# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_dpz_13tfib
_database_code_depnum_ccdc_archive 'CCDC 2017056'
loop_
_audit_author_name
_audit_author_address
'Vinko Nemec'
;Department of Chemistry, Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H29 N O3, C6 F4 I2'
_chemical_formula_sum            'C30 H29 F4 I2 N O3'
_chemical_formula_weight         781.34

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.9701(6)
_cell_length_b                   12.1010(12)
_cell_length_c                   13.0835(12)
_cell_angle_alpha                81.131(8)
_cell_angle_beta                 77.847(6)
_cell_angle_gamma                88.453(6)
_cell_volume                     1524.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    295
_cell_measurement_reflns_used    2287
_cell_measurement_theta_min      4.5110
_cell_measurement_theta_max      25.9770

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_F_000             764
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    2.118
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.35871
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            16456
_diffrn_reflns_av_unetI/netI     0.0769
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.156
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             6570
_reflns_number_gt                3985
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0396P)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         6570
_refine_ls_number_parameters     380
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_ref         0.1181
_refine_ls_wR_factor_gt          0.0971
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.001
_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 0.50402(4) 0.18665(4) 0.38462(3) 0.05530(15) Uani 1 1 d . . . . .
I2 I 1.09042(4) 0.34451(4) 0.21062(3) 0.06592(17) Uani 1 1 d . . . . .
F1 F 0.7864(3) 0.3183(3) 0.3449(3) 0.0618(9) Uani 1 1 d . . . . .
F4 F 0.6049(3) 0.0462(4) 0.1904(3) 0.0721(11) Uani 1 1 d . . . . .
F2 F 1.0536(4) 0.1714(4) 0.0561(3) 0.0903(14) Uani 1 1 d . . . . .
O1 O 0.6637(4) 0.5361(4) 0.7595(3) 0.0713(14) Uani 1 1 d . . . . .
F3 F 0.8438(4) 0.0395(4) 0.0522(3) 0.0942(15) Uani 1 1 d . . . . .
O2 O 0.4754(4) 0.8280(4) 1.0381(3) 0.0697(13) Uani 1 1 d . . . . .
N1 N 0.2594(4) 0.2020(4) 0.5377(4) 0.0490(12) Uani 1 1 d . . . . .
O3 O 0.2336(4) 0.7524(4) 1.1166(4) 0.0807(15) Uani 1 1 d . . . . .
C1 C 0.6901(5) 0.1830(5) 0.2721(4) 0.0495(15) Uani 1 1 d . . . . .
C23 C 0.5239(6) 0.6883(5) 0.9206(5) 0.0514(15) Uani 1 1 d . . . . .
H23 H 0.6137 0.7132 0.8935 0.062 Uiso 1 1 calc R U . . .
C2 C 0.7988(5) 0.2483(5) 0.2724(4) 0.0459(14) Uani 1 1 d . . . . .
C22 C 0.4726(5) 0.5987(6) 0.8833(4) 0.0485(15) Uani 1 1 d . . . . .
C6 C 0.7084(5) 0.1132(6) 0.1953(5) 0.0515(15) Uani 1 1 d . . . . .
C24 C 0.4411(6) 0.7383(6) 0.9967(5) 0.0526(15) Uani 1 1 d . . . . .
C7 C 0.0224(6) 0.1154(6) 0.5680(5) 0.0546(16) Uani 1 1 d . . . . .
C21 C 0.5438(6) 0.5323(6) 0.8050(5) 0.0593(17) Uani 1 1 d . . . . .
C26 C 0.2557(6) 0.6100(6) 1.0024(5) 0.0567(16) Uani 1 1 d . . . . .
H26 H 0.1661 0.5847 1.0295 0.068 Uiso 1 1 calc R U . . .
C25 C 0.3057(6) 0.6981(6) 1.0403(5) 0.0530(16) Uani 1 1 d . . . . .
C3 C 0.9246(5) 0.2486(6) 0.2007(5) 0.0513(15) Uani 1 1 d . . . . .
C13 C 0.1670(6) 0.1290(6) 0.5034(5) 0.0564(17) Uani 1 1 d . . . . .
H13A H 0.2080 0.0554 0.5035 0.068 Uiso 1 1 calc R U . . .
H13B H 0.1622 0.1581 0.4310 0.068 Uiso 1 1 calc R U . . .
C27 C 0.3397(6) 0.5596(6) 0.9238(4) 0.0536(16) Uani 1 1 d . . . . .
C5 C 0.8294(6) 0.1082(6) 0.1242(5) 0.0582(17) Uani 1 1 d . . . . .
C18 C 0.2807(6) 0.1598(6) 0.6437(5) 0.0633(18) Uani 1 1 d . . . . .
H18A H 0.3174 0.0847 0.6456 0.076 Uiso 1 1 calc R U . . .
H18B H 0.1937 0.1569 0.6941 0.076 Uiso 1 1 calc R U . . .
C12 C -0.0129(6) 0.0329(6) 0.6543(5) 0.0645(18) Uani 1 1 d . . . . .
H12 H 0.0536 -0.0177 0.6718 0.077 Uiso 1 1 calc R U . . .
C29 C 0.6070(7) 0.8759(7) 0.9940(6) 0.082(2) Uani 1 1 d . . . . .
H29A H 0.6200 0.9378 1.0288 0.123 Uiso 1 1 calc R U . . .
H29B H 0.6762 0.8207 1.0033 0.123 Uiso 1 1 calc R U . . .
H29C H 0.6140 0.9016 0.9199 0.123 Uiso 1 1 calc R U . . .
C4 C 0.9360(6) 0.1756(6) 0.1280(5) 0.0600(18) Uani 1 1 d . . . . .
C8 C -0.0784(6) 0.1846(8) 0.5409(6) 0.078(2) Uani 1 1 d . . . . .
H8 H -0.0579 0.2393 0.4815 0.094 Uiso 1 1 calc R U . . .
C28 C 0.3066(6) 0.4667(6) 0.8711(5) 0.067(2) Uani 1 1 d . . . . .
H28A H 0.2379 0.4900 0.8296 0.080 Uiso 1 1 calc R U . A 1
H28B H 0.2714 0.4025 0.9232 0.080 Uiso 1 1 calc R U . A 1
C14 C 0.2111(6) 0.3179(6) 0.5285(5) 0.0653(18) Uani 1 1 d . . . . .
H14A H 0.1223 0.3214 0.5756 0.078 Uiso 1 1 calc R U . . .
H14B H 0.1998 0.3428 0.4568 0.078 Uiso 1 1 calc R U . . .
C30 C 0.1033(7) 0.7098(8) 1.1709(6) 0.096(3) Uani 1 1 d . . . . .
H30A H 0.0638 0.7562 1.2226 0.144 Uiso 1 1 calc R U . . .
H30B H 0.0447 0.7092 1.1214 0.144 Uiso 1 1 calc R U . . .
H30C H 0.1127 0.6350 1.2056 0.144 Uiso 1 1 calc R U . . .
C10 C -0.2424(8) 0.0945(9) 0.6887(7) 0.086(3) Uani 1 1 d . . . . .
H10 H -0.3308 0.0890 0.7300 0.104 Uiso 1 1 calc R U . . .
C17 C 0.3823(6) 0.2376(8) 0.6749(5) 0.083(3) Uani 1 1 d . . . . .
H17A H 0.3898 0.2127 0.7476 0.099 Uiso 1 1 calc R U . . .
H17B H 0.4725 0.2328 0.6301 0.099 Uiso 1 1 calc R U . . .
C11 C -0.1447(8) 0.0231(7) 0.7156(6) 0.077(2) Uani 1 1 d . . . . .
H11 H -0.1656 -0.0320 0.7746 0.093 Uiso 1 1 calc R U . . .
C9 C -0.2124(7) 0.1747(8) 0.6013(7) 0.092(3) Uani 1 1 d . . . . .
H9 H -0.2807 0.2224 0.5820 0.111 Uiso 1 1 calc R U . . .
C16 C 0.3333(7) 0.3607(8) 0.6630(7) 0.086(3) Uani 1 1 d D . . . .
H16 H 0.2457 0.3648 0.7129 0.103 Uiso 1 1 calc R U . B 1
C15 C 0.3101(8) 0.3947(7) 0.5558(6) 0.083(2) Uani 1 1 d . . . . .
H15A H 0.3969 0.3950 0.5056 0.099 Uiso 1 1 calc R U . . .
H15B H 0.2743 0.4702 0.5497 0.099 Uiso 1 1 calc R U . . .
C19A C 0.4312(9) 0.4495(10) 0.6803(9) 0.052(3) Uani 0.70(2) 1 d . . P C 1
H19A H 0.5213 0.4420 0.6362 0.063 Uiso 0.70(2) 1 calc R U P C 1
H19B H 0.3973 0.5236 0.6592 0.063 Uiso 0.70(2) 1 calc R U P C 1
C20A C 0.4433(12) 0.4365(13) 0.7979(11) 0.050(3) Uani 0.70(2) 1 d . . P C 1
H20A H 0.4763 0.3622 0.8226 0.060 Uiso 0.70(2) 1 calc R U P C 1
C19B C 0.4659(19) 0.379(3) 0.7282(19) 0.059(10) Uani 0.30(2) 1 d D . P C 2
H19C H 0.4656 0.3200 0.7877 0.071 Uiso 0.30(2) 1 calc R U P C 2
H19D H 0.5551 0.3820 0.6806 0.071 Uiso 0.30(2) 1 calc R U P C 2
C20B C 0.428(3) 0.486(3) 0.762(2) 0.043(7) Uani 0.30(2) 1 d . . P C 2
H20B H 0.4006 0.5399 0.7065 0.052 Uiso 0.30(2) 1 calc R U P C 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 C1 2.116(5) . ?
I2 C3 2.082(6) . ?
F1 C2 1.351(7) . ?
F4 C6 1.348(6) . ?
F2 C4 1.345(6) . ?
O1 C21 1.217(6) . ?
F3 C5 1.334(7) . ?
O2 C24 1.366(7) . ?
O2 C29 1.418(7) . ?
N1 C18 1.459(7) . ?
N1 C14 1.466(8) . ?
N1 C13 1.473(7) . ?
O3 C25 1.349(7) . ?
O3 C30 1.412(7) . ?
C1 C2 1.360(7) . ?
C1 C6 1.390(8) . ?
C23 C24 1.361(8) . ?
C23 C22 1.405(8) . ?
C23 H23 0.9300 . ?
C2 C3 1.399(7) . ?
C22 C27 1.386(7) . ?
C22 C21 1.454(8) . ?
C6 C5 1.366(8) . ?
C24 C25 1.418(8) . ?
C7 C8 1.359(9) . ?
C7 C12 1.379(9) . ?
C7 C13 1.509(8) . ?
C21 C20B 1.53(3) . ?
C21 C20A 1.579(13) . ?
C26 C25 1.389(8) . ?
C26 C27 1.390(8) . ?
C26 H26 0.9300 . ?
C3 C4 1.381(9) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C27 C28 1.485(8) . ?
C5 C4 1.371(8) . ?
C18 C17 1.556(9) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C12 C11 1.385(9) . ?
C12 H12 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C8 C9 1.400(9) . ?
C8 H8 0.9300 . ?
C28 C20A 1.562(13) . ?
C28 C20B 1.65(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C14 C15 1.505(9) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C10 C11 1.351(11) . ?
C10 C9 1.368(11) . ?
C10 H10 0.9300 . ?
C17 C16 1.550(11) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C11 H11 0.9300 . ?
C9 H9 0.9300 . ?
C16 C15 1.464(11) . ?
C16 C19A 1.544(11) . ?
C16 C19B 1.753(17) . ?
C16 H16 0.9800 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C19A C20A 1.55(2) . ?
C19A H19A 0.9700 . ?
C19A H19B 0.9700 . ?
C20A H20A 0.9800 . ?
C19B C20B 1.45(5) . ?
C19B H19C 0.9700 . ?
C19B H19D 0.9700 . ?
C20B H20B 0.9800 . ?

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
C24 O2 C29 116.6(5) . . ?
C18 N1 C14 112.1(5) . . ?
C18 N1 C13 111.9(5) . . ?
C14 N1 C13 111.0(5) . . ?
C25 O3 C30 118.3(5) . . ?
C2 C1 C6 116.6(5) . . ?
C2 C1 I1 121.3(4) . . ?
C6 C1 I1 122.1(4) . . ?
C24 C23 C22 119.4(5) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
F1 C2 C1 119.1(5) . . ?
F1 C2 C3 117.1(5) . . ?
C1 C2 C3 123.8(6) . . ?
C27 C22 C23 121.0(6) . . ?
C27 C22 C21 110.6(5) . . ?
C23 C22 C21 128.3(5) . . ?
F4 C6 C5 117.8(5) . . ?
F4 C6 C1 119.8(5) . . ?
C5 C6 C1 122.4(5) . . ?
C23 C24 O2 125.9(5) . . ?
C23 C24 C25 120.3(6) . . ?
O2 C24 C25 113.8(5) . . ?
C8 C7 C12 117.9(6) . . ?
C8 C7 C13 120.1(6) . . ?
C12 C7 C13 122.0(6) . . ?
O1 C21 C22 129.2(6) . . ?
O1 C21 C20B 123.8(11) . . ?
C22 C21 C20B 103.9(12) . . ?
O1 C21 C20A 122.2(7) . . ?
C22 C21 C20A 108.1(6) . . ?
C25 C26 C27 119.9(5) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
O3 C25 C26 124.8(5) . . ?
O3 C25 C24 115.3(6) . . ?
C26 C25 C24 119.8(6) . . ?
C4 C3 C2 116.3(5) . . ?
C4 C3 I2 121.7(4) . . ?
C2 C3 I2 121.8(4) . . ?
N1 C13 C7 116.8(5) . . ?
N1 C13 H13A 108.1 . . ?
C7 C13 H13A 108.1 . . ?
N1 C13 H13B 108.1 . . ?
C7 C13 H13B 108.1 . . ?
H13A C13 H13B 107.3 . . ?
C22 C27 C26 119.5(6) . . ?
C22 C27 C28 111.7(5) . . ?
C26 C27 C28 128.7(5) . . ?
F3 C5 C6 120.8(5) . . ?
F3 C5 C4 120.5(5) . . ?
C6 C5 C4 118.7(6) . . ?
N1 C18 C17 110.0(5) . . ?
N1 C18 H18A 109.7 . . ?
C17 C18 H18A 109.7 . . ?
N1 C18 H18B 109.7 . . ?
C17 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
C7 C12 C11 121.8(7) . . ?
C7 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
O2 C29 H29A 109.5 . . ?
O2 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O2 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
F2 C4 C5 118.0(6) . . ?
F2 C4 C3 119.8(6) . . ?
C5 C4 C3 122.2(5) . . ?
C7 C8 C9 120.9(7) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C27 C28 C20A 106.4(6) . . ?
C27 C28 C20B 99.8(12) . . ?
C27 C28 H28A 110.4 . . ?
C20A C28 H28A 110.4 . . ?
C27 C28 H28B 110.4 . . ?
C20A C28 H28B 110.4 . . ?
H28A C28 H28B 108.6 . . ?
N1 C14 C15 111.5(6) . . ?
N1 C14 H14A 109.3 . . ?
C15 C14 H14A 109.3 . . ?
N1 C14 H14B 109.3 . . ?
C15 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
O3 C30 H30A 109.5 . . ?
O3 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O3 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C11 C10 C9 120.5(7) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C16 C17 C18 111.1(6) . . ?
C16 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C10 C11 C12 119.3(7) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C10 C9 C8 119.5(7) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C15 C16 C19A 105.8(8) . . ?
C15 C16 C17 109.3(6) . . ?
C19A C16 C17 116.9(7) . . ?
C15 C16 C19B 135.3(11) . . ?
C17 C16 C19B 82.7(12) . . ?
C15 C16 H16 108.2 . . ?
C19A C16 H16 108.2 . . ?
C17 C16 H16 108.2 . . ?
C16 C15 C14 112.1(6) . . ?
C16 C15 H15A 109.2 . . ?
C14 C15 H15A 109.2 . . ?
C16 C15 H15B 109.2 . . ?
C14 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
C20A C19A C16 111.2(9) . . ?
C20A C19A H19A 109.4 . . ?
C16 C19A H19A 109.4 . . ?
C20A C19A H19B 109.4 . . ?
C16 C19A H19B 109.4 . . ?
H19A C19A H19B 108.0 . . ?
C19A C20A C28 111.9(10) . . ?
C19A C20A C21 106.1(10) . . ?
C28 C20A C21 102.5(8) . . ?
C19A C20A H20A 111.9 . . ?
C28 C20A H20A 111.9 . . ?
C21 C20A H20A 111.9 . . ?
C20B C19B C16 100(2) . . ?
C20B C19B H19C 111.7 . . ?
C16 C19B H19C 111.7 . . ?
C20B C19B H19D 111.7 . . ?
C16 C19B H19D 111.7 . . ?
H19C C19B H19D 109.5 . . ?
C19B C20B C21 111(2) . . ?
C19B C20B C28 109(3) . . ?
C21 C20B C28 100.4(15) . . ?
C19B C20B H20B 112.0 . . ?
C21 C20B H20B 112.0 . . ?
C28 C20B H20B 112.0 . . ?

_refine_diff_density_max         0.901
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.100

####################################################################### 
# 
# 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_dpz_14tfib_2
_database_code_depnum_ccdc_archive 'CCDC 2017057'
loop_
_audit_author_name
_audit_author_address
'Vinko Nemec'
;Department of Chemistry, Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-07-17 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H29 N O3, 2(C6 F4 I2)'
_chemical_formula_sum            'C36 H29 F8 I4 N O3'
_chemical_formula_weight         1183.20

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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           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                   26.652(3)
_cell_length_b                   15.0198(16)
_cell_length_c                   10.0293(17)
_cell_angle_alpha                90
_cell_angle_beta                 96.783(12)
_cell_angle_gamma                90
_cell_volume                     3986.7(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    295
_cell_measurement_reflns_used    3214
_cell_measurement_theta_min      4.2860
_cell_measurement_theta_max      22.3350

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.971
_exptl_crystal_F_000             2240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    3.199
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.27991
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            33728
_diffrn_reflns_av_unetI/netI     0.0914
_diffrn_reflns_av_R_equivalents  0.1016
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.199
_diffrn_reflns_theta_max         26.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             8644
_reflns_number_gt                4144
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0629P)²+7.6546P] 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         8644
_refine_ls_number_parameters     488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1523
_refine_ls_R_factor_gt           0.0697
_refine_ls_wR_factor_ref         0.2034
_refine_ls_wR_factor_gt          0.1521
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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 0.06905(3) 0.69672(5) 0.57170(7) 0.0642(2) Uani 1 1 d . . . . .
I2 I 0.42277(3) 0.62233(6) 0.18807(9) 0.0862(3) Uani 1 1 d . . . . .
I3 I 0.30495(4) 0.56106(7) 0.42739(11) 0.1066(4) Uani 1 1 d . . . . .
I4 I 0.20757(6) 0.15203(9) 0.59646(15) 0.1510(6) Uani 1 1 d . . . . .
F1 F 0.0734(3) 0.5031(5) 0.7118(7) 0.092(2) Uani 1 1 d . . . . .
F2 F -0.0211(2) 0.6448(4) 0.3451(7) 0.0836(19) Uani 1 1 d . . . . .
F3 F 0.5087(3) 0.6781(4) 0.0095(8) 0.101(2) Uani 1 1 d . . . . .
F4 F 0.5688(3) 0.5857(5) -0.1297(8) 0.102(2) Uani 1 1 d . . . . .
O1 O 0.3436(3) 0.7375(5) 0.3411(9) 0.085(2) Uani 1 1 d . . . . .
N1 N 0.1172(3) 0.8697(5) 0.6176(8) 0.0515(19) Uani 1 1 d . . . . .
O3 O 0.4309(3) 1.1143(5) 0.1743(8) 0.079(2) Uani 1 1 d . . . . .
O2 O 0.4674(3) 0.9650(5) 0.1160(8) 0.077(2) Uani 1 1 d . . . . .
C3 C -0.0104(4) 0.5740(7) 0.4244(11) 0.061(3) Uani 1 1 d . . . . .
F7 F 0.1866(4) 0.3481(7) 0.6863(10) 0.145(4) Uani 1 1 d . . . . .
F8 F 0.2229(4) 0.5057(6) 0.6152(10) 0.137(3) Uani 1 1 d . . . . .
C1 C 0.0268(4) 0.5783(7) 0.5308(11) 0.057(3) Uani 1 1 d . . . . .
C2 C 0.0362(4) 0.5030(7) 0.6074(10) 0.058(3) Uani 1 1 d . . . . .
C29 C 0.4067(4) 0.8821(7) 0.2309(10) 0.065(3) Uani 1 1 d . . . . .
H29 H 0.4196 0.8270 0.2100 0.078 Uiso 1 1 calc R U . . .
F5 F 0.3306(4) 0.3602(7) 0.3521(12) 0.152(4) Uani 1 1 d . . . . .
C30 C 0.4275(4) 0.9599(7) 0.1891(10) 0.056(2) Uani 1 1 d . . . . .
F6 F 0.2930(4) 0.2050(6) 0.4146(12) 0.162(4) Uani 1 1 d . . . . .
C24 C 0.1653(4) 0.8706(8) 0.7025(11) 0.067(3) Uani 1 1 d . . . . .
H24A H 0.1619 0.8400 0.7861 0.080 Uiso 1 1 calc R U . . .
H24B H 0.1752 0.9316 0.7235 0.080 Uiso 1 1 calc R U . . .
C28 C 0.3659(4) 0.8881(7) 0.3049(12) 0.068(3) Uani 1 1 d . . . . .
C31 C 0.4083(4) 1.0421(7) 0.2222(11) 0.065(3) Uani 1 1 d . . . . .
C4 C 0.4690(4) 0.5492(8) 0.0742(11) 0.068(3) Uani 1 1 d . . . . .
C19 C 0.0771(4) 0.9092(6) 0.6867(12) 0.064(3) Uani 1 1 d . . . . .
H19A H 0.0763 0.8777 0.7709 0.077 Uiso 1 1 calc R U . . .
H19B H 0.0451 0.8979 0.6326 0.077 Uiso 1 1 calc R U . . .
C5 C 0.5033(4) 0.5906(7) 0.0055(12) 0.070(3) Uani 1 1 d . . . . .
C6 C 0.5348(4) 0.5423(8) -0.0658(12) 0.070(3) Uani 1 1 d . . . . .
C20 C 0.1212(4) 0.9102(7) 0.4856(10) 0.067(3) Uani 1 1 d . . . . .
H20A H 0.1297 0.9727 0.4975 0.080 Uiso 1 1 calc R U . . .
H20B H 0.0888 0.9062 0.4307 0.080 Uiso 1 1 calc R U . . .
C32 C 0.3683(4) 1.0468(7) 0.3003(12) 0.068(3) Uani 1 1 d . . . . .
H32 H 0.3556 1.1016 0.3238 0.082 Uiso 1 1 calc R U . . .
C27 C 0.3376(4) 0.8157(7) 0.3560(14) 0.082(4) Uani 1 1 d . . . . .
C33 C 0.3478(4) 0.9683(7) 0.3417(12) 0.071(3) Uani 1 1 d . . . . .
C23 C 0.2059(4) 0.8250(8) 0.6315(13) 0.081(4) Uani 1 1 d . . . . .
H23A H 0.2380 0.8279 0.6881 0.098 Uiso 1 1 calc R U . . .
H23B H 0.1972 0.7627 0.6173 0.098 Uiso 1 1 calc R U . . .
C18 C 0.1045(4) 1.0370(9) 0.8383(13) 0.077(3) Uani 1 1 d . . . . .
H18 H 0.1210 0.9972 0.8996 0.092 Uiso 1 1 calc R U . . .
C13 C 0.0798(4) 1.0083(8) 0.7177(13) 0.072(3) Uani 1 1 d . . . . .
C10 C 0.2388(5) 0.2763(10) 0.5511(14) 0.084(4) Uani 1 1 d . . . . .
C36 C 0.4115(5) 1.1992(8) 0.1980(15) 0.099(4) Uani 1 1 d . . . . .
H36A H 0.4310 1.2436 0.1586 0.149 Uiso 1 1 calc R U . . .
H36B H 0.3769 1.2026 0.1585 0.149 Uiso 1 1 calc R U . . .
H36C H 0.4133 1.2092 0.2929 0.149 Uiso 1 1 calc R U . . .
C7 C 0.2771(5) 0.4352(10) 0.4808(13) 0.083(4) Uani 1 1 d . . . . .
C22 C 0.2112(5) 0.8686(9) 0.4973(15) 0.086(4) Uani 1 1 d . . . . .
H22 H 0.2204 0.9312 0.5130 0.103 Uiso 1 1 calc R U . A 1
C21 C 0.1607(5) 0.8648(8) 0.4144(12) 0.087(4) Uani 1 1 d . . . . .
H21A H 0.1512 0.8032 0.3973 0.105 Uiso 1 1 calc R U . . .
H21B H 0.1628 0.8937 0.3287 0.105 Uiso 1 1 calc R U . . .
C35 C 0.4875(5) 0.8822(9) 0.0768(13) 0.092(4) Uani 1 1 d . . . . .
H35A H 0.5153 0.8933 0.0262 0.138 Uiso 1 1 calc R U . . .
H35B H 0.4991 0.8481 0.1554 0.138 Uiso 1 1 calc R U . . .
H35C H 0.4617 0.8496 0.0225 0.138 Uiso 1 1 calc R U . . .
C17 C 0.1038(5) 1.1295(10) 0.8657(15) 0.088(4) Uani 1 1 d . . . . .
H17 H 0.1197 1.1505 0.9472 0.105 Uiso 1 1 calc R U . . .
C14 C 0.0567(5) 1.0673(9) 0.6265(16) 0.100(4) Uani 1 1 d . . . . .
H14 H 0.0409 1.0473 0.5442 0.120 Uiso 1 1 calc R U . . .
C8 C 0.2951(5) 0.3577(10) 0.4344(15) 0.093(4) Uani 1 1 d . . . . .
C11 C 0.2227(6) 0.3513(11) 0.6038(14) 0.093(4) Uani 1 1 d . . . . .
C12 C 0.2419(6) 0.4321(10) 0.5629(15) 0.092(4) Uani 1 1 d . . . . .
C34 C 0.3067(5) 0.9595(7) 0.4273(16) 0.101(5) Uani 1 1 d . . . . .
H34A H 0.2756 0.9849 0.3834 0.121 Uiso 1 1 calc R U . B 1
H34B H 0.3154 0.9893 0.5127 0.121 Uiso 1 1 calc R U . B 1
C16 C 0.0806(6) 1.1882(10) 0.7761(19) 0.111(5) Uani 1 1 d . . . . .
H16 H 0.0807 1.2488 0.7950 0.133 Uiso 1 1 calc R U . . .
C15 C 0.0569(6) 1.1561(11) 0.6572(19) 0.121(6) Uani 1 1 d . . . . .
H15 H 0.0404 1.1958 0.5956 0.146 Uiso 1 1 calc R U . . .
C9 C 0.2744(5) 0.2777(10) 0.4699(17) 0.100(4) Uani 1 1 d . . . . .
C25A C 0.2468(8) 0.8279(13) 0.404(3) 0.071(7) Uani 0.69(4) 1 d . . P C 1
H25A H 0.2449 0.7635 0.4080 0.085 Uiso 0.69(4) 1 calc R U P C 1
H25B H 0.2366 0.8465 0.3126 0.085 Uiso 0.69(4) 1 calc R U P C 1
C26A C 0.3008(7) 0.8579(11) 0.448(3) 0.062(6) Uani 0.69(4) 1 d . . P C 1
H26A H 0.3110 0.8419 0.5420 0.074 Uiso 0.69(4) 1 calc R U P C 1
C25B C 0.2679(15) 0.815(3) 0.488(4) 0.056(12) Uani 0.31(4) 1 d . . P C 2
H25C H 0.2923 0.8275 0.5657 0.067 Uiso 0.31(4) 1 calc R U P C 2
H25D H 0.2638 0.7515 0.4766 0.067 Uiso 0.31(4) 1 calc R U P C 2
C26B C 0.2816(15) 0.859(2) 0.366(4) 0.051(12) Uani 0.31(4) 1 d . . P C 2
H26B H 0.2568 0.8592 0.2853 0.062 Uiso 0.31(4) 1 calc R U P C 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 C1 2.119(9) . ?
I2 C4 2.088(10) . ?
I3 C7 2.122(13) . ?
I4 C10 2.115(13) . ?
F1 C2 1.353(11) . ?
F2 C3 1.338(12) . ?
F3 C5 1.322(12) . ?
F4 C6 1.339(12) . ?
O1 C27 1.197(12) . ?
N1 C24 1.454(12) . ?
N1 C19 1.467(12) . ?
N1 C20 1.472(12) . ?
O3 C31 1.356(12) . ?
O3 C36 1.406(14) . ?
O2 C30 1.363(11) . ?
O2 C35 1.428(14) . ?
C3 C2 1.364(14) 3_566 ?
C3 C1 1.370(14) . ?
F7 C11 1.343(15) . ?
F8 C12 1.348(15) . ?
C1 C2 1.374(14) . ?
C2 C3 1.364(14) 3_566 ?
C29 C30 1.380(14) . ?
C29 C28 1.388(14) . ?
C29 H29 0.9300 . ?
F5 C8 1.327(15) . ?
C30 C31 1.390(14) . ?
F6 C9 1.346(16) . ?
C24 C23 1.526(15) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C28 C33 1.365(14) . ?
C28 C27 1.452(14) . ?
C31 C32 1.398(14) . ?
C4 C5 1.360(15) . ?
C4 C6 1.379(15) 3_665 ?
C19 C13 1.520(14) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C5 C6 1.374(15) . ?
C6 C4 1.379(15) 3_665 ?
C20 C21 1.504(15) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C32 C33 1.382(14) . ?
C32 H32 0.9300 . ?
C27 C26A 1.557(19) . ?
C27 C26B 1.64(4) . ?
C33 C34 1.476(14) . ?
C23 C22 1.519(17) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C18 C13 1.376(16) . ?
C18 C17 1.417(17) . ?
C18 H18 0.9300 . ?
C13 C14 1.368(17) . ?
C10 C9 1.323(18) . ?
C10 C11 1.335(19) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C7 C12 1.321(17) . ?
C7 C8 1.363(18) . ?
C22 C21 1.496(17) . ?
C22 C25A 1.53(2) . ?
C22 C25B 1.72(4) . ?
C22 H22 0.9800 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C17 C16 1.355(19) . ?
C17 H17 0.9300 . ?
C14 C15 1.369(19) . ?
C14 H14 0.9300 . ?
C8 C9 1.386(19) . ?
C11 C12 1.397(19) . ?
C34 C26A 1.55(2) . ?
C34 C26B 1.74(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C16 C15 1.37(2) . ?
C16 H16 0.9300 . ?
C15 H15 0.9300 . ?
C25A C26A 1.52(3) . ?
C25A H25A 0.9700 . ?
C25A H25B 0.9700 . ?
C26A H26A 0.9800 . ?
C25B C26B 1.47(7) . ?
C25B H25C 0.9700 . ?
C25B H25D 0.9700 . ?
C26B H26B 0.9800 . ?

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
C24 N1 C19 111.2(8) . . ?
C24 N1 C20 111.7(8) . . ?
C19 N1 C20 113.1(8) . . ?
C31 O3 C36 118.6(9) . . ?
C30 O2 C35 116.2(8) . . ?
F2 C3 C2 118.0(10) . 3_566 ?
F2 C3 C1 120.6(10) . . ?
C2 C3 C1 121.4(10) 3_566 . ?
C3 C1 C2 117.7(9) . . ?
C3 C1 I1 120.7(8) . . ?
C2 C1 I1 121.7(8) . . ?
F1 C2 C3 119.0(10) . 3_566 ?
F1 C2 C1 120.0(9) . . ?
C3 C2 C1 120.9(9) 3_566 . ?
C30 C29 C28 118.3(9) . . ?
C30 C29 H29 120.8 . . ?
C28 C29 H29 120.8 . . ?
O2 C30 C29 125.3(9) . . ?
O2 C30 C31 114.2(9) . . ?
C29 C30 C31 120.5(9) . . ?
N1 C24 C23 110.4(8) . . ?
N1 C24 H24A 109.6 . . ?
C23 C24 H24A 109.6 . . ?
N1 C24 H24B 109.6 . . ?
C23 C24 H24B 109.6 . . ?
H24A C24 H24B 108.1 . . ?
C33 C28 C29 121.7(10) . . ?
C33 C28 C27 110.5(9) . . ?
C29 C28 C27 127.8(10) . . ?
O3 C31 C30 115.8(9) . . ?
O3 C31 C32 123.9(10) . . ?
C30 C31 C32 120.3(9) . . ?
C5 C4 C6 118.3(10) . 3_665 ?
C5 C4 I2 120.8(8) . . ?
C6 C4 I2 120.9(9) 3_665 . ?
N1 C19 C13 118.2(8) . . ?
N1 C19 H19A 107.8 . . ?
C13 C19 H19A 107.8 . . ?
N1 C19 H19B 107.8 . . ?
C13 C19 H19B 107.8 . . ?
H19A C19 H19B 107.1 . . ?
F3 C5 C4 121.2(10) . . ?
F3 C5 C6 118.0(10) . . ?
C4 C5 C6 120.8(10) . . ?
F4 C6 C5 118.8(10) . . ?
F4 C6 C4 120.3(10) . 3_665 ?
C5 C6 C4 120.9(10) . 3_665 ?
N1 C20 C21 111.7(9) . . ?
N1 C20 H20A 109.3 . . ?
C21 C20 H20A 109.3 . . ?
N1 C20 H20B 109.3 . . ?
C21 C20 H20B 109.3 . . ?
H20A C20 H20B 108.0 . . ?
C33 C32 C31 118.6(9) . . ?
C33 C32 H32 120.7 . . ?
C31 C32 H32 120.7 . . ?
O1 C27 C28 127.4(10) . . ?
O1 C27 C26A 125.2(11) . . ?
C28 C27 C26A 107.1(10) . . ?
O1 C27 C26B 122.1(17) . . ?
C28 C27 C26B 103.9(16) . . ?
C28 C33 C32 120.4(10) . . ?
C28 C33 C34 112.9(9) . . ?
C32 C33 C34 126.7(10) . . ?
C22 C23 C24 111.4(10) . . ?
C22 C23 H23A 109.3 . . ?
C24 C23 H23A 109.3 . . ?
C22 C23 H23B 109.3 . . ?
C24 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
C13 C18 C17 117.6(13) . . ?
C13 C18 H18 121.2 . . ?
C17 C18 H18 121.2 . . ?
C14 C13 C18 121.0(12) . . ?
C14 C13 C19 119.4(12) . . ?
C18 C13 C19 119.6(11) . . ?
C9 C10 C11 121.1(14) . . ?
C9 C10 I4 118.4(12) . . ?
C11 C10 I4 120.5(11) . . ?
O3 C36 H36A 109.5 . . ?
O3 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O3 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C12 C7 C8 119.2(13) . . ?
C12 C7 I3 119.0(12) . . ?
C8 C7 I3 121.8(11) . . ?
C21 C22 C23 107.7(9) . . ?
C21 C22 C25A 103.2(14) . . ?
C23 C22 C25A 119.7(15) . . ?
C21 C22 C25B 133.6(16) . . ?
C23 C22 C25B 91.2(18) . . ?
C21 C22 H22 108.6 . . ?
C23 C22 H22 108.6 . . ?
C25A C22 H22 108.6 . . ?
C22 C21 C20 110.7(10) . . ?
C22 C21 H21A 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 108.1 . . ?
O2 C35 H35A 109.5 . . ?
O2 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O2 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C16 C17 C18 121.6(13) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C13 C14 C15 119.4(14) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
F5 C8 C7 119.6(14) . . ?
F5 C8 C9 121.2(14) . . ?
C7 C8 C9 119.1(13) . . ?
C10 C11 F7 119.9(14) . . ?
C10 C11 C12 118.2(13) . . ?
F7 C11 C12 121.7(14) . . ?
C7 C12 F8 122.8(14) . . ?
C7 C12 C11 121.7(14) . . ?
F8 C12 C11 115.6(14) . . ?
C33 C34 C26A 105.0(10) . . ?
C33 C34 C26B 98.8(14) . . ?
C33 C34 H34A 110.7 . . ?
C26A C34 H34A 110.7 . . ?
C33 C34 H34B 110.7 . . ?
C26A C34 H34B 110.7 . . ?
H34A C34 H34B 108.8 . . ?
C17 C16 C15 118.5(14) . . ?
C17 C16 H16 120.8 . . ?
C15 C16 H16 120.8 . . ?
C14 C15 C16 121.9(15) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C10 C9 F6 124.6(15) . . ?
C10 C9 C8 120.6(14) . . ?
F6 C9 C8 114.9(14) . . ?
C26A C25A C22 109.9(19) . . ?
C26A C25A H25A 109.7 . . ?
C22 C25A H25A 109.7 . . ?
C26A C25A H25B 109.7 . . ?
C22 C25A H25B 109.7 . . ?
H25A C25A H25B 108.2 . . ?
C25A C26A C34 111.1(19) . . ?
C25A C26A C27 110.4(19) . . ?
C34 C26A C27 103.9(11) . . ?
C25A C26A H26A 110.4 . . ?
C34 C26A H26A 110.4 . . ?
C27 C26A H26A 110.4 . . ?
C26B C25B C22 98(3) . . ?
C26B C25B H25C 112.1 . . ?
C22 C25B H25C 112.1 . . ?
C26B C25B H25D 112.1 . . ?
C22 C25B H25D 112.1 . . ?
H25C C25B H25D 109.8 . . ?
C25B C26B C27 101(3) . . ?
C25B C26B C34 102(3) . . ?
C27 C26B C34 93(2) . . ?
C25B C26B H26B 118.7 . . ?
C27 C26B H26B 118.7 . . ?
C34 C26B H26B 118.7 . . ?

_refine_diff_density_max         1.901
_refine_diff_density_min         -1.334
_refine_diff_density_rms         0.119

