 
data_k211 CCDC No. 2020439
  
_audit_creation_method            'SHELXL-2014/7' 
_shelx_SHELXL_version_number      '2014/7' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C15 H17 I2 N3 O Pb' 
_chemical_formula_weight          716.30 
  
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'I'  'I'  -0.4742   1.8119 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Pb'  'Pb'  -3.3944  10.1111 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
  
_space_group_crystal_system       monoclinic 
_space_group_IT_number            14 
_space_group_name_H-M_alt         'P 21/n' 
_space_group_name_Hall            '-P 2yn' 
  
_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+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
  
_cell_length_a                    8.3807(2) 
_cell_length_b                    19.7382(5) 
_cell_length_c                    12.2541(2) 
_cell_angle_alpha                 90 
_cell_angle_beta                  106.1960(10) 
_cell_angle_gamma                 90 
_cell_volume                      1946.62(8) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     100(2) 
_cell_measurement_reflns_used     9934 
_cell_measurement_theta_min       2.83 
_cell_measurement_theta_max       29.60 
  
_exptl_crystal_description        Block 
_exptl_crystal_colour             Yellow 
_exptl_crystal_density_meas       'Not Measured' 
_exptl_crystal_density_method     'Not Measured' 
_exptl_crystal_density_diffrn     2.444 
_exptl_crystal_F_000              1296 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.306 
_exptl_crystal_size_mid           0.183 
_exptl_crystal_size_min           0.091 
_exptl_absorpt_coefficient_mu     11.843 
_shelx_estimated_absorpt_T_min    0.122 
_shelx_estimated_absorpt_T_max    0.412 
_exptl_absorpt_correction_type    Multi-scan 
_exptl_absorpt_correction_T_min   0.4830 
_exptl_absorpt_correction_T_max   0.7459 
_exptl_absorpt_process_details    'SADABS (Sheldrick, 2015)' 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       100(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    ? 
_diffrn_measurement_device_type   'Bruker D8 Venture' 
_diffrn_measurement_method        'φ and ω scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             21567 
_diffrn_reflns_av_unetI/netI      0.0350 
_diffrn_reflns_av_R_equivalents   0.0376 
_diffrn_reflns_limit_h_min        -11 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -23 
_diffrn_reflns_limit_k_max        27 
_diffrn_reflns_limit_l_min        -14 
_diffrn_reflns_limit_l_max        17 
_diffrn_reflns_theta_min          2.638 
_diffrn_reflns_theta_max          29.628 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max   0.989 
_diffrn_measured_fraction_theta_full  0.996 
_diffrn_reflns_Laue_measured_fraction_max    0.989 
_diffrn_reflns_Laue_measured_fraction_full   0.996 
_diffrn_reflns_point_group_measured_fraction_max   0.989 
_diffrn_reflns_point_group_measured_fraction_full  0.996 
_reflns_number_total              5417 
_reflns_number_gt                 4872 
_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        'Bruker SAINT' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick 2008)' 
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
_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)+(0.0052P)²+9.2389P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      ? 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      'SHELXL-2014/7 (Sheldrick 2014' 
_refine_ls_extinction_coef        0.00008(4) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_number_reflns          5417 
_refine_ls_number_parameters      203 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0306 
_refine_ls_R_factor_gt            0.0244 
_refine_ls_wR_factor_ref          0.0525 
_refine_ls_wR_factor_gt           0.0477 
_refine_ls_goodness_of_fit_ref    1.033 
_refine_ls_restrained_S_all       1.033 
_refine_ls_shift/su_max           0.003 
_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 
Pb1 Pb 0.73265(2) 0.53296(2) 0.93773(2) 0.01451(5) Uani 1 1 d . . . . . 
I1 I 0.56839(3) 0.39507(2) 0.99103(2) 0.01957(7) Uani 1 1 d . . . . . 
I2 I 0.96569(3) 0.44005(2) 0.83065(2) 0.01915(7) Uani 1 1 d . . . . . 
N1 N 0.5456(4) 0.5347(2) 0.7294(3) 0.0185(8) Uani 1 1 d . . . . . 
C1 C 0.5834(5) 0.5736(2) 0.6514(4) 0.0193(9) Uani 1 1 d . . . . . 
H1 H 0.6866 0.5969 0.6736 0.023 Uiso 1 1 calc R U . . . 
N2 N 0.4892(4) 0.5830(2) 0.5442(3) 0.0187(7) Uani 1 1 d . . . . . 
C2 C 0.3415(5) 0.5520(2) 0.5165(4) 0.0176(9) Uani 1 1 d . . . . . 
H2 H 0.2704 0.5577 0.4418 0.021 Uiso 1 1 calc R U . . . 
C3 C 0.2867(5) 0.5114(2) 0.5925(3) 0.0160(8) Uani 1 1 d . . . . . 
C4 C 0.3967(5) 0.5039(2) 0.6998(3) 0.0166(8) Uani 1 1 d . . . . . 
H4 H 0.3659 0.4762 0.7540 0.017(12) Uiso 1 1 calc R . . . . 
C5 C 0.1135(5) 0.4850(2) 0.5674(3) 0.0177(9) Uani 1 1 d . . . . . 
H5 H 0.1046 0.4511 0.6262 0.021 Uiso 1 1 calc R U . . . 
C6 C 0.0256(5) 0.4583(3) 0.4467(3) 0.0202(9) Uani 1 1 d . . . . . 
H6 H 0.0955 0.4675 0.3942 0.024 Uiso 1 1 calc R U . . . 
C7 C -0.0393(5) 0.3864(2) 0.4312(4) 0.0179(9) Uani 1 1 d . . . . . 
C8 C -0.1321(6) 0.3673(3) 0.3208(4) 0.0247(10) Uani 1 1 d . . . . . 
H8 H -0.1356 0.3965 0.2586 0.030 Uiso 1 1 calc R U . . . 
C9 C -0.2181(6) 0.3068(3) 0.3021(4) 0.0293(11) Uani 1 1 d . . . . . 
H9 H -0.2826 0.2951 0.2276 0.035 Uiso 1 1 calc R U . . . 
C10 C -0.2102(6) 0.2634(3) 0.3916(5) 0.0337(12) Uani 1 1 d . . . . . 
H10 H -0.2704 0.2220 0.3787 0.040 Uiso 1 1 calc R U . . . 
C11 C -0.1152(6) 0.2796(3) 0.5002(5) 0.0301(11) Uani 1 1 d . . . . . 
H11 H -0.1068 0.2488 0.5611 0.036 Uiso 1 1 calc R U . . . 
C12 C -0.0318(6) 0.3417(3) 0.5197(4) 0.0247(10) Uani 1 1 d . . . . . 
H12 H 0.0309 0.3534 0.5946 0.030 Uiso 1 1 calc R U . . . 
O1 O 0.8145(4) 0.64363(19) 0.8619(3) 0.0281(8) Uani 1 1 d . . . . . 
C13 C 0.9391(5) 0.6794(3) 0.9011(4) 0.0213(9) Uani 1 1 d . . . . . 
H13 H 1.0246 0.6615 0.9625 0.026 Uiso 1 1 calc R U . . . 
N3 N 0.9617(5) 0.7403(2) 0.8642(4) 0.0256(9) Uani 1 1 d . . . . . 
C14 C 1.1117(6) 0.7800(3) 0.9154(5) 0.0345(12) Uani 1 1 d . . . . . 
H14A H 1.1612 0.7950 0.8558 0.052 Uiso 1 1 calc R U . . . 
H14B H 1.1918 0.7520 0.9705 0.052 Uiso 1 1 calc R U . . . 
H14C H 1.0824 0.8196 0.9540 0.052 Uiso 1 1 calc R U . . . 
C15 C 0.8407(7) 0.7710(3) 0.7697(6) 0.0458(16) Uani 1 1 d . . . . . 
H15A H 0.8919 0.7803 0.7085 0.069 Uiso 1 1 calc R U . . . 
H15B H 0.8012 0.8134 0.7945 0.069 Uiso 1 1 calc R U . . . 
H15C H 0.7468 0.7400 0.7420 0.069 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 
Pb1 O1 2.542(3) . ? 
Pb1 N1 2.597(3) . ? 
Pb1 I1 3.1985(3) . ? 
Pb1 I2 3.2138(3) . ? 
Pb1 I1 3.2209(3) 3_667 ? 
Pb1 I2 3.2754(3) 3_767 ? 
I1 Pb1 3.2209(3) 3_667 ? 
I2 Pb1 3.2754(3) 3_767 ? 
N1 C1 1.330(6) . ? 
N1 C4 1.344(5) . ? 
C1 N2 1.343(5) . ? 
N2 C2 1.337(6) . ? 
C2 C3 1.398(6) . ? 
C3 C4 1.388(5) . ? 
C3 C5 1.492(6) . ? 
C5 C6 1.550(6) . ? 
C5 C6 1.591(6) 3_566 ? 
C6 C7 1.513(7) . ? 
C6 C5 1.591(6) 3_566 ? 
C7 C12 1.385(7) . ? 
C7 C8 1.410(6) . ? 
C8 C9 1.381(8) . ? 
C9 C10 1.380(8) . ? 
C10 C11 1.384(7) . ? 
C11 C12 1.398(7) . ? 
O1 C13 1.242(6) . ? 
C13 N3 1.316(6) . ? 
N3 C15 1.442(7) . ? 
N3 C14 1.466(6) . ? 
  
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 
O1 Pb1 N1 77.25(11) . . ? 
O1 Pb1 I1 168.89(7) . . ? 
N1 Pb1 I1 92.07(9) . . ? 
O1 Pb1 I2 94.84(8) . . ? 
N1 Pb1 I2 82.83(8) . . ? 
I1 Pb1 I2 86.735(9) . . ? 
O1 Pb1 I1 91.82(8) . 3_667 ? 
N1 Pb1 I1 87.53(8) . 3_667 ? 
I1 Pb1 I1 84.586(9) . 3_667 ? 
I2 Pb1 I1 166.781(9) . 3_667 ? 
O1 Pb1 I2 87.44(7) . 3_767 ? 
N1 Pb1 I2 163.35(8) . 3_767 ? 
I1 Pb1 I2 103.506(9) . 3_767 ? 
I2 Pb1 I2 92.092(8) . 3_767 ? 
I1 Pb1 I2 99.614(8) 3_667 3_767 ? 
Pb1 I1 Pb1 95.414(9) . 3_667 ? 
Pb1 I2 Pb1 87.907(8) . 3_767 ? 
C1 N1 C4 117.2(4) . . ? 
C1 N1 Pb1 121.0(3) . . ? 
C4 N1 Pb1 121.3(3) . . ? 
N1 C1 N2 126.1(4) . . ? 
C2 N2 C1 115.8(4) . . ? 
N2 C2 C3 123.1(4) . . ? 
C4 C3 C2 115.9(4) . . ? 
C4 C3 C5 120.6(4) . . ? 
C2 C3 C5 123.0(4) . . ? 
N1 C4 C3 121.9(4) . . ? 
C3 C5 C6 119.4(3) . . ? 
C3 C5 C6 114.7(4) . 3_566 ? 
C6 C5 C6 89.8(3) . 3_566 ? 
C7 C6 C5 119.8(4) . . ? 
C7 C6 C5 114.8(3) . 3_566 ? 
C5 C6 C5 90.2(3) . 3_566 ? 
C12 C7 C8 118.3(5) . . ? 
C12 C7 C6 124.2(4) . . ? 
C8 C7 C6 116.9(4) . . ? 
C9 C8 C7 120.8(5) . . ? 
C10 C9 C8 119.9(5) . . ? 
C9 C10 C11 120.5(5) . . ? 
C10 C11 C12 119.6(5) . . ? 
C7 C12 C11 120.8(4) . . ? 
C13 O1 Pb1 129.1(3) . . ? 
O1 C13 N3 124.9(4) . . ? 
C13 N3 C15 121.5(4) . . ? 
C13 N3 C14 122.0(4) . . ? 
C15 N3 C14 116.5(5) . . ? 
  
_refine_diff_density_max    1.048 
_refine_diff_density_min   -0.804 
_refine_diff_density_rms    0.189 
  
  
  
