# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 01:30:42 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 6-(cyclohexa-2,5-dien-1-ylideneamino)naphthalene-2-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[S](=O)(=O)c1ccc2cc(ccc2c1)N=C3C=CCC=C3
#
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
 6AN  6AN  '6-(cyclohexa-2,5-dien-1-ylideneamino)naphthalene-2-sulfonic acid'  ligand  34  21  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_6AN
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
 6AN  C7    C  CR16  0  -0.392   0.9621  -1.3190   0.0164
 6AN  C8    C  CR66  0   0.157  -0.3879  -0.9257  -0.0543
 6AN  C16   C  CR16  0  -0.312  -1.3654  -1.7293  -0.6923
 6AN  C15   C  CR16  0  -0.230  -2.6714  -1.3383  -0.7496
 6AN  C14   C  CR6   0  -0.251  -3.0476  -0.1112  -0.1622
 6AN  S     S  S     0   1.470  -4.7306   0.3829  -0.2296
 6AN  O3    O  OS    0  -0.716  -5.2440  -0.3909   1.0769
 6AN  O1    O  OS    0  -0.638  -4.8448   1.8115  -0.0112
 6AN  O2    O  OS    0  -0.641  -5.3693  -0.1927  -1.3974
 6AN  C13   C  CR16  0  -0.281  -2.1381   0.6985   0.4637
 6AN  C12   C  CR66  0   0.112  -0.7876   0.3046   0.5302
 6AN  C11   C  CR16  0  -0.297   0.1874   1.1020   1.1734
 6AN  C10   C  CR16  0  -0.285   1.4911   0.7039   1.2244
 6AN  C9    C  CR6   0   0.233   1.9027  -0.5203   0.6291
 6AN  N     N  N     0  -0.461   3.2131  -0.9590   0.7413
 6AN  C6    C  C     0   0.213   4.2001  -0.3128   0.2347
 6AN  C1    C  C1    0  -0.256   5.5463  -0.8152   0.4946
 6AN  C2    C  C1    0  -0.218   6.6334  -0.1964   0.0287
 6AN  C3    C  CH2   0  -0.525   6.5670   1.0356  -0.7971
 6AN  C4    C  C1    0  -0.206   5.1838   1.4893  -1.0850
 6AN  C5    C  C1    0  -0.271   4.0951   0.8751  -0.6124
 6AN  H7    H  HCR6  0   0.257   1.2645  -2.2627  -0.4209
 6AN  H16   H  HCR6  0   0.269  -1.0649  -2.6677  -1.1407
 6AN  H15   H  HCR6  0   0.284  -3.4037  -1.9608  -1.2450
 6AN  H13   H  HCR6  0   0.288  -2.4343   1.6405   0.9079
 6AN  H3    H  H     0   0.504  -6.2041  -0.2849   1.1994
 6AN  H11   H  HCR6  0   0.268  -0.1124   2.0376   1.6291
 6AN  H10   H  HCR6  0   0.275   2.2248   1.3155   1.7344
 6AN  H1    H  H     0   0.260   5.6269  -1.7126   1.0956
 6AN  H5    H  H     0   0.274   3.1124   1.2479  -0.8699
 6AN  H2    H  H     0   0.271   7.6170  -0.5919   0.2511
 6AN  H31C  H  HCH2  0   0.286   7.1249   1.8430  -0.3058
 6AN  H32C  H  HCH2  0   0.285   7.1066   0.8826  -1.7398
 6AN  H4    H  H     0   0.275   5.0729   2.3624  -1.7169

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
 6AN  C7   C8    aromatic  1.408  0.020  1.408
 6AN  C7   C9    aromatic  1.378  0.020  1.378
 6AN  C8   C16   aromatic  1.417  0.020  1.417
 6AN  C8   C12   aromatic  1.420  0.020  1.420
 6AN  C16  C15   aromatic  1.364  0.020  1.364
 6AN  C15  C14   aromatic  1.412  0.020  1.412
 6AN  C14  S     single    1.755  0.020  1.755
 6AN  C14  C13   aromatic  1.369  0.020  1.369
 6AN  S    O3    single    1.603  0.020  1.603
 6AN  S    O1    double    1.450  0.020  1.450
 6AN  S    O2    double    1.450  0.020  1.450
 6AN  C13  C12   aromatic  1.408  0.020  1.408
 6AN  C12  C11   aromatic  1.414  0.020  1.414
 6AN  C11  C10   aromatic  1.364  0.020  1.364
 6AN  C10  C9    aromatic  1.422  0.020  1.422
 6AN  C9   N     single    1.386  0.020  1.386
 6AN  N    C6    double    1.284  0.020  1.284
 6AN  C6   C1    single    1.460  0.020  1.460
 6AN  C6   C5    single    1.463  0.020  1.463
 6AN  C1   C2    double    1.335  0.020  1.335
 6AN  C2   C3    single    1.485  0.020  1.485
 6AN  C3   C4    single    1.484  0.020  1.484
 6AN  C4   C5    double    1.336  0.020  1.336
 6AN  C7   H7    single    0.930  0.020  1.080
 6AN  C16  H16   single    0.930  0.020  1.080
 6AN  C15  H15   single    0.930  0.020  1.080
 6AN  C13  H13   single    0.930  0.020  1.080
 6AN  O3   H3    single    0.850  0.020  0.980
 6AN  C11  H11   single    0.930  0.020  1.080
 6AN  C10  H10   single    0.930  0.020  1.080
 6AN  C1   H1    single    0.930  0.020  1.080
 6AN  C5   H5    single    0.930  0.020  1.080
 6AN  C2   H2    single    0.930  0.020  1.080
 6AN  C3   H31C  single    0.970  0.020  1.090
 6AN  C3   H32C  single    0.970  0.020  1.090
 6AN  C4   H4    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
 6AN  H7    C7   C9    119.60  3.000
 6AN  H7    C7   C8    119.40  3.000
 6AN  C9    C7   C8    121.00  3.000
 6AN  C12   C8   C16   118.86  3.000
 6AN  C12   C8   C7    119.43  3.000
 6AN  C16   C8   C7    121.71  3.000
 6AN  H16   C16  C15   119.78  3.000
 6AN  H16   C16  C8    119.11  3.000
 6AN  C15   C16  C8    121.11  3.000
 6AN  H15   C15  C14   120.71  3.000
 6AN  H15   C15  C16   120.16  3.000
 6AN  C14   C15  C16   119.12  3.000
 6AN  C13   C14  S     119.21  3.000
 6AN  C13   C14  C15   121.83  3.000
 6AN  S     C14  C15   118.96  3.000
 6AN  O2    S    O1    118.54  3.000
 6AN  O2    S    O3    108.89  3.000
 6AN  O1    S    O3    109.12  3.000
 6AN  O2    S    C14   109.97  3.000
 6AN  O1    S    C14   110.31  3.000
 6AN  O3    S    C14    98.05  3.000
 6AN  H3    O3   S     111.46  3.000
 6AN  H13   C13  C12   119.10  3.000
 6AN  H13   C13  C14   121.36  3.000
 6AN  C12   C13  C14   119.55  3.000
 6AN  C11   C12  C13   121.66  3.000
 6AN  C11   C12  C8    118.81  3.000
 6AN  C13   C12  C8    119.54  3.000
 6AN  H11   C11  C10   120.06  3.000
 6AN  H11   C11  C12   119.18  3.000
 6AN  C10   C11  C12   120.75  3.000
 6AN  H10   C10  C9    119.16  3.000
 6AN  H10   C10  C11   120.02  3.000
 6AN  C9    C10  C11   120.81  3.000
 6AN  N     C9   C10   120.80  3.000
 6AN  N     C9   C7    119.86  3.000
 6AN  C10   C9   C7    119.18  3.000
 6AN  C6    N    C9    122.37  3.000
 6AN  C5    C6   C1    116.65  3.000
 6AN  C5    C6   N     125.60  3.000
 6AN  C1    C6   N     117.73  3.000
 6AN  H1    C1   C2    121.14  3.000
 6AN  H1    C1   C6    116.90  3.000
 6AN  C2    C1   C6    121.95  3.000
 6AN  H2    C2   C3    117.25  3.000
 6AN  H2    C2   C1    119.91  3.000
 6AN  C3    C2   C1    122.84  3.000
 6AN  H32C  C3   H31C  103.72  3.000
 6AN  H32C  C3   C4    109.53  3.000
 6AN  H31C  C3   C4    109.62  3.000
 6AN  H32C  C3   C2    109.89  3.000
 6AN  H31C  C3   C2    109.80  3.000
 6AN  C4    C3   C2    113.79  3.000
 6AN  H4    C4   C5    119.55  3.000
 6AN  H4    C4   C3    117.07  3.000
 6AN  C5    C4   C3    123.38  3.000
 6AN  H5    C5   C4    119.83  3.000
 6AN  H5    C5   C6    118.86  3.000
 6AN  C4    C5   C6    121.31  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
 6AN  CONST_01  C15  C16  C8   C7   180.00   0.0  0
 6AN  CONST_02  C13  C12  C8   C7   180.00   0.0  0
 6AN  CONST_03  C11  C12  C8   C7     0.00   0.0  0
 6AN  CONST_04  C11  C10  C9   C7     0.00   0.0  0
 6AN  CONST_05  C10  C9   C7   C8     0.00   0.0  0
 6AN  CONST_06  C14  C15  C16  C8     0.00   0.0  0
 6AN  CONST_07  C14  C13  C12  C8     0.00   0.0  0
 6AN  CONST_08  C10  C11  C12  C8     0.00   0.0  0
 6AN  CONST_09  C9   C7   C8   C16  180.00   0.0  0
 6AN  CONST_10  C13  C12  C8   C16    0.00   0.0  0
 6AN  CONST_11  C11  C12  C8   C16  180.00   0.0  0
 6AN  CONST_12  C13  C14  C15  C16    0.00   0.0  0
 6AN  CONST_13  C12  C8   C16  C15    0.00   0.0  0
 6AN  CONST_14  C12  C13  C14  C15    0.00   0.0  0
 6AN  CONST_15  C11  C12  C13  C14  180.00   0.0  0
 6AN  CONST_16  C10  C11  C12  C13  180.00   0.0  0
 6AN  CONST_17  C9   C7   C8   C12    0.00   0.0  0
 6AN  CONST_18  C9   C10  C11  C12    0.00   0.0  0
 6AN  CONST_19  N    C9   C7   C8   180.00   0.0  0
 6AN  CONST_20  S    C14  C15  C16  180.00   0.0  0
 6AN  CONST_21  C12  C13  C14  S    180.00   0.0  0
 6AN  CONST_22  N    C9   C10  C11  180.00   0.0  0
 6AN  CONST_23  H16  C16  C8   C7     0.00   0.0  0
 6AN  CONST_24  H10  C10  C9   C7   180.00   0.0  0
 6AN  CONST_25  H15  C15  C16  C8   180.00   0.0  0
 6AN  CONST_26  H13  C13  C12  C8   180.00   0.0  0
 6AN  CONST_27  H11  C11  C12  C8   180.00   0.0  0
 6AN  CONST_28  H7   C7   C8   C16    0.00   0.0  0
 6AN  Var_01    C3   C2   C1   C6    -0.64  30.0  1
 6AN  Var_02    C3   C4   C5   C6    -0.20  30.0  1
 6AN  Var_03    C4   C5   C6   C1    -2.10  30.0  1
 6AN  Var_04    C4   C3   C2   C1    -1.61  30.0  1
 6AN  Var_05    C5   C6   C1   C2     2.53  30.0  1
 6AN  Var_06    C5   C4   C3   C2     2.03  30.0  1
 6AN  Var_07    C1   C6   N    C9   175.72  30.0  2
 6AN  Var_08    O3   S    C14  C15   85.84  30.0  2

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
 6AN  plan-1  C7   0.020
 6AN  plan-1  C8   0.020
 6AN  plan-1  C16  0.020
 6AN  plan-1  C15  0.020
 6AN  plan-1  C14  0.020
 6AN  plan-1  S    0.020
 6AN  plan-1  C13  0.020
 6AN  plan-1  C12  0.020
 6AN  plan-1  C11  0.020
 6AN  plan-1  C10  0.020
 6AN  plan-1  C9   0.020
 6AN  plan-1  N    0.020
 6AN  plan-1  H7   0.020
 6AN  plan-1  H16  0.020
 6AN  plan-1  H15  0.020
 6AN  plan-1  H13  0.020
 6AN  plan-1  H11  0.020
 6AN  plan-1  H10  0.020

