# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 11:46:18 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: (1R,2R)-1,2-diphenylethane-1,2-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H]([C@H](N)c1ccccc1)c2ccccc2
#
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
 RRK  RRK  (1R,2R)-1,2-diphenylethane-1,2-diamine  ligand  32  16  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_RRK
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
 RRK  C1   C  CH1   0  -0.184  -0.4079  -0.0012   0.6814
 RRK  C2   C  CR6   0   0.147  -1.8847   0.1226   0.3581
 RRK  C3   C  CR16  0  -0.336  -2.7323  -0.9814   0.3195
 RRK  C4   C  CR16  0  -0.239  -4.0721  -0.8390  -0.0212
 RRK  C5   C  CR16  0  -0.272  -4.5876   0.4130  -0.3257
 RRK  C6   C  CR16  0  -0.241  -3.7527   1.5231  -0.2876
 RRK  C7   C  CR16  0  -0.308  -2.4153   1.3741   0.0494
 RRK  C8   C  CH1   0  -0.167   0.4108  -0.1349  -0.6351
 RRK  C9   C  CR6   0   0.177   1.8877   0.0236  -0.3427
 RRK  C10  C  CR16  0  -0.337   2.8017  -1.0107  -0.5109
 RRK  C11  C  CR16  0  -0.239   4.1491  -0.8249  -0.2222
 RRK  C12  C  CR16  0  -0.275   4.6065   0.4024   0.2345
 RRK  C13  C  CR16  0  -0.244   3.7040   1.4468   0.3967
 RRK  C14  C  CR16  0  -0.303   2.3612   1.2554   0.1089
 RRK  N1   N  NH2   0  -0.792   0.1364  -1.3342  -1.3994
 RRK  N2   N  NH2   0  -0.784  -0.0411  -1.0605   1.5981
 RRK  H1   H  HCH1  0   0.251  -0.1031   0.9423   1.1447
 RRK  H2   H  HCR6  0   0.241  -2.3589  -1.9672   0.5698
 RRK  H3   H  HCR6  0   0.254  -4.7149  -1.7097  -0.0461
 RRK  H4   H  HCR6  0   0.254  -5.6326   0.5246  -0.5847
 RRK  H5   H  HCR6  0   0.254  -4.1449   2.5059  -0.5156
 RRK  H6   H  HCR6  0   0.244  -1.7722   2.2471   0.0834
 RRK  H7   H  HCH1  0   0.258   0.1178   0.7087  -1.2686
 RRK  H8   H  HCR6  0   0.241   2.4735  -1.9721  -0.8825
 RRK  H9   H  HCR6  0   0.251   4.8436  -1.6440  -0.3596
 RRK  H10  H  HCR6  0   0.252   5.6560   0.5478   0.4556
 RRK  H11  H  HCR6  0   0.252   4.0476   2.4133   0.7429
 RRK  H12  H  HCR6  0   0.243   1.6708   2.0826   0.2319
 RRK  H13  H  HNH2  0   0.344   0.2413  -2.1714  -0.8395
 RRK  H14  H  HNH2  0   0.362  -0.8211  -1.3253  -1.7264
 RRK  H16  H  HNH2  0   0.354  -0.5579  -0.9613   2.4627
 RRK  H17  H  HNH2  0   0.343  -0.2937  -1.9699   1.2316

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
 RRK  C4   C3   aromatic  1.390  0.020  1.390
 RRK  C4   C5   aromatic  1.388  0.020  1.388
 RRK  C3   C2   aromatic  1.392  0.020  1.392
 RRK  N2   C1   single    1.448  0.020  1.448
 RRK  C5   C6   aromatic  1.390  0.020  1.390
 RRK  C2   C1   single    1.517  0.020  1.517
 RRK  C2   C7   aromatic  1.394  0.020  1.394
 RRK  N1   C8   single    1.448  0.020  1.448
 RRK  C1   C8   single    1.556  0.020  1.556
 RRK  C6   C7   aromatic  1.387  0.020  1.387
 RRK  C8   C9   single    1.514  0.020  1.514
 RRK  C9   C14  aromatic  1.395  0.020  1.395
 RRK  C9   C10  aromatic  1.391  0.020  1.391
 RRK  C14  C13  aromatic  1.387  0.020  1.387
 RRK  C10  C11  aromatic  1.390  0.020  1.390
 RRK  C13  C12  aromatic  1.390  0.020  1.390
 RRK  C11  C12  aromatic  1.387  0.020  1.387
 RRK  C1   H1   single    0.970  0.020  1.090
 RRK  C3   H2   single    0.930  0.020  1.080
 RRK  C4   H3   single    0.930  0.020  1.080
 RRK  C5   H4   single    0.930  0.020  1.080
 RRK  C6   H5   single    0.930  0.020  1.080
 RRK  C7   H6   single    0.930  0.020  1.080
 RRK  C8   H7   single    0.970  0.020  1.090
 RRK  C10  H8   single    0.930  0.020  1.080
 RRK  C11  H9   single    0.930  0.020  1.080
 RRK  C12  H10  single    0.930  0.020  1.080
 RRK  C13  H11  single    0.930  0.020  1.080
 RRK  C14  H12  single    0.930  0.020  1.080
 RRK  N1   H13  single    0.890  0.020  1.040
 RRK  N1   H14  single    0.890  0.020  1.040
 RRK  N2   H16  single    0.890  0.020  1.040
 RRK  N2   H17  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
 RRK  H1   C1   N2   106.99  3.000
 RRK  H1   C1   C8   106.61  3.000
 RRK  N2   C1   C8   109.85  3.000
 RRK  H1   C1   C2   106.92  3.000
 RRK  C8   C1   C2   109.81  3.000
 RRK  N2   C1   C2   116.18  3.000
 RRK  C7   C2   C3   118.30  3.000
 RRK  C7   C2   C1   119.41  3.000
 RRK  C3   C2   C1   122.27  3.000
 RRK  H2   C3   C4   118.82  3.000
 RRK  H2   C3   C2   120.35  3.000
 RRK  C4   C3   C2   120.82  3.000
 RRK  H3   C4   C5   120.00  3.000
 RRK  H3   C4   C3   119.71  3.000
 RRK  C5   C4   C3   120.29  3.000
 RRK  H4   C5   C6   120.28  3.000
 RRK  H4   C5   C4   120.28  3.000
 RRK  C6   C5   C4   119.44  3.000
 RRK  H5   C6   C7   119.87  3.000
 RRK  H5   C6   C5   120.12  3.000
 RRK  C7   C6   C5   120.01  3.000
 RRK  H6   C7   C6   119.52  3.000
 RRK  H6   C7   C2   119.34  3.000
 RRK  C6   C7   C2   121.14  3.000
 RRK  H7   C8   N1   106.38  3.000
 RRK  H7   C8   C9   106.98  3.000
 RRK  N1   C8   C9   111.93  3.000
 RRK  H7   C8   C1   106.41  3.000
 RRK  C9   C8   C1   109.92  3.000
 RRK  N1   C8   C1   114.71  3.000
 RRK  C14  C9   C10  118.22  3.000
 RRK  C10  C9   C8   122.68  3.000
 RRK  C14  C9   C8   119.09  3.000
 RRK  H8   C10  C11  118.95  3.000
 RRK  H8   C10  C9   120.22  3.000
 RRK  C11  C10  C9   120.83  3.000
 RRK  H9   C11  C12  119.98  3.000
 RRK  H9   C11  C10  119.61  3.000
 RRK  C12  C11  C10  120.41  3.000
 RRK  H10  C12  C13  120.32  3.000
 RRK  H10  C12  C11  120.39  3.000
 RRK  C13  C12  C11  119.29  3.000
 RRK  H11  C13  C14  119.80  3.000
 RRK  H11  C13  C12  120.14  3.000
 RRK  C14  C13  C12  120.06  3.000
 RRK  H12  C14  C13  119.20  3.000
 RRK  H12  C14  C9   119.61  3.000
 RRK  C13  C14  C9   121.19  3.000
 RRK  H14  N1   H13  106.50  3.000
 RRK  H14  N1   C8   110.03  3.000
 RRK  H13  N1   C8   111.91  3.000
 RRK  H17  N2   H16  105.65  3.000
 RRK  H17  N2   C1   111.39  3.000
 RRK  H16  N2   C1   109.86  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
 RRK  CONST_01  C5   C4   C3   C2     0.00  0.0  0
 RRK  CONST_02  C5   C6   C7   C2     0.00  0.0  0
 RRK  CONST_03  C6   C5   C4   C3     0.00  0.0  0
 RRK  CONST_04  C6   C7   C2   C3     0.00  0.0  0
 RRK  CONST_05  C7   C2   C3   C4     0.00  0.0  0
 RRK  CONST_06  C7   C6   C5   C4     0.00  0.0  0
 RRK  CONST_07  C12  C13  C14  C9     0.00  0.0  0
 RRK  CONST_08  C12  C11  C10  C9     0.00  0.0  0
 RRK  CONST_09  C13  C14  C9   C10    0.00  0.0  0
 RRK  CONST_10  C13  C12  C11  C10    0.00  0.0  0
 RRK  CONST_11  C14  C9   C10  C11    0.00  0.0  0
 RRK  CONST_12  C14  C13  C12  C11    0.00  0.0  0
 RRK  CONST_13  C4   C3   C2   C1   180.00  0.0  0
 RRK  CONST_14  C6   C7   C2   C1   180.00  0.0  0
 RRK  CONST_15  C13  C14  C9   C8   180.00  0.0  0
 RRK  CONST_16  C11  C10  C9   C8   180.00  0.0  0
 RRK  CONST_17  H3   C4   C3   C2   180.00  0.0  0
 RRK  CONST_18  H5   C6   C7   C2   180.00  0.0  0
 RRK  CONST_19  H4   C5   C4   C3   180.00  0.0  0
 RRK  CONST_20  H6   C7   C2   C3   180.00  0.0  0
 RRK  CONST_21  H2   C3   C4   C5   180.00  0.0  0
 RRK  CONST_22  H11  C13  C14  C9   180.00  0.0  0
 RRK  CONST_23  H9   C11  C10  C9   180.00  0.0  0
 RRK  CONST_24  H12  C14  C9   C10  180.00  0.0  0
 RRK  CONST_25  H10  C12  C11  C10  180.00  0.0  0
 RRK  CONST_26  H8   C10  C11  C12  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
 RRK  chir_01  C1  N2  C2  C8  positiv
 RRK  chir_02  C8  N1  C1  C9  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
 RRK  plan-1  C1   0.020
 RRK  plan-1  C2   0.020
 RRK  plan-1  C3   0.020
 RRK  plan-1  C4   0.020
 RRK  plan-1  C5   0.020
 RRK  plan-1  C6   0.020
 RRK  plan-1  C7   0.020
 RRK  plan-1  H2   0.020
 RRK  plan-1  H3   0.020
 RRK  plan-1  H4   0.020
 RRK  plan-1  H5   0.020
 RRK  plan-1  H6   0.020
 RRK  plan-2  C8   0.020
 RRK  plan-2  C9   0.020
 RRK  plan-2  C10  0.020
 RRK  plan-2  C11  0.020
 RRK  plan-2  C12  0.020
 RRK  plan-2  C13  0.020
 RRK  plan-2  C14  0.020
 RRK  plan-2  H8   0.020
 RRK  plan-2  H9   0.020
 RRK  plan-2  H10  0.020
 RRK  plan-2  H11  0.020
 RRK  plan-2  H12  0.020

