# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 11:52:19 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: 6-[(E)-(hydroxyimino)(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)methyl]naphthalene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)CCC(C)(C)c2cc(ccc12)C(=N/O)/c3ccc4cc(ccc4c3)C(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
 254  254  '6-[(E)-(hydroxyimino)(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)methyl]naphthalene-2-carboxylic acid'  ligand  56  30  .  2021-08-04  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_254
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
 254  C1    C  C      0   0.403   1.1958  -0.0727   7.1337
 254  C2    C  CR6    0  -0.100   0.7480  -0.2373   5.6856
 254  C3    C  CR16   0  -0.291   1.2791  -1.2773   4.8860
 254  C4    C  CR16   0  -0.306   0.8901  -1.4403   3.5855
 254  C5    C  CR66   0   0.125  -0.0587  -0.5684   3.0020
 254  C10   C  CR66   0   0.137  -0.5963   0.4781   3.7928
 254  C11   C  CR16   0  -0.366  -0.1724   0.6169   5.1329
 254  C15   C  CR6    0   0.159  -0.1616  -0.1640  -3.7026
 254  C16   C  CT     0  -0.170  -0.5390  -0.7174  -5.0731
 254  C17   C  CH2    0  -0.424   0.4045  -0.1660  -6.1458
 254  C18   C  CH2    0  -0.424   1.8566  -0.2376  -5.7210
 254  C19   C  CT     0  -0.172   2.1489   0.6441  -4.5033
 254  C20   C  CR6    0   0.123   1.0734   0.4517  -3.4415
 254  C23   C  CH3    0  -0.648  -1.9672  -0.3146  -5.4588
 254  C24   C  CH3    0  -0.638  -0.4529  -2.2494  -5.0320
 254  C25   C  CH3    0  -0.647   3.5313   0.2559  -3.9678
 254  C26   C  CH3    0  -0.636   2.1787   2.1218  -4.9209
 254  O1    O  O      0  -0.590   0.6819   0.8632   7.7751
 254  O2    O  OC    -1  -0.591   2.0389  -0.8907   7.5486
 254  C6    C  CR16   0  -0.339  -0.4787  -0.7033   1.6595
 254  C7    C  CR6    0  -0.000  -1.4016   0.1540   1.1183
 254  C8    C  CR16   0  -0.264  -1.9390   1.1966   1.9118
 254  C9    C  CR16   0  -0.309  -1.5414   1.3552   3.2087
 254  C13   C  CR6    0   0.061  -0.8260   0.1549  -1.3707
 254  C14   C  CR16   0  -0.357  -1.0725  -0.3112  -2.6586
 254  C21   C  CR16   0  -0.292   1.3097   0.9299  -2.1513
 254  C22   C  CR16   0  -0.313   0.3897   0.7917  -1.1296
 254  C12   C  C      0   0.152  -1.8268   0.0014  -0.2954
 254  N1    N  N      0  -0.126  -3.0266  -0.2506  -0.6483
 254  O3    O  OH1    0  -0.543  -3.8816  -0.4312   0.3937
 254  H3    H  HCR6   0   0.246   2.0062  -1.9496   5.3210
 254  H4    H  HCR6   0   0.249   1.3079  -2.2394   2.9844
 254  H11   H  HCR6   0   0.243  -0.5892   1.4162   5.7337
 254  H171  H  HCH2   0   0.228   0.1305   0.8713  -6.3651
 254  H172  H  HCH2   0   0.232   0.2482  -0.7238  -7.0734
 254  H181  H  HCH2   0   0.232   2.5134   0.0615  -6.5430
 254  H182  H  HCH2   0   0.228   2.1187  -1.2744  -5.4855
 254  H231  H  HCH3   0   0.229  -2.7241  -0.7851  -4.8311
 254  H232  H  HCH3   0   0.229  -2.1022   0.7668  -5.4008
 254  H233  H  HCH3   0   0.231  -2.1679  -0.6220  -6.4871
 254  H241  H  HCH3   0   0.231  -1.1292  -2.6611  -4.2809
 254  H242  H  HCH3   0   0.226  -0.7316  -2.6730  -6.0000
 254  H243  H  HCH3   0   0.231   0.5528  -2.5985  -4.7927
 254  H251  H  HCH3   0   0.230   3.8696   0.9011  -3.1567
 254  H252  H  HCH3   0   0.229   3.5387  -0.7731  -3.6047
 254  H253  H  HCH3   0   0.231   4.2693   0.3326  -4.7688
 254  H261  H  HCH3   0   0.231   2.4170   2.7699  -4.0757
 254  H262  H  HCH3   0   0.226   2.9417   2.2837  -5.6860
 254  H263  H  HCH3   0   0.231   1.2223   2.4524  -5.3271
 254  H6    H  HCR6   0   0.255  -0.0547  -1.4990   1.0570
 254  H8    H  HCR6   0   0.255  -2.6583   1.8799   1.4796
 254  H9    H  HCR6   0   0.254  -1.9524   2.1588   3.8076
 254  H14   H  HCR6   0   0.239  -2.0128  -0.8130  -2.8482
 254  H21   H  HCR6   0   0.244   2.2462   1.4246  -1.9264
 254  H22   H  HCR6   0   0.248   0.6246   1.1830  -0.1487
 254  HO3   H  HOH1   0   0.478  -4.7351  -0.5761  -0.0285

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
 254  C1   C2    single    1.525  0.020  1.525
 254  C1   O1    deloc     1.246  0.020  1.246
 254  C1   O2    deloc     1.246  0.020  1.246
 254  C2   C3    aromatic  1.415  0.020  1.415
 254  C2   C11   aromatic  1.372  0.020  1.372
 254  C3   C4    aromatic  1.367  0.020  1.367
 254  C3   H3    single    0.930  0.020  1.080
 254  C4   C5    aromatic  1.415  0.020  1.415
 254  C4   H4    single    0.930  0.020  1.080
 254  C5   C10   aromatic  1.418  0.020  1.418
 254  C5   C6    aromatic  1.413  0.020  1.413
 254  C10  C11   aromatic  1.412  0.020  1.412
 254  C10  C9    aromatic  1.415  0.020  1.415
 254  C11  H11   single    0.930  0.020  1.080
 254  C15  C16   single    1.525  0.020  1.525
 254  C15  C20   aromatic  1.405  0.020  1.405
 254  C15  C14   aromatic  1.393  0.020  1.393
 254  C16  C17   single    1.531  0.020  1.531
 254  C16  C23   single    1.533  0.020  1.533
 254  C16  C24   single    1.535  0.020  1.535
 254  C17  C18   single    1.515  0.020  1.515
 254  C17  H171  single    0.970  0.020  1.090
 254  C17  H172  single    0.970  0.020  1.090
 254  C18  C19   single    1.532  0.020  1.532
 254  C18  H181  single    0.970  0.020  1.090
 254  C18  H182  single    0.970  0.020  1.090
 254  C19  C20   single    1.523  0.020  1.523
 254  C19  C25   single    1.532  0.020  1.532
 254  C19  C26   single    1.536  0.020  1.536
 254  C20  C21   aromatic  1.396  0.020  1.396
 254  C23  H231  single    0.970  0.020  1.090
 254  C23  H232  single    0.970  0.020  1.090
 254  C23  H233  single    0.970  0.020  1.090
 254  C24  H241  single    0.970  0.020  1.090
 254  C24  H242  single    0.970  0.020  1.090
 254  C24  H243  single    0.970  0.020  1.090
 254  C25  H251  single    0.970  0.020  1.090
 254  C25  H252  single    0.970  0.020  1.090
 254  C25  H253  single    0.970  0.020  1.090
 254  C26  H261  single    0.970  0.020  1.090
 254  C26  H262  single    0.970  0.020  1.090
 254  C26  H263  single    0.970  0.020  1.090
 254  C6   C7    aromatic  1.371  0.020  1.371
 254  C6   H6    single    0.930  0.020  1.080
 254  C7   C8    aromatic  1.416  0.020  1.416
 254  C7   C12   single    1.484  0.020  1.484
 254  C8   C9    aromatic  1.366  0.020  1.366
 254  C8   H8    single    0.930  0.020  1.080
 254  C9   H9    single    0.930  0.020  1.080
 254  C13  C14   aromatic  1.392  0.020  1.392
 254  C13  C22   aromatic  1.393  0.020  1.393
 254  C13  C12   single    1.477  0.020  1.477
 254  C14  H14   single    0.930  0.020  1.080
 254  C21  C22   aromatic  1.382  0.020  1.382
 254  C21  H21   single    0.930  0.020  1.080
 254  C22  H22   single    0.930  0.020  1.080
 254  C12  N1    double    1.276  0.020  1.276
 254  N1   O3    single    1.360  0.020  1.360
 254  O3   HO3   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
 254  O2    C1   O1    126.94  3.000
 254  O2    C1   C2    116.37  3.000
 254  O1    C1   C2    116.68  3.000
 254  C11   C2   C3    118.80  3.000
 254  C11   C2   C1    120.82  3.000
 254  C3    C2   C1    120.38  3.000
 254  H3    C3   C4    119.98  3.000
 254  H3    C3   C2    118.80  3.000
 254  C4    C3   C2    121.21  3.000
 254  H4    C4   C5    118.97  3.000
 254  H4    C4   C3    120.38  3.000
 254  C5    C4   C3    120.65  3.000
 254  C6    C5   C10   119.19  3.000
 254  C6    C5   C4    122.17  3.000
 254  C10   C5   C4    118.64  3.000
 254  C9    C10  C11   122.08  3.000
 254  C9    C10  C5    118.71  3.000
 254  C11   C10  C5    119.21  3.000
 254  H11   C11  C10   118.90  3.000
 254  H11   C11  C2    119.61  3.000
 254  C10   C11  C2    121.49  3.000
 254  C14   C15  C20   118.81  3.000
 254  C14   C15  C16   118.24  3.000
 254  C20   C15  C16   122.93  3.000
 254  C24   C16  C23   108.74  3.000
 254  C24   C16  C17   110.10  3.000
 254  C23   C16  C17   107.65  3.000
 254  C24   C16  C15   108.91  3.000
 254  C23   C16  C15   111.17  3.000
 254  C17   C16  C15   110.26  3.000
 254  H172  C17  H171  106.11  3.000
 254  H172  C17  C18   110.53  3.000
 254  H171  C17  C18   109.93  3.000
 254  H172  C17  C16   108.81  3.000
 254  H171  C17  C16   109.10  3.000
 254  C18   C17  C16   112.16  3.000
 254  H182  C18  H181  106.07  3.000
 254  H182  C18  C19   109.17  3.000
 254  H181  C18  C19   108.99  3.000
 254  H182  C18  C17   109.55  3.000
 254  H181  C18  C17   110.61  3.000
 254  C19   C18  C17   112.25  3.000
 254  C26   C19  C25   108.74  3.000
 254  C26   C19  C20   108.95  3.000
 254  C25   C19  C20   111.18  3.000
 254  C26   C19  C18   109.96  3.000
 254  C25   C19  C18   107.71  3.000
 254  C20   C19  C18   110.28  3.000
 254  C21   C20  C19   118.77  3.000
 254  C21   C20  C15   118.08  3.000
 254  C19   C20  C15   123.13  3.000
 254  H233  C23  H232  107.84  3.000
 254  H233  C23  H231  107.05  3.000
 254  H232  C23  H231  108.13  3.000
 254  H233  C23  C16   109.52  3.000
 254  H232  C23  C16   111.24  3.000
 254  H231  C23  C16   112.86  3.000
 254  H243  C24  H242  107.78  3.000
 254  H243  C24  H241  107.43  3.000
 254  H242  C24  H241  107.78  3.000
 254  H243  C24  C16   112.14  3.000
 254  H242  C24  C16   110.42  3.000
 254  H241  C24  C16   111.11  3.000
 254  H253  C25  H252  107.80  3.000
 254  H253  C25  H251  107.13  3.000
 254  H252  C25  H251  107.96  3.000
 254  H253  C25  C19   109.61  3.000
 254  H252  C25  C19   111.18  3.000
 254  H251  C25  C19   112.95  3.000
 254  H263  C26  H262  107.86  3.000
 254  H263  C26  H261  107.46  3.000
 254  H262  C26  H261  107.57  3.000
 254  H263  C26  C19   112.08  3.000
 254  H262  C26  C19   110.27  3.000
 254  H261  C26  C19   111.41  3.000
 254  H6    C6   C7    120.18  3.000
 254  H6    C6   C5    118.79  3.000
 254  C7    C6   C5    121.02  3.000
 254  C12   C7   C8    120.05  3.000
 254  C12   C7   C6    120.30  3.000
 254  C8    C7   C6    119.65  3.000
 254  H8    C8   C9    119.96  3.000
 254  H8    C8   C7    119.56  3.000
 254  C9    C8   C7    120.47  3.000
 254  H9    C9   C8    120.05  3.000
 254  H9    C9   C10   119.00  3.000
 254  C8    C9   C10   120.95  3.000
 254  C12   C13  C22   120.84  3.000
 254  C12   C13  C14   121.26  3.000
 254  C22   C13  C14   117.89  3.000
 254  H14   C14  C13   118.11  3.000
 254  H14   C14  C15   119.05  3.000
 254  C13   C14  C15   122.84  3.000
 254  H21   C21  C22   117.90  3.000
 254  H21   C21  C20   119.66  3.000
 254  C22   C21  C20   122.44  3.000
 254  H22   C22  C21   119.32  3.000
 254  H22   C22  C13   120.77  3.000
 254  C21   C22  C13   119.91  3.000
 254  N1    C12  C13   117.15  3.000
 254  N1    C12  C7    123.59  3.000
 254  C13   C12  C7    119.25  3.000
 254  O3    N1   C12   113.92  3.000
 254  HO3   O3   N1    103.96  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
 254  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 254  CONST_02  C5    C10  C11  C2      0.00   0.0  0
 254  CONST_03  C9    C10  C11  C2    180.00   0.0  0
 254  CONST_04  C10   C11  C2   C3      0.00   0.0  0
 254  CONST_05  C10   C5   C4   C3      0.00   0.0  0
 254  CONST_06  C6    C5   C4   C3    180.00   0.0  0
 254  CONST_07  C11   C2   C3   C4      0.00   0.0  0
 254  CONST_08  C11   C10  C5   C4      0.00   0.0  0
 254  CONST_09  C9    C10  C5   C4    180.00   0.0  0
 254  CONST_10  C7    C6   C5   C4    180.00   0.0  0
 254  CONST_11  C8    C9   C10  C5      0.00   0.0  0
 254  CONST_12  C8    C7   C6   C5      0.00   0.0  0
 254  CONST_13  C7    C6   C5   C10     0.00   0.0  0
 254  CONST_14  C7    C8   C9   C10     0.00   0.0  0
 254  CONST_15  C6    C5   C10  C11   180.00   0.0  0
 254  CONST_16  C8    C9   C10  C11   180.00   0.0  0
 254  CONST_17  C22   C21  C20  C15     0.00   0.0  0
 254  CONST_18  C22   C13  C14  C15     0.00   0.0  0
 254  CONST_19  C13   C14  C15  C20     0.00   0.0  0
 254  CONST_20  C13   C22  C21  C20     0.00   0.0  0
 254  CONST_21  C9    C10  C5   C6      0.00   0.0  0
 254  CONST_22  C9    C8   C7   C6      0.00   0.0  0
 254  CONST_23  C21   C20  C15  C14     0.00   0.0  0
 254  CONST_24  C21   C22  C13  C14     0.00   0.0  0
 254  CONST_25  C4    C3   C2   C1    180.00   0.0  0
 254  CONST_26  C10   C11  C2   C1    180.00   0.0  0
 254  CONST_27  C12   C7   C6   C5    180.00   0.0  0
 254  CONST_28  C12   C13  C14  C15   180.00   0.0  0
 254  CONST_29  C12   C7   C8   C9    180.00   0.0  0
 254  CONST_30  C12   C13  C22  C21   180.00   0.0  0
 254  CONST_31  H4    C4   C3   C2    180.00   0.0  0
 254  CONST_32  H11   C11  C2   C3    180.00   0.0  0
 254  CONST_33  H6    C6   C5   C4      0.00   0.0  0
 254  CONST_34  H3    C3   C4   C5    180.00   0.0  0
 254  CONST_35  H9    C9   C10  C5    180.00   0.0  0
 254  CONST_36  H8    C8   C9   C10   180.00   0.0  0
 254  CONST_37  H21   C21  C20  C15   180.00   0.0  0
 254  CONST_38  H14   C14  C15  C16     0.00   0.0  0
 254  CONST_39  H22   C22  C21  C20   180.00   0.0  0
 254  Var_01    C18   C17  C16  C15    46.08  30.0  1
 254  Var_02    C18   C19  C20  C15   -15.34  30.0  1
 254  Var_03    C19   C18  C17  C16   -64.06  30.0  1
 254  Var_04    C20   C15  C16  C17   -15.79  30.0  1
 254  Var_05    C20   C19  C18  C17    45.67  30.0  1
 254  Var_06    C13   C12  C7   C6    -62.29  30.0  2
 254  Var_07    C14   C13  C12  C7    162.98  30.0  3
 254  Var_08    O1    C1   C2   C3   -179.83  30.0  3
 254  Var_09    H231  C23  C16  C15   -67.46  30.0  3
 254  Var_10    H241  C24  C16  C15    59.73  30.0  3
 254  Var_11    H251  C25  C19  C18   174.27  30.0  3
 254  Var_12    H261  C26  C19  C18  -178.19  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
 254  plan-1  C1   0.020
 254  plan-1  C2   0.020
 254  plan-1  C3   0.020
 254  plan-1  C4   0.020
 254  plan-1  C5   0.020
 254  plan-1  C10  0.020
 254  plan-1  C11  0.020
 254  plan-1  C6   0.020
 254  plan-1  C7   0.020
 254  plan-1  C8   0.020
 254  plan-1  C9   0.020
 254  plan-1  C12  0.020
 254  plan-1  H3   0.020
 254  plan-1  H4   0.020
 254  plan-1  H11  0.020
 254  plan-1  H6   0.020
 254  plan-1  H8   0.020
 254  plan-1  H9   0.020
 254  plan-2  C15  0.020
 254  plan-2  C16  0.020
 254  plan-2  C19  0.020
 254  plan-2  C20  0.020
 254  plan-2  C13  0.020
 254  plan-2  C14  0.020
 254  plan-2  C21  0.020
 254  plan-2  C22  0.020
 254  plan-2  C12  0.020
 254  plan-2  H14  0.020
 254  plan-2  H21  0.020
 254  plan-2  H22  0.020
 254  plan-3  C1   0.020
 254  plan-3  C2   0.020
 254  plan-3  O1   0.020
 254  plan-3  O2   0.020
 254  plan-4  C7   0.020
 254  plan-4  C13  0.020
 254  plan-4  C12  0.020
 254  plan-4  N1   0.020
 254  plan-4  O3   0.020

