#------------------------------------------------------------------------------
#$Date: 2023-04-04 13:01:24 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282295 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/85/1568524.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1568524
loop_
_publ_author_name
'Fahrenhorst-Jones, Tyler'
'Marshall, David L.'
'Burns, Jed M.'
'Pierens, Gregory K.'
'Hormann, Robert E.'
'Fisher, Allison M.'
'Bernhardt, Paul V.'
'Blanksby, Stephen J.'
'Savage, G. Paul'
'Eaton, Philip E.'
'Williams, Craig M.'
_publ_section_title
;
 1-Azahomocubane.
;
_journal_issue                   11
_journal_name_full               'Chemical science'
_journal_page_first              2821
_journal_page_last               2825
_journal_paper_doi               10.1039/d3sc00001j
_journal_volume                  14
_journal_year                    2023
_chemical_formula_sum            'C22 H24 Ag Cl N2 O4'
_chemical_formula_weight         523.75
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      62
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_creation_date             2022-05-30T10:46:22-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2022-06-07 deposited with the CCDC.	2023-02-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4539(15)
_cell_length_b                   15.5189(19)
_cell_length_c                   11.6854(10)
_cell_measurement_reflns_used    3203
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      71.38
_cell_measurement_theta_min      5.41
_cell_measurement_wavelength     1.54184
_cell_volume                     2077.1(4)
_computing_cell_refinement       'CrysalisPro (Agilent Technologies,     )'
_computing_data_collection       'CrysalisPro (Agilent Technologies,     )'
_computing_data_reduction        'CrysalisPro (Agilent Technologies,     )'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_diffrn_ambient_temperature      190(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.02
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type
'Agilent Technologies Xcalibur, EosS2, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_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_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10235
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_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
;
_diffrn_reflns_theta_full        62.489
_diffrn_reflns_theta_max         62.489
_diffrn_reflns_theta_min         4.737
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.243
_exptl_absorpt_correction_T_max  0.707
_exptl_absorpt_correction_T_min  0.327
_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_crystal_colour            brown
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1064
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: benzene'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.328
_refine_diff_density_min         -0.895
_refine_diff_density_rms         0.141
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     152
_refine_ls_number_reflns         1721
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0538
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1089P)²+1.7320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1552
_refine_ls_wR_factor_ref         0.1649
_reflns_Friedel_coverage         0
_reflns_number_gt                1485
_reflns_number_total             1721
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc00001j2.cif
_cod_data_source_block           2210agazahomocubane
_cod_depositor_comments          'Adding full bibliography for 1568524.cif.'
_cod_database_code               1568524
_shelx_estimated_absorpt_t_min   0.338
_shelx_estimated_absorpt_t_max   0.709
_shelx_shelxl_version_number     2018/1
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'
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 . . . . .
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_
_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
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) . . ?
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) . ?
