# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_C8N2H18Cu2I4
_database_code_depnum_ccdc_archive 'CCDC 1582693'
loop_
_audit_author_name
_audit_author_address
'Xiao-Wu Lei'
;Jining University
China
;
_audit_update_record             
;
2019-04-28 deposited with the CCDC.	2019-05-24 downloaded from the CCDC.
;
#================================================  

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C8N2H18Cu2I4
_chemical_formula_sum            'C8 H18 Cu2 I4 N2'
_chemical_formula_weight         776.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   9.2225(9)
_cell_length_b                   10.9983(11)
_cell_length_c                   17.4996(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.861(4)
_cell_angle_gamma                90.00
_cell_volume                     1569.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4773
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      27.27

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    10.558
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3004
_exptl_absorpt_correction_T_max  0.4182
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17756
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         27.56
_reflns_number_total             3595
_reflns_number_gt                2825
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1323P)²+45.1809P] 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     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3595
_refine_ls_number_parameters     147
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0648
_refine_ls_wR_factor_ref         0.2323
_refine_ls_wR_factor_gt          0.2193
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.1922(13) -0.3544(10) -0.0887(6) 0.024(2) Uani 1 1 d . . .
N2 N 0.1759(12) -0.1280(10) -0.0640(6) 0.020(2) Uani 1 1 d . . .
C1 C 0.202(2) -0.4855(14) -0.1059(12) 0.046(4) Uani 1 1 d . . .
H1A H 0.2001 -0.5331 -0.0605 0.069 Uiso 1 1 calc R . .
H1B H 0.3027 -0.5009 -0.1082 0.069 Uiso 1 1 calc R . .
H1C H 0.1109 -0.5073 -0.1601 0.069 Uiso 1 1 calc R . .
C2 C 0.1354(17) -0.1488(12) -0.1567(8) 0.028(3) Uani 1 1 d . . .
H2A H 0.2014 -0.0959 -0.1724 0.033 Uiso 1 1 calc R . .
H2B H 0.0207 -0.1307 -0.1942 0.033 Uiso 1 1 calc R . .
C3 C 0.1696(18) 0.0062(14) -0.0478(9) 0.035(3) Uani 1 1 d . . .
H3A H 0.2446 0.0488 -0.0621 0.053 Uiso 1 1 calc R . .
H3B H 0.1999 0.0192 0.0120 0.053 Uiso 1 1 calc R . .
H3C H 0.0604 0.0359 -0.0831 0.053 Uiso 1 1 calc R . .
C4 C 0.0503(16) -0.3283(13) -0.0713(9) 0.028(3) Uani 1 1 d . . .
H4A H -0.0521 -0.3442 -0.1229 0.033 Uiso 1 1 calc R . .
H4B H 0.0558 -0.3809 -0.0255 0.033 Uiso 1 1 calc R . .
C5 C 0.3469(15) -0.1750(15) -0.0061(10) 0.036(3) Uani 1 1 d . . .
H5A H 0.3814 -0.1508 0.0532 0.043 Uiso 1 1 calc R . .
H5B H 0.4235 -0.1412 -0.0239 0.043 Uiso 1 1 calc R . .
C6 C 0.1706(18) -0.2807(11) -0.1670(8) 0.027(3) Uani 1 1 d . . .
H6A H 0.2696 -0.2859 -0.1732 0.033 Uiso 1 1 calc R . .
H6B H 0.0808 -0.3139 -0.2188 0.033 Uiso 1 1 calc R . .
C7 C 0.3450(15) -0.3144(14) -0.0128(8) 0.028(3) Uani 1 1 d . . .
H7A H 0.4393 -0.3417 -0.0186 0.033 Uiso 1 1 calc R . .
H7B H 0.3512 -0.3501 0.0394 0.033 Uiso 1 1 calc R . .
C8 C 0.0565(15) -0.1979(12) -0.0451(9) 0.026(3) Uani 1 1 d . . .
H8A H 0.0894 -0.1933 0.0162 0.031 Uiso 1 1 calc R . .
H8B H -0.0517 -0.1620 -0.0764 0.031 Uiso 1 1 calc R . .
I1 I 0.70244(12) -0.28714(9) -0.31163(6) 0.0364(3) Uani 1 1 d . . .
I2 I 0.64291(14) -0.28262(10) -0.09258(7) 0.0414(3) Uani 1 1 d . . .
I3 I 0.74166(13) -0.61279(9) -0.17567(7) 0.0390(3) Uani 1 1 d . . .
I4 I 0.28743(15) -0.46626(11) -0.30879(8) 0.0486(3) Uani 1 1 d . . .
Cu1 Cu 0.5840(2) -0.41265(17) -0.22618(12) 0.0368(4) Uani 1 1 d . . .
Cu2 Cu 0.5622(2) -0.16430(17) -0.23403(12) 0.0371(4) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.025(5) 0.030(6) 0.018(5) -0.001(4) 0.010(4) 0.002(4)
N2 0.016(4) 0.031(5) 0.013(4) -0.003(4) 0.006(4) -0.006(4)
C1 0.057(10) 0.029(8) 0.059(10) 0.008(7) 0.033(9) 0.016(7)
C2 0.038(7) 0.031(7) 0.014(5) -0.002(5) 0.013(5) -0.002(6)
C3 0.031(7) 0.037(8) 0.035(7) -0.009(6) 0.013(6) 0.000(6)
C4 0.020(6) 0.034(7) 0.031(6) 0.003(5) 0.014(5) -0.003(5)
C5 0.011(5) 0.056(9) 0.033(7) -0.010(7) 0.005(5) 0.002(6)
C6 0.039(7) 0.032(7) 0.013(5) -0.005(5) 0.014(5) 0.002(5)
C7 0.012(5) 0.049(8) 0.019(6) 0.003(5) 0.005(4) 0.006(5)
C8 0.016(5) 0.031(7) 0.038(7) -0.001(5) 0.019(5) 0.000(5)
I1 0.0309(5) 0.0431(6) 0.0320(5) -0.0018(4) 0.0122(4) -0.0003(4)
I2 0.0407(6) 0.0476(6) 0.0419(6) -0.0024(4) 0.0243(5) -0.0043(4)
I3 0.0443(6) 0.0377(5) 0.0382(5) -0.0011(4) 0.0220(5) -0.0042(4)
I4 0.0458(6) 0.0447(7) 0.0511(7) -0.0049(5) 0.0192(5) -0.0025(5)
Cu1 0.0324(9) 0.0337(9) 0.0408(10) -0.0035(7) 0.0142(8) -0.0036(7)
Cu2 0.0351(9) 0.0333(9) 0.0398(10) 0.0021(8) 0.0149(8) -0.0003(8)

_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 C7 1.481(16) . ?
N1 C1 1.485(19) . ?
N1 C4 1.503(16) . ?
N1 C6 1.522(16) . ?
N2 C8 1.501(15) . ?
N2 C2 1.501(14) . ?
N2 C3 1.509(18) . ?
N2 C5 1.512(16) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C6 1.515(18) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C8 1.499(18) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C7 1.54(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
I1 Cu1 2.619(2) . ?
I1 Cu2 2.642(2) . ?
I2 Cu1 2.573(2) . ?
I2 Cu2 2.579(2) . ?
I3 Cu2 2.556(2) 2_644 ?
I3 Cu1 2.557(2) . ?
I4 Cu1 2.495(2) . ?
I4 Cu2 2.501(2) 2_644 ?
Cu1 Cu2 2.738(3) . ?
Cu1 Cu2 3.014(3) 2_644 ?
Cu2 I4 2.501(2) 2_654 ?
Cu2 I3 2.556(2) 2_654 ?
Cu2 Cu1 3.014(3) 2_654 ?

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
C7 N1 C1 110.2(12) . . ?
C7 N1 C4 108.4(10) . . ?
C1 N1 C4 111.7(11) . . ?
C7 N1 C6 108.6(10) . . ?
C1 N1 C6 109.2(10) . . ?
C4 N1 C6 108.7(10) . . ?
C8 N2 C2 108.8(10) . . ?
C8 N2 C3 111.3(10) . . ?
C2 N2 C3 109.9(10) . . ?
C8 N2 C5 108.6(10) . . ?
C2 N2 C5 109.1(10) . . ?
C3 N2 C5 109.1(10) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C2 C6 108.4(10) . . ?
N2 C2 H2A 110.0 . . ?
C6 C2 H2A 110.0 . . ?
N2 C2 H2B 110.0 . . ?
C6 C2 H2B 110.0 . . ?
H2A C2 H2B 108.4 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C8 C4 N1 109.4(10) . . ?
C8 C4 H4A 109.8 . . ?
N1 C4 H4A 109.8 . . ?
C8 C4 H4B 109.8 . . ?
N1 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
N2 C5 C7 108.6(10) . . ?
N2 C5 H5A 110.0 . . ?
C7 C5 H5A 110.0 . . ?
N2 C5 H5B 110.0 . . ?
C7 C5 H5B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
C2 C6 N1 110.4(9) . . ?
C2 C6 H6A 109.6 . . ?
N1 C6 H6A 109.6 . . ?
C2 C6 H6B 109.6 . . ?
N1 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
N1 C7 C5 109.7(10) . . ?
N1 C7 H7A 109.7 . . ?
C5 C7 H7A 109.7 . . ?
N1 C7 H7B 109.7 . . ?
C5 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
C4 C8 N2 110.5(10) . . ?
C4 C8 H8A 109.6 . . ?
N2 C8 H8A 109.6 . . ?
C4 C8 H8B 109.6 . . ?
N2 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
Cu1 I1 Cu2 62.70(6) . . ?
Cu1 I2 Cu2 64.19(7) . . ?
Cu2 I3 Cu1 72.25(7) 2_644 . ?
Cu1 I4 Cu2 74.22(7) . 2_644 ?
I4 Cu1 I3 106.81(7) . . ?
I4 Cu1 I2 111.51(8) . . ?
I3 Cu1 I2 108.66(8) . . ?
I4 Cu1 I1 115.50(8) . . ?
I3 Cu1 I1 109.24(7) . . ?
I2 Cu1 I1 104.98(7) . . ?
I4 Cu1 Cu2 99.90(8) . . ?
I3 Cu1 Cu2 153.22(9) . . ?
I2 Cu1 Cu2 58.02(6) . . ?
I1 Cu1 Cu2 59.06(6) . . ?
I4 Cu1 Cu2 52.99(6) . 2_644 ?
I3 Cu1 Cu2 53.86(6) . 2_644 ?
I2 Cu1 Cu2 127.01(8) . 2_644 ?
I1 Cu1 Cu2 127.80(8) . 2_644 ?
Cu2 Cu1 Cu2 152.89(7) . 2_644 ?
I4 Cu2 I3 106.64(8) 2_654 2_654 ?
I4 Cu2 I2 106.31(8) 2_654 . ?
I3 Cu2 I2 116.51(8) 2_654 . ?
I4 Cu2 I1 105.27(8) 2_654 . ?
I3 Cu2 I1 117.01(8) 2_654 . ?
I2 Cu2 I1 104.13(7) . . ?
I4 Cu2 Cu1 146.76(9) 2_654 . ?
I3 Cu2 Cu1 106.60(8) 2_654 . ?
I2 Cu2 Cu1 57.79(6) . . ?
I1 Cu2 Cu1 58.24(6) . . ?
I4 Cu2 Cu1 52.79(6) 2_654 2_654 ?
I3 Cu2 Cu1 53.89(6) 2_654 2_654 ?
I2 Cu2 Cu1 125.60(8) . 2_654 ?
I1 Cu2 Cu1 128.64(8) . 2_654 ?
Cu1 Cu2 Cu1 160.41(8) . 2_654 ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.56
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         4.148
_refine_diff_density_min         -3.495
_refine_diff_density_rms         0.438
####################################################################### 
# 
# 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_C7NH10Cu2I3
_database_code_depnum_ccdc_archive 'CCDC 1902157'
loop_
_audit_author_name
_audit_author_address
'Xiao-Wu Lei'
;CCDC
China
;
_audit_update_record             
;
2019-03-10 deposited with the CCDC.	2019-05-24 downloaded from the CCDC.
;
#================================================ 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C7NH10Cu2I3
_chemical_formula_sum            'C7 H10 Cu2 I3 N'
_chemical_formula_weight         615.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
N N 0.0061 0.0033 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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                   16.9103(11)
_cell_length_b                   6.3543(4)
_cell_length_c                   12.5868(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1352.49(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5687
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      27.15

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.025
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1104
_exptl_absorpt_coefficient_mu    9.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2408
_exptl_absorpt_correction_T_max  0.2988
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15117
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_sigmaI/netI    0.0195
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         27.55
_reflns_number_total             1701
_reflns_number_gt                1519
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0198P)²+2.2098P] 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     SHELXL
_refine_ls_extinction_coef       0.0075(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1701
_refine_ls_number_parameters     77
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0217
_refine_ls_wR_factor_ref         0.0513
_refine_ls_wR_factor_gt          0.0495
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.08365(3) -0.00797(10) 0.44624(4) 0.05830(17) Uani 1 1 d . . .
I1 I 0.041726(18) 0.2500 0.61034(2) 0.03661(11) Uani 1 2 d S . .
I2 I 0.11496(2) 0.2500 0.28865(3) 0.04199(12) Uani 1 2 d S . .
I3 I 0.20180(2) -0.2500 0.49936(3) 0.04423(12) Uani 1 2 d S . .
N1 N -0.1660(2) 0.2500 -0.0987(3) 0.0356(9) Uani 1 2 d S . .
C7 C -0.0917(3) 0.2500 -0.1385(4) 0.0437(12) Uani 1 2 d S . .
H7 H -0.0834 0.2500 -0.2115 0.052 Uiso 1 2 calc S . .
C6 C -0.1794(3) 0.2500 0.0073(4) 0.0406(11) Uani 1 2 d S . .
H6 H -0.2311 0.2500 0.0324 0.049 Uiso 1 2 calc S . .
C5 C -0.0411(3) 0.2500 0.0369(5) 0.0540(14) Uani 1 2 d S . .
H5 H 0.0021 0.2500 0.0827 0.065 Uiso 1 2 calc S . .
C4 C -0.1175(4) 0.2500 0.0785(4) 0.0485(13) Uani 1 2 d S . .
C3 C -0.2336(3) 0.2500 -0.1726(5) 0.0503(13) Uani 1 2 d S . .
H3A H -0.2144 0.2500 -0.2444 0.075 Uiso 1 2 calc SR . .
H3B H -0.2651 0.3734 -0.1608 0.075 Uiso 0.50 1 calc PR . .
H3C H -0.2651 0.1266 -0.1608 0.075 Uiso 0.50 1 calc PR . .
C2 C -0.0292(3) 0.2500 -0.0705(5) 0.0519(14) Uani 1 2 d S . .
H2 H 0.0221 0.2500 -0.0973 0.062 Uiso 1 2 calc S . .
C1 C -0.1336(5) 0.2500 0.1957(5) 0.079(2) Uani 1 2 d S . .
H1A H -0.1897 0.2500 0.2076 0.118 Uiso 1 2 calc SR . .
H1B H -0.1108 0.3734 0.2272 0.118 Uiso 0.50 1 calc PR . .
H1C H -0.1108 0.1266 0.2272 0.118 Uiso 0.50 1 calc PR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0603(3) 0.0615(4) 0.0531(3) 0.0055(2) -0.0032(2) 0.0024(3)
I1 0.03349(17) 0.04085(18) 0.03550(17) 0.000 0.00360(12) 0.000
I2 0.0520(2) 0.03330(18) 0.04063(19) 0.000 0.00099(14) 0.000
I3 0.0501(2) 0.03494(18) 0.0476(2) 0.000 -0.00628(15) 0.000
N1 0.041(2) 0.0290(19) 0.037(2) 0.000 0.0036(17) 0.000
C7 0.052(3) 0.033(2) 0.045(3) 0.000 0.014(2) 0.000
C6 0.044(3) 0.038(3) 0.040(3) 0.000 0.009(2) 0.000
C5 0.047(3) 0.046(3) 0.069(4) 0.000 -0.014(3) 0.000
C4 0.063(4) 0.041(3) 0.041(3) 0.000 -0.002(3) 0.000
C3 0.049(3) 0.054(3) 0.049(3) 0.000 -0.004(3) 0.000
C2 0.037(3) 0.051(3) 0.068(4) 0.000 0.011(3) 0.000
C1 0.088(5) 0.105(6) 0.043(3) 0.000 0.004(3) 0.000

_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 I3 2.6084(6) . ?
Cu1 I2 2.6272(6) . ?
Cu1 I1 2.7142(6) 5_556 ?
Cu1 I1 2.7305(6) . ?
I1 Cu1 2.7143(6) 5_556 ?
I1 Cu1 2.7143(6) 3_556 ?
I1 Cu1 2.7305(6) 7_565 ?
I2 Cu1 2.6272(6) 7_565 ?
I3 Cu1 2.6084(6) 7 ?
N1 C6 1.353(6) . ?
N1 C7 1.353(7) . ?
N1 C3 1.473(7) . ?
C7 C2 1.360(9) . ?
C7 H7 0.9300 . ?
C6 C4 1.378(8) . ?
C6 H6 0.9300 . ?
C5 C2 1.368(9) . ?
C5 C4 1.393(9) . ?
C5 H5 0.9300 . ?
C4 C1 1.500(8) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C2 H2 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?

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
I3 Cu1 I2 114.02(2) . . ?
I3 Cu1 I1 109.36(2) . 5_556 ?
I2 Cu1 I1 108.23(2) . 5_556 ?
I3 Cu1 I1 111.03(2) . . ?
I2 Cu1 I1 104.41(2) . . ?
I1 Cu1 I1 109.626(19) 5_556 . ?
Cu1 I1 Cu1 69.03(3) 5_556 3_556 ?
Cu1 I1 Cu1 70.375(19) 5_556 . ?
Cu1 I1 Cu1 110.148(14) 3_556 . ?
Cu1 I1 Cu1 110.149(14) 5_556 7_565 ?
Cu1 I1 Cu1 70.376(19) 3_556 7_565 ?
Cu1 I1 Cu1 73.79(3) . 7_565 ?
Cu1 I2 Cu1 77.21(3) 7_565 . ?
Cu1 I3 Cu1 72.26(3) 7 . ?
C6 N1 C7 121.4(5) . . ?
C6 N1 C3 119.5(4) . . ?
C7 N1 C3 119.1(4) . . ?
N1 C7 C2 119.3(5) . . ?
N1 C7 H7 120.4 . . ?
C2 C7 H7 120.4 . . ?
N1 C6 C4 121.0(5) . . ?
N1 C6 H6 119.5 . . ?
C4 C6 H6 119.5 . . ?
C2 C5 C4 120.5(5) . . ?
C2 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C6 C4 C5 117.4(5) . . ?
C6 C4 C1 120.1(6) . . ?
C5 C4 C1 122.6(6) . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C7 C2 C5 120.5(5) . . ?
C7 C2 H2 119.7 . . ?
C5 C2 H2 119.7 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.55
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.161
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.184
####################################################################### 
# 
# 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_C6N2H14Cu3Br5
_database_code_depnum_ccdc_archive 'CCDC 1582695'
loop_
_audit_author_name
_audit_author_address
'Xiao-Wu Lei'
;CCDC
China
;
_audit_update_record             
;
2019-03-10 deposited with the CCDC.	2019-05-24 downloaded from the CCDC.
;
#================================================  

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C6N2H14Cu3Br5
_chemical_formula_sum            'C6 H14 Br5 Cu3 N2'
_chemical_formula_weight         704.36

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'
N N 0.0061 0.0033 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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                   17.951(2)
_cell_length_b                   7.9123(10)
_cell_length_c                   10.4907(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1490.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4964
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      27.40

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.140
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1304
_exptl_absorpt_coefficient_mu    17.626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1774
_exptl_absorpt_correction_T_max  0.2078
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16396
_diffrn_reflns_av_R_equivalents  0.0645
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.25
_diffrn_reflns_theta_max         27.46
_reflns_number_total             1828
_reflns_number_gt                1538
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0744P)²+4.4956P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1828
_refine_ls_number_parameters     91
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1176
_refine_ls_wR_factor_gt          0.1105
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.44310(5) 0.2500 0.71906(8) 0.0261(2) Uani 1 2 d S . .
Br2 Br 0.24968(4) -0.2500 0.81635(7) 0.0250(2) Uani 1 2 d S . .
Br3 Br 0.47486(5) -0.2500 0.72708(7) 0.0250(2) Uani 1 2 d S . .
Br4 Br 0.39461(3) -0.00536(7) 1.05372(5) 0.02189(18) Uani 1 1 d . . .
Cu1 Cu 0.37409(7) -0.2500 0.90300(12) 0.0400(3) Uani 1 2 d S . .
Cu2 Cu 0.47432(5) 0.01471(12) 0.85897(9) 0.0413(3) Uani 1 1 d . . .
N2 N 0.3686(4) -0.2500 0.3334(7) 0.0258(15) Uani 1 2 d SD . .
H6A H 0.404(3) -0.2500 0.287(7) 0.031 Uiso 1 2 d SD . .
N1 N 0.2748(4) -0.2500 0.5074(6) 0.0210(13) Uani 1 2 d SD . .
H5A H 0.246(4) -0.2500 0.565(6) 0.025 Uiso 1 2 d SD . .
C1 C 0.3215(3) -0.0939(8) 0.5200(5) 0.0270(12) Uani 1 1 d . . .
H1A H 0.3458 -0.0918 0.6025 0.032 Uiso 1 1 calc . . .
H1B H 0.2905 0.0061 0.5125 0.032 Uiso 1 1 calc . . .
C2 C 0.3799(3) -0.0966(8) 0.4131(6) 0.0299(13) Uani 1 1 d . . .
H2A H 0.3751 0.0040 0.3609 0.036 Uiso 1 1 calc . . .
H2B H 0.4296 -0.0979 0.4497 0.036 Uiso 1 1 calc . . .
C3 C 0.2349(5) -0.2500 0.3820(8) 0.032(2) Uani 1 2 d S . .
H3A H 0.2036 -0.3494 0.3750 0.038 Uiso 0.50 1 calc P . .
H3B H 0.2036 -0.1506 0.3750 0.038 Uiso 0.50 1 calc P . .
C4 C 0.2919(5) -0.2500 0.2787(8) 0.037(2) Uani 1 2 d S . .
H4A H 0.2853 -0.1508 0.2256 0.044 Uiso 0.50 1 calc P . .
H4B H 0.2853 -0.3492 0.2256 0.044 Uiso 0.50 1 calc P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0245(4) 0.0296(4) 0.0242(4) 0.000 0.0051(3) 0.000
Br2 0.0220(4) 0.0370(5) 0.0161(4) 0.000 0.0000(3) 0.000
Br3 0.0252(4) 0.0303(4) 0.0193(4) 0.000 -0.0039(3) 0.000
Br4 0.0188(3) 0.0316(4) 0.0153(3) 0.00014(19) -0.0004(2) -0.00093(19)
Cu1 0.0356(6) 0.0466(7) 0.0378(7) 0.000 -0.0088(5) 0.000
Cu2 0.0358(5) 0.0530(6) 0.0352(5) 0.0052(4) 0.0030(4) -0.0010(4)
N2 0.019(3) 0.038(4) 0.020(4) 0.000 0.009(3) 0.000
N1 0.017(3) 0.037(4) 0.009(3) 0.000 0.006(2) 0.000
C1 0.032(3) 0.031(3) 0.018(3) -0.003(2) 0.000(2) 0.002(2)
C2 0.021(3) 0.029(3) 0.039(3) 0.002(3) 0.008(3) -0.004(2)
C3 0.019(4) 0.059(6) 0.018(4) 0.000 -0.002(3) 0.000
C4 0.019(4) 0.078(7) 0.013(4) 0.000 0.002(3) 0.000

_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
Br1 Cu2 2.4360(10) 7_565 ?
Br1 Cu2 2.4360(10) . ?
Br2 Cu1 2.4112(14) . ?
Br3 Cu2 2.5102(11) 7 ?
Br3 Cu2 2.5102(11) . ?
Br3 Cu1 2.5841(15) . ?
Br4 Cu2 2.4993(10) . ?
Br4 Cu2 2.5259(11) 5_657 ?
Br4 Cu1 2.5264(10) . ?
Cu1 Br4 2.5264(10) 7 ?
Cu1 Cu2 2.7994(13) . ?
Cu1 Cu2 2.7995(13) 7 ?
Cu2 Br4 2.5260(11) 5_657 ?
N2 C2 1.488(7) 7 ?
N2 C2 1.488(7) . ?
N2 C4 1.492(11) . ?
N2 H6A 0.8000(10) . ?
N1 C3 1.498(10) . ?
N1 C1 1.499(7) 7 ?
N1 C1 1.499(7) . ?
N1 H5A 0.8000(10) . ?
C1 C2 1.535(8) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.490(12) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?

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
Cu2 Br1 Cu2 99.68(5) 7_565 . ?
Cu2 Br3 Cu2 113.10(5) 7 . ?
Cu2 Br3 Cu1 66.65(3) 7 . ?
Cu2 Br3 Cu1 66.65(3) . . ?
Cu2 Br4 Cu2 76.41(4) . 5_657 ?
Cu2 Br4 Cu1 67.70(4) . . ?
Cu2 Br4 Cu1 109.90(4) 5_657 . ?
Br2 Cu1 Br4 111.77(4) . 7 ?
Br2 Cu1 Br4 111.78(4) . . ?
Br4 Cu1 Br4 100.02(5) 7 . ?
Br2 Cu1 Br3 112.28(5) . . ?
Br4 Cu1 Br3 110.18(4) 7 . ?
Br4 Cu1 Br3 110.18(4) . . ?
Br2 Cu1 Cu2 122.21(4) . . ?
Br4 Cu1 Cu2 125.65(5) 7 . ?
Br4 Cu1 Cu2 55.69(3) . . ?
Br3 Cu1 Cu2 55.41(3) . . ?
Br2 Cu1 Cu2 122.21(4) . 7 ?
Br4 Cu1 Cu2 55.69(3) 7 7 ?
Br4 Cu1 Cu2 125.65(5) . 7 ?
Br3 Cu1 Cu2 55.41(3) . 7 ?
Cu2 Cu1 Cu2 96.86(6) . 7 ?
Br1 Cu2 Br4 114.17(4) . . ?
Br1 Cu2 Br3 107.85(4) . . ?
Br4 Cu2 Br3 113.56(4) . . ?
Br1 Cu2 Br4 117.07(4) . 5_657 ?
Br4 Cu2 Br4 103.59(4) . 5_657 ?
Br3 Cu2 Br4 99.89(4) . 5_657 ?
Br1 Cu2 Cu1 121.56(5) . . ?
Br4 Cu2 Cu1 56.61(3) . . ?
Br3 Cu2 Cu1 57.94(3) . . ?
Br4 Cu2 Cu1 121.12(4) 5_657 . ?
C2 N2 C2 109.3(7) 7 . ?
C2 N2 C4 110.1(4) 7 . ?
C2 N2 C4 110.1(4) . . ?
C2 N2 H6A 104(4) 7 . ?
C2 N2 H6A 104(4) . . ?
C4 N2 H6A 120(7) . . ?
C3 N1 C1 110.2(4) . 7 ?
C3 N1 C1 110.2(4) . . ?
C1 N1 C1 111.0(6) 7 . ?
C3 N1 H5A 111(7) . . ?
C1 N1 H5A 107(3) 7 . ?
C1 N1 H5A 107(3) . . ?
N1 C1 C2 107.8(5) . . ?
N1 C1 H1A 110.1 . . ?
C2 C1 H1A 110.1 . . ?
N1 C1 H1B 110.1 . . ?
C2 C1 H1B 110.1 . . ?
H1A C1 H1B 108.5 . . ?
N2 C2 C1 109.2(5) . . ?
N2 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
N2 C2 H2B 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
C4 C3 N1 108.1(6) . . ?
C4 C3 H3A 110.1 . . ?
N1 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
N1 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
C3 C4 N2 110.7(7) . . ?
C3 C4 H4A 109.5 . . ?
N2 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.719
_refine_diff_density_min         -1.721
_refine_diff_density_rms         0.385
####################################################################### 
# 
# 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_C6NH8CuI2
_database_code_depnum_ccdc_archive 'CCDC 1902156'
loop_
_audit_author_name
_audit_author_address
'Xiao-Wu Lei'
;CCDC
China
;
_audit_update_record             
;
2019-03-10 deposited with the CCDC.	2019-05-24 downloaded from the CCDC.
;
#================================================  

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C6NH8CuI2
_chemical_formula_sum            'C6 H8 Cu I2 N'
_chemical_formula_weight         411.47

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'
N N 0.0061 0.0033 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Cmca

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

_cell_length_a                   13.102(10)
_cell_length_b                   18.403(14)
_cell_length_c                   16.480(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3974(5)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4573
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.15

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.751
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2976
_exptl_absorpt_coefficient_mu    8.348
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3673
_exptl_absorpt_correction_T_max  0.4890
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16376
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_sigmaI/netI    0.0328
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         27.52
_reflns_number_total             2383
_reflns_number_gt                2223
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0580P)²+1.3055P] 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     SHELXL
_refine_ls_extinction_coef       0.00028(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2383
_refine_ls_number_parameters     108
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0998
_refine_ls_wR_factor_gt          0.0958
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.36749(7) -0.5000 0.5000 0.0571(3) Uani 1 2 d S . .
Cu2 Cu -0.12382(7) -0.5000 0.5000 0.0570(3) Uani 1 2 d S . .
I1 I 0.0000 -0.45085(3) 0.38461(2) 0.04254(16) Uani 1 2 d S . .
I2 I -0.5000 -0.43658(3) 0.39628(3) 0.04315(16) Uani 1 2 d S . .
I3 I -0.24559(2) -0.60528(2) 0.444025(18) 0.04392(15) Uani 1 1 d . . .
N2 N -0.2500 -0.4010(4) 0.2500 0.0411(15) Uani 1 2 d S . .
N1 N -0.5000 -0.7113(3) 0.3527(3) 0.0506(14) Uani 1 2 d S . .
C10 C -0.5000 -0.6402(4) 0.3405(5) 0.0542(18) Uani 1 2 d S . .
H10 H -0.5000 -0.6090 0.3848 0.065 Uiso 1 2 calc S . .
C9 C -0.5000 -0.6592(5) 0.1981(5) 0.064(2) Uani 1 2 d S . .
H9 H -0.5000 -0.6410 0.1455 0.077 Uiso 1 2 calc S . .
C8 C -0.2474(3) -0.2916(4) 0.1786(4) 0.0638(19) Uani 1 1 d . . .
H8 H -0.2451 -0.2666 0.1296 0.077 Uiso 1 1 calc . . .
C7 C -0.5000 -0.7313(5) 0.2114(5) 0.062(2) Uani 1 2 d S . .
H7 H -0.5000 -0.7633 0.1677 0.074 Uiso 1 2 calc S . .
C6 C -0.2484(3) -0.3655(4) 0.1786(3) 0.0481(14) Uani 1 1 d . . .
H6 H -0.2479 -0.3912 0.1300 0.058 Uiso 1 1 calc . . .
C5 C -0.5000 -0.6121(5) 0.2645(6) 0.070(2) Uani 1 2 d S . .
H5 H -0.5000 -0.5621 0.2567 0.084 Uiso 1 2 calc S . .
C4 C -0.5000 -0.7579(4) 0.2894(5) 0.0556(18) Uani 1 2 d S . .
H4 H -0.5000 -0.8077 0.2985 0.067 Uiso 1 2 calc S . .
C3 C -0.2500 -0.4817(5) 0.2500 0.056(2) Uani 1 2 d S . .
H3A H -0.2514 -0.4991 0.3049 0.084 Uiso 0.50 1 calc P . .
H3B H -0.1895 -0.4991 0.2235 0.084 Uiso 0.50 1 calc P . .
H3C H -0.3091 -0.4991 0.2216 0.084 Uiso 0.50 1 calc P . .
C2 C -0.5000 -0.7391(5) 0.4372(5) 0.069(2) Uani 1 2 d S . .
H2A H -0.5000 -0.7913 0.4365 0.104 Uiso 1 2 calc S . .
H2B H -0.5598 -0.7220 0.4649 0.104 Uiso 0.50 1 calc P . .
H2C H -0.4402 -0.7220 0.4649 0.104 Uiso 0.50 1 calc P . .
C1 C -0.2500 -0.2535(6) 0.2500 0.071(3) Uani 1 2 d S . .
H1 H -0.2500 -0.2029 0.2500 0.085 Uiso 1 2 calc S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0646(6) 0.0540(7) 0.0528(5) -0.0004(4) 0.000 0.000
Cu2 0.0663(6) 0.0576(7) 0.0471(5) 0.0037(4) 0.000 0.000
I1 0.0424(2) 0.0448(3) 0.0404(2) 0.00712(17) 0.000 0.000
I2 0.0423(2) 0.0450(3) 0.0422(2) 0.00502(17) 0.000 0.000
I3 0.0465(2) 0.0429(3) 0.0423(2) -0.00723(13) 0.00170(10) -0.00229(12)
N2 0.031(3) 0.056(4) 0.035(3) 0.000 -0.0034(16) 0.000
N1 0.041(3) 0.049(4) 0.062(3) 0.002(3) 0.000 0.000
C10 0.055(4) 0.036(4) 0.072(5) -0.007(3) 0.000 0.000
C9 0.042(3) 0.067(6) 0.084(5) -0.001(5) 0.000 0.000
C8 0.044(3) 0.075(5) 0.072(4) 0.027(4) 0.004(2) 0.000(2)
C7 0.046(4) 0.067(6) 0.073(5) -0.006(4) 0.000 0.000
C6 0.038(2) 0.069(4) 0.038(2) 0.013(3) 0.0003(15) 0.000(2)
C5 0.071(6) 0.047(6) 0.091(6) 0.009(4) 0.000 0.000
C4 0.046(3) 0.040(4) 0.081(5) -0.008(4) 0.000 0.000
C3 0.057(5) 0.041(5) 0.070(5) 0.000 -0.008(3) 0.000
C2 0.080(5) 0.059(6) 0.069(5) 0.006(4) 0.000 0.000
C1 0.039(4) 0.049(6) 0.124(9) 0.000 0.005(4) 0.000

_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 I3 2.6750(15) . ?
Cu1 I3 2.6751(15) 4_546 ?
Cu1 I2 2.7015(15) . ?
Cu1 I2 2.7015(15) 9_446 ?
Cu2 I1 2.6583(15) . ?
Cu2 I1 2.6583(15) 9_546 ?
Cu2 I3 2.6740(15) . ?
Cu2 I3 2.6740(15) 4_546 ?
I1 Cu2 2.6583(15) 9_546 ?
I2 Cu1 2.7015(15) 9_446 ?
N2 C6 1.346(6) . ?
N2 C6 1.346(6) 7_445 ?
N2 C3 1.485(13) . ?
N1 C10 1.325(9) . ?
N1 C4 1.350(9) . ?
N1 C2 1.483(9) . ?
C10 C5 1.354(11) . ?
C10 H10 0.9300 . ?
C9 C7 1.345(13) . ?
C9 C5 1.395(13) . ?
C9 H9 0.9300 . ?
C8 C6 1.360(10) . ?
C8 C1 1.370(10) . ?
C8 H8 0.9300 . ?
C7 C4 1.374(13) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1 C8 1.370(10) 7_445 ?
C1 H1 0.9300 . ?

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
I3 Cu1 I3 106.68(7) . 4_546 ?
I3 Cu1 I2 118.58(5) . . ?
I3 Cu1 I2 106.80(5) 4_546 . ?
I3 Cu1 I2 106.80(5) . 9_446 ?
I3 Cu1 I2 118.58(5) 4_546 9_446 ?
I2 Cu1 I2 100.02(6) . 9_446 ?
I1 Cu2 I1 104.78(7) . 9_546 ?
I1 Cu2 I3 111.34(5) . . ?
I1 Cu2 I3 111.37(4) 9_546 . ?
I1 Cu2 I3 111.37(4) . 4_546 ?
I1 Cu2 I3 111.34(5) 9_546 4_546 ?
I3 Cu2 I3 106.74(7) . 4_546 ?
Cu2 I1 Cu2 75.22(7) . 9_546 ?
Cu1 I2 Cu1 79.98(6) 9_446 . ?
Cu2 I3 Cu1 73.29(6) . . ?
C6 N2 C6 122.0(8) . 7_445 ?
C6 N2 C3 119.0(4) . . ?
C6 N2 C3 119.0(4) 7_445 . ?
C10 N1 C4 120.6(7) . . ?
C10 N1 C2 118.9(7) . . ?
C4 N1 C2 120.5(7) . . ?
N1 C10 C5 121.2(7) . . ?
N1 C10 H10 119.4 . . ?
C5 C10 H10 119.4 . . ?
C7 C9 C5 119.0(9) . . ?
C7 C9 H9 120.5 . . ?
C5 C9 H9 120.5 . . ?
C6 C8 C1 120.8(7) . . ?
C6 C8 H8 119.6 . . ?
C1 C8 H8 119.6 . . ?
C9 C7 C4 120.2(8) . . ?
C9 C7 H7 119.9 . . ?
C4 C7 H7 119.9 . . ?
N2 C6 C8 119.0(6) . . ?
N2 C6 H6 120.5 . . ?
C8 C6 H6 120.5 . . ?
C10 C5 C9 119.2(9) . . ?
C10 C5 H5 120.4 . . ?
C9 C5 H5 120.4 . . ?
N1 C4 C7 119.8(7) . . ?
N1 C4 H4 120.1 . . ?
C7 C4 H4 120.1 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C8 C1 C8 118.4(10) 7_445 . ?
C8 C1 H1 120.8 7_445 . ?
C8 C1 H1 120.8 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.693
_refine_diff_density_min         -0.847
_refine_diff_density_rms         0.124
####################################################################### 
# 
# 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_C6N2H14Cu3I5
_database_code_depnum_ccdc_archive 'CCDC 1582694'
loop_
_audit_author_name
_audit_author_address
'Xiao-Wu Lei'
;CCDC
China
;
_audit_update_record             
;
2019-03-10 deposited with the CCDC.	2019-05-24 downloaded from the CCDC.
;
#================================================  

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C6N2H14Cu3I5
_chemical_formula_sum            'C6 H14 Cu3 I5 N2'
_chemical_formula_weight         939.31

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'
N N 0.0061 0.0033 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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                   18.748(3)
_cell_length_b                   8.3956(12)
_cell_length_c                   11.0005(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1731.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9884
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      27.66

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.603
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1664
_exptl_absorpt_coefficient_mu    12.545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3144
_exptl_absorpt_correction_T_max  0.3668
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19071
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0225
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         27.70
_reflns_number_total             2155
_reflns_number_gt                2042
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0193P)²+5.8564P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00393(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2155
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0208
_refine_ls_wR_factor_ref         0.0504
_refine_ls_wR_factor_gt          0.0495
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.38120(4) -0.2500 0.39575(7) 0.03706(18) Uani 1 2 d S . .
Cu2 Cu 0.47338(3) 0.00685(6) 0.35209(5) 0.03921(14) Uani 1 1 d . . .
I1 I 0.478384(18) -0.2500 0.21263(3) 0.02520(10) Uani 1 2 d S . .
I2 I 0.441812(18) 0.2500 0.21305(3) 0.02849(10) Uani 1 2 d S . .
I3 I 0.250652(18) -0.2500 0.31052(3) 0.02750(10) Uani 1 2 d S . .
I4 I 0.393917(11) -0.00386(3) 0.55101(2) 0.02328(8) Uani 1 1 d . . .
N2 N -0.1359(2) -0.2500 0.6708(4) 0.0285(10) Uani 1 2 d SD . .
N1 N -0.2249(2) -0.2500 0.5039(4) 0.0252(9) Uani 1 2 d SD . .
C1 C -0.1798(2) -0.1037(5) 0.4928(3) 0.0306(8) Uani 1 1 d . . .
H1A H -0.2094 -0.0093 0.4987 0.037 Uiso 1 1 calc R . .
H1B H -0.1560 -0.1025 0.4145 0.037 Uiso 1 1 calc R . .
C4 C -0.2637(3) -0.2500 0.6231(5) 0.0347(13) Uani 1 2 d S . .
H4A H -0.2937 -0.3437 0.6292 0.042 Uiso 0.50 1 calc PR . .
H4B H -0.2937 -0.1563 0.6292 0.042 Uiso 0.50 1 calc PR . .
C3 C -0.2092(3) -0.2500 0.7240(5) 0.0398(14) Uani 1 2 d S . .
H3A H -0.2156 -0.1564 0.7745 0.048 Uiso 0.50 1 calc PR . .
H3B H -0.2156 -0.3436 0.7745 0.048 Uiso 0.50 1 calc PR . .
C2 C -0.1248(2) -0.1041(5) 0.5945(4) 0.0345(9) Uani 1 1 d . . .
H2A H -0.0771 -0.1045 0.5605 0.041 Uiso 1 1 calc R . .
H2B H -0.1301 -0.0093 0.6441 0.041 Uiso 1 1 calc R . .
H1 H -0.256(3) -0.2500 0.454(5) 0.041 Uiso 1 2 d SD . .
H2 H -0.109(3) -0.2500 0.728(4) 0.041 Uiso 1 2 d SD . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0387(4) 0.0371(4) 0.0354(4) 0.000 -0.0042(3) 0.000
Cu2 0.0433(3) 0.0368(3) 0.0375(3) 0.0004(2) 0.0045(2) -0.0011(2)
I1 0.02972(18) 0.02335(17) 0.02252(17) 0.000 -0.00262(12) 0.000
I2 0.03074(18) 0.02459(17) 0.03013(19) 0.000 0.00535(13) 0.000
I3 0.02754(17) 0.03224(19) 0.02273(17) 0.000 -0.00134(12) 0.000
I4 0.02476(13) 0.02474(14) 0.02035(13) -0.00006(8) -0.00044(8) -0.00046(9)
N2 0.024(2) 0.035(3) 0.026(2) 0.000 -0.0129(18) 0.000
N1 0.024(2) 0.036(2) 0.0159(19) 0.000 -0.0037(15) 0.000
C1 0.039(2) 0.0262(19) 0.0268(18) 0.0036(15) -0.0009(15) 0.0021(17)
C4 0.022(2) 0.059(4) 0.023(3) 0.000 0.002(2) 0.000
C3 0.030(3) 0.066(4) 0.023(3) 0.000 -0.001(2) 0.000
C2 0.0304(19) 0.027(2) 0.046(2) 0.0034(18) -0.0070(17) -0.0041(16)

_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 I3 2.6210(9) . ?
Cu1 I4 2.6915(6) . ?
Cu1 I4 2.6916(6) 7 ?
Cu1 I1 2.7161(9) . ?
Cu1 Cu2 2.8049(8) 7 ?
Cu1 Cu2 2.8049(8) . ?
Cu2 I2 2.6186(7) . ?
Cu2 I1 2.6481(6) . ?
Cu2 I4 2.6488(7) . ?
Cu2 I4 2.7067(7) 5_656 ?
I1 Cu2 2.6480(6) 7 ?
I2 Cu2 2.6186(6) 7_565 ?
I4 Cu2 2.7068(7) 5_656 ?
N2 C3 1.493(7) . ?
N2 C2 1.499(5) 7 ?
N2 C2 1.499(5) . ?
N2 H2 0.81(2) . ?
N1 C1 1.496(5) . ?
N1 C1 1.496(5) 7 ?
N1 C4 1.499(6) . ?
N1 H1 0.80(2) . ?
C1 C2 1.522(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C4 C3 1.508(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?

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
I3 Cu1 I4 108.04(2) . . ?
I3 Cu1 I4 108.04(2) . 7 ?
I4 Cu1 I4 100.31(3) . 7 ?
I3 Cu1 I1 111.17(3) . . ?
I4 Cu1 I1 114.28(2) . . ?
I4 Cu1 I1 114.28(2) 7 . ?
I3 Cu1 Cu2 120.94(2) . 7 ?
I4 Cu1 Cu2 130.12(3) . 7 ?
I4 Cu1 Cu2 57.575(16) 7 7 ?
I1 Cu1 Cu2 57.296(19) . 7 ?
I3 Cu1 Cu2 120.94(2) . . ?
I4 Cu1 Cu2 57.576(16) . . ?
I4 Cu1 Cu2 130.12(3) 7 . ?
I1 Cu1 Cu2 57.295(19) . . ?
Cu2 Cu1 Cu2 100.49(4) 7 . ?
I2 Cu2 I1 107.73(2) . . ?
I2 Cu2 I4 112.45(2) . . ?
I1 Cu2 I4 118.09(2) . . ?
I2 Cu2 I4 116.42(2) . 5_656 ?
I1 Cu2 I4 100.84(2) . 5_656 ?
I4 Cu2 I4 101.03(2) . 5_656 ?
I2 Cu2 Cu1 124.06(3) . . ?
I1 Cu2 Cu1 59.67(2) . . ?
I4 Cu2 Cu1 59.06(2) . . ?
I4 Cu2 Cu1 119.46(3) 5_656 . ?
Cu2 I1 Cu2 109.04(3) 7 . ?
Cu2 I1 Cu1 63.037(16) 7 . ?
Cu2 I1 Cu1 63.038(16) . . ?
Cu2 I2 Cu2 102.44(3) . 7_565 ?
Cu2 I4 Cu1 63.36(2) . . ?
Cu2 I4 Cu2 78.97(2) . 5_656 ?
Cu1 I4 Cu2 108.92(2) . 5_656 ?
C3 N2 C2 110.3(3) . 7 ?
C3 N2 C2 110.3(3) . . ?
C2 N2 C2 109.6(5) 7 . ?
C3 N2 H2 106(5) . . ?
C2 N2 H2 110(2) 7 . ?
C2 N2 H2 110(2) . . ?
C1 N1 C1 110.3(4) . 7 ?
C1 N1 C4 110.2(3) . . ?
C1 N1 C4 110.2(3) 7 . ?
C1 N1 H1 111(2) . . ?
C1 N1 H1 111(2) 7 . ?
C4 N1 H1 105(5) . . ?
N1 C1 C2 108.7(3) . . ?
N1 C1 H1A 109.9 . . ?
C2 C1 H1A 109.9 . . ?
N1 C1 H1B 109.9 . . ?
C2 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
N1 C4 C3 108.4(4) . . ?
N1 C4 H4A 110.0 . . ?
C3 C4 H4A 110.0 . . ?
N1 C4 H4B 110.0 . . ?
C3 C4 H4B 110.0 . . ?
H4A C4 H4B 108.4 . . ?
N2 C3 C4 109.5(4) . . ?
N2 C3 H3A 109.8 . . ?
C4 C3 H3A 109.8 . . ?
N2 C3 H3B 109.8 . . ?
C4 C3 H3B 109.8 . . ?
H3A C3 H3B 108.2 . . ?
N2 C2 C1 108.6(3) . . ?
N2 C2 H2A 110.0 . . ?
C1 C2 H2A 110.0 . . ?
N2 C2 H2B 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.4 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.70
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.164
_refine_diff_density_min         -0.777
_refine_diff_density_rms         0.140
