# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 03:43:55 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (2R)-2-[(R)-carboxy{[(2Z)-2-furan-2-yl-2-(methoxyimino)acetyl]amino}methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO\N=C(C(=O)N[C@@H]([C@@H]1NC(=C(C)CS1)C(O)=O)C(O)=O)\c2occc2
#
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
 CES  CES  '(2R)-2-[(R)-carboxy{[(2Z)-2-furan-2-yl-2-(methoxyimino)acetyl]amino}methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid'  ligand  43  26  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CES
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
 CES  C14   C  CR5   0   0.380  117.9564  62.8915  70.9630
 CES  O15   O  O     0  -0.404  118.8522  63.7730  70.4725
 CES  C16   C  CR15  0   0.008  118.2292  64.4951  69.5240
 CES  C17   C  CR15  0  -0.328  116.9402  64.0977  69.3944
 CES  C19   C  CR15  0  -0.360  116.7568  63.0487  70.3372
 CES  C18   C  CH3   0  -0.390  121.0794  61.4782  74.0750
 CES  N16   N  N     0  -0.095  119.5482  62.1333  72.5202
 CES  C13   C  C     0   0.018  118.3753  62.0163  72.0332
 CES  C4'   C  C     0   0.516  115.5376  64.1730  74.5095
 CES  O4A   O  OH1   0  -0.603  114.8170  63.7527  73.4867
 CES  O4B   O  O     0  -0.445  115.9833  65.2976  74.5128
 CES  C8    C  C     0   0.595  114.7277  60.1297  73.4118
 CES  C3    C  C     0   0.115  116.6417  63.3713  76.5995
 CES  C2    C  CH2   0  -0.621  116.6815  62.2844  77.6323
 CES  S1    S  S2    0   0.016  116.9558  60.6772  76.8261
 CES  C6    C  CH1   0  -0.284  115.5023  60.7512  75.6832
 CES  N5    N  NH1   0  -0.648  114.9022  62.0538  75.6054
 CES  C4    C  C     0   0.019  115.7331  63.2079  75.6216
 CES  C7    C  CH1   0  -0.209  115.9625  60.2348  74.3054
 CES  N10   N  NH1   0  -0.625  116.9119  61.1508  73.7386
 CES  C11   C  C     0   0.504  117.3538  60.9985  72.4803
 CES  O12   O  O     0  -0.445  116.9238  60.1599  71.7125
 CES  H16   H  HCR5  0   0.289  118.8177  65.2489  69.0272
 CES  H17   H  HCR5  0   0.274  116.2093  64.4993  68.7124
 CES  H19   H  HCR5  0   0.267  115.8524  62.4925  70.5217
 CES  H183  H  HCH3  0   0.246  121.2075  60.7261  74.8497
 CES  H182  H  HCH3  0   0.231  121.8692  61.3668  73.3305
 CES  H181  H  HCH3  0   0.228  121.1418  62.4708  74.5242
 CES  H4O   H  HOH1  0   0.495  114.5811  62.8048  73.5555
 CES  H3'3  H  HCH3  0   0.267  117.1278  65.4100  77.0358
 CES  H3'2  H  HCH3  0   0.245  118.3846  64.2535  77.4609
 CES  H3'1  H  HCH3  0   0.256  118.1215  64.7128  75.7764
 CES  H21   H  HCH2  0   0.309  117.5073  62.4166  78.3288
 CES  H22   H  HCH2  0   0.310  115.7574  62.2487  78.2132
 CES  H6    H  HCH1  0   0.333  114.7461  60.0651  76.0635
 CES  HN5   H  HNH1  0   0.404  114.1208  62.1307  76.2429
 CES  H7    H  HCH1  0   0.319  116.4089  59.2412  74.4383
 CES  H10   H  HNH1  0   0.405  117.4747  61.6791  74.3912
 CES  O9A   O  OH1   0  -0.560  114.1666  58.9419  73.3170
 CES  O17   O  O2    0  -0.393  119.7990  61.2424  73.5112
 CES  O9    O  O     0  -0.431  114.2178  61.0778  72.8710
 CES  C3'   C  CH3   0  -0.708  117.6254  64.4923  76.7196
 CES  HO9   H  HOH1  0   0.498  114.6787  58.2475  73.7528

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
 CES  C14  O15   aromatic  1.349  0.020  1.349
 CES  C14  C19   aromatic  1.362  0.020  1.362
 CES  C14  C13   single    1.445  0.020  1.445
 CES  O15  C16   aromatic  1.345  0.020  1.345
 CES  C16  C17   aromatic  1.355  0.020  1.355
 CES  C16  H16   single    0.930  0.020  1.080
 CES  C17  C19   aromatic  1.422  0.020  1.422
 CES  C17  H17   single    0.930  0.020  1.080
 CES  C19  H19   single    0.930  0.020  1.080
 CES  C18  O17   single    1.419  0.020  1.419
 CES  C18  H183  single    0.970  0.020  1.090
 CES  C18  H182  single    0.970  0.020  1.090
 CES  C18  H181  single    0.970  0.020  1.090
 CES  O17  N16   single    1.356  0.020  1.356
 CES  N16  C13   double    1.275  0.020  1.275
 CES  C13  C11   single    1.510  0.020  1.510
 CES  C4'  O4A   single    1.320  0.020  1.320
 CES  C4'  O4B   double    1.210  0.020  1.210
 CES  C4'  C4    single    1.485  0.020  1.485
 CES  O4A  H4O   single    0.850  0.020  0.980
 CES  O9   C8    double    1.205  0.020  1.205
 CES  C8   C7    single    1.528  0.020  1.528
 CES  C8   O9A   single    1.317  0.020  1.317
 CES  C3'  C3    single    1.496  0.020  1.496
 CES  C3'  H3'3  single    0.970  0.020  1.090
 CES  C3'  H3'2  single    0.970  0.020  1.090
 CES  C3'  H3'1  single    0.970  0.020  1.090
 CES  C3   C2    single    1.500  0.020  1.500
 CES  C3   C4    double    1.345  0.020  1.345
 CES  C2   S1    single    1.819  0.020  1.819
 CES  C2   H21   single    0.970  0.020  1.090
 CES  C2   H22   single    0.970  0.020  1.090
 CES  S1   C6    single    1.851  0.020  1.851
 CES  C6   N5    single    1.436  0.020  1.436
 CES  C6   C7    single    1.542  0.020  1.542
 CES  C6   H6    single    0.970  0.020  1.090
 CES  N5   C4    single    1.422  0.020  1.422
 CES  N5   HN5   single    0.890  0.020  1.040
 CES  C7   N10   single    1.436  0.020  1.436
 CES  C7   H7    single    0.970  0.020  1.090
 CES  N10  C11   single    1.342  0.020  1.342
 CES  N10  H10   single    0.890  0.020  1.040
 CES  C11  O12   double    1.216  0.020  1.216
 CES  O9A  HO9   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
 CES  C13   C14  C19   131.73  3.000
 CES  C13   C14  O15   118.21  3.000
 CES  C19   C14  O15   110.02  3.000
 CES  C16   O15  C14   107.43  3.000
 CES  H16   C16  C17   132.88  3.000
 CES  H16   C16  O15   116.60  3.000
 CES  C17   C16  O15   110.52  3.000
 CES  H17   C17  C19   127.38  3.000
 CES  H17   C17  C16   126.63  3.000
 CES  C19   C17  C16   105.99  3.000
 CES  H19   C19  C17   127.03  3.000
 CES  H19   C19  C14   126.94  3.000
 CES  C17   C19  C14   106.03  3.000
 CES  H181  C18  H182  109.41  3.000
 CES  H181  C18  H183  109.22  3.000
 CES  H182  C18  H183  109.28  3.000
 CES  H181  C18  O17   111.49  3.000
 CES  H182  C18  O17   111.41  3.000
 CES  H183  C18  O17   105.94  3.000
 CES  C13   N16  O17   112.89  3.000
 CES  C11   C13  N16   124.82  3.000
 CES  C11   C13  C14   115.57  3.000
 CES  N16   C13  C14   119.60  3.000
 CES  C4    C4'  O4B   123.60  3.000
 CES  C4    C4'  O4A   116.43  3.000
 CES  O4B   C4'  O4A   119.96  3.000
 CES  H4O   O4A  C4'   112.66  3.000
 CES  O9A   C8   C7    116.65  3.000
 CES  O9A   C8   O9    119.81  3.000
 CES  C7    C8   O9    123.40  3.000
 CES  C4    C3   C2    115.50  3.000
 CES  C4    C3   C3'   126.42  3.000
 CES  C2    C3   C3'   118.05  3.000
 CES  H22   C2   H21   107.80  3.000
 CES  H22   C2   S1    109.55  3.000
 CES  H21   C2   S1    106.06  3.000
 CES  H22   C2   C3    111.56  3.000
 CES  H21   C2   C3    111.88  3.000
 CES  S1    C2   C3    109.82  3.000
 CES  C6    S1   C2     96.89  3.000
 CES  H6    C6   C7    107.95  3.000
 CES  H6    C6   N5    107.46  3.000
 CES  C7    C6   N5    112.34  3.000
 CES  H6    C6   S1    107.72  3.000
 CES  C7    C6   S1    107.70  3.000
 CES  N5    C6   S1    113.44  3.000
 CES  HN5   N5   C4    112.49  3.000
 CES  HN5   N5   C6    110.95  3.000
 CES  C4    N5   C6    119.42  3.000
 CES  N5    C4   C3    120.11  3.000
 CES  N5    C4   C4'   116.22  3.000
 CES  C3    C4   C4'   123.67  3.000
 CES  H7    C7   N10   110.88  3.000
 CES  H7    C7   C6    108.45  3.000
 CES  N10   C7   C6    109.67  3.000
 CES  H7    C7   C8    109.71  3.000
 CES  N10   C7   C8    110.33  3.000
 CES  C6    C7   C8    107.72  3.000
 CES  H10   N10  C11   118.76  3.000
 CES  H10   N10  C7    116.53  3.000
 CES  C11   N10  C7    121.02  3.000
 CES  O12   C11  N10   123.63  3.000
 CES  O12   C11  C13   121.16  3.000
 CES  N10   C11  C13   115.08  3.000
 CES  HO9   O9A  C8    112.94  3.000
 CES  N16   O17  C18   110.38  3.000
 CES  H3'1  C3'  H3'2  108.48  3.000
 CES  H3'1  C3'  H3'3  106.78  3.000
 CES  H3'2  C3'  H3'3  107.79  3.000
 CES  H3'1  C3'  C3    112.45  3.000
 CES  H3'2  C3'  C3    110.44  3.000
 CES  H3'3  C3'  C3    110.71  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
 CES  CONST_01  C17   C16  O15  C14     0.00   0.0  0
 CES  CONST_02  C16   C17  C19  C14     0.00   0.0  0
 CES  CONST_03  C17   C19  C14  O15     0.00   0.0  0
 CES  CONST_04  C19   C17  C16  O15     0.00   0.0  0
 CES  CONST_05  C19   C14  O15  C16     0.00   0.0  0
 CES  CONST_06  C13   C14  O15  C16   180.00   0.0  0
 CES  CONST_07  C13   C14  C19  C17   180.00   0.0  0
 CES  CONST_08  H16   C16  O15  C14   180.00   0.0  0
 CES  CONST_09  H17   C17  C19  C14   180.00   0.0  0
 CES  CONST_10  H19   C19  C14  O15   180.00   0.0  0
 CES  CONST_11  H4O   O4A  C4'  C4      0.00   0.0  0
 CES  CONST_12  C7    N10  C11  C13   180.00   0.0  0
 CES  CONST_13  O12   C11  N10  C7      0.00   0.0  0
 CES  CONST_15  HO9   O9A  C8   O9    180.00   0.0  0
 CES  Var_01    C6    N5   C4   C3    -52.58  30.0  1
 CES  Var_02    N5    C4   C3   C2     -0.79  30.0  1
 CES  Var_03    C4    C3   C2   S1     56.08  30.0  1
 CES  Var_04    H21   C2   S1   C6   -177.54  30.0  1
 CES  Var_05    N16   C13  C14  O15     2.86  30.0  2
 CES  Var_06    C3    C4   C4'  O4A   166.37  30.0  2
 CES  Var_07    H3'3  C3'  C3   C2   -108.06  30.0  3
 CES  Var_08    N10   C11  C13  C14  -115.16  30.0  2
 CES  Var_09    H183  C18  O17  N16  -179.61  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
 CES  chir_01  C6  S1   N5  C7  negativ
 CES  chir_02  C7  N10  C6  C8  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
 CES  plan-1  C14  0.020
 CES  plan-1  O15  0.020
 CES  plan-1  C16  0.020
 CES  plan-1  C17  0.020
 CES  plan-1  C19  0.020
 CES  plan-1  C13  0.020
 CES  plan-1  H16  0.020
 CES  plan-1  H17  0.020
 CES  plan-1  H19  0.020
 CES  plan-2  C13  0.020
 CES  plan-2  C7   0.020
 CES  plan-2  N10  0.020
 CES  plan-2  C11  0.020
 CES  plan-2  O12  0.020
 CES  plan-2  H10  0.020
 CES  plan-3  C6   0.020
 CES  plan-3  N5   0.020
 CES  plan-3  C4   0.020
 CES  plan-3  HN5  0.020
 CES  plan-4  C4'  0.020
 CES  plan-4  O4A  0.020
 CES  plan-4  O4B  0.020
 CES  plan-4  C4   0.020
 CES  plan-4  H4O  0.020
 CES  plan-5  C8   0.020
 CES  plan-5  C7   0.020
 CES  plan-5  O9A  0.020
 CES  plan-5  O9   0.020
 CES  plan-5  HO9  0.020
 CES  plan-6  C14  0.020
 CES  plan-6  N16  0.020
 CES  plan-6  C13  0.020
 CES  plan-6  C11  0.020
 CES  plan-6  O17  0.020

