# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 01:09:19 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 3-oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]dodecanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=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
 OHN  OHN  3-oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]dodecanamide  ligand  48  21  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OHN
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
 OHN  C21   C  CH3   0  -0.663   0.6415  -3.3573  -10.0004
 OHN  C20   C  CH2   0  -0.418  -0.2647  -4.1511   -9.0693
 OHN  C19   C  CH2   0  -0.406  -0.0400  -3.8189   -7.5989
 OHN  C18   C  CH2   0  -0.411  -0.9428  -4.6051   -6.6564
 OHN  C17   C  CH2   0  -0.411  -0.7147  -4.2691   -5.1875
 OHN  C16   C  CH2   0  -0.413  -1.6141  -5.0553   -4.2417
 OHN  C15   C  CH2   0  -0.415  -1.3642  -4.7320   -2.7737
 OHN  C14   C  CH2   0  -0.417  -2.2627  -5.5208   -1.8285
 OHN  C13   C  CH2   0  -0.560  -1.9554  -5.2161   -0.3714
 OHN  C11   C  C     0   0.417  -2.8041  -5.9507    0.6285
 OHN  O12   O  O     0  -0.392  -3.6411  -6.7641    0.3179
 OHN  C10   C  CH2   0  -0.703  -2.5544  -5.5838    2.0792
 OHN  C8    C  C     0   0.557  -3.1799  -6.5832    3.0231
 OHN  O9    O  O     0  -0.482  -2.7304  -7.7094    3.1488
 OHN  N7    N  NH1   0  -0.630  -4.2592  -6.1361    3.6935
 OHN  C1    C  CH1   0  -0.253  -4.9766  -6.9307    4.6403
 OHN  C5    C  CH2   0  -0.489  -4.7872  -6.5906    6.1147
 OHN  C4    C  CH2   0  -0.187  -6.0894  -7.1075    6.7054
 OHN  C2    C  C     0   0.582  -6.4832  -6.8097    4.4749
 OHN  O6    O  O     0  -0.421  -7.1013  -6.6324    3.4631
 OHN  OAP   O  O2    0  -0.438  -7.0678  -6.9311    5.6603
 OHN  H211  H  HCH3  0   0.216   1.6942  -3.5639   -9.7985
 OHN  H212  H  HCH3  0   0.215   0.4886  -2.2832   -9.8784
 OHN  H213  H  HCH3  0   0.226   0.4539  -3.5993  -11.0472
 OHN  H201  H  HCH2  0   0.210  -0.1038  -5.2221   -9.2264
 OHN  H202  H  HCH2  0   0.209  -1.3112  -3.9606   -9.3269
 OHN  H191  H  HCH2  0   0.205  -0.1992  -2.7461   -7.4431
 OHN  H192  H  HCH2  0   0.205   1.0078  -4.0107   -7.3414
 OHN  H181  H  HCH2  0   0.206  -0.7825  -5.6779   -6.8110
 OHN  H182  H  HCH2  0   0.206  -1.9905  -4.4137   -6.9140
 OHN  H171  H  HCH2  0   0.207  -0.8749  -3.1964   -5.0325
 OHN  H172  H  HCH2  0   0.206   0.3334  -4.4602   -4.9316
 OHN  H161  H  HCH2  0   0.208  -2.6630  -4.8538   -4.4857
 OHN  H162  H  HCH2  0   0.208  -1.4634  -6.1281   -4.4051
 OHN  H151  H  HCH2  0   0.211  -0.3149  -4.9356   -2.5337
 OHN  H152  H  HCH2  0   0.212  -1.5125  -3.6594   -2.6076
 OHN  H141  H  HCH2  0   0.224  -3.3095  -5.2894   -2.0430
 OHN  H142  H  HCH2  0   0.223  -2.1358  -6.5906   -2.0147
 OHN  H131  H  HCH2  0   0.272  -0.9093  -5.4500   -0.1418
 OHN  H132  H  HCH2  0   0.269  -2.0514  -4.1431   -0.1684
 OHN  H101  H  HCH2  0   0.305  -1.4783  -5.5419    2.2631
 OHN  H102  H  HCH2  0   0.306  -2.9260  -4.5661    2.2322
 OHN  H7    H  HNH1  0   0.411  -4.5425  -5.1770    3.5680
 OHN  H1    H  HCH1  0   0.322  -4.7196  -7.9811    4.4683
 OHN  H5C1  H  HCH2  0   0.267  -4.6989  -5.5103    6.2455
 OHN  H5C2  H  HCH2  0   0.280  -3.9139  -7.0655    6.5560
 OHN  H4C1  H  HCH2  0   0.255  -6.0347  -8.1688    6.9527
 OHN  H4C2  H  HCH2  0   0.268  -6.4289  -6.5564    7.5790

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
 OHN  C21  C20   single  1.523  0.020  1.523
 OHN  C20  C19   single  1.524  0.020  1.524
 OHN  C19  C18   single  1.524  0.020  1.524
 OHN  C18  C17   single  1.524  0.020  1.524
 OHN  C17  C16   single  1.524  0.020  1.524
 OHN  C16  C15   single  1.524  0.020  1.524
 OHN  C15  C14   single  1.524  0.020  1.524
 OHN  C14  C13   single  1.520  0.020  1.520
 OHN  C13  C11   single  1.503  0.020  1.503
 OHN  C11  O12   double  1.208  0.020  1.208
 OHN  C11  C10   single  1.517  0.020  1.517
 OHN  C10  C8    single  1.510  0.020  1.510
 OHN  C8   O9    double  1.219  0.020  1.219
 OHN  C8   N7    single  1.347  0.020  1.347
 OHN  N7   C1    single  1.429  0.020  1.429
 OHN  C1   C5    single  1.525  0.020  1.525
 OHN  C5   C4    single  1.520  0.020  1.520
 OHN  C1   C2    single  1.520  0.020  1.520
 OHN  C2   O6    double  1.199  0.020  1.199
 OHN  C4   OAP   single  1.442  0.020  1.442
 OHN  C2   OAP   single  1.327  0.020  1.327
 OHN  C21  H211  single  0.970  0.020  1.090
 OHN  C21  H212  single  0.970  0.020  1.090
 OHN  C21  H213  single  0.970  0.020  1.090
 OHN  C20  H201  single  0.970  0.020  1.090
 OHN  C20  H202  single  0.970  0.020  1.090
 OHN  C19  H191  single  0.970  0.020  1.090
 OHN  C19  H192  single  0.970  0.020  1.090
 OHN  C18  H181  single  0.970  0.020  1.090
 OHN  C18  H182  single  0.970  0.020  1.090
 OHN  C17  H171  single  0.970  0.020  1.090
 OHN  C17  H172  single  0.970  0.020  1.090
 OHN  C16  H161  single  0.970  0.020  1.090
 OHN  C16  H162  single  0.970  0.020  1.090
 OHN  C15  H151  single  0.970  0.020  1.090
 OHN  C15  H152  single  0.970  0.020  1.090
 OHN  C14  H141  single  0.970  0.020  1.090
 OHN  C14  H142  single  0.970  0.020  1.090
 OHN  C13  H131  single  0.970  0.020  1.090
 OHN  C13  H132  single  0.970  0.020  1.090
 OHN  C10  H101  single  0.970  0.020  1.090
 OHN  C10  H102  single  0.970  0.020  1.090
 OHN  N7   H7    single  0.860  0.020  1.020
 OHN  C1   H1    single  0.970  0.020  1.090
 OHN  C5   H5C1  single  0.970  0.020  1.090
 OHN  C5   H5C2  single  0.970  0.020  1.090
 OHN  C4   H4C1  single  0.970  0.020  1.090
 OHN  C4   H4C2  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
 OHN  H213  C21  H212  107.54  3.000
 OHN  H213  C21  H211  107.54  3.000
 OHN  H212  C21  H211  107.49  3.000
 OHN  H213  C21  C20   111.65  3.000
 OHN  H212  C21  C20   111.18  3.000
 OHN  H211  C21  C20   111.23  3.000
 OHN  H202  C20  H201  106.09  3.000
 OHN  H202  C20  C19   109.28  3.000
 OHN  H201  C20  C19   109.27  3.000
 OHN  H202  C20  C21   109.54  3.000
 OHN  H201  C20  C21   109.57  3.000
 OHN  C19   C20  C21   112.87  3.000
 OHN  H192  C19  H191  106.08  3.000
 OHN  H192  C19  C18   109.32  3.000
 OHN  H191  C19  C18   109.34  3.000
 OHN  H192  C19  C20   109.24  3.000
 OHN  H191  C19  C20   109.21  3.000
 OHN  C18   C19  C20   113.39  3.000
 OHN  H182  C18  H181  106.13  3.000
 OHN  H182  C18  C17   109.34  3.000
 OHN  H181  C18  C17   109.27  3.000
 OHN  H182  C18  C19   109.32  3.000
 OHN  H181  C18  C19   109.34  3.000
 OHN  C17   C18  C19   113.19  3.000
 OHN  H172  C17  H171  106.11  3.000
 OHN  H172  C17  C16   109.25  3.000
 OHN  H171  C17  C16   109.34  3.000
 OHN  H172  C17  C18   109.26  3.000
 OHN  H171  C17  C18   109.29  3.000
 OHN  C16   C17  C18   113.34  3.000
 OHN  H162  C16  H161  106.18  3.000
 OHN  H162  C16  C15   109.20  3.000
 OHN  H161  C16  C15   109.42  3.000
 OHN  H162  C16  C17   109.36  3.000
 OHN  H161  C16  C17   109.39  3.000
 OHN  C15   C16  C17   113.06  3.000
 OHN  H152  C15  H151  106.16  3.000
 OHN  H152  C15  C14   109.44  3.000
 OHN  H151  C15  C14   109.43  3.000
 OHN  H152  C15  C16   109.37  3.000
 OHN  H151  C15  C16   109.19  3.000
 OHN  C14   C15  C16   113.02  3.000
 OHN  H142  C14  H141  106.54  3.000
 OHN  H142  C14  C13   109.63  3.000
 OHN  H141  C14  C13   109.83  3.000
 OHN  H142  C14  C15   109.41  3.000
 OHN  H141  C14  C15   109.47  3.000
 OHN  C13   C14  C15   111.82  3.000
 OHN  H132  C13  H131  104.69  3.000
 OHN  H132  C13  C11   107.80  3.000
 OHN  H131  C13  C11   107.17  3.000
 OHN  H132  C13  C14   110.85  3.000
 OHN  H131  C13  C14   110.54  3.000
 OHN  C11   C13  C14   115.19  3.000
 OHN  C10   C11  O12   121.52  3.000
 OHN  C10   C11  C13   115.15  3.000
 OHN  O12   C11  C13   123.32  3.000
 OHN  H102  C10  H101  105.98  3.000
 OHN  H102  C10  C8    112.79  3.000
 OHN  H101  C10  C8    109.16  3.000
 OHN  H102  C10  C11   107.62  3.000
 OHN  H101  C10  C11   109.41  3.000
 OHN  C8    C10  C11   111.68  3.000
 OHN  N7    C8   O9    123.42  3.000
 OHN  N7    C8   C10   115.05  3.000
 OHN  O9    C8   C10   121.54  3.000
 OHN  H7    N7   C1    118.06  3.000
 OHN  H7    N7   C8    118.63  3.000
 OHN  C1    N7   C8    123.19  3.000
 OHN  H1    C1   C2    106.97  3.000
 OHN  H1    C1   C5    109.67  3.000
 OHN  C2    C1   C5    102.15  3.000
 OHN  H1    C1   N7    108.15  3.000
 OHN  C2    C1   N7    112.40  3.000
 OHN  C5    C1   N7    117.01  3.000
 OHN  H5C2  C5   H5C1  108.57  3.000
 OHN  H5C2  C5   C4    112.43  3.000
 OHN  H5C1  C5   C4    111.05  3.000
 OHN  H5C2  C5   C1    113.24  3.000
 OHN  H5C1  C5   C1    110.28  3.000
 OHN  C4    C5   C1    101.15  3.000
 OHN  H4C2  C4   H4C1  109.06  3.000
 OHN  H4C2  C4   OAP   107.96  3.000
 OHN  H4C1  C4   OAP   108.49  3.000
 OHN  H4C2  C4   C5    114.03  3.000
 OHN  H4C1  C4   C5    112.07  3.000
 OHN  OAP   C4   C5    104.94  3.000
 OHN  OAP   C2   O6    122.70  3.000
 OHN  OAP   C2   C1    109.39  3.000
 OHN  O6    C2   C1    127.92  3.000
 OHN  C2    OAP  C4    111.07  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
 OHN  CONST_01  C1    N7   C8   C10   180.00   0.0  0
 OHN  CONST_02  C1    N7   C8   O9      0.00   0.0  0
 OHN  CONST_03  H7    N7   C8   C10     0.00   0.0  0
 OHN  Var_01    OAP   C4   C5   C1    -31.60  30.0  1
 OHN  Var_02    C18   C19  C20  C21   179.90  30.0  3
 OHN  Var_03    C17   C18  C19  C20  -179.97  30.0  3
 OHN  Var_04    C16   C17  C18  C19  -179.89  30.0  3
 OHN  Var_05    C15   C16  C17  C18   179.01  30.0  3
 OHN  Var_06    C14   C15  C16  C17  -179.90  30.0  3
 OHN  Var_07    C13   C14  C15  C16   177.87  30.0  3
 OHN  Var_08    C11   C13  C14  C15   179.74  30.0  3
 OHN  Var_09    O12   C11  C13  C14     2.60  30.0  3
 OHN  Var_10    C8    C10  C11  C13  -165.92  30.0  3
 OHN  Var_11    O9    C8   C10  C11    71.04  30.0  3
 OHN  Var_12    H211  C21  C20  C19    60.71  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 OHN  chir_01  C1  N7  C5  C2  negativ

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
 OHN  plan-1  C10  0.020
 OHN  plan-1  C8   0.020
 OHN  plan-1  O9   0.020
 OHN  plan-1  N7   0.020
 OHN  plan-1  C1   0.020
 OHN  plan-1  H7   0.020
 OHN  plan-2  C13  0.020
 OHN  plan-2  C11  0.020
 OHN  plan-2  O12  0.020
 OHN  plan-2  C10  0.020
 OHN  plan-3  C1   0.020
 OHN  plan-3  C2   0.020
 OHN  plan-3  O6   0.020
 OHN  plan-3  OAP  0.020

