# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 12:21:27 2022
#   Inital geometry file: a 102 line input string
#   Ligand name: ~{N}-oxidanyltetradecanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCC(=O)NO
#
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
 G9O  G9O  ~{N}-oxidanyltetradecanamide  ligand  46  17  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G9O
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
 G9O  C1   C  CH3   0  -0.663  27.7717   -3.5587   3.2806
 G9O  C2   C  CH2   0  -0.424  27.1256   -4.5250   4.2637
 G9O  C3   C  CH2   0  -0.425  25.6300   -4.7562   4.0558
 G9O  C4   C  CH2   0  -0.429  25.2470   -5.3180   2.6805
 G9O  C5   C  CH2   0  -0.416  24.8250   -4.2637   1.6617
 G9O  C6   C  CH2   0  -0.415  24.4879   -4.8498   0.2961
 G9O  C7   C  CH2   0  -0.420  24.0230   -3.7906  -0.6959
 G9O  C8   C  CH2   0  -0.432  23.7635   -4.2915  -2.1149
 G9O  C9   C  CH2   0  -0.442  22.6752   -5.3696  -2.2219
 G9O  C10  C  CH2   0  -0.437  23.1872   -6.8102  -2.2693
 G9O  C11  C  CH2   0  -0.423  23.8805   -7.1546  -3.5840
 G9O  C12  C  CH2   0  -0.435  24.4461   -8.5700  -3.6447
 G9O  C13  C  CH2   0  -0.549  23.3609   -9.6516  -3.6096
 G9O  C14  C  C     0   0.497  23.9603  -11.0342  -3.6516
 G9O  O15  O  O     0  -0.478  24.1621  -11.7019  -2.6486
 G9O  N16  N  NH1   0  -0.359  24.3514  -11.5023  -4.8596
 G9O  O17  O  OH1   0  -0.544  23.9482  -10.9087  -6.0230
 G9O  H1   H  HCH3  0   0.226  28.8206   -3.3920   3.5297
 G9O  H2   H  HCH3  0   0.219  27.7382   -3.9386   2.2587
 G9O  H3   H  HCH3  0   0.213  27.2713   -2.5885   3.2880
 G9O  H4   H  HCH2  0   0.209  27.6434   -5.4880   4.2101
 G9O  H5   H  HCH2  0   0.215  27.2833   -4.1570   5.2815
 G9O  H6   H  HCH2  0   0.209  25.0899   -3.8192   4.2321
 G9O  H7   H  HCH2  0   0.222  25.2887   -5.4427   4.8350
 G9O  H8   H  HCH2  0   0.217  24.4209   -6.0263   2.7950
 G9O  H9   H  HCH2  0   0.210  26.0815   -5.9032   2.2776
 G9O  H10  H  HCH2  0   0.216  25.6088   -3.5095   1.5442
 G9O  H11  H  HCH2  0   0.207  23.9513   -3.7277   2.0489
 G9O  H12  H  HCH2  0   0.211  23.7141   -5.6150   0.4191
 G9O  H13  H  HCH2  0   0.203  25.3662   -5.3684  -0.1050
 G9O  H14  H  HCH2  0   0.211  24.7740   -2.9947  -0.7405
 G9O  H15  H  HCH2  0   0.206  23.1106   -3.3200  -0.3126
 G9O  H16  H  HCH2  0   0.214  24.7021   -4.6586  -2.5426
 G9O  H17  H  HCH2  0   0.223  23.4822   -3.4305  -2.7266
 G9O  H18  H  HCH2  0   0.218  22.0742   -5.1973  -3.1200
 G9O  H19  H  HCH2  0   0.222  21.9827   -5.2596  -1.3815
 G9O  H20  H  HCH2  0   0.222  22.3416   -7.4853  -2.1138
 G9O  H21  H  HCH2  0   0.217  23.8788   -6.9934  -1.4410
 G9O  H22  H  HCH2  0   0.228  24.7003   -6.4522  -3.7561
 G9O  H23  H  HCH2  0   0.212  23.1790   -7.0100  -4.4130
 G9O  H24  H  HCH2  0   0.227  25.1394   -8.7243  -2.8124
 G9O  H25  H  HCH2  0   0.234  25.0374   -8.6739  -4.5580
 G9O  H26  H  HCH2  0   0.257  22.7942   -9.5858  -2.6810
 G9O  H27  H  HCH2  0   0.252  22.6606   -9.4939  -4.4316
 G9O  H28  H  HNH1  0   0.400  24.6248  -12.4723  -4.9545
 G9O  H29  H  HOH1  0   0.476  24.7151  -10.4244  -6.3560

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
 G9O  O17  N16  single  1.367  0.020  1.367
 G9O  N16  C14  single  1.353  0.020  1.353
 G9O  C13  C12  single  1.533  0.020  1.533
 G9O  C13  C14  single  1.508  0.020  1.508
 G9O  C12  C11  single  1.525  0.020  1.525
 G9O  C14  O15  double  1.222  0.020  1.222
 G9O  C11  C10  single  1.526  0.020  1.526
 G9O  C10  C9   single  1.530  0.020  1.530
 G9O  C8   C9   single  1.536  0.020  1.536
 G9O  C8   C7   single  1.527  0.020  1.527
 G9O  C7   C6   single  1.524  0.020  1.524
 G9O  C6   C5   single  1.524  0.020  1.524
 G9O  C5   C4   single  1.526  0.020  1.526
 G9O  C4   C3   single  1.534  0.020  1.534
 G9O  C1   C2   single  1.522  0.020  1.522
 G9O  C3   C2   single  1.528  0.020  1.528
 G9O  C1   H1   single  0.970  0.020  1.090
 G9O  C1   H2   single  0.970  0.020  1.090
 G9O  C1   H3   single  0.970  0.020  1.090
 G9O  C2   H4   single  0.970  0.020  1.090
 G9O  C2   H5   single  0.970  0.020  1.090
 G9O  C3   H6   single  0.970  0.020  1.090
 G9O  C3   H7   single  0.970  0.020  1.090
 G9O  C4   H8   single  0.970  0.020  1.090
 G9O  C4   H9   single  0.970  0.020  1.090
 G9O  C5   H10  single  0.970  0.020  1.090
 G9O  C5   H11  single  0.970  0.020  1.090
 G9O  C6   H12  single  0.970  0.020  1.090
 G9O  C6   H13  single  0.970  0.020  1.090
 G9O  C7   H14  single  0.970  0.020  1.090
 G9O  C7   H15  single  0.970  0.020  1.090
 G9O  C8   H16  single  0.970  0.020  1.090
 G9O  C8   H17  single  0.970  0.020  1.090
 G9O  C9   H18  single  0.970  0.020  1.090
 G9O  C9   H19  single  0.970  0.020  1.090
 G9O  C10  H20  single  0.970  0.020  1.090
 G9O  C10  H21  single  0.970  0.020  1.090
 G9O  C11  H22  single  0.970  0.020  1.090
 G9O  C11  H23  single  0.970  0.020  1.090
 G9O  C12  H24  single  0.970  0.020  1.090
 G9O  C12  H25  single  0.970  0.020  1.090
 G9O  C13  H26  single  0.970  0.020  1.090
 G9O  C13  H27  single  0.970  0.020  1.090
 G9O  N16  H28  single  0.890  0.020  1.040
 G9O  O17  H29  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
 G9O  H3   C1   H2   107.57  3.000
 G9O  H3   C1   H1   107.66  3.000
 G9O  H2   C1   H1   107.26  3.000
 G9O  H3   C1   C2   111.42  3.000
 G9O  H2   C1   C2   111.77  3.000
 G9O  H1   C1   C2   110.95  3.000
 G9O  H5   C2   H4   105.86  3.000
 G9O  H5   C2   C3   108.58  3.000
 G9O  H4   C2   C3   108.87  3.000
 G9O  H5   C2   C1   109.04  3.000
 G9O  H4   C2   C1   109.03  3.000
 G9O  C3   C2   C1   115.07  3.000
 G9O  H7   C3   H6   105.57  3.000
 G9O  H7   C3   C4   109.33  3.000
 G9O  H6   C3   C4   109.53  3.000
 G9O  H7   C3   C2   107.68  3.000
 G9O  H6   C3   C2   109.35  3.000
 G9O  C4   C3   C2   114.95  3.000
 G9O  H9   C4   H8   105.53  3.000
 G9O  H9   C4   C5   109.52  3.000
 G9O  H8   C4   C5   107.96  3.000
 G9O  H9   C4   C3   109.57  3.000
 G9O  H8   C4   C3   109.37  3.000
 G9O  C5   C4   C3   114.49  3.000
 G9O  H11  C5   H10  105.78  3.000
 G9O  H11  C5   C6   109.18  3.000
 G9O  H10  C5   C6   109.11  3.000
 G9O  H11  C5   C4   108.82  3.000
 G9O  H10  C5   C4   110.48  3.000
 G9O  C6   C5   C4   113.19  3.000
 G9O  H13  C6   H12  106.06  3.000
 G9O  H13  C6   C7   109.58  3.000
 G9O  H12  C6   C7   110.07  3.000
 G9O  H13  C6   C5   109.43  3.000
 G9O  H12  C6   C5   108.93  3.000
 G9O  C7   C6   C5   112.55  3.000
 G9O  H15  C7   H14  105.85  3.000
 G9O  H15  C7   C8   108.93  3.000
 G9O  H14  C7   C8   108.48  3.000
 G9O  H15  C7   C6   108.95  3.000
 G9O  H14  C7   C6   108.81  3.000
 G9O  C8   C7   C6   115.39  3.000
 G9O  H17  C8   H16  105.44  3.000
 G9O  H17  C8   C9   109.36  3.000
 G9O  H16  C8   C9   110.18  3.000
 G9O  H17  C8   C7   107.78  3.000
 G9O  H16  C8   C7   109.11  3.000
 G9O  C9   C8   C7   114.55  3.000
 G9O  H19  C9   H18  105.48  3.000
 G9O  H19  C9   C10  109.28  3.000
 G9O  H18  C9   C10  107.86  3.000
 G9O  H19  C9   C8   108.93  3.000
 G9O  H18  C9   C8   109.63  3.000
 G9O  C10  C9   C8   115.22  3.000
 G9O  H21  C10  H20  106.13  3.000
 G9O  H21  C10  C11  109.10  3.000
 G9O  H20  C10  C11  109.55  3.000
 G9O  H21  C10  C9   110.22  3.000
 G9O  H20  C10  C9   108.56  3.000
 G9O  C11  C10  C9   113.04  3.000
 G9O  H23  C11  H22  106.04  3.000
 G9O  H23  C11  C12  109.25  3.000
 G9O  H22  C11  C12  108.17  3.000
 G9O  H23  C11  C10  109.35  3.000
 G9O  H22  C11  C10  109.35  3.000
 G9O  C12  C11  C10  114.35  3.000
 G9O  H25  C12  H24  106.23  3.000
 G9O  H25  C12  C13  109.58  3.000
 G9O  H24  C12  C13  109.37  3.000
 G9O  H25  C12  C11  108.79  3.000
 G9O  H24  C12  C11  109.60  3.000
 G9O  C13  C12  C11  113.04  3.000
 G9O  H27  C13  H26  107.42  3.000
 G9O  H27  C13  C14  111.51  3.000
 G9O  H26  C13  C14  106.61  3.000
 G9O  H27  C13  C12  109.58  3.000
 G9O  H26  C13  C12  110.19  3.000
 G9O  C14  C13  C12  111.42  3.000
 G9O  N16  C14  O15  119.74  3.000
 G9O  O15  C14  C13  122.96  3.000
 G9O  N16  C14  C13  117.20  3.000
 G9O  H28  N16  O17  114.59  3.000
 G9O  H28  N16  C14  119.55  3.000
 G9O  O17  N16  C14  121.62  3.000
 G9O  H29  O17  N16  106.08  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
 G9O  CONST_02  O17  N16  C14  O15   180.00   0.0  0
 G9O  CONST_03  H28  N16  C14  C13   180.00   0.0  0
 G9O  Var_01    C4   C3   C2   C1     59.31  30.0  1
 G9O  Var_02    C5   C4   C3   C2    -95.72  30.0  1
 G9O  Var_03    C6   C5   C4   C3    178.43  30.0  1
 G9O  Var_04    C7   C6   C5   C4    178.05  30.0  1
 G9O  Var_05    C8   C7   C6   C5    175.80  30.0  1
 G9O  Var_06    C9   C8   C7   C6     60.51  30.0  1
 G9O  Var_07    C10  C9   C8   C7    -97.25  30.0  3
 G9O  Var_08    C11  C10  C9   C8    -71.05  30.0  2
 G9O  Var_09    C12  C11  C10  C9    177.97  30.0  1
 G9O  Var_10    C13  C12  C11  C10    65.81  30.0  1
 G9O  Var_11    C14  C13  C12  C11  -179.19  30.0  1
 G9O  Var_12    N16  C14  C13  C12   -79.71  30.0  3
 G9O  Var_13    H1   C1   C2   C3    176.22  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
 G9O  plan-1  C13  0.020
 G9O  plan-1  C14  0.020
 G9O  plan-1  O15  0.020
 G9O  plan-1  N16  0.020
 G9O  plan-1  O17  0.020
 G9O  plan-1  H28  0.020

