# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 13:54:22 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 1-[9-(2-fluoroethyl)-9H-carbazol-3-yl]-N-methylmethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCc1ccc2n(CCF)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
 O82  O82  1-[9-(2-fluoroethyl)-9H-carbazol-3-yl]-N-methylmethanamine  ligand  36  19  .  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_O82
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
 O82  C1    C  CR56  0   0.351  -1.8604   0.7115   0.1653
 O82  F1    F  F     0  -0.373  -3.7453  -3.2824  -0.5307
 O82  N1    N  NR5   0  -0.638  -1.5285  -0.5852   0.4880
 O82  C2    C  CR56  0   0.060  -0.6810   1.4638  -0.0004
 O82  N2    N  NH1   0  -0.582   4.5871   0.2150  -0.8134
 O82  C3    C  CR56  0   0.089   0.4168   0.5577   0.2248
 O82  C4    C  CR56  0   0.340  -0.1556  -0.6972   0.5143
 O82  C5    C  CR16  0  -0.320  -3.1191   1.2857   0.0135
 O82  C6    C  CR16  0  -0.270  -3.1744   2.6328  -0.3049
 O82  C7    C  CR16  0  -0.270  -2.0121   3.3951  -0.4680
 O82  C8    C  CR16  0  -0.373  -0.7630   2.8171  -0.3169
 O82  C9    C  CR16  0  -0.308   0.6382  -1.8046   0.7847
 O82  C10   C  CR16  0  -0.323   2.0130  -1.6283   0.7639
 O82  C11   C  CR6   0   0.079   2.6080  -0.3912   0.4844
 O82  C12   C  CR16  0  -0.409   1.7988   0.7033   0.2071
 O82  C13   C  CH2   0  -0.408  -2.4639  -1.6691   0.6355
 O82  C14   C  CH2   0   0.004  -2.8386  -2.2465  -0.7197
 O82  C15   C  CH2   0  -0.329   4.1066  -0.2504   0.4741
 O82  C16   C  CH3   0  -0.521   6.0280   0.3603  -0.8451
 O82  HN2   H  HNH1  0   0.343   4.3044  -0.4471  -1.5255
 O82  H5    H  HCR6  0   0.265  -4.0282   0.7107   0.1376
 O82  H6    H  HCR6  0   0.257  -4.1404   3.1044  -0.4303
 O82  H7    H  HCR6  0   0.253  -2.0940   4.4454  -0.7144
 O82  H8    H  HCR6  0   0.248   0.1347   3.4098  -0.4428
 O82  H9    H  HCR6  0   0.265   0.2136  -2.7754   1.0052
 O82  H10   H  HCR6  0   0.250   2.6495  -2.4803   0.9717
 O82  H12   H  HCR6  0   0.239   2.2458   1.6644  -0.0198
 O82  H13   H  HCH2  0   0.283  -2.0192  -2.4402   1.2657
 O82  H13A  H  HCH2  0   0.279  -3.3546  -1.3090   1.1537
 O82  H14   H  HCH2  0   0.216  -1.9607  -2.6417  -1.2332
 O82  H14A  H  HCH2  0   0.214  -3.3063  -1.4911  -1.3536
 O82  H15   H  HCH2  0   0.209   4.5628  -1.2047   0.7809
 O82  H15A  H  HCH2  0   0.231   4.4133   0.4836   1.2271
 O82  H16   H  HCH3  0   0.233   6.3476   0.6467  -1.8469
 O82  H16A  H  HCH3  0   0.222   6.3361   1.1536  -0.1608
 O82  H16B  H  HCH3  0   0.193   6.5800  -0.5471  -0.5619

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
 O82  C1   N1    aromatic  1.377  0.020  1.377
 O82  C1   C2    aromatic  1.409  0.020  1.409
 O82  C1   C5    aromatic  1.392  0.020  1.392
 O82  F1   C14   single    1.390  0.020  1.390
 O82  N1   C4    aromatic  1.378  0.020  1.378
 O82  N1   C13   single    1.439  0.020  1.439
 O82  C2   C3    aromatic  1.441  0.020  1.441
 O82  C2   C8    aromatic  1.392  0.020  1.392
 O82  N2   C15   single    1.451  0.020  1.451
 O82  N2   C16   single    1.449  0.020  1.449
 O82  C3   C4    aromatic  1.409  0.020  1.409
 O82  C3   C12   aromatic  1.390  0.020  1.390
 O82  C4   C9    aromatic  1.389  0.020  1.389
 O82  C5   C6    aromatic  1.385  0.020  1.385
 O82  C6   C7    aromatic  1.399  0.020  1.399
 O82  C7   C8    aromatic  1.385  0.020  1.385
 O82  C9   C10   aromatic  1.386  0.020  1.386
 O82  C10  C11   aromatic  1.401  0.020  1.401
 O82  C11  C12   aromatic  1.389  0.020  1.389
 O82  C11  C15   single    1.505  0.020  1.505
 O82  C13  C14   single    1.520  0.020  1.520
 O82  N2   HN2   single    0.890  0.020  1.040
 O82  C5   H5    single    0.930  0.020  1.080
 O82  C6   H6    single    0.930  0.020  1.080
 O82  C7   H7    single    0.930  0.020  1.080
 O82  C8   H8    single    0.930  0.020  1.080
 O82  C9   H9    single    0.930  0.020  1.080
 O82  C10  H10   single    0.930  0.020  1.080
 O82  C12  H12   single    0.930  0.020  1.080
 O82  C13  H13   single    0.970  0.020  1.090
 O82  C13  H13A  single    0.970  0.020  1.090
 O82  C14  H14   single    0.970  0.020  1.090
 O82  C14  H14A  single    0.970  0.020  1.090
 O82  C15  H15   single    0.970  0.020  1.090
 O82  C15  H15A  single    0.970  0.020  1.090
 O82  C16  H16   single    0.970  0.020  1.090
 O82  C16  H16A  single    0.970  0.020  1.090
 O82  C16  H16B  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
 O82  C5    C1   C2    121.61  3.000
 O82  C5    C1   N1    129.20  3.000
 O82  C2    C1   N1    109.19  3.000
 O82  C13   N1   C4    125.77  3.000
 O82  C13   N1   C1    125.21  3.000
 O82  C4    N1   C1    108.74  3.000
 O82  C8    C2   C3    133.75  3.000
 O82  C8    C2   C1    119.77  3.000
 O82  C3    C2   C1    106.47  3.000
 O82  HN2   N2   C16   109.14  3.000
 O82  HN2   N2   C15   108.78  3.000
 O82  C16   N2   C15   112.40  3.000
 O82  C12   C3   C4    119.98  3.000
 O82  C12   C3   C2    133.60  3.000
 O82  C4    C3   C2    106.42  3.000
 O82  C9    C4   C3    121.18  3.000
 O82  C9    C4   N1    129.64  3.000
 O82  C3    C4   N1    109.17  3.000
 O82  H5    C5   C6    120.61  3.000
 O82  H5    C5   C1    121.86  3.000
 O82  C6    C5   C1    117.53  3.000
 O82  H6    C6   C7    119.36  3.000
 O82  H6    C6   C5    119.08  3.000
 O82  C7    C6   C5    121.56  3.000
 O82  H7    C7   C8    119.89  3.000
 O82  H7    C7   C6    119.51  3.000
 O82  C8    C7   C6    120.60  3.000
 O82  H8    C8   C7    120.43  3.000
 O82  H8    C8   C2    120.64  3.000
 O82  C7    C8   C2    118.93  3.000
 O82  H9    C9   C10   120.41  3.000
 O82  H9    C9   C4    122.04  3.000
 O82  C10   C9   C4    117.54  3.000
 O82  H10   C10  C11   118.89  3.000
 O82  H10   C10  C9    118.66  3.000
 O82  C11   C10  C9    122.45  3.000
 O82  C15   C11  C12   120.33  3.000
 O82  C15   C11  C10   120.45  3.000
 O82  C12   C11  C10   119.22  3.000
 O82  H12   C12  C11   120.01  3.000
 O82  H12   C12  C3    120.37  3.000
 O82  C11   C12  C3    119.62  3.000
 O82  H13A  C13  H13   106.95  3.000
 O82  H13A  C13  C14   110.33  3.000
 O82  H13   C13  C14   110.31  3.000
 O82  H13A  C13  N1    109.30  3.000
 O82  H13   C13  N1    109.06  3.000
 O82  C14   C13  N1    110.79  3.000
 O82  H14A  C14  H14   108.79  3.000
 O82  H14A  C14  C13   111.13  3.000
 O82  H14   C14  C13   111.03  3.000
 O82  H14A  C14  F1    108.39  3.000
 O82  H14   C14  F1    108.60  3.000
 O82  C13   C14  F1    108.83  3.000
 O82  H15A  C15  H15   105.86  3.000
 O82  H15A  C15  C11   109.68  3.000
 O82  H15   C15  C11   109.24  3.000
 O82  H15A  C15  N2    107.60  3.000
 O82  H15   C15  N2    112.82  3.000
 O82  C11   C15  N2    111.45  3.000
 O82  H16B  C16  H16A  107.25  3.000
 O82  H16B  C16  H16   107.85  3.000
 O82  H16A  C16  H16   107.60  3.000
 O82  H16B  C16  N2    114.27  3.000
 O82  H16A  C16  N2    109.86  3.000
 O82  H16   C16  N2    109.77  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
 O82  CONST_01  C3   C4   N1   C1      0.00   0.0  0
 O82  CONST_02  C9   C4   N1   C1    180.00   0.0  0
 O82  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 O82  CONST_04  C12  C3   C2   C1    180.00   0.0  0
 O82  CONST_05  C7   C8   C2   C1      0.00   0.0  0
 O82  CONST_06  C7   C6   C5   C1      0.00   0.0  0
 O82  CONST_07  C3   C2   C1   N1      0.00   0.0  0
 O82  CONST_08  C8   C2   C1   N1    180.00   0.0  0
 O82  CONST_09  C6   C5   C1   N1    180.00   0.0  0
 O82  CONST_10  C2   C3   C4   N1      0.00   0.0  0
 O82  CONST_11  C12  C3   C4   N1    180.00   0.0  0
 O82  CONST_12  C10  C9   C4   N1    180.00   0.0  0
 O82  CONST_13  C4   N1   C1   C2      0.00   0.0  0
 O82  CONST_14  C6   C5   C1   C2      0.00   0.0  0
 O82  CONST_15  C9   C4   C3   C2    180.00   0.0  0
 O82  CONST_16  C11  C12  C3   C2    180.00   0.0  0
 O82  CONST_17  C6   C7   C8   C2      0.00   0.0  0
 O82  CONST_18  C5   C1   C2   C3    180.00   0.0  0
 O82  CONST_19  C7   C8   C2   C3    180.00   0.0  0
 O82  CONST_20  C10  C9   C4   C3      0.00   0.0  0
 O82  CONST_21  C10  C11  C12  C3      0.00   0.0  0
 O82  CONST_22  C5   C1   N1   C4    180.00   0.0  0
 O82  CONST_23  C8   C2   C3   C4    180.00   0.0  0
 O82  CONST_24  C11  C12  C3   C4      0.00   0.0  0
 O82  CONST_25  C11  C10  C9   C4      0.00   0.0  0
 O82  CONST_26  C8   C2   C1   C5      0.00   0.0  0
 O82  CONST_27  C8   C7   C6   C5      0.00   0.0  0
 O82  CONST_28  C12  C3   C2   C8      0.00   0.0  0
 O82  CONST_29  C12  C3   C4   C9      0.00   0.0  0
 O82  CONST_30  C12  C11  C10  C9      0.00   0.0  0
 O82  CONST_31  C13  N1   C1   C2    180.00   0.0  0
 O82  CONST_32  C13  N1   C4   C3    180.00   0.0  0
 O82  CONST_33  C15  C11  C12  C3    180.00   0.0  0
 O82  CONST_34  C13  N1   C1   C5      0.00   0.0  0
 O82  CONST_35  C13  N1   C4   C9      0.00   0.0  0
 O82  CONST_36  C15  C11  C10  C9    180.00   0.0  0
 O82  CONST_37  H8   C8   C2   C1    180.00   0.0  0
 O82  CONST_38  H6   C6   C5   C1    180.00   0.0  0
 O82  CONST_39  H5   C5   C1   N1      0.00   0.0  0
 O82  CONST_40  H9   C9   C4   N1      0.00   0.0  0
 O82  CONST_41  H12  C12  C3   C2      0.00   0.0  0
 O82  CONST_42  H7   C7   C8   C2    180.00   0.0  0
 O82  CONST_43  H10  C10  C9   C4    180.00   0.0  0
 O82  Var_01    C14  C13  N1   C1     81.32  30.0  2
 O82  Var_02    C10  C11  C15  N2    121.20  30.0  3
 O82  Var_03    N1   C13  C14  F1   -179.72  30.0  1
 O82  Var_04    C16  N2   C15  C11   179.89  30.0  1
 O82  Var_05    H16  C16  N2   C15   176.26  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
 O82  plan-1  C1   0.020
 O82  plan-1  N1   0.020
 O82  plan-1  C2   0.020
 O82  plan-1  C3   0.020
 O82  plan-1  C4   0.020
 O82  plan-1  C5   0.020
 O82  plan-1  C6   0.020
 O82  plan-1  C7   0.020
 O82  plan-1  C8   0.020
 O82  plan-1  C9   0.020
 O82  plan-1  C10  0.020
 O82  plan-1  C11  0.020
 O82  plan-1  C12  0.020
 O82  plan-1  C13  0.020
 O82  plan-1  C15  0.020
 O82  plan-1  H5   0.020
 O82  plan-1  H6   0.020
 O82  plan-1  H7   0.020
 O82  plan-1  H8   0.020
 O82  plan-1  H9   0.020
 O82  plan-1  H10  0.020
 O82  plan-1  H12  0.020

