONST_35  O28   C1   C6   C5   180.00  0.0  0
 4NA  CONST_36  CL27  C2   C1   C6   180.00  0.0  0
 4NA  CONST_37  CL27  C2   C3   C9     0.00  0.0  0
 4NA  CONST_38  O26   C19  C18  C17  180.00  0.0  0
 4NA  CONST_39  O26   C19  C20  C21  180.00  0.0  0
 4NA  CONST_40  H5    C5   C6   C1   180.00  0.0  0
 4NA  CONST_41  H6    C6   C1   C2   180.00  0.0  0
 4NA  CONST_42  H9    C9   C3   C2     0.00  0.0  0
 4NA  CONST_43  H12   C12  C4   C3   180.00  0.0  0
 4NA  CONST_44  H10   C10  C9   C3   180.00  0.0  0
 4NA  CONST_45  H17   C17  C16  C11    0.00  0.0  0
 4NA  CONST_46  H21   C21  C16  C11    0.00  0.0  0
 4NA  CONST_47  H18   C18  C17  C16  180.00  0.0  0
 4NA  CONST_48  H20   C20  C21  C16  180.00  0.0  0

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
 4NA  plan-1  C11   0.020
 4NA  plan-1  C16   0.020
 4NA  plan-1  C17   0.020
 4NA  plan-1  C18   0.020
 4NA  plan-1  C19   0.020
 4NA  plan-1  C20   0.020
 4NA  plan-1  C21   0.020
 4NA  plan-1  O26   0.020
 4NA  plan-1  H17   0.020
 4NA  plan-1  H18   0.020
 4NA  plan-1  H20   0.020
 4NA  plan-1  H21   0.020
 4NA  plan-2  C1    0.020
 4NA  plan-2  C2    0.020
 4NA  plan-2  C3    0.020
 4NA  plan-2  C4    0.020
 4NA  plan-2  C5    0.020
 4NA  plan-2  C6    0.020
 4NA  plan-2  C9    0.020
 4NA  plan-2  C10   0.020
 4NA  plan-2  C11   0.020
 4NA  plan-2  C12   0.020
 4NA  plan-2  C16   0.020
 4NA  plan-2  CL27  0.020
 4NA  plan-2  O28   0.020
 4NA  plan-2  H5    0.020
 4NA  plan-2  H6    0.020
 4NA  plan-2  H9    0.020
 4NA  plan-2  H10   0.020
 4NA  plan-2  H12   0.020

