# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 03:48:54 2021
#   Inital geometry file: a 121 line input string
#   Ligand name: 2-[[3,4-bis(chloranyl)-5-methyl-1~{H}-pyrrol-2-yl]carbonylamino]-4-phenylmethoxy-1,3-benzothiazole-6-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]c(C(=O)Nc2sc3cc(cc(OCc4ccccc4)c3n2)C(O)=O)c(Cl)c1Cl
#
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
 N1N  N1N  '2-[[3,4-bis(chloranyl)-5-methyl-1~{H}-pyrrol-2-yl]carbonylamino]-4-phenylmethoxy-1,3-benzothiazole-6-carboxylic acid'  ligand  46  31  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N1N
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
 N1N  CL1  CL  CL    0  -0.110   5.7558   7.0467  -2.9312
 N1N  C9   C   CR5   0  -0.097   7.3015   6.9673  -2.2148
 N1N  C10  C   CR5   0  -0.096   8.2732   7.9698  -2.3234
 N1N  CL   CL  CL    0  -0.116   8.0971   9.4408  -3.1694
 N1N  C11  C   CR5   0   0.394   9.3939   7.5576  -1.6249
 N1N  C12  C   CH3   0  -0.728  10.6835   8.2530  -1.3996
 N1N  N2   N   NR15  0  -0.670   9.1038   6.3475  -1.1167
 N1N  C8   C   CR5   0   0.307   7.8397   5.9474  -1.4481
 N1N  C7   C   C     0   0.534   7.3750   4.6547  -0.9738
 N1N  O    O   O     0  -0.458   8.0932   3.9222  -0.3113
 N1N  N1   N   NH1   0  -0.730   6.0983   4.2911  -1.2935
 N1N  C6   C   CR5   0   0.301   5.5139   3.1167  -0.9112
 N1N  N    N   N     0  -0.438   4.2894   2.8550  -1.2229
 N1N  S    S   S2    0   0.258   6.3694   1.9035   0.0063
 N1N  C4   C   CR56  0  -0.236   4.9234   0.9409  -0.0386
 N1N  C5   C   CR16  0  -0.327   4.7175  -0.3139   0.5148
 N1N  C    C   CR6   0  -0.096   3.4610  -0.8777   0.3528
 N1N  C13  C   C     0   0.542   3.1346  -2.2149   0.9039
 N1N  O2   O   OH1   0  -0.596   4.1608  -2.7888   1.5171
 N1N  O1   O   O     0  -0.438   2.0485  -2.7353   0.8079
 N1N  C3   C   CR56  0   0.296   3.9294   1.6295  -0.7378
 N1N  C2   C   CR6   0   0.371   2.6585   1.0462  -0.8877
 N1N  C1   C   CR16  0  -0.389   2.4421  -0.2038  -0.3416
 N1N  O3   O   O2    0  -0.467   1.7540   1.7834  -1.5512
 N1N  C14  C   CH2   0  -0.259   0.4797   1.2274  -1.8202
 N1N  C15  C   CR6   0   0.037   0.5195   0.1293  -2.8507
 N1N  C20  C   CR16  0  -0.275   1.3792   0.2066  -3.9432
 N1N  C19  C   CR16  0  -0.241   1.3797  -0.7924  -4.9063
 N1N  C18  C   CR16  0  -0.265   0.5164  -1.8753  -4.7930
 N1N  C17  C   CR16  0  -0.241  -0.3449  -1.9560  -3.7078
 N1N  C16  C   CR16  0  -0.294  -0.3381  -0.9599  -2.7398
 N1N  H1   H   HCH3  0   0.272  10.6820   8.7799  -0.4440
 N1N  H2   H   HCH3  0   0.270  11.5155   7.5502  -1.3934
 N1N  H3   H   HCH3  0   0.262  10.8629   8.9859  -2.1832
 N1N  H4   H   HNR5  0   0.430   9.7326   5.7965  -0.5501
 N1N  H5   H   HNH1  0   0.421   5.5068   4.9040  -1.8394
 N1N  H6   H   HCR6  0   0.281   5.5086  -0.8196   1.0494
 N1N  H7   H   HOH1  0   0.488   3.8961  -3.6542   1.8621
 N1N  H8   H   HCR6  0   0.289   1.4826  -0.6915  -0.4370
 N1N  H9   H   HCH2  0   0.281  -0.1143   2.0655  -2.1876
 N1N  H10  H   HCH2  0   0.248   0.0002   0.8777  -0.8995
 N1N  H11  H   HCR6  0   0.255   2.0561   1.0458  -4.0467
 N1N  H12  H   HCR6  0   0.257   2.0544  -0.7237  -5.7498
 N1N  H13  H   HCR6  0   0.258   0.5182  -2.6530  -5.5454
 N1N  H14  H   HCR6  0   0.258  -1.0172  -2.7981  -3.6079
 N1N  H15  H   HCR6  0   0.256  -1.0058  -1.0345  -1.8890

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
 N1N  C19  C18  aromatic  1.390  0.020  1.390
 N1N  C19  C20  aromatic  1.388  0.020  1.388
 N1N  C18  C17  aromatic  1.388  0.020  1.388
 N1N  C20  C15  aromatic  1.392  0.020  1.392
 N1N  CL   C10  single    1.706  0.020  1.706
 N1N  C17  C16  aromatic  1.389  0.020  1.389
 N1N  CL1  C9   single    1.706  0.020  1.706
 N1N  C15  C16  aromatic  1.391  0.020  1.391
 N1N  C15  C14  single    1.506  0.020  1.506
 N1N  C10  C9   aromatic  1.400  0.020  1.400
 N1N  C10  C11  aromatic  1.383  0.020  1.383
 N1N  C9   C8   aromatic  1.385  0.020  1.385
 N1N  C14  O3   single    1.416  0.020  1.416
 N1N  C11  C12  single    1.482  0.020  1.482
 N1N  C11  N2   aromatic  1.344  0.020  1.344
 N1N  O3   C2   single    1.342  0.020  1.342
 N1N  C8   N2   aromatic  1.367  0.020  1.367
 N1N  C8   C7   single    1.453  0.020  1.453
 N1N  N    C3   aromatic  1.366  0.020  1.366
 N1N  N    C6   aromatic  1.290  0.020  1.290
 N1N  C2   C3   aromatic  1.406  0.020  1.406
 N1N  C2   C1   aromatic  1.381  0.020  1.381
 N1N  N1   C6   single    1.366  0.020  1.366
 N1N  N1   C7   single    1.365  0.020  1.365
 N1N  C3   C4   aromatic  1.397  0.020  1.397
 N1N  C6   S    aromatic  1.745  0.020  1.745
 N1N  C7   O    double    1.221  0.020  1.221
 N1N  C1   C    aromatic  1.405  0.020  1.405
 N1N  C4   S    aromatic  1.738  0.020  1.738
 N1N  C4   C5   aromatic  1.387  0.020  1.387
 N1N  C    C5   aromatic  1.387  0.020  1.387
 N1N  C    C13  single    1.483  0.020  1.483
 N1N  O1   C13  double    1.208  0.020  1.208
 N1N  C13  O2   single    1.326  0.020  1.326
 N1N  C12  H1   single    0.970  0.020  1.090
 N1N  C12  H2   single    0.970  0.020  1.090
 N1N  C12  H3   single    0.970  0.020  1.090
 N1N  N2   H4   single    0.860  0.020  1.020
 N1N  N1   H5   single    0.860  0.020  1.020
 N1N  C5   H6   single    0.930  0.020  1.080
 N1N  O2   H7   single    0.850  0.020  0.980
 N1N  C1   H8   single    0.930  0.020  1.080
 N1N  C14  H9   single    0.970  0.020  1.090
 N1N  C14  H10  single    0.970  0.020  1.090
 N1N  C20  H11  single    0.930  0.020  1.080
 N1N  C19  H12  single    0.930  0.020  1.080
 N1N  C18  H13  single    0.930  0.020  1.080
 N1N  C17  H14  single    0.930  0.020  1.080
 N1N  C16  H15  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
 N1N  C8   C9   C10  107.49  3.000
 N1N  C8   C9   CL1  128.25  3.000
 N1N  C10  C9   CL1  124.26  3.000
 N1N  C11  C10  CL   126.22  3.000
 N1N  C11  C10  C9   108.04  3.000
 N1N  CL   C10  C9   125.74  3.000
 N1N  N2   C11  C12  123.55  3.000
 N1N  N2   C11  C10  106.51  3.000
 N1N  C12  C11  C10  129.92  3.000
 N1N  H3   C12  H2   108.23  3.000
 N1N  H3   C12  H1   107.80  3.000
 N1N  H2   C12  H1   107.91  3.000
 N1N  H3   C12  C11  110.49  3.000
 N1N  H2   C12  C11  111.27  3.000
 N1N  H1   C12  C11  111.01  3.000
 N1N  H4   N2   C8   123.51  3.000
 N1N  H4   N2   C11  124.67  3.000
 N1N  C8   N2   C11  111.81  3.000
 N1N  C7   C8   N2   118.49  3.000
 N1N  C7   C8   C9   135.36  3.000
 N1N  N2   C8   C9   106.14  3.000
 N1N  N1   C7   O    121.15  3.000
 N1N  O    C7   C8   121.50  3.000
 N1N  N1   C7   C8   117.35  3.000
 N1N  H5   N1   C6   114.93  3.000
 N1N  H5   N1   C7   120.78  3.000
 N1N  C6   N1   C7   124.28  3.000
 N1N  S    C6   N    116.82  3.000
 N1N  S    C6   N1   122.34  3.000
 N1N  N    C6   N1   120.84  3.000
 N1N  C3   N    C6   110.25  3.000
 N1N  C4   S    C6    87.91  3.000
 N1N  C3   C4   C5   122.69  3.000
 N1N  C5   C4   S    127.92  3.000
 N1N  C3   C4   S    109.39  3.000
 N1N  H6   C5   C    122.07  3.000
 N1N  H6   C5   C4   120.81  3.000
 N1N  C    C5   C4   117.12  3.000
 N1N  C1   C    C13  117.16  3.000
 N1N  C13  C    C5   121.52  3.000
 N1N  C1   C    C5   121.31  3.000
 N1N  O1   C13  O2   123.09  3.000
 N1N  O2   C13  C    113.07  3.000
 N1N  O1   C13  C    123.84  3.000
 N1N  H7   O2   C13  109.87  3.000
 N1N  C2   C3   C4   119.47  3.000
 N1N  C4   C3   N    115.62  3.000
 N1N  C2   C3   N    124.91  3.000
 N1N  O3   C2   C1   125.94  3.000
 N1N  C1   C2   C3   118.35  3.000
 N1N  O3   C2   C3   115.71  3.000
 N1N  H8   C1   C2   120.84  3.000
 N1N  H8   C1   C    118.11  3.000
 N1N  C2   C1   C    121.05  3.000
 N1N  C14  O3   C2   118.98  3.000
 N1N  H10  C14  H9   106.85  3.000
 N1N  H10  C14  C15  110.73  3.000
 N1N  H9   C14  C15  110.11  3.000
 N1N  H10  C14  O3   111.08  3.000
 N1N  H9   C14  O3   104.61  3.000
 N1N  C15  C14  O3   113.10  3.000
 N1N  C16  C15  C20  119.13  3.000
 N1N  C16  C15  C14  120.00  3.000
 N1N  C20  C15  C14  120.84  3.000
 N1N  H11  C20  C19  119.43  3.000
 N1N  H11  C20  C15  120.26  3.000
 N1N  C19  C20  C15  120.32  3.000
 N1N  H12  C19  C18  120.02  3.000
 N1N  H12  C19  C20  119.70  3.000
 N1N  C18  C19  C20  120.29  3.000
 N1N  H13  C18  C17  120.19  3.000
 N1N  H13  C18  C19  120.16  3.000
 N1N  C17  C18  C19  119.64  3.000
 N1N  H14  C17  C16  119.78  3.000
 N1N  H14  C17  C18  120.20  3.000
 N1N  C16  C17  C18  120.02  3.000
 N1N  H15  C16  C17  119.64  3.000
 N1N  H15  C16  C15  119.75  3.000
 N1N  C17  C16  C15  120.60  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
 N1N  CONST_01  N2   C11  C10  C9     0.00   0.0  0
 N1N  CONST_02  C11  N2   C8   C9     0.00   0.0  0
 N1N  CONST_03  N2   C8   C9   C10    0.00   0.0  0
 N1N  CONST_04  C8   N2   C11  C10    0.00   0.0  0
 N1N  CONST_05  C8   C9   C10  C11    0.00   0.0  0
 N1N  CONST_06  C2   C3   N    C6   180.00   0.0  0
 N1N  CONST_07  C4   C3   N    C6     0.00   0.0  0
 N1N  CONST_08  C3   C4   S    C6     0.00   0.0  0
 N1N  CONST_09  C5   C4   S    C6   180.00   0.0  0
 N1N  CONST_10  C1   C2   C3   N    180.00   0.0  0
 N1N  CONST_11  S    C4   C3   N      0.00   0.0  0
 N1N  CONST_12  C5   C4   C3   N    180.00   0.0  0
 N1N  CONST_13  C4   S    C6   N      0.00   0.0  0
 N1N  CONST_14  C3   N    C6   S      0.00   0.0  0
 N1N  CONST_15  C2   C3   C4   S    180.00   0.0  0
 N1N  CONST_16  C    C5   C4   S    180.00   0.0  0
 N1N  CONST_17  C1   C2   C3   C4     0.00   0.0  0
 N1N  CONST_18  C1   C    C5   C4     0.00   0.0  0
 N1N  CONST_19  C2   C3   C4   C5     0.00   0.0  0
 N1N  CONST_20  C2   C1   C    C5     0.00   0.0  0
 N1N  CONST_21  C3   C2   C1   C      0.00   0.0  0
 N1N  CONST_22  C3   C4   C5   C      0.00   0.0  0
 N1N  CONST_23  C18  C19  C20  C15    0.00   0.0  0
 N1N  CONST_24  C18  C17  C16  C15    0.00   0.0  0
 N1N  CONST_25  C17  C18  C19  C20    0.00   0.0  0
 N1N  CONST_26  C17  C16  C15  C20    0.00   0.0  0
 N1N  CONST_27  C16  C17  C18  C19    0.00   0.0  0
 N1N  CONST_28  C16  C15  C20  C19    0.00   0.0  0
 N1N  CONST_29  C11  C10  C9   CL1  180.00   0.0  0
 N1N  CONST_30  N2   C8   C9   CL1  180.00   0.0  0
 N1N  CONST_31  C12  C11  C10  C9   180.00   0.0  0
 N1N  CONST_32  C7   C8   C9   C10  180.00   0.0  0
 N1N  CONST_33  C8   C9   C10  CL   180.00   0.0  0
 N1N  CONST_34  N2   C11  C10  CL   180.00   0.0  0
 N1N  CONST_35  C7   C8   N2   C11  180.00   0.0  0
 N1N  CONST_36  C8   N2   C11  C12  180.00   0.0  0
 N1N  CONST_37  C3   N    C6   N1   180.00   0.0  0
 N1N  CONST_38  C4   S    C6   N1   180.00   0.0  0
 N1N  CONST_39  O3   C2   C3   N      0.00   0.0  0
 N1N  CONST_40  O3   C2   C3   C4   180.00   0.0  0
 N1N  CONST_41  C13  C    C5   C4   180.00   0.0  0
 N1N  CONST_42  O3   C2   C1   C    180.00   0.0  0
 N1N  CONST_43  C2   C1   C    C13  180.00   0.0  0
 N1N  CONST_44  C19  C20  C15  C14  180.00   0.0  0
 N1N  CONST_45  C17  C16  C15  C14  180.00   0.0  0
 N1N  CONST_46  H4   N2   C8   C9   180.00   0.0  0
 N1N  CONST_47  H6   C5   C4   S      0.00   0.0  0
 N1N  CONST_48  H8   C1   C    C5   180.00   0.0  0
 N1N  CONST_49  H12  C19  C20  C15  180.00   0.0  0
 N1N  CONST_50  H14  C17  C16  C15  180.00   0.0  0
 N1N  CONST_51  H13  C18  C19  C20  180.00   0.0  0
 N1N  CONST_52  H15  C16  C15  C20  180.00   0.0  0
 N1N  CONST_53  H11  C20  C19  C18  180.00   0.0  0
 N1N  CONST_54  C6   N1   C7   C8   180.00   0.0  0
 N1N  CONST_55  N    C6   N1   C7   180.00   0.0  0
 N1N  CONST_56  S    C6   N1   C7     0.00   0.0  0
 N1N  CONST_57  H5   N1   C6   N      0.00   0.0  0
 N1N  CONST_58  C6   N1   C7   O      0.00   0.0  0
 N1N  CONST_59  H7   O2   C13  C    180.00   0.0  0
 N1N  Var_01    N1   C7   C8   C9    -1.72  30.0  2
 N1N  Var_02    O1   C13  C    C5   178.65  30.0  2
 N1N  Var_03    C15  C14  O3   C2   -70.39  30.0  2
 N1N  Var_04    C20  C15  C14  O3   -37.14  30.0  2
 N1N  Var_05    H1   C12  C11  C10   95.38  30.0  2

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
 N1N  plan-1  CL1  0.020
 N1N  plan-1  C9   0.020
 N1N  plan-1  C10  0.020
 N1N  plan-1  CL   0.020
 N1N  plan-1  C11  0.020
 N1N  plan-1  C12  0.020
 N1N  plan-1  N2   0.020
 N1N  plan-1  C8   0.020
 N1N  plan-1  C7   0.020
 N1N  plan-1  H4   0.020
 N1N  plan-2  C14  0.020
 N1N  plan-2  C15  0.020
 N1N  plan-2  C20  0.020
 N1N  plan-2  C19  0.020
 N1N  plan-2  C18  0.020
 N1N  plan-2  C17  0.020
 N1N  plan-2  C16  0.020
 N1N  plan-2  H11  0.020
 N1N  plan-2  H12  0.020
 N1N  plan-2  H13  0.020
 N1N  plan-2  H14  0.020
 N1N  plan-2  H15  0.020
 N1N  plan-3  N1   0.020
 N1N  plan-3  C6   0.020
 N1N  plan-3  N    0.020
 N1N  plan-3  S    0.020
 N1N  plan-3  C4   0.020
 N1N  plan-3  C5   0.020
 N1N  plan-3  C    0.020
 N1N  plan-3  C13  0.020
 N1N  plan-3  C3   0.020
 N1N  plan-3  C2   0.020
 N1N  plan-3  C1   0.020
 N1N  plan-3  O3   0.020
 N1N  plan-3  H6   0.020
 N1N  plan-3  H8   0.020
 N1N  plan-4  C8   0.020
 N1N  plan-4  C7   0.020
 N1N  plan-4  O    0.020
 N1N  plan-4  N1   0.020
 N1N  plan-4  C6   0.020
 N1N  plan-4  H5   0.020
 N1N  plan-5  C    0.020
 N1N  plan-5  C13  0.020
 N1N  plan-5  O2   0.020
 N1N  plan-5  O1   0.020
 N1N  plan-5  H7   0.020

