# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 18:50:40 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 2-oxo-6,9,12,15-tetraoxa-3-azaoctadecan-18-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)NCCOCCOCCOCCOCCC(O)=O
#
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
 90A  90A  '2-oxo-6,9,12,15-tetraoxa-3-azaoctadecan-18-oic acid'  ligand  46  21  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_90A
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
 90A  C1   C  CH2   0  -0.304  -5.1911   1.1377  -1.1311
 90A  C2   C  CH2   0  -0.161  -4.1921   1.8669  -0.2617
 90A  C3   C  C     0   0.519  -7.3581   0.0669  -0.6761
 90A  C4   C  CH2   0  -0.170  -2.5109   1.4967   1.3348
 90A  C5   C  CH2   0  -0.168  -1.7668   0.4134   2.0710
 90A  O4   O  O     0  -0.512  -7.8828   0.5134  -1.6887
 90A  C6   C  CH3   0  -0.778  -8.1077  -0.8341   0.2739
 90A  N1   N  NH1   0  -0.623  -6.0892   0.3375  -0.3300
 90A  O3   O  O2    0  -0.490  -3.4351   0.9172   0.4478
 90A  O6   O  O2    0  -0.485  -0.9979  -0.3327   1.1630
 90A  C7   C  CH2   0  -0.170  -0.2720  -1.3646   1.7808
 90A  C8   C  CH2   0  -0.168   0.4923  -2.1392   0.7384
 90A  O9   O  O2    0  -0.486   1.4823  -1.3200   0.1698
 90A  C10  C  CH2   0  -0.169   2.1527  -1.9369  -0.8994
 90A  C11  C  CH2   0  -0.171   3.2298  -1.0215  -1.4212
 90A  O12  O  O2    0  -0.489   4.2414  -0.8792  -0.4557
 90A  C13  C  CH2   0  -0.118   5.2687  -0.0137  -0.8683
 90A  C14  C  CH2   0  -0.618   6.3079   0.0245   0.2344
 90A  C15  C  C     0   0.549   7.4665   0.9216  -0.0944
 90A  O16  O  O     0  -0.444   7.5785   1.5635  -1.1093
 90A  H1   H  HCH2  0   0.254  -5.7688   1.8736  -1.6889
 90A  H2   H  HCH2  0   0.241  -4.6638   0.5181  -1.8639
 90A  H3   H  HCH2  0   0.219  -3.5501   2.4881  -0.8998
 90A  H4   H  HCH2  0   0.209  -4.7181   2.5414   0.4282
 90A  H5   H  HCH2  0   0.211  -3.0184   2.1304   2.0748
 90A  H6   H  HCH2  0   0.208  -1.8020   2.1404   0.7951
 90A  H7   H  HCH2  0   0.208  -1.1325   0.8910   2.8306
 90A  H8   H  HCH2  0   0.205  -2.4775  -0.2303   2.6091
 90A  H9   H  HCH3  0   0.248  -7.5498  -1.0795   1.1755
 90A  H10  H  HCH3  0   0.264  -9.0434  -0.3574   0.5637
 90A  H11  H  HCH3  0   0.266  -8.3620  -1.7639  -0.2356
 90A  H12  H  HNH1  0   0.396  -5.6989  -0.1289   0.4730
 90A  H13  H  HCH2  0   0.205   0.4200  -0.9631   2.5355
 90A  H14  H  HCH2  0   0.208  -0.9410  -2.0624   2.3035
 90A  H15  H  HCH2  0   0.208   0.9368  -3.0209   1.2210
 90A  H16  H  HCH2  0   0.204  -0.2005  -2.5131  -0.0293
 90A  H17  H  HCH2  0   0.205   2.5946  -2.8959  -0.5920
 90A  H18  H  HCH2  0   0.208   1.4609  -2.1547  -1.7251
 90A  H19  H  HCH2  0   0.209   3.6274  -1.4550  -2.3492
 90A  H20  H  HCH2  0   0.207   2.7975  -0.0461  -1.6855
 90A  H21  H  HCH2  0   0.208   5.7207  -0.3641  -1.8059
 90A  H22  H  HCH2  0   0.209   4.8752   0.9936  -1.0599
 90A  H23  H  HCH2  0   0.286   5.8592   0.3677   1.1715
 90A  H24  H  HCH2  0   0.286   6.6919  -0.9807   0.4318
 90A  O1   O  OH1   0  -0.594   8.3746   0.9307   0.8749
 90A  H25  H  HOH1  0   0.480   9.1092   1.5155   0.6358

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
 90A  O16  C15  double  1.206  0.020  1.206
 90A  C15  C14  single  1.502  0.020  1.502
 90A  C14  C13  single  1.516  0.020  1.516
 90A  O4   C3   double  1.225  0.020  1.225
 90A  C13  O12  single  1.405  0.020  1.405
 90A  C1   N1   single  1.445  0.020  1.445
 90A  C1   C2   single  1.512  0.020  1.512
 90A  C3   N1   single  1.343  0.020  1.343
 90A  C3   C6   single  1.509  0.020  1.509
 90A  O12  C11  single  1.406  0.020  1.406
 90A  C2   O3   single  1.406  0.020  1.406
 90A  C11  C10  single  1.507  0.020  1.507
 90A  O3   C4   single  1.406  0.020  1.406
 90A  C4   C5   single  1.506  0.020  1.506
 90A  C10  O9   single  1.405  0.020  1.405
 90A  O9   C8   single  1.405  0.020  1.405
 90A  C5   O6   single  1.404  0.020  1.404
 90A  C8   C7   single  1.507  0.020  1.507
 90A  O6   C7   single  1.405  0.020  1.405
 90A  C1   H1   single  0.970  0.020  1.090
 90A  C1   H2   single  0.970  0.020  1.090
 90A  C2   H3   single  0.970  0.020  1.090
 90A  C2   H4   single  0.970  0.020  1.090
 90A  C4   H5   single  0.970  0.020  1.090
 90A  C4   H6   single  0.970  0.020  1.090
 90A  C5   H7   single  0.970  0.020  1.090
 90A  C5   H8   single  0.970  0.020  1.090
 90A  C6   H9   single  0.970  0.020  1.090
 90A  C6   H10  single  0.970  0.020  1.090
 90A  C6   H11  single  0.970  0.020  1.090
 90A  N1   H12  single  0.860  0.020  1.020
 90A  C7   H13  single  0.970  0.020  1.090
 90A  C7   H14  single  0.970  0.020  1.090
 90A  C8   H15  single  0.970  0.020  1.090
 90A  C8   H16  single  0.970  0.020  1.090
 90A  C10  H17  single  0.970  0.020  1.090
 90A  C10  H18  single  0.970  0.020  1.090
 90A  C11  H19  single  0.970  0.020  1.090
 90A  C11  H20  single  0.970  0.020  1.090
 90A  C13  H21  single  0.970  0.020  1.090
 90A  C13  H22  single  0.970  0.020  1.090
 90A  C14  H23  single  0.970  0.020  1.090
 90A  C14  H24  single  0.970  0.020  1.090
 90A  C15  O1   single  1.328  0.020  1.328
 90A  O1   H25  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
 90A  H2   C1   H1   107.16  3.000
 90A  H2   C1   N1   110.91  3.000
 90A  H1   C1   N1   109.17  3.000
 90A  H2   C1   C2   109.85  3.000
 90A  H1   C1   C2   108.61  3.000
 90A  N1   C1   C2   111.03  3.000
 90A  H4   C2   H3   107.30  3.000
 90A  H4   C2   O3   110.82  3.000
 90A  H3   C2   O3   111.14  3.000
 90A  H4   C2   C1   109.92  3.000
 90A  H3   C2   C1   108.97  3.000
 90A  O3   C2   C1   108.67  3.000
 90A  N1   C3   C6   115.31  3.000
 90A  C6   C3   O4   121.70  3.000
 90A  N1   C3   O4   122.99  3.000
 90A  H6   C4   H5   106.91  3.000
 90A  H6   C4   O3   110.83  3.000
 90A  H5   C4   O3   111.05  3.000
 90A  H6   C4   C5   110.03  3.000
 90A  H5   C4   C5   108.28  3.000
 90A  O3   C4   C5   109.67  3.000
 90A  H8   C5   H7   106.81  3.000
 90A  H8   C5   O6   111.06  3.000
 90A  H7   C5   O6   111.21  3.000
 90A  H8   C5   C4   109.94  3.000
 90A  H7   C5   C4   108.08  3.000
 90A  O6   C5   C4   109.67  3.000
 90A  H11  C6   H10  107.29  3.000
 90A  H11  C6   H9   108.32  3.000
 90A  H10  C6   H9   108.58  3.000
 90A  H11  C6   C3   109.32  3.000
 90A  H10  C6   C3   109.45  3.000
 90A  H9   C6   C3   113.68  3.000
 90A  H12  N1   C3   118.57  3.000
 90A  H12  N1   C1   117.22  3.000
 90A  C3   N1   C1   123.77  3.000
 90A  C4   O3   C2   113.18  3.000
 90A  C7   O6   C5   112.89  3.000
 90A  H14  C7   H13  106.76  3.000
 90A  H14  C7   C8   108.14  3.000
 90A  H13  C7   C8   110.07  3.000
 90A  H14  C7   O6   111.16  3.000
 90A  H13  C7   O6   111.02  3.000
 90A  C8   C7   O6   109.60  3.000
 90A  H16  C8   H15  106.78  3.000
 90A  H16  C8   O9   111.08  3.000
 90A  H15  C8   O9   111.13  3.000
 90A  H16  C8   C7   109.76  3.000
 90A  H15  C8   C7   108.28  3.000
 90A  O9   C8   C7   109.73  3.000
 90A  C10  O9   C8   112.84  3.000
 90A  H18  C10  H17  106.86  3.000
 90A  H18  C10  C11  108.07  3.000
 90A  H17  C10  C11  109.83  3.000
 90A  H18  C10  O9   111.01  3.000
 90A  H17  C10  O9   111.22  3.000
 90A  C11  C10  O9   109.75  3.000
 90A  H20  C11  H19  106.82  3.000
 90A  H20  C11  O12  111.00  3.000
 90A  H19  C11  O12  111.08  3.000
 90A  H20  C11  C10  109.95  3.000
 90A  H19  C11  C10  108.15  3.000
 90A  O12  C11  C10  109.76  3.000
 90A  C13  O12  C11  112.75  3.000
 90A  H22  C13  H21  106.93  3.000
 90A  H22  C13  C14  110.46  3.000
 90A  H21  C13  C14  110.30  3.000
 90A  H22  C13  O12  110.74  3.000
 90A  H21  C13  O12  110.79  3.000
 90A  C14  C13  O12  107.64  3.000
 90A  H24  C14  H23  106.12  3.000
 90A  H24  C14  C15  108.52  3.000
 90A  H23  C14  C15  108.46  3.000
 90A  H24  C14  C13  110.41  3.000
 90A  H23  C14  C13  110.47  3.000
 90A  C15  C14  C13  112.62  3.000
 90A  O1   C15  O16  123.16  3.000
 90A  O1   C15  C14  111.82  3.000
 90A  O16  C15  C14  125.02  3.000
 90A  H25  O1   C15  110.02  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
 90A  CONST_01  O4   C3   N1   C1      0.00   0.0  0
 90A  CONST_02  C6   C3   N1   C1    180.00   0.0  0
 90A  CONST_03  H12  N1   C3   O4    180.00   0.0  0
 90A  CONST_04  H25  O1   C15  C14   180.00   0.0  0
 90A  Var_01    C3   N1   C1   C2    149.77  30.0  3
 90A  Var_02    C5   C4   O3   C2    178.81  30.0  3
 90A  Var_03    C8   C7   O6   C5    178.38  30.0  3
 90A  Var_04    O3   C2   C1   N1     60.61  30.0  3
 90A  Var_05    O6   C5   C4   O3     64.61  30.0  3
 90A  Var_06    O9   C8   C7   O6     66.37  30.0  2
 90A  Var_07    C11  C10  O9   C8   -177.86  30.0  1
 90A  Var_08    O12  C11  C10  O9     67.56  30.0  2
 90A  Var_09    C14  C13  O12  C11  -178.45  30.0  2
 90A  Var_10    C15  C14  C13  O12   179.88  30.0  1
 90A  Var_11    O16  C15  C14  C13     0.72  30.0  2
 90A  Var_12    H3   C2   O3   C4     62.72  30.0  1
 90A  Var_13    H9   C6   C3   O4   -174.62  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 90A  plan-1  C1   0.020
 90A  plan-1  C3   0.020
 90A  plan-1  O4   0.020
 90A  plan-1  C6   0.020
 90A  plan-1  N1   0.020
 90A  plan-1  H12  0.020
 90A  plan-2  C14  0.020
 90A  plan-2  C15  0.020
 90A  plan-2  O16  0.020
 90A  plan-2  O1   0.020
 90A  plan-2  H25  0.020

