# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 14:33:40 2020
#   Inital geometry file: a 166 line input string
#   Ligand name: 2-[3,6-bis(dimethylamino)-1H-xanthen-9-yl]-5-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C1=CCC2=C(c3ccc(cc3OC2=C1)N(C)C)c4ccc(cc4C(O)=O)N5C(=O)C=CC5=O
#
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
 RHO  RHO  '2-[3,6-bis(dimethylamino)-1H-xanthen-9-yl]-5-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid'  ligand  60  36  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_RHO
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
 RHO  C     C  CR6    0   0.396  -1.8759   -1.6126  -0.3875
 RHO  C1    C  CR16   0  -0.492  -2.6401   -0.6454   0.2906
 RHO  C2    C  CR66   0   0.382  -3.4317   -1.0131   1.3621
 RHO  C3    C  CR66   0  -0.013  -3.5268   -2.3271   1.8168
 RHO  C4    C  CR16   0  -0.344  -2.7684   -3.2780   1.1355
 RHO  C5    C  CR16   0  -0.360  -1.9659   -2.9476   0.0630
 RHO  N     N  NT     0  -0.506  -1.0780   -1.2678  -1.4378
 RHO  C6    C  CH3    0  -0.537  -1.1008    0.0838  -1.9447
 RHO  C7    C  CH3    0  -0.536  -0.3795   -2.2906  -2.1805
 RHO  OH1   O  O      0  -0.507  -4.1284   -0.0208   1.9656
 RHO  C8    C  CR6    0   0.271  -4.4075   -2.6122   2.9274
 RHO  C9    C  CR66   0   0.422  -4.9300   -0.2580   3.0400
 RHO  C10   C  CR16   0  -0.508  -5.5347    0.8035   3.6072
 RHO  C11   C  CR6    0   0.380  -6.4039    0.6321   4.7677
 RHO  C12   C  CR16   0  -0.411  -6.6520   -0.5994   5.2473
 RHO  C13   C  C      0  -0.525  -6.0892   -1.8440   4.6272
 RHO  C14   C  CR66   0  -0.126  -5.1092   -1.6121   3.5027
 RHO  N1    N  NT     0  -0.490  -6.9808    1.8057   5.2726
 RHO  C15   C  CH3    0  -0.534  -6.0561    2.8624   5.6433
 RHO  C16   C  CH3    0  -0.540  -8.0255    1.6422   6.2543
 RHO  C17   C  CR6    0  -0.025  -4.6495   -4.0252   3.3096
 RHO  C18   C  CR6    0  -0.135  -3.8738   -4.7349   4.2314
 RHO  C19   C  CR16   0  -0.315  -4.2188   -6.0517   4.5225
 RHO  C20   C  CR6    0   0.350  -5.2902   -6.6670   3.8991
 RHO  C21   C  CR16   0  -0.271  -6.0543   -5.9714   2.9735
 RHO  C22   C  CR16   0  -0.283  -5.7330   -4.6545   2.6961
 RHO  C23   C  C      0   0.390  -2.6684   -4.1208   4.9389
 RHO  OH2   O  O      0  -0.587  -2.1238   -4.8233   5.8123
 RHO  OH3   O  OC    -1  -0.564  -2.3356   -2.9804   4.5778
 RHO  N2    N  NR5    0  -0.702  -5.6112   -8.0095   4.2099
 RHO  C24   C  CR5    0   0.557  -4.8031   -9.1040   3.9361
 RHO  OH4   O  O      0  -0.390  -3.7309   -9.0646   3.3943
 RHO  C25   C  CR15   0  -0.310  -5.5369  -10.2988   4.4421
 RHO  C26   C  CR15   0  -0.309  -6.6873   -9.8986   4.9683
 RHO  C27   C  CR5    0   0.556  -6.7781   -8.4162   4.8416
 RHO  OH5   O  O      0  -0.390  -7.6651   -7.6913   5.2057
 RHO  HC1   H  HCR6   0   0.275  -2.6272    0.3949  -0.0034
 RHO  HC4   H  HCR6   0   0.247  -2.8121   -4.3129   1.4501
 RHO  HC5   H  HCR6   0   0.265  -1.4077   -3.7337  -0.4236
 RHO  HC61  H  HCH3   0   0.259  -0.4016    0.1699  -2.7715
 RHO  HC62  H  HCH3   0   0.238  -0.7973    0.8060  -1.1830
 RHO  HC63  H  HCH3   0   0.231  -2.0899    0.3783  -2.3106
 RHO  HC71  H  HCH3   0   0.238   0.2737   -2.8819  -1.5359
 RHO  HC72  H  HCH3   0   0.256   0.2485   -1.8208  -2.9325
 RHO  HC73  H  HCH3   0   0.231  -1.0593   -2.9794  -2.6921
 RHO  H10C  H  HCR6   0   0.256  -5.3947    1.7873   3.1788
 RHO  H12C  H  HCR6   0   0.241  -7.2876   -0.7475   6.1099
 RHO  H131  H  H      0   0.246  -6.9090   -2.4825   4.2712
 RHO  H132  H  H      0   0.248  -5.6023   -2.4419   5.4058
 RHO  H151  H  HCH3   0   0.246  -5.3023    3.0190   4.8747
 RHO  H152  H  HCH3   0   0.209  -5.5328    2.6487   6.5850
 RHO  H153  H  HCH3   0   0.235  -6.6015    3.7983   5.7672
 RHO  H161  H  HCH3   0   0.240  -8.7967    0.9679   5.8818
 RHO  H162  H  HCH3   0   0.243  -8.4873    2.6112   6.4451
 RHO  H163  H  HCH3   0   0.205  -7.6675    1.2486   7.2163
 RHO  H19C  H  HCR6   0   0.260  -3.6357   -6.5945   5.2544
 RHO  H21C  H  HCR6   0   0.270  -6.8851   -6.4497   2.4714
 RHO  H22C  H  HCR6   0   0.256  -6.3316   -4.1020   1.9819
 RHO  H25C  H  HCR5   0   0.306  -5.1438  -11.3005   4.3600
 RHO  H26C  H  HCR5   0   0.306  -7.4629  -10.4918   5.4277

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
 RHO  C    C1    aromatic  1.407  0.020  1.407
 RHO  C    C5    aromatic  1.412  0.020  1.412
 RHO  C    N     single    1.363  0.020  1.363
 RHO  C1   C2    aromatic  1.382  0.020  1.382
 RHO  C1   HC1   single    0.930  0.020  1.080
 RHO  C2   C3    aromatic  1.394  0.020  1.394
 RHO  C2   OH1   single    1.354  0.020  1.354
 RHO  C3   C4    aromatic  1.394  0.020  1.394
 RHO  C3   C8    single    1.446  0.020  1.446
 RHO  C4   C5    aromatic  1.380  0.020  1.380
 RHO  C4   HC4   single    0.930  0.020  1.080
 RHO  C5   HC5   single    0.930  0.020  1.080
 RHO  N    C6    single    1.444  0.020  1.444
 RHO  N    C7    single    1.444  0.020  1.444
 RHO  C6   HC61  single    0.970  0.020  1.090
 RHO  C6   HC62  single    0.970  0.020  1.090
 RHO  C6   HC63  single    0.970  0.020  1.090
 RHO  C7   HC71  single    0.970  0.020  1.090
 RHO  C7   HC72  single    0.970  0.020  1.090
 RHO  C7   HC73  single    0.970  0.020  1.090
 RHO  OH1  C9    single    1.361  0.020  1.361
 RHO  C8   C14   double    1.350  0.020  1.350
 RHO  C8   C17   single    1.484  0.020  1.484
 RHO  C9   C10   double    1.347  0.020  1.347
 RHO  C9   C14   single    1.442  0.020  1.442
 RHO  C10  C11   single    1.460  0.020  1.460
 RHO  C10  H10C  single    0.930  0.020  1.080
 RHO  C11  C12   double    1.345  0.020  1.345
 RHO  C11  N1    single    1.402  0.020  1.402
 RHO  C12  C13   single    1.500  0.020  1.500
 RHO  C12  H12C  single    0.930  0.020  1.080
 RHO  C13  C14   single    1.509  0.020  1.509
 RHO  C13  H131  single    0.970  0.020  1.090
 RHO  C13  H132  single    0.970  0.020  1.090
 RHO  N1   C15   single    1.452  0.020  1.452
 RHO  N1   C16   single    1.443  0.020  1.443
 RHO  C15  H151  single    0.970  0.020  1.090
 RHO  C15  H152  single    0.970  0.020  1.090
 RHO  C15  H153  single    0.970  0.020  1.090
 RHO  C16  H161  single    0.970  0.020  1.090
 RHO  C16  H162  single    0.970  0.020  1.090
 RHO  C16  H163  single    0.970  0.020  1.090
 RHO  C17  C18   aromatic  1.398  0.020  1.398
 RHO  C17  C22   aromatic  1.395  0.020  1.395
 RHO  C18  C19   aromatic  1.392  0.020  1.392
 RHO  C18  C23   single    1.527  0.020  1.527
 RHO  C19  C20   aromatic  1.384  0.020  1.384
 RHO  C19  H19C  single    0.930  0.020  1.080
 RHO  C20  C21   aromatic  1.387  0.020  1.387
 RHO  C20  N2    single    1.415  0.020  1.415
 RHO  C21  C22   aromatic  1.384  0.020  1.384
 RHO  C21  H21C  single    0.930  0.020  1.080
 RHO  C22  H22C  single    0.930  0.020  1.080
 RHO  C23  OH2   deloc     1.246  0.020  1.246
 RHO  C23  OH3   deloc     1.242  0.020  1.242
 RHO  N2   C24   single    1.388  0.020  1.388
 RHO  N2   C27   single    1.388  0.020  1.388
 RHO  C24  OH4   double    1.202  0.020  1.202
 RHO  C24  C25   single    1.491  0.020  1.491
 RHO  C25  C26   double    1.327  0.020  1.327
 RHO  C25  H25C  single    0.930  0.020  1.080
 RHO  C26  C27   single    1.491  0.020  1.491
 RHO  C26  H26C  single    0.930  0.020  1.080
 RHO  C27  OH5   double    1.202  0.020  1.202

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
 RHO  N     C    C5    121.48  3.000
 RHO  N     C    C1    121.03  3.000
 RHO  C5    C    C1    117.49  3.000
 RHO  HC1   C1   C2    118.28  3.000
 RHO  HC1   C1   C     121.60  3.000
 RHO  C2    C1   C     120.13  3.000
 RHO  OH1   C2   C3    120.69  3.000
 RHO  OH1   C2   C1    116.43  3.000
 RHO  C3    C2   C1    122.88  3.000
 RHO  C8    C3   C4    124.90  3.000
 RHO  C8    C3   C2    118.56  3.000
 RHO  C4    C3   C2    116.52  3.000
 RHO  HC4   C4   C5    118.57  3.000
 RHO  HC4   C4   C3    119.22  3.000
 RHO  C5    C4   C3    122.21  3.000
 RHO  HC5   C5   C4    118.46  3.000
 RHO  HC5   C5   C     120.77  3.000
 RHO  C4    C5   C     120.77  3.000
 RHO  C7    N    C6    119.35  3.000
 RHO  C7    N    C     120.01  3.000
 RHO  C6    N    C     119.87  3.000
 RHO  HC63  C6   HC62  107.82  3.000
 RHO  HC63  C6   HC61  107.81  3.000
 RHO  HC62  C6   HC61  107.42  3.000
 RHO  HC63  C6   N     112.55  3.000
 RHO  HC62  C6   N     111.69  3.000
 RHO  HC61  C6   N     109.35  3.000
 RHO  HC73  C7   HC72  107.91  3.000
 RHO  HC73  C7   HC71  107.86  3.000
 RHO  HC72  C7   HC71  107.28  3.000
 RHO  HC73  C7   N     112.68  3.000
 RHO  HC72  C7   N     109.22  3.000
 RHO  HC71  C7   N     111.67  3.000
 RHO  C9    OH1  C2    121.80  3.000
 RHO  C17   C8   C14   120.72  3.000
 RHO  C17   C8   C3    119.02  3.000
 RHO  C14   C8   C3    119.85  3.000
 RHO  C14   C9   C10   123.31  3.000
 RHO  C14   C9   OH1   119.34  3.000
 RHO  C10   C9   OH1   117.35  3.000
 RHO  H10C  C10  C11   119.90  3.000
 RHO  H10C  C10  C9    119.45  3.000
 RHO  C11   C10  C9    120.63  3.000
 RHO  N1    C11  C12   124.21  3.000
 RHO  N1    C11  C10   115.66  3.000
 RHO  C12   C11  C10   120.06  3.000
 RHO  H12C  C12  C13   115.88  3.000
 RHO  H12C  C12  C11   121.22  3.000
 RHO  C13   C12  C11   122.90  3.000
 RHO  H132  C13  H131  104.16  3.000
 RHO  H132  C13  C14   108.95  3.000
 RHO  H131  C13  C14   109.42  3.000
 RHO  H132  C13  C12   109.01  3.000
 RHO  H131  C13  C12   109.65  3.000
 RHO  C14   C13  C12   115.09  3.000
 RHO  C13   C14  C9    117.64  3.000
 RHO  C13   C14  C8    122.75  3.000
 RHO  C9    C14  C8    119.61  3.000
 RHO  C16   N1   C15   111.70  3.000
 RHO  C16   N1   C11   116.63  3.000
 RHO  C15   N1   C11   116.04  3.000
 RHO  H153  C15  H152  107.94  3.000
 RHO  H153  C15  H151  107.66  3.000
 RHO  H152  C15  H151  107.68  3.000
 RHO  H153  C15  N1    109.58  3.000
 RHO  H152  C15  N1    112.37  3.000
 RHO  H151  C15  N1    111.44  3.000
 RHO  H163  C16  H162  107.63  3.000
 RHO  H163  C16  H161  107.93  3.000
 RHO  H162  C16  H161  108.05  3.000
 RHO  H163  C16  N1    113.59  3.000
 RHO  H162  C16  N1    108.97  3.000
 RHO  H161  C16  N1    110.48  3.000
 RHO  C22   C17  C18   119.46  3.000
 RHO  C22   C17  C8    116.29  3.000
 RHO  C18   C17  C8    124.25  3.000
 RHO  C23   C18  C19   118.64  3.000
 RHO  C23   C18  C17   122.64  3.000
 RHO  C19   C18  C17   118.72  3.000
 RHO  H19C  C19  C20   119.94  3.000
 RHO  H19C  C19  C18   118.85  3.000
 RHO  C20   C19  C18   121.22  3.000
 RHO  N2    C20  C21   119.83  3.000
 RHO  N2    C20  C19   119.90  3.000
 RHO  C21   C20  C19   120.27  3.000
 RHO  H21C  C21  C22   120.40  3.000
 RHO  H21C  C21  C20   120.71  3.000
 RHO  C22   C21  C20   118.89  3.000
 RHO  H22C  C22  C21   119.30  3.000
 RHO  H22C  C22  C17   119.27  3.000
 RHO  C21   C22  C17   121.43  3.000
 RHO  OH3   C23  OH2   127.19  3.000
 RHO  OH3   C23  C18   116.51  3.000
 RHO  OH2   C23  C18   116.31  3.000
 RHO  C27   N2   C24   110.39  3.000
 RHO  C27   N2   C20   124.66  3.000
 RHO  C24   N2   C20   124.95  3.000
 RHO  C25   C24  OH4   128.20  3.000
 RHO  C25   C24  N2    106.17  3.000
 RHO  OH4   C24  N2    125.63  3.000
 RHO  H25C  C25  C26   128.75  3.000
 RHO  H25C  C25  C24   122.61  3.000
 RHO  C26   C25  C24   108.64  3.000
 RHO  H26C  C26  C27   122.62  3.000
 RHO  H26C  C26  C25   128.77  3.000
 RHO  C27   C26  C25   108.61  3.000
 RHO  OH5   C27  C26   128.24  3.000
 RHO  OH5   C27  N2    125.56  3.000
 RHO  C26   C27  N2    106.19  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
 RHO  CONST_01  C3    C2   C1   C       0.00   0.0  0
 RHO  CONST_02  C3    C4   C5   C       0.00   0.0  0
 RHO  CONST_03  C4    C5   C    C1      0.00   0.0  0
 RHO  CONST_04  C4    C3   C2   C1      0.00   0.0  0
 RHO  CONST_05  C5    C    C1   C2      0.00   0.0  0
 RHO  CONST_06  C5    C4   C3   C2      0.00   0.0  0
 RHO  CONST_07  C20   C19  C18  C17     0.00   0.0  0
 RHO  CONST_08  C20   C21  C22  C17     0.00   0.0  0
 RHO  CONST_09  C21   C22  C17  C18     0.00   0.0  0
 RHO  CONST_10  C21   C20  C19  C18     0.00   0.0  0
 RHO  CONST_11  C22   C17  C18  C19     0.00   0.0  0
 RHO  CONST_12  C22   C21  C20  C19     0.00   0.0  0
 RHO  CONST_13  C19   C18  C17  C8    180.00   0.0  0
 RHO  CONST_14  C21   C22  C17  C8    180.00   0.0  0
 RHO  CONST_15  N2    C20  C19  C18   180.00   0.0  0
 RHO  CONST_16  N2    C20  C21  C22   180.00   0.0  0
 RHO  CONST_17  C25   C24  N2   C20   180.00   0.0  0
 RHO  CONST_18  C27   N2   C24  C25     0.00   0.0  0
 RHO  CONST_19  N     C    C1   C2    180.00   0.0  0
 RHO  CONST_20  N     C    C5   C4    180.00   0.0  0
 RHO  CONST_21  C23   C18  C17  C8      0.00   0.0  0
 RHO  CONST_22  C23   C18  C19  C20   180.00   0.0  0
 RHO  CONST_23  C23   C18  C17  C22   180.00   0.0  0
 RHO  CONST_24  OH4   C24  N2   C20     0.00   0.0  0
 RHO  CONST_25  C27   N2   C24  OH4   180.00   0.0  0
 RHO  CONST_26  HC4   C4   C5   C     180.00   0.0  0
 RHO  CONST_27  HC5   C5   C    C1    180.00   0.0  0
 RHO  CONST_28  HC1   C1   C2   C3    180.00   0.0  0
 RHO  CONST_29  H22C  C22  C17  C8      0.00   0.0  0
 RHO  CONST_30  H19C  C19  C18  C17   180.00   0.0  0
 RHO  CONST_31  H21C  C21  C22  C17   180.00   0.0  0
 RHO  CONST_32  C6    N    C    C1      0.00   0.0  0
 RHO  CONST_33  C7    N    C    C1    180.00   0.0  0
 RHO  CONST_34  C6    N    C    C5    180.00   0.0  0
 RHO  CONST_35  C7    N    C    C5      0.00   0.0  0
 RHO  Var_01    C14   C8   C3   C2     -0.33  30.0  1
 RHO  Var_02    C10   C9   OH1  C2    177.10  30.0  1
 RHO  Var_03    C9    C14  C8   C3     -2.63  30.0  1
 RHO  Var_04    C18   C17  C8   C3     89.65  30.0  2
 RHO  Var_05    C11   C10  C9   OH1  -179.66  30.0  1
 RHO  Var_06    C8    C14  C9   OH1     4.72  30.0  1
 RHO  Var_07    C12   C13  C14  C8    173.08  30.0  1
 RHO  Var_08    C12   C11  C10  C9     -2.76  30.0  1
 RHO  Var_09    C13   C12  C11  C10    -1.06  30.0  1
 RHO  Var_10    C14   C13  C12  C11     5.78  30.0  1
 RHO  Var_11    C24   N2   C20  C19   -65.30  30.0  2
 RHO  Var_12    C15   N1   C11  C10   -56.10  30.0  2
 RHO  Var_13    OH2   C23  C18  C17   174.67  30.0  2
 RHO  Var_14    HC61  C6   N    C     179.70  30.0  3
 RHO  Var_15    HC71  C7   N    C     -58.00  30.0  3
 RHO  Var_16    H151  C15  N1   C11    46.12  30.0  3
 RHO  Var_17    H161  C16  N1   C11   -52.77  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
 RHO  plan-1  C20   0.020
 RHO  plan-1  N2    0.020
 RHO  plan-1  C24   0.020
 RHO  plan-1  OH4   0.020
 RHO  plan-1  C25   0.020
 RHO  plan-1  C26   0.020
 RHO  plan-1  C27   0.020
 RHO  plan-1  OH5   0.020
 RHO  plan-1  H25C  0.020
 RHO  plan-1  H26C  0.020
 RHO  plan-2  C8    0.020
 RHO  plan-2  C17   0.020
 RHO  plan-2  C18   0.020
 RHO  plan-2  C19   0.020
 RHO  plan-2  C20   0.020
 RHO  plan-2  C21   0.020
 RHO  plan-2  C22   0.020
 RHO  plan-2  C23   0.020
 RHO  plan-2  N2    0.020
 RHO  plan-2  H19C  0.020
 RHO  plan-2  H21C  0.020
 RHO  plan-2  H22C  0.020
 RHO  plan-3  C     0.020
 RHO  plan-3  C1    0.020
 RHO  plan-3  C2    0.020
 RHO  plan-3  C3    0.020
 RHO  plan-3  C4    0.020
 RHO  plan-3  C5    0.020
 RHO  plan-3  N     0.020
 RHO  plan-3  OH1   0.020
 RHO  plan-3  C8    0.020
 RHO  plan-3  HC1   0.020
 RHO  plan-3  HC4   0.020
 RHO  plan-3  HC5   0.020
 RHO  plan-4  C     0.020
 RHO  plan-4  N     0.020
 RHO  plan-4  C6    0.020
 RHO  plan-4  C7    0.020
 RHO  plan-5  C18   0.020
 RHO  plan-5  C23   0.020
 RHO  plan-5  OH2   0.020
 RHO  plan-5  OH3   0.020

