# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 16:47:22 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: (2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-[5-(4-phenylphenyl)-4~{H}-1,2,4-triazol-3-yl]oxane-3,4,5-triol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2[nH]c(nn2)c3ccc(cc3)c4ccccc4
#
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
 CKW  CKW  (2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-[5-(4-phenylphenyl)-4~{H}-1,2,4-triazol-3-yl]oxane-3,4,5-triol  ligand  49  28  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CKW
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
 CKW  O5'  O  O2    0  -0.492  -3.7413  -0.9538  -0.2759
 CKW  C5'  C  CH1   0  -0.017  -4.9913  -1.1495   0.3574
 CKW  C4'  C  CH1   0   0.037  -5.8776   0.0812   0.1529
 CKW  C3'  C  CH1   0  -0.018  -5.1508   1.3260   0.6513
 CKW  C2'  C  CH1   0   0.012  -3.7770   1.4354  -0.0011
 CKW  C1'  C  CH1   0  -0.060  -3.0181   0.1326   0.2454
 CKW  C1   C  CR5   0   0.433  -1.6827   0.1545  -0.4149
 CKW  O2'  O  OH1   0  -0.671  -3.0187   2.4852   0.5484
 CKW  O3'  O  OH1   0  -0.674  -5.9636   2.4401   0.3603
 CKW  O4'  O  OH1   0  -0.672  -7.0791  -0.1264   0.8517
 CKW  C6'  C  CH2   0  -0.157  -5.6097  -2.3984  -0.2330
 CKW  O6'  O  OH1   0  -0.670  -4.7881  -3.4990   0.0749
 CKW  N5   N  NR15  0  -0.677  -0.5083   0.0713   0.2437
 CKW  C4   C  CR5   0   0.442   0.4538   0.1286  -0.7079
 CKW  N3   N  N     0  -0.332  -0.1192   0.2383  -1.8797
 CKW  N2   N  N     0  -0.317  -1.4566   0.2566  -1.6942
 CKW  C6   C  CR6   0   0.013   1.8888   0.0748  -0.4611
 CKW  C7   C  CR16  0  -0.268   2.7733   0.0474  -1.5398
 CKW  C8   C  CR16  0  -0.296   4.1378  -0.0067  -1.3277
 CKW  C9   C  CR6   0   0.087   4.6692  -0.0335  -0.0359
 CKW  C10  C  CR16  0  -0.294   3.7785  -0.0035   1.0376
 CKW  C11  C  CR16  0  -0.288   2.4110   0.0492   0.8307
 CKW  C12  C  CR6   0   0.093   6.1264  -0.0932   0.1871
 CKW  C13  C  CR16  0  -0.311   6.6551  -0.8130   1.2606
 CKW  C14  C  CR16  0  -0.239   8.0246  -0.8692   1.4721
 CKW  C15  C  CR16  0  -0.265   8.8928  -0.2076   0.6135
 CKW  C16  C  CR16  0  -0.239   8.3792   0.5115  -0.4579
 CKW  C17  C  CR16  0  -0.312   7.0095   0.5685  -0.6686
 CKW  H1   H  HCH1  0   0.224  -4.8419  -1.2973   1.4395
 CKW  H2   H  HCH1  0   0.213  -6.0621   0.1973  -0.9276
 CKW  H3   H  HCH1  0   0.218  -5.0063   1.2233   1.7383
 CKW  H4   H  HCH1  0   0.234  -3.9012   1.5579  -1.0851
 CKW  H5   H  HCH1  0   0.254  -2.8680   0.0149   1.3306
 CKW  H6   H  HOH1  0   0.464  -3.1712   3.2816   0.0326
 CKW  H7   H  HOH1  0   0.459  -5.7153   3.1657   0.9408
 CKW  H8   H  HOH1  0   0.454  -7.6227   0.6625   0.7528
 CKW  H9   H  HCH2  0   0.214  -6.6165  -2.5164   0.1808
 CKW  H10  H  HCH2  0   0.198  -5.7200  -2.2616  -1.3178
 CKW  H11  H  HOH1  0   0.457  -5.2105  -4.2904  -0.2706
 CKW  H12  H  HNR5  0   0.438  -0.3903  -0.0211   1.2414
 CKW  H13  H  HCR6  0   0.259   2.3895   0.0585  -2.5514
 CKW  H14  H  HCR6  0   0.261   4.7972  -0.0522  -2.1849
 CKW  H15  H  HCR6  0   0.263   4.1522  -0.0021   2.0536
 CKW  H16  H  HCR6  0   0.250   1.7615   0.0803   1.6966
 CKW  H17  H  HCR6  0   0.256   5.9933  -1.3518   1.9274
 CKW  H18  H  HCR6  0   0.259   8.4146  -1.4365   2.3072
 CKW  H19  H  HCR6  0   0.259   9.9613  -0.2514   0.7793
 CKW  H20  H  HCR6  0   0.259   9.0456   1.0376  -1.1291
 CKW  H21  H  HCR6  0   0.256   6.6261   1.1513  -1.4969

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
 CKW  O3'  C3'  single    1.409  0.020  1.409
 CKW  O4'  C4'  single    1.405  0.020  1.405
 CKW  C3'  C4'  single    1.525  0.020  1.525
 CKW  C3'  C2'  single    1.525  0.020  1.525
 CKW  C4'  C5'  single    1.530  0.020  1.530
 CKW  O2'  C2'  single    1.407  0.020  1.407
 CKW  C2'  C1'  single    1.528  0.020  1.528
 CKW  O6'  C6'  single    1.407  0.020  1.407
 CKW  C5'  C6'  single    1.514  0.020  1.514
 CKW  C5'  O5'  single    1.415  0.020  1.415
 CKW  C1'  O5'  single    1.405  0.020  1.405
 CKW  C1'  C1   single    1.490  0.020  1.490
 CKW  N2   C1   aromatic  1.303  0.020  1.303
 CKW  N2   N3   aromatic  1.350  0.020  1.350
 CKW  C1   N5   aromatic  1.349  0.020  1.349
 CKW  N3   C4   aromatic  1.309  0.020  1.309
 CKW  N5   C4   aromatic  1.354  0.020  1.354
 CKW  C4   C6   single    1.457  0.020  1.457
 CKW  C6   C7   aromatic  1.395  0.020  1.395
 CKW  C6   C11  aromatic  1.394  0.020  1.394
 CKW  C7   C8   aromatic  1.382  0.020  1.382
 CKW  C11  C10  aromatic  1.384  0.020  1.384
 CKW  C8   C9   aromatic  1.397  0.020  1.397
 CKW  C10  C9   aromatic  1.395  0.020  1.395
 CKW  C9   C12  single    1.475  0.020  1.475
 CKW  C12  C13  aromatic  1.396  0.020  1.396
 CKW  C12  C17  aromatic  1.396  0.020  1.396
 CKW  C13  C14  aromatic  1.387  0.020  1.387
 CKW  C17  C16  aromatic  1.387  0.020  1.387
 CKW  C14  C15  aromatic  1.389  0.020  1.389
 CKW  C16  C15  aromatic  1.389  0.020  1.389
 CKW  C5'  H1   single    0.970  0.020  1.090
 CKW  C4'  H2   single    0.970  0.020  1.090
 CKW  C3'  H3   single    0.970  0.020  1.090
 CKW  C2'  H4   single    0.970  0.020  1.090
 CKW  C1'  H5   single    0.970  0.020  1.090
 CKW  O2'  H6   single    0.850  0.020  0.980
 CKW  O3'  H7   single    0.850  0.020  0.980
 CKW  O4'  H8   single    0.850  0.020  0.980
 CKW  C6'  H9   single    0.970  0.020  1.090
 CKW  C6'  H10  single    0.970  0.020  1.090
 CKW  O6'  H11  single    0.850  0.020  0.980
 CKW  N5   H12  single    0.860  0.020  1.020
 CKW  C7   H13  single    0.930  0.020  1.080
 CKW  C8   H14  single    0.930  0.020  1.080
 CKW  C10  H15  single    0.930  0.020  1.080
 CKW  C11  H16  single    0.930  0.020  1.080
 CKW  C13  H17  single    0.930  0.020  1.080
 CKW  C14  H18  single    0.930  0.020  1.080
 CKW  C15  H19  single    0.930  0.020  1.080
 CKW  C16  H20  single    0.930  0.020  1.080
 CKW  C17  H21  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
 CKW  C1'  O5'  C5'  113.30  3.000
 CKW  H1   C5'  C6'  109.12  3.000
 CKW  H1   C5'  C4'  108.51  3.000
 CKW  C6'  C5'  C4'  112.01  3.000
 CKW  H1   C5'  O5'  109.76  3.000
 CKW  C6'  C5'  O5'  107.49  3.000
 CKW  C4'  C5'  O5'  109.92  3.000
 CKW  H2   C4'  O4'  111.09  3.000
 CKW  H2   C4'  C3'  108.30  3.000
 CKW  O4'  C4'  C3'  111.44  3.000
 CKW  H2   C4'  C5'  108.22  3.000
 CKW  C3'  C4'  C5'  109.68  3.000
 CKW  O4'  C4'  C5'  108.06  3.000
 CKW  H3   C3'  O3'  110.68  3.000
 CKW  H3   C3'  C2'  108.10  3.000
 CKW  O3'  C3'  C2'  112.00  3.000
 CKW  H3   C3'  C4'  107.99  3.000
 CKW  C2'  C3'  C4'  110.37  3.000
 CKW  O3'  C3'  C4'  107.63  3.000
 CKW  H4   C2'  O2'  111.30  3.000
 CKW  H4   C2'  C1'  108.10  3.000
 CKW  O2'  C2'  C1'  107.79  3.000
 CKW  H4   C2'  C3'  109.18  3.000
 CKW  C1'  C2'  C3'  108.50  3.000
 CKW  O2'  C2'  C3'  111.84  3.000
 CKW  H5   C1'  C1   108.42  3.000
 CKW  H5   C1'  C2'  108.53  3.000
 CKW  C1   C1'  C2'  111.17  3.000
 CKW  H5   C1'  O5'  110.66  3.000
 CKW  C1   C1'  O5'  107.95  3.000
 CKW  C2'  C1'  O5'  110.11  3.000
 CKW  N2   C1   N5   109.45  3.000
 CKW  N5   C1   C1'  124.27  3.000
 CKW  N2   C1   C1'  126.28  3.000
 CKW  H6   O2'  C2'  108.86  3.000
 CKW  H7   O3'  C3'  108.83  3.000
 CKW  H8   O4'  C4'  108.09  3.000
 CKW  H10  C6'  H9   107.11  3.000
 CKW  H10  C6'  O6'  111.83  3.000
 CKW  H9   C6'  O6'  111.71  3.000
 CKW  H10  C6'  C5'  108.86  3.000
 CKW  H9   C6'  C5'  108.49  3.000
 CKW  O6'  C6'  C5'  108.75  3.000
 CKW  H11  O6'  C6'  107.98  3.000
 CKW  H12  N5   C4   128.00  3.000
 CKW  H12  N5   C1   126.17  3.000
 CKW  C4   N5   C1   105.83  3.000
 CKW  C6   C4   N3   125.86  3.000
 CKW  C6   C4   N5   125.38  3.000
 CKW  N3   C4   N5   108.76  3.000
 CKW  N2   N3   C4   108.16  3.000
 CKW  N3   N2   C1   107.80  3.000
 CKW  C11  C6   C7   118.60  3.000
 CKW  C11  C6   C4   121.78  3.000
 CKW  C7   C6   C4   119.61  3.000
 CKW  H13  C7   C8   119.62  3.000
 CKW  H13  C7   C6   119.84  3.000
 CKW  C8   C7   C6   120.53  3.000
 CKW  H14  C8   C9   119.98  3.000
 CKW  H14  C8   C7   118.79  3.000
 CKW  C9   C8   C7   121.21  3.000
 CKW  C12  C9   C10  121.01  3.000
 CKW  C12  C9   C8   121.08  3.000
 CKW  C10  C9   C8   117.92  3.000
 CKW  H15  C10  C11  118.77  3.000
 CKW  H15  C10  C9   120.12  3.000
 CKW  C11  C10  C9   121.10  3.000
 CKW  H16  C11  C10  118.31  3.000
 CKW  H16  C11  C6   121.06  3.000
 CKW  C10  C11  C6   120.63  3.000
 CKW  C17  C12  C13  118.42  3.000
 CKW  C17  C12  C9   120.85  3.000
 CKW  C13  C12  C9   120.73  3.000
 CKW  H17  C13  C14  119.30  3.000
 CKW  H17  C13  C12  119.90  3.000
 CKW  C14  C13  C12  120.80  3.000
 CKW  H18  C14  C15  120.10  3.000
 CKW  H18  C14  C13  119.66  3.000
 CKW  C15  C14  C13  120.24  3.000
 CKW  H19  C15  C16  120.29  3.000
 CKW  H19  C15  C14  120.21  3.000
 CKW  C16  C15  C14  119.50  3.000
 CKW  H20  C16  C17  119.60  3.000
 CKW  H20  C16  C15  120.16  3.000
 CKW  C17  C16  C15  120.24  3.000
 CKW  H21  C17  C16  119.20  3.000
 CKW  H21  C17  C12  119.99  3.000
 CKW  C16  C17  C12  120.80  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
 CKW  CONST_01  C4   N3   N2   C1     0.00  0.0  0
 CKW  CONST_02  N3   C4   N5   C1     0.00  0.0  0
 CKW  CONST_03  C6   C4   N5   C1   180.00  0.0  0
 CKW  CONST_04  N3   N2   C1   N5     0.00  0.0  0
 CKW  CONST_05  N2   N3   C4   N5     0.00  0.0  0
 CKW  CONST_06  C7   C6   C4   N5   180.00  0.0  0
 CKW  CONST_07  C11  C6   C4   N5     0.00  0.0  0
 CKW  CONST_08  N2   C1   N5   C4     0.00  0.0  0
 CKW  CONST_09  C8   C7   C6   C4   180.00  0.0  0
 CKW  CONST_10  C10  C11  C6   C4   180.00  0.0  0
 CKW  CONST_11  C7   C6   C4   N3     0.00  0.0  0
 CKW  CONST_12  C11  C6   C4   N3   180.00  0.0  0
 CKW  CONST_13  C6   C4   N3   N2   180.00  0.0  0
 CKW  CONST_14  C9   C8   C7   C6     0.00  0.0  0
 CKW  CONST_15  C9   C10  C11  C6     0.00  0.0  0
 CKW  CONST_16  C10  C11  C6   C7     0.00  0.0  0
 CKW  CONST_17  C10  C9   C8   C7     0.00  0.0  0
 CKW  CONST_18  C12  C9   C8   C7   180.00  0.0  0
 CKW  CONST_19  C11  C6   C7   C8     0.00  0.0  0
 CKW  CONST_20  C11  C10  C9   C8     0.00  0.0  0
 CKW  CONST_23  C14  C13  C12  C9   180.00  0.0  0
 CKW  CONST_24  C16  C17  C12  C9   180.00  0.0  0
 CKW  CONST_27  C12  C9   C10  C11  180.00  0.0  0
 CKW  CONST_28  C15  C14  C13  C12    0.00  0.0  0
 CKW  CONST_29  C15  C16  C17  C12    0.00  0.0  0
 CKW  CONST_30  C16  C17  C12  C13    0.00  0.0  0
 CKW  CONST_31  C16  C15  C14  C13    0.00  0.0  0
 CKW  CONST_32  C17  C12  C13  C14    0.00  0.0  0
 CKW  CONST_33  C17  C16  C15  C14    0.00  0.0  0
 CKW  CONST_34  N3   N2   C1   C1'  180.00  0.0  0
 CKW  CONST_35  C4   N5   C1   C1'  180.00  0.0  0
 CKW  CONST_36  H12  N5   C1   C1'    0.00  0.0  0
 CKW  CONST_37  H13  C7   C6   C4     0.00  0.0  0
 CKW  CONST_38  H16  C11  C6   C4     0.00  0.0  0
 CKW  CONST_39  H14  C8   C7   C6   180.00  0.0  0
 CKW  CONST_40  H15  C10  C11  C6   180.00  0.0  0
 CKW  CONST_41  H17  C13  C12  C9     0.00  0.0  0
 CKW  CONST_42  H21  C17  C12  C9     0.00  0.0  0
 CKW  CONST_43  H18  C14  C13  C12  180.00  0.0  0
 CKW  CONST_44  H20  C16  C17  C12  180.00  0.0  0
 CKW  CONST_45  H19  C15  C14  C13  180.00  0.0  0

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
 CKW  chir_01  C5'  C4'  C6'  O5'  negativ
 CKW  chir_02  C4'  O4'  C5'  C3'  positiv
 CKW  chir_03  C3'  O3'  C4'  C2'  negativ
 CKW  chir_04  C2'  O2'  C3'  C1'  positiv
 CKW  chir_05  C1'  O5'  C2'  C1   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
 CKW  plan-1  C1'  0.020
 CKW  plan-1  C1   0.020
 CKW  plan-1  N5   0.020
 CKW  plan-1  C4   0.020
 CKW  plan-1  N3   0.020
 CKW  plan-1  N2   0.020
 CKW  plan-1  C6   0.020
 CKW  plan-1  H12  0.020
 CKW  plan-2  C4   0.020
 CKW  plan-2  C6   0.020
 CKW  plan-2  C7   0.020
 CKW  plan-2  C8   0.020
 CKW  plan-2  C9   0.020
 CKW  plan-2  C10  0.020
 CKW  plan-2  C11  0.020
 CKW  plan-2  C12  0.020
 CKW  plan-2  H13  0.020
 CKW  plan-2  H14  0.020
 CKW  plan-2  H15  0.020
 CKW  plan-2  H16  0.020
 CKW  plan-3  C9   0.020
 CKW  plan-3  C12  0.020
 CKW  plan-3  C13  0.020
 CKW  plan-3  C14  0.020
 CKW  plan-3  C15  0.020
 CKW  plan-3  C16  0.020
 CKW  plan-3  C17  0.020
 CKW  plan-3  H17  0.020
 CKW  plan-3  H18  0.020
 CKW  plan-3  H19  0.020
 CKW  plan-3  H20  0.020
 CKW  plan-3  H21  0.020

