# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 17:58:22 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: N-[(1R,2R)-2-(4-aminophenyl)-2-hydroxy-1-(hydroxymethyl)ethyl]-2,2-dichloroacetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(cc1)[C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl
#
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
 CLK  CLK  N-[(1R,2R)-2-(4-aminophenyl)-2-hydroxy-1-(hydroxymethyl)ethyl]-2,2-dichloroacetamide  ligand  32  18  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CLK
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
 CLK  C1    C   CH1   0  -0.431   1.0870  -0.5284   1.9608
 CLK  CL1A  CL  CL    0  -0.056   2.1525  -1.5981   1.0256
 CLK  CL1B  CL  CL    0  -0.058   2.0304   0.4431   3.0928
 CLK  C2    C   C     0   0.611   0.3577   0.3938   0.9786
 CLK  O2    O   O     0  -0.441   0.9198   1.3384   0.4702
 CLK  N2    N   NH1   0  -0.637  -0.9094   0.0190   0.7660
 CLK  C3    C   CH1   0  -0.137  -1.8263   0.7162  -0.1131
 CLK  C4    C   CH2   0  -0.166  -3.1483   0.9320   0.6156
 CLK  O4    O   OH1   0  -0.669  -3.6261  -0.2837   1.1473
 CLK  C5    C   CH1   0  -0.029  -1.9626   0.0108  -1.4767
 CLK  O5    O   OH1   0  -0.657  -2.5490  -1.2627  -1.3802
 CLK  C6    C   CR6   0   0.099  -0.6399   0.0034  -2.2064
 CLK  C7    C   CR16  0  -0.294  -0.2689   1.0962  -2.9831
 CLK  C8    C   CR16  0  -0.312   0.9576   1.1523  -3.6216
 CLK  C9    C   CR6   0   0.283   1.8712   0.0992  -3.5000
 CLK  N9    N   NH2   0  -0.861   3.1209   0.1695  -4.0851
 CLK  C10   C   CR16  0  -0.303   1.4986  -1.0034  -2.7251
 CLK  C11   C   CR16  0  -0.311   0.2658  -1.0457  -2.0956
 CLK  H1    H   HCH1  0   0.362   0.4170  -1.1592   2.5400
 CLK  H2    H   HNH1  0   0.408  -1.2989  -0.7236   1.3281
 CLK  H3    H   HCH1  0   0.281  -1.4133   1.7066  -0.3136
 CLK  H4C1  H   HCH2  0   0.231  -2.9767   1.6680   1.4073
 CLK  H4C2  H   HCH2  0   0.211  -3.8654   1.3780  -0.0851
 CLK  H4    H   HOH1  0   0.462  -4.1009  -0.0907   1.9594
 CLK  H5    H   HCH1  0   0.247  -2.6664   0.6171  -2.0568
 CLK  HA    H   HOH1  0   0.447  -2.0417  -1.8071  -0.7698
 CLK  H7    H   HCR6  0   0.240  -0.9563   1.9279  -3.0968
 CLK  H8    H   HCR6  0   0.250   1.2113   2.0157  -4.2262
 CLK  H9N1  H   HNH2  0   0.376   3.5609  -0.7173  -4.2726
 CLK  H9N2  H   HNH2  0   0.375   3.1939   0.7892  -4.8764
 CLK  H10   H   HCR6  0   0.248   2.1854  -1.8345  -2.6142
 CLK  H11   H   HCR6  0   0.231   0.0283  -1.9227  -1.5053

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
 CLK  C1   CL1A  single    1.776  0.020  1.776
 CLK  C1   CL1B  single    1.765  0.020  1.765
 CLK  C1   C2    single    1.532  0.020  1.532
 CLK  C1   H1    single    0.970  0.020  1.090
 CLK  C2   O2    double    1.211  0.020  1.211
 CLK  C2   N2    single    1.338  0.020  1.338
 CLK  N2   C3    single    1.449  0.020  1.449
 CLK  N2   H2    single    0.860  0.020  1.020
 CLK  C3   C4    single    1.525  0.020  1.525
 CLK  C3   C5    single    1.541  0.020  1.541
 CLK  C3   H3    single    0.970  0.020  1.090
 CLK  C4   O4    single    1.410  0.020  1.410
 CLK  C4   H4C1  single    0.970  0.020  1.090
 CLK  C4   H4C2  single    0.970  0.020  1.090
 CLK  O4   H4    single    0.850  0.020  0.980
 CLK  C5   O5    single    1.405  0.020  1.405
 CLK  C5   C6    single    1.511  0.020  1.511
 CLK  C5   H5    single    0.970  0.020  1.090
 CLK  O5   HA    single    0.850  0.020  0.980
 CLK  C6   C7    aromatic  1.391  0.020  1.391
 CLK  C6   C11   aromatic  1.390  0.020  1.390
 CLK  C7   C8    aromatic  1.384  0.020  1.384
 CLK  C7   H7    single    0.930  0.020  1.080
 CLK  C8   C9    aromatic  1.400  0.020  1.400
 CLK  C8   H8    single    0.930  0.020  1.080
 CLK  C9   N9    single    1.382  0.020  1.382
 CLK  C9   C10   aromatic  1.398  0.020  1.398
 CLK  N9   H9N1  single    0.890  0.020  1.040
 CLK  N9   H9N2  single    0.890  0.020  1.040
 CLK  C10  C11   aromatic  1.385  0.020  1.385
 CLK  C10  H10   single    0.930  0.020  1.080
 CLK  C11  H11   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
 CLK  H1    C1   C2    113.41  3.000
 CLK  H1    C1   CL1B  107.88  3.000
 CLK  C2    C1   CL1B  109.53  3.000
 CLK  H1    C1   CL1A  107.51  3.000
 CLK  C2    C1   CL1A  108.09  3.000
 CLK  CL1B  C1   CL1A  110.40  3.000
 CLK  N2    C2   O2    126.24  3.000
 CLK  N2    C2   C1    112.58  3.000
 CLK  O2    C2   C1    121.18  3.000
 CLK  H2    N2   C3    116.59  3.000
 CLK  H2    N2   C2    118.87  3.000
 CLK  C3    N2   C2    124.11  3.000
 CLK  H3    C3   C5    106.63  3.000
 CLK  H3    C3   C4    106.70  3.000
 CLK  C5    C3   C4    114.26  3.000
 CLK  H3    C3   N2    107.97  3.000
 CLK  C5    C3   N2    111.87  3.000
 CLK  C4    C3   N2    109.07  3.000
 CLK  H4C2  C4   H4C1  106.92  3.000
 CLK  H4C2  C4   O4    111.70  3.000
 CLK  H4C1  C4   O4    111.11  3.000
 CLK  H4C2  C4   C3    108.59  3.000
 CLK  H4C1  C4   C3    107.75  3.000
 CLK  O4    C4   C3    110.60  3.000
 CLK  H4    O4   C4    108.24  3.000
 CLK  H5    C5   C6    108.03  3.000
 CLK  H5    C5   O5    105.66  3.000
 CLK  C6    C5   O5    113.21  3.000
 CLK  H5    C5   C3    105.79  3.000
 CLK  C6    C5   C3    110.62  3.000
 CLK  O5    C5   C3    113.01  3.000
 CLK  HA    O5   C5    109.65  3.000
 CLK  C11   C6   C7    117.62  3.000
 CLK  C11   C6   C5    122.38  3.000
 CLK  C7    C6   C5    119.96  3.000
 CLK  H7    C7   C8    118.82  3.000
 CLK  H7    C7   C6    119.46  3.000
 CLK  C8    C7   C6    121.73  3.000
 CLK  H8    C8   C9    119.67  3.000
 CLK  H8    C8   C7    119.80  3.000
 CLK  C9    C8   C7    120.53  3.000
 CLK  C10   C9   N9    121.06  3.000
 CLK  C10   C9   C8    117.88  3.000
 CLK  N9    C9   C8    121.02  3.000
 CLK  H9N2  N9   H9N1  111.31  3.000
 CLK  H9N2  N9   C9    115.43  3.000
 CLK  H9N1  N9   C9    115.41  3.000
 CLK  H10   C10  C11   119.61  3.000
 CLK  H10   C10  C9    119.50  3.000
 CLK  C11   C10  C9    120.88  3.000
 CLK  H11   C11  C10   117.87  3.000
 CLK  H11   C11  C6    120.76  3.000
 CLK  C10   C11  C6    121.37  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
 CLK  CONST_01  C9   C8   C7   C6      0.00   0.0  0
 CLK  CONST_02  C9   C10  C11  C6      0.00   0.0  0
 CLK  CONST_03  C10  C11  C6   C7      0.00   0.0  0
 CLK  CONST_04  C10  C9   C8   C7      0.00   0.0  0
 CLK  CONST_05  C11  C6   C7   C8      0.00   0.0  0
 CLK  CONST_06  C11  C10  C9   C8      0.00   0.0  0
 CLK  CONST_07  C8   C7   C6   C5    180.00   0.0  0
 CLK  CONST_08  C10  C11  C6   C5    180.00   0.0  0
 CLK  CONST_09  N9   C9   C8   C7    180.00   0.0  0
 CLK  CONST_10  C11  C10  C9   N9    180.00   0.0  0
 CLK  CONST_11  H8   C8   C7   C6    180.00   0.0  0
 CLK  CONST_12  H10  C10  C11  C6    180.00   0.0  0
 CLK  CONST_13  H11  C11  C6   C7    180.00   0.0  0
 CLK  CONST_14  H7   C7   C8   C9    180.00   0.0  0
 CLK  CONST_17  C3   N2   C2   C1    180.00   0.0  0
 CLK  CONST_18  C3   N2   C2   O2      0.00   0.0  0
 CLK  CONST_19  H2   N2   C2   C1      0.00   0.0  0
 CLK  Var_01    O2   C2   C1   CL1A  -76.45  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
 CLK  chir_01  C3  N2  C4  C5  positiv
 CLK  chir_02  C5  O5  C3  C6  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
 CLK  plan-1  C5    0.020
 CLK  plan-1  C6    0.020
 CLK  plan-1  C7    0.020
 CLK  plan-1  C8    0.020
 CLK  plan-1  C9    0.020
 CLK  plan-1  N9    0.020
 CLK  plan-1  C10   0.020
 CLK  plan-1  C11   0.020
 CLK  plan-1  H7    0.020
 CLK  plan-1  H8    0.020
 CLK  plan-1  H10   0.020
 CLK  plan-1  H11   0.020
 CLK  plan-2  C1    0.020
 CLK  plan-2  C2    0.020
 CLK  plan-2  O2    0.020
 CLK  plan-2  N2    0.020
 CLK  plan-2  C3    0.020
 CLK  plan-2  H2    0.020
 CLK  plan-3  C9    0.020
 CLK  plan-3  N9    0.020
 CLK  plan-3  H9N1  0.020
 CLK  plan-3  H9N2  0.020

