# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  9 00:20:46 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 1-(4-chlorophenyl)-N-[2-(diethylamino)ethyl]methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)CCN[S](=O)(=O)Cc1ccc(Cl)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
 ZN4  ZN4  1-(4-chlorophenyl)-N-[2-(diethylamino)ethyl]methanesulfonamide  ligand  40  19  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZN4
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
 ZN4  S02   S   S     0   1.369   0.0049   0.7307  -0.9608
 ZN4  N11   N   NC1   0  -0.738   1.6091   1.0617  -0.8524
 ZN4  O01   O   OS    0  -0.663  -0.6271   1.8666  -1.6128
 ZN4  C05   C   CR16  0  -0.285  -2.4778  -1.0321   0.7212
 ZN4  N14   N   NT    0  -0.415   4.8783  -0.4308   0.0795
 ZN4  O19   O   OS    0  -0.667  -0.1227  -0.5942  -1.5494
 ZN4  C04   C   CR6   0   0.129  -2.0759   0.2999   0.7127
 ZN4  C03   C   CH2   0  -0.718  -0.6229   0.6501   0.7285
 ZN4  C18   C   CH3   0  -0.663   5.7663  -2.6313  -0.6436
 ZN4  C10   C   CR16  0  -0.284  -3.0436   1.2978   0.6554
 ZN4  C09   C   CR16  0  -0.198  -4.3919   0.9774   0.6238
 ZN4  C07   C   CR6   0  -0.048  -4.7677  -0.3568   0.6393
 ZN4  C06   C   CR16  0  -0.197  -3.8218  -1.3690   0.6898
 ZN4  C12   C   CH2   0  -0.273   2.5213   0.0378  -0.3435
 ZN4  C13   C   CH2   0  -0.312   3.9386   0.5952  -0.3290
 ZN4  C17   C   CH2   0  -0.289   5.3302  -1.2334  -1.0485
 ZN4  C15   C   CH2   0  -0.288   5.9851   0.0976   0.8626
 ZN4  C16   C   CH3   0  -0.664   5.5846   0.4508   2.2852
 ZN4  H031  H   HCH2  0   0.322  -0.0283  -0.0952   1.2586
 ZN4  H032  H   HCH2  0   0.325  -0.4330   1.6263   1.1756
 ZN4  H11   H   HNC1  0   0.414   1.7771   1.9942  -0.4877
 ZN4  H05   H   HCR6  0   0.270  -1.7379  -1.8208   0.7642
 ZN4  H10   H   HCR6  0   0.269  -2.7502   2.3398   0.6487
 ZN4  H06   H   HCR6  0   0.283  -4.1250  -2.4070   0.7046
 ZN4  H09   H   HCR6  0   0.284  -5.1384   1.7586   0.5873
 ZN4  H121  H   HCH2  0   0.237   2.2641  -0.2902   0.6690
 ZN4  H122  H   HCH2  0   0.256   2.4652  -0.8297  -1.0009
 ZN4  H131  H   HCH2  0   0.245   3.9728   1.4272   0.3784
 ZN4  H132  H   HCH2  0   0.224   4.1836   1.0167  -1.3153
 ZN4  H151  H   HCH2  0   0.231   6.7635  -0.6658   0.9100
 ZN4  H152  H   HCH2  0   0.198   6.4470   0.9695   0.3718
 ZN4  H171  H   HCH2  0   0.230   4.5058  -1.3275  -1.7586
 ZN4  H172  H   HCH2  0   0.200   6.1409  -0.7288  -1.5989
 ZN4  H161  H   HCH3  0   0.227   6.4493   0.8124   2.8427
 ZN4  H162  H   HCH3  0   0.222   4.8260   1.2336   2.3239
 ZN4  H163  H   HCH3  0   0.222   5.1900  -0.4244   2.8022
 ZN4  H181  H   HCH3  0   0.226   6.0743  -3.2003  -1.5216
 ZN4  H182  H   HCH3  0   0.222   6.6111  -2.6219   0.0460
 ZN4  H183  H   HCH3  0   0.222   4.9457  -3.1659  -0.1643
 ZN4  CL8   CL  CL    0  -0.124  -6.4507  -0.7657   0.6034

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
 ZN4  O01  S02   double    1.454  0.020  1.454
 ZN4  S02  C03   single    1.804  0.020  1.804
 ZN4  S02  N11   single    1.642  0.020  1.642
 ZN4  S02  O19   double    1.455  0.020  1.455
 ZN4  C03  C04   single    1.495  0.020  1.495
 ZN4  C04  C05   aromatic  1.391  0.020  1.391
 ZN4  C04  C10   aromatic  1.391  0.020  1.391
 ZN4  C05  C06   aromatic  1.386  0.020  1.386
 ZN4  C06  C07   aromatic  1.386  0.020  1.386
 ZN4  C07  CL8   single    1.732  0.020  1.732
 ZN4  C07  C09   aromatic  1.386  0.020  1.386
 ZN4  C09  C10   aromatic  1.386  0.020  1.386
 ZN4  N11  C12   single    1.463  0.020  1.463
 ZN4  C12  C13   single    1.523  0.020  1.523
 ZN4  C13  N14   single    1.450  0.020  1.450
 ZN4  N14  C15   single    1.455  0.020  1.455
 ZN4  N14  C17   single    1.456  0.020  1.456
 ZN4  C15  C16   single    1.520  0.020  1.520
 ZN4  C17  C18   single    1.519  0.020  1.519
 ZN4  C03  H031  single    0.970  0.020  1.090
 ZN4  C03  H032  single    0.970  0.020  1.090
 ZN4  N11  H11   single    0.890  0.020  1.040
 ZN4  C05  H05   single    0.930  0.020  1.080
 ZN4  C10  H10   single    0.930  0.020  1.080
 ZN4  C06  H06   single    0.930  0.020  1.080
 ZN4  C09  H09   single    0.930  0.020  1.080
 ZN4  C12  H121  single    0.970  0.020  1.090
 ZN4  C12  H122  single    0.970  0.020  1.090
 ZN4  C13  H131  single    0.970  0.020  1.090
 ZN4  C13  H132  single    0.970  0.020  1.090
 ZN4  C15  H151  single    0.970  0.020  1.090
 ZN4  C15  H152  single    0.970  0.020  1.090
 ZN4  C17  H171  single    0.970  0.020  1.090
 ZN4  C17  H172  single    0.970  0.020  1.090
 ZN4  C16  H161  single    0.970  0.020  1.090
 ZN4  C16  H162  single    0.970  0.020  1.090
 ZN4  C16  H163  single    0.970  0.020  1.090
 ZN4  C18  H181  single    0.970  0.020  1.090
 ZN4  C18  H182  single    0.970  0.020  1.090
 ZN4  C18  H183  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
 ZN4  C03   S02  O19   107.91  3.000
 ZN4  O19   S02  O01   119.45  3.000
 ZN4  C03   S02  O01   107.67  3.000
 ZN4  O19   S02  N11   107.22  3.000
 ZN4  C03   S02  N11   106.69  3.000
 ZN4  O01   S02  N11   107.26  3.000
 ZN4  H11   N11  C12   114.51  3.000
 ZN4  H11   N11  S02   111.75  3.000
 ZN4  C12   N11  S02   119.42  3.000
 ZN4  H05   C05  C06   119.12  3.000
 ZN4  H05   C05  C04   120.03  3.000
 ZN4  C06   C05  C04   120.85  3.000
 ZN4  C15   N14  C17   112.39  3.000
 ZN4  C17   N14  C13   111.90  3.000
 ZN4  C15   N14  C13   112.80  3.000
 ZN4  C10   C04  C03   120.57  3.000
 ZN4  C10   C04  C05   119.08  3.000
 ZN4  C03   C04  C05   120.34  3.000
 ZN4  H032  C03  H031  108.51  3.000
 ZN4  H032  C03  C04   112.55  3.000
 ZN4  H031  C03  C04   112.02  3.000
 ZN4  H032  C03  S02   106.46  3.000
 ZN4  H031  C03  S02   107.21  3.000
 ZN4  C04   C03  S02   109.80  3.000
 ZN4  H183  C18  H182  108.02  3.000
 ZN4  H183  C18  H181  108.10  3.000
 ZN4  H182  C18  H181  107.14  3.000
 ZN4  H183  C18  C17   110.63  3.000
 ZN4  H182  C18  C17   112.52  3.000
 ZN4  H181  C18  C17   110.27  3.000
 ZN4  H10   C10  C09   119.08  3.000
 ZN4  H10   C10  C04   120.14  3.000
 ZN4  C09   C10  C04   120.78  3.000
 ZN4  H09   C09  C07   120.57  3.000
 ZN4  H09   C09  C10   120.35  3.000
 ZN4  C07   C09  C10   119.08  3.000
 ZN4  C06   C07  C09   121.21  3.000
 ZN4  C09   C07  CL8   119.37  3.000
 ZN4  C06   C07  CL8   119.42  3.000
 ZN4  H06   C06  C07   120.66  3.000
 ZN4  H06   C06  C05   120.33  3.000
 ZN4  C07   C06  C05   119.01  3.000
 ZN4  H122  C12  H121  107.89  3.000
 ZN4  H122  C12  C13   110.18  3.000
 ZN4  H121  C12  C13   108.63  3.000
 ZN4  H122  C12  N11   108.38  3.000
 ZN4  H121  C12  N11   112.64  3.000
 ZN4  C13   C12  N11   109.12  3.000
 ZN4  H132  C13  H131  106.36  3.000
 ZN4  H132  C13  C12   109.80  3.000
 ZN4  H131  C13  C12   108.30  3.000
 ZN4  H132  C13  N14   112.29  3.000
 ZN4  H131  C13  N14   109.65  3.000
 ZN4  C12   C13  N14   110.29  3.000
 ZN4  H172  C17  H171  105.66  3.000
 ZN4  H172  C17  C18   110.08  3.000
 ZN4  H171  C17  C18   108.10  3.000
 ZN4  H172  C17  N14   111.27  3.000
 ZN4  H171  C17  N14   108.47  3.000
 ZN4  C18   C17  N14   112.94  3.000
 ZN4  H152  C15  H151  105.89  3.000
 ZN4  H152  C15  C16   110.09  3.000
 ZN4  H151  C15  C16   108.06  3.000
 ZN4  H152  C15  N14   111.50  3.000
 ZN4  H151  C15  N14   108.17  3.000
 ZN4  C16   C15  N14   112.82  3.000
 ZN4  H163  C16  H162  107.91  3.000
 ZN4  H163  C16  H161  108.11  3.000
 ZN4  H162  C16  H161  107.18  3.000
 ZN4  H163  C16  C15   110.65  3.000
 ZN4  H162  C16  C15   112.54  3.000
 ZN4  H161  C16  C15   110.28  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
 ZN4  CONST_01  C09   C10  C04  C05     0.00   0.0  0
 ZN4  CONST_02  C09   C07  C06  C05     0.00   0.0  0
 ZN4  CONST_03  C07   C06  C05  C04     0.00   0.0  0
 ZN4  CONST_04  C07   C09  C10  C04     0.00   0.0  0
 ZN4  CONST_05  C06   C05  C04  C10     0.00   0.0  0
 ZN4  CONST_06  C06   C07  C09  C10     0.00   0.0  0
 ZN4  CONST_07  CL8   C07  C06  C05   180.00   0.0  0
 ZN4  CONST_08  C10   C09  C07  CL8   180.00   0.0  0
 ZN4  CONST_09  C06   C05  C04  C03   180.00   0.0  0
 ZN4  CONST_10  C09   C10  C04  C03   180.00   0.0  0
 ZN4  CONST_11  H10   C10  C04  C05   180.00   0.0  0
 ZN4  CONST_12  H06   C06  C05  C04   180.00   0.0  0
 ZN4  CONST_13  H09   C09  C10  C04   180.00   0.0  0
 ZN4  CONST_14  H05   C05  C04  C10   180.00   0.0  0
 ZN4  Var_01    C05   C04  C03  S02    88.44  30.0  2
 ZN4  Var_02    C04   C03  S02  N11  -177.90  30.0  3
 ZN4  Var_03    C13   C12  N11  S02  -179.39  30.0  3
 ZN4  Var_04    N14   C13  C12  N11  -175.86  30.0  3
 ZN4  Var_05    C12   N11  S02  O01  -174.54  30.0  3
 ZN4  Var_06    C13   N14  C17  C18  -153.81  30.0  2
 ZN4  Var_07    C16   C15  N14  C13    74.87  30.0  3
 ZN4  Var_08    H161  C16  C15  N14   178.24  30.0  3
 ZN4  Var_09    H181  C18  C17  N14   178.75  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
 ZN4  plan-1  C05  0.020
 ZN4  plan-1  C04  0.020
 ZN4  plan-1  C03  0.020
 ZN4  plan-1  C10  0.020
 ZN4  plan-1  C09  0.020
 ZN4  plan-1  C07  0.020
 ZN4  plan-1  C06  0.020
 ZN4  plan-1  H05  0.020
 ZN4  plan-1  H10  0.020
 ZN4  plan-1  H06  0.020
 ZN4  plan-1  H09  0.020
 ZN4  plan-1  CL8  0.020

