# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 02:15:30 2021
#   Inital geometry file: a 122 line input string
#   Ligand name: 4-chloranyl-1-(1~{H}-indazol-6-yl)-6-[2-(3-methylphenyl)pyrazol-3-yl]benzotriazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccc(c1)n2nccc2c3cc(Cl)c4nnn(c5ccc6cn[nH]c6c5)c4c3
#
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
 O1Q  O1Q  4-chloranyl-1-(1~{H}-indazol-6-yl)-6-[2-(3-methylphenyl)pyrazol-3-yl]benzotriazole  ligand  47  31  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_O1Q
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
 O1Q  N1   N   N     0  -0.290  25.8192  32.6937   0.3216
 O1Q  N3   N   NR5   0  -0.513  25.3078  30.6488   0.6704
 O1Q  C4   C   CR16  0  -0.287  29.8390  30.3661  -5.4768
 O1Q  C5   C   CR6   0   0.308  28.8193  29.8249  -4.7061
 O1Q  C6   C   CR5   0   0.409  28.7461  28.8304  -2.4167
 O1Q  C7   C   CR6   0   0.033  27.9994  29.8931  -1.7402
 O1Q  C8   C   CR16  0  -0.327  26.9833  29.5393  -0.8735
 O1Q  C10  C   CR56  0   0.212  26.6539  31.9244  -0.4271
 O1Q  C13  C   CR56  0   0.438  22.5077  28.6339   1.8669
 O1Q  C15  C   CR56  0  -0.085  23.1729  27.5130   2.3960
 O1Q  C17  C   CR16  0  -0.308  25.2575  28.4938   1.7822
 O1Q  C20  C   CR15  0  -0.533  29.2524  27.6609  -1.8936
 O1Q  C21  C   CR15  0  -0.065  29.9408  27.0634  -2.9590
 O1Q  C22  C   CR16  0  -0.311  27.5013  30.2198  -4.8837
 O1Q  C18  C   CR6   0  -0.095  27.6886  32.2597  -1.3053
 O1Q  N2   N   N     0  -0.048  25.0335  31.9219   0.9626
 O1Q  C11  C   CR6   0   0.320  24.5601  29.5968   1.2467
 O1Q  C16  C   CR16  0  -0.314  24.5700  27.4472   2.3482
 O1Q  C14  C   CR15  0  -0.117  22.1249  26.6871   2.8835
 O1Q  N5   N   N     0  -0.219  20.9603  27.2451   2.6721
 O1Q  N4   N   NR15  0  -0.548  21.1901  28.4094   2.0628
 O1Q  C12  C   CR16  0  -0.326  23.1878  29.6971   1.2697
 O1Q  C9   C   CR56  0   0.398  26.3365  30.5843  -0.2160
 O1Q  C19  C   CR16  0  -0.261  28.3576  31.2498  -1.9449
 O1Q  N6   N   N     0  -0.266  29.8632  27.7943  -4.0526
 O1Q  N    N   NR5   0  -0.451  29.1372  28.8617  -3.7185
 O1Q  C3   C   CR16  0  -0.242  29.5186  31.3224  -6.4272
 O1Q  C2   C   CR16  0  -0.296  28.2045  31.7375  -6.5942
 O1Q  C1   C   CR6   0   0.107  27.1787  31.1905  -5.8276
 O1Q  C    C   CH3   0  -0.721  25.7517  31.6034  -6.0365
 O1Q  H5   H   HCR6  0   0.270  30.8632  30.0524  -5.3275
 O1Q  H6   H   HCR6  0   0.296  26.6989  28.5056  -0.7344
 O1Q  H11  H   HCR6  0   0.286  26.3393  28.4849   1.7665
 O1Q  H13  H   HCR5  0   0.277  29.1651  27.3155  -0.8767
 O1Q  H14  H   HCR5  0   0.270  30.4867  26.1325  -2.9651
 O1Q  H15  H   HCR6  0   0.269  26.7168  29.7664  -4.2898
 O1Q  H10  H   HCR6  0   0.271  25.1035  26.6018   2.7614
 O1Q  H9   H   HCR5  0   0.275  22.1980  25.7275   3.3718
 O1Q  H8   H   HNR5  0   0.422  20.4164  29.0029   1.8108
 O1Q  H7   H   HCR6  0   0.293  22.6717  30.5461   0.8429
 O1Q  H12  H   HCR6  0   0.290  29.1786  31.4912  -2.6057
 O1Q  H4   H   HCR6  0   0.263  30.3018  31.7567  -7.0343
 O1Q  H3   H   HCR6  0   0.254  27.9748  32.4962  -7.3325
 O1Q  H2   H   HCH3  0   0.253  25.2480  30.9229  -6.7258
 O1Q  H    H   HCH3  0   0.246  25.1895  31.5933  -5.1032
 O1Q  H1   H   HCH3  0   0.247  25.6854  32.6040  -6.4617
 O1Q  CL   CL  CL    0  -0.084  28.0973  33.9097  -1.5518

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
 O1Q  C    C1   single    1.500  0.020  1.500
 O1Q  C2   C1   aromatic  1.393  0.020  1.393
 O1Q  C2   C3   aromatic  1.388  0.020  1.388
 O1Q  C1   C22  aromatic  1.392  0.020  1.392
 O1Q  C3   C4   aromatic  1.386  0.020  1.386
 O1Q  C22  C5   aromatic  1.387  0.020  1.387
 O1Q  C4   C5   aromatic  1.388  0.020  1.388
 O1Q  C5   N    single    1.416  0.020  1.416
 O1Q  N6   N    aromatic  1.333  0.020  1.333
 O1Q  N6   C21  aromatic  1.318  0.020  1.318
 O1Q  N    C6   aromatic  1.360  0.020  1.360
 O1Q  C21  C20  aromatic  1.402  0.020  1.402
 O1Q  C6   C20  aromatic  1.378  0.020  1.378
 O1Q  C6   C7   single    1.464  0.020  1.464
 O1Q  C7   C19  aromatic  1.418  0.020  1.418
 O1Q  C7   C8   aromatic  1.382  0.020  1.382
 O1Q  C19  C18  aromatic  1.370  0.020  1.370
 O1Q  C8   C9   aromatic  1.394  0.020  1.394
 O1Q  C18  CL   single    1.718  0.020  1.718
 O1Q  C18  C10  aromatic  1.398  0.020  1.398
 O1Q  C9   C10  aromatic  1.393  0.020  1.393
 O1Q  C9   N3   aromatic  1.359  0.020  1.359
 O1Q  C10  N1   aromatic  1.360  0.020  1.360
 O1Q  N3   C11  single    1.413  0.020  1.413
 O1Q  N3   N2   aromatic  1.335  0.020  1.335
 O1Q  C11  C12  aromatic  1.376  0.020  1.376
 O1Q  C11  C17  aromatic  1.411  0.020  1.411
 O1Q  N1   N2   aromatic  1.274  0.020  1.274
 O1Q  C12  C13  aromatic  1.396  0.020  1.396
 O1Q  C17  C16  aromatic  1.374  0.020  1.374
 O1Q  C16  C15  aromatic  1.400  0.020  1.400
 O1Q  C13  C15  aromatic  1.407  0.020  1.407
 O1Q  C13  N4   aromatic  1.351  0.020  1.351
 O1Q  C15  C14  aromatic  1.421  0.020  1.421
 O1Q  N4   N5   aromatic  1.334  0.020  1.334
 O1Q  C14  N5   aromatic  1.309  0.020  1.309
 O1Q  C4   H5   single    0.930  0.020  1.080
 O1Q  C8   H6   single    0.930  0.020  1.080
 O1Q  C17  H11  single    0.930  0.020  1.080
 O1Q  C20  H13  single    0.930  0.020  1.080
 O1Q  C21  H14  single    0.930  0.020  1.080
 O1Q  C22  H15  single    0.930  0.020  1.080
 O1Q  C16  H10  single    0.930  0.020  1.080
 O1Q  C14  H9   single    0.930  0.020  1.080
 O1Q  N4   H8   single    0.860  0.020  1.020
 O1Q  C12  H7   single    0.930  0.020  1.080
 O1Q  C19  H12  single    0.930  0.020  1.080
 O1Q  C3   H4   single    0.930  0.020  1.080
 O1Q  C2   H3   single    0.930  0.020  1.080
 O1Q  C    H2   single    0.970  0.020  1.090
 O1Q  C    H    single    0.970  0.020  1.090
 O1Q  C    H1   single    0.970  0.020  1.090

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
 O1Q  N2   N1   C10  108.23  3.000
 O1Q  C9   N3   C11  129.11  3.000
 O1Q  C11  N3   N2   120.79  3.000
 O1Q  C9   N3   N2   110.09  3.000
 O1Q  H5   C4   C3   120.92  3.000
 O1Q  H5   C4   C5   120.39  3.000
 O1Q  C3   C4   C5   118.69  3.000
 O1Q  N    C5   C22  119.76  3.000
 O1Q  N    C5   C4   119.19  3.000
 O1Q  C22  C5   C4   121.05  3.000
 O1Q  N    C6   C20  106.10  3.000
 O1Q  C20  C6   C7   128.91  3.000
 O1Q  N    C6   C7   124.91  3.000
 O1Q  C19  C7   C8   121.42  3.000
 O1Q  C8   C7   C6   118.62  3.000
 O1Q  C19  C7   C6   119.92  3.000
 O1Q  H6   C8   C9   122.29  3.000
 O1Q  H6   C8   C7   121.26  3.000
 O1Q  C9   C8   C7   116.44  3.000
 O1Q  C9   C10  C18  119.64  3.000
 O1Q  C9   C10  N1   108.71  3.000
 O1Q  C18  C10  N1   131.65  3.000
 O1Q  C12  C13  N4   131.58  3.000
 O1Q  N4   C13  C15  105.92  3.000
 O1Q  C12  C13  C15  122.50  3.000
 O1Q  C14  C15  C16  136.12  3.000
 O1Q  C14  C15  C13  104.09  3.000
 O1Q  C16  C15  C13  119.78  3.000
 O1Q  H11  C17  C16  119.99  3.000
 O1Q  H11  C17  C11  119.69  3.000
 O1Q  C16  C17  C11  120.30  3.000
 O1Q  H13  C20  C21  128.34  3.000
 O1Q  H13  C20  C6   126.92  3.000
 O1Q  C21  C20  C6   104.70  3.000
 O1Q  H14  C21  N6   120.23  3.000
 O1Q  H14  C21  C20  128.34  3.000
 O1Q  N6   C21  C20  111.43  3.000
 O1Q  H15  C22  C1   119.72  3.000
 O1Q  H15  C22  C5   119.91  3.000
 O1Q  C1   C22  C5   120.37  3.000
 O1Q  C19  C18  CL   121.67  3.000
 O1Q  CL   C18  C10  119.78  3.000
 O1Q  C19  C18  C10  118.55  3.000
 O1Q  N3   N2   N1   109.93  3.000
 O1Q  C12  C11  C17  122.94  3.000
 O1Q  C17  C11  N3   118.37  3.000
 O1Q  C12  C11  N3   118.69  3.000
 O1Q  H10  C16  C17  120.39  3.000
 O1Q  H10  C16  C15  121.07  3.000
 O1Q  C17  C16  C15  118.53  3.000
 O1Q  H9   C14  N5   120.83  3.000
 O1Q  H9   C14  C15  128.49  3.000
 O1Q  N5   C14  C15  110.68  3.000
 O1Q  N4   N5   C14  107.02  3.000
 O1Q  H8   N4   N5   119.75  3.000
 O1Q  H8   N4   C13  127.96  3.000
 O1Q  N5   N4   C13  112.29  3.000
 O1Q  H7   C12  C11  121.77  3.000
 O1Q  H7   C12  C13  122.29  3.000
 O1Q  C11  C12  C13  115.94  3.000
 O1Q  C10  C9   C8   122.95  3.000
 O1Q  C10  C9   N3   103.04  3.000
 O1Q  C8   C9   N3   133.97  3.000
 O1Q  H12  C19  C18  119.44  3.000
 O1Q  H12  C19  C7   119.58  3.000
 O1Q  C18  C19  C7   120.97  3.000
 O1Q  N    N6   C21  105.56  3.000
 O1Q  N6   N    C6   112.22  3.000
 O1Q  C6   N    C5   128.24  3.000
 O1Q  N6   N    C5   119.48  3.000
 O1Q  H4   C3   C2   119.85  3.000
 O1Q  H4   C3   C4   119.63  3.000
 O1Q  C2   C3   C4   120.51  3.000
 O1Q  H3   C2   C1   119.61  3.000
 O1Q  H3   C2   C3   119.48  3.000
 O1Q  C1   C2   C3   120.91  3.000
 O1Q  C    C1   C2   121.06  3.000
 O1Q  C2   C1   C22  118.46  3.000
 O1Q  C    C1   C22  120.45  3.000
 O1Q  H1   C    H    108.15  3.000
 O1Q  H1   C    H2   107.35  3.000
 O1Q  H    C    H2   107.28  3.000
 O1Q  H1   C    C1   111.41  3.000
 O1Q  H    C    C1   111.65  3.000
 O1Q  H2   C    C1   110.80  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
 O1Q  CONST_01  C19  C18  C10  N1   180.00   0.0  0
 O1Q  CONST_02  C8   C9   C10  N1   180.00   0.0  0
 O1Q  CONST_03  N3   C9   C10  N1     0.00   0.0  0
 O1Q  CONST_04  C9   N3   N2   N1     0.00   0.0  0
 O1Q  CONST_05  C11  N3   N2   N1   180.00   0.0  0
 O1Q  CONST_06  C7   C8   C9   N3   180.00   0.0  0
 O1Q  CONST_07  C18  C10  C9   N3   180.00   0.0  0
 O1Q  CONST_08  C13  C12  C11  N3   180.00   0.0  0
 O1Q  CONST_09  C16  C17  C11  N3   180.00   0.0  0
 O1Q  CONST_10  C10  N1   N2   N3     0.00   0.0  0
 O1Q  CONST_11  C1   C2   C3   C4     0.00   0.0  0
 O1Q  CONST_12  C1   C22  C5   C4     0.00   0.0  0
 O1Q  CONST_15  C2   C1   C22  C5     0.00   0.0  0
 O1Q  CONST_16  C2   C3   C4   C5     0.00   0.0  0
 O1Q  CONST_17  C21  N6   N    C5   180.00   0.0  0
 O1Q  CONST_18  C20  C6   N    C5   180.00   0.0  0
 O1Q  CONST_19  C7   C6   N    C5     0.00   0.0  0
 O1Q  CONST_21  C21  N6   N    C6     0.00   0.0  0
 O1Q  CONST_22  N6   C21  C20  C6     0.00   0.0  0
 O1Q  CONST_23  C18  C19  C7   C6   180.00   0.0  0
 O1Q  CONST_24  C9   C8   C7   C6   180.00   0.0  0
 O1Q  CONST_25  N6   N    C6   C7   180.00   0.0  0
 O1Q  CONST_26  C21  C20  C6   C7   180.00   0.0  0
 O1Q  CONST_27  C10  C18  C19  C7     0.00   0.0  0
 O1Q  CONST_28  C10  C9   C8   C7     0.00   0.0  0
 O1Q  CONST_31  C18  C19  C7   C8     0.00   0.0  0
 O1Q  CONST_32  C18  C10  C9   C8     0.00   0.0  0
 O1Q  CONST_33  C11  N3   C9   C8     0.00   0.0  0
 O1Q  CONST_34  N2   N3   C9   C8   180.00   0.0  0
 O1Q  CONST_35  C11  N3   C9   C10  180.00   0.0  0
 O1Q  CONST_36  N2   N3   C9   C10    0.00   0.0  0
 O1Q  CONST_37  C17  C11  C12  C13    0.00   0.0  0
 O1Q  CONST_38  C17  C16  C15  C13    0.00   0.0  0
 O1Q  CONST_39  N5   C14  C15  C13    0.00   0.0  0
 O1Q  CONST_40  C14  N5   N4   C13    0.00   0.0  0
 O1Q  CONST_41  C11  C17  C16  C15    0.00   0.0  0
 O1Q  CONST_42  C11  C12  C13  C15    0.00   0.0  0
 O1Q  CONST_43  N5   N4   C13  C15    0.00   0.0  0
 O1Q  CONST_44  N4   N5   C14  C15    0.00   0.0  0
 O1Q  CONST_47  C14  C15  C16  C17  180.00   0.0  0
 O1Q  CONST_48  N    N6   C21  C20    0.00   0.0  0
 O1Q  CONST_49  N6   N    C6   C20    0.00   0.0  0
 O1Q  CONST_51  N    C6   C20  C21    0.00   0.0  0
 O1Q  CONST_52  C3   C2   C1   C22    0.00   0.0  0
 O1Q  CONST_53  C3   C4   C5   C22    0.00   0.0  0
 O1Q  CONST_55  N2   N1   C10  C18  180.00   0.0  0
 O1Q  CONST_57  C9   C10  N1   N2     0.00   0.0  0
 O1Q  CONST_58  N4   C13  C12  C11  180.00   0.0  0
 O1Q  CONST_59  C12  C11  C17  C16    0.00   0.0  0
 O1Q  CONST_60  C12  C13  C15  C16    0.00   0.0  0
 O1Q  CONST_61  N4   C13  C15  C16  180.00   0.0  0
 O1Q  CONST_62  N5   C14  C15  C16  180.00   0.0  0
 O1Q  CONST_63  C12  C13  C15  C14  180.00   0.0  0
 O1Q  CONST_64  N4   C13  C15  C14    0.00   0.0  0
 O1Q  CONST_65  C12  C13  N4   N5   180.00   0.0  0
 O1Q  CONST_67  C19  C7   C8   C9     0.00   0.0  0
 O1Q  CONST_68  C19  C18  C10  C9     0.00   0.0  0
 O1Q  CONST_70  C1   C22  C5   N    180.00   0.0  0
 O1Q  CONST_71  C3   C4   C5   N    180.00   0.0  0
 O1Q  CONST_72  CL   C18  C10  N1     0.00   0.0  0
 O1Q  CONST_73  C    C1   C22  C5   180.00   0.0  0
 O1Q  CONST_74  CL   C18  C19  C7   180.00   0.0  0
 O1Q  CONST_75  C9   C10  C18  CL   180.00   0.0  0
 O1Q  CONST_76  C    C1   C2   C3   180.00   0.0  0
 O1Q  CONST_77  H6   C8   C9   N3     0.00   0.0  0
 O1Q  CONST_78  H7   C12  C11  N3     0.00   0.0  0
 O1Q  CONST_79  H11  C17  C11  N3     0.00   0.0  0
 O1Q  CONST_80  H3   C2   C3   C4   180.00   0.0  0
 O1Q  CONST_81  H15  C22  C5   C4   180.00   0.0  0
 O1Q  CONST_82  H4   C3   C4   C5   180.00   0.0  0
 O1Q  CONST_83  H14  C21  C20  C6   180.00   0.0  0
 O1Q  CONST_84  H12  C19  C7   C6     0.00   0.0  0
 O1Q  CONST_85  H13  C20  C6   C7     0.00   0.0  0
 O1Q  CONST_86  H10  C16  C15  C13  180.00   0.0  0
 O1Q  CONST_87  H9   C14  C15  C13  180.00   0.0  0
 O1Q  CONST_88  H8   N4   C13  C15  180.00   0.0  0
 O1Q  CONST_89  H5   C4   C5   C22  180.00   0.0  0
 O1Q  Var_01    H2   C    C1   C22  -84.33  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
 O1Q  plan-1  C5   0.020
 O1Q  plan-1  C6   0.020
 O1Q  plan-1  C7   0.020
 O1Q  plan-1  C20  0.020
 O1Q  plan-1  C21  0.020
 O1Q  plan-1  N6   0.020
 O1Q  plan-1  N    0.020
 O1Q  plan-1  H13  0.020
 O1Q  plan-1  H14  0.020
 O1Q  plan-2  C4   0.020
 O1Q  plan-2  C5   0.020
 O1Q  plan-2  C22  0.020
 O1Q  plan-2  N    0.020
 O1Q  plan-2  C3   0.020
 O1Q  plan-2  C2   0.020
 O1Q  plan-2  C1   0.020
 O1Q  plan-2  C    0.020
 O1Q  plan-2  H5   0.020
 O1Q  plan-2  H15  0.020
 O1Q  plan-2  H4   0.020
 O1Q  plan-2  H3   0.020
 O1Q  plan-3  N3   0.020
 O1Q  plan-3  C13  0.020
 O1Q  plan-3  C15  0.020
 O1Q  plan-3  C17  0.020
 O1Q  plan-3  C11  0.020
 O1Q  plan-3  C16  0.020
 O1Q  plan-3  C14  0.020
 O1Q  plan-3  N5   0.020
 O1Q  plan-3  N4   0.020
 O1Q  plan-3  C12  0.020
 O1Q  plan-3  H11  0.020
 O1Q  plan-3  H10  0.020
 O1Q  plan-3  H9   0.020
 O1Q  plan-3  H8   0.020
 O1Q  plan-3  H7   0.020
 O1Q  plan-4  N1   0.020
 O1Q  plan-4  N3   0.020
 O1Q  plan-4  C6   0.020
 O1Q  plan-4  C7   0.020
 O1Q  plan-4  C8   0.020
 O1Q  plan-4  C10  0.020
 O1Q  plan-4  C18  0.020
 O1Q  plan-4  N2   0.020
 O1Q  plan-4  C11  0.020
 O1Q  plan-4  C9   0.020
 O1Q  plan-4  C19  0.020
 O1Q  plan-4  H6   0.020
 O1Q  plan-4  H12  0.020
 O1Q  plan-4  CL   0.020

