 
data_shelx
 
_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
 'C34 H29 I N O4' 
_chemical_formula_weight          642.48

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'
 '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            15
_space_group_name_H-M_alt         'I 2/a'
_space_group_name_Hall            '-I 2ya'
 
_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, -z'
 'x+1/2, y+1/2, z+1/2'
 '-x+1, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y, z'
 '-x+1/2, -y+1/2, -z+1/2'
 'x, -y+1/2, z+1/2'
 
_cell_length_a                    14.6664(12)
_cell_length_b                    10.0810(6)
_cell_length_c                    40.221(2)
_cell_angle_alpha                 90
_cell_angle_beta                  97.759(7)
_cell_angle_gamma                 90
_cell_volume                      5892.4(7)
_cell_formula_units_Z             8
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     3184
_cell_measurement_theta_min       3.3220
_cell_measurement_theta_max       71.3370
 
_exptl_crystal_description        cubic
_exptl_crystal_colour             white
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.448          
_exptl_crystal_F_000              2600
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           ?
_exptl_crystal_size_mid           ?
_exptl_crystal_size_min           ?
_exptl_absorpt_coefficient_mu     8.847
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    ?
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      1.54184
_diffrn_radiation_type            CuK\a
_diffrn_source                    'Enhance (Cu) X-ray Source'
_diffrn_measurement_device_type   'Xcalibur, Eos, Gemini'
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  16.3291
_diffrn_reflns_number             11753
_diffrn_reflns_av_unetI/netI      0.0617
_diffrn_reflns_av_R_equivalents   0.0470
_diffrn_reflns_limit_h_min        -17
_diffrn_reflns_limit_h_max        14
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -34
_diffrn_reflns_limit_l_max        49
_diffrn_reflns_theta_min          4.438
_diffrn_reflns_theta_max          72.087
_diffrn_reflns_theta_full         67.684
_diffrn_measured_fraction_theta_max   0.975
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.975
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.975
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              5662
_reflns_number_gt                 4312
_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     ?
_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)+(0.0721P)²+0.2264P] 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          5662
_refine_ls_number_parameters      366
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0664
_refine_ls_R_factor_gt            0.0490
_refine_ls_wR_factor_ref          0.1439
_refine_ls_wR_factor_gt           0.1282
_refine_ls_goodness_of_fit_ref    1.026
_refine_ls_restrained_S_all       1.026
_refine_ls_shift/su_max           0.014
_refine_ls_shift/su_mean          0.001
 
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
I39 I 0.54934(3) 1.08579(3) 0.40414(2) 0.06126(14) Uani 1 1 d . . . . .
O20 O 0.5911(2) 0.5334(4) 0.43628(9) 0.0563(8) Uani 1 1 d . . . . .
O24 O 0.3088(2) 0.5872(4) 0.36896(9) 0.0597(9) Uani 1 1 d . . . . .
N9 N 0.5110(3) 0.5398(4) 0.33084(10) 0.0477(8) Uani 1 1 d . . . . .
O22 O 0.3420(3) 0.2626(5) 0.45830(12) 0.0783(13) Uani 1 1 d . . . . .
C33 C 0.4557(3) 0.8159(4) 0.42932(10) 0.0410(9) Uani 1 1 d . . . . .
C17 C 0.4492(3) 0.5563(5) 0.40239(11) 0.0424(9) Uani 1 1 d . . . . .
C10 C 0.4888(3) 0.6649(4) 0.38371(10) 0.0380(8) Uani 1 1 d . . . . .
C16 C 0.5011(3) 0.4931(5) 0.42944(11) 0.0428(9) Uani 1 1 d . . . . .
C8 C 0.5203(3) 0.6483(5) 0.35248(10) 0.0419(9) Uani 1 1 d . . . . .
C26 C 0.6418(3) 0.9734(5) 0.33917(10) 0.0433(9) Uani 1 1 d . . . . .
C11 C 0.4996(3) 0.7915(5) 0.39813(10) 0.0404(9) Uani 1 1 d . . . . .
C7 C 0.5680(3) 0.7497(5) 0.33781(10) 0.0417(9) Uani 1 1 d . . . . .
C6 C 0.5876(3) 0.7018(5) 0.30580(11) 0.0478(10) Uani 1 1 d . . . . .
C12 C 0.5460(3) 0.8926(4) 0.38335(10) 0.0416(9) Uani 1 1 d . . . . .
C13 C 0.5840(3) 0.8725(5) 0.35388(10) 0.0430(9) Uani 1 1 d . . . . .
C18 C 0.3580(3) 0.5180(5) 0.39477(11) 0.0456(10) Uani 1 1 d . . . . .
C38 C 0.5072(3) 0.8280(5) 0.46070(11) 0.0492(10) Uani 1 1 d . . . . .
H38 H 0.570902 0.820616 0.462857 0.059 Uiso 1 1 calc R U . . .
C34 C 0.3609(3) 0.8273(6) 0.42659(12) 0.0529(11) Uani 1 1 d . . . . .
H34 H 0.325318 0.820323 0.405704 0.063 Uiso 1 1 calc R U . . .
C50 C 0.3188(3) 0.4191(5) 0.41208(13) 0.0523(11) Uani 1 1 d . . . . .
H50 H 0.257842 0.393735 0.406037 0.063 Uiso 1 1 calc R U . . .
C1 C 0.5496(3) 0.5730(5) 0.30241(11) 0.0507(11) Uani 1 1 d . . . . .
C27 C 0.7366(4) 0.9728(6) 0.34764(12) 0.0581(13) Uani 1 1 d . . . . .
H27 H 0.763891 0.910729 0.362944 0.070 Uiso 1 1 calc R U . . .
C37 C 0.4645(4) 0.8511(5) 0.48896(11) 0.0560(12) Uani 1 1 d . . . . .
H37 H 0.499765 0.859187 0.509887 0.067 Uiso 1 1 calc R U . . .
C36 C 0.3706(4) 0.8619(6) 0.48608(14) 0.0656(14) Uani 1 1 d . . . . .
H36 H 0.342235 0.877973 0.505007 0.079 Uiso 1 1 calc R U . . .
C15 C 0.4637(3) 0.3962(5) 0.44775(13) 0.0528(11) Uani 1 1 d . . . . .
H15 H 0.499074 0.356370 0.465978 0.063 Uiso 1 1 calc R U . . .
C5 C 0.6312(4) 0.7534(6) 0.27965(12) 0.0587(12) Uani 1 1 d . . . . .
H5 H 0.656608 0.838010 0.281398 0.070 Uiso 1 1 calc R U . . .
C14 C 0.3733(3) 0.3591(5) 0.43867(13) 0.0513(11) Uani 1 1 d . . . . .
C31 C 0.6047(4) 1.0641(6) 0.31538(13) 0.0552(12) Uani 1 1 d . . . . .
H31 H 0.541479 1.065435 0.308763 0.066 Uiso 1 1 calc R U . . .
C29 C 0.7543(4) 1.1546(6) 0.31013(12) 0.0568(13) Uani 1 1 d . . . . .
C30 C 0.6607(4) 1.1538(6) 0.30108(14) 0.0601(13) Uani 1 1 d . . . . .
H30 H 0.634104 1.214041 0.285138 0.072 Uiso 1 1 calc R U . . .
C2 C 0.5539(4) 0.4965(6) 0.27367(13) 0.0598(13) Uani 1 1 d . . . . .
H2 H 0.528234 0.412061 0.271490 0.072 Uiso 1 1 calc R U . . .
C28 C 0.7917(4) 1.0647(7) 0.33343(13) 0.0640(15) Uani 1 1 d . . . . .
H28 H 0.855011 1.064357 0.340000 0.077 Uiso 1 1 calc R U . . .
C4 C 0.6361(4) 0.6788(7) 0.25163(14) 0.0706(16) Uani 1 1 d . . . . .
H4 H 0.665204 0.713033 0.234350 0.085 Uiso 1 1 calc R U . . .
C40 C 0.4674(5) 0.4130(6) 0.33471(16) 0.0658(14) Uani 1 1 d . . . . .
H40A H 0.492210 0.374343 0.355818 0.099 Uiso 1 1 calc R U . . .
H40B H 0.478804 0.354956 0.316791 0.099 Uiso 1 1 calc R U . . .
H40C H 0.402303 0.425440 0.334074 0.099 Uiso 1 1 calc R U . . .
C35 C 0.3187(4) 0.8491(7) 0.45531(15) 0.0684(15) Uani 1 1 d . . . . .
H35 H 0.254937 0.854998 0.453481 0.082 Uiso 1 1 calc R U . . .
C3 C 0.5979(5) 0.5515(7) 0.24857(14) 0.0713(17) Uani 1 1 d . . . . .
H3 H 0.602099 0.502666 0.229226 0.086 Uiso 1 1 calc R U . . .
C32 C 0.8142(5) 1.2554(7) 0.29556(15) 0.0758(18) Uani 1 1 d . . . . .
H32A H 0.847263 1.212868 0.279490 0.114 Uiso 1 1 calc R U . . .
H32B H 0.857123 1.292685 0.313235 0.114 Uiso 1 1 calc R U . . .
H32C H 0.776301 1.324703 0.284720 0.114 Uiso 1 1 calc R U . . .
C21 C 0.6453(4) 0.4782(9) 0.46521(18) 0.087(2) Uani 1 1 d . . . . .
H21A H 0.655402 0.385606 0.461529 0.130 Uiso 1 1 calc R U . . .
H21B H 0.613349 0.488701 0.484371 0.130 Uiso 1 1 calc R U . . .
H21C H 0.703372 0.523300 0.469155 0.130 Uiso 1 1 calc R U . . .
C23 C 0.2600(5) 0.1953(7) 0.4460(2) 0.084(2) Uani 1 1 d . . . . .
H23A H 0.267819 0.150350 0.425504 0.126 Uiso 1 1 calc R U . . .
H23B H 0.210523 0.257981 0.441732 0.126 Uiso 1 1 calc R U . . .
H23C H 0.245845 0.131686 0.462293 0.126 Uiso 1 1 calc R U . . .
C25 C 0.2131(4) 0.5615(9) 0.3622(2) 0.097(3) Uani 1 1 d . . . . .
H25A H 0.185556 0.620890 0.345046 0.145 Uiso 1 1 calc R U . . .
H25B H 0.185401 0.574591 0.382247 0.145 Uiso 1 1 calc R U . . .
H25C H 0.203415 0.471555 0.354676 0.145 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
I39 C12 2.117(4) . ?
O20 C16 1.373(6) . ?
O20 C21 1.430(7) . ?
O24 C18 1.373(6) . ?
O24 C25 1.417(7) . ?
N9 C1 1.384(6) . ?
N9 C8 1.394(6) . ?
N9 C40 1.447(7) . ?
O22 C14 1.371(6) . ?
O22 C23 1.411(8) . ?
C33 C34 1.384(7) . ?
C33 C38 1.386(6) . ?
C33 C11 1.506(5) . ?
C17 C18 1.386(7) . ?
C17 C16 1.395(6) . ?
C17 C10 1.490(6) . ?
C10 C11 1.401(6) . ?
C10 C8 1.406(6) . ?
C16 C15 1.381(7) . ?
C8 C7 1.412(6) . ?
C26 C31 1.381(7) . ?
C26 C27 1.386(7) . ?
C26 C13 1.496(6) . ?
C11 C12 1.402(6) . ?
C7 C13 1.401(7) . ?
C7 C6 1.440(6) . ?
C6 C5 1.402(7) . ?
C6 C1 1.412(8) . ?
C12 C13 1.391(6) . ?
C18 C50 1.385(7) . ?
C38 C37 1.389(7) . ?
C38 H38 0.9300 . ?
C34 C35 1.400(7) . ?
C34 H34 0.9300 . ?
C50 C14 1.385(7) . ?
C50 H50 0.9300 . ?
C1 C2 1.398(7) . ?
C27 C28 1.401(8) . ?
C27 H27 0.9300 . ?
C37 C36 1.371(8) . ?
C37 H37 0.9300 . ?
C36 C35 1.369(9) . ?
C36 H36 0.9300 . ?
C15 C14 1.378(7) . ?
C15 H15 0.9300 . ?
C5 C4 1.365(8) . ?
C5 H5 0.9300 . ?
C31 C30 1.397(7) . ?
C31 H31 0.9300 . ?
C29 C28 1.365(9) . ?
C29 C30 1.371(8) . ?
C29 C32 1.512(7) . ?
C30 H30 0.9300 . ?
C2 C3 1.385(9) . ?
C2 H2 0.9300 . ?
C28 H28 0.9300 . ?
C4 C3 1.399(10) . ?
C4 H4 0.9300 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C35 H35 0.9300 . ?
C3 H3 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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
C16 O20 C21 117.5(4) . . ?
C18 O24 C25 117.3(4) . . ?
C1 N9 C8 108.0(4) . . ?
C1 N9 C40 122.6(4) . . ?
C8 N9 C40 129.4(4) . . ?
C14 O22 C23 118.4(5) . . ?
C34 C33 C38 118.9(4) . . ?
C34 C33 C11 119.0(4) . . ?
C38 C33 C11 122.1(4) . . ?
C18 C17 C16 117.0(4) . . ?
C18 C17 C10 121.5(4) . . ?
C16 C17 C10 121.4(4) . . ?
C11 C10 C8 116.5(4) . . ?
C11 C10 C17 119.4(4) . . ?
C8 C10 C17 124.1(4) . . ?
O20 C16 C15 122.9(4) . . ?
O20 C16 C17 115.4(4) . . ?
C15 C16 C17 121.7(4) . . ?
N9 C8 C10 129.4(4) . . ?
N9 C8 C7 108.7(4) . . ?
C10 C8 C7 121.9(4) . . ?
C31 C26 C27 117.4(5) . . ?
C31 C26 C13 122.2(4) . . ?
C27 C26 C13 120.2(4) . . ?
C12 C11 C10 121.4(4) . . ?
C12 C11 C33 121.4(4) . . ?
C10 C11 C33 117.2(4) . . ?
C13 C7 C8 120.5(4) . . ?
C13 C7 C6 131.9(4) . . ?
C8 C7 C6 107.5(4) . . ?
C5 C6 C1 118.8(4) . . ?
C5 C6 C7 135.4(5) . . ?
C1 C6 C7 105.7(4) . . ?
C13 C12 C11 121.9(4) . . ?
C13 C12 I39 118.7(3) . . ?
C11 C12 I39 119.2(3) . . ?
C12 C13 C7 117.4(4) . . ?
C12 C13 C26 123.5(4) . . ?
C7 C13 C26 119.1(4) . . ?
O24 C18 C17 114.8(4) . . ?
O24 C18 C50 122.3(4) . . ?
C17 C18 C50 122.9(4) . . ?
C33 C38 C37 120.6(5) . . ?
C33 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
C33 C34 C35 119.9(5) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C14 C50 C18 117.8(4) . . ?
C14 C50 H50 121.1 . . ?
C18 C50 H50 121.1 . . ?
N9 C1 C2 128.2(5) . . ?
N9 C1 C6 110.1(4) . . ?
C2 C1 C6 121.7(5) . . ?
C26 C27 C28 120.8(5) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 H27 119.6 . . ?
C36 C37 C38 120.2(5) . . ?
C36 C37 H37 119.9 . . ?
C38 C37 H37 119.9 . . ?
C35 C36 C37 119.9(5) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
C14 C15 C16 119.2(4) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C4 C5 C6 119.7(6) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
O22 C14 C15 115.2(4) . . ?
O22 C14 C50 123.4(5) . . ?
C15 C14 C50 121.4(4) . . ?
C26 C31 C30 121.1(5) . . ?
C26 C31 H31 119.5 . . ?
C30 C31 H31 119.5 . . ?
C28 C29 C30 118.3(5) . . ?
C28 C29 C32 120.7(6) . . ?
C30 C29 C32 121.0(6) . . ?
C29 C30 C31 121.2(5) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C3 C2 C1 117.3(6) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C29 C28 C27 121.2(5) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C5 C4 C3 120.8(5) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
N9 C40 H40A 109.5 . . ?
N9 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
N9 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C36 C35 C34 120.5(5) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C2 C3 C4 121.6(5) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O20 C21 H21A 109.5 . . ?
O20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O22 C23 H23A 109.5 . . ?
O22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O24 C25 H25A 109.5 . . ?
O24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
 
_refine_diff_density_max    0.842
_refine_diff_density_min   -0.578
_refine_diff_density_rms    0.086



