# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 02:12:36 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: [3-chloranyl-4-(4-fluoranyl-2-methyl-phenyl)phenyl]methylazanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(F)ccc1c2ccc(C[NH3+])cc2Cl
#
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
 J27  J27  '[3-chloranyl-4-(4-fluoranyl-2-methyl-phenyl)phenyl]methylazanium'  ligand  31  17  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_J27
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
 J27  CL   CL  CL    0  -0.113   0.3190  -2.0639  -1.1805
 J27  C13  C   CR6   0  -0.096   1.1223  -0.7427  -0.4021
 J27  C12  C   CR16  0  -0.217   2.5044  -0.7738  -0.3080
 J27  C10  C   CR6   0   0.068   3.1757   0.2729   0.3103
 J27  C11  C   CH2   0  -0.406   4.6719   0.2559   0.3911
 J27  N    N   NT3   1  -0.768   5.2653   1.0174  -0.7450
 J27  C9   C   CR16  0  -0.254   2.4496   1.3402   0.8258
 J27  C8   C   CR16  0  -0.287   1.0688   1.3565   0.7199
 J27  C7   C   CR6   0   0.117   0.3751   0.3162   0.1062
 J27  C6   C   CR6   0   0.020  -1.1028   0.3640   0.0003
 J27  C1   C   CR6   0   0.107  -1.9091  -0.3323   0.9094
 J27  C    C   CH3   0  -0.743  -1.3059  -1.1592   2.0058
 J27  C5   C   CR16  0  -0.250  -1.6859   1.1312  -1.0014
 J27  C4   C   CR16  0  -0.421  -3.0647   1.2218  -1.1286
 J27  C3   C   CR6   0   0.541  -3.8404   0.5272  -0.2246
 J27  F    F   F     0  -0.316  -5.1776   0.5983  -0.3245
 J27  C2   C   CR16  0  -0.460  -3.2916  -0.2400   0.7848
 J27  H1   H   HCR6  0   0.287   3.0550  -1.6126  -0.7141
 J27  H2   H   HCH2  0   0.321   5.0362   0.7228   1.3028
 J27  H3   H   HCH2  0   0.320   5.0700  -0.7538   0.3321
 J27  H4   H   HNT3  0   0.482   6.2846   0.9912  -0.7159
 J27  H5   H   HNT3  0   0.475   4.9814   0.6373  -1.6479
 J27  H6   H   HNT3  0   0.475   4.9918   2.0000  -0.7307
 J27  H7   H   HCR6  0   0.273   2.9593   2.1600   1.3167
 J27  H8   H   HCR6  0   0.269   0.5097   2.1884   1.1277
 J27  H9   H   HCH3  0   0.253  -0.6608  -0.5595   2.6492
 J27  H10  H   HCH3  0   0.257  -2.0761  -1.6097   2.6294
 J27  H11  H   HCH3  0   0.246  -0.6946  -1.9679   1.6023
 J27  H12  H   HCR6  0   0.264  -1.0546   1.6650  -1.7003
 J27  H13  H   HCR6  0   0.280  -3.5183   1.8152  -1.9112
 J27  H14  H   HCR6  0   0.275  -3.9400  -0.7647   1.4754

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
 J27  N    C11  single    1.491  0.020  1.491
 J27  C5   C4   aromatic  1.388  0.020  1.388
 J27  C5   C6   aromatic  1.390  0.020  1.390
 J27  C4   C3   aromatic  1.379  0.020  1.379
 J27  C9   C8   aromatic  1.385  0.020  1.385
 J27  C9   C10  aromatic  1.390  0.020  1.390
 J27  C8   C7   aromatic  1.393  0.020  1.393
 J27  C11  C10  single    1.498  0.020  1.498
 J27  C10  C12  aromatic  1.389  0.020  1.389
 J27  C7   C6   single    1.483  0.020  1.483
 J27  C7   C13  aromatic  1.392  0.020  1.392
 J27  C6   C1   aromatic  1.401  0.020  1.401
 J27  C12  C13  aromatic  1.386  0.020  1.386
 J27  C13  CL   single    1.731  0.020  1.731
 J27  C3   F    single    1.343  0.020  1.343
 J27  C3   C2   aromatic  1.381  0.020  1.381
 J27  C1   C2   aromatic  1.391  0.020  1.391
 J27  C1   C    single    1.500  0.020  1.500
 J27  C12  H1   single    0.930  0.020  1.080
 J27  C11  H2   single    0.970  0.020  1.090
 J27  C11  H3   single    0.970  0.020  1.090
 J27  N    H4   single    0.890  0.020  1.040
 J27  N    H5   single    0.890  0.020  1.040
 J27  N    H6   single    0.890  0.020  1.040
 J27  C9   H7   single    0.930  0.020  1.080
 J27  C8   H8   single    0.930  0.020  1.080
 J27  C    H9   single    0.970  0.020  1.090
 J27  C    H10  single    0.970  0.020  1.090
 J27  C    H11  single    0.970  0.020  1.090
 J27  C5   H12  single    0.930  0.020  1.080
 J27  C4   H13  single    0.930  0.020  1.080
 J27  C2   H14  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
 J27  C7   C13  C12  121.84  3.000
 J27  C12  C13  CL   118.44  3.000
 J27  C7   C13  CL   119.71  3.000
 J27  H1   C12  C10  120.34  3.000
 J27  H1   C12  C13  119.95  3.000
 J27  C10  C12  C13  119.71  3.000
 J27  C9   C10  C11  120.69  3.000
 J27  C11  C10  C12  119.88  3.000
 J27  C9   C10  C12  119.43  3.000
 J27  H3   C11  H2   108.77  3.000
 J27  H3   C11  N    106.70  3.000
 J27  H2   C11  N    106.63  3.000
 J27  H3   C11  C10  111.92  3.000
 J27  H2   C11  C10  112.03  3.000
 J27  N    C11  C10  110.52  3.000
 J27  H6   N    H5   107.26  3.000
 J27  H6   N    H4   107.00  3.000
 J27  H5   N    H4   107.08  3.000
 J27  H6   N    C11  112.00  3.000
 J27  H5   N    C11  111.93  3.000
 J27  H4   N    C11  111.28  3.000
 J27  H7   C9   C8   119.67  3.000
 J27  H7   C9   C10  120.23  3.000
 J27  C8   C9   C10  120.10  3.000
 J27  H8   C8   C7   118.88  3.000
 J27  H8   C8   C9   119.69  3.000
 J27  C7   C8   C9   121.42  3.000
 J27  C6   C7   C8   120.26  3.000
 J27  C6   C7   C13  122.24  3.000
 J27  C8   C7   C13  117.50  3.000
 J27  C5   C6   C1   120.05  3.000
 J27  C1   C6   C7   120.76  3.000
 J27  C5   C6   C7   119.18  3.000
 J27  C2   C1   C    120.11  3.000
 J27  C    C1   C6   121.14  3.000
 J27  C2   C1   C6   118.75  3.000
 J27  H11  C    H10  107.55  3.000
 J27  H11  C    H9   107.11  3.000
 J27  H10  C    H9   107.94  3.000
 J27  H11  C    C1   111.32  3.000
 J27  H10  C    C1   111.25  3.000
 J27  H9   C    C1   111.46  3.000
 J27  H12  C5   C4   119.21  3.000
 J27  H12  C5   C6   119.53  3.000
 J27  C4   C5   C6   121.26  3.000
 J27  H13  C4   C3   120.98  3.000
 J27  H13  C4   C5   121.25  3.000
 J27  C3   C4   C5   117.77  3.000
 J27  C2   C3   F    118.64  3.000
 J27  C2   C3   C4   122.36  3.000
 J27  F    C3   C4   118.99  3.000
 J27  H14  C2   C3   119.81  3.000
 J27  H14  C2   C1   120.38  3.000
 J27  C3   C2   C1   119.81  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
 J27  CONST_01  C9   C8   C7   C13     0.00   0.0  0
 J27  CONST_04  C9   C10  C12  C13     0.00   0.0  0
 J27  CONST_05  C8   C9   C10  C12     0.00   0.0  0
 J27  CONST_06  C8   C7   C13  C12     0.00   0.0  0
 J27  CONST_07  C6   C7   C13  C12   180.00   0.0  0
 J27  CONST_08  C7   C8   C9   C10     0.00   0.0  0
 J27  CONST_09  C7   C13  C12  C10     0.00   0.0  0
 J27  CONST_10  C6   C7   C8   C9    180.00   0.0  0
 J27  CONST_13  C4   C5   C6   C7    180.00   0.0  0
 J27  CONST_14  C2   C1   C6   C7    180.00   0.0  0
 J27  CONST_15  C3   C4   C5   C6      0.00   0.0  0
 J27  CONST_16  C3   C2   C1   C6      0.00   0.0  0
 J27  CONST_17  C4   C5   C6   C1      0.00   0.0  0
 J27  CONST_18  C4   C3   C2   C1      0.00   0.0  0
 J27  CONST_19  C2   C3   C4   C5      0.00   0.0  0
 J27  CONST_20  C2   C1   C6   C5      0.00   0.0  0
 J27  CONST_21  C8   C7   C13  CL    180.00   0.0  0
 J27  CONST_22  C6   C7   C13  CL      0.00   0.0  0
 J27  CONST_23  C10  C12  C13  CL    180.00   0.0  0
 J27  CONST_24  C11  C10  C12  C13   180.00   0.0  0
 J27  CONST_25  C8   C9   C10  C11   180.00   0.0  0
 J27  CONST_26  C    C1   C6   C7      0.00   0.0  0
 J27  CONST_27  F    C3   C2   C1    180.00   0.0  0
 J27  CONST_28  C5   C6   C1   C     180.00   0.0  0
 J27  CONST_29  C3   C2   C1   C     180.00   0.0  0
 J27  CONST_30  F    C3   C4   C5    180.00   0.0  0
 J27  CONST_31  H8   C8   C7   C13   180.00   0.0  0
 J27  CONST_32  H7   C9   C10  C12   180.00   0.0  0
 J27  CONST_33  H1   C12  C10  C9    180.00   0.0  0
 J27  CONST_34  H12  C5   C6   C7      0.00   0.0  0
 J27  CONST_35  H13  C4   C5   C6    180.00   0.0  0
 J27  CONST_36  H14  C2   C1   C6    180.00   0.0  0
 J27  Var_01    N    C11  C10  C12    94.49  30.0  2
 J27  Var_02    H9   C    C1   C6     58.17  30.0  2
 J27  Var_03    H4   N    C11  C10  -178.40  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
 J27  plan-1  CL   0.020
 J27  plan-1  C13  0.020
 J27  plan-1  C12  0.020
 J27  plan-1  C10  0.020
 J27  plan-1  C11  0.020
 J27  plan-1  C9   0.020
 J27  plan-1  C8   0.020
 J27  plan-1  C7   0.020
 J27  plan-1  C6   0.020
 J27  plan-1  H1   0.020
 J27  plan-1  H7   0.020
 J27  plan-1  H8   0.020
 J27  plan-2  C7   0.020
 J27  plan-2  C6   0.020
 J27  plan-2  C1   0.020
 J27  plan-2  C    0.020
 J27  plan-2  C5   0.020
 J27  plan-2  C4   0.020
 J27  plan-2  C3   0.020
 J27  plan-2  F    0.020
 J27  plan-2  C2   0.020
 J27  plan-2  H12  0.020
 J27  plan-2  H13  0.020
 J27  plan-2  H14  0.020

