# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 13:59:51 2022
#   Inital geometry file: a 181 line input string
#   Ligand name: 3,6,9,12,15,18,21,24,27,30,33-undecaoxapentatriacontane-1,35-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO
#
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
 12P  12P  3,6,9,12,15,18,21,24,27,30,33-undecaoxapentatriacontane-1,35-diol  ligand  87  37  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_12P
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
 12P  O37   O  OH1   0  -0.672   0.8332   0.2832   15.1975
 12P  C36   C  CH2   0  -0.185   1.6259  -0.4790   14.3165
 12P  C35   C  CH2   0  -0.161   0.7404  -1.3589   13.4714
 12P  O34   O  O2    0  -0.485  -0.0694  -0.5684   12.6379
 12P  C33   C  CH2   0  -0.169  -0.8773  -1.3372   11.7849
 12P  C32   C  CH2   0  -0.170  -1.7367  -0.4339   10.9382
 12P  O31   O  O2    0  -0.484  -0.9267   0.3391   10.0896
 12P  C30   C  CH2   0  -0.170  -1.6748   1.1507    9.2213
 12P  C29   C  CH2   0  -0.170  -0.7498   1.9914    8.3796
 12P  O28   O  O2    0  -0.485   0.0288   1.1645    7.5524
 12P  C27   C  CH2   0  -0.170   0.8543   1.8953    6.6825
 12P  C26   C  CH2   0  -0.169   1.7086   0.9540    5.8730
 12P  O25   O  O2    0  -0.484   0.8958   0.1543    5.0522
 12P  C24   C  CH2   0  -0.170   1.6424  -0.6917    4.2159
 12P  C23   C  CH2   0  -0.169   0.7174  -1.5747    3.4186
 12P  O22   O  O2    0  -0.484  -0.0747  -0.7920    2.5625
 12P  C21   C  CH2   0  -0.170  -0.9107  -1.5688    1.7435
 12P  C20   C  CH2   0  -0.170  -1.7760  -0.6736    0.8945
 12P  O19   O  O2    0  -0.484  -0.9742   0.0742    0.0165
 12P  C18   C  CH2   0  -0.170  -1.7300   0.8731   -0.8571
 12P  C17   C  CH2   0  -0.169  -0.8119   1.6989   -1.7208
 12P  O16   O  O2    0  -0.485  -0.0417   0.8577   -2.5413
 12P  C15   C  CH2   0  -0.170   0.7852   1.5735   -3.4223
 12P  C14   C  CH2   0  -0.169   1.6351   0.6185   -4.2200
 12P  O13   O  O2    0  -0.485   0.8197  -0.1859   -5.0336
 12P  C12   C  CH2   0  -0.170   1.5641  -1.0469   -5.8565
 12P  C11   C  CH2   0  -0.169   0.6371  -1.9242   -6.6577
 12P  O10   O  O2    0  -0.484  -0.1341  -1.1376   -7.5292
 12P  C9    C  CH2   0  -0.170  -0.9649  -1.9088   -8.3587
 12P  C8    C  CH2   0  -0.169  -1.8020  -1.0069   -9.2285
 12P  O7    O  O2    0  -0.484  -0.9724  -0.2715  -10.0911
 12P  C6    C  CH2   0  -0.170  -1.6978   0.5347  -10.9834
 12P  C5    C  CH2   0  -0.168  -0.7485   1.3495  -11.8236
 12P  O4    O  O2    0  -0.485   0.0303   0.4998  -12.6264
 12P  C3    C  CH2   0  -0.161   0.9129   1.2052  -13.4617
 12P  C2    C  CH2   0  -0.184   1.7634   0.2396  -14.2470
 12P  O1    O  OH1   0  -0.672   0.9489  -0.5067  -15.1218
 12P  H37   H  HOH1  0   0.455   1.4181   0.8342   15.7249
 12P  H361  H  HCH2  0   0.202   2.3199  -1.1372   14.8542
 12P  H362  H  HCH2  0   0.200   2.2352   0.1567   13.6610
 12P  H351  H  HCH2  0   0.202   0.1272  -2.0056   14.1163
 12P  H352  H  HCH2  0   0.203   1.3865  -2.0221   12.8794
 12P  H331  H  HCH2  0   0.206  -1.5428  -1.9989   12.3569
 12P  H332  H  HCH2  0   0.204  -0.2654  -1.9837   11.1391
 12P  H321  H  HCH2  0   0.205  -2.3575   0.2069   11.5810
 12P  H322  H  HCH2  0   0.206  -2.4252  -1.0668   10.3610
 12P  H301  H  HCH2  0   0.207  -2.3337   1.8295    9.7806
 12P  H302  H  HCH2  0   0.205  -2.3219   0.5420    8.5733
 12P  H291  H  HCH2  0   0.205  -0.1131   2.6132    9.0253
 12P  H292  H  HCH2  0   0.207  -1.3670   2.6790    7.7846
 12P  H271  H  HCH2  0   0.207   1.5249   2.5648    7.2393
 12P  H272  H  HCH2  0   0.205   0.2562   2.5299    6.0128
 12P  H261  H  HCH2  0   0.205   2.3229   0.3337    6.5415
 12P  H262  H  HCH2  0   0.207   2.4031   1.5598    5.2743
 12P  H241  H  HCH2  0   0.207   2.3074  -1.3425    4.8007
 12P  H242  H  HCH2  0   0.205   2.2832  -0.1092    3.5383
 12P  H231  H  HCH2  0   0.205   0.0912  -2.1727    4.0964
 12P  H232  H  HCH2  0   0.207   1.3359  -2.2832    2.8499
 12P  H211  H  HCH2  0   0.207  -1.5730  -2.2073    2.3445
 12P  H212  H  HCH2  0   0.205  -0.3203  -2.2383    1.1012
 12P  H201  H  HCH2  0   0.205  -2.3787  -0.0141    1.5355
 12P  H202  H  HCH2  0   0.207  -2.4811  -1.3113    0.3431
 12P  H181  H  HCH2  0   0.207  -2.3820   1.5619   -0.3020
 12P  H182  H  HCH2  0   0.205  -2.3846   0.2552   -1.4886
 12P  H171  H  HCH2  0   0.205  -0.1685   2.3297   -1.0907
 12P  H172  H  HCH2  0   0.207  -1.4333   2.3780   -2.3211
 12P  H151  H  HCH2  0   0.207   1.4590   2.2477   -2.8752
 12P  H152  H  HCH2  0   0.205   0.1886   2.2016   -4.0996
 12P  H141  H  HCH2  0   0.205   2.2449   0.0024   -3.5436
 12P  H142  H  HCH2  0   0.207   2.3340   1.2136   -4.8244
 12P  H121  H  HCH2  0   0.207   2.2155  -1.7011   -5.2604
 12P  H122  H  HCH2  0   0.205   2.2185  -0.4769   -6.5318
 12P  H111  H  HCH2  0   0.205  -0.0048  -2.5093   -5.9832
 12P  H112  H  HCH2  0   0.207   1.2534  -2.6447   -7.2136
 12P  H91   H  HCH2  0   0.207  -1.6460  -2.5356   -7.7665
 12P  H92   H  HCH2  0   0.205  -0.3713  -2.5893   -8.9864
 12P  H81   H  HCH2  0   0.205  -2.4106  -0.3380   -8.6027
 12P  H82   H  HCH2  0   0.207  -2.5026  -1.6382   -9.7929
 12P  H61   H  HCH2  0   0.207  -2.3557   1.2311  -10.4445
 12P  H62   H  HCH2  0   0.205  -2.3438  -0.0761  -11.6305
 12P  H51   H  HCH2  0   0.204  -0.1127   1.9703  -11.1759
 12P  H52   H  HCH2  0   0.206  -1.3452   2.0388  -12.4375
 12P  H31   H  HCH2  0   0.203   1.5838   1.8478  -12.8745
 12P  H32   H  HCH2  0   0.202   0.3614   1.8653  -14.1475
 12P  H21   H  HCH2  0   0.200   2.3131  -0.4068  -13.5504
 12P  H22   H  HCH2  0   0.201   2.5123   0.8313  -14.7882
 12P  HO1   H  HOH1  0   0.455   1.5129  -1.1114  -15.6117

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
 12P  O37  C36   single  1.409  0.020  1.409
 12P  O37  H37   single  0.850  0.020  0.980
 12P  C36  C35   single  1.507  0.020  1.507
 12P  C36  H361  single  0.970  0.020  1.090
 12P  C36  H362  single  0.970  0.020  1.090
 12P  C35  O34   single  1.405  0.020  1.405
 12P  C35  H351  single  0.970  0.020  1.090
 12P  C35  H352  single  0.970  0.020  1.090
 12P  O34  C33   single  1.404  0.020  1.404
 12P  C33  C32   single  1.507  0.020  1.507
 12P  C33  H331  single  0.970  0.020  1.090
 12P  C33  H332  single  0.970  0.020  1.090
 12P  C32  O31   single  1.405  0.020  1.405
 12P  C32  H321  single  0.970  0.020  1.090
 12P  C32  H322  single  0.970  0.020  1.090
 12P  O31  C30   single  1.404  0.020  1.404
 12P  C30  C29   single  1.507  0.020  1.507
 12P  C30  H301  single  0.970  0.020  1.090
 12P  C30  H302  single  0.970  0.020  1.090
 12P  C29  O28   single  1.405  0.020  1.405
 12P  C29  H291  single  0.970  0.020  1.090
 12P  C29  H292  single  0.970  0.020  1.090
 12P  O28  C27   single  1.404  0.020  1.404
 12P  C27  C26   single  1.507  0.020  1.507
 12P  C27  H271  single  0.970  0.020  1.090
 12P  C27  H272  single  0.970  0.020  1.090
 12P  C26  O25   single  1.405  0.020  1.405
 12P  C26  H261  single  0.970  0.020  1.090
 12P  C26  H262  single  0.970  0.020  1.090
 12P  O25  C24   single  1.404  0.020  1.404
 12P  C24  C23   single  1.507  0.020  1.507
 12P  C24  H241  single  0.970  0.020  1.090
 12P  C24  H242  single  0.970  0.020  1.090
 12P  C23  O22   single  1.405  0.020  1.405
 12P  C23  H231  single  0.970  0.020  1.090
 12P  C23  H232  single  0.970  0.020  1.090
 12P  O22  C21   single  1.405  0.020  1.405
 12P  C21  C20   single  1.507  0.020  1.507
 12P  C21  H211  single  0.970  0.020  1.090
 12P  C21  H212  single  0.970  0.020  1.090
 12P  C20  O19   single  1.405  0.020  1.405
 12P  C20  H201  single  0.970  0.020  1.090
 12P  C20  H202  single  0.970  0.020  1.090
 12P  O19  C18   single  1.404  0.020  1.404
 12P  C18  C17   single  1.507  0.020  1.507
 12P  C18  H181  single  0.970  0.020  1.090
 12P  C18  H182  single  0.970  0.020  1.090
 12P  C17  O16   single  1.405  0.020  1.405
 12P  C17  H171  single  0.970  0.020  1.090
 12P  C17  H172  single  0.970  0.020  1.090
 12P  O16  C15   single  1.404  0.020  1.404
 12P  C15  C14   single  1.507  0.020  1.507
 12P  C15  H151  single  0.970  0.020  1.090
 12P  C15  H152  single  0.970  0.020  1.090
 12P  C14  O13   single  1.405  0.020  1.405
 12P  C14  H141  single  0.970  0.020  1.090
 12P  C14  H142  single  0.970  0.020  1.090
 12P  O13  C12   single  1.404  0.020  1.404
 12P  C12  C11   single  1.507  0.020  1.507
 12P  C12  H121  single  0.970  0.020  1.090
 12P  C12  H122  single  0.970  0.020  1.090
 12P  C11  O10   single  1.405  0.020  1.405
 12P  C11  H111  single  0.970  0.020  1.090
 12P  C11  H112  single  0.970  0.020  1.090
 12P  O10  C9    single  1.405  0.020  1.405
 12P  C9   C8    single  1.507  0.020  1.507
 12P  C9   H91   single  0.970  0.020  1.090
 12P  C9   H92   single  0.970  0.020  1.090
 12P  C8   O7    single  1.405  0.020  1.405
 12P  C8   H81   single  0.970  0.020  1.090
 12P  C8   H82   single  0.970  0.020  1.090
 12P  O7   C6    single  1.404  0.020  1.404
 12P  C6   C5    single  1.507  0.020  1.507
 12P  C6   H61   single  0.970  0.020  1.090
 12P  C6   H62   single  0.970  0.020  1.090
 12P  C5   O4    single  1.405  0.020  1.405
 12P  C5   H51   single  0.970  0.020  1.090
 12P  C5   H52   single  0.970  0.020  1.090
 12P  O4   C3    single  1.405  0.020  1.405
 12P  C3   C2    single  1.507  0.020  1.507
 12P  C3   H31   single  0.970  0.020  1.090
 12P  C3   H32   single  0.970  0.020  1.090
 12P  C2   O1    single  1.409  0.020  1.409
 12P  C2   H21   single  0.970  0.020  1.090
 12P  C2   H22   single  0.970  0.020  1.090
 12P  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
 12P  H37   O37  C36   108.11  3.000
 12P  H362  C36  H361  106.80  3.000
 12P  H362  C36  C35   109.22  3.000
 12P  H361  C36  C35   107.22  3.000
 12P  H362  C36  O37   111.86  3.000
 12P  H361  C36  O37   111.96  3.000
 12P  C35   C36  O37   109.62  3.000
 12P  H352  C35  H351  106.78  3.000
 12P  H352  C35  O34   111.02  3.000
 12P  H351  C35  O34   110.92  3.000
 12P  H352  C35  C36   107.99  3.000
 12P  H351  C35  C36   110.00  3.000
 12P  O34   C35  C36   110.04  3.000
 12P  C33   O34  C35   112.58  3.000
 12P  H332  C33  H331  106.77  3.000
 12P  H332  C33  C32   109.86  3.000
 12P  H331  C33  C32   107.94  3.000
 12P  H332  C33  O34   111.00  3.000
 12P  H331  C33  O34   111.21  3.000
 12P  C32   C33  O34   109.96  3.000
 12P  H322  C32  H321  106.80  3.000
 12P  H322  C32  O31   111.15  3.000
 12P  H321  C32  O31   110.97  3.000
 12P  H322  C32  C33   107.89  3.000
 12P  H321  C32  C33   110.05  3.000
 12P  O31   C32  C33   109.90  3.000
 12P  C30   O31  C32   112.60  3.000
 12P  H302  C30  H301  106.80  3.000
 12P  H302  C30  C29   109.93  3.000
 12P  H301  C30  C29   107.92  3.000
 12P  H302  C30  O31   110.97  3.000
 12P  H301  C30  O31   111.20  3.000
 12P  C29   C30  O31   109.92  3.000
 12P  H292  C29  H291  106.82  3.000
 12P  H292  C29  O28   111.15  3.000
 12P  H291  C29  O28   110.95  3.000
 12P  H292  C29  C30   107.86  3.000
 12P  H291  C29  C30   110.05  3.000
 12P  O28   C29  C30   109.92  3.000
 12P  C27   O28  C29   112.59  3.000
 12P  H272  C27  H271  106.80  3.000
 12P  H272  C27  C26   109.98  3.000
 12P  H271  C27  C26   107.86  3.000
 12P  H272  C27  O28   110.97  3.000
 12P  H271  C27  O28   111.21  3.000
 12P  C26   C27  O28   109.93  3.000
 12P  H262  C26  H261  106.80  3.000
 12P  H262  C26  O25   111.16  3.000
 12P  H261  C26  O25   110.93  3.000
 12P  H262  C26  C27   107.85  3.000
 12P  H261  C26  C27   110.03  3.000
 12P  O25   C26  C27   109.96  3.000
 12P  C24   O25  C26   112.53  3.000
 12P  H242  C24  H241  106.79  3.000
 12P  H242  C24  C23   110.01  3.000
 12P  H241  C24  C23   107.82  3.000
 12P  H242  C24  O25   110.96  3.000
 12P  H241  C24  O25   111.19  3.000
 12P  C23   C24  O25   109.98  3.000
 12P  H232  C23  H231  106.79  3.000
 12P  H232  C23  O22   111.17  3.000
 12P  H231  C23  O22   110.95  3.000
 12P  H232  C23  C24   107.82  3.000
 12P  H231  C23  C24   110.00  3.000
 12P  O22   C23  C24   110.00  3.000
 12P  C21   O22  C23   112.51  3.000
 12P  H212  C21  H211  106.82  3.000
 12P  H212  C21  C20   109.93  3.000
 12P  H211  C21  C20   107.89  3.000
 12P  H212  C21  O22   110.96  3.000
 12P  H211  C21  O22   111.17  3.000
 12P  C20   C21  O22   109.98  3.000
 12P  H202  C20  H201  106.79  3.000
 12P  H202  C20  O19   111.19  3.000
 12P  H201  C20  O19   110.98  3.000
 12P  H202  C20  C21   107.84  3.000
 12P  H201  C20  C21   110.04  3.000
 12P  O19   C20  C21   109.92  3.000
 12P  C18   O19  C20   112.61  3.000
 12P  H182  C18  H181  106.80  3.000
 12P  H182  C18  C17   109.96  3.000
 12P  H181  C18  C17   107.91  3.000
 12P  H182  C18  O19   110.98  3.000
 12P  H181  C18  O19   111.20  3.000
 12P  C17   C18  O19   109.90  3.000
 12P  H172  C17  H171  106.82  3.000
 12P  H172  C17  O16   111.15  3.000
 12P  H171  C17  O16   110.94  3.000
 12P  H172  C17  C18   107.90  3.000
 12P  H171  C17  C18   110.03  3.000
 12P  O16   C17  C18   109.92  3.000
 12P  C15   O16  C17   112.58  3.000
 12P  H152  C15  H151  106.79  3.000
 12P  H152  C15  C14   109.99  3.000
 12P  H151  C15  C14   107.85  3.000
 12P  H152  C15  O16   110.98  3.000
 12P  H151  C15  O16   111.19  3.000
 12P  C14   C15  O16   109.95  3.000
 12P  H142  C14  H141  106.80  3.000
 12P  H142  C14  O13   111.13  3.000
 12P  H141  C14  O13   110.94  3.000
 12P  H142  C14  C15   107.86  3.000
 12P  H141  C14  C15   110.02  3.000
 12P  O13   C14  C15   110.00  3.000
 12P  C12   O13  C14   112.50  3.000
 12P  H122  C12  H121  106.79  3.000
 12P  H122  C12  C11   109.96  3.000
 12P  H121  C12  C11   107.84  3.000
 12P  H122  C12  O13   110.94  3.000
 12P  H121  C12  O13   111.19  3.000
 12P  C11   C12  O13   110.02  3.000
 12P  H112  C11  H111  106.78  3.000
 12P  H112  C11  O10   111.17  3.000
 12P  H111  C11  O10   110.98  3.000
 12P  H112  C11  C12   107.79  3.000
 12P  H111  C11  C12   110.04  3.000
 12P  O10   C11  C12   109.97  3.000
 12P  C9    O10  C11   112.56  3.000
 12P  H92   C9   H91   106.81  3.000
 12P  H92   C9   C8    109.92  3.000
 12P  H91   C9   C8    107.94  3.000
 12P  H92   C9   O10   110.95  3.000
 12P  H91   C9   O10   111.20  3.000
 12P  C8    C9   O10   109.93  3.000
 12P  H82   C8   H81   106.79  3.000
 12P  H82   C8   O7    111.21  3.000
 12P  H81   C8   O7    110.97  3.000
 12P  H82   C8   C9    107.86  3.000
 12P  H81   C8   C9    110.06  3.000
 12P  O7    C8   C9    109.86  3.000
 12P  C6    O7   C8    112.68  3.000
 12P  H62   C6   H61   106.79  3.000
 12P  H62   C6   C5    110.01  3.000
 12P  H61   C6   C5    107.93  3.000
 12P  H62   C6   O7    111.00  3.000
 12P  H61   C6   O7    111.19  3.000
 12P  C5    C6   O7    109.83  3.000
 12P  H52   C5   H51   106.79  3.000
 12P  H52   C5   O4    111.17  3.000
 12P  H51   C5   O4    110.95  3.000
 12P  H52   C5   C6    107.97  3.000
 12P  H51   C5   C6    109.94  3.000
 12P  O4    C5   C6    109.93  3.000
 12P  C3    O4   C5    112.60  3.000
 12P  H32   C3   H31   106.75  3.000
 12P  H32   C3   C2    110.03  3.000
 12P  H31   C3   C2    107.96  3.000
 12P  H32   C3   O4    110.91  3.000
 12P  H31   C3   O4    111.06  3.000
 12P  C2    C3   O4    110.03  3.000
 12P  H22   C2   H21   106.78  3.000
 12P  H22   C2   O1    111.95  3.000
 12P  H21   C2   O1    111.81  3.000
 12P  H22   C2   C3    107.26  3.000
 12P  H21   C2   C3    109.21  3.000
 12P  O1    C2   C3    109.67  3.000
 12P  HO1   O1   C2    108.09  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
 12P  Var_01  O34  C35  C36  O37   65.10  30.0  3
 12P  Var_02  C32  C33  O34  C35  178.96  30.0  3
 12P  Var_03  O31  C32  C33  O34   64.38  30.0  3
 12P  Var_04  C29  C30  O31  C32  177.75  30.0  3
 12P  Var_05  O28  C29  C30  O31   64.01  30.0  3
 12P  Var_06  C26  C27  O28  C29  177.27  30.0  3
 12P  Var_07  O25  C26  C27  O28   63.75  30.0  3
 12P  Var_08  C23  C24  O25  C26  176.87  30.0  3
 12P  Var_09  O22  C23  C24  O25   63.84  30.0  3
 12P  Var_10  C20  C21  O22  C23  177.51  30.0  3
 12P  Var_11  O19  C20  C21  O22   64.10  30.0  3
 12P  Var_12  C17  C18  O19  C20  177.13  30.0  3
 12P  Var_13  O16  C17  C18  O19   63.95  30.0  3
 12P  Var_14  C14  C15  O16  C17  177.02  30.0  3
 12P  Var_15  O13  C14  C15  O16   64.02  30.0  3
 12P  Var_16  C11  C12  O13  C14  177.47  30.0  3
 12P  Var_17  O10  C11  C12  O13   63.95  30.0  3
 12P  Var_18  C8   C9   O10  C11  177.80  30.0  3
 12P  Var_19  O7   C8   C9   O10   63.84  30.0  3
 12P  Var_20  C5   C6   O7   C8   176.89  30.0  3
 12P  Var_21  O4   C5   C6   O7    64.11  30.0  3
 12P  Var_22  C2   C3   O4   C5   177.31  30.0  3
 12P  Var_23  O1   C2   C3   O4    64.92  30.0  3

