# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 23:20:41 2022
#   Inital geometry file: a 88 line input string
#   Ligand name: 4-chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1cc(C(O)=O)c(NCc2occc2)cc1Cl
#
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
 FUN  FUN  '4-chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid'  ligand  31  21  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FUN
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
 FUN  N1    N   NC2    0  -0.878  -4.3923  -0.5429  -1.5197
 FUN  S1    S   S      0   1.358  -3.9133   0.2367  -0.1505
 FUN  O1    O   OS     0  -0.659  -4.2457   1.6384  -0.3502
 FUN  O2    O   OS     0  -0.662  -4.5141  -0.4823   0.9601
 FUN  C1    C   CR6    0  -0.184  -2.1568   0.1335  -0.0342
 FUN  C2    C   CR6    0  -0.022  -1.4723  -1.0716   0.1263
 FUN  CL1   CL  CL     0  -0.108  -2.3196  -2.5803   0.1874
 FUN  C3    C   CR16   0  -0.309  -0.1021  -1.1075   0.2195
 FUN  C4    C   CR6    0   0.386   0.6567   0.0820   0.1569
 FUN  N2    N   NH1    0  -0.702   1.9947   0.0487   0.2296
 FUN  C5    C   CH2    0  -0.361   2.7761  -1.1550   0.3702
 FUN  C6    C   CR5    0   0.340   4.2259  -0.8647   0.2474
 FUN  C7    C   CR15   0  -0.379   5.2596  -0.9786   1.1149
 FUN  C8    C   CR15   0  -0.330   6.4283  -0.5630   0.4050
 FUN  C9    C   CR15   0  -0.010   6.0080  -0.2258  -0.8354
 FUN  O3    O   O      0  -0.407   4.6754  -0.4070  -0.9432
 FUN  C10   C   CR6    0  -0.192  -0.0302   1.3213   0.0104
 FUN  C11   C   CR16   0  -0.299  -1.4067   1.3052  -0.0846
 FUN  C12   C   C      0   0.462   0.6832   2.6633  -0.0480
 FUN  O4    O   OC    -1  -0.569  -0.0217   3.6732  -0.1927
 FUN  O5    O   O      0  -0.599   1.9355   2.6521   0.0567
 FUN  HN11  H   HNC2   0   0.414  -4.0056  -0.1393  -2.3656
 FUN  HN12  H   HNC2   0   0.405  -4.2476  -1.5457  -1.4955
 FUN  H3    H   HCR6   0   0.297   0.3878  -2.0626   0.3476
 FUN  HN2   H   HNH1   0   0.408   2.4213   0.9785   0.2093
 FUN  H51   H   HCH2   0   0.262   2.6099  -1.6335   1.3412
 FUN  H52   H   HCH2   0   0.258   2.4856  -1.8883  -0.3919
 FUN  H7    H   HCR5   0   0.264   5.1976  -1.3167   2.1369
 FUN  H8    H   HCR5   0   0.264   7.4406  -0.5212   0.7728
 FUN  H9    H   HCR5   0   0.278   6.5188   0.1435  -1.7099
 FUN  H11   H   HCR6   0   0.273  -1.9121   2.2530  -0.2055

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
 FUN  N1   S1    single    1.647  0.020  1.647
 FUN  N1   HN11  single    0.890  0.020  1.040
 FUN  N1   HN12  single    0.890  0.020  1.040
 FUN  S1   O1    double    1.454  0.020  1.454
 FUN  S1   O2    double    1.453  0.020  1.453
 FUN  S1   C1    single    1.763  0.020  1.763
 FUN  C1   C2    aromatic  1.395  0.020  1.395
 FUN  C1   C11   aromatic  1.392  0.020  1.392
 FUN  C2   CL1   single    1.731  0.020  1.731
 FUN  C2   C3    aromatic  1.374  0.020  1.374
 FUN  C3   C4    aromatic  1.412  0.020  1.412
 FUN  C3   H3    single    0.930  0.020  1.080
 FUN  C4   N2    single    1.340  0.020  1.340
 FUN  C4   C10   aromatic  1.424  0.020  1.424
 FUN  N2   C5    single    1.442  0.020  1.442
 FUN  N2   HN2   single    0.860  0.020  1.020
 FUN  C5   C6    single    1.484  0.020  1.484
 FUN  C5   H51   single    0.970  0.020  1.090
 FUN  C5   H52   single    0.970  0.020  1.090
 FUN  C6   C7    aromatic  1.354  0.020  1.354
 FUN  C6   O3    aromatic  1.352  0.020  1.352
 FUN  C7   C8    aromatic  1.429  0.020  1.429
 FUN  C7   H7    single    0.930  0.020  1.080
 FUN  C8   C9    aromatic  1.352  0.020  1.352
 FUN  C8   H8    single    0.930  0.020  1.080
 FUN  C9   O3    aromatic  1.349  0.020  1.349
 FUN  C9   H9    single    0.930  0.020  1.080
 FUN  C10  C11   aromatic  1.380  0.020  1.380
 FUN  C10  C12   single    1.521  0.020  1.521
 FUN  C11  H11   single    0.930  0.020  1.080
 FUN  C12  O4    deloc     1.240  0.020  1.240
 FUN  C12  O5    deloc     1.257  0.020  1.257

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
 FUN  HN12  N1   HN11  111.06  3.000
 FUN  HN12  N1   S1    114.02  3.000
 FUN  HN11  N1   S1    113.22  3.000
 FUN  C1    S1   O2    109.42  3.000
 FUN  C1    S1   O1    107.04  3.000
 FUN  O2    S1   O1    119.17  3.000
 FUN  C1    S1   N1    108.47  3.000
 FUN  O2    S1   N1    106.32  3.000
 FUN  O1    S1   N1    106.00  3.000
 FUN  C11   C1   C2    117.83  3.000
 FUN  C11   C1   S1    119.01  3.000
 FUN  C2    C1   S1    123.15  3.000
 FUN  C3    C2   CL1   117.58  3.000
 FUN  C3    C2   C1    121.31  3.000
 FUN  CL1   C2   C1    121.11  3.000
 FUN  H3    C3   C4    120.39  3.000
 FUN  H3    C3   C2    118.89  3.000
 FUN  C4    C3   C2    120.72  3.000
 FUN  C10   C4   N2    120.56  3.000
 FUN  C10   C4   C3    118.57  3.000
 FUN  N2    C4   C3    120.87  3.000
 FUN  HN2   N2   C5    122.32  3.000
 FUN  HN2   N2   C4    113.11  3.000
 FUN  C5    N2   C4    124.54  3.000
 FUN  H52   C5   H51   106.48  3.000
 FUN  H52   C5   C6    109.40  3.000
 FUN  H51   C5   C6    107.89  3.000
 FUN  H52   C5   N2    110.29  3.000
 FUN  H51   C5   N2    111.65  3.000
 FUN  C6    C5   N2    110.98  3.000
 FUN  O3    C6   C7    109.80  3.000
 FUN  O3    C6   C5    117.64  3.000
 FUN  C7    C6   C5    132.56  3.000
 FUN  H7    C7   C8    127.52  3.000
 FUN  H7    C7   C6    126.13  3.000
 FUN  C8    C7   C6    106.35  3.000
 FUN  H8    C8   C9    126.53  3.000
 FUN  H8    C8   C7    127.58  3.000
 FUN  C9    C8   C7    105.90  3.000
 FUN  H9    C9   O3    116.69  3.000
 FUN  H9    C9   C8    133.02  3.000
 FUN  O3    C9   C8    110.29  3.000
 FUN  C9    O3   C6    107.66  3.000
 FUN  C12   C10  C11   118.40  3.000
 FUN  C12   C10  C4    123.05  3.000
 FUN  C11   C10  C4    118.55  3.000
 FUN  H11   C11  C10   117.64  3.000
 FUN  H11   C11  C1    119.35  3.000
 FUN  C10   C11  C1    123.01  3.000
 FUN  O5    C12  O4    125.69  3.000
 FUN  O5    C12  C10   117.15  3.000
 FUN  O4    C12  C10   117.16  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
 FUN  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 FUN  CONST_02  C4    C10  C11  C1     0.00   0.0  0
 FUN  CONST_03  C10   C11  C1   C2     0.00   0.0  0
 FUN  CONST_04  C10   C4   C3   C2     0.00   0.0  0
 FUN  CONST_05  C11   C1   C2   C3     0.00   0.0  0
 FUN  CONST_06  C11   C10  C4   C3     0.00   0.0  0
 FUN  CONST_07  C9    C8   C7   C6     0.00   0.0  0
 FUN  CONST_08  C8    C9   O3   C6     0.00   0.0  0
 FUN  CONST_09  C9    O3   C6   C7     0.00   0.0  0
 FUN  CONST_10  O3    C9   C8   C7     0.00   0.0  0
 FUN  CONST_11  O3    C6   C7   C8     0.00   0.0  0
 FUN  CONST_12  C3    C2   C1   S1   180.00   0.0  0
 FUN  CONST_13  C10   C11  C1   S1   180.00   0.0  0
 FUN  CONST_14  C12   C10  C11  C1   180.00   0.0  0
 FUN  CONST_15  N2    C4   C3   C2   180.00   0.0  0
 FUN  CONST_16  C11   C1   C2   CL1  180.00   0.0  0
 FUN  CONST_17  C4    C3   C2   CL1  180.00   0.0  0
 FUN  CONST_18  C12   C10  C4   C3   180.00   0.0  0
 FUN  CONST_19  C11   C10  C4   N2   180.00   0.0  0
 FUN  CONST_20  C8    C7   C6   C5   180.00   0.0  0
 FUN  CONST_21  C9    O3   C6   C5   180.00   0.0  0
 FUN  CONST_22  H3    C3   C2   C1   180.00   0.0  0
 FUN  CONST_23  H11   C11  C1   C2   180.00   0.0  0
 FUN  CONST_24  H8    C8   C7   C6   180.00   0.0  0
 FUN  CONST_25  H9    C9   O3   C6   180.00   0.0  0
 FUN  CONST_26  H7    C7   C8   C9   180.00   0.0  0
 FUN  CONST_27  C5    N2   C4   C3     0.00   0.0  0
 FUN  CONST_28  C10   C4   N2   C5   180.00   0.0  0
 FUN  CONST_29  HN2   N2   C4   C3   180.00   0.0  0
 FUN  Var_01    C2    C1   S1   N1   -64.34  30.0  2
 FUN  Var_02    C6    C5   N2   C4   172.80  30.0  3
 FUN  Var_03    O4    C12  C10  C4   179.21  30.0  2
 FUN  Var_04    C7    C6   C5   N2   116.24  30.0  2
 FUN  Var_05    HN11  N1   S1   C1   -60.70  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
 FUN  plan-1  C5   0.020
 FUN  plan-1  C6   0.020
 FUN  plan-1  C7   0.020
 FUN  plan-1  C8   0.020
 FUN  plan-1  C9   0.020
 FUN  plan-1  O3   0.020
 FUN  plan-1  H7   0.020
 FUN  plan-1  H8   0.020
 FUN  plan-1  H9   0.020
 FUN  plan-2  S1   0.020
 FUN  plan-2  C1   0.020
 FUN  plan-2  C2   0.020
 FUN  plan-2  CL1  0.020
 FUN  plan-2  C3   0.020
 FUN  plan-2  C4   0.020
 FUN  plan-2  N2   0.020
 FUN  plan-2  C10  0.020
 FUN  plan-2  C11  0.020
 FUN  plan-2  C12  0.020
 FUN  plan-2  H3   0.020
 FUN  plan-2  H11  0.020
 FUN  plan-3  C4   0.020
 FUN  plan-3  N2   0.020
 FUN  plan-3  C5   0.020
 FUN  plan-3  HN2  0.020
 FUN  plan-4  C10  0.020
 FUN  plan-4  C12  0.020
 FUN  plan-4  O4   0.020
 FUN  plan-4  O5   0.020

