# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 19:08:21 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: ~{N}-[3-[(3-chloranyl-4-phenyl-phenyl)methylamino]propyl]methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)NCCCNCc1ccc(c(Cl)c1)c2ccccc2
#
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
 4IH  4IH  ~{N}-[3-[(3-chloranyl-4-phenyl-phenyl)methylamino]propyl]methanesulfonamide  ligand  44  23  .  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_4IH
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
 4IH  C1   C   CH2   0  -0.275   4.8576   0.0139   0.4625
 4IH  C3   C   CH2   0  -0.253   2.4372  -0.1813   1.0784
 4IH  C4   C   CH2   0  -0.309   0.1106  -0.3848   1.6573
 4IH  C5   C   CR6   0   0.060  -1.3046  -0.4220   1.1461
 4IH  C6   C   CR16  0  -0.285  -2.2604  -1.2259   1.7563
 4IH  C8   C   CR6   0   0.140  -3.9864  -0.4217   0.2503
 4IH  C9   C   CR6   0  -0.107  -3.0090   0.3640  -0.3609
 4IH  C10  C   CR16  0  -0.233  -1.6923   0.3692   0.0704
 4IH  C11  C   CR6   0   0.063  -5.4025  -0.4492  -0.1753
 4IH  C12  C   CR16  0  -0.294  -5.9944  -1.6573  -0.5395
 4IH  C13  C   CR16  0  -0.242  -7.3354  -1.7088  -0.8960
 4IH  C14  C   CR16  0  -0.263  -8.1025  -0.5522  -0.8884
 4IH  C15  C   CR16  0  -0.243  -7.5213   0.6558  -0.5226
 4IH  C16  C   CR16  0  -0.285  -6.1809   0.7078  -0.1703
 4IH  CL   CL  CL    0  -0.132  -3.4114   1.3469  -1.7355
 4IH  C7   C   CR16  0  -0.297  -3.5732  -1.2213   1.3150
 4IH  N1   N   NH1   0  -0.598   1.0800  -0.3133   0.5846
 4IH  C2   C   CH2   0  -0.465   3.4394  -0.1401  -0.0632
 4IH  N    N   NC1   0  -0.738   5.8044   0.0044  -0.6500
 4IH  S    S   S     0   1.341   7.3551   0.4953  -0.4018
 4IH  O    O   OS    0  -0.675   8.0416   0.3482  -1.6766
 4IH  O1   O   OS    0  -0.675   7.2965   1.8062   0.2284
 4IH  C    C   CH3   0  -0.800   8.0913  -0.6362   0.7569
 4IH  H1   H   HCH2  0   0.257   4.9504   0.9650   0.9871
 4IH  H2   H   HCH2  0   0.237   5.0716  -0.7824   1.1838
 4IH  H3   H   HCH2  0   0.225   2.4999   0.7484   1.6530
 4IH  H4   H   HCH2  0   0.195   2.7098  -0.9896   1.7757
 4IH  H5   H   HCH2  0   0.247   0.2343   0.5077   2.2804
 4IH  H6   H   HCH2  0   0.219   0.2683  -1.2416   2.3299
 4IH  H7   H   HCR6  0   0.256  -1.9800  -1.8593   2.5889
 4IH  H8   H   HCR6  0   0.269  -0.9592   0.9843  -0.4342
 4IH  H9   H   HCR6  0   0.255  -5.3995  -2.5624  -0.5520
 4IH  H10  H   HCR6  0   0.258  -7.7788  -2.6541  -1.1807
 4IH  H11  H   HCR6  0   0.258  -9.1486  -0.5905  -1.1631
 4IH  H12  H   HCR6  0   0.258  -8.1155   1.5603  -0.5079
 4IH  H13  H   HCR6  0   0.254  -5.7422   1.6518   0.1265
 4IH  H14  H   HCR6  0   0.261  -4.3036  -1.8469   1.8124
 4IH  H15  H   HNH1  0   0.345   1.0117  -1.1559   0.0245
 4IH  H17  H   HCH2  0   0.240   3.2063   0.6876  -0.7363
 4IH  H18  H   HCH2  0   0.233   3.3648  -1.0626  -0.6487
 4IH  H19  H   HNC1  0   0.410   5.7653  -0.8397  -1.2123
 4IH  H20  H   HCH3  0   0.291   8.1042  -1.6333   0.3230
 4IH  H21  H   HCH3  0   0.304   9.1087  -0.3012   0.9517
 4IH  H22  H   HCH3  0   0.290   7.5232  -0.6374   1.6849

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
 4IH  C13  C12  aromatic  1.389  0.020  1.389
 4IH  C13  C14  aromatic  1.388  0.020  1.388
 4IH  CL   C9   single    1.737  0.020  1.737
 4IH  C12  C11  aromatic  1.394  0.020  1.394
 4IH  C14  C15  aromatic  1.390  0.020  1.390
 4IH  C11  C8   single    1.479  0.020  1.479
 4IH  C11  C16  aromatic  1.395  0.020  1.395
 4IH  C9   C8   aromatic  1.395  0.020  1.395
 4IH  C9   C10  aromatic  1.385  0.020  1.385
 4IH  C15  C16  aromatic  1.387  0.020  1.387
 4IH  C8   C7   aromatic  1.394  0.020  1.394
 4IH  C10  C5   aromatic  1.390  0.020  1.390
 4IH  C7   C6   aromatic  1.385  0.020  1.385
 4IH  C5   C6   aromatic  1.390  0.020  1.390
 4IH  C5   C4   single    1.505  0.020  1.505
 4IH  C4   N1   single    1.448  0.020  1.448
 4IH  N1   C3   single    1.450  0.020  1.450
 4IH  C3   C2   single    1.520  0.020  1.520
 4IH  C2   C1   single    1.520  0.020  1.520
 4IH  C1   N    single    1.461  0.020  1.461
 4IH  N    S    single    1.645  0.020  1.645
 4IH  C    S    single    1.779  0.020  1.779
 4IH  S    O    double    1.455  0.020  1.455
 4IH  S    O1   double    1.456  0.020  1.456
 4IH  C1   H1   single    0.970  0.020  1.090
 4IH  C1   H2   single    0.970  0.020  1.090
 4IH  C3   H3   single    0.970  0.020  1.090
 4IH  C3   H4   single    0.970  0.020  1.090
 4IH  C4   H5   single    0.970  0.020  1.090
 4IH  C4   H6   single    0.970  0.020  1.090
 4IH  C6   H7   single    0.930  0.020  1.080
 4IH  C10  H8   single    0.930  0.020  1.080
 4IH  C12  H9   single    0.930  0.020  1.080
 4IH  C13  H10  single    0.930  0.020  1.080
 4IH  C14  H11  single    0.930  0.020  1.080
 4IH  C15  H12  single    0.930  0.020  1.080
 4IH  C16  H13  single    0.930  0.020  1.080
 4IH  C7   H14  single    0.930  0.020  1.080
 4IH  N1   H15  single    0.890  0.020  1.040
 4IH  C2   H17  single    0.970  0.020  1.090
 4IH  C2   H18  single    0.970  0.020  1.090
 4IH  N    H19  single    0.890  0.020  1.040
 4IH  C    H20  single    0.970  0.020  1.090
 4IH  C    H21  single    0.970  0.020  1.090
 4IH  C    H22  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
 4IH  H2   C1   H1   107.50  3.000
 4IH  H2   C1   N    111.72  3.000
 4IH  H1   C1   N    108.48  3.000
 4IH  H2   C1   C2   109.65  3.000
 4IH  H1   C1   C2   109.52  3.000
 4IH  N    C1   C2   109.91  3.000
 4IH  H4   C3   H3   106.07  3.000
 4IH  H4   C3   C2   109.40  3.000
 4IH  H3   C3   C2   109.48  3.000
 4IH  H4   C3   N1   112.35  3.000
 4IH  H3   C3   N1   108.03  3.000
 4IH  C2   C3   N1   111.33  3.000
 4IH  H6   C4   H5   105.69  3.000
 4IH  H6   C4   N1   113.29  3.000
 4IH  H5   C4   N1   107.79  3.000
 4IH  H6   C4   C5   108.85  3.000
 4IH  H5   C4   C5   108.63  3.000
 4IH  N1   C4   C5   112.28  3.000
 4IH  C10  C5   C6   118.48  3.000
 4IH  C6   C5   C4   120.78  3.000
 4IH  C10  C5   C4   120.73  3.000
 4IH  H7   C6   C7   119.49  3.000
 4IH  H7   C6   C5   119.85  3.000
 4IH  C7   C6   C5   120.67  3.000
 4IH  C7   C8   C11  119.53  3.000
 4IH  C7   C8   C9   116.74  3.000
 4IH  C11  C8   C9   123.73  3.000
 4IH  CL   C9   C10  117.67  3.000
 4IH  C10  C9   C8   122.11  3.000
 4IH  CL   C9   C8   120.20  3.000
 4IH  H8   C10  C9   120.06  3.000
 4IH  H8   C10  C5   119.69  3.000
 4IH  C9   C10  C5   120.25  3.000
 4IH  C16  C11  C12  118.89  3.000
 4IH  C16  C11  C8   121.20  3.000
 4IH  C12  C11  C8   119.87  3.000
 4IH  H9   C12  C13  119.76  3.000
 4IH  H9   C12  C11  119.61  3.000
 4IH  C13  C12  C11  120.63  3.000
 4IH  H10  C13  C14  120.20  3.000
 4IH  H10  C13  C12  119.71  3.000
 4IH  C14  C13  C12  120.09  3.000
 4IH  H11  C14  C15  120.13  3.000
 4IH  H11  C14  C13  120.22  3.000
 4IH  C15  C14  C13  119.66  3.000
 4IH  H12  C15  C16  119.73  3.000
 4IH  H12  C15  C14  120.03  3.000
 4IH  C16  C15  C14  120.24  3.000
 4IH  H13  C16  C15  119.60  3.000
 4IH  H13  C16  C11  119.89  3.000
 4IH  C15  C16  C11  120.49  3.000
 4IH  H14  C7   C8   118.83  3.000
 4IH  H14  C7   C6   119.42  3.000
 4IH  C8   C7   C6   121.74  3.000
 4IH  H15  N1   C4   108.85  3.000
 4IH  H15  N1   C3   109.07  3.000
 4IH  C4   N1   C3   112.26  3.000
 4IH  H18  C2   H17  107.12  3.000
 4IH  H18  C2   C3   109.50  3.000
 4IH  H17  C2   C3   110.05  3.000
 4IH  H18  C2   C1   109.49  3.000
 4IH  H17  C2   C1   109.60  3.000
 4IH  C3   C2   C1   110.99  3.000
 4IH  H19  N    S    111.59  3.000
 4IH  H19  N    C1   113.72  3.000
 4IH  S    N    C1   119.61  3.000
 4IH  C    S    O1   107.90  3.000
 4IH  O1   S    O    119.29  3.000
 4IH  C    S    O    108.12  3.000
 4IH  O1   S    N    107.22  3.000
 4IH  O    S    N    106.40  3.000
 4IH  C    S    N    107.37  3.000
 4IH  H22  C    H21  109.62  3.000
 4IH  H22  C    H20  110.21  3.000
 4IH  H21  C    H20  110.02  3.000
 4IH  H22  C    S    109.89  3.000
 4IH  H21  C    S    107.91  3.000
 4IH  H20  C    S    109.16  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
 4IH  CONST_01  C8   C9   C10  C5     0.00   0.0  0
 4IH  CONST_02  C8   C7   C6   C5     0.00   0.0  0
 4IH  CONST_03  C11  C8   C7   C6   180.00   0.0  0
 4IH  CONST_04  C9   C8   C7   C6     0.00   0.0  0
 4IH  CONST_05  C9   C10  C5   C6     0.00   0.0  0
 4IH  CONST_06  C13  C12  C11  C8   180.00   0.0  0
 4IH  CONST_07  C15  C16  C11  C8   180.00   0.0  0
 4IH  CONST_10  C11  C8   C9   C10  180.00   0.0  0
 4IH  CONST_11  C7   C8   C9   C10    0.00   0.0  0
 4IH  CONST_12  C7   C6   C5   C10    0.00   0.0  0
 4IH  CONST_13  C14  C13  C12  C11    0.00   0.0  0
 4IH  CONST_14  C14  C15  C16  C11    0.00   0.0  0
 4IH  CONST_15  C15  C14  C13  C12    0.00   0.0  0
 4IH  CONST_17  C15  C16  C11  C12    0.00   0.0  0
 4IH  CONST_18  C16  C11  C12  C13    0.00   0.0  0
 4IH  CONST_19  C16  C15  C14  C13    0.00   0.0  0
 4IH  CONST_21  C9   C10  C5   C4   180.00   0.0  0
 4IH  CONST_22  C7   C6   C5   C4   180.00   0.0  0
 4IH  CONST_23  CL   C9   C10  C5   180.00   0.0  0
 4IH  CONST_24  CL   C9   C8   C11    0.00   0.0  0
 4IH  CONST_25  C7   C8   C9   CL   180.00   0.0  0
 4IH  CONST_26  H14  C7   C6   C5   180.00   0.0  0
 4IH  CONST_27  H8   C10  C5   C6   180.00   0.0  0
 4IH  CONST_28  H9   C12  C11  C8     0.00   0.0  0
 4IH  CONST_29  H13  C16  C11  C8     0.00   0.0  0
 4IH  CONST_30  H7   C6   C7   C8   180.00   0.0  0
 4IH  CONST_31  H10  C13  C12  C11  180.00   0.0  0
 4IH  CONST_32  H12  C15  C16  C11  180.00   0.0  0
 4IH  CONST_33  H11  C14  C13  C12  180.00   0.0  0
 4IH  Var_01    N1   C4   C5   C6   141.28  30.0  2
 4IH  Var_02    C5   C4   N1   C3   175.88  30.0  1
 4IH  Var_03    N1   C3   C2   C1   179.37  30.0  1
 4IH  Var_04    C    S    N    C1    63.43  30.0  3
 4IH  Var_05    N    C1   C2   C3   178.05  30.0  3
 4IH  Var_06    C2   C3   N1   C4   178.70  30.0  3
 4IH  Var_07    S    N    C1   C2   166.02  30.0  3
 4IH  Var_08    H20  C    S    N     62.20  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
 4IH  plan-1  C4   0.020
 4IH  plan-1  C5   0.020
 4IH  plan-1  C6   0.020
 4IH  plan-1  C8   0.020
 4IH  plan-1  C9   0.020
 4IH  plan-1  C10  0.020
 4IH  plan-1  C11  0.020
 4IH  plan-1  CL   0.020
 4IH  plan-1  C7   0.020
 4IH  plan-1  H7   0.020
 4IH  plan-1  H8   0.020
 4IH  plan-1  H14  0.020
 4IH  plan-2  C8   0.020
 4IH  plan-2  C11  0.020
 4IH  plan-2  C12  0.020
 4IH  plan-2  C13  0.020
 4IH  plan-2  C14  0.020
 4IH  plan-2  C15  0.020
 4IH  plan-2  C16  0.020
 4IH  plan-2  H9   0.020
 4IH  plan-2  H10  0.020
 4IH  plan-2  H11  0.020
 4IH  plan-2  H12  0.020
 4IH  plan-2  H13  0.020

