# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 01:10:47 2022
#   Inital geometry file: a 117 line input string
#   Ligand name: 2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCOCCOCCOCCOCCOCCOCCO
#
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
 9YU  9YU  "2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol"
  ligand  55  23  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9YU
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
 9YU  C02  C  CH2   0  -0.181  13.5324   5.8859  -13.5537
 9YU  C03  C  CH2   0  -0.158  14.6159   6.8164  -13.0451
 9YU  C05  C  CH2   0  -0.166  16.5676   6.8462  -11.7645
 9YU  C06  C  CH2   0  -0.177  17.4404   5.9679  -10.8907
 9YU  C08  C  CH2   0  -0.188  19.4993   6.0583   -9.7148
 9YU  C09  C  CH2   0  -0.208  20.3315   5.0048  -10.4256
 9YU  C11  C  CH2   0  -0.160  20.5748   5.6961  -12.6944
 9YU  C12  C  CH2   0  -0.197  21.6372   5.6266  -13.7690
 9YU  C14  C  CH2   0  -0.199  22.5432   7.6603  -14.6307
 9YU  C15  C  CH2   0  -0.162  21.3671   8.6098  -14.4380
 9YU  C17  C  CH2   0  -0.205  20.3950  10.4044  -15.6851
 9YU  C18  C  CH2   0  -0.167  19.8555  11.3038  -14.5933
 9YU  C20  C  CH2   0  -0.161  18.8056  11.2751  -12.4938
 9YU  C21  C  CH2   0  -0.172  17.9707  10.3710  -11.6094
 9YU  C23  C  CH3   0  -0.396  16.8786  10.3131   -9.5514
 9YU  O01  O  OH1   0  -0.669  12.6825   6.6463  -14.3817
 9YU  O04  O  O2    0  -0.490  15.4819   6.0811  -12.2179
 9YU  O07  O  O2    0  -0.484  18.5652   6.7304  -10.5267
 9YU  O10  O  O2    0  -0.484  21.1738   5.5110  -11.4320
 9YU  O13  O  O2    0  -0.488  22.6026   6.6503  -13.6549
 9YU  O16  O  O2    0  -0.486  21.5474   9.6775  -15.3395
 9YU  O19  O  O2    0  -0.485  19.1561  10.5433  -13.6398
 9YU  O22  O  O2    0  -0.482  17.6695  11.0695  -10.4298
 9YU  H1   H  HCH2  0   0.199  12.9937   5.4536  -12.7008
 9YU  H2   H  HCH2  0   0.198  13.9968   5.0541  -14.0989
 9YU  H3   H  HCH2  0   0.202  15.1616   7.2483  -13.8962
 9YU  H4   H  HCH2  0   0.202  14.1633   7.6524  -12.4931
 9YU  H5   H  HCH2  0   0.203  17.1614   7.2247  -12.6096
 9YU  H6   H  HCH2  0   0.206  16.2222   7.7210  -11.1957
 9YU  H7   H  HCH2  0   0.214  16.8859   5.6396  -10.0006
 9YU  H8   H  HCH2  0   0.209  17.7187   5.0669  -11.4514
 9YU  H9   H  HCH2  0   0.204  19.0019   5.5776   -8.8601
 9YU  H10  H  HCH2  0   0.235  20.1614   6.8282   -9.3117
 9YU  H11  H  HCH2  0   0.210  19.6973   4.1990  -10.8196
 9YU  H12  H  HCH2  0   0.237  20.9775   4.5482   -9.6698
 9YU  H13  H  HCH2  0   0.209  20.0352   6.6488  -12.7476
 9YU  H14  H  HCH2  0   0.201  19.8416   4.9033  -12.8991
 9YU  H15  H  HCH2  0   0.215  21.1405   5.6484  -14.7468
 9YU  H16  H  HCH2  0   0.225  22.1536   4.6634  -13.6975
 9YU  H17  H  HCH2  0   0.204  22.5096   7.2341  -15.6427
 9YU  H18  H  HCH2  0   0.229  23.4748   8.2259  -14.5476
 9YU  H19  H  HCH2  0   0.205  21.3436   8.9535  -13.3971
 9YU  H20  H  HCH2  0   0.197  20.4173   8.0935  -14.6325
 9YU  H21  H  HCH2  0   0.206  19.5953   9.7366  -16.0360
 9YU  H22  H  HCH2  0   0.238  20.6783  11.0373  -16.5290
 9YU  H23  H  HCH2  0   0.205  20.6848  11.8574  -14.1305
 9YU  H24  H  HCH2  0   0.211  19.1907  12.0499  -15.0523
 9YU  H25  H  HCH2  0   0.204  19.7009  11.6096  -11.9509
 9YU  H26  H  HCH2  0   0.203  18.2318  12.1744  -12.7584
 9YU  H27  H  HCH2  0   0.200  17.0534  10.0757  -12.1398
 9YU  H28  H  HCH2  0   0.201  18.5246   9.4471  -11.3900
 9YU  H29  H  HCH3  0   0.234  16.7105  10.9042   -8.6518
 9YU  H30  H  HCH3  0   0.203  15.9043  10.0613   -9.9884
 9YU  H31  H  HCH3  0   0.201  17.3674   9.3741   -9.2643
 9YU  H32  H  HOH1  0   0.456  11.9846   6.0706  -14.7054

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
 9YU  C17  C18  single  1.514  0.020  1.514
 9YU  C17  O16  single  1.406  0.020  1.406
 9YU  C18  O19  single  1.406  0.020  1.406
 9YU  O16  C15  single  1.409  0.020  1.409
 9YU  C14  C15  single  1.524  0.020  1.524
 9YU  C14  O13  single  1.406  0.020  1.406
 9YU  O19  C20  single  1.404  0.020  1.404
 9YU  C20  C21  single  1.515  0.020  1.515
 9YU  C12  O13  single  1.412  0.020  1.412
 9YU  C12  C11  single  1.513  0.020  1.513
 9YU  O01  C02  single  1.409  0.020  1.409
 9YU  C02  C03  single  1.516  0.020  1.516
 9YU  C11  O10  single  1.409  0.020  1.409
 9YU  C21  O22  single  1.404  0.020  1.404
 9YU  C03  O04  single  1.405  0.020  1.405
 9YU  O22  C23  single  1.403  0.020  1.403
 9YU  O10  C09  single  1.407  0.020  1.407
 9YU  O04  C05  single  1.403  0.020  1.403
 9YU  C09  C08  single  1.519  0.020  1.519
 9YU  C05  C06  single  1.515  0.020  1.515
 9YU  O07  C06  single  1.407  0.020  1.407
 9YU  O07  C08  single  1.408  0.020  1.408
 9YU  C02  H1   single  0.970  0.020  1.090
 9YU  C02  H2   single  0.970  0.020  1.090
 9YU  C03  H3   single  0.970  0.020  1.090
 9YU  C03  H4   single  0.970  0.020  1.090
 9YU  C05  H5   single  0.970  0.020  1.090
 9YU  C05  H6   single  0.970  0.020  1.090
 9YU  C06  H7   single  0.970  0.020  1.090
 9YU  C06  H8   single  0.970  0.020  1.090
 9YU  C08  H9   single  0.970  0.020  1.090
 9YU  C08  H10  single  0.970  0.020  1.090
 9YU  C09  H11  single  0.970  0.020  1.090
 9YU  C09  H12  single  0.970  0.020  1.090
 9YU  C11  H13  single  0.970  0.020  1.090
 9YU  C11  H14  single  0.970  0.020  1.090
 9YU  C12  H15  single  0.970  0.020  1.090
 9YU  C12  H16  single  0.970  0.020  1.090
 9YU  C14  H17  single  0.970  0.020  1.090
 9YU  C14  H18  single  0.970  0.020  1.090
 9YU  C15  H19  single  0.970  0.020  1.090
 9YU  C15  H20  single  0.970  0.020  1.090
 9YU  C17  H21  single  0.970  0.020  1.090
 9YU  C17  H22  single  0.970  0.020  1.090
 9YU  C18  H23  single  0.970  0.020  1.090
 9YU  C18  H24  single  0.970  0.020  1.090
 9YU  C20  H25  single  0.970  0.020  1.090
 9YU  C20  H26  single  0.970  0.020  1.090
 9YU  C21  H27  single  0.970  0.020  1.090
 9YU  C21  H28  single  0.970  0.020  1.090
 9YU  C23  H29  single  0.970  0.020  1.090
 9YU  C23  H30  single  0.970  0.020  1.090
 9YU  C23  H31  single  0.970  0.020  1.090
 9YU  O01  H32  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
 9YU  H2   C02  H1   107.17  3.000
 9YU  H2   C02  O01  111.86  3.000
 9YU  H1   C02  O01  111.91  3.000
 9YU  H2   C02  C03  109.23  3.000
 9YU  H1   C02  C03  109.38  3.000
 9YU  O01  C02  C03  107.27  3.000
 9YU  H4   C03  H3   107.12  3.000
 9YU  H4   C03  O04  110.85  3.000
 9YU  H3   C03  O04  110.82  3.000
 9YU  H4   C03  C02  109.93  3.000
 9YU  H3   C03  C02  109.65  3.000
 9YU  O04  C03  C02  108.47  3.000
 9YU  H6   C05  H5   107.06  3.000
 9YU  H6   C05  O04  110.98  3.000
 9YU  H5   C05  O04  110.92  3.000
 9YU  H6   C05  C06  110.11  3.000
 9YU  H5   C05  C06  109.36  3.000
 9YU  O04  C05  C06  108.41  3.000
 9YU  H8   C06  H7   107.25  3.000
 9YU  H8   C06  O07  112.00  3.000
 9YU  H7   C06  O07  110.84  3.000
 9YU  H8   C06  C05  109.11  3.000
 9YU  H7   C06  C05  110.46  3.000
 9YU  O07  C06  C05  107.19  3.000
 9YU  H10  C08  H9   107.19  3.000
 9YU  H10  C08  O07  106.16  3.000
 9YU  H9   C08  O07  110.90  3.000
 9YU  H10  C08  C09  109.23  3.000
 9YU  H9   C08  C09  107.96  3.000
 9YU  O07  C08  C09  115.12  3.000
 9YU  H12  C09  H11  106.41  3.000
 9YU  H12  C09  O10  106.91  3.000
 9YU  H11  C09  O10  110.67  3.000
 9YU  H12  C09  C08  106.84  3.000
 9YU  H11  C09  C08  111.12  3.000
 9YU  O10  C09  C08  114.41  3.000
 9YU  H14  C11  H13  106.83  3.000
 9YU  H14  C11  O10  110.83  3.000
 9YU  H13  C11  O10  111.52  3.000
 9YU  H14  C11  C12  107.64  3.000
 9YU  H13  C11  C12  110.55  3.000
 9YU  O10  C11  C12  109.38  3.000
 9YU  H16  C12  H15  106.81  3.000
 9YU  H16  C12  O13  108.07  3.000
 9YU  H15  C12  O13  111.55  3.000
 9YU  H16  C12  C11  108.97  3.000
 9YU  H15  C12  C11  108.32  3.000
 9YU  O13  C12  C11  112.92  3.000
 9YU  H18  C14  H17  107.27  3.000
 9YU  H18  C14  O13  106.44  3.000
 9YU  H17  C14  O13  111.23  3.000
 9YU  H18  C14  C15  109.01  3.000
 9YU  H17  C14  C15  109.55  3.000
 9YU  O13  C14  C15  113.11  3.000
 9YU  H20  C15  H19  107.28  3.000
 9YU  H20  C15  O16  110.71  3.000
 9YU  H19  C15  O16  111.88  3.000
 9YU  H20  C15  C14  110.62  3.000
 9YU  H19  C15  C14  109.39  3.000
 9YU  O16  C15  C14  107.01  3.000
 9YU  H22  C17  H21  107.10  3.000
 9YU  H22  C17  O16  106.08  3.000
 9YU  H21  C17  O16  111.15  3.000
 9YU  H22  C17  C18  107.78  3.000
 9YU  H21  C17  C18  109.39  3.000
 9YU  O16  C17  C18  114.96  3.000
 9YU  H24  C18  H23  106.87  3.000
 9YU  H24  C18  O19  110.45  3.000
 9YU  H23  C18  O19  111.23  3.000
 9YU  H24  C18  C17  108.51  3.000
 9YU  H23  C18  C17  109.51  3.000
 9YU  O19  C18  C17  110.18  3.000
 9YU  H26  C20  H25  107.16  3.000
 9YU  H26  C20  O19  111.11  3.000
 9YU  H25  C20  O19  111.00  3.000
 9YU  H26  C20  C21  109.94  3.000
 9YU  H25  C20  C21  110.01  3.000
 9YU  O19  C20  C21  107.63  3.000
 9YU  H28  C21  H27  106.90  3.000
 9YU  H28  C21  O22  111.01  3.000
 9YU  H27  C21  O22  111.09  3.000
 9YU  H28  C21  C20  109.90  3.000
 9YU  H27  C21  C20  109.77  3.000
 9YU  O22  C21  C20  108.17  3.000
 9YU  H31  C23  H30  107.67  3.000
 9YU  H31  C23  H29  108.49  3.000
 9YU  H30  C23  H29  108.45  3.000
 9YU  H31  C23  O22  111.97  3.000
 9YU  H30  C23  O22  112.02  3.000
 9YU  H29  C23  O22  108.14  3.000
 9YU  H32  O01  C02  108.21  3.000
 9YU  C05  O04  C03  112.43  3.000
 9YU  C08  O07  C06  114.89  3.000
 9YU  C11  O10  C09  115.70  3.000
 9YU  C14  O13  C12  115.86  3.000
 9YU  C17  O16  C15  116.37  3.000
 9YU  C20  O19  C18  113.32  3.000
 9YU  C23  O22  C21  112.26  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
 9YU  Var_01  C05  O04  C03  C02   176.36  30.0  3
 9YU  Var_02  C06  C05  O04  C03  -179.76  30.0  3
 9YU  Var_03  C08  O07  C06  C05  -179.44  30.0  1
 9YU  Var_04  C09  C08  O07  C06    73.19  30.0  3
 9YU  Var_05  C11  O10  C09  C08   -84.13  30.0  2
 9YU  Var_06  C12  C11  O10  C09  -154.68  30.0  1
 9YU  Var_07  C14  O13  C12  C11  -108.33  30.0  3
 9YU  Var_08  C15  C14  O13  C12    73.37  30.0  1
 9YU  Var_09  C17  O16  C15  C14   157.93  30.0  1
 9YU  Var_10  C18  C17  O16  C15    72.50  30.0  2
 9YU  Var_11  C20  O19  C18  C17   170.68  30.0  3
 9YU  Var_12  C21  C20  O19  C18   175.63  30.0  3
 9YU  Var_13  C23  O22  C21  C20   179.19  30.0  3
 9YU  Var_14  O04  C03  C02  O01  -179.83  30.0  3
 9YU  Var_15  O07  C06  C05  O04   176.02  30.0  3
 9YU  Var_16  O10  C09  C08  O07    63.91  30.0  1
 9YU  Var_17  O13  C12  C11  O10   -62.81  30.0  2
 9YU  Var_18  O16  C15  C14  O13   170.90  30.0  3
 9YU  Var_19  O19  C18  C17  O16   -77.50  30.0  3
 9YU  Var_20  O22  C21  C20  O19   177.13  30.0  3
 9YU  Var_21  H5   C05  O04  C03   -59.68  30.0  3
 9YU  Var_22  H6   C05  O04  C03    59.19  30.0  3
 9YU  Var_23  H3   C03  O04  C05    55.95  30.0  2
 9YU  Var_24  H4   C03  O04  C05   -62.85  30.0  2
 9YU  Var_25  H9   C08  O07  C06   -49.74  30.0  3
 9YU  Var_26  H10  C08  O07  C06  -165.84  30.0  3
 9YU  Var_27  H7   C06  O07  C08    59.94  30.0  3
 9YU  Var_28  H8   C06  O07  C08   -59.80  30.0  3
 9YU  Var_29  H13  C11  O10  C09    82.72  30.0  1
 9YU  Var_30  H14  C11  O10  C09   -36.16  30.0  1
 9YU  Var_31  H11  C09  O10  C11    42.32  30.0  3
 9YU  Var_32  H12  C09  O10  C11   157.81  30.0  3
 9YU  Var_33  H17  C14  O13  C12   -50.41  30.0  1
 9YU  Var_34  H18  C14  O13  C12  -166.94  30.0  1
 9YU  Var_35  H15  C12  O13  C14    13.94  30.0  1
 9YU  Var_36  H16  C12  O13  C14   131.06  30.0  1
 9YU  Var_37  H21  C17  O16  C15   -52.44  30.0  2
 9YU  Var_38  H22  C17  O16  C15  -168.51  30.0  2
 9YU  Var_39  H19  C15  O16  C17   -82.27  30.0  3
 9YU  Var_40  H20  C15  O16  C17    37.32  30.0  3
 9YU  Var_41  H25  C20  O19  C18   -63.94  30.0  3
 9YU  Var_42  H26  C20  O19  C18    55.21  30.0  3
 9YU  Var_43  H23  C18  O19  C20    49.04  30.0  1
 9YU  Var_44  H24  C18  O19  C20   -69.45  30.0  1
 9YU  Var_45  H29  C23  O22  C21   178.37  30.0  3
 9YU  Var_46  H30  C23  O22  C21   -62.18  30.0  3
 9YU  Var_47  H31  C23  O22  C21    58.89  30.0  3
 9YU  Var_48  H27  C21  O22  C23    58.65  30.0  1
 9YU  Var_49  H28  C21  O22  C23   -60.16  30.0  1
 9YU  Var_50  H3   C03  C02  O01   -58.69  30.0  3
 9YU  Var_51  H4   C03  C02  O01    58.81  30.0  3
 9YU  Var_52  H1   C02  C03  O04    58.60  30.0  1
 9YU  Var_53  H2   C02  C03  O04   -58.41  30.0  1
 9YU  Var_54  H7   C06  C05  O04   -63.12  30.0  3
 9YU  Var_55  H8   C06  C05  O04    54.55  30.0  3
 9YU  Var_56  H5   C05  C06  O07    54.97  30.0  2
 9YU  Var_57  H6   C05  C06  O07   -62.40  30.0  2
 9YU  Var_58  H11  C09  C08  O07   -62.30  30.0  1
 9YU  Var_59  H12  C09  C08  O07  -177.98  30.0  1
 9YU  Var_60  H15  C12  C11  O10   173.13  30.0  2
 9YU  Var_61  H16  C12  C11  O10    57.28  30.0  2
 9YU  Var_62  H9   C08  C09  O10  -171.60  30.0  3
 9YU  Var_63  H10  C08  C09  O10   -55.37  30.0  3
 9YU  Var_64  H19  C15  C14  O13    49.52  30.0  3
 9YU  Var_65  H20  C15  C14  O13   -68.43  30.0  3
 9YU  Var_66  H13  C11  C12  O13    60.36  30.0  3
 9YU  Var_67  H14  C11  C12  O13   176.69  30.0  3
 9YU  Var_68  H23  C18  C17  O16    45.16  30.0  3
 9YU  Var_69  H24  C18  C17  O16   161.47  30.0  3
 9YU  Var_70  H17  C14  C15  O16   -64.40  30.0  1
 9YU  Var_71  H18  C14  C15  O16    52.70  30.0  1
 9YU  Var_72  H21  C17  C18  O19    48.35  30.0  2
 9YU  Var_73  H22  C17  C18  O19   164.46  30.0  2
 9YU  Var_74  H27  C21  C20  O19   -61.52  30.0  3
 9YU  Var_75  H28  C21  C20  O19    55.79  30.0  3
 9YU  Var_76  H25  C20  C21  O22    56.07  30.0  1
 9YU  Var_77  H26  C20  C21  O22   -61.72  30.0  1

