# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 14:21:31 2022
#   Inital geometry file: a 158 line input string
#   Ligand name: (5S)-4-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethylcyclohex-1-en-1-yl)deca-3,7-dien-1-yl]-5-hydroxyfuran-2(5H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C\C(CC\C=C(C)\CCC1=C(C)CCCC1(C)C)=C/CCC2=CC(=O)O[C@@H]2O
#
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
 LUF  LUF  (5S)-4-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethylcyclohex-1-en-1-yl)deca-3,7-dien-1-yl]-5-hydroxyfuran-2(5H)-one  ligand  66  28  .  2022-09-15  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_LUF
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
 LUF  C4   C  CH2   0  -0.445   8.5477   0.0782  -0.7979
 LUF  C5   C  CH2   0  -0.471   7.7830  -1.2212  -0.6244
 LUF  C6   C  C     0   0.003   6.2915  -1.0314  -0.5261
 LUF  C10  C  CH2   0  -0.490   3.6250  -0.1382   1.1627
 LUF  C13  C  C1    0  -0.274   1.3602  -1.1102   1.2619
 LUF  C15  C  CH2   0  -0.492  -0.1348  -1.1857   1.2662
 LUF  C17  C  C     0   0.115  -2.1840  -1.6994  -0.1384
 LUF  C20  C  CH2   0  -0.513  -4.9220   0.4409   0.1022
 LUF  C21  C  CH3   0  -0.732  -2.7505  -2.8800   0.5938
 LUF  C22  C  CR5   0   0.118  -6.3982   0.5979   0.0317
 LUF  C24  C  CR15  0  -0.452  -7.3449  -0.0228   0.7306
 LUF  C25  C  CR5   0   0.559  -8.6546   0.4459   0.2646
 LUF  O1   O  O     0  -0.477  -8.4611   1.3500  -0.7129
 LUF  C23  C  CR15  0   0.245  -7.0605   1.5408  -0.9376
 LUF  O2   O  OH1   0  -0.629  -6.7170   1.2319  -2.2290
 LUF  C18  C  CH2   0  -0.492  -4.4073  -0.6744  -0.8301
 LUF  C19  C  C1    0  -0.276  -2.9156  -0.7713  -0.7608
 LUF  C16  C  CH2   0  -0.481  -0.6825  -1.5848  -0.1151
 LUF  C12  C  C     0   0.121   2.1251  -0.0158   1.2162
 LUF  C14  C  CH3   0  -0.733   1.5938   1.3876   1.1939
 LUF  C3   C  C     0   0.166   5.7163   0.1530  -0.2696
 LUF  C1   C  CT    0  -0.160   6.5271   1.4294  -0.0636
 LUF  C9   C  CH3   0  -0.642   6.3881   2.3242  -1.3050
 LUF  C11  C  CH3   0  -0.725   5.5289  -2.3091  -0.7394
 LUF  C2   C  CH2   0  -0.410   8.0075   1.1093   0.1749
 LUF  H1   H  HCH2  0   0.228   9.6142  -0.0858  -0.6265
 LUF  H2   H  HCH2  0   0.217   8.4527   0.4358  -1.8271
 LUF  H3   H  HCH2  0   0.229   8.0007  -1.9086  -1.4484
 LUF  H4   H  HCH2  0   0.227   8.1320  -1.7367   0.2796
 LUF  H11  H  HCH2  0   0.237   3.9188  -1.1706   1.3664
 LUF  H12  H  HCH2  0   0.235   4.0731   0.4705   1.9538
 LUF  H13  H  H     0   0.218   1.8670  -2.0735   1.2611
 LUF  H14  H  HCH2  0   0.235  -0.4507  -1.9235   2.0095
 LUF  H15  H  HCH2  0   0.235  -0.5888  -0.2377   1.5617
 LUF  H16  H  HCH2  0   0.260  -4.4358   1.3839  -0.1598
 LUF  H17  H  HCH2  0   0.264  -4.6319   0.2013   1.1264
 LUF  H18  H  HCH3  0   0.242  -2.5290  -2.8231   1.6619
 LUF  H19  H  HCH3  0   0.241  -3.8295  -2.9762   0.4924
 LUF  H20  H  HCH3  0   0.236  -2.2970  -3.8062   0.2328
 LUF  H22  H  HCR5  0   0.284  -7.2250  -0.7538   1.5162
 LUF  H24  H  HCR5  0   0.259  -6.8361   2.5833  -0.6856
 LUF  H25  H  HOH1  0   0.479  -6.8749   1.9921  -2.7998
 LUF  H26  H  HCH2  0   0.247  -4.8892  -1.6132  -0.5540
 LUF  H27  H  HCH2  0   0.249  -4.7136  -0.4536  -1.8543
 LUF  H28  H  H     0   0.225  -2.3823   0.0436  -1.2455
 LUF  H29  H  HCH2  0   0.235  -0.3535  -0.8407  -0.8448
 LUF  H30  H  HCH2  0   0.227  -0.2321  -2.5387  -0.4112
 LUF  H31  H  HCH3  0   0.233   2.0272   1.9767   2.0064
 LUF  H32  H  HCH3  0   0.239   1.8650   1.8959   0.2658
 LUF  H33  H  HCH3  0   0.241   0.5108   1.4410   1.2847
 LUF  H35  H  HCH3  0   0.221   6.9207   3.2673  -1.1565
 LUF  H36  H  HCH3  0   0.228   6.7953   1.8451  -2.1957
 LUF  H37  H  HCH3  0   0.226   5.3462   2.5713  -1.5164
 LUF  H38  H  HCH3  0   0.235   5.6944  -2.6874  -1.7522
 LUF  H39  H  HCH3  0   0.233   5.8944  -3.0866  -0.0626
 LUF  H40  H  HCH3  0   0.236   4.4555  -2.2235  -0.5899
 LUF  H41  H  HCH2  0   0.216   8.1307   0.7264   1.1946
 LUF  H42  H  HCH2  0   0.221   8.5871   2.0362   0.1247
 LUF  C7   C  CH2   0  -0.548   4.2111   0.2914  -0.1934
 LUF  C8   C  CH3   0  -0.650   6.0279   2.2183   1.1532
 LUF  O3   O  O     0  -0.435  -9.7558   0.1397   0.6363
 LUF  H6   H  HCH2  0   0.243   3.7292  -0.2980  -0.9774
 LUF  H7   H  HCH2  0   0.241   3.9267   1.3260  -0.3966
 LUF  H8   H  HCH3  0   0.224   4.9987   2.5620   1.0382
 LUF  H9   H  HCH3  0   0.224   6.0838   1.6247   2.0679
 LUF  H10  H  HCH3  0   0.229   6.6491   3.1051   1.2973

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
 LUF  O3   C25  double  1.202  0.020  1.202
 LUF  C25  O1   single  1.346  0.020  1.346
 LUF  C25  C24  single  1.467  0.020  1.467
 LUF  O1   C23  single  1.431  0.020  1.431
 LUF  C24  C22  double  1.330  0.020  1.330
 LUF  C23  C22  single  1.506  0.020  1.506
 LUF  C23  O2   single  1.372  0.020  1.372
 LUF  C22  C20  single  1.486  0.020  1.486
 LUF  C20  C18  single  1.542  0.020  1.542
 LUF  C18  C19  single  1.496  0.020  1.496
 LUF  C21  C17  single  1.500  0.020  1.500
 LUF  C19  C17  double  1.336  0.020  1.336
 LUF  C17  C16  single  1.506  0.020  1.506
 LUF  C16  C15  single  1.539  0.020  1.539
 LUF  C15  C13  single  1.497  0.020  1.497
 LUF  C13  C12  double  1.336  0.020  1.336
 LUF  C14  C12  single  1.501  0.020  1.501
 LUF  C12  C10  single  1.506  0.020  1.506
 LUF  C10  C7   single  1.539  0.020  1.539
 LUF  C8   C1   single  1.534  0.020  1.534
 LUF  C7   C3   single  1.513  0.020  1.513
 LUF  C1   C9   single  1.537  0.020  1.537
 LUF  C1   C3   single  1.526  0.020  1.526
 LUF  C1   C2   single  1.533  0.020  1.533
 LUF  C3   C6   double  1.341  0.020  1.341
 LUF  C2   C4   single  1.517  0.020  1.517
 LUF  C4   C5   single  1.518  0.020  1.518
 LUF  C6   C5   single  1.507  0.020  1.507
 LUF  C6   C11  single  1.503  0.020  1.503
 LUF  C4   H1   single  0.970  0.020  1.090
 LUF  C4   H2   single  0.970  0.020  1.090
 LUF  C5   H3   single  0.970  0.020  1.090
 LUF  C5   H4   single  0.970  0.020  1.090
 LUF  C7   H6   single  0.970  0.020  1.090
 LUF  C7   H7   single  0.970  0.020  1.090
 LUF  C8   H8   single  0.970  0.020  1.090
 LUF  C8   H9   single  0.970  0.020  1.090
 LUF  C8   H10  single  0.970  0.020  1.090
 LUF  C10  H11  single  0.970  0.020  1.090
 LUF  C10  H12  single  0.970  0.020  1.090
 LUF  C13  H13  single  0.930  0.020  1.080
 LUF  C15  H14  single  0.970  0.020  1.090
 LUF  C15  H15  single  0.970  0.020  1.090
 LUF  C20  H16  single  0.970  0.020  1.090
 LUF  C20  H17  single  0.970  0.020  1.090
 LUF  C21  H18  single  0.970  0.020  1.090
 LUF  C21  H19  single  0.970  0.020  1.090
 LUF  C21  H20  single  0.970  0.020  1.090
 LUF  C24  H22  single  0.930  0.020  1.080
 LUF  C23  H24  single  0.970  0.020  1.090
 LUF  O2   H25  single  0.850  0.020  0.980
 LUF  C18  H26  single  0.970  0.020  1.090
 LUF  C18  H27  single  0.970  0.020  1.090
 LUF  C19  H28  single  0.930  0.020  1.080
 LUF  C16  H29  single  0.970  0.020  1.090
 LUF  C16  H30  single  0.970  0.020  1.090
 LUF  C14  H31  single  0.970  0.020  1.090
 LUF  C14  H32  single  0.970  0.020  1.090
 LUF  C14  H33  single  0.970  0.020  1.090
 LUF  C9   H35  single  0.970  0.020  1.090
 LUF  C9   H36  single  0.970  0.020  1.090
 LUF  C9   H37  single  0.970  0.020  1.090
 LUF  C11  H38  single  0.970  0.020  1.090
 LUF  C11  H39  single  0.970  0.020  1.090
 LUF  C11  H40  single  0.970  0.020  1.090
 LUF  C2   H41  single  0.970  0.020  1.090
 LUF  C2   H42  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
 LUF  H2   C4   H1   106.35  3.000
 LUF  H2   C4   C2   110.51  3.000
 LUF  H1   C4   C2   110.43  3.000
 LUF  H2   C4   C5   110.10  3.000
 LUF  H1   C4   C5   110.21  3.000
 LUF  C2   C4   C5   109.22  3.000
 LUF  H4   C5   H3   105.17  3.000
 LUF  H4   C5   C6   108.67  3.000
 LUF  H3   C5   C6   108.96  3.000
 LUF  H4   C5   C4   109.64  3.000
 LUF  H3   C5   C4   110.57  3.000
 LUF  C6   C5   C4   113.48  3.000
 LUF  C11  C6   C3   124.06  3.000
 LUF  C11  C6   C5   112.70  3.000
 LUF  C3   C6   C5   123.24  3.000
 LUF  H12  C10  H11  106.31  3.000
 LUF  H12  C10  C12  109.70  3.000
 LUF  H11  C10  C12  109.76  3.000
 LUF  H12  C10  C7   109.02  3.000
 LUF  H11  C10  C7   109.01  3.000
 LUF  C12  C10  C7   112.83  3.000
 LUF  H13  C13  C12  117.28  3.000
 LUF  H13  C13  C15  114.86  3.000
 LUF  C12  C13  C15  127.82  3.000
 LUF  H15  C15  H14  106.36  3.000
 LUF  H15  C15  C16  108.67  3.000
 LUF  H14  C15  C16  109.41  3.000
 LUF  H15  C15  C13  111.86  3.000
 LUF  H14  C15  C13  108.93  3.000
 LUF  C16  C15  C13  111.47  3.000
 LUF  C16  C17  C19  120.03  3.000
 LUF  C16  C17  C21  115.39  3.000
 LUF  C19  C17  C21  124.57  3.000
 LUF  H17  C20  H16  107.23  3.000
 LUF  H17  C20  C18  108.66  3.000
 LUF  H16  C20  C18  109.31  3.000
 LUF  H17  C20  C22  109.38  3.000
 LUF  H16  C20  C22  109.84  3.000
 LUF  C18  C20  C22  112.29  3.000
 LUF  H20  C21  H19  107.81  3.000
 LUF  H20  C21  H18  106.45  3.000
 LUF  H19  C21  H18  107.26  3.000
 LUF  H20  C21  C17  110.44  3.000
 LUF  H19  C21  C17  113.49  3.000
 LUF  H18  C21  C17  111.08  3.000
 LUF  C23  C22  C24  108.50  3.000
 LUF  C23  C22  C20  122.25  3.000
 LUF  C24  C22  C20  129.24  3.000
 LUF  H22  C24  C25  123.13  3.000
 LUF  H22  C24  C22  128.24  3.000
 LUF  C25  C24  C22  108.62  3.000
 LUF  O1   C25  O3   121.85  3.000
 LUF  O1   C25  C24  108.48  3.000
 LUF  O3   C25  C24  129.67  3.000
 LUF  C23  O1   C25  110.14  3.000
 LUF  H24  C23  O2   112.30  3.000
 LUF  H24  C23  O1   106.93  3.000
 LUF  O2   C23  O1   111.28  3.000
 LUF  H24  C23  C22  110.95  3.000
 LUF  O2   C23  C22  110.79  3.000
 LUF  O1   C23  C22  104.24  3.000
 LUF  H25  O2   C23  109.82  3.000
 LUF  H27  C18  H26  106.72  3.000
 LUF  H27  C18  C19  109.65  3.000
 LUF  H26  C18  C19  111.90  3.000
 LUF  H27  C18  C20  109.10  3.000
 LUF  H26  C18  C20  108.78  3.000
 LUF  C19  C18  C20  110.58  3.000
 LUF  H28  C19  C18  114.81  3.000
 LUF  H28  C19  C17  117.36  3.000
 LUF  C18  C19  C17  127.78  3.000
 LUF  H30  C16  H29  106.77  3.000
 LUF  H30  C16  C17  109.84  3.000
 LUF  H29  C16  C17  109.97  3.000
 LUF  H30  C16  C15  108.79  3.000
 LUF  H29  C16  C15  108.40  3.000
 LUF  C17  C16  C15  112.86  3.000
 LUF  C14  C12  C13  124.32  3.000
 LUF  C14  C12  C10  115.35  3.000
 LUF  C13  C12  C10  120.33  3.000
 LUF  H33  C14  H32  107.17  3.000
 LUF  H33  C14  H31  107.82  3.000
 LUF  H32  C14  H31  106.39  3.000
 LUF  H33  C14  C12  113.39  3.000
 LUF  H32  C14  C12  111.09  3.000
 LUF  H31  C14  C12  110.64  3.000
 LUF  C1   C3   C7   116.43  3.000
 LUF  C1   C3   C6   122.44  3.000
 LUF  C7   C3   C6   121.12  3.000
 LUF  C2   C1   C9   109.55  3.000
 LUF  C2   C1   C3   111.07  3.000
 LUF  C9   C1   C3   109.26  3.000
 LUF  C2   C1   C8   107.35  3.000
 LUF  C3   C1   C8   111.37  3.000
 LUF  C9   C1   C8   108.18  3.000
 LUF  H37  C9   H36  107.32  3.000
 LUF  H37  C9   H35  107.22  3.000
 LUF  H36  C9   H35  107.94  3.000
 LUF  H37  C9   C1   112.01  3.000
 LUF  H36  C9   C1   111.73  3.000
 LUF  H35  C9   C1   110.40  3.000
 LUF  H40  C11  H39  107.50  3.000
 LUF  H40  C11  H38  107.70  3.000
 LUF  H39  C11  H38  106.06  3.000
 LUF  H40  C11  C6   114.49  3.000
 LUF  H39  C11  C6   110.30  3.000
 LUF  H38  C11  C6   110.40  3.000
 LUF  H42  C2   H41  106.20  3.000
 LUF  H42  C2   C1   109.12  3.000
 LUF  H41  C2   C1   109.03  3.000
 LUF  H42  C2   C4   110.96  3.000
 LUF  H41  C2   C4   108.61  3.000
 LUF  C1   C2   C4   112.71  3.000
 LUF  H7   C7   H6   105.23  3.000
 LUF  H7   C7   C3   109.65  3.000
 LUF  H6   C7   C3   110.68  3.000
 LUF  H7   C7   C10  109.23  3.000
 LUF  H6   C7   C10  108.28  3.000
 LUF  C3   C7   C10  113.44  3.000
 LUF  H10  C8   H9   107.56  3.000
 LUF  H10  C8   H8   107.13  3.000
 LUF  H9   C8   H8   107.93  3.000
 LUF  H10  C8   C1   109.71  3.000
 LUF  H9   C8   C1   111.61  3.000
 LUF  H8   C8   C1   112.67  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
 LUF  Var_01  C3   C1   C2   C4     45.39  30.0  1
 LUF  Var_02  C3   C6   C5   C4    -16.27  30.0  1
 LUF  Var_03  C1   C2   C4   C5    -61.39  30.0  1
 LUF  Var_04  C1   C3   C6   C5      0.52  30.0  1
 LUF  Var_05  C2   C1   C3   C6    -14.81  30.0  1
 LUF  Var_06  C2   C4   C5   C6     45.12  30.0  1
 LUF  Var_07  O1   C25  C24  C22    -0.13  30.0  1
 LUF  Var_08  C23  C22  C24  C25     0.77  30.0  1
 LUF  Var_09  C10  C7   C3   C6     81.20  30.0  1
 LUF  Var_10  C18  C20  C22  C24    88.22  30.0  3
 LUF  Var_11  H38  C11  C6   C5    -63.32  30.0  3
 LUF  Var_12  H8   C8   C1   C3    -62.83  30.0  3
 LUF  Var_13  H35  C9   C1   C3    177.12  30.0  3
 LUF  Var_14  C19  C18  C20  C22   178.26  30.0  3
 LUF  Var_15  C3   C7   C10  C12  -179.09  30.0  3
 LUF  Var_16  C15  C13  C12  C10  -177.48   0.0  2
 LUF  Var_17  C18  C19  C17  C21     2.12   0.0  2
 LUF  Var_18  C13  C12  C10  C7    110.69  30.0  2
 LUF  Var_19  C17  C16  C15  C13   178.75  30.0  2
 LUF  Var_20  C21  C17  C16  C15   -71.35  30.0  2
 LUF  Var_21  C20  C18  C19  C17   104.74  30.0  1
 LUF  Var_22  C12  C13  C15  C16   102.66  30.0  3
 LUF  Var_23  H31  C14  C12  C10   -55.78  30.0  3
 LUF  Var_24  H18  C21  C17  C19  -115.14  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
 LUF  chir_01  C23  O1  C22  O2  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
 LUF  plan-1  C24  0.020
 LUF  plan-1  C25  0.020
 LUF  plan-1  O1   0.020
 LUF  plan-1  O3   0.020
 LUF  plan-2  C17  0.020
 LUF  plan-2  C21  0.020
 LUF  plan-2  C18  0.020
 LUF  plan-2  C19  0.020
 LUF  plan-2  C16  0.020
 LUF  plan-2  H28  0.020
 LUF  plan-3  C10  0.020
 LUF  plan-3  C13  0.020
 LUF  plan-3  C15  0.020
 LUF  plan-3  C12  0.020
 LUF  plan-3  C14  0.020
 LUF  plan-3  H13  0.020

