# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 15:15:59 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  45  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  -0.302  -5.0289   1.2986  -1.1221
 90A  C2   C  CH2    0  -0.163  -3.9939   1.9123  -0.2068
 90A  C3   C  C      0   0.520  -7.2472   0.3009  -0.7580
 90A  C4   C  CH2    0  -0.170  -2.3753   1.3562   1.3959
 90A  C5   C  CH2    0  -0.168  -1.7192   0.1977   2.1002
 90A  O4   O  O      0  -0.512  -7.7239   0.7941  -1.7730
 90A  C6   C  CH3    0  -0.778  -8.0569  -0.5986   0.1426
 90A  N1   N  NH1    0  -0.624  -5.9812   0.5160  -0.3669
 90A  O3   O  O2     0  -0.490  -3.3097   0.8795   0.4592
 90A  O6   O  O2     0  -0.485  -0.9676  -0.5549   1.1833
 90A  C7   C  CH2    0  -0.169  -0.2813  -1.6198   1.7905
 90A  C8   C  CH2    0  -0.167   0.4798  -2.3987   0.7489
 90A  O9   O  O2     0  -0.485   1.4746  -1.5859   0.1815
 90A  C10  C  CH2    0  -0.169   2.2373  -2.2551  -0.7900
 90A  C11  C  CH2    0  -0.164   3.2474  -1.3089  -1.3871
 90A  O12  O  O2     0  -0.493   4.1795  -0.9245  -0.4123
 90A  C13  C  CH2    0  -0.116   5.1559  -0.0344  -0.9132
 90A  C14  C  CH2    0  -0.626   6.1105   0.3346   0.2012
 90A  C15  C  C      0   0.413   7.2399   1.2902  -0.2244
 90A  O16  O  O      0  -0.610   7.2869   1.6264  -1.4244
 90A  H1   H  HCH2   0   0.253  -5.5527   2.1009  -1.6403
 90A  H2   H  HCH2   0   0.241  -4.5367   0.6870  -1.8853
 90A  H3   H  HCH2   0   0.220  -3.3044   2.5228  -0.8043
 90A  H4   H  HCH2   0   0.209  -4.4835   2.5830   0.5131
 90A  H5   H  HCH2   0   0.211  -2.8635   1.9854   2.1525
 90A  H6   H  HCH2   0   0.208  -1.6143   1.9792   0.9054
 90A  H7   H  HCH2   0   0.208  -1.0814   0.6046   2.8972
 90A  H8   H  HCH2   0   0.205  -2.4819  -0.4240   2.5911
 90A  H9   H  HCH3   0   0.248  -7.5383  -0.8825   1.0564
 90A  H10  H  HCH3   0   0.264  -8.9879  -0.1011   0.4118
 90A  H11  H  HCH3   0   0.266  -8.3203  -1.5081  -0.3982
 90A  H12  H  HNH1   0   0.396  -5.6304   0.0117   0.4314
 90A  H13  H  HCH2   0   0.205   0.4098  -1.2521   2.5629
 90A  H14  H  HCH2   0   0.207  -0.9774  -2.3083   2.2899
 90A  H15  H  HCH2   0   0.206   0.9169  -3.2803   1.2390
 90A  H16  H  HCH2   0   0.204  -0.2101  -2.7735  -0.0215
 90A  H17  H  HCH2   0   0.203   2.7502  -3.1270  -0.3582
 90A  H18  H  HCH2   0   0.205   1.6011  -2.6318  -1.6033
 90A  H19  H  HCH2   0   0.201   3.7377  -1.8227  -2.2268
 90A  H20  H  HCH2   0   0.199   2.7335  -0.4329  -1.8101
 90A  H21  H  HCH2   0   0.187   5.7026  -0.4983  -1.7449
 90A  H22  H  HCH2   0   0.187   4.6749   0.8662  -1.3189
 90A  H23  H  HCH2   0   0.227   5.5568   0.7928   1.0276
 90A  H24  H  HCH2   0   0.229   6.5621  -0.5735   0.6151
 90A  O1   O  OC    -1  -0.627   8.0237   1.6487   0.6775

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  deloc   1.247  0.020  1.247
 90A  C15  C14  single  1.539  0.020  1.539
 90A  C14  C13  single  1.513  0.020  1.513
 90A  O4   C3   double  1.225  0.020  1.225
 90A  C13  O12  single  1.413  0.020  1.413
 90A  C1   N1   single  1.446  0.020  1.446
 90A  C1   C2   single  1.512  0.020  1.512
 90A  C3   N1   single  1.342  0.020  1.342
 90A  C3   C6   single  1.509  0.020  1.509
 90A  O12  C11  single  1.402  0.020  1.402
 90A  C2   O3   single  1.407  0.020  1.407
 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  1.404  0.020  1.404
 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   deloc   1.248  0.020  1.248

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   107.21  3.000
 90A  H2   C1   N1   110.97  3.000
 90A  H1   C1   N1   109.30  3.000
 90A  H2   C1   C2   109.94  3.000
 90A  H1   C1   C2   108.56  3.000
 90A  N1   C1   C2   110.76  3.000
 90A  H4   C2   H3   107.27  3.000
 90A  H4   C2   O3   110.78  3.000
 90A  H3   C2   O3   111.14  3.000
 90A  H4   C2   C1   109.83  3.000
 90A  H3   C2   C1   109.04  3.000
 90A  O3   C2   C1   108.76  3.000
 90A  N1   C3   C6   115.33  3.000
 90A  C6   C3   O4   121.73  3.000
 90A  N1   C3   O4   122.95  3.000
 90A  H6   C4   H5   106.88  3.000
 90A  H6   C4   O3   110.79  3.000
 90A  H5   C4   O3   110.95  3.000
 90A  H6   C4   C5   110.07  3.000
 90A  H5   C4   C5   108.19  3.000
 90A  O3   C4   C5   109.89  3.000
 90A  H8   C5   H7   106.75  3.000
 90A  H8   C5   O6   111.08  3.000
 90A  H7   C5   O6   111.18  3.000
 90A  H8   C5   C4   109.97  3.000
 90A  H7   C5   C4   107.89  3.000
 90A  O6   C5   C4   109.88  3.000
 90A  H11  C6   H10  107.29  3.000
 90A  H11  C6   H9   108.30  3.000
 90A  H10  C6   H9   108.60  3.000
 90A  H11  C6   C3   109.32  3.000
 90A  H10  C6   C3   109.50  3.000
 90A  H9   C6   C3   113.64  3.000
 90A  H12  N1   C3   118.63  3.000
 90A  H12  N1   C1   117.10  3.000
 90A  C3   N1   C1   123.77  3.000
 90A  C4   O3   C2   112.93  3.000
 90A  C7   O6   C5   112.68  3.000
 90A  H14  C7   H13  106.76  3.000
 90A  H14  C7   C8   108.07  3.000
 90A  H13  C7   C8   109.93  3.000
 90A  H14  C7   O6   111.21  3.000
 90A  H13  C7   O6   110.92  3.000
 90A  C8   C7   O6   109.87  3.000
 90A  H16  C8   H15  106.76  3.000
 90A  H16  C8   O9   111.01  3.000
 90A  H15  C8   O9   111.26  3.000
 90A  H16  C8   C7   110.08  3.000
 90A  H15  C8   C7   107.89  3.000
 90A  O9   C8   C7   109.75  3.000
 90A  C10  O9   C8   112.85  3.000
 90A  H18  C10  H17  106.79  3.000
 90A  H18  C10  C11  108.05  3.000
 90A  H17  C10  C11  109.91  3.000
 90A  H18  C10  O9   111.15  3.000
 90A  H17  C10  O9   111.05  3.000
 90A  C11  C10  O9   109.80  3.000
 90A  H20  C11  H19  106.67  3.000
 90A  H20  C11  O12  111.07  3.000
 90A  H19  C11  O12  111.25  3.000
 90A  H20  C11  C10  109.82  3.000
 90A  H19  C11  C10  107.93  3.000
 90A  O12  C11  C10  110.01  3.000
 90A  C13  O12  C11  112.68  3.000
 90A  H22  C13  H21  106.54  3.000
 90A  H22  C13  C14  110.38  3.000
 90A  H21  C13  C14  110.29  3.000
 90A  H22  C13  O12  110.17  3.000
 90A  H21  C13  O12  110.26  3.000
 90A  C14  C13  O12  109.18  3.000
 90A  H24  C14  H23  105.67  3.000
 90A  H24  C14  C15  108.46  3.000
 90A  H23  C14  C15  108.65  3.000
 90A  H24  C14  C13  109.65  3.000
 90A  H23  C14  C13  109.80  3.000
 90A  C15  C14  C13  114.24  3.000
 90A  O1   C15  O16  126.48  3.000
 90A  O1   C15  C14  116.07  3.000
 90A  O16  C15  C14  117.45  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  Var_01    C3   N1   C1   C2    152.59  30.0  3
 90A  Var_02    C5   C4   O3   C2    178.05  30.0  3
 90A  Var_03    C8   C7   O6   C5    178.88  30.0  3
 90A  Var_04    O3   C2   C1   N1     60.32  30.0  3
 90A  Var_05    O6   C5   C4   O3     64.80  30.0  3
 90A  Var_06    O9   C8   C7   O6     64.42  30.0  1
 90A  Var_07    C11  C10  O9   C8    177.97  30.0  1
 90A  Var_08    O12  C11  C10  O9     65.52  30.0  1
 90A  Var_09    C14  C13  O12  C11   179.61  30.0  1
 90A  Var_10    C15  C14  C13  O12   179.17  30.0  1
 90A  Var_11    O16  C15  C14  C13    -2.25  30.0  2
 90A  Var_12    H3   C2   O3   C4     63.46  30.0  1
 90A  Var_13    H9   C6   C3   O4   -174.20  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

