# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 10:25:07 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 2-{(2E)-1-benzyl-3-[2-chloro-5-(2,4-diamino-6-ethylpyrimidin-5-yl)phenyl]triaz-2-en-1-yl}ethyl acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1nc(N)nc(N)c1c2ccc(Cl)c(c2)N=NN(CCOC(C)=O)Cc3ccccc3
#
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
 TAB  TAB  '2-{(2E)-1-benzyl-3-[2-chloro-5-(2,4-diamino-6-ethylpyrimidin-5-yl)phenyl]triaz-2-en-1-yl}ethyl acetate'  ligand  59  33  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TAB
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
 TAB  C1'   C   CR6   0   0.328   0.5583  -1.0766  -0.2039
 TAB  C2'   C   CR6   0  -0.130   1.2636  -2.2656  -0.4004
 TAB  C3'   C   CR16  0  -0.200   1.4084  -2.8207  -1.6622
 TAB  C4'   C   CR16  0  -0.302   0.8550  -2.1856  -2.7606
 TAB  C5'   C   CR6   0   0.013   0.1569  -0.9872  -2.6050
 TAB  C6'   C   CR16  0  -0.333   0.0132  -0.4547  -1.3312
 TAB  CL8   CL  CL    0  -0.110   1.9658  -3.0847   0.9535
 TAB  N8'   N   N     0  -0.328   0.4761  -0.5788   1.0967
 TAB  C9'   C   CR6   0  -0.150  -0.4343  -0.3028  -3.7768
 TAB  C10   C   CR6   0   0.278   0.1677   0.7632  -4.4234
 TAB  C11   C   CH2   0  -0.506   1.4745   1.3368  -3.9573
 TAB  N17   N   N     0  -0.505  -0.3847   1.3662  -5.4789
 TAB  C14   C   CR6   0   0.521  -1.5576   0.8928  -5.8923
 TAB  N22   N   NH2   0  -0.824  -2.1022   1.4708  -6.9902
 TAB  N15   N   N     0  -0.508  -2.2331  -0.1191  -5.3503
 TAB  C15   C   CR6   0   0.481  -1.6805  -0.7175  -4.3007
 TAB  N20   N   NH2   0  -0.824  -2.3485  -1.7592  -3.7668
 TAB  N18   N   NT    0  -0.228  -0.4636   0.8319   2.4302
 TAB  C19   C   CH2   0  -0.412   0.3973   0.3809   3.5111
 TAB  C20   C   CH3   0  -0.661   1.2668   2.5929  -3.1116
 TAB  C21   C   CH2   0  -0.349  -1.5959   1.7081   2.6515
 TAB  C22   C   CH2   0  -0.168  -2.8896   0.9603   2.8937
 TAB  O23   O   O2    0  -0.450  -2.7205   0.1830   4.0793
 TAB  C24   C   C     0   0.572  -3.7066  -0.6333   4.4425
 TAB  C25   C   CH3   0  -0.769  -3.3679  -1.3755   5.6998
 TAB  O26   O   O     0  -0.453  -4.7377  -0.7356   3.8269
 TAB  C27   C   CR6   0   0.152   1.8281   0.8303   3.3442
 TAB  C28   C   CR16  0  -0.295   2.1366   2.1876   3.3052
 TAB  C29   C   CR16  0  -0.281   2.8599  -0.0963   3.2529
 TAB  C30   C   CR16  0  -0.249   4.1787   0.3221   3.1375
 TAB  C31   C   CR16  0  -0.269   4.4794   1.6775   3.0998
 TAB  C32   C   CR16  0  -0.243   3.4531   2.6104   3.1817
 TAB  N65   N   N     0  -0.010  -0.3964   0.3066   1.2421
 TAB  H3'1  H   HCR6  0   0.279   1.9539  -3.7464  -1.7851
 TAB  H4'1  H   HCR6  0   0.259   0.9788  -2.6165  -3.7457
 TAB  H6'1  H   HCR6  0   0.256  -0.5344   0.4697  -1.2016
 TAB  H111  H   HCH2  0   0.247   2.0725   1.5880  -4.8357
 TAB  H112  H   HCH2  0   0.242   2.0350   0.5975  -3.3850
 TAB  HN21  H   HNH2  0   0.387  -3.0766   1.3044  -7.1741
 TAB  HN22  H   HNH2  0   0.387  -1.7491   2.3714  -7.2640
 TAB  HN11  H   HNH2  0   0.392  -3.3009  -1.9083  -4.0547
 TAB  HN12  H   HNH2  0   0.400  -2.1000  -2.1035  -2.8557
 TAB  H191  H   HCH2  0   0.283  -0.0143   0.7868   4.4340
 TAB  H192  H   HCH2  0   0.274   0.3507  -0.7088   3.5821
 TAB  H201  H   HCH3  0   0.236   2.2255   3.0238  -2.8233
 TAB  H202  H   HCH3  0   0.229   0.7086   3.3496  -3.6625
 TAB  H203  H   HCH3  0   0.225   0.7155   2.3681  -2.1982
 TAB  H211  H   HCH2  0   0.272  -1.3683   2.3641   3.4914
 TAB  H212  H   HCH2  0   0.285  -1.7274   2.3442   1.7757
 TAB  H221  H   HCH2  0   0.252  -3.7079   1.6740   3.0135
 TAB  H222  H   HCH2  0   0.244  -3.1172   0.3147   2.0424
 TAB  H251  H   HCH3  0   0.263  -4.1206  -2.1300   5.9098
 TAB  H252  H   HCH3  0   0.270  -2.3910  -1.8515   5.6202
 TAB  H253  H   HCH3  0   0.277  -3.3225  -0.6817   6.5405
 TAB  H281  H   HCR6  0   0.248   1.3453   2.9253   3.3740
 TAB  H291  H   HCR6  0   0.244   2.6277  -1.1535   3.2561
 TAB  H301  H   HCR6  0   0.253   4.9709  -0.4120   3.0672
 TAB  H311  H   HCR6  0   0.254   5.5069   2.0046   3.0054
 TAB  H321  H   HCR6  0   0.254   3.6770   3.6692   3.1533

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
 TAB  C1'  C2'   aromatic  1.396  0.020  1.396
 TAB  C1'  C6'   aromatic  1.398  0.020  1.398
 TAB  C1'  N8'   single    1.395  0.020  1.395
 TAB  C2'  C3'   aromatic  1.386  0.020  1.386
 TAB  C2'  CL8   single    1.731  0.020  1.731
 TAB  C3'  C4'   aromatic  1.384  0.020  1.384
 TAB  C3'  H3'1  single    0.930  0.020  1.080
 TAB  C4'  C5'   aromatic  1.396  0.020  1.396
 TAB  C4'  H4'1  single    0.930  0.020  1.080
 TAB  C5'  C6'   aromatic  1.388  0.020  1.388
 TAB  C5'  C9'   single    1.480  0.020  1.480
 TAB  C6'  H6'1  single    0.930  0.020  1.080
 TAB  N8'  N65   double    1.252  0.020  1.252
 TAB  C9'  C10   aromatic  1.384  0.020  1.384
 TAB  C9'  C15   aromatic  1.414  0.020  1.414
 TAB  C10  C11   single    1.501  0.020  1.501
 TAB  C10  N17   aromatic  1.335  0.020  1.335
 TAB  C11  C20   single    1.528  0.020  1.528
 TAB  C11  H111  single    0.970  0.020  1.090
 TAB  C11  H112  single    0.970  0.020  1.090
 TAB  N17  C14   aromatic  1.331  0.020  1.331
 TAB  C14  N22   single    1.355  0.020  1.355
 TAB  C14  N15   aromatic  1.332  0.020  1.332
 TAB  N22  HN21  single    0.890  0.020  1.040
 TAB  N22  HN22  single    0.890  0.020  1.040
 TAB  N15  C15   aromatic  1.329  0.020  1.329
 TAB  C15  N20   single    1.348  0.020  1.348
 TAB  N20  HN11  single    0.890  0.020  1.040
 TAB  N20  HN12  single    0.890  0.020  1.040
 TAB  N18  C19   single    1.454  0.020  1.454
 TAB  N18  C21   single    1.449  0.020  1.449
 TAB  N18  N65   single    1.301  0.020  1.301
 TAB  C19  C27   single    1.509  0.020  1.509
 TAB  C19  H191  single    0.970  0.020  1.090
 TAB  C19  H192  single    0.970  0.020  1.090
 TAB  C20  H201  single    0.970  0.020  1.090
 TAB  C20  H202  single    0.970  0.020  1.090
 TAB  C20  H203  single    0.970  0.020  1.090
 TAB  C21  C22   single    1.514  0.020  1.514
 TAB  C21  H211  single    0.970  0.020  1.090
 TAB  C21  H212  single    0.970  0.020  1.090
 TAB  C22  O23   single    1.428  0.020  1.428
 TAB  C22  H221  single    0.970  0.020  1.090
 TAB  C22  H222  single    0.970  0.020  1.090
 TAB  O23  C24   single    1.331  0.020  1.331
 TAB  C24  C25   single    1.499  0.020  1.499
 TAB  C24  O26   double    1.205  0.020  1.205
 TAB  C25  H251  single    0.970  0.020  1.090
 TAB  C25  H252  single    0.970  0.020  1.090
 TAB  C25  H253  single    0.970  0.020  1.090
 TAB  C27  C28   aromatic  1.392  0.020  1.392
 TAB  C27  C29   aromatic  1.390  0.020  1.390
 TAB  C28  C32   aromatic  1.388  0.020  1.388
 TAB  C28  H281  single    0.930  0.020  1.080
 TAB  C29  C30   aromatic  1.388  0.020  1.388
 TAB  C29  H291  single    0.930  0.020  1.080
 TAB  C30  C31   aromatic  1.389  0.020  1.389
 TAB  C30  H301  single    0.930  0.020  1.080
 TAB  C31  C32   aromatic  1.389  0.020  1.389
 TAB  C31  H311  single    0.930  0.020  1.080
 TAB  C32  H321  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
 TAB  N8'   C1'  C6'   124.75  3.000
 TAB  N8'   C1'  C2'   117.69  3.000
 TAB  C6'   C1'  C2'   117.53  3.000
 TAB  CL8   C2'  C3'   118.69  3.000
 TAB  CL8   C2'  C1'   119.85  3.000
 TAB  C3'   C2'  C1'   121.46  3.000
 TAB  H3'1  C3'  C4'   120.27  3.000
 TAB  H3'1  C3'  C2'   119.93  3.000
 TAB  C4'   C3'  C2'   119.80  3.000
 TAB  H4'1  C4'  C5'   120.04  3.000
 TAB  H4'1  C4'  C3'   119.60  3.000
 TAB  C5'   C4'  C3'   120.36  3.000
 TAB  C9'   C5'  C6'   120.52  3.000
 TAB  C9'   C5'  C4'   120.56  3.000
 TAB  C6'   C5'  C4'   118.91  3.000
 TAB  H6'1  C6'  C5'   119.33  3.000
 TAB  H6'1  C6'  C1'   118.73  3.000
 TAB  C5'   C6'  C1'   121.94  3.000
 TAB  N65   N8'  C1'   113.69  3.000
 TAB  C15   C9'  C10   115.85  3.000
 TAB  C15   C9'  C5'   120.64  3.000
 TAB  C10   C9'  C5'   123.51  3.000
 TAB  N17   C10  C11   115.65  3.000
 TAB  N17   C10  C9'   122.48  3.000
 TAB  C11   C10  C9'   121.85  3.000
 TAB  H112  C11  H111  107.26  3.000
 TAB  H112  C11  C20   109.68  3.000
 TAB  H111  C11  C20   109.30  3.000
 TAB  H112  C11  C10   110.58  3.000
 TAB  H111  C11  C10   108.36  3.000
 TAB  C20   C11  C10   111.56  3.000
 TAB  C14   N17  C10   116.72  3.000
 TAB  N15   C14  N22   116.74  3.000
 TAB  N15   C14  N17   126.22  3.000
 TAB  N22   C14  N17   117.02  3.000
 TAB  HN22  N22  HN21  116.03  3.000
 TAB  HN22  N22  C14   117.49  3.000
 TAB  HN21  N22  C14   117.85  3.000
 TAB  C15   N15  C14   116.92  3.000
 TAB  N20   C15  N15   117.06  3.000
 TAB  N20   C15  C9'   121.12  3.000
 TAB  N15   C15  C9'   121.81  3.000
 TAB  HN12  N20  HN11  116.28  3.000
 TAB  HN12  N20  C15   120.08  3.000
 TAB  HN11  N20  C15   118.06  3.000
 TAB  N65   N18  C21   115.10  3.000
 TAB  N65   N18  C19   121.55  3.000
 TAB  C21   N18  C19   122.47  3.000
 TAB  H192  C19  H191  107.48  3.000
 TAB  H192  C19  C27   110.15  3.000
 TAB  H191  C19  C27   109.94  3.000
 TAB  H192  C19  N18   109.41  3.000
 TAB  H191  C19  N18   106.90  3.000
 TAB  C27   C19  N18   112.76  3.000
 TAB  H203  C20  H202  107.91  3.000
 TAB  H203  C20  H201  107.74  3.000
 TAB  H202  C20  H201  108.04  3.000
 TAB  H203  C20  C11   111.27  3.000
 TAB  H202  C20  C11   111.13  3.000
 TAB  H201  C20  C11   110.60  3.000
 TAB  H212  C21  H211  107.04  3.000
 TAB  H212  C21  C22   108.28  3.000
 TAB  H211  C21  C22   110.65  3.000
 TAB  H212  C21  N18   108.92  3.000
 TAB  H211  C21  N18   108.58  3.000
 TAB  C22   C21  N18   113.18  3.000
 TAB  H222  C22  H221  108.39  3.000
 TAB  H222  C22  O23   110.49  3.000
 TAB  H221  C22  O23   110.70  3.000
 TAB  H222  C22  C21   110.20  3.000
 TAB  H221  C22  C21   109.57  3.000
 TAB  O23   C22  C21   107.49  3.000
 TAB  C24   O23  C22   118.22  3.000
 TAB  O26   C24  C25   125.44  3.000
 TAB  O26   C24  O23   123.13  3.000
 TAB  C25   C24  O23   111.43  3.000
 TAB  H253  C25  H252  107.27  3.000
 TAB  H253  C25  H251  108.75  3.000
 TAB  H252  C25  H251  109.39  3.000
 TAB  H253  C25  C24   109.93  3.000
 TAB  H252  C25  C24   110.96  3.000
 TAB  H251  C25  C24   110.46  3.000
 TAB  C29   C27  C28   118.92  3.000
 TAB  C29   C27  C19   120.84  3.000
 TAB  C28   C27  C19   120.23  3.000
 TAB  H281  C28  C32   119.38  3.000
 TAB  H281  C28  C27   119.99  3.000
 TAB  C32   C28  C27   120.63  3.000
 TAB  H291  C29  C30   119.89  3.000
 TAB  H291  C29  C27   119.46  3.000
 TAB  C30   C29  C27   120.64  3.000
 TAB  H301  C30  C31   120.11  3.000
 TAB  H301  C30  C29   119.75  3.000
 TAB  C31   C30  C29   120.14  3.000
 TAB  H311  C31  C32   120.22  3.000
 TAB  H311  C31  C30   120.19  3.000
 TAB  C32   C31  C30   119.59  3.000
 TAB  H321  C32  C31   120.16  3.000
 TAB  H321  C32  C28   119.76  3.000
 TAB  C31   C32  C28   120.08  3.000
 TAB  N18   N65  N8'   115.33  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
 TAB  CONST_01  C4'   C3'  C2'  C1'     0.00   0.0  0
 TAB  CONST_02  C4'   C5'  C6'  C1'     0.00   0.0  0
 TAB  CONST_03  C9'   C5'  C6'  C1'   180.00   0.0  0
 TAB  CONST_04  C5'   C6'  C1'  C2'     0.00   0.0  0
 TAB  CONST_05  C5'   C4'  C3'  C2'     0.00   0.0  0
 TAB  CONST_06  C6'   C1'  C2'  C3'     0.00   0.0  0
 TAB  CONST_07  C6'   C5'  C4'  C3'     0.00   0.0  0
 TAB  CONST_08  C9'   C5'  C4'  C3'   180.00   0.0  0
 TAB  CONST_11  N17   C10  C9'  C5'   180.00   0.0  0
 TAB  CONST_12  N15   C15  C9'  C5'   180.00   0.0  0
 TAB  CONST_15  C14   N17  C10  C9'     0.00   0.0  0
 TAB  CONST_16  C14   N15  C15  C9'     0.00   0.0  0
 TAB  CONST_17  N15   C15  C9'  C10     0.00   0.0  0
 TAB  CONST_18  N15   C14  N17  C10     0.00   0.0  0
 TAB  CONST_19  C15   C9'  C10  N17     0.00   0.0  0
 TAB  CONST_20  C15   N15  C14  N17     0.00   0.0  0
 TAB  CONST_21  C31   C32  C28  C27     0.00   0.0  0
 TAB  CONST_22  C31   C30  C29  C27     0.00   0.0  0
 TAB  CONST_23  C30   C29  C27  C28     0.00   0.0  0
 TAB  CONST_24  C30   C31  C32  C28     0.00   0.0  0
 TAB  CONST_25  C32   C28  C27  C29     0.00   0.0  0
 TAB  CONST_26  C32   C31  C30  C29     0.00   0.0  0
 TAB  CONST_27  N8'   C1'  C2'  C3'   180.00   0.0  0
 TAB  CONST_28  CL8   C2'  C3'  C4'   180.00   0.0  0
 TAB  CONST_29  N8'   C1'  C6'  C5'   180.00   0.0  0
 TAB  CONST_30  C11   C10  C9'  C5'     0.00   0.0  0
 TAB  CONST_31  N20   C15  C9'  C5'     0.00   0.0  0
 TAB  CONST_32  CL8   C2'  C1'  C6'   180.00   0.0  0
 TAB  CONST_33  N20   C15  C9'  C10   180.00   0.0  0
 TAB  CONST_34  N22   C14  N17  C10   180.00   0.0  0
 TAB  CONST_35  C15   C9'  C10  C11   180.00   0.0  0
 TAB  CONST_36  C14   N17  C10  C11   180.00   0.0  0
 TAB  CONST_37  N20   C15  N15  C14   180.00   0.0  0
 TAB  CONST_38  C15   N15  C14  N22   180.00   0.0  0
 TAB  CONST_39  C32   C28  C27  C19   180.00   0.0  0
 TAB  CONST_40  C30   C29  C27  C19   180.00   0.0  0
 TAB  CONST_41  H3'1  C3'  C2'  C1'   180.00   0.0  0
 TAB  CONST_42  H6'1  C6'  C1'  C2'   180.00   0.0  0
 TAB  CONST_43  H4'1  C4'  C3'  C2'   180.00   0.0  0
 TAB  CONST_44  H321  C32  C28  C27   180.00   0.0  0
 TAB  CONST_45  H301  C30  C29  C27   180.00   0.0  0
 TAB  CONST_46  H291  C29  C27  C28   180.00   0.0  0
 TAB  CONST_47  H311  C31  C32  C28   180.00   0.0  0
 TAB  CONST_48  H281  C28  C27  C29   180.00   0.0  0
 TAB  CONST_49  N65   N8'  C1'  C2'   180.00   0.0  0
 TAB  CONST_51  HN11  N20  C15  C9'   180.00   0.0  0
 TAB  Var_01    C20   C11  C10  C9'   -98.83  30.0  2
 TAB  Var_02    C28   C27  C19  N18    60.96  30.0  2
 TAB  Var_03    C27   C19  N18  C21  -118.41  30.0  3
 TAB  Var_04    H201  C20  C11  C10  -177.20  30.0  3
 TAB  Var_05    C19   N18  N65  N8'    -1.70  30.0  3
 TAB  Var_06    O23   C22  C21  N18    61.88  30.0  3
 TAB  Var_07    C22   C21  N18  C19   -91.67  30.0  3
 TAB  Var_08    C25   C24  O23  C22   179.80  30.0  3
 TAB  Var_09    H251  C25  C24  O23  -172.49  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
 TAB  plan-1  C1'   0.020
 TAB  plan-1  C2'   0.020
 TAB  plan-1  C3'   0.020
 TAB  plan-1  C4'   0.020
 TAB  plan-1  C5'   0.020
 TAB  plan-1  C6'   0.020
 TAB  plan-1  CL8   0.020
 TAB  plan-1  N8'   0.020
 TAB  plan-1  C9'   0.020
 TAB  plan-1  N18   0.020
 TAB  plan-1  N65   0.020
 TAB  plan-1  H3'1  0.020
 TAB  plan-1  H4'1  0.020
 TAB  plan-1  H6'1  0.020
 TAB  plan-2  O23   0.020
 TAB  plan-2  C24   0.020
 TAB  plan-2  C25   0.020
 TAB  plan-2  O26   0.020
 TAB  plan-3  C5'   0.020
 TAB  plan-3  C9'   0.020
 TAB  plan-3  C10   0.020
 TAB  plan-3  C11   0.020
 TAB  plan-3  N17   0.020
 TAB  plan-3  C14   0.020
 TAB  plan-3  N22   0.020
 TAB  plan-3  N15   0.020
 TAB  plan-3  C15   0.020
 TAB  plan-3  N20   0.020
 TAB  plan-4  C19   0.020
 TAB  plan-4  C27   0.020
 TAB  plan-4  C28   0.020
 TAB  plan-4  C29   0.020
 TAB  plan-4  C30   0.020
 TAB  plan-4  C31   0.020
 TAB  plan-4  C32   0.020
 TAB  plan-4  H281  0.020
 TAB  plan-4  H291  0.020
 TAB  plan-4  H301  0.020
 TAB  plan-4  H311  0.020
 TAB  plan-4  H321  0.020
 TAB  plan-5  C14   0.020
 TAB  plan-5  N22   0.020
 TAB  plan-5  HN21  0.020
 TAB  plan-5  HN22  0.020
 TAB  plan-6  C15   0.020
 TAB  plan-6  N20   0.020
 TAB  plan-6  HN11  0.020
 TAB  plan-6  HN12  0.020

