# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 17:30:55 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: (2R,3S)-4-(4-chlorophenyl)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)butan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@](O)([C@H](Cc1ccc(Cl)cc1)n2cncn2)c3ccccc3
#
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
 9RL  9RL  (2R,3S)-4-(4-chlorophenyl)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)butan-2-ol  ligand  41  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9RL
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
 9RL  C10  C   CH2   0  -0.560   0.5321   1.2625  -1.2495
 9RL  C12  C   CR16  0  -0.326   2.6640  -0.0832  -1.2913
 9RL  C13  C   CR16  0  -0.195   3.8788  -0.4712  -0.7430
 9RL  C15  C   CR16  0  -0.195   3.5201   1.0624   1.0842
 9RL  C16  C   CR16  0  -0.304   2.3112   1.4361   0.5195
 9RL  C19  C   CR15  0   0.088  -0.3481  -1.6645  -1.2317
 9RL  C01  C   CH3   0  -0.693  -2.3108   0.8131  -2.3608
 9RL  C02  C   CT    0   0.163  -2.0384   1.1732  -0.9039
 9RL  C03  C   CR6   0   0.155  -3.0998   0.5774   0.0207
 9RL  C04  C   CR16  0  -0.299  -3.6070  -0.7047  -0.1870
 9RL  C05  C   CR16  0  -0.237  -4.5454  -1.2530   0.6747
 9RL  C06  C   CR16  0  -0.271  -5.0004  -0.5290   1.7676
 9RL  C07  C   CR16  0  -0.236  -4.5049   0.7476   1.9865
 9RL  C08  C   CR16  0  -0.324  -3.5654   1.2930   1.1212
 9RL  C09  C   CH1   0  -0.102  -0.6298   0.7104  -0.4154
 9RL  C11  C   CR6   0   0.172   1.8629   0.8695  -0.6718
 9RL  C14  C   CR6   0  -0.057   4.2944   0.1055   0.4451
 9RL  C21  C   CR15  0  -0.003  -0.4637  -2.5893   0.6290
 9RL  N18  N   NR5   0  -0.271  -0.5280  -0.7308  -0.2897
 9RL  N20  N   N     0  -0.455  -0.3073  -2.8578  -0.6847
 9RL  N22  N   N     0  -0.238  -0.5966  -1.3167   0.9095
 9RL  CL1  CL  CL    0  -0.133   5.8090  -0.3706   1.1438
 9RL  H1   H   HCH2  0   0.273   0.4588   0.9252  -2.2852
 9RL  H2   H   HCH2  0   0.285   0.4427   2.3491  -1.2741
 9RL  H3   H   HCR6  0   0.258   2.3472  -0.5319  -2.2249
 9RL  H4   H   HCR6  0   0.279   4.4897  -1.2126  -1.2398
 9RL  H5   H   HCR6  0   0.279   3.8542   1.5137   2.0085
 9RL  H6   H   HCR6  0   0.261   1.7117   2.1878   1.0191
 9RL  H7   H   HCR5  0   0.309  -0.2465  -1.4470  -2.2836
 9RL  H8   H   HCH3  0   0.238  -2.2598  -0.2565  -2.5483
 9RL  H9   H   HCH3  0   0.263  -3.3114   1.1426  -2.6413
 9RL  H10  H   HCH3  0   0.256  -1.5994   1.3026  -3.0253
 9RL  H11  H   HCR6  0   0.247  -3.2770  -1.2992  -1.0284
 9RL  H12  H   HCR6  0   0.255  -4.9219  -2.2502   0.4868
 9RL  H13  H   HCR6  0   0.255  -5.7352  -0.9546   2.4388
 9RL  H14  H   HCR6  0   0.256  -4.8531   1.3293   2.8304
 9RL  H15  H   HCR6  0   0.236  -3.2128   2.2949   1.3276
 9RL  H16  H   HCH1  0   0.293  -0.5177   1.0727   0.6106
 9RL  H17  H   HCR5  0   0.273  -0.4760  -3.3485   1.3959
 9RL  O23  O   OH1   0  -0.656  -2.0568   2.5829  -0.8685
 9RL  H18  H   HOH1  0   0.456  -1.7564   2.9007  -0.0104

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
 9RL  C06  C07  aromatic  1.387  0.020  1.387
 9RL  C06  C05  aromatic  1.388  0.020  1.388
 9RL  C07  C08  aromatic  1.389  0.020  1.389
 9RL  C05  C04  aromatic  1.387  0.020  1.387
 9RL  C08  C03  aromatic  1.393  0.020  1.393
 9RL  C04  C03  aromatic  1.394  0.020  1.394
 9RL  C03  C02  single    1.528  0.020  1.528
 9RL  C02  C01  single    1.525  0.020  1.525
 9RL  C02  C09  single    1.561  0.020  1.561
 9RL  C02  O23  single    1.410  0.020  1.410
 9RL  C12  C13  aromatic  1.388  0.020  1.388
 9RL  C12  C11  aromatic  1.390  0.020  1.390
 9RL  C10  C09  single    1.533  0.020  1.533
 9RL  C10  C11  single    1.503  0.020  1.503
 9RL  C09  N18  single    1.450  0.020  1.450
 9RL  C13  C14  aromatic  1.385  0.020  1.385
 9RL  C11  C16  aromatic  1.393  0.020  1.393
 9RL  N18  N22  aromatic  1.336  0.020  1.336
 9RL  N18  C19  aromatic  1.338  0.020  1.338
 9RL  C14  CL1  single    1.735  0.020  1.735
 9RL  C14  C15  aromatic  1.387  0.020  1.387
 9RL  N22  C21  aromatic  1.310  0.020  1.310
 9RL  C16  C15  aromatic  1.386  0.020  1.386
 9RL  C19  N20  aromatic  1.313  0.020  1.313
 9RL  C21  N20  aromatic  1.350  0.020  1.350
 9RL  C10  H1   single    0.970  0.020  1.090
 9RL  C10  H2   single    0.970  0.020  1.090
 9RL  C12  H3   single    0.930  0.020  1.080
 9RL  C13  H4   single    0.930  0.020  1.080
 9RL  C15  H5   single    0.930  0.020  1.080
 9RL  C16  H6   single    0.930  0.020  1.080
 9RL  C19  H7   single    0.930  0.020  1.080
 9RL  C01  H8   single    0.970  0.020  1.090
 9RL  C01  H9   single    0.970  0.020  1.090
 9RL  C01  H10  single    0.970  0.020  1.090
 9RL  C04  H11  single    0.930  0.020  1.080
 9RL  C05  H12  single    0.930  0.020  1.080
 9RL  C06  H13  single    0.930  0.020  1.080
 9RL  C07  H14  single    0.930  0.020  1.080
 9RL  C08  H15  single    0.930  0.020  1.080
 9RL  C09  H16  single    0.970  0.020  1.090
 9RL  C21  H17  single    0.930  0.020  1.080
 9RL  O23  H18  single    0.850  0.020  0.980

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
 9RL  H2   C10  H1   106.31  3.000
 9RL  H2   C10  C11  109.98  3.000
 9RL  H1   C10  C11  110.07  3.000
 9RL  H2   C10  C09  108.00  3.000
 9RL  H1   C10  C09  110.74  3.000
 9RL  C11  C10  C09  111.57  3.000
 9RL  H3   C12  C11  119.96  3.000
 9RL  H3   C12  C13  118.73  3.000
 9RL  C11  C12  C13  121.31  3.000
 9RL  H4   C13  C14  120.68  3.000
 9RL  H4   C13  C12  120.30  3.000
 9RL  C14  C13  C12  119.03  3.000
 9RL  H5   C15  C14  120.62  3.000
 9RL  H5   C15  C16  120.35  3.000
 9RL  C14  C15  C16  119.03  3.000
 9RL  H6   C16  C11  119.89  3.000
 9RL  H6   C16  C15  118.81  3.000
 9RL  C11  C16  C15  121.30  3.000
 9RL  H7   C19  N20  125.90  3.000
 9RL  H7   C19  N18  123.93  3.000
 9RL  N20  C19  N18  110.18  3.000
 9RL  H10  C01  H9   107.85  3.000
 9RL  H10  C01  H8   107.83  3.000
 9RL  H9   C01  H8   107.22  3.000
 9RL  H10  C01  C02  111.09  3.000
 9RL  H9   C01  C02  109.78  3.000
 9RL  H8   C01  C02  112.88  3.000
 9RL  O23  C02  C09  107.47  3.000
 9RL  O23  C02  C03  111.44  3.000
 9RL  C09  C02  C03  108.76  3.000
 9RL  O23  C02  C01  104.93  3.000
 9RL  C09  C02  C01  112.96  3.000
 9RL  C03  C02  C01  111.21  3.000
 9RL  C08  C03  C04  117.94  3.000
 9RL  C04  C03  C02  121.39  3.000
 9RL  C08  C03  C02  120.65  3.000
 9RL  H11  C04  C05  118.19  3.000
 9RL  H11  C04  C03  120.68  3.000
 9RL  C05  C04  C03  121.14  3.000
 9RL  H12  C05  C06  120.22  3.000
 9RL  H12  C05  C04  119.45  3.000
 9RL  C06  C05  C04  120.32  3.000
 9RL  H13  C06  C07  120.44  3.000
 9RL  H13  C06  C05  120.39  3.000
 9RL  C07  C06  C05  119.17  3.000
 9RL  H14  C07  C08  119.49  3.000
 9RL  H14  C07  C06  120.18  3.000
 9RL  C08  C07  C06  120.32  3.000
 9RL  H15  C08  C07  117.73  3.000
 9RL  H15  C08  C03  121.16  3.000
 9RL  C07  C08  C03  121.11  3.000
 9RL  H16  C09  N18  103.93  3.000
 9RL  H16  C09  C02  106.72  3.000
 9RL  N18  C09  C02  112.65  3.000
 9RL  H16  C09  C10  108.26  3.000
 9RL  N18  C09  C10  110.60  3.000
 9RL  C02  C09  C10  114.00  3.000
 9RL  C16  C11  C12  118.31  3.000
 9RL  C16  C11  C10  120.48  3.000
 9RL  C12  C11  C10  121.20  3.000
 9RL  CL1  C14  C15  119.42  3.000
 9RL  C15  C14  C13  121.02  3.000
 9RL  CL1  C14  C13  119.56  3.000
 9RL  H17  C21  N22  122.01  3.000
 9RL  H17  C21  N20  123.57  3.000
 9RL  N22  C21  N20  114.42  3.000
 9RL  N22  N18  C09  120.66  3.000
 9RL  N22  N18  C19  109.42  3.000
 9RL  C09  N18  C19  129.92  3.000
 9RL  C21  N20  C19  102.77  3.000
 9RL  N18  N22  C21  103.21  3.000
 9RL  H18  O23  C02  110.37  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
 9RL  CONST_01  C15  C14  C13  C12    0.00   0.0  0
 9RL  CONST_02  C15  C16  C11  C12    0.00   0.0  0
 9RL  CONST_03  C16  C11  C12  C13    0.00   0.0  0
 9RL  CONST_04  C16  C15  C14  C13    0.00   0.0  0
 9RL  CONST_05  C21  N22  N18  C19    0.00   0.0  0
 9RL  CONST_06  N22  C21  N20  C19    0.00   0.0  0
 9RL  CONST_07  C06  C07  C08  C03    0.00   0.0  0
 9RL  CONST_08  C06  C05  C04  C03    0.00   0.0  0
 9RL  CONST_09  C07  C06  C05  C04    0.00   0.0  0
 9RL  CONST_10  C07  C08  C03  C04    0.00   0.0  0
 9RL  CONST_11  C08  C07  C06  C05    0.00   0.0  0
 9RL  CONST_12  C08  C03  C04  C05    0.00   0.0  0
 9RL  CONST_13  C14  C13  C12  C11    0.00   0.0  0
 9RL  CONST_14  C14  C15  C16  C11    0.00   0.0  0
 9RL  CONST_15  N18  C19  N20  C21    0.00   0.0  0
 9RL  CONST_16  N20  C21  N22  N18    0.00   0.0  0
 9RL  CONST_17  N22  N18  C19  N20    0.00   0.0  0
 9RL  CONST_18  C13  C12  C11  C10  180.00   0.0  0
 9RL  CONST_19  C15  C16  C11  C10  180.00   0.0  0
 9RL  CONST_20  CL1  C14  C13  C12  180.00   0.0  0
 9RL  CONST_21  CL1  C14  C15  C16  180.00   0.0  0
 9RL  CONST_22  C07  C08  C03  C02  180.00   0.0  0
 9RL  CONST_23  C05  C04  C03  C02  180.00   0.0  0
 9RL  CONST_24  C21  N22  N18  C09  180.00   0.0  0
 9RL  CONST_25  N20  C19  N18  C09  180.00   0.0  0
 9RL  CONST_26  H6   C16  C11  C12  180.00   0.0  0
 9RL  CONST_27  H5   C15  C14  C13  180.00   0.0  0
 9RL  CONST_28  H4   C13  C14  C15  180.00   0.0  0
 9RL  CONST_29  H3   C12  C11  C16  180.00   0.0  0
 9RL  CONST_30  H17  C21  N20  C19  180.00   0.0  0
 9RL  CONST_31  H14  C07  C08  C03  180.00   0.0  0
 9RL  CONST_32  H12  C05  C04  C03  180.00   0.0  0
 9RL  CONST_33  H13  C06  C05  C04  180.00   0.0  0
 9RL  CONST_34  H15  C08  C03  C04  180.00   0.0  0
 9RL  CONST_35  H11  C04  C05  C06  180.00   0.0  0
 9RL  CONST_36  H7   C19  N20  C21  180.00   0.0  0
 9RL  Var_01    C09  C10  C11  C12  107.70  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
 9RL  chir_01  C02  C03  C09  O23  positiv
 9RL  chir_02  C09  N18  C10  C02  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
 9RL  plan-1  C19  0.020
 9RL  plan-1  C09  0.020
 9RL  plan-1  C21  0.020
 9RL  plan-1  N18  0.020
 9RL  plan-1  N20  0.020
 9RL  plan-1  N22  0.020
 9RL  plan-1  H7   0.020
 9RL  plan-1  H17  0.020
 9RL  plan-2  C10  0.020
 9RL  plan-2  C12  0.020
 9RL  plan-2  C13  0.020
 9RL  plan-2  C15  0.020
 9RL  plan-2  C16  0.020
 9RL  plan-2  C11  0.020
 9RL  plan-2  C14  0.020
 9RL  plan-2  CL1  0.020
 9RL  plan-2  H3   0.020
 9RL  plan-2  H4   0.020
 9RL  plan-2  H5   0.020
 9RL  plan-2  H6   0.020
 9RL  plan-3  C02  0.020
 9RL  plan-3  C03  0.020
 9RL  plan-3  C04  0.020
 9RL  plan-3  C05  0.020
 9RL  plan-3  C06  0.020
 9RL  plan-3  C07  0.020
 9RL  plan-3  C08  0.020
 9RL  plan-3  H11  0.020
 9RL  plan-3  H12  0.020
 9RL  plan-3  H13  0.020
 9RL  plan-3  H14  0.020
 9RL  plan-3  H15  0.020

