# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 02:42:08 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 3-[[3-nitro-4,5-bis(oxidanyl)phenyl]methylidene]pentane-2,4-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)C(=Cc1cc(O)c(O)c(c1)[N+]([O-])=O)C(C)=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
 EAO  EAO  3-[[3-nitro-4,5-bis(oxidanyl)phenyl]methylidene]pentane-2,4-dione  ligand  30  19  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EAO
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
 EAO  C04  C  CR6    0   0.194  -2.3471  -0.6517  -0.0140
 EAO  C05  C  CR16   0  -0.362  -1.0507  -1.1476  -0.0960
 EAO  C06  C  CR6    0   0.130   0.0173  -0.2876  -0.2876
 EAO  C07  C  C1     0  -0.225   1.3541  -0.8658  -0.3207
 EAO  C08  C  C      0  -0.157   2.5308  -0.3047   0.0004
 EAO  C09  C  C      0   0.285   2.6444   1.0628   0.6053
 EAO  C11  C  CH3    0  -0.794   3.3514   2.1295  -0.1876
 EAO  C12  C  C      0   0.383   3.7695  -1.1303  -0.1539
 EAO  C14  C  CH3    0  -0.806   5.0523  -0.5592   0.3783
 EAO  C15  C  CR16   0  -0.404  -0.2468   1.0778  -0.4711
 EAO  C16  C  CR6    0   0.301  -1.5313   1.5632  -0.4227
 EAO  C18  C  CR6    0   0.308  -2.6244   0.7056  -0.1725
 EAO  N02  N  N      1   0.339  -3.4155  -1.5993   0.2291
 EAO  O01  O  O     -1  -0.370  -4.4080  -1.2120   0.7961
 EAO  O03  O  O      0  -0.381  -3.2454  -2.7395  -0.1378
 EAO  O10  O  O      0  -0.358   2.1725   1.2835   1.6969
 EAO  O13  O  O      0  -0.391   3.7293  -2.2238  -0.6760
 EAO  O17  O  OH1    0  -0.636  -1.8703   2.8502  -0.6134
 EAO  O19  O  OH1    0  -0.580  -3.8610   1.1840  -0.1476
 EAO  H1   H  HCR6   0   0.298  -0.8748  -2.2077   0.0220
 EAO  H2   H  H      0   0.287   1.3882  -1.9005  -0.6481
 EAO  H3   H  HCH3   0   0.263   3.6233   1.8038  -1.1890
 EAO  H4   H  HCH3   0   0.287   2.7096   3.0087  -0.2671
 EAO  H5   H  HCH3   0   0.290   4.2550   2.4466   0.3356
 EAO  H6   H  HCH3   0   0.270   4.9329  -0.1797   1.3945
 EAO  H7   H  HCH3   0   0.281   5.8373  -1.3114   0.3706
 EAO  H8   H  HCH3   0   0.282   5.3781   0.2786  -0.2417
 EAO  H9   H  HCR6   0   0.283   0.5521   1.7713  -0.7016
 EAO  H10  H  HOH1   0   0.493  -1.1001   3.3997  -0.7994
 EAO  H11  H  HOH1   0   0.491  -3.8586   2.1296  -0.3531

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
 EAO  O13  C12  double    1.212  0.020  1.212
 EAO  O10  C09  double    1.209  0.020  1.209
 EAO  C12  C14  single    1.502  0.020  1.502
 EAO  C12  C08  single    1.497  0.020  1.497
 EAO  C09  C08  single    1.500  0.020  1.500
 EAO  C09  C11  single    1.505  0.020  1.505
 EAO  C08  C07  double    1.343  0.020  1.343
 EAO  C07  C06  single    1.457  0.020  1.457
 EAO  C06  C05  aromatic  1.385  0.020  1.385
 EAO  C06  C15  aromatic  1.403  0.020  1.403
 EAO  C05  C04  aromatic  1.390  0.020  1.390
 EAO  C15  C16  aromatic  1.374  0.020  1.374
 EAO  O01  N02  single    1.207  0.020  1.207
 EAO  C04  N02  single    1.449  0.020  1.449
 EAO  C04  C18  aromatic  1.394  0.020  1.394
 EAO  C16  C18  aromatic  1.412  0.020  1.412
 EAO  C16  O17  single    1.344  0.020  1.344
 EAO  N02  O03  double    1.210  0.020  1.210
 EAO  C18  O19  single    1.326  0.020  1.326
 EAO  C05  H1   single    0.930  0.020  1.080
 EAO  C07  H2   single    0.930  0.020  1.080
 EAO  C11  H3   single    0.970  0.020  1.090
 EAO  C11  H4   single    0.970  0.020  1.090
 EAO  C11  H5   single    0.970  0.020  1.090
 EAO  C14  H6   single    0.970  0.020  1.090
 EAO  C14  H7   single    0.970  0.020  1.090
 EAO  C14  H8   single    0.970  0.020  1.090
 EAO  C15  H9   single    0.930  0.020  1.080
 EAO  O17  H10  single    0.850  0.020  0.980
 EAO  O19  H11  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
 EAO  N02  C04  C18  120.61  3.000
 EAO  C18  C04  C05  121.73  3.000
 EAO  N02  C04  C05  117.66  3.000
 EAO  H1   C05  C06  119.92  3.000
 EAO  H1   C05  C04  119.67  3.000
 EAO  C06  C05  C04  120.38  3.000
 EAO  C15  C06  C07  123.78  3.000
 EAO  C15  C06  C05  118.52  3.000
 EAO  C07  C06  C05  117.67  3.000
 EAO  H2   C07  C08  116.28  3.000
 EAO  H2   C07  C06  114.45  3.000
 EAO  C08  C07  C06  129.27  3.000
 EAO  C12  C08  C09  118.81  3.000
 EAO  C09  C08  C07  122.95  3.000
 EAO  C12  C08  C07  118.05  3.000
 EAO  O10  C09  C11  121.96  3.000
 EAO  C11  C09  C08  117.99  3.000
 EAO  O10  C09  C08  120.05  3.000
 EAO  H5   C11  H4   106.72  3.000
 EAO  H5   C11  H3   108.75  3.000
 EAO  H4   C11  H3   108.73  3.000
 EAO  H5   C11  C09  110.02  3.000
 EAO  H4   C11  C09  109.45  3.000
 EAO  H3   C11  C09  112.97  3.000
 EAO  O13  C12  C14  121.59  3.000
 EAO  C14  C12  C08  117.43  3.000
 EAO  O13  C12  C08  120.97  3.000
 EAO  H8   C14  H7   108.14  3.000
 EAO  H8   C14  H6   107.13  3.000
 EAO  H7   C14  H6   109.03  3.000
 EAO  H8   C14  C12  110.21  3.000
 EAO  H7   C14  C12  110.56  3.000
 EAO  H6   C14  C12  111.64  3.000
 EAO  H9   C15  C16  118.10  3.000
 EAO  H9   C15  C06  120.83  3.000
 EAO  C16  C15  C06  121.01  3.000
 EAO  O17  C16  C18  114.30  3.000
 EAO  O17  C16  C15  124.67  3.000
 EAO  C18  C16  C15  121.03  3.000
 EAO  O19  C18  C16  120.41  3.000
 EAO  O19  C18  C04  122.31  3.000
 EAO  C16  C18  C04  117.22  3.000
 EAO  O03  N02  O01  124.09  3.000
 EAO  O03  N02  C04  117.51  3.000
 EAO  O01  N02  C04  118.39  3.000
 EAO  H10  O17  C16  111.81  3.000
 EAO  H11  O19  C18  110.26  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
 EAO  CONST_01  C15  C06  C05  C04     0.00   0.0  0
 EAO  CONST_02  C15  C16  C18  C04     0.00   0.0  0
 EAO  CONST_03  C16  C15  C06  C05     0.00   0.0  0
 EAO  CONST_04  C16  C18  C04  C05     0.00   0.0  0
 EAO  CONST_05  C18  C04  C05  C06     0.00   0.0  0
 EAO  CONST_06  C18  C16  C15  C06     0.00   0.0  0
 EAO  CONST_07  C07  C06  C05  C04   180.00   0.0  0
 EAO  CONST_08  O17  C16  C18  C04   180.00   0.0  0
 EAO  CONST_09  O19  C18  C04  C05   180.00   0.0  0
 EAO  CONST_10  N02  C04  C05  C06   180.00   0.0  0
 EAO  CONST_11  O17  C16  C15  C06   180.00   0.0  0
 EAO  CONST_12  C16  C15  C06  C07   180.00   0.0  0
 EAO  CONST_13  O19  C18  C16  C15   180.00   0.0  0
 EAO  CONST_14  N02  C04  C18  C16   180.00   0.0  0
 EAO  CONST_15  H9   C15  C06  C05   180.00   0.0  0
 EAO  CONST_16  H1   C05  C06  C15   180.00   0.0  0
 EAO  Var_01    C08  C07  C06  C05  -152.57  30.0  2
 EAO  Var_02    C12  C08  C07  C06  -178.82   0.0  2
 EAO  Var_03    O13  C12  C08  C07     7.15  30.0  3
 EAO  Var_04    O10  C09  C08  C07    63.66  30.0  1
 EAO  Var_05    H6   C14  C12  C08    48.35  30.0  3
 EAO  Var_06    H3   C11  C09  C08     5.98  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
 EAO  plan-1  C04  0.020
 EAO  plan-1  C05  0.020
 EAO  plan-1  C06  0.020
 EAO  plan-1  C07  0.020
 EAO  plan-1  C15  0.020
 EAO  plan-1  C16  0.020
 EAO  plan-1  C18  0.020
 EAO  plan-1  N02  0.020
 EAO  plan-1  O17  0.020
 EAO  plan-1  O19  0.020
 EAO  plan-1  H1   0.020
 EAO  plan-1  H9   0.020
 EAO  plan-2  C04  0.020
 EAO  plan-2  N02  0.020
 EAO  plan-2  O01  0.020
 EAO  plan-2  O03  0.020
 EAO  plan-3  C08  0.020
 EAO  plan-3  C09  0.020
 EAO  plan-3  C11  0.020
 EAO  plan-3  O10  0.020
 EAO  plan-4  C08  0.020
 EAO  plan-4  C12  0.020
 EAO  plan-4  C14  0.020
 EAO  plan-4  O13  0.020
 EAO  plan-5  C06  0.020
 EAO  plan-5  C07  0.020
 EAO  plan-5  C08  0.020
 EAO  plan-5  C09  0.020
 EAO  plan-5  C12  0.020
 EAO  plan-5  H2   0.020

