# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 26 06:40:30 2022
#   Inital geometry file: a 141 line input string
#   Ligand name: 2-(4-{5-[6-(2,5-dibromophenoxy)pyridin-2-yl]-4-methyl-1H-1,2,3-triazol-1-yl}piperidin-1-yl)-N,N-dimethylethan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCN1CCC(CC1)n2nnc(C)c2c3cccc(Oc4cc(Br)ccc4Br)n3
#
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
 ZHV  ZHV  2-(4-{5-[6-(2,5-dibromophenoxy)pyridin-2-yl]-4-methyl-1H-1,2,3-triazol-1-yl}piperidin-1-yl)-N,N-dimethylethan-1-amine  ligand  60  32  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZHV
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
 ZHV  C28   C   CR16  0  -0.233  27.7971  15.4655  -5.5692
 ZHV  C30   C   CR6   0  -0.205  27.3557  13.9333  -3.7702
 ZHV  C01   C   CH3   0  -0.754  30.6774  18.3205   1.6690
 ZHV  C02   C   CR5   0   0.085  31.1468  17.3856   0.6126
 ZHV  C03   C   CR5   0   0.349  30.5021  16.3105   0.0352
 ZHV  C05   C   CH1   0  -0.092  31.2940  14.7012  -1.7789
 ZHV  C06   C   CH2   0  -0.432  32.4963  13.7775  -1.6299
 ZHV  C07   C   CH2   0  -0.285  32.3783  12.6290  -2.6182
 ZHV  C10   C   CH2   0  -0.303  32.3818  12.4393  -6.3867
 ZHV  C12   C   CH3   0  -0.523  34.6890  13.1309  -6.3288
 ZHV  C13   C   CH3   0  -0.514  33.2426  13.8926  -8.0636
 ZHV  C14   C   CH2   0  -0.288  31.1183  13.9489  -4.1523
 ZHV  C15   C   CH2   0  -0.432  31.1449  15.1533  -3.2248
 ZHV  C18   C   CR6   0   0.200  29.1557  15.7936   0.2665
 ZHV  C19   C   CR16  0  -0.341  28.6575  15.6822   1.5547
 ZHV  C20   C   CR16  0  -0.142  27.3519  15.2284   1.7169
 ZHV  C21   C   CR16  0  -0.373  26.5950  14.9045   0.6110
 ZHV  C22   C   CR6   0   0.513  27.2054  15.0518  -0.6330
 ZHV  C24   C   CR6   0   0.424  26.9463  14.9879  -2.9663
 ZHV  C25   C   CR16  0  -0.269  26.9681  16.2866  -3.4545
 ZHV  C26   C   CR6   0  -0.116  27.3964  16.5124  -4.7506
 ZHV  C29   C   CR16  0  -0.224  27.7683  14.1728  -5.0735
 ZHV  N04   N   NR5   0  -0.344  31.3894  15.8448  -0.8747
 ZHV  N08   N   NT    0  -0.403  32.2926  13.1171  -3.9809
 ZHV  N11   N   NT    0  -0.391  33.3335  13.4910  -6.6778
 ZHV  N16   N   N     0  -0.097  32.4865  16.5707  -0.8616
 ZHV  N17   N   N     0  -0.306  32.3521  17.5012   0.0223
 ZHV  N32   N   N     0  -0.463  28.4297  15.4737  -0.8102
 ZHV  O23   O   O2    0  -0.504  26.4584  14.7344  -1.7186
 ZHV  BR27  BR  BR    0  -0.022  27.4265  18.2759  -5.4120
 ZHV  BR31  BR  BR    0  -0.006  27.3500  12.1856  -3.0859
 ZHV  H281  H   HCR6  0   0.293  28.1256  15.6392  -6.5846
 ZHV  H011  H   HCH3  0   0.259  31.1919  19.2763   1.5845
 ZHV  H013  H   HCH3  0   0.250  29.6059  18.5024   1.5919
 ZHV  H012  H   HCH3  0   0.254  30.8706  17.9300   2.6696
 ZHV  H051  H   HCH1  0   0.269  30.3966  14.1553  -1.4858
 ZHV  H061  H   HCH2  0   0.248  32.5475  13.3845  -0.6124
 ZHV  H062  H   HCH2  0   0.237  33.4194  14.3267  -1.8229
 ZHV  H072  H   HCH2  0   0.190  31.5050  12.0043  -2.3543
 ZHV  H071  H   HCH2  0   0.242  33.2582  11.9878  -2.5277
 ZHV  H091  H   HCH2  0   0.207  31.4679  11.3438  -4.8079
 ZHV  H092  H   HCH2  0   0.234  33.2155  11.4125  -4.6886
 ZHV  H102  H   HCH2  0   0.231  31.3945  12.7853  -6.7046
 ZHV  H101  H   HCH2  0   0.205  32.5839  11.5258  -6.9749
 ZHV  H122  H   HCH3  0   0.236  34.7800  12.9578  -5.2568
 ZHV  H123  H   HCH3  0   0.186  35.0470  12.2295  -6.8521
 ZHV  H121  H   HCH3  0   0.230  35.3636  13.9497  -6.5834
 ZHV  H133  H   HCH3  0   0.228  32.2270  14.2191  -8.2946
 ZHV  H132  H   HCH3  0   0.229  33.9141  14.7310  -8.2553
 ZHV  H131  H   HCH3  0   0.186  33.5033  13.0890  -8.7716
 ZHV  H142  H   HCH2  0   0.249  31.0697  14.3077  -5.1807
 ZHV  H141  H   HCH2  0   0.190  30.1964  13.3698  -3.9728
 ZHV  H151  H   HCH2  0   0.234  31.9812  15.8034  -3.4938
 ZHV  H152  H   HCH2  0   0.247  30.2252  15.7306  -3.3453
 ZHV  H191  H   HCR6  0   0.280  29.2712  15.9246   2.4104
 ZHV  H201  H   HCR6  0   0.284  26.9314  15.1275   2.7084
 ZHV  H211  H   HCR6  0   0.287  25.5756  14.5544   0.6960
 ZHV  H251  H   HCR6  0   0.303  26.6420  17.0986  -2.8173
 ZHV  H291  H   HCR6  0   0.300  28.0841  13.3558  -5.7081
 ZHV  C09   C   CH2   0  -0.301  32.3355  12.0175  -4.9233

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
 ZHV  C13   N11   single    1.446  0.020  1.446
 ZHV  N11   C12   single    1.445  0.020  1.445
 ZHV  N11   C10   single    1.448  0.020  1.448
 ZHV  C10   C09   single    1.524  0.020  1.524
 ZHV  C28   C29   aromatic  1.385  0.020  1.385
 ZHV  C28   C26   aromatic  1.388  0.020  1.388
 ZHV  C29   C30   aromatic  1.388  0.020  1.388
 ZHV  BR27  C26   single    1.884  0.020  1.884
 ZHV  C09   N08   single    1.449  0.020  1.449
 ZHV  C26   C25   aromatic  1.384  0.020  1.384
 ZHV  N08   C14   single    1.449  0.020  1.449
 ZHV  N08   C07   single    1.450  0.020  1.450
 ZHV  C14   C15   single    1.520  0.020  1.520
 ZHV  C30   BR31  single    1.877  0.020  1.877
 ZHV  C30   C24   aromatic  1.388  0.020  1.388
 ZHV  C25   C24   aromatic  1.388  0.020  1.388
 ZHV  C15   C05   single    1.522  0.020  1.522
 ZHV  C24   O23   single    1.363  0.020  1.363
 ZHV  C07   C06   single    1.520  0.020  1.520
 ZHV  O23   C22   single    1.355  0.020  1.355
 ZHV  C06   C05   single    1.523  0.020  1.523
 ZHV  C05   N04   single    1.461  0.020  1.461
 ZHV  N32   C22   aromatic  1.307  0.020  1.307
 ZHV  N32   C18   aromatic  1.337  0.020  1.337
 ZHV  C22   C21   aromatic  1.394  0.020  1.394
 ZHV  N04   N16   aromatic  1.316  0.020  1.316
 ZHV  N04   C03   aromatic  1.354  0.020  1.354
 ZHV  N16   N17   aromatic  1.290  0.020  1.290
 ZHV  C03   C18   single    1.461  0.020  1.461
 ZHV  C03   C02   aromatic  1.380  0.020  1.380
 ZHV  C18   C19   aromatic  1.386  0.020  1.386
 ZHV  N17   C02   aromatic  1.347  0.020  1.347
 ZHV  C21   C20   aromatic  1.379  0.020  1.379
 ZHV  C02   C01   single    1.487  0.020  1.487
 ZHV  C19   C20   aromatic  1.392  0.020  1.392
 ZHV  C28   H281  single    0.930  0.020  1.080
 ZHV  C01   H011  single    0.970  0.020  1.090
 ZHV  C01   H013  single    0.970  0.020  1.090
 ZHV  C01   H012  single    0.970  0.020  1.090
 ZHV  C05   H051  single    0.970  0.020  1.090
 ZHV  C06   H061  single    0.970  0.020  1.090
 ZHV  C06   H062  single    0.970  0.020  1.090
 ZHV  C07   H072  single    0.970  0.020  1.090
 ZHV  C07   H071  single    0.970  0.020  1.090
 ZHV  C09   H091  single    0.970  0.020  1.090
 ZHV  C09   H092  single    0.970  0.020  1.090
 ZHV  C10   H102  single    0.970  0.020  1.090
 ZHV  C10   H101  single    0.970  0.020  1.090
 ZHV  C12   H122  single    0.970  0.020  1.090
 ZHV  C12   H123  single    0.970  0.020  1.090
 ZHV  C12   H121  single    0.970  0.020  1.090
 ZHV  C13   H133  single    0.970  0.020  1.090
 ZHV  C13   H132  single    0.970  0.020  1.090
 ZHV  C13   H131  single    0.970  0.020  1.090
 ZHV  C14   H142  single    0.970  0.020  1.090
 ZHV  C14   H141  single    0.970  0.020  1.090
 ZHV  C15   H151  single    0.970  0.020  1.090
 ZHV  C15   H152  single    0.970  0.020  1.090
 ZHV  C19   H191  single    0.930  0.020  1.080
 ZHV  C20   H201  single    0.930  0.020  1.080
 ZHV  C21   H211  single    0.930  0.020  1.080
 ZHV  C25   H251  single    0.930  0.020  1.080
 ZHV  C29   H291  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
 ZHV  H281  C28  C29   119.50  3.000
 ZHV  H281  C28  C26   121.36  3.000
 ZHV  C29   C28  C26   119.14  3.000
 ZHV  BR31  C30  C29   120.26  3.000
 ZHV  BR31  C30  C24   119.70  3.000
 ZHV  C29   C30  C24   120.04  3.000
 ZHV  H012  C01  H013  107.38  3.000
 ZHV  H012  C01  H011  107.55  3.000
 ZHV  H013  C01  H011  108.23  3.000
 ZHV  H012  C01  C02   111.75  3.000
 ZHV  H013  C01  C02   111.42  3.000
 ZHV  H011  C01  C02   110.34  3.000
 ZHV  N17   C02  C03   107.55  3.000
 ZHV  N17   C02  C01   122.68  3.000
 ZHV  C03   C02  C01   129.76  3.000
 ZHV  N04   C03  C18   126.08  3.000
 ZHV  C18   C03  C02   129.79  3.000
 ZHV  N04   C03  C02   104.07  3.000
 ZHV  H051  C05  N04   106.21  3.000
 ZHV  H051  C05  C15   108.86  3.000
 ZHV  N04   C05  C15   111.21  3.000
 ZHV  H051  C05  C06   108.64  3.000
 ZHV  N04   C05  C06   111.26  3.000
 ZHV  C15   C05  C06   110.50  3.000
 ZHV  H062  C06  H061  107.83  3.000
 ZHV  H062  C06  C07   109.33  3.000
 ZHV  H061  C06  C07   109.73  3.000
 ZHV  H062  C06  C05   110.19  3.000
 ZHV  H061  C06  C05   110.26  3.000
 ZHV  C07   C06  C05   109.47  3.000
 ZHV  H071  C07  H072  106.54  3.000
 ZHV  H071  C07  N08   108.84  3.000
 ZHV  H072  C07  N08   111.58  3.000
 ZHV  H071  C07  C06   109.10  3.000
 ZHV  H072  C07  C06   109.46  3.000
 ZHV  N08   C07  C06   111.18  3.000
 ZHV  H101  C10  H102  105.78  3.000
 ZHV  H101  C10  N11   111.91  3.000
 ZHV  H102  C10  N11   107.77  3.000
 ZHV  H101  C10  C09   106.74  3.000
 ZHV  H102  C10  C09   109.84  3.000
 ZHV  N11   C10  C09   114.47  3.000
 ZHV  H121  C12  H123  107.59  3.000
 ZHV  H121  C12  H122  107.29  3.000
 ZHV  H123  C12  H122  108.07  3.000
 ZHV  H121  C12  N11   109.66  3.000
 ZHV  H123  C12  N11   113.19  3.000
 ZHV  H122  C12  N11   110.82  3.000
 ZHV  H131  C13  H132  107.56  3.000
 ZHV  H131  C13  H133  107.60  3.000
 ZHV  H132  C13  H133  107.80  3.000
 ZHV  H131  C13  N11   113.47  3.000
 ZHV  H132  C13  N11   110.07  3.000
 ZHV  H133  C13  N11   110.15  3.000
 ZHV  H141  C14  H142  106.79  3.000
 ZHV  H141  C14  N08   110.88  3.000
 ZHV  H142  C14  N08   109.67  3.000
 ZHV  H141  C14  C15   109.33  3.000
 ZHV  H142  C14  C15   108.39  3.000
 ZHV  N08   C14  C15   111.61  3.000
 ZHV  H152  C15  H151  107.62  3.000
 ZHV  H152  C15  C14   109.67  3.000
 ZHV  H151  C15  C14   109.54  3.000
 ZHV  H152  C15  C05   110.13  3.000
 ZHV  H151  C15  C05   109.61  3.000
 ZHV  C14   C15  C05   110.24  3.000
 ZHV  N32   C18  C19   122.28  3.000
 ZHV  C19   C18  C03   120.47  3.000
 ZHV  N32   C18  C03   117.23  3.000
 ZHV  H191  C19  C20   120.91  3.000
 ZHV  H191  C19  C18   120.93  3.000
 ZHV  C20   C19  C18   118.16  3.000
 ZHV  H201  C20  C21   120.00  3.000
 ZHV  H201  C20  C19   120.13  3.000
 ZHV  C21   C20  C19   119.87  3.000
 ZHV  H211  C21  C22   121.17  3.000
 ZHV  H211  C21  C20   122.04  3.000
 ZHV  C22   C21  C20   116.79  3.000
 ZHV  O23   C22  N32   118.90  3.000
 ZHV  N32   C22  C21   124.44  3.000
 ZHV  O23   C22  C21   116.66  3.000
 ZHV  O23   C24  C25   120.11  3.000
 ZHV  O23   C24  C30   119.63  3.000
 ZHV  C25   C24  C30   120.18  3.000
 ZHV  H251  C25  C26   121.48  3.000
 ZHV  H251  C25  C24   119.36  3.000
 ZHV  C26   C25  C24   119.16  3.000
 ZHV  BR27  C26  C25   119.12  3.000
 ZHV  C25   C26  C28   121.25  3.000
 ZHV  BR27  C26  C28   119.63  3.000
 ZHV  H291  C29  C30   120.49  3.000
 ZHV  H291  C29  C28   119.27  3.000
 ZHV  C30   C29  C28   120.23  3.000
 ZHV  N16   N04  C05   119.51  3.000
 ZHV  N16   N04  C03   110.50  3.000
 ZHV  C05   N04  C03   129.98  3.000
 ZHV  C14   N08  C09   112.49  3.000
 ZHV  C14   N08  C07   110.63  3.000
 ZHV  C09   N08  C07   110.74  3.000
 ZHV  C13   N11  C12   111.08  3.000
 ZHV  C12   N11  C10   112.76  3.000
 ZHV  C13   N11  C10   110.68  3.000
 ZHV  N17   N16  N04   108.53  3.000
 ZHV  N16   N17  C02   109.36  3.000
 ZHV  C22   N32  C18   118.46  3.000
 ZHV  C24   O23  C22   119.48  3.000
 ZHV  H092  C09  H091  105.80  3.000
 ZHV  H092  C09  N08   107.70  3.000
 ZHV  H091  C09  N08   111.82  3.000
 ZHV  H092  C09  C10   109.56  3.000
 ZHV  H091  C09  C10   107.04  3.000
 ZHV  N08   C09  C10   114.56  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
 ZHV  CONST_01  C24   C30  C29  C28     0.00   0.0  0
 ZHV  CONST_02  C24   C25  C26  C28     0.00   0.0  0
 ZHV  CONST_03  C26   C28  C29  C30     0.00   0.0  0
 ZHV  CONST_04  C26   C25  C24  C30     0.00   0.0  0
 ZHV  CONST_05  N16   N04  C03  C02     0.00   0.0  0
 ZHV  CONST_08  N04   N16  N17  C02     0.00   0.0  0
 ZHV  CONST_09  N17   N16  N04  C03     0.00   0.0  0
 ZHV  CONST_10  C22   N32  C18  C03   180.00   0.0  0
 ZHV  CONST_11  C20   C19  C18  C03   180.00   0.0  0
 ZHV  CONST_12  N16   N17  C02  C03     0.00   0.0  0
 ZHV  CONST_13  C21   C22  N32  C18     0.00   0.0  0
 ZHV  CONST_14  N16   N04  C03  C18   180.00   0.0  0
 ZHV  CONST_15  N17   C02  C03  C18   180.00   0.0  0
 ZHV  CONST_16  C21   C20  C19  C18     0.00   0.0  0
 ZHV  CONST_17  C22   N32  C18  C19     0.00   0.0  0
 ZHV  CONST_19  C22   C21  C20  C19     0.00   0.0  0
 ZHV  CONST_20  N32   C22  C21  C20     0.00   0.0  0
 ZHV  CONST_21  N32   C18  C19  C20     0.00   0.0  0
 ZHV  CONST_22  C29   C28  C26  C25     0.00   0.0  0
 ZHV  CONST_23  C29   C30  C24  C25     0.00   0.0  0
 ZHV  CONST_25  N17   C02  C03  N04     0.00   0.0  0
 ZHV  CONST_26  C05   N04  C03  C02   180.00   0.0  0
 ZHV  CONST_27  N17   N16  N04  C05   180.00   0.0  0
 ZHV  CONST_28  C18   C03  N04  C05     0.00   0.0  0
 ZHV  CONST_29  BR31  C30  C29  C28   180.00   0.0  0
 ZHV  CONST_30  N04   C03  C02  C01   180.00   0.0  0
 ZHV  CONST_31  C18   C03  C02  C01     0.00   0.0  0
 ZHV  CONST_32  N16   N17  C02  C01   180.00   0.0  0
 ZHV  CONST_33  O23   C22  N32  C18   180.00   0.0  0
 ZHV  CONST_34  O23   C22  C21  C20   180.00   0.0  0
 ZHV  CONST_35  BR27  C26  C25  C24   180.00   0.0  0
 ZHV  CONST_36  BR31  C30  C24  C25   180.00   0.0  0
 ZHV  CONST_37  O23   C24  C25  C26   180.00   0.0  0
 ZHV  CONST_38  BR27  C26  C28  C29   180.00   0.0  0
 ZHV  CONST_39  O23   C24  C30  C29   180.00   0.0  0
 ZHV  CONST_40  H251  C25  C26  C28   180.00   0.0  0
 ZHV  CONST_41  H281  C28  C29  C30   180.00   0.0  0
 ZHV  CONST_42  H191  C19  C18  C03     0.00   0.0  0
 ZHV  CONST_43  H201  C20  C19  C18   180.00   0.0  0
 ZHV  CONST_44  H211  C21  C20  C19   180.00   0.0  0
 ZHV  CONST_45  H291  C29  C30  C24   180.00   0.0  0
 ZHV  Var_01    N08   C14  C15  C05   -55.85  30.0  1
 ZHV  Var_02    N08   C07  C06  C05    58.22  30.0  1
 ZHV  Var_03    C14   N08  C07  C06   -61.14  30.0  1
 ZHV  Var_04    C15   C14  N08  C07    59.82  30.0  1
 ZHV  Var_05    C25   C24  O23  C22   -75.16  30.0  1
 ZHV  Var_06    N32   C22  O23  C24    -6.59  30.0  2
 ZHV  Var_07    C10   C09  N08  C07  -174.59  30.0  1
 ZHV  Var_08    H011  C01  C02  C03  -154.36  30.0  2
 ZHV  Var_09    N11   C10  C09  N08    46.19  30.0  1
 ZHV  Var_10    C13   N11  C10  C09  -175.91  30.0  1
 ZHV  Var_11    H133  C13  N11  C10    57.39  30.0  3
 ZHV  Var_12    H122  C12  N11  C10   -62.66  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 ZHV  chir_01  C05  C15  C06  N04  negativ

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
 ZHV  plan-1  C01   0.020
 ZHV  plan-1  C02   0.020
 ZHV  plan-1  C03   0.020
 ZHV  plan-1  C05   0.020
 ZHV  plan-1  C18   0.020
 ZHV  plan-1  N04   0.020
 ZHV  plan-1  N16   0.020
 ZHV  plan-1  N17   0.020
 ZHV  plan-2  C28   0.020
 ZHV  plan-2  C30   0.020
 ZHV  plan-2  C24   0.020
 ZHV  plan-2  C25   0.020
 ZHV  plan-2  C26   0.020
 ZHV  plan-2  C29   0.020
 ZHV  plan-2  O23   0.020
 ZHV  plan-2  BR27  0.020
 ZHV  plan-2  BR31  0.020
 ZHV  plan-2  H281  0.020
 ZHV  plan-2  H251  0.020
 ZHV  plan-2  H291  0.020
 ZHV  plan-3  C03   0.020
 ZHV  plan-3  C18   0.020
 ZHV  plan-3  C19   0.020
 ZHV  plan-3  C20   0.020
 ZHV  plan-3  C21   0.020
 ZHV  plan-3  C22   0.020
 ZHV  plan-3  N32   0.020
 ZHV  plan-3  O23   0.020
 ZHV  plan-3  H191  0.020
 ZHV  plan-3  H201  0.020
 ZHV  plan-3  H211  0.020

