# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 20:30:00 2022
#   Inital geometry file: a 146 line input string
#   Ligand name: 2,4-dihydroxy-3-({3-[(2S,4aS,8S,8aR)-8-methyl-3-methylidene-7-oxo-1,3,4,7,8,8a-hexahydro-2H-2,4a-ethanonaphthalen-8-yl]propanoyl}amino)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]1(CCC(=O)Nc2c(O)ccc(C(O)=O)c2O)[C@@H]3C[C@@H]4CC[C@]3(CC4=C)C=CC1=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
 N32  N32  '2,4-dihydroxy-3-({3-[(2S,4aS,8S,8aR)-8-methyl-3-methylidene-7-oxo-1,3,4,7,8,8a-hexahydro-2H-2,4a-ethanonaphthalen-8-yl]propanoyl}amino)benzoic acid'  ligand  57  31  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N32
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
 N32  C1   C  CH1    0  -0.336  -3.9068   2.3829  -0.2622
 N32  O19  O  O      0  -0.419  -2.4021  -3.3516   1.0544
 N32  O20  O  O      0  -0.465   1.6211  -0.6865   1.5521
 N32  N28  N  NH1    0  -0.741   1.9513  -1.0801  -0.6473
 N32  C11  C  C      0   0.570   1.1599  -0.9077   0.4499
 N32  C2   C  CH2    0  -0.624  -0.3211  -1.0314   0.1662
 N32  C3   C  CH2    0  -0.392  -1.1798  -0.8368   1.4066
 N32  C4   C  CT     0  -0.237  -2.6959  -0.9689   1.1959
 N32  C5   C  C      0   0.441  -3.0840  -2.3820   0.7805
 N32  C6   C  C1     0  -0.369  -4.3825  -2.5473   0.1098
 N32  C7   C  C1     0  -0.103  -5.1019  -1.5162  -0.3413
 N32  C8   C  CT     0  -0.186  -4.6606  -0.0965  -0.2918
 N32  C9   C  CH1    0  -0.217  -3.1762   0.0104   0.1046
 N32  C10  C  CH2    0  -0.423  -2.8327   1.4868   0.3699
 N32  C15  C  C      0   0.224  -4.1572   1.9086  -1.6660
 N32  C17  C  C2     0  -0.634  -3.8550   2.6093  -2.7535
 N32  C28  C  CH2    0  -0.416  -5.5858   0.7331   0.6225
 N32  C29  C  CH2    0  -0.431  -5.1987   2.2244   0.5442
 N32  O32  O  OC    -1  -0.553   6.7178   2.6480  -0.6364
 N32  O33  O  O      0  -0.638   4.5686   3.2138  -0.7177
 N32  C22  C  CR6    0  -0.316   5.0929   0.9259  -0.6276
 N32  C23  C  CR6    0   0.365   3.7219   0.6032  -0.6608
 N32  C24  C  CR6    0   0.065   3.3231  -0.7380  -0.6230
 N32  C25  C  CR6    0   0.341   4.2756  -1.7509  -0.5439
 N32  C26  C  CR16   0  -0.385   5.6363  -1.4392  -0.5158
 N32  C27  C  CR16   0  -0.283   6.0175  -0.1117  -0.5569
 N32  H1   H  HCH1   0   0.239  -3.5808   3.4249  -0.2575
 N32  H2   H  HNH1   0   0.405   1.4926  -1.1303  -1.5462
 N32  H3   H  HCH2   0   0.269  -0.5629  -0.2951  -0.6060
 N32  H4   H  HCH2   0   0.279  -0.5058  -2.0078  -0.2902
 N32  H5   H  HCH2   0   0.242  -0.8714  -1.5475   2.1748
 N32  H6   H  HCH2   0   0.245  -0.9864   0.1548   1.8231
 N32  H7   H  H      0   0.260  -4.7473  -3.5624   0.0016
 N32  H8   H  H      0   0.267  -6.0696  -1.7115  -0.7958
 N32  H9   H  HCH1   0   0.254  -2.6367  -0.2904  -0.8027
 N32  H10  H  HCH2   0   0.246  -1.8493   1.7274  -0.0389
 N32  H11  H  HCH2   0   0.235  -2.7830   1.7022   1.4418
 N32  H12  H  HCH2   0   0.258  -4.2790  -0.0995  -2.4425
 N32  H13  H  HCH2   0   0.256  -5.8295   0.5869  -1.9869
 N32  H14  H  H      0   0.229  -3.4225   3.6006  -2.6849
 N32  H15  H  H      0   0.228  -4.0302   2.2223  -3.7506
 N32  H16  H  HCH3   0   0.244  -3.2915   0.2749   2.8944
 N32  H17  H  HCH3   0   0.242  -4.4160  -1.0449   2.5770
 N32  H18  H  HCH3   0   0.248  -2.8610  -1.3742   3.3205
 N32  H19  H  HCH2   0   0.243  -6.6188   0.5846   0.2984
 N32  H20  H  HCH2   0   0.248  -5.5397   0.3759   1.6492
 N32  H21  H  HCH2   0   0.240  -5.0474   2.6313   1.5463
 N32  H22  H  HCH2   0   0.239  -5.9974   2.8104   0.0846
 N32  H23  H  HOH1   0   0.469   2.9418  -3.0937  -0.5315
 N32  H24  H  HOH1   0   0.462   3.3715   2.4208  -0.7317
 N32  H26  H  HCR6   0   0.254   6.3714  -2.2309  -0.4584
 N32  H27  H  HCR6   0   0.250   7.0718   0.1332  -0.5323
 N32  C14  C  CH2    0  -0.460  -4.7746   0.5287  -1.6977
 N32  C21  C  C      0   0.492   5.5183   2.3629  -0.6629
 N32  C18  C  CH3    0  -0.665  -3.3643  -0.7638   2.5693
 N32  O31  O  OH1    0  -0.640   2.8012   1.5497  -0.7238
 N32  O30  O  OH1    0  -0.619   3.9076  -3.0394  -0.4950

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
 N32  C17  C15  double    1.329  0.020  1.329
 N32  C15  C1   single    1.503  0.020  1.503
 N32  C15  C14  single    1.512  0.020  1.512
 N32  C1   C29  single    1.531  0.020  1.531
 N32  C1   C10  single    1.535  0.020  1.535
 N32  C29  C28  single    1.543  0.020  1.543
 N32  C14  C8   single    1.543  0.020  1.543
 N32  C10  C9   single    1.539  0.020  1.539
 N32  O30  C25  single    1.341  0.020  1.341
 N32  C28  C8   single    1.543  0.020  1.543
 N32  C8   C9   single    1.540  0.020  1.540
 N32  C8   C7   single    1.488  0.020  1.488
 N32  C25  C26  aromatic  1.396  0.020  1.396
 N32  C25  C24  aromatic  1.393  0.020  1.393
 N32  C9   C4   single    1.543  0.020  1.543
 N32  C26  C27  aromatic  1.382  0.020  1.382
 N32  N28  C24  single    1.414  0.020  1.414
 N32  N28  C11  single    1.364  0.020  1.364
 N32  C24  C23  aromatic  1.400  0.020  1.400
 N32  C27  C22  aromatic  1.392  0.020  1.392
 N32  C7   C6   double    1.336  0.020  1.336
 N32  C2   C11  single    1.513  0.020  1.513
 N32  C2   C3   single    1.521  0.020  1.521
 N32  C4   C3   single    1.536  0.020  1.536
 N32  C4   C18  single    1.541  0.020  1.541
 N32  C4   C5   single    1.523  0.020  1.523
 N32  C11  O20  double    1.215  0.020  1.215
 N32  C23  C22  aromatic  1.409  0.020  1.409
 N32  C23  O31  single    1.322  0.020  1.322
 N32  C22  C21  single    1.499  0.020  1.499
 N32  C6   C5   single    1.471  0.020  1.471
 N32  C5   O19  double    1.217  0.020  1.217
 N32  C21  O33  deloc     1.276  0.020  1.276
 N32  C21  O32  deloc     1.233  0.020  1.233
 N32  C1   H1   single    0.970  0.020  1.090
 N32  N28  H2   single    0.890  0.020  1.040
 N32  C2   H3   single    0.970  0.020  1.090
 N32  C2   H4   single    0.970  0.020  1.090
 N32  C3   H5   single    0.970  0.020  1.090
 N32  C3   H6   single    0.970  0.020  1.090
 N32  C6   H7   single    0.930  0.020  1.080
 N32  C7   H8   single    0.930  0.020  1.080
 N32  C9   H9   single    0.970  0.020  1.090
 N32  C10  H10  single    0.970  0.020  1.090
 N32  C10  H11  single    0.970  0.020  1.090
 N32  C14  H12  single    0.970  0.020  1.090
 N32  C14  H13  single    0.970  0.020  1.090
 N32  C17  H14  single    0.930  0.020  1.080
 N32  C17  H15  single    0.930  0.020  1.080
 N32  C18  H16  single    0.970  0.020  1.090
 N32  C18  H17  single    0.970  0.020  1.090
 N32  C18  H18  single    0.970  0.020  1.090
 N32  C28  H19  single    0.970  0.020  1.090
 N32  C28  H20  single    0.970  0.020  1.090
 N32  C29  H21  single    0.970  0.020  1.090
 N32  C29  H22  single    0.970  0.020  1.090
 N32  O30  H23  single    0.850  0.020  0.980
 N32  O31  H24  single    0.850  0.020  0.980
 N32  C26  H26  single    0.930  0.020  1.080
 N32  C27  H27  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
 N32  H1   C1   C29  110.39  3.000
 N32  H1   C1   C15  110.79  3.000
 N32  C29  C1   C15  108.58  3.000
 N32  H1   C1   C10  110.27  3.000
 N32  C29  C1   C10  108.24  3.000
 N32  C15  C1   C10  108.48  3.000
 N32  H2   N28  C24  117.89  3.000
 N32  H2   N28  C11  117.29  3.000
 N32  C24  N28  C11  121.24  3.000
 N32  C2   C11  N28  114.01  3.000
 N32  C2   C11  O20  123.82  3.000
 N32  N28  C11  O20  122.17  3.000
 N32  H4   C2   H3   105.61  3.000
 N32  H4   C2   C3   111.06  3.000
 N32  H3   C2   C3   111.39  3.000
 N32  H4   C2   C11  108.46  3.000
 N32  H3   C2   C11  107.07  3.000
 N32  C3   C2   C11  112.90  3.000
 N32  H6   C3   H5   105.82  3.000
 N32  H6   C3   C4   107.76  3.000
 N32  H5   C3   C4   108.63  3.000
 N32  H6   C3   C2   109.09  3.000
 N32  H5   C3   C2   109.35  3.000
 N32  C4   C3   C2   115.73  3.000
 N32  C18  C4   C9   114.26  3.000
 N32  C18  C4   C5   104.83  3.000
 N32  C9   C4   C5   108.46  3.000
 N32  C5   C4   C3   111.63  3.000
 N32  C18  C4   C3   107.12  3.000
 N32  C9   C4   C3   110.46  3.000
 N32  C6   C5   C4   116.97  3.000
 N32  C6   C5   O19  120.52  3.000
 N32  C4   C5   O19  122.36  3.000
 N32  H7   C6   C7   120.52  3.000
 N32  H7   C6   C5   116.61  3.000
 N32  C7   C6   C5   122.87  3.000
 N32  H8   C7   C8   116.72  3.000
 N32  H8   C7   C6   118.82  3.000
 N32  C8   C7   C6   124.45  3.000
 N32  C28  C8   C14  106.13  3.000
 N32  C28  C8   C9   112.84  3.000
 N32  C14  C8   C9   106.11  3.000
 N32  C9   C8   C7   111.15  3.000
 N32  C28  C8   C7   110.79  3.000
 N32  C14  C8   C7   109.54  3.000
 N32  H9   C9   C10  107.21  3.000
 N32  H9   C9   C8   104.00  3.000
 N32  C10  C9   C8   109.03  3.000
 N32  H9   C9   C4   104.94  3.000
 N32  C8   C9   C4   115.97  3.000
 N32  C10  C9   C4   114.68  3.000
 N32  H11  C10  H10  106.40  3.000
 N32  H11  C10  C9   111.58  3.000
 N32  H10  C10  C9   110.36  3.000
 N32  H11  C10  C1   108.68  3.000
 N32  H10  C10  C1   110.33  3.000
 N32  C9   C10  C1   109.45  3.000
 N32  C17  C15  C14  123.86  3.000
 N32  C14  C15  C1   112.07  3.000
 N32  C17  C15  C1   124.07  3.000
 N32  H15  C17  H14  116.71  3.000
 N32  H15  C17  C15  121.86  3.000
 N32  H14  C17  C15  121.43  3.000
 N32  H20  C28  H19  105.98  3.000
 N32  H20  C28  C29  110.77  3.000
 N32  H19  C28  C29  110.70  3.000
 N32  H20  C28  C8   110.93  3.000
 N32  H19  C28  C8   108.55  3.000
 N32  C29  C28  C8   109.83  3.000
 N32  H22  C29  H21  106.71  3.000
 N32  H22  C29  C28  110.89  3.000
 N32  H21  C29  C28  110.38  3.000
 N32  H22  C29  C1   109.87  3.000
 N32  H21  C29  C1   109.14  3.000
 N32  C28  C29  C1   109.79  3.000
 N32  C27  C22  C23  118.49  3.000
 N32  C23  C22  C21  119.68  3.000
 N32  C27  C22  C21  121.83  3.000
 N32  C24  C23  C22  119.74  3.000
 N32  C22  C23  O31  120.99  3.000
 N32  C24  C23  O31  119.27  3.000
 N32  C25  C24  C23  120.24  3.000
 N32  C23  C24  N28  120.52  3.000
 N32  C25  C24  N28  119.24  3.000
 N32  C26  C25  C24  120.35  3.000
 N32  C24  C25  O30  120.88  3.000
 N32  C26  C25  O30  118.77  3.000
 N32  H26  C26  C27  121.14  3.000
 N32  H26  C26  C25  119.99  3.000
 N32  C27  C26  C25  118.87  3.000
 N32  H27  C27  C26  119.03  3.000
 N32  H27  C27  C22  118.66  3.000
 N32  C26  C27  C22  122.32  3.000
 N32  H13  C14  H12  106.70  3.000
 N32  H13  C14  C15  110.50  3.000
 N32  H12  C14  C15  110.71  3.000
 N32  H13  C14  C8   109.47  3.000
 N32  H12  C14  C8   110.76  3.000
 N32  C15  C14  C8   108.70  3.000
 N32  C22  C21  O33  115.40  3.000
 N32  O33  C21  O32  124.79  3.000
 N32  C22  C21  O32  119.81  3.000
 N32  H18  C18  H17  107.24  3.000
 N32  H18  C18  H16  107.27  3.000
 N32  H17  C18  H16  107.95  3.000
 N32  H18  C18  C4   109.82  3.000
 N32  H17  C18  C4   113.01  3.000
 N32  H16  C18  C4   111.31  3.000
 N32  H24  O31  C23  102.59  3.000
 N32  H23  O30  C25  109.05  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
 N32  CONST_01  C25  C26  C27  C22     0.00   0.0  0
 N32  CONST_02  C25  C24  C23  C22     0.00   0.0  0
 N32  CONST_03  C26  C25  C24  C23     0.00   0.0  0
 N32  CONST_04  C26  C27  C22  C23     0.00   0.0  0
 N32  CONST_05  C27  C26  C25  C24     0.00   0.0  0
 N32  CONST_06  C27  C22  C23  C24     0.00   0.0  0
 N32  CONST_07  C26  C25  C24  N28   180.00   0.0  0
 N32  CONST_08  C22  C23  C24  N28   180.00   0.0  0
 N32  CONST_09  C27  C26  C25  O30   180.00   0.0  0
 N32  CONST_10  C23  C24  C25  O30   180.00   0.0  0
 N32  CONST_11  C25  C24  C23  O31   180.00   0.0  0
 N32  CONST_12  C27  C22  C23  O31   180.00   0.0  0
 N32  CONST_13  C26  C27  C22  C21   180.00   0.0  0
 N32  CONST_14  C24  C23  C22  C21   180.00   0.0  0
 N32  CONST_15  H26  C26  C27  C22   180.00   0.0  0
 N32  CONST_16  H27  C27  C22  C23   180.00   0.0  0
 N32  CONST_20  C24  N28  C11  O20     0.00   0.0  0
 N32  CONST_21  C24  N28  C11  C2    180.00   0.0  0
 N32  Var_01    C8   C14  C15  C1    -12.80  30.0  1
 N32  Var_02    C8   C28  C29  C1     -7.64  30.0  3
 N32  Var_03    C7   C6   C5   C4     11.70  30.0  1
 N32  Var_04    C8   C7   C6   C5      3.38  30.0  1
 N32  Var_05    C27  C22  C21  O32     0.40  30.0  2
 N32  Var_06    H14  C17  C15  C1     -1.66   0.0  2
 N32  Var_07    C4   C3   C2   C11  -179.16  30.0  3
 N32  Var_08    C3   C2   C11  O20     0.53  30.0  2

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
 N32  chir_01  C1  C15  C29  C10  negativ
 N32  chir_02  C4  C5   C3   C9   negativ
 N32  chir_03  C8  C14  C9   C7   positiv
 N32  chir_04  C9  C10  C8   C4   positiv

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
 N32  plan-1  N28  0.020
 N32  plan-1  C22  0.020
 N32  plan-1  C23  0.020
 N32  plan-1  C24  0.020
 N32  plan-1  C25  0.020
 N32  plan-1  C26  0.020
 N32  plan-1  C27  0.020
 N32  plan-1  H26  0.020
 N32  plan-1  H27  0.020
 N32  plan-1  C21  0.020
 N32  plan-1  O31  0.020
 N32  plan-1  O30  0.020
 N32  plan-2  O20  0.020
 N32  plan-2  N28  0.020
 N32  plan-2  C11  0.020
 N32  plan-2  C2   0.020
 N32  plan-2  C24  0.020
 N32  plan-2  H2   0.020
 N32  plan-3  O19  0.020
 N32  plan-3  C4   0.020
 N32  plan-3  C5   0.020
 N32  plan-3  C6   0.020
 N32  plan-4  O32  0.020
 N32  plan-4  O33  0.020
 N32  plan-4  C22  0.020
 N32  plan-4  C21  0.020
 N32  plan-5  C1   0.020
 N32  plan-5  C15  0.020
 N32  plan-5  C17  0.020
 N32  plan-5  H14  0.020
 N32  plan-5  H15  0.020
 N32  plan-5  C14  0.020

