# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  2 12:35:40 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: (3S)-3-(4-chlorophenyl)-3-(1-methylbenzotriazol-5-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nnc2cc(ccc12)[C@@H](CC(O)=O)c3ccc(Cl)cc3
#
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
 XMS  XMS  '(3S)-3-(4-chlorophenyl)-3-(1-methylbenzotriazol-5-yl)propanoic acid'  ligand  36  22  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_XMS
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
 XMS  C1    C   CH3   0  -0.528  -5.5930  -1.5408   1.1708
 XMS  N2    N   NR5   0  -0.377  -4.7376  -0.9322   0.1805
 XMS  N3    N   N     0  -0.065  -5.1617  -0.7187  -1.0585
 XMS  N4    N   N     0  -0.332  -4.2511  -0.1307  -1.7389
 XMS  C5    C   CR56  0   0.148  -3.1726   0.0638  -0.9271
 XMS  C6    C   CR16  0  -0.378  -1.9249   0.6495  -1.1735
 XMS  C7    C   CR6   0   0.180  -1.0176   0.6935  -0.1386
 XMS  C8    C   CR16  0  -0.299  -1.3556   0.1583   1.1303
 XMS  C9    C   CR16  0  -0.276  -2.5760  -0.4157   1.3942
 XMS  C10   C   CR56  0   0.377  -3.4813  -0.4539   0.3300
 XMS  C11   C   CH1   0  -0.426   0.3515   1.3063  -0.3557
 XMS  C12   C   CH2   0  -0.600   0.5484   2.5205   0.5472
 XMS  C13   C   C     0   0.558   1.8265   3.2642   0.2618
 XMS  O14   O   O     0  -0.434   2.4684   3.1627  -0.7529
 XMS  O15   O   OH1   0  -0.593   2.1570   4.0783   1.2572
 XMS  C16   C   CR6   0   0.189   1.4228   0.2450  -0.2101
 XMS  C17   C   CR16  0  -0.337   2.1765   0.0782   0.9460
 XMS  C18   C   CR16  0  -0.190   3.1194  -0.9364   1.0522
 XMS  C19   C   CR6   0  -0.060   3.3096  -1.7956  -0.0154
 XMS  CL20  CL  CL    0  -0.132   4.4878  -3.0628   0.1037
 XMS  C21   C   CR16  0  -0.195   2.5736  -1.6539  -1.1827
 XMS  C22   C   CR16  0  -0.300   1.6378  -0.6366  -1.2673
 XMS  H11   H   HCH1  0   0.285   0.3860   1.6591  -1.3893
 XMS  H1    H   HCH3  0   0.278  -6.3737  -2.0983   0.6621
 XMS  H1A   H   HCH3  0   0.267  -5.0119  -2.2247   1.7849
 XMS  H1B   H   HCH3  0   0.268  -6.0461  -0.7835   1.8083
 XMS  H6    H   HCR6  0   0.267  -1.6830   1.0511  -2.1498
 XMS  H8    H   HCR6  0   0.262  -0.6246   0.1935   1.9289
 XMS  H9    H   HCR6  0   0.284  -2.8124  -0.8155   2.3710
 XMS  H12   H   HCH2  0   0.319  -0.2764   3.2223   0.3845
 XMS  H12A  H   HCH2  0   0.281   0.4976   2.2625   1.6071
 XMS  H17   H   HCR6  0   0.261   2.0466   0.7373   1.7948
 XMS  H18   H   HCR6  0   0.279   3.6971  -1.0475   1.9599
 XMS  H21   H   HCR6  0   0.279   2.7297  -2.3241  -2.0173
 XMS  H22   H   HCR6  0   0.260   1.0628  -0.5309  -2.1798
 XMS  HO15  H   HOH1  0   0.481   2.9650   4.5642   1.0334

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
 XMS  H1   C1    single    0.970  0.020  1.090
 XMS  C1   H1B   single    0.970  0.020  1.090
 XMS  C1   H1A   single    0.970  0.020  1.090
 XMS  C1   N2    single    1.443  0.020  1.443
 XMS  N2   C10   aromatic  1.353  0.020  1.353
 XMS  N2   N3    aromatic  1.327  0.020  1.327
 XMS  N3   N4    aromatic  1.280  0.020  1.280
 XMS  C5   N4    aromatic  1.364  0.020  1.364
 XMS  C10  C5    aromatic  1.394  0.020  1.394
 XMS  C5   C6    aromatic  1.400  0.020  1.400
 XMS  C7   C6    aromatic  1.377  0.020  1.377
 XMS  C6   H6    single    0.930  0.020  1.080
 XMS  C8   C7    aromatic  1.418  0.020  1.418
 XMS  C7   C11   single    1.516  0.020  1.516
 XMS  C9   C8    aromatic  1.374  0.020  1.374
 XMS  H8   C8    single    0.930  0.020  1.080
 XMS  H9   C9    single    0.930  0.020  1.080
 XMS  C9   C10   aromatic  1.398  0.020  1.398
 XMS  C12  C11   single    1.526  0.020  1.526
 XMS  H11  C11   single    0.970  0.020  1.090
 XMS  C11  C16   single    1.515  0.020  1.515
 XMS  C13  C12   single    1.506  0.020  1.506
 XMS  C12  H12   single    0.970  0.020  1.090
 XMS  C12  H12A  single    0.970  0.020  1.090
 XMS  O14  C13   double    1.205  0.020  1.205
 XMS  O15  C13   single    1.328  0.020  1.328
 XMS  O15  HO15  single    0.850  0.020  0.980
 XMS  C16  C22   aromatic  1.393  0.020  1.393
 XMS  C16  C17   aromatic  1.390  0.020  1.390
 XMS  H17  C17   single    0.930  0.020  1.080
 XMS  C17  C18   aromatic  1.389  0.020  1.389
 XMS  C18  H18   single    0.930  0.020  1.080
 XMS  C18  C19   aromatic  1.384  0.020  1.384
 XMS  C21  C19   aromatic  1.387  0.020  1.387
 XMS  C19  CL20  single    1.734  0.020  1.734
 XMS  C22  C21   aromatic  1.385  0.020  1.385
 XMS  C21  H21   single    0.930  0.020  1.080
 XMS  H22  C22   single    0.930  0.020  1.080

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
 XMS  H1B   C1   H1A   109.22  3.000
 XMS  H1A   C1   H1    109.02  3.000
 XMS  H1B   C1   H1    109.40  3.000
 XMS  H1A   C1   N2    109.63  3.000
 XMS  H1B   C1   N2    110.80  3.000
 XMS  H1    C1   N2    108.73  3.000
 XMS  C10   N2   N3    110.07  3.000
 XMS  N3    N2   C1    121.28  3.000
 XMS  C10   N2   C1    128.59  3.000
 XMS  N4    N3   N2    110.06  3.000
 XMS  C5    N4   N3    108.16  3.000
 XMS  C10   C5   C6    120.75  3.000
 XMS  C6    C5   N4    131.27  3.000
 XMS  C10   C5   N4    107.98  3.000
 XMS  H6    C6   C7    121.23  3.000
 XMS  H6    C6   C5    120.84  3.000
 XMS  C7    C6   C5    117.92  3.000
 XMS  C11   C7   C8    119.74  3.000
 XMS  C11   C7   C6    120.03  3.000
 XMS  C8    C7   C6    120.23  3.000
 XMS  H8    C8   C9    118.12  3.000
 XMS  H8    C8   C7    119.12  3.000
 XMS  C9    C8   C7    122.76  3.000
 XMS  H9    C9   C10   122.41  3.000
 XMS  C10   C9   C8    116.13  3.000
 XMS  H9    C9   C8    121.46  3.000
 XMS  C9    C10  C5    122.21  3.000
 XMS  C9    C10  N2    134.06  3.000
 XMS  C5    C10  N2    103.73  3.000
 XMS  H11   C11  C16   107.14  3.000
 XMS  C16   C11  C12   114.16  3.000
 XMS  H11   C11  C12   107.39  3.000
 XMS  C16   C11  C7    109.98  3.000
 XMS  H11   C11  C7    107.13  3.000
 XMS  C12   C11  C7    110.70  3.000
 XMS  H12A  C12  H12   105.11  3.000
 XMS  H12A  C12  C13   109.88  3.000
 XMS  H12   C12  C13   107.13  3.000
 XMS  H12A  C12  C11   112.35  3.000
 XMS  H12   C12  C11   108.96  3.000
 XMS  C13   C12  C11   112.97  3.000
 XMS  O15   C13  O14   123.39  3.000
 XMS  O15   C13  C12   111.83  3.000
 XMS  O14   C13  C12   124.76  3.000
 XMS  HO15  O15  C13   109.99  3.000
 XMS  C22   C16  C17   118.13  3.000
 XMS  C17   C16  C11   123.18  3.000
 XMS  C22   C16  C11   118.65  3.000
 XMS  H17   C17  C18   117.79  3.000
 XMS  C18   C17  C16   121.28  3.000
 XMS  H17   C17  C16   120.93  3.000
 XMS  H18   C18  C19   120.69  3.000
 XMS  C19   C18  C17   119.20  3.000
 XMS  H18   C18  C17   120.11  3.000
 XMS  C21   C19  CL20  119.53  3.000
 XMS  CL20  C19  C18   119.61  3.000
 XMS  C21   C19  C18   120.86  3.000
 XMS  H21   C21  C22   120.37  3.000
 XMS  H21   C21  C19   120.62  3.000
 XMS  C22   C21  C19   119.01  3.000
 XMS  H22   C22  C21   118.79  3.000
 XMS  H22   C22  C16   119.69  3.000
 XMS  C21   C22  C16   121.52  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
 XMS  CONST_01  N4    C5   C10  N2      0.00   0.0  0
 XMS  CONST_02  C6    C5   C10  N2    180.00   0.0  0
 XMS  CONST_03  C8    C9   C10  N2    180.00   0.0  0
 XMS  CONST_04  C5    N4   N3   N2      0.00   0.0  0
 XMS  CONST_05  C5    C10  N2   N3      0.00   0.0  0
 XMS  CONST_06  C9    C10  N2   N3    180.00   0.0  0
 XMS  CONST_07  C10   C5   N4   N3      0.00   0.0  0
 XMS  CONST_08  C6    C5   N4   N3    180.00   0.0  0
 XMS  CONST_09  C10   N2   N3   N4      0.00   0.0  0
 XMS  CONST_10  C9    C10  C5   N4    180.00   0.0  0
 XMS  CONST_11  C7    C6   C5   N4    180.00   0.0  0
 XMS  CONST_12  C8    C9   C10  C5      0.00   0.0  0
 XMS  CONST_13  C8    C7   C6   C5      0.00   0.0  0
 XMS  CONST_14  C9    C10  C5   C6      0.00   0.0  0
 XMS  CONST_15  C9    C8   C7   C6      0.00   0.0  0
 XMS  CONST_16  C10   C5   C6   C7      0.00   0.0  0
 XMS  CONST_17  C10   C9   C8   C7      0.00   0.0  0
 XMS  CONST_18  C19   C21  C22  C16     0.00   0.0  0
 XMS  CONST_19  C19   C18  C17  C16     0.00   0.0  0
 XMS  CONST_20  C21   C22  C16  C17     0.00   0.0  0
 XMS  CONST_21  C21   C19  C18  C17     0.00   0.0  0
 XMS  CONST_22  C22   C16  C17  C18     0.00   0.0  0
 XMS  CONST_23  C22   C21  C19  C18     0.00   0.0  0
 XMS  CONST_24  C5    C10  N2   C1    180.00   0.0  0
 XMS  CONST_25  C9    C10  N2   C1      0.00   0.0  0
 XMS  CONST_26  N4    N3   N2   C1    180.00   0.0  0
 XMS  CONST_27  C11   C7   C6   C5    180.00   0.0  0
 XMS  CONST_28  C11   C7   C8   C9    180.00   0.0  0
 XMS  CONST_29  C21   C22  C16  C11   180.00   0.0  0
 XMS  CONST_30  C18   C17  C16  C11   180.00   0.0  0
 XMS  CONST_31  CL20  C19  C18  C17   180.00   0.0  0
 XMS  CONST_32  C22   C21  C19  CL20  180.00   0.0  0
 XMS  CONST_33  H9    C9   C10  N2      0.00   0.0  0
 XMS  CONST_34  H6    C6   C5   N4      0.00   0.0  0
 XMS  CONST_35  H8    C8   C7   C6    180.00   0.0  0
 XMS  CONST_36  H21   C21  C22  C16   180.00   0.0  0
 XMS  CONST_37  H18   C18  C17  C16   180.00   0.0  0
 XMS  CONST_38  H22   C22  C16  C17   180.00   0.0  0
 XMS  CONST_39  H17   C17  C18  C19   180.00   0.0  0
 XMS  CONST_40  HO15  O15  C13  C12   180.00   0.0  0
 XMS  Var_01    H1    C1   N2   N3     21.82  30.0  2
 XMS  Var_02    O14   C13  C12  C11    18.08  30.0  2

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
 XMS  chir_01  C11  C7  C12  C16  negativ

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
 XMS  plan-1  C11   0.020
 XMS  plan-1  C16   0.020
 XMS  plan-1  C17   0.020
 XMS  plan-1  C18   0.020
 XMS  plan-1  C19   0.020
 XMS  plan-1  CL20  0.020
 XMS  plan-1  C21   0.020
 XMS  plan-1  C22   0.020
 XMS  plan-1  H17   0.020
 XMS  plan-1  H18   0.020
 XMS  plan-1  H21   0.020
 XMS  plan-1  H22   0.020
 XMS  plan-2  C1    0.020
 XMS  plan-2  N2    0.020
 XMS  plan-2  N3    0.020
 XMS  plan-2  N4    0.020
 XMS  plan-2  C5    0.020
 XMS  plan-2  C6    0.020
 XMS  plan-2  C7    0.020
 XMS  plan-2  C8    0.020
 XMS  plan-2  C9    0.020
 XMS  plan-2  C10   0.020
 XMS  plan-2  C11   0.020
 XMS  plan-2  H6    0.020
 XMS  plan-2  H8    0.020
 XMS  plan-2  H9    0.020
 XMS  plan-3  C12   0.020
 XMS  plan-3  C13   0.020
 XMS  plan-3  O14   0.020
 XMS  plan-3  O15   0.020
 XMS  plan-3  HO15  0.020

