# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 17:05:08 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: 2-(2-azanylethylamino)-5-nitro-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCNc1ccc(cc1C(O)=O)[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
 C8O  C8O  '2-(2-azanylethylamino)-5-nitro-benzoic acid'  ligand  26  16  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C8O
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
 C8O  OAI  O  OC    -1  -0.570  -0.5509  -3.2341  -0.0478
 C8O  CAE  C  C      0   0.462   0.2985  -2.3307  -0.0473
 C8O  OAM  O  O      0  -0.600   1.5441  -2.4984  -0.0584
 C8O  CAB  C  CR6    0  -0.210  -0.2104  -0.8967  -0.0328
 C8O  CAC  C  CR16   0  -0.320  -1.5714  -0.6867  -0.0218
 C8O  CAD  C  CR6    0   0.229  -2.1159   0.5960  -0.0105
 C8O  NAA  N  N      1   0.315  -3.5298   0.7726   0.0028
 C8O  OAH  O  O      0  -0.418  -4.2450  -0.2120   0.0046
 C8O  OAG  O  O     -1  -0.419  -3.9761   1.9052   0.0120
 C8O  CAJ  C  CR16   0  -0.265  -1.2746   1.7111  -0.0148
 C8O  CAK  C  CR16   0  -0.363   0.0832   1.5336  -0.0263
 C8O  CAF  C  CR6    0   0.392   0.6608   0.2384  -0.0310
 C8O  NAL  N  NH1    0  -0.689   1.9855   0.0789  -0.0340
 C8O  CAO  C  CH2    0  -0.268   2.9533   1.1460  -0.0381
 C8O  CAP  C  CH2    0  -0.315   4.3585   0.5696   0.0410
 C8O  NAN  N  NH2    0  -0.800   5.3344   1.6442   0.0476
 C8O  H2   H  HCR6   0   0.277  -2.2173  -1.5530  -0.0221
 C8O  H3   H  HCR6   0   0.284  -1.6773   2.7140  -0.0102
 C8O  H4   H  HCR6   0   0.278   0.7220   2.4059  -0.0343
 C8O  H5   H  HNH1   0   0.406   2.2725  -0.9037  -0.0523
 C8O  H6   H  HCH2   0   0.231   2.8658   1.7562  -0.9441
 C8O  H7   H  HCH2   0   0.228   2.7877   1.8184   0.8122
 C8O  H8   H  HCH2   0   0.206   4.4188  -0.0950   0.9142
 C8O  H9   H  HCH2   0   0.232   4.5340  -0.0545  -0.8387
 C8O  H10  H  HNH2   0   0.344   5.3102   2.1171   0.9424
 C8O  H11  H  HNH2   0   0.354   6.2639   1.2534  -0.0288

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
 C8O  OAG  NAA  single    1.217  0.020  1.217
 C8O  CAJ  CAK  aromatic  1.369  0.020  1.369
 C8O  CAJ  CAD  aromatic  1.397  0.020  1.397
 C8O  CAK  CAF  aromatic  1.418  0.020  1.418
 C8O  CAO  NAL  single    1.441  0.020  1.441
 C8O  CAO  CAP  single    1.521  0.020  1.521
 C8O  NAA  CAD  single    1.425  0.020  1.425
 C8O  NAA  OAH  double    1.217  0.020  1.217
 C8O  CAD  CAC  aromatic  1.394  0.020  1.394
 C8O  CAF  NAL  single    1.334  0.020  1.334
 C8O  CAF  CAB  aromatic  1.431  0.020  1.431
 C8O  CAC  CAB  aromatic  1.377  0.020  1.377
 C8O  CAB  CAE  single    1.522  0.020  1.522
 C8O  CAP  NAN  single    1.452  0.020  1.452
 C8O  CAE  OAM  deloc     1.257  0.020  1.257
 C8O  CAE  OAI  deloc     1.240  0.020  1.240
 C8O  CAC  H2   single    0.930  0.020  1.080
 C8O  CAJ  H3   single    0.930  0.020  1.080
 C8O  CAK  H4   single    0.930  0.020  1.080
 C8O  NAL  H5   single    0.860  0.020  1.020
 C8O  CAO  H6   single    0.970  0.020  1.090
 C8O  CAO  H7   single    0.970  0.020  1.090
 C8O  CAP  H8   single    0.970  0.020  1.090
 C8O  CAP  H9   single    0.970  0.020  1.090
 C8O  NAN  H10  single    0.890  0.020  1.040
 C8O  NAN  H11  single    0.890  0.020  1.040

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
 C8O  CAB  CAE  OAM  117.21  3.000
 C8O  OAM  CAE  OAI  125.57  3.000
 C8O  CAB  CAE  OAI  117.22  3.000
 C8O  CAF  CAB  CAC  118.74  3.000
 C8O  CAC  CAB  CAE  118.31  3.000
 C8O  CAF  CAB  CAE  122.95  3.000
 C8O  H2   CAC  CAD  120.29  3.000
 C8O  H2   CAC  CAB  117.94  3.000
 C8O  CAD  CAC  CAB  121.77  3.000
 C8O  CAJ  CAD  NAA  119.92  3.000
 C8O  NAA  CAD  CAC  120.12  3.000
 C8O  CAJ  CAD  CAC  119.96  3.000
 C8O  OAG  NAA  OAH  122.50  3.000
 C8O  OAH  NAA  CAD  118.88  3.000
 C8O  OAG  NAA  CAD  118.63  3.000
 C8O  H3   CAJ  CAK  119.32  3.000
 C8O  H3   CAJ  CAD  121.09  3.000
 C8O  CAK  CAJ  CAD  119.59  3.000
 C8O  H4   CAK  CAF  119.75  3.000
 C8O  H4   CAK  CAJ  118.77  3.000
 C8O  CAF  CAK  CAJ  121.48  3.000
 C8O  NAL  CAF  CAK  120.90  3.000
 C8O  NAL  CAF  CAB  120.64  3.000
 C8O  CAK  CAF  CAB  118.46  3.000
 C8O  H5   NAL  CAO  121.51  3.000
 C8O  H5   NAL  CAF  113.14  3.000
 C8O  CAO  NAL  CAF  125.34  3.000
 C8O  H7   CAO  H6   106.71  3.000
 C8O  H7   CAO  CAP  109.36  3.000
 C8O  H6   CAO  CAP  109.14  3.000
 C8O  H7   CAO  NAL  110.52  3.000
 C8O  H6   CAO  NAL  111.18  3.000
 C8O  CAP  CAO  NAL  109.87  3.000
 C8O  H9   CAP  H8   106.59  3.000
 C8O  H9   CAP  NAN  108.57  3.000
 C8O  H8   CAP  NAN  114.03  3.000
 C8O  H9   CAP  CAO  108.84  3.000
 C8O  H8   CAP  CAO  108.73  3.000
 C8O  NAN  CAP  CAO  109.93  3.000
 C8O  H11  NAN  H10  105.61  3.000
 C8O  H11  NAN  CAP  109.36  3.000
 C8O  H10  NAN  CAP  109.50  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
 C8O  CONST_01  CAJ  CAK  CAF  CAB     0.00   0.0  0
 C8O  CONST_02  CAJ  CAD  CAC  CAB     0.00   0.0  0
 C8O  CONST_03  CAK  CAJ  CAD  CAC     0.00   0.0  0
 C8O  CONST_04  CAK  CAF  CAB  CAC     0.00   0.0  0
 C8O  CONST_05  CAF  CAK  CAJ  CAD     0.00   0.0  0
 C8O  CONST_06  CAF  CAB  CAC  CAD     0.00   0.0  0
 C8O  CONST_07  CAK  CAF  CAB  CAE   180.00   0.0  0
 C8O  CONST_08  CAD  CAC  CAB  CAE   180.00   0.0  0
 C8O  CONST_09  NAA  CAD  CAC  CAB   180.00   0.0  0
 C8O  CONST_10  NAL  CAF  CAB  CAC   180.00   0.0  0
 C8O  CONST_11  CAK  CAJ  CAD  NAA   180.00   0.0  0
 C8O  CONST_12  NAL  CAF  CAK  CAJ   180.00   0.0  0
 C8O  CONST_13  H4   CAK  CAF  CAB   180.00   0.0  0
 C8O  CONST_14  H3   CAJ  CAD  CAC   180.00   0.0  0
 C8O  CONST_15  H2   CAC  CAD  CAJ   180.00   0.0  0
 C8O  CONST_16  CAO  NAL  CAF  CAB   180.00   0.0  0
 C8O  CONST_17  OAG  NAA  CAD  CAC   180.00   0.0  0
 C8O  CONST_18  OAH  NAA  CAD  CAC     0.00   0.0  0
 C8O  CONST_19  CAJ  CAD  NAA  OAH   180.00   0.0  0
 C8O  CONST_20  CAJ  CAD  NAA  OAG     0.00   0.0  0
 C8O  CONST_21  CAO  NAL  CAF  CAK     0.00   0.0  0
 C8O  CONST_22  H5   NAL  CAF  CAB     0.00   0.0  0
 C8O  Var_01    CAF  CAB  CAE  OAI  -179.99  30.0  3
 C8O  Var_02    CAP  CAO  NAL  CAF   176.72  30.0  1
 C8O  Var_03    NAN  CAP  CAO  NAL  -179.55  30.0  3
 C8O  Var_04    H10  NAN  CAP  CAO    72.48  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
 C8O  plan-1  CAE  0.020
 C8O  plan-1  CAB  0.020
 C8O  plan-1  CAC  0.020
 C8O  plan-1  CAD  0.020
 C8O  plan-1  NAA  0.020
 C8O  plan-1  CAJ  0.020
 C8O  plan-1  CAK  0.020
 C8O  plan-1  CAF  0.020
 C8O  plan-1  NAL  0.020
 C8O  plan-1  H2   0.020
 C8O  plan-1  H3   0.020
 C8O  plan-1  H4   0.020
 C8O  plan-2  CAD  0.020
 C8O  plan-2  NAA  0.020
 C8O  plan-2  OAH  0.020
 C8O  plan-2  OAG  0.020
 C8O  plan-3  CAF  0.020
 C8O  plan-3  NAL  0.020
 C8O  plan-3  CAO  0.020
 C8O  plan-3  H5   0.020
 C8O  plan-4  OAI  0.020
 C8O  plan-4  CAE  0.020
 C8O  plan-4  OAM  0.020
 C8O  plan-4  CAB  0.020

