# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 04:15:52 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC\C(c1ccccc1)=C(/c2ccc(O)cc2)c3ccc(OCCN(C)C)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
 OHT  OHT  4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol  ligand  58  29  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OHT
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
 OHT  C10   C  CH3   0  -0.660  -1.3472  -1.7877   4.2275
 OHT  C9    C  CH2   0  -0.520  -1.7013  -0.3441   3.8692
 OHT  C8    C  C     0   0.063  -1.5116  -0.0503   2.3949
 OHT  C11   C  CR6   0   0.025  -2.7480   0.0215   1.5811
 OHT  C16   C  CR16  0  -0.310  -3.7550  -0.9381   1.7037
 OHT  C15   C  CR16  0  -0.239  -4.9234  -0.8458   0.9601
 OHT  C14   C  CR16  0  -0.274  -5.1181   0.2195   0.0912
 OHT  C13   C  CR16  0  -0.238  -4.1345   1.1941  -0.0226
 OHT  C12   C  CR16  0  -0.280  -2.9648   1.0950   0.7143
 OHT  C7    C  C     0   0.048  -0.2895   0.1105   1.8494
 OHT  C1    C  CR6   0   0.015   0.9341   0.2240   2.6824
 OHT  C2    C  CR16  0  -0.273   1.9674  -0.7028   2.5632
 OHT  C3    C  CR16  0  -0.373   3.1250  -0.5974   3.3180
 OHT  C4    C  CR6   0   0.343   3.2814   0.4635   4.2074
 OHT  O4    O  OH1   0  -0.633   4.3846   0.6237   4.9656
 OHT  C5    C  CR16  0  -0.331   2.2688   1.4127   4.3223
 OHT  C6    C  CR16  0  -0.280   1.1154   1.2871   3.5655
 OHT  C17   C  CR6   0   0.009  -0.0478   0.1487   0.3889
 OHT  C18   C  CR16  0  -0.274   0.7763   1.1268  -0.1743
 OHT  C19   C  CR16  0  -0.337   1.0076   1.1782  -1.5352
 OHT  C20   C  CR6   0   0.373   0.4349   0.2277  -2.3841
 OHT  O20   O  O2    0  -0.466   0.7107   0.3538  -3.6951
 OHT  C23   C  CH2   0  -0.209   0.1332  -0.5630  -4.6073
 OHT  C24   C  CH2   0  -0.294   0.5205  -0.1532  -6.0109
 OHT  N24   N  NT    0  -0.400   1.9468  -0.1574  -6.2625
 OHT  C25   C  CH3   0  -0.528   2.5103  -1.4900  -6.2487
 OHT  C26   C  CH3   0  -0.520   2.2478   0.5177  -7.5066
 OHT  C21   C  CR16  0  -0.372  -0.3612  -0.7758  -1.8358
 OHT  C22   C  CR16  0  -0.268  -0.5924  -0.8027  -0.4672
 OHT  H101  H  HCH3  0   0.231  -0.2979  -1.9936   4.0159
 OHT  H102  H  HCH3  0   0.231  -1.5191  -1.9750   5.2882
 OHT  H103  H  HCH3  0   0.226  -1.9451  -2.5035   3.6623
 OHT  H91   H  HCH2  0   0.239  -2.7360  -0.1409   4.1505
 OHT  H92   H  HCH2  0   0.256  -1.0919   0.3257   4.4757
 OHT  H16   H  HCR6  0   0.249  -3.6251  -1.7770   2.3763
 OHT  H15   H  HCR6  0   0.253  -5.6850  -1.6081   1.0635
 OHT  H14   H  HCR6  0   0.252  -6.0317   0.2945  -0.4845
 OHT  H13   H  HCR6  0   0.251  -4.2818   2.0391  -0.6833
 OHT  H12   H  HCR6  0   0.247  -2.2111   1.8667   0.6244
 OHT  H2    H  HCR6  0   0.251   1.8679  -1.5286   1.8690
 OHT  H3    H  HCR6  0   0.270   3.9065  -1.3411   3.2096
 OHT  HO4   H  HOH1  0   0.474   5.0153  -0.0855   4.7981
 OHT  H5    H  HCR6  0   0.261   2.3901   2.2497   4.9989
 OHT  H6    H  HCR6  0   0.255   0.3432   2.0415   3.6569
 OHT  H18   H  HCR6  0   0.247   1.2352   1.8736   0.4624
 OHT  H19   H  HCR6  0   0.257   1.6344   1.9560  -1.9540
 OHT  H231  H  HCH2  0   0.228   0.4558  -1.5850  -4.3826
 OHT  H232  H  HCH2  0   0.236  -0.9599  -0.5467  -4.5335
 OHT  H241  H  HCH2  0   0.203  -0.0255  -0.8174  -6.7034
 OHT  H242  H  HCH2  0   0.241   0.1422   0.8564  -6.1920
 OHT  H251  H  HCH3  0   0.236   3.5812  -1.4380  -6.4490
 OHT  H252  H  HCH3  0   0.237   2.3873  -1.9594  -5.2725
 OHT  H253  H  HCH3  0   0.192   2.0609  -2.1581  -7.0011
 OHT  H261  H  HCH3  0   0.233   3.3270   0.5440  -7.6639
 OHT  H262  H  HCH3  0   0.191   1.7953   0.0358  -8.3878
 OHT  H263  H  HCH3  0   0.233   1.8908   1.5481  -7.4719
 OHT  H21   H  HCR6  0   0.274  -0.8068  -1.5451  -2.4514
 OHT  H22   H  HCR6  0   0.250  -1.2115  -1.5932  -0.0624

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
 OHT  C10  C9    single    1.529  0.020  1.529
 OHT  C10  H101  single    0.970  0.020  1.090
 OHT  C10  H102  single    0.970  0.020  1.090
 OHT  C10  H103  single    0.970  0.020  1.090
 OHT  C9   C8    single    1.515  0.020  1.515
 OHT  C9   H91   single    0.970  0.020  1.090
 OHT  C9   H92   single    0.970  0.020  1.090
 OHT  C8   C11   single    1.482  0.020  1.482
 OHT  C8   C7    double    1.348  0.020  1.348
 OHT  C11  C16   aromatic  1.396  0.020  1.396
 OHT  C11  C12   aromatic  1.397  0.020  1.397
 OHT  C16  C15   aromatic  1.388  0.020  1.388
 OHT  C16  H16   single    0.930  0.020  1.080
 OHT  C15  C14   aromatic  1.388  0.020  1.388
 OHT  C15  H15   single    0.930  0.020  1.080
 OHT  C14  C13   aromatic  1.389  0.020  1.389
 OHT  C14  H14   single    0.930  0.020  1.080
 OHT  C13  C12   aromatic  1.386  0.020  1.386
 OHT  C13  H13   single    0.930  0.020  1.080
 OHT  C12  H12   single    0.930  0.020  1.080
 OHT  C7   C1    single    1.485  0.020  1.485
 OHT  C7   C17   single    1.481  0.020  1.481
 OHT  C1   C2    aromatic  1.393  0.020  1.393
 OHT  C1   C6    aromatic  1.394  0.020  1.394
 OHT  C2   C3    aromatic  1.386  0.020  1.386
 OHT  C2   H2    single    0.930  0.020  1.080
 OHT  C3   C4    aromatic  1.393  0.020  1.393
 OHT  C3   H3    single    0.930  0.020  1.080
 OHT  C4   O4    single    1.348  0.020  1.348
 OHT  C4   C5    aromatic  1.393  0.020  1.393
 OHT  O4   HO4   single    0.850  0.020  0.980
 OHT  C5   C6    aromatic  1.385  0.020  1.385
 OHT  C5   H5    single    0.930  0.020  1.080
 OHT  C6   H6    single    0.930  0.020  1.080
 OHT  C17  C18   aromatic  1.398  0.020  1.398
 OHT  C17  C22   aromatic  1.391  0.020  1.391
 OHT  C18  C19   aromatic  1.381  0.020  1.381
 OHT  C18  H18   single    0.930  0.020  1.080
 OHT  C19  C20   aromatic  1.397  0.020  1.397
 OHT  C19  H19   single    0.930  0.020  1.080
 OHT  C20  O20   single    1.346  0.020  1.346
 OHT  C20  C21   aromatic  1.393  0.020  1.393
 OHT  O20  C23   single    1.416  0.020  1.416
 OHT  C23  C24   single    1.513  0.020  1.513
 OHT  C23  H231  single    0.970  0.020  1.090
 OHT  C23  H232  single    0.970  0.020  1.090
 OHT  C24  N24   single    1.448  0.020  1.448
 OHT  C24  H241  single    0.970  0.020  1.090
 OHT  C24  H242  single    0.970  0.020  1.090
 OHT  N24  C25   single    1.447  0.020  1.447
 OHT  N24  C26   single    1.447  0.020  1.447
 OHT  C25  H251  single    0.970  0.020  1.090
 OHT  C25  H252  single    0.970  0.020  1.090
 OHT  C25  H253  single    0.970  0.020  1.090
 OHT  C26  H261  single    0.970  0.020  1.090
 OHT  C26  H262  single    0.970  0.020  1.090
 OHT  C26  H263  single    0.970  0.020  1.090
 OHT  C21  C22   aromatic  1.388  0.020  1.388
 OHT  C21  H21   single    0.930  0.020  1.080
 OHT  C22  H22   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
 OHT  H103  C10  H102  107.75  3.000
 OHT  H103  C10  H101  107.64  3.000
 OHT  H102  C10  H101  107.94  3.000
 OHT  H103  C10  C9    111.79  3.000
 OHT  H102  C10  C9    110.71  3.000
 OHT  H101  C10  C9    110.84  3.000
 OHT  H92   C9   H91   105.80  3.000
 OHT  H92   C9   C8    110.63  3.000
 OHT  H91   C9   C8    109.47  3.000
 OHT  H92   C9   C10   108.68  3.000
 OHT  H91   C9   C10   109.57  3.000
 OHT  C8    C9   C10   112.47  3.000
 OHT  C7    C8   C11   121.90  3.000
 OHT  C7    C8   C9    122.03  3.000
 OHT  C11   C8   C9    116.06  3.000
 OHT  C12   C11  C16   118.08  3.000
 OHT  C12   C11  C8    120.50  3.000
 OHT  C16   C11  C8    121.34  3.000
 OHT  H16   C16  C15   119.02  3.000
 OHT  H16   C16  C11   120.02  3.000
 OHT  C15   C16  C11   120.95  3.000
 OHT  H15   C15  C14   120.10  3.000
 OHT  H15   C15  C16   119.62  3.000
 OHT  C14   C15  C16   120.28  3.000
 OHT  H14   C14  C13   120.35  3.000
 OHT  H14   C14  C15   120.28  3.000
 OHT  C13   C14  C15   119.36  3.000
 OHT  H13   C13  C12   119.68  3.000
 OHT  H13   C13  C14   120.07  3.000
 OHT  C12   C13  C14   120.25  3.000
 OHT  H12   C12  C13   119.50  3.000
 OHT  H12   C12  C11   119.44  3.000
 OHT  C13   C12  C11   121.06  3.000
 OHT  C17   C7   C1    114.64  3.000
 OHT  C17   C7   C8    123.38  3.000
 OHT  C1    C7   C8    121.96  3.000
 OHT  C6    C1   C2    117.72  3.000
 OHT  C6    C1   C7    121.40  3.000
 OHT  C2    C1   C7    120.83  3.000
 OHT  H2    C2   C3    118.92  3.000
 OHT  H2    C2   C1    119.59  3.000
 OHT  C3    C2   C1    121.48  3.000
 OHT  H3    C3   C4    120.35  3.000
 OHT  H3    C3   C2    119.69  3.000
 OHT  C4    C3   C2    119.96  3.000
 OHT  C5    C4   O4    117.87  3.000
 OHT  C5    C4   C3    119.35  3.000
 OHT  O4    C4   C3    122.78  3.000
 OHT  HO4   O4   C4    110.50  3.000
 OHT  H5    C5   C6    120.31  3.000
 OHT  H5    C5   C4    119.79  3.000
 OHT  C6    C5   C4    119.90  3.000
 OHT  H6    C6   C5    118.96  3.000
 OHT  H6    C6   C1    119.46  3.000
 OHT  C5    C6   C1    121.57  3.000
 OHT  C22   C17  C18   117.49  3.000
 OHT  C22   C17  C7    121.70  3.000
 OHT  C18   C17  C7    120.78  3.000
 OHT  H18   C18  C19   118.84  3.000
 OHT  H18   C18  C17   119.70  3.000
 OHT  C19   C18  C17   121.45  3.000
 OHT  H19   C19  C20   119.39  3.000
 OHT  H19   C19  C18   120.30  3.000
 OHT  C20   C19  C18   120.31  3.000
 OHT  C21   C20  O20   124.61  3.000
 OHT  C21   C20  C19   119.01  3.000
 OHT  O20   C20  C19   116.37  3.000
 OHT  C23   O20  C20   118.90  3.000
 OHT  H232  C23  H231  107.09  3.000
 OHT  H232  C23  C24   108.29  3.000
 OHT  H231  C23  C24   111.58  3.000
 OHT  H232  C23  O20   110.72  3.000
 OHT  H231  C23  O20   110.60  3.000
 OHT  C24   C23  O20   108.53  3.000
 OHT  H242  C24  H241  106.29  3.000
 OHT  H242  C24  N24   108.34  3.000
 OHT  H241  C24  N24   112.11  3.000
 OHT  H242  C24  C23   108.38  3.000
 OHT  H241  C24  C23   107.00  3.000
 OHT  N24   C24  C23   114.37  3.000
 OHT  C26   N24  C25   110.90  3.000
 OHT  C26   N24  C24   110.66  3.000
 OHT  C25   N24  C24   112.61  3.000
 OHT  H253  C25  H252  107.72  3.000
 OHT  H253  C25  H251  107.69  3.000
 OHT  H252  C25  H251  107.20  3.000
 OHT  H253  C25  N24   113.14  3.000
 OHT  H252  C25  N24   111.17  3.000
 OHT  H251  C25  N24   109.68  3.000
 OHT  H263  C26  H262  107.71  3.000
 OHT  H263  C26  H261  107.79  3.000
 OHT  H262  C26  H261  107.56  3.000
 OHT  H263  C26  N24   110.18  3.000
 OHT  H262  C26  N24   113.46  3.000
 OHT  H261  C26  N24   109.94  3.000
 OHT  H21   C21  C22   118.60  3.000
 OHT  H21   C21  C20   121.59  3.000
 OHT  C22   C21  C20   119.81  3.000
 OHT  H22   C22  C21   118.55  3.000
 OHT  H22   C22  C17   119.55  3.000
 OHT  C21   C22  C17   121.89  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
 OHT  CONST_01  C14   C15  C16  C11    0.00   0.0  0
 OHT  CONST_02  C14   C13  C12  C11    0.00   0.0  0
 OHT  CONST_03  C13   C12  C11  C16    0.00   0.0  0
 OHT  CONST_04  C13   C14  C15  C16    0.00   0.0  0
 OHT  CONST_05  C12   C11  C16  C15    0.00   0.0  0
 OHT  CONST_06  C12   C13  C14  C15    0.00   0.0  0
 OHT  CONST_07  C4    C3   C2   C1     0.00   0.0  0
 OHT  CONST_08  C4    C5   C6   C1     0.00   0.0  0
 OHT  CONST_09  C5    C6   C1   C2     0.00   0.0  0
 OHT  CONST_10  C5    C4   C3   C2     0.00   0.0  0
 OHT  CONST_11  C6    C1   C2   C3     0.00   0.0  0
 OHT  CONST_12  C6    C5   C4   C3     0.00   0.0  0
 OHT  CONST_13  C20   C19  C18  C17    0.00   0.0  0
 OHT  CONST_14  C20   C21  C22  C17    0.00   0.0  0
 OHT  CONST_15  C21   C22  C17  C18    0.00   0.0  0
 OHT  CONST_16  C21   C20  C19  C18    0.00   0.0  0
 OHT  CONST_17  C22   C17  C18  C19    0.00   0.0  0
 OHT  CONST_18  C22   C21  C20  C19    0.00   0.0  0
 OHT  CONST_19  C15   C16  C11  C8   180.00   0.0  0
 OHT  CONST_20  C13   C12  C11  C8   180.00   0.0  0
 OHT  CONST_21  C3    C2   C1   C7   180.00   0.0  0
 OHT  CONST_22  C5    C6   C1   C7   180.00   0.0  0
 OHT  CONST_23  C19   C18  C17  C7   180.00   0.0  0
 OHT  CONST_24  C21   C22  C17  C7   180.00   0.0  0
 OHT  CONST_25  O4    C4   C3   C2   180.00   0.0  0
 OHT  CONST_26  C6    C5   C4   O4   180.00   0.0  0
 OHT  CONST_27  O20   C20  C19  C18  180.00   0.0  0
 OHT  CONST_28  C22   C21  C20  O20  180.00   0.0  0
 OHT  CONST_29  H15   C15  C16  C11  180.00   0.0  0
 OHT  CONST_30  H13   C13  C12  C11  180.00   0.0  0
 OHT  CONST_31  H12   C12  C11  C16  180.00   0.0  0
 OHT  CONST_32  H14   C14  C15  C16  180.00   0.0  0
 OHT  CONST_33  H16   C16  C15  C14  180.00   0.0  0
 OHT  CONST_34  H3    C3   C2   C1   180.00   0.0  0
 OHT  CONST_35  H5    C5   C6   C1   180.00   0.0  0
 OHT  CONST_36  H6    C6   C1   C2   180.00   0.0  0
 OHT  CONST_37  H2    C2   C3   C4   180.00   0.0  0
 OHT  CONST_38  H19   C19  C18  C17  180.00   0.0  0
 OHT  CONST_39  H21   C21  C22  C17  180.00   0.0  0
 OHT  CONST_40  H22   C22  C17  C18  180.00   0.0  0
 OHT  CONST_41  H18   C18  C19  C20  180.00   0.0  0
 OHT  Var_01    C18   C17  C7   C1   -47.58  30.0  2
 OHT  Var_02    C17   C7   C1   C2   -59.01  30.0  2
 OHT  Var_03    C1    C7   C8   C11  171.49   0.0  2
 OHT  Var_04    C16   C11  C8   C9   -45.53  30.0  2
 OHT  Var_05    C21   C20  O20  C23    1.88  30.0  2
 OHT  Var_06    C11   C8   C9   C10  103.93  30.0  3
 OHT  Var_07    C24   C23  O20  C20  176.26  30.0  3
 OHT  Var_08    N24   C24  C23  O20   60.98  30.0  3
 OHT  Var_09    C25   N24  C24  C23   67.83  30.0  3
 OHT  Var_10    H101  C10  C9   C8    61.75  30.0  3
 OHT  Var_11    H251  C25  N24  C24  179.63  30.0  3
 OHT  Var_12    H261  C26  N24  C24  177.66  30.0  3

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
 OHT  plan-1  C8   0.020
 OHT  plan-1  C11  0.020
 OHT  plan-1  C16  0.020
 OHT  plan-1  C15  0.020
 OHT  plan-1  C14  0.020
 OHT  plan-1  C13  0.020
 OHT  plan-1  C12  0.020
 OHT  plan-1  H16  0.020
 OHT  plan-1  H15  0.020
 OHT  plan-1  H14  0.020
 OHT  plan-1  H13  0.020
 OHT  plan-1  H12  0.020
 OHT  plan-2  C7   0.020
 OHT  plan-2  C1   0.020
 OHT  plan-2  C2   0.020
 OHT  plan-2  C3   0.020
 OHT  plan-2  C4   0.020
 OHT  plan-2  O4   0.020
 OHT  plan-2  C5   0.020
 OHT  plan-2  C6   0.020
 OHT  plan-2  H2   0.020
 OHT  plan-2  H3   0.020
 OHT  plan-2  H5   0.020
 OHT  plan-2  H6   0.020
 OHT  plan-3  C7   0.020
 OHT  plan-3  C17  0.020
 OHT  plan-3  C18  0.020
 OHT  plan-3  C19  0.020
 OHT  plan-3  C20  0.020
 OHT  plan-3  O20  0.020
 OHT  plan-3  C21  0.020
 OHT  plan-3  C22  0.020
 OHT  plan-3  H18  0.020
 OHT  plan-3  H19  0.020
 OHT  plan-3  H21  0.020
 OHT  plan-3  H22  0.020
 OHT  plan-4  C9   0.020
 OHT  plan-4  C8   0.020
 OHT  plan-4  C11  0.020
 OHT  plan-4  C7   0.020
 OHT  plan-4  C1   0.020
 OHT  plan-4  C17  0.020

