# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 11:11:57 2022
#   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
 C8E  C8E  3,6,9,12-tetraoxaicosan-1-ol  ligand  55  21  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_C8E
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
 C8E  C1    C  CH3   0  -0.659  -25.1264  42.1645  44.2540
 C8E  C2    C  CH2   0  -0.428  -24.0597  42.6269  43.2713
 C8E  C3    C  CH2   0  -0.425  -24.5628  43.7202  42.3322
 C8E  C4    C  CH2   0  -0.425  -23.5368  44.1993  41.2976
 C8E  C5    C  CH2   0  -0.429  -23.6304  43.5238  39.9297
 C8E  C6    C  CH2   0  -0.437  -23.4209  42.0133  39.9441
 C8E  C7    C  CH2   0  -0.453  -23.4786  41.3584  38.5641
 C8E  C8    C  CH2   0  -0.161  -22.3196  41.7712  37.6662
 C8E  O9    O  O2    0  -0.485  -22.2457  41.0260  36.4674
 C8E  C10   C  CH2   0  -0.196  -23.1408  41.4045  35.4499
 C8E  C11   C  CH2   0  -0.193  -22.7803  42.6901  34.7254
 C8E  O12   O  O2    0  -0.487  -21.5440  42.6306  34.0537
 C8E  C13   C  CH2   0  -0.179  -20.4239  43.1997  34.6930
 C8E  C14   C  CH2   0  -0.191  -19.3840  42.1901  35.1401
 C8E  O15   O  O2    0  -0.489  -18.6910  41.5509  34.0941
 C8E  C16   C  CH2   0  -0.170  -19.2512  40.3658  33.5753
 C8E  C17   C  CH2   0  -0.193  -19.8411  40.5375  32.1903
 C8E  O18   O  O2    0  -0.489  -18.8668  40.9329  31.2480
 C8E  C19   C  CH2   0  -0.207  -18.8708  42.2993  30.9065
 C8E  C20   C  CH2   0  -0.174  -19.9596  42.6799  29.9257
 C8E  O21   O  OH1   0  -0.667  -19.7858  41.9536  28.7313
 C8E  H11   H  HCH3  0   0.224  -24.7484  41.3905  44.9228
 C8E  H12   H  HCH3  0   0.214  -25.4790  42.9927  44.8717
 C8E  H13   H  HCH3  0   0.214  -25.9919  41.7550  43.7297
 C8E  H21   H  HCH2  0   0.211  -23.1935  43.0062  43.8219
 C8E  H22   H  HCH2  0   0.219  -23.6970  41.7708  42.6973
 C8E  H31   H  HCH2  0   0.210  -25.4666  43.3731  41.8181
 C8E  H32   H  HCH2  0   0.218  -24.8829  44.5679  42.9455
 C8E  H41   H  HCH2  0   0.224  -23.6578  45.2744  41.1428
 C8E  H42   H  HCH2  0   0.210  -22.5250  44.0712  41.6975
 C8E  H51   H  HCH2  0   0.208  -24.6117  43.7396  39.4925
 C8E  H52   H  HCH2  0   0.220  -22.8973  43.9956  39.2694
 C8E  H61   H  HCH2  0   0.208  -22.4601  41.7804  40.4167
 C8E  H62   H  HCH2  0   0.230  -24.1863  41.5488  40.5705
 C8E  H71   H  HCH2  0   0.227  -23.4525  40.2718  38.6837
 C8E  H72   H  HCH2  0   0.218  -24.4362  41.5997  38.0922
 C8E  H81   H  HCH2  0   0.202  -22.3556  42.8474  37.4617
 C8E  H82   H  HCH2  0   0.221  -21.3780  41.5883  38.1919
 C8E  H101  H  HCH2  0   0.229  -23.1505  40.5808  34.7312
 C8E  H102  H  HCH2  0   0.205  -24.1685  41.5087  35.8233
 C8E  H111  H  HCH2  0   0.228  -23.5600  42.8628  33.9763
 C8E  H112  H  HCH2  0   0.211  -22.8137  43.5491  35.4070
 C8E  H131  H  HCH2  0   0.217  -19.9566  43.9086  33.9994
 C8E  H132  H  HCH2  0   0.211  -20.7271  43.7744  35.5769
 C8E  H141  H  HCH2  0   0.218  -18.6359  42.7404  35.7193
 C8E  H142  H  HCH2  0   0.214  -19.8425  41.4587  35.8139
 C8E  H161  H  HCH2  0   0.212  -18.4531  39.6164  33.5293
 C8E  H162  H  HCH2  0   0.202  -20.0272  39.9619  34.2370
 C8E  H171  H  HCH2  0   0.216  -20.2434  39.5682  31.8768
 C8E  H172  H  HCH2  0   0.215  -20.6832  41.2340  32.2240
 C8E  H191  H  HCH2  0   0.212  -18.9626  42.9433  31.7880
 C8E  H192  H  HCH2  0   0.224  -17.8942  42.5098  30.4610
 C8E  H201  H  HCH2  0   0.196  -20.9469  42.4956  30.3705
 C8E  H202  H  HCH2  0   0.196  -19.8895  43.7645  29.7640
 C8E  HO2   H  HOH1  0   0.451  -20.5212  42.1562  28.1468

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
 C8E  C1   C2    single  1.522  0.020  1.522
 C8E  C1   H11   single  0.970  0.020  1.090
 C8E  C1   H12   single  0.970  0.020  1.090
 C8E  C1   H13   single  0.970  0.020  1.090
 C8E  C2   C3    single  1.526  0.020  1.526
 C8E  C2   H21   single  0.970  0.020  1.090
 C8E  C2   H22   single  0.970  0.020  1.090
 C8E  C3   C4    single  1.534  0.020  1.534
 C8E  C3   H31   single  0.970  0.020  1.090
 C8E  C3   H32   single  0.970  0.020  1.090
 C8E  C4   C5    single  1.528  0.020  1.528
 C8E  C4   H41   single  0.970  0.020  1.090
 C8E  C4   H42   single  0.970  0.020  1.090
 C8E  C5   C6    single  1.525  0.020  1.525
 C8E  C5   H51   single  0.970  0.020  1.090
 C8E  C5   H52   single  0.970  0.020  1.090
 C8E  C6   C7    single  1.529  0.020  1.529
 C8E  C6   H61   single  0.970  0.020  1.090
 C8E  C6   H62   single  0.970  0.020  1.090
 C8E  C7   C8    single  1.523  0.020  1.523
 C8E  C7   H71   single  0.970  0.020  1.090
 C8E  C7   H72   single  0.970  0.020  1.090
 C8E  C8   O9    single  1.413  0.020  1.413
 C8E  C8   H81   single  0.970  0.020  1.090
 C8E  C8   H82   single  0.970  0.020  1.090
 C8E  O9   C10   single  1.407  0.020  1.407
 C8E  C10  C11   single  1.519  0.020  1.519
 C8E  C10  H101  single  0.970  0.020  1.090
 C8E  C10  H102  single  0.970  0.020  1.090
 C8E  C11  O12   single  1.408  0.020  1.408
 C8E  C11  H111  single  0.970  0.020  1.090
 C8E  C11  H112  single  0.970  0.020  1.090
 C8E  O12  C13   single  1.410  0.020  1.410
 C8E  C13  C14   single  1.517  0.020  1.517
 C8E  C13  H131  single  0.970  0.020  1.090
 C8E  C13  H132  single  0.970  0.020  1.090
 C8E  C14  O15   single  1.408  0.020  1.408
 C8E  C14  H141  single  0.970  0.020  1.090
 C8E  C14  H142  single  0.970  0.020  1.090
 C8E  O15  C16   single  1.410  0.020  1.410
 C8E  C16  C17   single  1.515  0.020  1.515
 C8E  C16  H161  single  0.970  0.020  1.090
 C8E  C16  H162  single  0.970  0.020  1.090
 C8E  C17  O18   single  1.412  0.020  1.412
 C8E  C17  H171  single  0.970  0.020  1.090
 C8E  C17  H172  single  0.970  0.020  1.090
 C8E  O18  C19   single  1.409  0.020  1.409
 C8E  C19  C20   single  1.514  0.020  1.514
 C8E  C19  H191  single  0.970  0.020  1.090
 C8E  C19  H192  single  0.970  0.020  1.090
 C8E  C20  O21   single  1.409  0.020  1.409
 C8E  C20  H201  single  0.970  0.020  1.090
 C8E  C20  H202  single  0.970  0.020  1.090
 C8E  O21  HO2   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
 C8E  H13   C1   H12   107.47  3.000
 C8E  H13   C1   H11   107.65  3.000
 C8E  H12   C1   H11   107.66  3.000
 C8E  H13   C1   C2    111.07  3.000
 C8E  H12   C1   C2    111.17  3.000
 C8E  H11   C1   C2    111.63  3.000
 C8E  H22   C2   H21   105.85  3.000
 C8E  H22   C2   C3    110.32  3.000
 C8E  H21   C2   C3    108.79  3.000
 C8E  H22   C2   C1    109.49  3.000
 C8E  H21   C2   C1    109.59  3.000
 C8E  C3    C2   C1    112.57  3.000
 C8E  H32   C3   H31   105.49  3.000
 C8E  H32   C3   C4    109.37  3.000
 C8E  H31   C3   C4    109.51  3.000
 C8E  H32   C3   C2    107.85  3.000
 C8E  H31   C3   C2    109.48  3.000
 C8E  C4    C3   C2    114.72  3.000
 C8E  H42   C4   H41   105.60  3.000
 C8E  H42   C4   C5    109.37  3.000
 C8E  H41   C4   C5    107.53  3.000
 C8E  H42   C4   C3    109.57  3.000
 C8E  H41   C4   C3    109.19  3.000
 C8E  C5    C4   C3    115.13  3.000
 C8E  H52   C5   H51   105.93  3.000
 C8E  H52   C5   C6    109.93  3.000
 C8E  H51   C5   C6    108.77  3.000
 C8E  H52   C5   C4    107.98  3.000
 C8E  H51   C5   C4    108.96  3.000
 C8E  C6    C5   C4    114.89  3.000
 C8E  H62   C6   H61   106.06  3.000
 C8E  H62   C6   C7    108.00  3.000
 C8E  H61   C6   C7    109.35  3.000
 C8E  H62   C6   C5    109.28  3.000
 C8E  H61   C6   C5    109.57  3.000
 C8E  C7    C6   C5    114.24  3.000
 C8E  H72   C7   H71   106.68  3.000
 C8E  H72   C7   C8    110.60  3.000
 C8E  H71   C7   C8    108.40  3.000
 C8E  H72   C7   C6    109.14  3.000
 C8E  H71   C7   C6    109.03  3.000
 C8E  C8    C7   C6    112.79  3.000
 C8E  H82   C8   H81   106.39  3.000
 C8E  H82   C8   O9    105.93  3.000
 C8E  H81   C8   O9    111.17  3.000
 C8E  H82   C8   C7    109.05  3.000
 C8E  H81   C8   C7    110.55  3.000
 C8E  O9    C8   C7    113.38  3.000
 C8E  C10   O9   C8    115.99  3.000
 C8E  H102  C10  H101  106.66  3.000
 C8E  H102  C10  C11   107.70  3.000
 C8E  H101  C10  C11   109.04  3.000
 C8E  H102  C10  O9    112.02  3.000
 C8E  H101  C10  O9    106.16  3.000
 C8E  C11   C10  O9    114.93  3.000
 C8E  H112  C11  H111  106.26  3.000
 C8E  H112  C11  O12   110.86  3.000
 C8E  H111  C11  O12   107.78  3.000
 C8E  H112  C11  C10   111.05  3.000
 C8E  H111  C11  C10   106.90  3.000
 C8E  O12   C11  C10   113.58  3.000
 C8E  C13   O12  C11   117.66  3.000
 C8E  H132  C13  H131  106.79  3.000
 C8E  H132  C13  C14   107.50  3.000
 C8E  H131  C13  C14   108.94  3.000
 C8E  H132  C13  O12   110.93  3.000
 C8E  H131  C13  O12   108.23  3.000
 C8E  C14   C13  O12   114.19  3.000
 C8E  H142  C14  H141  107.25  3.000
 C8E  H142  C14  O15   111.09  3.000
 C8E  H141  C14  O15   106.56  3.000
 C8E  H142  C14  C13   109.80  3.000
 C8E  H141  C14  C13   106.85  3.000
 C8E  O15   C14  C13   114.87  3.000
 C8E  C16   O15  C14   117.34  3.000
 C8E  H162  C16  H161  106.78  3.000
 C8E  H162  C16  C17   108.53  3.000
 C8E  H161  C16  C17   108.82  3.000
 C8E  H162  C16  O15   111.64  3.000
 C8E  H161  C16  O15   107.51  3.000
 C8E  C17   C16  O15   113.31  3.000
 C8E  H172  C17  H171  106.83  3.000
 C8E  H172  C17  O18   111.95  3.000
 C8E  H171  C17  O18   108.08  3.000
 C8E  H172  C17  C16   110.11  3.000
 C8E  H171  C17  C16   107.72  3.000
 C8E  O18   C17  C16   111.91  3.000
 C8E  C19   O18  C17   115.56  3.000
 C8E  H192  C19  H191  106.83  3.000
 C8E  H192  C19  C20   109.26  3.000
 C8E  H191  C19  C20   108.25  3.000
 C8E  H192  C19  O18   106.43  3.000
 C8E  H191  C19  O18   112.05  3.000
 C8E  C20   C19  O18   113.77  3.000
 C8E  H202  C20  H201  106.41  3.000
 C8E  H202  C20  O21   112.10  3.000
 C8E  H201  C20  O21   111.57  3.000
 C8E  H202  C20  C19   107.31  3.000
 C8E  H201  C20  C19   110.00  3.000
 C8E  O21   C20  C19   109.33  3.000
 C8E  HO2   O21  C20   108.22  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
 C8E  Var_01  C4   C3   C2   C1   -178.58  30.0  3
 C8E  Var_02  C5   C4   C3   C2     95.35  30.0  3
 C8E  Var_03  C6   C5   C4   C3    -60.64  30.0  3
 C8E  Var_04  C7   C6   C5   C4   -178.37  30.0  3
 C8E  Var_05  C8   C7   C6   C5     67.00  30.0  3
 C8E  Var_06  O9   C8   C7   C6    171.02  30.0  3
 C8E  Var_07  C11  C10  O9   C8     74.77  30.0  3
 C8E  Var_08  O12  C11  C10  O9     61.73  30.0  3
 C8E  Var_09  C14  C13  O12  C11   111.74  30.0  3
 C8E  Var_10  O15  C14  C13  O12    68.64  30.0  3
 C8E  Var_11  C17  C16  O15  C14   108.16  30.0  3
 C8E  Var_12  O18  C17  C16  O15    61.10  30.0  3
 C8E  Var_13  C20  C19  O18  C17   -78.30  30.0  3
 C8E  Var_14  O21  C20  C19  O18   -60.27  30.0  3
 C8E  Var_15  H11  C1   C2   C3   -179.49  30.0  3

