# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 19:08:00 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 3,6,9,12,15-pentaoxatricosan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCOCCOCCOCCOCCOCCO
#
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
 N8E  N8E  3,6,9,12,15-pentaoxatricosan-1-ol  ligand  62  24  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_N8E
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
 N8E  C01   C  CH3   0  -0.663  -1.9103  -0.7499   11.8677
 N8E  C02   C  CH2   0  -0.418  -1.7732   0.1892   10.6773
 N8E  C03   C  CH2   0  -0.407  -1.0206  -0.4402    9.5108
 N8E  C04   C  CH2   0  -0.411  -0.8761   0.4933    8.3160
 N8E  C05   C  CH2   0  -0.411  -0.1281  -0.1335    7.1456
 N8E  C06   C  CH2   0  -0.424   0.0114   0.8117    5.9595
 N8E  C07   C  CH2   0  -0.463   0.7578   0.1951    4.7818
 N8E  C08   C  CH2   0  -0.119   0.8759   1.1738    3.6312
 N8E  O09   O  O2    0  -0.490   1.5787   0.5825    2.5640
 N8E  C10   C  CH2   0  -0.171   1.7542   1.4639    1.4845
 N8E  C11   C  CH2   0  -0.169   2.5300   0.7916    0.3820
 N8E  O12   O  O2    0  -0.486   1.7663  -0.2448   -0.1808
 N8E  C13   C  CH2   0  -0.167   2.4258  -0.8860   -1.2424
 N8E  C14   C  CH2   0  -0.170   1.5163  -1.9109   -1.8696
 N8E  O15   O  O2    0  -0.485   0.4202  -1.2688   -2.4697
 N8E  C16   C  CH2   0  -0.168  -0.4045  -2.1537   -3.1829
 N8E  C17   C  CH2   0  -0.170  -1.5726  -1.4058   -3.7714
 N8E  O18   O  O2    0  -0.484  -1.1158  -0.4646   -4.7091
 N8E  C19   C  CH2   0  -0.170  -2.1676   0.2256   -5.3341
 N8E  C20   C  CH2   0  -0.168  -1.6132   1.2629   -6.2762
 N8E  O21   O  O2    0  -0.485  -0.9084   0.6363   -7.3167
 N8E  C22   C  CH2   0  -0.160  -0.3928   1.5511   -8.2507
 N8E  C23   C  CH2   0  -0.184   0.4037   0.8192   -9.3008
 N8E  O24   O  OH1   0  -0.672  -0.4532  -0.0075  -10.0549
 N8E  H011  H  HCH3  0   0.226  -2.4621  -0.2860   12.6860
 N8E  H012  H  HCH3  0   0.215  -2.4409  -1.6623   11.5882
 N8E  H013  H  HCH3  0   0.216  -0.9321  -1.0440   12.2531
 N8E  H021  H  HCH2  0   0.210  -2.7666   0.5001   10.3390
 N8E  H022  H  HCH2  0   0.210  -1.2590   1.1047   10.9859
 N8E  H031  H  HCH2  0   0.206  -0.0271  -0.7552    9.8491
 N8E  H032  H  HCH2  0   0.206  -1.5376  -1.3547    9.1994
 N8E  H041  H  HCH2  0   0.207  -1.8700   0.8102    7.9811
 N8E  H042  H  HCH2  0   0.207  -0.3570   1.4062    8.6287
 N8E  H051  H  HCH2  0   0.209   0.8665  -0.4503    7.4777
 N8E  H052  H  HCH2  0   0.209  -0.6473  -1.0447    6.8288
 N8E  H061  H  HCH2  0   0.213  -0.9846   1.1299    5.6329
 N8E  H062  H  HCH2  0   0.213   0.5301   1.7213    6.2817
 N8E  H071  H  HCH2  0   0.221   1.7570  -0.1152    5.1024
 N8E  H072  H  HCH2  0   0.221   0.2352  -0.7066    4.4481
 N8E  H081  H  HCH2  0   0.192  -0.1267   1.4868    3.3034
 N8E  H082  H  HCH2  0   0.191   1.3922   2.0844    3.9708
 N8E  H101  H  HCH2  0   0.203   0.7856   1.8135    1.0987
 N8E  H102  H  HCH2  0   0.205   2.3119   2.3592    1.7939
 N8E  H111  H  HCH2  0   0.206   2.7720   1.5535   -0.3721
 N8E  H112  H  HCH2  0   0.204   3.4868   0.4140    0.7714
 N8E  H131  H  HCH2  0   0.203   2.7446  -0.1594   -2.0037
 N8E  H132  H  HCH2  0   0.207   3.3327  -1.3998   -0.8935
 N8E  H141  H  HCH2  0   0.207   2.1025  -2.4713   -2.6114
 N8E  H142  H  HCH2  0   0.205   1.1844  -2.6369   -1.1130
 N8E  H161  H  HCH2  0   0.204   0.1589  -2.6576   -3.9814
 N8E  H162  H  HCH2  0   0.206  -0.8028  -2.9426   -2.5297
 N8E  H171  H  HCH2  0   0.207  -2.2418  -2.1403   -4.2413
 N8E  H172  H  HCH2  0   0.205  -2.1500  -0.9164   -2.9737
 N8E  H191  H  HCH2  0   0.205  -2.8235  -0.4687   -5.8793
 N8E  H192  H  HCH2  0   0.207  -2.7972   0.7417   -4.5956
 N8E  H201  H  HCH2  0   0.206  -2.4562   1.8518   -6.6646
 N8E  H202  H  HCH2  0   0.204  -0.9657   1.9603   -5.7249
 N8E  H221  H  HCH2  0   0.202  -1.2013   2.1269   -8.7253
 N8E  H222  H  HCH2  0   0.203   0.2721   2.2793   -7.7650
 N8E  H231  H  HCH2  0   0.202   0.8964   1.5761   -9.9243
 N8E  H232  H  HCH2  0   0.200   1.2009   0.2427   -8.8133
 N8E  H24   H  HOH1  0   0.455   0.0777  -0.4672  -10.7111

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
 N8E  C01  C02   single  1.522  0.020  1.522
 N8E  C01  H011  single  0.970  0.020  1.090
 N8E  C01  H012  single  0.970  0.020  1.090
 N8E  C01  H013  single  0.970  0.020  1.090
 N8E  C02  C03   single  1.524  0.020  1.524
 N8E  C02  H021  single  0.970  0.020  1.090
 N8E  C02  H022  single  0.970  0.020  1.090
 N8E  C03  C04   single  1.523  0.020  1.523
 N8E  C03  H031  single  0.970  0.020  1.090
 N8E  C03  H032  single  0.970  0.020  1.090
 N8E  C04  C05   single  1.524  0.020  1.524
 N8E  C04  H041  single  0.970  0.020  1.090
 N8E  C04  H042  single  0.970  0.020  1.090
 N8E  C05  C06   single  1.523  0.020  1.523
 N8E  C05  H051  single  0.970  0.020  1.090
 N8E  C05  H052  single  0.970  0.020  1.090
 N8E  C06  C07   single  1.525  0.020  1.525
 N8E  C06  H061  single  0.970  0.020  1.090
 N8E  C06  H062  single  0.970  0.020  1.090
 N8E  C07  C08   single  1.515  0.020  1.515
 N8E  C07  H071  single  0.970  0.020  1.090
 N8E  C07  H072  single  0.970  0.020  1.090
 N8E  C08  O09   single  1.408  0.020  1.408
 N8E  C08  H081  single  0.970  0.020  1.090
 N8E  C08  H082  single  0.970  0.020  1.090
 N8E  O09  C10   single  1.405  0.020  1.405
 N8E  C10  C11   single  1.506  0.020  1.506
 N8E  C10  H101  single  0.970  0.020  1.090
 N8E  C10  H102  single  0.970  0.020  1.090
 N8E  C11  O12   single  1.405  0.020  1.405
 N8E  C11  H111  single  0.970  0.020  1.090
 N8E  C11  H112  single  0.970  0.020  1.090
 N8E  O12  C13   single  1.405  0.020  1.405
 N8E  C13  C14   single  1.507  0.020  1.507
 N8E  C13  H131  single  0.970  0.020  1.090
 N8E  C13  H132  single  0.970  0.020  1.090
 N8E  C14  O15   single  1.405  0.020  1.405
 N8E  C14  H141  single  0.970  0.020  1.090
 N8E  C14  H142  single  0.970  0.020  1.090
 N8E  O15  C16   single  1.404  0.020  1.404
 N8E  C16  C17   single  1.507  0.020  1.507
 N8E  C16  H161  single  0.970  0.020  1.090
 N8E  C16  H162  single  0.970  0.020  1.090
 N8E  C17  O18   single  1.405  0.020  1.405
 N8E  C17  H171  single  0.970  0.020  1.090
 N8E  C17  H172  single  0.970  0.020  1.090
 N8E  O18  C19   single  1.405  0.020  1.405
 N8E  C19  C20   single  1.507  0.020  1.507
 N8E  C19  H191  single  0.970  0.020  1.090
 N8E  C19  H192  single  0.970  0.020  1.090
 N8E  C20  O21   single  1.404  0.020  1.404
 N8E  C20  H201  single  0.970  0.020  1.090
 N8E  C20  H202  single  0.970  0.020  1.090
 N8E  O21  C22   single  1.405  0.020  1.405
 N8E  C22  C23   single  1.508  0.020  1.508
 N8E  C22  H221  single  0.970  0.020  1.090
 N8E  C22  H222  single  0.970  0.020  1.090
 N8E  C23  O24   single  1.409  0.020  1.409
 N8E  C23  H231  single  0.970  0.020  1.090
 N8E  C23  H232  single  0.970  0.020  1.090
 N8E  O24  H24   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
 N8E  H013  C01  H012  107.50  3.000
 N8E  H013  C01  H011  107.64  3.000
 N8E  H012  C01  H011  107.56  3.000
 N8E  H013  C01  C02   111.20  3.000
 N8E  H012  C01  C02   111.04  3.000
 N8E  H011  C01  C02   111.71  3.000
 N8E  H022  C02  H021  106.02  3.000
 N8E  H022  C02  C03   109.22  3.000
 N8E  H021  C02  C03   109.20  3.000
 N8E  H022  C02  C01   109.74  3.000
 N8E  H021  C02  C01   109.58  3.000
 N8E  C03   C02  C01   112.84  3.000
 N8E  H032  C03  H031  106.00  3.000
 N8E  H032  C03  C04   109.46  3.000
 N8E  H031  C03  C04   109.41  3.000
 N8E  H032  C03  C02   109.22  3.000
 N8E  H031  C03  C02   109.28  3.000
 N8E  C04   C03  C02   113.21  3.000
 N8E  H042  C04  H041  106.02  3.000
 N8E  H042  C04  C05   109.23  3.000
 N8E  H041  C04  C05   109.24  3.000
 N8E  H042  C04  C03   109.37  3.000
 N8E  H041  C04  C03   109.33  3.000
 N8E  C05   C04  C03   113.39  3.000
 N8E  H052  C05  H051  106.11  3.000
 N8E  H052  C05  C06   109.54  3.000
 N8E  H051  C05  C06   109.42  3.000
 N8E  H052  C05  C04   109.36  3.000
 N8E  H051  C05  C04   109.38  3.000
 N8E  C06   C05  C04   112.81  3.000
 N8E  H062  C06  H061  106.09  3.000
 N8E  H062  C06  C07   109.34  3.000
 N8E  H061  C06  C07   109.41  3.000
 N8E  H062  C06  C05   109.24  3.000
 N8E  H061  C06  C05   109.22  3.000
 N8E  C07   C06  C05   113.29  3.000
 N8E  H072  C07  H071  106.96  3.000
 N8E  H072  C07  C08   109.75  3.000
 N8E  H071  C07  C08   109.54  3.000
 N8E  H072  C07  C06   109.57  3.000
 N8E  H071  C07  C06   109.60  3.000
 N8E  C08   C07  C06   111.31  3.000
 N8E  H082  C08  H081  106.51  3.000
 N8E  H082  C08  O09   110.32  3.000
 N8E  H081  C08  O09   110.40  3.000
 N8E  H082  C08  C07   109.67  3.000
 N8E  H081  C08  C07   109.81  3.000
 N8E  O09   C08  C07   110.07  3.000
 N8E  C10   O09  C08   112.41  3.000
 N8E  H102  C10  H101  106.66  3.000
 N8E  H102  C10  C11   107.95  3.000
 N8E  H101  C10  C11   109.80  3.000
 N8E  H102  C10  O09   110.99  3.000
 N8E  H101  C10  O09   111.05  3.000
 N8E  C11   C10  O09   110.29  3.000
 N8E  H112  C11  H111  106.82  3.000
 N8E  H112  C11  O12   111.19  3.000
 N8E  H111  C11  O12   110.86  3.000
 N8E  H112  C11  C10   110.01  3.000
 N8E  H111  C11  C10   107.83  3.000
 N8E  O12   C11  C10   110.02  3.000
 N8E  C13   O12  C11   112.60  3.000
 N8E  H132  C13  H131  106.82  3.000
 N8E  H132  C13  C14   108.19  3.000
 N8E  H131  C13  C14   109.65  3.000
 N8E  H132  C13  O12   111.16  3.000
 N8E  H131  C13  O12   110.96  3.000
 N8E  C14   C13  O12   109.98  3.000
 N8E  H142  C14  H141  106.78  3.000
 N8E  H142  C14  O15   111.11  3.000
 N8E  H141  C14  O15   111.16  3.000
 N8E  H142  C14  C13   110.16  3.000
 N8E  H141  C14  C13   107.81  3.000
 N8E  O15   C14  C13   109.74  3.000
 N8E  C16   O15  C14   112.77  3.000
 N8E  H162  C16  H161  106.76  3.000
 N8E  H162  C16  C17   107.91  3.000
 N8E  H161  C16  C17   109.94  3.000
 N8E  H162  C16  O15   111.30  3.000
 N8E  H161  C16  O15   110.90  3.000
 N8E  C17   C16  O15   109.93  3.000
 N8E  H172  C17  H171  106.73  3.000
 N8E  H172  C17  O18   110.90  3.000
 N8E  H171  C17  O18   111.12  3.000
 N8E  H172  C17  C16   110.16  3.000
 N8E  H171  C17  C16   107.90  3.000
 N8E  O18   C17  C16   109.95  3.000
 N8E  C19   O18  C17   112.50  3.000
 N8E  H192  C19  H191  106.73  3.000
 N8E  H192  C19  C20   107.92  3.000
 N8E  H191  C19  C20   110.13  3.000
 N8E  H192  C19  O18   111.14  3.000
 N8E  H191  C19  O18   110.91  3.000
 N8E  C20   C19  O18   109.93  3.000
 N8E  H202  C20  H201  106.79  3.000
 N8E  H202  C20  O21   111.03  3.000
 N8E  H201  C20  O21   111.23  3.000
 N8E  H202  C20  C19   109.86  3.000
 N8E  H201  C20  C19   107.91  3.000
 N8E  O21   C20  C19   109.92  3.000
 N8E  C22   O21  C20   112.71  3.000
 N8E  H222  C22  H221  106.77  3.000
 N8E  H222  C22  C23   108.05  3.000
 N8E  H221  C22  C23   109.99  3.000
 N8E  H222  C22  O21   111.06  3.000
 N8E  H221  C22  O21   110.96  3.000
 N8E  C23   C22  O21   109.92  3.000
 N8E  H232  C23  H231  106.76  3.000
 N8E  H232  C23  O24   111.78  3.000
 N8E  H231  C23  O24   111.94  3.000
 N8E  H232  C23  C22   109.22  3.000
 N8E  H231  C23  C22   107.34  3.000
 N8E  O24   C23  C22   109.65  3.000
 N8E  H24   O24  C23   108.06  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
 N8E  Var_01  C04   C03  C02  C01  -179.89  30.0  3
 N8E  Var_02  C05   C04  C03  C02  -179.81  30.0  3
 N8E  Var_03  C06   C05  C04  C03  -179.88  30.0  3
 N8E  Var_04  C07   C06  C05  C04  -179.97  30.0  3
 N8E  Var_05  C08   C07  C06  C05  -179.76  30.0  3
 N8E  Var_06  O09   C08  C07  C06   179.48  30.0  3
 N8E  Var_07  C11   C10  O09  C08   179.04  30.0  3
 N8E  Var_08  O12   C11  C10  O09    67.19  30.0  3
 N8E  Var_09  C14   C13  O12  C11  -175.63  30.0  3
 N8E  Var_10  O15   C14  C13  O12    65.45  30.0  3
 N8E  Var_11  C17   C16  O15  C14   178.71  30.0  3
 N8E  Var_12  O18   C17  C16  O15    63.78  30.0  3
 N8E  Var_13  C20   C19  O18  C17   177.29  30.0  3
 N8E  Var_14  O21   C20  C19  O18    64.43  30.0  3
 N8E  Var_15  C23   C22  O21  C20   177.36  30.0  3
 N8E  Var_16  O24   C23  C22  O21    65.73  30.0  3
 N8E  Var_17  H011  C01  C02  C03  -179.28  30.0  3

