# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 11:01:54 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 2,2',2''-{10-[(2R)-2-hydroxypropyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triyl}triacetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)CN1CCN(CCN(CCN(CC1)CC(O)=O)CC(O)=O)CC(O)=O
#
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
 DO3  DO3  '2,2',2''-{10-[(2R)-2-hydroxypropyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triyl}triacetic acid'  ligand  57  28  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DO3
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
 DO3  N1    N  NT     0  -0.374  -0.6226  -0.6443   2.1565
 DO3  N2    N  NT     0  -0.431  -1.3104   1.7383   0.0597
 DO3  N3    N  NT     0  -0.374   0.0598  -0.5789  -2.5894
 DO3  N4    N  NT     0  -0.390   1.8400  -1.6139   0.4376
 DO3  O1    O  OC    -1  -0.759  -3.9669  -1.7342   2.1423
 DO3  O3    O  OC    -1  -0.607  -0.3475   5.1417   0.8622
 DO3  O5    O  OC    -1  -0.642  -0.9428   0.1541  -5.9804
 DO3  O7    O  OH1    0  -0.649   3.5542   0.4573   0.8099
 DO3  C1    C  CH2    0  -0.395  -0.9576   0.7513   2.3857
 DO3  C2    C  CH2    0  -0.272  -1.8964   1.3857   1.3468
 DO3  C3    C  CH2    0  -0.337  -0.6623   0.5832  -0.5379
 DO3  C4    C  CH2    0  -0.350  -0.4114   0.6831  -2.0330
 DO3  C5    C  CH2    0  -0.294   1.2754  -1.0524  -1.9344
 DO3  C6    C  CH2    0  -0.283   1.0199  -1.9656  -0.7131
 DO3  C7    C  CH2    0  -0.338   1.3447  -2.1099   1.7211
 DO3  C8    C  CH2    0  -0.380   0.7069  -1.0283   2.5917
 DO3  C9    C  C      0   0.370  -2.8184  -1.8282   1.6601
 DO3  C10   C  CH2    0  -0.487  -1.6409  -1.5609   2.6222
 DO3  C11   C  C      0   0.340  -1.1208   4.2468   0.4485
 DO3  C12   C  CH2    0  -0.441  -0.4399   2.8894   0.1270
 DO3  C13   C  C      0   0.353  -1.0829  -0.3242  -4.8344
 DO3  C14   C  CH2    0  -0.473   0.2227  -0.4561  -4.0222
 DO3  C15   C  CH1    0  -0.010   4.0746  -0.8354   1.0434
 DO3  C16   C  CH2    0  -0.343   3.2585  -1.8506   0.2410
 DO3  C17   C  CH3    0  -0.647   5.5418  -0.8726   0.6685
 DO3  O2    O  O      0  -0.548  -2.5325  -2.1761   0.4973
 DO3  O4    O  O      0  -0.525  -2.3410   4.3578   0.2358
 DO3  O6    O  O      0  -0.531  -2.1391  -0.7408  -4.3275
 DO3  HO7   H  HOH1   0   0.417   2.6035   0.3023   0.6760
 DO3  HC11  H  HCH2   0   0.245  -0.0317   1.3320   2.4006
 DO3  HC12  H  HCH2   0   0.251  -1.4130   0.8947   3.3822
 DO3  HC21  H  HCH2   0   0.204  -2.3078   2.2961   1.7864
 DO3  HC22  H  HCH2   0   0.203  -2.7496   0.7261   1.1706
 DO3  HC31  H  HCH2   0   0.228  -1.3059  -0.2775  -0.3604
 DO3  HC32  H  HCH2   0   0.231   0.2797   0.3574  -0.0228
 DO3  HC41  H  HCH2   0   0.224   0.3188   1.4833  -2.2555
 DO3  HC42  H  HCH2   0   0.244  -1.3435   0.9572  -2.5300
 DO3  HC51  H  HCH2   0   0.205   1.9178  -0.2104  -1.6270
 DO3  HC52  H  HCH2   0   0.218   1.8587  -1.6090  -2.6704
 DO3  HC61  H  HCH2   0   0.226   1.1852  -3.0136  -1.0112
 DO3  HC62  H  HCH2   0   0.190  -0.0228  -1.9008  -0.4115
 DO3  HC71  H  HCH2   0   0.238   0.6342  -2.9312   1.5711
 DO3  HC72  H  HCH2   0   0.259   2.1770  -2.5405   2.2859
 DO3  HC81  H  HCH2   0   0.260   1.3580  -0.1520   2.5608
 DO3  HC82  H  HCH2   0   0.257   0.7152  -1.3739   3.6399
 DO3  H101  H  HCH2   0   0.217  -1.1725  -2.5378   2.7850
 DO3  H102  H  HCH2   0   0.302  -2.0330  -1.2471   3.6043
 DO3  H121  H  HCH2   0   0.250   0.3973   2.7538   0.8332
 DO3  H122  H  HCH2   0   0.188   0.0285   3.0112  -0.8550
 DO3  H141  H  HCH2   0   0.187   0.8934   0.3772  -4.2965
 DO3  H142  H  HCH2   0   0.220   0.7163  -1.3625  -4.3917
 DO3  HA    H  HCH1   0   0.198   3.9876  -1.0871   2.1128
 DO3  H161  H  HCH2   0   0.218   3.4971  -1.7191  -0.8182
 DO3  H162  H  HCH2   0   0.252   3.5662  -2.8730   0.5073
 DO3  H171  H  HCH3   0   0.197   6.1188  -0.1499   1.2468
 DO3  H172  H  HCH3   0   0.231   5.9569  -1.8615   0.8672
 DO3  H173  H  HCH3   0   0.257   5.6828  -0.6530  -0.3916

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
 DO3  N1   C1    single  1.453  0.020  1.453
 DO3  N1   C8    single  1.451  0.020  1.451
 DO3  N1   C10   single  1.447  0.020  1.447
 DO3  N2   C2    single  1.458  0.020  1.458
 DO3  N2   C3    single  1.453  0.020  1.453
 DO3  N2   C12   single  1.445  0.020  1.445
 DO3  N3   C4    single  1.457  0.020  1.457
 DO3  N3   C5    single  1.460  0.020  1.460
 DO3  N3   C14   single  1.447  0.020  1.447
 DO3  N4   C6    single  1.456  0.020  1.456
 DO3  N4   C7    single  1.462  0.020  1.462
 DO3  N4   C16   single  1.452  0.020  1.452
 DO3  O1   C9    deloc   1.249  0.020  1.249
 DO3  O3   C11   deloc   1.253  0.020  1.253
 DO3  O5   C13   deloc   1.250  0.020  1.250
 DO3  O7   C15   single  1.413  0.020  1.413
 DO3  O7   HO7   single  0.850  0.020  0.980
 DO3  C1   C2    single  1.537  0.020  1.537
 DO3  C1   HC11  single  0.970  0.020  1.090
 DO3  C1   HC12  single  0.970  0.020  1.090
 DO3  C2   HC21  single  0.970  0.020  1.090
 DO3  C2   HC22  single  0.970  0.020  1.090
 DO3  C3   C4    single  1.519  0.020  1.519
 DO3  C3   HC31  single  0.970  0.020  1.090
 DO3  C3   HC32  single  0.970  0.020  1.090
 DO3  C4   HC41  single  0.970  0.020  1.090
 DO3  C4   HC42  single  0.970  0.020  1.090
 DO3  C5   C6    single  1.546  0.020  1.546
 DO3  C5   HC51  single  0.970  0.020  1.090
 DO3  C5   HC52  single  0.970  0.020  1.090
 DO3  C6   HC61  single  0.970  0.020  1.090
 DO3  C6   HC62  single  0.970  0.020  1.090
 DO3  C7   C8    single  1.528  0.020  1.528
 DO3  C7   HC71  single  0.970  0.020  1.090
 DO3  C7   HC72  single  0.970  0.020  1.090
 DO3  C8   HC81  single  0.970  0.020  1.090
 DO3  C8   HC82  single  0.970  0.020  1.090
 DO3  C9   C10   single  1.544  0.020  1.544
 DO3  C9   O2    deloc   1.247  0.020  1.247
 DO3  C10  H101  single  0.970  0.020  1.090
 DO3  C10  H102  single  0.970  0.020  1.090
 DO3  C11  C12   single  1.552  0.020  1.552
 DO3  C11  O4    deloc   1.244  0.020  1.244
 DO3  C12  H121  single  0.970  0.020  1.090
 DO3  C12  H122  single  0.970  0.020  1.090
 DO3  C13  C14   single  1.543  0.020  1.543
 DO3  C13  O6    deloc   1.243  0.020  1.243
 DO3  C14  H141  single  0.970  0.020  1.090
 DO3  C14  H142  single  0.970  0.020  1.090
 DO3  C15  C16   single  1.530  0.020  1.530
 DO3  C15  C17   single  1.515  0.020  1.515
 DO3  C15  HA    single  0.970  0.020  1.090
 DO3  C16  H161  single  0.970  0.020  1.090
 DO3  C16  H162  single  0.970  0.020  1.090
 DO3  C17  H171  single  0.970  0.020  1.090
 DO3  C17  H172  single  0.970  0.020  1.090
 DO3  C17  H173  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
 DO3  C10   N1   C8    112.38  3.000
 DO3  C10   N1   C1    113.28  3.000
 DO3  C8    N1   C1    114.72  3.000
 DO3  C12   N2   C3    112.57  3.000
 DO3  C12   N2   C2    113.20  3.000
 DO3  C3    N2   C2    110.50  3.000
 DO3  C14   N3   C5    112.21  3.000
 DO3  C14   N3   C4    109.93  3.000
 DO3  C5    N3   C4    112.26  3.000
 DO3  C16   N4   C7    113.24  3.000
 DO3  C16   N4   C6    113.82  3.000
 DO3  C7    N4   C6    114.89  3.000
 DO3  HO7   O7   C15   103.71  3.000
 DO3  HC12  C1   HC11  105.53  3.000
 DO3  HC12  C1   C2    107.71  3.000
 DO3  HC11  C1   C2    107.90  3.000
 DO3  HC12  C1   N1    111.21  3.000
 DO3  HC11  C1   N1    108.48  3.000
 DO3  C2    C1   N1    115.50  3.000
 DO3  HC22  C2   HC21  105.91  3.000
 DO3  HC22  C2   C1    109.68  3.000
 DO3  HC21  C2   C1    107.59  3.000
 DO3  HC22  C2   N2    108.51  3.000
 DO3  HC21  C2   N2    107.78  3.000
 DO3  C1    C2   N2    116.82  3.000
 DO3  HC32  C3   HC31  105.56  3.000
 DO3  HC32  C3   C4    109.50  3.000
 DO3  HC31  C3   C4    108.05  3.000
 DO3  HC32  C3   N2    110.70  3.000
 DO3  HC31  C3   N2    107.31  3.000
 DO3  C4    C3   N2    115.22  3.000
 DO3  HC42  C4   HC41  106.90  3.000
 DO3  HC42  C4   C3    108.88  3.000
 DO3  HC41  C4   C3    110.77  3.000
 DO3  HC42  C4   N3    108.65  3.000
 DO3  HC41  C4   N3    109.65  3.000
 DO3  C3    C4   N3    111.85  3.000
 DO3  HC52  C5   HC51  105.43  3.000
 DO3  HC52  C5   C6    108.64  3.000
 DO3  HC51  C5   C6    109.09  3.000
 DO3  HC52  C5   N3    107.93  3.000
 DO3  HC51  C5   N3    111.26  3.000
 DO3  C6    C5   N3    114.11  3.000
 DO3  HC62  C6   HC61  105.99  3.000
 DO3  HC62  C6   C5    110.01  3.000
 DO3  HC61  C6   C5    108.86  3.000
 DO3  HC62  C6   N4    107.85  3.000
 DO3  HC61  C6   N4    111.04  3.000
 DO3  C5    C6   N4    112.86  3.000
 DO3  HC72  C7   HC71  105.60  3.000
 DO3  HC72  C7   C8    107.58  3.000
 DO3  HC71  C7   C8    109.74  3.000
 DO3  HC72  C7   N4    109.20  3.000
 DO3  HC71  C7   N4    110.70  3.000
 DO3  C8    C7   N4    113.66  3.000
 DO3  HC82  C8   HC81  105.88  3.000
 DO3  HC82  C8   C7    108.44  3.000
 DO3  HC81  C8   C7    107.64  3.000
 DO3  HC82  C8   N1    112.00  3.000
 DO3  HC81  C8   N1    108.99  3.000
 DO3  C7    C8   N1    113.52  3.000
 DO3  O2    C9   C10   117.03  3.000
 DO3  O2    C9   O1    126.28  3.000
 DO3  C10   C9   O1    116.60  3.000
 DO3  H102  C10  H101  105.86  3.000
 DO3  H102  C10  C9    109.45  3.000
 DO3  H101  C10  C9    105.33  3.000
 DO3  H102  C10  N1    110.88  3.000
 DO3  H101  C10  N1    108.17  3.000
 DO3  C9    C10  N1    116.48  3.000
 DO3  O4    C11  C12   118.23  3.000
 DO3  O4    C11  O3    126.75  3.000
 DO3  C12   C11  O3    114.97  3.000
 DO3  H122  C12  H121  105.25  3.000
 DO3  H122  C12  C11   106.03  3.000
 DO3  H121  C12  C11   107.92  3.000
 DO3  H122  C12  N2    107.74  3.000
 DO3  H121  C12  N2    112.89  3.000
 DO3  C11   C12  N2    116.23  3.000
 DO3  O6    C13  C14   118.39  3.000
 DO3  O6    C13  O5    126.67  3.000
 DO3  C14   C13  O5    114.87  3.000
 DO3  H142  C14  H141  105.47  3.000
 DO3  H142  C14  C13   105.91  3.000
 DO3  H141  C14  C13   108.58  3.000
 DO3  H142  C14  N3    108.31  3.000
 DO3  H141  C14  N3    112.23  3.000
 DO3  C13   C14  N3    115.66  3.000
 DO3  HA    C15  C17   108.12  3.000
 DO3  HA    C15  C16   108.38  3.000
 DO3  C17   C15  C16   111.75  3.000
 DO3  HA    C15  O7    109.89  3.000
 DO3  C17   C15  O7    109.77  3.000
 DO3  C16   C15  O7    108.90  3.000
 DO3  H162  C16  H161  106.56  3.000
 DO3  H162  C16  C15   109.91  3.000
 DO3  H161  C16  C15   108.17  3.000
 DO3  H162  C16  N4    113.08  3.000
 DO3  H161  C16  N4    108.95  3.000
 DO3  C15   C16  N4    110.00  3.000
 DO3  H173  C17  H172  108.06  3.000
 DO3  H173  C17  H171  108.26  3.000
 DO3  H172  C17  H171  107.62  3.000
 DO3  H173  C17  C15   111.13  3.000
 DO3  H172  C17  C15   110.23  3.000
 DO3  H171  C17  C15   111.40  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
 DO3  Var_01  N2   C2   C1   N1   -76.08  30.0  1
 DO3  Var_02  N4   C7   C8   N1    76.03  30.0  1
 DO3  Var_03  N3   C4   C3   N2  -171.73  30.0  1
 DO3  Var_04  N4   C6   C5   N3  -134.22  30.0  1
 DO3  Var_05  C7   C8   N1   C1  -147.05  30.0  1
 DO3  Var_06  C3   N2   C2   C1    54.92  30.0  1
 DO3  Var_07  C4   C3   N2   C2   161.18  30.0  1
 DO3  Var_08  C8   N1   C1   C2   147.52  30.0  1
 DO3  Var_09  C5   N3   C4   C3   -57.12  30.0  1
 DO3  Var_10  C6   C5   N3   C4    90.12  30.0  1
 DO3  Var_11  C8   C7   N4   C6  -105.16  30.0  1
 DO3  Var_12  C9   C10  N1   C1    83.89  30.0  3
 DO3  Var_13  C11  C12  N2   C2   -67.02  30.0  3
 DO3  Var_14  C13  C14  N3   C4   -69.69  30.0  3
 DO3  Var_15  C15  C16  N4   C6   149.02  30.0  3
 DO3  Var_16  O1   C9   C10  N1  -130.89  30.0  2
 DO3  Var_17  O3   C11  C12  N2   161.18  30.0  2
 DO3  Var_18  O5   C13  C14  N3   160.49  30.0  2

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
 DO3  chir_01  C15  O7  C16  C17  negativ

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
 DO3  plan-1  O1   0.020
 DO3  plan-1  C9   0.020
 DO3  plan-1  C10  0.020
 DO3  plan-1  O2   0.020
 DO3  plan-2  O3   0.020
 DO3  plan-2  C11  0.020
 DO3  plan-2  C12  0.020
 DO3  plan-2  O4   0.020
 DO3  plan-3  O5   0.020
 DO3  plan-3  C13  0.020
 DO3  plan-3  C14  0.020
 DO3  plan-3  O6   0.020

