# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 22:43:29 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: N-{[(4-methylphenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1)C(=O)NC(=O)N[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O
#
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
 F68  F68  N-{[(4-methylphenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine  ligand  44  24  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F68
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
 F68  C10   C  CR16  0  -0.245  -5.1607  -1.1301  -0.5610
 F68  C11   C  CR16  0  -0.279  -6.3900  -0.7743  -0.0386
 F68  C12   C  CR6   0   0.102  -6.5525   0.4114   0.6801
 F68  C15   C  CH3   0  -0.723  -7.8890   0.7835   1.2467
 F68  C13   C  CR16  0  -0.286  -5.4396   1.2281   0.8568
 F68  C14   C  CR16  0  -0.273  -4.2005   0.8717   0.3461
 F68  C9    C  CR6   0  -0.073  -4.0450  -0.3155  -0.3653
 F68  C8    C  C     0   0.549  -2.7534  -0.7382  -0.9763
 F68  O8    O  O     0  -0.422  -2.7125  -1.4940  -1.9211
 F68  N2    N  NH1   0  -0.762  -1.6327  -0.2188  -0.3667
 F68  C7    C  C     0   0.765  -0.3267  -0.3010  -0.8412
 F68  O7    O  O     0  -0.472  -0.0325  -0.7393  -1.9302
 F68  N1    N  NH1   0  -0.737   0.5730   0.2086   0.0439
 F68  C1    C  CH1   0   0.209   1.9723   0.2334  -0.2199
 F68  O5    O  O2    0  -0.488   2.5676  -0.8970   0.3718
 F68  C5    C  CH1   0  -0.014   3.9452  -1.0205   0.0836
 F68  C6    C  CH2   0  -0.157   4.4298  -2.3237   0.6823
 F68  O6    O  OH1   0  -0.670   3.7614  -3.3896   0.0516
 F68  C4    C  CH1   0   0.036   4.7006   0.1823   0.6511
 F68  O4    O  OH1   0  -0.672   6.0550   0.0576   0.2969
 F68  C3    C  CH1   0  -0.006   4.1013   1.4716   0.1017
 F68  O3    O  OH1   0  -0.671   4.7658   2.5447   0.7240
 F68  C2    C  CH1   0  -0.027   2.5989   1.5113   0.3438
 F68  O2    O  OH1   0  -0.663   2.0942   2.6551  -0.2955
 F68  H10   H  HCR6  0   0.262  -5.0653  -2.0516  -1.1200
 F68  H11   H  HCR6  0   0.257  -7.2414  -1.4259  -0.1950
 F68  H15   H  HCH3  0   0.255  -8.1457   0.1402   2.0904
 F68  H15A  H  HCH3  0   0.248  -7.9029   1.8132   1.6000
 F68  H15B  H  HCH3  0   0.251  -8.6791   0.6668   0.5047
 F68  H13   H  HCR6  0   0.259  -5.5383   2.1623   1.3961
 F68  H14   H  HCR6  0   0.260  -3.3733   1.5558   0.4910
 F68  HN2   H  HNH1  0   0.425  -1.7732   0.2663   0.5061
 F68  HN1   H  HNH1  0   0.410   0.2760   0.4202   0.9861
 F68  H1    H  HCH1  0   0.236   2.1173   0.2179  -1.3070
 F68  H5    H  HCH1  0   0.224   4.1001  -1.0496  -1.0077
 F68  H6    H  HCH2  0   0.214   5.5138  -2.3851   0.5419
 F68  H6A   H  HCH2  0   0.197   4.2453  -2.3082   1.7657
 F68  HO6   H  HOH1  0   0.457   4.1276  -4.2112   0.3906
 F68  H4    H  HCH1  0   0.213   4.5758   0.1810   1.7462
 F68  HO4   H  HOH1  0   0.455   6.5272   0.8212   0.6449
 F68  H3    H  HCH1  0   0.218   4.2709   1.4875  -0.9870
 F68  HO3   H  HOH1  0   0.458   4.5411   3.3568   0.2595
 F68  H2    H  HCH1  0   0.227   2.4169   1.5427   1.4296
 F68  HO2   H  HOH1  0   0.457   1.1878   2.8010  -0.0067

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
 F68  C10  C11   aromatic  1.382  0.020  1.382
 F68  C10  C9    aromatic  1.395  0.020  1.395
 F68  C11  C12   aromatic  1.396  0.020  1.396
 F68  C12  C15   single    1.499  0.020  1.499
 F68  C12  C13   aromatic  1.392  0.020  1.392
 F68  C13  C14   aromatic  1.387  0.020  1.387
 F68  C14  C9    aromatic  1.393  0.020  1.393
 F68  C9   C8    single    1.490  0.020  1.490
 F68  C8   O8    double    1.211  0.020  1.211
 F68  C8   N2    single    1.377  0.020  1.377
 F68  N2   C7    single    1.392  0.020  1.392
 F68  C7   O7    double    1.210  0.020  1.210
 F68  C7   N1    single    1.361  0.020  1.361
 F68  N1   C1    single    1.424  0.020  1.424
 F68  C1   O5    single    1.408  0.020  1.408
 F68  C1   C2    single    1.531  0.020  1.531
 F68  O5   C5    single    1.413  0.020  1.413
 F68  C5   C6    single    1.514  0.020  1.514
 F68  C5   C4    single    1.530  0.020  1.530
 F68  C6   O6    single    1.407  0.020  1.407
 F68  C4   O4    single    1.406  0.020  1.406
 F68  C4   C3    single    1.524  0.020  1.524
 F68  C3   O3    single    1.407  0.020  1.407
 F68  C3   C2    single    1.522  0.020  1.522
 F68  C2   O2    single    1.404  0.020  1.404
 F68  C10  H10   single    0.930  0.020  1.080
 F68  C11  H11   single    0.930  0.020  1.080
 F68  C15  H15   single    0.970  0.020  1.090
 F68  C15  H15A  single    0.970  0.020  1.090
 F68  C15  H15B  single    0.970  0.020  1.090
 F68  C13  H13   single    0.930  0.020  1.080
 F68  C14  H14   single    0.930  0.020  1.080
 F68  N2   HN2   single    0.860  0.020  1.020
 F68  N1   HN1   single    0.860  0.020  1.020
 F68  C1   H1    single    0.970  0.020  1.090
 F68  C5   H5    single    0.970  0.020  1.090
 F68  C6   H6    single    0.970  0.020  1.090
 F68  C6   H6A   single    0.970  0.020  1.090
 F68  O6   HO6   single    0.850  0.020  0.980
 F68  C4   H4    single    0.970  0.020  1.090
 F68  O4   HO4   single    0.850  0.020  0.980
 F68  C3   H3    single    0.970  0.020  1.090
 F68  O3   HO3   single    0.850  0.020  0.980
 F68  C2   H2    single    0.970  0.020  1.090
 F68  O2   HO2   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
 F68  H10   C10  C9    119.94  3.000
 F68  H10   C10  C11   119.53  3.000
 F68  C9    C10  C11   120.53  3.000
 F68  H11   C11  C12   119.58  3.000
 F68  H11   C11  C10   119.31  3.000
 F68  C12   C11  C10   121.11  3.000
 F68  C13   C12  C15   121.30  3.000
 F68  C13   C12  C11   118.09  3.000
 F68  C15   C12  C11   120.62  3.000
 F68  H15B  C15  H15A  108.23  3.000
 F68  H15B  C15  H15   107.01  3.000
 F68  H15A  C15  H15   107.67  3.000
 F68  H15B  C15  C12   111.25  3.000
 F68  H15A  C15  C12   111.65  3.000
 F68  H15   C15  C12   110.84  3.000
 F68  H13   C13  C14   119.10  3.000
 F68  H13   C13  C12   119.77  3.000
 F68  C14   C13  C12   121.12  3.000
 F68  H14   C14  C9    121.43  3.000
 F68  H14   C14  C13   118.09  3.000
 F68  C9    C14  C13   120.46  3.000
 F68  C8    C9   C14   123.23  3.000
 F68  C8    C9   C10   118.04  3.000
 F68  C14   C9   C10   118.68  3.000
 F68  N2    C8   O8    123.60  3.000
 F68  N2    C8   C9    114.63  3.000
 F68  O8    C8   C9    121.76  3.000
 F68  HN2   N2   C7    117.02  3.000
 F68  HN2   N2   C8    116.81  3.000
 F68  C7    N2   C8    126.17  3.000
 F68  N1    C7   O7    124.06  3.000
 F68  N1    C7   N2    112.11  3.000
 F68  O7    C7   N2    123.80  3.000
 F68  HN1   N1   C1    117.25  3.000
 F68  HN1   N1   C7    119.38  3.000
 F68  C1    N1   C7    122.38  3.000
 F68  H1    C1   C2    108.82  3.000
 F68  H1    C1   O5    110.45  3.000
 F68  C2    C1   O5    110.02  3.000
 F68  H1    C1   N1    108.25  3.000
 F68  C2    C1   N1    110.40  3.000
 F68  O5    C1   N1    108.88  3.000
 F68  C5    O5   C1    113.37  3.000
 F68  H5    C5   C4    108.58  3.000
 F68  H5    C5   C6    108.90  3.000
 F68  C4    C5   C6    111.85  3.000
 F68  H5    C5   O5    109.95  3.000
 F68  C4    C5   O5    109.70  3.000
 F68  C6    C5   O5    107.86  3.000
 F68  H6A   C6   H6    107.06  3.000
 F68  H6A   C6   O6    111.88  3.000
 F68  H6    C6   O6    111.73  3.000
 F68  H6A   C6   C5    108.91  3.000
 F68  H6    C6   C5    108.33  3.000
 F68  O6    C6   C5    108.83  3.000
 F68  HO6   O6   C6    107.96  3.000
 F68  H4    C4   C3    108.34  3.000
 F68  H4    C4   O4    111.06  3.000
 F68  C3    C4   O4    111.29  3.000
 F68  H4    C4   C5    108.17  3.000
 F68  C3    C4   C5    109.71  3.000
 F68  O4    C4   C5    108.21  3.000
 F68  HO4   O4   C4    108.12  3.000
 F68  H3    C3   C2    107.98  3.000
 F68  H3    C3   O3    110.68  3.000
 F68  C2    C3   O3    112.08  3.000
 F68  H3    C3   C4    107.93  3.000
 F68  C2    C3   C4    110.66  3.000
 F68  O3    C3   C4    107.45  3.000
 F68  HO3   O3   C3    108.65  3.000
 F68  H2    C2   O2    111.48  3.000
 F68  H2    C2   C3    108.70  3.000
 F68  O2    C2   C3    107.67  3.000
 F68  H2    C2   C1    108.62  3.000
 F68  O2    C2   C1    111.42  3.000
 F68  C3    C2   C1    108.88  3.000
 F68  HO2   O2   C2    108.99  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
 F68  CONST_01  C13  C12  C11  C10    0.00   0.0  0
 F68  CONST_02  C13  C14  C9   C10    0.00   0.0  0
 F68  CONST_03  C14  C9   C10  C11    0.00   0.0  0
 F68  CONST_04  C14  C13  C12  C11    0.00   0.0  0
 F68  CONST_05  C9   C10  C11  C12    0.00   0.0  0
 F68  CONST_06  C9   C14  C13  C12    0.00   0.0  0
 F68  CONST_07  C15  C12  C11  C10  180.00   0.0  0
 F68  CONST_08  C8   C9   C10  C11  180.00   0.0  0
 F68  CONST_09  C14  C13  C12  C15  180.00   0.0  0
 F68  CONST_10  C8   C9   C14  C13  180.00   0.0  0
 F68  CONST_11  H14  C14  C9   C10  180.00   0.0  0
 F68  CONST_12  H13  C13  C12  C11  180.00   0.0  0
 F68  CONST_13  H10  C10  C11  C12  180.00   0.0  0
 F68  CONST_14  H11  C11  C12  C13  180.00   0.0  0
 F68  CONST_15  C7   N2   C8   C9   180.00   0.0  0
 F68  CONST_16  C1   N1   C7   O7     0.00   0.0  0
 F68  CONST_17  C1   N1   C7   N2   180.00   0.0  0
 F68  CONST_18  HN2  N2   C8   C9     0.00   0.0  0
 F68  CONST_19  O7   C7   N2   C8     0.00   0.0  0
 F68  CONST_20  C7   N2   C8   O8     0.00   0.0  0
 F68  CONST_21  N1   C7   N2   C8   180.00   0.0  0
 F68  CONST_22  HN1  N1   C7   O7   180.00   0.0  0
 F68  Var_01    O8   C8   C9   C10   22.29  30.0  2
 F68  Var_02    H15  C15  C12  C11   71.41  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
 F68  chir_01  C1  N1  O5  C2  positiv
 F68  chir_02  C5  O5  C6  C4  positiv
 F68  chir_03  C4  O4  C5  C3  positiv
 F68  chir_04  C3  O3  C2  C4  positiv
 F68  chir_05  C2  O2  C3  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
 F68  plan-1  C10  0.020
 F68  plan-1  C11  0.020
 F68  plan-1  C12  0.020
 F68  plan-1  C15  0.020
 F68  plan-1  C13  0.020
 F68  plan-1  C14  0.020
 F68  plan-1  C9   0.020
 F68  plan-1  C8   0.020
 F68  plan-1  H10  0.020
 F68  plan-1  H11  0.020
 F68  plan-1  H13  0.020
 F68  plan-1  H14  0.020
 F68  plan-2  C9   0.020
 F68  plan-2  C8   0.020
 F68  plan-2  O8   0.020
 F68  plan-2  N2   0.020
 F68  plan-2  C7   0.020
 F68  plan-2  O7   0.020
 F68  plan-2  N1   0.020
 F68  plan-2  C1   0.020
 F68  plan-2  HN2  0.020
 F68  plan-2  HN1  0.020

