# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_2210agazahomocubane
_database_code_depnum_ccdc_archive 'CCDC 2177501'
loop_
_audit_author_name
_audit_author_address
'Paul Bernhardt'
;The University of Queensland
Australia
;
_audit_update_record             
;
2022-06-07 deposited with the CCDC.	2023-02-22 downloaded from the CCDC.
;

_audit_creation_date             2022-05-30T10:46:22-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C22 H24 Ag Cl N2 O4'
_chemical_formula_weight         523.75

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_Int_Tables_number      62
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   11.4539(15)
_cell_length_b                   15.5189(19)
_cell_length_c                   11.6854(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2077.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    190(2)
_cell_measurement_reflns_used    3203
_cell_measurement_theta_min      5.41
_cell_measurement_theta_max      71.38
_cell_measurement_wavelength     1.54184

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1064
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -5 0.065
0 -1 5 0.06
-5 -2 0 0.086
5 1 1 0.084
0 -1 0 0.024
0 1 0 0.015


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    9.243
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
        Empirical absorption correction using spherical harmonics,
        implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.327
_exptl_absorpt_correction_T_max  0.707
_shelx_estimated_absorpt_T_min   0.338
_shelx_estimated_absorpt_T_max   0.709

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_ambient_temperature      190(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.02
_diffrn_orient_matrix_ub_11      -0.004731
_diffrn_orient_matrix_ub_12      0.094914
_diffrn_orient_matrix_ub_13      0.038207
_diffrn_orient_matrix_ub_21      0.118745
_diffrn_orient_matrix_ub_22      -0.010083
_diffrn_orient_matrix_ub_23      0.060272
_diffrn_orient_matrix_ub_31      0.063032
_diffrn_orient_matrix_ub_32      0.027347
_diffrn_orient_matrix_ub_33      -0.110931
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  
'Agilent Technologies Xcalibur, EosS2, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_number            10235
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.737
_diffrn_reflns_theta_max         62.489
_diffrn_reflns_theta_full        62.489
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_Friedel_coverage         0
_reflns_number_total             1721
_reflns_number_gt                1485
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_reflns_reduction_process 
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysalisPro (Agilent Technologies,     )'
_computing_cell_refinement       'CrysalisPro (Agilent Technologies,     )'
_computing_data_reduction        'CrysalisPro (Agilent Technologies,     )'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/1
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1089P)²+1.7320P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         1721
_refine_ls_number_parameters     152
_refine_ls_number_restraints     12
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0538
_refine_ls_wR_factor_ref         0.1649
_refine_ls_wR_factor_gt          0.1552
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         2.328
_refine_diff_density_min         -0.895
_refine_diff_density_rms         0.141

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag 0.1306 4.282 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.4950(3) 0.3879(4) 0.7601(3) 0.0419(12) Uani 1 1 d . . . . .
C2 C 0.4584(5) 0.4355(3) 0.6519(4) 0.0549(12) Uani 1 1 d . . . . .
H2 H 0.409195 0.406584 0.592565 0.066 Uiso 1 1 calc R U . . .
C3 C 0.4314(5) 0.5291(3) 0.6916(5) 0.0564(12) Uani 1 1 d . . . . .
H3 H 0.364427 0.562879 0.65977 0.068 Uiso 1 1 calc R U . . .
C4 C 0.5616(5) 0.5543(3) 0.6672(4) 0.0586(13) Uani 1 1 d . . . . .
H4 H 0.588941 0.608378 0.629027 0.07 Uiso 1 1 calc R U . . .
C5 C 0.5858(5) 0.4612(3) 0.6261(4) 0.0580(12) Uani 1 1 d . . . . .
H5 H 0.63183 0.444362 0.556929 0.07 Uiso 1 1 calc R U . . .
C6 C 0.6119(4) 0.4342(3) 0.7511(4) 0.0484(11) Uani 1 1 d . . . . .
H6 H 0.686402 0.404323 0.771457 0.058 Uiso 1 1 calc R U . . .
C7 C 0.5865(5) 0.5274(3) 0.7938(5) 0.0560(12) Uani 1 1 d . . . . .
H7 H 0.643136 0.559645 0.842878 0.067 Uiso 1 1 calc R U . . .
C8 C 0.4557(5) 0.5237(3) 0.8220(4) 0.0595(13) Uani 1 1 d . . . . .
H8 H 0.422784 0.570062 0.871989 0.071 Uiso 1 1 calc R U . . .
C9 C 0.4331(5) 0.4315(3) 0.8555(4) 0.0553(12) Uani 1 1 d . . . . .
H9A H 0.467797 0.41728 0.930772 0.066 Uiso 1 1 calc R U . . .
H9B H 0.348745 0.417788 0.856166 0.066 Uiso 1 1 calc R U . . .
Ag1 Ag 0.49636(4) 0.25 0.75642(4) 0.0471(3) Uani 1 2 d S T P . .
C10 C 0.7401(12) 0.25 0.5269(9) 0.037(3) Uiso 0.59(2) 2 d DS . P A 1
H10 H 0.739067 0.25 0.608153 0.044 Uiso 0.59(2) 2 calc R U P A 1
C11 C 0.6354(12) 0.25 0.4694(17) 0.068(5) Uiso 0.59(2) 2 d DS . P A 1
H11 H 0.56257 0.25 0.508326 0.081 Uiso 0.59(2) 2 calc R U P A 1
C12 C 0.6426(15) 0.25 0.3548(16) 0.069(4) Uiso 0.59(2) 2 d DS . P A 1
H12 H 0.571974 0.25 0.312138 0.083 Uiso 0.59(2) 2 calc R U P A 1
C13 C 0.7474(17) 0.25 0.2947(9) 0.055(4) Uiso 0.59(2) 2 d DS . P A 1
H13 H 0.747373 0.25 0.213439 0.067 Uiso 0.59(2) 2 calc R U P A 1
C14 C 0.8559(12) 0.25 0.3570(16) 0.056(4) Uiso 0.59(2) 2 d DS . P A 1
H14 H 0.929224 0.25 0.319004 0.068 Uiso 0.59(2) 2 calc R U P A 1
C15 C 0.8477(13) 0.25 0.4711(15) 0.057(4) Uiso 0.59(2) 2 d DS . P A 1
H15 H 0.917192 0.25 0.515496 0.068 Uiso 0.59(2) 2 calc R U P A 1
C10' C 0.6671(19) 0.25 0.4945(13) 0.052(5) Uiso 0.41(2) 2 d DS . P A 2
H10' H 0.617022 0.25 0.559379 0.063 Uiso 0.41(2) 2 calc R U P A 2
C11' C 0.6168(11) 0.25 0.3879(18) 0.051(5) Uiso 0.41(2) 2 d DS . P A 2
H11' H 0.534522 0.25 0.377335 0.061 Uiso 0.41(2) 2 calc R U P A 2
C12' C 0.6917(15) 0.25 0.2996(10) 0.031(4) Uiso 0.41(2) 2 d DS . P A 2
H12' H 0.660735 0.25 0.224177 0.037 Uiso 0.41(2) 2 calc R U P A 2
C13' C 0.8122(16) 0.25 0.3130(14) 0.035(4) Uiso 0.41(2) 2 d DS . P A 2
H13' H 0.86137 0.25 0.247549 0.042 Uiso 0.41(2) 2 calc R U P A 2
C14' C 0.8628(12) 0.25 0.426(3) 0.079(7) Uiso 0.41(2) 2 d DS . P A 2
H14' H 0.944901 0.25 0.437488 0.094 Uiso 0.41(2) 2 calc R U P A 2
C15' C 0.787(2) 0.25 0.5133(15) 0.062(6) Uiso 0.41(2) 2 d DS . P A 2
H15' H 0.816084 0.25 0.589486 0.075 Uiso 0.41(2) 2 calc R U P A 2
Cl1 Cl 0.73888(12) 0.25 0.95494(14) 0.0451(4) Uani 1 2 d S T P . .
O1 O 0.7522(4) 0.25 0.8315(4) 0.0567(13) Uani 1 2 d S T P . .
O2 O 0.8494(5) 0.25 1.0069(5) 0.0751(16) Uani 1 2 d S T P . .
O3 O 0.6768(5) 0.1746(4) 0.9882(4) 0.114(2) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C9 1.484(6) . ?
N1 C2 1.523(6) . ?
N1 C6 1.523(6) . ?
N1 Ag1 2.141(6) . ?
C2 C5 1.542(8) . ?
C2 C3 1.556(7) . ?
C3 C8 1.552(8) . ?
C3 C4 1.568(9) . ?
C4 C5 1.548(7) . ?
C4 C7 1.564(7) . ?
C5 C6 1.549(6) . ?
C6 C7 1.556(7) . ?
C7 C8 1.536(8) . ?
C8 C9 1.506(7) . ?
C10 C11 1.374(18) . ?
C10 C15 1.394(18) . ?
C11 C12 1.342(19) . ?
C12 C13 1.390(18) . ?
C13 C14 1.440(17) . ?
C14 C15 1.337(19) . ?
C10' C11' 1.373(18) . ?
C10' C15' 1.394(18) . ?
C11' C12' 1.342(19) . ?
C12' C13' 1.389(18) . ?
C13' C14' 1.440(17) . ?
C14' C15' 1.34(2) . ?
Cl1 O2 1.403(6) . ?
Cl1 O3 1.423(4) 7_565 ?
Cl1 O3 1.423(4) . ?
Cl1 O1 1.450(5) . ?

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
C9 N1 C2 105.7(4) . . ?
C9 N1 C6 104.9(4) . . ?
C2 N1 C6 87.5(4) . . ?
C9 N1 Ag1 118.3(3) . . ?
C2 N1 Ag1 118.0(3) . . ?
C6 N1 Ag1 117.7(3) . . ?
N1 C2 C5 91.5(4) . . ?
N1 C2 C3 105.1(4) . . ?
C5 C2 C3 90.3(4) . . ?
C8 C3 C2 101.9(4) . . ?
C8 C3 C4 91.2(4) . . ?
C2 C3 C4 89.4(4) . . ?
C5 C4 C7 90.6(4) . . ?
C5 C4 C3 89.6(4) . . ?
C7 C4 C3 86.3(4) . . ?
C2 C5 C4 90.7(4) . . ?
C2 C5 C6 85.9(4) . . ?
C4 C5 C6 89.7(4) . . ?
N1 C6 C5 91.3(4) . . ?
N1 C6 C7 104.6(4) . . ?
C5 C6 C7 90.8(4) . . ?
C8 C7 C6 102.5(4) . . ?
C8 C7 C4 92.0(4) . . ?
C6 C7 C4 88.8(4) . . ?
C9 C8 C7 105.0(4) . . ?
C9 C8 C3 106.0(4) . . ?
C7 C8 C3 87.8(4) . . ?
N1 C9 C8 99.0(4) . . ?
N1 Ag1 N1 177.58(19) . 7_565 ?
C11 C10 C15 122.9(12) . . ?
C12 C11 C10 115.7(12) . . ?
C11 C12 C13 123.8(12) . . ?
C12 C13 C14 119.4(11) . . ?
C15 C14 C13 116.3(11) . . ?
C14 C15 C10 121.9(12) . . ?
C11' C10' C15' 123.8(13) . . ?
C12' C11' C10' 115.4(12) . . ?
C11' C12' C13' 123.3(12) . . ?
C12' C13' C14' 120.2(11) . . ?
C15' C14' C13' 116.0(12) . . ?
C14' C15' C10' 121.2(12) . . ?
O2 Cl1 O3 109.4(3) . 7_565 ?
O2 Cl1 O3 109.4(3) . . ?
O3 Cl1 O3 110.6(6) 7_565 . ?
O2 Cl1 O1 109.6(3) . . ?
O3 Cl1 O1 108.9(2) 7_565 . ?
O3 Cl1 O1 108.9(2) . . ?



# END of CIF
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: benzene'
