# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 23:13:13 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 4-({[(4-chlorophenyl)sulfonyl]amino}methyl)piperidine-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)N1CCC(CC1)CN[S](=O)(=O)c2ccc(Cl)cc2
#
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
 64D  64D  '4-({[(4-chlorophenyl)sulfonyl]amino}methyl)piperidine-1-carboxylic acid'  ligand  37  21  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_64D
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
 64D  C13   C   CR16   0  -0.238  -2.8153   0.1894   1.2251
 64D  C17   C   CR16   0  -0.236  -2.7678  -0.0319  -1.1815
 64D  C14   C   CR16   0  -0.197  -3.4057  -1.0574   1.3309
 64D  C16   C   CR16   0  -0.197  -3.3611  -1.2807  -1.0783
 64D  C10   C   CR6    0  -0.195  -2.4982   0.6941  -0.0303
 64D  C15   C   CR6    0  -0.030  -3.6729  -1.7807   0.1764
 64D  C19   C   C      0   0.518   4.5749  -1.9185   0.0473
 64D  C4    C   CH2    0  -0.423   2.9555   0.4703  -1.5067
 64D  C5    C   CH2    0  -0.436   2.2997   0.2817   0.9036
 64D  C2    C   CH2    0  -0.299   4.4057   0.2766  -1.0689
 64D  C3    C   CH2    0  -0.295   3.7796   0.0948   1.2351
 64D  C6    C   CH1    0  -0.269   2.1254   1.0918  -0.3828
 64D  C7    C   CH2    0  -0.256   0.6698   1.2002  -0.8188
 64D  N1    N   NT     0  -0.472   4.5056  -0.5074   0.1410
 64D  N8    N   NC1    0  -0.741  -0.0960   1.9981   0.1388
 64D  O20   O   O      0  -0.644   4.9118  -2.3938  -1.0580
 64D  O11   O   OS     0  -0.655  -1.8109   2.7367  -1.5110
 64D  O12   O   OS     0  -0.653  -2.1680   3.0930   0.9573
 64D  S9    S   S      0   1.380  -1.6905   2.2696  -0.1403
 64D  CL1   CL  CL     0  -0.103  -4.4129  -3.3347   0.3076
 64D  O22   O   OC    -1  -0.645   4.3324  -2.5661   1.0879
 64D  H13   H   HCR6   0   0.295  -2.6155   0.7557   2.1248
 64D  H14   H   HCR6   0   0.296  -3.6566  -1.4574   2.3032
 64D  H17   H   HCR6   0   0.296  -2.5302   0.3614  -2.1601
 64D  H16   H   HCR6   0   0.295  -3.5779  -1.8519  -1.9701
 64D  H41C  H   HCH2   0   0.226   2.9197   1.1081  -2.3948
 64D  H42C  H   HCH2   0   0.216   2.5311  -0.4995  -1.7891
 64D  H21C  H   HCH2   0   0.236   4.9838  -0.1975  -1.8574
 64D  H22C  H   HCH2   0   0.207   4.8530   1.2618  -0.8868
 64D  H6    H   HCH1   0   0.230   2.5005   2.1087  -0.2073
 64D  H51C  H   HCH2   0   0.218   1.8335  -0.7022   0.7816
 64D  H52C  H   HCH2   0   0.222   1.8068   0.7662   1.7524
 64D  H31C  H   HCH2   0   0.208   4.2192   1.0762   1.4519
 64D  H32C  H   HCH2   0   0.237   3.8949  -0.5138   2.1279
 64D  H71C  H   HCH2   0   0.261   0.6193   1.6948  -1.7886
 64D  H72C  H   HCH2   0   0.231   0.2528   0.1913  -0.9368
 64D  H8    H   HNC1   0   0.411   0.0756   1.7688   1.1123

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
 64D  C13  C14   aromatic  1.384  0.020  1.384
 64D  C13  C10   aromatic  1.390  0.020  1.390
 64D  C17  C16   aromatic  1.386  0.020  1.386
 64D  C17  C10   aromatic  1.387  0.020  1.387
 64D  C14  C15   aromatic  1.388  0.020  1.388
 64D  C16  C15   aromatic  1.386  0.020  1.386
 64D  C10  S9    single    1.774  0.020  1.774
 64D  C15  CL1   single    1.726  0.020  1.726
 64D  C19  N1    single    1.416  0.020  1.416
 64D  C19  O20   deloc     1.249  0.020  1.249
 64D  C19  O22   deloc     1.249  0.020  1.249
 64D  C4   C2    single    1.527  0.020  1.527
 64D  C4   C6    single    1.529  0.020  1.529
 64D  C5   C3    single    1.528  0.020  1.528
 64D  C5   C6    single    1.530  0.020  1.530
 64D  C2   N1    single    1.445  0.020  1.445
 64D  C3   N1    single    1.445  0.020  1.445
 64D  C6   C7    single    1.523  0.020  1.523
 64D  C7   N8    single    1.463  0.020  1.463
 64D  N8   S9    single    1.641  0.020  1.641
 64D  O11  S9    double    1.453  0.020  1.453
 64D  O12  S9    double    1.453  0.020  1.453
 64D  C13  H13   single    0.930  0.020  1.080
 64D  C14  H14   single    0.930  0.020  1.080
 64D  C17  H17   single    0.930  0.020  1.080
 64D  C16  H16   single    0.930  0.020  1.080
 64D  C4   H41C  single    0.970  0.020  1.090
 64D  C4   H42C  single    0.970  0.020  1.090
 64D  C2   H21C  single    0.970  0.020  1.090
 64D  C2   H22C  single    0.970  0.020  1.090
 64D  C6   H6    single    0.970  0.020  1.090
 64D  C5   H51C  single    0.970  0.020  1.090
 64D  C5   H52C  single    0.970  0.020  1.090
 64D  C3   H31C  single    0.970  0.020  1.090
 64D  C3   H32C  single    0.970  0.020  1.090
 64D  C7   H71C  single    0.970  0.020  1.090
 64D  C7   H72C  single    0.970  0.020  1.090
 64D  N8   H8    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
 64D  H13   C13  C10   121.27  3.000
 64D  H13   C13  C14   119.14  3.000
 64D  C10   C13  C14   119.59  3.000
 64D  H17   C17  C10   121.20  3.000
 64D  H17   C17  C16   119.29  3.000
 64D  C10   C17  C16   119.52  3.000
 64D  H14   C14  C15   120.70  3.000
 64D  H14   C14  C13   120.09  3.000
 64D  C15   C14  C13   119.21  3.000
 64D  H16   C16  C15   120.73  3.000
 64D  H16   C16  C17   120.02  3.000
 64D  C15   C16  C17   119.25  3.000
 64D  S9    C10  C17   120.12  3.000
 64D  S9    C10  C13   118.85  3.000
 64D  C17   C10  C13   121.01  3.000
 64D  CL1   C15  C16   119.34  3.000
 64D  CL1   C15  C14   119.23  3.000
 64D  C16   C15  C14   121.43  3.000
 64D  O22   C19  O20   126.29  3.000
 64D  O22   C19  N1    116.87  3.000
 64D  O20   C19  N1    116.80  3.000
 64D  H42C  C4   H41C  107.10  3.000
 64D  H42C  C4   C6    109.81  3.000
 64D  H41C  C4   C6    109.99  3.000
 64D  H42C  C4   C2    109.24  3.000
 64D  H41C  C4   C2    109.74  3.000
 64D  C6    C4   C2    110.88  3.000
 64D  H52C  C5   H51C  106.99  3.000
 64D  H52C  C5   C6    111.49  3.000
 64D  H51C  C5   C6    109.47  3.000
 64D  H52C  C5   C3    108.79  3.000
 64D  H51C  C5   C3    109.05  3.000
 64D  C6    C5   C3    110.95  3.000
 64D  H22C  C2   H21C  107.17  3.000
 64D  H22C  C2   N1    108.66  3.000
 64D  H21C  C2   N1    109.52  3.000
 64D  H22C  C2   C4    108.71  3.000
 64D  H21C  C2   C4    110.64  3.000
 64D  N1    C2   C4    111.99  3.000
 64D  H32C  C3   H31C  107.23  3.000
 64D  H32C  C3   N1    109.60  3.000
 64D  H31C  C3   N1    108.74  3.000
 64D  H32C  C3   C5    110.45  3.000
 64D  H31C  C3   C5    108.75  3.000
 64D  N1    C3   C5    111.93  3.000
 64D  H6    C6   C7    107.84  3.000
 64D  H6    C6   C5    108.48  3.000
 64D  C7    C6   C5    112.78  3.000
 64D  H6    C6   C4    107.96  3.000
 64D  C7    C6   C4    109.71  3.000
 64D  C5    C6   C4    109.93  3.000
 64D  H72C  C7   H71C  107.68  3.000
 64D  H72C  C7   N8    111.88  3.000
 64D  H71C  C7   N8    108.10  3.000
 64D  H72C  C7   C6    109.16  3.000
 64D  H71C  C7   C6    109.34  3.000
 64D  N8    C7   C6    110.59  3.000
 64D  C3    N1   C2    111.91  3.000
 64D  C3    N1   C19   119.35  3.000
 64D  C2    N1   C19   119.25  3.000
 64D  H8    N8   S9    111.40  3.000
 64D  H8    N8   C7    114.59  3.000
 64D  S9    N8   C7    119.17  3.000
 64D  O12   S9   O11   120.21  3.000
 64D  O12   S9   N8    106.53  3.000
 64D  O11   S9   N8    107.10  3.000
 64D  O12   S9   C10   107.87  3.000
 64D  O11   S9   C10   107.84  3.000
 64D  N8    S9   C10   106.55  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
 64D  CONST_01  C16  C15  C14  C13    0.00   0.0  0
 64D  CONST_02  C16  C17  C10  C13    0.00   0.0  0
 64D  CONST_03  C14  C15  C16  C17    0.00   0.0  0
 64D  CONST_04  C14  C13  C10  C17    0.00   0.0  0
 64D  CONST_05  C15  C14  C13  C10    0.00   0.0  0
 64D  CONST_06  C15  C16  C17  C10    0.00   0.0  0
 64D  CONST_07  CL1  C15  C14  C13  180.00   0.0  0
 64D  CONST_08  CL1  C15  C16  C17  180.00   0.0  0
 64D  CONST_09  S9   C10  C13  C14  180.00   0.0  0
 64D  CONST_10  S9   C10  C17  C16  180.00   0.0  0
 64D  CONST_11  H17  C17  C10  C13  180.00   0.0  0
 64D  CONST_12  H13  C13  C10  C17  180.00   0.0  0
 64D  CONST_13  H16  C16  C15  C14  180.00   0.0  0
 64D  CONST_14  H14  C14  C15  C16  180.00   0.0  0
 64D  Var_01    C3   N1   C2   C4   -58.25  30.0  1
 64D  Var_02    C2   N1   C3   C5    58.14  30.0  1
 64D  Var_03    N1   C2   C4   C6    55.50  30.0  1
 64D  Var_04    N1   C3   C5   C6   -55.37  30.0  1
 64D  Var_05    N8   S9   C10  C13   81.13  30.0  2
 64D  Var_06    O20  C19  N1   C2    19.10  30.0  2
 64D  Var_07    C7   N8   S9   C10   65.71  30.0  2
 64D  Var_08    S9   N8   C7   C6   179.04  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
 64D  chir_01  C6  C4  C5  C7  positiv

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
 64D  plan-1  C13  0.020
 64D  plan-1  C17  0.020
 64D  plan-1  C14  0.020
 64D  plan-1  C16  0.020
 64D  plan-1  C10  0.020
 64D  plan-1  C15  0.020
 64D  plan-1  S9   0.020
 64D  plan-1  CL1  0.020
 64D  plan-1  H13  0.020
 64D  plan-1  H14  0.020
 64D  plan-1  H17  0.020
 64D  plan-1  H16  0.020
 64D  plan-2  C19  0.020
 64D  plan-2  N1   0.020
 64D  plan-2  O20  0.020
 64D  plan-2  O22  0.020

