# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_1_Cl3_I3
_database_code_depnum_ccdc_archive 'CCDC 1481996'
_audit_update_record             
;
2016-05-26 deposited with the CCDC.
2016-06-17 downloaded from the CCDC.
;
_audit_creation_date             2014-11-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C68 H104 N4 O8, 1.5(C4 H8 O2), I3, O, 3(Cl)'
_chemical_formula_sum            'C74 H116 Cl3 I3 N4 O12'
_chemical_formula_weight         1740.75
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.0439(8)
_cell_length_b                   13.1940(5)
_cell_length_c                   25.6543(10)
_cell_angle_alpha                102.364(3)
_cell_angle_beta                 93.086(5)
_cell_angle_gamma                90.337(4)
_cell_volume                     3975.7(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6132
_cell_measurement_temperature    100.0(10)
_cell_measurement_theta_max      72.9440
_cell_measurement_theta_min      3.4960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    10.659
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.986
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1788
_exptl_crystal_size_max          0.1175
_exptl_crystal_size_mid          0.0574
_exptl_crystal_size_min          0.0311
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0757
_diffrn_reflns_av_unetI/netI     0.1181
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            27119
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.750
_diffrn_reflns_theta_max         66.749
_diffrn_reflns_theta_min         3.430
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -119.00   -1.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  -19.0000   90.0000 118

#__ type_ start__ end____ width___ exp.time_
  2 omega  -92.00  -43.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  125.0000   90.0000 49

#__ type_ start__ end____ width___ exp.time_
  3 omega  -39.00  -12.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513   37.0000   60.0000 27

#__ type_ start__ end____ width___ exp.time_
  4 omega  -38.00   33.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513   37.0000  -90.0000 71

#__ type_ start__ end____ width___ exp.time_
  5 omega  -95.00  -21.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  125.0000  -60.0000 74

#__ type_ start__ end____ width___ exp.time_
  6 omega  -10.00   29.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513   37.0000   60.0000 39

#__ type_ start__ end____ width___ exp.time_
  7 omega   38.00   82.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000  -60.0000 44

#__ type_ start__ end____ width___ exp.time_
  8 omega   30.00   91.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000   60.0000 61

#__ type_ start__ end____ width___ exp.time_
  9 omega   53.00  139.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818   15.0000  120.0000 86

#__ type_ start__ end____ width___ exp.time_
 10 omega   29.00   87.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000 -180.0000 58

#__ type_ start__ end____ width___ exp.time_
 11 omega   22.00  104.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -94.0000   90.0000 82

#__ type_ start__ end____ width___ exp.time_
 12 omega   96.00  124.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  125.0000  150.0000 28

#__ type_ start__ end____ width___ exp.time_
 13 omega  136.00  174.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  125.0000  150.0000 38

#__ type_ start__ end____ width___ exp.time_
 14 omega   29.00   75.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000 -120.0000 46

#__ type_ start__ end____ width___ exp.time_
 15 omega   49.00   84.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -94.0000  150.0000 35

#__ type_ start__ end____ width___ exp.time_
 16 omega   58.00  116.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818 -125.0000 -120.0000 58

#__ type_ start__ end____ width___ exp.time_
 17 omega  141.00  177.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818   15.0000  120.0000 36

#__ type_ start__ end____ width___ exp.time_
 18 omega  104.00  157.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818   45.0000  -30.0000 53

#__ type_ start__ end____ width___ exp.time_
 19 omega   93.00  120.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818 -125.0000   30.0000 27

#__ type_ start__ end____ width___ exp.time_
 20 omega   35.00   91.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000  120.0000 56

#__ type_ start__ end____ width___ exp.time_
 21 omega   41.00  132.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -77.0000 -120.0000 91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0412270000
_diffrn_orient_matrix_UB_12      -0.0817035000
_diffrn_orient_matrix_UB_13      -0.0497402000
_diffrn_orient_matrix_UB_21      -0.0412711000
_diffrn_orient_matrix_UB_22      -0.0698063000
_diffrn_orient_matrix_UB_23      0.0362830000
_diffrn_orient_matrix_UB_31      -0.1140667000
_diffrn_orient_matrix_UB_32      0.0523905000
_diffrn_orient_matrix_UB_33      0.0009495000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8023
_reflns_number_total             14100
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_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    ?
_refine_diff_density_max         1.679
_refine_diff_density_min         -2.318
_refine_diff_density_rms         0.140
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     895
_refine_ls_number_reflns         14100
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.1396
_refine_ls_R_factor_gt           0.0909
_refine_ls_restrained_S_all      1.030
_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)+(0.1115P)²+20.3582P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2347
_refine_ls_wR_factor_ref         0.2850
_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,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H5-O4
 1.86 with sigma of 0.02
 H4-Cl2
 2.29 with sigma of 0.02
 C59-C60 \\sim C60-C61 \\sim C61-C62 \\sim C62-C63 \\sim C63-C64 \\sim C64-C59
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C62 \\sim C63: within 1.7A with sigma of 0.02 and sigma for terminal atoms of
0.04
Uanis(C27) \\sim Ueq, Uanis(C44) \\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(O12B)
\\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
4. Others
 Fixed Sof: O12C(0.2) O12A(0.55) O12B(0.25)
5.a Ternary CH refined with riding coordinates:
 C8(H8), C14(H14), C25(H25), C31(H31), C42(H42), C48(H48), C59(H59), C65(H65)
5.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C15(H15A,H15B), C16(H16A,H16B), C24(H24A,H24B), C26(H26A,H26B),
  C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C32(H32A,
 H32B), C33(H33A,H33B), C41(H41A,H41B), C43(H43A,H43B), C44(H44A,H44B),
 C45(H45A,H45B), C46(H46A,H46B), C47(H47A,H47B), C49(H49A,H49B), C50(H50A,H50B),
  C58(H58A,H58B), C60(H60A,H60B), C61(H61A,H61B), C62(H62A,H62B), C63(H63A,
 H63B), C64(H64A,H64B), C66(H66A,H66B), C67(H67A,H67B), N1(H1A,H1B), N2(H2A,
 H2B), N3(H3A,H3B), N4(H4A,H4B), C69(H69A,H69B), C70(H70A,H70B), C71(H71A,H71B),
  C72(H72A,H72B), C73(H73A,H73B), C74(H74A,H74B)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C23(H23), C40(H40), C57(H57)
5.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C34(H34A,H34B,H34C), C51(H51A,H51B,H51C), C68(H68A,H68B,
 H68C)
5.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2), O3(H3), O4(H4), O5(H5), O6(H6A), O7(H7), O8(H8A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4113(8) 1.1819(7) 0.1496(4) 0.037(2) Uani 1 1 d . . . . .
C2 C 0.4518(10) 1.2489(8) 0.1212(4) 0.046(3) Uani 1 1 d . . . . .
C3 C 0.5585(10) 1.2904(8) 0.1309(4) 0.048(3) Uani 1 1 d . . . . .
C4 C 0.6266(9) 1.2642(8) 0.1714(4) 0.047(3) Uani 1 1 d . . . . .
C5 C 0.5877(9) 1.2003(8) 0.2036(4) 0.043(2) Uani 1 1 d . . . . .
C6 C 0.4773(9) 1.1596(7) 0.1911(4) 0.042(2) Uani 1 1 d . . . . .
H6 H 0.4482 1.1156 0.2121 0.050 Uiso 1 1 calc R . . . .
C7 C 0.6035(10) 1.3635(9) 0.0991(4) 0.051(3) Uani 1 1 d . . . . .
H7A H 0.5428 1.4073 0.0892 0.061 Uiso 1 1 calc R . . . .
H7B H 0.6611 1.4097 0.1212 0.061 Uiso 1 1 calc R . . . .
C8 C 0.6884(11) 1.3723(9) 0.0134(4) 0.054(3) Uani 1 1 d . . . . .
H8 H 0.6239 1.4135 0.0039 0.064 Uiso 1 1 calc R . . . .
C9 C 0.7293(12) 1.3032(9) -0.0377(4) 0.058(3) Uani 1 1 d . . . . .
H9A H 0.7950 1.2642 -0.0287 0.070 Uiso 1 1 calc R . . . .
H9B H 0.6701 1.2526 -0.0546 0.070 Uiso 1 1 calc R . . . .
C10 C 0.7599(14) 1.3701(11) -0.0760(5) 0.073(4) Uani 1 1 d . . . . .
H10A H 0.6937 1.4080 -0.0855 0.088 Uiso 1 1 calc R . . . .
H10B H 0.7854 1.3257 -0.1092 0.088 Uiso 1 1 calc R . . . .
C11 C 0.8536(15) 1.4486(12) -0.0496(6) 0.089(5) Uani 1 1 d . . . . .
H11A H 0.9217 1.4105 -0.0430 0.107 Uiso 1 1 calc R . . . .
H11B H 0.8711 1.4943 -0.0742 0.107 Uiso 1 1 calc R . . . .
C12 C 0.8186(14) 1.5134(10) 0.0022(6) 0.082(5) Uani 1 1 d . . . . .
H12A H 0.7553 1.5567 -0.0052 0.099 Uiso 1 1 calc R . . . .
H12B H 0.8809 1.5605 0.0190 0.099 Uiso 1 1 calc R . . . .
C13 C 0.7846(13) 1.4477(10) 0.0410(5) 0.067(4) Uani 1 1 d . . . . .
H13A H 0.7594 1.4929 0.0740 0.081 Uiso 1 1 calc R . . . .
H13B H 0.8488 1.4076 0.0508 0.081 Uiso 1 1 calc R . . . .
C14 C 0.6595(9) 1.1750(8) 0.2487(4) 0.046(2) Uani 1 1 d . . . . .
H14 H 0.7367 1.1986 0.2440 0.056 Uiso 1 1 calc R . . . .
C15 C 0.6659(10) 1.0584(8) 0.2480(5) 0.050(3) Uani 1 1 d . . . . .
H15A H 0.7101 1.0484 0.2802 0.061 Uiso 1 1 calc R . . . .
H15B H 0.5901 1.0300 0.2493 0.061 Uiso 1 1 calc R . . . .
C16 C 0.7190(11) 0.9998(9) 0.1982(5) 0.061(3) Uani 1 1 d . . . . .
H16A H 0.7113 0.9244 0.1966 0.073 Uiso 1 1 calc R . . . .
H16B H 0.6775 1.0148 0.1664 0.073 Uiso 1 1 calc R . . . .
C17 C 0.8402(12) 1.0260(13) 0.1953(9) 0.102(7) Uani 1 1 d . . . . .
H17A H 0.8553 1.0290 0.1585 0.153 Uiso 1 1 calc GR . . . .
H17B H 0.8860 0.9726 0.2066 0.153 Uiso 1 1 calc GR . . . .
H17C H 0.8581 1.0935 0.2190 0.153 Uiso 1 1 calc GR . . . .
C18 C 0.6255(8) 1.2383(7) 0.3029(4) 0.037(2) Uani 1 1 d . . . . .
C19 C 0.6656(8) 1.3401(7) 0.3194(4) 0.038(2) Uani 1 1 d . . . . .
C20 C 0.6372(8) 1.4008(7) 0.3693(4) 0.039(2) Uani 1 1 d . . . . .
C21 C 0.5620(9) 1.3622(8) 0.3992(4) 0.043(2) Uani 1 1 d . . . . .
C22 C 0.5180(8) 1.2612(7) 0.3834(4) 0.036(2) Uani 1 1 d . . . . .
C23 C 0.5531(9) 1.2011(8) 0.3345(4) 0.041(2) Uani 1 1 d . . . . .
H23 H 0.5253 1.1319 0.3230 0.049 Uiso 1 1 calc R . . . .
C24 C 0.6870(9) 1.5099(8) 0.3865(5) 0.048(3) Uani 1 1 d . . . . .
H24A H 0.6821 1.5351 0.4256 0.058 Uiso 1 1 calc R . . . .
H24B H 0.7665 1.5093 0.3784 0.058 Uiso 1 1 calc R . . . .
C25 C 0.6909(10) 1.6778(8) 0.3569(5) 0.050(3) Uani 1 1 d . . . . .
H25 H 0.7647 1.6588 0.3419 0.060 Uiso 1 1 calc R . . . .
C26 C 0.6251(16) 1.7347(11) 0.3207(8) 0.100(6) Uani 1 1 d . . . . .
H26A H 0.5500 1.7493 0.3341 0.120 Uiso 1 1 calc R . . . .
H26B H 0.6163 1.6902 0.2843 0.120 Uiso 1 1 calc R . . . .
C27 C 0.6841(16) 1.8379(12) 0.3181(7) 0.093(5) Uani 1 1 d . U . . .
H27A H 0.7583 1.8239 0.3036 0.111 Uiso 1 1 calc R . . . .
H27B H 0.6399 1.8745 0.2945 0.111 Uiso 1 1 calc R . . . .
C28 C 0.6961(13) 1.9042(10) 0.3741(8) 0.088(5) Uani 1 1 d . . . . .
H28A H 0.7339 1.9707 0.3735 0.106 Uiso 1 1 calc R . . . .
H28B H 0.6216 1.9197 0.3881 0.106 Uiso 1 1 calc R . . . .
C29 C 0.7626(14) 1.8477(10) 0.4097(6) 0.083(5) Uani 1 1 d . . . . .
H29A H 0.7707 1.8919 0.4461 0.100 Uiso 1 1 calc R . . . .
H29B H 0.8379 1.8352 0.3962 0.100 Uiso 1 1 calc R . . . .
C30 C 0.7086(12) 1.7439(9) 0.4125(5) 0.063(3) Uani 1 1 d . . . . .
H30A H 0.7572 1.7076 0.4346 0.076 Uiso 1 1 calc R . . . .
H30B H 0.6364 1.7561 0.4292 0.076 Uiso 1 1 calc R . . . .
C31 C 0.4356(9) 1.2204(7) 0.4164(4) 0.041(2) Uani 1 1 d . . . . .
H31 H 0.4558 1.2537 0.4546 0.049 Uiso 1 1 calc R . . . .
C32 C 0.4424(10) 1.1023(8) 0.4120(4) 0.045(2) Uani 1 1 d . . . . .
H32A H 0.4216 1.0664 0.3747 0.054 Uiso 1 1 calc R . . . .
H32B H 0.5203 1.0846 0.4202 0.054 Uiso 1 1 calc R . . . .
C33 C 0.3670(12) 1.0619(9) 0.4495(5) 0.061(3) Uani 1 1 d . . . . .
H33A H 0.3869 1.0978 0.4869 0.074 Uiso 1 1 calc R . . . .
H33B H 0.2887 1.0777 0.4410 0.074 Uiso 1 1 calc R . . . .
C34 C 0.3784(14) 0.9458(10) 0.4442(5) 0.073(4) Uani 1 1 d . . . . .
H34A H 0.3615 0.9104 0.4069 0.110 Uiso 1 1 calc GR . . . .
H34B H 0.3263 0.9214 0.4671 0.110 Uiso 1 1 calc GR . . . .
H34C H 0.4546 0.9305 0.4551 0.110 Uiso 1 1 calc GR . . . .
C35 C 0.3186(9) 1.2557(8) 0.4042(4) 0.042(2) Uani 1 1 d . . . . .
C36 C 0.2707(9) 1.3448(8) 0.4347(4) 0.040(2) Uani 1 1 d . . . . .
C37 C 0.1658(10) 1.3781(8) 0.4228(4) 0.049(3) Uani 1 1 d . . . . .
C38 C 0.1013(9) 1.3179(8) 0.3787(4) 0.043(2) Uani 1 1 d . . . . .
C39 C 0.1437(9) 1.2275(7) 0.3483(4) 0.039(2) Uani 1 1 d . . . . .
C40 C 0.2528(9) 1.1996(8) 0.3605(4) 0.042(2) Uani 1 1 d . . . . .
H40 H 0.2833 1.1404 0.3384 0.050 Uiso 1 1 calc R . . . .
C41 C 0.1203(10) 1.4735(9) 0.4558(5) 0.054(3) Uani 1 1 d . . . . .
H41A H 0.1402 1.4756 0.4939 0.065 Uiso 1 1 calc R . . . .
H41B H 0.0382 1.4708 0.4508 0.065 Uiso 1 1 calc R . . . .
C42 C 0.1235(13) 1.6706(10) 0.4779(5) 0.066(3) Uani 1 1 d . . . . .
H42 H 0.0421 1.6627 0.4823 0.079 Uiso 1 1 calc R . . . .
C43 C 0.1832(13) 1.6870(11) 0.5319(5) 0.069(4) Uani 1 1 d . . . . .
H43A H 0.2645 1.6919 0.5285 0.083 Uiso 1 1 calc R . . . .
H43B H 0.1678 1.6280 0.5489 0.083 Uiso 1 1 calc R . . . .
C44 C 0.1404(17) 1.7911(13) 0.5672(6) 0.094(5) Uani 1 1 d . U . . .
H44A H 0.0610 1.7825 0.5737 0.113 Uiso 1 1 calc R . . . .
H44B H 0.1829 1.8066 0.6021 0.113 Uiso 1 1 calc R . . . .
C45 C 0.1535(18) 1.8780(14) 0.5404(7) 0.100(6) Uani 1 1 d . U . . .
H45A H 0.2335 1.8891 0.5360 0.120 Uiso 1 1 calc R . . . .
H45B H 0.1257 1.9419 0.5633 0.120 Uiso 1 1 calc R . . . .
C46 C 0.0929(19) 1.8595(14) 0.4875(9) 0.109(6) Uani 1 1 d . . . . .
H46A H 0.1030 1.9199 0.4709 0.130 Uiso 1 1 calc R . . . .
H46B H 0.0124 1.8499 0.4914 0.130 Uiso 1 1 calc R . . . .
C47 C 0.1405(14) 1.7588(12) 0.4512(6) 0.079(4) Uani 1 1 d . . . . .
H47A H 0.1011 1.7443 0.4154 0.095 Uiso 1 1 calc R . . . .
H47B H 0.2207 1.7687 0.4467 0.095 Uiso 1 1 calc R . . . .
C48 C 0.0732(10) 1.1622(8) 0.3008(4) 0.045(2) Uani 1 1 d . . . . .
H48 H -0.0066 1.1782 0.3072 0.054 Uiso 1 1 calc R . . . .
C49 C 0.0868(11) 1.0452(8) 0.2966(4) 0.049(3) Uani 1 1 d . . . . .
H49A H 0.0502 1.0074 0.2624 0.059 Uiso 1 1 calc R . . . .
H49B H 0.1669 1.0290 0.2960 0.059 Uiso 1 1 calc R . . . .
C50 C 0.0375(12) 1.0067(9) 0.3425(5) 0.059(3) Uani 1 1 d . . . . .
H50A H 0.0730 1.0452 0.3768 0.071 Uiso 1 1 calc R . . . .
H50B H -0.0431 1.0212 0.3427 0.071 Uiso 1 1 calc R . . . .
C51 C 0.0540(13) 0.8929(11) 0.3379(7) 0.079(4) Uani 1 1 d . . . . .
H51A H 0.0142 0.8543 0.3053 0.119 Uiso 1 1 calc GR . . . .
H51B H 0.0250 0.8720 0.3691 0.119 Uiso 1 1 calc GR . . . .
H51C H 0.1335 0.8780 0.3363 0.119 Uiso 1 1 calc GR . . . .
C52 C 0.0998(9) 1.1967(7) 0.2502(4) 0.039(2) Uani 1 1 d . . . . .
C53 C 0.0414(8) 1.2753(8) 0.2331(4) 0.041(2) Uani 1 1 d . . . . .
C54 C 0.0644(9) 1.3123(8) 0.1886(4) 0.043(2) Uani 1 1 d . . . . .
C55 C 0.1501(9) 1.2658(8) 0.1574(4) 0.044(2) Uani 1 1 d . . . . .
C56 C 0.2082(9) 1.1836(7) 0.1709(4) 0.039(2) Uani 1 1 d . . . . .
C57 C 0.1850(8) 1.1528(7) 0.2184(4) 0.037(2) Uani 1 1 d . . . . .
H57 H 0.2287 1.1004 0.2292 0.045 Uiso 1 1 calc R . . . .
C58 C 0.0030(10) 1.4007(8) 0.1754(5) 0.054(3) Uani 1 1 d . . . . .
H58A H -0.0776 1.3837 0.1707 0.064 Uiso 1 1 calc R . . . .
H58B H 0.0279 1.4152 0.1416 0.064 Uiso 1 1 calc R . . . .
C59 C -0.0219(11) 1.5970(10) 0.2147(7) 0.083(5) Uani 1 1 d . . . . .
H59 H -0.0087 1.6451 0.2503 0.100 Uiso 1 1 calc R . . . .
C60 C -0.1438(11) 1.5913(11) 0.2042(6) 0.071(4) Uani 1 1 d . . . . .
H60A H -0.1784 1.5718 0.2348 0.085 Uiso 1 1 calc R . . . .
H60B H -0.1621 1.5358 0.1722 0.085 Uiso 1 1 calc R . . . .
C61 C -0.1930(17) 1.6896(14) 0.1954(9) 0.115(7) Uani 1 1 d . . . . .
H61A H -0.2721 1.6776 0.1828 0.138 Uiso 1 1 calc R . . . .
H61B H -0.1893 1.7421 0.2294 0.138 Uiso 1 1 calc R . . . .
C62 C -0.1314(13) 1.7276(12) 0.1555(7) 0.090(5) Uani 1 1 d . . . . .
H62A H -0.1647 1.7932 0.1499 0.108 Uiso 1 1 calc R . . . .
H62B H -0.1395 1.6763 0.1211 0.108 Uiso 1 1 calc R . . . .
C63 C -0.0094(14) 1.7466(13) 0.1712(9) 0.106(5) Uani 1 1 d . . . . .
H63A H 0.0285 1.7730 0.1434 0.127 Uiso 1 1 calc R . . . .
H63B H 0.0008 1.7983 0.2054 0.127 Uiso 1 1 calc R . . . .
C64 C 0.0375(15) 1.6441(14) 0.1771(10) 0.112(8) Uani 1 1 d . . . . .
H64A H 0.0339 1.5959 0.1417 0.135 Uiso 1 1 calc R . . . .
H64B H 0.1168 1.6542 0.1897 0.135 Uiso 1 1 calc R . . . .
C65 C 0.2948(9) 1.1279(8) 0.1356(4) 0.041(2) Uani 1 1 d . . . . .
H65 H 0.2725 1.1354 0.0985 0.049 Uiso 1 1 calc R . . . .
C66 C 0.2994(10) 1.0111(8) 0.1333(4) 0.046(2) Uani 1 1 d . . . . .
H66A H 0.3242 0.9997 0.1690 0.056 Uiso 1 1 calc R . . . .
H66B H 0.3550 0.9800 0.1078 0.056 Uiso 1 1 calc R . . . .
C67 C 0.1865(11) 0.9562(9) 0.1161(5) 0.062(3) Uani 1 1 d . . . . .
H67A H 0.1959 0.8807 0.1134 0.074 Uiso 1 1 calc R . . . .
H67B H 0.1342 0.9806 0.1445 0.074 Uiso 1 1 calc R . . . .
C68 C 0.1344(16) 0.9727(14) 0.0636(7) 0.096(6) Uani 1 1 d . . . . .
H68A H 0.1897 0.9600 0.0364 0.145 Uiso 1 1 calc GR . . . .
H68B H 0.1087 1.0442 0.0682 0.145 Uiso 1 1 calc GR . . . .
H68C H 0.0711 0.9245 0.0523 0.145 Uiso 1 1 calc GR . . . .
N1 N 0.6524(8) 1.3052(7) 0.0500(4) 0.049(2) Uani 1 1 d . . . . .
H1A H 0.5968 1.2534 0.0302 0.059 Uiso 1 1 calc R . . . .
H1B H 0.7174 1.2669 0.0603 0.059 Uiso 1 1 calc R . . . .
N2 N 0.6255(8) 1.5795(7) 0.3577(4) 0.051(2) Uani 1 1 d . . . . .
H2A H 0.5547 1.5984 0.3749 0.062 Uiso 1 1 calc R . . . .
H2B H 0.6072 1.5419 0.3205 0.062 Uiso 1 1 calc R . . . .
N3 N 0.1633(9) 1.5711(7) 0.4417(4) 0.054(2) Uani 1 1 d . . . . .
H3A H 0.1389 1.5711 0.4042 0.065 Uiso 1 1 calc R . . . .
H3B H 0.2456 1.5711 0.4441 0.065 Uiso 1 1 calc R . . . .
N4 N 0.0244(8) 1.4963(7) 0.2209(5) 0.057(3) Uani 1 1 d . . . . .
H4A H -0.0048 1.4802 0.2536 0.069 Uiso 1 1 calc R . . . .
H4B H 0.1059 1.5059 0.2274 0.069 Uiso 1 1 calc R . . . .
O1 O 0.3895(7) 1.2812(6) 0.0810(3) 0.0543(19) Uani 1 1 d . . . . .
H1 H 0.3218 1.2806 0.0873 0.081 Uiso 1 1 calc GR . . . .
O2 O 0.7339(7) 1.3058(6) 0.1822(3) 0.056(2) Uani 1 1 d . . . . .
H2 H 0.7793 1.2631 0.1667 0.084 Uiso 1 1 calc GR . . . .
O3 O 0.7337(6) 1.3898(5) 0.2919(3) 0.0453(17) Uani 1 1 d . . . . .
H3 H 0.7229 1.3653 0.2590 0.068 Uiso 1 1 calc GR . . . .
O4 O 0.5322(7) 1.4209(5) 0.4474(3) 0.0502(18) Uani 1 1 d D . . . .
H4 H 0.5040 1.4764 0.4426 0.075 Uiso 1 1 calc DGR . . . .
O5 O 0.3235(6) 1.4066(6) 0.4783(3) 0.053(2) Uani 1 1 d . . . . .
H5 H 0.3919 1.4091 0.4737 0.079 Uiso 1 1 calc DGR . . . .
O6 O -0.0053(6) 1.3477(6) 0.3658(3) 0.0506(18) Uani 1 1 d . . . . .
H6A H -0.0044 1.4110 0.3649 0.076 Uiso 1 1 calc GR . . . .
O7 O -0.0509(6) 1.3213(6) 0.2589(3) 0.0534(19) Uani 1 1 d . . . . .
H7 H -0.0399 1.3280 0.2921 0.080 Uiso 1 1 calc GR . . . .
O8 O 0.1808(7) 1.3031(6) 0.1135(3) 0.056(2) Uani 1 1 d . . . . .
H8A H 0.1305 1.2886 0.0889 0.084 Uiso 1 1 calc GR . . . .
C69 C 0.4448(12) 1.5142(11) 0.2210(6) 0.070(4) Uani 1 1 d . . . . .
H69A H 0.4356 1.4549 0.1900 0.084 Uiso 1 1 calc R . . . .
H69B H 0.5020 1.5622 0.2132 0.084 Uiso 1 1 calc R . . . .
C70 C 0.3381(12) 1.5685(11) 0.2297(7) 0.071(4) Uani 1 1 d . . . . .
H70A H 0.3497 1.6311 0.2587 0.086 Uiso 1 1 calc R . . . .
H70B H 0.3130 1.5914 0.1967 0.086 Uiso 1 1 calc R . . . .
C71 C 0.2895(12) 1.4643(11) 0.2894(6) 0.069(4) Uani 1 1 d . . . . .
H71A H 0.2323 1.4164 0.2973 0.083 Uiso 1 1 calc R . . . .
H71B H 0.3008 1.5224 0.3209 0.083 Uiso 1 1 calc R . . . .
C72 C 0.3960(11) 1.4084(11) 0.2787(7) 0.071(4) Uani 1 1 d . . . . .
H72A H 0.4211 1.3807 0.3102 0.086 Uiso 1 1 calc R . . . .
H72B H 0.3841 1.3493 0.2478 0.086 Uiso 1 1 calc R . . . .
O9 O 0.4798(7) 1.4777(7) 0.2676(4) 0.063(2) Uani 1 1 d . . . . .
O10 O 0.2527(7) 1.5037(7) 0.2435(5) 0.071(3) Uani 1 1 d . . . . .
I1 I 0.36996(8) 1.89027(6) 0.26702(3) 0.0597(2) Uani 1 1 d . . . . .
I2 I 0.47583(7) 1.78296(5) 0.17251(3) 0.0530(2) Uani 1 1 d . . . . .
I3 I 0.57869(9) 1.66927(8) 0.07750(4) 0.0767(3) Uani 1 1 d . . . . .
C73 C 0.4319(13) 1.0758(11) -0.0126(7) 0.076(4) Uani 1 1 d . . . . .
H73A H 0.4068 1.1210 -0.0370 0.091 Uiso 1 1 calc R . . . .
H73B H 0.3844 1.0893 0.0184 0.091 Uiso 1 1 calc R . . . .
C74 C 0.5825(15) 1.0349(11) 0.0410(5) 0.075(4) Uani 1 1 d . . . . .
H74A H 0.5395 1.0480 0.0735 0.090 Uiso 1 1 calc R . . . .
H74B H 0.6619 1.0503 0.0520 0.090 Uiso 1 1 calc R . . . .
O11 O 0.5436(9) 1.1017(7) 0.0055(4) 0.070(3) Uani 1 1 d . . . . .
O12C O 0.156(3) 1.095(3) -0.042(2) 0.072(15) Uani 0.2 1 d . . P A 3
O12A O 0.0439(12) 1.2678(16) 0.0327(5) 0.066(5) Uani 0.55 1 d . . P B 1
O12B O 0.095(3) 1.222(3) -0.0076(15) 0.071(11) Uani 0.25 1 d . U P C 2
Cl2 Cl 0.4201(3) 1.6252(3) 0.42726(16) 0.0753(10) Uani 1 1 d D . . . .
Cl3 Cl -0.0103(3) 1.5630(2) 0.34795(15) 0.0678(8) Uani 1 1 d . . . . .
Cl1 Cl 0.8547(3) 1.1874(4) 0.08777(15) 0.0862(11) 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 C2 1.363(14) . ?
C1 C6 1.378(15) . ?
C1 C65 1.559(14) . ?
C2 C3 1.383(16) . ?
C2 O1 1.386(14) . ?
C3 C4 1.393(17) . ?
C3 C7 1.506(14) . ?
C4 C5 1.396(15) . ?
C4 O2 1.392(13) . ?
C5 C6 1.426(15) . ?
C5 C14 1.501(16) . ?
C7 N1 1.481(14) . ?
C8 C9 1.534(15) . ?
C8 C13 1.558(16) . ?
C8 N1 1.499(14) . ?
C9 C10 1.512(17) . ?
C10 C11 1.55(2) . ?
C11 C12 1.500(19) . ?
C12 C13 1.524(19) . ?
C14 C15 1.537(15) . ?
C14 C18 1.538(14) . ?
C15 C16 1.521(16) . ?
C16 C17 1.508(19) . ?
C18 C19 1.394(13) . ?
C18 C23 1.379(14) . ?
C19 C20 1.419(14) . ?
C19 O3 1.361(12) . ?
C20 C21 1.380(14) . ?
C20 C24 1.522(12) . ?
C21 C22 1.399(13) . ?
C21 O4 1.377(12) . ?
C22 C23 1.420(14) . ?
C22 C31 1.508(13) . ?
C24 N2 1.476(15) . ?
C25 C26 1.51(2) . ?
C25 C30 1.506(17) . ?
C25 N2 1.517(13) . ?
C26 C27 1.548(19) . ?
C27 C28 1.51(3) . ?
C28 C29 1.50(2) . ?
C29 C30 1.529(15) . ?
C31 C32 1.541(13) . ?
C31 C35 1.524(16) . ?
C32 C33 1.531(15) . ?
C33 C34 1.516(17) . ?
C35 C36 1.411(15) . ?
C35 C40 1.404(14) . ?
C36 C37 1.380(16) . ?
C36 O5 1.359(12) . ?
C37 C38 1.424(15) . ?
C37 C41 1.483(15) . ?
C38 C39 1.394(14) . ?
C38 O6 1.389(13) . ?
C39 C40 1.404(15) . ?
C39 C48 1.543(14) . ?
C41 N3 1.507(14) . ?
C42 C43 1.50(2) . ?
C42 C47 1.49(2) . ?
C42 N3 1.533(15) . ?
C43 C44 1.58(2) . ?
C44 C45 1.47(2) . ?
C45 C46 1.48(3) . ?
C46 C47 1.58(2) . ?
C48 C49 1.535(14) . ?
C48 C52 1.512(14) . ?
C49 C50 1.524(15) . ?
C50 C51 1.496(18) . ?
C52 C53 1.390(15) . ?
C52 C57 1.397(14) . ?
C53 C54 1.374(15) . ?
C53 O7 1.400(12) . ?
C54 C55 1.404(15) . ?
C54 C58 1.475(15) . ?
C55 C56 1.390(15) . ?
C55 O8 1.388(13) . ?
C56 C57 1.405(14) . ?
C56 C65 1.509(14) . ?
C58 N4 1.534(15) . ?
C59 C60 1.477(13) . ?
C59 C64 1.467(14) . ?
C59 N4 1.480(15) . ?
C60 C61 1.484(13) . ?
C61 C62 1.465(14) . ?
C62 C63 1.508(14) . ?
C63 C64 1.503(14) . ?
C65 C66 1.531(14) . ?
C66 C67 1.536(16) . ?
C67 C68 1.51(2) . ?
C69 C70 1.48(2) . ?
C69 O9 1.427(17) . ?
C70 O10 1.439(15) . ?
C71 C72 1.49(2) . ?
C71 O10 1.435(16) . ?
C72 O9 1.438(15) . ?
I1 I2 2.8972(11) . ?
I2 I3 2.9167(12) . ?
C73 C74 1.491(19) 2_675 ?
C73 O11 1.415(17) . ?
C74 C73 1.491(19) 2_675 ?
C74 O11 1.459(17) . ?

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
C2 C1 C6 118.4(9) . . ?
C2 C1 C65 122.2(10) . . ?
C6 C1 C65 119.4(9) . . ?
C1 C2 C3 122.2(10) . . ?
C1 C2 O1 122.8(10) . . ?
C3 C2 O1 115.0(9) . . ?
C2 C3 C4 119.1(9) . . ?
C2 C3 C7 122.1(11) . . ?
C4 C3 C7 118.8(10) . . ?
C3 C4 C5 121.3(10) . . ?
O2 C4 C3 120.1(10) . . ?
O2 C4 C5 118.6(11) . . ?
C4 C5 C6 116.5(10) . . ?
C4 C5 C14 121.5(10) . . ?
C6 C5 C14 122.0(9) . . ?
C1 C6 C5 122.3(9) . . ?
N1 C7 C3 110.8(9) . . ?
C9 C8 C13 109.0(10) . . ?
N1 C8 C9 109.2(9) . . ?
N1 C8 C13 110.5(10) . . ?
C10 C9 C8 109.5(10) . . ?
C9 C10 C11 109.8(12) . . ?
C12 C11 C10 110.6(12) . . ?
C11 C12 C13 112.4(12) . . ?
C12 C13 C8 108.4(11) . . ?
C5 C14 C15 114.2(9) . . ?
C5 C14 C18 110.9(9) . . ?
C15 C14 C18 112.1(9) . . ?
C16 C15 C14 111.3(10) . . ?
C17 C16 C15 114.5(11) . . ?
C19 C18 C14 118.2(9) . . ?
C23 C18 C14 123.2(9) . . ?
C23 C18 C19 118.5(9) . . ?
C18 C19 C20 119.9(9) . . ?
O3 C19 C18 125.9(9) . . ?
O3 C19 C20 114.2(8) . . ?
C19 C20 C24 117.8(9) . . ?
C21 C20 C19 119.8(8) . . ?
C21 C20 C24 122.2(9) . . ?
C20 C21 C22 121.7(9) . . ?
O4 C21 C20 120.5(8) . . ?
O4 C21 C22 117.7(9) . . ?
C21 C22 C23 116.6(9) . . ?
C21 C22 C31 121.1(9) . . ?
C23 C22 C31 122.3(8) . . ?
C18 C23 C22 123.2(9) . . ?
N2 C24 C20 109.1(9) . . ?
C26 C25 N2 107.0(10) . . ?
C30 C25 C26 111.1(12) . . ?
C30 C25 N2 110.9(10) . . ?
C25 C26 C27 111.0(12) . . ?
C28 C27 C26 108.3(15) . . ?
C29 C28 C27 109.6(13) . . ?
C28 C29 C30 112.5(13) . . ?
C25 C30 C29 109.6(11) . . ?
C22 C31 C32 113.1(8) . . ?
C22 C31 C35 110.6(8) . . ?
C35 C31 C32 113.1(8) . . ?
C33 C32 C31 113.4(9) . . ?
C34 C33 C32 111.2(11) . . ?
C36 C35 C31 123.2(9) . . ?
C40 C35 C31 120.4(9) . . ?
C40 C35 C36 116.4(10) . . ?
C37 C36 C35 123.1(9) . . ?
O5 C36 C35 123.4(10) . . ?
O5 C36 C37 113.4(9) . . ?
C36 C37 C38 118.5(9) . . ?
C36 C37 C41 120.8(10) . . ?
C38 C37 C41 120.6(11) . . ?
C39 C38 C37 120.5(10) . . ?
O6 C38 C37 120.5(9) . . ?
O6 C38 C39 119.1(9) . . ?
C38 C39 C40 118.8(9) . . ?
C38 C39 C48 120.3(10) . . ?
C40 C39 C48 120.9(9) . . ?
C39 C40 C35 122.6(10) . . ?
C37 C41 N3 112.7(9) . . ?
C43 C42 N3 110.1(11) . . ?
C47 C42 C43 112.7(12) . . ?
C47 C42 N3 108.5(11) . . ?
C42 C43 C44 107.9(13) . . ?
C45 C44 C43 111.0(13) . . ?
C44 C45 C46 112.3(15) . . ?
C45 C46 C47 108.4(16) . . ?
C42 C47 C46 107.9(13) . . ?
C49 C48 C39 112.3(9) . . ?
C52 C48 C39 109.1(8) . . ?
C52 C48 C49 113.2(9) . . ?
C50 C49 C48 113.1(10) . . ?
C51 C50 C49 111.9(11) . . ?
C53 C52 C48 121.8(9) . . ?
C53 C52 C57 116.0(9) . . ?
C57 C52 C48 122.2(10) . . ?
C52 C53 O7 122.2(10) . . ?
C54 C53 C52 124.3(9) . . ?
C54 C53 O7 113.4(10) . . ?
C53 C54 C55 118.1(10) . . ?
C53 C54 C58 120.6(10) . . ?
C55 C54 C58 121.3(10) . . ?
C56 C55 C54 120.4(9) . . ?
O8 C55 C54 120.7(10) . . ?
O8 C55 C56 118.9(10) . . ?
C55 C56 C57 118.9(10) . . ?
C55 C56 C65 120.9(9) . . ?
C57 C56 C65 120.2(9) . . ?
C52 C57 C56 122.1(10) . . ?
C54 C58 N4 109.1(10) . . ?
C60 C59 N4 112.3(10) . . ?
C64 C59 C60 113.9(14) . . ?
C64 C59 N4 113.0(12) . . ?
C59 C60 C61 113.9(14) . . ?
C62 C61 C60 109.4(14) . . ?
C61 C62 C63 113.2(16) . . ?
C64 C63 C62 106.6(15) . . ?
C59 C64 C63 112.8(14) . . ?
C56 C65 C1 111.5(8) . . ?
C56 C65 C66 114.3(8) . . ?
C66 C65 C1 112.1(9) . . ?
C65 C66 C67 112.5(10) . . ?
C68 C67 C66 115.0(12) . . ?
C7 N1 C8 113.8(9) . . ?
C24 N2 C25 112.7(8) . . ?
C41 N3 C42 113.4(10) . . ?
C59 N4 C58 118.9(11) . . ?
O9 C69 C70 109.6(13) . . ?
O10 C70 C69 112.4(11) . . ?
O10 C71 C72 109.5(13) . . ?
O9 C72 C71 110.2(11) . . ?
C69 O9 C72 109.2(10) . . ?
C71 O10 C70 110.3(10) . . ?
I1 I2 I3 178.28(4) . . ?
O11 C73 C74 112.4(13) . 2_675 ?
O11 C74 C73 109.3(12) . 2_675 ?
C73 O11 C74 109.9(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O11 0.99 2.05 2.951(12) 149.8 .
N1 H1B Cl1 0.99 2.13 3.119(11) 176.4 .
N2 H2A Cl2 0.99 2.14 3.115(11) 166.4 .
N2 H2B O9 0.99 2.04 2.903(13) 143.9 .
N3 H3A Cl3 0.99 2.23 3.083(11) 143.6 .
N4 H4A O7 0.99 2.20 2.853(13) 122.2 .
N4 H4B O10 0.99 1.80 2.777(13) 170.3 .
O1 H1 O8 0.84 1.86 2.688(12) 167.6 .
O2 H2 Cl1 0.84 2.30 3.035(9) 147.1 .
O3 H3 O2 0.84 1.97 2.795(11) 167.2 .
O4 H4 Cl2 0.84 2.31 3.150(8) 177.5 .
O5 H5 O4 0.84 1.87 2.694(10) 166.1 .
O6 H6A Cl3 0.84 2.14 2.972(9) 169.8 .
O7 H7 O6 0.84 1.88 2.714(12) 175.8 .
O8 H8A O12A 0.84 1.71 2.537(16) 170.2 .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -1.0(16) . . . . ?
C1 C2 C3 C7 179.3(10) . . . . ?
C1 C65 C66 C67 -176.5(9) . . . . ?
C2 C1 C6 C5 -3.0(15) . . . . ?
C2 C1 C65 C56 -98.4(11) . . . . ?
C2 C1 C65 C66 132.1(10) . . . . ?
C2 C3 C4 C5 -2.5(16) . . . . ?
C2 C3 C4 O2 -179.3(9) . . . . ?
C2 C3 C7 N1 -86.7(13) . . . . ?
C3 C4 C5 C6 3.0(15) . . . . ?
C3 C4 C5 C14 -177.7(9) . . . . ?
C3 C7 N1 C8 174.1(10) . . . . ?
C4 C3 C7 N1 93.5(12) . . . . ?
C4 C5 C6 C1 -0.3(14) . . . . ?
C4 C5 C14 C15 -129.0(11) . . . . ?
C4 C5 C14 C18 103.3(11) . . . . ?
C5 C14 C15 C16 63.0(13) . . . . ?
C5 C14 C18 C19 -81.6(12) . . . . ?
C5 C14 C18 C23 95.0(12) . . . . ?
C6 C1 C2 C3 3.6(16) . . . . ?
C6 C1 C2 O1 -175.9(9) . . . . ?
C6 C1 C65 C56 83.2(11) . . . . ?
C6 C1 C65 C66 -46.3(12) . . . . ?
C6 C5 C14 C15 50.3(14) . . . . ?
C6 C5 C14 C18 -77.5(12) . . . . ?
C7 C3 C4 C5 177.3(10) . . . . ?
C7 C3 C4 O2 0.4(15) . . . . ?
C8 C9 C10 C11 60.1(16) . . . . ?
C9 C8 C13 C12 59.5(15) . . . . ?
C9 C8 N1 C7 -175.8(10) . . . . ?
C9 C10 C11 C12 -56.7(19) . . . . ?
C10 C11 C12 C13 56(2) . . . . ?
C11 C12 C13 C8 -57.5(19) . . . . ?
C13 C8 C9 C10 -62.2(15) . . . . ?
C13 C8 N1 C7 64.2(14) . . . . ?
C14 C5 C6 C1 -179.5(9) . . . . ?
C14 C15 C16 C17 66.8(17) . . . . ?
C14 C18 C19 C20 -179.4(9) . . . . ?
C14 C18 C19 O3 -0.5(16) . . . . ?
C14 C18 C23 C22 -177.2(10) . . . . ?
C15 C14 C18 C19 149.5(10) . . . . ?
C15 C14 C18 C23 -33.9(15) . . . . ?
C18 C14 C15 C16 -169.9(10) . . . . ?
C18 C19 C20 C21 -5.8(16) . . . . ?
C18 C19 C20 C24 177.5(10) . . . . ?
C19 C18 C23 C22 -0.6(16) . . . . ?
C19 C20 C21 C22 4.4(17) . . . . ?
C19 C20 C21 O4 -178.9(10) . . . . ?
C19 C20 C24 N2 78.1(12) . . . . ?
C20 C21 C22 C23 -1.1(16) . . . . ?
C20 C21 C22 C31 -179.7(10) . . . . ?
C20 C24 N2 C25 -160.1(9) . . . . ?
C21 C20 C24 N2 -98.6(13) . . . . ?
C21 C22 C23 C18 -0.8(16) . . . . ?
C21 C22 C31 C32 -149.8(10) . . . . ?
C21 C22 C31 C35 82.2(12) . . . . ?
C22 C31 C32 C33 174.4(10) . . . . ?
C22 C31 C35 C36 -94.9(11) . . . . ?
C22 C31 C35 C40 84.5(10) . . . . ?
C23 C18 C19 C20 3.9(15) . . . . ?
C23 C18 C19 O3 -177.2(10) . . . . ?
C23 C22 C31 C32 31.7(14) . . . . ?
C23 C22 C31 C35 -96.3(11) . . . . ?
C24 C20 C21 C22 -179.0(10) . . . . ?
C24 C20 C21 O4 -2.3(17) . . . . ?
C25 C26 C27 C28 -59(2) . . . . ?
C26 C25 C30 C29 -54.6(17) . . . . ?
C26 C25 N2 C24 173.0(12) . . . . ?
C26 C27 C28 C29 59.3(18) . . . . ?
C27 C28 C29 C30 -59.4(17) . . . . ?
C28 C29 C30 C25 56.2(17) . . . . ?
C30 C25 C26 C27 58(2) . . . . ?
C30 C25 N2 C24 -65.6(13) . . . . ?
C31 C22 C23 C18 177.8(10) . . . . ?
C31 C32 C33 C34 -179.1(11) . . . . ?
C31 C35 C36 C37 178.4(9) . . . . ?
C31 C35 C36 O5 -1.1(15) . . . . ?
C31 C35 C40 C39 178.5(8) . . . . ?
C32 C31 C35 C36 137.0(9) . . . . ?
C32 C31 C35 C40 -43.5(12) . . . . ?
C35 C31 C32 C33 -59.0(12) . . . . ?
C35 C36 C37 C38 2.0(15) . . . . ?
C35 C36 C37 C41 -178.9(10) . . . . ?
C36 C35 C40 C39 -2.0(14) . . . . ?
C36 C37 C38 C39 0.0(15) . . . . ?
C36 C37 C38 O6 179.2(9) . . . . ?
C36 C37 C41 N3 80.2(14) . . . . ?
C37 C38 C39 C40 -2.8(15) . . . . ?
C37 C38 C39 C48 179.6(9) . . . . ?
C37 C41 N3 C42 -176.0(11) . . . . ?
C38 C37 C41 N3 -100.8(12) . . . . ?
C38 C39 C40 C35 3.9(14) . . . . ?
C38 C39 C48 C49 -141.0(10) . . . . ?
C38 C39 C48 C52 92.6(11) . . . . ?
C39 C48 C49 C50 67.9(13) . . . . ?
C39 C48 C52 C53 -89.8(12) . . . . ?
C39 C48 C52 C57 89.3(11) . . . . ?
C40 C35 C36 C37 -1.1(14) . . . . ?
C40 C35 C36 O5 179.4(9) . . . . ?
C40 C39 C48 C49 41.4(12) . . . . ?
C40 C39 C48 C52 -84.9(11) . . . . ?
C41 C37 C38 C39 -179.1(9) . . . . ?
C41 C37 C38 O6 0.1(15) . . . . ?
C42 C43 C44 C45 -55(2) . . . . ?
C43 C42 C47 C46 -61.0(18) . . . . ?
C43 C42 N3 C41 73.4(14) . . . . ?
C43 C44 C45 C46 59(2) . . . . ?
C44 C45 C46 C47 -60(2) . . . . ?
C45 C46 C47 C42 60(2) . . . . ?
C47 C42 C43 C44 57.9(17) . . . . ?
C47 C42 N3 C41 -162.9(12) . . . . ?
C48 C39 C40 C35 -178.6(9) . . . . ?
C48 C49 C50 C51 -178.8(11) . . . . ?
C48 C52 C53 C54 177.6(10) . . . . ?
C48 C52 C53 O7 -5.3(15) . . . . ?
C48 C52 C57 C56 178.8(9) . . . . ?
C49 C48 C52 C53 144.3(10) . . . . ?
C49 C48 C52 C57 -36.6(14) . . . . ?
C52 C48 C49 C50 -168.0(10) . . . . ?
C52 C53 C54 C55 2.1(16) . . . . ?
C52 C53 C54 C58 -175.9(10) . . . . ?
C53 C52 C57 C56 -2.1(14) . . . . ?
C53 C54 C55 C56 1.0(16) . . . . ?
C53 C54 C55 O8 -176.8(10) . . . . ?
C53 C54 C58 N4 61.7(14) . . . . ?
C54 C55 C56 C57 -4.4(15) . . . . ?
C54 C55 C56 C65 175.6(9) . . . . ?
C54 C58 N4 C59 175.3(11) . . . . ?
C55 C54 C58 N4 -116.2(12) . . . . ?
C55 C56 C57 C52 5.0(14) . . . . ?
C55 C56 C65 C1 87.5(12) . . . . ?
C55 C56 C65 C66 -144.2(10) . . . . ?
C56 C65 C66 C67 55.5(12) . . . . ?
C57 C52 C53 C54 -1.6(15) . . . . ?
C57 C52 C53 O7 175.5(9) . . . . ?
C57 C56 C65 C1 -92.5(10) . . . . ?
C57 C56 C65 C66 35.8(13) . . . . ?
C58 C54 C55 C56 179.0(10) . . . . ?
C58 C54 C55 O8 1.2(16) . . . . ?
C59 C60 C61 C62 50(2) . . . . ?
C60 C59 C64 C63 51(2) . . . . ?
C60 C59 N4 C58 56.9(17) . . . . ?
C60 C61 C62 C63 -59(2) . . . . ?
C61 C62 C63 C64 61(2) . . . . ?
C62 C63 C64 C59 -55(2) . . . . ?
C64 C59 C60 C61 -48(2) . . . . ?
C64 C59 N4 C58 -73.6(18) . . . . ?
C65 C1 C2 C3 -174.7(9) . . . . ?
C65 C1 C2 O1 5.7(16) . . . . ?
C65 C1 C6 C5 175.4(9) . . . . ?
C65 C56 C57 C52 -175.0(9) . . . . ?
C65 C66 C67 C68 55.0(15) . . . . ?
N1 C8 C9 C10 176.9(11) . . . . ?
N1 C8 C13 C12 179.6(11) . . . . ?
N2 C25 C26 C27 178.9(15) . . . . ?
N2 C25 C30 C29 -173.5(12) . . . . ?
N3 C42 C43 C44 179.1(12) . . . . ?
N3 C42 C47 C46 176.9(13) . . . . ?
N4 C59 C60 C61 -177.6(14) . . . . ?
N4 C59 C64 C63 -179.6(15) . . . . ?
O1 C2 C3 C4 178.6(9) . . . . ?
O1 C2 C3 C7 -1.1(15) . . . . ?
O2 C4 C5 C6 179.9(9) . . . . ?
O2 C4 C5 C14 -0.8(15) . . . . ?
O3 C19 C20 C21 175.2(10) . . . . ?
O3 C19 C20 C24 -1.6(14) . . . . ?
O4 C21 C22 C23 -177.9(9) . . . . ?
O4 C21 C22 C31 3.5(16) . . . . ?
O5 C36 C37 C38 -178.4(9) . . . . ?
O5 C36 C37 C41 0.6(14) . . . . ?
O6 C38 C39 C40 178.0(9) . . . . ?
O6 C38 C39 C48 0.4(14) . . . . ?
O7 C53 C54 C55 -175.2(9) . . . . ?
O7 C53 C54 C58 6.8(14) . . . . ?
O8 C55 C56 C57 173.4(9) . . . . ?
O8 C55 C56 C65 -6.5(15) . . . . ?
C69 C70 O10 C71 55.4(17) . . . . ?
C70 C69 O9 C72 59.1(14) . . . . ?
C71 C72 O9 C69 -61.5(16) . . . . ?
C72 C71 O10 C70 -55.8(15) . . . . ?
O9 C69 C70 O10 -56.9(16) . . . . ?
O10 C71 C72 O9 59.8(15) . . . . ?
C73 C74 O11 C73 56.3(18) 2_675 . . . ?
C74 C73 O11 C74 -58.1(17) 2_675 . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-8 0 0 0.0315 -8.0047 0.0002 -0.0071 0.3303 0.3301 0.9131
8 1 0 0.0214 8.0044 0.9990 0.0062 -0.4119 -0.3999 -0.8607
-1 -8 2 0.0441 -1.0004 -7.9933 2.0061 0.5945 0.6721 -0.3028
1 8 -2 0.0503 1.0004 7.9933 -2.0061 -0.5945 -0.6721 0.3028
0 1 16 0.0148 -0.0174 1.0029 16.0033 -0.8772 0.5114 0.0697
0 -1 -16 0.0164 0.0174 -1.0029 -16.0033 0.8772 -0.5114 -0.0697

_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_1_br3_i3
_database_code_depnum_ccdc_archive 'CCDC 1481997'
_audit_update_record             
;
2016-05-26 deposited with the CCDC.
2016-06-17 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT420_1_br3_i3            
;
PROBLEM: D-H Without Acceptor       O13    --  H13C   ...     Please Check 
RESPONSE: O13 belongs to disordered solvent water molecule with large thermal displacement parameters. 
;
_vrf_PLAT971_1_br3_i3            
;
PROBLEM: Check Calcd Residual Density  1.46A From     C61       3.23 eA-3  
RESPONSE: The structure includes badly disordered heavy atoms. The large residual density might be induced by the unsolved but very minor disordered species, or it is the result of unsuitable absorption correction method.
;
# end Validation Reply Form

_audit_creation_date             2016-05-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C68 H104 N4 O8, C4 H7 O2, C2 H4 O, I3, 1.8(H2 O), 3(Br)'
_chemical_formula_sum            'C74 H118.60 Br3 I3 N4 O12.80'
_chemical_formula_weight         1889.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 H40 O8 N4 I3 Br3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.2171(3)
_cell_length_b                   13.1621(3)
_cell_length_c                   25.6541(6)
_cell_angle_alpha                77.8171(19)
_cell_angle_beta                 86.247(2)
_cell_angle_gamma                89.7322(18)
_cell_volume                     4023.52(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11642
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      76.3360
_cell_measurement_theta_min      4.1140
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.374
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42038
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1914
_exptl_crystal_size_max          0.3704
_exptl_crystal_size_mid          0.1791
_exptl_crystal_size_min          0.0943
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_unetI/netI     0.0619
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            28250
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.747
_diffrn_reflns_theta_max         66.747
_diffrn_reflns_theta_min         3.435
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   86.00  159.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000  -90.0000 73

#__ type_ start__ end____ width___ exp.time_
  2 omega  102.00  178.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000 -150.0000 76

#__ type_ start__ end____ width___ exp.time_
  3 omega  106.00  145.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000    0.0000 39

#__ type_ start__ end____ width___ exp.time_
  4 omega   63.00  116.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -114.0000  -87.0000 53

#__ type_ start__ end____ width___ exp.time_
  5 omega   57.00  107.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  -30.0000 50

#__ type_ start__ end____ width___ exp.time_
  6 omega   48.00   88.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000    0.0000 40

#__ type_ start__ end____ width___ exp.time_
  7 omega   42.00   72.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -90.0000 30

#__ type_ start__ end____ width___ exp.time_
  8 omega   39.00   86.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -60.0000 47

#__ type_ start__ end____ width___ exp.time_
  9 omega   40.00   91.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -150.0000 51

#__ type_ start__ end____ width___ exp.time_
 10 omega   52.00  116.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000 -180.0000 64

#__ type_ start__ end____ width___ exp.time_
 11 omega   36.00  130.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000 -180.0000 94

#__ type_ start__ end____ width___ exp.time_
 12 omega   51.00   97.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       41.4013 -125.0000    0.0000 46

#__ type_ start__ end____ width___ exp.time_
 13 omega   30.00  109.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000   60.0000 79

#__ type_ start__ end____ width___ exp.time_
 14 omega   44.00   74.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  150.0000 30

#__ type_ start__ end____ width___ exp.time_
 15 omega   36.00   82.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000   90.0000 46

#__ type_ start__ end____ width___ exp.time_
 16 omega   45.00   72.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
 17 omega   88.00  178.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000  120.0000 90

#__ type_ start__ end____ width___ exp.time_
 18 omega  -34.00   26.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013   37.0000  -90.0000 60

#__ type_ start__ end____ width___ exp.time_
 19 omega  -49.00   10.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013   37.0000   60.0000 59

#__ type_ start__ end____ width___ exp.time_
 20 omega  -49.00   32.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013   37.0000  120.0000 81

#__ type_ start__ end____ width___ exp.time_
 21 omega  -85.00  -25.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013  -37.0000  -90.0000 60

#__ type_ start__ end____ width___ exp.time_
 22 omega  -94.00   -2.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013  125.0000  120.0000 92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0711870000
_diffrn_orient_matrix_UB_12      0.0541645000
_diffrn_orient_matrix_UB_13      -0.0449579000
_diffrn_orient_matrix_UB_21      -0.0993943000
_diffrn_orient_matrix_UB_22      -0.0058883000
_diffrn_orient_matrix_UB_23      0.0407380000
_diffrn_orient_matrix_UB_31      0.0320005000
_diffrn_orient_matrix_UB_32      0.1066344000
_diffrn_orient_matrix_UB_33      0.0104846000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11675
_reflns_number_total             14287
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         3.046
_refine_diff_density_min         -1.679
_refine_diff_density_rms         0.218
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     894
_refine_ls_number_reflns         14287
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0831
_refine_ls_restrained_S_all      1.035
_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)+(0.1633P)²+8.3799P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2289
_refine_ls_wR_factor_ref         0.2472
_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,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O11-C74
 1.43 with sigma of 0.02
 O11-C74
 1.45 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O13) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
4. Others
 Fixed Sof: O12(0.8) H12C(0.8) H12D(0.8) Br3B(0.1) Br3(0.9)
5.a Riding coordinates:
 O5(H5), O12(H12C,H12D), O13(H13C,H13D)
5.b Ternary CH refined with riding coordinates:
 C8(H8), C14(H14), C25(H25), C31(H31), C42(H42), C48(H48), C59(H59), C65(H65)
5.c Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C15(H15A,H15B), C16(H16A,H16B), C24(H24A,H24B), C26(H26A,H26B),
  C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C32(H32A,
 H32B), C33(H33A,H33B), C41(H41A,H41B), C43(H43A,H43B), C44(H44A,H44B),
 C45(H45A,H45B), C46(H46A,H46B), C47(H47A,H47B), C49(H49A,H49B), C50(H50A,H50B),
  C58(H58A,H58B), C60(H60A,H60B), C61(H61A,H61B), C62(H62A,H62B), C63(H63A,
 H63B), C64(H64A,H64B), C66(H66A,H66B), C67(H67A,H67B), N1(H1A,H1B), N2(H2A,
 H2B), N3(H3A,H3B), N4(H4A,H4B), C69(H69A,H69B), C70(H70A,H70B), C72(H72A,H72B),
  C73(H73A,H73B), C74(H74A,H74B)
5.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C23(H23), C40(H40), C57(H57), C71(H71)
5.e Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C34(H34A,H34B,H34C), C51(H51A,H51B,H51C), C68(H68A,H68B,
 H68C)
5.f Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2), O3(H3), O4(H4), O6(H6A), O7(H7), O8(H8A)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C -0.2927(6) 0.6864(5) -0.1694(3) 0.0334(14) Uani 1 1 d . . . . .
C2 C -0.3529(6) 0.7680(5) -0.1548(3) 0.0349(14) Uani 1 1 d . . . . .
C3 C -0.4366(6) 0.8147(5) -0.1854(3) 0.0366(14) Uani 1 1 d . . . . .
C4 C -0.4638(6) 0.7793(5) -0.2301(3) 0.0341(14) Uani 1 1 d . . . . .
C5 C -0.4019(6) 0.7005(5) -0.2477(3) 0.0306(13) Uani 1 1 d . . . . .
C6 C -0.3180(6) 0.6575(5) -0.2167(3) 0.0314(13) Uani 1 1 d . . . . .
H6 H -0.2758 0.6063 -0.2280 0.038 Uiso 1 1 calc R . . . .
C7 C -0.5000(7) 0.9058(6) -0.1712(3) 0.0450(17) Uani 1 1 d . . . . .
H7A H -0.5779 0.8899 -0.1667 0.054 Uiso 1 1 calc R . . . .
H7B H -0.4765 0.9201 -0.1381 0.054 Uiso 1 1 calc R . . . .
C8 C -0.5237(8) 1.1028(6) -0.2093(4) 0.053(2) Uani 1 1 d . . . . .
H8 H -0.5051 1.1531 -0.2427 0.064 Uiso 1 1 calc R . . . .
C9 C -0.6459(8) 1.0996(8) -0.2014(4) 0.056(2) Uani 1 1 d . . . . .
H9A H -0.6681 1.0464 -0.1702 0.067 Uiso 1 1 calc R . . . .
H9B H -0.6766 1.0814 -0.2322 0.067 Uiso 1 1 calc R . . . .
C10 C -0.6906(10) 1.2038(9) -0.1941(5) 0.071(3) Uani 1 1 d . . . . .
H10A H -0.6757 1.2558 -0.2267 0.086 Uiso 1 1 calc R . . . .
H10B H -0.7694 1.1986 -0.1864 0.086 Uiso 1 1 calc R . . . .
C11 C -0.6405(9) 1.2337(8) -0.1515(4) 0.064(3) Uani 1 1 d . . . . .
H11A H -0.6574 1.1818 -0.1190 0.076 Uiso 1 1 calc R . . . .
H11B H -0.6717 1.2990 -0.1462 0.076 Uiso 1 1 calc R . . . .
C12 C -0.5147(10) 1.2467(8) -0.1605(5) 0.071(3) Uani 1 1 d . . . . .
H12A H -0.4845 1.2672 -0.1302 0.086 Uiso 1 1 calc R . . . .
H12B H -0.4955 1.2993 -0.1924 0.086 Uiso 1 1 calc R . . . .
C13 C -0.4701(9) 1.1398(8) -0.1669(5) 0.066(3) Uani 1 1 d . . . . .
H13A H -0.3916 1.1453 -0.1756 0.079 Uiso 1 1 calc R . . . .
H13B H -0.4827 1.0899 -0.1334 0.079 Uiso 1 1 calc R . . . .
C14 C -0.4260(6) 0.6671(5) -0.2988(3) 0.0297(13) Uani 1 1 d . . . . .
H14 H -0.5031 0.6829 -0.3050 0.036 Uiso 1 1 calc R . . . .
C15 C -0.4118(6) 0.5495(5) -0.2949(3) 0.0347(14) Uani 1 1 d . . . . .
H15A H -0.3343 0.5334 -0.2946 0.042 Uiso 1 1 calc R . . . .
H15B H -0.4472 0.5125 -0.2614 0.042 Uiso 1 1 calc R . . . .
C16 C -0.4594(7) 0.5110(6) -0.3406(3) 0.0440(17) Uani 1 1 d . . . . .
H16A H -0.5366 0.5286 -0.3416 0.053 Uiso 1 1 calc R . . . .
H16B H -0.4226 0.5464 -0.3741 0.053 Uiso 1 1 calc R . . . .
C17 C -0.4477(9) 0.3958(7) -0.3354(4) 0.059(2) Uani 1 1 d . . . . .
H17A H -0.4721 0.3608 -0.2998 0.089 Uiso 1 1 calc GR . . . .
H17B H -0.3722 0.3797 -0.3423 0.089 Uiso 1 1 calc GR . . . .
H17C H -0.4914 0.3731 -0.3606 0.089 Uiso 1 1 calc GR . . . .
C18 C -0.3569(6) 0.7326(5) -0.3460(2) 0.0292(13) Uani 1 1 d . . . . .
C19 C -0.4008(6) 0.8235(5) -0.3773(3) 0.0294(13) Uani 1 1 d . . . . .
C20 C -0.3382(6) 0.8818(5) -0.4203(2) 0.0288(13) Uani 1 1 d . . . . .
C21 C -0.2322(6) 0.8510(5) -0.4331(2) 0.0293(13) Uani 1 1 d . . . . .
C22 C -0.1861(5) 0.7618(5) -0.4030(2) 0.0273(12) Uani 1 1 d . . . . .
C23 C -0.2519(6) 0.7059(5) -0.3597(2) 0.0277(12) Uani 1 1 d . . . . .
H23 H -0.2224 0.6470 -0.3388 0.033 Uiso 1 1 calc R . . . .
C24 C -0.3824(6) 0.9773(5) -0.4562(3) 0.0328(14) Uani 1 1 d . . . . .
H24A H -0.3604 0.9762 -0.4931 0.039 Uiso 1 1 calc R . . . .
H24B H -0.4619 0.9750 -0.4524 0.039 Uiso 1 1 calc R . . . .
C25 C -0.3839(7) 1.1738(5) -0.4810(3) 0.0410(16) Uani 1 1 d . . . . .
H25 H -0.4624 1.1653 -0.4850 0.049 Uiso 1 1 calc R . . . .
C26 C -0.3232(9) 1.1897(6) -0.5355(3) 0.052(2) Uani 1 1 d . . . . .
H26A H -0.3358 1.1307 -0.5515 0.062 Uiso 1 1 calc R . . . .
H26B H -0.2450 1.1956 -0.5321 0.062 Uiso 1 1 calc R . . . .
C27 C -0.3649(11) 1.2902(7) -0.5714(4) 0.067(3) Uani 1 1 d . . . . .
H27A H -0.3242 1.3025 -0.6060 0.080 Uiso 1 1 calc R . . . .
H27B H -0.4417 1.2817 -0.5771 0.080 Uiso 1 1 calc R . . . .
C28 C -0.3511(10) 1.3829(6) -0.5459(4) 0.065(3) Uani 1 1 d . . . . .
H28A H -0.3799 1.4444 -0.5684 0.078 Uiso 1 1 calc R . . . .
H28B H -0.2737 1.3948 -0.5428 0.078 Uiso 1 1 calc R . . . .
C29 C -0.4109(11) 1.3648(7) -0.4906(4) 0.067(3) Uani 1 1 d . . . . .
H29A H -0.4891 1.3582 -0.4937 0.080 Uiso 1 1 calc R . . . .
H29B H -0.3987 1.4237 -0.4743 0.080 Uiso 1 1 calc R . . . .
C30 C -0.3680(8) 1.2647(6) -0.4551(3) 0.0497(19) Uani 1 1 d . . . . .
H30A H -0.2907 1.2730 -0.4502 0.060 Uiso 1 1 calc R . . . .
H30B H -0.4074 1.2521 -0.4202 0.060 Uiso 1 1 calc R . . . .
C31 C -0.0701(6) 0.7263(5) -0.4170(2) 0.0299(13) Uani 1 1 d . . . . .
H31 H -0.0508 0.7602 -0.4543 0.036 Uiso 1 1 calc R . . . .
C32 C -0.0641(6) 0.6074(5) -0.4137(2) 0.0318(13) Uani 1 1 d . . . . .
H32A H 0.0112 0.5892 -0.4217 0.038 Uiso 1 1 calc R . . . .
H32B H -0.0853 0.5717 -0.3774 0.038 Uiso 1 1 calc R . . . .
C33 C -0.1359(7) 0.5695(5) -0.4510(3) 0.0417(16) Uani 1 1 d . . . . .
H33A H -0.1154 0.6049 -0.4875 0.050 Uiso 1 1 calc R . . . .
H33B H -0.2117 0.5862 -0.4428 0.050 Uiso 1 1 calc R . . . .
C34 C -0.1255(9) 0.4517(6) -0.4463(4) 0.054(2) Uani 1 1 d . . . . .
H34A H -0.1555 0.4161 -0.4117 0.081 Uiso 1 1 calc GR . . . .
H34B H -0.0496 0.4342 -0.4505 0.081 Uiso 1 1 calc GR . . . .
H34C H -0.1650 0.4310 -0.4735 0.081 Uiso 1 1 calc GR . . . .
C35 C 0.0134(5) 0.7630(5) -0.3834(2) 0.0279(12) Uani 1 1 d . . . . .
C36 C 0.0597(6) 0.8636(5) -0.4004(3) 0.0326(14) Uani 1 1 d . . . . .
C37 C 0.1316(5) 0.9036(5) -0.3701(3) 0.0315(13) Uani 1 1 d . . . . .
C38 C 0.1581(5) 0.8423(5) -0.3208(3) 0.0304(13) Uani 1 1 d . . . . .
C39 C 0.1171(5) 0.7410(5) -0.3033(3) 0.0297(13) Uani 1 1 d . . . . .
C40 C 0.0455(5) 0.7048(5) -0.3353(3) 0.0297(13) Uani 1 1 d . . . . .
H40 H 0.0174 0.6377 -0.3239 0.036 Uiso 1 1 calc R . . . .
C41 C 0.1823(6) 1.0095(5) -0.3867(3) 0.0355(14) Uani 1 1 d . . . . .
H41A H 0.1777 1.0348 -0.4248 0.043 Uiso 1 1 calc R . . . .
H41B H 0.2591 1.0065 -0.3790 0.043 Uiso 1 1 calc R . . . .
C42 C 0.1846(6) 1.1792(5) -0.3551(3) 0.0380(15) Uani 1 1 d . . . . .
H42 H 0.2551 1.1595 -0.3398 0.046 Uiso 1 1 calc R . . . .
C43 C 0.1196(10) 1.2366(7) -0.3189(5) 0.074(3) Uani 1 1 d . . . . .
H43A H 0.1110 1.1933 -0.2833 0.089 Uiso 1 1 calc R . . . .
H43B H 0.0471 1.2509 -0.3319 0.089 Uiso 1 1 calc R . . . .
C44 C 0.1758(12) 1.3390(8) -0.3164(5) 0.083(4) Uani 1 1 d . . . . .
H44A H 0.2457 1.3250 -0.3006 0.100 Uiso 1 1 calc R . . . .
H44B H 0.1304 1.3762 -0.2944 0.100 Uiso 1 1 calc R . . . .
C45 C 0.1939(10) 1.4057(7) -0.3737(5) 0.068(3) Uani 1 1 d . . . . .
H45A H 0.1238 1.4218 -0.3890 0.082 Uiso 1 1 calc R . . . .
H45B H 0.2302 1.4706 -0.3726 0.082 Uiso 1 1 calc R . . . .
C46 C 0.2634(9) 1.3466(6) -0.4075(4) 0.058(2) Uani 1 1 d . . . . .
H46A H 0.3338 1.3317 -0.3923 0.069 Uiso 1 1 calc R . . . .
H46B H 0.2762 1.3887 -0.4432 0.069 Uiso 1 1 calc R . . . .
C47 C 0.2065(8) 1.2447(6) -0.4103(4) 0.053(2) Uani 1 1 d . . . . .
H47A H 0.1378 1.2596 -0.4272 0.063 Uiso 1 1 calc R . . . .
H47B H 0.2527 1.2069 -0.4317 0.063 Uiso 1 1 calc R . . . .
C48 C 0.1509(6) 0.6762(5) -0.2500(3) 0.0338(14) Uani 1 1 d . . . . .
H48 H 0.2255 0.6984 -0.2455 0.041 Uiso 1 1 calc R . . . .
C49 C 0.1559(6) 0.5588(5) -0.2490(3) 0.0376(15) Uani 1 1 d . . . . .
H49A H 0.0819 0.5311 -0.2470 0.045 Uiso 1 1 calc R . . . .
H49B H 0.1934 0.5479 -0.2818 0.045 Uiso 1 1 calc R . . . .
C50 C 0.2159(7) 0.5009(6) -0.2012(3) 0.0462(18) Uani 1 1 d . . . . .
H50A H 0.1876 0.5231 -0.1693 0.055 Uiso 1 1 calc R . . . .
H50B H 0.2013 0.4270 -0.1962 0.055 Uiso 1 1 calc R . . . .
C51 C 0.3394(8) 0.5199(8) -0.2086(5) 0.068(3) Uani 1 1 d . . . . .
H51A H 0.3766 0.4579 -0.1924 0.103 Uiso 1 1 calc GR . . . .
H51B H 0.3582 0.5757 -0.1919 0.103 Uiso 1 1 calc GR . . . .
H51C H 0.3613 0.5380 -0.2460 0.103 Uiso 1 1 calc GR . . . .
C52 C 0.0791(6) 0.7007(5) -0.2040(3) 0.0368(15) Uani 1 1 d . . . . .
C53 C 0.1178(7) 0.7660(6) -0.1724(3) 0.0393(15) Uani 1 1 d . . . . .
C54 C 0.0516(7) 0.7924(6) -0.1311(3) 0.0412(16) Uani 1 1 d . . . . .
C55 C -0.0545(7) 0.7525(6) -0.1204(3) 0.0403(16) Uani 1 1 d . . . . .
C56 C -0.0947(6) 0.6815(5) -0.1487(3) 0.0342(14) Uani 1 1 d . . . . .
C57 C -0.0259(6) 0.6600(5) -0.1908(3) 0.0333(14) Uani 1 1 d . . . . .
H57 H -0.0522 0.6158 -0.2111 0.040 Uiso 1 1 calc R . . . .
C58 C 0.0955(8) 0.8681(8) -0.0982(3) 0.054(2) Uani 1 1 d . . . . .
H58A H 0.1493 0.9155 -0.1199 0.065 Uiso 1 1 calc R . . . .
H58B H 0.0358 0.9086 -0.0866 0.065 Uiso 1 1 calc R . . . .
C59 C 0.1862(7) 0.8725(6) -0.0154(3) 0.0451(17) Uani 1 1 d . . . . .
H59 H 0.1242 0.9130 -0.0049 0.054 Uiso 1 1 calc R . . . .
C60 C 0.2272(7) 0.8029(7) 0.0345(3) 0.0490(18) Uani 1 1 d . . . . .
H60A H 0.1699 0.7543 0.0519 0.059 Uiso 1 1 calc R . . . .
H60B H 0.2899 0.7635 0.0250 0.059 Uiso 1 1 calc R . . . .
C61 C 0.2599(10) 0.8706(8) 0.0724(4) 0.062(2) Uani 1 1 d . . . . .
H61A H 0.2861 0.8271 0.1045 0.075 Uiso 1 1 calc R . . . .
H61B H 0.1965 0.9082 0.0828 0.075 Uiso 1 1 calc R . . . .
C62 C 0.3518(12) 0.9494(10) 0.0448(5) 0.082(4) Uani 1 1 d . . . . .
H62A H 0.3698 0.9932 0.0691 0.098 Uiso 1 1 calc R . . . .
H62B H 0.4171 0.9112 0.0375 0.098 Uiso 1 1 calc R . . . .
C63 C 0.3197(13) 1.0150(9) -0.0051(5) 0.083(4) Uani 1 1 d . . . . .
H63A H 0.3821 1.0569 -0.0225 0.100 Uiso 1 1 calc R . . . .
H63B H 0.2621 1.0616 0.0027 0.100 Uiso 1 1 calc R . . . .
C64 C 0.2780(9) 0.9480(8) -0.0436(4) 0.062(2) Uani 1 1 d . . . . .
H64A H 0.2505 0.9935 -0.0748 0.074 Uiso 1 1 calc R . . . .
H64B H 0.3385 0.9089 -0.0556 0.074 Uiso 1 1 calc R . . . .
C65 C -0.2069(6) 0.6316(5) -0.1345(2) 0.0337(14) Uani 1 1 d . . . . .
H65 H -0.2283 0.6397 -0.0981 0.040 Uiso 1 1 calc R . . . .
C66 C -0.2042(7) 0.5133(5) -0.1323(3) 0.0421(17) Uani 1 1 d . . . . .
H66A H -0.1798 0.5022 -0.1674 0.051 Uiso 1 1 calc R . . . .
H66B H -0.1502 0.4824 -0.1077 0.051 Uiso 1 1 calc R . . . .
C67 C -0.3131(8) 0.4568(6) -0.1152(4) 0.054(2) Uani 1 1 d . . . . .
H67A H -0.3644 0.4818 -0.1422 0.065 Uiso 1 1 calc R . . . .
H67B H -0.3021 0.3834 -0.1141 0.065 Uiso 1 1 calc R . . . .
C68 C -0.3641(12) 0.4685(9) -0.0622(5) 0.081(4) Uani 1 1 d . . . . .
H68A H -0.3106 0.4541 -0.0359 0.122 Uiso 1 1 calc GR . . . .
H68B H -0.4246 0.4206 -0.0518 0.122 Uiso 1 1 calc GR . . . .
H68C H -0.3899 0.5383 -0.0648 0.122 Uiso 1 1 calc GR . . . .
N1 N -0.4773(5) 0.9995(5) -0.2166(3) 0.0423(14) Uani 1 1 d . . . . .
H1A H -0.4049 1.0070 -0.2226 0.051 Uiso 1 1 calc R . . . .
H1B H -0.5033 0.9853 -0.2459 0.051 Uiso 1 1 calc R . . . .
N2 N -0.3431(5) 1.0765(4) -0.4440(2) 0.0325(12) Uani 1 1 d . . . . .
H2A H -0.2701 1.0774 -0.4464 0.039 Uiso 1 1 calc R . . . .
H2B H -0.3652 1.0782 -0.4104 0.039 Uiso 1 1 calc R . . . .
N3 N 0.1226(5) 1.0826(5) -0.3566(3) 0.0432(15) Uani 1 1 d . . . . .
H3A H 0.0597 1.1007 -0.3716 0.052 Uiso 1 1 calc R . . . .
H3B H 0.1061 1.0486 -0.3232 0.052 Uiso 1 1 calc R . . . .
N4 N 0.1471(6) 0.8049(5) -0.0507(3) 0.0480(16) Uani 1 1 d . . . . .
H4A H 0.2035 0.7701 -0.0618 0.058 Uiso 1 1 calc R . . . .
H4B H 0.0984 0.7589 -0.0322 0.058 Uiso 1 1 calc R . . . .
O1 O -0.3253(5) 0.8042(5) -0.1103(2) 0.0490(13) Uani 1 1 d . . . . .
H1 H -0.3795 0.8018 -0.0895 0.074 Uiso 1 1 calc GR . . . .
O2 O -0.5511(4) 0.8253(4) -0.2557(2) 0.0401(11) Uani 1 1 d . . . . .
H2 H -0.5439 0.8225 -0.2874 0.060 Uiso 1 1 calc GR . . . .
O3 O -0.5064(4) 0.8507(4) -0.3642(2) 0.0356(10) Uani 1 1 d . . . . .
H3 H -0.5070 0.9110 -0.3604 0.053 Uiso 1 1 calc GR . . . .
O4 O -0.1790(4) 0.9117(4) -0.47677(19) 0.0366(10) Uani 1 1 d . . . . .
H4 H -0.1129 0.9107 -0.4729 0.055 Uiso 1 1 calc GR . . . .
O5 O 0.0287(5) 0.9245(4) -0.4481(2) 0.0400(11) Uani 1 1 d . . . . .
H5 H 0.0109 0.9800 -0.4377 0.060 Uiso 1 1 d R . . . .
O6 O 0.2265(4) 0.8905(4) -0.2930(2) 0.0391(11) Uani 1 1 d . . . . .
H6A H 0.2277 0.8568 -0.2622 0.059 Uiso 1 1 calc GR . . . .
O7 O 0.2216(5) 0.8095(5) -0.1843(2) 0.0489(13) Uani 1 1 d . . . . .
H7 H 0.2672 0.7674 -0.1713 0.073 Uiso 1 1 calc GR . . . .
O8 O -0.1167(6) 0.7833(5) -0.0802(2) 0.0504(13) Uani 1 1 d . . . . .
H8A H -0.1815 0.7847 -0.0868 0.076 Uiso 1 1 calc GR . . . .
C69 C -0.2173(8) 0.9692(8) -0.2883(4) 0.056(2) Uani 1 1 d . . . . .
H69A H -0.2083 1.0268 -0.3189 0.067 Uiso 1 1 calc R . . . .
H69B H -0.2725 0.9222 -0.2955 0.067 Uiso 1 1 calc R . . . .
C70 C -0.1099(7) 0.9130(7) -0.2796(5) 0.055(2) Uani 1 1 d . . . . .
H70A H -0.1201 0.8536 -0.2500 0.066 Uiso 1 1 calc R . . . .
H70B H -0.0861 0.8877 -0.3113 0.066 Uiso 1 1 calc R . . . .
C71 C -0.0628(8) 1.0153(9) -0.2218(4) 0.061(2) Uani 1 1 d . . . . .
H71 H -0.0255 1.0038 -0.1907 0.073 Uiso 1 1 calc R . . . .
C72 C -0.1676(8) 1.0719(8) -0.2288(4) 0.058(2) Uani 1 1 d . . . . .
H72A H -0.1904 1.0944 -0.1961 0.069 Uiso 1 1 calc R . . . .
H72B H -0.1570 1.1333 -0.2572 0.069 Uiso 1 1 calc R . . . .
O9 O -0.2516(5) 1.0070(5) -0.2417(3) 0.0532(14) Uani 1 1 d . . . . .
O10 O -0.0272(5) 0.9812(5) -0.2682(3) 0.0569(16) Uani 1 1 d . . . . .
C73 C 0.0796(11) 0.5347(8) -0.0415(5) 0.073(3) Uani 1 1 d . . . . .
H73A H 0.1565 0.5486 -0.0523 0.088 Uiso 1 1 calc R . . . .
H73B H 0.0390 0.5479 -0.0735 0.088 Uiso 1 1 calc R . . . .
C74 C -0.0650(10) 0.5779(8) 0.0137(4) 0.079(4) Uani 1 1 d D . . . .
H74A H -0.1148 0.5935 -0.0148 0.095 Uiso 1 1 calc R . . . .
H74B H -0.0850 0.6212 0.0391 0.095 Uiso 1 1 calc R . . . .
O11 O 0.0421(7) 0.6033(6) -0.0078(3) 0.075(2) Uani 1 1 d D . . . .
I1 I 0.07417(7) 1.17228(7) -0.07914(3) 0.0765(2) Uani 1 1 d . . . . .
I2 I -0.02902(4) 1.28609(4) -0.17316(2) 0.04533(17) Uani 1 1 d . . . . .
I3 I -0.13436(5) 1.39273(4) -0.26638(2) 0.05347(19) Uani 1 1 d . . . . .
O12 O -0.4588(7) 0.7486(9) -0.0269(3) 0.066(2) Uani 0.8 1 d . . P A 1
H12C H -0.4176 0.6951 -0.0058 0.100 Uiso 0.8 1 d R . P A 1
H12D H -0.5218 0.7364 -0.0405 0.100 Uiso 0.8 1 d R . P A 1
O13 O -0.3433(12) 0.6103(12) 0.0477(5) 0.128(5) Uani 1 1 d . U . . .
H13C H -0.3632 0.6182 0.0832 0.193 Uiso 1 1 d R . . . .
H13D H -0.2897 0.5548 0.0497 0.193 Uiso 1 1 d R . . . .
Br1 Br -0.52148(7) 1.07801(6) -0.34651(4) 0.0471(2) Uani 1 1 d . . . . .
Br2 Br -0.08630(7) 1.14605(7) -0.43070(4) 0.0540(2) Uani 1 1 d . . . . .
Br3B Br 0.3876(8) 0.7195(7) -0.0798(4) 0.055(2) Uani 0.1 1 d . . P B 2
Br3 Br 0.35140(10) 0.66681(10) -0.09359(4) 0.0597(3) Uani 0.9 1 d . . P C 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.399(10) . ?
C1 C6 1.399(10) . ?
C1 C65 1.504(10) . ?
C2 C3 1.392(11) . ?
C2 O1 1.388(9) . ?
C3 C4 1.385(10) . ?
C3 C7 1.519(10) . ?
C4 C5 1.413(10) . ?
C4 O2 1.362(9) . ?
C5 C6 1.384(10) . ?
C5 C14 1.514(9) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 N1 1.519(10) . ?
C8 H8 0.9800 . ?
C8 C9 1.494(13) . ?
C8 C13 1.473(15) . ?
C8 N1 1.513(10) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.518(13) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.413(17) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.544(17) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.544(14) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14 0.9800 . ?
C14 C15 1.540(9) . ?
C14 C18 1.533(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.520(10) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.502(11) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.416(9) . ?
C18 C23 1.371(10) . ?
C19 C20 1.391(9) . ?
C19 O3 1.377(9) . ?
C20 C21 1.394(10) . ?
C20 C24 1.513(8) . ?
C21 C22 1.400(9) . ?
C21 O4 1.359(8) . ?
C22 C23 1.403(9) . ?
C22 C31 1.534(10) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 N2 1.495(8) . ?
C25 H25 0.9800 . ?
C25 C26 1.515(12) . ?
C25 C30 1.506(12) . ?
C25 N2 1.527(8) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.548(11) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.517(14) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.525(16) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.545(11) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31 0.9800 . ?
C31 C32 1.551(8) . ?
C31 C35 1.521(9) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.499(10) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.536(10) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.412(9) . ?
C35 C40 1.386(9) . ?
C36 C37 1.386(10) . ?
C36 O5 1.387(8) . ?
C37 C38 1.405(9) . ?
C37 C41 1.494(9) . ?
C38 C39 1.397(9) . ?
C38 O6 1.374(8) . ?
C39 C40 1.389(10) . ?
C39 C48 1.533(9) . ?
C40 H40 0.9300 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 N3 1.511(10) . ?
C42 H42 0.9800 . ?
C42 C43 1.502(12) . ?
C42 C47 1.502(11) . ?
C42 N3 1.492(9) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.530(13) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 C45 1.547(16) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 C46 1.503(16) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C46 C47 1.531(10) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 H48 0.9800 . ?
C48 C49 1.540(10) . ?
C48 C52 1.513(10) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 C50 1.529(10) . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C50 C51 1.524(13) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C52 C53 1.402(10) . ?
C52 C57 1.385(11) . ?
C53 C54 1.392(12) . ?
C53 O7 1.383(10) . ?
C54 C55 1.390(12) . ?
C54 C58 1.554(11) . ?
C55 C56 1.406(10) . ?
C55 O8 1.370(9) . ?
C56 C57 1.402(10) . ?
C56 C65 1.512(10) . ?
C57 H57 0.9300 . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C58 N4 1.496(10) . ?
C59 H59 0.9800 . ?
C59 C60 1.522(11) . ?
C59 C64 1.539(13) . ?
C59 N4 1.497(10) . ?
C60 H60A 0.9700 . ?
C60 H60B 0.9700 . ?
C60 C61 1.523(13) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C61 C62 1.559(17) . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C62 C63 1.461(16) . ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C63 C64 1.566(17) . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C65 H65 0.9800 . ?
C65 C66 1.547(10) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
C66 C67 1.520(13) . ?
C67 H67A 0.9700 . ?
C67 H67B 0.9700 . ?
C67 C68 1.496(15) . ?
C68 H68A 0.9600 . ?
C68 H68B 0.9600 . ?
C68 H68C 0.9600 . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
O1 H1 0.8200 . ?
O2 H2 0.8200 . ?
O3 H3 0.8200 . ?
O4 H4 0.8200 . ?
O5 H5 0.8509 . ?
O6 H6A 0.8200 . ?
O7 H7 0.8200 . ?
O8 H8A 0.8200 . ?
C69 H69A 0.9700 . ?
C69 H69B 0.9700 . ?
C69 C70 1.509(13) . ?
C69 O9 1.428(11) . ?
C70 H70A 0.9700 . ?
C70 H70B 0.9700 . ?
C70 O10 1.439(10) . ?
C71 H71 0.9300 . ?
C71 C72 1.480(15) . ?
C71 O10 1.400(13) . ?
C72 H72A 0.9700 . ?
C72 H72B 0.9700 . ?
C72 O9 1.437(10) . ?
C73 H73A 0.9700 . ?
C73 H73B 0.9700 . ?
C73 C74 1.508(13) 2_565 ?
C73 O11 1.431(15) . ?
C74 C73 1.508(13) 2_565 ?
C74 H74A 0.9700 . ?
C74 H74B 0.9700 . ?
C74 O11 1.401(11) . ?
I1 I2 2.9167(8) . ?
I2 I3 2.8835(7) . ?
O12 H12C 0.9566 . ?
O12 H12D 0.8949 . ?
O13 H13C 0.9546 . ?
O13 H13D 0.9751 . ?

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
C2 C1 C65 120.7(6) . . ?
C6 C1 C2 117.0(6) . . ?
C6 C1 C65 122.3(6) . . ?
C3 C2 C1 120.8(6) . . ?
O1 C2 C1 118.9(7) . . ?
O1 C2 C3 120.2(7) . . ?
C2 C3 C7 121.4(7) . . ?
C4 C3 C2 120.4(7) . . ?
C4 C3 C7 118.3(7) . . ?
C3 C4 C5 120.7(7) . . ?
O2 C4 C3 116.4(6) . . ?
O2 C4 C5 122.9(6) . . ?
C4 C5 C14 120.9(6) . . ?
C6 C5 C4 116.8(6) . . ?
C6 C5 C14 122.2(6) . . ?
C1 C6 H6 117.9 . . ?
C5 C6 C1 124.1(6) . . ?
C5 C6 H6 117.9 . . ?
C3 C7 H7A 110.2 . . ?
C3 C7 H7B 110.2 . . ?
H7A C7 H7B 108.5 . . ?
N1 C7 C3 107.7(6) . . ?
N1 C7 H7A 110.2 . . ?
N1 C7 H7B 110.2 . . ?
C9 C8 H8 106.7 . . ?
C9 C8 N1 112.0(7) . . ?
C13 C8 H8 106.7 . . ?
C13 C8 C9 113.3(8) . . ?
C13 C8 N1 110.9(8) . . ?
N1 C8 H8 106.7 . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
C8 C9 C10 111.1(9) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C9 C10 H10A 109.8 . . ?
C9 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
C11 C10 C9 109.5(9) . . ?
C11 C10 H10A 109.8 . . ?
C11 C10 H10B 109.8 . . ?
C10 C11 H11A 108.8 . . ?
C10 C11 H11B 108.8 . . ?
C10 C11 C12 113.8(9) . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C11 C12 H12A 110.5 . . ?
C11 C12 H12B 110.5 . . ?
C11 C12 C13 106.2(9) . . ?
H12A C12 H12B 108.7 . . ?
C13 C12 H12A 110.5 . . ?
C13 C12 H12B 110.5 . . ?
C8 C13 C12 111.1(9) . . ?
C8 C13 H13A 109.4 . . ?
C8 C13 H13B 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C5 C14 H14 107.1 . . ?
C5 C14 C15 112.8(5) . . ?
C5 C14 C18 109.7(5) . . ?
C15 C14 H14 107.1 . . ?
C18 C14 H14 107.1 . . ?
C18 C14 C15 112.7(5) . . ?
C14 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 C14 113.3(6) . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 C15 112.6(7) . . ?
C17 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C14 120.4(6) . . ?
C23 C18 C14 121.9(6) . . ?
C23 C18 C19 117.7(6) . . ?
C20 C19 C18 120.1(6) . . ?
O3 C19 C18 118.3(6) . . ?
O3 C19 C20 121.7(6) . . ?
C19 C20 C21 120.2(6) . . ?
C19 C20 C24 122.2(6) . . ?
C21 C20 C24 117.5(6) . . ?
C20 C21 C22 121.3(6) . . ?
O4 C21 C20 115.6(6) . . ?
O4 C21 C22 123.1(6) . . ?
C21 C22 C23 116.5(6) . . ?
C21 C22 C31 121.8(6) . . ?
C23 C22 C31 121.7(5) . . ?
C18 C23 C22 124.2(6) . . ?
C18 C23 H23 117.9 . . ?
C22 C23 H23 117.9 . . ?
C20 C24 H24A 109.0 . . ?
C20 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
N2 C24 C20 112.9(5) . . ?
N2 C24 H24A 109.0 . . ?
N2 C24 H24B 109.0 . . ?
C26 C25 H25 108.9 . . ?
C26 C25 N2 110.5(6) . . ?
C30 C25 H25 108.9 . . ?
C30 C25 C26 111.6(7) . . ?
C30 C25 N2 108.0(6) . . ?
N2 C25 H25 108.9 . . ?
C25 C26 H26A 109.9 . . ?
C25 C26 H26B 109.9 . . ?
C25 C26 C27 109.0(8) . . ?
H26A C26 H26B 108.3 . . ?
C27 C26 H26A 109.9 . . ?
C27 C26 H26B 109.9 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 108.1 . . ?
C28 C27 C26 110.8(7) . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
C27 C28 H28A 109.4 . . ?
C27 C28 H28B 109.4 . . ?
C27 C28 C29 111.0(8) . . ?
H28A C28 H28B 108.0 . . ?
C29 C28 H28A 109.4 . . ?
C29 C28 H28B 109.4 . . ?
C28 C29 H29A 109.7 . . ?
C28 C29 H29B 109.7 . . ?
C28 C29 C30 109.6(9) . . ?
H29A C29 H29B 108.2 . . ?
C30 C29 H29A 109.7 . . ?
C30 C29 H29B 109.7 . . ?
C25 C30 C29 109.8(7) . . ?
C25 C30 H30A 109.7 . . ?
C25 C30 H30B 109.7 . . ?
C29 C30 H30A 109.7 . . ?
C29 C30 H30B 109.7 . . ?
H30A C30 H30B 108.2 . . ?
C22 C31 H31 106.9 . . ?
C22 C31 C32 112.4(5) . . ?
C32 C31 H31 106.9 . . ?
C35 C31 C22 111.3(5) . . ?
C35 C31 H31 106.9 . . ?
C35 C31 C32 112.0(5) . . ?
C31 C32 H32A 108.8 . . ?
C31 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
C33 C32 C31 113.8(6) . . ?
C33 C32 H32A 108.8 . . ?
C33 C32 H32B 108.8 . . ?
C32 C33 H33A 109.4 . . ?
C32 C33 H33B 109.4 . . ?
C32 C33 C34 111.3(7) . . ?
H33A C33 H33B 108.0 . . ?
C34 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 C31 119.2(6) . . ?
C40 C35 C31 124.0(6) . . ?
C40 C35 C36 116.8(6) . . ?
C37 C36 C35 121.8(6) . . ?
C37 C36 O5 119.8(6) . . ?
O5 C36 C35 118.4(6) . . ?
C36 C37 C38 118.8(6) . . ?
C36 C37 C41 123.5(6) . . ?
C38 C37 C41 117.7(6) . . ?
C39 C38 C37 121.2(6) . . ?
O6 C38 C37 114.2(6) . . ?
O6 C38 C39 124.6(6) . . ?
C38 C39 C48 119.2(6) . . ?
C40 C39 C38 117.6(6) . . ?
C40 C39 C48 123.2(6) . . ?
C35 C40 C39 123.8(6) . . ?
C35 C40 H40 118.1 . . ?
C39 C40 H40 118.1 . . ?
C37 C41 H41A 109.8 . . ?
C37 C41 H41B 109.8 . . ?
C37 C41 N3 109.5(6) . . ?
H41A C41 H41B 108.2 . . ?
N3 C41 H41A 109.8 . . ?
N3 C41 H41B 109.8 . . ?
C43 C42 H42 108.6 . . ?
C43 C42 C47 112.0(8) . . ?
C47 C42 H42 108.6 . . ?
N3 C42 H42 108.6 . . ?
N3 C42 C43 108.0(6) . . ?
N3 C42 C47 111.0(6) . . ?
C42 C43 H43A 109.3 . . ?
C42 C43 H43B 109.3 . . ?
C42 C43 C44 111.5(8) . . ?
H43A C43 H43B 108.0 . . ?
C44 C43 H43A 109.3 . . ?
C44 C43 H43B 109.3 . . ?
C43 C44 H44A 109.9 . . ?
C43 C44 H44B 109.9 . . ?
C43 C44 C45 109.1(11) . . ?
H44A C44 H44B 108.3 . . ?
C45 C44 H44A 109.9 . . ?
C45 C44 H44B 109.9 . . ?
C44 C45 H45A 109.8 . . ?
C44 C45 H45B 109.8 . . ?
H45A C45 H45B 108.3 . . ?
C46 C45 C44 109.2(8) . . ?
C46 C45 H45A 109.8 . . ?
C46 C45 H45B 109.8 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 C47 110.5(8) . . ?
H46A C46 H46B 108.1 . . ?
C47 C46 H46A 109.5 . . ?
C47 C46 H46B 109.5 . . ?
C42 C47 C46 110.2(7) . . ?
C42 C47 H47A 109.6 . . ?
C42 C47 H47B 109.6 . . ?
C46 C47 H47A 109.6 . . ?
C46 C47 H47B 109.6 . . ?
H47A C47 H47B 108.1 . . ?
C39 C48 H48 106.7 . . ?
C39 C48 C49 113.2(6) . . ?
C49 C48 H48 106.7 . . ?
C52 C48 C39 110.6(6) . . ?
C52 C48 H48 106.7 . . ?
C52 C48 C49 112.6(6) . . ?
C48 C49 H49A 109.4 . . ?
C48 C49 H49B 109.4 . . ?
H49A C49 H49B 108.0 . . ?
C50 C49 C48 111.2(6) . . ?
C50 C49 H49A 109.4 . . ?
C50 C49 H49B 109.4 . . ?
C49 C50 H50A 109.1 . . ?
C49 C50 H50B 109.1 . . ?
H50A C50 H50B 107.9 . . ?
C51 C50 C49 112.4(7) . . ?
C51 C50 H50A 109.1 . . ?
C51 C50 H50B 109.1 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C53 C52 C48 120.4(7) . . ?
C57 C52 C48 122.4(7) . . ?
C57 C52 C53 117.2(7) . . ?
C54 C53 C52 121.3(7) . . ?
O7 C53 C52 119.4(7) . . ?
O7 C53 C54 119.2(7) . . ?
C53 C54 C58 120.1(7) . . ?
C55 C54 C53 119.6(7) . . ?
C55 C54 C58 120.3(7) . . ?
C54 C55 C56 121.2(7) . . ?
O8 C55 C54 117.0(7) . . ?
O8 C55 C56 121.7(7) . . ?
C55 C56 C65 121.6(6) . . ?
C57 C56 C55 116.7(7) . . ?
C57 C56 C65 121.7(6) . . ?
C52 C57 C56 123.8(7) . . ?
C52 C57 H57 118.1 . . ?
C56 C57 H57 118.1 . . ?
C54 C58 H58A 110.1 . . ?
C54 C58 H58B 110.1 . . ?
H58A C58 H58B 108.4 . . ?
N4 C58 C54 108.2(7) . . ?
N4 C58 H58A 110.1 . . ?
N4 C58 H58B 110.1 . . ?
C60 C59 H59 108.7 . . ?
C60 C59 C64 109.9(7) . . ?
C64 C59 H59 108.7 . . ?
N4 C59 H59 108.7 . . ?
N4 C59 C60 108.5(7) . . ?
N4 C59 C64 112.2(7) . . ?
C59 C60 H60A 109.9 . . ?
C59 C60 H60B 109.9 . . ?
H60A C60 H60B 108.3 . . ?
C61 C60 C59 108.8(7) . . ?
C61 C60 H60A 109.9 . . ?
C61 C60 H60B 109.9 . . ?
C60 C61 H61A 109.6 . . ?
C60 C61 H61B 109.6 . . ?
C60 C61 C62 110.3(9) . . ?
H61A C61 H61B 108.1 . . ?
C62 C61 H61A 109.6 . . ?
C62 C61 H61B 109.6 . . ?
C61 C62 H62A 109.0 . . ?
C61 C62 H62B 109.0 . . ?
H62A C62 H62B 107.8 . . ?
C63 C62 C61 112.7(10) . . ?
C63 C62 H62A 109.0 . . ?
C63 C62 H62B 109.0 . . ?
C62 C63 H63A 109.4 . . ?
C62 C63 H63B 109.4 . . ?
C62 C63 C64 111.2(10) . . ?
H63A C63 H63B 108.0 . . ?
C64 C63 H63A 109.4 . . ?
C64 C63 H63B 109.4 . . ?
C59 C64 C63 111.0(8) . . ?
C59 C64 H64A 109.4 . . ?
C59 C64 H64B 109.4 . . ?
C63 C64 H64A 109.4 . . ?
C63 C64 H64B 109.4 . . ?
H64A C64 H64B 108.0 . . ?
C1 C65 C56 112.6(5) . . ?
C1 C65 H65 106.3 . . ?
C1 C65 C66 112.8(6) . . ?
C56 C65 H65 106.3 . . ?
C56 C65 C66 112.0(6) . . ?
C66 C65 H65 106.3 . . ?
C65 C66 H66A 108.5 . . ?
C65 C66 H66B 108.5 . . ?
H66A C66 H66B 107.5 . . ?
C67 C66 C65 114.9(7) . . ?
C67 C66 H66A 108.5 . . ?
C67 C66 H66B 108.5 . . ?
C66 C67 H67A 108.4 . . ?
C66 C67 H67B 108.4 . . ?
H67A C67 H67B 107.5 . . ?
C68 C67 C66 115.5(9) . . ?
C68 C67 H67A 108.4 . . ?
C68 C67 H67B 108.4 . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68B 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C7 N1 H1A 107.9 . . ?
C7 N1 H1B 107.9 . . ?
C8 N1 C7 117.5(6) . . ?
C8 N1 H1A 107.9 . . ?
C8 N1 H1B 107.9 . . ?
H1A N1 H1B 107.2 . . ?
C24 N2 C25 113.7(5) . . ?
C24 N2 H2A 108.8 . . ?
C24 N2 H2B 108.8 . . ?
C25 N2 H2A 108.8 . . ?
C25 N2 H2B 108.8 . . ?
H2A N2 H2B 107.7 . . ?
C41 N3 H3A 108.5 . . ?
C41 N3 H3B 108.5 . . ?
C42 N3 C41 115.0(5) . . ?
C42 N3 H3A 108.5 . . ?
C42 N3 H3B 108.5 . . ?
H3A N3 H3B 107.5 . . ?
C58 N4 C59 111.2(7) . . ?
C58 N4 H4A 109.4 . . ?
C58 N4 H4B 109.4 . . ?
C59 N4 H4A 109.4 . . ?
C59 N4 H4B 109.4 . . ?
H4A N4 H4B 108.0 . . ?
C2 O1 H1 109.5 . . ?
C4 O2 H2 109.5 . . ?
C19 O3 H3 109.5 . . ?
C21 O4 H4 109.5 . . ?
C36 O5 H5 100.2 . . ?
C38 O6 H6A 109.5 . . ?
C53 O7 H7 109.5 . . ?
C55 O8 H8A 109.5 . . ?
H69A C69 H69B 108.3 . . ?
C70 C69 H69A 109.8 . . ?
C70 C69 H69B 109.8 . . ?
O9 C69 H69A 109.8 . . ?
O9 C69 H69B 109.8 . . ?
O9 C69 C70 109.3(8) . . ?
C69 C70 H70A 109.5 . . ?
C69 C70 H70B 109.5 . . ?
H70A C70 H70B 108.1 . . ?
O10 C70 C69 110.7(7) . . ?
O10 C70 H70A 109.5 . . ?
O10 C70 H70B 109.5 . . ?
C72 C71 H71 124.4 . . ?
O10 C71 H71 124.4 . . ?
O10 C71 C72 111.2(8) . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
H72A C72 H72B 108.1 . . ?
O9 C72 C71 110.9(8) . . ?
O9 C72 H72A 109.5 . . ?
O9 C72 H72B 109.5 . . ?
C69 O9 C72 110.3(7) . . ?
C71 O10 C70 108.4(7) . . ?
H73A C73 H73B 107.9 . . ?
C74 C73 H73A 109.2 2_565 . ?
C74 C73 H73B 109.2 2_565 . ?
O11 C73 H73A 109.2 . . ?
O11 C73 H73B 109.2 . . ?
O11 C73 C74 111.9(9) . 2_565 ?
C73 C74 H74A 108.9 2_565 . ?
C73 C74 H74B 108.9 2_565 . ?
H74A C74 H74B 107.7 . . ?
O11 C74 C73 113.4(10) . 2_565 ?
O11 C74 H74A 108.9 . . ?
O11 C74 H74B 108.9 . . ?
C74 O11 C73 111.1(9) . . ?
I3 I2 I1 178.23(3) . . ?
H12C O12 H12D 123.1 . . ?
H13C O13 H13D 108.1 . . ?

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
C1 C2 C3 C4 1.6(10) . . . . ?
C1 C2 C3 C7 -177.9(6) . . . . ?
C1 C65 C66 C67 -55.1(8) . . . . ?
C2 C1 C6 C5 -3.8(10) . . . . ?
C2 C1 C65 C56 -89.9(7) . . . . ?
C2 C1 C65 C66 142.1(6) . . . . ?
C2 C3 C4 C5 -4.7(10) . . . . ?
C2 C3 C4 O2 176.1(6) . . . . ?
C2 C3 C7 N1 116.1(8) . . . . ?
C3 C4 C5 C6 3.4(9) . . . . ?
C3 C4 C5 C14 -175.4(6) . . . . ?
C3 C7 N1 C8 -174.6(7) . . . . ?
C4 C3 C7 N1 -63.4(9) . . . . ?
C4 C5 C6 C1 0.9(9) . . . . ?
C4 C5 C14 C15 -143.2(6) . . . . ?
C4 C5 C14 C18 90.4(7) . . . . ?
C5 C14 C15 C16 167.1(6) . . . . ?
C5 C14 C18 C19 -94.0(7) . . . . ?
C5 C14 C18 C23 86.2(7) . . . . ?
C6 C1 C2 C3 2.5(10) . . . . ?
C6 C1 C2 O1 -175.4(6) . . . . ?
C6 C1 C65 C56 91.5(8) . . . . ?
C6 C1 C65 C66 -36.5(9) . . . . ?
C6 C5 C14 C15 38.1(8) . . . . ?
C6 C5 C14 C18 -88.3(7) . . . . ?
C7 C3 C4 C5 174.8(6) . . . . ?
C7 C3 C4 O2 -4.4(9) . . . . ?
C8 C9 C10 C11 -55.2(12) . . . . ?
C9 C8 C13 C12 -54.7(12) . . . . ?
C9 C8 N1 C7 -60.4(10) . . . . ?
C9 C10 C11 C12 60.8(12) . . . . ?
C10 C11 C12 C13 -60.2(12) . . . . ?
C11 C12 C13 C8 54.4(12) . . . . ?
C13 C8 C9 C10 53.4(11) . . . . ?
C13 C8 N1 C7 67.3(10) . . . . ?
C14 C5 C6 C1 179.7(6) . . . . ?
C14 C15 C16 C17 -178.4(7) . . . . ?
C14 C18 C19 C20 -179.3(6) . . . . ?
C14 C18 C19 O3 -0.3(9) . . . . ?
C14 C18 C23 C22 178.6(6) . . . . ?
C15 C14 C18 C19 139.5(6) . . . . ?
C15 C14 C18 C23 -40.3(8) . . . . ?
C18 C14 C15 C16 -68.0(8) . . . . ?
C18 C19 C20 C21 0.3(9) . . . . ?
C18 C19 C20 C24 177.7(6) . . . . ?
C19 C18 C23 C22 -1.2(9) . . . . ?
C19 C20 C21 C22 -0.5(9) . . . . ?
C19 C20 C21 O4 178.3(6) . . . . ?
C19 C20 C24 N2 101.6(7) . . . . ?
C20 C21 C22 C23 -0.1(9) . . . . ?
C20 C21 C22 C31 179.4(5) . . . . ?
C20 C24 N2 C25 178.1(6) . . . . ?
C21 C20 C24 N2 -80.9(7) . . . . ?
C21 C22 C23 C18 1.0(9) . . . . ?
C21 C22 C31 C32 -136.3(6) . . . . ?
C21 C22 C31 C35 97.1(7) . . . . ?
C22 C31 C32 C33 60.4(7) . . . . ?
C22 C31 C35 C36 -85.2(7) . . . . ?
C22 C31 C35 C40 92.6(7) . . . . ?
C23 C18 C19 C20 0.5(9) . . . . ?
C23 C18 C19 O3 179.5(5) . . . . ?
C23 C22 C31 C32 43.2(8) . . . . ?
C23 C22 C31 C35 -83.4(7) . . . . ?
C24 C20 C21 C22 -178.0(6) . . . . ?
C24 C20 C21 O4 0.8(8) . . . . ?
C25 C26 C27 C28 56.8(12) . . . . ?
C26 C25 C30 C29 59.7(10) . . . . ?
C26 C25 N2 C24 -74.4(8) . . . . ?
C26 C27 C28 C29 -57.2(13) . . . . ?
C27 C28 C29 C30 57.2(12) . . . . ?
C28 C29 C30 C25 -57.8(11) . . . . ?
C30 C25 C26 C27 -58.6(10) . . . . ?
C30 C25 N2 C24 163.3(7) . . . . ?
C31 C22 C23 C18 -178.5(6) . . . . ?
C31 C32 C33 C34 179.4(7) . . . . ?
C31 C35 C36 C37 176.5(6) . . . . ?
C31 C35 C36 O5 -1.4(10) . . . . ?
C31 C35 C40 C39 -176.2(6) . . . . ?
C32 C31 C35 C36 148.0(6) . . . . ?
C32 C31 C35 C40 -34.2(9) . . . . ?
C35 C31 C32 C33 -173.4(6) . . . . ?
C35 C36 C37 C38 -0.7(10) . . . . ?
C35 C36 C37 C41 -180.0(6) . . . . ?
C36 C35 C40 C39 1.6(10) . . . . ?
C36 C37 C38 C39 2.9(10) . . . . ?
C36 C37 C38 O6 -177.5(6) . . . . ?
C36 C37 C41 N3 101.6(8) . . . . ?
C37 C38 C39 C40 -2.7(10) . . . . ?
C37 C38 C39 C48 178.3(6) . . . . ?
C37 C41 N3 C42 160.7(6) . . . . ?
C38 C37 C41 N3 -77.7(8) . . . . ?
C38 C39 C40 C35 0.4(10) . . . . ?
C38 C39 C48 C49 -148.8(6) . . . . ?
C38 C39 C48 C52 83.9(8) . . . . ?
C39 C48 C49 C50 166.1(6) . . . . ?
C39 C48 C52 C53 -101.8(7) . . . . ?
C39 C48 C52 C57 78.8(8) . . . . ?
C40 C35 C36 C37 -1.5(10) . . . . ?
C40 C35 C36 O5 -179.4(6) . . . . ?
C40 C39 C48 C49 32.3(9) . . . . ?
C40 C39 C48 C52 -95.0(8) . . . . ?
C41 C37 C38 C39 -177.8(6) . . . . ?
C41 C37 C38 O6 1.9(9) . . . . ?
C42 C43 C44 C45 56.5(15) . . . . ?
C43 C42 C47 C46 55.4(11) . . . . ?
C43 C42 N3 C41 -173.8(8) . . . . ?
C43 C44 C45 C46 -58.9(14) . . . . ?
C44 C45 C46 C47 60.4(12) . . . . ?
C45 C46 C47 C42 -58.4(11) . . . . ?
C47 C42 C43 C44 -55.7(14) . . . . ?
C47 C42 N3 C41 63.1(9) . . . . ?
C48 C39 C40 C35 179.4(6) . . . . ?
C48 C49 C50 C51 -73.7(9) . . . . ?
C48 C52 C53 C54 177.7(6) . . . . ?
C48 C52 C53 O7 1.3(10) . . . . ?
C48 C52 C57 C56 -179.7(6) . . . . ?
C49 C48 C52 C53 130.5(7) . . . . ?
C49 C48 C52 C57 -49.0(9) . . . . ?
C52 C48 C49 C50 -67.6(8) . . . . ?
C52 C53 C54 C55 0.8(11) . . . . ?
C52 C53 C54 C58 -177.8(7) . . . . ?
C53 C52 C57 C56 0.9(10) . . . . ?
C53 C54 C55 C56 3.3(11) . . . . ?
C53 C54 C55 O8 -178.4(7) . . . . ?
C53 C54 C58 N4 -91.8(9) . . . . ?
C54 C55 C56 C57 -5.1(10) . . . . ?
C54 C55 C56 C65 175.4(6) . . . . ?
C54 C58 N4 C59 -177.0(7) . . . . ?
C55 C54 C58 N4 89.6(9) . . . . ?
C55 C56 C57 C52 3.0(10) . . . . ?
C55 C56 C65 C1 97.3(7) . . . . ?
C55 C56 C65 C66 -134.3(7) . . . . ?
C56 C65 C66 C67 176.6(6) . . . . ?
C57 C52 C53 C54 -2.8(10) . . . . ?
C57 C52 C53 O7 -179.3(6) . . . . ?
C57 C56 C65 C1 -82.1(8) . . . . ?
C57 C56 C65 C66 46.3(8) . . . . ?
C58 C54 C55 C56 -178.1(7) . . . . ?
C58 C54 C55 O8 0.2(11) . . . . ?
C59 C60 C61 C62 -59.4(11) . . . . ?
C60 C59 C64 C63 -57.4(11) . . . . ?
C60 C59 N4 C58 174.5(7) . . . . ?
C60 C61 C62 C63 56.9(15) . . . . ?
C61 C62 C63 C64 -52.8(16) . . . . ?
C62 C63 C64 C59 53.5(15) . . . . ?
C64 C59 C60 C61 60.8(10) . . . . ?
C64 C59 N4 C58 -63.9(10) . . . . ?
C65 C1 C2 C3 -176.2(6) . . . . ?
C65 C1 C2 O1 5.9(10) . . . . ?
C65 C1 C6 C5 174.9(6) . . . . ?
C65 C56 C57 C52 -177.5(6) . . . . ?
C65 C66 C67 C68 -56.6(10) . . . . ?
N1 C8 C9 C10 179.8(8) . . . . ?
N1 C8 C13 C12 178.3(9) . . . . ?
N2 C25 C26 C27 -178.7(7) . . . . ?
N2 C25 C30 C29 -178.6(8) . . . . ?
N3 C42 C43 C44 -178.2(10) . . . . ?
N3 C42 C47 C46 176.2(8) . . . . ?
N4 C59 C60 C61 -176.2(8) . . . . ?
N4 C59 C64 C63 -178.1(8) . . . . ?
O1 C2 C3 C4 179.5(6) . . . . ?
O1 C2 C3 C7 0.0(10) . . . . ?
O2 C4 C5 C6 -177.4(6) . . . . ?
O2 C4 C5 C14 3.8(9) . . . . ?
O3 C19 C20 C21 -178.7(6) . . . . ?
O3 C19 C20 C24 -1.3(9) . . . . ?
O4 C21 C22 C23 -178.8(5) . . . . ?
O4 C21 C22 C31 0.7(9) . . . . ?
O5 C36 C37 C38 177.2(6) . . . . ?
O5 C36 C37 C41 -2.1(11) . . . . ?
O6 C38 C39 C40 177.7(6) . . . . ?
O6 C38 C39 C48 -1.3(10) . . . . ?
O7 C53 C54 C55 177.3(7) . . . . ?
O7 C53 C54 C58 -1.3(11) . . . . ?
O8 C55 C56 C57 176.7(6) . . . . ?
O8 C55 C56 C65 -2.8(10) . . . . ?
C69 C70 O10 C71 60.1(11) . . . . ?
C70 C69 O9 C72 56.1(10) . . . . ?
C71 C72 O9 C69 -56.5(11) . . . . ?
C72 C71 O10 C70 -59.8(10) . . . . ?
O9 C69 C70 O10 -58.7(10) . . . . ?
O10 C71 C72 O9 58.9(11) . . . . ?
C73 C74 O11 C73 52.9(14) 2_565 . . . ?
C74 C73 O11 C74 -52.1(15) 2_565 . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-7 2 5 0.0820 -7.0000 2.0000 5.0002 0.3818 0.8877 0.0417
8 0 -3 0.0730 8.0000 -0.0000 -3.0002 -0.4346 -0.9174 0.2245
4 -7 -8 0.1461 4.0000 -7.0000 -8.0001 -0.3042 -0.6823 -0.7023
2 8 7 0.1658 2.0000 8.0000 6.9999 -0.0238 0.0393 0.9905
-2 1 -16 0.0399 -2.0000 1.0000 -15.9998 0.9159 -0.4589 -0.1251
2 -1 15 0.0527 2.0000 -1.0000 14.9998 -0.8709 0.4182 0.1146
1 -5 11 0.0980 1.0000 -5.0000 10.9998 -0.8365 0.3782 -0.3858
-8 -2 1 0.1212 -8.0000 -2.0000 1.0002 0.4162 0.8477 -0.4588
0 -8 -7 0.1923 0.0000 -8.0000 -7.0000 -0.1186 -0.2381 -0.9265
-2 -1 -16 0.0503 -2.0000 -1.0000 -15.9998 0.8075 -0.4471 -0.3384
5 -4 10 0.0825 5.0000 -4.0000 9.9997 -1.0222 -0.0661 -0.1617
-2 8 3 0.1651 -2.0000 8.0000 3.0001 0.4408 0.2739 0.8205
2 0 -15 0.0575 2.0000 -0.0000 -14.9999 0.5320 -0.8099 -0.0933

_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_2_Br3_I3
_database_code_depnum_ccdc_archive 'CCDC 1481998'
_audit_update_record             
;
2016-05-26 deposited with the CCDC.
2016-06-17 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT971_2_Br3_I3            
;
PROBLEM: Check Calcd Residual Density  0.90A From      I3       2.62 eA-3  
RESPONSE: The relatively large residual density is very close to the heavy atom, which might be caused by the slight disorder of the atom or unsuitable absorption correction method.
;
# end Validation Reply Form

_audit_creation_date             2016-05-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C56 H88 N4 O8, I3, 2(C H4 O), 3(Br)'
_chemical_formula_sum            'C58 H96 Br3 I3 N4 O10'
_chemical_formula_weight         1629.81
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C60 H50 O8 N4 Br4 I3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.0087(4)
_cell_length_b                   27.3833(5)
_cell_length_c                   16.3215(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.343(2)
_cell_angle_gamma                90
_cell_volume                     6706.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7741
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      72.1950
_cell_measurement_theta_min      3.1220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    13.511
_exptl_absorpt_correction_T_max  0.704
_exptl_absorpt_correction_T_min  0.340
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             3264
_exptl_crystal_size_max          0.1561
_exptl_crystal_size_mid          0.0342
_exptl_crystal_size_min          0.0331
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_av_unetI/netI     0.0873
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29031
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.748
_diffrn_reflns_theta_max         66.748
_diffrn_reflns_theta_min         3.153
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3953
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -115.00   -5.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.0263  -19.0000  120.0000 110

#__ type_ start__ end____ width___ exp.time_
  2 omega   76.00  170.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818   61.0000 -135.3851 94

#__ type_ start__ end____ width___ exp.time_
  3 omega   69.00  170.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818   15.0000 -180.0000 101

#__ type_ start__ end____ width___ exp.time_
  4 omega   29.00   91.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000  -90.0000 62

#__ type_ start__ end____ width___ exp.time_
  5 omega -116.00  -18.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.0263  -37.0000  -90.0000 98

#__ type_ start__ end____ width___ exp.time_
  6 omega  -83.00   38.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.0263   19.0000  -60.0000 121

#__ type_ start__ end____ width___ exp.time_
  7 omega   32.00   57.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818 -125.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
  8 omega   24.00  108.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -94.0000  -90.0000 84

#__ type_ start__ end____ width___ exp.time_
  9 omega   32.00   58.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -30.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 10 omega   81.00  125.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601   45.0000  -60.0000 44
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0775095000
_diffrn_orient_matrix_UB_12      0.0144240000
_diffrn_orient_matrix_UB_13      -0.0585594000
_diffrn_orient_matrix_UB_21      0.0127978000
_diffrn_orient_matrix_UB_22      -0.0476236000
_diffrn_orient_matrix_UB_23      -0.0485182000
_diffrn_orient_matrix_UB_31      -0.0660499000
_diffrn_orient_matrix_UB_32      -0.0262230000
_diffrn_orient_matrix_UB_33      0.0560428000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8064
_reflns_number_total             11813
_reflns_odcompleteness_completeness 99.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.691
_refine_diff_density_min         -1.564
_refine_diff_density_rms         0.175
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     722
_refine_ls_number_reflns         11813
_refine_ls_number_restraints     23
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0692
_refine_ls_restrained_S_all      1.021
_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)+(0.1297P)²+2.8734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1935
_refine_ls_wR_factor_ref         0.2275
_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,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C58-O10
 1.4 with sigma of 0.02
 H4-O5_$1
 2.3 with sigma of 0.02
 H53-H1
 2.15 with sigma of 0.02
 H4-H21A
 2.15 with sigma of 0.01
 H58B_$2-H28C
 2.15 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C24) \\sim Ueq, Uanis(C58) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O9) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4.a Riding coordinates:
 O9(H9)
4.b Ternary CH refined with riding coordinates:
 C11(H11), C25(H25), C39(H39), C53(H53)
4.c Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C12(H12A,H12B), C13(H13A,H13B),
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C26(H26A,H26B), C27(H27A,H27B),
  C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C40(H40A,H40B), C41(H41A,
 H41B), C49(H49A,H49B), C50(H50A,H50B), C51(H51A,H51B), C54(H54A,H54B),
 C55(H55A,H55B), N1(H1A,H1B), N2(H2A,H2B), N3(H3A,H3B), N4(H4A,H4B)
4.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C20(H20), C34(H34), C48(H48)
4.e Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C14(H14A,H14B,H14C), C24(H24A,H24B,H24C), C28(H28A,H28B,
 H28C), C38(H38A,H38B,H38C), C42(H42A,H42B,H42C), C52(H52A,H52B,H52C), C56(H56A,
 H56B,H56C), C57(H57A,H57B,H57C), C58(H58A,H58B,H58C)
4.f Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2), O3(H3), O4(H4), O5(H5), O6(H6A), O7(H7), O8(H8), O10(H10)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 1.1018(7) 0.2977(3) 0.0764(6) 0.042(2) Uani 1 1 d . . . . .
C2 C 1.1712(7) 0.3229(3) 0.0408(6) 0.045(2) Uani 1 1 d . . . . .
C3 C 1.2465(7) 0.3370(3) 0.0870(6) 0.043(2) Uani 1 1 d . . . . .
C4 C 1.2527(7) 0.3274(4) 0.1686(6) 0.048(2) Uani 1 1 d . . . . .
C5 C 1.1824(7) 0.3026(3) 0.2085(6) 0.041(2) Uani 1 1 d . . . . .
C6 C 1.1098(6) 0.2881(3) 0.1607(6) 0.039(2) Uani 1 1 d . . . . .
H6 H 1.0641 0.2711 0.1856 0.047 Uiso 1 1 calc R . . . .
C7 C 1.3236(8) 0.3580(4) 0.0403(6) 0.050(2) Uani 1 1 d . . . . .
H7A H 1.3766 0.3578 0.0753 0.060 Uiso 1 1 calc R . . . .
H7B H 1.3349 0.3374 -0.0067 0.060 Uiso 1 1 calc R . . . .
C8 C 1.3698(8) 0.4272(5) -0.0519(7) 0.060(3) Uani 1 1 d . . . . .
H8A H 1.3555 0.4609 -0.0648 0.072 Uiso 1 1 calc R . . . .
H8B H 1.3628 0.4081 -0.1017 0.072 Uiso 1 1 calc R . . . .
C9 C 1.4667(9) 0.4239(5) -0.0205(8) 0.068(3) Uani 1 1 d . . . . .
H9A H 1.4830 0.3900 -0.0115 0.082 Uiso 1 1 calc R . . . .
H9B H 1.4735 0.4412 0.0311 0.082 Uiso 1 1 calc R . . . .
C10 C 1.5271(10) 0.4468(5) -0.0851(10) 0.078(4) Uani 1 1 d . . . . .
H10A H 1.5096 0.4352 -0.1386 0.118 Uiso 1 1 calc GR . . . .
H10B H 1.5880 0.4379 -0.0735 0.118 Uiso 1 1 calc GR . . . .
H10C H 1.5215 0.4817 -0.0835 0.118 Uiso 1 1 calc GR . . . .
C11 C 1.1883(6) 0.2937(3) 0.3001(6) 0.041(2) Uani 1 1 d . . . . .
H11 H 1.2518 0.2936 0.3157 0.049 Uiso 1 1 calc R . . . .
C12 C 1.1505(7) 0.2427(3) 0.3240(6) 0.042(2) Uani 1 1 d . . . . .
H12A H 1.0866 0.2427 0.3138 0.050 Uiso 1 1 calc R . . . .
H12B H 1.1761 0.2182 0.2886 0.050 Uiso 1 1 calc R . . . .
C13 C 1.1687(8) 0.2281(4) 0.4120(6) 0.054(3) Uani 1 1 d . . . . .
H13A H 1.2325 0.2282 0.4230 0.065 Uiso 1 1 calc R . . . .
H13B H 1.1418 0.2518 0.4480 0.065 Uiso 1 1 calc R . . . .
C14 C 1.1319(10) 0.1781(4) 0.4293(8) 0.070(4) Uani 1 1 d . . . . .
H14A H 1.1675 0.1539 0.4030 0.106 Uiso 1 1 calc GR . . . .
H14B H 1.0716 0.1761 0.4086 0.106 Uiso 1 1 calc GR . . . .
H14C H 1.1330 0.1725 0.4874 0.106 Uiso 1 1 calc GR . . . .
C15 C 1.1455(6) 0.3356(3) 0.3472(5) 0.038(2) Uani 1 1 d . . . . .
C16 C 1.1962(6) 0.3751(3) 0.3742(6) 0.042(2) Uani 1 1 d . . . . .
C17 C 1.1581(7) 0.4143(3) 0.4156(6) 0.043(2) Uani 1 1 d . . . . .
C18 C 1.0670(7) 0.4134(3) 0.4297(5) 0.038(2) Uani 1 1 d . . . . .
C19 C 1.0138(6) 0.3751(3) 0.4037(5) 0.0335(18) Uani 1 1 d . . . . .
C20 C 1.0553(6) 0.3374(3) 0.3623(5) 0.036(2) Uani 1 1 d . . . . .
H20 H 1.0201 0.3116 0.3435 0.044 Uiso 1 1 calc R . . . .
C21 C 1.2172(7) 0.4564(3) 0.4447(6) 0.047(2) Uani 1 1 d . . . . .
H21A H 1.1901 0.4724 0.4909 0.057 Uiso 1 1 calc DR . . . .
H21B H 1.2747 0.4438 0.4630 0.057 Uiso 1 1 calc R . . . .
C22 C 1.2823(9) 0.5366(4) 0.4059(9) 0.073(4) Uani 1 1 d . . . . .
H22A H 1.2486 0.5541 0.4465 0.087 Uiso 1 1 calc R . . . .
H22B H 1.3378 0.5259 0.4318 0.087 Uiso 1 1 calc R . . . .
C23 C 1.3024(10) 0.5702(5) 0.3378(10) 0.081(4) Uani 1 1 d . . . . .
H23A H 1.2526 0.5711 0.2989 0.097 Uiso 1 1 calc R . . . .
H23B H 1.3546 0.5589 0.3095 0.097 Uiso 1 1 calc R . . . .
C24 C 1.3200(13) 0.6231(5) 0.3746(14) 0.110(6) Uani 1 1 d . U . . .
H24A H 1.3270 0.6460 0.3306 0.165 Uiso 1 1 calc GR . . . .
H24B H 1.3733 0.6226 0.4083 0.165 Uiso 1 1 calc GR . . . .
H24C H 1.2705 0.6327 0.4071 0.165 Uiso 1 1 calc GR . . . .
C25 C 0.9149(7) 0.3754(3) 0.4192(5) 0.0356(19) Uani 1 1 d . . . . .
H25 H 0.9069 0.3973 0.4660 0.043 Uiso 1 1 calc R . . . .
C26 C 0.8784(7) 0.3256(3) 0.4457(5) 0.041(2) Uani 1 1 d . . . . .
H26A H 0.8141 0.3278 0.4494 0.049 Uiso 1 1 calc R . . . .
H26B H 0.8914 0.3016 0.4039 0.049 Uiso 1 1 calc R . . . .
C27 C 0.9161(12) 0.3084(4) 0.5255(9) 0.078(4) Uani 1 1 d . . . . .
H27A H 0.9057 0.3331 0.5668 0.094 Uiso 1 1 calc R . . . .
H27B H 0.9800 0.3046 0.5209 0.094 Uiso 1 1 calc R . . . .
C28 C 0.8760(19) 0.2595(8) 0.5542(12) 0.148(11) Uani 1 1 d . . . . .
H28A H 0.8893 0.2343 0.5155 0.222 Uiso 1 1 calc GR . . . .
H28B H 0.8125 0.2627 0.5581 0.222 Uiso 1 1 calc GR . . . .
H28C H 0.9012 0.2510 0.6069 0.222 Uiso 1 1 calc DGR . . . .
C29 C 0.8604(6) 0.3975(3) 0.3489(5) 0.0353(18) Uani 1 1 d . . . . .
C30 C 0.8398(6) 0.4465(3) 0.3455(5) 0.0343(18) Uani 1 1 d . . . . .
C31 C 0.7828(6) 0.4664(3) 0.2849(5) 0.0368(19) Uani 1 1 d . . . . .
C32 C 0.7496(6) 0.4358(3) 0.2230(5) 0.0350(18) Uani 1 1 d . . . . .
C33 C 0.7748(6) 0.3866(3) 0.2191(5) 0.0312(17) Uani 1 1 d . . . . .
C34 C 0.8292(6) 0.3686(3) 0.2827(5) 0.0343(18) Uani 1 1 d . . . . .
H34 H 0.8457 0.3359 0.2814 0.041 Uiso 1 1 calc R . . . .
C35 C 0.7587(6) 0.5199(3) 0.2879(5) 0.0369(19) Uani 1 1 d . . . . .
H35A H 0.7138 0.5271 0.2459 0.044 Uiso 1 1 calc R . . . .
H35B H 0.7340 0.5276 0.3407 0.044 Uiso 1 1 calc R . . . .
C36 C 0.8284(8) 0.6048(3) 0.2845(6) 0.047(2) Uani 1 1 d . . . . .
H36A H 0.7772 0.6159 0.2522 0.057 Uiso 1 1 calc R . . . .
H36B H 0.8808 0.6214 0.2649 0.057 Uiso 1 1 calc R . . . .
C37 C 0.8152(8) 0.6173(3) 0.3758(6) 0.047(2) Uani 1 1 d . . . . .
H37A H 0.7590 0.6040 0.3936 0.057 Uiso 1 1 calc R . . . .
H37B H 0.8627 0.6028 0.4089 0.057 Uiso 1 1 calc R . . . .
C38 C 0.8158(9) 0.6731(4) 0.3870(8) 0.063(3) Uani 1 1 d . . . . .
H38A H 0.7653 0.6870 0.3583 0.095 Uiso 1 1 calc GR . . . .
H38B H 0.8696 0.6864 0.3655 0.095 Uiso 1 1 calc GR . . . .
H38C H 0.8127 0.6808 0.4443 0.095 Uiso 1 1 calc GR . . . .
C39 C 0.7452(7) 0.3546(3) 0.1475(6) 0.040(2) Uani 1 1 d . . . . .
H39 H 0.6923 0.3701 0.1225 0.048 Uiso 1 1 calc R . . . .
C40 C 0.7175(7) 0.3029(3) 0.1727(6) 0.041(2) Uani 1 1 d . . . . .
H40A H 0.7055 0.2839 0.1235 0.049 Uiso 1 1 calc R . . . .
H40B H 0.7672 0.2877 0.2018 0.049 Uiso 1 1 calc R . . . .
C41 C 0.6364(8) 0.3004(4) 0.2262(7) 0.056(3) Uani 1 1 d . . . . .
H41A H 0.6444 0.3220 0.2729 0.067 Uiso 1 1 calc R . . . .
H41B H 0.6289 0.2674 0.2464 0.067 Uiso 1 1 calc R . . . .
C42 C 0.5520(10) 0.3160(7) 0.1746(10) 0.093(5) Uani 1 1 d . . . . .
H42A H 0.5467 0.2960 0.1265 0.139 Uiso 1 1 calc GR . . . .
H42B H 0.5576 0.3496 0.1587 0.139 Uiso 1 1 calc GR . . . .
H42C H 0.4999 0.3121 0.2070 0.139 Uiso 1 1 calc GR . . . .
C43 C 0.8165(6) 0.3539(3) 0.0821(5) 0.0341(19) Uani 1 1 d . . . . .
C44 C 0.8147(8) 0.3885(3) 0.0178(6) 0.045(2) Uani 1 1 d . . . . .
C45 C 0.8749(7) 0.3862(3) -0.0443(6) 0.044(2) Uani 1 1 d . . . . .
C46 C 0.9404(7) 0.3496(3) -0.0426(5) 0.042(2) Uani 1 1 d . . . . .
C47 C 0.9474(7) 0.3169(3) 0.0220(5) 0.0367(19) Uani 1 1 d . . . . .
C48 C 0.8840(6) 0.3206(3) 0.0814(5) 0.037(2) Uani 1 1 d . . . . .
H48 H 0.8875 0.2985 0.1246 0.045 Uiso 1 1 calc R . . . .
C49 C 0.8709(9) 0.4236(3) -0.1144(6) 0.055(3) Uani 1 1 d . . . . .
H49A H 0.9017 0.4110 -0.1615 0.065 Uiso 1 1 calc R . . . .
H49B H 0.8093 0.4297 -0.1307 0.065 Uiso 1 1 calc R . . . .
C50 C 0.9144(8) 0.5085(4) -0.1509(6) 0.050(2) Uani 1 1 d . . . . .
H50A H 0.8533 0.5149 -0.1685 0.060 Uiso 1 1 calc R . . . .
H50B H 0.9457 0.4959 -0.1977 0.060 Uiso 1 1 calc R . . . .
C51 C 0.9564(9) 0.5555(4) -0.1252(7) 0.058(3) Uani 1 1 d . . . . .
H51A H 1.0153 0.5492 -0.1017 0.070 Uiso 1 1 calc R . . . .
H51B H 0.9208 0.5709 -0.0837 0.070 Uiso 1 1 calc R . . . .
C52 C 0.9637(10) 0.5887(4) -0.1976(7) 0.069(3) Uani 1 1 d . . . . .
H52A H 0.9859 0.5707 -0.2433 0.103 Uiso 1 1 calc GR . . . .
H52B H 1.0039 0.6149 -0.1843 0.103 Uiso 1 1 calc GR . . . .
H52C H 0.9060 0.6018 -0.2117 0.103 Uiso 1 1 calc GR . . . .
C53 C 1.0231(7) 0.2788(3) 0.0252(6) 0.042(2) Uani 1 1 d . . . . .
H53 H 1.0440 0.2754 -0.0310 0.050 Uiso 1 1 calc DR . . . .
C54 C 0.9898(7) 0.2281(3) 0.0510(6) 0.045(2) Uani 1 1 d . . . . .
H54A H 1.0406 0.2067 0.0601 0.054 Uiso 1 1 calc R . . . .
H54B H 0.9589 0.2310 0.1022 0.054 Uiso 1 1 calc R . . . .
C55 C 0.9275(8) 0.2055(4) -0.0131(7) 0.052(3) Uani 1 1 d . . . . .
H55A H 0.8766 0.2268 -0.0215 0.063 Uiso 1 1 calc R . . . .
H55B H 0.9057 0.1746 0.0077 0.063 Uiso 1 1 calc R . . . .
C56 C 0.9703(12) 0.1964(7) -0.0953(10) 0.108(7) Uani 1 1 d . . . . .
H56A H 0.9354 0.1731 -0.1261 0.162 Uiso 1 1 calc GR . . . .
H56B H 1.0295 0.1839 -0.0864 0.162 Uiso 1 1 calc GR . . . .
H56C H 0.9730 0.2265 -0.1253 0.162 Uiso 1 1 calc GR . . . .
I1 I 0.95520(6) 0.04856(3) 0.07097(6) 0.0702(3) Uani 1 1 d . . . . .
I2 I 0.92845(4) 0.12337(2) 0.19313(4) 0.04790(19) Uani 1 1 d . . . . .
I3 I 0.88576(5) 0.20279(2) 0.30542(4) 0.0544(2) Uani 1 1 d . . . . .
N1 N 1.3058(6) 0.4082(3) 0.0121(5) 0.051(2) Uani 1 1 d . . . . .
H1A H 1.3084 0.4280 0.0553 0.061 Uiso 1 1 calc R . . . .
H1B H 1.2506 0.4095 -0.0089 0.061 Uiso 1 1 calc R . . . .
N2 N 1.2302(6) 0.4927(3) 0.3777(6) 0.050(2) Uani 1 1 d . . . . .
H2A H 1.1772 0.5024 0.3584 0.061 Uiso 1 1 calc R . . . .
H2B H 1.2587 0.4784 0.3370 0.061 Uiso 1 1 calc R . . . .
N3 N 0.8393(5) 0.5505(2) 0.2746(5) 0.0385(17) Uani 1 1 d . . . . .
H3A H 0.8580 0.5448 0.2241 0.046 Uiso 1 1 calc R . . . .
H3B H 0.8820 0.5406 0.3094 0.046 Uiso 1 1 calc R . . . .
N4 N 0.9142(6) 0.4705(3) -0.0860(5) 0.0462(19) Uani 1 1 d . . . . .
H4A H 0.8853 0.4818 -0.0429 0.055 Uiso 1 1 calc R . . . .
H4B H 0.9701 0.4643 -0.0698 0.055 Uiso 1 1 calc R . . . .
O1 O 1.1725(5) 0.3344(3) -0.0408(4) 0.0518(17) Uani 1 1 d . . . . .
H1 H 1.1214 0.3387 -0.0581 0.078 Uiso 1 1 calc DGR . . . .
O2 O 1.3252(5) 0.3424(3) 0.2153(5) 0.0551(18) Uani 1 1 d . . . . .
H2 H 1.3538 0.3625 0.1896 0.083 Uiso 1 1 calc GR . . . .
O3 O 1.2867(5) 0.3783(3) 0.3628(5) 0.0549(19) Uani 1 1 d . . . . .
H3 H 1.2969 0.3760 0.3139 0.082 Uiso 1 1 calc GR . . . .
O4 O 1.0298(5) 0.4542(2) 0.4682(4) 0.0433(16) Uani 1 1 d . . . . .
H4 H 1.0534 0.4578 0.5136 0.065 Uiso 1 1 calc DGR . . . .
O5 O 0.8699(4) 0.4800(2) 0.4036(4) 0.0383(14) Uani 1 1 d D . . . .
H5 H 0.9194 0.4718 0.4210 0.058 Uiso 1 1 calc GR . . . .
O6 O 0.6937(5) 0.4549(2) 0.1625(4) 0.0418(15) Uani 1 1 d . . . . .
H6A H 0.6424 0.4461 0.1702 0.063 Uiso 1 1 calc GR . . . .
O7 O 0.7526(5) 0.4253(2) 0.0128(4) 0.0459(16) Uani 1 1 d . . . . .
H7 H 0.7344 0.4313 0.0587 0.069 Uiso 1 1 calc GR . . . .
O8 O 1.0047(5) 0.3488(3) -0.1029(4) 0.0535(18) Uani 1 1 d . . . . .
H8 H 0.9834 0.3366 -0.1449 0.080 Uiso 1 1 calc GR . . . .
C57 C 0.5343(12) 0.4239(7) 0.3081(9) 0.095(5) Uani 1 1 d . . . . .
H57A H 0.5558 0.3915 0.2972 0.142 Uiso 1 1 calc GR . . . .
H57B H 0.4728 0.4223 0.3229 0.142 Uiso 1 1 calc GR . . . .
H57C H 0.5688 0.4380 0.3523 0.142 Uiso 1 1 calc GR . . . .
O9 O 0.5425(8) 0.4535(5) 0.2358(8) 0.115(4) Uani 1 1 d . U . . .
H9 H 0.4934 0.4563 0.2133 0.172 Uiso 1 1 d R . . . .
C58 C 0.8626(13) 0.3083(8) -0.2518(14) 0.136(8) Uani 1 1 d D U . . .
H58A H 0.8396 0.3067 -0.1975 0.204 Uiso 1 1 calc GR . . . .
H58B H 0.8737 0.2759 -0.2713 0.204 Uiso 1 1 calc DGR . . . .
H58C H 0.8198 0.3240 -0.2876 0.204 Uiso 1 1 calc GR . . . .
O10 O 0.9398(8) 0.3342(4) -0.2505(5) 0.081(3) Uani 1 1 d D . . . .
H10 H 0.9316 0.3606 -0.2734 0.122 Uiso 1 1 calc GR . . . .
Br3 Br 0.86610(8) 0.53763(4) 0.07950(6) 0.0501(3) Uani 1 1 d . . . . .
Br1 Br 1.32985(9) 0.46036(5) 0.19375(8) 0.0630(3) Uani 1 1 d . . . . .
Br2 Br 1.05065(7) 0.56317(4) 0.34985(6) 0.0474(3) 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 C2 1.388(15) . ?
C1 C6 1.404(13) . ?
C1 C53 1.521(13) . ?
C2 C3 1.397(14) . ?
C2 O1 1.370(12) . ?
C3 C4 1.359(14) . ?
C3 C7 1.514(15) . ?
C4 C5 1.425(15) . ?
C4 O2 1.376(12) . ?
C5 C6 1.384(13) . ?
C5 C11 1.516(13) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 N1 1.473(13) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.532(18) . ?
C8 N1 1.526(15) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.542(19) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9800 . ?
C11 C12 1.562(12) . ?
C11 C15 1.531(13) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.509(13) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.507(16) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.387(13) . ?
C15 C20 1.383(14) . ?
C16 C17 1.398(14) . ?
C16 O3 1.377(13) . ?
C17 C18 1.392(15) . ?
C17 C21 1.525(12) . ?
C18 C19 1.378(12) . ?
C18 O4 1.404(11) . ?
C19 C20 1.390(13) . ?
C19 C25 1.513(14) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 N2 1.494(13) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.48(2) . ?
C22 N2 1.500(13) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.59(2) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25 0.9800 . ?
C25 C26 1.536(12) . ?
C25 C29 1.518(11) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.484(16) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.55(2) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.377(12) . ?
C29 C34 1.410(11) . ?
C30 C31 1.404(12) . ?
C30 O5 1.387(9) . ?
C31 C32 1.395(12) . ?
C31 C35 1.511(12) . ?
C32 C33 1.402(11) . ?
C32 O6 1.384(10) . ?
C33 C34 1.396(11) . ?
C33 C39 1.520(11) . ?
C34 H34 0.9300 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 N3 1.492(12) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C37 1.546(14) . ?
C36 N3 1.504(11) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.541(13) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39 0.9800 . ?
C39 C40 1.534(12) . ?
C39 C43 1.528(14) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C41 1.515(16) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.564(18) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.413(12) . ?
C43 C48 1.363(13) . ?
C44 C45 1.375(16) . ?
C44 O7 1.374(12) . ?
C45 C46 1.402(14) . ?
C45 C49 1.537(13) . ?
C46 C47 1.386(12) . ?
C46 O8 1.395(13) . ?
C47 C48 1.378(14) . ?
C47 C53 1.543(13) . ?
C48 H48 0.9300 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 N4 1.506(12) . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C50 C51 1.488(15) . ?
C50 N4 1.487(12) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C51 C52 1.498(16) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C53 H53 0.9800 . ?
C53 C54 1.538(13) . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C54 C55 1.519(13) . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C55 C56 1.521(19) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
I1 I2 2.8933(10) . ?
I2 I3 2.9247(10) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
O1 H1 0.8200 . ?
O2 H2 0.8200 . ?
O3 H3 0.8200 . ?
O4 H4 0.8200 . ?
O5 H5 0.8200 . ?
O6 H6A 0.8200 . ?
O7 H7 0.8200 . ?
O8 H8 0.8200 . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C57 O9 1.439(18) . ?
O9 H9 0.8199 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C58 O10 1.359(15) . ?
O10 H10 0.8200 . ?

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
C2 C1 C6 117.1(9) . . ?
C2 C1 C53 121.3(9) . . ?
C6 C1 C53 121.5(9) . . ?
C1 C2 C3 121.1(9) . . ?
O1 C2 C1 123.3(9) . . ?
O1 C2 C3 115.5(9) . . ?
C2 C3 C7 116.8(9) . . ?
C4 C3 C2 120.8(10) . . ?
C4 C3 C7 122.1(9) . . ?
C3 C4 C5 120.4(9) . . ?
C3 C4 O2 121.4(10) . . ?
O2 C4 C5 118.2(9) . . ?
C4 C5 C11 120.1(8) . . ?
C6 C5 C4 117.4(9) . . ?
C6 C5 C11 122.5(9) . . ?
C1 C6 H6 118.4 . . ?
C5 C6 C1 123.2(10) . . ?
C5 C6 H6 118.4 . . ?
C3 C7 H7A 109.2 . . ?
C3 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N1 C7 C3 112.2(9) . . ?
N1 C7 H7A 109.2 . . ?
N1 C7 H7B 109.2 . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
N1 C8 H8A 109.4 . . ?
N1 C8 H8B 109.4 . . ?
N1 C8 C9 111.0(9) . . ?
C8 C9 H9A 110.0 . . ?
C8 C9 H9B 110.0 . . ?
C8 C9 C10 108.4(11) . . ?
H9A C9 H9B 108.4 . . ?
C10 C9 H9A 110.0 . . ?
C10 C9 H9B 110.0 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C5 C11 H11 106.8 . . ?
C5 C11 C12 112.1(7) . . ?
C5 C11 C15 111.1(7) . . ?
C12 C11 H11 106.8 . . ?
C15 C11 H11 106.8 . . ?
C15 C11 C12 112.8(8) . . ?
C11 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
C13 C12 C11 114.5(8) . . ?
C13 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 C12 111.1(8) . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C11 120.6(9) . . ?
C20 C15 C11 122.6(8) . . ?
C20 C15 C16 116.7(8) . . ?
C15 C16 C17 121.5(9) . . ?
O3 C16 C15 122.8(9) . . ?
O3 C16 C17 115.6(8) . . ?
C16 C17 C21 119.3(9) . . ?
C18 C17 C16 118.8(8) . . ?
C18 C17 C21 121.9(9) . . ?
C17 C18 O4 117.6(8) . . ?
C19 C18 C17 121.8(8) . . ?
C19 C18 O4 120.6(9) . . ?
C18 C19 C20 116.9(9) . . ?
C18 C19 C25 120.6(8) . . ?
C20 C19 C25 122.5(7) . . ?
C15 C20 C19 124.3(8) . . ?
C15 C20 H20 117.8 . . ?
C19 C20 H20 117.8 . . ?
C17 C21 H21A 109.4 . . ?
C17 C21 H21B 109.4 . . ?
H21A C21 H21B 108.0 . . ?
N2 C21 C17 111.1(8) . . ?
N2 C21 H21A 109.4 . . ?
N2 C21 H21B 109.4 . . ?
H22A C22 H22B 107.8 . . ?
C23 C22 H22A 109.1 . . ?
C23 C22 H22B 109.1 . . ?
C23 C22 N2 112.4(11) . . ?
N2 C22 H22A 109.1 . . ?
N2 C22 H22B 109.1 . . ?
C22 C23 H23A 110.0 . . ?
C22 C23 H23B 110.0 . . ?
C22 C23 C24 108.6(14) . . ?
H23A C23 H23B 108.4 . . ?
C24 C23 H23A 110.0 . . ?
C24 C23 H23B 110.0 . . ?
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 . . ?
C19 C25 H25 105.8 . . ?
C19 C25 C26 113.6(7) . . ?
C19 C25 C29 112.9(8) . . ?
C26 C25 H25 105.8 . . ?
C29 C25 H25 105.8 . . ?
C29 C25 C26 112.2(7) . . ?
C25 C26 H26A 108.9 . . ?
C25 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
C27 C26 C25 113.5(8) . . ?
C27 C26 H26A 108.9 . . ?
C27 C26 H26B 108.9 . . ?
C26 C27 H27A 108.9 . . ?
C26 C27 H27B 108.9 . . ?
C26 C27 C28 113.5(13) . . ?
H27A C27 H27B 107.7 . . ?
C28 C27 H27A 108.9 . . ?
C28 C27 H27B 108.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C25 122.3(7) . . ?
C30 C29 C34 116.4(7) . . ?
C34 C29 C25 121.2(7) . . ?
C29 C30 C31 122.7(7) . . ?
C29 C30 O5 123.2(7) . . ?
O5 C30 C31 114.1(7) . . ?
C30 C31 C35 119.8(7) . . ?
C32 C31 C30 118.6(8) . . ?
C32 C31 C35 121.6(8) . . ?
C31 C32 C33 121.2(7) . . ?
O6 C32 C31 119.4(7) . . ?
O6 C32 C33 119.4(7) . . ?
C32 C33 C39 121.1(7) . . ?
C34 C33 C32 117.3(7) . . ?
C34 C33 C39 121.6(7) . . ?
C29 C34 H34 118.3 . . ?
C33 C34 C29 123.4(7) . . ?
C33 C34 H34 118.3 . . ?
C31 C35 H35A 109.6 . . ?
C31 C35 H35B 109.6 . . ?
H35A C35 H35B 108.1 . . ?
N3 C35 C31 110.1(7) . . ?
N3 C35 H35A 109.6 . . ?
N3 C35 H35B 109.6 . . ?
H36A C36 H36B 108.2 . . ?
C37 C36 H36A 109.7 . . ?
C37 C36 H36B 109.7 . . ?
N3 C36 H36A 109.7 . . ?
N3 C36 H36B 109.7 . . ?
N3 C36 C37 109.8(8) . . ?
C36 C37 H37A 109.8 . . ?
C36 C37 H37B 109.8 . . ?
H37A C37 H37B 108.2 . . ?
C38 C37 C36 109.5(9) . . ?
C38 C37 H37A 109.8 . . ?
C38 C37 H37B 109.8 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C33 C39 H39 106.8 . . ?
C33 C39 C40 113.7(7) . . ?
C33 C39 C43 110.3(7) . . ?
C40 C39 H39 106.8 . . ?
C43 C39 H39 106.8 . . ?
C43 C39 C40 112.1(7) . . ?
C39 C40 H40A 108.5 . . ?
C39 C40 H40B 108.5 . . ?
H40A C40 H40B 107.5 . . ?
C41 C40 C39 115.0(8) . . ?
C41 C40 H40A 108.5 . . ?
C41 C40 H40B 108.5 . . ?
C40 C41 H41A 109.8 . . ?
C40 C41 H41B 109.8 . . ?
C40 C41 C42 109.2(10) . . ?
H41A C41 H41B 108.3 . . ?
C42 C41 H41A 109.8 . . ?
C42 C41 H41B 109.8 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C39 120.6(8) . . ?
C48 C43 C39 123.1(8) . . ?
C48 C43 C44 116.3(9) . . ?
C45 C44 C43 121.0(9) . . ?
O7 C44 C43 122.4(10) . . ?
O7 C44 C45 116.5(8) . . ?
C44 C45 C46 119.3(9) . . ?
C44 C45 C49 120.2(10) . . ?
C46 C45 C49 120.4(10) . . ?
C47 C46 C45 121.2(10) . . ?
C47 C46 O8 119.0(9) . . ?
O8 C46 C45 119.6(8) . . ?
C46 C47 C53 120.4(9) . . ?
C48 C47 C46 116.5(9) . . ?
C48 C47 C53 123.1(8) . . ?
C43 C48 C47 125.5(9) . . ?
C43 C48 H48 117.3 . . ?
C47 C48 H48 117.3 . . ?
C45 C49 H49A 109.8 . . ?
C45 C49 H49B 109.8 . . ?
H49A C49 H49B 108.3 . . ?
N4 C49 C45 109.2(7) . . ?
N4 C49 H49A 109.8 . . ?
N4 C49 H49B 109.8 . . ?
H50A C50 H50B 107.6 . . ?
C51 C50 H50A 108.7 . . ?
C51 C50 H50B 108.7 . . ?
N4 C50 H50A 108.7 . . ?
N4 C50 H50B 108.7 . . ?
N4 C50 C51 114.3(8) . . ?
C50 C51 H51A 109.7 . . ?
C50 C51 H51B 109.7 . . ?
C50 C51 C52 109.9(9) . . ?
H51A C51 H51B 108.2 . . ?
C52 C51 H51A 109.7 . . ?
C52 C51 H51B 109.7 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C1 C53 C47 110.5(7) . . ?
C1 C53 H53 106.5 . . ?
C1 C53 C54 114.2(7) . . ?
C47 C53 H53 106.5 . . ?
C54 C53 C47 112.1(9) . . ?
C54 C53 H53 106.5 . . ?
C53 C54 H54A 109.2 . . ?
C53 C54 H54B 109.2 . . ?
H54A C54 H54B 107.9 . . ?
C55 C54 C53 112.3(8) . . ?
C55 C54 H54A 109.2 . . ?
C55 C54 H54B 109.2 . . ?
C54 C55 H55A 108.7 . . ?
C54 C55 H55B 108.7 . . ?
C54 C55 C56 114.1(10) . . ?
H55A C55 H55B 107.6 . . ?
C56 C55 H55A 108.7 . . ?
C56 C55 H55B 108.7 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
I1 I2 I3 173.88(3) . . ?
C7 N1 C8 114.8(9) . . ?
C7 N1 H1A 108.6 . . ?
C7 N1 H1B 108.6 . . ?
C8 N1 H1A 108.6 . . ?
C8 N1 H1B 108.6 . . ?
H1A N1 H1B 107.5 . . ?
C21 N2 C22 112.7(8) . . ?
C21 N2 H2A 109.1 . . ?
C21 N2 H2B 109.1 . . ?
C22 N2 H2A 109.1 . . ?
C22 N2 H2B 109.1 . . ?
H2A N2 H2B 107.8 . . ?
C35 N3 C36 116.7(8) . . ?
C35 N3 H3A 108.1 . . ?
C35 N3 H3B 108.1 . . ?
C36 N3 H3A 108.1 . . ?
C36 N3 H3B 108.1 . . ?
H3A N3 H3B 107.3 . . ?
C49 N4 H4A 109.1 . . ?
C49 N4 H4B 109.1 . . ?
C50 N4 C49 112.6(7) . . ?
C50 N4 H4A 109.1 . . ?
C50 N4 H4B 109.1 . . ?
H4A N4 H4B 107.8 . . ?
C2 O1 H1 109.5 . . ?
C4 O2 H2 109.5 . . ?
C16 O3 H3 109.5 . . ?
C18 O4 H4 109.5 . . ?
C30 O5 H5 109.5 . . ?
C32 O6 H6A 109.5 . . ?
C44 O7 H7 109.5 . . ?
C46 O8 H8 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
O9 C57 H57A 109.5 . . ?
O9 C57 H57B 109.5 . . ?
O9 C57 H57C 109.5 . . ?
C57 O9 H9 109.2 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
O10 C58 H58A 109.5 . . ?
O10 C58 H58B 109.5 . . ?
O10 C58 H58C 109.5 . . ?
C58 O10 H10 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
C1 C2 C3 C4 -1.8(15) . . . . ?
C1 C2 C3 C7 171.8(9) . . . . ?
C1 C53 C54 C55 -166.0(9) . . . . ?
C2 C1 C6 C5 0.2(13) . . . . ?
C2 C1 C53 C47 -91.9(11) . . . . ?
C2 C1 C53 C54 140.7(9) . . . . ?
C2 C3 C4 C5 0.3(15) . . . . ?
C2 C3 C4 O2 -177.9(9) . . . . ?
C2 C3 C7 N1 74.6(11) . . . . ?
C3 C4 C5 C6 1.3(14) . . . . ?
C3 C4 C5 C11 -177.7(9) . . . . ?
C3 C7 N1 C8 -166.1(8) . . . . ?
C4 C3 C7 N1 -112.0(10) . . . . ?
C4 C5 C6 C1 -1.6(14) . . . . ?
C4 C5 C11 C12 -141.7(9) . . . . ?
C4 C5 C11 C15 91.1(10) . . . . ?
C5 C11 C12 C13 170.0(9) . . . . ?
C5 C11 C15 C16 -91.7(10) . . . . ?
C5 C11 C15 C20 85.7(10) . . . . ?
C6 C1 C2 C3 1.5(13) . . . . ?
C6 C1 C2 O1 179.5(8) . . . . ?
C6 C1 C53 C47 91.6(10) . . . . ?
C6 C1 C53 C54 -35.8(13) . . . . ?
C6 C5 C11 C12 39.3(12) . . . . ?
C6 C5 C11 C15 -87.9(10) . . . . ?
C7 C3 C4 C5 -172.9(9) . . . . ?
C7 C3 C4 O2 8.9(15) . . . . ?
C9 C8 N1 C7 -56.1(13) . . . . ?
C11 C5 C6 C1 177.4(8) . . . . ?
C11 C12 C13 C14 -178.8(10) . . . . ?
C11 C15 C16 C17 178.5(8) . . . . ?
C11 C15 C16 O3 -2.1(13) . . . . ?
C11 C15 C20 C19 -179.0(8) . . . . ?
C12 C11 C15 C16 141.5(8) . . . . ?
C12 C11 C15 C20 -41.1(11) . . . . ?
C15 C11 C12 C13 -63.7(11) . . . . ?
C15 C16 C17 C18 -0.1(14) . . . . ?
C15 C16 C17 C21 179.3(9) . . . . ?
C16 C15 C20 C19 -1.5(12) . . . . ?
C16 C17 C18 C19 -0.3(13) . . . . ?
C16 C17 C18 O4 -177.2(8) . . . . ?
C16 C17 C21 N2 84.2(11) . . . . ?
C17 C18 C19 C20 -0.1(12) . . . . ?
C17 C18 C19 C25 -179.4(8) . . . . ?
C17 C21 N2 C22 175.7(10) . . . . ?
C18 C17 C21 N2 -96.4(11) . . . . ?
C18 C19 C20 C15 1.1(12) . . . . ?
C18 C19 C25 C26 -138.6(8) . . . . ?
C18 C19 C25 C29 92.2(9) . . . . ?
C19 C25 C26 C27 63.9(12) . . . . ?
C19 C25 C29 C30 -90.8(11) . . . . ?
C19 C25 C29 C34 88.4(10) . . . . ?
C20 C15 C16 C17 0.9(13) . . . . ?
C20 C15 C16 O3 -179.6(8) . . . . ?
C20 C19 C25 C26 42.2(10) . . . . ?
C20 C19 C25 C29 -87.0(9) . . . . ?
C21 C17 C18 C19 -179.7(8) . . . . ?
C21 C17 C18 O4 3.4(13) . . . . ?
C23 C22 N2 C21 174.5(11) . . . . ?
C25 C19 C20 C15 -179.7(8) . . . . ?
C25 C26 C27 C28 177.2(15) . . . . ?
C25 C29 C30 C31 -174.0(9) . . . . ?
C25 C29 C30 O5 2.8(15) . . . . ?
C25 C29 C34 C33 176.3(9) . . . . ?
C26 C25 C29 C30 139.3(9) . . . . ?
C26 C25 C29 C34 -41.5(13) . . . . ?
C29 C25 C26 C27 -166.6(10) . . . . ?
C29 C30 C31 C32 -3.6(15) . . . . ?
C29 C30 C31 C35 176.2(9) . . . . ?
C30 C29 C34 C33 -4.5(15) . . . . ?
C30 C31 C32 C33 -2.4(15) . . . . ?
C30 C31 C32 O6 -179.6(9) . . . . ?
C30 C31 C35 N3 65.9(11) . . . . ?
C31 C32 C33 C34 4.5(14) . . . . ?
C31 C32 C33 C39 -174.4(9) . . . . ?
C31 C35 N3 C36 -173.8(7) . . . . ?
C32 C31 C35 N3 -114.3(10) . . . . ?
C32 C33 C34 C29 -1.0(15) . . . . ?
C32 C33 C39 C40 -139.0(9) . . . . ?
C32 C33 C39 C43 94.1(10) . . . . ?
C33 C39 C40 C41 64.0(11) . . . . ?
C33 C39 C43 C44 -90.6(9) . . . . ?
C33 C39 C43 C48 90.0(9) . . . . ?
C34 C29 C30 C31 6.8(15) . . . . ?
C34 C29 C30 O5 -176.4(9) . . . . ?
C34 C33 C39 C40 42.2(13) . . . . ?
C34 C33 C39 C43 -84.7(11) . . . . ?
C35 C31 C32 C33 177.8(9) . . . . ?
C35 C31 C32 O6 0.5(15) . . . . ?
C37 C36 N3 C35 69.8(10) . . . . ?
C39 C33 C34 C29 177.9(9) . . . . ?
C39 C40 C41 C42 68.4(12) . . . . ?
C39 C43 C44 C45 -175.5(8) . . . . ?
C39 C43 C44 O7 3.2(12) . . . . ?
C39 C43 C48 C47 176.8(8) . . . . ?
C40 C39 C43 C44 141.6(8) . . . . ?
C40 C39 C43 C48 -37.8(10) . . . . ?
C43 C39 C40 C41 -170.0(8) . . . . ?
C43 C44 C45 C46 -1.6(13) . . . . ?
C43 C44 C45 C49 179.0(8) . . . . ?
C44 C43 C48 C47 -2.6(12) . . . . ?
C44 C45 C46 C47 -2.3(13) . . . . ?
C44 C45 C46 O8 -176.4(8) . . . . ?
C44 C45 C49 N4 79.7(12) . . . . ?
C45 C46 C47 C48 3.5(12) . . . . ?
C45 C46 C47 C53 -176.6(8) . . . . ?
C45 C49 N4 C50 179.1(9) . . . . ?
C46 C45 C49 N4 -99.7(11) . . . . ?
C46 C47 C48 C43 -1.0(12) . . . . ?
C46 C47 C53 C1 94.7(10) . . . . ?
C46 C47 C53 C54 -136.8(8) . . . . ?
C47 C53 C54 C55 67.4(11) . . . . ?
C48 C43 C44 C45 3.9(12) . . . . ?
C48 C43 C44 O7 -177.4(7) . . . . ?
C48 C47 C53 C1 -85.5(11) . . . . ?
C48 C47 C53 C54 43.1(11) . . . . ?
C49 C45 C46 C47 177.1(8) . . . . ?
C49 C45 C46 O8 3.0(12) . . . . ?
C51 C50 N4 C49 179.9(10) . . . . ?
C53 C1 C2 C3 -175.1(9) . . . . ?
C53 C1 C2 O1 2.9(14) . . . . ?
C53 C1 C6 C5 176.8(9) . . . . ?
C53 C47 C48 C43 179.1(8) . . . . ?
C53 C54 C55 C56 62.0(14) . . . . ?
N1 C8 C9 C10 -176.0(10) . . . . ?
N2 C22 C23 C24 157.0(12) . . . . ?
N3 C36 C37 C38 173.1(9) . . . . ?
N4 C50 C51 C52 172.7(10) . . . . ?
O1 C2 C3 C4 -179.9(9) . . . . ?
O1 C2 C3 C7 -6.4(13) . . . . ?
O2 C4 C5 C6 179.6(8) . . . . ?
O2 C4 C5 C11 0.6(13) . . . . ?
O3 C16 C17 C18 -179.6(8) . . . . ?
O3 C16 C17 C21 -0.2(13) . . . . ?
O4 C18 C19 C20 176.7(7) . . . . ?
O4 C18 C19 C25 -2.6(12) . . . . ?
O5 C30 C31 C32 179.3(8) . . . . ?
O5 C30 C31 C35 -0.8(13) . . . . ?
O6 C32 C33 C34 -178.2(9) . . . . ?
O6 C32 C33 C39 2.9(14) . . . . ?
O7 C44 C45 C46 179.6(7) . . . . ?
O7 C44 C45 C49 0.3(12) . . . . ?
O8 C46 C47 C48 177.7(8) . . . . ?
O8 C46 C47 C53 -2.5(12) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-8 -11 0 0.0064 -8.0082 -11.0027 0.0011 0.4619 0.4214 0.8175
6 -14 1 0.0246 6.0019 -14.0028 1.0008 -0.7258 0.6951 0.0269
-6 14 -1 0.0085 -6.0019 14.0028 -1.0008 0.7258 -0.6951 -0.0269
1 0 -11 0.0752 1.0126 -0.0022 -11.0030 0.5658 0.5469 -0.6835
0 2 11 0.0781 -0.0114 2.0027 11.0029 -0.6145 -0.6294 0.5649
7 11 1 0.0185 7.0063 11.0028 0.9992 -0.4429 -0.4828 -0.6953

_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_3_br3_5_i2_5
_database_code_depnum_ccdc_archive 'CCDC 1481999'
_audit_update_record             
;
2016-05-26 deposited with the CCDC.
2016-06-17 downloaded from the CCDC.
;

_audit_creation_date             2016-05-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2.5(I2), 7(Br1), 2(C44 H64 N4 O12)'
_chemical_formula_sum            'C88 H128 Br7 I5 N8 O24'
_chemical_formula_weight         2875.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C8 H22 N2 Cl2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           126
_space_group_name_H-M_alt        'P 4/n n c'
_space_group_name_Hall           '-P 4a 2bc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+1/2, x, z'
'-x+1/2, -y+1/2, z'
'y, -x+1/2, z'
'x, -y+1/2, -z+1/2'
'-x+1/2, y, -z+1/2'
'y, x, -z+1/2'
'-y+1/2, -x+1/2, -z+1/2'
'-x, -y, -z'
'y-1/2, -x, -z'
'x-1/2, y-1/2, -z'
'-y, x-1/2, -z'
'-x, y-1/2, z-1/2'
'x-1/2, -y, z-1/2'
'-y, -x, z-1/2'
'y-1/2, x-1/2, z-1/2'

_cell_length_a                   12.3868(2)
_cell_length_b                   12.3868(2)
_cell_length_c                   36.9094(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5663.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5069
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      76.3060
_cell_measurement_theta_min      3.7450
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    14.224
_exptl_absorpt_correction_T_max  0.772
_exptl_absorpt_correction_T_min  0.315
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2828
_exptl_crystal_size_max          0.2824
_exptl_crystal_size_mid          0.1285
_exptl_crystal_size_min          0.0421
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0593
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            16009
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.730
_diffrn_reflns_theta_max         66.730
_diffrn_reflns_theta_min         3.764
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -117.00   -9.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  -77.0000 -150.0000 108

#__ type_ start__ end____ width___ exp.time_
  2 omega   56.00   91.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -30.0000 35

#__ type_ start__ end____ width___ exp.time_
  3 omega  100.00  170.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000    0.0000 70

#__ type_ start__ end____ width___ exp.time_
  4 omega   57.00   91.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000   60.0000 34

#__ type_ start__ end____ width___ exp.time_
  5 omega   51.00   98.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -90.0000 47

#__ type_ start__ end____ width___ exp.time_
  6 omega   51.00   91.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -60.0000 40

#__ type_ start__ end____ width___ exp.time_
  7 omega -116.00  -17.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  -37.0000   30.0000 99

#__ type_ start__ end____ width___ exp.time_
  8 omega  -49.00   33.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513   37.0000 -180.0000 82

#__ type_ start__ end____ width___ exp.time_
  9 omega   36.00   91.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -150.0000 55

#__ type_ start__ end____ width___ exp.time_
 10 omega   36.00   61.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000  120.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0170354000
_diffrn_orient_matrix_UB_12      0.0608261000
_diffrn_orient_matrix_UB_13      0.0359648000
_diffrn_orient_matrix_UB_21      -0.0088384000
_diffrn_orient_matrix_UB_22      0.1072889000
_diffrn_orient_matrix_UB_23      -0.0209206000
_diffrn_orient_matrix_UB_31      -0.1228286000
_diffrn_orient_matrix_UB_32      -0.0161345000
_diffrn_orient_matrix_UB_33      -0.0034898000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2008
_reflns_number_total             2522
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         2.044
_refine_diff_density_min         -4.022
_refine_diff_density_rms         0.270
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2522
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1237
_refine_ls_R_factor_gt           0.1135
_refine_ls_restrained_S_all      1.170
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1800P)²+40.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3201
_refine_ls_wR_factor_ref         0.3311
_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,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: Br19(0.7) Br1(0.175)
3.a Riding coordinates:
 O172(H172)
3.b Ternary CH refined with riding coordinates:
 C153(H153)
3.c Secondary CH2 refined with riding coordinates:
 N58(H58A,H58B), C28(H28A,H28B), C74(H74A,H74B), C133(H13A,H13B)
3.d Aromatic/amide H refined with riding coordinates:
 C121(H121)
3.e Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C)
3.f Idealised tetrahedral OH refined as rotating group:
 O8(H8), O20(H20)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I3 I 0.7500 -0.2500 0.33647(6) 0.0705(7) Uani 1 4 d S T P . .
I5 I 0.7500 -0.2500 0.2500 0.1080(12) Uani 1 8 d S T P . .
I10 I 0.7500 -0.2500 0.41370(8) 0.0998(9) Uani 1 4 d S T P . .
Br19 Br 0.5989(3) 0.1350(4) 0.32562(13) 0.0679(12) Uani 0.7 1 d . . . A 1
O8 O 0.2995(5) -0.1457(5) 0.40307(18) 0.0368(14) Uani 1 1 d . . . . .
H8 H 0.2363 -0.1471 0.4097 0.055 Uiso 1 1 calc GR . . . .
O20 O 0.6098(5) 0.0799(6) 0.4059(2) 0.0420(16) Uani 1 1 d . . . . .
H20 H 0.6060 0.0883 0.3839 0.063 Uiso 1 1 calc GR . . . .
C40 C 0.5263(8) 0.2029(7) 0.5074(2) 0.039(2) Uani 1 1 d . . . . .
H40A H 0.5699 0.2604 0.5168 0.059 Uiso 1 1 calc GR . . . .
H40B H 0.5511 0.1353 0.5170 0.059 Uiso 1 1 calc GR . . . .
H40C H 0.4524 0.2141 0.5143 0.059 Uiso 1 1 calc GR . . . .
N58 N 0.4226(8) -0.0784(7) 0.3387(2) 0.048(2) Uani 1 1 d . . . . .
H58A H 0.3560 -0.1030 0.3424 0.058 Uiso 1 1 calc R . . . .
H58B H 0.4183 -0.0075 0.3351 0.058 Uiso 1 1 calc R . . . .
C2 C 0.5090(6) 0.0513(6) 0.4193(2) 0.0311(17) Uani 1 1 d . . . . .
C28 C 0.3910(14) -0.1195(15) 0.2750(4) 0.084(5) Uani 1 1 d . . . . .
H28A H 0.4232 -0.1506 0.2535 0.101 Uiso 1 1 calc R . . . .
H28B H 0.3256 -0.1596 0.2804 0.101 Uiso 1 1 calc R . . . .
C1 C 0.4509(7) -0.0339(7) 0.4040(2) 0.0319(17) Uani 1 1 d . . . . .
C74 C 0.4907(8) -0.0997(8) 0.3725(3) 0.043(2) Uani 1 1 d . . . . .
H74A H 0.4873 -0.1758 0.3786 0.051 Uiso 1 1 calc R . . . .
H74B H 0.5654 -0.0816 0.3675 0.051 Uiso 1 1 calc R . . . .
C88 C 0.3505(6) -0.0598(6) 0.4187(2) 0.0300(17) Uani 1 1 d . . . . .
C95 C 0.3088(6) -0.0038(6) 0.4486(2) 0.0247(15) Uani 1 1 d . . . . .
C119 C 0.4718(6) 0.1083(6) 0.4490(2) 0.0264(16) Uani 1 1 d . . . . .
C121 C 0.3706(6) 0.0796(6) 0.4628(2) 0.0259(15) Uani 1 1 d . . . . .
H121 H 0.3434 0.1181 0.4824 0.031 Uiso 1 1 calc R . . . .
C133 C 0.4673(12) -0.1300(12) 0.3058(4) 0.070(3) Uani 1 1 d . . . . .
H13A H 0.4809 -0.2058 0.3106 0.084 Uiso 1 1 calc R . . . .
H13B H 0.5354 -0.0962 0.2996 0.084 Uiso 1 1 calc R . . . .
C153 C 0.5351(6) 0.2010(6) 0.4658(2) 0.0302(17) Uani 1 1 d . . . . .
H153 H 0.6113 0.1886 0.4599 0.036 Uiso 1 1 calc R . . . .
O172 O 0.3638(12) -0.0082(12) 0.2681(3) 0.114(4) Uani 1 1 d . . . . .
H172 H 0.3370 -0.0035 0.2463 0.171 Uiso 1 1 d R . . . .
Br1 Br 0.5537(16) 0.1505(13) 0.3218(5) 0.077(5) Uani 0.175 1 d . . . B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I3 I10 2.850(3) . ?
O8 H8 0.8200 . ?
O8 C88 1.365(10) . ?
O20 H20 0.8200 . ?
O20 C2 1.389(10) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C40 C153 1.541(12) . ?
N58 H58A 0.8900 . ?
N58 H58B 0.8900 . ?
N58 C74 1.529(13) . ?
N58 C133 1.479(15) . ?
C2 C1 1.397(12) . ?
C2 C119 1.385(12) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C133 1.49(2) . ?
C28 O172 1.44(2) . ?
C1 C74 1.502(12) . ?
C1 C88 1.395(11) . ?
C74 H74A 0.9700 . ?
C74 H74B 0.9700 . ?
C88 C95 1.402(12) . ?
C95 C121 1.387(11) . ?
C95 C153 1.528(10) 4 ?
C119 C121 1.400(11) . ?
C119 C153 1.520(10) . ?
C121 H121 0.9300 . ?
C133 H13A 0.9700 . ?
C133 H13B 0.9700 . ?
C153 C95 1.528(10) 2 ?
C153 H153 0.9800 . ?
O172 H172 0.8707 . ?

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
C88 O8 H8 109.5 . . ?
C2 O20 H20 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C153 C40 H40A 109.5 . . ?
C153 C40 H40B 109.5 . . ?
C153 C40 H40C 109.5 . . ?
H58A N58 H58B 107.8 . . ?
C74 N58 H58A 109.0 . . ?
C74 N58 H58B 109.0 . . ?
C133 N58 H58A 109.0 . . ?
C133 N58 H58B 109.0 . . ?
C133 N58 C74 112.8(9) . . ?
O20 C2 C1 120.8(7) . . ?
C119 C2 O20 116.8(7) . . ?
C119 C2 C1 122.4(7) . . ?
H28A C28 H28B 108.0 . . ?
C133 C28 H28A 109.3 . . ?
C133 C28 H28B 109.3 . . ?
O172 C28 H28A 109.3 . . ?
O172 C28 H28B 109.3 . . ?
O172 C28 C133 111.5(13) . . ?
C2 C1 C74 123.7(8) . . ?
C88 C1 C2 118.3(7) . . ?
C88 C1 C74 118.0(8) . . ?
N58 C74 H74A 109.5 . . ?
N58 C74 H74B 109.5 . . ?
C1 C74 N58 110.9(8) . . ?
C1 C74 H74A 109.5 . . ?
C1 C74 H74B 109.5 . . ?
H74A C74 H74B 108.0 . . ?
O8 C88 C1 115.2(7) . . ?
O8 C88 C95 123.3(7) . . ?
C1 C88 C95 121.5(7) . . ?
C88 C95 C153 121.5(7) . 4 ?
C121 C95 C88 117.6(7) . . ?
C121 C95 C153 120.9(7) . 4 ?
C2 C119 C121 117.2(7) . . ?
C2 C119 C153 122.4(7) . . ?
C121 C119 C153 120.4(7) . . ?
C95 C121 C119 123.1(7) . . ?
C95 C121 H121 118.5 . . ?
C119 C121 H121 118.5 . . ?
N58 C133 C28 110.6(12) . . ?
N58 C133 H13A 109.5 . . ?
N58 C133 H13B 109.5 . . ?
C28 C133 H13A 109.5 . . ?
C28 C133 H13B 109.5 . . ?
H13A C133 H13B 108.1 . . ?
C40 C153 H153 106.8 . . ?
C95 C153 C40 112.4(7) 2 . ?
C95 C153 H153 106.8 2 . ?
C119 C153 C40 112.3(7) . . ?
C119 C153 C95 111.2(6) . 2 ?
C119 C153 H153 106.8 . . ?
C28 O172 H172 108.4 . . ?

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
O8 C88 C95 C121 177.6(7) . . . . ?
O8 C88 C95 C153 -0.6(12) . . . 4 ?
O20 C2 C1 C74 -0.4(13) . . . . ?
O20 C2 C1 C88 179.4(8) . . . . ?
O20 C2 C119 C121 -179.7(7) . . . . ?
O20 C2 C119 C153 2.3(11) . . . . ?
C2 C1 C74 N58 -111.6(9) . . . . ?
C2 C1 C88 O8 -178.3(7) . . . . ?
C2 C1 C88 C95 -1.2(12) . . . . ?
C2 C119 C121 C95 1.5(11) . . . . ?
C2 C119 C153 C40 -142.4(8) . . . . ?
C2 C119 C153 C95 90.7(9) . . . 2 ?
C1 C2 C119 C121 -2.0(12) . . . . ?
C1 C2 C119 C153 179.9(7) . . . . ?
C1 C88 C95 C121 0.8(11) . . . . ?
C1 C88 C95 C153 -177.5(7) . . . 4 ?
C74 N58 C133 C28 172.3(11) . . . . ?
C74 C1 C88 O8 1.5(11) . . . . ?
C74 C1 C88 C95 178.6(8) . . . . ?
C88 C1 C74 N58 68.6(10) . . . . ?
C88 C95 C121 C119 -0.9(11) . . . . ?
C119 C2 C1 C74 -177.9(8) . . . . ?
C119 C2 C1 C88 1.9(13) . . . . ?
C121 C119 C153 C40 39.6(10) . . . . ?
C121 C119 C153 C95 -87.4(9) . . . 2 ?
C133 N58 C74 C1 172.4(9) . . . . ?
C153 C95 C121 C119 177.3(7) 4 . . . ?
C153 C119 C121 C95 179.7(7) . . . . ?
O172 C28 C133 N58 56.1(17) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-7 -4 0 0.0679 -6.9906 -3.9984 0.0099 -0.1238 -0.3674 0.9231
8 2 1 0.1785 7.9914 1.9985 0.9912 0.0211 0.1231 -1.0173
-1 8 -4 0.0607 -1.0060 7.9990 -4.0072 0.3596 0.9509 0.0085
2 -8 5 0.0644 2.0054 -7.9989 5.0067 -0.3406 -0.9807 -0.1347
1 -1 -24 0.0199 0.9904 -1.0065 -24.0101 -0.9416 0.3856 -0.0216
-1 1 24 0.0221 -0.9904 1.0065 24.0101 0.9416 -0.3856 0.0216
2 -7 -10 0.0494 1.9989 -7.0029 -10.0004 -0.8197 -0.5598 -0.0976
1 -5 19 0.0478 1.0098 -4.9951 19.0110 0.3627 -0.9426 -0.1098
0 4 -20 0.0410 -0.0105 3.9946 -20.0116 -0.4766 0.8473 0.0067

_olex2_submission_special_instructions 'No special instructions were received'


# SQUEEZE RESULTS (Version = 150216)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.250 0.250 0.250 249 103 ' '
2 0.750 0.750 0.750 249 103 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?


