# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 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_pip-nh4-br
_database_code_depnum_ccdc_archive 'CCDC 1874039'
loop_
_audit_author_name
_audit_author_address
'Kai Li'
;Nankai University
China
;
_audit_update_record             
;
2018-10-18 deposited with the CCDC.	2019-06-11 downloaded from the CCDC.
;
_audit_creation_date             2018-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '3(Br), H2 O, C4 H12 N2, 0.5(H8 N2)'
_chemical_formula_sum            'C4 H14 Br3 N3 O'
_chemical_formula_weight         359.91
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Br Br -0.6763 1.2805 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           57
_space_group_name_H-M_alt        'P b c m'
_space_group_name_Hall           '-P 2c 2b'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z+1/2'
3 '-x, y+1/2, -z+1/2'
4 'x, -y+1/2, -z'
5 '-x, -y, -z'
6 'x, y, -z-1/2'
7 'x, -y-1/2, z-1/2'
8 '-x, y-1/2, z'

_cell_length_a                   6.70475(16)
_cell_length_b                   13.3306(3)
_cell_length_c                   13.1204(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1172.68(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3071
_cell_measurement_temperature    167(40)
_cell_measurement_theta_max      73.9350
_cell_measurement_theta_min      6.5610
_exptl_absorpt_coefficient_mu    12.481
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55286
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.039
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3726
_diffrn_reflns_theta_full        74.34
_diffrn_reflns_theta_max         74.34
_diffrn_reflns_theta_min         6.60
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      167(40)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     22.00  71.00   0.50    0.50    --    0.00  57.00-120.00   98
  2  ω     22.00  48.00   0.50    0.50    --    0.00  38.00 120.00   52
  3  ω     -4.00  21.00   0.50    0.50    --    0.00  38.00 120.00   50
  4  ω     -5.00  20.00   0.50    0.50    --    0.00 -57.00 -30.00   50
  5  ω    120.00 162.00   0.50    0.50    --   95.80  45.00  90.00   84
  6  ω     71.00  97.00   0.50    0.50    --   95.80  45.00  90.00   52
  7  ω     41.00  67.00   0.50    0.50    --   95.80 -61.00   0.00   52
  8  ω      7.00 126.00   0.50    0.50    --   95.80 -45.00  90.00  238
  9  ω     90.00 116.00   0.50    0.50    --   95.80 -61.00   0.00   52
 10  ω      8.00 111.00   0.50    0.50    --   95.80 -61.00-150.00  206
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0385579000
_diffrn_orient_matrix_UB_12      0.1002863000
_diffrn_orient_matrix_UB_13      0.0547804000
_diffrn_orient_matrix_UB_21      -0.1314938000
_diffrn_orient_matrix_UB_22      0.0544523000
_diffrn_orient_matrix_UB_23      -0.0787274000
_diffrn_orient_matrix_UB_31      -0.1846034000
_diffrn_orient_matrix_UB_32      -0.0179371000
_diffrn_orient_matrix_UB_33      0.0677033000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1196
_reflns_number_total             1223
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XH (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.150
_refine_ls_extinction_coef       0.00387(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         1223
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0241
_refine_ls_R_factor_gt           0.0237
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0374P)²+1.6932P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0636
_refine_ls_wR_factor_ref         0.0639
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups, All N(H,H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: H8D(0.5) H8C(0.5) H8A(0.5) H8B(0.5)
3.a Riding coordinates:
 O4(H4A,H4B), N8(H8D,H8C,H8A,H8B)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), N7(H7A,H7B), C9(H9A,H9B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Br1 Br 0.48846(6) 0.75435(3) 0.7500 0.01700(14) Uani 1 d . . 2 S T P
Br2 Br -0.01698(5) 0.47042(3) 0.7500 0.01710(15) Uani 1 d . . 2 S T P
Br3 Br -0.07479(6) 0.2500 0.5000 0.01835(15) Uani 1 d . . 2 S T P
O4 O 0.4561(4) 0.51459(19) 0.7500 0.0172(5) Uani 1 d . . 2 S T P
H4A H 0.3531 0.4910 0.7500 0.026 Uiso 1 d . . 2 RS T P
H4B H 0.4275 0.5710 0.7500 0.026 Uiso 1 d . . 2 RS T P
C5 C 0.7128(4) 0.5163(2) 0.99121(18) 0.0186(5) Uani 1 d . . 1 . . .
H5A H 0.8254 0.5406 0.9519 0.022 Uiso 1 calc . . 1 R . .
H5B H 0.7630 0.4905 1.0554 0.022 Uiso 1 calc . . 1 R . .
N7 N 0.6117(3) 0.43400(15) 0.93410(15) 0.0157(4) Uani 1 d . . 1 . . .
H7A H 0.6971 0.3825 0.9262 0.019 Uiso 1 calc . . 1 R . .
H7B H 0.5775 0.4562 0.8717 0.019 Uiso 1 calc . . 1 R . .
N8 N 0.0203(5) 0.2196(2) 0.7500 0.0180(7) Uani 1 d . . 2 S T P
H8D H 0.0237 0.2117 0.6804 0.022 Uiso 0.50 d . . 1 R . .
H8C H -0.1029 0.2104 0.7781 0.022 Uiso 0.50 d . . 1 R . .
H8A H 0.0607 0.2812 0.7716 0.022 Uiso 0.50 d . . 1 R . .
H8B H 0.1003 0.1762 0.7848 0.022 Uiso 0.50 d . . 1 R . .
C9 C 0.4293(4) 0.3979(2) 0.98832(19) 0.0180(5) Uani 1 d . . 1 . . .
H9A H 0.4675 0.3671 1.0524 0.022 Uiso 1 calc . . 1 R . .
H9B H 0.3630 0.3476 0.9471 0.022 Uiso 1 calc . . 1 R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 H4A 0.7595 . ?
O4 H4B 0.7766 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 N7 1.492(3) . ?
C5 C9 1.512(4) 5_667 ?
N7 H7A 0.9000 . ?
N7 H7B 0.9000 . ?
N7 C9 1.494(3) . ?
N8 H8D 0.9202 . ?
N8 H8C 0.9127 . ?
N8 H8A 0.9097 . ?
N8 H8B 0.9123 . ?
C9 C5 1.512(4) 5_667 ?
C9 H9A 0.9700 . ?
C9 H9B 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
H4A O4 H4B 100.2 . . ?
H5A C5 H5B 108.0 . . ?
N7 C5 H5A 109.4 . . ?
N7 C5 H5B 109.4 . . ?
N7 C5 C9 111.0(2) . 5_667 ?
C9 C5 H5A 109.4 5_667 . ?
C9 C5 H5B 109.4 5_667 . ?
C5 N7 H7A 109.3 . . ?
C5 N7 H7B 109.3 . . ?
C5 N7 C9 111.68(19) . . ?
H7A N7 H7B 107.9 . . ?
C9 N7 H7A 109.3 . . ?
C9 N7 H7B 109.3 . . ?
H8D N8 H8C 114.0 . . ?
H8D N8 H8A 114.0 . . ?
H8D N8 H8B 114.2 . . ?
H8C N8 H8A 105.4 . . ?
H8C N8 H8B 104.1 . . ?
H8A N8 H8B 104.0 . . ?
C5 C9 H9A 109.5 5_667 . ?
C5 C9 H9B 109.5 5_667 . ?
N7 C9 C5 110.9(2) . 5_667 ?
N7 C9 H9A 109.5 . . ?
N7 C9 H9B 109.5 . . ?
H9A C9 H9B 108.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.839
_oxdiff_exptl_absorpt_empirical_full_min 0.645
####################################################################### 
# 
# 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_21321
_database_code_depnum_ccdc_archive 'CCDC 1874061'
loop_
_audit_author_name
_audit_author_address
'Kai Li'
;Nankai University
China
;
_audit_update_record             
;
2018-10-18 deposited with the CCDC.	2019-06-11 downloaded from the CCDC.
;
_audit_creation_date             2018-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(I), H2 O, C4 H12 N2, 0.5(H8 N2)'
_chemical_formula_sum            'C4 H14 I3 N3 O'
_chemical_formula_weight         500.88
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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      orthorhombic
_space_group_IT_number           57
_space_group_name_H-M_alt        'P b c m'
_space_group_name_Hall           '-P 2c 2b'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y+1/2, -z'
'-x, -y, -z'
'x, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y-1/2, z'

_cell_length_a                   7.0640(14)
_cell_length_b                   14.089(3)
_cell_length_c                   13.684(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1361.9(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3551
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.9050
_cell_measurement_theta_min      6.5415
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.854
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.443
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1126
_diffrn_reflns_av_unetI/netI     0.0788
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4038
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.582
_diffrn_reflns_theta_min         2.884
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1288
_reflns_number_total             1313
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.554
_refine_diff_density_min         -2.094
_refine_diff_density_rms         0.346
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     57
_refine_ls_number_reflns         1313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0559
_refine_ls_restrained_S_all      1.077
_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)+(0.1055P)²+2.6386P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1516
_refine_ls_wR_factor_ref         0.1522
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups, All N(H,H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: H8A(0.5) H8B(0.5) H8C(0.5) H8D(0.5)
3.a Riding coordinates:
 O4(H4A,H4B), N8(H8A,H8B,H8C,H8D)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), N7(H7A,H7B), C9(H9A,H9B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.49805(8) 0.75256(5) 0.750000 0.0213(3) Uani 1 2 d S T P . .
I2 I -0.01403(7) 0.47041(4) 0.750000 0.0209(3) Uani 1 2 d S T P . .
I3 I -0.07938(7) 0.250000 0.500000 0.0241(3) Uani 1 2 d S T P . .
O4 O 0.4679(9) 0.5101(6) 0.750000 0.0237(13) Uani 1 2 d S T P . .
H4A H 0.364832 0.486470 0.750000 0.036 Uiso 1 2 d RS T P . .
H4B H 0.439292 0.566560 0.750000 0.036 Uiso 1 2 d RS T P . .
C5 C 0.7014(10) 0.5146(6) 0.9911(4) 0.0271(15) Uani 1 1 d . . . . .
H5A H 0.750326 0.488358 1.051572 0.032 Uiso 1 1 calc R . . . .
H5B H 0.807817 0.537989 0.953282 0.032 Uiso 1 1 calc R . . . .
N7 N 0.6018(6) 0.4377(3) 0.9344(3) 0.0219(9) Uani 1 1 d . . . . .
H7A H 0.569827 0.459708 0.875710 0.026 Uiso 1 1 calc R . . . .
H7B H 0.680265 0.388916 0.925831 0.026 Uiso 1 1 calc R . . . .
N8 N 0.0082(9) 0.2216(6) 0.750000 0.023(2) Uani 1 2 d S T P . .
H8A H 0.011640 0.213695 0.680350 0.027 Uiso 0.5 1 d R . . . .
H8B H -0.114980 0.212405 0.778050 0.027 Uiso 0.5 1 d R . . . .
H8C H 0.048640 0.283215 0.771620 0.027 Uiso 0.5 1 d R . . . .
H8D H 0.088200 0.178175 0.784840 0.027 Uiso 0.5 1 d R . . . .
C9 C 0.4296(9) 0.4047(5) 0.9861(5) 0.0244(14) Uani 1 1 d . . . . .
H9A H 0.466077 0.373488 1.046450 0.029 Uiso 1 1 calc R . . . .
H9B H 0.363922 0.358612 0.945790 0.029 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 H4A 0.8006 . ?
O4 H4B 0.8206 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 N7 1.507(8) . ?
C5 C9 1.499(10) 5_667 ?
N7 H7A 0.8900 . ?
N7 H7B 0.8900 . ?
N7 C9 1.482(8) . ?
N8 H8A 0.9599 . ?
N8 H8B 0.9601 . ?
N8 H8C 0.9599 . ?
N8 H8D 0.9599 . ?
C9 H9A 0.9700 . ?
C9 H9B 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
H4A O4 H4B 100.3 . . ?
H5A C5 H5B 108.0 . . ?
N7 C5 H5A 109.4 . . ?
N7 C5 H5B 109.4 . . ?
C9 C5 H5A 109.4 5_667 . ?
C9 C5 H5B 109.4 5_667 . ?
C9 C5 N7 111.4(6) 5_667 . ?
C5 N7 H7A 109.4 . . ?
C5 N7 H7B 109.4 . . ?
H7A N7 H7B 108.0 . . ?
C9 N7 C5 111.3(4) . . ?
C9 N7 H7A 109.4 . . ?
C9 N7 H7B 109.4 . . ?
H8A N8 H8B 113.8 . . ?
H8A N8 H8C 113.8 . . ?
H8A N8 H8D 113.8 . . ?
H8B N8 H8C 105.6 . . ?
H8B N8 H8D 104.4 . . ?
H8C N8 H8D 104.4 . . ?
C5 C9 H9A 109.3 5_667 . ?
C5 C9 H9B 109.3 5_667 . ?
N7 C9 C5 111.6(6) . 5_667 ?
N7 C9 H9A 109.3 . . ?
N7 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
