# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 09:34:26 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 3-decyl-4-hydroxy-1H-pyrrole-2,5-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCC1=C(O)C(=O)NC1=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
 DHP  DHP  3-decyl-4-hydroxy-1H-pyrrole-2,5-dione  L-peptide  41  18  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DHP
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
 DHP  N1    N  NR15  0  -0.734   0.7498  -0.8242  -5.2241
 DHP  C1    C  CR5   0   0.187  -0.9537   0.3321  -4.2393
 DHP  O3    O  OH1   0  -0.580  -2.1741   0.8171  -4.1138
 DHP  C2    C  CR5   0   0.515  -0.5580  -0.4993  -5.4263
 DHP  O2    O  O     0  -0.405  -1.2743  -0.8000  -6.3481
 DHP  C3    C  CR5   0   0.553   1.2112  -0.2798  -4.0276
 DHP  O1    O  O     0  -0.400   2.3318  -0.4114  -3.6033
 DHP  C4    C  CR5   0  -0.104   0.0911   0.4650  -3.4134
 DHP  C5    C  CH2   0  -0.494   0.1913   1.1485  -2.0970
 DHP  C6    C  CH2   0  -0.414   0.1391   0.1689  -0.9208
 DHP  C7    C  CH2   0  -0.419   0.1736   0.8794   0.4256
 DHP  C8    C  CH2   0  -0.414   0.1300  -0.0825   1.6066
 DHP  C9    C  CH2   0  -0.412   0.0933   0.6256   2.9552
 DHP  C10   C  CH2   0  -0.412   0.0511  -0.3345   4.1377
 DHP  C11   C  CH2   0  -0.412  -0.0223   0.3734   5.4849
 DHP  C12   C  CH2   0  -0.406  -0.0645  -0.5861   6.6676
 DHP  C13   C  CH2   0  -0.419  -0.1467   0.1199   8.0158
 DHP  C14   C  CH3   0  -0.663  -0.1869  -0.8504   9.1884
 DHP  HN1   H  HNR5  0   0.428   1.3053  -1.3949  -5.8448
 DHP  HO3   H  HOH1  0   0.488  -2.7261   0.5540  -4.8639
 DHP  H51   H  HCH2  0   0.249  -0.6209   1.8723  -2.0012
 DHP  H52   H  HCH2  0   0.249   1.1218   1.7212  -2.0509
 DHP  H61   H  HCH2  0   0.224   0.9767  -0.5314  -0.9911
 DHP  H62   H  HCH2  0   0.224  -0.7731  -0.4314  -0.9942
 DHP  H71   H  HCH2  0   0.212  -0.6736   1.5710   0.4909
 DHP  H72   H  HCH2  0   0.213   1.0757   1.4977   0.4914
 DHP  H81   H  HCH2  0   0.209   0.9994  -0.7479   1.5654
 DHP  H82   H  HCH2  0   0.208  -0.7499  -0.7291   1.5145
 DHP  H91   H  HCH2  0   0.207  -0.7813   1.2847   2.9932
 DHP  H92   H  HCH2  0   0.207   0.9679   1.2792   3.0490
 DHP  H101  H  HCH2  0   0.207   0.9360  -0.9804   4.1124
 DHP  H102  H  HCH2  0   0.206  -0.8120  -1.0014   4.0317
 DHP  H111  H  HCH2  0   0.206  -0.9093   1.0167   5.5088
 DHP  H112  H  HCH2  0   0.206   0.8385   1.0429   5.5917
 DHP  H121  H  HCH2  0   0.206   0.8246  -1.2268   6.6474
 DHP  H122  H  HCH2  0   0.205  -0.9229  -1.2588   6.5589
 DHP  H131  H  HCH2  0   0.210  -1.0355   0.7585   8.0365
 DHP  H132  H  HCH2  0   0.210   0.7104   0.7923   8.1239
 DHP  H141  H  HCH3  0   0.225  -0.2403  -0.3267  10.1436
 DHP  H142  H  HCH3  0   0.216  -1.0551  -1.5087   9.1234
 DHP  H143  H  HCH3  0   0.216   0.7037  -1.4814   9.2069

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
 DHP  N1   C2    single  1.363  0.020  1.363
 DHP  N1   C3    single  1.393  0.020  1.393
 DHP  N1   HN1   single  0.860  0.020  1.020
 DHP  C1   O3    single  1.319  0.020  1.319
 DHP  C1   C2    single  1.502  0.020  1.502
 DHP  C1   C4    double  1.338  0.020  1.338
 DHP  O3   HO3   single  0.850  0.020  0.980
 DHP  C2   O2    double  1.205  0.020  1.205
 DHP  C3   O1    double  1.205  0.020  1.205
 DHP  C3   C4    single  1.479  0.020  1.479
 DHP  C4   C5    single  1.487  0.020  1.487
 DHP  C5   C6    single  1.532  0.020  1.532
 DHP  C5   H51   single  0.970  0.020  1.090
 DHP  C5   H52   single  0.970  0.020  1.090
 DHP  C6   C7    single  1.523  0.020  1.523
 DHP  C6   H61   single  0.970  0.020  1.090
 DHP  C6   H62   single  0.970  0.020  1.090
 DHP  C7   C8    single  1.524  0.020  1.524
 DHP  C7   H71   single  0.970  0.020  1.090
 DHP  C7   H72   single  0.970  0.020  1.090
 DHP  C8   C9    single  1.524  0.020  1.524
 DHP  C8   H81   single  0.970  0.020  1.090
 DHP  C8   H82   single  0.970  0.020  1.090
 DHP  C9   C10   single  1.524  0.020  1.524
 DHP  C9   H91   single  0.970  0.020  1.090
 DHP  C9   H92   single  0.970  0.020  1.090
 DHP  C10  C11   single  1.524  0.020  1.524
 DHP  C10  H101  single  0.970  0.020  1.090
 DHP  C10  H102  single  0.970  0.020  1.090
 DHP  C11  C12   single  1.524  0.020  1.524
 DHP  C11  H111  single  0.970  0.020  1.090
 DHP  C11  H112  single  0.970  0.020  1.090
 DHP  C12  C13   single  1.524  0.020  1.524
 DHP  C12  H121  single  0.970  0.020  1.090
 DHP  C12  H122  single  0.970  0.020  1.090
 DHP  C13  C14   single  1.523  0.020  1.523
 DHP  C13  H131  single  0.970  0.020  1.090
 DHP  C13  H132  single  0.970  0.020  1.090
 DHP  C14  H141  single  0.970  0.020  1.090
 DHP  C14  H142  single  0.970  0.020  1.090
 DHP  C14  H143  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
 DHP  HN1   N1   C3    124.51  3.000
 DHP  HN1   N1   C2    124.86  3.000
 DHP  C3    N1   C2    110.62  3.000
 DHP  C4    C1   C2    109.69  3.000
 DHP  C4    C1   O3    128.83  3.000
 DHP  C2    C1   O3    121.49  3.000
 DHP  HO3   O3   C1    110.73  3.000
 DHP  O2    C2   C1    125.86  3.000
 DHP  O2    C2   N1    128.63  3.000
 DHP  C1    C2   N1    105.51  3.000
 DHP  C4    C3   O1    127.80  3.000
 DHP  C4    C3   N1    107.61  3.000
 DHP  O1    C3   N1    124.58  3.000
 DHP  C5    C4   C3    123.25  3.000
 DHP  C5    C4   C1    130.14  3.000
 DHP  C3    C4   C1    106.56  3.000
 DHP  H52   C5   H51   106.38  3.000
 DHP  H52   C5   C6    109.36  3.000
 DHP  H51   C5   C6    109.34  3.000
 DHP  H52   C5   C4    109.60  3.000
 DHP  H51   C5   C4    109.41  3.000
 DHP  C6    C5   C4    112.56  3.000
 DHP  H62   C6   H61   106.42  3.000
 DHP  H62   C6   C7    109.52  3.000
 DHP  H61   C6   C7    109.76  3.000
 DHP  H62   C6   C5    109.12  3.000
 DHP  H61   C6   C5    109.51  3.000
 DHP  C7    C6   C5    112.32  3.000
 DHP  H72   C7   H71   106.08  3.000
 DHP  H72   C7   C8    109.47  3.000
 DHP  H71   C7   C8    109.28  3.000
 DHP  H72   C7   C6    109.58  3.000
 DHP  H71   C7   C6    109.25  3.000
 DHP  C8    C7   C6    112.96  3.000
 DHP  H82   C8   H81   106.00  3.000
 DHP  H82   C8   C9    109.23  3.000
 DHP  H81   C8   C9    109.55  3.000
 DHP  H82   C8   C7    109.29  3.000
 DHP  H81   C8   C7    109.36  3.000
 DHP  C9    C8   C7    113.16  3.000
 DHP  H92   C9   H91   105.98  3.000
 DHP  H92   C9   C10   109.36  3.000
 DHP  H91   C9   C10   109.26  3.000
 DHP  H92   C9   C8    109.50  3.000
 DHP  H91   C9   C8    109.23  3.000
 DHP  C10   C9   C8    113.25  3.000
 DHP  H102  C10  H101  105.96  3.000
 DHP  H102  C10  C11   109.29  3.000
 DHP  H101  C10  C11   109.46  3.000
 DHP  H102  C10  C9    109.29  3.000
 DHP  H101  C10  C9    109.34  3.000
 DHP  C11   C10  C9    113.25  3.000
 DHP  H112  C11  H111  105.96  3.000
 DHP  H112  C11  C12   109.33  3.000
 DHP  H111  C11  C12   109.29  3.000
 DHP  H112  C11  C10   109.40  3.000
 DHP  H111  C11  C10   109.33  3.000
 DHP  C12   C11  C10   113.27  3.000
 DHP  H122  C12  H121  105.95  3.000
 DHP  H122  C12  C13   109.26  3.000
 DHP  H121  C12  C13   109.32  3.000
 DHP  H122  C12  C11   109.34  3.000
 DHP  H121  C12  C11   109.35  3.000
 DHP  C13   C12  C11   113.35  3.000
 DHP  H132  C13  H131  105.99  3.000
 DHP  H132  C13  C14   109.64  3.000
 DHP  H131  C13  C14   109.62  3.000
 DHP  H132  C13  C12   109.25  3.000
 DHP  H131  C13  C12   109.32  3.000
 DHP  C14   C13  C12   112.80  3.000
 DHP  H143  C14  H142  107.54  3.000
 DHP  H143  C14  H141  107.62  3.000
 DHP  H142  C14  H141  107.63  3.000
 DHP  H143  C14  C13   111.09  3.000
 DHP  H142  C14  C13   111.07  3.000
 DHP  H141  C14  C13   111.71  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
 DHP  CONST_01  C3    N1   C2   C1      0.00   0.0  0
 DHP  CONST_02  C3    N1   C2   O2    180.00   0.0  0
 DHP  CONST_03  HN1   N1   C2   C1    180.00   0.0  0
 DHP  Var_01    C6    C5   C4   C1    101.15  30.0  3
 DHP  Var_02    C7    C6   C5   C4   -177.21  30.0  3
 DHP  Var_03    C8    C7   C6   C5   -179.69  30.0  3
 DHP  Var_04    C9    C8   C7   C6   -177.09  30.0  3
 DHP  Var_05    C10   C9   C8   C7   -179.94  30.0  3
 DHP  Var_06    C11   C10  C9   C8   -178.49  30.0  3
 DHP  Var_07    C12   C11  C10  C9   -180.00  30.0  3
 DHP  Var_08    C13   C12  C11  C10  -179.64  30.0  3
 DHP  Var_09    C14   C13  C12  C11  -179.95  30.0  3
 DHP  Var_10    H141  C14  C13  C12   179.70  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
 DHP  plan-1  N1   0.020
 DHP  plan-1  C1   0.020
 DHP  plan-1  O3   0.020
 DHP  plan-1  C2   0.020
 DHP  plan-1  O2   0.020
 DHP  plan-1  C3   0.020
 DHP  plan-1  O1   0.020
 DHP  plan-1  C4   0.020
 DHP  plan-1  C5   0.020
 DHP  plan-1  HN1  0.020

