# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 05:22:45 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 5-bromo-2-methoxy-N-(6-methoxy-2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)benzene-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2NC(=O)C(C)(C)Oc2cc1N[S](=O)(=O)c3cc(Br)ccc3OC
#
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
 EFM  EFM  5-bromo-2-methoxy-N-(6-methoxy-2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)benzene-1-sulfonamide  ligand  47  28  .  2021-08-08  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EFM
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
 EFM  CBA  C   CH3   0  -0.441   3.8989   3.5938   0.8999
 EFM  OAK  O   O2    0  -0.460   2.6768   3.0660   0.4196
 EFM  CAB  C   CR6   0   0.389   2.5891   1.7461   0.2021
 EFM  CAA  C   CR16  0  -0.487   3.5961   0.8329   0.4931
 EFM  CAF  C   CR6   0   0.349   3.3926  -0.5197   0.2485
 EFM  NAJ  N   NH1   0  -0.729   4.3577  -1.4685   0.5591
 EFM  CAI  C   C     0   0.551   4.3310  -2.7395   0.0894
 EFM  OAZ  O   O     0  -0.450   5.1891  -3.5540   0.3636
 EFM  CAH  C   CT    0   0.032   3.1788  -3.0473  -0.8713
 EFM  CAX  C   CH3   0  -0.664   3.6158  -2.6781  -2.2879
 EFM  CAY  C   CH3   0  -0.662   2.7759  -4.5066  -0.7852
 EFM  OAG  O   O2    0  -0.487   2.0161  -2.2998  -0.4971
 EFM  CAE  C   CR6   0   0.322   2.2028  -0.9717  -0.3064
 EFM  CAD  C   CR16  0  -0.382   1.2134  -0.0609  -0.6256
 EFM  CAC  C   CR6   0   0.213   1.3929   1.2893  -0.3675
 EFM  NAL  N   NC1   0  -0.819   0.3586   2.1986  -0.6840
 EFM  SAM  S   S     0   1.369  -0.7468   2.6026   0.4812
 EFM  OAN  O   OS    0  -0.637  -0.2739   2.1249   1.7697
 EFM  OAO  O   OS    0  -0.649  -1.0728   4.0069   0.3097
 EFM  CAP  C   CR6   0  -0.297  -2.1703   1.6301   0.0679
 EFM  CAU  C   CR16  0  -0.205  -2.6710   0.7518   1.0151
 EFM  CAT  C   CR6   0  -0.131  -3.8042   0.0129   0.7172
 EFM  BR   BR  BR    0  -0.032  -4.4952  -1.1886   1.9945
 EFM  CAS  C   CR16  0  -0.198  -4.4277   0.1500  -0.5125
 EFM  CAR  C   CR16  0  -0.378  -3.9213   1.0276  -1.4583
 EFM  CAQ  C   CR6   0   0.470  -2.7887   1.7890  -1.1806
 EFM  OAV  O   O2    0  -0.453  -2.2380   2.6594  -2.0221
 EFM  CBB  C   CH3   0  -0.443  -2.8194   2.8428  -3.3037
 EFM  H1   H   HCH3  0   0.233   4.1177   3.2477   1.9132
 EFM  H2   H   HCH3  0   0.232   4.7369   3.3373   0.2473
 EFM  H3   H   HCH3  0   0.266   3.7831   4.6742   0.9149
 EFM  H4   H   HCR6  0   0.302   4.5379   1.1481   0.9224
 EFM  H5   H   HNH1  0   0.416   5.1523  -1.1931   1.1208
 EFM  H6   H   HCH3  0   0.255   4.4783  -3.2732  -2.5860
 EFM  H7   H   HCH3  0   0.257   2.8040  -2.8862  -2.9855
 EFM  H8   H   HCH3  0   0.249   3.8873  -1.6257  -2.3839
 EFM  H9   H   HCH3  0   0.249   2.4322  -4.7695   0.2150
 EFM  H10  H   HCH3  0   0.249   1.9708  -4.7063  -1.4926
 EFM  H11  H   HCH3  0   0.245   3.6113  -5.1522  -1.0451
 EFM  H12  H   HCR6  0   0.277   0.2884  -0.3993  -1.0747
 EFM  H13  H   HNC1  0   0.420   0.5896   2.9854  -1.2796
 EFM  H14  H   HCR6  0   0.304  -2.1754   0.6492   1.9703
 EFM  H15  H   HCR6  0   0.295  -5.3100  -0.4261  -0.7564
 EFM  H16  H   HCR6  0   0.306  -4.4271   1.1061  -2.4106
 EFM  H17  H   HCH3  0   0.241  -2.8180   1.9168  -3.8820
 EFM  H18  H   HCH3  0   0.241  -3.8411   3.2201  -3.2291
 EFM  H19  H   HCH3  0   0.270  -2.2040   3.5793  -3.8119

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
 EFM  CAX  CAH  single    1.528  0.020  1.528
 EFM  CAY  CAH  single    1.516  0.020  1.516
 EFM  CAH  CAI  single    1.531  0.020  1.531
 EFM  CAH  OAG  single    1.432  0.020  1.432
 EFM  OAZ  CAI  double    1.214  0.020  1.214
 EFM  CAI  NAJ  single    1.355  0.020  1.355
 EFM  OAG  CAE  single    1.355  0.020  1.355
 EFM  CAE  CAD  aromatic  1.382  0.020  1.382
 EFM  CAE  CAF  aromatic  1.388  0.020  1.388
 EFM  CAD  CAC  aromatic  1.386  0.020  1.386
 EFM  NAJ  CAF  single    1.389  0.020  1.389
 EFM  CAF  CAA  aromatic  1.390  0.020  1.390
 EFM  OAN  SAM  double    1.453  0.020  1.453
 EFM  CAC  NAL  single    1.413  0.020  1.413
 EFM  CAC  CAB  aromatic  1.401  0.020  1.401
 EFM  NAL  SAM  single    1.656  0.020  1.656
 EFM  CAA  CAB  aromatic  1.390  0.020  1.390
 EFM  CAB  OAK  single    1.341  0.020  1.341
 EFM  SAM  OAO  double    1.452  0.020  1.452
 EFM  SAM  CAP  single    1.773  0.020  1.773
 EFM  OAK  CBA  single    1.415  0.020  1.415
 EFM  CAP  CAU  aromatic  1.385  0.020  1.385
 EFM  CAP  CAQ  aromatic  1.402  0.020  1.402
 EFM  CAU  CAT  aromatic  1.385  0.020  1.385
 EFM  OAV  CAQ  single    1.330  0.020  1.330
 EFM  OAV  CBB  single    1.419  0.020  1.419
 EFM  CAQ  CAR  aromatic  1.393  0.020  1.393
 EFM  CAT  BR   single    1.885  0.020  1.885
 EFM  CAT  CAS  aromatic  1.385  0.020  1.385
 EFM  CAR  CAS  aromatic  1.386  0.020  1.386
 EFM  CBA  H1   single    0.970  0.020  1.090
 EFM  CBA  H2   single    0.970  0.020  1.090
 EFM  CBA  H3   single    0.970  0.020  1.090
 EFM  CAA  H4   single    0.930  0.020  1.080
 EFM  NAJ  H5   single    0.860  0.020  1.020
 EFM  CAX  H6   single    0.970  0.020  1.090
 EFM  CAX  H7   single    0.970  0.020  1.090
 EFM  CAX  H8   single    0.970  0.020  1.090
 EFM  CAY  H9   single    0.970  0.020  1.090
 EFM  CAY  H10  single    0.970  0.020  1.090
 EFM  CAY  H11  single    0.970  0.020  1.090
 EFM  CAD  H12  single    0.930  0.020  1.080
 EFM  NAL  H13  single    0.890  0.020  1.040
 EFM  CAU  H14  single    0.930  0.020  1.080
 EFM  CAS  H15  single    0.930  0.020  1.080
 EFM  CAR  H16  single    0.930  0.020  1.080
 EFM  CBB  H17  single    0.970  0.020  1.090
 EFM  CBB  H18  single    0.970  0.020  1.090
 EFM  CBB  H19  single    0.970  0.020  1.090

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
 EFM  H3   CBA  H2   108.86  3.000
 EFM  H3   CBA  H1   108.87  3.000
 EFM  H2   CBA  H1   109.02  3.000
 EFM  H3   CBA  OAK  106.47  3.000
 EFM  H2   CBA  OAK  111.84  3.000
 EFM  H1   CBA  OAK  111.68  3.000
 EFM  CAB  OAK  CBA  118.60  3.000
 EFM  CAC  CAB  CAA  119.29  3.000
 EFM  CAA  CAB  OAK  124.43  3.000
 EFM  CAC  CAB  OAK  116.27  3.000
 EFM  H4   CAA  CAF  118.74  3.000
 EFM  H4   CAA  CAB  121.48  3.000
 EFM  CAF  CAA  CAB  119.77  3.000
 EFM  CAE  CAF  NAJ  117.55  3.000
 EFM  NAJ  CAF  CAA  121.60  3.000
 EFM  CAE  CAF  CAA  120.85  3.000
 EFM  H5   NAJ  CAI  117.60  3.000
 EFM  H5   NAJ  CAF  118.97  3.000
 EFM  CAI  NAJ  CAF  123.34  3.000
 EFM  CAH  CAI  OAZ  122.57  3.000
 EFM  OAZ  CAI  NAJ  122.47  3.000
 EFM  CAH  CAI  NAJ  114.88  3.000
 EFM  OAG  CAH  CAY  105.77  3.000
 EFM  OAG  CAH  CAX  110.39  3.000
 EFM  CAY  CAH  CAX  111.18  3.000
 EFM  OAG  CAH  CAI  110.00  3.000
 EFM  CAY  CAH  CAI  110.96  3.000
 EFM  CAX  CAH  CAI  108.54  3.000
 EFM  H8   CAX  H7   108.24  3.000
 EFM  H8   CAX  H6   107.80  3.000
 EFM  H7   CAX  H6   108.07  3.000
 EFM  H8   CAX  CAH  112.70  3.000
 EFM  H7   CAX  CAH  109.52  3.000
 EFM  H6   CAX  CAH  110.38  3.000
 EFM  H11  CAY  H10  107.67  3.000
 EFM  H11  CAY  H9   108.57  3.000
 EFM  H10  CAY  H9   108.57  3.000
 EFM  H11  CAY  CAH  110.71  3.000
 EFM  H10  CAY  CAH  109.61  3.000
 EFM  H9   CAY  CAH  111.60  3.000
 EFM  CAE  OAG  CAH  115.89  3.000
 EFM  CAD  CAE  OAG  120.99  3.000
 EFM  CAD  CAE  CAF  119.42  3.000
 EFM  OAG  CAE  CAF  119.57  3.000
 EFM  H12  CAD  CAC  119.49  3.000
 EFM  H12  CAD  CAE  120.10  3.000
 EFM  CAC  CAD  CAE  120.41  3.000
 EFM  NAL  CAC  CAD  119.36  3.000
 EFM  NAL  CAC  CAB  120.40  3.000
 EFM  CAD  CAC  CAB  120.24  3.000
 EFM  H13  NAL  SAM  112.10  3.000
 EFM  H13  NAL  CAC  117.66  3.000
 EFM  SAM  NAL  CAC  119.21  3.000
 EFM  CAP  SAM  OAO  108.83  3.000
 EFM  CAP  SAM  OAN  106.72  3.000
 EFM  OAO  SAM  OAN  119.72  3.000
 EFM  CAP  SAM  NAL  103.77  3.000
 EFM  OAO  SAM  NAL  107.62  3.000
 EFM  OAN  SAM  NAL  109.05  3.000
 EFM  CAQ  CAP  CAU  121.41  3.000
 EFM  CAQ  CAP  SAM  119.97  3.000
 EFM  CAU  CAP  SAM  118.59  3.000
 EFM  H14  CAU  CAT  120.96  3.000
 EFM  H14  CAU  CAP  119.91  3.000
 EFM  CAT  CAU  CAP  119.13  3.000
 EFM  CAS  CAT  BR   119.97  3.000
 EFM  CAS  CAT  CAU  120.42  3.000
 EFM  BR   CAT  CAU  119.62  3.000
 EFM  H15  CAS  CAR  118.78  3.000
 EFM  H15  CAS  CAT  120.97  3.000
 EFM  CAR  CAS  CAT  120.26  3.000
 EFM  H16  CAR  CAQ  121.09  3.000
 EFM  H16  CAR  CAS  118.43  3.000
 EFM  CAQ  CAR  CAS  120.48  3.000
 EFM  OAV  CAQ  CAR  124.63  3.000
 EFM  CAR  CAQ  CAP  118.31  3.000
 EFM  OAV  CAQ  CAP  117.06  3.000
 EFM  CBB  OAV  CAQ  119.10  3.000
 EFM  H19  CBB  H18  109.14  3.000
 EFM  H19  CBB  H17  109.07  3.000
 EFM  H18  CBB  H17  109.31  3.000
 EFM  H19  CBB  OAV  106.14  3.000
 EFM  H18  CBB  OAV  111.49  3.000
 EFM  H17  CBB  OAV  111.60  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
 EFM  CONST_01  CAE  CAD  CAC  CAB     0.00   0.0  0
 EFM  CONST_02  CAE  CAF  CAA  CAB     0.00   0.0  0
 EFM  CONST_03  CAD  CAE  CAF  CAA     0.00   0.0  0
 EFM  CONST_04  CAD  CAC  CAB  CAA     0.00   0.0  0
 EFM  CONST_05  CAC  CAD  CAE  CAF     0.00   0.0  0
 EFM  CONST_06  CAC  CAB  CAA  CAF     0.00   0.0  0
 EFM  CONST_07  CAS  CAT  CAU  CAP     0.00   0.0  0
 EFM  CONST_08  CAS  CAR  CAQ  CAP     0.00   0.0  0
 EFM  CONST_09  CAR  CAQ  CAP  CAU     0.00   0.0  0
 EFM  CONST_10  CAR  CAS  CAT  CAU     0.00   0.0  0
 EFM  CONST_11  CAQ  CAP  CAU  CAT     0.00   0.0  0
 EFM  CONST_12  CAQ  CAR  CAS  CAT     0.00   0.0  0
 EFM  CONST_13  CAH  CAI  NAJ  CAF     0.00   0.0  0
 EFM  CONST_14  CAD  CAC  CAB  OAK   180.00   0.0  0
 EFM  CONST_15  CAF  CAA  CAB  OAK   180.00   0.0  0
 EFM  CONST_16  NAL  CAC  CAB  CAA   180.00   0.0  0
 EFM  CONST_17  NAL  CAC  CAD  CAE   180.00   0.0  0
 EFM  CONST_18  CAT  CAU  CAP  SAM   180.00   0.0  0
 EFM  CONST_19  CAR  CAQ  CAP  SAM   180.00   0.0  0
 EFM  CONST_20  BR   CAT  CAU  CAP   180.00   0.0  0
 EFM  CONST_21  OAV  CAQ  CAP  CAU   180.00   0.0  0
 EFM  CONST_22  CAR  CAS  CAT  BR    180.00   0.0  0
 EFM  CONST_23  OAV  CAQ  CAR  CAS   180.00   0.0  0
 EFM  CONST_24  OAZ  CAI  NAJ  CAF   180.00   0.0  0
 EFM  CONST_25  H12  CAD  CAC  CAB   180.00   0.0  0
 EFM  CONST_26  H4   CAA  CAF  NAJ     0.00   0.0  0
 EFM  CONST_27  H16  CAR  CAQ  CAP   180.00   0.0  0
 EFM  CONST_28  H15  CAS  CAT  CAU   180.00   0.0  0
 EFM  CONST_29  H14  CAU  CAT  CAS   180.00   0.0  0
 EFM  CONST_30  H5   NAJ  CAI  CAH   180.00   0.0  0
 EFM  Var_01    CAI  NAJ  CAF  CAA  -165.47  30.0  1
 EFM  Var_02    OAG  CAH  CAI  NAJ   -33.85  30.0  1
 EFM  Var_03    CAD  CAE  OAG  CAH   146.09  30.0  1
 EFM  Var_04    CAC  CAB  OAK  CBA  -175.36  30.0  1
 EFM  Var_05    CAP  SAM  NAL  CAC  -101.62  30.0  3
 EFM  Var_06    CAU  CAP  SAM  NAL   122.14  30.0  2
 EFM  Var_07    H6   CAX  CAH  CAI    61.44  30.0  3
 EFM  Var_08    H9   CAY  CAH  CAI    60.94  30.0  3
 EFM  Var_09    H1   CBA  OAK  CAB   -66.51  30.0  3
 EFM  Var_10    H17  CBB  OAV  CAQ   -60.63  30.0  3

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
 EFM  plan-1  SAM  0.020
 EFM  plan-1  CAP  0.020
 EFM  plan-1  CAU  0.020
 EFM  plan-1  CAT  0.020
 EFM  plan-1  BR   0.020
 EFM  plan-1  CAS  0.020
 EFM  plan-1  CAR  0.020
 EFM  plan-1  CAQ  0.020
 EFM  plan-1  OAV  0.020
 EFM  plan-1  H14  0.020
 EFM  plan-1  H15  0.020
 EFM  plan-1  H16  0.020
 EFM  plan-2  OAK  0.020
 EFM  plan-2  CAB  0.020
 EFM  plan-2  CAA  0.020
 EFM  plan-2  CAF  0.020
 EFM  plan-2  NAJ  0.020
 EFM  plan-2  OAG  0.020
 EFM  plan-2  CAE  0.020
 EFM  plan-2  CAD  0.020
 EFM  plan-2  CAC  0.020
 EFM  plan-2  NAL  0.020
 EFM  plan-2  H4   0.020
 EFM  plan-2  H12  0.020
 EFM  plan-3  CAC  0.020
 EFM  plan-3  NAL  0.020
 EFM  plan-3  SAM  0.020
 EFM  plan-3  H13  0.020
 EFM  plan-4  CAF  0.020
 EFM  plan-4  NAJ  0.020
 EFM  plan-4  CAI  0.020
 EFM  plan-4  OAZ  0.020
 EFM  plan-4  CAH  0.020
 EFM  plan-4  H5   0.020

