# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_yu
_database_code_depnum_ccdc_archive 'CCDC 1814693'
_audit_update_record             
;
2018-01-04 deposited with the CCDC.
2018-08-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C6H7NO2,Ag4I5
_chemical_formula_sum            'C6 H6 Ag4 I5 N O2'
_chemical_formula_weight         1190.10

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'
O O 0.0106 0.0060 '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'
I I -0.4742 1.8119 '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)/n

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

_cell_length_a                   10.8956(6)
_cell_length_b                   7.8377(3)
_cell_length_c                   22.4994(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.033(5)
_cell_angle_gamma                90.00
_cell_volume                     1916.61(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2560
_cell_measurement_theta_min      2.7340
_cell_measurement_theta_max      29.2190

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    4.124
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2072
_exptl_absorpt_coefficient_mu    12.073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2199
_exptl_absorpt_correction_T_max  0.3502
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0710
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8793
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0358
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.75
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3770
_reflns_number_gt                2807
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0307P)²+7.1664P] 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       0.00088(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3770
_refine_ls_number_parameters     168
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.0987
_refine_ls_wR_factor_gt          0.0881
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.007
_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 0.9431(8) 0.5041(14) 0.7959(5) 0.068(3) Uani 1 1 d D . .
Ag1 Ag 0.35869(8) 0.36205(12) 0.79900(4) 0.0725(3) Uani 1 1 d . . .
Ag2 Ag 0.41858(9) 0.32689(12) 1.00860(4) 0.0740(3) Uani 1 1 d . . .
Ag3 Ag 0.40007(8) 0.83485(11) 0.89522(4) 0.0708(3) Uani 1 1 d . . .
Ag4 Ag 0.42472(9) 0.81765(12) 1.10441(4) 0.0750(3) Uani 1 1 d . . .
I1 I 0.25710(6) 0.68778(8) 0.80098(3) 0.0566(2) Uani 1 1 d . . .
I2 I 0.30483(5) 0.17369(8) 0.90392(3) 0.04875(18) Uani 1 1 d . . .
I3 I 0.31524(6) 0.66292(8) 0.99976(3) 0.04947(18) Uani 1 1 d . . .
I4 I 0.34138(6) 0.15911(8) 1.11074(3) 0.05147(19) Uani 1 1 d . . .
I5 I 0.38378(5) 0.63466(8) 1.20850(3) 0.0517(2) Uani 1 1 d . . .
O2 O 1.0081(7) 0.2193(9) 0.9884(3) 0.067(2) Uani 1 1 d . . .
H2A H 1.0100 0.1421 1.0130 0.100 Uiso 1 1 calc R . .
O1 O 0.9823(6) 0.0017(9) 0.9249(3) 0.067(2) Uani 1 1 d . . .
C1 C 0.9449(10) 0.5632(15) 0.8511(6) 0.073(3) Uani 1 1 d . . .
H8 H 0.9357 0.6794 0.8578 0.088 Uiso 1 1 calc R . .
C2 C 0.9555(9) 0.3387(17) 0.7832(5) 0.069(3) Uani 1 1 d . . .
H7 H 0.9535 0.3013 0.7439 0.083 Uiso 1 1 calc R . .
C3 C 0.9714(9) 0.2260(13) 0.8293(5) 0.059(3) Uani 1 1 d . . .
H6 H 0.9806 0.1103 0.8217 0.071 Uiso 1 1 calc R . .
C4 C 0.9602(9) 0.4553(13) 0.8975(5) 0.062(3) Uani 1 1 d . . .
H9 H 0.9616 0.4958 0.9364 0.074 Uiso 1 1 calc R . .
C5 C 0.9737(8) 0.2835(13) 0.8865(4) 0.048(2) Uani 1 1 d . . .
C6 C 0.9899(8) 0.1575(12) 0.9368(4) 0.048(2) Uani 1 1 d . . .
H1 H 0.941(12) 0.579(13) 0.769(4) 0.13(6) Uiso 1 1 d 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 0.054(5) 0.076(7) 0.074(7) 0.037(7) 0.015(5) 0.005(5)
Ag1 0.0684(5) 0.0683(5) 0.0798(7) 0.0002(5) -0.0006(5) 0.0030(4)
Ag2 0.0810(6) 0.0728(6) 0.0674(6) 0.0091(5) -0.0003(5) 0.0033(5)
Ag3 0.0691(5) 0.0758(6) 0.0659(6) 0.0007(5) -0.0071(4) -0.0012(5)
Ag4 0.0836(6) 0.0750(6) 0.0665(6) -0.0018(5) 0.0053(5) -0.0006(5)
I1 0.0633(4) 0.0472(4) 0.0561(5) -0.0015(3) -0.0178(3) 0.0034(3)
I2 0.0481(3) 0.0483(3) 0.0493(4) 0.0011(3) -0.0003(3) 0.0027(3)
I3 0.0546(4) 0.0483(3) 0.0458(4) 0.0007(3) 0.0052(3) 0.0025(3)
I4 0.0536(4) 0.0537(4) 0.0472(4) -0.0018(3) 0.0047(3) 0.0040(3)
I5 0.0510(4) 0.0492(4) 0.0541(4) -0.0025(3) -0.0014(3) -0.0071(3)
O2 0.087(5) 0.072(5) 0.040(4) 0.013(4) 0.005(4) 0.016(4)
O1 0.085(5) 0.058(4) 0.058(5) 0.011(4) -0.002(4) -0.010(4)
C1 0.079(8) 0.057(7) 0.085(10) 0.012(7) 0.023(7) 0.015(6)
C2 0.060(6) 0.101(9) 0.044(7) 0.015(7) -0.008(5) -0.003(7)
C3 0.067(6) 0.060(6) 0.048(6) 0.004(6) -0.011(5) 0.009(5)
C4 0.073(7) 0.059(6) 0.054(7) 0.007(6) 0.011(5) 0.009(5)
C5 0.042(5) 0.067(6) 0.036(5) 0.002(5) 0.002(4) 0.005(5)
C6 0.046(5) 0.056(6) 0.043(6) 0.020(5) 0.006(4) 0.001(5)

_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 C1 1.325(15) . ?
N1 C2 1.336(14) . ?
N1 H1 0.85(2) . ?
Ag1 I1 2.7843(11) . ?
Ag1 I5 2.8230(11) 3_667 ?
Ag1 I1 2.8492(11) 2_546 ?
Ag1 I2 2.8795(12) . ?
Ag2 I4 2.8266(12) . ?
Ag2 I2 2.8484(12) . ?
Ag2 I3 2.8657(11) . ?
Ag2 I3 2.9205(11) 3_667 ?
Ag2 Ag3 3.0972(14) 3_667 ?
Ag2 Ag2 3.2799(19) 3_667 ?
Ag2 Ag4 3.3576(15) 3_667 ?
Ag3 I1 2.7905(11) . ?
Ag3 I4 2.8301(11) 3_667 ?
Ag3 I2 2.8629(11) 1_565 ?
Ag3 I3 2.9168(11) . ?
Ag3 Ag2 3.0972(14) 3_667 ?
Ag3 Ag4 3.3257(13) 3_677 ?
Ag4 I5 2.8085(12) . ?
Ag4 I4 2.8329(11) 1_565 ?
Ag4 I3 2.8359(11) . ?
Ag4 I2 2.9665(11) 3_667 ?
Ag4 Ag3 3.3257(13) 3_677 ?
Ag4 Ag2 3.3576(15) 3_667 ?
I1 Ag1 2.8492(11) 2_556 ?
I2 Ag3 2.8629(11) 1_545 ?
I2 Ag4 2.9665(11) 3_667 ?
I3 Ag2 2.9205(11) 3_667 ?
I4 Ag3 2.8301(11) 3_667 ?
I4 Ag4 2.8329(11) 1_545 ?
I5 Ag1 2.8230(11) 3_667 ?
O2 C6 1.261(11) . ?
O2 H2A 0.8200 . ?
O1 C6 1.251(11) . ?
C1 C4 1.344(14) . ?
C1 H8 0.9300 . ?
C2 C3 1.364(14) . ?
C2 H7 0.9300 . ?
C3 C5 1.362(13) . ?
C3 H6 0.9300 . ?
C4 C5 1.378(13) . ?
C4 H9 0.9300 . ?
C5 C6 1.504(12) . ?

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
C1 N1 C2 122.9(10) . . ?
C1 N1 H1 115(10) . . ?
C2 N1 H1 121(10) . . ?
I1 Ag1 I5 112.99(4) . 3_667 ?
I1 Ag1 I1 107.32(3) . 2_546 ?
I5 Ag1 I1 110.12(4) 3_667 2_546 ?
I1 Ag1 I2 110.66(4) . . ?
I5 Ag1 I2 108.32(3) 3_667 . ?
I1 Ag1 I2 107.28(3) 2_546 . ?
I4 Ag2 I2 109.82(4) . . ?
I4 Ag2 I3 110.25(4) . . ?
I2 Ag2 I3 100.61(3) . . ?
I4 Ag2 I3 114.75(3) . 3_667 ?
I2 Ag2 I3 109.55(4) . 3_667 ?
I3 Ag2 I3 110.94(3) . 3_667 ?
I4 Ag2 Ag3 56.86(3) . 3_667 ?
I2 Ag2 Ag3 128.63(4) . 3_667 ?
I3 Ag2 Ag3 130.76(4) . 3_667 ?
I3 Ag2 Ag3 57.90(3) 3_667 3_667 ?
I4 Ag2 Ag2 132.47(5) . 3_667 ?
I2 Ag2 Ag2 117.31(5) . 3_667 ?
I3 Ag2 Ag2 56.26(3) . 3_667 ?
I3 Ag2 Ag2 54.68(3) 3_667 3_667 ?
Ag3 Ag2 Ag2 95.58(4) 3_667 3_667 ?
I4 Ag2 Ag4 130.92(4) . 3_667 ?
I2 Ag2 Ag4 56.39(3) . 3_667 ?
I3 Ag2 Ag4 118.41(4) . 3_667 ?
I3 Ag2 Ag4 53.15(3) 3_667 3_667 ?
Ag3 Ag2 Ag4 93.30(4) 3_667 3_667 ?
Ag2 Ag2 Ag4 83.21(4) 3_667 3_667 ?
I1 Ag3 I4 118.38(4) . 3_667 ?
I1 Ag3 I2 104.45(3) . 1_565 ?
I4 Ag3 I2 110.76(3) 3_667 1_565 ?
I1 Ag3 I3 103.31(3) . . ?
I4 Ag3 I3 114.76(3) 3_667 . ?
I2 Ag3 I3 103.68(3) 1_565 . ?
I1 Ag3 Ag2 131.03(4) . 3_667 ?
I4 Ag3 Ag2 56.75(3) 3_667 3_667 ?
I2 Ag3 Ag2 123.26(4) 1_565 3_667 ?
I3 Ag3 Ag2 58.01(3) . 3_667 ?
I1 Ag3 Ag4 129.04(4) . 3_677 ?
I4 Ag3 Ag4 54.08(3) 3_667 3_677 ?
I2 Ag3 Ag4 56.69(3) 1_565 3_677 ?
I3 Ag3 Ag4 126.21(4) . 3_677 ?
Ag2 Ag3 Ag4 89.74(3) 3_667 3_677 ?
I5 Ag4 I4 111.73(4) . 1_565 ?
I5 Ag4 I3 113.06(4) . . ?
I4 Ag4 I3 109.16(4) 1_565 . ?
I5 Ag4 I2 106.33(3) . 3_667 ?
I4 Ag4 I2 107.75(3) 1_565 3_667 ?
I3 Ag4 I2 108.60(3) . 3_667 ?
I5 Ag4 Ag3 122.75(4) . 3_677 ?
I4 Ag4 Ag3 54.00(3) 1_565 3_677 ?
I3 Ag4 Ag3 124.07(4) . 3_677 ?
I2 Ag4 Ag3 53.76(3) 3_667 3_677 ?
I5 Ag4 Ag2 125.32(4) . 3_667 ?
I4 Ag4 Ag2 122.59(4) 1_565 3_667 ?
I3 Ag4 Ag2 55.50(3) . 3_667 ?
I2 Ag4 Ag2 53.10(3) 3_667 3_667 ?
Ag3 Ag4 Ag2 87.47(3) 3_677 3_667 ?
Ag1 I1 Ag3 100.93(3) . . ?
Ag1 I1 Ag1 125.55(3) . 2_556 ?
Ag3 I1 Ag1 126.47(4) . 2_556 ?
Ag2 I2 Ag3 107.99(3) . 1_545 ?
Ag2 I2 Ag1 111.09(3) . . ?
Ag3 I2 Ag1 108.89(3) 1_545 . ?
Ag2 I2 Ag4 70.50(3) . 3_667 ?
Ag3 I2 Ag4 69.54(3) 1_545 3_667 ?
Ag1 I2 Ag4 71.09(3) . 3_667 ?
Ag4 I3 Ag2 101.25(3) . . ?
Ag4 I3 Ag3 109.47(3) . . ?
Ag2 I3 Ag3 109.59(3) . . ?
Ag4 I3 Ag2 71.35(3) . 3_667 ?
Ag2 I3 Ag2 69.06(3) . 3_667 ?
Ag3 I3 Ag2 64.09(3) . 3_667 ?
Ag2 I4 Ag3 66.40(3) . 3_667 ?
Ag2 I4 Ag4 106.49(3) . 1_545 ?
Ag3 I4 Ag4 71.93(3) 3_667 1_545 ?
Ag4 I5 Ag1 74.26(3) . 3_667 ?
C6 O2 H2A 109.5 . . ?
N1 C1 C4 120.0(11) . . ?
N1 C1 H8 120.0 . . ?
C4 C1 H8 120.0 . . ?
N1 C2 C3 118.4(11) . . ?
N1 C2 H7 120.8 . . ?
C3 C2 H7 120.8 . . ?
C5 C3 C2 119.8(10) . . ?
C5 C3 H6 120.1 . . ?
C2 C3 H6 120.1 . . ?
C1 C4 C5 119.0(11) . . ?
C1 C4 H9 120.5 . . ?
C5 C4 H9 120.5 . . ?
C3 C5 C4 119.8(10) . . ?
C3 C5 C6 119.2(9) . . ?
C4 C5 C6 121.0(9) . . ?
O1 C6 O2 125.1(9) . . ?
O1 C6 C5 118.6(9) . . ?
O2 C6 C5 116.3(9) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2A O1 0.82 1.79 2.605(10) 171.4 3_757
N1 H1 I5 0.85(2) 2.67(5) 3.482(10) 160(12) 4_675

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.411
_refine_diff_density_min         -1.271
_refine_diff_density_rms         0.171
####################################################################### 
# 
# 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_yu_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1814696'
_audit_update_record             
;
2018-01-04 deposited with the CCDC.
2018-08-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 N O2, Ag2 Br3'
_chemical_formula_sum            'C8 H10 Ag2 Br3 N O2'
_chemical_formula_weight         607.64

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'
Br Br -0.2901 2.4595 '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'
O O 0.0106 0.0060 '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                   7.0005(5)
_cell_length_b                   13.1561(9)
_cell_length_c                   16.2200(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.071(7)
_cell_angle_gamma                90.00
_cell_volume                     1479.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1417
_cell_measurement_theta_min      2.9990
_cell_measurement_theta_max      26.7530

_exptl_crystal_description       stick
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.729
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1120
_exptl_absorpt_coefficient_mu    10.737
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1915
_exptl_absorpt_correction_T_max  0.5203
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_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  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 16.0710
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6062
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_sigmaI/netI    0.0650
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.94
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2893
_reflns_number_gt                1943
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.1457P)²+25.8278P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2893
_refine_ls_number_parameters     147
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.1337
_refine_ls_R_factor_gt           0.0888
_refine_ls_wR_factor_ref         0.2888
_refine_ls_wR_factor_gt          0.2391
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.043
_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
Ag1 Ag -0.02249(8) 1.01642(6) 0.40900(4) 0.0703(2) Uani 1 1 d . . .
Ag2 Ag 0.45664(9) 1.01305(6) 0.40662(4) 0.0711(2) Uani 1 1 d . . .
Br1 Br -0.30695(10) 0.91043(7) 0.32334(5) 0.0656(2) Uani 1 1 d . . .
Br2 Br 0.24873(7) 0.86406(4) 0.48939(3) 0.03119(13) Uani 1 1 d U . .
Br3 Br 0.19058(10) 1.13645(6) 0.32708(5) 0.0585(2) Uani 1 1 d . . .
C1 C 0.6589(12) 0.1900(7) 0.2189(5) 0.071(2) Uani 1 1 d U . .
H1A H 0.7409 0.1333 0.2363 0.106 Uiso 1 1 calc R . .
H1B H 0.6701 0.2067 0.1622 0.106 Uiso 1 1 calc R . .
H1C H 0.5275 0.1727 0.2233 0.106 Uiso 1 1 calc R . .
C2 C 0.8823(10) 0.3343(6) 0.2657(5) 0.0595(19) Uani 1 1 d U . .
H2 H 0.9621 0.3111 0.2285 0.071 Uiso 1 1 calc R . .
C3 C 0.6082(10) 0.3119(6) 0.3324(5) 0.0577(18) Uani 1 1 d U . .
H3 H 0.5039 0.2724 0.3426 0.069 Uiso 1 1 calc R . .
C4 C 0.6496(11) 0.3996(7) 0.3749(5) 0.065(2) Uani 1 1 d U . .
H4 H 0.5678 0.4233 0.4111 0.078 Uiso 1 1 calc R . .
C5 C 0.9281(12) 0.4163(6) 0.3081(5) 0.0622(19) Uani 1 1 d U . .
H5 H 1.0406 0.4504 0.3003 0.075 Uiso 1 1 calc R . .
C6 C 0.8166(11) 0.4549(6) 0.3642(5) 0.0617(19) Uani 1 1 d U . .
C7 C 0.8713(11) 0.5515(7) 0.4071(5) 0.067(2) Uani 1 1 d U . .
C8 C 0.7634(13) 0.6884(9) 0.4891(6) 0.092(2) Uani 1 1 d U . .
H8A H 0.9003 0.6970 0.5032 0.138 Uiso 1 1 calc R . .
H8B H 0.7055 0.6832 0.5392 0.138 Uiso 1 1 calc R . .
H8C H 0.7104 0.7459 0.4573 0.138 Uiso 1 1 calc R . .
N1 N 0.7200(8) 0.2818(5) 0.2748(4) 0.0557(16) Uani 1 1 d U . .
O1 O 1.0326(9) 0.5838(6) 0.4166(5) 0.102(3) Uani 1 1 d . . .
O2 O 0.7232(9) 0.5941(5) 0.4388(4) 0.086(2) 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
Ag1 0.0565(3) 0.0855(4) 0.0689(4) 0.0030(4) 0.0088(3) -0.0088(3)
Ag2 0.0552(3) 0.0811(4) 0.0775(4) 0.0078(4) 0.0105(3) 0.0053(3)
Br1 0.0459(3) 0.0712(5) 0.0815(5) -0.0175(4) 0.0149(3) -0.0079(3)
Br2 0.0222(2) 0.0338(2) 0.0373(3) 0.0000(3) 0.0030(2) -0.0012(2)
Br3 0.0431(3) 0.0542(4) 0.0770(5) 0.0096(4) 0.0038(3) -0.0048(3)
C1 0.073(3) 0.069(4) 0.070(3) 0.004(3) 0.005(3) -0.001(3)
C2 0.055(3) 0.058(3) 0.064(3) 0.014(3) 0.005(3) -0.006(3)
C3 0.053(3) 0.057(3) 0.063(3) 0.005(3) 0.010(3) -0.007(3)
C4 0.060(3) 0.068(3) 0.067(3) 0.004(3) 0.010(3) -0.003(3)
C5 0.060(3) 0.063(3) 0.064(3) 0.004(3) 0.010(3) -0.001(3)
C6 0.060(3) 0.068(3) 0.057(3) 0.011(3) 0.007(3) -0.003(3)
C7 0.063(3) 0.069(3) 0.069(3) 0.004(3) 0.006(3) -0.013(3)
C8 0.092(4) 0.086(4) 0.097(4) -0.003(3) 0.012(3) -0.001(3)
N1 0.056(3) 0.054(3) 0.058(3) 0.012(2) 0.011(2) 0.002(2)
O1 0.077(3) 0.114(5) 0.117(5) -0.024(4) 0.018(3) -0.040(4)
O2 0.084(4) 0.073(4) 0.103(4) -0.016(4) 0.024(3) 0.000(3)

_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 Br3 2.6534(11) . ?
Ag1 Br1 2.6578(10) . ?
Ag1 Br2 2.9034(9) 3_576 ?
Ag1 Br2 2.9373(9) . ?
Ag1 Ag1 2.9563(14) 3_576 ?
Ag1 Ag2 3.3601(9) . ?
Ag2 Br1 2.6484(11) 1_655 ?
Ag2 Br3 2.6636(10) . ?
Ag2 Br2 2.8829(9) . ?
Ag2 Br2 2.9557(8) 3_676 ?
Ag2 Ag2 3.0242(14) 3_676 ?
Br1 Ag2 2.6484(11) 1_455 ?
Br2 Ag1 2.9035(9) 3_576 ?
Br2 Ag2 2.9557(9) 3_676 ?
C1 N1 1.534(11) . ?
C2 C5 1.294(11) . ?
C2 N1 1.355(10) . ?
C3 C4 1.355(11) . ?
C3 N1 1.359(10) . ?
C4 C6 1.408(11) . ?
C5 C6 1.377(12) . ?
C6 C7 1.473(12) . ?
C7 O1 1.197(10) . ?
C7 O2 1.343(11) . ?
C8 O2 1.490(13) . ?

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
Br3 Ag1 Br1 118.89(4) . . ?
Br3 Ag1 Br2 110.60(3) . 3_576 ?
Br1 Ag1 Br2 98.77(3) . 3_576 ?
Br3 Ag1 Br2 104.75(3) . . ?
Br1 Ag1 Br2 105.32(3) . . ?
Br2 Ag1 Br2 119.19(3) 3_576 . ?
Br3 Ag1 Ag1 126.76(4) . 3_576 ?
Br1 Ag1 Ag1 114.34(4) . 3_576 ?
Br2 Ag1 Ag1 60.16(3) 3_576 3_576 ?
Br2 Ag1 Ag1 59.03(3) . 3_576 ?
Br3 Ag1 Ag2 50.94(2) . . ?
Br1 Ag1 Ag2 131.53(3) . . ?
Br2 Ag1 Ag2 129.69(3) 3_576 . ?
Br2 Ag1 Ag2 53.985(19) . . ?
Ag1 Ag1 Ag2 92.47(3) 3_576 . ?
Br1 Ag2 Br3 120.55(4) 1_655 . ?
Br1 Ag2 Br2 106.46(3) 1_655 . ?
Br3 Ag2 Br2 105.99(3) . . ?
Br1 Ag2 Br2 97.70(3) 1_655 3_676 ?
Br3 Ag2 Br2 109.12(3) . 3_676 ?
Br2 Ag2 Br2 117.62(3) . 3_676 ?
Br1 Ag2 Ag2 113.64(4) 1_655 3_676 ?
Br3 Ag2 Ag2 125.64(4) . 3_676 ?
Br2 Ag2 Ag2 59.99(3) . 3_676 ?
Br2 Ag2 Ag2 57.63(2) 3_676 3_676 ?
Br1 Ag2 Ag1 135.14(3) 1_655 . ?
Br3 Ag2 Ag1 50.67(2) . . ?
Br2 Ag2 Ag1 55.50(2) . . ?
Br2 Ag2 Ag1 127.15(3) 3_676 . ?
Ag2 Ag2 Ag1 92.88(3) 3_676 . ?
Ag2 Br1 Ag1 86.67(3) 1_455 . ?
Ag2 Br2 Ag1 104.33(3) . 3_576 ?
Ag2 Br2 Ag1 70.52(2) . . ?
Ag1 Br2 Ag1 60.81(3) 3_576 . ?
Ag2 Br2 Ag2 62.38(3) . 3_676 ?
Ag1 Br2 Ag2 76.85(2) 3_576 3_676 ?
Ag1 Br2 Ag2 103.64(3) . 3_676 ?
Ag1 Br3 Ag2 78.39(3) . . ?
C5 C2 N1 121.1(8) . . ?
C4 C3 N1 119.7(7) . . ?
C3 C4 C6 120.0(8) . . ?
C2 C5 C6 122.5(8) . . ?
C5 C6 C4 116.6(8) . . ?
C5 C6 C7 119.8(7) . . ?
C4 C6 C7 123.5(8) . . ?
O1 C7 O2 124.6(8) . . ?
O1 C7 C6 123.1(8) . . ?
O2 C7 C6 112.2(7) . . ?
C2 N1 C3 119.9(6) . . ?
C2 N1 C1 120.4(6) . . ?
C3 N1 C1 119.7(6) . . ?
C7 O2 C8 117.4(7) . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         4.382
_refine_diff_density_min         -1.611
_refine_diff_density_rms         0.315
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1814694'
_audit_update_record             
;
2018-06-05 deposited with the CCDC.
2018-08-06 downloaded from the CCDC.
;
_audit_creation_date             2018-01-06
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.14 svn.r3398 for OlexSys, GUI svn.r5328)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I, C6 H7 N2 O'
_chemical_formula_sum            'C6 H7 I N2 O'
_chemical_formula_weight         250.04
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O I'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   5.0161(3)
_cell_length_b                   23.0293(10)
_cell_length_c                   7.3561(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.988(6)
_cell_angle_gamma                90
_cell_volume                     812.68(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1331
_cell_measurement_temperature    293
_cell_measurement_theta_max      72.4940
_cell_measurement_theta_min      3.8260
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    30.464
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26661
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.044
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.0631
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            3557
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.292
_diffrn_reflns_theta_min         3.839
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0710
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   14.00   92.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.5985   77.0000   90.0000 78

#__ type_ start__ end____ width___ exp.time_
  2 omega   38.00   82.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000   60.0000 44

#__ type_ start__ end____ width___ exp.time_
  3 omega   67.00   97.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 30

#__ type_ start__ end____ width___ exp.time_
  4 omega   78.00  118.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   30.0000 40

#__ type_ start__ end____ width___ exp.time_
  5 omega   72.00   97.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 25

#__ type_ start__ end____ width___ exp.time_
  6 omega   84.00  116.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
  7 omega   50.00   89.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -120.0000 39

#__ type_ start__ end____ width___ exp.time_
  8 omega   52.00   84.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
  9 omega   40.00   76.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 36

#__ type_ start__ end____ width___ exp.time_
 10 omega   42.00   90.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 48

#__ type_ start__ end____ width___ exp.time_
 11 omega   51.00   77.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 12 omega   40.00  113.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   90.0000 73

#__ type_ start__ end____ width___ exp.time_
 13 omega   42.00   82.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  120.0000 40

#__ type_ start__ end____ width___ exp.time_
 14 omega   28.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.5985 -125.0000    0.0000 62

#__ type_ start__ end____ width___ exp.time_
 15 omega   54.00   88.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.5985 -125.0000 -120.0000 34

#__ type_ start__ end____ width___ exp.time_
 16 omega   40.00   74.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 34

#__ type_ start__ end____ width___ exp.time_
 17 omega   94.00  120.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 18 omega  131.00  157.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 19 omega  146.00  177.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000 -150.0000 31

#__ type_ start__ end____ width___ exp.time_
 20 omega   87.00  112.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
 21 omega   27.00   57.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.5985   57.0000 -180.0000 30

#__ type_ start__ end____ width___ exp.time_
 22 omega  -10.00   26.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.5985  -77.0000 -120.0000 36

#__ type_ start__ end____ width___ exp.time_
 23 omega   -4.00   22.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.5985  -99.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 24 omega  119.00  145.00   1.0000    1.4800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  150.0000 26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0025815000
_diffrn_orient_matrix_UB_12      -0.0472172000
_diffrn_orient_matrix_UB_13      0.1489647000
_diffrn_orient_matrix_UB_21      0.2816263000
_diffrn_orient_matrix_UB_22      0.0230754000
_diffrn_orient_matrix_UB_23      0.1259247000
_diffrn_orient_matrix_UB_31      -0.1538712000
_diffrn_orient_matrix_UB_32      0.0414107000
_diffrn_orient_matrix_UB_33      0.0996744000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1358
_reflns_number_total             1595
_reflns_odcompleteness_completeness 95.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.521
_refine_diff_density_min         -2.533
_refine_diff_density_rms         0.434
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     43
_refine_ls_number_reflns         1595
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0802
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1573P)²+1.0558P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2036
_refine_ls_wR_factor_ref         0.2189
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2. Rigid bond restraints
 I1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
I1: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(O1) = Uanis(C6) = Uanis(N2) = Uanis(C5) = Uanis(C4) = Uanis(C2) =
Uanis(N1) = Uanis(C1) = Uanis(C3)
4.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C2(H2), C1(H1A)
4.b X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.04237(14) 0.43722(2) 0.24676(8) 0.0280(4) Uani 1 1 d . U . . .
O1 O 0.8423(15) 0.7554(3) 0.2439(10) 0.0284(7) Uani 1 1 d . . . . .
N1 N 0.4309(19) 0.5628(3) 0.2585(13) 0.0284(7) Uani 1 1 d . . . . .
H1 H 0.3929 0.5263 0.2569 0.034 Uiso 1 1 calc R . . . .
N2 N 0.4156(18) 0.7786(3) 0.2699(12) 0.0284(7) Uani 1 1 d . . . . .
H2A H 0.4423 0.8153 0.2634 0.034 Uiso 1 1 calc R . . . .
H2B H 0.2604 0.7659 0.2820 0.034 Uiso 1 1 calc R . . . .
C5 C 0.542(2) 0.6774(4) 0.2633(14) 0.0284(7) Uani 1 1 d . . . . .
C6 C 0.615(2) 0.7412(4) 0.2611(15) 0.0284(7) Uani 1 1 d . . . . .
C3 C 0.382(2) 0.6568(4) 0.3728(15) 0.0284(7) Uani 1 1 d . . . . .
H3 H 0.3118 0.6817 0.4473 0.034 Uiso 1 1 calc R . . . .
C4 C 0.646(2) 0.6408(4) 0.1537(15) 0.0284(7) Uani 1 1 d . . . . .
H4 H 0.7548 0.6552 0.0810 0.034 Uiso 1 1 calc R . . . .
C2 C 0.586(2) 0.5814(4) 0.1527(15) 0.0284(7) Uani 1 1 d . . . . .
H2 H 0.6539 0.5557 0.0794 0.034 Uiso 1 1 calc R . . . .
C1 C 0.330(2) 0.5977(4) 0.3677(15) 0.0284(7) Uani 1 1 d . . . . .
H1A H 0.2245 0.5822 0.4408 0.034 Uiso 1 1 calc R . . . .

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
I1 0.0438(6) 0.0080(5) 0.0326(5) 0.00200(15) 0.0119(3) -0.00337(18)
O1 0.0333(15) 0.0102(13) 0.0440(17) -0.0006(10) 0.0152(13) -0.0044(11)
N1 0.0333(15) 0.0102(13) 0.0440(17) -0.0006(10) 0.0152(13) -0.0044(11)
N2 0.0333(15) 0.0102(13) 0.0440(17) -0.0006(10) 0.0152(13) -0.0044(11)
C5 0.0333(15) 0.0102(13) 0.0440(17) -0.0006(10) 0.0152(13) -0.0044(11)
C6 0.0333(15) 0.0102(13) 0.0440(17) -0.0006(10) 0.0152(13) -0.0044(11)
C3 0.0333(15) 0.0102(13) 0.0440(17) -0.0006(10) 0.0152(13) -0.0044(11)
C4 0.0333(15) 0.0102(13) 0.0440(17) -0.0006(10) 0.0152(13) -0.0044(11)
C2 0.0333(15) 0.0102(13) 0.0440(17) -0.0006(10) 0.0152(13) -0.0044(11)
C1 0.0333(15) 0.0102(13) 0.0440(17) -0.0006(10) 0.0152(13) -0.0044(11)

_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
O1 C6 1.227(13) . ?
N1 H1 0.8600 . ?
N1 C2 1.323(14) . ?
N1 C1 1.335(13) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C6 1.336(13) . ?
C5 C6 1.516(13) . ?
C5 C3 1.377(14) . ?
C5 C4 1.370(14) . ?
C3 H3 0.9300 . ?
C3 C1 1.386(11) . ?
C4 H4 0.9300 . ?
C4 C2 1.399(11) . ?
C2 H2 0.9300 . ?
C1 H1A 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
C2 N1 H1 118.3 . . ?
C2 N1 C1 123.3(8) . . ?
C1 N1 H1 118.3 . . ?
H2A N2 H2B 120.0 . . ?
C6 N2 H2A 120.0 . . ?
C6 N2 H2B 120.0 . . ?
C3 C5 C6 121.5(9) . . ?
C4 C5 C6 117.2(9) . . ?
C4 C5 C3 121.3(9) . . ?
O1 C6 N2 124.4(8) . . ?
O1 C6 C5 119.6(9) . . ?
N2 C6 C5 116.0(9) . . ?
C5 C3 H3 121.3 . . ?
C5 C3 C1 117.3(9) . . ?
C1 C3 H3 121.3 . . ?
C5 C4 H4 120.4 . . ?
C5 C4 C2 119.1(10) . . ?
C2 C4 H4 120.4 . . ?
N1 C2 C4 118.4(9) . . ?
N1 C2 H2 120.8 . . ?
C4 C2 H2 120.8 . . ?
N1 C1 C3 120.5(9) . . ?
N1 C1 H1A 119.8 . . ?
C3 C1 H1A 119.8 . . ?

_shelx_res_file                  
;
    151123-4.1.res created by SHELXL-2014/7

TITL 151123-4.1_a.res in P2(1)/n
REM Old TITL 151123-4.1 in P21/n #14
REM SHELXT solution in P2(1)/n
REM R1 0.167, Rweak 0.003, Alpha 0.053, Orientation as input
REM Formula found by SHELXT: C7 N O I
CELL 1.54184 5.0161 23.0293 7.3561 90 106.988 90
ZERR 4 0.0003 0.001 0.0004 0 0.006 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N O I
UNIT 24 28 8 4 4
DELU I1
SIMU 0.04 0.08 1.7 I1
EADP O1 C6 N2 C5 C4 C2 N1 C1 C3

L.S. 10
PLAN  20
TEMP 19.85
BOND $H
list 4
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\151123-4.1.hkl">
REM </olex2.extras>

WGHT    0.157300    1.055800
FVAR       0.45946
I1    5    0.042367    0.437222    0.246758    11.00000    0.04381    0.00801 =
         0.03263    0.00200    0.01193   -0.00337
O1    4    0.842250    0.755437    0.243905    11.00000    0.03334    0.01023 =
         0.04401   -0.00065    0.01517   -0.00438
N1    3    0.430932    0.562784    0.258490    11.00000    0.03334    0.01023 =
         0.04401   -0.00065    0.01517   -0.00438
AFIX  43
H1    2    0.392918    0.526339    0.256856    11.00000   -1.20000
AFIX   0
N2    3    0.415561    0.778614    0.269853    11.00000    0.03334    0.01023 =
         0.04401   -0.00065    0.01517   -0.00438
AFIX  93
H2A   2    0.442288    0.815347    0.263369    11.00000   -1.20000
H2B   2    0.260377    0.765943    0.281975    11.00000   -1.20000
AFIX   0
C5    1    0.542230    0.677385    0.263297    11.00000    0.03334    0.01023 =
         0.04401   -0.00065    0.01517   -0.00438
C6    1    0.615108    0.741236    0.261095    11.00000    0.03334    0.01023 =
         0.04401   -0.00065    0.01517   -0.00438
C3    1    0.382204    0.656841    0.372818    11.00000    0.03334    0.01023 =
         0.04401   -0.00065    0.01517   -0.00438
AFIX  43
H3    2    0.311783    0.681675    0.447275    11.00000   -1.20000
AFIX   0
C4    1    0.645990    0.640768    0.153716    11.00000    0.03334    0.01023 =
         0.04401   -0.00065    0.01517   -0.00438
AFIX  43
H4    2    0.754763    0.655178    0.080960    11.00000   -1.20000
AFIX   0
C2    1    0.586166    0.581415    0.152704    11.00000    0.03334    0.01023 =
         0.04401   -0.00065    0.01517   -0.00438
AFIX  43
H2    2    0.653917    0.555667    0.079404    11.00000   -1.20000
AFIX   0
C1    1    0.330268    0.597679    0.367665    11.00000    0.03334    0.01023 =
         0.04401   -0.00065    0.01517   -0.00438
AFIX  43
H1A   2    0.224532    0.582163    0.440776    11.00000   -1.20000
AFIX   0
HKLF 4

REM  151123-4.1_a.res in P2(1)/n
REM R1 =  0.0802 for    1358 Fo > 4sig(Fo)  and  0.0873 for all    1595 data
REM     43 parameters refined using      0 restraints

END

WGHT      0.1573      1.0558

REM Highest difference peak  2.521,  deepest hole -2.533,  1-sigma level  0.434
Q1    1  -0.0268  0.4390  0.3794  11.00000  0.05    2.52
Q2    1   0.1173  0.4381  0.1261  11.00000  0.05    2.50
Q3    1   0.0810  0.5011  0.3010  11.00000  0.05    1.49
Q4    1  -0.0152  0.4988  0.1823  11.00000  0.05    1.34
Q5    1   0.0730  0.3772  0.2851  11.00000  0.05    1.29
Q6    1   0.4581  0.8502  0.3691  11.00000  0.05    1.27
Q7    1   0.8642  0.7553  0.3412  11.00000  0.05    1.27
Q8    1   1.0041  0.5206  0.0942  11.00000  0.05    1.25
Q9    1   0.7849  0.7503  0.1450  11.00000  0.05    1.17
Q10   1  -0.2003  0.3967  0.0982  11.00000  0.05    1.14
Q11   1   0.0672  0.5244  0.4459  11.00000  0.05    1.13
Q12   1   0.4201  0.8529  0.1056  11.00000  0.05    1.11
Q13   1   0.2800  0.3919  0.3761  11.00000  0.05    1.05
Q14   1   0.5182  0.8763  0.3215  11.00000  0.05    1.04
Q15   1   0.3786  0.3907  0.2601  11.00000  0.05    0.99
Q16   1   0.7180  0.5607  0.4221  11.00000  0.05    0.98
Q17   1   0.3645  0.5691  0.2997  11.00000  0.05    0.98
Q18   1  -0.2674  0.3896  0.2426  11.00000  0.05    0.95
Q19   1   0.4440  0.7791  0.3585  11.00000  0.05    0.94
Q20   1  -0.1751  0.4805  0.1151  11.00000  0.05    0.91
;
_shelx_res_checksum              72158
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_yu_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1814697'
_audit_update_record             
;
2018-01-04 deposited with the CCDC.
2018-08-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 N O2,Cu2 I3'
_chemical_formula_sum            'C8 H10 Cu2 I3 N O2'
_chemical_formula_weight         659.95

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1904(5)
_cell_length_b                   8.7889(4)
_cell_length_c                   11.1579(7)
_cell_angle_alpha                88.267(5)
_cell_angle_beta                 72.106(6)
_cell_angle_gamma                79.055(5)
_cell_volume                     750.11(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1940
_cell_measurement_theta_min      3.2080
_cell_measurement_theta_max      29.6860

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.922
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             596
_exptl_absorpt_coefficient_mu    8.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.24510
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_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  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 16.0710
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5605
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0469
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.66
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2940
_reflns_number_gt                2300
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0368P)²+2.7264P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2940
_refine_ls_number_parameters     147
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.1023
_refine_ls_wR_factor_gt          0.0912
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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 0.13828(16) 0.54936(19) 0.42470(15) 0.0799(5) Uani 1 1 d . . .
Cu2 Cu 0.43028(16) 0.42978(17) 0.43256(15) 0.0728(4) Uani 1 1 d . . .
I1 I 0.38108(8) 0.44851(7) 0.21031(6) 0.0535(2) Uani 1 1 d . . .
I2 I 0.15000(7) 0.30407(7) 0.58975(6) 0.04773(19) Uani 1 1 d . . .
I3 I 0.69737(7) 0.26182(6) 0.46924(6) 0.04561(19) Uani 1 1 d . . .
N1 N 0.3527(9) 0.9765(8) 0.2331(7) 0.0421(17) Uani 1 1 d . . .
O2 O 0.9323(9) 0.7145(9) -0.0264(8) 0.073(2) Uani 1 1 d . . .
O1 O 1.0033(9) 0.8703(9) 0.0961(8) 0.072(2) Uani 1 1 d . . .
C1 C 0.1668(12) 1.0356(12) 0.2887(11) 0.064(3) Uani 1 1 d . . .
H1A H 0.1361 1.0291 0.3787 0.096 Uiso 1 1 calc R . .
H1B H 0.1018 0.9750 0.2575 0.096 Uiso 1 1 calc R . .
H1C H 0.1397 1.1418 0.2667 0.096 Uiso 1 1 calc R . .
C2 C 0.4690(12) 1.0300(10) 0.2747(10) 0.049(2) Uani 1 1 d . . .
H2 H 0.4297 1.1028 0.3410 0.058 Uiso 1 1 calc R . .
C3 C 0.4071(13) 0.8698(11) 0.1379(10) 0.057(3) Uani 1 1 d . . .
H3 H 0.3261 0.8327 0.1094 0.069 Uiso 1 1 calc R . .
C4 C 0.6428(12) 0.9795(10) 0.2215(9) 0.045(2) Uani 1 1 d . . .
H4 H 0.7213 1.0174 0.2523 0.055 Uiso 1 1 calc R . .
C5 C 0.5809(12) 0.8167(11) 0.0836(9) 0.053(2) Uani 1 1 d . . .
H5 H 0.6177 0.7414 0.0192 0.064 Uiso 1 1 calc R . .
C6 C 0.7050(11) 0.8727(9) 0.1223(9) 0.046(2) Uani 1 1 d . . .
C7 C 0.8966(12) 0.8211(11) 0.0648(9) 0.049(2) Uani 1 1 d . . .
C8 C 1.1205(16) 0.6544(15) -0.0903(14) 0.103(5) Uani 1 1 d . . .
H8A H 1.1689 0.7302 -0.1469 0.154 Uiso 1 1 calc R . .
H8B H 1.1334 0.5605 -0.1369 0.154 Uiso 1 1 calc R . .
H8C H 1.1808 0.6335 -0.0284 0.154 Uiso 1 1 calc R . .

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 0.0399(7) 0.1125(12) 0.0785(11) 0.0032(9) -0.0205(7) 0.0109(7)
Cu2 0.0534(8) 0.0925(10) 0.0754(11) -0.0140(8) -0.0386(7) 0.0131(7)
I1 0.0580(4) 0.0620(4) 0.0380(4) -0.0059(3) -0.0142(3) -0.0053(3)
I2 0.0332(3) 0.0552(4) 0.0565(4) 0.0178(3) -0.0180(3) -0.0079(2)
I3 0.0362(3) 0.0426(3) 0.0612(4) -0.0113(3) -0.0233(3) 0.0009(2)
N1 0.044(4) 0.036(4) 0.050(5) 0.007(3) -0.020(4) -0.010(3)
O2 0.060(4) 0.074(5) 0.073(6) -0.020(4) -0.004(4) -0.006(4)
O1 0.058(4) 0.085(5) 0.079(6) 0.003(4) -0.027(4) -0.024(4)
C1 0.057(6) 0.058(6) 0.074(8) 0.001(6) -0.017(6) -0.008(5)
C2 0.057(6) 0.040(5) 0.057(6) -0.001(4) -0.027(5) -0.013(4)
C3 0.057(6) 0.053(5) 0.074(8) -0.008(5) -0.035(6) -0.014(5)
C4 0.053(5) 0.045(5) 0.045(6) -0.002(4) -0.024(5) -0.008(4)
C5 0.056(6) 0.057(6) 0.051(6) -0.013(5) -0.018(5) -0.015(5)
C6 0.052(5) 0.038(5) 0.053(6) 0.001(4) -0.026(5) -0.008(4)
C7 0.054(6) 0.049(5) 0.044(6) 0.010(4) -0.015(5) -0.008(4)
C8 0.076(8) 0.093(9) 0.100(12) -0.023(8) 0.019(8) 0.005(7)

_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 Cu2 2.4497(16) . ?
Cu1 I2 2.5153(12) 2_566 ?
Cu1 I1 2.6454(16) . ?
Cu1 Cu1 2.651(3) 2_566 ?
Cu1 I2 2.7997(18) . ?
Cu1 I3 2.8129(17) 2_666 ?
Cu2 I3 2.5336(12) . ?
Cu2 Cu2 2.607(3) 2_666 ?
Cu2 I1 2.6274(15) . ?
Cu2 I2 2.8175(18) . ?
Cu2 I3 2.8355(15) 2_666 ?
I2 Cu1 2.5153(12) 2_566 ?
I3 Cu1 2.8129(17) 2_666 ?
I3 Cu2 2.8355(15) 2_666 ?
N1 C2 1.341(10) . ?
N1 C3 1.349(12) . ?
N1 C1 1.453(11) . ?
O2 C7 1.330(12) . ?
O2 C8 1.484(13) . ?
O1 C7 1.189(11) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C4 1.354(12) . ?
C2 H2 0.9300 . ?
C3 C5 1.359(13) . ?
C3 H3 0.9300 . ?
C4 C6 1.378(12) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(12) . ?
C5 H5 0.9300 . ?
C6 C7 1.486(12) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 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
Cu2 Cu1 I2 174.41(9) . 2_566 ?
Cu2 Cu1 I1 61.95(5) . . ?
I2 Cu1 I1 116.99(6) 2_566 . ?
Cu2 Cu1 Cu1 119.34(10) . 2_566 ?
I2 Cu1 Cu1 65.57(5) 2_566 2_566 ?
I1 Cu1 Cu1 135.39(10) . 2_566 ?
Cu2 Cu1 I2 64.52(5) . . ?
I2 Cu1 I2 120.45(6) 2_566 . ?
I1 Cu1 I2 105.45(5) . . ?
Cu1 Cu1 I2 54.88(6) 2_566 . ?
Cu2 Cu1 I3 64.77(5) . 2_666 ?
I2 Cu1 I3 110.98(6) 2_566 2_666 ?
I1 Cu1 I3 102.76(5) . 2_666 ?
Cu1 Cu1 I3 118.09(9) 2_566 2_666 ?
I2 Cu1 I3 97.13(5) . 2_666 ?
Cu1 Cu2 I3 167.31(9) . . ?
Cu1 Cu2 Cu2 117.93(9) . 2_666 ?
I3 Cu2 Cu2 66.93(5) . 2_666 ?
Cu1 Cu2 I1 62.69(5) . . ?
I3 Cu2 I1 122.36(6) . . ?
Cu2 Cu2 I1 139.25(11) 2_666 . ?
Cu1 Cu2 I2 63.77(5) . . ?
I3 Cu2 I2 103.70(6) . . ?
Cu2 Cu2 I2 110.35(9) 2_666 . ?
I1 Cu2 I2 105.43(5) . . ?
Cu1 Cu2 I3 63.82(5) . 2_666 ?
I3 Cu2 I3 122.23(5) . 2_666 ?
Cu2 Cu2 I3 55.30(5) 2_666 2_666 ?
I1 Cu2 I3 102.61(5) . 2_666 ?
I2 Cu2 I3 96.21(5) . 2_666 ?
Cu2 I1 Cu1 55.37(4) . . ?
Cu1 I2 Cu1 59.55(6) 2_566 . ?
Cu1 I2 Cu2 111.20(5) 2_566 . ?
Cu1 I2 Cu2 51.71(4) . . ?
Cu2 I3 Cu1 108.18(5) . 2_666 ?
Cu2 I3 Cu2 57.77(5) . 2_666 ?
Cu1 I3 Cu2 51.40(4) 2_666 2_666 ?
C2 N1 C3 120.4(8) . . ?
C2 N1 C1 120.2(8) . . ?
C3 N1 C1 119.4(8) . . ?
C7 O2 C8 115.7(9) . . ?
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 . . ?
N1 C2 C4 121.0(8) . . ?
N1 C2 H2 119.5 . . ?
C4 C2 H2 119.5 . . ?
N1 C3 C5 119.7(8) . . ?
N1 C3 H3 120.2 . . ?
C5 C3 H3 120.2 . . ?
C2 C4 C6 120.8(8) . . ?
C2 C4 H4 119.6 . . ?
C6 C4 H4 119.6 . . ?
C3 C5 C6 121.3(9) . . ?
C3 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C4 C6 C5 116.7(8) . . ?
C4 C6 C7 119.6(8) . . ?
C5 C6 C7 123.6(8) . . ?
O1 C7 O2 124.8(9) . . ?
O1 C7 C6 124.0(9) . . ?
O2 C7 C6 111.2(8) . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.648
_refine_diff_density_min         -1.661
_refine_diff_density_rms         0.176
####################################################################### 
# 
# 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_yu_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1814695'
_audit_update_record             
;
2018-01-04 deposited with the CCDC.
2018-08-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H7 N2 O, 0.5(I2),I'
_chemical_formula_sum            'C6 H7 I2 N2 O'
_chemical_formula_weight         376.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.0528(5)
_cell_length_b                   7.3721(5)
_cell_length_c                   17.0288(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.288(6)
_cell_angle_gamma                90.00
_cell_volume                     1004.86(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2231
_cell_measurement_theta_min      5.9770
_cell_measurement_theta_max      72.1020

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.492
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             684
_exptl_absorpt_coefficient_mu    48.801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0557
_exptl_absorpt_correction_T_max  0.2456
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 16.0710
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4733
_diffrn_reflns_av_R_equivalents  0.0740
_diffrn_reflns_av_sigmaI/netI    0.0723
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         5.23
_diffrn_reflns_theta_max         72.12
_reflns_number_total             1971
_reflns_number_gt                1797
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.1435P)²+0.0000P] 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       0.0010(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1971
_refine_ls_number_parameters     101
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0740
_refine_ls_wR_factor_ref         0.1940
_refine_ls_wR_factor_gt          0.1853
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.077
_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
I1 I 0.31775(7) 0.97079(7) 0.15872(3) 0.0280(3) Uani 1 1 d . . .
I2 I 0.44476(7) 0.63257(9) 0.04948(3) 0.0357(4) Uani 1 1 d . . .
N1 N 0.2384(12) 0.6083(13) 0.2793(6) 0.0390(19) Uani 1 1 d U . .
H1A H 0.2635 0.6913 0.2471 0.047 Uiso 1 1 calc R . .
N2 N 0.0945(11) 0.2276(10) 0.5060(4) 0.0300(16) Uani 1 1 d U . .
H2A H 0.0621 0.1455 0.5368 0.036 Uiso 1 1 calc R . .
H2B H 0.1304 0.3301 0.5251 0.036 Uiso 1 1 calc R . .
O1 O 0.0397(11) 0.0543(10) 0.3988(5) 0.0396(16) Uani 1 1 d U . .
C1 C 0.2280(15) 0.6544(14) 0.3553(8) 0.043(2) Uani 1 1 d U . .
H7 H 0.2503 0.7722 0.3730 0.052 Uiso 1 1 calc R . .
C2 C 0.2119(14) 0.4412(16) 0.2518(6) 0.038(2) Uani 1 1 d U . .
H5 H 0.2239 0.4155 0.1993 0.046 Uiso 1 1 calc R . .
C3 C 0.1663(13) 0.3051(14) 0.3013(5) 0.0317(19) Uani 1 1 d U . .
H4 H 0.1470 0.1879 0.2821 0.038 Uiso 1 1 calc R . .
C4 C 0.1820(14) 0.5176(13) 0.4074(6) 0.034(2) Uani 1 1 d U . .
H8 H 0.1736 0.5445 0.4602 0.041 Uiso 1 1 calc R . .
C5 C 0.1499(9) 0.3448(11) 0.3791(5) 0.0196(15) Uani 1 1 d U . .
C6 C 0.0891(9) 0.1962(11) 0.4292(5) 0.0197(15) Uani 1 1 d U . .

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
I1 0.0395(5) 0.0216(4) 0.0227(4) -0.00209(17) 0.0020(3) 0.00138(17)
I2 0.0311(5) 0.0419(5) 0.0325(5) -0.0095(2) -0.0039(3) -0.0040(2)
N1 0.044(4) 0.033(4) 0.038(4) 0.015(3) -0.002(3) 0.000(3)
N2 0.048(4) 0.026(3) 0.017(3) 0.002(3) 0.010(3) -0.004(3)
O1 0.056(4) 0.030(3) 0.032(3) -0.005(3) 0.005(3) -0.014(3)
C1 0.048(5) 0.025(4) 0.056(5) 0.002(4) 0.003(4) 0.002(4)
C2 0.047(5) 0.045(5) 0.021(4) 0.010(4) -0.004(3) -0.005(4)
C3 0.044(5) 0.034(4) 0.017(4) 0.003(3) 0.000(3) 0.004(3)
C4 0.044(5) 0.024(4) 0.035(5) -0.004(3) 0.001(4) -0.002(3)
C5 0.016(3) 0.023(3) 0.019(3) -0.004(3) 0.000(2) 0.008(3)
C6 0.016(3) 0.020(3) 0.023(3) -0.002(3) 0.003(3) 0.000(2)

_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
I2 I2 2.7892(12) 3_665 ?
N1 C2 1.327(16) . ?
N1 C1 1.349(17) . ?
N1 H1A 0.8600 . ?
N2 C6 1.324(11) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
O1 C6 1.214(11) . ?
C1 C4 1.419(16) . ?
C1 H7 0.9300 . ?
C2 C3 1.385(15) . ?
C2 H5 0.9300 . ?
C3 C5 1.377(12) . ?
C3 H4 0.9300 . ?
C4 C5 1.377(12) . ?
C4 H8 0.9300 . ?
C5 C6 1.503(11) . ?

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
C2 N1 C1 123.2(9) . . ?
C2 N1 H1A 118.4 . . ?
C1 N1 H1A 118.4 . . ?
C6 N2 H2A 120.0 . . ?
C6 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
N1 C1 C4 117.9(9) . . ?
N1 C1 H7 121.0 . . ?
C4 C1 H7 121.0 . . ?
N1 C2 C3 120.1(10) . . ?
N1 C2 H5 119.9 . . ?
C3 C2 H5 119.9 . . ?
C5 C3 C2 119.4(9) . . ?
C5 C3 H4 120.3 . . ?
C2 C3 H4 120.3 . . ?
C5 C4 C1 119.4(10) . . ?
C5 C4 H8 120.3 . . ?
C1 C4 H8 120.3 . . ?
C4 C5 C3 120.0(9) . . ?
C4 C5 C6 122.4(8) . . ?
C3 C5 C6 117.5(8) . . ?
O1 C6 N2 123.0(8) . . ?
O1 C6 C5 119.9(8) . . ?
N2 C6 C5 117.1(7) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2B I1 0.86 2.98 3.731(8) 147.5 4_576
N2 H2A O1 0.86 2.06 2.915(10) 173.3 3_556
N1 H1A I1 0.86 2.62 3.472(9) 172.9 .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        72.12
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         2.993
_refine_diff_density_min         -2.967
_refine_diff_density_rms         0.498
