# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_twin4_a
_database_code_depnum_ccdc_archive 'CCDC 1828263'
_audit_update_record             
;
2018-03-07 deposited with the CCDC.
2018-05-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '[AO]2NpCl2'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H29 Cl3 N8 Np O5'
_chemical_formula_weight         804.86

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 0.0020
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
H H 0.0000 0.0000
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
N N -0.0031 0.0040
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
O O -0.0041 0.0074
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Cl Cl 0.1408 0.1896
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Np Np -7.7000 4.7872
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.9653(6)
_cell_length_b                   22.2882(9)
_cell_length_c                   10.1167(4)
_cell_angle_alpha                90
_cell_angle_beta                 118.238(2)
_cell_angle_gamma                90
_cell_volume                     2774.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9393
_cell_measurement_theta_min      2.492
_cell_measurement_theta_max      36.586

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.927
_exptl_crystal_F_000             1556
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.015
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.005
_exptl_absorpt_coefficient_mu    3.556
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.678
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   'TWINABS 2012/1 Bruker AXS Madison WI USA'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.7749
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Advanced Light Source station 11.3.1'
_diffrn_measurement_device_type  'Bruker D8 with PHOTON 100 detector'
_diffrn_measurement_method       'ω/θ shutterless scans'
_diffrn_detector_area_resol_mean 10.42
_diffrn_reflns_number            38739
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.491
_diffrn_reflns_theta_max         36.606
_diffrn_reflns_theta_full        27.706
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5375
_reflns_number_gt                4744
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX 2'
_computing_cell_refinement       'Bruker SAINT v8.34a'
_computing_data_reduction        'Bruker SAINT v8.34a'
_computing_structure_solution    'Bruker SHELXTL 2014/4'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL & local programs'
_refine_special_details          
;Several crystals were tried and this was the best crystal. The diffraction
 pattern showed twinning. Using Cell_now two orientation matices were
 determined, the relationship between these components was determined to be
 180 degrees about reciprocal axis 0 1 0.  The data were integrated using the
 two matrices in SAINT, TWINABS was used to produce a merged HKLF4 file,
 for structure solution and refinement, an HKLF5 file was also produced for
 structure refinement. The HKLF5 file contained the merged reflections first
 component and those that overlapped with this component, which were split
 into 2 reflection. TWINABS indicated the twin faction to be 87:13 The structure
 was solved using the HKLF4 file and also produce the best refinement.  

 All non-hydrogen atoms were refined anisotropically, except the partial occupied
 water molecules. Hydrogen atoms were placed geometrically constrained and refined
 using a riding model. Hydrogen atoms could neither be place nor found on the
 partial water molecules and were therefore omitted from the refinement by not the
 chemical formula. Geometrical and displacement parameter restraints were used
 to model the disorrdered pyridine molecules.,Twin
;
_vrf_PLAT051_twin4_a             
;
PROBLEM: Mu(calc) and Mu(CIF) Ratio Differs from 1.0 by .      86.78 %     
RESPONSE: CIFCHECK is not handling the scattering of Neptunium correctly.
As can be seen in the last 2 ALERT G's, where is say f' = 0 and f" = 0.
Please use SHREDCIF to remove embedded res and hkl to check real valves
;
_vrf_PLAT924_twin4_a             
;
PROBLEM: The Reported and Calculated Rho(min) Differ by .      60.81 eA-3  
RESPONSE: CIFCHECK is not handling the scattering of Neptunium correctly.
As can be seen in the last 2 ALERT G's, where is say f' = 0 and f" = 0.
Please use SHREDCIF to remove embedded res and hkl to check real valves
;
_vrf_PLAT926_twin4_a             
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.1213 Check 
RESPONSE: CIFCHECK is not handling the scattering of Neptunium correctly.
As can be seen in the last 2 ALERT G's, where is say f' = 0 and f" = 0.
Please use SHREDCIF to remove embedded res and hkl to check real valves
;
_vrf_PLAT927_twin4_a             
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.2656 Check 
RESPONSE: CIFCHECK is not handling the scattering of Neptunium correctly.
As can be seen in the last 2 ALERT G's, where is say f' = 0 and f" = 0.
Please use SHREDCIF to remove embedded res and hkl to check real valves
;
_vrf_PLAT928_twin4_a             
;
PROBLEM: Reported and Calculated    S value   Differ by .     -3.855       
RESPONSE: CIFCHECK is not handling the scattering of Neptunium correctly.
As can be seen in the last 2 ALERT G's, where is say f' = 0 and f" = 0.
Please use SHREDCIF to remove embedded res and hkl to check real valves
;
_vrf_PLAT971_twin4_a             
;
PROBLEM: Check Calcd Residual Density  0.57A From     Np1       5.44 eA-3  
RESPONSE: CIFCHECK is not handling the scattering of Neptunium correctly.
As can be seen in the last 2 ALERT G's, where is say f' = 0 and f" = 0.
Please use SHREDCIF to remove embedded res and hkl to check real valves
;
_vrf_PLAT974_twin4_a             
;
PROBLEM: Check Calcd Negative Residual Density on     Np1     -61.96 eA-3  
RESPONSE: CIFCHECK is not handling the scattering of Neptunium correctly.
As can be seen in the last 2 ALERT G's, where is say f' = 0 and f" = 0.
Please use SHREDCIF to remove embedded res and hkl to check real valves
;
_vrf_PLAT250_twin4_a             
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        5.2 Note  
RESPONSE: The displacement parameters on the disordered pyridine molecules 
 are higher then ideal, but does reflected their disordered nature.  
;
_vrf_PLAT925_twin4_a             
;
PROBLEM: The Reported and Calculated Rho(max) Differ by .       2.88 eA-3  
RESPONSE: CIFCHECK is not handling the scattering of Neptunium correctly.
As can be seen in the last 2 ALERT G's, where is say f' = 0 and f" = 0.
Please use SHREDCIF to remove embedded res and hkl to check real valves
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0339P)²+11.2888P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5375
_refine_ls_number_parameters     222
_refine_ls_number_restraints     130
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0758
_refine_ls_wR_factor_gt          0.0735
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Np1 Np 0.5000 0.28101(2) 0.0000 0.02177(5) Uani 1 2 d S T P . .
Cl1 Cl 0.54045(8) 0.36380(5) 0.21326(11) 0.0402(2) Uani 1 1 d . . . . .
Cl2 Cl 0.5000 0.11994(8) 0.5000 0.0618(5) Uani 1 2 d S T P . .
N1 N 0.6583(2) 0.23082(12) 0.2011(3) 0.0245(5) Uani 1 1 d . . . . .
C1 C 0.6466(3) 0.19019(16) 0.2908(4) 0.0273(6) Uani 1 1 d . . . . .
C2 C 0.7396(3) 0.1595(2) 0.4186(4) 0.0390(8) Uani 1 1 d . . . . .
H2A H 0.7173 0.1188 0.4328 0.047 Uiso 1 1 calc R U . . .
H2B H 0.7620 0.1825 0.5122 0.047 Uiso 1 1 calc R U . . .
C3 C 0.8345(3) 0.1549(2) 0.3837(4) 0.0399(8) Uani 1 1 d . . . . .
H3A H 0.8990 0.1384 0.4716 0.048 Uiso 1 1 calc R U . . .
H3B H 0.8151 0.1275 0.2979 0.048 Uiso 1 1 calc R U . . .
C4 C 0.8611(3) 0.21683(18) 0.3460(4) 0.0346(7) Uani 1 1 d . . . . .
H4A H 0.8914 0.2424 0.4367 0.042 Uiso 1 1 calc R U . . .
H4B H 0.9162 0.2132 0.3111 0.042 Uiso 1 1 calc R U . . .
C5 C 0.7602(2) 0.24487(16) 0.2259(3) 0.0257(6) Uani 1 1 d . . . . .
N2 N 0.5465(2) 0.17900(15) 0.2586(3) 0.0313(6) Uani 1 1 d . . . . .
O1 O 0.46463(19) 0.20798(12) 0.1396(3) 0.0319(5) Uani 1 1 d . . . . .
N3 N 0.7640(2) 0.28478(13) 0.1361(3) 0.0271(5) Uani 1 1 d . . . . .
O2 O 0.67053(18) 0.30960(12) 0.0279(3) 0.0292(5) Uani 1 1 d . . . . .
C1S C 0.9263(14) 0.0000 0.3523(18) 0.123(4) Uani 1 2 d S TU P . .
H1S H 0.8765 0.0000 0.2480 0.147 Uiso 1 2 calc R U P A 1
N2S N 0.8892(12) 0.0000 0.4536(16) 0.119(3) Uani 0.5 2 d S TU P B 1
C2S C 0.8892(12) 0.0000 0.4536(16) 0.119(3) Uani 0.5 2 d S TU P B 2
H2S H 0.8135 0.0000 0.4225 0.143 Uiso 0.5 2 calc R U P B 2
C3S C 0.9625(14) 0.0000 0.5991(17) 0.119(4) Uani 1 2 d S TU P . .
H3S H 0.9377 0.0000 0.6718 0.143 Uiso 1 2 calc R U P B 1
C4S C 0.5000 0.0640(8) 0.0000 0.168(5) Uani 0.5 2 d DS TU P . .
H4S H 0.5000 0.1066 0.0000 0.202 Uiso 0.5 2 calc R U P C 2
N4S N 0.5000 0.0640(8) 0.0000 0.168(5) Uani 0.5 2 d S TU P . .
C5S C 0.3799(15) 0.0368(11) -0.101(2) 0.169(6) Uani 0.6 1 d D U P D 1
H5S H 0.3166 0.0607 -0.1541 0.203 Uiso 0.6 1 calc R U P D 1
C5S' C 0.3917(19) 0.0338(16) -0.011(4) 0.173(6) Uani 0.4 1 d D U P E 2
H5S' H 0.3325 0.0568 -0.0168 0.208 Uiso 0.4 1 calc R U P E 2
N6S N 0.7074(10) 0.4343(6) 0.0870(19) 0.124(5) Uani 0.5 1 d D U P F -1
H6S H 0.6948 0.3970 0.0544 0.149 Uiso 0.5 1 calc R U P F -1
C7S C 0.6439(13) 0.4798(6) 0.0206(19) 0.107(5) Uani 0.5 1 d D U P F -1
H7SA H 0.5792 0.4721 -0.0700 0.128 Uiso 0.5 1 calc R U P F -1
C8S C 0.6630(12) 0.5382(7) 0.071(2) 0.108(5) Uani 0.5 1 d D U P F -1
H8A H 0.6117 0.5684 0.0150 0.129 Uiso 0.5 1 calc R U P F -1
C9S C 0.7496(12) 0.5530(10) 0.194(2) 0.142(6) Uani 0.5 1 d D U P F -1
H9A H 0.7623 0.5935 0.2275 0.170 Uiso 0.5 1 calc R U P F -1
C10S C 0.8191(13) 0.5105(8) 0.271(2) 0.177(6) Uani 0.5 1 d D U P F -1
H10A H 0.8831 0.5186 0.3623 0.213 Uiso 0.5 1 calc R U P F -1
C11S C 0.7930(15) 0.4524(9) 0.210(2) 0.169(6) Uani 0.5 1 d D U P F -1
H11A H 0.8443 0.4220 0.2646 0.203 Uiso 0.5 1 calc R U P F -1
H3N H 0.827(4) 0.295(2) 0.134(6) 0.041(13) Uiso 1 1 d . . . . .
H2N H 0.533(5) 0.157(3) 0.325(6) 0.062(17) Uiso 1 1 d . . . . .
O1W O 0.3488(10) 0.0000 -0.3636(14) 0.064(3) Uiso 0.5 2 d S . P G 1
O1W" O 0.3852(19) 0.0000 -0.433(3) 0.063(5) Uiso 0.25 2 d S . P H 2
O1W' O 0.3505(19) 0.0000 -0.269(3) 0.063(5) Uiso 0.25 2 d S . P I 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Np1 O2 2.350(2) . ?
Np1 O2 2.350(2) 2_655 ?
Np1 O1 2.355(2) . ?
Np1 O1 2.355(2) 2_655 ?
Np1 N1 2.454(3) 2_655 ?
Np1 N1 2.454(3) . ?
Np1 Cl1 2.6879(9) . ?
Np1 Cl1 2.6879(9) 2_655 ?
N1 C1 1.346(4) . ?
N1 C5 1.360(4) . ?
C1 N2 1.300(4) . ?
C1 C2 1.496(5) . ?
C2 C3 1.527(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.523(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.494(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N3 1.290(4) . ?
N2 O1 1.368(4) . ?
N2 H2N 0.91(6) . ?
N3 O2 1.363(3) . ?
N3 H3N 0.91(5) . ?
C1S C2S 1.35(2) . ?
C1S N2S 1.35(2) . ?
C1S C3S 1.39(2) 5_756 ?
C1S H1S 0.9500 . ?
N2S C3S 1.338(18) . ?
C2S C3S 1.338(18) . ?
C2S H2S 0.9500 . ?
C3S C1S 1.39(2) 5_756 ?
C3S H3S 0.9500 . ?
C4S C5S' 1.610(18) . ?
C4S C5S' 1.611(18) 2_655 ?
C4S C5S 1.613(17) 2_655 ?
C4S H4S 0.9500 . ?
C5S C5S 1.64(5) 6 ?
C5S H5S 0.9500 . ?
C5S' C5S' 1.51(7) 6 ?
C5S' H5S' 0.9500 . ?
N6S C7S 1.305(16) . ?
N6S C11S 1.315(18) . ?
N6S H6S 0.8800 . ?
C7S C8S 1.377(19) . ?
C7S H7SA 0.9500 . ?
C8S C9S 1.30(2) . ?
C8S H8A 0.9500 . ?
C9S C10S 1.315(19) . ?
C9S H9A 0.9500 . ?
C10S C11S 1.41(2) . ?
C10S H10A 0.9500 . ?
C11S H11A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Np1 O2 148.54(13) . 2_655 ?
O2 Np1 O1 127.12(8) . . ?
O2 Np1 O1 76.78(9) 2_655 . ?
O2 Np1 O1 76.78(9) . 2_655 ?
O2 Np1 O1 127.12(8) 2_655 2_655 ?
O1 Np1 O1 92.56(14) . 2_655 ?
O2 Np1 N1 133.44(9) . 2_655 ?
O2 Np1 N1 63.87(8) 2_655 2_655 ?
O1 Np1 N1 79.61(9) . 2_655 ?
O1 Np1 N1 63.26(8) 2_655 2_655 ?
O2 Np1 N1 63.88(8) . . ?
O2 Np1 N1 133.44(9) 2_655 . ?
O1 Np1 N1 63.26(8) . . ?
O1 Np1 N1 79.61(9) 2_655 . ?
N1 Np1 N1 125.75(13) 2_655 . ?
O2 Np1 Cl1 84.33(7) . . ?
O2 Np1 Cl1 74.13(6) 2_655 . ?
O1 Np1 Cl1 90.99(7) . . ?
O1 Np1 Cl1 158.68(6) 2_655 . ?
N1 Np1 Cl1 138.00(7) 2_655 . ?
N1 Np1 Cl1 83.27(7) . . ?
O2 Np1 Cl1 74.13(6) . 2_655 ?
O2 Np1 Cl1 84.33(7) 2_655 2_655 ?
O1 Np1 Cl1 158.68(6) . 2_655 ?
O1 Np1 Cl1 90.99(7) 2_655 2_655 ?
N1 Np1 Cl1 83.27(7) 2_655 2_655 ?
N1 Np1 Cl1 138.00(7) . 2_655 ?
Cl1 Np1 Cl1 93.30(5) . 2_655 ?
C1 N1 C5 118.7(3) . . ?
C1 N1 Np1 121.1(2) . . ?
C5 N1 Np1 120.1(2) . . ?
N2 C1 N1 114.8(3) . . ?
N2 C1 C2 121.3(3) . . ?
N1 C1 C2 123.9(3) . . ?
C1 C2 C3 108.9(3) . . ?
C1 C2 H2A 109.9 . . ?
C3 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
C3 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
C4 C3 C2 109.8(3) . . ?
C4 C3 H3A 109.7 . . ?
C2 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
C2 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
C5 C4 C3 109.6(3) . . ?
C5 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
N3 C5 N1 114.7(3) . . ?
N3 C5 C4 121.6(3) . . ?
N1 C5 C4 123.8(3) . . ?
C1 N2 O1 118.8(3) . . ?
C1 N2 H2N 119(4) . . ?
O1 N2 H2N 121(4) . . ?
N2 O1 Np1 121.91(19) . . ?
C5 N3 O2 120.1(3) . . ?
C5 N3 H3N 123(3) . . ?
O2 N3 H3N 116(3) . . ?
N3 O2 Np1 121.21(19) . . ?
C2S C1S C3S 119.9(15) . 5_756 ?
N2S C1S C3S 119.9(15) . 5_756 ?
N2S C1S H1S 120.1 . . ?
C3S C1S H1S 120.1 5_756 . ?
C3S N2S C1S 117.9(16) . . ?
C3S C2S C1S 117.9(16) . . ?
C3S C2S H2S 121.1 . . ?
C1S C2S H2S 121.1 . . ?
C2S C3S C1S 122.3(17) . 5_756 ?
N2S C3S C1S 122.3(17) . 5_756 ?
N2S C3S H3S 118.9 . . ?
C1S C3S H3S 118.9 5_756 . ?
C5S' C4S C5S' 131(3) . 2_655 ?
C5S' C4S H4S 114.6 . . ?
C5S' C4S H4S 114.6 2_655 . ?
C5S C5S H5S 124.0 6 . ?
C5S' C5S' C4S 114.6(16) 6 . ?
C5S' C5S' H5S' 122.7 6 . ?
C4S C5S' H5S' 122.7 . . ?
C7S N6S C11S 109.9(19) . . ?
C7S N6S H6S 125.0 . . ?
C11S N6S H6S 125.0 . . ?
N6S C7S C8S 125.4(18) . . ?
N6S C7S H7SA 117.3 . . ?
C8S C7S H7SA 117.3 . . ?
C9S C8S C7S 121.5(18) . . ?
C9S C8S H8A 119.3 . . ?
C7S C8S H8A 119.3 . . ?
C8S C9S C10S 118(2) . . ?
C8S C9S H9A 120.8 . . ?
C10S C9S H9A 120.8 . . ?
C9S C10S C11S 115.9(15) . . ?
C9S C10S H10A 122.0 . . ?
C11S C10S H10A 122.0 . . ?
N6S C11S C10S 128.9(19) . . ?
N6S C11S H11A 115.6 . . ?
C10S C11S H11A 115.6 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4B Cl1 0.99 2.93 3.806(4) 148.6 8
N6S H6S N3 0.88 2.67 3.407(13) 142.1 .
N6S H6S O2 0.88 1.97 2.838(14) 166.7 .
C7S H7SA Cl1 0.95 2.90 3.626(17) 133.9 2_655
C8S H8A Cl1 0.95 2.74 3.658(17) 163.7 5_665
C10S H10A Cl2 0.95 2.75 3.487(17) 135.0 3
C11S H11A Cl2 0.95 2.52 3.40(2) 152.9 7_656
N3 H3N O1 0.91(5) 1.90(5) 2.790(3) 163(4) 8
N2 H2N Cl2 0.91(6) 2.20(6) 3.102(3) 171(5) .

_refine_diff_density_max         2.560
_refine_diff_density_min         -1.154
_refine_diff_density_rms         0.162


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Pyridine/Water'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ComplexIII
_database_code_depnum_ccdc_archive 'CCDC 1828265'
_audit_update_record             
;
2018-05-14 deposited with the CCDC.
2018-05-22 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT770_ComplexIII          
;
PROBLEM: Suspect C-H Bond in CIF:  C8       --H7A2      .       1.36 Ang.  
RESPONSE: These two atoms are not present simultaneously, 
as the H atoms on C7 are modeled across two positions to both C8 and C8_$1.
;
_vrf_PLAT342_ComplexIII          
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............      0.038 Ang.  
RESPONSE: Likely due to the highly twinned nature 
of the crystal selected for analysis.
;
_vrf_PLAT430_ComplexIII          
;
PROBLEM: Short Inter D...A Contact  O3       ..O10              2.70 Ang.  
RESPONSE: Contact indicative of an H-bond between 
a ligand O atom and a water molecule with no H-atoms modeled. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            '[Th(AmidA)3][NO3] hydrate'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H30 N10 O12 Th'
_chemical_formula_weight         774.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0040 0.0020 'Calculated using XDISP in WinGX (Farrugia, 1999)'
H H 0.0000 0.0000 'Calculated using XDISP in WinGX (Farrugia, 1999)'
N N 0.0076 0.0040 'Calculated using XDISP in WinGX (Farrugia, 1999)'
O O 0.0133 0.0074 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Th Th -9.7008 4.1898 'Calculated using XDISP in WinGX (Farrugia, 1999)'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.609(4)
_cell_length_b                   10.4339(14)
_cell_length_c                   11.1854(16)
_cell_angle_alpha                90
_cell_angle_beta                 111.038(4)
_cell_angle_gamma                90
_cell_volume                     2680.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2853
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      27.81

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.889
_exptl_crystal_F_000             1456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    2.950
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5339
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   TWINABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7749
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Advanced Light Source, station 11.3.1'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_measurement_device_type  'Bruker D8 with PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean 10.42
_diffrn_reflns_number            2853
_diffrn_reflns_av_unetI/netI     0.0714
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.337
_diffrn_reflns_theta_max         27.811
_diffrn_reflns_theta_full        27.710
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2853
_reflns_number_gt                2484
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3 Bruker, Madison WI'
_computing_cell_refinement       'SAINT V8.37A Bruker, Madison WI'
_computing_data_reduction        'SAINT V8.37A Bruker, Madison WI'
_computing_structure_solution    'SHELXT 2014/4 Bruker, Madison WI'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  WinGX
_refine_special_details          'Refined as a 2-component twin.,Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0001P)²+197.6665P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2853
_refine_ls_number_parameters     191
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0743
_refine_ls_wR_factor_ref         0.2007
_refine_ls_wR_factor_gt          0.1918
_refine_ls_goodness_of_fit_ref   1.249
_refine_ls_restrained_S_all      1.246
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3590(10) 0.826(2) 0.596(2) 0.036(5) Uani 1 1 d . . . . .
C2 C 0.3037(11) 0.900(3) 0.556(3) 0.056(7) Uani 1 1 d . . . . .
H2A H 0.2748 0.8522 0.5786 0.067 Uiso 1 1 calc R U . . .
H2B H 0.2889 0.9127 0.4644 0.067 Uiso 1 1 calc R U . . .
C3 C 0.3142(11) 1.028(2) 0.624(3) 0.057(7) Uani 1 1 d . . . . .
H3A H 0.3371 1.0822 0.5890 0.068 Uiso 1 1 calc R U . . .
H3B H 0.2772 1.0707 0.6087 0.068 Uiso 1 1 calc R U . . .
C4 C 0.3452(10) 1.011(2) 0.762(3) 0.049(6) Uani 1 1 d . . . . .
H4A H 0.3207 0.9644 0.7986 0.059 Uiso 1 1 calc R U . . .
H4B H 0.3543 1.0936 0.8040 0.059 Uiso 1 1 calc R U . . .
C5 C 0.4003(10) 0.9371(19) 0.784(2) 0.036(5) Uani 1 1 d . . . . .
C6 C 0.5267(10) 0.4122(16) 0.6829(16) 0.033(5) Uani 1 1 d . . . . .
C7 C 0.5296(10) 0.267(2) 0.6809(17) 0.043(5) Uani 1 1 d . U . . .
H7A H 0.5666 0.2404 0.6764 0.051 Uiso 0.5 1 d R U P A -1
H7B H 0.4987 0.2340 0.6060 0.051 Uiso 0.5 1 d R U P A -1
H7A1 H 0.5325 0.2386 0.6008 0.051 Uiso 0.5 1 d R U P . .
H7A2 H 0.5640 0.2375 0.7504 0.051 Uiso 0.5 1 d R U P . .
C8 C 0.524(2) 0.212(4) 0.805(4) 0.052(10) Uani 0.5 1 d . U P . .
H8A H 0.5211 0.1190 0.8001 0.062 Uiso 0.5 1 calc R U P . .
H8B H 0.5580 0.2343 0.8790 0.062 Uiso 0.5 1 calc R U P . .
N1 N 0.3663(7) 0.7355(16) 0.5201(16) 0.034(4) Uani 1 1 d . . . . .
H1 H 0.3394 0.7200 0.4473 0.041 Uiso 1 1 calc R U . . .
N2 N 0.4053(7) 0.8474(15) 0.7012(14) 0.028(4) Uani 1 1 d . . . . .
N3 N 0.4469(9) 0.9556(15) 0.8824(15) 0.030(4) Uani 1 1 d . . . . .
H3 H 0.4463 1.0117 0.9383 0.036 Uiso 1 1 calc R U . . .
N4 N 0.5000 0.4782(19) 0.7500 0.031(6) Uani 1 2 d S T P . .
N5 N 0.5521(9) 0.4795(14) 0.6221(14) 0.032(4) Uani 1 1 d . . . . .
H5 H 0.5705 0.4426 0.5792 0.039 Uiso 1 1 calc R U . . .
O1 O 0.4167(7) 0.6667(13) 0.5586(12) 0.038(3) Uani 1 1 d . . . . .
O2 O 0.4979(6) 0.8886(11) 0.9017(11) 0.032(3) Uani 1 1 d . . . . .
O3 O 0.5497(8) 0.6115(12) 0.6263(13) 0.038(4) Uani 1 1 d . . . . .
N6 N 0.7325(17) 0.304(4) 0.781(4) 0.13(3) Uiso 0.5 1 d D . P B 1
O4 O 0.686(2) 0.361(5) 0.724(5) 0.079(17) Uiso 0.4 1 d D . P B 1
O10 O 0.625(2) 0.290(7) 1.025(5) 0.083(16) Uiso 0.35 1 d . . P C 1
O11 O 0.664(3) 0.307(7) 1.128(6) 0.071(17) Uiso 0.3 1 d . . P D 2
O6 O 0.751(3) 0.223(6) 0.723(6) 0.067(19) Uiso 0.25 1 d D . P B 1
O5 O 0.761(3) 0.328(7) 0.895(4) 0.07(2) Uiso 0.25 1 d D . P B 1
Th1 Th 0.5000 0.72172(11) 0.7500 0.0267(3) Uani 1 2 d S T P . .
O12 O 0.652(3) 0.434(6) 0.922(6) 0.076(17) Uiso 0.35 1 d . . P E 3
O13 O 0.678(3) 0.480(7) 0.860(6) 0.09(2) Uiso 0.35 1 d . . P F 2
O14 O 0.717(3) 0.308(6) 0.727(7) 0.053(15) Uiso 0.3 1 d . . P G 3
O15 O 0.667(5) 0.336(11) 0.801(10) 0.11(3) Uiso 0.25 1 d . . P H 4
O16 O 0.692(3) 0.426(8) 0.685(7) 0.034(16) Uiso 0.2 1 d . . P I 5


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.32(3) . ?
C1 N2 1.33(3) . ?
C1 C2 1.49(3) . ?
C2 C3 1.51(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.47(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.50(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 N3 1.29(3) . ?
C5 N2 1.35(3) . ?
C6 N5 1.29(2) . ?
C6 N4 1.35(2) . ?
C6 C7 1.52(2) . ?
C7 C8 1.50(5) 2_656 ?
C7 C8 1.56(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7A1 0.9700 . ?
C7 H7A2 0.9700 . ?
C8 C7 1.50(5) 2_656 ?
C8 H7A2 1.3620 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
N1 O1 1.36(2) . ?
N1 H1 0.8600 . ?
N2 Th1 2.557(17) . ?
N3 O2 1.38(2) . ?
N3 H3 0.8600 . ?
N4 C6 1.35(2) 2_656 ?
N4 Th1 2.54(2) . ?
N5 O3 1.380(18) . ?
N5 H5 0.8600 . ?
O1 Th1 2.442(14) . ?
O2 Th1 2.444(11) . ?
O3 Th1 2.438(13) . ?
N6 O4 1.244(10) . ?
N6 O6 1.245(10) . ?
N6 O5 1.247(10) . ?
Th1 O3 2.438(13) 2_656 ?
Th1 O1 2.442(14) 2_656 ?
Th1 O2 2.444(11) 2_656 ?
Th1 N2 2.557(18) 2_656 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 115(2) . . ?
N1 C1 C2 120(2) . . ?
N2 C1 C2 125(2) . . ?
C1 C2 C3 110(2) . . ?
C1 C2 H2A 109.7 . . ?
C3 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
C3 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C4 C3 C2 110(2) . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C3 C4 C5 109(2) . . ?
C3 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
N3 C5 N2 115(2) . . ?
N3 C5 C4 122.4(19) . . ?
N2 C5 C4 123(2) . . ?
N5 C6 N4 116.2(16) . . ?
N5 C6 C7 120.2(17) . . ?
N4 C6 C7 123.6(16) . . ?
C8 C7 C6 110(2) 2_656 . ?
C8 C7 C8 53(3) 2_656 . ?
C6 C7 C8 110(2) . . ?
C8 C7 H7A 140.7 2_656 . ?
C6 C7 H7A 109.7 . . ?
C8 C7 H7A 109.1 . . ?
C8 C7 H7B 60.4 2_656 . ?
C6 C7 H7B 109.8 . . ?
C8 C7 H7B 110.3 . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A1 109.7 2_656 . ?
C6 C7 H7A1 109.7 . . ?
C8 C7 H7A1 140.5 . . ?
H7A C7 H7A1 59.0 . . ?
H7B C7 H7A1 52.2 . . ?
C8 C7 H7A2 110.1 2_656 . ?
C6 C7 H7A2 109.7 . . ?
C8 C7 H7A2 60.0 . . ?
H7A C7 H7A2 52.2 . . ?
H7B C7 H7A2 140.1 . . ?
H7A1 C7 H7A2 108.2 . . ?
C7 C8 C7 108(3) 2_656 . ?
C7 C8 H7A2 141.0 2_656 . ?
C7 C8 H7A2 38.1 . . ?
C7 C8 H8A 110.0 2_656 . ?
C7 C8 H8A 110.0 . . ?
H7A2 C8 H8A 102.6 . . ?
C7 C8 H8B 110.0 2_656 . ?
C7 C8 H8B 110.0 . . ?
H7A2 C8 H8B 78.0 . . ?
H8A C8 H8B 108.4 . . ?
C1 N1 O1 119.4(17) . . ?
C1 N1 H1 120.3 . . ?
O1 N1 H1 120.3 . . ?
C1 N2 C5 117.6(19) . . ?
C1 N2 Th1 121.8(13) . . ?
C5 N2 Th1 120.6(14) . . ?
C5 N3 O2 122.4(15) . . ?
C5 N3 H3 118.8 . . ?
O2 N3 H3 118.8 . . ?
C6 N4 C6 119(2) . 2_656 ?
C6 N4 Th1 120.7(10) . . ?
C6 N4 Th1 120.7(10) 2_656 . ?
C6 N5 O3 119.4(15) . . ?
C6 N5 H5 120.3 . . ?
O3 N5 H5 120.3 . . ?
N1 O1 Th1 122.4(10) . . ?
N3 O2 Th1 119.8(10) . . ?
N5 O3 Th1 121.8(10) . . ?
O4 N6 O6 120.2(11) . . ?
O4 N6 O5 120.0(11) . . ?
O6 N6 O5 119.7(11) . . ?
O3 Th1 O3 123.7(6) 2_656 . ?
O3 Th1 O1 87.3(5) 2_656 . ?
O3 Th1 O1 79.9(5) . . ?
O3 Th1 O1 79.9(5) 2_656 2_656 ?
O3 Th1 O1 87.3(5) . 2_656 ?
O1 Th1 O1 152.8(6) . 2_656 ?
O3 Th1 O2 150.4(5) 2_656 2_656 ?
O3 Th1 O2 78.6(4) . 2_656 ?
O1 Th1 O2 77.3(4) . 2_656 ?
O1 Th1 O2 123.7(5) 2_656 2_656 ?
O3 Th1 O2 78.6(4) 2_656 . ?
O3 Th1 O2 150.4(5) . . ?
O1 Th1 O2 123.7(5) . . ?
O1 Th1 O2 77.3(4) 2_656 . ?
O2 Th1 O2 89.2(6) 2_656 . ?
O3 Th1 N4 61.8(3) 2_656 . ?
O3 Th1 N4 61.8(3) . . ?
O1 Th1 N4 76.4(3) . . ?
O1 Th1 N4 76.4(3) 2_656 . ?
O2 Th1 N4 135.4(3) 2_656 . ?
O2 Th1 N4 135.4(3) . . ?
O3 Th1 N2 136.5(5) 2_656 2_656 ?
O3 Th1 N2 76.0(5) . 2_656 ?
O1 Th1 N2 136.2(5) . 2_656 ?
O1 Th1 N2 61.3(5) 2_656 2_656 ?
O2 Th1 N2 62.5(5) 2_656 2_656 ?
O2 Th1 N2 74.4(5) . 2_656 ?
N4 Th1 N2 120.9(3) . 2_656 ?
O3 Th1 N2 76.0(5) 2_656 . ?
O3 Th1 N2 136.5(5) . . ?
O1 Th1 N2 61.3(5) . . ?
O1 Th1 N2 136.2(5) 2_656 . ?
O2 Th1 N2 74.4(5) 2_656 . ?
O2 Th1 N2 62.5(5) . . ?
N4 Th1 N2 120.9(3) . . ?
N2 Th1 N2 118.3(7) 2_656 . ?

_refine_diff_density_max         2.064
_refine_diff_density_min         -1.802
_refine_diff_density_rms         0.316


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ComplexII
_database_code_depnum_ccdc_archive 'CCDC 1828264'
_audit_update_record             
;
2018-05-14 deposited with the CCDC.
2018-05-22 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT051_shelx               
;
PROBLEM: Mu(calc) and Mu(CIF) Ratio Differs from 1.0 by .      93.15 %     
RESPONSE: CheckCIF does not have scattering info for Np, resulting in this alert.
;
_vrf_PLAT924_shelx               
;
PROBLEM: The Reported and Calculated Rho(min) Differ by .      55.28 eA-3  
RESPONSE: CheckCIF does not have scattering info for Np, resulting in this alert.
;
_vrf_PLAT926_shelx               
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.1173 Check 
RESPONSE: CheckCIF does not have scattering info for Np, resulting in this alert.
;
_vrf_PLAT927_shelx               
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.2518 Check 
RESPONSE: CheckCIF does not have scattering info for Np, resulting in this alert.
;
_vrf_PLAT928_ComplexII           
;
PROBLEM: Reported and Calculated    S value   Differ by .     -5.144 Check 
RESPONSE: CheckCIF does not have scattering info for Np, resulting in this alert.
;
_vrf_PLAT971_ComplexII           
;
PROBLEM: Check Calcd Resid. Dens.  0.68A   From Np1             3.63 eA-3  
RESPONSE: CheckCIF does not have scattering info for Np, resulting in this alert.
;
_vrf_PLAT974_ComplexII           
;
PROBLEM: Check Calcd Negative Resid. Density on       Np1     -56.91 eA-3  
RESPONSE: CheckCIF does not have scattering info for Np, resulting in this alert.
;
_vrf_PLAT417_ComplexII           
;
PROBLEM: Short Inter D-H..H-D       H0AA     ..H3               2.07 Ang.  
RESPONSE: Ligand and solvation disorder result in this apparent close contact.
;
_vrf_PLAT934_ComplexII           
;
PROBLEM: Number of (Iobs-Icalc)/SigmaW > 10 Outliers ....          2 Check 
RESPONSE: CheckCIF does not have scattering info for Np, resulting in this alert.
;
_vrf_PLAT972_ComplexII           
;
PROBLEM: Check Calcd Resid. Dens.  1.01A   From Np1            -2.93 eA-3  
RESPONSE: CheckCIF does not have scattering info for Np, resulting in this alert.
;
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            '[(AmidA-H2)3Np][ClO4](H2O)2'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H32 Cl N9 Np O14'
_chemical_formula_weight         834.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0040 0.0020 'Calculated using XDISP in WinGX (Farrugia, 1999)'
H H 0.0000 0.0000 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Cl Cl 0.1701 0.1892 'Calculated using XDISP in WinGX (Farrugia, 1999)'
N N 0.0076 0.0040 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Np Np -6.7884 4.7805 'Calculated using XDISP in WinGX (Farrugia, 1999)'
O O 0.0133 0.0074 'Calculated using XDISP in WinGX (Farrugia, 1999)'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   25.76(2)
_cell_length_b                   10.221(7)
_cell_length_c                   11.280(8)
_cell_angle_alpha                90
_cell_angle_beta                 108.573(6)
_cell_angle_gamma                90
_cell_volume                     2816(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    17710
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      33.50

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.970
_exptl_crystal_F_000             1628
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    3.864
_shelx_estimated_absorpt_T_min   0.801
_shelx_estimated_absorpt_T_max   0.861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6078
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.7749
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Advanced Light Source, station 11.3.1'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_measurement_device_type  'Bruker D8 with PHOTON 100 detector'
_diffrn_measurement_method       'phi and omega shutterless scans'
_diffrn_detector_area_resol_mean 10.42
_diffrn_reflns_number            17710
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.355
_diffrn_reflns_theta_max         33.502
_diffrn_reflns_theta_full        27.710
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4259
_reflns_number_gt                4148
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3 Bruker, Madison WI'
_computing_cell_refinement       'SAINT V8.37A Bruker, Madison, WI'
_computing_data_reduction        'SAINT V8.37A Bruker, Madison, WI'
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  WinGX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0307P)²+7.8656P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4259
_refine_ls_number_parameters     233
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0193
_refine_ls_wR_factor_ref         0.0550
_refine_ls_wR_factor_gt          0.0543
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_restrained_S_all      1.172
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.54927(10) 0.0440(2) 0.1107(2) 0.0252(4) Uani 1 1 d . . . . .
N2 N 0.58818(8) 0.1575(2) 0.28770(19) 0.0213(4) Uani 1 1 d . . . . .
N3 N 0.62396(11) 0.2766(2) 0.4616(2) 0.0289(5) Uani 1 1 d . . . . .
N4 N 0.54776(10) 0.5151(2) 0.1148(2) 0.0242(4) Uani 1 1 d . . . . .
N5 N 0.5000 0.5201(3) 0.2500 0.0243(6) Uani 1 2 d S T P . .
O1 O 0.50149(7) 0.10941(18) 0.10198(16) 0.0239(3) Uani 1 1 d . . . . .
O2 O 0.57490(8) 0.3407(2) 0.43107(18) 0.0287(4) Uani 1 1 d . . . . .
O3 O 0.54569(8) 0.38165(18) 0.12150(18) 0.0252(3) Uani 1 1 d . . . . .
Np1 Np 0.5000 0.27757(2) 0.2500 0.01558(4) Uani 1 2 d S T P . .
C1 C 0.59336(10) 0.0662(2) 0.2048(2) 0.0239(4) Uani 1 1 d . . . . .
C2 C 0.64585(12) -0.0050(3) 0.2183(3) 0.0375(6) Uani 1 1 d . . . . .
H2A H 0.6673 0.0430 0.1734 0.045 Uiso 1 1 calc R U . . .
H2B H 0.6378 -0.0934 0.1811 0.045 Uiso 1 1 calc R U . . .
C3 C 0.67906(16) -0.0162(4) 0.3569(4) 0.0515(9) Uani 1 1 d . . . . .
H3A H 0.6599 -0.0746 0.3993 0.062 Uiso 1 1 calc R U . . .
H3B H 0.7154 -0.0548 0.3658 0.062 Uiso 1 1 calc R U . . .
C4 C 0.68640(13) 0.1185(4) 0.4177(4) 0.0473(9) Uani 1 1 d . . . . .
H4A H 0.7031 0.1096 0.5094 0.057 Uiso 1 1 calc R U . . .
H4B H 0.7112 0.1719 0.3859 0.057 Uiso 1 1 calc R U . . .
C5 C 0.63170(10) 0.1851(3) 0.3883(2) 0.0267(5) Uani 1 1 d . . . . .
C6 C 0.52478(11) 0.5863(2) 0.1797(2) 0.0231(4) Uani 1 1 d . . . . .
C8 C 0.5216(4) 0.7911(5) 0.2946(7) 0.0397(15) Uani 0.5 1 d . . P A -1
H8A H 0.5165 0.8849 0.2841 0.048 Uiso 0.5 1 d R U P . .
H8B H 0.5550 0.7734 0.3629 0.048 Uiso 0.5 1 d R U P . .
Cl2 Cl 0.69992(7) 0.4013(2) 0.80605(18) 0.0538(4) Uani 0.5 1 d D U P B 1
O4 O 0.7098(4) 0.5342(9) 0.8154(9) 0.103(2) Uani 0.5 1 d D U P B 1
O5 O 0.7459(3) 0.3411(10) 0.8889(8) 0.092(2) Uani 0.5 1 d D U P B 1
O6 O 0.7014(3) 0.3438(10) 0.6957(8) 0.0630(15) Uani 0.5 1 d D U P B 1
O0AA O 0.6825(8) 0.372(2) 0.6909(15) 0.230(13) Uani 0.5 1 d . . P C 2
H0AA H 0.6842 0.4495 0.6644 0.346 Uiso 0.5 1 d R U P C 2
H0AB H 0.7131 0.3522 0.7443 0.346 Uiso 0.5 1 d R U P C 2
O1AA O 0.6381(2) 0.2951(6) 0.0701(7) 0.109(2) Uani 1 1 d DG . . . .
H1AA H 0.6116 0.3199 0.0941 0.164 Uiso 1 1 d G U . . .
H1AB H 0.6394 0.3420 0.0089 0.164 Uiso 1 1 d G U . . .
O2AA O 0.7201(4) 0.3536(13) 0.2515(12) 0.117(4) Uani 0.5 1 d . . P D 2
H2AA H 0.7467 0.3042 0.2895 0.176 Uiso 0.5 1 d R U P D 2
H2AB H 0.6984 0.3126 0.1901 0.176 Uiso 0.5 1 d DR U P D 2
C7A C 0.52663(18) 0.7331(3) 0.1748(3) 0.0358(7) Uani 1 1 d . . . . .
H7AA H 0.4966 0.7642 0.1043 0.043 Uiso 0.5 1 d R U P A -1
H7AB H 0.5611 0.7601 0.1650 0.043 Uiso 0.5 1 d R U P A -1
H7AC H 0.5604 0.7639 0.2352 0.043 Uiso 0.5 1 d R U P A .
H7AD H 0.5253 0.7603 0.0916 0.043 Uiso 0.5 1 d R U P . .
O3AA O 0.6512(3) 0.4109(13) 0.8582(9) 0.121(5) Uani 0.5 1 d . . P B 1
H1 H 0.5479(15) -0.016(4) 0.052(4) 0.028(9) Uiso 1 1 d . . . . .
H3 H 0.654(2) 0.313(6) 0.523(6) 0.074(17) Uiso 1 1 d . . . . .
H4 H 0.5642(17) 0.554(4) 0.057(4) 0.041(11) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.304(4) . ?
N1 O1 1.377(3) . ?
N2 C5 1.347(3) . ?
N2 C1 1.357(3) . ?
N2 Np1 2.497(3) . ?
N3 C5 1.305(4) . ?
N3 O2 1.367(3) . ?
N4 C6 1.301(3) . ?
N4 O3 1.368(3) . ?
N5 C6 1.347(3) . ?
N5 C6 1.347(3) 2_655 ?
N5 Np1 2.479(3) . ?
O1 Np1 2.405(2) . ?
O2 Np1 2.409(2) . ?
O3 Np1 2.389(2) . ?
Np1 O3 2.389(2) 2_655 ?
Np1 O1 2.405(2) 2_655 ?
Np1 O2 2.409(2) 2_655 ?
Np1 N2 2.497(3) 2_655 ?
C1 C2 1.500(4) . ?
C2 C3 1.529(5) . ?
C3 C4 1.523(6) . ?
C4 C5 1.504(4) . ?
C6 C7A 1.503(4) . ?
C8 C7A 1.518(7) . ?
Cl2 O4 1.380(9) . ?
Cl2 O6 1.389(9) . ?
Cl2 O5 1.396(8) . ?
Cl2 O3AA 1.549(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 O1 120.1(2) . . ?
C5 N2 C1 119.1(2) . . ?
C5 N2 Np1 120.55(17) . . ?
C1 N2 Np1 120.30(16) . . ?
C5 N3 O2 120.0(2) . . ?
C6 N4 O3 119.6(2) . . ?
C6 N5 C6 119.8(3) . 2_655 ?
C6 N5 Np1 120.12(15) . . ?
C6 N5 Np1 120.12(15) 2_655 . ?
N1 O1 Np1 120.61(14) . . ?
N3 O2 Np1 120.81(15) . . ?
N4 O3 Np1 120.86(14) . . ?
O3 Np1 O3 127.11(10) . 2_655 ?
O3 Np1 O1 77.12(8) . . ?
O3 Np1 O1 149.26(7) 2_655 . ?
O3 Np1 O1 149.26(7) . 2_655 ?
O3 Np1 O1 77.11(8) 2_655 2_655 ?
O1 Np1 O1 88.77(11) . 2_655 ?
O3 Np1 O2 88.78(9) . . ?
O3 Np1 O2 77.45(9) 2_655 . ?
O1 Np1 O2 126.48(7) . . ?
O1 Np1 O2 77.79(8) 2_655 . ?
O3 Np1 O2 77.45(9) . 2_655 ?
O3 Np1 O2 88.78(9) 2_655 2_655 ?
O1 Np1 O2 77.79(8) . 2_655 ?
O1 Np1 O2 126.48(7) 2_655 2_655 ?
O2 Np1 O2 148.91(11) . 2_655 ?
O3 Np1 N5 63.55(5) . . ?
O3 Np1 N5 63.56(5) 2_655 . ?
O1 Np1 N5 135.61(5) . . ?
O1 Np1 N5 135.61(5) 2_655 . ?
O2 Np1 N5 74.46(5) . . ?
O2 Np1 N5 74.46(5) 2_655 . ?
O3 Np1 N2 74.02(8) . . ?
O3 Np1 N2 135.50(7) 2_655 . ?
O1 Np1 N2 63.38(7) . . ?
O1 Np1 N2 75.24(7) 2_655 . ?
O2 Np1 N2 63.10(7) . . ?
O2 Np1 N2 135.72(7) 2_655 . ?
N5 Np1 N2 119.45(6) . . ?
O3 Np1 N2 135.50(7) . 2_655 ?
O3 Np1 N2 74.02(8) 2_655 2_655 ?
O1 Np1 N2 75.24(7) . 2_655 ?
O1 Np1 N2 63.38(7) 2_655 2_655 ?
O2 Np1 N2 135.72(7) . 2_655 ?
O2 Np1 N2 63.10(7) 2_655 2_655 ?
N5 Np1 N2 119.45(6) . 2_655 ?
N2 Np1 N2 121.09(11) . 2_655 ?
N1 C1 N2 115.4(2) . . ?
N1 C1 C2 121.4(2) . . ?
N2 C1 C2 123.2(2) . . ?
C1 C2 C3 109.4(3) . . ?
C4 C3 C2 110.0(3) . . ?
C5 C4 C3 109.7(3) . . ?
N3 C5 N2 115.5(2) . . ?
N3 C5 C4 120.4(3) . . ?
N2 C5 C4 124.1(3) . . ?
N4 C6 N5 115.9(2) . . ?
N4 C6 C7A 120.8(2) . . ?
N5 C6 C7A 123.3(3) . . ?
O4 Cl2 O6 115.4(7) . . ?
O4 Cl2 O5 106.6(6) . . ?
O6 Cl2 O5 98.8(6) . . ?
O4 Cl2 O3AA 93.5(7) . . ?
O6 Cl2 O3AA 128.7(6) . . ?
O5 Cl2 O3AA 113.0(5) . . ?
C6 C7A C8 110.2(3) . . ?

_refine_diff_density_max         1.730
_refine_diff_density_min         -1.636
_refine_diff_density_rms         0.137


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
