# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_amtmoga_a
_database_code_depnum_ccdc_archive 'CCDC 1023259'
_audit_update_record             
;
2014-09-06 deposited with the CCDC.
2015-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H48 Am Cl3 N6 O21'
_chemical_formula_weight         1106.03

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
'XDISP (Brennan method) in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
H H 0.0000 0.0000
'XDISP (Brennan method) in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
N N 0.0076 0.0040
'XDISP (Brennan method) in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
O O 0.0132 0.0074
'XDISP (Brennan method) in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Cl Cl 0.1697 0.1896
'XDISP (Brennan method) in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Am Am -6.0890 5.1949
'XDISP (FPrime method) in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'

_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                   19.659(4)
_cell_length_b                   13.415(3)
_cell_length_c                   15.608(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.608(3)
_cell_angle_gamma                90
_cell_volume                     4045.9(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5312
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      29.16

_exptl_crystal_description       Block
_exptl_crystal_colour            'v. pale pink\yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.816
_exptl_crystal_F_000             2192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.040
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.631
_shelx_estimated_absorpt_T_min   0.902
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.790
_exptl_absorpt_correction_T_max  0.949
_exptl_absorpt_process_details   'SADABS 2012/1 Bruker AXS Madison WI USA'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.7749
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Advanced Light Source station 11.3.1'
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'ω/θ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17029
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_av_R_equivalents  0.0692
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.602
_diffrn_reflns_theta_max         29.855
_diffrn_reflns_theta_full        29.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4462
_reflns_number_gt                3700
_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.

 All non-hydrogen atoms were refined anisotropically. The hydrogen
 atoms were place geometrically on the carbon atoms then constrained 
 and refined using a riding model. Geometrical and displacement
 parameter restrains were used to model the perchlorate counter ion.
;
_vrf_PLAT051_I                   
;
PROBLEM: Mu(calc) and Mu(CIF) Ratio Differs from 1.0 by .      85.26 %     
RESPONSE: CHECKCIF does not have the correct f" for Americium and use 0
 rather than the correct value of 5.1949. Were this value to be used 
 the correct mu would result.
;
# end Validation Reply Form 
_computing_data_collection       'Bruker APEX 2'
_computing_cell_refinement       'Bruker SAINT v8.32b'
_computing_data_reduction        'Bruker SAINT v8.32b'
_computing_structure_solution    'Bruker SHELXT 2013-5 beta'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL & local programs'

_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)+(0.0665P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4462
_refine_ls_number_parameters     274
_refine_ls_number_restraints     55
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1167
_refine_ls_wR_factor_gt          0.1110
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.033
_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
Am1 Am 0.0000 0.31165(2) 0.2500 0.04051(12) Uani 1 2 d S T P . .
O1 O -0.0046(2) 0.4497(3) 0.3467(3) 0.0523(11) Uani 1 1 d . . . . .
N1 N 0.0330(3) 0.5832(4) 0.4278(4) 0.0557(14) Uani 1 1 d . . . . .
C1 C 0.0433(3) 0.5044(5) 0.3808(5) 0.0467(15) Uani 1 1 d . . . . .
O2 O 0.1120(2) 0.3985(3) 0.3129(3) 0.0505(11) Uani 1 1 d . . . . .
N2 N 0.2179(3) 0.2549(5) 0.1960(5) 0.0640(17) Uani 1 1 d . . . . .
C2 C 0.1167(3) 0.4826(5) 0.3683(5) 0.0530(17) Uani 1 1 d . . . . .
H2A H 0.1360 0.5404 0.3413 0.064 Uiso 1 1 calc R U . . .
H2B H 0.1469 0.4681 0.4250 0.064 Uiso 1 1 calc R U . . .
O3 O 0.1042(2) 0.2631(4) 0.1973(3) 0.0527(12) Uani 1 1 d . . . . .
C3 C 0.1778(3) 0.3636(6) 0.3006(5) 0.0576(19) Uani 1 1 d . . . . .
H3A H 0.2029 0.3319 0.3546 0.069 Uiso 1 1 calc R U . . .
H3B H 0.2061 0.4196 0.2852 0.069 Uiso 1 1 calc R U . . .
C4 C 0.1646(3) 0.2890(5) 0.2276(5) 0.0510(16) Uani 1 1 d . . . . .
C5 C -0.0377(4) 0.6145(6) 0.4323(5) 0.067(2) Uani 1 1 d . . . . .
H5A H -0.0544 0.6609 0.3846 0.100 Uiso 1 1 calc R U . . .
H5B H -0.0379 0.6476 0.4882 0.100 Uiso 1 1 calc R U . . .
H5C H -0.0679 0.5559 0.4272 0.100 Uiso 1 1 calc R U . . .
C6 C 0.0889(5) 0.6479(7) 0.4711(7) 0.082(3) Uani 1 1 d . . . . .
H6A H 0.0774 0.6732 0.5256 0.123 Uiso 1 1 calc R U . . .
H6B H 0.0946 0.7039 0.4328 0.123 Uiso 1 1 calc R U . . .
H6C H 0.1321 0.6097 0.4839 0.123 Uiso 1 1 calc R U . . .
C7 C 0.2066(5) 0.1812(7) 0.1269(7) 0.088(3) Uani 1 1 d . . . . .
H7A H 0.1574 0.1796 0.1004 0.133 Uiso 1 1 calc R U . . .
H7B H 0.2209 0.1155 0.1511 0.133 Uiso 1 1 calc R U . . .
H7C H 0.2339 0.1988 0.0825 0.133 Uiso 1 1 calc R U . . .
C8 C 0.2908(4) 0.2840(8) 0.2287(8) 0.089(3) Uani 1 1 d . . . . .
H8A H 0.3035 0.3389 0.1932 0.133 Uiso 1 1 calc R U . . .
H8B H 0.3212 0.2269 0.2250 0.133 Uiso 1 1 calc R U . . .
H8C H 0.2960 0.3057 0.2895 0.133 Uiso 1 1 calc R U . . .
C9 C -0.0578(4) 0.1337(6) 0.1047(5) 0.0561(17) Uani 1 1 d . . . . .
O4 O -0.0534(3) 0.2253(4) 0.1160(3) 0.0566(12) Uani 1 1 d . . . . .
C10 C -0.0274(4) 0.0637(5) 0.1778(5) 0.0573(18) Uani 1 1 d . . . . .
H10A H -0.0636 0.0190 0.1926 0.069 Uiso 1 1 calc R U . . .
H10B H 0.0096 0.0224 0.1605 0.069 Uiso 1 1 calc R U . . .
O5 O 0.0000 0.1247(5) 0.2500 0.0542(16) Uani 1 2 d S T P . .
N3 N -0.0893(4) 0.0927(6) 0.0311(4) 0.0726(19) Uani 1 1 d . . . . .
C11 C -0.0948(7) -0.0146(8) 0.0189(7) 0.107(4) Uani 1 1 d . . . . .
H11A H -0.0668 -0.0482 0.0691 0.161 Uiso 1 1 calc R U . . .
H11B H -0.0781 -0.0331 -0.0343 0.161 Uiso 1 1 calc R U . . .
H11C H -0.1433 -0.0348 0.0138 0.161 Uiso 1 1 calc R U . . .
C12 C -0.1288(6) 0.1551(9) -0.0365(6) 0.102(4) Uani 1 1 d . . . . .
H12A H -0.1388 0.2192 -0.0112 0.153 Uiso 1 1 calc R U . . .
H12B H -0.1724 0.1218 -0.0612 0.153 Uiso 1 1 calc R U . . .
H12C H -0.1019 0.1665 -0.0825 0.153 Uiso 1 1 calc R U . . .
Cl1 Cl 0.24506(12) 0.5565(2) 0.1213(2) 0.0985(9) Uani 1 1 d . . . . .
O11 O 0.2426(6) 0.4794(9) 0.0581(8) 0.174(5) Uani 1 1 d . . . . .
O12 O 0.1966(5) 0.5428(10) 0.1747(8) 0.173(5) Uani 1 1 d . . . . .
O13 O 0.2299(9) 0.6421(10) 0.0741(10) 0.222(8) Uani 1 1 d . . . . .
O14 O 0.3092(4) 0.5583(9) 0.1708(7) 0.171(5) Uani 1 1 d . . . . .
Cl2 Cl 0.0000 0.7920(2) 0.2500 0.0824(10) Uani 1 2 d DS TU P . .
O21 O 0.0225(8) 0.6934(6) 0.2585(13) 0.112(6) Uani 0.5 1 d D U P A -1
O22 O -0.0580(8) 0.8095(11) 0.1866(13) 0.150(7) Uani 0.5 1 d D U P A -1
O23 O -0.0081(14) 0.8313(10) 0.3300(9) 0.129(5) Uani 0.5 1 d D U P A -1
O24 O 0.0551(6) 0.8452(9) 0.2238(13) 0.093(4) Uani 0.5 1 d D U P A -1


_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
Am1 O1 2.401(4) 2 ?
Am1 O1 2.401(4) . ?
Am1 O3 2.432(4) . ?
Am1 O3 2.432(4) 2 ?
Am1 O4 2.451(5) . ?
Am1 O4 2.451(5) 2 ?
Am1 O5 2.508(6) . ?
Am1 O2 2.525(4) 2 ?
Am1 O2 2.525(4) . ?
O1 C1 1.235(8) . ?
N1 C1 1.323(8) . ?
N1 C6 1.463(10) . ?
N1 C5 1.466(9) . ?
C1 C2 1.520(9) . ?
O2 C2 1.414(7) . ?
O2 C3 1.422(7) . ?
N2 C4 1.319(9) . ?
N2 C7 1.450(11) . ?
N2 C8 1.483(10) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
O3 C4 1.244(8) . ?
C3 C4 1.503(10) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 O4 1.243(9) . ?
C9 N3 1.320(9) . ?
C9 C10 1.513(10) . ?
C10 O5 1.416(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
O5 C10 1.416(7) 2 ?
N3 C11 1.453(12) . ?
N3 C12 1.455(13) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
Cl1 O14 1.352(8) . ?
Cl1 O13 1.367(11) . ?
Cl1 O12 1.389(9) . ?
Cl1 O11 1.424(12) . ?
Cl2 O22 1.385(9) . ?
Cl2 O23 1.392(9) . ?
Cl2 O21 1.394(8) . ?
Cl2 O24 1.419(8) . ?

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
O1 Am1 O1 79.1(2) 2 . ?
O1 Am1 O3 82.09(16) 2 . ?
O1 Am1 O3 123.41(15) . . ?
O1 Am1 O3 123.41(15) 2 2 ?
O1 Am1 O3 82.09(16) . 2 ?
O3 Am1 O3 148.9(2) . 2 ?
O1 Am1 O4 83.57(16) 2 . ?
O1 Am1 O4 147.25(17) . . ?
O3 Am1 O4 80.78(17) . . ?
O3 Am1 O4 84.67(17) 2 . ?
O1 Am1 O4 147.25(17) 2 2 ?
O1 Am1 O4 83.57(16) . 2 ?
O3 Am1 O4 84.67(17) . 2 ?
O3 Am1 O4 80.78(17) 2 2 ?
O4 Am1 O4 123.6(2) . 2 ?
O1 Am1 O5 140.46(12) 2 . ?
O1 Am1 O5 140.46(12) . . ?
O3 Am1 O5 74.47(12) . . ?
O3 Am1 O5 74.47(12) 2 . ?
O4 Am1 O5 61.79(12) . . ?
O4 Am1 O5 61.79(12) 2 . ?
O1 Am1 O2 62.03(14) 2 2 ?
O1 Am1 O2 75.95(16) . 2 ?
O3 Am1 O2 136.11(16) . 2 ?
O3 Am1 O2 61.74(14) 2 2 ?
O4 Am1 O2 71.39(17) . 2 ?
O4 Am1 O2 139.06(16) 2 2 ?
O5 Am1 O2 117.49(10) . 2 ?
O1 Am1 O2 75.95(16) 2 . ?
O1 Am1 O2 62.03(14) . . ?
O3 Am1 O2 61.74(14) . . ?
O3 Am1 O2 136.11(16) 2 . ?
O4 Am1 O2 139.07(16) . . ?
O4 Am1 O2 71.39(17) 2 . ?
O5 Am1 O2 117.49(10) . . ?
O2 Am1 O2 125.0(2) 2 . ?
C1 O1 Am1 128.0(4) . . ?
C1 N1 C6 123.5(7) . . ?
C1 N1 C5 119.9(6) . . ?
C6 N1 C5 116.5(6) . . ?
O1 C1 N1 122.2(6) . . ?
O1 C1 C2 119.8(6) . . ?
N1 C1 C2 118.0(6) . . ?
C2 O2 C3 112.8(5) . . ?
C2 O2 Am1 124.0(4) . . ?
C3 O2 Am1 123.1(4) . . ?
C4 N2 C7 119.4(7) . . ?
C4 N2 C8 124.3(7) . . ?
C7 N2 C8 116.2(7) . . ?
O2 C2 C1 106.0(5) . . ?
O2 C2 H2A 110.5 . . ?
C1 C2 H2A 110.5 . . ?
O2 C2 H2B 110.5 . . ?
C1 C2 H2B 110.5 . . ?
H2A C2 H2B 108.7 . . ?
C4 O3 Am1 126.9(5) . . ?
O2 C3 C4 106.7(5) . . ?
O2 C3 H3A 110.4 . . ?
C4 C3 H3A 110.4 . . ?
O2 C3 H3B 110.4 . . ?
C4 C3 H3B 110.4 . . ?
H3A C3 H3B 108.6 . . ?
O3 C4 N2 122.0(7) . . ?
O3 C4 C3 119.6(6) . . ?
N2 C4 C3 118.4(6) . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C9 N3 123.0(7) . . ?
O4 C9 C10 119.9(6) . . ?
N3 C9 C10 117.0(7) . . ?
C9 O4 Am1 126.6(5) . . ?
O5 C10 C9 106.3(6) . . ?
O5 C10 H10A 110.5 . . ?
C9 C10 H10A 110.5 . . ?
O5 C10 H10B 110.5 . . ?
C9 C10 H10B 110.5 . . ?
H10A C10 H10B 108.7 . . ?
C10 O5 C10 109.3(7) . 2 ?
C10 O5 Am1 125.3(4) . . ?
C10 O5 Am1 125.3(4) 2 . ?
C9 N3 C11 122.6(8) . . ?
C9 N3 C12 119.6(8) . . ?
C11 N3 C12 117.3(8) . . ?
N3 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 H12A 109.5 . . ?
N3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O14 Cl1 O13 112.3(10) . . ?
O14 Cl1 O12 109.3(7) . . ?
O13 Cl1 O12 109.2(8) . . ?
O14 Cl1 O11 108.6(7) . . ?
O13 Cl1 O11 105.1(9) . . ?
O12 Cl1 O11 112.4(8) . . ?
O22 Cl2 O23 111.2(8) . . ?
O22 Cl2 O21 115.7(8) . . ?
O23 Cl2 O21 111.2(8) . . ?
O22 Cl2 O24 106.3(8) . . ?
O23 Cl2 O24 106.8(7) . . ?
O21 Cl2 O24 105.0(7) . . ?

_refine_diff_density_max         0.780
_refine_diff_density_min         -0.935
_refine_diff_density_rms         0.230

_shelxl_version_number           2013-3

