# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 12:55:10 2022
#   Inital geometry file: a 145 line input string
#   Ligand name: 2-{4-[(1E)-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanaminium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC\C(c1ccccc1)=C(c2ccccc2)/c3ccc(OCC[NH+](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
 TAX  TAX  2-{4-[(1E)-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanaminium  ligand  58  28  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_TAX
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
 TAX  CA    C  CH2   0  -0.520  -1.6414   2.6875  -0.0080
 TAX  CB    C  CH3   0  -0.661  -1.2028   3.0764   1.4034
 TAX  CA1   C  CH2   0  -0.230   4.9763   0.8838  -0.9056
 TAX  CB1   C  CH2   0  -0.337   6.4267   0.8133  -0.4993
 TAX  C1    C  CR6   0   0.381   2.8630   0.3763   0.0639
 TAX  C2    C  CR16  0  -0.330   2.1623  -0.1550   1.1467
 TAX  C3    C  CR16  0  -0.269   0.7826  -0.2130   1.1152
 TAX  C5    C  CR16  0  -0.281   0.7761   0.7743  -1.0558
 TAX  C6    C  CR16  0  -0.370   2.1650   0.8358  -1.0464
 TAX  C4    C  CR6   0   0.021   0.0596   0.2666   0.0203
 TAX  C7    C  C     0   0.046  -1.4226   0.1856   0.0021
 TAX  C8    C  CR6   0   0.029  -1.9641  -1.1887   0.1380
 TAX  C9    C  CR16  0  -0.292  -1.4605  -2.2235  -0.6511
 TAX  C10   C  CR16  0  -0.241  -1.9509  -3.5156  -0.5284
 TAX  C11   C  CR16  0  -0.272  -2.9383  -3.8018   0.4056
 TAX  C12   C  CR16  0  -0.241  -3.4277  -2.7851   1.2160
 TAX  C13   C  CR16  0  -0.281  -2.9451  -1.4919   1.0826
 TAX  C14   C  C     0   0.070  -2.2008   1.2809  -0.0905
 TAX  C15   C  CR6   0   0.019  -3.6702   1.1823  -0.2595
 TAX  C16   C  CR16  0  -0.304  -4.5348   1.9276   0.5444
 TAX  C17   C  CR16  0  -0.240  -5.9097   1.8531   0.3736
 TAX  C18   C  CR16  0  -0.272  -6.4474   1.0478  -0.6218
 TAX  C19   C  CR16  0  -0.238  -5.5968   0.3214  -1.4457
 TAX  C20   C  CR16  0  -0.279  -4.2237   0.3878  -1.2647
 TAX  NI    N  NT1   1  -0.506   6.8577  -0.5537  -0.0811
 TAX  C21   C  CH3   0  -0.548   6.6630  -1.5765  -1.1388
 TAX  C22   C  CH3   0  -0.537   8.2681  -0.5293   0.3827
 TAX  HA1   H  HCH2  0   0.242  -2.3995   3.3915  -0.3550
 TAX  HA2   H  HCH2  0   0.257  -0.7968   2.8060  -0.6863
 TAX  HB1   H  HCH3  0   0.232  -0.8525   4.1091   1.4234
 TAX  HB2   H  HCH3  0   0.227  -2.0205   2.9887   2.1194
 TAX  HB3   H  HCH3  0   0.232  -0.3896   2.4412   1.7535
 TAX  HA11  H  HCH2  0   0.256   4.7811   0.3064  -1.8147
 TAX  HA12  H  HCH2  0   0.278   4.7530   1.9319  -1.1302
 TAX  HB11  H  HCH2  0   0.312   7.0584   1.1172  -1.3331
 TAX  HB12  H  HCH2  0   0.315   6.6224   1.4750   0.3432
 TAX  H2    H  HCR6  0   0.265   2.7057  -0.5217   2.0086
 TAX  H3    H  HCR6  0   0.253   0.2561  -0.6325   1.9637
 TAX  H5    H  HCR6  0   0.260   0.2484   1.1289  -1.9325
 TAX  H6    H  HCR6  0   0.283   2.6712   1.2412  -1.9118
 TAX  H9    H  HCR6  0   0.245  -0.6835  -2.0159  -1.3772
 TAX  H10   H  HCR6  0   0.253  -1.5584  -4.3006  -1.1622
 TAX  H11   H  HCR6  0   0.254  -3.3170  -4.8107   0.5072
 TAX  H12   H  HCR6  0   0.253  -4.1854  -2.9993   1.9591
 TAX  H13   H  HCR6  0   0.248  -3.3310  -0.7089   1.7226
 TAX  H16   H  HCR6  0   0.250  -4.1332   2.5640   1.3233
 TAX  H17   H  HCR6  0   0.254  -6.5614   2.4291   1.0180
 TAX  H18   H  HCR6  0   0.254  -7.5194   0.9941  -0.7613
 TAX  H19   H  HCR6  0   0.253  -6.0046  -0.2947  -2.2371
 TAX  H20   H  HCR6  0   0.246  -3.5704  -0.1767  -1.9175
 TAX  HI    H  HNT1  0   0.468   6.2835  -0.8260   0.7193
 TAX  H211  H  HCH3  0   0.292   7.1901  -1.2597  -2.0347
 TAX  H212  H  HCH3  0   0.302   7.0648  -2.5200  -0.7843
 TAX  H213  H  HCH3  0   0.295   5.6053  -1.6970  -1.3475
 TAX  H221  H  HCH3  0   0.296   8.3650   0.1996   1.1812
 TAX  H222  H  HCH3  0   0.298   8.5341  -1.5163   0.7480
 TAX  H223  H  HCH3  0   0.290   8.9061  -0.2535  -0.4523
 TAX  OL    O  O2    0  -0.483   4.2112   0.4046   0.1786

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
 TAX  CA   CB    single    1.528  0.020  1.528
 TAX  CA   C14   single    1.516  0.020  1.516
 TAX  CA   HA1   single    0.970  0.020  1.090
 TAX  CA   HA2   single    0.970  0.020  1.090
 TAX  CB   HB1   single    0.970  0.020  1.090
 TAX  CB   HB2   single    0.970  0.020  1.090
 TAX  CB   HB3   single    0.970  0.020  1.090
 TAX  OL   CA1   single    1.411  0.020  1.411
 TAX  OL   C1    single    1.353  0.020  1.353
 TAX  CA1  CB1   single    1.508  0.020  1.508
 TAX  CA1  HA11  single    0.970  0.020  1.090
 TAX  CA1  HA12  single    0.970  0.020  1.090
 TAX  CB1  NI    single    1.493  0.020  1.493
 TAX  CB1  HB11  single    0.970  0.020  1.090
 TAX  CB1  HB12  single    0.970  0.020  1.090
 TAX  C1   C2    aromatic  1.395  0.020  1.395
 TAX  C1   C6    aromatic  1.390  0.020  1.390
 TAX  C2   C3    aromatic  1.381  0.020  1.381
 TAX  C2   H2    single    0.930  0.020  1.080
 TAX  C3   C4    aromatic  1.397  0.020  1.397
 TAX  C3   H3    single    0.930  0.020  1.080
 TAX  C5   C6    aromatic  1.390  0.020  1.390
 TAX  C5   C4    aromatic  1.389  0.020  1.389
 TAX  C5   H5    single    0.930  0.020  1.080
 TAX  C6   H6    single    0.930  0.020  1.080
 TAX  C4   C7    single    1.484  0.020  1.484
 TAX  C7   C8    single    1.483  0.020  1.483
 TAX  C7   C14   double    1.347  0.020  1.347
 TAX  C8   C9    aromatic  1.395  0.020  1.395
 TAX  C8   C13   aromatic  1.395  0.020  1.395
 TAX  C9   C10   aromatic  1.387  0.020  1.387
 TAX  C9   H9    single    0.930  0.020  1.080
 TAX  C10  C11   aromatic  1.389  0.020  1.389
 TAX  C10  H10   single    0.930  0.020  1.080
 TAX  C11  C12   aromatic  1.389  0.020  1.389
 TAX  C11  H11   single    0.930  0.020  1.080
 TAX  C12  C13   aromatic  1.387  0.020  1.387
 TAX  C12  H12   single    0.930  0.020  1.080
 TAX  C13  H13   single    0.930  0.020  1.080
 TAX  C14  C15   single    1.482  0.020  1.482
 TAX  C15  C16   aromatic  1.396  0.020  1.396
 TAX  C15  C20   aromatic  1.396  0.020  1.396
 TAX  C16  C17   aromatic  1.387  0.020  1.387
 TAX  C16  H16   single    0.930  0.020  1.080
 TAX  C17  C18   aromatic  1.389  0.020  1.389
 TAX  C17  H17   single    0.930  0.020  1.080
 TAX  C18  C19   aromatic  1.389  0.020  1.389
 TAX  C18  H18   single    0.930  0.020  1.080
 TAX  C19  C20   aromatic  1.387  0.020  1.387
 TAX  C19  H19   single    0.930  0.020  1.080
 TAX  C20  H20   single    0.930  0.020  1.080
 TAX  NI   C21   single    1.484  0.020  1.484
 TAX  NI   C22   single    1.485  0.020  1.485
 TAX  NI   HI    single    0.890  0.020  1.040
 TAX  C21  H211  single    0.970  0.020  1.090
 TAX  C21  H212  single    0.970  0.020  1.090
 TAX  C21  H213  single    0.970  0.020  1.090
 TAX  C22  H221  single    0.970  0.020  1.090
 TAX  C22  H222  single    0.970  0.020  1.090
 TAX  C22  H223  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
 TAX  HA2   CA   HA1   105.69  3.000
 TAX  HA2   CA   C14   110.67  3.000
 TAX  HA1   CA   C14   108.96  3.000
 TAX  HA2   CA   CB    108.95  3.000
 TAX  HA1   CA   CB    109.21  3.000
 TAX  C14   CA   CB    113.09  3.000
 TAX  HB3   CB   HB2   107.56  3.000
 TAX  HB3   CB   HB1   107.84  3.000
 TAX  HB2   CB   HB1   107.76  3.000
 TAX  HB3   CB   CA    111.26  3.000
 TAX  HB2   CB   CA    111.76  3.000
 TAX  HB1   CB   CA    110.49  3.000
 TAX  HA12  CA1  HA11  107.35  3.000
 TAX  HA12  CA1  CB1   107.23  3.000
 TAX  HA11  CA1  CB1   111.76  3.000
 TAX  HA12  CA1  OL    111.85  3.000
 TAX  HA11  CA1  OL    111.24  3.000
 TAX  CB1   CA1  OL    107.38  3.000
 TAX  HB12  CB1  HB11  108.57  3.000
 TAX  HB12  CB1  NI    106.72  3.000
 TAX  HB11  CB1  NI    107.60  3.000
 TAX  HB12  CB1  CA1   110.67  3.000
 TAX  HB11  CB1  CA1   109.78  3.000
 TAX  NI    CB1  CA1   113.33  3.000
 TAX  C6    C1   C2    119.59  3.000
 TAX  C6    C1   OL    124.14  3.000
 TAX  C2    C1   OL    116.27  3.000
 TAX  H2    C2   C3    120.34  3.000
 TAX  H2    C2   C1    119.66  3.000
 TAX  C3    C2   C1    120.00  3.000
 TAX  H3    C3   C4    119.69  3.000
 TAX  H3    C3   C2    118.94  3.000
 TAX  C4    C3   C2    121.36  3.000
 TAX  H5    C5   C4    119.71  3.000
 TAX  H5    C5   C6    118.54  3.000
 TAX  C4    C5   C6    121.75  3.000
 TAX  H6    C6   C5    118.61  3.000
 TAX  H6    C6   C1    121.88  3.000
 TAX  C5    C6   C1    119.51  3.000
 TAX  C7    C4   C5    121.70  3.000
 TAX  C7    C4   C3    120.51  3.000
 TAX  C5    C4   C3    117.76  3.000
 TAX  C14   C7   C8    123.29  3.000
 TAX  C14   C7   C4    122.23  3.000
 TAX  C8    C7   C4    114.45  3.000
 TAX  C13   C8   C9    118.39  3.000
 TAX  C13   C8   C7    121.33  3.000
 TAX  C9    C8   C7    120.23  3.000
 TAX  H9    C9   C10   119.42  3.000
 TAX  H9    C9   C8    119.71  3.000
 TAX  C10   C9   C8    120.87  3.000
 TAX  H10   C10  C11   120.13  3.000
 TAX  H10   C10  C9    119.69  3.000
 TAX  C11   C10  C9    120.17  3.000
 TAX  H11   C11  C12   120.27  3.000
 TAX  H11   C11  C10   120.26  3.000
 TAX  C12   C11  C10   119.46  3.000
 TAX  H12   C12  C13   119.61  3.000
 TAX  H12   C12  C11   120.14  3.000
 TAX  C13   C12  C11   120.25  3.000
 TAX  H13   C13  C12   119.58  3.000
 TAX  H13   C13  C8    119.59  3.000
 TAX  C12   C13  C8    120.83  3.000
 TAX  C15   C14  C7    121.77  3.000
 TAX  C15   C14  CA    115.70  3.000
 TAX  C7    C14  CA    122.52  3.000
 TAX  C20   C15  C16   118.23  3.000
 TAX  C20   C15  C14   120.87  3.000
 TAX  C16   C15  C14   120.84  3.000
 TAX  H16   C16  C17   119.18  3.000
 TAX  H16   C16  C15   119.88  3.000
 TAX  C17   C16  C15   120.94  3.000
 TAX  H17   C17  C18   120.14  3.000
 TAX  H17   C17  C16   119.66  3.000
 TAX  C18   C17  C16   120.20  3.000
 TAX  H18   C18  C19   120.27  3.000
 TAX  H18   C18  C17   120.30  3.000
 TAX  C19   C18  C17   119.43  3.000
 TAX  H19   C19  C20   119.71  3.000
 TAX  H19   C19  C18   120.03  3.000
 TAX  C20   C19  C18   120.26  3.000
 TAX  H20   C20  C19   119.61  3.000
 TAX  H20   C20  C15   119.46  3.000
 TAX  C19   C20  C15   120.93  3.000
 TAX  HI    NI   C22   107.06  3.000
 TAX  HI    NI   C21   107.51  3.000
 TAX  C22   NI   C21   111.00  3.000
 TAX  HI    NI   CB1   107.53  3.000
 TAX  C22   NI   CB1   110.28  3.000
 TAX  C21   NI   CB1   113.17  3.000
 TAX  H213  C21  H212  109.11  3.000
 TAX  H213  C21  H211  110.28  3.000
 TAX  H212  C21  H211  110.07  3.000
 TAX  H213  C21  NI    109.97  3.000
 TAX  H212  C21  NI    108.53  3.000
 TAX  H211  C21  NI    108.85  3.000
 TAX  H223  C22  H222  110.22  3.000
 TAX  H223  C22  H221  110.03  3.000
 TAX  H222  C22  H221  109.95  3.000
 TAX  H223  C22  NI    108.78  3.000
 TAX  H222  C22  NI    108.84  3.000
 TAX  H221  C22  NI    109.00  3.000
 TAX  C1    OL   CA1   118.83  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
 TAX  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 TAX  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 TAX  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 TAX  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 TAX  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 TAX  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 TAX  CONST_07  C11   C10  C9   C8      0.00   0.0  0
 TAX  CONST_08  C11   C12  C13  C8      0.00   0.0  0
 TAX  CONST_09  C12   C13  C8   C9      0.00   0.0  0
 TAX  CONST_10  C12   C11  C10  C9      0.00   0.0  0
 TAX  CONST_11  C13   C8   C9   C10     0.00   0.0  0
 TAX  CONST_12  C13   C12  C11  C10     0.00   0.0  0
 TAX  CONST_13  C18   C17  C16  C15     0.00   0.0  0
 TAX  CONST_14  C18   C19  C20  C15     0.00   0.0  0
 TAX  CONST_15  C19   C20  C15  C16     0.00   0.0  0
 TAX  CONST_16  C19   C18  C17  C16     0.00   0.0  0
 TAX  CONST_17  C20   C15  C16  C17     0.00   0.0  0
 TAX  CONST_18  C20   C19  C18  C17     0.00   0.0  0
 TAX  CONST_19  C3    C2   C1   OL    180.00   0.0  0
 TAX  CONST_20  C5    C6   C1   OL    180.00   0.0  0
 TAX  CONST_21  C7    C4   C3   C2    180.00   0.0  0
 TAX  CONST_22  C7    C4   C5   C6    180.00   0.0  0
 TAX  CONST_23  C10   C9   C8   C7    180.00   0.0  0
 TAX  CONST_24  C12   C13  C8   C7    180.00   0.0  0
 TAX  CONST_25  C17   C16  C15  C14   180.00   0.0  0
 TAX  CONST_26  C19   C20  C15  C14   180.00   0.0  0
 TAX  CONST_27  H3    C3   C2   C1    180.00   0.0  0
 TAX  CONST_28  H5    C5   C6   C1    180.00   0.0  0
 TAX  CONST_29  H6    C6   C1   C2    180.00   0.0  0
 TAX  CONST_30  H2    C2   C1   C6    180.00   0.0  0
 TAX  CONST_31  H10   C10  C9   C8    180.00   0.0  0
 TAX  CONST_32  H12   C12  C13  C8    180.00   0.0  0
 TAX  CONST_33  H13   C13  C8   C9    180.00   0.0  0
 TAX  CONST_34  H11   C11  C10  C9    180.00   0.0  0
 TAX  CONST_35  H9    C9   C10  C11   180.00   0.0  0
 TAX  CONST_36  H17   C17  C16  C15   180.00   0.0  0
 TAX  CONST_37  H19   C19  C20  C15   180.00   0.0  0
 TAX  CONST_38  H20   C20  C15  C16   180.00   0.0  0
 TAX  CONST_39  H18   C18  C17  C16   180.00   0.0  0
 TAX  CONST_40  H16   C16  C17  C18   180.00   0.0  0
 TAX  Var_01    C8    C7   C4   C3    -58.40  30.0  2
 TAX  Var_02    C9    C8   C7   C4    -48.48  30.0  2
 TAX  Var_03    C15   C14  C7   C4    173.07   0.0  2
 TAX  Var_04    C16   C15  C14  CA    -47.72  30.0  2
 TAX  Var_05    C2    C1   OL   CA1   177.62  30.0  2
 TAX  Var_06    HA11  CA1  OL   C1    -57.91  30.0  3
 TAX  Var_07    NI    CB1  CA1  OL     56.17  30.0  3
 TAX  Var_08    C21   NI   CB1  CA1    58.45  30.0  3
 TAX  Var_09    H211  C21  NI   CB1    56.13  30.0  3
 TAX  Var_10    H221  C22  NI   CB1    56.01  30.0  3
 TAX  Var_11    HB1   CB   CA   C14  -177.32  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
 TAX  plan-1  C1   0.020
 TAX  plan-1  C2   0.020
 TAX  plan-1  C3   0.020
 TAX  plan-1  C5   0.020
 TAX  plan-1  C6   0.020
 TAX  plan-1  C4   0.020
 TAX  plan-1  C7   0.020
 TAX  plan-1  H2   0.020
 TAX  plan-1  H3   0.020
 TAX  plan-1  H5   0.020
 TAX  plan-1  H6   0.020
 TAX  plan-1  OL   0.020
 TAX  plan-2  C7   0.020
 TAX  plan-2  C8   0.020
 TAX  plan-2  C9   0.020
 TAX  plan-2  C10  0.020
 TAX  plan-2  C11  0.020
 TAX  plan-2  C12  0.020
 TAX  plan-2  C13  0.020
 TAX  plan-2  H9   0.020
 TAX  plan-2  H10  0.020
 TAX  plan-2  H11  0.020
 TAX  plan-2  H12  0.020
 TAX  plan-2  H13  0.020
 TAX  plan-3  C14  0.020
 TAX  plan-3  C15  0.020
 TAX  plan-3  C16  0.020
 TAX  plan-3  C17  0.020
 TAX  plan-3  C18  0.020
 TAX  plan-3  C19  0.020
 TAX  plan-3  C20  0.020
 TAX  plan-3  H16  0.020
 TAX  plan-3  H17  0.020
 TAX  plan-3  H18  0.020
 TAX  plan-3  H19  0.020
 TAX  plan-3  H20  0.020
 TAX  plan-4  CA   0.020
 TAX  plan-4  C4   0.020
 TAX  plan-4  C7   0.020
 TAX  plan-4  C8   0.020
 TAX  plan-4  C14  0.020
 TAX  plan-4  C15  0.020

