# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 08:12:40 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: N-[2-(diethylamino)ethyl]-1-(4-methylphenyl)methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)CCN[S](=O)(=O)Cc1ccc(C)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
 Q4Q  Q4Q  N-[2-(diethylamino)ethyl]-1-(4-methylphenyl)methanesulfonamide  ligand  43  19  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_Q4Q
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
 Q4Q  S     S  S     0   1.368   0.4672   1.0932  -0.1337
 Q4Q  N1    N  NC1   0  -0.738  -1.1033   1.1111  -0.6170
 Q4Q  O1    O  OS    0  -0.665   1.1090   2.2418  -0.7542
 Q4Q  C2    C  CR16  0  -0.265   3.0149  -1.1395   0.7509
 Q4Q  N2    N  NT    0  -0.415  -4.4255  -0.4578  -0.0718
 Q4Q  O2    O  OS    0  -0.665   0.4762   0.9662   1.3159
 Q4Q  C3    C  CR6   0   0.104   2.6478  -0.4822  -0.4200
 Q4Q  C4    C  CH2   0  -0.718   1.2114  -0.3951  -0.8265
 Q4Q  C6    C  CH3   0  -0.664  -5.0899  -2.8188  -0.4498
 Q4Q  C7    C  CR16  0  -0.263   3.6390   0.1142  -1.1914
 Q4Q  C8    C  CR16  0  -0.291   4.9702   0.0398  -0.8078
 Q4Q  C9    C  CR6   0   0.092   5.3464  -0.6206   0.3590
 Q4Q  C10   C  CR16  0  -0.284   4.3455  -1.2107   1.1302
 Q4Q  C11   C  CH2   0  -0.281  -2.0446   0.1223  -0.0956
 Q4Q  C12   C  CH2   0  -0.301  -3.4571   0.5378  -0.4867
 Q4Q  C08   C  CH3   0  -0.723   6.7832  -0.6890   0.7861
 Q4Q  C13   C  CH2   0  -0.288  -5.7061   0.1386   0.2814
 Q4Q  C14   C  CH3   0  -0.662  -5.6957   0.7571   1.6698
 Q4Q  C17   C  CH2   0  -0.288  -4.5514  -1.5306  -1.0487
 Q4Q  H1    H  HNC1  0   0.410  -1.1887   1.2818  -1.6138
 Q4Q  H41C  H  HCH2  0   0.316   0.6306  -1.2433  -0.4612
 Q4Q  H42C  H  HCH2  0   0.320   1.0880  -0.3284  -1.9084
 Q4Q  H111  H  HCH2  0   0.235  -1.8257  -0.8861  -0.4633
 Q4Q  H112  H  HCH2  0   0.262  -1.9693   0.1029   0.9901
 Q4Q  H2    H  HCR6  0   0.253   2.2577  -1.6142   1.3628
 Q4Q  H10   H  HCR6  0   0.250   4.6105  -1.7352   2.0407
 Q4Q  H121  H  HCH2  0   0.211  -3.5081   0.7296  -1.5713
 Q4Q  H122  H  HCH2  0   0.250  -3.6762   1.4901  -0.0014
 Q4Q  H131  H  HCH2  0   0.199  -6.0202   0.8880  -0.4626
 Q4Q  H132  H  HCH2  0   0.231  -6.4686  -0.6411   0.2598
 Q4Q  H171  H  HCH2  0   0.199  -5.1705  -1.2221  -1.9072
 Q4Q  H172  H  HCH2  0   0.228  -3.5604  -1.7381  -1.4581
 Q4Q  H7    H  HCR6  0   0.253   3.3737   0.6271  -2.1075
 Q4Q  H61C  H  HCH3  0   0.222  -4.4539  -3.1552   0.3696
 Q4Q  H62C  H  HCH3  0   0.224  -6.1041  -2.7105  -0.0641
 Q4Q  H63C  H  HCH3  0   0.226  -5.1140  -3.6045  -1.2055
 Q4Q  H8    H  HCR6  0   0.250   5.7277   0.5024  -1.4291
 Q4Q  H081  H  HCH3  0   0.250   6.9804   0.0032   1.6071
 Q4Q  H082  H  HCH3  0   0.246   7.0474  -1.6865   1.1377
 Q4Q  H083  H  HCH3  0   0.245   7.4571  -0.4299  -0.0296
 Q4Q  H141  H  HCH3  0   0.222  -5.4861  -0.0010   2.4252
 Q4Q  H142  H  HCH3  0   0.224  -4.9467   1.5446   1.7687
 Q4Q  H143  H  HCH3  0   0.224  -6.6660   1.2018   1.8947

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
 Q4Q  S    N1    single    1.643  0.020  1.643
 Q4Q  S    O1    double    1.455  0.020  1.455
 Q4Q  S    O2    double    1.455  0.020  1.455
 Q4Q  S    C4    single    1.802  0.020  1.802
 Q4Q  N1   C11   single    1.461  0.020  1.461
 Q4Q  C2   C3    aromatic  1.392  0.020  1.392
 Q4Q  C2   C10   aromatic  1.385  0.020  1.385
 Q4Q  N2   C12   single    1.449  0.020  1.449
 Q4Q  N2   C13   single    1.456  0.020  1.456
 Q4Q  N2   C17   single    1.456  0.020  1.456
 Q4Q  C3   C4    single    1.495  0.020  1.495
 Q4Q  C3   C7    aromatic  1.390  0.020  1.390
 Q4Q  C6   C17   single    1.519  0.020  1.519
 Q4Q  C7   C8    aromatic  1.387  0.020  1.387
 Q4Q  C8   C9    aromatic  1.393  0.020  1.393
 Q4Q  C9   C10   aromatic  1.395  0.020  1.395
 Q4Q  C9   C08   single    1.501  0.020  1.501
 Q4Q  C11  C12   single    1.523  0.020  1.523
 Q4Q  C13  C14   single    1.520  0.020  1.520
 Q4Q  N1   H1    single    0.890  0.020  1.040
 Q4Q  C4   H41C  single    0.970  0.020  1.090
 Q4Q  C4   H42C  single    0.970  0.020  1.090
 Q4Q  C11  H111  single    0.970  0.020  1.090
 Q4Q  C11  H112  single    0.970  0.020  1.090
 Q4Q  C2   H2    single    0.930  0.020  1.080
 Q4Q  C10  H10   single    0.930  0.020  1.080
 Q4Q  C12  H121  single    0.970  0.020  1.090
 Q4Q  C12  H122  single    0.970  0.020  1.090
 Q4Q  C13  H131  single    0.970  0.020  1.090
 Q4Q  C13  H132  single    0.970  0.020  1.090
 Q4Q  C17  H171  single    0.970  0.020  1.090
 Q4Q  C17  H172  single    0.970  0.020  1.090
 Q4Q  C7   H7    single    0.930  0.020  1.080
 Q4Q  C6   H61C  single    0.970  0.020  1.090
 Q4Q  C6   H62C  single    0.970  0.020  1.090
 Q4Q  C6   H63C  single    0.970  0.020  1.090
 Q4Q  C8   H8    single    0.930  0.020  1.080
 Q4Q  C08  H081  single    0.970  0.020  1.090
 Q4Q  C08  H082  single    0.970  0.020  1.090
 Q4Q  C08  H083  single    0.970  0.020  1.090
 Q4Q  C14  H141  single    0.970  0.020  1.090
 Q4Q  C14  H142  single    0.970  0.020  1.090
 Q4Q  C14  H143  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
 Q4Q  C4    S    O2    107.96  3.000
 Q4Q  C4    S    O1    107.81  3.000
 Q4Q  O2    S    O1    119.41  3.000
 Q4Q  C4    S    N1    106.89  3.000
 Q4Q  O2    S    N1    107.45  3.000
 Q4Q  O1    S    N1    106.71  3.000
 Q4Q  H1    N1   C11   114.20  3.000
 Q4Q  H1    N1   S     111.79  3.000
 Q4Q  C11   N1   S     120.22  3.000
 Q4Q  H2    C2   C10   119.62  3.000
 Q4Q  H2    C2   C3    119.86  3.000
 Q4Q  C10   C2   C3    120.52  3.000
 Q4Q  C17   N2   C13   112.85  3.000
 Q4Q  C17   N2   C12   111.82  3.000
 Q4Q  C13   N2   C12   112.07  3.000
 Q4Q  C7    C3   C4    120.60  3.000
 Q4Q  C7    C3   C2    118.76  3.000
 Q4Q  C4    C3   C2    120.63  3.000
 Q4Q  H42C  C4   H41C  108.62  3.000
 Q4Q  H42C  C4   C3    112.45  3.000
 Q4Q  H41C  C4   C3    112.03  3.000
 Q4Q  H42C  C4   S     106.50  3.000
 Q4Q  H41C  C4   S     107.07  3.000
 Q4Q  C3    C4   S     109.89  3.000
 Q4Q  H63C  C6   H62C  107.23  3.000
 Q4Q  H63C  C6   H61C  108.14  3.000
 Q4Q  H62C  C6   H61C  107.90  3.000
 Q4Q  H63C  C6   C17   110.22  3.000
 Q4Q  H62C  C6   C17   112.63  3.000
 Q4Q  H61C  C6   C17   110.55  3.000
 Q4Q  H7    C7   C8    119.63  3.000
 Q4Q  H7    C7   C3    119.86  3.000
 Q4Q  C8    C7   C3    120.51  3.000
 Q4Q  H8    C8   C9    119.61  3.000
 Q4Q  H8    C8   C7    119.30  3.000
 Q4Q  C9    C8   C7    121.09  3.000
 Q4Q  C08   C9   C10   120.70  3.000
 Q4Q  C08   C9   C8    121.25  3.000
 Q4Q  C10   C9   C8    118.04  3.000
 Q4Q  H10   C10  C9    119.59  3.000
 Q4Q  H10   C10  C2    119.33  3.000
 Q4Q  C9    C10  C2    121.08  3.000
 Q4Q  H112  C11  H111  107.73  3.000
 Q4Q  H112  C11  C12   108.97  3.000
 Q4Q  H111  C11  C12   110.50  3.000
 Q4Q  H112  C11  N1    108.87  3.000
 Q4Q  H111  C11  N1    111.99  3.000
 Q4Q  C12   C11  N1    108.73  3.000
 Q4Q  H122  C12  H121  106.04  3.000
 Q4Q  H122  C12  C11   108.07  3.000
 Q4Q  H121  C12  C11   110.05  3.000
 Q4Q  H122  C12  N2    109.76  3.000
 Q4Q  H121  C12  N2    111.72  3.000
 Q4Q  C11   C12  N2    111.02  3.000
 Q4Q  H083  C08  H082  108.01  3.000
 Q4Q  H083  C08  H081  107.49  3.000
 Q4Q  H082  C08  H081  107.09  3.000
 Q4Q  H083  C08  C9    111.61  3.000
 Q4Q  H082  C08  C9    111.44  3.000
 Q4Q  H081  C08  C9    110.98  3.000
 Q4Q  H132  C13  H131  105.87  3.000
 Q4Q  H132  C13  C14   108.29  3.000
 Q4Q  H131  C13  C14   110.01  3.000
 Q4Q  H132  C13  N2    108.49  3.000
 Q4Q  H131  C13  N2    111.44  3.000
 Q4Q  C14   C13  N2    112.47  3.000
 Q4Q  H143  C14  H142  107.31  3.000
 Q4Q  H143  C14  H141  108.15  3.000
 Q4Q  H142  C14  H141  107.88  3.000
 Q4Q  H143  C14  C13   110.37  3.000
 Q4Q  H142  C14  C13   112.40  3.000
 Q4Q  H141  C14  C13   110.56  3.000
 Q4Q  H172  C17  H171  105.72  3.000
 Q4Q  H172  C17  C6    107.95  3.000
 Q4Q  H171  C17  C6    110.19  3.000
 Q4Q  H172  C17  N2    108.23  3.000
 Q4Q  H171  C17  N2    111.39  3.000
 Q4Q  C6    C17  N2    113.01  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
 Q4Q  CONST_01  C8    C7   C3   C2      0.00   0.0  0
 Q4Q  CONST_02  C8    C9   C10  C2      0.00   0.0  0
 Q4Q  CONST_03  C9    C10  C2   C3      0.00   0.0  0
 Q4Q  CONST_04  C9    C8   C7   C3      0.00   0.0  0
 Q4Q  CONST_05  C10   C2   C3   C7      0.00   0.0  0
 Q4Q  CONST_06  C10   C9   C8   C7      0.00   0.0  0
 Q4Q  CONST_07  C08   C9   C10  C2    180.00   0.0  0
 Q4Q  CONST_08  C10   C2   C3   C4    180.00   0.0  0
 Q4Q  CONST_09  C8    C7   C3   C4    180.00   0.0  0
 Q4Q  CONST_10  C08   C9   C8   C7    180.00   0.0  0
 Q4Q  CONST_11  H7    C7   C3   C2    180.00   0.0  0
 Q4Q  CONST_12  H10   C10  C2   C3    180.00   0.0  0
 Q4Q  CONST_13  H8    C8   C7   C3    180.00   0.0  0
 Q4Q  CONST_14  H2    C2   C3   C7    180.00   0.0  0
 Q4Q  Var_01    C2    C3   C4   S      90.15  30.0  2
 Q4Q  Var_02    H081  C08  C9   C8    103.94  30.0  2
 Q4Q  Var_03    C3    C4   S    N1   -179.72  30.0  3
 Q4Q  Var_04    C12   C11  N1   S     168.88  30.0  3
 Q4Q  Var_05    N2    C12  C11  N1    176.11  30.0  3
 Q4Q  Var_06    C11   N1   S    O1   -176.27  30.0  3
 Q4Q  Var_07    C12   N2   C17  C6    157.02  30.0  2
 Q4Q  Var_08    C14   C13  N2   C12   -78.81  30.0  3
 Q4Q  Var_09    H141  C14  C13  N2    -60.97  30.0  3
 Q4Q  Var_10    H61C  C6   C17  N2    -57.39  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
 Q4Q  plan-1  C2   0.020
 Q4Q  plan-1  C3   0.020
 Q4Q  plan-1  C4   0.020
 Q4Q  plan-1  C7   0.020
 Q4Q  plan-1  C8   0.020
 Q4Q  plan-1  C9   0.020
 Q4Q  plan-1  C10  0.020
 Q4Q  plan-1  C08  0.020
 Q4Q  plan-1  H2   0.020
 Q4Q  plan-1  H10  0.020
 Q4Q  plan-1  H7   0.020
 Q4Q  plan-1  H8   0.020

