# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 08:41:13 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 4-{2-[(6-chloro-5-nitropyrimidin-4-yl)amino]ethyl}benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1ccc(CCNc2ncnc(Cl)c2[N+]([O-])=O)cc1
#
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
 J74  J74  4-{2-[(6-chloro-5-nitropyrimidin-4-yl)amino]ethyl}benzenesulfonamide  ligand  35  23  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_J74
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
 J74  N1    N   N      0  -0.408   4.7854  -2.2024   0.1030
 J74  C2    C   CR16   0   0.093   3.4804  -2.4571   0.1351
 J74  N3    N   N      0  -0.452   2.5063  -1.5887   0.0805
 J74  C4    C   CR6    0   0.581   2.8154  -0.2827   0.0094
 J74  C5    C   CR6    0   0.141   4.1931   0.0974   0.0573
 J74  C6    C   CR6    0   0.172   5.1248  -0.9366   0.0710
 J74  N7    N   NH1    0  -0.656   1.7985   0.5602  -0.0691
 J74  C8    C   CR6    0   0.135  -1.9402   0.9299  -0.0642
 J74  C9    C   CR16   0  -0.288  -2.5707   0.6713   1.1496
 J74  C10   C   CR16   0  -0.217  -3.8864   0.2368   1.1918
 J74  C11   C   CR6    0  -0.220  -4.5772   0.0684   0.0009
 J74  C12   C   CR16   0  -0.204  -3.9723   0.3224  -1.2230
 J74  C13   C   CR16   0  -0.294  -2.6555   0.7480  -1.2461
 J74  S14   S   S      0   1.361  -6.2564  -0.4851   0.0271
 J74  O15   O   OS     0  -0.667  -6.5262  -1.2683  -1.1703
 J74  O16   O   OS     0  -0.652  -6.5040  -1.1001   1.3243
 J74  N17   N   NC2    0  -0.887  -7.0692   0.9395  -0.1736
 J74  N18   N   N      1   0.345   4.5790   1.4787   0.1040
 J74  O19   O   O     -1  -0.359   5.5890   1.7808   0.6867
 J74  O20   O   O      0  -0.398   3.8492   2.2861  -0.4386
 J74  CL21  CL  CL     0  -0.027   6.8137  -0.6551  -0.0358
 J74  C22   C   CH2    0  -0.238   0.4116   0.1305  -0.0335
 J74  C23   C   CH2    0  -0.571  -0.4997   1.3512  -0.0994
 J74  H2    H   HCR6   0   0.286   3.1998  -3.5020   0.2010
 J74  HN7   H   HNH1   0   0.427   1.9876   1.5416  -0.1930
 J74  H9    H   HCR6   0   0.267  -2.0310   0.8106   2.0782
 J74  H10   H   HCR6   0   0.283  -4.3568   0.0349   2.1442
 J74  H12   H   HCR6   0   0.284  -4.5118   0.1882  -2.1509
 J74  H13   H   HCR6   0   0.267  -2.1794   0.9445  -2.1986
 J74  HN17  H   HNC2   0   0.416  -7.0637   1.5138   0.6632
 J74  HN1A  H   HNC2   0   0.419  -8.0240   0.7809  -0.4826
 J74  H22   H   HCH2   0   0.259   0.2068  -0.5395  -0.8713
 J74  H22A  H   HCH2   0   0.258   0.2228  -0.4318   0.8830
 J74  H23   H   HCH2   0   0.272  -0.2984   1.9095  -1.0165
 J74  H23A  H   HCH2   0   0.273  -0.2849   2.0159   0.7409

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
 J74  N1   C2    aromatic  1.330  0.020  1.330
 J74  N1   C6    aromatic  1.311  0.020  1.311
 J74  C2   N3    aromatic  1.306  0.020  1.306
 J74  N3   C4    aromatic  1.344  0.020  1.344
 J74  C4   C5    aromatic  1.430  0.020  1.430
 J74  C4   N7    single    1.323  0.020  1.323
 J74  C5   C6    aromatic  1.392  0.020  1.392
 J74  C5   N18   single    1.435  0.020  1.435
 J74  C6   CL21  single    1.716  0.020  1.716
 J74  N7   C22   single    1.452  0.020  1.452
 J74  C8   C9    aromatic  1.392  0.020  1.392
 J74  C8   C13   aromatic  1.393  0.020  1.393
 J74  C8   C23   single    1.501  0.020  1.501
 J74  C9   C10   aromatic  1.386  0.020  1.386
 J74  C10  C11   aromatic  1.387  0.020  1.387
 J74  C11  C12   aromatic  1.389  0.020  1.389
 J74  C11  S14   single    1.768  0.020  1.768
 J74  C12  C13   aromatic  1.384  0.020  1.384
 J74  S14  O15   double    1.456  0.020  1.456
 J74  S14  O16   double    1.457  0.020  1.457
 J74  S14  N17   single    1.652  0.020  1.652
 J74  N18  O19   single    1.205  0.020  1.205
 J74  N18  O20   double    1.216  0.020  1.216
 J74  C22  C23   single    1.525  0.020  1.525
 J74  C2   H2    single    0.930  0.020  1.080
 J74  N7   HN7   single    0.860  0.020  1.020
 J74  C9   H9    single    0.930  0.020  1.080
 J74  C10  H10   single    0.930  0.020  1.080
 J74  C12  H12   single    0.930  0.020  1.080
 J74  C13  H13   single    0.930  0.020  1.080
 J74  N17  HN17  single    0.890  0.020  1.040
 J74  N17  HN1A  single    0.890  0.020  1.040
 J74  C22  H22   single    0.970  0.020  1.090
 J74  C22  H22A  single    0.970  0.020  1.090
 J74  C23  H23   single    0.970  0.020  1.090
 J74  C23  H23A  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
 J74  C6    N1   C2    116.08  3.000
 J74  H2    C2   N3    116.77  3.000
 J74  H2    C2   N1    116.11  3.000
 J74  N3    C2   N1    127.12  3.000
 J74  C4    N3   C2    118.47  3.000
 J74  N7    C4   C5    124.96  3.000
 J74  N7    C4   N3    116.45  3.000
 J74  C5    C4   N3    118.57  3.000
 J74  N18   C5   C6    122.33  3.000
 J74  N18   C5   C4    121.07  3.000
 J74  C6    C5   C4    116.60  3.000
 J74  CL21  C6   C5    122.44  3.000
 J74  CL21  C6   N1    114.51  3.000
 J74  C5    C6   N1    122.97  3.000
 J74  HN7   N7   C22   118.07  3.000
 J74  HN7   N7   C4    118.93  3.000
 J74  C22   N7   C4    122.95  3.000
 J74  C23   C8   C13   120.61  3.000
 J74  C23   C8   C9    120.48  3.000
 J74  C13   C8   C9    118.87  3.000
 J74  H9    C9   C10   119.16  3.000
 J74  H9    C9   C8    119.87  3.000
 J74  C10   C9   C8    120.97  3.000
 J74  H10   C10  C11   121.13  3.000
 J74  H10   C10  C9    119.88  3.000
 J74  C11   C10  C9    118.99  3.000
 J74  S14   C11  C12   118.95  3.000
 J74  S14   C11  C10   119.88  3.000
 J74  C12   C11  C10   121.17  3.000
 J74  H12   C12  C13   119.89  3.000
 J74  H12   C12  C11   121.07  3.000
 J74  C13   C12  C11   119.04  3.000
 J74  H13   C13  C12   119.26  3.000
 J74  H13   C13  C8    119.79  3.000
 J74  C12   C13  C8    120.95  3.000
 J74  N17   S14  O16   112.86  3.000
 J74  N17   S14  O15   105.82  3.000
 J74  O16   S14  O15   118.28  3.000
 J74  N17   S14  C11   101.27  3.000
 J74  O16   S14  C11   107.87  3.000
 J74  O15   S14  C11   109.40  3.000
 J74  HN1A  N17  HN17  110.12  3.000
 J74  HN1A  N17  S14   111.38  3.000
 J74  HN17  N17  S14   112.64  3.000
 J74  O20   N18  O19   123.55  3.000
 J74  O20   N18  C5    117.59  3.000
 J74  O19   N18  C5    118.86  3.000
 J74  H22A  C22  H22   107.19  3.000
 J74  H22A  C22  C23   110.20  3.000
 J74  H22   C22  C23   110.24  3.000
 J74  H22A  C22  N7    109.77  3.000
 J74  H22   C22  N7    109.99  3.000
 J74  C23   C22  N7    109.44  3.000
 J74  H23A  C23  H23   107.37  3.000
 J74  H23A  C23  C22   109.65  3.000
 J74  H23   C23  C22   109.59  3.000
 J74  H23A  C23  C8    109.95  3.000
 J74  H23   C23  C8    109.87  3.000
 J74  C22   C23  C8    110.36  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
 J74  CONST_01  C4    N3   C2   N1      0.00   0.0  0
 J74  CONST_02  C4    C5   C6   N1      0.00   0.0  0
 J74  CONST_03  C5    C6   N1   C2      0.00   0.0  0
 J74  CONST_04  C5    C4   N3   C2      0.00   0.0  0
 J74  CONST_05  C6    N1   C2   N3      0.00   0.0  0
 J74  CONST_06  C6    C5   C4   N3      0.00   0.0  0
 J74  CONST_07  C11   C10  C9   C8      0.00   0.0  0
 J74  CONST_08  C11   C12  C13  C8      0.00   0.0  0
 J74  CONST_09  C12   C13  C8   C9      0.00   0.0  0
 J74  CONST_10  C12   C11  C10  C9      0.00   0.0  0
 J74  CONST_11  C13   C8   C9   C10     0.00   0.0  0
 J74  CONST_12  C13   C12  C11  C10     0.00   0.0  0
 J74  CONST_13  N18   C5   C6   N1    180.00   0.0  0
 J74  CONST_14  CL21  C6   N1   C2    180.00   0.0  0
 J74  CONST_15  N7    C4   N3   C2    180.00   0.0  0
 J74  CONST_16  N18   C5   C4   N3    180.00   0.0  0
 J74  CONST_17  CL21  C6   C5   C4    180.00   0.0  0
 J74  CONST_18  N7    C4   C5   C6    180.00   0.0  0
 J74  CONST_19  S14   C11  C10  C9    180.00   0.0  0
 J74  CONST_20  C23   C8   C9   C10   180.00   0.0  0
 J74  CONST_21  C23   C8   C13  C12   180.00   0.0  0
 J74  CONST_22  S14   C11  C12  C13   180.00   0.0  0
 J74  CONST_23  H2    C2   N3   C4    180.00   0.0  0
 J74  CONST_24  H10   C10  C9   C8    180.00   0.0  0
 J74  CONST_25  H12   C12  C13  C8    180.00   0.0  0
 J74  CONST_26  H13   C13  C8   C9    180.00   0.0  0
 J74  CONST_27  H9    C9   C10  C11   180.00   0.0  0
 J74  CONST_28  C22   N7   C4   N3      0.00   0.0  0
 J74  CONST_31  C22   N7   C4   C5    180.00   0.0  0
 J74  CONST_34  HN7   N7   C4   N3    180.00   0.0  0
 J74  Var_01    C22   C23  C8   C9     83.45  30.0  2
 J74  Var_02    O15   S14  C11  C10  -148.63  30.0  2
 J74  Var_03    C23   C22  N7   C4    178.16  30.0  3
 J74  Var_04    C8    C23  C22  N7    179.99  30.0  3
 J74  Var_05    HN17  N17  S14  C11   -74.28  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
 J74  plan-1  N1    0.020
 J74  plan-1  C2    0.020
 J74  plan-1  N3    0.020
 J74  plan-1  C4    0.020
 J74  plan-1  C5    0.020
 J74  plan-1  C6    0.020
 J74  plan-1  N7    0.020
 J74  plan-1  N18   0.020
 J74  plan-1  CL21  0.020
 J74  plan-1  H2    0.020
 J74  plan-2  C8    0.020
 J74  plan-2  C9    0.020
 J74  plan-2  C10   0.020
 J74  plan-2  C11   0.020
 J74  plan-2  C12   0.020
 J74  plan-2  C13   0.020
 J74  plan-2  S14   0.020
 J74  plan-2  C23   0.020
 J74  plan-2  H9    0.020
 J74  plan-2  H10   0.020
 J74  plan-2  H12   0.020
 J74  plan-2  H13   0.020
 J74  plan-3  C4    0.020
 J74  plan-3  N7    0.020
 J74  plan-3  C22   0.020
 J74  plan-3  HN7   0.020
 J74  plan-4  C5    0.020
 J74  plan-4  N18   0.020
 J74  plan-4  O19   0.020
 J74  plan-4  O20   0.020

