# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 21:25:04 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: (3~{S})-19-chloranyl-~{N}-(1-cyanocyclopropyl)-8-methoxy-5-oxidanylidene-12,17-dioxa-4-azatricyclo[16.2.2.0^{6,11}]docosa-1(20),6(11),7,9,18,21-hexaene-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2OCCCCOc3ccc(C[C@H](NC(=O)c2c1)C(=O)NC4(CC4)C#N)cc3Cl
#
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
 C2W  C2W  (3~{S})-19-chloranyl-~{N}-(1-cyanocyclopropyl)-8-methoxy-5-oxidanylidene-12,17-dioxa-4-azatricyclo[16.2.2.0^{6,11}]docosa-1(20),6(11),7,9,18,21-hexaene-3-carboxamide  ligand  60  34  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_C2W
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
 C2W  CL1  CL  CL    0  -0.107  -3.4978  -1.7881  -2.6434
 C2W  CBA  C   CR6   0  -0.112  -2.4489  -2.2438  -1.3469
 C2W  CD2  C   CR16  0  -0.284  -1.0755  -2.1626  -1.5149
 C2W  CG   C   CR6   0   0.138  -0.2222  -2.4792  -0.4671
 C2W  CB   C   CH2   0  -0.533   1.2532  -2.2345  -0.5820
 C2W  CD1  C   CR16  0  -0.279  -0.7726  -2.9394   0.7259
 C2W  CAI  C   CR16  0  -0.314  -2.1438  -3.0127   0.8932
 C2W  CBD  C   CR6   0   0.372  -3.0032  -2.6303  -0.1312
 C2W  OAW  O   O2    0  -0.487  -4.3446  -2.5710   0.0501
 C2W  CAO  C   CH2   0  -0.177  -4.7456  -1.5530   0.9818
 C2W  CAM  C   CH2   0  -0.476  -4.2918  -0.1680   0.5502
 C2W  CAN  C   CH2   0  -0.458  -4.4381   0.8805   1.6474
 C2W  CAP  C   CH2   0  -0.193  -3.7080   2.1614   1.2922
 C2W  OAX  O   O2    0  -0.462  -2.3184   1.8680   1.2383
 C2W  CBE  C   CR6   0   0.371  -1.4885   2.7060   0.5931
 C2W  CAJ  C   CR16  0  -0.369  -1.8409   3.9792   0.1666
 C2W  CAH  C   CR16  0  -0.366  -0.9386   4.7843  -0.5235
 C2W  CBC  C   CR6   0   0.374   0.3381   4.3225  -0.8085
 C2W  OAV  O   O2    0  -0.476   1.2827   5.0204  -1.4743
 C2W  CAA  C   CH3   0  -0.437   0.9523   6.3145  -1.9344
 C2W  CAL  C   CR16  0  -0.350   0.6983   3.0455  -0.3788
 C2W  CBF  C   CR6   0  -0.163  -0.1909   2.2432   0.3189
 C2W  CAY  C   C     0   0.542   0.2970   0.9326   0.8520
 C2W  OAC  O   O     0  -0.467   0.1819   0.6320   2.0270
 C2W  N    N   NH1   0  -0.621   0.9156   0.1536  -0.0615
 C2W  CA   C   CH1   0  -0.229   1.6605  -1.0237   0.2821
 C2W  C    C   C     0   0.573   3.1562  -0.7676   0.1208
 C2W  O    O   O     0  -0.450   3.6020   0.0581  -0.6507
 C2W  NAU  N   NH1   0  -0.664   3.9430  -1.5731   0.8689
 C2W  CBH  C   CT    0   0.085   5.3573  -1.5044   0.7895
 C2W  CAF  C   CSP   0   0.115   5.9434  -0.3381   1.4064
 C2W  NAB  N   NS    0  -0.264   6.4064   0.5939   1.8987
 C2W  CAQ  C   CH2   0  -0.451   6.0556  -2.0599  -0.4268
 C2W  CAR  C   CH2   0  -0.470   6.1335  -2.7945   0.8597
 C2W  H1   H   HCR6  0   0.273  -0.6736  -1.8125  -2.4573
 C2W  H2   H   HCH2  0   0.278   1.8180  -3.1080  -0.2492
 C2W  H3   H   HCH2  0   0.274   1.5304  -2.0530  -1.6232
 C2W  H4   H   HCR6  0   0.259  -0.1261  -3.2194   1.5495
 C2W  H5   H   HCR6  0   0.276  -2.5557  -3.3439   1.8384
 C2W  H6   H   HCH2  0   0.249  -5.8317  -1.6226   1.0418
 C2W  H7   H   HCH2  0   0.217  -4.3441  -1.7849   1.9747
 C2W  H8   H   HCH2  0   0.248  -3.2363  -0.2147   0.2744
 C2W  H9   H   HCH2  0   0.235  -4.8385   0.1460  -0.3429
 C2W  H10  H   HCH2  0   0.243  -5.4887   1.1272   1.8168
 C2W  H11  H   HCH2  0   0.234  -4.0517   0.4984   2.5972
 C2W  H12  H   HCH2  0   0.221  -4.0593   2.5320   0.3224
 C2W  H13  H   HCH2  0   0.238  -3.9018   2.9403   2.0368
 C2W  H14  H   HCR6  0   0.286  -2.8259   4.3797   0.3652
 C2W  H15  H   HCR6  0   0.286  -1.2646   5.7699  -0.8262
 C2W  H16  H   HCH3  0   0.259   1.8251   6.6880  -2.4644
 C2W  H17  H   HCH3  0   0.227   0.1029   6.2996  -2.6225
 C2W  H18  H   HCH3  0   0.227   0.7243   6.9961  -1.1102
 C2W  H19  H   HCR6  0   0.270   1.7021   2.6873  -0.5798
 C2W  H20  H   HNH1  0   0.405   0.9608   0.4753  -1.0159
 C2W  H21  H   HCH1  0   0.299   1.4451  -1.2547   1.3266
 C2W  H22  H   HNH1  0   0.420   3.5355  -2.1212   1.6118
 C2W  H23  H   HCH2  0   0.290   5.4089  -2.4443  -1.2039
 C2W  H24  H   HCH2  0   0.288   6.9319  -1.5327  -0.7783
 C2W  H25  H   HCH2  0   0.291   7.0627  -2.7862   1.4124
 C2W  H26  H   HCH2  0   0.294   5.5367  -3.6891   0.9811

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
 C2W  CL1  CBA  single    1.729  0.020  1.729
 C2W  CAA  OAV  single    1.413  0.020  1.413
 C2W  CAO  OAW  single    1.437  0.020  1.437
 C2W  CAO  CAM  single    1.520  0.020  1.520
 C2W  CAH  CAJ  aromatic  1.392  0.020  1.392
 C2W  CAH  CBC  aromatic  1.387  0.020  1.387
 C2W  OAW  CBD  single    1.355  0.020  1.355
 C2W  CAJ  CBE  single    1.388  0.020  1.388
 C2W  CBA  CBD  aromatic  1.391  0.020  1.391
 C2W  CBA  CD2  aromatic  1.386  0.020  1.386
 C2W  OAV  CBC  single    1.350  0.020  1.350
 C2W  CAP  CAN  single    1.517  0.020  1.517
 C2W  CAP  OAX  single    1.421  0.020  1.421
 C2W  CBC  CAL  aromatic  1.395  0.020  1.395
 C2W  CBD  CAI  aromatic  1.391  0.020  1.391
 C2W  CAM  CAN  single    1.525  0.020  1.525
 C2W  CD2  CG   aromatic  1.388  0.020  1.388
 C2W  CBE  OAX  single    1.344  0.020  1.344
 C2W  CBE  CBF  aromatic  1.405  0.020  1.405
 C2W  CAL  CBF  single    1.386  0.020  1.386
 C2W  CBF  CAY  single    1.497  0.020  1.497
 C2W  CAI  CD1  aromatic  1.383  0.020  1.383
 C2W  CG   CD1  aromatic  1.392  0.020  1.392
 C2W  CG   CB   single    1.500  0.020  1.500
 C2W  N    CAY  single    1.350  0.020  1.350
 C2W  N    CA   single    1.435  0.020  1.435
 C2W  CAY  OAC  double    1.218  0.020  1.218
 C2W  CB   CA   single    1.542  0.020  1.542
 C2W  CA   C    single    1.526  0.020  1.526
 C2W  O    C    double    1.215  0.020  1.215
 C2W  C    NAU  single    1.352  0.020  1.352
 C2W  NAU  CBH  single    1.418  0.020  1.418
 C2W  CBH  CAR  single    1.507  0.020  1.507
 C2W  CBH  CAF  single    1.444  0.020  1.444
 C2W  CBH  CAQ  single    1.508  0.020  1.508
 C2W  CAR  CAQ  single    1.484  0.020  1.484
 C2W  CAF  NAB  triple    1.151  0.020  1.151
 C2W  CD2  H1   single    0.930  0.020  1.080
 C2W  CB   H2   single    0.970  0.020  1.090
 C2W  CB   H3   single    0.970  0.020  1.090
 C2W  CD1  H4   single    0.930  0.020  1.080
 C2W  CAI  H5   single    0.930  0.020  1.080
 C2W  CAO  H6   single    0.970  0.020  1.090
 C2W  CAO  H7   single    0.970  0.020  1.090
 C2W  CAM  H8   single    0.970  0.020  1.090
 C2W  CAM  H9   single    0.970  0.020  1.090
 C2W  CAN  H10  single    0.970  0.020  1.090
 C2W  CAN  H11  single    0.970  0.020  1.090
 C2W  CAP  H12  single    0.970  0.020  1.090
 C2W  CAP  H13  single    0.970  0.020  1.090
 C2W  CAJ  H14  single    0.930  0.020  1.080
 C2W  CAH  H15  single    0.930  0.020  1.080
 C2W  CAA  H16  single    0.970  0.020  1.090
 C2W  CAA  H17  single    0.970  0.020  1.090
 C2W  CAA  H18  single    0.970  0.020  1.090
 C2W  CAL  H19  single    0.930  0.020  1.080
 C2W  N    H20  single    0.860  0.020  1.020
 C2W  CA   H21  single    0.970  0.020  1.090
 C2W  NAU  H22  single    0.860  0.020  1.020
 C2W  CAQ  H23  single    0.970  0.020  1.090
 C2W  CAQ  H24  single    0.970  0.020  1.090
 C2W  CAR  H25  single    0.970  0.020  1.090
 C2W  CAR  H26  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
 C2W  CBD  CBA  CD2  121.14  3.000
 C2W  CD2  CBA  CL1  119.66  3.000
 C2W  CBD  CBA  CL1  119.14  3.000
 C2W  H1   CD2  CG   120.18  3.000
 C2W  H1   CD2  CBA  119.49  3.000
 C2W  CG   CD2  CBA  120.29  3.000
 C2W  CD1  CG   CB   120.56  3.000
 C2W  CB   CG   CD2  120.64  3.000
 C2W  CD1  CG   CD2  118.64  3.000
 C2W  H3   CB   H2   106.98  3.000
 C2W  H3   CB   CA   109.66  3.000
 C2W  H2   CB   CA   108.70  3.000
 C2W  H3   CB   CG   110.46  3.000
 C2W  H2   CB   CG   110.78  3.000
 C2W  CA   CB   CG   110.18  3.000
 C2W  H4   CD1  CAI  119.06  3.000
 C2W  H4   CD1  CG   120.05  3.000
 C2W  CAI  CD1  CG   120.87  3.000
 C2W  H5   CAI  CBD  119.47  3.000
 C2W  H5   CAI  CD1  119.92  3.000
 C2W  CBD  CAI  CD1  120.59  3.000
 C2W  OAW  CBD  CAI  121.68  3.000
 C2W  CAI  CBD  CBA  118.29  3.000
 C2W  OAW  CBD  CBA  119.96  3.000
 C2W  CAO  OAW  CBD  113.20  3.000
 C2W  H7   CAO  H6   107.55  3.000
 C2W  H7   CAO  CAM  109.92  3.000
 C2W  H6   CAO  CAM  111.80  3.000
 C2W  H7   CAO  OAW  109.59  3.000
 C2W  H6   CAO  OAW  105.57  3.000
 C2W  CAM  CAO  OAW  112.21  3.000
 C2W  H9   CAM  H8   106.82  3.000
 C2W  H9   CAM  CAN  110.02  3.000
 C2W  H8   CAM  CAN  107.69  3.000
 C2W  H9   CAM  CAO  110.15  3.000
 C2W  H8   CAM  CAO  108.75  3.000
 C2W  CAN  CAM  CAO  113.18  3.000
 C2W  H11  CAN  H10  106.49  3.000
 C2W  H11  CAN  CAP  109.17  3.000
 C2W  H10  CAN  CAP  107.98  3.000
 C2W  H11  CAN  CAM  110.52  3.000
 C2W  H10  CAN  CAM  111.05  3.000
 C2W  CAP  CAN  CAM  111.47  3.000
 C2W  H13  CAP  H12  107.73  3.000
 C2W  H13  CAP  OAX  110.22  3.000
 C2W  H12  CAP  OAX  110.47  3.000
 C2W  H13  CAP  CAN  110.88  3.000
 C2W  H12  CAP  CAN  109.79  3.000
 C2W  OAX  CAP  CAN  107.77  3.000
 C2W  CBE  OAX  CAP  119.54  3.000
 C2W  CBF  CBE  CAJ  118.47  3.000
 C2W  CBF  CBE  OAX  117.29  3.000
 C2W  CAJ  CBE  OAX  124.22  3.000
 C2W  H14  CAJ  CAH  117.84  3.000
 C2W  H14  CAJ  CBE  120.95  3.000
 C2W  CAH  CAJ  CBE  121.20  3.000
 C2W  H15  CAH  CBC  121.56  3.000
 C2W  H15  CAH  CAJ  118.06  3.000
 C2W  CBC  CAH  CAJ  120.38  3.000
 C2W  CAL  CBC  OAV  116.40  3.000
 C2W  CAL  CBC  CAH  118.63  3.000
 C2W  OAV  CBC  CAH  124.97  3.000
 C2W  CAA  OAV  CBC  118.07  3.000
 C2W  H18  CAA  H17  108.71  3.000
 C2W  H18  CAA  H16  108.70  3.000
 C2W  H17  CAA  H16  108.75  3.000
 C2W  H18  CAA  OAV  111.98  3.000
 C2W  H17  CAA  OAV  111.97  3.000
 C2W  H16  CAA  OAV  106.60  3.000
 C2W  H19  CAL  CBF  119.73  3.000
 C2W  H19  CAL  CBC  118.96  3.000
 C2W  CBF  CAL  CBC  121.29  3.000
 C2W  CAY  CBF  CAL  118.49  3.000
 C2W  CAY  CBF  CBE  121.35  3.000
 C2W  CAL  CBF  CBE  120.01  3.000
 C2W  N    CAY  OAC  123.60  3.000
 C2W  OAC  CAY  CBF  121.92  3.000
 C2W  N    CAY  CBF  114.43  3.000
 C2W  H20  N    CA   117.72  3.000
 C2W  H20  N    CAY  118.48  3.000
 C2W  CA   N    CAY  123.30  3.000
 C2W  H21  CA   C    109.28  3.000
 C2W  H21  CA   N    107.48  3.000
 C2W  C    CA   N    110.23  3.000
 C2W  H21  CA   CB   108.54  3.000
 C2W  C    CA   CB   109.35  3.000
 C2W  N    CA   CB   111.89  3.000
 C2W  NAU  C    O    122.88  3.000
 C2W  NAU  C    CA   114.33  3.000
 C2W  O    C    CA   122.74  3.000
 C2W  H22  NAU  CBH  118.05  3.000
 C2W  H22  NAU  C    119.74  3.000
 C2W  CBH  NAU  C    121.37  3.000
 C2W  CAR  CBH  CAQ   58.93  3.000
 C2W  CAQ  CBH  CAF  117.01  3.000
 C2W  CAR  CBH  CAF  117.55  3.000
 C2W  CAQ  CBH  NAU  119.27  3.000
 C2W  CAF  CBH  NAU  114.84  3.000
 C2W  CAR  CBH  NAU  118.00  3.000
 C2W  NAB  CAF  CBH  180.00  3.000
 C2W  H24  CAQ  H23  115.11  3.000
 C2W  H24  CAQ  CAR  118.73  3.000
 C2W  H23  CAQ  CAR  118.59  3.000
 C2W  H24  CAQ  CBH  117.23  3.000
 C2W  H23  CAQ  CBH  115.68  3.000
 C2W  CAR  CAQ  CBH   60.49  3.000
 C2W  H26  CAR  H25  115.01  3.000
 C2W  H26  CAR  CAQ  118.53  3.000
 C2W  H25  CAR  CAQ  118.99  3.000
 C2W  H26  CAR  CBH  115.39  3.000
 C2W  H25  CAR  CBH  117.38  3.000
 C2W  CAQ  CAR  CBH   60.58  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
 C2W  CONST_01  CD1  CAI  CBD  CBA     0.00   0.0  0
 C2W  CONST_02  CD1  CG   CD2  CBA     0.00   0.0  0
 C2W  CONST_03  CAI  CBD  CBA  CD2     0.00   0.0  0
 C2W  CONST_04  CAI  CD1  CG   CD2     0.00   0.0  0
 C2W  CONST_05  CBD  CBA  CD2  CG      0.00   0.0  0
 C2W  CONST_06  CBD  CAI  CD1  CG      0.00   0.0  0
 C2W  CONST_07  CBC  CAH  CAJ  CBE     0.00   0.0  0
 C2W  CONST_08  CBC  CAL  CBF  CBE     0.00   0.0  0
 C2W  CONST_09  CAL  CBC  CAH  CAJ     0.00   0.0  0
 C2W  CONST_10  CAL  CBF  CBE  CAJ     0.00   0.0  0
 C2W  CONST_11  CBF  CBE  CAJ  CAH     0.00   0.0  0
 C2W  CONST_12  CBF  CAL  CBC  CAH     0.00   0.0  0
 C2W  CONST_13  CA   N    CAY  CBF   180.00   0.0  0
 C2W  CONST_14  OAW  CBD  CBA  CL1     0.00   0.0  0
 C2W  CONST_15  CAI  CBD  CBA  CL1   180.00   0.0  0
 C2W  CONST_16  CG   CD2  CBA  CL1   180.00   0.0  0
 C2W  CONST_17  OAV  CBC  CAH  CAJ   180.00   0.0  0
 C2W  CONST_18  CBF  CAL  CBC  OAV   180.00   0.0  0
 C2W  CONST_19  CA   N    CAY  OAC     0.00   0.0  0
 C2W  CONST_20  H5   CAI  CBD  CBA   180.00   0.0  0
 C2W  CONST_21  H4   CD1  CG   CD2   180.00   0.0  0
 C2W  CONST_22  H1   CD2  CG   CB      0.00   0.0  0
 C2W  CONST_23  H14  CAJ  CBE  OAX     0.00   0.0  0
 C2W  CONST_24  H15  CAH  CAJ  CBE   180.00   0.0  0
 C2W  CONST_25  H19  CAL  CBF  CBE   180.00   0.0  0
 C2W  CONST_26  H20  N    CAY  CBF     0.00   0.0  0
 C2W  CONST_27  CBH  NAU  C    CA    180.00   0.0  0
 C2W  CONST_28  CBH  NAU  C    O       0.00   0.0  0
 C2W  CONST_29  H22  NAU  C    CA      0.00   0.0  0
 C2W  Var_01    CA   CB   CG   CD2   106.58  30.0  1
 C2W  Var_02    CAM  CAO  OAW  CBD    58.65  30.0  1
 C2W  Var_03    CAN  CAM  CAO  OAW  -167.75  30.0  1
 C2W  Var_04    CAP  CAN  CAM  CAO   167.67  30.0  1
 C2W  Var_05    OAX  CAP  CAN  CAM   -64.98  30.0  1
 C2W  Var_06    CAJ  CBE  OAX  CAP    12.15  30.0  1
 C2W  Var_07    N    CAY  CBF  CBE   132.98  30.0  1
 C2W  Var_08    CAQ  CAR  CBH  NAU   109.03  30.0  1
 C2W  Var_09    H23  CAQ  CAR  CBH  -104.99  30.0  1
 C2W  Var_10    CAL  CBC  OAV  CAA   179.54  30.0  2
 C2W  Var_11    CAR  CBH  NAU  C    -141.64  30.0  3
 C2W  Var_12    H16  CAA  OAV  CBC  -178.24  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 C2W  chir_01  CA   N    CB   C    negativ
 C2W  chir_02  CBH  CAR  CAF  CAQ  both

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
 C2W  plan-1  CL1  0.020
 C2W  plan-1  CBA  0.020
 C2W  plan-1  CD2  0.020
 C2W  plan-1  CG   0.020
 C2W  plan-1  CB   0.020
 C2W  plan-1  CD1  0.020
 C2W  plan-1  CAI  0.020
 C2W  plan-1  CBD  0.020
 C2W  plan-1  OAW  0.020
 C2W  plan-1  H1   0.020
 C2W  plan-1  H4   0.020
 C2W  plan-1  H5   0.020
 C2W  plan-2  OAX  0.020
 C2W  plan-2  CBE  0.020
 C2W  plan-2  CAJ  0.020
 C2W  plan-2  CAH  0.020
 C2W  plan-2  CBC  0.020
 C2W  plan-2  OAV  0.020
 C2W  plan-2  CAL  0.020
 C2W  plan-2  CBF  0.020
 C2W  plan-2  CAY  0.020
 C2W  plan-2  H14  0.020
 C2W  plan-2  H15  0.020
 C2W  plan-2  H19  0.020
 C2W  plan-3  CBF  0.020
 C2W  plan-3  CAY  0.020
 C2W  plan-3  OAC  0.020
 C2W  plan-3  N    0.020
 C2W  plan-3  CA   0.020
 C2W  plan-3  H20  0.020
 C2W  plan-4  CA   0.020
 C2W  plan-4  C    0.020
 C2W  plan-4  O    0.020
 C2W  plan-4  NAU  0.020
 C2W  plan-4  CBH  0.020
 C2W  plan-4  H22  0.020

