# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 23:47:39 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 2-{2-[4-(1,1,3,3-tetramethylbutyl)phenoxy]ethoxy}ethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)CC(C)(C)c1ccc(OCCOCCO)cc1
#
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
 TON  TON  2-{2-[4-(1,1,3,3-tetramethylbutyl)phenoxy]ethoxy}ethanol  ligand  51  21  .  2021-08-23  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TON
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
 TON  C13   C  CR16  0  -0.296   1.5568  -0.4165   0.7560
 TON  C14   C  CR16  0  -0.334   1.5106  -0.1799  -0.6035
 TON  C15   C  CR6   0   0.366   0.4372   0.5157  -1.1626
 TON  O1    O  O2    0  -0.475   0.4703   0.7036  -2.4978
 TON  C1    C  CH2   0  -0.219  -0.5939   1.4059  -3.1114
 TON  C2    C  CH2   0  -0.158  -0.3052   1.5178  -4.5848
 TON  O2    O  O2    0  -0.485  -0.3201   0.2429  -5.1701
 TON  C3    C  CH2   0  -0.161  -0.0155   0.2756  -6.5426
 TON  C4    C  CH2   0  -0.185  -0.0523  -1.1186  -7.1134
 TON  O3    O  OH1   0  -0.672  -1.3706  -1.6143  -7.0669
 TON  C16   C  CR16  0  -0.368  -0.5718   0.9638  -0.3217
 TON  C17   C  CR16  0  -0.329  -0.5035   0.7118   1.0478
 TON  C18   C  CR6   0   0.179   0.5478   0.0118   1.6285
 TON  C5    C  CT    0  -0.154   0.6794  -0.2556   3.1371
 TON  C8    C  CH3   0  -0.643   1.8824   0.5733   3.6200
 TON  C7    C  CH3   0  -0.654   0.9736  -1.7449   3.3564
 TON  C6    C  CH2   0  -0.384  -0.6189   0.1791   3.8548
 TON  C9    C  CT    0  -0.086  -0.9557  -0.1696   5.3278
 TON  C12   C  CH3   0  -0.652   0.1756   0.0769   6.3266
 TON  C11   C  CH3   0  -0.642  -1.4514  -1.6131   5.4782
 TON  C10   C  CH3   0  -0.641  -2.1247   0.7508   5.7095
 TON  H13   H  HCR6  0   0.246   2.4176  -0.9517   1.1380
 TON  H14   H  HCR6  0   0.255   2.3109  -0.5330  -1.2425
 TON  H11   H  HCH2  0   0.230  -1.5472   0.8902  -2.9467
 TON  H12   H  HCH2  0   0.232  -0.6884   2.4173  -2.7001
 TON  H21   H  HCH2  0   0.214  -1.0691   2.1711  -5.0292
 TON  H22   H  HCH2  0   0.209   0.6641   2.0138  -4.7380
 TON  H31   H  HCH2  0   0.203  -0.7208   0.9206  -7.0868
 TON  H32   H  HCH2  0   0.206   0.9886   0.6884  -6.7120
 TON  H41   H  HCH2  0   0.203   0.3274  -1.0569  -8.1411
 TON  H42   H  HCH2  0   0.201   0.6437  -1.7590  -6.5558
 TON  HO3   H  HOH1  0   0.455  -1.3709  -2.4960  -7.4495
 TON  H162  H  HCR6  0   0.273  -1.4253   1.5102  -0.7001
 TON  H17   H  HCR6  0   0.250  -1.3164   1.0920   1.6496
 TON  H81   H  HCH3  0   0.223   1.7041   1.6412   3.4793
 TON  H82   H  HCH3  0   0.235   2.0996   0.4047   4.6725
 TON  H83   H  HCH3  0   0.227   2.7825   0.3129   3.0603
 TON  H71   H  HCH3  0   0.228   0.1333  -2.3686   3.0480
 TON  H72   H  HCH3  0   0.233   1.8484  -2.0711   2.7941
 TON  H73   H  HCH3  0   0.230   1.1854  -1.9537   4.4048
 TON  H61   H  HCH2  0   0.220  -1.4650  -0.2079   3.2770
 TON  H62   H  HCH2  0   0.219  -0.6757   1.2697   3.7645
 TON  H121  H  HCH3  0   0.225  -0.1921  -0.0720   7.3449
 TON  H122  H  HCH3  0   0.224   1.0128  -0.6076   6.1852
 TON  H123  H  HCH3  0   0.222   0.5613   1.0960   6.2629
 TON  H111  H  HCH3  0   0.229  -0.6659  -2.3522   5.3316
 TON  H112  H  HCH3  0   0.220  -1.8538  -1.7682   6.4823
 TON  H113  H  HCH3  0   0.218  -2.2485  -1.8307   4.7636
 TON  H101  H  HCH3  0   0.221  -1.8226   1.8004   5.6994
 TON  H102  H  HCH3  0   0.221  -2.9618   0.6413   5.0158
 TON  H103  H  HCH3  0   0.222  -2.4945   0.5186   6.7108

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
 TON  C13  C14   aromatic  1.381  0.020  1.381
 TON  C13  C18   aromatic  1.401  0.020  1.401
 TON  C13  H13   single    0.930  0.020  1.080
 TON  C14  C15   aromatic  1.396  0.020  1.396
 TON  C14  H14   single    0.930  0.020  1.080
 TON  C15  O1    single    1.349  0.020  1.349
 TON  C15  C16   aromatic  1.388  0.020  1.388
 TON  O1   C1    single    1.415  0.020  1.415
 TON  C1   C2    single    1.506  0.020  1.506
 TON  C1   H11   single    0.970  0.020  1.090
 TON  C1   H12   single    0.970  0.020  1.090
 TON  C2   O2    single    1.403  0.020  1.403
 TON  C2   H21   single    0.970  0.020  1.090
 TON  C2   H22   single    0.970  0.020  1.090
 TON  O2   C3    single    1.406  0.020  1.406
 TON  C3   C4    single    1.507  0.020  1.507
 TON  C3   H31   single    0.970  0.020  1.090
 TON  C3   H32   single    0.970  0.020  1.090
 TON  C4   O3    single    1.409  0.020  1.409
 TON  C4   H41   single    0.970  0.020  1.090
 TON  C4   H42   single    0.970  0.020  1.090
 TON  O3   HO3   single    0.850  0.020  0.980
 TON  C16  C17   aromatic  1.394  0.020  1.394
 TON  C16  H162  single    0.930  0.020  1.080
 TON  C17  C18   aromatic  1.390  0.020  1.390
 TON  C17  H17   single    0.930  0.020  1.080
 TON  C18  C5    single    1.538  0.020  1.538
 TON  C5   C8    single    1.539  0.020  1.539
 TON  C5   C7    single    1.534  0.020  1.534
 TON  C5   C6    single    1.546  0.020  1.546
 TON  C8   H81   single    0.970  0.020  1.090
 TON  C8   H82   single    0.970  0.020  1.090
 TON  C8   H83   single    0.970  0.020  1.090
 TON  C7   H71   single    0.970  0.020  1.090
 TON  C7   H72   single    0.970  0.020  1.090
 TON  C7   H73   single    0.970  0.020  1.090
 TON  C6   C9    single    1.551  0.020  1.551
 TON  C6   H61   single    0.970  0.020  1.090
 TON  C6   H62   single    0.970  0.020  1.090
 TON  C9   C12   single    1.529  0.020  1.529
 TON  C9   C11   single    1.534  0.020  1.534
 TON  C9   C10   single    1.536  0.020  1.536
 TON  C12  H121  single    0.970  0.020  1.090
 TON  C12  H122  single    0.970  0.020  1.090
 TON  C12  H123  single    0.970  0.020  1.090
 TON  C11  H111  single    0.970  0.020  1.090
 TON  C11  H112  single    0.970  0.020  1.090
 TON  C11  H113  single    0.970  0.020  1.090
 TON  C10  H101  single    0.970  0.020  1.090
 TON  C10  H102  single    0.970  0.020  1.090
 TON  C10  H103  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
 TON  H13   C13  C18   120.25  3.000
 TON  H13   C13  C14   117.29  3.000
 TON  C18   C13  C14   122.46  3.000
 TON  H14   C14  C15   119.62  3.000
 TON  H14   C14  C13   120.02  3.000
 TON  C15   C14  C13   120.36  3.000
 TON  C16   C15  O1    124.93  3.000
 TON  C16   C15  C14   118.51  3.000
 TON  O1    C15  C14   116.56  3.000
 TON  C1    O1   C15   118.68  3.000
 TON  H12   C1   H11   107.62  3.000
 TON  H12   C1   C2    108.37  3.000
 TON  H11   C1   C2    110.41  3.000
 TON  H12   C1   O1    111.12  3.000
 TON  H11   C1   O1    110.82  3.000
 TON  C2    C1   O1    108.48  3.000
 TON  H22   C2   H21   106.76  3.000
 TON  H22   C2   O2    111.17  3.000
 TON  H21   C2   O2    111.35  3.000
 TON  H22   C2   C1    109.81  3.000
 TON  H21   C2   C1    107.85  3.000
 TON  O2    C2   C1    109.80  3.000
 TON  C3    O2   C2    112.57  3.000
 TON  H32   C3   H31   106.83  3.000
 TON  H32   C3   C4    108.15  3.000
 TON  H31   C3   C4    109.85  3.000
 TON  H32   C3   O2    110.92  3.000
 TON  H31   C3   O2    110.95  3.000
 TON  C4    C3   O2    110.05  3.000
 TON  H42   C4   H41   106.80  3.000
 TON  H42   C4   O3    111.78  3.000
 TON  H41   C4   O3    111.98  3.000
 TON  H42   C4   C3    109.38  3.000
 TON  H41   C4   C3    107.12  3.000
 TON  O3    C4   C3    109.62  3.000
 TON  HO3   O3   C4    108.05  3.000
 TON  H162  C16  C17   118.27  3.000
 TON  H162  C16  C15   121.66  3.000
 TON  C17   C16  C15   120.08  3.000
 TON  H17   C17  C18   120.90  3.000
 TON  H17   C17  C16   116.52  3.000
 TON  C18   C17  C16   122.58  3.000
 TON  C5    C18  C17   124.20  3.000
 TON  C5    C18  C13   119.75  3.000
 TON  C17   C18  C13   116.00  3.000
 TON  C6    C5   C7    111.58  3.000
 TON  C6    C5   C8    111.06  3.000
 TON  C7    C5   C8    109.16  3.000
 TON  C6    C5   C18   109.55  3.000
 TON  C7    C5   C18   109.00  3.000
 TON  C8    C5   C18   106.33  3.000
 TON  H83   C8   H82   107.13  3.000
 TON  H83   C8   H81   107.58  3.000
 TON  H82   C8   H81   107.99  3.000
 TON  H83   C8   C5    110.81  3.000
 TON  H82   C8   C5    112.10  3.000
 TON  H81   C8   C5    111.02  3.000
 TON  H73   C7   H72   106.44  3.000
 TON  H73   C7   H71   108.18  3.000
 TON  H72   C7   H71   107.53  3.000
 TON  H73   C7   C5    111.16  3.000
 TON  H72   C7   C5    111.77  3.000
 TON  H71   C7   C5    111.53  3.000
 TON  H62   C6   H61   105.56  3.000
 TON  H62   C6   C9    106.91  3.000
 TON  H61   C6   C9    104.71  3.000
 TON  H62   C6   C5    106.57  3.000
 TON  H61   C6   C5    107.73  3.000
 TON  C9    C6   C5    124.07  3.000
 TON  C10   C9   C11   107.07  3.000
 TON  C10   C9   C12   107.71  3.000
 TON  C11   C9   C12   109.08  3.000
 TON  C10   C9   C6    105.46  3.000
 TON  C11   C9   C6    112.02  3.000
 TON  C12   C9   C6    115.06  3.000
 TON  H123  C12  H122  107.89  3.000
 TON  H123  C12  H121  107.48  3.000
 TON  H122  C12  H121  107.07  3.000
 TON  H123  C12  C9    111.95  3.000
 TON  H122  C12  C9    112.47  3.000
 TON  H121  C12  C9    109.74  3.000
 TON  H113  C11  H112  107.71  3.000
 TON  H113  C11  H111  107.65  3.000
 TON  H112  C11  H111  107.04  3.000
 TON  H113  C11  C9    111.06  3.000
 TON  H112  C11  C9    110.04  3.000
 TON  H111  C11  C9    113.12  3.000
 TON  H103  C10  H102  107.53  3.000
 TON  H103  C10  H101  107.84  3.000
 TON  H102  C10  H101  107.60  3.000
 TON  H103  C10  C9    110.98  3.000
 TON  H102  C10  C9    111.42  3.000
 TON  H101  C10  C9    111.28  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
 TON  CONST_01  C16   C15  C14  C13     0.00   0.0  0
 TON  CONST_02  C16   C17  C18  C13     0.00   0.0  0
 TON  CONST_03  C17   C18  C13  C14     0.00   0.0  0
 TON  CONST_04  C17   C16  C15  C14     0.00   0.0  0
 TON  CONST_05  C18   C13  C14  C15     0.00   0.0  0
 TON  CONST_06  C18   C17  C16  C15     0.00   0.0  0
 TON  CONST_07  O1    C15  C14  C13   180.00   0.0  0
 TON  CONST_08  C5    C18  C13  C14   180.00   0.0  0
 TON  CONST_09  C17   C16  C15  O1    180.00   0.0  0
 TON  CONST_10  C5    C18  C17  C16   180.00   0.0  0
 TON  CONST_11  H17   C17  C18  C13   180.00   0.0  0
 TON  CONST_12  H162  C16  C15  C14   180.00   0.0  0
 TON  CONST_13  H13   C13  C14  C15   180.00   0.0  0
 TON  CONST_14  H14   C14  C15  C16   180.00   0.0  0
 TON  Var_01    C8    C5   C18  C13    65.73  30.0  2
 TON  Var_02    C16   C15  O1   C1     -0.11  30.0  2
 TON  Var_03    C2    C1   O1   C15   178.32  30.0  3
 TON  Var_04    C9    C6   C5   C18   168.49  30.0  3
 TON  Var_05    H81   C8   C5   C18    62.66  30.0  3
 TON  Var_06    H71   C7   C5   C18   -65.60  30.0  3
 TON  Var_07    O2    C2   C1   O1     65.54  30.0  3
 TON  Var_08    C4    C3   O2   C2   -179.80  30.0  3
 TON  Var_09    O3    C4   C3   O2     66.13  30.0  3
 TON  Var_10    C12   C9   C6   C5     47.18  30.0  3
 TON  Var_11    H121  C12  C9   C6    172.71  30.0  3
 TON  Var_12    H111  C11  C9   C6     70.88  30.0  3
 TON  Var_13    H101  C10  C9   C6    -64.85  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
 TON  plan-1  C13   0.020
 TON  plan-1  C14   0.020
 TON  plan-1  C15   0.020
 TON  plan-1  O1    0.020
 TON  plan-1  C16   0.020
 TON  plan-1  C17   0.020
 TON  plan-1  C18   0.020
 TON  plan-1  C5    0.020
 TON  plan-1  H13   0.020
 TON  plan-1  H14   0.020
 TON  plan-1  H162  0.020
 TON  plan-1  H17   0.020

