# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_JCE140CS_RT
_database_code_depnum_ccdc_archive 'CCDC 1826846'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         0.000(1)

_cell_length_a                   4.2503(2)
_cell_length_b                   10.1169(4)
_cell_length_c                   11.3784(5)
_cell_angle_alpha                81.030(3)
_cell_angle_beta                 88.843(3)
_cell_angle_gamma                82.580(4)
_cell_volume                     479.24(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2443
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      29.6430
_cell_measurement_theta_min      2.0490
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.467
_exptl_absorpt_correction_T_max  0.944
_exptl_absorpt_correction_T_min  0.597
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.374
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 16 0.0094
0 1 -5 0.0187
0 14 3 0.0240
0 -14 -4 0.0173
-6 2 2 0.0553
5 -8 -3 0.0543
6 1 -1 0.0614

_exptl_crystal_size_max          0.128
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.035
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.4375 -0.8540 15.6147 0.8240 0.5666 -0.0091
-0.0003 1.0023 -4.9911 -0.3008 -0.1436 0.0151
0.0610 14.1331 3.4859 -0.4392 0.6387 0.6317
0.1416 -14.0656 -3.5092 0.4268 -0.6207 -0.6576
-5.7678 1.8891 1.6063 0.2348 -0.3415 0.9101
4.5927 -7.5605 -2.9223 -0.0075 -0.0051 -1.0000
5.9766 1.4846 -0.8125 -0.3495 0.5083 -0.7871

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4265
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.696
_diffrn_reflns_theta_min         1.812
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      8.00  96.00   1.00   30.00    --   31.12  57.00  60.00   88
  2  ω     19.00 104.00   1.00   30.00    --   31.12  57.00 -90.00   85
  3  ω      5.00  96.00   1.00   30.00    --   31.12  77.00-180.00   91
  4  ω    -53.00 -26.00   1.00   10.00    --   -0.39 -57.00  30.00   27
  5  ω    -61.00 -36.00   1.00   10.00    --   -0.39-178.00  30.00   25
  6  ω    -10.00 109.00   1.00   30.00    --   31.12  77.00 120.00  119
  7  ω     69.00  96.00   1.00   30.00    --   31.12-123.00 174.00   27
  8  ω    -64.00 -37.00   1.00   30.00    --  -31.90 178.00-120.00   27
  9  ω   -104.00 -49.00   1.00   30.00    --  -31.90 178.00-150.00   55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0406427000
_diffrn_orient_matrix_UB_12      -0.0436099000
_diffrn_orient_matrix_UB_13      0.0515216000
_diffrn_orient_matrix_UB_21      0.0810034000
_diffrn_orient_matrix_UB_22      0.0359701000
_diffrn_orient_matrix_UB_23      0.0359827000
_diffrn_orient_matrix_UB_31      -0.1418051000
_diffrn_orient_matrix_UB_32      0.0438821000
_diffrn_orient_matrix_UB_33      0.0057923000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2249
_reflns_number_total             2481
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.64
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.442
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2481
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0247
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0196P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0477
_refine_ls_wR_factor_ref         0.0493
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C2(H2)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   mixed
_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 1.26802(4) 0.10807(2) 0.62212(2) 0.03087(7) Uani 1 1 d . . . . .
Cu1 Cu 0.78816(9) 0.11118(4) 0.47674(3) 0.03942(10) Uani 1 1 d . . . . .
O1 O 0.3014(6) 0.7401(2) 0.15531(19) 0.0455(6) Uani 1 1 d . . . . .
N1 N 0.7276(6) 0.2858(2) 0.3586(2) 0.0309(5) Uani 1 1 d . . . . .
O2 O 0.6644(6) 0.6774(2) 0.0238(2) 0.0555(7) Uani 1 1 d . . . . .
N2 N 1.0859(7) 0.2027(3) 0.2223(3) 0.0449(7) Uani 1 1 d . . . . .
C1 C 0.8755(7) 0.3044(3) 0.2525(2) 0.0312(6) Uani 1 1 d . . . . .
C3 C 0.5939(7) 0.5272(3) 0.2035(2) 0.0305(6) Uani 1 1 d . . . . .
C4 C 0.4454(7) 0.5090(3) 0.3147(2) 0.0361(7) Uani 1 1 d . . . . .
H4 H 0.300793 0.576852 0.338569 0.043 Uiso 1 1 calc R . . . .
C6 C 0.5288(7) 0.6546(3) 0.1168(3) 0.0345(7) Uani 1 1 d . . . . .
C5 C 0.5200(7) 0.3886(3) 0.3868(3) 0.0366(7) Uani 1 1 d . . . . .
H5 H 0.420740 0.376498 0.460555 0.044 Uiso 1 1 calc R . . . .
C2 C 0.8077(7) 0.4252(3) 0.1721(2) 0.0329(6) Uani 1 1 d . . . . .
H2 H 0.907215 0.435593 0.098348 0.039 Uiso 1 1 calc R . . . .
C7 C 0.2253(9) 0.8690(3) 0.0805(3) 0.0542(9) Uani 1 1 d . . . . .
H7A H 0.180768 0.855032 0.001301 0.081 Uiso 1 1 calc GR . . . .
H7B H 0.402032 0.919595 0.078677 0.081 Uiso 1 1 calc GR . . . .
H7C H 0.042554 0.918145 0.111812 0.081 Uiso 1 1 calc GR . . . .
H2A H 1.153(9) 0.137(4) 0.276(3) 0.056(12) Uiso 1 1 d . . . . .
H2B H 1.211(9) 0.218(4) 0.163(3) 0.060(12) Uiso 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
I1 0.02680(10) 0.03567(11) 0.03054(11) -0.00465(8) 0.00291(7) -0.00654(8)
Cu1 0.0427(2) 0.0337(2) 0.0374(2) 0.00556(16) -0.00138(17) -0.00149(17)
O1 0.0575(14) 0.0310(12) 0.0396(12) 0.0085(9) 0.0090(11) 0.0080(11)
N1 0.0364(13) 0.0279(13) 0.0273(12) 0.0004(10) -0.0022(10) -0.0049(11)
O2 0.0702(17) 0.0467(15) 0.0390(13) 0.0129(11) 0.0188(12) 0.0062(13)
N2 0.0502(18) 0.0356(16) 0.0420(17) 0.0049(13) 0.0111(14) 0.0057(14)
C1 0.0324(15) 0.0294(15) 0.0313(15) -0.0011(12) -0.0009(12) -0.0060(12)
C3 0.0346(15) 0.0282(15) 0.0275(14) 0.0008(11) -0.0040(12) -0.0053(12)
C4 0.0441(18) 0.0331(16) 0.0301(15) -0.0031(13) 0.0016(13) -0.0036(14)
C6 0.0385(17) 0.0314(16) 0.0315(15) 0.0007(12) -0.0025(13) -0.0034(13)
C5 0.0462(18) 0.0350(17) 0.0269(15) -0.0001(12) 0.0040(13) -0.0056(14)
C2 0.0372(16) 0.0324(16) 0.0276(14) 0.0014(12) 0.0030(12) -0.0065(13)
C7 0.067(2) 0.0356(19) 0.050(2) 0.0137(16) 0.0049(18) 0.0084(17)

_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
I1 Cu1 2.6459(4) . ?
I1 Cu1 2.6773(5) 2_756 ?
I1 Cu1 2.7348(4) 1_655 ?
Cu1 Cu1 2.6841(8) 2_756 ?
Cu1 N1 2.038(2) . ?
O1 C6 1.326(4) . ?
O1 C7 1.445(4) . ?
N1 C1 1.348(4) . ?
N1 C5 1.348(4) . ?
O2 C6 1.200(3) . ?
N2 C1 1.355(4) . ?
N2 H2A 0.86(4) . ?
N2 H2B 0.86(4) . ?
C1 C2 1.408(4) . ?
C3 C4 1.399(4) . ?
C3 C6 1.494(4) . ?
C3 C2 1.370(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.362(4) . ?
C5 H5 0.9300 . ?
C2 H2 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 60.557(15) . 2_756 ?
Cu1 I1 Cu1 104.342(14) . 1_655 ?
Cu1 I1 Cu1 80.938(14) 2_756 1_655 ?
I1 Cu1 I1 119.444(15) . 2_756 ?
I1 Cu1 I1 99.063(14) 2_756 1_455 ?
I1 Cu1 I1 104.342(14) . 1_455 ?
I1 Cu1 Cu1 60.301(15) . 2_756 ?
I1 Cu1 Cu1 59.143(16) 2_756 2_756 ?
Cu1 Cu1 I1 113.66(2) 2_756 1_455 ?
N1 Cu1 I1 113.32(7) . 2_756 ?
N1 Cu1 I1 107.76(7) . 1_455 ?
N1 Cu1 I1 111.09(7) . . ?
N1 Cu1 Cu1 138.55(7) . 2_756 ?
C6 O1 C7 116.6(2) . . ?
C1 N1 Cu1 124.3(2) . . ?
C1 N1 C5 117.7(2) . . ?
C5 N1 Cu1 118.03(19) . . ?
C1 N2 H2A 119(2) . . ?
C1 N2 H2B 120(3) . . ?
H2A N2 H2B 116(4) . . ?
N1 C1 N2 118.8(3) . . ?
N1 C1 C2 121.2(3) . . ?
N2 C1 C2 120.0(3) . . ?
C4 C3 C6 122.4(3) . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 C6 118.3(3) . . ?
C3 C4 H4 121.1 . . ?
C5 C4 C3 117.8(3) . . ?
C5 C4 H4 121.1 . . ?
O1 C6 C3 111.6(2) . . ?
O2 C6 O1 123.9(3) . . ?
O2 C6 C3 124.5(3) . . ?
N1 C5 C4 124.6(3) . . ?
N1 C5 H5 117.7 . . ?
C4 C5 H5 117.7 . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 H2 120.2 . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 1.117
_oxdiff_exptl_absorpt_empirical_full_min 0.848
####################################################################### 
# 
# 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_JCE140CS_232GPa
_database_code_depnum_ccdc_archive 'CCDC 1826849'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         2320000(40000)

_cell_length_a                   4.0958(4)
_cell_length_b                   9.372(2)
_cell_length_c                   10.9859(13)
_cell_angle_alpha                85.224(16)
_cell_angle_beta                 88.977(9)
_cell_angle_gamma                84.909(16)
_cell_volume                     418.54(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1024
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.9670
_cell_measurement_theta_min      3.7060
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.260
_exptl_absorpt_correction_T_max  0.286
_exptl_absorpt_correction_T_min  0.222
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.718
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 5 0.0101
-1 -1 -5 0.0101
5 0 -4 0.0362
-5 0 -1 0.0345
0 13 -2 0.0175
0 -13 2 0.0175

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.087
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.02
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.275     0.352
         range of gasket transmission (min-max)           1.000     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 110.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 1.0000 5.0000 0.0101 0.0582 0.3605
-1.0000 -1.0000 -5.0000 -0.0101 -0.0582 -0.3605
5.0000 -0.0000 -4.0000 0.0061 0.9095 0.0208
-5.0000 0.0000 -1.0000 -0.0788 -0.8067 -0.3192
0.0592 12.8364 -2.2209 -1.0000 0.0000 0.0000
-0.0592 -12.8364 2.2209 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_Laue_measured_fraction_full 0.360
_diffrn_reflns_Laue_measured_fraction_max 0.360
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1964
_diffrn_reflns_point_group_measured_fraction_full 0.360
_diffrn_reflns_point_group_measured_fraction_max 0.360
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         1.860
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.360
_diffrn_measured_fraction_theta_max 0.360
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  -5.00   0.50   30.00    --   26.32 114.00 -45.00   60
  2  ω    -46.00 -17.00   0.50   30.00    --   26.32 134.00 123.00   58
  3  ω     27.00  68.00   0.50   30.00    --   26.32 -81.00  29.00   82
  4  ω    -29.00   4.00   0.50   30.00    --   26.32  26.00  -7.00   66
  5  ω     45.00  72.00   0.50   30.00    --   26.32-134.00-123.00   54
  6  ω    -11.00  48.00   0.50   30.00    --   26.32 -26.00-172.00  118
  7  ω    -27.00  19.00   0.50   30.00    --  -27.02 -39.00-167.00   92
  8  ω    -11.00  15.00   0.50   30.00    --  -27.02 -81.00  29.00   52
  9  ω    -30.00  28.00   0.50   30.00    --  -27.02 -26.00   7.00  116
 10  ω    -73.00  -7.00   0.50   30.00    --  -27.02  97.00 -35.00  132
 11  ω    -44.00  16.00   0.50   30.00    --  -27.02  13.00 176.00  120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0128476000
_diffrn_orient_matrix_UB_12      -0.0754487000
_diffrn_orient_matrix_UB_13      0.0145311000
_diffrn_orient_matrix_UB_21      0.1654454000
_diffrn_orient_matrix_UB_22      -0.0043228000
_diffrn_orient_matrix_UB_23      -0.0205763000
_diffrn_orient_matrix_UB_31      0.0519084000
_diffrn_orient_matrix_UB_32      0.0100892000
_diffrn_orient_matrix_UB_33      0.0596959000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                447
_reflns_number_total             529
_reflns_odcompleteness_completeness 35.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.640
_refine_diff_density_min         -0.860
_refine_diff_density_rms         0.174
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         529
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      1.116
_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)+(0.0684P)²+2.0157P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1096
_refine_ls_wR_factor_ref         0.1213
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
2.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2758(2) 0.1194(3) 0.63333(9) 0.0232(18) Uani 1 1 d . . . . .
Cu1 Cu 0.7921(5) 0.1137(6) 0.48308(19) 0.033(4) Uani 1 1 d . . . . .
O1 O 0.265(3) 0.736(3) 0.1539(11) 0.030(3) Uiso 1 1 d . . . . .
N1 N 0.724(2) 0.2868(18) 0.3638(8) 0.022(3) Uiso 1 1 d . . . . .
C5 C 0.493(2) 0.3947(19) 0.3968(7) 0.027(4) Uiso 1 1 d G . . . .
H5 H 0.387313 0.386128 0.472392 0.033 Uiso 1 1 calc R . . . .
C4 C 0.418(2) 0.5156(18) 0.3167(9) 0.021(4) Uiso 1 1 d G . . . .
H4 H 0.263515 0.587861 0.338708 0.025 Uiso 1 1 calc R . . . .
C3 C 0.576(2) 0.5285(17) 0.2036(8) 0.016(3) Uiso 1 1 d G . . . .
C2 C 0.807(2) 0.4205(19) 0.1706(7) 0.020(4) Uiso 1 1 d G . . . .
H2 H 0.912124 0.429107 0.094997 0.024 Uiso 1 1 calc R . . . .
C1 C 0.8811(19) 0.2996(18) 0.2507(8) 0.019(3) Uiso 1 1 d G . . . .
O2 O 0.658(3) 0.674(3) 0.0203(11) 0.037(3) Uiso 1 1 d . . . . .
N2 N 1.105(3) 0.192(4) 0.2239(14) 0.034(4) Uiso 1 1 d . . . . .
H2A H 1.207400 0.196677 0.154913 0.040 Uiso 1 1 calc R . . . .
H2B H 1.144178 0.118865 0.275667 0.040 Uiso 1 1 calc R . . . .
C6 C 0.507(3) 0.654(4) 0.1145(14) 0.019(4) Uiso 1 1 d . . . . .
C7 C 0.199(4) 0.874(6) 0.0752(18) 0.040(5) Uiso 1 1 d . . . . .
H7A H 0.190678 0.854031 -0.008855 0.060 Uiso 1 1 calc GR . . . .
H7B H 0.369911 0.935720 0.085462 0.060 Uiso 1 1 calc GR . . . .
H7C H -0.007820 0.921560 0.098740 0.060 Uiso 1 1 calc GR . . . .

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 0.0183(6) 0.028(6) 0.0237(7) -0.0050(15) 0.0004(4) -0.0015(9)
Cu1 0.0280(11) 0.040(12) 0.0299(12) -0.003(3) -0.0012(9) 0.005(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
I1 Cu1 2.608(2) . ?
I1 Cu1 2.659(2) 1_655 ?
I1 Cu1 2.660(5) 2_756 ?
Cu1 Cu1 2.613(9) 2_756 ?
Cu1 N1 2.001(16) . ?
O1 C6 1.29(3) . ?
O1 C7 1.50(5) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.48(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.35(3) . ?
O2 C6 1.21(2) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 102.09(7) . 1_655 ?
Cu1 I1 Cu1 59.47(18) . 2_756 ?
Cu1 I1 Cu1 77.79(14) 1_655 2_756 ?
I1 Cu1 I1 102.21(14) 1_455 2_756 ?
I1 Cu1 I1 120.53(18) . 2_756 ?
I1 Cu1 I1 102.09(7) . 1_455 ?
I1 Cu1 Cu1 61.25(9) . 2_756 ?
Cu1 Cu1 I1 59.28(17) 2_756 2_756 ?
Cu1 Cu1 I1 115.1(2) 2_756 1_455 ?
N1 Cu1 I1 114.7(4) . . ?
N1 Cu1 I1 108.6(3) . 2_756 ?
N1 Cu1 I1 106.7(3) . 1_455 ?
N1 Cu1 Cu1 137.9(3) . 2_756 ?
C6 O1 C7 113.2(19) . . ?
C5 N1 Cu1 116.2(5) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 123.7(5) . . ?
N1 C5 H5 120.0 . . ?
N1 C5 C4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C6 122.5(9) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 C6 117.5(9) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 117.5(13) . . ?
N2 C1 C2 122.5(13) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 109.4(17) . . ?
O2 C6 O1 127(3) . . ?
O2 C6 C3 124(3) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 1.813
_oxdiff_exptl_absorpt_empirical_full_min 0.585
####################################################################### 
# 
# 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_JCE140CS_716GPa
_database_code_depnum_ccdc_archive 'CCDC 1826858'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         7160000(40000)

_cell_length_a                   3.9623(5)
_cell_length_b                   8.824(3)
_cell_length_c                   10.6104(15)
_cell_angle_alpha                87.89(2)
_cell_angle_beta                 88.524(12)
_cell_angle_gamma                87.30(3)
_cell_volume                     370.21(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    754
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.3000
_cell_measurement_theta_min      3.8500
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.077
_exptl_absorpt_correction_T_max  0.282
_exptl_absorpt_correction_T_min  0.221
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light brown'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    3.073
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 5 0.0118
-1 0 -5 0.0118
5 0 -3 0.0428
-5 0 2 0.0293
0 12 -2 0.0175
0 -12 2 0.0175

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.024
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.275     0.352
         range of gasket transmission (min-max)           0.999     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 110.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 -0.0000 5.0000 0.0603 0.0761 0.3630
-1.0000 0.0000 -5.0000 -0.0603 -0.0761 -0.3630
5.0000 -0.0000 -3.0000 -0.0047 0.9220 0.0476
-5.0000 0.0000 2.0000 -0.0063 -0.9027 -0.1107
0.0620 12.2656 -1.9095 -1.0000 0.0000 0.0000
-0.0620 -12.2656 1.9095 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 0.359
_diffrn_reflns_Laue_measured_fraction_max 0.359
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1795
_diffrn_reflns_point_group_measured_fraction_full 0.359
_diffrn_reflns_point_group_measured_fraction_max 0.359
_diffrn_reflns_theta_full        24.980
_diffrn_reflns_theta_max         24.980
_diffrn_reflns_theta_min         1.921
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.359
_diffrn_measured_fraction_theta_max 0.359
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00  46.00   0.50   45.00    --   24.26 -81.00-151.00   64
  2  ω    -47.00 -19.00   0.50   45.00    --   24.26 134.00 -57.00   56
  3  ω    -23.00  10.00   0.50   45.00    --   24.26  13.00 176.00   66
  4  ω     15.00  57.00   0.50   45.00    --   24.26-114.00  45.00   84
  5  ω    -37.00  -5.00   0.50   45.00    --   24.26 114.00 135.00   64
  6  ω    -31.00   9.00   0.50   45.00    --   24.26  13.00  -3.00   80
  7  ω    -37.00  -5.00   0.50   45.00    --   24.26 114.00 -45.00   64
  8  ω    -30.00  35.00   0.50   45.00    --  -25.04 -26.00   7.00  130
  9  ω    -82.00 -17.00   0.50   45.00    --  -25.04 114.00 135.00  130
 10  ω    -26.00  19.00   0.50   45.00    --  -25.04 -39.00-167.00   90
 11  ω    -55.00 -12.00   0.50   45.00    --  -25.04  53.00 -17.00   86
 12  ω    -48.00  16.00   0.50   45.00    --  -25.04  26.00 172.00  128
 13  ω    -11.00  14.00   0.50   45.00    --  -25.04 -81.00  29.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0056268000
_diffrn_orient_matrix_UB_12      -0.0798559000
_diffrn_orient_matrix_UB_13      0.0109293000
_diffrn_orient_matrix_UB_21      0.1727966000
_diffrn_orient_matrix_UB_22      -0.0038839000
_diffrn_orient_matrix_UB_23      -0.0193353000
_diffrn_orient_matrix_UB_31      0.0473837000
_diffrn_orient_matrix_UB_32      0.0095872000
_diffrn_orient_matrix_UB_33      0.0631206000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                401
_reflns_number_total             471
_reflns_odcompleteness_completeness 35.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         1.098
_refine_diff_density_min         -1.328
_refine_diff_density_rms         0.248
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     41
_refine_ls_number_reflns         471
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0703
_refine_ls_restrained_S_all      1.172
_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)+(0.1066P)²+7.2761P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1792
_refine_ls_wR_factor_ref         0.1855
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(Cu1) = Uiso(I1)
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
3.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
3.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2804(3) 0.1233(5) 0.64558(14) 0.0200(7) Uiso 1 1 d . . . . .
Cu1 Cu 0.7952(6) 0.1137(9) 0.4913(3) 0.0200(7) Uiso 1 1 d . . . . .
O1 O 0.236(4) 0.741(5) 0.1463(16) 0.023(4) Uiso 1 1 d . . . . .
N1 N 0.718(3) 0.287(3) 0.3692(12) 0.020(5) Uiso 1 1 d . . . . .
C5 C 0.470(3) 0.397(3) 0.4018(10) 0.015(5) Uiso 1 1 d G . . . .
H5 H 0.357284 0.389258 0.479570 0.018 Uiso 1 1 calc R . . . .
C4 C 0.392(3) 0.518(3) 0.3184(13) 0.017(5) Uiso 1 1 d G . . . .
H4 H 0.226604 0.591037 0.340238 0.020 Uiso 1 1 calc R . . . .
C3 C 0.561(3) 0.529(3) 0.2022(13) 0.017(5) Uiso 1 1 d G . . . .
C2 C 0.808(3) 0.420(3) 0.1695(10) 0.020(5) Uiso 1 1 d G . . . .
H2 H 0.921280 0.427232 0.091799 0.024 Uiso 1 1 calc R . . . .
C1 C 0.887(3) 0.299(3) 0.2530(12) 0.016(5) Uiso 1 1 d G . . . .
O2 O 0.658(4) 0.667(5) 0.0146(16) 0.027(4) Uiso 1 1 d . . . . .
N2 N 1.121(4) 0.189(6) 0.224(2) 0.024(5) Uiso 1 1 d . . . . .
H2A H 1.227278 0.192735 0.152606 0.029 Uiso 1 1 calc R . . . .
H2B H 1.164768 0.115539 0.277682 0.029 Uiso 1 1 calc R . . . .
C6 C 0.492(5) 0.649(7) 0.111(2) 0.016(5) Uiso 1 1 d . . . . .
C7 C 0.186(6) 0.879(8) 0.070(3) 0.029(6) Uiso 1 1 d . . . . .
H7A H 0.195659 0.854668 -0.017538 0.044 Uiso 1 1 calc GR . . . .
H7B H 0.360550 0.946831 0.086393 0.044 Uiso 1 1 calc GR . . . .
H7C H -0.030316 0.925854 0.090497 0.044 Uiso 1 1 calc GR . . . .

_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
I1 Cu1 2.563(3) . ?
I1 Cu1 2.582(3) 1_655 ?
I1 Cu1 2.623(7) 2_756 ?
Cu1 Cu1 2.526(13) 2_756 ?
Cu1 N1 1.99(2) . ?
O1 C6 1.32(5) . ?
O1 C7 1.44(8) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.43(6) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.35(4) . ?
O2 C6 1.22(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 100.72(10) . 1_655 ?
Cu1 I1 Cu1 58.3(3) . 2_756 ?
Cu1 I1 Cu1 74.49(19) 1_655 2_756 ?
I1 Cu1 I1 121.7(3) . 2_756 ?
I1 Cu1 I1 100.72(10) . 1_455 ?
I1 Cu1 I1 105.51(19) 1_455 2_756 ?
Cu1 Cu1 I1 117.8(4) 2_756 1_455 ?
Cu1 Cu1 I1 62.06(13) 2_756 . ?
Cu1 Cu1 I1 59.7(2) 2_756 2_756 ?
N1 Cu1 I1 103.1(5) . 2_756 ?
N1 Cu1 I1 118.5(5) . . ?
N1 Cu1 I1 105.5(4) . 1_455 ?
N1 Cu1 Cu1 136.1(4) . 2_756 ?
C6 O1 C7 116(3) . . ?
C5 N1 Cu1 116.9(8) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 123.0(8) . . ?
N1 C5 H5 120.0 . . ?
N1 C5 C4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 123.1(14) . . ?
C2 C3 C6 116.9(14) . . ?
C3 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 118.1(18) . . ?
N2 C1 C2 121.9(18) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 113(2) . . ?
O2 C6 O1 124(5) . . ?
O2 C6 C3 123(4) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 10.460
_oxdiff_exptl_absorpt_empirical_full_min 0.601
####################################################################### 
# 
# 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_JCE140CS_515GPa
_database_code_depnum_ccdc_archive 'CCDC 1826854'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         5150000(40000)

_cell_length_a                   4.0071(3)
_cell_length_b                   9.009(2)
_cell_length_c                   10.7254(9)
_cell_angle_alpha                87.042(13)
_cell_angle_beta                 88.693(7)
_cell_angle_gamma                86.485(14)
_cell_volume                     385.86(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    946
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.9700
_cell_measurement_theta_min      3.7870
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.790
_exptl_absorpt_correction_T_max  0.287
_exptl_absorpt_correction_T_min  0.216
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.949
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 5 0.0118
-1 0 -5 0.0118
5 0 -4 0.0397
-5 0 1 0.0327
0 12 -2 0.0175
0 -12 2 0.0175

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.024
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.272     0.352
         range of gasket transmission (min-max)           1.000     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 105.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9616 0.0174 4.9918 0.0682 0.0629 0.3571
-0.9616 -0.0174 -4.9918 -0.0682 -0.0629 -0.3571
4.9743 -0.0142 -4.0076 -0.0072 0.9264 0.0002
-4.9571 0.0037 1.0110 -0.0288 -0.8631 -0.1849
0.0561 12.4624 -2.0620 -1.0000 0.0000 0.0000
-0.0561 -12.4624 2.0620 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.361
_diffrn_reflns_Laue_measured_fraction_max 0.361
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1684
_diffrn_reflns_point_group_measured_fraction_full 0.361
_diffrn_reflns_point_group_measured_fraction_max 0.361
_diffrn_reflns_theta_full        25.013
_diffrn_reflns_theta_max         25.013
_diffrn_reflns_theta_min         3.805
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.361
_diffrn_measured_fraction_theta_max 0.361
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     31.00  95.00   0.50   45.00    --   26.32-134.00-123.00  128
  2  ω     -2.00  44.00   0.50   45.00    --   26.32 -26.00-172.00   92
  3  ω    -33.00  -5.00   0.50   45.00    --   26.32 114.00 -45.00   56
  4  ω      4.00  37.00   0.50   45.00    --   26.32 -67.00  23.00   66
  5  ω    -20.00   5.00   0.50   45.00    --   26.32  39.00 -12.00   50
  6  ω    -31.00  -5.00   0.50   45.00    --   26.32 114.00 135.00   52
  7  ω    -11.00  14.00   0.50   45.00    --  -27.02 -81.00  29.00   50
  8  ω    -47.00   5.00   0.50   45.00    --  -27.02  67.00 -23.00  104
  9  ω    -27.00  12.00   0.50   45.00    --  -27.02 -39.00-167.00   78
 10  ω    -31.00  26.00   0.50   45.00    --  -27.02 -26.00   7.00  114
 11  ω    -52.00  14.00   0.50   45.00    --  -27.02  39.00 167.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0082709000
_diffrn_orient_matrix_UB_12      -0.0782369000
_diffrn_orient_matrix_UB_13      0.0123388000
_diffrn_orient_matrix_UB_21      0.1700101000
_diffrn_orient_matrix_UB_22      -0.0040969000
_diffrn_orient_matrix_UB_23      -0.0201329000
_diffrn_orient_matrix_UB_31      0.0499214000
_diffrn_orient_matrix_UB_32      0.0100138000
_diffrn_orient_matrix_UB_33      0.0618813000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                428
_reflns_number_total             492
_reflns_odcompleteness_completeness 36.10
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.935
_refine_diff_density_min         -0.931
_refine_diff_density_rms         0.165
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     42
_refine_ls_number_reflns         492
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.086
_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)+(0.0738P)²+3.1542P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1219
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
2.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2785(2) 0.1224(3) 0.64155(9) 0.0180(4) Uiso 1 1 d . . . . .
Cu1 Cu 0.7934(4) 0.1132(6) 0.48870(19) 0.0251(6) Uiso 1 1 d . . . . .
O1 O 0.243(2) 0.743(3) 0.1467(11) 0.024(3) Uiso 1 1 d . . . . .
N1 N 0.718(2) 0.2868(18) 0.3685(7) 0.019(3) Uiso 1 1 d . . . . .
C5 C 0.476(2) 0.3964(19) 0.4002(7) 0.018(3) Uiso 1 1 d G . . . .
H5 H 0.364419 0.389305 0.477076 0.022 Uiso 1 1 calc R . . . .
C4 C 0.401(2) 0.5166(18) 0.3170(9) 0.019(4) Uiso 1 1 d G . . . .
H4 H 0.238711 0.589879 0.338198 0.023 Uiso 1 1 calc R . . . .
C3 C 0.567(2) 0.5272(18) 0.2021(8) 0.017(3) Uiso 1 1 d G . . . .
C2 C 0.809(2) 0.4176(19) 0.1703(7) 0.019(3) Uiso 1 1 d G . . . .
H2 H 0.920496 0.424667 0.093450 0.022 Uiso 1 1 calc R . . . .
C1 C 0.8844(19) 0.2974(19) 0.2535(8) 0.014(3) Uiso 1 1 d G . . . .
O2 O 0.656(3) 0.672(3) 0.0174(11) 0.031(3) Uiso 1 1 d . . . . .
N2 N 1.117(3) 0.191(4) 0.2251(13) 0.023(3) Uiso 1 1 d . . . . .
H2A H 1.222603 0.196852 0.154415 0.028 Uiso 1 1 calc R . . . .
H2B H 1.161303 0.117574 0.277361 0.028 Uiso 1 1 calc R . . . .
C6 C 0.498(3) 0.654(4) 0.1131(13) 0.012(3) Uiso 1 1 d . . . . .
C7 C 0.184(4) 0.880(6) 0.0698(18) 0.035(5) Uiso 1 1 d . . . . .
H7A H 0.170352 0.857024 -0.016208 0.052 Uiso 1 1 calc GR . . . .
H7B H 0.365647 0.943566 0.079051 0.052 Uiso 1 1 calc GR . . . .
H7C H -0.021291 0.930703 0.096044 0.052 Uiso 1 1 calc GR . . . .

_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
I1 Cu1 2.579(2) . ?
I1 Cu1 2.6058(19) 1_655 ?
I1 Cu1 2.634(5) 2_756 ?
Cu1 Cu1 2.552(9) 2_756 ?
Cu1 N1 1.988(15) . ?
O1 C6 1.31(3) . ?
O1 C7 1.46(5) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.47(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.34(3) . ?
O2 C6 1.20(2) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 101.22(7) . 1_655 ?
Cu1 I1 Cu1 58.60(17) . 2_756 ?
Cu1 I1 Cu1 75.36(13) 1_655 2_756 ?
I1 Cu1 I1 121.40(17) . 2_756 ?
I1 Cu1 I1 101.22(7) . 1_455 ?
I1 Cu1 I1 104.64(13) 1_455 2_756 ?
Cu1 Cu1 I1 117.2(2) 2_756 1_455 ?
Cu1 Cu1 I1 61.77(9) 2_756 . ?
Cu1 Cu1 I1 59.63(16) 2_756 2_756 ?
N1 Cu1 I1 105.2(3) . 2_756 ?
N1 Cu1 I1 117.0(3) . . ?
N1 Cu1 I1 105.5(3) . 1_455 ?
N1 Cu1 Cu1 136.9(3) . 2_756 ?
C6 O1 C7 116.3(17) . . ?
C5 N1 Cu1 117.5(5) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 122.4(5) . . ?
N1 C5 H5 120.0 . . ?
N1 C5 C4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 121.4(9) . . ?
C2 C3 C6 118.6(9) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 119.1(12) . . ?
N2 C1 C2 120.9(12) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 113.5(15) . . ?
O2 C6 O1 124(3) . . ?
O2 C6 C3 123(3) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 1.532
_oxdiff_exptl_absorpt_empirical_full_min 0.711
####################################################################### 
# 
# 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_JCE140CS_136GPa
_database_code_depnum_ccdc_archive 'CCDC 1826848'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         1360000(40000)

_cell_length_a                   4.1474(3)
_cell_length_b                   9.5705(19)
_cell_length_c                   11.1208(9)
_cell_angle_alpha                84.163(12)
_cell_angle_beta                 88.992(7)
_cell_angle_gamma                84.152(14)
_cell_volume                     436.83(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1230
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.8940
_cell_measurement_theta_min      3.6570
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.998
_exptl_absorpt_correction_T_max  0.289
_exptl_absorpt_correction_T_min  0.228
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.605
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 5 0.0118
-1 -1 -5 0.0118
-5 -1 -1 0.0331
1 0 -1 0.0355
0 13 -2 0.0175
0 -13 2 0.0175

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.024
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.277     0.352
         range of gasket transmission (min-max)           1.000     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 110.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 1.0000 4.9998 0.0181 0.0587 0.3549
-1.0000 -1.0000 -4.9998 -0.0181 -0.0587 -0.3549
-5.0000 -1.0000 -0.9996 -0.0148 -0.7937 -0.3221
1.0000 0.0000 -1.0000 -0.0008 0.1837 -0.0082
0.0689 13.0391 -2.2426 -1.0000 0.0000 0.0000
-0.0689 -13.0391 2.2426 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_Laue_measured_fraction_full 0.359
_diffrn_reflns_Laue_measured_fraction_max 0.359
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2378
_diffrn_reflns_point_group_measured_fraction_full 0.359
_diffrn_reflns_point_group_measured_fraction_max 0.359
_diffrn_reflns_theta_full        25.021
_diffrn_reflns_theta_max         25.021
_diffrn_reflns_theta_min         3.684
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.359
_diffrn_measured_fraction_theta_max 0.359
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  -5.00   0.50   30.00    --   26.32 114.00 135.00   60
  2  ω     32.00  96.00   0.50   30.00    --   26.32-134.00  57.00  128
  3  ω    -15.00  11.00   0.50   30.00    --   26.32  81.00 -29.00   52
  4  ω    -18.00  27.00   0.50   30.00    --   26.32  39.00 -12.00   90
  5  ω    -20.00   5.00   0.50   30.00    --   26.32  39.00 167.00   50
  6  ω    -13.00  30.00   0.50   30.00    --   26.32 -39.00  12.00   86
  7  ω    -46.00 -17.00   0.50   30.00    --   26.32 134.00 -57.00   58
  8  ω     -4.00  44.00   0.50   30.00    --   26.32 -67.00-157.00   96
  9  ω     13.00  39.00   0.50   30.00    --  -27.02 -26.00   7.00   52
 10  ω    -27.00  20.00   0.50   30.00    --  -27.02 -39.00  12.00   94
 11  ω    -16.00   8.00   0.50   30.00    --  -27.02 -67.00  23.00   48
 12  ω    -26.00  20.00   0.50   30.00    --  -27.02 -39.00-167.00   92
 13  ω    -52.00  15.00   0.50   30.00    --  -27.02  39.00 167.00  134
 14  ω    -50.00  -6.00   0.50   30.00    --  -27.02  39.00 -12.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0146775000
_diffrn_orient_matrix_UB_12      -0.0741017000
_diffrn_orient_matrix_UB_13      0.0155127000
_diffrn_orient_matrix_UB_21      0.1636243000
_diffrn_orient_matrix_UB_22      -0.0043244000
_diffrn_orient_matrix_UB_23      -0.0201163000
_diffrn_orient_matrix_UB_31      0.0506781000
_diffrn_orient_matrix_UB_32      0.0098572000
_diffrn_orient_matrix_UB_33      0.0588687000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                456
_reflns_number_total             548
_reflns_odcompleteness_completeness 35.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.651
_refine_diff_density_min         -0.607
_refine_diff_density_rms         0.136
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         548
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      1.063
_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)+(0.0542P)²+2.9908P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.1022
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
2.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2741(2) 0.1168(3) 0.62934(9) 0.0234(16) Uani 1 1 d . . . . .
Cu1 Cu 0.7922(4) 0.1133(5) 0.48047(17) 0.031(3) Uani 1 1 d . . . . .
O1 O 0.276(2) 0.745(3) 0.1537(11) 0.040(3) Uiso 1 1 d . . . . .
N1 N 0.7246(19) 0.2870(16) 0.3621(7) 0.027(3) Uiso 1 1 d . . . . .
C5 C 0.499(2) 0.3948(17) 0.3943(7) 0.035(4) Uiso 1 1 d G . . . .
H5 H 0.395038 0.386135 0.469003 0.042 Uiso 1 1 calc R . . . .
C4 C 0.430(2) 0.5154(16) 0.3147(9) 0.035(4) Uiso 1 1 d G . . . .
H4 H 0.278734 0.587492 0.336265 0.042 Uiso 1 1 calc R . . . .
C3 C 0.585(2) 0.5283(15) 0.2030(8) 0.020(3) Uiso 1 1 d G . . . .
C2 C 0.8107(19) 0.4205(17) 0.1709(7) 0.024(3) Uiso 1 1 d G . . . .
H2 H 0.914838 0.429173 0.096145 0.029 Uiso 1 1 calc R . . . .
C1 C 0.8803(18) 0.2999(16) 0.2504(8) 0.020(3) Uiso 1 1 d G . . . .
O2 O 0.658(2) 0.675(3) 0.0214(10) 0.040(3) Uiso 1 1 d . . . . .
N2 N 1.101(3) 0.197(3) 0.2231(11) 0.031(3) Uiso 1 1 d . . . . .
H2A H 1.202757 0.203691 0.155162 0.037 Uiso 1 1 calc R . . . .
H2B H 1.140507 0.122668 0.273416 0.037 Uiso 1 1 calc R . . . .
C6 C 0.510(3) 0.658(4) 0.1157(12) 0.019(3) Uiso 1 1 d . . . . .
C7 C 0.205(4) 0.866(5) 0.0786(17) 0.045(5) Uiso 1 1 d . . . . .
H7A H 0.180542 0.842084 -0.002409 0.067 Uiso 1 1 calc GR . . . .
H7B H 0.377502 0.924922 0.080699 0.067 Uiso 1 1 calc GR . . . .
H7C H 0.006712 0.914563 0.104769 0.067 Uiso 1 1 calc GR . . . .

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 0.0218(5) 0.024(5) 0.0240(6) -0.0016(12) 0.0008(3) -0.0036(8)
Cu1 0.0331(10) 0.029(11) 0.0285(11) 0.005(3) -0.0026(8) 0.0037(18)

_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
I1 Cu1 2.6223(18) . ?
I1 Cu1 2.665(4) 2_756 ?
I1 Cu1 2.6893(18) 1_655 ?
Cu1 Cu1 2.634(8) 2_756 ?
Cu1 N1 2.012(15) . ?
O1 C6 1.31(3) . ?
O1 C7 1.36(5) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.50(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.33(2) . ?
O2 C6 1.212(18) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 59.75(15) . 2_756 ?
Cu1 I1 Cu1 102.67(6) . 1_655 ?
Cu1 I1 Cu1 79.06(12) 2_756 1_655 ?
I1 Cu1 I1 100.94(12) 2_756 1_455 ?
I1 Cu1 I1 102.67(6) . 1_455 ?
I1 Cu1 I1 120.25(15) . 2_756 ?
I1 Cu1 Cu1 60.93(8) . 2_756 ?
Cu1 Cu1 I1 114.2(2) 2_756 1_455 ?
Cu1 Cu1 I1 59.32(15) 2_756 2_756 ?
N1 Cu1 I1 113.8(3) . . ?
N1 Cu1 I1 106.9(3) . 1_455 ?
N1 Cu1 I1 110.3(3) . 2_756 ?
N1 Cu1 Cu1 138.8(3) . 2_756 ?
C6 O1 C7 114.9(16) . . ?
C5 N1 Cu1 116.8(5) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 123.2(5) . . ?
N1 C5 H5 120.0 . . ?
C4 C5 N1 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C6 120.6(9) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 C6 119.4(9) . . ?
C3 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 118.7(11) . . ?
N2 C1 C2 121.3(11) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 112.8(14) . . ?
O2 C6 O1 126(3) . . ?
O2 C6 C3 121(2) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 1.467
_oxdiff_exptl_absorpt_empirical_full_min 0.661
####################################################################### 
# 
# 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_JCE140CS_465GPa
_database_code_depnum_ccdc_archive 'CCDC 1826853'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         4650000(40000)

_cell_length_a                   4.0175(2)
_cell_length_b                   9.064(2)
_cell_length_c                   10.7655(8)
_cell_angle_alpha                86.743(12)
_cell_angle_beta                 88.765(6)
_cell_angle_gamma                86.231(12)
_cell_volume                     390.49(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1099
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.9300
_cell_measurement_theta_min      3.7800
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.709
_exptl_absorpt_correction_T_max  0.290
_exptl_absorpt_correction_T_min  0.218
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.914
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 5 0.0101
-1 0 -5 0.0101
4 0 -5 0.0422
-1 0 0 0.0281
0 13 -2 0.0175
0 -13 2 0.0175

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.081
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.265     0.352
         range of gasket transmission (min-max)           1.000     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 105.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9964 0.0173 4.9953 0.0714 0.0665 0.3579
-0.9964 -0.0173 -4.9953 -0.0714 -0.0665 -0.3579
3.9846 -0.0331 -4.9800 -0.0240 0.7761 -0.1036
-0.9962 0.0032 -0.0031 -0.0095 -0.1685 -0.0509
0.0503 12.5193 -2.0911 -1.0000 0.0000 0.0000
-0.0503 -12.5193 2.0911 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_Laue_measured_fraction_full 0.357
_diffrn_reflns_Laue_measured_fraction_max 0.357
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1836
_diffrn_reflns_point_group_measured_fraction_full 0.357
_diffrn_reflns_point_group_measured_fraction_max 0.357
_diffrn_reflns_theta_full        24.950
_diffrn_reflns_theta_max         24.950
_diffrn_reflns_theta_min         3.792
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.357
_diffrn_measured_fraction_theta_max 0.357
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00   9.00   0.50   40.00    --   26.32  39.00 -12.00   54
  2  ω     60.00  96.00   0.50   40.00    --   26.32-134.00  57.00   72
  3  ω      0.00  35.00   0.50   40.00    --   26.32 -39.00-167.00   70
  4  ω     -4.00  62.00   0.50   40.00    --   26.32 -67.00  23.00  132
  5  ω    -34.00  -5.00   0.50   40.00    --   26.32 114.00 135.00   58
  6  ω    -43.00 -17.00   0.50   40.00    --   26.32 134.00 -57.00   52
  7  ω    -27.00  20.00   0.50   40.00    --  -27.02 -39.00-167.00   94
  8  ω    -31.00  33.00   0.50   40.00    --  -27.02 -26.00   7.00  128
  9  ω    -53.00 -12.00   0.50   40.00    --  -27.02  53.00 -17.00   82
 10  ω    -52.00  15.00   0.50   40.00    --  -27.02  39.00 167.00  134
 11  ω    -11.00  14.00   0.50   40.00    --  -27.02 -81.00-151.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0092359000
_diffrn_orient_matrix_UB_12      -0.0777884000
_diffrn_orient_matrix_UB_13      0.0127244000
_diffrn_orient_matrix_UB_21      0.1692307000
_diffrn_orient_matrix_UB_22      -0.0040901000
_diffrn_orient_matrix_UB_23      -0.0204197000
_diffrn_orient_matrix_UB_31      0.0509123000
_diffrn_orient_matrix_UB_32      0.0100618000
_diffrn_orient_matrix_UB_33      0.0614624000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                433
_reflns_number_total             488
_reflns_odcompleteness_completeness 35.34
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.767
_refine_diff_density_min         -1.626
_refine_diff_density_rms         0.188
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0549
_refine_ls_restrained_S_all      1.144
_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)+(0.0501P)²+12.2713P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1292
_refine_ls_wR_factor_ref         0.1337
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cu1) = Uanis(I1)
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
3.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
3.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2778(3) 0.1223(4) 0.64036(12) 0.026(2) Uani 1 1 d . . . . .
Cu1 Cu 0.7931(5) 0.1136(7) 0.4875(2) 0.026(2) Uani 1 1 d . . . . .
O1 O 0.249(3) 0.740(4) 0.1482(13) 0.020(3) Uiso 1 1 d . . . . .
N1 N 0.720(3) 0.286(2) 0.3670(10) 0.018(4) Uiso 1 1 d . . . . .
C5 C 0.480(3) 0.395(2) 0.3989(9) 0.018(4) Uiso 1 1 d G . . . .
H5 H 0.369407 0.387910 0.475672 0.022 Uiso 1 1 calc R . . . .
C4 C 0.404(3) 0.515(2) 0.3161(12) 0.025(5) Uiso 1 1 d G . . . .
H4 H 0.242750 0.588436 0.337392 0.030 Uiso 1 1 calc R . . . .
C3 C 0.568(3) 0.526(2) 0.2013(11) 0.016(4) Uiso 1 1 d G . . . .
C2 C 0.809(3) 0.417(2) 0.1695(9) 0.015(4) Uiso 1 1 d G . . . .
H2 H 0.919061 0.424018 0.092713 0.019 Uiso 1 1 calc R . . . .
C1 C 0.885(2) 0.297(2) 0.2523(10) 0.016(4) Uiso 1 1 d G . . . .
O2 O 0.657(3) 0.677(4) 0.0148(14) 0.030(4) Uiso 1 1 d . . . . .
N2 N 1.115(4) 0.195(5) 0.2228(17) 0.026(4) Uiso 1 1 d . . . . .
H2A H 1.218619 0.202087 0.152269 0.032 Uiso 1 1 calc R . . . .
H2B H 1.161929 0.120266 0.274022 0.032 Uiso 1 1 calc R . . . .
C6 C 0.498(4) 0.658(6) 0.1138(18) 0.016(4) Uiso 1 1 d . . . . .
C7 C 0.187(5) 0.877(7) 0.073(2) 0.035(6) Uiso 1 1 d . . . . .
H7A H 0.190483 0.856227 -0.013472 0.052 Uiso 1 1 calc GR . . . .
H7B H 0.357810 0.943354 0.087564 0.052 Uiso 1 1 calc GR . . . .
H7C H -0.026623 0.922750 0.095104 0.052 Uiso 1 1 calc GR . . . .

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 0.0183(6) 0.037(6) 0.0220(7) -0.0057(15) 0.0006(4) -0.0010(9)
Cu1 0.0183(6) 0.037(6) 0.0220(7) -0.0057(15) 0.0006(4) -0.0010(9)

_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
I1 Cu1 2.585(2) . ?
I1 Cu1 2.617(2) 1_655 ?
I1 Cu1 2.641(6) 2_756 ?
Cu1 Cu1 2.565(11) 2_756 ?
Cu1 N1 1.98(2) . ?
O1 C6 1.27(4) . ?
O1 C7 1.45(7) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.50(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.31(3) . ?
O2 C6 1.24(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 101.13(8) . 1_655 ?
Cu1 I1 Cu1 58.8(2) . 2_756 ?
Cu1 I1 Cu1 75.69(16) 1_655 2_756 ?
I1 Cu1 I1 121.2(2) . 2_756 ?
I1 Cu1 I1 101.13(8) . 1_455 ?
I1 Cu1 I1 104.31(16) 1_455 2_756 ?
Cu1 Cu1 I1 116.7(3) 2_756 1_455 ?
Cu1 Cu1 I1 61.71(11) 2_756 . ?
Cu1 Cu1 I1 59.50(19) 2_756 2_756 ?
N1 Cu1 I1 105.6(4) . 2_756 ?
N1 Cu1 I1 116.8(4) . . ?
N1 Cu1 I1 106.0(4) . 1_455 ?
N1 Cu1 Cu1 136.9(4) . 2_756 ?
C6 O1 C7 115(2) . . ?
C5 N1 Cu1 117.0(6) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 122.9(6) . . ?
N1 C5 H5 120.0 . . ?
N1 C5 C4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 120.2(11) . . ?
C2 C3 C6 119.7(11) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 120.1(16) . . ?
N2 C1 C2 119.9(16) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 113(2) . . ?
O2 C6 O1 125(4) . . ?
O2 C6 C3 122(3) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 1.596
_oxdiff_exptl_absorpt_empirical_full_min 0.564
####################################################################### 
# 
# 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_JCE140CS_382GPa
_database_code_depnum_ccdc_archive 'CCDC 1826851'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         3820000(40000)

_cell_length_a                   4.0406(3)
_cell_length_b                   9.151(2)
_cell_length_c                   10.8365(11)
_cell_angle_alpha                86.375(15)
_cell_angle_beta                 88.849(7)
_cell_angle_gamma                85.829(14)
_cell_volume                     398.78(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    955
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.7230
_cell_measurement_theta_min      3.7450
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.570
_exptl_absorpt_correction_T_max  0.186
_exptl_absorpt_correction_T_min  0.114
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.853
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 5 0.0101
-1 0 -5 0.0101
4 0 -5 0.0404
-1 0 0 0.0322
0 13 -2 0.0175
0 -13 2 0.0175

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.271     0.352
         range of gasket transmission (min-max)           0.996     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 105.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0052 0.0156 5.0074 0.0754 0.0661 0.3567
-1.0052 -0.0156 -5.0074 -0.0754 -0.0661 -0.3567
3.9800 -0.0101 -4.9791 -0.0239 0.7710 -0.0984
-0.9970 -0.0011 -0.0057 -0.0103 -0.1674 -0.0517
0.0532 12.6112 -2.1456 -1.0000 0.0000 0.0000
-0.0532 -12.6112 2.1456 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.355
_diffrn_reflns_Laue_measured_fraction_max 0.355
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1753
_diffrn_reflns_point_group_measured_fraction_full 0.355
_diffrn_reflns_point_group_measured_fraction_max 0.355
_diffrn_reflns_theta_full        24.877
_diffrn_reflns_theta_max         24.877
_diffrn_reflns_theta_min         3.769
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.355
_diffrn_measured_fraction_theta_max 0.355
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  27.00   0.50   40.00    --   26.32  39.00 167.00   72
  2  ω    -45.00 -17.00   0.50   40.00    --   26.32 134.00 -57.00   56
  3  ω    -22.00   4.00   0.50   40.00    --   26.32  97.00 -35.00   52
  4  ω    -29.00  31.00   0.50   40.00    --   26.32  26.00  -7.00  120
  5  ω     -8.00  53.00   0.50   40.00    --   26.32 -53.00-162.00  122
  6  ω     34.00  82.00   0.50   40.00    --   26.32-114.00  45.00   96
  7  ω    -42.00 -17.00   0.50   40.00    --   26.32 134.00 123.00   50
  8  ω    -11.00  15.00   0.50   40.00    --  -27.02  39.00 -12.00   52
  9  ω    -57.00  13.00   0.50   40.00    --  -27.02  53.00 162.00  140
 10  ω    -45.00 -15.00   0.50   40.00    --  -27.02  39.00 -12.00   60
 11  ω    -27.00  20.00   0.50   40.00    --  -27.02 -39.00  12.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0103447000
_diffrn_orient_matrix_UB_12      -0.0770870000
_diffrn_orient_matrix_UB_13      0.0132309000
_diffrn_orient_matrix_UB_21      0.1680235000
_diffrn_orient_matrix_UB_22      -0.0042016000
_diffrn_orient_matrix_UB_23      -0.0205269000
_diffrn_orient_matrix_UB_31      0.0514552000
_diffrn_orient_matrix_UB_32      0.0101403000
_diffrn_orient_matrix_UB_33      0.0608783000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                422
_reflns_number_total             492
_reflns_odcompleteness_completeness 35.12
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.952
_refine_diff_density_min         -1.583
_refine_diff_density_rms         0.199
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         492
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0544
_refine_ls_restrained_S_all      1.080
_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)+(0.0029P)²+20.5135P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1207
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cu1) = Uanis(I1)
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
3.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
3.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2773(3) 0.1217(4) 0.63817(14) 0.0174(19) Uani 1 1 d . . . . .
Cu1 Cu 0.7934(6) 0.1137(7) 0.4860(2) 0.0174(19) Uani 1 1 d . . . . .
O1 O 0.257(3) 0.744(4) 0.1483(15) 0.024(4) Uiso 1 1 d . . . . .
N1 N 0.722(3) 0.289(2) 0.3661(10) 0.018(4) Uiso 1 1 d . . . . .
C5 C 0.482(3) 0.397(3) 0.3977(10) 0.028(6) Uiso 1 1 d G . . . .
H5 H 0.372758 0.389431 0.473858 0.033 Uiso 1 1 calc R . . . .
C4 C 0.406(3) 0.517(2) 0.3155(12) 0.024(5) Uiso 1 1 d G . . . .
H4 H 0.246089 0.589737 0.336644 0.028 Uiso 1 1 calc R . . . .
C3 C 0.570(3) 0.529(2) 0.2016(12) 0.014(4) Uiso 1 1 d G . . . .
C2 C 0.810(3) 0.420(3) 0.1700(9) 0.019(5) Uiso 1 1 d G . . . .
H2 H 0.919601 0.427714 0.093823 0.023 Uiso 1 1 calc R . . . .
C1 C 0.886(2) 0.300(2) 0.2522(11) 0.013(4) Uiso 1 1 d G . . . .
O2 O 0.657(3) 0.679(4) 0.0164(14) 0.031(4) Uiso 1 1 d . . . . .
N2 N 1.111(4) 0.192(5) 0.2231(18) 0.032(5) Uiso 1 1 d . . . . .
H2A H 1.212073 0.196862 0.152395 0.038 Uiso 1 1 calc R . . . .
H2B H 1.155327 0.118947 0.275032 0.038 Uiso 1 1 calc R . . . .
C6 C 0.501(4) 0.655(6) 0.1143(19) 0.017(5) Uiso 1 1 d . . . . .
C7 C 0.185(6) 0.870(8) 0.075(3) 0.037(7) Uiso 1 1 d . . . . .
H7A H 0.152387 0.845174 -0.008462 0.056 Uiso 1 1 calc GR . . . .
H7B H 0.366807 0.931942 0.076699 0.056 Uiso 1 1 calc GR . . . .
H7C H -0.012605 0.920836 0.105527 0.056 Uiso 1 1 calc GR . . . .

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 0.0202(6) 0.010(6) 0.0210(7) 0.0011(15) 0.0002(4) 0.0004(9)
Cu1 0.0202(6) 0.010(6) 0.0210(7) 0.0011(15) 0.0002(4) 0.0004(9)

_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
I1 Cu1 2.591(3) . ?
I1 Cu1 2.632(3) 1_655 ?
I1 Cu1 2.647(6) 2_756 ?
Cu1 Cu1 2.577(11) 2_756 ?
Cu1 N1 2.00(2) . ?
O1 C6 1.29(4) . ?
O1 C7 1.38(7) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.46(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.34(4) . ?
O2 C6 1.24(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 101.37(9) . 1_655 ?
Cu1 I1 Cu1 58.9(2) . 2_756 ?
Cu1 I1 Cu1 76.38(16) 1_655 2_756 ?
I1 Cu1 I1 103.62(16) 1_455 2_756 ?
I1 Cu1 I1 101.37(9) . 1_455 ?
I1 Cu1 I1 121.1(2) . 2_756 ?
Cu1 Cu1 I1 59.4(2) 2_756 2_756 ?
Cu1 Cu1 I1 116.1(3) 2_756 1_455 ?
Cu1 Cu1 I1 61.61(12) 2_756 . ?
N1 Cu1 I1 115.8(5) . . ?
N1 Cu1 I1 106.9(4) . 2_756 ?
N1 Cu1 I1 106.1(4) . 1_455 ?
N1 Cu1 Cu1 137.5(4) . 2_756 ?
C6 O1 C7 118(2) . . ?
C5 N1 Cu1 117.0(7) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 122.9(7) . . ?
N1 C5 H5 120.0 . . ?
C4 C5 N1 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C6 121.3(13) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 C6 118.7(13) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 118.8(17) . . ?
N2 C1 C2 121.2(17) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 114(2) . . ?
O2 C6 O1 121(4) . . ?
O2 C6 C3 125(3) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 1.973
_oxdiff_exptl_absorpt_empirical_full_min 0.602
####################################################################### 
# 
# 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_JCE140CS_667GPa
_database_code_depnum_ccdc_archive 'CCDC 1826857'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         6670000(40000)

_cell_length_a                   3.9759(7)
_cell_length_b                   8.862(3)
_cell_length_c                   10.6257(17)
_cell_angle_alpha                87.71(2)
_cell_angle_beta                 88.616(15)
_cell_angle_gamma                87.10(3)
_cell_volume                     373.52(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1136
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.4340
_cell_measurement_theta_min      3.8150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.014
_exptl_absorpt_correction_T_max  0.292
_exptl_absorpt_correction_T_min  0.225
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light brown'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    3.046
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 5 0.0101
-1 0 -5 0.0101
4 0 -5 0.0419
-5 0 1 0.0286
0 12 -2 0.0150
0 -12 2 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.079
_exptl_crystal_size_mid          0.034
_exptl_crystal_size_min          0.02
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.276     0.352
         range of gasket transmission (min-max)           0.995     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 105.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9902 0.0071 5.0022 0.0614 0.0738 0.3622
-0.9902 -0.0071 -5.0022 -0.0614 -0.0738 -0.3622
3.9844 0.0217 -5.0110 -0.0324 0.7826 -0.1263
-4.9756 -0.0286 1.0096 -0.0179 -0.8759 -0.1729
0.0609 12.3098 -1.9162 -1.0000 0.0000 0.0000
-0.0609 -12.3098 1.9162 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.357
_diffrn_reflns_Laue_measured_fraction_max 0.357
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2384
_diffrn_reflns_point_group_measured_fraction_full 0.357
_diffrn_reflns_point_group_measured_fraction_max 0.357
_diffrn_reflns_theta_full        25.019
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_min         3.839
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.357
_diffrn_measured_fraction_theta_max 0.357
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00  10.00   0.50   40.00    --   -0.31  67.00 -23.00   66
  2  ω    -41.00  11.00   0.50   40.00    --   29.92  13.00  -3.00  104
  3  ω    -17.00  15.00   0.50   40.00    --   29.92  39.00 -12.00   64
  4  ω     48.00  96.00   0.50   40.00    --   29.92-134.00-123.00   96
  5  ω    -42.00 -17.00   0.50   40.00    --   29.92 134.00 123.00   50
  6  ω    -22.00   4.00   0.50   40.00    --   29.92  97.00 -35.00   52
  7  ω     -1.00  48.00   0.50   40.00    --   29.92 -67.00  23.00   98
  8  ω    -15.00  51.00   0.50   40.00    --   29.92 -53.00-162.00  132
  9  ω    -13.00  11.00   0.50   40.00    --   29.92  81.00 151.00   48
 10  ω    -42.00  12.00   0.50   40.00    --   29.92  26.00 172.00  108
 11  ω    -42.00 -17.00   0.50   40.00    --   29.92 134.00 -57.00   50
 12  ω    -22.00  13.00   0.50   40.00    --  -30.54 -39.00-167.00   70
 13  ω     -9.00  37.00   0.50   40.00    --  -30.54 -26.00-172.00   92
 14  ω    -69.00 -21.00   0.50   40.00    --  -30.54  97.00 -35.00   96
 15  ω    -50.00  18.00   0.50   40.00    --  -30.54  39.00 167.00  136
 16  ω    -17.00  16.00   0.50   40.00    --  -30.54 -39.00  12.00   66
 17  ω    -16.00   5.00   0.50   40.00    --  -30.54 -67.00  23.00   42
 18  ω      1.00  36.00   0.50   40.00    --  -30.54 -26.00   7.00   70
 19  ω    -41.00  -2.00   0.50   40.00    --  -30.54  13.00  -3.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0063065000
_diffrn_orient_matrix_UB_12      -0.0795348000
_diffrn_orient_matrix_UB_13      0.0111291000
_diffrn_orient_matrix_UB_21      0.1721320000
_diffrn_orient_matrix_UB_22      -0.0038585000
_diffrn_orient_matrix_UB_23      -0.0193208000
_diffrn_orient_matrix_UB_31      0.0474778000
_diffrn_orient_matrix_UB_32      0.0095709000
_diffrn_orient_matrix_UB_33      0.0629935000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                409
_reflns_number_total             473
_reflns_odcompleteness_completeness 35.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.942
_refine_diff_density_min         -1.341
_refine_diff_density_rms         0.201
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         473
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0603
_refine_ls_restrained_S_all      1.162
_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)+(0.0375P)²+17.3416P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1310
_refine_ls_wR_factor_ref         0.1395
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cu1) = Uanis(I1)
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
3.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
3.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2800(3) 0.1233(4) 0.64479(13) 0.024(2) Uani 1 1 d . . . . .
Cu1 Cu 0.7954(6) 0.1149(8) 0.4911(2) 0.024(2) Uani 1 1 d . . . . .
O1 O 0.241(3) 0.745(5) 0.1446(14) 0.019(4) Uiso 1 1 d . . . . .
N1 N 0.719(3) 0.283(3) 0.3700(11) 0.021(4) Uiso 1 1 d . . . . .
C5 C 0.476(3) 0.394(3) 0.4026(9) 0.012(5) Uiso 1 1 d G . . . .
H5 H 0.365355 0.387377 0.480606 0.014 Uiso 1 1 calc R . . . .
C4 C 0.398(3) 0.514(3) 0.3186(12) 0.015(5) Uiso 1 1 d G . . . .
H4 H 0.235263 0.588137 0.340483 0.018 Uiso 1 1 calc R . . . .
C3 C 0.563(3) 0.524(3) 0.2021(11) 0.014(5) Uiso 1 1 d G . . . .
C2 C 0.807(3) 0.413(3) 0.1694(9) 0.015(5) Uiso 1 1 d G . . . .
H2 H 0.917347 0.419632 0.091429 0.017 Uiso 1 1 calc R . . . .
C1 C 0.885(3) 0.293(3) 0.2534(11) 0.013(5) Uiso 1 1 d G . . . .
O2 O 0.661(4) 0.666(5) 0.0166(14) 0.025(4) Uiso 1 1 d . . . . .
N2 N 1.120(4) 0.195(5) 0.2229(18) 0.024(5) Uiso 1 1 d . . . . .
H2A H 1.225754 0.204784 0.151672 0.028 Uiso 1 1 calc R . . . .
H2B H 1.171516 0.119892 0.273702 0.028 Uiso 1 1 calc R . . . .
C6 C 0.495(5) 0.641(7) 0.112(2) 0.022(5) Uiso 1 1 d . . . . .
C7 C 0.189(6) 0.882(8) 0.069(2) 0.030(6) Uiso 1 1 d . . . . .
H7A H 0.181217 0.857241 -0.018256 0.045 Uiso 1 1 calc GR . . . .
H7B H 0.370223 0.946642 0.080475 0.045 Uiso 1 1 calc GR . . . .
H7C H -0.020495 0.932086 0.093550 0.045 Uiso 1 1 calc GR . . . .

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 0.0176(7) 0.034(6) 0.0199(7) -0.0052(15) 0.0018(4) -0.0002(9)
Cu1 0.0176(7) 0.034(6) 0.0199(7) -0.0052(15) 0.0018(4) -0.0002(9)

_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
I1 Cu1 2.562(3) . ?
I1 Cu1 2.589(3) 1_655 ?
I1 Cu1 2.638(6) 2_756 ?
Cu1 Cu1 2.546(12) 2_756 ?
Cu1 N1 1.95(2) . ?
O1 C6 1.38(5) . ?
O1 C7 1.43(7) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.40(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.29(4) . ?
O2 C6 1.22(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 101.05(9) . 1_655 ?
Cu1 I1 Cu1 58.6(2) . 2_756 ?
Cu1 I1 Cu1 75.02(18) 1_655 2_756 ?
I1 Cu1 I1 104.98(18) 1_455 2_756 ?
I1 Cu1 I1 101.05(9) . 1_455 ?
I1 Cu1 I1 121.4(2) . 2_756 ?
Cu1 Cu1 I1 59.2(2) 2_756 2_756 ?
Cu1 Cu1 I1 117.4(3) 2_756 1_455 ?
Cu1 Cu1 I1 62.20(13) 2_756 . ?
N1 Cu1 I1 118.9(5) . . ?
N1 Cu1 I1 102.9(5) . 2_756 ?
N1 Cu1 I1 105.9(4) . 1_455 ?
N1 Cu1 Cu1 135.8(4) . 2_756 ?
C6 O1 C7 120(2) . . ?
C5 N1 Cu1 116.8(7) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 123.2(7) . . ?
N1 C5 H5 120.0 . . ?
C4 C5 N1 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 123.0(14) . . ?
C2 C3 C6 117.0(14) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 121.2(17) . . ?
N2 C1 C2 118.8(18) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 116(2) . . ?
O2 C6 O1 119(5) . . ?
O2 C6 C3 125(3) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 1.963
_oxdiff_exptl_absorpt_empirical_full_min 0.633
####################################################################### 
# 
# 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_JCE140CS_072GPa
_database_code_depnum_ccdc_archive 'CCDC 1826847'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C7 H8 Cu1 I1 N2 O2'
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'

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

_diffrn_ambient_pressure         720000(40000)

_cell_length_a                   4.1864(3)
_cell_length_b                   9.741(2)
_cell_length_c                   11.2181(11)
_cell_angle_alpha                83.217(13)
_cell_angle_beta                 88.956(7)
_cell_angle_gamma                83.522(13)
_cell_volume                     451.36(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1073
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.6540
_cell_measurement_theta_min      3.6390
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.805
_exptl_absorpt_correction_T_max  0.900
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.521
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 5 0.0101
-1 -1 -5 0.0101
5 0 -4 0.0379
-1 0 0 0.0348
0 13 -2 0.0175
0 -13 2 0.0175

_exptl_crystal_size_max          0.086
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.02
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 1.0000 5.0000 0.0256 0.0585 0.3507
-1.0000 -1.0000 -5.0000 -0.0256 -0.0585 -0.3507
5.0000 -0.0000 -4.0000 0.0137 0.8908 0.0169
-1.0000 0.0000 0.0000 -0.0160 -0.1623 -0.0499
0.0836 13.1985 -2.2875 -1.0000 0.0000 0.0000
-0.0836 -13.1985 2.2875 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_Laue_measured_fraction_full 0.358
_diffrn_reflns_Laue_measured_fraction_max 0.358
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2162
_diffrn_reflns_point_group_measured_fraction_full 0.358
_diffrn_reflns_point_group_measured_fraction_max 0.358
_diffrn_reflns_theta_full        25.003
_diffrn_reflns_theta_max         25.003
_diffrn_reflns_theta_min         3.658
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.358
_diffrn_measured_fraction_theta_max 0.358
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     31.00  96.00   0.50   35.00    --   24.72-134.00  57.00  130
  2  ω    -14.00  28.00   0.50   35.00    --   24.72 -39.00  12.00   84
  3  ω    -29.00   3.00   0.50   35.00    --   24.72  39.00 -12.00   64
  4  ω    -49.00 -17.00   0.50   35.00    --   24.72 134.00 -57.00   64
  5  ω    -51.00 -17.00   0.50   35.00    --   24.72 134.00 123.00   68
  6  ω     -5.00  39.00   0.50   35.00    --   24.72 -39.00-167.00   88
  7  ω    -52.00  -6.00   0.50   35.00    --  -25.50  39.00 -12.00   92
  8  ω    -31.00  38.00   0.50   35.00    --  -25.50 -26.00   7.00  138
  9  ω    -11.00  18.00   0.50   35.00    --  -25.50 -81.00  29.00   58
 10  ω    -56.00  12.00   0.50   35.00    --  -25.50  53.00 162.00  136
 11  ω    -27.00  29.00   0.50   35.00    --  -25.50 -39.00-167.00  112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0159575000
_diffrn_orient_matrix_UB_12      -0.0730035000
_diffrn_orient_matrix_UB_13      0.0165233000
_diffrn_orient_matrix_UB_21      0.1622641000
_diffrn_orient_matrix_UB_22      -0.0044709000
_diffrn_orient_matrix_UB_23      -0.0198653000
_diffrn_orient_matrix_UB_31      0.0499322000
_diffrn_orient_matrix_UB_32      0.0097698000
_diffrn_orient_matrix_UB_33      0.0581961000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                461
_reflns_number_total             562
_reflns_odcompleteness_completeness 35.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.868
_refine_diff_density_min         -1.632
_refine_diff_density_rms         0.181
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         562
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0633
_refine_ls_restrained_S_all      1.132
_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)+(0.0353P)²+16.8920P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1363
_refine_ls_wR_factor_ref         0.1443
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cu1) = Uanis(I1)
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
3.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
3.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2720(3) 0.1139(4) 0.62641(15) 0.027(2) Uani 1 1 d . . . . .
Cu1 Cu 0.7922(6) 0.1131(7) 0.4790(3) 0.027(2) Uani 1 1 d . . . . .
O1 O 0.283(4) 0.738(5) 0.1534(19) 0.046(5) Uiso 1 1 d . . . . .
N1 N 0.726(3) 0.287(2) 0.3591(12) 0.027(5) Uiso 1 1 d . . . . .
C5 C 0.503(3) 0.393(3) 0.3925(11) 0.037(6) Uiso 1 1 d G . . . .
H5 H 0.401392 0.382905 0.466812 0.044 Uiso 1 1 calc R . . . .
C4 C 0.433(3) 0.515(3) 0.3147(15) 0.035(6) Uiso 1 1 d G . . . .
H4 H 0.284677 0.585453 0.336981 0.042 Uiso 1 1 calc R . . . .
C3 C 0.586(4) 0.530(2) 0.2036(14) 0.032(6) Uiso 1 1 d G . . . .
C2 C 0.808(3) 0.424(3) 0.1702(11) 0.023(5) Uiso 1 1 d G . . . .
H2 H 0.910296 0.434534 0.095901 0.028 Uiso 1 1 calc R . . . .
C1 C 0.878(3) 0.303(3) 0.2480(13) 0.025(5) Uiso 1 1 d G . . . .
O2 O 0.658(4) 0.680(5) 0.0211(17) 0.046(5) Uiso 1 1 d . . . . .
N2 N 1.098(4) 0.206(5) 0.2213(19) 0.035(5) Uiso 1 1 d . . . . .
H2A H 1.201894 0.215899 0.154618 0.042 Uiso 1 1 calc R . . . .
H2B H 1.138551 0.131033 0.270206 0.042 Uiso 1 1 calc R . . . .
C6 C 0.510(5) 0.660(6) 0.117(2) 0.019(5) Uiso 1 1 d . . . . .
C7 C 0.210(7) 0.883(8) 0.076(3) 0.051(8) Uiso 1 1 d . . . . .
H7A H 0.162122 0.869374 -0.004419 0.077 Uiso 1 1 calc GR . . . .
H7B H 0.393672 0.933484 0.076560 0.077 Uiso 1 1 calc GR . . . .
H7C H 0.028300 0.934740 0.110146 0.077 Uiso 1 1 calc GR . . . .

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 0.0257(7) 0.028(7) 0.0265(9) 0.002(2) -0.0001(5) -0.0007(12)
Cu1 0.0257(7) 0.028(7) 0.0265(9) 0.002(2) -0.0001(5) -0.0007(12)

_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
I1 Cu1 2.626(3) . ?
I1 Cu1 2.669(6) 2_756 ?
I1 Cu1 2.710(3) 1_655 ?
Cu1 Cu1 2.650(12) 2_756 ?
Cu1 N1 2.03(2) . ?
O1 C6 1.24(4) . ?
O1 C7 1.57(9) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.51(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.30(4) . ?
O2 C6 1.24(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 60.1(2) . 2_756 ?
Cu1 I1 Cu1 103.35(10) . 1_655 ?
Cu1 I1 Cu1 80.15(17) 2_756 1_655 ?
I1 Cu1 I1 99.85(17) 2_756 1_455 ?
I1 Cu1 I1 103.35(10) . 1_455 ?
I1 Cu1 I1 119.9(2) . 2_756 ?
I1 Cu1 Cu1 60.77(12) . 2_756 ?
Cu1 Cu1 I1 113.6(3) 2_756 1_455 ?
Cu1 Cu1 I1 59.2(2) 2_756 2_756 ?
N1 Cu1 I1 113.3(5) . . ?
N1 Cu1 I1 107.4(4) . 1_455 ?
N1 Cu1 I1 111.0(5) . 2_756 ?
N1 Cu1 Cu1 138.8(4) . 2_756 ?
C6 O1 C7 116(3) . . ?
C5 N1 Cu1 115.8(8) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 124.2(8) . . ?
N1 C5 H5 120.0 . . ?
C4 C5 N1 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 120.8(14) . . ?
C2 C3 C6 119.2(14) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 118.9(19) . . ?
N2 C1 C2 121.0(19) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 112(3) . . ?
O2 C6 O1 126(5) . . ?
O2 C6 C3 122(3) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 2.387
_oxdiff_exptl_absorpt_empirical_full_min 0.547
####################################################################### 
# 
# 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_JCE140CS_600GPa
_database_code_depnum_ccdc_archive 'CCDC 1826856'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         6000000(40000)

_cell_length_a                   3.9890(4)
_cell_length_b                   8.933(3)
_cell_length_c                   10.6670(10)
_cell_angle_alpha                87.474(16)
_cell_angle_beta                 88.623(8)
_cell_angle_gamma                86.839(17)
_cell_volume                     379.09(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    905
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.9260
_cell_measurement_theta_min      3.8100
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.911
_exptl_absorpt_correction_T_max  0.292
_exptl_absorpt_correction_T_min  0.230
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light brown'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    3.001
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 5 0.0118
-1 0 -5 0.0118
5 0 -4 0.0414
-5 0 1 0.0312
0 12 -2 0.0150
0 -12 2 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.085
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.024
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.280     0.352
         range of gasket transmission (min-max)           0.996     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 105.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 0.0000 5.0000 0.0652 0.0725 0.3612
-1.0000 -0.0000 -5.0000 -0.0652 -0.0725 -0.3612
5.0000 -0.0000 -4.0000 -0.0100 0.9350 -0.0070
-5.0000 0.0000 1.0000 -0.0247 -0.8758 -0.1805
0.0549 12.3898 -1.9770 -1.0000 0.0000 0.0000
-0.0549 -12.3898 1.9770 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_Laue_measured_fraction_full 0.356
_diffrn_reflns_Laue_measured_fraction_max 0.356
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1860
_diffrn_reflns_point_group_measured_fraction_full 0.356
_diffrn_reflns_point_group_measured_fraction_max 0.356
_diffrn_reflns_theta_full        25.003
_diffrn_reflns_theta_max         25.003
_diffrn_reflns_theta_min         1.911
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.356
_diffrn_measured_fraction_theta_max 0.356
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      2.00  49.00   0.50   35.00    --   26.48 -39.00-167.00   94
  2  ω    -46.00 -17.00   0.50   35.00    --   26.48 134.00 -57.00   58
  3  ω    -43.00 -17.00   0.50   35.00    --   26.48 134.00 123.00   52
  4  ω    -20.00   5.00   0.50   35.00    --   26.48  39.00 -12.00   50
  5  ω    -27.00  17.00   0.50   35.00    --  -27.10 -39.00  12.00   88
  6  ω    -27.00  20.00   0.50   35.00    --  -27.10 -39.00-167.00   94
  7  ω    -11.00  14.00   0.50   35.00    --  -27.10 -81.00  29.00   50
  8  ω    -11.00  16.00   0.50   35.00    --  -27.10  39.00 167.00   54
  9  ω    -68.00  -1.00   0.50   35.00    --  -27.10  81.00 -29.00  134
 10  ω    -14.00  19.00   0.50   35.00    --  -27.10   0.00   0.00   66
 11  ω    -75.00 -16.00   0.50   35.00    --  -27.10  97.00 143.00  118
 12  ω    -52.00 -16.00   0.50   35.00    --  -27.10  39.00 167.00   72
 13  ω    -11.00  14.00   0.50   35.00    --  -27.10 -81.00-151.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0072619000
_diffrn_orient_matrix_UB_12      -0.0788945000
_diffrn_orient_matrix_UB_13      0.0115878000
_diffrn_orient_matrix_UB_21      0.1712088000
_diffrn_orient_matrix_UB_22      -0.0039093000
_diffrn_orient_matrix_UB_23      -0.0197424000
_diffrn_orient_matrix_UB_31      0.0486131000
_diffrn_orient_matrix_UB_32      0.0097596000
_diffrn_orient_matrix_UB_33      0.0625157000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                413
_reflns_number_total             478
_reflns_odcompleteness_completeness 35.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.828
_refine_diff_density_min         -1.457
_refine_diff_density_rms         0.223
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.197
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         478
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0566
_refine_ls_restrained_S_all      1.197
_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)+(0.0497P)²+16.3097P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1435
_refine_ls_wR_factor_ref         0.1487
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cu1) = Uanis(I1)
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
3.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
3.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2791(3) 0.1228(4) 0.64346(14) 0.016(2) Uani 1 1 d . . . . .
Cu1 Cu 0.7936(6) 0.1139(8) 0.4901(3) 0.016(2) Uani 1 1 d . . . . .
O1 O 0.243(4) 0.741(5) 0.1472(16) 0.020(4) Uiso 1 1 d . . . . .
N1 N 0.718(3) 0.283(3) 0.3682(11) 0.018(4) Uiso 1 1 d . . . . .
C5 C 0.473(3) 0.392(3) 0.4006(10) 0.014(5) Uiso 1 1 d G . . . .
H5 H 0.359941 0.384434 0.477726 0.016 Uiso 1 1 calc R . . . .
C4 C 0.396(3) 0.513(3) 0.3176(12) 0.014(5) Uiso 1 1 d G . . . .
H4 H 0.232274 0.585899 0.339213 0.017 Uiso 1 1 calc R . . . .
C3 C 0.565(3) 0.524(3) 0.2023(12) 0.013(5) Uiso 1 1 d G . . . .
C2 C 0.810(3) 0.415(3) 0.1699(10) 0.016(5) Uiso 1 1 d G . . . .
H2 H 0.922209 0.423131 0.092771 0.019 Uiso 1 1 calc R . . . .
C1 C 0.886(3) 0.295(3) 0.2529(11) 0.008(4) Uiso 1 1 d G . . . .
O2 O 0.660(4) 0.674(5) 0.0166(15) 0.026(4) Uiso 1 1 d . . . . .
N2 N 1.115(4) 0.195(6) 0.2240(18) 0.021(5) Uiso 1 1 d . . . . .
H2A H 1.220881 0.202704 0.153092 0.025 Uiso 1 1 calc R . . . .
H2B H 1.161569 0.120386 0.275404 0.025 Uiso 1 1 calc R . . . .
C6 C 0.501(5) 0.650(7) 0.113(2) 0.018(5) Uiso 1 1 d . . . . .
C7 C 0.186(6) 0.876(8) 0.072(3) 0.030(6) Uiso 1 1 d . . . . .
H7A H 0.205090 0.854392 -0.015169 0.045 Uiso 1 1 calc GR . . . .
H7B H 0.348912 0.946545 0.091105 0.045 Uiso 1 1 calc GR . . . .
H7C H -0.035718 0.918999 0.089963 0.045 Uiso 1 1 calc GR . . . .

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 0.0172(7) 0.012(7) 0.0187(8) 0.0019(16) 0.0005(4) 0.0019(10)
Cu1 0.0172(7) 0.012(7) 0.0187(8) 0.0019(16) 0.0005(4) 0.0019(10)

_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
I1 Cu1 2.572(3) . ?
I1 Cu1 2.594(3) 1_655 ?
I1 Cu1 2.634(6) 2_756 ?
Cu1 Cu1 2.550(12) 2_756 ?
Cu1 N1 1.97(2) . ?
O1 C6 1.33(5) . ?
O1 C7 1.43(8) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.45(6) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.28(4) . ?
O2 C6 1.21(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 101.12(10) . 1_655 ?
Cu1 I1 Cu1 58.7(2) . 2_756 ?
Cu1 I1 Cu1 75.03(18) 1_655 2_756 ?
I1 Cu1 I1 104.97(18) 1_455 2_756 ?
I1 Cu1 I1 101.11(10) . 1_455 ?
I1 Cu1 I1 121.3(2) . 2_756 ?
Cu1 Cu1 I1 59.5(2) 2_756 2_756 ?
Cu1 Cu1 I1 117.5(3) 2_756 1_455 ?
Cu1 Cu1 I1 61.89(13) 2_756 . ?
N1 Cu1 I1 118.4(5) . . ?
N1 Cu1 I1 103.4(5) . 2_756 ?
N1 Cu1 I1 105.9(4) . 1_455 ?
N1 Cu1 Cu1 135.9(4) . 2_756 ?
C6 O1 C7 117(3) . . ?
C5 N1 Cu1 116.5(7) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 123.5(7) . . ?
N1 C5 H5 120.0 . . ?
C4 C5 N1 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C6 122.5(14) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 C6 117.5(14) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 119.9(18) . . ?
N2 C1 C2 120.1(18) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 113(2) . . ?
O2 C6 O1 121(5) . . ?
O2 C6 C3 126(4) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 1.711
_oxdiff_exptl_absorpt_empirical_full_min 0.618
####################################################################### 
# 
# 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_JCE140CS_308GPa
_database_code_depnum_ccdc_archive 'CCDC 1826850'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         3080000(40000)

_cell_length_a                   4.0680(3)
_cell_length_b                   9.2600(18)
_cell_length_c                   10.9110(10)
_cell_angle_alpha                85.828(12)
_cell_angle_beta                 88.899(7)
_cell_angle_gamma                85.395(13)
_cell_volume                     408.56(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1024
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.9200
_cell_measurement_theta_min      3.7360
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.413
_exptl_absorpt_correction_T_max  0.293
_exptl_absorpt_correction_T_min  0.222
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.785
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 5 0.0101
-1 0 -5 0.0101
5 0 -4 0.0397
-5 0 -2 0.0318
0 13 -2 0.0175
0 -13 2 0.0175

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.091
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.274     0.352
         range of gasket transmission (min-max)           0.997     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 107.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 -0.0000 5.0000 0.0809 0.0634 0.3532
-1.0000 0.0000 -5.0000 -0.0809 -0.0634 -0.3532
5.0000 -0.0000 -4.0000 0.0029 0.9159 0.0184
-5.0000 0.0000 -2.0000 -0.0860 -0.7920 -0.3799
0.0514 12.7250 -2.1810 -1.0000 0.0000 0.0000
-0.0514 -12.7250 2.1810 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_Laue_measured_fraction_full 0.355
_diffrn_reflns_Laue_measured_fraction_max 0.355
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1885
_diffrn_reflns_point_group_measured_fraction_full 0.355
_diffrn_reflns_point_group_measured_fraction_max 0.355
_diffrn_reflns_theta_full        24.963
_diffrn_reflns_theta_max         24.963
_diffrn_reflns_theta_min         1.872
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.355
_diffrn_measured_fraction_theta_max 0.355
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -29.00   4.00   0.50   30.00    --   26.32  26.00  -7.00   66
  2  ω    -35.00  -5.00   0.50   30.00    --   26.32 114.00 -45.00   60
  3  ω     -4.00  35.00   0.50   30.00    --   26.32 -53.00  17.00   78
  4  ω    -45.00 -17.00   0.50   30.00    --   26.32 134.00 123.00   56
  5  ω    -14.00  45.00   0.50   30.00    --   26.32 -26.00-172.00  118
  6  ω    -96.00 -45.00   0.50   30.00    --  -27.02 134.00 123.00  102
  7  ω    -11.00  15.00   0.50   30.00    --  -27.02 -81.00  29.00   52
  8  ω    -31.00  33.00   0.50   30.00    --  -27.02 -26.00   7.00  128
  9  ω    -55.00 -17.00   0.50   30.00    --  -27.02  67.00 -23.00   76
 10  ω    -27.00  19.00   0.50   30.00    --  -27.02 -39.00-167.00   92
 11  ω    -52.00  17.00   0.50   30.00    --  -27.02  39.00 167.00  138
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0116611000
_diffrn_orient_matrix_UB_12      -0.0762600000
_diffrn_orient_matrix_UB_13      0.0138414000
_diffrn_orient_matrix_UB_21      0.1666651000
_diffrn_orient_matrix_UB_22      -0.0042124000
_diffrn_orient_matrix_UB_23      -0.0206467000
_diffrn_orient_matrix_UB_31      0.0518796000
_diffrn_orient_matrix_UB_32      0.0101185000
_diffrn_orient_matrix_UB_33      0.0602607000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                431
_reflns_number_total             506
_reflns_odcompleteness_completeness 35.31
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.702
_refine_diff_density_min         -0.771
_refine_diff_density_rms         0.172
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         506
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.116
_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)+(0.0764P)²+0.1388P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1194
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
2.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2763(2) 0.1212(3) 0.63556(9) 0.0234(18) Uani 1 1 d . . . . .
Cu1 Cu 0.7928(4) 0.1132(6) 0.48455(19) 0.026(4) Uani 1 1 d . . . . .
O1 O 0.259(2) 0.744(3) 0.1500(10) 0.025(3) Uiso 1 1 d . . . . .
N1 N 0.7220(19) 0.2870(17) 0.3658(8) 0.018(3) Uiso 1 1 d . . . . .
C5 C 0.4892(19) 0.3964(19) 0.3982(7) 0.025(4) Uiso 1 1 d G . . . .
H5 H 0.382722 0.389028 0.474306 0.030 Uiso 1 1 calc R . . . .
C4 C 0.4157(19) 0.5167(17) 0.3168(9) 0.020(4) Uiso 1 1 d G . . . .
H4 H 0.259937 0.589833 0.338459 0.024 Uiso 1 1 calc R . . . .
C3 C 0.575(2) 0.5276(17) 0.2030(8) 0.017(3) Uiso 1 1 d G . . . .
C2 C 0.8076(19) 0.4183(18) 0.1706(7) 0.015(3) Uiso 1 1 d G . . . .
H2 H 0.914095 0.425577 0.094502 0.018 Uiso 1 1 calc R . . . .
C1 C 0.8812(17) 0.2979(17) 0.2520(8) 0.015(3) Uiso 1 1 d G . . . .
O2 O 0.655(3) 0.672(3) 0.0186(11) 0.035(3) Uiso 1 1 d . . . . .
N2 N 1.108(3) 0.196(4) 0.2222(13) 0.029(4) Uiso 1 1 d . . . . .
H2A H 1.209965 0.203447 0.152497 0.035 Uiso 1 1 calc R . . . .
H2B H 1.153875 0.121041 0.272460 0.035 Uiso 1 1 calc R . . . .
C6 C 0.506(3) 0.656(4) 0.1154(13) 0.012(3) Uiso 1 1 d . . . . .
C7 C 0.191(4) 0.870(5) 0.0758(17) 0.035(5) Uiso 1 1 d . . . . .
H7A H 0.210198 0.848928 -0.008956 0.052 Uiso 1 1 calc GR . . . .
H7B H 0.344665 0.939784 0.092206 0.052 Uiso 1 1 calc GR . . . .
H7C H -0.029279 0.909927 0.092618 0.052 Uiso 1 1 calc GR . . . .

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 0.0171(6) 0.032(6) 0.0220(6) -0.0053(14) 0.0009(4) -0.0018(9)
Cu1 0.0264(10) 0.023(11) 0.0267(11) 0.003(3) -0.0008(8) 0.0066(18)

_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
I1 Cu1 2.599(2) . ?
I1 Cu1 2.6449(19) 1_655 ?
I1 Cu1 2.652(5) 2_756 ?
Cu1 Cu1 2.588(9) 2_756 ?
Cu1 N1 1.997(15) . ?
O1 C6 1.31(3) . ?
O1 C7 1.39(5) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.48(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.32(3) . ?
O2 C6 1.21(2) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 101.75(7) . 1_655 ?
Cu1 I1 Cu1 59.06(17) . 2_756 ?
Cu1 I1 Cu1 76.90(13) 1_655 2_756 ?
I1 Cu1 I1 120.94(17) . 2_756 ?
I1 Cu1 I1 101.75(7) . 1_455 ?
I1 Cu1 I1 103.10(13) 1_455 2_756 ?
Cu1 Cu1 I1 115.9(2) 2_756 1_455 ?
Cu1 Cu1 I1 61.50(9) 2_756 . ?
Cu1 Cu1 I1 59.45(16) 2_756 2_756 ?
N1 Cu1 I1 108.0(3) . 2_756 ?
N1 Cu1 I1 115.1(3) . . ?
N1 Cu1 I1 106.0(3) . 1_455 ?
N1 Cu1 Cu1 137.9(3) . 2_756 ?
C6 O1 C7 116.6(17) . . ?
C5 N1 Cu1 117.1(5) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 122.8(5) . . ?
N1 C5 H5 120.0 . . ?
C4 C5 N1 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 121.2(9) . . ?
C2 C3 C6 118.8(9) . . ?
C3 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 120.1(12) . . ?
N2 C1 C2 119.9(12) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 113.3(15) . . ?
O2 C6 O1 124(3) . . ?
O2 C6 C3 122(2) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 2.805
_oxdiff_exptl_absorpt_empirical_full_min 0.601
####################################################################### 
# 
# 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_JCE140CS_563GPa
_database_code_depnum_ccdc_archive 'CCDC 1826855'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         5630000(40000)

_cell_length_a                   3.9970(2)
_cell_length_b                   8.9646(17)
_cell_length_c                   10.6952(8)
_cell_angle_alpha                87.267(12)
_cell_angle_beta                 88.673(6)
_cell_angle_gamma                86.652(11)
_cell_volume                     382.06(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1373
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.9200
_cell_measurement_theta_min      3.7930
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.857
_exptl_absorpt_correction_T_max  0.287
_exptl_absorpt_correction_T_min  0.216
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light brown'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.978
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 5 0.0101
-1 0 -5 0.0101
1 0 -1 0.0391
-5 0 1 0.0353
0 12 -2 0.0175
0 -12 2 0.0175

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.085
_exptl_crystal_size_mid          0.039
_exptl_crystal_size_min          0.02
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.278     0.352
         range of gasket transmission (min-max)           0.997     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 105.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0124 0.0167 4.9984 0.0661 0.0728 0.3611
-1.0124 -0.0167 -4.9984 -0.0661 -0.0728 -0.3611
0.9953 0.0032 -0.9938 -0.0041 0.1897 -0.0126
-4.9881 -0.0251 0.9744 -0.0261 -0.8704 -0.1861
0.0512 12.4196 -2.0030 -1.0000 0.0000 0.0000
-0.0512 -12.4196 2.0030 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 0.360
_diffrn_reflns_Laue_measured_fraction_max 0.360
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2720
_diffrn_reflns_point_group_measured_fraction_full 0.360
_diffrn_reflns_point_group_measured_fraction_max 0.360
_diffrn_reflns_theta_full        25.023
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_min         3.815
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.360
_diffrn_measured_fraction_theta_max 0.360
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00   3.00   0.50   35.00    --   23.62  97.00 -35.00   62
  2  ω    -46.00   4.00   0.50   35.00    --   23.62  26.00 172.00  100
  3  ω    -47.00  20.00   0.50   35.00    --   23.62  26.00  -7.00  134
  4  ω    -28.00  48.00   0.50   35.00    --   23.62 -26.00-172.00  152
  5  ω    -49.00 -17.00   0.50   35.00    --   23.62 134.00 -57.00   64
  6  ω    -20.00  27.00   0.50   35.00    --   23.62  39.00 -12.00   94
  7  ω    -49.00 -17.00   0.50   35.00    --   23.62 134.00 123.00   64
  8  ω     18.00  79.00   0.50   35.00    --   23.62-114.00-135.00  122
  9  ω    -22.00  17.00   0.50   35.00    --   23.62  39.00 167.00   78
 10  ω    -10.00  46.00   0.50   35.00    --   23.62 -53.00  17.00  112
 11  ω     -7.00  48.00   0.50   35.00    --  -24.32 -26.00   7.00  110
 12  ω    -31.00  47.00   0.50   35.00    --  -24.32 -26.00-172.00  156
 13  ω    -75.00   1.00   0.50   35.00    --  -24.32  97.00 -35.00  152
 14  ω    -24.00  22.00   0.50   35.00    --  -24.32 -39.00  12.00   92
 15  ω    -34.00   4.00   0.50   35.00    --  -24.32  13.00  -3.00   76
 16  ω    -57.00  17.00   0.50   35.00    --  -24.32  53.00 162.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0079531000
_diffrn_orient_matrix_UB_12      -0.0786342000
_diffrn_orient_matrix_UB_13      0.0118831000
_diffrn_orient_matrix_UB_21      0.1706103000
_diffrn_orient_matrix_UB_22      -0.0039256000
_diffrn_orient_matrix_UB_23      -0.0199826000
_diffrn_orient_matrix_UB_31      0.0494075000
_diffrn_orient_matrix_UB_32      0.0098289000
_diffrn_orient_matrix_UB_33      0.0622062000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                428
_reflns_number_total             486
_reflns_odcompleteness_completeness 36.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.698
_refine_diff_density_min         -1.478
_refine_diff_density_rms         0.165
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         486
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      1.087
_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)+(0.0370P)²+11.5922P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1064
_refine_ls_wR_factor_ref         0.1103
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cu1) = Uanis(I1)
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
3.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
3.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2789(2) 0.1227(3) 0.64261(10) 0.0188(16) Uani 1 1 d . . . . .
Cu1 Cu 0.7936(5) 0.1135(6) 0.48951(19) 0.0188(16) Uani 1 1 d . . . . .
O1 O 0.241(3) 0.741(4) 0.1467(12) 0.021(3) Uiso 1 1 d . . . . .
N1 N 0.719(2) 0.2862(19) 0.3675(8) 0.015(3) Uiso 1 1 d . . . . .
C5 C 0.474(2) 0.395(2) 0.3995(7) 0.014(4) Uiso 1 1 d G . . . .
H5 H 0.361261 0.387217 0.476429 0.017 Uiso 1 1 calc R . . . .
C4 C 0.396(2) 0.515(2) 0.3164(9) 0.017(4) Uiso 1 1 d G . . . .
H4 H 0.232412 0.588223 0.337812 0.021 Uiso 1 1 calc R . . . .
C3 C 0.564(2) 0.5271(19) 0.2014(9) 0.013(4) Uiso 1 1 d G . . . .
C2 C 0.809(2) 0.418(2) 0.1694(7) 0.017(4) Uiso 1 1 d G . . . .
H2 H 0.921422 0.426031 0.092434 0.021 Uiso 1 1 calc R . . . .
C1 C 0.886(2) 0.298(2) 0.2524(9) 0.014(4) Uiso 1 1 d G . . . .
O2 O 0.659(3) 0.672(3) 0.0163(11) 0.025(3) Uiso 1 1 d . . . . .
N2 N 1.118(3) 0.191(4) 0.2253(14) 0.024(4) Uiso 1 1 d . . . . .
H2A H 1.225347 0.194830 0.154621 0.028 Uiso 1 1 calc R . . . .
H2B H 1.161138 0.117398 0.278439 0.028 Uiso 1 1 calc R . . . .
C6 C 0.495(4) 0.654(5) 0.1125(15) 0.017(4) Uiso 1 1 d . . . . .
C7 C 0.188(4) 0.879(6) 0.0712(19) 0.029(5) Uiso 1 1 d . . . . .
H7A H 0.190661 0.857737 -0.015897 0.044 Uiso 1 1 calc GR . . . .
H7B H 0.362212 0.945055 0.086341 0.044 Uiso 1 1 calc GR . . . .
H7C H -0.025622 0.927007 0.093340 0.044 Uiso 1 1 calc GR . . . .

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 0.0169(5) 0.020(5) 0.0193(6) -0.0005(12) 0.0007(3) 0.0016(7)
Cu1 0.0169(5) 0.020(5) 0.0193(6) -0.0005(12) 0.0007(3) 0.0016(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
I1 Cu1 2.575(2) . ?
I1 Cu1 2.599(2) 1_655 ?
I1 Cu1 2.634(5) 2_756 ?
Cu1 Cu1 2.549(9) 2_756 ?
Cu1 N1 1.990(16) . ?
O1 C6 1.30(3) . ?
O1 C7 1.46(6) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.47(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.33(3) . ?
O2 C6 1.21(2) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 101.15(7) . 1_655 ?
Cu1 I1 Cu1 58.58(17) . 2_756 ?
Cu1 I1 Cu1 75.16(13) 1_655 2_756 ?
I1 Cu1 I1 104.84(13) 1_455 2_756 ?
I1 Cu1 I1 101.15(7) . 1_455 ?
I1 Cu1 I1 121.42(17) . 2_756 ?
Cu1 Cu1 I1 59.54(16) 2_756 2_756 ?
Cu1 Cu1 I1 117.4(2) 2_756 1_455 ?
Cu1 Cu1 I1 61.88(10) 2_756 . ?
N1 Cu1 I1 117.6(4) . . ?
N1 Cu1 I1 104.2(4) . 2_756 ?
N1 Cu1 I1 105.9(3) . 1_455 ?
N1 Cu1 Cu1 136.2(3) . 2_756 ?
C6 O1 C7 115.3(19) . . ?
C5 N1 Cu1 116.7(5) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 123.2(5) . . ?
N1 C5 H5 120.0 . . ?
C4 C5 N1 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 121.6(10) . . ?
C2 C3 C6 118.4(10) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C1 N1 120.0 . . ?
N2 C1 N1 118.0(13) . . ?
N2 C1 C2 122.0(13) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 112.8(17) . . ?
O2 C6 O1 125(3) . . ?
O2 C6 C3 122(3) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 2.018
_oxdiff_exptl_absorpt_empirical_full_min 0.650
####################################################################### 
# 
# 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_JCE140CS_418GPa
_database_code_depnum_ccdc_archive 'CCDC 1826852'
_audit_update_record             
;
2018-03-01 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 Cu I N2 O2'
_chemical_formula_sum            'C7 H8 Cu I N2 O2'
_chemical_formula_weight         342.59
_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'
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'

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

_diffrn_ambient_pressure         4180000(40000)

_cell_length_a                   4.0313(3)
_cell_length_b                   9.110(2)
_cell_length_c                   10.8051(11)
_cell_angle_alpha                86.619(15)
_cell_angle_beta                 88.825(7)
_cell_angle_gamma                86.015(14)
_cell_volume                     395.12(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    924
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.7700
_cell_measurement_theta_min      3.7650
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.631
_exptl_absorpt_correction_T_max  0.290
_exptl_absorpt_correction_T_min  0.216
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.880
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 5 0.0101
-1 0 -5 0.0101
5 0 -3 0.0386
-5 0 1 0.0327
0 13 -2 0.0175
0 -13 2 0.0175

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are:
         range of dac transmission factors (min-max)      0.262     0.352
         range of gasket transmission (min-max)           0.998     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 1: 44.000 mm, mu =  0.0047 mm-1

 thickness of diamond anvil 2: 15.500 mm, mu =  0.0202 mm-1
       thickness of platten 2: 44.000 mm, mu =  0.0047 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  50.0 microns, radius = 110.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 -0.0000 5.0000 0.0714 0.0711 0.3566
-1.0000 0.0000 -5.0000 -0.0714 -0.0711 -0.3566
5.0000 0.0000 -3.0000 0.0127 0.9049 0.0595
-5.0000 -0.0000 1.0000 -0.0373 -0.8657 -0.1827
0.0506 12.5938 -1.9784 -1.0000 0.0000 0.0000
-0.0506 -12.5938 1.9784 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_Laue_measured_fraction_full 0.358
_diffrn_reflns_Laue_measured_fraction_max 0.358
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1981
_diffrn_reflns_point_group_measured_fraction_full 0.358
_diffrn_reflns_point_group_measured_fraction_max 0.358
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         1.888
_diffrn_ambient_temperature      296(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.358
_diffrn_measured_fraction_theta_max 0.358
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00   4.00   0.50   35.00    --   25.83  97.00 143.00   54
  2  ω    -22.00   4.00   0.50   35.00    --   25.83  97.00 -35.00   52
  3  ω     -9.00  29.00   0.50   35.00    --   25.83 -39.00-167.00   76
  4  ω    -43.00 -17.00   0.50   35.00    --   25.83 134.00 -57.00   52
  5  ω    -21.00   4.00   0.50   35.00    --   25.83  39.00 167.00   50
  6  ω    -27.00   9.00   0.50   35.00    --   25.83   0.00   0.00   72
  7  ω    -19.00  27.00   0.50   35.00    --   25.83  39.00 -12.00   92
  8  ω    -44.00 -17.00   0.50   35.00    --   25.83 134.00 123.00   54
  9  ω    -38.00   7.00   0.50   35.00    --  -26.45   0.00 180.00   90
 10  ω    -62.00   0.00   0.50   35.00    --  -26.45  67.00 157.00  124
 11  ω    -75.00  -8.00   0.50   35.00    --  -26.45  97.00 -35.00  134
 12  ω    -44.00  17.00   0.50   35.00    --  -26.45  13.00  -3.00  122
 13  ω    -26.00  16.00   0.50   35.00    --  -26.45 -39.00  12.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0099291000
_diffrn_orient_matrix_UB_12      -0.0775112000
_diffrn_orient_matrix_UB_13      0.0123033000
_diffrn_orient_matrix_UB_21      0.1692090000
_diffrn_orient_matrix_UB_22      -0.0037627000
_diffrn_orient_matrix_UB_23      -0.0196202000
_diffrn_orient_matrix_UB_31      0.0488422000
_diffrn_orient_matrix_UB_32      0.0094737000
_diffrn_orient_matrix_UB_33      0.0615561000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                414
_reflns_number_total             498
_reflns_odcompleteness_completeness 35.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.818
_refine_diff_density_min         -1.247
_refine_diff_density_rms         0.217
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         498
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0592
_refine_ls_restrained_S_all      1.159
_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)+(0.0636P)²+12.0836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1422
_refine_ls_wR_factor_ref         0.1507
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cu1) = Uanis(I1)
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2)
3.b Fitted hexagon refined as free rotating group:
 N1(C5,C4,C3,C2,C1)
3.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_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 1.2774(3) 0.1217(4) 0.63910(14) 0.016(2) Uani 1 1 d . . . . .
Cu1 Cu 0.7931(6) 0.1125(8) 0.4871(3) 0.016(2) Uani 1 1 d . . . . .
O1 O 0.251(3) 0.745(5) 0.1481(15) 0.023(4) Uiso 1 1 d . . . . .
N1 N 0.719(3) 0.294(3) 0.3650(11) 0.024(5) Uiso 1 1 d . . . . .
C5 C 0.477(3) 0.402(3) 0.3964(10) 0.021(5) Uiso 1 1 d G . . . .
H5 H 0.365555 0.394134 0.472486 0.025 Uiso 1 1 calc R . . . .
C4 C 0.400(3) 0.522(3) 0.3139(12) 0.018(5) Uiso 1 1 d G . . . .
H4 H 0.238013 0.594297 0.334850 0.021 Uiso 1 1 calc R . . . .
C3 C 0.566(3) 0.534(3) 0.2001(12) 0.015(5) Uiso 1 1 d G . . . .
C2 C 0.809(3) 0.426(3) 0.1688(10) 0.015(5) Uiso 1 1 d G . . . .
H2 H 0.919886 0.433562 0.092637 0.018 Uiso 1 1 calc R . . . .
C1 C 0.885(3) 0.306(3) 0.2512(12) 0.017(5) Uiso 1 1 d G . . . .
O2 O 0.658(4) 0.675(5) 0.0176(14) 0.029(4) Uiso 1 1 d . . . . .
N2 N 1.116(4) 0.189(6) 0.2239(19) 0.030(5) Uiso 1 1 d . . . . .
H2A H 1.217441 0.189573 0.153166 0.036 Uiso 1 1 calc R . . . .
H2B H 1.154993 0.117097 0.277857 0.036 Uiso 1 1 calc R . . . .
C6 C 0.497(5) 0.660(6) 0.1120(19) 0.015(5) Uiso 1 1 d . . . . .
C7 C 0.189(6) 0.870(8) 0.074(2) 0.032(6) Uiso 1 1 d . . . . .
H7A H 0.164188 0.844540 -0.009992 0.047 Uiso 1 1 calc GR . . . .
H7B H 0.371206 0.931963 0.078393 0.047 Uiso 1 1 calc GR . . . .
H7C H -0.011753 0.921840 0.101943 0.047 Uiso 1 1 calc GR . . . .

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 0.0168(7) 0.007(7) 0.0238(8) 0.0013(16) 0.0009(4) 0.0020(10)
Cu1 0.0168(7) 0.007(7) 0.0238(8) 0.0013(16) 0.0009(4) 0.0020(10)

_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
I1 Cu1 2.586(3) . ?
I1 Cu1 2.623(3) 1_655 ?
I1 Cu1 2.633(6) 2_756 ?
Cu1 Cu1 2.557(12) 2_756 ?
Cu1 N1 2.06(2) . ?
O1 C6 1.28(4) . ?
O1 C7 1.37(7) . ?
N1 C5 1.3900 . ?
N1 C1 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.47(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.3900 . ?
C1 N2 1.40(4) . ?
O2 C6 1.20(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Cu1 I1 Cu1 101.41(9) . 1_655 ?
Cu1 I1 Cu1 58.7(2) . 2_756 ?
Cu1 I1 Cu1 75.87(17) 1_655 2_756 ?
I1 Cu1 I1 121.3(2) . 2_756 ?
I1 Cu1 I1 101.41(9) . 1_455 ?
I1 Cu1 I1 104.13(17) 1_455 2_756 ?
Cu1 Cu1 I1 116.8(3) 2_756 1_455 ?
Cu1 Cu1 I1 61.57(12) 2_756 . ?
Cu1 Cu1 I1 59.8(2) 2_756 2_756 ?
N1 Cu1 I1 107.0(5) . 2_756 ?
N1 Cu1 I1 115.5(5) . . ?
N1 Cu1 I1 105.5(4) . 1_455 ?
N1 Cu1 Cu1 137.4(4) . 2_756 ?
C6 O1 C7 114(2) . . ?
C5 N1 Cu1 117.5(7) . . ?
C5 N1 C1 120.0 . . ?
C1 N1 Cu1 122.4(7) . . ?
N1 C5 H5 120.0 . . ?
N1 C5 C4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C3 C6 121.5(13) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 C6 118.5(13) . . ?
C3 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C1 C2 H2 120.0 . . ?
N1 C1 N2 116.7(17) . . ?
C2 C1 N1 120.0 . . ?
C2 C1 N2 123.2(16) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C6 C3 112(2) . . ?
O2 C6 O1 127(5) . . ?
O2 C6 C3 121(4) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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 1.811
_oxdiff_exptl_absorpt_empirical_full_min 0.594
