# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 20:45:38 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: (2R)-1-[(4-tert-butylphenyl)sulfonyl]-2-methyl-4-(4-nitrophenyl)piperazine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1CN(CCN1[S](=O)(=O)c2ccc(cc2)C(C)(C)C)c3ccc(cc3)[N+]([O-])=O
#
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
 3CZ  3CZ  (2R)-1-[(4-tert-butylphenyl)sulfonyl]-2-methyl-4-(4-nitrophenyl)piperazine  ligand  56  29  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3CZ
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
 3CZ  O3    O  O     -1  -0.407   5.2201  -4.2602   0.6508
 3CZ  N2    N  N      1   0.320   4.9784  -3.6015  -0.3409
 3CZ  O4    O  O      0  -0.407   5.2996  -3.9489  -1.4598
 3CZ  C5    C  CR6    0   0.206   4.2843  -2.3616  -0.1844
 3CZ  C12   C  CR16   0  -0.253   3.9040  -1.9243   1.0811
 3CZ  C14   C  CR16   0  -0.356   3.2305  -0.7359   1.2314
 3CZ  C13   C  CR16   0  -0.255   3.9771  -1.5845  -1.2981
 3CZ  C15   C  CR16   0  -0.343   3.3028  -0.3976  -1.1499
 3CZ  C6    C  CR6    0   0.430   2.9030   0.0782   0.1216
 3CZ  N3    N  NT     0  -0.509   2.2595   1.2667   0.2693
 3CZ  C4    C  CH2    0  -0.335   1.7041   2.0266  -0.8340
 3CZ  C1    C  CH1    0  -0.113   0.1929   1.8055  -0.9459
 3CZ  C22   C  CH3    0  -0.669  -0.1452   0.3773  -1.3606
 3CZ  C7    C  CH2    0  -0.337   1.6761   1.7157   1.5194
 3CZ  C2    C  CH2    0  -0.302   0.1667   1.5181   1.5129
 3CZ  N1    N  N      0  -0.587  -0.3875   2.2030   0.3473
 3CZ  S1    S  S      0   1.383  -1.9314   2.7760   0.4108
 3CZ  O1    O  OS     0  -0.652  -2.1243   3.3040   1.7521
 3CZ  O2    O  OS     0  -0.650  -2.1058   3.6506  -0.7376
 3CZ  C3    C  CR6    0  -0.217  -3.0228   1.3984   0.2123
 3CZ  C10   C  CR16   0  -0.218  -3.1842   0.4998   1.2615
 3CZ  C17   C  CR16   0  -0.300  -3.9724  -0.6200   1.0747
 3CZ  C11   C  CR16   0  -0.217  -3.6680   1.1906  -0.9953
 3CZ  C16   C  CR16   0  -0.326  -4.4650   0.0656  -1.1588
 3CZ  C9    C  CR6    0   0.214  -4.6245  -0.8676  -0.1381
 3CZ  C8    C  CT     0  -0.177  -5.4669  -2.1264  -0.2963
 3CZ  C21   C  CH3    0  -0.633  -6.5720  -2.1308   0.7682
 3CZ  C20   C  CH3    0  -0.669  -6.1251  -2.2187  -1.6732
 3CZ  C19   C  CH3    0  -0.632  -4.5639  -3.3531  -0.1072
 3CZ  H12   H  HCR6   0   0.291   4.1270  -2.5088   1.9621
 3CZ  H14   H  HCR6   0   0.280   2.9598  -0.4496   2.2356
 3CZ  H13   H  HCR6   0   0.292   4.2563  -1.9019  -2.2924
 3CZ  H15   H  HCR6   0   0.275   3.0866   0.1576  -2.0488
 3CZ  H4    H  HCH2   0   0.280   1.8986   3.0859  -0.6495
 3CZ  H4A   H  HCH2   0   0.284   2.1781   1.7824  -1.7793
 3CZ  H1    H  HCH1   0   0.287  -0.1676   2.4997  -1.7050
 3CZ  H22   H  HCH3   0   0.235   0.2023  -0.3592  -0.6360
 3CZ  H22A  H  HCH3   0   0.256  -1.2170   0.2364  -1.4865
 3CZ  H22B  H  HCH3   0   0.246   0.3291   0.1487  -2.3150
 3CZ  H7    H  HCH2   0   0.289   2.1034   1.2101   2.3784
 3CZ  H7A   H  HCH2   0   0.271   1.8982   2.7792   1.6357
 3CZ  H2    H  HCH2   0   0.247  -0.0762   0.4496   1.5081
 3CZ  H2A   H  HCH2   0   0.288  -0.2437   1.9465   2.4243
 3CZ  H10   H  HCR6   0   0.280  -2.7104   0.6623   2.2207
 3CZ  H17   H  HCR6   0   0.262  -4.0774  -1.3116   1.9008
 3CZ  H11   H  HCR6   0   0.283  -3.5555   1.8882  -1.8136
 3CZ  H16   H  HCR6   0   0.265  -4.9585  -0.0692  -2.1110
 3CZ  H21   H  HCH3   0   0.233  -7.2201  -1.2591   0.6655
 3CZ  H21A  H  HCH3   0   0.233  -7.1917  -3.0229   0.6618
 3CZ  H21B  H  HCH3   0   0.231  -6.1683  -2.1307   1.7812
 3CZ  H20   H  HCH3   0   0.233  -5.3923  -2.2485  -2.4813
 3CZ  H20A  H  HCH3   0   0.242  -6.7121  -3.1367  -1.7325
 3CZ  H20B  H  HCH3   0   0.233  -6.8060  -1.3859  -1.8600
 3CZ  H19   H  HCH3   0   0.231  -4.0887  -3.3662   0.8745
 3CZ  H19A  H  HCH3   0   0.232  -5.1496  -4.2698  -0.1986
 3CZ  H19B  H  HCH3   0   0.232  -3.7739  -3.3812  -0.8598

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
 3CZ  O3   N2    single    1.215  0.020  1.215
 3CZ  N2   O4    double    1.215  0.020  1.215
 3CZ  N2   C5    single    1.430  0.020  1.430
 3CZ  C5   C12   aromatic  1.392  0.020  1.392
 3CZ  C5   C13   aromatic  1.392  0.020  1.392
 3CZ  C12  C14   aromatic  1.374  0.020  1.374
 3CZ  C12  H12   single    0.930  0.020  1.080
 3CZ  C14  C6    aromatic  1.415  0.020  1.415
 3CZ  C14  H14   single    0.930  0.020  1.080
 3CZ  C13  C15   aromatic  1.373  0.020  1.373
 3CZ  C13  H13   single    0.930  0.020  1.080
 3CZ  C15  C6    aromatic  1.415  0.020  1.415
 3CZ  C15  H15   single    0.930  0.020  1.080
 3CZ  C6   N3    single    1.360  0.020  1.360
 3CZ  N3   C4    single    1.450  0.020  1.450
 3CZ  N3   C7    single    1.451  0.020  1.451
 3CZ  C4   C1    single    1.531  0.020  1.531
 3CZ  C4   H4    single    0.970  0.020  1.090
 3CZ  C4   H4A   single    0.970  0.020  1.090
 3CZ  C1   C22   single    1.525  0.020  1.525
 3CZ  C1   N1    single    1.472  0.020  1.472
 3CZ  C1   H1    single    0.970  0.020  1.090
 3CZ  C22  H22   single    0.970  0.020  1.090
 3CZ  C22  H22A  single    0.970  0.020  1.090
 3CZ  C22  H22B  single    0.970  0.020  1.090
 3CZ  C7   C2    single    1.522  0.020  1.522
 3CZ  C7   H7    single    0.970  0.020  1.090
 3CZ  C7   H7A   single    0.970  0.020  1.090
 3CZ  C2   N1    single    1.461  0.020  1.461
 3CZ  C2   H2    single    0.970  0.020  1.090
 3CZ  C2   H2A   single    0.970  0.020  1.090
 3CZ  N1   S1    single    1.648  0.020  1.648
 3CZ  S1   O1    double    1.454  0.020  1.454
 3CZ  S1   O2    double    1.454  0.020  1.454
 3CZ  S1   C3    single    1.769  0.020  1.769
 3CZ  C3   C10   aromatic  1.391  0.020  1.391
 3CZ  C3   C11   aromatic  1.385  0.020  1.385
 3CZ  C10  C17   aromatic  1.382  0.020  1.382
 3CZ  C10  H10   single    0.930  0.020  1.080
 3CZ  C17  C9    aromatic  1.399  0.020  1.399
 3CZ  C17  H17   single    0.930  0.020  1.080
 3CZ  C11  C16   aromatic  1.388  0.020  1.388
 3CZ  C11  H11   single    0.930  0.020  1.080
 3CZ  C16  C9    aromatic  1.392  0.020  1.392
 3CZ  C16  H16   single    0.930  0.020  1.080
 3CZ  C9   C8    single    1.523  0.020  1.523
 3CZ  C8   C21   single    1.534  0.020  1.534
 3CZ  C8   C20   single    1.529  0.020  1.529
 3CZ  C8   C19   single    1.535  0.020  1.535
 3CZ  C21  H21   single    0.970  0.020  1.090
 3CZ  C21  H21A  single    0.970  0.020  1.090
 3CZ  C21  H21B  single    0.970  0.020  1.090
 3CZ  C20  H20   single    0.970  0.020  1.090
 3CZ  C20  H20A  single    0.970  0.020  1.090
 3CZ  C20  H20B  single    0.970  0.020  1.090
 3CZ  C19  H19   single    0.970  0.020  1.090
 3CZ  C19  H19A  single    0.970  0.020  1.090
 3CZ  C19  H19B  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
 3CZ  C5    N2   O4    118.51  3.000
 3CZ  C5    N2   O3    118.52  3.000
 3CZ  O4    N2   O3    122.97  3.000
 3CZ  C13   C5   C12   119.45  3.000
 3CZ  C13   C5   N2    120.24  3.000
 3CZ  C12   C5   N2    120.31  3.000
 3CZ  H12   C12  C14   118.67  3.000
 3CZ  H12   C12  C5    120.99  3.000
 3CZ  C14   C12  C5    120.33  3.000
 3CZ  H14   C14  C6    121.30  3.000
 3CZ  H14   C14  C12   117.02  3.000
 3CZ  C6    C14  C12   121.68  3.000
 3CZ  H13   C13  C15   118.69  3.000
 3CZ  H13   C13  C5    121.01  3.000
 3CZ  C15   C13  C5    120.30  3.000
 3CZ  H15   C15  C6    121.28  3.000
 3CZ  H15   C15  C13   116.97  3.000
 3CZ  C6    C15  C13   121.75  3.000
 3CZ  N3    C6   C15   121.68  3.000
 3CZ  N3    C6   C14   121.82  3.000
 3CZ  C15   C6   C14   116.48  3.000
 3CZ  C7    N3   C4    109.84  3.000
 3CZ  C7    N3   C6    123.67  3.000
 3CZ  C4    N3   C6    123.83  3.000
 3CZ  H4A   C4   H4    106.71  3.000
 3CZ  H4A   C4   C1    109.57  3.000
 3CZ  H4    C4   C1    109.14  3.000
 3CZ  H4A   C4   N3    112.17  3.000
 3CZ  H4    C4   N3    108.14  3.000
 3CZ  C1    C4   N3    110.97  3.000
 3CZ  H1    C1   N1    108.03  3.000
 3CZ  H1    C1   C22   109.49  3.000
 3CZ  N1    C1   C22   113.85  3.000
 3CZ  H1    C1   C4    106.57  3.000
 3CZ  N1    C1   C4    106.62  3.000
 3CZ  C22   C1   C4    111.95  3.000
 3CZ  H22B  C22  H22A  107.46  3.000
 3CZ  H22B  C22  H22   107.56  3.000
 3CZ  H22A  C22  H22   107.66  3.000
 3CZ  H22B  C22  C1    109.76  3.000
 3CZ  H22A  C22  C1    111.78  3.000
 3CZ  H22   C22  C1    112.42  3.000
 3CZ  H7A   C7   H7    106.83  3.000
 3CZ  H7A   C7   C2    109.17  3.000
 3CZ  H7    C7   C2    109.48  3.000
 3CZ  H7A   C7   N3    108.13  3.000
 3CZ  H7    C7   N3    112.32  3.000
 3CZ  C2    C7   N3    110.78  3.000
 3CZ  H2A   C2   H2    107.71  3.000
 3CZ  H2A   C2   N1    109.92  3.000
 3CZ  H2    C2   N1    111.68  3.000
 3CZ  H2A   C2   C7    108.63  3.000
 3CZ  H2    C2   C7    110.27  3.000
 3CZ  N1    C2   C7    108.58  3.000
 3CZ  S1    N1   C2    119.18  3.000
 3CZ  S1    N1   C1    119.80  3.000
 3CZ  C2    N1   C1    115.13  3.000
 3CZ  C3    S1   O2    107.81  3.000
 3CZ  C3    S1   O1    107.72  3.000
 3CZ  O2    S1   O1    119.61  3.000
 3CZ  C3    S1   N1    107.64  3.000
 3CZ  O2    S1   N1    106.93  3.000
 3CZ  O1    S1   N1    106.62  3.000
 3CZ  C11   C3   C10   120.45  3.000
 3CZ  C11   C3   S1    120.15  3.000
 3CZ  C10   C3   S1    119.36  3.000
 3CZ  H10   C10  C17   119.42  3.000
 3CZ  H10   C10  C3    121.39  3.000
 3CZ  C17   C10  C3    119.19  3.000
 3CZ  H17   C17  C9    120.22  3.000
 3CZ  H17   C17  C10   118.02  3.000
 3CZ  C9    C17  C10   121.76  3.000
 3CZ  H11   C11  C16   119.57  3.000
 3CZ  H11   C11  C3    120.97  3.000
 3CZ  C16   C11  C3    119.46  3.000
 3CZ  H16   C16  C9    120.66  3.000
 3CZ  H16   C16  C11   117.83  3.000
 3CZ  C9    C16  C11   121.50  3.000
 3CZ  C8    C9   C16   122.77  3.000
 3CZ  C8    C9   C17   119.61  3.000
 3CZ  C16   C9   C17   117.62  3.000
 3CZ  C19   C8   C20   108.42  3.000
 3CZ  C19   C8   C21   109.64  3.000
 3CZ  C20   C8   C21   108.33  3.000
 3CZ  C19   C8   C9    108.80  3.000
 3CZ  C20   C8   C9    112.43  3.000
 3CZ  C21   C8   C9    109.19  3.000
 3CZ  H21B  C21  H21A  107.50  3.000
 3CZ  H21B  C21  H21   107.90  3.000
 3CZ  H21A  C21  H21   107.85  3.000
 3CZ  H21B  C21  C8    112.20  3.000
 3CZ  H21A  C21  C8    110.10  3.000
 3CZ  H21   C21  C8    111.12  3.000
 3CZ  H20B  C20  H20A  107.28  3.000
 3CZ  H20B  C20  H20   108.23  3.000
 3CZ  H20A  C20  H20   107.34  3.000
 3CZ  H20B  C20  C8    112.12  3.000
 3CZ  H20A  C20  C8    109.35  3.000
 3CZ  H20   C20  C8    112.30  3.000
 3CZ  H19B  C19  H19A  107.99  3.000
 3CZ  H19B  C19  H19   107.76  3.000
 3CZ  H19A  C19  H19   107.40  3.000
 3CZ  H19B  C19  C8    111.19  3.000
 3CZ  H19A  C19  C8    110.19  3.000
 3CZ  H19   C19  C8    112.14  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
 3CZ  CONST_01  C6   C14  C12  C5      0.00   0.0  0
 3CZ  CONST_02  C6   C15  C13  C5      0.00   0.0  0
 3CZ  CONST_03  C15  C13  C5   C12     0.00   0.0  0
 3CZ  CONST_04  C15  C6   C14  C12     0.00   0.0  0
 3CZ  CONST_05  C13  C5   C12  C14     0.00   0.0  0
 3CZ  CONST_06  C13  C15  C6   C14     0.00   0.0  0
 3CZ  CONST_07  C9   C17  C10  C3      0.00   0.0  0
 3CZ  CONST_08  C9   C16  C11  C3      0.00   0.0  0
 3CZ  CONST_09  C16  C11  C3   C10     0.00   0.0  0
 3CZ  CONST_10  C16  C9   C17  C10     0.00   0.0  0
 3CZ  CONST_11  C11  C3   C10  C17     0.00   0.0  0
 3CZ  CONST_12  C11  C16  C9   C17     0.00   0.0  0
 3CZ  CONST_13  N3   C6   C14  C12   180.00   0.0  0
 3CZ  CONST_14  N3   C6   C15  C13   180.00   0.0  0
 3CZ  CONST_15  C14  C12  C5   N2    180.00   0.0  0
 3CZ  CONST_16  C15  C13  C5   N2    180.00   0.0  0
 3CZ  CONST_17  C17  C10  C3   S1    180.00   0.0  0
 3CZ  CONST_18  C16  C11  C3   S1    180.00   0.0  0
 3CZ  CONST_19  C8   C9   C17  C10   180.00   0.0  0
 3CZ  CONST_20  C8   C9   C16  C11   180.00   0.0  0
 3CZ  CONST_21  H14  C14  C12  C5    180.00   0.0  0
 3CZ  CONST_22  H15  C15  C13  C5    180.00   0.0  0
 3CZ  CONST_23  H13  C13  C5   C12   180.00   0.0  0
 3CZ  CONST_24  H12  C12  C5   C13   180.00   0.0  0
 3CZ  CONST_25  H17  C17  C10  C3    180.00   0.0  0
 3CZ  CONST_26  H16  C16  C11  C3    180.00   0.0  0
 3CZ  CONST_27  H11  C11  C3   C10   180.00   0.0  0
 3CZ  CONST_28  H10  C10  C3   C11   180.00   0.0  0
 3CZ  CONST_29  C12  C5   N2   O3      0.00   0.0  0
 3CZ  CONST_30  C13  C5   N2   O3    180.00   0.0  0
 3CZ  CONST_31  C12  C5   N2   O4    180.00   0.0  0
 3CZ  CONST_32  C13  C5   N2   O4      0.00   0.0  0
 3CZ  Var_01    C4   N3   C6   C14  -169.21  30.0  2
 3CZ  Var_02    C1   C4   N3   C6     99.93  30.0  1
 3CZ  Var_03    C2   C7   N3   C6   -101.77  30.0  1
 3CZ  Var_04    N1   C2   C7   N3    -55.43  30.0  1
 3CZ  Var_05    C7   C2   N1   C1     55.39  30.0  1
 3CZ  Var_06    C3   S1   N1   C1     74.85  30.0  3
 3CZ  Var_07    C10  C3   S1   N1     73.54  30.0  2
 3CZ  Var_08    C21  C8   C9   C17    58.62  30.0  2
 3CZ  Var_09    H21  C21  C8   C9     60.01  30.0  3
 3CZ  Var_10    H20  C20  C8   C9     60.83  30.0  3
 3CZ  Var_11    H19  C19  C8   C9     59.43  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
 3CZ  chir_01  C1  C4  C22  N1  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
 3CZ  plan-1  N2   0.020
 3CZ  plan-1  C5   0.020
 3CZ  plan-1  C12  0.020
 3CZ  plan-1  C14  0.020
 3CZ  plan-1  C13  0.020
 3CZ  plan-1  C15  0.020
 3CZ  plan-1  C6   0.020
 3CZ  plan-1  N3   0.020
 3CZ  plan-1  H12  0.020
 3CZ  plan-1  H14  0.020
 3CZ  plan-1  H13  0.020
 3CZ  plan-1  H15  0.020
 3CZ  plan-2  S1   0.020
 3CZ  plan-2  C3   0.020
 3CZ  plan-2  C10  0.020
 3CZ  plan-2  C17  0.020
 3CZ  plan-2  C11  0.020
 3CZ  plan-2  C16  0.020
 3CZ  plan-2  C9   0.020
 3CZ  plan-2  C8   0.020
 3CZ  plan-2  H10  0.020
 3CZ  plan-2  H17  0.020
 3CZ  plan-2  H11  0.020
 3CZ  plan-2  H16  0.020
 3CZ  plan-3  O3   0.020
 3CZ  plan-3  N2   0.020
 3CZ  plan-3  O4   0.020
 3CZ  plan-3  C5   0.020

