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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_180724a
_database_code_depnum_ccdc_archive 'CCDC 1904261'
loop_
_audit_author_name
_audit_author_address
Guolifang
;Shandong University
China
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2019-11-26 downloaded from the CCDC.
;
_audit_creation_date             2018-07-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I, C16 H19 N2'
_chemical_formula_sum            'C16 H19 I N2'
_chemical_formula_weight         366.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         CNI
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'

_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                   6.29025(14)
_cell_length_b                   7.62301(17)
_cell_length_c                   32.0065(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.1584(19)
_cell_angle_gamma                90
_cell_volume                     1534.73(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4226
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      76.6210
_cell_measurement_theta_min      5.5010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    16.289
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.01018
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.30d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.585
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_unetI/netI     0.0615
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            8481
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.074
_diffrn_reflns_theta_max         67.074
_diffrn_reflns_theta_min         5.529
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -77.00 -43.00   1.00    0.10    --  -48.45  96.00 161.00   34
  2  ω     10.00  39.00   1.00    0.10    --   48.45 -96.00  53.00   29
  3  ω   -157.00-127.00   1.00    0.15    --  -86.25 -96.00  53.00   30
  4  ω    -72.00 -47.00   1.00    0.15    --  -86.25  96.00 161.00   25
  5  ω   -106.00 -81.00   1.00    0.15    --  -86.25 -96.00  53.00   25
  6  ω     83.00 108.00   1.00    0.15    --  107.75 -96.00  53.00   25
  7  ω    -39.00   4.00   1.00    0.10    --  -48.45  96.00 161.00   43
  8  ω   -117.00 -70.00   1.00    0.10    --  -48.45-125.00   0.00   47
  9  ω   -120.00 -70.00   1.00    0.10    --  -48.45-125.00-150.00   50
 10  ω    -20.00  63.00   1.00    0.10    --   48.45 -57.00 120.00   83
 11  ω   -146.00 -75.00   1.00    0.15    --  -86.25 -37.00  90.00   71
 12  ω     99.00 176.00   1.00    0.15    --  107.75  37.00 -30.00   77
 13  ω     35.00 123.00   1.00    0.15    --  107.75 -57.00  60.00   88
 14  ω     40.00 108.00   1.00    0.15    --  107.75 -99.00   0.00   68
 15  ω    101.00 172.00   1.00    0.15    --  107.75  37.00 -60.00   71
 16  ω    106.00 178.00   1.00    0.15    --  107.75  96.00 161.00   72
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0522888000
_diffrn_orient_matrix_UB_12      -0.0573383000
_diffrn_orient_matrix_UB_13      0.0450075000
_diffrn_orient_matrix_UB_21      -0.0723001000
_diffrn_orient_matrix_UB_22      0.1805880000
_diffrn_orient_matrix_UB_23      0.0162616000
_diffrn_orient_matrix_UB_31      -0.2281314000
_diffrn_orient_matrix_UB_32      -0.0704085000
_diffrn_orient_matrix_UB_33      0.0049941000
_diffrn_oxdiff_ac3_digest_frames 
;
01dcfa186d9e0d4bb967f0eac23c18e09100838de40
;
_diffrn_oxdiff_ac3_digest_hkl    
;
0144990f283d2158ef80d86697db5716fd6e10
;
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2365
_reflns_number_total             2724
_reflns_odcompleteness_completeness 99.23
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.868
_refine_diff_density_min         -1.056
_refine_diff_density_rms         0.199
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2724
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0469
_refine_ls_restrained_S_all      1.166
_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)+(0.0961P)²+3.2391P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1315
_refine_ls_wR_factor_ref         0.1683
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C14(H14A,H14B,H14C)
;
_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 -0.31379(6) 0.59699(5) 0.57611(2) 0.0293(2) Uani 1 1 d . . . . .
N1 N -0.0906(9) 0.1855(8) 0.52674(16) 0.0290(13) Uani 1 1 d . . . . .
N2 N 0.8984(8) 0.1814(8) 0.80069(17) 0.0261(12) Uani 1 1 d . . . . .
C1 C 0.7985(13) 0.1102(9) 0.8373(2) 0.0323(17) Uani 1 1 d . . . . .
H1A H 0.6598 0.1610 0.8405 0.048 Uiso 1 1 calc GR . . . .
H1B H 0.8834 0.1369 0.8615 0.048 Uiso 1 1 calc GR . . . .
H1C H 0.7856 -0.0147 0.8345 0.048 Uiso 1 1 calc GR . . . .
C2 C 1.1032(11) 0.2647(9) 0.8047(2) 0.0278(14) Uani 1 1 d . . . . .
H2A H 1.0873 0.3893 0.8016 0.042 Uiso 1 1 calc GR . . . .
H2B H 1.1967 0.2210 0.7835 0.042 Uiso 1 1 calc GR . . . .
H2C H 1.1620 0.2393 0.8318 0.042 Uiso 1 1 calc GR . . . .
C3 C 0.6034(11) 0.0864(8) 0.7575(2) 0.0246(15) Uani 1 1 d . . . . .
H3 H 0.5463 0.0248 0.7799 0.029 Uiso 1 1 calc R . . . .
C4 C 0.7970(10) 0.1799(8) 0.7631(2) 0.0239(13) Uani 1 1 d . . . . .
C5 C 0.8771(10) 0.2664(8) 0.72750(19) 0.0203(12) Uani 1 1 d . . . . .
H5 H 1.0055 0.3264 0.7294 0.024 Uiso 1 1 calc R . . . .
C6 C 0.7696(10) 0.2639(8) 0.6901(2) 0.0224(13) Uani 1 1 d . . . . .
H6 H 0.8270 0.3229 0.6674 0.027 Uiso 1 1 calc R . . . .
C7 C 0.5750(11) 0.1747(9) 0.6852(2) 0.0255(14) Uani 1 1 d . . . . .
C8 C 0.4982(10) 0.0851(7) 0.7196(2) 0.0191(13) Uani 1 1 d . . . . .
H8 H 0.3721 0.0223 0.7171 0.023 Uiso 1 1 calc R . . . .
C9 C 0.4616(11) 0.1880(9) 0.6460(2) 0.0281(14) Uani 1 1 d . . . . .
H9 H 0.5214 0.2593 0.6256 0.034 Uiso 1 1 calc R . . . .
C10 C 0.2751(10) 0.1063(8) 0.6360(2) 0.0211(13) Uani 1 1 d . . . . .
H10 H 0.2203 0.0264 0.6551 0.025 Uiso 1 1 calc R . . . .
C11 C 0.1576(10) 0.1349(9) 0.5981(2) 0.0245(14) Uani 1 1 d . . . . .
C12 C 0.2192(10) 0.2498(9) 0.5658(2) 0.0256(14) Uani 1 1 d . . . . .
H12 H 0.3460 0.3118 0.5682 0.031 Uiso 1 1 calc R . . . .
C13 C 0.0967(10) 0.2709(10) 0.5315(2) 0.0276(14) Uani 1 1 d . . . . .
H13 H 0.1423 0.3464 0.5105 0.033 Uiso 1 1 calc R . . . .
C14 C -0.2273(12) 0.2229(10) 0.4905(2) 0.0359(17) Uani 1 1 d . . . . .
H14A H -0.3097 0.1207 0.4837 0.054 Uiso 1 1 calc GR . . . .
H14B H -0.1405 0.2541 0.4670 0.054 Uiso 1 1 calc GR . . . .
H14C H -0.3210 0.3185 0.4970 0.054 Uiso 1 1 calc GR . . . .
C15 C -0.0411(12) 0.0506(10) 0.5922(2) 0.0321(16) Uani 1 1 d . . . . .
H15 H -0.0931 -0.0233 0.6129 0.038 Uiso 1 1 calc R . . . .
C16 C -0.1565(12) 0.0759(9) 0.5570(2) 0.0316(16) Uani 1 1 d . . . . .
H16 H -0.2843 0.0161 0.5536 0.038 Uiso 1 1 calc R . . . .


_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
N1 C13 1.355(9) . ?
N1 C14 1.471(9) . ?
N1 C16 1.345(10) . ?
N2 C1 1.438(9) . ?
N2 C2 1.442(9) . ?
N2 C4 1.361(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3 0.9300 . ?
C3 C4 1.421(9) . ?
C3 C8 1.383(10) . ?
C4 C5 1.410(9) . ?
C5 H5 0.9300 . ?
C5 C6 1.373(9) . ?
C6 H6 0.9300 . ?
C6 C7 1.409(9) . ?
C7 C8 1.383(9) . ?
C7 C9 1.443(9) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C9 C10 1.365(10) . ?
C10 H10 0.9300 . ?
C10 C11 1.435(10) . ?
C11 C12 1.410(10) . ?
C11 C15 1.418(10) . ?
C12 H12 0.9300 . ?
C12 C13 1.350(9) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15 0.9300 . ?
C15 C16 1.354(11) . ?
C16 H16 0.9300 . ?

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
C13 N1 C14 120.2(6) . . ?
C16 N1 C13 119.1(6) . . ?
C16 N1 C14 120.5(6) . . ?
C1 N2 C2 119.1(5) . . ?
C4 N2 C1 120.9(6) . . ?
C4 N2 C2 119.9(5) . . ?
N2 C1 H1A 109.5 . . ?
N2 C1 H1B 109.5 . . ?
N2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 H3 119.3 . . ?
C8 C3 H3 119.3 . . ?
C8 C3 C4 121.4(6) . . ?
N2 C4 C3 120.9(6) . . ?
N2 C4 C5 122.9(6) . . ?
C5 C4 C3 116.2(6) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.4(6) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 119.0 . . ?
C5 C6 C7 122.0(6) . . ?
C7 C6 H6 119.0 . . ?
C6 C7 C9 119.4(6) . . ?
C8 C7 C6 117.0(6) . . ?
C8 C7 C9 123.5(6) . . ?
C3 C8 C7 121.9(6) . . ?
C3 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C7 C9 H9 116.8 . . ?
C10 C9 C7 126.5(7) . . ?
C10 C9 H9 116.8 . . ?
C9 C10 H10 117.6 . . ?
C9 C10 C11 124.7(6) . . ?
C11 C10 H10 117.7 . . ?
C12 C11 C10 124.9(6) . . ?
C12 C11 C15 115.4(6) . . ?
C15 C11 C10 119.7(7) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.9(6) . . ?
C13 C12 H12 119.6 . . ?
N1 C13 H13 119.0 . . ?
C12 C13 N1 121.9(6) . . ?
C12 C13 H13 119.0 . . ?
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 . . ?
C11 C15 H15 119.4 . . ?
C16 C15 C11 121.1(7) . . ?
C16 C15 H15 119.4 . . ?
N1 C16 C15 121.5(7) . . ?
N1 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 36.422
_oxdiff_exptl_absorpt_empirical_full_min 0.325
####################################################################### 
# 
# 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_180802e
_database_code_depnum_ccdc_archive 'CCDC 1904263'
loop_
_audit_author_name
_audit_author_address
Guolifang
;Shandong University
China
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2019-11-26 downloaded from the CCDC.
;
_audit_creation_date             2018-08-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(I), 2(C21 H29 N2), C22 H29 N, 2(O)'
_chemical_formula_sum            'C64 H87 I3 N5 O2'
_chemical_formula_weight         1339.08
_chemical_melting_point          ?
_chemical_oxdiff_formula         CN
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                   14.6729(7)
_cell_length_b                   15.6807(7)
_cell_length_c                   16.4518(7)
_cell_angle_alpha                85.945(4)
_cell_angle_beta                 73.880(4)
_cell_angle_gamma                62.636(5)
_cell_volume                     3222.3(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8417
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      76.3580
_cell_measurement_theta_min      3.4770
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.754
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27532
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1362
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30522
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.530
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     45.00  78.00   1.00    0.90    --   48.45 -95.00  50.00   33
  2  ω     35.00  95.00   1.00    0.90    --   48.45-125.00 -60.00   60
  3  ω     42.00 106.00   1.00    9.00    --  107.75 -95.00  50.00   64
  4  ω     37.00 115.00   1.00    9.00    --  107.75-125.00  60.00   78
  5  ω     37.00 109.00   1.00    9.00    --  107.75 -99.00 150.00   72
  6  ω     36.00 131.00   1.00    9.00    --  107.75 -77.00 150.00   95
  7  ω     35.00 109.00   1.00    9.00    --  107.75 -99.00 -60.00   74
  8  ω     95.00 177.00   1.00    9.00    --  107.75  37.00 -90.00   82
  9  ω     95.00 178.00   1.00    9.00    --  107.75  37.00-120.00   83
 10  ω     85.00 178.00   1.00    9.00    --  107.75  77.00 -60.00   93
 11  ω     92.00 178.00   1.00    9.00    --  107.75 125.00  90.00   86
 12  ω    102.00 152.00   1.00    9.00    --  107.75  95.00 160.00   50
 13  ω     -5.00  44.00   1.00    0.90    --   48.45 -95.00  50.00   49
 14  ω    -61.00  20.00   1.00    0.90    --  -48.45  37.00  90.00   81
 15  ω    -74.00  24.00   1.00    0.90    --  -48.45  95.00 160.00   98
 16  ω    -80.00 -54.00   1.00    9.00    --  -86.25  95.00 160.00   26
 17  ω    -84.00 -40.00   1.00    0.90    --  -48.45 -57.00  90.00   44
 18  ω   -120.00 -86.00   1.00    0.90    --  -48.45 -57.00  90.00   34
 19  ω   -146.00 -81.00   1.00    9.00    --  -86.25 -95.00  50.00   65
 20  ω   -159.00 -71.00   1.00    9.00    --  -86.25 -57.00  60.00   88
 21  ω   -119.00 -70.00   1.00    0.90    --  -48.45-125.00-180.00   49
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1051365000
_diffrn_orient_matrix_UB_12      0.0426868000
_diffrn_orient_matrix_UB_13      -0.0254652000
_diffrn_orient_matrix_UB_21      -0.0610166000
_diffrn_orient_matrix_UB_22      0.0557320000
_diffrn_orient_matrix_UB_23      0.0873251000
_diffrn_orient_matrix_UB_31      0.0189417000
_diffrn_orient_matrix_UB_32      0.0858148000
_diffrn_orient_matrix_UB_33      -0.0356286000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8495
_reflns_number_total             11369
_reflns_odcompleteness_completeness 99.05
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         1.452
_refine_diff_density_min         -0.901
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     694
_refine_ls_number_reflns         11369
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.000
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1393
_refine_ls_wR_factor_ref         0.1579
_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
C00W \\sim C01A \\sim C00L \\sim C015 \\sim C011 \\sim N005: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008
C00Z \\sim C00H \\sim C00O \\sim C00I \\sim C009 \\sim C00E: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008
C01Y \\sim C01R \\sim C01P \\sim C01W \\sim C01Z \\sim C00X: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008
3. Others
 Fixed Sof: I002(0.4) I1(0.4) I0AA(0.6) I1AA(0.6)
4.a Secondary CH2 refined with riding coordinates:
 C00B(H00B,H00C), C00C(H00D,H00E), C00G(H00G,H00H), C00J(H00J,H00K), C00K(H00L,
 H00M), C00M(H00T,H00U), C00Q(H00V,H00W), C00V(H00,H), C016(H01J,H01K),
 C01B(H01M,H01N), C01F(H0AA,HA), C01H(H1AA,HB), C01O(H4AA,HC), C01V(H9AA,HF),
 C021(H02D,H02E)
4.b Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00E(H00F), C00I(H00I), C00L(H00Q), C00N(H00N), C00O(H00O),
 C00P(H00P), C00R(H00R), C00S(H00S), C00U(H00X), C00Y(H00Y), C00Z(H00Z),
 C011(H011), C013(H013), C015(H015), C017(H017), C019(H019), C01A(H01L),
 C01C(H01), C01I(H2AA), C01J(H3AA), C01L(H01X), C01M(H01Y), C01N(H01Z),
 C01Q(H5AA), C01R(H6AA), C01T(H7AA), C01W(H0BA), C01Y(H1BA), C01Z(H2BA)
4.c Idealised Me refined as rotating group:
 C012(H01A,H01B,H01C), C018(H01D,H01E,H01F), C01D(H01O,H01P,H01Q), C01E(H01R,
 H01S,H01T), C01G(H01G,H01H,H01I), C01K(H01U,H01V,H01W), C01U(H8AA,HD,HE),
 C020(H02A,H02B,H02C), C022(H02F,H02G,H02H)
;
_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
I002 I 0.8299(3) 0.3069(3) 0.8422(2) 0.0491(5) Uani 0.4 1 d . . P A 2
N004 N 1.1250(3) -0.0225(3) 0.2405(3) 0.0414(9) Uani 1 1 d . . . . .
N005 N 1.1195(3) 0.4430(3) 0.2455(3) 0.0470(9) Uani 1 1 d . U . . .
N006 N 0.5357(3) 0.2373(3) 0.8425(3) 0.0482(10) Uani 1 1 d . . . . .
N007 N 0.5197(4) 0.6414(4) 0.8471(3) 0.0548(11) Uani 1 1 d . . . . .
N008 N -0.2919(4) 1.3865(4) 1.3240(4) 0.0649(13) Uani 1 1 d . . . . .
C009 C 0.5991(4) 0.2053(4) 0.7611(3) 0.0394(9) Uani 1 1 d . U . . .
C00A C 1.0657(4) -0.0646(4) 0.2855(3) 0.0419(11) Uani 1 1 d . . . . .
H00A H 1.0768 -0.1245 0.2644 0.050 Uiso 1 1 calc R . . . .
C00B C 1.1974(4) -0.0642(4) 0.1558(3) 0.0423(11) Uani 1 1 d . . . . .
H00B H 1.2363 -0.1350 0.1570 0.051 Uiso 1 1 calc R . . . .
H00C H 1.2506 -0.0394 0.1402 0.051 Uiso 1 1 calc R . . . .
C00C C 1.1359(4) -0.0392(4) 0.0896(3) 0.0421(11) Uani 1 1 d . . . . .
H00D H 1.0805 -0.0613 0.1068 0.051 Uiso 1 1 calc R . . . .
H00E H 1.0996 0.0316 0.0868 0.051 Uiso 1 1 calc R . . . .
C00D C 0.9736(4) 0.0638(4) 0.3950(3) 0.0411(11) Uani 1 1 d . . . . .
C00E C 0.6165(4) 0.1196(4) 0.7229(3) 0.0431(9) Uani 1 1 d . U . . .
H00F H 0.5800 0.0850 0.7524 0.052 Uiso 1 1 calc R . . . .
C00F C 0.5898(4) 0.6201(4) 0.7663(3) 0.0444(11) Uani 1 1 d . . . . .
C00G C 1.2238(4) -0.1139(4) -0.1516(3) 0.0479(12) Uani 1 1 d . . . . .
H00G H 1.2658 -0.1838 -0.1472 0.058 Uiso 1 1 calc R . . . .
H00H H 1.2746 -0.0866 -0.1701 0.058 Uiso 1 1 calc R . . . .
C00H C 0.7415(4) 0.1328(4) 0.5972(3) 0.0450(10) Uani 1 1 d . U . . .
C00I C 0.6527(4) 0.2552(4) 0.7133(3) 0.0444(10) Uani 1 1 d . U . . .
H00I H 0.6407 0.3146 0.7361 0.053 Uiso 1 1 calc R . . . .
C00J C 1.2090(4) -0.0854(4) 0.0026(3) 0.0421(11) Uani 1 1 d . . . . .
H00J H 1.2492 -0.1556 0.0070 0.051 Uiso 1 1 calc R . . . .
H00K H 1.2613 -0.0598 -0.0156 0.051 Uiso 1 1 calc R . . . .
C00K C 1.1505(4) -0.0683(4) -0.0651(3) 0.0434(11) Uani 1 1 d . . . . .
H00L H 1.0985 -0.0945 -0.0472 0.052 Uiso 1 1 calc R . . . .
H00M H 1.1097 0.0018 -0.0692 0.052 Uiso 1 1 calc R . . . .
C00L C 1.0569(4) 0.5333(4) 0.2818(4) 0.0524(11) Uani 1 1 d . U . . .
H00Q H 1.0646 0.5861 0.2545 0.063 Uiso 1 1 calc R . . . .
C00M C 1.1576(4) 0.4314(4) -0.0659(4) 0.0463(12) Uani 1 1 d . . . . .
H00T H 1.1157 0.3952 -0.0531 0.056 Uiso 1 1 calc R . . . .
H00U H 1.1070 0.5004 -0.0654 0.056 Uiso 1 1 calc R . . . .
C00N C 1.1138(4) 0.0590(4) 0.2738(3) 0.0469(12) Uani 1 1 d . . . . .
H00N H 1.1575 0.0872 0.2440 0.056 Uiso 1 1 calc R . . . .
C00O C 0.7221(4) 0.2193(4) 0.6340(3) 0.0466(10) Uani 1 1 d . U . . .
H00O H 0.7577 0.2542 0.6036 0.056 Uiso 1 1 calc R . . . .
C00P C 0.8214(4) 0.0877(4) 0.5171(3) 0.0423(11) Uani 1 1 d . . . . .
H00P H 0.8216 0.0340 0.4936 0.051 Uiso 1 1 calc R . . . .
C00Q C 1.1933(4) 0.4262(4) 0.1593(3) 0.0459(12) Uani 1 1 d . . . . .
H00V H 1.2511 0.3591 0.1514 0.055 Uiso 1 1 calc R . . . .
H00W H 1.2264 0.4698 0.1528 0.055 Uiso 1 1 calc R . . . .
C00R C 0.9901(4) -0.0226(4) 0.3607(3) 0.0451(12) Uani 1 1 d . . . . .
H00R H 0.9482 -0.0528 0.3900 0.054 Uiso 1 1 calc R . . . .
C00S C 1.0409(4) 0.1017(4) 0.3492(4) 0.0501(12) Uani 1 1 d . . . . .
H00S H 1.0356 0.1587 0.3713 0.060 Uiso 1 1 calc R . . . .
C00T C -0.2162(5) 1.3536(4) 1.2471(4) 0.0511(13) Uani 1 1 d . . . . .
C00U C 0.6457(4) 0.5263(4) 0.7291(4) 0.0497(12) Uani 1 1 d . . . . .
H00X H 0.6350 0.4758 0.7584 0.060 Uiso 1 1 calc R . . . .
C00V C 1.1348(4) 0.4436(4) 0.0921(3) 0.0459(12) Uani 1 1 d . . . . .
H00 H 1.0810 0.5121 0.0970 0.055 Uiso 1 1 calc R . . . .
H H 1.0967 0.4040 0.1015 0.055 Uiso 1 1 calc R . . . .
C00W C 0.9670(4) 0.4739(5) 0.4018(4) 0.0512(10) Uani 1 1 d . U . . .
C00X C 0.3144(7) 1.0804(6) 0.7347(4) 0.0778(15) Uani 1 1 d . U . . .
C00Y C 0.8939(4) 0.1143(4) 0.4739(3) 0.0455(12) Uani 1 1 d . . . . .
H00Y H 0.8939 0.1690 0.4953 0.055 Uiso 1 1 calc R . . . .
C00Z C 0.6853(4) 0.0856(4) 0.6437(4) 0.0474(10) Uani 1 1 d . U . . .
H00Z H 0.6952 0.0276 0.6196 0.057 Uiso 1 1 calc R . . . .
C010 C 0.7346(5) 0.5817(6) 0.6049(4) 0.0601(16) Uani 1 1 d . . . . .
C011 C 1.0361(4) 0.3836(5) 0.3632(4) 0.0528(11) Uani 1 1 d . U . . .
H011 H 1.0322 0.3295 0.3906 0.063 Uiso 1 1 calc R . . . .
C012 C 0.5098(4) 0.3308(4) 0.8752(4) 0.0549(14) Uani 1 1 d . . . . .
H01A H 0.5754 0.3323 0.8766 0.082 Uiso 1 1 calc GR . . . .
H01B H 0.4616 0.3440 0.9328 0.082 Uiso 1 1 calc GR . . . .
H01C H 0.4748 0.3798 0.8387 0.082 Uiso 1 1 calc GR . . . .
C013 C 0.7179(5) 0.5073(5) 0.6482(4) 0.0600(15) Uani 1 1 d . . . . .
H013 H 0.7558 0.4437 0.6224 0.072 Uiso 1 1 calc R . . . .
C014 C -0.0612(6) 1.2827(5) 1.0875(4) 0.0603(15) Uani 1 1 d . . . . .
C015 C 1.1104(5) 0.3686(5) 0.2868(4) 0.0520(10) Uani 1 1 d . U . . .
H015 H 1.1563 0.3048 0.2624 0.062 Uiso 1 1 calc R . . . .
C016 C 1.2120(4) 0.4184(4) 0.0036(4) 0.0517(13) Uani 1 1 d . . . . .
H01J H 1.2483 0.4596 -0.0059 0.062 Uiso 1 1 calc R . . . .
H01K H 1.2673 0.3507 0.0000 0.062 Uiso 1 1 calc R . . . .
C017 C -0.1051(5) 1.3132(5) 1.2395(5) 0.0606(15) Uani 1 1 d . . . . .
H017 H -0.0814 1.3094 1.2885 0.073 Uiso 1 1 calc R . . . .
C018 C 0.4904(5) 0.1808(5) 0.8940(4) 0.0558(14) Uani 1 1 d . . . . .
H01D H 0.4311 0.1847 0.8748 0.084 Uiso 1 1 calc GR . . . .
H01E H 0.4640 0.2056 0.9534 0.084 Uiso 1 1 calc GR . . . .
H01F H 0.5451 0.1136 0.8889 0.084 Uiso 1 1 calc GR . . . .
C019 C 0.6078(5) 0.6929(5) 0.7212(4) 0.0546(13) Uani 1 1 d . . . . .
H019 H 0.5711 0.7568 0.7462 0.065 Uiso 1 1 calc R . . . .
C01A C 0.9813(5) 0.5484(5) 0.3593(4) 0.0571(12) Uani 1 1 d . U . . .
H01L H 0.9377 0.6122 0.3842 0.069 Uiso 1 1 calc R . . . .
C01B C 1.2344(5) 0.3982(5) -0.1543(4) 0.0624(15) Uani 1 1 d . . . . .
H01M H 1.2760 0.4348 -0.1678 0.075 Uiso 1 1 calc R . . . .
H01N H 1.2852 0.3292 -0.1553 0.075 Uiso 1 1 calc R . . . .
C01C C -0.0312(5) 1.2792(4) 1.1607(5) 0.0624(16) Uani 1 1 d . . . . .
H01 H 0.0426 1.2525 1.1569 0.075 Uiso 1 1 calc R . . . .
C01D C 0.4838(5) 0.7330(5) 0.8929(5) 0.0624(16) Uani 1 1 d . . . . .
H01O H 0.5455 0.7360 0.9021 0.094 Uiso 1 1 calc GR . . . .
H01P H 0.4329 0.7379 0.9477 0.094 Uiso 1 1 calc GR . . . .
H01Q H 0.4492 0.7863 0.8594 0.094 Uiso 1 1 calc GR . . . .
C01E C 0.5104(5) 0.5662(5) 0.8984(4) 0.0625(16) Uani 1 1 d . . . . .
H01R H 0.4970 0.5250 0.8662 0.094 Uiso 1 1 calc GR . . . .
H01S H 0.4511 0.5947 0.9498 0.094 Uiso 1 1 calc GR . . . .
H01T H 0.5769 0.5276 0.9141 0.094 Uiso 1 1 calc GR . . . .
C01F C 0.4681(5) 0.7973(5) 0.5285(4) 0.0594(15) Uani 1 1 d . . . . .
H0AA H 0.3966 0.8084 0.5270 0.071 Uiso 1 1 calc R . . . .
HA H 0.4864 0.7561 0.5757 0.071 Uiso 1 1 calc R . . . .
C01G C 1.1649(5) -0.0987(5) -0.2183(4) 0.0600(15) Uani 1 1 d . . . . .
H01G H 1.2156 -0.1354 -0.2712 0.090 Uiso 1 1 calc GR . . . .
H01H H 1.1307 -0.0301 -0.2283 0.090 Uiso 1 1 calc GR . . . .
H01I H 1.1103 -0.1207 -0.1983 0.090 Uiso 1 1 calc GR . . . .
C01H C 0.4631(6) 0.8926(6) 0.5462(4) 0.0746(19) Uani 1 1 d . . . . .
H1AA H 0.4394 0.9360 0.5014 0.090 Uiso 1 1 calc R . . . .
HB H 0.5355 0.8825 0.5440 0.090 Uiso 1 1 calc R . . . .
C01I C -0.1688(6) 1.3228(5) 1.0956(5) 0.0651(16) Uani 1 1 d . . . . .
H2AA H -0.1918 1.3265 1.0463 0.078 Uiso 1 1 calc R . . . .
C01J C -0.2451(5) 1.3581(5) 1.1734(4) 0.0610(15) Uani 1 1 d . . . . .
H3AA H -0.3187 1.3859 1.1759 0.073 Uiso 1 1 calc R . . . .
C01K C 1.1765(6) 0.4121(6) -0.2212(4) 0.0690(17) Uani 1 1 d . . . . .
H01U H 1.2281 0.3942 -0.2775 0.104 Uiso 1 1 calc GR . . . .
H01V H 1.1235 0.4797 -0.2185 0.104 Uiso 1 1 calc GR . . . .
H01W H 1.1405 0.3714 -0.2110 0.104 Uiso 1 1 calc GR . . . .
C01L C 0.8861(5) 0.4845(5) 0.4835(4) 0.0595(15) Uani 1 1 d . . . . .
H01X H 0.8873 0.4277 0.5088 0.071 Uiso 1 1 calc R . . . .
C01M C 0.6764(5) 0.6733(5) 0.6430(4) 0.0602(15) Uani 1 1 d . . . . .
H01Y H 0.6847 0.7246 0.6132 0.072 Uiso 1 1 calc R . . . .
C01N C 0.8133(5) 0.5675(5) 0.5226(4) 0.0606(15) Uani 1 1 d . . . . .
H01Z H 0.8112 0.6236 0.4954 0.073 Uiso 1 1 calc R . . . .
C01O C 0.3870(6) 0.9406(5) 0.6324(4) 0.0710(18) Uani 1 1 d . . . . .
H4AA H 0.4086 0.8964 0.6772 0.085 Uiso 1 1 calc R . . . .
HC H 0.3137 0.9539 0.6338 0.085 Uiso 1 1 calc R . . . .
C01P C 0.1845(7) 1.1564(6) 0.8950(4) 0.0778(15) Uani 1 1 d . U . . .
C01Q C 0.0151(7) 1.2421(5) 1.0012(6) 0.075(2) Uani 1 1 d . . . . .
H5AA H -0.0160 1.2521 0.9557 0.090 Uiso 1 1 calc R . . . .
C01R C 0.2915(7) 1.1001(6) 0.8820(5) 0.0812(15) Uani 1 1 d . U . . .
H6AA H 0.3217 1.0876 0.9283 0.097 Uiso 1 1 calc R . . . .
O01S O 0.6045(7) 0.9096(5) 0.6890(5) 0.120(2) Uani 1 1 d . . . . .
C01T C 0.1172(7) 1.1956(5) 0.9820(5) 0.0715(18) Uani 1 1 d . . . . .
H7AA H 0.1512 1.1860 1.0257 0.086 Uiso 1 1 calc R . . . .
C01U C -0.4038(5) 1.4192(6) 1.3308(5) 0.077(2) Uani 1 1 d . . . . .
H8AA H -0.4293 1.4757 1.2977 0.116 Uiso 1 1 calc GR . . . .
HD H -0.4454 1.4364 1.3904 0.116 Uiso 1 1 calc GR . . . .
HE H -0.4124 1.3676 1.3088 0.116 Uiso 1 1 calc GR . . . .
C01V C 0.5487(6) 0.7442(6) 0.4459(5) 0.0724(18) Uani 1 1 d . . . . .
H9AA H 0.5290 0.7847 0.3985 0.087 Uiso 1 1 calc R . . . .
HF H 0.6198 0.7351 0.4467 0.087 Uiso 1 1 calc R . . . .
C01W C 0.1434(8) 1.1734(6) 0.8236(5) 0.0887(17) Uani 1 1 d . U . . .
H0BA H 0.0690 1.2118 0.8304 0.106 Uiso 1 1 calc R . . . .
O01X O 0.9145(6) 0.2824(5) 0.6087(5) 0.112(2) Uani 1 1 d . . . . .
C01Y C 0.3557(8) 1.0615(6) 0.8021(5) 0.0841(16) Uani 1 1 d . U . . .
H1BA H 0.4299 1.0211 0.7939 0.101 Uiso 1 1 calc R . . . .
C01Z C 0.2113(8) 1.1343(6) 0.7447(5) 0.0886(17) Uani 1 1 d . U . . .
H2BA H 0.1837 1.1461 0.6970 0.106 Uiso 1 1 calc R . . . .
C020 C 0.5564(7) 0.6476(7) 0.4294(6) 0.090(2) Uani 1 1 d . . . . .
H02A H 0.6096 0.6176 0.3752 0.135 Uiso 1 1 calc GR . . . .
H02B H 0.4868 0.6559 0.4271 0.135 Uiso 1 1 calc GR . . . .
H02C H 0.5779 0.6062 0.4751 0.135 Uiso 1 1 calc GR . . . .
C021 C 0.3875(9) 1.0355(7) 0.6502(5) 0.096(3) Uani 1 1 d . . . . .
H02D H 0.4609 1.0225 0.6482 0.115 Uiso 1 1 calc R . . . .
H02E H 0.3648 1.0802 0.6060 0.115 Uiso 1 1 calc R . . . .
C022 C -0.2618(7) 1.3735(7) 1.4026(5) 0.085(2) Uani 1 1 d . . . . .
H02F H -0.2138 1.3053 1.4058 0.127 Uiso 1 1 calc GR . . . .
H02G H -0.3259 1.3943 1.4508 0.127 Uiso 1 1 calc GR . . . .
H02H H -0.2252 1.4119 1.4043 0.127 Uiso 1 1 calc GR . . . .
I1 I 1.19517(11) 0.16455(17) 0.51391(16) 0.0502(4) Uani 0.4 1 d . . P B 2
I0AA I 1.15863(19) 0.18043(14) 0.51082(13) 0.1092(7) Uani 0.6 1 d . . P C 1
I1AA I 0.80626(19) 0.3129(2) 0.85892(14) 0.0751(7) Uani 0.6 1 d . . P D 1
I2AA I 0.67806(3) 0.86638(3) 0.87505(2) 0.06146(14) 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
N004 C00A 1.358(6) . ?
N004 C00B 1.471(7) . ?
N004 C00N 1.348(7) . ?
N005 C00L 1.351(7) . ?
N005 C00Q 1.481(7) . ?
N005 C015 1.349(8) . ?
N006 C009 1.372(7) . ?
N006 C012 1.439(7) . ?
N006 C018 1.439(7) . ?
N007 C00F 1.388(7) . ?
N007 C01D 1.464(8) . ?
N007 C01E 1.437(8) . ?
N008 C00T 1.374(8) . ?
N008 C01U 1.451(9) . ?
N008 C022 1.452(9) . ?
C009 C00E 1.407(7) . ?
C009 C00I 1.409(7) . ?
C00A C00R 1.371(8) . ?
C00B C00C 1.521(7) . ?
C00C C00J 1.517(7) . ?
C00D C00R 1.395(8) . ?
C00D C00S 1.399(7) . ?
C00D C00Y 1.460(8) . ?
C00E C00Z 1.369(8) . ?
C00F C00U 1.396(8) . ?
C00F C019 1.404(8) . ?
C00G C00K 1.510(8) . ?
C00G C01G 1.520(8) . ?
C00H C00O 1.397(8) . ?
C00H C00P 1.457(7) . ?
C00H C00Z 1.394(8) . ?
C00I C00O 1.376(8) . ?
C00J C00K 1.526(7) . ?
C00L C01A 1.388(9) . ?
C00M C016 1.521(8) . ?
C00M C01B 1.521(9) . ?
C00N C00S 1.362(8) . ?
C00P C00Y 1.324(8) . ?
C00Q C00V 1.518(7) . ?
C00T C017 1.423(9) . ?
C00T C01J 1.378(9) . ?
C00U C013 1.402(9) . ?
C00V C016 1.521(8) . ?
C00W C011 1.374(9) . ?
C00W C01A 1.388(9) . ?
C00W C01L 1.486(9) . ?
C00X C01Y 1.359(13) . ?
C00X C01Z 1.318(13) . ?
C00X C021 1.482(10) . ?
C010 C013 1.406(10) . ?
C010 C01M 1.374(10) . ?
C010 C01N 1.468(9) . ?
C011 C015 1.366(8) . ?
C014 C01C 1.382(10) . ?
C014 C01I 1.374(10) . ?
C014 C01Q 1.504(11) . ?
C017 C01C 1.388(10) . ?
C019 C01M 1.348(9) . ?
C01B C01K 1.516(9) . ?
C01F C01H 1.506(10) . ?
C01F C01V 1.516(10) . ?
C01H C01O 1.525(10) . ?
C01I C01J 1.391(10) . ?
C01L C01N 1.306(9) . ?
C01O C021 1.540(11) . ?
C01P C01R 1.362(13) . ?
C01P C01T 1.478(10) . ?
C01P C01W 1.420(13) . ?
C01Q C01T 1.281(11) . ?
C01R C01Y 1.371(10) . ?
C01V C020 1.506(12) . ?
C01W C01Z 1.374(11) . ?

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
C00A N004 C00B 120.0(4) . . ?
C00N N004 C00A 118.8(4) . . ?
C00N N004 C00B 121.1(4) . . ?
C00L N005 C00Q 120.3(5) . . ?
C015 N005 C00L 119.4(5) . . ?
C015 N005 C00Q 120.2(5) . . ?
C009 N006 C012 119.6(4) . . ?
C009 N006 C018 120.9(5) . . ?
C018 N006 C012 119.4(5) . . ?
C00F N007 C01D 119.7(5) . . ?
C00F N007 C01E 120.8(5) . . ?
C01E N007 C01D 115.9(5) . . ?
C00T N008 C01U 120.7(6) . . ?
C00T N008 C022 121.2(6) . . ?
C01U N008 C022 117.1(6) . . ?
N006 C009 C00E 121.7(4) . . ?
N006 C009 C00I 121.2(5) . . ?
C00E C009 C00I 117.1(5) . . ?
N004 C00A C00R 121.4(5) . . ?
N004 C00B C00C 111.1(4) . . ?
C00J C00C C00B 111.7(4) . . ?
C00R C00D C00S 115.7(5) . . ?
C00R C00D C00Y 124.6(5) . . ?
C00S C00D C00Y 119.7(5) . . ?
C00Z C00E C009 120.8(5) . . ?
N007 C00F C00U 121.1(5) . . ?
N007 C00F C019 120.0(5) . . ?
C00U C00F C019 118.8(5) . . ?
C00K C00G C01G 113.3(5) . . ?
C00O C00H C00P 123.4(5) . . ?
C00Z C00H C00O 116.9(5) . . ?
C00Z C00H C00P 119.5(5) . . ?
C00O C00I C009 121.1(5) . . ?
C00C C00J C00K 113.9(4) . . ?
C00G C00K C00J 113.5(4) . . ?
N005 C00L C01A 119.4(6) . . ?
C01B C00M C016 114.0(4) . . ?
N004 C00N C00S 121.2(5) . . ?
C00I C00O C00H 121.6(5) . . ?
C00Y C00P C00H 126.4(5) . . ?
N005 C00Q C00V 110.9(4) . . ?
C00A C00R C00D 120.9(4) . . ?
C00N C00S C00D 121.7(5) . . ?
N008 C00T C017 122.0(6) . . ?
N008 C00T C01J 121.0(5) . . ?
C01J C00T C017 117.0(6) . . ?
C00F C00U C013 119.4(5) . . ?
C00Q C00V C016 111.0(4) . . ?
C011 C00W C01A 115.0(6) . . ?
C011 C00W C01L 119.3(6) . . ?
C01A C00W C01L 125.8(6) . . ?
C01Y C00X C021 118.3(9) . . ?
C01Z C00X C01Y 120.8(7) . . ?
C01Z C00X C021 120.8(9) . . ?
C00P C00Y C00D 123.3(5) . . ?
C00E C00Z C00H 122.4(5) . . ?
C013 C010 C01N 124.2(7) . . ?
C01M C010 C013 118.3(6) . . ?
C01M C010 C01N 117.5(6) . . ?
C015 C011 C00W 122.5(6) . . ?
C00U C013 C010 120.5(6) . . ?
C01C C014 C01Q 124.8(7) . . ?
C01I C014 C01C 116.9(6) . . ?
C01I C014 C01Q 118.3(7) . . ?
N005 C015 C011 121.0(6) . . ?
C00M C016 C00V 113.0(4) . . ?
C01C C017 C00T 120.0(6) . . ?
C01M C019 C00F 120.9(6) . . ?
C00W C01A C00L 122.6(6) . . ?
C01K C01B C00M 112.0(5) . . ?
C014 C01C C017 122.4(6) . . ?
C01H C01F C01V 113.9(5) . . ?
C01F C01H C01O 112.4(5) . . ?
C014 C01I C01J 122.3(7) . . ?
C00T C01J C01I 121.3(6) . . ?
C01N C01L C00W 123.7(6) . . ?
C019 C01M C010 122.2(6) . . ?
C01L C01N C010 125.8(7) . . ?
C01H C01O C021 111.0(5) . . ?
C01R C01P C01T 118.9(8) . . ?
C01R C01P C01W 117.8(7) . . ?
C01W C01P C01T 123.4(9) . . ?
C01T C01Q C014 127.6(8) . . ?
C01P C01R C01Y 120.2(9) . . ?
C01Q C01T C01P 123.0(8) . . ?
C020 C01V C01F 114.0(6) . . ?
C01Z C01W C01P 119.8(10) . . ?
C00X C01Y C01R 120.8(9) . . ?
C00X C01Z C01W 120.6(10) . . ?
C00X C021 C01O 110.3(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.133
_oxdiff_exptl_absorpt_empirical_full_min 0.478
####################################################################### 
# 
# 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_180728b
_database_code_depnum_ccdc_archive 'CCDC 1904262'
loop_
_audit_author_name
_audit_author_address
Guolifang
;Shandong University
China
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2019-11-26 downloaded from the CCDC.
;
_audit_creation_date             2018-08-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'I, C17 H18 N2'
_chemical_formula_sum            'C17 H18 I N2'
_chemical_formula_weight         377.23
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         CNI
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'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.9063(2)
_cell_length_b                   7.9318(2)
_cell_length_c                   30.1570(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1651.98(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7084
_cell_measurement_temperature    173.00(2)
_cell_measurement_theta_max      76.2590
_cell_measurement_theta_min      5.7640
_shelx_estimated_absorpt_T_max   0.863
_shelx_estimated_absorpt_T_min   0.518
_exptl_absorpt_coefficient_mu    15.154
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.00449
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.517
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             748
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            9254
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.003
_diffrn_reflns_theta_min         5.768
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  19.00   1.00    0.10    --  -48.45  64.00 123.00   85
  2  ω    -93.00 -31.00   1.00    0.10    --  -48.45 -64.00 -13.00   62
  3  ω     52.00  77.00   1.00    0.10    --   48.45  64.00 123.00   25
  4  ω      7.00  34.00   1.00    0.10    --   48.45 -64.00 -13.00   27
  5  ω    -48.00 -22.00   1.00    0.40    --  -86.25  64.00 123.00   26
  6  ω   -159.00-122.00   1.00    0.40    --  -86.25 -64.00 -13.00   37
  7  ω     41.00 124.00   1.00    0.40    --  107.75 -64.00 -13.00   83
  8  ω     90.00 178.00   1.00    0.40    --  107.75  64.00 123.00   88
  9  ω   -120.00 -76.00   1.00    0.10    --  -48.45-125.00  60.00   44
 10  ω   -124.00 -84.00   1.00    0.40    --  -86.25 -99.00  60.00   40
 11  ω   -154.00-127.00   1.00    0.40    --  -86.25 -99.00  60.00   27
 12  ω     88.00 172.00   1.00    0.40    --  107.75  77.00-150.00   84
 13  ω    105.00 137.00   1.00    0.40    --  107.75  19.00  30.00   32
 14  ω     36.00 117.00   1.00    0.40    --  107.75-125.00-150.00   81
 15  ω     35.00 104.00   1.00    0.40    --  107.75 -99.00-150.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0349226000
_diffrn_orient_matrix_UB_12      -0.0821113000
_diffrn_orient_matrix_UB_13      0.0456394000
_diffrn_orient_matrix_UB_21      0.1518198000
_diffrn_orient_matrix_UB_22      -0.1182647000
_diffrn_orient_matrix_UB_23      -0.0207996000
_diffrn_orient_matrix_UB_31      0.1596902000
_diffrn_orient_matrix_UB_32      0.1302024000
_diffrn_orient_matrix_UB_33      0.0098231000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.670
_reflns_Friedel_fraction_full    0.955
_reflns_Friedel_fraction_max     0.968
_reflns_number_gt                2733
_reflns_number_total             2915
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         2.284
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.156
_refine_ls_abs_structure_details 
;
 Flack x determined using 1068 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.001(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         2915
_refine_ls_number_restraints     120
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0518
_refine_ls_restrained_S_all      1.074
_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)+(0.0927P)²+5.0290P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1385
_refine_ls_wR_factor_ref         0.1451
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.004 and
sigma for terminal atoms of 0.008
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.004 and
sigma for terminal atoms of 0.008
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13), C14(H14)
3.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C)
;
_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 -0.38665(9) 0.91629(9) 0.57730(2) 0.0416(3) Uani 1 1 d . U . . .
N1 N 0.9472(13) 0.4995(12) 0.8040(3) 0.0380(16) Uani 1 1 d . U . . .
N2 N -0.1556(17) 0.4737(14) 0.5517(4) 0.0549(18) Uani 1 1 d . U . . .
C1 C -0.332(2) 0.357(2) 0.4887(6) 0.072(3) Uani 1 1 d . U . . .
H1A H -0.4559 0.3653 0.4729 0.108 Uiso 1 1 calc GR . . . .
H1B H -0.3299 0.2526 0.5061 0.108 Uiso 1 1 calc GR . . . .
H1C H -0.2257 0.3559 0.4673 0.108 Uiso 1 1 calc GR . . . .
C2 C -0.311(2) 0.497(2) 0.5173(6) 0.067(2) Uani 1 1 d . U . . .
H2 H -0.3885 0.5955 0.5151 0.081 Uiso 1 1 calc R . . . .
C3 C -0.156(2) 0.3603(17) 0.5839(5) 0.059(2) Uani 1 1 d . U . . .
H3 H -0.2624 0.2850 0.5864 0.070 Uiso 1 1 calc R . . . .
C4 C -0.0045(17) 0.5809(18) 0.5482(4) 0.0483(18) Uani 1 1 d . U . . .
H4 H -0.0049 0.6624 0.5252 0.058 Uiso 1 1 calc R . . . .
C5 C 0.1473(18) 0.5760(15) 0.5765(4) 0.0500(18) Uani 1 1 d . U . . .
H5 H 0.2515 0.6533 0.5733 0.060 Uiso 1 1 calc R . . . .
C6 C -0.012(2) 0.3493(19) 0.6125(5) 0.062(2) Uani 1 1 d . U . . .
H6 H -0.0180 0.2665 0.6352 0.074 Uiso 1 1 calc R . . . .
C7 C 0.149(2) 0.4565(17) 0.6104(5) 0.0602(19) Uani 1 1 d . U . . .
C8 C 0.279(2) 0.419(2) 0.6497(5) 0.068(2) Uani 1 1 d . U . . .
C10 C 0.5582(19) 0.4760(18) 0.6953(5) 0.0545(19) Uani 1 1 d . U . . .
C11 C 0.7301(16) 0.5681(17) 0.6937(4) 0.0464(18) Uani 1 1 d . U . . .
H11 H 0.7596 0.6286 0.6674 0.056 Uiso 1 1 calc R . . . .
C12 C 0.8598(15) 0.5756(14) 0.7287(3) 0.0405(16) Uani 1 1 d . U . . .
H12 H 0.9759 0.6388 0.7257 0.049 Uiso 1 1 calc R . . . .
C13 C 0.5267(17) 0.3871(17) 0.7347(4) 0.0506(19) Uani 1 1 d . U . . .
H13 H 0.4141 0.3189 0.7370 0.061 Uiso 1 1 calc R . . . .
C14 C 0.6518(15) 0.3937(14) 0.7709(4) 0.0437(18) Uani 1 1 d . U . . .
H14 H 0.6221 0.3324 0.7971 0.052 Uiso 1 1 calc R . . . .
C15 C 0.8202(15) 0.4897(14) 0.7688(4) 0.0373(15) Uani 1 1 d . U . . .
C16 C 1.1394(15) 0.5678(16) 0.7981(4) 0.044(2) Uani 1 1 d . U . . .
H16A H 1.1938 0.5266 0.7701 0.066 Uiso 1 1 calc GR . . . .
H16B H 1.2222 0.5321 0.8228 0.066 Uiso 1 1 calc GR . . . .
H16C H 1.1327 0.6912 0.7974 0.066 Uiso 1 1 calc GR . . . .
C17 C 0.9024(16) 0.4091(16) 0.8446(3) 0.045(2) Uani 1 1 d . U . . .
H17A H 0.7780 0.4485 0.8563 0.068 Uiso 1 1 calc GR . . . .
H17B H 1.0044 0.4298 0.8665 0.068 Uiso 1 1 calc GR . . . .
H17C H 0.8946 0.2881 0.8383 0.068 Uiso 1 1 calc GR . . . .
C0AA C 0.432(2) 0.503(2) 0.6535(5) 0.066(2) 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
N1 C15 1.381(15) . ?
N1 C16 1.445(13) . ?
N1 C17 1.451(14) . ?
N2 C2 1.505(18) . ?
N2 C3 1.323(19) . ?
N2 C4 1.350(17) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.41(2) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C3 C6 1.32(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.351(17) . ?
C5 H5 0.9500 . ?
C5 C7 1.395(19) . ?
C6 H6 0.9500 . ?
C6 C7 1.40(2) . ?
C7 C8 1.51(2) . ?
C8 C0AA 1.25(2) . ?
C10 C11 1.395(19) . ?
C10 C13 1.40(2) . ?
C10 C0AA 1.55(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(15) . ?
C12 H12 0.9500 . ?
C12 C15 1.415(15) . ?
C13 H13 0.9500 . ?
C13 C14 1.391(17) . ?
C14 H14 0.9500 . ?
C14 C15 1.392(16) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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
C15 N1 C16 120.6(9) . . ?
C15 N1 C17 119.1(9) . . ?
C16 N1 C17 119.1(9) . . ?
C3 N2 C2 125.8(13) . . ?
C3 N2 C4 119.1(12) . . ?
C4 N2 C2 115.1(12) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N2 C2 H2 123.2 . . ?
C1 C2 N2 113.5(13) . . ?
C1 C2 H2 123.2 . . ?
N2 C3 H3 119.2 . . ?
C6 C3 N2 121.6(14) . . ?
C6 C3 H3 119.2 . . ?
N2 C4 H4 118.9 . . ?
N2 C4 C5 122.2(13) . . ?
C5 C4 H4 118.9 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C7 119.3(12) . . ?
C7 C5 H5 120.3 . . ?
C3 C6 H6 119.0 . . ?
C3 C6 C7 121.9(15) . . ?
C7 C6 H6 119.0 . . ?
C5 C7 C6 115.9(13) . . ?
C5 C7 C8 135.6(14) . . ?
C6 C7 C8 108.3(14) . . ?
C0AA C8 C7 117.6(17) . . ?
C11 C10 C13 115.1(12) . . ?
C11 C10 C0AA 112.4(13) . . ?
C13 C10 C0AA 132.3(14) . . ?
C10 C11 H11 118.4 . . ?
C12 C11 C10 123.2(12) . . ?
C12 C11 H11 118.4 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C15 120.3(11) . . ?
C15 C12 H12 119.8 . . ?
C10 C13 H13 118.3 . . ?
C14 C13 C10 123.4(12) . . ?
C14 C13 H13 118.3 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.2(12) . . ?
C15 C14 H14 119.9 . . ?
N1 C15 C12 120.6(10) . . ?
N1 C15 C14 121.8(10) . . ?
C14 C15 C12 117.6(10) . . ?
N1 C16 H16A 109.5 . . ?
N1 C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
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 . . ?
C8 C0AA C10 118.5(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 104.529
_oxdiff_exptl_absorpt_empirical_full_min 0.481
