# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 03:00:54 2021
#   Inital geometry file: a 77 line input string
#   Ligand name: 1,4,7,10,13-pentaoxacyclopentadecane
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C1COCCOCCOCCOCCO1
#
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
 EYO  EYO  1,4,7,10,13-pentaoxacyclopentadecane  ligand  35  15  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EYO
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
 EYO  C4   C  CH2   0  -0.168   7.9491  15.4033  -43.1482
 EYO  C5   C  CH2   0  -0.168   8.8587  13.4323  -44.0468
 EYO  C6   C  CH2   0  -0.164   9.0019  11.9570  -43.7681
 EYO  C7   C  CH2   0  -0.200   9.6280  10.5649  -41.9358
 EYO  C8   C  CH2   0  -0.145   8.8285  10.7748  -40.6689
 EYO  C10  C  CH2   0  -0.161   6.7312  11.3859  -39.8341
 EYO  C9   C  CH2   0  -0.162   5.4124  12.0068  -40.2216
 EYO  O1   O  O2    0  -0.471   5.5990  13.3536  -40.5691
 EYO  O5   O  O2    0  -0.471   7.5244  11.1884  -40.9752
 EYO  O4   O  O2    0  -0.495   9.8331  11.7625  -42.6467
 EYO  O3   O  O2    0  -0.463   8.0636  14.0104  -43.0489
 EYO  C3   C  CH2   0  -0.163   6.9596  15.8902  -42.1193
 EYO  O2   O  O2    0  -0.494   5.6551  15.5166  -42.4998
 EYO  C2   C  CH2   0  -0.200   4.7233  15.3958  -41.4515
 EYO  C1   C  CH2   0  -0.145   4.4457  13.9521  -41.0953
 EYO  H1   H  HCH2  0   0.198   8.9140  15.8972  -42.9610
 EYO  H2   H  HCH2  0   0.197   7.6283  15.7126  -44.1545
 EYO  H3   H  HCH2  0   0.197   9.8519  13.9038  -44.0983
 EYO  H4   H  HCH2  0   0.198   8.4033  13.5546  -45.0406
 EYO  H5   H  HCH2  0   0.212   8.0076  11.5263  -43.6136
 EYO  H6   H  HCH2  0   0.200   9.4292  11.4755  -44.6580
 EYO  H7   H  HCH2  0   0.211   9.1499   9.8007  -42.5607
 EYO  H8   H  HCH2  0   0.228  10.6054  10.1670  -41.6459
 EYO  H9   H  HCH2  0   0.192   8.8273   9.8289  -40.1055
 EYO  H10  H  HCH2  0   0.197   9.3334  11.5177  -40.0339
 EYO  H11  H  HCH2  0   0.200   6.5279  10.4311  -39.3281
 EYO  H12  H  HCH2  0   0.200   7.2404  12.0286  -39.1008
 EYO  H13  H  HCH2  0   0.200   4.7228  11.9128  -39.3703
 EYO  H14  H  HCH2  0   0.200   4.9679  11.4375  -41.0510
 EYO  H15  H  HCH2  0   0.212   7.2293  15.4784  -41.1415
 EYO  H16  H  HCH2  0   0.200   7.0463  16.9828  -42.0460
 EYO  H17  H  HCH2  0   0.211   5.0457  15.9467  -40.5596
 EYO  H18  H  HCH2  0   0.228   3.7792  15.8457  -41.7740
 EYO  H19  H  HCH2  0   0.192   3.6160  13.9325  -40.3720
 EYO  H20  H  HCH2  0   0.197   4.0983  13.4110  -41.9878

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
 EYO  C5   C6   single  1.508  0.020  1.508
 EYO  C5   O3   single  1.401  0.020  1.401
 EYO  C4   O3   single  1.401  0.020  1.401
 EYO  C4   C3   single  1.508  0.020  1.508
 EYO  C6   O4   single  1.409  0.020  1.409
 EYO  C3   O2   single  1.409  0.020  1.409
 EYO  O2   C2   single  1.408  0.020  1.408
 EYO  O4   C7   single  1.408  0.020  1.408
 EYO  C7   C8   single  1.513  0.020  1.513
 EYO  C2   C1   single  1.513  0.020  1.513
 EYO  C8   O5   single  1.402  0.020  1.402
 EYO  O5   C10  single  1.404  0.020  1.404
 EYO  O1   C1   single  1.402  0.020  1.402
 EYO  O1   C9   single  1.403  0.020  1.403
 EYO  C9   C10  single  1.508  0.020  1.508
 EYO  C4   H1   single  0.970  0.020  1.090
 EYO  C4   H2   single  0.970  0.020  1.090
 EYO  C5   H3   single  0.970  0.020  1.090
 EYO  C5   H4   single  0.970  0.020  1.090
 EYO  C6   H5   single  0.970  0.020  1.090
 EYO  C6   H6   single  0.970  0.020  1.090
 EYO  C7   H7   single  0.970  0.020  1.090
 EYO  C7   H8   single  0.970  0.020  1.090
 EYO  C8   H9   single  0.970  0.020  1.090
 EYO  C8   H10  single  0.970  0.020  1.090
 EYO  C10  H11  single  0.970  0.020  1.090
 EYO  C10  H12  single  0.970  0.020  1.090
 EYO  C9   H13  single  0.970  0.020  1.090
 EYO  C9   H14  single  0.970  0.020  1.090
 EYO  C3   H15  single  0.970  0.020  1.090
 EYO  C3   H16  single  0.970  0.020  1.090
 EYO  C2   H17  single  0.970  0.020  1.090
 EYO  C2   H18  single  0.970  0.020  1.090
 EYO  C1   H19  single  0.970  0.020  1.090
 EYO  C1   H20  single  0.970  0.020  1.090

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
 EYO  H2   C4   H1   106.57  3.000
 EYO  H2   C4   C3   109.98  3.000
 EYO  H1   C4   C3   108.32  3.000
 EYO  H2   C4   O3   111.60  3.000
 EYO  H1   C4   O3   111.26  3.000
 EYO  C3   C4   O3   109.04  3.000
 EYO  H4   C5   H3   106.48  3.000
 EYO  H4   C5   O3   111.27  3.000
 EYO  H3   C5   O3   111.63  3.000
 EYO  H4   C5   C6   108.36  3.000
 EYO  H3   C5   C6   110.01  3.000
 EYO  O3   C5   C6   109.02  3.000
 EYO  H6   C6   H5   107.18  3.000
 EYO  H6   C6   O4   110.77  3.000
 EYO  H5   C6   O4   111.66  3.000
 EYO  H6   C6   C5   108.42  3.000
 EYO  H5   C6   C5   108.95  3.000
 EYO  O4   C6   C5   109.75  3.000
 EYO  H8   C7   H7   106.67  3.000
 EYO  H8   C7   O4   108.24  3.000
 EYO  H7   C7   O4   111.62  3.000
 EYO  H8   C7   C8   107.50  3.000
 EYO  H7   C7   C8   110.09  3.000
 EYO  O4   C7   C8   112.45  3.000
 EYO  H10  C8   H9   106.58  3.000
 EYO  H10  C8   O5   110.72  3.000
 EYO  H9   C8   O5   111.36  3.000
 EYO  H10  C8   C7   109.55  3.000
 EYO  H9   C8   C7   108.05  3.000
 EYO  O5   C8   C7   110.46  3.000
 EYO  H12  C10  H11  106.63  3.000
 EYO  H12  C10  O5   111.26  3.000
 EYO  H11  C10  O5   110.88  3.000
 EYO  H12  C10  C9   109.60  3.000
 EYO  H11  C10  C9   108.30  3.000
 EYO  O5   C10  C9   110.07  3.000
 EYO  H14  C9   H13  106.63  3.000
 EYO  H14  C9   O1   111.33  3.000
 EYO  H13  C9   O1   110.92  3.000
 EYO  H14  C9   C10  109.52  3.000
 EYO  H13  C9   C10  108.32  3.000
 EYO  O1   C9   C10  110.03  3.000
 EYO  C1   O1   C9   113.16  3.000
 EYO  C10  O5   C8   112.93  3.000
 EYO  C7   O4   C6   115.68  3.000
 EYO  C5   O3   C4   113.96  3.000
 EYO  H16  C3   H15  107.16  3.000
 EYO  H16  C3   O2   110.78  3.000
 EYO  H15  C3   O2   111.69  3.000
 EYO  H16  C3   C4   108.35  3.000
 EYO  H15  C3   C4   109.04  3.000
 EYO  O2   C3   C4   109.73  3.000
 EYO  C2   O2   C3   115.74  3.000
 EYO  H18  C2   H17  106.66  3.000
 EYO  H18  C2   C1   107.66  3.000
 EYO  H17  C2   C1   109.99  3.000
 EYO  H18  C2   O2   108.43  3.000
 EYO  H17  C2   O2   111.59  3.000
 EYO  C1   C2   O2   112.26  3.000
 EYO  H20  C1   H19  106.64  3.000
 EYO  H20  C1   C2   109.66  3.000
 EYO  H19  C1   C2   108.06  3.000
 EYO  H20  C1   O1   110.75  3.000
 EYO  H19  C1   O1   111.46  3.000
 EYO  C2   C1   O1   110.17  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
 EYO  Var_01  C6  C5   O3  C4    175.24  30.0  1
 EYO  Var_02  C3  C4   O3  C5    174.01  30.0  1
 EYO  Var_03  C8  C7   O4  C6   -101.78  30.0  1
 EYO  Var_04  C9  C10  O5  C8    172.27  30.0  1
 EYO  Var_05  C2  C1   O1  C9   -179.74  30.0  1
 EYO  Var_06  O2  C2   C1  O1     65.59  30.0  1
 EYO  Var_07  O5  C10  C9  O1    -72.94  30.0  1
 EYO  Var_08  O4  C7   C8  O5     65.49  30.0  1
 EYO  Var_09  O3  C5   C6  O4    -71.30  30.0  1
 EYO  Var_10  O2  C3   C4  O3    -71.74  30.0  1
 EYO  Var_11  C1  C2   O2  C3   -103.51  30.0  1
 EYO  Var_12  H5  C6   O4  C7     33.51  30.0  1
 EYO  Var_13  H9  C8   O5  C10    59.33  30.0  1

