# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2017

####################################################################### 
# 
# 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_160112_wsz_8_51
_database_code_depnum_ccdc_archive 'CCDC 1483579'
_audit_update_record             
;
2016-06-03 deposited with the CCDC.
2017-09-04 downloaded from the CCDC.
;
_audit_creation_date             2016-01-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H21 N O2'
_chemical_formula_sum            'C20 H21 N O2'
_chemical_formula_weight         307.38
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 N2 O8'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.8310(8)
_cell_length_b                   8.4718(5)
_cell_length_c                   16.4581(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.759(6)
_cell_angle_gamma                90.00
_cell_volume                     1649.45(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1487
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.3720
_cell_measurement_theta_min      3.1910
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93029
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6441
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.20
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0517275000
_diffrn_orient_matrix_UB_12      0.0342020000
_diffrn_orient_matrix_UB_13      0.0123820000
_diffrn_orient_matrix_UB_21      0.0031279000
_diffrn_orient_matrix_UB_22      -0.0430544000
_diffrn_orient_matrix_UB_23      0.0368763000
_diffrn_orient_matrix_UB_31      0.0301915000
_diffrn_orient_matrix_UB_32      0.0631473000
_diffrn_orient_matrix_UB_33      0.0185239000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2013
_reflns_number_total             3018
_reflns_odcompleteness_completeness 99.53
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3018
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0587P)²+0.1469P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1144
_refine_ls_wR_factor_ref         0.1394
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C16(H16), C17(H17), C18(H18), C19(H19),
 C20(H20)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,
 H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O1 O 0.04152(11) 0.97980(14) 0.18646(8) 0.0412(4) Uani 1 d . . .
O2 O -0.03370(12) 1.16397(16) 0.29255(9) 0.0532(4) Uani 1 d . . .
N1 N 0.07008(15) 1.21003(18) 0.25808(10) 0.0454(4) Uani 1 d . . .
C1 C 0.24087(16) 1.0325(2) 0.10182(11) 0.0370(5) Uani 1 d . . .
C2 C 0.34119(17) 1.0609(2) 0.06061(12) 0.0464(5) Uani 1 d . . .
H2 H 0.3638 0.9915 0.0202 0.056 Uiso 1 calc . . R
C3 C 0.40718(18) 1.1905(2) 0.07909(14) 0.0509(6) Uani 1 d . . .
H3 H 0.4742 1.2070 0.0514 0.061 Uiso 1 calc . . R
C4 C 0.37444(19) 1.2963(2) 0.13857(13) 0.0504(6) Uani 1 d . . .
H4 H 0.4193 1.3835 0.1507 0.060 Uiso 1 calc . . R
C5 C 0.27577(18) 1.2718(2) 0.17940(12) 0.0457(5) Uani 1 d . . .
H5 H 0.2534 1.3431 0.2190 0.055 Uiso 1 calc . . R
C6 C 0.20856(16) 1.1400(2) 0.16172(11) 0.0360(5) Uani 1 d . . .
C7 C 0.10373(16) 1.1120(2) 0.20414(11) 0.0372(5) Uani 1 d . . .
C8 C 0.07451(16) 0.8711(2) 0.12753(11) 0.0370(5) Uani 1 d . . .
C9 C 0.16848(16) 0.8940(2) 0.08490(11) 0.0366(5) Uani 1 d . . .
C10 C -0.0678(2) 1.2886(3) 0.34495(15) 0.0657(7) Uani 1 d . . .
H10A H -0.0782 1.3835 0.3139 0.099 Uiso 1 calc . . GR
H10B H -0.0106 1.3055 0.3859 0.099 Uiso 1 calc . . GR
H10C H -0.1376 1.2607 0.3704 0.099 Uiso 1 calc . . GR
C11 C -0.01073(17) 0.7337(2) 0.12456(12) 0.0423(5) Uani 1 d . . .
C12 C -0.1039(2) 0.7570(3) 0.18645(16) 0.0708(8) Uani 1 d . . .
H12A H -0.0712 0.7613 0.2401 0.106 Uiso 1 calc . . GR
H12B H -0.1562 0.6704 0.1831 0.106 Uiso 1 calc . . GR
H12C H -0.1431 0.8539 0.1752 0.106 Uiso 1 calc . . GR
C13 C 0.0503(2) 0.5788(2) 0.14587(16) 0.0663(7) Uani 1 d . . .
H13A H 0.1032 0.5539 0.1041 0.099 Uiso 1 calc . . GR
H13B H -0.0041 0.4952 0.1500 0.099 Uiso 1 calc . . GR
H13C H 0.0898 0.5906 0.1968 0.099 Uiso 1 calc . . GR
C14 C -0.0653(2) 0.7211(3) 0.04016(15) 0.0708(7) Uani 1 d . . .
H14A H -0.1016 0.8192 0.0266 0.106 Uiso 1 calc . . GR
H14B H -0.1204 0.6379 0.0399 0.106 Uiso 1 calc . . GR
H14C H -0.0083 0.6984 0.0009 0.106 Uiso 1 calc . . GR
C15 C 0.20817(16) 0.7878(2) 0.01844(11) 0.0388(5) Uani 1 d . . .
C16 C 0.17580(19) 0.8161(2) -0.06170(12) 0.0492(6) Uani 1 d . . .
H16 H 0.1233 0.8950 -0.0732 0.059 Uiso 1 calc . . R
C17 C 0.2205(2) 0.7288(3) -0.12453(14) 0.0578(6) Uani 1 d . . .
H17 H 0.1982 0.7496 -0.1779 0.069 Uiso 1 calc . . R
C18 C 0.2978(2) 0.6115(2) -0.10841(14) 0.0560(6) Uani 1 d . . .
H18 H 0.3278 0.5527 -0.1507 0.067 Uiso 1 calc . . R
C19 C 0.33028(19) 0.5815(2) -0.02958(14) 0.0520(6) Uani 1 d . . .
H19 H 0.3820 0.5014 -0.0185 0.062 Uiso 1 calc . . R
C20 C 0.28687(18) 0.6694(2) 0.03335(13) 0.0455(5) Uani 1 d . . .
H20 H 0.3106 0.6491 0.0864 0.055 Uiso 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
O1 C7 1.369(2) . ?
O1 C8 1.397(2) . ?
O2 N1 1.414(2) . ?
O2 C10 1.425(2) . ?
N1 C7 1.283(2) . ?
C1 C2 1.396(3) . ?
C1 C6 1.399(3) . ?
C1 C9 1.477(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.370(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.399(3) . ?
C6 C7 1.451(3) . ?
C8 C9 1.336(3) . ?
C8 C11 1.541(3) . ?
C9 C15 1.497(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.524(3) . ?
C11 C13 1.535(3) . ?
C11 C14 1.528(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.389(3) . ?
C15 C20 1.388(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.382(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.374(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.372(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.380(3) . ?
C20 H20 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
C7 O1 C8 122.17(15) . . ?
N1 O2 C10 107.02(15) . . ?
C7 N1 O2 112.21(16) . . ?
C2 C1 C6 118.18(17) . . ?
C2 C1 C9 122.69(18) . . ?
C6 C1 C9 119.14(17) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.8(2) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.5(2) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.75(19) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.28(19) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C7 118.42(16) . . ?
C5 C6 C1 120.41(19) . . ?
C5 C6 C7 121.17(17) . . ?
O1 C7 C6 119.46(16) . . ?
N1 C7 O1 120.38(18) . . ?
N1 C7 C6 120.15(17) . . ?
O1 C8 C11 109.35(16) . . ?
C9 C8 O1 120.74(16) . . ?
C9 C8 C11 129.90(17) . . ?
C1 C9 C15 115.38(17) . . ?
C8 C9 C1 120.03(17) . . ?
C8 C9 C15 124.60(17) . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C8 111.10(16) . . ?
C12 C11 C13 107.46(19) . . ?
C12 C11 C14 108.40(18) . . ?
C13 C11 C8 109.45(16) . . ?
C14 C11 C8 110.49(17) . . ?
C14 C11 C13 109.88(18) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C9 120.30(17) . . ?
C20 C15 C9 121.42(17) . . ?
C20 C15 C16 117.94(18) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 121.0(2) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.2 . . ?
C19 C18 C17 119.6(2) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.5(2) . . ?
C20 C19 H19 119.8 . . ?
C15 C20 H20 119.6 . . ?
C19 C20 C15 120.83(19) . . ?
C19 C20 H20 119.6 . . ?

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 C8 C9 C1 2.1(3) . . . . ?
O1 C8 C9 C15 -177.48(16) . . . . ?
O1 C8 C11 C12 -0.3(2) . . . . ?
O1 C8 C11 C13 -118.83(18) . . . . ?
O1 C8 C11 C14 120.05(18) . . . . ?
O2 N1 C7 O1 -0.7(2) . . . . ?
O2 N1 C7 C6 179.69(14) . . . . ?
C1 C2 C3 C4 -0.7(3) . . . . ?
C1 C6 C7 O1 2.0(2) . . . . ?
C1 C6 C7 N1 -178.37(17) . . . . ?
C1 C9 C15 C16 -88.3(2) . . . . ?
C1 C9 C15 C20 84.9(2) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
C2 C1 C6 C7 179.34(16) . . . . ?
C2 C1 C9 C8 178.58(17) . . . . ?
C2 C1 C9 C15 -1.8(3) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
C4 C5 C6 C7 -179.92(17) . . . . ?
C5 C6 C7 O1 -178.51(16) . . . . ?
C5 C6 C7 N1 1.1(3) . . . . ?
C6 C1 C2 C3 0.7(3) . . . . ?
C6 C1 C9 C8 -1.2(3) . . . . ?
C6 C1 C9 C15 178.48(16) . . . . ?
C7 O1 C8 C9 -1.0(2) . . . . ?
C7 O1 C8 C11 177.97(14) . . . . ?
C8 O1 C7 N1 179.26(16) . . . . ?
C8 O1 C7 C6 -1.1(2) . . . . ?
C8 C9 C15 C16 91.3(2) . . . . ?
C8 C9 C15 C20 -95.5(2) . . . . ?
C9 C1 C2 C3 -179.04(17) . . . . ?
C9 C1 C6 C5 179.62(17) . . . . ?
C9 C1 C6 C7 -0.9(2) . . . . ?
C9 C8 C11 C12 178.5(2) . . . . ?
C9 C8 C11 C13 60.0(3) . . . . ?
C9 C8 C11 C14 -61.1(3) . . . . ?
C9 C15 C16 C17 173.58(19) . . . . ?
C9 C15 C20 C19 -174.19(18) . . . . ?
C10 O2 N1 C7 -174.26(17) . . . . ?
C11 C8 C9 C1 -176.60(17) . . . . ?
C11 C8 C9 C15 3.8(3) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C16 C15 C20 C19 -0.8(3) . . . . ?
C16 C17 C18 C19 0.0(3) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C18 C19 C20 C15 1.1(3) . . . . ?
C20 C15 C16 C17 0.1(3) . . . . ?

####################################################################### 
# 
# 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_170106_wsz_9_9
_database_code_depnum_ccdc_archive 'CCDC 1526789'
_audit_update_record             
;
2017-01-11 deposited with the CCDC.
2017-09-04 downloaded from the CCDC.
;
_audit_creation_date             2017-01-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H27 N O'
_chemical_formula_sum            'C24 H27 N O'
_chemical_formula_weight         345.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h10 n2 o8'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.316(2)
_cell_length_b                   10.229(2)
_cell_length_c                   13.179(3)
_cell_angle_alpha                69.905(18)
_cell_angle_beta                 82.818(18)
_cell_angle_gamma                72.230(19)
_cell_volume                     1002.4(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    489
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.4108
_cell_measurement_theta_min      2.9044
_cell_oxdiff_angle_alpha         69.905(18)
_cell_oxdiff_angle_beta          82.818(18)
_cell_oxdiff_angle_gamma         72.230(19)
_cell_oxdiff_length_a            8.316(2)
_cell_oxdiff_length_b            10.229(2)
_cell_oxdiff_length_c            13.179(3)
_cell_oxdiff_measurement_reflns_used 489
_cell_oxdiff_volume              1002.4(4)
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.974
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62014
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_av_unetI/netI     0.1812
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6466
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         2.910
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -62.00   37.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6871  -38.0000 -120.0000 99

#__ type_ start__ end____ width___ exp.time_
  2 omega  -16.00   73.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6871   38.0000   60.0000 89

#__ type_ start__ end____ width___ exp.time_
  3 omega  -48.00  -19.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6871  144.0000  -91.0000 29

#__ type_ start__ end____ width___ exp.time_
  4 omega  -81.00  -10.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -12.5621  144.0000   88.0000 71
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0449526000
_diffrn_orient_matrix_UB_12      -0.0728516000
_diffrn_orient_matrix_UB_13      0.0270982000
_diffrn_orient_matrix_UB_21      0.0312222000
_diffrn_orient_matrix_UB_22      -0.0093416000
_diffrn_orient_matrix_UB_23      -0.0504012000
_diffrn_orient_matrix_UB_31      0.0709304000
_diffrn_orient_matrix_UB_32      0.0229290000
_diffrn_orient_matrix_UB_33      0.0033801000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1151
_reflns_number_total             3643
_reflns_odcompleteness_completeness 99.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3643
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2693
_refine_ls_R_factor_gt           0.0889
_refine_ls_restrained_S_all      0.994
_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)+(0.0663P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1758
_refine_ls_wR_factor_ref         0.2639
_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:
 C18(H18)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C10(H10),
 C11(H11), C12(H12)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O1 O 0.3966(5) 0.3705(4) 0.5369(3) 0.0811(12) Uani 1 1 d . . . . .
N1 N 0.3243(5) 0.5754(4) 0.3955(3) 0.0654(12) Uani 1 1 d . . . . .
H1 H 0.402983 0.601723 0.412856 0.079 Uiso 1 1 calc R . . . .
C1 C 0.3603(8) -0.0643(6) 0.7959(5) 0.0867(18) Uani 1 1 d . . . . .
H1A H 0.296897 0.026172 0.799686 0.104 Uiso 1 1 calc R . . . .
C2 C 0.4367(9) -0.1662(8) 0.8870(5) 0.097(2) Uani 1 1 d . . . . .
H2 H 0.426073 -0.145544 0.951329 0.116 Uiso 1 1 calc R . . . .
C3 C 0.5304(8) -0.3010(8) 0.8814(6) 0.104(2) Uani 1 1 d . . . . .
H3 H 0.584537 -0.372319 0.942207 0.125 Uiso 1 1 calc R . . . .
C4 C 0.5427(9) -0.3284(7) 0.7866(7) 0.106(2) Uani 1 1 d . . . . .
H4 H 0.604772 -0.419345 0.783024 0.128 Uiso 1 1 calc R . . . .
C5 C 0.4652(8) -0.2245(7) 0.6965(5) 0.0894(19) Uani 1 1 d . . . . .
H5 H 0.475165 -0.245789 0.632463 0.107 Uiso 1 1 calc R . . . .
C6 C 0.3725(7) -0.0888(6) 0.6987(5) 0.0700(16) Uani 1 1 d . . . . .
C7 C 0.2905(6) 0.0206(6) 0.6018(4) 0.0720(16) Uani 1 1 d . . . . .
H7 H 0.276909 -0.013222 0.547204 0.086 Uiso 1 1 calc R . . . .
C8 C 0.2328(7) 0.1626(6) 0.5820(4) 0.0715(16) Uani 1 1 d . . . . .
H8 H 0.252722 0.198955 0.633507 0.086 Uiso 1 1 calc R . . . .
C9 C 0.1414(7) 0.2665(6) 0.4870(4) 0.0691(15) Uani 1 1 d . . . . .
C10 C 0.0170(8) 0.2310(7) 0.4508(5) 0.0874(19) Uani 1 1 d . . . . .
H10 H -0.001107 0.140689 0.486244 0.105 Uiso 1 1 calc R . . . .
C11 C -0.0812(8) 0.3245(8) 0.3642(5) 0.100(2) Uani 1 1 d . . . . .
H11 H -0.165403 0.297073 0.343369 0.120 Uiso 1 1 calc R . . . .
C12 C -0.0570(7) 0.4558(7) 0.3090(4) 0.0857(18) Uani 1 1 d . . . . .
H12 H -0.124397 0.517649 0.250483 0.103 Uiso 1 1 calc R . . . .
C13 C 0.0694(6) 0.4991(6) 0.3394(4) 0.0658(15) Uani 1 1 d . . . . .
C14 C 0.1671(6) 0.4055(5) 0.4293(4) 0.0580(13) Uani 1 1 d . . . . .
C15 C 0.3026(7) 0.4453(5) 0.4602(4) 0.0641(14) Uani 1 1 d . . . . .
C16 C 0.2337(7) 0.6691(5) 0.3054(4) 0.0667(15) Uani 1 1 d . . . . .
C17 C 0.1050(6) 0.6350(5) 0.2774(4) 0.0646(14) Uani 1 1 d . . . . .
C18 C 0.2949(7) 0.7996(6) 0.2472(4) 0.0778(16) Uani 1 1 d . . . . .
H18 H 0.222983 0.857379 0.184536 0.093 Uiso 1 1 calc R . . . .
C19 C 0.2803(8) 0.8960(6) 0.3158(5) 0.099(2) Uani 1 1 d . . . . .
H19A H 0.165122 0.925270 0.339899 0.148 Uiso 1 1 calc GR . . . .
H19B H 0.315233 0.980304 0.273545 0.148 Uiso 1 1 calc GR . . . .
H19C H 0.351251 0.843083 0.377338 0.148 Uiso 1 1 calc GR . . . .
C20 C 0.4769(8) 0.7544(6) 0.2040(4) 0.096(2) Uani 1 1 d . . . . .
H20A H 0.552450 0.705977 0.263525 0.144 Uiso 1 1 calc GR . . . .
H20B H 0.507595 0.839079 0.157533 0.144 Uiso 1 1 calc GR . . . .
H20C H 0.484258 0.689993 0.164027 0.144 Uiso 1 1 calc GR . . . .
C21 C 0.0027(7) 0.7321(6) 0.1790(5) 0.0769(16) Uani 1 1 d . . . . .
H21A H 0.004511 0.831099 0.165442 0.092 Uiso 1 1 calc R . . . .
H21B H -0.113605 0.729304 0.193687 0.092 Uiso 1 1 calc R . . . .
C22 C 0.0663(7) 0.6904(7) 0.0781(5) 0.0901(18) Uani 1 1 d . . . . .
H22A H 0.073237 0.589201 0.092711 0.108 Uiso 1 1 calc R . . . .
H22B H 0.178824 0.701838 0.058854 0.108 Uiso 1 1 calc R . . . .
C23 C -0.0508(11) 0.7843(9) -0.0164(6) 0.138(3) Uani 1 1 d . . . . .
H23A H -0.164809 0.777659 0.004695 0.166 Uiso 1 1 calc R . . . .
H23B H -0.052125 0.884768 -0.033752 0.166 Uiso 1 1 calc R . . . .
C24 C 0.0034(12) 0.7389(10) -0.1126(7) 0.176(4) Uani 1 1 d . . . . .
H24A H -0.079256 0.792894 -0.167658 0.265 Uiso 1 1 calc GR . . . .
H24B H 0.014666 0.637196 -0.093952 0.265 Uiso 1 1 calc GR . . . .
H24C H 0.110137 0.756876 -0.139015 0.265 Uiso 1 1 calc GR . . . .


_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 C15 1.233(6) . ?
N1 H1 0.8600 . ?
N1 C15 1.363(6) . ?
N1 C16 1.377(6) . ?
C1 H1A 0.9300 . ?
C1 C2 1.363(8) . ?
C1 C6 1.372(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.357(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.364(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.375(7) . ?
C6 C7 1.456(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.324(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.451(7) . ?
C9 C10 1.379(7) . ?
C9 C14 1.431(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.375(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.353(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.405(6) . ?
C13 C14 1.403(7) . ?
C13 C17 1.448(6) . ?
C14 C15 1.453(6) . ?
C16 C17 1.350(6) . ?
C16 C18 1.498(6) . ?
C17 C21 1.505(7) . ?
C18 H18 0.9800 . ?
C18 C19 1.522(7) . ?
C18 C20 1.539(7) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.519(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.527(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.470(9) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 N1 H1 116.5 . . ?
C15 N1 C16 126.9(4) . . ?
C16 N1 H1 116.5 . . ?
C2 C1 H1A 118.4 . . ?
C2 C1 C6 123.2(6) . . ?
C6 C1 H1A 118.4 . . ?
C1 C2 H2 120.8 . . ?
C1 C2 C3 118.4(6) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.5(7) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 120.9(6) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.2(6) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C5 116.8(6) . . ?
C1 C6 C7 122.8(6) . . ?
C5 C6 C7 120.4(6) . . ?
C6 C7 H7 116.1 . . ?
C8 C7 C6 127.7(5) . . ?
C8 C7 H7 116.1 . . ?
C7 C8 H8 117.2 . . ?
C7 C8 C9 125.7(5) . . ?
C9 C8 H8 117.2 . . ?
C10 C9 C8 117.9(5) . . ?
C10 C9 C14 117.1(5) . . ?
C14 C9 C8 125.0(5) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 C9 122.3(5) . . ?
C11 C10 H10 118.9 . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.9(5) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.4(6) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C17 121.4(5) . . ?
C14 C13 C12 118.9(5) . . ?
C14 C13 C17 119.7(5) . . ?
C9 C14 C15 119.4(5) . . ?
C13 C14 C9 120.4(5) . . ?
C13 C14 C15 120.0(4) . . ?
O1 C15 N1 119.9(5) . . ?
O1 C15 C14 125.1(4) . . ?
N1 C15 C14 114.9(5) . . ?
N1 C16 C18 114.3(4) . . ?
C17 C16 N1 118.7(4) . . ?
C17 C16 C18 126.9(5) . . ?
C13 C17 C21 119.1(5) . . ?
C16 C17 C13 119.7(5) . . ?
C16 C17 C21 121.1(4) . . ?
C16 C18 H18 107.3 . . ?
C16 C18 C19 112.9(4) . . ?
C16 C18 C20 110.7(4) . . ?
C19 C18 H18 107.3 . . ?
C19 C18 C20 111.0(4) . . ?
C20 C18 H18 107.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 108.9 . . ?
C17 C21 H21B 108.9 . . ?
C17 C21 C22 113.5(5) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
C21 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
C21 C22 C23 111.1(6) . . ?
H22A C22 H22B 108.0 . . ?
C23 C22 H22A 109.4 . . ?
C23 C22 H22B 109.4 . . ?
C22 C23 H23A 109.3 . . ?
C22 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 C22 111.6(7) . . ?
C24 C23 H23A 109.3 . . ?
C24 C23 H23B 109.3 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_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_161102_wsz_9_97
_database_code_depnum_ccdc_archive 'CCDC 1525866'
_audit_update_record             
;
2017-01-05 deposited with the CCDC.
2017-09-04 downloaded from the CCDC.
;
_audit_creation_date             2016-11-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C17 H22 I N O2'
_chemical_formula_sum            'C17 H22 I N O2'
_chemical_formula_weight         399.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h10 n2 o8 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.7810(10)
_cell_length_b                   12.2621(7)
_cell_length_c                   12.7517(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.261(9)
_cell_angle_gamma                90.00
_cell_volume                     1728.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1713
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.5383
_cell_measurement_theta_min      3.2568
_exptl_absorpt_coefficient_mu    1.857
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45406
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.28
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7006
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.32
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0228349000
_diffrn_orient_matrix_UB_12      0.0361227000
_diffrn_orient_matrix_UB_13      0.0313510000
_diffrn_orient_matrix_UB_21      0.0200980000
_diffrn_orient_matrix_UB_22      0.0451702000
_diffrn_orient_matrix_UB_23      -0.0236650000
_diffrn_orient_matrix_UB_31      -0.0565105000
_diffrn_orient_matrix_UB_32      0.0014125000
_diffrn_orient_matrix_UB_33      -0.0444033000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2229
_reflns_number_total             3159
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.857
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3159
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0460
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0438P)²+1.2462P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1149
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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
C16 \\sim C17 \\sim C17A \\sim C16A: within 3.8A with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Sof(H15C)=Sof(H15D)=Sof(C16A)=Sof(H16C)=Sof(H16D)=Sof(C17A)=Sof(H17D)=
 Sof(H17E)=Sof(H17F)=1-FVAR(1)
 Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(C17)=Sof(H17A)=Sof(H17B)=
 Sof(H17C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C15(H15C,H15D), C16(H16A,H16B), C16A(H16C,H16D)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
4.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C17(H17A,H17B,
 H17C), C17A(H17D,H17E,H17F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
I1 I 0.26192(4) 0.87167(3) 0.03871(3) 0.0754(2) Uani 1 d . . .
O1 O 0.1160(3) 0.5672(3) -0.1265(3) 0.0546(8) Uani 1 d . . .
O2 O -0.0351(3) 0.4195(3) -0.2126(3) 0.0648(9) Uani 1 d . . .
N1 N -0.0016(4) 0.4826(3) -0.2913(3) 0.0537(10) Uani 1 d . . .
C1 C 0.1177(5) 0.6512(5) -0.4002(5) 0.0675(15) Uani 1 d . . .
H1 H 0.0669 0.6078 -0.4569 0.081 Uiso 1 calc . . R
C2 C 0.1853(6) 0.7341(5) -0.4223(5) 0.0843(18) Uani 1 d . . .
H2 H 0.1792 0.7476 -0.4958 0.101 Uiso 1 calc . . R
C3 C 0.2615(6) 0.7973(5) -0.3381(6) 0.086(2) Uani 1 d . . .
H3 H 0.3069 0.8517 -0.3556 0.103 Uiso 1 calc . . R
C4 C 0.2718(6) 0.7815(5) -0.2291(5) 0.0786(18) Uani 1 d . . .
H4 H 0.3238 0.8243 -0.1726 0.094 Uiso 1 calc . . R
C5 C 0.2034(5) 0.7006(4) -0.2047(4) 0.0569(13) Uani 1 d . . .
C6 C 0.1290(4) 0.6359(4) -0.2901(4) 0.0531(12) Uani 1 d . . .
C7 C 0.0738(4) 0.5552(4) -0.2393(4) 0.0502(12) Uani 1 d . . .
C8 C 0.1968(4) 0.6618(4) -0.0948(4) 0.0529(12) Uani 1 d . . .
C9 C -0.1193(7) 0.3406(6) -0.2725(5) 0.101(2) Uani 1 d . . .
H9A H -0.1869 0.3761 -0.3267 0.151 Uiso 1 calc . . GR
H9B H -0.1467 0.2996 -0.2217 0.151 Uiso 1 calc . . GR
H9C H -0.0815 0.2923 -0.3098 0.151 Uiso 1 calc . . GR
C10 C 0.1372(4) 0.7461(4) -0.0420(4) 0.0502(12) Uani 1 d . . .
C11 C 0.0264(5) 0.7514(4) -0.0398(4) 0.0534(12) Uani 1 d . . .
C12 C -0.0727(5) 0.6694(5) -0.0914(6) 0.0844(19) Uani 1 d . . .
H12A H -0.0951 0.6713 -0.1713 0.127 Uiso 1 calc . . GR
H12B H -0.1418 0.6871 -0.0711 0.127 Uiso 1 calc . . GR
H12C H -0.0444 0.5978 -0.0646 0.127 Uiso 1 calc . . GR
C13 C -0.0188(6) 0.8419(5) 0.0155(5) 0.0774(17) Uani 1 d . . .
H13A H 0.0484 0.8850 0.0605 0.116 Uiso 1 calc . . GR
H13B H -0.0597 0.8111 0.0620 0.116 Uiso 1 calc . . GR
H13C H -0.0740 0.8871 -0.0407 0.116 Uiso 1 calc . . GR
C14 C 0.3157(5) 0.6166(5) -0.0169(6) 0.0799(19) Uani 1 d A . .
H14A H 0.3434 0.5608 -0.0564 0.096 Uiso 1 calc . . R
H14B H 0.3753 0.6747 0.0019 0.096 Uiso 1 calc . . R
C15 C 0.3103(7) 0.5682(6) 0.0901(6) 0.116(3) Uani 1 d . . .
H15A H 0.2313 0.5344 0.0713 0.139 Uiso 0.555(19) calc A 1 R
H15B H 0.3111 0.6292 0.1388 0.139 Uiso 0.555(19) calc A 1 R
H15C H 0.2574 0.5053 0.0777 0.139 Uiso 0.445(19) calc A 2 R
H15D H 0.2894 0.6213 0.1368 0.139 Uiso 0.445(19) calc A 2 R
C16 C 0.4042(19) 0.4833(17) 0.1634(16) 0.131(5) Uani 0.555(19) d A 1 .
H16A H 0.3761 0.4526 0.2201 0.157 Uiso 0.555(19) calc A 1 R
H16B H 0.4158 0.4245 0.1172 0.157 Uiso 0.555(19) calc A 1 R
C17 C 0.514(2) 0.5416(19) 0.2137(18) 0.140(6) Uani 0.555(19) d A 1 .
H17A H 0.5453 0.5642 0.1570 0.210 Uiso 0.555(19) calc A 1 GR
H17B H 0.5717 0.4954 0.2665 0.210 Uiso 0.555(19) calc A 1 GR
H17C H 0.4987 0.6047 0.2514 0.210 Uiso 0.555(19) calc A 1 GR
C16A C 0.454(2) 0.536(2) 0.137(2) 0.129(5) Uani 0.445(19) d A 2 .
H16C H 0.4723 0.4889 0.0834 0.155 Uiso 0.445(19) calc A 2 R
H16D H 0.5031 0.6011 0.1471 0.155 Uiso 0.445(19) calc A 2 R
C17A C 0.477(3) 0.484(2) 0.234(2) 0.141(7) Uani 0.445(19) d A 2 .
H17D H 0.4230 0.4226 0.2241 0.212 Uiso 0.445(19) calc A 2 GR
H17E H 0.4642 0.5329 0.2881 0.212 Uiso 0.445(19) calc A 2 GR
H17F H 0.5589 0.4587 0.2610 0.212 Uiso 0.445(19) calc A 2 GR


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C10 2.132(5) . ?
O1 C7 1.358(5) . ?
O1 C8 1.467(6) . ?
O2 N1 1.427(5) . ?
O2 C9 1.406(6) . ?
N1 C7 1.270(6) . ?
C1 H1 0.9300 . ?
C1 C2 1.380(8) . ?
C1 C6 1.376(8) . ?
C2 H2 0.9300 . ?
C2 C3 1.375(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.366(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(7) . ?
C5 C6 1.387(7) . ?
C5 C8 1.507(7) . ?
C6 C7 1.454(7) . ?
C8 C10 1.530(7) . ?
C8 C14 1.514(7) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.317(7) . ?
C11 C12 1.508(7) . ?
C11 C13 1.508(7) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.510(10) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?
C15 C16 1.570(19) . ?
C15 C16A 1.63(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.42(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16A H16C 0.9700 . ?
C16A H16D 0.9700 . ?
C16A C17A 1.34(5) . ?
C17A H17D 0.9600 . ?
C17A H17E 0.9600 . ?
C17A H17F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O1 C8 110.0(4) . . ?
C9 O2 N1 107.8(4) . . ?
C7 N1 O2 109.1(4) . . ?
C2 C1 H1 121.6 . . ?
C6 C1 H1 121.6 . . ?
C6 C1 C2 116.7(5) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.5(6) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.2(6) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.6(5) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C6 119.6(5) . . ?
C4 C5 C8 131.2(5) . . ?
C6 C5 C8 109.1(4) . . ?
C1 C6 C5 122.3(5) . . ?
C1 C6 C7 130.3(5) . . ?
C5 C6 C7 107.4(4) . . ?
O1 C7 C6 110.0(4) . . ?
N1 C7 O1 124.2(5) . . ?
N1 C7 C6 125.8(4) . . ?
O1 C8 C5 103.4(4) . . ?
O1 C8 C10 107.6(4) . . ?
O1 C8 C14 104.8(4) . . ?
C5 C8 C10 112.0(4) . . ?
C5 C8 C14 113.1(5) . . ?
C14 C8 C10 114.9(4) . . ?
O2 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
O2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 I1 110.8(3) . . ?
C11 C10 I1 118.5(4) . . ?
C11 C10 C8 130.7(4) . . ?
C10 C11 C12 125.5(5) . . ?
C10 C11 C13 124.1(5) . . ?
C13 C11 C12 110.4(5) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8 C14 H14A 108.6 . . ?
C8 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C15 C14 C8 114.7(5) . . ?
C15 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C14 C15 H15A 106.4 . . ?
C14 C15 H15B 106.4 . . ?
C14 C15 H15C 113.0 . . ?
C14 C15 H15D 113.0 . . ?
C14 C15 C16 123.8(11) . . ?
C14 C15 C16A 93.5(12) . . ?
H15A C15 H15B 106.4 . . ?
H15A C15 H15C 27.5 . . ?
H15A C15 H15D 90.7 . . ?
H15B C15 H15C 125.5 . . ?
H15B C15 H15D 15.8 . . ?
H15C C15 H15D 110.4 . . ?
C16 C15 H15A 106.4 . . ?
C16 C15 H15B 106.4 . . ?
C16 C15 H15C 81.4 . . ?
C16 C15 H15D 110.8 . . ?
C16 C15 C16A 36.5(8) . . ?
C16A C15 H15A 140.3 . . ?
C16A C15 H15B 100.1 . . ?
C16A C15 H15C 113.0 . . ?
C16A C15 H15D 113.0 . . ?
C15 C16 H16A 110.5 . . ?
C15 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
C17 C16 C15 106.2(18) . . ?
C17 C16 H16A 110.5 . . ?
C17 C16 H16B 110.5 . . ?
C15 C16A H16C 110.2 . . ?
C15 C16A H16D 110.2 . . ?
H16C C16A H16D 108.5 . . ?
C17A C16A C15 108(3) . . ?
C17A C16A H16C 110.2 . . ?
C17A C16A H16D 110.2 . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
C16A C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?

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
I1 C10 C11 C12 -179.4(4) . . . . ?
I1 C10 C11 C13 0.7(7) . . . . ?
O1 C8 C10 I1 167.8(3) . . . . ?
O1 C8 C10 C11 -12.3(7) . . . . ?
O1 C8 C14 C15 -63.2(6) . . . . ?
O2 N1 C7 O1 1.3(6) . . . . ?
O2 N1 C7 C6 -179.8(4) . . . . ?
C1 C2 C3 C4 -1.1(11) . . . . ?
C1 C6 C7 O1 176.8(5) . . . . ?
C1 C6 C7 N1 -2.3(8) . . . . ?
C2 C1 C6 C5 0.7(8) . . . . ?
C2 C1 C6 C7 -178.1(5) . . . . ?
C2 C3 C4 C5 -0.3(10) . . . . ?
C3 C4 C5 C6 1.8(9) . . . . ?
C3 C4 C5 C8 178.2(6) . . . . ?
C4 C5 C6 C1 -2.0(8) . . . . ?
C4 C5 C6 C7 177.0(5) . . . . ?
C4 C5 C8 O1 -174.6(6) . . . . ?
C4 C5 C8 C10 69.9(7) . . . . ?
C4 C5 C8 C14 -61.8(8) . . . . ?
C5 C6 C7 O1 -2.2(5) . . . . ?
C5 C6 C7 N1 178.7(5) . . . . ?
C5 C8 C10 I1 -79.3(4) . . . . ?
C5 C8 C10 C11 100.6(6) . . . . ?
C5 C8 C14 C15 -175.1(5) . . . . ?
C6 C1 C2 C3 0.9(10) . . . . ?
C6 C5 C8 O1 2.2(5) . . . . ?
C6 C5 C8 C10 -113.4(4) . . . . ?
C6 C5 C8 C14 114.9(5) . . . . ?
C7 O1 C8 C5 -3.5(5) . . . . ?
C7 O1 C8 C10 115.1(4) . . . . ?
C7 O1 C8 C14 -122.2(4) . . . . ?
C8 O1 C7 N1 -177.2(4) . . . . ?
C8 O1 C7 C6 3.7(5) . . . . ?
C8 C5 C6 C1 -179.2(5) . . . . ?
C8 C5 C6 C7 -0.1(5) . . . . ?
C8 C10 C11 C12 0.7(9) . . . . ?
C8 C10 C11 C13 -179.3(5) . . . . ?
C8 C14 C15 C16 158.4(11) . . . . ?
C8 C14 C15 C16A -179.8(11) . . . . ?
C9 O2 N1 C7 179.5(5) . . . . ?
C10 C8 C14 C15 54.6(7) . . . . ?
C14 C8 C10 I1 51.5(5) . . . . ?
C14 C8 C10 C11 -128.6(6) . . . . ?
C14 C15 C16 C17 70.9(19) . . . . ?
C14 C15 C16A C17A -177(2) . . . . ?
C16 C15 C16A C17A -28(2) . . . . ?
C16A C15 C16 C17 32(2) . . . . ?

