# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:01:50 2022
#   Inital geometry file: a 138 line input string
#   Ligand name: 6-[(S)-hydroxy(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@@H](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
 184  184  '6-[(S)-hydroxy(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)methyl]naphthalene-2-carboxylic acid'  ligand  56  29  .  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_184
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
 184  C1    C  C      0   0.401   1.0479  -0.8422   7.0162
 184  C2    C  CR6    0  -0.102   0.2879  -0.6052   5.7172
 184  C3    C  CR16   0  -0.293  -1.0294  -1.0939   5.5570
 184  C4    C  CR16   0  -0.308  -1.7261  -0.8871   4.3977
 184  C5    C  CR66   0   0.136  -1.1459  -0.1761   3.3221
 184  C10   C  CR66   0   0.126   0.1726   0.3188   3.4726
 184  C11   C  CR16   0  -0.365   0.8639   0.0877   4.6815
 184  C15   C  CR6    0   0.155   0.0936   0.6124  -3.4645
 184  C16   C  CT     0  -0.165   0.6217   1.5704  -4.5266
 184  C17   C  CH2    0  -0.427   1.6882   0.8794  -5.3815
 184  C18   C  CH2    0  -0.423   1.2743  -0.5124  -5.8099
 184  C19   C  CT     0  -0.170   1.0939  -1.4563  -4.6175
 184  C20   C  CR6    0   0.117   0.3129  -0.7695  -3.5047
 184  C23   C  CH3    0  -0.649   1.2689   2.8014  -3.8815
 184  C24   C  CH3    0  -0.638  -0.5467   2.0311  -5.4089
 184  C25   C  CH3    0  -0.647   0.3604  -2.7065  -5.1170
 184  C26   C  CH3    0  -0.637   2.4675  -1.8752  -4.0736
 184  O1    O  O      0  -0.592   2.2074  -0.3903   7.0773
 184  O2    O  OC    -1  -0.593   0.4415  -1.4667   7.9080
 184  C6    C  CR16   0  -0.414  -1.8404   0.0528   2.1089
 184  C7    C  CR6    0   0.079  -1.2539   0.7302   1.0750
 184  C8    C  CR16   0  -0.273   0.0635   1.2286   1.2345
 184  C9    C  CR16   0  -0.302   0.7531   1.0336   2.3957
 184  C13   C  CR6    0   0.129  -1.1510   0.3576  -1.3782
 184  C14   C  CR16   0  -0.395  -0.6614   1.1380  -2.4093
 184  C21   C  CR16   0  -0.293  -0.1763  -1.5517  -2.4517
 184  C22   C  CR16   0  -0.307  -0.8861  -1.0095  -1.4001
 184  C12   C  CH1    0  -0.085  -1.9527   0.9697  -0.2489
 184  O3    O  OH1    0  -0.649  -3.2926   0.5424  -0.2581
 184  H3    H  HCR6   0   0.244  -1.4869  -1.6411   6.3701
 184  H4    H  HCR6   0   0.245  -2.7348  -1.2692   4.2894
 184  H11   H  HCR6   0   0.240   1.8723   0.4685   4.7900
 184  H171  H  HCH2   0   0.227   2.6251   0.8273  -4.8170
 184  H172  H  HCH2   0   0.232   1.8988   1.5002  -6.2569
 184  H181  H  HCH2   0   0.231   2.0196  -0.9417  -6.4854
 184  H182  H  HCH2   0   0.228   0.3425  -0.4653  -6.3831
 184  H231  H  HCH3   0   0.229   0.5501   3.4331  -3.3594
 184  H232  H  HCH3   0   0.229   2.0441   2.5157  -3.1681
 184  H233  H  HCH3   0   0.230   1.7381   3.4189  -4.6504
 184  H241  H  HCH3   0   0.230  -1.2949   2.5678  -4.8229
 184  H242  H  HCH3   0   0.225  -0.1920   2.7055  -6.1917
 184  H243  H  HCH3   0   0.231  -1.0502   1.1922  -5.8904
 184  H251  H  HCH3   0   0.229   0.3014  -3.4932  -4.3642
 184  H252  H  HCH3   0   0.228  -0.6563  -2.4692  -5.4350
 184  H253  H  HCH3   0   0.230   0.8906  -3.1224  -5.9764
 184  H261  H  HCH3   0   0.231   2.3670  -2.5722  -3.2405
 184  H262  H  HCH3   0   0.225   3.0507  -2.3694  -4.8542
 184  H263  H  HCH3   0   0.230   3.0425  -1.0196  -3.7164
 184  H6    H  HCR6   0   0.243  -2.8538  -0.3205   2.0217
 184  H8    H  HCR6   0   0.249   0.5284   1.7715   0.4196
 184  H9    H  HCR6   0   0.251   1.7581   1.4234   2.5062
 184  H14   H  HCR6   0   0.239  -0.8675   2.2022  -2.3845
 184  H21   H  HCR6   0   0.243   0.0148  -2.6181  -2.4468
 184  H22   H  HCR6   0   0.246  -1.2170  -1.6534  -0.5920
 184  H12   H  HCH1   0   0.265  -1.9925   2.0522  -0.4110
 184  HO3   H  HOH1   0   0.452  -3.3214  -0.4207  -0.2651

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
 184  C1   C2    single    1.524  0.020  1.524
 184  C1   O1    deloc     1.246  0.020  1.246
 184  C1   O2    deloc     1.246  0.020  1.246
 184  C2   C3    aromatic  1.414  0.020  1.414
 184  C2   C11   aromatic  1.373  0.020  1.373
 184  C3   C4    aromatic  1.368  0.020  1.368
 184  C3   H3    single    0.930  0.020  1.080
 184  C4   C5    aromatic  1.414  0.020  1.414
 184  C4   H4    single    0.930  0.020  1.080
 184  C5   C10   aromatic  1.416  0.020  1.416
 184  C5   C6    aromatic  1.417  0.020  1.417
 184  C10  C11   aromatic  1.412  0.020  1.412
 184  C10  C9    aromatic  1.417  0.020  1.417
 184  C11  H11   single    0.930  0.020  1.080
 184  C15  C16   single    1.525  0.020  1.525
 184  C15  C20   aromatic  1.400  0.020  1.400
 184  C15  C14   aromatic  1.400  0.020  1.400
 184  C16  C17   single    1.532  0.020  1.532
 184  C16  C23   single    1.533  0.020  1.533
 184  C16  C24   single    1.535  0.020  1.535
 184  C17  C18   single    1.514  0.020  1.514
 184  C17  H171  single    0.970  0.020  1.090
 184  C17  H172  single    0.970  0.020  1.090
 184  C18  C19   single    1.531  0.020  1.531
 184  C18  H181  single    0.970  0.020  1.090
 184  C18  H182  single    0.970  0.020  1.090
 184  C19  C20   single    1.523  0.020  1.523
 184  C19  C25   single    1.533  0.020  1.533
 184  C19  C26   single    1.536  0.020  1.536
 184  C20  C21   aromatic  1.400  0.020  1.400
 184  C23  H231  single    0.970  0.020  1.090
 184  C23  H232  single    0.970  0.020  1.090
 184  C23  H233  single    0.970  0.020  1.090
 184  C24  H241  single    0.970  0.020  1.090
 184  C24  H242  single    0.970  0.020  1.090
 184  C24  H243  single    0.970  0.020  1.090
 184  C25  H251  single    0.970  0.020  1.090
 184  C25  H252  single    0.970  0.020  1.090
 184  C25  H253  single    0.970  0.020  1.090
 184  C26  H261  single    0.970  0.020  1.090
 184  C26  H262  single    0.970  0.020  1.090
 184  C26  H263  single    0.970  0.020  1.090
 184  C6   C7    aromatic  1.368  0.020  1.368
 184  C6   H6    single    0.930  0.020  1.080
 184  C7   C8    aromatic  1.418  0.020  1.418
 184  C7   C12   single    1.516  0.020  1.516
 184  C8   C9    aromatic  1.364  0.020  1.364
 184  C8   H8    single    0.930  0.020  1.080
 184  C9   H9    single    0.930  0.020  1.080
 184  C13  C14   aromatic  1.383  0.020  1.383
 184  C13  C22   aromatic  1.393  0.020  1.393
 184  C13  C12   single    1.514  0.020  1.514
 184  C14  H14   single    0.930  0.020  1.080
 184  C21  C22   aromatic  1.380  0.020  1.380
 184  C21  H21   single    0.930  0.020  1.080
 184  C22  H22   single    0.930  0.020  1.080
 184  C12  O3    single    1.406  0.020  1.406
 184  C12  H12   single    0.970  0.020  1.090
 184  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
 184  O2    C1   O1    126.84  3.000
 184  O2    C1   C2    116.44  3.000
 184  O1    C1   C2    116.72  3.000
 184  C11   C2   C3    118.67  3.000
 184  C11   C2   C1    120.83  3.000
 184  C3    C2   C1    120.50  3.000
 184  H3    C3   C4    119.87  3.000
 184  H3    C3   C2    118.93  3.000
 184  C4    C3   C2    121.20  3.000
 184  H4    C4   C5    118.89  3.000
 184  H4    C4   C3    120.34  3.000
 184  C5    C4   C3    120.77  3.000
 184  C6    C5   C10   119.40  3.000
 184  C6    C5   C4    122.12  3.000
 184  C10   C5   C4    118.48  3.000
 184  C9    C10  C11   122.20  3.000
 184  C9    C10  C5    118.48  3.000
 184  C11   C10  C5    119.32  3.000
 184  H11   C11  C10   118.96  3.000
 184  H11   C11  C2    119.49  3.000
 184  C10   C11  C2    121.55  3.000
 184  C14   C15  C20   118.48  3.000
 184  C14   C15  C16   118.43  3.000
 184  C20   C15  C16   123.09  3.000
 184  C24   C16  C23   108.80  3.000
 184  C24   C16  C17   110.16  3.000
 184  C23   C16  C17   107.65  3.000
 184  C24   C16  C15   108.99  3.000
 184  C23   C16  C15   110.95  3.000
 184  C17   C16  C15   110.28  3.000
 184  H172  C17  H171  105.95  3.000
 184  H172  C17  C18   110.37  3.000
 184  H171  C17  C18   109.64  3.000
 184  H172  C17  C16   108.95  3.000
 184  H171  C17  C16   109.24  3.000
 184  C18   C17  C16   112.48  3.000
 184  H182  C18  H181  105.87  3.000
 184  H182  C18  C19   109.50  3.000
 184  H181  C18  C19   108.62  3.000
 184  H182  C18  C17   109.95  3.000
 184  H181  C18  C17   110.45  3.000
 184  C19   C18  C17   112.24  3.000
 184  C26   C19  C25   108.72  3.000
 184  C26   C19  C20   108.84  3.000
 184  C25   C19  C20   111.12  3.000
 184  C26   C19  C18   109.79  3.000
 184  C25   C19  C18   107.77  3.000
 184  C20   C19  C18   110.57  3.000
 184  C21   C20  C19   118.48  3.000
 184  C21   C20  C15   118.37  3.000
 184  C19   C20  C15   123.12  3.000
 184  H233  C23  H232  107.64  3.000
 184  H233  C23  H231  107.03  3.000
 184  H232  C23  H231  107.87  3.000
 184  H233  C23  C16   109.82  3.000
 184  H232  C23  C16   111.39  3.000
 184  H231  C23  C16   112.86  3.000
 184  H243  C24  H242  107.97  3.000
 184  H243  C24  H241  107.39  3.000
 184  H242  C24  H241  107.68  3.000
 184  H243  C24  C16   111.99  3.000
 184  H242  C24  C16   110.49  3.000
 184  H241  C24  C16   111.15  3.000
 184  H253  C25  H252  107.80  3.000
 184  H253  C25  H251  107.14  3.000
 184  H252  C25  H251  107.92  3.000
 184  H253  C25  C19   109.56  3.000
 184  H252  C25  C19   111.30  3.000
 184  H251  C25  C19   112.91  3.000
 184  H263  C26  H262  107.90  3.000
 184  H263  C26  H261  107.43  3.000
 184  H262  C26  H261  107.81  3.000
 184  H263  C26  C19   111.93  3.000
 184  H262  C26  C19   110.35  3.000
 184  H261  C26  C19   111.24  3.000
 184  H6    C6   C7    120.71  3.000
 184  H6    C6   C5    118.15  3.000
 184  C7    C6   C5    121.13  3.000
 184  C12   C7   C8    118.10  3.000
 184  C12   C7   C6    122.72  3.000
 184  C8    C7   C6    119.18  3.000
 184  H8    C8   C9    119.65  3.000
 184  H8    C8   C7    119.34  3.000
 184  C9    C8   C7    121.01  3.000
 184  H9    C9   C8    120.27  3.000
 184  H9    C9   C10   118.95  3.000
 184  C8    C9   C10   120.79  3.000
 184  C12   C13  C22   120.61  3.000
 184  C12   C13  C14   121.03  3.000
 184  C22   C13  C14   118.36  3.000
 184  H14   C14  C13   118.01  3.000
 184  H14   C14  C15   119.23  3.000
 184  C13   C14  C15   122.76  3.000
 184  H21   C21  C22   118.30  3.000
 184  H21   C21  C20   119.45  3.000
 184  C22   C21  C20   122.24  3.000
 184  H22   C22  C21   119.43  3.000
 184  H22   C22  C13   120.86  3.000
 184  C21   C22  C13   119.71  3.000
 184  H12   C12  O3    105.35  3.000
 184  H12   C12  C13   107.96  3.000
 184  O3    C12  C13   112.13  3.000
 184  H12   C12  C7    107.58  3.000
 184  O3    C12  C7    113.38  3.000
 184  C13   C12  C7    110.09  3.000
 184  HO3   O3   C12   109.41  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
 184  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 184  CONST_02  C5    C10  C11  C2      0.00   0.0  0
 184  CONST_03  C9    C10  C11  C2    180.00   0.0  0
 184  CONST_04  C10   C11  C2   C3      0.00   0.0  0
 184  CONST_05  C10   C5   C4   C3      0.00   0.0  0
 184  CONST_06  C6    C5   C4   C3    180.00   0.0  0
 184  CONST_07  C11   C2   C3   C4      0.00   0.0  0
 184  CONST_08  C11   C10  C5   C4      0.00   0.0  0
 184  CONST_09  C9    C10  C5   C4    180.00   0.0  0
 184  CONST_10  C7    C6   C5   C4    180.00   0.0  0
 184  CONST_11  C8    C9   C10  C5      0.00   0.0  0
 184  CONST_12  C8    C7   C6   C5      0.00   0.0  0
 184  CONST_13  C7    C6   C5   C10     0.00   0.0  0
 184  CONST_14  C7    C8   C9   C10     0.00   0.0  0
 184  CONST_15  C6    C5   C10  C11   180.00   0.0  0
 184  CONST_16  C8    C9   C10  C11   180.00   0.0  0
 184  CONST_17  C22   C21  C20  C15     0.00   0.0  0
 184  CONST_18  C22   C13  C14  C15     0.00   0.0  0
 184  CONST_19  C13   C14  C15  C20     0.00   0.0  0
 184  CONST_20  C13   C22  C21  C20     0.00   0.0  0
 184  CONST_21  C9    C10  C5   C6      0.00   0.0  0
 184  CONST_22  C9    C8   C7   C6      0.00   0.0  0
 184  CONST_23  C21   C20  C15  C14     0.00   0.0  0
 184  CONST_24  C21   C22  C13  C14     0.00   0.0  0
 184  CONST_25  C4    C3   C2   C1    180.00   0.0  0
 184  CONST_26  C10   C11  C2   C1    180.00   0.0  0
 184  CONST_27  C12   C7   C6   C5    180.00   0.0  0
 184  CONST_28  C12   C13  C14  C15   180.00   0.0  0
 184  CONST_29  C12   C7   C8   C9    180.00   0.0  0
 184  CONST_30  C12   C13  C22  C21   180.00   0.0  0
 184  CONST_31  H4    C4   C3   C2    180.00   0.0  0
 184  CONST_32  H11   C11  C2   C3    180.00   0.0  0
 184  CONST_33  H6    C6   C5   C4      0.00   0.0  0
 184  CONST_34  H3    C3   C4   C5    180.00   0.0  0
 184  CONST_35  H9    C9   C10  C5    180.00   0.0  0
 184  CONST_36  H8    C8   C9   C10   180.00   0.0  0
 184  CONST_37  H21   C21  C20  C15   180.00   0.0  0
 184  CONST_38  H14   C14  C15  C16     0.00   0.0  0
 184  CONST_39  H22   C22  C21  C20   180.00   0.0  0
 184  Var_01    C18   C17  C16  C15    45.48  30.0  1
 184  Var_02    C18   C19  C20  C15   -14.35  30.0  1
 184  Var_03    C19   C18  C17  C16   -63.38  30.0  1
 184  Var_04    C20   C15  C16  C17   -14.81  30.0  1
 184  Var_05    C20   C19  C18  C17    44.88  30.0  1
 184  Var_06    O1    C1   C2   C3    179.44  30.0  3
 184  Var_07    H231  C23  C16  C15   -66.95  30.0  3
 184  Var_08    H241  C24  C16  C15    61.57  30.0  3
 184  Var_09    H251  C25  C19  C18   172.54  30.0  3
 184  Var_10    H261  C26  C19  C18  -178.33  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 184  chir_01  C12  C7  C13  O3  negativ

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
 184  plan-1  C1   0.020
 184  plan-1  C2   0.020
 184  plan-1  C3   0.020
 184  plan-1  C4   0.020
 184  plan-1  C5   0.020
 184  plan-1  C10  0.020
 184  plan-1  C11  0.020
 184  plan-1  C6   0.020
 184  plan-1  C7   0.020
 184  plan-1  C8   0.020
 184  plan-1  C9   0.020
 184  plan-1  C12  0.020
 184  plan-1  H3   0.020
 184  plan-1  H4   0.020
 184  plan-1  H11  0.020
 184  plan-1  H6   0.020
 184  plan-1  H8   0.020
 184  plan-1  H9   0.020
 184  plan-2  C15  0.020
 184  plan-2  C16  0.020
 184  plan-2  C19  0.020
 184  plan-2  C20  0.020
 184  plan-2  C13  0.020
 184  plan-2  C14  0.020
 184  plan-2  C21  0.020
 184  plan-2  C22  0.020
 184  plan-2  C12  0.020
 184  plan-2  H14  0.020
 184  plan-2  H21  0.020
 184  plan-2  H22  0.020
 184  plan-3  C1   0.020
 184  plan-3  C2   0.020
 184  plan-3  O1   0.020
 184  plan-3  O2   0.020

