# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 11:46:28 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 3,6,9,12-tetraoxaicosan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCOCCOCCOCCOCCO
#
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
 OTE  OTE  3,6,9,12-tetraoxaicosan-1-ol  ligand  55  21  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_OTE
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
 OTE  C1    C  CH3   0  -0.663  -1.6188  -0.9394  10.7088
 OTE  C2    C  CH2   0  -0.419  -1.5347   0.0300   9.5379
 OTE  C3    C  CH2   0  -0.406  -0.8256  -0.5661   8.3274
 OTE  C4    C  CH2   0  -0.411  -0.7376   0.3937   7.1478
 OTE  C5    C  CH2   0  -0.411  -0.0374  -0.2061   5.9346
 OTE  C6    C  CH2   0  -0.424   0.0558   0.7625   4.7625
 OTE  C7    C  CH2   0  -0.462   0.7486   0.1626   3.5444
 OTE  C8    C  CH2   0  -0.120   0.8362   1.1587   2.4059
 OTE  O9    O  O2    0  -0.490   1.4778   0.5665   1.3014
 OTE  C10   C  CH2   0  -0.171   1.6616   1.4640   0.2371
 OTE  C11   C  CH2   0  -0.168   2.3398   0.7680  -0.9143
 OTE  O12   O  O2    0  -0.487   1.4677  -0.1777  -1.4806
 OTE  C13   C  CH2   0  -0.168   2.0652  -0.9120  -2.5184
 OTE  C14   C  CH2   0  -0.170   1.0386  -1.7909  -3.1845
 OTE  O15   O  O2    0  -0.485   0.0938  -0.9945  -3.8529
 OTE  C16   C  CH2   0  -0.169  -0.8600  -1.7534  -4.5511
 OTE  C17   C  CH2   0  -0.169  -1.8175  -0.8371  -5.2683
 OTE  O18   O  O2    0  -0.486  -1.1310  -0.1101  -6.2538
 OTE  C19   C  CH2   0  -0.159  -1.9714   0.7517  -6.9794
 OTE  C20   C  CH2   0  -0.184  -1.1666   1.5176  -7.9981
 OTE  O21   O  OH1   0  -0.672  -0.6625   0.6265  -8.9668
 OTE  H11   H  HCH3  0   0.216  -0.6246  -1.2350  11.0492
 OTE  H12   H  HCH3  0   0.226  -2.1418  -0.5006  11.5593
 OTE  H13   H  HCH3  0   0.215  -2.1532  -1.8490  10.4272
 OTE  H21A  H  HCH2  0   0.210  -2.5426   0.3421   9.2475
 OTE  H22   H  HCH2  0   0.210  -1.0139   0.9410   9.8487
 OTE  H31   H  HCH2  0   0.206   0.1834  -0.8788   8.6180
 OTE  H32   H  HCH2  0   0.206  -1.3473  -1.4782   8.0163
 OTE  H41   H  HCH2  0   0.207  -1.7468   0.7101   6.8619
 OTE  H42   H  HCH2  0   0.207  -0.2109   1.3035   7.4570
 OTE  H51   H  HCH2  0   0.209   0.9693  -0.5300   6.2198
 OTE  H52   H  HCH2  0   0.209  -0.5698  -1.1100   5.6187
 OTE  H61   H  HCH2  0   0.213  -0.9514   1.0897   4.4835
 OTE  H62   H  HCH2  0   0.213   0.5916   1.6637   5.0803
 OTE  H71   H  HCH2  0   0.220   1.7559  -0.1649   3.8195
 OTE  H72   H  HCH2  0   0.221   0.2035  -0.7271   3.2144
 OTE  H81   H  HCH2  0   0.192  -0.1720   1.4992   2.1264
 OTE  H82   H  HCH2  0   0.191   1.3876   2.0517   2.7370
 OTE  H101  H  HCH2  0   0.203   0.7023   1.8857  -0.0966
 OTE  H102  H  HCH2  0   0.205   2.2892   2.3133   0.5425
 OTE  H111  H  HCH2  0   0.207   2.6266   1.5289  -1.6534
 OTE  H112  H  HCH2  0   0.204   3.2698   0.2934  -0.5692
 OTE  H131  H  HCH2  0   0.204   2.5198  -0.2447  -3.2648
 OTE  H132  H  HCH2  0   0.208   2.8717  -1.5522  -2.1341
 OTE  H141  H  HCH2  0   0.207   1.5651  -2.4526  -3.8866
 OTE  H142  H  HCH2  0   0.205   0.5537  -2.4396  -2.4406
 OTE  H161  H  HCH2  0   0.204  -0.3742  -2.4261  -5.2730
 OTE  H162  H  HCH2  0   0.207  -1.4415  -2.3882  -3.8677
 OTE  H171  H  HCH2  0   0.206  -2.6117  -1.4547  -5.7114
 OTE  H172  H  HCH2  0   0.204  -2.3054  -0.1641  -4.5480
 OTE  H191  H  HCH2  0   0.201  -2.7730   0.1891  -7.4805
 OTE  H192  H  HCH2  0   0.203  -2.4619   1.4771  -6.3151
 OTE  H201  H  HCH2  0   0.202  -1.8310   2.2705  -8.4408
 OTE  H202  H  HCH2  0   0.200  -0.3623   2.0645  -7.4883
 OTE  H21   H  HOH1  0   0.455  -0.1431   1.1335  -9.5967

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
 OTE  C1   C2    single  1.523  0.020  1.523
 OTE  C1   H11   single  0.970  0.020  1.090
 OTE  C1   H12   single  0.970  0.020  1.090
 OTE  C1   H13   single  0.970  0.020  1.090
 OTE  C2   C3    single  1.524  0.020  1.524
 OTE  C2   H21A  single  0.970  0.020  1.090
 OTE  C2   H22   single  0.970  0.020  1.090
 OTE  C3   C4    single  1.523  0.020  1.523
 OTE  C3   H31   single  0.970  0.020  1.090
 OTE  C3   H32   single  0.970  0.020  1.090
 OTE  C4   C5    single  1.524  0.020  1.524
 OTE  C4   H41   single  0.970  0.020  1.090
 OTE  C4   H42   single  0.970  0.020  1.090
 OTE  C5   C6    single  1.523  0.020  1.523
 OTE  C5   H51   single  0.970  0.020  1.090
 OTE  C5   H52   single  0.970  0.020  1.090
 OTE  C6   C7    single  1.524  0.020  1.524
 OTE  C6   H61   single  0.970  0.020  1.090
 OTE  C6   H62   single  0.970  0.020  1.090
 OTE  C7   C8    single  1.515  0.020  1.515
 OTE  C7   H71   single  0.970  0.020  1.090
 OTE  C7   H72   single  0.970  0.020  1.090
 OTE  C8   O9    single  1.408  0.020  1.408
 OTE  C8   H81   single  0.970  0.020  1.090
 OTE  C8   H82   single  0.970  0.020  1.090
 OTE  O9   C10   single  1.404  0.020  1.404
 OTE  C10  C11   single  1.507  0.020  1.507
 OTE  C10  H101  single  0.970  0.020  1.090
 OTE  C10  H102  single  0.970  0.020  1.090
 OTE  C11  O12   single  1.406  0.020  1.406
 OTE  C11  H111  single  0.970  0.020  1.090
 OTE  C11  H112  single  0.970  0.020  1.090
 OTE  O12  C13   single  1.405  0.020  1.405
 OTE  C13  C14   single  1.507  0.020  1.507
 OTE  C13  H131  single  0.970  0.020  1.090
 OTE  C13  H132  single  0.970  0.020  1.090
 OTE  C14  O15   single  1.405  0.020  1.405
 OTE  C14  H141  single  0.970  0.020  1.090
 OTE  C14  H142  single  0.970  0.020  1.090
 OTE  O15  C16   single  1.405  0.020  1.405
 OTE  C16  C17   single  1.507  0.020  1.507
 OTE  C16  H161  single  0.970  0.020  1.090
 OTE  C16  H162  single  0.970  0.020  1.090
 OTE  C17  O18   single  1.404  0.020  1.404
 OTE  C17  H171  single  0.970  0.020  1.090
 OTE  C17  H172  single  0.970  0.020  1.090
 OTE  O18  C19   single  1.406  0.020  1.406
 OTE  C19  C20   single  1.507  0.020  1.507
 OTE  C19  H191  single  0.970  0.020  1.090
 OTE  C19  H192  single  0.970  0.020  1.090
 OTE  C20  O21   single  1.409  0.020  1.409
 OTE  C20  H201  single  0.970  0.020  1.090
 OTE  C20  H202  single  0.970  0.020  1.090
 OTE  O21  H21   single  0.850  0.020  0.980

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
 OTE  H13   C1   H12   107.56  3.000
 OTE  H13   C1   H11   107.49  3.000
 OTE  H12   C1   H11   107.61  3.000
 OTE  H13   C1   C2    111.04  3.000
 OTE  H12   C1   C2    111.72  3.000
 OTE  H11   C1   C2    111.22  3.000
 OTE  H22   C2   H21A  106.04  3.000
 OTE  H22   C2   C3    109.25  3.000
 OTE  H21A  C2   C3    109.22  3.000
 OTE  H22   C2   C1    109.75  3.000
 OTE  H21A  C2   C1    109.56  3.000
 OTE  C3    C2   C1    112.80  3.000
 OTE  H32   C3   H31   106.03  3.000
 OTE  H32   C3   C4    109.39  3.000
 OTE  H31   C3   C4    109.39  3.000
 OTE  H32   C3   C2    109.24  3.000
 OTE  H31   C3   C2    109.24  3.000
 OTE  C4    C3   C2    113.30  3.000
 OTE  H42   C4   H41   106.06  3.000
 OTE  H42   C4   C5    109.31  3.000
 OTE  H41   C4   C5    109.22  3.000
 OTE  H42   C4   C3    109.41  3.000
 OTE  H41   C4   C3    109.32  3.000
 OTE  C5    C4   C3    113.27  3.000
 OTE  H52   C5   H51   106.13  3.000
 OTE  H52   C5   C6    109.42  3.000
 OTE  H51   C5   C6    109.40  3.000
 OTE  H52   C5   C4    109.33  3.000
 OTE  H51   C5   C4    109.35  3.000
 OTE  C6    C5   C4    112.98  3.000
 OTE  H62   C6   H61   106.13  3.000
 OTE  H62   C6   C7    109.47  3.000
 OTE  H61   C6   C7    109.39  3.000
 OTE  H62   C6   C5    109.26  3.000
 OTE  H61   C6   C5    109.25  3.000
 OTE  C7    C6   C5    113.10  3.000
 OTE  H72   C7   H71   106.91  3.000
 OTE  H72   C7   C8    109.67  3.000
 OTE  H71   C7   C8    109.41  3.000
 OTE  H72   C7   C6    109.55  3.000
 OTE  H71   C7   C6    109.59  3.000
 OTE  C8    C7   C6    111.59  3.000
 OTE  H82   C8   H81   106.53  3.000
 OTE  H82   C8   O9    110.42  3.000
 OTE  H81   C8   O9    110.39  3.000
 OTE  H82   C8   C7    109.65  3.000
 OTE  H81   C8   C7    109.96  3.000
 OTE  O9    C8   C7    109.83  3.000
 OTE  C10   O9   C8    112.67  3.000
 OTE  H102  C10  H101  106.63  3.000
 OTE  H102  C10  C11   108.19  3.000
 OTE  H101  C10  C11   109.75  3.000
 OTE  H102  C10  O9    110.97  3.000
 OTE  H101  C10  O9    111.15  3.000
 OTE  C11   C10  O9    110.05  3.000
 OTE  H112  C11  H111  106.81  3.000
 OTE  H112  C11  O12   111.15  3.000
 OTE  H111  C11  O12   110.91  3.000
 OTE  H112  C11  C10   109.89  3.000
 OTE  H111  C11  C10   108.15  3.000
 OTE  O12   C11  C10   109.84  3.000
 OTE  C13   O12  C11   112.67  3.000
 OTE  H132  C13  H131  106.70  3.000
 OTE  H132  C13  C14   108.35  3.000
 OTE  H131  C13  C14   109.61  3.000
 OTE  H132  C13  O12   111.00  3.000
 OTE  H131  C13  O12   111.11  3.000
 OTE  C14   C13  O12   109.98  3.000
 OTE  H142  C14  H141  106.75  3.000
 OTE  H142  C14  O15   111.08  3.000
 OTE  H141  C14  O15   111.07  3.000
 OTE  H142  C14  C13   110.21  3.000
 OTE  H141  C14  C13   107.89  3.000
 OTE  O15   C14  C13   109.75  3.000
 OTE  C16   O15  C14   112.76  3.000
 OTE  H162  C16  H161  106.77  3.000
 OTE  H162  C16  C17   108.11  3.000
 OTE  H161  C16  C17   109.89  3.000
 OTE  H162  C16  O15   111.23  3.000
 OTE  H161  C16  O15   110.90  3.000
 OTE  C17   C16  O15   109.85  3.000
 OTE  H172  C17  H171  106.70  3.000
 OTE  H172  C17  O18   111.08  3.000
 OTE  H171  C17  O18   111.17  3.000
 OTE  H172  C17  C16   110.02  3.000
 OTE  H171  C17  C16   108.02  3.000
 OTE  O18   C17  C16   109.77  3.000
 OTE  C19   O18  C17   112.80  3.000
 OTE  H192  C19  H191  106.72  3.000
 OTE  H192  C19  C20   108.14  3.000
 OTE  H191  C19  C20   109.94  3.000
 OTE  H192  C19  O18   111.07  3.000
 OTE  H191  C19  O18   110.94  3.000
 OTE  C20   C19  O18   109.95  3.000
 OTE  H202  C20  H201  106.80  3.000
 OTE  H202  C20  O21   111.84  3.000
 OTE  H201  C20  O21   111.90  3.000
 OTE  H202  C20  C19   109.29  3.000
 OTE  H201  C20  C19   107.33  3.000
 OTE  O21   C20  C19   109.52  3.000
 OTE  H21   O21  C20   108.07  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
 OTE  Var_01  C4   C3   C2   C1    179.88  30.0  3
 OTE  Var_02  C5   C4   C3   C2   -179.59  30.0  3
 OTE  Var_03  C6   C5   C4   C3   -179.59  30.0  3
 OTE  Var_04  C7   C6   C5   C4   -179.66  30.0  3
 OTE  Var_05  C8   C7   C6   C5   -179.37  30.0  3
 OTE  Var_06  O9   C8   C7   C6   -179.85  30.0  3
 OTE  Var_07  C11  C10  O9   C8   -179.49  30.0  3
 OTE  Var_08  O12  C11  C10  O9     68.61  30.0  3
 OTE  Var_09  C14  C13  O12  C11  -173.53  30.0  3
 OTE  Var_10  O15  C14  C13  O12    66.95  30.0  3
 OTE  Var_11  C17  C16  O15  C14  -178.65  30.0  3
 OTE  Var_12  O18  C17  C16  O15    64.74  30.0  3
 OTE  Var_13  C20  C19  O18  C17   178.89  30.0  3
 OTE  Var_14  O21  C20  C19  O18    65.98  30.0  3
 OTE  Var_15  H11  C1   C2   C3     60.57  30.0  3

