# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 06:44:46 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: [(R)-amino(4-carbamimidamidophenyl)methyl]phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](c1ccc(NC(N)=N)cc1)[P](O)(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
 1OU  1OU  '[(R)-amino(4-carbamimidamidophenyl)methyl]phosphonic acid'  ligand  29  16  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1OU
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
 1OU  O1   O  O     0  -0.711   3.0548   0.3672  -1.6607
 1OU  P    P  P     0   1.373   3.0021  -0.3394  -0.3579
 1OU  O2   O  OH1   0  -0.743   2.3554  -1.7970  -0.5588
 1OU  O3   O  OH1   0  -0.745   4.4077  -0.5609   0.3880
 1OU  C6   C  CH1   0  -0.463   2.0234   0.5110   0.9247
 1OU  N4   N  NH2   0  -0.784   2.6072   1.8279   1.1023
 1OU  C5   C  CR6   0   0.115   0.5573   0.4485   0.5586
 1OU  C7   C  CR16  0  -0.300  -0.2874  -0.4696   1.1686
 1OU  C8   C  CR16  0  -0.307  -1.6353  -0.5627   0.8513
 1OU  C2   C  CR6   0   0.366  -2.1813   0.2891  -0.1118
 1OU  C3   C  CR16  0  -0.345  -1.3327   1.2154  -0.7330
 1OU  C4   C  CR16  0  -0.289   0.0069   1.2899  -0.4059
 1OU  N3   N  NH1   0  -0.750  -3.5137   0.3099  -0.4939
 1OU  C1   C  C     0   0.560  -4.5477  -0.5274  -0.1408
 1OU  N1   N  N     0  -0.694  -4.3661  -1.5633   0.5855
 1OU  N2   N  NH2   0  -0.844  -5.7385  -0.1400  -0.7170
 1OU  H1   H  HOH1  0   0.490   2.3957  -2.3869   0.2048
 1OU  H2   H  HOH1  0   0.494   5.1285  -0.8236  -0.2012
 1OU  H3   H  HCH1  0   0.300   2.1650  -0.0464   1.8566
 1OU  H4   H  HNH2  0   0.357   2.5141   2.3847   0.2624
 1OU  H5   H  HNH2  0   0.364   2.1069   2.3217   1.8308
 1OU  H7   H  HCR6  0   0.248   0.1107  -1.1357   1.9259
 1OU  H8   H  HCR6  0   0.286  -2.2602  -1.2906   1.3422
 1OU  H9   H  HCR6  0   0.263  -1.7335   1.8850  -1.4858
 1OU  H10  H  HCR6  0   0.247   0.6203   2.0220  -0.9161
 1OU  H11  H  HNH1  0   0.404  -3.7357   1.0077  -1.1864
 1OU  H12  H  H     0   0.329  -5.2489  -2.0284   0.7624
 1OU  H13  H  HNH2  0   0.390  -5.8938   0.8505  -0.8279
 1OU  H14  H  HNH2  0   0.391  -6.5549  -0.6069  -0.3567

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
 1OU  O1  P    double    1.483  0.020  1.483
 1OU  O2  P    single    1.607  0.020  1.607
 1OU  P   C6   single    1.824  0.020  1.824
 1OU  P   O3   single    1.607  0.020  1.607
 1OU  N4  C6   single    1.452  0.020  1.452
 1OU  C6  C5   single    1.512  0.020  1.512
 1OU  C5  C7   aromatic  1.389  0.020  1.389
 1OU  C5  C4   aromatic  1.393  0.020  1.393
 1OU  C7  C8   aromatic  1.388  0.020  1.388
 1OU  C4  C3   aromatic  1.381  0.020  1.381
 1OU  C8  C2   aromatic  1.397  0.020  1.397
 1OU  C3  C2   aromatic  1.401  0.020  1.401
 1OU  C2  N3   single    1.386  0.020  1.386
 1OU  N1  C1   double    1.278  0.020  1.278
 1OU  N3  C1   single    1.377  0.020  1.377
 1OU  C1  N2   single    1.378  0.020  1.378
 1OU  O2  H1   single    0.850  0.020  0.980
 1OU  O3  H2   single    0.850  0.020  0.980
 1OU  C6  H3   single    0.970  0.020  1.090
 1OU  N4  H4   single    0.890  0.020  1.040
 1OU  N4  H5   single    0.890  0.020  1.040
 1OU  C7  H7   single    0.930  0.020  1.080
 1OU  C8  H8   single    0.930  0.020  1.080
 1OU  C3  H9   single    0.930  0.020  1.080
 1OU  C4  H10  single    0.930  0.020  1.080
 1OU  N3  H11  single    0.860  0.020  1.020
 1OU  N1  H12  single    0.890  0.020  1.040
 1OU  N2  H13  single    0.890  0.020  1.040
 1OU  N2  H14  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
 1OU  C6   P   O3   101.97  3.000
 1OU  O3   P   O2   106.56  3.000
 1OU  C6   P   O2   107.15  3.000
 1OU  O3   P   O1   116.26  3.000
 1OU  C6   P   O1   114.50  3.000
 1OU  O2   P   O1   109.67  3.000
 1OU  H1   O2  P    116.00  3.000
 1OU  H2   O3  P    114.00  3.000
 1OU  H3   C6  C5   108.08  3.000
 1OU  H3   C6  N4   107.80  3.000
 1OU  C5   C6  N4   117.19  3.000
 1OU  H3   C6  P    106.96  3.000
 1OU  C5   C6  P    109.32  3.000
 1OU  N4   C6  P    107.05  3.000
 1OU  H5   N4  H4   106.47  3.000
 1OU  H5   N4  C6   109.38  3.000
 1OU  H4   N4  C6   111.14  3.000
 1OU  C4   C5  C7   117.59  3.000
 1OU  C4   C5  C6   121.71  3.000
 1OU  C7   C5  C6   120.70  3.000
 1OU  H7   C7  C8   118.36  3.000
 1OU  H7   C7  C5   119.32  3.000
 1OU  C8   C7  C5   122.32  3.000
 1OU  H8   C8  C2   119.96  3.000
 1OU  H8   C8  C7   120.29  3.000
 1OU  C2   C8  C7   119.75  3.000
 1OU  N3   C2  C3   116.74  3.000
 1OU  N3   C2  C8   125.09  3.000
 1OU  C3   C2  C8   118.17  3.000
 1OU  H9   C3  C4   119.32  3.000
 1OU  H9   C3  C2   119.48  3.000
 1OU  C4   C3  C2   121.20  3.000
 1OU  H10  C4  C3   118.32  3.000
 1OU  H10  C4  C5   120.71  3.000
 1OU  C3   C4  C5   120.97  3.000
 1OU  H11  N3  C1   115.59  3.000
 1OU  H11  N3  C2   114.30  3.000
 1OU  C1   N3  C2   129.96  3.000
 1OU  N2   C1  N1   126.03  3.000
 1OU  N2   C1  N3   111.76  3.000
 1OU  N1   C1  N3   122.14  3.000
 1OU  H12  N1  C1   110.32  3.000
 1OU  H14  N2  H13  111.70  3.000
 1OU  H14  N2  C1   114.86  3.000
 1OU  H13  N2  C1   117.07  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
 1OU  CONST_01  C2   C8  C7  C5    0.00  0.0  0
 1OU  CONST_02  C2   C3  C4  C5    0.00  0.0  0
 1OU  CONST_03  C3   C4  C5  C7    0.00  0.0  0
 1OU  CONST_04  C3   C2  C8  C7    0.00  0.0  0
 1OU  CONST_05  C4   C5  C7  C8    0.00  0.0  0
 1OU  CONST_06  C4   C3  C2  C8    0.00  0.0  0
 1OU  CONST_07  C8   C7  C5  C6  180.00  0.0  0
 1OU  CONST_08  C3   C4  C5  C6  180.00  0.0  0
 1OU  CONST_09  N3   C2  C8  C7  180.00  0.0  0
 1OU  CONST_10  N3   C2  C3  C4  180.00  0.0  0
 1OU  CONST_11  H8   C8  C7  C5  180.00  0.0  0
 1OU  CONST_12  H9   C3  C4  C5  180.00  0.0  0
 1OU  CONST_13  H10  C4  C5  C7  180.00  0.0  0
 1OU  CONST_14  H7   C7  C8  C2  180.00  0.0  0
 1OU  CONST_15  C1   N3  C2  C8    0.00  0.0  0
 1OU  CONST_16  C1   N3  C2  C3  180.00  0.0  0
 1OU  CONST_17  H11  N3  C2  C8  180.00  0.0  0
 1OU  CONST_18  N1   C1  N3  C2    0.00  0.0  0
 1OU  CONST_19  N2   C1  N3  C2  180.00  0.0  0
 1OU  CONST_20  H12  N1  C1  N3  180.00  0.0  0
 1OU  CONST_22  H14  N2  C1  N3  180.00  0.0  0

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 1OU  chir_01  C6  P  N4  C5  negativ

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
 1OU  plan-1  C6   0.020
 1OU  plan-1  C5   0.020
 1OU  plan-1  C7   0.020
 1OU  plan-1  C8   0.020
 1OU  plan-1  C2   0.020
 1OU  plan-1  C3   0.020
 1OU  plan-1  C4   0.020
 1OU  plan-1  N3   0.020
 1OU  plan-1  H7   0.020
 1OU  plan-1  H8   0.020
 1OU  plan-1  H9   0.020
 1OU  plan-1  H10  0.020
 1OU  plan-2  C2   0.020
 1OU  plan-2  N3   0.020
 1OU  plan-2  C1   0.020
 1OU  plan-2  N1   0.020
 1OU  plan-2  N2   0.020
 1OU  plan-2  H11  0.020
 1OU  plan-2  H12  0.020
 1OU  plan-2  H13  0.020
 1OU  plan-2  H14  0.020

