# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 23:05:07 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: ~{N}-butyl-2,4-bis(chloranyl)-5-sulfamoyl-benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCNC(=O)c1cc(c(Cl)cc1Cl)[S](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
 ENN  ENN  ~{N}-butyl-2,4-bis(chloranyl)-5-sulfamoyl-benzamide  ligand  33  19  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ENN
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
 ENN  C5   C   CR16  0  -0.295  -0.2328  -0.3458   0.3548
 ENN  C4   C   CR6   0   0.060   0.3790   0.8833   0.1502
 ENN  C6   C   CR6   0  -0.117  -1.5833  -0.5314   0.1036
 ENN  C2   C   CR16  0  -0.133  -1.7437   1.7607  -0.6074
 ENN  O14  O   O     0  -0.468   2.1633   1.9343   1.3083
 ENN  C13  C   C     0   0.511   1.8214   1.0649   0.5240
 ENN  N15  N   NH1   0  -0.628   2.6550   0.1849  -0.0390
 ENN  C16  C   CH2   0  -0.242   4.0811   0.1729   0.2243
 ENN  C17  C   CH2   0  -0.460   4.7018  -1.1435  -0.2123
 ENN  C18  C   CH2   0  -0.424   6.2050  -1.1707   0.0365
 ENN  C19  C   CH3   0  -0.662   6.8417  -2.4827  -0.3984
 ENN  C3   C   CR6   0  -0.099  -0.3959   1.9304  -0.3363
 ENN  CL1  CL  CL    0  -0.079   0.3049   3.4661  -0.6659
 ENN  C1   C   CR6   0  -0.029  -2.3400   0.5324  -0.3800
 ENN  CL2  CL  CL    0  -0.071  -4.0193   0.3864  -0.7056
 ENN  S7   S   S     0   1.383  -2.2824  -2.1450   0.3823
 ENN  O9   O   OS    0  -0.650  -3.0326  -2.5436  -0.7944
 ENN  O10  O   OS    0  -0.640  -1.1935  -2.9908   0.8430
 ENN  N8   N   NC2   0  -0.883  -3.3657  -1.8382   1.5731
 ENN  H1   H   HCR6  0   0.304   0.3551  -1.1690   0.7385
 ENN  H2   H   HCR6  0   0.317  -2.3296   2.5826  -0.9940
 ENN  H3   H   HNH1  0   0.412   2.3041  -0.4149  -0.7699
 ENN  H4   H   HCH2  0   0.236   4.5675   1.0057  -0.2936
 ENN  H5   H   HCH2  0   0.242   4.2407   0.3252   1.2930
 ENN  H6   H   HCH2  0   0.230   4.2232  -1.9679   0.3248
 ENN  H7   H   HCH2  0   0.228   4.5081  -1.3076  -1.2776
 ENN  H8   H   HCH2  0   0.219   6.6753  -0.3388  -0.4962
 ENN  H9   H   HCH2  0   0.219   6.3990  -1.0012   1.0995
 ENN  H10  H   HCH3  0   0.219   6.4033  -3.3286   0.1338
 ENN  H11  H   HCH3  0   0.219   6.6982  -2.6548  -1.4667
 ENN  H12  H   HCH3  0   0.230   7.9144  -2.4887  -0.2042
 ENN  H13  H   HNC2  0   0.425  -2.9747  -1.8949   2.5066
 ENN  H14  H   HNC2  0   0.426  -4.2196  -2.3770   1.4826

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
 ENN  CL2  C1   single    1.717  0.020  1.717
 ENN  CL1  C3   single    1.720  0.020  1.720
 ENN  C2   C1   aromatic  1.384  0.020  1.384
 ENN  C2   C3   aromatic  1.385  0.020  1.385
 ENN  C1   C6   aromatic  1.392  0.020  1.392
 ENN  C3   C4   aromatic  1.391  0.020  1.391
 ENN  C6   C5   aromatic  1.386  0.020  1.386
 ENN  C6   S7   single    1.781  0.020  1.781
 ENN  C4   C5   aromatic  1.388  0.020  1.388
 ENN  C4   C13  single    1.501  0.020  1.501
 ENN  C18  C17  single    1.524  0.020  1.524
 ENN  C18  C19  single    1.522  0.020  1.522
 ENN  O9   S7   double    1.451  0.020  1.451
 ENN  N15  C13  single    1.337  0.020  1.337
 ENN  N15  C16  single    1.450  0.020  1.450
 ENN  C17  C16  single    1.519  0.020  1.519
 ENN  C13  O14  double    1.220  0.020  1.220
 ENN  S7   O10  double    1.454  0.020  1.454
 ENN  S7   N8   single    1.639  0.020  1.639
 ENN  C5   H1   single    0.930  0.020  1.080
 ENN  C2   H2   single    0.930  0.020  1.080
 ENN  N15  H3   single    0.860  0.020  1.020
 ENN  C16  H4   single    0.970  0.020  1.090
 ENN  C16  H5   single    0.970  0.020  1.090
 ENN  C17  H6   single    0.970  0.020  1.090
 ENN  C17  H7   single    0.970  0.020  1.090
 ENN  C18  H8   single    0.970  0.020  1.090
 ENN  C18  H9   single    0.970  0.020  1.090
 ENN  C19  H10  single    0.970  0.020  1.090
 ENN  C19  H11  single    0.970  0.020  1.090
 ENN  C19  H12  single    0.970  0.020  1.090
 ENN  N8   H13  single    0.890  0.020  1.040
 ENN  N8   H14  single    0.890  0.020  1.040

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
 ENN  H1   C5   C6   119.46  3.000
 ENN  H1   C5   C4   119.11  3.000
 ENN  C6   C5   C4   121.42  3.000
 ENN  C3   C4   C13  122.11  3.000
 ENN  C13  C4   C5   119.60  3.000
 ENN  C3   C4   C5   118.21  3.000
 ENN  S7   C6   C1   122.24  3.000
 ENN  S7   C6   C5   118.39  3.000
 ENN  C1   C6   C5   119.36  3.000
 ENN  H2   C2   C1   120.00  3.000
 ENN  H2   C2   C3   120.29  3.000
 ENN  C1   C2   C3   119.72  3.000
 ENN  N15  C13  O14  124.43  3.000
 ENN  O14  C13  C4   121.05  3.000
 ENN  N15  C13  C4   114.50  3.000
 ENN  H3   N15  C16  117.96  3.000
 ENN  H3   N15  C13  118.67  3.000
 ENN  C16  N15  C13  122.84  3.000
 ENN  H5   C16  H4   106.99  3.000
 ENN  H5   C16  C17  110.03  3.000
 ENN  H4   C16  C17  109.98  3.000
 ENN  H5   C16  N15  108.69  3.000
 ENN  H4   C16  N15  110.17  3.000
 ENN  C17  C16  N15  110.90  3.000
 ENN  H7   C17  H6   106.69  3.000
 ENN  H7   C17  C18  109.31  3.000
 ENN  H6   C17  C18  109.75  3.000
 ENN  H7   C17  C16  109.69  3.000
 ENN  H6   C17  C16  109.45  3.000
 ENN  C18  C17  C16  111.81  3.000
 ENN  H9   C18  H8   106.21  3.000
 ENN  H9   C18  C19  109.70  3.000
 ENN  H8   C18  C19  109.67  3.000
 ENN  H9   C18  C17  109.32  3.000
 ENN  H8   C18  C17  109.33  3.000
 ENN  C19  C18  C17  112.42  3.000
 ENN  H12  C19  H11  107.63  3.000
 ENN  H12  C19  H10  107.71  3.000
 ENN  H11  C19  H10  107.59  3.000
 ENN  H12  C19  C18  111.44  3.000
 ENN  H11  C19  C18  111.14  3.000
 ENN  H10  C19  C18  111.15  3.000
 ENN  CL1  C3   C2   117.92  3.000
 ENN  C2   C3   C4   121.23  3.000
 ENN  CL1  C3   C4   120.82  3.000
 ENN  CL2  C1   C2   117.76  3.000
 ENN  C2   C1   C6   120.06  3.000
 ENN  CL2  C1   C6   122.18  3.000
 ENN  N8   S7   O10  111.95  3.000
 ENN  N8   S7   O9   107.39  3.000
 ENN  O10  S7   O9   118.97  3.000
 ENN  N8   S7   C6   101.75  3.000
 ENN  O10  S7   C6   106.43  3.000
 ENN  O9   S7   C6   108.96  3.000
 ENN  H14  N8   H13  112.17  3.000
 ENN  H14  N8   S7   113.11  3.000
 ENN  H13  N8   S7   113.81  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
 ENN  CONST_01  C2   C1   C6   C5      0.00   0.0  0
 ENN  CONST_02  C2   C3   C4   C5      0.00   0.0  0
 ENN  CONST_03  C1   C2   C3   C4      0.00   0.0  0
 ENN  CONST_04  C1   C6   C5   C4      0.00   0.0  0
 ENN  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 ENN  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 ENN  CONST_07  CL2  C1   C6   C5    180.00   0.0  0
 ENN  CONST_08  CL1  C3   C4   C5    180.00   0.0  0
 ENN  CONST_09  S7   C6   C5   C4    180.00   0.0  0
 ENN  CONST_10  C13  C4   C5   C6    180.00   0.0  0
 ENN  CONST_11  S7   C6   C1   C2    180.00   0.0  0
 ENN  CONST_12  C13  C4   C3   C2    180.00   0.0  0
 ENN  CONST_13  CL2  C1   C2   C3    180.00   0.0  0
 ENN  CONST_14  C1   C2   C3   CL1   180.00   0.0  0
 ENN  CONST_15  H2   C2   C3   C4    180.00   0.0  0
 ENN  CONST_16  H1   C5   C4   C3    180.00   0.0  0
 ENN  CONST_17  C16  N15  C13  C4    180.00   0.0  0
 ENN  CONST_18  H3   N15  C13  C4      0.00   0.0  0
 ENN  CONST_19  C16  N15  C13  O14     0.00   0.0  0
 ENN  Var_01    O9   S7   C6   C5   -129.82  30.0  2
 ENN  Var_02    N15  C13  C4   C5     55.26  30.0  2
 ENN  Var_03    H13  N8   S7   C6    -87.51  30.0  3
 ENN  Var_04    C17  C16  N15  C13   163.56  30.0  3
 ENN  Var_05    C18  C17  C16  N15   179.16  30.0  1
 ENN  Var_06    C19  C18  C17  C16  -179.89  30.0  1
 ENN  Var_07    H10  C19  C18  C17   -59.28  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
 ENN  plan-1  C5   0.020
 ENN  plan-1  C4   0.020
 ENN  plan-1  C6   0.020
 ENN  plan-1  C2   0.020
 ENN  plan-1  C13  0.020
 ENN  plan-1  C3   0.020
 ENN  plan-1  CL1  0.020
 ENN  plan-1  C1   0.020
 ENN  plan-1  CL2  0.020
 ENN  plan-1  S7   0.020
 ENN  plan-1  H1   0.020
 ENN  plan-1  H2   0.020
 ENN  plan-2  C4   0.020
 ENN  plan-2  O14  0.020
 ENN  plan-2  C13  0.020
 ENN  plan-2  N15  0.020
 ENN  plan-2  C16  0.020
 ENN  plan-2  H3   0.020

