# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 23:20:00 2022
#   Inital geometry file: a 103 line input string
#   Ligand name: 17-amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecan-1-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCOCCOCC(=O)NCCOCCOCC(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
 WF1  WF1  '17-amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecan-1-oic acid'  ligand  44  21  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WF1
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
 WF1  C14  C  CH2    0  -0.157  95.3729  120.0227  167.4528
 WF1  C23  C  CH2    0  -0.143  95.8221  126.9150  162.8634
 WF1  O22  O  O2     0  -0.481  96.0218  127.2204  164.2258
 WF1  C12  C  CH2    0  -0.168  95.8662  117.8148  168.1620
 WF1  C15  C  CH2    0  -0.322  94.9842  119.9290  165.9773
 WF1  C20  C  CH2    0  -0.211  95.0862  125.2932  165.4443
 WF1  C18  C  CH2    0  -0.295  95.2024  123.2812  164.2133
 WF1  C08  C  C      0   0.376  98.3819  115.8051  169.3408
 WF1  C09  C  CH2    0  -0.305  96.9752  115.4766  169.8821
 WF1  O10  O  O2     0  -0.482  95.9319  115.4828  168.9355
 WF1  C11  C  CH2    0  -0.199  95.1765  116.6602  168.8777
 WF1  O13  O  O2     0  -0.493  94.9516  118.8896  168.1699
 WF1  N16  N  NH1    0  -0.631  95.3879  121.0976  165.2281
 WF1  C17  C  C      0   0.502  94.6605  122.2262  165.1786
 WF1  O19  O  O2     0  -0.468  94.5763  124.5132  164.3806
 WF1  C21  C  CH2    0  -0.190  96.2966  126.1284  165.0651
 WF1  C24  C  CH2    0  -0.309  96.0707  128.1442  162.0142
 WF1  N25  N  NH2    0  -0.795  95.1340  129.2151  162.3186
 WF1  O26  O  O      0  -0.483  93.6286  122.3916  165.8069
 WF1  O27  O  O      0  -0.598  98.5165  115.9926  168.1199
 WF1  H1   H  HCH2   0   0.205  96.4560  120.1767  167.5432
 WF1  H2   H  HCH2   0   0.230  94.8829  120.8913  167.8985
 WF1  H3   H  HCH2   0   0.198  94.8054  126.5453  162.6798
 WF1  H4   H  HCH2   0   0.197  96.5089  126.1219  162.5376
 WF1  H5   H  HCH2   0   0.200  96.1374  117.5109  167.1439
 WF1  H6   H  HCH2   0   0.205  96.7945  118.1002  168.6717
 WF1  H7   H  HCH2   0   0.244  93.9046  119.7968  165.8921
 WF1  H8   H  HCH2   0   0.254  95.4533  119.0615  165.5127
 WF1  H9   H  HCH2   0   0.216  95.3549  124.6684  166.3057
 WF1  H10  H  HCH2   0   0.235  94.2777  125.9519  165.7709
 WF1  H11  H  HCH2   0   0.277  94.9938  122.9388  163.1948
 WF1  H12  H  HCH2   0   0.236  96.2954  123.3419  164.2994
 WF1  H14  H  HCH2   0   0.199  96.7476  116.1508  170.7197
 WF1  H15  H  HCH2   0   0.223  97.0127  114.4683  170.3112
 WF1  H16  H  HCH2   0   0.222  94.2544  116.4182  168.3414
 WF1  H17  H  HCH2   0   0.194  94.8853  116.9921  169.8853
 WF1  H18  H  HNH1   0   0.403  96.2536  121.0519  164.7147
 WF1  H19  H  HCH2   0   0.203  97.0793  125.4877  164.6317
 WF1  H20  H  HCH2   0   0.232  96.7081  126.5456  165.9886
 WF1  H21  H  HCH2   0   0.218  97.0859  128.5062  162.1970
 WF1  H22  H  HCH2   0   0.196  96.0441  127.8158  160.9653
 WF1  H23  H  HNH2   0   0.346  95.3564  130.0241  161.7532
 WF1  H24  H  HNH2   0   0.337  94.2024  128.9340  162.0368
 WF1  O1   O  OC    -1  -0.618  99.2671  115.8213  170.2197

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
 WF1  C23  C24  single  1.515  0.020  1.515
 WF1  C23  O22  single  1.410  0.020  1.410
 WF1  C24  N25  single  1.455  0.020  1.455
 WF1  O22  C21  single  1.404  0.020  1.404
 WF1  C18  O19  single  1.392  0.020  1.392
 WF1  C18  C17  single  1.529  0.020  1.529
 WF1  C21  C20  single  1.519  0.020  1.519
 WF1  N16  C17  single  1.344  0.020  1.344
 WF1  N16  C15  single  1.446  0.020  1.446
 WF1  O19  C20  single  1.414  0.020  1.414
 WF1  C17  O26  double  1.219  0.020  1.219
 WF1  C15  C14  single  1.529  0.020  1.529
 WF1  C14  O13  single  1.406  0.020  1.406
 WF1  O13  C12  single  1.411  0.020  1.411
 WF1  O10  C11  single  1.400  0.020  1.400
 WF1  O10  C09  single  1.409  0.020  1.409
 WF1  C11  C12  single  1.523  0.020  1.523
 WF1  O27  C08  deloc   1.243  0.020  1.243
 WF1  C09  C08  single  1.543  0.020  1.543
 WF1  C14  H1   single  0.970  0.020  1.090
 WF1  C14  H2   single  0.970  0.020  1.090
 WF1  C23  H3   single  0.970  0.020  1.090
 WF1  C23  H4   single  0.970  0.020  1.090
 WF1  C12  H5   single  0.970  0.020  1.090
 WF1  C12  H6   single  0.970  0.020  1.090
 WF1  C15  H7   single  0.970  0.020  1.090
 WF1  C15  H8   single  0.970  0.020  1.090
 WF1  C20  H9   single  0.970  0.020  1.090
 WF1  C20  H10  single  0.970  0.020  1.090
 WF1  C18  H11  single  0.970  0.020  1.090
 WF1  C18  H12  single  0.970  0.020  1.090
 WF1  C09  H14  single  0.970  0.020  1.090
 WF1  C09  H15  single  0.970  0.020  1.090
 WF1  C11  H16  single  0.970  0.020  1.090
 WF1  C11  H17  single  0.970  0.020  1.090
 WF1  N16  H18  single  0.860  0.020  1.020
 WF1  C21  H19  single  0.970  0.020  1.090
 WF1  C21  H20  single  0.970  0.020  1.090
 WF1  C24  H21  single  0.970  0.020  1.090
 WF1  C24  H22  single  0.970  0.020  1.090
 WF1  N25  H23  single  0.890  0.020  1.040
 WF1  N25  H24  single  0.890  0.020  1.040
 WF1  C08  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
 WF1  H2   C14  H1   107.31  3.000
 WF1  H2   C14  O13  107.36  3.000
 WF1  H1   C14  O13  111.52  3.000
 WF1  H2   C14  C15  109.18  3.000
 WF1  H1   C14  C15  109.81  3.000
 WF1  O13  C14  C15  111.52  3.000
 WF1  H4   C23  H3   106.64  3.000
 WF1  H4   C23  C24  108.48  3.000
 WF1  H3   C23  C24  109.37  3.000
 WF1  H4   C23  O22  110.75  3.000
 WF1  H3   C23  O22  111.46  3.000
 WF1  C24  C23  O22  110.04  3.000
 WF1  C21  O22  C23  115.89  3.000
 WF1  H6   C12  H5   107.11  3.000
 WF1  H6   C12  O13  110.35  3.000
 WF1  H5   C12  O13  112.12  3.000
 WF1  H6   C12  C11  111.23  3.000
 WF1  H5   C12  C11  109.76  3.000
 WF1  O13  C12  C11  106.33  3.000
 WF1  H8   C15  H7   107.22  3.000
 WF1  H8   C15  N16  107.59  3.000
 WF1  H7   C15  N16  109.50  3.000
 WF1  H8   C15  C14  110.53  3.000
 WF1  H7   C15  C14  109.54  3.000
 WF1  N16  C15  C14  112.31  3.000
 WF1  H10  C20  H9   106.84  3.000
 WF1  H10  C20  C21  109.44  3.000
 WF1  H9   C20  C21  108.30  3.000
 WF1  H10  C20  O19  106.89  3.000
 WF1  H9   C20  O19  111.39  3.000
 WF1  C21  C20  O19  113.76  3.000
 WF1  H12  C18  H11  106.26  3.000
 WF1  H12  C18  O19  112.91  3.000
 WF1  H11  C18  O19  107.64  3.000
 WF1  H12  C18  C17  109.97  3.000
 WF1  H11  C18  C17  107.70  3.000
 WF1  O19  C18  C17  112.04  3.000
 WF1  O1   C08  O27  127.84  3.000
 WF1  O1   C08  C09  113.74  3.000
 WF1  O27  C08  C09  118.41  3.000
 WF1  H15  C09  H14  105.84  3.000
 WF1  H15  C09  O10  107.00  3.000
 WF1  H14  C09  O10  110.85  3.000
 WF1  H15  C09  C08  107.58  3.000
 WF1  H14  C09  C08  109.00  3.000
 WF1  O10  C09  C08  116.01  3.000
 WF1  C11  O10  C09  115.54  3.000
 WF1  H17  C11  H16  107.02  3.000
 WF1  H17  C11  O10  111.02  3.000
 WF1  H16  C11  O10  106.80  3.000
 WF1  H17  C11  C12  108.75  3.000
 WF1  H16  C11  C12  108.61  3.000
 WF1  O10  C11  C12  114.36  3.000
 WF1  C12  O13  C14  114.63  3.000
 WF1  H18  N16  C17  118.97  3.000
 WF1  H18  N16  C15  117.87  3.000
 WF1  C17  N16  C15  123.15  3.000
 WF1  O26  C17  N16  123.58  3.000
 WF1  O26  C17  C18  122.11  3.000
 WF1  N16  C17  C18  114.26  3.000
 WF1  C18  O19  C20  114.61  3.000
 WF1  H20  C21  H19  106.69  3.000
 WF1  H20  C21  C20  107.38  3.000
 WF1  H19  C21  C20  110.18  3.000
 WF1  H20  C21  O22  106.36  3.000
 WF1  H19  C21  O22  110.89  3.000
 WF1  C20  C21  O22  114.89  3.000
 WF1  H22  C24  H21  106.31  3.000
 WF1  H22  C24  N25  113.82  3.000
 WF1  H21  C24  N25  108.61  3.000
 WF1  H22  C24  C23  106.77  3.000
 WF1  H21  C24  C23  109.11  3.000
 WF1  N25  C24  C23  111.99  3.000
 WF1  H24  N25  H23  105.58  3.000
 WF1  H24  N25  C24  109.24  3.000
 WF1  H23  N25  C24  109.27  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
 WF1  CONST_01  C18  C17  N16  C15   180.00   0.0  0
 WF1  CONST_02  O26  C17  N16  C15     0.00   0.0  0
 WF1  CONST_03  H18  N16  C17  C18     0.00   0.0  0
 WF1  Var_01    C17  N16  C15  C14   -83.64  30.0  1
 WF1  Var_02    C11  C12  O13  C14  -175.09  30.0  3
 WF1  Var_03    C20  C21  O22  C23   -77.65  30.0  3
 WF1  Var_04    N25  C24  C23  O22   -62.77  30.0  3
 WF1  Var_05    O19  C20  C21  O22    71.69  30.0  3
 WF1  Var_06    C15  C14  O13  C12    87.28  30.0  1
 WF1  Var_07    C17  C18  O19  C20    81.62  30.0  1
 WF1  Var_08    C21  C20  O19  C18    85.21  30.0  3
 WF1  Var_09    O13  C12  C11  O10   178.43  30.0  3
 WF1  Var_10    O27  C08  C09  O10    -3.09  30.0  3
 WF1  Var_11    N16  C15  C14  O13   178.93  30.0  2
 WF1  Var_12    O19  C18  C17  N16  -168.56  30.0  2
 WF1  Var_13    C24  C23  O22  C21  -158.14  30.0  1
 WF1  Var_14    H23  N25  C24  C23   178.06  30.0  3
 WF1  Var_15    H16  C11  O10  C09  -163.49  30.0  3
 WF1  Var_16    H14  C09  O10  C11    27.26  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
 WF1  plan-1  C15  0.020
 WF1  plan-1  C18  0.020
 WF1  plan-1  N16  0.020
 WF1  plan-1  C17  0.020
 WF1  plan-1  O26  0.020
 WF1  plan-1  H18  0.020
 WF1  plan-2  C08  0.020
 WF1  plan-2  C09  0.020
 WF1  plan-2  O27  0.020
 WF1  plan-2  O1   0.020

