 
data_2CuL1
 
_audit_creation_method            'SHELXL-2018/1'
_shelx_SHELXL_version_number      '2018/1'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C8 H7 Cu I N3' 
_chemical_formula_weight          335.61

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cu'  'Cu'   0.3201   1.2651
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'I'  'I'  -0.4742   1.8119
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            15
_space_group_name_H-M_alt         'C 2/c'
_space_group_name_Hall            '-C 2yc'
 
_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.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y, -z+1/2'
 'x+1/2, y+1/2, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y, z-1/2'
 '-x+1/2, -y+1/2, -z'
 'x+1/2, -y+1/2, z-1/2'
 
_cell_length_a                    17.543(6)
_cell_length_b                    7.812(3)
_cell_length_c                    16.739(8)
_cell_angle_alpha                 90
_cell_angle_beta                  119.431(3)
_cell_angle_gamma                 90
_cell_volume                      1997.8(14)
_cell_formula_units_Z             8
_cell_measurement_temperature     150(2)
_cell_measurement_reflns_used     1792
_cell_measurement_theta_min       2.67
_cell_measurement_theta_max       27.25
 
_exptl_crystal_description        block
_exptl_crystal_colour             red
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     2.232          
_exptl_crystal_F_000              1264
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.150
_exptl_crystal_size_mid           0.150
_exptl_crystal_size_min           0.050
_exptl_absorpt_coefficient_mu     5.232
_shelx_estimated_absorpt_T_min    0.507
_shelx_estimated_absorpt_T_max    0.780
_exptl_absorpt_correction_type     'multi-scan'  
_exptl_absorpt_correction_T_min   0.174
_exptl_absorpt_correction_T_max   0.780
_exptl_absorpt_process_details    ?
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       150(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'sealed tube'                       
_diffrn_measurement_device_type   'Bruker APEX-II CCD' 
_diffrn_measurement_method        'φ and ω scans' 
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             5139
_diffrn_reflns_av_unetI/netI      0.0803
_diffrn_reflns_av_R_equivalents   0.0985
_diffrn_reflns_limit_h_min        -16
_diffrn_reflns_limit_h_max        22
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        6
_diffrn_reflns_limit_l_min        -21
_diffrn_reflns_limit_l_max        20
_diffrn_reflns_theta_min          2.666
_diffrn_reflns_theta_max          27.485
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.961
_diffrn_measured_fraction_theta_full  0.993
_diffrn_reflns_Laue_measured_fraction_max    0.961
_diffrn_reflns_Laue_measured_fraction_full   0.993
_diffrn_reflns_point_group_measured_fraction_max   0.961
_diffrn_reflns_point_group_measured_fraction_full  0.993
_reflns_number_total              2204
_reflns_number_gt                 1598
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_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.
;
 
_computing_data_collection        'Bruker APEX2'
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement 'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          2204
_refine_ls_number_parameters      118
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0749
_refine_ls_R_factor_gt            0.0524
_refine_ls_wR_factor_ref          0.1617
_refine_ls_wR_factor_gt           0.1444
_refine_ls_goodness_of_fit_ref    0.945
_refine_ls_restrained_S_all       0.945
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
I1 I 0.49353(3) 0.45562(8) 0.12884(3) 0.0385(2) Uani 1 1 d . . . . .
Cu1 Cu 0.43032(7) 0.59236(15) -0.03251(7) 0.0443(3) Uani 1 1 d . . . . .
N1 N 0.2962(5) 0.5523(10) -0.1221(5) 0.0453(19) Uani 1 1 d . . . . .
N5 N 0.2885(5) 0.8299(10) -0.0783(6) 0.048(2) Uani 1 1 d . . . . .
C2 C 0.3994(7) 0.9817(13) 0.0102(7) 0.051(2) Uani 1 1 d . . . . .
H1 H 0.458029 1.017817 0.048959 0.062 Uiso 1 1 calc R U . . .
C3 C 0.2442(5) 0.6853(13) -0.1309(6) 0.042(2) Uani 1 1 d . . . . .
C4 C 0.1564(7) 0.6875(17) -0.1873(8) 0.067(3) Uani 1 1 d . . . . .
H2 H 0.121926 0.784938 -0.192146 0.081 Uiso 1 1 calc R U . . .
C5 C 0.2557(7) 0.9868(14) -0.0664(9) 0.069(4) Uani 1 1 d . . . . .
H3 H 0.195952 1.019149 -0.093015 0.082 Uiso 1 1 calc R U . . .
C6 C 0.1685(9) 0.4100(16) -0.2326(8) 0.069(3) Uani 1 1 d . . . . .
H4 H 0.142731 0.312253 -0.270021 0.083 Uiso 1 1 calc R U . . .
C7 C 0.3266(8) 1.0830(13) -0.0091(9) 0.068(3) Uani 1 1 d . . . . .
H5 H 0.326573 1.195024 0.012953 0.081 Uiso 1 1 calc R U . . .
C8 C 0.1202(8) 0.5420(19) -0.2367(8) 0.082(4) Uani 1 1 d . . . . .
H6 H 0.058533 0.536013 -0.275135 0.098 Uiso 1 1 calc R U . . .
N4 N 0.3787(5) 0.8318(10) -0.0304(5) 0.0438(18) Uani 1 1 d . . . . .
C9 C 0.2570(7) 0.4163(14) -0.1730(7) 0.057(3) Uani 1 1 d . . . . .
H7 H 0.291486 0.318975 -0.168022 0.068 Uiso 1 1 calc R U . . .
 
 
_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 2.5774(14) 5_665 ?
I1 Cu1 2.5925(16) . ?
Cu1 N4 2.087(7) . ?
Cu1 N1 2.101(8) . ?
Cu1 Cu1 2.575(2) 5_665 ?
N1 C9 1.323(13) . ?
N1 C3 1.341(11) . ?
N5 N4 1.378(10) . ?
N5 C3 1.408(13) . ?
N5 C5 1.409(12) . ?
C2 N4 1.312(12) . ?
C2 C7 1.398(15) . ?
C2 H1 0.9500 . ?
C3 C4 1.355(12) . ?
C4 C8 1.365(16) . ?
C4 H2 0.9500 . ?
C5 C7 1.364(17) . ?
C5 H3 0.9500 . ?
C6 C8 1.315(17) . ?
C6 C9 1.373(16) . ?
C6 H4 0.9500 . ?
C7 H5 0.9500 . ?
C8 H6 0.9500 . ?
C9 H7 0.9500 . ?
 
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 59.74(5) 5_665 . ?
N4 Cu1 N1 78.6(3) . . ?
N4 Cu1 Cu1 145.6(2) . 5_665 ?
N1 Cu1 Cu1 135.7(2) . 5_665 ?
N4 Cu1 I1 120.27(19) . 5_665 ?
N1 Cu1 I1 105.9(2) . 5_665 ?
Cu1 Cu1 I1 60.42(5) 5_665 5_665 ?
N4 Cu1 I1 108.6(2) . . ?
N1 Cu1 I1 116.0(2) . . ?
Cu1 Cu1 I1 59.84(4) 5_665 . ?
I1 Cu1 I1 120.26(5) 5_665 . ?
C9 N1 C3 116.1(9) . . ?
C9 N1 Cu1 128.7(7) . . ?
C3 N1 Cu1 115.2(7) . . ?
N4 N5 C3 119.7(7) . . ?
N4 N5 C5 109.8(8) . . ?
C3 N5 C5 130.4(8) . . ?
N4 C2 C7 113.3(9) . . ?
N4 C2 H1 123.3 . . ?
C7 C2 H1 123.3 . . ?
N1 C3 C4 124.4(10) . . ?
N1 C3 N5 114.6(7) . . ?
C4 C3 N5 120.9(9) . . ?
C3 C4 C8 116.2(11) . . ?
C3 C4 H2 121.9 . . ?
C8 C4 H2 121.9 . . ?
C7 C5 N5 106.5(9) . . ?
C7 C5 H3 126.7 . . ?
N5 C5 H3 126.7 . . ?
C8 C6 C9 118.7(11) . . ?
C8 C6 H4 120.7 . . ?
C9 C6 H4 120.7 . . ?
C5 C7 C2 105.3(9) . . ?
C5 C7 H5 127.3 . . ?
C2 C7 H5 127.3 . . ?
C6 C8 C4 121.7(12) . . ?
C6 C8 H6 119.2 . . ?
C4 C8 H6 119.2 . . ?
C2 N4 N5 105.0(7) . . ?
C2 N4 Cu1 142.8(7) . . ?
N5 N4 Cu1 111.3(6) . . ?
N1 C9 C6 122.8(10) . . ?
N1 C9 H7 118.6 . . ?
C6 C9 H7 118.6 . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
C9 N1 C3 C4 0.1(13) . . . . ?
Cu1 N1 C3 C4 177.8(7) . . . . ?
C9 N1 C3 N5 -177.8(8) . . . . ?
Cu1 N1 C3 N5 -0.1(9) . . . . ?
N4 N5 C3 N1 6.0(11) . . . . ?
C5 N5 C3 N1 -176.1(9) . . . . ?
N4 N5 C3 C4 -172.0(8) . . . . ?
C5 N5 C3 C4 5.9(14) . . . . ?
N1 C3 C4 C8 0.8(15) . . . . ?
N5 C3 C4 C8 178.6(9) . . . . ?
N4 N5 C5 C7 -1.4(12) . . . . ?
C3 N5 C5 C7 -179.4(10) . . . . ?
N5 C5 C7 C2 0.9(13) . . . . ?
N4 C2 C7 C5 -0.1(14) . . . . ?
C9 C6 C8 C4 3.6(19) . . . . ?
C3 C4 C8 C6 -2.7(18) . . . . ?
C7 C2 N4 N5 -0.7(11) . . . . ?
C7 C2 N4 Cu1 -168.0(8) . . . . ?
C3 N5 N4 C2 179.5(8) . . . . ?
C5 N5 N4 C2 1.3(10) . . . . ?
C3 N5 N4 Cu1 -8.7(9) . . . . ?
C5 N5 N4 Cu1 173.0(7) . . . . ?
C3 N1 C9 C6 0.8(14) . . . . ?
Cu1 N1 C9 C6 -176.6(8) . . . . ?
C8 C6 C9 N1 -2.7(18) . . . . ?
 
_refine_diff_density_max    3.028
_refine_diff_density_min   -2.109
_refine_diff_density_rms    0.200



