 
data_mxd-20240414-2_auto
 
_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
 'C20 H15 Cl2 I N2 O2' 
_chemical_formula_weight          513.14

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0181   0.0091
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cl'  'Cl'   0.3639   0.7018
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'I'  'I'  -0.3257   6.8362
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0311   0.0180
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0492   0.0322
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 21/c'
_space_group_name_Hall            '-P 2ybc'
 
_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+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    7.43380(10)
_cell_length_b                    34.7544(4)
_cell_length_c                    8.01080(10)
_cell_angle_alpha                 90
_cell_angle_beta                  106.207(2)
_cell_angle_gamma                 90
_cell_volume                      1987.40(5)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     10806
_cell_measurement_theta_min       5.0940
_cell_measurement_theta_max       75.9320
 
_exptl_crystal_description        cube
_exptl_crystal_colour             colourless
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.715          
_exptl_crystal_F_000              1008
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.200
_exptl_crystal_size_mid           0.120
_exptl_crystal_size_min           0.080
_exptl_absorpt_coefficient_mu     15.285
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.65418
_exptl_absorpt_correction_T_max   1.00000
_exptl_absorpt_process_details    ?
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      1.54184
_diffrn_radiation_type            CuK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             13602
_diffrn_reflns_av_unetI/netI      0.0331
_diffrn_reflns_av_R_equivalents   0.0386
_diffrn_reflns_limit_h_min        -7
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_k_min        -39
_diffrn_reflns_limit_k_max        43
_diffrn_reflns_limit_l_min        -9
_diffrn_reflns_limit_l_max        9
_diffrn_reflns_theta_min          5.090
_diffrn_reflns_theta_max          76.220
_diffrn_reflns_theta_full         67.684
_diffrn_measured_fraction_theta_max   0.955
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.955
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.955
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              3975
_reflns_number_gt                 3719
_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        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.0416P)²+0.7499P] 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          3975
_refine_ls_number_parameters      246
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0286
_refine_ls_R_factor_gt            0.0267
_refine_ls_wR_factor_ref          0.0699
_refine_ls_wR_factor_gt           0.0687
_refine_ls_goodness_of_fit_ref    1.045
_refine_ls_restrained_S_all       1.045
_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
I001 I 0.78387(2) 0.47327(2) 0.06764(2) 0.01554(7) Uani 1 1 d . . . . .
Cl02 Cl 0.85406(9) 0.40336(2) 0.73240(8) 0.02139(14) Uani 1 1 d . . . . .
Cl03 Cl 0.14607(9) 0.30396(2) 0.65448(9) 0.02577(15) Uani 1 1 d . . . . .
O004 O 1.0615(2) 0.40141(5) 0.3771(2) 0.0187(4) Uani 1 1 d . . . . .
O005 O 0.3907(3) 0.40270(6) 0.2661(3) 0.0239(4) Uani 1 1 d . . . . .
H005 H 0.303471 0.395794 0.307194 0.036 Uiso 1 1 calc R U . . .
N006 N 0.7594(3) 0.37907(6) 0.2953(3) 0.0131(4) Uani 1 1 d . . . . .
H006 H 0.646995 0.383451 0.307179 0.016 Uiso 1 1 calc R U . . .
N007 N 0.7677(3) 0.47552(6) 0.6740(3) 0.0180(5) Uani 1 1 d . . . . .
C008 C 0.7350(4) 0.50768(8) 0.4023(4) 0.0183(5) Uani 1 1 d . . . . .
H008 H 0.706208 0.530578 0.335309 0.022 Uiso 1 1 calc R U . . .
C009 C 0.7816(4) 0.47412(7) 0.3293(3) 0.0146(5) Uani 1 1 d . . . . .
C00A C 0.8246(3) 0.44114(7) 0.4314(3) 0.0129(5) Uani 1 1 d . . . . .
C00B C 0.7840(3) 0.34531(7) 0.2037(3) 0.0122(5) Uani 1 1 d . . . . .
C00C C 0.7312(4) 0.50716(8) 0.5733(4) 0.0194(5) Uani 1 1 d . . . . .
H00C H 0.701233 0.530313 0.622644 0.023 Uiso 1 1 calc R U . . .
C00D C 0.6045(3) 0.32225(7) 0.4981(3) 0.0146(5) Uani 1 1 d . . . . .
H00D H 0.727120 0.332240 0.545741 0.017 Uiso 1 1 calc R U . . .
C00E C 0.8943(3) 0.40477(7) 0.3651(3) 0.0134(5) Uani 1 1 d . . . . .
C00F C 0.5512(3) 0.30953(7) 0.3264(3) 0.0137(5) Uani 1 1 d . . . . .
C00G C 0.8985(3) 0.34644(7) 0.0934(3) 0.0150(5) Uani 1 1 d . . . . .
H00G H 0.968298 0.369051 0.087459 0.018 Uiso 1 1 calc R U . . .
C00H C 0.3715(4) 0.29373(7) 0.2604(3) 0.0176(5) Uani 1 1 d . . . . .
H00H H 0.333846 0.284360 0.144460 0.021 Uiso 1 1 calc R U . . .
C00I C 0.3133(4) 0.41790(8) 0.0948(4) 0.0220(6) Uani 1 1 d . . . . .
H00A H 0.373516 0.442863 0.084614 0.026 Uiso 1 1 calc R U . . .
H00B H 0.177547 0.422486 0.074898 0.026 Uiso 1 1 calc R U . . .
C00J C 0.6786(3) 0.31201(7) 0.2128(3) 0.0131(5) Uani 1 1 d . . . . .
C00K C 0.8114(3) 0.44407(7) 0.6010(3) 0.0152(5) Uani 1 1 d . . . . .
C00L C 0.2484(3) 0.29161(7) 0.3618(3) 0.0176(5) Uani 1 1 d . . . . .
H00L H 0.127296 0.280738 0.316486 0.021 Uiso 1 1 calc R U . . .
C00M C 0.4821(4) 0.32063(7) 0.6013(3) 0.0168(5) Uani 1 1 d . . . . .
H00M H 0.519266 0.329640 0.717828 0.020 Uiso 1 1 calc R U . . .
C00N C 0.3045(4) 0.30555(7) 0.5300(3) 0.0171(5) Uani 1 1 d . . . . .
C00O C 0.3427(4) 0.39060(9) -0.0412(4) 0.0304(7) Uani 1 1 d . . . . .
H00E H 0.283194 0.401067 -0.157093 0.046 Uiso 1 1 calc R U . . .
H00F H 0.286851 0.365609 -0.028738 0.046 Uiso 1 1 calc R U . . .
H00I H 0.477256 0.387378 -0.026346 0.046 Uiso 1 1 calc R U . . .
C00P C 0.6935(3) 0.28073(7) 0.1069(3) 0.0152(5) Uani 1 1 d . . . . .
H00P H 0.622055 0.258186 0.109544 0.018 Uiso 1 1 calc R U . . .
C00Q C 0.8092(4) 0.28183(8) -0.0010(3) 0.0181(5) Uani 1 1 d . . . . .
H00Q H 0.818513 0.260103 -0.070126 0.022 Uiso 1 1 calc R U . . .
C00R C 0.9120(4) 0.31488(8) -0.0082(3) 0.0181(5) Uani 1 1 d . . . . .
H00R H 0.991521 0.315839 -0.082608 0.022 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
I001 C009 2.101(3) . ?
Cl02 C00K 1.739(3) . ?
Cl03 C00N 1.743(3) . ?
O004 C00E 1.225(3) . ?
O005 C00I 1.433(3) . ?
O005 H005 0.8400 . ?
N006 C00E 1.343(3) . ?
N006 C00B 1.423(3) . ?
N006 H006 0.8800 . ?
N007 C00K 1.322(3) . ?
N007 C00C 1.346(4) . ?
C008 C00C 1.379(4) . ?
C008 C009 1.391(4) . ?
C008 H008 0.9500 . ?
C009 C00A 1.392(3) . ?
C00A C00K 1.393(3) . ?
C00A C00E 1.517(3) . ?
C00B C00G 1.388(3) . ?
C00B C00J 1.411(3) . ?
C00C H00C 0.9500 . ?
C00D C00M 1.391(3) . ?
C00D C00F 1.392(4) . ?
C00D H00D 0.9500 . ?
C00F C00H 1.404(3) . ?
C00F C00J 1.488(3) . ?
C00G C00R 1.386(4) . ?
C00G H00G 0.9500 . ?
C00H C00L 1.385(4) . ?
C00H H00H 0.9500 . ?
C00I C00O 1.506(4) . ?
C00I H00A 0.9900 . ?
C00I H00B 0.9900 . ?
C00J C00P 1.402(3) . ?
C00L C00N 1.382(4) . ?
C00L H00L 0.9500 . ?
C00M C00N 1.387(4) . ?
C00M H00M 0.9500 . ?
C00O H00E 0.9800 . ?
C00O H00F 0.9800 . ?
C00O H00I 0.9800 . ?
C00P C00Q 1.380(4) . ?
C00P H00P 0.9500 . ?
C00Q C00R 1.390(4) . ?
C00Q H00Q 0.9500 . ?
C00R H00R 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
C00I O005 H005 109.5 . . ?
C00E N006 C00B 125.1(2) . . ?
C00E N006 H006 117.5 . . ?
C00B N006 H006 117.5 . . ?
C00K N007 C00C 116.3(2) . . ?
C00C C008 C009 118.9(2) . . ?
C00C C008 H008 120.6 . . ?
C009 C008 H008 120.6 . . ?
C008 C009 C00A 119.1(2) . . ?
C008 C009 I001 120.20(19) . . ?
C00A C009 I001 120.65(18) . . ?
C009 C00A C00K 116.4(2) . . ?
C009 C00A C00E 121.7(2) . . ?
C00K C00A C00E 121.8(2) . . ?
C00G C00B C00J 120.3(2) . . ?
C00G C00B N006 119.7(2) . . ?
C00J C00B N006 119.7(2) . . ?
N007 C00C C008 123.4(2) . . ?
N007 C00C H00C 118.3 . . ?
C008 C00C H00C 118.3 . . ?
C00M C00D C00F 121.4(2) . . ?
C00M C00D H00D 119.3 . . ?
C00F C00D H00D 119.3 . . ?
O004 C00E N006 126.4(2) . . ?
O004 C00E C00A 119.3(2) . . ?
N006 C00E C00A 114.3(2) . . ?
C00D C00F C00H 118.3(2) . . ?
C00D C00F C00J 122.1(2) . . ?
C00H C00F C00J 119.6(2) . . ?
C00R C00G C00B 120.6(2) . . ?
C00R C00G H00G 119.7 . . ?
C00B C00G H00G 119.7 . . ?
C00L C00H C00F 121.0(2) . . ?
C00L C00H H00H 119.5 . . ?
C00F C00H H00H 119.5 . . ?
O005 C00I C00O 111.1(2) . . ?
O005 C00I H00A 109.4 . . ?
C00O C00I H00A 109.4 . . ?
O005 C00I H00B 109.4 . . ?
C00O C00I H00B 109.4 . . ?
H00A C00I H00B 108.0 . . ?
C00P C00J C00B 117.7(2) . . ?
C00P C00J C00F 119.8(2) . . ?
C00B C00J C00F 122.5(2) . . ?
N007 C00K C00A 125.8(2) . . ?
N007 C00K Cl02 115.5(2) . . ?
C00A C00K Cl02 118.70(19) . . ?
C00N C00L C00H 118.9(2) . . ?
C00N C00L H00L 120.5 . . ?
C00H C00L H00L 120.5 . . ?
C00N C00M C00D 118.5(2) . . ?
C00N C00M H00M 120.8 . . ?
C00D C00M H00M 120.8 . . ?
C00L C00N C00M 121.8(2) . . ?
C00L C00N Cl03 118.6(2) . . ?
C00M C00N Cl03 119.6(2) . . ?
C00I C00O H00E 109.5 . . ?
C00I C00O H00F 109.5 . . ?
H00E C00O H00F 109.5 . . ?
C00I C00O H00I 109.5 . . ?
H00E C00O H00I 109.5 . . ?
H00F C00O H00I 109.5 . . ?
C00Q C00P C00J 121.7(2) . . ?
C00Q C00P H00P 119.1 . . ?
C00J C00P H00P 119.1 . . ?
C00P C00Q C00R 119.7(2) . . ?
C00P C00Q H00Q 120.2 . . ?
C00R C00Q H00Q 120.2 . . ?
C00G C00R C00Q 120.0(2) . . ?
C00G C00R H00R 120.0 . . ?
C00Q C00R H00R 120.0 . . ?
 
_refine_diff_density_max    0.626
_refine_diff_density_min   -0.745
_refine_diff_density_rms    0.102



