# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 00:10:05 2022
#   Inital geometry file: a 72 line input string
#   Ligand name: 4-(4-chloranyl-3-methoxy-phenyl)pyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(ccc1Cl)c2ccnc(N)c2
#
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
 RHZ  RHZ  4-(4-chloranyl-3-methoxy-phenyl)pyridin-2-amine  ligand  27  16  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RHZ
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
 RHZ  C1   C   CH3   0  -0.440  43.3911  1.8691  14.9706
 RHZ  O1   O   O2    0  -0.454  43.7500  3.0553  15.6563
 RHZ  C2   C   CR6   0   0.487  43.6006  4.2280  15.0314
 RHZ  C3   C   CR6   0  -0.166  44.0056  5.3720  15.7286
 RHZ  CL1  CL  CL    0  -0.107  44.6674  5.1969  17.3146
 RHZ  C4   C   CR16  0  -0.188  43.8843  6.6266  15.1641
 RHZ  C5   C   CR16  0  -0.344  43.3502  6.7686  13.8924
 RHZ  C6   C   CR6   0   0.122  42.9380  5.6479  13.1786
 RHZ  C7   C   CR16  0  -0.457  43.0706  4.3840  13.7555
 RHZ  C8   C   CR6   0   0.186  42.3590  5.7828  11.8267
 RHZ  C9   C   CR16  0  -0.450  41.5534  6.8610  11.5083
 RHZ  C10  C   CR6   0   0.467  41.0124  6.9609  10.2150
 RHZ  N1   N   NH2   0  -0.836  40.2499  8.0337   9.8613
 RHZ  N2   N   N     0  -0.457  41.2442  6.0443   9.2771
 RHZ  C11  C   CR16  0  -0.057  42.0221  5.0146   9.5950
 RHZ  C12  C   CR16  0  -0.416  42.6030  4.8267  10.8324
 RHZ  H1   H   HCH3  0   0.265  43.6133  1.0475  15.6463
 RHZ  H2   H   HCH3  0   0.234  42.3266  1.8472  14.7253
 RHZ  H3   H   HCH3  0   0.234  43.9704  1.7406  14.0531
 RHZ  H4   H   HCR6  0   0.280  44.2135  7.4967  15.7161
 RHZ  H5   H   HCR6  0   0.261  43.2807  7.7564  13.4573
 RHZ  H6   H   HCR6  0   0.289  42.7297  3.5172  13.2053
 RHZ  H7   H   HCR6  0   0.265  41.3126  7.6147  12.2477
 RHZ  H8   H   HNH2  0   0.382  39.6745  7.9253   9.0423
 RHZ  H9   H   HNH2  0   0.390  39.8297  8.5771  10.5968
 RHZ  H10  H   HCR6  0   0.255  42.1957  4.2909   8.8053
 RHZ  H11  H   HCR6  0   0.256  43.2430  3.9734  11.0087

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
 RHZ  N2   C11  aromatic  1.329  0.020  1.329
 RHZ  N2   C10  aromatic  1.332  0.020  1.332
 RHZ  N1   C10  single    1.363  0.020  1.363
 RHZ  C11  C12  aromatic  1.380  0.020  1.380
 RHZ  C10  C9   aromatic  1.405  0.020  1.405
 RHZ  C12  C8   aromatic  1.401  0.020  1.401
 RHZ  C9   C8   aromatic  1.383  0.020  1.383
 RHZ  C8   C6   single    1.477  0.020  1.477
 RHZ  C6   C7   aromatic  1.396  0.020  1.396
 RHZ  C6   C5   aromatic  1.391  0.020  1.391
 RHZ  C7   C2   aromatic  1.390  0.020  1.390
 RHZ  C5   C4   aromatic  1.387  0.020  1.387
 RHZ  C1   O1   single    1.416  0.020  1.416
 RHZ  C2   O1   single    1.337  0.020  1.337
 RHZ  C2   C3   aromatic  1.400  0.020  1.400
 RHZ  C4   C3   aromatic  1.381  0.020  1.381
 RHZ  C3   CL1  single    1.727  0.020  1.727
 RHZ  C1   H1   single    0.970  0.020  1.090
 RHZ  C1   H2   single    0.970  0.020  1.090
 RHZ  C1   H3   single    0.970  0.020  1.090
 RHZ  C4   H4   single    0.930  0.020  1.080
 RHZ  C5   H5   single    0.930  0.020  1.080
 RHZ  C7   H6   single    0.930  0.020  1.080
 RHZ  C9   H7   single    0.930  0.020  1.080
 RHZ  N1   H8   single    0.890  0.020  1.040
 RHZ  N1   H9   single    0.890  0.020  1.040
 RHZ  C11  H10  single    0.930  0.020  1.080
 RHZ  C12  H11  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
 RHZ  H3   C1   H2   109.00  3.000
 RHZ  H3   C1   H1   108.95  3.000
 RHZ  H2   C1   H1   108.88  3.000
 RHZ  H3   C1   O1   111.76  3.000
 RHZ  H2   C1   O1   111.86  3.000
 RHZ  H1   C1   O1   106.28  3.000
 RHZ  C2   O1   C1   118.68  3.000
 RHZ  C7   C2   C3   118.41  3.000
 RHZ  C3   C2   O1   116.85  3.000
 RHZ  C7   C2   O1   124.74  3.000
 RHZ  C4   C3   CL1  120.06  3.000
 RHZ  CL1  C3   C2   119.04  3.000
 RHZ  C4   C3   C2   120.90  3.000
 RHZ  H4   C4   C5   120.19  3.000
 RHZ  H4   C4   C3   119.70  3.000
 RHZ  C5   C4   C3   120.11  3.000
 RHZ  H5   C5   C6   120.69  3.000
 RHZ  H5   C5   C4   119.16  3.000
 RHZ  C6   C5   C4   120.14  3.000
 RHZ  C8   C6   C7   119.89  3.000
 RHZ  C7   C6   C5   119.30  3.000
 RHZ  C8   C6   C5   120.81  3.000
 RHZ  H6   C7   C6   119.04  3.000
 RHZ  H6   C7   C2   119.80  3.000
 RHZ  C6   C7   C2   121.14  3.000
 RHZ  C12  C8   C9   118.05  3.000
 RHZ  C9   C8   C6   120.68  3.000
 RHZ  C12  C8   C6   121.27  3.000
 RHZ  H7   C9   C10  119.55  3.000
 RHZ  H7   C9   C8   121.00  3.000
 RHZ  C10  C9   C8   119.44  3.000
 RHZ  N2   C10  N1   117.15  3.000
 RHZ  N1   C10  C9   120.68  3.000
 RHZ  N2   C10  C9   122.15  3.000
 RHZ  H9   N1   H8   114.46  3.000
 RHZ  H9   N1   C10  117.96  3.000
 RHZ  H8   N1   C10  116.49  3.000
 RHZ  C11  N2   C10  117.82  3.000
 RHZ  H10  C11  C12  119.63  3.000
 RHZ  H10  C11  N2   115.87  3.000
 RHZ  C12  C11  N2   124.50  3.000
 RHZ  H11  C12  C11  120.20  3.000
 RHZ  H11  C12  C8   121.74  3.000
 RHZ  C11  C12  C8   118.05  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
 RHZ  CONST_01  C8   C6   C7   C2   180.00   0.0  0
 RHZ  CONST_02  C5   C6   C7   C2     0.00   0.0  0
 RHZ  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 RHZ  CONST_04  C6   C7   C2   C3     0.00   0.0  0
 RHZ  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 RHZ  CONST_06  C8   C6   C5   C4   180.00   0.0  0
 RHZ  CONST_07  C7   C6   C5   C4     0.00   0.0  0
 RHZ  CONST_08  C7   C2   C3   C4     0.00   0.0  0
 RHZ  CONST_11  C11  C12  C8   C6   180.00   0.0  0
 RHZ  CONST_12  C10  C9   C8   C6   180.00   0.0  0
 RHZ  CONST_15  N2   C11  C12  C8     0.00   0.0  0
 RHZ  CONST_16  N2   C10  C9   C8     0.00   0.0  0
 RHZ  CONST_17  C11  N2   C10  C9     0.00   0.0  0
 RHZ  CONST_18  C11  C12  C8   C9     0.00   0.0  0
 RHZ  CONST_19  C12  C11  N2   C10    0.00   0.0  0
 RHZ  CONST_20  C12  C8   C9   C10    0.00   0.0  0
 RHZ  CONST_21  C6   C7   C2   O1   180.00   0.0  0
 RHZ  CONST_22  C4   C3   C2   O1   180.00   0.0  0
 RHZ  CONST_23  C7   C2   C3   CL1  180.00   0.0  0
 RHZ  CONST_24  C5   C4   C3   CL1  180.00   0.0  0
 RHZ  CONST_25  N1   C10  C9   C8   180.00   0.0  0
 RHZ  CONST_26  C11  N2   C10  N1   180.00   0.0  0
 RHZ  CONST_27  H4   C4   C3   C2   180.00   0.0  0
 RHZ  CONST_28  H6   C7   C2   C3   180.00   0.0  0
 RHZ  CONST_29  H5   C5   C4   C3   180.00   0.0  0
 RHZ  CONST_30  H11  C12  C8   C6     0.00   0.0  0
 RHZ  CONST_31  H7   C9   C8   C6     0.00   0.0  0
 RHZ  CONST_32  H10  C11  C12  C8   180.00   0.0  0
 RHZ  Var_01    C7   C2   O1   C1     2.27  30.0  2
 RHZ  Var_02    H1   C1   O1   C2   178.70  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
 RHZ  plan-1  O1   0.020
 RHZ  plan-1  C2   0.020
 RHZ  plan-1  C3   0.020
 RHZ  plan-1  CL1  0.020
 RHZ  plan-1  C4   0.020
 RHZ  plan-1  C5   0.020
 RHZ  plan-1  C6   0.020
 RHZ  plan-1  C7   0.020
 RHZ  plan-1  C8   0.020
 RHZ  plan-1  H4   0.020
 RHZ  plan-1  H5   0.020
 RHZ  plan-1  H6   0.020
 RHZ  plan-2  C6   0.020
 RHZ  plan-2  C8   0.020
 RHZ  plan-2  C9   0.020
 RHZ  plan-2  C10  0.020
 RHZ  plan-2  N1   0.020
 RHZ  plan-2  N2   0.020
 RHZ  plan-2  C11  0.020
 RHZ  plan-2  C12  0.020
 RHZ  plan-2  H7   0.020
 RHZ  plan-2  H10  0.020
 RHZ  plan-2  H11  0.020
 RHZ  plan-3  C10  0.020
 RHZ  plan-3  N1   0.020
 RHZ  plan-3  H8   0.020
 RHZ  plan-3  H9   0.020

