# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:11:35 2022
#   Inital geometry file: a 105 line input string
#   Ligand name: 3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N-methylpropan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCCC=C1c2ccccc2CCc3ccccc13
#
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
 21B  21B  3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N-methylpropan-1-amine  ligand  41  20  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_21B
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
 21B  C16  C  CH3   0  -0.517   5.1942   2.6743  -1.0427
 21B  N    N  NH1   0  -0.594   4.4760   1.7817  -0.1566
 21B  C15  C  CH2   0  -0.251   3.0384   1.9213  -0.2691
 21B  C14  C  CH2   0  -0.513   2.3196   0.9709   0.6837
 21B  C13  C  C1    0  -0.214   0.8409   1.1848   0.6471
 21B  C4   C  C     0  -0.025  -0.1252   0.2745   0.4821
 21B  C3   C  CR6   0   0.036   0.1179  -1.1896   0.4237
 21B  C17  C  CR16  0  -0.294   0.8790  -1.7552   1.4550
 21B  C18  C  CR16  0  -0.262   1.1377  -3.1123   1.5160
 21B  C    C  CR16  0  -0.254   0.6243  -3.9451   0.5308
 21B  C5   C  CR6   0   0.040  -1.5392   0.7151   0.4065
 21B  C10  C  CR16  0  -0.298  -2.1694   1.3188   1.4896
 21B  C9   C  CR16  0  -0.262  -3.4921   1.7338   1.3948
 21B  C8   C  CR16  0  -0.253  -4.1905   1.5428   0.2113
 21B  C7   C  CR16  0  -0.323  -3.5613   0.9440  -0.8737
 21B  C6   C  CR6   0   0.112  -2.2380   0.5276  -0.7896
 21B  C11  C  CH2   0  -0.541  -1.5313  -0.1159  -1.9443
 21B  C12  C  CH2   0  -0.500  -1.2842  -1.6047  -1.7253
 21B  C2   C  CR6   0   0.060  -0.4185  -2.0329  -0.5604
 21B  C1   C  CR16  0  -0.282  -0.1425  -3.4008  -0.4837
 21B  H1   H  HCH3  0   0.231   6.2672   2.5054  -0.9497
 21B  H2   H  HCH3  0   0.192   4.9274   2.5683  -2.1037
 21B  H3   H  HCH3  0   0.221   5.0000   3.7112  -0.7613
 21B  H4   H  HNH1  0   0.342   4.7283   0.8270  -0.3825
 21B  H6   H  HCH2  0   0.217   2.7733   2.9537  -0.0187
 21B  H7   H  HCH2  0   0.192   2.6717   1.7511  -1.2948
 21B  H8   H  HCH2  0   0.242   2.5750  -0.0610   0.4338
 21B  H9   H  HCH2  0   0.241   2.6934   1.1532   1.6974
 21B  H10  H  H     0   0.237   0.5259   2.2229   0.7280
 21B  H11  H  HCR6  0   0.256   1.2602  -1.1092   2.2361
 21B  H12  H  HCR6  0   0.253   1.7259  -3.5163   2.3297
 21B  H13  H  HCR6  0   0.253   0.8152  -5.0103   0.5553
 21B  H14  H  HCR6  0   0.246  -1.6221   1.4584   2.4140
 21B  H15  H  HCR6  0   0.253  -3.9732   2.2019   2.2438
 21B  H16  H  HCR6  0   0.252  -5.2212   1.8627   0.1280
 21B  H17  H  HCR6  0   0.246  -4.1038   0.8079  -1.8021
 21B  H18  H  HCH2  0   0.258  -2.1286  -0.0067  -2.8515
 21B  H19  H  HCH2  0   0.249  -0.5822   0.3936  -2.1344
 21B  H20  H  HCH2  0   0.251  -2.2533  -2.1032  -1.6237
 21B  H21  H  HCH2  0   0.257  -0.8429  -2.0139  -2.6382
 21B  H22  H  HCR6  0   0.248  -0.5473  -4.0536  -1.2493

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
 21B  C16  N    single    1.448  0.020  1.448
 21B  N    C15  single    1.449  0.020  1.449
 21B  C1   C    aromatic  1.383  0.020  1.383
 21B  C1   C2   aromatic  1.398  0.020  1.398
 21B  C12  C2   single    1.513  0.020  1.513
 21B  C12  C11  single    1.525  0.020  1.525
 21B  C    C18  aromatic  1.388  0.020  1.388
 21B  C2   C3   aromatic  1.403  0.020  1.403
 21B  C15  C14  single    1.526  0.020  1.526
 21B  C18  C17  aromatic  1.383  0.020  1.383
 21B  C13  C14  single    1.495  0.020  1.495
 21B  C13  C4   double    1.338  0.020  1.338
 21B  C3   C17  aromatic  1.401  0.020  1.401
 21B  C3   C4   single    1.485  0.020  1.485
 21B  C11  C6   single    1.499  0.020  1.499
 21B  C4   C5   single    1.483  0.020  1.483
 21B  C6   C5   aromatic  1.398  0.020  1.398
 21B  C6   C7   aromatic  1.390  0.020  1.390
 21B  C5   C10  aromatic  1.391  0.020  1.391
 21B  C7   C8   aromatic  1.390  0.020  1.390
 21B  C10  C9   aromatic  1.389  0.020  1.389
 21B  C8   C9   aromatic  1.387  0.020  1.387
 21B  C16  H1   single    0.970  0.020  1.090
 21B  C16  H2   single    0.970  0.020  1.090
 21B  C16  H3   single    0.970  0.020  1.090
 21B  N    H4   single    0.890  0.020  1.040
 21B  C15  H6   single    0.970  0.020  1.090
 21B  C15  H7   single    0.970  0.020  1.090
 21B  C14  H8   single    0.970  0.020  1.090
 21B  C14  H9   single    0.970  0.020  1.090
 21B  C13  H10  single    0.930  0.020  1.080
 21B  C17  H11  single    0.930  0.020  1.080
 21B  C18  H12  single    0.930  0.020  1.080
 21B  C    H13  single    0.930  0.020  1.080
 21B  C10  H14  single    0.930  0.020  1.080
 21B  C9   H15  single    0.930  0.020  1.080
 21B  C8   H16  single    0.930  0.020  1.080
 21B  C7   H17  single    0.930  0.020  1.080
 21B  C11  H18  single    0.970  0.020  1.090
 21B  C11  H19  single    0.970  0.020  1.090
 21B  C12  H20  single    0.970  0.020  1.090
 21B  C12  H21  single    0.970  0.020  1.090
 21B  C1   H22  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
 21B  H3   C16  H2   107.29  3.000
 21B  H3   C16  H1   107.47  3.000
 21B  H2   C16  H1   107.84  3.000
 21B  H3   C16  N    109.84  3.000
 21B  H2   C16  N    114.25  3.000
 21B  H1   C16  N    109.90  3.000
 21B  H4   N    C15  108.71  3.000
 21B  H4   N    C16  108.72  3.000
 21B  C15  N    C16  112.66  3.000
 21B  H7   C15  H6   106.13  3.000
 21B  H7   C15  C14  109.16  3.000
 21B  H6   C15  C14  109.30  3.000
 21B  H7   C15  N    112.79  3.000
 21B  H6   C15  N    108.27  3.000
 21B  C14  C15  N    111.04  3.000
 21B  H9   C14  H8   106.81  3.000
 21B  H9   C14  C13  109.65  3.000
 21B  H8   C14  C13  111.16  3.000
 21B  H9   C14  C15  108.26  3.000
 21B  H8   C14  C15  109.61  3.000
 21B  C13  C14  C15  111.20  3.000
 21B  H10  C13  C4   116.71  3.000
 21B  H10  C13  C14  114.91  3.000
 21B  C4   C13  C14  128.33  3.000
 21B  C5   C4   C3   116.55  3.000
 21B  C5   C4   C13  119.52  3.000
 21B  C3   C4   C13  123.88  3.000
 21B  C2   C3   C17  118.78  3.000
 21B  C17  C3   C4   117.25  3.000
 21B  C2   C3   C4   123.89  3.000
 21B  H11  C17  C18  119.19  3.000
 21B  H11  C17  C3   118.77  3.000
 21B  C18  C17  C3   122.03  3.000
 21B  H12  C18  C    120.70  3.000
 21B  H12  C18  C17  120.08  3.000
 21B  C    C18  C17  119.22  3.000
 21B  H13  C    C1   120.10  3.000
 21B  H13  C    C18  120.60  3.000
 21B  C1   C    C18  119.30  3.000
 21B  C6   C5   C10  119.87  3.000
 21B  C10  C5   C4   121.42  3.000
 21B  C6   C5   C4   118.71  3.000
 21B  H14  C10  C9   120.04  3.000
 21B  H14  C10  C5   119.44  3.000
 21B  C9   C10  C5   120.52  3.000
 21B  H15  C9   C8   120.33  3.000
 21B  H15  C9   C10  119.92  3.000
 21B  C8   C9   C10  119.75  3.000
 21B  H16  C8   C7   119.89  3.000
 21B  H16  C8   C9   120.29  3.000
 21B  C7   C8   C9   119.83  3.000
 21B  H17  C7   C6   119.39  3.000
 21B  H17  C7   C8   119.75  3.000
 21B  C6   C7   C8   120.86  3.000
 21B  C11  C6   C7   122.07  3.000
 21B  C7   C6   C5   119.18  3.000
 21B  C11  C6   C5   118.75  3.000
 21B  H19  C11  H18  106.48  3.000
 21B  H19  C11  C12  109.82  3.000
 21B  H18  C11  C12  107.80  3.000
 21B  H19  C11  C6   110.06  3.000
 21B  H18  C11  C6   109.83  3.000
 21B  C12  C11  C6   112.64  3.000
 21B  H21  C12  H20  105.33  3.000
 21B  H21  C12  C2   107.81  3.000
 21B  H20  C12  C2   107.83  3.000
 21B  H21  C12  C11  108.11  3.000
 21B  H20  C12  C11  108.34  3.000
 21B  C2   C12  C11  118.65  3.000
 21B  C1   C2   C12  115.60  3.000
 21B  C12  C2   C3   126.07  3.000
 21B  C1   C2   C3   118.33  3.000
 21B  H22  C1   C2   118.47  3.000
 21B  H22  C1   C    119.19  3.000
 21B  C2   C1   C    122.33  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
 21B  CONST_01  C    C18  C17  C3      0.00   0.0  0
 21B  CONST_02  C1   C    C18  C17     0.00   0.0  0
 21B  CONST_03  C2   C1   C    C18     0.00   0.0  0
 21B  CONST_04  C8   C9   C10  C5      0.00   0.0  0
 21B  CONST_05  C7   C8   C9   C10     0.00   0.0  0
 21B  CONST_06  C6   C7   C8   C9      0.00   0.0  0
 21B  CONST_07  H12  C18  C17  C3    180.00   0.0  0
 21B  CONST_08  H13  C    C18  C17   180.00   0.0  0
 21B  CONST_09  H22  C1   C    C18   180.00   0.0  0
 21B  CONST_10  H11  C17  C18  C     180.00   0.0  0
 21B  CONST_11  H15  C9   C10  C5    180.00   0.0  0
 21B  CONST_12  H16  C8   C9   C10   180.00   0.0  0
 21B  CONST_13  H17  C7   C8   C9    180.00   0.0  0
 21B  CONST_14  H14  C10  C9   C8    180.00   0.0  0
 21B  Var_01    C4   C13  C14  C15   129.27  30.0  2
 21B  Var_02    C14  C15  N    C16  -179.71  30.0  3
 21B  Var_03    C13  C14  C15  N     175.65  30.0  3
 21B  Var_04    H1   C16  N    C15  -177.84  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
 21B  plan-1  C14  0.020
 21B  plan-1  C13  0.020
 21B  plan-1  C4   0.020
 21B  plan-1  C3   0.020
 21B  plan-1  C5   0.020
 21B  plan-1  H10  0.020
 21B  plan-2  C4   0.020
 21B  plan-2  C5   0.020
 21B  plan-2  C10  0.020
 21B  plan-2  C9   0.020
 21B  plan-2  C8   0.020
 21B  plan-2  C7   0.020
 21B  plan-2  C6   0.020
 21B  plan-2  C11  0.020
 21B  plan-2  H14  0.020
 21B  plan-2  H15  0.020
 21B  plan-2  H16  0.020
 21B  plan-2  H17  0.020
 21B  plan-3  C4   0.020
 21B  plan-3  C3   0.020
 21B  plan-3  C17  0.020
 21B  plan-3  C18  0.020
 21B  plan-3  C    0.020
 21B  plan-3  C12  0.020
 21B  plan-3  C2   0.020
 21B  plan-3  C1   0.020
 21B  plan-3  H11  0.020
 21B  plan-3  H12  0.020
 21B  plan-3  H13  0.020
 21B  plan-3  H22  0.020

