# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May 16 15:36:30 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  52  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 PERFECT
;

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  -0.134   1.9461  -0.2142   0.3886
 MNZ  C5   C  CH3   0  -0.668   2.6494  -0.8486   1.6004
 MNZ  C6   C  CH1   0  -0.229   0.4316   0.0822   0.5793
 MNZ  C7   C  CH2   0  -0.461   0.2448   1.1642   1.6424
 MNZ  C8   C  CH2   0  -0.475   0.8130   2.4832   1.1387
 MNZ  C10  C  C     0   0.054   2.6295   1.1186   0.1007
 MNZ  C15  C  CH2   0  -0.553  -2.4148   0.2813  -0.4163
 MNZ  C17  C  CR15  0  -0.399  -4.5448   1.3529   0.6733
 MNZ  O2   O  OH1   0  -0.590   3.9662   1.5381  -1.7783
 MNZ  C11  C  C     0   0.489   3.9924   1.1341  -0.5129
 MNZ  O1   O  O     0  -0.447   5.0171   0.8931   0.0783
 MNZ  C3   C  CH1   0   0.102   2.0529  -1.1158  -0.8504
 MNZ  O    O  OH1   0  -0.672   3.4125  -1.4213  -1.0739
 MNZ  C2   C  CH2   0  -0.458   1.2154  -2.3758  -0.6950
 MNZ  C9   C  C1    0  -0.252   2.1088   2.3023   0.4213
 MNZ  C12  C  CT    0  -0.035  -0.5111  -1.1417   0.7252
 MNZ  C1   C  CH1   0  -0.225  -0.2679  -2.0824  -0.4831
 MNZ  C    C  CH3   0  -0.668  -1.0420  -3.3971  -0.4274
 MNZ  C14  C  CH2   0  -0.431  -1.9820  -0.6564   0.7141
 MNZ  C16  C  CR5   0   0.071  -3.8727   0.5937  -0.3414
 MNZ  C19  C  CR15  0  -0.062  -4.8467   0.2040  -1.1981
 MNZ  O3   O  O     0  -0.400  -6.0538   0.6609  -0.7944
 MNZ  C18  C  CR15  0   0.014  -5.8559   1.3572   0.3423
 MNZ  H1   H  HCH3  0   0.249   3.7303  -0.7695   1.5103
 MNZ  H2   H  HCH3  0   0.231   2.3696  -0.3410   2.5225
 MNZ  H3   H  HCH3  0   0.230   2.4146  -1.9030   1.7223
 MNZ  H4   H  HCH1  0   0.234   0.1395   0.5399  -0.3760
 MNZ  H5   H  HCH2  0   0.244  -0.8069   1.3050   1.8915
 MNZ  H6   H  HCH2  0   0.234   0.7337   0.8773   2.5761
 MNZ  H7   H  HCH2  0   0.242   0.1016   2.9667   0.4584
 MNZ  H8   H  HCH2  0   0.249   0.9502   3.1899   1.9618
 MNZ  H9   H  HCH3  0   0.229   0.5564  -2.5128   2.0811
 MNZ  H10  H  HCH3  0   0.236  -0.2781  -1.1968   2.8941
 MNZ  H11  H  HCH3  0   0.232  -1.1861  -2.5482   2.2360
 MNZ  H12  H  HCH2  0   0.240  -1.8490   1.2163  -0.3714
 MNZ  H13  H  HCH2  0   0.245  -2.1934  -0.1587  -1.3912
 MNZ  H15  H  HOH1  0   0.477   4.8704   1.5781  -2.1264
 MNZ  H16  H  HCH1  0   0.206   1.6521  -0.5440  -1.7021
 MNZ  H17  H  HOH1  0   0.452   3.4949  -1.8024  -1.9534
 MNZ  H18  H  HCH2  0   0.235   1.3235  -2.9842  -1.5994
 MNZ  H19  H  HCH2  0   0.217   1.6077  -2.9847   0.1254
 MNZ  H20  H  H     0   0.249   2.6464   3.2109   0.1655
 MNZ  H21  H  HCH1  0   0.219  -0.6080  -1.5471  -1.3778
 MNZ  H22  H  HCH3  0   0.230  -2.1177  -3.2498  -0.3280
 MNZ  H23  H  HCH3  0   0.230  -0.8809  -3.9654  -1.3450
 MNZ  H24  H  HCH3  0   0.221  -0.7152  -4.0250   0.4030
 MNZ  H25  H  HCH2  0   0.234  -2.2059  -0.1718   1.6691
 MNZ  H26  H  HCH2  0   0.238  -2.6287  -1.5367   0.6967
 MNZ  H27  H  HCR5  0   0.276  -4.8269  -0.3785  -2.1060
 MNZ  H28  H  HCR5  0   0.278  -6.7271   1.7983   0.7994
 MNZ  C13  C  CH3   0  -0.683  -0.3349  -1.8895   2.0531
 MNZ  H14  H  HCR5  0   0.256  -4.0993   1.8325   1.5309

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    1.551  0.020  1.551
 MNZ  C12  C13  single    1.534  0.020  1.534
 MNZ  C12  C6   single    1.552  0.020  1.552
 MNZ  C7   C8   single    1.522  0.020  1.522
 MNZ  C7   C6   single    1.528  0.020  1.528
 MNZ  C1   C2   single    1.527  0.020  1.527
 MNZ  C8   C9   single    1.492  0.020  1.492
 MNZ  C6   C4   single    1.555  0.020  1.555
 MNZ  C9   C10  double    1.332  0.020  1.332
 MNZ  C2   C3   single    1.521  0.020  1.521
 MNZ  C4   C3   single    1.536  0.020  1.536
 MNZ  C4   C10  single    1.525  0.020  1.525
 MNZ  C4   C5   single    1.538  0.020  1.538
 MNZ  C3   O    single    1.411  0.020  1.411
 MNZ  C10  C11  single    1.495  0.020  1.495
 MNZ  O1   C11  double    1.207  0.020  1.207
 MNZ  C11  O2   single    1.329  0.020  1.329
 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  O2   H15  single    0.850  0.020  0.980
 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  109.24  3.000
 MNZ  C10  C4   C6   107.04  3.000
 MNZ  C3   C4   C6   106.17  3.000
 MNZ  C10  C4   C5   107.72  3.000
 MNZ  C3   C4   C5   111.20  3.000
 MNZ  C6   C4   C5   115.30  3.000
 MNZ  H3   C5   H2   107.55  3.000
 MNZ  H3   C5   H1   107.13  3.000
 MNZ  H2   C5   H1   106.95  3.000
 MNZ  H3   C5   C4   112.94  3.000
 MNZ  H2   C5   C4   110.94  3.000
 MNZ  H1   C5   C4   111.05  3.000
 MNZ  H4   C6   C12  104.41  3.000
 MNZ  H4   C6   C7   106.11  3.000
 MNZ  C12  C6   C7   114.75  3.000
 MNZ  H4   C6   C4   103.40  3.000
 MNZ  C7   C6   C4   109.83  3.000
 MNZ  C12  C6   C4   116.93  3.000
 MNZ  H6   C7   H5   105.69  3.000
 MNZ  H6   C7   C8   110.09  3.000
 MNZ  H5   C7   C8   108.90  3.000
 MNZ  H6   C7   C6   110.73  3.000
 MNZ  H5   C7   C6   111.61  3.000
 MNZ  C8   C7   C6   109.74  3.000
 MNZ  H8   C8   H7   105.27  3.000
 MNZ  H8   C8   C9   109.35  3.000
 MNZ  H7   C8   C9   108.57  3.000
 MNZ  H8   C8   C7   110.97  3.000
 MNZ  H7   C8   C7   110.20  3.000
 MNZ  C9   C8   C7   112.23  3.000
 MNZ  C9   C10  C11  116.48  3.000
 MNZ  C11  C10  C4   119.67  3.000
 MNZ  C9   C10  C4   123.77  3.000
 MNZ  H13  C15  H12  106.03  3.000
 MNZ  H13  C15  C16  109.09  3.000
 MNZ  H12  C15  C16  108.92  3.000
 MNZ  H13  C15  C14  110.79  3.000
 MNZ  H12  C15  C14  110.31  3.000
 MNZ  C16  C15  C14  111.54  3.000
 MNZ  H14  C17  C18  126.41  3.000
 MNZ  H14  C17  C16  127.16  3.000
 MNZ  C18  C17  C16  106.43  3.000
 MNZ  H15  O2   C11  109.64  3.000
 MNZ  O1   C11  O2   122.94  3.000
 MNZ  O2   C11  C10  112.09  3.000
 MNZ  O1   C11  C10  124.81  3.000
 MNZ  H16  C3   C2   107.98  3.000
 MNZ  H16  C3   O    109.91  3.000
 MNZ  C2   C3   O    111.55  3.000
 MNZ  H16  C3   C4   107.08  3.000
 MNZ  O    C3   C4   108.77  3.000
 MNZ  C2   C3   C4   111.44  3.000
 MNZ  H17  O    C3   108.24  3.000
 MNZ  H19  C2   H18  105.93  3.000
 MNZ  H19  C2   C1   110.55  3.000
 MNZ  H18  C2   C1   108.49  3.000
 MNZ  H19  C2   C3   109.89  3.000
 MNZ  H18  C2   C3   108.76  3.000
 MNZ  C1   C2   C3   112.95  3.000
 MNZ  H20  C9   C10  119.54  3.000
 MNZ  H20  C9   C8   116.21  3.000
 MNZ  C10  C9   C8   124.25  3.000
 MNZ  C14  C12  C1   109.48  3.000
 MNZ  C1   C12  C13  111.14  3.000
 MNZ  C14  C12  C13  105.55  3.000
 MNZ  C13  C12  C6   113.34  3.000
 MNZ  C1   C12  C6   108.05  3.000
 MNZ  C14  C12  C6   109.22  3.000
 MNZ  H21  C1   C    107.03  3.000
 MNZ  H21  C1   C12  106.91  3.000
 MNZ  C    C1   C12  114.49  3.000
 MNZ  H21  C1   C2   106.37  3.000
 MNZ  C12  C1   C2   112.16  3.000
 MNZ  C    C1   C2   109.40  3.000
 MNZ  H24  C    H23  107.22  3.000
 MNZ  H24  C    H22  107.69  3.000
 MNZ  H23  C    H22  107.02  3.000
 MNZ  H24  C    C1   111.80  3.000
 MNZ  H23  C    C1   110.06  3.000
 MNZ  H22  C    C1   112.78  3.000
 MNZ  H26  C14  H25  104.46  3.000
 MNZ  H26  C14  C12  108.05  3.000
 MNZ  H25  C14  C12  109.07  3.000
 MNZ  H26  C14  C15  108.33  3.000
 MNZ  H25  C14  C15  108.38  3.000
 MNZ  C12  C14  C15  117.75  3.000
 MNZ  C19  C16  C17  105.23  3.000
 MNZ  C17  C16  C15  127.14  3.000
 MNZ  C19  C16  C15  127.62  3.000
 MNZ  H27  C19  O3   116.75  3.000
 MNZ  H27  C19  C16  132.41  3.000
 MNZ  O3   C19  C16  110.85  3.000
 MNZ  C18  O3   C19  107.17  3.000
 MNZ  H28  C18  O3   116.77  3.000
 MNZ  H28  C18  C17  132.92  3.000
 MNZ  O3   C18  C17  110.32  3.000
 MNZ  H11  C13  H10  107.13  3.000
 MNZ  H11  C13  H9   106.79  3.000
 MNZ  H10  C13  H9   107.53  3.000
 MNZ  H11  C13  C12  110.46  3.000
 MNZ  H10  C13  C12  111.32  3.000
 MNZ  H9   C13  C12  113.31  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  CONST_11  H15  O2   C11  C10  180.00   0.0  0
 MNZ  Var_01    C8   C9   C10  C4     1.94  30.0  1
 MNZ  Var_02    C9   C8   C7   C6   -41.34  30.0  1
 MNZ  Var_03    C10  C9   C8   C7     8.21  30.0  1
 MNZ  Var_04    O1   C11  C10  C4   -76.28  30.0  2
 MNZ  Var_05    C14  C15  C16  C17   67.20  30.0  2
 MNZ  Var_06    C16  C15  C14  C12  176.48  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
 MNZ  plan-2  H15  0.020

