# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun Jun  7 04:22:34 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: (4~{a}~{R},5~{S},6~{R},8~{S},8~{a}~{R})-5-[2-(furan-3-yl)ethyl]-5,6,8~{a}-trimethyl-8-oxidanyl-3,4,4~{a},6,7,8-hexahydronaphthalene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1C[C@H](O)[C@]2(C)[C@H](CCC=C2C(O)=O)[C@@]1(C)CCc3cocc3
#
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
 MNZ  MNZ  '(4~{a}~{R},5~{S},6~{R},8~{S},8~{a}~{R})-5-[2-(furan-3-yl)ethyl]-5,6,8~{a}-trimethyl-8-oxidanyl-3,4,4~{a},6,7,8-hexahydronaphthalene-1-carboxylic acid'  ligand  51  24  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_MNZ
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
 MNZ  C4   C  CT     0  -0.125   1.9805  -0.2122   0.4020
 MNZ  C5   C  CH3    0  -0.671   2.6836  -0.8154   1.6309
 MNZ  C6   C  CH1    0  -0.221   0.4593   0.0716   0.5821
 MNZ  C7   C  CH2    0  -0.455   0.2588   1.1448   1.6523
 MNZ  C8   C  CH2    0  -0.464   0.8278   2.4707   1.1700
 MNZ  C10  C  C      0   0.053   2.6606   1.1215   0.0980
 MNZ  C15  C  CH2    0  -0.551  -2.3807   0.2769  -0.4408
 MNZ  C17  C  CR15   0  -0.399  -4.5129   1.3725   0.6215
 MNZ  O2   O  OC    -1  -0.620   3.9867   1.4178  -1.8257
 MNZ  C11  C  C      0   0.373   4.0073   1.1539  -0.6076
 MNZ  O1   O  O      0  -0.614   5.0204   0.9783   0.0993
 MNZ  C3   C  CH1    0   0.098   2.1137  -1.1556  -0.8055
 MNZ  O    O  OH1    0  -0.669   3.4659  -1.5310  -0.9611
 MNZ  C2   C  CH2    0  -0.450   1.2428  -2.3955  -0.6561
 MNZ  C9   C  C1     0  -0.307   2.1251   2.2923   0.4483
 MNZ  C12  C  CT     0  -0.034  -0.4920  -1.1466   0.7199
 MNZ  C1   C  CH1    0  -0.221  -0.2398  -2.0878  -0.4836
 MNZ  C    C  CH3    0  -0.669  -1.0304  -3.3936  -0.4497
 MNZ  C14  C  CH2    0  -0.429  -1.9625  -0.6594   0.6962
 MNZ  C16  C  CR5    0   0.072  -3.8369   0.5999  -0.3810
 MNZ  C19  C  CR15   0  -0.062  -4.8067   0.2094  -1.2422
 MNZ  O3   O  O      0  -0.401  -6.0144   0.6771  -0.8524
 MNZ  C18  C  CR15   0   0.014  -5.8211   1.3824   0.2797
 MNZ  H1   H  HCH3   0   0.244   3.7603  -0.6892   1.5424
 MNZ  H2   H  HCH3   0   0.221   2.3773  -0.3108   2.5466
 MNZ  H3   H  HCH3   0   0.217   2.4847  -1.8779   1.7611
 MNZ  H4   H  HCH1   0   0.224   0.1743   0.5341  -0.3732
 MNZ  H5   H  HCH2   0   0.233  -0.7960   1.2774   1.8952
 MNZ  H6   H  HCH2   0   0.225   0.7404   0.8480   2.5869
 MNZ  H7   H  HCH2   0   0.221   0.1080   2.9606   0.5013
 MNZ  H8   H  HCH2   0   0.228   0.9553   3.1624   2.0086
 MNZ  H9   H  HCH3   0   0.229   0.5791  -2.4985   2.0877
 MNZ  H10  H  HCH3   0   0.233  -0.2944  -1.2022   2.8917
 MNZ  H11  H  HCH3   0   0.228  -1.1657  -2.5701   2.2178
 MNZ  H12  H  HCH2   0   0.241  -1.8088   1.2077  -0.3928
 MNZ  H13  H  HCH2   0   0.243  -2.1527  -0.1685  -1.4117
 MNZ  H16  H  HCH1   0   0.194   1.7712  -0.5989  -1.6914
 MNZ  H17  H  HOH1   0   0.444   3.5697  -1.9001  -1.8425
 MNZ  H18  H  HCH2   0   0.226   1.3677  -3.0197  -1.5481
 MNZ  H19  H  HCH2   0   0.211   1.6063  -2.9970   0.1831
 MNZ  H20  H  H      0   0.214   2.6523   3.2081   0.1902
 MNZ  H21  H  HCH1   0   0.214  -0.5530  -1.5475  -1.3855
 MNZ  H22  H  HCH3   0   0.228  -2.1070  -3.2354  -0.3804
 MNZ  H23  H  HCH3   0   0.227  -0.8500  -3.9640  -1.3626
 MNZ  H24  H  HCH3   0   0.219  -0.7341  -4.0259   0.3891
 MNZ  H25  H  HCH2   0   0.231  -2.1947  -0.1711   1.6473
 MNZ  H26  H  HCH2   0   0.235  -2.6117  -1.5380   0.6745
 MNZ  H27  H  HCR5   0   0.276  -4.7830  -0.3815  -2.1445
 MNZ  H28  H  HCR5   0   0.278  -6.6937   1.8285   0.7291
 MNZ  C13  C  CH3    0  -0.681  -0.3249  -1.8941   2.0485
 MNZ  H14  H  HCR5   0   0.255  -4.0714   1.8564   1.4788

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
 MNZ  O3   C18  aromatic  1.348  0.020  1.348
 MNZ  O3   C19  aromatic  1.352  0.020  1.352
 MNZ  C18  C17  aromatic  1.352  0.020  1.352
 MNZ  C19  C16  aromatic  1.354  0.020  1.354
 MNZ  C17  C16  aromatic  1.435  0.020  1.435
 MNZ  C16  C15  single    1.493  0.020  1.493
 MNZ  C15  C14  single    1.531  0.020  1.531
 MNZ  C14  C12  single    1.549  0.020  1.549
 MNZ  C    C1   single    1.527  0.020  1.527
 MNZ  C12  C1   single    1.549  0.020  1.549
 MNZ  C12  C13  single    1.534  0.020  1.534
 MNZ  C12  C6   single    1.552  0.020  1.552
 MNZ  C7   C8   single    1.521  0.020  1.521
 MNZ  C7   C6   single    1.529  0.020  1.529
 MNZ  C1   C2   single    1.524  0.020  1.524
 MNZ  C8   C9   single    1.495  0.020  1.495
 MNZ  C6   C4   single    1.558  0.020  1.558
 MNZ  C9   C10  double    1.334  0.020  1.334
 MNZ  C2   C3   single    1.523  0.020  1.523
 MNZ  C4   C3   single    1.538  0.020  1.538
 MNZ  C4   C10  single    1.528  0.020  1.528
 MNZ  C4   C5   single    1.539  0.020  1.539
 MNZ  C3   O    single    1.412  0.020  1.412
 MNZ  C10  C11  single    1.521  0.020  1.521
 MNZ  O1   C11  deloc     1.248  0.020  1.248
 MNZ  C11  O2   deloc     1.247  0.020  1.247
 MNZ  C5   H1   single    0.970  0.020  1.090
 MNZ  C5   H2   single    0.970  0.020  1.090
 MNZ  C5   H3   single    0.970  0.020  1.090
 MNZ  C6   H4   single    0.970  0.020  1.090
 MNZ  C7   H5   single    0.970  0.020  1.090
 MNZ  C7   H6   single    0.970  0.020  1.090
 MNZ  C8   H7   single    0.970  0.020  1.090
 MNZ  C8   H8   single    0.970  0.020  1.090
 MNZ  C13  H9   single    0.970  0.020  1.090
 MNZ  C13  H10  single    0.970  0.020  1.090
 MNZ  C13  H11  single    0.970  0.020  1.090
 MNZ  C15  H12  single    0.970  0.020  1.090
 MNZ  C15  H13  single    0.970  0.020  1.090
 MNZ  C17  H14  single    0.930  0.020  1.080
 MNZ  C3   H16  single    0.970  0.020  1.090
 MNZ  O    H17  single    0.850  0.020  0.980
 MNZ  C2   H18  single    0.970  0.020  1.090
 MNZ  C2   H19  single    0.970  0.020  1.090
 MNZ  C9   H20  single    0.930  0.020  1.080
 MNZ  C1   H21  single    0.970  0.020  1.090
 MNZ  C    H22  single    0.970  0.020  1.090
 MNZ  C    H23  single    0.970  0.020  1.090
 MNZ  C    H24  single    0.970  0.020  1.090
 MNZ  C14  H25  single    0.970  0.020  1.090
 MNZ  C14  H26  single    0.970  0.020  1.090
 MNZ  C19  H27  single    0.930  0.020  1.080
 MNZ  C18  H28  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
 MNZ  C3   C4   C10  109.92  3.000
 MNZ  C10  C4   C6   107.38  3.000
 MNZ  C3   C4   C6   106.68  3.000
 MNZ  C10  C4   C5   107.32  3.000
 MNZ  C3   C4   C5   110.30  3.000
 MNZ  C6   C4   C5   115.16  3.000
 MNZ  H3   C5   H2   107.46  3.000
 MNZ  H3   C5   H1   107.68  3.000
 MNZ  H2   C5   H1   107.04  3.000
 MNZ  H3   C5   C4   113.24  3.000
 MNZ  H2   C5   C4   111.18  3.000
 MNZ  H1   C5   C4   109.98  3.000
 MNZ  H4   C6   C12  104.39  3.000
 MNZ  H4   C6   C7   106.20  3.000
 MNZ  C12  C6   C7   114.11  3.000
 MNZ  H4   C6   C4   103.26  3.000
 MNZ  C7   C6   C4   109.69  3.000
 MNZ  C12  C6   C4   117.77  3.000
 MNZ  H6   C7   H5   105.60  3.000
 MNZ  H6   C7   C8   110.07  3.000
 MNZ  H5   C7   C8   109.05  3.000
 MNZ  H6   C7   C6   110.50  3.000
 MNZ  H5   C7   C6   111.60  3.000
 MNZ  C8   C7   C6   109.93  3.000
 MNZ  H8   C8   H7   105.14  3.000
 MNZ  H8   C8   C9   110.13  3.000
 MNZ  H7   C8   C9   109.15  3.000
 MNZ  H8   C8   C7   110.57  3.000
 MNZ  H7   C8   C7   109.68  3.000
 MNZ  C9   C8   C7   111.93  3.000
 MNZ  C9   C10  C11  117.29  3.000
 MNZ  C11  C10  C4   120.34  3.000
 MNZ  C9   C10  C4   122.36  3.000
 MNZ  H13  C15  H12  106.08  3.000
 MNZ  H13  C15  C16  109.12  3.000
 MNZ  H12  C15  C16  108.92  3.000
 MNZ  H13  C15  C14  110.71  3.000
 MNZ  H12  C15  C14  110.18  3.000
 MNZ  C16  C15  C14  111.65  3.000
 MNZ  H14  C17  C18  126.40  3.000
 MNZ  H14  C17  C16  127.15  3.000
 MNZ  C18  C17  C16  106.45  3.000
 MNZ  O1   C11  O2   126.64  3.000
 MNZ  O2   C11  C10  116.31  3.000
 MNZ  O1   C11  C10  116.95  3.000
 MNZ  H16  C3   C2   108.23  3.000
 MNZ  H16  C3   O    110.11  3.000
 MNZ  C2   C3   O    110.00  3.000
 MNZ  H16  C3   C4   107.13  3.000
 MNZ  O    C3   C4   109.42  3.000
 MNZ  C2   C3   C4   111.89  3.000
 MNZ  H17  O    C3   107.85  3.000
 MNZ  H19  C2   H18  105.85  3.000
 MNZ  H19  C2   C1   110.32  3.000
 MNZ  H18  C2   C1   108.54  3.000
 MNZ  H19  C2   C3   109.44  3.000
 MNZ  H18  C2   C3   108.59  3.000
 MNZ  C1   C2   C3   113.78  3.000
 MNZ  H20  C9   C10  118.81  3.000
 MNZ  H20  C9   C8   115.76  3.000
 MNZ  C10  C9   C8   125.43  3.000
 MNZ  C14  C12  C1   109.50  3.000
 MNZ  C1   C12  C13  111.06  3.000
 MNZ  C14  C12  C13  105.66  3.000
 MNZ  C13  C12  C6   113.13  3.000
 MNZ  C1   C12  C6   107.95  3.000
 MNZ  C14  C12  C6   109.49  3.000
 MNZ  H21  C1   C    106.96  3.000
 MNZ  H21  C1   C12  107.05  3.000
 MNZ  C    C1   C12  114.72  3.000
 MNZ  H21  C1   C2   106.51  3.000
 MNZ  C12  C1   C2   111.66  3.000
 MNZ  C    C1   C2   109.48  3.000
 MNZ  H24  C    H23  107.17  3.000
 MNZ  H24  C    H22  107.65  3.000
 MNZ  H23  C    H22  106.99  3.000
 MNZ  H24  C    C1   111.84  3.000
 MNZ  H23  C    C1   110.05  3.000
 MNZ  H22  C    C1   112.87  3.000
 MNZ  H26  C14  H25  104.48  3.000
 MNZ  H26  C14  C12  108.14  3.000
 MNZ  H25  C14  C12  109.18  3.000
 MNZ  H26  C14  C15  108.34  3.000
 MNZ  H25  C14  C15  108.34  3.000
 MNZ  C12  C14  C15  117.58  3.000
 MNZ  C19  C16  C17  105.20  3.000
 MNZ  C17  C16  C15  127.16  3.000
 MNZ  C19  C16  C15  127.63  3.000
 MNZ  H27  C19  O3   116.75  3.000
 MNZ  H27  C19  C16  132.37  3.000
 MNZ  O3   C19  C16  110.88  3.000
 MNZ  C18  O3   C19  107.15  3.000
 MNZ  H28  C18  O3   116.78  3.000
 MNZ  H28  C18  C17  132.90  3.000
 MNZ  O3   C18  C17  110.32  3.000
 MNZ  H11  C13  H10  107.11  3.000
 MNZ  H11  C13  H9   106.88  3.000
 MNZ  H10  C13  H9   107.53  3.000
 MNZ  H11  C13  C12  110.62  3.000
 MNZ  H10  C13  C12  111.31  3.000
 MNZ  H9   C13  C12  113.10  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
 MNZ  CONST_01  C19  O3   C18  C17    0.00   0.0  0
 MNZ  CONST_02  O3   C19  C16  C17    0.00   0.0  0
 MNZ  CONST_03  C18  O3   C19  C16    0.00   0.0  0
 MNZ  CONST_04  O3   C18  C17  C16    0.00   0.0  0
 MNZ  CONST_05  C18  C17  C16  C19    0.00   0.0  0
 MNZ  CONST_06  O3   C19  C16  C15  180.00   0.0  0
 MNZ  CONST_07  C18  C17  C16  C15  180.00   0.0  0
 MNZ  CONST_08  H27  C19  C16  C17  180.00   0.0  0
 MNZ  CONST_09  H28  C18  C17  C16  180.00   0.0  0
 MNZ  CONST_10  H14  C17  C16  C19  180.00   0.0  0
 MNZ  Var_01    C8   C9   C10  C4     0.24  30.0  1
 MNZ  Var_02    C9   C8   C7   C6   -40.54  30.0  1
 MNZ  Var_03    C10  C9   C8   C7     8.31  30.0  1
 MNZ  Var_04    O1   C11  C10  C4   -82.30  30.0  2
 MNZ  Var_05    C14  C15  C16  C17   67.47  30.0  2
 MNZ  Var_06    C16  C15  C14  C12  176.71  30.0  1

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
 MNZ  chir_01  C4   C3   C10  C6   negativ
 MNZ  chir_02  C6   C12  C7   C4   negativ
 MNZ  chir_03  C3   O    C2   C4   negativ
 MNZ  chir_04  C12  C6   C1   C14  positiv
 MNZ  chir_05  C1   C2   C12  C    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
 MNZ  plan-1  C15  0.020
 MNZ  plan-1  C17  0.020
 MNZ  plan-1  C16  0.020
 MNZ  plan-1  C19  0.020
 MNZ  plan-1  O3   0.020
 MNZ  plan-1  C18  0.020
 MNZ  plan-1  H27  0.020
 MNZ  plan-1  H28  0.020
 MNZ  plan-1  H14  0.020
 MNZ  plan-2  C10  0.020
 MNZ  plan-2  O2   0.020
 MNZ  plan-2  C11  0.020
 MNZ  plan-2  O1   0.020

