# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 12:37:58 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: (4-amino-1,2,5-oxadiazol-3-yl)(3-methoxyphenyl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(c1)C(=O)c2nonc2N
#
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
 1ZC  1ZC  (4-amino-1,2,5-oxadiazol-3-yl)(3-methoxyphenyl)methanone  ligand  25  16  .  2021-08-03  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1ZC
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
 1ZC  C1   C  CH3   0  -0.440   5.3038   0.3112  -0.3252
 1ZC  C3   C  CR6   0   0.406   2.9535   0.1167  -0.0600
 1ZC  C5   C  CR16  0  -0.227   1.8642  -1.9573   0.4945
 1ZC  C6   C  CR16  0  -0.287   0.6229  -1.3482   0.4469
 1ZC  C7   C  CR6   0   0.017   0.5508   0.0154   0.1563
 1ZC  C8   C  CR16  0  -0.368   1.7102   0.7445  -0.0800
 1ZC  C11  C  CR5   0   0.038  -1.9641   0.0922  -0.3169
 1ZC  C15  C  CR5   0   0.392  -3.3172   0.5663  -0.2062
 1ZC  O2   O  O2    0  -0.469   4.0149   0.8949  -0.3299
 1ZC  C4   C  CR16  0  -0.371   3.0277  -1.2439   0.2359
 1ZC  C9   C  C     0   0.363  -0.7333   0.7548   0.1540
 1ZC  O10  O  O     0  -0.374  -0.8063   1.9135   0.5082
 1ZC  N12  N  N     0  -0.091  -1.9896  -1.0222  -0.9796
 1ZC  O13  O  O     0  -0.202  -3.2474  -1.2699  -1.2725
 1ZC  N14  N  N     0  -0.192  -4.0841  -0.3069  -0.7981
 1ZC  N16  N  NH2   0  -0.837  -3.7589   1.7086   0.3482
 1ZC  H18  H  HCH3  0   0.263   6.0028   1.1089  -0.5627
 1ZC  H17  H  HCH3  0   0.232   5.5607  -0.1032   0.6528
 1ZC  H19  H  HCH3  0   0.232   5.3986  -0.4750  -1.0785
 1ZC  H21  H  HCR6  0   0.271   1.9366  -3.0095   0.7349
 1ZC  H22  H  HCR6  0   0.266  -0.2650  -1.9238   0.6633
 1ZC  H23  H  HCR6  0   0.276   1.6563   1.8035  -0.2993
 1ZC  H20  H  HCR6  0   0.290   3.9765  -1.7615   0.2752
 1ZC  H25  H  HNH2  0   0.409  -3.1521   2.1866   0.9913
 1ZC  H24  H  HNH2  0   0.406  -4.7427   1.7780   0.5499

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
 1ZC  C1   O2   single    1.415  0.020  1.415
 1ZC  O2   C3   single    1.344  0.020  1.344
 1ZC  O10  C9   double    1.214  0.020  1.214
 1ZC  C8   C3   aromatic  1.393  0.020  1.393
 1ZC  C8   C7   aromatic  1.390  0.020  1.390
 1ZC  C3   C4   aromatic  1.394  0.020  1.394
 1ZC  C9   C7   single    1.482  0.020  1.482
 1ZC  C9   C11  single    1.475  0.020  1.475
 1ZC  C7   C6   aromatic  1.396  0.020  1.396
 1ZC  N16  C15  single    1.344  0.020  1.344
 1ZC  C11  C15  aromatic  1.438  0.020  1.438
 1ZC  C11  N12  aromatic  1.297  0.020  1.297
 1ZC  C15  N14  aromatic  1.304  0.020  1.304
 1ZC  C4   C5   aromatic  1.389  0.020  1.389
 1ZC  N12  O13  aromatic  1.315  0.020  1.315
 1ZC  N14  O13  aromatic  1.361  0.020  1.361
 1ZC  C6   C5   aromatic  1.384  0.020  1.384
 1ZC  C1   H18  single    0.970  0.020  1.090
 1ZC  C1   H17  single    0.970  0.020  1.090
 1ZC  C1   H19  single    0.970  0.020  1.090
 1ZC  C5   H21  single    0.930  0.020  1.080
 1ZC  C6   H22  single    0.930  0.020  1.080
 1ZC  C8   H23  single    0.930  0.020  1.080
 1ZC  C4   H20  single    0.930  0.020  1.080
 1ZC  N16  H25  single    0.890  0.020  1.040
 1ZC  N16  H24  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
 1ZC  H19  C1   H17  108.89  3.000
 1ZC  H19  C1   H18  108.76  3.000
 1ZC  H17  C1   H18  108.83  3.000
 1ZC  H19  C1   O2   111.93  3.000
 1ZC  H17  C1   O2   111.93  3.000
 1ZC  H18  C1   O2   106.40  3.000
 1ZC  C4   C3   O2   124.46  3.000
 1ZC  C4   C3   C8   119.36  3.000
 1ZC  O2   C3   C8   116.18  3.000
 1ZC  H21  C5   C4   119.01  3.000
 1ZC  H21  C5   C6   119.73  3.000
 1ZC  C4   C5   C6   121.27  3.000
 1ZC  H22  C6   C7   121.32  3.000
 1ZC  H22  C6   C5   119.74  3.000
 1ZC  C7   C6   C5   118.91  3.000
 1ZC  C9   C7   C8   117.44  3.000
 1ZC  C9   C7   C6   122.17  3.000
 1ZC  C8   C7   C6   120.32  3.000
 1ZC  H23  C8   C7   120.40  3.000
 1ZC  H23  C8   C3   119.22  3.000
 1ZC  C7   C8   C3   120.37  3.000
 1ZC  N12  C11  C9   124.44  3.000
 1ZC  N12  C11  C15  107.71  3.000
 1ZC  C9   C11  C15  127.77  3.000
 1ZC  N16  C15  N14  124.26  3.000
 1ZC  N14  C15  C11  107.31  3.000
 1ZC  N16  C15  C11  128.39  3.000
 1ZC  C3   O2   C1   118.69  3.000
 1ZC  H20  C4   C5   118.83  3.000
 1ZC  H20  C4   C3   121.43  3.000
 1ZC  C5   C4   C3   119.74  3.000
 1ZC  O10  C9   C11  118.15  3.000
 1ZC  C11  C9   C7   119.97  3.000
 1ZC  O10  C9   C7   121.87  3.000
 1ZC  O13  N12  C11  107.13  3.000
 1ZC  N14  O13  N12  112.15  3.000
 1ZC  O13  N14  C15  105.69  3.000
 1ZC  H24  N16  H25  115.41  3.000
 1ZC  H24  N16  C15  117.53  3.000
 1ZC  H25  N16  C15  118.01  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
 1ZC  CONST_01  C6   C7   C8   C3      0.00   0.0  0
 1ZC  CONST_02  C6   C5   C4   C3      0.00   0.0  0
 1ZC  CONST_03  C8   C3   C4   C5      0.00   0.0  0
 1ZC  CONST_04  C8   C7   C6   C5      0.00   0.0  0
 1ZC  CONST_05  C4   C3   C8   C7      0.00   0.0  0
 1ZC  CONST_06  C4   C5   C6   C7      0.00   0.0  0
 1ZC  CONST_07  O13  N14  C15  C11     0.00   0.0  0
 1ZC  CONST_08  N14  O13  N12  C11     0.00   0.0  0
 1ZC  CONST_09  O13  N12  C11  C15     0.00   0.0  0
 1ZC  CONST_10  N12  O13  N14  C15     0.00   0.0  0
 1ZC  CONST_11  N14  C15  C11  N12     0.00   0.0  0
 1ZC  CONST_12  C9   C7   C8   C3    180.00   0.0  0
 1ZC  CONST_13  O2   C3   C4   C5    180.00   0.0  0
 1ZC  CONST_14  C9   C7   C6   C5    180.00   0.0  0
 1ZC  CONST_15  O2   C3   C8   C7    180.00   0.0  0
 1ZC  CONST_16  N14  C15  C11  C9    180.00   0.0  0
 1ZC  CONST_17  O13  N12  C11  C9    180.00   0.0  0
 1ZC  CONST_18  N16  C15  C11  N12   180.00   0.0  0
 1ZC  CONST_19  N16  C15  N14  O13   180.00   0.0  0
 1ZC  CONST_20  H21  C5   C4   C3    180.00   0.0  0
 1ZC  CONST_21  H23  C8   C7   C6    180.00   0.0  0
 1ZC  CONST_22  H20  C4   C5   C6    180.00   0.0  0
 1ZC  CONST_23  H22  C6   C7   C8    180.00   0.0  0
 1ZC  Var_01    C11  C9   C7   C6    -35.74  30.0  3
 1ZC  Var_02    C15  C11  C9   C7    169.76  30.0  2
 1ZC  Var_03    C8   C3   O2   C1   -179.93  30.0  2
 1ZC  Var_04    H18  C1   O2   C3   -179.88  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
 1ZC  plan-1  C11  0.020
 1ZC  plan-1  C15  0.020
 1ZC  plan-1  C9   0.020
 1ZC  plan-1  N12  0.020
 1ZC  plan-1  O13  0.020
 1ZC  plan-1  N14  0.020
 1ZC  plan-1  N16  0.020
 1ZC  plan-2  C3   0.020
 1ZC  plan-2  C5   0.020
 1ZC  plan-2  C6   0.020
 1ZC  plan-2  C7   0.020
 1ZC  plan-2  C8   0.020
 1ZC  plan-2  O2   0.020
 1ZC  plan-2  C4   0.020
 1ZC  plan-2  C9   0.020
 1ZC  plan-2  H21  0.020
 1ZC  plan-2  H22  0.020
 1ZC  plan-2  H23  0.020
 1ZC  plan-2  H20  0.020
 1ZC  plan-3  C15  0.020
 1ZC  plan-3  N16  0.020
 1ZC  plan-3  H25  0.020
 1ZC  plan-3  H24  0.020
 1ZC  plan-4  C7   0.020
 1ZC  plan-4  C11  0.020
 1ZC  plan-4  C9   0.020
 1ZC  plan-4  O10  0.020

