# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_i13438
_audit_creation_date             2012-05-23
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C44 H72 Ag Br N10'
_chemical_formula_sum            'C44 H72 Ag Br N10'
_chemical_formula_weight         928.90
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z'

_cell_length_a                   13.0229(14)
_cell_length_b                   11.9754(12)
_cell_length_c                   15.1540(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.283(4)
_cell_angle_gamma                90.00
_cell_volume                     2359.5(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    1.314
_exptl_absorpt_correction_T_max  0.9703
_exptl_absorpt_correction_T_min  0.8041
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
R(int) was 0.0741 before and 0.0607 after correction.
The Ratio of minimum to maximum transmission is 0.8287.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ?
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0818
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19035
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         1.35
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_number_gt                5938
_reflns_number_total             7824
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XM, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         8.888
_refine_diff_density_min         -1.740
_refine_diff_density_rms         0.209
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     521
_refine_ls_number_reflns         7824
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1092
_refine_ls_R_factor_gt           0.0824
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1584P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1964
_refine_ls_wR_factor_ref         0.2196
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag -0.33112(5) 0.59438(4) -0.24099(3) 0.01526(18) Uani 1 1 d . . .
Br1 Br -0.55197(6) 0.59533(16) -0.25174(4) 0.0200(2) Uani 1 1 d . . .
N1 N -0.2532(6) 0.8245(7) -0.1715(4) 0.0154(17) Uani 1 1 d . . .
N2 N -0.3314(6) 0.8437(7) -0.2997(4) 0.0152(17) Uani 1 1 d . . .
N3 N -0.2361(7) 0.8116(8) -0.4797(5) 0.023(2) Uani 1 1 d . . .
N4 N -0.3382(6) 0.8936(7) -0.5917(4) 0.0158(17) Uani 1 1 d . . .
H4 H -0.3914 0.9389 -0.5963 0.019 Uiso 1 1 calc R . .
N5 N -0.2202(7) 1.0037(7) -0.5034(5) 0.0191(18) Uani 1 1 d . . .
H5 H -0.1756 1.0074 -0.4576 0.023 Uiso 1 1 calc R . .
N6 N -0.2581(6) 0.3620(7) -0.3034(5) 0.0169(17) Uani 1 1 d . . .
N7 N -0.3363(6) 0.3441(7) -0.1830(4) 0.0169(17) Uani 1 1 d . . .
N8 N -0.2434(6) 0.3847(7) 0.0041(5) 0.0201(18) Uani 1 1 d . . .
N9 N -0.3380(7) 0.2976(8) 0.1093(4) 0.0203(19) Uani 1 1 d . . .
H9 H -0.3901 0.2509 0.1092 0.024 Uiso 1 1 calc R . .
N10 N -0.2175(7) 0.1928(7) 0.0303(5) 0.0186(18) Uani 1 1 d . . .
H10 H -0.1738 0.1908 -0.0118 0.022 Uiso 1 1 calc R . .
C1 C -0.2735(8) 0.7383(9) -0.0279(5) 0.014(2) Uani 1 1 d . . .
C2 C -0.2282(9) 0.6887(9) 0.0479(6) 0.024(2) Uani 1 1 d . . .
H2 H -0.2703 0.6677 0.0943 0.028 Uiso 1 1 calc R . .
C3 C -0.1234(8) 0.6693(9) 0.0571(6) 0.023(2) Uani 1 1 d . . .
C4 C -0.0605(8) 0.7038(9) -0.0099(6) 0.021(2) Uani 1 1 d . . .
H4A H 0.0117 0.6924 -0.0031 0.026 Uiso 1 1 calc R . .
C5 C -0.1023(8) 0.7538(9) -0.0852(6) 0.021(2) Uani 1 1 d . . .
C6 C -0.2095(7) 0.7734(8) -0.0930(5) 0.0122(18) Uani 1 1 d . . .
C7 C -0.3892(8) 0.7523(9) -0.0374(6) 0.021(2) Uani 1 1 d . . .
H7A H -0.4058 0.8292 -0.0552 0.032 Uiso 1 1 calc R . .
H7B H -0.4188 0.7364 0.0193 0.032 Uiso 1 1 calc R . .
H7C H -0.4179 0.7005 -0.0824 0.032 Uiso 1 1 calc R . .
C8 C -0.0752(8) 0.6109(12) 0.1392(6) 0.033(3) Uani 1 1 d . . .
H8A H -0.0911 0.5310 0.1363 0.049 Uiso 1 1 calc R . .
H8B H -0.1032 0.6430 0.1923 0.049 Uiso 1 1 calc R . .
H8C H -0.0004 0.6214 0.1417 0.049 Uiso 1 1 calc R . .
C9 C -0.0355(8) 0.7885(10) -0.1592(6) 0.027(2) Uani 1 1 d . . .
H9A H -0.0632 0.7564 -0.2151 0.041 Uiso 1 1 calc R . .
H9B H 0.0348 0.7614 -0.1465 0.041 Uiso 1 1 calc R . .
H9C H -0.0349 0.8701 -0.1639 0.041 Uiso 1 1 calc R . .
C10 C -0.3045(9) 0.7658(10) -0.2378(6) 0.017(3) Uani 1 1 d . . .
C11 C -0.2503(8) 0.9392(9) -0.1923(6) 0.019(2) Uani 1 1 d . . .
H11 H -0.2202 0.9972 -0.1567 0.023 Uiso 1 1 calc R . .
C12 C -0.2981(9) 0.9500(9) -0.2719(6) 0.024(3) Uani 1 1 d . . .
H12 H -0.3079 1.0176 -0.3041 0.028 Uiso 1 1 calc R . .
C13 C -0.3866(8) 0.8167(8) -0.3832(5) 0.017(2) Uani 1 1 d . . .
H13A H -0.4093 0.8868 -0.4130 0.020 Uiso 1 1 calc R . .
H13B H -0.4489 0.7730 -0.3713 0.020 Uiso 1 1 calc R . .
C14 C -0.3211(9) 0.7503(9) -0.4444(6) 0.020(2) Uani 1 1 d . . .
H14A H -0.2929 0.6844 -0.4118 0.024 Uiso 1 1 calc R . .
H14B H -0.3660 0.7224 -0.4945 0.024 Uiso 1 1 calc R . .
C15 C -0.1431(8) 0.8124(10) -0.4221(6) 0.024(2) Uani 1 1 d . . .
H15A H -0.0842 0.8319 -0.4566 0.036 Uiso 1 1 calc R . .
H15B H -0.1323 0.7382 -0.3959 0.036 Uiso 1 1 calc R . .
H15C H -0.1499 0.8676 -0.3751 0.036 Uiso 1 1 calc R . .
C16 C -0.2626(8) 0.9106(9) -0.5253(6) 0.018(2) Uani 1 1 d . . .
C17 C -0.3307(8) 0.8003(10) -0.6550(6) 0.023(2) Uani 1 1 d . . .
H17 H -0.3011 0.7343 -0.6222 0.028 Uiso 1 1 calc R . .
C18 C -0.4370(9) 0.7692(11) -0.6927(7) 0.037(3) Uani 1 1 d . . .
H18A H -0.4802 0.7483 -0.6444 0.055 Uiso 1 1 calc R . .
H18B H -0.4319 0.7059 -0.7333 0.055 Uiso 1 1 calc R . .
H18C H -0.4678 0.8331 -0.7247 0.055 Uiso 1 1 calc R . .
C19 C -0.2578(10) 0.8318(12) -0.7267(7) 0.032(3) Uani 1 1 d . . .
H19A H -0.2840 0.8983 -0.7583 0.048 Uiso 1 1 calc R . .
H19B H -0.2532 0.7698 -0.7684 0.048 Uiso 1 1 calc R . .
H19C H -0.1893 0.8477 -0.6993 0.048 Uiso 1 1 calc R . .
C20 C -0.2462(7) 1.1036(12) -0.5547(6) 0.023(2) Uani 1 1 d . . .
H20 H -0.2580 1.0826 -0.6183 0.027 Uiso 1 1 calc R . .
C21 C -0.3430(9) 1.1585(9) -0.5231(6) 0.026(2) Uani 1 1 d . . .
H21A H -0.4018 1.1087 -0.5348 0.039 Uiso 1 1 calc R . .
H21B H -0.3552 1.2291 -0.5548 0.039 Uiso 1 1 calc R . .
H21C H -0.3341 1.1732 -0.4595 0.039 Uiso 1 1 calc R . .
C22 C -0.1556(9) 1.1852(11) -0.5451(7) 0.032(3) Uani 1 1 d . . .
H22A H -0.1365 1.1968 -0.4823 0.047 Uiso 1 1 calc R . .
H22B H -0.1756 1.2567 -0.5725 0.047 Uiso 1 1 calc R . .
H22C H -0.0968 1.1542 -0.5745 0.047 Uiso 1 1 calc R . .
C23 C -0.2740(8) 0.4520(9) -0.4496(6) 0.017(2) Uani 1 1 d . . .
C24 C -0.2246(8) 0.5008(9) -0.5181(6) 0.023(2) Uani 1 1 d . . .
H24 H -0.2653 0.5287 -0.5673 0.028 Uiso 1 1 calc R . .
C25 C -0.1188(9) 0.5109(9) -0.5185(6) 0.025(2) Uani 1 1 d . . .
C26 C -0.0601(8) 0.4735(9) -0.4448(6) 0.024(2) Uani 1 1 d . . .
H26 H 0.0126 0.4813 -0.4434 0.028 Uiso 1 1 calc R . .
C27 C -0.1046(8) 0.4251(9) -0.3735(6) 0.022(2) Uani 1 1 d . . .
C28 C -0.2101(8) 0.4134(8) -0.3769(5) 0.017(2) Uani 1 1 d . . .
C29 C -0.3897(8) 0.4422(10) -0.4504(6) 0.025(2) Uani 1 1 d . . .
H29A H -0.4083 0.3669 -0.4315 0.037 Uiso 1 1 calc R . .
H29B H -0.4193 0.4558 -0.5103 0.037 Uiso 1 1 calc R . .
H29C H -0.4165 0.4973 -0.4098 0.037 Uiso 1 1 calc R . .
C30 C -0.0679(9) 0.5678(11) -0.5943(6) 0.038(4) Uani 1 1 d . . .
H30A H -0.0816 0.5247 -0.6487 0.058 Uiso 1 1 calc R . .
H30B H 0.0064 0.5720 -0.5808 0.058 Uiso 1 1 calc R . .
H30C H -0.0959 0.6433 -0.6024 0.058 Uiso 1 1 calc R . .
C31 C -0.0384(8) 0.3891(12) -0.2935(6) 0.033(3) Uani 1 1 d . . .
H31A H -0.0723 0.4095 -0.2396 0.049 Uiso 1 1 calc R . .
H31B H 0.0285 0.4263 -0.2938 0.049 Uiso 1 1 calc R . .
H31C H -0.0286 0.3080 -0.2950 0.049 Uiso 1 1 calc R . .
C32 C -0.3064(9) 0.4209(10) -0.2416(6) 0.014(2) Uani 1 1 d . . .
C33 C -0.2567(9) 0.2490(9) -0.2829(6) 0.023(2) Uani 1 1 d . . .
H33 H -0.2285 0.1905 -0.3162 0.027 Uiso 1 1 calc R . .
C34 C -0.3034(8) 0.2390(8) -0.2060(6) 0.019(2) Uani 1 1 d . . .
H34 H -0.3120 0.1720 -0.1737 0.023 Uiso 1 1 calc R . .
C35 C -0.3934(7) 0.3721(9) -0.1061(5) 0.019(2) Uani 1 1 d . . .
H35A H -0.4157 0.3022 -0.0781 0.022 Uiso 1 1 calc R . .
H35B H -0.4558 0.4144 -0.1257 0.022 Uiso 1 1 calc R . .
C36 C -0.3312(9) 0.4407(9) -0.0379(6) 0.018(2) Uani 1 1 d . . .
H36A H -0.3070 0.5091 -0.0669 0.021 Uiso 1 1 calc R . .
H36B H -0.3772 0.4642 0.0085 0.021 Uiso 1 1 calc R . .
C37 C -0.1481(8) 0.3857(10) -0.0450(6) 0.024(2) Uani 1 1 d . . .
H37A H -0.1539 0.3305 -0.0928 0.037 Uiso 1 1 calc R . .
H37B H -0.0891 0.3672 -0.0046 0.037 Uiso 1 1 calc R . .
H37C H -0.1383 0.4601 -0.0701 0.037 Uiso 1 1 calc R . .
C38 C -0.2638(8) 0.2846(8) 0.0491(5) 0.016(2) Uani 1 1 d . . .
C39 C -0.3307(8) 0.3891(9) 0.1738(6) 0.022(2) Uani 1 1 d . . .
H39 H -0.3021 0.4561 0.1445 0.027 Uiso 1 1 calc R . .
C40 C -0.4359(8) 0.4188(11) 0.2045(7) 0.031(3) Uani 1 1 d . . .
H40A H -0.4673 0.3525 0.2296 0.046 Uiso 1 1 calc R . .
H40B H -0.4796 0.4459 0.1542 0.046 Uiso 1 1 calc R . .
H40C H -0.4290 0.4774 0.2496 0.046 Uiso 1 1 calc R . .
C41 C -0.2585(10) 0.3576(12) 0.2511(7) 0.034(3) Uani 1 1 d . . .
H41A H -0.2903 0.2998 0.2862 0.050 Uiso 1 1 calc R . .
H41B H -0.2440 0.4236 0.2880 0.050 Uiso 1 1 calc R . .
H41C H -0.1941 0.3291 0.2293 0.050 Uiso 1 1 calc R . .
C42 C -0.2397(7) 0.0929(13) 0.0806(5) 0.0233(18) Uani 1 1 d . . .
H42 H -0.2523 0.1139 0.1429 0.028 Uiso 1 1 calc R . .
C43 C -0.3343(9) 0.0335(9) 0.0390(7) 0.025(2) Uani 1 1 d . . .
H43A H -0.3227 0.0151 -0.0226 0.038 Uiso 1 1 calc R . .
H43B H -0.3943 0.0825 0.0413 0.038 Uiso 1 1 calc R . .
H43C H -0.3464 -0.0354 0.0718 0.038 Uiso 1 1 calc R . .
C44 C -0.1453(9) 0.0165(11) 0.0796(7) 0.033(3) Uani 1 1 d . . .
H44A H -0.1279 0.0034 0.0184 0.049 Uiso 1 1 calc R . .
H44B H -0.1607 -0.0550 0.1075 0.049 Uiso 1 1 calc R . .
H44C H -0.0870 0.0521 0.1123 0.049 Uiso 1 1 calc R . .


_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
Ag1 Br1 2.8714(10) . ?
Ag1 C10 2.082(12) . ?
Ag1 C32 2.102(12) . ?
N1 C6 1.427(11) . ?
N1 C10 1.369(13) . ?
N1 C11 1.410(12) . ?
N2 C10 1.355(13) . ?
N2 C12 1.401(13) . ?
N2 C13 1.455(11) . ?
N3 C14 1.456(13) . ?
N3 C15 1.452(13) . ?
N3 C16 1.405(13) . ?
N4 C16 1.382(12) . ?
N4 C17 1.480(12) . ?
N5 C16 1.279(13) . ?
N5 C20 1.456(15) . ?
N6 C28 1.447(11) . ?
N6 C32 1.356(13) . ?
N6 C33 1.388(13) . ?
N7 C32 1.351(13) . ?
N7 C34 1.381(12) . ?
N7 C35 1.457(11) . ?
N8 C36 1.442(13) . ?
N8 C37 1.483(12) . ?
N8 C38 1.412(12) . ?
N9 C38 1.375(12) . ?
N9 C39 1.467(12) . ?
N10 C38 1.293(13) . ?
N10 C42 1.456(15) . ?
C1 C2 1.392(13) . ?
C1 C6 1.393(12) . ?
C1 C7 1.516(15) . ?
C2 C3 1.383(15) . ?
C3 C4 1.402(14) . ?
C3 C8 1.531(13) . ?
C4 C5 1.374(13) . ?
C5 C6 1.414(14) . ?
C5 C9 1.516(13) . ?
C11 C12 1.332(14) . ?
C13 C14 1.521(14) . ?
C17 C18 1.513(15) . ?
C17 C19 1.530(15) . ?
C20 C21 1.523(15) . ?
C20 C22 1.531(16) . ?
C23 C24 1.381(14) . ?
C23 C28 1.420(13) . ?
C23 C29 1.511(15) . ?
C24 C25 1.384(15) . ?
C25 C26 1.391(15) . ?
C25 C30 1.520(14) . ?
C26 C27 1.382(13) . ?
C27 C28 1.378(14) . ?
C27 C31 1.510(14) . ?
C33 C34 1.350(13) . ?
C35 C36 1.517(13) . ?
C39 C40 1.515(14) . ?
C39 C41 1.507(15) . ?
C42 C43 1.527(15) . ?
C42 C44 1.533(16) . ?

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
C10 Ag1 Br1 99.3(3) . . ?
C10 Ag1 C32 161.6(3) . . ?
C32 Ag1 Br1 99.0(3) . . ?
C10 N1 C6 123.0(8) . . ?
C10 N1 C11 110.8(8) . . ?
C11 N1 C6 126.2(8) . . ?
C10 N2 C12 110.7(8) . . ?
C10 N2 C13 123.0(9) . . ?
C12 N2 C13 126.3(8) . . ?
C15 N3 C14 114.1(8) . . ?
C16 N3 C14 115.8(8) . . ?
C16 N3 C15 117.6(9) . . ?
C16 N4 C17 120.9(8) . . ?
C16 N5 C20 119.6(8) . . ?
C32 N6 C28 123.3(9) . . ?
C32 N6 C33 110.7(8) . . ?
C33 N6 C28 125.9(8) . . ?
C32 N7 C34 110.4(8) . . ?
C32 N7 C35 123.3(9) . . ?
C34 N7 C35 126.3(8) . . ?
C36 N8 C37 116.1(8) . . ?
C38 N8 C36 116.2(8) . . ?
C38 N8 C37 115.9(8) . . ?
C38 N9 C39 120.3(8) . . ?
C38 N10 C42 118.3(8) . . ?
C2 C1 C6 118.1(9) . . ?
C2 C1 C7 119.9(9) . . ?
C6 C1 C7 122.0(8) . . ?
C3 C2 C1 121.5(9) . . ?
C2 C3 C4 119.5(8) . . ?
C2 C3 C8 121.0(9) . . ?
C4 C3 C8 119.6(9) . . ?
C5 C4 C3 120.6(10) . . ?
C4 C5 C6 119.0(9) . . ?
C4 C5 C9 121.2(9) . . ?
C6 C5 C9 119.9(8) . . ?
C1 C6 N1 119.7(8) . . ?
C1 C6 C5 121.2(8) . . ?
C5 C6 N1 119.0(8) . . ?
N1 C10 Ag1 126.7(7) . . ?
N2 C10 Ag1 128.8(8) . . ?
N2 C10 N1 104.5(9) . . ?
C12 C11 N1 106.2(9) . . ?
C11 C12 N2 107.8(9) . . ?
N2 C13 C14 112.3(8) . . ?
N3 C14 C13 115.1(9) . . ?
N4 C16 N3 112.2(9) . . ?
N5 C16 N3 121.2(9) . . ?
N5 C16 N4 126.6(9) . . ?
N4 C17 C18 109.8(8) . . ?
N4 C17 C19 109.9(9) . . ?
C18 C17 C19 112.6(9) . . ?
N5 C20 C21 111.0(8) . . ?
N5 C20 C22 108.6(8) . . ?
C21 C20 C22 110.0(11) . . ?
C24 C23 C28 116.3(9) . . ?
C24 C23 C29 122.3(9) . . ?
C28 C23 C29 121.4(9) . . ?
C23 C24 C25 123.1(10) . . ?
C24 C25 C26 118.0(9) . . ?
C24 C25 C30 121.3(10) . . ?
C26 C25 C30 120.5(10) . . ?
C27 C26 C25 121.8(10) . . ?
C26 C27 C31 120.1(10) . . ?
C28 C27 C26 118.3(9) . . ?
C28 C27 C31 121.6(9) . . ?
C23 C28 N6 118.4(8) . . ?
C27 C28 N6 119.2(8) . . ?
C27 C28 C23 122.4(8) . . ?
N6 C32 Ag1 126.5(7) . . ?
N7 C32 Ag1 128.3(7) . . ?
N7 C32 N6 105.2(9) . . ?
C34 C33 N6 106.2(9) . . ?
C33 C34 N7 107.4(9) . . ?
N7 C35 C36 113.1(8) . . ?
N8 C36 C35 115.3(9) . . ?
N9 C38 N8 112.6(8) . . ?
N10 C38 N8 120.8(8) . . ?
N10 C38 N9 126.6(9) . . ?
N9 C39 C40 110.7(8) . . ?
N9 C39 C41 110.2(9) . . ?
C41 C39 C40 110.8(8) . . ?
N10 C42 C43 110.3(8) . . ?
N10 C42 C44 107.6(8) . . ?
C43 C42 C44 110.3(11) . . ?

_database_code_depnum_ccdc_archive 'CCDC 938476'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_i13870
_audit_creation_date             2012-09-19
_audit_creation_method           
;
  Olex2 1.2
  (compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C22 H35 Cl Cu N5'
_chemical_formula_sum            'C22 H35 Cl Cu N5'
_chemical_formula_weight         468.54
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   9.40560(10)
_cell_length_b                   10.6321(2)
_cell_length_c                   12.2114(2)
_cell_angle_alpha                89.4670(10)
_cell_angle_beta                 81.9140(10)
_cell_angle_gamma                84.4510(10)
_cell_volume                     1203.34(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_T_max  0.9703
_exptl_absorpt_correction_T_min  0.9141
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0324 before and 0.0269 after correction.
The Ratio of minimum to maximum transmission is 0.9421.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             496
_exptl_crystal_recrystallization_method 
;
CH2Cl2 solution and crystallized at room temperature
;
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.34
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0152
_diffrn_reflns_av_unetI/netI     0.0140
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19494
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         1.68
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_number_gt                5029
_reflns_number_total             5273
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         5273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0223
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0346P)²+0.4605P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0623
_refine_ls_wR_factor_ref         0.0631
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.084800(14) -0.007993(13) 0.309188(12) 0.01563(5) Uani 1 1 d . . .
Cl1 Cl 0.24980(3) -0.15711(3) 0.27795(3) 0.02399(8) Uani 1 1 d . . .
N1 N -0.18091(10) 0.15736(9) 0.30089(8) 0.01465(19) Uani 1 1 d . . .
N2 N -0.06005(10) 0.21675(9) 0.42338(8) 0.01453(19) Uani 1 1 d . . .
N3 N 0.23873(10) 0.31401(9) 0.35710(8) 0.01448(19) Uani 1 1 d . . .
N4 N 0.18110(10) 0.52348(10) 0.30529(8) 0.01467(19) Uani 1 1 d . . .
H4 H 0.2123(17) 0.5935(16) 0.2920(13) 0.020(4) Uiso 1 1 d . . .
N5 N 0.42817(10) 0.43504(9) 0.29985(8) 0.0154(2) Uani 1 1 d . . .
C1 C -0.17001(13) 0.11177(12) 0.10422(11) 0.0191(2) Uani 1 1 d . . .
C2 C -0.21216(14) 0.04103(13) 0.02132(11) 0.0224(3) Uani 1 1 d . . .
H2 H -0.1759 0.0567 -0.0536 0.027 Uiso 1 1 calc R . .
C3 C -0.30610(14) -0.05216(13) 0.04518(11) 0.0229(3) Uani 1 1 d . . .
C4 C -0.35822(14) -0.07478(12) 0.15521(11) 0.0209(3) Uani 1 1 d . . .
H4A H -0.4229 -0.1378 0.1720 0.025 Uiso 1 1 calc R . .
C5 C -0.31803(13) -0.00739(11) 0.24158(10) 0.0174(2) Uani 1 1 d . . .
C6 C -0.22391(12) 0.08522(11) 0.21362(10) 0.0157(2) Uani 1 1 d . . .
C7 C -0.06944(15) 0.21299(13) 0.07659(11) 0.0244(3) Uani 1 1 d . . .
H7A H -0.1199 0.2955 0.0996 0.037 Uiso 1 1 calc R . .
H7B H -0.0376 0.2132 -0.0033 0.037 Uiso 1 1 calc R . .
H7C H 0.0146 0.1962 0.1156 0.037 Uiso 1 1 calc R . .
C8 C -0.35116(16) -0.12588(14) -0.04681(13) 0.0308(3) Uani 1 1 d . . .
H8A H -0.3702 -0.0686 -0.1075 0.046 Uiso 1 1 calc R . .
H8B H -0.4388 -0.1657 -0.0190 0.046 Uiso 1 1 calc R . .
H8C H -0.2737 -0.1913 -0.0737 0.046 Uiso 1 1 calc R . .
C9 C -0.37250(14) -0.03727(12) 0.35980(11) 0.0219(3) Uani 1 1 d . . .
H9A H -0.3038 -0.1002 0.3882 0.033 Uiso 1 1 calc R . .
H9B H -0.4664 -0.0710 0.3636 0.033 Uiso 1 1 calc R . .
H9C H -0.3827 0.0399 0.4046 0.033 Uiso 1 1 calc R . .
C10 C -0.05780(12) 0.12697(11) 0.34534(10) 0.0142(2) Uani 1 1 d . . .
C11 C -0.25885(13) 0.26420(11) 0.35064(10) 0.0167(2) Uani 1 1 d . . .
H11 H -0.3482 0.3033 0.3337 0.020 Uiso 1 1 calc R . .
C12 C -0.18221(13) 0.30149(11) 0.42800(10) 0.0170(2) Uani 1 1 d . . .
H12 H -0.2072 0.3722 0.4763 0.020 Uiso 1 1 calc R . .
C13 C 0.05094(12) 0.22301(11) 0.49480(10) 0.0161(2) Uani 1 1 d . . .
H13A H 0.1120 0.1415 0.4905 0.019 Uiso 1 1 calc R . .
H13B H 0.0039 0.2350 0.5722 0.019 Uiso 1 1 calc R . .
C14 C 0.14674(13) 0.32920(11) 0.46465(10) 0.0160(2) Uani 1 1 d . . .
H14A H 0.0846 0.4098 0.4645 0.019 Uiso 1 1 calc R . .
H14B H 0.2092 0.3355 0.5228 0.019 Uiso 1 1 calc R . .
C15 C 0.34998(13) 0.20788(11) 0.35608(11) 0.0191(2) Uani 1 1 d . . .
H15A H 0.4114 0.2037 0.2842 0.029 Uiso 1 1 calc R . .
H15B H 0.3042 0.1291 0.3688 0.029 Uiso 1 1 calc R . .
H15C H 0.4089 0.2197 0.4146 0.029 Uiso 1 1 calc R . .
C16 C 0.29232(12) 0.42851(11) 0.31781(9) 0.0137(2) Uani 1 1 d . . .
C17 C 0.08348(13) 0.49729(12) 0.22469(10) 0.0173(2) Uani 1 1 d . . .
H17 H 0.0382 0.4180 0.2472 0.021 Uiso 1 1 calc R . .
C18 C 0.16599(15) 0.47888(14) 0.10843(11) 0.0244(3) Uani 1 1 d . . .
H18A H 0.2039 0.5583 0.0827 0.037 Uiso 1 1 calc R . .
H18B H 0.1010 0.4536 0.0584 0.037 Uiso 1 1 calc R . .
H18C H 0.2462 0.4130 0.1095 0.037 Uiso 1 1 calc R . .
C19 C -0.03488(14) 0.60543(14) 0.22771(11) 0.0251(3) Uani 1 1 d . . .
H19A H -0.0940 0.6089 0.3006 0.038 Uiso 1 1 calc R . .
H19B H -0.0956 0.5920 0.1707 0.038 Uiso 1 1 calc R . .
H19C H 0.0085 0.6852 0.2138 0.038 Uiso 1 1 calc R . .
C20 C 0.48863(12) 0.54689(11) 0.24820(11) 0.0181(2) Uani 1 1 d . . .
H20 H 0.4096 0.6055 0.2237 0.022 Uiso 1 1 calc R . .
C21 C 0.59823(14) 0.50389(13) 0.14808(11) 0.0254(3) Uani 1 1 d . . .
H21A H 0.6764 0.4475 0.1724 0.038 Uiso 1 1 calc R . .
H21B H 0.6380 0.5778 0.1115 0.038 Uiso 1 1 calc R . .
H21C H 0.5506 0.4588 0.0961 0.038 Uiso 1 1 calc R . .
C22 C 0.55854(15) 0.61257(12) 0.33383(12) 0.0245(3) Uani 1 1 d . . .
H22A H 0.4838 0.6476 0.3926 0.037 Uiso 1 1 calc R . .
H22B H 0.6108 0.6810 0.2985 0.037 Uiso 1 1 calc R . .
H22C H 0.6261 0.5515 0.3656 0.037 Uiso 1 1 calc R . .


_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
Cu1 Cl1 2.1062(3) . ?
Cu1 C10 1.8777(12) . ?
N1 C6 1.4436(15) . ?
N1 C10 1.3569(15) . ?
N1 C11 1.3868(15) . ?
N2 C10 1.3517(16) . ?
N2 C12 1.3847(15) . ?
N2 C13 1.4579(15) . ?
N3 C14 1.4687(15) . ?
N3 C15 1.4617(15) . ?
N3 C16 1.4163(14) . ?
N4 C16 1.4053(15) . ?
N4 C17 1.4827(15) . ?
N5 C16 1.2743(15) . ?
N5 C20 1.4667(15) . ?
C1 C2 1.3901(18) . ?
C1 C6 1.3970(17) . ?
C1 C7 1.5057(17) . ?
C2 C3 1.392(2) . ?
C3 C4 1.3910(19) . ?
C3 C8 1.5068(18) . ?
C4 C5 1.3955(18) . ?
C5 C6 1.3954(17) . ?
C5 C9 1.5040(17) . ?
C11 C12 1.3502(17) . ?
C13 C14 1.5225(16) . ?
C17 C18 1.5237(17) . ?
C17 C19 1.5180(17) . ?
C20 C21 1.5268(18) . ?
C20 C22 1.5196(18) . ?

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
C10 Cu1 Cl1 176.39(4) . . ?
C10 N1 C6 123.37(10) . . ?
C10 N1 C11 111.48(10) . . ?
C11 N1 C6 125.15(10) . . ?
C10 N2 C12 111.46(10) . . ?
C10 N2 C13 124.43(10) . . ?
C12 N2 C13 124.10(10) . . ?
C15 N3 C14 112.23(9) . . ?
C16 N3 C14 112.56(9) . . ?
C16 N3 C15 113.90(9) . . ?
C16 N4 C17 116.32(10) . . ?
C16 N5 C20 121.07(10) . . ?
C2 C1 C6 117.62(12) . . ?
C2 C1 C7 120.96(12) . . ?
C6 C1 C7 121.42(11) . . ?
C1 C2 C3 121.79(12) . . ?
C2 C3 C8 120.41(13) . . ?
C4 C3 C2 118.70(12) . . ?
C4 C3 C8 120.89(13) . . ?
C3 C4 C5 121.77(12) . . ?
C4 C5 C6 117.45(11) . . ?
C4 C5 C9 120.38(11) . . ?
C6 C5 C9 122.15(11) . . ?
C1 C6 N1 118.43(11) . . ?
C5 C6 N1 118.91(11) . . ?
C5 C6 C1 122.65(11) . . ?
N1 C10 Cu1 128.87(9) . . ?
N2 C10 Cu1 127.01(9) . . ?
N2 C10 N1 104.12(10) . . ?
C12 C11 N1 106.23(10) . . ?
C11 C12 N2 106.71(11) . . ?
N2 C13 C14 113.35(9) . . ?
N3 C14 C13 114.77(10) . . ?
N4 C16 N3 112.29(10) . . ?
N5 C16 N3 119.29(10) . . ?
N5 C16 N4 128.41(11) . . ?
N4 C17 C18 111.20(10) . . ?
N4 C17 C19 108.99(10) . . ?
C19 C17 C18 110.84(10) . . ?
N5 C20 C21 108.41(10) . . ?
N5 C20 C22 108.07(10) . . ?
C22 C20 C21 111.58(10) . . ?

_database_code_depnum_ccdc_archive 'CCDC 938477'
