# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 01:23:33 2022
#   Inital geometry file: a 121 line input string
#   Ligand name: N-[6-(dimethylamino)-9-phenyl-3H-xanthen-3-ylidene]-N-methylmethanaminium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1ccc2c(OC3=CC(C=CC3=C2c4ccccc4)=[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
 ROS  ROS  N-[6-(dimethylamino)-9-phenyl-3H-xanthen-3-ylidene]-N-methylmethanaminium  ligand  49  26  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ROS
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
 ROS  C1    C  CR6   0   0.437   3.5740   1.2760   0.0286
 ROS  C2    C  CR16  0  -0.480   2.3050   1.8914   0.0100
 ROS  C3    C  CR66  0   0.435   1.1712   1.1178  -0.0011
 ROS  O2    O  O     0  -0.465  -0.0036   1.7668   0.0002
 ROS  C4    C  CR66  0   0.435  -1.1779   1.1172  -0.0126
 ROS  C5    C  CR16  0  -0.480  -2.3122   1.8900  -0.0133
 ROS  C6    C  CR6   0   0.437  -3.5807   1.2742  -0.0466
 ROS  C7    C  CR16  0  -0.326  -3.6305  -0.1550  -0.1036
 ROS  C8    C  CR16  0  -0.312  -2.4927  -0.8965  -0.0968
 ROS  C9    C  CR66  0  -0.046  -1.2089  -0.2980  -0.0335
 ROS  C10   C  CR6   0   0.296  -0.0026  -1.0087  -0.0239
 ROS  C11   C  CR66  0  -0.046   1.2032  -0.2975  -0.0041
 ROS  C12   C  CR16  0  -0.313   2.4875  -0.8961   0.0452
 ROS  C13   C  CR16  0  -0.326   3.6249  -0.1540   0.0603
 ROS  C14   C  CR6   0  -0.043  -0.0026  -2.4840  -0.0346
 ROS  C15   C  CR16  0  -0.275   0.4916  -3.1764  -1.1381
 ROS  C16   C  CR16  0  -0.241   0.4833  -4.5633  -1.1482
 ROS  C17   C  CR16  0  -0.250  -0.0033  -5.2662  -0.0539
 ROS  C18   C  CR16  0  -0.241  -0.4896  -4.5784   1.0501
 ROS  C19   C  CR16  0  -0.274  -0.4971  -3.1914   1.0592
 ROS  N1    N  N     1  -0.486   4.6983   2.0012   0.0275
 ROS  C20   C  CH3   0  -0.548   5.9973   1.3531   0.0619
 ROS  C21   C  CH3   0  -0.549   4.6327   3.4502   0.0150
 ROS  N2    N  NT    0  -0.486  -4.7054   1.9988  -0.0365
 ROS  C22   C  CH3   0  -0.549  -4.6401   3.4473   0.0002
 ROS  C23   C  CH3   0  -0.549  -6.0041   1.3514  -0.0887
 ROS  H2    H  HCR6  0   0.303   2.1965   2.9661   0.0098
 ROS  H5    H  HCR6  0   0.303  -2.2043   2.9646   0.0057
 ROS  H7    H  HCR6  0   0.295  -4.5787  -0.6674  -0.1632
 ROS  H8    H  HCR6  0   0.282  -2.5709  -1.9733  -0.1499
 ROS  H12   H  HCR6  0   0.282   2.5668  -1.9735   0.0800
 ROS  H13   H  HCR6  0   0.295   4.5737  -0.6668   0.1065
 ROS  H15   H  HCR6  0   0.271   0.8712  -2.6319  -1.9935
 ROS  H16   H  HCR6  0   0.267   0.8606  -5.0934  -2.0125
 ROS  H17   H  HCR6  0   0.266  -0.0036  -6.3482  -0.0615
 ROS  H18   H  HCR6  0   0.267  -0.8668  -5.1202   1.9071
 ROS  H19   H  HCR6  0   0.271  -0.8764  -2.6583   1.9218
 ROS  H201  H  HCH3  0   0.272   6.7733   2.1095   0.0183
 ROS  H202  H  HCH3  0   0.256   6.1368   0.7799   0.9800
 ROS  H203  H  HCH3  0   0.257   6.1337   0.6846  -0.7891
 ROS  H211  H  HCH3  0   0.274   5.6392   3.8545   0.0067
 ROS  H212  H  HCH3  0   0.256   4.1135   3.8174  -0.8723
 ROS  H213  H  HCH3  0   0.256   4.1202   3.8353   0.8988
 ROS  H221  H  HCH3  0   0.256  -4.1258   3.8473  -0.8759
 ROS  H222  H  HCH3  0   0.274  -5.6467   3.8511   0.0130
 ROS  H223  H  HCH3  0   0.257  -4.1232   3.7999   0.8946
 ROS  H231  H  HCH3  0   0.257  -6.1418   0.6624   0.7454
 ROS  H232  H  HCH3  0   0.272  -6.7804   2.1063  -0.0277
 ROS  H233  H  HCH3  0   0.256  -6.1420   0.8007  -1.0208

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
 ROS  C1   C2    aromatic  1.410  0.020  1.410
 ROS  C1   C13   aromatic  1.431  0.020  1.431
 ROS  C1   N1    double    1.338  0.020  1.338
 ROS  C2   C3    aromatic  1.373  0.020  1.373
 ROS  C2   H2    single    0.930  0.020  1.080
 ROS  C3   O2    aromatic  1.342  0.020  1.342
 ROS  C3   C11   aromatic  1.416  0.020  1.416
 ROS  O2   C4    aromatic  1.342  0.020  1.342
 ROS  C4   C5    aromatic  1.373  0.020  1.373
 ROS  C4   C9    aromatic  1.416  0.020  1.416
 ROS  C5   C6    aromatic  1.410  0.020  1.410
 ROS  C5   H5    single    0.930  0.020  1.080
 ROS  C6   C7    aromatic  1.431  0.020  1.431
 ROS  C6   N2    single    1.338  0.020  1.338
 ROS  C7   C8    aromatic  1.358  0.020  1.358
 ROS  C7   H7    single    0.930  0.020  1.080
 ROS  C8   C9    aromatic  1.418  0.020  1.418
 ROS  C8   H8    single    0.930  0.020  1.080
 ROS  C9   C10   aromatic  1.400  0.020  1.400
 ROS  C10  C11   aromatic  1.400  0.020  1.400
 ROS  C10  C14   single    1.475  0.020  1.475
 ROS  C11  C12   aromatic  1.418  0.020  1.418
 ROS  C12  C13   aromatic  1.358  0.020  1.358
 ROS  C12  H12   single    0.930  0.020  1.080
 ROS  C13  H13   single    0.930  0.020  1.080
 ROS  C14  C15   aromatic  1.393  0.020  1.393
 ROS  C14  C19   aromatic  1.393  0.020  1.393
 ROS  C15  C16   aromatic  1.387  0.020  1.387
 ROS  C15  H15   single    0.930  0.020  1.080
 ROS  C16  C17   aromatic  1.389  0.020  1.389
 ROS  C16  H16   single    0.930  0.020  1.080
 ROS  C17  C18   aromatic  1.389  0.020  1.389
 ROS  C17  H17   single    0.930  0.020  1.080
 ROS  C18  C19   aromatic  1.387  0.020  1.387
 ROS  C18  H18   single    0.930  0.020  1.080
 ROS  C19  H19   single    0.930  0.020  1.080
 ROS  N1   C20   single    1.452  0.020  1.452
 ROS  N1   C21   single    1.450  0.020  1.450
 ROS  C20  H201  single    0.970  0.020  1.090
 ROS  C20  H202  single    0.970  0.020  1.090
 ROS  C20  H203  single    0.970  0.020  1.090
 ROS  C21  H211  single    0.970  0.020  1.090
 ROS  C21  H212  single    0.970  0.020  1.090
 ROS  C21  H213  single    0.970  0.020  1.090
 ROS  N2   C22   single    1.450  0.020  1.450
 ROS  N2   C23   single    1.452  0.020  1.452
 ROS  C22  H221  single    0.970  0.020  1.090
 ROS  C22  H222  single    0.970  0.020  1.090
 ROS  C22  H223  single    0.970  0.020  1.090
 ROS  C23  H231  single    0.970  0.020  1.090
 ROS  C23  H232  single    0.970  0.020  1.090
 ROS  C23  H233  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
 ROS  N1    C1   C13   120.78  3.000
 ROS  N1    C1   C2    121.30  3.000
 ROS  C13   C1   C2    117.92  3.000
 ROS  H2    C2   C3    118.54  3.000
 ROS  H2    C2   C1    121.64  3.000
 ROS  C3    C2   C1    119.83  3.000
 ROS  C11   C3   O2    120.21  3.000
 ROS  C11   C3   C2    123.01  3.000
 ROS  O2    C3   C2    116.77  3.000
 ROS  C4    O2   C3    122.13  3.000
 ROS  C9    C4   C5    123.01  3.000
 ROS  C9    C4   O2    120.21  3.000
 ROS  C5    C4   O2    116.78  3.000
 ROS  H5    C5   C6    121.65  3.000
 ROS  H5    C5   C4    118.53  3.000
 ROS  C6    C5   C4    119.83  3.000
 ROS  N2    C6   C7    120.79  3.000
 ROS  N2    C6   C5    121.29  3.000
 ROS  C7    C6   C5    117.92  3.000
 ROS  H7    C7   C8    118.49  3.000
 ROS  H7    C7   C6    120.45  3.000
 ROS  C8    C7   C6    121.05  3.000
 ROS  H8    C8   C9    119.23  3.000
 ROS  H8    C8   C7    118.88  3.000
 ROS  C9    C8   C7    121.89  3.000
 ROS  C10   C9   C8    124.48  3.000
 ROS  C10   C9   C4    119.24  3.000
 ROS  C8    C9   C4    116.26  3.000
 ROS  C14   C10  C11   120.53  3.000
 ROS  C14   C10  C9    120.50  3.000
 ROS  C11   C10  C9    118.96  3.000
 ROS  C12   C11  C10   124.49  3.000
 ROS  C12   C11  C3    116.26  3.000
 ROS  C10   C11  C3    119.24  3.000
 ROS  H12   C12  C13   118.87  3.000
 ROS  H12   C12  C11   119.23  3.000
 ROS  C13   C12  C11   121.89  3.000
 ROS  H13   C13  C12   118.49  3.000
 ROS  H13   C13  C1    120.45  3.000
 ROS  C12   C13  C1    121.05  3.000
 ROS  C19   C14  C15   119.69  3.000
 ROS  C19   C14  C10   120.13  3.000
 ROS  C15   C14  C10   120.18  3.000
 ROS  H15   C15  C16   119.95  3.000
 ROS  H15   C15  C14   120.01  3.000
 ROS  C16   C15  C14   120.04  3.000
 ROS  H16   C16  C17   120.25  3.000
 ROS  H16   C16  C15   119.58  3.000
 ROS  C17   C16  C15   120.17  3.000
 ROS  H17   C17  C18   120.05  3.000
 ROS  H17   C17  C16   120.05  3.000
 ROS  C18   C17  C16   119.90  3.000
 ROS  H18   C18  C19   119.58  3.000
 ROS  H18   C18  C17   120.26  3.000
 ROS  C19   C18  C17   120.16  3.000
 ROS  H19   C19  C18   119.97  3.000
 ROS  H19   C19  C14   119.99  3.000
 ROS  C18   C19  C14   120.04  3.000
 ROS  C21   N1   C20   119.11  3.000
 ROS  C21   N1   C1    120.23  3.000
 ROS  C20   N1   C1    120.65  3.000
 ROS  H203  C20  H202  108.57  3.000
 ROS  H203  C20  H201  107.85  3.000
 ROS  H202  C20  H201  107.98  3.000
 ROS  H203  C20  N1    111.53  3.000
 ROS  H202  C20  N1    111.64  3.000
 ROS  H201  C20  N1    109.14  3.000
 ROS  H213  C21  H212  108.43  3.000
 ROS  H213  C21  H211  108.07  3.000
 ROS  H212  C21  H211  108.04  3.000
 ROS  H213  C21  N1    111.51  3.000
 ROS  H212  C21  N1    111.38  3.000
 ROS  H211  C21  N1    109.29  3.000
 ROS  C23   N2   C22   119.11  3.000
 ROS  C23   N2   C6    120.67  3.000
 ROS  C22   N2   C6    120.21  3.000
 ROS  H223  C22  H222  108.03  3.000
 ROS  H223  C22  H221  108.43  3.000
 ROS  H222  C22  H221  108.07  3.000
 ROS  H223  C22  N2    111.39  3.000
 ROS  H222  C22  N2    109.28  3.000
 ROS  H221  C22  N2    111.52  3.000
 ROS  H233  C23  H232  107.99  3.000
 ROS  H233  C23  H231  108.57  3.000
 ROS  H232  C23  H231  107.84  3.000
 ROS  H233  C23  N2    111.64  3.000
 ROS  H232  C23  N2    109.14  3.000
 ROS  H231  C23  N2    111.54  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
 ROS  CONST_01  O2    C3   C2   C1    180.00   0.0  0
 ROS  CONST_02  C11   C3   C2   C1      0.00   0.0  0
 ROS  CONST_03  C11   C12  C13  C1      0.00   0.0  0
 ROS  CONST_04  C12   C13  C1   C2      0.00   0.0  0
 ROS  CONST_05  C4    O2   C3   C2    180.00   0.0  0
 ROS  CONST_06  C10   C11  C3   C2    180.00   0.0  0
 ROS  CONST_07  C12   C11  C3   C2      0.00   0.0  0
 ROS  CONST_08  C13   C1   C2   C3      0.00   0.0  0
 ROS  CONST_09  C5    C4   O2   C3    180.00   0.0  0
 ROS  CONST_10  C9    C4   O2   C3      0.00   0.0  0
 ROS  CONST_11  C9    C10  C11  C3      0.00   0.0  0
 ROS  CONST_12  C14   C10  C11  C3    180.00   0.0  0
 ROS  CONST_13  C13   C12  C11  C3      0.00   0.0  0
 ROS  CONST_14  C10   C11  C3   O2      0.00   0.0  0
 ROS  CONST_15  C12   C11  C3   O2    180.00   0.0  0
 ROS  CONST_16  C6    C5   C4   O2    180.00   0.0  0
 ROS  CONST_17  C8    C9   C4   O2    180.00   0.0  0
 ROS  CONST_18  C10   C9   C4   O2      0.00   0.0  0
 ROS  CONST_19  C11   C3   O2   C4      0.00   0.0  0
 ROS  CONST_20  C7    C6   C5   C4      0.00   0.0  0
 ROS  CONST_21  C7    C8   C9   C4      0.00   0.0  0
 ROS  CONST_22  C11   C10  C9   C4      0.00   0.0  0
 ROS  CONST_23  C14   C10  C9   C4    180.00   0.0  0
 ROS  CONST_24  C8    C9   C4   C5      0.00   0.0  0
 ROS  CONST_25  C10   C9   C4   C5    180.00   0.0  0
 ROS  CONST_26  C8    C7   C6   C5      0.00   0.0  0
 ROS  CONST_27  C9    C4   C5   C6      0.00   0.0  0
 ROS  CONST_28  C9    C8   C7   C6      0.00   0.0  0
 ROS  CONST_29  C10   C9   C8   C7    180.00   0.0  0
 ROS  CONST_30  C11   C10  C9   C8    180.00   0.0  0
 ROS  CONST_31  C14   C10  C9   C8      0.00   0.0  0
 ROS  CONST_32  C12   C11  C10  C9    180.00   0.0  0
 ROS  CONST_35  C13   C12  C11  C10   180.00   0.0  0
 ROS  CONST_36  C16   C15  C14  C10   180.00   0.0  0
 ROS  CONST_37  C18   C19  C14  C10   180.00   0.0  0
 ROS  CONST_40  C14   C10  C11  C12     0.00   0.0  0
 ROS  CONST_41  C17   C16  C15  C14     0.00   0.0  0
 ROS  CONST_42  C17   C18  C19  C14     0.00   0.0  0
 ROS  CONST_43  C18   C19  C14  C15     0.00   0.0  0
 ROS  CONST_44  C18   C17  C16  C15     0.00   0.0  0
 ROS  CONST_45  C19   C14  C15  C16     0.00   0.0  0
 ROS  CONST_46  C19   C18  C17  C16     0.00   0.0  0
 ROS  CONST_47  N1    C1   C2   C3    180.00   0.0  0
 ROS  CONST_48  N2    C6   C5   C4    180.00   0.0  0
 ROS  CONST_49  N2    C6   C7   C8    180.00   0.0  0
 ROS  CONST_50  N1    C1   C13  C12   180.00   0.0  0
 ROS  CONST_51  H12   C12  C13  C1    180.00   0.0  0
 ROS  CONST_52  H13   C13  C1   C2    180.00   0.0  0
 ROS  CONST_53  H2    C2   C3   O2      0.00   0.0  0
 ROS  CONST_54  H5    C5   C4   O2      0.00   0.0  0
 ROS  CONST_55  H8    C8   C9   C4    180.00   0.0  0
 ROS  CONST_56  H7    C7   C6   C5    180.00   0.0  0
 ROS  CONST_57  H15   C15  C14  C10     0.00   0.0  0
 ROS  CONST_58  H19   C19  C14  C10     0.00   0.0  0
 ROS  CONST_59  H16   C16  C15  C14   180.00   0.0  0
 ROS  CONST_60  H18   C18  C19  C14   180.00   0.0  0
 ROS  CONST_61  H17   C17  C16  C15   180.00   0.0  0
 ROS  CONST_62  C20   N1   C1   C2    180.00   0.0  0
 ROS  CONST_63  C21   N1   C1   C2      0.00   0.0  0
 ROS  CONST_64  C22   N2   C6   C5      0.00   0.0  0
 ROS  CONST_65  C23   N2   C6   C5    180.00   0.0  0
 ROS  CONST_66  C22   N2   C6   C7    180.00   0.0  0
 ROS  CONST_67  C23   N2   C6   C7      0.00   0.0  0
 ROS  CONST_68  C20   N1   C1   C13     0.00   0.0  0
 ROS  CONST_69  C21   N1   C1   C13   180.00   0.0  0
 ROS  Var_01    H201  C20  N1   C1    177.95  30.0  3
 ROS  Var_02    H211  C21  N1   C1   -179.48  30.0  3
 ROS  Var_03    H221  C22  N2   C6     61.13  30.0  3
 ROS  Var_04    H231  C23  N2   C6     58.55  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
 ROS  plan-1  C10  0.020
 ROS  plan-1  C14  0.020
 ROS  plan-1  C15  0.020
 ROS  plan-1  C16  0.020
 ROS  plan-1  C17  0.020
 ROS  plan-1  C18  0.020
 ROS  plan-1  C19  0.020
 ROS  plan-1  H15  0.020
 ROS  plan-1  H16  0.020
 ROS  plan-1  H17  0.020
 ROS  plan-1  H18  0.020
 ROS  plan-1  H19  0.020
 ROS  plan-2  O2   0.020
 ROS  plan-2  C4   0.020
 ROS  plan-2  C5   0.020
 ROS  plan-2  C6   0.020
 ROS  plan-2  C7   0.020
 ROS  plan-2  C8   0.020
 ROS  plan-2  C9   0.020
 ROS  plan-2  C10  0.020
 ROS  plan-2  N2   0.020
 ROS  plan-2  H5   0.020
 ROS  plan-2  H7   0.020
 ROS  plan-2  H8   0.020
 ROS  plan-3  C1   0.020
 ROS  plan-3  C2   0.020
 ROS  plan-3  C3   0.020
 ROS  plan-3  O2   0.020
 ROS  plan-3  C10  0.020
 ROS  plan-3  C11  0.020
 ROS  plan-3  C12  0.020
 ROS  plan-3  C13  0.020
 ROS  plan-3  N1   0.020
 ROS  plan-3  C20  0.020
 ROS  plan-3  C21  0.020
 ROS  plan-3  H2   0.020
 ROS  plan-3  H12  0.020
 ROS  plan-3  H13  0.020
 ROS  plan-4  C6   0.020
 ROS  plan-4  N2   0.020
 ROS  plan-4  C22  0.020
 ROS  plan-4  C23  0.020

