# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 23:21:48 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 5-[(5-fluoro-3-methyl-1H-indazol-4-yl)oxy]benzene-1,3-dicarbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1n[nH]c2ccc(F)c(Oc3cc(cc(c3)C#N)C#N)c12
#
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
 I15  I15  5-[(5-fluoro-3-methyl-1H-indazol-4-yl)oxy]benzene-1,3-dicarbonitrile  ligand  31  22  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I15
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
 I15  C1    C  CR56  0  -0.163   -9.0999  -12.8888  15.9155
 I15  C2    C  CR6   0   0.069   -8.2901  -12.4304  16.9609
 I15  C3    C  CR56  0   0.420   -8.5008  -13.5267  14.8174
 I15  C4    C  CR5   0   0.230  -10.4947  -12.8776  15.6216
 I15  O5    O  O2    0  -0.494   -8.8239  -11.7682  18.0321
 I15  C6    C  CR6   0   0.498   -6.9368  -12.6371  16.8711
 I15  N7    N  NR15  0  -0.552   -9.5173  -13.8423  13.9848
 I15  C8    C  CR16  0  -0.274   -7.1188  -13.7279  14.7262
 I15  N9    N  N     0  -0.239  -10.7004  -13.4555  14.4625
 I15  C10   C  CH3   0  -0.748  -11.6105  -12.3257  16.4363
 I15  C11   C  CR6   0   0.414   -9.2810  -12.4843  19.0861
 I15  C12   C  CR16  0  -0.440   -6.3476  -13.2719  15.7681
 I15  C13   C  CR16  0  -0.309   -9.1881  -13.8646  19.1771
 I15  C14   C  CR16  0  -0.299   -9.8742  -11.7495  20.1058
 I15  C15   C  CR6   0   0.037   -9.6938  -14.5023  20.3095
 I15  C16   C  CR6   0   0.034  -10.3674  -12.4100  21.2236
 I15  C17   C  CR16  0  -0.255  -10.2862  -13.7936  21.3445
 I15  C18   C  CSP   0   0.066   -9.5954  -15.9246  20.4028
 I15  C19   C  CSP   0   0.069  -10.9735  -11.6499  22.2709
 I15  N23   N  NS    0  -0.232  -11.4635  -11.0372  23.1130
 I15  F1    F  F     0  -0.305   -6.1492  -12.2205  17.8720
 I15  N1    N  NS    0  -0.232   -9.5163  -17.0705  20.4777
 I15  H7    H  HNR5  0   0.421   -9.4644  -14.3096  13.0946
 I15  H8    H  HCR6  0   0.289   -6.6693  -14.2185  13.8743
 I15  H101  H  HCH3  0   0.245  -11.7378  -12.8786  17.3685
 I15  H102  H  HCH3  0   0.253  -11.4348  -11.2824  16.6983
 I15  H103  H  HCH3  0   0.260  -12.5473  -12.3840  15.8853
 I15  H12   H  HCR6  0   0.294   -5.2732  -13.4000  15.7537
 I15  H13   H  HCR6  0   0.320   -8.7332  -14.4539  18.3923
 I15  H14   H  HCR6  0   0.314   -9.9472  -10.6732  20.0254
 I15  H17   H  HCR6  0   0.308  -10.6738  -14.3002  22.2162

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
 I15  C1   C2    aromatic  1.400  0.020  1.400
 I15  C1   C3    aromatic  1.404  0.020  1.404
 I15  C1   C4    aromatic  1.425  0.020  1.425
 I15  C2   O5    single    1.368  0.020  1.368
 I15  C2   C6    aromatic  1.372  0.020  1.372
 I15  C3   N7    aromatic  1.351  0.020  1.351
 I15  C3   C8    aromatic  1.400  0.020  1.400
 I15  C4   N9    aromatic  1.311  0.020  1.311
 I15  C4   C10   single    1.488  0.020  1.488
 I15  O5   C11   single    1.354  0.020  1.354
 I15  C6   C12   aromatic  1.402  0.020  1.402
 I15  C6   F1    single    1.340  0.020  1.340
 I15  N7   N9    aromatic  1.333  0.020  1.333
 I15  C8   C12   aromatic  1.374  0.020  1.374
 I15  C11  C13   aromatic  1.386  0.020  1.386
 I15  C11  C14   aromatic  1.390  0.020  1.390
 I15  C13  C15   aromatic  1.395  0.020  1.395
 I15  C14  C16   aromatic  1.389  0.020  1.389
 I15  C15  C17   aromatic  1.387  0.020  1.387
 I15  C15  C18   single    1.429  0.020  1.429
 I15  C16  C17   aromatic  1.391  0.020  1.391
 I15  C16  C19   single    1.429  0.020  1.429
 I15  C18  N1    triple    1.151  0.020  1.151
 I15  C19  N23   triple    1.151  0.020  1.151
 I15  N7   H7    single    0.860  0.020  1.020
 I15  C8   H8    single    0.930  0.020  1.080
 I15  C10  H101  single    0.970  0.020  1.090
 I15  C10  H102  single    0.970  0.020  1.090
 I15  C10  H103  single    0.970  0.020  1.090
 I15  C12  H12   single    0.930  0.020  1.080
 I15  C13  H13   single    0.930  0.020  1.080
 I15  C14  H14   single    0.930  0.020  1.080
 I15  C17  H17   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
 I15  C4    C1   C3    105.06  3.000
 I15  C4    C1   C2    135.86  3.000
 I15  C3    C1   C2    119.08  3.000
 I15  C6    C2   O5    120.61  3.000
 I15  C6    C2   C1    118.20  3.000
 I15  O5    C2   C1    121.18  3.000
 I15  C8    C3   N7    131.99  3.000
 I15  C8    C3   C1    122.52  3.000
 I15  N7    C3   C1    105.49  3.000
 I15  C10   C4   N9    121.99  3.000
 I15  C10   C4   C1    128.60  3.000
 I15  N9    C4   C1    109.40  3.000
 I15  C11   O5   C2    119.04  3.000
 I15  F1    C6   C12   118.77  3.000
 I15  F1    C6   C2    118.95  3.000
 I15  C12   C6   C2    122.29  3.000
 I15  H7    N7   N9    119.87  3.000
 I15  H7    N7   C3    127.86  3.000
 I15  N9    N7   C3    112.27  3.000
 I15  H8    C8   C12   120.98  3.000
 I15  H8    C8   C3    121.82  3.000
 I15  C12   C8   C3    117.20  3.000
 I15  N7    N9   C4    107.78  3.000
 I15  H103  C10  H102  108.16  3.000
 I15  H103  C10  H101  107.75  3.000
 I15  H102  C10  H101  107.36  3.000
 I15  H103  C10  C4    110.40  3.000
 I15  H102  C10  C4    111.46  3.000
 I15  H101  C10  C4    111.55  3.000
 I15  C14   C11  C13   120.46  3.000
 I15  C14   C11  O5    115.83  3.000
 I15  C13   C11  O5    123.71  3.000
 I15  H12   C12  C8    120.52  3.000
 I15  H12   C12  C6    118.77  3.000
 I15  C8    C12  C6    120.71  3.000
 I15  H13   C13  C15   119.50  3.000
 I15  H13   C13  C11   121.53  3.000
 I15  C15   C13  C11   118.96  3.000
 I15  H14   C14  C16   120.60  3.000
 I15  H14   C14  C11   120.02  3.000
 I15  C16   C14  C11   119.38  3.000
 I15  C18   C15  C17   119.29  3.000
 I15  C18   C15  C13   118.90  3.000
 I15  C17   C15  C13   121.81  3.000
 I15  C19   C16  C17   119.34  3.000
 I15  C19   C16  C14   119.18  3.000
 I15  C17   C16  C14   121.48  3.000
 I15  H17   C17  C16   121.04  3.000
 I15  H17   C17  C15   121.05  3.000
 I15  C16   C17  C15   117.91  3.000
 I15  N1    C18  C15   180.00  3.000
 I15  N23   C19  C16   180.00  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
 I15  CONST_01  C12   C6   C2   C1     0.00   0.0  0
 I15  CONST_02  N9    N7   C3   C1     0.00   0.0  0
 I15  CONST_03  C12   C8   C3   C1     0.00   0.0  0
 I15  CONST_04  N7    N9   C4   C1     0.00   0.0  0
 I15  CONST_05  N7    C3   C1   C2   180.00   0.0  0
 I15  CONST_06  C8    C3   C1   C2     0.00   0.0  0
 I15  CONST_07  N9    C4   C1   C2   180.00   0.0  0
 I15  CONST_08  C8    C12  C6   C2     0.00   0.0  0
 I15  CONST_09  C6    C2   C1   C3     0.00   0.0  0
 I15  CONST_10  N9    C4   C1   C3     0.00   0.0  0
 I15  CONST_11  C4    N9   N7   C3     0.00   0.0  0
 I15  CONST_12  C6    C12  C8   C3     0.00   0.0  0
 I15  CONST_13  C6    C2   C1   C4   180.00   0.0  0
 I15  CONST_14  N7    C3   C1   C4     0.00   0.0  0
 I15  CONST_15  C8    C3   C1   C4   180.00   0.0  0
 I15  CONST_16  C12   C8   C3   N7   180.00   0.0  0
 I15  CONST_17  N9    N7   C3   C8   180.00   0.0  0
 I15  CONST_18  C17   C15  C13  C11    0.00   0.0  0
 I15  CONST_19  C17   C16  C14  C11    0.00   0.0  0
 I15  CONST_20  C16   C14  C11  C13    0.00   0.0  0
 I15  CONST_21  C16   C17  C15  C13    0.00   0.0  0
 I15  CONST_22  C15   C13  C11  C14    0.00   0.0  0
 I15  CONST_23  C15   C17  C16  C14    0.00   0.0  0
 I15  CONST_24  F1    C6   C2   C1   180.00   0.0  0
 I15  CONST_25  C10   C4   C1   C2     0.00   0.0  0
 I15  CONST_26  O5    C2   C1   C3   180.00   0.0  0
 I15  CONST_27  C10   C4   C1   C3   180.00   0.0  0
 I15  CONST_28  O5    C2   C1   C4     0.00   0.0  0
 I15  CONST_29  C12   C6   C2   O5   180.00   0.0  0
 I15  CONST_30  C15   C13  C11  O5   180.00   0.0  0
 I15  CONST_31  C16   C14  C11  O5   180.00   0.0  0
 I15  CONST_32  C10   C4   N9   N7   180.00   0.0  0
 I15  CONST_33  F1    C6   C12  C8   180.00   0.0  0
 I15  CONST_34  C18   C15  C13  C11  180.00   0.0  0
 I15  CONST_35  C19   C16  C14  C11  180.00   0.0  0
 I15  CONST_36  C19   C16  C17  C15  180.00   0.0  0
 I15  CONST_37  C18   C15  C17  C16  180.00   0.0  0
 I15  CONST_38  H7    N7   C3   C1   180.00   0.0  0
 I15  CONST_39  H8    C8   C3   C1   180.00   0.0  0
 I15  CONST_40  H12   C12  C6   C2   180.00   0.0  0
 I15  CONST_41  H14   C14  C11  C13  180.00   0.0  0
 I15  CONST_42  H17   C17  C15  C13  180.00   0.0  0
 I15  CONST_43  H13   C13  C11  C14  180.00   0.0  0
 I15  Var_01    C13   C11  O5   C2     3.00  30.0  2
 I15  Var_02    H101  C10  C4   C1   -66.04  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
 I15  plan-1  O5   0.020
 I15  plan-1  C11  0.020
 I15  plan-1  C13  0.020
 I15  plan-1  C14  0.020
 I15  plan-1  C15  0.020
 I15  plan-1  C16  0.020
 I15  plan-1  C17  0.020
 I15  plan-1  C18  0.020
 I15  plan-1  C19  0.020
 I15  plan-1  N23  0.020
 I15  plan-1  N1   0.020
 I15  plan-1  H13  0.020
 I15  plan-1  H14  0.020
 I15  plan-1  H17  0.020
 I15  plan-2  C1   0.020
 I15  plan-2  C2   0.020
 I15  plan-2  C3   0.020
 I15  plan-2  C4   0.020
 I15  plan-2  O5   0.020
 I15  plan-2  C6   0.020
 I15  plan-2  N7   0.020
 I15  plan-2  C8   0.020
 I15  plan-2  N9   0.020
 I15  plan-2  C10  0.020
 I15  plan-2  C12  0.020
 I15  plan-2  F1   0.020
 I15  plan-2  H7   0.020
 I15  plan-2  H8   0.020
 I15  plan-2  H12  0.020

