# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 14:26:15 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 1-[9-(2,2-difluoroethyl)-9H-carbazol-3-yl]-N-methylmethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCc1ccc2n(CC(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
 O83  O83  1-[9-(2,2-difluoroethyl)-9H-carbazol-3-yl]-N-methylmethanamine  ligand  36  20  .  2021-08-17  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O83
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
 O83  C1    C  CR56  0   0.353  -1.6838   1.0540   0.1547
 O83  F1    F  F     0  -0.337  -1.8918  -2.5771  -0.9951
 O83  N1    N  NR5   0  -0.645  -1.4420  -0.2429   0.5526
 O83  C2    C  CR56  0   0.062  -0.4546   1.7008  -0.0776
 O83  F2    F  F     0  -0.339  -3.8532  -2.8605  -0.0628
 O83  N2    N  NH1   0  -0.584   4.7211   0.1672  -0.7716
 O83  C3    C  CR56  0   0.091   0.5767   0.7314   0.1943
 O83  C4    C  CR56  0   0.347  -0.0796  -0.4560   0.5713
 O83  C5    C  CR16  0  -0.320  -2.8980   1.7126  -0.0120
 O83  C6    C  CR16  0  -0.270  -2.8577   3.0382  -0.4139
 O83  C7    C  CR16  0  -0.269  -1.6449   3.6957  -0.6469
 O83  C8    C  CR16  0  -0.373  -0.4404   3.0332  -0.4800
 O83  C9    C  CR16  0  -0.302   0.6367  -1.5970   0.9087
 O83  C10   C  CR16  0  -0.325   2.0197  -1.5199   0.8702
 O83  C11   C  CR6   0   0.076   2.6983  -0.3501   0.5038
 O83  C12   C  CR16  0  -0.411   1.9657   0.7772   0.1563
 O83  C13   C  CH2   0  -0.464  -2.4487  -1.2203   0.8507
 O83  C14   C  CH1   0   0.541  -2.9281  -1.9221  -0.4026
 O83  C15   C  CH2   0  -0.323   4.2039  -0.3162   0.4938
 O83  C16   C  CH3   0  -0.520   6.1684   0.2208  -0.7915
 O83  HN2   H  HNH1  0   0.343   4.3999  -0.4453  -1.5112
 O83  H5    H  HCR6  0   0.265  -3.8466   1.2210   0.1622
 O83  H6    H  HCR6  0   0.258  -3.7875   3.5743  -0.5527
 O83  H7    H  HCR6  0   0.253  -1.6514   4.7313  -0.9598
 O83  H8    H  HCR6  0   0.248   0.4967   3.5450  -0.6608
 O83  H9    H  HCR6  0   0.263   0.1485  -2.5195   1.1927
 O83  H10   H  HCR6  0   0.250   2.5966  -2.3992   1.1312
 O83  H12   H  HCR6  0   0.239   2.4766   1.6861  -0.1392
 O83  H13   H  HCH2  0   0.303  -2.0513  -1.9542   1.5545
 O83  H13A  H  HCH2  0   0.299  -3.2975  -0.7375   1.3377
 O83  H14   H  HCH1  0   0.200  -3.3702  -1.2478  -1.1379
 O83  H15   H  HCH2  0   0.209   4.5885  -1.3126   0.7621
 O83  H15A  H  HCH2  0   0.232   4.5620   0.3603   1.2779
 O83  H16   H  HCH3  0   0.233   6.5142   0.5320  -1.7769
 O83  H16A  H  HCH3  0   0.222   6.5205   0.9604  -0.0693
 O83  H16B  H  HCH3  0   0.193   6.6591  -0.7322  -0.5477

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
 O83  C1   N1    aromatic  1.378  0.020  1.378
 O83  C1   C2    aromatic  1.408  0.020  1.408
 O83  C1   C5    aromatic  1.391  0.020  1.391
 O83  F1   C14   single    1.362  0.020  1.362
 O83  N1   C4    aromatic  1.379  0.020  1.379
 O83  N1   C13   single    1.434  0.020  1.434
 O83  C2   C3    aromatic  1.441  0.020  1.441
 O83  C2   C8    aromatic  1.392  0.020  1.392
 O83  F2   C14   single    1.361  0.020  1.361
 O83  N2   C15   single    1.450  0.020  1.450
 O83  N2   C16   single    1.448  0.020  1.448
 O83  C3   C4    aromatic  1.408  0.020  1.408
 O83  C3   C12   aromatic  1.390  0.020  1.390
 O83  C4   C9    aromatic  1.389  0.020  1.389
 O83  C5   C6    aromatic  1.386  0.020  1.386
 O83  C6   C7    aromatic  1.399  0.020  1.399
 O83  C7   C8    aromatic  1.385  0.020  1.385
 O83  C9   C10   aromatic  1.386  0.020  1.386
 O83  C10  C11   aromatic  1.401  0.020  1.401
 O83  C11  C12   aromatic  1.389  0.020  1.389
 O83  C11  C15   single    1.506  0.020  1.506
 O83  C13  C14   single    1.514  0.020  1.514
 O83  N2   HN2   single    0.890  0.020  1.040
 O83  C5   H5    single    0.930  0.020  1.080
 O83  C6   H6    single    0.930  0.020  1.080
 O83  C7   H7    single    0.930  0.020  1.080
 O83  C8   H8    single    0.930  0.020  1.080
 O83  C9   H9    single    0.930  0.020  1.080
 O83  C10  H10   single    0.930  0.020  1.080
 O83  C12  H12   single    0.930  0.020  1.080
 O83  C13  H13   single    0.970  0.020  1.090
 O83  C13  H13A  single    0.970  0.020  1.090
 O83  C14  H14   single    0.970  0.020  1.090
 O83  C15  H15   single    0.970  0.020  1.090
 O83  C15  H15A  single    0.970  0.020  1.090
 O83  C16  H16   single    0.970  0.020  1.090
 O83  C16  H16A  single    0.970  0.020  1.090
 O83  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
 O83  C5    C1   C2    121.64  3.000
 O83  C5    C1   N1    129.29  3.000
 O83  C2    C1   N1    109.07  3.000
 O83  C13   N1   C4    125.81  3.000
 O83  C13   N1   C1    125.32  3.000
 O83  C4    N1   C1    108.83  3.000
 O83  C8    C2   C3    133.72  3.000
 O83  C8    C2   C1    119.75  3.000
 O83  C3    C2   C1    106.53  3.000
 O83  HN2   N2   C16   109.23  3.000
 O83  HN2   N2   C15   108.82  3.000
 O83  C16   N2   C15   112.38  3.000
 O83  C12   C3   C4    120.05  3.000
 O83  C12   C3   C2    133.44  3.000
 O83  C4    C3   C2    106.51  3.000
 O83  C9    C4   C3    121.17  3.000
 O83  C9    C4   N1    129.77  3.000
 O83  C3    C4   N1    109.05  3.000
 O83  H5    C5   C6    120.43  3.000
 O83  H5    C5   C1    122.04  3.000
 O83  C6    C5   C1    117.53  3.000
 O83  H6    C6   C7    119.38  3.000
 O83  H6    C6   C5    119.09  3.000
 O83  C7    C6   C5    121.53  3.000
 O83  H7    C7   C8    119.86  3.000
 O83  H7    C7   C6    119.53  3.000
 O83  C8    C7   C6    120.61  3.000
 O83  H8    C8   C7    120.43  3.000
 O83  H8    C8   C2    120.63  3.000
 O83  C7    C8   C2    118.94  3.000
 O83  H9    C9   C10   120.35  3.000
 O83  H9    C9   C4    122.12  3.000
 O83  C10   C9   C4    117.53  3.000
 O83  H10   C10  C11   118.86  3.000
 O83  H10   C10  C9    118.65  3.000
 O83  C11   C10  C9    122.49  3.000
 O83  C15   C11  C12   120.50  3.000
 O83  C15   C11  C10   120.31  3.000
 O83  C12   C11  C10   119.19  3.000
 O83  H12   C12  C11   120.03  3.000
 O83  H12   C12  C3    120.40  3.000
 O83  C11   C12  C3    119.57  3.000
 O83  H13A  C13  H13   107.03  3.000
 O83  H13A  C13  C14   109.15  3.000
 O83  H13   C13  C14   109.71  3.000
 O83  H13A  C13  N1    109.70  3.000
 O83  H13   C13  N1    109.67  3.000
 O83  C14   C13  N1    111.47  3.000
 O83  H14   C14  C13   113.55  3.000
 O83  H14   C14  F2    108.60  3.000
 O83  C13   C14  F2    109.16  3.000
 O83  H14   C14  F1    108.20  3.000
 O83  C13   C14  F1    110.00  3.000
 O83  F2    C14  F1    107.12  3.000
 O83  H15A  C15  H15   105.67  3.000
 O83  H15A  C15  C11   109.62  3.000
 O83  H15   C15  C11   109.10  3.000
 O83  H15A  C15  N2    107.58  3.000
 O83  H15   C15  N2    112.94  3.000
 O83  C11   C15  N2    111.71  3.000
 O83  H16B  C16  H16A  107.25  3.000
 O83  H16B  C16  H16   107.86  3.000
 O83  H16A  C16  H16   107.60  3.000
 O83  H16B  C16  N2    114.26  3.000
 O83  H16A  C16  N2    109.76  3.000
 O83  H16   C16  N2    109.88  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
 O83  CONST_01  C3   C4   N1   C1     0.00   0.0  0
 O83  CONST_02  C9   C4   N1   C1   180.00   0.0  0
 O83  CONST_03  C4   C3   C2   C1     0.00   0.0  0
 O83  CONST_04  C12  C3   C2   C1   180.00   0.0  0
 O83  CONST_05  C7   C8   C2   C1     0.00   0.0  0
 O83  CONST_06  C7   C6   C5   C1     0.00   0.0  0
 O83  CONST_07  C3   C2   C1   N1     0.00   0.0  0
 O83  CONST_08  C8   C2   C1   N1   180.00   0.0  0
 O83  CONST_09  C6   C5   C1   N1   180.00   0.0  0
 O83  CONST_10  C2   C3   C4   N1     0.00   0.0  0
 O83  CONST_11  C12  C3   C4   N1   180.00   0.0  0
 O83  CONST_12  C10  C9   C4   N1   180.00   0.0  0
 O83  CONST_13  C4   N1   C1   C2     0.00   0.0  0
 O83  CONST_14  C6   C5   C1   C2     0.00   0.0  0
 O83  CONST_15  C9   C4   C3   C2   180.00   0.0  0
 O83  CONST_16  C11  C12  C3   C2   180.00   0.0  0
 O83  CONST_17  C6   C7   C8   C2     0.00   0.0  0
 O83  CONST_18  C5   C1   C2   C3   180.00   0.0  0
 O83  CONST_19  C7   C8   C2   C3   180.00   0.0  0
 O83  CONST_20  C10  C9   C4   C3     0.00   0.0  0
 O83  CONST_21  C10  C11  C12  C3     0.00   0.0  0
 O83  CONST_22  C5   C1   N1   C4   180.00   0.0  0
 O83  CONST_23  C8   C2   C3   C4   180.00   0.0  0
 O83  CONST_24  C11  C12  C3   C4     0.00   0.0  0
 O83  CONST_25  C11  C10  C9   C4     0.00   0.0  0
 O83  CONST_26  C8   C2   C1   C5     0.00   0.0  0
 O83  CONST_27  C8   C7   C6   C5     0.00   0.0  0
 O83  CONST_28  C12  C3   C2   C8     0.00   0.0  0
 O83  CONST_29  C12  C3   C4   C9     0.00   0.0  0
 O83  CONST_30  C12  C11  C10  C9     0.00   0.0  0
 O83  CONST_31  C13  N1   C1   C2   180.00   0.0  0
 O83  CONST_32  C13  N1   C4   C3   180.00   0.0  0
 O83  CONST_33  C15  C11  C12  C3   180.00   0.0  0
 O83  CONST_34  C13  N1   C1   C5     0.00   0.0  0
 O83  CONST_35  C13  N1   C4   C9     0.00   0.0  0
 O83  CONST_36  C15  C11  C10  C9   180.00   0.0  0
 O83  CONST_37  H8   C8   C2   C1   180.00   0.0  0
 O83  CONST_38  H6   C6   C5   C1   180.00   0.0  0
 O83  CONST_39  H5   C5   C1   N1     0.00   0.0  0
 O83  CONST_40  H9   C9   C4   N1     0.00   0.0  0
 O83  CONST_41  H12  C12  C3   C2     0.00   0.0  0
 O83  CONST_42  H7   C7   C8   C2   180.00   0.0  0
 O83  CONST_43  H10  C10  C9   C4   180.00   0.0  0
 O83  Var_01    C14  C13  N1   C1    84.71  30.0  2
 O83  Var_02    C10  C11  C15  N2   127.89  30.0  3
 O83  Var_03    N1   C13  C14  F1    61.15  30.0  3
 O83  Var_04    C16  N2   C15  C11  179.31  30.0  2
 O83  Var_05    H16  C16  N2   C15  176.68  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
 O83  plan-1  C1   0.020
 O83  plan-1  N1   0.020
 O83  plan-1  C2   0.020
 O83  plan-1  C3   0.020
 O83  plan-1  C4   0.020
 O83  plan-1  C5   0.020
 O83  plan-1  C6   0.020
 O83  plan-1  C7   0.020
 O83  plan-1  C8   0.020
 O83  plan-1  C9   0.020
 O83  plan-1  C10  0.020
 O83  plan-1  C11  0.020
 O83  plan-1  C12  0.020
 O83  plan-1  C13  0.020
 O83  plan-1  C15  0.020
 O83  plan-1  H5   0.020
 O83  plan-1  H6   0.020
 O83  plan-1  H7   0.020
 O83  plan-1  H8   0.020
 O83  plan-1  H9   0.020
 O83  plan-1  H10  0.020
 O83  plan-1  H12  0.020

