# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_mj349_03_teply
_database_code_depnum_ccdc_archive 'CCDC 925832'
_audit_update_record             
;
2015-06-03 deposited with the CCDC.
2016-04-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C27 H26 N2), 4(C F3 O3 S), C2 H3 N'
_chemical_formula_sum            'C60 H55 F12 N5 O12 S4'
_chemical_formula_weight         1394.33
_chemical_compound_source        'synthesized by the authors'
_chemical_absolute_configuration ad


loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.6454(7)
_cell_length_b                   12.5993(6)
_cell_length_c                   21.7275(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.608(2)
_cell_angle_gamma                90.00
_cell_volume                     3084.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9907
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      27.61

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1436
_exptl_absorpt_coefficient_mu    0.257
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8729
_exptl_absorpt_correction_T_max  0.9716
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            47506
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0287
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         27.50
_reflns_number_total             14180
_reflns_number_gt                12241
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0656P)²+0.6839P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.05(4)
_refine_ls_number_reflns         14180
_refine_ls_number_parameters     845
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.1102
_refine_ls_wR_factor_gt          0.1025
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.43015(18) 0.48066(17) 1.01416(9) 0.0191(4) Uani 1 1 d . . .
H1A H 0.3985 0.4833 0.9694 0.023 Uiso 1 1 calc R . .
C2A C 0.36701(19) 0.52704(18) 1.05369(10) 0.0232(4) Uani 1 1 d . . .
C3A C 0.4177(2) 0.5242(2) 1.11956(11) 0.0283(5) Uani 1 1 d . . .
H3A H 0.3763 0.5533 1.1481 0.034 Uiso 1 1 calc R . .
C4A C 0.5275(2) 0.4790(2) 1.14231(10) 0.0286(5) Uani 1 1 d . . .
H4A H 0.5633 0.4797 1.1867 0.034 Uiso 1 1 calc R . .
N5A N 0.58534(17) 0.43385(15) 1.10272(8) 0.0223(4) Uani 1 1 d . . .
C6A C 0.7034(2) 0.3849(2) 1.12840(10) 0.0285(5) Uani 1 1 d . . .
H61A H 0.6962 0.3066 1.1273 0.034 Uiso 1 1 calc R . .
H62A H 0.7357 0.4070 1.1732 0.034 Uiso 1 1 calc R . .
C7A C 0.7861(2) 0.4200(2) 1.08863(11) 0.0284(5) Uani 1 1 d . . .
H71A H 0.7993 0.4976 1.0933 0.034 Uiso 1 1 calc R . .
H72A H 0.8638 0.3842 1.1039 0.034 Uiso 1 1 calc R . .
C8A C 0.73423(19) 0.39321(18) 1.01936(10) 0.0224(4) Uani 1 1 d . . .
C9A C 0.80463(19) 0.37815(19) 0.97691(11) 0.0262(5) Uani 1 1 d . . .
C10A C 0.7523(2) 0.35258(18) 0.91313(11) 0.0252(5) Uani 1 1 d . . .
C11A C 0.62929(19) 0.33416(17) 0.89405(10) 0.0197(4) Uani 1 1 d . . .
C12A C 0.5650(2) 0.30855(19) 0.82626(10) 0.0234(4) Uani 1 1 d . . .
H12A H 0.5605 0.2307 0.8201 0.028 Uiso 1 1 calc R . .
H12B H 0.6088 0.3389 0.7968 0.028 Uiso 1 1 calc R . .
C13A C 0.44128(19) 0.35498(18) 0.81227(9) 0.0220(4) Uani 1 1 d . . .
H13A H 0.4459 0.4331 0.8170 0.026 Uiso 1 1 calc R . .
H13B H 0.3979 0.3383 0.7680 0.026 Uiso 1 1 calc R . .
N14A N 0.37713(16) 0.30911(14) 0.85741(8) 0.0196(4) Uani 1 1 d . . .
C15A C 0.2624(2) 0.27727(18) 0.83486(10) 0.0236(5) Uani 1 1 d . . .
H15A H 0.2252 0.2831 0.7907 0.028 Uiso 1 1 calc R . .
C16A C 0.2009(2) 0.23731(19) 0.87501(11) 0.0268(5) Uani 1 1 d . . .
H16A H 0.1189 0.2213 0.8598 0.032 Uiso 1 1 calc R . .
C17A C 0.2593(2) 0.21958(17) 0.93942(11) 0.0234(5) Uani 1 1 d . . .
C18A C 0.2004(2) 0.1740(2) 0.98283(12) 0.0311(5) Uani 1 1 d . . .
H18A H 0.1175 0.1611 0.9697 0.037 Uiso 1 1 calc R . .
C19A C 0.2619(2) 0.1486(2) 1.04321(12) 0.0348(6) Uani 1 1 d . . .
H19A H 0.2211 0.1210 1.0724 0.042 Uiso 1 1 calc R . .
C20A C 0.3861(2) 0.16337(19) 1.06231(11) 0.0301(5) Uani 1 1 d . . .
H20A H 0.4291 0.1403 1.1033 0.036 Uiso 1 1 calc R . .
C21A C 0.4449(2) 0.21033(17) 1.02262(10) 0.0217(4) Uani 1 1 d . . .
H21A H 0.5283 0.2203 1.0363 0.026 Uiso 1 1 calc R . .
C22A C 0.38224(19) 0.24433(16) 0.96114(10) 0.0190(4) Uani 1 1 d . . .
C23A C 0.43783(18) 0.29949(16) 0.91891(9) 0.0176(4) Uani 1 1 d . . .
C24A C 0.55909(18) 0.34280(16) 0.93755(9) 0.0178(4) Uani 1 1 d . . .
C25A C 0.61046(18) 0.38363(16) 0.99899(9) 0.0181(4) Uani 1 1 d . . .
C26A C 0.53801(19) 0.43083(16) 1.03856(9) 0.0180(4) Uani 1 1 d . . .
C27A C 0.2490(2) 0.5784(2) 1.02698(11) 0.0297(5) Uani 1 1 d . . .
H27A H 0.2563 0.6311 0.9950 0.045 Uiso 1 1 calc R . .
H27B H 0.2227 0.6135 1.0613 0.045 Uiso 1 1 calc R . .
H27C H 0.1910 0.5243 1.0072 0.045 Uiso 1 1 calc R . .
C28A C 0.9368(2) 0.3952(3) 0.99976(14) 0.0443(7) Uani 1 1 d . . .
H28A H 0.9533 0.4473 1.0343 0.066 Uiso 1 1 calc R . .
H28B H 0.9675 0.4214 0.9645 0.066 Uiso 1 1 calc R . .
H28C H 0.9756 0.3278 1.0152 0.066 Uiso 1 1 calc R . .
C29A C 0.8255(2) 0.3410(2) 0.86522(13) 0.0364(6) Uani 1 1 d . . .
H29A H 0.7907 0.2858 0.8343 0.055 Uiso 1 1 calc R . .
H29B H 0.9068 0.3211 0.8872 0.055 Uiso 1 1 calc R . .
H29C H 0.8263 0.4086 0.8430 0.055 Uiso 1 1 calc R . .
C1B C -0.06371(18) 0.46895(16) 0.52127(9) 0.0187(4) Uani 1 1 d . . .
H1B H -0.0945 0.4684 0.4764 0.022 Uiso 1 1 calc R . .
C2B C -0.12974(19) 0.51607(17) 0.55908(10) 0.0228(4) Uani 1 1 d . . .
C3B C -0.0793(2) 0.5200(2) 0.62449(11) 0.0282(5) Uani 1 1 d . . .
H3B H -0.1219 0.5508 0.6519 0.034 Uiso 1 1 calc R . .
C4B C 0.0320(2) 0.4792(2) 0.64906(10) 0.0276(5) Uani 1 1 d . . .
H4B H 0.0673 0.4850 0.6934 0.033 Uiso 1 1 calc R . .
N5B N 0.09213(16) 0.43120(15) 0.61141(8) 0.0214(4) Uani 1 1 d . . .
C6B C 0.2100(2) 0.3829(2) 0.63927(10) 0.0279(5) Uani 1 1 d . . .
H61B H 0.2022 0.3048 0.6411 0.033 Uiso 1 1 calc R . .
H62B H 0.2419 0.4094 0.6832 0.033 Uiso 1 1 calc R . .
C7B C 0.2943(2) 0.4113(2) 0.59897(11) 0.0288(5) Uani 1 1 d . . .
H71B H 0.3100 0.4886 0.6017 0.035 Uiso 1 1 calc R . .
H72B H 0.3707 0.3740 0.6154 0.035 Uiso 1 1 calc R . .
C8B C 0.2426(2) 0.38052(18) 0.53055(11) 0.0233(4) Uani 1 1 d . . .
C9B C 0.3136(2) 0.36194(18) 0.48780(12) 0.0275(5) Uani 1 1 d . . .
C10B C 0.2598(2) 0.33917(19) 0.42370(11) 0.0274(5) Uani 1 1 d . . .
C11B C 0.1367(2) 0.32458(17) 0.40418(10) 0.0240(5) Uani 1 1 d . . .
C12B C 0.0704(2) 0.30676(19) 0.33558(10) 0.0277(5) Uani 1 1 d . . .
H12C H 0.1132 0.3415 0.3071 0.033 Uiso 1 1 calc R . .
H12D H 0.0656 0.2298 0.3261 0.033 Uiso 1 1 calc R . .
C13B C -0.0529(2) 0.35247(18) 0.32432(10) 0.0268(5) Uani 1 1 d . . .
H13C H -0.0481 0.4302 0.3310 0.032 Uiso 1 1 calc R . .
H13D H -0.0977 0.3387 0.2799 0.032 Uiso 1 1 calc R . .
N14B N -0.11540(17) 0.30302(15) 0.36893(8) 0.0241(4) Uani 1 1 d . . .
C15B C -0.2304(2) 0.2716(2) 0.34718(11) 0.0300(5) Uani 1 1 d . . .
H15B H -0.2696 0.2803 0.3035 0.036 Uiso 1 1 calc R . .
C16B C -0.2891(2) 0.2281(2) 0.38720(12) 0.0334(6) Uani 1 1 d . . .
H16B H -0.3715 0.2134 0.3727 0.040 Uiso 1 1 calc R . .
C17B C -0.2280(2) 0.20427(19) 0.45085(12) 0.0291(5) Uani 1 1 d . . .
C18B C -0.2838(2) 0.1515(2) 0.49327(13) 0.0355(6) Uani 1 1 d . . .
H18B H -0.3665 0.1369 0.4804 0.043 Uiso 1 1 calc R . .
C19B C -0.2200(3) 0.1216(2) 0.55200(12) 0.0367(6) Uani 1 1 d . . .
H19B H -0.2586 0.0874 0.5802 0.044 Uiso 1 1 calc R . .
C20B C -0.0969(2) 0.14106(19) 0.57139(11) 0.0305(5) Uani 1 1 d . . .
H20B H -0.0524 0.1170 0.6118 0.037 Uiso 1 1 calc R . .
C21B C -0.0411(2) 0.19421(17) 0.53247(11) 0.0250(5) Uani 1 1 d . . .
H21B H 0.0419 0.2069 0.5462 0.030 Uiso 1 1 calc R . .
C22B C -0.1053(2) 0.23073(17) 0.47190(10) 0.0217(4) Uani 1 1 d . . .
C23B C -0.05361(19) 0.29002(17) 0.42989(10) 0.0197(4) Uani 1 1 d . . .
C24B C 0.0675(2) 0.33280(17) 0.44827(10) 0.0211(4) Uani 1 1 d . . .
C25B C 0.11927(19) 0.37301(17) 0.50953(10) 0.0199(4) Uani 1 1 d . . .
C26B C 0.04572(19) 0.42282(16) 0.54733(10) 0.0182(4) Uani 1 1 d . . .
C27B C -0.2503(2) 0.5610(2) 0.53006(11) 0.0303(5) Uani 1 1 d . . .
H27D H -0.2443 0.6159 0.4991 0.045 Uiso 1 1 calc R . .
H27E H -0.2826 0.5921 0.5635 0.045 Uiso 1 1 calc R . .
H27F H -0.3031 0.5043 0.5086 0.045 Uiso 1 1 calc R . .
C28B C 0.4467(2) 0.3727(3) 0.51062(14) 0.0432(7) Uani 1 1 d . . .
H28D H 0.4826 0.3021 0.5185 0.065 Uiso 1 1 calc R . .
H28E H 0.4667 0.4141 0.5501 0.065 Uiso 1 1 calc R . .
H28F H 0.4771 0.4090 0.4781 0.065 Uiso 1 1 calc R . .
C29B C 0.3327(2) 0.3269(2) 0.37573(13) 0.0397(6) Uani 1 1 d . . .
H29D H 0.2918 0.2789 0.3417 0.059 Uiso 1 1 calc R . .
H29E H 0.4106 0.2974 0.3967 0.059 Uiso 1 1 calc R . .
H29F H 0.3430 0.3964 0.3576 0.059 Uiso 1 1 calc R . .
S1 S 0.12242(5) 0.53612(5) 0.19504(3) 0.03242(14) Uani 1 1 d . . .
S2 S 0.21584(5) 0.59434(4) 0.81933(2) 0.02113(12) Uani 1 1 d . . .
S3 S 0.59652(5) 0.53975(5) 0.68152(3) 0.02948(13) Uani 1 1 d . . .
S4 S 0.29683(5) 0.07694(5) 0.68129(3) 0.02925(14) Uani 1 1 d . . .
C1 C 0.1620(2) 0.4028(2) 0.17550(13) 0.0389(6) Uani 1 1 d . . .
C2 C 0.0825(2) 0.5706(2) 0.84678(12) 0.0354(6) Uani 1 1 d . . .
C3 C 0.5536(3) 0.6124(2) 0.74420(13) 0.0422(6) Uani 1 1 d . . .
C4 C 0.4284(3) 0.0578(3) 0.65278(14) 0.0541(9) Uani 1 1 d . . .
F1 F 0.25867(18) 0.36828(16) 0.21652(9) 0.0670(6) Uani 1 1 d . . .
F2 F 0.18209(16) 0.39767(14) 0.11796(8) 0.0489(4) Uani 1 1 d . . .
F3 F 0.07457(19) 0.33418(15) 0.17613(10) 0.0637(5) Uani 1 1 d . . .
F4 F -0.01220(13) 0.5616(2) 0.79830(9) 0.0645(6) Uani 1 1 d . . .
F5 F 0.06405(17) 0.64838(17) 0.88473(9) 0.0582(5) Uani 1 1 d . . .
F6 F 0.09241(16) 0.48123(16) 0.88073(8) 0.0500(4) Uani 1 1 d . . .
F7 F 0.43989(16) 0.59706(16) 0.74202(10) 0.0615(5) Uani 1 1 d . . .
F8 F 0.6164(2) 0.5779(2) 0.80094(8) 0.0742(6) Uani 1 1 d . . .
F9 F 0.5674(2) 0.71582(16) 0.74037(10) 0.0751(7) Uani 1 1 d . . .
F10 F 0.4188(2) -0.0298(2) 0.61696(10) 0.0790(7) Uani 1 1 d . . .
F11 F 0.4450(2) 0.1367(3) 0.61606(12) 0.0894(8) Uani 1 1 d . . .
F12 F 0.52423(16) 0.0487(3) 0.70040(10) 0.0918(9) Uani 1 1 d . . .
O1 O 0.22797(16) 0.59576(16) 0.19634(9) 0.0402(4) Uani 1 1 d . . .
O2 O 0.0994(3) 0.52232(19) 0.25669(12) 0.0701(7) Uani 1 1 d . . .
O3 O 0.02468(18) 0.56331(19) 0.14287(13) 0.0635(7) Uani 1 1 d . . .
O4 O 0.18844(18) 0.69152(15) 0.78384(9) 0.0397(4) Uani 1 1 d . . .
O5 O 0.22208(15) 0.50174(14) 0.78186(8) 0.0302(4) Uani 1 1 d . . .
O6 O 0.30892(15) 0.60249(16) 0.87760(7) 0.0334(4) Uani 1 1 d . . .
O7 O 0.52654(15) 0.58821(16) 0.62443(8) 0.0345(4) Uani 1 1 d . . .
O8 O 0.72151(16) 0.5625(2) 0.69349(10) 0.0557(6) Uani 1 1 d . . .
O9 O 0.5654(2) 0.43282(16) 0.69179(10) 0.0500(5) Uani 1 1 d . . .
O10 O 0.20260(16) 0.0817(2) 0.62366(8) 0.0459(5) Uani 1 1 d . . .
O11 O 0.29466(18) -0.01608(17) 0.71961(9) 0.0445(5) Uani 1 1 d . . .
O12 O 0.3217(2) 0.17283(16) 0.71658(10) 0.0495(5) Uani 1 1 d . . .
N1S N 1.0150(3) 0.2777(3) 0.72760(15) 0.0712(9) Uani 1 1 d . . .
C2S C 0.9141(3) 0.2779(2) 0.71236(14) 0.0505(8) Uani 1 1 d . . .
C3S C 0.7830(3) 0.2722(3) 0.69054(14) 0.0546(9) Uani 1 1 d . . .
H31S H 0.7588 0.2749 0.6440 0.082 Uiso 1 1 calc R . .
H32S H 0.7481 0.3324 0.7080 0.082 Uiso 1 1 calc R . .
H33S H 0.7554 0.2057 0.7053 0.082 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
C1A C26A 1.385(3) . ?
C1A C2A 1.392(3) . ?
C1A H1A 0.9500 . ?
C2A C3A 1.404(3) . ?
C2A C27A 1.497(3) . ?
C3A C4A 1.373(3) . ?
C3A H3A 0.9500 . ?
C4A N5A 1.345(3) . ?
C4A H4A 0.9500 . ?
N5A C26A 1.364(3) . ?
N5A C6A 1.482(3) . ?
C6A C7A 1.513(3) . ?
C6A H61A 0.9900 . ?
C6A H62A 0.9900 . ?
C7A C8A 1.512(3) . ?
C7A H71A 0.9900 . ?
C7A H72A 0.9900 . ?
C8A C9A 1.393(3) . ?
C8A C25A 1.402(3) . ?
C9A C10A 1.403(3) . ?
C9A C28A 1.509(3) . ?
C10A C11A 1.406(3) . ?
C10A C29A 1.510(3) . ?
C11A C24A 1.401(3) . ?
C11A C12A 1.509(3) . ?
C12A C13A 1.513(3) . ?
C12A H12A 0.9900 . ?
C12A H12B 0.9900 . ?
C13A N14A 1.491(3) . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
N14A C23A 1.350(2) . ?
N14A C15A 1.363(3) . ?
C15A C16A 1.357(3) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.411(3) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.420(3) . ?
C17A C22A 1.424(3) . ?
C18A C19A 1.365(4) . ?
C18A H18A 0.9500 . ?
C19A C20A 1.412(4) . ?
C19A H19A 0.9500 . ?
C20A C21A 1.364(3) . ?
C20A H20A 0.9500 . ?
C21A C22A 1.417(3) . ?
C21A H21A 0.9500 . ?
C22A C23A 1.429(3) . ?
C23A C24A 1.472(3) . ?
C24A C25A 1.415(3) . ?
C25A C26A 1.473(3) . ?
C27A H27A 0.9800 . ?
C27A H27B 0.9800 . ?
C27A H27C 0.9800 . ?
C28A H28A 0.9800 . ?
C28A H28B 0.9800 . ?
C28A H28C 0.9800 . ?
C29A H29A 0.9800 . ?
C29A H29B 0.9800 . ?
C29A H29C 0.9800 . ?
C1B C26B 1.385(3) . ?
C1B C2B 1.392(3) . ?
C1B H1B 0.9500 . ?
C2B C3B 1.395(3) . ?
C2B C27B 1.498(3) . ?
C3B C4B 1.370(3) . ?
C3B H3B 0.9500 . ?
C4B N5B 1.347(3) . ?
C4B H4B 0.9500 . ?
N5B C26B 1.365(3) . ?
N5B C6B 1.484(3) . ?
C6B C7B 1.514(3) . ?
C6B H61B 0.9900 . ?
C6B H62B 0.9900 . ?
C7B C8B 1.507(3) . ?
C7B H71B 0.9900 . ?
C7B H72B 0.9900 . ?
C8B C25B 1.396(3) . ?
C8B C9B 1.411(3) . ?
C9B C10B 1.405(3) . ?
C9B C28B 1.509(3) . ?
C10B C11B 1.401(3) . ?
C10B C29B 1.509(3) . ?
C11B C24B 1.402(3) . ?
C11B C12B 1.513(3) . ?
C12B C13B 1.509(3) . ?
C12B H12C 0.9900 . ?
C12B H12D 0.9900 . ?
C13B N14B 1.488(3) . ?
C13B H13C 0.9900 . ?
C13B H13D 0.9900 . ?
N14B C23B 1.349(3) . ?
N14B C15B 1.362(3) . ?
C15B C16B 1.350(4) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.419(3) . ?
C16B H16B 0.9500 . ?
C17B C18B 1.420(4) . ?
C17B C22B 1.425(3) . ?
C18B C19B 1.358(4) . ?
C18B H18B 0.9500 . ?
C19B C20B 1.410(4) . ?
C19B H19B 0.9500 . ?
C20B C21B 1.365(3) . ?
C20B H20B 0.9500 . ?
C21B C22B 1.417(3) . ?
C21B H21B 0.9500 . ?
C22B C23B 1.425(3) . ?
C23B C24B 1.468(3) . ?
C24B C25B 1.410(3) . ?
C25B C26B 1.468(3) . ?
C27B H27D 0.9800 . ?
C27B H27E 0.9800 . ?
C27B H27F 0.9800 . ?
C28B H28D 0.9800 . ?
C28B H28E 0.9800 . ?
C28B H28F 0.9800 . ?
C29B H29D 0.9800 . ?
C29B H29E 0.9800 . ?
C29B H29F 0.9800 . ?
S1 O3 1.431(2) . ?
S1 O1 1.435(2) . ?
S1 O2 1.441(2) . ?
S1 C1 1.821(3) . ?
S2 O5 1.4349(18) . ?
S2 O4 1.4393(18) . ?
S2 O6 1.4478(16) . ?
S2 C2 1.823(3) . ?
S3 O9 1.427(2) . ?
S3 O7 1.4373(18) . ?
S3 O8 1.441(2) . ?
S3 C3 1.813(3) . ?
S4 O12 1.421(2) . ?
S4 O11 1.442(2) . ?
S4 O10 1.4430(17) . ?
S4 C4 1.808(3) . ?
C1 F1 1.320(3) . ?
C1 F2 1.330(3) . ?
C1 F3 1.339(3) . ?
C2 F4 1.324(3) . ?
C2 F5 1.332(3) . ?
C2 F6 1.335(3) . ?
C3 F9 1.318(4) . ?
C3 F7 1.327(3) . ?
C3 F8 1.337(3) . ?
C4 F11 1.319(4) . ?
C4 F12 1.322(3) . ?
C4 F10 1.338(4) . ?
N1S C2S 1.138(4) . ?
C2S C3S 1.482(5) . ?
C3S H31S 0.9800 . ?
C3S H32S 0.9800 . ?
C3S H33S 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
C26A C1A C2A 121.57(19) . . ?
C26A C1A H1A 119.2 . . ?
C2A C1A H1A 119.2 . . ?
C1A C2A C3A 117.8(2) . . ?
C1A C2A C27A 121.22(19) . . ?
C3A C2A C27A 121.0(2) . . ?
C4A C3A C2A 119.4(2) . . ?
C4A C3A H3A 120.3 . . ?
C2A C3A H3A 120.3 . . ?
N5A C4A C3A 121.1(2) . . ?
N5A C4A H4A 119.5 . . ?
C3A C4A H4A 119.5 . . ?
C4A N5A C26A 121.79(19) . . ?
C4A N5A C6A 120.13(18) . . ?
C26A N5A C6A 118.08(18) . . ?
N5A C6A C7A 109.12(18) . . ?
N5A C6A H61A 109.9 . . ?
C7A C6A H61A 109.9 . . ?
N5A C6A H62A 109.9 . . ?
C7A C6A H62A 109.9 . . ?
H61A C6A H62A 108.3 . . ?
C8A C7A C6A 110.55(19) . . ?
C8A C7A H71A 109.5 . . ?
C6A C7A H71A 109.5 . . ?
C8A C7A H72A 109.5 . . ?
C6A C7A H72A 109.5 . . ?
H71A C7A H72A 108.1 . . ?
C9A C8A C25A 120.6(2) . . ?
C9A C8A C7A 122.36(19) . . ?
C25A C8A C7A 117.03(19) . . ?
C8A C9A C10A 120.2(2) . . ?
C8A C9A C28A 119.0(2) . . ?
C10A C9A C28A 120.7(2) . . ?
C9A C10A C11A 119.1(2) . . ?
C9A C10A C29A 121.5(2) . . ?
C11A C10A C29A 119.4(2) . . ?
C24A C11A C10A 120.82(19) . . ?
C24A C11A C12A 116.42(18) . . ?
C10A C11A C12A 122.71(19) . . ?
C11A C12A C13A 109.02(17) . . ?
C11A C12A H12A 109.9 . . ?
C13A C12A H12A 109.9 . . ?
C11A C12A H12B 109.9 . . ?
C13A C12A H12B 109.9 . . ?
H12A C12A H12B 108.3 . . ?
N14A C13A C12A 109.14(17) . . ?
N14A C13A H13A 109.9 . . ?
C12A C13A H13A 109.9 . . ?
N14A C13A H13B 109.9 . . ?
C12A C13A H13B 109.9 . . ?
H13A C13A H13B 108.3 . . ?
C23A N14A C15A 123.40(18) . . ?
C23A N14A C13A 117.49(17) . . ?
C15A N14A C13A 119.09(17) . . ?
C16A C15A N14A 120.4(2) . . ?
C16A C15A H15A 119.8 . . ?
N14A C15A H15A 119.8 . . ?
C15A C16A C17A 119.7(2) . . ?
C15A C16A H16A 120.2 . . ?
C17A C16A H16A 120.2 . . ?
C16A C17A C18A 122.0(2) . . ?
C16A C17A C22A 119.2(2) . . ?
C18A C17A C22A 118.8(2) . . ?
C19A C18A C17A 120.6(2) . . ?
C19A C18A H18A 119.7 . . ?
C17A C18A H18A 119.7 . . ?
C18A C19A C20A 120.1(2) . . ?
C18A C19A H19A 120.0 . . ?
C20A C19A H19A 120.0 . . ?
C21A C20A C19A 120.8(2) . . ?
C21A C20A H20A 119.6 . . ?
C19A C20A H20A 119.6 . . ?
C20A C21A C22A 120.4(2) . . ?
C20A C21A H21A 119.8 . . ?
C22A C21A H21A 119.8 . . ?
C21A C22A C17A 118.78(19) . . ?
C21A C22A C23A 122.90(19) . . ?
C17A C22A C23A 118.28(18) . . ?
N14A C23A C22A 118.04(18) . . ?
N14A C23A C24A 117.73(18) . . ?
C22A C23A C24A 124.18(18) . . ?
C11A C24A C25A 119.01(19) . . ?
C11A C24A C23A 117.90(18) . . ?
C25A C24A C23A 122.84(18) . . ?
C8A C25A C24A 119.04(19) . . ?
C8A C25A C26A 118.39(18) . . ?
C24A C25A C26A 121.95(18) . . ?
N5A C26A C1A 118.18(19) . . ?
N5A C26A C25A 117.66(18) . . ?
C1A C26A C25A 123.88(18) . . ?
C2A C27A H27A 109.5 . . ?
C2A C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
C2A C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
C9A C28A H28A 109.5 . . ?
C9A C28A H28B 109.5 . . ?
H28A C28A H28B 109.5 . . ?
C9A C28A H28C 109.5 . . ?
H28A C28A H28C 109.5 . . ?
H28B C28A H28C 109.5 . . ?
C10A C29A H29A 109.5 . . ?
C10A C29A H29B 109.5 . . ?
H29A C29A H29B 109.5 . . ?
C10A C29A H29C 109.5 . . ?
H29A C29A H29C 109.5 . . ?
H29B C29A H29C 109.5 . . ?
C26B C1B C2B 121.75(19) . . ?
C26B C1B H1B 119.1 . . ?
C2B C1B H1B 119.1 . . ?
C1B C2B C3B 117.6(2) . . ?
C1B C2B C27B 120.77(19) . . ?
C3B C2B C27B 121.7(2) . . ?
C4B C3B C2B 119.8(2) . . ?
C4B C3B H3B 120.1 . . ?
C2B C3B H3B 120.1 . . ?
N5B C4B C3B 121.1(2) . . ?
N5B C4B H4B 119.4 . . ?
C3B C4B H4B 119.4 . . ?
C4B N5B C26B 121.43(19) . . ?
C4B N5B C6B 120.38(18) . . ?
C26B N5B C6B 118.16(18) . . ?
N5B C6B C7B 109.62(19) . . ?
N5B C6B H61B 109.7 . . ?
C7B C6B H61B 109.7 . . ?
N5B C6B H62B 109.7 . . ?
C7B C6B H62B 109.7 . . ?
H61B C6B H62B 108.2 . . ?
C8B C7B C6B 110.70(19) . . ?
C8B C7B H71B 109.5 . . ?
C6B C7B H71B 109.5 . . ?
C8B C7B H72B 109.5 . . ?
C6B C7B H72B 109.5 . . ?
H71B C7B H72B 108.1 . . ?
C25B C8B C9B 119.9(2) . . ?
C25B C8B C7B 117.6(2) . . ?
C9B C8B C7B 122.5(2) . . ?
C10B C9B C8B 119.8(2) . . ?
C10B C9B C28B 120.6(2) . . ?
C8B C9B C28B 119.5(2) . . ?
C11B C10B C9B 119.6(2) . . ?
C11B C10B C29B 119.2(2) . . ?
C9B C10B C29B 121.2(2) . . ?
C10B C11B C24B 120.3(2) . . ?
C10B C11B C12B 123.2(2) . . ?
C24B C11B C12B 116.5(2) . . ?
C13B C12B C11B 109.36(18) . . ?
C13B C12B H12C 109.8 . . ?
C11B C12B H12C 109.8 . . ?
C13B C12B H12D 109.8 . . ?
C11B C12B H12D 109.8 . . ?
H12C C12B H12D 108.3 . . ?
N14B C13B C12B 109.67(19) . . ?
N14B C13B H13C 109.7 . . ?
C12B C13B H13C 109.7 . . ?
N14B C13B H13D 109.7 . . ?
C12B C13B H13D 109.7 . . ?
H13C C13B H13D 108.2 . . ?
C23B N14B C15B 122.68(19) . . ?
C23B N14B C13B 117.60(19) . . ?
C15B N14B C13B 119.72(19) . . ?
C16B C15B N14B 120.5(2) . . ?
C16B C15B H15B 119.7 . . ?
N14B C15B H15B 119.7 . . ?
C15B C16B C17B 120.2(2) . . ?
C15B C16B H16B 119.9 . . ?
C17B C16B H16B 119.9 . . ?
C16B C17B C18B 122.2(2) . . ?
C16B C17B C22B 118.6(2) . . ?
C18B C17B C22B 119.2(2) . . ?
C19B C18B C17B 120.5(2) . . ?
C19B C18B H18B 119.7 . . ?
C17B C18B H18B 119.7 . . ?
C18B C19B C20B 120.5(2) . . ?
C18B C19B H19B 119.8 . . ?
C20B C19B H19B 119.8 . . ?
C21B C20B C19B 120.5(2) . . ?
C21B C20B H20B 119.8 . . ?
C19B C20B H20B 119.8 . . ?
C20B C21B C22B 120.8(2) . . ?
C20B C21B H21B 119.6 . . ?
C22B C21B H21B 119.6 . . ?
C21B C22B C23B 123.8(2) . . ?
C21B C22B C17B 118.3(2) . . ?
C23B C22B C17B 117.9(2) . . ?
N14B C23B C22B 119.06(19) . . ?
N14B C23B C24B 117.43(19) . . ?
C22B C23B C24B 123.40(19) . . ?
C11B C24B C25B 119.3(2) . . ?
C11B C24B C23B 117.72(19) . . ?
C25B C24B C23B 122.76(19) . . ?
C8B C25B C24B 119.52(19) . . ?
C8B C25B C26B 119.01(19) . . ?
C24B C25B C26B 120.73(19) . . ?
N5B C26B C1B 118.12(19) . . ?
N5B C26B C25B 117.83(18) . . ?
C1B C26B C25B 123.85(19) . . ?
C2B C27B H27D 109.5 . . ?
C2B C27B H27E 109.5 . . ?
H27D C27B H27E 109.5 . . ?
C2B C27B H27F 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 109.5 . . ?
C9B C28B H28D 109.5 . . ?
C9B C28B H28E 109.5 . . ?
H28D C28B H28E 109.5 . . ?
C9B C28B H28F 109.5 . . ?
H28D C28B H28F 109.5 . . ?
H28E C28B H28F 109.5 . . ?
C10B C29B H29D 109.5 . . ?
C10B C29B H29E 109.5 . . ?
H29D C29B H29E 109.5 . . ?
C10B C29B H29F 109.5 . . ?
H29D C29B H29F 109.5 . . ?
H29E C29B H29F 109.5 . . ?
O3 S1 O1 113.37(14) . . ?
O3 S1 O2 117.88(17) . . ?
O1 S1 O2 113.85(14) . . ?
O3 S1 C1 103.53(13) . . ?
O1 S1 C1 102.80(12) . . ?
O2 S1 C1 102.88(13) . . ?
O5 S2 O4 115.07(10) . . ?
O5 S2 O6 114.83(11) . . ?
O4 S2 O6 115.10(11) . . ?
O5 S2 C2 102.80(12) . . ?
O4 S2 C2 102.86(13) . . ?
O6 S2 C2 103.72(11) . . ?
O9 S3 O7 115.15(12) . . ?
O9 S3 O8 116.35(15) . . ?
O7 S3 O8 113.47(12) . . ?
O9 S3 C3 103.32(14) . . ?
O7 S3 C3 103.30(13) . . ?
O8 S3 C3 102.78(14) . . ?
O12 S4 O11 114.23(12) . . ?
O12 S4 O10 116.11(14) . . ?
O11 S4 O10 114.49(13) . . ?
O12 S4 C4 102.91(16) . . ?
O11 S4 C4 103.24(16) . . ?
O10 S4 C4 103.47(13) . . ?
F1 C1 F2 107.3(2) . . ?
F1 C1 F3 107.6(2) . . ?
F2 C1 F3 107.0(2) . . ?
F1 C1 S1 111.67(19) . . ?
F2 C1 S1 112.26(19) . . ?
F3 C1 S1 110.80(19) . . ?
F4 C2 F5 108.9(2) . . ?
F4 C2 F6 107.8(2) . . ?
F5 C2 F6 106.5(2) . . ?
F4 C2 S2 111.16(17) . . ?
F5 C2 S2 111.4(2) . . ?
F6 C2 S2 110.89(18) . . ?
F9 C3 F7 106.1(3) . . ?
F9 C3 F8 109.4(3) . . ?
F7 C3 F8 107.1(2) . . ?
F9 C3 S3 113.01(19) . . ?
F7 C3 S3 111.2(2) . . ?
F8 C3 S3 109.8(2) . . ?
F11 C4 F12 108.3(3) . . ?
F11 C4 F10 105.8(3) . . ?
F12 C4 F10 108.3(3) . . ?
F11 C4 S4 111.9(3) . . ?
F12 C4 S4 111.4(2) . . ?
F10 C4 S4 110.9(2) . . ?
N1S C2S C3S 176.6(4) . . ?
C2S C3S H31S 109.5 . . ?
C2S C3S H32S 109.5 . . ?
H31S C3S H32S 109.5 . . ?
C2S C3S H33S 109.5 . . ?
H31S C3S H33S 109.5 . . ?
H32S C3S H33S 109.5 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.052
#===END
####################################################################### 
# 
# 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_mj349_07
_database_code_depnum_ccdc_archive 'CCDC 925833'
_audit_update_record             
;
2015-06-03 deposited with the CCDC.
2016-04-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H26 N2, C H3 N O2, 2(I)'
_chemical_formula_sum            'C28 H29 I2 N3 O2'
_chemical_formula_weight         693.34
_chemical_compound_source        'synthesized by the authors'
_chemical_absolute_configuration ad

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   7.9386(2)
_cell_length_b                   17.6476(4)
_cell_length_c                   19.6814(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2757.31(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9805
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      27.45

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1360
_exptl_absorpt_coefficient_mu    2.310
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.3848
_exptl_absorpt_correction_T_max  0.8404
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            40066
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_sigmaI/netI    0.0155
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.55
_diffrn_reflns_theta_max         27.50
_reflns_number_total             6334
_reflns_number_gt                6087
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0207P)²+1.5327P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.031(12)
_refine_ls_number_reflns         6334
_refine_ls_number_parameters     320
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0199
_refine_ls_R_factor_gt           0.0181
_refine_ls_wR_factor_ref         0.0425
_refine_ls_wR_factor_gt          0.0417
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7745(3) 0.09807(13) 0.79830(13) 0.0199(4) Uani 1 1 d . . .
H1 H 0.7810 0.0567 0.7676 0.024 Uiso 1 1 calc R . .
C2 C 0.6902(3) 0.16372(14) 0.77902(12) 0.0221(5) Uani 1 1 d . . .
C3 C 0.6720(3) 0.22140(14) 0.82650(13) 0.0252(5) Uani 1 1 d . . .
H3 H 0.6164 0.2672 0.8146 0.030 Uiso 1 1 calc R . .
C4 C 0.7353(3) 0.21163(14) 0.89098(13) 0.0248(5) Uani 1 1 d . . .
H4 H 0.7165 0.2496 0.9244 0.030 Uiso 1 1 calc R . .
N5 N 0.8233(2) 0.14912(11) 0.90752(10) 0.0204(4) Uani 1 1 d . . .
C6 C 0.8897(3) 0.13891(15) 0.97756(11) 0.0272(5) Uani 1 1 d . . .
H6A H 0.8323 0.1744 1.0089 0.033 Uiso 1 1 calc R . .
H6B H 1.0118 0.1504 0.9783 0.033 Uiso 1 1 calc R . .
C7 C 0.8606(3) 0.05816(16) 1.00077(11) 0.0287(6) Uani 1 1 d . . .
H7A H 0.9119 0.0508 1.0461 0.034 Uiso 1 1 calc R . .
H7B H 0.7381 0.0486 1.0047 0.034 Uiso 1 1 calc R . .
C8 C 0.9365(3) 0.00280(14) 0.95124(11) 0.0230(5) Uani 1 1 d . . .
C9 C 0.9921(3) -0.06960(16) 0.97041(12) 0.0274(5) Uani 1 1 d . . .
C10 C 1.0598(3) -0.11894(14) 0.92144(13) 0.0274(5) Uani 1 1 d . . .
C11 C 1.0774(3) -0.09451(13) 0.85394(12) 0.0217(5) Uani 1 1 d . . .
C12 C 1.1376(3) -0.14476(13) 0.79660(13) 0.0269(5) Uani 1 1 d . . .
H12A H 1.2600 -0.1377 0.7896 0.032 Uiso 1 1 calc R . .
H12B H 1.1170 -0.1986 0.8081 0.032 Uiso 1 1 calc R . .
C13 C 1.0430(3) -0.12403(13) 0.73252(13) 0.0263(5) Uani 1 1 d . . .
H13A H 1.0814 -0.1563 0.6944 0.032 Uiso 1 1 calc R . .
H13B H 0.9209 -0.1326 0.7392 0.032 Uiso 1 1 calc R . .
N14 N 1.0741(3) -0.04332(11) 0.71626(9) 0.0212(4) Uani 1 1 d . . .
C15 C 1.0933(3) -0.02313(15) 0.64932(12) 0.0287(6) Uani 1 1 d . . .
H15 H 1.0883 -0.0607 0.6148 0.034 Uiso 1 1 calc R . .
C16 C 1.1192(4) 0.04941(15) 0.63262(12) 0.0289(5) Uani 1 1 d . . .
H16 H 1.1194 0.0640 0.5862 0.035 Uiso 1 1 calc R . .
C17 C 1.1463(3) 0.10448(14) 0.68365(12) 0.0227(5) Uani 1 1 d . . .
C18 C 1.1869(3) 0.18100(16) 0.66852(14) 0.0293(6) Uani 1 1 d . . .
H18 H 1.1880 0.1977 0.6226 0.035 Uiso 1 1 calc R . .
C19 C 1.2241(3) 0.23048(15) 0.71904(14) 0.0312(6) Uani 1 1 d . . .
H19 H 1.2490 0.2817 0.7082 0.037 Uiso 1 1 calc R . .
C20 C 1.2261(3) 0.20657(15) 0.78806(14) 0.0290(6) Uani 1 1 d . . .
H20 H 1.2577 0.2410 0.8229 0.035 Uiso 1 1 calc R . .
C21 C 1.1822(3) 0.13336(14) 0.80424(12) 0.0225(4) Uani 1 1 d . . .
H21 H 1.1827 0.1175 0.8504 0.027 Uiso 1 1 calc R . .
C22 C 1.1364(3) 0.08156(14) 0.75271(11) 0.0200(4) Uani 1 1 d . . .
C23 C 1.0820(3) 0.00657(12) 0.76736(11) 0.0181(4) Uani 1 1 d . . .
C24 C 1.0318(3) -0.02056(13) 0.83607(11) 0.0183(4) Uani 1 1 d . . .
C25 C 0.9476(3) 0.02557(13) 0.88328(11) 0.0194(4) Uani 1 1 d . . .
C26 C 0.8493(3) 0.09225(13) 0.86195(11) 0.0186(5) Uani 1 1 d . . .
C27 C 0.6250(3) 0.16957(14) 0.70734(13) 0.0294(5) Uani 1 1 d . . .
H27A H 0.5721 0.2192 0.7007 0.044 Uiso 1 1 calc R . .
H27B H 0.5416 0.1296 0.6993 0.044 Uiso 1 1 calc R . .
H27C H 0.7187 0.1637 0.6754 0.044 Uiso 1 1 calc R . .
C28 C 0.9691(4) -0.09489(19) 1.04295(13) 0.0414(7) Uani 1 1 d . . .
H28A H 1.0497 -0.0682 1.0721 0.062 Uiso 1 1 calc R . .
H28B H 0.9885 -0.1496 1.0461 0.062 Uiso 1 1 calc R . .
H28C H 0.8541 -0.0833 1.0578 0.062 Uiso 1 1 calc R . .
C29 C 1.1148(5) -0.19784(16) 0.94153(16) 0.0453(8) Uani 1 1 d . . .
H29A H 1.0153 -0.2290 0.9508 0.068 Uiso 1 1 calc R . .
H29B H 1.1850 -0.1951 0.9824 0.068 Uiso 1 1 calc R . .
H29C H 1.1797 -0.2205 0.9044 0.068 Uiso 1 1 calc R . .
C1S C 0.5190(4) 0.94037(17) 0.89947(15) 0.0410(7) Uani 1 1 d . . .
H1A H 0.5532 0.9338 0.8520 0.061 Uiso 1 1 calc R . .
H1B H 0.5828 0.9822 0.9197 0.061 Uiso 1 1 calc R . .
H1C H 0.3983 0.9519 0.9015 0.061 Uiso 1 1 calc R . .
I1 I 0.93617(2) 0.074114(9) 0.201891(8) 0.02787(4) Uani 1 1 d . . .
I2 I 0.11280(2) 0.866046(10) 0.484391(8) 0.02806(4) Uani 1 1 d . . .
N1S N 0.5528(4) 0.87024(16) 0.93733(13) 0.0493(7) Uani 1 1 d . . .
O1S O 0.5998(8) 0.81607(18) 0.90870(16) 0.149(2) Uani 1 1 d . . .
O2S O 0.5355(6) 0.87175(16) 0.99768(13) 0.1012(13) 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
C1 C26 1.390(3) . ?
C1 C2 1.391(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.390(3) . ?
C2 C27 1.506(3) . ?
C3 C4 1.376(4) . ?
C3 H3 0.9500 . ?
C4 N5 1.346(3) . ?
C4 H4 0.9500 . ?
N5 C26 1.362(3) . ?
N5 C6 1.487(3) . ?
C6 C7 1.514(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.506(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C25 1.399(3) . ?
C8 C9 1.403(4) . ?
C9 C10 1.406(4) . ?
C9 C28 1.507(3) . ?
C10 C11 1.404(3) . ?
C10 C29 1.512(4) . ?
C11 C24 1.399(3) . ?
C11 C12 1.513(3) . ?
C12 C13 1.512(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 N14 1.481(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
N14 C23 1.338(3) . ?
N14 C15 1.374(3) . ?
C15 C16 1.337(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.414(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.420(4) . ?
C17 C22 1.420(3) . ?
C18 C19 1.356(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.423(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.376(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.413(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.422(3) . ?
C23 C24 1.489(3) . ?
C24 C25 1.405(3) . ?
C25 C26 1.473(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C1S N1S 1.469(4) . ?
C1S H1A 0.9800 . ?
C1S H1B 0.9800 . ?
C1S H1C 0.9800 . ?
N1S O1S 1.171(4) . ?
N1S O2S 1.196(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C26 C1 C2 120.9(2) . . ?
C26 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C3 C2 C1 118.5(2) . . ?
C3 C2 C27 123.0(2) . . ?
C1 C2 C27 118.6(2) . . ?
C4 C3 C2 119.4(2) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
N5 C4 C3 121.0(2) . . ?
N5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 N5 C26 121.6(2) . . ?
C4 N5 C6 120.5(2) . . ?
C26 N5 C6 117.9(2) . . ?
N5 C6 C7 109.84(19) . . ?
N5 C6 H6A 109.7 . . ?
C7 C6 H6A 109.7 . . ?
N5 C6 H6B 109.7 . . ?
C7 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C8 C7 C6 110.7(2) . . ?
C8 C7 H7A 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C25 C8 C9 119.9(2) . . ?
C25 C8 C7 117.2(2) . . ?
C9 C8 C7 122.9(2) . . ?
C8 C9 C10 120.0(2) . . ?
C8 C9 C28 119.1(2) . . ?
C10 C9 C28 120.8(3) . . ?
C11 C10 C9 119.8(2) . . ?
C11 C10 C29 120.1(2) . . ?
C9 C10 C29 120.1(2) . . ?
C24 C11 C10 119.9(2) . . ?
C24 C11 C12 116.2(2) . . ?
C10 C11 C12 123.9(2) . . ?
C13 C12 C11 108.88(19) . . ?
C13 C12 H12A 109.9 . . ?
C11 C12 H12A 109.9 . . ?
C13 C12 H12B 109.9 . . ?
C11 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
N14 C13 C12 109.3(2) . . ?
N14 C13 H13A 109.8 . . ?
C12 C13 H13A 109.8 . . ?
N14 C13 H13B 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
C23 N14 C15 123.0(2) . . ?
C23 N14 C13 118.58(19) . . ?
C15 N14 C13 118.4(2) . . ?
C16 C15 N14 120.1(2) . . ?
C16 C15 H15 120.0 . . ?
N14 C15 H15 120.0 . . ?
C15 C16 C17 120.4(2) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C18 122.6(2) . . ?
C16 C17 C22 118.4(2) . . ?
C18 C17 C22 119.0(2) . . ?
C19 C18 C17 120.5(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 120.8(2) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C21 C20 C19 119.8(2) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.5(2) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C21 C22 C17 119.2(2) . . ?
C21 C22 C23 122.3(2) . . ?
C17 C22 C23 118.4(2) . . ?
N14 C23 C22 118.3(2) . . ?
N14 C23 C24 117.29(19) . . ?
C22 C23 C24 124.38(19) . . ?
C11 C24 C25 119.8(2) . . ?
C11 C24 C23 117.3(2) . . ?
C25 C24 C23 122.8(2) . . ?
C8 C25 C24 119.7(2) . . ?
C8 C25 C26 117.9(2) . . ?
C24 C25 C26 121.78(19) . . ?
N5 C26 C1 118.3(2) . . ?
N5 C26 C25 118.8(2) . . ?
C1 C26 C25 122.8(2) . . ?
C2 C27 H27A 109.5 . . ?
C2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C9 C28 H28A 109.5 . . ?
C9 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C9 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C10 C29 H29A 109.5 . . ?
C10 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C10 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N1S C1S H1A 109.5 . . ?
N1S C1S H1B 109.5 . . ?
H1A C1S H1B 109.5 . . ?
N1S C1S H1C 109.5 . . ?
H1A C1S H1C 109.5 . . ?
H1B C1S H1C 109.5 . . ?
O1S N1S O2S 122.2(3) . . ?
O1S N1S C1S 120.1(3) . . ?
O2S N1S C1S 117.6(3) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.730
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.059
#===END
