# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 15:54:29 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: bis(4-nitrophenyl) hydrogen phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[P](=O)(Oc1ccc(cc1)[N+]([O-])=O)Oc2ccc(cc2)[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
 B4N  B4N  'bis(4-nitrophenyl) hydrogen phosphate'  ligand  31  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B4N
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
 B4N  CAG  C  C1     0  -0.374  -3.0930  -0.5769  -0.7901
 B4N  CAK  C  C1     0  -0.253  -4.4608  -0.4817  -0.9572
 B4N  CAS  C  C      0   0.231  -5.2468   0.0313   0.0654
 B4N  NAU  N  N      1   0.328  -6.6775   0.1263  -0.1143
 B4N  OAD  O  O      0  -0.388  -7.1489  -0.2449  -1.1658
 B4N  OAA  O  O     -1  -0.388  -7.3398   0.5728   0.7952
 B4N  CAL  C  C1     0  -0.254  -4.6758   0.4505   1.2618
 B4N  CAH  C  C1     0  -0.339  -3.3105   0.3600   1.4252
 B4N  CAQ  C  C      0   0.436  -2.5059  -0.1532   0.4047
 B4N  OAO  O  O2     0  -0.603  -1.1909  -0.2192   0.6566
 B4N  PAW  P  P      0   1.341  -0.0169  -0.3601  -0.5193
 B4N  OAF  O  OP    -1  -0.749   0.0029  -1.7514  -1.0446
 B4N  OAC  O  O      0  -0.742  -0.0472   0.8389  -1.3953
 B4N  OAP  O  O2     0  -0.602   1.1671  -0.1777   0.6400
 B4N  CAR  C  CR6    0   0.437   2.4821  -0.1309   0.3864
 B4N  CAI  C  CR16   0  -0.339   3.2954   0.3496   1.4165
 B4N  CAM  C  CR16   0  -0.255   4.6617   0.4222   1.2543
 B4N  CAT  C  CR6    0   0.230   5.2260   0.0175   0.0496
 B4N  NAV  N  N      1   0.328   6.6579   0.0926  -0.1287
 B4N  OAE  O  O      0  -0.388   7.3284   0.5024   0.7922
 B4N  OAB  O  O     -1  -0.388   7.1223  -0.2579  -1.1902
 B4N  CAN  C  CR16   0  -0.253   4.4315  -0.4619  -0.9825
 B4N  CAJ  C  CR16   0  -0.374   3.0622  -0.5392  -0.8171
 B4N  HAG  H  H      0   0.293  -2.5030  -1.0051  -1.5883
 B4N  HAK  H  H      0   0.301  -4.8999  -0.8170  -1.8853
 B4N  HAL  H  H      0   0.298  -5.2797   0.8505   2.0632
 B4N  HAH  H  H      0   0.287  -2.8547   0.6887   2.3495
 B4N  HAI  H  HCR6   0   0.287   2.8451   0.6668   2.3475
 B4N  HAM  H  HCR6   0   0.298   5.2718   0.7966   2.0633
 B4N  HAN  H  HCR6   0   0.301   4.8648  -0.7852  -1.9175
 B4N  HAJ  H  HCR6   0   0.293   2.4662  -0.9387  -1.6255

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
 B4N  CAG  CAK  aromatic  1.381  0.020  1.381
 B4N  CAG  CAQ  aromatic  1.397  0.020  1.397
 B4N  CAK  CAS  aromatic  1.388  0.020  1.388
 B4N  CAS  NAU  single    1.445  0.020  1.445
 B4N  CAS  CAL  aromatic  1.390  0.020  1.390
 B4N  NAU  OAD  double    1.211  0.020  1.211
 B4N  NAU  OAA  single    1.210  0.020  1.210
 B4N  CAL  CAH  aromatic  1.378  0.020  1.378
 B4N  CAH  CAQ  aromatic  1.397  0.020  1.397
 B4N  CAQ  OAO  single    1.341  0.020  1.341
 B4N  OAO  PAW  single    1.668  0.020  1.668
 B4N  PAW  OAF  deloc     1.487  0.020  1.487
 B4N  PAW  OAC  deloc     1.485  0.020  1.485
 B4N  PAW  OAP  single    1.667  0.020  1.667
 B4N  OAP  CAR  single    1.340  0.020  1.340
 B4N  CAR  CAI  aromatic  1.398  0.020  1.398
 B4N  CAR  CAJ  aromatic  1.397  0.020  1.397
 B4N  CAI  CAM  aromatic  1.378  0.020  1.378
 B4N  CAM  CAT  aromatic  1.391  0.020  1.391
 B4N  CAT  NAV  single    1.445  0.020  1.445
 B4N  CAT  CAN  aromatic  1.388  0.020  1.388
 B4N  NAV  OAE  double    1.211  0.020  1.211
 B4N  NAV  OAB  single    1.211  0.020  1.211
 B4N  CAN  CAJ  aromatic  1.381  0.020  1.381
 B4N  CAG  HAG  single    0.930  0.020  1.080
 B4N  CAK  HAK  single    0.930  0.020  1.080
 B4N  CAL  HAL  single    0.930  0.020  1.080
 B4N  CAH  HAH  single    0.930  0.020  1.080
 B4N  CAI  HAI  single    0.930  0.020  1.080
 B4N  CAM  HAM  single    0.930  0.020  1.080
 B4N  CAN  HAN  single    0.930  0.020  1.080
 B4N  CAJ  HAJ  single    0.930  0.020  1.080

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
 B4N  HAG  CAG  CAQ  121.49  3.000
 B4N  HAG  CAG  CAK  118.58  3.000
 B4N  CAQ  CAG  CAK  119.91  3.000
 B4N  HAK  CAK  CAS  121.17  3.000
 B4N  HAK  CAK  CAG  119.02  3.000
 B4N  CAS  CAK  CAG  119.81  3.000
 B4N  CAL  CAS  NAU  119.59  3.000
 B4N  CAL  CAS  CAK  120.86  3.000
 B4N  NAU  CAS  CAK  119.56  3.000
 B4N  OAA  NAU  OAD  123.56  3.000
 B4N  OAA  NAU  CAS  118.20  3.000
 B4N  OAD  NAU  CAS  118.25  3.000
 B4N  HAL  CAL  CAH  119.36  3.000
 B4N  HAL  CAL  CAS  121.36  3.000
 B4N  CAH  CAL  CAS  119.28  3.000
 B4N  HAH  CAH  CAQ  119.54  3.000
 B4N  HAH  CAH  CAL  119.92  3.000
 B4N  CAQ  CAH  CAL  120.54  3.000
 B4N  OAO  CAQ  CAH  116.46  3.000
 B4N  OAO  CAQ  CAG  123.92  3.000
 B4N  CAH  CAQ  CAG  119.61  3.000
 B4N  PAW  OAO  CAQ  124.21  3.000
 B4N  OAP  PAW  OAC  109.65  3.000
 B4N  OAP  PAW  OAF  109.79  3.000
 B4N  OAC  PAW  OAF  123.17  3.000
 B4N  OAP  PAW  OAO   90.02  3.000
 B4N  OAC  PAW  OAO  109.47  3.000
 B4N  OAF  PAW  OAO  109.72  3.000
 B4N  CAR  OAP  PAW  124.69  3.000
 B4N  CAJ  CAR  CAI  119.59  3.000
 B4N  CAJ  CAR  OAP  124.08  3.000
 B4N  CAI  CAR  OAP  116.33  3.000
 B4N  HAI  CAI  CAM  119.91  3.000
 B4N  HAI  CAI  CAR  119.53  3.000
 B4N  CAM  CAI  CAR  120.56  3.000
 B4N  HAM  CAM  CAT  121.37  3.000
 B4N  HAM  CAM  CAI  119.35  3.000
 B4N  CAT  CAM  CAI  119.28  3.000
 B4N  CAN  CAT  NAV  119.57  3.000
 B4N  CAN  CAT  CAM  120.83  3.000
 B4N  NAV  CAT  CAM  119.60  3.000
 B4N  OAB  NAV  OAE  123.54  3.000
 B4N  OAB  NAV  CAT  118.25  3.000
 B4N  OAE  NAV  CAT  118.20  3.000
 B4N  HAN  CAN  CAJ  118.99  3.000
 B4N  HAN  CAN  CAT  121.16  3.000
 B4N  CAJ  CAN  CAT  119.85  3.000
 B4N  HAJ  CAJ  CAN  118.53  3.000
 B4N  HAJ  CAJ  CAR  121.56  3.000
 B4N  CAN  CAJ  CAR  119.90  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
 B4N  CONST_01  CAL  CAS  CAK  CAG    0.00   0.0  0
 B4N  CONST_02  CAL  CAH  CAQ  CAG    0.00   0.0  0
 B4N  CONST_03  CAH  CAQ  CAG  CAK    0.00   0.0  0
 B4N  CONST_04  CAH  CAL  CAS  CAK    0.00   0.0  0
 B4N  CONST_05  CAQ  CAG  CAK  CAS    0.00   0.0  0
 B4N  CONST_06  CAQ  CAH  CAL  CAS    0.00   0.0  0
 B4N  CONST_07  CAT  CAM  CAI  CAR    0.00   0.0  0
 B4N  CONST_08  CAT  CAN  CAJ  CAR    0.00   0.0  0
 B4N  CONST_09  CAN  CAJ  CAR  CAI    0.00   0.0  0
 B4N  CONST_10  CAN  CAT  CAM  CAI    0.00   0.0  0
 B4N  CONST_11  CAJ  CAR  CAI  CAM    0.00   0.0  0
 B4N  CONST_12  CAJ  CAN  CAT  CAM    0.00   0.0  0
 B4N  CONST_13  NAU  CAS  CAK  CAG  180.00   0.0  0
 B4N  CONST_14  OAO  CAQ  CAG  CAK  180.00   0.0  0
 B4N  CONST_15  CAH  CAL  CAS  NAU  180.00   0.0  0
 B4N  CONST_16  OAO  CAQ  CAH  CAL  180.00   0.0  0
 B4N  CONST_17  CAM  CAI  CAR  OAP  180.00   0.0  0
 B4N  CONST_18  CAN  CAJ  CAR  OAP  180.00   0.0  0
 B4N  CONST_19  NAV  CAT  CAM  CAI  180.00   0.0  0
 B4N  CONST_20  CAJ  CAN  CAT  NAV  180.00   0.0  0
 B4N  CONST_21  HAH  CAH  CAQ  CAG  180.00   0.0  0
 B4N  CONST_22  HAL  CAL  CAS  CAK  180.00   0.0  0
 B4N  CONST_23  HAG  CAG  CAK  CAS  180.00   0.0  0
 B4N  CONST_24  HAK  CAK  CAS  CAL  180.00   0.0  0
 B4N  CONST_25  HAM  CAM  CAI  CAR  180.00   0.0  0
 B4N  CONST_26  HAN  CAN  CAJ  CAR  180.00   0.0  0
 B4N  CONST_27  HAJ  CAJ  CAR  CAI  180.00   0.0  0
 B4N  CONST_28  HAI  CAI  CAM  CAT  180.00   0.0  0
 B4N  CONST_29  OAD  NAU  CAS  CAK    0.00   0.0  0
 B4N  CONST_30  OAA  NAU  CAS  CAK  180.00   0.0  0
 B4N  CONST_31  CAL  CAS  NAU  OAD  180.00   0.0  0
 B4N  CONST_32  CAL  CAS  NAU  OAA    0.00   0.0  0
 B4N  CONST_33  OAE  NAV  CAT  CAM    0.00   0.0  0
 B4N  CONST_34  OAB  NAV  CAT  CAM  180.00   0.0  0
 B4N  CONST_35  CAN  CAT  NAV  OAE  180.00   0.0  0
 B4N  CONST_36  CAN  CAT  NAV  OAB    0.00   0.0  0
 B4N  Var_01    CAI  CAR  OAP  PAW  164.75  30.0  2
 B4N  Var_02    OAF  PAW  OAO  CAQ  -75.34  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
 B4N  plan-1  CAG  0.020
 B4N  plan-1  CAK  0.020
 B4N  plan-1  CAS  0.020
 B4N  plan-1  NAU  0.020
 B4N  plan-1  CAL  0.020
 B4N  plan-1  CAH  0.020
 B4N  plan-1  CAQ  0.020
 B4N  plan-1  OAO  0.020
 B4N  plan-1  HAG  0.020
 B4N  plan-1  HAK  0.020
 B4N  plan-1  HAL  0.020
 B4N  plan-1  HAH  0.020
 B4N  plan-2  OAP  0.020
 B4N  plan-2  CAR  0.020
 B4N  plan-2  CAI  0.020
 B4N  plan-2  CAM  0.020
 B4N  plan-2  CAT  0.020
 B4N  plan-2  NAV  0.020
 B4N  plan-2  CAN  0.020
 B4N  plan-2  CAJ  0.020
 B4N  plan-2  HAI  0.020
 B4N  plan-2  HAM  0.020
 B4N  plan-2  HAN  0.020
 B4N  plan-2  HAJ  0.020
 B4N  plan-3  CAS  0.020
 B4N  plan-3  NAU  0.020
 B4N  plan-3  OAD  0.020
 B4N  plan-3  OAA  0.020
 B4N  plan-4  CAT  0.020
 B4N  plan-4  NAV  0.020
 B4N  plan-4  OAE  0.020
 B4N  plan-4  OAB  0.020

