# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 21:46:36 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 3,6,9,12,15,18-hexaoxaicosane-1,20-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCOCCOCCOCCOCCOCCOCCO
#
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
 P33  P33  3,6,9,12,15,18-hexaoxaicosane-1,20-diol  ligand  52  22  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_P33
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
 P33  O22   O  OH1   0  -0.672   0.1611  -0.6825   9.0122
 P33  C21   C  CH2   0  -0.185  -1.0075  -0.8042   8.2338
 P33  C20   C  CH2   0  -0.160  -1.1631   0.4167   7.3638
 P33  O19   O  O2    0  -0.485  -0.1177   0.4773   6.4262
 P33  C18   C  CH2   0  -0.169  -0.2245   1.5876   5.5732
 P33  C17   C  CH2   0  -0.170   0.9424   1.6188   4.6209
 P33  O16   O  O2    0  -0.485   0.8976   0.5025   3.7691
 P33  C15   C  CH2   0  -0.170   1.9420   0.5038   2.8296
 P33  C14   C  CH2   0  -0.169   1.8780  -0.7417   1.9846
 P33  O13   O  O2    0  -0.485   0.7005  -0.7426   1.2182
 P33  C12   C  CH2   0  -0.169   0.6106  -1.8624   0.3749
 P33  C11   C  CH2   0  -0.169  -0.6984  -1.8448  -0.3709
 P33  O10   O  O2    0  -0.485  -0.7483  -0.7350  -1.2310
 P33  C9    C  CH2   0  -0.169  -1.9202  -0.7103  -2.0056
 P33  C8    C  CH2   0  -0.170  -1.9535   0.5352  -2.8523
 P33  O7    O  O2    0  -0.485  -0.9004   0.5154  -3.7817
 P33  C6    C  CH2   0  -0.170  -0.9228   1.6283  -4.6390
 P33  C5    C  CH2   0  -0.169   0.2550   1.5815  -5.5770
 P33  O4    O  O2    0  -0.485   0.1482   0.4684  -6.4263
 P33  C3    C  CH2   0  -0.160   1.1994   0.3993  -7.3568
 P33  C2    C  CH2   0  -0.185   1.0435  -0.8232  -8.2242
 P33  O1    O  OH1   0  -0.672  -0.1212  -0.6998  -9.0082
 P33  H22   H  HOH1  0   0.455   0.2367  -1.4686   9.5600
 P33  H211  H  HCH2  0   0.202  -1.9087  -0.8774   8.8558
 P33  H212  H  HCH2  0   0.200  -0.9849  -1.7012   7.6013
 P33  H201  H  HCH2  0   0.202  -1.1814   1.3221   7.9882
 P33  H202  H  HCH2  0   0.204  -2.1394   0.3587   6.8622
 P33  H181  H  HCH2  0   0.206  -0.2218   2.5274   6.1436
 P33  H182  H  HCH2  0   0.204  -1.1690   1.5635   5.0099
 P33  H171  H  HCH2  0   0.205   1.8868   1.6457   5.1838
 P33  H172  H  HCH2  0   0.207   0.8894   2.5557   4.0485
 P33  H151  H  HCH2  0   0.207   2.9218   0.5249   3.3275
 P33  H152  H  HCH2  0   0.205   1.8932   1.3962   2.1890
 P33  H141  H  HCH2  0   0.205   1.9299  -1.6345   2.6246
 P33  H142  H  HCH2  0   0.207   2.7695  -0.7602   1.3420
 P33  H121  H  HCH2  0   0.207   0.6571  -2.7970   0.9517
 P33  H122  H  HCH2  0   0.205   1.4485  -1.8866  -0.3368
 P33  H111  H  HCH2  0   0.205  -1.5375  -1.8284   0.3394
 P33  H112  H  HCH2  0   0.207  -0.7771  -2.7857  -0.9337
 P33  H91   H  HCH2  0   0.207  -2.8162  -0.7092  -1.3690
 P33  H92   H  HCH2  0   0.205  -1.9863  -1.6028  -2.6445
 P33  H81   H  HCH2  0   0.205  -1.8957   1.4274  -2.2121
 P33  H82   H  HCH2  0   0.207  -2.9281   0.5726  -3.3596
 P33  H61   H  HCH2  0   0.207  -0.8670   2.5670  -4.0699
 P33  H62   H  HCH2  0   0.205  -1.8603   1.6621  -5.2131
 P33  H51   H  HCH2  0   0.204   1.1924   1.5512  -5.0023
 P33  H52   H  HCH2  0   0.206   0.2676   2.5187  -6.1514
 P33  H31   H  HCH2  0   0.204   2.1723   0.3378  -6.8489
 P33  H32   H  HCH2  0   0.202   1.2266   1.3029  -7.9836
 P33  H21   H  HCH2  0   0.200   1.0155  -1.7188  -7.5899
 P33  H22A  H  HCH2  0   0.202   1.9473  -0.9006  -8.8420
 P33  HO1   H  HOH1  0   0.455  -0.1978  -1.4880  -9.5529

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
 P33  O22  C21   single  1.409  0.020  1.409
 P33  O22  H22   single  0.850  0.020  0.980
 P33  C21  C20   single  1.507  0.020  1.507
 P33  C21  H211  single  0.970  0.020  1.090
 P33  C21  H212  single  0.970  0.020  1.090
 P33  C20  O19   single  1.406  0.020  1.406
 P33  C20  H201  single  0.970  0.020  1.090
 P33  C20  H202  single  0.970  0.020  1.090
 P33  O19  C18   single  1.404  0.020  1.404
 P33  C18  C17   single  1.506  0.020  1.506
 P33  C18  H181  single  0.970  0.020  1.090
 P33  C18  H182  single  0.970  0.020  1.090
 P33  C17  O16   single  1.405  0.020  1.405
 P33  C17  H171  single  0.970  0.020  1.090
 P33  C17  H172  single  0.970  0.020  1.090
 P33  O16  C15   single  1.405  0.020  1.405
 P33  C15  C14   single  1.506  0.020  1.506
 P33  C15  H151  single  0.970  0.020  1.090
 P33  C15  H152  single  0.970  0.020  1.090
 P33  C14  O13   single  1.405  0.020  1.405
 P33  C14  H141  single  0.970  0.020  1.090
 P33  C14  H142  single  0.970  0.020  1.090
 P33  O13  C12   single  1.405  0.020  1.405
 P33  C12  C11   single  1.507  0.020  1.507
 P33  C12  H121  single  0.970  0.020  1.090
 P33  C12  H122  single  0.970  0.020  1.090
 P33  C11  O10   single  1.405  0.020  1.405
 P33  C11  H111  single  0.970  0.020  1.090
 P33  C11  H112  single  0.970  0.020  1.090
 P33  O10  C9    single  1.405  0.020  1.405
 P33  C9   C8    single  1.506  0.020  1.506
 P33  C9   H91   single  0.970  0.020  1.090
 P33  C9   H92   single  0.970  0.020  1.090
 P33  C8   O7    single  1.405  0.020  1.405
 P33  C8   H81   single  0.970  0.020  1.090
 P33  C8   H82   single  0.970  0.020  1.090
 P33  O7   C6    single  1.405  0.020  1.405
 P33  C6   C5    single  1.506  0.020  1.506
 P33  C6   H61   single  0.970  0.020  1.090
 P33  C6   H62   single  0.970  0.020  1.090
 P33  C5   O4    single  1.404  0.020  1.404
 P33  C5   H51   single  0.970  0.020  1.090
 P33  C5   H52   single  0.970  0.020  1.090
 P33  O4   C3    single  1.405  0.020  1.405
 P33  C3   C2    single  1.507  0.020  1.507
 P33  C3   H31   single  0.970  0.020  1.090
 P33  C3   H32   single  0.970  0.020  1.090
 P33  C2   O1    single  1.409  0.020  1.409
 P33  C2   H21   single  0.970  0.020  1.090
 P33  C2   H22A  single  0.970  0.020  1.090
 P33  O1   HO1   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
 P33  H22   O22  C21   108.03  3.000
 P33  H212  C21  H211  106.79  3.000
 P33  H212  C21  C20   109.36  3.000
 P33  H211  C21  C20   107.25  3.000
 P33  H212  C21  O22   111.82  3.000
 P33  H211  C21  O22   111.94  3.000
 P33  C20   C21  O22   109.54  3.000
 P33  H202  C20  H201  106.72  3.000
 P33  H202  C20  O19   111.00  3.000
 P33  H201  C20  O19   110.82  3.000
 P33  H202  C20  C21   108.21  3.000
 P33  H201  C20  C21   109.93  3.000
 P33  O19   C20  C21   110.08  3.000
 P33  C18   O19  C20   112.51  3.000
 P33  H182  C18  H181  106.66  3.000
 P33  H182  C18  C17   109.99  3.000
 P33  H181  C18  C17   107.96  3.000
 P33  H182  C18  O19   111.04  3.000
 P33  H181  C18  O19   111.13  3.000
 P33  C17   C18  O19   109.97  3.000
 P33  H172  C17  H171  106.68  3.000
 P33  H172  C17  O16   111.10  3.000
 P33  H171  C17  O16   110.92  3.000
 P33  H172  C17  C18   108.03  3.000
 P33  H171  C17  C18   110.01  3.000
 P33  O16   C17  C18   110.01  3.000
 P33  C15   O16  C17   112.40  3.000
 P33  H152  C15  H151  106.73  3.000
 P33  H152  C15  C14   110.02  3.000
 P33  H151  C15  C14   107.93  3.000
 P33  H152  C15  O16   110.93  3.000
 P33  H151  C15  O16   111.09  3.000
 P33  C14   C15  O16   110.05  3.000
 P33  H142  C14  H141  106.76  3.000
 P33  H142  C14  O13   111.15  3.000
 P33  H141  C14  O13   110.88  3.000
 P33  H142  C14  C15   107.90  3.000
 P33  H141  C14  C15   110.05  3.000
 P33  O13   C14  C15   110.00  3.000
 P33  C12   O13  C14   112.43  3.000
 P33  H122  C12  H121  106.78  3.000
 P33  H122  C12  C11   109.99  3.000
 P33  H121  C12  C11   107.85  3.000
 P33  H122  C12  O13   110.94  3.000
 P33  H121  C12  O13   111.10  3.000
 P33  C11   C12  O13   110.09  3.000
 P33  H112  C11  H111  106.78  3.000
 P33  H112  C11  O10   111.11  3.000
 P33  H111  C11  O10   110.89  3.000
 P33  H112  C11  C12   107.80  3.000
 P33  H111  C11  C12   110.09  3.000
 P33  O10   C11  C12   110.07  3.000
 P33  C9    O10  C11   112.40  3.000
 P33  H92   C9   H91   106.76  3.000
 P33  H92   C9   C8    110.07  3.000
 P33  H91   C9   C8    107.86  3.000
 P33  H92   C9   O10   110.87  3.000
 P33  H91   C9   O10   111.15  3.000
 P33  C8    C9   O10   110.05  3.000
 P33  H82   C8   H81   106.72  3.000
 P33  H82   C8   O7    111.09  3.000
 P33  H81   C8   O7    110.93  3.000
 P33  H82   C8   C9    107.89  3.000
 P33  H81   C8   C9    110.02  3.000
 P33  O7    C8   C9    110.10  3.000
 P33  C6    O7   C8    112.36  3.000
 P33  H62   C6   H61   106.70  3.000
 P33  H62   C6   C5    110.02  3.000
 P33  H61   C6   C5    108.01  3.000
 P33  H62   C6   O7    110.88  3.000
 P33  H61   C6   O7    111.09  3.000
 P33  C5    C6   O7    110.05  3.000
 P33  H52   C5   H51   106.66  3.000
 P33  H52   C5   O4    111.14  3.000
 P33  H51   C5   O4    111.03  3.000
 P33  H52   C5   C6    107.93  3.000
 P33  H51   C5   C6    109.99  3.000
 P33  O4    C5   C6    109.99  3.000
 P33  C3    O4   C5    112.49  3.000
 P33  H32   C3   H31   106.70  3.000
 P33  H32   C3   C2    109.93  3.000
 P33  H31   C3   C2    108.19  3.000
 P33  H32   C3   O4    110.81  3.000
 P33  H31   C3   O4    111.03  3.000
 P33  C2    C3   O4    110.09  3.000
 P33  H22A  C2   H21   106.79  3.000
 P33  H22A  C2   O1    111.94  3.000
 P33  H21   C2   O1    111.82  3.000
 P33  H22A  C2   C3    107.21  3.000
 P33  H21   C2   C3    109.38  3.000
 P33  O1    C2   C3    109.55  3.000
 P33  HO1   O1   C2    108.02  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
 P33  Var_01  O19  C20  C21  O22   65.52  30.0  3
 P33  Var_02  C17  C18  O19  C20  178.36  30.0  3
 P33  Var_03  O16  C17  C18  O19   64.92  30.0  3
 P33  Var_04  C14  C15  O16  C17  177.60  30.0  3
 P33  Var_05  O13  C14  C15  O16   64.82  30.0  3
 P33  Var_06  C11  C12  O13  C14  177.27  30.0  3
 P33  Var_07  O10  C11  C12  O13   64.65  30.0  3
 P33  Var_08  C8   C9   O10  C11  177.00  30.0  3
 P33  Var_09  O7   C8   C9   O10   64.58  30.0  3
 P33  Var_10  C5   C6   O7   C8   177.87  30.0  3
 P33  Var_11  O4   C5   C6   O7    64.88  30.0  3
 P33  Var_12  C2   C3   O4   C5   179.13  30.0  3
 P33  Var_13  O1   C2   C3   O4    65.36  30.0  3

