# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 02:09:52 2022
#   Inital geometry file: a 143 line input string
#   Ligand name: 4-nitrophenyl hexadecanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCCC(=O)Oc1ccc(cc1)[N+]([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
 PNR  PNR  '4-nitrophenyl hexadecanoate'  ligand  62  27  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_PNR
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
 PNR  O2   O  O      0  -0.377   10.9829   1.0382   0.8116
 PNR  N1   N  N      1   0.331   10.5598   0.2247   0.0244
 PNR  O1   O  O     -1  -0.377   11.2381  -0.3177  -0.8156
 PNR  C22  C  CR6    0   0.253    9.1501  -0.1225   0.0930
 PNR  C21  C  CR16   0  -0.262    8.6282  -1.0182  -0.8285
 PNR  C20  C  CR16   0  -0.312    7.2858  -1.3440  -0.7591
 PNR  C23  C  CR16   0  -0.265    8.3610   0.4470   1.0829
 PNR  C24  C  CR16   0  -0.306    7.0214   0.1134   1.1513
 PNR  C19  C  CR6    0   0.394    6.4946  -0.7818   0.2308
 PNR  O18  O  O2     0  -0.498    5.1872  -1.1832   0.3135
 PNR  C16  C  C      0   0.595    4.2014  -0.3007   0.0139
 PNR  O17  O  O      0  -0.411    4.4295   0.8231  -0.3303
 PNR  C15  C  CH2    0  -0.589    2.8581  -0.9454   0.1650
 PNR  C14  C  CH2    0  -0.422    1.6874   0.0001  -0.0498
 PNR  C13  C  CH2    0  -0.417    0.3569  -0.7277   0.0975
 PNR  C12  C  CH2    0  -0.413   -0.8502   0.1837  -0.0795
 PNR  C11  C  CH2    0  -0.412   -2.1743  -0.5563   0.0610
 PNR  C10  C  CH2    0  -0.412   -3.3940   0.3414  -0.1033
 PNR  C9   C  CH2    0  -0.411   -4.7111  -0.4110   0.0386
 PNR  C8   C  CH2    0  -0.412   -5.9390   0.4764  -0.1223
 PNR  C7   C  CH2    0  -0.411   -7.2501  -0.2851   0.0255
 PNR  C6   C  CH2    0  -0.411   -8.4843   0.5943  -0.1315
 PNR  C5   C  CH2    0  -0.411   -9.7905  -0.1743   0.0222
 PNR  C4   C  CH2    0  -0.411  -11.0294   0.7002  -0.1247
 PNR  C3   C  CH2    0  -0.406  -12.3320  -0.0735   0.0347
 PNR  C2   C  CH2    0  -0.418  -13.5749   0.7976  -0.1005
 PNR  C1   C  CH3    0  -0.662  -14.8681   0.0124   0.0687
 PNR  H1   H  HCR6   0   0.306    9.2453  -1.4602  -1.5966
 PNR  H2   H  HCR6   0   0.294    6.8581  -2.0417  -1.4664
 PNR  H3   H  HCR6   0   0.306    8.7758   1.1394   1.8003
 PNR  H4   H  HCR6   0   0.296    6.4013   0.5382   1.9286
 PNR  H5   H  HCH2   0   0.285    2.8132  -1.7818  -0.5410
 PNR  H6   H  HCH2   0   0.281    2.8098  -1.4016   1.1586
 PNR  H7   H  HCH2   0   0.229    1.7366   0.8210   0.6709
 PNR  H8   H  HCH2   0   0.229    1.7478   0.4528  -1.0429
 PNR  H9   H  HCH2   0   0.214    0.3073  -1.5422  -0.6334
 PNR  H10  H  HCH2   0   0.214    0.3104  -1.2031   1.0835
 PNR  H11  H  HCH2   0   0.209   -0.8063   0.9940   0.6566
 PNR  H12  H  HCH2   0   0.209   -0.8049   0.6644  -1.0631
 PNR  H13  H  HCH2   0   0.207   -2.2169  -1.3637  -0.6786
 PNR  H14  H  HCH2   0   0.207   -2.2128  -1.0439   1.0417
 PNR  H15  H  HCH2   0   0.206   -3.3556   1.1485   0.6370
 PNR  H16  H  HCH2   0   0.206   -3.3588   0.8292  -1.0841
 PNR  H17  H  HCH2   0   0.206   -4.7477  -1.2177  -0.7023
 PNR  H18  H  HCH2   0   0.206   -4.7434  -0.9007   1.0186
 PNR  H19  H  HCH2   0   0.206   -5.9033   1.2846   0.6169
 PNR  H20  H  HCH2   0   0.206   -5.9104   0.9631  -1.1038
 PNR  H21  H  HCH2   0   0.206   -7.2843  -1.0929  -0.7142
 PNR  H22  H  HCH2   0   0.206   -7.2755  -0.7736   1.0063
 PNR  H23  H  HCH2   0   0.206   -8.4506   1.4035   0.6067
 PNR  H24  H  HCH2   0   0.206   -8.4624   1.0803  -1.1136
 PNR  H25  H  HCH2   0   0.206   -9.8254  -0.9805  -0.7193
 PNR  H26  H  HCH2   0   0.205   -9.8080  -0.6651   1.0020
 PNR  H27  H  HCH2   0   0.206  -10.9943   1.5069   0.6161
 PNR  H28  H  HCH2   0   0.206  -11.0153   1.1899  -1.1051
 PNR  H29  H  HCH2   0   0.205  -12.3704  -0.8773  -0.7094
 PNR  H30  H  HCH2   0   0.205  -12.3421  -0.5680   1.0128
 PNR  H31  H  HCH2   0   0.209  -13.5352   1.6014   0.6415
 PNR  H32  H  HCH2   0   0.209  -13.5678   1.2893  -1.0785
 PNR  H33  H  HCH3   0   0.225  -15.7445   0.6561  -0.0176
 PNR  H34  H  HCH3   0   0.215  -14.9573  -0.7703  -0.6872
 PNR  H35  H  HCH3   0   0.215  -14.9084  -0.4707   1.0470

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
 PNR  O1   N1   single    1.208  0.020  1.208
 PNR  C21  C20  aromatic  1.383  0.020  1.383
 PNR  C21  C22  aromatic  1.387  0.020  1.387
 PNR  C20  C19  aromatic  1.386  0.020  1.386
 PNR  N1   C22  single    1.453  0.020  1.453
 PNR  N1   O2   double    1.208  0.020  1.208
 PNR  C22  C23  aromatic  1.388  0.020  1.388
 PNR  C12  C11  single    1.523  0.020  1.523
 PNR  C12  C13  single    1.523  0.020  1.523
 PNR  C19  O18  single    1.370  0.020  1.370
 PNR  C19  C24  aromatic  1.388  0.020  1.388
 PNR  O18  C16  single    1.357  0.020  1.357
 PNR  C23  C24  aromatic  1.382  0.020  1.382
 PNR  C11  C10  single    1.523  0.020  1.523
 PNR  C14  C13  single    1.524  0.020  1.524
 PNR  C14  C15  single    1.520  0.020  1.520
 PNR  C2   C1   single    1.522  0.020  1.522
 PNR  C2   C3   single    1.524  0.020  1.524
 PNR  C15  C16  single    1.498  0.020  1.498
 PNR  C16  O17  double    1.197  0.020  1.197
 PNR  C3   C4   single    1.523  0.020  1.523
 PNR  C10  C9   single    1.524  0.020  1.524
 PNR  C9   C8   single    1.523  0.020  1.523
 PNR  C4   C5   single    1.524  0.020  1.524
 PNR  C5   C6   single    1.523  0.020  1.523
 PNR  C8   C7   single    1.523  0.020  1.523
 PNR  C7   C6   single    1.524  0.020  1.524
 PNR  C21  H1   single    0.930  0.020  1.080
 PNR  C20  H2   single    0.930  0.020  1.080
 PNR  C23  H3   single    0.930  0.020  1.080
 PNR  C24  H4   single    0.930  0.020  1.080
 PNR  C15  H5   single    0.970  0.020  1.090
 PNR  C15  H6   single    0.970  0.020  1.090
 PNR  C14  H7   single    0.970  0.020  1.090
 PNR  C14  H8   single    0.970  0.020  1.090
 PNR  C13  H9   single    0.970  0.020  1.090
 PNR  C13  H10  single    0.970  0.020  1.090
 PNR  C12  H11  single    0.970  0.020  1.090
 PNR  C12  H12  single    0.970  0.020  1.090
 PNR  C11  H13  single    0.970  0.020  1.090
 PNR  C11  H14  single    0.970  0.020  1.090
 PNR  C10  H15  single    0.970  0.020  1.090
 PNR  C10  H16  single    0.970  0.020  1.090
 PNR  C9   H17  single    0.970  0.020  1.090
 PNR  C9   H18  single    0.970  0.020  1.090
 PNR  C8   H19  single    0.970  0.020  1.090
 PNR  C8   H20  single    0.970  0.020  1.090
 PNR  C7   H21  single    0.970  0.020  1.090
 PNR  C7   H22  single    0.970  0.020  1.090
 PNR  C6   H23  single    0.970  0.020  1.090
 PNR  C6   H24  single    0.970  0.020  1.090
 PNR  C5   H25  single    0.970  0.020  1.090
 PNR  C5   H26  single    0.970  0.020  1.090
 PNR  C4   H27  single    0.970  0.020  1.090
 PNR  C4   H28  single    0.970  0.020  1.090
 PNR  C3   H29  single    0.970  0.020  1.090
 PNR  C3   H30  single    0.970  0.020  1.090
 PNR  C2   H31  single    0.970  0.020  1.090
 PNR  C2   H32  single    0.970  0.020  1.090
 PNR  C1   H33  single    0.970  0.020  1.090
 PNR  C1   H34  single    0.970  0.020  1.090
 PNR  C1   H35  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
 PNR  C22  N1   O1   118.04  3.000
 PNR  C22  N1   O2   118.01  3.000
 PNR  O1   N1   O2   123.95  3.000
 PNR  C23  C22  C21  121.66  3.000
 PNR  C23  C22  N1   119.14  3.000
 PNR  C21  C22  N1   119.20  3.000
 PNR  H1   C21  C20  119.60  3.000
 PNR  H1   C21  C22  121.46  3.000
 PNR  C20  C21  C22  118.94  3.000
 PNR  H2   C20  C19  120.18  3.000
 PNR  H2   C20  C21  120.19  3.000
 PNR  C19  C20  C21  119.62  3.000
 PNR  H3   C23  C24  119.62  3.000
 PNR  H3   C23  C22  121.22  3.000
 PNR  C24  C23  C22  119.16  3.000
 PNR  H4   C24  C19  120.83  3.000
 PNR  H4   C24  C23  119.77  3.000
 PNR  C19  C24  C23  119.39  3.000
 PNR  O18  C19  C24  120.74  3.000
 PNR  C24  C19  C20  121.24  3.000
 PNR  O18  C19  C20  117.96  3.000
 PNR  C16  O18  C19  119.31  3.000
 PNR  C15  C16  O17  127.15  3.000
 PNR  O17  C16  O18  122.39  3.000
 PNR  C15  C16  O18  110.46  3.000
 PNR  H6   C15  H5   105.38  3.000
 PNR  H6   C15  C14  110.71  3.000
 PNR  H5   C15  C14  110.63  3.000
 PNR  H6   C15  C16  108.09  3.000
 PNR  H5   C15  C16  107.48  3.000
 PNR  C14  C15  C16  114.13  3.000
 PNR  H8   C14  H7   106.58  3.000
 PNR  H8   C14  C13  109.51  3.000
 PNR  H7   C14  C13  109.52  3.000
 PNR  H8   C14  C15  110.08  3.000
 PNR  H7   C14  C15  109.83  3.000
 PNR  C13  C14  C15  111.21  3.000
 PNR  H10  C13  H9   106.01  3.000
 PNR  H10  C13  C12  109.31  3.000
 PNR  H9   C13  C12  109.36  3.000
 PNR  H10  C13  C14  109.35  3.000
 PNR  H9   C13  C14  109.28  3.000
 PNR  C12  C13  C14  113.27  3.000
 PNR  H12  C12  H11  106.09  3.000
 PNR  H12  C12  C11  109.38  3.000
 PNR  H11  C12  C11  109.39  3.000
 PNR  H12  C12  C13  109.52  3.000
 PNR  H11  C12  C13  109.43  3.000
 PNR  C11  C12  C13  112.80  3.000
 PNR  H14  C11  H13  105.95  3.000
 PNR  H14  C11  C10  109.31  3.000
 PNR  H13  C11  C10  109.29  3.000
 PNR  H14  C11  C12  109.22  3.000
 PNR  H13  C11  C12  109.23  3.000
 PNR  C10  C11  C12  113.56  3.000
 PNR  H16  C10  H15  106.00  3.000
 PNR  H16  C10  C9   109.33  3.000
 PNR  H15  C10  C9   109.34  3.000
 PNR  H16  C10  C11  109.46  3.000
 PNR  H15  C10  C11  109.45  3.000
 PNR  C9   C10  C11  113.02  3.000
 PNR  H18  C9   H17  105.94  3.000
 PNR  H18  C9   C8   109.33  3.000
 PNR  H17  C9   C8   109.29  3.000
 PNR  H18  C9   C10  109.24  3.000
 PNR  H17  C9   C10  109.23  3.000
 PNR  C8   C9   C10  113.53  3.000
 PNR  H20  C8   H19  106.00  3.000
 PNR  H20  C8   C7   109.35  3.000
 PNR  H19  C8   C7   109.34  3.000
 PNR  H20  C8   C9   109.41  3.000
 PNR  H19  C8   C9   109.40  3.000
 PNR  C7   C8   C9   113.10  3.000
 PNR  H22  C7   H21  105.95  3.000
 PNR  H22  C7   C6   109.31  3.000
 PNR  H21  C7   C6   109.31  3.000
 PNR  H22  C7   C8   109.24  3.000
 PNR  H21  C7   C8   109.26  3.000
 PNR  C6   C7   C8   113.50  3.000
 PNR  H24  C6   H23  106.00  3.000
 PNR  H24  C6   C5   109.35  3.000
 PNR  H23  C6   C5   109.32  3.000
 PNR  H24  C6   C7   109.40  3.000
 PNR  H23  C6   C7   109.38  3.000
 PNR  C5   C6   C7   113.14  3.000
 PNR  H26  C5   H25  105.96  3.000
 PNR  H26  C5   C4   109.29  3.000
 PNR  H25  C5   C4   109.34  3.000
 PNR  H26  C5   C6   109.26  3.000
 PNR  H25  C5   C6   109.28  3.000
 PNR  C4   C5   C6   113.45  3.000
 PNR  H28  C4   H27  105.98  3.000
 PNR  H28  C4   C3   109.36  3.000
 PNR  H27  C4   C3   109.30  3.000
 PNR  H28  C4   C5   109.41  3.000
 PNR  H27  C4   C5   109.35  3.000
 PNR  C3   C4   C5   113.18  3.000
 PNR  H30  C3   H29  105.94  3.000
 PNR  H30  C3   C2   109.25  3.000
 PNR  H29  C3   C2   109.29  3.000
 PNR  H30  C3   C4   109.30  3.000
 PNR  H29  C3   C4   109.35  3.000
 PNR  C2   C3   C4   113.44  3.000
 PNR  H32  C2   H31  106.00  3.000
 PNR  H32  C2   C1   109.66  3.000
 PNR  H31  C2   C1   109.52  3.000
 PNR  H32  C2   C3   109.31  3.000
 PNR  H31  C2   C3   109.27  3.000
 PNR  C1   C2   C3   112.84  3.000
 PNR  H35  C1   H34  107.46  3.000
 PNR  H35  C1   H33  107.60  3.000
 PNR  H34  C1   H33  107.61  3.000
 PNR  H35  C1   C2   111.05  3.000
 PNR  H34  C1   C2   111.23  3.000
 PNR  H33  C1   C2   111.68  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
 PNR  CONST_01  C19  C20  C21  C22     0.00   0.0  0
 PNR  CONST_02  C19  C24  C23  C22     0.00   0.0  0
 PNR  CONST_03  C24  C19  C20  C21     0.00   0.0  0
 PNR  CONST_04  C24  C23  C22  C21     0.00   0.0  0
 PNR  CONST_05  C23  C22  C21  C20     0.00   0.0  0
 PNR  CONST_06  C23  C24  C19  C20     0.00   0.0  0
 PNR  CONST_07  C20  C21  C22  N1    180.00   0.0  0
 PNR  CONST_08  C24  C23  C22  N1    180.00   0.0  0
 PNR  CONST_09  O18  C19  C20  C21   180.00   0.0  0
 PNR  CONST_10  O18  C19  C24  C23   180.00   0.0  0
 PNR  CONST_11  H2   C20  C21  C22   180.00   0.0  0
 PNR  CONST_12  H4   C24  C23  C22   180.00   0.0  0
 PNR  CONST_13  H3   C23  C22  C21   180.00   0.0  0
 PNR  CONST_14  H1   C21  C22  C23   180.00   0.0  0
 PNR  CONST_15  C21  C22  N1   O2    180.00   0.0  0
 PNR  CONST_16  C23  C22  N1   O2      0.00   0.0  0
 PNR  CONST_17  C21  C22  N1   O1      0.00   0.0  0
 PNR  CONST_18  C23  C22  N1   O1    180.00   0.0  0
 PNR  Var_01    C15  C16  O18  C19   179.81  30.0  3
 PNR  Var_02    C14  C15  C16  O18   175.64  30.0  2
 PNR  Var_03    C13  C14  C15  C16   179.10  30.0  1
 PNR  Var_04    C12  C13  C14  C15   178.78  30.0  3
 PNR  Var_05    C11  C12  C13  C14   179.64  30.0  2
 PNR  Var_06    C10  C11  C12  C13   179.59  30.0  3
 PNR  Var_07    C9   C10  C11  C12   179.96  30.0  3
 PNR  Var_08    C8   C9   C10  C11   179.94  30.0  3
 PNR  Var_09    C7   C8   C9   C10  -179.83  30.0  3
 PNR  Var_10    C6   C7   C8   C9    179.91  30.0  3
 PNR  Var_11    C5   C6   C7   C8   -179.81  30.0  3
 PNR  Var_12    C4   C5   C6   C7    179.63  30.0  1
 PNR  Var_13    C3   C4   C5   C6   -179.80  30.0  2
 PNR  Var_14    C2   C3   C4   C5    179.56  30.0  1
 PNR  Var_15    C1   C2   C3   C4   -179.68  30.0  2
 PNR  Var_16    H33  C1   C2   C3    179.20  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
 PNR  plan-1  N1   0.020
 PNR  plan-1  C22  0.020
 PNR  plan-1  C21  0.020
 PNR  plan-1  C20  0.020
 PNR  plan-1  C23  0.020
 PNR  plan-1  C24  0.020
 PNR  plan-1  C19  0.020
 PNR  plan-1  O18  0.020
 PNR  plan-1  H1   0.020
 PNR  plan-1  H2   0.020
 PNR  plan-1  H3   0.020
 PNR  plan-1  H4   0.020
 PNR  plan-2  O2   0.020
 PNR  plan-2  N1   0.020
 PNR  plan-2  O1   0.020
 PNR  plan-2  C22  0.020
 PNR  plan-3  O18  0.020
 PNR  plan-3  C16  0.020
 PNR  plan-3  O17  0.020
 PNR  plan-3  C15  0.020

