# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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 
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data_cu_230302d_0m
_database_code_depnum_ccdc_archive 'CCDC 2296981'
loop_
_audit_author_name
_audit_author_address
'Feng-Ting Liu'
;Shandong University
China
;
_audit_update_record             
;
2023-09-23 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_audit_creation_date             2023-03-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I, C24 H27 N4 O3, C6 H14'
_chemical_formula_sum            'C30 H41 I N4 O3'
_chemical_formula_weight         632.57
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   17.078(5)
_cell_length_b                   10.396(2)
_cell_length_c                   17.758(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.958(10)
_cell_angle_gamma                90
_cell_volume                     2981.8(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5103
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      66.656
_cell_measurement_theta_min      4.371
_shelx_estimated_absorpt_T_max   0.670
_shelx_estimated_absorpt_T_min   0.542
_exptl_absorpt_coefficient_mu    8.723
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.3502
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1420 before and 0.0628 after correction.
The Ratio of minimum to maximum transmission is 0.4652.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0590
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14070
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        65.084
_diffrn_reflns_theta_max         65.084
_diffrn_reflns_theta_min         4.371
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker D8 Venture Photon III'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3677
_reflns_number_total             5016
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.742
_refine_diff_density_min         -2.371
_refine_diff_density_rms         0.163
_refine_ls_extinction_coef       0.0026(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         5016
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.1007
_refine_ls_R_factor_gt           0.0782
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1587P)²+5.3427P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2233
_refine_ls_wR_factor_ref         0.2485
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C27-C7
 1.55 with sigma of 0.01
 C3-C29
 1.55 with sigma of 0.01
 C13-C3
 1.55 with sigma of 0.01
 C7-C25
 1.55 with sigma of 0.01
 C25-C13
 1.55 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C3 \\sim C7 \\sim C13 \\sim C25 \\sim C27 \\sim C29: within 1.7A with sigma of
0.004 and sigma for terminal atoms of 0.008 within 1.7A
O2 \\sim O3 \\sim N3: within 1.7A with sigma of 0.004 and sigma for terminal
atoms of 0.008 within 1.7A
4.a Ternary CH refined with riding coordinates:
 C19(H19)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C7(H7A,H7B), C13(H13A,H13B), C15(H15A,H15B), C17(H17A,H17B),
 C21(H21A,H21B), C25(H25A,H25B), C28(H28A,H28B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C6(H6), C8(H8), C11(H11), C18(H18), C20(H20), C24(H24),
 C30(H30)
4.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C23(H23C,H23A,H23B), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.29698(4) 0.11151(5) 0.40038(3) 0.0539(3) Uani 1 1 d . . . . .
O1 O 0.7556(4) 0.2946(6) 0.6332(3) 0.0546(15) Uani 1 1 d . . . . .
O2 O 0.7362(9) 0.0555(10) 0.1787(5) 0.131(3) Uani 1 1 d . U . . .
O3 O 0.7978(6) 0.2308(8) 0.1767(4) 0.091(2) Uani 1 1 d . U . . .
N1 N 0.6508(4) 0.4393(6) 0.4814(3) 0.0404(14) Uani 1 1 d . . . . .
N2 N 0.4557(4) 0.7727(6) 0.3475(4) 0.0524(18) Uani 1 1 d . . . . .
N3 N 0.7706(9) 0.1498(10) 0.2119(6) 0.101(3) Uani 1 1 d . U . . .
N4 N 0.8050(5) 0.2217(7) 0.5357(4) 0.0504(17) Uani 1 1 d . . . . .
C1 C 0.5066(5) 0.3852(7) 0.4132(5) 0.0428(18) Uani 1 1 d . . . . .
C2 C 0.7629(8) 0.0903(10) 0.4173(6) 0.071(3) Uani 1 1 d . . . . .
H2 H 0.747784 0.024092 0.446790 0.085 Uiso 1 1 calc R U . . .
C3 C 0.4592(10) 0.6818(15) 0.0421(9) 0.129(4) Uani 1 1 d D U . . .
H3A H 0.497570 0.656976 0.013159 0.155 Uiso 1 1 calc R U . . .
H3B H 0.487701 0.747807 0.081713 0.155 Uiso 1 1 calc R U . . .
C4 C 0.5714(5) 0.4796(7) 0.4359(4) 0.0412(17) Uani 1 1 d . . . . .
C5 C 0.8227(6) 0.2974(9) 0.4120(5) 0.056(2) Uani 1 1 d . . . . .
H5 H 0.846646 0.374473 0.438125 0.068 Uiso 1 1 calc R U . . .
C6 C 0.5550(6) 0.6080(7) 0.4126(5) 0.0453(19) Uani 1 1 d . . . . .
H6 H 0.598457 0.669432 0.427802 0.054 Uiso 1 1 calc R U . . .
C7 C 0.5223(11) 0.4174(16) 0.1927(11) 0.139(4) Uani 1 1 d D U . . .
H7A H 0.521792 0.382282 0.140742 0.167 Uiso 1 1 calc R U . . .
H7B H 0.477345 0.372930 0.206220 0.167 Uiso 1 1 calc R U . . .
C8 C 0.5237(5) 0.2584(8) 0.4372(5) 0.050(2) Uani 1 1 d . . . . .
H8 H 0.480660 0.196216 0.422274 0.060 Uiso 1 1 calc R U . . .
C9 C 0.7806(7) 0.1650(10) 0.2970(5) 0.062(2) Uani 1 1 d . . . . .
C10 C 0.6649(5) 0.3145(8) 0.5031(4) 0.0470(19) Uani 1 1 d . . . . .
C11 C 0.7529(9) 0.0713(10) 0.3367(6) 0.080(3) Uani 1 1 d . . . . .
H11 H 0.727444 -0.004658 0.310060 0.096 Uiso 1 1 calc R U . . .
C12 C 0.7169(5) 0.5339(8) 0.5046(5) 0.0489(19) Uani 1 1 d . . . . .
H12A H 0.722665 0.574625 0.456930 0.073 Uiso 1 1 calc R U . . .
H12B H 0.769024 0.491400 0.534421 0.073 Uiso 1 1 calc R U . . .
H12C H 0.703727 0.599520 0.538263 0.073 Uiso 1 1 calc R U . . .
C13 C 0.4460(11) 0.5636(16) 0.0879(8) 0.138(3) Uani 1 1 d D U . . .
H13A H 0.459065 0.486303 0.061622 0.165 Uiso 1 1 calc R U . . .
H13B H 0.386379 0.559077 0.082109 0.165 Uiso 1 1 calc R U . . .
C14 C 0.4746(6) 0.6471(8) 0.3669(5) 0.0474(19) Uani 1 1 d . . . . .
C15 C 0.5133(8) 0.8793(8) 0.3806(7) 0.071(3) Uani 1 1 d . . . . .
H15A H 0.561427 0.847150 0.424642 0.085 Uiso 1 1 calc R U . . .
H15B H 0.485222 0.946011 0.402296 0.085 Uiso 1 1 calc R U . . .
C16 C 0.7943(5) 0.2032(9) 0.4537(5) 0.050(2) Uani 1 1 d . . . . .
C17 C 0.4061(7) 0.8782(9) 0.2171(6) 0.067(3) Uani 1 1 d . . . . .
H17A H 0.429386 0.811209 0.190938 0.080 Uiso 1 1 calc R U . . .
H17B H 0.355826 0.913152 0.176903 0.080 Uiso 1 1 calc R U . . .
C18 C 0.4261(5) 0.4281(8) 0.3681(4) 0.0480(19) Uani 1 1 d . . . . .
H18 H 0.381973 0.367741 0.353535 0.058 Uiso 1 1 calc R U . . .
C19 C 0.4684(7) 0.9844(11) 0.2457(7) 0.076(3) Uani 1 1 d . . . . .
H19 H 0.440848 1.055836 0.265323 0.092 Uiso 1 1 calc R U . . .
C20 C 0.6017(6) 0.2220(8) 0.4820(5) 0.053(2) Uani 1 1 d . . . . .
H20 H 0.613021 0.135207 0.498738 0.064 Uiso 1 1 calc R U . . .
C21 C 0.5421(7) 0.9359(11) 0.3175(7) 0.076(3) Uani 1 1 d . . . . .
H21A H 0.573567 0.870388 0.298769 0.091 Uiso 1 1 calc R U . . .
H21B H 0.579818 1.008686 0.340022 0.091 Uiso 1 1 calc R U . . .
C22 C 0.7485(5) 0.2738(7) 0.5572(4) 0.0433(18) Uani 1 1 d . . . . .
C23 C 0.4983(10) 1.0392(16) 0.1792(10) 0.117(5) Uani 1 1 d . . . . .
H23C H 0.451712 1.079527 0.138329 0.176 Uiso 1 1 calc R U . . .
H23A H 0.520701 0.969335 0.155149 0.176 Uiso 1 1 calc R U . . .
H23B H 0.541597 1.103424 0.201654 0.176 Uiso 1 1 calc R U . . .
C24 C 0.4102(5) 0.5526(8) 0.3450(5) 0.0473(19) Uani 1 1 d . . . . .
H24 H 0.355637 0.577266 0.314045 0.057 Uiso 1 1 calc R U . . .
C25 C 0.4959(10) 0.5552(16) 0.1778(8) 0.134(3) Uani 1 1 d D U . . .
H25A H 0.544725 0.612621 0.191161 0.160 Uiso 1 1 calc R U . . .
H25B H 0.460966 0.580276 0.210290 0.160 Uiso 1 1 calc R U . . .
C26 C 0.8246(6) 0.2327(9) 0.6922(5) 0.060(2) Uani 1 1 d . . . . .
H26A H 0.819660 0.139228 0.685231 0.090 Uiso 1 1 calc R U . . .
H26B H 0.824219 0.255431 0.745617 0.090 Uiso 1 1 calc R U . . .
H26C H 0.876574 0.261653 0.685549 0.090 Uiso 1 1 calc R U . . .
C27 C 0.6028(11) 0.3721(18) 0.2533(13) 0.149(5) Uani 1 1 d D U . . .
H27A H 0.641419 0.345865 0.225712 0.223 Uiso 1 1 calc R U . . .
H27B H 0.591617 0.298771 0.283020 0.223 Uiso 1 1 calc R U . . .
H27C H 0.627176 0.442303 0.290301 0.223 Uiso 1 1 calc R U . . .
C28 C 0.3819(6) 0.8171(9) 0.2841(5) 0.059(2) Uani 1 1 d . . . . .
H28A H 0.351834 0.880596 0.305897 0.071 Uiso 1 1 calc R U . . .
H28B H 0.344492 0.743338 0.263027 0.071 Uiso 1 1 calc R U . . .
C29 C 0.3832(12) 0.746(2) -0.0181(11) 0.160(5) Uani 1 1 d D U . . .
H29A H 0.371182 0.703970 -0.070095 0.240 Uiso 1 1 calc R U . . .
H29B H 0.394697 0.837264 -0.023066 0.240 Uiso 1 1 calc R U . . .
H29C H 0.335312 0.737140 0.000430 0.240 Uiso 1 1 calc R U . . .
C30 C 0.8159(6) 0.2785(9) 0.3339(5) 0.060(2) Uani 1 1 d . . . . .
H30 H 0.835080 0.341815 0.305402 0.072 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
O1 C22 1.333(9) . ?
O1 C26 1.448(10) . ?
O2 N3 1.196(12) . ?
O3 N3 1.225(12) . ?
N1 C4 1.399(10) . ?
N1 C10 1.353(10) . ?
N1 C12 1.453(10) . ?
N2 C14 1.362(10) . ?
N2 C15 1.472(12) . ?
N2 C28 1.465(11) . ?
N3 C9 1.474(12) . ?
N4 C16 1.420(10) . ?
N4 C22 1.269(11) . ?
C1 C4 1.436(11) . ?
C1 C8 1.387(11) . ?
C1 C18 1.418(12) . ?
C2 H2 0.9500 . ?
C2 C11 1.398(14) . ?
C2 C16 1.364(13) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C13 1.530(10) . ?
C3 C29 1.539(10) . ?
C4 C6 1.399(10) . ?
C5 H5 0.9500 . ?
C5 C16 1.406(12) . ?
C5 C30 1.368(12) . ?
C6 H6 0.9500 . ?
C6 C14 1.408(12) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C25 1.499(10) . ?
C7 C27 1.520(10) . ?
C8 H8 0.9500 . ?
C8 C20 1.365(12) . ?
C9 C11 1.373(14) . ?
C9 C30 1.389(13) . ?
C10 C20 1.402(12) . ?
C10 C22 1.500(11) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C25 1.549(9) . ?
C14 C24 1.432(13) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C21 1.483(16) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C19 1.503(15) . ?
C17 C28 1.518(14) . ?
C18 H18 0.9500 . ?
C18 C24 1.359(12) . ?
C19 H19 1.0000 . ?
C19 C21 1.556(15) . ?
C19 C23 1.542(17) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C23 H23C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30 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
C22 O1 C26 116.4(7) . . ?
C4 N1 C12 118.7(6) . . ?
C10 N1 C4 120.0(7) . . ?
C10 N1 C12 121.3(7) . . ?
C14 N2 C15 123.2(7) . . ?
C14 N2 C28 124.8(7) . . ?
C28 N2 C15 111.5(7) . . ?
O2 N3 O3 121.3(9) . . ?
O2 N3 C9 117.8(9) . . ?
O3 N3 C9 120.9(9) . . ?
C22 N4 C16 120.6(7) . . ?
C8 C1 C4 119.8(7) . . ?
C8 C1 C18 122.8(8) . . ?
C18 C1 C4 117.4(7) . . ?
C11 C2 H2 119.8 . . ?
C16 C2 H2 119.8 . . ?
C16 C2 C11 120.4(9) . . ?
H3A C3 H3B 107.1 . . ?
C13 C3 H3A 107.6 . . ?
C13 C3 H3B 107.6 . . ?
C13 C3 C29 118.7(15) . . ?
C29 C3 H3A 107.6 . . ?
C29 C3 H3B 107.6 . . ?
N1 C4 C1 118.2(6) . . ?
C6 C4 N1 121.3(7) . . ?
C6 C4 C1 120.5(7) . . ?
C16 C5 H5 119.8 . . ?
C30 C5 H5 119.8 . . ?
C30 C5 C16 120.4(9) . . ?
C4 C6 H6 119.7 . . ?
C4 C6 C14 120.7(8) . . ?
C14 C6 H6 119.7 . . ?
H7A C7 H7B 106.3 . . ?
C25 C7 H7A 106.1 . . ?
C25 C7 H7B 106.1 . . ?
C25 C7 C27 124.9(15) . . ?
C27 C7 H7A 106.1 . . ?
C27 C7 H7B 106.1 . . ?
C1 C8 H8 119.6 . . ?
C20 C8 C1 120.8(8) . . ?
C20 C8 H8 119.6 . . ?
C11 C9 N3 120.5(9) . . ?
C11 C9 C30 122.0(9) . . ?
C30 C9 N3 117.5(8) . . ?
N1 C10 C20 122.1(7) . . ?
N1 C10 C22 119.8(7) . . ?
C20 C10 C22 117.9(7) . . ?
C2 C11 H11 120.8 . . ?
C9 C11 C2 118.5(9) . . ?
C9 C11 H11 120.8 . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C13 H13A 107.9 . . ?
C3 C13 H13B 107.9 . . ?
C3 C13 C25 117.8(14) . . ?
H13A C13 H13B 107.2 . . ?
C25 C13 H13A 107.9 . . ?
C25 C13 H13B 107.9 . . ?
N2 C14 C6 122.0(8) . . ?
N2 C14 C24 119.4(8) . . ?
C6 C14 C24 118.5(8) . . ?
N2 C15 H15A 109.7 . . ?
N2 C15 H15B 109.7 . . ?
N2 C15 C21 109.9(9) . . ?
H15A C15 H15B 108.2 . . ?
C21 C15 H15A 109.7 . . ?
C21 C15 H15B 109.7 . . ?
C2 C16 N4 120.2(8) . . ?
C2 C16 C5 119.9(8) . . ?
C5 C16 N4 119.7(8) . . ?
H17A C17 H17B 107.8 . . ?
C19 C17 H17A 109.1 . . ?
C19 C17 H17B 109.1 . . ?
C19 C17 C28 112.7(9) . . ?
C28 C17 H17A 109.1 . . ?
C28 C17 H17B 109.1 . . ?
C1 C18 H18 118.9 . . ?
C24 C18 C1 122.2(8) . . ?
C24 C18 H18 118.9 . . ?
C17 C19 H19 107.6 . . ?
C17 C19 C21 109.6(8) . . ?
C17 C19 C23 112.8(11) . . ?
C21 C19 H19 107.6 . . ?
C23 C19 H19 107.6 . . ?
C23 C19 C21 111.5(10) . . ?
C8 C20 C10 119.1(8) . . ?
C8 C20 H20 120.5 . . ?
C10 C20 H20 120.5 . . ?
C15 C21 C19 111.6(9) . . ?
C15 C21 H21A 109.3 . . ?
C15 C21 H21B 109.3 . . ?
C19 C21 H21A 109.3 . . ?
C19 C21 H21B 109.3 . . ?
H21A C21 H21B 108.0 . . ?
O1 C22 C10 110.9(7) . . ?
N4 C22 O1 123.1(7) . . ?
N4 C22 C10 125.9(7) . . ?
C19 C23 H23C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23C C23 H23A 109.5 . . ?
H23C C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C14 C24 H24 119.6 . . ?
C18 C24 C14 120.7(8) . . ?
C18 C24 H24 119.6 . . ?
C7 C25 C13 105.6(13) . . ?
C7 C25 H25A 110.6 . . ?
C7 C25 H25B 110.6 . . ?
C13 C25 H25A 110.6 . . ?
C13 C25 H25B 110.6 . . ?
H25A C25 H25B 108.8 . . ?
O1 C26 H26A 109.5 . . ?
O1 C26 H26B 109.5 . . ?
O1 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C7 C27 H27A 109.5 . . ?
C7 C27 H27B 109.5 . . ?
C7 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C28 C17 110.4(8) . . ?
N2 C28 H28A 109.6 . . ?
N2 C28 H28B 109.6 . . ?
C17 C28 H28A 109.6 . . ?
C17 C28 H28B 109.6 . . ?
H28A C28 H28B 108.1 . . ?
C3 C29 H29A 109.5 . . ?
C3 C29 H29B 109.5 . . ?
C3 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C5 C30 C9 118.7(8) . . ?
C5 C30 H30 120.7 . . ?
C9 C30 H30 120.7 . . ?

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
O2 N3 C9 C11 2(2) . . . . ?
O2 N3 C9 C30 -176.1(13) . . . . ?
O3 N3 C9 C11 -177.4(13) . . . . ?
O3 N3 C9 C30 5(2) . . . . ?
N1 C4 C6 C14 -179.9(7) . . . . ?
N1 C10 C20 C8 1.0(12) . . . . ?
N1 C10 C22 O1 83.3(9) . . . . ?
N1 C10 C22 N4 -99.3(9) . . . . ?
N2 C14 C24 C18 -175.7(8) . . . . ?
N2 C15 C21 C19 57.7(12) . . . . ?
N3 C9 C11 C2 -179.4(12) . . . . ?
N3 C9 C30 C5 177.3(11) . . . . ?
C1 C4 C6 C14 0.3(11) . . . . ?
C1 C8 C20 C10 -0.5(13) . . . . ?
C1 C18 C24 C14 -1.1(12) . . . . ?
C3 C13 C25 C7 -139.5(16) . . . . ?
C4 N1 C10 C20 -0.5(11) . . . . ?
C4 N1 C10 C22 -175.2(7) . . . . ?
C4 C1 C8 C20 -0.3(12) . . . . ?
C4 C1 C18 C24 1.6(12) . . . . ?
C4 C6 C14 N2 176.0(7) . . . . ?
C4 C6 C14 C24 0.2(12) . . . . ?
C6 C14 C24 C18 0.2(11) . . . . ?
C8 C1 C4 N1 0.7(11) . . . . ?
C8 C1 C4 C6 -179.5(8) . . . . ?
C8 C1 C18 C24 179.9(8) . . . . ?
C10 N1 C4 C1 -0.3(10) . . . . ?
C10 N1 C4 C6 179.9(7) . . . . ?
C11 C2 C16 N4 -179.5(10) . . . . ?
C11 C2 C16 C5 -4.9(17) . . . . ?
C11 C9 C30 C5 -0.5(17) . . . . ?
C12 N1 C4 C1 179.9(7) . . . . ?
C12 N1 C4 C6 0.1(10) . . . . ?
C12 N1 C10 C20 179.2(7) . . . . ?
C12 N1 C10 C22 4.6(10) . . . . ?
C14 N2 C15 C21 110.5(10) . . . . ?
C14 N2 C28 C17 -112.8(9) . . . . ?
C15 N2 C14 C6 -8.3(13) . . . . ?
C15 N2 C14 C24 167.5(8) . . . . ?
C15 N2 C28 C17 59.2(10) . . . . ?
C16 N4 C22 O1 -179.3(7) . . . . ?
C16 N4 C22 C10 3.5(13) . . . . ?
C16 C2 C11 C9 4.5(19) . . . . ?
C16 C5 C30 C9 0.1(15) . . . . ?
C17 C19 C21 C15 -52.6(13) . . . . ?
C18 C1 C4 N1 179.1(7) . . . . ?
C18 C1 C4 C6 -1.2(11) . . . . ?
C18 C1 C8 C20 -178.5(8) . . . . ?
C19 C17 C28 N2 -54.6(11) . . . . ?
C20 C10 C22 O1 -91.6(9) . . . . ?
C20 C10 C22 N4 85.8(11) . . . . ?
C22 N4 C16 C2 -92.6(11) . . . . ?
C22 N4 C16 C5 92.8(10) . . . . ?
C22 C10 C20 C8 175.7(7) . . . . ?
C23 C19 C21 C15 -178.2(11) . . . . ?
C26 O1 C22 N4 -11.6(12) . . . . ?
C26 O1 C22 C10 165.9(7) . . . . ?
C27 C7 C25 C13 146.9(18) . . . . ?
C28 N2 C14 C6 162.7(8) . . . . ?
C28 N2 C14 C24 -21.5(12) . . . . ?
C28 N2 C15 C21 -61.5(11) . . . . ?
C28 C17 C19 C21 50.5(12) . . . . ?
C28 C17 C19 C23 175.3(10) . . . . ?
C29 C3 C13 C25 -137.7(16) . . . . ?
C30 C5 C16 N4 177.3(9) . . . . ?
C30 C5 C16 C2 2.6(15) . . . . ?
C30 C9 C11 C2 -1.8(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_230302e_0m
_database_code_depnum_ccdc_archive 'CCDC 2296985'
loop_
_audit_author_name
_audit_author_address
'Feng-Ting Liu'
;Shandong University
China
;
_audit_update_record             
;
2023-09-23 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_audit_creation_date             2023-03-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.75(I), C H2 Cl2, C26 H30 N3 O2'
_chemical_formula_sum            'C27 H32 Cl2 I0.75 N3 O2'
_chemical_formula_weight         596.63
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.255(3)
_cell_length_b                   10.808(3)
_cell_length_c                   14.297(4)
_cell_angle_alpha                96.753(11)
_cell_angle_beta                 104.167(10)
_cell_angle_gamma                112.127(10)
_cell_volume                     1383.9(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9871
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      65.133
_cell_measurement_theta_min      3.279
_shelx_estimated_absorpt_T_max   0.665
_shelx_estimated_absorpt_T_min   0.536
_exptl_absorpt_coefficient_mu    8.899
_exptl_absorpt_correction_T_max  0.1621
_exptl_absorpt_correction_T_min  0.0510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1290 before and 0.0712 after correction.
The Ratio of minimum to maximum transmission is 0.3146.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             610
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_unetI/netI     0.0715
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15832
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        65.224
_diffrn_reflns_theta_max         65.224
_diffrn_reflns_theta_min         3.279
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker D8 Venture Photon III'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4053
_reflns_number_total             4637
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.335
_refine_diff_density_min         -0.787
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       0.0054(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         4637
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0557
_refine_ls_restrained_S_all      1.162
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1367P)²+0.8104P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1961
_refine_ls_wR_factor_ref         0.2058
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: I1(0.75)
3.a Ternary CH refined with riding coordinates:
 C26(H26)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C7(H7A,H7B), C13(H13A,H13B), C21(H21A,H21B), C24(H24A,H24B),
 C27(H27A,H27B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C9(H9), C10(H10), C11(H11), C15(H15), C16(H16),
 C19(H19), C22(H22)
3.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C23(H23C,H23A,H23B), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 1.23069(4) 1.12387(4) 0.75739(3) 0.0518(3) Uani 0.75 1 d . . P A 2
Cl1 Cl 1.3655(3) 0.8171(2) 0.99073(15) 0.0906(6) Uani 1 1 d . . . . .
Cl2 Cl 1.1634(2) 0.7293(2) 0.78881(14) 0.0833(5) Uani 1 1 d . . . . .
O1 O 0.0961(5) -0.2035(4) 0.1789(3) 0.0617(10) Uani 1 1 d . . . . .
O2 O 0.3235(6) 0.6374(5) 0.1913(4) 0.0837(14) Uani 1 1 d . . . . .
N1 N 0.4057(5) 0.0460(5) 0.3104(4) 0.0540(11) Uani 1 1 d . . . . .
N2 N 0.1408(6) -0.0129(6) 0.1150(4) 0.0628(13) Uani 1 1 d . . . . .
N3 N 0.9061(6) 0.2856(6) 0.5373(4) 0.0602(12) Uani 1 1 d . . . . .
C1 C 0.2580(7) 0.0029(6) 0.2915(5) 0.0549(13) Uani 1 1 d . . . . .
C2 C 0.9701(7) 0.2249(8) 0.4729(5) 0.0716(18) Uani 1 1 d . . . . .
H2A H 0.899621 0.187806 0.404642 0.086 Uiso 1 1 calc R U . . .
H2B H 0.984785 0.147633 0.497392 0.086 Uiso 1 1 calc R U . . .
C3 C 0.3664(8) 0.3364(7) 0.0965(6) 0.0710(17) Uani 1 1 d . . . . .
H3 H 0.440265 0.379876 0.067215 0.085 Uiso 1 1 calc R U . . .
C4 C 0.1989(7) 0.0228(6) 0.3660(5) 0.0577(13) Uani 1 1 d . . . . .
H4 H 0.094674 -0.009751 0.352011 0.069 Uiso 1 1 calc R U . . .
C5 C 0.3170(7) 0.4145(7) 0.1507(5) 0.0668(16) Uani 1 1 d . . . . .
C6 C 0.5476(6) 0.2112(6) 0.5786(4) 0.0551(13) Uani 1 1 d . . . . .
H6 H 0.511413 0.227218 0.631844 0.066 Uiso 1 1 calc R U . . .
C7 C 1.1149(7) 0.3280(8) 0.4709(5) 0.0680(16) Uani 1 1 d . . . . .
H7A H 1.098789 0.401637 0.441584 0.082 Uiso 1 1 calc R U . . .
H7B H 1.154792 0.282952 0.428162 0.082 Uiso 1 1 calc R U . . .
C8 C 0.4446(7) 0.1399(6) 0.4821(4) 0.0534(12) Uani 1 1 d . . . . .
C9 C 0.1557(8) 0.2108(7) 0.1858(5) 0.0668(16) Uani 1 1 d . . . . .
H9 H 0.084652 0.168329 0.217317 0.080 Uiso 1 1 calc R U . . .
C10 C 0.6581(7) 0.1635(6) 0.4234(4) 0.0543(13) Uani 1 1 d . . . . .
H10 H 0.695858 0.146446 0.371270 0.065 Uiso 1 1 calc R U . . .
C11 C 0.3743(9) 0.5640(8) 0.1559(6) 0.0742(18) Uani 1 1 d . . . . .
H11 H 0.454054 0.604742 0.130706 0.089 Uiso 1 1 calc R U . . .
C12 C 0.5047(6) 0.1171(6) 0.4042(4) 0.0515(12) Uani 1 1 d . . . . .
C13 C 1.2386(10) 0.8553(9) 0.9020(6) 0.080(2) Uani 1 1 d . . . . .
H13A H 1.157769 0.856562 0.927733 0.097 Uiso 1 1 calc R U . . .
H13B H 1.290699 0.947213 0.890521 0.097 Uiso 1 1 calc R U . . .
C14 C 0.7568(6) 0.2353(6) 0.5193(4) 0.0543(13) Uani 1 1 d . . . . .
C15 C 0.3071(8) 0.1932(8) 0.0848(6) 0.0714(17) Uani 1 1 d . . . . .
H15 H 0.337861 0.139323 0.045456 0.086 Uiso 1 1 calc R U . . .
C16 C 0.2935(6) 0.0906(6) 0.4616(4) 0.0551(13) Uani 1 1 d . . . . .
H16 H 0.253445 0.103158 0.513341 0.066 Uiso 1 1 calc R U . . .
C17 C 0.4654(7) 0.0116(8) 0.2312(5) 0.0687(17) Uani 1 1 d . . . . .
H17A H 0.383300 -0.052430 0.173165 0.103 Uiso 1 1 calc R U . . .
H17B H 0.531872 -0.031257 0.255751 0.103 Uiso 1 1 calc R U . . .
H17C H 0.520463 0.095629 0.212529 0.103 Uiso 1 1 calc R U . . .
C18 C 0.1603(7) -0.0694(7) 0.1876(5) 0.0578(14) Uani 1 1 d . . . . .
C19 C 0.2111(8) 0.3508(8) 0.1942(5) 0.0719(17) Uani 1 1 d . . . . .
H19 H 0.176059 0.403966 0.230305 0.086 Uiso 1 1 calc R U . . .
C20 C 0.2047(7) 0.1311(7) 0.1305(5) 0.0593(14) Uani 1 1 d . . . . .
C21 C -0.0084(8) -0.2868(7) 0.0827(5) 0.0740(18) Uani 1 1 d . . . . .
H21A H 0.044090 -0.284791 0.032873 0.089 Uiso 1 1 calc R U . . .
H21B H -0.083605 -0.250944 0.060385 0.089 Uiso 1 1 calc R U . . .
C22 C 0.6960(7) 0.2565(6) 0.5961(4) 0.0546(13) Uani 1 1 d . . . . .
H22 H 0.761117 0.303541 0.661367 0.066 Uiso 1 1 calc R U . . .
C23 C 1.3784(8) 0.4912(9) 0.5754(7) 0.081(2) Uani 1 1 d . . . . .
H23C H 1.443166 0.532078 0.644137 0.121 Uiso 1 1 calc R U . . .
H23A H 1.368130 0.563781 0.543263 0.121 Uiso 1 1 calc R U . . .
H23B H 1.421721 0.442582 0.539482 0.121 Uiso 1 1 calc R U . . .
C24 C 1.0084(7) 0.3574(7) 0.6375(5) 0.0611(14) Uani 1 1 d . . . . .
H24A H 1.021639 0.289323 0.675030 0.073 Uiso 1 1 calc R U . . .
H24B H 0.965479 0.408922 0.672443 0.073 Uiso 1 1 calc R U . . .
C25 C -0.0812(11) -0.4303(8) 0.0941(6) 0.088(2) Uani 1 1 d . . . . .
H25A H -0.149463 -0.490153 0.029628 0.132 Uiso 1 1 calc R U . . .
H25B H -0.136427 -0.431628 0.141294 0.132 Uiso 1 1 calc R U . . .
H25C H -0.005315 -0.463281 0.118770 0.132 Uiso 1 1 calc R U . . .
C26 C 1.2276(7) 0.3912(7) 0.5741(5) 0.0652(16) Uani 1 1 d . . . . .
H26 H 1.239953 0.315003 0.603188 0.078 Uiso 1 1 calc R U . . .
C27 C 1.1583(7) 0.4563(7) 0.6348(5) 0.0638(15) Uani 1 1 d . . . . .
H27A H 1.146580 0.532676 0.607227 0.077 Uiso 1 1 calc R U . . .
H27B H 1.226785 0.495899 0.703637 0.077 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
Cl1 C13 1.787(9) . ?
Cl2 C13 1.774(8) . ?
O1 C18 1.323(8) . ?
O1 C21 1.453(8) . ?
O2 C11 1.226(9) . ?
N1 C1 1.350(8) . ?
N1 C12 1.387(7) . ?
N1 C17 1.486(8) . ?
N2 C18 1.277(8) . ?
N2 C20 1.407(8) . ?
N3 C2 1.479(8) . ?
N3 C14 1.361(8) . ?
N3 C24 1.465(8) . ?
C1 C4 1.381(9) . ?
C1 C18 1.493(8) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C7 1.493(10) . ?
C3 H3 0.9500 . ?
C3 C5 1.390(10) . ?
C3 C15 1.406(10) . ?
C4 H4 0.9500 . ?
C4 C16 1.387(9) . ?
C5 C11 1.481(10) . ?
C5 C19 1.381(10) . ?
C6 H6 0.9500 . ?
C6 C8 1.428(8) . ?
C6 C22 1.357(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C26 1.521(10) . ?
C8 C12 1.437(8) . ?
C8 C16 1.375(8) . ?
C9 H9 0.9500 . ?
C9 C19 1.379(10) . ?
C9 C20 1.407(9) . ?
C10 H10 0.9500 . ?
C10 C12 1.401(8) . ?
C10 C14 1.409(8) . ?
C11 H11 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C22 1.426(8) . ?
C15 H15 0.9500 . ?
C15 C20 1.374(10) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C19 H19 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C25 1.496(11) . ?
C22 H22 0.9500 . ?
C23 H23C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 C26 1.511(10) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C27 1.519(9) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 1.0000 . ?
C26 C27 1.513(9) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?

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
C18 O1 C21 116.9(5) . . ?
C1 N1 C12 121.6(5) . . ?
C1 N1 C17 120.1(5) . . ?
C12 N1 C17 118.2(5) . . ?
C18 N2 C20 120.3(5) . . ?
C14 N3 C2 121.0(5) . . ?
C14 N3 C24 120.7(5) . . ?
C24 N3 C2 113.7(5) . . ?
N1 C1 C4 121.2(5) . . ?
N1 C1 C18 117.7(5) . . ?
C4 C1 C18 121.1(5) . . ?
N3 C2 H2A 109.3 . . ?
N3 C2 H2B 109.3 . . ?
N3 C2 C7 111.8(6) . . ?
H2A C2 H2B 107.9 . . ?
C7 C2 H2A 109.3 . . ?
C7 C2 H2B 109.3 . . ?
C5 C3 H3 120.0 . . ?
C5 C3 C15 120.1(7) . . ?
C15 C3 H3 120.0 . . ?
C1 C4 H4 120.3 . . ?
C1 C4 C16 119.3(6) . . ?
C16 C4 H4 120.3 . . ?
C3 C5 C11 118.7(7) . . ?
C19 C5 C3 119.6(7) . . ?
C19 C5 C11 121.7(7) . . ?
C8 C6 H6 119.2 . . ?
C22 C6 H6 119.2 . . ?
C22 C6 C8 121.5(5) . . ?
C2 C7 H7A 109.2 . . ?
C2 C7 H7B 109.2 . . ?
C2 C7 C26 111.9(6) . . ?
H7A C7 H7B 107.9 . . ?
C26 C7 H7A 109.2 . . ?
C26 C7 H7B 109.2 . . ?
C6 C8 C12 117.1(5) . . ?
C16 C8 C6 123.3(5) . . ?
C16 C8 C12 119.5(5) . . ?
C19 C9 H9 120.1 . . ?
C19 C9 C20 119.9(7) . . ?
C20 C9 H9 120.1 . . ?
C12 C10 H10 119.7 . . ?
C12 C10 C14 120.6(5) . . ?
C14 C10 H10 119.7 . . ?
O2 C11 C5 122.9(8) . . ?
O2 C11 H11 118.5 . . ?
C5 C11 H11 118.5 . . ?
N1 C12 C8 117.7(5) . . ?
N1 C12 C10 121.5(5) . . ?
C10 C12 C8 120.8(5) . . ?
Cl1 C13 H13A 109.7 . . ?
Cl1 C13 H13B 109.7 . . ?
Cl2 C13 Cl1 109.7(4) . . ?
Cl2 C13 H13A 109.7 . . ?
Cl2 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
N3 C14 C10 120.8(5) . . ?
N3 C14 C22 121.0(5) . . ?
C10 C14 C22 118.1(5) . . ?
C3 C15 H15 120.1 . . ?
C20 C15 C3 119.9(7) . . ?
C20 C15 H15 120.1 . . ?
C4 C16 H16 119.7 . . ?
C8 C16 C4 120.7(5) . . ?
C8 C16 H16 119.7 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O1 C18 C1 110.8(5) . . ?
N2 C18 O1 123.2(6) . . ?
N2 C18 C1 126.0(6) . . ?
C5 C19 H19 119.6 . . ?
C9 C19 C5 120.7(7) . . ?
C9 C19 H19 119.6 . . ?
N2 C20 C9 120.4(6) . . ?
C15 C20 N2 119.6(6) . . ?
C15 C20 C9 119.8(7) . . ?
O1 C21 H21A 110.2 . . ?
O1 C21 H21B 110.2 . . ?
O1 C21 C25 107.4(6) . . ?
H21A C21 H21B 108.5 . . ?
C25 C21 H21A 110.2 . . ?
C25 C21 H21B 110.2 . . ?
C6 C22 C14 121.8(5) . . ?
C6 C22 H22 119.1 . . ?
C14 C22 H22 119.1 . . ?
H23C C23 H23A 109.5 . . ?
H23C C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C26 C23 H23C 109.5 . . ?
C26 C23 H23A 109.5 . . ?
C26 C23 H23B 109.5 . . ?
N3 C24 H24A 109.4 . . ?
N3 C24 H24B 109.4 . . ?
N3 C24 C27 111.4(5) . . ?
H24A C24 H24B 108.0 . . ?
C27 C24 H24A 109.4 . . ?
C27 C24 H24B 109.4 . . ?
C21 C25 H25A 109.5 . . ?
C21 C25 H25B 109.5 . . ?
C21 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C7 C26 H26 108.0 . . ?
C23 C26 C7 113.9(6) . . ?
C23 C26 H26 108.0 . . ?
C23 C26 C27 112.6(6) . . ?
C27 C26 C7 106.1(5) . . ?
C27 C26 H26 108.0 . . ?
C24 C27 H27A 108.8 . . ?
C24 C27 H27B 108.8 . . ?
C26 C27 C24 114.0(6) . . ?
C26 C27 H27A 108.8 . . ?
C26 C27 H27B 108.8 . . ?
H27A C27 H27B 107.7 . . ?

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
N1 C1 C4 C16 1.3(9) . . . . ?
N1 C1 C18 O1 102.7(6) . . . . ?
N1 C1 C18 N2 -76.2(8) . . . . ?
N3 C2 C7 C26 57.8(8) . . . . ?
N3 C14 C22 C6 177.7(6) . . . . ?
N3 C24 C27 C26 -53.2(8) . . . . ?
C1 N1 C12 C8 2.0(8) . . . . ?
C1 N1 C12 C10 -179.0(6) . . . . ?
C1 C4 C16 C8 1.1(9) . . . . ?
C2 N3 C14 C10 -24.1(9) . . . . ?
C2 N3 C14 C22 157.4(6) . . . . ?
C2 N3 C24 C27 49.2(8) . . . . ?
C2 C7 C26 C23 177.2(6) . . . . ?
C2 C7 C26 C27 -58.4(8) . . . . ?
C3 C5 C11 O2 170.6(7) . . . . ?
C3 C5 C19 C9 1.1(11) . . . . ?
C3 C15 C20 N2 177.1(6) . . . . ?
C3 C15 C20 C9 2.3(10) . . . . ?
C4 C1 C18 O1 -76.1(7) . . . . ?
C4 C1 C18 N2 105.0(8) . . . . ?
C5 C3 C15 C20 -2.6(11) . . . . ?
C6 C8 C12 N1 179.0(5) . . . . ?
C6 C8 C12 C10 0.0(9) . . . . ?
C6 C8 C16 C4 179.6(6) . . . . ?
C7 C26 C27 C24 56.4(8) . . . . ?
C8 C6 C22 C14 0.0(9) . . . . ?
C10 C14 C22 C6 -0.9(9) . . . . ?
C11 C5 C19 C9 177.9(7) . . . . ?
C12 N1 C1 C4 -2.9(9) . . . . ?
C12 N1 C1 C18 178.3(5) . . . . ?
C12 C8 C16 C4 -1.9(9) . . . . ?
C12 C10 C14 N3 -177.2(6) . . . . ?
C12 C10 C14 C22 1.3(9) . . . . ?
C14 N3 C2 C7 151.5(6) . . . . ?
C14 N3 C24 C27 -154.7(6) . . . . ?
C14 C10 C12 N1 -179.8(5) . . . . ?
C14 C10 C12 C8 -0.9(9) . . . . ?
C15 C3 C5 C11 -176.0(7) . . . . ?
C15 C3 C5 C19 1.0(11) . . . . ?
C16 C8 C12 N1 0.4(8) . . . . ?
C16 C8 C12 C10 -178.6(5) . . . . ?
C17 N1 C1 C4 174.0(6) . . . . ?
C17 N1 C1 C18 -4.8(8) . . . . ?
C17 N1 C12 C8 -175.0(6) . . . . ?
C17 N1 C12 C10 4.0(9) . . . . ?
C18 O1 C21 C25 -172.6(6) . . . . ?
C18 N2 C20 C9 -67.4(8) . . . . ?
C18 N2 C20 C15 117.7(7) . . . . ?
C18 C1 C4 C16 -179.9(6) . . . . ?
C19 C5 C11 O2 -6.2(11) . . . . ?
C19 C9 C20 N2 -175.1(6) . . . . ?
C19 C9 C20 C15 -0.2(10) . . . . ?
C20 N2 C18 O1 175.9(5) . . . . ?
C20 N2 C18 C1 -5.3(9) . . . . ?
C20 C9 C19 C5 -1.5(11) . . . . ?
C21 O1 C18 N2 -4.1(9) . . . . ?
C21 O1 C18 C1 177.0(6) . . . . ?
C22 C6 C8 C12 0.5(9) . . . . ?
C22 C6 C8 C16 179.0(6) . . . . ?
C23 C26 C27 C24 -178.4(6) . . . . ?
C24 N3 C2 C7 -52.4(8) . . . . ?
C24 N3 C14 C10 -178.6(6) . . . . ?
C24 N3 C14 C22 2.9(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_230518j_0m
_database_code_depnum_ccdc_archive 'CCDC 2296983'
loop_
_audit_author_name
_audit_author_address
'Feng-Ting Liu'
;Shandong University
China
;
_audit_update_record             
;
2023-09-23 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_audit_creation_date             2023-05-18
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'I, C31 H31 N3 O2'
_chemical_formula_sum            'C31 H31 I N3 O2'
_chemical_formula_weight         604.49
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.7042(19)
_cell_length_b                   10.8570(19)
_cell_length_c                   13.812(2)
_cell_angle_alpha                99.501(8)
_cell_angle_beta                 101.662(7)
_cell_angle_gamma                116.135(7)
_cell_volume                     1351.1(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.448
_shelx_estimated_absorpt_T_min   0.393
_exptl_absorpt_coefficient_mu    9.568
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4025
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1226 before and 0.0584 after correction.
The Ratio of minimum to maximum transmission is 0.5345.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             614
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22264
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.401
_diffrn_reflns_theta_min         3.413
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4714
_reflns_number_total             4909
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.391
_refine_diff_density_min         -0.904
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         4909
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+1.6910P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1028
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C7 \\sim C11 \\sim C15 \\sim C25 \\sim C27: within 2A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 2A
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C11(H11A,H11B), C15(H15A,H15B), C21(H21A,H21B), C27(H27A,H27B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C13(H13), C14(H14),
 C16(H16), C17(H17), C18(H18), C19(H19), C23(H23), C26(H26), C28(H28)
3.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.38260(3) -0.02313(2) 0.22487(2) 0.04837(11) Uani 1 1 d . . . . .
O1 O 0.4730(2) 0.6303(3) 0.16923(17) 0.0384(5) Uani 1 1 d . . . . .
O2 O -0.3815(3) 0.3846(3) 0.19675(19) 0.0492(6) Uani 1 1 d . . . . .
N1 N 0.3074(3) 0.4185(3) 0.29640(19) 0.0309(5) Uani 1 1 d . . . . .
N2 N 0.2286(4) 0.1134(3) 0.5238(2) 0.0455(7) Uani 1 1 d . . . . .
N3 N 0.2239(3) 0.5329(3) 0.1036(2) 0.0357(6) Uani 1 1 d . . . . .
C1 C 0.3044(3) 0.3960(3) 0.3924(2) 0.0300(6) Uani 1 1 d . . . . .
C2 C -0.1614(4) 0.2860(4) 0.0742(3) 0.0394(7) Uani 1 1 d . . . . .
H2 H -0.235994 0.192009 0.034118 0.047 Uiso 1 1 calc R U . . .
C3 C 0.6998(5) 0.8788(5) 0.0564(4) 0.0564(10) Uani 1 1 d . . . . .
H3 H 0.634934 0.909847 0.026468 0.068 Uiso 1 1 calc R U . . .
C4 C 0.2677(3) 0.2631(4) 0.4082(2) 0.0343(7) Uani 1 1 d . . . . .
H4 H 0.243729 0.184547 0.352131 0.041 Uiso 1 1 calc R U . . .
C5 C -0.3381(4) 0.3109(4) 0.1557(3) 0.0409(8) Uani 1 1 d . . . . .
H5 H -0.403546 0.210809 0.128027 0.049 Uiso 1 1 calc R U . . .
C6 C 0.3428(3) 0.5488(4) 0.2822(2) 0.0330(6) Uani 1 1 d . . . . .
C7 C 0.2360(8) 0.0954(5) 0.6265(4) 0.0851(15) Uani 1 1 d . U . . .
H7A H 0.340639 0.141670 0.667278 0.102 Uiso 1 1 calc R U . . .
H7B H 0.193808 0.149214 0.659494 0.102 Uiso 1 1 calc R U . . .
C8 C 0.0861(3) 0.4762(4) 0.1204(2) 0.0332(6) Uani 1 1 d . . . . .
C9 C 0.7439(4) 0.7127(4) 0.1302(3) 0.0407(7) Uani 1 1 d . . . . .
H9 H 0.709062 0.627782 0.151140 0.049 Uiso 1 1 calc R U . . .
C10 C 0.3404(3) 0.4944(4) 0.5731(2) 0.0343(7) Uani 1 1 d . . . . .
H10 H 0.365441 0.573009 0.629597 0.041 Uiso 1 1 calc R U . . .
C11 C 0.1652(6) -0.0473(5) 0.6357(3) 0.0597(10) Uani 1 1 d . U . . .
H11A H 0.061248 -0.075690 0.627346 0.072 Uiso 1 1 calc R U . . .
H11B H 0.209624 -0.043716 0.707035 0.072 Uiso 1 1 calc R U . . .
C12 C 0.3374(3) 0.5668(4) 0.1762(2) 0.0340(7) Uani 1 1 d . . . . .
C13 C 0.8471(5) 0.9560(5) 0.0680(5) 0.0726(14) Uani 1 1 d . . . . .
H13 H 0.882842 1.039661 0.045558 0.087 Uiso 1 1 calc R U . . .
C14 C 0.3039(3) 0.3649(4) 0.5890(2) 0.0345(7) Uani 1 1 d . . . . .
H14 H 0.303790 0.354619 0.655962 0.041 Uiso 1 1 calc R U . . .
C15 C 0.2172(9) -0.0035(5) 0.4462(4) 0.0893(15) Uani 1 1 d . U . . .
H15A H 0.151005 -0.015248 0.379704 0.107 Uiso 1 1 calc R U . . .
H15B H 0.315160 0.027208 0.437563 0.107 Uiso 1 1 calc R U . . .
C16 C -0.0798(4) 0.5046(4) 0.2037(2) 0.0374(7) Uani 1 1 d . . . . .
H16 H -0.098930 0.561735 0.251997 0.045 Uiso 1 1 calc R U . . .
C17 C 0.3820(4) 0.6502(4) 0.4593(3) 0.0379(7) Uani 1 1 d . . . . .
H17 H 0.409631 0.730466 0.515168 0.046 Uiso 1 1 calc R U . . .
C18 C 0.0572(4) 0.5592(4) 0.1913(3) 0.0376(7) Uani 1 1 d . . . . .
H18 H 0.131854 0.653385 0.231072 0.045 Uiso 1 1 calc R U . . .
C19 C 0.8921(4) 0.7928(4) 0.1416(3) 0.0482(9) Uani 1 1 d . . . . .
H19 H 0.957945 0.762300 0.170665 0.058 Uiso 1 1 calc R U . . .
C20 C 0.3424(3) 0.5169(4) 0.4756(2) 0.0324(6) Uani 1 1 d . . . . .
C21 C 0.4859(4) 0.6739(4) 0.0761(3) 0.0399(7) Uani 1 1 d . . . . .
H21A H 0.440073 0.734756 0.066916 0.048 Uiso 1 1 calc R U . . .
H21B H 0.435974 0.588714 0.014898 0.048 Uiso 1 1 calc R U . . .
C22 C 0.2654(3) 0.2426(3) 0.5061(2) 0.0350(7) Uani 1 1 d . . . . .
C23 C 0.9429(5) 0.9131(5) 0.1119(4) 0.0595(11) Uani 1 1 d . . . . .
H23 H 1.044460 0.968202 0.121147 0.071 Uiso 1 1 calc R U . . .
C24 C 0.2742(4) 0.2977(4) 0.2099(2) 0.0377(7) Uani 1 1 d . . . . .
H24A H 0.338916 0.258313 0.229789 0.056 Uiso 1 1 calc R U . . .
H24B H 0.289730 0.331474 0.149503 0.056 Uiso 1 1 calc R U . . .
H24C H 0.172073 0.223030 0.192815 0.056 Uiso 1 1 calc R U . . .
C25 C 0.1686(7) -0.1630(5) 0.5640(4) 0.0728(12) Uani 1 1 d . U . . .
C26 C 0.3815(4) 0.6665(4) 0.3621(3) 0.0389(7) Uani 1 1 d . . . . .
H26 H 0.407380 0.757242 0.350495 0.047 Uiso 1 1 calc R U . . .
C27 C 0.1669(8) -0.1406(5) 0.4634(4) 0.0767(12) Uani 1 1 d . U . . .
H27A H 0.223782 -0.181646 0.436730 0.092 Uiso 1 1 calc R U . . .
H27B H 0.064241 -0.200925 0.418159 0.092 Uiso 1 1 calc R U . . .
C28 C -0.0240(4) 0.3415(4) 0.0603(3) 0.0389(7) Uani 1 1 d . . . . .
H28 H -0.006081 0.286719 0.009439 0.047 Uiso 1 1 calc R U . . .
C29 C 0.1063(9) -0.3050(7) 0.5768(5) 0.093(2) Uani 1 1 d . . . . .
H29A H 0.150564 -0.299734 0.647822 0.140 Uiso 1 1 calc R U . . .
H29B H 0.125713 -0.366475 0.528739 0.140 Uiso 1 1 calc R U . . .
H29C H 0.000383 -0.345145 0.562461 0.140 Uiso 1 1 calc R U . . .
C30 C -0.1906(3) 0.3667(4) 0.1462(2) 0.0349(7) Uani 1 1 d . . . . .
C31 C 0.6463(4) 0.7566(4) 0.0880(2) 0.0372(7) Uani 1 1 d . . . . .


_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
O1 C12 1.336(4) . ?
O1 C21 1.454(4) . ?
O2 C5 1.209(5) . ?
N1 C1 1.391(4) . ?
N1 C6 1.353(4) . ?
N1 C24 1.475(4) . ?
N2 C7 1.455(5) . ?
N2 C15 1.461(6) . ?
N2 C22 1.360(5) . ?
N3 C8 1.412(4) . ?
N3 C12 1.268(4) . ?
C1 C4 1.387(5) . ?
C1 C20 1.432(4) . ?
C2 H2 0.9500 . ?
C2 C28 1.390(5) . ?
C2 C30 1.390(5) . ?
C3 H3 0.9500 . ?
C3 C13 1.380(6) . ?
C3 C31 1.379(5) . ?
C4 H4 0.9500 . ?
C4 C22 1.409(4) . ?
C5 H5 0.9500 . ?
C5 C30 1.465(5) . ?
C6 C12 1.503(4) . ?
C6 C26 1.380(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C11 1.436(6) . ?
C8 C18 1.394(5) . ?
C8 C28 1.379(5) . ?
C9 H9 0.9500 . ?
C9 C19 1.391(5) . ?
C9 C31 1.393(5) . ?
C10 H10 0.9500 . ?
C10 C14 1.353(5) . ?
C10 C20 1.410(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C25 1.486(6) . ?
C13 H13 0.9500 . ?
C13 C23 1.378(7) . ?
C14 H14 0.9500 . ?
C14 C22 1.439(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C27 1.424(6) . ?
C16 H16 0.9500 . ?
C16 C18 1.378(5) . ?
C16 C30 1.393(5) . ?
C17 H17 0.9500 . ?
C17 C20 1.390(5) . ?
C17 C26 1.381(5) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C19 C23 1.346(6) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C31 1.504(5) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C27 1.447(6) . ?
C25 C29 1.443(7) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
C12 O1 C21 115.6(2) . . ?
C1 N1 C24 118.6(3) . . ?
C6 N1 C1 121.2(3) . . ?
C6 N1 C24 120.1(3) . . ?
C7 N2 C15 116.1(4) . . ?
C22 N2 C7 122.0(3) . . ?
C22 N2 C15 120.0(3) . . ?
C12 N3 C8 119.7(3) . . ?
N1 C1 C20 117.2(3) . . ?
C4 C1 N1 122.0(3) . . ?
C4 C1 C20 120.8(3) . . ?
C28 C2 H2 119.7 . . ?
C28 C2 C30 120.6(3) . . ?
C30 C2 H2 119.7 . . ?
C13 C3 H3 119.9 . . ?
C31 C3 H3 119.9 . . ?
C31 C3 C13 120.2(4) . . ?
C1 C4 H4 119.4 . . ?
C1 C4 C22 121.1(3) . . ?
C22 C4 H4 119.4 . . ?
O2 C5 H5 118.0 . . ?
O2 C5 C30 124.0(3) . . ?
C30 C5 H5 118.0 . . ?
N1 C6 C12 119.5(3) . . ?
N1 C6 C26 122.1(3) . . ?
C26 C6 C12 118.3(3) . . ?
N2 C7 H7A 107.7 . . ?
N2 C7 H7B 107.7 . . ?
H7A C7 H7B 107.1 . . ?
C11 C7 N2 118.4(4) . . ?
C11 C7 H7A 107.7 . . ?
C11 C7 H7B 107.7 . . ?
C18 C8 N3 120.6(3) . . ?
C28 C8 N3 119.4(3) . . ?
C28 C8 C18 119.8(3) . . ?
C19 C9 H9 119.9 . . ?
C19 C9 C31 120.3(3) . . ?
C31 C9 H9 119.9 . . ?
C14 C10 H10 118.8 . . ?
C14 C10 C20 122.3(3) . . ?
C20 C10 H10 118.8 . . ?
C7 C11 H11A 107.7 . . ?
C7 C11 H11B 107.7 . . ?
C7 C11 C25 118.5(4) . . ?
H11A C11 H11B 107.1 . . ?
C25 C11 H11A 107.7 . . ?
C25 C11 H11B 107.7 . . ?
O1 C12 C6 109.9(3) . . ?
N3 C12 O1 123.6(3) . . ?
N3 C12 C6 126.5(3) . . ?
C3 C13 H13 119.7 . . ?
C23 C13 C3 120.7(4) . . ?
C23 C13 H13 119.7 . . ?
C10 C14 H14 119.5 . . ?
C10 C14 C22 121.0(3) . . ?
C22 C14 H14 119.5 . . ?
N2 C15 H15A 107.7 . . ?
N2 C15 H15B 107.7 . . ?
H15A C15 H15B 107.1 . . ?
C27 C15 N2 118.6(4) . . ?
C27 C15 H15A 107.7 . . ?
C27 C15 H15B 107.7 . . ?
C18 C16 H16 119.6 . . ?
C18 C16 C30 120.8(3) . . ?
C30 C16 H16 119.6 . . ?
C20 C17 H17 119.8 . . ?
C26 C17 H17 119.8 . . ?
C26 C17 C20 120.4(3) . . ?
C8 C18 H18 120.0 . . ?
C16 C18 C8 119.9(3) . . ?
C16 C18 H18 120.0 . . ?
C9 C19 H19 119.7 . . ?
C23 C19 C9 120.5(4) . . ?
C23 C19 H19 119.7 . . ?
C10 C20 C1 117.3(3) . . ?
C17 C20 C1 120.2(3) . . ?
C17 C20 C10 122.5(3) . . ?
O1 C21 H21A 110.2 . . ?
O1 C21 H21B 110.2 . . ?
O1 C21 C31 107.5(3) . . ?
H21A C21 H21B 108.5 . . ?
C31 C21 H21A 110.2 . . ?
C31 C21 H21B 110.2 . . ?
N2 C22 C4 122.5(3) . . ?
N2 C22 C14 120.0(3) . . ?
C4 C22 C14 117.5(3) . . ?
C13 C23 H23 120.1 . . ?
C19 C23 C13 119.8(4) . . ?
C19 C23 H23 120.1 . . ?
N1 C24 H24A 109.5 . . ?
N1 C24 H24B 109.5 . . ?
N1 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C27 C25 C11 112.3(4) . . ?
C29 C25 C11 119.1(4) . . ?
C29 C25 C27 121.7(5) . . ?
C6 C26 C17 118.9(3) . . ?
C6 C26 H26 120.6 . . ?
C17 C26 H26 120.6 . . ?
C15 C27 C25 123.5(4) . . ?
C15 C27 H27A 106.4 . . ?
C15 C27 H27B 106.4 . . ?
C25 C27 H27A 106.4 . . ?
C25 C27 H27B 106.4 . . ?
H27A C27 H27B 106.5 . . ?
C2 C28 H28 120.0 . . ?
C8 C28 C2 120.0(3) . . ?
C8 C28 H28 120.0 . . ?
C25 C29 H29A 109.5 . . ?
C25 C29 H29B 109.5 . . ?
C25 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C2 C30 C5 120.2(3) . . ?
C2 C30 C16 118.7(3) . . ?
C16 C30 C5 120.9(3) . . ?
C3 C31 C9 118.5(3) . . ?
C3 C31 C21 119.9(3) . . ?
C9 C31 C21 121.6(3) . . ?

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
O1 C21 C31 C3 -138.8(4) . . . . ?
O1 C21 C31 C9 41.6(4) . . . . ?
O2 C5 C30 C2 -161.5(3) . . . . ?
O2 C5 C30 C16 14.2(5) . . . . ?
N1 C1 C4 C22 179.9(3) . . . . ?
N1 C1 C20 C10 -179.6(3) . . . . ?
N1 C1 C20 C17 -0.8(4) . . . . ?
N1 C6 C12 O1 -102.9(3) . . . . ?
N1 C6 C12 N3 79.5(4) . . . . ?
N1 C6 C26 C17 -1.0(5) . . . . ?
N2 C7 C11 C25 36.9(9) . . . . ?
N2 C15 C27 C25 -19.6(11) . . . . ?
N3 C8 C18 C16 177.2(3) . . . . ?
N3 C8 C28 C2 -178.3(3) . . . . ?
C1 N1 C6 C12 -177.0(3) . . . . ?
C1 N1 C6 C26 1.8(4) . . . . ?
C1 C4 C22 N2 179.4(3) . . . . ?
C1 C4 C22 C14 -0.6(5) . . . . ?
C3 C13 C23 C19 1.5(8) . . . . ?
C4 C1 C20 C10 -0.2(4) . . . . ?
C4 C1 C20 C17 178.6(3) . . . . ?
C6 N1 C1 C4 179.7(3) . . . . ?
C6 N1 C1 C20 -0.9(4) . . . . ?
C7 N2 C15 C27 20.2(9) . . . . ?
C7 N2 C22 C4 175.8(4) . . . . ?
C7 N2 C22 C14 -4.2(6) . . . . ?
C7 C11 C25 C27 -32.8(8) . . . . ?
C7 C11 C25 C29 175.9(6) . . . . ?
C8 N3 C12 O1 -175.1(3) . . . . ?
C8 N3 C12 C6 2.1(5) . . . . ?
C9 C19 C23 C13 -1.2(7) . . . . ?
C10 C14 C22 N2 -179.7(3) . . . . ?
C10 C14 C22 C4 0.2(5) . . . . ?
C11 C25 C27 C15 24.8(9) . . . . ?
C12 O1 C21 C31 173.9(3) . . . . ?
C12 N3 C8 C18 64.8(4) . . . . ?
C12 N3 C8 C28 -120.3(4) . . . . ?
C12 C6 C26 C17 177.9(3) . . . . ?
C13 C3 C31 C9 -1.0(6) . . . . ?
C13 C3 C31 C21 179.4(4) . . . . ?
C14 C10 C20 C1 -0.2(4) . . . . ?
C14 C10 C20 C17 -178.9(3) . . . . ?
C15 N2 C7 C11 -29.3(8) . . . . ?
C15 N2 C22 C4 11.9(6) . . . . ?
C15 N2 C22 C14 -168.1(5) . . . . ?
C18 C8 C28 C2 -3.3(5) . . . . ?
C18 C16 C30 C2 -1.4(5) . . . . ?
C18 C16 C30 C5 -177.2(3) . . . . ?
C19 C9 C31 C3 1.3(5) . . . . ?
C19 C9 C31 C21 -179.0(3) . . . . ?
C20 C1 C4 C22 0.6(5) . . . . ?
C20 C10 C14 C22 0.2(5) . . . . ?
C20 C17 C26 C6 -0.8(5) . . . . ?
C21 O1 C12 N3 6.6(5) . . . . ?
C21 O1 C12 C6 -171.0(3) . . . . ?
C22 N2 C7 C11 166.2(5) . . . . ?
C22 N2 C15 C27 -174.9(5) . . . . ?
C24 N1 C1 C4 -1.7(4) . . . . ?
C24 N1 C1 C20 177.7(3) . . . . ?
C24 N1 C6 C12 4.4(4) . . . . ?
C24 N1 C6 C26 -176.8(3) . . . . ?
C26 C6 C12 O1 78.2(4) . . . . ?
C26 C6 C12 N3 -99.3(4) . . . . ?
C26 C17 C20 C1 1.6(5) . . . . ?
C26 C17 C20 C10 -179.6(3) . . . . ?
C28 C2 C30 C5 176.2(3) . . . . ?
C28 C2 C30 C16 0.4(5) . . . . ?
C28 C8 C18 C16 2.3(5) . . . . ?
C29 C25 C27 C15 175.2(7) . . . . ?
C30 C2 C28 C8 2.0(5) . . . . ?
C30 C16 C18 C8 0.1(5) . . . . ?
C31 C3 C13 C23 -0.4(8) . . . . ?
C31 C9 C19 C23 -0.2(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_230306c_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2296993'
loop_
_audit_author_name
_audit_author_address
'Feng-Ting Liu'
;Shandong University
China
;
_audit_update_record             
;
2023-09-23 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_audit_creation_date             2023-09-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I, C H2 Cl2, C25 H28 N3 O2'
_chemical_formula_sum            'C26 H30 Cl2 I N3 O2'
_chemical_formula_weight         614.33
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.524(2)
_cell_length_b                   11.177(2)
_cell_length_c                   12.717(3)
_cell_angle_alpha                92.557(10)
_cell_angle_beta                 95.922(10)
_cell_angle_gamma                113.297(10)
_cell_volume                     1360.6(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9239
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      68.256
_cell_measurement_theta_min      3.510
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.269
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4627
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1069 before and 0.0630 after correction.
The Ratio of minimum to maximum transmission is 0.6144.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             620
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14488
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.250
_diffrn_reflns_theta_min         3.509
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'three-circle diffractometer'
_diffrn_measurement_method       'Bruker D8 VENTURE PHOTON III'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4496
_reflns_number_total             4916
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.997
_refine_diff_density_min         -0.917
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         4916
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0470
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0816P)²+2.5017P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1273
_refine_ls_wR_factor_ref         0.1333
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C2(H2A,H2B), C13(H13A,H13B), C15(H15A,H15B), C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C9(H9), C11(H11), C14(H14), C17(H17), C18(H18), C21(H21),
 C22(H22), C26(H26)
2.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.85635(3) 0.98195(3) 0.74760(2) 0.03294(13) Uani 1 1 d . . . . .
Cl1 Cl 0.5397(2) 0.57059(18) 0.68543(18) 0.0753(5) Uani 1 1 d . . . . .
Cl2 Cl 0.4747(2) 0.6953(2) 0.50264(17) 0.0805(6) Uani 1 1 d . . . . .
C25 C 0.6057(8) 0.6633(8) 0.5789(6) 0.071(2) Uani 1 1 d . . . . .
H25A H 0.683256 0.747132 0.607465 0.085 Uiso 1 1 calc R U . . .
H25B H 0.643059 0.614699 0.532909 0.085 Uiso 1 1 calc R U . . .
O1 O 0.7616(4) 0.0084(3) 0.3347(3) 0.0351(8) Uani 1 1 d . . . . .
O2 O 0.8178(4) 0.6570(4) 0.4309(3) 0.0487(9) Uani 1 1 d . . . . .
N1 N 0.6501(4) 0.1546(3) 0.1715(3) 0.0253(8) Uani 1 1 d . . . . .
N2 N 0.8935(4) 0.2265(4) 0.3790(3) 0.0311(9) Uani 1 1 d . . . . .
N3 N 0.3119(4) 0.1998(4) -0.0938(3) 0.0328(9) Uani 1 1 d . . . . .
C1 C 0.6031(5) 0.1631(4) 0.0671(3) 0.0256(9) Uani 1 1 d . . . . .
C2 C 0.2875(6) 0.3953(5) -0.1525(4) 0.0376(11) Uani 1 1 d . . . . .
H2A H 0.266700 0.436634 -0.215474 0.045 Uiso 1 1 calc R U . . .
H2B H 0.382291 0.452446 -0.117391 0.045 Uiso 1 1 calc R U . . .
C3 C 0.1842(7) 0.5168(6) -0.0411(6) 0.0563(16) Uani 1 1 d . . . . .
H3A H 0.277753 0.573808 -0.006139 0.084 Uiso 1 1 calc R U . . .
H3B H 0.116108 0.506318 0.008578 0.084 Uiso 1 1 calc R U . . .
H3C H 0.160599 0.556087 -0.103458 0.084 Uiso 1 1 calc R U . . .
C4 C 0.6890(5) 0.1587(4) -0.0118(4) 0.0254(9) Uani 1 1 d . . . . .
C5 C 0.1816(5) 0.3840(5) -0.0756(4) 0.0384(11) Uani 1 1 d . . . . .
H5 H 0.086359 0.328666 -0.113226 0.046 Uiso 1 1 calc R U . . .
C6 C 0.4796(5) 0.1781(4) 0.0408(3) 0.0258(9) Uani 1 1 d . . . . .
H6 H 0.424380 0.180088 0.094894 0.031 Uiso 1 1 calc R U . . .
C7 C 0.9760(5) 0.5797(5) 0.3618(4) 0.0338(11) Uani 1 1 d . . . . .
C8 C 0.6412(5) 0.1703(4) -0.1183(4) 0.0304(10) Uani 1 1 d . . . . .
H8 H 0.696163 0.167216 -0.172262 0.036 Uiso 1 1 calc R U . . .
C9 C 1.0781(6) 0.3966(5) 0.3033(5) 0.0418(12) Uani 1 1 d . . . . .
H9 H 1.114438 0.334370 0.284168 0.050 Uiso 1 1 calc R U . . .
C10 C 0.4347(5) 0.1906(4) -0.0643(4) 0.0264(9) Uani 1 1 d . . . . .
C11 C 1.1473(6) 0.5267(6) 0.2841(5) 0.0495(14) Uani 1 1 d . . . . .
H11 H 1.228793 0.552308 0.249791 0.059 Uiso 1 1 calc R U . . .
C12 C 0.8174(5) 0.1335(4) 0.3113(4) 0.0286(9) Uani 1 1 d . . . . .
C13 C 0.2087(5) 0.1833(5) -0.0207(4) 0.0341(11) Uani 1 1 d . . . . .
H13A H 0.228848 0.138954 0.040530 0.041 Uiso 1 1 calc R U . . .
H13B H 0.114537 0.127162 -0.057405 0.041 Uiso 1 1 calc R U . . .
C14 C 0.8128(5) 0.1438(4) 0.0162(4) 0.0286(9) Uani 1 1 d . . . . .
H14 H 0.868751 0.139788 -0.036741 0.034 Uiso 1 1 calc R U . . .
C15 C 0.2109(5) 0.3131(5) 0.0185(4) 0.0368(11) Uani 1 1 d . . . . .
H15A H 0.303265 0.367596 0.058848 0.044 Uiso 1 1 calc R U . . .
H15B H 0.139320 0.299325 0.066817 0.044 Uiso 1 1 calc R U . . .
C16 C 0.7713(5) 0.1412(4) 0.1974(4) 0.0276(9) Uani 1 1 d . . . . .
C17 C 0.9256(6) 0.6800(5) 0.3948(4) 0.0379(11) Uani 1 1 d . . . . .
H17 H 0.982233 0.768802 0.387092 0.045 Uiso 1 1 calc R U . . .
C18 C 0.5222(5) 0.1854(5) -0.1460(4) 0.0309(10) Uani 1 1 d . . . . .
H18 H 0.494528 0.192734 -0.218090 0.037 Uiso 1 1 calc R U . . .
C19 C 0.2845(5) 0.2627(5) -0.1879(4) 0.0343(11) Uani 1 1 d . . . . .
H19A H 0.192142 0.207090 -0.227628 0.041 Uiso 1 1 calc R U . . .
H19B H 0.356351 0.273546 -0.235437 0.041 Uiso 1 1 calc R U . . .
C20 C 0.9556(5) 0.3568(5) 0.3506(4) 0.0306(10) Uani 1 1 d . . . . .
C21 C 1.0981(6) 0.6188(5) 0.3146(4) 0.0432(12) Uani 1 1 d . . . . .
H21 H 1.147151 0.708129 0.303479 0.052 Uiso 1 1 calc R U . . .
C22 C 0.9059(5) 0.4483(5) 0.3808(4) 0.0313(10) Uani 1 1 d . . . . .
H22 H 0.824026 0.422362 0.414669 0.038 Uiso 1 1 calc R U . . .
C23 C 0.8073(7) -0.0158(6) 0.4402(4) 0.0486(14) Uani 1 1 d . . . . .
H23A H 0.777429 -0.110247 0.444196 0.073 Uiso 1 1 calc R U . . .
H23B H 0.766021 0.019122 0.492864 0.073 Uiso 1 1 calc R U . . .
H23C H 0.909273 0.027241 0.454826 0.073 Uiso 1 1 calc R U . . .
C24 C 0.5645(5) 0.1613(5) 0.2550(4) 0.0346(11) Uani 1 1 d . . . . .
H24A H 0.554473 0.244834 0.256018 0.052 Uiso 1 1 calc R U . . .
H24B H 0.610307 0.154420 0.324200 0.052 Uiso 1 1 calc R U . . .
H24C H 0.472111 0.089098 0.240118 0.052 Uiso 1 1 calc R U . . .
C26 C 0.8544(5) 0.1347(4) 0.1212(4) 0.0293(10) Uani 1 1 d . . . . .
H26 H 0.938735 0.124250 0.140942 0.035 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
Cl1 C25 1.772(8) . ?
Cl2 C25 1.764(9) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
O1 C12 1.347(5) . ?
O1 C23 1.451(6) . ?
O2 C17 1.204(7) . ?
N1 C1 1.389(6) . ?
N1 C16 1.352(6) . ?
N1 C24 1.479(6) . ?
N2 C12 1.257(6) . ?
N2 C20 1.422(6) . ?
N3 C10 1.352(6) . ?
N3 C13 1.464(6) . ?
N3 C19 1.474(6) . ?
C1 C4 1.430(6) . ?
C1 C6 1.385(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C5 1.530(8) . ?
C2 C19 1.517(7) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 C5 1.518(8) . ?
C4 C8 1.425(6) . ?
C4 C14 1.390(6) . ?
C5 H5 1.0000 . ?
C5 C15 1.535(7) . ?
C6 H6 0.9500 . ?
C6 C10 1.403(6) . ?
C7 C17 1.479(8) . ?
C7 C21 1.394(8) . ?
C7 C22 1.405(7) . ?
C8 H8 0.9500 . ?
C8 C18 1.343(7) . ?
C9 H9 0.9500 . ?
C9 C11 1.392(8) . ?
C9 C20 1.397(7) . ?
C10 C18 1.471(6) . ?
C11 H11 0.9500 . ?
C11 C21 1.380(8) . ?
C12 C16 1.497(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C15 1.504(7) . ?
C14 H14 0.9500 . ?
C14 C26 1.382(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C26 1.388(7) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C22 1.376(7) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C26 H26 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
Cl1 C25 H25A 109.4 . . ?
Cl1 C25 H25B 109.4 . . ?
Cl2 C25 Cl1 111.3(4) . . ?
Cl2 C25 H25A 109.4 . . ?
Cl2 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
C12 O1 C23 115.9(4) . . ?
C1 N1 C24 118.5(4) . . ?
C16 N1 C1 121.4(4) . . ?
C16 N1 C24 120.2(4) . . ?
C12 N2 C20 121.3(4) . . ?
C10 N3 C13 122.4(4) . . ?
C10 N3 C19 123.9(4) . . ?
C13 N3 C19 111.5(4) . . ?
N1 C1 C4 117.3(4) . . ?
C6 C1 N1 121.3(4) . . ?
C6 C1 C4 121.3(4) . . ?
H2A C2 H2B 107.9 . . ?
C5 C2 H2A 109.3 . . ?
C5 C2 H2B 109.3 . . ?
C19 C2 H2A 109.3 . . ?
C19 C2 H2B 109.3 . . ?
C19 C2 C5 111.7(4) . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C3 H3A 109.5 . . ?
C5 C3 H3B 109.5 . . ?
C5 C3 H3C 109.5 . . ?
C8 C4 C1 116.8(4) . . ?
C14 C4 C1 120.5(4) . . ?
C14 C4 C8 122.8(4) . . ?
C2 C5 H5 108.1 . . ?
C2 C5 C15 108.4(4) . . ?
C3 C5 C2 111.5(5) . . ?
C3 C5 H5 108.1 . . ?
C3 C5 C15 112.6(5) . . ?
C15 C5 H5 108.1 . . ?
C1 C6 H6 119.4 . . ?
C1 C6 C10 121.1(4) . . ?
C10 C6 H6 119.4 . . ?
C21 C7 C17 118.7(5) . . ?
C21 C7 C22 120.1(5) . . ?
C22 C7 C17 121.2(5) . . ?
C4 C8 H8 118.4 . . ?
C18 C8 C4 123.2(4) . . ?
C18 C8 H8 118.4 . . ?
C11 C9 H9 119.8 . . ?
C11 C9 C20 120.4(5) . . ?
C20 C9 H9 119.8 . . ?
N3 C10 C6 122.9(4) . . ?
N3 C10 C18 119.2(4) . . ?
C6 C10 C18 117.8(4) . . ?
C9 C11 H11 119.8 . . ?
C21 C11 C9 120.4(5) . . ?
C21 C11 H11 119.8 . . ?
O1 C12 C16 109.7(4) . . ?
N2 C12 O1 122.8(4) . . ?
N2 C12 C16 127.5(4) . . ?
N3 C13 H13A 109.4 . . ?
N3 C13 H13B 109.4 . . ?
N3 C13 C15 111.1(4) . . ?
H13A C13 H13B 108.0 . . ?
C15 C13 H13A 109.4 . . ?
C15 C13 H13B 109.4 . . ?
C4 C14 H14 120.0 . . ?
C26 C14 C4 120.0(4) . . ?
C26 C14 H14 120.0 . . ?
C5 C15 H15A 109.6 . . ?
C5 C15 H15B 109.6 . . ?
C13 C15 C5 110.1(4) . . ?
C13 C15 H15A 109.6 . . ?
C13 C15 H15B 109.6 . . ?
H15A C15 H15B 108.2 . . ?
N1 C16 C12 119.1(4) . . ?
N1 C16 C26 121.8(4) . . ?
C26 C16 C12 119.1(4) . . ?
O2 C17 C7 124.6(5) . . ?
O2 C17 H17 117.7 . . ?
C7 C17 H17 117.7 . . ?
C8 C18 C10 119.8(4) . . ?
C8 C18 H18 120.1 . . ?
C10 C18 H18 120.1 . . ?
N3 C19 C2 109.3(4) . . ?
N3 C19 H19A 109.8 . . ?
N3 C19 H19B 109.8 . . ?
C2 C19 H19A 109.8 . . ?
C2 C19 H19B 109.8 . . ?
H19A C19 H19B 108.3 . . ?
C9 C20 N2 119.7(5) . . ?
C22 C20 N2 120.4(4) . . ?
C22 C20 C9 119.4(5) . . ?
C7 C21 H21 120.3 . . ?
C11 C21 C7 119.4(5) . . ?
C11 C21 H21 120.3 . . ?
C7 C22 H22 119.9 . . ?
C20 C22 C7 120.2(5) . . ?
C20 C22 H22 119.9 . . ?
O1 C23 H23A 109.5 . . ?
O1 C23 H23B 109.5 . . ?
O1 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C24 H24A 109.5 . . ?
N1 C24 H24B 109.5 . . ?
N1 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C26 C16 119.0(4) . . ?
C14 C26 H26 120.5 . . ?
C16 C26 H26 120.5 . . ?

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
O1 C12 C16 N1 87.5(5) . . . . ?
O1 C12 C16 C26 -92.7(5) . . . . ?
N1 C1 C4 C8 -178.7(4) . . . . ?
N1 C1 C4 C14 1.2(6) . . . . ?
N1 C1 C6 C10 178.1(4) . . . . ?
N1 C16 C26 C14 0.8(7) . . . . ?
N2 C12 C16 N1 -91.0(6) . . . . ?
N2 C12 C16 C26 88.9(6) . . . . ?
N2 C20 C22 C7 173.7(4) . . . . ?
N3 C10 C18 C8 -177.0(4) . . . . ?
N3 C13 C15 C5 58.4(5) . . . . ?
C1 N1 C16 C12 179.5(4) . . . . ?
C1 N1 C16 C26 -0.3(6) . . . . ?
C1 C4 C8 C18 0.3(7) . . . . ?
C1 C4 C14 C26 -0.8(7) . . . . ?
C1 C6 C10 N3 177.1(4) . . . . ?
C1 C6 C10 C18 0.8(6) . . . . ?
C2 C5 C15 C13 -55.4(5) . . . . ?
C3 C5 C15 C13 -179.2(5) . . . . ?
C4 C1 C6 C10 -0.5(6) . . . . ?
C4 C8 C18 C10 0.0(7) . . . . ?
C4 C14 C26 C16 -0.2(7) . . . . ?
C5 C2 C19 N3 -57.5(5) . . . . ?
C6 C1 C4 C8 -0.1(6) . . . . ?
C6 C1 C4 C14 179.9(4) . . . . ?
C6 C10 C18 C8 -0.5(7) . . . . ?
C8 C4 C14 C26 179.1(4) . . . . ?
C9 C11 C21 C7 -2.0(9) . . . . ?
C9 C20 C22 C7 1.6(7) . . . . ?
C10 N3 C13 C15 103.3(5) . . . . ?
C10 N3 C19 C2 -104.6(5) . . . . ?
C11 C9 C20 N2 -174.0(5) . . . . ?
C11 C9 C20 C22 -1.8(8) . . . . ?
C12 N2 C20 C9 -81.2(6) . . . . ?
C12 N2 C20 C22 106.7(6) . . . . ?
C12 C16 C26 C14 -179.1(4) . . . . ?
C13 N3 C10 C6 -6.8(7) . . . . ?
C13 N3 C10 C18 169.5(4) . . . . ?
C13 N3 C19 C2 58.8(5) . . . . ?
C14 C4 C8 C18 -179.6(5) . . . . ?
C16 N1 C1 C4 -0.7(6) . . . . ?
C16 N1 C1 C6 -179.3(4) . . . . ?
C17 C7 C21 C11 179.4(5) . . . . ?
C17 C7 C22 C20 -179.2(4) . . . . ?
C19 N3 C10 C6 154.9(4) . . . . ?
C19 N3 C10 C18 -28.8(7) . . . . ?
C19 N3 C13 C15 -60.4(5) . . . . ?
C19 C2 C5 C3 -179.6(5) . . . . ?
C19 C2 C5 C15 55.9(5) . . . . ?
C20 N2 C12 O1 177.3(4) . . . . ?
C20 N2 C12 C16 -4.5(8) . . . . ?
C20 C9 C11 C21 2.1(9) . . . . ?
C21 C7 C17 O2 175.7(5) . . . . ?
C21 C7 C22 C20 -1.6(7) . . . . ?
C22 C7 C17 O2 -6.7(8) . . . . ?
C22 C7 C21 C11 1.8(8) . . . . ?
C23 O1 C12 N2 -6.9(7) . . . . ?
C23 O1 C12 C16 174.6(4) . . . . ?
C24 N1 C1 C4 178.9(4) . . . . ?
C24 N1 C1 C6 0.3(6) . . . . ?
C24 N1 C16 C12 -0.1(6) . . . . ?
C24 N1 C16 C26 -179.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_230430a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2296990'
loop_
_audit_author_name
_audit_author_address
'Feng-Ting Liu'
;Shandong University
China
;
_audit_update_record             
;
2023-09-23 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_audit_creation_date             2023-09-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 F3 O2, C25 H28 N3 O3'
_chemical_formula_sum            'C26 H28 F3 N4 O5'
_chemical_formula_weight         533.52
_chemical_melting_point          ?
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'
F F 0.0727 0.0534 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1709(4)
_cell_length_b                   10.3735(5)
_cell_length_c                   14.4305(7)
_cell_angle_alpha                109.198(3)
_cell_angle_beta                 90.551(3)
_cell_angle_gamma                104.138(3)
_cell_volume                     1251.14(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4844
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      68.329
_cell_measurement_theta_min      3.259
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.969
_exptl_absorpt_correction_T_max  0.1665
_exptl_absorpt_correction_T_min  0.0675
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0747 before and 0.0518 after correction.
The Ratio of minimum to maximum transmission is 0.4054.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             558
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13934
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.486
_diffrn_reflns_theta_min         3.259
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'three-circle diffractometer'
_diffrn_measurement_method       'Bruker D8 VENTURE PHOTON III'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3637
_reflns_number_total             4562
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.926
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         4562
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0398
_refine_ls_restrained_S_all      0.926
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0723P)²+0.2949P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1209
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C7(H7A,H7B), C11(H11A,H11B), C21(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 N4(H4), C5(H5), C9(H9), C10(H10), C15(H15), C17(H17), C18(H18), C19(H19),
 C22(H22), C24(H24)
2.d Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
F1 F -0.02080(12) 0.32976(15) 0.38591(9) 0.0705(4) Uani 1 1 d . . . . .
F2 F 0.19232(16) 0.42375(17) 0.34802(10) 0.0869(5) Uani 1 1 d . . . . .
F3 F 0.14897(18) 0.21919(15) 0.36075(9) 0.0835(4) Uani 1 1 d . . . . .
O2 O 0.29472(15) 0.51503(15) 0.53585(10) 0.0606(4) Uani 1 1 d . . . . .
O5 O 0.11270(15) 0.34537(13) 0.56251(9) 0.0530(3) Uani 1 1 d . . . . .
C23 C 0.1267(2) 0.3486(2) 0.40196(14) 0.0489(4) Uani 1 1 d . . . . .
C26 C 0.18522(19) 0.41248(18) 0.51221(13) 0.0432(4) Uani 1 1 d . . . . .
O1 O -0.03174(15) 0.87178(13) 1.04283(9) 0.0495(3) Uani 1 1 d . . . . .
O3 O 0.36843(16) 0.28905(14) 0.82365(9) 0.0561(3) Uani 1 1 d . . . . .
O4 O 0.05577(15) 0.80317(13) 1.15916(9) 0.0519(3) Uani 1 1 d . . . . .
N1 N 0.38217(15) 0.20431(13) 0.58773(10) 0.0378(3) Uani 1 1 d . . . . .
N2 N 0.53930(16) 0.05196(15) 0.25797(10) 0.0438(3) Uani 1 1 d . . . . .
C3 C 0.4825(2) 0.21237(19) 0.13558(13) 0.0472(4) Uani 1 1 d . . . . .
H3 H 0.568979 0.210277 0.093944 0.057 Uiso 1 1 calc R U . . .
N4 N 0.21159(16) 0.38290(15) 0.75490(10) 0.0415(3) Uani 1 1 d . . . . .
H4 H 0.173905 0.377234 0.696947 0.050 Uiso 1 1 calc R U . . .
C1 C 0.37017(18) 0.10458(16) 0.49384(12) 0.0372(3) Uani 1 1 d . . . . .
C2 C 0.63723(19) 0.19356(19) 0.27289(13) 0.0454(4) Uani 1 1 d . . . . .
H2A H 0.723323 0.185766 0.232422 0.055 Uiso 1 1 calc R U . . .
H2B H 0.678037 0.240081 0.343011 0.055 Uiso 1 1 calc R U . . .
C27 C 0.3873(2) 0.2970(2) 0.10674(17) 0.0627(5) Uani 1 1 d . . . . .
H27A H 0.300304 0.298851 0.145613 0.094 Uiso 1 1 calc R U . . .
H27B H 0.351681 0.252789 0.036449 0.094 Uiso 1 1 calc R U . . .
H27C H 0.448564 0.393933 0.119579 0.094 Uiso 1 1 calc R U . . .
C4 C 0.45003(18) 0.02934(17) 0.32940(12) 0.0401(4) Uani 1 1 d . . . . .
C5 C 0.1679(2) 0.05909(19) 0.63046(13) 0.0476(4) Uani 1 1 d . . . . .
H5 H 0.098722 0.046604 0.677350 0.057 Uiso 1 1 calc R U . . .
C6 C 0.25385(19) -0.02394(17) 0.47127(12) 0.0408(4) Uani 1 1 d . . . . .
C7 C 0.54764(19) 0.28167(18) 0.24375(13) 0.0446(4) Uani 1 1 d . . . . .
H7A H 0.614107 0.377096 0.254099 0.054 Uiso 1 1 calc R U . . .
H7B H 0.464194 0.292464 0.286254 0.054 Uiso 1 1 calc R U . . .
C8 C 0.17599(18) 0.48505(17) 0.83723(12) 0.0402(4) Uani 1 1 d . . . . .
C9 C 0.3376(2) -0.10184(18) 0.30876(13) 0.0454(4) Uani 1 1 d . . . . .
H9 H 0.329128 -0.173643 0.246277 0.054 Uiso 1 1 calc R U . . .
C10 C 0.46493(18) 0.13088(17) 0.42351(12) 0.0391(4) Uani 1 1 d . . . . .
H10 H 0.540021 0.218192 0.439561 0.047 Uiso 1 1 calc R U . . .
C11 C 0.4866(2) -0.02135(19) 0.15260(13) 0.0484(4) Uani 1 1 d . . . . .
H11A H 0.424413 -0.118360 0.142415 0.058 Uiso 1 1 calc R U . . .
H11B H 0.574531 -0.028517 0.113811 0.058 Uiso 1 1 calc R U . . .
C12 C 0.08718(18) 0.68761(17) 0.99035(12) 0.0417(4) Uani 1 1 d . . . . .
C13 C 0.29562(19) 0.29337(18) 0.75385(13) 0.0432(4) Uani 1 1 d . . . . .
C14 C 0.50246(19) 0.33869(17) 0.61385(13) 0.0432(4) Uani 1 1 d . . . . .
H14A H 0.599161 0.318165 0.595715 0.065 Uiso 1 1 calc R U . . .
H14B H 0.510080 0.389337 0.684974 0.065 Uiso 1 1 calc R U . . .
H14C H 0.477657 0.397407 0.578125 0.065 Uiso 1 1 calc R U . . .
C15 C 0.0372(2) 0.66079(19) 0.89228(13) 0.0448(4) Uani 1 1 d . . . . .
H15 H -0.027343 0.711982 0.877644 0.054 Uiso 1 1 calc R U . . .
C16 C 0.03734(19) 0.79062(18) 1.07339(13) 0.0431(4) Uani 1 1 d . . . . .
C17 C 0.1541(2) -0.04479(19) 0.54010(13) 0.0465(4) Uani 1 1 d . . . . .
H17 H 0.076693 -0.130525 0.524660 0.056 Uiso 1 1 calc R U . . .
C18 C 0.18139(19) 0.61155(18) 1.00973(12) 0.0435(4) Uani 1 1 d . . . . .
H18 H 0.214887 0.628481 1.076199 0.052 Uiso 1 1 calc R U . . .
C19 C 0.2433(2) -0.12602(18) 0.37601(13) 0.0462(4) Uani 1 1 d . . . . .
H19 H 0.168227 -0.213435 0.359122 0.055 Uiso 1 1 calc R U . . .
C20 C 0.28312(19) 0.18207(18) 0.65280(12) 0.0419(4) Uani 1 1 d . . . . .
C21 C 0.3935(2) 0.0594(2) 0.11745(13) 0.0482(4) Uani 1 1 d . . . . .
H21A H 0.301197 0.059114 0.152489 0.058 Uiso 1 1 calc R U . . .
H21B H 0.361793 0.011107 0.046070 0.058 Uiso 1 1 calc R U . . .
C22 C 0.22807(19) 0.51126(18) 0.93454(12) 0.0431(4) Uani 1 1 d . . . . .
H22 H 0.294260 0.461387 0.949079 0.052 Uiso 1 1 calc R U . . .
C24 C 0.08108(19) 0.56076(18) 0.81692(13) 0.0443(4) Uani 1 1 d . . . . .
H24 H 0.046400 0.543169 0.750549 0.053 Uiso 1 1 calc R U . . .
C25 C -0.0871(3) 0.9733(2) 1.11863(16) 0.0529(5) Uani 1 1 d . . . . .
H25A H -0.167(2) 0.923(2) 1.1482(15) 0.054(5) Uiso 1 1 d . . . . .
H25B H -0.123(2) 1.029(2) 1.0852(16) 0.060(6) Uiso 1 1 d . . . . .
H25C H -0.006(3) 1.033(2) 1.1695(18) 0.065(6) Uiso 1 1 d . . . . .


_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
F1 C23 1.325(2) . ?
F2 C23 1.324(2) . ?
F3 C23 1.345(2) . ?
O2 C26 1.220(2) . ?
O5 C26 1.253(2) . ?
C23 C26 1.541(3) . ?
O1 C16 1.343(2) . ?
O1 C25 1.441(2) . ?
O3 C13 1.222(2) . ?
O4 C16 1.207(2) . ?
N1 C1 1.392(2) . ?
N1 C14 1.482(2) . ?
N1 C20 1.348(2) . ?
N2 C2 1.468(2) . ?
N2 C4 1.367(2) . ?
N2 C11 1.473(2) . ?
C3 H3 1.0000 . ?
C3 C27 1.521(3) . ?
C3 C7 1.531(3) . ?
C3 C21 1.531(3) . ?
N4 H4 0.8800 . ?
N4 C8 1.410(2) . ?
N4 C13 1.341(2) . ?
C1 C6 1.426(2) . ?
C1 C10 1.394(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C7 1.517(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C4 C9 1.430(2) . ?
C4 C10 1.399(2) . ?
C5 H5 0.9500 . ?
C5 C17 1.372(3) . ?
C5 C20 1.383(2) . ?
C6 C17 1.390(2) . ?
C6 C19 1.418(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C22 1.395(2) . ?
C8 C24 1.393(2) . ?
C9 H9 0.9500 . ?
C9 C19 1.350(3) . ?
C10 H10 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C21 1.519(3) . ?
C12 C15 1.399(2) . ?
C12 C16 1.481(2) . ?
C12 C18 1.386(2) . ?
C13 C20 1.516(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 0.9500 . ?
C15 C24 1.375(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C18 C22 1.388(2) . ?
C19 H19 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.98(2) . ?
C25 H25B 0.97(2) . ?
C25 H25C 0.97(3) . ?

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
F1 C23 F3 104.88(16) . . ?
F1 C23 C26 113.23(15) . . ?
F2 C23 F1 106.55(16) . . ?
F2 C23 F3 105.89(17) . . ?
F2 C23 C26 114.35(15) . . ?
F3 C23 C26 111.22(15) . . ?
O2 C26 O5 130.75(17) . . ?
O2 C26 C23 116.42(16) . . ?
O5 C26 C23 112.80(15) . . ?
C16 O1 C25 115.96(15) . . ?
C1 N1 C14 118.80(13) . . ?
C20 N1 C1 120.90(14) . . ?
C20 N1 C14 120.26(14) . . ?
C2 N2 C11 109.90(14) . . ?
C4 N2 C2 119.93(14) . . ?
C4 N2 C11 121.07(14) . . ?
C27 C3 H3 107.9 . . ?
C27 C3 C7 111.45(16) . . ?
C27 C3 C21 112.27(16) . . ?
C7 C3 H3 107.9 . . ?
C21 C3 H3 107.9 . . ?
C21 C3 C7 109.23(15) . . ?
C8 N4 H4 115.9 . . ?
C13 N4 H4 115.9 . . ?
C13 N4 C8 128.15(15) . . ?
N1 C1 C6 117.40(14) . . ?
N1 C1 C10 121.39(14) . . ?
C10 C1 C6 121.19(15) . . ?
N2 C2 H2A 109.7 . . ?
N2 C2 H2B 109.7 . . ?
N2 C2 C7 109.75(14) . . ?
H2A C2 H2B 108.2 . . ?
C7 C2 H2A 109.7 . . ?
C7 C2 H2B 109.7 . . ?
C3 C27 H27A 109.5 . . ?
C3 C27 H27B 109.5 . . ?
C3 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C4 C9 119.78(15) . . ?
N2 C4 C10 122.10(15) . . ?
C10 C4 C9 118.12(15) . . ?
C17 C5 H5 120.2 . . ?
C17 C5 C20 119.56(16) . . ?
C20 C5 H5 120.2 . . ?
C17 C6 C1 120.49(16) . . ?
C17 C6 C19 122.29(16) . . ?
C19 C6 C1 117.20(15) . . ?
C3 C7 H7A 109.4 . . ?
C3 C7 H7B 109.4 . . ?
C2 C7 C3 111.06(14) . . ?
C2 C7 H7A 109.4 . . ?
C2 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C22 C8 N4 124.06(16) . . ?
C24 C8 N4 115.96(15) . . ?
C24 C8 C22 119.97(15) . . ?
C4 C9 H9 119.2 . . ?
C19 C9 C4 121.54(16) . . ?
C19 C9 H9 119.2 . . ?
C1 C10 C4 120.34(15) . . ?
C1 C10 H10 119.8 . . ?
C4 C10 H10 119.8 . . ?
N2 C11 H11A 109.7 . . ?
N2 C11 H11B 109.7 . . ?
N2 C11 C21 109.97(14) . . ?
H11A C11 H11B 108.2 . . ?
C21 C11 H11A 109.7 . . ?
C21 C11 H11B 109.7 . . ?
C15 C12 C16 121.73(16) . . ?
C18 C12 C15 118.68(16) . . ?
C18 C12 C16 119.56(16) . . ?
O3 C13 N4 127.64(16) . . ?
O3 C13 C20 120.32(15) . . ?
N4 C13 C20 111.88(15) . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15 119.8 . . ?
C24 C15 C12 120.40(17) . . ?
C24 C15 H15 119.8 . . ?
O1 C16 C12 112.10(15) . . ?
O4 C16 O1 122.61(16) . . ?
O4 C16 C12 125.29(17) . . ?
C5 C17 C6 119.68(16) . . ?
C5 C17 H17 120.2 . . ?
C6 C17 H17 120.2 . . ?
C12 C18 H18 119.1 . . ?
C12 C18 C22 121.71(16) . . ?
C22 C18 H18 119.1 . . ?
C6 C19 H19 119.2 . . ?
C9 C19 C6 121.51(16) . . ?
C9 C19 H19 119.2 . . ?
N1 C20 C5 121.91(16) . . ?
N1 C20 C13 120.18(14) . . ?
C5 C20 C13 117.91(15) . . ?
C3 C21 H21A 109.3 . . ?
C3 C21 H21B 109.3 . . ?
C11 C21 C3 111.77(15) . . ?
C11 C21 H21A 109.3 . . ?
C11 C21 H21B 109.3 . . ?
H21A C21 H21B 107.9 . . ?
C8 C22 H22 120.6 . . ?
C18 C22 C8 118.78(16) . . ?
C18 C22 H22 120.6 . . ?
C8 C24 H24 119.8 . . ?
C15 C24 C8 120.45(16) . . ?
C15 C24 H24 119.8 . . ?
O1 C25 H25A 108.9(12) . . ?
O1 C25 H25B 105.0(12) . . ?
O1 C25 H25C 110.2(13) . . ?
H25A C25 H25B 113.3(18) . . ?
H25A C25 H25C 109.0(18) . . ?
H25B C25 H25C 110.4(19) . . ?

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
F1 C23 C26 O2 -129.84(18) . . . . ?
F1 C23 C26 O5 52.2(2) . . . . ?
F2 C23 C26 O2 -7.5(2) . . . . ?
F2 C23 C26 O5 174.55(16) . . . . ?
F3 C23 C26 O2 112.36(18) . . . . ?
F3 C23 C26 O5 -65.6(2) . . . . ?
O3 C13 C20 N1 -92.4(2) . . . . ?
O3 C13 C20 C5 87.7(2) . . . . ?
N1 C1 C6 C17 2.2(2) . . . . ?
N1 C1 C6 C19 -179.17(14) . . . . ?
N1 C1 C10 C4 -179.57(14) . . . . ?
N2 C2 C7 C3 -59.23(18) . . . . ?
N2 C4 C9 C19 -177.34(16) . . . . ?
N2 C4 C10 C1 179.03(15) . . . . ?
N2 C11 C21 C3 56.92(19) . . . . ?
N4 C8 C22 C18 -177.98(15) . . . . ?
N4 C8 C24 C15 178.71(15) . . . . ?
N4 C13 C20 N1 91.80(19) . . . . ?
N4 C13 C20 C5 -88.10(19) . . . . ?
C1 N1 C20 C5 1.4(2) . . . . ?
C1 N1 C20 C13 -178.52(14) . . . . ?
C1 C6 C17 C5 -0.1(3) . . . . ?
C1 C6 C19 C9 -1.1(3) . . . . ?
C2 N2 C4 C9 170.07(15) . . . . ?
C2 N2 C4 C10 -10.2(2) . . . . ?
C2 N2 C11 C21 -61.90(18) . . . . ?
C27 C3 C7 C2 177.78(15) . . . . ?
C27 C3 C21 C11 -176.34(15) . . . . ?
C4 N2 C2 C7 -84.15(18) . . . . ?
C4 N2 C11 C21 85.00(19) . . . . ?
C4 C9 C19 C6 -1.7(3) . . . . ?
C6 C1 C10 C4 -1.6(2) . . . . ?
C7 C3 C21 C11 -52.18(19) . . . . ?
C8 N4 C13 O3 -6.1(3) . . . . ?
C8 N4 C13 C20 169.27(15) . . . . ?
C9 C4 C10 C1 -1.2(2) . . . . ?
C10 C1 C6 C17 -175.83(15) . . . . ?
C10 C1 C6 C19 2.8(2) . . . . ?
C10 C4 C9 C19 2.9(3) . . . . ?
C11 N2 C2 C7 63.19(17) . . . . ?
C11 N2 C4 C9 26.4(2) . . . . ?
C11 N2 C4 C10 -153.85(16) . . . . ?
C12 C15 C24 C8 -0.1(3) . . . . ?
C12 C18 C22 C8 -1.2(2) . . . . ?
C13 N4 C8 C22 1.4(3) . . . . ?
C13 N4 C8 C24 -177.73(16) . . . . ?
C14 N1 C1 C6 179.61(14) . . . . ?
C14 N1 C1 C10 -2.3(2) . . . . ?
C14 N1 C20 C5 178.89(15) . . . . ?
C14 N1 C20 C13 -1.0(2) . . . . ?
C15 C12 C16 O1 -12.8(2) . . . . ?
C15 C12 C16 O4 167.62(17) . . . . ?
C15 C12 C18 C22 0.7(2) . . . . ?
C16 C12 C15 C24 -177.59(16) . . . . ?
C16 C12 C18 C22 178.34(15) . . . . ?
C17 C5 C20 N1 0.9(3) . . . . ?
C17 C5 C20 C13 -179.24(16) . . . . ?
C17 C6 C19 C9 177.46(17) . . . . ?
C18 C12 C15 C24 0.0(2) . . . . ?
C18 C12 C16 O1 169.63(14) . . . . ?
C18 C12 C16 O4 -10.0(3) . . . . ?
C19 C6 C17 C5 -178.65(17) . . . . ?
C20 N1 C1 C6 -2.8(2) . . . . ?
C20 N1 C1 C10 175.20(15) . . . . ?
C20 C5 C17 C6 -1.5(3) . . . . ?
C21 C3 C7 C2 53.14(18) . . . . ?
C22 C8 C24 C15 -0.5(3) . . . . ?
C24 C8 C22 C18 1.1(2) . . . . ?
C25 O1 C16 O4 -1.7(2) . . . . ?
C25 O1 C16 C12 178.69(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_221116b_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2296988'
loop_
_audit_author_name
_audit_author_address
'Feng-Ting Liu'
;Shandong University
China
;
_audit_update_record             
;
2023-09-23 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_audit_creation_date             2022-11-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'I, C24 H26 N3 O4'
_chemical_formula_sum            'C24 H26 I N3 O4'
_chemical_formula_weight         547.38
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.9857(4)
_cell_length_b                   16.0279(7)
_cell_length_c                   14.3669(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.359(2)
_cell_angle_gamma                90
_cell_volume                     2297.47(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8730
_cell_measurement_temperature    173
_cell_measurement_theta_max      68.191
_cell_measurement_theta_min      4.135
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.249
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4467
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1355 before and 0.0768 after correction.
The Ratio of minimum to maximum transmission is 0.5931.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13306
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.238
_diffrn_reflns_theta_min         4.134
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'three-circle diffractometer'
_diffrn_measurement_method       'Bruker D8 VENTURE PHOTON III'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3867
_reflns_number_total             4109
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.719
_refine_diff_density_min         -1.039
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0272
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0314P)²+2.4858P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0677
_refine_ls_wR_factor_ref         0.0687
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B), C17(H17A,H17B), C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C7(H7), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18), C19(H19),
 C22(H22)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.07172(2) 0.32281(2) 0.68561(2) 0.01770(8) Uani 1 1 d . . . . .
O1 O -0.09225(19) 0.08496(11) 0.42548(13) 0.0186(4) Uani 1 1 d . . . . .
O2 O 0.68075(17) 0.24555(11) 0.58012(13) 0.0172(4) Uani 1 1 d . . . . .
O3 O -0.0254(2) 0.64816(13) 0.70700(15) 0.0268(5) Uani 1 1 d . . . . .
O4 O -0.00095(19) 0.00229(12) 0.31897(13) 0.0201(4) Uani 1 1 d . . . . .
N1 N 0.4411(2) 0.35612(13) 0.55814(14) 0.0115(4) Uani 1 1 d . . . . .
N2 N 0.2055(2) 0.61600(14) 0.60350(16) 0.0177(5) Uani 1 1 d . . . . .
N3 N 0.5223(2) 0.14867(14) 0.53584(15) 0.0149(5) Uani 1 1 d . . . . .
C1 C 0.1421(3) 0.07953(15) 0.42438(18) 0.0135(5) Uani 1 1 d . . . . .
C2 C 0.2519(3) 0.55496(16) 0.54733(18) 0.0141(5) Uani 1 1 d . . . . .
C3 C 0.1519(3) 0.13706(15) 0.49790(18) 0.0141(5) Uani 1 1 d . . . . .
H3 H 0.0729 0.1591 0.5232 0.017 Uiso 1 1 calc R U . . .
C4 C 0.3561(3) 0.43376(16) 0.42425(18) 0.0140(5) Uani 1 1 d . . . . .
C5 C -0.2238(3) 0.06086(18) 0.3892(2) 0.0205(6) Uani 1 1 d . . . . .
H5A H -0.2357 0.0796 0.3245 0.031 Uiso 1 1 calc R U . . .
H5B H -0.2923 0.0866 0.4268 0.031 Uiso 1 1 calc R U . . .
H5C H -0.2325 0.0000 0.3917 0.031 Uiso 1 1 calc R U . . .
C6 C 0.3933(3) 0.12921(15) 0.49723(18) 0.0138(5) Uani 1 1 d . . . . .
C7 C 0.3229(3) 0.48572(16) 0.58281(18) 0.0144(5) Uani 1 1 d . . . . .
H7 H 0.3370 0.4796 0.6483 0.017 Uiso 1 1 calc R U . . .
C8 C 0.0121(3) 0.05056(16) 0.38340(18) 0.0144(5) Uani 1 1 d . . . . .
C9 C 0.1089(3) 0.68034(16) 0.5736(2) 0.0191(6) Uani 1 1 d . . . . .
H9A H 0.1051 0.6846 0.5048 0.023 Uiso 1 1 calc R U . . .
H9B H 0.1372 0.7351 0.5996 0.023 Uiso 1 1 calc R U . . .
C10 C 0.4896(3) 0.29749(16) 0.50006(18) 0.0133(5) Uani 1 1 d . . . . .
C11 C 0.2094(3) 0.60935(18) 0.70559(19) 0.0215(6) Uani 1 1 d . . . . .
H11A H 0.2372 0.6633 0.7338 0.026 Uiso 1 1 calc R U . . .
H11B H 0.2751 0.5662 0.7263 0.026 Uiso 1 1 calc R U . . .
C12 C 0.5622(3) 0.22377(16) 0.54071(18) 0.0141(5) Uani 1 1 d . . . . .
C13 C 0.2321(3) 0.56157(16) 0.44781(19) 0.0161(5) Uani 1 1 d . . . . .
H13 H 0.1824 0.6072 0.4220 0.019 Uiso 1 1 calc R U . . .
C14 C 0.2600(3) 0.04725(16) 0.38905(18) 0.0162(6) Uani 1 1 d . . . . .
H14 H 0.2542 0.0084 0.3391 0.019 Uiso 1 1 calc R U . . .
C15 C 0.4754(3) 0.30531(17) 0.40459(19) 0.0170(6) Uani 1 1 d . . . . .
H15 H 0.5110 0.2640 0.3652 0.020 Uiso 1 1 calc R U . . .
C16 C 0.2829(3) 0.50404(17) 0.39056(18) 0.0178(6) Uani 1 1 d . . . . .
H16 H 0.2692 0.5109 0.3252 0.021 Uiso 1 1 calc R U . . .
C17 C 0.0710(3) 0.58601(18) 0.7362(2) 0.0233(6) Uani 1 1 d . . . . .
H17A H 0.0447 0.5314 0.7089 0.028 Uiso 1 1 calc R U . . .
H17B H 0.0726 0.5806 0.8048 0.028 Uiso 1 1 calc R U . . .
C18 C 0.4092(3) 0.37378(17) 0.36672(18) 0.0181(6) Uani 1 1 d . . . . .
H18 H 0.4000 0.3798 0.3010 0.022 Uiso 1 1 calc R U . . .
C19 C 0.2761(3) 0.16158(16) 0.53335(19) 0.0149(5) Uani 1 1 d . . . . .
H19 H 0.2822 0.2009 0.5828 0.018 Uiso 1 1 calc R U . . .
C20 C 0.4548(3) 0.34520(17) 0.66022(18) 0.0160(5) Uani 1 1 d . . . . .
H20A H 0.4957 0.2909 0.6745 0.024 Uiso 1 1 calc R U . . .
H20B H 0.3661 0.3479 0.6868 0.024 Uiso 1 1 calc R U . . .
H20C H 0.5117 0.3896 0.6871 0.024 Uiso 1 1 calc R U . . .
C21 C 0.7576(3) 0.17969(16) 0.6263(2) 0.0197(6) Uani 1 1 d . . . . .
H21A H 0.7821 0.1378 0.5803 0.029 Uiso 1 1 calc R U . . .
H21B H 0.7036 0.1535 0.6736 0.029 Uiso 1 1 calc R U . . .
H21C H 0.8391 0.2033 0.6561 0.029 Uiso 1 1 calc R U . . .
C22 C 0.3836(3) 0.07067(16) 0.42512(19) 0.0167(5) Uani 1 1 d . . . . .
H22 H 0.4625 0.0472 0.4012 0.020 Uiso 1 1 calc R U . . .
C23 C -0.0281(3) 0.65761(19) 0.6075(2) 0.0239(6) Uani 1 1 d . . . . .
H23A H -0.0931 0.7017 0.5888 0.029 Uiso 1 1 calc R U . . .
H23B H -0.0584 0.6048 0.5778 0.029 Uiso 1 1 calc R U . . .
C24 C 0.3729(2) 0.42591(15) 0.52348(18) 0.0119(5) Uani 1 1 d . . . . .


_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
O1 C5 1.446(3) . ?
O1 C8 1.344(3) . ?
O2 C12 1.338(3) . ?
O2 C21 1.449(3) . ?
O3 C17 1.436(3) . ?
O3 C23 1.436(4) . ?
O4 C8 1.209(3) . ?
N1 C10 1.359(3) . ?
N1 C20 1.478(3) . ?
N1 C24 1.391(3) . ?
N2 C2 1.362(3) . ?
N2 C9 1.464(3) . ?
N2 C11 1.469(3) . ?
N3 C6 1.416(4) . ?
N3 C12 1.269(3) . ?
C1 C3 1.402(4) . ?
C1 C8 1.479(4) . ?
C1 C14 1.400(4) . ?
C2 C7 1.402(4) . ?
C2 C13 1.439(4) . ?
C3 H3 0.9500 . ?
C3 C19 1.379(4) . ?
C4 C16 1.417(4) . ?
C4 C18 1.387(4) . ?
C4 C24 1.434(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C19 1.399(4) . ?
C6 C22 1.398(4) . ?
C7 H7 0.9500 . ?
C7 C24 1.389(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C23 1.515(4) . ?
C10 C12 1.492(4) . ?
C10 C15 1.379(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C17 1.514(4) . ?
C13 H13 0.9500 . ?
C13 C16 1.349(4) . ?
C14 H14 0.9500 . ?
C14 C22 1.372(4) . ?
C15 H15 0.9500 . ?
C15 C18 1.381(4) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?

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
C8 O1 C5 116.0(2) . . ?
C12 O2 C21 116.5(2) . . ?
C17 O3 C23 110.4(2) . . ?
C10 N1 C20 120.4(2) . . ?
C10 N1 C24 121.2(2) . . ?
C24 N1 C20 118.3(2) . . ?
C2 N2 C9 124.6(2) . . ?
C2 N2 C11 123.0(2) . . ?
C9 N2 C11 109.5(2) . . ?
C12 N3 C6 120.6(2) . . ?
C3 C1 C8 122.6(2) . . ?
C14 C1 C3 118.9(2) . . ?
C14 C1 C8 118.5(2) . . ?
N2 C2 C7 122.2(2) . . ?
N2 C2 C13 120.0(2) . . ?
C7 C2 C13 117.8(2) . . ?
C1 C3 H3 120.0 . . ?
C19 C3 C1 119.9(2) . . ?
C19 C3 H3 120.0 . . ?
C16 C4 C24 116.5(2) . . ?
C18 C4 C16 123.5(2) . . ?
C18 C4 C24 120.0(2) . . ?
O1 C5 H5A 109.5 . . ?
O1 C5 H5B 109.5 . . ?
O1 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C19 C6 N3 122.3(2) . . ?
C22 C6 N3 118.2(2) . . ?
C22 C6 C19 119.3(2) . . ?
C2 C7 H7 119.6 . . ?
C24 C7 C2 120.8(2) . . ?
C24 C7 H7 119.6 . . ?
O1 C8 C1 112.1(2) . . ?
O4 C8 O1 123.1(2) . . ?
O4 C8 C1 124.8(2) . . ?
N2 C9 H9A 109.8 . . ?
N2 C9 H9B 109.8 . . ?
N2 C9 C23 109.2(2) . . ?
H9A C9 H9B 108.3 . . ?
C23 C9 H9A 109.8 . . ?
C23 C9 H9B 109.8 . . ?
N1 C10 C12 119.1(2) . . ?
N1 C10 C15 121.6(2) . . ?
C15 C10 C12 119.3(2) . . ?
N2 C11 H11A 109.9 . . ?
N2 C11 H11B 109.9 . . ?
N2 C11 C17 108.7(2) . . ?
H11A C11 H11B 108.3 . . ?
C17 C11 H11A 109.9 . . ?
C17 C11 H11B 109.9 . . ?
O2 C12 C10 111.5(2) . . ?
N3 C12 O2 122.8(2) . . ?
N3 C12 C10 125.7(2) . . ?
C2 C13 H13 119.5 . . ?
C16 C13 C2 121.0(2) . . ?
C16 C13 H13 119.5 . . ?
C1 C14 H14 119.4 . . ?
C22 C14 C1 121.3(2) . . ?
C22 C14 H14 119.4 . . ?
C10 C15 H15 120.3 . . ?
C10 C15 C18 119.5(2) . . ?
C18 C15 H15 120.3 . . ?
C4 C16 H16 118.8 . . ?
C13 C16 C4 122.5(2) . . ?
C13 C16 H16 118.8 . . ?
O3 C17 C11 110.7(2) . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
C4 C18 H18 119.9 . . ?
C15 C18 C4 120.3(2) . . ?
C15 C18 H18 119.9 . . ?
C3 C19 C6 120.7(2) . . ?
C3 C19 H19 119.6 . . ?
C6 C19 H19 119.6 . . ?
N1 C20 H20A 109.5 . . ?
N1 C20 H20B 109.5 . . ?
N1 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C6 C22 H22 120.1 . . ?
C14 C22 C6 119.8(2) . . ?
C14 C22 H22 120.1 . . ?
O3 C23 C9 111.4(3) . . ?
O3 C23 H23A 109.3 . . ?
O3 C23 H23B 109.3 . . ?
C9 C23 H23A 109.3 . . ?
C9 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
N1 C24 C4 117.5(2) . . ?
C7 C24 N1 121.2(2) . . ?
C7 C24 C4 121.3(2) . . ?

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
N1 C10 C12 O2 -69.3(3) . . . . ?
N1 C10 C12 N3 113.9(3) . . . . ?
N1 C10 C15 C18 -0.8(4) . . . . ?
N2 C2 C7 C24 -177.8(2) . . . . ?
N2 C2 C13 C16 176.7(2) . . . . ?
N2 C9 C23 O3 57.6(3) . . . . ?
N2 C11 C17 O3 -59.9(3) . . . . ?
N3 C6 C19 C3 -175.7(2) . . . . ?
N3 C6 C22 C14 176.9(2) . . . . ?
C1 C3 C19 C6 -0.5(4) . . . . ?
C1 C14 C22 C6 -1.4(4) . . . . ?
C2 N2 C9 C23 102.2(3) . . . . ?
C2 N2 C11 C17 -101.4(3) . . . . ?
C2 C7 C24 N1 -178.7(2) . . . . ?
C2 C7 C24 C4 1.3(4) . . . . ?
C2 C13 C16 C4 1.1(4) . . . . ?
C3 C1 C8 O1 -0.7(3) . . . . ?
C3 C1 C8 O4 178.6(2) . . . . ?
C3 C1 C14 C22 0.2(4) . . . . ?
C5 O1 C8 O4 0.0(4) . . . . ?
C5 O1 C8 C1 179.3(2) . . . . ?
C6 N3 C12 O2 177.1(2) . . . . ?
C6 N3 C12 C10 -6.4(4) . . . . ?
C7 C2 C13 C16 -1.6(4) . . . . ?
C8 C1 C3 C19 179.9(2) . . . . ?
C8 C1 C14 C22 -179.0(2) . . . . ?
C9 N2 C2 C7 -167.1(2) . . . . ?
C9 N2 C2 C13 14.7(4) . . . . ?
C9 N2 C11 C17 60.1(3) . . . . ?
C10 N1 C24 C4 -0.2(3) . . . . ?
C10 N1 C24 C7 179.8(2) . . . . ?
C10 C15 C18 C4 -0.7(4) . . . . ?
C11 N2 C2 C7 -8.5(4) . . . . ?
C11 N2 C2 C13 173.4(2) . . . . ?
C11 N2 C9 C23 -58.8(3) . . . . ?
C12 N3 C6 C19 -58.7(3) . . . . ?
C12 N3 C6 C22 126.3(3) . . . . ?
C12 C10 C15 C18 -179.5(2) . . . . ?
C13 C2 C7 C24 0.4(4) . . . . ?
C14 C1 C3 C19 0.7(4) . . . . ?
C14 C1 C8 O1 178.4(2) . . . . ?
C14 C1 C8 O4 -2.3(4) . . . . ?
C15 C10 C12 O2 109.5(3) . . . . ?
C15 C10 C12 N3 -67.3(3) . . . . ?
C16 C4 C18 C15 -177.7(2) . . . . ?
C16 C4 C24 N1 178.2(2) . . . . ?
C16 C4 C24 C7 -1.8(4) . . . . ?
C17 O3 C23 C9 -57.4(3) . . . . ?
C18 C4 C16 C13 179.9(3) . . . . ?
C18 C4 C24 N1 -1.2(4) . . . . ?
C18 C4 C24 C7 178.9(2) . . . . ?
C19 C6 C22 C14 1.7(4) . . . . ?
C20 N1 C10 C12 -2.7(3) . . . . ?
C20 N1 C10 C15 178.5(2) . . . . ?
C20 N1 C24 C4 -177.6(2) . . . . ?
C20 N1 C24 C7 2.4(3) . . . . ?
C21 O2 C12 N3 -6.1(3) . . . . ?
C21 O2 C12 C10 176.9(2) . . . . ?
C22 C6 C19 C3 -0.7(4) . . . . ?
C23 O3 C17 C11 58.5(3) . . . . ?
C24 N1 C10 C12 180.0(2) . . . . ?
C24 N1 C10 C15 1.2(4) . . . . ?
C24 C4 C16 C13 0.6(4) . . . . ?
C24 C4 C18 C15 1.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_230321b_0m
_database_code_depnum_ccdc_archive 'CCDC 2296986'
loop_
_audit_author_name
_audit_author_address
'Feng-Ting Liu'
;Shandong University
China
;
_audit_update_record             
;
2023-09-23 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_audit_creation_date             2023-03-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H27 Br N3 O, I, C H2 Cl2'
_chemical_formula_sum            'C25 H29 Br Cl2 I N3 O'
_chemical_formula_weight         665.22
_chemical_melting_point          ?
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'
Br Br -0.6763 1.2805 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3459(11)
_cell_length_b                   11.5121(12)
_cell_length_c                   12.6578(13)
_cell_angle_alpha                84.402(6)
_cell_angle_beta                 78.754(5)
_cell_angle_gamma                70.128(5)
_cell_volume                     1389.8(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9408
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      66.572
_cell_measurement_theta_min      4.085
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.928
_exptl_absorpt_coefficient_mu    12.674
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.4597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1193 before and 0.0627 after correction.
The Ratio of minimum to maximum transmission is 0.6107.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.006
_exptl_crystal_size_mid          0.004
_exptl_crystal_size_min          0.002
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18569
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.228
_diffrn_reflns_theta_max         67.228
_diffrn_reflns_theta_min         3.562
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4357
_reflns_number_total             4883
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.263
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       0.00117(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         4883
_refine_ls_number_restraints     144
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0485P)²+2.5511P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.0998
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Br02: within 2A with sigma of 0.004 and sigma for terminal atoms of 0.008
within 2A
Br02 \\sim C00K \\sim C00P \\sim C00S \\sim C00H \\sim C00Q \\sim C00L: within
2A with sigma of 0.004 and sigma for terminal atoms of 0.008 within 2A
C00F \\sim C00J \\sim C00C \\sim C00D \\sim C009 \\sim N007 \\sim C00B \\sim
C00A \\sim C00E \\sim C00I: within 2A with sigma of 0.004 and sigma for
terminal atoms of 0.008 within 2A
Cl1 \\sim Cl3 \\sim C3 \\sim Cl6 \\sim Cl7: within 2A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 2A
3. Others
 Fixed Sof: H3BD(0.5) H3BC(0.5) H3AB(0.5) H3AA(0.5) Cl1(0.5) Cl3(0.5) Cl6(0.5)
 Cl7(0.5)
4.a Ternary CH refined with riding coordinates:
 C00R(H00R)
4.b Secondary CH2 refined with riding coordinates:
 C00M(H00A,H00D), C00N(H00F,H00G), C00T(H00N,H00O), C00V(H00W,H00X), C3(H3BD,
 H3BC), C3(H3AB,H3AA)
4.c Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00E(H00E), C00I(H00I), C00J(H00J), C00L(H00L),
 C00P(H00P), C00Q(H00Q), C00S(H00S)
4.d Idealised Me refined as rotating group:
 C00O(H00H,H00K,H00M), C00U(H00T,H00U,H00V), C00W(H00Y,H,HA)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Br02 Br -0.10014(5) 0.68350(4) 0.81536(4) 0.03817(15) Uani 1 1 d . U . A 1
O005 O 0.2120(3) -0.0730(3) 0.8181(2) 0.0317(7) Uani 1 1 d . . . . .
N006 N 0.6978(4) 0.2277(3) 0.4150(3) 0.0313(8) Uani 1 1 d . . . . .
N007 N 0.3453(3) 0.1094(3) 0.6690(3) 0.0260(7) Uani 1 1 d . U . . .
N008 N 0.0957(4) 0.1229(3) 0.8758(3) 0.0308(8) Uani 1 1 d . . . . .
C009 C 0.3992(4) 0.1430(4) 0.5651(3) 0.0251(7) Uani 1 1 d . U . . .
C00A C 0.5750(4) 0.2050(4) 0.4391(3) 0.0276(8) Uani 1 1 d . U . . .
C00B C 0.5231(4) 0.1698(4) 0.5435(3) 0.0276(8) Uani 1 1 d . U . . .
H00B H 0.573354 0.164188 0.600216 0.033 Uiso 1 1 calc R U . . .
C00C C 0.1972(4) 0.1239(4) 0.5058(3) 0.0286(8) Uani 1 1 d . U . . .
H00C H 0.145703 0.128854 0.450076 0.034 Uiso 1 1 calc R U . . .
C00D C 0.3200(4) 0.1500(4) 0.4827(3) 0.0255(7) Uani 1 1 d . U . . .
C00E C 0.4955(4) 0.2114(4) 0.3559(3) 0.0301(8) Uani 1 1 d . U . . .
H00E H 0.528361 0.234805 0.284425 0.036 Uiso 1 1 calc R U . . .
C00F C 0.2235(4) 0.0850(4) 0.6900(3) 0.0271(8) Uani 1 1 d . U . . .
C00G C 0.1704(4) 0.0499(4) 0.8041(3) 0.0286(9) Uani 1 1 d . . . . .
C00H C 0.0540(5) 0.2529(4) 0.8555(3) 0.0318(9) Uani 1 1 d . U . . .
C00I C 0.3751(4) 0.1848(4) 0.3770(3) 0.0291(8) Uani 1 1 d . U . . .
H00I H 0.325966 0.189459 0.319803 0.035 Uiso 1 1 calc R U . . .
C00J C 0.1482(4) 0.0903(4) 0.6103(3) 0.0282(8) Uani 1 1 d . U . . .
H00J H 0.063874 0.071252 0.626411 0.034 Uiso 1 1 calc R U . . .
C00K C -0.0381(5) 0.5076(4) 0.8313(3) 0.0342(9) Uani 1 1 d . U . . .
C00L C 0.0778(5) 0.4488(4) 0.8790(3) 0.0332(9) Uani 1 1 d . U . . .
H00L H 0.126063 0.495615 0.902731 0.040 Uiso 1 1 calc R U . . .
C00M C 0.7945(4) 0.2046(4) 0.4912(3) 0.0326(10) Uani 1 1 d . . . . .
H00A H 0.890452 0.161080 0.454505 0.039 Uiso 1 1 calc R U . . .
H00D H 0.769648 0.150211 0.551554 0.039 Uiso 1 1 calc R U . . .
C00N C 0.7334(5) 0.3058(5) 0.3227(3) 0.0381(11) Uani 1 1 d . . . . .
H00F H 0.667056 0.320349 0.272123 0.046 Uiso 1 1 calc R U . . .
H00G H 0.828493 0.263498 0.283769 0.046 Uiso 1 1 calc R U . . .
C00O C 0.1528(5) -0.1173(5) 0.9206(4) 0.0383(11) Uani 1 1 d . . . . .
H00H H 0.190302 -0.207736 0.925029 0.058 Uiso 1 1 calc R U . . .
H00K H 0.051082 -0.090829 0.927041 0.058 Uiso 1 1 calc R U . . .
H00M H 0.176901 -0.083303 0.979209 0.058 Uiso 1 1 calc R U . . .
C00P C -0.1088(5) 0.4408(4) 0.7950(4) 0.0370(9) Uani 1 1 d . U . . .
H00P H -0.187726 0.482057 0.761550 0.044 Uiso 1 1 calc R U . . .
C00Q C 0.1231(5) 0.3216(4) 0.8918(3) 0.0338(9) Uani 1 1 d . U . . .
H00Q H 0.201783 0.280903 0.925522 0.041 Uiso 1 1 calc R U . . .
C00R C 0.8214(5) 0.4122(4) 0.4442(4) 0.0359(10) Uani 1 1 d . . . . .
H00R H 0.919896 0.373926 0.407283 0.043 Uiso 1 1 calc R U . . .
C00S C -0.0632(5) 0.3135(4) 0.8080(4) 0.0358(9) Uani 1 1 d . U . . .
H00S H -0.111903 0.266978 0.784406 0.043 Uiso 1 1 calc R U . . .
C00T C 0.7266(5) 0.4273(5) 0.3623(4) 0.0404(11) Uani 1 1 d . . . . .
H00N H 0.629181 0.471898 0.395407 0.048 Uiso 1 1 calc R U . . .
H00O H 0.753368 0.478439 0.299947 0.048 Uiso 1 1 calc R U . . .
C00U C 0.4260(5) 0.1002(5) 0.7560(3) 0.0338(10) Uani 1 1 d . . . . .
H00T H 0.522230 0.046124 0.734086 0.051 Uiso 1 1 calc R U . . .
H00U H 0.383174 0.065832 0.821935 0.051 Uiso 1 1 calc R U . . .
H00V H 0.425967 0.182630 0.769443 0.051 Uiso 1 1 calc R U . . .
C00V C 0.7904(5) 0.3230(5) 0.5353(4) 0.0370(11) Uani 1 1 d . . . . .
H00W H 0.860144 0.304277 0.583506 0.044 Uiso 1 1 calc R U . . .
H00X H 0.697048 0.362463 0.578247 0.044 Uiso 1 1 calc R U . . .
C00W C 0.8090(7) 0.5364(5) 0.4857(5) 0.0562(14) Uani 1 1 d . . . . .
H00Y H 0.837673 0.587683 0.425496 0.084 Uiso 1 1 calc R U . . .
H H 0.869322 0.522791 0.539658 0.084 Uiso 1 1 calc R U . . .
HA H 0.711950 0.578364 0.518451 0.084 Uiso 1 1 calc R U . . .
I1 I -0.18714(3) 0.01506(3) 0.76740(2) 0.03533(13) Uani 1 1 d . . . . .
C3 C 0.4233(8) 0.6771(8) 0.0750(6) 0.0820(17) Uani 1 1 d . U . . .
H3BD H 0.356223 0.752703 0.109883 0.098 Uiso 0.5 1 calc R U P B 2
H3BC H 0.370559 0.634281 0.045297 0.098 Uiso 0.5 1 calc R U P B 2
H3AB H 0.352711 0.643432 0.059960 0.098 Uiso 0.5 1 calc R U P C 1
H3AA H 0.375283 0.765405 0.091017 0.098 Uiso 0.5 1 calc R U P C 1
Cl1 Cl 0.5433(9) 0.7155(9) -0.0284(8) 0.0957(19) Uani 0.5 1 d . U P D 2
Cl3 Cl 0.5450(12) 0.6676(9) -0.0385(9) 0.126(3) Uani 0.5 1 d . U P D 1
Cl6 Cl 0.5138(15) 0.5840(16) 0.1648(8) 0.091(2) Uani 0.5 1 d . U P D 2
Cl7 Cl 0.4884(14) 0.5975(15) 0.1936(7) 0.0786(18) Uani 0.5 1 d . U P D 1


_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
Br02 C00K 1.908(5) . ?
O005 C00G 1.335(5) . ?
O005 C00O 1.447(5) . ?
N006 C00A 1.354(5) . ?
N006 C00M 1.466(5) . ?
N006 C00N 1.470(5) . ?
N007 C009 1.396(5) . ?
N007 C00F 1.354(5) . ?
N007 C00U 1.483(5) . ?
N008 C00G 1.249(6) . ?
N008 C00H 1.422(6) . ?
C009 C00B 1.389(6) . ?
C009 C00D 1.428(6) . ?
C00A C00B 1.402(6) . ?
C00A C00E 1.440(6) . ?
C00B H00B 0.9500 . ?
C00C H00C 0.9500 . ?
C00C C00D 1.374(6) . ?
C00C C00J 1.389(6) . ?
C00D C00I 1.424(6) . ?
C00E H00E 0.9500 . ?
C00E C00I 1.353(6) . ?
C00F C00G 1.510(5) . ?
C00F C00J 1.376(6) . ?
C00H C00Q 1.389(6) . ?
C00H C00S 1.395(6) . ?
C00I H00I 0.9500 . ?
C00J H00J 0.9500 . ?
C00K C00L 1.382(6) . ?
C00K C00P 1.386(7) . ?
C00L H00L 0.9500 . ?
C00L C00Q 1.381(6) . ?
C00M H00A 0.9900 . ?
C00M H00D 0.9900 . ?
C00M C00V 1.508(7) . ?
C00N H00F 0.9900 . ?
C00N H00G 0.9900 . ?
C00N C00T 1.507(7) . ?
C00O H00H 0.9800 . ?
C00O H00K 0.9800 . ?
C00O H00M 0.9800 . ?
C00P H00P 0.9500 . ?
C00P C00S 1.383(7) . ?
C00Q H00Q 0.9500 . ?
C00R H00R 1.0000 . ?
C00R C00T 1.522(7) . ?
C00R C00V 1.528(6) . ?
C00R C00W 1.526(7) . ?
C00S H00S 0.9500 . ?
C00T H00N 0.9900 . ?
C00T H00O 0.9900 . ?
C00U H00T 0.9800 . ?
C00U H00U 0.9800 . ?
C00U H00V 0.9800 . ?
C00V H00W 0.9900 . ?
C00V H00X 0.9900 . ?
C00W H00Y 0.9800 . ?
C00W H 0.9800 . ?
C00W HA 0.9800 . ?
C3 H3BD 0.9900 . ?
C3 H3BC 0.9900 . ?
C3 H3AB 0.9900 . ?
C3 H3AA 0.9900 . ?
C3 Cl1 1.754(12) . ?
C3 Cl3 1.701(13) . ?
C3 Cl6 1.677(16) . ?
C3 Cl7 1.804(15) . ?

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
C00G O005 C00O 114.7(3) . . ?
C00A N006 C00M 123.4(3) . . ?
C00A N006 C00N 124.0(4) . . ?
C00M N006 C00N 110.9(3) . . ?
C009 N007 C00U 118.0(3) . . ?
C00F N007 C009 121.3(3) . . ?
C00F N007 C00U 120.7(3) . . ?
C00G N008 C00H 121.0(4) . . ?
N007 C009 C00D 116.8(4) . . ?
C00B C009 N007 121.5(4) . . ?
C00B C009 C00D 121.7(4) . . ?
N006 C00A C00B 122.1(4) . . ?
N006 C00A C00E 120.4(4) . . ?
C00B C00A C00E 117.4(4) . . ?
C009 C00B C00A 120.8(4) . . ?
C009 C00B H00B 119.6 . . ?
C00A C00B H00B 119.6 . . ?
C00D C00C H00C 119.9 . . ?
C00D C00C C00J 120.2(4) . . ?
C00J C00C H00C 119.9 . . ?
C00C C00D C009 120.8(4) . . ?
C00C C00D C00I 122.5(4) . . ?
C00I C00D C009 116.7(4) . . ?
C00A C00E H00E 119.2 . . ?
C00I C00E C00A 121.7(4) . . ?
C00I C00E H00E 119.2 . . ?
N007 C00F C00G 118.7(4) . . ?
N007 C00F C00J 121.8(4) . . ?
C00J C00F C00G 119.5(4) . . ?
O005 C00G C00F 110.1(3) . . ?
N008 C00G O005 123.8(4) . . ?
N008 C00G C00F 126.1(4) . . ?
C00Q C00H N008 119.7(4) . . ?
C00Q C00H C00S 119.5(4) . . ?
C00S C00H N008 120.5(4) . . ?
C00D C00I H00I 119.1 . . ?
C00E C00I C00D 121.7(4) . . ?
C00E C00I H00I 119.1 . . ?
C00C C00J H00J 120.5 . . ?
C00F C00J C00C 119.0(4) . . ?
C00F C00J H00J 120.5 . . ?
C00L C00K Br02 119.0(4) . . ?
C00L C00K C00P 121.1(4) . . ?
C00P C00K Br02 119.9(4) . . ?
C00K C00L H00L 120.2 . . ?
C00Q C00L C00K 119.5(4) . . ?
C00Q C00L H00L 120.2 . . ?
N006 C00M H00A 109.3 . . ?
N006 C00M H00D 109.3 . . ?
N006 C00M C00V 111.7(4) . . ?
H00A C00M H00D 107.9 . . ?
C00V C00M H00A 109.3 . . ?
C00V C00M H00D 109.3 . . ?
N006 C00N H00F 109.8 . . ?
N006 C00N H00G 109.8 . . ?
N006 C00N C00T 109.4(4) . . ?
H00F C00N H00G 108.2 . . ?
C00T C00N H00F 109.8 . . ?
C00T C00N H00G 109.8 . . ?
O005 C00O H00H 109.5 . . ?
O005 C00O H00K 109.5 . . ?
O005 C00O H00M 109.5 . . ?
H00H C00O H00K 109.5 . . ?
H00H C00O H00M 109.5 . . ?
H00K C00O H00M 109.5 . . ?
C00K C00P H00P 120.4 . . ?
C00S C00P C00K 119.2(4) . . ?
C00S C00P H00P 120.4 . . ?
C00H C00Q H00Q 119.8 . . ?
C00L C00Q C00H 120.3(4) . . ?
C00L C00Q H00Q 119.8 . . ?
C00T C00R H00R 107.7 . . ?
C00T C00R C00V 109.3(4) . . ?
C00T C00R C00W 111.8(4) . . ?
C00V C00R H00R 107.7 . . ?
C00W C00R H00R 107.7 . . ?
C00W C00R C00V 112.4(4) . . ?
C00H C00S H00S 119.8 . . ?
C00P C00S C00H 120.3(4) . . ?
C00P C00S H00S 119.8 . . ?
C00N C00T C00R 112.9(4) . . ?
C00N C00T H00N 109.0 . . ?
C00N C00T H00O 109.0 . . ?
C00R C00T H00N 109.0 . . ?
C00R C00T H00O 109.0 . . ?
H00N C00T H00O 107.8 . . ?
N007 C00U H00T 109.5 . . ?
N007 C00U H00U 109.5 . . ?
N007 C00U H00V 109.5 . . ?
H00T C00U H00U 109.5 . . ?
H00T C00U H00V 109.5 . . ?
H00U C00U H00V 109.5 . . ?
C00M C00V C00R 111.0(4) . . ?
C00M C00V H00W 109.4 . . ?
C00M C00V H00X 109.4 . . ?
C00R C00V H00W 109.4 . . ?
C00R C00V H00X 109.4 . . ?
H00W C00V H00X 108.0 . . ?
C00R C00W H00Y 109.5 . . ?
C00R C00W H 109.5 . . ?
C00R C00W HA 109.5 . . ?
H00Y C00W H 109.5 . . ?
H00Y C00W HA 109.5 . . ?
H C00W HA 109.5 . . ?
H3BD C3 H3BC 108.5 . . ?
H3AB C3 H3AA 107.4 . . ?
Cl1 C3 H3BD 110.2 . . ?
Cl1 C3 H3BC 110.2 . . ?
Cl3 C3 H3AB 108.3 . . ?
Cl3 C3 H3AA 108.3 . . ?
Cl3 C3 Cl7 115.8(7) . . ?
Cl6 C3 H3BD 110.2 . . ?
Cl6 C3 H3BC 110.2 . . ?
Cl6 C3 Cl1 107.6(7) . . ?
Cl7 C3 H3AB 108.3 . . ?
Cl7 C3 H3AA 108.3 . . ?

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
Br02 C00K C00L C00Q 179.5(3) . . . . ?
Br02 C00K C00P C00S -179.4(3) . . . . ?
N006 C00A C00B C009 -177.8(4) . . . . ?
N006 C00A C00E C00I 177.6(4) . . . . ?
N006 C00M C00V C00R -56.3(5) . . . . ?
N006 C00N C00T C00R 57.0(5) . . . . ?
N007 C009 C00B C00A -179.2(4) . . . . ?
N007 C009 C00D C00C -0.4(6) . . . . ?
N007 C009 C00D C00I 179.8(4) . . . . ?
N007 C00F C00G O005 -94.1(4) . . . . ?
N007 C00F C00G N008 87.5(5) . . . . ?
N007 C00F C00J C00C -1.3(6) . . . . ?
N008 C00H C00Q C00L -175.7(4) . . . . ?
N008 C00H C00S C00P 175.6(4) . . . . ?
C009 N007 C00F C00G -179.7(4) . . . . ?
C009 N007 C00F C00J 1.0(6) . . . . ?
C009 C00D C00I C00E -0.8(6) . . . . ?
C00A N006 C00M C00V -105.2(5) . . . . ?
C00A N006 C00N C00T 106.0(5) . . . . ?
C00A C00E C00I C00D 0.5(7) . . . . ?
C00B C009 C00D C00C -179.6(4) . . . . ?
C00B C009 C00D C00I 0.5(6) . . . . ?
C00B C00A C00E C00I 0.1(6) . . . . ?
C00C C00D C00I C00E 179.3(4) . . . . ?
C00D C009 C00B C00A 0.0(6) . . . . ?
C00D C00C C00J C00F 0.7(6) . . . . ?
C00E C00A C00B C009 -0.4(6) . . . . ?
C00F N007 C009 C00B 179.1(4) . . . . ?
C00F N007 C009 C00D -0.2(6) . . . . ?
C00G N008 C00H C00Q -101.0(5) . . . . ?
C00G N008 C00H C00S 84.6(5) . . . . ?
C00G C00F C00J C00C 179.4(4) . . . . ?
C00H N008 C00G O005 -179.5(4) . . . . ?
C00H N008 C00G C00F -1.3(7) . . . . ?
C00J C00C C00D C009 0.1(6) . . . . ?
C00J C00C C00D C00I 179.9(4) . . . . ?
C00J C00F C00G O005 85.3(5) . . . . ?
C00J C00F C00G N008 -93.1(5) . . . . ?
C00K C00L C00Q C00H 1.0(6) . . . . ?
C00K C00P C00S C00H -1.0(7) . . . . ?
C00L C00K C00P C00S 0.8(7) . . . . ?
C00M N006 C00A C00B 7.1(6) . . . . ?
C00M N006 C00A C00E -170.3(4) . . . . ?
C00M N006 C00N C00T -59.4(5) . . . . ?
C00N N006 C00A C00B -156.6(4) . . . . ?
C00N N006 C00A C00E 26.0(6) . . . . ?
C00N N006 C00M C00V 60.3(5) . . . . ?
C00O O005 C00G N008 5.7(6) . . . . ?
C00O O005 C00G C00F -172.7(3) . . . . ?
C00P C00K C00L C00Q -0.7(7) . . . . ?
C00Q C00H C00S C00P 1.3(6) . . . . ?
C00S C00H C00Q C00L -1.3(6) . . . . ?
C00T C00R C00V C00M 51.6(5) . . . . ?
C00U N007 C009 C00B -1.3(6) . . . . ?
C00U N007 C009 C00D 179.4(4) . . . . ?
C00U N007 C00F C00G 0.8(6) . . . . ?
C00U N007 C00F C00J -178.6(4) . . . . ?
C00V C00R C00T C00N -53.1(5) . . . . ?
C00W C00R C00T C00N -178.1(4) . . . . ?
C00W C00R C00V C00M 176.3(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_230421d_0m
_database_code_depnum_ccdc_archive 'CCDC 2296987'
loop_
_audit_author_name
_audit_author_address
'Feng-Ting Liu'
;Shandong University
China
;
_audit_update_record             
;
2023-09-23 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_audit_creation_date             2023-04-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(I), 2(C H2 Cl2), 2(C24 H25 N3 O2)'
_chemical_formula_sum            'C50 H54 Cl4 I2 N6 O4'
_chemical_formula_weight         1198.59
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   29.663(3)
_cell_length_b                   11.5826(12)
_cell_length_c                   14.9235(16)
_cell_angle_alpha                90
_cell_angle_beta                 99.262(4)
_cell_angle_gamma                90
_cell_volume                     5060.5(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9969
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      66.131
_cell_measurement_theta_min      4.857
_shelx_estimated_absorpt_T_max   0.583
_shelx_estimated_absorpt_T_min   0.530
_exptl_absorpt_coefficient_mu    12.105
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.3854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1341 before and 0.0608 after correction.
The Ratio of minimum to maximum transmission is 0.5120.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2408
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            42965
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        66.836
_diffrn_reflns_theta_max         66.836
_diffrn_reflns_theta_min         1.509
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 Venture Photon III'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6792
_reflns_number_total             8878
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.659
_refine_diff_density_min         -1.872
_refine_diff_density_rms         0.116
_refine_ls_extinction_coef       0.00026(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     600
_refine_ls_number_reflns         8878
_refine_ls_number_restraints     210
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0610
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0903P)²+20.0665P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1615
_refine_ls_wR_factor_ref         0.1751
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Cl2 \\sim Cl3 \\sim C43: within 1.7A with sigma of 0.004 and sigma for terminal
atoms of 0.008 within 1.7A
O2 \\sim O3 \\sim N2 \\sim N3 \\sim N5 \\sim C2 \\sim C3 \\sim C5 \\sim C7
\\sim C9 \\sim C11 \\sim C13 \\sim C15 \\sim C17 \\sim C19 \\sim C21 \\sim C23
\\sim C25 \\sim C29 \\sim C33 \\sim C35 \\sim C37 \\sim C39 \\sim C41 \\sim C45
\\sim C46 \\sim C47 \\sim C49 \\sim C50: within 1.7A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 1.7A
Uanis(Cl3) \\sim Ueq, Uanis(C43) \\sim Ueq, Uanis(Cl2) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.01
3.a Ternary CH refined with riding coordinates:
 C19(H19), C32(H32)
3.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C18(H18A,H18B), C21(H21A,H21B), C22(H22A,H22B), C31(H31A,H31B),
 C38(H38A,H38B), C43(H43A,H43B), C44(H44A,H44B), C47(H47A,H47B), C49(H49A,H49B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C8(H8), C10(H10), C12(H12), C13(H13), C15(H15), C16(H16),
 C23(H23), C26(H26), C29(H29), C33(H33), C35(H35), C36(H36), C37(H37), C39(H39),
  C40(H40), C42(H42), C46(H46), C48(H48)
3.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C27(H27A,H27B,H27C), C30(H30A,H30B,H30C), C45(H45A,H45B,
 H45C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.47701(2) 0.78739(3) 0.88969(3) 0.03960(17) Uani 1 1 d . . . . .
I2 I 0.03972(2) 0.44048(6) 0.63112(5) 0.0785(2) Uani 1 1 d . . . . .
Cl1 Cl 0.36765(7) 0.36928(16) 0.63809(13) 0.0586(5) Uani 1 1 d . . . . .
Cl2 Cl 0.13005(16) 1.1064(4) 0.9347(3) 0.1433(14) Uani 1 1 d . U . . .
Cl3 Cl 0.11957(18) 0.8820(4) 0.8891(4) 0.204(3) Uani 1 1 d . U . . .
Cl4 Cl 0.35563(8) 0.13324(16) 0.57529(15) 0.0643(5) Uani 1 1 d . . . . .
O1 O 0.35505(17) 0.6866(5) 0.5849(3) 0.0570(14) Uani 1 1 d . . . . .
O2 O 0.2893(2) 0.8802(5) 0.6405(4) 0.0699(15) Uani 1 1 d . U . . .
O3 O 0.1494(2) 0.6090(6) 0.9277(4) 0.0774(16) Uani 1 1 d . U . . .
O4 O 0.2173(2) 0.3994(5) 0.8673(4) 0.0694(16) Uani 1 1 d . . . . .
N1 N 0.46622(17) 0.7031(4) 0.6437(3) 0.0319(11) Uani 1 1 d . . . . .
N2 N 0.0393(3) 0.5656(6) 0.8545(6) 0.0763(14) Uani 1 1 d . U . . .
N3 N 0.1296(2) 0.5749(6) 0.7743(5) 0.0605(13) Uani 1 1 d . U . . .
N4 N 0.38075(18) 0.6939(5) 0.7399(4) 0.0403(12) Uani 1 1 d . . . . .
N5 N -0.1247(3) 0.5759(8) 0.8281(7) 0.0982(16) Uani 1 1 d . U . . .
N6 N 0.62857(18) 0.6658(5) 0.6527(5) 0.0479(15) Uani 1 1 d . . . . .
C1 C 0.5106(2) 0.8724(5) 0.6239(4) 0.0345(13) Uani 1 1 d . . . . .
C2 C 0.1238(3) 0.5708(8) 0.8635(7) 0.0670(14) Uani 1 1 d . U . . .
C3 C -0.0825(4) 0.4032(10) 0.8884(8) 0.0949(18) Uani 1 1 d . U . . .
H3 H -0.110176 0.365109 0.894544 0.114 Uiso 1 1 calc R U . . .
C4 C 0.5086(2) 0.7526(5) 0.6387(4) 0.0298(12) Uani 1 1 d . . . . .
C5 C 0.0804(4) 0.5104(8) 0.8775(7) 0.0747(14) Uani 1 1 d . U . . .
C6 C 0.3478(2) 0.6443(6) 0.8708(4) 0.0397(15) Uani 1 1 d . . . . .
H6 H 0.370718 0.689862 0.906169 0.048 Uiso 1 1 calc R U . . .
C7 C -0.0009(4) 0.5128(8) 0.8666(7) 0.0811(15) Uani 1 1 d . U . . .
C8 C 0.5536(2) 0.9205(5) 0.6190(4) 0.0374(14) Uani 1 1 d . . . . .
H8 H 0.555936 1.000947 0.608478 0.045 Uiso 1 1 calc R U . . .
C9 C -0.1581(3) 0.7631(10) 0.8486(8) 0.0930(19) Uani 1 1 d . U . . .
H9A H -0.161695 0.842926 0.824810 0.112 Uiso 1 1 calc R U . . .
H9B H -0.140677 0.767364 0.910960 0.112 Uiso 1 1 calc R U . . .
C10 C 0.5477(2) 0.6839(5) 0.6501(4) 0.0336(13) Uani 1 1 d . . . . .
H10 H 0.545257 0.603423 0.660711 0.040 Uiso 1 1 calc R U . . .
C11 C 0.0369(4) 0.6816(8) 0.8128(8) 0.086(2) Uani 1 1 d . U . . .
H11A H 0.019893 0.677301 0.750931 0.128 Uiso 1 1 calc R U . . .
H11B H 0.067888 0.709832 0.810971 0.128 Uiso 1 1 calc R U . . .
H11C H 0.021346 0.734574 0.848943 0.128 Uiso 1 1 calc R U . . .
C12 C 0.4701(2) 0.9377(6) 0.6142(4) 0.0407(15) Uani 1 1 d . . . . .
H12 H 0.471197 1.018096 0.602290 0.049 Uiso 1 1 calc R U . . .
C13 C 0.2610(3) 0.8116(7) 0.6051(6) 0.0593(15) Uani 1 1 d . U . . .
H13 H 0.260364 0.795144 0.542548 0.071 Uiso 1 1 calc R U . . .
C14 C 0.5901(2) 0.7326(5) 0.6459(4) 0.0369(14) Uani 1 1 d . . . . .
C15 C 0.1639(3) 0.6215(7) 0.6454(6) 0.0578(14) Uani 1 1 d . U . . .
H15 H 0.141807 0.572419 0.611335 0.069 Uiso 1 1 calc R U . . .
C16 C 0.3159(2) 0.5857(6) 0.9123(5) 0.0436(16) Uani 1 1 d . . . . .
H16 H 0.317034 0.591620 0.976105 0.052 Uiso 1 1 calc R U . . .
C17 C 0.0014(4) 0.4000(9) 0.9027(7) 0.0864(16) Uani 1 1 d . U . . .
C18 C 0.7060(2) 0.6572(6) 0.6146(5) 0.0430(15) Uani 1 1 d . . . . .
H18A H 0.737374 0.688059 0.631126 0.052 Uiso 1 1 calc R U . . .
H18B H 0.695020 0.676493 0.550166 0.052 Uiso 1 1 calc R U . . .
C19 C -0.2043(3) 0.7151(10) 0.8534(9) 0.0919(18) Uani 1 1 d . U . . .
H19 H -0.222266 0.720535 0.790817 0.110 Uiso 1 1 calc R U . . .
C20 C 0.3463(2) 0.6364(5) 0.7772(4) 0.0381(14) Uani 1 1 d . . . . .
C21 C -0.1996(4) 0.5855(10) 0.8768(9) 0.0964(19) Uani 1 1 d . U . . .
H21A H -0.187426 0.577531 0.942210 0.116 Uiso 1 1 calc R U . . .
H21B H -0.230416 0.550150 0.866054 0.116 Uiso 1 1 calc R U . . .
C22 C 0.6588(2) 0.4813(6) 0.6098(5) 0.0489(17) Uani 1 1 d . . . . .
H22A H 0.659249 0.397605 0.623354 0.059 Uiso 1 1 calc R U . . .
H22B H 0.645960 0.491369 0.544824 0.059 Uiso 1 1 calc R U . . .
C23 C -0.0418(4) 0.3463(10) 0.9142(8) 0.0934(18) Uani 1 1 d . U . . .
H23 H -0.041869 0.271167 0.939784 0.112 Uiso 1 1 calc R U . . .
C24 C 0.4281(2) 0.7690(6) 0.6380(4) 0.0394(15) Uani 1 1 d . . . . .
C25 C 0.1642(3) 0.6352(7) 0.7379(6) 0.0551(12) Uani 1 1 d . U . . .
C26 C 0.5918(2) 0.8546(5) 0.6290(4) 0.0396(15) Uani 1 1 d . . . . .
H26 H 0.620305 0.889739 0.624859 0.048 Uiso 1 1 calc R U . . .
C27 C 0.7360(3) 0.4689(7) 0.5633(5) 0.058(2) Uani 1 1 d . . . . .
H27A H 0.725500 0.493776 0.500696 0.086 Uiso 1 1 calc R U . . .
H27B H 0.733271 0.384841 0.567360 0.086 Uiso 1 1 calc R U . . .
H27C H 0.768064 0.491331 0.581570 0.086 Uiso 1 1 calc R U . . .
C28 C 0.2824(2) 0.5185(6) 0.8611(5) 0.0438(16) Uani 1 1 d . . . . .
C29 C 0.1955(3) 0.6789(7) 0.6021(6) 0.0577(14) Uani 1 1 d . U . . .
H29 H 0.195171 0.667871 0.538922 0.069 Uiso 1 1 calc R U . . .
C30 C 0.4632(2) 0.5779(5) 0.6519(5) 0.0427(16) Uani 1 1 d . . . . .
H30A H 0.475894 0.541016 0.602379 0.064 Uiso 1 1 calc R U . . .
H30B H 0.431152 0.555264 0.648671 0.064 Uiso 1 1 calc R U . . .
H30C H 0.480569 0.553268 0.710294 0.064 Uiso 1 1 calc R U . . .
C31 C 0.3948(3) 0.2466(8) 0.6005(6) 0.059(2) Uani 1 1 d . . . . .
H31A H 0.407962 0.266689 0.545619 0.071 Uiso 1 1 calc R U . . .
H31B H 0.420011 0.221804 0.648285 0.071 Uiso 1 1 calc R U . . .
C32 C 0.7068(2) 0.5265(6) 0.6265(5) 0.0429(15) Uani 1 1 d . . . . .
H32 H 0.720501 0.508478 0.690620 0.052 Uiso 1 1 calc R U . . .
C33 C 0.1966(3) 0.7066(6) 0.7879(6) 0.0557(14) Uani 1 1 d . U . . .
H33 H 0.197297 0.715716 0.851391 0.067 Uiso 1 1 calc R U . . .
C34 C 0.3837(2) 0.7112(6) 0.6503(4) 0.0416(15) Uani 1 1 d . . . . .
C35 C 0.0433(4) 0.3460(9) 0.9268(7) 0.0873(17) Uani 1 1 d . U . . .
H35 H 0.044859 0.270917 0.952677 0.105 Uiso 1 1 calc R U . . .
C36 C 0.2809(2) 0.5117(6) 0.7681(5) 0.0478(17) Uani 1 1 d . . . . .
H36 H 0.257844 0.466432 0.732908 0.057 Uiso 1 1 calc R U . . .
C37 C 0.0825(4) 0.4012(8) 0.9132(7) 0.0821(17) Uani 1 1 d . U . . .
H37 H 0.111185 0.363659 0.928605 0.098 Uiso 1 1 calc R U . . .
C38 C 0.6751(2) 0.7131(6) 0.6736(6) 0.0486(17) Uani 1 1 d . . . . .
H38A H 0.687524 0.699266 0.738338 0.058 Uiso 1 1 calc R U . . .
H38B H 0.674254 0.797559 0.663128 0.058 Uiso 1 1 calc R U . . .
C39 C -0.0429(4) 0.5712(9) 0.8411(8) 0.0860(17) Uani 1 1 d . U . . .
H39 H -0.043179 0.646602 0.815999 0.103 Uiso 1 1 calc R U . . .
C40 C 0.4292(3) 0.8874(6) 0.6217(4) 0.0453(17) Uani 1 1 d . . . . .
H40 H 0.402009 0.932176 0.615973 0.054 Uiso 1 1 calc R U . . .
C41 C -0.0845(4) 0.5181(10) 0.8527(8) 0.0913(16) Uani 1 1 d . U . . .
C42 C 0.3122(2) 0.5695(6) 0.7254(5) 0.0449(16) Uani 1 1 d . . . . .
H42 H 0.310742 0.563917 0.661487 0.054 Uiso 1 1 calc R U . . .
C43 C 0.0891(4) 1.0017(10) 0.9066(7) 0.087(3) Uani 1 1 d . U . . .
H43A H 0.071423 0.989370 0.956649 0.104 Uiso 1 1 calc R U . . .
H43B H 0.067855 1.023089 0.850964 0.104 Uiso 1 1 calc R U . . .
C44 C 0.6278(3) 0.5420(6) 0.6673(6) 0.054(2) Uani 1 1 d . . . . .
H44A H 0.596219 0.512859 0.650894 0.065 Uiso 1 1 calc R U . . .
H44B H 0.638371 0.524818 0.732328 0.065 Uiso 1 1 calc R U . . .
C45 C -0.2306(3) 0.7764(10) 0.9136(8) 0.091(3) Uani 1 1 d . U . . .
H45A H -0.215917 0.766091 0.976733 0.137 Uiso 1 1 calc R U . . .
H45B H -0.261699 0.745399 0.905737 0.137 Uiso 1 1 calc R U . . .
H45C H -0.231695 0.858829 0.898468 0.137 Uiso 1 1 calc R U . . .
C46 C 0.2278(3) 0.7645(7) 0.7444(6) 0.0566(14) Uani 1 1 d . U . . .
H46 H 0.249763 0.813545 0.778828 0.068 Uiso 1 1 calc R U . . .
C47 C -0.1309(4) 0.6969(10) 0.7917(9) 0.0976(19) Uani 1 1 d . U . . .
H47A H -0.100749 0.733965 0.792746 0.117 Uiso 1 1 calc R U . . .
H47B H -0.146839 0.695297 0.728082 0.117 Uiso 1 1 calc R U . . .
C48 C 0.2478(3) 0.4583(6) 0.9051(6) 0.0558(19) Uani 1 1 d . . . . .
H48 H 0.249915 0.467146 0.968967 0.067 Uiso 1 1 calc R U . . .
C49 C -0.1694(4) 0.5196(11) 0.8237(9) 0.1030(19) Uani 1 1 d . U . . .
H49A H -0.165026 0.440282 0.848198 0.124 Uiso 1 1 calc R U . . .
H49B H -0.184328 0.514099 0.759534 0.124 Uiso 1 1 calc R U . . .
C50 C 0.2279(3) 0.7527(7) 0.6511(6) 0.0559(13) Uani 1 1 d . 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
Cl1 C31 1.768(8) . ?
Cl2 C43 1.719(12) . ?
Cl3 C43 1.698(11) . ?
Cl4 C31 1.753(9) . ?
O1 C34 1.220(8) . ?
O2 C13 1.214(10) . ?
O3 C2 1.207(11) . ?
O4 C48 1.201(10) . ?
N1 C4 1.395(8) . ?
N1 C24 1.355(8) . ?
N1 C30 1.460(8) . ?
N2 C5 1.370(13) . ?
N2 C7 1.380(11) . ?
N2 C11 1.477(12) . ?
N3 C2 1.370(11) . ?
N3 C25 1.419(10) . ?
N4 C20 1.408(8) . ?
N4 C34 1.369(8) . ?
N5 C41 1.366(16) . ?
N5 C47 1.503(15) . ?
N5 C49 1.470(12) . ?
N6 C14 1.369(8) . ?
N6 C38 1.472(8) . ?
N6 C44 1.451(9) . ?
C1 C4 1.408(9) . ?
C1 C8 1.404(9) . ?
C1 C12 1.407(9) . ?
C2 C5 1.509(13) . ?
C3 H3 0.9500 . ?
C3 C23 1.373(17) . ?
C3 C41 1.431(16) . ?
C4 C10 1.393(9) . ?
C5 C37 1.371(13) . ?
C6 H6 0.9500 . ?
C6 C16 1.389(10) . ?
C6 C20 1.392(9) . ?
C7 C17 1.410(15) . ?
C7 C39 1.415(16) . ?
C8 H8 0.9500 . ?
C8 C26 1.354(9) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C19 1.493(12) . ?
C9 C47 1.476(14) . ?
C10 H10 0.9500 . ?
C10 C14 1.390(9) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 0.9500 . ?
C12 C40 1.367(10) . ?
C13 H13 0.9500 . ?
C13 C50 1.455(11) . ?
C14 C26 1.438(9) . ?
C15 H15 0.9500 . ?
C15 C25 1.387(11) . ?
C15 C29 1.392(11) . ?
C16 H16 0.9500 . ?
C16 C28 1.391(10) . ?
C17 C23 1.459(14) . ?
C17 C35 1.387(16) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C32 1.524(10) . ?
C18 C38 1.514(9) . ?
C19 H19 1.0000 . ?
C19 C21 1.542(16) . ?
C19 C45 1.463(14) . ?
C20 C42 1.403(9) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C49 1.498(14) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C32 1.500(10) . ?
C22 C44 1.525(10) . ?
C23 H23 0.9500 . ?
C24 C34 1.516(10) . ?
C24 C40 1.393(9) . ?
C25 C33 1.391(12) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C27 C32 1.532(9) . ?
C28 C36 1.384(10) . ?
C28 C48 1.480(10) . ?
C29 H29 0.9500 . ?
C29 C50 1.401(12) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32 1.0000 . ?
C33 H33 0.9500 . ?
C33 C46 1.387(11) . ?
C35 H35 0.9500 . ?
C35 C37 1.370(14) . ?
C36 H36 0.9500 . ?
C36 C42 1.381(10) . ?
C37 H37 0.9500 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39 0.9500 . ?
C39 C41 1.413(13) . ?
C40 H40 0.9500 . ?
C42 H42 0.9500 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46 0.9500 . ?
C46 C50 1.400(11) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 H48 0.9500 . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?

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
C4 N1 C30 118.7(5) . . ?
C24 N1 C4 121.0(5) . . ?
C24 N1 C30 120.2(5) . . ?
C5 N2 C7 120.9(9) . . ?
C5 N2 C11 120.7(7) . . ?
C7 N2 C11 118.3(9) . . ?
C2 N3 C25 126.9(8) . . ?
C34 N4 C20 128.3(6) . . ?
C41 N5 C47 127.2(8) . . ?
C41 N5 C49 122.5(10) . . ?
C49 N5 C47 109.9(10) . . ?
C14 N6 C38 123.2(5) . . ?
C14 N6 C44 122.5(5) . . ?
C44 N6 C38 111.9(6) . . ?
C8 C1 C4 117.3(6) . . ?
C8 C1 C12 123.4(6) . . ?
C12 C1 C4 119.3(6) . . ?
O3 C2 N3 126.6(8) . . ?
O3 C2 C5 120.2(8) . . ?
N3 C2 C5 113.2(9) . . ?
C23 C3 H3 118.9 . . ?
C23 C3 C41 122.2(10) . . ?
C41 C3 H3 118.9 . . ?
N1 C4 C1 118.3(5) . . ?
N1 C4 C10 119.8(5) . . ?
C10 C4 C1 121.9(6) . . ?
N2 C5 C2 119.6(8) . . ?
C37 C5 N2 120.8(9) . . ?
C37 C5 C2 119.7(10) . . ?
C16 C6 H6 120.0 . . ?
C16 C6 C20 120.0(6) . . ?
C20 C6 H6 120.0 . . ?
N2 C7 C17 118.1(10) . . ?
N2 C7 C39 119.7(9) . . ?
C17 C7 C39 122.2(9) . . ?
C1 C8 H8 119.3 . . ?
C26 C8 C1 121.5(6) . . ?
C26 C8 H8 119.3 . . ?
H9A C9 H9B 107.5 . . ?
C19 C9 H9A 108.5 . . ?
C19 C9 H9B 108.5 . . ?
C47 C9 H9A 108.5 . . ?
C47 C9 H9B 108.5 . . ?
C47 C9 C19 115.2(9) . . ?
C4 C10 H10 119.9 . . ?
C14 C10 C4 120.3(6) . . ?
C14 C10 H10 119.9 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C1 C12 H12 119.4 . . ?
C40 C12 C1 121.2(6) . . ?
C40 C12 H12 119.4 . . ?
O2 C13 H13 117.5 . . ?
O2 C13 C50 125.1(8) . . ?
C50 C13 H13 117.5 . . ?
N6 C14 C10 121.2(6) . . ?
N6 C14 C26 121.1(6) . . ?
C10 C14 C26 117.6(6) . . ?
C25 C15 H15 119.7 . . ?
C25 C15 C29 120.7(8) . . ?
C29 C15 H15 119.7 . . ?
C6 C16 H16 119.8 . . ?
C28 C16 C6 120.4(6) . . ?
C28 C16 H16 119.8 . . ?
C7 C17 C23 116.8(11) . . ?
C35 C17 C7 120.2(9) . . ?
C35 C17 C23 123.1(10) . . ?
H18A C18 H18B 108.0 . . ?
C32 C18 H18A 109.5 . . ?
C32 C18 H18B 109.5 . . ?
C38 C18 H18A 109.5 . . ?
C38 C18 H18B 109.5 . . ?
C38 C18 C32 110.9(5) . . ?
C9 C19 H19 106.7 . . ?
C9 C19 C21 108.8(10) . . ?
C21 C19 H19 106.7 . . ?
C45 C19 C9 115.7(10) . . ?
C45 C19 H19 106.7 . . ?
C45 C19 C21 111.8(9) . . ?
C6 C20 N4 117.1(6) . . ?
C6 C20 C42 119.6(6) . . ?
C42 C20 N4 123.2(6) . . ?
C19 C21 H21A 108.6 . . ?
C19 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C49 C21 C19 114.6(9) . . ?
C49 C21 H21A 108.6 . . ?
C49 C21 H21B 108.6 . . ?
H22A C22 H22B 107.8 . . ?
C32 C22 H22A 109.0 . . ?
C32 C22 H22B 109.0 . . ?
C32 C22 C44 112.8(6) . . ?
C44 C22 H22A 109.0 . . ?
C44 C22 H22B 109.0 . . ?
C3 C23 C17 120.7(11) . . ?
C3 C23 H23 119.7 . . ?
C17 C23 H23 119.7 . . ?
N1 C24 C34 118.4(6) . . ?
N1 C24 C40 121.6(6) . . ?
C40 C24 C34 120.0(6) . . ?
C15 C25 N3 115.8(8) . . ?
C15 C25 C33 119.7(7) . . ?
C33 C25 N3 124.5(7) . . ?
C8 C26 C14 121.4(6) . . ?
C8 C26 H26 119.3 . . ?
C14 C26 H26 119.3 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C32 C27 H27A 109.5 . . ?
C32 C27 H27B 109.5 . . ?
C32 C27 H27C 109.5 . . ?
C16 C28 C48 120.4(7) . . ?
C36 C28 C16 119.2(6) . . ?
C36 C28 C48 120.4(7) . . ?
C15 C29 H29 119.8 . . ?
C15 C29 C50 120.5(8) . . ?
C50 C29 H29 119.8 . . ?
N1 C30 H30A 109.5 . . ?
N1 C30 H30B 109.5 . . ?
N1 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
Cl1 C31 H31A 109.5 . . ?
Cl1 C31 H31B 109.5 . . ?
Cl4 C31 Cl1 110.5(4) . . ?
Cl4 C31 H31A 109.5 . . ?
Cl4 C31 H31B 109.5 . . ?
H31A C31 H31B 108.1 . . ?
C18 C32 C27 111.1(6) . . ?
C18 C32 H32 108.3 . . ?
C22 C32 C18 109.3(5) . . ?
C22 C32 C27 111.3(6) . . ?
C22 C32 H32 108.3 . . ?
C27 C32 H32 108.3 . . ?
C25 C33 H33 120.3 . . ?
C46 C33 C25 119.5(8) . . ?
C46 C33 H33 120.3 . . ?
O1 C34 N4 127.0(7) . . ?
O1 C34 C24 120.9(6) . . ?
N4 C34 C24 112.1(5) . . ?
C17 C35 H35 120.0 . . ?
C37 C35 C17 119.9(10) . . ?
C37 C35 H35 120.0 . . ?
C28 C36 H36 119.4 . . ?
C42 C36 C28 121.3(7) . . ?
C42 C36 H36 119.4 . . ?
C5 C37 C35 120.1(11) . . ?
C5 C37 H37 120.0 . . ?
C35 C37 H37 120.0 . . ?
N6 C38 C18 110.6(6) . . ?
N6 C38 H38A 109.5 . . ?
N6 C38 H38B 109.5 . . ?
C18 C38 H38A 109.5 . . ?
C18 C38 H38B 109.5 . . ?
H38A C38 H38B 108.1 . . ?
C7 C39 H39 119.8 . . ?
C41 C39 C7 120.4(11) . . ?
C41 C39 H39 119.8 . . ?
C12 C40 C24 118.6(6) . . ?
C12 C40 H40 120.7 . . ?
C24 C40 H40 120.7 . . ?
N5 C41 C3 122.5(9) . . ?
N5 C41 C39 119.7(11) . . ?
C39 C41 C3 117.8(12) . . ?
C20 C42 H42 120.3 . . ?
C36 C42 C20 119.5(7) . . ?
C36 C42 H42 120.3 . . ?
Cl2 C43 H43A 111.0 . . ?
Cl2 C43 H43B 111.0 . . ?
Cl3 C43 Cl2 104.0(6) . . ?
Cl3 C43 H43A 111.0 . . ?
Cl3 C43 H43B 111.0 . . ?
H43A C43 H43B 109.0 . . ?
N6 C44 C22 110.2(6) . . ?
N6 C44 H44A 109.6 . . ?
N6 C44 H44B 109.6 . . ?
C22 C44 H44A 109.6 . . ?
C22 C44 H44B 109.6 . . ?
H44A C44 H44B 108.1 . . ?
C19 C45 H45A 109.5 . . ?
C19 C45 H45B 109.5 . . ?
C19 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C33 C46 H46 119.1 . . ?
C33 C46 C50 121.8(8) . . ?
C50 C46 H46 119.1 . . ?
N5 C47 H47A 109.9 . . ?
N5 C47 H47B 109.9 . . ?
C9 C47 N5 108.8(9) . . ?
C9 C47 H47A 109.9 . . ?
C9 C47 H47B 109.9 . . ?
H47A C47 H47B 108.3 . . ?
O4 C48 C28 125.7(8) . . ?
O4 C48 H48 117.1 . . ?
C28 C48 H48 117.1 . . ?
N5 C49 C21 111.3(9) . . ?
N5 C49 H49A 109.4 . . ?
N5 C49 H49B 109.4 . . ?
C21 C49 H49A 109.4 . . ?
C21 C49 H49B 109.4 . . ?
H49A C49 H49B 108.0 . . ?
C29 C50 C13 119.9(8) . . ?
C46 C50 C13 122.2(8) . . ?
C46 C50 C29 117.9(7) . . ?

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
O2 C13 C50 C29 177.3(8) . . . . ?
O2 C13 C50 C46 -4.5(13) . . . . ?
O3 C2 C5 N2 105.5(11) . . . . ?
O3 C2 C5 C37 -74.3(12) . . . . ?
N1 C4 C10 C14 -179.5(5) . . . . ?
N1 C24 C34 O1 -100.7(8) . . . . ?
N1 C24 C34 N4 80.1(7) . . . . ?
N1 C24 C40 C12 -2.0(10) . . . . ?
N2 C5 C37 C35 -0.3(15) . . . . ?
N2 C7 C17 C23 -179.6(9) . . . . ?
N2 C7 C17 C35 1.4(15) . . . . ?
N2 C7 C39 C41 179.7(9) . . . . ?
N3 C2 C5 N2 -74.9(11) . . . . ?
N3 C2 C5 C37 105.3(11) . . . . ?
N3 C25 C33 C46 -177.7(7) . . . . ?
N4 C20 C42 C36 177.1(6) . . . . ?
N6 C14 C26 C8 177.6(6) . . . . ?
C1 C4 C10 C14 -0.8(9) . . . . ?
C1 C8 C26 C14 -0.5(9) . . . . ?
C1 C12 C40 C24 -0.9(9) . . . . ?
C2 N3 C25 C15 177.2(8) . . . . ?
C2 N3 C25 C33 -4.2(13) . . . . ?
C2 C5 C37 C35 179.5(9) . . . . ?
C4 N1 C24 C34 -175.9(5) . . . . ?
C4 N1 C24 C40 3.7(9) . . . . ?
C4 C1 C8 C26 -0.7(9) . . . . ?
C4 C1 C12 C40 2.0(9) . . . . ?
C4 C10 C14 N6 -177.0(6) . . . . ?
C4 C10 C14 C26 -0.4(9) . . . . ?
C5 N2 C7 C17 -0.5(14) . . . . ?
C5 N2 C7 C39 -179.1(9) . . . . ?
C6 C16 C28 C36 -0.7(10) . . . . ?
C6 C16 C28 C48 -178.6(6) . . . . ?
C6 C20 C42 C36 -0.5(9) . . . . ?
C7 N2 C5 C2 -179.9(8) . . . . ?
C7 N2 C5 C37 0.0(14) . . . . ?
C7 C17 C23 C3 1.7(15) . . . . ?
C7 C17 C35 C37 -1.8(16) . . . . ?
C7 C39 C41 N5 179.7(10) . . . . ?
C7 C39 C41 C3 -1.6(15) . . . . ?
C8 C1 C4 N1 -180.0(5) . . . . ?
C8 C1 C4 C10 1.3(8) . . . . ?
C8 C1 C12 C40 -178.4(6) . . . . ?
C9 C19 C21 C49 -45.4(14) . . . . ?
C10 C14 C26 C8 1.1(9) . . . . ?
C11 N2 C5 C2 2.5(14) . . . . ?
C11 N2 C5 C37 -177.7(9) . . . . ?
C11 N2 C7 C17 177.2(9) . . . . ?
C11 N2 C7 C39 -1.3(14) . . . . ?
C12 C1 C4 N1 -0.4(8) . . . . ?
C12 C1 C4 C10 -179.1(5) . . . . ?
C12 C1 C8 C26 179.8(6) . . . . ?
C14 N6 C38 C18 -137.9(7) . . . . ?
C14 N6 C44 C22 139.6(7) . . . . ?
C15 C25 C33 C46 0.9(11) . . . . ?
C15 C29 C50 C13 179.6(7) . . . . ?
C15 C29 C50 C46 1.3(12) . . . . ?
C16 C6 C20 N4 -177.4(6) . . . . ?
C16 C6 C20 C42 0.3(9) . . . . ?
C16 C28 C36 C42 0.6(10) . . . . ?
C16 C28 C48 O4 179.2(7) . . . . ?
C17 C7 C39 C41 1.1(15) . . . . ?
C17 C35 C37 C5 1.2(15) . . . . ?
C19 C9 C47 N5 -59.0(15) . . . . ?
C19 C21 C49 N5 51.7(16) . . . . ?
C20 N4 C34 O1 5.5(11) . . . . ?
C20 N4 C34 C24 -175.4(6) . . . . ?
C20 C6 C16 C28 0.2(9) . . . . ?
C23 C3 C41 N5 -179.0(10) . . . . ?
C23 C3 C41 C39 2.3(16) . . . . ?
C23 C17 C35 C37 179.3(9) . . . . ?
C24 N1 C4 C1 -2.5(8) . . . . ?
C24 N1 C4 C10 176.2(5) . . . . ?
C25 N3 C2 O3 -7.2(15) . . . . ?
C25 N3 C2 C5 173.2(8) . . . . ?
C25 C15 C29 C50 -0.8(12) . . . . ?
C25 C33 C46 C50 -0.3(11) . . . . ?
C28 C36 C42 C20 0.0(10) . . . . ?
C29 C15 C25 N3 178.4(7) . . . . ?
C29 C15 C25 C33 -0.3(12) . . . . ?
C30 N1 C4 C1 175.3(5) . . . . ?
C30 N1 C4 C10 -6.0(8) . . . . ?
C30 N1 C24 C34 6.3(8) . . . . ?
C30 N1 C24 C40 -174.0(6) . . . . ?
C32 C18 C38 N6 -57.1(8) . . . . ?
C32 C22 C44 N6 55.5(9) . . . . ?
C33 C46 C50 C13 -179.0(7) . . . . ?
C33 C46 C50 C29 -0.8(11) . . . . ?
C34 N4 C20 C6 -171.2(6) . . . . ?
C34 N4 C20 C42 11.2(10) . . . . ?
C34 C24 C40 C12 177.7(6) . . . . ?
C35 C17 C23 C3 -179.4(10) . . . . ?
C36 C28 C48 O4 1.4(11) . . . . ?
C38 N6 C14 C10 -162.8(7) . . . . ?
C38 N6 C14 C26 20.7(10) . . . . ?
C38 N6 C44 C22 -57.6(9) . . . . ?
C38 C18 C32 C22 53.9(8) . . . . ?
C38 C18 C32 C27 177.1(6) . . . . ?
C39 C7 C17 C23 -1.1(15) . . . . ?
C39 C7 C17 C35 180.0(10) . . . . ?
C40 C24 C34 O1 79.6(8) . . . . ?
C40 C24 C34 N4 -99.5(7) . . . . ?
C41 N5 C47 C9 -125.6(11) . . . . ?
C41 N5 C49 C21 128.0(12) . . . . ?
C41 C3 C23 C17 -2.3(17) . . . . ?
C44 N6 C14 C10 -1.9(11) . . . . ?
C44 N6 C14 C26 -178.4(7) . . . . ?
C44 N6 C38 C18 59.5(8) . . . . ?
C44 C22 C32 C18 -53.3(8) . . . . ?
C44 C22 C32 C27 -176.4(6) . . . . ?
C45 C19 C21 C49 -174.4(10) . . . . ?
C47 N5 C41 C3 178.7(10) . . . . ?
C47 N5 C41 C39 -2.7(17) . . . . ?
C47 N5 C49 C21 -58.6(14) . . . . ?
C47 C9 C19 C21 50.0(15) . . . . ?
C47 C9 C19 C45 176.8(12) . . . . ?
C48 C28 C36 C42 178.5(6) . . . . ?
C49 N5 C41 C3 -9.2(17) . . . . ?
C49 N5 C41 C39 169.5(10) . . . . ?
C49 N5 C47 C9 61.4(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_230321c_0m
_database_code_depnum_ccdc_archive 'CCDC 2296989'
loop_
_audit_author_name
_audit_author_address
'Feng-Ting Liu'
;Shandong University
China
;
_audit_update_record             
;
2023-09-23 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_audit_creation_date             2023-03-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I, C22 H25 N4 O3, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C22.50 H26 Cl I N4 O3'
_chemical_formula_weight         562.82
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   25.754(2)
_cell_length_b                   13.9662(13)
_cell_length_c                   14.3475(14)
_cell_angle_alpha                90
_cell_angle_beta                 103.041(4)
_cell_angle_gamma                90
_cell_volume                     5027.4(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9633
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      66.474
_cell_measurement_theta_min      3.523
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.232
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.3578
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1416 before and 0.0810 after correction.
The Ratio of minimum to maximum transmission is 0.4753.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2264
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            53456
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.549
_diffrn_reflns_theta_max         66.549
_diffrn_reflns_theta_min         1.761
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8159
_reflns_number_total             8811
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.707
_refine_diff_density_min         -1.078
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       0.00065(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     596
_refine_ls_number_reflns         8811
_refine_ls_number_restraints     50
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0778P)²+13.1310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1377
_refine_ls_wR_factor_ref         0.1396
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl3-C5
 1.75 with sigma of 0.01
 Cl2-C5
 1.75 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
O0 \\sim O010 \\sim O1 \\sim O008 \\sim N00N: within 2A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 2A
C5 \\sim Cl3 \\sim Cl2: within 2A with sigma of 0.004 and sigma for terminal
atoms of 0.008 within 2A
4. Others
 Sof(O0)=Sof(O1)=1-FVAR(1)
 Sof(O008)=Sof(O010)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C01C(H01A,H01B), C01H(H01X,H01Y), C01K(H01C,H01E), C01P(H1,HB), C5(H5A,H5B)
5.b Aromatic/amide H refined with riding coordinates:
 C00J(H00J), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V),
 C00W(H00W), C00Y(H00Y), C012(H012), C013(H013), C015(H015), C016(H016),
 C019(H019), C01B(H01R), C01D(H01D), C01E(H01S), C01F(H01T), C01I(H01Z)
5.c Idealised Me refined as rotating group:
 C00G(H00A,H00B,H00C), C011(H01O,H01P,H01Q), C01G(H01U,H01V,H01W), C01L(H01F,
 H01G,H01H), C01M(H01,H,HA), C01N(H01I,H01J,H01K), C01O(H01L,H01M,H01N),
 C01Q(H2,HC,HD)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
I I 0.89334(2) -0.04981(2) 0.43453(2) 0.03269(13) Uani 1 1 d . . . . .
I1 I 0.62580(2) 0.05960(2) 0.50358(3) 0.05229(15) Uani 1 1 d . . . . .
O003 O 1.07275(12) 0.1306(2) 0.2618(2) 0.0369(7) Uani 1 1 d . . . . .
O004 O 0.57179(13) 0.3677(3) 0.2905(2) 0.0445(8) Uani 1 1 d . . . . .
N006 N 0.96683(13) 0.2169(2) 0.2767(2) 0.0266(7) Uani 1 1 d . . . . .
N007 N 0.46415(14) 0.2824(3) 0.2056(3) 0.0303(8) Uani 1 1 d . . . . .
O008 O 1.0489(12) 0.582(2) 0.625(3) 0.051(3) Uani 0.42(4) 1 d . U P A 1
N009 N 1.10090(14) 0.2584(3) 0.3604(3) 0.0323(8) Uani 1 1 d . . . . .
N00A N 0.77385(14) 0.1973(3) 0.2141(3) 0.0384(9) Uani 1 1 d . . . . .
O00B O 0.55626(19) -0.0906(3) -0.0916(3) 0.0651(11) Uani 1 1 d . . . . .
C00C C 0.91599(16) 0.2469(3) 0.2300(3) 0.0273(8) Uani 1 1 d . . . . .
N00D N 0.59738(15) 0.2410(3) 0.2106(3) 0.0388(9) Uani 1 1 d . . . . .
N00E N 0.27202(16) 0.3063(3) 0.1478(3) 0.0458(10) Uani 1 1 d . . . . .
C00F C 1.01086(16) 0.2543(3) 0.2533(3) 0.0299(9) Uani 1 1 d . . . . .
C00G C 0.97233(17) 0.1459(3) 0.3549(3) 0.0332(9) Uani 1 1 d . . . . .
H00A H 0.953610 0.169092 0.402897 0.050 Uiso 1 1 calc R U . . .
H00B H 1.010166 0.136928 0.384816 0.050 Uiso 1 1 calc R U . . .
H00C H 0.956870 0.084788 0.328888 0.050 Uiso 1 1 calc R U . . .
C00H C 0.41531(16) 0.2528(3) 0.2198(3) 0.0303(9) Uani 1 1 d . . . . .
C00I C 0.51033(17) 0.2430(3) 0.2558(3) 0.0335(9) Uani 1 1 d . . . . .
C00J C 0.36781(17) 0.2940(3) 0.1709(3) 0.0336(9) Uani 1 1 d . . . . .
H00J H 0.368268 0.341805 0.123938 0.040 Uiso 1 1 calc R U . . .
C00K C 1.06508(16) 0.2160(3) 0.2988(3) 0.0305(9) Uani 1 1 d . . . . .
C00L C 0.91248(17) 0.3197(3) 0.1586(3) 0.0318(9) Uani 1 1 d . . . . .
N00M N 0.5711(2) -0.0967(3) -0.0055(4) 0.0542(12) Uani 1 1 d . . . . .
N00N N 1.0653(2) 0.5986(3) 0.5450(3) 0.0496(10) Uani 1 1 d . U . . .
C00O C 1.09012(16) 0.3445(3) 0.4029(3) 0.0300(9) Uani 1 1 d . . . . .
C00P C 0.41562(18) 0.1786(3) 0.2891(3) 0.0355(10) Uani 1 1 d . . . . .
C00Q C 0.81949(17) 0.2363(3) 0.1995(3) 0.0343(10) Uani 1 1 d . . . . .
C00R C 0.86086(18) 0.3495(3) 0.1099(3) 0.0366(10) Uani 1 1 d . . . . .
H00R H 0.857323 0.397896 0.062412 0.044 Uiso 1 1 calc R U . . .
C00S C 1.00787(18) 0.3243(3) 0.1848(3) 0.0361(10) Uani 1 1 d . . . . .
H00S H 1.039388 0.349301 0.170106 0.043 Uiso 1 1 calc R U . . .
C00T C 0.87039(16) 0.2067(3) 0.2509(3) 0.0302(9) Uani 1 1 d . . . . .
H00T H 0.873531 0.159549 0.299618 0.036 Uiso 1 1 calc R U . . .
C00U C 1.07509(19) 0.3404(3) 0.4907(3) 0.0367(10) Uani 1 1 d . . . . .
H00U H 1.070726 0.280094 0.518617 0.044 Uiso 1 1 calc R U . . .
C00V C 0.46290(19) 0.1382(4) 0.3377(4) 0.0402(11) Uani 1 1 d . . . . .
H00V H 0.462582 0.088115 0.382350 0.048 Uiso 1 1 calc R U . . .
C00W C 0.51102(19) 0.1711(4) 0.3213(4) 0.0415(11) Uani 1 1 d . . . . .
H00W H 0.543818 0.144181 0.354818 0.050 Uiso 1 1 calc R U . . .
C00X C 0.31911(18) 0.2651(3) 0.1906(4) 0.0386(10) Uani 1 1 d . . . . .
C00Y C 0.81647(18) 0.3103(3) 0.1298(4) 0.0381(10) Uani 1 1 d . . . . .
H00Y H 0.782480 0.332638 0.096595 0.046 Uiso 1 1 calc R U . . .
C00Z C 0.56293(18) 0.2828(3) 0.2467(3) 0.0358(10) Uani 1 1 d . . . . .
O010 O 1.0820(11) 0.6759(13) 0.5164(14) 0.059(3) Uani 0.42(4) 1 d . U P A 1
C011 C 0.46550(19) 0.3554(3) 0.1320(3) 0.0381(10) Uani 1 1 d . . . . .
H01O H 0.451076 0.415732 0.150168 0.057 Uiso 1 1 calc R U . . .
H01P H 0.443928 0.333718 0.070386 0.057 Uiso 1 1 calc R U . . .
H01Q H 0.502379 0.365134 0.126599 0.057 Uiso 1 1 calc R U . . .
C012 C 1.0666(2) 0.4236(4) 0.5368(4) 0.0402(11) Uani 1 1 d . . . . .
H012 H 1.056045 0.421194 0.596070 0.048 Uiso 1 1 calc R U . . .
C013 C 0.55903(19) 0.0758(4) 0.0069(4) 0.0403(11) Uani 1 1 d . . . . .
H013 H 0.543354 0.077476 -0.059681 0.048 Uiso 1 1 calc R U . . .
C015 C 0.95873(18) 0.3577(3) 0.1381(3) 0.0362(10) Uani 1 1 d . . . . .
H015 H 0.956219 0.406887 0.091546 0.043 Uiso 1 1 calc R U . . .
C016 C 1.0973(2) 0.4325(4) 0.3622(4) 0.0405(11) Uani 1 1 d . . . . .
H016 H 1.107838 0.435104 0.302961 0.049 Uiso 1 1 calc R U . . .
C017 C 0.5765(2) -0.0098(4) 0.0520(4) 0.0434(11) Uani 1 1 d . . . . .
C018 C 0.58716(17) 0.1553(3) 0.1592(3) 0.0356(10) Uani 1 1 d . . . . .
C019 C 0.36549(19) 0.1497(3) 0.3061(4) 0.0408(11) Uani 1 1 d . . . . .
H019 H 0.364351 0.100540 0.351441 0.049 Uiso 1 1 calc R U . . .
O01A O 0.5809(3) -0.1737(3) 0.0363(4) 0.0971(19) Uani 1 1 d . . . . .
C01B C 0.31982(19) 0.1906(3) 0.2593(4) 0.0450(12) Uani 1 1 d . . . . .
H01R H 0.287076 0.169451 0.272163 0.054 Uiso 1 1 calc R U . . .
C01C C 0.72101(18) 0.2301(4) 0.1609(4) 0.0454(12) Uani 1 1 d . . . . .
H01A H 0.721997 0.300354 0.152542 0.054 Uiso 1 1 calc R U . . .
H01B H 0.694422 0.215952 0.199254 0.054 Uiso 1 1 calc R U . . .
C01D C 1.0889(2) 0.5165(4) 0.4085(4) 0.0434(11) Uani 1 1 d . . . . .
H01D H 1.093424 0.577054 0.381329 0.052 Uiso 1 1 calc R U . . .
C01E C 0.56492(18) 0.1586(4) 0.0609(4) 0.0387(10) Uani 1 1 d . . . . .
H01S H 0.553792 0.218142 0.031038 0.046 Uiso 1 1 calc R U . . .
C01F C 0.6046(2) 0.0687(4) 0.2024(4) 0.0473(12) Uani 1 1 d . . . . .
H01T H 0.620068 0.066486 0.269067 0.057 Uiso 1 1 calc R U . . .
C01G C 0.6237(2) 0.4097(4) 0.2930(4) 0.0521(13) Uani 1 1 d . . . . .
H01U H 0.629405 0.413474 0.227845 0.078 Uiso 1 1 calc R U . . .
H01V H 0.651489 0.369812 0.332412 0.078 Uiso 1 1 calc R U . . .
H01W H 0.625163 0.474175 0.320440 0.078 Uiso 1 1 calc R U . . .
C01H C 0.26848(19) 0.3859(4) 0.0798(4) 0.0449(12) Uani 1 1 d . . . . .
H01X H 0.301338 0.424919 0.097429 0.054 Uiso 1 1 calc R U . . .
H01Y H 0.238035 0.427341 0.084818 0.054 Uiso 1 1 calc R U . . .
C01I C 0.5994(2) -0.0144(4) 0.1490(4) 0.0510(13) Uani 1 1 d . . . . .
H01Z H 0.611399 -0.073801 0.178280 0.061 Uiso 1 1 calc R U . . .
C01J C 1.0737(2) 0.5103(3) 0.4954(3) 0.0387(10) Uani 1 1 d . . . . .
C01K C 0.77315(18) 0.1197(3) 0.2819(4) 0.0405(11) Uani 1 1 d . . . . .
H01C H 0.806182 0.081466 0.289135 0.049 Uiso 1 1 calc R U . . .
H01E H 0.742516 0.077074 0.256611 0.049 Uiso 1 1 calc R U . . .
C01L C 1.1250(2) 0.0883(4) 0.2955(4) 0.0438(11) Uani 1 1 d . . . . .
H01F H 1.125261 0.023712 0.268798 0.066 Uiso 1 1 calc R U . . .
H01G H 1.133222 0.084615 0.365474 0.066 Uiso 1 1 calc R U . . .
H01H H 1.151768 0.127827 0.274903 0.066 Uiso 1 1 calc R U . . .
C01M C 0.2614(3) 0.3531(5) -0.0222(5) 0.0687(17) Uani 1 1 d . . . . .
H01 H 0.260770 0.408833 -0.063906 0.103 Uiso 1 1 calc R U . . .
H H 0.227784 0.317892 -0.041521 0.103 Uiso 1 1 calc R U . . .
HA H 0.291108 0.311119 -0.027539 0.103 Uiso 1 1 calc R U . . .
C01N C 0.7690(3) 0.1573(5) 0.3782(4) 0.0629(16) Uani 1 1 d . . . . .
H01I H 0.736635 0.196185 0.371075 0.094 Uiso 1 1 calc R U . . .
H01J H 0.800250 0.196700 0.404980 0.094 Uiso 1 1 calc R U . . .
H01K H 0.767268 0.103444 0.421193 0.094 Uiso 1 1 calc R U . . .
C01O C 0.7034(2) 0.1836(5) 0.0639(4) 0.0582(15) Uani 1 1 d . . . . .
H01L H 0.730809 0.193089 0.027310 0.087 Uiso 1 1 calc R U . . .
H01M H 0.669888 0.212748 0.029578 0.087 Uiso 1 1 calc R U . . .
H01N H 0.697987 0.114941 0.071984 0.087 Uiso 1 1 calc R U . . .
C01P C 0.2218(2) 0.2793(4) 0.1724(5) 0.0587(16) Uani 1 1 d . . . . .
H1 H 0.220684 0.208839 0.179626 0.070 Uiso 1 1 calc R U . . .
HB H 0.191654 0.297997 0.119487 0.070 Uiso 1 1 calc R U . . .
C01Q C 0.2152(3) 0.3265(5) 0.2642(5) 0.071(2) Uani 1 1 d . . . . .
H2 H 0.212911 0.396057 0.255372 0.106 Uiso 1 1 calc R U . . .
HC H 0.245902 0.310892 0.316068 0.106 Uiso 1 1 calc R U . . .
HD H 0.182513 0.303010 0.280635 0.106 Uiso 1 1 calc R U . . .
O0 O 1.0611(8) 0.6742(9) 0.4984(11) 0.056(2) Uani 0.58(4) 1 d . U P A 2
O1 O 1.0571(9) 0.5991(14) 0.6211(19) 0.051(3) Uani 0.58(4) 1 d . U P A 2
Cl2 Cl 0.71656(18) 0.5754(2) 0.4742(3) 0.1744(18) Uani 1 1 d D U . . .
Cl3 Cl 0.7779(2) 0.4649(4) 0.3632(5) 0.223(2) Uani 1 1 d D U . . .
C5 C 0.7783(4) 0.5280(10) 0.4695(9) 0.194(3) Uani 1 1 d D U . . .
H5A H 0.790133 0.484261 0.524516 0.232 Uiso 1 1 calc R U . . .
H5B H 0.804512 0.580751 0.475873 0.232 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
O003 C00K 1.338(5) . ?
O003 C01L 1.449(6) . ?
O004 C00Z 1.337(6) . ?
O004 C01G 1.452(6) . ?
N006 C00C 1.394(5) . ?
N006 C00F 1.357(5) . ?
N006 C00G 1.481(5) . ?
N007 C00H 1.382(5) . ?
N007 C00I 1.360(6) . ?
N007 C011 1.473(6) . ?
O008 N00N 1.32(4) . ?
N009 C00K 1.270(6) . ?
N009 C00O 1.405(6) . ?
N00A C00Q 1.354(6) . ?
N00A C01C 1.474(6) . ?
N00A C01K 1.460(6) . ?
O00B N00M 1.211(6) . ?
C00C C00L 1.431(6) . ?
C00C C00T 1.395(6) . ?
N00D C00Z 1.265(6) . ?
N00D C018 1.400(6) . ?
N00E C00X 1.358(6) . ?
N00E C01H 1.468(7) . ?
N00E C01P 1.465(6) . ?
C00F C00K 1.500(6) . ?
C00F C00S 1.377(6) . ?
C00G H00A 0.9800 . ?
C00G H00B 0.9800 . ?
C00G H00C 0.9800 . ?
C00H C00J 1.391(6) . ?
C00H C00P 1.435(6) . ?
C00I C00W 1.373(7) . ?
C00I C00Z 1.497(6) . ?
C00J H00J 0.9500 . ?
C00J C00X 1.406(6) . ?
C00L C00R 1.417(6) . ?
C00L C015 1.394(6) . ?
N00M C017 1.457(7) . ?
N00M O01A 1.229(7) . ?
N00N O010 1.27(2) . ?
N00N C01J 1.464(6) . ?
N00N O0 1.242(14) . ?
N00N O1 1.16(3) . ?
C00O C00U 1.400(6) . ?
C00O C016 1.390(6) . ?
C00P C00V 1.380(7) . ?
C00P C019 1.426(6) . ?
C00Q C00T 1.413(6) . ?
C00Q C00Y 1.427(7) . ?
C00R H00R 0.9500 . ?
C00R C00Y 1.355(7) . ?
C00S H00S 0.9500 . ?
C00S C015 1.373(7) . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?
C00U C012 1.378(7) . ?
C00V H00V 0.9500 . ?
C00V C00W 1.390(7) . ?
C00W H00W 0.9500 . ?
C00X C01B 1.430(7) . ?
C00Y H00Y 0.9500 . ?
C011 H01O 0.9800 . ?
C011 H01P 0.9800 . ?
C011 H01Q 0.9800 . ?
C012 H012 0.9500 . ?
C012 C01J 1.379(7) . ?
C013 H013 0.9500 . ?
C013 C017 1.385(7) . ?
C013 C01E 1.381(7) . ?
C015 H015 0.9500 . ?
C016 H016 0.9500 . ?
C016 C01D 1.389(7) . ?
C017 C01I 1.385(8) . ?
C018 C01E 1.398(7) . ?
C018 C01F 1.387(7) . ?
C019 H019 0.9500 . ?
C019 C01B 1.343(7) . ?
C01B H01R 0.9500 . ?
C01C H01A 0.9900 . ?
C01C H01B 0.9900 . ?
C01C C01O 1.509(8) . ?
C01D H01D 0.9500 . ?
C01D C01J 1.392(7) . ?
C01E H01S 0.9500 . ?
C01F H01T 0.9500 . ?
C01F C01I 1.380(8) . ?
C01G H01U 0.9800 . ?
C01G H01V 0.9800 . ?
C01G H01W 0.9800 . ?
C01H H01X 0.9900 . ?
C01H H01Y 0.9900 . ?
C01H C01M 1.505(8) . ?
C01I H01Z 0.9500 . ?
C01K H01C 0.9900 . ?
C01K H01E 0.9900 . ?
C01K C01N 1.503(8) . ?
C01L H01F 0.9800 . ?
C01L H01G 0.9800 . ?
C01L H01H 0.9800 . ?
C01M H01 0.9800 . ?
C01M H 0.9800 . ?
C01M HA 0.9800 . ?
C01N H01I 0.9800 . ?
C01N H01J 0.9800 . ?
C01N H01K 0.9800 . ?
C01O H01L 0.9800 . ?
C01O H01M 0.9800 . ?
C01O H01N 0.9800 . ?
C01P H1 0.9900 . ?
C01P HB 0.9900 . ?
C01P C01Q 1.517(9) . ?
C01Q H2 0.9800 . ?
C01Q HC 0.9800 . ?
C01Q HD 0.9800 . ?
Cl2 C5 1.738(9) . ?
Cl3 C5 1.759(9) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?

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
C00K O003 C01L 116.1(4) . . ?
C00Z O004 C01G 115.4(4) . . ?
C00C N006 C00G 119.0(3) . . ?
C00F N006 C00C 120.8(4) . . ?
C00F N006 C00G 120.1(3) . . ?
C00H N007 C011 118.8(4) . . ?
C00I N007 C00H 121.1(4) . . ?
C00I N007 C011 120.0(4) . . ?
C00K N009 C00O 121.2(4) . . ?
C00Q N00A C01C 121.8(4) . . ?
C00Q N00A C01K 122.9(4) . . ?
C01K N00A C01C 115.2(4) . . ?
N006 C00C C00L 117.3(4) . . ?
N006 C00C C00T 121.4(4) . . ?
C00T C00C C00L 121.3(4) . . ?
C00Z N00D C018 122.9(4) . . ?
C00X N00E C01H 122.5(4) . . ?
C00X N00E C01P 121.9(4) . . ?
C01P N00E C01H 115.4(4) . . ?
N006 C00F C00K 120.2(4) . . ?
N006 C00F C00S 122.3(4) . . ?
C00S C00F C00K 117.4(4) . . ?
N006 C00G H00A 109.5 . . ?
N006 C00G H00B 109.5 . . ?
N006 C00G H00C 109.5 . . ?
H00A C00G H00B 109.5 . . ?
H00A C00G H00C 109.5 . . ?
H00B C00G H00C 109.5 . . ?
N007 C00H C00J 121.8(4) . . ?
N007 C00H C00P 117.1(4) . . ?
C00J C00H C00P 121.1(4) . . ?
N007 C00I C00W 122.2(4) . . ?
N007 C00I C00Z 120.2(4) . . ?
C00W C00I C00Z 117.3(4) . . ?
C00H C00J H00J 119.9 . . ?
C00H C00J C00X 120.1(4) . . ?
C00X C00J H00J 119.9 . . ?
O003 C00K C00F 110.6(4) . . ?
N009 C00K O003 122.8(4) . . ?
N009 C00K C00F 126.5(4) . . ?
C00R C00L C00C 117.5(4) . . ?
C015 C00L C00C 120.1(4) . . ?
C015 C00L C00R 122.4(4) . . ?
O00B N00M C017 119.1(5) . . ?
O00B N00M O01A 122.9(5) . . ?
O01A N00M C017 118.0(5) . . ?
O008 N00N C01J 112.7(13) . . ?
O010 N00N O008 128.7(16) . . ?
O010 N00N C01J 117.6(10) . . ?
O0 N00N C01J 117.3(7) . . ?
O1 N00N C01J 122.8(10) . . ?
O1 N00N O0 119.4(12) . . ?
C00U C00O N009 118.5(4) . . ?
C016 C00O N009 121.1(4) . . ?
C016 C00O C00U 120.3(4) . . ?
C00V C00P C00H 120.8(4) . . ?
C00V C00P C019 121.8(4) . . ?
C019 C00P C00H 117.4(4) . . ?
N00A C00Q C00T 122.5(4) . . ?
N00A C00Q C00Y 119.2(4) . . ?
C00T C00Q C00Y 118.4(4) . . ?
C00L C00R H00R 119.3 . . ?
C00Y C00R C00L 121.3(4) . . ?
C00Y C00R H00R 119.3 . . ?
C00F C00S H00S 120.4 . . ?
C015 C00S C00F 119.1(4) . . ?
C015 C00S H00S 120.4 . . ?
C00C C00T C00Q 119.8(4) . . ?
C00C C00T H00T 120.1 . . ?
C00Q C00T H00T 120.1 . . ?
C00O C00U H00U 119.9 . . ?
C012 C00U C00O 120.2(4) . . ?
C012 C00U H00U 119.9 . . ?
C00P C00V H00V 120.1 . . ?
C00P C00V C00W 119.9(4) . . ?
C00W C00V H00V 120.1 . . ?
C00I C00W C00V 118.9(4) . . ?
C00I C00W H00W 120.6 . . ?
C00V C00W H00W 120.6 . . ?
N00E C00X C00J 122.2(4) . . ?
N00E C00X C01B 119.4(4) . . ?
C00J C00X C01B 118.3(4) . . ?
C00Q C00Y H00Y 119.2 . . ?
C00R C00Y C00Q 121.6(4) . . ?
C00R C00Y H00Y 119.2 . . ?
O004 C00Z C00I 110.5(4) . . ?
N00D C00Z O004 122.7(4) . . ?
N00D C00Z C00I 126.6(4) . . ?
N007 C011 H01O 109.5 . . ?
N007 C011 H01P 109.5 . . ?
N007 C011 H01Q 109.5 . . ?
H01O C011 H01P 109.5 . . ?
H01O C011 H01Q 109.5 . . ?
H01P C011 H01Q 109.5 . . ?
C00U C012 H012 120.5 . . ?
C00U C012 C01J 118.9(5) . . ?
C01J C012 H012 120.5 . . ?
C017 C013 H013 120.7 . . ?
C01E C013 H013 120.7 . . ?
C01E C013 C017 118.6(5) . . ?
C00L C015 H015 119.8 . . ?
C00S C015 C00L 120.3(4) . . ?
C00S C015 H015 119.8 . . ?
C00O C016 H016 120.1 . . ?
C01D C016 C00O 119.7(4) . . ?
C01D C016 H016 120.1 . . ?
C013 C017 N00M 118.4(5) . . ?
C013 C017 C01I 121.9(5) . . ?
C01I C017 N00M 119.7(5) . . ?
C01E C018 N00D 119.3(4) . . ?
C01F C018 N00D 120.5(5) . . ?
C01F C018 C01E 119.8(5) . . ?
C00P C019 H019 119.4 . . ?
C01B C019 C00P 121.2(5) . . ?
C01B C019 H019 119.4 . . ?
C00X C01B H01R 119.1 . . ?
C019 C01B C00X 121.9(4) . . ?
C019 C01B H01R 119.1 . . ?
N00A C01C H01A 108.9 . . ?
N00A C01C H01B 108.9 . . ?
N00A C01C C01O 113.2(4) . . ?
H01A C01C H01B 107.7 . . ?
C01O C01C H01A 108.9 . . ?
C01O C01C H01B 108.9 . . ?
C016 C01D H01D 120.6 . . ?
C016 C01D C01J 118.8(4) . . ?
C01J C01D H01D 120.6 . . ?
C013 C01E C018 120.4(5) . . ?
C013 C01E H01S 119.8 . . ?
C018 C01E H01S 119.8 . . ?
C018 C01F H01T 119.9 . . ?
C01I C01F C018 120.2(5) . . ?
C01I C01F H01T 119.9 . . ?
O004 C01G H01U 109.5 . . ?
O004 C01G H01V 109.5 . . ?
O004 C01G H01W 109.5 . . ?
H01U C01G H01V 109.5 . . ?
H01U C01G H01W 109.5 . . ?
H01V C01G H01W 109.5 . . ?
N00E C01H H01X 109.0 . . ?
N00E C01H H01Y 109.0 . . ?
N00E C01H C01M 113.0(5) . . ?
H01X C01H H01Y 107.8 . . ?
C01M C01H H01X 109.0 . . ?
C01M C01H H01Y 109.0 . . ?
C017 C01I H01Z 120.5 . . ?
C01F C01I C017 119.0(5) . . ?
C01F C01I H01Z 120.5 . . ?
C012 C01J N00N 118.9(5) . . ?
C012 C01J C01D 122.1(4) . . ?
C01D C01J N00N 119.0(4) . . ?
N00A C01K H01C 109.3 . . ?
N00A C01K H01E 109.3 . . ?
N00A C01K C01N 111.6(4) . . ?
H01C C01K H01E 108.0 . . ?
C01N C01K H01C 109.3 . . ?
C01N C01K H01E 109.3 . . ?
O003 C01L H01F 109.5 . . ?
O003 C01L H01G 109.5 . . ?
O003 C01L H01H 109.5 . . ?
H01F C01L H01G 109.5 . . ?
H01F C01L H01H 109.5 . . ?
H01G C01L H01H 109.5 . . ?
C01H C01M H01 109.5 . . ?
C01H C01M H 109.5 . . ?
C01H C01M HA 109.5 . . ?
H01 C01M H 109.5 . . ?
H01 C01M HA 109.5 . . ?
H C01M HA 109.5 . . ?
C01K C01N H01I 109.5 . . ?
C01K C01N H01J 109.5 . . ?
C01K C01N H01K 109.5 . . ?
H01I C01N H01J 109.5 . . ?
H01I C01N H01K 109.5 . . ?
H01J C01N H01K 109.5 . . ?
C01C C01O H01L 109.5 . . ?
C01C C01O H01M 109.5 . . ?
C01C C01O H01N 109.5 . . ?
H01L C01O H01M 109.5 . . ?
H01L C01O H01N 109.5 . . ?
H01M C01O H01N 109.5 . . ?
N00E C01P H1 109.2 . . ?
N00E C01P HB 109.2 . . ?
N00E C01P C01Q 112.0(5) . . ?
H1 C01P HB 107.9 . . ?
C01Q C01P H1 109.2 . . ?
C01Q C01P HB 109.2 . . ?
C01P C01Q H2 109.5 . . ?
C01P C01Q HC 109.5 . . ?
C01P C01Q HD 109.5 . . ?
H2 C01Q HC 109.5 . . ?
H2 C01Q HD 109.5 . . ?
HC C01Q HD 109.5 . . ?
Cl2 C5 Cl3 113.4(7) . . ?
Cl2 C5 H5A 108.9 . . ?
Cl2 C5 H5B 108.9 . . ?
Cl3 C5 H5A 108.9 . . ?
Cl3 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?

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
N006 C00C C00L C00R 179.1(4) . . . . ?
N006 C00C C00L C015 0.0(6) . . . . ?
N006 C00C C00T C00Q -177.5(4) . . . . ?
N006 C00F C00K O003 74.6(5) . . . . ?
N006 C00F C00K N009 -108.8(5) . . . . ?
N006 C00F C00S C015 -0.2(7) . . . . ?
N007 C00H C00J C00X -176.9(4) . . . . ?
N007 C00H C00P C00V -1.0(7) . . . . ?
N007 C00H C00P C019 178.2(4) . . . . ?
N007 C00I C00W C00V -0.8(7) . . . . ?
N007 C00I C00Z O004 71.9(5) . . . . ?
N007 C00I C00Z N00D -113.8(5) . . . . ?
O008 N00N C01J C012 -3.1(16) . . . . ?
O008 N00N C01J C01D 177.4(16) . . . . ?
N009 C00O C00U C012 177.0(4) . . . . ?
N009 C00O C016 C01D -176.7(4) . . . . ?
N00A C00Q C00T C00C 177.5(4) . . . . ?
N00A C00Q C00Y C00R -177.7(5) . . . . ?
O00B N00M C017 C013 6.7(7) . . . . ?
O00B N00M C017 C01I -172.3(5) . . . . ?
C00C N006 C00F C00K -175.3(4) . . . . ?
C00C N006 C00F C00S 1.5(6) . . . . ?
C00C C00L C00R C00Y -0.3(7) . . . . ?
C00C C00L C015 C00S 1.3(7) . . . . ?
N00D C018 C01E C013 174.0(4) . . . . ?
N00D C018 C01F C01I -173.2(5) . . . . ?
N00E C00X C01B C019 -177.7(5) . . . . ?
C00F N006 C00C C00L -1.4(6) . . . . ?
C00F N006 C00C C00T 177.7(4) . . . . ?
C00F C00S C015 C00L -1.2(7) . . . . ?
C00G N006 C00C C00L 176.5(4) . . . . ?
C00G N006 C00C C00T -4.5(6) . . . . ?
C00G N006 C00F C00K 6.9(6) . . . . ?
C00G N006 C00F C00S -176.3(4) . . . . ?
C00H N007 C00I C00W 1.3(7) . . . . ?
C00H N007 C00I C00Z -173.8(4) . . . . ?
C00H C00J C00X N00E 177.0(4) . . . . ?
C00H C00J C00X C01B -2.1(7) . . . . ?
C00H C00P C00V C00W 1.5(7) . . . . ?
C00H C00P C019 C01B -0.2(7) . . . . ?
C00I N007 C00H C00J 178.4(4) . . . . ?
C00I N007 C00H C00P -0.3(6) . . . . ?
C00J C00H C00P C00V -179.7(4) . . . . ?
C00J C00H C00P C019 -0.5(7) . . . . ?
C00J C00X C01B C019 1.4(8) . . . . ?
C00K N009 C00O C00U 94.2(5) . . . . ?
C00K N009 C00O C016 -89.7(5) . . . . ?
C00K C00F C00S C015 176.7(4) . . . . ?
C00L C00C C00T C00Q 1.5(6) . . . . ?
C00L C00R C00Y C00Q -1.0(8) . . . . ?
N00M C017 C01I C01F 179.5(5) . . . . ?
C00O N009 C00K O003 -175.2(4) . . . . ?
C00O N009 C00K C00F 8.6(7) . . . . ?
C00O C00U C012 C01J -0.6(7) . . . . ?
C00O C016 C01D C01J 0.3(8) . . . . ?
C00P C00H C00J C00X 1.7(7) . . . . ?
C00P C00V C00W C00I -0.6(8) . . . . ?
C00P C019 C01B C00X -0.2(8) . . . . ?
C00Q N00A C01C C01O 83.6(6) . . . . ?
C00Q N00A C01K C01N 93.4(6) . . . . ?
C00R C00L C015 C00S -177.8(4) . . . . ?
C00S C00F C00K O003 -102.3(4) . . . . ?
C00S C00F C00K N009 74.2(6) . . . . ?
C00T C00C C00L C00R 0.1(6) . . . . ?
C00T C00C C00L C015 -179.0(4) . . . . ?
C00T C00Q C00Y C00R 2.5(7) . . . . ?
C00U C00O C016 C01D -0.7(7) . . . . ?
C00U C012 C01J N00N -179.2(5) . . . . ?
C00U C012 C01J C01D 0.3(8) . . . . ?
C00V C00P C019 C01B 179.0(5) . . . . ?
C00W C00I C00Z O004 -103.3(5) . . . . ?
C00W C00I C00Z N00D 70.9(6) . . . . ?
C00X N00E C01H C01M 90.0(6) . . . . ?
C00X N00E C01P C01Q 79.5(6) . . . . ?
C00Y C00Q C00T C00C -2.7(7) . . . . ?
C00Z N00D C018 C01E 87.3(6) . . . . ?
C00Z N00D C018 C01F -100.3(6) . . . . ?
C00Z C00I C00W C00V 174.4(4) . . . . ?
O010 N00N C01J C012 166.2(14) . . . . ?
O010 N00N C01J C01D -13.4(15) . . . . ?
C011 N007 C00H C00J -4.0(6) . . . . ?
C011 N007 C00H C00P 177.3(4) . . . . ?
C011 N007 C00I C00W -176.3(4) . . . . ?
C011 N007 C00I C00Z 8.6(6) . . . . ?
C013 C017 C01I C01F 0.6(8) . . . . ?
C015 C00L C00R C00Y 178.8(5) . . . . ?
C016 C00O C00U C012 0.8(7) . . . . ?
C016 C01D C01J N00N 179.4(5) . . . . ?
C016 C01D C01J C012 -0.1(8) . . . . ?
C017 C013 C01E C018 -1.1(7) . . . . ?
C018 N00D C00Z O004 -175.6(4) . . . . ?
C018 N00D C00Z C00I 10.8(7) . . . . ?
C018 C01F C01I C017 -0.3(8) . . . . ?
C019 C00P C00V C00W -177.7(5) . . . . ?
O01A N00M C017 C013 -171.8(6) . . . . ?
O01A N00M C017 C01I 9.3(8) . . . . ?
C01C N00A C00Q C00T 179.0(4) . . . . ?
C01C N00A C00Q C00Y -0.8(7) . . . . ?
C01C N00A C01K C01N -87.3(5) . . . . ?
C01E C013 C017 N00M -178.8(4) . . . . ?
C01E C013 C017 C01I 0.1(8) . . . . ?
C01E C018 C01F C01I -0.8(8) . . . . ?
C01F C018 C01E C013 1.5(7) . . . . ?
C01G O004 C00Z N00D 0.7(7) . . . . ?
C01G O004 C00Z C00I 175.2(4) . . . . ?
C01H N00E C00X C00J -1.8(8) . . . . ?
C01H N00E C00X C01B 177.3(5) . . . . ?
C01H N00E C01P C01Q -95.8(6) . . . . ?
C01K N00A C00Q C00T -1.8(7) . . . . ?
C01K N00A C00Q C00Y 178.4(4) . . . . ?
C01K N00A C01C C01O -95.6(5) . . . . ?
C01L O003 C00K N009 -0.4(6) . . . . ?
C01L O003 C00K C00F 176.3(4) . . . . ?
C01P N00E C00X C00J -176.8(5) . . . . ?
C01P N00E C00X C01B 2.3(8) . . . . ?
C01P N00E C01H C01M -94.7(6) . . . . ?
O0 N00N C01J C012 -165.6(12) . . . . ?
O0 N00N C01J C01D 14.9(13) . . . . ?
O1 N00N C01J C012 6.3(15) . . . . ?
O1 N00N C01J C01D -173.3(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
