# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:30:35 2022
#   Inital geometry file: a 141 line input string
#   Ligand name: 3-chloro-4,6-dihydroxy-2-methyl-5-{(2E,4E)-3-methyl-5-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]penta-2,4-dien-1-yl}benzaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1CCC(=O)[C@H](C)[C@@]1(C)/C=C/C(C)=C/Cc2c(O)c(Cl)c(C)c(C=O)c2O
#
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
 3H1  3H1  3-chloro-4,6-dihydroxy-2-methyl-5-{(2E,4E)-3-methyl-5-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]penta-2,4-dien-1-yl}benzaldehyde  ligand  57  28  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_3H1
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
 3H1  C01   C   CR6   0   0.381  -2.9634   0.7917  -0.5360
 3H1  C02   C   CR6   0  -0.204  -4.0461   1.4265   0.1047
 3H1  C03   C   CR6   0   0.159  -5.1747   0.6654   0.4856
 3H1  C04   C   CR6   0  -0.261  -5.1640  -0.6910   0.2215
 3H1  C05   C   CR6   0   0.424  -4.0840  -1.3184  -0.4228
 3H1  C06   C   CR6   0  -0.135  -2.9755  -0.5772  -0.8169
 3H1  C07   C   C1    0   0.110  -4.0262   2.8585   0.4096
 3H1  C08   C   CH3   0  -0.760  -6.3539   1.3152   1.1567
 3H1  O09   O   OH1   0  -0.588  -1.9110   1.5374  -0.8780
 3H1  O10   O   O     0  -0.390  -3.1773   3.6603   0.0825
 3H1  O11   O   OH1   0  -0.595  -4.0825  -2.6236  -0.6868
 3H1  CL12  CL  CL    0  -0.119  -6.4975  -1.7220   0.6638
 3H1  C13   C   CH2   0  -0.592  -1.8215  -1.2176  -1.5522
 3H1  C14   C   C1    0  -0.325  -0.5225  -1.0793  -0.8080
 3H1  C15   C   C     0   0.127   0.6792  -0.7310  -1.3033
 3H1  C16   C   CH3   0  -0.764   0.9333  -0.4107  -2.7461
 3H1  C17   C   C1    0  -0.294   1.8113  -0.6657  -0.3765
 3H1  C18   C   C1    0  -0.164   3.0617  -0.3473  -0.7157
 3H1  C19   C   CT    0  -0.115   4.2596  -0.2599   0.1901
 3H1  C20   C   CH1   0  -0.208   5.3380  -1.2289  -0.3762
 3H1  C21   C   CH2   0  -0.436   6.6846  -1.0633   0.3226
 3H1  C22   C   CH2   0  -0.546   7.1944   0.3765   0.2744
 3H1  C23   C   C     0   0.419   6.1400   1.3269   0.7682
 3H1  C24   C   CH1   0  -0.338   4.8000   1.2055   0.0746
 3H1  C25   C   CH3   0  -0.660   4.9122  -2.6926  -0.3376
 3H1  O26   O   O     0  -0.401   6.3480   2.1324   1.6491
 3H1  C27   C   CH3   0  -0.658   3.8177   2.2733   0.5296
 3H1  C28   C   CH3   0  -0.706   3.9211  -0.5875   1.6422
 3H1  H07   H   H     0   0.195  -4.8846   3.2061   1.0036
 3H1  H08   H   HCH3  0   0.267  -6.7394   2.1440   0.5649
 3H1  H08A  H   HCH3  0   0.266  -7.1738   0.6197   1.3024
 3H1  H08B  H   HCH3  0   0.269  -6.0845   1.7070   2.1379
 3H1  HO09  H   HOH1  0   0.479  -1.1488   0.9742  -1.0803
 3H1  HO11  H   HOH1  0   0.476  -4.8920  -3.0491  -0.3730
 3H1  H13   H   HCH2  0   0.295  -2.0284  -2.2776  -1.7032
 3H1  H13A  H   HCH2  0   0.282  -1.7519  -0.7902  -2.5557
 3H1  H14   H   H     0   0.257  -0.5818  -1.3049   0.2538
 3H1  H16   H   HCH3  0   0.249   1.3207   0.6034  -2.8620
 3H1  H16A  H   HCH3  0   0.253   1.6850  -1.0848  -3.1605
 3H1  H16B  H   HCH3  0   0.257   0.0450  -0.4994  -3.3660
 3H1  H18   H   H     0   0.248   3.2846  -0.1162  -1.7554
 3H1  H20   H   HCH1  0   0.226   5.4807  -0.9480  -1.4286
 3H1  H21   H   HCH2  0   0.230   6.6095  -1.3948   1.3623
 3H1  H21A  H   HCH2  0   0.248   7.4207  -1.7167  -0.1509
 3H1  H22   H   HCH2  0   0.258   8.1119   0.4952   0.8518
 3H1  H22A  H   HCH2  0   0.259   7.4144   0.6404  -0.7658
 3H1  H24   H   HCH1  0   0.264   5.0106   1.3604  -0.9938
 3H1  H25   H   HCH3  0   0.235   3.9246  -2.8464  -0.7728
 3H1  H25A  H   HCH3  0   0.233   5.6203  -3.3053  -0.8973
 3H1  H25B  H   HCH3  0   0.219   4.8899  -3.0750   0.6842
 3H1  H27   H   HCH3  0   0.225   3.6337   2.2375   1.6027
 3H1  H27A  H   HCH3  0   0.236   4.1947   3.2686   0.2950
 3H1  H27B  H   HCH3  0   0.237   2.8601   2.1570   0.0237
 3H1  H28   H   HCH3  0   0.246   3.5486  -1.6063   1.7477
 3H1  H28A  H   HCH3  0   0.244   4.7923  -0.4950   2.2918
 3H1  H28B  H   HCH3  0   0.245   3.1532   0.0764   2.0385
 3H1  H29   H   H     0   0.239   1.5751  -0.8981   0.6573

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
 3H1  C01  C02   aromatic  1.409  0.020  1.409
 3H1  C01  C06   aromatic  1.397  0.020  1.397
 3H1  C01  O09   single    1.334  0.020  1.334
 3H1  C02  C03   aromatic  1.414  0.020  1.414
 3H1  C02  C07   single    1.464  0.020  1.464
 3H1  C03  C04   aromatic  1.382  0.020  1.382
 3H1  C03  C08   single    1.504  0.020  1.504
 3H1  C04  C05   aromatic  1.405  0.020  1.405
 3H1  C04  CL12  single    1.743  0.020  1.743
 3H1  C05  C06   aromatic  1.390  0.020  1.390
 3H1  C05  O11   single    1.332  0.020  1.332
 3H1  C06  C13   single    1.511  0.020  1.511
 3H1  C07  O10   double    1.213  0.020  1.213
 3H1  C07  H07   single    0.930  0.020  1.080
 3H1  C08  H08   single    0.970  0.020  1.090
 3H1  C08  H08A  single    0.970  0.020  1.090
 3H1  C08  H08B  single    0.970  0.020  1.090
 3H1  O09  HO09  single    0.850  0.020  0.980
 3H1  O11  HO11  single    0.850  0.020  0.980
 3H1  C13  C14   single    1.503  0.020  1.503
 3H1  C13  H13   single    0.970  0.020  1.090
 3H1  C13  H13A  single    0.970  0.020  1.090
 3H1  C14  C15   double    1.346  0.020  1.346
 3H1  C14  H14   single    0.930  0.020  1.080
 3H1  C15  C16   single    1.500  0.020  1.500
 3H1  C15  C17   single    1.465  0.020  1.465
 3H1  C16  H16   single    0.970  0.020  1.090
 3H1  C16  H16A  single    0.970  0.020  1.090
 3H1  C16  H16B  single    0.970  0.020  1.090
 3H1  C17  C18   double    1.334  0.020  1.334
 3H1  C18  C19   single    1.504  0.020  1.504
 3H1  C18  H18   single    0.930  0.020  1.080
 3H1  C19  C20   single    1.556  0.020  1.556
 3H1  C19  C24   single    1.566  0.020  1.566
 3H1  C19  C28   single    1.527  0.020  1.527
 3H1  C20  C21   single    1.526  0.020  1.526
 3H1  C20  C25   single    1.525  0.020  1.525
 3H1  C20  H20   single    0.970  0.020  1.090
 3H1  C21  C22   single    1.528  0.020  1.528
 3H1  C21  H21   single    0.970  0.020  1.090
 3H1  C21  H21A  single    0.970  0.020  1.090
 3H1  C22  C23   single    1.503  0.020  1.503
 3H1  C22  H22   single    0.970  0.020  1.090
 3H1  C22  H22A  single    0.970  0.020  1.090
 3H1  C23  C24   single    1.514  0.020  1.514
 3H1  C23  O26   double    1.212  0.020  1.212
 3H1  C24  C27   single    1.521  0.020  1.521
 3H1  C24  H24   single    0.970  0.020  1.090
 3H1  C25  H25   single    0.970  0.020  1.090
 3H1  C25  H25A  single    0.970  0.020  1.090
 3H1  C25  H25B  single    0.970  0.020  1.090
 3H1  C27  H27   single    0.970  0.020  1.090
 3H1  C27  H27A  single    0.970  0.020  1.090
 3H1  C27  H27B  single    0.970  0.020  1.090
 3H1  C28  H28   single    0.970  0.020  1.090
 3H1  C28  H28A  single    0.970  0.020  1.090
 3H1  C28  H28B  single    0.970  0.020  1.090
 3H1  C17  H29   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
 3H1  O09   C01  C06   120.18  3.000
 3H1  O09   C01  C02   118.08  3.000
 3H1  C06   C01  C02   121.74  3.000
 3H1  C07   C02  C03   118.77  3.000
 3H1  C07   C02  C01   121.66  3.000
 3H1  C03   C02  C01   119.56  3.000
 3H1  C08   C03  C04   121.02  3.000
 3H1  C08   C03  C02   120.90  3.000
 3H1  C04   C03  C02   118.09  3.000
 3H1  CL12  C04  C05   116.12  3.000
 3H1  CL12  C04  C03   121.75  3.000
 3H1  C05   C04  C03   122.12  3.000
 3H1  O11   C05  C06   117.73  3.000
 3H1  O11   C05  C04   121.96  3.000
 3H1  C06   C05  C04   120.31  3.000
 3H1  C13   C06  C05   121.39  3.000
 3H1  C13   C06  C01   120.43  3.000
 3H1  C05   C06  C01   118.17  3.000
 3H1  H07   C07  O10   118.87  3.000
 3H1  H07   C07  C02   114.26  3.000
 3H1  O10   C07  C02   126.87  3.000
 3H1  H08B  C08  H08A  107.23  3.000
 3H1  H08B  C08  H08   107.64  3.000
 3H1  H08A  C08  H08   107.06  3.000
 3H1  H08B  C08  C03   111.29  3.000
 3H1  H08A  C08  C03   112.05  3.000
 3H1  H08   C08  C03   111.33  3.000
 3H1  HO09  O09  C01   110.43  3.000
 3H1  HO11  O11  C05   111.47  3.000
 3H1  H13A  C13  H13   105.37  3.000
 3H1  H13A  C13  C14   111.31  3.000
 3H1  H13   C13  C14   108.78  3.000
 3H1  H13A  C13  C06   109.26  3.000
 3H1  H13   C13  C06   109.54  3.000
 3H1  C14   C13  C06   112.33  3.000
 3H1  H14   C14  C15   117.51  3.000
 3H1  H14   C14  C13   114.66  3.000
 3H1  C15   C14  C13   127.82  3.000
 3H1  C17   C15  C16   117.93  3.000
 3H1  C17   C15  C14   117.96  3.000
 3H1  C16   C15  C14   124.11  3.000
 3H1  H16B  C16  H16A  107.21  3.000
 3H1  H16B  C16  H16   107.78  3.000
 3H1  H16A  C16  H16   106.80  3.000
 3H1  H16B  C16  C15   113.13  3.000
 3H1  H16A  C16  C15   110.49  3.000
 3H1  H16   C16  C15   111.14  3.000
 3H1  H29   C17  C18   119.81  3.000
 3H1  H29   C17  C15   115.15  3.000
 3H1  C18   C17  C15   125.04  3.000
 3H1  H18   C18  C19   113.57  3.000
 3H1  H18   C18  C17   119.05  3.000
 3H1  C19   C18  C17   127.38  3.000
 3H1  C28   C19  C24   110.33  3.000
 3H1  C28   C19  C20   111.48  3.000
 3H1  C24   C19  C20   108.46  3.000
 3H1  C28   C19  C18   112.56  3.000
 3H1  C24   C19  C18   106.54  3.000
 3H1  C20   C19  C18   107.24  3.000
 3H1  H20   C20  C25   107.82  3.000
 3H1  H20   C20  C21   107.24  3.000
 3H1  C25   C20  C21   109.81  3.000
 3H1  H20   C20  C19   106.22  3.000
 3H1  C25   C20  C19   113.26  3.000
 3H1  C21   C20  C19   112.16  3.000
 3H1  H21A  C21  H21   106.08  3.000
 3H1  H21A  C21  C22   108.98  3.000
 3H1  H21   C21  C22   109.78  3.000
 3H1  H21A  C21  C20   109.34  3.000
 3H1  H21   C21  C20   109.98  3.000
 3H1  C22   C21  C20   112.46  3.000
 3H1  H22A  C22  H22   107.91  3.000
 3H1  H22A  C22  C23   107.49  3.000
 3H1  H22   C22  C23   110.33  3.000
 3H1  H22A  C22  C21   108.90  3.000
 3H1  H22   C22  C21   111.50  3.000
 3H1  C23   C22  C21   110.57  3.000
 3H1  O26   C23  C24   122.58  3.000
 3H1  O26   C23  C22   122.61  3.000
 3H1  C24   C23  C22   114.81  3.000
 3H1  H24   C24  C27   108.39  3.000
 3H1  H24   C24  C23   105.33  3.000
 3H1  C27   C24  C23   112.23  3.000
 3H1  H24   C24  C19   105.64  3.000
 3H1  C27   C24  C19   114.34  3.000
 3H1  C23   C24  C19   110.29  3.000
 3H1  H25B  C25  H25A  107.27  3.000
 3H1  H25B  C25  H25   107.81  3.000
 3H1  H25A  C25  H25   107.70  3.000
 3H1  H25B  C25  C20   111.45  3.000
 3H1  H25A  C25  C20   110.17  3.000
 3H1  H25   C25  C20   112.22  3.000
 3H1  H27B  C27  H27A  107.55  3.000
 3H1  H27B  C27  H27   107.79  3.000
 3H1  H27A  C27  H27   107.49  3.000
 3H1  H27B  C27  C24   110.73  3.000
 3H1  H27A  C27  C24   110.70  3.000
 3H1  H27   C27  C24   112.39  3.000
 3H1  H28B  C28  H28A  107.14  3.000
 3H1  H28B  C28  H28   107.06  3.000
 3H1  H28A  C28  H28   107.13  3.000
 3H1  H28B  C28  C19   111.81  3.000
 3H1  H28A  C28  C19   111.79  3.000
 3H1  H28   C28  C19   111.62  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
 3H1  CONST_01  C04   C03  C02  C01     0.00   0.0  0
 3H1  CONST_02  C04   C05  C06  C01     0.00   0.0  0
 3H1  CONST_03  C05   C06  C01  C02     0.00   0.0  0
 3H1  CONST_04  C05   C04  C03  C02     0.00   0.0  0
 3H1  CONST_05  C06   C01  C02  C03     0.00   0.0  0
 3H1  CONST_06  C06   C05  C04  C03     0.00   0.0  0
 3H1  CONST_07  C08   C03  C02  C01   180.00   0.0  0
 3H1  CONST_08  O11   C05  C06  C01   180.00   0.0  0
 3H1  CONST_09  C13   C06  C01  C02   180.00   0.0  0
 3H1  CONST_10  CL12  C04  C03  C02   180.00   0.0  0
 3H1  CONST_11  O09   C01  C02  C03   180.00   0.0  0
 3H1  CONST_12  O11   C05  C04  C03   180.00   0.0  0
 3H1  CONST_13  C07   C02  C03  C04   180.00   0.0  0
 3H1  CONST_14  C13   C06  C05  C04   180.00   0.0  0
 3H1  CONST_15  C08   C03  C04  C05   180.00   0.0  0
 3H1  CONST_16  O09   C01  C06  C05   180.00   0.0  0
 3H1  CONST_17  C07   C02  C01  C06   180.00   0.0  0
 3H1  CONST_18  CL12  C04  C05  C06   180.00   0.0  0
 3H1  Var_01    C23   C22  C21  C20    51.87  30.0  1
 3H1  Var_02    C24   C23  C22  C21   -53.63  30.0  1
 3H1  Var_03    O10   C07  C02  C01     5.78  30.0  2
 3H1  Var_04    C14   C13  C06  C01    60.77  30.0  2
 3H1  Var_05    H08   C08  C03  C02    54.83  30.0  2
 3H1  Var_06    C19   C18  C17  C15   179.78   0.0  2
 3H1  Var_07    C15   C14  C13  C06  -135.21  30.0  3
 3H1  Var_08    C16   C15  C14  C13    -0.11   0.0  2
 3H1  Var_09    C18   C17  C15  C14   179.46  30.0  2
 3H1  Var_10    H16   C16  C15  C14   120.69  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
 3H1  chir_01  C19  C20  C24  C28  positiv
 3H1  chir_02  C20  C19  C21  C25  negativ
 3H1  chir_03  C24  C19  C23  C27  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
 3H1  plan-1  C01   0.020
 3H1  plan-1  C02   0.020
 3H1  plan-1  C03   0.020
 3H1  plan-1  C04   0.020
 3H1  plan-1  C05   0.020
 3H1  plan-1  C06   0.020
 3H1  plan-1  C07   0.020
 3H1  plan-1  C08   0.020
 3H1  plan-1  O09   0.020
 3H1  plan-1  O11   0.020
 3H1  plan-1  CL12  0.020
 3H1  plan-1  C13   0.020
 3H1  plan-2  C22   0.020
 3H1  plan-2  C23   0.020
 3H1  plan-2  C24   0.020
 3H1  plan-2  O26   0.020
 3H1  plan-3  C02   0.020
 3H1  plan-3  C07   0.020
 3H1  plan-3  O10   0.020
 3H1  plan-3  H07   0.020
 3H1  plan-4  C13   0.020
 3H1  plan-4  C14   0.020
 3H1  plan-4  C15   0.020
 3H1  plan-4  C16   0.020
 3H1  plan-4  C17   0.020
 3H1  plan-4  H14   0.020
 3H1  plan-5  C15   0.020
 3H1  plan-5  C17   0.020
 3H1  plan-5  C18   0.020
 3H1  plan-5  C19   0.020
 3H1  plan-5  H18   0.020
 3H1  plan-5  H29   0.020

