# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 17:07:55 2020
#   Inital geometry file: a 77 line input string
#   Ligand name: 2-[4-(1~{H}-pyrazol-3-yl)phenoxy]pyrimidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [nH]1ccc(n1)c2ccc(Oc3ncccn3)cc2
#
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
 AW7  AW7  2-[4-(1~{H}-pyrazol-3-yl)phenoxy]pyrimidine  ligand  28  18  .  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_AW7
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
 AW7  N1   N  N     0  -0.425  -4.2759  -0.6693   0.4660
 AW7  N3   N  NR15  0  -0.414   5.2517   0.9199   0.2907
 AW7  C4   C  CR16  0  -0.004  -3.6897   1.5742  -0.9293
 AW7  C5   C  CR6   0   0.343  -0.7710  -0.7680   0.4417
 AW7  C6   C  CR16  0  -0.284  -0.1274   0.0817   1.3269
 AW7  C7   C  CR16  0  -0.297   1.2222   0.3402   1.1613
 AW7  C8   C  CR6   0   0.071   1.9432  -0.2400   0.1150
 AW7  C10  C  CR16  0  -0.287  -0.0820  -1.3558  -0.6036
 AW7  C13  C  CR15  0   0.027   5.4749   0.0616  -0.7168
 AW7  C1   C  CR16  0  -0.363  -5.0174   1.2714  -0.6896
 AW7  C2   C  CR16  0  -0.016  -5.2548   0.1090   0.0275
 AW7  C3   C  CR6   0   0.580  -3.0500  -0.2700   0.1757
 AW7  N2   N  N     0  -0.438  -2.6960   0.8042  -0.4991
 AW7  O1   O  O2    0  -0.498  -2.0970  -1.0913   0.6395
 AW7  C9   C  CR16  0  -0.333   1.2700  -1.0909  -0.7604
 AW7  C11  C  CR5   0   0.272   3.3723   0.0340  -0.0576
 AW7  C12  C  CR15  0  -0.529   4.2706  -0.5443  -0.9806
 AW7  N4   N  N     0  -0.299   3.9948   0.9227   0.7045
 AW7  H2   H  HCR6  0   0.284  -3.4088   2.4613  -1.4848
 AW7  H3   H  HCR6  0   0.273  -0.6722   0.5322   2.1468
 AW7  H4   H  HCR6  0   0.259   1.7232   0.9990   1.8578
 AW7  H5   H  HCR6  0   0.273  -0.5925  -2.0195  -1.2900
 AW7  H6   H  HCR5  0   0.294   6.4488  -0.0558  -1.1623
 AW7  H7   H  HCR6  0   0.285  -5.8206   1.9017  -1.0393
 AW7  H8   H  HCR6  0   0.286  -6.2652  -0.2082   0.2577
 AW7  H9   H  HCR6  0   0.254   1.7968  -1.5537  -1.5847
 AW7  H10  H  HCR5  0   0.264   4.0790  -1.2961  -1.7276
 AW7  H1   H  HNR5  0   0.423   5.9229   1.5334   0.7247

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
 AW7  C4   C1   aromatic  1.383  0.020  1.383
 AW7  C4   N2   aromatic  1.329  0.020  1.329
 AW7  C1   C2   aromatic  1.386  0.020  1.386
 AW7  N2   C3   aromatic  1.317  0.020  1.317
 AW7  C2   N1   aromatic  1.325  0.020  1.325
 AW7  C3   N1   aromatic  1.322  0.020  1.322
 AW7  C3   O1   single    1.341  0.020  1.341
 AW7  O1   C5   single    1.379  0.020  1.379
 AW7  C5   C6   aromatic  1.386  0.020  1.386
 AW7  C5   C10  aromatic  1.383  0.020  1.383
 AW7  C6   C7   aromatic  1.384  0.020  1.384
 AW7  C10  C9   aromatic  1.387  0.020  1.387
 AW7  C7   C8   aromatic  1.397  0.020  1.397
 AW7  C9   C8   aromatic  1.394  0.020  1.394
 AW7  C8   C11  single    1.465  0.020  1.465
 AW7  C11  C12  aromatic  1.412  0.020  1.412
 AW7  C11  N4   aromatic  1.326  0.020  1.326
 AW7  C12  C13  aromatic  1.374  0.020  1.374
 AW7  N4   N3   aromatic  1.323  0.020  1.323
 AW7  C13  N3   aromatic  1.342  0.020  1.342
 AW7  N3   H1   single    0.860  0.020  1.020
 AW7  C4   H2   single    0.930  0.020  1.080
 AW7  C6   H3   single    0.930  0.020  1.080
 AW7  C7   H4   single    0.930  0.020  1.080
 AW7  C10  H5   single    0.930  0.020  1.080
 AW7  C13  H6   single    0.930  0.020  1.080
 AW7  C1   H7   single    0.930  0.020  1.080
 AW7  C2   H8   single    0.930  0.020  1.080
 AW7  C9   H9   single    0.930  0.020  1.080
 AW7  C12  H10  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
 AW7  C3   N1   C2   115.79  3.000
 AW7  H1   N3   N4   119.78  3.000
 AW7  H1   N3   C13  127.01  3.000
 AW7  N4   N3   C13  113.20  3.000
 AW7  H2   C4   N2   116.52  3.000
 AW7  H2   C4   C1   121.13  3.000
 AW7  N2   C4   C1   122.35  3.000
 AW7  O1   C5   C10  119.19  3.000
 AW7  C10  C5   C6   120.81  3.000
 AW7  O1   C5   C6   119.92  3.000
 AW7  H3   C6   C7   120.24  3.000
 AW7  H3   C6   C5   120.35  3.000
 AW7  C7   C6   C5   119.40  3.000
 AW7  H4   C7   C8   119.75  3.000
 AW7  H4   C7   C6   119.23  3.000
 AW7  C8   C7   C6   121.02  3.000
 AW7  C11  C8   C9   120.74  3.000
 AW7  C11  C8   C7   120.93  3.000
 AW7  C9   C8   C7   118.33  3.000
 AW7  H5   C10  C9   120.34  3.000
 AW7  H5   C10  C5   120.32  3.000
 AW7  C9   C10  C5   119.34  3.000
 AW7  H6   C13  C12  131.68  3.000
 AW7  H6   C13  N3   122.03  3.000
 AW7  C12  C13  N3   106.29  3.000
 AW7  H7   C1   C2   121.99  3.000
 AW7  H7   C1   C4   122.05  3.000
 AW7  C2   C1   C4   115.96  3.000
 AW7  H8   C2   C1   120.99  3.000
 AW7  H8   C2   N1   116.53  3.000
 AW7  C1   C2   N1   122.48  3.000
 AW7  O1   C3   N2   119.06  3.000
 AW7  O1   C3   N1   113.47  3.000
 AW7  N2   C3   N1   127.47  3.000
 AW7  C3   N2   C4   115.95  3.000
 AW7  C3   O1   C5   119.35  3.000
 AW7  H9   C9   C10  118.63  3.000
 AW7  H9   C9   C8   120.28  3.000
 AW7  C10  C9   C8   121.09  3.000
 AW7  N4   C11  C12  110.58  3.000
 AW7  N4   C11  C8   121.03  3.000
 AW7  C12  C11  C8   128.39  3.000
 AW7  H10  C12  C11  128.76  3.000
 AW7  H10  C12  C13  126.66  3.000
 AW7  C11  C12  C13  104.57  3.000
 AW7  C11  N4   N3   105.36  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
 AW7  CONST_01  C4   C1   C2   N1     0.00   0.0  0
 AW7  CONST_02  C4   N2   C3   N1     0.00   0.0  0
 AW7  CONST_03  C8   C11  N4   N3   180.00   0.0  0
 AW7  CONST_04  C12  C11  N4   N3     0.00   0.0  0
 AW7  CONST_05  C11  C12  C13  N3     0.00   0.0  0
 AW7  CONST_06  C8   C7   C6   C5     0.00   0.0  0
 AW7  CONST_07  C8   C9   C10  C5     0.00   0.0  0
 AW7  CONST_08  C9   C10  C5   C6     0.00   0.0  0
 AW7  CONST_09  C9   C8   C7   C6     0.00   0.0  0
 AW7  CONST_10  C11  C8   C7   C6   180.00   0.0  0
 AW7  CONST_11  C10  C5   C6   C7     0.00   0.0  0
 AW7  CONST_12  C10  C9   C8   C7     0.00   0.0  0
 AW7  CONST_13  C12  C11  C8   C7   180.00   0.0  0
 AW7  CONST_14  N4   C11  C8   C7     0.00   0.0  0
 AW7  CONST_15  C13  C12  C11  C8   180.00   0.0  0
 AW7  CONST_16  C11  C8   C9   C10  180.00   0.0  0
 AW7  CONST_17  N4   C11  C12  C13    0.00   0.0  0
 AW7  CONST_18  C11  N4   N3   C13    0.00   0.0  0
 AW7  CONST_19  C3   N2   C4   C1     0.00   0.0  0
 AW7  CONST_20  C3   N1   C2   C1     0.00   0.0  0
 AW7  CONST_21  N2   C4   C1   C2     0.00   0.0  0
 AW7  CONST_22  N2   C3   N1   C2     0.00   0.0  0
 AW7  CONST_23  C12  C11  C8   C9     0.00   0.0  0
 AW7  CONST_24  N4   C11  C8   C9   180.00   0.0  0
 AW7  CONST_25  N4   N3   C13  C12    0.00   0.0  0
 AW7  CONST_26  O1   C3   N2   C4   180.00   0.0  0
 AW7  CONST_27  O1   C5   C6   C7   180.00   0.0  0
 AW7  CONST_28  O1   C3   N1   C2   180.00   0.0  0
 AW7  CONST_29  C9   C10  C5   O1   180.00   0.0  0
 AW7  CONST_30  H7   C1   C2   N1   180.00   0.0  0
 AW7  CONST_31  H10  C12  C13  N3   180.00   0.0  0
 AW7  CONST_32  H8   C2   C1   C4   180.00   0.0  0
 AW7  CONST_33  H4   C7   C6   C5   180.00   0.0  0
 AW7  CONST_34  H9   C9   C10  C5   180.00   0.0  0
 AW7  CONST_35  H5   C10  C5   C6   180.00   0.0  0
 AW7  CONST_36  H3   C6   C7   C8   180.00   0.0  0
 AW7  CONST_37  H2   C4   C1   C2   180.00   0.0  0
 AW7  CONST_38  H6   C13  C12  C11  180.00   0.0  0
 AW7  CONST_39  H1   N3   N4   C11  180.00   0.0  0
 AW7  Var_01    N2   C3   O1   C5     2.32  30.0  2

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
 AW7  plan-1  N3   0.020
 AW7  plan-1  C8   0.020
 AW7  plan-1  C13  0.020
 AW7  plan-1  C11  0.020
 AW7  plan-1  C12  0.020
 AW7  plan-1  N4   0.020
 AW7  plan-1  H6   0.020
 AW7  plan-1  H10  0.020
 AW7  plan-1  H1   0.020
 AW7  plan-2  N1   0.020
 AW7  plan-2  C4   0.020
 AW7  plan-2  C1   0.020
 AW7  plan-2  C2   0.020
 AW7  plan-2  C3   0.020
 AW7  plan-2  N2   0.020
 AW7  plan-2  O1   0.020
 AW7  plan-2  H2   0.020
 AW7  plan-2  H7   0.020
 AW7  plan-2  H8   0.020
 AW7  plan-3  C5   0.020
 AW7  plan-3  C6   0.020
 AW7  plan-3  C7   0.020
 AW7  plan-3  C8   0.020
 AW7  plan-3  C10  0.020
 AW7  plan-3  O1   0.020
 AW7  plan-3  C9   0.020
 AW7  plan-3  C11  0.020
 AW7  plan-3  H3   0.020
 AW7  plan-3  H4   0.020
 AW7  plan-3  H5   0.020
 AW7  plan-3  H9   0.020

