# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 06:25:36 2020
#   Inital geometry file: a 151 line input string
#   Ligand name: [9-(2,4-dicarboxyphenyl)-6-(dimethylamino)xanthen-3-ylidene]-dimethyl-azanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1ccc2c(OC3=CC(C=CC3=C2c4ccc(cc4C(O)=O)C(O)=O)=[N+](C)C)c1
#
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
 FH8  FH8  '[9-(2,4-dicarboxyphenyl)-6-(dimethylamino)xanthen-3-ylidene]-dimethyl-azanium'  ligand  53  32  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FH8
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
 FH8  O3    O  OC    -1  -0.592  -6.0935  -0.7716  -1.9525
 FH8  O5    O  O      0  -0.471   2.7790   0.1961  -0.1547
 FH8  OE    O  OC    -1  -0.569  -2.4831  -0.1418   3.2933
 FH8  O2    O  O      0  -0.558  -0.4757   0.0424   2.3341
 FH8  C13   C  CR6    0  -0.082  -2.3145  -0.2326   0.9330
 FH8  C14   C  CR16   0  -0.344  -3.6777  -0.3958   0.7229
 FH8  C15   C  CR6    0  -0.085  -4.2082  -0.5142  -0.5568
 FH8  C03   C  C      0   0.400  -5.7061  -0.7006  -0.7708
 FH8  O4    O  O      0  -0.590  -6.4113  -0.7682   0.2536
 FH8  C16   C  CR16   0  -0.284  -3.3369  -0.4625  -1.6421
 FH8  C11   C  CR16   0  -0.270  -1.9734  -0.3050  -1.4516
 FH8  C12   C  CR6    0  -0.043  -1.4594  -0.1907  -0.1635
 FH8  C01   C  CR6    0   0.313   0.0065  -0.0450  -0.0109
 FH8  C34   C  CR66   0  -0.031   0.6157   1.2150  -0.1437
 FH8  C33   C  CR16   0  -0.306  -0.0984   2.4321  -0.1908
 FH8  C32   C  CR16   0  -0.337   0.5337   3.6339  -0.2881
 FH8  C31   C  CR6    0   0.430   1.9590   3.7098  -0.3483
 FH8  N2    N  N      1  -0.492   2.5821   4.8959  -0.4477
 FH8  C311  C  CH3    0  -0.545   1.8210   6.1296  -0.4892
 FH8  C321  C  CH3    0  -0.547   4.0268   4.9522  -0.5384
 FH8  C36   C  CR16   0  -0.487   2.6864   2.5049  -0.3036
 FH8  C35   C  CR66   0   0.423   2.0196   1.3050  -0.1989
 FH8  C25   C  CR66   0   0.423   2.2294  -1.0287  -0.0789
 FH8  C26   C  CR16   0  -0.487   3.0991  -2.0957  -0.0688
 FH8  C21   C  CR6    0   0.430   2.5961  -3.4085   0.0120
 FH8  N3    N  NT     0  -0.492   3.4192  -4.4700   0.0250
 FH8  C211  C  CH3    0  -0.547   4.8535  -4.2765  -0.0348
 FH8  C221  C  CH3    0  -0.546   2.8889  -5.8149   0.1371
 FH8  C22   C  CR16   0  -0.336   1.1793  -3.5811   0.0792
 FH8  C23   C  CR16   0  -0.306   0.3437  -2.5068   0.0619
 FH8  C24   C  CR66   0  -0.031   0.8312  -1.1837  -0.0194
 FH8  H14   H  HCR6   0   0.241  -4.3386  -0.4314   1.5785
 FH8  H16   H  HCR6   0   0.249  -3.7283  -0.5510  -2.6465
 FH8  H11   H  HCR6   0   0.252  -1.3068  -0.2738  -2.3051
 FH8  H33   H  HCR6   0   0.272  -1.1791   2.4067  -0.1460
 FH8  H32   H  HCR6   0   0.288  -0.0655   4.5313  -0.3188
 FH8  H313  H  HCH3   0   0.252   1.2036   6.2518   0.4022
 FH8  H311  H  HCH3   0   0.268   2.5069   6.9691  -0.5331
 FH8  H312  H  HCH3   0   0.251   1.1736   6.1789  -1.3670
 FH8  H321  H  HCH3   0   0.251   4.3970   4.3986  -1.4040
 FH8  H322  H  HCH3   0   0.270   4.3392   5.9859  -0.6460
 FH8  H323  H  HCH3   0   0.251   4.5052   4.5488   0.3572
 FH8  H36   H  HCR6   0   0.296   3.7656   2.4922  -0.3469
 FH8  H26   H  HCR6   0   0.296   4.1602  -1.8984  -0.1219
 FH8  H211  H  HCH3   0   0.251   5.2197  -3.7027   0.8195
 FH8  H212  H  HCH3   0   0.270   5.3485  -5.2420  -0.0259
 FH8  H213  H  HCH3   0   0.251   5.1505  -3.7574  -0.9485
 FH8  H221  H  HCH3   0   0.252   2.2181  -6.0550  -0.6897
 FH8  H222  H  HCH3   0   0.268   3.7100  -6.5238   0.1137
 FH8  H223  H  HCH3   0   0.251   2.3472  -5.9601   1.0739
 FH8  H22   H  HCR6   0   0.288   0.7532  -4.5707   0.1476
 FH8  H23   H  HCR6   0   0.273  -0.7252  -2.6651   0.1163
 FH8  C02   C  C      0   0.418  -1.7189  -0.1006   2.3174

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
 FH8  O4    C03   deloc     1.245  0.020  1.245
 FH8  C321  N2    single    1.449  0.020  1.449
 FH8  C03   O3    deloc     1.246  0.020  1.246
 FH8  C03   C15   single    1.525  0.020  1.525
 FH8  C16   C15   aromatic  1.393  0.020  1.393
 FH8  C16   C11   aromatic  1.386  0.020  1.386
 FH8  C32   C33   double    1.361  0.020  1.361
 FH8  C32   C31   single    1.429  0.020  1.429
 FH8  N2    C31   double    1.343  0.020  1.343
 FH8  N2    C311  single    1.450  0.020  1.450
 FH8  C15   C14   aromatic  1.390  0.020  1.390
 FH8  C33   C34   single    1.412  0.020  1.412
 FH8  C11   C12   aromatic  1.392  0.020  1.392
 FH8  C31   C36   single    1.408  0.020  1.408
 FH8  C14   C13   aromatic  1.389  0.020  1.389
 FH8  C34   C01   double    1.406  0.020  1.406
 FH8  C34   C35   single    1.408  0.020  1.408
 FH8  C12   C13   aromatic  1.391  0.020  1.391
 FH8  C12   C01   single    1.481  0.020  1.481
 FH8  C36   C35   double    1.377  0.020  1.377
 FH8  C13   C02   single    1.513  0.020  1.513
 FH8  C01   C24   single    1.406  0.020  1.406
 FH8  C35   O5    single    1.345  0.020  1.345
 FH8  O5    C25   single    1.345  0.020  1.345
 FH8  C02   O2    deloc     1.252  0.020  1.252
 FH8  C02   OE    deloc     1.240  0.020  1.240
 FH8  C24   C25   aromatic  1.408  0.020  1.408
 FH8  C24   C23   aromatic  1.412  0.020  1.412
 FH8  C25   C26   aromatic  1.377  0.020  1.377
 FH8  C23   C22   aromatic  1.361  0.020  1.361
 FH8  C26   C21   aromatic  1.408  0.020  1.408
 FH8  C22   C21   aromatic  1.429  0.020  1.429
 FH8  C21   N3    single    1.343  0.020  1.343
 FH8  N3    C211  single    1.448  0.020  1.448
 FH8  N3    C221  single    1.450  0.020  1.450
 FH8  C14   H14   single    0.930  0.020  1.080
 FH8  C16   H16   single    0.930  0.020  1.080
 FH8  C11   H11   single    0.930  0.020  1.080
 FH8  C33   H33   single    0.930  0.020  1.080
 FH8  C32   H32   single    0.930  0.020  1.080
 FH8  C311  H313  single    0.970  0.020  1.090
 FH8  C311  H311  single    0.970  0.020  1.090
 FH8  C311  H312  single    0.970  0.020  1.090
 FH8  C321  H321  single    0.970  0.020  1.090
 FH8  C321  H322  single    0.970  0.020  1.090
 FH8  C321  H323  single    0.970  0.020  1.090
 FH8  C36   H36   single    0.930  0.020  1.080
 FH8  C26   H26   single    0.930  0.020  1.080
 FH8  C211  H211  single    0.970  0.020  1.090
 FH8  C211  H212  single    0.970  0.020  1.090
 FH8  C211  H213  single    0.970  0.020  1.090
 FH8  C221  H221  single    0.970  0.020  1.090
 FH8  C221  H222  single    0.970  0.020  1.090
 FH8  C221  H223  single    0.970  0.020  1.090
 FH8  C22   H22   single    0.930  0.020  1.080
 FH8  C23   H23   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
 FH8  C25   O5    C35   121.48  3.000
 FH8  C12   C13   C14   119.18  3.000
 FH8  C12   C13   C02   118.47  3.000
 FH8  C14   C13   C02   122.35  3.000
 FH8  H14   C14   C15   119.48  3.000
 FH8  H14   C14   C13   118.94  3.000
 FH8  C15   C14   C13   121.58  3.000
 FH8  C16   C15   C03   120.65  3.000
 FH8  C16   C15   C14   118.38  3.000
 FH8  C03   C15   C14   120.96  3.000
 FH8  O4    C03   C15   116.58  3.000
 FH8  C15   C03   O3    116.47  3.000
 FH8  O4    C03   O3    126.95  3.000
 FH8  H16   C16   C11   119.54  3.000
 FH8  H16   C16   C15   119.62  3.000
 FH8  C11   C16   C15   120.84  3.000
 FH8  H11   C11   C12   119.97  3.000
 FH8  H11   C11   C16   120.03  3.000
 FH8  C12   C11   C16   120.00  3.000
 FH8  C01   C12   C11   117.98  3.000
 FH8  C01   C12   C13   122.02  3.000
 FH8  C11   C12   C13   120.00  3.000
 FH8  C24   C01   C34   118.11  3.000
 FH8  C24   C01   C12   120.02  3.000
 FH8  C34   C01   C12   120.49  3.000
 FH8  C35   C34   C33   116.61  3.000
 FH8  C35   C34   C01   119.55  3.000
 FH8  C33   C34   C01   123.82  3.000
 FH8  H33   C33   C32   119.17  3.000
 FH8  H33   C33   C34   118.92  3.000
 FH8  C32   C33   C34   121.91  3.000
 FH8  H32   C32   C31   120.56  3.000
 FH8  H32   C32   C33   118.57  3.000
 FH8  C31   C32   C33   120.87  3.000
 FH8  C36   C31   N2    121.21  3.000
 FH8  C36   C31   C32   117.94  3.000
 FH8  N2    C31   C32   120.85  3.000
 FH8  C321  N2    C311  119.25  3.000
 FH8  C311  N2    C31   120.65  3.000
 FH8  C321  N2    C31   120.10  3.000
 FH8  H312  C311  H311  107.90  3.000
 FH8  H312  C311  H313  108.44  3.000
 FH8  H311  C311  H313  107.71  3.000
 FH8  H312  C311  N2    111.87  3.000
 FH8  H311  C311  N2    109.12  3.000
 FH8  H313  C311  N2    111.64  3.000
 FH8  H323  C321  H322  107.87  3.000
 FH8  H323  C321  H321  108.31  3.000
 FH8  H322  C321  H321  107.86  3.000
 FH8  H323  C321  N2    111.78  3.000
 FH8  H322  C321  N2    109.28  3.000
 FH8  H321  C321  N2    111.59  3.000
 FH8  H36   C36   C35   118.47  3.000
 FH8  H36   C36   C31   121.66  3.000
 FH8  C35   C36   C31   119.87  3.000
 FH8  C36   C35   C34   122.79  3.000
 FH8  C36   C35   O5    116.60  3.000
 FH8  C34   C35   O5    120.60  3.000
 FH8  C24   C25   C26   122.80  3.000
 FH8  C26   C25   O5    116.63  3.000
 FH8  C24   C25   O5    120.57  3.000
 FH8  H26   C26   C21   121.59  3.000
 FH8  H26   C26   C25   118.58  3.000
 FH8  C21   C26   C25   119.83  3.000
 FH8  C22   C21   N3    120.78  3.000
 FH8  N3    C21   C26   121.22  3.000
 FH8  C22   C21   C26   118.00  3.000
 FH8  C221  N3    C211  119.29  3.000
 FH8  C221  N3    C21   120.63  3.000
 FH8  C211  N3    C21   120.06  3.000
 FH8  H213  C211  H212  107.81  3.000
 FH8  H213  C211  H211  108.27  3.000
 FH8  H212  C211  H211  107.94  3.000
 FH8  H213  C211  N3    111.55  3.000
 FH8  H212  C211  N3    109.43  3.000
 FH8  H211  C211  N3    111.70  3.000
 FH8  H223  C221  H222  107.89  3.000
 FH8  H223  C221  H221  108.41  3.000
 FH8  H222  C221  H221  107.76  3.000
 FH8  H223  C221  N3    111.78  3.000
 FH8  H222  C221  N3    109.12  3.000
 FH8  H221  C221  N3    111.73  3.000
 FH8  H22   C22   C23   118.82  3.000
 FH8  H22   C22   C21   120.33  3.000
 FH8  C23   C22   C21   120.85  3.000
 FH8  H23   C23   C24   118.75  3.000
 FH8  H23   C23   C22   119.36  3.000
 FH8  C24   C23   C22   121.88  3.000
 FH8  C23   C24   C25   116.64  3.000
 FH8  C23   C24   C01   123.77  3.000
 FH8  C25   C24   C01   119.57  3.000
 FH8  C13   C02   O2    114.41  3.000
 FH8  O2    C02   OE    127.26  3.000
 FH8  C13   C02   OE    118.33  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
 FH8  CONST_01  C16   C15   C14  C13      0.00   0.0  0
 FH8  CONST_02  C16   C11   C12  C13      0.00   0.0  0
 FH8  CONST_03  C11   C16   C15  C14      0.00   0.0  0
 FH8  CONST_04  C11   C12   C13  C14      0.00   0.0  0
 FH8  CONST_05  C12   C11   C16  C15      0.00   0.0  0
 FH8  CONST_06  C12   C13   C14  C15      0.00   0.0  0
 FH8  CONST_07  C22   C23   C24  C25      0.00   0.0  0
 FH8  CONST_08  C22   C21   C26  C25      0.00   0.0  0
 FH8  CONST_09  C23   C24   C25  C26      0.00   0.0  0
 FH8  CONST_10  C23   C22   C21  C26      0.00   0.0  0
 FH8  CONST_11  C24   C25   C26  C21      0.00   0.0  0
 FH8  CONST_12  C24   C23   C22  C21      0.00   0.0  0
 FH8  CONST_13  C01   C12   C13  C14    180.00   0.0  0
 FH8  CONST_14  C01   C12   C11  C16    180.00   0.0  0
 FH8  CONST_15  C15   C14   C13  C02    180.00   0.0  0
 FH8  CONST_16  C11   C12   C13  C02    180.00   0.0  0
 FH8  CONST_17  C01   C12   C13  C02      0.00   0.0  0
 FH8  CONST_18  C03   C15   C14  C13    180.00   0.0  0
 FH8  CONST_19  C11   C16   C15  C03    180.00   0.0  0
 FH8  CONST_20  N3    C21   C26  C25    180.00   0.0  0
 FH8  CONST_21  C23   C22   C21  N3     180.00   0.0  0
 FH8  CONST_22  H26   C26   C25  O5       0.00   0.0  0
 FH8  CONST_23  H11   C11   C12  C13    180.00   0.0  0
 FH8  CONST_24  H16   C16   C15  C14    180.00   0.0  0
 FH8  CONST_25  H14   C14   C15  C16    180.00   0.0  0
 FH8  CONST_26  H23   C23   C24  C01      0.00   0.0  0
 FH8  CONST_27  H22   C22   C21  C26    180.00   0.0  0
 FH8  CONST_28  C211  N3    C21  C26      0.00   0.0  0
 FH8  CONST_29  C221  N3    C21  C26    180.00   0.0  0
 FH8  CONST_30  C22   C21   N3   C211   180.00   0.0  0
 FH8  CONST_31  C22   C21   N3   C221     0.00   0.0  0
 FH8  Var_01    C34   C01   C12  C13    -97.78  30.0  2
 FH8  Var_02    C33   C34   C01  C12     11.47  30.0  1
 FH8  Var_03    C25   C24   C01  C12    170.37  30.0  1
 FH8  Var_04    C24   C25   O5   C35     -1.14  30.0  1
 FH8  Var_05    C16   C15   C03  O3      -1.53  30.0  2
 FH8  Var_06    C14   C13   C02  OE       0.05  30.0  3
 FH8  Var_07    C321  N2    C31  C32   -178.59  30.0  2
 FH8  Var_08    H321  C321  N2   C31     58.85  30.0  3
 FH8  Var_09    H313  C311  N2   C31     58.98  30.0  3
 FH8  Var_10    H211  C211  N3   C21     61.21  30.0  3
 FH8  Var_11    H221  C221  N3   C21     60.08  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
 FH8  plan-1  C13   0.020
 FH8  plan-1  C14   0.020
 FH8  plan-1  C15   0.020
 FH8  plan-1  C03   0.020
 FH8  plan-1  C16   0.020
 FH8  plan-1  C11   0.020
 FH8  plan-1  C12   0.020
 FH8  plan-1  C01   0.020
 FH8  plan-1  H14   0.020
 FH8  plan-1  H16   0.020
 FH8  plan-1  H11   0.020
 FH8  plan-1  C02   0.020
 FH8  plan-2  O5    0.020
 FH8  plan-2  C01   0.020
 FH8  plan-2  C34   0.020
 FH8  plan-2  C33   0.020
 FH8  plan-2  C32   0.020
 FH8  plan-2  C31   0.020
 FH8  plan-2  N2    0.020
 FH8  plan-2  C36   0.020
 FH8  plan-2  C35   0.020
 FH8  plan-2  H33   0.020
 FH8  plan-2  H32   0.020
 FH8  plan-2  H36   0.020
 FH8  plan-3  O5    0.020
 FH8  plan-3  C01   0.020
 FH8  plan-3  C25   0.020
 FH8  plan-3  C26   0.020
 FH8  plan-3  C21   0.020
 FH8  plan-3  N3    0.020
 FH8  plan-3  C22   0.020
 FH8  plan-3  C23   0.020
 FH8  plan-3  C24   0.020
 FH8  plan-3  H26   0.020
 FH8  plan-3  H22   0.020
 FH8  plan-3  H23   0.020
 FH8  plan-4  C21   0.020
 FH8  plan-4  N3    0.020
 FH8  plan-4  C211  0.020
 FH8  plan-4  C221  0.020
 FH8  plan-5  O3    0.020
 FH8  plan-5  C15   0.020
 FH8  plan-5  C03   0.020
 FH8  plan-5  O4    0.020
 FH8  plan-6  OE    0.020
 FH8  plan-6  O2    0.020
 FH8  plan-6  C13   0.020
 FH8  plan-6  C02   0.020

