# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 17:34:04 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 8-methoxy-2-oxidanylidene-~{N}-(4-sulfamoylphenyl)chromene-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc2C=C(C(=O)Nc3ccc(cc3)[S](N)(=O)=O)C(=O)Oc12
#
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
 RA5  RA5  8-methoxy-2-oxidanylidene-~{N}-(4-sulfamoylphenyl)chromene-3-carboxamide  ligand  40  26  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RA5
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
 RA5  O17  O  OS    0  -0.659  -6.9510  -0.7061  -1.0344
 RA5  S14  S  S     0   1.363  -6.4570   0.3170  -0.1280
 RA5  O19  O  OS    0  -0.659  -6.8097   1.7110  -0.3415
 RA5  N18  N  NC2   0  -0.879  -7.0206  -0.0759   1.3659
 RA5  C14  C  CR6   0  -0.229  -4.6925   0.2086  -0.0912
 RA5  C13  C  CR16  0  -0.221  -4.0630  -0.9842  -0.4140
 RA5  C12  C  CR16  0  -0.301  -2.6819  -1.0817  -0.3758
 RA5  C15  C  CR16  0  -0.217  -3.9422   1.3214   0.2703
 RA5  C16  C  CR16  0  -0.350  -2.5672   1.2275   0.3082
 RA5  C11  C  CR6   0   0.408  -1.9169   0.0303  -0.0136
 RA5  N    N  NH1   0  -0.793  -0.5285   0.0582   0.0321
 RA5  C10  C  C     0   0.592   0.3443  -0.9703  -0.0867
 RA5  O3   O  O     0  -0.454   0.0158  -2.1316  -0.2497
 RA5  C8   C  CR6   0  -0.358   1.7950  -0.6060  -0.0069
 RA5  C9   C  CR16  0  -0.131   2.7013  -1.6091  -0.0936
 RA5  C5   C  CR66  0   0.050   4.1048  -1.3640  -0.0524
 RA5  C4   C  CR16  0  -0.331   5.0696  -2.3782  -0.1406
 RA5  C3   C  CR16  0  -0.241   6.4003  -2.0361  -0.1098
 RA5  C2   C  CR16  0  -0.384   6.7984  -0.6996   0.0036
 RA5  C7   C  CR6   0   0.608   2.2682   0.7630   0.1490
 RA5  O2   O  O     0  -0.440   1.5797   1.7523   0.2686
 RA5  O1   O  O     0  -0.441   3.6008   0.9545   0.1611
 RA5  C6   C  CR66  0   0.303   4.5076  -0.0410   0.0671
 RA5  C1   C  CR6   0   0.345   5.8617   0.3191   0.0922
 RA5  O    O  O2    0  -0.458   6.1257   1.6249   0.1978
 RA5  C    C  CH3   0  -0.442   7.4826   2.0344   0.1974
 RA5  H1   H  HNC2  0   0.417  -6.8442  -1.0392   1.6284
 RA5  H2   H  HNC2  0   0.416  -6.7200   0.5624   2.0942
 RA5  H3   H  HCR6  0   0.286  -4.6361  -1.8523  -0.7104
 RA5  H4   H  HCR6  0   0.293  -2.2194  -2.0165  -0.6425
 RA5  H5   H  HCR6  0   0.288  -4.4152   2.2613   0.5197
 RA5  H6   H  HCR6  0   0.284  -1.9872   2.0981   0.5883
 RA5  H7   H  HNH1  0   0.438  -0.1088   0.9692   0.1933
 RA5  H8   H  HCR6  0   0.301   2.3578  -2.6302  -0.2036
 RA5  H9   H  HCR6  0   0.275   4.7564  -3.4094  -0.2327
 RA5  H10  H  HCR6  0   0.277   7.1604  -2.8017  -0.1751
 RA5  H11  H  HCR6  0   0.303   7.8564  -0.4759   0.0211
 RA5  H12  H  HCH3  0   0.267   7.4749   3.1190   0.2597
 RA5  H13  H  HCH3  0   0.237   8.0255   1.6333   1.0566
 RA5  H14  H  HCH3  0   0.237   7.9931   1.7340  -0.7204

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
 RA5  C3   C2   aromatic  1.399  0.020  1.399
 RA5  C3   C4   aromatic  1.374  0.020  1.374
 RA5  C2   C1   aromatic  1.387  0.020  1.387
 RA5  C4   C5   aromatic  1.403  0.020  1.403
 RA5  C1   O    single    1.336  0.020  1.336
 RA5  C1   C6   aromatic  1.401  0.020  1.401
 RA5  C5   C6   aromatic  1.388  0.020  1.388
 RA5  C5   C9   single    1.425  0.020  1.425
 RA5  C    O    single    1.417  0.020  1.417
 RA5  C6   O1   single    1.350  0.020  1.350
 RA5  C9   C8   double    1.355  0.020  1.355
 RA5  O1   C7   single    1.346  0.020  1.346
 RA5  C8   C7   single    1.457  0.020  1.457
 RA5  C8   C10  single    1.498  0.020  1.498
 RA5  C7   O2   double    1.211  0.020  1.211
 RA5  O3   C10  double    1.218  0.020  1.218
 RA5  C10  N    single    1.354  0.020  1.354
 RA5  N    C11  single    1.389  0.020  1.389
 RA5  C11  C16  aromatic  1.400  0.020  1.400
 RA5  C11  C12  aromatic  1.398  0.020  1.398
 RA5  C16  C15  aromatic  1.379  0.020  1.379
 RA5  C12  C13  aromatic  1.385  0.020  1.385
 RA5  C15  C14  aromatic  1.390  0.020  1.390
 RA5  C13  C14  aromatic  1.387  0.020  1.387
 RA5  C14  S14  single    1.768  0.020  1.768
 RA5  N18  S14  single    1.644  0.020  1.644
 RA5  O19  S14  double    1.454  0.020  1.454
 RA5  S14  O17  double    1.453  0.020  1.453
 RA5  N18  H1   single    0.890  0.020  1.040
 RA5  N18  H2   single    0.890  0.020  1.040
 RA5  C13  H3   single    0.930  0.020  1.080
 RA5  C12  H4   single    0.930  0.020  1.080
 RA5  C15  H5   single    0.930  0.020  1.080
 RA5  C16  H6   single    0.930  0.020  1.080
 RA5  N    H7   single    0.860  0.020  1.020
 RA5  C9   H8   single    0.930  0.020  1.080
 RA5  C4   H9   single    0.930  0.020  1.080
 RA5  C3   H10  single    0.930  0.020  1.080
 RA5  C2   H11  single    0.930  0.020  1.080
 RA5  C    H12  single    0.970  0.020  1.090
 RA5  C    H13  single    0.970  0.020  1.090
 RA5  C    H14  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
 RA5  C14  S14  N18  107.97  3.000
 RA5  N18  S14  O19  106.23  3.000
 RA5  C14  S14  O19  107.70  3.000
 RA5  O19  S14  O17  120.06  3.000
 RA5  N18  S14  O17  106.37  3.000
 RA5  C14  S14  O17  108.00  3.000
 RA5  H2   N18  H1   111.14  3.000
 RA5  H2   N18  S14  113.61  3.000
 RA5  H1   N18  S14  113.75  3.000
 RA5  C15  C14  C13  120.28  3.000
 RA5  C13  C14  S14  120.06  3.000
 RA5  C15  C14  S14  119.67  3.000
 RA5  H3   C13  C12  118.65  3.000
 RA5  H3   C13  C14  120.90  3.000
 RA5  C12  C13  C14  120.45  3.000
 RA5  H4   C12  C11  121.33  3.000
 RA5  H4   C12  C13  118.86  3.000
 RA5  C11  C12  C13  119.80  3.000
 RA5  H5   C15  C16  119.28  3.000
 RA5  H5   C15  C14  121.32  3.000
 RA5  C16  C15  C14  119.40  3.000
 RA5  H6   C16  C11  119.87  3.000
 RA5  H6   C16  C15  119.11  3.000
 RA5  C11  C16  C15  121.01  3.000
 RA5  N    C11  C16  116.07  3.000
 RA5  C16  C11  C12  119.06  3.000
 RA5  N    C11  C12  124.85  3.000
 RA5  H7   N    C10  115.38  3.000
 RA5  H7   N    C11  115.85  3.000
 RA5  C10  N    C11  128.75  3.000
 RA5  C8   C10  O3   120.02  3.000
 RA5  O3   C10  N    124.20  3.000
 RA5  C8   C10  N    115.78  3.000
 RA5  C7   C8   C9   119.03  3.000
 RA5  C7   C8   C10  123.29  3.000
 RA5  C9   C8   C10  117.67  3.000
 RA5  H8   C9   C5   118.51  3.000
 RA5  H8   C9   C8   119.51  3.000
 RA5  C5   C9   C8   121.98  3.000
 RA5  C6   C5   C4   119.67  3.000
 RA5  C6   C5   C9   116.87  3.000
 RA5  C4   C5   C9   123.45  3.000
 RA5  H9   C4   C3   121.31  3.000
 RA5  H9   C4   C5   119.70  3.000
 RA5  C3   C4   C5   118.99  3.000
 RA5  H10  C3   C2   118.78  3.000
 RA5  H10  C3   C4   120.22  3.000
 RA5  C2   C3   C4   121.01  3.000
 RA5  H11  C2   C1   120.52  3.000
 RA5  H11  C2   C3   118.51  3.000
 RA5  C1   C2   C3   120.98  3.000
 RA5  O1   C7   O2   116.46  3.000
 RA5  O2   C7   C8   126.40  3.000
 RA5  O1   C7   C8   117.14  3.000
 RA5  C6   O1   C7   124.01  3.000
 RA5  C1   C6   O1   117.28  3.000
 RA5  O1   C6   C5   120.93  3.000
 RA5  C1   C6   C5   121.79  3.000
 RA5  O    C1   C6   116.32  3.000
 RA5  C6   C1   C2   117.57  3.000
 RA5  O    C1   C2   126.11  3.000
 RA5  C    O    C1   118.13  3.000
 RA5  H14  C    H13  109.12  3.000
 RA5  H14  C    H12  109.03  3.000
 RA5  H13  C    H12  108.96  3.000
 RA5  H14  C    O    111.60  3.000
 RA5  H13  C    O    111.68  3.000
 RA5  H12  C    O    106.36  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
 RA5  CONST_01  C11  C16  C15  C14     0.00   0.0  0
 RA5  CONST_02  C11  C12  C13  C14     0.00   0.0  0
 RA5  CONST_03  C16  C11  C12  C13     0.00   0.0  0
 RA5  CONST_04  C16  C15  C14  C13     0.00   0.0  0
 RA5  CONST_05  C15  C16  C11  C12     0.00   0.0  0
 RA5  CONST_06  C15  C14  C13  C12     0.00   0.0  0
 RA5  CONST_07  C2   C3   C4   C5      0.00   0.0  0
 RA5  CONST_08  C2   C1   C6   C5      0.00   0.0  0
 RA5  CONST_09  C1   C2   C3   C4      0.00   0.0  0
 RA5  CONST_10  C1   C6   C5   C4      0.00   0.0  0
 RA5  CONST_11  C6   C1   C2   C3      0.00   0.0  0
 RA5  CONST_12  C6   C5   C4   C3      0.00   0.0  0
 RA5  CONST_13  C16  C15  C14  S14   180.00   0.0  0
 RA5  CONST_14  C12  C13  C14  S14   180.00   0.0  0
 RA5  CONST_15  N    C11  C12  C13   180.00   0.0  0
 RA5  CONST_16  N    C11  C16  C15   180.00   0.0  0
 RA5  CONST_17  O    C1   C6   C5    180.00   0.0  0
 RA5  CONST_18  O    C1   C2   C3    180.00   0.0  0
 RA5  CONST_19  O    C1   C6   O1      0.00   0.0  0
 RA5  CONST_20  H6   C16  C15  C14   180.00   0.0  0
 RA5  CONST_21  H4   C12  C13  C14   180.00   0.0  0
 RA5  CONST_22  H5   C15  C14  C13   180.00   0.0  0
 RA5  CONST_23  H3   C13  C14  C15   180.00   0.0  0
 RA5  CONST_24  H9   C4   C5   C9      0.00   0.0  0
 RA5  CONST_25  H10  C3   C4   C5    180.00   0.0  0
 RA5  CONST_26  H11  C2   C3   C4    180.00   0.0  0
 RA5  CONST_27  C8   C10  N    C11   180.00   0.0  0
 RA5  CONST_28  C10  N    C11  C12     0.00   0.0  0
 RA5  CONST_29  C10  N    C11  C16   180.00   0.0  0
 RA5  CONST_30  H7   N    C11  C12   180.00   0.0  0
 RA5  CONST_31  O3   C10  N    C11     0.00   0.0  0
 RA5  Var_01    C4   C5   C9   C8   -179.95  30.0  1
 RA5  Var_02    O1   C7   C8   C9      1.78  30.0  1
 RA5  Var_03    C7   C8   C9   C5     -0.74  30.0  1
 RA5  Var_04    C1   C6   O1   C7    179.90  30.0  1
 RA5  Var_05    C15  C14  S14  O17   156.24  30.0  2
 RA5  Var_06    C9   C8   C10  N     178.68  30.0  2
 RA5  Var_07    H1   N18  S14  C14   -65.48  30.0  3
 RA5  Var_08    H12  C    O    C1    178.28  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
 RA5  plan-1  S14  0.020
 RA5  plan-1  C14  0.020
 RA5  plan-1  C13  0.020
 RA5  plan-1  C12  0.020
 RA5  plan-1  C15  0.020
 RA5  plan-1  C16  0.020
 RA5  plan-1  C11  0.020
 RA5  plan-1  N    0.020
 RA5  plan-1  H3   0.020
 RA5  plan-1  H4   0.020
 RA5  plan-1  H5   0.020
 RA5  plan-1  H6   0.020
 RA5  plan-2  C9   0.020
 RA5  plan-2  C5   0.020
 RA5  plan-2  C4   0.020
 RA5  plan-2  C3   0.020
 RA5  plan-2  C2   0.020
 RA5  plan-2  O1   0.020
 RA5  plan-2  C6   0.020
 RA5  plan-2  C1   0.020
 RA5  plan-2  O    0.020
 RA5  plan-2  H9   0.020
 RA5  plan-2  H10  0.020
 RA5  plan-2  H11  0.020
 RA5  plan-3  C11  0.020
 RA5  plan-3  N    0.020
 RA5  plan-3  C10  0.020
 RA5  plan-3  O3   0.020
 RA5  plan-3  C8   0.020
 RA5  plan-3  H7   0.020
 RA5  plan-4  C8   0.020
 RA5  plan-4  C7   0.020
 RA5  plan-4  O2   0.020
 RA5  plan-4  O1   0.020

