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

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

data_emf2-34b
_database_code_depnum_ccdc_archive 'CCDC 1984628'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;The Australian National University
Australia
;
_audit_update_record             
;
2020-02-18 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
_audit_creation_date             2020-01-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H57 Br3 N3 O3, 3(F6 P)'
_chemical_formula_sum            'C42 H57 Br3 F18 N3 O3 P3'
_chemical_formula_weight         1326.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H20 N3 Br3 O3 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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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                   8.50630(10)
_cell_length_b                   25.6914(4)
_cell_length_c                   24.6665(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.6230(10)
_cell_angle_gamma                90
_cell_volume                     5354.61(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15448
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.7010
_cell_measurement_theta_min      4.9880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.575
_exptl_absorpt_correction_T_max  0.583
_exptl_absorpt_correction_T_min  0.278
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2664
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 5 -5 0.1001
0 -13 9 0.0417
0 13 -9 0.0466
0 -13 -10 0.0265
0 13 10 0.0597

_exptl_crystal_recrystallization_method 
'Slow evaporation of MeOH/EtOH of the receptor with 1.5 equivalents of TBA.Cl.'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
loop_
_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
5.1162 5.2668 -4.9772 -0.1871 -0.7765 0.6017
0.1516 -13.3972 9.4147 0.1947 0.8206 0.5373
-0.2732 13.3804 -9.3729 -0.1919 -0.8089 -0.5558
0.1403 -12.8538 -10.1634 -0.8963 0.4260 0.1232
0.0719 12.6144 10.3688 0.9003 -0.4281 -0.0788

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            36746
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.834
_diffrn_reflns_theta_min         3.885
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     23.00  90.00   1.00    2.50    --   36.95-125.00-120.00   67
  2  ω     45.00  90.00   1.00    2.50    --   36.95-125.00 150.00   45
  3  ω    -15.00  16.00   1.00    2.50    --   36.95 -19.00-150.00   31
  4  ω     20.00  87.00   1.00    2.50    --   36.95  38.00  90.00   67
  5  ω     24.00 103.00   1.00    2.50    --   36.95  57.00 150.00   79
  6  ω     65.00  97.00   1.00    2.50    --   36.95  57.00-180.00   32
  7  ω     20.00  67.00   1.00    2.50    --   36.95 -99.00   0.00   47
  8  ω     34.00  59.00   1.00    2.50    --   36.95 -19.00-150.00   25
  9  ω     20.00  45.00   1.00    2.50    --   36.95  19.00 120.00   25
 10  ω     24.00  66.00   1.00    2.50    --   36.95 -99.00 -30.00   42
 11  ω     45.00  99.00   1.00    8.00    --  111.00 -77.00 120.00   54
 12  ω     83.00 119.00   1.00    8.00    --  111.00 -50.00 -90.00   36
 13  ω     77.00 107.00   1.00    8.00    --  111.00 -92.00-120.00   30
 14  ω    105.00 132.00   1.00    8.00    --  111.00 -77.00 120.00   27
 15  ω     46.00  71.00   1.00    8.00    --  111.00 -50.00 -90.00   25
 16  ω    122.00 178.00   1.00    8.00    --  111.00 111.00-150.00   56
 17  ω    121.00 172.00   1.00    8.00    --  111.00  77.00 -90.00   51
 18  ω    103.00 129.00   1.00    8.00    --  111.00 -77.00-120.00   26
 19  ω     43.00  69.00   1.00    8.00    --  111.00 -77.00-120.00   26
 20  ω    144.00 170.00   1.00    8.00    --  111.00 111.00  60.00   26
 21  ω     58.00 115.00   1.00    8.00    --  111.00 -50.00  90.00   57
 22  ω     97.00 123.00   1.00    8.00    --  111.00  38.00-180.00   26
 23  ω     59.00 138.00   1.00    8.00    --  111.00 178.00 150.00   79
 24  ω    121.00 146.00   1.00    8.00    --  111.00  38.00 -30.00   25
 25  ω    140.00 170.00   1.00    8.00    --  111.00  64.00   0.00   30
 26  ω     42.00  68.00   1.00    8.00    --  111.00 -92.00-120.00   26
 27  ω     86.00 113.00   1.00    8.00    --  111.00-111.00   0.00   27
 28  ω    135.00 160.00   1.00    8.00    --  111.00  38.00 -60.00   25
 29  ω     72.00 112.00   1.00    8.00    --  111.00-111.00-150.00   40
 30  ω     42.00  80.00   1.00    8.00    --  111.00 -25.00-120.00   38
 31  ω    142.00 168.00   1.00    8.00    --  111.00 111.00 -30.00   26
 32  ω     48.00  73.00   1.00    8.00    --  111.00-111.00   0.00   25
 33  ω    107.00 133.00   1.00    8.00    --  111.00 -25.00-120.00   26
 34  ω    102.00 128.00   1.00    8.00    --  111.00  12.00-180.00   26
 35  ω    139.00 164.00   1.00    8.00    --  111.00  12.00-180.00   25
 36  ω    104.00 138.00   1.00    8.00    --  111.00 111.00 -30.00   34
 37  ω     94.00 120.00   1.00    8.00    --  111.00  64.00   0.00   26
 38  ω     59.00 109.00   1.00    8.00    --  111.00 -92.00 -90.00   50
 39  ω     89.00 115.00   1.00    8.00    --  111.00  77.00 -90.00   26
 40  ω     96.00 125.00   1.00    8.00    --  111.00 -73.00-136.98   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0074461000
_diffrn_orient_matrix_UB_12      0.0250322000
_diffrn_orient_matrix_UB_13      0.0564263000
_diffrn_orient_matrix_UB_21      -0.0830539000
_diffrn_orient_matrix_UB_22      -0.0489492000
_diffrn_orient_matrix_UB_23      0.0188420000
_diffrn_orient_matrix_UB_31      0.1620916000
_diffrn_orient_matrix_UB_32      -0.0239399000
_diffrn_orient_matrix_UB_33      0.0203966000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9262
_reflns_number_total             10758
_reflns_odcompleteness_completeness 98.10
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.674
_refine_diff_density_min         -1.059
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     717
_refine_ls_number_reflns         10758
_refine_ls_number_restraints     96
_refine_ls_R_factor_all          0.1054
_refine_ls_R_factor_gt           0.0971
_refine_ls_restrained_S_all      1.061
_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)+(0.1514P)²+15.5694P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2696
_refine_ls_wR_factor_ref         0.2784
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C36-C37
 1.53 with sigma of 0.02
 C37-C38
 1.53 with sigma of 0.02
 C38-C39
 1.53 with sigma of 0.02
 C39-C40
 1.53 with sigma of 0.02
 C40-C41
 1.53 with sigma of 0.02
 C36-C38
 2.55 with sigma of 0.02
 C37-C39
 2.55 with sigma of 0.02
 C38-C40
 2.55 with sigma of 0.02
 C39-C41
 2.55 with sigma of 0.02
 C23-C24
 1.53 with sigma of 0.01
 C24-C25
 1.53 with sigma of 0.01
 C25-C26
 1.53 with sigma of 0.01
 C26-C27
 1.53 with sigma of 0.01
 C27-C28
 1.53 with sigma of 0.01
 C23-C25
 2.55 with sigma of 0.02
 C24-C26
 2.55 with sigma of 0.02
 C25-C27
 2.55 with sigma of 0.02
 C26-C28
 2.55 with sigma of 0.02
3. Rigid bond restraints
 C36, C37, C38, C39, C40, C41
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C23, C24, C25, C26, C27, C28
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41: within 1.7A with sigma
of 0.02 and sigma for terminal atoms of 0.04
C23 \\sim C24 \\sim C25 \\sim C26 \\sim C27 \\sim C28: within 1.7A with sigma
of 0.02 and sigma for terminal atoms of 0.04
5. Others
 Sof(Br3)=Sof(H18)=1-FVAR(1)
 Sof(Br4)=Sof(H20)=FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(F7)=1-FVAR(2)
 Sof(F1A)=Sof(F5A)=Sof(F2A)=Sof(F4A)=Sof(F6A)=Sof(F3A)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C40(H40A,H40B), C39(H39A,H39B), C38(H38A,H38B), C37(H37A,
 H37B), C6(H6A,H6B), C13(H13A,H13B), C12(H12A,H12B), C11(H11A,H11B), C10(H10A,
 H10B), C9(H9A,H9B), C16(H16A,H16B), C27(H27A,H27B), C26(H26A,H26B), C25(H25A,
 H25B), C24(H24A,H24B), C23(H23A,H23B), C29(H29A,H29B)
6.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C3(H3), C1(H1), C21(H21), C20(H20), C19(H19), C18(H18),
 C17(H17), C30(H30), C32(H32), C33(H33), C34(H34)
6.c Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C), C14(H14A,H14B,H14C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Br1 Br 0.22184(15) 0.04396(4) 0.63928(5) 0.1087(5) Uani 1 1 d . . . . .
Br0A Br 0.29562(9) 0.39185(3) 0.39217(3) 0.0592(2) Uani 1 1 d . . . . .
Br4 Br 0.16801(19) 0.37508(6) 0.87181(7) 0.1188(7) Uani 0.862(3) 1 d . . P A 2
Br3 Br 0.1491(9) 0.4935(4) 0.6881(3) 0.101(3) Uani 0.138(3) 1 d . . P A 1
C41 C 0.847(2) -0.0270(6) 0.5818(8) 0.193(7) Uani 1 1 d D U . . .
H41A H 0.938888 -0.026948 0.562668 0.290 Uiso 1 1 calc GR . . . .
H41B H 0.822194 -0.062049 0.591264 0.290 Uiso 1 1 calc GR . . . .
H41C H 0.867070 -0.006506 0.614407 0.290 Uiso 1 1 calc GR . . . .
C36 C 0.7542(8) 0.1794(3) 0.5954(3) 0.0641(16) Uani 1 1 d D U . . .
H36A H 0.823962 0.162760 0.624102 0.077 Uiso 1 1 calc R . . . .
H36B H 0.804810 0.211125 0.584887 0.077 Uiso 1 1 calc R . . . .
C40 C 0.710(3) -0.0043(6) 0.5461(10) 0.234(8) Uani 1 1 d D U . . .
H40A H 0.684264 -0.028453 0.516140 0.280 Uiso 1 1 calc R . . . .
H40B H 0.620638 -0.004026 0.567106 0.280 Uiso 1 1 calc R . . . .
C39 C 0.720(3) 0.0481(5) 0.5218(7) 0.215(6) Uani 1 1 d D U . . .
H39A H 0.653517 0.049155 0.487058 0.257 Uiso 1 1 calc R . . . .
H39B H 0.827843 0.054897 0.515089 0.257 Uiso 1 1 calc R . . . .
C38 C 0.664(2) 0.0916(4) 0.5604(7) 0.163(5) Uani 1 1 d D U . . .
H38A H 0.549555 0.092632 0.556764 0.195 Uiso 1 1 calc R . . . .
H38B H 0.701397 0.083047 0.598047 0.195 Uiso 1 1 calc R . . . .
C37 C 0.7260(12) 0.1436(3) 0.5471(4) 0.089(2) Uani 1 1 d D U . . .
H37A H 0.651055 0.159917 0.519578 0.107 Uiso 1 1 calc R . . . .
H37B H 0.824639 0.139063 0.531457 0.107 Uiso 1 1 calc R . . . .
C35 C 0.6070(5) 0.2373(2) 0.6461(2) 0.0385(10) Uani 1 1 d . . . . .
C7 C 0.6170(6) 0.2336(2) 0.7024(2) 0.0387(10) Uani 1 1 d . . . . .
C6 C 0.6267(6) 0.1811(2) 0.7297(2) 0.0453(12) Uani 1 1 d . . . . .
H6A H 0.674586 0.184784 0.767085 0.054 Uiso 1 1 calc R . . . .
H6B H 0.693705 0.158356 0.710862 0.054 Uiso 1 1 calc R . . . .
C5 C 0.3722(9) 0.1713(3) 0.7664(3) 0.0658(17) Uani 1 1 d . . . . .
H5 H 0.405585 0.197114 0.791485 0.079 Uiso 1 1 calc R . . . .
C4 C 0.2281(11) 0.1483(4) 0.7677(5) 0.087(3) Uani 1 1 d . . . . .
H4 H 0.162590 0.158128 0.793668 0.105 Uiso 1 1 calc R . . . .
C3 C 0.1810(10) 0.1097(3) 0.7293(5) 0.084(3) Uani 1 1 d . . . . .
H3 H 0.083674 0.093307 0.729539 0.101 Uiso 1 1 calc R . . . .
C2 C 0.2783(9) 0.0963(3) 0.6915(3) 0.0658(18) Uani 1 1 d . . . . .
C1 C 0.4210(8) 0.1201(2) 0.6917(3) 0.0566(15) Uani 1 1 d . . . . .
H1 H 0.487793 0.111087 0.665933 0.068 Uiso 1 1 calc R . . . .
C14 C 0.6863(9) 0.3279(3) 1.0578(3) 0.0652(17) Uani 1 1 d . . . . .
H14A H 0.630858 0.295540 1.059828 0.098 Uiso 1 1 calc GR . . . .
H14B H 0.634522 0.354411 1.076642 0.098 Uiso 1 1 calc GR . . . .
H14C H 0.793335 0.323955 1.074392 0.098 Uiso 1 1 calc GR . . . .
C13 C 0.6865(9) 0.3435(3) 0.9982(3) 0.0611(16) Uani 1 1 d . . . . .
H13A H 0.741561 0.376347 0.996296 0.073 Uiso 1 1 calc R . . . .
H13B H 0.578201 0.348384 0.981824 0.073 Uiso 1 1 calc R . . . .
C12 C 0.7660(7) 0.3026(2) 0.9657(2) 0.0490(12) Uani 1 1 d . . . . .
H12A H 0.878589 0.302634 0.977816 0.059 Uiso 1 1 calc R . . . .
H12B H 0.725121 0.268576 0.973917 0.059 Uiso 1 1 calc R . . . .
C11 C 0.7422(8) 0.3105(2) 0.9041(2) 0.0509(13) Uani 1 1 d . . . . .
H11A H 0.630314 0.315036 0.892331 0.061 Uiso 1 1 calc R . . . .
H11B H 0.796387 0.342047 0.895151 0.061 Uiso 1 1 calc R . . . .
C10 C 0.8038(7) 0.2654(2) 0.8738(2) 0.0483(12) Uani 1 1 d . . . . .
H10A H 0.912345 0.258588 0.888807 0.058 Uiso 1 1 calc R . . . .
H10B H 0.742068 0.234686 0.880247 0.058 Uiso 1 1 calc R . . . .
C9 C 0.7991(6) 0.2732(2) 0.8133(2) 0.0458(12) Uani 1 1 d . . . . .
H9A H 0.854277 0.304956 0.805906 0.055 Uiso 1 1 calc R . . . .
H9B H 0.851074 0.244296 0.797298 0.055 Uiso 1 1 calc R . . . .
C8 C 0.6200(5) 0.2793(2) 0.7334(2) 0.0373(10) Uani 1 1 d . . . . .
C15 C 0.6119(5) 0.32789(19) 0.7079(2) 0.0377(10) Uani 1 1 d . . . . .
C16 C 0.6160(6) 0.3767(2) 0.7416(2) 0.0428(11) Uani 1 1 d . . . . .
H16A H 0.679726 0.370635 0.776256 0.051 Uiso 1 1 calc R . . . .
H16B H 0.665893 0.404260 0.722861 0.051 Uiso 1 1 calc R . . . .
C21 C 0.3745(8) 0.4276(3) 0.7183(3) 0.0578(15) Uani 1 1 d . . . . .
H21 H 0.418931 0.439115 0.687755 0.069 Uiso 1 1 calc R . . . .
C20 C 0.2305(9) 0.4454(3) 0.7277(4) 0.073(2) Uani 1 1 d . . . . .
H20 H 0.176677 0.468605 0.703221 0.088 Uiso 0.862(3) 1 calc R . P A 2
C19 C 0.1622(9) 0.4294(3) 0.7732(4) 0.078(2) Uani 1 1 d . . . . .
H19 H 0.062891 0.441046 0.780101 0.093 Uiso 1 1 calc R . . . .
C18 C 0.2475(10) 0.3959(3) 0.8072(4) 0.074(2) Uani 1 1 d . . . . .
H18 H 0.207151 0.385160 0.838834 0.089 Uiso 0.138(3) 1 calc R . P A 1
C17 C 0.3930(8) 0.3772(3) 0.7963(3) 0.0587(15) Uani 1 1 d . . . . .
H17 H 0.447685 0.353199 0.819486 0.070 Uiso 1 1 calc R . . . .
C28 C 0.766(2) 0.4544(7) 0.4019(6) 0.163(6) Uani 1 1 d D U . . .
H28A H 0.719256 0.456632 0.364683 0.244 Uiso 1 1 calc GR . . . .
H28B H 0.761112 0.419104 0.414367 0.244 Uiso 1 1 calc GR . . . .
H28C H 0.874392 0.465414 0.404491 0.244 Uiso 1 1 calc GR . . . .
C27 C 0.6768(14) 0.4890(5) 0.4368(3) 0.112(3) Uani 1 1 d D U . . .
H27A H 0.569200 0.476166 0.435474 0.134 Uiso 1 1 calc R . . . .
H27B H 0.671821 0.523651 0.421127 0.134 Uiso 1 1 calc R . . . .
C26 C 0.7465(13) 0.4931(3) 0.4966(3) 0.091(2) Uani 1 1 d D U . . .
H26A H 0.699716 0.522388 0.513739 0.109 Uiso 1 1 calc R . . . .
H26B H 0.859877 0.498690 0.499006 0.109 Uiso 1 1 calc R . . . .
C25 C 0.7116(13) 0.4420(3) 0.5264(3) 0.093(2) Uani 1 1 d D U . . .
H25A H 0.599154 0.434590 0.520073 0.112 Uiso 1 1 calc R . . . .
H25B H 0.767576 0.413501 0.511404 0.112 Uiso 1 1 calc R . . . .
C24 C 0.7610(14) 0.4458(3) 0.5863(3) 0.094(3) Uani 1 1 d D U . . .
H24A H 0.692627 0.470753 0.601530 0.113 Uiso 1 1 calc R . . . .
H24B H 0.867821 0.459598 0.591752 0.113 Uiso 1 1 calc R . . . .
C23 C 0.7576(10) 0.3959(2) 0.6180(3) 0.0664(17) Uani 1 1 d D U . . .
H23A H 0.809889 0.369052 0.599067 0.080 Uiso 1 1 calc R . . . .
H23B H 0.817873 0.400815 0.653467 0.080 Uiso 1 1 calc R . . . .
C22 C 0.6031(6) 0.3302(2) 0.6518(2) 0.0399(10) Uani 1 1 d . . . . .
C5AA C 0.5966(6) 0.2851(2) 0.6193(2) 0.0383(10) Uani 1 1 d . . . . .
C29 C 0.5805(6) 0.2882(2) 0.5587(2) 0.0445(11) Uani 1 1 d . . . . .
H29A H 0.583104 0.253248 0.543937 0.053 Uiso 1 1 calc R . . . .
H29B H 0.670115 0.307120 0.547617 0.053 Uiso 1 1 calc R . . . .
C30 C 0.4303(6) 0.3375(2) 0.4857(2) 0.0413(11) Uani 1 1 d . . . . .
H30 H 0.521424 0.337480 0.468150 0.050 Uiso 1 1 calc R . . . .
C31 C 0.2947(7) 0.3606(2) 0.4622(2) 0.0446(11) Uani 1 1 d . . . . .
C32 C 0.1583(7) 0.3613(3) 0.4877(3) 0.0526(13) Uani 1 1 d . . . . .
H32 H 0.066807 0.377491 0.471699 0.063 Uiso 1 1 calc R . . . .
C33 C 0.1630(7) 0.3370(3) 0.5376(3) 0.0542(14) Uani 1 1 d . . . . .
H33 H 0.073565 0.336411 0.556071 0.065 Uiso 1 1 calc R . . . .
C34 C 0.3015(6) 0.3136(2) 0.5602(2) 0.0447(11) Uani 1 1 d . . . . .
H34 H 0.304552 0.296790 0.593699 0.054 Uiso 1 1 calc R . . . .
F00A F -0.0005(5) 0.23500(16) 0.70894(17) 0.0633(9) Uani 1 1 d . . . . .
F00B F -0.0174(4) 0.32299(16) 0.71544(16) 0.0610(9) Uani 1 1 d . . . . .
F00D F 0.2062(5) 0.28114(19) 0.75031(15) 0.0697(11) Uani 1 1 d . . . . .
F00G F 0.6765(5) 0.2482(2) 0.44717(18) 0.0753(12) Uani 1 1 d . . . . .
F1A F 0.8516(13) 0.5685(3) 0.7217(4) 0.061(2) Uani 0.639(10) 1 d . . P B 1
F00L F 0.8053(6) 0.3252(2) 0.4685(2) 0.0882(14) Uani 1 1 d . . . . .
F5A F 0.6949(9) 0.5739(3) 0.7880(4) 0.065(2) Uani 0.639(10) 1 d . . P B 1
F00Z F 0.6637(7) 0.3159(3) 0.3888(3) 0.127(3) Uani 1 1 d . . . . .
F1 F 0.5690(17) 0.5089(5) 0.7667(6) 0.072(4) Uani 0.361(10) 1 d . . P B 2
F01B F 0.9455(7) 0.2547(4) 0.4542(4) 0.141(3) Uani 1 1 d . . . . .
F2A F 0.6046(9) 0.5364(4) 0.7072(4) 0.091(3) Uani 0.639(10) 1 d . . P B 1
F2 F 0.645(2) 0.5804(5) 0.7228(6) 0.094(5) Uani 0.361(10) 1 d . . P B 2
F3 F 0.687(2) 0.4988(6) 0.6897(6) 0.087(5) Uani 0.361(10) 1 d . . P B 2
F4 F 0.768(3) 0.5598(7) 0.8034(6) 0.089(6) Uani 0.361(10) 1 d . . P B 2
F5 F 0.8134(17) 0.4767(6) 0.7722(9) 0.102(6) Uani 0.361(10) 1 d . . P B 2
F7 F 0.893(3) 0.5490(9) 0.7248(12) 0.106(8) Uani 0.361(10) 1 d . . P B 2
F007 F -0.0006(4) 0.28489(16) 0.63359(15) 0.0577(9) Uani 1 1 d . . . . .
F008 F 0.2052(4) 0.33135(15) 0.67428(15) 0.0584(9) Uani 1 1 d . . . . .
F009 F 0.2229(4) 0.24375(16) 0.66815(15) 0.0568(8) Uani 1 1 d . . . . .
F4A F 0.6495(11) 0.4879(3) 0.7823(3) 0.072(2) Uani 0.639(10) 1 d . . P B 1
F6A F 0.8989(8) 0.5195(3) 0.7963(3) 0.0672(19) Uani 0.639(10) 1 d . . P B 1
F016 F 0.9352(7) 0.3175(4) 0.3943(2) 0.149(4) Uani 1 1 d . . . . .
F017 F 0.7978(10) 0.2476(3) 0.3696(2) 0.131(3) Uani 1 1 d . . . . .
F3A F 0.8134(11) 0.4811(3) 0.7167(4) 0.077(2) Uani 0.639(10) 1 d . . P B 1
N1 N 0.4654(6) 0.15672(18) 0.7291(2) 0.0481(10) Uani 1 1 d . . . . .
N3 N 0.4292(5) 0.31469(17) 0.53474(17) 0.0403(9) Uani 1 1 d . . . . .
N2 N 0.4537(5) 0.39404(17) 0.75213(19) 0.0434(10) Uani 1 1 d . . . . .
O3 O 0.6024(5) 0.19211(14) 0.61550(16) 0.0460(8) Uani 1 1 d . . . . .
O2 O 0.6001(5) 0.37792(15) 0.62594(17) 0.0495(9) Uani 1 1 d . . . . .
O1 O 0.6344(4) 0.27632(15) 0.78942(15) 0.0423(8) Uani 1 1 d . . . . .
P1 P 0.10259(16) 0.28299(6) 0.69226(6) 0.0453(3) Uani 1 1 d . . . . .
P3 P 0.7453(2) 0.52807(6) 0.75046(7) 0.0548(4) Uani 1 1 d . . . . .
P2 P 0.8084(2) 0.28159(12) 0.42063(8) 0.0829(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C2 1.885(8) . ?
Br0A C31 1.906(5) . ?
Br4 C18 1.879(9) . ?
Br3 C20 1.673(11) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C41 C40 1.493(17) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C37 1.502(9) . ?
C36 O3 1.472(7) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C39 1.478(16) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 C38 1.575(14) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C37 1.488(13) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C35 C7 1.386(8) . ?
C35 C5AA 1.393(7) . ?
C35 O3 1.382(6) . ?
C7 C6 1.506(7) . ?
C7 C8 1.399(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 N1 1.506(7) . ?
C5 H5 0.9300 . ?
C5 C4 1.364(11) . ?
C5 N1 1.334(9) . ?
C4 H4 0.9300 . ?
C4 C3 1.399(15) . ?
C3 H3 0.9300 . ?
C3 C2 1.360(13) . ?
C2 C1 1.359(10) . ?
C1 H1 0.9300 . ?
C1 N1 1.341(9) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 C13 1.524(9) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C12 1.525(9) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.523(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.507(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C9 1.502(8) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 O1 1.457(6) . ?
C8 C15 1.396(7) . ?
C8 O1 1.375(6) . ?
C15 C16 1.504(7) . ?
C15 C22 1.379(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 N2 1.501(7) . ?
C21 H21 0.9300 . ?
C21 C20 1.352(10) . ?
C21 N2 1.328(8) . ?
C20 H20 0.9300 . ?
C20 C19 1.387(13) . ?
C19 H19 0.9300 . ?
C19 C18 1.351(13) . ?
C18 H18 0.9300 . ?
C18 C17 1.383(10) . ?
C17 H17 0.9300 . ?
C17 N2 1.330(9) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C28 C27 1.501(9) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C26 1.529(8) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C25 1.548(8) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C24 1.493(8) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C23 1.503(7) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 O2 1.452(9) . ?
C22 C5AA 1.404(7) . ?
C22 O2 1.381(6) . ?
C5AA C29 1.488(7) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 N3 1.514(7) . ?
C30 H30 0.9300 . ?
C30 C31 1.366(8) . ?
C30 N3 1.345(7) . ?
C31 C32 1.382(8) . ?
C32 H32 0.9300 . ?
C32 C33 1.377(9) . ?
C33 H33 0.9300 . ?
C33 C34 1.382(8) . ?
C34 H34 0.9300 . ?
C34 N3 1.316(7) . ?
F00A P1 1.594(4) . ?
F00B P1 1.600(4) . ?
F00D P1 1.593(4) . ?
F00G P2 1.610(5) . ?
F1A P3 1.597(10) . ?
F00L P2 1.630(6) . ?
F5A P3 1.588(8) . ?
F00Z P2 1.638(7) . ?
F1 P3 1.670(13) . ?
F01B P2 1.518(7) . ?
F2A P3 1.523(7) . ?
F2 P3 1.691(13) . ?
F3 P3 1.699(13) . ?
F4 P3 1.534(16) . ?
F5 P3 1.515(14) . ?
F7 P3 1.57(2) . ?
F007 P1 1.605(4) . ?
F008 P1 1.610(4) . ?
F009 P1 1.599(4) . ?
F4A P3 1.579(7) . ?
F6A P3 1.642(6) . ?
F016 P2 1.612(7) . ?
F017 P2 1.525(6) . ?
F3A P3 1.612(7) . ?

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
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H36A C36 H36B 108.2 . . ?
C37 C36 H36A 109.7 . . ?
C37 C36 H36B 109.7 . . ?
O3 C36 H36A 109.7 . . ?
O3 C36 H36B 109.7 . . ?
O3 C36 C37 109.7(6) . . ?
C41 C40 H40A 107.0 . . ?
C41 C40 H40B 107.0 . . ?
H40A C40 H40B 106.8 . . ?
C39 C40 C41 121.3(18) . . ?
C39 C40 H40A 107.0 . . ?
C39 C40 H40B 107.0 . . ?
C40 C39 H39A 109.3 . . ?
C40 C39 H39B 109.3 . . ?
C40 C39 C38 111.5(14) . . ?
H39A C39 H39B 108.0 . . ?
C38 C39 H39A 109.3 . . ?
C38 C39 H39B 109.3 . . ?
C39 C38 H38A 109.3 . . ?
C39 C38 H38B 109.3 . . ?
H38A C38 H38B 108.0 . . ?
C37 C38 C39 111.5(12) . . ?
C37 C38 H38A 109.3 . . ?
C37 C38 H38B 109.3 . . ?
C36 C37 H37A 108.8 . . ?
C36 C37 H37B 108.8 . . ?
C38 C37 C36 113.7(9) . . ?
C38 C37 H37A 108.8 . . ?
C38 C37 H37B 108.8 . . ?
H37A C37 H37B 107.7 . . ?
C7 C35 C5AA 121.9(5) . . ?
O3 C35 C7 119.0(5) . . ?
O3 C35 C5AA 119.1(5) . . ?
C35 C7 C6 120.1(5) . . ?
C35 C7 C8 119.1(5) . . ?
C8 C7 C6 120.8(5) . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
C7 C6 N1 111.4(4) . . ?
H6A C6 H6B 108.0 . . ?
N1 C6 H6A 109.3 . . ?
N1 C6 H6B 109.3 . . ?
C4 C5 H5 119.9 . . ?
N1 C5 H5 119.9 . . ?
N1 C5 C4 120.2(8) . . ?
C5 C4 H4 120.7 . . ?
C5 C4 C3 118.5(9) . . ?
C3 C4 H4 120.7 . . ?
C4 C3 H3 120.1 . . ?
C2 C3 C4 119.7(7) . . ?
C2 C3 H3 120.1 . . ?
C3 C2 Br1 121.5(6) . . ?
C1 C2 Br1 118.8(7) . . ?
C1 C2 C3 119.8(8) . . ?
C2 C1 H1 120.0 . . ?
N1 C1 C2 120.0(7) . . ?
N1 C1 H1 120.0 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C14 C13 C12 112.1(6) . . ?
H13A C13 H13B 107.9 . . ?
C12 C13 H13A 109.2 . . ?
C12 C13 H13B 109.2 . . ?
C13 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
C11 C12 C13 114.6(5) . . ?
C11 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C10 C11 C12 112.2(5) . . ?
C10 C11 H11A 109.2 . . ?
C10 C11 H11B 109.2 . . ?
C11 C10 H10A 108.6 . . ?
C11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.5 . . ?
C9 C10 C11 114.8(5) . . ?
C9 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
C10 C9 H9A 109.9 . . ?
C10 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
O1 C9 C10 108.8(4) . . ?
O1 C9 H9A 109.9 . . ?
O1 C9 H9B 109.9 . . ?
C15 C8 C7 120.5(5) . . ?
O1 C8 C7 119.7(5) . . ?
O1 C8 C15 119.8(5) . . ?
C8 C15 C16 120.0(5) . . ?
C22 C15 C8 119.0(5) . . ?
C22 C15 C16 121.0(5) . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.9 . . ?
N2 C16 C15 112.3(4) . . ?
N2 C16 H16A 109.1 . . ?
N2 C16 H16B 109.1 . . ?
C20 C21 H21 119.4 . . ?
N2 C21 H21 119.4 . . ?
N2 C21 C20 121.1(8) . . ?
C21 C20 Br3 118.2(8) . . ?
C21 C20 H20 119.7 . . ?
C21 C20 C19 120.7(8) . . ?
C19 C20 Br3 120.5(7) . . ?
C19 C20 H20 119.7 . . ?
C20 C19 H19 121.8 . . ?
C18 C19 C20 116.5(7) . . ?
C18 C19 H19 121.8 . . ?
C19 C18 Br4 119.1(6) . . ?
C19 C18 H18 119.0 . . ?
C19 C18 C17 121.9(8) . . ?
C17 C18 Br4 119.0(7) . . ?
C17 C18 H18 119.0 . . ?
C18 C17 H17 120.4 . . ?
N2 C17 C18 119.2(7) . . ?
N2 C17 H17 120.4 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
C28 C27 H27A 108.4 . . ?
C28 C27 H27B 108.4 . . ?
C28 C27 C26 115.4(9) . . ?
H27A C27 H27B 107.5 . . ?
C26 C27 H27A 108.4 . . ?
C26 C27 H27B 108.4 . . ?
C27 C26 H26A 109.9 . . ?
C27 C26 H26B 109.9 . . ?
C27 C26 C25 108.9(7) . . ?
H26A C26 H26B 108.3 . . ?
C25 C26 H26A 109.9 . . ?
C25 C26 H26B 109.9 . . ?
C26 C25 H25A 109.3 . . ?
C26 C25 H25B 109.3 . . ?
H25A C25 H25B 108.0 . . ?
C24 C25 C26 111.5(7) . . ?
C24 C25 H25A 109.3 . . ?
C24 C25 H25B 109.3 . . ?
C25 C24 H24A 108.3 . . ?
C25 C24 H24B 108.3 . . ?
C25 C24 C23 116.1(7) . . ?
H24A C24 H24B 107.4 . . ?
C23 C24 H24A 108.3 . . ?
C23 C24 H24B 108.3 . . ?
C24 C23 H23A 108.6 . . ?
C24 C23 H23B 108.6 . . ?
H23A C23 H23B 107.6 . . ?
O2 C23 C24 114.6(7) . . ?
O2 C23 H23A 108.6 . . ?
O2 C23 H23B 108.6 . . ?
C15 C22 C5AA 122.1(5) . . ?
C15 C22 O2 119.8(5) . . ?
O2 C22 C5AA 118.1(5) . . ?
C35 C5AA C22 117.5(5) . . ?
C35 C5AA C29 121.0(5) . . ?
C22 C5AA C29 121.5(5) . . ?
C5AA C29 H29A 109.0 . . ?
C5AA C29 H29B 109.0 . . ?
C5AA C29 N3 113.1(4) . . ?
H29A C29 H29B 107.8 . . ?
N3 C29 H29A 109.0 . . ?
N3 C29 H29B 109.0 . . ?
C31 C30 H30 120.7 . . ?
N3 C30 H30 120.7 . . ?
N3 C30 C31 118.5(5) . . ?
C30 C31 Br0A 118.4(4) . . ?
C30 C31 C32 121.7(5) . . ?
C32 C31 Br0A 119.9(4) . . ?
C31 C32 H32 121.2 . . ?
C33 C32 C31 117.5(5) . . ?
C33 C32 H32 121.2 . . ?
C32 C33 H33 120.3 . . ?
C32 C33 C34 119.5(6) . . ?
C34 C33 H33 120.3 . . ?
C33 C34 H34 119.6 . . ?
N3 C34 C33 120.7(5) . . ?
N3 C34 H34 119.6 . . ?
C5 N1 C6 119.4(6) . . ?
C5 N1 C1 121.8(6) . . ?
C1 N1 C6 118.7(5) . . ?
C30 N3 C29 116.9(4) . . ?
C34 N3 C29 121.0(5) . . ?
C34 N3 C30 122.0(5) . . ?
C21 N2 C16 119.6(5) . . ?
C21 N2 C17 120.5(6) . . ?
C17 N2 C16 119.8(5) . . ?
C35 O3 C36 113.5(4) . . ?
C22 O2 C23 112.1(4) . . ?
C8 O1 C9 112.3(4) . . ?
F00A P1 F00B 90.7(2) . . ?
F00A P1 F007 89.8(2) . . ?
F00A P1 F008 178.9(2) . . ?
F00A P1 F009 90.2(2) . . ?
F00B P1 F007 89.9(2) . . ?
F00B P1 F008 89.5(2) . . ?
F00D P1 F00A 90.5(2) . . ?
F00D P1 F00B 90.4(2) . . ?
F00D P1 F007 179.6(3) . . ?
F00D P1 F008 90.5(2) . . ?
F00D P1 F009 90.2(2) . . ?
F007 P1 F008 89.2(2) . . ?
F009 P1 F00B 178.9(2) . . ?
F009 P1 F007 89.5(2) . . ?
F009 P1 F008 89.6(2) . . ?
F1A P3 F6A 87.0(4) . . ?
F1A P3 F3A 90.1(4) . . ?
F5A P3 F1A 89.0(5) . . ?
F5A P3 F6A 86.8(4) . . ?
F5A P3 F3A 173.9(5) . . ?
F1 P3 F2 84.7(8) . . ?
F1 P3 F3 84.4(7) . . ?
F2A P3 F1A 92.1(5) . . ?
F2A P3 F5A 93.6(5) . . ?
F2A P3 F4A 91.8(5) . . ?
F2A P3 F6A 179.0(5) . . ?
F2A P3 F3A 92.5(5) . . ?
F2 P3 F3 85.0(9) . . ?
F4 P3 F1 89.1(9) . . ?
F4 P3 F2 86.0(10) . . ?
F4 P3 F3 169.3(12) . . ?
F4 P3 F7 97.6(11) . . ?
F5 P3 F1 88.6(8) . . ?
F5 P3 F2 171.6(9) . . ?
F5 P3 F3 89.3(10) . . ?
F5 P3 F4 98.9(12) . . ?
F5 P3 F7 98.6(12) . . ?
F7 P3 F1 169.3(12) . . ?
F7 P3 F2 87.4(12) . . ?
F7 P3 F3 87.8(10) . . ?
F4A P3 F1A 176.1(5) . . ?
F4A P3 F5A 90.3(5) . . ?
F4A P3 F6A 89.1(5) . . ?
F4A P3 F3A 90.2(4) . . ?
F3A P3 F6A 87.1(4) . . ?
F00G P2 F00L 90.1(2) . . ?
F00G P2 F00Z 87.8(3) . . ?
F00G P2 F016 177.2(4) . . ?
F00L P2 F00Z 84.5(4) . . ?
F01B P2 F00G 93.6(4) . . ?
F01B P2 F00L 89.6(4) . . ?
F01B P2 F00Z 173.9(5) . . ?
F01B P2 F016 88.4(5) . . ?
F01B P2 F017 99.1(5) . . ?
F016 P2 F00L 88.0(3) . . ?
F016 P2 F00Z 90.0(4) . . ?
F017 P2 F00G 93.1(3) . . ?
F017 P2 F00L 170.5(5) . . ?
F017 P2 F00Z 86.7(5) . . ?
F017 P2 F016 88.5(4) . . ?

_olex2_date_sample_data_collection 2018-09-04
_olex2_submission_original_sample_id EMF-2-34B
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.298
_oxdiff_exptl_absorpt_empirical_full_min 0.530
####################################################################### 
# 
# 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_COMPOUNDNAME
_database_code_depnum_ccdc_archive 'CCDC 1984635'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;The Australian National University
Australia
;
_audit_update_record             
;
2020-02-18 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;

_refine_special_details          
; 
C-H hydrogen atoms were  visible in the Fourier difference 
map and were initially refined with restraints on bond lengths and angles, 
after which the positions were used as the basis for a riding model.  

It was not necessary to use any crystallographic restraints.
;

_cell_length_a                   16.89990(10)
_cell_length_b                   16.89990(10)
_cell_length_c                   10.92530(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2702.29(2)

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'P -3 '
_symmetry_space_group_name_Hall  '-P 3'

loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x-y,x,-z
-x+y,-x,z
y,-x+y,-z
-y,x-y,z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
I -0.3257 6.8362 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776
4.0712 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

_chemical_formula_sum            'C44 H60 I6 N4 O3'
_chemical_formula_moiety         'C42 H57 I3 N3 O3, C2 H3 N, 3I'
_chemical_compound_source        synthesized
_chemical_formula_weight         1454.41


_cell_measurement_reflns_used    19713
_cell_measurement_theta_min      4.99
_cell_measurement_theta_max      73.6
_cell_measurement_temperature    150

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.06
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_max          0.28

_exptl_crystal_density_diffrn    1.787
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1388
_exptl_absorpt_coefficient_mu    27.369

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.08
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction Supernova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

_computing_data_collection       'CrysAlisPro, (Agilent, 2011'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      150
_diffrn_reflns_number            34563
_reflns_number_total             3641
_diffrn_reflns_av_R_equivalents  0.090

_diffrn_reflns_theta_min         4.046
_diffrn_reflns_theta_max         73.903
_diffrn_measured_fraction_theta_max 0.996

_diffrn_reflns_theta_full        73.903
_diffrn_measured_fraction_theta_full 0.996

_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_reflns_limit_h_min              -20
_reflns_limit_h_max              10
_reflns_limit_k_min              0
_reflns_limit_k_max              21
_reflns_limit_l_min              0
_reflns_limit_l_max              13

_oxford_diffrn_Wilson_B_factor   1.98
_oxford_diffrn_Wilson_scale      0.42

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -3.30
_refine_diff_density_max         3.14

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         3627
_refine_ls_number_restraints     2
_refine_ls_number_parameters     174
_oxford_refine_ls_R_factor_ref   0.0565
_refine_ls_wR_factor_ref         0.1516
_refine_ls_goodness_of_fit_ref   1.1564
_refine_ls_shift/su_max          0.0035852
_refine_ls_shift/su_mean         0.0001991

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        3627
_refine_ls_R_factor_all          0.0565
_refine_ls_wR_factor_all         0.1516

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3507
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_gt          0.1507

_chemical_absolute_configuration .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.406E+04 0.692E+04 0.451E+04 0.206E+04 504. 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.61104(19) 0.51074(18) 0.7526(2) 0.0210 1.0000 Uani . . . . . .
C5 C 0.6074(2) 0.5885(2) 0.7607(3) 0.0240 1.0000 Uani . . . . . .
C4 C 0.6156(2) 0.6392(2) 0.6558(4) 0.0266 1.0000 Uani . . . . . .
C3 C 0.6278(3) 0.6091(3) 0.5436(3) 0.0339 1.0000 Uani . . . . . .
C2 C 0.6308(3) 0.5289(3) 0.5382(3) 0.0330 1.0000 Uani . . . . . .
C1 C 0.6213(3) 0.4803(3) 0.6429(3) 0.0284 1.0000 Uani . . . . . .
C6 C 0.5933(2) 0.4565(2) 0.8669(3) 0.0215 1.0000 Uani . . . . . .
C7 C 0.6313(2) 0.39344(19) 0.8646(3) 0.0172 1.0000 Uani . . . . . .
C8 C 0.7253(2) 0.4278(2) 0.8662(3) 0.0194 1.0000 Uani . . . . . .
O1 O 0.78137(14) 0.51928(14) 0.8552(2) 0.0235 1.0000 Uani . . . . . .
C9 C 0.8184(3) 0.5666(2) 0.9721(3) 0.0309 1.0000 Uani . . . . . .
C10 C 0.8775(3) 0.6659(3) 0.9449(4) 0.0391 1.0000 Uani . . . . . .
C11 C 0.8268(3) 0.7092(3) 0.8863(6) 0.0499 1.0000 Uani . . . . . .
C12 C 0.8888(5) 0.8099(4) 0.8587(7) 0.0674 1.0000 Uani . . . . . .
C13 C 0.9656(4) 0.8322(4) 0.7737(7) 0.0699 1.0000 Uani . . . . . .
C14 C 0.9380(7) 0.7869(7) 0.6496(9) 0.1033 1.0000 Uani . . . . . .
N2 N 0.3333 0.6667 0.5082(6) 0.0408 1.0000 Uani S T . . . .
C15 C 0.3333 0.6667 0.6099(7) 0.0314 1.0000 Uani S T . . . .
C16 C 0.333333(10) 0.666667(10) 0.7473(6) 0.0358 1.0000 Uani S T . . . .
I2 I 0.372036(13) 0.448407(16) 0.799142(18) 0.0263 1.0000 Uani . . . . . .
I1 I 0.605695(17) 0.757101(15) 0.68343(2) 0.0297 1.0000 Uani . . . . . .
H51 H 0.5990 0.6078 0.8374 0.0267 1.0000 Uiso R . . . . .
H31 H 0.6333 0.6422 0.4735 0.0395 1.0000 Uiso R . . . . .
H21 H 0.6388 0.5077 0.4632 0.0417 1.0000 Uiso R . . . . .
H11 H 0.6214 0.4246 0.6390 0.0356 1.0000 Uiso R . . . . .
H61 H 0.6218 0.4989 0.9311 0.0259 1.0000 Uiso R . . . . .
H62 H 0.5273 0.4215 0.8781 0.0261 1.0000 Uiso R . . . . .
H91 H 0.8529 0.5421 1.0137 0.0372 1.0000 Uiso R . . . . .
H92 H 0.7676 0.5573 1.0254 0.0375 1.0000 Uiso R . . . . .
H101 H 0.9052 0.6975 1.0226 0.0469 1.0000 Uiso R . . . . .
H102 H 0.9255 0.6731 0.8892 0.0475 1.0000 Uiso R . . . . .
H112 H 0.7775 0.7006 0.9405 0.0570 1.0000 Uiso R . . . . .
H111 H 0.8015 0.6775 0.8112 0.0575 1.0000 Uiso R . . . . .
H122 H 0.9143 0.8412 0.9357 0.0762 1.0000 Uiso R . . . . .
H121 H 0.8502 0.8317 0.8251 0.0762 1.0000 Uiso R . . . . .
H132 H 0.9967 0.8977 0.7618 0.0923 1.0000 Uiso R . . . . .
H131 H 1.0082 0.8158 0.8110 0.0923 1.0000 Uiso R . . . . .
H142 H 0.9900 0.8108 0.5965 0.1809 1.0000 Uiso R . . . . .
H141 H 0.8928 0.8008 0.6179 0.1809 1.0000 Uiso R . . . . .
H143 H 0.9118 0.7219 0.6594 0.1811 1.0000 Uiso R . . . . .
H161 H 0.2718 0.6482 0.7763 0.0441 1.0000 Uiso R . . . . .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.00(2)

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C5 . 1.349(4) yes
N1 . C1 . 1.350(4) yes
N1 . C6 . 1.487(4) yes
C5 . C4 . 1.395(5) yes
C5 . H51 . 0.936 no
C3 . C4 . 1.382(5) yes
C4 . I1 . 2.103(3) yes
C3 . C4 . 1.383(5) yes
C3 . H31 . 0.925 no
C2 . C1 . 1.370(5) yes
C2 . H21 . 0.931 no
C1 . H11 . 0.942 no
C6 . C7 . 1.495(4) yes
C6 . H61 . 0.944 no
C6 . H62 . 0.974 no
C7 . C8 6_655 1.418(4) yes
C7 . C8 . 1.392(4) yes
C8 . O1 . 1.355(4) yes
O1 . C9 . 1.471(4) yes
C9 . C10 . 1.492(6) yes
C9 . H91 . 0.979 no
C9 . H92 . 0.983 no
C10 . C11 . 1.519(6) yes
C10 . H101 . 0.987 no
C10 . H102 . 0.971 no
C11 . C12 . 1.518(7) yes
C11 . H112 . 0.973 no
C11 . H111 . 0.956 no
C12 . C13 . 1.483(9) yes
C12 . H122 . 0.972 no
C12 . H121 . 0.967 no
C13 . C14 . 1.512(12) yes
C13 . H132 . 0.968 no
C13 . H131 . 0.981 no
C14 . H142 . 0.959 no
C14 . H141 . 0.968 no
C14 . H143 . 0.963 no
N2 . C15 . 1.111(10) yes
C15 . C16 . 1.501(9) yes
C16 . H161 6_665 0.978 no
C16 . H161 4_565 0.978 no
C16 . H161 . 0.978 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 . N1 . C1 . 120.4(3) yes
C5 . N1 . C6 . 116.9(3) yes
C6 . N1 . C6 . 122.4(3) yes
N1 . C5 . C4 . 120.4(3) yes
N1 . C5 . H51 . 119.1 no
C4 . C5 . H51 . 120.5 no
C5 . C4 . C3 . 119.3(3) yes
C5 . C4 . I1 . 115.7(3) yes
C3 . C4 . I1 . 124.9(3) yes
C4 . C3 . C2 . 118.9(3) yes
C4 . C3 . H31 . 120.1 no
C2 . C3 . H31 . 121.0 no
C3 . C2 . C1 . 120.2(3) yes
C3 . C2 . H21 . 119.9 no
C1 . C2 . H21 . 119.9 no
C2 . C1 . N1 . 120.7(3) yes
C2 . C1 . H11 . 120.2 no
N1 . C1 . H11 . 119.0 no
N1 . C6 . C7 . 113.5(2) yes
N1 . C6 . H61 . 106.7 no
C7 . C6 . H61 . 108.3 no
N1 . C6 . H62 . 107.3 no
C7 . C6 . H62 . 109.8 no
H61 . C6 . H62 . 111.3 no
C6 . C7 . C8 6_655 120.5(3) yes
C6 . C7 . C8 . 120.6(3) yes
C8 6_655 C7 . C8 . 118.8(3) yes
C7 4_665 C8 . C7 . 121.1(3) yes
C7 4_665 C8 . O1 . 120.0(3) yes
C7 . C8 . O1 . 118.5(3) yes
C8 . O1 . C9 . 114.1(3) yes
O1 . C9 . C10 . 107.6(3) yes
O1 . C9 . H91 . 110.7 no
C10 . C9 . H91 . 111.4 no
O1 . C9 . H92 . 109.1 no
C10 . C9 . H92 . 109.8 no
H91 . C9 . H92 . 108.2 no
C9 . C10 . C11 . 113.8(3) yes
C9 . C10 . H101 . 107.8 no
C11 . C10 . H101 . 109.4 no
C9 . C10 . H102 . 108.2 no
C11 . C10 . H102 . 108.2 no
H101 . C10 . H102 . 109.3 no
C10 . C11 . C12 . 112.6(4) yes
C10 . C11 . H112 . 108.6 no
C12 . C11 . H112 . 110.3 no
C10 . C11 . H111 . 107.0 no
C12 . C11 . H111 . 108.9 no
H112 . C11 . H111 . 109.3 no
C11 . C12 . C13 . 115.8(5) yes
C11 . C12 . H122 . 108.0 no
C13 . C12 . H122 . 108.1 no
C11 . C12 . H121 . 106.4 no
C13 . C12 . H121 . 109.7 no
H122 . C12 . H121 . 108.8 no
C12 . C13 . C14 . 115.1(6) yes
C12 . C13 . H132 . 106.3 no
C14 . C13 . H132 . 108.2 no
C12 . C13 . H131 . 109.9 no
C14 . C13 . H131 . 108.2 no
H132 . C13 . H131 . 109.0 no
C13 . C14 . H142 . 110.1 no
C13 . C14 . H141 . 106.2 no
H142 . C14 . H141 . 110.5 no
C13 . C14 . H143 . 109.2 no
H142 . C14 . H143 . 110.4 no
H141 . C14 . H143 . 110.3 no
N2 . C15 . C16 . 179.992 yes
C15 . C15 . H161 6_665 108.9 no
C15 . C15 . H161 4_565 108.9 no
H161 6_665 C16 . H161 4_565 110.0 no
C15 . C16 . H161 . 108.9 no
H161 6_665 C16 . H161 . 110.0 no
H161 4_565 C16 . H161 . 110.0 no
C4 . I1 . I2 6_665 164.56(10) yes

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C1 . H11 . N2 2_666 140.28(13) 0.942 2.595 3.374(7) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 31/05/18 at 11:57:47
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   1,X'S) H   (  11,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) H   (  62,X'S) 
RIDE C   (  9,X'S)  H   ( 91,X'S)  H   ( 92,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 122,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) H   ( 143,X'S) 
RIDE C   ( 16,X'S)  H   (161,X'S) 
END  
;

_iucr_refine_instructions_details_restraints 
;
#
# Punched on 31/05/18 at 11:57:47
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;


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

data_emf-4-58g
_database_code_depnum_ccdc_archive 'CCDC 1984630'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;The Australian National University
Australia
;
_audit_update_record             
;
2020-02-18 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
_audit_creation_date             2020-01-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H57 Br3 N3 O3, C2 H3 N, 3(Br)'
_chemical_formula_sum            'C44 H60 Br6 N4 O3'
_chemical_formula_weight         1172.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         C42H57N3O3Br6
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'
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      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   16.57730(10)
_cell_length_b                   16.57730(10)
_cell_length_c                   10.49130(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2496.82(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    17486
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.6810
_cell_measurement_theta_min      4.1920
_shelx_estimated_absorpt_T_max   0.580
_shelx_estimated_absorpt_T_min   0.169
_exptl_absorpt_coefficient_mu    6.120
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.36a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1172
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'diffusion of diethyl into acetonirtile'
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            31656
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.695
_diffrn_reflns_theta_min         4.214
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      9.00  49.00   1.00    3.00    --   36.95  19.00  60.00   40
  2  ω    -30.00  35.00   1.00    3.00    --   36.95 -38.00 -90.00   65
  3  ω    -32.00  31.00   1.00    3.00    --   36.95 -19.00-150.00   63
  4  ω     30.00  76.00   1.00    3.00    --   36.95 -99.00-120.00   46
  5  ω      9.00  36.00   1.00    3.00    --   36.95 -99.00 120.00   27
  6  ω     22.00  51.00   1.00    3.00    --   36.95 -57.00   0.00   29
  7  ω    -21.00  18.00   1.00    3.00    --   36.95 -77.00 -90.00   39
  8  ω     -6.00  19.00   1.00    3.00    --   36.95 -57.00   0.00   25
  9  ω     29.00  64.00   1.00    3.00    --   36.95  57.00 120.00   35
 10  ω     21.00  47.00   1.00    3.00    --   36.95  57.00   0.00   26
 11  ω     32.00  96.00   1.00    3.00    --   36.95  38.00-120.00   64
 12  ω     54.00  80.00   1.00    3.00    --   36.95-125.00-180.00   26
 13  ω     57.00  85.00   1.00    3.00    --   36.95  19.00  60.00   28
 14  ω    -26.00  45.00   1.00    3.00    --   36.95 -57.00 120.00   71
 15  ω    -18.00  64.00   1.00    3.00    --   36.95 -77.00   0.00   82
 16  ω     42.00  88.00   1.00    3.00    --   36.95-125.00  90.00   46
 17  ω     44.00  73.00   1.00   15.00    --  111.00 -50.00-150.00   29
 18  ω    129.00 172.00   1.00   15.00    --  111.00  25.00 -90.00   43
 19  ω     42.00 135.00   1.00   15.00    --  111.00 -25.00-180.00   93
 20  ω     74.00 121.00   1.00   15.00    --  111.00 -50.00 -90.00   47
 21  ω     95.00 128.00   1.00   15.00    --  111.00  50.00 120.00   33
 22  ω     42.00 109.00   1.00   15.00    --  111.00-111.00-150.00   67
 23  ω     67.00  93.00   1.00   15.00    --  111.00 -38.00  90.00   26
 24  ω    145.00 170.00   1.00   15.00    --  111.00  38.00  90.00   25
 25  ω     62.00  90.00   1.00   15.00    --  111.00-172.00 118.00   28
 26  ω    101.00 137.00   1.00   15.00    --  111.00-172.00 118.00   36
 27  ω     43.00  91.00   1.00   15.00    --  111.00 -92.00  60.00   48
 28  ω     44.00 137.00   1.00   15.00    --  111.00 -77.00-150.00   93
 29  ω     97.00 134.00   1.00   15.00    --  111.00 -72.00 -13.23   37
 30  ω     56.00  97.00   1.00   15.00    --  111.00-111.00 -60.00   41
 31  ω     98.00 170.00   1.00   15.00    --  111.00  12.00 150.00   72
 32  ω     75.00 109.00   1.00   15.00    --  111.00-111.00  90.00   34
 33  ω    132.00 161.00   1.00   15.00    --  111.00 111.00  60.00   29
 34  ω     70.00 122.00   1.00   15.00    --  111.00 -64.00  30.00   52
 35  ω     44.00  91.00   1.00   15.00    --  111.00 -50.00  90.00   47
 36  ω    151.00 178.00   1.00   15.00    --  111.00  38.00   0.00   27
 37  ω     87.00 157.00   1.00   15.00    --  111.00 -12.00 -90.00   70
 38  ω     43.00  69.00   1.00   15.00    --  111.00 -12.00 -90.00   26
 39  ω     63.00 109.00   1.00   15.00    --  111.00-111.00 150.00   46
 40  ω     85.00 110.00   1.00   15.00    --  111.00-115.00-100.00   25
 41  ω     42.00  67.00   1.00   15.00    --  111.00-115.00-100.00   25
 42  ω     58.00  84.00   1.00   15.00    --  111.00 -92.00-150.00   26
 43  ω     92.00 125.00   1.00   15.00    --  111.00  38.00   0.00   33
 44  ω    150.00 176.00   1.00   15.00    --  111.00  50.00 150.00   26
 45  ω    102.00 128.00   1.00   15.00    --  111.00  50.00 150.00   26
 46  ω     95.00 124.00   1.00   15.00    --  111.00  50.00-150.00   29
 47  ω     84.00 109.00   1.00   15.00    --  111.00-111.00  60.00   25
 48  ω     96.00 134.00   1.00   15.00    --  111.00  38.00  90.00   38
 49  ω     62.00 120.00   1.00   15.00    --  111.00 178.00-180.00   58
 50  ω     68.00 125.00   1.00   15.00    --  111.00 -38.00-120.00   57
 51  ω     58.00  94.00   1.00   15.00    --  111.00 -92.00 -90.00   36
 52  ω     84.00 109.00   1.00   15.00    --  111.00-111.00 -30.00   25
 53  ω     53.00 144.00   1.00   15.00    --  111.00 -12.00  90.00   91
 54  ω     69.00  95.00   1.00   15.00    --  111.00 -64.00 -60.00   26
 55  ω     75.00 100.00   1.00   15.00    --  111.00 -77.00   0.00   25
 56  ω     75.00 104.00   1.00   15.00    --  111.00 -92.00 -30.00   29
 57  ω     84.00 109.00   1.00   15.00    --  111.00-111.00 120.00   25
 58  ω    115.00 141.00   1.00   15.00    --  111.00  77.00 120.00   26
 59  ω     58.00  83.00   1.00   15.00    --  111.00 -64.00 150.00   25
 60  ω     41.00  67.00   1.00   15.00    --  111.00-111.00  60.00   26
 61  ω     96.00 122.00   1.00   15.00    --  111.00 -64.00-150.00   26
 62  ω     72.00  97.00   1.00   15.00    --  111.00 -64.00  90.00   25
 63  ω     77.00 102.00   1.00   15.00    --  111.00 -92.00 150.00   25
 64  ω     58.00  97.00   1.00   15.00    --  111.00 -32.00 -17.98   39
 65  ω     78.00 103.00   1.00   15.00    --  111.00 -80.00 -98.55   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0365277000
_diffrn_orient_matrix_UB_12      -0.0608125000
_diffrn_orient_matrix_UB_13      0.0588503000
_diffrn_orient_matrix_UB_21      0.0976813000
_diffrn_orient_matrix_UB_22      0.0864755000
_diffrn_orient_matrix_UB_23      0.0125946000
_diffrn_orient_matrix_UB_31      -0.0252307000
_diffrn_orient_matrix_UB_32      0.0185688000
_diffrn_orient_matrix_UB_33      0.1339105000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3110
_reflns_number_total             3363
_reflns_odcompleteness_completeness 98.05
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.36a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.36a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.36a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.021
_refine_diff_density_min         -0.867
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0406
_refine_ls_restrained_S_all      1.192
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1358
_refine_ls_wR_factor_ref         0.1390
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H16A(0.33333) H16B(0.33333) H16C(0.33333)
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C13(H13A,H13B),
 C12(H12A,H12B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C5(H5), C3(H3), C2(H2)
3.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br2 Br 1.07874(2) 0.45326(2) 0.80783(3) 0.03255(16) Uani 1 1 d . . . . .
Br1 Br 1.14973(2) 0.75155(2) 0.67520(4) 0.04588(17) Uani 1 1 d . . . . .
O1 O 0.78088(14) 0.25688(14) 0.85428(19) 0.0262(4) Uani 1 1 d . . . . .
N1 N 0.90588(15) 0.51301(15) 0.7478(2) 0.0213(4) Uani 1 1 d . . . . .
N2 N 0.666667 0.333333 0.4846(4) 0.0365(10) Uani 1 3 d S T P . .
C8 C 0.72519(17) 0.29594(18) 0.8626(2) 0.0196(5) Uani 1 1 d . . . . .
C6 C 0.86753(16) 0.45493(17) 0.8655(2) 0.0210(5) Uani 1 1 d . . . . .
H6A H 0.896831 0.417308 0.876395 0.025 Uiso 1 1 calc R . . . .
H6B H 0.883790 0.495911 0.938687 0.025 Uiso 1 1 calc R . . . .
C7 C 0.76401(16) 0.39205(17) 0.8629(2) 0.0192(5) Uani 1 1 d . . . . .
C15 C 0.666667 0.333333 0.3751(6) 0.0338(11) Uani 1 3 d S T P . .
C1 C 0.8636(2) 0.4831(2) 0.6341(3) 0.0286(5) Uani 1 1 d . . . . .
H1 H 0.806533 0.428200 0.628866 0.034 Uiso 1 1 calc R . . . .
C5 C 0.98863(18) 0.59067(19) 0.7583(3) 0.0247(5) Uani 1 1 d . . . . .
H5 H 1.017074 0.609093 0.837688 0.030 Uiso 1 1 calc R . . . .
C4 C 1.0323(2) 0.6439(2) 0.6513(3) 0.0304(6) Uani 1 1 d . . . . .
C3 C 0.9907(2) 0.6155(2) 0.5337(3) 0.0358(6) Uani 1 1 d . . . . .
H3 H 1.019543 0.650182 0.461046 0.043 Uiso 1 1 calc R . . . .
C2 C 0.9049(2) 0.5341(2) 0.5253(3) 0.0349(7) Uani 1 1 d . . . . .
H2 H 0.875528 0.514061 0.446773 0.042 Uiso 1 1 calc R . . . .
C9 C 0.8174(2) 0.2483(2) 0.9778(3) 0.0369(7) Uani 1 1 d . . . . .
H9A H 0.766615 0.205419 1.032146 0.044 Uiso 1 1 calc R . . . .
H9B H 0.849422 0.308439 1.019755 0.044 Uiso 1 1 calc R . . . .
C16 C 0.666667 0.333333 0.2347(5) 0.0380(11) Uani 1 3 d S T P . .
H16A H 0.618284 0.344146 0.204200 0.057 Uiso 0.3333 1 calc GR . . A -1
H16B H 0.655854 0.274137 0.204200 0.057 Uiso 0.3333 1 calc GR . . A -1
H16C H 0.725863 0.381717 0.204200 0.057 Uiso 0.3333 1 calc GR . . A -1
C10 C 0.8828(3) 0.2133(3) 0.9562(4) 0.0550(10) Uani 1 1 d . . . . .
H10A H 0.932773 0.256232 0.900846 0.066 Uiso 1 1 calc R . . . .
H10B H 0.910078 0.211052 1.036982 0.066 Uiso 1 1 calc R . . . .
C11 C 0.8367(4) 0.1209(4) 0.8988(6) 0.0757(15) Uani 1 1 d . . . . .
H11A H 0.801627 0.121335 0.825057 0.091 Uiso 1 1 calc R . . . .
H11B H 0.792740 0.076711 0.959617 0.091 Uiso 1 1 calc R . . . .
C13 C 0.9689(8) 0.1419(8) 0.7537(10) 0.130(4) Uani 1 1 d . . . . .
H13A H 1.007196 0.205121 0.784487 0.156 Uiso 1 1 calc R . . . .
H13B H 1.010060 0.117120 0.738134 0.156 Uiso 1 1 calc R . . . .
C12 C 0.9048(7) 0.0869(6) 0.8565(9) 0.108(3) Uani 1 1 d . . . . .
H12A H 0.941145 0.088386 0.929832 0.130 Uiso 1 1 calc R . . . .
H12B H 0.868519 0.022681 0.828712 0.130 Uiso 1 1 calc R . . . .
C14 C 0.9294(13) 0.1463(10) 0.6327(11) 0.185(7) Uani 1 1 d . . . . .
H14A H 0.978592 0.186102 0.575459 0.277 Uiso 1 1 calc GR . . . .
H14B H 0.888454 0.170888 0.645379 0.277 Uiso 1 1 calc GR . . . .
H14C H 0.895069 0.084943 0.596827 0.277 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C4 1.887(3) . ?
O1 C8 1.370(3) . ?
O1 C9 1.467(4) . ?
N1 C6 1.498(3) . ?
N1 C1 1.346(3) . ?
N1 C5 1.336(3) . ?
N2 C15 1.150(8) . ?
C8 C7 1.388(3) . ?
C8 C7 1.407(3) 3_665 ?
C6 C7 1.498(3) . ?
C15 C16 1.473(8) . ?
C1 C2 1.382(4) . ?
C5 C4 1.388(4) . ?
C4 C3 1.376(5) . ?
C3 C2 1.390(5) . ?
C9 C10 1.479(5) . ?
C10 C11 1.458(8) . ?
C11 C12 1.556(9) . ?
C13 C12 1.468(14) . ?
C13 C14 1.447(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 C9 113.5(2) . . ?
C1 N1 C6 121.2(2) . . ?
C5 N1 C6 116.9(2) . . ?
C5 N1 C1 121.5(2) . . ?
O1 C8 C7 120.5(2) . . ?
O1 C8 C7 118.0(2) . 3_665 ?
C7 C8 C7 121.4(2) . 3_665 ?
C7 C6 N1 113.74(19) . . ?
C8 C7 C8 118.6(2) . 2_655 ?
C8 C7 C6 120.7(2) . . ?
C8 C7 C6 120.6(2) 2_655 . ?
N2 C15 C16 180.0 . . ?
N1 C1 C2 119.9(3) . . ?
N1 C5 C4 120.2(2) . . ?
C5 C4 Br1 117.2(2) . . ?
C3 C4 Br1 123.1(2) . . ?
C3 C4 C5 119.7(3) . . ?
C4 C3 C2 118.9(3) . . ?
C1 C2 C3 119.7(3) . . ?
O1 C9 C10 108.8(3) . . ?
C11 C10 C9 111.9(4) . . ?
C10 C11 C12 113.9(6) . . ?
C14 C13 C12 118.1(12) . . ?
C13 C12 C11 114.6(6) . . ?


_ins_header                      
;
TITL EMF-4-58g in P-3 
REM P-3 (#147 in standard setting)
CELL 1.54184  16.577268  16.577268  10.491264  90.0000  90.0000 120.0000
ZERR    3.00   0.000148   0.000148   0.000085   0.0000   0.0000   0.0000
LATT  1
SYMM -y, x-y, z 
SYMM -x+y,-x, z 
SFAC C H N O Br
UNIT 126.00 171.00 9.00 9.00 18.00
TREF
HKLF 4
END
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.190
_oxdiff_exptl_absorpt_empirical_full_min 0.455
####################################################################### 
# 
# 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_EMF4_86e
_database_code_depnum_ccdc_archive 'CCDC 1984634'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;The Australian National University
Australia
;
_audit_update_record             
;
2020-02-18 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_EMF4_86e            
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.850 Why?  
RESPONSE: Low data completion ratio is due to the limitations of the instrument available

at the Australian Synchrotron operating under rotation data collection with a

fixed detector and affects some high angle data.

;
# end Validation Reply Form
_audit_creation_date             2020-01-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H57 I3 N3 O3, 3(Br), 0.33(C6 H9 N3)'
_chemical_formula_sum            'C44 H60 Br3 I3 N4 O3'
_chemical_formula_weight         1313.42
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
I -0.41187 1.83264 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07119989395
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -y,x-y,z
3 -x+y,-x,z
4 -x,-y,-z
5 y,-x+y,-z
6 x-y,x,-z

_symmetry_Int_Tables_number      147
_cell_length_a                   16.639(2)
_cell_length_b                   16.639(2)
_cell_length_c                   10.570(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2534.4(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    33692
_cell_measurement_theta_min      1.41
_cell_measurement_theta_max      29.21
_cell_measurement_temperature    100
_exptl_absorpt_coefficient_mu    4.254
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.7210
_exptl_crystal_description       needle
_exptl_crystal_F_000             1276.3711
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'receptor dissolved in DMF:MeCN with 3 equiv of TBA.I. Then acetone was diffused into the solution'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            33692
_diffrn_reflns_theta_full        29.2114
_diffrn_reflns_theta_max         29.21
_diffrn_reflns_theta_min         1.41
_diffrn_measured_fraction_theta_full 0.8500
_diffrn_measured_fraction_theta_max 0.8500
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_diffrn_ambient_temperature      100
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              19
_reflns_limit_h_min              0
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              13
_reflns_limit_l_min              -13
_reflns_number_gt                3710
_reflns_number_total             3893
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.3287
_refine_diff_density_min         -1.3881
_refine_diff_density_rms         0.1508
_refine_ls_d_res_high            0.7282
_refine_ls_d_res_low             14.4101
_refine_ls_goodness_of_fit_ref   1.0414
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    34
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3893
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.0414
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0389P)²+14.3235P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1059
_refine_ls_wR_factor_ref         0.1070
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H16a(0.33333) H16b(0.33333) H16c(0.33333) H16a(0.33333)
 H16b(0.33333) H16c(0.33333)
3.a Secondary CH2 refined with riding coordinates:
 C6(H6a,H6b), C9(H9a,H9b), C10(H10a,H10b), C11(H11a,H11b), C12(H12a,H12b),
 C13(H13a,H13b)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C1(H1), C2(H2), C3(H3)
3.c Idealised Me refined as rotating group:
 C16(H16a,H16b,H16c), C14(H14a,H14b,H14c)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
I1 I 0.76195(2) 0.60306(2) 0.68066(3) 0.03509(11) Uani 1.000000 1 . . . .
Br1 Br 0.44919(4) 0.37209(3) 0.80664(4) 0.03122(13) Uani 1.000000 1 . . . .
O1 O 0.2556(2) 0.4769(2) 0.8502(3) 0.0289(6) Uani 1.000000 1 . . . .
N1 N 0.5094(2) 0.6043(2) 0.7469(3) 0.0236(7) Uani 1.000000 1 . . . .
N2 N 0.333333333333 0.666666666667 0.4824(7) 0.0370(16) Uani 1.000000 3 S T P .
C8 C 0.2948(3) 0.5713(3) 0.8610(4) 0.0234(8) Uani 1.000000 1 . . . .
C7 C 0.3911(3) 0.6274(3) 0.8616(4) 0.0234(8) Uani 1.000000 1 . . . .
C6 C 0.4528(3) 0.5854(3) 0.8638(4) 0.0245(8) Uani 1.000000 1 . . . .
C4 C 0.6418(3) 0.6118(3) 0.6511(4) 0.0276(9) Uani 1.000000 1 . . . .
C1 C 0.4784(3) 0.6138(3) 0.6334(4) 0.0277(9) Uani 1.000000 1 . . . .
C3 C 0.6111(3) 0.6221(3) 0.5336(4) 0.0316(9) Uani 1.000000 1 . . . .
C5 C 0.5888(3) 0.6022(3) 0.7566(4) 0.0258(8) Uani 1.000000 1 . . . .
C2 C 0.5282(4) 0.6225(3) 0.5256(4) 0.0314(9) Uani 1.000000 1 . . . .
C15 C 0.333333333333 0.666666666667 0.3747(8) 0.0325(17) Uani 1.000000 3 S T P
.
C9 C 0.2455(4) 0.4304(4) 0.9726(5) 0.0382(11) Uani 1.000000 1 . . . .
C10 C 0.2096(4) 0.3309(4) 0.9487(6) 0.0474(13) Uani 1.000000 1 . . . .
C16 C 0.333333333333 0.666666666667 0.2350(9) 0.0384(19) Uani 1.000000 3 S T P
.
C11 C 0.1166(5) 0.2867(5) 0.8900(8) 0.0608(17) Uani 1.000000 1 . . . .
C12 C 0.0764(6) 0.1823(5) 0.8540(10) 0.082(3) Uani 1.000000 1 . . . .
C13 C 0.1358(8) 0.1680(6) 0.7586(10) 0.093(3) Uani 1.000000 1 . . . .
C14 C 0.1554(10) 0.2178(10) 0.6371(10) 0.121(4) Uani 1.000000 1 . . . .
H5 H 0.6083(3) 0.5940(3) 0.8356(4) 0.0310(10) Uiso 1.000000 1 R . . .
H1 H 0.4229(3) 0.6144(3) 0.6280(4) 0.0333(10) Uiso 1.000000 1 R . . .
H2 H 0.5063(4) 0.6287(3) 0.4473(4) 0.0377(11) Uiso 1.000000 1 R . . .
H3 H 0.6457(3) 0.6285(3) 0.4612(4) 0.0379(11) Uiso 1.000000 1 R . . .
H6a H 0.4146(3) 0.5188(3) 0.8748(4) 0.0294(10) Uiso 1.000000 1 R . . .
H6b H 0.4940(3) 0.6097(3) 0.9361(4) 0.0294(10) Uiso 1.000000 1 R . . .
H9a H 0.3050(4) 0.4571(4) 1.0150(5) 0.0458(14) Uiso 1.000000 1 R . . .
H9b H 0.2028(4) 0.4384(4) 1.0265(5) 0.0458(14) Uiso 1.000000 1 R . . .
H10a H 0.2520(4) 0.3237(4) 0.8932(6) 0.0569(16) Uiso 1.000000 1 R . . .
H10b H 0.2063(4) 0.3000(4) 1.0279(6) 0.0569(16) Uiso 1.000000 1 R . . .
H16a H 0.2732(14) 0.621(3) 0.2047(9) 0.058(3) Uiso 0.333330 1 GR . . -1
H16b H 0.348(5) 0.7268(14) 0.2047(9) 0.058(3) Uiso 0.333330 1 GR . . -1
H16c H 0.379(3) 0.652(5) 0.2047(9) 0.058(3) Uiso 0.333330 1 GR . . -1
H11a H 0.0741(5) 0.2914(5) 0.9482(8) 0.073(2) Uiso 1.000000 1 R . . .
H11b H 0.1197(5) 0.3210(5) 0.8142(8) 0.073(2) Uiso 1.000000 1 R . . .
H12a H 0.0711(6) 0.1472(5) 0.9299(10) 0.099(3) Uiso 1.000000 1 R . . .
H12b H 0.0145(6) 0.1582(5) 0.8195(10) 0.099(3) Uiso 1.000000 1 R . . .
H13a H 0.1948(8) 0.1855(6) 0.7986(10) 0.112(4) Uiso 1.000000 1 R . . .
H13b H 0.1060(8) 0.1022(6) 0.7403(10) 0.112(4) Uiso 1.000000 1 R . . .
H14a H 0.192(6) 0.201(5) 0.585(4) 0.182(7) Uiso 1.000000 1 GR . . .
H14b H 0.0980(10) 0.201(5) 0.595(5) 0.182(7) Uiso 1.000000 1 GR . . .
H14c H 0.189(6) 0.2835(10) 0.6524(12) 0.182(7) Uiso 1.000000 1 GR . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C4 2.099(4) . ?
O1 C8 1.370(5) . ?
O1 C9 1.474(6) . ?
N1 C6 1.489(5) . ?
N1 C1 1.347(5) . ?
N1 C5 1.343(5) . ?
N2 C15 1.139(12) . ?
C8 C7 1.393(6) . ?
C8 C7 1.397(6) 3_565 ?
C7 C6 1.503(6) . ?
C4 C3 1.385(6) . ?
C4 C5 1.380(6) . ?
C1 C2 1.374(6) . ?
C3 C2 1.386(7) . ?
C15 C16 1.477(12) . ?
C9 C10 1.473(8) . ?
C10 C11 1.477(10) . ?
C11 C12 1.565(10) . ?
C12 C13 1.512(14) . ?
C13 C14 1.474(14) . ?

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
C9 O1 C8 113.1(4) . . ?
C1 N1 C6 121.6(4) . . ?
C5 N1 C6 117.3(3) . . ?
C5 N1 C1 120.7(4) . . ?
C7 C8 O1 118.4(4) 3_565 . ?
C7 C8 O1 119.8(4) . . ?
C6 C7 C8 120.9(4) . 2_665 ?
C6 C7 C8 120.8(4) . . ?
C7 C6 N1 113.3(3) . . ?
C3 C4 I1 124.3(3) . . ?
C5 C4 I1 116.5(3) . . ?
C5 C4 C3 119.0(4) . . ?
C2 C1 N1 120.4(4) . . ?
C2 C3 C4 119.0(4) . . ?
C4 C5 N1 121.0(4) . . ?
C3 C2 C1 119.9(4) . . ?
C16 C15 N2 180.0 . . ?
C10 C9 O1 108.4(5) . . ?
C11 C10 C9 111.5(5) . . ?
C12 C11 C10 114.5(6) . . ?
C13 C12 C11 112.7(7) . . ?
C14 C13 C12 118.1(10) . . ?

_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_emf2-37c
_database_code_depnum_ccdc_archive 'CCDC 1984632'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;The Australian National University
Australia
;
_audit_update_record             
;
2020-02-18 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
_audit_creation_date             2018-09-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H57 I3 N3 O3, Cl, 2(F6 P), C H4 O'
_chemical_formula_sum            'C43 H61 Cl F12 I3 N3 O4 P2'
_chemical_formula_weight         1390.03
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H20 N5 I3 Cl3 O3'
_chemical_oxdiff_usercomment     'Colourless needle'
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'
F F 0.0727 0.0534 '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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.54400(10)
_cell_length_b                   23.4300(2)
_cell_length_c                   27.3585(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.0540(10)
_cell_angle_gamma                90
_cell_volume                     5435.33(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18380
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.6210
_cell_measurement_theta_min      4.0990
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.286
_exptl_absorpt_correction_T_max  0.360
_exptl_absorpt_correction_T_min  0.049
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2744
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 -6 2 0.1022
1 -14 7 0.0603
0 14 -7 0.0349
0 -9 -14 0.0421
0 9 14 0.0193
5 -8 2 0.0930
0 15 -4 0.0365
-6 0 0 0.3704
0 -15 4 0.0631

_exptl_crystal_size_max          0.521
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.092
loop_
_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
4.9886 -5.7522 1.9447 -0.1228 -0.0391 0.9917
0.6698 -13.8018 6.8422 -0.8663 -0.2587 0.4274
0.1305 13.9496 -7.0710 0.9164 0.2732 -0.2925
0.3507 -8.9905 -14.2972 0.0795 -0.9941 0.0740
0.0864 8.6799 14.4239 -0.0795 0.9968 0.0091
4.6067 -7.8037 2.0518 -0.2413 -0.1286 0.9619
0.0081 14.8706 -3.7187 0.8393 0.4560 -0.2961
-5.5036 -0.3151 -0.0409 -0.2555 -0.1418 -0.9564
0.2551 -14.8356 3.7157 -0.8260 -0.4486 0.3414

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            41629
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.857
_diffrn_reflns_theta_min         3.763
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00 -19.00   1.00    1.50    --  -36.03 -57.00-180.00   84
  2  ω     19.00 103.00   1.00    1.50    --   36.03  57.00 120.00   84
  3  ω    -32.00  63.00   1.00    1.50    --   36.03 -77.00   0.00   95
  4  ω     41.00 136.00   1.00    7.00    --  108.91 -77.00 -30.00   95
  5  ω     82.00 176.00   1.00    7.00    --  108.91  77.00  90.00   94
  6  ω     92.00 177.00   1.00    7.00    --  108.91  45.00   0.00   85
  7  ω     41.00 136.00   1.00    7.00    --  108.91 -77.00 150.00   95
  8  ω     88.00 178.00   1.00    7.00    --  108.91  30.00  60.00   90
  9  ω      7.00 107.00   1.00    1.50    --   36.03  19.00   0.00  100
 10  ω    -33.00  55.00   1.00    1.50    --   36.03 -38.00-180.00   88
 11  ω     71.00 178.00   1.00    7.00    --  108.91  15.00-150.00  107
 12  ω     82.00 176.00   1.00    7.00    --  108.91  77.00 -60.00   94
 13  ω     39.00 113.00   1.00    7.00    --  108.91-111.00 150.00   74
 14  ω     91.00 176.00   1.00    7.00    --  108.91  61.00 -90.00   85
 15  ω     23.00  89.00   1.00    1.50    --   36.03-125.00-180.00   66
 16  ω     19.00 103.00   1.00    1.50    --   36.03  57.00  30.00   84
 17  ω     92.00 177.00   1.00    7.00    --  108.91  45.00-120.00   85
 18  ω     39.00  89.00   1.00    7.00    --  108.91-111.00 -60.00   50
 19  ω     92.00 177.00   1.00    7.00    --  108.91  45.00 150.00   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0439442000
_diffrn_orient_matrix_UB_12      0.0477820000
_diffrn_orient_matrix_UB_13      -0.0345261000
_diffrn_orient_matrix_UB_21      0.0230496000
_diffrn_orient_matrix_UB_22      0.0416331000
_diffrn_orient_matrix_UB_23      0.0439158000
_diffrn_orient_matrix_UB_31      0.1746949000
_diffrn_orient_matrix_UB_32      -0.0174786000
_diffrn_orient_matrix_UB_33      0.0101026000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9687
_reflns_number_total             10691
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.543
_refine_diff_density_min         -0.869
_refine_diff_density_rms         0.158
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     618
_refine_ls_number_reflns         10691
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0598
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1025P)²+14.6450P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1599
_refine_ls_wR_factor_ref         0.1649
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C41-C42 = C41-C40
 1.5 with sigma of 0.001
3. Rigid bond restraints
 C37, C38, C39, C40, C41, C42
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C21(H21A,H21B), C22(H22A,H22B), C20(H20A,H20B), C44(H44A,
 H44B), C23(H23A,H23B), C27(H27A,H27B), C6(H6A,H6B), C37(H37A,H37B), C4(H4A,
 H4B), C24(H24A,H24B), C5(H5A,H5B), C3(H3A,H3B), C38(H38A,H38B), C2(H2A,H2B),
 C39(H39A,H39B), C40(H40A,H40B), C41(H41A,H41B)
4.b Aromatic/amide H refined with riding coordinates:
 C29(H29), C12(H12), C17(H17), C51(H51), C15(H15), C16(H16), C34(H34),
 C46(H46), C48(H48), C32(H32), C33(H33), C47(H47)
4.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C60(H60A,H60B,H60C), C1(H1A,H1B,H1C), C42(H42A,H42B,H42C)
4.d Idealised tetrahedral OH refined as rotating group:
 O61(H61)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I14 I 1.20204(4) 0.09965(2) 0.84890(2) 0.03877(12) Uani 1 1 d . . . . .
I31 I 0.71703(5) 0.14255(2) 0.44516(2) 0.04296(13) Uani 1 1 d . . . . .
I50 I 1.18913(5) 0.27446(2) 0.91514(2) 0.05029(14) Uani 1 1 d . . . . .
Cl59 Cl 0.6722(2) 0.71202(8) 0.48960(7) 0.0579(4) Uani 1 1 d . . . . .
P62 P 0.82722(17) 0.75700(6) 0.28441(6) 0.0380(3) Uani 1 1 d . . . . .
P52 P 0.55851(19) 0.47259(6) 0.83353(6) 0.0408(3) Uani 1 1 d . . . . .
O7 O 0.7016(4) 0.20968(15) 0.79728(13) 0.0286(7) Uani 1 1 d . . . . .
O19 O 0.6396(4) 0.16527(14) 0.62542(13) 0.0288(7) Uani 1 1 d . . . . .
F64 F 0.9535(4) 0.79997(16) 0.31277(15) 0.0497(9) Uani 1 1 d . . . . .
O36 O 0.6741(5) 0.36035(14) 0.67959(15) 0.0341(8) Uani 1 1 d . . . . .
F68 F 0.7076(5) 0.80857(17) 0.27201(16) 0.0531(9) Uani 1 1 d . . . . .
F67 F 0.7036(5) 0.71404(18) 0.25609(18) 0.0588(10) Uani 1 1 d . . . . .
F63 F 0.9487(5) 0.70569(17) 0.29769(19) 0.0588(11) Uani 1 1 d . . . . .
F66 F 0.9019(6) 0.7685(2) 0.23470(16) 0.0615(11) Uani 1 1 d . . . . .
F55 F 0.6097(5) 0.53720(16) 0.83642(18) 0.0569(10) Uani 1 1 d . . . . .
F65 F 0.7549(5) 0.7458(2) 0.33451(17) 0.0606(10) Uani 1 1 d . . . . .
N11 N 0.8324(5) 0.10267(16) 0.72824(16) 0.0281(8) Uani 1 1 d . . . . .
N28 N 0.7636(5) 0.25358(19) 0.57069(17) 0.0319(9) Uani 1 1 d . . . . .
N45 N 0.8617(6) 0.34151(19) 0.79765(17) 0.0356(10) Uani 1 1 d . . . . .
C9 C 0.6634(5) 0.18732(19) 0.71093(18) 0.0247(9) Uani 1 1 d . . . . .
O61 O 0.6367(8) 0.6075(3) 0.5546(2) 0.0680(15) Uani 1 1 d . . . . .
H61 H 0.639325 0.636960 0.538524 0.102 Uiso 1 1 calc GR . . . .
F53 F 0.3812(6) 0.4926(2) 0.8256(3) 0.091(2) Uani 1 1 d . . . . .
C43 C 0.6794(6) 0.2855(2) 0.73832(19) 0.0284(10) Uani 1 1 d . . . . .
C35 C 0.6683(6) 0.3029(2) 0.68938(19) 0.0287(10) Uani 1 1 d . . . . .
C8 C 0.6789(6) 0.2276(2) 0.74886(18) 0.0265(9) Uani 1 1 d . . . . .
C18 C 0.6501(5) 0.2058(2) 0.66219(19) 0.0261(9) Uani 1 1 d . . . . .
C10 C 0.6664(6) 0.1245(2) 0.7223(2) 0.0297(10) Uani 1 1 d . . . . .
H10A H 0.619774 0.117791 0.752361 0.036 Uiso 1 1 calc R . . . .
H10B H 0.604511 0.104037 0.695788 0.036 Uiso 1 1 calc R . . . .
C26 C 0.6558(6) 0.2639(2) 0.65039(19) 0.0278(9) Uani 1 1 d . . . . .
C29 C 0.7060(6) 0.2243(2) 0.52994(19) 0.0307(10) Uani 1 1 d . . . . .
H29 H 0.599142 0.225724 0.518295 0.037 Uiso 1 1 calc R . . . .
F56 F 0.5129(8) 0.4076(2) 0.8348(3) 0.117(3) Uani 1 1 d . . . . .
C13 C 1.0749(6) 0.0902(2) 0.77931(19) 0.0310(10) Uani 1 1 d . . . . .
C21 C 0.4823(7) 0.1081(2) 0.56563(19) 0.0314(10) Uani 1 1 d . . . . .
H21A H 0.513065 0.072761 0.582583 0.038 Uiso 1 1 calc R . . . .
H21B H 0.559790 0.116800 0.543597 0.038 Uiso 1 1 calc R . . . .
C30 C 0.8086(7) 0.1921(2) 0.50568(19) 0.0341(11) Uani 1 1 d . . . . .
C22 C 0.3198(7) 0.1008(2) 0.5357(2) 0.0334(11) Uani 1 1 d . . . . .
H22A H 0.242384 0.094349 0.558267 0.040 Uiso 1 1 calc R . . . .
H22B H 0.291858 0.136017 0.518108 0.040 Uiso 1 1 calc R . . . .
C20 C 0.4790(6) 0.1558(2) 0.60286(18) 0.0290(10) Uani 1 1 d . . . . .
H20A H 0.436821 0.190291 0.586693 0.035 Uiso 1 1 calc R . . . .
H20B H 0.412595 0.145182 0.627736 0.035 Uiso 1 1 calc R . . . .
C44 C 0.6948(6) 0.3286(2) 0.7792(2) 0.0337(11) Uani 1 1 d . . . . .
H44A H 0.642271 0.363544 0.767417 0.040 Uiso 1 1 calc R . . . .
H44B H 0.642262 0.314227 0.806146 0.040 Uiso 1 1 calc R . . . .
C23 C 0.3113(7) 0.0519(2) 0.4989(2) 0.0356(11) Uani 1 1 d . . . . .
H23A H 0.392747 0.056881 0.477472 0.043 Uiso 1 1 calc R . . . .
H23B H 0.331419 0.016184 0.516486 0.043 Uiso 1 1 calc R . . . .
F58 F 0.7356(7) 0.4535(2) 0.8426(4) 0.136(4) Uani 1 1 d . . . . .
C12 C 0.9207(7) 0.1090(2) 0.77186(19) 0.0314(10) Uani 1 1 d . . . . .
H12 H 0.877199 0.126414 0.797618 0.038 Uiso 1 1 calc R . . . .
C49 C 1.0865(7) 0.3225(3) 0.8544(2) 0.0410(13) Uani 1 1 d . . . . .
C17 C 0.8921(7) 0.0791(2) 0.6895(2) 0.0349(11) Uani 1 1 d . . . . .
H17 H 0.829453 0.075484 0.659390 0.042 Uiso 1 1 calc R . . . .
C51 C 0.9344(7) 0.3105(2) 0.8350(2) 0.0354(11) Uani 1 1 d . . . . .
H51 H 0.880936 0.280574 0.847907 0.043 Uiso 1 1 calc R . . . .
F54 F 0.5818(11) 0.4693(3) 0.7785(2) 0.110(2) Uani 1 1 d . . . . .
C27 C 0.6535(6) 0.2854(2) 0.5985(2) 0.0314(10) Uani 1 1 d . . . . .
H27A H 0.547365 0.281983 0.581485 0.038 Uiso 1 1 calc R . . . .
H27B H 0.681776 0.325497 0.599331 0.038 Uiso 1 1 calc R . . . .
C6 C 0.5574(6) 0.2029(2) 0.8211(2) 0.0341(11) Uani 1 1 d . . . . .
H6A H 0.503491 0.167949 0.810067 0.041 Uiso 1 1 calc R . . . .
H6B H 0.486466 0.234745 0.812616 0.041 Uiso 1 1 calc R . . . .
C15 C 1.1396(7) 0.0656(3) 0.7397(2) 0.0398(12) Uani 1 1 d . . . . .
H15 H 1.243607 0.053023 0.743467 0.048 Uiso 1 1 calc R . . . .
F57 F 0.5417(12) 0.4745(3) 0.8909(2) 0.127(3) Uani 1 1 d . . . . .
C37 C 0.5210(7) 0.3854(2) 0.6654(3) 0.0416(13) Uani 1 1 d . U . . .
H37A H 0.457035 0.382428 0.692263 0.050 Uiso 1 1 calc R . . . .
H37B H 0.467286 0.365525 0.637065 0.050 Uiso 1 1 calc R . . . .
C4 C 0.7163(8) 0.1529(3) 0.8932(2) 0.0459(14) Uani 1 1 d . . . . .
H4A H 0.664699 0.116868 0.884345 0.055 Uiso 1 1 calc R . . . .
H4B H 0.808949 0.155397 0.876102 0.055 Uiso 1 1 calc R . . . .
C16 C 1.0465(8) 0.0603(3) 0.6948(2) 0.0443(14) Uani 1 1 d . . . . .
H16 H 1.087922 0.044113 0.668176 0.053 Uiso 1 1 calc R . . . .
C34 C 0.9165(7) 0.2531(3) 0.5879(2) 0.0424(13) Uani 1 1 d . . . . .
H34 H 0.952460 0.273834 0.616066 0.051 Uiso 1 1 calc R . . . .
C46 C 0.9376(9) 0.3837(3) 0.7772(3) 0.0507(15) Uani 1 1 d . . . . .
H46 H 0.886998 0.404365 0.750853 0.061 Uiso 1 1 calc R . . . .
C24 C 0.1519(7) 0.0488(3) 0.4678(2) 0.0409(12) Uani 1 1 d . . . . .
H24A H 0.134287 0.083758 0.448994 0.049 Uiso 1 1 calc R . . . .
H24B H 0.070172 0.045833 0.489357 0.049 Uiso 1 1 calc R . . . .
C5 C 0.6051(8) 0.2011(2) 0.8759(2) 0.0396(12) Uani 1 1 d . . . . .
H5A H 0.510719 0.197600 0.892082 0.048 Uiso 1 1 calc R . . . .
H5B H 0.655080 0.237016 0.886147 0.048 Uiso 1 1 calc R . . . .
C3 C 0.7681(9) 0.1533(3) 0.9480(2) 0.0510(15) Uani 1 1 d . . . . .
H3A H 0.675584 0.155685 0.965211 0.061 Uiso 1 1 calc R . . . .
H3B H 0.831771 0.186956 0.956334 0.061 Uiso 1 1 calc R . . . .
C48 C 1.1652(9) 0.3664(3) 0.8348(3) 0.0558(17) Uani 1 1 d . . . . .
H48 H 1.267587 0.375468 0.848003 0.067 Uiso 1 1 calc R . . . .
C38 C 0.5452(9) 0.4472(3) 0.6530(3) 0.0487(15) Uani 1 1 d . U . . .
H38A H 0.626491 0.449594 0.631239 0.058 Uiso 1 1 calc R . . . .
H38B H 0.582922 0.467572 0.683013 0.058 Uiso 1 1 calc R . . . .
C25 C 0.1383(8) -0.0022(3) 0.4322(3) 0.0534(17) Uani 1 1 d . . . . .
H25A H 0.212902 0.002157 0.408956 0.080 Uiso 1 1 calc GR . . . .
H25B H 0.033533 -0.003738 0.415015 0.080 Uiso 1 1 calc GR . . . .
H25C H 0.160134 -0.036870 0.450508 0.080 Uiso 1 1 calc GR . . . .
C32 C 0.9668(9) 0.1913(3) 0.5228(2) 0.0525(16) Uani 1 1 d . . . . .
H32 H 1.036092 0.169967 0.506422 0.063 Uiso 1 1 calc R . . . .
C33 C 1.0223(8) 0.2219(4) 0.5640(3) 0.0558(18) Uani 1 1 d . . . . .
H33 H 1.129108 0.221757 0.575776 0.067 Uiso 1 1 calc R . . . .
C47 C 1.0929(11) 0.3965(4) 0.7959(3) 0.066(2) Uani 1 1 d . . . . .
H47 H 1.146817 0.425453 0.781807 0.079 Uiso 1 1 calc R . . . .
C2 C 0.8640(15) 0.0998(5) 0.9660(3) 0.086(3) Uani 1 1 d . . . . .
H2A H 0.798621 0.066187 0.959177 0.103 Uiso 1 1 calc R . . . .
H2B H 0.953877 0.096303 0.947697 0.103 Uiso 1 1 calc R . . . .
C60 C 0.6408(18) 0.5604(5) 0.5235(4) 0.101(4) Uani 1 1 d . . . . .
H60A H 0.656494 0.526290 0.542887 0.151 Uiso 1 1 calc GR . . . .
H60B H 0.725958 0.564787 0.503922 0.151 Uiso 1 1 calc GR . . . .
H60C H 0.542900 0.557808 0.502262 0.151 Uiso 1 1 calc GR . . . .
C39 C 0.3963(13) 0.4771(4) 0.6282(4) 0.083(3) Uani 1 1 d . U . . .
H39A H 0.429065 0.511020 0.611874 0.100 Uiso 1 1 calc R . . . .
H39B H 0.346273 0.451897 0.602864 0.100 Uiso 1 1 calc R . . . .
C1 C 0.9215(19) 0.1020(6) 1.0202(4) 0.116(5) Uani 1 1 d . . . . .
H1A H 0.977301 0.137122 1.027701 0.174 Uiso 1 1 calc GR . . . .
H1B H 0.990865 0.070398 1.028869 0.174 Uiso 1 1 calc GR . . . .
H1C H 0.833065 0.099953 1.038654 0.174 Uiso 1 1 calc GR . . . .
C40 C 0.2789(14) 0.4939(6) 0.6589(7) 0.136(6) Uani 1 1 d D U . . .
H40A H 0.207081 0.519122 0.638979 0.163 Uiso 1 1 calc R . . . .
H40B H 0.333280 0.517329 0.684899 0.163 Uiso 1 1 calc R . . . .
C42 C 0.031(2) 0.4362(10) 0.6510(6) 0.188(11) Uani 1 1 d D U . . .
H42A H -0.000881 0.466592 0.628452 0.282 Uiso 1 1 calc GR . . . .
H42B H -0.051588 0.428326 0.670807 0.282 Uiso 1 1 calc GR . . . .
H42C H 0.052682 0.402615 0.632923 0.282 Uiso 1 1 calc GR . . . .
C41 C 0.1773(15) 0.4536(7) 0.6837(6) 0.148(6) Uani 1 1 d D U . . .
H41A H 0.147127 0.471746 0.713049 0.177 Uiso 1 1 calc R . . . .
H41B H 0.238005 0.419787 0.693961 0.177 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I14 C13 2.085(5) . ?
I31 C30 2.094(6) . ?
I50 C49 2.106(6) . ?
P62 F64 1.605(4) . ?
P62 F68 1.592(4) . ?
P62 F67 1.590(4) . ?
P62 F63 1.601(4) . ?
P62 F66 1.595(5) . ?
P62 F65 1.593(5) . ?
P52 F55 1.575(4) . ?
P52 F53 1.574(5) . ?
P52 F56 1.572(5) . ?
P52 F58 1.568(6) . ?
P52 F54 1.545(6) . ?
P52 F57 1.595(6) . ?
O7 C8 1.381(6) . ?
O7 C6 1.471(6) . ?
O19 C18 1.379(6) . ?
O19 C20 1.451(6) . ?
O36 C35 1.375(6) . ?
O36 C37 1.443(7) . ?
N11 C10 1.498(6) . ?
N11 C12 1.339(7) . ?
N11 C17 1.349(7) . ?
N28 C29 1.349(7) . ?
N28 C27 1.481(7) . ?
N28 C34 1.334(8) . ?
N45 C44 1.484(7) . ?
N45 C51 1.343(8) . ?
N45 C46 1.342(8) . ?
C9 C8 1.397(7) . ?
C9 C18 1.394(7) . ?
C9 C10 1.504(6) . ?
O61 H61 0.8200 . ?
O61 C60 1.397(12) . ?
C43 C35 1.392(7) . ?
C43 C8 1.386(7) . ?
C43 C44 1.500(7) . ?
C35 C26 1.399(7) . ?
C18 C26 1.399(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C26 C27 1.505(7) . ?
C29 H29 0.9300 . ?
C29 C30 1.386(8) . ?
C13 C12 1.381(8) . ?
C13 C15 1.400(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.532(7) . ?
C21 C20 1.514(7) . ?
C30 C32 1.375(9) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.523(7) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.516(8) . ?
C12 H12 0.9300 . ?
C49 C51 1.370(8) . ?
C49 C48 1.374(10) . ?
C17 H17 0.9300 . ?
C17 C16 1.381(8) . ?
C51 H51 0.9300 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C5 1.505(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.384(8) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.509(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.513(9) . ?
C4 C3 1.509(9) . ?
C16 H16 0.9300 . ?
C34 H34 0.9300 . ?
C34 C33 1.387(10) . ?
C46 H46 0.9300 . ?
C46 C47 1.394(11) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.535(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.544(11) . ?
C48 H48 0.9300 . ?
C48 C47 1.359(12) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.534(11) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C32 H32 0.9300 . ?
C32 C33 1.372(11) . ?
C33 H33 0.9300 . ?
C47 H47 0.9300 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.506(13) . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 C40 1.440(17) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C41 1.4997(10) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C42 C41 1.4997(11) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?

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
F68 P62 F64 90.2(2) . . ?
F68 P62 F63 179.0(3) . . ?
F68 P62 F66 90.3(3) . . ?
F68 P62 F65 90.1(3) . . ?
F67 P62 F64 179.4(3) . . ?
F67 P62 F68 90.3(2) . . ?
F67 P62 F63 90.5(2) . . ?
F67 P62 F66 90.2(3) . . ?
F67 P62 F65 90.6(3) . . ?
F63 P62 F64 89.0(2) . . ?
F66 P62 F64 89.5(2) . . ?
F66 P62 F63 90.2(3) . . ?
F65 P62 F64 89.8(2) . . ?
F65 P62 F63 89.4(3) . . ?
F65 P62 F66 179.2(3) . . ?
F55 P52 F57 88.9(3) . . ?
F53 P52 F55 88.7(3) . . ?
F53 P52 F57 85.8(5) . . ?
F56 P52 F55 175.7(4) . . ?
F56 P52 F53 93.1(3) . . ?
F56 P52 F57 87.3(4) . . ?
F58 P52 F55 90.5(3) . . ?
F58 P52 F53 178.7(5) . . ?
F58 P52 F56 87.6(3) . . ?
F58 P52 F57 93.1(6) . . ?
F54 P52 F55 91.6(3) . . ?
F54 P52 F53 96.7(5) . . ?
F54 P52 F56 92.0(4) . . ?
F54 P52 F58 84.4(5) . . ?
F54 P52 F57 177.5(5) . . ?
C8 O7 C6 115.5(4) . . ?
C18 O19 C20 112.9(4) . . ?
C35 O36 C37 113.4(4) . . ?
C12 N11 C10 118.7(4) . . ?
C12 N11 C17 121.3(5) . . ?
C17 N11 C10 119.9(4) . . ?
C29 N28 C27 119.3(4) . . ?
C34 N28 C29 122.0(5) . . ?
C34 N28 C27 118.6(5) . . ?
C51 N45 C44 119.0(5) . . ?
C46 N45 C44 120.1(5) . . ?
C46 N45 C51 120.9(6) . . ?
C8 C9 C10 120.7(4) . . ?
C18 C9 C8 119.3(4) . . ?
C18 C9 C10 120.0(4) . . ?
C60 O61 H61 109.5 . . ?
C35 C43 C44 120.6(5) . . ?
C8 C43 C35 119.0(4) . . ?
C8 C43 C44 120.4(5) . . ?
O36 C35 C43 118.4(4) . . ?
O36 C35 C26 119.5(5) . . ?
C43 C35 C26 122.1(4) . . ?
O7 C8 C9 119.8(4) . . ?
O7 C8 C43 119.6(4) . . ?
C43 C8 C9 120.6(5) . . ?
O19 C18 C9 118.3(4) . . ?
O19 C18 C26 120.2(5) . . ?
C9 C18 C26 121.5(4) . . ?
N11 C10 C9 110.4(4) . . ?
N11 C10 H10A 109.6 . . ?
N11 C10 H10B 109.6 . . ?
C9 C10 H10A 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C35 C26 C27 119.4(4) . . ?
C18 C26 C35 117.4(5) . . ?
C18 C26 C27 123.1(4) . . ?
N28 C29 H29 120.5 . . ?
N28 C29 C30 119.0(5) . . ?
C30 C29 H29 120.5 . . ?
C12 C13 I14 118.8(4) . . ?
C12 C13 C15 118.5(5) . . ?
C15 C13 I14 122.7(4) . . ?
H21A C21 H21B 108.1 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 C22 110.5(4) . . ?
C29 C30 I31 118.9(4) . . ?
C32 C30 I31 121.2(4) . . ?
C32 C30 C29 119.8(5) . . ?
C21 C22 H22A 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C23 C22 C21 113.8(5) . . ?
C23 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
O19 C20 C21 107.7(4) . . ?
O19 C20 H20A 110.2 . . ?
O19 C20 H20B 110.2 . . ?
C21 C20 H20A 110.2 . . ?
C21 C20 H20B 110.2 . . ?
H20A C20 H20B 108.5 . . ?
N45 C44 C43 112.6(4) . . ?
N45 C44 H44A 109.1 . . ?
N45 C44 H44B 109.1 . . ?
C43 C44 H44A 109.1 . . ?
C43 C44 H44B 109.1 . . ?
H44A C44 H44B 107.8 . . ?
C22 C23 H23A 109.2 . . ?
C22 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
C24 C23 C22 112.0(5) . . ?
C24 C23 H23A 109.2 . . ?
C24 C23 H23B 109.2 . . ?
N11 C12 C13 121.2(5) . . ?
N11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C51 C49 I50 118.7(5) . . ?
C51 C49 C48 119.2(6) . . ?
C48 C49 I50 122.1(5) . . ?
N11 C17 H17 120.1 . . ?
N11 C17 C16 119.7(5) . . ?
C16 C17 H17 120.1 . . ?
N45 C51 C49 120.8(6) . . ?
N45 C51 H51 119.6 . . ?
C49 C51 H51 119.6 . . ?
N28 C27 C26 112.4(4) . . ?
N28 C27 H27A 109.1 . . ?
N28 C27 H27B 109.1 . . ?
C26 C27 H27A 109.1 . . ?
C26 C27 H27B 109.1 . . ?
H27A C27 H27B 107.9 . . ?
O7 C6 H6A 110.2 . . ?
O7 C6 H6B 110.2 . . ?
O7 C6 C5 107.7(4) . . ?
H6A C6 H6B 108.5 . . ?
C5 C6 H6A 110.2 . . ?
C5 C6 H6B 110.2 . . ?
C13 C15 H15 120.5 . . ?
C16 C15 C13 119.0(5) . . ?
C16 C15 H15 120.5 . . ?
O36 C37 H37A 110.1 . . ?
O36 C37 H37B 110.1 . . ?
O36 C37 C38 107.8(5) . . ?
H37A C37 H37B 108.5 . . ?
C38 C37 H37A 110.1 . . ?
C38 C37 H37B 110.1 . . ?
H4A C4 H4B 107.7 . . ?
C5 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C3 C4 H4A 108.8 . . ?
C3 C4 H4B 108.8 . . ?
C3 C4 C5 113.8(5) . . ?
C17 C16 C15 120.2(5) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
N28 C34 H34 119.9 . . ?
N28 C34 C33 120.3(6) . . ?
C33 C34 H34 119.9 . . ?
N45 C46 H46 120.2 . . ?
N45 C46 C47 119.5(7) . . ?
C47 C46 H46 120.2 . . ?
C23 C24 H24A 109.1 . . ?
C23 C24 H24B 109.1 . . ?
C23 C24 C25 112.7(5) . . ?
H24A C24 H24B 107.8 . . ?
C25 C24 H24A 109.1 . . ?
C25 C24 H24B 109.1 . . ?
C6 C5 C4 114.6(5) . . ?
C6 C5 H5A 108.6 . . ?
C6 C5 H5B 108.6 . . ?
C4 C5 H5A 108.6 . . ?
C4 C5 H5B 108.6 . . ?
H5A C5 H5B 107.6 . . ?
C4 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
C4 C3 C2 113.0(6) . . ?
H3A C3 H3B 107.8 . . ?
C2 C3 H3A 109.0 . . ?
C2 C3 H3B 109.0 . . ?
C49 C48 H48 120.1 . . ?
C47 C48 C49 119.8(7) . . ?
C47 C48 H48 120.1 . . ?
C37 C38 H38A 108.7 . . ?
C37 C38 H38B 108.7 . . ?
C37 C38 C39 114.1(7) . . ?
H38A C38 H38B 107.6 . . ?
C39 C38 H38A 108.7 . . ?
C39 C38 H38B 108.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C30 C32 H32 120.1 . . ?
C33 C32 C30 119.9(6) . . ?
C33 C32 H32 120.1 . . ?
C34 C33 H33 120.5 . . ?
C32 C33 C34 119.0(6) . . ?
C32 C33 H33 120.5 . . ?
C46 C47 H47 120.2 . . ?
C48 C47 C46 119.7(7) . . ?
C48 C47 H47 120.2 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
C1 C2 C3 112.5(8) . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
O61 C60 H60A 109.5 . . ?
O61 C60 H60B 109.5 . . ?
O61 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C38 C39 H39A 107.8 . . ?
C38 C39 H39B 107.8 . . ?
H39A C39 H39B 107.2 . . ?
C40 C39 C38 117.8(10) . . ?
C40 C39 H39A 107.8 . . ?
C40 C39 H39B 107.8 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C39 C40 H40A 106.0 . . ?
C39 C40 H40B 106.0 . . ?
C39 C40 C41 125.1(14) . . ?
H40A C40 H40B 106.3 . . ?
C41 C40 H40A 106.0 . . ?
C41 C40 H40B 106.0 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
C40 C41 C42 112.8(14) . . ?
C40 C41 H41A 109.0 . . ?
C40 C41 H41B 109.0 . . ?
C42 C41 H41A 109.0 . . ?
C42 C41 H41B 109.0 . . ?
H41A C41 H41B 107.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.912
_oxdiff_exptl_absorpt_empirical_full_min 0.596
####################################################################### 
# 
# 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_EMF458E_0149
_database_code_depnum_ccdc_archive 'CCDC 1984633'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;The Australian National University
Australia
;
_audit_update_record             
;
2020-02-18 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_EMF458E_0149        
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.796 Why?  
RESPONSE: Low data completion ratio is due to the limitations of the instrument available
at the Australian Synchrotron operating under rotation data collection with a
fixed detector and affects some high angle data.
;
# end Validation Reply Form
_audit_creation_date             2020-01-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C42 H57 I3 N3 O3, 1.5(Br), 1.5(F6 P)'
_chemical_formula_sum            'C42 H57 Br1.5 F9 I3 N3 O3 P1.5'
_chemical_formula_weight         1369.95
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
I -0.41187 1.83264 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07119989395
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2

_symmetry_Int_Tables_number      13
_cell_length_a                   24.671(5)
_cell_length_b                   8.8760(18)
_cell_length_c                   23.946(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.26(3)
_cell_angle_gamma                90
_cell_volume                     5142.8(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.12
_cell_measurement_theta_min      0.84
_cell_measurement_reflns_used    65940
_exptl_absorpt_coefficient_mu    3.107
_exptl_absorpt_correction_type   none
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.7692
_exptl_crystal_description       needle
_exptl_crystal_F_000             2671.4284
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Disslove receptor in methanol with  1.5 eq of TBA.Br. Diffuse diethyl ether into the soltion.'
_diffrn_reflns_av_R_equivalents  0.1756
_diffrn_reflns_av_unetI/netI     0.1089
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            65940
_diffrn_reflns_theta_full        29.1234
_diffrn_reflns_theta_max         29.12
_diffrn_reflns_theta_min         0.84
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.7958
_diffrn_measured_fraction_theta_max 0.7958
_diffrn_measurement_device_type  'MX1 beamline at the Australian Synchrotron'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              29
_reflns_limit_h_min              -30
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              29
_reflns_limit_l_min              0
_reflns_number_gt                4936
_reflns_number_total             11004
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         3.6855
_refine_diff_density_min         -1.6341
_refine_diff_density_rms         0.3473
_refine_ls_d_res_high            0.7302
_refine_ls_d_res_low             24.1961
_refine_ls_goodness_of_fit_ref   1.0269
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    90
_refine_ls_number_parameters     571
_refine_ls_number_reflns         11004
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1829
_refine_ls_R_factor_gt           0.0812
_refine_ls_restrained_S_all      1.0246
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1426P)²+1.2357P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2165
_refine_ls_wR_factor_ref         0.2833
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C23-C24
 1.53 with sigma of 0.01
 C24-C25
 1.53 with sigma of 0.01
 C25-C26
 1.53 with sigma of 0.01
 C26-C27
 1.53 with sigma of 0.01
 C27-C28
 1.53 with sigma of 0.01
 C23-C25
 2.55 with sigma of 0.02
 C24-C26
 2.55 with sigma of 0.02
 C25-C27
 2.55 with sigma of 0.02
 C26-C28
 2.55 with sigma of 0.02
3. Rigid bond restraints
 C23, C24, C25, C26, C27, C28
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Uiso/Uaniso restraints and constraints
C23 \\sim C24 \\sim C25 \\sim C26 \\sim C27 \\sim C28: within 1.7A with sigma
of 0.02 and sigma for terminal atoms of 0.04
5.a Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b), C9(H9a,H9b), C37(H37a,H37b), C11(H11a,H11b), C30(H30a,H30b),
 C16(H16a,H16b), C6(H6a,H6b), C38(H38a,H38b), C13(H13a,H13b), C12(H12a,H12b),
 C23(H23a,H23b), C24(H24a,H24b), C41(H41a,H41b), C39(H39a,H39b), C40(H40a,H40b),
  C25(H25a,H25b), C27(H27a,H27b), C26(H26a,H26b)
5.b Me refined with riding coordinates:
 C28(H28a,H28b,H28c)
5.c Aromatic/amide H refined with riding coordinates:
 C31(H31), C5(H5), C17(H17), C35(H35), C21(H21), C3(H3), C1(H1), C34(H34),
 C33(H33), C4(H4), C20(H20), C19(H19)
5.d Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c), C42(H42a,H42b,H42c)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
I1 I 0.55330(4) 1.03240(10) 0.35496(4) 0.0573(3) Uani 1.000000 1 . . .
I2 I 0.40063(4) 0.48396(10) 0.63974(4) 0.0615(3) Uani 1.000000 1 . . .
I3 I 0.01724(5) 0.70293(15) 0.10809(5) 0.0906(4) Uani 1.000000 1 . . .
Br1 Br 0.5 0.4028(2) 0.75 0.0619(6) Uani 1.000000 2 S T P
P1 P 0.23540(19) 0.3586(5) 0.3003(2) 0.0728(12) Uani 1.000000 1 . . .
P2 P 0.0 0.1242(7) 0.25 0.0775(18) Uani 1.000000 2 S T P
O008 O 0.2301(4) 0.8840(10) 0.2200(4) 0.059(2) Uani 1.000000 1 . . .
O009 O 0.3821(4) 0.7938(10) 0.3717(4) 0.060(2) Uani 1.000000 1 . . .
O00A O 0.2016(4) 0.8694(9) 0.4103(4) 0.061(2) Uani 1.000000 1 . . .
F7 F -0.0251(4) -0.0028(10) 0.2054(5) 0.088(3) Uani 1.000000 1 . . .
F8 F 0.0558(4) 0.1257(10) 0.2252(5) 0.086(3) Uani 1.000000 1 . . .
F9 F 0.0256(4) 0.2524(10) 0.2943(4) 0.088(3) Uani 1.000000 1 . . .
F5 F 0.1937(5) 0.4132(11) 0.2454(5) 0.098(3) Uani 1.000000 1 . . .
F1 F 0.2431(4) 0.2011(10) 0.2706(5) 0.102(3) Uani 1.000000 1 . . .
N2 N 0.3134(5) 0.6739(12) 0.4821(5) 0.056(3) Uani 1.000000 1 . . .
N3 N 0.1206(5) 0.7977(12) 0.2672(5) 0.057(3) Uani 1.000000 1 . . .
N1 N 0.3847(5) 0.9727(12) 0.2693(5) 0.055(3) Uani 1.000000 1 . . .
F3 F 0.2262(5) 0.5173(12) 0.3268(6) 0.129(5) Uani 1.000000 1 . . .
F4 F 0.2831(5) 0.4244(14) 0.2733(8) 0.145(5) Uani 1.000000 1 . . .
F6 F 0.1838(5) 0.2900(13) 0.3208(6) 0.128(5) Uani 1.000000 1 . . .
C31 C 0.0928(6) 0.8072(17) 0.2147(7) 0.063(4) Uani 1.000000 1 . . .
C10 C 0.4596(6) 0.6307(15) 0.4060(6) 0.060(4) Uani 1.000000 1 . . .
C36 C 0.2507(6) 0.8669(14) 0.2768(6) 0.058(4) Uani 1.000000 1 . . .
C9 C 0.3987(6) 0.6352(13) 0.3803(6) 0.057(4) Uani 1.000000 1 . . .
C2 C 0.4723(6) 1.0742(15) 0.3123(5) 0.055(3) Uani 1.000000 1 . . .
C15 C 0.2916(6) 0.8335(14) 0.3919(6) 0.053(3) Uani 1.000000 1 . . .
C29 C 0.2149(6) 0.8818(14) 0.3134(6) 0.055(3) Uani 1.000000 1 . . .
C7 C 0.3079(6) 0.8356(13) 0.2941(6) 0.050(3) Uani 1.000000 1 . . .
C14 C 0.6114(6) 0.8092(15) 0.5668(6) 0.065(4) Uani 1.000000 1 . . .
C5 C 0.3636(6) 1.1132(17) 0.2586(6) 0.066(4) Uani 1.000000 1 . . .
C37 C 0.2233(7) 0.7364(16) 0.1894(6) 0.069(4) Uani 1.000000 1 . . .
C11 C 0.4745(6) 0.7136(14) 0.4616(6) 0.057(3) Uani 1.000000 1 . . .
C22 C 0.2358(6) 0.8674(14) 0.3722(6) 0.053(3) Uani 1.000000 1 . . .
C30 C 0.1558(6) 0.9291(15) 0.2923(7) 0.065(4) Uani 1.000000 1 . . .
C17 C 0.3450(6) 0.6571(14) 0.5353(6) 0.056(3) Uani 1.000000 1 . . .
C16 C 0.3154(6) 0.8284(13) 0.4552(6) 0.054(3) Uani 1.000000 1 . . .
C6 C 0.3477(6) 0.8408(14) 0.2535(6) 0.056(3) Uani 1.000000 1 . . .
C35 C 0.1206(5) 0.6731(15) 0.2999(6) 0.058(3) Uani 1.000000 1 . . .
C21 C 0.2810(6) 0.5625(15) 0.4557(6) 0.055(3) Uani 1.000000 1 . . .
C8 C 0.3256(6) 0.8156(13) 0.3520(7) 0.057(4) Uani 1.000000 1 . . .
C3 C 0.4502(6) 1.2182(14) 0.3009(6) 0.060(4) Uani 1.000000 1 . . .
C18 C 0.3474(6) 0.5204(16) 0.5613(6) 0.057(3) Uani 1.000000 1 . . .
C1 C 0.4364(6) 0.9534(14) 0.2945(6) 0.055(3) Uani 1.000000 1 . . .
C32 C 0.0615(6) 0.6842(16) 0.1904(6) 0.064(4) Uani 1.000000 1 . . .
C38 C 0.1928(7) 0.7699(18) 0.1292(6) 0.075(5) Uani 1.000000 1 . . .
C13 C 0.5506(6) 0.8043(15) 0.5422(6) 0.060(4) Uani 1.000000 1 . . .
C34 C 0.0899(6) 0.5526(17) 0.2790(7) 0.070(4) Uani 1.000000 1 . . .
C33 C 0.0609(6) 0.5550(16) 0.2235(8) 0.070(4) Uani 1.000000 1 . . .
C12 C 0.5366(6) 0.7181(15) 0.4866(6) 0.060(4) Uani 1.000000 1 . . .
C23 C 0.1890(6) 1.0249(15) 0.4279(7) 0.078(4) Uani 1.000000 1 D U .
C4 C 0.3981(6) 1.2369(15) 0.2737(7) 0.064(4) Uani 1.000000 1 . . .
F2 F 0.2751(6) 0.3034(19) 0.3528(6) 0.169(7) Uani 1.000000 1 . . .
C20 C 0.2813(7) 0.4282(16) 0.4812(6) 0.066(4) Uani 1.000000 1 . . .
C19 C 0.3135(6) 0.4007(16) 0.5344(7) 0.066(4) Uani 1.000000 1 . . .
C24 C 0.1330(6) 1.0126(17) 0.4458(6) 0.087(4) Uani 1.000000 1 D U .
C41 C 0.1411(10) 0.506(2) -0.0004(8) 0.098(6) Uani 1.000000 1 . . .
C39 C 0.1802(8) 0.6213(17) 0.0954(7) 0.081(5) Uani 1.000000 1 . . .
C42 C 0.1203(8) 0.528(2) -0.0620(8) 0.099(6) Uani 1.000000 1 . . .
C40 C 0.1542(7) 0.6487(17) 0.0333(7) 0.078(5) Uani 1.000000 1 . . .
C25 C 0.1374(6) 0.930(2) 0.5021(7) 0.101(4) Uani 1.000000 1 D U .
Br2 Br 0.68128(7) 0.97853(17) 0.41102(7) 0.0701(4) Uani 1.000000 1 . . .
C28 C 0.0284(9) 0.775(3) 0.5852(11) 0.157(7) Uani 1.000000 1 D U .
C27 C 0.0853(8) 0.828(3) 0.5760(8) 0.142(6) Uani 1.000000 1 D U .
C26 C 0.0809(7) 0.904(2) 0.5177(8) 0.122(5) Uani 1.000000 1 D U .
H1 H 0.4501(6) 0.8536(14) 0.3010(6) 0.066(4) Uiso 1.000000 1 R . .
H5 H 0.3259(6) 1.1270(17) 0.2412(6) 0.079(5) Uiso 1.000000 1 R . .
H4 H 0.3844(6) 1.3357(15) 0.2644(7) 0.077(5) Uiso 1.000000 1 R . .
H3 H 0.4726(6) 1.3040(14) 0.3127(6) 0.072(4) Uiso 1.000000 1 R . .
H17 H 0.3651(6) 0.7402(14) 0.5539(6) 0.067(4) Uiso 1.000000 1 R . .
H21 H 0.2581(6) 0.5792(15) 0.4194(6) 0.066(4) Uiso 1.000000 1 R . .
H20 H 0.2589(7) 0.3495(16) 0.4622(6) 0.079(5) Uiso 1.000000 1 R . .
H19 H 0.3130(6) 0.3054(16) 0.5524(7) 0.079(5) Uiso 1.000000 1 R . .
H31 H 0.0941(6) 0.8969(17) 0.1933(7) 0.075(4) Uiso 1.000000 1 R . .
H35 H 0.1421(5) 0.6706(15) 0.3374(6) 0.069(4) Uiso 1.000000 1 R . .
H34 H 0.0883(6) 0.4667(17) 0.3024(7) 0.084(5) Uiso 1.000000 1 R . .
H33 H 0.0405(6) 0.4689(16) 0.2079(8) 0.084(5) Uiso 1.000000 1 R . .
H10a H 0.4713(6) 0.5243(15) 0.4121(6) 0.072(4) Uiso 1.000000 1 R . .
H10b H 0.4804(6) 0.6752(15) 0.3786(6) 0.072(4) Uiso 1.000000 1 R . .
H9a H 0.3773(6) 0.5858(13) 0.4061(6) 0.068(4) Uiso 1.000000 1 R . .
H9b H 0.3914(6) 0.5811(13) 0.3434(6) 0.068(4) Uiso 1.000000 1 R . .
H14a H 0.6322(6) 0.812(11) 0.5358(6) 0.097(6) Uiso 1.000000 1 GR . .
H14b H 0.6198(9) 0.900(6) 0.590(4) 0.097(6) Uiso 1.000000 1 GR . .
H14c H 0.6219(10) 0.720(6) 0.590(4) 0.097(6) Uiso 1.000000 1 GR . .
H37a H 0.2598(7) 0.6909(16) 0.1888(6) 0.083(5) Uiso 1.000000 1 R . .
H37b H 0.2017(7) 0.6656(16) 0.2084(6) 0.083(5) Uiso 1.000000 1 R . .
H11a H 0.4607(6) 0.8183(14) 0.4560(6) 0.068(4) Uiso 1.000000 1 R . .
H11b H 0.4554(6) 0.6652(14) 0.4896(6) 0.068(4) Uiso 1.000000 1 R . .
H30a H 0.1545(6) 1.0085(15) 0.2630(7) 0.077(5) Uiso 1.000000 1 R . .
H30b H 0.1407(6) 0.9720(15) 0.3242(7) 0.077(5) Uiso 1.000000 1 R . .
H16a H 0.2949(6) 0.9006(13) 0.4748(6) 0.065(4) Uiso 1.000000 1 R . .
H16b H 0.3544(6) 0.8623(13) 0.4615(6) 0.065(4) Uiso 1.000000 1 R . .
H6a H 0.3271(6) 0.8512(14) 0.2138(6) 0.067(4) Uiso 1.000000 1 R . .
H6b H 0.3696(6) 0.7468(14) 0.2564(6) 0.067(4) Uiso 1.000000 1 R . .
H38a H 0.1578(7) 0.8232(18) 0.1306(6) 0.090(5) Uiso 1.000000 1 R . .
H38b H 0.2157(7) 0.8361(18) 0.1100(6) 0.090(5) Uiso 1.000000 1 R . .
H13a H 0.5313(6) 0.7569(15) 0.5702(6) 0.072(4) Uiso 1.000000 1 R . .
H13b H 0.5367(6) 0.9087(15) 0.5358(6) 0.072(4) Uiso 1.000000 1 R . .
H12a H 0.5504(6) 0.6136(15) 0.4930(6) 0.072(4) Uiso 1.000000 1 R . .
H12b H 0.5559(6) 0.7654(15) 0.4586(6) 0.072(4) Uiso 1.000000 1 R . .
H23a H 0.2177(6) 1.0599(15) 0.4601(7) 0.093(5) Uiso 1.000000 1 R . .
H23b H 0.1870(6) 1.0963(15) 0.3958(7) 0.093(5) Uiso 1.000000 1 R . .
H24a H 0.1181(6) 1.1150(17) 0.4494(6) 0.105(5) Uiso 1.000000 1 R . .
H24b H 0.1068(6) 0.9583(17) 0.4160(6) 0.105(5) Uiso 1.000000 1 R . .
H41a H 0.1132(10) 0.449(2) 0.0154(8) 0.117(8) Uiso 1.000000 1 R . .
H41b H 0.1750(10) 0.444(2) 0.0046(8) 0.117(8) Uiso 1.000000 1 R . .
H39a H 0.2149(8) 0.5640(17) 0.0975(7) 0.098(6) Uiso 1.000000 1 R . .
H39b H 0.1548(8) 0.5594(17) 0.1132(7) 0.098(6) Uiso 1.000000 1 R . .
H42a H 0.150(2) 0.571(15) -0.0793(13) 0.148(9) Uiso 1.000000 1 GR . .
H42b H 0.109(5) 0.431(3) -0.0798(13) 0.148(9) Uiso 1.000000 1 GR . .
H42c H 0.089(4) 0.597(12) -0.0676(8) 0.148(9) Uiso 1.000000 1 GR . .
H40a H 0.1797(7) 0.7104(17) 0.0156(7) 0.093(6) Uiso 1.000000 1 R . .
H40b H 0.1197(7) 0.7070(17) 0.0313(7) 0.093(6) Uiso 1.000000 1 R . .
H25a H 0.1558(6) 0.832(2) 0.4997(7) 0.121(5) Uiso 1.000000 1 R . .
H25b H 0.1607(6) 0.990(2) 0.5326(7) 0.121(5) Uiso 1.000000 1 R . .
H27a H 0.1009(8) 0.901(3) 0.6063(8) 0.170(7) Uiso 1.000000 1 R . .
H27b H 0.1107(8) 0.741(3) 0.5788(8) 0.170(7) Uiso 1.000000 1 R . .
H26a H 0.0616(7) 1.001(2) 0.5178(8) 0.146(6) Uiso 1.000000 1 R . .
H26b H 0.0584(7) 0.839(2) 0.4883(8) 0.146(6) Uiso 1.000000 1 R . .
H28a H 0.0324(9) 0.728(3) 0.6227(11) 0.235(11) Uiso 1.000000 1 R . .
H28b H 0.0034(9) 0.862(3) 0.5831(11) 0.235(11) Uiso 1.000000 1 R . .
H28c H 0.0132(9) 0.702(3) 0.5556(11) 0.235(11) Uiso 1.000000 1 R . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C2 2.092(15) . ?
I2 C18 2.097(14) . ?
I3 C32 2.065(15) . ?
P1 F5 1.580(11) . ?
P1 F1 1.597(10) . ?
P1 F3 1.580(11) . ?
P1 F4 1.563(13) . ?
P1 F6 1.573(12) . ?
P1 F2 1.517(13) . ?
P2 F7 1.594(10) 2 ?
P2 F7 1.594(10) . ?
P2 F8 1.602(9) 2 ?
P2 F8 1.602(9) . ?
P2 F9 1.599(10) . ?
P2 F9 1.599(10) 2 ?
O008 C36 1.365(16) . ?
O008 C37 1.495(17) . ?
O009 C9 1.469(15) . ?
O009 C8 1.396(16) . ?
O00A C22 1.359(16) . ?
O00A C23 1.494(16) . ?
N2 C17 1.365(17) . ?
N2 C16 1.521(15) . ?
N2 C21 1.350(16) . ?
N3 C31 1.312(18) . ?
N3 C30 1.508(16) . ?
N3 C35 1.355(16) . ?
N1 C5 1.356(18) . ?
N1 C6 1.488(16) . ?
N1 C1 1.311(17) . ?
C31 C32 1.40(2) . ?
C10 C9 1.510(19) . ?
C10 C11 1.503(19) . ?
C36 C29 1.367(19) . ?
C36 C7 1.417(19) . ?
C2 C3 1.395(18) . ?
C2 C1 1.403(19) . ?
C15 C22 1.397(18) . ?
C15 C16 1.516(18) . ?
C15 C8 1.398(19) . ?
C29 C22 1.407(19) . ?
C29 C30 1.508(19) . ?
C7 C6 1.510(18) . ?
C7 C8 1.381(19) . ?
C14 C13 1.501(19) . ?
C5 C4 1.39(2) . ?
C37 C38 1.52(2) . ?
C11 C12 1.531(19) . ?
C17 C18 1.360(18) . ?
C35 C34 1.348(19) . ?
C21 C20 1.338(19) . ?
C3 C4 1.333(19) . ?
C18 C19 1.42(2) . ?
C32 C33 1.40(2) . ?
C38 C39 1.55(2) . ?
C13 C12 1.516(19) . ?
C34 C33 1.38(2) . ?
C23 C24 1.528(9) . ?
C20 C19 1.39(2) . ?
C24 C25 1.518(9) . ?
C41 C42 1.48(3) . ?
C41 C40 1.50(2) . ?
C39 C40 1.52(2) . ?
C25 C26 1.531(9) . ?
C28 C27 1.536(9) . ?
C27 C26 1.533(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 P1 F5 90.7(6) . . ?
F3 P1 F5 86.6(6) . . ?
F3 P1 F1 177.3(7) . . ?
F4 P1 F5 87.8(8) . . ?
F4 P1 F1 88.7(7) . . ?
F4 P1 F3 90.7(8) . . ?
F6 P1 F5 86.8(6) . . ?
F6 P1 F1 88.6(6) . . ?
F6 P1 F3 91.8(8) . . ?
F6 P1 F4 173.9(9) . . ?
F2 P1 F5 179.0(8) . . ?
F2 P1 F1 88.4(7) . . ?
F2 P1 F3 94.3(7) . . ?
F2 P1 F4 92.7(9) . . ?
F2 P1 F6 92.7(9) . . ?
F7 P2 F7 89.9(8) 2 . ?
F8 P2 F7 90.3(5) 2 . ?
F8 P2 F7 90.4(5) . . ?
F8 P2 F7 90.4(5) 2 2 ?
F8 P2 F7 90.3(5) . 2 ?
F8 P2 F8 179.1(7) 2 . ?
F9 P2 F7 179.4(5) 2 2 ?
F9 P2 F7 90.4(5) . 2 ?
F9 P2 F7 179.4(5) . . ?
F9 P2 F7 90.4(5) 2 . ?
F9 P2 F8 89.1(5) . . ?
F9 P2 F8 90.3(5) . 2 ?
F9 P2 F8 89.1(5) 2 2 ?
F9 P2 F8 90.3(5) 2 . ?
F9 P2 F9 89.3(8) 2 . ?
C37 O008 C36 112.1(9) . . ?
C8 O009 C9 114.4(9) . . ?
C23 O00A C22 113.1(9) . . ?
C16 N2 C17 115.7(11) . . ?
C21 N2 C17 122.4(11) . . ?
C21 N2 C16 121.8(11) . . ?
C30 N3 C31 119.0(12) . . ?
C35 N3 C31 123.2(13) . . ?
C35 N3 C30 117.8(12) . . ?
C6 N1 C5 118.8(12) . . ?
C1 N1 C5 120.6(12) . . ?
C1 N1 C6 120.5(11) . . ?
C32 C31 N3 119.4(14) . . ?
C11 C10 C9 113.6(12) . . ?
C29 C36 O008 117.8(13) . . ?
C7 C36 O008 117.9(13) . . ?
C7 C36 C29 124.3(13) . . ?
C10 C9 O009 108.0(10) . . ?
C3 C2 I1 123.8(10) . . ?
C1 C2 I1 119.9(10) . . ?
C1 C2 C3 116.2(13) . . ?
C16 C15 C22 120.5(13) . . ?
C8 C15 C22 118.5(12) . . ?
C8 C15 C16 120.8(13) . . ?
C22 C29 C36 118.4(13) . . ?
C30 C29 C36 121.0(14) . . ?
C30 C29 C22 120.2(13) . . ?
C6 C7 C36 122.8(12) . . ?
C8 C7 C36 114.8(13) . . ?
C8 C7 C6 122.1(13) . . ?
C4 C5 N1 118.9(14) . . ?
C38 C37 O008 106.3(11) . . ?
C12 C11 C10 114.3(11) . . ?
C15 C22 O00A 118.4(12) . . ?
C29 C22 O00A 121.1(12) . . ?
C29 C22 C15 120.1(12) . . ?
C29 C30 N3 111.2(11) . . ?
C18 C17 N2 119.3(12) . . ?
C15 C16 N2 114.4(10) . . ?
C7 C6 N1 107.7(10) . . ?
C34 C35 N3 119.8(14) . . ?
C20 C21 N2 119.2(12) . . ?
C15 C8 O009 118.5(13) . . ?
C7 C8 O009 117.2(13) . . ?
C7 C8 C15 123.9(13) . . ?
C4 C3 C2 120.8(13) . . ?
C17 C18 I2 120.7(11) . . ?
C19 C18 I2 119.9(10) . . ?
C19 C18 C17 119.3(13) . . ?
C2 C1 N1 122.6(12) . . ?
C31 C32 I3 118.7(11) . . ?
C33 C32 I3 123.1(12) . . ?
C33 C32 C31 118.2(15) . . ?
C39 C38 C37 110.0(13) . . ?
C12 C13 C14 113.5(12) . . ?
C33 C34 C35 119.4(14) . . ?
C34 C33 C32 119.9(15) . . ?
C13 C12 C11 113.3(11) . . ?
C24 C23 O00A 105.3(11) . . ?
C3 C4 C5 120.7(13) . . ?
C19 C20 C21 121.9(13) . . ?
C20 C19 C18 117.6(13) . . ?
C25 C24 C23 111.8(10) . . ?
C40 C41 C42 114.9(16) . . ?
C40 C39 C38 112.3(13) . . ?
C39 C40 C41 113.4(14) . . ?
C26 C25 C24 112.3(10) . . ?
C26 C27 C28 111.2(12) . . ?
C27 C26 C25 112.6(11) . . ?

_olex2_submission_original_sample_id 'EMF-4-58 E'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
C23 C24 1 1.5300 0.0100 0.0021
C23 C25 1 2.5500 0.0200 0.0283
C24 C25 1 1.5300 0.0100 0.0118
C24 C26 1 2.5500 0.0200 0.0176
C25 C27 1 2.5500 0.0200 0.0013
C25 C26 1 1.5300 0.0100 -0.0009
C27 C28 1 1.5300 0.0100 -0.0059
C26 C28 1 2.5500 0.0200 0.0187
C26 C27 1 1.5300 0.0100 -0.0027

loop_
_restr_U_rigid_atom_site_label_1
_restr_U_rigid_atom_site_label_2
_restr_U_rigid_target_weight_param
_restr_U_rigid_U_parallel
_restr_U_rigid_diff
C23 C24 0.0020 0.0838 -0.0001
C23 C25 0.0020 0.0851 -0.0004
C24 C25 0.0020 0.1075 -0.0003
C24 C26 0.0020 0.0874 -0.0002
C25 C27 0.0020 0.0854 -0.0001
C25 C26 0.0020 0.0944 -0.0006
C28 C27 0.0020 0.1224 -0.0001
C28 C26 0.0020 0.0872 0.0004
C27 C26 0.0020 0.1261 0.0001

loop_
_restr_U_similar_atom_site_label_1
_restr_U_similar_atom_site_label_2
_restr_U_similar_weight_param
C23 C24 0.0200
C24 C25 0.0200
C25 C26 0.0200
C28 C27 0.0200
C27 C26 0.0200

####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 1984629'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;The Australian National University
Australia
;
_audit_update_record             
;
2020-02-18 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
#==============================================================================
# start Validation Reply Form
_vrf_RINTA01_1                   
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: Crystals were weakly-diffracting and of poor quality, and it was 
necessary to use synchrotron radiation to obtain diffraction data. As far as
can be told, the space group appears to be correctly assigned.
;
_vrf_THETM01_1                   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Crystals were weakly-diffracting and of poor quality, and it was 
necessary to use synchrotron radiation to obtain diffraction data. 
Nevertheless, many reflections were not observed.
;
_vrf_PLAT020_1                   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.332 Report
RESPONSE: Crystals were weakly-diffracting and of poor quality, and it was 
necessary to use synchrotron radiation to obtain diffraction data. As far as
can be told, the space group appears to be correctly assigned.
;
_vrf_PLAT411_1                   
;
PROBLEM: Short Inter H...H Contact  H462     ..H561     .       1.97 Ang.  
RESPONSE:This is a close contact between two hexyloxy chains. While given the
quality of the data, the exact location of these atoms is relatively 
poorly-defined, these atoms do genuinely seem to be quite close together.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;

_refine_special_details          
; 
Data were collected on the MX1 beamline at the Australian Synchrotron.
Crystals were weakly-diffracting and despite the use of synchrotron radiation,
data are not of high quality. Nevertheless, the overall 3D structure of the 
complex can be unambiguously determined.

It was necessary to add restraints to most bond lengths and angles, and all
thermal and vibrational ellipsoid parameters to achieve a sensible refinement.
One of the bromopyridinium rings exhibits positional disorder, this was 
modeled over two positions with the relative of these occupancies refined and 
then fixed at 0.65:0.35.

C-H hydrogen atoms were inserted at calculated positions, water O-H hydrogen 
atoms were inserted at idealised hydrogen bonding positions.
;

_cell_length_a                   14.104(5)
_cell_length_b                   25.266(9)
_cell_length_c                   14.735(4)
_cell_angle_alpha                90
_cell_angle_beta                 115.280(19)
_cell_angle_gamma                90
_cell_volume                     4748(4)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1 '
_symmetry_space_group_name_Hall  '-P 2yn'

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

_chemical_formula_sum            'C42 H61 Br3 Cl3 N3 O5'
_chemical_formula_moiety         'C42 H57 Br3 N3 O3, 3(Cl), 2(H2 O)'
_chemical_compound_source        synthesized
_chemical_formula_weight         1034.03


_cell_measurement_reflns_used    25882
_cell_measurement_theta_min      1.612
_cell_measurement_theta_max      20.819
_cell_measurement_temperature    100

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_max          0.07

_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2120.000
_exptl_absorpt_coefficient_mu    2.761

_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'MX1 Beamline Australian Synchrotron'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_measurement_device_type  'Dectris Eiger 16M'
_diffrn_measurement_method       'Omega Scan'

_computing_data_collection       'AS QEGUI'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      100
_diffrn_reflns_number            25882
_diffrn_reflns_av_unetI/netI     0.412
_reflns_number_total             4954
_diffrn_reflns_av_R_equivalents  0.332

_diffrn_reflns_theta_min         1.612
_diffrn_reflns_theta_max         20.819
_diffrn_measured_fraction_theta_max 0.998

_diffrn_reflns_theta_full        20.819
_diffrn_measured_fraction_theta_full 0.998

_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_reflns_limit_h_min              -14
_reflns_limit_h_max              12
_reflns_limit_k_min              0
_reflns_limit_k_max              25
_reflns_limit_l_min              0
_reflns_limit_l_max              14

_oxford_diffrn_Wilson_B_factor   6.26
_oxford_diffrn_Wilson_scale      35.57

_atom_sites_solution_primary     other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.51
_refine_diff_density_max         2.01

# The values actually used during refinement 
_oxford_refine_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_restraints     550
_refine_ls_number_parameters     559
_refine_ls_number_reflns         3737
_oxford_refine_ls_R_factor_ref   0.2050
_refine_ls_wR_factor_ref         0.2513
_refine_ls_goodness_of_fit_ref   1.0210
_refine_ls_shift/su_max          0.0001240
_refine_ls_shift/su_mean         0.0000116

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4896
_refine_ls_R_factor_all          0.2214
_refine_ls_wR_factor_all         0.2648

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1954
_refine_ls_R_factor_gt           0.1260
_refine_ls_wR_factor_gt          0.2148


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;
 Method= 
 SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6) 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.2727(11) 0.5241(5) 0.2680(12) 0.0623 1.0000 Uani D U . . . .
C2 C 0.3473(10) 0.5156(6) 0.2307(12) 0.0653 1.0000 Uani D U . . . .
C3 C 0.3347(11) 0.4745(6) 0.1638(12) 0.0652 1.0000 Uani D U . . . .
C4 C 0.2542(12) 0.4377(5) 0.1431(11) 0.0679 1.0000 Uani D U . . . .
C5 C 0.1879(11) 0.4417(5) 0.1911(12) 0.0632 1.0000 Uani D U . . . .
C6 C 0.1941(11) 0.4863(6) 0.2501(12) 0.0677 1.0000 Uani D U . . . .
C11 C 0.2898(14) 0.5693(8) 0.3393(13) 0.0656 1.0000 Uani . U . . . .
N12 N 0.2968(10) 0.5520(6) 0.4385(11) 0.0614 1.0000 Uani . U . . . .
C13 C 0.2539(14) 0.5786(8) 0.4897(14) 0.0648 1.0000 Uani . U . . . .
C14 C 0.2622(16) 0.5645(9) 0.5821(15) 0.0777 1.0000 Uani . U . . . .
C15 C 0.3222(14) 0.5194(9) 0.6238(15) 0.0785 1.0000 Uani . U . . . .
C16 C 0.3708(14) 0.4950(9) 0.5749(15) 0.0748 1.0000 Uani . U . . . .
C17 C 0.3572(12) 0.5082(8) 0.4837(14) 0.0622 1.0000 Uani . U . . . .
C21 C 0.4133(14) 0.4712(8) 0.1182(14) 0.0718 1.0000 Uani . U . . . .
N22 N 0.4719(12) 0.4216(5) 0.1391(11) 0.0839 1.0000 Uani D U . . . .
C23 C 0.488(3) 0.3880(13) 0.213(3) 0.0889 0.6500 Uani D U . . 1 .
C24 C 0.560(2) 0.3479(10) 0.2343(19) 0.0909 0.6500 Uani D U . . 1 .
C25 C 0.602(3) 0.3362(10) 0.166(2) 0.0975 0.6500 Uani D U . . 1 .
C26 C 0.579(2) 0.3697(10) 0.0854(19) 0.0887 0.6500 Uani D U . . 1 .
C31 C 0.1085(14) 0.3983(7) 0.1708(14) 0.0685 1.0000 Uani . U . . . .
N32 N 0.1491(12) 0.3463(6) 0.1988(11) 0.0630 1.0000 Uani . U . . . .
C33 C 0.0988(15) 0.3093(8) 0.1360(15) 0.0676 1.0000 Uani . U . . . .
C34 C 0.1423(14) 0.2568(8) 0.1648(14) 0.0621 1.0000 Uani . U . . . .
C35 C 0.2305(15) 0.2498(9) 0.2490(15) 0.0720 1.0000 Uani . U . . . .
C36 C 0.2769(15) 0.2909(9) 0.3094(14) 0.0725 1.0000 Uani . U . . . .
C37 C 0.2365(14) 0.3389(8) 0.2802(13) 0.0646 1.0000 Uani . U . . . .
O41 O 0.4279(8) 0.5509(5) 0.2551(9) 0.0677 1.0000 Uani D U . . . .
C42 C 0.4131(12) 0.5983(6) 0.1959(13) 0.0866 1.0000 Uani D U . . . .
C43 C 0.5150(12) 0.6290(6) 0.2379(16) 0.1047 1.0000 Uani D U . . . .
C44 C 0.4982(14) 0.6845(7) 0.1921(17) 0.1210 1.0000 Uani D U . . . .
C45 C 0.5982(15) 0.7165(7) 0.2470(17) 0.1410 1.0000 Uani D U . . . .
C47 C 0.5312(17) 0.8095(8) 0.2071(17) 0.1136 1.0000 Uani D U . . . .
O51 O 0.2497(9) 0.3943(4) 0.0855(8) 0.0734 1.0000 Uani D U . . . .
C52 C 0.1852(14) 0.4033(7) -0.0195(10) 0.1101 1.0000 Uani D U . . . .
C53 C 0.2130(18) 0.3641(9) -0.0839(12) 0.1558 1.0000 Uani D U . . . .
C54 C 0.2123(15) 0.3068(8) -0.0495(19) 0.1809 1.0000 Uani D U . . . .
C55 C 0.3220(18) 0.2912(8) 0.0272(18) 0.1721 1.0000 Uani D U . . . .
C56 C 0.339(2) 0.2331(9) 0.0200(19) 0.1850 1.0000 Uani D U . . . .
C57 C 0.414(2) 0.2114(9) 0.122(2) 0.1810 1.0000 Uani D U . . . .
O61 O 0.1300(9) 0.4908(5) 0.2990(9) 0.0791 1.0000 Uani D U . . . .
C62 C 0.0349(12) 0.5193(7) 0.2417(13) 0.1004 1.0000 Uani D U . . . .
C63 C -0.0374(14) 0.5150(7) 0.2951(17) 0.1246 1.0000 Uani D U . . . .
C64 C -0.0399(19) 0.5671(7) 0.345(2) 0.1327 1.0000 Uani D U . . . .
C65 C -0.109(2) 0.5620(8) 0.400(2) 0.1374 1.0000 Uani D U . . . .
C66 C -0.109(2) 0.6135(9) 0.451(2) 0.1568 1.0000 Uani D U . . . .
C67 C -0.1903(19) 0.6120(10) 0.493(2) 0.1630 1.0000 Uani D U . . . .
Br3 Br 0.06816(16) 0.20063(9) 0.07471(16) 0.0724 1.0000 Uani . U . . . .
Br1 Br 0.1891(2) 0.60404(11) 0.63891(19) 0.1026 1.0000 Uani . U . . . .
Br2 Br 0.5772(3) 0.30160(17) 0.3356(3) 0.1022 0.6500 Uani D U . . 1 .
Cl1 Cl 0.4579(4) 0.3988(2) 0.4465(4) 0.0755 1.0000 Uani . . . . . .
Cl2 Cl 0.6494(4) 0.5183(3) 0.1377(4) 0.1242 1.0000 Uani . . . . . .
Cl3 Cl 0.1030(4) 0.6454(3) 0.1112(6) 0.1285 1.0000 Uani . . . . . .
O111 O 0.0864(10) 0.5339(5) 0.0111(10) 0.0935 1.0000 Uani . . . . . .
O101 O 0.7992(18) 0.4447(9) 0.088(2) 0.2246 1.0000 Uani . . . . . .
C46 C 0.5960(17) 0.7664(7) 0.1869(18) 0.1296 1.0000 Uani D U . . . .
C27 C 0.521(3) 0.4153(10) 0.079(2) 0.0910 0.6500 Uani D U . . 1 .
C123 C 0.476(5) 0.4029(17) 0.226(3) 0.0833 0.3500 Uani D U . . 2 .
C124 C 0.531(4) 0.3554(14) 0.269(2) 0.0750 0.3500 Uani D U . . 2 .
C125 C 0.577(4) 0.3277(14) 0.219(3) 0.0836 0.3500 Uani D U . . 2 .
C126 C 0.573(3) 0.3489(14) 0.129(2) 0.0832 0.3500 Uani D U . . 2 .
C127 C 0.512(4) 0.3933(15) 0.087(2) 0.0828 0.3500 Uani D U . . 2 .
Br102 Br 0.6645(6) 0.3250(3) 0.0791(7) 0.1209 0.3500 Uani D U . . 2 .
H1011 H 0.7587 0.4649 0.1016 0.2463 1.0000 Uiso R . . . . .
H1111 H 0.0909 0.5640 0.0384 0.1052 1.0000 Uiso R . . . . .
H1012 H 0.7669 0.4161 0.0860 0.2581 1.0000 Uiso R . . . . .
H1112 H 0.1231 0.5411 -0.0205 0.1095 1.0000 Uiso R . . . . .
H111 H 0.3533 0.5867 0.3493 0.0790 1.0000 Uiso R . . . . .
H112 H 0.2330 0.5934 0.3102 0.0790 1.0000 Uiso R . . . . .
H131 H 0.2148 0.6096 0.4597 0.0778 1.0000 Uiso R . . . . .
H151 H 0.3286 0.5062 0.6864 0.0943 1.0000 Uiso R . . . . .
H161 H 0.4173 0.4667 0.6074 0.0894 1.0000 Uiso R . . . . .
H171 H 0.3887 0.4880 0.4496 0.0746 1.0000 Uiso R . . . . .
H211 H 0.4618 0.4995 0.1440 0.0856 1.0000 Uiso R . . . . .
H212 H 0.3760 0.4749 0.0475 0.0856 1.0000 Uiso R . . . . .
H231 H 0.4477 0.3911 0.2511 0.0948 0.6500 Uiso R . . . 1 .
H251 H 0.6445 0.3058 0.1741 0.1103 0.6500 Uiso R . . . 1 .
H261 H 0.6032 0.3620 0.0354 0.1010 0.6500 Uiso R . . . 1 .
H311 H 0.0677 0.4066 0.2062 0.0821 1.0000 Uiso R . . . . .
H312 H 0.0647 0.3981 0.1007 0.0821 1.0000 Uiso R . . . . .
H331 H 0.0380 0.3161 0.0757 0.0814 1.0000 Uiso R . . . . .
H351 H 0.2605 0.2155 0.2659 0.0861 1.0000 Uiso R . . . . .
H361 H 0.3366 0.2859 0.3713 0.0869 1.0000 Uiso R . . . . .
H371 H 0.2721 0.3687 0.3192 0.0770 1.0000 Uiso R . . . . .
H421 H 0.3592 0.6193 0.2001 0.1037 1.0000 Uiso R . . . . .
H422 H 0.3943 0.5892 0.1278 0.1037 1.0000 Uiso R . . . . .
H431 H 0.5404 0.6318 0.3087 0.1250 1.0000 Uiso R . . . . .
H432 H 0.5649 0.6107 0.2221 0.1250 1.0000 Uiso R . . . . .
H441 H 0.4413 0.7011 0.1992 0.1454 1.0000 Uiso R . . . . .
H442 H 0.4832 0.6822 0.1230 0.1454 1.0000 Uiso R . . . . .
H451 H 0.6032 0.7266 0.3110 0.1693 1.0000 Uiso R . . . . .
H452 H 0.6573 0.6956 0.2553 0.1693 1.0000 Uiso R . . . . .
H471 H 0.5302 0.8402 0.1696 0.1361 1.0000 Uiso R . . . . .
H472 H 0.5617 0.8178 0.2766 0.1361 1.0000 Uiso R . . . . .
H473 H 0.4615 0.7972 0.1874 0.1361 1.0000 Uiso R . . . . .
H521 H 0.1972 0.4382 -0.0361 0.1322 1.0000 Uiso R . . . . .
H522 H 0.1135 0.3995 -0.0326 0.1322 1.0000 Uiso R . . . . .
H531 H 0.2805 0.3721 -0.0796 0.1865 1.0000 Uiso R . . . . .
H532 H 0.1624 0.3671 -0.1516 0.1865 1.0000 Uiso R . . . . .
H541 H 0.1659 0.3042 -0.0182 0.2167 1.0000 Uiso R . . . . .
H542 H 0.1897 0.2836 -0.1055 0.2167 1.0000 Uiso R . . . . .
H551 H 0.3720 0.3103 0.0126 0.2061 1.0000 Uiso R . . . . .
H552 H 0.3308 0.2996 0.0931 0.2061 1.0000 Uiso R . . . . .
H561 H 0.3677 0.2271 -0.0269 0.2212 1.0000 Uiso R . . . . .
H562 H 0.2737 0.2153 -0.0017 0.2212 1.0000 Uiso R . . . . .
H571 H 0.4236 0.1746 0.1163 0.2167 1.0000 Uiso R . . . . .
H572 H 0.4796 0.2290 0.1437 0.2167 1.0000 Uiso R . . . . .
H573 H 0.3855 0.2172 0.1688 0.2167 1.0000 Uiso R . . . . .
H621 H 0.0507 0.5555 0.2368 0.1207 1.0000 Uiso R . . . . .
H622 H 0.0011 0.5045 0.1764 0.1207 1.0000 Uiso R . . . . .
H631 H -0.1063 0.5065 0.2473 0.1492 1.0000 Uiso R . . . . .
H632 H -0.0122 0.4879 0.3445 0.1492 1.0000 Uiso R . . . . .
H641 H -0.0673 0.5940 0.2958 0.1590 1.0000 Uiso R . . . . .
H642 H 0.0293 0.5763 0.3916 0.1590 1.0000 Uiso R . . . . .
H651 H -0.1784 0.5531 0.3542 0.1644 1.0000 Uiso R . . . . .
H652 H -0.0819 0.5351 0.4499 0.1644 1.0000 Uiso R . . . . .
H661 H -0.1261 0.6411 0.4028 0.1876 1.0000 Uiso R . . . . .
H662 H -0.0410 0.6199 0.5035 0.1876 1.0000 Uiso R . . . . .
H671 H -0.1904 0.6449 0.5244 0.1952 1.0000 Uiso R . . . . .
H672 H -0.2579 0.6057 0.4407 0.1952 1.0000 Uiso R . . . . .
H673 H -0.1728 0.5844 0.5413 0.1952 1.0000 Uiso R . . . . .
H461 H 0.6656 0.7788 0.2065 0.1557 1.0000 Uiso R . . . . .
H462 H 0.5655 0.7582 0.1173 0.1557 1.0000 Uiso R . . . . .
H271 H 0.5157 0.4422 0.0319 0.1038 0.6500 Uiso R . . . 1 .
H1231 H 0.4464 0.4232 0.2621 0.1049 0.3500 Uiso R . . . 2 .
H1241 H 0.5340 0.3427 0.3311 0.0957 0.3500 Uiso R . . . 2 .
H1251 H 0.6116 0.2950 0.2441 0.1046 0.3500 Uiso R . . . 2 .
H1271 H 0.4970 0.4031 0.0199 0.0990 0.3500 Uiso R . . . 2 .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.1906(3)

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.396(8) yes
C1 . C6 . 1.400(8) yes
C1 . C11 . 1.501(19) yes
C2 . C3 . 1.389(9) yes
C2 . O41 . 1.368(8) yes
C3 . C4 . 1.397(8) yes
C3 . C21 . 1.525(19) yes
C4 . C5 . 1.396(8) yes
C4 . O51 . 1.373(8) yes
C5 . C6 . 1.401(8) yes
C5 . C31 . 1.503(19) yes
C6 . O61 . 1.381(8) yes
C11 . N12 . 1.49(2) yes
C11 . H111 . 0.950 no
C11 . H112 . 0.950 no
N12 . C13 . 1.33(2) yes
N12 . C17 . 1.38(2) yes
C13 . C14 . 1.36(3) yes
C13 . H131 . 0.950 no
C14 . C15 . 1.40(3) yes
C14 . Br1 . 1.87(2) yes
C15 . C16 . 1.34(3) yes
C15 . H151 . 0.950 no
C16 . C17 . 1.32(2) yes
C16 . H161 . 0.950 no
C17 . H171 . 0.950 no
C21 . N22 . 1.46(2) yes
C21 . H211 . 0.950 no
C21 . H212 . 0.950 no
N22 . C23 . 1.328(9) yes
N22 . C27 . 1.344(9) yes
C23 . C24 . 1.377(15) yes
C23 . H231 . 0.950 no
C24 . C25 . 1.402(16) yes
C24 . Br2 . 1.830(12) yes
C25 . C26 . 1.376(16) yes
C25 . H251 . 0.950 no
C26 . C27 . 1.398(16) yes
C26 . H261 . 0.950 no
C31 . N32 . 1.42(2) yes
C31 . H311 . 0.950 no
C31 . H312 . 0.950 no
N32 . C33 . 1.29(2) yes
N32 . C37 . 1.32(2) yes
C33 . C34 . 1.45(2) yes
C33 . H331 . 0.950 no
C34 . C35 . 1.34(2) yes
C34 . Br3 . 1.920(19) yes
C35 . C36 . 1.34(2) yes
C35 . H351 . 0.950 no
C36 . C37 . 1.33(2) yes
C36 . H361 . 0.950 no
C37 . H371 . 0.950 no
O41 . C42 . 1.443(8) yes
C42 . C43 . 1.513(14) yes
C42 . H421 . 0.950 no
C42 . H422 . 0.950 no
C43 . C44 . 1.531(15) yes
C43 . H431 . 0.950 no
C43 . H432 . 0.950 no
C44 . C45 . 1.525(15) yes
C44 . H441 . 0.950 no
C44 . H442 . 0.950 no
C45 . C46 . 1.533(15) yes
C45 . H451 . 0.950 no
C45 . H452 . 0.950 no
C47 . C46 . 1.529(16) yes
C47 . H471 . 0.950 no
C47 . H472 . 0.950 no
C47 . H473 . 0.950 no
O51 . C52 . 1.439(9) yes
C52 . C53 . 1.533(15) yes
C52 . H521 . 0.950 no
C52 . H522 . 0.950 no
C53 . C54 . 1.534(16) yes
C53 . H531 . 0.950 no
C53 . H532 . 0.950 no
C54 . C55 . 1.527(16) yes
C54 . H541 . 0.950 no
C54 . H542 . 0.950 no
C55 . C56 . 1.500(16) yes
C55 . H551 . 0.950 no
C55 . H552 . 0.950 no
C56 . C57 . 1.519(17) yes
C56 . H561 . 0.950 no
C56 . H562 . 0.950 no
C57 . H571 . 0.950 no
C57 . H572 . 0.950 no
C57 . H573 . 0.950 no
O61 . C62 . 1.436(8) yes
C62 . C63 . 1.535(14) yes
C62 . H621 . 0.950 no
C62 . H622 . 0.950 no
C63 . C64 . 1.519(15) yes
C63 . H631 . 0.950 no
C63 . H632 . 0.950 no
C64 . C65 . 1.515(15) yes
C64 . H641 . 0.950 no
C64 . H642 . 0.950 no
C65 . C66 . 1.497(16) yes
C65 . H651 . 0.950 no
C65 . H652 . 0.950 no
C66 . C67 . 1.525(15) yes
C66 . H661 . 0.950 no
C66 . H662 . 0.950 no
C67 . H671 . 0.950 no
C67 . H672 . 0.950 no
C67 . H673 . 0.950 no
O111 . H1111 . 0.850 no
O111 . H1112 . 0.850 no
O101 . H1011 . 0.850 no
O101 . H1012 . 0.850 no
C46 . H461 . 0.950 no
C46 . H462 . 0.950 no
C27 . H271 . 0.950 no
C123 . C124 . 1.421(17) yes
C123 . H1231 . 0.950 no
C124 . C125 . 1.374(17) yes
C124 . H1241 . 0.950 no
C125 . C126 . 1.396(17) yes
C125 . H1251 . 0.950 no
C126 . C127 . 1.392(16) yes
C126 . Br102 . 1.841(15) yes
C127 . H1271 . 0.950 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 119.3(6) yes
C2 . C1 . C11 . 118.0(12) yes
C6 . C1 . C11 . 122.0(12) yes
C1 . C2 . C3 . 120.3(6) yes
C1 . C2 . O41 . 118.6(11) yes
C3 . C2 . O41 . 121.0(11) yes
C2 . C3 . C4 . 119.9(6) yes
C2 . C3 . C21 . 117.2(12) yes
C4 . C3 . C21 . 122.9(12) yes
C3 . C4 . C5 . 119.9(6) yes
C3 . C4 . O51 . 119.0(11) yes
C5 . C4 . O51 . 120.5(11) yes
C4 . C5 . C6 . 119.6(6) yes
C4 . C5 . C31 . 116.7(12) yes
C6 . C5 . C31 . 123.6(12) yes
C5 . C6 . C1 . 120.0(6) yes
C5 . C6 . O61 . 120.6(12) yes
C1 . C6 . O61 . 119.1(11) yes
C1 . C11 . N12 . 112.7(15) yes
C1 . C11 . H111 . 108.7 no
N12 . C11 . H111 . 108.7 no
C1 . C11 . H112 . 108.6 no
N12 . C11 . H112 . 108.7 no
H111 . C11 . H112 . 109.5 no
C11 . N12 . C13 . 123.4(17) yes
C11 . N12 . C17 . 118.6(16) yes
C13 . N12 . C17 . 117.8(17) yes
N12 . C13 . C14 . 125(2) yes
N12 . C13 . H131 . 117.7 no
C14 . C13 . H131 . 117.7 no
C13 . C14 . C15 . 115.5(20) yes
C13 . C14 . Br1 . 118.6(17) yes
C15 . C14 . Br1 . 125.8(17) yes
C14 . C15 . C16 . 120(2) yes
C14 . C15 . H151 . 120.3 no
C16 . C15 . H151 . 120.2 no
C15 . C16 . C17 . 123(2) yes
C15 . C16 . H161 . 118.4 no
C17 . C16 . H161 . 118.3 no
N12 . C17 . C16 . 119.1(20) yes
N12 . C17 . H171 . 120.4 no
C16 . C17 . H171 . 120.5 no
C3 . C21 . N22 . 114.0(16) yes
C3 . C21 . H211 . 108.4 no
N22 . C21 . H211 . 108.4 no
C3 . C21 . H212 . 108.2 no
N22 . C21 . H212 . 108.2 no
H211 . C21 . H212 . 109.5 no
C21 . N22 . C23 . 127.1(13) yes
C21 . N22 . C27 . 111.4(13) yes
C23 . N22 . C27 . 121.1(7) yes
N22 . C23 . C24 . 120.1(7) yes
N22 . C23 . H231 . 119.8 no
C24 . C23 . H231 . 120.0 no
C23 . C24 . C25 . 119.6(8) yes
C23 . C24 . Br2 . 118.6(7) yes
C25 . C24 . Br2 . 120.4(8) yes
C24 . C25 . C26 . 118.5(7) yes
C24 . C25 . H251 . 120.8 no
C26 . C25 . H251 . 120.7 no
C25 . C26 . C27 . 118.6(7) yes
C25 . C26 . H261 . 120.7 no
C27 . C26 . H261 . 120.7 no
C5 . C31 . N32 . 116.3(15) yes
C5 . C31 . H311 . 107.7 no
N32 . C31 . H311 . 107.8 no
C5 . C31 . H312 . 107.7 no
N32 . C31 . H312 . 107.7 no
H311 . C31 . H312 . 109.5 no
C31 . N32 . C33 . 115.5(16) yes
C31 . N32 . C37 . 120.0(18) yes
C33 . N32 . C37 . 124.3(19) yes
N32 . C33 . C34 . 114.7(17) yes
N32 . C33 . H331 . 122.7 no
C34 . C33 . H331 . 122.6 no
C33 . C34 . C35 . 120.1(20) yes
C33 . C34 . Br3 . 116.0(14) yes
C35 . C34 . Br3 . 123.9(17) yes
C34 . C35 . C36 . 121(2) yes
C34 . C35 . H351 . 119.8 no
C36 . C35 . H351 . 119.7 no
C35 . C36 . C37 . 118.1(20) yes
C35 . C36 . H361 . 120.9 no
C37 . C36 . H361 . 121.0 no
C36 . C37 . N32 . 122(2) yes
C36 . C37 . H371 . 118.9 no
N32 . C37 . H371 . 119.1 no
C2 . O41 . C42 . 119.5(12) yes
O41 . C42 . C43 . 108.1(7) yes
O41 . C42 . H421 . 109.6 no
C43 . C42 . H421 . 109.6 no
O41 . C42 . H422 . 109.9 no
C43 . C42 . H422 . 110.1 no
H421 . C42 . H422 . 109.5 no
C42 . C43 . C44 . 110.3(8) yes
C42 . C43 . H431 . 109.5 no
C44 . C43 . H431 . 109.3 no
C42 . C43 . H432 . 109.0 no
C44 . C43 . H432 . 109.2 no
H431 . C43 . H432 . 109.5 no
C43 . C44 . C45 . 108.6(8) yes
C43 . C44 . H441 . 109.7 no
C45 . C44 . H441 . 109.9 no
C43 . C44 . H442 . 109.7 no
C45 . C44 . H442 . 109.5 no
H441 . C44 . H442 . 109.5 no
C44 . C45 . C46 . 110.1(8) yes
C44 . C45 . H451 . 109.1 no
C46 . C45 . H451 . 109.2 no
C44 . C45 . H452 . 109.5 no
C46 . C45 . H452 . 109.5 no
H451 . C45 . H452 . 109.5 no
C46 . C47 . H471 . 109.3 no
C46 . C47 . H472 . 109.5 no
H471 . C47 . H472 . 109.5 no
C46 . C47 . H473 . 109.6 no
H471 . C47 . H473 . 109.5 no
H472 . C47 . H473 . 109.5 no
C4 . O51 . C52 . 112.2(13) yes
O51 . C52 . C53 . 110.5(8) yes
O51 . C52 . H521 . 108.9 no
C53 . C52 . H521 . 108.7 no
O51 . C52 . H522 . 109.4 no
C53 . C52 . H522 . 109.8 no
H521 . C52 . H522 . 109.5 no
C52 . C53 . C54 . 111.5(9) yes
C52 . C53 . H531 . 109.6 no
C54 . C53 . H531 . 109.1 no
C52 . C53 . H532 . 108.8 no
C54 . C53 . H532 . 108.4 no
H531 . C53 . H532 . 109.5 no
C53 . C54 . C55 . 109.9(9) yes
C53 . C54 . H541 . 109.2 no
C55 . C54 . H541 . 108.3 no
C53 . C54 . H542 . 110.0 no
C55 . C54 . H542 . 110.0 no
H541 . C54 . H542 . 109.5 no
C54 . C55 . C56 . 110.1(9) yes
C54 . C55 . H551 . 108.5 no
C56 . C55 . H551 . 108.9 no
C54 . C55 . H552 . 110.3 no
C56 . C55 . H552 . 109.6 no
H551 . C55 . H552 . 109.5 no
C55 . C56 . C57 . 110.4(9) yes
C55 . C56 . H561 . 109.7 no
C57 . C56 . H561 . 109.2 no
C55 . C56 . H562 . 108.9 no
C57 . C56 . H562 . 109.2 no
H561 . C56 . H562 . 109.5 no
C56 . C57 . H571 . 109.5 no
C56 . C57 . H572 . 109.5 no
H571 . C57 . H572 . 109.5 no
C56 . C57 . H573 . 109.4 no
H571 . C57 . H573 . 109.5 no
H572 . C57 . H573 . 109.5 no
C6 . O61 . C62 . 113.0(13) yes
O61 . C62 . C63 . 108.8(8) yes
O61 . C62 . H621 . 109.6 no
C63 . C62 . H621 . 109.7 no
O61 . C62 . H622 . 109.6 no
C63 . C62 . H622 . 109.7 no
H621 . C62 . H622 . 109.5 no
C62 . C63 . C64 . 110.3(8) yes
C62 . C63 . H631 . 109.2 no
C64 . C63 . H631 . 109.2 no
C62 . C63 . H632 . 109.3 no
C64 . C63 . H632 . 109.3 no
H631 . C63 . H632 . 109.5 no
C63 . C64 . C65 . 110.0(8) yes
C63 . C64 . H641 . 109.4 no
C65 . C64 . H641 . 109.2 no
C63 . C64 . H642 . 109.3 no
C65 . C64 . H642 . 109.6 no
H641 . C64 . H642 . 109.5 no
C64 . C65 . C66 . 109.0(8) yes
C64 . C65 . H651 . 109.8 no
C66 . C65 . H651 . 110.2 no
C64 . C65 . H652 . 109.4 no
C66 . C65 . H652 . 108.9 no
H651 . C65 . H652 . 109.5 no
C65 . C66 . C67 . 109.9(8) yes
C65 . C66 . H661 . 108.8 no
C67 . C66 . H661 . 108.7 no
C65 . C66 . H662 . 110.0 no
C67 . C66 . H662 . 110.0 no
H661 . C66 . H662 . 109.5 no
C66 . C67 . H671 . 109.5 no
C66 . C67 . H672 . 110.1 no
H671 . C67 . H672 . 109.5 no
C66 . C67 . H673 . 108.8 no
H671 . C67 . H673 . 109.5 no
H672 . C67 . H673 . 109.5 no
H1111 . O111 . H1112 . 97.4 no
H1011 . O101 . H1012 . 96.7 no
C45 . C46 . C47 . 109.8(9) yes
C45 . C46 . H461 . 109.3 no
C47 . C46 . H461 . 109.5 no
C45 . C46 . H462 . 109.3 no
C47 . C46 . H462 . 109.4 no
H461 . C46 . H462 . 109.5 no
C26 . C27 . N22 . 120.4(7) yes
C26 . C27 . H271 . 119.7 no
N22 . C27 . H271 . 119.9 no
N22 . C123 . C124 . 120.8(8) yes
N22 . C123 . H1231 . 119.3 no
C124 . C123 . H1231 . 119.8 no
C123 . C124 . C125 . 119.0(7) yes
C123 . C124 . H1241 . 120.3 no
C125 . C124 . H1241 . 120.7 no
C124 . C125 . C126 . 118.5(8) yes
C124 . C125 . H1251 . 120.5 no
C126 . C125 . H1251 . 121.0 no
C125 . C126 . C127 . 120.1(7) yes
C125 . C126 . Br102 . 119.9(8) yes
C127 . C126 . Br102 . 119.3(8) yes
C126 . C127 . N22 . 120.4(8) yes
C126 . C127 . H1271 . 119.7 no
N22 . C127 . H1271 . 119.9 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O111 . H1112 . O101 2_665 179 0.85 1.80 2.65(3) yes
C16 . H161 . O41 2_666 141 0.95 2.30 3.10(3) yes

_iucr_refine_instructions_details_constraints 
;
#
# Punched on 08/10/19 at 11:16:01
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (  11,X'S) H   ( 111,X'S) H   ( 112,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) H   ( 212,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) H   ( 312,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) H   ( 422,X'S) 
RIDE C   (  43,X'S) H   ( 431,X'S) H   ( 432,X'S) 
RIDE C   (  44,X'S) H   ( 441,X'S) H   ( 442,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) H   ( 452,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) H   ( 472,X'S) H   ( 473,X'S) 
RIDE C   (  52,X'S) H   ( 521,X'S) H   ( 522,X'S) 
RIDE C   (  53,X'S) H   ( 531,X'S) H   ( 532,X'S) 
RIDE C   (  54,X'S) H   ( 541,X'S) H   ( 542,X'S) 
RIDE C   (  55,X'S) H   ( 551,X'S) H   ( 552,X'S) 
RIDE C   (  56,X'S) H   ( 561,X'S) H   ( 562,X'S) 
RIDE C   (  57,X'S) H   ( 571,X'S) H   ( 572,X'S) H   ( 573,X'S) 
RIDE C   (  62,X'S) H   ( 621,X'S) H   ( 622,X'S) 
RIDE C   (  63,X'S) H   ( 631,X'S) H   ( 632,X'S) 
RIDE C   (  64,X'S) H   ( 641,X'S) H   ( 642,X'S) 
RIDE C   (  65,X'S) H   ( 651,X'S) H   ( 652,X'S) 
RIDE C   (  66,X'S) H   ( 661,X'S) H   ( 662,X'S) 
RIDE C   (  67,X'S) H   ( 671,X'S) H   ( 672,X'S) H   ( 673,X'S) 
RIDE O   ( 111,X'S) H   (1111,X'S) H   (1112,X'S) 
RIDE O   ( 101,X'S) H   (1011,X'S) H   (1012,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) H   ( 462,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) 
RIDE C   ( 123,X'S) H   (1231,X'S) 
RIDE C   ( 124,X'S) H   (1241,X'S) 
RIDE C   ( 125,X'S) H   (1251,X'S) 
RIDE C   ( 127,X'S) H   (1271,X'S) 
END 
;

_iucr_refine_instructions_details_restraints 
;                                                                            
#
# Punched on 08/10/19 at 11:16:01
#
#LIST     16                                                                    
REM 
REM CENTRAL PHENYL 
REM 
DIST 1.40, 0.01 = C(1) TO C(2), C(2) TO C(3) 
CONT C(3) TO C(4), C(4) TO C(5) 
CONT C(5) TO C(6), C(6) TO C(1) 
ANGL 120, 1 = C(1) TO C(2) TO C(3) 
CONT C(2) TO C(3) TO C(4) 
CONT C(3) TO C(4) TO C(5) 
CONT C(4) TO C(5) TO C(6) 
CONT C(5) TO C(6) TO C(1) 
CONT C(6) TO C(1) TO C(2) 
REM 
REM DISORDERED BROMOPYRIDINIUM 
REM 
DIST 1.34, 0.01 = N(22) TO C(23), N(22) TO C(27) 
CONT N(22) TO C(123), N(22) TO C(127) 
DIST 1.40, 0.02 = C(23) TO C(24), C(24) TO C(25) 
CONT C(25) TO C(26), C(26) TO C(27) 
CONT C(123) TO C(124), C(124) TO C(125) 
CONT C(125) TO C(126), C(126) TO C(127) 
DIST 1.88, 0.02 = C(24) TO BR(2), C(126) TO BR(102) 
ANGL 120, 1 = N(22) TO C(23) TO C(24) 
CONT C(23) TO C(24) TO C(25) 
CONT C(24) TO C(25) TO C(26) 
CONT C(25) TO C(26) TO C(27) 
CONT C(26) TO C(27) TO N(22) 
CONT C(27) TO N(22) TO C(23) 
CONT C(23) TO C(24) TO BR(2) 
CONT C(25) TO C(24) TO BR(2) 
CONT N(22) TO C(123) TO C(124) 
CONT C(123) TO C(124) TO C(125) 
CONT C(124) TO C(125) TO C(126) 
CONT C(125) TO C(126) TO C(127) 
CONT C(126) TO C(127) TO N(22) 
CONT C(127) TO N(22) TO C(123) 
CONT C(125) TO C(126) TO BR(102) 
CONT C(127) TO C(126) TO BR(102) 
REM 
REM ALKOXYS 
REM 
DIST 1.38, 0.01 = C(2) TO O(41), C(4) TO O(51) 
CONT C(6) TO O(61) 
DIST 1.44, 0.01 = O(41) TO C(42), O(51) TO C(52) 
CONT O(61) TO C(62) 
DIST 1.52, 0.02 = C(42) TO C(43), C(43) TO C(44) 
CONT C(44) TO C(45), C(45) TO C(46) 
CONT C(46) TO C(47) 
CONT C(52) TO C(53), C(53) TO C(54) 
CONT C(54) TO C(55), C(55) TO C(56) 
CONT C(56) TO C(57) 
CONT C(62) TO C(63), C(63) TO C(64) 
CONT C(64) TO C(65), C(65) TO C(66) 
CONT C(66) TO C(67) 
ANGL 109, 1 = O(41) TO C(42) TO C(43) 
CONT C(42) TO C(43) TO C(44) 
CONT C(43) TO C(44) TO C(45) 
CONT C(44) TO C(45) TO C(46) 
CONT C(45) TO C(46) TO C(47) 
CONT O(51) TO C(52) TO C(53) 
CONT C(52) TO C(53) TO C(54) 
CONT C(53) TO C(54) TO C(55) 
CONT C(54) TO C(55) TO C(56) 
CONT C(55) TO C(56) TO C(57) 
CONT O(61) TO C(62) TO C(63) 
CONT C(62) TO C(63) TO C(64) 
CONT C(63) TO C(64) TO C(65) 
CONT C(64) TO C(65) TO C(66) 
CONT C(65) TO C(66) TO C(67) 
REM   DELU   START (DO NOT REMOVE THIS LINE) 
VIBR .0, 0.00100 = C(1) TO C(2) 
VIBR .0, 0.00100 = C(1) TO C(6) 
VIBR .0, 0.00100 = C(1) TO C(11) 
VIBR .0, 0.00200 = C(6) TO C(2) 
VIBR .0, 0.00200 = C(11) TO C(2) 
VIBR .0, 0.00200 = C(11) TO C(6) 
VIBR .0, 0.00100 = C(2) TO C(3) 
VIBR .0, 0.00100 = C(2) TO O(41) 
VIBR .0, 0.00200 = C(3) TO C(1) 
VIBR .0, 0.00200 = O(41) TO C(1) 
VIBR .0, 0.00200 = O(41) TO C(3) 
VIBR .0, 0.00100 = C(3) TO C(4) 
VIBR .0, 0.00100 = C(3) TO C(21) 
VIBR .0, 0.00200 = C(4) TO C(2) 
VIBR .0, 0.00200 = C(21) TO C(2) 
VIBR .0, 0.00200 = C(21) TO C(4) 
VIBR .0, 0.00100 = C(4) TO C(5) 
VIBR .0, 0.00100 = C(4) TO O(51) 
VIBR .0, 0.00200 = C(5) TO C(3) 
VIBR .0, 0.00200 = O(51) TO C(3) 
VIBR .0, 0.00200 = O(51) TO C(5) 
VIBR .0, 0.00100 = C(5) TO C(6) 
VIBR .0, 0.00100 = C(5) TO C(31) 
VIBR .0, 0.00200 = C(6) TO C(4) 
VIBR .0, 0.00200 = C(31) TO C(4) 
VIBR .0, 0.00200 = C(31) TO C(6) 
VIBR .0, 0.00100 = C(6) TO O(61) 
VIBR .0, 0.00200 = C(1) TO C(5) 
VIBR .0, 0.00200 = O(61) TO C(5) 
VIBR .0, 0.00200 = O(61) TO C(1) 
VIBR .0, 0.00100 = C(11) TO N(12) 
VIBR .0, 0.00200 = N(12) TO C(1) 
VIBR .0, 0.00100 = N(12) TO C(13) 
VIBR .0, 0.00100 = N(12) TO C(17) 
VIBR .0, 0.00200 = C(13) TO C(11) 
VIBR .0, 0.00200 = C(17) TO C(11) 
VIBR .0, 0.00200 = C(17) TO C(13) 
VIBR .0, 0.00100 = C(13) TO C(14) 
VIBR .0, 0.00200 = C(14) TO N(12) 
VIBR .0, 0.00100 = C(14) TO C(15) 
VIBR .0, 0.00100 = C(14) TO BR(1) 
VIBR .0, 0.00200 = C(15) TO C(13) 
VIBR .0, 0.00200 = BR(1) TO C(13) 
VIBR .0, 0.00200 = BR(1) TO C(15) 
VIBR .0, 0.00100 = C(15) TO C(16) 
VIBR .0, 0.00200 = C(16) TO C(14) 
VIBR .0, 0.00100 = C(16) TO C(17) 
VIBR .0, 0.00200 = C(17) TO C(15) 
VIBR .0, 0.00200 = C(16) TO N(12) 
VIBR .0, 0.00100 = C(21) TO N(22) 
VIBR .0, 0.00200 = N(22) TO C(3) 
VIBR .0, 0.00100 = C(23) TO C(24) 
VIBR .0, 0.00200 = C(24) TO N(22) 
VIBR .0, 0.00100 = C(24) TO C(25) 
VIBR .0, 0.00100 = C(24) TO BR(2) 
VIBR .0, 0.00200 = C(25) TO C(23) 
VIBR .0, 0.00200 = BR(2) TO C(23) 
VIBR .0, 0.00200 = BR(2) TO C(25) 
VIBR .0, 0.00100 = C(25) TO C(26) 
VIBR .0, 0.00200 = C(26) TO C(24) 
VIBR .0, 0.00100 = C(26) TO C(27) 
VIBR .0, 0.00200 = C(27) TO C(25) 
VIBR .0, 0.00100 = C(31) TO N(32) 
VIBR .0, 0.00200 = N(32) TO C(5) 
VIBR .0, 0.00100 = N(32) TO C(33) 
VIBR .0, 0.00100 = N(32) TO C(37) 
VIBR .0, 0.00200 = C(33) TO C(31) 
VIBR .0, 0.00200 = C(37) TO C(31) 
VIBR .0, 0.00200 = C(37) TO C(33) 
VIBR .0, 0.00100 = C(33) TO C(34) 
VIBR .0, 0.00200 = C(34) TO N(32) 
VIBR .0, 0.00100 = C(34) TO C(35) 
VIBR .0, 0.00100 = C(34) TO BR(3) 
VIBR .0, 0.00200 = C(35) TO C(33) 
VIBR .0, 0.00200 = BR(3) TO C(33) 
VIBR .0, 0.00200 = BR(3) TO C(35) 
VIBR .0, 0.00100 = C(35) TO C(36) 
VIBR .0, 0.00200 = C(36) TO C(34) 
VIBR .0, 0.00100 = C(36) TO C(37) 
VIBR .0, 0.00200 = C(37) TO C(35) 
VIBR .0, 0.00200 = N(32) TO C(36) 
VIBR .0, 0.00100 = O(41) TO C(42) 
VIBR .0, 0.00200 = C(42) TO C(2) 
VIBR .0, 0.00100 = C(42) TO C(43) 
VIBR .0, 0.00200 = C(43) TO O(41) 
VIBR .0, 0.00100 = C(43) TO C(44) 
VIBR .0, 0.00200 = C(44) TO C(42) 
VIBR .0, 0.00100 = C(44) TO C(45) 
VIBR .0, 0.00200 = C(45) TO C(43) 
VIBR .0, 0.00100 = C(45) TO C(46) 
VIBR .0, 0.00200 = C(46) TO C(44) 
VIBR .0, 0.00100 = C(47) TO C(46) 
VIBR .0, 0.00100 = O(51) TO C(52) 
VIBR .0, 0.00200 = C(52) TO C(4) 
VIBR .0, 0.00100 = C(52) TO C(53) 
VIBR .0, 0.00200 = C(53) TO O(51) 
VIBR .0, 0.00100 = C(53) TO C(54) 
VIBR .0, 0.00200 = C(54) TO C(52) 
VIBR .0, 0.00100 = C(54) TO C(55) 
VIBR .0, 0.00200 = C(55) TO C(53) 
VIBR .0, 0.00100 = C(55) TO C(56) 
VIBR .0, 0.00200 = C(56) TO C(54) 
VIBR .0, 0.00100 = C(56) TO C(57) 
VIBR .0, 0.00200 = C(57) TO C(55) 
VIBR .0, 0.00100 = O(61) TO C(62) 
VIBR .0, 0.00200 = C(62) TO C(6) 
VIBR .0, 0.00100 = C(62) TO C(63) 
VIBR .0, 0.00200 = C(63) TO O(61) 
VIBR .0, 0.00100 = C(63) TO C(64) 
VIBR .0, 0.00200 = C(64) TO C(62) 
VIBR .0, 0.00100 = C(64) TO C(65) 
VIBR .0, 0.00200 = C(65) TO C(63) 
VIBR .0, 0.00100 = C(65) TO C(66) 
VIBR .0, 0.00200 = C(66) TO C(64) 
VIBR .0, 0.00100 = C(66) TO C(67) 
VIBR .0, 0.00200 = C(67) TO C(65) 
VIBR .0, 0.00200 = C(47) TO C(45) 
VIBR .0, 0.00200 = N(22) TO C(26) 
VIBR .0, 0.00100 = C(123) TO C(124) 
VIBR .0, 0.00200 = C(124) TO N(22) 
VIBR .0, 0.00100 = C(124) TO C(125) 
VIBR .0, 0.00200 = C(125) TO C(123) 
VIBR .0, 0.00100 = C(125) TO C(126) 
VIBR .0, 0.00200 = C(126) TO C(124) 
VIBR .0, 0.00100 = C(126) TO C(127) 
VIBR .0, 0.00100 = C(126) TO BR(102) 
VIBR .0, 0.00200 = C(127) TO C(125) 
VIBR .0, 0.00200 = BR(102) TO C(125) 
VIBR .0, 0.00200 = BR(102) TO C(127) 
VIBR .0, 0.00200 = N(22) TO C(126) 
REM   DELU   END (DO NOT REMOVE THIS LINE) 
REM   THERMSIM   START (DO NOT REMOVE THIS LINE) 
U(IJ) .0, 0.02000 = C(1) TO C(2) 
U(IJ) .0, 0.02000 = C(1) TO C(6) 
U(IJ) .0, 0.02000 = C(1) TO C(11) 
U(IJ) .0, 0.02000 = C(2) TO C(3) 
U(IJ) .0, 0.02000 = C(2) TO O(41) 
U(IJ) .0, 0.02000 = C(3) TO C(4) 
U(IJ) .0, 0.02000 = C(3) TO C(21) 
U(IJ) .0, 0.02000 = C(4) TO C(5) 
U(IJ) .0, 0.02000 = C(4) TO O(51) 
U(IJ) .0, 0.02000 = C(5) TO C(6) 
U(IJ) .0, 0.02000 = C(5) TO C(31) 
U(IJ) .0, 0.02000 = C(6) TO O(61) 
U(IJ) .0, 0.02000 = C(11) TO N(12) 
U(IJ) .0, 0.02000 = N(12) TO C(13) 
U(IJ) .0, 0.02000 = N(12) TO C(17) 
U(IJ) .0, 0.02000 = C(13) TO C(14) 
U(IJ) .0, 0.02000 = C(14) TO C(15) 
U(IJ) .0, 0.04000 = C(14) TO BR(1) 
U(IJ) .0, 0.02000 = C(15) TO C(16) 
U(IJ) .0, 0.02000 = C(16) TO C(17) 
U(IJ) .0, 0.02000 = C(21) TO N(22) 
U(IJ) .0, 0.02000 = C(23) TO C(24) 
U(IJ) .0, 0.02000 = C(24) TO C(25) 
U(IJ) .0, 0.04000 = C(24) TO BR(2) 
U(IJ) .0, 0.02000 = C(25) TO C(26) 
U(IJ) .0, 0.02000 = C(26) TO C(27) 
U(IJ) .0, 0.02000 = C(31) TO N(32) 
U(IJ) .0, 0.02000 = N(32) TO C(33) 
U(IJ) .0, 0.02000 = N(32) TO C(37) 
U(IJ) .0, 0.02000 = C(33) TO C(34) 
U(IJ) .0, 0.02000 = C(34) TO C(35) 
U(IJ) .0, 0.04000 = C(34) TO BR(3) 
U(IJ) .0, 0.02000 = C(35) TO C(36) 
U(IJ) .0, 0.02000 = C(36) TO C(37) 
U(IJ) .0, 0.02000 = O(41) TO C(42) 
U(IJ) .0, 0.02000 = C(42) TO C(43) 
U(IJ) .0, 0.02000 = C(43) TO C(44) 
U(IJ) .0, 0.02000 = C(44) TO C(45) 
U(IJ) .0, 0.02000 = C(45) TO C(46) 
U(IJ) .0, 0.04000 = C(47) TO C(46) 
U(IJ) .0, 0.02000 = O(51) TO C(52) 
U(IJ) .0, 0.02000 = C(52) TO C(53) 
U(IJ) .0, 0.02000 = C(53) TO C(54) 
U(IJ) .0, 0.02000 = C(54) TO C(55) 
U(IJ) .0, 0.02000 = C(55) TO C(56) 
U(IJ) .0, 0.04000 = C(56) TO C(57) 
U(IJ) .0, 0.02000 = O(61) TO C(62) 
U(IJ) .0, 0.02000 = C(62) TO C(63) 
U(IJ) .0, 0.02000 = C(63) TO C(64) 
U(IJ) .0, 0.02000 = C(64) TO C(65) 
U(IJ) .0, 0.02000 = C(65) TO C(66) 
U(IJ) .0, 0.04000 = C(66) TO C(67) 
U(IJ) .0, 0.02000 = C(123) TO C(124) 
U(IJ) .0, 0.02000 = C(124) TO C(125) 
U(IJ) .0, 0.02000 = C(125) TO C(126) 
U(IJ) .0, 0.02000 = C(126) TO C(127) 
U(IJ) .0, 0.04000 = C(126) TO BR(102) 
REM   THERMSIM   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
####################################################################### 
# 
# 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_EMF-1_a
_database_code_depnum_ccdc_archive 'CCDC 1984631'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;The Australian National University
Australia
;
_audit_update_record             
;
2020-02-18 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
_audit_creation_date             2020-01-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         '3(I), C42 H57 Br3 N3 O3'
_chemical_formula_sum            'C42 H57 Br3 I3 N3 O3'
_chemical_formula_weight         1272.36
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
I -0.41187 1.83264 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07119989395
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   14.822(3)
_cell_length_b                   20.352(4)
_cell_length_c                   17.306(4)
_cell_angle_alpha                90
_cell_angle_beta                 112.82(3)
_cell_angle_gamma                90
_cell_volume                     4812(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    34125
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.371
_cell_measurement_theta_min      1.795
_exptl_absorpt_coefficient_mu    4.477
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.7563
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2464.7362
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            44151
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.80
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.9902
_diffrn_measured_fraction_theta_max 0.9902
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -18
_reflns_limit_k_max              25
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              -10
_reflns_number_gt                8342
_reflns_number_total             9760
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         2.4883
_refine_diff_density_min         -2.0231
_refine_diff_density_rms         0.1713
_refine_ls_d_res_high            0.8000
_refine_ls_d_res_low             11.3429
_refine_ls_goodness_of_fit_ref   1.0291
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    90
_refine_ls_number_parameters     490
_refine_ls_number_reflns         9760
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.0280
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0711P)²+26.2230P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1392
_refine_ls_wR_factor_ref         0.1451
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C32-C31 = C30-C31
 1.53 with sigma of 0.005
 C29-C31
 2.55 with sigma of 0.02
 C30-C32
 2.55 with sigma of 0.02
3. Restrained angles
 C30-C31-C32
 fixed at 109.5 with sigma of 0.02
 C29-C30-C31
 fixed at 109.5 with sigma of 0.02
4. Rigid bond restraints
 C30, C31, C32
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Uiso/Uaniso restraints and constraints
C30 \\sim C31 \\sim C32: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.001
6.a Secondary CH2 refined with riding coordinates:
 C48(H48a,H48b), C33(H33a,H33b), C18(H18a,H18b), C27(H27a,H27b), C11(H11a,
 H11b), C42(H42a,H42b), C12(H12a,H12b), C43(H43a,H43b), C28(H28a,H28b),
 C13(H13a,H13b), C44(H44a,H44b), C29(H29a,H29b), C14(H14a,H14b), C45(H45a,H45b),
  C15(H15a,H15b), C30(H30a,H30b), C46(H46a,H46b), C31(H31a,H31b)
6.b Aromatic/amide H refined with riding coordinates:
 C39(H39), C35(H35), C36(H36), C37(H37), C54(H54), C50(H50), C51(H51),
 C52(H52), C24(H24), C20(H20), C21(H21), C22(H22)
6.c Idealised Me refined as rotating group:
 C16(H16a,H16b,H16c), C47(H47a,H47b,H47c), C32(H32a,H32b,H32c)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
I3 I 0.68420(3) 0.10309(2) -0.05170(3) 0.04106(13) Uani 1.000000 . .
I2 I 0.79905(3) 0.26879(2) 0.62254(3) 0.04378(13) Uani 1.000000 . .
I1 I 0.45998(4) 0.42498(2) 0.77993(3) 0.04856(14) Uani 1.000000 . .
Br40 Br 0.65985(4) 0.15830(3) 0.13529(4) 0.03349(14) Uani 1.000000 . .
Br55 Br 0.33106(6) 0.18729(3) 0.74585(5) 0.04829(18) Uani 1.000000 . .
Br25 Br 0.90851(7) 0.50146(4) 0.30027(6) 0.0636(3) Uani 1.000000 . .
O10 O 0.5737(3) 0.46006(18) 0.5635(2) 0.0268(8) Uani 1.000000 . .
O41 O 0.4267(3) 0.2507(2) 0.4691(3) 0.0314(8) Uani 1.000000 . .
O26 O 0.5969(3) 0.3610(2) 0.3209(2) 0.0289(8) Uani 1.000000 . .
N19 N 0.7403(3) 0.4520(2) 0.4308(3) 0.0284(10) Uani 1.000000 . .
N49 N 0.4794(3) 0.2976(2) 0.6365(3) 0.0269(9) Uani 1.000000 . .
N34 N 0.5867(3) 0.2202(2) 0.3293(3) 0.0294(10) Uani 1.000000 . .
C5 C 0.4987(4) 0.3555(3) 0.5159(3) 0.0251(10) Uani 1.000000 . .
C6 C 0.4785(4) 0.3033(3) 0.4583(3) 0.0253(10) Uani 1.000000 . .
C4 C 0.5552(4) 0.4081(3) 0.5079(3) 0.0241(10) Uani 1.000000 . .
C48 C 0.4548(4) 0.3560(3) 0.5805(3) 0.0301(11) Uani 1.000000 . .
C17 C 0.5866(4) 0.4113(3) 0.4415(3) 0.0244(10) Uani 1.000000 . .
C8 C 0.5638(4) 0.3583(3) 0.3848(3) 0.0257(10) Uani 1.000000 . .
C24 C 0.7716(5) 0.4800(3) 0.3755(4) 0.0341(12) Uani 1.000000 . .
C7 C 0.5135(4) 0.3031(3) 0.3944(3) 0.0266(11) Uani 1.000000 . .
C38 C 0.6648(4) 0.1789(3) 0.2436(4) 0.0308(12) Uani 1.000000 . .
C33 C 0.4969(4) 0.2425(3) 0.3392(4) 0.0313(12) Uani 1.000000 . .
C39 C 0.5831(4) 0.2042(3) 0.2530(4) 0.0300(11) Uani 1.000000 . .
C18 C 0.6401(4) 0.4700(3) 0.4278(3) 0.0276(11) Uani 1.000000 . .
C54 C 0.4097(4) 0.2732(3) 0.6602(4) 0.0317(12) Uani 1.000000 . .
C20 C 0.7972(4) 0.4110(3) 0.4895(4) 0.0365(13) Uani 1.000000 . .
C37 C 0.7505(5) 0.1698(3) 0.3137(4) 0.0380(13) Uani 1.000000 . .
C23 C 0.8648(5) 0.4659(3) 0.3800(5) 0.0413(14) Uani 1.000000 . .
C50 C 0.5710(4) 0.2722(3) 0.6670(4) 0.0365(13) Uani 1.000000 . .
C22 C 0.9258(5) 0.4241(4) 0.4403(5) 0.0455(16) Uani 1.000000 . .
C27 C 0.5213(5) 0.3802(3) 0.2408(4) 0.0371(13) Uani 1.000000 . .
C11 C 0.6674(5) 0.4563(3) 0.6328(4) 0.0427(16) Uani 1.000000 . .
C42 C 0.3266(4) 0.2438(3) 0.4066(4) 0.0351(13) Uani 1.000000 . .
C12 C 0.6755(5) 0.5111(3) 0.6939(4) 0.0342(12) Uani 1.000000 . .
C35 C 0.6690(4) 0.2132(3) 0.3984(4) 0.0334(12) Uani 1.000000 . .
C36 C 0.7526(5) 0.1881(3) 0.3914(4) 0.0378(14) Uani 1.000000 . .
C21 C 0.8908(5) 0.3962(4) 0.4965(5) 0.0452(16) Uani 1.000000 . .
C53 C 0.4314(5) 0.2205(3) 0.7156(4) 0.0344(13) Uani 1.000000 . .
C51 C 0.5937(5) 0.2203(4) 0.7214(4) 0.0432(15) Uani 1.000000 . .
C43 C 0.2972(5) 0.1726(3) 0.4068(4) 0.0427(15) Uani 1.000000 . .
C52 C 0.5238(6) 0.1942(3) 0.7473(4) 0.0439(15) Uani 1.000000 . .
C28 C 0.5624(5) 0.3758(4) 0.1745(4) 0.0424(15) Uani 1.000000 . .
C13 C 0.7794(5) 0.5120(3) 0.7630(4) 0.0428(15) Uani 1.000000 . .
C44 C 0.3046(6) 0.1478(3) 0.4916(5) 0.0469(16) Uani 1.000000 . .
C29 C 0.4820(5) 0.3893(4) 0.0889(4) 0.0489(17) Uani 1.000000 D .
C14 C 0.7925(6) 0.5612(4) 0.8321(4) 0.0487(17) Uani 1.000000 . .
C45 C 0.2690(7) 0.0778(4) 0.4893(5) 0.057(2) Uani 1.000000 . .
C15 C 0.8980(6) 0.5634(4) 0.8962(5) 0.057(2) Uani 1.000000 . .
C30 C 0.5102(9) 0.3839(5) 0.0155(6) 0.108(3) Uani 1.000000 D U
C46 C 0.2762(8) 0.0530(4) 0.5745(6) 0.067(2) Uani 1.000000 . .
C16 C 0.9129(8) 0.6102(5) 0.9690(6) 0.071(3) Uani 1.000000 . .
C47 C 0.2336(12) -0.0150(5) 0.5711(9) 0.102(5) Uani 1.000000 . .
C31 C 0.5628(7) 0.3204(5) 0.0124(6) 0.109(3) Uani 1.000000 D U
C32 C 0.5042(9) 0.2686(5) -0.0492(7) 0.110(3) Uani 1.000000 D U
H39 H 0.5242(4) 0.2103(3) 0.2051(4) 0.0361(14) Uiso 1.000000 R .
H35 H 0.6700(4) 0.2253(3) 0.4518(4) 0.0400(15) Uiso 1.000000 R .
H36 H 0.8112(5) 0.1834(3) 0.4399(4) 0.0454(16) Uiso 1.000000 R .
H37 H 0.8068(5) 0.1513(3) 0.3085(4) 0.0456(16) Uiso 1.000000 R .
H54 H 0.3460(4) 0.2919(3) 0.6392(4) 0.0380(14) Uiso 1.000000 R .
H50 H 0.6197(4) 0.2905(3) 0.6504(4) 0.0438(16) Uiso 1.000000 R .
H51 H 0.6577(5) 0.2021(4) 0.7415(4) 0.0518(18) Uiso 1.000000 R .
H52 H 0.5395(6) 0.1588(3) 0.7861(4) 0.0527(19) Uiso 1.000000 R .
H24 H 0.7304(5) 0.5092(3) 0.3339(4) 0.0410(15) Uiso 1.000000 R .
H20 H 0.7727(4) 0.3915(3) 0.5274(4) 0.0438(16) Uiso 1.000000 R .
H21 H 0.9309(5) 0.3673(4) 0.5391(5) 0.0542(19) Uiso 1.000000 R .
H22 H 0.9898(5) 0.4146(4) 0.4434(5) 0.0546(19) Uiso 1.000000 R .
H48a H 0.3827(4) 0.3588(3) 0.5515(3) 0.0361(14) Uiso 1.000000 R .
H48b H 0.4772(4) 0.3960(3) 0.6153(3) 0.0361(14) Uiso 1.000000 R .
H33a H 0.4461(4) 0.2525(3) 0.2832(4) 0.0375(14) Uiso 1.000000 R .
H33b H 0.4719(4) 0.2065(3) 0.3639(4) 0.0375(14) Uiso 1.000000 R .
H18a H 0.6470(4) 0.5033(3) 0.4714(3) 0.0332(13) Uiso 1.000000 R .
H18b H 0.6011(4) 0.4897(3) 0.3725(3) 0.0332(13) Uiso 1.000000 R .
H27a H 0.4640(5) 0.3507(3) 0.2268(4) 0.0445(16) Uiso 1.000000 R .
H27b H 0.4996(5) 0.4257(3) 0.2443(4) 0.0445(16) Uiso 1.000000 R .
H11a H 0.6741(5) 0.4133(3) 0.6612(4) 0.0512(19) Uiso 1.000000 R .
H11b H 0.7206(5) 0.4603(3) 0.6119(4) 0.0512(19) Uiso 1.000000 R .
H42a H 0.2816(4) 0.2727(3) 0.4210(4) 0.0421(15) Uiso 1.000000 R .
H42b H 0.3237(4) 0.2564(3) 0.3505(4) 0.0421(15) Uiso 1.000000 R .
H12a H 0.6615(5) 0.5537(3) 0.6640(4) 0.0410(15) Uiso 1.000000 R .
H12b H 0.6268(5) 0.5044(3) 0.7194(4) 0.0410(15) Uiso 1.000000 R .
H43a H 0.2289(5) 0.1672(3) 0.3662(4) 0.0512(18) Uiso 1.000000 R .
H43b H 0.3394(5) 0.1451(3) 0.3875(4) 0.0512(18) Uiso 1.000000 R .
H28a H 0.6158(5) 0.4083(4) 0.1859(4) 0.0509(18) Uiso 1.000000 R .
H28b H 0.5900(5) 0.3314(4) 0.1750(4) 0.0509(18) Uiso 1.000000 R .
H13a H 0.7951(5) 0.4676(3) 0.7880(4) 0.0514(18) Uiso 1.000000 R .
H13b H 0.8268(5) 0.5223(3) 0.7371(4) 0.0514(18) Uiso 1.000000 R .
H44a H 0.3738(6) 0.1504(3) 0.5315(5) 0.056(2) Uiso 1.000000 R .
H44b H 0.2657(6) 0.1769(3) 0.5127(5) 0.056(2) Uiso 1.000000 R .
H29a H 0.4276(5) 0.3582(4) 0.0807(4) 0.059(2) Uiso 1.000000 R .
H29b H 0.4566(5) 0.4342(4) 0.0896(4) 0.059(2) Uiso 1.000000 R .
H14a H 0.7735(6) 0.6054(4) 0.8072(4) 0.058(2) Uiso 1.000000 R .
H14b H 0.7486(6) 0.5494(4) 0.8609(4) 0.058(2) Uiso 1.000000 R .
H45a H 0.1999(7) 0.0751(4) 0.4494(5) 0.068(2) Uiso 1.000000 R .
H45b H 0.3080(7) 0.0486(4) 0.4684(5) 0.068(2) Uiso 1.000000 R .
H15a H 0.9178(6) 0.5186(4) 0.9187(5) 0.068(2) Uiso 1.000000 R .
H15b H 0.9412(6) 0.5770(4) 0.8675(5) 0.068(2) Uiso 1.000000 R .
H30a H 0.4504(9) 0.3874(5) -0.0364(6) 0.130(3) Uiso 1.000000 R .
H30b H 0.5531(9) 0.4214(5) 0.0164(6) 0.130(3) Uiso 1.000000 R .
H46a H 0.3459(8) 0.0524(4) 0.6133(6) 0.081(3) Uiso 1.000000 R .
H46b H 0.2414(8) 0.0840(4) 0.5974(6) 0.081(3) Uiso 1.000000 R .
H16a H 0.889(5) 0.6541(10) 0.9470(6) 0.107(4) Uiso 1.000000 GR .
H16b H 0.876(5) 0.594(2) 1.002(3) 0.107(4) Uiso 1.000000 GR .
H16c H 0.9827(10) 0.613(3) 1.005(3) 0.107(4) Uiso 1.000000 GR .
H47a H 0.261(6) -0.0447(13) 0.541(6) 0.153(7) Uiso 1.000000 GR .
H47b H 0.250(7) -0.031(2) 0.6283(9) 0.153(7) Uiso 1.000000 GR .
H47c H 0.1623(14) -0.0131(10) 0.542(6) 0.153(7) Uiso 1.000000 GR .
H31a H 0.6202(7) 0.3317(5) -0.0008(6) 0.131(3) Uiso 1.000000 R .
H31b H 0.5879(7) 0.3007(5) 0.0691(6) 0.131(3) Uiso 1.000000 R .
H32a H 0.455(6) 0.2899(5) -0.098(3) 0.165(4) Uiso 1.000000 GR .
H32b H 0.5481(15) 0.242(4) -0.067(5) 0.165(4) Uiso 1.000000 GR .
H32c H 0.472(7) 0.240(3) -0.022(2) 0.165(4) Uiso 1.000000 GR .


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
Br40 C38 1.894(6) . ?
Br55 C53 1.882(6) . ?
Br25 C23 1.882(7) . ?
O10 C4 1.384(6) . ?
O10 C11 1.442(7) . ?
O41 C6 1.371(7) . ?
O41 C42 1.465(7) . ?
O26 C8 1.373(7) . ?
O26 C27 1.458(7) . ?
N19 C24 1.341(8) . ?
N19 C18 1.511(7) . ?
N19 C20 1.333(8) . ?
N49 C48 1.487(7) . ?
N49 C54 1.346(8) . ?
N49 C50 1.354(8) . ?
N34 C33 1.479(7) . ?
N34 C39 1.342(7) . ?
N34 C35 1.344(7) . ?
C5 C6 1.407(7) . ?
C5 C4 1.399(8) . ?
C5 C48 1.496(7) . ?
C6 C7 1.392(8) . ?
C4 C17 1.398(8) . ?
C48 H48a 0.9900 . ?
C48 H48b 0.9900 . ?
C17 C8 1.408(7) . ?
C17 C18 1.502(8) . ?
C8 C7 1.394(8) . ?
C24 C23 1.382(9) . ?
C24 H24 0.9500 . ?
C7 C33 1.520(7) . ?
C38 C39 1.382(8) . ?
C38 C37 1.387(9) . ?
C33 H33a 0.9900 . ?
C33 H33b 0.9900 . ?
C39 H39 0.9500 . ?
C18 H18a 0.9900 . ?
C18 H18b 0.9900 . ?
C54 C53 1.391(8) . ?
C54 H54 0.9500 . ?
C20 C21 1.379(9) . ?
C20 H20 0.9500 . ?
C37 C36 1.384(9) . ?
C37 H37 0.9500 . ?
C23 C22 1.378(10) . ?
C50 C51 1.366(9) . ?
C50 H50 0.9500 . ?
C22 C21 1.387(10) . ?
C22 H22 0.9500 . ?
C27 C28 1.497(8) . ?
C27 H27a 0.9900 . ?
C27 H27b 0.9900 . ?
C11 C12 1.509(8) . ?
C11 H11a 0.9900 . ?
C11 H11b 0.9900 . ?
C42 C43 1.514(9) . ?
C42 H42a 0.9900 . ?
C42 H42b 0.9900 . ?
C12 C13 1.541(9) . ?
C12 H12a 0.9900 . ?
C12 H12b 0.9900 . ?
C35 C36 1.388(9) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C21 H21 0.9500 . ?
C53 C52 1.371(10) . ?
C51 C52 1.386(10) . ?
C51 H51 0.9500 . ?
C43 C44 1.515(10) . ?
C43 H43a 0.9900 . ?
C43 H43b 0.9900 . ?
C52 H52 0.9500 . ?
C28 C29 1.522(9) . ?
C28 H28a 0.9900 . ?
C28 H28b 0.9900 . ?
C13 C14 1.514(9) . ?
C13 H13a 0.9900 . ?
C13 H13b 0.9900 . ?
C44 C45 1.516(10) . ?
C44 H44a 0.9900 . ?
C44 H44b 0.9900 . ?
C29 C30 1.488(13) . ?
C29 H29a 0.9900 . ?
C29 H29b 0.9900 . ?
C14 C15 1.527(11) . ?
C14 H14a 0.9900 . ?
C14 H14b 0.9900 . ?
C45 C46 1.521(12) . ?
C45 H45a 0.9900 . ?
C45 H45b 0.9900 . ?
C15 C16 1.526(11) . ?
C15 H15a 0.9900 . ?
C15 H15b 0.9900 . ?
C30 C31 1.521(5) . ?
C30 H30a 0.9900 . ?
C30 H30b 0.9900 . ?
C46 C47 1.514(12) . ?
C46 H46a 0.9900 . ?
C46 H46b 0.9900 . ?
C16 H16a 0.9800 . ?
C16 H16b 0.9800 . ?
C16 H16c 0.9800 . ?
C47 H47a 0.9800 . ?
C47 H47b 0.9800 . ?
C47 H47c 0.9800 . ?
C31 C32 1.511(5) . ?
C31 H31a 0.9900 . ?
C31 H31b 0.9900 . ?
C32 H32a 0.9800 . ?
C32 H32b 0.9800 . ?
C32 H32c 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O10 C4 113.9(4) . . ?
C42 O41 C6 115.8(4) . . ?
C27 O26 C8 113.2(4) . . ?
C18 N19 C24 118.7(5) . . ?
C20 N19 C24 121.2(5) . . ?
C20 N19 C18 120.0(5) . . ?
C54 N49 C48 118.1(5) . . ?
C50 N49 C48 121.0(5) . . ?
C50 N49 C54 120.9(5) . . ?
C39 N34 C33 119.6(5) . . ?
C35 N34 C33 118.5(5) . . ?
C35 N34 C39 121.8(5) . . ?
C4 C5 C6 118.6(5) . . ?
C48 C5 C6 120.0(5) . . ?
C48 C5 C4 121.3(5) . . ?
C5 C6 O41 118.0(5) . . ?
C7 C6 O41 120.5(5) . . ?
C7 C6 C5 121.5(5) . . ?
C5 C4 O10 118.7(5) . . ?
C17 C4 O10 119.7(5) . . ?
C17 C4 C5 121.4(5) . . ?
C5 C48 N49 114.4(4) . . ?
H48a C48 N49 108.7(3) . . ?
H48a C48 C5 108.7(3) . . ?
H48b C48 N49 108.7(3) . . ?
H48b C48 C5 108.7(3) . . ?
H48b C48 H48a 107.6 . . ?
C8 C17 C4 118.0(5) . . ?
C18 C17 C4 122.1(5) . . ?
C18 C17 C8 119.8(5) . . ?
C17 C8 O26 117.8(5) . . ?
C7 C8 O26 120.2(5) . . ?
C7 C8 C17 121.9(5) . . ?
C23 C24 N19 119.1(6) . . ?
H24 C24 N19 120.5(3) . . ?
H24 C24 C23 120.5(4) . . ?
C8 C7 C6 118.3(5) . . ?
C33 C7 C6 118.8(5) . . ?
C33 C7 C8 122.9(5) . . ?
C39 C38 Br40 119.9(4) . . ?
C37 C38 Br40 120.4(5) . . ?
C37 C38 C39 119.6(6) . . ?
C7 C33 N34 112.9(5) . . ?
H33a C33 N34 109.0(3) . . ?
H33a C33 C7 109.0(3) . . ?
H33b C33 N34 109.0(3) . . ?
H33b C33 C7 109.0(3) . . ?
H33b C33 H33a 107.8 . . ?
C38 C39 N34 120.2(5) . . ?
H39 C39 N34 119.9(3) . . ?
H39 C39 C38 119.9(3) . . ?
C17 C18 N19 112.0(4) . . ?
H18a C18 N19 109.2(3) . . ?
H18a C18 C17 109.2(3) . . ?
H18b C18 N19 109.2(3) . . ?
H18b C18 C17 109.2(3) . . ?
H18b C18 H18a 107.9 . . ?
C53 C54 N49 119.7(5) . . ?
H54 C54 N49 120.2(3) . . ?
H54 C54 C53 120.2(4) . . ?
C21 C20 N19 121.4(6) . . ?
H20 C20 N19 119.3(3) . . ?
H20 C20 C21 119.3(4) . . ?
C36 C37 C38 118.8(6) . . ?
H37 C37 C38 120.6(4) . . ?
H37 C37 C36 120.6(4) . . ?
C24 C23 Br25 120.0(5) . . ?
C22 C23 Br25 118.8(5) . . ?
C22 C23 C24 121.2(6) . . ?
C51 C50 N49 120.3(6) . . ?
H50 C50 N49 119.8(4) . . ?
H50 C50 C51 119.8(4) . . ?
C21 C22 C23 118.0(6) . . ?
H22 C22 C23 121.0(4) . . ?
H22 C22 C21 121.0(4) . . ?
C28 C27 O26 108.8(5) . . ?
H27a C27 O26 109.9(3) . . ?
H27a C27 C28 109.9(4) . . ?
H27b C27 O26 109.9(3) . . ?
H27b C27 C28 109.9(4) . . ?
H27b C27 H27a 108.3 . . ?
C12 C11 O10 109.4(5) . . ?
H11a C11 O10 109.8(3) . . ?
H11a C11 C12 109.8(4) . . ?
H11b C11 O10 109.8(3) . . ?
H11b C11 C12 109.8(4) . . ?
H11b C11 H11a 108.2 . . ?
C43 C42 O41 107.4(5) . . ?
H42a C42 O41 110.2(3) . . ?
H42a C42 C43 110.2(4) . . ?
H42b C42 O41 110.2(3) . . ?
H42b C42 C43 110.2(4) . . ?
H42b C42 H42a 108.5 . . ?
C13 C12 C11 109.6(5) . . ?
H12a C12 C11 109.7(4) . . ?
H12a C12 C13 109.7(4) . . ?
H12b C12 C11 109.7(4) . . ?
H12b C12 C13 109.7(4) . . ?
H12b C12 H12a 108.2 . . ?
C36 C35 N34 119.6(5) . . ?
H35 C35 N34 120.2(3) . . ?
H35 C35 C36 120.2(3) . . ?
C35 C36 C37 120.0(6) . . ?
H36 C36 C37 120.0(4) . . ?
H36 C36 C35 120.0(3) . . ?
C22 C21 C20 119.0(6) . . ?
H21 C21 C20 120.5(4) . . ?
H21 C21 C22 120.5(4) . . ?
C54 C53 Br55 118.2(5) . . ?
C52 C53 Br55 121.5(5) . . ?
C52 C53 C54 120.3(6) . . ?
C52 C51 C50 120.3(6) . . ?
H51 C51 C50 119.9(4) . . ?
H51 C51 C52 119.9(4) . . ?
C44 C43 C42 114.1(6) . . ?
H43a C43 C42 108.7(4) . . ?
H43a C43 C44 108.7(4) . . ?
H43b C43 C42 108.7(4) . . ?
H43b C43 C44 108.7(4) . . ?
H43b C43 H43a 107.6 . . ?
C51 C52 C53 118.5(6) . . ?
H52 C52 C53 120.7(4) . . ?
H52 C52 C51 120.7(4) . . ?
C29 C28 C27 109.7(6) . . ?
H28a C28 C27 109.7(4) . . ?
H28a C28 C29 109.7(4) . . ?
H28b C28 C27 109.7(4) . . ?
H28b C28 C29 109.7(4) . . ?
H28b C28 H28a 108.2 . . ?
C14 C13 C12 113.8(6) . . ?
H13a C13 C12 108.8(4) . . ?
H13a C13 C14 108.8(4) . . ?
H13b C13 C12 108.8(4) . . ?
H13b C13 C14 108.8(4) . . ?
H13b C13 H13a 107.7 . . ?
C45 C44 C43 113.3(6) . . ?
H44a C44 C43 108.9(4) . . ?
H44a C44 C45 108.9(5) . . ?
H44b C44 C43 108.9(4) . . ?
H44b C44 C45 108.9(4) . . ?
H44b C44 H44a 107.7 . . ?
C30 C29 C28 116.4(7) . . ?
H29a C29 C28 108.2(4) . . ?
H29a C29 C30 108.2(6) . . ?
H29b C29 C28 108.2(4) . . ?
H29b C29 C30 108.2(4) . . ?
H29b C29 H29a 107.3 . . ?
C15 C14 C13 112.0(7) . . ?
H14a C14 C13 109.2(4) . . ?
H14a C14 C15 109.2(4) . . ?
H14b C14 C13 109.2(4) . . ?
H14b C14 C15 109.2(4) . . ?
H14b C14 H14a 107.9 . . ?
C46 C45 C44 113.2(6) . . ?
H45a C45 C44 108.9(5) . . ?
H45a C45 C46 108.9(5) . . ?
H45b C45 C44 108.9(4) . . ?
H45b C45 C46 108.9(5) . . ?
H45b C45 H45a 107.8 . . ?
C16 C15 C14 113.4(8) . . ?
H15a C15 C14 108.9(4) . . ?
H15a C15 C16 108.9(5) . . ?
H15b C15 C14 108.9(4) . . ?
H15b C15 C16 108.9(5) . . ?
H15b C15 H15a 107.7 . . ?
C31 C30 C29 114.2(8) . . ?
H30a C30 C29 108.7(5) . . ?
H30a C30 C31 108.7(5) . . ?
H30b C30 C29 108.7(6) . . ?
H30b C30 C31 108.7(7) . . ?
H30b C30 H30a 107.6 . . ?
C47 C46 C45 113.2(8) . . ?
H46a C46 C45 108.9(5) . . ?
H46a C46 C47 108.9(7) . . ?
H46b C46 C45 108.9(5) . . ?
H46b C46 C47 108.9(7) . . ?
H46b C46 H46a 107.8 . . ?
H16a C16 C15 109.5 . . ?
H16b C16 C15 109.5 . . ?
H16b C16 H16a 109.5 . . ?
H16c C16 C15 109.5 . . ?
H16c C16 H16a 109.5 . . ?
H16c C16 H16b 109.5 . . ?
H47a C47 C46 109.5 . . ?
H47b C47 C46 109.5 . . ?
H47b C47 H47a 109.5 . . ?
H47c C47 C46 109.5 . . ?
H47c C47 H47a 109.5 . . ?
H47c C47 H47b 109.5 . . ?
C32 C31 C30 117.1(6) . . ?
H31a C31 C30 108.0(7) . . ?
H31a C31 C32 108.0(8) . . ?
H31b C31 C30 108.0(5) . . ?
H31b C31 C32 108.0(7) . . ?
H31b C31 H31a 107.3 . . ?
H32a C32 C31 109.5 . . ?
H32b C32 C31 109.5 . . ?
H32b C32 H32a 109.5 . . ?
H32c C32 C31 109.5 . . ?
H32c C32 H32a 109.5 . . ?
H32c C32 H32b 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_angle_atom_site_label_1
_restr_angle_atom_site_label_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_1
_restr_angle_site_symmetry_2
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
_restr_angle_diff
C29 C30 C31 1 1 1 109.5000 1.1459 -4.7394
C30 C31 C32 1 1 1 109.5000 1.1459 -7.6007

loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
C29 C31 1 2.5500 0.0200 0.0234
C30 C31 1 1.5300 0.0050 0.0093
C30 C32 1 2.5500 0.0200 -0.0367
C32 C31 1 1.5300 0.0050 0.0186

loop_
_restr_U_rigid_atom_site_label_1
_restr_U_rigid_atom_site_label_2
_restr_U_rigid_target_weight_param
_restr_U_rigid_U_parallel
_restr_U_rigid_diff
C30 C31 0.0010 0.0530 -0.0002
C30 C32 0.0010 0.0782 -0.0003
C31 C32 0.0010 0.0973 -0.0003

loop_
_restr_U_similar_atom_site_label_1
_restr_U_similar_atom_site_label_2
_restr_U_similar_weight_param
C30 C31 0.0010
C31 C32 0.0010

