# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 13:50:09 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: N,N-dimethyl-1-[9-(2,2,2-trifluoroethyl)-9H-carbazol-3-yl]methanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)Cc1ccc2n(CC(F)(F)F)c3ccccc3c2c1
#
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
 O80  O80  N,N-dimethyl-1-[9-(2,2,2-trifluoroethyl)-9H-carbazol-3-yl]methanamine  ligand  39  22  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O80
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
 O80  C1    C  CR56  0   0.359  -1.7112   1.1291   0.2170
 O80  F1    F  F     0  -0.302  -1.8579  -2.7002  -0.3776
 O80  N1    N  NR5   0  -0.652  -1.4598  -0.1164   0.7566
 O80  C2    C  CR56  0   0.060  -0.4850   1.7540  -0.0776
 O80  F2    F  F     0  -0.302  -3.4257  -1.3378  -0.9248
 O80  N2    N  NT    0  -0.398   4.7319   0.1924  -0.5596
 O80  C3    C  CR56  0   0.096   0.5533   0.8305   0.3066
 O80  F3    F  F     0  -0.303  -3.7951  -2.8598   0.5593
 O80  C4    C  CR56  0   0.345  -0.0936  -0.3112   0.8143
 O80  C5    C  CR16  0  -0.315  -2.9263   1.7629  -0.0203
 O80  C6    C  CR16  0  -0.271  -2.8882   3.0391  -0.5584
 O80  C7    C  CR16  0  -0.268  -1.6780   3.6717  -0.8622
 O80  C8    C  CR16  0  -0.372  -0.4724   3.0345  -0.6228
 O80  C9    C  CR16  0  -0.302   0.6296  -1.3977   1.2867
 O80  C10   C  CR16  0  -0.322   2.0126  -1.3128   1.2444
 O80  C11   C  CR6   0   0.083   2.6814  -0.1881   0.7471
 O80  C12   C  CR16  0  -0.408   1.9415   0.8856   0.2706
 O80  C13   C  CH2   0  -0.532  -2.4473  -1.0462   1.2107
 O80  C14   C  CT    0   0.985  -2.8834  -1.9913   0.1099
 O80  C15   C  CH2   0  -0.330   4.1872  -0.1335   0.7440
 O80  C16   C  CH3   0  -0.521   6.1487   0.4740  -0.4751
 O80  C17   C  CH3   0  -0.518   4.4667  -0.8490  -1.5289
 O80  H5    H  HCR6  0   0.265  -3.8748   1.2926   0.2018
 O80  H6    H  HCR6  0   0.258  -3.8200   3.5546  -0.7513
 O80  H7    H  HCR6  0   0.254  -1.6878   4.6670  -1.2866
 O80  H8    H  HCR6  0   0.249   0.4653   3.5251  -0.8529
 O80  H9    H  HCR6  0   0.264   0.1497  -2.2870   1.6725
 O80  H10   H  HCR6  0   0.250   2.5945  -2.1521   1.6060
 O80  H12   H  HCR6  0   0.239   2.4461   1.7581  -0.1278
 O80  H13   H  HCH2  0   0.319  -2.0517  -1.6293   2.0440
 O80  H13A  H  HCH2  0   0.320  -3.3212  -0.5130   1.5881
 O80  H15   H  HCH2  0   0.207   4.5860  -1.0883   1.1298
 O80  H15A  H  HCH2  0   0.246   4.5191   0.6386   1.4453
 O80  H16   H  HCH3  0   0.191   6.7446  -0.3864  -0.1313
 O80  H16A  H  HCH3  0   0.234   6.5293   0.7695  -1.4536
 O80  H16B  H  HCH3  0   0.233   6.3270   1.2979   0.2175
 O80  H17   H  HCH3  0   0.237   3.3936  -1.0012  -1.6442
 O80  H17A  H  HCH3  0   0.232   4.8667  -0.5597  -2.5014
 O80  H17B  H  HCH3  0   0.190   4.9161  -1.8169  -1.2542

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
 O80  C1   N1    aromatic  1.380  0.020  1.380
 O80  C1   C2    aromatic  1.407  0.020  1.407
 O80  C1   C5    aromatic  1.391  0.020  1.391
 O80  F1   C14   single    1.339  0.020  1.339
 O80  N1   C4    aromatic  1.381  0.020  1.381
 O80  N1   C13   single    1.430  0.020  1.430
 O80  C2   C3    aromatic  1.442  0.020  1.442
 O80  C2   C8    aromatic  1.392  0.020  1.392
 O80  F2   C14   single    1.339  0.020  1.339
 O80  N2   C15   single    1.450  0.020  1.450
 O80  N2   C16   single    1.447  0.020  1.447
 O80  N2   C17   single    1.447  0.020  1.447
 O80  C3   C4    aromatic  1.407  0.020  1.407
 O80  C3   C12   aromatic  1.390  0.020  1.390
 O80  F3   C14   single    1.337  0.020  1.337
 O80  C4   C9    aromatic  1.388  0.020  1.388
 O80  C5   C6    aromatic  1.386  0.020  1.386
 O80  C6   C7    aromatic  1.399  0.020  1.399
 O80  C7   C8    aromatic  1.384  0.020  1.384
 O80  C9   C10   aromatic  1.386  0.020  1.386
 O80  C10  C11   aromatic  1.400  0.020  1.400
 O80  C11  C12   aromatic  1.388  0.020  1.388
 O80  C11  C15   single    1.507  0.020  1.507
 O80  C13  C14   single    1.515  0.020  1.515
 O80  C5   H5    single    0.930  0.020  1.080
 O80  C6   H6    single    0.930  0.020  1.080
 O80  C7   H7    single    0.930  0.020  1.080
 O80  C8   H8    single    0.930  0.020  1.080
 O80  C9   H9    single    0.930  0.020  1.080
 O80  C10  H10   single    0.930  0.020  1.080
 O80  C12  H12   single    0.930  0.020  1.080
 O80  C13  H13   single    0.970  0.020  1.090
 O80  C13  H13A  single    0.970  0.020  1.090
 O80  C15  H15   single    0.970  0.020  1.090
 O80  C15  H15A  single    0.970  0.020  1.090
 O80  C16  H16   single    0.970  0.020  1.090
 O80  C16  H16A  single    0.970  0.020  1.090
 O80  C16  H16B  single    0.970  0.020  1.090
 O80  C17  H17   single    0.970  0.020  1.090
 O80  C17  H17A  single    0.970  0.020  1.090
 O80  C17  H17B  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
 O80  C5    C1   C2    121.54  3.000
 O80  C5    C1   N1    129.57  3.000
 O80  C2    C1   N1    108.89  3.000
 O80  C13   N1   C4    125.31  3.000
 O80  C13   N1   C1    125.79  3.000
 O80  C4    N1   C1    108.89  3.000
 O80  C8    C2   C3    133.41  3.000
 O80  C8    C2   C1    119.89  3.000
 O80  C3    C2   C1    106.70  3.000
 O80  C17   N2   C16   111.01  3.000
 O80  C17   N2   C15   111.81  3.000
 O80  C16   N2   C15   111.04  3.000
 O80  C12   C3   C4    120.05  3.000
 O80  C12   C3   C2    133.40  3.000
 O80  C4    C3   C2    106.55  3.000
 O80  C9    C4   C3    121.23  3.000
 O80  C9    C4   N1    129.78  3.000
 O80  C3    C4   N1    108.98  3.000
 O80  H5    C5   C6    120.28  3.000
 O80  H5    C5   C1    122.20  3.000
 O80  C6    C5   C1    117.52  3.000
 O80  H6    C6   C7    119.39  3.000
 O80  H6    C6   C5    118.97  3.000
 O80  C7    C6   C5    121.64  3.000
 O80  H7    C7   C8    119.94  3.000
 O80  H7    C7   C6    119.55  3.000
 O80  C8    C7   C6    120.51  3.000
 O80  H8    C8   C7    120.58  3.000
 O80  H8    C8   C2    120.52  3.000
 O80  C7    C8   C2    118.90  3.000
 O80  H9    C9   C10   120.26  3.000
 O80  H9    C9   C4    122.26  3.000
 O80  C10   C9   C4    117.48  3.000
 O80  H10   C10  C11   118.97  3.000
 O80  H10   C10  C9    118.57  3.000
 O80  C11   C10  C9    122.46  3.000
 O80  C15   C11  C12   120.26  3.000
 O80  C15   C11  C10   120.49  3.000
 O80  C12   C11  C10   119.25  3.000
 O80  H12   C12  C11   120.04  3.000
 O80  H12   C12  C3    120.44  3.000
 O80  C11   C12  C3    119.53  3.000
 O80  H13A  C13  H13   106.70  3.000
 O80  H13A  C13  C14   109.00  3.000
 O80  H13   C13  C14   109.01  3.000
 O80  H13A  C13  N1    110.19  3.000
 O80  H13   C13  N1    109.85  3.000
 O80  C14   C13  N1    111.94  3.000
 O80  C13   C14  F3    110.93  3.000
 O80  C13   C14  F2    111.94  3.000
 O80  F3    C14  F2    107.50  3.000
 O80  C13   C14  F1    111.99  3.000
 O80  F3    C14  F1    107.51  3.000
 O80  F2    C14  F1    106.70  3.000
 O80  H15A  C15  H15   106.05  3.000
 O80  H15A  C15  C11   109.10  3.000
 O80  H15   C15  C11   109.20  3.000
 O80  H15A  C15  N2    107.67  3.000
 O80  H15   C15  N2    111.89  3.000
 O80  C11   C15  N2    112.67  3.000
 O80  H16B  C16  H16A  107.93  3.000
 O80  H16B  C16  H16   107.65  3.000
 O80  H16A  C16  H16   107.62  3.000
 O80  H16B  C16  N2    110.12  3.000
 O80  H16A  C16  N2    110.00  3.000
 O80  H16   C16  N2    113.32  3.000
 O80  H17B  C17  H17A  107.80  3.000
 O80  H17B  C17  H17   107.77  3.000
 O80  H17A  C17  H17   107.69  3.000
 O80  H17B  C17  N2    112.98  3.000
 O80  H17A  C17  N2    109.82  3.000
 O80  H17   C17  N2    110.59  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
 O80  CONST_01  C3   C4   N1   C1     0.00   0.0  0
 O80  CONST_02  C9   C4   N1   C1   180.00   0.0  0
 O80  CONST_03  C4   C3   C2   C1     0.00   0.0  0
 O80  CONST_04  C12  C3   C2   C1   180.00   0.0  0
 O80  CONST_05  C7   C8   C2   C1     0.00   0.0  0
 O80  CONST_06  C7   C6   C5   C1     0.00   0.0  0
 O80  CONST_07  C3   C2   C1   N1     0.00   0.0  0
 O80  CONST_08  C8   C2   C1   N1   180.00   0.0  0
 O80  CONST_09  C6   C5   C1   N1   180.00   0.0  0
 O80  CONST_10  C2   C3   C4   N1     0.00   0.0  0
 O80  CONST_11  C12  C3   C4   N1   180.00   0.0  0
 O80  CONST_12  C10  C9   C4   N1   180.00   0.0  0
 O80  CONST_13  C4   N1   C1   C2     0.00   0.0  0
 O80  CONST_14  C6   C5   C1   C2     0.00   0.0  0
 O80  CONST_15  C9   C4   C3   C2   180.00   0.0  0
 O80  CONST_16  C11  C12  C3   C2   180.00   0.0  0
 O80  CONST_17  C6   C7   C8   C2     0.00   0.0  0
 O80  CONST_18  C5   C1   C2   C3   180.00   0.0  0
 O80  CONST_19  C7   C8   C2   C3   180.00   0.0  0
 O80  CONST_20  C10  C9   C4   C3     0.00   0.0  0
 O80  CONST_21  C10  C11  C12  C3     0.00   0.0  0
 O80  CONST_22  C5   C1   N1   C4   180.00   0.0  0
 O80  CONST_23  C8   C2   C3   C4   180.00   0.0  0
 O80  CONST_24  C11  C12  C3   C4     0.00   0.0  0
 O80  CONST_25  C11  C10  C9   C4     0.00   0.0  0
 O80  CONST_26  C8   C2   C1   C5     0.00   0.0  0
 O80  CONST_27  C8   C7   C6   C5     0.00   0.0  0
 O80  CONST_28  C12  C3   C2   C8     0.00   0.0  0
 O80  CONST_29  C12  C3   C4   C9     0.00   0.0  0
 O80  CONST_30  C12  C11  C10  C9     0.00   0.0  0
 O80  CONST_31  C13  N1   C1   C2   180.00   0.0  0
 O80  CONST_32  C13  N1   C4   C3   180.00   0.0  0
 O80  CONST_33  C15  C11  C12  C3   180.00   0.0  0
 O80  CONST_34  C13  N1   C1   C5     0.00   0.0  0
 O80  CONST_35  C13  N1   C4   C9     0.00   0.0  0
 O80  CONST_36  C15  C11  C10  C9   180.00   0.0  0
 O80  CONST_37  H8   C8   C2   C1   180.00   0.0  0
 O80  CONST_38  H6   C6   C5   C1   180.00   0.0  0
 O80  CONST_39  H5   C5   C1   N1     0.00   0.0  0
 O80  CONST_40  H9   C9   C4   N1     0.00   0.0  0
 O80  CONST_41  H12  C12  C3   C2     0.00   0.0  0
 O80  CONST_42  H7   C7   C8   C2   180.00   0.0  0
 O80  CONST_43  H10  C10  C9   C4   180.00   0.0  0
 O80  Var_01    C14  C13  N1   C1    90.60  30.0  2
 O80  Var_02    C10  C11  C15  N2   127.48  30.0  1
 O80  Var_03    N1   C13  C14  F1    59.22  30.0  3
 O80  Var_04    C16  N2   C15  C11  169.59  30.0  2
 O80  Var_05    H16  C16  N2   C15   62.55  30.0  3
 O80  Var_06    H17  C17  N2   C15   59.82  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
 O80  plan-1  C1   0.020
 O80  plan-1  N1   0.020
 O80  plan-1  C2   0.020
 O80  plan-1  C3   0.020
 O80  plan-1  C4   0.020
 O80  plan-1  C5   0.020
 O80  plan-1  C6   0.020
 O80  plan-1  C7   0.020
 O80  plan-1  C8   0.020
 O80  plan-1  C9   0.020
 O80  plan-1  C10  0.020
 O80  plan-1  C11  0.020
 O80  plan-1  C12  0.020
 O80  plan-1  C13  0.020
 O80  plan-1  C15  0.020
 O80  plan-1  H5   0.020
 O80  plan-1  H6   0.020
 O80  plan-1  H7   0.020
 O80  plan-1  H8   0.020
 O80  plan-1  H9   0.020
 O80  plan-1  H10  0.020
 O80  plan-1  H12  0.020

