# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 07:27:14 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: (5beta)-abieta-7,13-dien-18-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C1=CC2=CC[C@@H]3[C@](C)(CCC[C@@]3(C)C(O)=O)[C@H]2CC1
#
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
 A9H  A9H  '(5beta)-abieta-7,13-dien-18-oic acid'  ligand  51  22  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A9H
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
 A9H  O1   O  OC    -1  -0.595  -4.6821  -1.7562   0.0642
 A9H  C1   C  C      0   0.436  -3.7751  -1.1953  -0.5825
 A9H  O2   O  O      0  -0.616  -3.3889  -1.5345  -1.7220
 A9H  C2   C  CT     0  -0.188  -3.0723   0.0457   0.0588
 A9H  C3   C  CH3    0  -0.658  -3.6602   0.3092   1.4448
 A9H  C4   C  CH2    0  -0.412  -3.3630   1.2540  -0.8494
 A9H  C5   C  CH2    0  -0.437  -2.5202   2.4740  -0.5075
 A9H  C6   C  CH2    0  -0.413  -1.0392   2.1478  -0.6345
 A9H  C7   C  CT     0  -0.061  -0.5910   0.9804   0.2584
 A9H  C8   C  CH3    0  -0.678  -0.5106   1.4451   1.7159
 A9H  C9   C  CH1    0  -0.178  -1.5436  -0.2258   0.0455
 A9H  C10  C  CH2    0  -0.481  -1.1466  -1.3904   0.9496
 A9H  C11  C  C1     0  -0.320   0.3246  -1.6445   0.9418
 A9H  C12  C  C      0   0.197   1.2215  -0.8019   0.4148
 A9H  C13  C  C1     0  -0.356   2.6416  -1.1343   0.3939
 A9H  C14  C  CH1    0  -0.275   0.8051   0.5053  -0.2194
 A9H  C15  C  CH2    0  -0.451   1.9298   1.5303  -0.0661
 A9H  C16  C  CH2    0  -0.502   3.2264   1.0086  -0.6710
 A9H  C17  C  C      0   0.154   3.5926  -0.3414  -0.1185
 A9H  C18  C  CH1    0  -0.324   5.0405  -0.7587  -0.1454
 A9H  C19  C  CH3    0  -0.653   5.6264  -0.6629  -1.5549
 A9H  C20  C  CH3    0  -0.646   5.8761   0.0614   0.8410
 A9H  H2   H  HCH3   0   0.215  -3.5034  -0.5186   2.1357
 A9H  H3   H  HCH3   0   0.208  -3.2526   1.2036   1.9133
 A9H  H4   H  HCH3   0   0.214  -4.7376   0.4579   1.3679
 A9H  H5   H  HCH2   0   0.210  -3.1584   0.9752  -1.8875
 A9H  H6   H  HCH2   0   0.211  -4.4293   1.5002  -0.7961
 A9H  H7   H  HCH2   0   0.222  -2.7705   3.2964  -1.1837
 A9H  H8   H  HCH2   0   0.208  -2.7491   2.8348   0.5003
 A9H  H9   H  HCH2   0   0.207  -0.8337   1.8883  -1.6808
 A9H  H10  H  HCH2   0   0.220  -0.4387   3.0355  -0.4161
 A9H  H11  H  HCH3   0   0.232  -1.4607   1.8277   2.0797
 A9H  H12  H  HCH3   0   0.228  -0.2034   0.6425   2.3873
 A9H  H13  H  HCH3   0   0.227   0.2129   2.2535   1.8272
 A9H  H14  H  HCH1   0   0.211  -1.3466  -0.5523  -0.9830
 A9H  H15  H  HCH2   0   0.226  -1.4812  -1.2263   1.9808
 A9H  H16  H  HCH2   0   0.239  -1.6641  -2.3012   0.6299
 A9H  H17  H  H      0   0.221   0.6713  -2.5746   1.3854
 A9H  H18  H  H      0   0.219   2.9220  -2.1017   0.8042
 A9H  H19  H  HCH1   0   0.226   0.7104   0.3192  -1.3003
 A9H  H20  H  HCH2   0   0.236   1.6520   2.4719  -0.5436
 A9H  H21  H  HCH2   0   0.220   2.1068   1.7503   0.9897
 A9H  H22  H  HCH2   0   0.238   3.1306   0.9484  -1.7619
 A9H  H23  H  HCH2   0   0.239   4.0324   1.7254  -0.4904
 A9H  H24  H  HCH1   0   0.230   5.0921  -1.8066   0.1683
 A9H  H25  H  HCH3   0   0.229   6.6573  -1.0207  -1.5659
 A9H  H26  H  HCH3   0   0.229   5.0569  -1.2626  -2.2664
 A9H  H27  H  HCH3   0   0.220   5.6336   0.3676  -1.9154
 A9H  H28  H  HCH3   0   0.228   5.4957  -0.0337   1.8587
 A9H  H29  H  HCH3   0   0.228   6.9138  -0.2768   0.8386
 A9H  H30  H  HCH3   0   0.216   5.8798   1.1216   0.5812

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
 A9H  C5   C4   single  1.522  0.020  1.522
 A9H  C5   C6   single  1.522  0.020  1.522
 A9H  C4   C2   single  1.539  0.020  1.539
 A9H  O2   C1   deloc   1.250  0.020  1.250
 A9H  C6   C7   single  1.536  0.020  1.536
 A9H  C2   C1   single  1.564  0.020  1.564
 A9H  C2   C3   single  1.528  0.020  1.528
 A9H  C2   C9   single  1.553  0.020  1.553
 A9H  C1   O1   deloc   1.247  0.020  1.247
 A9H  C7   C9   single  1.552  0.020  1.552
 A9H  C7   C8   single  1.532  0.020  1.532
 A9H  C7   C14  single  1.550  0.020  1.550
 A9H  C9   C10  single  1.527  0.020  1.527
 A9H  C14  C15  single  1.529  0.020  1.529
 A9H  C14  C12  single  1.511  0.020  1.511
 A9H  C15  C16  single  1.523  0.020  1.523
 A9H  C16  C17  single  1.504  0.020  1.504
 A9H  C10  C11  single  1.493  0.020  1.493
 A9H  C12  C11  double  1.339  0.020  1.339
 A9H  C12  C13  single  1.459  0.020  1.459
 A9H  C17  C13  double  1.340  0.020  1.340
 A9H  C17  C18  single  1.507  0.020  1.507
 A9H  C19  C18  single  1.529  0.020  1.529
 A9H  C18  C20  single  1.531  0.020  1.531
 A9H  C3   H2   single  0.970  0.020  1.090
 A9H  C3   H3   single  0.970  0.020  1.090
 A9H  C3   H4   single  0.970  0.020  1.090
 A9H  C4   H5   single  0.970  0.020  1.090
 A9H  C4   H6   single  0.970  0.020  1.090
 A9H  C5   H7   single  0.970  0.020  1.090
 A9H  C5   H8   single  0.970  0.020  1.090
 A9H  C6   H9   single  0.970  0.020  1.090
 A9H  C6   H10  single  0.970  0.020  1.090
 A9H  C8   H11  single  0.970  0.020  1.090
 A9H  C8   H12  single  0.970  0.020  1.090
 A9H  C8   H13  single  0.970  0.020  1.090
 A9H  C9   H14  single  0.970  0.020  1.090
 A9H  C10  H15  single  0.970  0.020  1.090
 A9H  C10  H16  single  0.970  0.020  1.090
 A9H  C11  H17  single  0.930  0.020  1.080
 A9H  C13  H18  single  0.930  0.020  1.080
 A9H  C14  H19  single  0.970  0.020  1.090
 A9H  C15  H20  single  0.970  0.020  1.090
 A9H  C15  H21  single  0.970  0.020  1.090
 A9H  C16  H22  single  0.970  0.020  1.090
 A9H  C16  H23  single  0.970  0.020  1.090
 A9H  C18  H24  single  0.970  0.020  1.090
 A9H  C19  H25  single  0.970  0.020  1.090
 A9H  C19  H26  single  0.970  0.020  1.090
 A9H  C19  H27  single  0.970  0.020  1.090
 A9H  C20  H28  single  0.970  0.020  1.090
 A9H  C20  H29  single  0.970  0.020  1.090
 A9H  C20  H30  single  0.970  0.020  1.090

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
 A9H  C2   C1   O2   116.76  3.000
 A9H  C2   C1   O1   118.10  3.000
 A9H  O2   C1   O1   125.13  3.000
 A9H  C9   C2   C4   108.56  3.000
 A9H  C9   C2   C3   114.62  3.000
 A9H  C4   C2   C3   109.09  3.000
 A9H  C9   C2   C1   107.47  3.000
 A9H  C3   C2   C1   109.62  3.000
 A9H  C4   C2   C1   107.22  3.000
 A9H  H4   C3   H3   106.76  3.000
 A9H  H4   C3   H2   106.89  3.000
 A9H  H3   C3   H2   107.30  3.000
 A9H  H4   C3   C2   109.85  3.000
 A9H  H3   C3   C2   112.81  3.000
 A9H  H2   C3   C2   112.87  3.000
 A9H  H6   C4   H5   106.59  3.000
 A9H  H6   C4   C5   110.36  3.000
 A9H  H5   C4   C5   108.29  3.000
 A9H  H6   C4   C2   109.36  3.000
 A9H  H5   C4   C2   108.93  3.000
 A9H  C5   C4   C2   113.09  3.000
 A9H  H8   C5   H7   105.87  3.000
 A9H  H8   C5   C6   110.55  3.000
 A9H  H7   C5   C6   109.41  3.000
 A9H  H8   C5   C4   110.81  3.000
 A9H  H7   C5   C4   109.70  3.000
 A9H  C6   C5   C4   110.39  3.000
 A9H  H10  C6   H9   106.23  3.000
 A9H  H10  C6   C7   109.90  3.000
 A9H  H9   C6   C7   108.65  3.000
 A9H  H10  C6   C5   110.10  3.000
 A9H  H9   C6   C5   108.21  3.000
 A9H  C7   C6   C5   113.47  3.000
 A9H  C14  C7   C9   105.80  3.000
 A9H  C14  C7   C8   109.81  3.000
 A9H  C9   C7   C8   113.48  3.000
 A9H  C14  C7   C6   108.45  3.000
 A9H  C8   C7   C6   109.74  3.000
 A9H  C9   C7   C6   109.38  3.000
 A9H  H13  C8   H12  107.21  3.000
 A9H  H13  C8   H11  106.55  3.000
 A9H  H12  C8   H11  107.41  3.000
 A9H  H13  C8   C7   110.90  3.000
 A9H  H12  C8   C7   112.17  3.000
 A9H  H11  C8   C7   112.29  3.000
 A9H  H14  C9   C10  106.35  3.000
 A9H  H14  C9   C7   104.46  3.000
 A9H  C10  C9   C7   110.61  3.000
 A9H  H14  C9   C2   103.70  3.000
 A9H  C10  C9   C2   112.60  3.000
 A9H  C7   C9   C2   117.86  3.000
 A9H  H16  C10  H15  104.76  3.000
 A9H  H16  C10  C11  108.82  3.000
 A9H  H15  C10  C11  109.34  3.000
 A9H  H16  C10  C9   109.79  3.000
 A9H  H15  C10  C9   111.31  3.000
 A9H  C11  C10  C9   112.52  3.000
 A9H  H17  C11  C12  119.04  3.000
 A9H  H17  C11  C10  117.24  3.000
 A9H  C12  C11  C10  123.72  3.000
 A9H  C14  C12  C13  117.34  3.000
 A9H  C13  C12  C11  120.97  3.000
 A9H  C14  C12  C11  121.66  3.000
 A9H  H18  C13  C17  119.18  3.000
 A9H  H18  C13  C12  116.63  3.000
 A9H  C17  C13  C12  124.17  3.000
 A9H  H19  C14  C15  105.96  3.000
 A9H  H19  C14  C12  106.83  3.000
 A9H  C15  C14  C12  109.57  3.000
 A9H  H19  C14  C7   106.08  3.000
 A9H  C12  C14  C7   112.58  3.000
 A9H  C15  C14  C7   115.21  3.000
 A9H  H21  C15  H20  106.86  3.000
 A9H  H21  C15  C16  108.35  3.000
 A9H  H20  C15  C16  109.78  3.000
 A9H  H21  C15  C14  110.54  3.000
 A9H  H20  C15  C14  110.31  3.000
 A9H  C16  C15  C14  110.90  3.000
 A9H  H23  C16  H22  105.34  3.000
 A9H  H23  C16  C17  110.38  3.000
 A9H  H22  C16  C17  109.72  3.000
 A9H  H23  C16  C15  109.71  3.000
 A9H  H22  C16  C15  109.85  3.000
 A9H  C17  C16  C15  111.65  3.000
 A9H  C18  C17  C16  118.42  3.000
 A9H  C18  C17  C13  121.66  3.000
 A9H  C16  C17  C13  119.92  3.000
 A9H  H24  C18  C20  107.60  3.000
 A9H  H24  C18  C19  107.81  3.000
 A9H  C20  C18  C19  110.55  3.000
 A9H  H24  C18  C17  107.77  3.000
 A9H  C20  C18  C17  111.38  3.000
 A9H  C19  C18  C17  111.54  3.000
 A9H  H27  C19  H26  107.87  3.000
 A9H  H27  C19  H25  107.45  3.000
 A9H  H26  C19  H25  107.84  3.000
 A9H  H27  C19  C18  111.46  3.000
 A9H  H26  C19  C18  111.51  3.000
 A9H  H25  C19  C18  110.53  3.000
 A9H  H30  C20  H29  107.29  3.000
 A9H  H30  C20  H28  107.94  3.000
 A9H  H29  C20  H28  107.86  3.000
 A9H  H30  C20  C18  111.64  3.000
 A9H  H29  C20  C18  110.58  3.000
 A9H  H28  C20  C18  111.35  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
 A9H  Var_01  C6   C5   C4   C2     59.36  30.0  1
 A9H  Var_02  C7   C6   C5   C4    -57.99  30.0  1
 A9H  Var_03  C12  C11  C10  C9     12.01  30.0  1
 A9H  Var_04  C14  C12  C11  C10     0.41  30.0  1
 A9H  Var_05  C17  C13  C12  C11   179.88  30.0  1
 A9H  Var_06  C16  C17  C13  C12     2.45  30.0  1
 A9H  Var_07  C15  C16  C17  C13    23.75  30.0  1
 A9H  Var_08  C17  C16  C15  C14   -53.44  30.0  1
 A9H  Var_09  C19  C18  C17  C13   126.29  30.0  3
 A9H  Var_10  H25  C19  C18  C17  -176.87  30.0  3
 A9H  Var_11  H28  C20  C18  C17    57.94  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
 A9H  chir_01  C2   C4   C3   C9   positiv
 A9H  chir_02  C7   C9   C6   C14  positiv
 A9H  chir_03  C9   C2   C7   C10  negativ
 A9H  chir_04  C14  C12  C15  C7   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
 A9H  plan-1  O1  0.020
 A9H  plan-1  C1  0.020
 A9H  plan-1  O2  0.020
 A9H  plan-1  C2  0.020

