# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 05:52:48 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 4,4'-{[(3R)-3-methylcyclohexylidene]methanediyl}diphenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1CCCC(C1)=C(c2ccc(O)cc2)c3ccc(O)cc3
#
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
 5HW  5HW  4,4'-{[(3R)-3-methylcyclohexylidene]methanediyl}diphenol  ligand  44  22  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_5HW
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
 5HW  O01  O  OH1   0  -0.633   5.5467  -1.3506   0.0157
 5HW  C02  C  CR6   0   0.340   4.2485  -0.9863  -0.0174
 5HW  C03  C  CR16  0  -0.371   3.3570  -1.2816   1.0116
 5HW  C04  C  CR16  0  -0.280   2.0327  -0.8842   0.9165
 5HW  C05  C  CR6   0   0.021   1.5610  -0.1704  -0.1844
 5HW  C06  C  C     0  -0.026   0.1346   0.2316  -0.2738
 5HW  C07  C  CR6   0   0.012  -0.8269  -0.8854  -0.0980
 5HW  C08  C  CR16  0  -0.281  -0.7257  -2.0424  -0.8734
 5HW  C09  C  CR16  0  -0.323  -1.6004  -3.1029  -0.7143
 5HW  C10  C  CR6   0   0.339  -2.6034  -3.0390   0.2520
 5HW  O11  O  OH1   0  -0.633  -3.4290  -4.0983   0.3749
 5HW  C12  C  CR16  0  -0.374  -2.7092  -1.9036   1.0490
 5HW  C13  C  CR16  0  -0.285  -1.8272  -0.8473   0.8712
 5HW  C14  C  C     0   0.111  -0.2524   1.5006  -0.4999
 5HW  C15  C  CH2   0  -0.499   0.6824   2.6791  -0.4807
 5HW  C16  C  CH2   0  -0.428   0.2123   3.6961   0.5653
 5HW  C17  C  CH2   0  -0.414  -1.2304   4.1257   0.3342
 5HW  C18  C  CH1   0  -0.230  -2.1817   2.9336   0.2757
 5HW  C19  C  CH3   0  -0.656  -3.6056   3.3661  -0.0436
 5HW  C20  C  CH2   0  -0.486  -1.6765   1.9140  -0.7517
 5HW  C21  C  CR16  0  -0.283   2.4667   0.1021  -1.2102
 5HW  C22  C  CR16  0  -0.328   3.7926  -0.2931  -1.1355
 5HW  H1   H  HOH1  0   0.473   5.7381  -1.8327   0.8277
 5HW  H2   H  HCR6  0   0.268   3.6942  -1.8229   1.8888
 5HW  H3   H  HCR6  0   0.248   1.3553  -1.1298   1.7256
 5HW  H5   H  HCR6  0   0.247   0.0486  -2.1136  -1.6279
 5HW  H6   H  HCR6  0   0.260  -1.5100  -3.9850  -1.3363
 5HW  H7   H  HOH1  0   0.473  -4.0812  -3.9382   1.0662
 5HW  H8   H  HCR6  0   0.269  -3.4727  -1.8412   1.8162
 5HW  H9   H  HCR6  0   0.254  -1.9153   0.0208   1.5133
 5HW  H11  H  HCH2  0   0.246   1.7082   2.3840  -0.2661
 5HW  H12  H  HCH2  0   0.227   0.6894   3.1620  -1.4652
 5HW  H13  H  HCH2  0   0.215   0.3093   3.2517   1.5610
 5HW  H14  H  HCH2  0   0.231   0.8731   4.5660   0.5476
 5HW  H15  H  HCH2  0   0.227  -1.5460   4.8190   1.1187
 5HW  H16  H  HCH2  0   0.206  -1.2964   4.6797  -0.6107
 5HW  H17  H  HCH1  0   0.216  -2.1803   2.4473   1.2600
 5HW  H18  H  HCH3  0   0.214  -3.6566   3.8316  -1.0310
 5HW  H19  H  HCH3  0   0.225  -4.2902   2.5164  -0.0410
 5HW  H20  H  HCH3  0   0.226  -3.9739   4.0914   0.6839
 5HW  H21  H  HCH2  0   0.228  -1.7133   2.3886  -1.7424
 5HW  H22  H  HCH2  0   0.244  -2.3508   1.0588  -0.7943
 5HW  H23  H  HCR6  0   0.251   2.1266   0.6268  -2.0948
 5HW  H24  H  HCR6  0   0.260   4.4754  -0.0730  -1.9471

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
 5HW  O01  C02  single    1.349  0.020  1.349
 5HW  C03  C02  aromatic  1.393  0.020  1.393
 5HW  C03  C04  aromatic  1.386  0.020  1.386
 5HW  C02  C22  aromatic  1.392  0.020  1.392
 5HW  C04  C05  aromatic  1.394  0.020  1.394
 5HW  C22  C21  aromatic  1.386  0.020  1.386
 5HW  C05  C21  aromatic  1.395  0.020  1.395
 5HW  C05  C06  single    1.485  0.020  1.485
 5HW  C13  C12  aromatic  1.388  0.020  1.388
 5HW  C13  C07  aromatic  1.393  0.020  1.393
 5HW  C12  C10  aromatic  1.391  0.020  1.391
 5HW  C06  C07  single    1.484  0.020  1.484
 5HW  C06  C14  double    1.346  0.020  1.346
 5HW  C07  C08  aromatic  1.396  0.020  1.396
 5HW  C10  O11  single    1.349  0.020  1.349
 5HW  C10  C09  aromatic  1.394  0.020  1.394
 5HW  C08  C09  aromatic  1.384  0.020  1.384
 5HW  C15  C14  single    1.504  0.020  1.504
 5HW  C15  C16  single    1.533  0.020  1.533
 5HW  C14  C20  single    1.504  0.020  1.504
 5HW  C16  C17  single    1.523  0.020  1.523
 5HW  C20  C18  single    1.533  0.020  1.533
 5HW  C17  C18  single    1.526  0.020  1.526
 5HW  C18  C19  single    1.522  0.020  1.522
 5HW  O01  H1   single    0.850  0.020  0.980
 5HW  C03  H2   single    0.930  0.020  1.080
 5HW  C04  H3   single    0.930  0.020  1.080
 5HW  C08  H5   single    0.930  0.020  1.080
 5HW  C09  H6   single    0.930  0.020  1.080
 5HW  O11  H7   single    0.850  0.020  0.980
 5HW  C12  H8   single    0.930  0.020  1.080
 5HW  C13  H9   single    0.930  0.020  1.080
 5HW  C15  H11  single    0.970  0.020  1.090
 5HW  C15  H12  single    0.970  0.020  1.090
 5HW  C16  H13  single    0.970  0.020  1.090
 5HW  C16  H14  single    0.970  0.020  1.090
 5HW  C17  H15  single    0.970  0.020  1.090
 5HW  C17  H16  single    0.970  0.020  1.090
 5HW  C18  H17  single    0.970  0.020  1.090
 5HW  C19  H18  single    0.970  0.020  1.090
 5HW  C19  H19  single    0.970  0.020  1.090
 5HW  C19  H20  single    0.970  0.020  1.090
 5HW  C20  H21  single    0.970  0.020  1.090
 5HW  C20  H22  single    0.970  0.020  1.090
 5HW  C21  H23  single    0.930  0.020  1.080
 5HW  C22  H24  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
 5HW  H1   O01  C02  110.30  3.000
 5HW  C22  C02  C03  119.29  3.000
 5HW  C22  C02  O01  117.99  3.000
 5HW  C03  C02  O01  122.72  3.000
 5HW  H2   C03  C04  119.72  3.000
 5HW  H2   C03  C02  120.28  3.000
 5HW  C04  C03  C02  120.00  3.000
 5HW  H3   C04  C05  119.62  3.000
 5HW  H3   C04  C03  118.76  3.000
 5HW  C05  C04  C03  121.62  3.000
 5HW  C21  C05  C06  121.76  3.000
 5HW  C06  C05  C04  120.75  3.000
 5HW  C21  C05  C04  117.45  3.000
 5HW  C14  C06  C07  122.91  3.000
 5HW  C14  C06  C05  122.80  3.000
 5HW  C07  C06  C05  114.29  3.000
 5HW  C13  C07  C08  117.45  3.000
 5HW  C08  C07  C06  120.71  3.000
 5HW  C13  C07  C06  121.79  3.000
 5HW  H5   C08  C09  118.78  3.000
 5HW  H5   C08  C07  119.54  3.000
 5HW  C09  C08  C07  121.68  3.000
 5HW  H6   C09  C10  119.70  3.000
 5HW  H6   C09  C08  120.35  3.000
 5HW  C10  C09  C08  119.95  3.000
 5HW  C12  C10  O11  122.83  3.000
 5HW  O11  C10  C09  117.88  3.000
 5HW  C12  C10  C09  119.29  3.000
 5HW  H7   O11  C10  110.44  3.000
 5HW  H8   C12  C13  119.64  3.000
 5HW  H8   C12  C10  120.39  3.000
 5HW  C13  C12  C10  119.96  3.000
 5HW  H9   C13  C12  118.84  3.000
 5HW  H9   C13  C07  119.51  3.000
 5HW  C12  C13  C07  121.65  3.000
 5HW  C20  C14  C15  112.04  3.000
 5HW  C20  C14  C06  124.02  3.000
 5HW  C15  C14  C06  123.91  3.000
 5HW  H12  C15  H11  106.88  3.000
 5HW  H12  C15  C16  108.81  3.000
 5HW  H11  C15  C16  109.53  3.000
 5HW  H12  C15  C14  109.73  3.000
 5HW  H11  C15  C14  112.07  3.000
 5HW  C16  C15  C14  109.75  3.000
 5HW  H14  C16  H13  106.52  3.000
 5HW  H14  C16  C17  110.24  3.000
 5HW  H13  C16  C17  109.66  3.000
 5HW  H14  C16  C15  109.37  3.000
 5HW  H13  C16  C15  108.91  3.000
 5HW  C17  C16  C15  111.97  3.000
 5HW  H16  C17  H15  106.28  3.000
 5HW  H16  C17  C18  108.90  3.000
 5HW  H15  C17  C18  110.05  3.000
 5HW  H16  C17  C16  109.27  3.000
 5HW  H15  C17  C16  110.08  3.000
 5HW  C18  C17  C16  112.08  3.000
 5HW  H17  C18  C20  107.81  3.000
 5HW  H17  C18  C19  108.37  3.000
 5HW  C20  C18  C19  110.89  3.000
 5HW  H17  C18  C17  108.11  3.000
 5HW  C19  C18  C17  111.66  3.000
 5HW  C20  C18  C17  109.86  3.000
 5HW  H20  C19  H19  107.71  3.000
 5HW  H20  C19  H18  107.66  3.000
 5HW  H19  C19  H18  107.73  3.000
 5HW  H20  C19  C18  111.39  3.000
 5HW  H19  C19  C18  111.42  3.000
 5HW  H18  C19  C18  110.75  3.000
 5HW  H22  C20  H21  106.43  3.000
 5HW  H22  C20  C18  110.13  3.000
 5HW  H21  C20  C18  107.81  3.000
 5HW  H22  C20  C14  112.13  3.000
 5HW  H21  C20  C14  107.53  3.000
 5HW  C18  C20  C14  112.49  3.000
 5HW  H23  C21  C22  118.86  3.000
 5HW  H23  C21  C05  119.42  3.000
 5HW  C22  C21  C05  121.72  3.000
 5HW  H24  C22  C21  120.32  3.000
 5HW  H24  C22  C02  119.77  3.000
 5HW  C21  C22  C02  119.91  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
 5HW  CONST_01  C05  C04  C03  C02    0.00   0.0  0
 5HW  CONST_02  C05  C21  C22  C02    0.00   0.0  0
 5HW  CONST_03  C21  C22  C02  C03    0.00   0.0  0
 5HW  CONST_04  C21  C05  C04  C03    0.00   0.0  0
 5HW  CONST_05  C22  C02  C03  C04    0.00   0.0  0
 5HW  CONST_06  C22  C21  C05  C04    0.00   0.0  0
 5HW  CONST_07  C10  C12  C13  C07    0.00   0.0  0
 5HW  CONST_08  C10  C09  C08  C07    0.00   0.0  0
 5HW  CONST_09  C12  C13  C07  C08    0.00   0.0  0
 5HW  CONST_10  C12  C10  C09  C08    0.00   0.0  0
 5HW  CONST_11  C13  C12  C10  C09    0.00   0.0  0
 5HW  CONST_12  C13  C07  C08  C09    0.00   0.0  0
 5HW  CONST_13  C04  C03  C02  O01  180.00   0.0  0
 5HW  CONST_14  C21  C22  C02  O01  180.00   0.0  0
 5HW  CONST_15  C06  C05  C04  C03  180.00   0.0  0
 5HW  CONST_16  C22  C21  C05  C06  180.00   0.0  0
 5HW  CONST_17  C12  C13  C07  C06  180.00   0.0  0
 5HW  CONST_18  C09  C08  C07  C06  180.00   0.0  0
 5HW  CONST_19  O11  C10  C09  C08  180.00   0.0  0
 5HW  CONST_20  C13  C12  C10  O11  180.00   0.0  0
 5HW  CONST_21  H3   C04  C03  C02  180.00   0.0  0
 5HW  CONST_22  H23  C21  C22  C02  180.00   0.0  0
 5HW  CONST_23  H24  C22  C02  C03  180.00   0.0  0
 5HW  CONST_24  H2   C03  C04  C05  180.00   0.0  0
 5HW  CONST_25  H8   C12  C13  C07  180.00   0.0  0
 5HW  CONST_26  H6   C09  C08  C07  180.00   0.0  0
 5HW  CONST_27  H9   C13  C07  C08  180.00   0.0  0
 5HW  CONST_28  H5   C08  C09  C10  180.00   0.0  0
 5HW  Var_01    C17  C16  C15  C14  -55.37  30.0  1
 5HW  Var_02    C18  C20  C14  C15  -56.85  30.0  1
 5HW  Var_03    C18  C17  C16  C15   54.92  30.0  1
 5HW  Var_04    C20  C14  C15  C16   56.20  30.0  1
 5HW  Var_05    C07  C06  C05  C04  -53.13  30.0  2
 5HW  Var_06    C13  C07  C06  C05  124.47  30.0  2
 5HW  Var_07    C15  C14  C06  C05   -9.60  30.0  2

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
 5HW  chir_01  C18  C20  C17  C19  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
 5HW  plan-1  O01  0.020
 5HW  plan-1  C02  0.020
 5HW  plan-1  C03  0.020
 5HW  plan-1  C04  0.020
 5HW  plan-1  C05  0.020
 5HW  plan-1  C06  0.020
 5HW  plan-1  C21  0.020
 5HW  plan-1  C22  0.020
 5HW  plan-1  H2   0.020
 5HW  plan-1  H3   0.020
 5HW  plan-1  H23  0.020
 5HW  plan-1  H24  0.020
 5HW  plan-2  C06  0.020
 5HW  plan-2  C07  0.020
 5HW  plan-2  C08  0.020
 5HW  plan-2  C09  0.020
 5HW  plan-2  C10  0.020
 5HW  plan-2  O11  0.020
 5HW  plan-2  C12  0.020
 5HW  plan-2  C13  0.020
 5HW  plan-2  H5   0.020
 5HW  plan-2  H6   0.020
 5HW  plan-2  H8   0.020
 5HW  plan-2  H9   0.020

